IP Library Granted Patent US 8,642,022
Granted Patent B2
US 8,642,022 · App. 12/740,296 · Granted Feb 4, 2014

Copolymers of epoxy compounds and amino silanes

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Quick Facts
Patent No.
US 8,642,022
App. No.
12/740,296
Granted
Feb 4, 2014
Kind
B2
Abstract

The present invention provides for a personal care composition suitable for treating hair comprising a composition comprising the reaction product of a) an oxirane or oxetane compound comprising at least two oxirane or oxetane groups; and b) an amino silane having the formula: N(H)(R 1 )R 2 Si(OR 3 ) 3-a-b-c (OR 4 ) a (R 5 Si(OR 6 )d(R 7 ) c ) b R 8 c with R 1 is chosen from the group consisting of H or a monovalent hydrocarbon radical containing one to 20 carbon atoms; R 2 is selected from a group consisting of a divalent linear or branched hydrocarbon radical consisting of 1-60 carbons; R 4 is a hydrocarbon radical that contains 3 to 200 carbon atoms; R 5 is selected from a group consisting of oxygen or a divalent linear or branched hydrocarbon radical consisting of 1-60 carbons; R 3 , R 6 , R 7 , and R 8 and are each independently selected from the group of monovalent linear or branched hydrocarbon radicals having from 1 to 200 carbon atoms; the subscript b is zero or a positive number and has a value ranging from 0 to 3; the subscripts a is zero or appositive number less than 3, the subscripts b and c are zero or positive and have a value ranging from 0 to 3 subject to the limitation that (a+b+c)<3; the subscripts d and e are zero or positive and have a value ranging from 0 to 3 subject to the limitation that (d+e)=3, wherein when hair is treated with said personal care composition said hair has a hydrophobic response to water.

Claims (122)

1. A personal care composition suitable for treating hair comprising a composition comprising the reaction product of

a) oxirane or oxetane compound comprising at least two oxirane or oxetane groups; and

b) an amino silane having the formula:

N(H)(R 1 )R 2 Si(OR 3 ) 3-a-b-c (OR 4 ) a (R 5 Si(OR 6 ) d (R 7 ) e ) b R 8 c

with R 1 is chosen from the group consisting of H or a monovalent hydrocarbon radical containing one to 20 carbon atoms;

R 2 is selected from a group consisting of a divalent linear or branched hydrocarbon radical consisting of 1-60 carbons;

R 4 is a hydrocarbon radical that contains 3 to 200 carbon atoms;

R 5 is selected from a group consisting of oxygen or a divalent linear or branched hydrocarbon radical consisting of 1-60 carbons;

R 3 , R 6 , R 7 , and R 8 and are each independently selected from the group of monovalent linear or branched hydrocarbon radicals having from 1 to 200 carbon atoms;

the subscripts a is zero or a positive number less than or equal to 3, the subscripts b and c are zero or positive and have a value ranging from 0 to 3 subject to the limitation that (a+b+c)≦3;

the subscripts d and e are zero or positive and have a value ranging from 0 to 3 subject to the limitation that (d+e)=3, wherein when hair is treated with said personal care composition said hair has a hydrophobic response to water or wherein when human skin is treated with said personal care composition said skin exhibits an enhanced hydrophobic response to water,

wherein the oxirane or oxetane compound is a siloxane having the formula:

M E h D k

wherein

M E =R 12 R 13 (R E )SiO 1/2

D=R 18 R 19 SiO 2/2

where R 12 , R 13 , R 18 , and R 19 are methyl groups,

R E is —(CH 2 ) 3 OCH 2 CH(O)CH 2

subscript h is 2 and subscript k is 50.

2. The reaction product of claim 1 further comprising the reaction product of a compound having the formula:

R 29 (R 30 ) κ Si(OR 31 ) 3-η-θ (R 32 ) η (OR 33 ) θ

where R 29 is a monovalent hydrocarbon radical containing one or more oxirane or oxetane moieties having from 3 to 12 carbon atoms;

R 30 is a divalent hydrocarbon radical consisting of 1-60 carbons and the subscript κ has a value of zero or 1; R 31 and R 32 are independently selected from the group of monovalent linear or branched hydrocarbon radicals having from 1 to 60 carbon atoms;

the subscript η is zero or positive and has a value ranging from 0 to 3;

the subscript θ is greater than 0 and less than or equal to 3, subject to the limitation that 3-η-θ is greater than or equal to zero;

R 33 is a hydrocarbon radical that contains 3 to 200 carbon atoms.

