Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – At least one aryl ring which is part of a fused or bridged...
Reexamination Certificate
2000-03-20
2002-06-18
Niland, Patrick D. (Department: 1714)
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
At least one aryl ring which is part of a fused or bridged...
C424S070100, C424S070110, C424S070120, C424S070122, C424S070160, C424S070170, C424S070190, C424S070220, C424S070210, C424S070270, C524S588000, C524S590000, C524S591000, C524S839000, C524S840000, C525S028000, C525S029000, C525S100000, C525S101000, C525S102000, C525S123000, C525S178000, C525S179000, C525S218000
Reexamination Certificate
active
06407158
ABSTRACT:
Water-soluble or water-dispersible polymeric salts The present invention relates to water-soluble or water-dispersible polymeric salts, to the use of these salts, and to cosmetic compositions which comprise these salts.
In cosmetics, polymers with film-forming properties are used for setting, shaping and improving the structure of the hair. These hair treatment compositions generally contain a solution of the film former in an alcohol or in a mixture of alcohol and water.
Hair-setting compositions are generally sprayed on the hair in the form of aqueous-alcoholic solutions. Following the evaporation of the solvent, the individual hairs are held in the desired shape at their points of mutual contact by the polymer which is left behind. The polymers should on the one hand be sufficiently hydrophilic that they can be washed out of the hair, yet on the other hand should be hydrophobic so that, even under conditions of high atmospheric humidity, the hair treated with the polymers retains its shape and the individual hairs do not stick to one another. In order to obtain a highly efficient hair-setting effect, moreover, it is also desirable to employ polymers which have a relatively high molecular weight and a relatively high glass transition temperature (at least 10° C.).
A further demand which is currently being placed on hair-treatment compositions is that they impart flexibility, a natural appearance and shine to the hair, for example even when the hair is by its very nature particularly strong and/or dark.
When formulating hair-setting compositions, a further consideration is that because of the environmental regulations governing the emission of volatile organic compounds (VOCs) into the atmosphere, it is necessary to reduce the content of alcohol and of propellant.
It is known to use water-soluble or dispersible polyurethanes in cosmetics. Thus, for example because of their film-forming properties and a generally low viscosity in water/ethanol, they are suitable for use in hair cosmetics, such as, for example, for the formulation of hairsprays.
DE-A-42 25 045 and WO 94/03515 describe the use of water-soluble or water-dispersible, anionic polyurethanes as hair-setting agents. These polyurethanes are constructed from
a) at least one compound which contains two or more active hydrogen atoms per molecule,
b) at least one diol containing an acid or salt group and
c) at least one diisocyanate.
The acid groups present in these polyurethanes can be converted into the corresponding salts by neutralization with at least one base. For this purpose, low molecular weight amines, such as 2-amino-2-methylpropanol, diethylaminopropylamine and triisopropanolamine, are used.
EP-A-619 111 describes the use of polyurethanes based on organic diisocyanates, diols and 2,2-hydroxymethyl-substituted carboxylates in hair-setting compositions. At least some of the carboxylic acid groups are neutralized with an organic or inorganic base, chosen from sodium hydroxide, potassium hydroxide, 2-amino-2-methylpropanol, histidine, tris(hydroxymethyl)aminomethane and triethanolamine.
DE-A-195 41 658 describes water-soluble and water-dispersible graft polymers of a polyurethane prepolymer with terminal isocyanate groups and a protein containing free amino groups.
EP-A-636 361 describes a cosmetic composition which comprises, in a cosmetically compatible carrier, at least one pseudolatex based on a polycondensate which contains at least one polysiloxane unit and at least one polyurethane and/or polyurea unit having anionic or cationic groups. The neutralizing agents used here are mineral bases, low molecular weight amines and aminoalcohols, mineral acids and low molecular weight carboxylic acids. WO 97/25021 has a similar disclosure content. The wash-off of these film formers is unsatisfactory. In addition, because of a high siloxane content, they do not have the setting action required for a hair polymer either.
