U.S. patent number 3,904,748 [Application Number 05/294,188] was granted by the patent office on 1975-09-09 for hair cosmetic preparation.
This patent grant is currently assigned to Therachemie Chemisch-Therapeutische Gesellschaft mbH. Invention is credited to Hans Werner Eckert, Peter Flemming, Karl Giede.
United States Patent |
3,904,748 |
Eckert , et al. |
September 9, 1975 |
Hair cosmetic preparation
Abstract
A hair cosmetic preparation containing the acylation products of
protein aminolyzates which have been prepared by reacting natural
proteins with di- and/or poly-amines containing 2 to 10 carbon
atoms and containing additional N-hydroxyalkyl groupings.
Inventors: |
Eckert; Hans Werner
(Dusseldorf, DT), Flemming; Peter
(Oberhausen-Sterkrade, DT), Giede; Karl (Dusseldorf,
DT) |
Assignee: |
Therachemie Chemisch-Therapeutische
Gesellschaft mbH (Dusseldorf, DT)
|
Family
ID: |
5822618 |
Appl.
No.: |
05/294,188 |
Filed: |
October 2, 1972 |
Foreign Application Priority Data
|
|
|
|
|
Oct 18, 1971 [DT] |
|
|
2151740 |
|
Current U.S.
Class: |
424/70.14 |
Current CPC
Class: |
A61K
8/65 (20130101); A61K 8/64 (20130101); A61Q
5/00 (20130101); C07K 1/126 (20130101); A61Q
5/02 (20130101) |
Current International
Class: |
A61K
8/64 (20060101); A61K 8/65 (20060101); A61K
8/30 (20060101); C07K 1/00 (20060101); C07K
1/12 (20060101); A61k 007/06 () |
Field of
Search: |
;424/70 |
Other References
Abstract of German Patent No. 1,959,651, 3-6-1971..
|
Primary Examiner: Friedman; Stanley J.
Attorney, Agent or Firm: Hammond & Littell
Claims
We claim:
1. A hair cosmetic preparation consisting essentially of a
composition consisting essentially of (a) from about 0.1% to 10% by
weight of an acylation product consisting essentially of (1) a
natural protein having been reacted with an amine selected from the
group consisting of diamine with 2 to 10 carbon atoms, polyamine
with 2 to 10 carbon atoms and the mixtures thereof by heating said
protein with at least an equal amount by weight of said amine at
temperatures between 80.degree.C and 200.degree.C to produce a
protein-aminolyzate, (2) said protein-aminolyzate having been
reacted with an epoxide compound having 3 to 24 carbon atoms in the
molar ratio of 1:(0.5 to 1.5) at elevated temperature to produce a
protein-aminolyzate having at least one additional N-hydroxyalkyl
substituent having from 3 to 24 carbon atoms, and (3) said
protein-aminolyzate having said at least one substituent having
been acylated with the acyl of a carboxylic acid having 10 to 24
carbon atoms with the amount of said carboxylic acid ranging from
about 0.5 to 1.5 mol per mol of said proteinaminolyzate at
temperatures between 100.degree.C and 150.degree.C to produce said
acylation product, (b) from 0% to about 50% by weight of a surface
active component, (c) from 0 to about 5% by weight of a
superfatting agent component, (d) from 0 to about 5% by weight of a
thickener component, (e) from 0 to about 15% by weight of a builder
component, (f) from 0 to about 10% by weight of an emulsifier
component, (g) from 0 to about 10% by weight of solution aid
components, (h) from 0 to about 2% by weight of an acid additive
component, (i) from 0 to about 2% by weight of a film forming
component, (j) from 0 to about 7% by weight of other components
selected from the group consisting of perfumes, preservatives,
plant extracts and vitamin complexes, and (k) the balance up to
100% by weight of an aqueous preparation.
2. The hair cosmetic preparation of claim 1, in which the molecular
weight of the protein-aminolyzate is in the range of 300 to
1000.
