U.S. patent application number 09/837243 was filed with the patent office on 2002-09-05 for oxidation hair dyeing agent composition.
Invention is credited to Gomes, Alvaro Luiz.
Application Number | 20020120989 09/837243 |
Document ID | / |
Family ID | 18861014 |
Filed Date | 2002-09-05 |
United States Patent
Application |
20020120989 |
Kind Code |
A1 |
Gomes, Alvaro Luiz |
September 5, 2002 |
OXIDATION HAIR DYEING AGENT COMPOSITION
Abstract
An oxidation hair dyeing agent composition provides a color tone
for dyed hair which is not easily affected by repeated washing with
cold and hot water containing shampoo and soap, and it has superior
wash resistance. The oxidation hair dyeing agent composition is
characterized as containing a cyclic silicone and a silicone
elastomer. As a two-component type oxidation hair dyeing agent
composition, it contains as the first component a mixture of an
oxidation dye precursor, a cyclic silicone, a silicone elastomer,
an emulsifying agent, and water. The mixture is emulsified in water
using the emulsifying agent. The second component of the
composition is an aqueous hydrogen peroxide solution.
Inventors: |
Gomes, Alvaro Luiz; (Sao
Paulo, BR) |
Correspondence
Address: |
DOW CORNING CORPORATION CO1232
2200 W. SALZBURG ROAD
P.O. BOX 994
MIDLAND
MI
48686-0994
US
|
Family ID: |
18861014 |
Appl. No.: |
09/837243 |
Filed: |
April 18, 2001 |
Current U.S.
Class: |
8/405 ; 8/406;
8/415; 8/421 |
Current CPC
Class: |
A61K 8/347 20130101;
A61K 8/585 20130101; A61K 8/891 20130101; A61K 8/898 20130101; A61Q
5/10 20130101; A61K 8/411 20130101; A61K 8/894 20130101; A61K 8/415
20130101 |
Class at
Publication: |
8/405 ; 8/406;
8/415; 8/421 |
International
Class: |
A61K 007/13 |
Foreign Application Data
Date |
Code |
Application Number |
Dec 26, 2000 |
JP |
JP 2000-395570 |
Claims
1. An oxidation hair dyeing agent composition comprising a mixture
of an oxidation dye precursor, a cyclic silicone, and a silicone
elastomer.
2. The composition according to claim 1 in which the oxidation dye
precursor is a compound selected from the group consisting of
p-phenylenediamine, p-nitro-o-phenylenediamine,
p-chlor-o-phenylenediamin- e, p-nitro-m-phenylenediamine sulfate,
toluene-2,5-diamine, toluene-3,4-diamine, toluene-2,5-diamine
sulfate, 2,4-diaminophenoxyethan- ol chloride, p-aminophenol,
p-methylaminophenol, m-aminophenol-o-aminophen- ol,
5-(2-hydroxyethylamino)-2-methylphenol, aminonitrophenol,
4,4'-diaminophenylamine, diaminophenylamines,
N-phenyl-p-phenylenediamine- , 2,6-diaminopyridine,
2,5-diaminopyridine, p-amino-o-cresol, resorcine, pyrogallol,
phloroglucin, catechols, and salts thereof.
3. The composition according to claim 1 wherein the mixture is
emulsified in water using an emulsifying agent.
4. A method of dyeing hair comprising applying to hair the
composition according to claim 1.
5. A two-component oxidation hair dyeing agent composition
comprising as the first component a mixture of an oxidation dye
precursor, a cyclic silicone, a silicone elastomer, an emulsifying
agent, and water, the mixture being emulsified in water using said
emulsifying agent; and a second component being an aqueous hydrogen
peroxide solution.
6. A method of dyeing hair comprising applying to hair the
composition according to claim 5.
Description
CROSS REFERENCE TO RELATED APPLICATIONS
[0001] Not applicable
STATEMENT REGARDING FEDERALLY SPONSORED RESEARCH OR DEVELOPMENT
[0002] Not applicable
REFERENCE TO A MICROFICHE APPENDIX
[0003] Not applicable
FIELD OF THE INVENTION
[0004] This invention is directed to an oxidation hair dyeing agent
composition containing silicones, and more specifically relates to
oxidation hair dyeing agent compositions of superior washing
resistance containing a cyclic silicone and a silicone
elastomer.
