GB765525A - A process for the preparation of dialkyl monoalkali metal phosphates - Google Patents
A process for the preparation of dialkyl monoalkali metal phosphatesInfo
- Publication number
- GB765525A GB765525A GB4046/55A GB404655A GB765525A GB 765525 A GB765525 A GB 765525A GB 4046/55 A GB4046/55 A GB 4046/55A GB 404655 A GB404655 A GB 404655A GB 765525 A GB765525 A GB 765525A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reaction mixture
- mixture
- solvent
- phosphorus oxychloride
- alcohol
- 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
- 229910001463 metal phosphate Inorganic materials 0.000 title abstract 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 6
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 abstract 4
- 239000011541 reaction mixture Substances 0.000 abstract 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 239000003513 alkali Substances 0.000 abstract 3
- 239000003518 caustics Substances 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- 239000001488 sodium phosphate Substances 0.000 abstract 3
- 239000002904 solvent Substances 0.000 abstract 3
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 abstract 2
- 150000001491 aromatic compounds Chemical class 0.000 abstract 2
- 230000032050 esterification Effects 0.000 abstract 2
- 238000005886 esterification reaction Methods 0.000 abstract 2
- 230000007062 hydrolysis Effects 0.000 abstract 2
- 238000006460 hydrolysis reaction Methods 0.000 abstract 2
- 238000006386 neutralization reaction Methods 0.000 abstract 2
- 229910000162 sodium phosphate Inorganic materials 0.000 abstract 2
- 235000011008 sodium phosphates Nutrition 0.000 abstract 2
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 abstract 1
- 229910000397 disodium phosphate Inorganic materials 0.000 abstract 1
- 235000019800 disodium phosphate Nutrition 0.000 abstract 1
- 239000012153 distilled water Substances 0.000 abstract 1
- 230000001804 emulsifying effect Effects 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 1
- 239000010410 layer Substances 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- -1 nonyl alcohols Chemical class 0.000 abstract 1
- 125000002347 octyl 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])[H] 0.000 abstract 1
- 239000012044 organic layer Substances 0.000 abstract 1
- 239000003208 petroleum Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 238000001256 steam distillation Methods 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 229920002994 synthetic fiber Polymers 0.000 abstract 1
- 239000000080 wetting agent 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
- C07F9/11—Esters of phosphoric acids with hydroxyalkyl compounds without further substituents on alkyl
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
- D06M13/282—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing phosphorus
- D06M13/292—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
Abstract
A dialkyl monoalkali metal phosphate is obtained by esterifying an alkanol with phosphorus oxychloride in a solvent which consists wholly or mainly of one or more aliphatic hydrocarbons and/or halogenated aliphatic hydrocarbons and mixing the entire resulting liquid reaction mixture, including the solvent, with a quantity of caustic alkali solution which is at least sufficient to cause hydrolysis and neutralization of the reaction mixture. The solvent should preferably contain not more than 7 per cent by weight of aromatic compounds and petroleum fractions which are free from or are poor in aromatic compounds are very suitable. It is also desirable to include in the reaction mixture during the caustic alkali treatment a small quantity of a polar organic substance which has no emulsifying effect, e.g. an alcohol which does not contain an aromatic group, such alcohol being preferably the same alcohol as that with which the esterification is effected. It is preferred to employ the alkanol and the phosphorus oxychloride in the exact molar ratio of 2 : 1. The esterification is preferably effected at between 0 DEG and 40 DEG C. whilst the combined hydrolysis and neutralization is preferably effected at between 40 DEG and 60 DEG C. Specified alkanols are those containing 4 to 17 carbon atoms in the molecule and particularly the heptyl, octyl and nonyl alcohols and the alcohols may be straight chain or branched. In an example phosphorus oxychloride is added over