GB1121683A - The production of phosphate esters - Google Patents
The production of phosphate estersInfo
- Publication number
- GB1121683A GB1121683A GB39263/65A GB3926365A GB1121683A GB 1121683 A GB1121683 A GB 1121683A GB 39263/65 A GB39263/65 A GB 39263/65A GB 3926365 A GB3926365 A GB 3926365A GB 1121683 A GB1121683 A GB 1121683A
- Authority
- GB
- United Kingdom
- Prior art keywords
- polypropylene glycol
- mole
- molecular weight
- acid
- salt
- 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
- 150000003014 phosphoric acid esters Chemical class 0.000 title abstract 2
- 229920001451 polypropylene glycol Polymers 0.000 abstract 7
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 abstract 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 4
- -1 alkyl phenol Chemical compound 0.000 abstract 4
- 150000003839 salts Chemical class 0.000 abstract 4
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical class CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 abstract 3
- 239000004094 surface-active agent Substances 0.000 abstract 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 239000007795 chemical reaction product Substances 0.000 abstract 2
- 239000007859 condensation product Substances 0.000 abstract 2
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 239000000194 fatty acid Substances 0.000 abstract 2
- 229930195729 fatty acid Natural products 0.000 abstract 2
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 abstract 2
- 229920000151 polyglycol Polymers 0.000 abstract 2
- 239000010695 polyglycol Substances 0.000 abstract 2
- 229920000137 polyphosphoric acid Polymers 0.000 abstract 2
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 235000011007 phosphoric acid Nutrition 0.000 abstract 1
- 150000003016 phosphoric acids Chemical class 0.000 abstract 1
- 229920000570 polyether Polymers 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
Classifications
-
- 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
- C11D1/345—Phosphates or phosphites
-
- 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
- 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
- C07F9/098—Esters of polyphosphoric acids or anhydrides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Fireproofing Substances (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Paper (AREA)
- Detergent Compositions (AREA)
Abstract
Phosphated polyethers are obtained by reacting at a temperature between 20 DEG and 145 DEG C. 1 mole of P2O5 as present in 110 to 120% polyphosphoric acid with 0.3 to 1.5 moles of a non-ionic surface-active agent which is (1) a condensation product of at least one mole of a C2-C4 alkylene oxide with one mole of a C3-C20 primary aliphatic alcohol, a C4-C8 cycloaliphatic alcohol, a phenol, an alkyl phenol, an aliphatic fatty acid having at least 8 carbon atoms or a polyglycol having a molecular weight between 1200 and 15,000 derived from ethylene oxide and a polypropylene glycol or substituted polypropylene glycol having a molecular weight of 300 to 3000 or (2) derived from the reaction product of ethylene oxide and a water-insoluble polypropylene glycol containing a -NH-CH2-CH2-NH-group or substituted polypropylene glycol having a molecular weight of 300 to 3000. The reaction may be carried out in the presence of 0.01 to 5% by weight of hypophosphorous acid or a salt thereof or phosphorous acid or a salt or ester thereof.ALSO:Phosphate esters are obtained by reacting at a temperature between 20 DEG and 145 DEG C. 1 mole of phosphorus pentoxide as present in 110-120% polyphosphoric acid with 0.3 to 1.5 moles of (a) a C3-C20 