Method for producing compound having amide bond and also having alkoxysilyl group

Patent metadata

Field	Value
Publication number	US-11274179-B2
Application number	US-202016851261-A
Country	US
Kind code	B2
Filing date	Apr 17, 2020
Priority date	Apr 25, 2019
Publication date	Mar 15, 2022
Grant date	Mar 15, 2022

Abstract

A production method for obtaining a compound having an amide bond and also having an alkoxysilyl group by a reaction of a compound including a carboxy group with a compound having an amino group and an alkoxysilyl group, the production method comprising:a step of conducting the reaction using a triazine-based amidating agent and under a basic condition.

First claim

What is claimed is:

1. A production method for obtaining a compound having an amide bond and also having an alkoxysilyl group by a reaction of a compound including a carboxy group with a compound having an amino group and an alkoxysilyl group, the production method comprising:
a step of conducting the reaction using a triazine-based amidating agent under a basic condition in the presence of a tertiary amine,
wherein the tertiary amine comprises at least one selected from the group consisting of triethylamine, 4-dimethylaminopyridine, triethanolamine, and diisopropylethylamine.

2. The production method according to claim 1 , wherein a weight average molecular weight Mw of the compound including the carboxy group is from 3000 to 100000.

3. The production method according to claim 1 , wherein the compound including the carboxy group comprises a polyester resin or a vinyl resin.

4. The production method according to claim 1 , wherein the compound including the carboxy group comprises a polyester resin.

5. The production method according to claim 1 , wherein the compound having the amino group and the alkoxysilyl group comprises at least one selected from the group consisting of compounds represented by formulas (1) to (3):

wherein, in the formula (1), R 1 to R 3 each independently represent an alkyl group, an alkoxy group or an aryl group, provided that at least one of R 1 to R 3 represents an alkoxy group; and L 1 represents a single bond, an alkylene group, or a phenylene group,
wherein, in the formula (2), R 4 to R 6 and R 4′ to R 6′ each independently represent an alkyl group, an alkoxy group or an aryl group, provided that at least one of R 4 to R 6 and R 4′ to R 6′ represents an alkoxy group; and L 2 and L 2′ each independently represent a single bond, an alkylene group, or a phenylene group,
wherein, in the formula (3), R 7 to R 9 each independently represent an alkyl group, an alkoxy group or an aryl group, provided that at least one of R 7 to R 9 represents an alkoxy group; L 3 represents an alkylene group or a phenylene group; and L 4 represents a single bond, an alkylene group, or a phenylene group.

6. The production method according to claim 1 , wherein the basic condition is a pH from 8.0 to 13.0.

7. The production method according to claim 1 , wherein the triazine-based amidating agent is represented by formula (4):

wherein, in the formula (4), R 10 and R 11 each independently represent an alkyl group having 1 to 4 carbon atoms or an aryl group having 6 to 8 carbon atoms; one of R 12 , R 13 , and R 14 represents an alkyl group having 1 to 4 carbon atoms, and remaining two together with a nitrogen atom to which they are bonded form a 5- or 6-membered ring; and X represents a halogen atom.

8. The production method according to claim 7 , wherein the triazine-based amidating agent is 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride.

Assignees

• Canon Kk

Inventors

• Kawamura Masashi
• Ookubo Kenji
• Toyoda Takayuki
• Shimoda Taku

Classifications

• C08G63/916 Primary

  Dicarboxylic acids and dihydroxy compounds · CPC title

• C08G63/695

  containing silicon · CPC title

• C08G63/85

  Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof {(C08G63/823 takes precedence)} · CPC title

• C08G63/685

  containing nitrogen · CPC title

• C08G63/672

  Dicarboxylic acids and dihydroxy compounds · CPC title