BACKGROUND OF THE INVENTION
[0005] Oxidation hair dyeing agents are most widely used as
permanent hair dyeing agents. Oxidation dye precursors in such hair
dyeing agents penetrate into hair, and chemically impart a color to
the hair by means of color formation resulting from oxidative
polymerization under the action of an oxidation agent. The process
is generally one characterized by permanency in the dyeing
effect.
[0006] As far as the forms of such oxidation hair dyeing agents are
concerned, numerous two-component type products are known. They are
used by mixing, at the time of hair dyeing, a first agent
containing an oxidation dye precursor, and a second agent
containing an oxidation agent. There are also single-component
products which are powder-like. These products are used by mixing
the one component with water at the time of hair dyeing.
Multi-component products containing three or more agents are also
known.
[0007] Hair dyeing agents containing silicones are known, and
reference may be had, for example, to Japanese Kokai Patent
Application Publication No. Sho 59 [1984]-190910/British Patent
2138845 (October 1984), which describes a process for dyeing hair
using a hair dyeing agent composition containing a silicone
derivative obtained by introducing tertiary amino groups or
quaternary ammonium groups into the side chain of
polydiorganosiloxanes to produce deep color tones. Japanese Kokai
Patent Application Publication No. Hei 08 [1996]-040851 also
discloses an oxidation hair dyeing agent composition, but it
contains a saccharide derivative and a silicone. The silicone is
exemplified by dimethylpolysiloxane, amino-modified polysiloxane,
epoxy-modified polysiloxane, and a polyether-modified
polysiloxane.
[0008] However, the problem with such compositions is that even if
hair is dyed with such hair dyeing agent compositions, the color
tone of the dyed hair tends to fade when hair is repeatedly washed
with cold and hot water containing shampoo and soap.
BRIEF SUMMARY OF THE INVENTION
[0009] It is therefore an object of the invention to eliminate the
disadvantages of previously known oxidation hair dyeing agent
compositions, and provide an oxidation hair dyeing agent
composition in which color tones of dyed hair are not easily
affected by repeated washing with cold and hot water containing
shampoo and soap, and which has superior wash resistance.
[0010] Accordingly, it was unexpectedly discovered that an
oxidation hair dyeing agent composition containing a cyclic
silicone and a silicone elastomer had superior hair dyeing ability,
it produced no dye color irregularities, and it possessed superior
washing resistance.
[0011] These and other features of the invention will become
apparent from a consideration of the detailed description.
BRIEF DESCRIPTION OF THE SEVERAL VIEWS OF THE DRAWING
[0012] Not Applicable
DETAILED DESCRIPTION OF THE INVENTION
[0013] The present invention relates to an oxidation hair dyeing
agent composition, and it is generally characterized by the fact
that it contains a cyclic silicone and a silicone elastomer. More
particularly, a two-component type oxidation hair dyeing agent
composition is provided, and it contains as a first agent or
component a mixture of an oxidation dye precursor, a cyclic
silicone, a silicone elastomer, an emulsifying agent, and water.
This mixture is emulsified in water using the emulsifying agent.
The second agent or component of the composition is an aqueous
hydrogen peroxide solution.
[0014] The cyclic silicones used in the oxidation hair dyeing agent
compositions of the invention are known in the cosmetic industry
under The Cosmetic, Toiletry, and Fragrance Association (CTFA) name
CYCLOMETHICONE. Reference may be had to the CTFA's International
Cosmetic Ingredient Dictionary. Some representative examples are
octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and
dodecamethylcyclohexasiloxane. These cyclic polydimethylsiloxanes
generally have a degree of polymerization of 3 to 7. In addition,
it is also possible to use cyclic polymethylhydrogensiloxanes,
cyclic polymethylvinylsiloxanes, and cyclic
polymethylphenylsiloxanes, with low degree of polymerization. Such
other cyclic silicones are also known in the cosmetic and silicone
industry.
