GB1032465A - Phosphorylated glyceride derivatives for use as emulsifying agents - Google Patents
Phosphorylated glyceride derivatives for use as emulsifying agentsInfo
- Publication number
- GB1032465A GB1032465A GB3941562A GB3941562A GB1032465A GB 1032465 A GB1032465 A GB 1032465A GB 3941562 A GB3941562 A GB 3941562A GB 3941562 A GB3941562 A GB 3941562A GB 1032465 A GB1032465 A GB 1032465A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oil
- glycerol
- product
- glycerolysis
- seed oil
- 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
Links
- 239000003995 emulsifying agent Substances 0.000 title abstract 2
- 125000005456 glyceride group Chemical group 0.000 title 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 6
- 239000000047 product Substances 0.000 abstract 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- 235000019484 Rapeseed oil Nutrition 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 235000019868 cocoa butter Nutrition 0.000 abstract 2
- 229940110456 cocoa butter Drugs 0.000 abstract 2
- 230000026731 phosphorylation Effects 0.000 abstract 2
- 238000006366 phosphorylation reaction Methods 0.000 abstract 2
- 238000001256 steam distillation Methods 0.000 abstract 2
- 150000003626 triacylglycerols Chemical class 0.000 abstract 2
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 abstract 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 abstract 1
- 240000002795 Guizotia abyssinica Species 0.000 abstract 1
- 235000003239 Guizotia abyssinica Nutrition 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- 235000019483 Peanut oil Nutrition 0.000 abstract 1
- 235000019485 Safflower oil Nutrition 0.000 abstract 1
- 244000299461 Theobroma cacao Species 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 230000000996 additive effect Effects 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 239000001099 ammonium carbonate Substances 0.000 abstract 1
- 235000012501 ammonium carbonate Nutrition 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 235000019219 chocolate Nutrition 0.000 abstract 1
- 235000012343 cottonseed oil Nutrition 0.000 abstract 1
- 239000002385 cottonseed oil Substances 0.000 abstract 1
- XJRPTMORGOIMMI-UHFFFAOYSA-N ethyl 2-amino-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate Chemical compound CCOC(=O)C=1SC(N)=NC=1C(F)(F)F XJRPTMORGOIMMI-UHFFFAOYSA-N 0.000 abstract 1
- 239000007789 gas Substances 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 239000011630 iodine Substances 0.000 abstract 1
- 239000000787 lecithin Substances 0.000 abstract 1
- 229940067606 lecithin Drugs 0.000 abstract 1
- 235000010445 lecithin Nutrition 0.000 abstract 1
- 230000008018 melting Effects 0.000 abstract 1
- 238000002844 melting Methods 0.000 abstract 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 abstract 1
- 229910052753 mercury Inorganic materials 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 239000003921 oil Substances 0.000 abstract 1
- 235000019198 oils Nutrition 0.000 abstract 1
- 239000000312 peanut oil Substances 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 235000005713 safflower oil Nutrition 0.000 abstract 1
- 239000003813 safflower oil Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 235000012424 soybean oil Nutrition 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G1/00—Cocoa; Cocoa products, e.g. chocolate; Substitutes therefor
- A23G1/30—Cocoa products, e.g. chocolate; Substitutes therefor
- A23G1/32—Cocoa products, e.g. chocolate; Substitutes therefor characterised by the composition containing organic or inorganic compounds
- A23G1/36—Cocoa products, e.g. chocolate; Substitutes therefor characterised by the composition containing organic or inorganic compounds characterised by the fats used
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G1/00—Cocoa; Cocoa products, e.g. chocolate; Substitutes therefor
- A23G1/30—Cocoa products, e.g. chocolate; Substitutes therefor
- A23G1/305—Products for covering, coating, finishing, decorating
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G1/00—Cocoa; Cocoa products, e.g. chocolate; Substitutes therefor
- A23G1/30—Cocoa products, e.g. chocolate; Substitutes therefor
- A23G1/56—Cocoa products, e.g. chocolate; Substitutes therefor making liquid products, e.g. for making chocolate milk drinks and the products for their preparation, pastes for spreading, milk crumb
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/10—Phosphatides, e.g. lecithin
- C07F9/103—Extraction or purification by physical or chemical treatment of natural phosphatides; Preparation of compositions containing phosphatides of unknown structure
-
- 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
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G2200/00—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF containing organic compounds, e.g. synthetic flavouring agents
- A23G2200/08—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF containing organic compounds, e.g. synthetic flavouring agents containing cocoa fat if specifically mentioned or containing products of cocoa fat or containing other fats, e.g. fatty acid, fatty alcohol, their esters, lecithin, paraffins
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- General Chemical & Material Sciences (AREA)
- Biochemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Inorganic Chemistry (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Abstract
Viscosity-reducing emulsifying agents are prepared by subjecting an at least partially unsaturated triglyceride to glycerolysis and phosphorylation, a vacuum steam distillation being carried out between these two reactions at a temperature sufficiently high to remove the glycerol by-product, but not so high as to cause the reverse reaction to occur. Suitable triglycerides are safflower oil, niger seed oil, ground nut oil, cocoa butter, soya oil, cottonseed oil, or rape seed oil, all of which may be unhardened or partially hardened; the preferred starting material is rape seed oil partially hardened to an Iodine Number of 70 to 80 and melting at 32 DEG to 37 DEG C. Glycerolysis may be effected by refluxing under nitrogen or CO2 at atmospheric pressure and at 290 DEG to 320 DEG C., whereby water is expelled but glycerol returned, for about 3 hours, using more than 1 molecule of glycerol to 2 molecules of triglyceride. Catalysts such as NaOH or sodium glyceroxide may be included. Excess glycerol may be stripped off by steam distillation at 190 DEG to 220 DEG C., below 2 inches absolute pressure of mercury. Phosphorylation may be effected with P2O5, or under vacuum with polyphosphoric or phosphoric acid; about 1/2 mole of P2O5 per 1 mole of glycerolysis product being used. Preferably the phosphorylated product is then neutralized, to a bromocresol purple colour change end point, with ammonia (gas or aqueous solution), ammonium carbonate, NaOH, or ethanolamine. The product is for use as an additive to molten chocolate to reduce the viscosity, for which purpose it may first be diluted with cocoa butter, and mixed with lecithin.
