GB1018774A - Amine oxide detergents - Google Patents

Amine oxide detergents

Info

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
Application number
GB45799/62A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Procter and Gamble Co
Original Assignee
Procter and Gamble Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Procter and Gamble Co filed Critical Procter and Gamble Co
Publication of GB1018774A publication Critical patent/GB1018774A/en
Expired legal-status Critical Current

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.
GB45799/62A 1961-12-04 1962-12-04 Amine oxide detergents Expired GB1018774A (en)

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)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2197875A (en) * 1986-11-24 1988-06-02 Ici Gmbh Surfactant composition for body application

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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
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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
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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
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ES2153900T3 (en) * 1994-07-21 2001-03-16 Minnesota Mining & Mfg CONCENTRATED CLEANING COMPOSITIONS ABLE TO INCREASE VISCOSITY WITH DISSOLUTION.
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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
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CN101711275A (en) * 2007-03-13 2010-05-19 伊莱门蒂斯专业有限公司 biodegradable cleaning compositions
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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
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NL254590A (en) * 1959-08-08

Cited By (1)

* Cited by examiner, † Cited by third party
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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