Drug – bio-affecting and body treating compositions – Live hair or scalp treating compositions
Reexamination Certificate
2001-02-01
2004-05-18
Page, Thurman K. (Department: 1615)
Drug, bio-affecting and body treating compositions
Live hair or scalp treating compositions
Reexamination Certificate
active
06737049
ABSTRACT:
The present invention relates to cationic polymers obtainable by free-radical copolymerization of
(a) from 50 to 70% by weight of one or more monomers of the formula I
X=O, NR
1
,
R
1
=H, C
1
-C
9
-alkyl,
R
2
=tert-butyl,
(b) from 5 to 45% by weight of one or more monomers of the formula II
where n=1 to 3,
(c) from 5 to 40% by weight of a monoethylenically unsaturated monomer having at least one amine-containing group,
(d) from 0 to 5% by weight of a polyalkylene oxide-containing silicone derivative,
where up to 40% by weight, based on (a), (b), (c) and (d), of the monomer (a) can be replaced by a monomer of the formula I where R
2
=C
2
-C
22
-alkyl.
In cosmetics, polymers with film-forming properties are used for setting hair, improving its structure and for styling the hair. These hair treatment compositions generally comprise a solution of the film former in an alcohol or a mixture of alcohol and water.
Hair-setting compositions are generally sprayed onto the hair in the form of aqueous-alcoholic solutions. After the solvent has evaporated, the hair is held in the desired shape at the mutual points of 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, but on the other hand should be hydrophobic so that the hair treated with the polymers retains its shape and does not become sticky, even at high atmospheric humidity. In order to achieve an as efficient a hair-setting action as possible, it is also desirable to use polymers which have a relatively high molecular weight and a relatively high glass transition temperature (at least 15° C.).
A further requirement of hair treatment compositions is to give the hair a natural appearance and shine, e.g. even when the hair concerned is by its very nature thick and/or dark.
A disadvantage of many known hair-setting polymers is the “flaking” effect, i.e. a white, dandruff-like residue remains on the hair after combing. This is generally regarded as extremely unpleasant by the users. The “flaking” effect is particularly noticeable in people with dark hair and/or particularly thick hair. The possibility of using hair-setting formulations which have this effect is thus significantly impaired particularly in the Asian market. Possible causes of the “flaking” effect are considered to be inter alia the chemical structure of the hair-setting polymers used and, in particular, the particle size of the spray.
In addition to the abovementioned properties, hair-setting polymers should therefore preferably have high propellant compatibility in order to permit formulation in spray cans under very high pressure. This applies both to the classical propellant based on propane/butane and also to their replacements, e.g. those based on dimethyl ether.
Cationic hair-setting polymers are known, for example, from U.S. Pat. Nos. 3,914,403 and 3,954,960 and U.S. Pat. No. 4,057,533.
These polymers consist of vinylpyrrolidone, a quaternizable monomer, for example dimethylaminoethyl methacrylate (DMAEMA) and optionally a further monomer.
WO 90/01920, WO 96/19966 and WO 96/20694 describe polymers of vinylpyrrolidone, a quaternizable monomer and up to 49% of a further hydrophobic polymer.
The compatibility of these polymers with the propellant propane/butane is not, however, sufficient for all desired applications. In addition, the products are very sticky as a result of the high VP content and under conditions of high atmospheric humidity lose their setting action.
Anionic polymers with propane/butane compatibility are already known, including polymers based on tert-butyl acrylate and tert-butyl methacrylate.
EP-A-379 082 describes, for example, a hair-setting composition comprising, as film former, a copolymer which comprises, in copolymerized form,
A) from 75 to 99% by weight of tert-butyl (meth)acrylate,
B) from 1 to 25% by weight of (meth)acrylic acid and
C) from 0 to 10% by weight of a further free-radical copolymerizable hydrophobic monomer.
Hair-setting compositions based on this copolymer which comprise only components A) and B) make the hair too hard and have too low a propane/butane compatibility. Copolymers which additionally comprise a monomer C) are in need of improvement as regards their wash-off.