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3941562A GB1032465A (en) | 1962-10-18 | 1962-10-18 | Phosphorylated glyceride derivatives for use as emulsifying agents |
| LU44389D LU44389A1 (en) | 1962-10-18 | 1963-09-05 | |
| AT763063A AT262036B (en) | 1962-10-18 | 1963-09-23 | Process for the production of a viscosity-reducing and emulsifying or taste-improving agent intended for the chocolate industry |
| DE19631443609 DE1443609A1 (en) | 1962-10-18 | 1963-09-28 | Process for the production of an emulsifier, in particular for the production of chocolate |
| CH1261063A CH417299A (en) | 1962-10-18 | 1963-10-14 | Process for manufacturing an emulsifying substance |
| DK488163A DK114110B (en) | 1962-10-18 | 1963-10-16 | Process for the preparation of a viscosity reducing and emulsifying agent. |
| SE1142763A SE303231B (en) | 1962-10-18 | 1963-10-17 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3941562A GB1032465A (en) | 1962-10-18 | 1962-10-18 | Phosphorylated glyceride derivatives for use as emulsifying agents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1032465A true GB1032465A (en) | 1966-06-08 |
Family
ID=10409429
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3941562A Expired GB1032465A (en) | 1962-10-18 | 1962-10-18 | Phosphorylated glyceride derivatives for use as emulsifying agents |
Country Status (5)
| Country | Link |
|---|---|
| AT (1) | AT262036B (en) |
| CH (1) | CH417299A (en) |
| DK (1) | DK114110B (en) |
| GB (1) | GB1032465A (en) |
| LU (1) | LU44389A1 (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2123024A (en) * | 1982-06-23 | 1984-01-25 | Cadbury Schweppes Plc | Antioxidant synergists |
| US5464649A (en) * | 1992-10-30 | 1995-11-07 | Hershey Foods Corporation | Reduced fat confectionery products and process |
| WO2014067929A1 (en) | 2012-10-31 | 2014-05-08 | Akzo Nobel Chemicals International B.V. | Phosphated compounds as adhesion promoters |
| WO2016025730A1 (en) * | 2014-08-13 | 2016-02-18 | Vantage Specialties, Inc. | Chocolate compositions with controlled viscosity |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH526927A (en) * | 1971-01-14 | 1972-08-31 | Nestle Sa | Method of manufacturing a capsule of edible material |
-
1962
- 1962-10-18 GB GB3941562A patent/GB1032465A/en not_active Expired
-
1963
- 1963-09-05 LU LU44389D patent/LU44389A1/xx unknown
- 1963-09-23 AT AT763063A patent/AT262036B/en active
- 1963-10-14 CH CH1261063A patent/CH417299A/en unknown
- 1963-10-16 DK DK488163A patent/DK114110B/en unknown
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2123024A (en) * | 1982-06-23 | 1984-01-25 | Cadbury Schweppes Plc | Antioxidant synergists |
| US5464649A (en) * | 1992-10-30 | 1995-11-07 | Hershey Foods Corporation | Reduced fat confectionery products and process |
| US5709903A (en) * | 1992-10-30 | 1998-01-20 | Derry, Inc. | Reduced fat confectionery products and process |
| WO2014067929A1 (en) | 2012-10-31 | 2014-05-08 | Akzo Nobel Chemicals International B.V. | Phosphated compounds as adhesion promoters |
| US9637868B2 (en) | 2012-10-31 | 2017-05-02 | Akzo Nobel Chemicals International B.V. | Phosphated compounds as adhesion promoters |
| WO2016025730A1 (en) * | 2014-08-13 | 2016-02-18 | Vantage Specialties, Inc. | Chocolate compositions with controlled viscosity |
Also Published As
| Publication number | Publication date |
|---|---|
| DK114110B (en) | 1969-05-27 |
| CH417299A (en) | 1966-07-15 |
| LU44389A1 (en) | 1963-12-12 |
| AT262036B (en) | 1968-05-27 |
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