3. The hair cosmetic preparation of claim 2, in which the
protein-aminolyzate has a molecular weight in the range of 350 to
700.
4. The hair cosmetic preparation of claim 1, in which the
composition comprises the said acylation products dispersed in a
media selected from the group consisting of aqueous dispersion and
aqueous-alcoholic dispersion.
5. The hair cosmetic preparation of claim 1, in which the
protein-aminolyzate is the reaction product of an aliphatic amine
of the formula
NH.sub.2 -- [(CH.sub.2).sub.n -- NH].sub.m -- H
in which
n is an integer from 2 to 10
m is an integer from 1 to 5
with the proviso that the total number of carbon atoms does not
exceed 10, with a natural protein selected from the group
consisting of glue, gelatin, albumin, collagen, keratin, casein,
protein derived from feathers, hair protein, cottonseed protein and
soya protein.
6. The hair cosmetic preparation of claim 5, in which the aliphatic
amine is selected from the group consisting of ethylenediamine,
1,4-diaminobutane, diethylenetriamine, 1,6-diaminohexane,
triethylenetetramine, and tetraethylenepentamine.
7. A hair cosmetic preparation consisting essentially of a
composition consisting essentially of (a) from about 0.1% to 10% by
weight of an acylation product consisting essentially of (1) a
natural protein having been reacted with an amine selected from the
group consisting of diamine with 2 to 10 carbon atoms, polyamine
with 2 to 10 carbon atoms and the mixtures thereof by heating said
protein with at least an equal amount by weight of said amine at
temperatures between 80.degree.C and 200.degree.C to produce a
protein-aminolyzate, and (2) said protein-aminolyzate having been
reacted with a glycidyl ester of a carboxylic acid having 10 to 24
carbon atoms, in the range of 1 to 3 mols of said glycidyl ester
per mol of said protein-aminolyzate at temperatures in the range of
70.degree. to 150.degree.C to produce the acylation product of said
protein-aminolyzate having at least one additional N-hydroxyalkyl
substituent, (b) from 0 to about 50% by weight of a surface active
component, (c) from 0% to about 5% by weight of a superfatting
agent component, (d) from 0 to about 5% by weight of a thickener
component, (e) from 0 to about 15% by weight of a builder
component, (f) from 0 to about 10% by weight of an emulsifier
component, (g) from 0 to about 10% by weight of solution aid
components, (h) from 0 to about 2% by weight of an acid additive
component, (i) from 0 to about 2% by weight of a film forming
component, (j) from 0 to about 7% by weight of other components
selected from the group consisting of perfumes, preservatives,
plant extracts and vitamin complexes, and (k) the balance up to
100% by weight of an aqueous preparation.
8. A process for treating human hair comprising applying to said
hair an effective amount of the hair cosmetic preparation of claim
1.
9. A process for treating human hair comprising applying to said
hair an effective amount of the hair cosmetic preparation of claim
7.
Description
PRIOR ART
It is known to add modified proteins to cosmetic preparations,
especially to hair treatment compositions. Thus, for example,
acylated or sulfonated protein hydrolyzates or aminolyzates which
have surface-active properties are used in hair shampoos or hair
waving preparations. Protein hydrolyzates, which are obtained by
alkaline hydrolysis or enzymic decomposition of natural proteins,
have previously been extensively utilized as effective ingredients
of the protein type in hair treatment compositions. The capacity of
these products to be substantially absorbed by the hair is however
relatively small, so that relatively high concentrations of peptide
derivatives are necessary in the treatment compositions in order to
obtain useful results. In addition to this, the absorptive capacity
is strongly dependent on pH, as well as upon the relationships
between the various components of the respective formulations; and
these relationships are not yet clearly understood.
OBJECTS OF THE INVENTION
It is an object of the present invention to overcome all of the
above described disadvantages by providing a hair cosmetic
preparation containing modified protein aminolyzates.
