GB1023380A - Improvements in or relating to lubricating compositions containing phenothiazine derivatives - Google Patents

Improvements in or relating to lubricating compositions containing phenothiazine derivatives

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Publication number
GB1023380A
GB1023380A GB20934/63A GB2093463A GB1023380A GB 1023380 A GB1023380 A GB 1023380A GB 20934/63 A GB20934/63 A GB 20934/63A GB 2093463 A GB2093463 A GB 2093463A GB 1023380 A GB1023380 A GB 1023380A
Authority
GB
United Kingdom
Prior art keywords
alkyl
benzene
formula
cycloalkoxyalkyl
aryloxyalkyl
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
GB20934/63A
Inventor
John Scotchford Elliott
Eric Descamp Edwards
Anthony David Brazier
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.)
Castrol Ltd
Original Assignee
Castrol 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 NL129113D priority Critical patent/NL129113C/xx
Application filed by Castrol Ltd filed Critical Castrol Ltd
Priority to GB20934/63A priority patent/GB1023380A/en
Priority to US368407A priority patent/US3376224A/en
Priority to NL6405729A priority patent/NL6405729A/xx
Priority to FR975441A priority patent/FR1423656A/en
Priority to DK257964AA priority patent/DK114008B/en
Priority to BE648377A priority patent/BE648377A/xx
Priority to DE1964C0032969 priority patent/DE1594370B2/en
Publication of GB1023380A publication Critical patent/GB1023380A/en
Expired legal-status Critical Current

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    • C10M135/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/32Heterocyclic sulfur, selenium or tellurium compounds
    • C10M135/36Heterocyclic sulfur, selenium or tellurium compounds the ring containing sulfur and carbon with nitrogen or oxygen
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    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
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    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/102Aliphatic fractions
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    • C10M2203/104Aromatic fractions
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    • C10M2203/106Naphthenic fractions
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/023Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
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    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/121Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
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    • C10M2207/30Complex 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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    • C10M2207/302Complex 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
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    • C10M2207/304Complex 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 monohydroxy compounds, dihydroxy compounds and dicarboxylic acids only and having no free hydroxy or carboxyl groups
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    • C10M2215/22Heterocyclic nitrogen compounds
    • C10M2215/221Six-membered rings containing nitrogen and carbon only
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22Heterocyclic nitrogen compounds
    • C10M2215/225Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22Heterocyclic nitrogen compounds
    • C10M2215/225Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • C10M2215/226Morpholines
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    • C10M2215/30Heterocyclic compounds
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    • C10M2217/00Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/02Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/028Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a nitrogen-containing hetero ring
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2217/00Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/06Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
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    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/044Sulfonic acids, Derivatives thereof, e.g. neutral salts
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    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
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    • C10M2219/10Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C10M2219/108Phenothiazine
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    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
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    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/08Resistance to extreme temperature
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    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/12Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/12Gas-turbines
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/12Gas-turbines
    • C10N2040/13Aircraft turbines
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    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10Semi-solids; greasy

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)

Abstract

Lubricating compositions comprise a major proportion of a lubricating oil or grease and a phenothiazine of formula <FORM:1023380/C4-C5/1> where Ar and Ar1 are benzene or naphthalene nuclei which may be substituted by alkyl or alkoxy, and R is alkyl, aryl, alkaryl, aralkyl, cycloalkyl, alkoxyalkyl, cycloalkoxyalkyl or aryloxyalkyl. The oil may be a mineral oil or a synthetic oil, particularly a neutral carboxylic ester or blend of esters. Specified esters include conventional diesters and "hindered" simple and complex esters derived from primary mono- and poly-hydric alcohols in which there are no carbon atoms attached to the b -carbon atoms, such as trimethylol-alkanes, pentaerythritol, polypentaerythritols, neoglycol and trimethylpentanol. Other substances which may be present include: secondary aromatic amines such as phenyl-naphthylamines, alkyl-substituted diphenylamines and compounds of formula (R1O)m-Ar11-NH-Ar111(OR11)n where Ar is a benzene nucleus and Ar1 is a benzene or naphthalene nucleus (alkyl substituents may be present), R1 and R11 are alkyl, m is 1 or 2 and n is 0 or 1; polyoxyalkylene glycol ethers R-O(R1O)n-R2 where R is alkyl, R1 is alkylene, R2 is H or alkyl and n is an integer; benzotriazole; dicarboxylic acids; polyphenyl ethers; alkyl methacrylate/N-vinylpyrrolidone copolymers and alkyl fumarate/vinyl acetate/N - vinylpyrrolidone copolymers; chlorinated di- or poly-phenyls; calcium petroleum sulphonate.ALSO:Phenothiazines of formula <FORM:1023380/C2/1> where Ar and Ar1 are benzene or naphthalene nuclei which may be substituted by alkyl or alkoxy radicals, and R is alkyl, aryl, alkaryl, aralkyl, cycloalkyl, alkoxyalkyl, cycloalkoxyalkyl or aryloxyalkyl, are prepared by reacting <FORM:1023380/C2/2> with ROH and CH2O. Those compounds of formula <FORM:1023380/C2/3> where Ar and Ar1 are benzene or naphthalene nuclei, R is alkyl, aryl, alkaryl, aralkyl, cycloalkyl, alkoxyalkyl, cycloalkoxyalkyl or aryloxyalkyl, R2 is alkyl, R3 is hydrogen or alkyl, and the sum of the carbon atoms in R2 and R3 is from 8 to 24 are claimed per se.
GB20934/63A 1963-05-24 1963-05-24 Improvements in or relating to lubricating compositions containing phenothiazine derivatives Expired GB1023380A (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
NL129113D NL129113C (en) 1963-05-24
GB20934/63A GB1023380A (en) 1963-05-24 1963-05-24 Improvements in or relating to lubricating compositions containing phenothiazine derivatives
US368407A US3376224A (en) 1963-05-24 1964-05-18 Lubricating compositions and antioxidants therefor
NL6405729A NL6405729A (en) 1963-05-24 1964-05-22
FR975441A FR1423656A (en) 1963-05-24 1964-05-22 Lubricating and anti-oxidant compositions for these compositions
DK257964AA DK114008B (en) 1963-05-24 1964-05-23 Lubricant mixture with good resistance to oxidation at high temperature.
BE648377A BE648377A (en) 1963-05-24 1964-05-25
DE1964C0032969 DE1594370B2 (en) 1963-05-24 1964-05-25 MINERAL OR SYNTHETIC OIL

