Aryl group-containing siloxane compositions including alkaline earth metal

Patent metadata

Field	Value
Publication number	US-9550866-B2
Application number	US-201414774747-A
Country	US
Kind code	B2
Filing date	Mar 14, 2014
Priority date	Mar 15, 2013
Publication date	Jan 24, 2017
Grant date	Jan 24, 2017

Abstract

An aryl group-containing siloxane composition is formed by introducing an alkaline earth-metal as a part of the reaction product of an organopolysiloxane having at least two alkenyl groups per molecule and an organopolysiloxane having at least two silicon-bonded hydrogen atoms per molecule in the presence of a hydrosilylation catalyst, wherein at least one of the organopolysiloxanes includes an aryl group. The alkaline earth metal may be introduced via a heat stability composition or may alternatively be pre-reacted with the organopolysiloxane having at least two alkenyl groups per molecule. The aryl group-containing siloxane compositions may be utilized as an encapsulating layer for a light emitting device.

First claim

The invention claimed is:

1. An aryl group-containing siloxane composition comprising the reaction product of:
(A) an organopolysiloxane having at least two alkenyl groups per molecule;
(B) an organopolysiloxane having at least two silicon-bonded hydrogen atoms per molecule; and
(C) a heat stabilizing composition comprising an alkaline earth metal;
in the presence of (D) a hydrosilylation catalyst;

wherein at least one of the ingredients (A) or (B) includes at least one aryl group, and
wherein the heat stabilizing composition comprises the reaction product of:
(i) an alkaline earth metal hydroxide or alkaline earth metal hydroxide hydrate comprising the formula: M(OH) 2 .pH 2 O, wherein M represents the alkaline earth metal and p ranges from 0 to 8; and
(ii) at least one silicon-containing compound having functional groups reactive with component (i);

wherein the alkaline earth metal M is present in an amount ranging from 0.1 to 25 weight percent of the total weight of the heat stabilizing composition.

2. The siloxane composition of claim 1 , wherein the at least one silicon-containing compound is selected from a silanol-functional siloxane, a silanol-functional silane, an alkoxy-functional silane, an alkoxy-functional siloxane, or any combination thereof.

3. The siloxane composition of claim 1 , wherein the at least one silicon-containing compound is selected from a chloro-functional siloxane, a chloro-functional silane, or any combination thereof.

4. An aryl group-containing siloxane composition comprising the reaction product of:
(A) an organopolysiloxane having at least two alkenyl groups per molecule;
(B) an organopolysiloxane having at least two silicon-bonded hydrogen atoms per molecule; and
(C) a heat stabilizing composition comprising an alkaline earth metal;
in the presence of (D) a hydrosilylation catalyst;

wherein at least one of the ingredients (A) or (B) includes at least one aryl group, and wherein the heat stabilizing composition comprises the reaction product of:
(i) an alkaline earth metal oxide; and
(ii) at least one chloro-functional silicon-containing compound comprising a chloro-functional silane or a chloro-functional siloxane or a combination thereof.

5. An aryl group-containing siloxane composition comprising the reaction product of:
(A1) an alkaline earth metal-containing organopolysiloxane comprising M, D, T and/or Q units and having at least two alkenyl groups per molecule, wherein the at least two alkenyl groups are attached only via the M units and/or via the D units;
(B1) an organopolysiloxane having at least two silicon-bonded hydrogen atoms per molecule;
in the presence of (C1) a hydrosilylation catalyst;

wherein at least one of components (A1) or (B1) includes at least one aryl group.

6. The siloxane composition of claim 5 , wherein at least 20 mole % of the at least two alkenyl groups are attached via the M units and the remainder of the at least two alkenyl groups are attached via the D units.

7. The siloxane composition of claim 5 , wherein component (A1) comprises the reaction product of:
(i) an alkaline earth metal hydroxide or alkaline earth metal hydroxide hydrate comprising the formula: M(OH) 2 .pH2O, wherein M represents an alkaline earth metal and p ranges from 0 to 8; and
(ii) at least one silicon-containing compound according to the formula:
R 11 n (X 2 ) y SiO ((4-n-y/2) ;

wherein
the subscript n ranges from 0.8 to 2.2;
the subscript y ranges from 0.01 to 3;
each X 2 individually represents a hydrolysable group;
each R 11 individually represents hydrogen atoms or univalent hydrocarbon groups free of aliphatic unsaturated carbon-carbon bonds or univalent hydrocarbon groups having aliphatic unsaturated carbon-carbon bonds, with the proviso that any R 11 comprising an aliphatic unsaturated carbon-carbon bonds is attached via an M unit and/or via a D unit.

