IP Library Granted Patent US 9,394,265
Granted Patent B2
US 9,394,265 · App. 14/234,182 · Granted Jul 19, 2016

Method for producing alkyldiol monoglycidyl ether

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Quick Facts
Patent No.
US 9,394,265
App. No.
14/234,182
Granted
Jul 19, 2016
Kind
B2
Abstract

A production method by which an alkyldiol monoglycidyl ether can be efficiently produced without requiring a complex purification step is provided. A method for producing an alkyldiol monoglycidyl ether, including a step of reacting a vinyl ether-containing alcohol with an epihalohydrin to form a vinyl ether-containing glycidyl ether, conducting a devinylation reaction in the presence of an acid catalyst and water, and further conducting an acetal decomposition reaction by adding an acid aqueous solution.

Claims (11)

1. A method for producing a monoglycidyl ether of an alkylene dial or alkenylene diol, comprising the steps of:

reacting a vinyl ether-containing alcohol with an epihalohydrin, to form a vinyl ether-containing glycidyl ether,

subjecting the vinyl ether-containing glycidyl ether to a devinylation reaction in the presence of an acid catalyst and water,

removing acetaldehyde produced by the devinylation reaction while maintaining a reaction pressure of 50kPa or less and a reaction temperature of 20 to 50° C, and

further conducting an acetal decomposition reaction by adding an acid aqueous solution,

wherein the vinyl ether-containing alcohol is represented by the following formula (I):

CH 2 ═CH—O—R—OH  Formula (I)

wherein R represents a straight chain or alicyclic alkylene group having a carbon number of 2 to 20, or a straight chain or alicyclic alkenylene group having a carbon number of 2 to 20.

2. The method for producing a monoglycidyl ether of an alkylene diol or alkenylene diol according to claim 1 , wherein the pressure in the reaction system in the acetal decomposition reaction is 20 kPa or less.

3. The method for producing a monoglycidyl ether of an alkylene diol or alkenylene diol according to claim 1 , wherein the vinyl ether-containing alcohol is 4-hydroxybutyl vinyl ether.

4. The method for producing a monoglycidyl ether of an alkylene diol or alkenylene diol according to claim 1 , wherein the devinylation reaction is conducted in the presence of 20 to 60 mass % percent water with respect to the vinyl ether-containing glycidyl ether.

Assignments (4)
CHANGE OF ADDRESS Recorded Feb 14, 2024
From: RESONAC CORPORATION
To: RESONAC CORPORATION
Reel/Frame 066599/0037 →
CHANGE OF NAME Recorded Mar 3, 2023
From: SHOWA DENKO MATERIALS CO., LTD.
To: RESONAC CORPORATION
Reel/Frame 062946/0125 →
CHANGE OF NAME Recorded Mar 2, 2023
From: HITACHI CHEMICAL COMPANY, LTD.
To: SHOWA DENKO MATERIALS CO., LTD.
Reel/Frame 062917/0865 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 22, 2014
From: KAMEI, JUNICHI
To: HITACHI CHEMICAL COMPANY, LTD.
Reel/Frame 032015/0954 →