Cyclic siloxane compounds and compositions comprising the same

Patent metadata

Field	Value
Publication number	US-9695316-B2
Application number	US-201615148238-A
Country	US
Kind code	B2
Filing date	May 6, 2016
Priority date	May 18, 2015
Publication date	Jul 4, 2017
Grant date	Jul 4, 2017

Abstract

A siloxane compound conforms to the structure of one of Formulae (I), (X), and (XX). A composition comprises (a) a first siloxane compound selected from the group consisting of compounds conforming to the structure of Formula (X) and compounds conforming to the structure of Formula (XX) and (b) a second siloxane compound, the second siloxane compound comprising a plurality of siloxane repeating units, including cyclotrisiloxane repeating units conforming to the structure of Formula (XL).

First claim

What is claimed is:

1. A compound conforming to the structure of Formula (I) below

wherein R 1 is —OR 9 ; R 9 is selected from the group consisting of alkyl groups and substituted alkyl groups; R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are independently selected from the group consisting of alkyl groups, substituted alkyl groups, cycloalkyl groups, substituted cycloalkyl groups, alkenyl groups, substituted alkenyl groups, cycloalkenyl groups, substituted cycloalkenyl groups, heterocyclyl groups, substituted heterocyclyl groups, aryl groups, substituted aryl groups, heteroaryl groups, substituted heteroaryl groups, and siloxy groups, provided at least one of R 7 and R 8 is different from each of R 2 , R 3 , R 4 , R 5 , and R 6 .

2. The compound of claim 1 , wherein R 7 and R 8 are independently selected from the group consisting of haloalkyl groups, aralkyl groups, aryl groups, substituted aryl groups, heteroaryl groups, and substituted heteroaryl groups.

3. The compound of claim 2 , wherein R 7 and R 8 are independently selected from the group consisting of aryl groups, substituted aryl groups, heteroaryl groups, and substituted heteroaryl groups.

4. The compound of claim 3 , wherein R 7 and R 8 are phenyl groups.

5. The compound of claim 1 , wherein R 2 , R 3 , R 4 , R 5 , and R 6 are independently selected from the group consisting of alkyl groups and substituted alkyl groups.

6. The compound of claim 5 , wherein R 2 , R 3 , R 4 , R 5 , and R 6 are methyl groups.

7. The compound of claim 1 , wherein R 9 is a methyl group.

8. A compound conforming to the structure of Formula (X) below

wherein R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , and R 19 are independently selected from the group consisting of alkyl groups, substituted alkyl groups, cycloalkyl groups, substituted cycloalkyl groups, alkenyl groups, substituted alkenyl groups, cycloalkenyl groups, substituted cycloalkenyl groups, heterocyclyl groups, substituted heterocyclyl groups, aryl groups, substituted aryl groups, heteroaryl groups, substituted heteroaryl groups, and siloxy groups, provided at least one of R 7 and R 8 is different from each of R 2 , R 3 , R 4 , R 5 , and R 6 and at least one of R 16 and R 17 is different from each of R 13 , R 14 , R 15 , R 18 , and R 19 ; and n is selected from the group consisting of integers equal to or greater than 1.

9. The compound of claim 8 , wherein R 7 , R 8 , R 16 , and R 17 are independently selected from the group consisting of haloalkyl groups, aralkyl groups, aryl groups, substituted aryl groups, heteroaryl groups, and substituted heteroaryl groups.

10. The compound of claim 9 , wherein R 7 , R 8 , R 16 , and R 17 are independently selected from the group consisting of aryl groups, substituted aryl groups, heteroaryl groups, and substituted heteroaryl groups.

11. The compound of claim 10 , wherein R 7 , R 8 , R 16 , and R 17 are phenyl groups.

12. The compound of claim 8 , wherein R 2 , R 3 , R 4 , R 5 , R 6 , R 13 , R 14 , R 15 , R 18 , and R 19 are independently selected from the group consisting of alkyl groups and substituted alkyl groups.

13. The compound of claim 12 , wherein R 2 , R 3 , R 4 , R 5 , R 6 , R 13 , R 14 , R 15 , R 18 , and R 19 are methyl groups.

