Silicone elastomer compositions

• US 6,653,378 B2
• Filed: 12/13/2001
• Issued: 11/25/2003
• Est. Priority Date: 12/18/2000
• Status: Expired due to Term

• Current Assignee: Dow, Inc.
• Original Assignee: Dow, Inc.
• Inventors: Lin, Zuchen, Ferritto, Michael Salvatore, Schulz, William James Jr., Smith, Janet Mary
• Primary Examiner(s): Dawson, Robert
• Assistant Examiner(s): Zimmer, Marc S
• Application Number:
  US10/020,612
• Publication Number:
  US 20020086935A1
• Time in Patent Office: 712 Days
• Field of Search: 528/25-29, 528/38, 524/267, 524/268
• US Class Current: 524/267
• CPC Class Codes: A61K 8/0241 Containing particulates characterized by their shape and/or structure see also A61K8/04, A61K8/11, and A61K8/14, further aspects are classified in A61K2800/40 and subcodes
• CPC Class Codes: A61K 8/042 Gels
• CPC Class Codes: A61K 8/898 containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
• 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: C08J 2383/04 Polysiloxanes
• CPC Class Codes: C08J 3/205 in the presence of a continuous liquid phase
• CPC Class Codes: C08J 3/26 of latex
• CPC Class Codes: C08L 83/06 containing silicon bound to oxygen-containing groups C08L83/12 takes precedence
• CPC Class Codes: C08L 83/08 containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen

Abstract

This invention related to silicone elastomer compositions in the form of gels and/or organized structures. The silicone elastomer compositions are produced by reacting a siloxane having a first reactive group with a crosslinker having a second reactive group in a diluent. One reactive group is selected from epoxy-functional groups or chlorohydrin functional groups while the other reactive group is a functional group that reacts with epoxy-functional groups or chlorohydrin functional groups (i.e. amine, hydroxyl). The silicone elastomer compositions of the instant invention are particularly useful in personal care products, textiles, auto care products, and laundry products and for the delivery of active ingredients.

Claims

1. A silicone elastomer in the form of a gel and/or organized structure produced by reacting

(I) 0.1 to 99.89 wt. % based on the weight of all components of a siloxane oligomer or polymer having units of

 

where each Y is independently selected from divalent oxygen atoms

R′

;

an alkyl group with 1 to 30 C atoms, an aryl group having 6 to 15 carbon atoms, an alkaryl group having 6 to 15 carbon atoms, and an aralkyl group having 6 to 15 carbon atoms;

Z;

a reactive group selected from epoxy functional groups or chlorohydrin functional groups;

Z′

;

a functional group that reacts with epoxy-functional groups or chlorohydrin functional groups;

F;

a functional group selected from polyether groups, quaternary ammonium salt groups, monohydroxy alcohol groups, polyhydroxy alcohol groups, carbohydrate groups, acrylate groups, ester groups, amide groups, carbonate groups, carboxylate groups, sulfonate groups, sulfate groups, halogen groups, and trialkoxysilyl groups;

with the proviso that at least 50 mol % of the Y groups in the siloxane are R′ and

there are at least two Z and/or Z′

groups in the siloxane; and

(II) 0.1 to 99.89 wt. % based on the weight of all components of a crosslinker wherein said crosslinker contains Z and/or Z′

groups with the proviso that when Y in siloxane (I) contains Z groups, the crosslinker contains Z′

groups;

when Y in siloxane (I) contains Z′

groups, the crosslinker contains Z groups; and

when Y in siloxane (I) contains Z and Z′

groups, the crosslinker contains Z groups, Z′

groups or both, further wherein (I), (II) or both (I) and (II) contain at least one F group;

with the additional proviso that F and Z and/or Z′

are different

in (III) 0.1 to 99.89 wt. % based on the weight of all components a diluent selected from (i) water;

(ii) a silicone fluid;

(iii) a polar organic compound and mixtures thereof.

2. The silicone elastomer as claimed in claim 1 wherein in siloxane (I) there are at least two Z′

groups and the crosslinker (II) contains Z groups.

