Drug – bio-affecting and body treating compositions – Preparations characterized by special physical form – Cosmetic – antiperspirant – dentifrice
Reexamination Certificate
1998-11-18
2002-06-11
Page, Thurman K (Department: 1615)
Drug, bio-affecting and body treating compositions
Preparations characterized by special physical form
Cosmetic, antiperspirant, dentifrice
C424S045000, C424S047000, C424S059000, C424S070100, C424S070900, C424S063000, C424S070160, C424S070110, C424S070170
Reexamination Certificate
active
06403106
ABSTRACT:
The present invention relates to the use of copolymers with a stiff hydrophilic skeleton which are obtained by radical polymerization or by polycondensation and which are grafted by flexible hydrophobic macromonomers in and for the preparation of cosmetic or dermatological compositions, and to the compositions employed.
For numerous cosmetic applications, in particular those intended for the treatment and care of the hair, skin or eyelashes, use is made of polymers capable, after application to the substrate to be treated and drying, of forming a deposit having mechanical properties and adhesive properties. From this viewpoint, the aim is to find polymers with a hydrophilic nature, in order to be easily removed under the action of an aqueous solution of surfactants. At the same time, the aim is to obtain a hydrophobic surface deposit in order, on one hand, to withstand the surrounding moisture, in particular a deposit which is non-hygroscopic to the touch, a deposit which withstands rain (hair applications or skin applications) or a deposit which withstands lachrymal fluid (mascaras). On the other hand, the aim is to find a hydrophobic deposit in order to introduce cosmetic properties, such as softness to the touch, generally conferred by hydrophobic substances in cosmetics.
In order to combine all these characteristics, polymers of different hydrophilicity and of different hydrophobicity are generally mixed or else a hydrophilic polymer is used in combination with a hydrophobic substance. It is generally difficult to completely control the stratification of these mixtures after drying the deposit in order to obtain both good mechanical and adhesive properties and a hydrophobic surface.
Another problem relating to the deposited polymers arises in the hair field, in particular in the context of products for form retention of or for setting the hair. This is because it is often difficult to adjust the properties of the polymer which has to be deposited in order to simultaneously obtain good setting of the hair, good hold of this setting and easy removal on combing or brushing. This is because, in order to achieve good setting of the hair, the setting polymer is plasticized in order to bring its phase transition temperature to room temperature. Under these conditions, removal on brushing or combing is then difficult.
One of the objectives of the present invention is thus to use, in cosmetic or dermatological compositions, polymers having satisfactory film-forming properties which give a hydrophobic surface and which can be easily removed under the action of an aqueous solution of surfactants.
Another objective of the invention is to use, in and for the preparation of hair styling compositions, polymers having both significant characteristics of setting which are highly resistant to slight mechanical stresses and good stiffness, without it being necessary to add a plasticizer or at least with small amounts of plasticizer, in order subsequently to be removed very easily on brushing or combing.
The inventors have discovered, surprisingly, that these objectives could be achieved by using, in and for the preparation of cosmetic or dermatological compositions, specific grafted copolymers, the skeleton of which is hydrophilic and stiff and composed of a copolymer obtained by radical polymerization or by polycondensation, comprising, on the chain of the skeleton, at least one flexible hydrophobic macromonomer graft.
The subject-matter of the present invention is the use, in and for the preparation of cosmetic or dermatological compositions, of a grafted copolymer, the skeleton (S) of which is composed of a hydrophilic copolymer, with a glass transition temperature Tg greater than 25° C., obtained by radical polymerization or by polycondensation, comprising, on the chain of the skeleton (S), at least one graft composed of a hydrophobic macromonomer (M) with a glass transition temperature T'g of less than 25° C.
