Polycarbonate resin, and optical lens and optical film using same

Patent metadata

Field	Value
Publication number	US-12497483-B2
Application number	US-202117923133-A
Country	US
Kind code	B2
Filing date	Apr 28, 2021
Priority date	May 11, 2020
Publication date	Dec 16, 2025
Grant date	Dec 16, 2025

Abstract

Provided is a polycarbonate resin which maintains favorable properties as an optical material while having fluidity suitable for molding. Furthermore, provided are an optical lens and an optical film that use the polycarbonate resin. The polycarbonate resin is characterized by comprising a component unit (A) expressed by general formula (1) and a component unit (B) expressed by general formula (2).

First claim

The invention claimed is:

1 . A polycarbonate resin comprising a structural unit (A) represented by General Formula (1) below and a structural unit (B) represented by General Formula (2) below:

wherein
X represents a single bond;
R a and R b are each independently selected from a halogen atom, an alkyl group with a carbon number of 1-20, an alkoxyl group with a carbon number of 1-20, a cycloalkyl group with a carbon number of 5-20, a cycloalkoxyl group with a carbon number of 5-20, an aryl group with a carbon number of 6-20, a heteroaryl group with a carbon number of 6-20 containing 1 or more heterocycle atoms selected from O, N and S or an aryloxy group with a carbon number of 6-20, and —C≡C—R h ;
R h represents an aryl group with a carbon number of 6-20 or a heteroaryl group with a carbon number of 6-20 containing 1 or more heterocycle atoms selected from O, N and S;
A and B each independently represent an alkylene group with a carbon number of 1-4;
m and n each independently represent an integer of 1-6; and
a and b each independently represent an integer of 0-10, and

wherein R z and R x each independently represent a hydrogen atom or an alkyl group with a carbon number of 1-3; i represents an integer of 2-16; and p represents an integer of 1-600.

2 . The polycarbonate resin according to claim 1 , wherein the molar ratio (A/B) of the structural unit (A) and the structural unit (B) is 99.9/0.1-0.1/99.9.

3 . The polycarbonate resin according to claim 1 , wherein i in General Formula (2) above is an integer of 2-10 and p is 1-3.

4 . The polycarbonate resin according to claim 1 , further comprising a structural unit (C) represented by General Formula (3) below:

wherein
R a and R b each independently represent a halogen atom, an alkyl group with a carbon number of 1-20, an alkoxyl group with a carbon number of 1-20, a cycloalkyl group with a carbon number of 5-20, a cycloalkoxyl group with a carbon number of 5-20, or an aryl group with a carbon number of 6-20;
Y represents —O—, —S—, —SO—, —SO2-, —CO—, a cycloalkylene group with a carbon number of 6-12, or a divalent group represented by General Formula (4) below or General Formula (5) below, where the cycloalkylene group is optionally substituted with 1-12 alkyl groups with a carbon number of 1-3;
A and B each independently represent an alkylene group with a carbon number of 1-4;
m and n each independently represent an integer of 0-4; and
a and b each independently represent an integer of 1-10,

wherein
R c and R d are each independently selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group with a carbon number of 1-20, an alkoxy group with a carbon number of 1-5, an aryl group with a carbon number of 6-12, an aralkyl group with a carbon number of 7-17, and an alkenyl group with a carbon number of 2-15; and
the alkyl group, the alkoxy group, the aryl group, the aralkyl group, and the alkenyl group in R c and R d each optionally have a substituent, R c and R d are optionally bonded to each other to form a carbocycle with a carbon number of 3-20 or a heterocycle with a carbon number of 1-20, where the carbocycle and the heterocycle each optionally have a substituent, and n represents an integer of 0-20, and

wherein
R e and R f are each independently selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group with a carbon number of 1-20, an alkoxy group with a carbon number of 1-7, an aryl group with a carbon number of 6-12, an aralkyl group with a carbon number of 7-17, and an alkenyl group with a carbon number of 2-15, where the alkyl group, the alkoxy group, the aryl group, the aralkyl group, and the alkenyl group each optionally have a substituent; and
R e and R f are optionally bonded to each other to form a carbocycle with a carbon number of 3-20 or a heterocycle with a carbon number of 1-20, where the carbocycle and the heterocycle each optionally have a substituent.

5 . The polycarbonate resin according to claim 4 , wherein Y in General Formula (3) above is a fluorene group.

6 . The polycarbonate resin according to claim 1 , wherein the weight average molecular weight (Mw) of the polycarbonate resin in terms of polystyrene is 1,000-100,000.

7 . The polycarbonate resin according to claim 1 , wherein the glass-transition temperature (Tg) of the polycarbonate resin is 80-160° C.

8 . An optical lens comprising the polycarbonate resin according to claim 1 .

9 . An optical film comprising the polycarbonate resin according to claim 1 .

10 . The polycarbonate resin according to claim 1 , wherein structural unit (A) further comprises a unit represented by General Formula (1′) below:

wherein
X is a fluorene group;
R′ a and R′ b are each independently selected from a hydrogen atom, a halogen atom, an alkyl group with a carbon number of 1-20, an alkoxyl group with a carbon number of 1-20, a cycloalkyl group with a carbon number of 5-20, a cycloalkoxyl group with a carbon number of 5-20, an aryl group with a carbon number of 6-20, a heteroaryl group with a carbon number of 6-20 containing 1 or more heterocycle atoms selected from O, N and S or an aryloxy group with a carbon number of 6-20, and —C≡C—R′ h ;
R′ h represents an aryl group with a carbon number of 6-20 or a heteroaryl group with a carbon number of 6-20 containing 1 or more heterocycle atoms selected from O, N and S;
A′ and B′ each independently represent an alkylene group with a carbon number of 1-4;
m′ and n′ each independently represent an integer of 1-6; and
a′ and b′ each independently represent an integer of 0-10.

Assignees

• Mitsubishi Gas Chemical Co

Inventors

• Suematsu Mitsutake
• Ikeda Shinya
• Kato Noriyuki
• Kondo Mitsuteru
• NISHIMORI Katsushi
• Harada Yutaro
• MURATA SUZUKI Shoko

Classifications

• G02B1/041

  Lenses · CPC title

• C08F4/34

  Per-compounds with one peroxy-radical · CPC title

• C08F2/44

  Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers · CPC title

• C08F2/38

  Polymerisation using regulators, e.g. chain terminating agents {, e.g. telomerisation} · CPC title

• G02B3/00

  Simple or compound lenses · CPC title