Curable polysiloxane composition for optical device, encapsulating material and optical device

Patent metadata

Field	Value
Publication number	US-9902855-B2
Application number	US-201314650164-A
Country	US
Kind code	B2
Filing date	Dec 6, 2013
Priority date	Dec 7, 2012
Publication date	Feb 27, 2018
Grant date	Feb 27, 2018

Abstract

Disclosed are a curable polysiloxane composition for an optical device including at least one kind of a first siloxane compound represented by Chemical Formula 1, at least one kind of a second siloxane compound having hydrogen bound to silicon (Si—H) at the terminal end, and at least one kind of a third siloxane compound having an alkenyl group bound to silicon (Si-Vi) at the terminal end, an encapsulating material obtained by curing the curable polysiloxane composition for an optical device, and an optical device including the encapsulating material.

(R 1 R 2 R 3 SiO 1/2 ) M1 (R 4 R 5 SiO 2/2 ) D1 (L 1 -O) D2 (L 2 -O) D3 (R 6 R 7 SiO 2/2 ) D4 (L 3 -O-L 4 -O) D5 (R 8 SiO 2/2 —Y 1 —SiO 2/2 R 9 ) D6 (R 10 R 11 Si—Y 2 ) D7 (R 12 SiO 3/2 ) T1 (R 13 SiO 3/2 ) T2 (SiO 3/2 —Y 3 —SiO 3/2 ) T3 (SiO 4/2 ) Q1   [Chemical Formula 1]

In Chemical Formula 1, R 1 to R 13 , Y 1 to Y 3 , M1, D1 to D7, T1 to T3 and Q1 are the same as defined in the specification.

First claim

The invention claimed is:

1. A curable polysiloxane composition for an optical device, the composition comprising:
at least one first siloxane compound represented by Chemical Formula 1, the first siloxane compound including a silicon-containing repeating group,
at least one second siloxane compound having a hydrogen bound to silicon (Si—H) at a terminal end thereof, and
at least one third siloxane compound having an alkenyl group bound to silicon (Si-Alkenyl) at a terminal end thereof:
(R 1 R 2 R 3 SiO 1/2 ) M1 (R 4 R 5 SiO 2/2 ) D1 (L 1 -O) D2 (L 2 -O) D3 (R 6 R 7 SiO 2/2 ) D4 (L 3 -O-L 4 -O) D5 (R 8 SiO 2/2 —Y 1 —SiO 2/2 R 9 ) D6 (R 10 R 11 Si—Y 2 ) D7 (R 12 SiO 3/2 ) T1 (R 13 SiO 3/2 ) T2 (SiO 3/2 —Y 3 —SiO 3/2 ) T3 (SiO 4/2 ) Q1   [Chemical Formula 1]

wherein, R 1 to R 13 are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 arylalkyl group, a substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group, a substituted or unsubstituted C2 to C30 alkynyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group, a halogen atom, or a combination thereof,
Y 1 to Y 3 are each independently a single bond, a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, unsubstituted C1 to C30 heteroalkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 heteroarylene group, or a combination thereof,
L 1 to L 4 are each independently substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 heteroarylene group, a substituted or unsubstituted C2 to C30 alkenylene group, a substituted or unsubstituted C2 to C30 alkynylene group, or a combination thereof,
0≦ M 1<1, 0≦ D 1<1, 0≦ D 2<1, 0≦ D 3<1, 0≦ D 4<1, 0≦ D 5<1, 0≦ D 6<1, 0≦ D 7<1, 0≦ T 1<1, 0≦ T 2<1, 0≦ T 3<1, and 0≦ Q 1<1,

D2 and D5 are not simultaneously 0,
D1, D4, D6, D7, T1, T2, and T3 are not simultaneously 0, and
M 1+ D 1+ D 2+ D 3+ D 4+ D 5+ D 6+ D 7+ T 1+ T 2+ T 3+ Q 1=1.

2. The curable polysiloxane composition for an optical device of claim 1 , wherein the first siloxane compound is represented by Chemical Formula 2:

wherein, in Chemical Formula 2,
R 1a , R 2a , R 3a , R 1b , R 2b , R 3b and R 4 to R 7 are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 arylalkyl group, a substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group, a substituted or unsubstituted C2 to C30 alkynyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group, a halogen atom, or a combination thereof,
L 1 , L 3 and L 4 are each independently substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 heteroarylene group, a substituted or unsubstituted C2 to C30 alkenylene group, a substituted or unsubstituted C2 to C30 alkynylene group, or a combination thereof,
0≦ a 1≦1000, 0≦ a 2≦1000, 0≦ b 1≦10, 0≦ b 2≦10, 0≦ c 1≦100, and 0≦ c 2≦100,

a1 and a2 are not simultaneously 0,
b1 and b2 are not simultaneously 0,
c1 and c2 are not simultaneously 0,
when one of b1 and c1 is zero, both b2 and c2 are not zero, and
when one of b2 and c2 is zero, both b1 and c1 are not zero.

3. The curable polysiloxane composition for an optical device of claim 2 , wherein at least one of R 1a , R 2a , R 3a , R 1b , R 2b , R 3b and R 4 to R 7 is a substituted or unsubstituted C2 to C30 alkenyl group.

4. The curable polysiloxane composition for an optical device of claim 2 , wherein at least one of R 1a , R 2a , R 3a , R 1b , R 2b , R 3b and R 4 to R 7 is a substituted or unsubstituted C6 to C30 aryl group.

5. The curable polysiloxane composition for an optical device of claim 1 , wherein the first siloxane compound is represented by one of Chemical Formula 3 or Chemical Formula 4:

wherein, in Chemical Formulae 3 and 4,
R 1a , R 2a , R 3a , R 1b , R 2b , R 3b and R 4 to R 7 are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 arylalkyl group, a substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group, a substituted or unsubstituted C2 to C30 alkynyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group, a halogen atom, or a combination thereof,
L 1 , L 3 and L 4 are each independently substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 heteroarylene group, a substituted or unsubstituted C2 to C30 alkenylene group, a substituted or unsubstituted C2 to C30 alkynylene group, or a combination thereof, and
0< a 1≦1000, 0< a 2≦1000, 0< b 1≦10, 0< b 2≦10, 0< c 1≦100, and, 0< c 2≦100.

6. The curable polysiloxane composition for an optical device of claim 1 , wherein L 1 , L 3 and L 4 are each independently a substituted or unsubstituted C1 to C5 alkylene group.

7. The curable polysiloxane composition for an optical device of claim 1 , wherein:
L 1 is a substituted or unsubstituted ethylene group or a substituted or unsubstituted propylene group, and
one of L 3 and L 4 is a substituted or unsubstituted ethylene group and the other is a substituted or unsubstituted propylene group.

8. The curable polysiloxane composition for an optical device of claim 1 , wherein the first siloxane compound is represented by one of Chemical Formulae 5 to 8:

wherein, in Chemical Formulae 5 to 8,
R 1a , R 3a , R 1b and R 3b are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 arylalkyl group, a substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3

Assignees

• Cheil Ind Inc
• Cheil Ind Inc

Inventors

• Yoo Hong Jung
• Kim Young Ho
• Kim Woo Han
• Shin Dong Ju
• Han Dong Ii

Classifications

• C08L83/04 Primary

  Polysiloxanes · CPC title

• C08G77/12

  containing silicon bound to hydrogen · CPC title

• H01L33/501

  Electricity · mapped topic

• C08L83/06 Primary

  containing silicon bound to oxygen-containing groups (C08L83/12 takes precedence) · CPC title

• H01L2924/00014

  Electricity · mapped topic