Curing agent, curable compositions, compositions for optical materials, optical materials, their production and liquid crystal displays and LED's made by using the materials
View Patent ↗The invention aims at a curing agent, curable compositions or compositions for optical materials, capable of providing for cured artifacts having laudable heat resistance, optical transparency, and light resistance; optical materials and methods for their production; and liquid crystal displays and LED's made by using the materials. A curing agent, which comprises at least two SiH groups, is obtainable by subjecting an aliphatic organic compound (α1) and an acyclic and/or cyclic polyorganosiloxane (β1) to hydrosilylation reaction. The curing agent is also obtainable by subjecting an organic compound (α2) and a cyclic polyorganosiloxane (β2) to hydrosilylation reaction.
1. A curing agent,
which comprises at least two SiH groups in each molecule which is obtainable by subjecting
at least one of 1,2,4-trivinylcyclohexane and 2,2-bis(4-hydroxycyclohexyl)propane diallyl ether (α1) and
a cyclic polyorganosiloxane (β1) having at least two SiH groups in each molecule
to hydrosilylation reaction.
2. A curing agent,
which comprises at least two SiH groups in each molecule which is obtainable by subjecting
an organic compound (α2) represented by the following general formula (I)
wherein R 1 represents a univalent organic group of 1 to 50 carbon atoms and the respective R 1 s may be different or the same, and
a cyclic polyorganosiloxane (β2) having at least two SiH groups in each molecule to hydrosilylation reaction.
3. A curable composition,
which comprises
an organic compound (A) containing no siloxane unit and having at least two carbon-carbon double bonds capable of reacting with a SiH group in each molecule,
a curing agent (B1), and
a hydrosilylation catalyst (C),
wherein said curing agent (B1) comprises at least two SiH groups in each molecule, which is obtainable by subjecting at least one of 1,2,4-trivinylcyclohexane and 2,2-bis(4-hydroxycyclohexyl)propane diallyl ether (α1), and a cyclic polyorganosiloxane (β1) having at least two SiH groups in each molecule to hydrosilylation reaction.
4. A curable composition,
which comprises
an organic compound (A) having at least two carbon-carbon double bonds capable of reacting with a SiH group in each molecule,
the curing agent (B2) according to claim 2 , and
a hydrosilylation catalyst (C).
5. The curable composition according to claim 3 ,
wherein the compound (A) is an organic compound represented by the following general formula (I)
wherein R 1 represents a univalent organic group of 1 to 50 carbon atoms and the respective R 1 s may be different or the same.
6. The curable composition according to claim 5 ,
wherein at least two of the three R 1 s in the general formula (I) representing the compound (A) are groups represented by the following general formula (II)
wherein R 2 represents a direct bond or a bivalent organic group of 1 to 48 carbon atoms; R 3 represents a hydrogen atom or a methyl group; R 2 and R 3 each in a plurality of occurrences may be different or the same.
7. The curable composition according to claim 5 ,
wherein at least two of the three R 1 s in the general formula (I) representing the compound (A) are allyl groups.
8. The curable composition according to claim 3 ,
wherein the compound (A) is an organic compound having at least one vinyl group capable of reacting with a SiH group in each molecule.
9. The curable composition according to claim 3 ,
wherein the compound (A) is an organic compound having at least one allyl group capable of reacting with a SiH group in each molecule.
10. The curable composition according to claim 3 ,
wherein the compound (A) is an organic compound containing 1 to 6 vinyl groups in each molecule and having a molecular weight of less than 900 and a viscosity of less than 1,000 poises.
11. The curable composition according to claim 3 ,
wherein the compound (A) is at least one compound selected from the group consisting of polybutadiene, vinylcyclohexene, cyclopentadiene, dicyclopentadiene, divinylbiphenyl, bisphenol A diallyl ether, triallyl isocyanurate, and trivinylcyclohexane.
12. A composition for optical material,
which comprises the curable composition according to claim 3 .
13. The composition for optical material according to claim 12 ,
wherein the optical material is a film for liquid crystal.
