U.S. patent application number 11/082448 was filed with the patent office on 2005-11-17 for cosmetic or pharmaceutical compositions comprising modified polyorganosiloxanes.
This patent application is currently assigned to Clariant GmbH. Invention is credited to Haala, Sabine, Henning, Torsten, Klug, Peter, Meder, Markus, Mueller, Carsten, Simsch, Waltraud.
Application Number | 20050255075 11/082448 |
Document ID | / |
Family ID | 33039436 |
Filed Date | 2005-11-17 |
United States Patent
Application |
20050255075 |
Kind Code |
A1 |
Meder, Markus ; et
al. |
November 17, 2005 |
Cosmetic or pharmaceutical compositions comprising modified
polyorganosiloxanes
Abstract
Cosmetic or pharmaceutical compositions comprising one or more
substituted aminopolyorganosiloxanes (S.sub.H) with substituted
amino groups which are bonded to silicon atoms of the polysiloxane
basic structure via alkylene bridges or mono- or
oligo(alkylenamino)alkylene bridges, where the amino groups present
in the aminopolyorganosiloxanes (S.sub.H) are substituted at least
partially by a radical of the formula (.epsilon.)
T-CH.sub.2--CHOH--CH.sub.2-- (.epsilon.), in which T is the radical
of a surfactant monoalcohol polyglycol ether with emulsifier
character, the amino groups present in the aminopolyorganosiloxanes
(S.sub.H) are substituted in the average ratio of at least 1.5
radicals of the formula (.epsilon.) per Si-bonded aminoalkyl group
or amino-mono- or -oligo-(alkylenamino)-alkyl group, and present
amino groups are, if appropriate, acylated and/or alkylated and/or
benzylated and/or protonated at least partially to give amide
groups, are described.
Inventors: |
Meder, Markus; (Werbach,
DE) ; Klug, Peter; (Grossostheim, DE) ;
Henning, Torsten; (Schwerin, DE) ; Simsch,
Waltraud; (Kelkheim, DE) ; Haala, Sabine;
(Hanau, DE) ; Mueller, Carsten; (Frankfurt am
Main, DE) |
Correspondence
Address: |
CLARIANT CORPORATION
INTELLECTUAL PROPERTY DEPARTMENT
4000 MONROE ROAD
CHARLOTTE
NC
28205
US
|
Assignee: |
Clariant GmbH
|
Family ID: |
33039436 |
Appl. No.: |
11/082448 |
Filed: |
March 17, 2005 |
Current U.S.
Class: |
424/70.122 |
Current CPC
Class: |
A61Q 5/00 20130101; A61Q
5/12 20130101; A61K 8/898 20130101; A61Q 5/004 20130101; A61Q 19/10
20130101; A61Q 5/06 20130101 |
Class at
Publication: |
424/070.122 |
International
Class: |
A61K 007/06; A61K
007/11 |
Foreign Application Data
Date |
Code |
Application Number |
Mar 20, 2004 |
DE |
102004013795.1 |
Claims
1. A cosmetic or pharmaceutical composition comprising one or more
substituted aminopolyorganosiloxanes (S.sub.H) with substituted
amino groups which are bonded to silicon atoms of a polysiloxane
basic structure via alkylene bridges or mono- or
oligo(alkylenamino)alkylene bridges, where the amino groups present
in the aminopolyorganosiloxanes (S.sub.H) are substituted at least
partially by a radical of the formula (.epsilon.)
T-CH.sub.2--CHOH--CH.sub.2-- (.epsilon.), in which T is the radical
of a surfactant monoalcohol polyglycol ether with emulsifier
character, the amino groups present in the aminopolyorganosiloxanes
(S.sub.H) being substituted in the average ratio of at least 1.5
radicals of the formula (.epsilon.) per Si-bonded aminoalkyl group
or amino-mono- or -oligo-(alkylenamino)-alkyl group and mixtures
thereof.
2. The cosmetic or pharmaceutical composition as claimed in claim
1, wherein the substituted aminopolyorganosiloxane (S.sub.H) has a
nitrogen content in the range from 0.03 to 4.2% by weight.
3. The cosmetic or pharmaceutical composition as claimed in claim
1, wherein all of the amino groups of the substituted
aminopolyorganosiloxane (S.sub.H) are 40 to 100% substituted by
radicals of the formula (.epsilon.).
4. The cosmetic or pharmaceutical composition of claim 1, wherein
the substituted aminopolyorganosiloxane (S.sub.H) has been obtained
by reaction of aminopolyorganosiloxane (s) which comprises primary
and/or secondary amino groups which are bonded to silicon atoms of
the polysiloxane basic structure via alkylene bridges or mono- or
oligo(alkylenamino)alkylene bridges, with at least one alcohol
polyglycol ether monoglycidyl ether (H) and, optionally, a
subsequent step selected from the group consisting of acylation,
alkylation, benzylation, protonation, and mixtures thereof.
5. The cosmetic or pharmaceutical composition as claimed in claim
4, wherein the aminopolyorganosiloxane (S) has an amine number in
the range from 0.05 to 3.
6. The cosmetic or pharmaceutical composition of claim 1, wherein
the substituted aminopolyorganosiloxane (S.sub.H) has an average
molecular weight in the range from 15 000 to 2 000 000.
7. A hair-treatment composition comprising the cosmetic or
pharmaceutical composition of claim 1.
8. A hair tint or hair colorant composition comprising the cosmetic
or pharmaceutical composition of claim 1.
9. A rinse-off product comprising the cosmetic or pharmaceutical
composition of claim 1.
10. A leave-on product comprising the cosmetic or pharmaceutical
composition of claim 1.
11. A decorative cosmetic comprising the cosmetic or pharmaceutical
composition of claim 1.
12. A sunscreen composition comprising the cosmetic or
pharmaceutical composition of claim 1.
13. A deodorant or antiperspirant comprising the cosmetic or
pharmaceutical composition of claim 1.
14. A surfactant-free composition, comprising the cosmetic or
pharmaceutical composition of claim 1.
15. An additive for permanent waving compositions, comprising the
cosmetic or pharmaceutical composition of claim 1.
16. An aqueous or an aqueous-alcoholic composition comprising from
0.01 to 30 weight percent of the cosmetic or pharmaceutical
composition of claim 1, based on the aqueous or an
aqueous-alcoholic composition.
17. An anhydrous composition based on oil comprising from 0.01 to
80% by weight of the cosmetic or pharmaceutical composition of
claim 1, based on the anhydrous composition.
18. An emulsion comprising from 0.01 to 30% by weight of the
cosmetic or pharmaceutical composition of claim 1, based on the
emulsion.
19. A method for protecting and preserving color in colored keratin
fibers, said method comprising contacting said colored keratin
fibers with a treatment composition comprising the cosmetic or
pharmaceutical composition of claim 1.
20. The method of claim 19, wherein the treatment composition
comprises from 0.01 to 10% by weight of the cosmetic or
pharmaceutical composition of claim 1, based on the treatment
composition.
21. A method for the preparation of a cosmetic or pharmaceutical
composition, said method comprising combining with the cosmetic or
pharmaceutical composition one or more substituted
aminopolyorganosiloxanes (S.sub.H) with substituted amino groups
which are bonded to silicon atoms of the polysiloxane basic
structure via alkylene bridges or mono- or
oligo(alkylenamino)alkylene bridges, where amino groups present in
the aminopolyorganosiloxanes (S.sub.H) are substituted at least
partially by a radical of the formula (.epsilon.)
T-CH.sub.2--CHOH--CH.sub.2-- (.epsilon.), in which T is the radical
of a surfactant monoalcohol polyglycol ether with emulsifier
character, the amino groups present in the aminopolyorganosiloxanes
(S.sub.H) being substituted in the average ratio of at least 1.5
radicals of the formula (.epsilon.) per Si-bonded aminoalkyl group
or amino-mono- or -oligo-(alkylenamino)-alkyl group and mixtures
thereof.
22. The method of claim 19, wherein the colored keratin fibers are
colored human hair.
23. A cosmetic concentrate comprising from 70 to 99.99 by weight of
the cosmetic or pharmaceutical composition of claim 1.
24. The cosmetic or pharmaceutical composition of claim 1, wherein
the amino groups are at least partially reacted in a step selected
from the group consisting of acylation to give amide groups,
alkylation, benzylation, protonation and combinations thereof.
25. The hair-treatment composition of claim 7, wherein the hair
treatment composition is in a form selected from the group
consisting of a shampoo, a hair conditioner, a hair treatment, a
styling composition, a hair rinse, a volume spray, a styling fluid,
a hair foam, a hair gel, a setting composition, a hair spray, a
mousse, a hair oil, and an ends fluid.
26. The rinse-off product of claim 9, wherein the rinse-off product
is in the form of a shower bath, shower gel or a foam bath
27. The leave-on product of claim 10, wherein the leave-on product
is in the form of a day cream, night cream, care cream, nutrient
cream, body lotion, ointment or a lipcare composition
28. The decorative product of claim 11, wherein the decorative
product is in the form of a make-up, an eyeshadow, a lipstick or a
mascara.
29. The deodorant or antiperspirant of claim 13, wherein the
deodorant or antiperspirant is in the form of in the form of a
spray, stick, gel or a lotion.
30. The surfactant-free composition of claim 14, wherein the
surfactant-free composition is in the form of a surfactant-free
solid composition or a surfactant-free emulsion.
31. The additive for permanent waving compositions of claim 15,
wherein the additive is in the form of a conditioner.
32. An aqueous or an aqueous-alcoholic composition, comprising the
cosmetic or pharmaceutical composition of claim 1.
33. An emulsion comprising the cosmetic or pharmaceutical
composition of claim 1.
34. The method of claim 21, further comprising at least partially
reacting the amino groups present in a step selected from the group
consisting of acylation, alkylation, benzylation, protonation, and
combinations thereof.
Description
[0001] The invention relates to cosmetic or pharmaceutical
compositions comprising aminopolyorganosiloxanes which are
substituted by alkyl polyglycol ether groups.
[0002] It is known that aminosiloxanes with primary and secondary
nitrogen groups and sometimes present reactive silanol groups are
incorporated into hair shampoo formulations as conditioning agents.
These products are not water-soluble and can only be incorporated
in the presence of interface-active substances. In order to improve
the solubility in water, the aminosiloxanes can additionally be
substituted by polyoxyalkylene groups, as described in U.S. Pat.
No. 5,075,403. It is disadvantageous that these have high viscosity
and can only be handled in dilution, during use remain for the
greatest part in the aqueous phase and do not attach to the hair in
the desired manner. WO 02/092666 claims aminopolyorganosiloxanes
and their use for the softening finishing of textile fiber
materials.
[0003] The object of the present invention was to prepare
compositions for cosmetic or pharmaceutical products which are
water-soluble, emulsifiable, compatible with additives and
auxiliaries customary in cosmetic compositions, can be incorporated
easily into formulations, produce the clearest possible appearance
and exhibit a softening effect. Moreover, the compositions are to
have good substantivity and bring about an improvement in the color
absorption behavior and an increase in the color stability and
shape retention for tinted or colored hair.
[0004] Surprisingly, it has been found that substituted
aminopolyorganosiloxanes (S.sub.H) comprising substituted amino
groups which are bonded to the silicon atoms of the polysiloxane
basic structure via alkylene bridges or mono- or
oligo(alkylenamino)-alkylene bridges, in which the amino groups
present in the aminopolyorganosiloxanes are substituted at least
partially by a radical of the formula (.epsilon.),
T-CH.sub.2--CHOH--CH.sub.2-- (.epsilon.),
[0005] in which T is the radical of a surfactant monoalcohol
polyglycol ether with emulsifier character, in the average ratio of
at least 1.5 radicals of the formula (.epsilon.) per Si-bonded
amino group or amino-mono- or -oligo(alkylenamino)alkyl group, and
present amino groups are, if appropriate, acylated and/or alkylated
and/or benzylated and/or protonated at least partially to give
amide groups, exhibit excellent substantivity, and good
conditioning and color-retaining to color-intensifying effects, in
particular toward hair.
[0006] The present invention therefore provides cosmetic or
pharmaceutical compositions, in particular for the care of the hair
and of the skin, comprising one or more substituted
aminopolyorganosiloxanes (S.sub.H) with substituted amino groups
which are bonded to silicon atoms of the polysiloxane basic
structure via alkylene bridges or mono- or
oligo(alkylenamino)alkylene bridges, where the amino groups present
in the aminopolyorganosiloxanes (S.sub.H) are substituted at least
partially by a radical of the formula (.epsilon.)
T-CH.sub.2--CHOH--CH.sub.2-- (.epsilon.),
[0007] in which T is the radical of a surfactant monoalcohol
polyglycol ether with emulsifier character, the amino groups
present in the aminopolyorganosiloxanes (S.sub.H) are substituted
in the average ratio of at least 1.5 radicals of the formula (O)
per Si-bonded aminoalkyl group or amino-mono- or
-oligo-(alkylenamino)-alkyl group, and present amino groups are,
optionally, at least partially, acylated to give amide groups
and/or alkylated and/or benzylated and/or protonated.
