US3989728A
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US
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Process for synthesizing specific complete mixed polyol esters
Assignee: Procter and Gamble Co
•
Filing: 1975-02-12
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Granted: 1976-11-02
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Expires: 1995-02-12
Abstract
Abstract Reacting a partial polyol monocarboxylic acid ester with an acidic anhydride in the presence of a catalytic material selected from the group consisting of stannic chloride, ferric chloride, zinc chloride and mixtures thereof to produce specific complete mixed polyol esters, especially synthetic cocoa butter, with substantially no ester group rearrangement.
Inventors
- 👤 James Bruce Martin
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 19:18
CPC Classifications
C; C11; C11C; C11C3/00; C11C3/04; C11C3/02
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
95 words
A process for preparing specific complete mixed polyol esters from partial polyol esters with substantially no ester group rearrangement comprising esterifying a partial polyol ester with an acid anhydride in the presence of an anhydrous catalyst selected from the group consisting of ferric chloride, zinc chloride, stannic chloride and mixtures thereof, said partial polyol ester being selected from the group consisting of partial polyol esters from saturated aliphatic diols having the hydroxyl groups unsymmetrically substituted with respect to the carbon chain and partial polyol esters from saturated aliphatic polyols containing at least three hydroxyl groups.
Claim 2
Dependent Claim
95 words
A process for preparing specific complete mixed polyol esters from partial polyol esters with substantially no ester group rearrangement comprising esterifying a partial polyol ester with an acid anhydride in the presence of an anhydrous catalyst selected from the group consisting of ferric chloride, zinc chloride, stannic chloride and mixtures thereof, said partial polyol ester being selected from the group consisting of partial polyol esters from saturated aliphatic diols having the hydroxyl groups unsymmetrically substituted with respect to the carbon chain and partial polyol esters from saturated aliphatic polyols containing at least three hydroxyl groups.
Claim 3
Dependent Claim
16 words
The process of claim 1 which is carried out at temperature from 0° to 212° F.
Claim 4
Dependent Claim
18 words
The process of claim 1 which is carried out using a molar excess of the acidic lipid anhydride.
Claim 5
Dependent Claim
15 words
The process of claim 1 wherein the partial polyol ester is a partial glyceride ester.
Claim 6
Dependent Claim
13 words
The process of claim 1 wherein the partial polyol ester is a 1,3-diglyceride.
Claim 7
Dependent Claim
17 words
The process of claim 1 wherein the partial polyol ester is a partial ester of 1,2-propylene glycol.
Claim 8
Dependent Claim
25 words
The process of claim 1 wherein the acid anhydride is an alkyl anhydride wherein the alkyl group has from 7 to about 21 carbon atoms.
Claim 9
Dependent Claim
25 words
The process of claim 1 wherein the acid anhydride is an alkenyl anhydride wherein the alkenyl group has from 7 to about 21 carbon atoms.
Claim 10
Dependent Claim
12 words
The process of claim 1 wherein the acid anhydride is oleic anhydride.
Claim 11
Dependent Claim
32 words
The process of claim 1 wherein the partial polyol ester is a monoglyceride and the reaction is carried out in an organic solvent selected from the group consisting of benzene and pyridine.
Claim 12
Dependent Claim
51 words
A process for preparing a synthetic cocoa butter comprising acylating the 2-hydroxyl group of 1-palmitoyl-3-stearoyl glycerol with oleic anhydride in the presences of an anhydrous catalyst selected from the group consisting of ferric chloride, zinc chloride, stannic chloride and mixtures thereof, and crystallizing and separating the synthetic cocoa butter thus formed.
Claim 13
Dependent Claim
51 words
A process for preparing a synthetic cocoa butter comprising acylating the 2-hydroxyl group of 1-palmitoyl-3-stearoyl glycerol with oleic anhydride in the presences of an anhydrous catalyst selected from the group consisting of ferric chloride, zinc chloride, stannic chloride and mixtures thereof, and crystallizing and separating the synthetic cocoa butter thus formed.
