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US3963699A Expired / Lapsed US ⏱️ 0.0 years remaining

Synthesis of higher polyol fatty acid polyesters

Assignee: Procter and Gamble Co
•
Filing: 1974-01-10
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Granted: 1976-06-15
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Expires: 1994-01-10
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Abstract

Abstract A solvent-free transesterification comprising the steps of (1) heating a mixture of a polyol, a fatty acid lower alkyl ester, an alkali metal fatty acid soap, and a basic catalyst to form a homogenous melt; and (2) subsequently adding to the reaction product of step (1) excess fatty acid lower alkyl esters yields polyol fatty acid polyesters.

Inventors

  • 👤 George Peter Rizzi
  • 👤 Harry Madison Taylor

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 09:56
CPC Classifications
C; C07; C07H; C07H13/00; C07H13/02; C07H13/04; C07H13/06; A; A23; A23L; A23L33/00; A23L33/20; A23L33/21; A23L33/25; A23L33/26; C08; C08G; C08G63/00; C08G63/02; C08G63/12

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 150 words
A solvent-free, low temperature process for synthesizing polyol fatty acid polyesters consisting essentially of: 1. Heating a mixture of a polyol selected from the group consisting of monosaccharides, disaccharides and sugar alcohols, a fatty acid C 1-2 alkyl ester, an alkali metal fatty acid soap, and a basic catalyst selected from the group consisting of alkali metal, alloys of alkali metals, alkali metal hydrides and alkali metal alkoxides to a temperature of from about 110°C to about 180°C at a pressure of from about 0.1 mm of Hg to about 760 mm of Hg to form a homogenous melt of partially esterified polyol and unreacted starting materials; 2. Under the conditions of Step (1) adding excess fatty acid lower alkyl esters to the reaction product of Step (1) to form the polyol fatty acid polyester; and 3. Separating the polyol fatty acid polyester from the reaction product of Step (2).
Claim 2
Dependent Claim 150 words
A solvent-free, low temperature process for synthesizing polyol fatty acid polyesters consisting essentially of: 1. Heating a mixture of a polyol selected from the group consisting of monosaccharides, disaccharides and sugar alcohols, a fatty acid C 1-2 alkyl ester, an alkali metal fatty acid soap, and a basic catalyst selected from the group consisting of alkali metal, alloys of alkali metals, alkali metal hydrides and alkali metal alkoxides to a temperature of from about 110°C to about 180°C at a pressure of from about 0.1 mm of Hg to about 760 mm of Hg to form a homogenous melt of partially esterified polyol and unreacted starting materials; 2. Under the conditions of Step (1) adding excess fatty acid lower alkyl esters to the reaction product of Step (1) to form the polyol fatty acid polyester; and 3. Separating the polyol fatty acid polyester from the reaction product of Step (2).
Claim 3
Dependent Claim 12 words
A process according to claim 1 wherein the polyol is a disaccharide.
Claim 4
Dependent Claim 20 words
A process according to claim 1 wherein the polyol is selected from the group consisting of sucrose, xylitol, and sorbitol.
Claim 5
Dependent Claim 16 words
A process according to claim 1 wherein the temperature is from about 135°C to about 145°C.
Claim 6
Dependent Claim 19 words
A process according to claim 1 wherein the fatty acid C 1-2 alkyl esters are fatty acid methyl esters.
Claim 7
Dependent Claim 30 words
A process according to claim 5 wherein the methyl esters are derived from natural oils selected from the group consisting of soybean oil, sunflower oil, safflower oil and corn oil.
Claim 8
Dependent Claim 39 words
A process according to claim 1 wherein the catalyst is selected from the group consisting of potassium hydride, sodium hydride, a dispersion of potassium in sucrose octaester, a dispersion of potassium in mineral oil, potassium t-butoxide and sodium methoxide.
Claim 9
Dependent Claim 192 words
A solvent-free, low temperature process for synthesizing polyol fatty acid polyesters consisting essentially of: 1. Heating a mixture comprising (i) from about 10% to about 50% by weight of a polyol selected from the group consisting of monosaccharides, disaccharides and sugar alcohols, (ii) from about 40% to about 80% by weight of fatty acid C 1-2 alkyl esters, (iii) from about 1% to about 30% by weight of an alkali metal fatty acid soap, and (iv) from about 0.05% to about 5% by weight of a basic catalyst selected from the group consisting of alkali metals, alloy of two or more alkali metals, alkali metal alkoxides, and alkali metal hydrides to a temperature from about 110°C to about 180°C at a pressure of from about 0.1 mm of Hg to about 760 mm of Hg to form a homogenous melt of partially esterified polyol and unreacted starting materials; 2. Under the conditions of Step (1) adding excess fatty acid C 1-2 alkyl esters to the reaction product of Step (1) to form the polyol fatty acid polyester; and 3. Separating the polyol fatty acid polyester from the reaction product of Step (2.).