3. The reaction product of claim 1 wherein

R 1 has from one to ten carbon atoms;

R 2 has from one to ten carbon atoms;

R 4 has from three to ten carbon atoms;

R 3 , R 6 , R 7 , and R 8 each independently have from one to twenty carbon atoms.

4. The reaction product of claim 1 wherein

R 1 has from one to five carbon atoms;

R 2 has from two to eight carbon atoms;

R 4 has from three to eight carbon atoms;

R 3 , R 6 , R 7 , and R 8 each independently have from one to fifteen carbon atoms.

5. The reaction product of claim 1 wherein

R 1 is hydrogen;

R 2 has from two to five carbon atoms;

R 4 has from three to five carbon atoms;

R 3 , R 6 , R 7 , and R 8 each independently have from two to eight carbon atoms.

6. The reaction product of claim 2 wherein

R 1 has from one to ten carbon atoms;

R 2 has from one to ten carbon atoms;

R 4 has from three to ten carbon atoms;

R 3 , R 6 , R 7 , and R 8 each independently have from one to twenty carbon atoms.

7. An aqueous emulsion where the discontinuous phase comprises water and the emulsion comprises the composition of claim 1 .

8. An aqueous emulsion where the discontinuous phase comprises water and the emulsion comprises the composition of claim 2 .

9. An aqueous emulsion where the discontinuous phase comprises water and the emulsion comprises the composition of claim 3 .

10. An aqueous emulsion where the discontinuous phase comprises water and the emulsion comprises the composition of claim 4 .

11. An aqueous emulsion where the discontinuous phase comprises water and the emulsion comprises the composition of claim 5 .

12. An aqueous emulsion where the discontinuous phase comprises water and the emulsion comprises the composition of claim 6 .

13. An aqueous emulsion where the continuous phase comprises water and the emulsion comprises the composition of claim 1 .

14. An aqueous emulsion where the continuous phase comprises water and the emulsion comprises the composition of claim 2 .

15. An aqueous emulsion where the continuous phase comprises water and the emulsion comprises the composition of claim 3 .

16. An aqueous emulsion where the continuous phase comprises water and the emulsion comprises the composition of claim 4 .

17. An aqueous emulsion where the continuous phase comprises water and the emulsion comprises the composition of claim 5 .

18. An aqueous emulsion where the continuous phase comprises water and the emulsion comprises the composition of claim 6 .

19. An non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic solvent and the emulsion comprises the composition of claim 1 .

20. An non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of claim 2 .

21. An non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of claim 3 .

22. An non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of claim 4 .

23. An non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of claim 5 .

24. An non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of claim 6 .

25. A non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of claim 1 .

26. An non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of claim 2 .

27. An non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of claim 3 .

28. An non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of claim 4 .

29. An non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of claim 5 .

30. An non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of claim 6 .

31. A method for treating hair comprising contacting hair with the composition of claim 1 .

32. The method for treating hair of claim 31 wherein the composition is an emulsion composition comprising a continuous phase which comprises the reaction product of (a) and (b), and a discontinuous phase which comprises water or a non-aqueous hydroxylic solvent.

33. The method for treating hair of claim 31 wherein the composition is an emulsion composition comprising a discontinuous phase which comprises the reaction product of (a) and (b), and a continuous phase which comprises water or a non-aqueous hydroxylic solvent.

