Hair-colorant preparations and methods of using the same

Details Hair-colorant preparations and methods of using the same Hair-colorant preparations and methods of using the same

2002-09-05

2004-05-25

Gupta, Yogendra N. (Department: 1751)

Bleaching and dyeing; fluid treatment and chemical modification

Dyeing involving animal-derived natural fiber material ,...

Hair dyeing

C008S406000, C008S512000, C008S582000

Reexamination Certificate

active

06740130

ABSTRACT:

BACKGROUND OF THE INVENTION
Preparations used to color and care for the hair generally contain one or more surfactants, more particularly based on anionic or amphoteric surfactants. However, the sole use of surfactants in hair coloring preparations, for example creams of the oil-in-water type, would result in the hair drying out so that hair-care additives are generally incorporated. There is still a need to provide hair coloring preparations which would afford the hair even greater protection during coloring and which would also counteract damage to the hair structure by coloring processes and would be dermatologically compatible. These preparations would be further distinguished by high stability, even when stored at elevated temperatures.
Accordingly, the problem addressed by the invention was to provide hair coloring preparations which, after use, would cause little damage to the hair and would stabilize it and which would therefore keep the hair structure intact. These mixtures would also be dermatologically safe and would be distinguished by high stability in storage at elevated temperatures.
BRIEF SUMMARY OF THE INVENTION
The present invention relates, in general, to hair-colorant preparations containing mixtures of alkoxylated carboxylic acid esters, fatty acid partial glycerides and hair dyes, and to the use of such mixtures as wetting agents in the production of hair coloring preparations.
The present invention relates to hair coloring preparations containing
(a) 0.2 to 25% by weight of alkoxylated carboxylic acid esters,
(b) 0.5 to 25% by weight of fatty acid partial glycerides and
(c) 0.1 to 15% by weight of hair dyes,
with the proviso that the quantities shown add up to 100% by weight with water and optionally other auxiliaries and additives.
It has surprisingly been found that hair coloring preparations, preferably o/w cream preparations, which contain a mixture of alkoxylated carboxylic acid esters, selected partial glycerides and coloring preparations lead to an improvement in hair structure and hence to stabilization and preservation of the hair. The invention includes the observation that the mixtures in question also protect the hair against drying out and moisture loss and thus contribute towards preservation of the hair. The mixtures also have a refatting effect and are dermatologically very safe. The resulting hair preparations are distinguished by particularly high stability, even when stored at elevated temperatures.
DETAILED DESCRIPTION OF THE INVENTION
Alkoxylated Carboxylic Acid Esters
The alkoxylated carboxylic acid esters which the preparations according to the invention must contain as component (a) are known from the prior art. They may be obtained, for example, by esterification of alkoxylated carboxylic acids with alcohols. For the purposes of the present invention, however, the compounds are preferably produced by reaction of carboxylic acid esters with alkylene oxides using catalysts, more especially calcined hydrotalcite in accordance with DE-A-3914131 A, which give compounds with a narrow homolog distribution. Carboxylic acid esters of both monohydric alcohols and dihydric alcohols can be alkoxylated by this process. Alkoxylated carboxylic acid esters of monohydric alcohols corresponding to general formula (I):
R
1
CO(OAlk)
n
OR
2
  (I)
in which R
1
CO is an aliphatic acyl group derived from a carboxylic acid, AlkO stands for alkylene oxide and R
2
is an aliphatic alkyl group derived from a monohydric aliphatic alcohol, are preferred for the purposes of the invention. Alkoxylated carboxylic acid esters of formula (I), in which R
1
