Transparent body production method, transparent body, and amorphous body

Patent metadata

Field	Value
Publication number	US-10322989-B2
Application number	US-201515509168-A
Country	US
Kind code	B2
Filing date	Sep 25, 2015
Priority date	Sep 26, 2014
Publication date	Jun 18, 2019
Grant date	Jun 18, 2019

Abstract

A transparent body production method that includes subjecting the compound represented by formula (1) to heating at a temperature equal to or greater than the melting point of said compound. In formula (1), each of W1 and W2 is the group represented by formula (2) in which the ring Z is an aromatic hydrocarbon ring, X is a single bond or —S—, R1 is a single bond or an alkylene group having 1-4 carbon atoms, R2 is a specific substituent, and m is an integer of 0 or higher, the group represented by formula (4) is —OH— or a (meth)acryloyloxy group, each of the rings Y1 and Y2 is an aromatic hydrocarbon ring, R is a single bond or a specific divalent group, each of R3a and R3b is —CN, a halogen group, or a monovalent hydrocarbon group, and each of n1 and n2 is an integer of 0-4.

First claim

The invention claimed is:

1. A method for producing a transparent body, the method comprising heating a compound at or above a melting point of the compound, wherein the compound is solely a vinyl-group-containing compound represented by the following general formula (1):

wherein W 1 and W 2 are each independently a group having the following general formula (2), a group having the following general formula (4), a hydroxyl group, or a (meth)acryloyloxy group, provided that W 1 and W 2 are not simultaneously a hydroxyl group or the group having the following general formula (4); a ring Y 1 and a ring Y 2 are an aromatic hydrocarbon ring which may be the same or different; R is a single bond, an optionally substituted methylene group, an ethylene group that is optionally substituted and may contain a hetero atom between two carbon atoms, —O—, —NH—, or —S—; R 3a and R 3b are each independently a cyano group, a halogen atom, or a monovalent hydrocarbon group; and n1 and n2 are each independently an integer of 0 to 4,

wherein a ring Z is a fused polycyclic aromatic hydrocarbon ring; X is a single bond or —S—; R 1 is a single bond or an alkylene group having 1 to 4 carbon atoms; R 2 is a monovalent hydrocarbon group, a hydroxyl group, —OR 4a , —SR 4b , an acyl group, an alkoxycarbonyl group, a halogen atom, a nitro group, a cyano group, a mercapto group, a carboxyl group, an amino group, a carbamoyl group, —NHR 4c , —N(R 4d ) 2 , a (meth)acryloyloxy group, a sulfo group, or a group formed by substituting at least a part of hydrogen atoms bonded to carbon atoms contained in a monovalent hydrocarbon group, —OR 4a , —SR 4b , an acyl group, an alkoxycarbonyl group, —NHR 4c , or —N(R 4d ) 2 with a monovalent hydrocarbon group, a hydroxyl group, —OR 4a , —SR 4b , an acyl group, an alkoxycarbonyl group, a halogen atom, a nitro group, a cyano group, a mercapto group, a carboxyl group, an amino group, a carbamoyl group, —NHR 4c , —N(R 4d ) 2 , a (meth)acryloyloxy group, a mesyloxy group, or a sulfo group; R 4a to R 4d are each independently a monovalent hydrocarbon group; and m is an integer of 0 or more, and

wherein the ring Z, X, R 1 , R 2 , and m are as defined above.

2. The method according to claim 1 , wherein the heating is carried out in the absence of oxygen.

3. The method according to claim 1 , wherein the ring Z represents a naphthalene ring.

4. The method according to claim 1 , wherein R 1 represents a single bond.

5. The method according to claim 1 , wherein the compound is melted by the heating.

6. A method for producing a transparent body, the method comprising heating a compound at or above a melting point of the compound and melting the compound by the heating, wherein the compound is solely a vinyl-group-containing compound having the following general formula (1):

wherein W 1 and W 2 are each independently a group having the following general formula (2), a group having the following general formula (4), a hydroxyl group, or a (meth)acryloyloxy group, provided that at least one of W1 and W2 is a group represented by the following general formula (2); a ring Y 1 and a ring Y 2 are an aromatic hydrocarbon ring which may be the same or different; R is a single bond, an optionally substituted methylene group, an ethylene group that is optionally substituted and may contain a hetero atom between two carbon atoms, —O—, —NH—, or —S—; R 3a and R 3b are each independently a cyano group, a halogen atom, or a monovalent hydrocarbon group; and n1 and n2 are each independently an integer of 0 to 4,

