Temperature-resistant silicone resins

Patent metadata

Field	Value
Publication number	US-10189953-B2
Application number	US-201615389084-A
Country	US
Kind code	B2
Filing date	Dec 22, 2016
Priority date	Jul 11, 2014
Publication date	Jan 29, 2019
Grant date	Jan 29, 2019

Abstract

Methods and formulations for modified silicone resins of Formula (II) are presented. Formula (II) comprises at least one of each of the following subunits:

The R 1 , R 2 , R 3 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 and R 13 are each independently selected from a group consisting of H, alkyl, alkenyl, alkynyl, and aryl. The X is selected from a group consisting of arylene, transition metal, inorganic oxide, and silsesquioxane. The values of t ranges from 1 to 10, y ranges from 1 to 200 and z ranges from 1 to 1,000. The elastomeric materials prepared from modified silicone resins display robust mechanical properties following prolonged exposure to high temperatures (e.g., 316° C. or higher).

First claim

What is claimed is:

1. A modified silicone resin of Formula (II):

wherein:
R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are each independently selected from a group consisting of H, alkyl, alkenyl, alkynyl, and aryl;
X is selected from the group consisting of arylene, transition metal, cyclosiloxane, silsesquioxane;

t ranges from 1 to 10;
y ranges from 1 to 200; and
z ranges from 1 to 1,000, wherein the resin of Formula (II) has a viscosity ranging from about 500 cSt to about 10,000 cSt.

2. The modified silicone resin of claim 1 , wherein:
t ranges from 1 to 3;
y ranges from 1 to 100; and
z ranges from 10 to 500.

3. The modified silicone resin of claim 1 , wherein:
R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are each independently selected from a group consisting of H, C 1-8 alkyl, C 2-8 alkenyl, C 2-8 alkynyl, and aryl.

4. The modified silicone resin of claim 1 , wherein:
R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are each independently selected from a group consisting of methyl, ethyl, propyl, butyl, ethylenyl, propylenyl, butylenyl, acetylenyl, diacetylenyl, and aryl.

5. The modified silicone resin of claim 1 , wherein:
R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are each independently selected from a group consisting of methyl and phenyl.

6. The modified silicone resin of claim 1 , wherein the ratio of t to y ranges from about 1:1 to about 1:200.

7. An elastomer formulation comprising:
at least one modified silicone resin of Formula (II):

wherein:
R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are each independently selected from a group consisting of H, alkyl, alkenyl, alkynyl, and aryl;
X is selected from a group consisting of arylene, transition metal, cyclosiloxane, silsesquioxane

 wherein R 21 , R 22 , R 23 , R 24 , and R 25 , R 56 are independently selected from the group consisting of methyl, propoxy, butoxy, and phenyl;
t ranges from 1 to 10;
y ranges from 1 to 200; and
z ranges from 1 to 1,000, wherein values for t, y and z provide a compound of Formula (II) having a viscosity ranging from about 500 cSt to about 10,000 cSt; and

at least one metal oxide comprising iron oxide, titanium oxide, cerium oxide, zinc oxide, and zirconium oxide.

8. The elastomer formulation of claim 7 , further comprising at least one silicate.

9. The elastomer formulation of claim 7 , further comprising at least one curing agent that is at least one of tris(dimethylamino)methylsilane and ethyltriacetoxysilane.

10. The elastomer formulation of claim 7 , wherein:
t ranges from 1 to 3;
y ranges from 1 to 100; and
z ranges from 10 to 500.

11. The elastomer formulation of claim 7 , wherein:
R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are each independently selected from the group consisting of H, C 1-8 alkyl, C 2-8 alkenyl, C 2-8 alkynyl, and aryl.

12. The elastomer formulation of claim 7 , wherein:
R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are each independently selected from a group consisting of methyl, ethyl, propyl, butyl, ethylenyl, propylenyl, butylenyl, acetylenyl, diacetylenyl, and aryl.

13. The elastomer formulation of claim 7 , wherein:
R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are each independently selected from a group consisting of methyl and phenyl.

14. The elastomer formulation of claim 7 , wherein the at least one modified silicone resin of Formula (II) is selected from the group consisting of resins (1)-(15):

Resin
X
R 6-11
R #

 (3)

CH 3

 (4)

R 8-11 = CH 3 R 6,7,12,13 = CH 3 , Vinyl

 (5)

R 8-11 = CH 3 R 6,7,12,13 = CH 3 , Vinyl, Phenyl

 (9)

CH 3
R 23 , R 24 = OPr

(10)

CH 3
R 21 , R 22 = OBu

(11)

CH 3
R 25 = Phenyl

(12)

CH 3
R 32-38 = CH 3

(13)

CH 3
R 32-28 = Phenyl

(14)

CH 3
R 45-48 = CH 3

(15)

CH 3

Assignees

• Boeing Co

Inventors

• Zhou Chaoyin
• Nowak Andrew P
• Sharp Richard E
• Li Wen
• French James E

Classifications

• C08G77/58

  Metal-containing linkages · CPC title

• C08K3/22

  of metals · CPC title

• C08L83/10

  Block- or graft-copolymers containing polysiloxane sequences (obtained by polymerising a compound having a carbon-to-carbon double bond on to a polysiloxane C08L51/08, C08L53/00) · CPC title

• C08G77/56

  Boron-containing linkages · CPC title

• C08K5/5415

  containing at least one Si—O bond · CPC title