14. The composition for optical material according to claim 12 ,
wherein the optical material is a plastic cell for liquid crystal.
15. The composition for optical material according to claim 12 ,
wherein the optical material is a sealant for LED.
16. An optical material,
which is obtainable by curing the composition for optical material according to claim 12 .
17. A method of producing the optical material, which is obtainable by curing the composition for optical material according to claim 12 ,
which comprises mixing the composition for optical material according to claim 12 in advance and subjecting carbon-carbon double bonds capable of reacting with a SiH group to a reaction with some or all of SiH groups within the composition.
18. A liquid crystal display,
which comprises the optical material according to claim 16 .
19. An LED,
which comprises the optical material according to claim 16 .
20. A curable composition,
which comprises
an organic compound (A) having at least two carbon-carbon double bonds capable of reacting with a SiH group in each molecule,
a curing agent (B1), and
a hydrosilylation catalyst (C),
wherein the compound (A) is at least one compound selected from the group consisting of vinylcyclohexene, cyclopentadiene, dicyclopentadiene, divinylbiphenyl, bisphenol A diallyl ether, triallyl isocyanurate, and trivinylcyclohexane; and
the curing agent (B1) comprises at least two SiH groups in each molecule which is obtainable by subjecting
an aliphatic organic compound (α1) having at least two carbon-carbon double bonds capable of reacting with a SiH group in each molecule, said organic compound containing 1 to 6 vinyl groups in each molecule, and having a molecular weight of less than 900 and a viscosity of less than 1,000 poises and
at least one of an acyclic and a cyclic polyorganosiloxane (β1) having at least two SiH groups in each molecule
to hydrosilylation reaction.
21. An optical material,
which is obtainable by curing a curable composition,
wherein said curable composition comprises
an organic compound (A) having at least two carbon-carbon double bonds capable of reacting with a SiH group in each molecule,
a curing agent (B1), and
a hydrosilylation catalyst (C);
wherein the curing agent (B1) comprises at least two SiH groups in each molecule which is obtainable by subjecting
an aliphatic organic compound (α1) having at least two carbon-carbon double bonds capable of reacting with a SiH group in each molecule, said organic compound containing 1 to 6 vinyl groups in each molecule, and having a molecular weight of less than 900 and a viscosity of less than 1,000 poises and
at least one of an acyclic and a cyclic polyorganosiloxane (β1) having at least two SiH groups in each molecule
to hydrosilylation reaction.
22. The curable composition according to claim 4 ,
wherein the compound (A) is an organic compound represented by the following general formula (I)
wherein R 1 represents a univalent organic group of 1 to 50 carbon atoms and the respective R 1 s may be different or the same.
23. The curable composition according to claim 22 ,
wherein at least two of the three R 1 s in the general formula (I) representing the compound (A) are groups represented by the following general formula (II)
wherein R 2 represents a direct bond or a bivalent organic group of 1 to 48 carbon atoms; R 3 represents a hydrogen atom or a methyl group; R 2 and R 3 each in a plurality of occurrences may be different or the same.
24. The curable composition according to claim 22 ,
wherein at least two of the three R 1 s in the general formula (I) representing the compound (A) are allyl groups.
25. The curable composition according to claim 4 ,
wherein the compound (A) is an organic compound having at least one vinyl group capable of reacting with a SiH group in each molecule.
26. The curable composition according to claim 4 ,
wherein the compound (A) is an organic compound having at least one allyl group capable of reacting with a SiH group in each molecule.
27. The curable composition according to claim 4 ,
wherein the compound (A) is an organic compound containing 1 to 6 vinyl groups in each molecule and having a molecular weight of less than 900 and a viscosity of less than 1,000 poises.
28. The curable composition according to claim 4 ,
wherein the compound (A) is at least one compound selected from the group consisting of polybutadiene, vinylcyclohexene, cyclopentadiene, dicyclopentadiene, divinylbiphenyl, bisphenol A diallyl ether, triallyl isocyanurate, and trivinylcyclohexane.