Claim 14
Dependent Claim
75 words
A process for preparing synthetic cocoa butter comprising: (1) admixing substantially completely hydrogenated palm oil with glycerol in the presence of triacetin and sodium methoxide catalyst; (2) separating and crystallizing the 1,3-diglycerides formed; (3) acylating the 2-hydroxyl groups thereof with oleic anhydride in the presence of an anhydrous catalyst selected from the group consisting of ferric chloride, zinc chloride, stannic chloride and mixtures thereof; and (4) crystallizing and separating the synthetic cocoa butter thus formed.
Claim 15
Dependent Claim
75 words
A process for preparing synthetic cocoa butter comprising: (1) admixing substantially completely hydrogenated palm oil with glycerol in the presence of triacetin and sodium methoxide catalyst; (2) separating and crystallizing the 1,3-diglycerides formed; (3) acylating the 2-hydroxyl groups thereof with oleic anhydride in the presence of an anhydrous catalyst selected from the group consisting of ferric chloride, zinc chloride, stannic chloride and mixtures thereof; and (4) crystallizing and separating the synthetic cocoa butter thus formed.
Claim 16
Dependent Claim
17 words
The process of claim 12 wherein the catalyst to oleic anhydride molar ratio is at least 0.001:1.
Claim 17
Dependent Claim
17 words
The process of claim 12 which is carried out at from about 0° to about 212° F.
Claim 18
Dependent Claim
19 words
The process of claim 12 which is carried out in the presence of a molar excess of oleic anhydride.
Claim 19
Dependent Claim
24 words
A process according to claim 1 wherein said anhydride is selected from the group consisting of acidic lipid anhydrides of the structural formula ##STR9##
Claim 20
Dependent Claim
40 words
wherein X is a substituent selected from the group consisting of: 1. alkyl and alkenyl groups having from 7 to 21 carbon atoms and having the formula R-- 2. residues of alkyl half-esters of a dicarboxylic having the formula ##STR10##
Claim 21
Dependent Claim
40 words
wherein X is a substituent selected from the group consisting of: 1. alkyl and alkenyl groups having from 7 to 21 carbon atoms and having the formula R-- 2. residues of alkyl half-esters of a dicarboxylic having the formula ##STR10##
Claim 22
Dependent Claim
13 words
residues of monacyl diol half-esters of a dicarboxylic acid having the formula ##STR11##
Claim 23
Dependent Claim
13 words
residues of monacyl diol half-esters of a dicarboxylic acid having the formula ##STR11##
Claim 24
Dependent Claim
13 words
residues of diacyl glyceride half-esters of a dicarboxylic acid having the formula ##STR12##
Claim 25
Dependent Claim
13 words
residues of diacyl glyceride half-esters of a dicarboxylic acid having the formula ##STR12##
Claim 26
Dependent Claim
117 words
and 5. residues of monoacyl derivatives of a primary monohydroxy monocarboxylic acid having the formula ##STR13## wherein in (1) to (5) above: R is an alkyl or alkenyl group having 7 to 21 carbon atoms; R 1 is an alkylene group having 2 to 4 carbon atoms; R 2 is an alkylene group having 0 to 4 carbon atoms; R 3 is an alkylene group having 2 to 5 carbon atoms; Z is a substituent selected from the group of hydrogen and methyl; and Y is a substituent selected from the group consisting of benzyl, p-nitrobenzyl, and phosphoryl ester; and wherein the ratio of said catalyst to acidic lipid anhydride is at least about 0.001 to 1.
Claim 27
Dependent Claim
117 words
and 5. residues of monoacyl derivatives of a primary monohydroxy monocarboxylic acid having the formula ##STR13## wherein in (1) to (5) above: R is an alkyl or alkenyl group having 7 to 21 carbon atoms; R 1 is an alkylene group having 2 to 4 carbon atoms; R 2 is an alkylene group having 0 to 4 carbon atoms; R 3 is an alkylene group having 2 to 5 carbon atoms; Z is a substituent selected from the group of hydrogen and methyl; and Y is a substituent selected from the group consisting of benzyl, p-nitrobenzyl, and phosphoryl ester; and wherein the ratio of said catalyst to acidic lipid anhydride is at least about 0.001 to 1.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-11-02 | 1980-05-03 | 1980-11-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-11-02 | 1984-05-03 | 1984-11-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-11-02 | 1988-05-03 | 1988-11-02 | $7700.00 | Window Closed / Lapsed |