Compound, epoxy curing catalyst and method for producing compound

Patent metadata

Field	Value
Publication number	US-11718587-B2
Application number	US-201816648585-A
Country	US
Kind code	B2
Filing date	Sep 26, 2018
Priority date	Sep 29, 2017
Publication date	Aug 8, 2023
Grant date	Aug 8, 2023

Abstract

A novel compound suitable as an epoxy curing catalyst; an epoxy curing catalyst using the compound; and a method for producing the compound. A compound represented by formula (1) in which Xm+ represents an m valent counter cation, R1 represents an aromatic group which may have a substituent; R2 represents an alkylene group which may have a substituent; R3 represents a halogen atom, a hydroxyl group, a mercapto group, a sulfide group, a silyl group, a silanol group, a nitro group, a nitroso group, a sulfonic acid ester group, a phosphino group, a phosphinyl group, a phosphonic acid ester group or an organic group; m represents an integer of 1 or more; n represents an integer of 0-3; and R2 may bond with R1 to form a cyclic structure.

First claim

The invention claimed is:

1. A compound represented by the following formula (1):

wherein X m+ represents an m-valent counter cation; R 1 represents an optionally substituted aromatic group; R 2 represents an optionally substituted alkylene group; R 3 represents a halogen atom, a hydroxyl group, a mercapto group, a sulfide group, a silyl group, a silanol group, a nitro group, a nitroso group, a sulfonate group, a phosphino group, a phosphinyl group, a phosphonate group, or an organic group; m is an integer of 1 or more; n is an integer of 0 or more and 3 or less; and R 2 may be bonded to R 1 to form a cyclic structure
wherein the m-valent counter cation X m+ is acyclic or cyclic nitrogen-containing aliphatic cation, or a nitrogen-containing aromatic cation, and
wherein the acyclic nitrogen-containing aliphatic cation is selected from the group consisting of the following three cations:

2. A method of using the compound according to claim 1 as an epoxy curing catalyst, the method comprising curing an epoxy compound in the presence of the compound according to claim 1 .

3. A method for producing the compound according to claim 1 , the method comprising: producing the compound represented by the formula (1) by neutralizing the compound represented by the formula (10) and a base capable of forming an m-valent counter cation X m+ in presence or absence of a solvent,

wherein, in the formula (10), R 1 is an optionally substituted aromatic group; R 2 is an optionally substituted alkylene group; R 3 is a halogen atom, a hydroxyl group, a mercapto group, a sulfide group, a silyl group, a silanol group, a nitro group, a nitroso group, a sulfonate group, a phosphino group, a phosphinyl group, a phosphonate group, or an organic group; n is an integer of 0 or more and 3 or less; and R 2 may be bonded to R 1 to form a cyclic structure.

4. The method according to claim 3 , wherein the base capable of forming the m-valent counter cation X m+ is an acyclic or cyclic nitrogen-containing aliphatic compound, or a nitrogen-containing aromatic compound.

Assignees

• Tokyo Ohka Kogyo Co Ltd
• Daicel Corp

Inventors

• Noda Kunihiro
• Chisaka Hiroki
• Suzuki Issei
• Hikida Jiro
• Shiota Dai
• Hanano Kieko
• Ishida Kyohei
• Watanabe Tsutomu
• Uehara Kazuhiro

Classifications

• C07D233/60 Primary

  with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to ring nitrogen atoms · CPC title

• C07D233/58 Primary

  with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring nitrogen atoms · CPC title

• C08G59/52

  Amino carboxylic acids · CPC title

• C07C279/02

  Guanidine; Salts, complexes or addition compounds thereof · CPC title

• C07D487/04

  Ortho-condensed systems · CPC title