IP Library Granted Patent US 10,780,433
Granted Patent B2
US 10,780,433 · App. 16/463,548 · Granted Sep 22, 2020

Acid composition for processing fatty acids

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Quick Facts
Patent No.
US 10,780,433
App. No.
16/463,548
Granted
Sep 22, 2020
Kind
B2
Abstract

The invention relates to a composition comprising: at least one alkane-sulphonic acid R—SO 3 H wherein R represents a saturated, linear or branched, hydrocarbon chain comprising from 1 to 4 carbon atoms, which can or cannot be substituted by at least one halogen atom, at least one aryl-sulphonic acid; and optionally at least one solvent, of which the proportions are as defined in the description. The invention also relates to the use of composition in a fatty acid esterification method.

Claims (27)

1. A catalytic composition comprising:

at least one alkane-sulphonic acid of formula R—SO 3 H wherein R represents a saturated, linear or branched, hydrocarbon chain comprising from 1 to 4 carbon atoms, which can or cannot be substituted by at least one halogen atom;

at least one aryl sulphonic acid;

and at least one solvent;

wherein:

the proportion by weight of alkane-sulphonic acid in relation to the total weight of the alkane-sulphonic acid and aryl-sulphonic acid is comprised between 5% and 85%

the proportion by weight of aryl-sulphonic acid in relation to the total weight of alkane-sulphonic acid and aryl-sulphonic acid is comprised between 15% and 95%.

2. The composition according to claim 1 wherein the solvent is chosen among water, alcohol and ether, alone or in combination.

3. The composition according to claim 1 wherein the solvent is water or a C 1 to C 3 alcohol, alone or in combination.

4. The composition according to claim 1 wherein the solvent is water or methanol, alone or in combination.

5. The composition according to claim 1 wherein the proportion by weight in solvent relative to the total weight of the composition is comprised within a range of from 0% to 50%, preferably from 5% to 35%.

6. The composition according to claim 1 , wherein the alkane-sulphonic acid is chosen from methane-sulphonic acid, ethane-sulphonic acid, n-propane-sulphonic acid, iso-propane sulphonic acid, n-butanesulphonic acid, iso-butane-sulphonic acid, sec-butane sulphonic acid, tert-butane sulphonic acid, trifluoro methane-sulphonic acid, and mixtures of two or more of them in any proportions.

7. The composition according to claim 1 in which the alkane-sulphonic acid is methane-sulphonic acid.

8. The composition according to claim 1 wherein the aryl-sulphonic acid is para-toluene sulphonic acid.

9. The composition according to claim 1 comprising at least one corrosion inhibitor.

10. The composition according to claim 1 comprising at least one fragrance or one odorising agent, alone or in combination.

11. In a catalytic method for manufacturing fatty acid esters wherein the improvement comprises the composition according to claim 1 as an esterification catalyst.

12. A method for manufacturing fatty acid esters comprising the following steps:

a/ introducing at least one fatty acid into a reactor;

b/ adding at least one alcohol;

c/ heating the reaction medium;

d/ introducing a composition according to claim 1 as a catalyst;

e/ optionally, removing the water formed during the esterification reaction; and

f/ recovering the fatty acid esters,

with step d being optionally performed at the same time as step a and/or step b, preferably at the same time as steps a and/or b.

13. The method according to claim 12 wherein the catalyst/fatty acid molar ratio is comprised between 0.001 and 0.5 and particularly between 0.01 and 0.2.

14. The composition of claim 1 wherein the proportion by weight of alkane-sulphonic acid in relation to the total weight of the alkane-sulphonic acid and aryl-sulphonic acid is comprised between 8% and 65% and the proportion by weight of aryl-sulphonic acid in relation to the total weight of alkane-sulphonic acid and aryl-sulphonic acid is comprised between 35% and 92%.

Assignments (2)
CHANGE OF ADDRESS Recorded Jul 4, 2025
From: ARKEMA FRANCE
To: ARKEMA FRANCE
Reel/Frame 071814/0739 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 24, 2019
From: LAFFITTE, JEAN-ALEX; TAN, KUAN HUWA; MONGUILLON, BERNARD
To: ARKEMA FRANCE
Reel/Frame 050187/0973 →