It is a further object of the present invention to provide a hair
cosmetic preparation comprising a composition containing from about
0.1 to 10% by weight of the acylation product of
protein-aminolyzates having at least one additional N-hydroxyalkyl
substituent, said protein-aminolyzate being the reaction product of
a natural protein with an amine selected from the group consisting
of diamine with 2 to 10 carbon atoms, polyamine with 2 to 10 carbon
atoms and the mixtures thereof.
It is another object of the present invention to provide a process
for treating human hair comprising applying to said hair an
effective amount of a composition containing from about 0.1 to 10%
by weight of the acylation product of protein-aminolyzates having
at least one additional N-hydroxyalkyl substituent, said
protein-aminolyzate being the reaction product of a natural protein
with an amine selected from the group consisting of diamine with 2
to 10 carbon atoms, polyamine with 2 to 10 carbon atoms and the
mixtures thereof, in an aqueous preparation.
These and other objects of the present invention will become
apparent as the description thereof proceeds.
DESCRIPTION OF THE INVENTION
The present invention is directed to a hair cosmetic preparation
comprising a composition containing from about 0.1 to 10% by weight
of the acylation product of proteinaminolyzates having at least one
additional N-hydroxyalkyl substituent, said protein-aminolyzate
being the reaction product of a natural protein with an amine
selected from the group consisting of diamine with 2 to 10 carbon
atoms, polyamine with 2 to 10 carbon atoms and the mixtures
thereof.
The present invention is further directed to a process for treating
human hair comprising applying to said hair an effective amount of
a composition containing from about 0.1 to 10% by weight of the
acylation product of protein-aminolyzates having at least one
additional N-hydroxyalkyl substituent, said protein-aminolyzate
being the reaction product of a natural protein with an amine
selected from the group consisting of diamine with 2 to 10 carbon
atoms, polyamine with 2 to 10 carbon atoms and the mixtures
thereof, in an aqueous preparation.
The protein aminolyzates starting materials are known from the
literature, and their preparation may be carried out, for example,
according to the procedure described in the German Pat. No.
1,959,651. These protein aminolyzates preferably have molecular
weights from 300 to 1000.
A preferred method of preparing the protein-aminolyzates used as
starting materials in the process and products according to the
invention, the protein may be derived from any vegetable or animal
proteins, for example glue, gelatin, albumin, collagen, keratin,
casein, feather protein, hair protein, cottonseed protein or soya
protein. For the aminolysis of such proteins, diamines and/or
polyamines with 2 to 10 carbon atoms are used. These amines are
preferably those aliphatic amines having the formula:
NH.sub.2 -- [(CH.sub.2).sub.n -- NH].sub.m -- H
in which n = 2 to 10 and m = 1 to 5 with the proviso that the total
number of carbon atoms does not exeed 10. Examples of these
preferred aliphatic amines are ethylenediamine, 1,4-diaminobutane,
diethylenetriamine, 1,6-diaminohexane, triethylenetetramine, or
tetraethylenepentamine.
The aminolysis of the proteins with the above-mentioned diamines
and/or polyamines may be effected in known way by heating the
proteins with at least an equal amount by weight of diamine and/or
polyamine under reduced pressure at temperatures between 80.degree.
and 200.degree.C until an aliquot part of the reaction mixture is
soluble in dilute acid.
An especially preferred embodiment for carrying out the aminolysis,
which leads to products with improved color quality, comprises
adding an amount by weight of water, equal to or greater than the
amount by weight of protein, to an amount by weight of diamine or
polyamine which is equal to the weight of protein, heating the
amine water mixture to 90.degree.C to 100.degree.C in a protective
gas and then introducing the protein therein. The temperature was
then, also in presence of protective gas, raised to 150.degree.C.
As soon as the reaction product was soluble in acid, water and
excess amine which might be present were removed under reduced
pressure.
The molecular weights of the aminolyzates from proteins and the
above-described diamines and/or polyamines generally lie in the
range of 300 to 1000. Preferred starting substances for the process
according to the invention are proteinaminolyzates with a molecular
weight lying in the range from 350 to 700.
