Curable polysiloxane composition for optical device and encapsulant and optical device

Patent metadata

Field	Value
Publication number	US-9657143-B2
Application number	US-201314653328-A
Country	US
Kind code	B2
Filing date	Dec 24, 2013
Priority date	Dec 26, 2012
Publication date	May 23, 2017
Grant date	May 23, 2017

Abstract

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

(R 1 R 2 R 3 SiO 1/2 ) M1 (R 4 R 5 SiO 2/2 ) D1 (R 6 R 7 SiO 2/2 ) D2 (R 8 SiO 2/2 —Y 1 —SiO 2/2 R 9 ) D3 (R 10 SiO 3/2 ) T1 (R 11 SiO 3/2 ) T2 (R 12 SiO 3/2 ) T3 (SiO 3/2 —Y 2 —SiO 3/2 ) T4 (SiO 4/2 ) Q1   [Chemical Formula 1]

In the above Chemical Formula 1, R 1 to R 12 , Y 1 , Y 2 , M1, D1, D2, D3, T1, T2, T3, T4 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, comprising:
at least one first siloxane compound represented by the following Chemical Formula 1,
at least one second siloxane compound having a silicon-bonded hydrogen (Si—H) at a terminal end thereof, and
at least one third siloxane compound having a silicon-bonded alkenyl group (Si-Vi) at a terminal end thereof,
wherein the curable polysiloxane composition is light transmissive:
(R 1 R 2 R 3 SiO 1/2 ) M1 (R 4 R 5 SiO 2/2 ) D1 (R 6 R 7 SiO 2/2 ) D2 (R 8 SiO 2/2 —Y 1 —SiO 2/2 R 9 ) D3 (R 10 SiO 3/2 ) T1 (R 11 SiO 3/2 ) T2 (R 12 SiO 3/2 ) T3 (SiO 3/2 —Y 2 —SiO 3/2 ) T4 (SiO 4/2 ) Q1   [Chemical Formula 1]

wherein, in the above Chemical Formula 1,
R 1 to R 12 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, or a combination thereof, or a group represented by the following Chemical Formula 1a,
at least one of R 1 to R 3 and R 10 to R 12 is a group represented by the following Chemical Formula 1a,
when at least one of R 1 to R 3 is the following Chemical Formula 1a, the others of R 1 to R 3 are not a substituted or unsubstituted C2 to C30 alkenyl group,
Y 1 and Y 2 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,
0≦M1<1, 0≦D1<1, 0≦D2<1, 0≦D3<1, 0≦T1<1, 0≦T2<1, 0≦T3<1, 0≦T4<1 and 0≦Q1<1, and
M1+D1+D2+D3+T1+T2+T3+T4+Q1=1,
*-L 1 -(O-L 2 ) x -(O-L 3 ) y -Z  [Chemical Formula 1a]

wherein, in the above Chemical Formula 1a,
L 1 is a single bond, a 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 C1 to C30 heteroalkylene group, or a combination thereof,
L 2 and L 3 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 C1 to C30 heteroalkylene group, or a combination thereof,
Z is 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, or a combination thereof,
0≦x≦200 and 0≦y≦200,
x and y are not simultaneously 0, and
* is a point where silicon (Si) of Chemical Formula 1 is linked,
wherein the group represented by the above Chemical Formula 1a is a group represented by the following Chemical Formula 1aa:
*-L 1 -(OC 2 H 4 ) x —(OC 3 H 6 ) y —Z  [Chemical Formula 1aa]

wherein, in the above Chemical Formula 1aa,
L 1 is a single bond, a 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 C1 to C30 heteroalkylene group, or a combination thereof,
Z is 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, or a combination thereof,
0≦x≦200 and 0≦y≦200,
x and y are not simultaneously 0, and
* is a point where silicon (Si) of Chemical Formula 1 is linked, and
wherein the first siloxane compound is represented by the following Chemical Formula 5:
(R 1 R 2 R 3 SiO 1/2 ) M1 (R 10 SiO 3/2 ) T1 (R 11 SiO 3/2 ) T2 (R 12 SiO 3/2 ) T3 (SiO 3/2 —Y 2 —SiO 3/2 ) T4   [Chemical Formula 5]

wherein, in the above Chemical Formula 5,
R 1 to R 3 , R 11 and R 12 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, or a combination thereof,
R 10 is a group represented by the above Chemical Formula 1aa,
Y 2 is a single bond, a 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 C1 to C30 heteroalkylene group, or a combination thereof,
0≦M1<1, 0≦T1<1, 0≦T2<1, 0≦T3<1 and 0≦T4<1, and
M1+T1+T2+T3+T4=1.

2. The curable polysiloxane composition for an optical device of claim 1 , wherein at least one of R 1 to R 12 and Z is hydrogen or a substituted or unsubstituted C2 to C30 alkenyl group.

3. The curable polysiloxane composition for an optical device of claim 1 , wherein the second siloxane compound is represented by the following Chemical Formula 6:
(R 13 R 14 R 15 SiO 1/2 ) M2 (R 16 R 17 SiO 2/2 ) D4 (R 18 SiO 3/2 —Y 3 —SiO 3/2 R 19 ) D5 (R 20 SiO 3/2 ) T5 (SiO 3/2 —Y 4 —SiO 3/2 ) T6 (SiO 4/2 ) Q2   [Chemical Formula 6]

wherein, in the above Chemical Formula 6,
R 13 to R 20 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 alkynyl gr

Assignees

• Cheil Ind Inc
• Cheil Ind Inc

Inventors

• Kim Young-Ho
• Koh Sang-Ran
• Kim Woo-Han
• Yoo Hong-Jung
• Lee Eun-Seon
• Kim Ha-Neul
• Baek Yun-Hee
• Song Doo-Ri
• Shin Dong-Ju
• An Chi-Won

Classifications

• H10W74/00

  Encapsulations, e.g. protective coatings · CPC title

• C08G77/12

  containing silicon bound to hydrogen · CPC title

• C08L83/04 Primary

  Polysiloxanes · CPC title

• C08K5/5425

  containing at least one C=C bond · CPC title

• C08G77/46

  containing polyether sequences · CPC title