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

• US 10,370,473 B2
• Filed: 06/27/2018
• Issued: 08/06/2019
• Est. Priority Date: 12/28/2015
• Status: Active Grant

• Current Assignee: Fujifilm Corporation (Fujifilm Holdings Corporation)
• Original Assignee: Fujifilm Corporation (Fujifilm Holdings Corporation)
• Inventors: Nakayama, Takafumi, Uehira, Shigeki, Morooka, Naoyuki
• Primary Examiner(s): Shiao, Rei Tsang
• Application Number:
  US16/019,922
• Publication Number:
  US 20180305486A1
• Time in Patent Office: 405 Days
• CPC Class Codes: C07D 221/18 Ring systems of four or more rings
• CPC Class Codes: C07D 241/38 with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
• CPC Class Codes: C07D 471/04 Ortho-condensed systems
• CPC Class Codes: C08F 2/44 Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
• CPC Class Codes: C08F 2/50 with sensitising agents
• CPC Class Codes: C08F 216/125 Monomers containing two or more unsaturated aliphatic radicals, e.g. trimethylolpropane triallyl ether or pentaerythritol triallyl ether
• CPC Class Codes: C08F 220/1807 C7-(meth)acrylate, e.g. heptyl (meth)acrylate or benzyl (meth)acrylate
• CPC Class Codes: C08F 220/1811 C10or C11-(Meth)acrylate, e.g. isodecyl (meth)acrylate, isobornyl (meth)acrylate or 2-naphthyl (meth)acrylate
• CPC Class Codes: C08F 220/301 and one oxygen in the alcohol moiety
• CPC Class Codes: C08F 220/36 containing oxygen in addition to the carboxy oxygen , e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate
• CPC Class Codes: C08F 220/382 and containing oxygen, e.g. 2-sulfoethyl (meth)acrylate
• CPC Class Codes: C08F 222/102 of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate
• CPC Class Codes: C08F 226/06 by a heterocyclic ring containing nitrogen
• CPC Class Codes: C08F 2800/20 as weight or mass percentages
• CPC Class Codes: G02B 1/04 made of organic materials, e.g. plastics G02B1/08 takes precedence
• CPC Class Codes: G02B 1/041 Lenses

Abstract

A cured product of a compound of the following formula has a low Abbe number and a high abnormal dispersibility. X and Y are O, S, N or S; Z and X—C═C—Y form 5 to 7-membered ring; R¹ and R² represents H, alkoxy, mercapto, thioalkoxy, amino, alkylamino, carboxy, alkylcarbonyloxy, carbamoyloxy or alkoxycarbonyloxy; and R³ to R⁶ represent substituent.

Claims

1. A compound represented by Formula (1),

2. The compound according to claim 1,

wherein in Formula (1), R¹ and R² each independently represents a group having a hydroxyl group, a mercapto group, an amino group, a polymerizable unsaturated bond, an epoxy group, or an oxetanyl group.

3. The compound according to claim 1,

wherein in Formula (1), R¹ and R² each independently represents a group represented by Formula (2);

-L¹Alkylene-L²_n1P 

 

Formula (2)

in Formula (2), L¹ represents —

O—

, —

S—

, or —

NH—

, Alkylene represents an alkylene group having 2 to 6 carbon atoms, L² represents —

O—

, —

S—

, or —

NH—

, n1 represents an integer of 0 to 2, P is a hydrogen atom or a group represented by any one of Formulae (P1) to (P4); and

4. The compound according to claim 1,

wherein, in Formula (1), at least one selected from X and Y is a nitrogen atom.

5. The compound according to claim 1,

wherein, in Formula (1), R¹ and R² are the same group.

6. The compound according to claim 1, which is represented by Formula (3);

7. The compound according to claim 1,

wherein R¹ and R² are each independently represented by Formula (4);

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

9. The curable composition according to claim 8,

wherein the curable composition contains a (meth)acrylate monomer and at least one selected from a photoradical polymerization initiator and a thermal radical polymerization initiator.

10. The curable composition according to claim 9,

wherein viscosity of the (meth)acrylate monomer of the curable composition at 25°

C. is less than 2,000 mPa·

s.

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

12. An optical member comprising the cured product according to claim 11.

13. A lens comprising the cured product according to claim 11.

14. The compound according to claim 1,

wherein, in Formula (1), R³ to R⁶ each independently represents a halogen atom, an alkyl group, an alkoxy group, an aryl group, or a cyano group.

15. The compound according to claim 3, wherein, in Formulae (P1) to (P4), R¹¹ and R¹² each independently represents a hydrogen atom or an alkyl group.