Claim 10
Dependent Claim 192 words
A solvent-free, low temperature process for synthesizing polyol fatty acid polyesters consisting essentially of: 1. Heating a mixture comprising (i) from about 10% to about 50% by weight of a polyol selected from the group consisting of monosaccharides, disaccharides and sugar alcohols, (ii) from about 40% to about 80% by weight of fatty acid C 1-2 alkyl esters, (iii) from about 1% to about 30% by weight of an alkali metal fatty acid soap, and (iv) from about 0.05% to about 5% by weight of a basic catalyst selected from the group consisting of alkali metals, alloy of two or more alkali metals, alkali metal alkoxides, and alkali metal hydrides to a temperature from about 110°C to about 180°C at a pressure of from about 0.1 mm of Hg to about 760 mm of Hg to form a homogenous melt of partially esterified polyol and unreacted starting materials; 2. Under the conditions of Step (1) adding excess fatty acid C 1-2 alkyl esters to the reaction product of Step (1) to form the polyol fatty acid polyester; and 3. Separating the polyol fatty acid polyester from the reaction product of Step (2.).
Claim 11
Dependent Claim 11 words
A process according to claim 8 wherein the polyol is sucrose.
Claim 12
Dependent Claim 217 words
A solvent-free, low temperature process for synthesizing poly fatty polyesters consisting essentially of: 1. Heating a mixture of a fatty acid C 1-2 alkyl ester and an alkali metal hydroxide to a temperature of from about 100°C to about 140°C under atmospheric pressure to form an emulsion comprising from about 5% to about 30%, by weight, of the corresponding alkali metal fatty acid soap and C 1-2 alkyl ester; 2. Adding to the reaction product of Step (1) from about 10% to about 50% by weight of a polyol and from about 0.05% to about 5% by weight of a basic catalyst selected from the group consisting of alkali metals, alloys of two or more alkali metals, alkali metal alkoxides, and alkali metal hydrides to form a heterogenous mixture; 3. Heating the heterogenous mixture formed in Step (2) to a temperature of from about 110°C to about 180°C under a pressure of from about 0.1 mm Hg to about 760 mm Hg to form a homogeneous melt of partially esterified polyol and unreacted starting materials; 4. Under the conditions of Step (3), adding excess fatty acid C 1-2 alkyl esters to the reaction product ot Step ( 3) to form the polyol fatty acid polyester; and 5. Separating the polyol fatty acid polyester from the reaction mixture.
Claim 13
Dependent Claim 217 words
A solvent-free, low temperature process for synthesizing poly fatty polyesters consisting essentially of: 1. Heating a mixture of a fatty acid C 1-2 alkyl ester and an alkali metal hydroxide to a temperature of from about 100°C to about 140°C under atmospheric pressure to form an emulsion comprising from about 5% to about 30%, by weight, of the corresponding alkali metal fatty acid soap and C 1-2 alkyl ester; 2. Adding to the reaction product of Step (1) from about 10% to about 50% by weight of a polyol and from about 0.05% to about 5% by weight of a basic catalyst selected from the group consisting of alkali metals, alloys of two or more alkali metals, alkali metal alkoxides, and alkali metal hydrides to form a heterogenous mixture; 3. Heating the heterogenous mixture formed in Step (2) to a temperature of from about 110°C to about 180°C under a pressure of from about 0.1 mm Hg to about 760 mm Hg to form a homogeneous melt of partially esterified polyol and unreacted starting materials; 4. Under the conditions of Step (3), adding excess fatty acid C 1-2 alkyl esters to the reaction product ot Step ( 3) to form the polyol fatty acid polyester; and 5. Separating the polyol fatty acid polyester from the reaction mixture.
Claim 14
Dependent Claim 14 words
A process according to claim 10 wherein the alkali metal hydroxide is potassium hydroxide.
Claim 15
Dependent Claim 11 words
A process according to claim 10 wherein the polyol is sucrose.
Claim 16
Dependent Claim 38 words
A process according to claim 10 wherein the fatty acid C 1-2 alkyl esters are fatty acid methyl esters derived from natural oils selected from the group consisting of soybean oil, sunflower oil, safflower oil, and corn oil.

References Cited (Backward Citations)

US3558597A Cited
US3597417A Cited
US3714144A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-06-15 1979-12-15 1980-06-15 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-06-15 1983-12-15 1984-06-15 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-06-15 1987-12-15 1988-06-15 $7700.00 Window Closed / Lapsed

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