U.S. patent application number 10/502448 was filed with the patent office on 2005-06-09 for composition containing a semi-crystalline polymer and an ester.
Invention is credited to Ferrari, Veronique, Guillard, Sylvie, Julien, Nathalie.
Application Number | 20050123493 10/502448 |
Document ID | / |
Family ID | 27614728 |
Filed Date | 2005-06-09 |
United States Patent
Application |
20050123493 |
Kind Code |
A1 |
Ferrari, Veronique ; et
al. |
June 9, 2005 |
Composition containing a semi-crystalline polymer and an ester
Abstract
The invention relates to a makeup composition comprising a) at
least one liquid fatty phase structured with at least one
semi-crystalline polymer having an organic structure, whose melting
temperature is greater than or equal to 30.degree. C., b) a
colorant and c) an ester containing 10 to 40 carbon atoms, the
liquid fatty phase, colorant, ester and polymer forming a
physiologically acceptable medium. This composition is in the form
in particular of a stick which is smooth on application and which
lays down a glossy and comfortable film on keratin materials,
particularly the lips.
Inventors: |
Ferrari, Veronique;
(Maisons-Alfort, FR) ; Julien, Nathalie; (91490
Milly-la-Foret, FR) ; Guillard, Sylvie; (Crevy
Cossingny, FR) |
Correspondence
Address: |
FINNEGAN, HENDERSON, FARABOW, GARRETT & DUNNER
LLP
901 NEW YORK AVENUE, NW
WASHINGTON
DC
20001-4413
US
|
Family ID: |
27614728 |
Appl. No.: |
10/502448 |
Filed: |
February 15, 2005 |
PCT Filed: |
November 6, 2002 |
PCT NO: |
PCT/FR02/03802 |
Current U.S.
Class: |
424/63 ;
424/64 |
Current CPC
Class: |
A61K 2800/54 20130101;
A61K 8/8147 20130101; A61K 8/064 20130101; A61Q 19/00 20130101;
A61K 8/8182 20130101; A61Q 1/06 20130101; A61K 8/92 20130101 |
Class at
Publication: |
424/063 ;
424/064 |
International
Class: |
A61K 007/021; A61K
007/025 |
Foreign Application Data
Date |
Code |
Application Number |
Jan 24, 2002 |
FR |
02/00885 |
Feb 25, 2002 |
FR |
02/02358 |
Claims
1. Makeup composition comprising a) at least one liquid fatty phase
structured with at least one semi-crystalline polymer having an
organic structure and a melting temperature of greater than or
equal to 30.degree. C., b) a colorant and c) an ester containing 10
to 40 carbon atoms, the liquid fatty phase, colorant, ester and
polymer forming a physiologically acceptable medium.
2. Composition according to claim 1, characterized in that the
ester is selected from synthetic esters, in particular of fatty
acids, such as the oils of formula R.sub.1COOR.sub.2 in which
R.sub.1 represents the residue of a higher fatty acid containing 1
to 38 carbon atoms and R.sub.2 represents a hydrocarbon chain
containing 1 to 38 carbon atoms with
39.gtoreq.R.sub.1+R.sub.2.gtoreq.10, such as, for example,
purcellin oil, isononyl isononanoate, isopropyl isostearate,
isopropyl myristate, 2-ethylhexyl palmitate, 2-octyldodecyi
stearate, 2-octyldodecyl erucate and isostearyl isostearate;
hydroxy esters such as isostearyl lactate, octyl hydroxystearate,
octyldodecyl hydroxystearate, and heptanoates, octanoates and
decanoates of fatty alcohols; oleyl erucate; a C12-C15 alkyl
benzoate ester, and mixtures thereof.
3. Composition according to claim 1, characterized in that the
ester contains 12 to 26, preferably 16 to 22 carbon atoms.
4. Composition according to one of the preceding claims,
characterized in that the ester represents 15% to 40%, preferably
15% to 30% by weight of the composition.
5. Composition according to one of the preceding claims, wherein
the weight ratio of the ester relative to the semi-crystalline
polymer is advantageously between 1 and 2, preferably between 1.3
and 1.7.
6. Composition according to one of the preceding claims,
characterized in that the ester represents 15% to 50%, preferably
from 25% to 40% of the liquid fatty phase.
7. Composition according to any one of the preceding claims,
wherein the semi-crystalline polymer has a weight-average molecular
mass ranging from 5 000 to 1 000 000, preferably from 10 000 to 800
000, preferentially from 15 000 to 500 000.
8. Composition according to any one of the preceding claims,
characterized in that the semi-crystalline polymer is soluble in
the liquid fatty phase at a temperature greater than its melting
temperature.
9. Composition according to one of the preceding claims,
characterized in that the semi-crystalline polymer has a melting
temperature greater than the temperature of the keratinous support
intended for receiving the said composition.
10. Composition according to the preceding claim, characterized in
that the support intended for receiving the composition is the skin
or the lips.
11. Composition according to one of the preceding claims,
characterized in that the semi-crystalline polymer is selected
from: block copolymers of polyolefins of controlled
crystallization, aliphatic or aromatic polyester polycondensates
and aliphatic/aromatic copolyester, homopolymers or copolymers
bearing at least one crystallizable side chain, and mixtures
thereof.
12. Composition according to one of the preceding claims,
characterized in that the semi-crystalline polymer is selected from
homopolymers and copolymers comprising from 50% to 100% by weight
of units resulting from the polymerization of one or more monomers
bearing crystallizable hydrophobic side chain(s).
13. Composition according to one of the preceding claims,
characterized in that the semi-crystalline polymer is selected from
homopolymers and copolymers resulting from the polymerization of at
least one monomer containing crystallizable chain(s), of formula X:
2and mixtures thereof, with "S--C" representing an alkyl chain
having at least 11 carbon atoms which is optionally fluorinated or
perfluorinated.
14. Composition according to one of the preceding claims,
characterized in that the semi-crystalline polymer is selected from
polymers resulting from the polymerization of at least one monomer
selected from acrylic acid, methacrylic acid, crotonic acid,
itaconic acid, maleic acid, maleic anhydride and mixtures
thereof.
15. Composition according to one of the preceding claims,
characterized in that the semi-crystalline polymer is selected from
homopolymers and copolymers resulting from the polymerization of at
least one monomer having a crystallizable chain, and selected from
C.sub.14-C.sub.24 saturated alkyl (meth)acrylates,
C.sub.11-C.sub.15 perfluoroalkyl (meth)acrylates, C.sub.14 to
C.sub.24 N-alkyl(meth)acrylamides with or without a fluorine atom,
vinyl esters containing C.sub.14 to C.sub.24 alkyl or
perfluoroalkyl chains, vinyl ethers containing C.sub.14 to C.sub.24
alkyl or perfluoroalkyl chains, C.sub.14 to C.sub.24 alpha-olefins,
para-alkylstyrenes with an alkyl group containing from 12 to 24
carbon atoms, and mixtures thereof.
