GB452508A - A process of manufacturing washing, cleansing, wetting and emulsifying agents and treatment baths containing the same - Google Patents
A process of manufacturing washing, cleansing, wetting and emulsifying agents and treatment baths containing the sameInfo
- Publication number
- GB452508A GB452508A GB2276/35A GB227635A GB452508A GB 452508 A GB452508 A GB 452508A GB 2276/35 A GB2276/35 A GB 2276/35A GB 227635 A GB227635 A GB 227635A GB 452508 A GB452508 A GB 452508A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phosphorus
- acid
- alcohol
- sulphonated
- polyhydric
- 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 3
- 239000003599 detergent Substances 0.000 title abstract 2
- 238000005406 washing Methods 0.000 title abstract 2
- 238000009736 wetting Methods 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 239000000080 wetting agent Substances 0.000 title 1
- 239000002253 acid Substances 0.000 abstract 13
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 12
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 11
- 229910052698 phosphorus Inorganic materials 0.000 abstract 11
- 239000011574 phosphorus Substances 0.000 abstract 11
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 abstract 9
- 150000001298 alcohols Chemical class 0.000 abstract 9
- 229910052796 boron Inorganic materials 0.000 abstract 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 8
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 6
- 239000003795 chemical substances by application Substances 0.000 abstract 5
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 5
- 239000000194 fatty acid Substances 0.000 abstract 5
- 229930195729 fatty acid Natural products 0.000 abstract 5
- 150000004665 fatty acids Chemical class 0.000 abstract 5
- 150000004820 halides Chemical class 0.000 abstract 5
- 239000000203 mixture Substances 0.000 abstract 5
- 239000007858 starting material Substances 0.000 abstract 5
- 150000005846 sugar alcohols Polymers 0.000 abstract 5
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 abstract 5
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 230000032050 esterification Effects 0.000 abstract 4
- 238000005886 esterification reaction Methods 0.000 abstract 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 4
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 abstract 4
- 229940084106 spermaceti Drugs 0.000 abstract 4
- 239000012177 spermaceti Substances 0.000 abstract 4
- 150000007513 acids Chemical class 0.000 abstract 3
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 abstract 3
- 239000004327 boric acid Substances 0.000 abstract 3
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 abstract 3
- 230000001804 emulsifying effect Effects 0.000 abstract 3
- 150000002148 esters Chemical class 0.000 abstract 3
- -1 glycerol ester Chemical class 0.000 abstract 3
- 239000000344 soap Substances 0.000 abstract 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 2
- XDJWZONZDVNKDU-UHFFFAOYSA-N 1314-24-5 Chemical compound O=POP=O XDJWZONZDVNKDU-UHFFFAOYSA-N 0.000 abstract 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 2
- 239000004386 Erythritol Substances 0.000 abstract 2
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 abstract 2
- 229940009714 erythritol Drugs 0.000 abstract 2
- 235000019414 erythritol Nutrition 0.000 abstract 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 abstract 2
- 230000004048 modification Effects 0.000 abstract 2
- 238000012986 modification Methods 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical compound CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 abstract 2
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 abstract 2
- VSAISIQCTGDGPU-UHFFFAOYSA-N phosphorus trioxide Inorganic materials O1P(O2)OP3OP1OP2O3 VSAISIQCTGDGPU-UHFFFAOYSA-N 0.000 abstract 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 2
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 abstract 2
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 abstract 2
- 235000000346 sugar Nutrition 0.000 abstract 2
- 210000002268 wool Anatomy 0.000 abstract 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 abstract 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 abstract 1
- SSZWWUDQMAHNAQ-UHFFFAOYSA-N 3-chloropropane-1,2-diol Chemical compound OCC(O)CCl SSZWWUDQMAHNAQ-UHFFFAOYSA-N 0.000 abstract 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005642 Oleic acid Substances 0.000 abstract 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 239000007844 bleaching agent Substances 0.000 abstract 1
- 229910021538 borax Inorganic materials 0.000 abstract 1
- 150000001638 boron Chemical class 0.000 abstract 1
- 229910000019 calcium carbonate Inorganic materials 0.000 abstract 1
- 229960000541 cetyl alcohol Drugs 0.000 abstract 1
- 229940015303 cetyl glycol Drugs 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000007689 inspection Methods 0.000 abstract 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 abstract 1