[0008] The color absorption behavior of hair colorants can be
improved by aminopolyorganosiloxanes (S.sub.H). In hairstyling
compositions, a volumizing and shine-imparting effect of the
aminopolyorganosiloxanes (S.sub.H) is also significant.
Furthermore, the good solubility in water, but also the good
compatibility with hydrophobic components, good dissolving,
dispersing and emulsifying power, the favorable viscosity behavior
coupled with low viscosity and good incorporability in highly
concentrated form, and a clear appearance of the
aminopolyorganosiloxanes (S.sub.H) used according to the invention
is advantageous. Aminopolyorganosiloxanes (S.sub.H) are
characterized by good skin sensory properties and exhibit good
spreadability, and an excellent gliding and carrier effect.
Moreover, they are insensitive toward heat, UV radiation and IR
radiation. They are thus valuable constituents of haircare and
hair-cleansing compositions, hair colorants, skincare and
skin-cleansing compositions, sunscreen compositions, deodorants,
antiperspirants and decorative cosmetics.
[0009] The compositions according to the invention may, for
example, be aqueous, aqueous-alcoholic, aqueous-surface-active or
alcoholic compositions, or compositions based on oil, inclusive
compositions based on oil in anhydrous form, or emulsions,
suspensions or dispersions.
[0010] In a preferred embodiment of the invention, the cosmetic or
pharmaceutical compositions are in aqueous, aqueous-alcoholic,
alcoholic or aqueous-surface-active form or represent compositions
based on oil, in particular anhydrous compositions based on oil, or
are in the form of emulsion, suspension or dispersion and, more
particularly, in the form of fluids, foams, sprays, gels, mousse,
lotions, creams or powders.
[0011] Using the aminopolyorganosiloxanes (S.sub.H) it is possible
to prepare clear, viscous, aqueous, aqueous-alcoholic,
aqueous-surface-active compositions, alcoholic compositions and
also compositions based on oil with a very esthetic appearance.
[0012] In a further preferred embodiment of the invention, the
cosmetic or pharmaceutical compositions are cosmetic or
pharmaceutical formulations.
[0013] The substituted aminopolyorganosiloxanes (S.sub.H) used in
the cosmetic and pharmaceutical compositions according to the
invention can be prepared as described in WO 02/092666 by
introducing the radicals (.epsilon.) and optionally one or more of
the other substituents into corresponding starting
aminopolyorganosiloxanes (S) which comprise primary and/or
secondary amino groups which are bonded to silicon atoms of the
polysiloxane basic structure via alkylene bridges or mono- or
oligo(alkylenamino)alkylene bridges. In the process, the starting
aminopolyorganosiloxanes (S) are reacted with at least one alcohol
polyglycol ether monoglycidyl ether (H) and optionally subsequently
acylated and/or alkylated and/or benzylated and/or protonated.
[0014] The alcohol polyglycol ether monoglycidyl ethers (H) are
generally glycidyl ethers of alcohol polyglycol ethers and can be
synthesized by the following formula 1
[0015] in which T is the radical of the corresponding surfactant
alcohol polyglycol ether T-H, in particular as can be prepared by
glycidyl ether formation of a corresponding surfactant alcohol
polyglycol ether T-H.
[0016] The surface-active alcohol polyglycol ethers T-H may be any
corresponding surfactants, e.g. in which the alcohol radical
originates from an aromatic, alkylaromatic or preferably aliphatic
alcohol having at least 8 carbon atoms, preferably having 8 to 24
carbon atoms, and the polyglycol radical is a polyalkylene glycol
radical in which alkylene comprises 2 to 4 carbon atoms and at
least some of the alkylene glycol units are ethylene glycol units.
They advantageously have predominantly hydrophilic character and
are preferably those in which the number of ethylenoxy units
constitutes on average at least half of the alkylenoxy units
present in T-H. Preferably, the alcohol polyglycol ethers T-H are
those of the following average formula
R.sub.1O--X.paren close-st..sub.q--OH (II),
[0017] in which
[0018] R.sub.1 is a hydrocarbon radical having 8 to 24 carbon
atoms,
[0019] X is C.sub.2-4-alkylene and
[0020] q is 4 to 50,
[0021] where at least 50% of the q alkylene groups have the meaning
of X. The hydrocarbon radicals R.sub.1 may be any radicals as
otherwise customarily exist in nonionogenic surfactants. They are
advantageously alkylaromatic or aliphatic and comprise
advantageously 8 to 22, preferably 9 to 18, particularly preferably
11 to 16, carbon atoms.
[0022] If R.sub.1 is aliphatic, it is preferably saturated;
R.sub.1O-- in this case is preferably the radical of a primary,
saturated, aliphatic alcohol or of a primary alkanol which
advantageously comprises 9 to 18, preferably 11 to 16, carbon
atoms. The corresponding aliphatic alcohol R.sub.1OH may be a
linear fatty alcohol, e.g. lauryl alcohol, myristyl alcohol, cetyl
alcohol, stearyl alcohol or behenyl alcohol or else a synthetic
alcohol (e.g. from the oxo synthesis or from the Ziegler
synthesis), which may be linear or branched, e.g. nonanol,
isononanol, decanol, isodecanol, undecanol, tridecanol,
isotridecanol or isohexadecanol.
[0023] The number q of the alkylenoxy units positioned on this
alcohol to form the alcohol polyglycol ether, in particular of the
formula II, is advantageously in the range from 4 to 30, preferably
4 to 20.80% of the q alkylenoxy units are advantageously ethylenoxy
units, and preferably 100% of the alkylenoxy units are ethylenoxy
units.
[0024] The number of ethylenoxy units in T-H is advantageously 4 to
30, preferably 4 to 18, particularly preferably 5 to 12.
[0025] The surfactants T-H, in particular of the formula (II) are
advantageously those whose HLB is greater than 7, and is
advantageously in the range from 7 to 17, preferably 8 to 16.5,
particularly preferably 9 to 16.
[0026] The primary and/or secondary amino groups in the
aminopolysiloxanes (S) to be reacted with (H) are in particular
part of the Si-bonded aminoalky groups or amino-mono- or
-oligo(alkylenamino)alkyl groups and may be those as customarily
exist in otherwise further unmodified aminopolysiloxanes and can
form by using corresponding monomers in the preparation of the
particular aminopolysiloxanes. Their alkyl and alkylene groups are
advantageously those with 2 to 4 carbon atoms and may be linear or,
if they contain 3 or 4 carbon atoms, also branched. Preferably, the
aminoalkyl groups bonded to Si comprise 3 or 4 carbon atoms in the
alkyl radical; the alkylene groups joining two amino groups
preferably comprise 2 or 3 carbon atoms. Predominantly, the primary
amino groups and the optionally present secondary amino groups in
(S) are constituents of aminoalkyl groups or amino-mono- or
-oligo(alkylenamino)alkyl groups of the formula
H.sub.2N--(Y.sub.2--NH).sub.p--Y.sub.1-- (.alpha.)
[0027] in which
[0028] Y.sub.1 is 1,2 or 1,3-propylene or
2-methyl-1,3-propylene,
[0029] Y.sub.2 is ethylene or propylene and
[0030] p is 0, 1 or 2
[0031] bonded to silicon atoms of the polysiloxane basic
structure.
[0032] Y.sub.1 is advantageously 2-methyl-1,3-propylene or
preferably 1,3-propylene; Y.sub.2 is in particular 1,2 or
1,3-propylene or is preferably ethylene; p is advantageously 0 or
1, preferably 1.
[0033] Preferably, the radicals of the formula (.alpha.) are those
of the formula 2
[0034] in which r is 0 or 1,
[0035] particularly preferably of the formula 3
[0036] The index r is particularly preferably 0.
[0037] As a result of the reaction with (H), the particular
radicals (.epsilon.) or 4
[0038] are introduced into the aminoalkyl groups or amino-mono- or
-oligo(alkylenamino)alkyl groups, in particular into those of the
formula (.alpha.). In the process, the primary amino group reacts
first, so that a first radical (.epsilon.) replaces a hydrogen atom
of the primary amino group, and further radicals (.epsilon.)
replace hydrogen atoms of the present secondary amino groups in
random distribution. If desired, still acylatable amino groups can
be acylated and/or any alkylatable amino groups present are
alkylated and/or benzylated.
[0039] As a result of the acylation, preferably low molecular
weight acyl radicals are introduced, advantageously those having 2
to 4 carbon atoms, e.g. acetyl, propionyl or butyryl, of which
acetyl is particularly preferred. As a result of the alkylation
and/or benzylation, likewise preferably low molecular weight alkyl
radicals can be introduced, advantageously alkyl radicals with 1-4
carbon atoms, preferably ethyl or methyl, or benzyl radicals.
[0040] The reaction of (S) with (H) is advantageously carried out
by reacting virtually all of the primary amino groups of (S) with
(H) such that they are at least monosubstituted. Of the secondary
amino groups which then remain, at least enough hydrogen atoms are
replaced by a radical (.epsilon.) for the required degree of
substitution of, on average, at least 1.5, primarily at least 1.8,
preferably at least 2, radicals of the formula (.epsilon.) per
Si-bonded aminoalkyl group or amino-mono- or
-oligo(alkylenamino)alkyl group to be achieved. The fraction of
secondary amino groups which are reacted with (H) can vary
depending on the number of secondary amino groups in this Si-bonded
group, in particular according to the meaning of p in the radical
of the formula (.alpha.) or (.alpha.'). If p=0, this fraction is in
particular at least half, or 50 to 100%, of the secondary amino
groups, advantageously 80 to 100%, preferably 95 to 100% thereof;
if p=1, at least one quarter, in particular 25 to 100% of the
secondary amino groups, advantageously 50 to 100%, preferably 80 to
100% thereof; if p=2, at least one sixth, in particular 16.7 to
100% of the secondary amino groups, advantageously 40 to 100%,
preferably 60 to 100% thereof.
[0041] The reaction of (S) with (H) can be carried out, for example
if p is .gtoreq.1 advantageously up to a degree of substitution in
the range from 40 to 100%, preferably 45 to 100%, particularly 50
to 100%, if p=0 advantageously up to a degree of substitution in
the range from 75 to 100%, preferably 80 to 100%, particularly 90
to 100% [based on the reactive hydrogen atoms of the basic amino
groups in (S)].
[0042] In a further preferred embodiment of the invention, the
substituted aminopolyorganosiloxane (S.sub.H) has a (.epsilon.)
degree of substitution of all of the amino groups in the range from
40 to 100%, preferably in the range from 50 to 100% and
particularly preferably in the range from 60 to 100%, or all of the
amino groups of the substituted aminopolyorganosiloxane (S.sub.H)
are substituted by radicals of the formula (.epsilon.) in an amount
of from 40 to 100%, preferably 50 to 100% and particularly
preferably 60 to 100%.
[0043] The reactive hydrogen atoms of the basic amino groups which
remain after the reaction of (S) with (H) can optionally be
replaced at least partially (e.g. 5 to 100%, in particular 10 to
90%) by means of acylation with acyl radicals of aliphatic
monocarboxylic acids, preferably those with 2-4 carbon atoms, or be
replaced by means of alkylation and/or benzylation with methyl or
ethyl or benzyl. Depending on the amino groups present and the
alkylating and/or benzylating agents used, the alkylation and/or
benzylation can optionally lead to corresponding secondary or
tertiary amino groups or as far as the quaternary ammonium stage.
Basic amino groups which are not quaternized may optionally be
protonated.
[0044] The preferred groups originating from the Si-bonded
aminoalkyl groups or amino-mono- or -oligo(alkylenamino)alkyl
groups, in particular from the Si-bonded groups (.alpha.), reacted
with (H) and optionally acylated and/or optionally further
alkylated and/or benzylated may be represented by the following
average formula 5
[0045] in which
[0046] m is 0 or 1,
[0047] n is 0 or 1,
[0048] R.sub.2 is hydrogen, C.sub.1-2-alkyl, benzyl, or a radical
of the formula (.epsilon.') or,
[0049] if m=0, also a radical of the formula R.sub.6--CO--,
[0050] R.sub.3 is hydrogen or, if R.sub.2 is C.sub.1-2-alkyl,
benzyl or a radical of the formula (.epsilon.'), also
C.sub.1-2-alkyl or benzyl,
[0051] R.sub.4 is hydrogen, C.sub.1-2-alkyl, benzyl, a radical of
the formula (.epsilon.') or,
[0052] if n=0, also a radical of the formula R.sub.6--CO--,
[0053] R.sub.5 is hydrogen or, if R.sub.4 is C.sub.1-2-alkyl or a
radical of the formula (.epsilon.'), also C.sub.1-2-alkyl or
benzyl,
[0054] R.sub.6 is C.sub.1-3-alkyl
[0055] and A.sup.- is a monovalent anion,
[0056] with the provisos that
[0057] at least 50% of the q alkylene groups in the meaning of X
are ethylene and the radicals of the formula (.beta.) comprise on
average at least 1.5 radicals of the formula (.epsilon.') per
radical of the formula (.beta.).
