[go: up one dir, main page]

US2509414A - Shortening agent - Google Patents

Shortening agent Download PDF

Info

Publication number
US2509414A
US2509414A US712243A US71224346A US2509414A US 2509414 A US2509414 A US 2509414A US 712243 A US712243 A US 712243A US 71224346 A US71224346 A US 71224346A US 2509414 A US2509414 A US 2509414A
Authority
US
United States
Prior art keywords
shortening
acid
fatty acids
carbon atoms
glycerine
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
US712243A
Inventor
Barsky George
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
EF Drew and Co Inc
Original Assignee
EF Drew and Co Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by EF Drew and Co Inc filed Critical EF Drew and Co Inc
Priority to US712243A priority Critical patent/US2509414A/en
Application granted granted Critical
Publication of US2509414A publication Critical patent/US2509414A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
    • A23D9/00—Other edible oils or fats, e.g. shortenings or cooking oils
    • A23D9/007—Other edible oils or fats, e.g. shortenings or cooking oils characterised by ingredients other than fatty acid triglycerides
    • A23D9/013—Other fatty acid esters, e.g. phosphatides
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils

Definitions

  • This invention is directed to shortening materials, more particularly, a shortening of the type wherein fatty acids are combined with glycerine.
  • a shortening agent may be made containing the glycerides of fatty acids, but one in which the final products are substantially neutral triglycerides wherein all of the hydroxy groups of the glyceride molecules are substantially fully esterifled.
  • fatty acids used may be those of any of the common vegetable oils, such a cottonseed, soya bean, cocoanut, and the like,
  • oils themselves may be used to make the mono or diglycerides.
  • Such compounds have one or two of the hydroxy groups of each glycerinermolecule unesterifiecl or free.
  • such compounds are reacted with an organic hydroxy acid of not over six carbon atoms, for instance, having the general formula RF-CHOH-COOH wherein R represents a hydrogen group or a hydrocarbon group having one to four carbon atoms. Therefore, the acids used in the present invention have from two to six carbon atoms in the molecule, and the OH group is attached to the a carbon atom.
  • OH groups of the glyceride are substantially fully esterifled and a neutral product is obtained.
  • hydroxy acids which have been found quite suitable for the purpose are lactic acid and hydroxybutyric acid.
  • the structure of the compounds included in the present invention may be represented by the following structural formula- R(OH) 1&(CQOH) 10 wherein R. is a hydrocarbon radical having from 1 to 5 carbon atoms and n represents the numeral 1 or 2, the acids being water-soluble.
  • Example 1 1500 parts by weight of high quality oleic acid are mixed with 500 parts of 98% glycerine and the mixture is heated at 250 C. for about two hours while maintaining vigorous agitation of the mass. After the completion of the reaction, the mixture is then cooled and there is added thereto 958 parts of lactic acid containing approximately 15% of water. This mixture is gradually heated in high vacuum to a temperature of 180 C. over a period of three hours, and the temperature of the mixture is maintained at approximately this temperature for about two hours. This completes the formation of the triglyceride. The product is then treated in vacuo at 180 C. with a current of CO: to remove any free acid or glycerine.
  • the product is then mixed with usual shortening materials, such as oils or fats of vegetable or animalorigin, in the ratio of 1 part of the new reaction product to about 9 parts of the shortening material. This is accomplished by mixing the melted ingredients together, deodorizing, and then chilling on refrigerated rolls or other devices.
