GB977588A - Substituted triazines, their production and organic compositions stabilised therewith - Google Patents
Substituted triazines, their production and organic compositions stabilised therewithInfo
- Publication number
- GB977588A GB977588A GB7447/63A GB744763A GB977588A GB 977588 A GB977588 A GB 977588A GB 7447/63 A GB7447/63 A GB 7447/63A GB 744763 A GB744763 A GB 744763A GB 977588 A GB977588 A GB 977588A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oil
- bis
- triazine
- octylthio
- phenylene
- 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
- 150000003918 triazines Chemical class 0.000 title abstract 4
- 239000000203 mixture Substances 0.000 title 1
- -1 alkali metal salt Chemical class 0.000 abstract 8
- 150000001875 compounds Chemical class 0.000 abstract 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 239000003921 oil Substances 0.000 abstract 2
- 235000019198 oils Nutrition 0.000 abstract 2
- 239000003381 stabilizer Substances 0.000 abstract 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 abstract 1
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 abstract 1
- FJSNTQXNQNSZJS-UHFFFAOYSA-N 2-(2-nonanoyloxypropoxy)propyl nonanoate Chemical compound CCCCCCCCC(=O)OCC(C)OCC(C)OC(=O)CCCCCCCC FJSNTQXNQNSZJS-UHFFFAOYSA-N 0.000 abstract 1
- XAOOAGGWWYTXPM-UHFFFAOYSA-N 2-chloro-4,6-bis(octylsulfanyl)-1,3,5-triazine Chemical compound CCCCCCCCSC1=NC(Cl)=NC(SCCCCCCCC)=N1 XAOOAGGWWYTXPM-UHFFFAOYSA-N 0.000 abstract 1
- AOEHSBYMVWRBMC-UHFFFAOYSA-N 5-(2-ethylhexanoyloxy)pentyl 2-ethylhexanoate Chemical compound CCCCC(CC)C(=O)OCCCCCOC(=O)C(CC)CCCC AOEHSBYMVWRBMC-UHFFFAOYSA-N 0.000 abstract 1
- 241000273930 Brevoortia tyrannus Species 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 abstract 1
- 235000019482 Palm oil Nutrition 0.000 abstract 1
- 235000019483 Peanut oil Nutrition 0.000 abstract 1
- 239000004698 Polyethylene Substances 0.000 abstract 1
- 239000004743 Polypropylene Substances 0.000 abstract 1
- 239000004793 Polystyrene Substances 0.000 abstract 1
- 235000019484 Rapeseed oil Nutrition 0.000 abstract 1
- MWBPRDONLNQCFV-UHFFFAOYSA-N Tri-allate Chemical group CC(C)N(C(C)C)C(=O)SCC(Cl)=C(Cl)Cl MWBPRDONLNQCFV-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 235000015278 beef Nutrition 0.000 abstract 1
- SSQNAPWMQSPZRM-UHFFFAOYSA-N benzene-1,4-diol;sodium Chemical compound [Na].OC1=CC=C(O)C=C1 SSQNAPWMQSPZRM-UHFFFAOYSA-N 0.000 abstract 1
- SAOKZLXYCUGLFA-UHFFFAOYSA-N bis(2-ethylhexyl) adipate Chemical compound CCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC SAOKZLXYCUGLFA-UHFFFAOYSA-N 0.000 abstract 1
- ZDWGXBPVPXVXMQ-UHFFFAOYSA-N bis(2-ethylhexyl) nonanedioate Chemical compound CCCCC(CC)COC(=O)CCCCCCCC(=O)OCC(CC)CCCC ZDWGXBPVPXVXMQ-UHFFFAOYSA-N 0.000 abstract 1
- KGYOGHGWJJGZMW-UHFFFAOYSA-N bis(3,5,5-trimethylhexyl) pentanedioate Chemical compound CC(C)(C)CC(C)CCOC(=O)CCCC(=O)OCCC(C)CC(C)(C)C KGYOGHGWJJGZMW-UHFFFAOYSA-N 0.000 abstract 1
- VKXANCCCDIKHTF-UHFFFAOYSA-N bis(3,5-dimethylhexyl) pentanedioate Chemical compound CC(C)CC(C)CCOC(=O)CCCC(=O)OCCC(C)CC(C)C VKXANCCCDIKHTF-UHFFFAOYSA-N 0.000 abstract 1
- HIEOGLNFUKBFCF-UHFFFAOYSA-N bis(3-methylbutyl) hexanedioate Chemical compound CC(C)CCOC(=O)CCCCC(=O)OCCC(C)C HIEOGLNFUKBFCF-UHFFFAOYSA-N 0.000 abstract 1
- 239000004359 castor oil Substances 0.000 abstract 1
- 235000019438 castor oil Nutrition 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000003240 coconut oil Substances 0.000 abstract 1
- 235000019864 coconut oil Nutrition 0.000 abstract 1
- 235000012716 cod liver oil Nutrition 0.000 abstract 1
- 239000003026 cod liver oil Substances 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- 235000005687 corn oil Nutrition 0.000 abstract 1
- 239000002285 corn oil Substances 0.000 abstract 1
- 239000002385 cottonseed oil Substances 0.000 abstract 1
- 235000012343 cottonseed oil Nutrition 0.000 abstract 1
- 239000002283 diesel fuel Substances 0.000 abstract 1
- 150000005690 diesters Chemical class 0.000 abstract 1
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 1
- MJOKHGMXPJXFTG-UHFFFAOYSA-N dihexyl nonanedioate Chemical compound CCCCCCOC(=O)CCCCCCCC(=O)OCCCCCC MJOKHGMXPJXFTG-UHFFFAOYSA-N 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 239000000194 fatty acid Substances 0.000 abstract 1