primary aliphatic alcohol, a C4-C8 cycloaliphatic alcohol or an ethylene glycol mono-C1-C6-alkyl ether or (b) a non-ionic surface-active agent which is a condensation product of at least 1 mole of a C2-C4 alkylene oxide with one mole of a C3-C20 primary aliphatic alcohol, a C4-C8 cycloaliphatic alcohol, phenol, an alkyl phenol, an aliphatic fatty acid having at least 8 carbon atoms or a polyglycol having a molecular weight between 1200 and 15,000 derived from a polypropylene glycol or substituted polypropylene glycol having a molecular weight of 300 to 3000 and ethylene oxide or (c) a non-ionic surface-active agent which is derived from the reaction product of ethylene oxide and a water-insoluble polypropylene glycol containing a -NHCH2CH2NH- group or substituted propylene glycol having a molecular weight of 300 to 3000. The reaction, the products of which are soluble in moderately concentrated aqueous alkali and contain mono- and di-phosphate esters, may be carried out in the presence of between 0.01 and 5% by weight of hypophosphorous acid or a salt thereof or phosphorous acid or a salt or ester thereof. The polyphophoric acid used is an equilibrium mixture of orthophosphoric, pyrophosphoric and higher linear phosphoric acids, and contains from 80 to 86.5% of P2O5.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US396700A US3331896A (en) | 1964-09-15 | 1964-09-15 | Method of preparing alkali soluble phosphate esters of hydroxylic organic compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1121683A true GB1121683A (en) | 1968-07-31 |
Family
ID=23568305
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB39263/65A Expired GB1121683A (en) | 1964-09-15 | 1965-09-14 | The production of phosphate esters |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3331896A (en) |
| BE (1) | BE669662A (en) |
| DE (1) | DE1518948B2 (en) |
| GB (1) | GB1121683A (en) |
| SE (1) | SE316754B (en) |
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996009305A1 (en) * | 1994-09-20 | 1996-03-28 | Kao Corporation | Process for the preparation of phosphoric monoester |
| WO1996017852A1 (en) * | 1994-12-09 | 1996-06-13 | Kao Corporation | Process for the preparation of phosophoric monoester |
| GB2330585A (en) * | 1997-10-16 | 1999-04-28 | Nalco Exxon Energy Chem Lp | Gelling agent for hydrocarbon liquid and method of use |
| EP1008599A1 (en) * | 1997-08-26 | 2000-06-14 | Daihachi Chemical Industry Co., Ltd. | Phosphoric ester compounds and process for producing the same, copper phosphoric ester compounds and process for producing the same, near infrared absorber, and near infrared absorbent acrylic resin composition |
| WO2004092186A1 (en) * | 2003-04-15 | 2004-10-28 | Vital Health Sciences Pty Ltd | Phosphates of secondary alcohols |
| EP2000460A1 (en) * | 2007-06-02 | 2008-12-10 | Dalli-Werke GmbH & Co. KG | New surfactants in detergent compositions |
| US7648710B2 (en) | 2001-06-06 | 2010-01-19 | Vital Health Sciences Pty Ltd. | Formulation containing phosphate derivatives of electron transfer agents |
| US8008345B2 (en) | 2001-07-27 | 2011-08-30 | Vital Health Sciences Pty. Ltd. | Dermal therapy using phosphate derivatives of electron transfer agents |
| US8529947B2 (en) | 2004-03-03 | 2013-09-10 | Vital Health Sciences Pty. Ltd. | Alkaloid formulations |
| US8652511B2 (en) | 2010-03-30 | 2014-02-18 | Phosphagenics Limited | Transdermal delivery patch |
| US8841342B2 (en) | 2002-08-09 | 2014-09-23 | Vital Health Sciences Pty. Ltd. | Carrier |
| US9168216B2 (en) | 2005-06-17 | 2015-10-27 | Vital Health Sciences Pty. Ltd. | Carrier comprising one or more di and/or mono-(electron transfer agent) phosphate derivatives or complexes thereof |