  • usual shortening materials such as oils or fats of vegetable or animalorigin
  • the resulting mixture may then be used for shortening purposes, as for example in the following formula for cake:
  • Example 2 A commercial vegetable oil shortening of the following properties was used:
  • Distilled lactic acid was prepared by vacuum distillation of commercial 50% lactic acid. This was done by removing the water under a vacuum of mm. After the water was removed the temperature was raised, and the fraction boiling at 131-180 C. at 8 mm. was collected. This fraction analyzed 102% lactic acid due to the presence content was reduced to .596 FFA. I position when added to ordinary shortening to,
  • present invention contemplates a fully esterifled product wherein the hydroxy acid is combined with the glycerine molecule.
  • som lactides To 1200 parts of the reaction product of the glycerine and shortening oil, which comprised a mixture of tri-, monoand di-glycer ides, were added 500 parts of the concentrated 102% lactic acid. This was done by adding the lactic acid slowly to the heated oil at C. and 20 mm. vacuum. All the lactic acid was added over a period of 3% hours, after which the temperature was gradually raised to C; There- Although the invention has been described s'e ting forth several specific embodiments thereof, the invention is not limited thereto butvarious' modifications may e m de in the details thereof within the spirit of the invention. Other watersoluble carboxy acids maybe used in place of 1 the lactic acid set forth in the specific example.
  • a shortening agent comprising a glyceride oil having shortening properties, and the reaction 1 products of monoand diglycerides ofhlgher fatty acids of vegetable and animal oils with a water soluble acid having the general formulamonmcoomkwherein R represents hydrocarbon groups having from 1 to 5 carbon atoms, andm is 1 or 2, the
  • a shortening agent comprising a glycerid oil having shortening properties, and the reaction products of mono and diglycerides of higher fatty acids of vegetable and animal oils with lactic acid; the OH groups of the glycerine being substantially full esterified.
  • a shortening agent comprising a glyceride oil havingshortening properties, and the reaction productsof monoand diglycerids (if-higher fatty acids of vegetable oils and animal 5 hydroxybutyric acid, the OH groups of the g1yce:- ine being substantially fully esterified.
  • a shortening agent comprising a glyceride oil having shortening properties, and the reaction products of monoand diglycerides of oleic acid with a water soluble acid having the general formulawherein R represents hydrocarbon group havin from 1 to 5 carbon atoms, and n is 1 or 2, the OH groups of the glycerine radical being substantially fully esterifled.
  • a shortening agent comprising the reaction product of a substance taken from the class consisting of monoand di-glycerides of fatty acids having 12 to 20 carbon atoms, with a water soluble acid having the general formulawherein R represents hydrocarbon groups having from 1 to 5 carbon atoms, and n is 1 or 2.
  • reaction product of a substance taken from the class consisting of monoand diglycerides of fatty acids having 12 to 20 carbon atoms, with a water soluble acid having the general formula-- RUOH) 11(COOH) 71 wherein R represents hydrocarbon groups having Irom 1 to 5 carbon atoms, and n is 1 or 2.
  • a shortening agent comprising a glyceride 6 oil having shortening properties, and the reaction products of monoand diglycerides of higher fatty acids of vegetable and animal oils with a water soluble acid having the general formula- R(OH) (COOH) REFERENCES CITED
  • the following references are of record in the file of this patent:

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Fats And Perfumes (AREA)
  • Bakery Products And Manufacturing Methods Therefor (AREA)

Description

Patented May 30, 1950 SHORTENING AGENT George Ban-sky, New York, N. Y,, assignor to E. F. Drew & Co. Inc., New York, N. Y., a corporation of Delaware No Drawing.
, Claims. 1
This invention is directed to shortening materials, more particularly, a shortening of the type wherein fatty acids are combined with glycerine.
A considerable number of years ago, it was proposed to use the monoand di-glycerides of higher fatty acids, particularly the fatty acids of'vegetable and animal oils of the glyceride type, as shortening materials in various baking processes. It has also been proposed to hydrogenate compounds of this character and add the same to an oil or fat whereby a mixture is obtained which is used for the same purpose. In compositions of this kind, the diglycerides have been stated to be inferior to the monoglycerides, on the basis that where there are two unesterifled hydroxy groups in each molecule, a higher efficiency for shortening purpose is obtained.
In accordance with the present invention it has been found that a shortening agent may be made containing the glycerides of fatty acids, but one in which the final products are substantially neutral triglycerides wherein all of the hydroxy groups of the glyceride molecules are substantially fully esterifled. Various advantages result from the use of agents of this type in baking processes.
In accordance with the present invention, there are first formed either mono or diglycerides of the higher fatty acids in a manner well known for a long time. The fatty acids used may be those of any of the common vegetable oils, such a cottonseed, soya bean, cocoanut, and the like,
or the oils themselves may be used to make the mono or diglycerides.
In general, those higher fatty acids having an even number of carbon atoms from 12 to 20 and occurring quite commonly in nature in various oils and fats, have been found most suitable for the present invention.
Such compounds have one or two of the hydroxy groups of each glycerinermolecule unesterifiecl or free. In accordance with the present invention, such compounds are reacted with an organic hydroxy acid of not over six carbon atoms, for instance, having the general formula RF-CHOH-COOH wherein R represents a hydrogen group or a hydrocarbon group having one to four carbon atoms. Therefore, the acids used in the present invention have from two to six carbon atoms in the molecule, and the OH group is attached to the a carbon atom.
A reaction is caused to occur between the glyceride and the hydroxy acid whereby all of the Application November 26, 1946, Serial No. 712,243
OH groups of the glyceride are substantially fully esterifled and a neutral product is obtained. Among the hydroxy acids which have been found quite suitable for the purpose are lactic acid and hydroxybutyric acid.
The structure of the compounds included in the present invention may be represented by the following structural formula- R(OH) 1&(CQOH) 10 wherein R. is a hydrocarbon radical having from 1 to 5 carbon atoms and n represents the numeral 1 or 2, the acids being water-soluble.
The following are specific examples of the production of mixed triglycerides, in accordance with the present invention, and adapted for use as shortening agents:
Example 1 1500 parts by weight of high quality oleic acid are mixed with 500 parts of 98% glycerine and the mixture is heated at 250 C. for about two hours while maintaining vigorous agitation of the mass. After the completion of the reaction, the mixture is then cooled and there is added thereto 958 parts of lactic acid containing approximately 15% of water. This mixture is gradually heated in high vacuum to a temperature of 180 C. over a period of three hours, and the temperature of the mixture is maintained at approximately this temperature for about two hours. This completes the formation of the triglyceride. The product is then treated in vacuo at 180 C. with a current of CO: to remove any free acid or glycerine.
The product is then mixed with usual shortening materials, such as oils or fats of vegetable or animalorigin, in the ratio of 1 part of the new reaction product to about 9 parts of the shortening material. This is accomplished by mixing the melted ingredients together, deodorizing, and then chilling on refrigerated rolls or other devices.
The resulting mixture may then be used for shortening purposes, as for example in the following formula for cake:
Grams Cake flour 812 Shortening 180 Granulated sugar 848 Baking powder 8.75 Salt 10.5 skimmed liquid milk 148 Egg whites Skimmed liquid milk 105 The composition containing the shortening of the present invention was baked at 350 F. for 1% hours. In order to obtain a comparison, a duplicate mixture was made using the usual shortening without the addition of the reaction product described above, the proportions of the ingredients being exactly the same as set forth above. The cake was baked under the same conditions. As a result, with the new shortening material a much larger volume of cake was obtained from the same amount of ingredients. The texture and grain thereof was superior to those of the upon current of carbon dioxide was blown through the mixture under vacumn until the-acid f This new com cake made with the ordinary shortening. With the prior art shortening, the cake was soggy and sticky while that formed with the present invention was uniformly attractive. The taste of the cake made with the present shortening was equal to that made with the prior art shortening under conditions more favorable for the prior art shortening.
Cakes were also made up with the following formula:
With this formula results with the shortening mixture of the present invention were greatly superior to those of the prior art shortening.