a period of 3 hours to a mixture of aromaticfree gasoline of boiling range 80 DEG to 110 DEG C. and 3,5,5-trimethylhexanol-1 the temperature being kept between 15 DEG and 20 DEG C. by cooling. The mixture is then stirred for another hour and part of the hydrogen chloride formed is then allowed to escape, the remainder being removed by gentle heating. The reaction mixture is then added at about 50 DEG C. to an excess of 10 per cent aqueous solution of sodium hydroxide and stirred until the caustic alkali content is constant. The mixture is then allowed to stand to form two layers which are separated. The upper organic layer is distilled to remove gasoline and distilled water is then added and the unconverted nonanol removed by vacuum steam distillation. The residue comprises dinonyl sodium phosphate and water with small amounts of nonanol and monononyl disodium phosphate. The dinonyl sodium phosphate is stated to be useful as a wetting agent and as an agent for imparting anti-static properties to synthetic fibres. Specification 459,520, [Group IV], is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL765525X | 1954-02-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB765525A true GB765525A (en) | 1957-01-09 |
Family
ID=19827607
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4046/55A Expired GB765525A (en) | 1954-02-12 | 1955-02-10 | A process for the preparation of dialkyl monoalkali metal phosphates |
Country Status (3)
| Country | Link |
|---|---|
| FR (1) | FR1124035A (en) |
| GB (1) | GB765525A (en) |
| NL (2) | NL185054B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2016006607A1 (en) * | 2014-07-07 | 2016-01-14 | ダイキン工業株式会社 | Liquid electrolyte, and method for manufacturing phosphate |
-
0
- NL NL84705D patent/NL84705C/xx active
- NL NLAANVRAGE8204905,A patent/NL185054B/en unknown
-
1955
- 1955-02-10 FR FR1124035D patent/FR1124035A/en not_active Expired
- 1955-02-10 GB GB4046/55A patent/GB765525A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2016006607A1 (en) * | 2014-07-07 | 2016-01-14 | ダイキン工業株式会社 | Liquid electrolyte, and method for manufacturing phosphate |
| JPWO2016006607A1 (en) * | 2014-07-07 | 2017-04-27 | ダイキン工業株式会社 | Electrolytic solution and method for producing phosphate |
Also Published As
| Publication number | Publication date |
|---|---|
| NL185054B (en) | |
| FR1124035A (en) | 1956-10-02 |
| NL84705C (en) |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US2005619A (en) | Esters of acids of phosphorus | |
| US2857370A (en) | Process of preparing ester and amide type anionic surface active agents | |
| US2052192A (en) | Boric acid esters | |
| GB959504A (en) | Saccharide polydicarboxylate half-esters and their uses | |
| GB765525A (en) | A process for the preparation of dialkyl monoalkali metal phosphates | |
| GB729376A (en) | Improvements in or relating to the preparation of basic metallic compounds of phenols | |
| US2367010A (en) | Amides and sulphonated derivatives | |
| US2014782A (en) | Preparation of inorganic acid esters of higher glycols | |
| US2898352A (en) | Ester type surface active agents | |
| GB816683A (en) | Improvements in detergent compositions | |
| GB716539A (en) | Dust-laying process | |
| US2684969A (en) | Process for the preparation of hydroxy amides from hydroxy amines and carboxylic acid halides | |
| US2772308A (en) | Cycloalkane phosphonyl chlorides | |
| US2341060A (en) | Sulphonated organic compound | |
| US2867645A (en) | Preparation of alkali metal salts of diesters of phosphoric acid | |
| US2811549A (en) | Process of preparing high solids beta-alanine detergents | |
| US2059273A (en) | Chemical compounds derivable from urea and ethylene oxide, and useful as textile assistants | |
| US2111820A (en) | Alkyl aromatic acetic acid and homologues thereof | |
| GB728997A (en) | Process for the esterification of dicarboxylic acids of high boiling and decomposition point with mono- or polyhydric alcohols | |
| US2027896A (en) | Production of alkyl sulphates of high molecular weight | |
| US2010727A (en) | Naphthenic alcohol esters of fatty acids | |
| US2514533A (en) | Diels-alder condensation products of certain polyolefinic, cyclic hydrocarbon fractions | |
| US3586490A (en) | Gelled hydrocarbon compositions | |
| US2894980A (en) | Preparation of alkoxysuccinic acid esters | |
| DE950636C (en) | Process for the preparation of alkyl and aryl silicic acid esters |