16. Composition according to one of the preceding claims,
characterized in that the semi-crystalline polymers are
homopolymers of alkyl (meth)acrylate or of alkyl(meth)acrylamide
with a C.sub.14 to C.sub.24 alkyl group and/or copolymers of these
monomers with a hydrophilic monomer.
17. Composition according to one of the preceding claims,
characterized in that the semi-crystalline polymers are copolymers
of alkyl (meth)acrylate or of an alkyl(meth)acrylamide with a
C.sub.14 to C.sub.24 alkyl group, with a monomer different in
nature from (meth)acrylic acid, such as N-vinylpyrrolidone or
hydroxyethyl (meth)acrylate, and mixtures thereof.
18. Composition according to one of the preceding claims,
characterized in that the semi-crystalline polymer or polymers
represent from 0.1% to 80% of the total weight of the composition
and better still from 0.5% to 40%, and even better from 3% to 30%,
preferably from 15% to 25%, by weight of the composition.
19. Composition according to one of the preceding claims,
characterized in that the composition comprises a mixture of a
polymer selected from low-melting polymers having a melting
temperature of less than 50.degree. C. and of a polymer selected
from high-melting polymers having a melting temperature of at least
50.degree. C.
20. Composition according to the preceding claim, characterized in
that the high-melting polymer has a melting temperature mp.sub.1
such that 55.degree. C..ltoreq.mp.sub.1.ltoreq.150.degree. C. and
preferably 60.degree. C..ltoreq.mp.sub.1<130.degree. C.
21. Composition according to claim 21 or 22, characterized in that
the low-melting polymer has a melting temperature mp.sub.2 such
that 30.degree. C..ltoreq.mp.sub.2.ltoreq.50.degree. C.
22. Composition according to one of the preceding claims,
characterized in that the semi-crystalline polymer is a mixture of
a low-melting polymer having a melting temperature less than
50.degree. C. and of a high-melting polymer having a melting
temperature of at least 50.degree. C. in a ratio by weight of
between 90/10 and 10/90, preferably between 40/60 and 60/40, more
preferably in a weight ratio of close to 50/50.
23. Composition according to one of the preceding claims,
characterized in that the fatty phase comprises at least one polar
oil and one sparingly polar oil.
24. Composition according to one of the preceding claims,
characterized in that the weight ratio of the semi-crystalline
polymer and of the liquid fatty phase is between 0.20 and 0.60,
preferably between 0.25 and 0.50.
25. Composition according to one of the preceding claims,
characterized in that it contains less than 10% by weight of wax
and/or less than 5% by weight of matting filler, relative to the
total weight of the composition.
26. Composition according to one of the preceding claims,
characterized in that the composition is in anhydrous form.
27. Composition according to any one of the preceding claims,
characterized in that it is in cast form.
28. Composition according to any one of the preceding claims,
characterized in that it is in the form of a mascara, eyeliner,
foundation, lipstick, deodorant, body makeup product, eyeshadow or
rouge or concealer product.
29. Composition according to claim 28, characterized in that it is
in the form of a solid stick with a hardness ranging from 100 to
350 gf.
30. Lipstick comprising a) at least one liquid fatty phase
structured with at least one semi-crystalline polymer having an
organic structure, the melting temperature mp.sub.1 of which is
such that 55.degree. C..ltoreq.mp.sub.1.ltoreq.150.degree. C., and
at least one semi-crystalline polymer having an organic structure,
the melting temperature mp.sub.2 of which is such that 30.degree.
C..ltoreq.mp.sub.2<50.degree. C., b) a colorant, and c) an
aliphatic alcohol containing 8 to 26 carbon atoms.
31. Cosmetic makeup process comprising the application of the
composition as set forth in one of claims 1 to 30 to the keratin
materials.
32. Use of an ester containing 10 to 40 carbon atoms in a makeup
composition comprising a) at least one liquid fatty phase
structured with at least one semi-crystalline polymer having an
organic structure, the melting temperature of which is greater than
or equal to 30.degree. C., and b) a colorant, the liquid fatty
phase, the colorant, the aliphatic alcohol and the polymer forming
a physiologically acceptable medium.
33. Use of a sufficient amount of an ester containing 10 to 40
carbon atoms in a composition containing a physiologically
acceptable medium comprising a) at least one liquid fatty phase
structured with at least one semi-crystalline polymer having an
organic structure, the melting temperature of which is greater than
or equal to 30.degree. C., and b) a colorant, as an agent for
imparting smoothness on application and gloss to the said
composition.
34. Use of an ester containing 10 to 40 carbon atoms in a cosmetic
composition containing a physiologically acceptable medium
comprising at least one liquid fatty phase structured with at least
one semi-crystalline polymer having an organic structure to obtain
a composition which is smooth on application and glossy.
Description
[0001] The present invention relates to a composition, particularly
a cosmetic composition, comprising at least one semi-crystalline
polymer and an ester, which is in the form in particular of a stick
which is smooth on application and which leads to a glossy and
comfortable coating.
[0002] Cosmetic compositions whose fatty phase is gelled using
semi-crystalline polymers have been described in the as yet
unpublished application FR 0106047. The lipstick formulas resulting
from these inventions are in the form of a stick which lays down a
glossy film which is not sticky and provides good coverage. These
compositions, however, have the drawback of not going on easily
when they are applied to keratin materials.
[0003] It is therefore an aim of the present invention to provide a
composition comprising a liquid fatty phase structured with a
semi-crystalline polymer having an organic structure, which is
solid at ambient temperature, the coating of which composition on
the skin or lips is glossy and comfortable, and which is easy to
apply.
[0004] U.S. Pat. No. 5,736,125 and U.S. Pat. No. 5,156,911, and
also application WO 01/19333, illustrates certain types of
semi-crystalline polymers which may form part of the composition of
the formulas of the invention. These documents, nevertheless, do
not describe cosmetic compositions.
[0005] Surprisingly the applicant has found that the addition of an
ester containing 10 to 40 carbon atoms to a composition comprising
a semi-crystalline polymer allows the coating of the composition to
be improved and its gloss to be enhanced.
[0006] The invention applies in particular to lip makeup products
but also to eye makeup products, such as eyeliners, in particular
in pencil form, and mascaras, in particular in block form, or skin
makeup products, such as foundations.