Example 2 A commercial vegetable oil shortening of the following properties was used:
Saponiflcation valu 196.2 FFA per cent .03 Iodine value 71.4 Wiley melting point F. 110.6 Congeal point C. 35.5
2824 parts of this shortening material was mixed with 707 parts of C. P. glycerine. This was heated to 435 F. in three hours with vigorous agitation. In three hours more it was heated to 470 F. It was held between 47049051. for 12 hours; all this was with vigorous agitation and with a reflux condenser to prevent escape of glycerine. The product was then cooled. It now had the following analysis:
Saponification value 168.5 FFA per cent-.. .55 Iodine value 58.6 Acetyl value 162.5
Distilled lactic acid. was prepared by vacuum distillation of commercial 50% lactic acid. This was done by removing the water under a vacuum of mm. After the water was removed the temperature was raised, and the fraction boiling at 131-180 C. at 8 mm. was collected. This fraction analyzed 102% lactic acid due to the presence content was reduced to .596 FFA. I position when added to ordinary shortening to,
theextent of about 10% produces an excellent cake whereas the ordinary shortening with the same cake formula does-not by itself yield an acceptable product.
I am aware that 'it has previously beenproposed to add lactic'acid and other acids such acetic to compositions used as substitutes-for butter. However, in such compositions the lactic acid was not a reactant and was not combined with any of the other ingredients, but the mixture contained free lactic acid, probably in give the composition a well deflned acidity. This was not for the purpose of improving the butter substitute as a shortening agent, but for other totally different purposes, mainly, in order togive the composition a desired taste which ordinarily might be lacking from the butter substitute. The
present invention contemplates a fully esterifled product wherein the hydroxy acid is combined with the glycerine molecule.
of som lactides. To 1200 parts of the reaction product of the glycerine and shortening oil, which comprised a mixture of tri-, monoand di-glycer ides, were added 500 parts of the concentrated 102% lactic acid. This was done by adding the lactic acid slowly to the heated oil at C. and 20 mm. vacuum. All the lactic acid was added over a period of 3% hours, after which the temperature was gradually raised to C; There- Although the invention has been described s'e ting forth several specific embodiments thereof, the invention is not limited thereto butvarious' modifications may e m de in the details thereof within the spirit of the invention. Other watersoluble carboxy acids maybe used in place of 1 the lactic acid set forth in the specific example.
Among the acids which are suitable for the pur pose are the following:
Glycolic acid, crno -cooH Sarcolactic acid. CHzCHOHCOOI-I Hydracrylic acid, CHzOHCI-IzCOOH Hydroxybutyric acid, cmoncmcmcoorr Y Malic acid, HOOC-CHOH-CHzCOOH Other acids .of similar character are also suitable; they may have odd or even numbers of carbon atoms and they may be straight chain or branched chain compounds.
When a hydroxy acid having more than one carboxy group is used for the utilization of the monoor di-glycerides, poly-esters are formed. These and other changes may be made in the details of the invention without departin from the principles set forth herein and the invention is therefor to be broadl construed and not to be limited except b the character of the claims appended hereto.
I claim:
1. A shortening agent comprising a glyceride oil having shortening properties, and the reaction 1 products of monoand diglycerides ofhlgher fatty acids of vegetable and animal oils with a water soluble acid having the general formulamonmcoomkwherein R represents hydrocarbon groups having from 1 to 5 carbon atoms, andm is 1 or 2, the
OH groups of the glycerine radicalbeing substantially fully esterifled.
2. A shortening agent comprising a glycerid oil having shortening properties, and the reaction products of mono and diglycerides of higher fatty acids of vegetable and animal oils with lactic acid; the OH groups of the glycerine being substantially full esterified.
"3. A shortening agent comprising a glyceride oil havingshortening properties, and the reaction productsof monoand diglycerids (if-higher fatty acids of vegetable oils and animal 5 hydroxybutyric acid, the OH groups of the g1yce:- ine being substantially fully esterified.
4. A shortening agent comprising a glyceride oil having shortening properties, and the reaction products of monoand diglycerides of oleic acid with a water soluble acid having the general formulawherein R represents hydrocarbon group havin from 1 to 5 carbon atoms, and n is 1 or 2, the OH groups of the glycerine radical being substantially fully esterifled.
5. A shortening agent comprising the reaction product of a substance taken from the class consisting of monoand di-glycerides of fatty acids having 12 to 20 carbon atoms, with a water soluble acid having the general formulawherein R represents hydrocarbon groups having from 1 to 5 carbon atoms, and n is 1 or 2.
6. The reaction product of a substance taken from the class consisting of monoand diglycerides of fatty acids having 12 to 20 carbon atoms, with a water soluble acid having the general formula-- RUOH) 11(COOH) 71 wherein R represents hydrocarbon groups having Irom 1 to 5 carbon atoms, and n is 1 or 2.
7. A shortening agent comprising a glyceride 6 oil having shortening properties, and the reaction products of monoand diglycerides of higher fatty acids of vegetable and animal oils with a water soluble acid having the general formula- R(OH) (COOH) REFERENCES CITED The following references are of record in the file of this patent:
UNITED STATES PATENTS Number Name Date 470,714 Sommer Mar. 15, 1892 1,505,550 Grun Aug. 19, 1924 1,547,571 Ellis H July 28, 1925 2,236,569 Grettie Apr. 1, 1941 2,266,591 Eckey Dec. 16, 1941 2,329,116 Tucker Sept. 7, 1943 V