[0058] Preferred groups originating from the groups of the formula
(.alpha.') or (.alpha.") can be represented by the following
average formulae 6
[0059] where preferably at least one R.sub.2 and R.sub.4 is also a
radical of the formula (.epsilon.').
[0060] Of these, preference is also given to the nonquaternized
derivatives, particularly those of the formula 7
[0061] and protonated derivatives thereof.
[0062] The substituted derivatives prepared from the Si-bonded
aminoalkyl groups or amino-mono- or -oligo(alkylenamino)alkyl
groups in particular of the formula (.alpha.) by the
above-described reaction, in particular of the formula (.beta.),
comprise the respective substituents in a distribution
corresponding to the preparation. For example, the preferred groups
(.beta.") originating from the radicals of the formula (.alpha.")
can principally be represented by the following formulae: 89
[0063] in which
[0064] R.sub.2' is hydrogen, methyl, ethyl or benzyl,
[0065] R.sub.4' is hydrogen, methyl, ethyl or benzyl and
[0066] R.sub.6 is methyl or ethyl.
[0067] In the aminopolysiloxanes (S) reacted to exhaustion or
virtually to exhaustion with (H), those which predominate
accordingly comprise (p+2) radicals of the formula (.epsilon.),
preferably (.epsilon.'), among those of the above formulae
(.beta..sub.1) to (.beta..sub.9) plus those of the formula
(.beta..sub.9), and can be accompanied by correspondingly smaller
amounts of ones substituted to a lesser degree by (.epsilon.) or
(.epsilon.'), particularly those of the formulae (.beta..sub.5)
and/or (.beta..sub.8).
[0068] In those reacted to a lower degree of conversion with (H),
e.g. in those in which 50 to 75% of the replaceable nitrogen-bonded
hydrogen atoms of (.alpha.), particularly in which p is 1 or 2,
preferably of (.alpha.') or (.alpha."), are replaced by radicals of
the formula (.epsilon.) or (.epsilon.'), and the ones remaining are
optionally acylated and/or alkylated and/or benzylated, those which
predominate accordingly comprise 2 to (p+1) radicals of the formula
(.epsilon.), preferably (.epsilon.'), among those of the above
formulae (.beta..sub.1) to (.beta..sub.9) thus those of the
formulae (.beta..sub.5), (.beta..sub.6), (.beta..sub.7) and/or
(.beta..sub.8), besides smaller fractions of (.beta..sub.9) and/or
(.beta..sub.1), (.beta..sub.2), (.beta..sub.3) and/or
(.beta..sub.4).
[0069] Those originating from Si-bonded aminoalkyl radicals,
particularly from the radicals of the formula
H.sub.2N--Y.sub.1-- (.alpha.'")
[0070] in particular 10
[0071] are advantageously reacted to exhaustion or almost to
exhaustion with (H) so that those disubstituted with radicals
(.epsilon.) or (.epsilon.') predominate, or in the preferred ones
originating from (.alpha.""), primarily the radicals of the formula
11
[0072] predominate, and in the product comparatively smaller
fractions of ones monosubstituted by radicals of the formula
(.epsilon.) or (.epsilon.') may optionally be present, in
particular in the preferred ones originating from (.alpha.""),
mainly the radicals of the formula 12
[0073] Suitable starting polysiloxanes (S) are any
amino-substituted polysiloxanes which comprise corresponding
Si-bonded aminoalkyl groups or amino-mono- or
-oligo(alkylenamino)alkyl groups. In general, any corresponding
aminopolysiloxanes with polycationic or polybasic character are
generally suitable, essentially those which are constructed from
repeat dimethylsiloxy units and aminosiloxy units. They can have a
linear structure or else a branched and/or crosslinked structure
(e.g. branched or crosslinked one or more times). The end groups
can comprise a reactive substituent, in particular e.g. hydroxy or
alkoxy, or may also be blocked; e.g. with trimethylsiloxy.
According to a further variant, the end groups can also comprise
the abovementioned aminoalkyl groups or amino-mono- or
-oligo(alkylenamino)alkyl groups.
[0074] Preferably, the aminopolysiloxanes (S) are constructed from
repeat units of the following formulae: 13
[0075] The end groups preferably correspond to the formulae: 14
[0076] in which R.sub.7 is methyl, hydroxyl, methoxy or ethoxy.
[0077] If appropriate, (S) can also comprise Si-branched units of
the formula 15
[0078] in which Z is an Si-bonded (poly)siloxane or silyl radical
which comprises one or more groups of the formula (.gamma..sub.1),
(.gamma..sub.2), (.gamma..sub.3) and/or (.gamma..sub.4) and
optionally further such Si branches and/or crosslinks (e.g.
branched and/or crosslinked one or more times).
[0079] The aminopolyorganosiloxanes (S) can be characterized by per
se customary typical characteristic values, e.g. by their average
molecular weight and the content of amine nitrogen, and also by
their viscosity. The average molecular weight and the content of
amine nitrogen in the aminopolyorganosiloxanes (S) can vary within
wide ranges with those having a low amine number being primarily
suitable for the purposes of the invention, particularly those with
an amine number .ltoreq.3.
[0080] The aminopolysiloxanes (S) advantageously have a viscosity
in the range 500-30 000, primarily 200-20 000, preferably 300-3000
cP (Brookfield rotary viscometer RV, spindle No. 5, 20.degree. C.).
The amine number of (S) is advantageously in the range from 0.05 to
3, preferably 0.1 to 2, particularly preferably 0.15 to 1.
[0081] Schematically, the aminopolysiloxanes (S) consisting of the
abovementioned units can be represented in particular by the
following average generic formula: 16
[0082] in which W.sub.1 and W.sub.2 are in each case a group of the
formula (.gamma..sub.3) or (.gamma..sub.4), the molecule has at
least one group of the formula (.alpha.) or (.gamma..sub.1),
(.gamma..sub.3) and/or (.gamma..sub.5) and the indices x, y and z
are chosen such that the polymer has the values given above for
amine number, viscosity and molecular weight. [The above formula
(III) serves to illustrate the monomer units present and their
number, but not their distribution or position within the polymer
molecule]. The ratio of the number of dimethylsiloxy units to the
number of aminoalkylsiloxy units and/or amino-mono- or
-oligo(alkylenamino)alkylsiloxy units, in particular of the formula
17
[0083] is advantageously in the range from 3/1 to 600/1, preferably
10/1 to 200/1. For the copolymerization, the silanes containing
amino groups are preferably copolymerized with
.alpha.,.omega.-dihydroxypolydimethylsi- loxane, advantageously
having an average molecular weight {overscore (M)}.sub.W in the
range from 500 to 10 000, preferably 1000 to 7000, or with cyclic
siloxanes, e.g. hexamethylcyclotrisiloxane,
octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane,
dodecamethylcyclohexasiloxane and technical-grade mixtures of two
or more thereof. Suitable silanes are primarily trimethoxy- or
-ethoxysilanes or dimethoxy- or -ethoxymethylsilanes
aminoalkyl-substituted or amino-mono- or
-oligo(alkylenamino)alkyl-substituted at Si, in which the Si-bonded
aminoalkyl group or amino-mono- or -oligo(alkylenamino)alkyl group
corresponds primarily to the formula (.alpha.), preferably
(.alpha.'), particularly (.alpha.").
[0084] If an amino group-containing trimethoxysilane is used for
introducing the units of the formula (.gamma..sub.1), then,
depending on the reaction conditions, the methoxy group can be
hydrolyzed to the hydroxyl group or at this point branching of the
copolymer can take place, as shown by formula (.gamma..sub.5).
[0085] Depending on the preparation conditions chosen, the amino
group-containing units in the molecule--e.g. in the molecule of the
formula (III)--can be randomly distributed or be terminal or be
grouped as in block polymers or else collect toward the extremities
of the linear chains.
[0086] For the preparation of the polysiloxanes (S.sub.H) used
according to the invention in cosmetic and pharmaceutical
compositions, preference is given to those polysiloxanes (S) which
have an optionally branched, predominantly linear structure of the
polysiloxane basic law in which the units of the formula
(.gamma..sub.2) predominate besides units of the formula
(.gamma..sub.1).
[0087] Preference is given to polysiloxanes in which the Si-bonded
aminoalkyl groups or amino-mono- or -oligo(alkylenamino)alkyl
groups present, in particular the groups of the formula (.alpha.)
or (.alpha.') or (.alpha."), are correspondingly substituted on the
nitrogen by introducing the radicals (.epsilon.) or (.epsilon.')
and optionally further substituents, as described in WO 02/092666.
The polysiloxanes comprise in particular repeat units of formulae
18
[0088] and (.gamma..sub.2), and terminal oxygen-bonded silyl groups
of the formula (.gamma..sub.3) and/or 19
[0089] and, if the starting polysiloxanes (S) comprise branches, in
particular as in the formula (.gamma..sub.5), also correspondingly
branched groups, in particular those of the formula 20
[0090] in which Z.sub.1 is an Si-bonded (poly)siloxane or silyl
radical which comprises one or more of the groups of the formula
(.gamma..sub.2), (.gamma..sub.4), (.gamma..sub.7) and/or
(.gamma..sub.8) and optionally further such Si branches,
[0091] with the condition that in the molecule on average at least
1.5, advantageously at least 1.8, preferably at least two, radicals
of the formula (.epsilon.') per overall present Si-bonded
aminoalkyl- or amino-mono- or -oligo(alkylenamino)alkyl group of
the formulae (.beta.) are present. If, in the above-described
polysiloxanes in the radicals of the formula (.beta.), m and/or n
are at least partly equal to 0 and the corresponding substituent
R.sub.2 or R.sub.4 is not an acyl radical R.sub.6--CO--, these
radicals and the polysiloxanes can, if desired, be protonated.
[0092] The average molecular weight of the substituted
aminopolyorganosiloxanes (S.sub.H) used according to the invention
in cosmetic and pharmaceutical compositions can vary within a wide
range, e.g. depending on the starting materials, quantitative
ratios of the reagents and the reaction conditions chosen, in
particular polymerization and substitution conditions, e.g. in the
range from 15 000 to 2 000 000, advantageously from 30 000 to 1 750
000, preferably from 50 000 to 1 500 000. The nitrogen content of
(S.sub.H)-- in particular amino groups originating from the amino
groups in (S) by reaction with (H) and optionally further
substitution to substituted amino and/or ammonium groups and
optionally amide groups and also including, if appropriate,
remaining unreacted amino groups--is preferably low and is
advantageously in the range from 0.03 to 4.2% by weight,
advantageously in the range from 0.1 to 2.8% by weight and
preferably in the range from 0.16 to 1.4% by weight.
[0093] The aminopolyorganosiloxanes (S.sub.H) used according to the
invention in cosmetic or pharmaceutical compositions have marked
hydrophilicity which can be modified through the incorporation of
corresponding groups and substituents. Moreover, the
above-described aminopolyorganosiloxanes (S.sub.H) have a
self-emulsifying effect and are compatible with lipophilic
components and oils.
[0094] Preferred embodiments of the compositions according to the
invention are fluids, gels, oils, foams, sprays, lotions, cream
gels, creams and powders.
[0095] The emulsions may either be water-in-oil emulsions or
oil-in-water emulsions, microemulsions, nanoemulsions and multiple
emulsions. The emulsions can be prepared in a known manner, i.e.
for example by cold, hot, hot/cold or PIT emulsification.
[0096] Good substantivity, conditioning effect, and shine-imparting
and volumizing effects of the above-described
aminopolyorganosiloxanes (S.sub.H) are utilized according to the
invention for producing hair-treatment compositions, preferably
shampoos, hair conditioners, hair treatments, styling compositions,
hair rinses, volume spray, styling fluid, hair foam, hair gel,
setting composition, hairspray, mousse, hair oils and end
fluids.
[0097] Aminopolyorganosiloxanes (S.sub.H) improve the color
absorption behavior of hair colorants and are thus valuable
constituents in hair tints and colorants. At the same time, being
color protection additives, they additionally improve the
durability of hair tints or permanent hair colorants.
[0098] The invention thus also provides the use of a cosmetic or
pharmaceutical composition according to the invention for the
protection and retention of the color in colored keratin fibers,
preferably in colored human hair. Preferably, the composition
according to the invention comprises for this use from 0.01 to 10%
by weight, based on the finished composition, of substituted
aminopolyorganosiloxane (S.sub.H).
[0099] Conditioning effects and good skin sensory properties of
skincare compositions and skin-cleansing compositions are achieved
by the above-described aminopolyorganosiloxanes (S.sub.H).