[0007] More specifically the invention provides a makeup
composition comprising a) at least one liquid fatty phase
structured with at least one semi-crystalline polymer having an
organic structure and a melting temperature of greater than or
equal to 30.degree. C., b) a colorant and c) an ester containing 10
to 40 carbon atoms, the liquid fatty phase, colorant, ester and
polymer forming a physiologically acceptable medium.
[0008] The melting temperature of the semi-crystalline polymer is
preferably less than 150.degree. C.
[0009] The composition of the invention may be in the form of a
paste, a solid or a cream. It may be an oil-in-water emulsion or a
water-in-oil emulsion, or a solid or soft anhydrous gel. It is
preferably in anhydrous form, and more especially in the form of an
anhydrous gel, especially cast as a stick or as a dish.
[0010] For the purposes of the invention, the term
"semi-crystalline polymer" means polymers comprising a
crystallizable portion and an amorphous portion in the skeleton and
having a first-order reversible change of phase temperature, in
particular of melting (solid-liquid transition). The crystallizable
portion is either a side chain (or pendent chain) or a block in the
skeleton.
[0011] For the purposes of the present invention, the term
"polymers" means compounds containing at least 2 repeating units,
preferably at least 3 repeating units and more especially at least
10 repeating units.
[0012] When the crystallizable portion is a block of the polymer
skeleton, this crystallizable block has a different chemical nature
to that of the amorphous blocks; in this case, the semi-crystalline
polymer is a block copolymer, for example of the diblock, triblock
or multiblock type. When the crystallizable portion is a chain that
is pendent on the skeleton, the semi-crystalline polymer may be a
homopolymer or a copolymer.
[0013] The terms "organic compound" and "having an organic
structure" mean compounds containing carbon atoms and hydrogen
atoms, and possibly heteroatoms such as S, O, N or P, alone or in
combination.
[0014] Semi-Crystalline Polymers
[0015] The semi-crystalline polymer(s) of the composition of the
invention advantageously comprise a weight-average molecular mass
Mw ranging from 5 000 to 1 000 000, preferably from 10 000 to 800
000 and preferentially from 15 000 to 500 000.
[0016] The semi-crystalline polymer(s) according to the invention
serving as structuring agent are solids at ambient temperature
(25.degree. C.) and atmospheric pressure (760 mmHg), with a melting
temperature of greater than or equal to 30.degree. C. The melting
point values correspond to the melting point measured using a
differential scanning calorimeter (DSC), such as the calorimeter
sold under the name DSC 30 by the company Mettler, with a
temperature rise of 5 or 10.degree. C. per minute (the melting
point under consideration is the point corresponding to the
temperature of the most endothermic peak of the thermogram).
[0017] The semi-crystalline polymer(s) according to the invention
preferably have a melting temperature greater than the temperature
of the keratinous support intended for receiving the said
composition, in particular the skin or the lips.
[0018] The semi-crystalline polymer(s) according to the invention
are capable, alone or as a mixture, of structuring the composition
without the addition of a particular surfactant or of filler or of
wax.
[0019] According to the invention, the semi-crystalline polymers
are advantageously soluble in the fatty phase, especially to at
least 1% by weight, at a temperature greater than their melting
temperature. Besides the crystallizable chains or blocks, the
blocks of the polymers are amorphous.
[0020] For the purposes of the invention, the expression
"crystallizable chain or block" means a chain or block which, if it
were alone, would change from the amorphous state to the
crystalline state reversibly, depending on whether one is above or
below the melting temperature. For the purposes of the invention, a
"chain" is a group of atoms, pendent or lateral relative to the
polymer skeleton. A "block" is a group of atoms belonging to the
skeleton, this group constituting one of the repeating units of the
polymer.
[0021] Preferably, the polymer skeleton of the semi-crystalline
polymers is soluble in the liquid fatty phase.
[0022] Preferably, the crystallizable blocks or chains of the
semi-crystalline polymers represent at least 30% of the total
weight of each polymer and better still at least 40%. The
semi-crystalline polymers containing crystallizable side chains are
homopolymers or copolymers. The semi-crystalline polymers of the
invention containing crystallizable blocks are block or multiblock
copolymers. They may be obtained by polymerizing a monomer
containing reactive (or ethylenic) double bonds or by
polycondensation. When the polymers of the invention are polymers
containing crystallizable side chains, these side chains are
advantageously in random or statistical form.
[0023] Preferably, the semi-crystalline polymers of the invention
are of synthetic origin. Moreover, they do not comprise a
polysaccharide skeleton.
[0024] The semi-crystalline polymers useful in the invention are in
particular:
[0025] block copolymers of polyolefins of controlled
crystallization, whose monomers are described in EP-A-0 951
897,
[0026] polycondensates, especially of aliphatic or aromatic
polyester type or of aliphatic/aromatic polyester type,
[0027] homopolymers or copolymers bearing at least one
crystallizable side chain and homopolymers or copolymers bearing in
the skeleton at least one crystallizable block, such as those
described in document U.S. Pat. No. 5,156,911,
[0028] homopolymers or copolymers bearing at least one
crystallizable side chain, in particular bearing fluoro group(s),
as described in document WO-A-01/19333, and mixtures thereof. In
these last two cases, the crystallizable side chain(s) or block(s)
are hydrophobic.
[0029] A) Semi-Crystalline Polymers Containing Crystallizable Side
Chains
[0030] Mention may be made in particular of those defined in
documents U.S. Pat. No. 5,156,911 and WO-A-01/19333.
[0031] They are homopolymers or copolymers comprising from 50% to
100% by weight of units resulting from the polymerization of one or
more monomers bearing a crystallizable hydrophobic side chain.
[0032] These homopolymers or copolymers are of any nature, provided
that they meet the conditions mentioned hereinbelow with, in
particular, the characteristic of being soluble or dispersible in
the liquid fatty phase, by heating above their melting temperature
mp. They can result:
[0033] from the polymerization, especially the free-radical
polymerization, of one or more monomers containing reactive or
ethylenic double bond(s) with respect to a polymerization, namely a
vinyl, (meth)acrylic or allylic group,
[0034] from the polycondensation of one or more monomers bearing
co-reactive groups (carboxylic acid, sulphonic acid, alcohol, amine
or isocyanate), such as, for example, polyesters, polyurethanes,
polyethers, polyureas or polyamides.
[0035] a) In general, the crystallizable units (chains or blocks)
of semi-crystalline polymers according to the invention are derived
from monomer(s) containing crystallizable block(s) or chain(s),
used for manufacturing semi-crystalline polymers. These polymers
are selected especially from homopolymers and copolymers resulting
from the polymerization of at least one monomer containing
crystallizable chain(s) that may be represented by formula X: 1
[0036] The crystallizable chains "--S--C" may be aliphatic or
aromatic, and optionally fluorinated or perfluorinated. "S"
especially represents a group (CH.sub.2).sub.n or
(CH.sub.2CH.sub.2O).sub.n or (CH.sub.2O), which is linear or
branched or cyclic, with n being an integer ranging from 0 to 22.