The substances contained in the compositions according to the
invention are preparable from the protein-aminolyzates by reacting
them with epxoides containing 3 to 24 carbon atoms in the molar
ratio 1:(0.5 to 1.5) at elevated temperature and acylating the
reaction products. The term acylation products relates to
corresponding derivatives of carboxylic acids with 10 to 24 carbon
atoms. The N-hydroxyalkyl substituents present in the substances
preferably contain 3 to 24 carbon atoms. The acyl substitutent
having 10 to 24 carbon atoms may be added thereto by means of
carboxylic acids or suitable carboxylic acid esters of
corresponding chain length. The amount of the acylating agent
should be in the range of about 0.5 to 1.5 mol per mol of
protein-aminolyzate used. Examples of suitable epoxides which may
be used are: glycide, penteneoxide-1,2, octeneoxide-2,3,
deceneoxide-1,2, dodeceneoxide-1,2, octadeceneoxide-1,2,
docoseneoxide-1,2, tetracoseneoxide-1,2 alkylglycidyl ethers in
which the alkyl has 7 to 21 carbon atoms.
Examples of suitable acylating agents include for example alkanoic
acids of 10 to 24 carbon atoms such as capric acid, lauric acid,
myristic acid, palmitic acid, stearic acid, arachidic acid, behenic
acid, and lignoceric acid, alkenoic acids of 10 to 24 carbon atoms
such as oleic acid and erucic acid, hydroxy-alkanoic acids of 10 to
24 carbon atoms such as hydroxy-stearic acid, hydroxy-alkenoic
acids of 10 to 24 carbon atoms such as ricinoleic acid, alkadienoic
acids of 10 to 24 carbon atoms such as linoleic acid, alkatrienoic
acids of 10 to 24 carbon atoms such as linolenic acid, and the
mixtures thereof. Preferred are the naturally occurring fatty acids
having 10 to 24 carbon atoms. Other suitable acylating agents
include caryboxylic acids such as 2-methyl-stearic acid and
1-undecenoic acid-11.
The acylation may be effected at temperatures between 100.degree.C
and 150.degree.C. A portion of the substances contained in the hair
treatment compositions according to the invention can be prepared
in an especially simple manner by reacting the abovementioned
protein-aminolyzates with a glycidyl ester of a carboxylic acid
which contains 10 to 24 carbon atoms in the acyl substituent and
which correspond to the above mentioned carboxylic acids, at
temperatures of 70.degree. to 150.degree.C. According to this
procedure the protein-aminolyzates are reacted with glycidyl esters
of carboxylic acids of the general formula: ##EQU1## in which R
signifies an aliphatic hydrocarbon containing 9 to 23 carbon atoms.
The aliphatic hydrocarbon R may be a straight or branched chain and
be saturated or unsaturated. Preferably R is a straight chained
member selected from the group consisting of alkyl of 9 to 23
carbon atoms, alkenyl of 9 to 23 carbon atoms, alkadienyl of 9 to
23 carbon atoms, hydroxy alkyl of 9 to 23 carbon atoms,
hydroxyalkadienyl of 9 to 23 carbon atoms, and alkatrienyl of 9 to
23 carbon atoms, and the mixtures thereof.
The relative proportions of the protein aminolyzate and the
glycidyl ester of a carboxylic acid may vary within specified
limits, depending on the type and molecular weight of the
aminolyzate used. However, the range of 1 to 3 mol of glycidyl
esters per mol of aminolyzate are preferable, since the products
produced are more easily dispersible in water/alcohol mixtures.
The temperatures to be used lie in the range of 70.degree. to
150.degree.C. Basically the reaction may be carried out without use
of a solvent. Since, however, the reaction is strongly exothermic
and local overheating influences the color quality of the products,
the addition of a solvent in which the aminolyzates are soluble or
at least dispersible is preferable. Suitable solvents are, for
example, lower alcohols and/or water.
