GB955309A - New quaternary salts and compositions containing them - Google Patents

New quaternary salts and compositions containing them

Info

Publication number
GB955309A
GB955309A GB39409/59A GB3940959A GB955309A GB 955309 A GB955309 A GB 955309A GB 39409/59 A GB39409/59 A GB 39409/59A GB 3940959 A GB3940959 A GB 3940959A GB 955309 A GB955309 A GB 955309A
Authority
GB
United Kingdom
Prior art keywords
cation
formula
group
chlorobenzyl
benzyl
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
GB39409/59A
Inventor
Jessie Evelyn Hay
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.)
Edinburgh Pharmaceutical Industries Ltd
Original Assignee
Edinburgh Pharmaceutical Industries Ltd
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 Edinburgh Pharmaceutical Industries Ltd filed Critical Edinburgh Pharmaceutical Industries Ltd
Priority to GB39409/59A priority Critical patent/GB955309A/en
Priority to BE597247A priority patent/BE597247A/en
Priority to SE11158/60A priority patent/SE300970B/xx
Priority to CH1303260A priority patent/CH442338A/en
Publication of GB955309A publication Critical patent/GB955309A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12FRECOVERY OF BY-PRODUCTS OF FERMENTED SOLUTIONS; DENATURED ALCOHOL; PREPARATION THEREOF
    • C12F5/00Preparation of denatured alcohol
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M1/00Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
    • C10M1/08Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/40Fatty vegetable or animal oils
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/40Fatty vegetable or animal oils
    • C10M2207/404Fatty vegetable or animal oils obtained from genetically modified species
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/067Polyaryl amine alkanes
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/12Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10Semi-solids; greasy

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Lubricants (AREA)

Abstract

The invention comprises a quaternary salt of an organic carboxylic anion with a cation of the formula: <FORM:0955309/C2/1> (wherein R1 is benzyl or chlorobenzyl and R2 and R3 are each alkyl of at most 4 carbon atoms) and their preparation by combining the required carboxylic acid with the hydroxide of the required cation, or by heating a halide of the required cation with an alkali metal salt of the required acid. The salts of the invention preferably have one of the following formulae: <FORM:0955309/C2/2> <FORM:0955309/C2/3> (wherein R4 is a phenyl radical which may be substituted by a chlorine atom or an amino or methyl group, or an aliphatic radical containing a carboxyl group or a carboxyl group alone, and R5 is a phenylene group which may be substituted as the group R4 when phenyl, or the group -(CH.X-CH.Y)n-, X and Y being hydrogen atoms or hydroxyl groups or together representing a double bond and n being zero or 1). Examples are given. Hydroxide starting materials are prepared from the corresponding halides and alcoholic caustic alkali or an ion-exchange resin in the hydroxide form, the halides being prepared by quaternization of the tertiary amines of the formula: <FORM:0955309/C2/4> with the halides R1Hal.ALSO:Organic substances are denatured by incorporation therein of a minor proportion of a quaternary salt of an organic carboxylic anion with a cation of the formula <FORM:0955309/C3/1> (wherein R1 is benzyl or chlorobenzyl and R2 and R3 are each alkyl of at most 4 carbon atoms). The proportion is preferably less than 1% by weight, and an organic substance which may be desaturated by this method is ethyl alcohol, preferably containing not less than 5% by volume of water. Other substances referred to are hydrocarbon oils and greases and low-grade animal or vegetable oils and fats.ALSO:The corrosion of oxidizable metals, particularly mild steel, by alcohols such as ethyl alcohol is inhibited by incorporation in the alcohol of a quaternary salt of an organic carboxylic anion with a cation of the formula <FORM:0955309/C3/1> (wherein R1 is benzyl or chlorobenzyl, and R2 and R3 are each alkyl of at most 4 carbon atoms). An example is provided.
GB39409/59A 1959-11-20 1959-11-20 New quaternary salts and compositions containing them Expired GB955309A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
GB39409/59A GB955309A (en) 1959-11-20 1959-11-20 New quaternary salts and compositions containing them
BE597247A BE597247A (en) 1959-11-20 1960-11-18 New quaternary salts, in particular of dialkyl-amino-acetanilides
SE11158/60A SE300970B (en) 1959-11-20 1960-11-19
CH1303260A CH442338A (en) 1959-11-20 1960-11-21 Process for the preparation of new quaternary salts and a use of such salts