Preferably, "S" is a linear group. Preferably, "S" and "C" are
different.
[0037] When the crystallizable chains are hydrocarbon-based
aliphatic chains, they comprise hydrocarbon-based alkyl chains
containing at least 11 carbon atoms and not more than 40 carbon
atoms and better still not more than 24 carbon atoms. They are
especially aliphatic chains or alkyl chains containing at least 12
carbon atoms, and they are preferably C.sub.14-C.sub.24, preferably
C.sub.16-C.sub.22 alkyl chains. When they are fluoroalkyl or
perfluoroalkyl chains, they contain at least 11 carbon atoms, at
least 6 of which carbon atoms are fluorinated.
[0038] As examples of semi-crystalline homopolymers or copolymers
containing crystallizable chain(s), mention may be made of those
resulting from the polymerization of one or more of the following
monomers: saturated alkyl (meth)acrylates with the alkyl group
being C.sub.14-C.sub.24, perfluoroalkyl (meth)acrylates with a
C.sub.11-C.sub.15 perfluoroalkyl group, N-alkyl(meth)acryl-amides
with the alkyl group being C.sub.14 to C.sub.24 with or without a
fluorine atom, vinyl esters containing alkyl or perfluoro(alkyl)
chains with the alkyl group being C.sub.14 to C.sub.24 (with at
least 6 fluorine atoms per perfluoroalkyl chain), vinyl ethers
containing alkyl or perfluoro(alkyl) chains with the alkyl group
being C.sub.14 to C.sub.24 and at least 6 fluorine atoms per
perfluoroalkyl chain, C.sub.14 to C.sub.24 alpha-olefins such as,
for example, octadecene, para-alkylstyrenes with an alkyl group
containing from 12 to 24 carbon atoms, and mixtures thereof.
[0039] When the polymers result from a polycondensation, the
hydrocarbon-based and/or fluorinated crystallizable chains as
defined above are borne by a monomer that may be a diacid, a diol,
a diamine or a diisocyanate.
[0040] When the polymers that are the subject of the invention are
copolymers, they additionally contain from 0 to 50% of groups Y or
Z resulting from the copolymerization:
[0041] .alpha.) of Y, which is a polar or non-polar monomer or a
mixture of the two:
[0042] When Y is a polar monomer, it is either a monomer bearing
polyoxyalkylenated groups (especially oxyethylenated and/or
oxypropylenated groups), a hydroxyalkyl (meth)acrylate, for
instance hydroxyethyl acrylate, (meth)acrylamide, an
N-alkyl(meth)acrylamide, an N,N-dialkyl(meth)acrylamide such as,
for example, N,N-diisopropylacrylami- de or N-vinylpyrrolidone
(NVP), N-vinylcaprolactam, a monomer bearing at least one
carboxylic acid group, for instance (meth)acrylic acid, crotonic
acid, itaconic acid, maleic acid or fumaric acid, or bearing a
carboxylic acid anhydride group, for instance maleic anhydride, and
mixtures thereof.
[0043] When Y is a non-polar monomer, it may be an ester of the
linear, branched or cyclic alkyl (meth)acrylate type, a vinyl
ester, an alkyl vinyl ether, an alpha-olefin, styrene or styrene
substituted with a C.sub.1 to C.sub.10 alkyl group, for instance
.alpha.-methylstyrene, or a macromonomer of the polyorganosiloxane
type containing vinyl unsaturation.
[0044] For the purposes of the invention, the term "alkyl" means a
saturated group especially of C.sub.8 to C.sub.24, except where
otherwise mentioned. .beta.) of Z, which is a polar monomer or a
mixture of polar monomers. In this case, Z has the same definition
as the "polar Y" defined above.
[0045] Preferably, the semi-crystalline polymers containing a
crystallizable side chain are alkyl (meth)acrylate or
alkyl(meth)acrylamide homopolymers with an alkyl group as defined
above, and especially of C.sub.14-C.sub.24, copolymers of these
monomers with a hydrophilic monomer preferably of different nature
from (meth)acrylic acid, for instance N-vinylpyrrolidone or
hydroxyethyl (meth)acrylate, and mixtures thereof.
[0046] B) Polymers Bearing in the Skeleton at Least One
Crystallizable Block
[0047] This is also a case of polymers that are soluble or
dispersible in the liquid fatty phase by heating above their
melting point mp. These polymers are especially block copolymers
consisting of at least two blocks of different chemical nature, one
of which is crystallizable.
[0048] The polymers defined in patent U.S. Pat. No. 5,156,911 may
be used.
[0049] Block copolymers of olefin or of cycloolefin containing a
crystallizable chain, for instance those derived from the block
polymerization of:
[0050] cyclobutene, cyclohexene, cyclooctene, norbornene (i.e.
bicyclo[2.2.1]hept-2-ene), 5-methylnorbornene, 5-ethylnorbornene,
5,6-dimethylnorbornene, 5,5,6-trimethylnorbornene,
5-ethylidenenorbornene, 5-phenylnorbornene, 5-benzylnorbornene,
5-vinylnorbornene,
1,4,5,8-dimethano-1,2,3,4,4a,5,8a-octahydronaphthalene- ,
dicyclopentadiene, or mixtures thereof,
[0051] with ethylene, propylene, 1-butene, 3-methyl-1-butene,
1-hexene, 4-methyl-l-pentene, 1-octene, 1-decene or 1-eicosene, or
mixtures thereof,
[0052] and in particular copoly(ethylene/norbornene) blocks and
(ethylene/propylene/ethylidenenorbornene) block terpolymers. Those
resulting from the block copolymerization of at least 2
C.sub.2-C.sub.16, better still C.sub.2-C.sub.12, .alpha.-olefins
such as those mentioned above and in particular block bipolymers of
ethylene and of 1-octene may also be used.
[0053] The copolymers may be copolymers containing at least one
crystallizable block, the rest of the copolymer being amorphous (at
ambient temperature). These copolymers may also contain two
crystallizable blocks of different chemical nature. The preferred
copolymers are those that simultaneously contain at ambient
temperature a crystallizable block and an amorphous block that are
both hydrophobic and lipophilic, sequentially distributed; mention
may be made, for example, of polymers containing one of the
crystallizable blocks and one of the amorphous blocks below:
[0054] Block that is crystallizable by nature: a) polyester, for
instance poly(alkylene terephthalate)s, b) polyolefin, for instance
polyethylenes or polypropylenes.