- 239000001095 magnesium carbonate Substances 0.000 abstract 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 abstract 1
- 239000000395 magnesium oxide Substances 0.000 abstract 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 abstract 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 abstract 1
- 238000006386 neutralization reaction Methods 0.000 abstract 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 abstract 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 150000002978 peroxides Chemical class 0.000 abstract 1
- 229960001922 sodium perborate Drugs 0.000 abstract 1
- PFUVRDFDKPNGAV-UHFFFAOYSA-N sodium peroxide Chemical compound [Na+].[Na+].[O-][O-] PFUVRDFDKPNGAV-UHFFFAOYSA-N 0.000 abstract 1
- 235000010339 sodium tetraborate Nutrition 0.000 abstract 1
- 150000008163 sugars Chemical class 0.000 abstract 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 239000011787 zinc oxide Substances 0.000 abstract 1
Classifications
-
- 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
- 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
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/34—Derivatives of acids of phosphorus
- C11D1/347—Other P-containing anionic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
Abstract
Wetting, washing, and emulsifying agents are prepared by esterifying at least one hydroxy group of a polybasic phosphorus or boron acid with an aliphatic alcohol containing eight or more carbon atoms and at least one hydroxy group with a polyhydric alcohol not containing more than six carbon atoms in the molecule. For the esterification, the phosphorus and boron acids themselves may be used or their oxides, halides or oxyhalides. The products may be sulphonated and the steps of esterification with the lower polyhydric alcohol and with the phosphorus or boron acid may be repeated. The non-sulphonated products improve the cleansing and emulsifying properties of soaps, sulphonic acids and sulphuric esters of higher alcohols and fatty acids. The products may also be treated with agents containing active oxygen, e.g. sodium peroxide or perborate or hydrogen peroxide whereby bleaching agents are obtained. In modifications, use is made of mixtures of higher alcohols and fatty acids as starting materials and the latter are treated first with halides, oxides, oxyhalides or acids of phosphorus or of boron and then with a polyhydric lower alcohol and are finally sulphonated or alternatively the starting materials are treated successively with (a) a polyhydric lower alcohol (b) a halide, oxide, oxyhalide or acid of phosphorus or boron, (c) a polyhydric lower alcohol and (d) a sulphonating agent. In examples: (1) cetyl alcohol and glycol are used for the esterification of a polybasic phosphorus or boron acid; phosphorus trioxide, phosphorus pentoxide, phosphorus oxychloride, phosphorus trichloride or phosphorus pentachloride may be used in place of the phosphorus acid; the hydrochloric acid, when liberated being neutralized with magnesium oxide or carbonate, calcium carbonate or zinc oxide; (2) boric acid is esterified first with lauryl alcohol and then with glycol; the product is sulphonated and may be treated with sodium borate; (3) the monoglycol ester of oleic acid is esterified by means of phosphorus pentachloride, and the product heated with anhydrous glycol and sulphonated; (4) wool fat is saponified, treated with phosphorus trichloride and, after neutralization converted into the glycerol ester by means of monochlorhydrin; the product is finally sulphonated; (5) the fatty acid-alcohol mixture obtained by saponifying spermaceti and decomposing the soap with acid is treated with boric acid and glycol and then sulphonated; (6) spermaceti is saponified and treated with glycolchlorhydrin; the resulting ester alcohol mixture is treated successively with phosphorus trichloride, anhydrous glycerol and a sulphonating agent; (7) lauryl alcohol is heated with phosphorus pentoxide, and ethylene oxide is introduced into the product. The use of propanediol, pentanediol, erythritol and alcohols obtained by the reduction of sugar is mentioned as polyhydric lower alcohols. When the products contain hydroxy groups at the end of two aliphatic residues ring compounds may be formed by loss of water. The Specification as open to inspection under Sect. 91 comprises also a further example in which a product obtained from saponified spermaceti, phosphorus trichloride and anhydrous glycol is sulphonated. This subject-matter does not appear in the Specification as accepted.ALSO:Emulsifying and cleansing agents are prepared by esterifying at least one hydroxy group of a polybasic phosphorus or boron acid with an aliphatic alcohol containing eight or more carbon atoms and at least one with a polyhydric alcohol not containing more than six carbon-atoms. The products may be sulphonated and the steps of esterification with the lower polyhydric alcohol and with the phosphorus or boron acid may be repeated. The non-sulphonated