Lower fatty carboxylic acid alkyl ester production method

Patent metadata

Field	Value
Publication number	US-10087135-B2
Application number	US-201515743904-A
Country	US
Kind code	B2
Filing date	Dec 8, 2015
Priority date	Jul 20, 2015
Publication date	Oct 2, 2018
Grant date	Oct 2, 2018

Abstract

The present invention provides a method for producing a light fatty acid alkyl ester with the formula of R 1 —COO—R 2 , and the method comprises a step in which a alkyl ether with formula of R 1 —O—R 2 and a raw gas containing carbon monoxide go through a reactor loaded with a catalyst for carrying out a carbonylation reaction; wherein the catalyst contains an acidic EMT zeolite molecular sieve; wherein R 1 and R 2 are independently selected from C 1 -C 4 alkyl groups. The present invention has provided a new method for producing light fatty acid alkyl ester. In the method of the present invention, the carbonylation is carried out in the presence of the catalyst containing the acidic EMT zeolite molecular sieve, and the reaction activity is high, and the stability has been significantly improved, meeting the requirement of industrial production.

First claim

The invention claimed is:

1. A method for producing fatty acid alkyl ester with formula of R 1 —COO—R 2 , which comprises a step in which an alkyl ether with formula of R 1 —O—R 2 and a raw gas containing carbon monoxide go through a reactor loaded with a catalyst for carrying out a carbonylation reaction; wherein the catalyst contains an acidic EMT zeolite molecular sieve; wherein R 1 and R 2 are independently selected from C 1 -C 4 alkyl groups.

2. A method for producing fatty acid alkyl ester with formula of R 1 —COO—R 2 according to claim 1 , wherein in the acidic EMT zeolite molecular sieve, the molar ratio of silicon atoms to aluminum atoms is in a range from 1.5 to 30.

3. A method for producing fatty acid alkyl ester with formula of R 1 —COO—R 2 according to claim 1 , wherein the acidic EMT zeolite molecular sieve contains a catalyst promoter which is one or more metals selected from gallium, iron, copper and silver.

4. A method for producing fatty acid alkyl ester with formula of R 1 —COO—R 2 according to any of claims 1 to 3 , wherein the acidic EMT zeolite molecular sieve contains a binder which is one or more compounds selected from alumina, silicon dioxide and magnesium oxide.

5. A method for producing fatty acid alkyl ester with formula of R 1 —COO—R 2 according to claim 1 , wherein the R 1 and the R 2 are independently selected from CH 3 , CH 3 CH 2 , CH 3 (CH 2 ) 2 , (CH 3 ) 2 CH, CH 3 (CH 2 ) 3 or (CH 3 ) 3 CH.

6. A method for producing fatty acid alkyl ester with formula of R 1 —COO—R 2 according to claim 1 , wherein the fatty acid alkyl ester is hydrolyzed to a corresponding carboxylic acid.

7. A method for producing fatty acid alkyl ester with formula of R 1 —COO—R 2 according to claim 1 , wherein the fatty acid alkyl ester is hydrogenated to a corresponding alcohol.

8. A method for producing fatty acid alkyl ester with formula of R 1 —COO—R 2 according to claim 1 , wherein the raw gas containing carbon monoxide contains carbon monoxide, hydrogen and one or more inactive gases selected from nitrogen, helium, argon, carbon dioxide, methane and ethane.

9. A method for producing fatty acid alkyl ester with formula of R 1 —COO—R 2 according to claim 1 , wherein the carbonylation reaction is carried out at a temperature range from 170° C. to 240° C. and at a pressure range from 1 MPa to 15 MPa.

10. A method for producing fatty acid alkyl ester with formula of R 1 —COO—R 2 according to claim 1 , wherein the carbonylation reaction is carried out in a fixed bed reactor, a fluidized bed reactor or a moving bed reactor.

11. A method for producing fatty acid alkyl ester with formula of R 1 —COO—R 2 according to claim 1 , wherein in the acidic EMT zeolite molecular sieve, the molar ratio of silicon atoms to aluminum atoms is in a range from 2 to 15.

12. A method for producing fatty acid alkyl ester with formula of R 1 —COO—R 2 according to claim 3 , wherein the catalyst promoter is introduced to the acidic EMT zeolite molecular sieve by a method selected from in-situ synthesis, metal ion exchange or impregnation loading.

13. A method for producing fatty acid alkyl ester with formula of R 1 —COO—R 2 according to claim 3 , wherein based on the total weight of the catalyst, the weight fraction of the catalyst promoter calculated by weight of metal elementary substance is in a range from 0.01 wt % to 10 wt %.

14. A method for producing fatty acid alkyl ester with formula of R 1 —COO—R 2 according to claim 4 , wherein based on the total weight of the catalyst, the weight fraction of the binder is in a range from 0 wt % to 50 wt %.

15. A method for producing fatty acid alkyl ester with formula of R 1 —COO—R 2 according to claim 8 , wherein based on the total volume of the raw gas containing carbon monoxide, the volume fraction of carbon monoxide is in a range from 50% to 100%, and the volume fraction of hydrogen is in a range from 0% to 50%, and the volume fraction of the inert gas is in a range from 0% to 50%.

Assignees

• Dalian Inst Chem & Physics Cas

Inventors

• Liu Hongchao
• Zhu Wenliang
• Ni Youming
• Liu Yong
• Liu Zhongmin
• Wang Linying
• Tian Peng

Classifications

• C07C69/24

  esterified with monohydroxylic compounds · CPC title

• C07C67/37 Primary

  by reaction of ethers with carbon monoxide · CPC title

• C07C69/14

  of monohydroxylic compounds · CPC title

• C07C51/09

  from carboxylic acid esters or lactones · CPC title

• C07C29/172

  with the obtention of a fully saturated alcohol · CPC title