Compound, curable composition, cured product, optical member, and lens

Patent metadata

Field	Value
Publication number	US-11370744-B2
Application number	US-202016784163-A
Country	US
Kind code	B2
Filing date	Feb 6, 2020
Priority date	Aug 18, 2017
Publication date	Jun 28, 2022
Grant date	Jun 28, 2022

Abstract

According to the present invention, as a monomer which is unlikely to be crystallized in a curable composition for manufacturing an optical member and which enables manufacture of a cured product having a high level of moisture-heat resistance, a compound represented by General Formula (A) is provided.In the formula, Ar11 and Ar12 each independently represent an aryl group or a heteroaryl group; X1, Y1, X2, Y2, Z1, and Z2 each independently represent a nitrogen atom or a carbon atom, or the like; Ar13 and Ar14 each independently represent an arylene group or a heteroarylene group, where at least one of Ar13 or Ar14 is a group other than a phenylene group; R3 to R6 each independently represent a substituent, q and r each independently are an integer of 0 to 4, and v and w each independently are an integer of 0 or more; L1 and L2 each independently represent a single bond, an oxygen atom, an ester bond, or the like; R11 and R12 each independently represent a divalent linking group containing a branched alkylene group; and R21 and R22 each independently represent a hydrogen atom or a methyl group.

First claim

What is claimed is:

1. A compound represented by General Formula (A):

in General Formula (A), Ar 11 and Ar 12 each independently represent an aryl group containing a benzene ring surrounded by a broken line or a heteroaryl group containing a benzene ring surrounded by a broken line as one of rings constituting a fused ring,
X 1 , Y 1 , X 2 , and Y 2 each independently represent an oxygen atom, a sulfur atom, a nitrogen atom, or a carbon atom; Z 1 represents an atomic group which forms a 5- to 7-membered aromatic ring together with X 1 —C═C—Y 1 , and which contains at least one selected from an oxygen atom, a sulfur atom, a nitrogen atom, or a carbon atom; and Z 2 represents an atomic group which forms a 5- to 7-membered aromatic ring together with X 2 —C═C—Y 2 , and which contains at least one selected from an oxygen atom, a sulfur atom, a nitrogen atom, or a carbon atom,
Ar 13 and Ar 14 each independently represent an arylene group containing an aromatic ring surrounded by a broken line or a heteroarylene group containing an aromatic ring surrounded by a broken line, where at least one of Ar 13 or Ar 14 is a group other than a phenylene group,
R 3 to R 6 each independently represent a substituent; q and r each independently are an integer of 0 to 4; v is an integer of 0 or more, where a maximum number of v is a maximum number of substituents capable of being substituted on the ring formed by X 1 —C═C—Y 1 and Z 1 ; and w is an integer of 0 or more, where a maximum number of w is a maximum number of substituents capable of being substituted on the ring formed by X 2 —C═C—Y 2 and Z 2 ,
L 1 and L 2 each independently represent a single bond, an oxygen atom, a sulfur atom, or an ester bond,
R 11 and R 12 each independently represent a divalent linking group containing a branched alkylene group in which one or more alkyl groups are substituted on a linear alkylene group,
R 21 and R 22 each independently represent a hydrogen atom or a methyl group, and
in a case where Ar 11 to Ar 14 each independently are a fused ring group containing an aromatic ring surrounded by a broken line as one of rings constituting the fused ring, a group having L 1 as a linking group, a group having L 2 as a linking group, and R 3 to R 6 each independently may be substituted on the aromatic ring surrounded by the broken line, or may be substituted on another ring constituting the fused ring than the aromatic ring surrounded by the broken line.

2. The compound according to claim 1 , wherein Ar 11 and Ar 12 each are a phenyl group.

3. The compound according to claim 1 , wherein at least one of Ar 13 or Ar 14 is a fused ring group containing the aromatic ring surrounded by the broken line as one of the rings constituting the fused ring.

4. The compound according to claim 1 , wherein X 1 and Y 1 , or X 2 and Y 2 each are a nitrogen atom.

5. The compound according to claim 1 , wherein at least one of L 1 or L 2 is an ester bond.

6. The compound according to claim 1 , wherein the branched alkylene group is a mixture of structural isomers in which positions at which the one or more alkyl groups are substituted on the linear alkylene group are different.

7. The compound according to claim 1 , which is selected from the following compounds.

8. A curable composition comprising the compound according to claim 1 .

9. A curable composition comprising the compound according to claim 7 .

10. The curable composition according to claim 8 , further comprising a non-conjugated-vinylidene-group-containing compound.

11. The curable composition according to claim 9 , further comprising a non-conjugated-vinylidene-group-containing compound.

12. The curable composition according to claim 8 , further comprising a hydroperoxide compound as a thermal radical polymerization initiator.

13. The curable composition according to claim 10 , further comprising a hydroperoxide compound as a thermal radical polymerization initiator.

14. A semi-cured product of the curable composition according to claim 8 , wherein a complex viscosity at 25° C. and a frequency of 10 Hz is 10 5 to 10 8 mPa·s.

15. A cured product of the curable composition according to claim 8 .

16. A cured product of the curable composition according to claim 9 .

17. An optical member comprising the cured product according to claim 15 .

18. An optical member comprising the cured product according to claim 16 .

19. A lens comprising the cured product according to claim 15 .

20. A lens comprising the cured product according to claim 16 .

Assignees

• Fujifilm Corp

Inventors

• Nakayama Takafumi
• Morooka Naoyuki

Classifications

• C08F22/22

  Esters containing nitrogen · CPC title

• C08F22/1006

  of polyhydric alcohols or polyhydric phenols, e.g. ethylene glycol dimethacrylate · CPC title

• G02B3/00

  Simple or compound lenses · CPC title

• C08F222/1025 Primary

  of aromatic dialcohols · CPC title

• C07D241/38

  with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms · CPC title