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
  • C10M2215/24—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
  • 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

Definitions

• the present invention relates to compositions for application to metal surfaces containing new substituted benzotriazoles as corrosion or tarnish inhibitors and to functional materials in contact with a metal and containing, as metal deactivators, the said novel benzotriazole derivatives.
• benzotriazole to perform as an antitarnish agent in various media is well-known. Thus this compound has been recommended for use in such systems as detergents and antifreeze formulations.
• the present application provides a composition for application to metal surfaces and particularly to a copper or copper alloy surface, containing, as corrosion or tarnish inhibitor, a minor proportion of a substituted benzotriazole of the formula:
• R is a straightor branched-chain alkyl group containing from two to twenty carbon atoms, or an alkanoylamine group containing from three to twenty carbon atoms.
• substituent group R is alkyl, it may be, for example, ethyl, n-propyl, iso-propyl, n-butyl, isobutyl, tertiary-butyl, n-octyl tertiary-octyl, n-decyl, n-dodecyl, n-octadecyl or eicosyl.
• substituent group R is alkanoyl-amino, it may be, for instance, propionylamino,
• Preferred as corrosion or tarnish inhibitors among the compounds falling under Formula I are those in which R represents alkyl of from 4 to 12 carbon atoms, since these derivatives exhibit optimal tarnish-inhibiting properties in respect of treated magnesium and copper surfaces.
• compositions of the instant application are preferably applied to the metal surface to be treated in the form of a solution or dispersion of the substituted benzotriazole in an inert solvent.
• the amount of benzotriazole in the composition should be sufficient to impart a tarnishinhibiting effect to the metal surface.
• the solvent employed in the composition of this application is naturally one which is entirely inert to the treated metal and to the substituted benzotriazole tarnish inhibitor. Suitable solvents are water, a lower alkanol such as methanol or ethanol, mineral oils or greases, ethylene glycol or other alkylene glycol and polyethylene glycol or other polyalkylene glycol such glycol solvents being commonly used as antifreeze bases, or mixtures thereof.
• compositions of this invention may be applied in any manner conventional for the treatment of metal surfaces.
• the composition may be sprayed or padded on to the metal to be treated, or the metal to be treated may be immersed in the corrosion-inhibiting composition of the invention.
• the composition of this invention may be removed from contact with the metal by, for instance in the case of water-soluble compositions, rinsing in water and drying off.
• the treated metal surface may be maintained in contact with the corrosion-inhibiting composition, for instance in those cases in which the metal surface is packed in grease or coated with oil.
• such a solution preferably contains a proportion of the benzotriazole of Formula I within the range of from 0.01% to 5%, more preferably within the range of from 0.1% to 1.0% by weight.
• composition of the invention is maintained in contact with the treated metal surface after application, lower proportions of the substituted benzotriazole composition may be employed, for example from 0.001% to 5%, more preferably from 0.01% to 1% by weight.
• the present invention also provides, as a second aspect, a functional material susceptible to deterioration .of function in contact with a metal, particularly copper or a copper alloy, to which has been added, as metal deactivator, a minor proportion of a substituted benzotriazole having the Formula I as hereinbefore defined.
• Typical functional materials which are included within the scope of this invention include, for instance, synthetic polymeric material such as polyethylene, polypropylene, natural and synthetic rubbers, mineral oils, antifreeze compositions and synthetic ester lubricants.
• synthetic polymeric material such as polyethylene, polypropylene, natural and synthetic rubbers, mineral oils, antifreeze compositions and synthetic ester lubricants.
• Particular embodiments of this aspect of the present invention concern polypropylene containing a compound of Formula I as a metal deactivator and synthetic ester lubricants containing a compound of Formula I as a metal deactivator.
• polypropylene has found wide application as a covering material for copper wire and other copper articles. Such wire or articles however can lead to rapid degradation of the surrounding polypropylene material unless this material contains a copper deactivator.
• the polypropylene composition of this invention has been found to exhibit a most surprising resistance to degradation compared with previously known compositions.
