IP Library Granted Patent US 10,087,159
Granted Patent B2
US 10,087,159 · App. 15/509,558 · Granted Oct 2, 2018

Method for producing 3-chloro-2-hydroxypropyl (meth)acrylate and method for producing glycidyl (meth)acrylate

Inventors: Naoshi Murata (Hiroshima, JP); Hiroyuki Mori (Hiroshima, JP)
Assignee: Mitsubishi Chemical Corporation
C07D301/16C07C67/26
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Quick Facts
Patent No.
US 10,087,159
App. No.
15/509,558
Granted
Oct 2, 2018
Kind
B2
Abstract

To reduce formation of side products and to enhance a selectivity rate in a method for producing 3-chloro-2-hydroxypropyl (meth)acrylate and in a method for producing glycidyl (meth)acrylate. The present invention is characterized by a method for producing 3-chloro-2-hydroxypropyl (meth)acrylate through a reaction of (meth)acrylic acid and epichlorohydrin; more specifically, the reaction is carried out by using 0.5 to 2 mol of epichlorohydrin relative to 1 mol of (meth)acrylic acid, and by adding epichlorohydrin to (meth)acrylic acid in the presence of a catalyst. Also, the present invention is characterized by a method for producing glycidyl (meth)acrylate through a reaction of 3-chloro-2-hydroxypropyl (meth)acrylate and a basic carbonate compound in a polar solvent.

Claims (9)

1. A method for producing glycidyl (meth)acrylate, comprising:

(1) a step of dropping epichlorohydrin into (meth)acrylic acid in the presence of a catalyst to provide 3-chloro-2-hydroxypropyl (meth)acrylate, where 0.5 to 2 mol of the epichlorohydrin is reacted per 1 mol of the (meth)acrylic acid; and

(2) a step for producing glycidyl (meth)acrylate by reacting the 3-chloro-2-hydroxypropyl (meth)acrylate with a basic carbonate compound in a polar solvent.

2. The method for producing glycidyl (meth)acrylate according to claim 1 , wherein the polar solvent is an alcohol.

3. The method for producing glycidyl (meth)acrylate according to claim 2 , wherein the alcohol is a C1-C10 aliphatic hydrocarbon alcohol.

4. The method for producing glycidyl (meth)acrylate according to claim 2 , wherein the alcohol is at least one kind selected from the group consisting of 1-propanol, 2-propanol, 1-butanol, 2-butanol and t-butanol.

5. The method for producing glycidyl (meth)acrylate according to claim 1 , wherein the basic carbonate compound comprises a Group 1 or Group 2 metal.

6. The method for producing glycidyl (meth)acrylate according to claim 1 , wherein the basic carbonate compound is at least one kind selected from the group consisting of potassium carbonate, rubidium carbonate and cesium carbonate.

7. The method for producing glycidyl (meth)acrylate according to claim 5 , wherein the basic carbonate compound is at least one kind selected from the group consisting of potassium carbonate, rubidium carbonate and cesium carbonate.

Assignments (2)
MERGER Recorded Jun 28, 2017
From: MITSUBISHI RAYON CO., LTD.
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 043027/0929 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 8, 2017
From: MURATA, NAOSHI; MORI, HIROYUKI
To: MITSUBISHI RAYON CO., LTD.
Reel/Frame 041503/0414 →
Priority Claims (1)
JP 2014-192145 · Sep 22, 2014 · national
Continuity (1)
Related Publication 20170305870A1 · Oct 26, 2017