| US9561243B2 (en) | 2011-03-15 | 2017-02-07 | Phosphagenics Limited | Composition comprising non-neutralised tocol phosphate and a vitamin A compound |
| US10071030B2 (en) | 2010-02-05 | 2018-09-11 | Phosphagenics Limited | Carrier comprising non-neutralised tocopheryl phosphate |
| US10973761B2 (en) | 2015-12-09 | 2021-04-13 | Phosphagenics Limited | Pharmaceutical formulation |
| US11753435B2 (en) | 2016-12-21 | 2023-09-12 | Avecho Biotechnology Limited | Process |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3450803A (en) * | 1966-04-04 | 1969-06-17 | Upjohn Co | Preparation of poly (hydroxypropyl) polyphosphates |
| US3397051A (en) * | 1966-05-05 | 1968-08-13 | Gaf Corp | Herbicidal concentrate composition |
| US3532632A (en) * | 1967-02-10 | 1970-10-06 | Gaf Corp | Hydraulic fluids containing nonionic surface action agents and phosphate esters of nonionic surface active agents |
| US3787319A (en) * | 1969-04-02 | 1974-01-22 | Marathon Oil Co | Amine/phosphate composition useful as corrosion and scale inhibitor |
| US3686371A (en) * | 1969-05-22 | 1972-08-22 | Tadashi Hasegawa | Method for producing copolymerizable compound containing functional group of phosphoric acid |
| US4174283A (en) * | 1976-02-06 | 1979-11-13 | The Dow Chemical Company | Method of fracturing with gelled organic liquids |
| US4152289A (en) * | 1976-02-06 | 1979-05-01 | The Dow Chemical Company | Gelling of organic liquids |
| US4153066A (en) * | 1976-02-09 | 1979-05-08 | The Dow Chemical Company | Method of reducing friction loss |
| US4137190A (en) * | 1977-04-04 | 1979-01-30 | Gaf Corporation | Detergent composition comprising synergistic hydrotrope mixture of two classes of organic phosphate esters |
| US4316810A (en) * | 1978-04-20 | 1982-02-23 | Halliburton Company | Gelled oil base compositions and methods of preparation and use of same |
| JPS5686191A (en) * | 1979-12-17 | 1981-07-13 | Kao Corp | Preparation of phosphoric monoester |
| US4493782A (en) * | 1983-07-07 | 1985-01-15 | Amchem Products, Inc. | Cleansing compositions comprising ethoxylated alcohol monoesters of phosphoric acid |
| DE19951385A1 (en) * | 1999-10-26 | 2001-05-03 | Budenheim Rud A Oetker Chemie | Process for the preparation of phosphoric acid esters or phosphoric acid ester mixtures of polyols and their use |
| US8062512B2 (en) * | 2006-10-06 | 2011-11-22 | Vary Petrochem, Llc | Processes for bitumen separation |
| US7749379B2 (en) | 2006-10-06 | 2010-07-06 | Vary Petrochem, Llc | Separating compositions and methods of use |
| US7758746B2 (en) * | 2006-10-06 | 2010-07-20 | Vary Petrochem, Llc | Separating compositions and methods of use |
| US20140024560A1 (en) * | 2012-07-19 | 2014-01-23 | Intevep, S.A. | Drilling fluid using surfactant package |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE596967A (en) * | 1959-11-12 |
-
1964
- 1964-09-15 US US396700A patent/US3331896A/en not_active Expired - Lifetime
-
1965
- 1965-09-13 DE DE1518948A patent/DE1518948B2/en not_active Withdrawn
- 1965-09-14 GB GB39263/65A patent/GB1121683A/en not_active Expired
- 1965-09-14 SE SE11978/65A patent/SE316754B/xx unknown
- 1965-09-15 BE BE669662D patent/BE669662A/xx unknown
Cited By (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996009305A1 (en) * | 1994-09-20 | 1996-03-28 | Kao Corporation | Process for the preparation of phosphoric monoester |
| US5883280A (en) * | 1994-09-20 | 1999-03-16 | Kao Corporation | Process for the preparation of phosphoric monoester |