- 229930195729 fatty acid Natural products 0.000 abstract 1
- 150000004665 fatty acids Chemical class 0.000 abstract 1
- 239000000446 fuel Substances 0.000 abstract 1
- 239000000295 fuel oil Substances 0.000 abstract 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- FXHGMKSSBGDXIY-UHFFFAOYSA-N heptanal Chemical compound CCCCCCC=O FXHGMKSSBGDXIY-UHFFFAOYSA-N 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 239000000944 linseed oil Substances 0.000 abstract 1
- 235000021388 linseed oil Nutrition 0.000 abstract 1
- 239000000314 lubricant Substances 0.000 abstract 1
- 239000010687 lubricating oil Substances 0.000 abstract 1
- 239000002480 mineral oil Substances 0.000 abstract 1
- 235000010446 mineral oil Nutrition 0.000 abstract 1
- 235000014593 oils and fats Nutrition 0.000 abstract 1
- 239000004006 olive oil Substances 0.000 abstract 1
- 235000008390 olive oil Nutrition 0.000 abstract 1
- 239000011368 organic material Substances 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 239000002540 palm oil Substances 0.000 abstract 1
- 239000000312 peanut oil Substances 0.000 abstract 1
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 abstract 1
- 229920000573 polyethylene Polymers 0.000 abstract 1
- 229920000098 polyolefin Polymers 0.000 abstract 1
- 229920001155 polypropylene Polymers 0.000 abstract 1
- 229920002223 polystyrene Polymers 0.000 abstract 1
- 230000001376 precipitating effect Effects 0.000 abstract 1
- 239000008159 sesame oil Substances 0.000 abstract 1
- 235000011803 sesame oil Nutrition 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
- 239000003760 tallow Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
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- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/86—Use of additives, e.g. for stabilisation
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/20—Use of additives, e.g. for stabilisation
-
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3477—Six-membered rings
- C08K5/3492—Triazines
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/378—Thiols containing heterocyclic rings
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/30—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing heterocyclic ring with at least one nitrogen atom as ring member
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- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/24—Organic compounds containing sulfur, selenium and/or tellurium
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- 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
- C10M133/40—Six-membered ring containing nitrogen and carbon only
- C10M133/42—Triazines
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- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
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- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B5/00—Preserving by using additives, e.g. anti-oxidants
- C11B5/0042—Preserving by using additives, e.g. anti-oxidants containing nitrogen
- C11B5/0064—Heterocyclic compounds containing nitrogen in the ring
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- C11B5/00—Preserving by using additives, e.g. anti-oxidants
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- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
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- C10M2203/102—Aliphatic fractions
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- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/104—Aromatic fractions
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- C10M2203/106—Naphthenic fractions
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- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/108—Residual fractions, e.g. bright stocks
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- 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
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/30—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
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- C10M2207/402—Castor oils
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- C10M2207/404—Fatty vegetable or animal oils obtained from genetically modified species
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- 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