CO is an aliphatic acyl group containing 6 to 30, preferably 6 to 22 and more particularly 10 to 18 carbon atoms, AlkO stands for a CH
2
CH
2
O—, CHCH
3
CH
2
O— and/or CH
2
—CHCH
3
O group, n has an average value of 1 to 30, preferably 5 to 20 and more particularly 10 to 15 and R
2
is a linear or branched alkyl group containing 1 to 4 and preferably 1 and/or 2 carbon atoms, more particularly methyl, are particularly suitable.
Preferred acyl groups are derived from carboxylic acids containing 6 to 22 carbon atoms of natural or synthetic origin, more especially from linear, saturated and/or unsaturated fatty acids, including the technical mixtures thereof obtainable by lipolysis from animal and/or vegetable fats and oils, for example from coconut oil, palm kernel oil, palm oil, soya oil, sunflower oil, rapeseed oil, cottonseed oil, fish oil, bovine tallow and lard. Examples of such carboxylic acids are caproic acid, caprylic acid, 2-ethyl hexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselic acid, linoleic acid, linolenic acid, elaeostearic acid, arachic acid, gadoleic acid, behenic acid and/or erucic acid.
AlkO stands for the alkylene oxides which are reacted with the carboxylic acid esters and which comprise ethylene oxide, propylene oxide and/or butylene oxides, preferably ethylene oxide and/or propylene oxide and more particularly ethylene oxide on its own.
Alkoxylated carboxylic acid esters corresponding to formula (I), in which R
1
CO is a linear or branched, saturated or unsaturated acyl group containing 10 to 18 carbon atoms, AlkO is a CH
2
CH
2
O group, n is a number of 5 to 20 and R
2
is a methyl group, are particularly suitable. Examples of such compounds are lauric acid methyl ester, coconut fatty acid methyl ester and tallow fatty acid methyl ester alkoxylated with on average 5,7,9 or 11 moles ethylene oxide.
The alkoxylated carboxylic acid esters may be used in quantities of 0.2 to 25, preferably 0.2 to 10 and more preferably 1 to 5% by weight, based on the keratin-reducing substance or the oxidizing agent, in the process according to the invention.
Fatty Acid Partial Glycerides
Fatty acid partial glycerides which form component (b), i.e. monoglycerides, diglycerides and technical mixtures thereof, may still contain small quantities of triglycerides from their production. The partial glycerides preferably correspond to formula (II):
in which R
3
CO is a linear or branched, saturated and/or unsaturated acyl group containing 6 to 22 and preferably 12 to 18 carbon atoms, R
4
and R
5
independently of one another have the same meaning as R
3
CO or represent OH and the sum (m+n+q) is 0 or a number of 1 to 100 and preferably 5 to 25, with the proviso that at least one of the two substituents R
4
and R
5
represents OH. Typical examples are mono- and/or diglycerides based on caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselic acid, linoleic acid, linolenic acid, elaeostearic acid, arachic acid, gadoleic acid, behenic acid and erucic acid and technical mixtures thereof. Oleic acid monoglycerides are preferably used.
Hair Dyes
Suitable hair dyes which form component (c) are, for example, substantive dyes, for example from the group of nitrophenylenediamines, nitroaminophenols, anthraquinones and indophenols, such as for example the compounds known under the International names or trade names of HC Yellow 2, HC Yellow 4, Basic Yellow 57, Disperse Orange 3, HC Red 3, HC Red BN, Basic Red 76, HC Blue 2, Disperse Blue 3, Basic Blue 99, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9, Basic Brown 16, Basic Brown 17, pricramic acid and Rodol 9 R and also 4-amino-2-nitrodiphenylamine-2′-carboxylic acid, 6-nitro-1,2,3,4-tetrahydroquin-oxaline, (N-2,3-dihydroxypropyl-2-nitro-4-trifluoromethyl)-aminobenzene and 4-N-ethyl-1,4-bis-(2′-hydroxyethylamino)-2-nitrobenzene hydrochloride. Naturally occurring dyes such as, for example, henna red, henna neutral, henna black, camomile blossom, sandalwood, black tea, black alder bark, sage, logwood, madder root, catechu, sedre and alkanet may also be added to the emulsions.
Besides substantive dyes, oxidation dyes consisting of primary and sec

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