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB39409/59A GB955309A (en) 1959-11-20 1959-11-20 New quaternary salts and compositions containing them

Publications (1)

Publication Number Publication Date
GB955309A true GB955309A (en) 1964-04-15

Family

ID=10409389

Family Applications (1)

Application Number Title Priority Date Filing Date
GB39409/59A Expired GB955309A (en) 1959-11-20 1959-11-20 New quaternary salts and compositions containing them

Country Status (1)

Country Link
GB (1) GB955309A (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0027624A1 (en) * 1979-10-22 1981-04-29 Henkel Kommanditgesellschaft auf Aktien Composition for the control of cannibalism of pigs
EP0027623A1 (en) * 1979-10-20 1981-04-29 Henkel Kommanditgesellschaft auf Aktien Composition for the control of suckling mastitis and pyogenes mastitis in cattle
FR2504922A1 (en) * 1981-04-30 1982-11-05 Glaxo Group Ltd LIGNOCAINE BENZYL BENZOATE HYDRATE, PROCESS FOR PREPARING THE SAME, PROCESS FOR THE PREPARATION OF LIGNOCAINE BENZYL BENZOATE, AND PROCESS FOR DENATURING A SUBSTANCE
EP0318262A1 (en) * 1987-11-24 1989-05-31 Glaxo Group Limited Compositions
WO1999060077A1 (en) * 1998-05-15 1999-11-25 Macfarlan Smith Limited Hydrocarbon liquid formulation
CN1087733C (en) * 1998-03-24 2002-07-17 中国科学院化工冶金研究所 Synthetic process of benzobenzyl ammonium amide
WO2006062406A2 (en) * 2004-12-06 2006-06-15 Dishman Pharmaceuticals And Chemicals Ltd. Preparation of a quaternary ammonium hydroxide and use thereof for the preparation of q quaternary ammonium salt
CN100522929C (en) * 2005-12-16 2009-08-05 浙江迪耳化工有限公司 Production of benzyl lidocaine halogenated amine

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0027623A1 (en) * 1979-10-20 1981-04-29 Henkel Kommanditgesellschaft auf Aktien Composition for the control of suckling mastitis and pyogenes mastitis in cattle
EP0027624A1 (en) * 1979-10-22 1981-04-29 Henkel Kommanditgesellschaft auf Aktien Composition for the control of cannibalism of pigs
FR2504922A1 (en) * 1981-04-30 1982-11-05 Glaxo Group Ltd LIGNOCAINE BENZYL BENZOATE HYDRATE, PROCESS FOR PREPARING THE SAME, PROCESS FOR THE PREPARATION OF LIGNOCAINE BENZYL BENZOATE, AND PROCESS FOR DENATURING A SUBSTANCE
US4438046A (en) 1981-04-30 1984-03-20 Glaxo Group Limited Quaternary ammonium salts
EP0318262A1 (en) * 1987-11-24 1989-05-31 Glaxo Group Limited Compositions
CN1087733C (en) * 1998-03-24 2002-07-17 中国科学院化工冶金研究所 Synthetic process of benzobenzyl ammonium amide
WO1999060077A1 (en) * 1998-05-15 1999-11-25 Macfarlan Smith Limited Hydrocarbon liquid formulation
GB2354255A (en) * 1998-05-15 2001-03-21 Macfarlan Smith Ltd Hydrocarbon liquid formulation
GB2354255B (en) * 1998-05-15 2002-10-23 Macfarlan Smith Ltd Hydrocarbon liquid formulation
WO2006062406A2 (en) * 2004-12-06 2006-06-15 Dishman Pharmaceuticals And Chemicals Ltd. Preparation of a quaternary ammonium hydroxide and use thereof for the preparation of q quaternary ammonium salt
WO2006062406A3 (en) * 2004-12-06 2006-09-28 Dishman Pharmaceuticals And Ch Preparation of a quaternary ammonium hydroxide and use thereof for the preparation of q quaternary ammonium salt
CN100522929C (en) * 2005-12-16 2009-08-05 浙江迪耳化工有限公司 Production of benzyl lidocaine halogenated amine

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