The reaction may be carried out by adding the glycidylester
portionwise to the aminolyzate heated to the desired reaction
temperature, to which a solvent is optionally added, and thoroughly
mixing the reaction material. After the termination of the glycidyl
ester addition, heating and thorough mixing of the reaction mixture
-- possibly after increasing the temperature -- is continued until
epoxide oxygen is no longer detectable. The separation of the
solvent, which may be present, may be effected by distillation
before or during the period subsequent to the reaction.
However no claim is being made to the processes for the preparation
of the protein aminolyzate.
In the simplest case, the compositions according to the invention
may contain 0.1 to 10% by weight, preferably 0.1 to 1.5% by weight
of an aqueous or aqueous-alcoholic dispersion of the described
substances and in this form may be used, for example, as an
after-rinsing preparation. The compositions may be adapted to for
other uses, such as for example, hair shampoos, hair dressings,
hair setting agents, and would therefore contain the customary
components used in the usual proportions in these compositions.
Accordingly, the compositions may contain from 0 to about 50% by
weight of surface-active components, usually being the anionic
sulfate surface-active compounds such as higher fatty alcohol
sulfates, higher fatty alcohol ether sulfates with 3 to 4 ethylene
oxide units in the molecule, higher alkylphenol ethoxylated
sulfates, monoglyceride sulfates, and also higher fatty
acid-protein condensation products, higher fatty acid sarcosides
and higher fatty acid methyl taurides. Also suitable for special
preparations are amphoteric surface-active compounds, such as for
example, the imidazole derivatives known by the name miranoles. The
abovementioned anionic surface-active compounds are present
preferably in the form of their alkali metal, such as sodium, and
triethanolamine salts and in certain cases such as, for example
myristyl alcohol-ethoxylated sulfate, also in the form of the
magnesium salts.
Emulsifying agents which may be present in the compositions from 0
to about 10% by weight according to the invention are soaps of
stearic, lauric and oleic acids in the form of their sodium,
potassium or alkanolamine salts, as well as the above mentioned
anionic sulfate surface-active compounds, and polyol-fatty acid
esters, for example glycerine monostearate, propylene glycol
monostearate, diethyleneglycol monostearate, some in admixture with
anionic emulsifiers, fatty alcohol mixtures in combination with
anionic emulsifiers; nonionic emulsifiers such as polyethylene
oxide glycol esters, for example polyhydroxyethylene stearate,
-laurate or -oleate, polyethylene oxide sorbitan esters, with
higher fatty acids, simple sorbitan esters such as sorbitan
monolaurate, -oleate, -sesqui-oleate, sterols,
polyoxyethyleneglycol esters of higher fatty acids, as, for example
the mono- and di-laurates, -oleates or -stearates of
polyoxyethyleneglycol with molecular weights of 200 to 600;
cationic emulsifiers such as lauryl ammonium chloride, cetyl
pyridinium chloride, cetyl trimethylammonium bromide,
diisobutyl-phenoxyethoxy-ethyldimethylbenzylammonium chloride,
alkyl-dimethylbenzylammonium chloride with 10 to 14 carbon atoms in
the alkyl residue, N-(stearylcolaminoformylmethyl)-pyridinium
chloride or the like; examples of amphoteric emulsifiers are
ethylenecycloimido-1-lauryl-2-hydroxyethylene-sodium alcoholate,
triethanolamine-.beta.-alanine, N-lauryl-aminopropionate,
N-lauryliminodipropionate, N-lauryl-diethyl-triaminoacetic acid,
etc.
The usual substances may also be added as thickeners, which are
present from 0 to about 5% by weight, such as, for example, sodium
alginates, fatty acid alkylolamides and some partial tylose slimes;
also higher molecular weight polyoxyethylene-glycol-mono- or
-di-esters of higher fatty acids, such as stearic acid and lauric
acid. In some cases, electrolytes such as sodium chloride or
ammonium chloride are also used as thickeners in combination with
alkyl polyoxyethylene sulfates.
