GB1065995A - Benzotriazoles and their production - Google Patents

Benzotriazoles and their production

Info

Publication number
GB1065995A
GB1065995A GB48223/63A GB4822363A GB1065995A GB 1065995 A GB1065995 A GB 1065995A GB 48223/63 A GB48223/63 A GB 48223/63A GB 4822363 A GB4822363 A GB 4822363A GB 1065995 A GB1065995 A GB 1065995A
Authority
GB
United Kingdom
Prior art keywords
formula
carbon atoms
copper
alkyl group
benzotriazoles
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
GB48223/63A
Inventor
Donald Richard Randell
Donald Kearey 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
Priority to GB48223/63A priority Critical patent/GB1065995A/en
Priority to GB45181/65A priority patent/GB1069392A/en
Priority to CH1549464A priority patent/CH447762A/en
Priority to NL6414144A priority patent/NL6414144A/xx
Priority to BE656692D priority patent/BE656692A/xx
Priority to SE14694/64A priority patent/SE325980B/xx
Priority to DE19641521758 priority patent/DE1521758B1/en
Priority to FR997578A priority patent/FR1415487A/en
Priority to ES0306821A priority patent/ES306821A1/en
Priority to US623826A priority patent/US3413227A/en
Publication of GB1065995A publication Critical patent/GB1065995A/en
Priority to JP42067897A priority patent/JPS5021989B1/ja
Priority to NL7107971A priority patent/NL7107971A/xx
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
    • C07D249/18—Benzotriazoles
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/38—Heterocyclic nitrogen compounds
    • C10M133/44—Five-membered ring containing nitrogen and carbon only
    • C—CHEMISTRY; METALLURGY
    • C23—COATING 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
    • C23F—NON-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
    • C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C23F11/10—Inhibiting 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
    • C23F11/14—Nitrogen-containing compounds
    • C23F11/149—Heterocyclic compounds containing nitrogen as hetero atom
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/02—Water
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/022—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms containing at least two hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/064—Di- and triaryl amines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/221—Six-membered rings containing nitrogen and carbon only
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • C10M2215/226—Morpholines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/30—Heterocyclic compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/08—Hydraulic fluids, e.g. brake-fluids
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S428/00—Stock material or miscellaneous articles
    • Y10S428/922—Static electricity metal bleed-off metallic stock
    • Y10S428/923—Physical dimension
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S524/00—Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S524/925—Natural 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)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (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

Benzotriazoles of the general formula <FORM:1065995/C4-C5/1> in which R is a straight- or branched-chain alkyl group containing 2-20 carbon atoms may be incorporated, as metal corrosion inhibitors in lubricants, hydraulic fluids, mineral oil compositions and anti-freeze mixtures such as aqueus ethylene glycol or other glycol-containing compositions. They may also be added to synthetic lubricant compositions which contain an antioxidant, e.g. dioctyl diphenylamine.ALSO:The invention comprises benzotriazoles of formula <FORM:1065995/C2/1> in which R is a straight or branched-chain alkyl group containing 2.20 carbon atoms. They may be produced by reacting a substituted 1,2-phenylenediamine of formula <FORM:1065995/C2/2> with nitrous acid or a compound capable of forming nitrous acid under the reaction conditions. The diamine used as starting material may be produced by the reduction of a nitroaniline of formula <FORM:1065995/C2/3> for example by catalytic hydrogenation. The nitroaniline, in turn, may be produced by nitration of a substituted aniline of formula <FORM:1065995/C2/4> for example, by treatment with nitric acid, preferably after protecting the amino group by converting it into an acylamino group.ALSO:Benzotriazoles of the general formula <FORM:1065995/C6-C7/1> in which R is a straight or branched chain alkyl group containing 2-20 carbon atoms, may be used for treating metal surfaces to preserve them against corrosion or tarnishing. The compounds may be used in the vapour phase or as solutions, for example, in aqueous, glycol or polyglycol solvents and may be applied in any conventional manner, such as spraying on as a solution, immersing the metal in a solution or by wrapping the metal in packaging material containing the compound. Among the metals which may be treated are silver, iron and cadmium and thin alloys and, particularly, copper and its alloys. In addition the treatment of copper and its alloys with the benzotriazoles enable steam or other vapours to condense thereon as droplets and the compounds may thus be used to improve the heat transfer properties of copper and its alloys.ALSO:Benzotriazoles of the general formula <FORM:1065995/C3/1> in which R is a straight- or branched-chain alkyl group containing 2-20 carbon atoms may be used as metal deactivators to inhibit degradation of polymeric structures in contact with copper. For example, they may be incorporated into polypropylene material for use as covering material for copper wire or other copper articles.ALSO:A benzotriazole of formula <FORM:1065995/D1-D2/1> in which R is an alkyl group containing 2-20 carbon atoms may be incorporated in paper.ALSO:Copper wire may be coated with polypropylene containing as stabiliser a benzotriazole of formula <FORM:1065995/B1-B2/1> in which R is a straight- or branchedchain alkyl group containing 2-20 carbon atoms.
GB48223/63A 1963-12-06 1963-12-06 Benzotriazoles and their production Expired GB1065995A (en)

