Long lasting and waterproof lash extension composition
View Patent ↗Compositions and methods for the in situ formation of cross-linked polymeric filaments are disclosed. The disclosed filaments are preferably elastomeric, water-resistant, oil-resistant, long-wearing. The filament forming compositions generally comprise one or more cross-linkable polymers having at least one functional group capable of forming cross-links and a cross-linking agent, the presence of which promotes cross-linking of the polymers. The compositions may be used for lengthening and/or volumizing keratin fibers, for example, eyelashes.
1. A method for forming a filament on a keratin fiber comprising:
(a) applying to said keratin fiber a composition comprising:
(i) one or more cross-linkable polymers, wherein the one or more cross-linkable polymers comprise:
(a) a siloxane polymer, wherein the siloxane polymer has the following structure:
wherein,
m is an integer greater than 2;
Z 1 and Z 2 are independently selected from the group consisting of a bond between Si and the adjacent olefinic carbon atom, optionally substituted, branched or straight chain alkyl, alkenyl, alkynyl, aryl, heteroaryl, alkyl-aryl, alkoxy, O, S, and NR a , wherein R a is selected from a group consisting of an alkyl, alkynyl, aryl, heteroaryl, and alkyl-aryl;
R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are independently selected at each occurrence from the group consisting of branching points in the organopolysiloxane backbone whereby D, T, or Q structures are introduced, hydroxyl, hydrogen, carboxy, cyano, halogen, optionally substituted, branched, straight chain, or cyclic alkyl, alkenyl, alkynyl, aryl, alkyl-aryl, heteroalkyl, heteroaryl, alkoxy, amino, alkyl amino, and
wherein Z is selected from the group consisting of a bond between Si and the adjacent olefinic carbon atom, optionally substituted, branched or straight chain alkyl, alkenyl, alkynyl, aryl, heteroaryl, alkyl-aryl, alkoxy, O, S, and NR a , wherein R a is selected from a group consisting of an alkyl, alkynyl, aryl, heteroaryl, and alkyl-aryl, and
wherein R a , R b , and R c are independently selected from hydrogen, hydroxyl, carboxy, cyano, halogen, optionally substituted branched or straight chain alkyl, alkenyl, alkynyl, aryl, heteroaryl, alkoxy, amino, or alkyl amino;
R 7 and R 8 are independently selected from the group consisting of hydrogen and unsubstituted branched or straight chain alkyl, alkenyl, and alkynyl; and
R 9 , R 10 , R 11 and R 12 are independently selected the group consisting of hydrogen, hydroxyl, hydrido, carboxy, cyano, halogen, optionally substituted branched, straight chain or cyclic alkyl, alkenyl, alkynyl, heteroalkyl, aryl and heteroaryl, alkyl-aryl, alkoxy, amino, and alkyl amino, and
(b) a hydrosilane, wherein the hydrosilane has the following structure:
wherein R 1 *, R 2 *, R 3 *, R 4 *, R 5 *, and R 6 * are independently selected at each occurrence from the group consisting of branching points in the organopolysiloxane backbone whereby D, T, or Q structures are introduced, alkyl, alkenyl, alkynyl, aryl heteroaryl, alkoxy, amino, alkyl amino, dialkyl amino, hydroxyl, hydrido, carboxy, cyano, halogen, and
wherein Z is selected from the group consisting of a bond between Si and the adjacent olefinic carbon atom, optionally substituted, branched or straight chain alkyl, alkenyl, alkynyl, aryl, heteroaryl, alkyl-aryl, alkoxy, O, S, and NR a , wherein R a is selected from a group consisting of an alkyl, alkynyl, aryl, heteroaryl, and alkyl-aryl, and
wherein R a , R b , and R c are independently selected from hydrogen, hydroxyl, carboxy, cyano, halogen, optionally substituted branched or straight chain alkyl, alkenyl, alkynyl, aryl, heteroaryl, alkoxy, amino, or alkyl amino, and
(ii) a cross-linking agent, wherein said crosslinking agent is a catalyst selected from the group consisting of palladium, rhodium, and platinum;
(b) drawing out a portion of said polymers beyond a terminal end of said keratin fiber while the polymers are in a fluid or partially fluid state;
(c) permitting said polymers to cure to a solid, thereby forming a filamentous extension on said keratin fiber, and
wherein said composition is free of colorants.
2. A method for forming a filament on a keratin fiber comprising:
(a) applying to said keratin fiber a composition comprising:
(i) one or more cross-linkable siloxane polymers, wherein the cross-linkable siloxane polymer has the following structure:
wherein,
n is an integer greater than 3;
R 1 comprises a branched or straight chain C 1 -C 10 alkyl group;
R 2 and R 3 are independently selected from the group consisting of amino, hydroxyl, hydrido, carboxy, cyano, halogen, optionally substituted branched or straight chain alkyl, alkenyl, alkynyl, alkoxy, aryl, and heteroaryl;
R 4 and R 5 are independently selected at each occurrence from the group consisting of amino, hydroxyl, hydrido, carboxy, cyano, halogen, optionally substituted branched or straight chain alkyl, alkenyl, alkynyl, aryl, heteroaryl, and alkoxy; and
X comprises a chain terminating group, and
ii) a cross-linking agent, wherein the cross-linking agent is a catalyst selected from the group consisting of tin, titanium and zirconium;
(b) drawing out a portion of said polymers beyond a terminal end of said keratin fiber while the polymers are in a fluid or partially fluid state; and
(c) permitting said polymers to cure to a solid, thereby forming a filamentous extension on said keratin fiber, and
wherein said composition is free of colorants.
3. The method of claim 2 wherein said cross-linking catalyst is an organo-tin complex, organotitanate or organozirconate.
4. The method of claim 1 or 2 , wherein said keratin fiber is an eyelash and said filament on a keratin fiber extends beyond the terminal end of said keratin fiber by at least 1 mm.
5. The method of claim 1 or 2 , wherein said keratin fiber is an eyelash and said filament on a keratin fiber extends beyond the terminal end of said eyelash by at least 5 mm.
6. The method of claim 1 or 2 , further comprising irreversibly deforming said filament on a keratin fiber through application of a mechanical force to impart an arched shape.