[0100] In a further preferred embodiment of the invention, the
cosmetic or pharmaceutical compositions are rinse-off products, in
particular shower baths, shower gels or foam baths.
[0101] In a further preferred embodiment of the invention, the
cosmetic or pharmaceutical compositions are leave-on products, in
particular day creams, night creams, care creams, nutrient creams,
body lotions, ointments or lipcare compositions.
[0102] Further preferred leave-on products are decorative
cosmetics, in particular make-ups, eyeshadows, lipsticks or
mascara.
[0103] In a further preferred embodiment of the invention, the
cosmetic and pharmaceutical compositions are sunscreen
compositions. These comprise one or more UV filters.
[0104] In a further preferred embodiment of the invention, the
cosmetic and pharmaceutical compositions are deodorants and
antiperspirants, in particular in the form of sprays, sticks, gels
or lotions.
[0105] In a further preferred embodiment of the invention, the
cosmetic and pharmaceutical compositions are surfactant-free
compositions, in particular surfactant-free solid compositions or
surfactant-free emulsions.
[0106] In a further preferred embodiment of the invention, the
cosmetic or pharmaceutical compositions are additives for permanent
waving compositions, in particular conditioners.
[0107] The aqueous-based or aqueous-alcoholic-based cosmetic or
pharmaceutical compositions according to the invention comprise
aminopolyorganosiloxanes (S.sub.H) preferably in the amounts by
weight of from 0.01 to 30%, particularly preferably from 0.2 to
10%, especially preferably from 0.5 to 2%, based on the finished
compositions.
[0108] The cosmetic or pharmaceutical compositions according to the
invention in anhydrous form based on oils comprise
aminopolyorganosiloxanes (S.sub.H) preferably in the amounts by
weight of from 0.01 to 80%, particularly preferably from 0.05 to
60%, especially preferably from 0.1 to 50%, based on the finished
compositions.
[0109] The cosmetic or pharmaceutical compositions according to the
invention in the form of an emulsion comprise substituted
aminopolyorganosiloxanes (S.sub.H) preferably in amounts by weight
of from 0.01 to 30%, particularly preferably from 0.05 to 10% and
especially preferably from 0.1 to 5%, based on the finished
composition.
[0110] In a further preferred embodiment, the compositions
according to the invention are oil-in-water emulsions with a water
fraction of from 5 to 95% by weight, preferably 15 to 75% by
weight, particularly preferably 25 to 85% by weight.
[0111] In a further preferred embodiment, the compositions
according to the invention are water-in-oil emulsions with an oil
fraction of from 5 to 95% by weight, preferably 15 to 75% by
weight, particularly preferably 25 to 65% by weight.
[0112] For the compositions according to the invention on an
aqueous-alcoholic or alcoholic basis, all mono- or polyhydric
alcohols are suitable. Preference is given to alcohols having 1 to
4 carbon atoms, such as ethanol, propanol, isopropanol, n-butanol,
isobutanol, t-butanol or glycerol, and alkylene glycols, in
particular propylene glycol, butylene glycol or hexylene glycol,
and mixtures of said alcohols. Further preferred alcohols are
polyethylene glycols with a relative molecular mass below 2000. In
particular, a use of polyethylene glycol with a relative molecular
mass between 200 and 600 and of polyethylene glycol with a relative
molecular mass between 400 and 600 is preferred.
[0113] The oil-based compositions according to the invention can
preferably comprise: hydrocarbon oils with linear or branched,
saturated or unsaturated C.sub.7-C.sub.40-carbon chains, for
example dodecane, isododecane, cholesterol, hydrogenated
polyisobutylenes, docosanes, hexadecane, isohexadecane, paraffins
and isoparaffins, but also triglycerides of animal and vegetable
origin, for example beef tallow, pig fat, goose grease,
perhydrosqualene, lanolin, sunflower oil, maize oil, soya oil, rice
oil, jojoba oil, babusscu oil, pumpkin oil, grapeseed oil, sesame
oil, walnut oil, apricot oil, macadamia oil, avocado oil, sweet
almond oil, lady's smock oil, castor oil, olive oil, peanut oil,
rapeseed oil and coconut oil and synthetic oils, such as purcellin
oil, linear and/or branched fatty alcohols and fatty acid esters,
preferably Guerbet alcohols having 6 to 18, preferably 8 to 10,
carbon atoms; esters of linear (C.sub.6-C.sub.13)-fatty acids with
linear (C.sub.6-C.sub.20)-fatty alcohols; esters of branched
(C.sub.6-C.sub.13)-carboxylic acids with linear
(C.sub.6-C.sub.20)-fatty alcohols, esters of linear
(C.sub.6-C.sub.18)-fatty acids with branched alcohols, in
particular 2-ethylhexanol; esters of linear and/or branched fatty
acids with polyhydric alcohols (such as e.g. dimerdiol or
trimerdiol) and/or Guerbet alcohols; alcohol esters of
C.sub.1-C.sub.10-carboxylic acids or C.sub.2-C.sub.30-dicarboxylic
acids, esters, such as dioctyl adipate, diisopropyl dimer
dilineolate; propylene glycols/dicaprylate or waxes, such as
beeswax, paraffin wax or microcrystalline waxes, optionally in
combination with hydrophilic waxes, such as, for example,
cetylstearyl alcohol; fluorinated and perfluorinated oils;
monoglycerides of C.sub.1-C.sub.30-carboxylic acids, diglycerides
of C.sub.1-C.sub.30-carboxylic acids, triglycerides of
C.sub.1-C.sub.30-carboxylic acids, for example triglycerides of
caprylic/capric acids, ethylene glycol monoesters of
C.sub.1-C.sub.30-carboxylic acids, ethylene glycol diesters of
C.sub.1-C.sub.30-carboxylic acids, propylene glycol monoesters of
C.sub.1-C.sub.30-carboxylic acids, propylene glycol diesters of
C.sub.1-C.sub.30-carboxylic acids, and propoxylated and ethoxylated
derivatives of the abovementioned classes of compound. The
carboxylic acids can comprise linear or branched alkyl groups or
aromatic groups. By way of example, mention may be made of
diisopropyl sebacate, diisopropyl adipate, isopropyl myristate,
isopropyl palmitate, myristyl propionate, ethylene glycol
distearate, 2-ethylhexyl palmitate, isodecyl neopentanoate,
di-2-ethylhexyl maleate, cetyl palmitate, myristyl myristate,
stearyl stearate, cetyl stearate, behenyl behenate, dioctyl
maleate, dioctyl sebacate, cetyl octanoate, diisopropyl
dilinoleate, caprylic/capryl triglyceride, PEG-6 caprylic/capryl
triglyceride, PEG-8 caprylic/capryl triglyceride, cetyl
ricinoleate, cholesterol hydroxystearate, cholesterol isostearate,
C.sub.1-C.sub.30-monoesters and polyesters of glycerol, for example
glyceryl tribehenate, glyceryl stearate, glyceryl palmitate,
glyceryl distearate, glyceryl dipalmitate,
C.sub.1-C.sub.30-carboxylic monoesters and polyesters of sugars,
for example glucose tetraoleate, glucose tetraesters of soya oil
fatty acid, mannose tetraesters of soya oil fatty acid, galactose
tetraesters of oleic acid, arabinose tetraesters of linoleic acid,
xylose tetralinoleate, galactose pentaoleate, sorbitol tetraoleate,
sorbitol hexaesters of unsaturated soya oil fatty acid, xylitol
pentaoleate, sucrose tetraoleate, sucrose pentaoleate, sucrose
hexaoleate, sucrose heptaoleate, sucrose oleate.
[0114] The silicone oils available are preferably
dimethylpolysiloxanes and cyclomethicones, polydialkylsiloxanes
R.sub.3SiO(R.sub.2SiO).sub.xSiR- .sub.3, where R is methyl or
ethyl, particularly preferably methyl, and x is a number from 2 to
500, for example the dimethicones available under the trade names
VICASIL (General Electric Company), DOW CORNING 200, DOW CORNING
225, DOW CORNING 200 (Dow Corning Corporation),
trimethylsiloxysilicates
[(CH.sub.2).sub.3SiO).sub.1/2].sub.x[SiO.sub.2].- sub.y, where x is
a number from 1 to 500 and y is a number from 1 to 500,
dimethiconols R.sub.3SiO[R.sub.2SiO].sub.xSiR.sub.2OH and
HOR.sub.2SiO[R.sub.2SiO].sub.xSiR.sub.2OH, where R is methyl or
ethyl and x is a number up to 500, polyalkylarylsiloxanes, for
example the polymethylphenylsiloxanes available under the trade
names SF 1075 METHYLPHENYL FLUID (General Electric Company) and 556
COSMETIC GRADE PHENYL TRIMETHICONE FLUID (Dow Corning Corporation),
polydiarylsiloxanes, silicone resins, cyclic silicones and amino-,
fatty acid-, alcohol-, polyether-, epoxy-, fluorine- and/or
alkyl-modified silicone compounds, and polyether siloxane
copolymers.
[0115] The hair colorants and tints according to the invention
preferably comprise direct dyes and/or oxidation dye precursors in
the customary pH ranges. Suitable direct dyes are preferably
nitroaniline derivatives, such as
1-[(2-hydroxyethyl)amino]-2-nitrobenzene (Velsol.RTM. Yellow 2),
4-hydroxypropylamino-3-nitrophenol (Velsol.RTM. Red BN),
3-nitro-p-hydroxyethylaminophenol (Velsol.RTM. Red 54),
4-hydroxyethylamino-3-nitroaniline (Velsol.RTM. Red 3),
N,N'-bis(hydroxyethyl)-2-nitro-p-phenylenediamine (Velsol.RTM.
Violet BS), N,N',N'-tris(hydroxyethyl)-2-nitro-p-phenylenediamine
(Velsol.RTM. Blue 2), 4-(2'-hydroxyethyl)amino-3-nitrotoluene,
4-(2'-hydroxyethyl)amin- o-3-nitrobenzyl alcohol,
4-(2'-hydroxyethyl)amino-3-nitro-1-trifluoromethy- lbenzene,
4-(2',3'-dihydroxypropyl)amino-3-nitrochlorobenzene,
4-(2'-hydroxyethyl)amino-3-nitrobromobenzene and
4-(2',3'-dihydroxypropyl- )amino-3-nitrobromobenzene, nitrobenzene
derivatives, for example 2-amino-4-nitrophenol, picramic acid,
1-[(2'-hydroxyethyl)amino]-2-amino-- 4-nitrobenzene,
2-nitro-4-[(2'-hydroxyethyl)amino]aniline,
4-bis[(2'-hydroxyethyl)amino]-1-methylamino-2-nitrobenzene,
2,5-bis[(2'-hydroxyethyl)amino]nitrobenzene,
2-(2'-hydroxyethyl)amino-4,6- -dinitrophenol,
1-amino-4-(2',3'-dihydroxypropyl)amino-2-nitro-5-chloroben- zene,
but also triphenylmethane dyes such as, for example, Basic Violet 1
(C.I. 42535), azodyes, such as, for example, Acid Brown 4 (C.I.
14805), anthraquinone dyes such as, for example, Disperse Blue 23
(C.I. 61545), Disperse Violet 4 (C.I. 61105),
1,4,5,8-tetraminoanthraquinone and 1,4-diaminoanthraquinone and
further direct dyes.
[0116] Oxidation dye precursors which are available are preferably
p-phenylenediamines and p-aminophenols and derivatives thereof,
such as, for example, p-tolylenediamine, p-phenylenediamine,
p-aminophenol, which are combined with so-called modifiers or
couplers, such as, for example, m-phenylenediamine, resorcinol,
m-aminophenol and derivatives thereof for the purpose of nuancing
the coloration.
[0117] Suitable oxidizing agents for developing the hair
colorations are preferably hydrogen peroxide and its addition
compounds.
[0118] To increase the color intensity, the compositions according
to the invention can comprise the carriers customary in cosmetic
systems, in particular benzyl alcohol, vanillin
(4-hydroxy-3-methoxybenzaldehyde), isovanillin, p-hydroxyanisol,
3-hydroxy-4-methoxybenzaldehyde, 2-phenoxyethanol, salicylaldehyde,
3,5-dihydroxybenzaldehyde, 3,4-dihydroxybenzaldehyde,
4-hydroxyphenylacetamide, methyl p-hydroxybenzoate,
p-hydroxybenzaldehyde, m-cresol, hydroquinone monomethyl ether,
o-fluorophenol, m-fluorophenol, p-fluorophenol,
2-(2'-hydroxyphenoxy)ethanol, 3,4-methylenedioxyphenol, resorcinol
monomethyl ether, 3,4-dimethoxyphenol, 3-trifluoromethylphenol,
resorcinol monoacetate, ethylvanillin, 2-thiophenethanol, butyl
lactate and butyl glycolate. Of particular advantage with a
synergistic effect are compositions according to the invention
comprising phenoxyethanol and/or benzyl alcohol.
