Alkoxy-functional organopolysiloxane resin and polymer and related methods for forming same

Patent metadata

Field	Value
Publication number	US-9862867-B2
Application number	US-201414766771-A
Country	US
Kind code	B2
Filing date	Feb 10, 2014
Priority date	Feb 11, 2013
Publication date	Jan 9, 2018
Grant date	Jan 9, 2018

Abstract

An alkoxy-functional organopolysiloxane resin and polymer is disclosed that comprises the reaction product of a reaction of (i) an alkenyl-functional siloxane resin comprising R 3 SiO 1/2 units and SiO 4/2 units; (ii) an alkoxysilane-functional organosiloxane compound having at least one silicon-bonded hydrogen atom at a molecular terminal; (iii) an endcapper according to the formula to the formula R 2 3 Si—(R 2 2 SiO) s —SiR 2 2 H or R 2 3 Si—(R 2 2 SiO) t —(HR 2 SiO)—SiR 2 3 , or combinations thereof; and (iv) a polyorganosiloxane having an average, per molecule, of at least 2 aliphatically unsaturated organic groups in the presence of a (v) hydrosilylation catalyst. In this alkoxy-functional organopolysiloxane resin and polymer, each R 2 is independently a hydrocarbon radical and the subscripts s and t independently have values ranging from 0 to 10.

First claim

The invention claimed is:

1. A flowable alkoxy-functional organopolysiloxane resin and polymer comprising a reaction product of a reaction consisting essentially of:
(i) an alkenyl-functional siloxane resin comprising R 3 SiO 1/2 units and SiO 4/2 units,
wherein each R is independently a monovalent hydrocarbon radical having 1 to 6 carbon atoms with the proviso that at least one R is an alkenyl radical,
wherein the molar ratio of the R 3 SiO 1/2 units to SiO 4/2 units has a value ranging from 0.5/1 to 1.5/1,
(ii) an alkoxysilane-functional organosiloxane compound having at least one silicon-bonded hydrogen atom at a molecular terminal;
(iii) an endcapper according to the formula R 2 3 SiO—(R 2 2 SiO) s —SiR 2 2 H or R 2 3 SiO—(R 2 2 SiO) t —(HR 2 SiO)—SiR 2 3 , or combinations thereof, wherein each R 2 is independently a hydrocarbon radical and wherein the subscripts s and t have respective values ranging from 0 to 10; and
(iv) a polyorganosiloxane having an average, per molecule, of at least 2 aliphatically unsaturated organic groups;
in the presence of a (v) hydrosilylation catalyst.

2. The alkoxy-functional organopolysiloxane resin and polymer according to claim 1 , wherein the silanol content of the resin (i) is less than 1 weight percent of the total weight of the resin (i).

3. The alkoxy-functional organopolysiloxane resin and polymer according to claim 1 , wherein the resin (i) has a weight average molecular weight ranging from 12,000 to 30,000 g/mole (Daltons).

4. The alkoxy-functional organopolysiloxane resin and polymer according to claim 1 , wherein the resin (i) has a weight average molecular weight ranging from 17,000 to 22,000 g/mole (Daltons).

5. The alkoxy-functional organopolysiloxane resin and polymer according to claim 1 , wherein the alkoxysilane-functional organosiloxane compound (ii) is of the formula HSi(R 3 ) 2 OSi(R 3 ) 2 CH 2 CH 2 SiR 3 z (OR 3 ) 3-z , wherein each R 3 is independently a monovalent hydrocarbon having 1 to 6 carbon atoms and wherein the subscript z is 0 or 1.

6. The alkoxy-functional organopolysiloxane resin and polymer according to claim 5 , wherein R 2 is methyl.

7. The alkoxy-functional organopolysiloxane resin and polymer according to claim 1 , wherein at most 60 weight % of the alkenyl radicals of the resin (i) react with the silicon-bonded hydrogen atoms of component (ii).

8. The alkoxy-functional organopolysiloxane resin and polymer according to claim 1 , wherein at least 40 weight % of the alkenyl radicals of the resin (i) react with the silicon-bonded hydrogen atoms of component (iii).

9. The alkoxy-functional organopolysiloxane resin and polymer according to claim 1 , wherein the polyorganosiloxane (iv) is according to the Formula (I) R 4 2 R 5 SiO(R 4 2 SiO) a (R 4 R 5 SiO) b SiR 4 2 R 5 or according to the Formula (II) R 4 3 SiO(R 4 2 SiO) c (R 4 R 5 SiO) d SiR 4 3 , or a combination thereof, wherein each R 4 is independently a monovalent organic group free of aliphatic unsaturation, each R 5 is independently an aliphatically unsaturated organic group, subscript a has an average value ranging from 2 to 1000, subscript b has an average value ranging from 0 to 1000, subscript c has an average value ranging from 0 to 1000, and subscript d has an average value ranging from 4 to 1000, and wherein 10≦(a+b)≦1000 and 10≦(c+d)≦1000.