In specified cases, superfatting agents may also be added to the
compositions according to the invention, in amounts of from 0 to
about 5% by weight for example polyhydroxyethylated lanoline
derivatives, lecithin derivatives or the already mentioned
alkylolamides, to which a certain oiling action belongs. The latter
may also serve as foam stabilizers in shampoos.
The compositions according to the invention may also contain lower
aliphatic alcohols as solvents, such as lower alkylols of 1 to 6
carbon atoms for example ethanol or isopropanol. So-called builder
components may be added from 0 to about 15% by weight, such as
paraffin, fats, lanolin and wool fat alcohols. Other usual
components may be added from 0 to about 7% by weight, such as
preservatives, especially formalin, sorbic acid and dehydroacetic
acid, 6-acetoxy-2,4-dimethyl-dioxane, esters of p-hydroxybenzoic
acid; biogenic substances such as plant extracts and vitamin
complexes. Solution aid components may be added from 0 to about 10%
by weight, such as lower alkylene glycols, for example
1,3-propanediol, 1,3-butyleneglycol, diethyleneglycol. Film forming
components may be added from 0 to about 2% by weight such as
polyvinylpyrrolidone, vinylpyrrolidone-vinyl acetate copolymers,
polymers of the acrylic acid series, dimethylhydantoinformaldehyde
resins, polymers of the 2-alkyl-2-oxazoline series. Acid adjusting
agents, especially fruit acids, such as citric acid and/or lactic
acid may be added from 0 to about 2 % by weight.
Relatively small contents of the protein-aminolyzate derivatives
described above impart to hair cosmetic preparations of various
compositions a good hair conditioning and structure-improving
activity. Generally from about 0.1 to 10% by weight, preferably 0.1
to 1.5% by weight, based upon the total composition weight, is
sufficient. For special preparations, which are to be used
particularly for the treatment of substantially damaged hair,
higher concentrations thereof could be used.
The following examples are merely illustrative of certain uses of
the products of the present invention and include hair shampoos,
hair dressings, hair after-rinsing compositions and hair setting
compositions with a content of the above-mentioned
protein-aminolyzate derivatives and the following composition,
without being deemed limitative of the present invention in any
manner thereof.
Hair Shampoo
10 to 50 parts by weight of surface-active components, especially
of the sulfate type,
0 to 10 parts by weight of soap,
0 to 5 parts by weight of superfatting agent,
0.5 to 2 parts by weight of protein derivative,
0 to 5 parts by weight of thickener,
0 to 2 parts by weight of other components (for example
preservatives, perfume, biogenic substances),
Remainder to 100 parts by weight of water.
Hair Dressing
2 to 15 parts by weight of builder components (for example paraffin
oil, fatty acid ester, wool fat)
1 to 10 parts by weight of emulsifier,
0 to 10 parts by weight of solution aids, especially lower
polyalcohols,
0.5 to 2 parts by weight of protein derivative,
0 to 7 by weight of thickeners and other components (for example
perfume, preservative, biogenic substances),
Remainder to 100 parts by weight of water and possibly lower
aliphatic alcohols.
Hair After-Rinsing Composition
0.5 to 5 parts by weight of protein derivative,
0 to 6 parts by weight of builder components (for example paraffin
oil, fatty acid esters, wool fat),
0 to 2 parts by weight of acid additives, especially fruit acids or
lactic acid,
0 to 5 parts by weight of emulsifier,
0 to 7 parts by weight of other components (for example perfume,
solution aids, biogenic substances),
Remainder to 100 parts by weight of water and possibly lower
aliphatic alcohols.
Hair Setting Composition
0.5 to 2 parts by weight of film forming compound,
0 to 1 parts by weight of emulsifier,
0.5 to 1 parts by weight of protein derivative,
0.1 to 0.2 parts by weight of acid additives, especially fruit
acids or lactic acid,
0 to 1 part by weight of other components (for example perfume,
biogenic substances),
20 to 50 parts by weight of ethanol or isopropanol,
Remainder to 100 parts by weight of water.
