Low viscosity, high molecular weight linear random-block silicone polyalkyleneoxide copolymers

1. A composition comprising a non-hydrolyzable, random blocked polysiloxane-polyalkylene oxide composition of the Formula (1):

E 1 [A] m [B] n E 2 ,

wherein each A is independently a polysiloxane unit of structure

—CR 1 R 2 —CR 3 (OH)R 5 —(SiR 4 2 O) x —SiR 4 2 —R 5 CR 3 (OH)CR 1 R 2 -L-

wherein each R 1 is selected independently from the group consisting of a hydrogen, and an alkyl, aryl, alkenyl, and aralkyl containing from 1 to 20 carbon atoms and optionally contains an oxygen atom; each R 2 is selected independently from the group consisting of a hydrogen, a chemical bond between the carbon atom and a different carbon atom of R 3 to form a ring structure, an alkyl, aryl, alkenyl, and aralkyl containing from 1 to 20 carbon atoms and optionally contains an oxygen atom; each R 3 is selected independently from the group consisting of a hydrogen, an alkyl, aryl, alkenyl, and aralkyl containing from 1 to 20 carbon atoms and optionally contains an oxygen atom, with the proviso that if R 2 is a chemical bond, then R 3 is a divalent hydrocarbon of 1 to 20 carbon atoms an optionally contains an oxygen atom that form a ring containing the chemical bond, R 2 ; each R 4 is independently selected from the group consisting of hydrogen, and an alkyl, alkenyl, aryl or aralkyl group containing 1 to 10 carbon atoms; each R 5 is a divalent hydrocarbon radical containing from 1 to 20 carbon atoms and optionally containing an oxygen atom; each L is independently a divalent linking group selected from the group consisting of —N(R 6 NR 7 2 )—, and

wherein each R 6 is a divalent hydrocarbon radical containing from 1 to 20 carbon atom, each R 7 is an independently monovalent hydrocarbon radical containing from 1 to 20 carbon atoms and R 8 is a divalent hydrocarbon of containing 2 to 20 carbon atoms and optionally contains an oxygen atom or an —NR 7 — group; and x is an integer from 1 to 500;

each B is independently a polyalkylene oxide unit of structure

—CR 1 R 2 —CR 3 (OH)R 5 —O(C a H 2a O) b R 5 CR 3 (OH)CR 1 R 2 -L-

wherein each R 1 is selected independently from the group consisting of a hydrogen, and an alkyl, aryl, alkenyl, and aralkyl containing from 1 to 20 carbon atoms and optionally contain a oxygen atom; each R 2 is selected independently from the group consisting of a hydrogen, a chemical bond between the carbon atom and a different carbon atom of R 3 to form a ring structure, an alkyl, aryl, alkenyl, and aralkyl containing from 1 to 20 carbon atoms and optionally contain a oxygen atom; each R 3 is selected independently from the group consisting of a hydrogen, an alkyl, aryl, alkenyl, and aralkyl containing from 1 to 20 carbon atoms and optionally contain a oxygen atom, with the proviso that if R 2 is a chemical bond, then R 3 is a divalent hydrocarbon of 1 to 20 carbon atoms an optionally contains an oxygen atom that form a ring containing the chemical bond, R 2 ; each R 5 is a divalent hydrocarbon radical containing from 1 to 20 carbon atoms and optionally containing an oxygen atom; each L is independently a divalent linking group selected from the group consisting of —N(R 6 NR 7 2 )—, and

wherein each R 6 is a divalent hydrocarbon radical containing from 1 to 20 carbon atom, each R 7 is an independently monovalent hydrocarbon radical containing from 1 to 20 carbon atoms and R 8 is a divalent hydrocarbon of containing 2 to 20 carbon atoms and optionally contains an oxygen atom or an —NR 7 — group; and x is an integer from 1 to 500;

each E 1 is a monovalent end-group independently selected from the group consisting of,

and H-L-; and

each E 2 is a monovalent end-group independently selected from the group consisting of hydrogen,

each m and n is independently an integer from 1 to 500 and a is an integer from 2 to 4, b is an integer from 2 to 100.

2. The composition of claim 1 wherein b in the E 1 and E 2 end groups is an integer from 3 to 50 and x in the E 1 and E 2 end groups is an integer from 10 to 200.

