Method for the preparation of a lower alkyl ester of fatty acids

• US 4,303,590 A
• Filed: 05/13/1980
• Issued: 12/01/1981
• Est. Priority Date: 05/30/1979
• Status: Expired due to Term

• Current Assignee: Lion Corporation
• Original Assignee: Lion Corporation
• Inventors: Tanaka, Yoshiro, Okabe, Akio, Ando, Susumu
• Primary Examiner(s): Niebling, John F.
• Application Number:
  US06/149,418
• Time in Patent Office: 567 Days
• Field of Search: 260/410.9 E, 260/420, 260/421, 260/428.5
• US Class Current: 554/167
• CPC Class Codes: C07C 67/03 by reacting an ester group with a hydroxy group
• CPC Class Codes: C07C 69/24 esterified with monohydroxylic compounds
• CPC Class Codes: C11C 3/003 by esterification of fatty acids with alcohols C11C3/02 takes precedence
• CPC Class Codes: C11C 3/10 Ester interchange

Abstract

The invention provides a novel method for the preparation of a lower alkyl, e.g. methyl, ester of fatty acid by the alcoholysis reaction of fatty acid glyceride, i.e. naturally occurring oils or fats, with a lower alcohol, according to which high-quality products containing very small amounts of colored or coloring impurities are readily obtained without the necessity of troublesome procedure or expensive apparatus as in the conventional methods. The inventive method is in principle a two-step alcoholysis reaction and the product obtained in the first step is separated from the by-product glycerine and then subjected to the second alcoholysis reaction followed by admixing of an appropriate amount of water and phase separation so that the undesirable impurities transfer into the aqueous layer and readily separated from the ester product.

Claims

1. A method for the preparation of a lower alkyl ester of fatty acids by the alcoholysis reaction of a fatty acid glyceride with a lower alcohol which comprises the successive steps of

(a) esterifying the 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, the conversion of the fatty acid glyceride being in the range of 90-97%,

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

(c) esterifying further said crude esterification product in a second alcoholysis reaction with a lower alcohol in the presence of an alkali catalyst at an overall conversion of at least 98% to form a second crude esterification product containing the unreacted lower alcohol and glycerine dissolved or dispersed therein,

(d) admixing the second crude esterification product with water in an amount from 50% to 150% by weight based on the amount of the lower alcohol contained in the second crude esterification product, and

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

2. The method as set forth in claim 1 wherein the amount of water added to the second crude esterification product in step (d) is in the range from 50% to 100% by weight based on the amount of the lower alcohol contained in the second crude esterification product.

3. The method as set forth in claim 1 wherein the second alcoholysis reaction set forth in step (c) is carried out by admixing 100 parts by weight of the first crude esterification product with from 5 to 50 parts by weight of the lower alcohol and from 0.2 to 0.5 part by weight of the alkali catalyst.

4. The method as set forth in claim 1 wherein the phase separation of the second crude esterification product in step (e) is carried out at a temperature in the range of from 40 to 70°

C.