Photocurable resin composition, cured product thereof, and plastic lens

Patent metadata

Field	Value
Publication number	US-2017145137-A1
Application number	US-201414907925-A
Country	US
Kind code	A1
Filing date	Jun 17, 2014
Priority date	Jul 26, 2013
Publication date	May 25, 2017
Grant date	—

Abstract

Provided is a photocurable resin composition that has a low viscosity and is capable of yielding a high refractive index. Specifically, a urethane (meth)acrylate resin (A) obtained by a reaction of an aromatic diisocyanate compound (a), a polyol compound (b), and a hydroxyl-group-containing (meth)acrylate compound (c) as essential raw material components is used. The urethane (meth)acrylate resin (A) contains a structural moiety (a-1) represented by structural formula (1) below:

(where R 1 represents a hydrogen atom or a methyl group) and a structural moiety (a-2) represented by structural formula (2) below:

(where R 1 , R 2 , R 3 , X 1 , and X 2 each independently represent a hydrogen atom or a methyl group)
at a (a-1)/(a-2) molar ratio of 45/55 to 60/40. The polyol compound (b) has an aromatic hydrocarbon skeleton.

First claim

1 . A photocurable resin composition comprising a urethane (meth)acrylate resin (A) and a polymerizable diluting agent (B) as essential components, wherein the urethane (meth)acrylate resin is obtained by a reaction of an aromatic diisocyanate compound (a), a polyol compound (b), and a hydroxyl-group-containing (meth)acrylate compound (c) as essential raw material components, and contains, as urethane structural moieties derived from the aromatic diisocyanate compound (a), a structural moiety (a-1) represented by structural formula (1) below:

(where R 1 represents a hydrogen atom or a methyl group) and a structural moiety (a-2) represented by structural formula (2) below:

(where R 1 , R 2 , R 3 , X 1 , and X 2 each independently represent a hydrogen atom or a methyl group)
at a (a-1)/(a-2) molar ratio of 45/55 to 60/40; and the polyol compound (b) has an aromatic hydrocarbon skeleton.

2 . The photocurable resin composition according to claim 1 , wherein the polyol compound (b) which is a raw material component of the urethane (meth)acrylate resin (A) is a bisphenol compound.

3 . The photocurable resin composition according to claim 1 , wherein the hydroxyl-group-containing (meth)acrylate compound (c) which is a raw material component of the urethane (meth)acrylate resin (A) is a (meth)acrylic acid or a lactone adduct thereof.

4 . The photocurable resin composition according to claim 2 , having a viscosity in a range of 10 to 500 Pa·s at 25° C.

5 . The photocurable resin composition according to claim 1 , further comprising a photopolymerization initiator (C) in addition to the urethane (meth)acrylate resin (A) and the polymerizable diluting agent (B).

6 . The photocurable resin composition according to claim 5 , having a viscosity in a range of 100 mPa·s to 8000 mPa·s at 25° C.

7 . A cured product obtained by curing the photopolymerizable composition according to claim 1 .

8 . A plastic lens obtained by curing the radically polymerizable composition according to claim 1 .

9 . The photocurable resin composition according to claim 2 , further comprising a photopolymerization initiator (C) in addition to the urethane (meth)acrylate resin (A) and the polymerizable diluting agent (B).

10 . The photocurable resin composition according to claim 3 , further comprising a photopolymerization initiator (C) in addition to the urethane (meth)acrylate resin (A) and the polymerizable diluting agent (B).

11 . The photocurable resin composition according to claim 4 , further comprising a photopolymerization initiator (C) in addition to the urethane (meth)acrylate resin (A) and the polymerizable diluting agent (B).

12 . The photocurable resin composition according to claim 9 , having a viscosity in a range of 100 mPa·s to 8000 mPa·s at 25° C.

13 . The photocurable resin composition according to claim 10 , having a viscosity in a range of 100 mPa·s to 8000 mPa·s at 25° C.

14 . The photocurable resin composition according to claim 11 , having a viscosity in a range of 100 mPa·s to 8000 mPa·s at 25° C.

15 . A cured product obtained by curing the photopolymerizable composition according to claim 2 .

16 . A cured product obtained by curing the photopolymerizable composition according to claim 3 .

17 . A cured product obtained by curing the photopolymerizable composition according to claim 4 .

18 . A plastic lens obtained by curing the radically polymerizable composition according to claim 2 .

19 . A plastic lens obtained by curing the radically polymerizable composition according to claim 3 .

20 . A plastic lens obtained by curing the radically polymerizable composition according to claim 4 .

Assignees

• Dainippon Ink & Chemicals

Inventors

• Yamada Shunsuke
• Ibe Takeshi
• Kobayashi Nobuo
• ODANI Yasuko
• Sugiyama Masashi

Classifications

• C08F290/067 Primary

  Polyurethanes; Polyureas · CPC title

• G02B1/041

  Lenses · CPC title

• C08F290/06

  Polymers provided for in subclass C08G · CPC title