3. The composition of claim 1 wherein R 1 is an alkyl group having from one to four carbon atoms.

4. The composition of claim 1 wherein R 2 is a chemical bond.

5. The composition of claim 1 wherein R 2 is a hydrogen.

6. The composition of claim 1 wherein R 3 is a hydrogen.

7. The composition of claim 1 wherein R 4 is a methyl group.

8. The composition of claim 1 wherein R 5 is a propyloxymethyl or methoxy group.

9. The composition of claim 1 wherein R 6 is a propyl group.

10. The composition of claim 1 wherein R 7 is an ethyl group.

11. The composition of claim 1 wherein -L- is at least one selected from the group consisting of N,N-diethylaminopropylamino group and 3-Morpholinopropylamino group.

12. The composition of claim 1 wherein components E 1 and E 2 are independently selected from the group consisting of —CH 2 CH(OH)(CH 2 ) v CH(OH)CH 2 —, —CH[CH 2 OH](CH 2 ) v CH[CH 2 OH]—, —CH 2 CH(OH)(CH 2 ) v CH[CH 2 OH]—, —(CH 2 ) v OCH 2 CH(OH)CH 2 —; —(CH 2v OCH 2 CH(CH 2 [OH])—, and v is an integer from 2 to 6.

13. The composition of claim 1 wherein E 1 and E 2 are independently selected from the group consisting of ω-(3,4-epoxycyclohexyl)alkylene, β-(3,4-epoxycyclohexyl)ethylene, β-(3,4-epoxycyclohexyl)-β-methylethylene, and β-(3,4-epoxy-4-methylcyclohexyl)-β-methylethylene.

14. The composition of claim 1 wherein —C a H 2a O— is at least one of ethylene oxide wherein a equals 2, propylene oxide wherein a equals 3, and butylene oxide wherein a equals 4.

15. The composition of claim 1 wherein the amine groups are protonated or quaternized.

16. A personal care product comprising the composition of claim 1 .

17. A textile enhancer comprising the composition of claim 1 .

18. A method of making a non-hydrolyzable, random blocked polysiloxane-polyalkylene oxide composition of the Formula (1):

E 1 [A] m [B] n E 2 ,

wherein each A is independently a polysiloxane unit of structure

—CR 1 R 2 —CR 3 (OH)R 5 —(SiR 4 2 O) x —SiR 4 2 —R 5 CR 3 (OH)CR 1 R 2 -L-

wherein each R 1 is selected independently from the group consisting of a hydrogen, and an alkyl, aryl, alkenyl, and aralkyl containing from 1 to 20 carbon atoms and optionally contains an oxygen atom; each R 2 is selected independently from the group consisting of a hydrogen, a chemical bond between the carbon atom and a different carbon atom of R 3 to form a ring structure, an alkyl, aryl, alkenyl, and aralkyl containing from 1 to 20 carbon atoms and optionally contains an oxygen atom; each R 3 is selected independently from the group consisting of a hydrogen, an alkyl, aryl, alkenyl, and aralkyl containing from 1 to 20 carbon atoms and optionally contains an oxygen atom, with the proviso that if R 2 is a chemical bond, then R 3 is a divalent hydrocarbon of 1 to 20 carbon atoms an optionally contains an oxygen atom that form a ring containing the chemical bond, R 2 ; each R 4 is independently selected from the group consisting of hydrogen, and an alkyl, alkenyl, aryl or aralkyl group containing 1 to 10 carbon atoms; each R 5 is a divalent hydrocarbon radical containing from 1 to 20 carbon atoms and optionally containing an oxygen atom; each L is independently a divalent linking group selected from the group consisting of —N(R 6 NR 7 2 )—, and

wherein each R 6 is a divalent hydrocarbon radical containing from 1 to 20 carbon atom, each R 7 is an independently monovalent hydrocarbon radical containing from 1 to 20 carbon atoms and R 8 is a divalent hydrocarbon of containing 2 to 20 carbon atoms and optionally contains an oxygen atom or an —NR 7 — group; and x is an integer from 1 to 500;

