IP Library Granted Patent US 7,319,162
Granted Patent B2
US 7,319,162 · App. 10/870,930 · Granted Jan 15, 2008

Method of decomposing by-product during the production of (meth)acrylic ester

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Quick Facts
Patent No.
US 7,319,162
App. No.
10/870,930
Granted
Jan 15, 2008
Kind
B2
Abstract

A method of decomposing a Michael addition reaction product formed as a by-product in the production step of a(meth)acrylic ester and recovering (meth)acrylic acid, a (meth)acrylic ester and an alcohol, in which the formation of an olefin as a by-product can be suppressed. A method of thermally decomposing a by-product at the time of production of a (meth)acrylic ester using an alcohol bearing a branched chain and having 3 or more carbon atoms, wherein the decomposition reaction is carried out in the absence of a catalyst.

Claims (16)

1. A method comprising:

decomposing a by-product produced during production of a (meth)acrylic ester by a process which uses an alcohol bearing a branched chain and which has 3 or more carbon atoms, comprising:

thermally decomposing said by-product in the absence of a Lewis acid or base catalyst;

wherein the by-product at the time of production of a (meth)acrylic ester contains a Michael adduct of a branched chain alcohol.

2. The method of claim 1 , wherein the by-product at the time of production of a (meth)acrylic ester is a column bottom liquid of a distillation column for separating a high-boiling material in the production step of a (meth)acrylic ester.

3. The method of claim 1 ,

wherein the by-product is formed by esterification of (meth)acrylic acid and a branched chain alcohol or transesterification of a (meth)acrylic ester and a branched chain alcohol.

4. The method of claim 3 , wherein the branched chain alcohol is isobutyl alcohol, 2-ethylhexyl alcohol, isooctyl alcohol, isononyl alcohol, or isodecyl alcohol.

5. The method of claim 1 , wherein the Michael adduct is a compound in which water, an alcohol, or (meth)acrylic acid is added to the α-position or β-position of a (meth)acryloyl group.

6. The method of claim 1 , wherein the decomposition treatment temperature is from 180 to 280° C.

7. The method of claim 1 , wherein the decomposition treatment temperature ranges from 200 to 250° C.

8. The method of claim 1 , wherein the decomposition treatment time is from 0.5 to 20 hours.

9. The method of claim 1 , wherein the decomposition treatment time is from 1 to 10 hours.

10. The method of claim 1 , wherein said process uses an alcohol bearing a branched chain and which has 4 or more carbon atoms.

11. The method of claim 1 , wherein said by-product is produced during production of an acrylic ester.

12. The method of claim 1 , wherein said by-product is produced during production of a methacrylic ester.

Assignments (2)
CHANGE OF NAME Recorded Sep 5, 2017
From: MITSUBISHI RAYON CO., LTD.
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 043750/0834 →
MERGER Recorded Sep 4, 2017
From: MITSUBISHI CHEMICAL CORPORATION
To: MITSUBISHI RAYON CO., LTD.
Reel/Frame 043750/0207 →