wherein a ring Z is an aromatic hydrocarbon ring; X is a single bond or —S—; R 1 is a single bond or an alkylene group having 1 to 4 carbon atoms; R 2 is a monovalent hydrocarbon group, a hydroxyl group, —OR 4a , —SR 4b , an acyl group, an alkoxycarbonyl group, a halogen atom, a nitro group, a cyano group, a mercapto group, a carboxyl group, an amino group, a carbamoyl group, —NHR 4c , —N(R 4d ) 2 , a (meth)acryloyloxy group, a sulfo group, or a group formed by substituting at least a part of hydrogen atoms bonded to carbon atoms contained in a monovalent hydrocarbon group, —OR 4a , —SR 4b , an acyl group, an alkoxycarbonyl group, —NHR 4c , or —N(R 4d ) 2 with a monovalent hydrocarbon group, a hydroxyl group, —OR 4a , —SR 4b , an acyl group, an alkoxycarbonyl group, a halogen atom, a nitro group, a cyano group, a mercapto group, a carboxyl group, an amino group, a carbamoyl group, —NHR 4c , —N(R 4d ) 2 , a (meth)acryloyloxy group, a mesyloxy group, or a sulfo group; R 4a to R 4d are each independently a monovalent hydrocarbon group; and m is an integer of 0 or more, and

wherein a ring Z, X, R 1 , R 2 , and m are as defined above.

7. The method according to claim 6 , wherein the heating is carried out in the absence of oxygen.

8. The method according to claim 6 , wherein the ring Z represents a benzene ring or a naphthalene ring.

9. The method according to claim 6 , wherein R 1 represents a single bond.

10. The method according to claim 6 , wherein the ring Z represents a fused polycyclic aromatic hydrocarbon ring in the general formula (2).

11. A method for producing a transparent body, the method consisting essentially of heating a vinyl-group-containing compound at or above a melting point of the compound and melting the compound by the heating, the compound having the following general formula (1); and either:
cooling the compound melted by the heating to a temperature at or below the melting point of the compound for solidification so as to obtain the transparent body; or
further heating the compound melted by the heating for curing so as to obtain the transparent body,

wherein W 1 and W 2 are each independently a group having the following general formula (2), a group having the following general formula (4), a hydroxyl group, or a (meth)acryloyloxy group, provided that at least one of W 1 and W 2 is a group represented by the following general formula (2); a ring Y 1 and a ring Y 2 are an aromatic hydrocarbon ring which may be the same or different; R is a single bond, an optionally substituted methylene group, an ethylene group that is optionally substituted and may contain a hetero atom between two carbon atoms, —O—, —NH—, or —S—; R 3a and R 3b are each independently a cyano group, a halogen atom, or a monovalent hydrocarbon group; and n1 and n2 are each independently an integer of 0 to 4,

wherein a ring Z is an aromatic hydrocarbon ring; X is a single bond or —S—; R 1 is a single bond or an alkylene group having 1 to 4 carbon atoms; R 2 is a monovalent hydrocarbon group, a hydroxyl group, —OR 4a , —SR 4b , an acyl group, an alkoxycarbonyl group, a halogen atom, a nitro group, a cyano group, a mercapto group, a carboxyl group, an amino group, a carbamoyl group, —NHR 4c , —N(R 4d ) 2 , a (meth)acryloyloxy group,

Assignees

• Tokyo Ohka Kogyo Co Ltd

Inventors

• Shiota Dai
• Noda Kunihiro
• Chisaka Hiroki
• Kuroko Mayumi

Classifications

• C08F220/303

  and one or more carboxylic moieties in the chain · CPC title

• C08F20/20

  of polyhydric alcohols or {polyhydric} phenols {, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate} · CPC title

• C07C43/23

  containing hydroxy or O-metal groups · CPC title

• C08F220/308

  and polyethylene-co-propylene oxide chain in the alcohol moiety · CPC title

• C08F16/26

  Monomers containing oxygen atoms in addition to the ether oxygen · CPC title