GB1036693A - New azepine compound - Google Patents

New azepine compound

Info

Publication number
GB1036693A
GB1036693A GB303/64A GB30364A GB1036693A GB 1036693 A GB1036693 A GB 1036693A GB 303/64 A GB303/64 A GB 303/64A GB 30364 A GB30364 A GB 30364A GB 1036693 A GB1036693 A GB 1036693A
Authority
GB
United Kingdom
Prior art keywords
trimethylolpropane
oils
azepine
see division
synthetic
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB303/64A
Inventor
Donald Richard Randell
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Geigy Co Ltd
Original Assignee
Geigy Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to DENDAT1250443D priority Critical patent/DE1250443B/en
Application filed by Geigy Co Ltd filed Critical Geigy Co Ltd
Priority to GB303/64A priority patent/GB1036693A/en
Priority to CH1649864A priority patent/CH458343A/en
Priority to NL6415325A priority patent/NL125509C/xx
Priority to BE657855D priority patent/BE657855A/xx
Priority to FR694A priority patent/FR1419428A/en
Publication of GB1036693A publication Critical patent/GB1036693A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
    • C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
    • C—CHEMISTRY; METALLURGY
    • 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
    • C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
    • C—CHEMISTRY; METALLURGY
    • 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
    • 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
    • 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
    • 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
    • C10M2207/30—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
    • C10M2207/302—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 derived from the combination of monocarboxylic acids, dicarboxylic acids and dihydroxy compounds only and having no free hydroxy or carboxyl 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/221—Six-membered rings containing nitrogen and carbon only
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • C10M2215/226—Morpholines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/30—Heterocyclic compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10—Semi-solids; greasy

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • General Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Lubricants (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

An anti-oxidant for essential oils gasoline, lubricating oils and greases, mineral oils and waxes and aliphatic hydrocarbons comprises 7:8-dihydrodinaphth-(1,2-6:21,11-5)azepine (see Division C2). An example describes the stabilization of a mineral oil; a synthetic lubricant polyester prepared from sebacic acid, trimethylolpropane, and caprylic acid; and a lubricant ester consisting of trimethylolpropane tripelargonate.ALSO:The novel compound <FORM:1036693/C2/1> made by heating 1,2-bis-(1-aminonaphthyl-2) ethane in the form of the di-orthophosphate, hydrochloride, sulphate or p-toluenesulphonate, preferably to at least the melting point and in the absence of oxygen, is used for stabilizing organic compounds against oxidation. 1-2-Bis-(1-aminonaphthyl-2) ethane is made by hydrogenating in presence of, e.g. Raney nickel or platinum group metal, the corresponding 1-nitronaphthyl compound which in turn can be obtained by oxidizing 2-methyl-1-nitronaphthalene with an alkyl formate or nitrite, preferably at -5 DEG to +5 DEG C. in presence of alkali metal alkoxide and an inert solvent. Compounds stabilized include hydrocarbons, e.g. gasoline, oils, greases, and waxes, natural or synthetic polymers, e.g. rubber, vinyl and vinylidene polymers, poly-ethylenes and propylenes, poly-ester, amide and urethane resins, aldehydes, e.g. heptaldehyde, unsaturated fatty acids and esters, e.g. ricinoleic acid and methyl oleate, esters of trimethylolpropane, trimethylpentanol, neopentyl glycol (di)-, pentaerythritol with one or more carboxylic acids, e.g. trimethylolpropane tripelargonate lub. oils based on polyesters derived from polyvalent alcohols and saturated aliphatic or aromatic mono- and di-carboxylic acids, e.g. trimethylolpropane, sebacic, and caprylic acids, vitamins, essential oils, ketones, and ethers.ALSO:A stabilizer for addition and condensation polymers, e.g polyvinyl chloride, synthetic rubbers, polyethylene and polypropylene, alkyd resins, polyurethanes and polyamides comprises 7:8 - di - hydrodinaphth - (1,2 - 6:21, 11 - F)-azepine (see Division C2). Examples describe the preparation of a sheet from high-density polyethylene, polypropylene, a synthetic rubber, and polyvinyl chloride containing 0.1% azepine; and the stabilizing of a synthetic lubricant polyester from sebacic acid, trimethylolpropane, and caprylic acid with the azepine.ALSO:An anti-oxidant for organic compounds comprises the novel compound 7 : 8-dihydrodinapth-(1, 2-b; 21, 11-5) azepine (see Division C2). Hydrocarbons, e.g. gasoline lubricating oils and greases, mineral oils and waxes (see Division C5) addition and condensation polymers (see Division C3) aldehydes, fatty acids and esters, vitamins and essential oils, ketones and ethers are mentioned and examples describe the stabilization of n-keptaldehyde, and trimethylolpropane tripelargonate.
GB303/64A 1964-01-03 1964-01-03 New azepine compound Expired GB1036693A (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
DENDAT1250443D DE1250443B (en) 1964-01-03 Stabilization of oxidation-sensitive organic substances
GB303/64A GB1036693A (en) 1964-01-03 1964-01-03 New azepine compound
CH1649864A CH458343A (en) 1964-01-03 1964-12-22 Process for the stabilization of oxidation-sensitive organic substances
NL6415325A NL125509C (en) 1964-01-03 1964-12-31
BE657855D BE657855A (en) 1964-01-03 1964-12-31
FR694A FR1419428A (en) 1964-01-03 1965-01-04 New azepin compound, its preparation and applications

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB303/64A GB1036693A (en) 1964-01-03 1964-01-03 New azepine compound

Publications (1)

Publication Number Publication Date
GB1036693A true GB1036693A (en) 1966-07-20

Family

ID=9701999

Family Applications (1)

Application Number Title Priority Date Filing Date
GB303/64A Expired GB1036693A (en) 1964-01-03 1964-01-03 New azepine compound

Country Status (6)

Country Link
BE (1) BE657855A (en)
CH (1) CH458343A (en)
DE (1) DE1250443B (en)
FR (1) FR1419428A (en)
GB (1) GB1036693A (en)
NL (1) NL125509C (en)

Also Published As

Publication number Publication date
DE1250443B (en) 1967-09-21
NL6415325A (en) 1965-07-05
FR1419428A (en) 1965-11-26
BE657855A (en) 1965-06-30
CH458343A (en) 1968-06-30
NL125509C (en) 1958-12-16

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