Priority Applications (12)

Application Number Priority Date Filing Date Title
GB48223/63A GB1065995A (en) 1963-12-06 1963-12-06 Benzotriazoles and their production
GB45181/65A GB1069392A (en) 1963-12-06 1964-01-24 Substituted benzotriazoles and processes for their production
CH1549464A CH447762A (en) 1963-12-06 1964-12-01 Use of substituted benzotriazoles as corrosion-inhibiting and metal-deactivating agents for non-ferrous metals
SE14694/64A SE325980B (en) 1963-12-06 1964-12-04
BE656692D BE656692A (en) 1963-12-06 1964-12-04
NL6414144A NL6414144A (en) 1963-12-06 1964-12-04
DE19641521758 DE1521758B1 (en) 1963-12-06 1964-12-04 PROTECTIVE AND DEACTIVATING AGENTS FOR COPPER AND COPPER ALLOYS
FR997578A FR1415487A (en) 1963-12-06 1964-12-05 New benzotriazoles, their preparation and applications
ES0306821A ES306821A1 (en) 1963-12-06 1964-12-05 Procedure to produce a replaced benzotriazol. (Machine-translation by Google Translate, not legally binding)
US623826A US3413227A (en) 1963-12-06 1967-03-17 Compositions containing substituted benzotriazoles
JP42067897A JPS5021989B1 (en) 1963-12-06 1967-10-23
NL7107971A NL7107971A (en) 1963-12-06 1971-06-10

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
GB1065995A true GB1065995A (en) 1967-04-19

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 After (1)

Application Number Title Priority Date Filing Date
GB45181/65A Expired GB1069392A (en) 1963-12-06 1964-01-24 Substituted benzotriazoles and processes for 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 (8)

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US3716421A (en) * 1971-03-19 1973-02-13 Gte Sylvania Inc Compositions for improved solderability of copper
US4522785A (en) * 1982-11-04 1985-06-11 The Sherwin-Williams Company Dialkylaminomethyl aromatic triazoles as corrosion inhibitors
US4744950A (en) * 1984-06-26 1988-05-17 Betz Laboratories, Inc. Method of inhibiting the corrosion of copper in aqueous mediums
EP0397454A1 (en) * 1989-05-08 1990-11-14 Calgon Corporation Higher alkylbenzotriazoles as copper and copper alloy corrosion inhibitors
AU655318B2 (en) * 1991-09-30 1994-12-15 Betz International, Inc. Methods for inhibiting metal corrosion in aqueous systems
US5486334A (en) * 1994-02-17 1996-01-23 Betz Laboratories, Inc. Methods for inhibiting metal corrosion in aqueous mediums
US5746947A (en) * 1990-06-20 1998-05-05 Calgon Corporation Alkylbenzotriazole compositions and the use thereof as copper and copper alloy corrosion inhibitors
EP3181675A1 (en) 2015-12-17 2017-06-21 The Procter and Gamble Company Automatic dishwashing detergent composition