DE-A-43 14 305 describes, like EP-A-379 082, a hair-setting polymer based on tert-butyl (meth)acrylate and (meth)acrylic acid which comprises from 0 to 60% by weight of a C
1
-C
18
-alkyl (meth)-acrylate or a mixture thereof with N—C
1
— to C
18
-alkyl (meth)-acrylamides in copolymerized form. Although in some cases additional monomers with a carbon number greater than 8 lead to better propane/butane compatibility, the wash-off is at the same time significantly impaired.
It is an object of the present invention to provide novel cosmetic compositions, in particular hair treatment compositions, which, in addition to the good setting properties, have high propellant compatibility and essentially do not exhibit a “flaking” effect. These compositions should preferably make the hair smooth and soft.
Surprisingly, we have found that this object is achieved by cosmetic compositions which comprise at least one water-soluble or water-dispersible cationic polymer which is obtainable by free-radical polymerization of
(a) from 50 to 70% by weight of one or more monomers of the formula I
X=O, NR
1
,
R1=H, C
1
-C
8
-alkyl,
R
2
=tert-butyl,
(b) from 5 to 45% by weight of one or more monomers of the formula II
where n=1 to 3,
(c) from 5 to 40% by weight of a monoethylenically unsaturated monomer having at least one amine-containing group,
(d) from 0 to 5% by weight of a polyalkylene oxide-containing silicone derivative,
where up to 40% by weight, based on (a), (b), (c) and (d), of the monomer (a) can be replaced by a monomer of the formula I where R
2
=C
2
-C
22
-alkyl.
Preferred monomers (a) are compounds of the formula I in which R1 is H and CH
3
, and X is 0 and NH; particular preference is given to tert-butyl acrylate, N-tert-butylacrylamide and/or tert-butyl methacrylate.
Monomer I can also consist of mixtures having varying meanings of R1 and X, preference being given to the monomers (a) where X=NR
1
only being used in amounts up to 20% by weight, based on (a), (b) and (c).
The monomer (a) is preferably used in amounts of from 51 to 65% by weight, monomer (b) is preferably used in amounts of from 7 to 39% by weight, and monomer (c) is preferably used in amounts of from 10 to 30% by weight.
For the purposes of the present invention, the term “C
2
-C
22
-alkyl” includes straight-chain, branched and cyclic alkyl groups. They are preferably straight-chain alkyl groups and particularly preferably branched alkyl groups.
Preferred monomers of the formula I where R
2
=C
2
-C
22
-alkyl are the following compounds:
n-butyl (meth)acrylate, n-octyl (meth)acrylate, 1,1,3,3-tetramethylbutyl (meth)acrylate, ethylhexyl (meth)acrylate, n-nonyl (meth)acrylate, n-decyl (meth)acrylate, n-undecyl (meth)acrylate, tridecyl (meth)acrylate, myristyl (meth)acrylate, pentadecyl (meth)acrylate, pamityl (meth)acrylate, heptadecyl (meth)acrylate, nonadecyl (meth)acrylate, arrachinyl (meth)acrylate, behenyl (meth)acrylate, lignocerenyl (meth)acrylate, cerotinyl (meth)acrylate, melissinyl (meth)acrylate, palmitoeinyl (meth)acrylate, oleyl (meth)acrylate, linolyl (meth)acrylate, stearyl (meth)acrylate, lauryl (meth)acrylate and mixtures thereof and N-tert-butyl(meth)-acrylamide, N-octyl(meth)acrylamide, 1,1,3,3-tetramethylbutyl-(meth)acrylamide, ethylhexyl(meth)acrylamide, N-nonyl(meth)-acrylamide, N-decyl(meth)acrylamide, N-undecyl(meth)acrylamide, tridecyl(meth)acrylamide, myristyl(meth)acrylamide, pentadecyl(meth)acrylamide, palmityl(meth)acrylamide, heptadecyl(meth)-acrylamide, nonadecyl(meth)acrylamide, arrachinyl(meth)-acrylamide, behenyl(meth)acrylamide, lignocerenyl(meth)-acrylamide, cerotinyl(meth)acrylamide, melissinyl(meth)-acrylamide, palmitoleinyl(meth)acrylamide, oleyl(meth)acrylamide, linolyl(meth)ac
Kim Son Nguyen
Sanner Axel
Schehlmann Volker
BASF - Aktiengesellschaft
Fubara Blessing
Keil & Weinkauf
Page Thurman K.
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