[0055] Amorphous and lipophilic block, for instance: amorphous
polyolefins or copoly(olefin)s such as poly(isobutylene),
hydrogenated polybutadiene or hydrogenated poly(isoprene).
[0056] As examples of such copolymers containing a crystallizable
block and an amorphous block, mention may be made of:
[0057] .alpha.) poly(.epsilon.-caprolactone)-b-poly(butadiene)
block copolymers, preferably used hydrogenated, such as those
described in the article D6 "Melting behaviour of
poly(.epsilon.-caprolactone)-block-polyb- utadiene copolymers" from
S. Nojima, Macromolecules, 32, 3727-3734 (1999),
[0058] .beta.) the hydrogenated block or multiblock poly(butylene
terephthalate)-b-poly(isoprene) block copolymers cited in the
article D7 "Study of morphological and mechanical properties of
PP/PBT" by B. Boutevin et al., Polymer Bulletin, 34, 117-123
(1995),
[0059] .gamma.) the poly(ethylene)-b-copoly(ethylene/propylene)
block copolymers cited in the articles D8 "Morphology of
semi-crystalline block copolymers of
ethylene-(ethylene-alt-propylene)" by P. Rangarajan et al.,
Macromolecules, 26, 4640-4645 (1993) and D9 "Polymer aggregates
with crystalline cores: the system
poly(ethylene)-poly(ethylene-propylene)" by P. Richter et al.,
Macromolecules, 30, 1053-1068 (1997),
[0060] .delta.) the poly(ethylene)-b-poly(ethylethylene) block
copolymers cited in the general article D10 "Crystallization in
block copolymers" by I. W. Hamley, Advances in Polymer Science,
Vol. 148, 113-137 (1999).
[0061] The semi-crystalline polymers in the composition of the
invention may or may not be partially crosslinked, provided that
the degree of crosslinking does not interfere with their
dissolution or dispersion in the liquid fatty phase by heating
above their melting temperature. It may then be a chemical
crosslinking, by reaction with a polyfunctional monomer during the
polymerization. It may also be a physical crosslinking which may,
in this case, be due either to the establishment of bonds of
hydrogen or dipolar type between groups borne by the polymer, such
as, for example, the dipolar interactions between carboxylate
ionomers, these interactions being of small amount and borne by the
polymer skeleton; or to a phase separation between the
crystallizable blocks and the amorphous blocks borne by the
polymer.
[0062] Preferably, the semi-crystalline polymers in the composition
according to the invention are non-crosslinked.
[0063] As specific examples of the structuring semi-crystalline
polymer that may be used in the composition according to the
invention, mention may be made of the products Intelimer.RTM. from
the company Landec, described in the brochure "Intelimer.RTM.
polymers", Landec IP22 (Rev. 4-97). These polymers are in solid
form at ambient temperature (25.degree. C.). They bear
crystallizable side chains and have the formula X above.
[0064] Mixture of High-Melting Semi-Crystalline Polymer and
Low-Melting Semi-Crystalline Polymer
[0065] In the description hereinbelow, the semi-crystalline
polymer(s) with a melting temperature mp.sub.2 of less than
50.degree. C. will be referred to as "low-melting polymers" and the
crystalline or semi-crystalline compound(s) with a melting
temperature mp.sub.1 of greater than or equal to 50.degree. C. will
be referred to as "high-melting compounds". According to the
invention, the melting point may be measured especially by any
known method and in particular using a differential scanning
calorimeter (DSC).
[0066] The composition advantageously comprises a mixture of a
polymer selected from low-melting polymers having a melting
temperature of less than 50.degree. C. and of a polymer selected
from high-melting polymers having a melting temperature of at least
50.degree. C.
[0067] According to the invention, the high-melting
semi-crystalline compound(s) are advantageously polymers with a
melting temperature mp.sub.1 such that 50.degree.
C..ltoreq.mp.sub.1 .ltoreq.150.degree. C., better still 55.degree.
C. <mp.sub.1.ltoreq.150.degree. C., and preferably 60.degree.
C..ltoreq.mp.sub.1<130.degree. C., and the low-melting polymers
advantageously have a melting temperature mp.sub.2 such that
30.degree. C..ltoreq.mp.sub.2.ltoreq.50.degree. C. and better still
35.degree. C..ltoreq.mp.sub.2.ltoreq.45.degree. C. This melting
temperature is a first-order change of state temperature.
[0068] In general the low-melting polymers have a melting
temperature mp.sub.2 at least equal to the temperature of the
keratinous support intended for receiving the composition according
to the invention.
[0069] As high-melting compounds that may be used in the invention,
mention may be made of high-melting waxes, for instance certain
polyethylene waxes such as Epolene N-14 sold by Eastman Chemical
Cie., carnauba waxes and certain microcrystalline waxes, for
instance those sold by Tisco under the brand name "Tisco wax 88",
and also high-melting semi-crystalline polymers. Preferably, the
high-melting compound is a second high-melting organic solid
semi-crystalline polymer. However, it is possible to use, as
high-melting compound, crystalline polymers that are solid at
ambient temperature, having a melting temperature of greater than
50.degree. C., random polymers comprising a controlled
crystallization, as described in document EP-A-0 951 897, and more
particularly the commercial products Engage 8 401 and Engage 8 402
from DuPont de Nemours, with melting temperatures of 51.degree. C.
and 64.degree. C. respectively, which are ethylene/1-octene random
biopolymers.
[0070] i) The semi-crystalline polymers with a melting point of
less than 50.degree. C. are especially those described in Examples
3, 4, 5, 7 and 9 of patent U.S. Pat. No. 5,156,911, containing a
--COOH group, resulting from the copolymerization of acrylic acid
and of a C.sub.5 to C.sub.16 alkyl (meth)acrylate with a melting
temperature ranging from 20.degree. C. to 35.degree. C., and more
particularly from the copolymerization:
[0071] of acrylic acid, of hexadecyl acrylate and of isodecyl
acrylate in a 1/16/3 ratio,
[0072] of acrylic acid and of pentadecyl acrylate in a 1/19
ratio,
[0073] of acrylic acid, of hexadecyl acrylate and of ethyl acrylate
in a 2.5/76.5/20 ratio,
[0074] of acrylic acid, of hexadecyl acrylate and of methyl
acrylate in a 5/85/10 ratio,
[0075] of acrylic acid and of polyoctadecyl methacrylate in a
2.5/97.5 ratio.
[0076] It is also possible to use the polymer Structure "O" from
National Starch, such as the product described in document U.S.
