Composition for forming polymer film, polymer film prepared using the same, and electronic device including the polymer film

Patent metadata

Field	Value
Publication number	US-9761834-B2
Application number	US-201615063409-A
Country	US
Kind code	B2
Filing date	Mar 7, 2016
Priority date	Aug 7, 2015
Publication date	Sep 12, 2017
Grant date	Sep 12, 2017

Abstract

Embodiments of the present disclosure provide a composition for forming a polymer film, a polymer film prepared therewith, and an electronic device including the polymer film. The composition for forming a polymer film may include an inorganic particle grafted with an organosiloxane polymer represented by Formula 1; and a polymer matrix having a vinylene-based repeating unit:

In Formula 1, A may be a moiety grafted to the inorganic particle, B may be a moiety capable of reacting with the polymer matrix, R 1 and R 2 may each independently be selected from an alkyl group and alkoxy group, R 11 , R 12 , R 21 , R 22 , R 31 , and R 32 may each independently be selected from moiety B, an alkyl group, and an alkoxy group, and l, n, and m may denote the numbers of respective repeating units.

First claim

What is claimed is:

1. A composition for forming a polymer film, the composition comprising:
an inorganic particle grafted with an organosiloxane polymer represented by Formula 1; and
a polymer matrix having a vinylene-based repeating unit:

wherein, in Formula 1,
A is a moiety grafted to the inorganic particle,
B is a moiety capable of reacting with the polymer matrix, but excludes a carbon-carbon double bond,
R 1 and R 2 are each independently selected from a substituted or unsubstituted C 1 -C 10 alkyl group and a substituted or unsubstituted C 1 -C 10 alkoxy group,
R 11 , R 12 , R 21 , R 22 , R 31 , and R 32 are each independently selected from moiety B, a substituted or unsubstituted C 1 -C 10 alkyl group, and a substituted or unsubstituted C 1 -C 10 alkoxy group, wherein at least one selected from R 11 and R 12 is moiety B, and
l, n, and m denote the numbers of respective repeating units, wherein lis an integer selected from 1 to 100, n is an integer selected from 1 to 1,500, ancim is an integer selected from 1 to 1,500.

2. The composition of claim 1 , wherein, in Formula 1, A is a moiety derived from a compound having at least one selected from an alkoxysilyl group, an epoxy group, and an amine group.

3. The composition of claim 1 , wherein, in Formula 1, moiety B is a hydrogen atom.

4. The composition of claim 1 , wherein, in Formula 1, R 1 and R 2 are each independently selected from a methyl group, an ethyl group, an isopropyl group, an n-butyl group, a sec-butyl group, a tert-butyl group, a methoxy group, an ethoxy group, an isopropoxy group, an n-butoxy group, a sec-butoxy group, and a tert-butoxy group, and
R 11 , R 12 , R 21 , R 22 , R 31 , and R 32 are each independently selected from moiety B, a methyl group, an ethyl group, an isopropyl group, an n-butyl group, a sec-butyl group, a tert-butyl group, a methoxy group, an ethoxy group, an isopropoxy group, an n-butoxy group, a sec-butoxy group, and a tert-butoxy group.

5. The composition of claim 1 , wherein, in Formula 1, R 1 and R 2 are each independently selected from a methyl group, an ethyl group, an isopropyl group, an n-butyl group, a sec-butyl group, a tert-butyl group, a methoxy group, an ethoxy group, an isopropoxy group, an n-butoxy group, a sec-butoxy group, and a tert-butoxy group, and
R 11 , R 12 , R 21 , R 22 , R ai , and R 32 are each independently selected from moiety B, a methyl group, and an ethyl group.

6. The composition of claim 1 , wherein a group represented by Formula 2 is bonded to a surface of the inorganic particle:

wherein, in Formula 2,
R 1 , R 2 , R 11 , R 12 , R 21 , R 22 , R 31 , R 32 , l, n, m, and moiety B are the same as in Formula 1,
* denotes a binding site to the inorganic particle, and
L 1 is a group represented by one selected from Formulae 3A to 3E,
wherein, in Formulae 3A to 3E,
R 41 and R 42 are each independently selected from a hydrogen atom, a substituted or unsubstituted C 1 -C 10 alkyl group, and a substituted or unsubstituted C 1 -C 10 alkoxy group,
Ar 1 is a substituted or unsubstituted C 6 -C 20 arylene group, and
* and *′ each denote a binding site to a neighboring atom.

7. The composition of claim 6 , wherein, in Formula 3A, at least one selected from R 41 and R 42 is cross-linked with a respective other of R 41 and R 42 .

8. The composition of claim 1 , wherein the organosiloxane polymer of Formula 1 has a weight average molecular weight of about 100 g/mol to about 100,000 g/mol.

9. The composition of claim 1 , wherein the inorganic particle is selected from silica (SiO 2 ), TiO 2 , ZnO 2 , ZrO 2 , Al 2 O 3 , and combinations thereof.

10. The composition of claim 1 , wherein the inorganic particle has an average diameter of about 1 nm to about 100 μm.

11. The composition of claim 1 , wherein the polymer matrix is a silicon-based polymer having a vinylene-based repeating unit.

12. The composition of claim 1 , wherein the polymer matrix is selected from polydimethylsiloxane (PDMS), polyvinyl alcohol (PVA), polyvinylchloride (PVC), polytetrafluoroethylene (PTFE), polyurethane (PU), polymethylmethacrylate (PMMA), polyvinylpyrrolidone (PVP), polyethylene oxide (PEO), polyimide (PI), and polyethylene terephthalate (PET), each having a vinylene-based repeating unit, and combinations thereof.

13. The composition of claim 1 , wherein a weight ratio of the inorganic particle grafted with the organosiloxane polymer to the polymer matrix is about 0.01:1 to about 1:1.

14. The composition of claim 1 , wherein the organosiloxane polymer-grafted inorganic particle has a grafting density of about 0.001 mmol/g to about 1 mmol/g.

15. A polymer film formed by curing the composition of claim 1 .

16. The polymer film of claim 15 , wherein a chemical network between the inorganic particle and the polymer matrix is formed through an addition reaction between moiety B in the organosiloxane polymer represented by Formula 1 and the vinylene-based repeating unit of the polymer matrix.

17. The polymer film of claim 15 , wherein the polymer film has at least one selected from a Shore A hardness of 40 to 100 and a Shore D hardness of 0 to 85, as measured according to ASTM D2240.

18. An electronic device, comprising the polymer film of claim 15 .

19. The electronic device of claim 18 , wherein the electronic device is selected from an organic light-emitting device, a photovoltaic device, an electrochromic device, an electrophoretic device, an organic thin film transistor, or an organic memory device.

20. The electronic device of claim 19 , wherein the polymer film is utilized as a window film, an adhesion film, a protection film, a barrier film, or an impact resistance film of the organic light-emitting device.

Assignees

• Samsung Display Co Ltd
• Univ Sogang Res Foundation

Inventors

• Oh Hyunjoon
• Kim Boa
• Park Sangil
• Oh Hyejin
• Lee Jeoungsub
• Choi Minhoon
• Rhee Heewoo
• Cho Sungmin

Classifications

• C08G77/12

  containing silicon bound to hydrogen · CPC title

• C08L83/04

  Polysiloxanes · CPC title

• C08K3/36

  Silica · CPC title

• C08G77/14

  containing silicon bound to oxygen-containing groups · CPC title

• C09D5/448

  characterised by the additives used (C09D5/4403 - C09D5/4476, C09D5/4492 take precedence) · CPC title