GB995260A - Tertiary phosphine oxide detergents - Google Patents
Tertiary phosphine oxide detergentsInfo
- Publication number
- GB995260A GB995260A GB10503/62A GB1050362A GB995260A GB 995260 A GB995260 A GB 995260A GB 10503/62 A GB10503/62 A GB 10503/62A GB 1050362 A GB1050362 A GB 1050362A GB 995260 A GB995260 A GB 995260A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- monohydroxyalkyl
- sulphonates
- tertiary phosphine
- alkenyl
- 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
- 239000003599 detergent Substances 0.000 title abstract 7
- AUONHKJOIZSQGR-UHFFFAOYSA-N oxophosphane Chemical group P=O AUONHKJOIZSQGR-UHFFFAOYSA-N 0.000 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 239000000203 mixture Substances 0.000 abstract 5
- -1 alkyl monoglyceride sulphates Chemical class 0.000 abstract 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 abstract 2
- 125000002252 acyl group Chemical group 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- YKYOUMDCQGMQQO-UHFFFAOYSA-L cadmium dichloride Chemical compound Cl[Cd]Cl YKYOUMDCQGMQQO-UHFFFAOYSA-L 0.000 abstract 2
- 150000004795 grignard reagents Chemical class 0.000 abstract 2
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical group [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 239000003352 sequestering agent Substances 0.000 abstract 2
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 abstract 2
- DQPISTPJWDOSBF-UHFFFAOYSA-N (diacetyloxyamino) acetate Chemical class CC(=O)ON(OC(C)=O)OC(C)=O DQPISTPJWDOSBF-UHFFFAOYSA-N 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 abstract 1
- ZYMLBLMJSVKHRL-UHFFFAOYSA-N C(CCCCCCCCCCC)[Cd]CCCCCCCCCCCC Chemical compound C(CCCCCCCCCCC)[Cd]CCCCCCCCCCCC ZYMLBLMJSVKHRL-UHFFFAOYSA-N 0.000 abstract 1
- 229920002261 Corn starch Polymers 0.000 abstract 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 1
- 239000007818 Grignard reagent Substances 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
- IMQLKJBTEOYOSI-GPIVLXJGSA-N Inositol-hexakisphosphate Chemical class OP(O)(=O)O[C@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O IMQLKJBTEOYOSI-GPIVLXJGSA-N 0.000 abstract 1
- 229910019142 PO4 Inorganic materials 0.000 abstract 1
- 239000002202 Polyethylene glycol Substances 0.000 abstract 1
- 229920000388 Polyphosphate Polymers 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- JTPLPDIKCDKODU-UHFFFAOYSA-N acetic acid;2-(2-aminoethylamino)ethanol Chemical class CC(O)=O.CC(O)=O.CC(O)=O.NCCNCCO JTPLPDIKCDKODU-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 abstract 1
- 150000008041 alkali metal carbonates Chemical class 0.000 abstract 1
- 150000001347 alkyl bromides Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000000129 anionic group Chemical group 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 150000001642 boronic acid derivatives Chemical class 0.000 abstract 1
- 229920003090 carboxymethyl hydroxyethyl cellulose Polymers 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 239000008120 corn starch Substances 0.000 abstract 1
- BVXOPEOQUQWRHQ-UHFFFAOYSA-N dibutyl phosphite Chemical compound CCCCOP([O-])OCCCC BVXOPEOQUQWRHQ-UHFFFAOYSA-N 0.000 abstract 1
- PVNZKNQSKGENAP-UHFFFAOYSA-N dichloro(dodecyl)phosphane Chemical compound CCCCCCCCCCCCP(Cl)Cl PVNZKNQSKGENAP-UHFFFAOYSA-N 0.000 abstract 1
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 1
- 239000000194 fatty acid Substances 0.000 abstract 1
- 229930195729 fatty acid Natural products 0.000 abstract 1
- 150000004665 fatty acids Chemical class 0.000 abstract 1
- 235000013312 flour Nutrition 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- MBHQEXPGNCWWBP-UHFFFAOYSA-M magnesium;dodecane;bromide Chemical compound [Mg+2].[Br-].CCCCCCCCCCC[CH2-] MBHQEXPGNCWWBP-UHFFFAOYSA-M 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 235000021317 phosphate Nutrition 0.000 abstract 1
- 150000003003 phosphines Chemical class 0.000 abstract 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 abstract 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 abstract 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 abstract 1
- 235000002949 phytic acid Nutrition 0.000 abstract 1
- 229920001223 polyethylene glycol Polymers 0.000 abstract 1
- 239000001205 polyphosphate Substances 0.000 abstract 1
- 235000011176 polyphosphates Nutrition 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- 150000004760 silicates Chemical class 0.000 abstract 1
- 239000000377 silicon dioxide Substances 0.000 abstract 1
- 239000000344 soap Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 229910052938 sodium sulfate Inorganic materials 0.000 abstract 1
- 235000011152 sodium sulphate Nutrition 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 239000003760 tallow Substances 0.000 abstract 1
