CA1192206A - Benzotriazole mixtures, processes for producing them, and their use as metal passivators - Google Patents
Benzotriazole mixtures, processes for producing them, and their use as metal passivatorsInfo
- Publication number
- CA1192206A CA1192206A CA000422340A CA422340A CA1192206A CA 1192206 A CA1192206 A CA 1192206A CA 000422340 A CA000422340 A CA 000422340A CA 422340 A CA422340 A CA 422340A CA 1192206 A CA1192206 A CA 1192206A
- Authority
- CA
- Canada
- Prior art keywords
- mixture
- weight
- compounds
- per cent
- formulae
- 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
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 55
- 238000000034 method Methods 0.000 title claims abstract description 15
- 230000008569 process Effects 0.000 title claims abstract description 14
- 239000002184 metal Substances 0.000 title abstract description 18
- 229910052751 metal Inorganic materials 0.000 title abstract description 18
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 title description 4
- 239000012964 benzotriazole Substances 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 35
- 239000012530 fluid Substances 0.000 claims abstract description 32
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000010695 polyglycol Substances 0.000 claims abstract description 7
- 108010053481 Antifreeze Proteins Proteins 0.000 claims abstract description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 6
- 230000002528 anti-freeze Effects 0.000 claims abstract description 6
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229920000151 polyglycol Polymers 0.000 claims abstract description 6
- 238000005555 metalworking Methods 0.000 claims abstract description 5
- 239000003921 oil Substances 0.000 claims abstract description 5
- 239000000839 emulsion Substances 0.000 claims abstract description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 26
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 7
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 239000000654 additive Substances 0.000 claims description 3
- 239000000376 reactant Substances 0.000 claims description 3
- 239000000243 solution Substances 0.000 description 12
- 235000019256 formaldehyde Nutrition 0.000 description 6
- 239000000758 substrate Substances 0.000 description 6
- 238000001816 cooling Methods 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- CMGDVUCDZOBDNL-UHFFFAOYSA-N 4-methyl-2h-benzotriazole Chemical compound CC1=CC=CC2=NNN=C12 CMGDVUCDZOBDNL-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000003112 inhibitor Substances 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- 239000012265 solid product Substances 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- 230000000875 corresponding effect Effects 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- LRUDIIUSNGCQKF-UHFFFAOYSA-N 5-methyl-1H-benzotriazole Chemical compound C1=C(C)C=CC2=NNN=C21 LRUDIIUSNGCQKF-UHFFFAOYSA-N 0.000 description 2
- JGLMVXWAHNTPRF-CMDGGOBGSA-N CCN1N=C(C)C=C1C(=O)NC1=NC2=CC(=CC(OC)=C2N1C\C=C\CN1C(NC(=O)C2=CC(C)=NN2CC)=NC2=CC(=CC(OCCCN3CCOCC3)=C12)C(N)=O)C(N)=O Chemical compound CCN1N=C(C)C=C1C(=O)NC1=NC2=CC(=CC(OC)=C2N1C\C=C\CN1C(NC(=O)C2=CC(C)=NN2CC)=NC2=CC(=CC(OCCCN3CCOCC3)=C12)C(N)=O)C(N)=O JGLMVXWAHNTPRF-CMDGGOBGSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- -1 aliphatic alcohols Chemical class 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 2
- 150000001565 benzotriazoles Chemical class 0.000 description 2
- 239000003139 biocide Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
- 229910021538 borax Inorganic materials 0.000 description 2
- 239000000872 buffer Substances 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 229910052709 silver Inorganic materials 0.000 description 2
- 239000004332 silver Substances 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000004328 sodium tetraborate Substances 0.000 description 2
- 235000010339 sodium tetraborate Nutrition 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003419 tautomerization reaction Methods 0.000 description 2
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 1
- LDTRLQFRPHFLGA-UHFFFAOYSA-N 2-[bis(2-hydroxyethyl)amino]ethanol;decanedioic acid Chemical compound OCCN(CCO)CCO.OC(=O)CCCCCCCCC(O)=O LDTRLQFRPHFLGA-UHFFFAOYSA-N 0.000 description 1