Claims (1)

1. A SHORTENING AGENT COMPRISING A GLYCERIDE OIL HAVING SHORTENING PROPERTIES, AND THE REACTION PRODUCTS OF MONO- AND DIGLYCERIDES OF HIGHER FATTY ACIDS OF VEGETABLE AND ANIMAL OILS WITH A WATER SOLUBLE ACID HAVING THE GENERAL FORMULA-
US712243A 1946-11-26 1946-11-26 Shortening agent Expired - Lifetime US2509414A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US712243A US2509414A (en) 1946-11-26 1946-11-26 Shortening agent

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US712243A US2509414A (en) 1946-11-26 1946-11-26 Shortening agent

Publications (1)

Publication Number Publication Date
US2509414A true US2509414A (en) 1950-05-30

Family

ID=24861321

Family Applications (1)

Application Number Title Priority Date Filing Date
US712243A Expired - Lifetime US2509414A (en) 1946-11-26 1946-11-26 Shortening agent

Country Status (1)

Country Link
US (1) US2509414A (en)

Cited By (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2690971A (en) * 1950-12-16 1954-10-05 Glidden Co Edible shortening agent
US2773771A (en) * 1952-06-05 1956-12-11 Glidden Co Synergistic compositions of matter comprising the alcohol-soluble moiety of vegetal lecithin
US2864703A (en) * 1954-04-01 1958-12-16 Glenn Lab Liquid shortenings and method of improving baked goods
US2864705A (en) * 1954-08-31 1958-12-16 Glenn Lab Liquid shortenings
US2957932A (en) * 1954-08-04 1960-10-25 Glidden Co Oil-soluble emulsifying agent
US2966412A (en) * 1959-12-14 1960-12-27 Rath Packing Company Itaconic acid-modified triglyceride shortening composition and method of preparing the same
US2968562A (en) * 1958-01-21 1961-01-17 Nat Dairy Prod Corp Shortening
US2970055A (en) * 1959-12-14 1961-01-31 Rath Packing Company Triglyceride shortening composition and method for preparing the same
US2982662A (en) * 1957-07-10 1961-05-02 Glidden Co Process of preparing batters adapted for refrigerated storage
US2988483A (en) * 1960-10-19 1961-06-13 Drew & Co Inc E F Alchol soluble glycerides
US2988484A (en) * 1956-07-24 1961-06-13 Drew & Co Inc E F Alcohol soluble pharmaceutical compositions
US3004853A (en) * 1958-05-13 1961-10-17 Glidden Co Shortening composition and emulsifier system therefor
US3006772A (en) * 1958-03-05 1961-10-31 Konink Stearine Kaarsenfabriek Margarine, antispattering substance and method of manufacturing the same
US3011892A (en) * 1958-08-04 1961-12-05 Commercial Solvents Corp Method of manufacturing high melting digestible fat components of feeds
US3051577A (en) * 1959-07-02 1962-08-28 Drew Chem Corp Glyceryl lacto esters in coatings
US3098748A (en) * 1960-03-24 1963-07-23 Peter P Noznick Whipping and powdered shortening compositions
US3158487A (en) * 1961-03-28 1964-11-24 Lever Brothers Ltd Emulsifier and method of making same
US3165416A (en) * 1961-11-20 1965-01-12 Armour & Co Method of coating freeze-dried meat
US3173796A (en) * 1962-02-01 1965-03-16 Lever Brothers Ltd Treatment of lactylated glyceride esters
US3230091A (en) * 1961-09-12 1966-01-18 Lever Brothers Ltd Pressurized dessert toppings
DE1219467B (en) * 1960-11-03 1966-06-23 Armour & Co Process for the preparation of mixed esters preferably containing diglycerides
US3369907A (en) * 1964-07-24 1968-02-20 Atlas Chem Ind Preparation of yeast-raised baked products employing a blend of a monoglyceride and a lower monocarboxylic acid ester of a polyhydric alcohol
US3394009A (en) * 1964-07-24 1968-07-23 Atlas Chem Ind Preparation of baked products
US4209451A (en) * 1977-07-16 1980-06-24 Th. Goldschmidt Ag Process for the manufacture of mixed esters from hydroxycarboxylic acids and partial glycerides of fatty acids
US4524086A (en) * 1983-12-27 1985-06-18 Scm Corporation Hard butters and compositions made therewith
US20050026999A1 (en) * 2003-05-27 2005-02-03 Danisco A/S Composition comprising lactic acid esters of mono-and diglycerides of fatty acids, an emulsifier containing the same and its use