- MDDUHVRJJAFRAU-YZNNVMRBSA-N tert-butyl-[(1r,3s,5z)-3-[tert-butyl(dimethyl)silyl]oxy-5-(2-diphenylphosphorylethylidene)-4-methylidenecyclohexyl]oxy-dimethylsilane Chemical compound C1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)C(=C)\C1=C/CP(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 MDDUHVRJJAFRAU-YZNNVMRBSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C11D10/00—Compositions of detergents, not provided for by one single preceding group
- C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
- C11D10/045—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap based on non-ionic surface-active compounds and soap
-
- 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
-
- 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
-
- 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/52—Halophosphines
-
- 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
-
- 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
-
- 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
- C11D1/66—Non-ionic compounds
- C11D1/79—Phosphine oxides
-
- 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
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Detergent Compositions (AREA)
Abstract
Tertiary phosphine oxides of formula RR1R11P-->O where R is C10- 8 alkyl, alkenyl or monohydroxyalkyl, and R1 and R11 are C1- 3 alkyl or monohydroxyalkyl, are prepared by reacting a Grignard reagent or reagents with a halophosphine or halophosphine oxide containing the radical R and if necessary oxidizing the resulting phosphine derivative to the phosphine oxide, e.g. with hydrogen peroxide. R may be derived from a mixture of groups. Tertiary phosphine oxides of the above type other than those in which R is 1,2-alkenyl are claimed per se. The products are used in detergent compositions (see Division C5). Dodecyldichlorophosphine is prepared by the action of PCl3 on an ethereal solution of didodecylcadmium obtained by adding cadmium chloride to dodecyl magnesium bromide. Dodecane-, tetradecane- and octadecane-phosphonyl dichlorides are obtained by the action of PCl5 on the appropriate alkanephosphonic acid obtained by hydrolysis with HBr of the dibutyl esters, prepared from dibutyl phosphite and the appropriate alkyl bromide.ALSO:A detergent composition comprises from 5 to 80% by weight of a tertiary phosphine oxide RR1R11P-->O where R is C10- 18 alkyl, alkenyl or monohydroxyalkyl, and R1 and R11 are C1- 3 alkyl or monohydroxyalkyl, and from 95 to 20% by weight of anionic organic detergent, nonionic organic detergent, water soluble inorganic alkaline builder salt, organic sequestering agent or a mixture of any of these. The composition may be in bar, granular, powder or aqueous solution form. Anionic detergents, any of which may be used in the form of sodium, potassium, ammonium and alkylolammonium salts, include soaps, alkyl glyceryl ether sulphonates, alkylsulphates, alkyl monoglyceride sulphates or sulphonates, polyethylene glycol monalkyl ether sulphates, acyl sarcosinates, acyl isethionates, acyl N-methyl taurides, alkylbenzene sulphonates, alkylphenol polyethenoxy sulphonates. Nonionic detergents include ethylene oxide condensates of alkylphenols, of propylene oxideethylenediamine condensates and of C8- 18 alcohols, and C10- 18 alkyl di-(C1- 2 alkyl) amine oxides. Builders include alkali metal carbonates, borates, phosphates, polyphosphates, bicarbonates and silicates. Sequestering agents include alkali metal ethylenediamine tetraacetates, N-(2-hydroxyethyl) ethylenediamine triacetates, nitrilo triacetates, N-(2 - hydroxyethyl) - nitrilo diacetates, and phytates. Other substances which may be present include sodium sulphate, tallow fatty acid, corn starch, silica flour and carboxymethylhydroxyethyl cellulose.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9638361A | 1961-03-17 | 1961-03-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB995260A true GB995260A (en) | 1965-06-16 |
Family
ID=22257111
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB10503/62A Expired GB995260A (en) | 1961-03-17 | 1962-03-19 | Tertiary phosphine oxide detergents |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US3304330A (en) |
| BE (1) | BE615204A (en) |
| CH (1) | CH420459A (en) |
| DE (1) | DE1228365B (en) |
| DK (1) | DK116610B (en) |
| FI (1) | FI41422B (en) |
| FR (1) | FR1317586A (en) |
| GB (1) | GB995260A (en) |
| NL (1) | NL276032A (en) |
| SE (1) | SE308937B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4131558A (en) | 1975-02-14 | 1978-12-26 | The Procter & Gamble Company | Process for preparing an orthophosphate-silicate detergent product |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3518311A (en) * | 1965-04-05 | 1970-06-30 | Monsanto Co | Tertiary phosphine sulfides and process for preparing |
