GB1018774A - Amine oxide detergents - Google Patents
Amine oxide detergentsInfo
- Publication number
- GB1018774A GB1018774A GB45799/62A GB4579962A GB1018774A GB 1018774 A GB1018774 A GB 1018774A GB 45799/62 A GB45799/62 A GB 45799/62A GB 4579962 A GB4579962 A GB 4579962A GB 1018774 A GB1018774 A GB 1018774A
- Authority
- GB
- United Kingdom
- Prior art keywords
- sodium
- alkyl
- hydroxyethyl
- hydroxypropyl
- alkoxy
- 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
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
- C11D1/66—Non-ionic compounds
- C11D1/75—Amino oxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C291/00—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00
- C07C291/02—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00 containing nitrogen-oxide bonds
- C07C291/04—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00 containing nitrogen-oxide bonds containing amino-oxide bonds
-
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/02—Inorganic compounds ; Elemental compounds
- C11D3/04—Water-soluble compounds
- C11D3/06—Phosphates, including polyphosphates
-
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/26—Organic compounds containing nitrogen
- C11D3/33—Amino carboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Inorganic Chemistry (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A detergent composition comprises a tertiary amine oxide of the formula R1R2R3N-->O wherein R1 represents an alkyl, 2-hydroxyalkyl, 3-hydroxyalkyl or 3-alkoxy-2-hydroxypropyl radical in which the alkyl and alkoxy radicals have from 10 to 18 carbon atons, and R2 and R3 represent methyl, ethyl, propyl, isopropyl, 2-hydroxyethyl, 2-hydroxypropyl or 3-hydroxypropyl radicals, but in which at least one of R2 and R3 contain a hydroxyl group, in admixture with an anionic organic detergent, nonionic organic detergent, water soluble inorganic alkaline builder salt, water soluble organic sequestrant builder salt or mixture thereof. The above compositions may be formulated into bars, flakes, granules, tableted granules, scouring cleansers and liquids. Other ingredients which may be present include ampholytic or zwitterionic detergents, cationic detergents, perfumes, anti-tarnishing agents, anti-redeposition agents, bacteriostatic agents, dyes, fluorescers, oxygen or chlorine bleaches, suds builders and suds depressors. Specified anionic organic detergents are the Na, K, ammonium and alkylolammonium salts of C10- 20 fatty acids, alkylglyceryl ether sulphonates, alkyl sulphates, alkylmonoglyceride sulphates or sulphonates, alkyl polythenoxy ether sulphates, acyl sarcosinates, and alkyl phenol polyethenoxy sulphonates, e.g. potassium toluene sulphonate, sodium lauryl sulphate, potassium N-methyl lauroyl tauride and sodium or triethanol-ammonium dodecylbenzene sulphonate. Specified nonionic organic detergents are polyethylene oxide condensates of alkyl phenols, ethylene oxide condensates of high molecular weight reaction products of propylene oxide and ethylene diamine, and ethylene oxide condensation products with C8- 18 aliphatic alcohols. Specified water soluble inorganic alkaline builder salts are sodium silicate, sodium tetraborate, sodium carbonate and sesquicarbonate, sodium and potassium bicarbonates, sodium and potassium tripolyphosphates and pyrophosphates, sodium hexametaphosphate, sodium mono- and di-orthophosphate and trisodium phosphate. Specified water soluble organic sequestrants are Na, K, ammonium and triethanolammonium salts of ethylenediaminetetracetic, N - (2 - hydroxyethyl) - ethylenediaminetriacetic, nitrilotriacetic, N-(2-hydroxyethyl) - nitrilodiacetic, 2 - hydroxyethyliminodiacetic, diethylenetriaminepentacetic ; 1,2-diaminocyclohexanetetracetic and phytic acids. Other specified substances which may be present are sodium sulphate, tallow fatty acid, cornstarch, silica flour and carboxymethylhydroxyethyl cellulose.ALSO:The invention comprises tertiary amine oxides of the formula R1R2R3N --> O wherein R1 represents 2-hydroxyalkyl, 3-hydroxyalkyl or 3 - alkoxy - 2 - hydroxypropyl in which the alkyl and alkoxy radicals have from 10 to 18 carbon atoms, and R2 and R3 each represent 2-hydroxyethyl, 2-hydroxypropyl or 3-hydroxypropyl radicals. The above amine oxides are prepared by oxidizing the corresponding tertiary amines, e.g. with hydrogen peroxide. Bis - (2 - hydroxyethyl) - dodecylamine is prepared by reacting diethanolamine with dodecyl bromide. Bis - (2 - hydroxyethyl) - 2 - hydroxydodecylamine is prepared by reacting 1,2-epoxydodecane with diethanolamine in the presence of aluminium chloride. N,N - Bis - (2 - hydroxyethyl) - 3 - coconut - alkoxy - 2 - hydroxypropylamine is prepared by reacting diethanolamine with coconut-alkyl glycidyl ether.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US156995A US3202714A (en) | 1961-12-04 | 1961-12-04 | Oxy containing tertiary amine oxides |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1018774A true GB1018774A (en) | 1966-02-02 |
Family
ID=22561932
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB45799/62A Expired GB1018774A (en) | 1961-12-04 | 1962-12-04 | Amine oxide detergents |
Country Status (8)
Country | Link |
---|---|
US (2) | US3202714A (en) |
BE (1) | BE651634A (en) |
DK (1) | DK109875C (en) |
FI (1) | FI41054B (en) |
FR (1) | FR1450374A (en) |
GB (1) | GB1018774A (en) |
NL (1) | NL286242A (en) |
SE (1) | SE332868B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2197875A (en) * | 1986-11-24 | 1988-06-02 | Ici Gmbh | Surfactant composition for body application |
Families Citing this family (60)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE624000A (en) * | 1961-10-25 | |||
DE1271885B (en) * | 1964-01-04 | 1968-07-04 | Henkel & Cie Gmbh | Liquid, storage-stable detergents, bleaching agents and oxidizing agents |
CA797200A (en) * | 1964-05-25 | 1968-10-22 | E. Davis Jerry | Detergent compositions |
US3346495A (en) * | 1964-08-20 | 1967-10-10 | Armour & Co | Water base lubricants |
CA785805A (en) * | 1964-10-09 | 1968-05-21 | Armour And Company | Derivatives of fatty acids |
NL131045C (en) * | 1965-01-22 | |||
NL6506842A (en) * | 1965-05-31 | 1966-12-01 | ||
US3499930A (en) * | 1965-08-12 | 1970-03-10 | Millmaster Onyx Corp | Tertiary amine oxides |
US3366632A (en) * | 1965-08-12 | 1968-01-30 | Millmaster Onyx Corp | N-oxides of 1-hydrocarbonoxy-2-hydroxy-3-morpholinopropanes |
US3312626A (en) * | 1965-09-03 | 1967-04-04 | Procter & Gamble | Toilet bar |
US3312627A (en) * | 1965-09-03 | 1967-04-04 | Procter & Gamble | Toilet bar |
US3449431A (en) * | 1965-10-22 | 1969-06-10 | Cargill Inc | Tertiary gamma-alkoxypropylamine oxides |
US3501335A (en) * | 1965-11-26 | 1970-03-17 | Lever Brothers Ltd | Fabric conditioner |
US3537993A (en) * | 1966-06-21 | 1970-11-03 | Procter & Gamble | Detergent compositions |
CA807629A (en) * | 1966-06-30 | 1969-03-04 | Eigen Edward | Lotion and detergent compositions |
DK132335A (en) * | 1967-10-24 | |||
US3539368A (en) * | 1967-12-13 | 1970-11-10 | Armour Ind Chem Co | Method of incorporating fillers in cationic bituminous emulsions and products produced thereby |
US3483178A (en) * | 1968-04-18 | 1969-12-09 | Monsanto Co | Esters,salts,and acids of organo-phosphono-amine oxides |
US3951878A (en) * | 1969-03-05 | 1976-04-20 | Millmaster Onyx Corporation | Imidazoline oxides |