8. The siloxane composition of claim 5 , wherein component (A1) comprises the reaction product of:
(i) an alkaline earth metal oxide; and
(ii) at least one silicon-containing compound according to the formula:
R 11 n (X 2 ) y SiO ((4-n-y/2) ;

wherein
the subscript n ranges from 0.8 to 2.2;
the subscript y ranges from 0.01 to 3;

each X 2 individually represents a hydrolysable group and wherein at least one X 2 comprises Cl;
each R 11 individually represents hydrogen atoms or univalent hydrocarbon groups free of aliphatic unsaturated carbon-carbon bonds or univalent hydrocarbon groups having aliphatic unsaturated carbon-carbon bonds, with the proviso that any R 11 comprising an aliphatic unsaturated carbon-carbon bonds is attached via an M unit and/or via a D unit.

9. The siloxane composition according to claim 1 having a SiH/Vi molar ratio from 1:1 to 3:1.

10. A method for forming an aryl group-containing siloxane composition, the method comprising:
co-reacting the heat stabilizing composition of claim 1 with (A) an organopolysiloxane having at least two alkenyl groups per molecule and (B) an organopolysiloxane having at least two silicon-bonded hydrogen atoms per molecule in the presence of a hydrosilylation catalyst, wherein at least one of components (A) or (B) includes at least one aryl group.

11. A method for forming an aryl group-containing siloxane composition, the method comprising:
(a) forming an alkaline earth metal-containing organopolysiloxane comprising an alkaline earth metal and comprising M, D, T and/or Q units and having at least two alkenyl groups per molecule, wherein the at least two alkenyl groups are attached only via the M units and/or via the D units; and
(b) reacting component (a) with (i) an organopolysiloxane having at least two silicon-bonded hydrogen atoms per molecule in the presence of (ii) a hydrosilylation catalyst,

wherein at least one of components (a) or (i) includes at least one aryl group.

12. A light emitting device comprising an encapsulating layer comprising the aryl group-containing siloxane composition of claim 1 .

13. A light emitting device comprising an encapsulating layer comprising the aryl group-containing siloxane composition of claim 5 .

14. A method for forming an aryl group-containing siloxane composition, the method comprising:
co-reacting the heat stabilizing composition of claim 2 with (A) an organopolysiloxane having at least two alkenyl groups per molecule and (B) an organopolysiloxane having at least two silicon-bonded hydrogen atoms per molecule in the presence of a hydrosilylation catalyst, wherein at least one of components (A) or (B) includes at least one aryl group.

15. A method for forming an aryl group-containing siloxane composition, the method comprising:
co-reacting the heat stabilizing composition of claim 3 with (A) an organopolysiloxane having at least two alkenyl groups per molecule and (B) an organopolysiloxane having at least two silicon-bonded hydrogen atoms per molecule in the presence of a hydrosilylation catalyst, wherein at least one of components (A) or (B) includes at least one aryl group.

16. A method for forming an aryl group-containing siloxane composition, the method comprising:
co-reacting the heat stabilizing composition of claim 4 with (A) an organopolysiloxane having at least two alkenyl groups per molecule and (B) an organopolysiloxane having at least two silicon-bonded hydrogen atoms per molecule in the presence of a hydrosilylation catalyst, wherein at least one of components (A) or (B) includes at least one aryl group.

17. The siloxane composition according to c

Assignees

• Dow Corning

Inventors

• Schmidt Randall
• Takeuchi Kasumi
• Xu Shengqing

Classifications

• H10W74/476

  Organic materials comprising silicon · CPC title

• C08G77/06

  Preparatory processes · CPC title

• C08K9/06

  with silicon-containing compounds · CPC title

• C08K3/20 Primary

  Oxides; Hydroxides {(graphene oxides C08K3/042)} · CPC title

• C08G77/80

  Siloxanes having aromatic substituents, e.g. phenyl side groups · CPC title