10. The alkoxy-functional organopolysiloxane resin and polymer according to claim 1 , wherein the alkenyl content of the alkoxy-functional organopolysiloxane resin and polymer comprises from 0.6 to 2.2 weight percent of the total weight of the alkoxy-functional organopolysiloxane resin and polymer.

11. The alkoxy-functional organopolysiloxane resin and according to claim 1 , wherein the silanol content of the alkoxy-functional organopolysiloxane resin and polymer comprises from 0.3 to 2.2 weight percent of the total weight of the alkoxy-functional organopolysiloxane resin and polymer.

12. The alkoxy-functional organopolysiloxane resin and polymer according to claim 1 , wherein the alkoxy-functional organopolysiloxane resin and polymer further comprises at least one additional component selected from an acid scavenger, a colorant, a resin treatment agent, a corrosion inhibitor, an adhesion promoter, and any combinations thereof.

13. The alkoxy-functional organopolysiloxane resin and polymer according to claim 12 , wherein the at least one resin treatment agent comprises R 6 Si(OR 6 ) 3 , (R 6 3 Si) 2 NH, and combinations thereof, wherein each R 6 is independently a monovalent hydrocarbon radical having 1 to 6 carbon atoms.

14. A method for forming a flowable alkoxy-functional organopolysiloxane resin and polymer comprising:
(1) concurrently reacting components consisting essentially of:
(i) an alkenyl-functional siloxane resin comprising R 3 SiO 1/2 units and SiO 4/2 units,
wherein each R is independently a monovalent hydrocarbon radical having 1 to 6 carbon atoms with the proviso that at least one R is an alkenyl radical,
wherein the molar ratio of the R 3 SiO 1/2 units to SiO 4/2 units has a value of from 0.5/1 to 1.5/1,
(ii) an alkoxysilane-functional organosiloxane compound having at least one silicon-bonded hydrogen atom at a molecular terminal,
(iii) an endcapper according to the formula R 2 3 SiO—(R 2 2 SiO) s —SiR 2 2 H or R 2 3 SiO—(R 2 2 SiO) t —(HR 2 SiO)—SiR 2 3 , or combinations thereof, wherein each R 2 is independently a hydrocarbon radical and wherein the subscripts s and t have respective values ranging from 0 to 10,
(iv) a polyorganosiloxane having an average, per molecule, of at least 2 aliphatically unsaturated organic groups; and
(v) hydrosilylation catalyst to give a reaction product of step (1); and

(2) stripping the reaction product of step (1) under vacuum to remove any excess endcapper (iii) to form the alkoxy-functional organopolysiloxane resin and polymer.

15. A method for forming an alkoxy-functional organopolysiloxane resin and polymer comprising;
(1) concurrently reacting components consisting essentially of:
(i) an alkenyl-functional siloxane resin comprising R 3 SiO 1/2 units and SiO 4/2 units, wherein each R is independently a monovalent hydrocarbon radical having 1 to 6 carbon atoms with the proviso that at least one R is an alkenyl radical and wherein the molar ratio of the R 3 SiO 1/2 units to SiO 4/2 units has a value of from 0.5/1 to 1.5/1,
(iii) an endcapper according to the formula R 2 3 SiO—(R 2 2 SiO) s —SiR 2 2 H or R 2 3 SiO—(R 2 2 SiO) t —(HR 2 SiO)—SiR 2 3 , or combinations thereof, wherein each R 2 is independently a hydrocarbon radical and wherein the subscripts s and t independently have respective values ranging from 0 to 10,
(iv) a polyorganosiloxane having an average, per molecule, of at least 2 aliphatically unsaturated organic groups, and
(v) a hydrosilylation catalyst to give a reaction product; and

(2) introducing (ii) an alkoxysilane-functional organosiloxane compound having at least one silicon-bonded hydrogen atom at a molecular terminal, to the reaction product of step (1) to give a product of step (2); and
(3) stripping excess endcapper (iii) from the product of step (2) under vacuum to form the alkoxy-functional organopolysiloxane resin and polymer.

16. The method according to claim 14 , wherein at most 60 weight % of the alkenyl radicals of the resin (i) react with the silicon-bonded hydrogen atoms of component (ii).

17. The method according to claim 14 , wherein at least 40 weight % of the alkenyl radicals of the resin (i) react with the silicon-bond

Assignees

• Dow Corning

Inventors

• Gordon Glenn
• Steinbrecher Kristen
• Tonge James
• Zarisfi Afrooz

Classifications

• C08G77/50

  by carbon linkages · CPC title

• C08K5/5419

  containing at least one Si—C bond · CPC title

• C08G77/12

  containing silicon bound to hydrogen · CPC title

• C08L83/00

  Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers · CPC title

• C08G77/06

  Preparatory processes · CPC title