3. The silicone elastomer as claimed in claim 1 wherein in siloxane (I) there are at least two Z groups and the crosslinker contains (II) Z′

groups.

4. The silicone elastomer as claimed in claim 1 wherein siloxane (I) contains at least one F group.

6. The silicone elastomer as claimed in claim 3 wherein siloxane (I) contains at least one F group.

7. The silicone elastomer as claimed in claim 1 wherein R′

is a methyl group.

8. The silicone elastomer as claimed in claim 2 wherein the Z′

group is an amine group and Z is an epoxy-functional group.

9. The silicone elastomer as claimed in claim 3 wherein Z is an epoxy-functional group and Z′

is an amine group.

10. The silicone elastomer as claimed in claim 1 wherein the diluent is water.

11. The silicone elastomer as claimed in claim 1 wherein the diluent is a silicone fluid.

12. The silicone elastomer as claimed in claim 1 wherein the diluent is a polar organic compound.

13. The silicone elastomer as claimed in claim 1 wherein the elastomer is in the form of a gel.

14. The silicone elastomer as claimed in claim 1 wherein the elastomer is in the form of an organized structure.

15. The silicone elastomer as claimed in claim 1 wherein there is additionally present (IV) 1 to 80 wt % of a surfactant.

16. The silicone elastomer as claimed in claim 1 wherein there is additionally present (V) an active ingredient.

5. The silicone elastomer as claimed in 2 wherein siloxane (I) contains at least one F group.

17. A silicone elastomer in the form of a gel and/or organized structure produced by reacting

(I) 0.1 to 99.89 wt. % based on the weight of all components of a siloxane oligomer or polymer having units of

 

where each Y is independently selected from divalent oxygen atoms

R′

;

an alkyl group with 1 to 30 C atoms, an aryl group having 6 to 15 carbon atoms, an alkaryl group having 6 to 15 carbon atoms, and an aralkyl group having 6 to 15 carbon atoms;

Z;

a reactive group selected from epoxy-functional groups or chlorohydrin functional groups;

Z′

;

a functional group that reacts with epoxy-functional groups or chlorohydrin functional groups;

F;

a functional groups selected from polyether groups, quaternary ammonium salt groups, monohydroxy alcohol groups, polyhydroxy alcohol groups, carbohydrate groups, acrylate groups, ester groups, amide groups, carbonate groups, carboxylate groups, sulfonate groups, sulfate groups, halogen groups, and trialkoxsilyl groups;

with the proviso that at least 50 mol % of the Y groups in the siloxane are R′ and

there are at least two Z and/or Z′

groups in the siloxane; and

(II) 0.1 to 99.89 wt. % based on the weight of all components of a crosslinker wherein said crosslinker contains Z and/or Z′

groups with the proviso that when Y in siloxane (I) contains Z groups, the crosslinker contains Z′

groups;

when Y in siloxane (I) contains Z′

groups, the crosslinker contains Z groups; and

when Y in siloxane (I) contains Z and Z′

groups, the crosslinker contains Z groups, Z′

groups or both, in

(III) 0.1 to 99.89 wt. % based on the weight of all components a functional silicone fluid.

18. A silicone elastomer in the form of a gel and/or organized structure produced by (A) reacting

(I) 0.1 to 99.89 wt. % based on the weight of all components of a siloxane oligomer or polymer having units of

 

where each Y is independently selected from divalent oxygen atoms

R′

;

an alkyl group with 1 to 30 C atoms, an aryl group having 6 to 15 carbon atoms, an alkaryl group having 6 to 15 carbon atoms, and an aralkyl group having 6 to 15 carbon atoms;

Z;

a reactive group selected from epoxy-functional groups or chlorohydrin functional groups;

Z′

;

a functional group that reacts with epoxy-functional groups or chlorohydrin functional groups;

with the proviso that at least 50 mol % of the Y groups in the siloxane are R′ and

there are at least two Z and/or Z′

groups in the siloxane; and

(II) 0.1 to 99.89 wt. % based on the weight of all components of a crosslinker wherein said crosslinker contains Z and/or Z′

groups with the proviso that when Y in siloxane (I) contains Z groups, the crosslinker contains Z′

groups;

when Y in siloxane (I) contains Z′

groups, the crosslinker contains Z groups; and

when Y in siloxane (I) contains Z and Z′

groups, the crosslinker contains Z groups, Z′

groups or both,

in (III) 0.1 to 99.89 wt. % based on the weight of all components a diluent selected from (i) water;