34. A method for treating damaged hair comprising contacting damaged hair with a composition comprising the reaction product of

a) an oxirane or oxetane compound comprising at least two oxirane or oxetane groups; and

b) an amino silane having the formula:

N(H)(R 1 )R 2 Si(OR 3 ) 3-a-b-c (OR 4 ) a (R 5 Si(OR 6 ) d (R 7 ) e ) b R 8 c

with R 1 is chosen from the group consisting of H or a monovalent hydrocarbon radical containing one to 20 carbon atoms;

R 2 is selected from a group consisting of a divalent linear or branched hydrocarbon radical consisting of 1-60 carbons;

R 4 is a hydrocarbon radical that contains 3 to 200 carbon atoms;

R 5 is selected from a group consisting of oxygen or a divalent linear or branched hydrocarbon radical consisting of 1-60 carbons;

R 3 , R 6 , R 7 , and R 8 and are each independently selected from the group of monovalent linear or branched hydrocarbon radicals having from 1 to 200 carbon atoms;

the subscripts a is zero or a positive number less than or equal to 3, the subscripts b and c are zero or positive and have a value ranging from 0 to 3 subject to the limitation that (a+b+c)<3; and

the subscripts d and e are zero or positive and have a value ranging from 0 to 3 subject to the limitation that (d+e)=3,

wherein the oxirane or oxetane compound is a siloxane having the formula:

M E h D k

wherein

M E=R 12 R 13 (R E )SiO 1/2

D=R 18 R 19 SiO 2/2

where R 12 , R 13 , R 18 , and R 19 are methyl groups,

R E is —(CH 2 ) 3 OCH 2 CH(O)CH 2

subscript h is 2 and subscript k is 50.

35. The method of treating damaged hair of claim 34 wherein the composition is an emulsion composition comprising a continuous phase which comprises the reaction product of (a) and (b), and a discontinuous phase which comprises water or a non-aqueous hydroxylic solvent.

36. The method of treating damaged hair of claim 34 wherein the composition is an emulsion composition comprising a discontinuous phase which comprises the reaction product of (a) and (b), and a continuous phase which comprises water or a non-aqueous hydroxylic solvent.

37. A method for treating thermally damaged hair comprising contacting thermally damaged hair with a composition comprising the reaction product of

a) an oxirane or oxetane compound comprising at least two oxirane or oxetane groups; and

b) an amino silane having the formula:

N(H)(R 1 )R 2 Si(OR 3 ) 3-a-b-c (OR 4 ) a (R 5 Si(OR 6 ) d (R 7 ) e ) b R 8 c

with R 1 is chosen from the group consisting of H or a monovalent hydrocarbon radical containing one to 20 carbon atoms;

R 2 is selected from a group consisting of a divalent linear or branched hydrocarbon radical consisting of 1-60 carbons;

R 4 is a hydrocarbon radical that contains 3 to 200 carbon atoms;

R 5 is selected from a group consisting of oxygen or a divalent linear or branched hydrocarbon radical consisting of 1-60 carbons;

R 3 , R 6 , R 7 , and R 8 and are each independently selected from the group of monovalent linear or branched hydrocarbon radicals having from 1 to 200 carbon atoms;

the subscripts a is zero or number less than or equal to 3, the subscripts b and c are zero or positive and have a value ranging from 0 to 3 subject to the limitation that (a+b+c)≦3; and

the subscripts d and e are zero or positive and have a value ranging from 0 to 3 subject to the limitation that (d+e)=3,

wherein the oxirane or oxetane compound is a siloxane having the formula:

M E h D k

wherein

M E=R 12 R 13 (R E )SiO 1/2

D=R 18 R 19 SiO 2/2

where R 12 , R 13 , R 18 , and R 19 are methyl groups,

R E is —(CH 2 ) 3 OCH 2 CH(O)CH 2

subscript h is 2 and subscript k is 50.

38. The method for treating thermally damaged hair of claim 37 wherein the composition is an emulsion composition comprising a continuous phase which comprises the reaction product of (a) and (b), and a discontinuous phase which comprises water or a non-aqueous hydroxylic solvent.

39. The method for treating thermally damaged hair of claim 37 wherein the composition is an emulsion composition comprising a discontinuous phase which comprises the reaction product of (a) and (b) and a continuous phase which comprises water or a non-aqueous hydroxylic solvent.

40. The composition of claim 1 wherein the amino silane has the formula:

N(H)(R 1 )(R 2 Si(OR 4) a

wherein

R 1 is H,

R 2 is —(CH 2 ) 3 ,

R 4 is —CH(CH 3 ) 2 ,

subscript a is 3.

Assignments (22)
RELEASE OF SECURITY INTEREST IN PATENTS PREVIOUSLY RECORDED AT REEL/FRAME (063213/0472) Recorded Oct 22, 2025
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