Pat. No. 5,736,125 with a melting temperature of 44.degree. C., and
also the semi-crystalline polymers with crystallizable pendent
chains comprising fluoro groups, as described in Examples 1, 4, 6,
7 and 8 of document WO-A-01/19333.
[0077] It is also possible to use the low-melting semi-crystalline
polymers obtained by copolymerization of stearyl acrylate and of
acrylic acid or of NVP, as described in document U.S. Pat. No.
5,519,063 or EP-A-550 745 and more especially those described in
Examples 1 and 2 below, of polymer preparation.
[0078] ii) The semi-crystalline polymers with a melting point of
greater than or equal to 50.degree. C. are especially the Intelimer
described in the brochure "Intelimer.RTM. polymers", Landec IP22
(Rev. 4-97) with a melting temperature of 56.degree. C., which is
an impermeable, non-sticky product that is viscous at ambient
temperature.
[0079] It is also possible to use semi-crystalline polymers
obtained by copolymerization of behenyl acrylate and of acrylic
acid or of NVP, as described in documents U.S. Pat. No. 5,519,063
and EP-A-0 550 745, and more especially those described in Examples
3 and 4 below, of polymer preparation.
[0080] Preferably, the low-melting semi-crystalline polymers and/or
those with a high melting point do not comprise a carboxylic
group.
[0081] According to the invention and advantageously, the
high-melting compound (crystalline or semi-crystalline) and the
low-melting compound are in a weight ratio ranging from 10/90 to
90/10, better still from 40/60 to 60/40 and more preferably in a
weight ratio of close to 50/50.
[0082] Advantageously, the weight ratio of semi-crystalline polymer
having an organic structure relative to the liquid fatty phase is
from 0.20 to 0.60 and better still from 0.25 to 0.50, so as to
obtain a hard stick that breaks down on contact with the skin or
the lips, in particular having a hardness ranging from 100 to 350
gf.
[0083] The gelation of the fatty phase may be adjusted depending on
the nature of the polymer(s) and their respective concentrations,
and may be such that a rigid structure in the form of a tube or a
stick is obtained.
[0084] The content of each polymer is chosen according to the
desired hardness of the composition and as a function of the
particular application intended. The respective amounts of polymer
may be such that they allow the production of a solid that can be
broken down, in particular having a hardness ranging from 100 to
350 gf. This hardness may be measured by the "cheesewire" method,
which consists in cutting a tube of lipstick 12.7 mm in diameter
and in measuring the hardness at 20.degree. C., using a DFGHS 2
tensile testing machine from the company Indelco-Chatillon,
travelling at a speed of 100 mm/minute. It is expressed as the
shear force (expressed as gram-force) required to cut a stick under
these conditions.
[0085] This hardness is such that the composition is
self-supporting and can be broken down easily to form a
satisfactory deposit on the skin and the lips. In addition, with
this hardness, the composition of the invention in cast form,
especially in the form of a stick, shows good impact strength.
[0086] The composition of the invention is preferably in the form
of a solid stick with a hardness ranging from 100 gf to 350 gf,
measured according to the "cheesewire" method. However, it is
possible to use an amount of semi-crystalline polymer such that the
composition is in the form of a soft paste that can be applied by
finger or by using an applicator to keratin materials.
[0087] In practice, the total amount of semi-crystalline polymer(s)
represents from 0.1% to 80%, better still from 0.5% to 40% and even
better still from 3% to 30% of the total weight of the composition.
It preferably represents from 15% to 25% by weight of the
composition.
[0088] The tubes or sticks according to the invention produce,
after application, a glossy, non-sticky coating of uniform colour
that gives good coverage (i.e. the skin or the lips do not show
through the makeup).
[0089] Ester
[0090] The word "ester" according to the invention signifies a
monoester.
[0091] The ester according to the invention contains 10 to 40
carbon atoms, preferably 10 to 30 carbon atoms, more preferably 12
to 26 carbon atoms and more preferably still 16 to 22 carbon
atoms.
[0092] The ester according to the invention is preferably liquid at
ambient temperature (25.degree. C.). It is advantageously aliphatic
and/or linear.
[0093] The ester preferably represents from 10% to 40% by weight of
the composition, and better still from 15% to 30%, preferably from
20% to 25%.
[0094] The ester preferably represents from 15% to 50% of the
liquid fatty phase, preferably from 25% to 40%.
[0095] The weight ratio of the ester relative to the
semi-crystalline polymer is advantageously between 1 and 2,
preferably from 1.3 to 1.7.
[0096] The ester according to the invention may be selected
from
[0097] synthetic esters, in particular of fatty acids, such as the
oils of formula R.sub.1COOR.sub.2 in which R.sub.1 represents the
residue of a higher fatty acid containing 1 to 38 carbon atoms and
R.sub.2 represents a hydrocarbon chain containing 1 to 38 carbon
atoms with 39.gtoreq.R.sub.1+R.sub.2.gtoreq.10, such as, for
example, purcellin oil, isononyl isononanoate, isopropyl
isostearate, isopropyl myristate, 2-ethylhexyl palmitate,
2-octyldodecyl stearate, 2-octyldodecyl erucate and isostearyl
isostearate;
[0098] hydroxy esters such as isostearyl lactate, octyl
hydroxystearate, octyldodecyl hydroxystearate, and heptanoates,
octanoates and decanoates of fatty alcohols;
[0099] oleyl erucate;
[0100] a C12-C15 alkyl benzoate ester (such as Finsolv TN, sold by
the company Finetex),
[0101] and mixtures thereof.
[0102] Liquid Fatty Phase
[0103] For the purposes of the patent application, the term "liquid
fatty phase" means a fatty phase that is liquid at ambient
temperature (25.degree. C.) and atmospheric pressure (760 mmHg),
composed of one or more mutually compatible fatty substances that
are liquid at ambient temperature, also known as oils. This fatty
phase is macroscopically homogeneous.
[0104] Advantageously, the liquid fatty phase, structured with the
semi-crystalline polymers, constitutes the continuous phase of the
composition. This fatty phase may contain one or more apolar or
non-polar oils or a mixture of apolar oil(s) and of polar oil(s) or
a mixture of polar oils, other than the aliphatic alcohol described
above.