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US470714A (en) * 1892-03-15 Solution of lactic acid in oils and fats
US1505560A (en) * 1921-04-05 1924-08-19 Firm Georg Schicht A G Method of manufacturing nutritious fats
US1547571A (en) * 1920-10-30 1925-07-28 Ellis Carleton Synthetic edible fat
US2236569A (en) * 1936-08-12 1941-04-01 Donald P Grettie Shortening treatment
US2266591A (en) * 1938-10-14 1941-12-16 Procter & Gamble Process of improving salad oils
US2329116A (en) * 1942-01-06 1943-09-07 Westinghouse Electric & Mfg Co Bimetallic valve for automatic coffee makers

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US470714A (en) * 1892-03-15 Solution of lactic acid in oils and fats
US1547571A (en) * 1920-10-30 1925-07-28 Ellis Carleton Synthetic edible fat
US1505560A (en) * 1921-04-05 1924-08-19 Firm Georg Schicht A G Method of manufacturing nutritious fats
US2236569A (en) * 1936-08-12 1941-04-01 Donald P Grettie Shortening treatment
US2266591A (en) * 1938-10-14 1941-12-16 Procter & Gamble Process of improving salad oils
US2329116A (en) * 1942-01-06 1943-09-07 Westinghouse Electric & Mfg Co Bimetallic valve for automatic coffee makers