DE-A-195 41 329 and WO 97/17052 describe hair-treatment compositions comprising a hair-setting polymer which is dispersible or soluble in water or in a water/alcohol mixture, and additionally a water-soluble or -dispersible siloxane-containing salt. Hairspray formulations based on these siloxane-containing salts, a non-siloxane-containing hair-setting polymer and a silicone oil lead to films which are readily removed from the surface of the hair, e.g. by mechanical stress.
The setting action of these formulations is therefore in need of improvement.
DE-A-195 41 326 and WO 97/17386 describe water-soluble or water-dispersible polyurethanes having terminal acid groups, their preparation and their use. In this case, a polyurethane prepolymer which is dispersible or soluble in water and. has terminal isocyanate groups is reacted with an amino sulfonic acid or amino carboxylic acid, in particular taurine, aspartic acid and glutamic acid.
DE-A-197 09 277 relates to polysiloxane-containing hair-setting compositions comprising from 0.5 to 15% by weight of carboxyl-containing polymers which, in neutralized form, are water-soluble or water-dispersible. The neutralizing agents used here are alkali metal carbonates, ammonia, and amines and aminoalcohols having at most 3 carbon atoms in the longest carbon chain.
None of the abovementioned documents describes polymeric salts based on polymers having free ionogenic groups and neutralizing agents having at least two ionogenic groups complementary thereto. The polyurethanes described above lead to films which are also in need of improvement with regard to their flexibility and thus with regard to the suppleness imparted to the hair.
It is known to use copolymers based on &agr;,&bgr;-ethylenically unsaturated mono- and/or dicarboxylic acids in haircare compositions.
GB-A-1 321 836 describes hair-setting compositions based on copolymers which comprise, in copolymerized form, an unsaturated dicarboxylic acid and a vinyl or vinylidene monomer. From 5 to 20% of the carboxyl groups have been neutralized with primary C
4
-C
16
-amines. The resulting films are soft and tacky, and their setting action is in need of improvement.
DE-A-29 17 504 describes an aerosol hairspray based on a copolymer of at least one unsaturated monocarboxylic acid and at least one vinyl or vinylidene monomer. At least 7 to 100% of the carboxyl groups have been neutralized, of which, to achieve good propellant compatibility, at least half have been neutralized with a long-chain primary, secondary and/or tertiary amine having from 8 to 20 carbon atoms in the longest chain. This, too, results in soft and tacky films having a setting action which is in need of improvement.
WO 89/12438 describes a hair-setting composition based on a hair polymer having carboxyl groups, at least 40 mol % of which have been neutralized with a long-chain amine chosen from amido amines, N-ethoxylated amines and ether-amines.
The abovementioned polyacrylates containing carboxylic acid groups which have been neutralized with fatty amines or ethoxylated fatty amines lead to soft, tacky films having a drastically reduced setting action. These polymers therefore have only very limited suitability for use as hair-setting agents.
JP-A-7127480 describes a hair-treatment composition based on an amine salt solution of a copolymer which comprises, in copolymerized form, an unsaturated carboxylic acid.
JP-A-03206023 describes a polymer resin for hair-treatment compositions which comprises, in copolymerized form, a) from 6 to 35% by weight of acrylic acid, methacrylic acid, itaconic acid or a mixture thereof, b) from 15 to 50% by weight of at least one C
10
-C
18
-alkyl (meth)acrylate, c) from 15 to 50% by weight of at least one C
4
-C
8
-alkyl (meth)acrylate and d) from 0 to 25% by weight of at least one other hydrophobic vinyl monomer. The resulting copolymers are neutralized with a base, chosen from ammonia, morpholine, isopropanolamine and aminoethylpropanediol.
JP-A-03206024 describes a hair-setting polymer which is similar to that in JP-A-03206023 but which additionally comprises, in copolymerized form, from 5 to 50% by weight of an N-a
Hössel Peter
Kim Son Nguyen
Sanner Axel
BASF - Aktiengesellschaft
Keil & Weinkauf
Niland Patrick D.
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