Oil-in-oil and three-phase emulsions

• US 6,238,657 B1
• Filed: 07/12/1999
• Issued: 05/29/2001
• Est. Priority Date: 07/12/1999
• Status: Expired due to Term

• Current Assignee: Dow Corning Corporation (Dow, Inc.)
• Original Assignee: Dow Corning Corporation (Dow, Inc.)
• Inventors: Lin, Zuchen, Schulz, William James Jr., Smith, Janet Mary
• Primary Examiner(s): Page, Thurman K.
• Assistant Examiner(s): Seidleck, Brian K.
• Application Number:
  US09/352,006
• Time in Patent Office: 687 Days
• Field of Search: 424/401, 424/65, 424/70.1, 424/70.11, 424/78.02, 424/70.12, 524/861, 524/862, 528/15
• US Class Current: 424/70.12
• CPC Class Codes: A61K 8/0208 Tissues; Wipes; Patches
• CPC Class Codes: A61K 8/06 Emulsions
• CPC Class Codes: A61K 8/066 Multiple emulsions, e.g. water-in-oil-in-water
• CPC Class Codes: A61K 8/31 Hydrocarbons
• CPC Class Codes: A61K 8/89 Polysiloxanes
• CPC Class Codes: A61K 8/894 modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
• CPC Class Codes: A61K 8/922 of vegetable origin
• CPC Class Codes: A61K 8/925 of animal origin
• CPC Class Codes: A61Q 15/00 Anti-perspirants or body deodorants deodorisation of air A61L9/00
• CPC Class Codes: A61Q 19/00 Preparations for care of the skin
• CPC Class Codes: A61Q 5/00 Preparations for care of the hair
• CPC Class Codes: A61Q 5/12 Preparations containing hair conditioners
• CPC Class Codes: C08G 77/46 containing polyether sequences
• CPC Class Codes: C08G 77/50 by carbon linkages C08G77/485 takes precedence
• CPC Class Codes: C08J 2383/04 Polysiloxanes
• CPC Class Codes: C08J 3/09 in organic liquids
• CPC Class Codes: C08L 83/00 Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
• CPC Class Codes: C08L 91/00 Compositions of oils, fats or waxes; Compositions of derivatives thereof

Abstract

Three-dimensional silicone elastomers having polyether and higher alkyl functionality in their molecules form networks of crosslinked linear siloxanes with polyether and olefin containing repeating units, and these silicone elastomers can be used as emulsifiers for making O/O and three-phase aqueous emulsions. One of the oil phases is a silicone oil, while the other oil phase is an organic oil such as mineral oil or castor oil. These emulsions of two and three mutually insoluble liquids are useful in personal and health care applications.

Claims

1. A composition comprising an oil-in-oil emulsion in which one oil phase of the oil-in-oil emulsion is a silicone oil, and the other oil phase of the oil-in-oil emulsion is an organic oil, the oil phases being mutually insoluble and being emulsified using as the emulsifier, an elastomeric silicone polymer having (i) dimethyl, (ii) C10 or higher alkyl, (iii) polyether, and (iv) crosslinking groups in its molecule;

the elastomeric silicone polymer being prepared by combining and reacting;

(A) an =Si—

H containing polysiloxane of the formula R₃SiO(R′

₂SiO)_a(R″

HSiO)_bSiR₃, or the formula (R′

₂SiO)_a′

(R″

HSiO)_b′

, or the formula HR₂SiO(R′

₂SiO)_cSiR₂H, or the formula HR₂SiO(R′

₂SiO)_a(R″

HSiO)_bSiR₂H, where R, R′

, and R″

are alkyl groups with 1-6 carbon atoms, a is 0-250, a′

is 0-7, b is 1-250, b′

is 3-10, and c is 0-250;

(B) a mono-alkenyl polyether of the formula CH₂=CH(CH₂)_fO(CH₂CH₂O)_g(CH₂CH₃CHO)_hT, or the formula CH₂=CH—

Q—

O(CH₂CH₂O)_g(CH₂CH₃CHO)_hT, where T is hydrogen, a C₁-C₁₀ alkyl group, an aryl group, or a C_1-C20 acyl group;

Q is a divalent linking group containing unsaturation;

f is 0-6, g is 4-100; and

h is zero or 1-100;

(C) an α

-olefin containing at least ten carbon atoms;

(D) an α

,ω

-unsaturated hydrocarbon selected from the group consisting of α

,ω

-dienes of the formula CH₂=CH(CH₂)_dCH=CH₂, α

,ω

-diynes of the formula CH=C(CH₂)_eC=CH, and α

,ω

-ene-ynes of the formula CH₂=CH(CH₂)_eC=CH, where d is 1-20 and e is 0-20; and

(E) a platinum catalyst;

in the presence of

(F) a silicone oil;

and allowing the reaction to continue until there is formed a crosslinked three-dimensional gelled network of an elastomeric silicone polymer.

