GB947157A - Production of emulsifiable products of lecithin-like character - Google Patents
Production of emulsifiable products of lecithin-like characterInfo
- Publication number
- GB947157A GB947157A GB6672/60A GB667260A GB947157A GB 947157 A GB947157 A GB 947157A GB 6672/60 A GB6672/60 A GB 6672/60A GB 667260 A GB667260 A GB 667260A GB 947157 A GB947157 A GB 947157A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- phosphoric acid
- mixture
- reacting
- esters
- 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
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 23
- 150000002148 esters Chemical class 0.000 abstract 17
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 15
- 229930195729 fatty acid Natural products 0.000 abstract 15
- 239000000194 fatty acid Substances 0.000 abstract 15
- 150000004665 fatty acids Chemical class 0.000 abstract 15
- 239000000203 mixture Substances 0.000 abstract 12
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 8
- 150000005846 sugar alcohols Polymers 0.000 abstract 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 7
- 239000000047 product Substances 0.000 abstract 7
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Substances OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 abstract 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 abstract 5
- 125000004432 carbon atom Chemical group C* 0.000 abstract 5
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 abstract 5
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 5
- AOHAPDDBNAPPIN-UHFFFAOYSA-N 3-Methoxy-4,5-methylenedioxybenzoic acid Chemical compound COC1=CC(C(O)=O)=CC2=C1OCO2 AOHAPDDBNAPPIN-UHFFFAOYSA-N 0.000 abstract 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 abstract 4
- PQMFVUNERGGBPG-UHFFFAOYSA-N (6-bromopyridin-2-yl)hydrazine Chemical compound NNC1=CC=CC(Br)=N1 PQMFVUNERGGBPG-UHFFFAOYSA-N 0.000 abstract 3
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 abstract 3
- PXRKCOCTEMYUEG-UHFFFAOYSA-N 5-aminoisoindole-1,3-dione Chemical compound NC1=CC=C2C(=O)NC(=O)C2=C1 PXRKCOCTEMYUEG-UHFFFAOYSA-N 0.000 abstract 3
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 abstract 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 3
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 abstract 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 abstract 3
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 239000004327 boric acid Substances 0.000 abstract 3
- XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical compound OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 abstract 3
- 235000011187 glycerol Nutrition 0.000 abstract 3
- 235000013772 propylene glycol Nutrition 0.000 abstract 3
- 229940005657 pyrophosphoric acid Drugs 0.000 abstract 3
- 235000002906 tartaric acid Nutrition 0.000 abstract 3
- 239000011975 tartaric acid Substances 0.000 abstract 3
- LLZRNZOLAXHGLL-UHFFFAOYSA-J titanic acid Chemical class O[Ti](O)(O)O LLZRNZOLAXHGLL-UHFFFAOYSA-J 0.000 abstract 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 abstract 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 abstract 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 2
- 239000005977 Ethylene Substances 0.000 abstract 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 abstract 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 230000001804 emulsifying effect Effects 0.000 abstract 2
- 230000032050 esterification Effects 0.000 abstract 2
- 238000005886 esterification reaction Methods 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 abstract 2
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 abstract 2
- 150000002888 oleic acid derivatives Chemical class 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 abstract 2
- 239000011574 phosphorus Substances 0.000 abstract 2
- 238000003756 stirring Methods 0.000 abstract 2
- 229960002703 undecylenic acid Drugs 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- XFVGXQSSXWIWIO-UHFFFAOYSA-N chloro hypochlorite;titanium Chemical compound [Ti].ClOCl XFVGXQSSXWIWIO-UHFFFAOYSA-N 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- 239000002778 food additive Substances 0.000 abstract 1
- 235000013373 food additive Nutrition 0.000 abstract 1
- 239000002960 lipid emulsion Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 235000005985 organic acids Nutrition 0.000 abstract 1
- 229910052719 titanium Inorganic materials 0.000 abstract 1
- 239000010936 titanium Substances 0.000 abstract 1
- 239000004408 titanium dioxide Substances 0.000 abstract 1
- -1 titanium ester Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/14—Derivatives of phosphoric acid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/24—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing atoms other than carbon, hydrogen, oxygen, halogen, nitrogen or sulfur, e.g. cyclomethicone or phospholipids
