Method for manufacturing high quality fatty acid esters

• US 4,371,470 A
• Filed: 02/18/1981
• Issued: 02/01/1983
• Est. Priority Date: 02/28/1980
• Status: Expired due to Fees

• Current Assignee: Lion Corporation
• Original Assignee: Lion Corporation
• Inventors: Nakagawa, Yukio, Matsukura, Tadaaki
• Primary Examiner(s): Niebling, John F.
• Application Number:
  US06/235,577
• Time in Patent Office: 713 Days
• Field of Search: 260/410.9 E, 260/428
• US Class Current: 554/167
• CPC Class Codes: C07C 67/03 by reacting an ester group with a hydroxy group
• CPC Class Codes: C07C 67/56 by solid-liquid treatment; by chemisorption
• CPC Class Codes: C07C 67/58 by liquid-liquid treatment
• CPC Class Codes: C07C 69/30 esterified with trihydroxylic compounds fats, oils C11B, C11C
• CPC Class Codes: C11C 3/003 by esterification of fatty acids with alcohols C11C3/02 takes precedence

Abstract

The invention provides a novel and very efficient method for the preparation of a high-quality lower alkyl, e.g. methyl, ester of a fatty acid in respects of color and odor which is suitable for the manufacture of high-grade soaps even without further purification by salting-out considered indispensable in the prior art processes. The inventive method utilizes a natural oil or fat as the starting material which is subjected to a two-step transesterification with methyl alcohol into a methyl ester of the fatty acid, from which the trace amounts of the colored or chromogenic impurities are removed by admixing an adsorbent. The types of the adsorbent as well as the temperature and the time for the adsorption are important for the effective decolorization. Best results were obtained with a mixture of an activated clay and an active carbon in a specified weight proportion.

Claims

1. A method for the preparation of a high-quality lower alkyl ester of a fatty acid which comprises the steps of

(a) esterifying a fatty acid glyceride by a first alcoholysis reaction with a lower alcohol in the presence of an alkali catalyst to form a first crude esterification product and glycerine,

(b) separating the glycerine from the first crude esterification product,

(c) esterifying the first crude esterification product by a second alcoholysis reaction with the lower alcohol in the presence of an alkali catalyst to form a second esterification product containing the unreacted lower alcohol and glycerine as dissolved or dispersed therein,

(d) admixing the second crude esterification product with water in an amount from 30% to 150% by weight based on the amount of the lower alcohol contained in the second crude esterification product,

(e) subjecting the second crude esterification product admixed with water to phase separation into the aqueous layer and layer of the lower alkyl ester of fatty acid,

(f) stripping the lower alkyl ester of fatty acid of the water and unreacted lower alcohol contained therein,

(g) admixing the thus stripped lower alkyl ester of fatty acid with from 1 to 10% by weight of an adsorbent to effect decolorization, and

(h) removing the adsorbent from the thus decolorized lower alkyl ester of fatty acid.

2. The method as claimed in claim 1 wherein the adsorbent is an activated clay.

3. The method as claimed in claim 1 wherein the adsorbent is a mixture of an activated clay and an active carbon in a weight ratio from 9:

1 to 2.8.

4. The method as claimed in claim 2 or claim 3 wherein the amount of the adsorbent is in the range from 1.5 to 5% by weight based on the amount of the lower alkyl ester of fatty acid.

5. The method as claimed in claim 2 or claim 3 wherein the admixing of the lower alkyl ester of fatty acid with the adsorbent is carried out at about 50°

to 110°

C. for about 5 to 90 minutes with agitation.