• Synthetic lubricants are the subject of another important embodiment of this invention.
• Such lubricants generally contain an antioxidant additive, for example dioctyl dipheuylarnine, which tends to bring about corrosion of any metal, particularly copper or copper alloy, in contact with the antioxidant. Consequently, in order to prevent such corrosion, synthetic lubricant compositions normally contain one or more metal, particularly copper, deactivators.
• an antioxidant additive for example dioctyl dipheuylarnine
• synthetic lubricant compositions normally contain one or more metal, particularly copper, deactivators.
• the proportion of the benzotriazole of Formula I which is present in the functional compositions of this invention should be sufficient to inhibit functional deterioration and may conveniently be from 0.01% to 5%, preferably from 0.05% to 2.0% by weight based on the total weight of the functional composition.
• compositions of this invention may be used to treat, and the functional materials of this invention may come into contact with a wide variety of metals or alloys, for example iron or steel, silver, cadmium or alloys of these metals
• the compositions and functional materials are particularly effective in the treatment or when in contact wth copper or copper alloys.
• the compositions are particularly effective in preventing tarnishing or corrosion of a copper surface due to attack by an atmosphere of hydrogen sulphide, ammonia or other noxious environment detrimental to the utility or appearance of the surface.
• the treatment of copper or copper alloy surfaces with the compositions of this invention may have the effect of enabling steam or other vapours to condense thereon as droplets, and the compositions are thus valuable in improving the heat transfer properties of copper or copper alloy condensers or other articles.
• the present invention also provides a method of treating a metal surface, particularly a copper or copper alloy surface, in order to inhibit corrosion or tarnishing thereof, comprising contacting the metal surface with a composi tion containing, as corrosion or tarnish inhibitor, a minor proportion of a substituted benzotriazole of Formula I as defined hereinbefore.
• the present invention still further provides, as a fourth aspect, a method of inhibiting the degradation of function of a functional material susceptible to degradation of function in the presence of metals, particularly copper or copper alloys, comprising incorporating into the functional material, a minor proportion, as metal deactivator, of a benzotriazole compound of Formula I as hereinbefore defined.
• EXAMPLE 1.5-BUTY'LBENZOTRIAZOLE A 4-butyl-2-nitroacetanilide 511 parts by weight of p-butylaniline were mixed with 2,500 parts by volume of 'water and 2,044 parts by weight 4 anhydride and 79 parts by Weight of nitric acid at 35 C. The product was 4-butyl-2-nitroacetanilide, which was crystallised from petroleum ether (boiling point range 60 to 80 C.) to give a 92% yield as needle-shaped crystals having a melting point 76 C.
• the product was 4-butyl-2-nitroaniline having a boiling point 138 to 146 C. at 0.6 millimetre of mercury pressure.
• the yield was 78.5% of the theoretical yield.
• the product was S-butylbenzotriazole, obtained in 64.9% theoretical yield on purification from petroleum ether (boiling point range 60 to 80 C.) having boiling point 202 C. at 1 millimetre of mercury pressure, melting point 65 C.
• the product had melting point 76 C. on purification from methanol.
• the 4-dodecyl-l:2-phenylenediamine produced was crystallised from petroleum ether (boiling point range 40 to 60 C.) and had melting point 70 C. The yield was 80.5% theoretical.
• the product was 5-dodecylbenzotriazole, obtained in the form of white needle-shaped crystals on crystallisation from petroleum ether (boiling point range 60 to 80 C.) having melting point 76 C.
• the yield was 81.9% theoretical.
• the corresponding 5-myristyl-benzotriazole, 5-palmitylbenzotriazole or p-eicosylbenzctriazole is obtained.
• the p-alkylaniline starting materials may be made by the conventional method of reacting aniline with the corresponding alkanol, for instance in the presence of zinc chloride as catalyst.