[0015] The silicone elastomer used in the oxidation hair dyeing
agent composition of this invention is also a material known in the
cosmetic industry generally referred to for example as Dimethicone
Crosspolymer. Some representative examples are elastomeric
polymethylsiloxanes obtained by crosslinking, and which contain
alkyl groups with 3-20 carbon atoms. Again, reference may be had to
the CTFA's International Cosmetic Ingredient Dictionary. Some other
suitable silicone elastomers which can be used include materials
obtained by crosslinking polymethylvinylsiloxane and
polymethylhydrogensiloxane in the presence of a platinum catalyst;
materials obtained by crosslinking .alpha.,
.omega.-dihydroxypolydimethylsiloxane with an hydrolyzable
group-containing organosilane; and materials obtained by
crosslinking polymethylvinylsiloxane in the presence of an organic
peroxide. Representative silicone elastomers are also described in
U.S. Pat. Nos. 5654362, 5811487, 5880210, and 5969035.
[0016] If desired, the cyclic silicone can be included as a
separate component, or in a mixture with the silicone elastomer.
Its content in a mixture with the silicone elastomer is preferably
at least about 87 percent by weight, but its content may vary above
or below this amount depending on the type and properties of the
particular cyclic silicone used, as well as on the type and
properties of the silicone elastomer. The cyclic silicone should,
however, be readily miscible with other oily like ingredients
included in the oxidation hair dyeing agent, and it should be
easily emulsifiable in water under influence of an emulsifying
agent. Thus, the mixture should exhibit a paste-like or soft
gel-like consistency.
[0017] If there is too small an amount of the cyclic silicone, the
mixture will not exhibit a paste-like or soft gel-like consistency.
If there is too small an amount of silicone elastomer, then the
corresponding amount of silicone elastomer available to adhere to
the hair will be too small, with the result that it will be
difficult to impart gloss and smoothness. Thus, the amount of
cyclic silicone present can vary from 15-95 percent by weight, the
remainder being the silicone elastomer.
[0018] The content of cyclic silicone and silicone elastomer in
hair dyeing agent compositions of the invention is most preferably
about 1.25 percent by weight, based on the total weight of the hair
dyeing agent composition. If the amount is too large, then
emulsification in water is difficult. If the content is too small,
it is difficult to obtain any meaningful hair treatment effect.
However, for most purposes, it has been found that the content can
vary between 0.1-10 percent by weight. In addition, because the
combination of cyclic silicone and silicone elastomer is
oil-soluble, the combination is preferably emulsified in water
using an emulsifying agent.
[0019] The hair dyeing component of the composition of this
invention is an oxidation dye precursor, and it can be an indole or
indoline such as are described in Japanese Kokai Patent Application
Publication No. 08 [1996]-040857/US 5690697 (November 1997). In
addition, some examples of other types of oxidation dye precursors
useful in the present invention include compounds such as
p-phenylenediamine, p-nitro-o-phenylenediamine,
p-chlor-o-phenylenediamine, p-nitro-m-phenylenediamine sulfate, and
other phenylenediamines; toluene-2,5-diamine, toluene-3,4-diamine,
toluene-2,5-diamine sulfate, 2,4-diaminophenoxyethanol chloride,
and other diamines; p-aminophenol, p-methylaminophenol,
m-aminophenol-o-aminophenol, 5-(2-hydroxyethylamino)-2-methylphenol
and other aminophenols; aminonitrophenol, 4,4'-diaminophenylamine,
and other diphenylamines; diaminophenylamines,
N-phenyl-p-phenylenediamine, and other N-phenylphenylenediamines;
2,6-diaminopyridine, 2,5-diaminopyridine, and other
diaminopyridines; p-amino-o-cresol and other aminocresols;
resorcinol; pyrogallol; phloroglucinol; catechol; and salts
thereof.
[0020] While there are no particular limitations on the amount of
oxidation dye precursor used, it should be present in amounts
typically used in such applications, i.e., generally 0.05-10
percent by weight based on the weight of the hair dyeing agent
composition.
[0021] The oxidation hair dyeing agent composition of the invention
can be in a single-component form or a multi-component form made up
of two or more agents. As a two-component form, for example, a
suitable composition would include a two-part composition used by
mixing at the time of hair dyeing, a first agent containing the
oxidation dye, cyclic silicone, and silicone elastomer, with a
second agent containing an oxidation agent. Alternatively, it could
be in the form of a two-part composition used by mixing at the time
hair dyeing, a first agent containing an oxidation dye, with a
second agent containing the silicones and an oxidation agent. The
ratio used for mixing together the first agent with the second
agent should be 1:1, but other ratios can be employed, provided
they do not result in any adverse effects such as sagging,
usability, or levelness of dyeing.