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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
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
US4519928A (en) * 1980-01-25 1985-05-28 Mobil Oil Corporation Lubricant compositions containing N-tertiary alkyl benzotriazoles
FR2485031A1 (en) * 1980-03-10 1981-12-24 Lubrizol Corp SULFURATED BENZOTRIAZOLE-OLEFIN COMPOSITIONS AND LUBRICANTS AND CONCENTRATES CONTAINING THEM
US4376635A (en) * 1980-09-22 1983-03-15 Texaco Inc. Novel gasohol or ethanol fuel composition containing as a corrosion inhibitor the reaction product of benzothiazole, formaldehyde and an N-alkyl propylene diamine
US4584175A (en) * 1980-12-16 1986-04-22 Martenson Irvin W Corrosion inhibiting method and plastic sheet material therefor
DE3115070A1 (en) * 1981-04-14 1982-10-28 Bayer Ag, 5090 Leverkusen PROCESS FOR THE PREPARATION OF CONDENSED 1,2,3-TRIAZOLES
EP0088724B1 (en) * 1982-02-26 1988-05-18 Ciba-Geigy Ag Mixtures of benzotriazoles, process for their preparation and their use as metal passivators
US4920165A (en) * 1987-07-07 1990-04-24 Mobay Corporation Scorch retarder for halogenated elastomers
US4855074A (en) * 1988-03-14 1989-08-08 Ethyl Petroleum Additives, Inc. Homogeneous additive concentrates and their formation
US5164103A (en) * 1988-03-14 1992-11-17 Ethyl Petroleum Additives, Inc. Preconditioned atf fluids and their preparation
US5198133A (en) * 1988-03-14 1993-03-30 Ethyl Petroleum Additives, Inc. Modified succinimide or sucinamide dispersants and their production
US5256324A (en) * 1988-03-14 1993-10-26 Ethyl Petroleum Additives, Inc. Modified succinimide or succinamide dispersants and their production
US5439606A (en) * 1988-03-14 1995-08-08 Ethyl Petroleum Additives, Inc. Modified succinimide or succinamide dispersants and their production
US5219523A (en) * 1989-05-08 1993-06-15 Calgon Corporation Copper and copper alloy corrosion inhibitors
US5076946A (en) * 1990-03-30 1991-12-31 Exxon Research And Engineering Company Alkylamine substituted benzotriazole containing lubricants having improved oxidation stability and rust inhibition (PNE-530)
US5156769A (en) * 1990-06-20 1992-10-20 Calgon Corporation Phenyl mercaptotetrazole/tolyltriazole corrosion inhibiting compositions
US5141675A (en) * 1990-10-15 1992-08-25 Calgon Corporation Novel polyphosphate/azole compositions and the use thereof as copper and copper alloy corrosion inhibitors
US5407592A (en) * 1991-07-23 1995-04-18 Mobil Oil Corporation Multifunctional additives
US5171462A (en) * 1991-12-23 1992-12-15 Texaco Inc. Mixtures of polyoxyalkylene ester and aminopolyazoles as oxidation and corrosion resistant lubricant additives
US5316573A (en) * 1992-03-12 1994-05-31 International Business Machines Corporation Corrosion inhibition with CU-BTA
GB2272000B (en) * 1992-10-30 1997-03-26 Castrol Ltd A method of inhibiting corrosion
US5328625A (en) * 1992-12-08 1994-07-12 Mobil Oil Corporation Lubricant compositions comprising triazole-derived acid-esters or ester-amide-amine salts as antiwear additives
US5348674A (en) * 1993-04-12 1994-09-20 Mobil Oil Corporation Amide/ester heterocyclic derivatives of hydrocarbylsuccinic anhydrides as rust/corrosion inhibiting additives for lubricants
US6265667B1 (en) 1998-01-14 2001-07-24 Belden Wire & Cable Company Coaxial cable
US5968408A (en) * 1998-06-24 1999-10-19 Betzdearborn Inc. Methods of inhibiting corrosion using isomers of chloro-methylbenzotriazole
ATE328987T1 (en) 1998-07-06 2006-06-15 Lubrizol Corp MIXED PHOSPHORUS COMPOUNDS AND LUBRICANTS CONTAINING SAME
US6596393B1 (en) * 2000-04-20 2003-07-22 Commscope Properties, Llc Corrosion-protected coaxial cable, method of making same and corrosion-inhibiting composition
US7148360B2 (en) * 2004-01-30 2006-12-12 3M Innovative Properties Company Perfluoropolyether benzotriazole compounds
US20060090393A1 (en) * 2004-10-29 2006-05-04 Rowland Robert G Epoxidized ester additives for reducing lead corrosion in lubricants and fuels
EP1819739B1 (en) 2004-12-09 2019-07-24 The Lubrizol Corporation Process of preparation of an additive
WO2006113805A2 (en) * 2005-04-19 2006-10-26 R.T. Vanderbilt Company, Inc. Topical polyurethane foam oxidative photooxidative stabilizer
US7425676B2 (en) * 2005-09-08 2008-09-16 At&T Intellectual Property L.L.P. Coaxial cable for exterior use
US20090319195A1 (en) 2008-06-20 2009-12-24 Hoots John E Method of monitoring and optimizing additive concentration in fuel ethanol
CN101879802B (en) * 2010-07-13 2012-04-04 浙江大东南包装股份有限公司 Multifunctional long-acting antirust film and preparation method thereof
CN105075023B (en) * 2013-02-18 2017-08-29 株式会社自动网络技术研究所 Electric connection structure and terminal
CN103450104B (en) * 2013-05-08 2015-09-09 如皋市金陵化工有限公司 The synthesis technique of 5-normal-butyl-1H-benzotriazole
WO2016130475A1 (en) 2015-02-10 2016-08-18 Ecolab Usa Inc. Corrosion inhibitors and kinetic hydrate inhibitors
CN108689860A (en) * 2018-07-18 2018-10-23 荆门医药工业技术研究院 A kind of synthetic method preparing 4- butyl benzene -1,2- diamines