[0119] The hair colorants according to the invention can
advantageously comprise pearlescence-imparting compounds, for
example fatty acid monoalkanolamides, fatty acid dialkanolamides,
monoesters or diesters of alkylene glycol, in particular ethylene
glycol and/or propylene glycol or oligomers thereof with higher
fatty acids, e.g. palmitic acid, stearic acid or behenic acid, or
mixtures thereof, monoesters or diesters of alkylene glycols with
fatty acids, fatty acids and metal salts thereof, monoesters or
polyesters of glycerol with carboxylic acids and ketosulfones of
various types, preferably ethylene glycol distearate and
polyethylene glycol distearate with about 3 glycol units.
[0120] The hair-treatment compositions according to the invention
preferably comprise 0.1 to 15% by weight, particularly preferably 1
to 10% by weight, of pearlescence-imparting compounds.
[0121] Glitter and shine effects of the compositions according to
the invention can be produced preferably by adding mica, colored
polyacrylic esters and mica, mica-iron oxide, mica-titanium oxide
and through pigments. Suitable pigments are metal oxides, for
example iron oxides, titanium oxide, ultramarine blue, and pigments
modified with cationic coating shells, as described in WO 00/12053
and EP 504 066.
[0122] As further auxiliaries and additives, the cosmetic
compositions according to the invention can comprise surfactants,
emulsifiers, cationic polymers, thickeners, film formers,
antimicrobial active ingredients, astringents, antioxidants, UV
light protection filters, pigments/micropigments, gelling agents,
and further additives customary in cosmetics, such as, for example,
superfatting agents, moisturizing agents, silicones, stabilizers,
conditioning agents, glyceryl, preservatives, pearlizing agents,
dyes, fragrance and perfume oils, solvents, hydrotropes,
opacifiers, fatty alcohols, substances with a keratolytic and
keratoplastic effect, antidandruff agents, biogenic active
ingredients (local anesthetics, antibiotics, antiphlogistics,
antiallergics, corticosteroids, sebostatics), vitamins,
Bisabolol.RTM., Allantoin.RTM., Phytantriol.RTM., Panthenol.RTM.,
AHA acids, plant extracts, for example aloe vera and proteins.
[0123] Anionic washing-active substances which may be mentioned are
preferably: C.sub.10-C.sub.20-alkyl and alkylene carboxylates,
alkyl ether carboxylates, fatty alcohol sulfates, fatty alcohol
ether sulfates, alkylamide sulfates and sulfonates, fatty acid
alkylamide polyglycol ether sulfates, alkanesulfates,
alkanesulfonates, and hydroxyalkanesulfonates, olefinsulfonates,
acylesters of isothionates, .alpha.-sulfo fatty acid esters,
alkylbenzenesulfonates, alkylphenol glycol ether sulfonates,
sulfosuccinates, sulfosuccinic monoesters and diesters, fatty
alcohol ether phosphates, protein-fatty acid condensation products,
alkyl monoglyceride sulfates and sulfonates, alkyl glyceride ether
sulfonates, fatty acid methyl taurides, fatty acid sarcosinates,
sulforicinoleates, amphoacetates or amphoglycinates,
acylglutamates. These compounds and their mixtures are used in the
form of their water-soluble or water-dispersible salts, for example
the sodium, potassium, magnesium, ammonium, mono-, di- and
triethanolammonium and analogous alkylammonium salts.
[0124] The weight fraction of the anionic surfactants is preferably
1 to 30% by weight, particularly preferably 5 to 25% by weight,
especially preferably 10 to 22% by weight, based on the finished
compositions.
[0125] Suitable cationic surfactants are, for example, quaternary
ammonium salts, such as di(C.sub.10-C.sub.24-alkyl)dimethylammonium
chloride or bromide, preferably
di(C.sub.12-C.sub.18-alkyl)dimethylammonium chloride or bromide;
C.sub.10-C.sub.24-alkyldimethylethylammonium chloride or bromide
C.sub.10-C.sub.24 alkyltrimethylammonium chloride or bromide,
preferably cetyltrimethylammonium chloride or bromide and
C.sub.20-C.sub.22-alkyltrimethylammonium chloride or bromide;
C.sub.10-C.sub.24-alkyldimethylbenzylammonium chloride or bromide,
preferably C.sub.12-C.sub.18-alkyldimethylbenzylammonium chloride;
N-(C.sub.10-C.sub.18-alkyl)pyridinium chloride or bromide,
preferably N-(C.sub.12-C.sub.16-alkyl)pyridinium chloride or
bromide; N-(C.sub.10-C.sub.18-alkyl)isoquinolinium chloride,
bromide or monoalkylsulfate;
N-(C.sub.12-C.sub.18-alkyl)polyoylaminoformylmethyl)pyr- idinium
chloride; N-(C.sub.12-C.sub.18-alkyl)-N-methylmorpholinium
chloride, bromide or monoalkylsulfate;
N-(C.sub.12-C.sub.18-alkyl)-N-ethy- lmorpholinium chloride, bromide
or monoalkylsulfate; C.sub.16-C.sub.18-alkylpentaoxyethylammonium
chloride; diisobutylphenoxyethoxyethyldimethylbenzylammonium
chloride; salts of N,N-diethylaminoethylstearylamide and
-oleylamide with hydrochloric acid, acetic acid, lactic acid,
citric acid, phosphoric acid; N-acylaminoethyl,
N,N-diethyl-N-methylammonium chloride, bromide or monoalkylsulfate
and N-acylaminoethyl-N,N-diethyl-N-benzylammonium chloride, bromide
or monoalkylsulfate, where acyl is preferably stearyl or oleyl.
[0126] The weight fraction of the cationic surfactants is
preferably 0.1 to 10% by weight, particularly preferably 0.2 to 7%
by weight, especially particularly preferably 0.5 to 5% by weight,
based on the finished composition.
[0127] Suitable nonionic surfactants which can be used as
washing-active substances are preferably fatty alcohol ethoxylates
(alkylpolyethylene glycols); alkylphenol polyethylene glycols;
alkyl mercaptan polyethylene glycols; fatty amine ethoxylates
(alkylaminopolyethylene glycols); fatty acid ethoxylates (acyl
polyethylene glycols); polypropylene glycol ethoxylates
(Pluronics.RTM.); fatty acid amide polyethylene glycols; N-alkyl-,
N-alkoxypolyhydroxy fatty acid amide, in particular fatty acid
N-methylglucamides, sucrose esters; polyglycol ethers, alkyl
polyglycosides, phosphoric esters (mono-, di- and triphosphoric
esters ethoxylated and nonethoxylated).
[0128] The weight fraction of the nonionic surfactants in the
compositions according to the invention (e.g. in the case of
rinse-off products) is preferably in the range from 1 to 20% by
weight, particularly preferably 2 to 10% by weight, especially
preferably 3 to 7% by weight, based on the finished
composition.
[0129] Preferred amphoteric surfactants are:
N-(C.sub.12-C.sub.18-alkyl)-.- beta.-aminopropionates and
N-(C.sub.12-C.sub.18-alkyl)-.beta.-iminodipropi- onates as alkali
metal and mono-, di- and trialkylammonium salts;
N-acylaminoalkyl-N,N-dimethylacetobetaine, preferably
N--(C.sub.8-C.sub.18-acyl)aminopropyl-N,N-dimethylacetobetaine;
C.sub.12-C.sub.18-alkyldimethylsulfopropylbetaine; amphoteric
surfactants based on imidazoline (trade name: Miranol.RTM.,
Steinapon.RTM.), preferably the sodium salt of
1-(.beta.-carboxymethyloxyethyl)-1-(carboxy-
methyl)-2-laurylimidazolinium; amine oxides, e.g.
C.sub.12-C.sub.18-alkyld- imethylamine oxide, fatty acid
amidoalkyldimethylamine oxide.
[0130] The weight fraction of the amphoteric surfactants is
preferably 0.5 to 20% by weight, particularly preferably 1 to 10%
by weight, based on the finished composition.
[0131] Furthermore, foam-boosting cosurfactants from the group
consisting of alkylbetaines, alkylamidobetaines, aminopropionates,
aminoglycinates, imidazoliniumbetaines and sulfobetaines, amine
oxides and fatty acid alkanolamides or polyhydroxyamides can be
used in the compositions according to the invention.
[0132] Preferred surfactants in the compositions according to the
invention are alkyl ether sulfates, alkylsulfates, in particular
laurylsulfate, alkylbetaines, in particular cocoamidopropylbetaine,
amphoacetates, acylglutamates, in particular sodium
cocoylglutamate, alkyl ether sulfosuccinates, in particular
disodium laureth sulfosuccinate and coconut fatty acid
diethanolamide.
[0133] The total amount of the surfactants used in the compositions
according to the invention is preferably 1 to 70% by weight,
particularly preferably 10 to 40% by weight, especially preferably
12 to 35% by weight, based on the finished composition.
[0134] Compositions according to the invention in the form of
emulsions can be produced without further emulsifier or else
comprise one or more emulsifiers. These emulsifiers can be chosen
from the group of nonionic, anionic, cationic or amphoteric
emulsifiers.
[0135] Suitable nonionogenic coemulsifiers are preferably addition
products of from 0 to 30 mol of ethylene oxide and/or 0 to 5 mol of
propylene oxide onto linear fatty alcohols having 8 to 22 carbon
atoms, onto fatty acids having 12 to 22 carbon atoms, only
alkylphenols having 8 to 15 carbon atoms in the alkyl group and
onto sorbitan or sorbitol esters; (C.sub.12-C.sub.18) fatty acid
monoesters and diesters of addition products of from 0 to 30 mol of
ethylene oxide onto glycerol; glycerol monoesters and diesters and
sorbitan monoesters and diesters of saturated and unsaturated fatty
acids having 6 to 22 carbon atoms and optionally ethylene oxide
addition products thereof; addition products of from 15 to 60 mol
of ethylene oxide onto castor oil and/or hydrogenated castor oil;
polyol and, in particular, polyglycerol, esters, such as, for
example, polyglycerol polyricinoleate and polyglycerol
poly-12-hydroxystearate. Likewise preferably suitable are
ethoxylated fatty amines, fatty acid amides, fatty acid
alkanolamides and mixtures of compounds of two or more of these
classes of substance.
[0136] Suitable ionogenic coemulsifiers are, for example, anionic
emulsifiers, such as mono-, di- or triphosphoric esters, soaps
(e.g. sodium stearate), fatty alcohol sulfates, but also cationic
emulsifiers, such as mono-, di- and trialkylquats and polymeric
derivatives thereof.
[0137] Available amphoteric emulsifiers are preferably
alkylaminoalkylcarboxylic acids, betaines, sulfobetaines and
imidazoline derivatives.
[0138] It is also possible to use naturally occurring emulsifiers,
of these preference being given to beeswax, wool wax, lecithin and
sterols.
[0139] Fatty alcohol ethoxylates are preferably chosen from the
group of ethoxylated stearyl alcohols, cetyl alcohols, cetylstearyl
alcohols, in particular polyethylene glycol(13)stearyl ether,
polyethylene glycol(14)stearyl ether, polyethylene
glycol(15)stearyl ether, polyethylene glycol(16)stearyl ether,
polyethylene glycol(17)stearyl ether, polyethylene
glycol(18)stearyl ether, polyethylene glycol(19)stearyl ether,
polyethylene glycol(20)stearyl ether, polyethylene
glycol(12)isostearyl ether, polyethylene glycol(13)isostearyl
ether, polyethylene glycol(14)isostearyl ether, polyethylene
glycol(15)isostearyl ether, polyethylene glycol(16)isostearyl
ether, polyethylene glycol(17)isostearyl ether, polyethylene
glycol(18)isostearyl ether, polyethylene glycol(19)isostearyl
ether, polyethylene glycol(20)isostearyl ether, polyethylene
glycol(13)cetyl ether, polyethylene glycol(14)cetyl ether,
polyethylene glycol(15)cetyl ether, polyethylene glycol(16)cetyl
ether, polyethylene glycol(17)cetyl ether, polyethylene
glycol(18)cetyl ether, polyethylene glycol(19)cetyl ether,
polyethylene glycol(20)cetyl ether, polyethylene glycol(13)isocetyl
ether, polyethylene glycol(14)isocetyl ether, polyethylene
glycol(15)isocetyl ether, polyethylene glycol(16)isocetyl ether,
polyethylene glycol(17)isocetyl ether, polyethylene
glycol(18)isocetyl ether, polyethylene glycol(19)isocetyl ether,
polyethylene glycol(20)isocetyl ether, polyethylene glycol(12)oleyl
ether, polyethylene glycol(13)oleyl ether, polyethylene
glycol(14)oleyl ether, polyethylene glycol(15)oleyl ether,
polyethylene glycol(12)lauryl ether, polyethylene
glycol(12)isolauryl ether, polyethylene glycol(13)cetylstearyl
ether, polyethylene glycol(14)cetylstearyl ether, polyethylene
glycol(15)cetylstearyl ether, polyethylene glycol(16)cetylstearyl
ether, polyethylene glycol(17)cetylstearyl ether, polyethylene
glycol(18)cetylstearyl ether, polyethylene glycol(19)cetylstearyl
ether, polyethylene glycol(20)cetylstearyl ether, polyethylene
glycol(20)stearate, polyethylene glycol(21)stearate, polyethylene
glycol(22)stearate, polyethylene glycol(23)stearate, polyethylene
glycol(24)stearate, polyethylene glycol(25)stearate, polyethylene
glycol(12)isostearate, polyethylene glycol(13)isostearate,
polyethylene glycol(14)isostearate, polyethylene
glycol(15)isostearate, polyethylene glycol(16)isostearate,
polyethylene glycol(17)isostearate, polyethylene
glycol(18)isostearate, polyethylene glycol(19)isostearate,
polyethylene glycol(20)isostearate, polyethylene
glycol(21)isostearate, polyethylene glycol(22)isostearate,
polyethylene glycol(23)isostearate, polyethylene
glycol(24)isostearate, polyethylene glycol(25)isostearate,
polyethylene glycol(12)oleate, polyethylene glycol(13)oleate,
polyethylene glycol(14)oleate, polyethylene glycol(15)oleate,
polyethylene glycol(16)oleate, polyethylene glycol(17)oleate,
polyethylene glycol(18)oleate, polyethylene glycol(19)oleate,
polyethylene glycol(20)oleate.
