IP Library Patent Application 17997994
Patent Application
App. No. 17/997,994

O/W EMULSION AND W/O EMULSION INVERTED THEREFROM, AND PERSONAL CARE COMPOSITION CONTAINING SAME

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Patent No.
US None
App. No.
17/997,994
Abstract

It relates to an O/W emulsion which can be inverted to a W/O emulsion and the W/O emulsion inverted from the O/W emulsion, wherein the O/W emulsion is obtained from radical polymerization under emulsion polymerization reaction condition of at least one polyorganosiloxane having at least two aliphatic unsaturated carbon-carbon bonds, and optionally an organohydrogen-polysiloxane, in the presence of a polyether-modified polysiloxane. It also relates to preparation process of the O/W emulsion and the W/O emulsion, and a personal care composition containing the emulsion.

Claims (60)

1 . An O/W emulsion of a crosslinked silicone, wherein the O/W emulsion is obtained from radical polymerization under emulsion polymerization reaction condition of at least one polyorganosiloxane having at least two aliphatic unsaturated carbon-carbon bonds, and optionally an organohydrogenpolysiloxane, in the presence of a polyether-modified polysiloxane.

2 . The O/W emulsion of claim 1 , wherein the at least one polyorganosiloxane is of the general formula (I):

M g M H h M V i M F j D k D H l D V m D F n T o T H p T V q T F r Q s   formula (I)

wherein

M=R 21 R 22 R 23 SiO 1/2 ;

M H =R 24 R 25 HSiO 1/2 ;

M V =R 26 R 27 R 28 SiO 1/2 ;

M F =R 29 R 30 R F SiO 1/2 ;

D=R 31 R 32 SiO 2/2 ;

D H =R 33 HSiO 2/2 ;

D V =R 34 R 35 SiO 2/2 ;

D F =R 36 R F SiO 2/2 ;

T=R 37 SiO 3/2 ;

T H =HSiO 3/2 ;

T V =R 38 SiO 3/2 ;

T F =R F SiO 3/2 ; and

Q=SiO 4/2

in which R 21 , R 22 , R 23 , R 24 , R 25 , R 27 , R 28 , R 31 , R 32 , R 33 , R 35 and R 37 each independently is a monovalent hydrocarbon group of up to 60 carbon atoms; R 26 , R 34 and R 38 each independently is an ethylenically unsaturated group of up to 30 carbon atoms; R 29 , R 30 and R 36 each independently is a monovalent hydrocarbon group of up to 60 carbon atoms or R F ; each R F independently is a monovalent alkoxy group or ether group of up to 60 carbon atoms; and, subscripts g, h, i, j, k, l, m, n, o, p, q, r and s each independently is an integer of 0 to 1000 subject to the limitation that i+m+q≥2.

3 . The O/W emulsion of claim 1 , wherein the polyorganosiloxane is at least one member selected from the group consisting of:

M V i D k D V m M 2-i   (I-1)

wherein M V , D, D V and M are as previously defined and subscripts i, k and m are integers subject to the limitation that i is 0 to 2, k is 0 to 600, m is 0 to 100, and R 26 and R 34 each independently is selected from the group consisting of vinyl, allyl, methallyl, acrylate or alkacrylate group;

M V i Q s   (I-2)

wherein M V and Q are as previously defined and subscripts i and s are integers subject to the limitation that i≥1, s≥1 and i+s is 2 to 50, and each R 26 is selected from the group consisting of vinyl, allyl, methallyl, acrylate or alkacrylate group.

4 . The O/W emulsion of claim 1 , wherein the organohydrogenpolysiloxane is of the general formula (I):

M g M H h M V i M F j D k D H l D V m D F n T o T H p T V q T F r Q s   formula (I)

wherein M, M H , M V , M F , D, D H , D V , D F , T, T H , T V , T F and Q are as previously defined, and subscripts g, h, i, j, k, l, m, n, o, p, q, r and s each independently is an integer of 0 to 500 subject to the limitations that h+l+p≥1, and when i+m+q≥2, the formulae (I) defined for the polyorganosiloxane and for the organohydrogenpolysiloxane are different.

5 . The O/W emulsion of claim 1 , wherein the organohydrogenpolysiloxane is at least one member selected from the group consisting of:

M H h D k D H l M 2-h   (I-3)

wherein M H , D, D H and M are as previously defined and h, k and l are 0 or a positive number subject to the limitation that k is 10 to 300, l is 0 to 50, h is 0 to 2 and h+l is 1 to 100;

M H h Q s   (I-4)

wherein M H and Q are as previously defined and subscripts h and s are integers subject to the limitation that h≥1, s≥1 and i+s is 2 to 50.

6 . The O/W emulsion of claim 1 , wherein the polyether-modified polysiloxane is of the general formula (II):

M 1 a M 2 b M 3 c D 1 d D 2 e D 3 f   formula (II)

wherein:

M 1 =R 1 R 2 R 3 SiO 1/2

M 2 =R 4 R 5 R 6 SiO 1/2

M 3 =R 7 R 8 R 9 SiO 1/2

D 1 =R 10 R 11 SiO 2/2

D 2 =R 12 R 13 SiO 2/2

D 3 =R 14 R 15 SiO 2/2

where in Formula (II),

R 1 , R 2 , R 3 , R 4 , R 5 , R 7 , R 8 , R 10 , R 11 , R 12 and R 14 each independently is an alkyl having up to about 60 carbon atoms or an aryl group;

R 6 and R 13 each independently is —R 16 —O—(C 2 H 4 O) x (C 3 H 6 O) y (C 4 H 8 O) z —R 17 , where R 16 is a divalent alkylene group having 1 to about 20 carbon atoms, R 17 is selected from hydrogen, alkyl, acyl or an ester group having 1 to about 20 carbon atoms, and subscripts x, y and z each independently is an integer of 0 to 200 subject to the limitation that 1≤x+y+z≤200;

R 9 and R 15 each independently is a linear or branched alkyl group of 4 to about 20 carbon atoms; a monovalent alkoxy group or aryloxy group of up to about 20 carbon atoms; or a divalent alkylene group having 1 to about 20 carbon atoms terminated with an alkoxy group, aryloxy group, an amino group, an ester group, an amide or an epoxide group;

the subscripts a, b, c, d, e, f each independently is an integer of 0 to 200 subject to the limitation that b+e≥1.