(ii) a silicone fluid;

(iii) a polar organic compound and (iv) a non-polar organic compound and (v) mixtures thereof;

(B) further reacting the product produced in (A) with a compound containing functional group F wherein F is selected from polyether groups, quaternary ammonium salt groups, monohydroxy alcohol groups, polyhydroxy alcohol groups, carbohydrate groups, acrylate groups, ester groups, amide groups, carbonate groups, carboxylate groups, sulfonate groups, sulfate groups, halogen groups, and trialkoxysilyl groups.

19. A silicone elastomer in the form of a gel and/or organized structure produced by (A) reacting

(I) 0.1 to 99.89 wt. % based on the weight of all components of a siloxane oligomer or polymer having units of

 

where each Y is independently selected from divalent oxygen atoms

R′

;

an alkyl group with 1 to 30 C atoms, an aryl group having 6 to 15 carbon atoms, an alkaryl group having 6 to 15 carbon atoms, and an aralkyl group having 6 to 15 carbon atoms;

Z;

a reactive group selected from epoxy functional groups or chlorohydrin functional groups;

Z′

;

a functional group that reacts with epoxy groups or chlorohydrin functional groups;

with the proviso that at least 50 mol % of the Y groups in the siloxane are R′ and

there are at least two Z and/or Z′

groups in the siloxane; and

(II) 0.1 to 99.89 wt. % based on the weight of all components of a crosslinker wherein said crosslinker contains Z and/or Z′

groups with the proviso that when Y in siloxane (I) contains Z groups, the crosslinker contains Z′

groups;

when Y in siloxane (I) contains Z′

groups, the crosslinker contains Z groups; and

when Y in siloxane (I) contains Z and Z′

groups, the crosslinker contains Z groups, Z′

groups or both,

(III) a compound containing a functional group F wherein F is selected from polyether groups, quaternary ammonium salt groups, monohydroxy alcohol groups, polyhydroxy alcohol groups, carbohydrate groups, acrylate groups, ester groups, amide groups, carbonate groups, carboxylate groups, sulfonate groups, sulfate groups, halogen groups, and trialkoxysilyl groups.

in (IV) 0.1 to 99.89 wt. % based on the weight of all components a diluent selected from (i) water;

(ii) a silicone fluid;

(iii) a polar organic compound and (iv) a non-polar organic compound and (v) mixtures thereof.

20. A silicone elastomer in the form of a gel and/or organized structure produced by reacting

(I) 0.1 to 99.89 wt. % based on the weight of all components of a siloxane oligomer or polymer having units of

 

where each Y is independently selected from

R′

;

an alkyl group with 1 to 30 C atoms, an aryl group having 6 to 15 carbon atoms, an alkaryl group having 6 to 15 carbon atoms, and an aralkyl group having 6 to 15 carbon atoms;

Z′

;

a functional group that reacts with epoxy-functional groups or chlorohydrin functional groups;

F;

a functional group selected from polyether groups, quaternary ammonium salt groups, monohydroxy alcohol groups, polyhydroxy alcohol groups, carbohydrate groups, acrylate groups, ester groups, amide groups, carbonate groups, carboxylate groups, sulfonate groups, sulfate groups, halogen groups, and trialkoxysilyl groups;

with the proviso that at least 50 mol % of the Y groups in the siloxane are R′ and

there are at least two

Z′

groups at least one F group in the siloxane; and

(II) 0.1 to 99.89 wt. % based on the weight of all components of a crosslinker wherein said crosslinker is an organic compound containing Z groups having a reactive group selected from epoxy-functional groups or chlorohydrin functional groups;

in

(III) 0.1 to 99.89 wt. % based on the weight of all components a diluent selected from (i) water;

(ii) a silicone fluid;

(iii) a polar organic compound and (iv) a non-polar organic compound and (v) mixtures thereof.