[0140] As ethoxylated alkyl ether carboxylic acid or salts thereof
it is advantageously possible to use sodium laureth
11-carboxylate.
[0141] An advantageous alkyl ether sulfate is sodium laureth-14
sulfate, and an advantageous ethoxylated cholesterol derivative is
polyethylene glycol(30)cholesteryl ether. Preference is likewise
given to polyethylene glycol(25)soyasterol.
[0142] Ethoxylated triglycerides which can be used advantageously
are polyethylene glycol(60) evening primrose glycerides.
[0143] It is also advantageous to choose the polyethylene glycol
glycerol fatty acid esters from the group consisting of
polyethylene glycol(20)glyceryl laurate, polyethylene
glycol(6)glyceryl caprate, polyethylene glycol(20)glyceryl oleate,
polyethylene glycol(20)glyceryl isostearate and polyethylene
glycol(18)glyceryl oleate/cocoate.
[0144] Among the sorbitan esters, polyethylene glycol(20)sorbitan
monolaurate, polyethylene glycol(20)sorbitan monostearate,
polyethylene glycol(20)sorbitan monoisostearate, polyethylene
glycol(20)sorbitan monopalmitate, polyethylene glycol(20)sorbitan
monooleate are particularly suitable.
[0145] Advantageous W/O emulsifiers which can be used are the
following: fatty alcohols having 8 to 30 carbon atoms, monoglycerol
esters of saturated and/or unsaturated, branched and/or unbranched
alkanecarboxylic acids with a chain length of from 8 to 24, in
particular 12 to 18, carbon atoms, diglycerol esters of saturated
and/or unsaturated, branched and/or unbranched alkanecarboxylic
acids with a chain length of from 8 to 24, in particular 12 to 18,
carbon atoms, monoglycerol ethers of saturated and/or unsaturated,
branched and/or unbranched alcohols with a chain length of from 8
to 24, in particular 12 to 18, carbon atoms, diglycerol ethers of
saturated and/or unsaturated, branched and/or unbranched alcohols
with a chain length of from 8 to 24, in particular 12 to 18, carbon
atoms, propylene glycol esters of saturated and/or unsaturated,
branched and/or unbranched alkanecarboxylic acids of chain length
from 8 to 24, in particular 12 to 18, carbon atoms, and sorbitan
esters of saturated and/or unsaturated, branched and/or unbranched
alkanecarboxylic acids with a chain length of from 8 to 24, in
particular 12 to 18, carbon atoms.
[0146] Particularly advantageous W/O emulsifiers are glyceryl
monostearate, glyceryl monoisostearate, glyceryl monomyristate,
glyceryl monooleate, glyceryl monolaurate, glyceryl monocaprylate,
glyceryl monocaprate, diglyceryl monostearate, diglyceryl
monoisostearate, propylene glycol monostearate, propylene glycol
monoisostearate, propylene glycol monocaprylate, propylene glycol
monolaurate, sorbitan monoisostearate, sorbitan monolaurate,
sorbitan monocaprylate, sorbitan monoisooleate, sucrose distearate,
cetyl alcohol, stearyl alcohol, arachidyl alcohol, behenyl alcohol,
isobehenyl alcohol, selachyl alcohol, chimyl alcohol or
polyethylene glycol(2)stearyl ether.
[0147] The weight fraction of the emulsifier or emulsifiers present
in the compositions according to the invention, in addition to the
aminopolyorganosiloxane (S.sub.H) is preferably 0.1 to 20% by
weight, particularly preferably 0.5 to 15% by weight, especially
preferably 1 to 10% by weight, based on the finished
composition.
[0148] Suitable cationic polymers are preferably the compounds
known under the INCI name "Polyquaternium", in particular
Polyquaternium-31, Polyquaternium-16, Polyquaternium-24,
Polyquaternium-7, Polyquaternium-22, Polyquaternium-39,
Polyquaternium-28, Polyquaternium-2, Polyquaternium-10,
Polyquaternium-11, Polyquaternium-37&mineral oil&PPG
trideceth (.RTM.Salcare SC95), PVP dimethylaminoethyl methacrylate
copolymer, guar hydroxypropyltriammonium chlorides, and calcium
alginate and ammonium alginate.
[0149] Furthermore, the following may preferably be used: cationic
cellulose derivatives; cationic starch; copolymers of
diallylammonium salts and acrylamides; quaternized
vinylpyrrolidone/vinylimidazole polymers; condensation products of
polyglycols and amines; quaternized collagen polypeptides;
quaternized wheat polypeptides; polyethyleneimines; cationic
silicone polymers, such as, for example, amidomethicones;
copolymers of adipic acid and dimethylaminohydroxypropyl-
diethylenetriamine; polyaminopolyamide and cationic chitin
derivatives, such as, for example, chitosan.
[0150] The weight fraction of cationic polymers in the compositions
according to the invention can preferably be in the range from 0.1
to 10% by weight, particularly preferably in the range from 0.2 to
5% by weight, especially preferably in the range from 0.5 to 2.5%
by weight.
[0151] The desired viscosity of the compositions can be adjusted by
adding thickeners. Of suitability are preferably cellulose ethers
and other cellulose derivatives (e.g. carboxymethylcellulose,
hydroxyethylcellulose), gelatin, starch and starch derivatives,
sodium alginates, fatty acid polyethylene glycol esters, agar agar,
traganth or dextrin derivatives, in particular dextrin esters.
[0152] The synthetic polymers used are various materials,
preferably polyvinyl alcohols, polyacrylamides, polyvinylamides,
polysulfonic acids, in particular copolymers based on ammonium
salts of acrylamidoalkylsulfonic acids and cyclic
N-vinylcarboxamides or cyclic and linear N-vinylcarboxamides and
also hydrophobically modified acrylamidoalkylsulfonic acid
copolymers, polyacrylic acid, polyacrylic acid derivatives,
polyacrylic esters, polyvinylpyrrolidone, polyvinyl methyl ether,
polyethylene oxides, copolymers of maleic anhydride and vinyl
methyl ether, and various mixtures and copolymers of the
abovementioned compounds, including their various salts and esters.
These polymers can, if desired, be crosslinked or
uncrosslinked.
[0153] Thickeners which are particularly suitable especially for
oil-based compositions are dextrin esters, for example dextrin
palmitate, but also fatty acid soaps, fatty alcohols and silicone
waxes, for example alkylmethicones, SilCare.RTM. 41 M40,
SilCare.RTM. 41 M50, SilCare.RTM. 41 M65, SilCare.RTM. 41 M70 or
SilCare.RTM. 41 M80.
[0154] Depending on the intended use, preferred film formers are
salts of phenylbenzimidazolesulfonic acid, water-soluble
polyurethanes, for example C.sub.10-polycarbamylpolyglyceryl
esters, polyvinyl alcohol, polyvinylpyrrolidone copolymers, for
example vinylpyrrolidone/vinyl acetate copolymer, water-soluble
acrylic acid polymers/copolymers or esters or salts thereof, for
example partial ester copolymers of acrylic/methacrylic acid and
polyethylene glycol ethers of fatty alcohols, such as
acrylate/steareth-20 methacrylate copolymer, water-soluble
cellulose, for example hydroxymethylcellulose,
hydroxyethylcellulose, hydroxypropylcellulose, water-soluble
quaterniums, polyquaterniums, carboxyvinyl polymers, such as
carbomers and salts thereof, polysaccharides, for example
polydextrose and glucan, vinyl acetate/crotonate, available for
example under the trade name Aristoflex.RTM. A 60 (Clariant), and
polymeric amine oxides, for example representatives available under
the trade names Diaformer Z-711, 712, 731, 751.
[0155] Preferably suitable antimicrobial active ingredients are
cetyltrimethylammonium chloride, cetylpyridinium chloride,
benzethonium chloride, diisobutylethoxyethyldimethylbenzylammonium
chloride, sodium N-laurylsarcosinate, sodium
N-palmethylsarcosinate, lauroylsarcosine, N-myristoylglycine,
potassium N-laurylsarcosine, trimethylammonium chloride, sodium
aluminum chlorohydroxylactate, triethyl citrate,
tricetylmethylammonium chloride,
2,4,4'-trichloro-2'-hydroxydiphenyl ether (triclosan),
phenoxyethanol, 1,5-pentanediol, 1,6-hexanediol,
3,4,4'-trichlorocarbanilide (triclocarban), diaminoalkylamide, for
example L-lysinehexadecylamide, citrate heavy metal salts,
salicylates, piroctose, in particular zinc salts, pyrithiones and
heavy metal salts thereof, in particular zinc pyrithione, zinc
phenol sulfate, farnesol and combinations of these active
substances.
[0156] The compositions according to the invention comprise the
antimicrobial agents preferably in amounts up to 50% by weight,
particularly preferably in amounts of from 0.01 to 10% by weight,
particularly preferably in amounts of from 0.1 to 10% by
weight.
[0157] Preferred astringents are oxides, preferably magnesium
oxide, aluminum oxide, titanium dioxide, zirconium dioxide and zinc
oxide, oxide hydrates, preferably aluminum oxide hydrate (boehmite)
and hydroxides, preferably of calcium, magnesium, aluminum,
titanium, zirconium or zinc.
[0158] The compositions according to the invention comprise the
astringent active ingredients preferably in amounts of from 0 to
50% by weight, particularly preferably in amounts of from 0.01 to
10% by weight and especially preferably in amounts of from 0.1 to
10% by weight.
[0159] Advantageous compositions according to the invention
comprise one or more antioxidants. Favorable, but nevertheless
optional, antioxidants which can be used are all antioxidants which
are customary or suitable for cosmetic and/or pharmaceutical
application.
[0160] The antioxidants are advantageously chosen from the group
consisting of amino acids (e.g. glycine, histidine, tyrosine,
tryptophan) and derivatives thereof, imidazoles (e.g. urocanic
acid) and derivatives thereof, peptides such as D,L-camosine,
D-camosine, L-carnosine and derivatives thereof (e.g. anserine),
carotenoids, carotenes (e.g. .alpha.-carotene, .beta.-carotene,
lycopene) and derivatives thereof, chlorogenic acid and derivatives
thereof, lipoic acid and derivatives thereof (e.g. dihydrolipoic
acid), aurothioglucose, propylthiouracil and other thiols (e.g.
thioredoxin, glutathione, cysteine, cystine, cystamine and the
glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl,
palmitoyl, oleyl, .gamma.-linoleyl, cholesteryl and glyceryl esters
thereof) and salts thereof, dilauryl thiodipropionate, distearyl
thiodipropionate, thiodipropionic acid and derivatives thereof
(esters, ethers, peptides, lipids, nucleotides, nucleosides and
salts), and sulfoximine compounds (e.g. buthionine sulfoximines,
homocysteine sulfoximine, buthionine sulfones, penta-, hexa-,
heptathionine sulfoximine) in very low tolerated doses (e.g.
pmol/kg), and also (metal) chelating agents (e.g.
