IP Library Granted Patent US 10,392,530
Granted Patent B2
US 10,392,530 · App. 15/820,535 · Granted Aug 27, 2019

UV curable adhesive and coating compositions activated by surface hydroxyl groups or moisture

Inventors: Barry C. Arkles (Pipersville, PA); Jonathan D. Goff (Philadelphia, PA)
Assignee: Gelest Technologies, Inc.
C09D183/04C09D4/00C08G77/20
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Quick Facts
Patent No.
US 10,392,530
App. No.
15/820,535
Granted
Aug 27, 2019
Kind
B2
Abstract

Compositions which undergo cure by irradiation with UV, visible light or electron beam only after activation by hydroxylated surfaces or exposure to moisture are based on mixtures of cyclic thiasilanes and unsaturated silanes, siloxanes or hydrocarbons.

Claims (24)

1. A composition comprising a cyclic thiasilacyclopentane and an unsaturated component, wherein the cyclic thiasilacyclopentane has an alkoxy substituent and/or the unsaturated component has a multiplicity of unsaturated sites, and wherein when the composition is exposed to hydroxyl groups on a surface or to atmospheric moisture and subsequently or concurrently irradiated, the composition cures to form a solid film or solid mass by radiation cure.

2. The composition according to claim 1 , wherein the cyclic thiasilacyclopentane is 2,2-dimethoxy-1-thia-2-silacyclopentane.

3. The composition according to claim 2 , wherein the unsaturated component is a vinylmethoxysiloxane homopolymer.

4. The composition according to claim 2 , wherein the unsaturated component is vinyltrimethoxysilane.

5. The composition according to claim 2 , wherein the unsaturated component is 1,3,5,7-tetravinyl-1,3,5,7-tetramethylcyclotetrasiloxane.

6. The composition according to claim 2 , wherein the unsaturated component is a vinyl terminated (diphenylsiloxane)-dimethylsiloxane copolymer.

7. The composition according to claim 2 , wherein the unsaturated component is 1-octene.

8. The composition according to claim 2 , wherein the unsaturated component is allyloxy(tetraethylene oxide) methyl ether.

9. The composition according to claim 1 , wherein the unsaturated component is a polymer or a molecule.

10. The composition according to claim 1 , wherein the unsaturated component is selected from the group consisting of 2,2-dimethoxy-1-thia-2-silacyclopentane, a vinylmethoxysiloxane homopolymer, vinyltrimethoxysilane, 1,3,5,7-tetravinyl-1,3,5,7-tetramethylcyclotetrasiloxane, a vinyl terminated (diphenylsiloxane)-dimethylsiloxane copolymer, 1-octene, and allyloxy(tetraethylene oxide) methyl ether.

11. The composition according to claim 1 , wherein the composition is cured by UV irradiation, visible light, or electron beam radiation.

12. A method for producing a solid film comprising exposing a composition to hydroxyl groups on a surface or atmospheric moisture followed by or concurrently with irradiating the composition, wherein the composition comprises a cyclic thiasilacyclopentane and an unsaturated component, and wherein the cyclic thiasilacyclopentane has an alkoxy substituent and/or the unsaturated component has a multiplicity of unsaturated sites.

13. The method according to claim 12 , wherein the composition is irradiated for about 10 to about 30 minutes.

14. The method according to claim 12 , wherein the composition is irradiated in the presence of fumed silica.

15. The method according to claim 12 , wherein the irradiation is selected from UV, visible light, and electron beam.

16. The method according to claim 12 , wherein the cyclic thiasilacyclopentane is 2,2-dimethoxy-1-thia-2-silacyclopentane.

17. The method according to claim 16 , wherein the unsaturated component is a vinylmethoxysiloxane homopolymer.

18. The method according to claim 16 , wherein the unsaturated component is vinyltrimethoxysilane.

19. The method according to claim 16 , wherein the unsaturated component is 1,3,5,7-tetravinyl-1,3,5,7-tetramethylcyclotetrasiloxane.

20. The method according to claim 16 , wherein the unsaturated component is a vinyl terminated (diphenylsiloxane)-dimethylsiloxane copolymer.

21. The method according to claim 16 , wherein the unsaturated component is 1-octene.

22. The method according to claim 16 , wherein the unsaturated component is allyloxy(tetraethylene oxide) methyl ether.

23. The method according to claim 12 , wherein the unsaturated component is a polymer or a molecule.

24. The method according to claim 12 , wherein the unsaturated component is selected from the group consisting of 2,2-dimethoxy-1-thia-2-silacyclopentane, a vinylmethoxysiloxane homopolymer, vinyltrimethoxysilane, 1,3,5,7-tetravinyl-1,3,5,7-tetramethylcyclotetrasiloxane, a vinyl terminated (diphenylsiloxane)-dimethylsiloxane copolymer, 1-octene, and allyloxy(tetraethylene oxide) methyl ether.

Assignments (6)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 22, 2024
From: GELEST TECHNOLOGIES, INC.
To: GELEST, INC.
Reel/Frame 068467/0243 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 10, 2022
From: GELEST TECHNOLOGIES, INC.
To: GELEST, INC.
Reel/Frame 058668/0350 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 28, 2021
From: GELEST TECHNOLOGIES, INC.
To: GELEST, INC.
Reel/Frame 058595/0701 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 7, 2021
From: GELEST TECHNOLOGIES, INC.
To: GELEST, INC.
Reel/Frame 056272/0183 →
RELEASE OF SECURITY INTEREST Recorded Oct 1, 2020
From: ANTARES CAPITAL LP
To: GELEST BIOSYSTEMS, LLC; GELEST, INC.; GELEST TECHNOLOGIES, INC.
Reel/Frame 053946/0556 →
PATENT SECURITY AGREEMENT Recorded Jun 21, 2019
From: GELEST, INC.; GELEST TECHNOLOGIES, INC.; GELEST BIOSYSTEMS, LLC
To: ANTARES CAPITAL LP
Reel/Frame 049557/0526 →
Continuity (2)
Provisional Application 62425771 · Nov 23, 2016
Related Publication 20180142126A1 · May 24, 2018