Siloxane monomer, encapsulant composition, encapsulant and electronic device

Patent metadata

Field	Value
Publication number	US-9657174-B2
Application number	US-201314652027-A
Country	US
Kind code	B2
Filing date	Dec 6, 2013
Priority date	Dec 26, 2012
Publication date	May 23, 2017
Grant date	May 23, 2017

Abstract

A siloxane monomer obtained from a compound represented by Chemical Formula 1 and a compound represented by Chemical Formula 2, an encapsulant composition including the siloxane monomer, an encapsulant obtained by curing the encapsulant composition, and an electronic device including the encapsulant are disclosed.

First claim

The invention claimed is:

1. An encapsulant composition, comprising:
a siloxane monomer obtained from a compound represented by Chemical Formula 1 and a compound represented by Chemical Formula 2,
a first polysiloxane represented by Chemical Formula 4, and
a second polysiloxane that is different from the siloxane monomer and is represented by Chemical Formula 5:

wherein, in Chemical Formulae 1 and 2,
Y 1 is a single bond, a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C3 to C20 cycloalkylene group, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C2 to C20 heteroarylene group, a substituted or unsubstituted C2 to C20 alkenylene group, a substituted or unsubstituted C2 to C20 alkynylene group, or a combination thereof,
X 1 to X 6 are each independently a substituted or unsubstituted C1 to C6 alkoxy group, a hydroxy group, a halogen, a carboxyl group, or a combination thereof,
R 1 to R 6 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 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, and
at least one of R 1 to R 6 is hydrogen,
(R 25 R 26 R 27 SiO 1/2 ) M1 (R 28 R 29 SiO 2/2 ) D1 (R 30 SiO 3/2 ) T1 (SiO 3/2 —Y 2 —SiO 3/2 ) T2 (SiO 4/2 ) Q1   [Chemical Formula 4]

wherein, in Chemical Formula 4,
R 25 to R 30 are each independently 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 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,
at least one of R 25 to R 30 is a substituted or unsubstituted C2 to C30 alkenyl group,
Y 2 is a single bond, a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C3 to C20 cycloalkylene group, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C2 to C20 heteroarylene group, a substituted or unsubstituted C2 to C20 alkenylene group, a substituted or unsubstituted C2 to C20 alkynylene group, or a combination thereof,
0<M1<1, 0≦D1<1, 0≦T1<1, 0≦T2<1, 0≦Q1<1,
at least one of D1, T1, and T2 is not 0, and
M1+D1+T1+T2+Q1=1, and
(R 31 R 32 R 33 SiO 1/2 ) M2 (R 34 R 35 SiO 2/2 ) D2 (R 36 SiO 3/2 ) T3 (SiO 3/2 —Y 3 —SiO 3/2 ) T4 (SiO 4/2 ) Q2   [Chemical Formula 5]

wherein, in Chemical Formula 5,
R 31 to R 36 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 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,
at least one of R 31 to R 36 is hydrogen,
Y 3 is a single bond, a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C3 to C20 cycloalkylene group, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C2 to C20 heteroarylene group, a substituted or unsubstituted C2 to C20 alkenylene group, a substituted or unsubstituted C2 to C20 alkynylene group, or a combination thereof,
0<M2<1, 0≦D2<1, 0≦T3<1, 0≦T4<1, 0≦Q2<1,
at least one of D2, T3, and T4 is not 0, and
M2+D2+T3+T4+Q2=1.

2. The encapsulant composition of claim 1 , wherein the compound represented by Chemical Formula 1 includes bis(triethoxysilyl)methane, bis(triethoxysilyl)ethane, bis(triethoxysilyl)vinylene, bis(triethoxysilyl)benzene, bis(triethoxysilyl)biphenyl, bis(trimethoxysilyl)hexane, bis(triethoxysilyl)octane, or a combination thereof.

3. The encapsulant composition of claim 1 , wherein the siloxane monomer is represented by Chemical Formula 3:

wherein, in Chemical Formula 3,
Y 1 is a single bond, a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C3 to C20 cycloalkylene group, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C2 to C20 heteroarylene group, a substituted or unsubstituted C2 to C20 alkenylene group, a substituted or unsubstituted C2 to C20 alkynylene group, or a combination thereof,
R 7 to R 24 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 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 moiety represented by Chemical Formula a, or a combination thereof, and
x is 1 to 5,
*-L 1 -Si—(OSi a R b R c ) 3   [Chemical Formula a]

wherein, in Chemical Formula a,
L 1 is a single bond, a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C3 to C20 cycloalkylene group, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C2 to C20 heteroarylene group, a substituted or unsubstituted C2 to C20 alkenylene group, a substituted or unsubstituted C2 to C20 alkynylene group, or a combination thereof,
R a , R b , and R c 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 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, and
* indicates a point linked to silicon (Si) of Chemical Formula 3.

4. The encapsulant composition of claim 3 , wherein at least 30% of terminal end groups of the siloxane monomer are hydrogen.

5. The encapsulant composition of claim 3 , wherein 50 to 100% of terminal end groups of the siloxane monomer are hydrogen.

6. The encapsulant composition of cla

Assignees

• Cheil Ind Inc
• Cheil Ind Inc

Inventors

• Kim Ha-Neul
• Kim Woo-Han
• Kim Yong-Kook
• An Chi-Won
• Lee Eun-Seon

Classifications

• H10W90/756

  between a chip and a stacked lead frame, conducting package substrate or heat sink · CPC title

• H10W74/476

  Organic materials comprising silicon · CPC title

• C07F7/0838

  Compounds with one or more Si-O-Si sequences (compounds with a ring containing only alternating Si and O atoms, i.e. cyclosilanes C07F7/21) · CPC title

• C08L83/04 Primary

  Polysiloxanes · CPC title

• C07F7/0896

  Compounds with a Si-H linkage · CPC title