.alpha.-hydroxyfatty acids, palmitic acid, phytic acid,
lactoferrine), .alpha.-hydroxy acids (e.g. citric acid, lactic
acid, malic acid), humic acid, bile acid, bile extracts, bilirubin,
biliverdin, EDTA, EGTA and derivatives thereof, unsaturated fatty
acids and derivatives thereof (e.g. .gamma.-linolenic acid,
linoleic acid, oleic acid), folic acid and derivatives thereof,
ubiquinone and ubiquinol and derivatives thereof, vitamin C and
derivatives (e.g. ascorbyl palmitate, Mg ascorbyl phosphate,
ascorbyl acetate), tocopherols and derivatives (e.g. vitamin E
acetate), vitamin A and derivatives (e.g. vitamin A palmitate), and
coniferyl benzoate of benzoin resin, rutinic acid and derivatives
thereof, .alpha.-glycosylrutin, ferulic acid,
furfurylideneglucitol, carnosine, butylhydroxytoluene,
butylhydroxyanisole, nordihydroguaiacic acid, nordihydroguaiaretic
acid, trihydroxybutyrophenone, uric acid and derivatives thereof,
mannose and derivatives thereof, zinc and derivatives thereof (e.g.
ZnO, ZnSO.sub.4), selenium and derivatives thereof (e.g.
selenomethionine), stilbenes and derivatives thereof (e.g. stilbene
oxide, trans-stilbene oxide), superoxide dismutase and the
derivatives (salts, esters, ethers, sugars, nucleotides,
nucleosides, peptides and lipids) of these specified substances
which are suitable according to the invention.
[0161] For the purposes of the present invention, water-soluble
antioxidants can be used particularly advantageously.
[0162] The antioxidants can protect the skin and the hair against
oxidative stress. Preferred antioxidants here are vitamin E and
derivatives thereof, and vitamin A and derivatives thereof.
[0163] The amount of antioxidants (one or more compounds) in the
compositions according to the invention is preferably 0.001 to 30%
by weight, particularly preferably 0.05 to 20% by weight, in
particular 1 to 10% by weight, based on the total weight of the
compositions.
[0164] If vitamin E and/or derivatives thereof are the antioxidant
or the antioxidants, it is advantageous to choose their particular
concentrations from the range from 0.001 to 10% by weight, based on
the total weight of the compositions.
[0165] In a particularly preferred embodiment of the invention, the
cosmetic or pharmaceutical compositions comprise antioxidants
chosen from superoxide dismutase, tocopherol (vitamin E) and
ascorbic acid (vitamin C).
[0166] Suitable UV filters are preferably 4-aminobenzoic acid;
3-(4'-trimethylammonium)benzylideneboran-2-one methylsulfate;
3,3,5-trimethyl cyclohexylsalicylate;
2-hydroxy-4-methoxybenzophenone; 2-phenylbenzimidazole-5-sulfonic
acid and its potassium, sodium and triethanolamine salts;
3,3'-(1,4-phenylenedimethine)bis(7,7-dimethyl-2-ox-
obicyclo[2.2.1]heptane-1-methanesulfonic acid and its salts;
1-(4-tertbutylphenyl)-3-(4-methoxyphenyl)propane-1,3-dione,
3-(4'-sulfo)-benzylidenebornan-2-one and its salts; 2-ethylhexyl
2-cyano-3,3-diphenylacrylate; polymers of N-[2(and
4)-(2-oxoborn-3-ylidenemethyl)benzyl]acrylamide; 2-ethylhexyl
4-methoxycinnamate; ethoxylated ethyl 4-aminobenzoate; isoamyl
4-methoxycinnamate;
2,4,6-tris[p-(2-ethylhexyloxycarbonyl)anilino]-1,3,5-- triazine;
2-(2H-benzotriazol-2-yl)-4-methyl-6-(2-methyl-3-(1,3,3,3-tetrame-
thyl-1-(trimethylsilyloxy)-disiloxanyl)propyl)phenol;
bis(2-ethylhexyl)4,4'-[(6-[4-((1,1-dimethylethyl)aminocarbonyl)phenylamin-
o]-1,3,5-triazin-2,4-yl)diimino]bisbenzoate;
3-(4'-methylbenzylidene)-D,L-- camphor; 3-benzylidenecamphor;
2-ethylhexyl salicylate; 2-ethylhexyl 4-dimethylaminobenzoate;
hydroxy-4-methoxybenzophenone-5-sulfonic acid (sulisobenzonum) and
the sodium salt; and/or 4-isopropylbenzyl salicylate.
[0167] Pigments/micropigments which may be used are preferably
microfine titanium dioxide, mica-titanium dioxide, iron oxides,
mica-iron oxide, zinc oxide, silicon oxides, ultramarine blue,
chromium oxides.
[0168] Suitable gelling agents are all surface-active substances
which, dissolved in the liquid phase, form a network structure and
thus consolidate the liquid phase. Suitable gelling agents are
specified, for example, in WO 98/58625.
[0169] Preferred gelling agents are metal salts of fatty acids,
preferably with 12 to 22 carbon atoms, for example sodium stearate,
sodium palmitate, sodium laurate, sodium arachidate, sodium
behenate, potassium stearate, potassium palmitate, sodium
myristate, aluminum monostearate, hydroxyfatty acids, for example
12-hydroxystearic acid, 16-hydroxyhexadecanoyl acid; fatty acid
amides; fatty acid alkanolamides; dibenzalsorbitol and alcoholic
polyamides and polyacrylamides or mixtures thereof.
[0170] Preferably, the compositions according to the invention
comprise 0.01 to 20% by weight, particularly preferably 0.1 to 10%
by weight, especially preferably 1 to 8% by weight and very
particularly preferably 3 to 7% by weight, of gelling agents.
[0171] Further additives may be silicone compounds, preferably
dimethylpolysiloxane, methylphenylpolysiloxanes, cyclic silicones,
and amino-, fatty acid-, alcohol-, polyether-, epoxy-, fluorine-
and/or alkyl-modified silicone compounds, for example
alkylsilicones. SilCare.RTM. Silicone 41 M10, SilCare.RTM. Silicone
41 M15, SilCare.RTM. Silicone 41 M20, SilCare.RTM. Silicone 41 M30
(Clariant), alkyltrimethicones SilCare.RTM. 31 M30, SilCare.RTM. 31
M40, SilCare.RTM. 31 M 50, SilCare.RTM. 31 M 60 (Clariant),
phenyltrimethicones SilCare.RTM. 15M30, SilCare.RTM. 15M40,
SilCare.RTM. 15M50, SilCare.RTM. 5M60 (Clariant),
polyalkylarylsiloxanes and polyethersiloxane copolymers.
[0172] The compositions according to the invention can comprise the
abovementioned silicone compounds preferably in the amounts by
weight of from 0.1 to 20% by weight, particularly preferably 0.2 to
15% by weight, especially preferably 0.5 to 10% by weight, based on
the finished compositions.
[0173] Suitable carrier materials are preferably vegetable oils,
natural and hydrogenated oils, waxes, fats, water, alcohols,
polyols, glycerol, glycerides, liquid paraffins, liquid fatty
alcohols, sterol, polyethylene glycols, cellulose and cellulose
derivatives.
[0174] Fungicidal active ingredients which may be used are
preferably ketoconazole, oxiconazole, terbinafin, bifonazole,
butoconazole, cloconazole, clotrimazole, econazole, enilconazole,
fenticonazole, isoconazole, miconazole, sulconazole, tioconazole
fluconazole, itraconazole, terconazole and naftifine, Zn pyrethione
and octopirox in the amounts by weight of from 0.05 to 5% by
weight, preferably 0.1 to 3% by weight, particularly preferably 0.2
to 2% by weight, based on the finished compositions.
[0175] The compositions according to the invention can
advantageously be mixed with conventional ceramides,
pseudoceramides, fatty acid N-alkylpolyhydroxyalkylamides,
cholesterol, cholesterol fatty acid esters, fatty acids,
triglycerides, cerebrosides, phospholipids and similar
substances.
[0176] As pearlescence-imparting compounds, preference is given to
fatty acid monoalkanolamides, fatty acid dialkanolamides,
monoesters or diesters of alkylene glycol, in particular of
ethylene glycol and/or propylene glycol or oligomers thereof with
higher fatty acids, e.g. palmitic acid, stearic acid or behenic
acid or mixtures thereof, monoesters or diesters of alkylene
glycols with fatty acids, fatty acids and metal salts thereof,
monoesters or polyesters of glycerol with carboxylic acids and
ketosulfones of various types. In the compositions according to the
invention, the pearlescence-imparting component is particularly
preferably ethylene glycol distearate and polyethylene glycol
distearate with 3 glycol units.
[0177] The moisturizing substances available are preferably
isopropyl palmitate, glycerol and/or sorbitol, which are preferably
used in the amounts by weight of from 0.1 to 50%.
[0178] Superfatting agents which may be used are preferably lanolin
and lecithin, nonethoxylated and polyethoxylated or acylated
lanolin and lecithin derivatives, polyol fatty acid esters, mono-,
di- and triglycerides and/or fatty acid alkanolamides.
[0179] Suitable preservatives are preferably phenoxyethanol,
parabens, pentanediol or sorbic acid. They are preferably used in
the amounts by weight of from 0.001 to 5% by weight, particularly
preferably from 0.01 to 3% by weight, especially preferably from
0.1 to 2% by weight, based on the finished compositions.
[0180] Dyes which can be used are the substances approved and
suitable for cosmetic and pharmaceutical purposes.
[0181] Fragrance and/or perfume oils which may be used are
individual odorant compounds, e.g. the synthetic products of the
ester, ether, aldehyde, ketone, alcohol and hydrocarbon type.
Odorant compounds of the ester type are, for example, benzyl
acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate,
linalyl acetate, dimethylbenzylcarbinyl acetate, phenylethyl
acetate, linalyl benzoate, benzyl formate, ethyl
methylphenylglycinate, allyl cyclohexylpropionate, styrallyl
propionate and benzyl salicylate. The ethers include, for example,
benzyl ethyl ether, and the aldehydes include, for example, the
linear alkanals having 8 to 18 carbon atoms, citral, citronellal,
citronellyloxyacetaldehyde, cyclamen aldehyde, hydroxycitronellal,
lilial and bourgeonal, and the ketones include, for example, the
ionones, alpha-isomethylionone and methyl cedryl ketone, and the
alcohols include anethole, citronellol, eugenol, geraniol,
linaloyl, phenylethyl alcohol and terpineol, and the hydrocarbons
include primarily the terpenes and balsams. Preference is given to
using mixtures of different odorants which together produce a
pleasant scent note.
[0182] Perfume oils can also comprise natural odorant mixtures, as
are accessible from vegetable or animal sources, e.g. pine, citrus,
jasmine, lily, rose or ylang ylang oil. Essential oils of lower
volatility, which are mostly used as aroma components, are also
suitable as perfume oils, e.g. sage oil, camomile oil, clove oil,
melissa oil, mint oil, cinnamon leaf oil, linden blossom oil,
juniper berry oil, vetiver oil, olibanum oil, galbanum oil and
ladanum oil.
[0183] The acids or alkali for adjusting the pH which are used are
preferably mineral acids, for example HCl, inorganic bases, for
example NaOH, KOH and organic acids, preferably citric acid.
[0184] The compositions are preferably adjusted to a pH in the
range from 2 to 12, preferably pH 3 to 8.
[0185] The cosmetic and pharmaceutical compositions according to
the invention can be prepared using the substituted
aminopolyorganosiloxanes (S.sub.H).
[0186] The present invention therefore also provides the use of one
or more substituted aminopolyorganosiloxanes (S.sub.H) for
preparing a cosmetic or pharmaceutical composition.
[0187] In a further preferred embodiment of the invention, a
concentrate comprising 70 to 99.99% by weight, particularly
preferably 70 to 99% by weight and especially preferably 75 to 95%
by weight of one or more substituted aminopolyorganosiloxanes
(S.sub.H), based on the finished concentrate, is used for preparing
the cosmetic or pharmaceutical compositions according to the
invention.
[0188] The examples and applications below are intended to
illustrate the invention in more detail without, however, limiting
it thereto (all of the percentages given are percentages by
weight).
EXAMPLE 1
Preparation of SilCare.RTM. Silicone SEA
[0189] 951.76 parts of octamethylcyclotetrasiloxane and 38.31 parts
of [N-(2-aminoethyl)-3-aminopropyl]methyldimethoxysilane are
admixed with 0.95 parts of tetrabutylammonium hydroxide (40%
strength methanolic solution) and heated at 70.degree. C. under a
gentle stream of nitrogen over the course of 90 minutes. After 2
hours at 70.degree. C., the system is evacuated to a residual
pressure of 50 mbar and then heated to 110.degree. C. at a constant
residual pressure. After one hour at 110.degree. C. and 50 mbar,
the mixture is cooled to room temperature under reduced pressure.
Excess octamethylcyclotetrasiloxane is distilled off, and about
965.00 parts of aminomodified polydimethylsiloxane (S) with an
amine number of about 0.385 are obtained.