The following examples are further illustrative of the present
invention without being deemed limitative in any manner
thereof.
Protein Derivative A
A mixture of 1 kg of diethylenetriamine and 2 kg of water was
heated in a round-bottomed flask to 90.degree.C. 1 kg of casein was
added with stirring during a period of half an hour, and then the
reaction temperature was raised to 110.degree.C. The heating was
continued until an aliquot part of the reaction mixture was soluble
in dilute acid. Water and excess amine were distilled off in vacuo.
The protein-aminolyzate product was obtained in the form of a paste
after the cooling thereof, and it had an average molecular weight
of 550. This proteinaminolyzate was then reacted with about an
equimolar amount of hexadeceneoxide-1,2 at a temperature of about
130.degree.C. Then methyl stearate was added in about an equimolar
amount and was reacted therewith at 130.degree.C under reduced
pressure.
Protein Derivative B
Utilizing a procedure analogous to that described for obtaining
Protein Derivative A, the reaction product of a protein-aminolyzate
from gelatin and diethylenetriamine (mol. wt. = 510) with
hexadeceneoxide-1,2 and methyl stearate in about equimolar
proportion, was produced.
Protein Derivative C
Utilizing a procedure analogous to that described for obtaining
Protein Derivative A, the reaction product of a protein-aminolyzate
from albumin and diethylenetriamine (mol.wt. = 520) with
hexadeceneoxide-1,2 and methyl stearate in about equimolar
proportion, was produced.
Protein Derivative D
Utilizing a procedure analogous to that described for obtaining
Protein Derivative A, the reaction product of a protein-aminolyzate
from casein and tetraethylenepentamine (mol.wt. = 590) with
hexadeceneoxide-1,2 and methyl stearate in about equimolar
proportion, was produced.
Protein Derivative E
Utilizing a procedure analogous to that described for obtaining
Protein Derivative A, the reaction product of a protein-aminolyzate
from casein and diethylenetriamine (mol.wt. = 550) with dodecyl
glycidyl ether and methyl stearate in about equimolar proportion,
was produced.
Protein Derivative F
A procedure analogous to that described for obtaining Protein
Derivative A was utilized except that the reaction product of a
protein-aminolyzate from gelatin and diethylenetriamine (mol.wt. =
385) was reacted at 80.degree. to 90.degree.C with glycidyl laurate
in the molar ratio 1:2.
Protein Derivative G
Utilizing a procedure analogous to that described for obtaining
Protein Derivative F, the reaction product of a protein-aminolyzate
from gelatin and diethylenetriamine (mol.wt. = 385) with glycidyl
oleate in the molar ratio 1:2, was produced.
Protein Derivative H
Utilizing a procedure analogous to that described for obtaining
Protein Derivative F, the reaction product of a protein-aminolyzate
from gelatin and diethylenetriamine (mol.wt. = 385) with glycidyl
stearate in the molar ratio 1:2, was produced.
EXAMPLE 1
The Protein Derivatives A to H were incorporated in hair dressing
compositions of the following recipe:
Wool fat 1 part by weight Paraffin oil 1 " Fatty alcohol 1 "
Glyceride mixture 7 " Isopropyl myristate 1 " Glycerine 10 "
Non-ionic emulsifier 1 " Plant extract 1 " Cationic emulsifier 0.5
" Protein Derivatives A to H 1 " Swelling agent 0.2 " Perfume oil
0.3 " Water 75 "
In order to test the above hair dressing compositions, models with
structurally damaged hair were selected.
The hair was washed in each case, brushed and parted in the middle.
Then the hair dressing compositions were applied to one half of the
head and a blank experiment material (hair dressing composition
with omission of the protein derivative but otherwise the same
composition) was applied to the other half of the head. After a
treatment time of 15 minutes the hair was rinsed with warm water,
brushed and the wet combability and the body of the hair were
judged.