• EXAMPLE 3 .5 -ET HY LBENZOTRIAZOLE
• A 4-ethyl-2-nitroacetanilide 242.4 parts by weight of p-ethylaniline were mixed with 250 parts 'by volume of benzene, and 224.6 parts by weight of acetic anhydride were added drop-wise at 55 to 60 C. over 1% hours. The resulting mixture was then maintained at 60 C. for 1 hour and then was cooled at 0 C. to precipitate 4-ethylacetanilide. The product, obtained in 72.3% yield, was washed and found to have melting point 91 C.
• EXAMPLE 4 A specimen from the same bright acid-dipped copper foil was immersed in one of the following: 0.1% weight/ volume aqueous solution of benzotriazole; 0.1% weight/ volume aqueous solution of S-methylbenzotriazole; 0.1% weight/volume aqueous solution of 4-nitrobenzotriazole; 0.1% weight/volume aqueous solution of S-nitrobenzotriazole; 0.1% weight/ volume aqueous solution of benzotriazole-S-sulphonic acid; 0.1% weight/volume aqueous solution of benzotriazole-S-sodium sulphonate; 0.1% Weight/volume aqueous solution of S-butylbenzotriazole (as produced by the procedure described in Example 1); 0.1% weight/ volume aqueous solution of 5-dodecylbenzotriazole (as produced by the procedure described in Example 2); and 0.1% weight/volume aqueous solution of S-ethylbenzotriazole (as produced by the procedure described in
• the resistance to tarnishing of the copper specimens was compared with that of a tenth specimen of the same acid-dipped, but otherwise untreated copper foil as a control, by exposing the specimens to an atmosphere containing 10 parts per million by weight of hydrogen sulphide. The time taken for the onset of visible tarnish was recorded as a measure of tarnish resistance.
• Table 1 Specimen: Time in minutes Control 1 Treated with benzotriazole 5 Treated with S-methylbenzotriazole 5 Treated with 4-nitrobenzotriazole 5 Treated with S-nitrobenzotriazole 5 Treated with benzotriazole-4-sulphonic acid 7 Treated with benzotriazole-4-sulphonic acid sodium salt 5 Treated with 5-ethy1benzotriazole l5 Treated with 5-butylbenzotriazole 20 Treated with 5-dodecylbenzotriazole 20 In order to give a tarnish time of 20 minutes, as measured by the procedure described above, using benzotriazole as antitarnishing agent, it was necessary to use a 2% by weight solution of benzotriazole.
• EXAMPLE 5 The following example illustrates the effectiveness of compounds of the present invention as additives to polypropylene to enhance the thermal stability of the polypropylene in the presence of copper.
• Samples of a medium flow general stabilised polypropylene were each milled at 186 C. for 8 minutes, the additive under test being added to the sample after milling for 3 minutes, the milling being thereafter continued for a further period of 5 minutes.
• Each of the milled samples was cut into pieces of suitable size after removal from the mill and was compression moulded, allowing 2 minutes preheat time and then 5 minutes pressing under 20 to 30 tons force at 185 C., followed by cooling with circulating water.
• Each of the moulded sheets was cut into strips 3.25 inches long, 0.3 inch wide and 0.015 inch thick.
• EXAMPLE 6 (A) 78.5 parts by weight of S-nitrobenzotriaz-ole, dissolved in 500 parts by volume of dioxan, were hydrogenated with molecular hydrogen at 100 C. in the presence of Raney nickel as catalyst. The initial pressure was 50 atmospheres and the reaction was continued until the uptake of hydrogen was complete. Thet total reaction time was 3 hours.
• the hydrogenated solution was filtered to remove the catalyst and the filtrate was then saturated with hydrogen chloride gas until the precipitation of the di-chloride was complete.
• the precipitate was separated by filtration.
• the precipitated product was 5-octanoyl-amino-benzotriazole, which was filtered off and crystallised from methanol to yield 19.5 parts by weight of crystalline product, having melting point 198 C. The yield was 74.9% theoretical.