[0022] Any conventional oxidation agent can be used for the
oxidation hair dyeing agent composition according to this
invention. Some examples of suitable oxidation agents are set forth
in Japanese Kokai Patent Application Publication No. Hei 08
[1996]-040851, referred to above. Thus, some representative and
useful compositions include hydrogen peroxide, persulfuric acid
salts, perboric acid salts, bromic acid salts, periodic acid salts,
urea peroxide, percarbonic acid salts, peroxytripolyphosphoric acid
salts, peroxybiphosphoric acid salts, and peroxyorthophosphoric
acid salts. The most preferred oxidation agent based on its ease of
use and general availability is a hydrogen peroxide solution.
[0023] Other ingredients can be included in the hair dyeing agent
composition of the invention provided the effects of the invention
are not compromised. Some examples may be found in Japanese Kokai
Patent Application Publication No. Hei 08 [1996]-040851, referred
to above. Representative ingredient include materials compatible
with the first agent such as glycerin, propylene glycol,
dipropylene glycol, polyethylene glycol, hyaluronic acid salts,
diglycerin, 1,2-butylene glycol, pyrrolidone carboxylic acid salts,
sorbitol, lactose, oligosaccharides, lanolin, squalane, liquid
paraffin, Vaseline, higher fatty acids, triglycerides, and ester
oils.
[0024] Additional examples of other ingredients are thioglycolic
acid salts, L-ascorbic acid salts, hydrogen sulfites,
hydrosulfites, hydrogen sulfates, and other anti-oxidants and
stabilizers; collagen hydrolyzate, gelatin hydrolyzate, silk
protein hydrolyzate, elastin hydrolyzate, soybean protein
hydrolyzate, and other protein hydrolyzates and their quaternary
derivatives; ammonia water, alkanolamine, ammonium carbonate,
sodium hydrogen carbonate, potassium hydroxide, and other alkali
agents.
[0025] Because combinations including cyclic silicones, silicone
elastomers, and other oil-soluble ingredients, are not easily
dissolved in water, it is preferred to emulsify these materials in
water using an emulsifying agent. Some examples of suitable
nonionic surface active agents are polyoxyethylene alkyl ethers,
polyoxyethylene fatty acid esters, polyoxyethylene polyhydric
alcohol fatty acid partial esters, polyoxyethylene hardened castor
oil derivatives; octylpolyglycoside; polyglycerin fatty acid
esters, polyglycerin alkyl ether; maltitol hydroxyalkyl ether,
other sugar-alcohol hydroxyalkyl ethers; and fatty acid
diethanolamide. Some anionic surface active agents which can be
used include higher fatty acid salts, alkylbenzenesulfonic acid
salts, phosphoric acid esters, alkylsulfuric acid salts,
alkylsulfuric acid esters, and polyoxyethylene alkylsulfuric acid
esters. Representative cationic surface active agents are amino
acids, alkyltrimethylammonium salts, dialkyldimethylammonium salts,
and alkyldimethylamine oxides. Mixtures of these surface active
agents may also be employed.
[0026] Still further examples of other ingredients which can be
included with the first agent are ethanol, butanol, propanol,
isopropanol, benzyl alcohol, and other lower alcohols; 2-ethylhexyl
alcohol, 2-hexyldecyl alcohol, 2-decyltetradecyl alcohol,
isostearyl alcohol, cetostearyl alcohol, lauryl alcohol, stearyl
alcohol, cetyl alcohol, and other higher alcohols; hydroxyethane
diphosphonic acid, phenacetin, EDTA, and salts thereof; parabens,
stannates, and other sequestering agents and anti-septic agents;
poly(dimethylallyl ammonium halide)-type cationic polymers,
cationic polymers formed by condensation of tallowyl amine obtained
from beef tallow fatty acids, propyleneamine, epichlorhydrin, and
polyethylene glycol; cationic polymers formed by condensation of
cocoyl amine obtained from coconut oil fatty acids, propyleneamine,
epichlorhydrin, and polyethylene glycol; cationic polymers of
dimethylamino methacrylate copolymer; cationic polymers of
cellulose ether containing quaternary nitrogen; lauric acid
diethanolamide, carboxymethyl cellulose, carboxyvinyl polymer,
hydroxyethyl cellulose, hydroxypropyl cellulose, methyl cellulose,
xanthan gum, carrageenan, alginic acid salts, pectin, furcellaran,
gum arabic, tragacanth gum, agar, bentonite, cross-linkable
polyacrylic acid salts, and other such thickeners; pH adjusting
agents, fragrances, plant extracts, and drugs.