- C10M2209/105—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
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- 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
- C10M2215/222—Triazines
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- 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
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- 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
- C10M2219/084—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof
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- 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
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- 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
- C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
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- 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
- C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
- C10M2219/089—Overbased salts
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- 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
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- 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
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
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- 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
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/102—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon only in the ring
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- 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
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
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- C—CHEMISTRY; METALLURGY
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- 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
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
- C10M2219/106—Thiadiazoles
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- 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
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- 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
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- 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
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- Chemical & Material Sciences (AREA)
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- Engineering & Computer Science (AREA)
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- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Materials Engineering (AREA)
- Analytical Chemistry (AREA)
- Water Supply & Treatment (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
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Abstract
The invention relates to substituted triazines of general formula <FORM:0977588/C1/1> wherein R1, R2, R3, and R4 independently represent an alkyl group having from 1-18 carbon atoms. The compounds may be prepared by reacting two moles of the appropriate mercaptan RSH or an alkali metal salt (including NH4+) with one mole of a triazine having reactive groups attached to the carbon atoms e.g. halogen, particularly chlorine, and then reacting the product with an alkali-metal salt of hydroquinone e.g. the sodium salt. In an example 1, 4-phenylene-bis-[2-oxy-4, 6-bis-(n-octylthio)]-1, 3, 5-triazine is prepared by adding sodium hydroquinone to a solution of 2, 4-bis-(n-octylthio)-6-chloro-1, 3, 5-triazine in ethanol, and precipitating the product by the addition of water. The compounds of the invention are used to stabilize against oxidation by air or oxygen at ambient or elevated temperature various organic materials, including polyolefins, aliphatic aldehydes e.g. heptaldehyde and aliphatic ester lubricants e.g. dihexyl azelate; di-(2-ethylhexyl) azelate; di-(3, 5, 5-trimethylhexyl) glutarate-, di-(3, 5, 5-trimethylpentyl)-glutarate; di-(2-ethylhexyl) pimelate, di-(2-ethylhexyl) adipate; di-isoamyl adipate; triamyl carballylate; penta aerythritol tetracaproate; dipropylene glycol dipelargonate and 1, 5-pentane diol-di-(2-ethyl hexanoate), and also the diesters of fatty acids having from 5 to 15 carbon atoms per acid molecule, by incorporating therein an amount preferably between 0.001% to 5% by weight. Specification 