-
- 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
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/04—Esters of boric acids
-
- 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/003—Compounds containing elements of Groups 4 or 14 of the Periodic Table without C-Metal linkages
-
- 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
- C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- General Chemical & Material Sciences (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biochemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Materials Engineering (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Wood Science & Technology (AREA)
- Dermatology (AREA)
- Biophysics (AREA)
- Medicinal Preparation (AREA)
Abstract
A product having emulsifying properties and of lecithin-like character, and containing carbon, hydrogen, oxygen, nitrogen and phosphorus is obtained by reacting a partial ester, obtainable by reacting at least one fatty acid having 10 to 26 carbon atoms with at least one polyhydric alcohol, with at least one polyalkanol-amine in such molar proportions as to yield a mixture of esters each containing at least one free hydroxyl group per molecule and then reacting said mixture with a polyfunctional phosphoric acid to yield a product containing a reactive hydrogen atom in the molecule. Alternatively, the fatty acid partial ester obtainable as above and which contains at least one free hydroxy group may be mixed with a separately prepared ester containing at least one free hydroxyl group and formed between at least one such fatty acid and at least one polyalkanolamine and the mixture of esters then reacted with a polyfunctional phosphoric acid. Also, commercially available esters of appropriate fatty acids with polyhydric alcohols and polyalkanolamines may be used directly for reaction with the polyfunctional phosphoric acid provided the esters each contain at least one free hydroxy group. Suitable fatty acids for use in the process are lauric, myristic, palmitic, stearic, oleic and undecylenic acid. Mixtures of such acids may be used and mixtures of fatty acids containing 10 to 26 carbon atoms with fatty acids containing fewer than 10 carbon atoms may be also used. Specified polyhydric alcohols are ethylene glycol, propylene glycol and glycerine and specified poly alkanolamines are triethanolamine and tri-isopropanolamine. The polyfunctional phosphoric acid is suitably ortho-or pyro-phosphoric acid. Other physiologically acceptable inorganic and/or organic acids or derivatives thereof, e.g. boric, citric, or tartaric acid or derivatives of titanic acid e.g. titanium dioxide, titanium oxychloride or a titanium ester, may be used together with the phosphoric acid. The esterification with the polyhydric alcohols and with the polyalkanolamines is preferably carried out at elevated temperature with stirring whilst the esterification with the phosphoric acid may be effected with stirring after the initial ester mixture has cooled. The products have valuable emulsifying properties (see Divisions A2 and B1).ALSO:A water-fat emulsion contains as emulsifying agent a lecithin-like product containing carbon, hydrogen, oxygen, nitrogen, and phosphorus obtained by reacting a partial ester, obtainable by reacting at least one fatty acid having 10 to 26 carbon atoms with at least one polyhydric alcohol, with at least one polyalkanolamine in such molar proportions as to yield a mixture of esters each containing at least one free hydroxyl group per molecule and then reacting such mixture with a poly-functional phosphoric acid, e.g. ortho- or pyro-phosphoric acid, if desired in the presence of a physiologically acceptable acid or derivative thereof, e.g. boric, citric, or tartaric acid or a derivative of titanic acid, to yield a product containing a reactive hydrogen atom in the molecule (see Division C2). Alternatively, the fatty acid partial ester may be mixed with a separately prepared ester containing at least one free hydroxyl group and formed from a C10-C26 fatty acid and at least one polyalkanolamine and the mixture of esters then reacted with the phosphoric acid. Suitable fatty acids are lauric, myristic, stearic, palmitic, oleic and undecylenic acids, specified polyhydric alcohols are ethylene and propylene glycols and glycerine, and specified alkanolamines are triethanolamine and triisopropanolamine.ALSO:A food additive of lecithin-like properties, useful in preparing fat emulsions, is obtained by reacting at least one polyalkanolamine with a partial ester which is