Photocurable hygroscopic composition and organic EL device

• US 7,923,480 B2
• Filed: 01/12/2007
• Issued: 04/12/2011
• Est. Priority Date: 01/17/2006
• Status: Expired due to Fees

• Current Assignee: 3M Innovative Properties Company (3M Company)
• Original Assignee: 3M Innovative Properties Company (3M Company)
• Inventors: Yamasaki, Takashi, Fujita, Jun
• Primary Examiner(s): McClendon; Sanza L
• Application Number:
  US12/159,885
• Publication Number:
  US 20090045729A1
• Time in Patent Office: 1,551 Days
• Field of Search: 522/96, 522/90, 522/104, 522/74, 522/77, 522/79, 522/81, 522/113, 522/114, 522/178, 522/181, 522/154, 252/194, 523/200, 523/300, 313/504, 313/507
• US Class Current: 522/81
• CPC Class Codes: C08F 220/287 and containing polypropylene oxide in the alcohol moiety
• CPC Class Codes: C08F 222/102 of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate
• CPC Class Codes: C08K 5/057 Metal alcoholates metal enolates C08K5/0091

Abstract

A composition usable as a moisture absorbent for an organic electroluminescence device. A photocurable hygroscopic composition comprising (a) a moisture-reactive organic metal compound, (b) a (meth)acrylate, (c) a carboxyl group-containing polymerizable monomer, and (d) a photopolymerization initiator. The proportion of the moisture-reactive organic metal compound (a) is from 5 to 70 wt % based on the entire composition, and the proportion of the carboxyl group-containing polymerizable monomer (c) is from 0.1 to 50 mol % based on the moisture-reactive organic metal compound (a).

Claims

1. A photocurable hygroscopic composition comprising:

(a) a moisture-reactive organic metal compound,

(b) a (meth)acrylate,

(c) a carboxyl group-containing polymerizable monomer, and

(d) a photopolymerization initiator,

wherein the proportion of the moisture-reactive organic metal compound (a) is from 5 to 70 wt % based on the entire composition, and the proportion of the carboxyl group-containing polymerizable monomer (c) is from 0.1 to 50 mol % based on the moisture-reactive organic metal compound (a),

wherein said moisture-reactive organic metal compound (a) is a metal alkoxide represented by the following formula;

M(OR)_n

wherein M is Al, B, Ti or Zr, R is an alkyl group, an alkenyl group, an aryl group, a cycloalkyl group, a heterocyclic group or an acyl group, and n is the valence of M.

2. The photocurable hygroscopic composition as claimed in claim 1, wherein said moisture-reactive organic metal compound (a) produces an alcohol ROH having a boiling point of 160°

C. or more by a reaction with water.

3. The photocurable hygroscopic composition as claimed in claim 1, wherein said (meth)acrylate comprises either one or both of a mono(meth)acrylate and a polyfunctional(meth)acrylate and in the case of containing said polyfunctional(meth)acrylate, the proportion of the polyfunctional(meth)acrylate is such an amount that the (meth)acryloyl group of the polyfunctional(meth)acrylate occupies 0.05 mol or less per 100 g of the entire composition.

4. The photocurable hygroscopic composition as claimed in claim 3, wherein said mono(meth)acrylate is an alkyl acrylate, an alkylene acrylate or an acrylamide.

5. The photocurable hygroscopic composition as claimed in claim 3, wherein said polyfunctional(meth)acrylate is an alkyl di(meth)acrylate, a polyether(meth)acrylate, a silicone di(meth)acrylate or an oligo(meth)acrylate.

7. A hygroscopic film formed by shaping the photocurable hygroscopic composition claimed in claim 1 or 6 into a film form, and curing the film.

8. An organic EL device comprising:

a stacked body obtained by interposing an organic light-emitting material layer comprising an organic material between a pair of electrodes opposing each other;

a structure for sealing said stacked body from the outer air, and

drying means disposed in said structure, wherein said drying means is formed of the photocurable hygroscopic composition claimed in claim 1 or 6.

6. A photocurable hygroscopic composition comprising:

(a) a moisture-reactive organic metal compound,

(b) a (meth)acrylate,

(c) a carboxyl group-containing polymerizable monomer, and

(d) a photopolymerization initiator,

wherein the proportion of the moisture-reactive organic metal compound (a) is from 5 to 70 wt % based on the entire composition, and the proportion of the carboxyl group-containing polymerizable monomer (c) is from 0.1 to 50 mol % based on the moisture-reactive organic metal compound (a),

wherein said carboxyl group-containing monomer is an acrylic acid, a methacrylic acid, a (meth)acryloylethyl phthalate, a (meth)acryloylethyl hexahydrophthalate, an ethylene oxide-modified succinic acid(meth)acrylate or a β

-carboxyethyl(meth)acrylate.