each B is independently a polyalkylene oxide unit of structure

—CR 1 R 2 —CR 3 (OH)R 5 —O(C a H 2a O) b R 5 CR 3 (OH)CR 1 R 2 -L-

wherein each R 1 is selected independently from the group consisting of a hydrogen, and an alkyl, aryl, alkenyl, and aralkyl containing from 1 to 20 carbon atoms and optionally contain a oxygen atom; each R 2 is selected independently from the group consisting of a hydrogen, a chemical bond between the carbon atom and a different carbon atom of R 3 to form a ring structure, an alkyl, aryl, alkenyl, and aralkyl containing from 1 to 20 carbon atoms and optionally contain a oxygen atom; each R 3 is selected independently from the group consisting of a hydrogen, an alkyl, aryl, alkenyl, and aralkyl containing from 1 to 20 carbon atoms and optionally contain a oxygen atom, with the proviso that if R 2 is a chemical bond, then R 3 is a divalent hydrocarbon of 1 to 20 carbon atoms an optionally contains an oxygen atom that form a ring containing the chemical bond, R 2 ; each R 5 is a divalent hydrocarbon radical containing from 1 to 20 carbon atoms and optionally containing an oxygen atom; each L is independently a divalent linking group selected from the group consisting of —N(R 6 NR 7 2 )—, and

wherein each R 6 is a divalent hydrocarbon radical containing from 1 to 20 carbon atom, each R 7 is an independently monovalent hydrocarbon radical containing from 1 to 20 carbon atoms and R 8 is a divalent hydrocarbon of containing 2 to 20 carbon atoms and optionally contains an oxygen atom or an —NR 7 — group; and x is an integer from 1 to 500;

each E 1 is a monovalent end-group independently selected from the group consisting of,

and H-L-; and

each E 2 is a monovalent end-gimp independently selected from the group consisting of hydrogen,

each m and n is independently an integer from 1 to 500 and a is an integer from 2 to 4, b is an integer from 2 to 100, wherein the method comprises reacting

i) polysiloxane A, and

ii) polyalkylene oxide B,

with at least one E 1 monovalent end-group and at least one E 2 monovalent end-group.

19. The method of claim 18 wherein b is an integer from 3 to 50 and x is an integer from 10 to 200.

20. The method of claim 18 wherein R 1 is an alkyl group having from one to four carbon atoms.

21. The method of claim 18 wherein R 2 is a chemical bond.

22. The method of claim 18 wherein R 2 is a hydrogen.

23. The method of claim 18 wherein R 3 is a hydrogen.

24. The method of claim 18 wherein R 4 is a methyl group.

25. The method of claim 18 wherein R 5 is a propyloxymethyl or methoxy group.

26. The method of claim 18 wherein R 6 is a propyl group.

27. The method of claim 18 wherein R 7 is an ethyl group.

28. The method of claim 18 wherein -L- is at least one selected from the group consisting of N,N-diethylaminopropylamino group and 3-Morpholinopropylamino group.

29. The method of claim 18 wherein components E 1 and E 2 are independently selected from the group consisting of —CH 2 CH(OH)(CH 2 ) v CH(OH)CH 2 —, —CH[CH 2 OH](CH 2 ) v CH[CH 2 OH]—, —CH 2 CH(OH)(CH 2 ) v CH[CH 2 OH]—, —(CH 2 ) v OCH 2 CH(OH)CH 2 —; —(CH 2v OCH 2 CH(CH 2 [OH])—, and v is an integer from 2 to 6.

30. The method of claim 18 wherein E 1 and E 2 are independently selected from the group consisting of ω-(3,4-epoxycyclohexyl)alkylene, β-(3,4-epoxycyclohexyl)ethylene, β-(3,4-epoxycyclohexyl)-β-methylethylene, and β-(3,4-epoxy-4-methylcyclohexyl)-β-methylethylene.

31. The method of claim 18 wherein —C a H 2a O— is at least one of ethylene oxide wherein a equals 2, propylene oxide wherein a equals 3, and butylene oxide wherein a equals 4.

32. The method of claim 18 wherein the amine groups are protonated or quaternized.

33. A personal care product comprising the composition prepared from the method of claim 18 .

34. A textile enhancer comprising the composition prepared from the method of claim 18 .