977,589 also is referred to.ALSO:A stabilizer for polymeric hydrocarbons comprises a substituted triazine of the formula <FORM:0977588/C3/1> which may be made according to the methods described in Division C2. The preferred compound is 1, 4-phenylene-bis-[2-oxy-4, 6-bis-(n-octylthio)] 1, 3, 5-triazine; and it may be used in quantities of 0.001 to 5% by weight. It may be added to polyethylene, polypropylene, polystyrene or a copolymer of butadiene with styrene. Specification 977,589 also is referred to.ALSO:A stabilizer for oils and fats comprises a substituted triazine of the formula <FORM:0977588/C4-C5/1> where R1-4 are each independently C1-18 alkyl radicals, which may be made according to the methods described in Division C2. The preferred compound is 1,4-phenylene-bis-[2-oxy-4,6-bis-(n-octylthio)]-1,3,5-triazine, and it may be used in quantities of 0.001 to 5% by weight. It may be added to linseed oil, menhaden oil, cod liver oil, castor oil, olive oil, rapeseed oil, coconut oil, palm oil, corn oil, sesame oil, peanut oil, cotton seed oil, lard, beef tallow, gasolines, natural and synthetic, jet fuel, diesel oil, mineral oil, fuel oil, drying oil, and various types of synthetic ester lubricating oils, several specific esters being mentioned. Specification 977,589 also is referred to.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US2160460A | 1960-04-12 | 1960-04-12 | |
US4715960A | 1960-08-03 | 1960-08-03 | |
US8752161A | 1961-02-21 | 1961-02-21 | |
US8752061A | 1961-02-21 | 1961-02-21 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB977588A true GB977588A (en) | 1964-12-09 |
Family
ID=27487019
Family Applications (5)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB977589D Active GB977589A (en) | 1960-04-12 | ||
GB35885/62A Expired GB922750A (en) | 1960-04-12 | 1961-03-29 | Method of stabilization of rubber with a substituted triazine and compositions stabilized thereby |
GB11563/61A Expired GB977587A (en) | 1960-04-12 | 1961-03-29 | Method of stabilization with a substituted triazine and compositions stabilized therey |
GB7447/63A Expired GB977588A (en) | 1960-04-12 | 1961-03-29 | Substituted triazines, their production and organic compositions stabilised therewith |
GB11564/61A Expired GB922040A (en) | 1960-04-12 | 1961-03-29 | Method of stabilization of rubber with a substituted triazine and compositions stabilized thereby |
Family Applications Before (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB977589D Active GB977589A (en) | 1960-04-12 | ||
GB35885/62A Expired GB922750A (en) | 1960-04-12 | 1961-03-29 | Method of stabilization of rubber with a substituted triazine and compositions stabilized thereby |
GB11563/61A Expired GB977587A (en) | 1960-04-12 | 1961-03-29 | Method of stabilization with a substituted triazine and compositions stabilized therey |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB11564/61A Expired GB922040A (en) | 1960-04-12 | 1961-03-29 | Method of stabilization of rubber with a substituted triazine and compositions stabilized thereby |
Country Status (7)
Country | Link |
---|---|
BE (1) | BE602449A (en) |
CH (4) | CH446327A (en) |
DE (2) | DE1470832C3 (en) |
GB (5) | GB922750A (en) |
MY (2) | MY6400133A (en) |
NL (4) | NL124028C (en) |
SE (1) | SE306424B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3462291A (en) * | 1966-01-20 | 1969-08-19 | Hercules Inc | Stabilization of polypropylene |
Families Citing this family (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3531483A (en) * | 1968-10-25 | 1970-09-29 | Goodrich Co B F | Hydroxyphenylalkyleneyl isocyanurates |
US3678047A (en) * | 1970-04-27 | 1972-07-18 | Goodrich Co B F | Alkylhydroxyphenylcarboalkoxy-substituted isocyanurates |
BE791173A (en) * | 1971-11-10 | 1973-05-09 | Degussa | S-TRIAZINE DERIVATIVES CONTAINING NAPHTYLAMINO GROUPS AND THEIR USE |
BE791368A (en) * | 1971-11-16 | 1973-05-14 | American Cyanamid Co | DERIVATIVES OF TRIAZINE AND THEIR USE AS ANTIOXIDANTS |
GB1393551A (en) * | 1972-04-21 | 1975-05-07 | Ciba Geigy Ag | Piperidine derivatives |
NL7511698A (en) * | 1975-10-04 | 1977-04-06 | Akzo Nv | PROCESS FOR THE PREPARATION OF A NEW ANTI-OXYDANT. |
US4104250A (en) * | 1976-08-11 | 1978-08-01 | Borg-Warner Corporation | Flame-retardant polymers with 1,3,5-triazines having halo- and halo-aryl substitutents |
