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Synthesis of higher polyol fatty acid polyesters by transesterification

A polyol fatty acid and polyol technology, which is applied in the preparation of ester groups and hydroxyl groups, esterified saccharides, sugar derivatives, etc., can solve the problems of increasing yield loss, increasing product color, etc., achieving economical methods and eliminating dangerous effect

Inactive Publication Date: 2001-05-02
THE PROCTER & GAMBLE COMPANY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Using such a catalyst in both steps will increase the loss of yield and increase the color of the product

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0079] Step (1): Take 50 grams of sucrose and 412 grams of commodity C 8 - The triglycerides are mixed in a molar ratio of about 6:1 and dissolved in 750 ml of dimethylformamide. Add 4 grams of potassium carbonate.

[0080] Step (2): The mixture was reacted at 120°C (248°F) and atmospheric pressure for about 20 minutes; then the dimethylformamide was removed by distillation. The reaction products are sucrose esters with an average of about 3.7 fatty acid groups per sucrose molecule. The by-products of the reaction are glycerides, with an average of 2.3 fatty acid groups per glycerol molecule. At the end of step (2), the mixture contains:

[0081] Monoglyceride 5.5%

[0082] Diglyceride 33.1%

[0083] Triglycerides 36%

[0084] Sucrose 0.1%

[0085] Sucrose monoester (SE1) 0.6%

[0086] Sucrose diester (SE2) 2.5%

[0087] Sucrose triester (SE3) 6.2%

[0088] Sucrose tetraester (SE4) 8.4%

[0089] Sucrose pentaester (SE5) 4.2%

[0090] Sucrose hexaester (SE6) 3.1%

...

Embodiment 2

[0095] Step (1): 35 grams of sucrose and 543 grams of high oleic sunflower oil triglyceride were mixed and dissolved in 525 milliliters of dimethylformamide in a molar ratio of about 6:1. Add 3 grams of potassium carbonate.

[0096] Step (2): The mixture was allowed to react for about 65 minutes at 120°C (248°F) and atmospheric pressure, then the dimethylformamide was removed by distillation. At the end of step (2), the mixture contains about:

[0097] Monoglyceride 3.7%

[0098] Diglycerides 31%

[0099] Triglycerides 41%

[0100] Sucrose 0.1%

[0101] Sucrose monoester 0.4%

[0102] Sucrose diester 2.4%

[0103] Sucrose Triesters 5.1%

[0104] Sucrose tetraester 7.2%

[0105] Sucrose pentaester 6.3%

[0106] Sucrose hexaester 2.9%

[0107] Sucrose heptaester 0.4%

[0108] Steps (3) and (4): 0.3 g of sodium methoxide was added to 300 g of the product in step (2). At 150-230°C (302-446°F) and 60×10 -3 mmHg to 20 x 10 -3 The mixture was further reacted under mmHg ...

Embodiment 3

[0116] Steps (1) and (2): transesterification of soybean methyl ester with sucrose to produce sucrose sucrose ester raw material. The crude material was washed, dried in vacuo, decolorized with silica gel and filtered. Excess methyl esters were removed on a wiped thin film evaporator. The composition of this sucrose ester raw material contains approximately:

[0117] Sucrose monoester 0.2%

[0118] Sucrose diester 0.4%

[0119] Sucrose Triesters 2.4%

[0120] Sucrose Tetraester 6.8%

[0121] Sucrose pentaester 14.5%

[0122] Sucrose hexaester 23.8%

[0123] Sucrose heptaester 28.8%

[0124] Sucrose octaester 20.9%

[0125] Steps (3) and (4): 6580 grams of sucrose ester stock and 4770 grams of triglycerides derived from a corn oil / canola oil blend were mixed. 55 grams of catalyst were added, the catalyst being 25% sodium methoxide in methanol.

[0126] Mixture at about 225°C (437°F) and about 2 x 10 -3 mmHg to about 4 x 10 -3 React under mmHg pressure. This mixture...

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Abstract

A process for synthesizing polyol fatty acid polyesters comprising the steps of (1) mixing ingredients comprising (a) unesterified first polyol having hydroxyl groups, (b) second polyol esterified with fatty acids, (c) basic catalyst, and (d) emulsifying agent to form a mixture of ingredients; (2) reacting the mixture of ingredients at a temperature sufficient to obtain a transesterification reaction products and by-products; and (3) removing at least a portion of the by-products from the transesterification reaction mixture; and (4) further heating the transesterification reaction products and ingredients from step (3) at a temperature and for a time sufficient to esterify at least about 50% of the hydroxyl groups of the first polyol.

Description

[0001] This patent application is co-pending with Trout et al., "Improved Synthesis and Purification of Nondigestible Fats," and Trout et al., "Synthesis and Purification of Nondigestible Fats Using Lipases." Method for the improvement of the fat of "Cross-reference and introduction, the two applications and this application were filed on the same day. [0002] technical scope [0003] This invention relates to a process for the production of polyol fatty acid polyesters which eliminates the need to first synthesize and purify lower alkyl ester intermediates. More precisely, the present invention relates to a process for the synthesis of polyol fatty acid higher polyesters by reaction between an unesterified polyol and a second polyol esterified with a fatty acid, wherein the unesterified polyol is preferably selected from Monosaccharides, disaccharides, polysaccharides, sugar alcohols, sugar ethers, polyglycerols and polyalkoxylated glycerols, the second polyol esterified with...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/03C07C69/52C07H13/06
CPCC07C67/03C07H13/06C07C69/52
Inventor J·E·特鲁特R·G·沙福梅尔
Owner THE PROCTER & GAMBLE COMPANY
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