Aromatic polyketone, method of producing the same, aromatic polyketone composition, aromatic polyketone film, optical element, and image display apparatus

Patent metadata

Field	Value
Publication number	US-10351670-B2
Application number	US-201615548475-A
Country	US
Kind code	B2
Filing date	Jan 27, 2016
Priority date	Feb 4, 2015
Publication date	Jul 16, 2019
Grant date	Jul 16, 2019

Abstract

An aromatic polyketone including, in a structural unit, at least one alicyclic skeleton and at least one carbon atom bound by two rotatable single bonds, or an aromatic polyketone including a structural unit represented by the following Formula (1), the following Formula (2), or the following Formula (4), and a structural unit represented by the following Formula (5) is provided.

First claim

The invention claimed is:

1. An aromatic polyketone comprising a structural unit including at least one alicyclic skeleton and at least one carbon atom bound by two rotatable single bonds, the structural unit being represented by the following Formula (5):

wherein, in Formula (5), Y represents a divalent group represented by the following Formula (6):

wherein, in Formula (6), a hydrogen atom in an adamantane skeleton may be substituted by a hydrocarbon group, an amino group, an oxo group, a hydroxyl group, or a halogen atom, and each Z independently represents a C 1 -C 10 divalent saturated hydrocarbon group that may have a substituent.

2. An aromatic polyketone comprising a structural unit represented by the following Formula (1), the following Formula (2), or the following Formula (4); and a structural unit represented by the following Formula (5):

wherein, in Formula (1), each R 1 independently represents a hydrogen atom or a C 1 -C 30 hydrocarbon group that may have a substituent, and each R 2 independently represents a hydrogen atom or a C 1 -C 30 hydrocarbon group that may have a substituent;

wherein, in Formula (2), each R 1 independently represents a hydrogen atom or a C 1 -C 30 hydrocarbon group that may have a substituent, and X represents an oxygen atom or a divalent group represented by the following Formula (3):

wherein, in Formula (3), each of R 3 and R 4 independently represents a hydrogen atom or a C 1 -C 30 hydrocarbon group that may have a substituent;

wherein, in Formula (4), each R 5 independently represents a hydrogen atom or a C 1 -C 30 hydrocarbon group that may have a substituent;

wherein, in Formula (5), Y represents a divalent group represented by the following Formula (6):

wherein, in Formula (6), a hydrogen atom in an adamantane skeleton may be substituted by a hydrocarbon group, an amino group, an oxo group, a hydroxyl group, or a halogen atom, and each Z independently represents a C 1 -C 10 divalent saturated hydrocarbon group that may have a substituent.

3. An aromatic polyketone obtained by conducting a condensation reaction, in an acid medium, between an aromatic monomer represented by the following Formula (1′), the following Formula (2′), or the following Formula (4′); and a dicarboxylic acid monomer represented by the following Formula (5′):

wherein, in Formula (1′), each R 1 independently represents a hydrogen atom or a C 1 -C 30 hydrocarbon group that may have a substituent, and each R 2 independently represents a hydrogen atom or a C 1 -C 30 hydrocarbon group that may have a substituent;

wherein, in Formula (2′), each R 1 independently represents a hydrogen atom or a C 1 -C 30 hydrocarbon group that may have a substituent, and X represents an oxygen atom or a divalent group represented by the following Formula (3′):

wherein, in Formula (3′), each of R 3 and R 4 independently represents a hydrogen atom or a C 1 -C 30 hydrocarbon group that may have a substituent;

wherein, in Formula (4′), each R 5 independently represents a hydrogen atom or a C 1 -C 30 hydrocarbon group that may have a substituent;

wherein, in Formula (5′), Y represents a divalent group represented by the following Formula (6′):

wherein, in Formula (6′), a hydrogen atom in an adamantane skeleton may be substituted by a hydrocarbon group, an amino group, an oxo group, a hydroxyl group, or a halogen atom, and each Z independently represents a C 1 -C 10 divalent saturated hydrocarbon group that may have a substituent.

4. A method of producing an aromatic polyketone, the method comprising conducting a condensation reaction, in an acid medium, between an aromatic monomer represented by the following Formula (1′), the following Formula (2′), or the following Formula (4′); and a dicarboxylic acid monomer represented by the following Formula (5′):

wherein, in Formula (1′), each R 1 independently represents a hydrogen atom or a C 1 -C 30 hydrocarbon group that may have a substituent, and each R 2 independently represents a hydrogen atom or a C 1 -C 30 hydrocarbon group that may have a substituent;

wherein, in Formula (2′), each R 1 independently represents a hydrogen atom or a C 1 -C 30 hydrocarbon group that may have a substituent, and X represents an oxygen atom or a divalent group represented by the following Formula (3′):

wherein, in Formula (3′), each of R 3 and R 4 independently represents a hydrogen atom or a C 1 -C 30 hydrocarbon group that may have a substituent;

wherein, in Formula (4′), each R 5 independently represents a hydrogen atom or a C 1 -C 30 hydrocarbon group that may have a substituent;

wherein, in Formula (5′), Y represents a divalent group represented by the following Formula (6′):

wherein, in Formula (6′), a hydrogen atom in an adamantane skeleton may be substituted by a hydrocarbon group, an amino group, an oxo group, a hydroxyl group, or a halogen atom, and each Z independently represents a C 1 -C 10 divalent saturated hydrocarbon group that may have a substituent.

5. An aromatic polyketone composition comprising the aromatic polyketone according to claim 1 , and a solvent.

6. An aromatic polyketone composition comprising the aromatic polyketone according to claim 2 , and a solvent.

7. An aromatic polyketone composition comprising the aromatic polyketone according to claim 3 , and a solvent.

8. An aromatic polyketone film comprising the aromatic polyketone according to claim 1 .

9. An aromatic polyketone film comprising the aromatic polyketone according to claim 2 .

Assignees

• Hitachi Chemical Co Ltd

Inventors

• Mizuguchi Nanako
• Matsutani Hiroshi
• Asaka Satoshi
• Inaba Misao
• Maeyama Katsuya

Classifications

• C08G67/00 Primary

  Macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing oxygen or oxygen and carbon, not provided for in groups C08G2/00 - C08G65/00 · CPC title

• G02B1/04

  made of organic materials, e.g. plastics (G02B1/08 takes precedence) · CPC title

• C09D173/00

  Coating compositions based on macromolecular compounds obtained by reactions forming a linkage containing oxygen or oxygen and carbon in the main chain, not provided for in groups C09D159/00 - C09D171/00; Coating compositions based on derivatives of such polymers · CPC title