products improve the cleansing and emulsifying properties of soaps, sulphonic acids and sulphuric acid esters of higher alcohols and fatty acids. The products may also be treated with agents containing active oxygen, e.g. hydrogen peroxide or sodium perborate or peroxide. In modifications using mixtures of higher alcohols and fatty acids as starting materials, the latter are treated first with a halide, oxide, oxy halide or acid of phosphorus or boron and then with a polyhydric lower alcohol, and are finally sulphonated, or alternatively the starting materials are treated successively with (a) a polyhydric lower alcohol; (b) a halide, oxide, oxyhalide or acid of phosphorus or boron; (c) a polyhydric lower alcohol; and (d) a sulphonating agent. In examples, higher alcohols such as cetyl and lauryl alcohol and polyhydric lower alcohols such as glycerol or glycol are esterified with boric acid or with phosphorus penta oxide or chloride or phosphorus trioxide or chloride. A mixture of alcohol and fatty acid obtained by saponifying spermaceti or wool fat and acidifying may be used as starting material. Propanediol, pentanediol, erythritol and alcohols obtained by reducing sugars are also specified as lower polyhydric alcohols.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL452508X | 1934-01-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB452508A true GB452508A (en) | 1936-08-24 |
Family
ID=19786319
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2276/35A Expired GB452508A (en) | 1934-01-24 | 1935-01-23 | A process of manufacturing washing, cleansing, wetting and emulsifying agents and treatment baths containing the same |
Country Status (2)
| Country | Link |
|---|---|
| GB (1) | GB452508A (en) |
| NL (2) | NL39171C (en) |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2466394A (en) * | 1945-06-29 | 1949-04-05 | Eastman Kodak Co | Preparation of esters of acids of phosphorus |
| US2478377A (en) * | 1945-06-29 | 1949-08-09 | Eastman Kodak Co | Preparation of esters of acids of phosphorus |
| US2586897A (en) * | 1948-07-03 | 1952-02-26 | Victor Chemical Works | Detergent composition |
| DE942466C (en) * | 1951-07-06 | 1956-05-03 | Hoechst Ag | Methods for cleaning clothes and other textiles |
| US2830069A (en) * | 1953-05-04 | 1958-04-08 | Exxon Research Engineering Co | Process of preparing phosphoric acid esters |
| DE1032746B (en) * | 1952-07-10 | 1958-06-26 | Bayer Ag | Process for the production of neutral aromatic triesters of orthophosphoric acid |
| US2879283A (en) * | 1955-06-06 | 1959-03-24 | Monsanto Chemicals | Sulfoalkyl phosphorothioates and metal salts thereof |
| DE973122C (en) * | 1949-03-11 | 1959-12-03 | Hoechst Ag | Process for making shaped detergents |
| US2965509A (en) * | 1958-04-02 | 1960-12-20 | Du Pont | Thermofluid vehicles |
| DE975547C (en) * | 1950-01-21 | 1962-01-04 | Hoechst Ag | Process for the production of polycondensed phosphoric acid esters |
| US3251828A (en) * | 1962-10-23 | 1966-05-17 | Fmc Corp | Polyphosphoric acid esters of polyether polyols |
| DE977642C (en) * | 1949-04-13 | 1967-11-23 | Durand & Huguenin Ag | Wetting agents |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2990421A (en) * | 1958-04-01 | 1961-06-27 | Virginia Carolina Chem Corp | Neutral esters of phosphoric acid |
-
0
- NL NL41743D patent/NL41743C/xx active
- NL NL39171D patent/NL39171C/xx active
-
1935
- 1935-01-23 GB GB2276/35A patent/GB452508A/en not_active Expired
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2466394A (en) * | 1945-06-29 | 1949-04-05 | Eastman Kodak Co | Preparation of esters of acids of phosphorus |
| US2478377A (en) * | 1945-06-29 | 1949-08-09 | Eastman Kodak Co | Preparation of esters of acids of phosphorus |
| US2586897A (en) * | 1948-07-03 | 1952-02-26 | Victor Chemical Works | Detergent composition |
| DE973122C (en) * | 1949-03-11 | 1959-12-03 | Hoechst Ag | Process for making shaped detergents |
| DE977642C (en) * | 1949-04-13 | 1967-11-23 | Durand & Huguenin Ag | Wetting agents |
| DE975547C (en) * | 1950-01-21 | 1962-01-04 | Hoechst Ag | Process for the production of polycondensed phosphoric acid esters |
| DE942466C (en) * | 1951-07-06 | 1956-05-03 | Hoechst Ag | Methods for cleaning clothes and other textiles |
| DE1032746B (en) * | 1952-07-10 | 1958-06-26 | Bayer Ag | Process for the production of neutral aromatic triesters of orthophosphoric acid |
| US2830069A (en) * | 1953-05-04 | 1958-04-08 | Exxon Research Engineering Co | Process of preparing phosphoric acid esters |
| US2879283A (en) * | 1955-06-06 | 1959-03-24 | Monsanto Chemicals | Sulfoalkyl phosphorothioates and metal salts thereof |
| US2965509A (en) * | 1958-04-02 | 1960-12-20 | Du Pont | Thermofluid vehicles |
| US3251828A (en) * | 1962-10-23 | 1966-05-17 | Fmc Corp | Polyphosphoric acid esters of polyether polyols |
Also Published As
| Publication number | Publication date |
|---|---|
| NL39171C (en) | |
| NL41743C (en) |
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