IP Library Granted Patent US 7,446,137
Granted Patent B2
US 7,446,137 · App. 10/492,622 · Granted Nov 4, 2008

Thermosetting resin and thiocyanato-containing organohydrocarbonoxysilane

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Quick Facts
Patent No.
US 7,446,137
App. No.
10/492,622
Granted
Nov 4, 2008
Kind
B2
Abstract

A curable organic resin composition comprising (A) 100 parts by weight of a curable organic resin and (B) 0.01 to 100 parts by weight of a thiocyanato-containing organohydrocarbonoxysilane or an isothiocyanato-containing organohydrocarbonoxysilane represented by the general formula: X—R 1 —Si(OR 2 )nR 3 3-n , wherein X is NCS— or SCN—, R 1 is an alkylene or alkyleneoxyalkylene group, R 2 and R 3 are monovalent hydrocarbon groups, and the subscript n is 1, 2, or 3. The curable organic resin composition possesses superior moldability and, when cured, exhibits superior adhesive properties on substrates such as metals.

Claims (17)

1. A thermosetting organic resin composition comprising:

(A) 100 parts by weight of a thermosetting organic resin selected from the group of epoxy resins, phenolic resins, formaldehyde resins, xylene resins, xylene-formaldehyde resins, ketone-formaldehyde resins, furan resins, urea resins, imide resins, melamine resins, alkyd resins, unsaturated polyester resins, aniline resins, sulfonamide resins, and hydrogen-functional methylphenylpolysiloxane resin, and (B) 0.01 to 100 parts by weight of a thiocyanato-containing organohydrocarbonoxysilane or an isothiocyanato-containing organohydrocarbonoxysilane represented by the general formula: X—R 1 —Si(OR 2 ) n R 3 3-n wherein X is NCS— or SCN—, R 1 is an alkylene or alkyleneoxyalkylene group, R 2 and R 3 are monovalent hydrocarbon groups, and the subscript n is 1, 2, or 3.

2. The thermosetting organic resin composition according to claim 1 , wherein the thermosetting organic resin is selected from the group of an epoxy resin, phenolic resin and imide resin.

3. The thermosetting organic resin composition according to claim 2 , wherein R 1 is an alkylene group, R 2 and R 3 are alkyl groups, Component (B) has the formula X—R 1 —Si(OR 2 ) n R 3 3-n and n has a value of 2 or 3.

4. The thermosetting organic resin composition according to claim 3 , wherein Component (B) is 3-thiocyanatopropyltrimethoxysilane, 3-thiocyanatopropylmethyldimethoxysilane or 3-isothiocyanatopropyltrimethoxysilane.

5. The thermosetting organic resin composition according to claim 1 , wherein R 1 is an alkylene group, R 2 and R 3 are alkyl groups, Component (B) has the formula X—R 1 —Si(OR 2 ) n R 3 3-n and n has a value of 2 or 3.

6. The thermosetting organic resin composition according to claim 5 , wherein Component (B) is 3-thiocyanatopropyltrimethoxysilane, 3-thiocyanatopropylmethyldimethoxysilane or 3-isothiocyanatopropyltrimethoxysilane.

7. The thermosetting organic resin composition according to claim 1 , wherein Component (B) is 3-thiocyanatopropyltrimethoxysilane, 3-thiocyanatopropylmethyldimethoxysilane or 3-isothiocyanatopropyltrimethoxysilane.

8. The thermosetting organic resin composition according to claim 1 wherein R 1 is selected from the group of methylene, ethylene, methylmethylene, propylene, methylethylene, and butylene.

9. The thermosetting organic resin composition according to claim 8 wherein R 2 and R 3 are selected from the group of methyl, ethyl, n-propyl, i-propyl, vinyl, allyl, butenyl, phenyl, tolyl, xylyl, and combinations thereof.

10. The thermosetting organic resin composition according to claim 1 further comprising a filler.

11. The thermosetting organic resin composition according to claim 10 further defined as a non-liquid thermosetting organic resin composition.

12. The thermosetting organic resin composition according to claim 10 wherein said filler is present in an amount of from 10 to 500 parts by weight per 100 parts by weight of Component (A).

13. An article comprising a substrate and a cured product of said thermosetting organic resin composition according to claim 1 in contact therewith.

14. An article as set forth in claim 13 wherein said cured product is sandwiched between two substrates.

15. An article as set forth in claim 13 wherein said substrate comprises metal.

16. An article as set forth in claim 13 wherein said substrate comprises a material selected from the group of glass, ceramics, stones, and semiconductors.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2019
From: DOW CORNING TORAY CO., LTD.
To: DOW TORAY CO., LTD.
Reel/Frame 051322/0925 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 28, 2005
From: IWAI, MAKOTO; WAKITA, KEIJI; SHIRAHATA, AKIHIKO
To: DOW CORNING TORAY SILICONE CO., LTD.
Reel/Frame 016315/0491 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 20, 2004
From: IWAI, MOKOTO; WAKITA, KENJI; SHIRAHATA, AKIHIKO
To: DOW CORNING TORAY SILICONE CO. LTD
Reel/Frame 015640/0453 →