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Publication number Priority date Publication date Assignee Title
US2618608A (en) * 1952-09-12 1952-11-18 Procter & Gamble Detergent compositions containing metal discoloration inhibitors
GB793115A (en) * 1955-08-23 1958-04-09 Exxon Research Engineering Co Rust inhibitors for synthetic lubricating oils
US2890170A (en) * 1956-09-06 1959-06-09 Dow Corning Organosiloxane greases
IT586326A (en) * 1957-01-10
GB986068A (en) * 1962-10-02 1965-03-17 British Petroleum Co Synthetic lubricants
US3265620A (en) * 1963-08-29 1966-08-09 Donald K Heiman Cutting fluid

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3716421A (en) * 1971-03-19 1973-02-13 Gte Sylvania Inc Compositions for improved solderability of copper
US4522785A (en) * 1982-11-04 1985-06-11 The Sherwin-Williams Company Dialkylaminomethyl aromatic triazoles as corrosion inhibitors
US4744950A (en) * 1984-06-26 1988-05-17 Betz Laboratories, Inc. Method of inhibiting the corrosion of copper in aqueous mediums
EP0397454A1 (en) * 1989-05-08 1990-11-14 Calgon Corporation Higher alkylbenzotriazoles as copper and copper alloy corrosion inhibitors
US5746947A (en) * 1990-06-20 1998-05-05 Calgon Corporation Alkylbenzotriazole compositions and the use thereof as copper and copper alloy corrosion inhibitors
AU655318B2 (en) * 1991-09-30 1994-12-15 Betz International, Inc. Methods for inhibiting metal corrosion in aqueous systems
US5486334A (en) * 1994-02-17 1996-01-23 Betz Laboratories, Inc. Methods for inhibiting metal corrosion in aqueous mediums
EP3181675A1 (en) 2015-12-17 2017-06-21 The Procter and Gamble Company Automatic dishwashing detergent composition
WO2017105828A1 (en) 2015-12-17 2017-06-22 The Procter & Gamble Company Automatic dishwashing detergent composition

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ES306821A1 (en) 1965-05-01
US3413227A (en) 1968-11-26
NL7107971A (en) 1971-09-27
CH447762A (en) 1967-11-30
JPS5021989B1 (en) 1975-07-26
GB1069392A (en) 1967-05-17
DE1521758B1 (en) 1972-05-31
SE325980B (en) 1970-07-13
NL6414144A (en) 1965-06-07
BE656692A (en) 1965-06-04

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