| WO1996017852A1 (en) * | 1994-12-09 | 1996-06-13 | Kao Corporation | Process for the preparation of phosophoric monoester |
| US6407277B1 (en) | 1994-12-09 | 2002-06-18 | Kao Corporation | Process for the preparation of phosphoric monoester |
| EP1008599A1 (en) * | 1997-08-26 | 2000-06-14 | Daihachi Chemical Industry Co., Ltd. | Phosphoric ester compounds and process for producing the same, copper phosphoric ester compounds and process for producing the same, near infrared absorber, and near infrared absorbent acrylic resin composition |
| EP1008599A4 (en) * | 1997-08-26 | 2001-12-12 | Daihachi Chem Ind | Phosphoric ester compounds and process for producing the same, copper phosphoric ester compounds and process for producing the same, near infrared absorber, and near infrared absorbent acrylic resin composition |
| US6410613B1 (en) | 1997-08-26 | 2002-06-25 | Kureha Kagaku Kogyo Kabushiki Kaisha | Phosphate compound and preparation process thereof, phosphate copper compound and preparation process thereof, near infrared ray absorber, and near infrared ray-absorbing acrylic resin composition |
| GB2330585A (en) * | 1997-10-16 | 1999-04-28 | Nalco Exxon Energy Chem Lp | Gelling agent for hydrocarbon liquid and method of use |
| US6147034A (en) * | 1997-10-16 | 2000-11-14 | Nalco/Exxon Energy Chemicals, L.P. | Gelling agent for hydrocarbon liquid and method of use |
| GB2330585B (en) * | 1997-10-16 | 2001-08-01 | Nalco Exxon Energy Chem Lp | Gelling agent for hydrocarbon liquid and method of use |
| US8173145B2 (en) | 2000-11-14 | 2012-05-08 | Vital Health Sciences Pty. Ltd. | Formulation containing phosphate derivatives of electron transfer agents |
| US7648710B2 (en) | 2001-06-06 | 2010-01-19 | Vital Health Sciences Pty Ltd. | Formulation containing phosphate derivatives of electron transfer agents |
| US8008345B2 (en) | 2001-07-27 | 2011-08-30 | Vital Health Sciences Pty. Ltd. | Dermal therapy using phosphate derivatives of electron transfer agents |
| US8841342B2 (en) | 2002-08-09 | 2014-09-23 | Vital Health Sciences Pty. Ltd. | Carrier |
| WO2004092186A1 (en) * | 2003-04-15 | 2004-10-28 | Vital Health Sciences Pty Ltd | Phosphates of secondary alcohols |
| US8529947B2 (en) | 2004-03-03 | 2013-09-10 | Vital Health Sciences Pty. Ltd. | Alkaloid formulations |
| US9168216B2 (en) | 2005-06-17 | 2015-10-27 | Vital Health Sciences Pty. Ltd. | Carrier comprising one or more di and/or mono-(electron transfer agent) phosphate derivatives or complexes thereof |
| EP2000460A1 (en) * | 2007-06-02 | 2008-12-10 | Dalli-Werke GmbH & Co. KG | New surfactants in detergent compositions |
| US10071030B2 (en) | 2010-02-05 | 2018-09-11 | Phosphagenics Limited | Carrier comprising non-neutralised tocopheryl phosphate |
| US8652511B2 (en) | 2010-03-30 | 2014-02-18 | Phosphagenics Limited | Transdermal delivery patch |
| US9314527B2 (en) | 2010-03-30 | 2016-04-19 | Phosphagenics Limited | Transdermal delivery patch |
| US9561243B2 (en) | 2011-03-15 | 2017-02-07 | Phosphagenics Limited | Composition comprising non-neutralised tocol phosphate and a vitamin A compound |
| US10188670B2 (en) | 2011-03-15 | 2019-01-29 | Phosphagenics Limited | Composition |
| US10973761B2 (en) | 2015-12-09 | 2021-04-13 | Phosphagenics Limited | Pharmaceutical formulation |
| US11753435B2 (en) | 2016-12-21 | 2023-09-12 | Avecho Biotechnology Limited | Process |
Also Published As
| Publication number | Publication date |
|---|---|
| BE669662A (en) | 1965-12-31 |
| DE1518948B2 (en) | 1975-03-27 |
| DE1518948A1 (en) | 1969-08-28 |
| US3331896A (en) | 1967-07-18 |
| SE316754B (en) | 1969-11-03 |
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