• EXAMPLE 7 The procedure described in Example 6 was carried out using 23 parts by weight of dodecanoyl chloride instead of the octanoyl chloride, the reactants and conditions being otherwise the same. The product was 18.7 parts by weight of crystalline 5-dodecanoylamino-benzotriazole having melting point 210 C. The yield was 59.1% theoretical.
• EXAMPLE 8 The valuable properties of the compounds of the present invention are illustrated by the results of the following Pratt and Whitney type II oxidation-corrosion tests carried out at 425 F. in a synthetic ester based aero-gas turbine lubricant.
• the lubricant used was a 5-centistokes oil.
• EXAMPLE 9 A specimen from the same bright acid-dipped copper foil was immersed in one of the following: 2% weight/ volume ethanol solution of benzotriazole; 2% weight/ volume ethanol solution of S-methylbenzotriazole; 0.2% weight/ volume ethanol solution of 5-octanoyl-aminobenzotriazole (as produced by the procedure described in Example 6); and 0.2% weight/volume ethanol solution of 5-dodecanoyl-aminobenzotriazole (as produced by the procedure described in Example 7).
• the four immersed specimens were maintained at C. for five minutes and they were then washed in distilled water and dried in hot air.
• the resistance to tarnishing of the copper specimens was compared with that of a fifth specimen of the same acid-dipped, but otherwise untreated, copper foil as a control, by exposing the specimens to an atmosphere containing 10 parts per million by weight of hydrogen sulphide. The time taken for the onset of visible tarnish to occur was recorded as a measure of tarnish resistance.
• composition for application to metal surfaces compnsmg:
• composition as claimed in claim 1 wherein the solvent employed is Water, methanol, ethanol, a mineral oil or grease, ethylene glycol or polyethylene glycol or mixtures thereof.
• a composition as claimed in claim 1 wherein the proportion of the substituted benzotriazole in the composition is within the range of from 0.001% to 5.0% by weight.
• composition as claimed in claim 3 wherein the proportion of the substituted benzotriazole in the composition is within the range of from 0.01% to 1.0% by weight.
• a functional composition resistant to deterioration of function through contact with a metal which composition comprises:
• a major amount of a functional material susceptible to such deterioration which functional material is selected from the group consisting of polyethylene, polypropylene, natural and synthetic rubbers, mineral oils, anti-freeze compositions, and synthetic ester lubricants, and
• a functional composition as claimed in claim 5 wherein the functional material is polypropylene.
• a functional composition as claimed in claim 5 wherein the proportion of the substituted benzotriazole in the composition is within the range of from 0.05% to 2.0% by Weight.
• a polymer composition resistant to degradation in the presence of copper which composition comprises polypropylene and from about 0.01 to about 5% by weight, based on the total weight of polymer, of a substituted benzotriazole of the formula wherein R is alkanoylamino of from 3 to 20 carbon atoms.

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• 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)
• Compositions Of Macromolecular Compounds (AREA)
• Lubricants (AREA)
• Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

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• 1963
  • 1963-12-06 GB GB48223/63A patent/GB1065995A/en not_active Expired
• 1964
  • 1964-01-24 GB GB45181/65A patent/GB1069392A/en not_active Expired
  • 1964-12-01 CH CH1549464A patent/CH447762A/de unknown
  • 1964-12-04 SE SE14694/64A patent/SE325980B/xx unknown
  • 1964-12-04 DE DE19641521758 patent/DE1521758B1/de active Pending
  • 1964-12-04 BE BE656692D patent/BE656692A/xx unknown
  • 1964-12-04 NL NL6414144A patent/NL6414144A/xx unknown
  • 1964-12-05 ES ES0306821A patent/ES306821A1/es not_active Expired
• 1967
  • 1967-03-17 US US623826A patent/US3413227A/en not_active Expired - Lifetime
  • 1967-10-23 JP JP42067897A patent/JPS5021989B1/ja active Pending
• 1971
  • 1971-06-10 NL NL7107971A patent/NL7107971A/xx unknown

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