14. The compound of claim 8 , wherein R 11 and R 12 are independently selected from the group consisting of haloalkyl groups, aralkyl groups, aryl groups, substituted aryl groups, heteroaryl groups, and substituted heteroaryl groups.

15. The compound of claim 14 , wherein R 11 and R 12 are independently selected from the group consisting of aryl groups, substituted aryl groups, heteroaryl groups, and substituted heteroaryl groups.

16. The compound of claim 15 , wherein R 11 and R 12 are phenyl groups.

17. A compound conforming to the structure of Formula (XX) below

wherein a, b, c, and d are integers selected from the group consisting of 0 and 1; the sum of a and b is equal to 1; the sum of c and d is equal to 1; and R 21 , R 22 , R 23 , R 24 , R 25 , R 26 , and R 27 are independently selected from the group consisting of alkyl groups, substituted alkyl groups, cycloalkyl groups, substituted cycloalkyl groups, alkenyl groups, substituted alkenyl groups, cycloalkenyl groups, substituted cycloalkenyl groups, heterocyclyl groups, substituted heterocyclyl groups, aryl groups, substituted aryl groups, heteroaryl groups, substituted heteroaryl groups, and siloxy groups, provided at least one of R 21 and R 22 is different from each of R 23 , R 24 , R 25 , R 26 , and R 27 .

18. The compound of claim 17 , wherein R 21 and R 22 are independently selected from the group consisting of haloalkyl groups, aralkyl groups, aryl groups, substituted aryl groups, heteroaryl groups, and substituted heteroaryl groups.

19. The compound of claim 18 , wherein R 21 and R 22 are independently selected from the group consisting of aryl groups, substituted aryl groups, heteroaryl groups, and substituted heteroaryl groups.

20. The compound of claim 19 , wherein R 21 and R 22 are aryl groups.

21. The compound of claim 20 , wherein R 21 and R 22 are phenyl groups.

22. The compound of claim 17 , wherein R 23 , R 24 , R 25 , R 26 , and R 27 are independently selected from the group consisting of alkyl groups and substituted alkyl groups.

23. The compound of claim 22 , wherein R 23 , R 24 , R 25 , R 26 , and R 27 are independently selected from the group consisting of alkyl groups.

24. The compound of claim 23 , wherein R 23 , R 24 , R 25 , R 26 , and R 27 are methyl groups.

25. A composition comprising:
(a) a first siloxane compound selected from the group consisting of compounds conforming to the structure of Formula (X) and compounds conforming to the structure of Formula (XX), wherein the structure of Formula (X) is

wherein R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , and R 19 are independently selected from the group consisting of alkyl groups, substituted alkyl groups, cycloalkyl groups, substituted cycloalkyl groups, alkenyl groups, substituted alkenyl groups, cycloalkenyl groups, substituted cycloalkenyl groups, heterocyclyl groups, substituted heterocyclyl groups, aryl groups, substituted aryl groups, heteroaryl groups, substituted heteroaryl groups, and siloxy groups, provided at least one of R 7 and R 8 is different from each of R 2 , R 3 , R 4 , R 5 , and R 6 and at least one of R 16 and R 17 is different from each of R 13 , R 14 , R 15 , R 18 , and R 19 ; and n is selected from the group consisting of integers equal to or greater than 1; and the structure of Formula (XX) is

wherein a, b, c, and d are integers selected from the group consisting of 0 and 1; the sum of a and b is equal to 1; the sum of c and d is equal to 1; and R 21 , R 22 , R 23 , R 24 , R 25 , R 26 , and R 27 are indep

Assignees

• Milliken & Co

Inventors

• Wilson Michael E
• Liu Yuzhou
• Koh-Fallet Sharon E
• Wang Yunzhang
• Srivastava Sudhanshu

Classifications

• C07F7/21 Primary

  Cyclic compounds having at least one ring containing silicon, but no carbon in the ring · CPC title

• C08G77/04

  Polysiloxanes · CPC title

• C08L83/04 Primary

  Polysiloxanes · CPC title