| US3467717A (en) * | 1966-09-14 | 1969-09-16 | Lever Brothers Ltd | Tertiary organophosphine oxides |
| US3532774A (en) * | 1966-09-29 | 1970-10-06 | Monsanto Co | Phosphinites,phosphine oxides and process for preparing |
| US3495257A (en) * | 1968-06-28 | 1970-02-10 | Hooker Chemical Corp | Method for preparing trivinyl phosphine oxides |
| US3948980A (en) * | 1970-12-30 | 1976-04-06 | Hoechst Aktiengesellschaft | Tertiary phosphine |
| GB1434728A (en) * | 1972-09-27 | 1976-05-05 | Wilkinson Sword Ltd | Compositions and articles containing phospine oxides having a physiological cooling effect and phosphine oxides for use therein |
| FR2472575B1 (en) * | 1979-12-28 | 1985-10-04 | Poudres & Explosifs Ste Nale | PROCESS FOR THE SYNTHESIS OF TERTIARY PHOSPHINE OXIDES AND NOVEL TERTIARY PHOSPHINES OXIDES |
| US4343914A (en) * | 1981-07-22 | 1982-08-10 | Fmc Corporation | Flame retardant polyurethane containing alkyl bis(3-hydroxypropyl) phosphine oxide |
| US4452716A (en) * | 1982-12-20 | 1984-06-05 | Fmc Corporation | Mixed trialkylphosphine oxides as functional fluids |
| US4575563A (en) * | 1984-02-01 | 1986-03-11 | Fmc Corporation | Liquid mixtures of trialkylphosphine oxides |
| US6165481A (en) * | 1997-12-25 | 2000-12-26 | Nippon Petrochemicals Company, Inc. | Highly pure squalane, raw material for pharmaceuticals and cosmetics prepared by using the same and method for producing the same |
| US8206749B1 (en) | 1999-02-26 | 2012-06-26 | Novartis Vaccines And Diagnostics, Inc. | Microemulsions with adsorbed macromolecules and microparticles |
| KR20090061033A (en) * | 2006-10-03 | 2009-06-15 | 와이어쓰 | Lyophilization methods and apparatuses |
| MX343410B (en) | 2010-07-06 | 2016-11-04 | Novartis Ag * | Cationic oil-in-water emulsions. |
| US9655845B2 (en) | 2011-07-06 | 2017-05-23 | Glaxosmithkline Biologicals, S.A. | Oil-in-water emulsions that contain nucleic acids |
| US9636410B2 (en) | 2011-07-06 | 2017-05-02 | Glaxosmithkline Biologicals Sa | Cationic oil-in-water emulsions |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA570694A (en) * | 1959-02-17 | C. Morris Rupert | Bis(alkyl)allylphosphine oxides | |
| US2543744A (en) * | 1946-04-04 | 1951-03-06 | Gen Aniline & Film Corp | Nonfoaming soap composition |
| NL145897B (en) * | 1948-04-12 | Union Carbide Corp | PROCEDURE FOR PREPARING GRAINED DETERGENTS. | |
| US2656372A (en) * | 1948-06-22 | 1953-10-20 | Textilana Inc | Mixtures of orthophosphates |
| DE973122C (en) * | 1949-03-11 | 1959-12-03 | Hoechst Ag | Process for making shaped detergents |
| US2693482A (en) * | 1950-12-30 | 1954-11-02 | California Research Corp | Preparation of alkene phosphonous acids |
| US2792348A (en) * | 1952-10-21 | 1957-05-14 | Emery Industries Inc | Soap composition |
| US2774786A (en) * | 1953-08-10 | 1956-12-18 | Gen Mills Inc | Phosphono-ammonium surface active agents |
| US2784208A (en) * | 1955-02-17 | 1957-03-05 | Standard Oil Co | Monomethyl esters of aliphatic phosphonic acids |
| US2913498A (en) * | 1956-09-18 | 1959-11-17 | Metal & Thermit Corp | Process for preparing aromatic phosphorus compounds |
| BE605637A (en) * | 1960-09-27 | |||
| US3067258A (en) * | 1961-06-14 | 1962-12-04 | American Cyanamid Co | Process for preparing organic phosphine oxides and olefins |
-
0
- FR FR1317586D patent/FR1317586A/fr not_active Expired
-
1962
- 1962-02-16 US US173834A patent/US3304330A/en not_active Expired - Lifetime
- 1962-03-10 DE DEP28961A patent/DE1228365B/en active Pending
- 1962-03-13 CH CH296762A patent/CH420459A/en unknown
- 1962-03-15 SE SE2907/62A patent/SE308937B/xx unknown
- 1962-03-16 FI FI0563/62A patent/FI41422B/fi active
- 1962-03-16 BE BE615204D patent/BE615204A/de unknown
- 1962-03-16 NL NL276032D patent/NL276032A/nl unknown
- 1962-03-17 DK DK123062AA patent/DK116610B/en unknown
- 1962-03-19 GB GB10503/62A patent/GB995260A/en not_active Expired
-
1963
- 1963-09-18 US US309841A patent/US3304263A/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4131558A (en) | 1975-02-14 | 1978-12-26 | The Procter & Gamble Company | Process for preparing an orthophosphate-silicate detergent product |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1317586A (en) | 1963-05-08 |
| DK116610B (en) | 1970-01-26 |
| DE1228365B (en) | 1966-11-10 |
| NL276032A (en) | 1964-10-12 |
| SE308937B (en) | 1969-03-03 |
| BE615204A (en) | 1962-09-17 |
| US3304263A (en) | 1967-02-14 |
| CH420459A (en) | 1966-09-15 |
| US3304330A (en) | 1967-02-14 |
| FI41422B (en) | 1969-07-31 |
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