IP Library Granted Patent US 8,536,357
Granted Patent B2
US 8,536,357 · App. 12/362,775 · Granted Sep 17, 2013

Process for heterogeneously catalysed esterfication of fatty acids

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Quick Facts
Patent No.
US 8,536,357
App. No.
12/362,775
Granted
Sep 17, 2013
Kind
B2
Abstract

The invention relates to a process for esterifying free fatty acids in vegetable and animal fat with alcohols over heterogeneous acidic ion exchange resin catalysts at temperatures of 60 to 120° C.

Claims (66)

1. A process for reducing the content of free fatty acids in fats and/or oils comprising the steps of:

1) reacting the free fatty acids in said fats and/or oils with alcohols at temperatures between 60 and 120° C. using acidic, heterogeneous ion exchange resin catalysts, wherein said acidic, heterogeneous ion exchange resin catalysts are present in a continuous alcoholic phase in which said free fatty acids are present in finely dispersed form and wherein the reaction zone in which the foregoing reaction is performed is flowed through vertically from the top downward, and

2) optionally removing water, and optionally alcohol at least partly together with it, and

3) optionally further reacting the remaining free fatty acids in the product of step 1) or optionally 2) with alcohols at temperatures between 60 and 120° C. using acidic, heterogeneous ion exchange resin catalysts,

wherein in step 1) and optionally in step 3), a continuous alcoholic phase is present at the upper end of the reaction zone.

2. The process according to claim 1 , wherein the reaction of the free fatty acids in step 1) is followed by removal of water.

3. The process according to claim 1 , wherein the reaction of the free fatty acids in step 1) is followed by removal of water and alcohol.

4. The process according to claim 2 , wherein the removal of the water is carried out selectively, with the aid of a membrane.

5. The process according to claim 3 , wherein the water is removed together with a portion or the entirety of the alcohol by evaporation.

6. The process according to claim 1 , wherein the reaction of the free fatty acids in step 1) is followed by a performance of a further reaction in step 3) of the free fatty acids with alcohols at temperatures between 60 and 120° C. using acidic, heterogeneous ion exchange resin catalysts.

7. The process according to claim 2 , wherein the removal in step 2) is followed by a performance of a further reaction in step 3) of the free fatty acids with alcohols at temperatures between 60 and 120° C. using acidic, heterogeneous ion exchange resin catalysts.

8. The process according to claim 6 , wherein, in the course of the reaction in step 3) in the reaction zone, the acidic, heterogeneous ion exchange resin catalyst is present in a continuous alcoholic phase in which the free fatty acids are present in finely dispersed form.

9. The process according to claim 1 , wherein the reaction and/or further reaction is carried out at temperatures between 80 and 95° C.

10. The process according to claim 6 , wherein the further reaction is preceded by addition of additional alcohol.

11. The process according to claim 1 wherein step 3) is performed more than once.

12. The process according to claim 1 wherein the alcohol is added to said fats and/or oils in step 1) in a molar ratio of 5 to 40.

13. The process according to claim 1 , wherein the acidic, heterogeneous ion exchange resin catalysts are strongly acidic polymeric macroporous resins with free sulphonic acid groups.

14. The process according to claim 1 wherein a catalyst hourly space velocity of

0.1

to

10

kg

kg

·

h

,

is present.

15. The process according to claim 1 wherein the sequence of steps 2) and 3) are performed more than once.

16. The process according to claim 12 wherein the alcohol is added to said fats and/or oils in step 1) in a molar ratio of 5 to 20.

17. The process according to claim 16 wherein the alcohol is added to said fats and/or oils in step 1) in a molar ratio of 10 to 20.

18. The process according to claim 14 wherein the catalyst hourly space velocity is

0.15

to

5

kg

kg

·

h

.

19. The process according to claim 18 wherein the catalyst hourly space velocity is

0.2

to

3

kg

kg

·

h

.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 5, 2013
From: BAYER TECHNOLOGY SERVICES GMBH
To: BAYER INTELLECTUAL PROPERTY GMBH
Reel/Frame 031157/0347 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 20, 2009
From: ROHM AND HASS COMPANY
To: BAYER TECHNOLOGY SERVICES GMBH
Reel/Frame 023123/0230 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 11, 2009
From: DIETRICH, WULF, DR.; HEINZ, DIETER, DR.; MLECZKO, LESLAW, DR.; MORHENN, HEINRICH, DR.; ROY, SHAIBAL, DR.
To: BAYER TECHNOLOGY SERVICES GMBH
Reel/Frame 023078/0573 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 11, 2009
From: HANLON, ROBERT TYRON, DR.
To: ROHM AND HASS COMPANY
Reel/Frame 023078/0581 →