IP Library Granted Patent US 8,329,255
Granted Patent B2
US 8,329,255 · App. 12/940,466 · Granted Dec 11, 2012

Durable non-fluorine water repellent agent and process for preparing same

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 8,329,255
App. No.
12/940,466
Granted
Dec 11, 2012
Kind
B2
Abstract

The present invention provides a crosslinkable polysiloxane-containing composition and a process for treating a textile with the composition whereby desirable properties, such as water repellency and durability, are enhanced.

Claims (54)

1. A crosslinkable polysiloxane-containing composition comprising:

(a) a polysiloxane of formula (1):

M A a D B b D C c T D d T E e M A a   (1)

wherein

M A =(OR 1 ) y (R 2 ) 3-y SiO 1/2 ;

D B =R 3 2 SiO 2/2 ;

D C =R 4 R 5 SiO 2/2 ;

T D =R 6 SiO 3/2 ; and,

T E =R 7 SiO 3/2 ;

wherein

R 1 is hydrogen or a monovalent hydrocarbon group of 1-20 carbon atoms;

R 2 , R 3 , R 4 and R 6 each independently is a monovalent hydrocarbon or alkoxy group of 1-60 carbon atoms;

R 5 and R 7 each independently is a monovalent hydrocarbon group of 1-60 carbon atoms and substituted with at least one amino and/or oxirane group; and,

a, b, c, d and e each independently is 0 or a positive integer, provided that 2≦a≦19, 1≦b≦9999, 1≦c≦19, 0≦d≦9, 0≦e≦9, wherein d+e is greater than or equal to 1, and 0≦y≦3; and,

(b) at least one crosslinker.

2. The composition of claim 1 wherein crosslinker (b) is a blocked polyisocyanate, organofunctional silane or an epoxy resin.

3. The composition of claim 2 wherein the blocked polyisocyanate is at least one member selected from the group consisting of blocked toluene diisocyanate (TDI), blocked methylene diphenyl diisocyanate (MDI), blocked isophorone diisocyanate (IPDI), blocked hexamethylene diisocyanate (HDI), and biurets, trimers or polymers thereof.

4. The composition of claim 1 further comprising (c) at least one catalyst for the crosslinking reaction.

5. The composition of claim 1 wherein in polysiloxane of formula (1), R 1 is hydrogen or a monovalent hydrocarbon group of 1-6 carbon atoms; R 2 , R 3 , R 4 and R 6 each independently is a monovalent hydrocarbon or alkoxy group of 1-6 carbon atoms; R 5 and R 7 each independently is a monovalent hydrocarbon group of 2-20 carbon atoms and substituted with at least one amino and/or oxirane group; 2≦a≦9; 25≦b≦999; 1≦c≦9; 0≦d≦5; 1≦e≦5 and 0<y≦2.

6. The composition of claim 1 wherein in polysiloxane of formula (1), R 1 is hydrogen or a monovalent hydrocarbon group of 1-4 carbon atoms; R 2 , R 3 , R 4 and R 6 each independently is a monovalent hydrocarbon or alkoxy group of 1-4 carbon atoms; R 5 and R 7 each independently is a monovalent hydrocarbon group of 2-10 carbon atoms and substituted with at least one amino and/or oxirane group; 2≦a≦5; 100≦b≦999; 1≦c≦7; 0≦d≦3; 1≦e≦3 and 0<y≦1.

7. The composition of claim 5 wherein crosslinker (b) is a blocked polyisocyanate organofunctional silane or an epoxy resin.

8. The composition of claim 6 wherein crosslinker (b) is at least one blocked polyisocyanate selected from the group consisting of blocked toluene diisocyanate (TDI), blocked methylene diphenyl diisocyanate (MDI), blocked isophorone diisocyanate (IPDI), blocked hexamethylene diisocyanate (HDI), and biurets, trimers or polymers thereof.

9. A process of treating a textile comprising:

(a) applying at least one crosslinkable polysiloxane-containing composition of claim 1 to a textile; and,

(b) subjecting the at least one crosslinkable polysiloxane-containing composition to crosslinking conditions.

10. A process of treating a textile comprising:

(a) applying at least one crosslinkable polysiloxane-containing composition of claim 2 to a textile; and,

(b) subjecting the at least one crosslinkable polysiloxane-containing composition to crosslinking conditions.

