GB1069392A - Substituted benzotriazoles and processes for their production - Google Patents

Substituted benzotriazoles and processes for their production

Info

Publication number
GB1069392A
GB1069392A GB45181/65A GB4518165A GB1069392A GB 1069392 A GB1069392 A GB 1069392A GB 45181/65 A GB45181/65 A GB 45181/65A GB 4518165 A GB4518165 A GB 4518165A GB 1069392 A GB1069392 A GB 1069392A
Authority
GB
United Kingdom
Prior art keywords
compound
alkanoylamino
copper
tarnishing
metal
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
GB45181/65A
Inventor
Donald Richard Randell
Donald Kearsey Howard
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.)
Geigy Co Ltd
Original Assignee
Geigy Co 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 Geigy Co Ltd filed Critical Geigy Co Ltd
Publication of GB1069392A publication Critical patent/GB1069392A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D249/00Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/16Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
    • C07D249/18Benzotriazoles
    • 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
    • C10M133/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/38Heterocyclic nitrogen compounds
    • C10M133/44Five-membered ring containing nitrogen and carbon only
    • CCHEMISTRY; METALLURGY
    • C23COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23FNON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
    • C23F11/00Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/08Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C23F11/10Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
    • C23F11/14Nitrogen-containing compounds
    • C23F11/149Heterocyclic compounds containing nitrogen as hetero atom
    • 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
    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/02Water
    • 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
    • C10M2207/02Hydroxy compounds
    • C10M2207/021Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/022Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms containing at least two hydroxy groups
    • 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
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • 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
    • C10M2215/064Di- and triaryl amines
    • 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
    • C10M2215/22Heterocyclic nitrogen compounds
    • 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
    • C10M2215/22Heterocyclic nitrogen compounds
    • C10M2215/221Six-membered rings containing nitrogen and carbon only
    • 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
    • C10M2215/22Heterocyclic nitrogen compounds
    • C10M2215/225Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • 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
    • C10M2215/22Heterocyclic nitrogen compounds
    • C10M2215/225Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • C10M2215/226Morpholines
    • 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
    • C10M2215/30Heterocyclic compounds
    • 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
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/08Hydraulic fluids, e.g. brake-fluids
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S428/00Stock material or miscellaneous articles
    • Y10S428/922Static electricity metal bleed-off metallic stock
    • Y10S428/923Physical dimension
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S524/00Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S524/925Natural rubber compositions having nonreactive materials, i.e. NRM, other than: carbon, silicon dioxide, glass titanium dioxide, water, hydrocarbon or halohydrocarbon

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Materials Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Lubricants (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

Aqueous ethylene glycol or other glycol antifreeze or coolant compositions, varnishes, lubricants, hydraulic fluids and mineral oil compositions contain, as inhibitor of metal corrosion or tarnishing, or as metal deactivator, a compound <FORM:1069392/C4-C5/1> where R is C3-20 alkanoylamino. It may be used to counteract the tendency of antioxidants such as dioctyl diphenylamine to cause corrosion of copper or copper alloys by lubricants containing it.ALSO:The invention comprises compounds of the formula <FORM:1069392/C2/1> in which R is C3- 20 alkanoylamino, and their production by acylating 5-aminobenzotriazole, which may itself be obtained by reduction of the corresponding nitro compound. The compounds of the invention inhibit corrosion or tarnishing of metal surfaces.ALSO:Metal surfaces may be treated, to inhibit corrosion or tarnishing, with a compound <FORM:1069392/C6-C7/1> where R is C3- 20 alkanoylamino. The metal surface may be brought into contact with the compound in the vapour phase or in solution, e.g. in aqueous, glycol or polyglycol solvents, by spraying or immersion. Metals specified or used in examples are copper, iron, silver, cadmium and alloys containing them, and steel and a magnesium and an aluminium alloy.ALSO:Polypropylene intended for use as covering material for copper wire or other copper articles incorporates a compound <FORM:1069392/C3/1> where R is C3- 20 alkanoylamino, to prevent degradation of the polymer.ALSO:Paper may contain a compound of formula: <FORM:1069392/D1-D2/1> where R is C3-20 alkanoylamino.ALSO:Copper wire may be coated with polypropylene containing as stabiliser a compound <FORM:1069392/B1-B2/1> where R is C3-20 alkanoylamino.
GB45181/65A 1963-12-06 1964-01-24 Substituted benzotriazoles and processes for their production Expired GB1069392A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB48223/63A GB1065995A (en) 1963-12-06 1963-12-06 Benzotriazoles and their production
GB308464 1964-01-24