Cited By (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2690971A (en) * 1950-12-16 1954-10-05 Glidden Co Edible shortening agent
US2773771A (en) * 1952-06-05 1956-12-11 Glidden Co Synergistic compositions of matter comprising the alcohol-soluble moiety of vegetal lecithin
US2864703A (en) * 1954-04-01 1958-12-16 Glenn Lab Liquid shortenings and method of improving baked goods
US2957932A (en) * 1954-08-04 1960-10-25 Glidden Co Oil-soluble emulsifying agent
US2864705A (en) * 1954-08-31 1958-12-16 Glenn Lab Liquid shortenings
US2988484A (en) * 1956-07-24 1961-06-13 Drew & Co Inc E F Alcohol soluble pharmaceutical compositions
US2982662A (en) * 1957-07-10 1961-05-02 Glidden Co Process of preparing batters adapted for refrigerated storage
US2968562A (en) * 1958-01-21 1961-01-17 Nat Dairy Prod Corp Shortening
US3006772A (en) * 1958-03-05 1961-10-31 Konink Stearine Kaarsenfabriek Margarine, antispattering substance and method of manufacturing the same
US3004853A (en) * 1958-05-13 1961-10-17 Glidden Co Shortening composition and emulsifier system therefor
US3011892A (en) * 1958-08-04 1961-12-05 Commercial Solvents Corp Method of manufacturing high melting digestible fat components of feeds
US3051577A (en) * 1959-07-02 1962-08-28 Drew Chem Corp Glyceryl lacto esters in coatings
US2970055A (en) * 1959-12-14 1961-01-31 Rath Packing Company Triglyceride shortening composition and method for preparing the same
US2966412A (en) * 1959-12-14 1960-12-27 Rath Packing Company Itaconic acid-modified triglyceride shortening composition and method of preparing the same
US3098748A (en) * 1960-03-24 1963-07-23 Peter P Noznick Whipping and powdered shortening compositions
US2988483A (en) * 1960-10-19 1961-06-13 Drew & Co Inc E F Alchol soluble glycerides
DE1219467B (en) * 1960-11-03 1966-06-23 Armour & Co Process for the preparation of mixed esters preferably containing diglycerides
US3158487A (en) * 1961-03-28 1964-11-24 Lever Brothers Ltd Emulsifier and method of making same
US3230091A (en) * 1961-09-12 1966-01-18 Lever Brothers Ltd Pressurized dessert toppings
US3165416A (en) * 1961-11-20 1965-01-12 Armour & Co Method of coating freeze-dried meat
US3173796A (en) * 1962-02-01 1965-03-16 Lever Brothers Ltd Treatment of lactylated glyceride esters
US3369907A (en) * 1964-07-24 1968-02-20 Atlas Chem Ind Preparation of yeast-raised baked products employing a blend of a monoglyceride and a lower monocarboxylic acid ester of a polyhydric alcohol
US3394009A (en) * 1964-07-24 1968-07-23 Atlas Chem Ind Preparation of baked products
US4209451A (en) * 1977-07-16 1980-06-24 Th. Goldschmidt Ag Process for the manufacture of mixed esters from hydroxycarboxylic acids and partial glycerides of fatty acids
US4524086A (en) * 1983-12-27 1985-06-18 Scm Corporation Hard butters and compositions made therewith
US20050026999A1 (en) * 2003-05-27 2005-02-03 Danisco A/S Composition comprising lactic acid esters of mono-and diglycerides of fatty acids, an emulsifier containing the same and its use

Similar Documents

Publication Publication Date Title
US2509414A (en) Shortening agent
US2690971A (en) Edible shortening agent
EP2194792B2 (en) Composition suitable for use in baking
DE69612011T3 (en) COMPOSITION BASED ON FISH OIL
DE69504038T2 (en) Fat mixtures containing diglycerides
US2726158A (en) Hard butter and process therefor
JPH0748980B2 (en) Margarine fat mixture and method for producing the same
JPH025385B2 (en)
DE1910062A1 (en) Margarine fat and process for its manufacture
EP0121948B1 (en) Process for producing a fat having butter-like properties and a reduced tendency to develop graininess
JPH04261497A (en) Purification of oil and fat rich in diglyceride
JPH0138440B2 (en)
US3208857A (en) Fluid shortening for cream icings
JP4900996B2 (en) Method for producing oil and fat composition
US3748348A (en) Directed-interesterified glyceridic oils having a high linoleic acid content and process for their production
US2892721A (en) Synthetic butterfat and process of making same
US3145109A (en) Shortening product and method of making thereof
JP6644451B2 (en) Oil composition for cake and cake containing the oil composition for cake
US2957932A (en) Oil-soluble emulsifying agent
US1505560A (en) Method of manufacturing nutritious fats
CN118414090A (en) Hard solid fat composition and preparation method and use thereof
JP2020080862A (en) Oil and fat composition for folding
US2874175A (en) Process for making fatty acid diglyceride, diesters of dibasic acids
US3397996A (en) All-purpose shortening composition
JP4347559B2 (en) Oil composition for frying, oil crystal growth inhibitor for frying