IPC분류정보
국가/구분 |
United States(US) Patent
등록
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국제특허분류(IPC7판) |
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출원번호 |
US-0430953
(2003-05-06)
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발명자
/ 주소 |
- Angeletakis, Christos
- Chen, Mingfei
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출원인 / 주소 |
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대리인 / 주소 |
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인용정보 |
피인용 횟수 :
10 인용 특허 :
34 |
초록
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A composition curable by a metathesis reaction and comprising an olefin-containing resin system and metathesis catalyst. The resin system comprises siloxane-based oligomers or polymers end-capped and/or tethered with olefin functional groups that are capable of undergoing a metathesis reaction. The
A composition curable by a metathesis reaction and comprising an olefin-containing resin system and metathesis catalyst. The resin system comprises siloxane-based oligomers or polymers end-capped and/or tethered with olefin functional groups that are capable of undergoing a metathesis reaction. The composition also includes a ruthenium carbene complex catalyst, whereby the catalyst initiates the metathesis reaction of the composition. The oligomer or polymer may be, for example, one or a combination of a telechelic polydimethylsiloxane end-capped with norbornenylethyl groups, a polydimethylsiloxane tethered and end-capped with norbornenylethyl groups, a tri-functional polydimethylsiloxane end-capped with norbornenylethyl groups, or a quadri-functional polydimethylsiloxane end-capped with norbornenylethyl groups. The catalyst may be, for example, a ruthenium carbene complex, such as 1,3-bis-(2,4,6-trimethylphenyl)-2-(imidazolidinylidene) dichloro(o-isopropoxyphenylmethylene) ruthenium.
대표청구항
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1. A curable composition comprising:an olefin-containing resin system comprising at least one oligomer or polymer having a backbone of >50% linear siloxane units, the oligomer or polymer functionalized with olefin groups capable of undergoing a metathesis reaction, wherein the at least one oligom
1. A curable composition comprising:an olefin-containing resin system comprising at least one oligomer or polymer having a backbone of >50% linear siloxane units, the oligomer or polymer functionalized with olefin groups capable of undergoing a metathesis reaction, wherein the at least one oligomer or polymer is selected from the group consisting of: an oligomer or polymer tethered and end-capped with the groups, a tri-functional oligomer or polymer end-capped with the groups, and a quadri-functional oligomer or polymer end-capped with the groups; and a ruthenium carbene complex catalyst capable of initiating the metathesis reaction in the composition to form a cured article, wherein the catalyst is selected from the group consisting of: (a) a 1,3-bis-(2,4,6-trimethylphenyl)-2-(imidazolidinylidene) dichloro(o-isopropoxyphenylmethylene) ruthenium catalyst having the structure: wherein R is mesityl; and(b) a catalyst having the structure: wherein Cy is cyclohexyl, Ph is phenyl and X is a saturated imidazole ligand having a basicity higher than tricyclohexylphosphine.2. The composition of claim 1 wherein the resin system includes polydimethylsiloxane tethered and end-capped with norbornenyl groups and having between about 5 and about 5000 dimethylsiloxane units.3. The composition of claim 2 wherein the polydimethylsiloxane includes between about 27 and about 1590 dimethylsiloxane units.4. The composition of claim 1 wherein the groups capable of undergoing a metathesis reaction are cycloalkenyl groups.5. The composition of claim 1 wherein the groups capable of undergoing a metathesis reaction are norbornenyl groups.6. The composition of claim 1 wherein the groups capable of undergoing a metathesis reaction are norbornenylethyl groups.7. The composition of claim 1 wherein the resin system includes polydimethylsiloxane tethered and end-capped with norbornenylethyl groups and having the formula: where n=5-5000, and m=1-100.8. The composition of claim 1 wherein the resin system includes polydimethylsiloxane tethered and end-capped with cycloalkenyl groups.9. The composition of claim 1 further comprising a silicone-based sulfosuccinate compound for accelerating the catalyst.10. The composition of claim 1 further comprising a dimethicone copolyol sulfosuccinate ammonium salt for accelerating the catalyst.11. The composition of claim 1 further comprising an ethoxylated alkylphenol surfactant.12. A curable composition comprising:an olefin-containing resin system comprising at least one oligomer or polymer having a backbone of >50% linear siloxane units, the oligomer or polymer functionalized with olefin groups capable of undergoing a metathesis reaction, wherein the at least one oligomer or polymer is norbornenyl functionalized quadri-functional polydimethylsiloxane; and a ruthenium carbene complex catalyst capable of initiating the metathesis reaction in the composition to form a cured article, wherein the catalyst is selected from the group consisting of: (a) a 