2. A composition according to claim 1 in which the silicone oil comprises the continuous phase of the emulsion and the silicone oil has a viscosity of 0.65 to about 1,000 mm²/s.

3. A composition according to claim 1 in which the organic oil is a natural oil derived from animal, vegetable, or mineral sources.

4. A composition according to claim 3 in which the organic oil is selected from the group consisting of almond oil, apricot kernel oil, avocado oil, cacao butter, carrot oil, castor oil, citrus seed oil, coconut oil, corn oil, cottonseed oil, cucumber oil, egg oil, jojoba oil, lanolin oil, linseed oil, mineral oil, mink oil, olive oil, palm kernel oil, peach kernel oil, peanut oil, rapeseed oil, safflower oil, sesame oil, shark oil, soybean oil, sweet almond oil, tallow oil, tallow oil, turtle oil, vegetable oil, whale oil, and wheat germ oil.

5. A method of treating hair, skin, or underarm comprising applying to the hair, skin, or underarm, the composition according to claim 1.

6. A method of treating cellulosic or synthetic nonwoven carrier substrates comprising applying to cellulosic or synthetic nonwoven carrier substrates the composition according to claim 1.

7. A composition comprising a three-phase emulsion in which one phase of the three-phase emulsion is a silicone oil, another phase of the three-phase emulsion is an organic oil, and a third phase of the three-phase emulsion is water, the oil phases and the water being mutually insoluble and being emulsified using as the emulsifier, an elastomeric silicone polymer having (i) dimethyl, (ii) C10 or higher alkyl, (iii) polyether, and (iv) crosslinking groups in its molecule;

the elastomeric silicone polymer being prepared by combining and reacting;

(A) an =Si—

H containing polysiloxane of the formula R₃SiO(R′

₂SiO)_a(R″

HSiO)_bSiR₃, or the formula (R′

₂SiO)_a′

(R″

HSiO)_b′

, or the formula HR₂SiO(R′

₂SiO)_cSiR₂H, or the formula HR₂SiO(R′

₂SiO)_a(R″

HSiO)_bSiR₂H, where R, R′

, and R″

are alkyl groups with 1-6 carbon atoms, a is 0-250, a′

is 0-7, b is 1-250, b′

is 3-10, and c is 0-250;

(B) a mono-alkenyl polyether of the formula CH₂=CH(CH₂)_fO(CH₂CH₂O)_g(CH₂CH₃CHO)_hT, or the formula CH₂=CH—

Q—

O(CH₂CH₂O)_g(CH₂CH₃CHO)_hT, where T is hydrogen, a C_1-C10 alkyl group, an aryl group, or a C₁-C₂₀ acyl group;

Q is a divalent linking group containing unsaturation;

f is 0-6, g is 4-100; and

h is zero or 1-100;

(C) an α

-olefin containing at least ten carbon atoms;

(D) an α

,ω

-unsaturated hydrocarbon selected from the group consisting of α

,ω

-dienes of the formula CH₂=CH(CH₂)_dCH=CH₂, α

,ω

-diynes of the formula CH=C(CH₂)_eC=CH, and α

,ω

-ene-ynes of the formula CH₂=CH(CH₂)_eC=CH, where d is 1-20 and e is 0-20; and

(E) a platinum catalyst;

in the presence of

(F) a silicone oil;

and allowing the reaction to continue until there is formed a crosslinked three-dimensional gelled network of an elastomeric silicone polymer.

8. A composition according to claim 7 in which the silicone oil comprises the continuous phase and the silicone oil has a viscosity of 0.65 to about 1,000 mm²/s.

9. A composition according to claim 7 in which the organic oil is a natural oil derived from animal, vegetable, or mineral sources.

10. A composition according to claim 9 in which the organic oil is selected from the group consisting of almond oil, apricot kernel oil, avocado oil, cacao butter, carrot oil, castor oil, citrus seed oil, coconut oil, corn oil, cottonseed oil, cucumber oil, egg oil, jojoba oil, lanolin oil, linseed oil, mineral oil, mink oil, olive oil, palm kernel oil, peach kernel oil, peanut oil, rapeseed oil, safflower oil, sesame oil, shark oil, soybean oil, sweet almond oil, tallow oil, tallow oil, turtle oil, vegetable oil, whale oil, and wheat germ oil.

11. A method of treating hair, skin, or underarm comprising applying to the hair, skin, or underarm, the composition according to claim 9.

12. A method of treating cellulosic or synthetic nonwoven carrier substrates comprising applying to cellulosic or synthetic nonwoven carrier substrates the composition according to claim 7.