JPH06103396B2 (en) * | 1985-10-31 | 1994-12-14 | 三菱化成株式会社 | Electrophotographic photoreceptor |
US4794134A (en) * | 1987-08-28 | 1988-12-27 | Uniroyal Chemical Company, Inc. | Ozone resistant elastomeric articles |
US5047530A (en) * | 1987-08-28 | 1991-09-10 | Uniroyal Chemical Company, Inc. | Arylenediamine substituted triazines |
US4794135A (en) * | 1987-08-28 | 1988-12-27 | Uniroyal Chemical Company, Inc. | Arylenediamine substituted triazines |
US4839188A (en) * | 1988-05-27 | 1989-06-13 | Uniroyal Chemical Company, Inc. | Stabilized fat compositions |
US4972010A (en) * | 1988-09-21 | 1990-11-20 | Uniroyal Chemical Company, Inc. | Substituted triazines |
US5120844A (en) * | 1988-09-21 | 1992-06-09 | Uniroyal Chemical Company, Inc. | Substituted triazines |
US5208280A (en) * | 1989-10-13 | 1993-05-04 | Uniroyal Chemical Company, Inc. | Elastomers and tire with N-alkyl-p-quinonediimino triazine stabilizers |
US5118807A (en) * | 1989-10-13 | 1992-06-02 | Uniroyal Chemical Company, Inc. | N-alkyl-p-quinonediimino triazine compounds |
US5126385A (en) * | 1990-03-20 | 1992-06-30 | Uniroyal Chemical Company, Inc. | Chloropyrimidines and chlorotriazines as rubber-to-metal adhesion promoters |
US5264496A (en) * | 1991-07-05 | 1993-11-23 | General Electric Company | Method for preparing reactive triazine-capped aromatic polymers, and intermediates for use therein |
US5290460A (en) * | 1993-02-22 | 1994-03-01 | Exxon Research & Engineering Co. | Lubricant composition containing complexes of alkoxylated amine, trithiocyanuric acid, and adenine |
US5275745A (en) * | 1993-02-22 | 1994-01-04 | Exxon Research & Engineering Co. | Lubricant composition containing alkoxylated amine salt of trithiocyanuric acid |
JP4548761B2 (en) | 2000-06-15 | 2010-09-22 | 富士フイルムホールディングス株式会社 | Lubricant composition |
US7018960B2 (en) * | 2001-06-11 | 2006-03-28 | Fuji Photo Film Co., Ltd. | Lubricant composition, method for using and preparing thereof and molecular complex compound used for the same |
CN109651280A (en) * | 2019-02-01 | 2019-04-19 | 浙江扬帆新材料股份有限公司 | A kind of synthetic method of antioxidant 565 |
CN115109466B (en) * | 2022-07-28 | 2023-03-21 | 佛山市帆思科材料技术有限公司 | Anti-aging water-based color ink-jet printing ink product and manufacturing method thereof |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE583316A (en) * | ||||
NL105044C (en) * | 1956-12-14 |
-
0
- GB GB977589D patent/GB977589A/en active Active
- BE BE602449D patent/BE602449A/xx unknown
- NL NL263480D patent/NL263480A/xx unknown
- NL NL126079D patent/NL126079C/xx active
- NL NL263479D patent/NL263479A/xx unknown
- NL NL124028D patent/NL124028C/xx active
-
1961
- 1961-03-29 GB GB35885/62A patent/GB922750A/en not_active Expired
- 1961-03-29 GB GB11563/61A patent/GB977587A/en not_active Expired
- 1961-03-29 GB GB7447/63A patent/GB977588A/en not_active Expired
- 1961-03-29 GB GB11564/61A patent/GB922040A/en not_active Expired
- 1961-04-08 CH CH192866A patent/CH446327A/en unknown
- 1961-04-08 CH CH414261A patent/CH433711A/en unknown
- 1961-04-08 CH CH192966A patent/CH446328A/en unknown
- 1961-04-08 CH CH414361A patent/CH427791A/en unknown
- 1961-04-11 DE DE1470832*CA patent/DE1470832C3/en not_active Expired
- 1961-04-11 DE DEG32032A patent/DE1264051B/en active Pending
- 1961-04-11 SE SE3809/61A patent/SE306424B/xx unknown
-
1964
- 1964-12-31 MY MY1964133A patent/MY6400133A/en unknown
-
1965
- 1965-12-30 MY MY1/65A patent/MY6500001A/en unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3462291A (en) * | 1966-01-20 | 1969-08-19 | Hercules Inc | Stabilization of polypropylene |
Also Published As
Publication number | Publication date |
---|---|
DE1470832B2 (en) | 1975-03-06 |
CH427791A (en) | 1967-01-15 |
GB922040A (en) | 1963-03-27 |
CH433711A (en) | 1967-04-15 |
MY6400133A (en) | 1964-12-31 |
NL263480A (en) | |
SE306424B (en) | 1968-11-25 |
DE1470832C3 (en) | 1975-11-06 |
CH446327A (en) | 1967-11-15 |
BE602449A (en) | |
DE1264051B (en) | 1968-03-21 |
NL126079C (en) | |
DE1470832A1 (en) | 1969-06-04 |
GB977589A (en) | |
CH446328A (en) | 1967-11-15 |
NL124028C (en) | |
GB977587A (en) | 1964-12-09 |
NL263479A (en) | |
GB922750A (en) | 1963-04-03 |
MY6500001A (en) | 1965-12-31 |
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