Temperature-resistant silicone resins

Patent metadata

Field	Value
Publication number	US-9534089-B2
Application number	US-201414329884-A
Country	US
Kind code	B2
Filing date	Jul 11, 2014
Priority date	Jul 11, 2014
Publication date	Jan 3, 2017
Grant date	Jan 3, 2017

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 oft 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

 wherein R 21 , R 22 , R 23 , R 24 , and R 25 are independently selected from the group consisting of 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 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 modified silicone resin of Formula (II) is at least one selected from a group consisting of resins (1)-(3):

Resin
X
R 6-11
R #

1

CH 3
R 23 , R 24 = OPr

2

CH 3
R 21 , R 22 = OBu

3

CH 3
R 25 = Phenyl

wherein:
t ranges from 1 to 3;
y ranges from 1 to 100; and
z ranges from 10 to 500.

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

8. 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 , R 25 , R 55 , and 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;

at least one silicate;
at least one metal oxide comprising Fe 2 O 3 having a particle size ranging from about 1 nm to about 5 μm; and
at least one curing agent that is at least one of dibutyltin dilaurate, tris(dimethylamino)methylsilane, and ethyltriacetoxysilane.

9. The elastomer formulation of claim 8 , wherein:
t ranges from 1 to 3;
y ranges from 1 to 100; and
z ranges from 10 to 500.

10. The elastomer formulation of claim 8 , 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.

11. The elastomer formulation of claim 8 , 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.

12. The elastomer formulation of claim 8 , 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.

13. The elastomer formulation of claim 8 , wherein the at least one modified silicone resin of Formula (II) is selected from a group consisting of resins (1)-(15):

Resin
X
R 6-11
R #

 (1)

CH 3
R 55-56 = CH 3

 (2)

CH 3
R 55-56 = Phenyl

 (3)

CH 3

 (4)

Assignees

• Boeing Co

Inventors

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

Classifications

• C08G77/44

  containing only polysiloxane sequences · CPC title

• C08K5/5415

  containing at least one Si—O bond · CPC title

• C08K2003/2265

  of iron · CPC title

• C08G77/58 Primary

  Metal-containing linkages · CPC title

• C08G77/80

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