[0027] Some examples of ingredients suitable for combining with the
second agent include phenacetin, EDTA, and their salts; parabens,
stannates, and other sequestering agents and anti-septic agents;
liquid paraffin, Vaseline, and other oily ingredients; 2-ethylhexyl
alcohol, 2-hexyldecyl alcohol, 2-decyltetradecyl alcohol,
isostearyl alcohol, cetostearyl alcohol, lauryl alcohol, stearyl
alcohol, cetyl alcohol, and other higher alcohols; polyoxyethylene
alkyl ethers, alkylsulfuric acid ester salts, acylmethyl taurine,
and other surface active agents; acids such as citric acid, malic
acid, acetic acid, lactic acid, oxalic acid, tartaric acid, formic
acid, levulinic acid, and other organic acids; phosphoric acid,
hydrochloric acid, and other inorganic acids; pH-adjusting agents,
fragrances, plant extracts, drugs, dyes, and water. If it is
desired to include the cyclic silicone and silicone elastomer in
the second agent instead of, or in addition to the first agent, the
silicones should be emulsified in water using an emulsifying
agent.
[0028] The dyeing process is carried out by applying the oxidation
hair dyeing agent composition of the invention to hair, and after
allowing the oxidation hair dyeing agent composition to penetrate
into the hair, it should remain on the hair for 5 to 30 minutes,
preferably about 10 to 20 minutes, at normal temperature in the
range of 15-40.degree. C. The hair should then be washed with
shampoo or soap containing water, and rinsed with water to wash
away any remaining oxidation hair dyeing agent composition.
EXAMPLES
[0029] The following application examples are set forth in order to
illustrate this invention in more detail. Application Example 1
& Comparative Examples 1.about.5
[0030] A first hair dyeing agent was prepared by mixing together
the ingredients shown in Table 1. In Table 1, p-phenylenediamine,
resorcinol, p-aminophenol, m-aminophenol, and 2,4-diaminophenol
sulfate, were used as oxidation dye precursors. The first hair
dyeing agent had a gel and cream-like appearance.
[0031] A first molten oil phase was prepared by mixing together (i)
a silicone elastomer in the form of a paste-like mixture containing
about 87 percent by weight of Cyclomethicone and about 13 percent
by weight of Dimethicone crosspolymer, and (ii) a composition
containing about 50 percent by weight of Cyclomethicone and about
50 percent by weight of trimethylsiloxysilicate. The molten oil
phase was emulsified in an aqueous solution using an emulsifying
agent. A second water soluble phase was prepared by combining (i) a
silicone polyether, (ii) a nonionic emulsion containing about 35
percent by weight of an amino-modified silicone polymer, and (iii)
a cationic emulsion containing about 35 percent by weight of an
amino-modified silicone polymer. The two phases were combined and
then added to 5 percent by weight of water and used as the second
agent.
[0032] Oxidation hair dyeing agent compositions were prepared by
mixing the first agent and the second agent, and an aqueous
solution containing hydrogen peroxide, in a ratio of 1:1.5. A
bundle of hair was treated with each composition, respectively, and
the initial color tone and washing resistance were evaluated by a
panel of ten volunteers. These evaluations are shown in Table
2.
Color Tone Evaluation & Washing Resistance Testing
[0033] The color tone of a bundle of hair treated with an oxidation
hair dyeing agent composition in the unwashed condition, and one
obtained after washing 5, 10, 15, or 20 times, were evaluated on a
nine-point scale from 0 indicating dark to 8 indicating light. An
average value was computed for each of the ten panelists.
