Photocurable composition, barrier layer comprising same, and encapsulated device comprising same

Patent metadata

Field	Value
Publication number	US-9534069-B2
Application number	US-201314759066-A
Country	US
Kind code	B2
Filing date	Sep 30, 2013
Priority date	Jan 11, 2013
Publication date	Jan 3, 2017
Grant date	Jan 3, 2017

Abstract

The present invention relates to: a photocurable composition comprising a silicone-based compound having a repeating unit represented by the chemical formula A (linear or branched alkylene oxide having a carbon number 1-15) and a photocurable functional group; a barrier layer comprising the same; and an encapsulated device comprising the barrier layer.

First claim

The invention claimed is:

1. A photocurable composition comprising a silicon-based compound represented by Formula 1:

wherein in Formula 1, R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are each independently hydrogen, a substituted or unsubstituted C 1 to C 10 alkyl group, a substituted or unsubstituted C 1 to C 10 alkyl group having a hetero atom, a substituted or unsubstituted C 2 to C 20 alkenyl group, a substituted or unsubstituted C 2 to C 20 alkenyl group having a hetero atom, a substituted or unsubstituted C 6 to C 20 aryl group, a substituted or unsubstituted C 6 to C 20 aryl group having a hetero atom, a substituted or unsubstituted C 1 to C 10 silyl group, or a group represented by Formula 2,

wherein in Formula 2, * is a binding site to a silicon atom of Formula 1, R 7 is hydrogen or a substituted or unsubstituted C 1 to C 30 alkyl group, and Y is a single bond, a substituted or unsubstituted C 1 to C 10 alkylene group, a substituted or unsubstituted C 1 to C 10 alkylene group having a hetero atom, a substituted or unsubstituted C 2 to C 20 alkenylene group, a substituted or unsubstituted C 2 to C 20 alkenylene group having a hetero atom, a substituted or unsubstituted C 6 to C 20 arylene group, a substituted or unsubstituted C 6 to C 20 arylene group having a hetero atom, or a substituted or unsubstituted C 1 to C 10 alkoxylene group;
at least one of R 1 , R 2 , and R 3 is represented by Formula 2;
at least one of R 4 , R 5 , and R 6 is represented by Formula 2;
X is a C 1 to C 5 linear or branched alkylene group; and
n is an integer of 1 or more.

2. The photocurable composition according to claim 1 , wherein the silicon-based compound represented by Formula 1 includes at least one of compounds represented by Formula 1-1 and Formula 1-2:

wherein in Formula 1-1, R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are the same as defined in Formula 1, and n is an integer of 1 to 10,

wherein in Formula 1-2, R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are the same as defined in Formula 1, and n is an integer of 1 to 10.

3. The photocurable composition according to claim 1 , wherein the silicon-based compound represented by Formula 1 includes at least one of compounds represented by Formulae 1A to 1D:

4. The photocurable composition according to claim 1 , further comprising an initiator.

5. The photocurable composition according to claim 4 , wherein the initiator includes a photo initiator.

6. A photocurable composition comprising about 90 wt % to about 99 wt % of a silicon-based compound having a repeating unit represented by Formula A and a photocurable functional group:

wherein Formula A, * is a binding site to an element; X is a C 1 to C 5 linear or branched alkylene group, and n is an integer of 1 or more, and about 1 wt % to about 10 wt % of an initiator in terms of solid content.

7. The photocurable composition according to claim 6 , further including a silicon-based compound represented by Formula 3:

wherein in Formula 3, R 10 , R 11 , R 12 , R 13 , R 14 , and R 15 are each independently hydrogen, a substituted or unsubstituted C 1 to C 10 alkyl group, a substituted or unsubstituted C 1 to C 10 alkyl group having a hetero atom, a substituted or unsubstituted C 2 to C 20 alkenyl group, a substituted or unsubstituted C 2 to C 20 alkenyl group having a hetero atom, a substituted or unsubstituted C 6 to C 20 aryl group, a substituted or unsubstituted C 6 to C 20 aryl group having a hetero atom, a substituted or unsubstituted C 1 to C 10 alkoxy group, a substituted or unsubstituted C 1 to C 10 silyl group, or a group represented by Formula 2,

wherein in Formula 2, * is a binding site to an element, R 7 is hydrogen or a substituted or unsubstituted C 1 to C 30 alkyl group, and Y is a single bond, a substituted or unsubstituted C 1 to C 10 alkylene group, a substituted or unsubstituted C 1 to C 10 alkylene group having a hetero atom, a substituted or unsubstituted C 2 to C 20 alkenylene group, a substituted or unsubstituted C 2 to C 20 alkenylene group having a hetero atom, a substituted or unsubstituted C 6 to C 20 arylene group, a substituted or unsubstituted C 6 to C 20 arylene group having a hetero atom, or a substituted or unsubstituted C 1 to C 10 alkoxylene group;
at least one of R 10 , R 11 , and R 12 is represented by Formula 2; and
at least one of R 13 , R 14 , and R 15 is represented by Formula 2.

8. The photocurable composition according to claim 7 , wherein the silicon-based compound represented by Formula 3 includes 1,3-bis((meth)acryloxyalkyl)tetraalkyldisiloxane.

9. The photocurable composition according to claim 7 , wherein the photocurable composition includes about 40 wt % to about 55 wt % of the silicon-based compound represented by Formula 1, about 1 wt % to about 5 wt % of the initiator, and about 40 wt % to about 55 wt % of the silicon-based compound represented by Formula 3.

10. An encapsulated apparatus, comprising:
a member; and
a barrier stack formed on the member, the barrier stack including an inorganic barrier layer and an organic barrier layer,
wherein the organic barrier layer includes a cured product of a photocurable composition, the photocurable composition including a silicon-based compound having a repeating unit represented by Formula A and a photocurable functional group:

wherein Formula A, * is a binding site to an element; X is a C 1 to C 5 linear or branched alkylene group, and n is an integer of 1 or more.

11. The encapsulated apparatus according to claim 10 , wherein the organic barrier layer and the inorganic barrier layer are alternately layered in the barrier stack.

12. The encapsulated apparatus according to claim 10 , wherein the member for the apparatus includes a flexible organic light emitting device, an organic light emitting diode device, an illumination device, a metal sensor pad, a microdisc laser, an electrochromic device, a photochromic device, an microelectromechanical system, a solar cell, an integrated circuit, a charge coupled device, a light emitting polymer, or a light emitting diode.

13. The photocurable composition according to claim 6 , wherein the silicon-based compound is represented by Formula 1:

wherein in Formula 1, R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are each independently hydrogen, a substituted or unsubstituted C 1 to C 10 alkyl group, a substituted or unsubstituted C 1 to C 10 alkyl group having a hetero atom, a substituted or unsubstituted C 2 to C 20 alkenyl group, a substituted or

Assignees

• Cheil Ind Inc

Inventors

• Woo Chang Soo
• Chang Seung Woo
• Chun Hwan Sung
• Choi Seung Jib

Classifications

• C08G65/336

  containing silicon · CPC title

• G03F7/027

  Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds (G03F7/075 takes precedence) · CPC title

• C08F130/08

  containing silicon · CPC title

• C07F7/1804

  Compounds having Si-O-C linkages (Si-O-acyl linkages C07F7/1896) · CPC title

• C08L83/04

  Polysiloxanes · CPC title