11. A process of treating a textile comprising:

(a) applying at least one crosslinkable polysiloxane-containing composition of claim 3 to a textile; and,

(b) subjecting the at least one crosslinkable polysiloxane-containing composition to crosslinking conditions.

12. A process of treating a textile comprising:

(a) applying at least one crosslinkable polysiloxane-containing composition of claim 4 to a textile; and,

(b) subjecting the at least one crosslinkable polysiloxane-containing composition to crosslinking conditions.

13. A process of treating a textile comprising:

(a) applying at least one crosslinkable polysiloxane-containing composition of claim 5 to a textile; and,

(b) subjecting the at least one crosslinkable polysiloxane-containing composition to crosslinking conditions.

14. A process of treating a textile comprising:

(a) applying at least one crosslinkable polysiloxane-containing composition of claim 6 to a textile; and,

(b) subjecting the at least one crosslinkable polysiloxane-containing composition to crosslinking conditions.

15. A process of treating a textile comprising:

(a) applying at least one crosslinkable polysiloxane-containing composition of claim 7 to a textile; and,

(b) subjecting the at least one crosslinkable polysiloxane-containing composition to crosslinking conditions.

16. A process of treating a textile comprising:

(a) applying at least one crosslinkable polysiloxane-containing composition of claim 8 to a textile; and,

(b) subjecting the at least one crosslinkable polysiloxane-containing composition to crosslinking conditions.

17. A textile possessing the crosslinked polysiloxane-containing composition of claim 1 .

18. A textile possessing the crosslinked polysiloxane-containing composition of claim 2 .

19. A textile possessing the crosslinked polysiloxane-containing composition of claim 3 .

20. A textile possessing the crosslinked polysiloxane-containing composition of claim 4 .

21. A textile possessing the crosslinked polysiloxane-containing composition of claim 5 .

22. A textile possessing the crosslinked polysiloxane-containing composition of claim 6 .

23. A textile possessing the crosslinked polysiloxane-containing composition of claim 7 .

24. A textile possessing the crosslinked polysiloxane-containing composition of claim 8 .

Assignments (13)
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENT RIGHTS Recorded May 4, 2023
From: JPMORGAN CHASE BANK, N.A.
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 063548/0281 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Recorded May 21, 2019
From: JPMORGAN CHASE BANK, N.A.
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 050304/0555 →
RELEASE OF SECURITY INTEREST Recorded May 15, 2019
From: BOKF, NA
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 049194/0085 →
RELEASE OF SECURITY INTEREST Recorded May 15, 2019
From: BOKF, NA
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 049249/0271 →
NOTICE OF CHANGE OF COLLATERAL AGENT - ASSIGNMENT OF SECURITY INTEREST IN INTELLECTUAL PROPERTY - SECOND LIEN Recorded Mar 6, 2015
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A. AS COLLATERAL AGENT
To: BOKF, NA, AS SUCCESSOR COLLATERAL AGENT
Reel/Frame 035137/0263 →
NOTICE OF CHANGE OF COLLATERAL AGENT - ASSIGNMENT OF SECURITY INTEREST IN INTELLECTUAL PROPERTY Recorded Mar 6, 2015
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A. AS COLLATERAL AGENT
To: BOKF, NA, AS SUCCESSOR COLLATERAL AGENT
Reel/Frame 035136/0457 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENT RIGHTS Recorded Oct 30, 2014
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 034113/0252 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENT RIGHTS Recorded Oct 30, 2014
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 034113/0331 →
SECURITY INTEREST Recorded Oct 27, 2014
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL AGENT
Reel/Frame 034066/0662 →
SECURITY INTEREST Recorded Oct 27, 2014
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL AGENT
Reel/Frame 034066/0570 →
SECURITY AGREEMENT Recorded Apr 29, 2013
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 030311/0343 →
PATENT SECURITY AGREEMENT Recorded Apr 3, 2013
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: BANK OF NEW YORK MELLON TRUST COMPANY, N.A., THE
Reel/Frame 030185/0001 →
SECURITY AGREEMENT Recorded May 31, 2012
From: MOMENTIVE PERFORMANCE MATERIALS INC
To: BANK OF NEW YORK MELLON TRUST COMPANY, N.A., THE
Reel/Frame 028344/0208 →