[0105] The apolar oils according to the invention are in particular
silicone oils such as linear or cyclic polydimethylsiloxanes (PDMS)
which are liquid at ambient temperature; polydimethylsiloxanes
containing alkyl, alkoxy or phenyl groups, pendent and/or at the
end of a silicone chain, these groups containing from 2 to 24
carbon atoms and being liquid at ambient temperature; phenyl
silicones, for instance phenyl trimethicones, phenyl dimethicones,
phenyl trimethylsiloxy diphenylsiloxanes, diphenyl dimethicones,
diphenyl methyldiphenyl trisiloxanes, and 2-phenylethyl
trimethylsiloxysilicates, which are liquid; linear or branched
hydrocarbons or fluorocarbons of synthetic or mineral origin, which
are liquid, for instance liquid paraffins and derivatives thereof,
petroleum jelly, polydecenes, hydrogenated polyisobutene such as
Parleam.RTM. sold by the company Nippon Oil Fats, and squalane; and
mixtures thereof. Preferably, the apolar oils used are liquid
apolar oils of the hydrocarbon-based type, of mineral or synthetic
origin, chosen especially from Parleam.RTM. oil (hydrogenated
isoparaffin), isoparaffins and squalane, and mixtures thereof.
[0106] The liquid fatty phase advantageously comprises at least one
polar oil and at least one sparingly polar oil, for instance
isononyl isononanoate.
[0107] In particular, the polar oils of the invention are:
[0108] hydrocarbon-based plant oils with a high content of
triglycerides consisting of fatty acid esters (of C.sub.8 to
C.sub.24) of glycerol in which the fatty acids may have varied
chain lengths, these chains possibly being linear or branched, and
saturated or unsaturated; these oils are, in particular, wheatgerm
oil, corn oil, sunflower oil, shea butter, castor oil, sweet-almond
oil, macadamia oil, apricot oil, soybean oil, rapeseed oil, cotton
oil, alfalfa oil, poppy oil, pumpkin oil, sesame oil, marrow oil,
avocado oil, hazelnut oil, grapeseed oil, blackcurrant seed oil,
evening primrose oil, millet oil, barley oil, quinoa oil, olive
oil, rye oil, safflower oil, candlenut oil, passionflower oil and
musk rose oil; or alternatively caprylic/capric acid triglycerides
such as those sold by the company Stearineries Dubois or those sold
under the names Miglyol 810, 812 and 818 by the company Dynamit
Nobel;
[0109] synthetic oils of formula R.sub.5COOR.sub.6 in which R.sub.5
represents a linear or branched higher fatty acid residue
containing from 7 to 40 carbon atoms and R.sub.6 represents a
branched hydrocarbon-based chain containing from 3 to 40 carbon
atoms, such as, for example, purcellin oil (cetostearyl octanoate),
isononyl isononanoate and C.sub.12 to C.sub.15 alcohol
benzoate;
[0110] synthetic esters and ethers, for instance isopropyl
myristate, 2-ethylhexyl palmitate, alcohol or polyalcohol
octanoates, decanoates or ricinoleates, and hydroxylated esters,
for instance isostearyl lactate or diisostearyl malate; and
pentaerythritol esters;
[0111] fatty acids containing from 12 to 22 carbon atoms such as
oleic acid, linoleic acid or linolenic acid;
[0112] mixtures thereof.
[0113] The liquid fatty phase represents, in practice, from 5% to
99% and preferably from 20% to 80% of the total weight of the
composition. It advantageously represents at least 60% of the total
weight of the composition.
[0114] Colorant
[0115] The composition advantageously comprises a colorant, which
may be selected from the lipophilic dyes, hydrophilic dyes,
pigments and nacres usually used in cosmetic or dermatological
compositions, and mixtures thereof. This colorant is generally
present in a proportion of from 0.01% to 50% (solids), and
preferably from 5% to 30%, of the total weight of the composition
(if present).
[0116] The fat-soluble dyes are, for example, Sudan Red, D&C
Red 17, D&C Green 6, .beta.-carotene, soybean oil, Sudan Brown,
D&C Yellow 11, D&C Violet 2, D&C Orange 5, quinoline
yellow and annatto. They can represent from 0% to 20% of the weight
of the composition and better still from 0.01% to 6% (if present).
The water-soluble dyes are, for example, beetroot juice or
methylene blue, and can represent up to 6% of the total weight of
the composition.
[0117] The pigments may be white or coloured, mineral and/or
organic, and coated or uncoated. Among the mineral pigments which
may be mentioned are titanium dioxide or zinc dioxide, optionally
surface-treated, zirconium oxide or cerium oxide, as well as iron
oxides, chromium oxide, manganese violet, ultramarine blue,
chromium hydrate and ferric blue. Among the organic pigments which
may be mentioned are carbon black, pigments of D&C type, and
lakes based on cochineal carmine or on barium, strontium, calcium
or aluminium (such as D&C Red 27, 21 or 7, D&C Yellow 5 or
6 and FD&C Blue No. 1) The pigments can represent from 0 to 40%
(0.01% to 40%), especially from 0.5% to 35% and better still from
2% to 25% of the total weight of the composition (if present).
[0118] The nacreous pigments may be chosen from white nacreous
pigments such as mica, especially mica coated with titanium or with
bismuth oxychloride, coloured nacreous pigments such as titanium
mica with iron oxides, titanium mica with, in particular, ferric
blue or chromium oxide, titanium mica with an organic pigment of
the type mentioned above, and also nacreous pigments based on
bismuth oxychloride. They can represent from 0% to 25% (0.05% to
25%) and better still from 0.1% to 15% of the total weight of the
composition (if present).
[0119] Advantageously, the pigments and nacres are introduced into
the composition in the form of a pigment paste.
[0120] For the purposes of the invention, the term "pigment paste"
means a concentrated colloidal dispersion of coated or uncoated
coloured particles in a continuous medium, optionally stabilized
using a dispersant.
[0121] As will be appreciated, the person skilled in the art will
take care to select the optional additional additives and/or the
amount thereof such that the advantageous properties of the
composition according to the invention are not, or are not
substantially, adversely affected by the envisaged addition.
[0122] The makeup composition of the invention may be in the form
of a coloured product, in particular for the skin, optionally
having care or treatment properties, and may be in particular a
foundation, a blusher, a rouge, an eyeshadow, a concealer product,
an eyeliner or a body makeup product; a lip makeup product, for
instance a lipstick, a lipgloss or a lip pencil, optionally with
care or treatment properties; a makeup product for the epidermal
derivatives, for instance the nails, for the eyelashes in the form
of a mascara, or for the eyebrows and the hair. It is preferably
anhydrous or in cast form.
[0123] As will be appreciated, the composition of the invention
must be cosmetically acceptable, i.e. it must contain a
physiologically acceptable non-toxic medium and must be able to be
applied to human skin, epidermal derivatives or lips of the face.
For the purposes of the invention, the expression "cosmetically
acceptable" means a composition of pleasant appearance, odour, feel
and, where appropriate, taste.
[0124] At least one wax such as those used hithero in cosmetics may
also be used in the composition of the invention.