- RREANTFLPGEWEN-MBLPBCRHSA-N 7-[4-[[(3z)-3-[4-amino-5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidin-2-yl]imino-5-fluoro-2-oxoindol-1-yl]methyl]piperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid Chemical compound COC1=C(OC)C(OC)=CC(CC=2C(=NC(\N=C/3C4=CC(F)=CC=C4N(CN4CCN(CC4)C=4C(=CC=5C(=O)C(C(O)=O)=CN(C=5C=4)C4CC4)F)C\3=O)=NC=2)N)=C1 RREANTFLPGEWEN-MBLPBCRHSA-N 0.000 description 1
- 229910001369 Brass Inorganic materials 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- 229910001018 Cast iron Inorganic materials 0.000 description 1
- MDNWOSOZYLHTCG-UHFFFAOYSA-N Dichlorophen Chemical compound OC1=CC=C(Cl)C=C1CC1=CC(Cl)=CC=C1O MDNWOSOZYLHTCG-UHFFFAOYSA-N 0.000 description 1
- 239000005069 Extreme pressure additive Substances 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007866 anti-wear additive Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000009838 combustion analysis Methods 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- NHFDKKSSQWCEES-UHFFFAOYSA-N dihydrogen phosphate;tris(2-hydroxyethyl)azanium Chemical compound OP(O)(O)=O.OCCN(CCO)CCO NHFDKKSSQWCEES-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
- NCXUIEDQTCQZRK-UHFFFAOYSA-L disodium;decanedioate Chemical compound [Na+].[Na+].[O-]C(=O)CCCCCCCCC([O-])=O NCXUIEDQTCQZRK-UHFFFAOYSA-L 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 125000004005 formimidoyl group Chemical group [H]\N=C(/[H])* 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 235000010292 orthophenyl phenol Nutrition 0.000 description 1
- 239000004306 orthophenyl phenol Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- KWFOMJTYKROHLX-UHFFFAOYSA-M sodium;2,4,5-trichlorophenolate Chemical compound [Na+].[O-]C1=CC(Cl)=C(Cl)C=C1Cl KWFOMJTYKROHLX-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- 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
- 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
- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Materials Engineering (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
- Lubricants (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1198/82-5 | 1982-02-26 | ||
| CH119882 | 1982-02-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1192206A true CA1192206A (en) | 1985-08-20 |
Family
ID=4204800
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000422340A Expired CA1192206A (en) | 1982-02-26 | 1983-02-24 | Benzotriazole mixtures, processes for producing them, and their use as metal passivators |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4683071A (enExample) |
| EP (1) | EP0088724B1 (enExample) |
| JP (1) | JPS58159482A (enExample) |
| AU (1) | AU561440B2 (enExample) |
| BR (1) | BR8300920A (enExample) |
| CA (1) | CA1192206A (enExample) |
| DE (1) | DE3376651D1 (enExample) |
| GB (1) | GB2116965B (enExample) |
| ZA (1) | ZA831300B (enExample) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ212126A (en) * | 1984-06-26 | 1988-05-30 | Betz Int | Copper-corrosion inhibitor composition and use in water cooling systems |
| JPS62285991A (ja) * | 1986-06-03 | 1987-12-11 | Nippon Mining Co Ltd | 金属もしくは合金の圧延加工における４段冷間圧延機用圧延油 |
| US4788292A (en) * | 1986-07-31 | 1988-11-29 | Ciba-Geigy Corporation | Perfluoroalkyl substituted benzotriazoles |
| DE3767605D1 (de) * | 1986-07-31 | 1991-02-28 | Ciba Geigy Ag | Verfahren zur inhibierung von metalloberflaechenkorrosion durch verwendung von perfluoralkyl enthaltenden triazolen. |
| US5035720A (en) * | 1988-02-24 | 1991-07-30 | Petrolite Corporation | Composition for inhibition of corrosion in fuel systems, and methods for use and preparation thereof |
| EP0682022B1 (de) * | 1994-05-10 | 2002-07-24 | Ciba SC Holding AG | Kondensationsprodukte aus Melamin, (Benzo)triazolen und Aldehyden |
| US5507963A (en) * | 1994-05-10 | 1996-04-16 | Ciba-Geigy Corporation | Condensation products of melamine, (benzo) triazoles and aldehydes |
| US5648324A (en) * | 1996-01-23 | 1997-07-15 | Ocg Microelectronic Materials, Inc. | Photoresist stripping composition |
| AU5561696A (en) * | 1996-04-18 | 1997-11-07 | International Business Machines Corporation | Organic-metallic composite coating for copper surface protection |
| US5824721A (en) * | 1996-06-10 | 1998-10-20 | Armstrong World Industries, Inc. | Water soluble triazole derivative embossing inhibitor and the use thereof |