Publications (1)

Publication Number Publication Date
GB1069392A true GB1069392A (en) 1967-05-17

Family

ID=26238005

Family Applications (2)

Application Number Title Priority Date Filing Date
GB48223/63A Expired GB1065995A (en) 1963-12-06 1963-12-06 Benzotriazoles and their production
GB45181/65A Expired GB1069392A (en) 1963-12-06 1964-01-24 Substituted benzotriazoles and processes for their production

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB48223/63A Expired GB1065995A (en) 1963-12-06 1963-12-06 Benzotriazoles and their production

Country Status (9)

Country Link
US (1) US3413227A (en)
JP (1) JPS5021989B1 (en)
BE (1) BE656692A (en)
CH (1) CH447762A (en)
DE (1) DE1521758B1 (en)
ES (1) ES306821A1 (en)
GB (2) GB1065995A (en)
NL (2) NL6414144A (en)
SE (1) SE325980B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2485031A1 (en) * 1980-03-10 1981-12-24 Lubrizol Corp SULFURATED BENZOTRIAZOLE-OLEFIN COMPOSITIONS AND LUBRICANTS AND CONCENTRATES CONTAINING THEM

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* Cited by examiner, † Cited by third party
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GB1209919A (en) * 1967-07-21 1970-10-21 Geigy Uk Ltd Substituted benzotriazoles and the use thereof as metal deactivators
US3652411A (en) * 1969-12-04 1972-03-28 Mobil Oil Corp Polyglycol base lubricant
US3716421A (en) * 1971-03-19 1973-02-13 Gte Sylvania Inc Compositions for improved solderability of copper
JPS5233583B2 (en) * 1972-06-15 1977-08-29
US3900410A (en) * 1973-04-23 1975-08-19 Ethyl Corp Lubricating oil compositions containing trialkyl-substituted phenols and benzotriazole
DE2537232B2 (en) * 1974-08-22 1976-07-01 INJECTION AND MOLDING COMPOUND
US4177155A (en) * 1975-01-23 1979-12-04 Ciba-Geigy Corporation Additives for water-based functional fluids
US4048082A (en) * 1975-07-17 1977-09-13 Mobil Oil Corporation Organic lubricating compositions containing esters of benzotriazole
US4060491A (en) * 1975-10-02 1977-11-29 Mobil Oil Corporation Lubricant composition
US4343660A (en) * 1978-04-07 1982-08-10 Petrolite Corporation Corrosion inhibiting system
US4187186A (en) * 1978-04-12 1980-02-05 Mobil Oil Corporation Lubricant compositions containing esters of benzotriazolecarboxylic acid
US4162225A (en) * 1978-04-17 1979-07-24 Mobil Oil Corporation Lubricant compositions of enhanced antioxidant properties
US4174285A (en) * 1978-09-05 1979-11-13 Mobil Oil Corporation Lubricant compositions and ether or ester of 1-hydroxybenzotriazole as antioxidant in the compositions
US4274997A (en) * 1978-11-29 1981-06-23 The Sherwin-Williams Company Halogenated polymers stabilized with triazoles
US4278553A (en) * 1980-01-04 1981-07-14 Texaco Inc. Diesel lubricant containing benzotriazole derivatives
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2485031A1 (en) * 1980-03-10 1981-12-24 Lubrizol Corp SULFURATED BENZOTRIAZOLE-OLEFIN COMPOSITIONS AND LUBRICANTS AND CONCENTRATES CONTAINING THEM

Also Published As

Publication number Publication date
ES306821A1 (en) 1965-05-01
DE1521758B1 (en) 1972-05-31
NL6414144A (en) 1965-06-07
JPS5021989B1 (en) 1975-07-26
US3413227A (en) 1968-11-26
NL7107971A (en) 1971-09-27
BE656692A (en) 1965-06-04
GB1065995A (en) 1967-04-19
CH447762A (en) 1967-11-30
SE325980B (en) 1970-07-13

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