GB1081282A

GB1081282A – Bis-benzotriazoles and compositions containing same
– Google Patents

GB1081282A – Bis-benzotriazoles and compositions containing same
– Google Patents
Bis-benzotriazoles and compositions containing same

Info

Publication number
GB1081282A

GB1081282A
GB33366/64A
GB3336664A
GB1081282A
GB 1081282 A
GB1081282 A
GB 1081282A
GB 33366/64 A
GB33366/64 A
GB 33366/64A
GB 3336664 A
GB3336664 A
GB 3336664A
GB 1081282 A
GB1081282 A
GB 1081282A
Authority
GB
United Kingdom
Prior art keywords
bis
radical
formula
compounds
metal
Prior art date
1964-08-14
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
GB33366/64A
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.)
1964-08-14
Filing date
1964-08-14
Publication date
1967-08-31

1964-08-14
Application filed by Geigy Co Ltd
filed
Critical
Geigy Co Ltd

1964-08-14
Priority to GB33366/64A
priority
Critical
patent/GB1081282A/en

1965-08-12
Priority to CH1136965A
priority
patent/CH458876A/en

1965-08-12
Priority to US479344A
priority
patent/US3452038A/en

1965-08-13
Priority to FR28273A
priority
patent/FR1446545A/en

1965-08-13
Priority to NL6510651A
priority
patent/NL6510651A/xx

1965-08-13
Priority to DE19651521762
priority
patent/DE1521762A1/en

1967-08-31
Publication of GB1081282A
publication
Critical
patent/GB1081282A/en

1968-10-25
Priority to US770851A
priority
patent/US3531414A/en

Status
Expired
legal-status
Critical
Current

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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

C10M3/00—Liquid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single liquid substances

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

C23F11/02—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in air or gases by adding vapour phase inhibitors

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

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

C23F11/16—Sulfur-containing 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

C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions

C10M2205/14—Synthetic waxes, e.g. polythene waxes

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

C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions

C10M2205/16—Paraffin waxes; Petrolatum, e.g. slack wax

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

C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions

C10M2205/17—Fisher Tropsch reaction products

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

C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions

C10M2205/18—Natural waxes, e.g. ceresin, ozocerite, bees wax, carnauba; Degras

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

C10M2207/28—Esters

C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids

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

C10M2207/28—Esters

C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids

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

C10M2207/28—Esters

C10M2207/283—Esters of polyhydroxy 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

C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions

C10M2207/28—Esters

C10M2207/286—Esters of polymerised unsaturated acids

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

C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION

C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions

C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides

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

C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions

C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals

C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms

C10M2219/086—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing sulfur atoms bound to carbon atoms of six-membered aromatic rings

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

C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions

C10M2219/09—Heterocyclic compounds containing no sulfur, selenium or tellurium compounds in the ring

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

C10N2030/08—Resistance to extreme temperature

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

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

C10N2040/12—Gas-turbines

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

C10N2040/12—Gas-turbines

C10N2040/13—Aircraft turbines

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

C10N2040/20—Metal working

C10N2040/22—Metal working with essential removal of material, e.g. cutting, grinding or drilling

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

Abstract

Antifreeze, synthetic lubricants, cutting oils and coolant formulations which are used in contact with metal surfaces and are susceptible to deterioration on such contact, contain, as a metal deactivator, a compound of the formula wherein X represents a direct link, a C1- 6 straight chain alkylene radical optionally substituted by one or more C1- 4 alkyl groups; a 1,1-cyclohexyl radical; a carbonyl radical; a sulphuryl radical; an oxygen atom or a sulphur atom. Abrasive compositions for application to a metal surface contain as a tarnish or corrosion inhibitor, one or more compounds of the Formula III above. Examples 4 and 14 relate to abrasive compositions, an aqueous isopropanol suspension of an abrasive material and are based on a water emulsifiable polish containing an abrasive soap.ALSO:Treatment of a metal or metal alloy surface to inhibit tarnishing or corrosion comprises contacting the surface with a bis-benzotriazole of the formula wherein X represents a direct link, a C1- 6 straight chain alkylene radical optionally substituted by one or more C1- 4 alkyl groups; a 1, 1-cyclohexyl radical; a carbonyl radical; a sulphuryl radical; an oxygen atom or a sulphur atom. Treatment can be effected by 1 dipping, padding or spraying the surface with a solution of the benzotriazole in aqueous organic solvents, 2 condensing the vapour of the compounds on the surface of the metal, 3 wrapping the metal in a packaging material impregnated with the benzotriazoles, 4 polishing the metal surface with an abrasive or non-abrasive polish or 5 incorporating the benzotriazoles in a functional fluid, e.g. lubricants, which are used in the presence of the metal surface. Examples 2-4, and 13-16 relate to the treatment of copper and cadmium.ALSO:The invention comprises bis-benzotriazoles of the formula wherein X represents a C1- 6 straight chain alkylene radical which is substituted by 1 or 2 C1- 4 alkyl groups when the alkylene radical is methylene, or substituted by 1 or more C1- 4 alkyl groups when the alkylene radical contains 2-6 carbon atoms, or unsubstituted when the alkylene radical contains 2-6 carbon atoms; a 1,1-cyclo-alkyl radical of at least 5 carbon atoms, a carbonyl group, a sulphuryl group; an oxygen atom or a sulphur atom. The compounds can be made by treating a tetra-amino compound of the formula with nitrous acid, or with a compound capable of forming nitrous acid under the reaction conditions, in such an amount that only two of the amino groups are diazotized; the benzotriazole is then formed by simultaneous elimination of water. The compounds in which X is a carbonyl group may also be prepared by reacting the tetrahydrochloride of 3,31,4,41-tetra-amino-benzophenone with sodium nitrite or by controlled oxidation of the corresponding bis-(benzotriazolyl) methane. The compound in which X is a sulphuryl group may also be prepared by oxidation of bis-(benzotriazolyl-5) sulphide. The bis-benzotriazoles are used as tarnish and corrosion inhibitors (see Divisions C4, C5 and C7). Examples describe the preparation of compounds in which X is (5) carbonyl, (6) oxygen, (7) sulphuryl, (10) ethylene, (11) 1,1-cyclohexylidene and (12) 2,2-propylene radicals. The amines of the Formula XII above are made by nitrating the diamine of the formula optionally while protecting the amine groups by acylation, and then reducing the resulting amine of the formula either catalytically or using HCl and Fe or Sn. 4,41-Diamino-3,31-dinitrobenzophenone can be prepared by nitrating 4,41-dichlorobenzophenone to give 3,31-dinitro-4,41-dichlorobenzophenone benzophenone which is heated with ammonia at an elevated temperature to given the aminonitro compound. Bis – benzotriazole and bis – (benzotriazolyl)-methane can be made by methods analogous to those used for compounds of the Formula III, viz. from the corresponding tetra-amines which are prepared from the diamino-dinitro compounds. 3,31 – Dinitro – 4,41 – diamino -diphenylmethane can be prepared by rearrangement of N,N1 – methylene – bis – o – nitroaniline (Examples I and 8).