US3642506A (en) * | 1969-11-28 | 1972-02-15 | Swift & Co | Method for improving the properties of hydraulic cementitious mixtures |
GB1379024A (en) * | 1971-04-02 | 1975-01-02 | Unilever Ltd | Detergent compositions |
US3950540A (en) * | 1971-08-23 | 1976-04-13 | Waldstein David A | Aqueous compositions containing tertiary amine oxides for treatment of rectal itching and lessening of irritation and swelling of prolapsed and swollen external hemorrhoids |
JPS5238008B2 (en) * | 1971-10-29 | 1977-09-27 | ||
US4058488A (en) * | 1971-11-23 | 1977-11-15 | Millmaster Onyx Corporation | Imidazoline oxides |
US3898186A (en) * | 1973-04-09 | 1975-08-05 | Procter & Gamble | Dishwashing compositions containing gel forming gelatin |
US3953382A (en) * | 1973-05-30 | 1976-04-27 | Lever Brothers Company | Detergent compositions |
US4264776A (en) * | 1976-01-02 | 1981-04-28 | Monsanto Company | Production of secondary amines |
ZA782342B (en) * | 1978-06-28 | 1979-04-25 | Chemed Corp | Cleaning composition and process |
WO1981000527A1 (en) * | 1979-08-15 | 1981-03-05 | Sherex Chem | Amine oxide promoters for froth flotation of mineral ores |
US4490279A (en) * | 1979-10-17 | 1984-12-25 | Basf Wyandotte Corporation | Foam-stabilized compositions |
EP0042188B2 (en) * | 1980-06-17 | 1990-02-28 | THE PROCTER & GAMBLE COMPANY | Detergent composition containing low levels of amine oxides |
PH17245A (en) * | 1980-11-28 | 1984-07-03 | Procter & Gamble | Detergents compositions containing low levels of amine oxides |
US4359413A (en) * | 1981-03-17 | 1982-11-16 | The Procter & Gamble Company | Solid detergent compositions containing alpha-amine oxide surfactants |
US4397776A (en) * | 1981-03-17 | 1983-08-09 | The Procter & Gamble Company | Liquid detergent compositions containing alpha-amine oxide surfactants |
US4436653A (en) | 1981-04-06 | 1984-03-13 | The Procter & Gamble Company | Stable liquid detergent compositions |
US4438024A (en) | 1982-05-10 | 1984-03-20 | The Procter & Gamble Company | Stable liquid detergent compositions |
US4659565A (en) * | 1985-07-01 | 1987-04-21 | Ethyl Corporation | Amine oxide hair conditioner |
US4970340A (en) * | 1985-07-01 | 1990-11-13 | Ethyl Corporation | Amine oxide process and composition |
US4839158A (en) * | 1986-02-25 | 1989-06-13 | E. B. Michaels Research Associates Inc. | Process and composition for oral hygiene |
US5275804A (en) * | 1986-02-25 | 1994-01-04 | E. B. Michaels Research Associates, Inc. | Process and composition for oral hygiene |
MY105535A (en) * | 1989-04-19 | 1994-10-31 | Kao Corp | Detergent composition. |
US5055233A (en) * | 1989-04-26 | 1991-10-08 | Ethyl Corporation | Detergent bar process using trialkylamine oxide dihydrate |
US5082600A (en) * | 1989-04-26 | 1992-01-21 | Ethyl Corporation | Transparent soap bar process using trialkylamine oxide dihydrate |
US5075501A (en) * | 1989-10-02 | 1991-12-24 | Ethyl Corporation | Mixed tert-amine oxide dihydrates |
US5389676A (en) * | 1991-03-22 | 1995-02-14 | E. B. Michaels Research Associates, Inc. | Viscous surfactant emulsion compositions |
HU214041B (en) * | 1991-05-24 | 1997-12-29 | Ici Plc | Improved liquid detergents containing fatty amine oxides |
KR960701186A (en) * | 1993-03-30 | 1996-02-24 | 테릴 켄트 퀼리 | MULTI-SURFACE CLEANING COMPOSITIONS AND METHOD OF USE |
CA2159611C (en) * | 1993-03-30 | 2005-01-11 | Francis J. Koreltz | Improved floor stripping composition and method |
CN1082997C (en) * | 1993-03-30 | 2002-04-17 | 美国3M公司 | Cleaning compositions and methods of use |
MA23390A1 (en) * | 1993-12-07 | 1995-07-01 | Procter & Gamble | DETERGENT COMPOSITION CONTAINING AN OXIDE-AMINE SURFACTANT IN THE FORM OF AGGLOMERATES |