1,3-bis-(2,4,6-trimethylphenyl)-2-(imidazolidinylidene) dichloro(o-isopropoxyphenylmethylene) ruthenium catalyst having the structure: wherein R is mesityl; and(b) a catalyst having the structure: wherein Cy is cyclohexyl, Ph is phenyl and X is a saturated imidazole ligand having a basicity higher than tricyclohexylphosphine.13. The composition of claim 1 wherein the resin system includes telechelic polydimethylsiloxane end-functionalized with norbornenylethyl groups and polydimethylsiloxane tethered and end-functionalized with norbornenylethyl groups.14. The composition of claim 13 wherein the resin system further includes quadri-functional polydimethylsiloxane end-functionalized with norbornenylethyl groups.15. The composition of claim 1 comprising a catalyst (b) of the formula: wherein Cy is cyclohexyl, Ph is phenyl and R is mesityl.16. The composition of claim 1 comprising a catalyst (b) of the formula: wherein Cy is cyclohexyl, Ph is phenyl and R is mesityl.17. The composition of claim 1 comprising a catalyst (b) of the formula: wherein Cy is cyclohexyl, Ph is phenyl and R is mesityl.18. A curable composition comprising:an olefin-containing resin system comprising at least one oligomer or polymer having a polydimethylsiloxane backbone tethered and end-capped with cycloalkenyl groups capable of undergoing a metathesis reaction; and a ruthenium carbene complex catalyst of the formula: wherein Cy is cyclohexyl, Ph is phenyl and X is a saturated imidazole ligand having a basicity higher than tricyclohexylphosphine, and wherein the catalyst is capable of initiating the metathesis reaction in the composition to form a cured article.19. The composition of claim 18 wherein the polydimethylsiloxane backbone includes between about 5 and about 5000 dimethylsiloxane units.20. The composition of claim 18 wherein the polydimethylsiloxane backbone includes between about 27 and about 1590 dimethylsiloxane units.21. The composition of claim 18 wherein the at least one oligomer or polymer includes polydimethylsiloxane tethered and end-capped with norbornenylethyl groups and having the formula: where n=5-5000, and m=1-100.22. The composition of claim 18 further comprising a silicone-based sulfosuccinate compound for accelerating the catalyst.23. The composition of claim 18 further comprising a dimethicone copolyol sulfosuccinate ammonium salt for accelerating the catalyst.24. The composition of claim 18 further comprising an ethoxylated alkylphenol surfactant.25. The composition of claim 18 wherein the resin system further includes norbornenylethyl functionalized quadri-functional polydimethylsiloxane.26. The composition of claim 18 wherein the resin system further includes telechelic polydimethylsiloxane end-functionalized with norbornenylethyl groups.27. The composition of claim 26 wherein the resin system further includes quadri-functional polydimethylsiloxane end-functionalized with norbornenylethyl groups.28. The composition of claim 18 wherein the catalyst is a 4,5-dihydroimidazol-2-ylidene-substituted ruthenium carbene complex.29. The composition of claim 18 wherein the catalyst is of the formula: wherein Cy is cyclohexyl, Ph is phenyl and R is mesityl.30. The composition of claim 18 wherein the catalyst is of the formula: wherein Cy is cyclohexyl, Ph is phenyl and R is mesityl.31. The composition of claim 18 wherein the catalyst is of the formula: wherein Cy is cyclohexyl, Ph is phenyl and R is mesityl.32. A curable composition comprising:an olefin-containing resin system comprising at least one oligomer or polymer having a polydimethylsiloxane backbone tethered and end-capped with cycloalkenyl groups capable of undergoing a metathesis reaction; and a 1,3-bis-(2,4,6-trimethylphenyl)-2-(imidazolidinylidene) dichloro(o-isopropoxyphenylmethylene) ruthenium catalyst having the structure: wherein the catalyst is capable of initiating the metathesis reaction in the composition to form a cured article.33. The composition of claim 32 wherein the polydimethylsiloxane backbone includes between about 5 and about 5000 dimethylsiloxane units.34. The composition of claim 32 wherein the polydimethylsiloxane backbone includes between about 27 and about 1590 dimethylsiloxane units.35. The composition of claim 32 wherein the at least one oligomer or polymer includes polydimethylsiloxane tethered and end-capped with norbornenylethyl groups and having the formula: where n=5-5000, and m=1-100.36. The composition of claim 32 further comprising a silicone-based sulfosuccinate compound for accelerating the catalyst.37. The composition of claim 32 further comprising a dimethicone copolyol sulfosuccinate ammonium salt for accelerating the catalyst.38. The composition of claim 32 further comprising an ethoxylated alkylphenol surfactant.39. The composition of claim 32 wherein the resin system further includes norbornenylethyl functionalized quadri-functional polydimethylsiloxane.40. The composition of claim 32 wherein the resin system further includes telechelic polydimethylsiloxane end-functionalized with norbornenylethyl groups.41. The composition of claim 40 wherein the resin system further includes quadri-functional polydimethylsiloxane end-functionalized with norbornenylethyl groups.
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