The present invention also relates to cosmetic or dermatological compositions containing, in a cosmetically acceptable medium, at least one grafted copolymer, the skeleton (S) of which is composed of a hydrophilic copolymer, with a glass transition temperature Tg greater than 25° C., obtained by radical polymerization or by polycondensation, comprising, on the chain of the skeleton, at least one graft composed of a hydrophobic macromonomer (M) with a glass transition temperature T'g of less than 25° C.
Other subject-matters will become apparent in the light of the description and examples which follow.
“Hydrophilic copolymer” is understood to mean, throughout the text of the description, any copolymer which is soluble or dispersable in water, lower (C
1
-
4
) alcohols or mixtures of water and of lower alcohol(s).
“Hydrophobic polymer” is understood to mean, throughout the text of the description, any polymer which is insoluble in water, lower (C
1
-C
4
) alcohols or mixtures of water and of lower alcohol(s).
“Macromonomer” is understood to mean, throughout the text of the description, any oligomer comprising, on just one end, either a group possessing ethylenic unsaturation capable of polymerizing by the radical route with the monomers constituting the skeleton (S) of the copolymer of the invention and of grafting onto the polymeric chain of the skeleton (S); or a reactive functional group capable of reacting with the monomers (A) and (B) of the skeleton (S) or else with the preformed skeleton (S).
The macromonomers (M) grafted by covalent bonding to the polymeric chain of the skeleton (S) of the copolymers of the invention are preferably chosen from hydrocarbon-comprising, hydrofluorocarbon comprising or fluorocarbon-comprising macromonomers having a glass transition temperature T'g of less than 25° C.
The macromonomers (M) have a glass transition temperature T'g preferably of less than or equal to 10° C. and more particularly of less than or equal to 0° C.
Furthermore, the macromonomers (M) are hydrophobic, that is to say insoluble in water, and have a surface tension generally of less than or equal to 40 dyne/cm at 20° C.
They preferably exhibit an average molecular weight, measured at the peak tip by steric exclusion chromatography, ranging from 200 to 20,000.
Mention may be made, among the macromonomers (M) grafted onto the copolymers of the invention, of:
(a) polymers and copolymers of linear or branched C
2
-C
18
alkyl acrylate or methacrylate with a T'g of less than 25° C. and exhibiting a terminal group chosen from vinyl, allyl, methallyl, (meth)acryloyl, ethacryloyl, vinylbenzoyl, vinylbenzyl, C
1
-C
4
alkenyl or C
1
-C
6
cycloalkenyl or a terminal reactive functional group capable of interacting with the skeleton (S) or the monomers constituting it (such as —OH, —NH
2
, —COOH or S anhydride) or a terminal reactive functional group capable of participating in a polycondensation (such as diol, diamine or dicarboxylic acid), among which may in particular be mentioned: poly(butyl acrylate) macromonomers with a monomethacrylate end, such as the products sold under the name [lacuna] by the company Toa Gosei; poly(butyl acrylate) macromonomers with a monomethacrylate end; poly(2-ethylhexyl acrylate) macromonomers with a monoacrylate or monomethacrylate end; poly(dodecyl acrylate) or poly(dodecyl methacrylate) macromonomers; or poly(stearyl acrylate) or poly(stearyl methacrylate) macromonomers;
(b) polyolefins with a T'g of less than 25° C. and exhibiting a terminal group possessing ethylenic unsaturation or a terminal reactive functional group capable of interacting with the skeleton (S) or the monomers constituting it or a terminal reactive functional group capable of participating in a polycondensation, among which mention may in particular be made of:
polyethylene macromonomers; polypropylene macromonomers; polyethylene/polypropylene copolymer macromonomers; polyethylene/polybutylene copolymer macromonomers; polyisobutylene macromonomers; polybutadiene macromonomers; polyisoprene macromonomers; or polyolefin macromonomers possessin
Lion Bertrand
Mondet Jean
Mougin Nathalie
Sebag Henri
Finnegan Henderson Farabow Garrett & Dunner L.L.P.
L'Oreal (S.A.)
Page Thurman K
Sheikh Humera N.
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