ES2153900T3 (en) * | 1994-07-21 | 2001-03-16 | Minnesota Mining & Mfg | CONCENTRATED CLEANING COMPOSITIONS ABLE TO INCREASE VISCOSITY WITH DISSOLUTION. |
US5516459A (en) * | 1994-08-12 | 1996-05-14 | Buckeye International, Inc. | Aircraft cleaning/degreasing compositions |
JP3445865B2 (en) * | 1995-04-06 | 2003-09-08 | 花王株式会社 | Cellulosic fiber modification method |
US5905065A (en) * | 1995-06-27 | 1999-05-18 | The Procter & Gamble Company | Carpet cleaning compositions and method for cleaning carpets |
US5922665A (en) * | 1997-05-28 | 1999-07-13 | Minnesota Mining And Manufacturing Company | Aqueous cleaning composition including a nonionic surfactant and a very slightly water-soluble organic solvent suitable for hydrophobic soil removal |
US6080714A (en) * | 1997-11-20 | 2000-06-27 | Akzo Nobel Nv | Solid composition comprising an amphoteric surfactant, a process for its preparation, and the use thereof |
US6849589B2 (en) | 2001-10-10 | 2005-02-01 | 3M Innovative Properties Company | Cleaning composition |
CN101711275A (en) * | 2007-03-13 | 2010-05-19 | 伊莱门蒂斯专业有限公司 | biodegradable cleaning compositions |
JP5238197B2 (en) * | 2007-07-20 | 2013-07-17 | 花王株式会社 | Liquid detergent composition |
DE102009027164A1 (en) * | 2009-06-24 | 2010-12-30 | Henkel Ag & Co. Kgaa | Machine dishwashing detergent |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1993542A (en) * | 1930-02-28 | 1935-03-05 | Caspe Saul | Process for the production of tertiary amines and products produced thereby |
US2169976A (en) * | 1934-01-26 | 1939-08-15 | Ig Farbenindustrie Ag | Process of producing assistants in the textile and related industries |
CH177545A (en) * | 1934-06-23 | 1935-06-15 | Chem Ind Basel | Wetting agent to increase the wetting ability of mercerising liquors |
US2214352A (en) * | 1935-06-22 | 1940-09-10 | Gen Aniline & Film Corp | Process for the production of condensation products containing onium groups |
US2185163A (en) * | 1935-07-24 | 1939-12-26 | Ig Farbenindustrie Ag | Polyoxyalkylene ammonium compounds and process of preparing them |
FR1184515A (en) * | 1955-02-14 | 1959-07-22 | Iovens Kemiske Fabrik Ved A Ko | Anthelmintics and their preparation process |
US3047579A (en) * | 1958-07-18 | 1962-07-31 | Shell Oil Co | Process for preparing n-oxides |
BE622462A (en) * | 1959-04-22 | |||
US2999068A (en) * | 1959-04-27 | 1961-09-05 | Procter & Gamble | Personal use detergent lotion |
US3001945A (en) * | 1959-04-29 | 1961-09-26 | Procter & Gamble | Liquid detergent composition |
NL254590A (en) * | 1959-08-08 |
-
0
- NL NL286242D patent/NL286242A/xx unknown
-
1961
- 1961-12-04 US US156995A patent/US3202714A/en not_active Expired - Lifetime
-
1962
- 1962-11-28 FI FI2146/62A patent/FI41054B/fi active
- 1962-11-29 DK DK516462AA patent/DK109875C/en active
- 1962-11-30 FR FR917239A patent/FR1450374A/en not_active Expired
- 1962-12-04 GB GB45799/62A patent/GB1018774A/en not_active Expired
-
1964
- 1964-08-10 BE BE651634A patent/BE651634A/xx unknown
- 1964-09-21 US US398032A patent/US3281368A/en not_active Expired - Lifetime
- 1964-10-05 SE SE11967/64A patent/SE332868B/xx unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2197875A (en) * | 1986-11-24 | 1988-06-02 | Ici Gmbh | Surfactant composition for body application |
Also Published As
Publication number | Publication date |
---|---|
FR1450374A (en) | 1966-06-24 |
NL286242A (en) | |
BE651634A (en) | 1965-02-10 |
DE1518086A1 (en) | 1969-11-06 |
DE1518086B2 (en) | 1976-04-01 |
US3202714A (en) | 1965-08-24 |
SE332868B (en) | 1971-02-22 |
US3281368A (en) | 1966-10-25 |
DK109875C (en) | 1968-07-22 |
FI41054B (en) | 1969-04-30 |
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