[0190] 193.00 parts of (S) are mixed, with stirring and under
nitrogen, with 87.00 parts of alkyl polyglycol glycidyl ether (H),
heated to 150.degree. C. and stirred for about 8 hours at
150.degree. C. until the conversion of (H) is complete. The
reaction product is cooled and isolated. This gives 280.00 parts of
silicone oil (S.sub.H).
[0191] 280.00 parts of silicone oil (S.sub.H) are mixed, at room
temperature, with 28.00 parts of tridecanol poly-9,5-glycol ether
and 14 parts of water. This gives 322.00 parts of SilCare.RTM.
Silicone SEA in the form of a transparent, viscous liquid which can
easily be diluted further with water and has a pH of about 9.0.
EXAMPLE 2
Color Protection Application Example
[0192] Standardized, blonde-bleached hair tresses were colored
using a standard commercial permanent hair color (viva pure red,
fiery red) under standard conditions. The tress A was then washed
with ether sulfate:betaine (3:1, 12% Al), and the tress B was
washed with ether sulfate:betaine (3:1, 12% Al)+SilCare.RTM.
Silicone SEA (1% Al) 4 times in each case. In the panel comprising
10 people, the tress A is set at standard (O). An improvement
compared with the standard is evaluated with + or ++ (very good),
and a deterioration with - or --.
[0193] The parameters of color intensity, color brilliance, shine,
feel and electrostatic charging after the four washing operations
are listed below (average from all of the test persons).
1 Electrostatic Color intensity Color brilliance Shine Feel
charging Tress A 0 0 0 0 0 (standard) Tress B + ++ ++ + 0
[0194] Result:
[0195] The hair tresses treated with SilCare.RTM. Silicone SEA have
significantly lower bleeding of the hair color according to the
visual and sensory test (increased color intensity, higher color
brilliance) and additionally display a significantly improved shine
and a better feel.
EXAMPLE 3
W/O Cream
[0196]
2 A Hostacerin .RTM. DGI Clariant 4.00% Beeswax 2.00% Lunacera
.RTM. M 3.00% Magnesium stearate 1.00% Mineral oil, low viscosity
5.00% Vaseline 10.00% Cetiol .RTM. V 5.00 SilCare .RTM. Silicone
SEA 1.00% B 1,2-Propylene glycol 3.00% Water ad 100% Preservative
q.s. C Fragrance 0.40%
[0197]
3 Preparation method: I Melting of A at 80.degree. C. II Heating of
B to 80.degree. C. III Stirring of II into I IV Stirring until a
temperature of 35.degree. C. is reached V Addition of C to IV at
35.degree. C.
EXAMPLE 4
O/W Cream
[0198]
4 A Hostacerin .RTM. DGI Clariant 2.00% Isopropyl palmitate 4.00%
Octyldodecanol 4.00% NIPAGUARD .RTM. PDU Clariant q.s. SilCare
.RTM. Silicone SEA Clariant 1.00% B ARISTOFLEX .RTM. AVC Clariant
1.20% C Hostapon .RTM. KCG Clariant 0.80% Water ad 100% D Fragrance
0.40%
[0199]
5 Preparation method: I Stirring of B into A II Stirring of D into
I III Homogenization
EXAMPLE 5
Moisture Cream Gel
[0200]
6 A Mineral oil, low viscosity 7.00% SilCare .RTM. 15 M50 Clariant
5.00% B Aristoflex .RTM. AVC Clariant 1.00% C Water ad 100%
Glycerol 8.00% SilCare .RTM. Silicone SEA Clariant 1.00%
Preservative q.s. D Fragrance 0.30%
[0201]
7 Preparation method: I Mixing of A and B II Stirring of C into I,
then addition of D III Homogenization
EXAMPLE 6
Skincare Oil
[0202]
8 A SilCare .RTM. Silicone 31M50 Clariant 40.00% SilCare .RTM.
Silicone 41M15 Clariant 20.00% Cyprylic/Capric Triglyceride 38.60%
SilCare .RTM. Silicone SEA Clariant 1.00% SilCare .RTM. Silicone
1M75 Clariant 0.40%
[0203] Preparation Method:
[0204] I Mixing of components A
EXAMPLE 7
Cream Rinse
[0205]
9 A Hostacerin .RTM. DGI Clariant 1.50% Cetyl alcohol 3.00% B
Genamin .RTM. CTAC Clariant 3.30% Water ad 100% Preservative q.s. C
Fragrance 0.30% SilCare .RTM. Silicone SEA Clariant 1.00%
[0206]
10 Preparation method: I Melting of A at about 75.degree. C. II
Heating of B to about 75.degree. C. III Addition of II to I with
stirring and further stirring until 30.degree. C. IV Addition of C
to III at 30.degree. C. V Adjustment to pH 4.0 with citric acid
EXAMPLE 8
Hair Shampoo
[0207]
11 A Genapol .RTM. LRO liquid Clariant 31.10% Fragrance 0.30% B
Water ad 100% SilCare .RTM. Silicone SEA Clariant 1.00% Genagen
.RTM. CAB Clariant 12.00% Fragrance q.s. Preservative q.s. C NaCl
6.00%
[0208]
12 Preparation method: I Mixing of components A II Successive
addition of the components B to I III Adjustment of the pH IV
Adjustment of the viscosity using C
EXAMPLE 9
Shampoo with Color Protection for Colored Hair
[0209]
13 A Glucamat DOE-120 2.00% Emulsogen .RTM. HCO 040 Clariant 2.00%
B Water ad 100% C Genapol .RTM. LRO liquid Clariant 22.22% Genagen
.RTM. KB Clariant 13.33% Genamin .RTM. KSL Clariant 3.33%
Aristoflex .RTM. PEA 70 Clariant 2.86% Sandopan .RTM. DTC, acid
Clariant 2.20% NIGAGUARD .RTM. DCB Clariant 0.10% SilCare .RTM.
Silicone SEA Clariant 0.50% Dye q.s. Fragrance 0.20% D NaOH
[0210]
14 Preparation method: I Stirring of components A into B and
heating to about 60.degree. C. and with stirring Cooling to room
temperature II Successive stirring of components C into I III
Stirring until the formulation appears clear IV Adjustment to pH
5.5 with D
EXAMPLE 10
Tinting Shampoo
[0211]
15 A Genagen .RTM. KB Clariant 7.00% Velsol semipermanent dye
Clariant 0.50% B Genapol .RTM. T 500 P Ciariant 0.50% Water ad 100%
C Genapol .RTM. LRO liquid Clariant 30.00% Genagen .RTM. LAA
Clariant 3.00% Genamin .RTM. CTAC Clariant 1.00% SilCare .RTM.
Silicone SEA Clariant 0.50% Tetrasodium EDTA 0.10% NIGAGUARD .RTM.
DMDMH Clariant 0.30% Genapol .RTM. PDB Clariant 3.00% Potassium
phosphate 1.50% D Citric acid
[0212]
16 Preparation method: I Dissolution of the components with
stirring II Mixing of components B and heating until the solution
is clear III Cooling of B to about 35.degree. C. and subsequent
addition of the components C to II IV Stirring of I into III V
Adjustment to pH 5.5 with D
EXAMPLE 11
Hair Gel
[0213]
17 A Aristoflex .RTM. AVC Clariant 1.40% Water ad 100% B Diaformer
Z-751 3.00% Alcohol denat. 30.00% Genapol .RTM. C100 Clariant 0.40%
Fragrance 0.20% C Dye q.s. Phenonip .RTM. Clariant 0.50% D SilCare
.RTM. Silicone SEA Clariant 0.50%
[0214]
18 Preparation method: I Dissolution of components A II Mixing of
components B III Addition of II to I with stirring IV Addition of C
to III V Addition of D to IV
EXAMPLE 12
Hair Ends Care
[0215]
19 A Water 50.0% B Tylose .RTM. H 100000 G4 1.00% C Water ad 100% D
Genamin .RTM. PDAC Clariant 2.50% Glycerol 2.00% SilCare .RTM.
Silicone SEA Clariant 1.00% E Citric acid q.s.
[0216]
20 Preparation method: I Swell B in A II Successive dissolution of
the individual components of D in C III Addition of II to I IV
Adjustment of the pH with E
EXAMPLE 13
Antiperspirant
[0217]
21 A Locron .RTM. L Clariant 10.00% Ethanol 50.00% Farnesol 0.50%
Fragrance 0.20% Water ad 100% Extrapon Avocado special 0.50%
SilCare .RTM. Silicone SEA Clariant 1.00%
[0218] Preparation Method:
[0219] Mixing of Components A
EXAMPLE 14
Deodorant
[0220]
22 A Octopirox .RTM. Clariant 0.30% B Ethanol Clariant 70.00% C
Perfume 0.50% Softigen .RTM. 767 0.50% D Allantoin Clariant 0.10%
SilCare .RTM. Silicone SEA Clariant 1.00% E Water ad 100% F Citric
acid q.s.
[0221]
23 Preparation method: I Mixing of A and B II Addition of C to I
III Dissolution of D in warm E, addition of II IV Adjustment of the
pH with F
EXAMPLE 15
Antiacne Gel
[0222]
24 A Octopirox .RTM. Clariant 0.10% B Ethanol Clariant 25.00%
Propylene glycol 20.00% C Perfume 0.20% NIPAGUARD .RTM. CMB
Clariant 0.10% D Aristoflex .RTM. HMB Clariant 1.30% E Allantoin
Clariant 0.10% SilCare .RTM. Silicone SEA Clariant 1.00% F Water ad
100%
[0223]
25 Preparation method: I Dissolution of A in B II Addition of C to
I III Stirring of D into II IV Dissolution of E in heated water V
Addition of IV to III with stirring
[0224] Chemical Name of the Commercial Products Used
26 Aristoflex .RTM. (Clariant) Ammonium acryloyldimethyltaurate/
AVC NVP copolymer (NVP: N-vinylpyrrolidone) Aristoflex .RTM.
(Clariant) Ammonium acryloyldimethyltaurate/ HMB beheneth-25
methacrylate polymer Aristoflex .RTM. (Clariant) Polypropylene
terephthalate PEA 70 Cetiol .RTM. V (Cognis) Decyl oleate Diaformer
Z-751 Lauryl/stearyl acrylate, ethyleneamine oxide, methacrylate
copolymer Emulsogen .RTM. (Clariant) PEG-40 hydrogenated castor oil
HCO 040 Extrapon Water/ethoxydiglycol/propylene Avocado
glycol/butylene glycol/persea special gratissima extract Genagen
.RTM. CAB (Clariant) Cocoamidopropylbetaine Genagen .RTM. KB
(Clariant) Cocobetaine Genagen .RTM. LAA (Clariant) Sodium
lauroamphoacetate Genamin .RTM. (Clariant) Cetrimonium chloride
CTAC Genamin .RTM. (Clariant) PEG-5 stearylammonium lactate KSL
Genamin .RTM. (Clariant) Polyquaternium-6 PDAC Genapol .RTM.
(Clariant) Coceth-10 C100 Genapol .RTM. (Clariant) Glycol
distearate/laureth-4/ PDB cocoamidopropylbetaine Genapol .RTM.
(Clariant) Sodium laureth sulfate LRO fl. Genapol .RTM. (Clariant)
Ceteareth-50 T 500 P Glucamat PEG-120 methylglusose dioleate
DOE-120 Hostacerin .RTM. (Clariant) Polyglyceryl-2
sesquiisostearate DGI Hostapon .RTM. (Clariant) Sodium
cocoylglutamate KCG Locron .RTM. L (Clariant) Aluminum
chlorohydrate Lunacera .RTM. M (H.B. Fuller) Microcrystalline wax
NIPAGUARD .RTM. (Clariant) Triethylene glycol/benzyl alcohol/ CMB
propylene glycol/ chloromethylisothiazolinone/
methylisothiazolinone NIPAGUARD (Clariant) Phenoxyethanol,
methyldibromo- DCB glutaronitrile NIGAGUARD .RTM. (Clariant) DMDM
hydantoin DMDMH NIPAGUARD .RTM. (Clariant) Propylene
glycol/diazolidinyl urea/ PDU methylparaben/propylparab- en
Octopirox .RTM. (Clariant) Piroctone olamine Phenonip .RTM.
(Clariant) Phenoxyethanol/methyl-/ethyl-/
butyl-/propyl-/isobutylparaben Sandopan .RTM. (Clariant)
Trideceth-7 carboxylic acid DTC, Sure SilCare .RTM. 1M75 (Clariant)
Retinoxytrimethylsilane SilCare .RTM. 15M50 (Clariant)
Phenyltrimethicone SilCare .RTM. 31M50 (Clariant)
Caprylyltrimethicone SilCare .RTM. 41M15 (Clariant)
Caprylylmethicone SilCare .RTM. (Clariant) Example 1 Silicone SEA
Softigen .RTM. 767 (Sasol) PEG-6 caprylic/capric glyceride Tylose
.RTM. H Hydroxyethylcellulose 100000 G4
* * * * *