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB20934/63A GB1023380A (en) 1963-05-24 1963-05-24 Improvements in or relating to lubricating compositions containing phenothiazine derivatives

Publications (1)

Publication Number Publication Date
GB1023380A true GB1023380A (en) 1966-03-23

Family

ID=10154285

Family Applications (1)

Application Number Title Priority Date Filing Date
GB20934/63A Expired GB1023380A (en) 1963-05-24 1963-05-24 Improvements in or relating to lubricating compositions containing phenothiazine derivatives

Country Status (6)

Country Link
US (1) US3376224A (en)
BE (1) BE648377A (en)
DE (1) DE1594370B2 (en)
DK (1) DK114008B (en)
GB (1) GB1023380A (en)
NL (2) NL6405729A (en)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1140089A (en) * 1966-05-06 1969-01-15 Geigy Uk Ltd Alkyl substituted phenothiazines
US3539515A (en) * 1968-04-03 1970-11-10 Mobil Oil Corp Lubricating oil compositions containing peroxide-treated phenothiazine as an antioxidant
US3912640A (en) * 1972-08-07 1975-10-14 Stauffer Chemical Co Gas turbine lubricants
US4072619A (en) * 1976-08-30 1978-02-07 The Dow Chemical Company Ester lubricants containing polyoxyalkylene phenothiazines
US5034019A (en) * 1988-06-23 1991-07-23 The Lubrizol Corporation N-substituted thio alkyl phenothiazines
US4785095A (en) * 1986-09-16 1988-11-15 The Lubrizol Corporation N-substituted thio alkyl phenothiazines
US5178784A (en) * 1986-09-16 1993-01-12 The Lubrizol Corporation N-substituted thio alkyl phenothiazines
US5157118A (en) * 1986-09-16 1992-10-20 The Lubrizol Corporation N-substituted thio alkyl phenothiazines
EP0275835B1 (en) * 1986-12-31 1991-12-11 Ciba-Geigy Ag Substituted phenothiazines as lubricant stabilizers
US5211862A (en) * 1986-12-31 1993-05-18 Ciba-Geigy Corporation Substituted N-thiomethylphenothiazines as lubricant stabilizers
US4798684A (en) * 1987-06-09 1989-01-17 The Lubrizol Corporation Nitrogen containing anti-oxidant compositions
US5024774A (en) * 1987-06-09 1991-06-18 The Lubrizol Corporation Nitrogen containing anti-oxidant compositions
US4915858A (en) * 1987-06-09 1990-04-10 The Lubrizol Corporation Nitrogen containing anti-oxidant compositions
US5269954A (en) * 1988-12-05 1993-12-14 Elf France Nitrogenous additives with an antioxidant action and lubricating compositions containing the said additives
US6797677B2 (en) 2002-05-30 2004-09-28 Afton Chemical Corporation Antioxidant combination for oxidation and deposit control in lubricants containing molybdenum and alkylated phenothiazine
US7176168B2 (en) * 2003-03-28 2007-02-13 Exxonmobil Research And Engineering Company Lubricant containing a synergistic combination of rust inhibitors, antiwear agents, and a phenothiazine antioxidant
EP1805282A4 (en) * 2004-10-25 2010-08-04 Huntsman Petrochemical Llc Fuel and oil detergents
JP5455362B2 (en) * 2008-12-25 2014-03-26 チェイル インダストリーズ インコーポレイテッド Adhesive composition and optical member using the same
JP6692599B2 (en) * 2014-09-19 2020-05-13 日東電工株式会社 Polarizing plate with adhesive layer

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2415252A (en) * 1947-02-04 Phenothiazine derivatives
US2461460A (en) * 1949-02-08 N-acixphenothiazines
US2526118A (en) * 1950-10-17 Paul chabpentier
US2836564A (en) * 1954-10-28 1958-05-27 Standard Oil Co Corrosion inhibitors and compositions containing the same
NL100694C (en) * 1956-03-08
US2930758A (en) * 1956-09-28 1960-03-29 Texaco Inc Ester-base lubricant containing anti-oxidant mixtures
GB860675A (en) * 1957-04-29 1961-02-08 Castrol Ltd Improvements in or relating to lubricating compositions
NL247300A (en) * 1959-01-14
US3148147A (en) * 1961-01-31 1964-09-08 Eastman Kodak Co 2, 2-dialkyl-1, 3-propanediol diesters as functional fluids

Also Published As

Publication number Publication date
NL6405729A (en) 1964-11-25
DE1594370B2 (en) 1976-11-18
BE648377A (en) 1964-09-16
US3376224A (en) 1968-04-02
NL129113C (en)
DE1594370A1 (en) 1970-01-29
DK114008B (en) 1969-05-19

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