IP Library › Granted Patent US 11,279,847
Granted Patent B2
US 11,279,847 · App. 17/292,304 · Granted Mar 22, 2022

Composition for preparing a release coating

Inventors: Zhenbin Niu (Midland, MI); Nanguo Liu (Midland, MI); Travis Sunderland (Midland, MI); David Rich (Midland, MI); Pierre Chevalier (Seneffe, BE); Sze-Sze Ng (Midland, MI); Alex Knott (Seneffe, BE)
Assignee: DOW SILICONES CORPORATION
C09D183/04B05D3/0254B05D5/08C08G77/08C08G77/20C08L83/04B05D2201/02B05D2203/20B05D2518/12
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 11,279,847
App. No.
17/292,304
Granted
Mar 22, 2022
Kind
B2
Abstract

A method of preparing a composition for forming a release coating is disclosed. The method comprises preparing a reaction product comprising a polyorganohydrogensiloxane compound having cyclic SiH-functional branching groups interconnected by linear polydiorganosiloxane segments (the “branched cyclic polyorganohydrogensiloxane compound”), by combining together (A) a hydroxyl terminated polydiorganosiloxane and (B) a cyclic polyorganohydrogensiloxane, in the presence of (C) a boron containing Lewis acid and a solvent. A release coating composition including the reaction product comprising the branched cyclic polyorganohydrogensiloxane is also disclosed. The reaction product may be combined with or prepared in the presence of a polyorganohydrogensiloxane diluent and stripped of solvent to prepare the composition as a blend of the branched cyclic polyorganohydrogensiloxane and the polyorganohydrogensiloxane diluent for use in solventless-curable compositions.

Claims (35)

1. A method of preparing an additive composition for a release coating composition, said method comprising:

preparing a branched cyclic polyorganohydrogensiloxane compound by reacting together:

(A) a hydroxyl terminated polydiorganosiloxane of formula

 where subscript n is 2 to 2,000 and each R 1 is independently selected from the group consisting of monovalent hydrocarbon groups and monovalent halogenated hydrocarbon groups; and

(B) a cyclic polyorganohydrogensiloxane of formula (RHSiO 2/2 ) v , where subscript v is 3 to 12 and each R is an independently selected monovalent hydrocarbon group; in the presence of

(C) a boron containing Lewis acid; and

combining the branched cyclic polyorganohydrogensiloxane compound with (D) a polyorganohydrogensiloxane diluent having the formula:

H x R 3−x SiO(SiR 2 O) y (SiRHO) z SiR 3−x′ H x′ ,

where R is defined above, subscripts x and x′ are each independently 0 or 1, subscript y is from 0 to 250, and subscript z is from 0 to 250, with the provisos that y+z≥1 and z+x+x′≥2,

thereby preparing the additive composition.

2. The method claim 1 , wherein the (C) boron containing Lewis acid is a trivalent boron compound with at least one perfluoroaryl group.

3. The method claim 1 , wherein subscript n is 2 to 1,000, subscript v is 4 to 10, each R is an alkyl group of 1 to 6 carbon atoms, and each R 1 is selected from the group consisting of an alkyl group of 1 to 20 carbon atoms, an alkenyl group of 2 to 20 carbon atoms, an aryl group of 6 to 20 carbon atoms, or a halogenated alkyl group of 1 to 20 carbon atoms.

4. The method of claim 1 , wherein preparing the branched cyclic polyorganohydrogensiloxane compound comprises combining the (A) hydroxyl terminated polydiorganosiloxane and the (B) cyclic polyorganohydrogensiloxane in the presence of the (C) boron containing Lewis acid and (E) a hydrocarbon solvent for a period of time to prepare a reaction mixture comprising the branched cyclic polyorganohydrogensiloxane compound in the (E) hydrocarbon solvent.

5. The method of claim 4 , wherein the method comprises combining the (D) polyorganohydrogensiloxane diluent and the reaction mixture to prepare a blend, and removing the (E) hydrocarbon solvent from the blend to prepare the additive composition.

6. The method of claim 1 , wherein the branched cyclic polyorganohydrogensiloxane compound is prepared in the presence of the (D) polyorganohydrogensiloxane diluent to give the additive composition.

7. The method of claim 1 , wherein the branched cyclic polyorganohydrogensiloxane compound has the following average unit formula:

[(HRSiO 2/2 ) a (—RSiO 3/2 ) b ] c [(R 1 2 SiO 2/2 ) n ] d ,

where subscript a is from 0 to 10; subscript b is from 1 to 4, with the proviso that a+b=v, where v is defined above; 0<c<100; and 0<d<100, with the proviso that c>d.

8. The method of claim 1 , wherein each molecule of the branched cyclic polyorganohydrogensiloxane compound on average comprises at least three moieties indicated by subscript c.

9. An additive composition prepared according to the method of claim 1 .

10. A release coating composition, comprising:

(I) the additive composition of claim 9 ;

(II) an organopolysiloxane including at least two silicon-bonded ethylenically unsaturated groups; and

(III) a hydrosilylation catalyst.

11. The release coating composition of claim 10 , further comprising (IV) a hydrosilylation-reaction inhibitor.

12. The release coating composition of claim 10 , comprising the branched cyclic polyorganohydrogensiloxane compound of the (I) additive composition in an amount of from greater than 0 to 5 weight percent based on the total weight of the release coating composition.

13. The release coating composition of claim 10 , wherein the (II) organopolysiloxane comprises a branched organopolysiloxane having the silicon-bonded ethylenically unsaturated groups in M siloxy units.

14. The release coating composition of claim 10 , comprising the (II) organopolysiloxane in an amount of from 80 to 99 weight percent based on the total weight of the composition.

15. The release coating composition of claim 10 , wherein: (i) the release coating composition is solventless; or (ii) the release coating composition is solvent based.

16. A method of forming a coated substrate, said method comprising:

applying a composition on a substrate; and

curing the composition to give a release coating on the substrate, thereby forming the coated substrate;

wherein the composition is the release coating composition of claim 10 .

17. The method of claim 16 , wherein the substrate comprises cellulose and/or a polymer.

18. A coated substrate comprising a release coating disposed on a substrate formed in accordance with the method of claim 16 .

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 11, 2021
From: DOW SILICONES BELGIUM S.P.R.L.
To: DOW SILICONES CORPORATION
Reel/Frame 057750/0257 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 11, 2021
From: NIU, ZHENBIN; LIU, NANGUO; SUNDERLAND, TRAVIS; NG, SZE-SZE; RICH, DAVID
To: DOW SILICONES CORPORATION
Reel/Frame 057772/0088 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 11, 2021
From: CHEVALIER, PIERRE; KNOTT, ALEX
To: DOW SILICONES BELGIUM S.P.R.L.
Reel/Frame 057772/0092 →
Continuity (2)
Provisional Application 62942687 · Dec 2, 2019
Related Publication 20210371700A1 · Dec 2, 2021