| GB2336378A (en) | 1998-04-17 | 1999-10-20 | Ibm | Protective treatment of a zinc or zinc alloy surface with an alcoholic solution of an azole |
| CN1058516C (zh) * | 1998-05-08 | 2000-11-15 | 中国石油化工总公司 | 一种润滑油金属减活剂及其制备方法 |
| KR100463315B1 (ko) * | 1998-12-28 | 2005-01-07 | 히다치 가세고교 가부시끼가이샤 | 금속용 연마액 재료, 금속용 연마액, 그 제조방법 및그것을 사용한 연마방법 |
| DE50203797D1 (de) * | 2002-03-07 | 2005-09-01 | Haertol Chemie Gmbh | Kühlmittel für brennstoffzellen |
| ES2878427T3 (es) * | 2005-05-06 | 2021-11-18 | Swimc Llc | Método para mejorar la resistencia a la corrosión de superficies metálicas |
| JP5305606B2 (ja) * | 2007-03-22 | 2013-10-02 | 富士フイルム株式会社 | 金属用研磨液及び研磨方法 |
| WO2009043814A1 (en) * | 2007-10-03 | 2009-04-09 | Basf Se | Antifreeze compositions |
| JP6181403B2 (ja) * | 2013-04-04 | 2017-08-16 | ユシロ化学工業株式会社 | 耐腐敗性が付与された水溶性機能流体 |
| AU2014256875A1 (en) | 2013-04-26 | 2015-11-12 | Falcon Waterfree Technologies, Llc | Hybrid trap with water injection |
| WO2014193981A1 (en) | 2013-05-28 | 2014-12-04 | Falcon Waterfree Technologies, Llc | Directional fluid inlet |
| TWI673030B (zh) | 2013-05-28 | 2019-10-01 | 美商發肯免水科技公司 | 減少飛濺及增加速度的小便斗濾筒及用於小便斗濾筒的流體出口部 |
| US20150191671A1 (en) * | 2014-01-07 | 2015-07-09 | Shell Oil Company | Lubricating composition |
| US10197430B2 (en) | 2014-01-20 | 2019-02-05 | Falcon Waterfree Technologies, Llc | Visual indicator |
| CN109748879A (zh) * | 2019-02-28 | 2019-05-14 | 盘锦辽河油田大力集团有限公司 | 一种改性苯并三氮唑及其制备方法 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1061904A (en) * | 1963-01-22 | 1967-03-15 | Castrol Ltd | Improvements in or relating to compositions containing metal deactivators |
| GB1065995A (en) * | 1963-12-06 | 1967-04-19 | Geigy Uk Ltd | Benzotriazoles and their production |
| DE1948794A1 (de) * | 1969-09-26 | 1971-04-01 | Rhein Chemie Rheinau Gmbh | 4,5,6,7-Tetrahydrobenzotriazole,Verfahren zu ihrer Herstellung und ihre Verwendung als Korrosionsinhibitoren |
| GB1466558A (en) * | 1975-01-23 | 1977-03-09 | Ciba Geigy Ag | Additives for functional fluids |
| US4177155A (en) * | 1975-01-23 | 1979-12-04 | Ciba-Geigy Corporation | Additives for water-based functional fluids |
| US4107060A (en) * | 1975-06-17 | 1978-08-15 | Mobil Oil Corporation | Lubricant compositions containing biocidal, antirust additives |
| DE2530562C2 (de) * | 1975-07-09 | 1983-09-29 | Rhein-Chemie Rheinau Gmbh, 6800 Mannheim | Verwendung einer konzentrierten Lösung von Methyl-Benzotriazol als Korrosionsschutzmittel |
| SU653290A1 (ru) * | 1976-12-01 | 1979-03-25 | Предприятие П/Я Р-6711 | Способ получени присадки к нефтепродуктам |
| GB1511593A (en) * | 1977-03-10 | 1978-05-24 | Ciba Geigy Ag | Substituted aminomethyl hydrogenated benzimidazoles and benzotriazoles and their use as metal passivators for functional fluids |
| GB1514359A (en) * | 1977-04-01 | 1978-06-14 | Ciba Geigy Ag | Benzotriazole-and benzimidazole derivatives and their use as additives for functional fluids |
| US4153565A (en) * | 1978-06-15 | 1979-05-08 | Mobil Oil Corporation | Benzotriazole adduct and lubricant compositions containing said adduct |
| JPS6033909A (ja) * | 1983-08-02 | 1985-02-21 | 大沢 久雄 | 舗装用土材料の製造方法 |
-
1983
- 1983-02-21 EP EP83810077A patent/EP0088724B1/de not_active Expired
- 1983-02-21 DE DE8383810077T patent/DE3376651D1/de not_active Expired
- 1983-02-22 GB GB08304814A patent/GB2116965B/en not_active Expired
- 1983-02-24 CA CA000422340A patent/CA1192206A/en not_active Expired
- 1983-02-25 BR BR8300920A patent/BR8300920A/pt not_active IP Right Cessation
- 1983-02-25 ZA ZA831300A patent/ZA831300B/xx unknown
- 1983-02-25 AU AU11876/83A patent/AU561440B2/en not_active Expired
- 1983-02-26 JP JP58031719A patent/JPS58159482A/ja active Granted
-
1985
- 1985-10-18 US US06/788,690 patent/US4683071A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| GB2116965A (en) | 1983-10-05 |
| BR8300920A (pt) | 1983-11-16 |
| EP0088724A1 (de) | 1983-09-14 |
| ZA831300B (en) | 1983-11-30 |
| AU561440B2 (en) | 1987-05-07 |
| AU1187683A (en) | 1983-09-01 |
| JPH0567628B2 (enExample) | 1993-09-27 |
| EP0088724B1 (de) | 1988-05-18 |
| JPS58159482A (ja) | 1983-09-21 |
| GB2116965B (en) | 1985-11-27 |
| DE3376651D1 (en) | 1988-06-23 |
| GB8304814D0 (en) | 1983-03-23 |
| US4683071A (en) | 1987-07-28 |
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