GB33366/64A
1964-08-14
1964-08-14
Bis-benzotriazoles and compositions containing same

Expired

GB1081282A
(en)

Priority Applications (7)

Application Number
Priority Date
Filing Date
Title

GB33366/64A

GB1081282A
(en)

1964-08-14
1964-08-14
Bis-benzotriazoles and compositions containing same

CH1136965A

CH458876A
(en)

1964-08-14
1965-08-12

Use of bis-benzotriazoles as corrosion-inhibiting and metal-deactivating agents

US479344A

US3452038A
(en)

1964-08-14
1965-08-12
Certain bis(benzothiazole) compounds

FR28273A

FR1446545A
(en)

1964-08-14
1965-08-13

Use of bis-benzotriazoles as corrosion inhibitors and metal deactivators

NL6510651A

NL6510651A
(en)

1964-08-14
1965-08-13

DE19651521762

DE1521762A1
(en)

1964-08-14
1965-08-13

Metal protectants and deactivators

US770851A

US3531414A
(en)

1964-08-14
1968-10-25
Corrosion-inhibiting agents

Applications Claiming Priority (1)

Application Number
Priority Date
Filing Date
Title

GB33366/64A

GB1081282A
(en)

1964-08-14
1964-08-14
Bis-benzotriazoles and compositions containing same

Publications (1)

Publication Number
Publication Date

GB1081282A
true

GB1081282A
(en)

1967-08-31

Family
ID=10351996
Family Applications (1)

Application Number
Title
Priority Date
Filing Date

GB33366/64A
Expired

GB1081282A
(en)

1964-08-14
1964-08-14
Bis-benzotriazoles and compositions containing same

Country Status (5)

Country
Link

US
(2)

US3452038A
(en)

CH
(1)

CH458876A
(en)

DE
(1)

DE1521762A1
(en)

GB
(1)

GB1081282A
(en)

NL
(1)

NL6510651A
(en)

Cited By (1)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

GB2250031A
(en)

*

1990-11-23
1992-05-27
Nippon Denso Co
Aluminum surface having chemical conversion coating formed by reaction of nitrate/sulphate and organic compound

Families Citing this family (31)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US3755069A
(en)

*

1970-12-14
1973-08-28
Eastman Kodak Co
Highly stable resin coated paper products and method of making same

BE292054A
(en)

*

1971-08-23
1900-01-01

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1978-05-24
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1978-06-15
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エコラボ ユーエスエー インコーポレイティド

Benzotriazole derivatives as corrosion inhibitors

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Priority date
Publication date
Assignee
Title

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*

1962-07-23
1965-12-07
Union Oil Co
Non-corrosive detergent compositions

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*

1963-01-17
1965-05-18
Du Pont
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1964-10-05
1965-03-02
Upjohn Co
Monoalkoxy-substituted 2, 2′-alkylidenebisbenzimidazoles

1964

1964-08-14
GB
GB33366/64A
patent/GB1081282A/en
not_active
Expired

1965

1965-08-12
CH
CH1136965A
patent/CH458876A/en
unknown

1965-08-12
US
US479344A
patent/US3452038A/en
not_active
Expired – Lifetime

1965-08-13
DE
DE19651521762
patent/DE1521762A1/en
active
Pending

1965-08-13
NL
NL6510651A
patent/NL6510651A/xx
unknown

1968

1968-10-25
US
US770851A
patent/US3531414A/en
not_active
Expired – Lifetime

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Assignee
Title

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*

1990-11-23
1992-05-27
Nippon Denso Co
Aluminum surface having chemical conversion coating formed by reaction of nitrate/sulphate and organic compound

GB2250031B
(en)

*

1990-11-23
1994-10-05
Nippon Denso Co
Aluminium surface having chemical conversion coating and method of forming the coating

US5500288A
(en)

*

1990-11-23
1996-03-19
Nippondenso Co., Ltd.
Aluminum surface having chemical conversion coating and method of forming the coating

Also Published As

Publication number
Publication date

NL6510651A
(en)

1966-02-15

CH458876A
(en)

1968-06-30

DE1521762A1
(en)

1969-09-25

US3452038A
(en)

1969-06-24

US3531414A
(en)

1970-09-29

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