a reaction product of at least one fatty acid having 10 to 26 carbon atoms and at least one polyhydric alcohol, the proportions being such as to yield a mixture of esters each containing at least one free hydroxyl group per molecule, and then reacting such mixture with a polyfunctional phosphoric acid, e.g. ortho- or pyro-phosphoric acid, if desired in the presence of a physiologically acceptable acid or derivative thereof, e.g. boric, citric, or tartaric acid, or a derivative of titanic acid, to yield a product containing a reactive hydrogen atom in the molecule (see Division C2). Alternatively, the product may be prepared by mixing the fatty acid partial ester with a separately prepared ester containing at least one free hydroxyl group and formed from a C<ta>10</te>-C<ta>26</te> fatty acid and at least one polyalkanolamine and then reacting the mixture with the polyfunctional phosphoric acid. Specified fatty acids are lauric, myristic, stearic, palmitic, oleic and undecylenic acid; specified polyhydric alcohols are ethylene and propylene glycols, and glycerol; specified alkanolamines are triethanolamine and triisopropanolamine.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR787795A FR1217549A (en) | 1959-02-26 | 1959-02-26 | Synthetic emulsifiers and their manufacturing process |
| FR809404A FR76596E (en) | 1959-02-26 | 1959-11-05 | Synthetic emulsifiers and their manufacturing process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB947157A true GB947157A (en) | 1964-01-22 |
Family
ID=26183831
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB6672/60A Expired GB947157A (en) | 1959-02-26 | 1960-02-25 | Production of emulsifiable products of lecithin-like character |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE1418597A1 (en) |
| FR (1) | FR76596E (en) |
| GB (1) | GB947157A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3663235A (en) * | 1970-04-13 | 1972-05-16 | Lever Brothers Ltd | Process of preparing margarine containing diacyglycerophatide |
-
1959
- 1959-11-05 FR FR809404A patent/FR76596E/en not_active Expired
-
1960
- 1960-02-15 DE DE19601418597 patent/DE1418597A1/de active Pending
- 1960-02-25 GB GB6672/60A patent/GB947157A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3663235A (en) * | 1970-04-13 | 1972-05-16 | Lever Brothers Ltd | Process of preparing margarine containing diacyglycerophatide |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1418597A1 (en) | 1969-01-02 |
| FR76596E (en) | 1961-11-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US2450079A (en) | Waxy polyol ether-esters | |
| GB962919A (en) | Process for the preparation of emulsifiers for ointment base compositions | |
| JP2000514113A (en) | Colorless and transparent bar soap with excellent gentleness, foaming and coloring resistance | |
| US2322822A (en) | Oil and water emulsion containing electrolytes | |
| GB947157A (en) | Production of emulsifiable products of lecithin-like character | |
| US3184490A (en) | Organic aluminium compounds | |
| US2294140A (en) | Deodorant cream | |
| EP0283994B1 (en) | Triglyceride quaternary ammonium compounds, their preparation and use | |
| US3173934A (en) | Organic aluminum compounds | |
| JPS6396161A (en) | Production of fatty acid alkanolamide | |
| US2608563A (en) | Lanolin products | |
| GB665264A (en) | Improvements in or relating to improved detergent products and processes of preparing the same | |
| GB706506A (en) | Improvements in or relating to chocolate compositions and process for the stabilization of same to prevent bloom | |
| GB901307A (en) | Improvements in or relating to the manufacture of polyurethane materials | |
| US3012048A (en) | Method of making mixed glycerol esters of fatty and lactic acids | |
| US2398296A (en) | Emollient compositions | |
| US2224360A (en) | Process of manufacturing washing, cleansing, wetting, and emulsifying agents | |
| DE946917C (en) | Process for the production of mineral oil-soluble lanolin products, in particular for use in cosmetic preparations | |
| DE882705C (en) | Process for the preparation of new amide derivatives | |
| DE1922043C3 (en) | Process for the preparation of guanidine salts of carboxylic acids | |
| KR20020005320A (en) | Manufacturing Method for Liquid State of Sponge Cake improvement | |
| GB840097A (en) | Production of high molecular weight polyurethane plastics | |
| DE677698C (en) | Process for the preparation of quaternary heterocyclic ammonium salts bearing an acylated hydroxyl-bearing carbon radical | |
| US2089602A (en) | Cyclic ammonium salts and process | |
| ES256021A1 (en) | Procedure for the preparation of emulging products (Machine-translation by Google Translate, not legally binding) |