7 . The O/W emulsion of claim 1 , wherein the polyether-modified polysiloxane is at least one member selected from the group consisting of:

M 1 2 D 1 d D 2 e   (II-1)

wherein M 1 , D 1 and D 2 are as previously defined, d is 1 to 200, and e is 1 to 200; and

M 2 b D 1 d D 2 e M 1 2-b   (II-2)

wherein M 1 , M 2 , D 1 and D 2 are as previously defined, b is 1 or 2, d is 1 to 200, and e is 1 to 200.

8 . The O/W emulsion of claim 1 , wherein the polyether-modified polysiloxane is used in an amount of about 5 to about 50 parts by weight based on 100 parts by weight of the total amount of the polyorganosiloxane having at least two aliphatic unsaturated carbon-carbon bonds and the organohydrogenpolysiloxane when present.

9 . The O/W emulsion of claim 1 , which is prepared by a process comprising:

(a) combining the polyorganosiloxane with the polyether-modified polysiloxane and the optional organohydrogenpolysiloxane to obtain a mixture;

(b) adding an aqueous medium containing an emulsifying agent into the mixture under stirring; and

(c) subjecting the mixture to a radical polymerization.

10 . A W/O emulsion obtained from phase inversion of the O/W emulsion of claim 1 by adding an oil into said O/W emulsion.

11 . A personal care composition comprising the O/W emulsion of claim 1 .

12 . A personal care application comprising the personal care composition of claim 11 , wherein the personal care application is selected from the group consisting of deodorants, antiperspirants, antiperspirant/deodorants, stick and roll-on preparations, skin lotions, moisturizers, toners, cleansing preparations, styling gels, hair dyes, hair color preparations, hair straighteners, nail polish, nail polish remover, sunscreens, anti-aging preparations, lipsticks, lip balms, lip glosses, foundations, face powders, eye liners, eye shadows, blushes, makeup, beauty balms, mascaras, moisturizing preparations, foundations, concealers, body and hand preparations, skin care preparations, face and neck preparations, fragrance preparations, soft focus preparations, night and day skin care preparations, tanning preparations, hand liquids, non-woven preparations for personal care, facial tissue, baby lotions, facial cleansing preparations, hair cuticle coats, gels, foam baths, body washes, scrubbing cleansers, controlled-release personal care preparations, hair shampoos, hair conditioners, hair sprays, skin care moisturizing mists, skin wipes, pore skin wipes, pore cleaners, blemish reducers, skin exfoliators, skin desquamation enhancers, anti-acne preparations, skin towelettes, skin cloths, depilatory preparations, personal care lubricants, nail coloring preparations, and drug delivery systems for topically applied therapeutics and medicinals.

13 . A personal care composition comprising the W/O emulsion of claim 10 .

14 . A personal care application comprising the personal care composition of claim 13 , wherein the personal care application is selected from the group consisting of deodorants, antiperspirants, antiperspirant/deodorants, stick and roll-on preparations, skin lotions, moisturizers, toners, cleansing preparations, styling gels, hair dyes, hair color preparations, hair straighteners, nail polish, nail polish remover, sunscreens, anti-aging preparations, lipsticks, lip balms, lip glosses, foundations, face powders, eye liners, eye shadows, blushes, makeup, beauty balms, mascaras, moisturizing preparations, foundations, concealers, body and hand preparations, skin care preparations, face and neck preparations, fragrance preparations, soft focus preparations, night and day skin care preparations, tanning preparations, hand liquids, non-woven preparations for personal care, facial tissue, baby lotions, facial cleansing preparations, hair cuticle coats, gels, foam baths, body washes, scrubbing cleansers, controlled-release personal care preparations, hair shampoos, hair conditioners, hair sprays, skin care moisturizing mists, skin wipes, pore skin wipes, pore cleaners, blemish reducers, skin exfoliators, skin desquamation enhancers, anti-acne preparations, skin towelettes, skin cloths, depilatory preparations, personal care lubricants, nail coloring preparations, and drug delivery systems for topically applied therapeutics and medicinals.

Assignments (5)
RELEASE OF SECURITY INTEREST IN PATENTS PREVIOUSLY RECORDED AT REEL/FRAME (063213/0472) Recorded Oct 22, 2025
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 073168/0715 →
RELEASE OF SECURITY INTEREST Recorded Jul 18, 2025
From: KOOKMIN BANK NEW YORK BRANCH
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 072039/0906 →
FIRST LIEN TERM LOAN PATENT SECURITY AGREEMENT Recorded Mar 31, 2023
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 063213/0472 →
SECURITY INTEREST Recorded Mar 30, 2023
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: KOOKMIN BANK NEW YORK BRANCH
Reel/Frame 063197/0475 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 1, 2022
From: XING, ZHIMIN; HUANG, YUN; DAI, JINGYA
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 061946/0629 →