The hair was wound on rollers, dried and, after removal of the
rollers, the curls were tested for firmness and elasticity. The
judgments, which in each case were carried out by 10 experienced
persons, led to the following results. The body of the hair and the
wet combability of the hair were improved by the addition of the
Protein Derivatives A to H; the hair dried on rollers was firm as
compared with the blank experiment and the curls had an improved
springiness.
EXAMPLE 2
Hair rinsing compositions of the following recipe were
prepared:
Wool fat 1 part by weight Paraffin oil 1 " Glyceride mixture 2 "
Isopropyl myristate 2 " Fatty alcohol 0.4 " Glycerine 10 " Cationic
emulsifier 0.5 " Protein Derivatives A to H 1 " Swelling compounds
0.2 " Perfume oil 0.5 " Water 81.4 "
The technical application test was effected as described in Example
1; the treatment time was 5 minutes in each case. Ten experienced
persons judged the body of the hair, the wet combability, the
firmness and behavior of the hair dried on rollers. The hair showed
noticeable improvements compared with blank experiments and
comparative preparations which contained protein hydrolyzates
(Trade names WSP X 250 and WSP X 1000), with otherwise the same
composition, instead of the protein derivatives of the present
invention.
EXAMPLE 3
Hair shampoos of the following recipes were prepared:
Example 3(a): ______________________________________ Sodium lauryl
ethyleneglycol ethersulfate 10 parts by weight Fatty acid
alkanolamide 4 " Protein Derivatives A to H 1 " Sodium chloride 2 "
Perfume oil 0.3 " Water 82.7 " Example 3(b): Sodium lauryl sulfate
20 parts by weight Stearic acid 5 " Protein Derivatives A to H 1 "
Caustic soda 0.7 " Perfume oil 0.3 " Water 73 "
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The following experiments were carried out with the above-mentioned
hair shampoos in which models with slightly roughened hair were
chosen. The hair was wetted with water, parted in the middle and
half the head given a preliminary wash with 5 g of the hair shampoo
to be tested and the other half of the head with 5 g of a protein
derivative-free shampoo with otherwise the same composition. The
subsequent washing was then carried out in the same way and the
final judging was carried out by 10 experienced persons. In all
cases an improvement of the wet combability was found; the dry hair
felt slightly firm and heavy. The static charging of the hair was
noticeably reduced.
Comparative experiments were carried out with preparations
according to Comparative Example 3a, which contained, instead of
the Protein Derivatives A to H the same amount of commercial
protein hydrolyzates (Trade names WSP X 250 and WSP X 1000). The
treated hair showed the same quality as one washed with the above
described blank sample.
EXAMPLE 4
The following experiments were carried out with the hair rinses
according to Example 2:
Blonde models were chosen and were given a routine hair washing
prior to the following treatment. The hair was then brushed, parted
and one-half wetted with the experimental products, while the other
half remained untreated. After repeating the treatment three times
at intervals of a week in each case, a blonding effect was carried
out with a subsequent toning treatment. The differences observed in
the result of the toner nuance prove the structural activity of the
aminolysis products.
EXAMPLE 5
Utilizing a hair setting agent of the following composition:
Copolymerizate of 60% by weight vinylpyrrolidone 2 parts by weight
40% by weight of vinyl acetate Emulsifier (non-ionic) 0.35 " Plant
extract 0.40 " Protein Derivative G 0.20 " Perfume 0.15 "
Isopropanol 35.00 " Water 61.90 "
the following experiments were carried out:
Selected models with normal hair were given a hair washing. After
brushing, the hair was parted, one-half wetted with 10 ml of the
experimental product and the other half with 10 ml of a blank test
sample (preparation of the same composition without protein
derivative). The hair was wound on rollers and dried. In all cases
the hair had an improved firmness.
Although the present invention has been disclosed in connection
with a few preferred embodiments thereof, variations and
modifications may be resorted to by those skilled in the art
without departing from the principles of the new invention. All of
these variations and modifications are considered to be within the
true spirit and scope of the present invention as disclosed in the
foregoing description and defined by the appended claims.
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