[0125] For the purposes of the present invention, a wax is a
lipophilic fatty compound that is solid at ambient temperature
(25.degree. C.) and atmospheric pressure (760 mmHg), which
undergoes a reversible solid/liquid change of state, having a
melting temperature of greater than 40.degree. C. and better still
greater than 50.degree. C., which may range up to 200.degree. C.,
and having an anisotropic crystalline organization in the solid
state. The size of the crystals is such that the crystals diffract
and/or scatter light, giving the composition a cloudy, more or less
opaque appearance. By bringing the wax to its melting temperature,
it is possible to make it miscible with oils and to form a
microscopically homogeneous mixture, but, on returning the
temperature of the mixture to ambient temperature,
recrystallization of the wax in the oils of the mixture is
obtained. This recrystallization in the mixture may be responsible
for the reduction in the gloss of the said mixture. Thus the
composition advantageously contains little or no standard waxes,
and especially less than 10% by weight and better still less than
5% of standard wax relative to the total weight of the
composition.
[0126] For the purposes of the patent application, the standard
waxes are those generally used in cosmetology and dermatology; they
are especially of natural origin, for instance beeswax, candelilla
wax, ouricury wax, Japan wax, cork fibre wax, sugarcane wax,
paraffin wax, lignite wax, microcrystalline waxes with a melting
point>50.degree. C., lanolin wax, montan wax, ozokerites and
hydrogenated oils such as hydrogenated jojoba oil, but also waxes
of synthetic origin, for instance polyethylene waxes derived from
the polymerization of ethylene, waxes obtained by Fischer-Tropsch
synthesis, with a melting point>50.degree. C., fatty acid esters
and glycerides that are solid at 50.degree. C., and silicone waxes,
for instance alkyl- and alkoxy-poly(di)methylsiloxanes and/or
poly(di)methylsiloxane esters that are solid at 50.degree. C.
[0127] Advantageously, the composition of the invention contains
little or no "matting" fillers and in particular less than 5% of
matting filler. This is especially the case when it is desired to
obtain a glossy coating on keratin materials such as the lips, the
eyelashes and the hair. In contrast, fillers of this type may be
used for a foundation. A matting filler is generally a filler that
absorbs the skin's sweat and/or sebum, for instance silicas, talcs,
clays, kaolins and polyamide powders (Nylon.RTM.).
[0128] The composition according to the invention may be
manufactured by the known processes generally used in
cosmetology.
[0129] The invention further provides a cosmetic process for caring
for, making up or treating human keratin materials and especially
human skin, facial lips and epidermal derivatives, comprising the
application of the composition, especially the cosmetic composition
as defined above, to the keratin materials.
[0130] The invention further provides for the use of an ester
containing 10 to 40 carbon atoms in a makeup composition comprising
a) at least one liquid fatty phase structured with at least one
semi-crystalline polymer having an organic structure, the melting
temperature of which is greater than or equal to 30.degree. C., and
b) a colorant, the liquid fatty phase, the colorant, the ester and
the polymer forming a physiologically acceptable medium.
[0131] The invention further provides for the use of a sufficient
amount of an ester containing 10 to 40 carbon atoms in a
composition containing a physiologically acceptable medium
comprising a) at least one liquid fatty phase structured with at
least one semi-crystalline polymer having an organic structure, the
melting temperature of which is greater than or equal to 30.degree.
C., and b) a colorant, as an agent for imparting smoothness on
application and gloss to the said composition.
[0132] The invention further provides for the use of an ester
containing 10 to 40 carbon atoms in a cosmetic composition
containing a physiologically acceptable medium comprising at least
one liquid fatty phase structured with at least one
semi-crystalline polymer having an organic structure to obtain a
composition which is smooth on application and glossy.
[0133] The invention is illustrated in greater detail in the
examples that follow. The amounts are given as percentages by
mass.
I) EXAMPLES OF MANUFACTURE OF SIMI-CRYSTALLINE POLYMERS
Example 1
Homopolymer with a Melting Point of 48.degree. C.
[0134] 120 g of Parleam are introduced into a 1 l reactor equipped
with a central paddle stirrer, a condenser and a thermometer, and
are heated from ambient temperature to 80.degree. C. over 45
minutes. At 80.degree. C., the mixture C.sub.1 below is introduced
over 2 hours: 40 g of cyclohexane+4 g of Trigonox 141
[2,5-bis(2-ethylhexanoylperoxy)-2,5-dimet- hylhexane].
[0135] 30 minutes after the start of addition of the mixture
C.sub.1, the mixture C.sub.2 is introduced over 1 hour 30 minutes,
this mixture consisting of:
[0136] 200 g of stearyl acrylate+400 g of cyclohexane.
[0137] At the end of the two additions, the mixture is stirred for
a further 3 hours at 80.degree. C. and all of the cyclohexane
present in the reaction medium is then distilled off at atmospheric
pressure. This gives the polymer at a concentration of 60% by
weight of active substance in the Parleam.
[0138] Its weight-average molecular mass is of the order of 20
000-30 000 and its melting temperature T.sub.m is 48.degree. C.,
measured by DSC.
Example 2
Copolymer with a Melting Point of 48.degree. C.
[0139] The same procedure as in Example 1 is applied, except that a
mixture of 10 g of N-vinylpyrrolidone and 190 g of stearyl acrylate
is used.
[0140] The polymer obtained is at a concentration of 60% by weight
of active substance in Parleam, its weight-average molecular mass
is 43 000-53 000 and its T.sub.m is 48.degree. C.
Example 3
Homopolymer with a Melting Point of 58.degree. C.
[0141] The same procedure as in Example 1 is applied, except that
behenyl acrylate is used instead of stearyl acrylate. The polymer
obtained is at a concentration of 60% by weight of active substance
in Parleam. Its weight-average molecular mass is 17 000-27 000 and
its T.sub.m is 58.degree. C.
Example 4
Copolymer with a Melting Point of 58.degree. C.
[0142] The same procedure as in Example 2 is applied, except that
behenyl acrylate is used instead of stearyl acrylate. The polymer
obtained is at a concentration of 60% by weight of active substance
in Parleam.RTM.. Its weight-average molecular mass is 23 500-33 500
and its T.sub.m is 58.degree. C.
II) COMPOSITION EXAMPLES
Example 5
Lipstick Formula
[0143]
1 Percentage by weight 2-Octyldodecanol 14.5 Diisostearyl malate
9.5 Polyhydroxystearic acid 2 Hydrogenated coco-glycerides 2
Homopolymer prepared according to Example 1 11 Homopolymer prepared
according to Example 3 11 Pigments 9 Filler 1 Nacre 3 Isononyl
isononanoate qs 100
[0144] This formula is smooth on application and as a coating is
glossy and comfortable.
* * * * *