1TABLE 1 Ingredient, App. Comp. Comp. Comp. Comp. Comp. weight %
Ex. 1 Ex. 1 Ex. 2 Ex.3 Ex. 4 Ex. 5 Cetyl alcohol 2.50 2.50 2.50
2.50 2.50 2.50 Stearyl alcohol 2.50 2.50 2.50 2.50 2.50 2.50
ORESU-30 3.60 3.60 3.60 3.60 3.60 3.60 polyoxyethylene (30) oleyl
ether Oleic acid 2.70 2.70 2.70 2.70 2.70 2.70 Oil/cetyl alcohol
2.50 2.50 2.50 2.50 2.50 2.50 80/85 Ethylene glycol 1.00 1.00 1.00
1.00 1.00 1.00 monostearate Polyquaternium 3.00 3.00 3.00 3.00 3.00
3.00 7, copolymer of dimethyl diallyl ammonium chlor- ide &
acrylamide 40% aqueous 1.80 1.80 1.80 1.80 1.80 1.80 solution of
pentasodium salt of diethylene triamine penta- acetic acid Sodium
pyro- 0.60 0.60 0.60 0.60 0.60 0.60 sulfite Sodium eryth- 0.20 0.20
0.20 0.20 0.20 0.20 orbate Monoethanol- 0.66 0.66 0.66 0.66 0.66
0.66 amine, 99 percent Propylene glycol 5.00 5.00 5.00 5.00 5.00
5.00 Carbopol .RTM. 0.30 0.30 0.30 0.30 0.30 0.30 EDT 2020, carb-
oxyvinyl polymer Rheology adjust- 1.00 1.00 1.00 1.00 1.00 1.00 ing
agent Ammonia water, 10.02 10.02 10.02 10.02 10.02 10.02 27%
[0034]
2TABLE 2 Ingredient, Appl. Comp. Comp. Comp. Comp. Comp. weight
percent Ex. 1 Ex. 1 Ex. 2 Ex. 3 Ex. 4 Ex. 5 p-phenylene- 0.28 0.28
0.28 0.28 0.28 0.28 diamine Resorcinol 0.44 0.44 0.44 0.44 0.44
0.44 p-aminophenol 0.02 0.02 0.02 0.02 0.02 0.02 m-aminophenol 0.05
0.05 0.05 0.05 0.05 0.05 2,4-diamino- 0.0308 0.0308 0.0308 0.0308
0.0308 0.0308 phenol sulfate Mixture at 1.25 Cyclometh- icone and
Dimethicone crosspolymer Mixture at 1.25 Cyclometh- icone and
trimethylsiloxy silicate Amino- 3.57 modified sili- cone cationic
emulsion Amino- 3.57 modified sili- cone nonionic emulsion
Polyether 1.25 modified silicone Water Balance Balance Bal. Bal.
Bal. Bal.
[0035]
3TABLE 3 Times Appl. Comp. Comp. Comp. Comp. Comp. Washed Ex. 1 Ex.
1 Ex. 2 Ex. 3 Ex. 4 Ex. 5 0 6.29 6.40 6.21 6.21 6.31 6.34 5 6.20
6.63 6.30 6.33 6.18 6.50 10 6.25 6.68 6.50 6.33 6.28 6.55 15 6.38
7.08 6.70 6.70 6.35 6.68 20 6.45 7.23 6.90 6.75 6.70 6.98
[0036] As can be seen in Table 2, hair dyed using the oxidation
hair dyeing agent composition of the invention exhibited
practically no discoloration even after repeated washing and had
superior washing resistance, while the hair dyed using the
oxidation hair dyeing agent composition of the comparative examples
exhibited discoloration after repeated washing and had inferior
washing resistance. Because the hair dyeing agent composition of
the invention contains a cyclic silicone and a silicone elastomer,
hair dyed using the composition possesses deep color tones,
exhibits no discoloration even after repeated washings, and has
superior washing resistance.
[0037] Other variations may be made in compounds, compositions, and
methods described herein without departing from the essential
features of the invention. The embodiments of the invention
specifically illustrated herein are exemplary only and not intended
as limitations on their scope except as defined in the appended
claims.
* * * * *