GB1035984A - Chlorine-containing phosphorus esters and lubricating oil compositions containing them - Google Patents

Chlorine-containing phosphorus esters and lubricating oil compositions containing them

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Publication number
GB1035984A
GB1035984A GB15953/63A GB1595363A GB1035984A GB 1035984 A GB1035984 A GB 1035984A GB 15953/63 A GB15953/63 A GB 15953/63A GB 1595363 A GB1595363 A GB 1595363A GB 1035984 A GB1035984 A GB 1035984A
Authority
GB
United Kingdom
Prior art keywords
lubricating oil
chloromethyl
bis
general formula
chloroalkyl
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
GB15953/63A
Inventor
Derek Southern
Francis Henry Waight
Alexander Colquhoun Ba Mcphail
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.)
Shell Research Ltd
Original Assignee
Shell Research 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
Application filed by Shell Research Ltd filed Critical Shell Research Ltd
Priority to GB15953/63A priority Critical patent/GB1035984A/en
Priority to US355949A priority patent/US3287266A/en
Priority to NL6404323A priority patent/NL6404323A/xx
Priority to BE646836D priority patent/BE646836A/xx
Priority to FR971721A priority patent/FR1419606A/en
Priority to DES90657A priority patent/DE1282828B/en
Publication of GB1035984A publication Critical patent/GB1035984A/en
Expired legal-status Critical Current

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    • C10M169/00Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04Mixtures of base-materials and additives
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    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/06Phosphorus compounds without P—C bonds
    • C07F9/08Esters of oxyacids of phosphorus
    • C07F9/09Esters of phosphoric acids
    • C07F9/091Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
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    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/06Phosphorus compounds without P—C bonds
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    • C07F9/12Esters of phosphoric acids with hydroxyaryl compounds
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    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/06Phosphorus compounds without P—C bonds
    • C07F9/16Esters of thiophosphoric acids or thiophosphorous acids
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    • C10M137/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
    • C10M137/04Phosphate esters
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    • C10M137/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
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    • C10M2215/226Morpholines
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    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • 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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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Lubricants (AREA)

Abstract

A lubricating oil composition comprises a major proportion of a base lubricating oil and a minor proportion of a diaryl chloroalkyl phosphate or thiophosphate of the general formula (RO)2P(X)OCH2.C(CH2Cl)3 wherein R is an aryl group optionally containing one or more C1-C10 alkyl groups and X is oxygen or sulphur (see Division C2). The additive has extreme pressure properties and the base lubricating oil is preferably an aliphatic carboxylic acid ester, e.g. an aliphatic diester of a C6-C20 dibasic aliphatic carboxylic acid, e.g. an ester of adipic, pimelic, suberic, azelaic or sebacic acid with lauryl, heptyl, octyl or nonyl alcohol or the base oil may be a synthetic ester of the type disclosed in Specification 959,545. Other specified conventional additives may also be present, e.g. thickeners, anti-oxidants, anti-lacquering agents, anti-foaming agents, dyes, anti-corrosion agents, metal deactivators and additional extreme-pressure additives, e.g. chlorinated di- or poly-phenyls and tri-aryl esters of phosphorothionic acid.ALSO:The invention comprises di-aryl chloroalkyl phosphates and thiophosphates of the general formula (RO)2P(X).OCH2C(CH2C1)3 wherein R is an aryl group optionally containing one or more alkyl groups, each having from 1 to 10 carbon atoms and X is oxygen or sulphur. They may be obtained by reacting an appropriate chloroalkyl oxetane with hydrogen chloride and then treating the alcohol formed with a phosphorochloridate of the general formula (RO)2P(X)C1. Examples are given for the production of diphenyl and di-octylphenyl-2,2 - bis - (chloromethyl) - 3 - chloropropyl phosphates. Other products specified are the corresponding diphenyl- and di-octylphenyl-2,2-bis - (chloromethyl) - 3 - chloropropyl phosphorothionates. The products are useful as additives for lubricating oils (see Division C4). 2,2 - Bis - (chloromethyl) - 3 - chloropropanol is obtained by bubbling HC1 through molten 3,3-bis-(chloromethyl) oxetane. Di-p-octyl phenyl phosphorochloridate is obtained by reacting p-octyl phenol with phosphoryl chloride in the molar ratio of 2: 1.
GB15953/63A 1963-04-23 1963-04-23 Chlorine-containing phosphorus esters and lubricating oil compositions containing them Expired GB1035984A (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
GB15953/63A GB1035984A (en) 1963-04-23 1963-04-23 Chlorine-containing phosphorus esters and lubricating oil compositions containing them
US355949A US3287266A (en) 1963-04-23 1964-03-30 Lubricating composition
NL6404323A NL6404323A (en) 1963-04-23 1964-04-21
BE646836D BE646836A (en) 1963-04-23 1964-04-21
FR971721A FR1419606A (en) 1963-04-23 1964-04-21 New organic phosphates and lubricating oils containing them
DES90657A DE1282828B (en) 1963-04-23 1964-04-21 Ester lubricating oil

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB15953/63A GB1035984A (en) 1963-04-23 1963-04-23 Chlorine-containing phosphorus esters and lubricating oil compositions containing them

Publications (1)

Publication Number Publication Date
GB1035984A true GB1035984A (en) 1966-07-13

Family

ID=10068538

Family Applications (1)

Application Number Title Priority Date Filing Date
GB15953/63A Expired GB1035984A (en) 1963-04-23 1963-04-23 Chlorine-containing phosphorus esters and lubricating oil compositions containing them

Country Status (5)

Country Link
US (1) US3287266A (en)
BE (1) BE646836A (en)
DE (1) DE1282828B (en)
GB (1) GB1035984A (en)
NL (1) NL6404323A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5279752A (en) * 1989-02-22 1994-01-18 Nippon Oil Co., Ltd. Composition for lubricating oil

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4159960A (en) * 1977-05-02 1979-07-03 Mobil Oil Corporation Lubricant compositions

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2289509A (en) * 1933-11-01 1942-07-14 Atlantic Refining Co Lubricant
US2758091A (en) * 1947-10-28 1956-08-07 Shell Dev Lubricating compositions
US2656373A (en) * 1950-04-14 1953-10-20 Monsanto Chemicals Process for producing mixed diaryl esters of ortho-phosphoric acid
US2760937A (en) * 1951-10-31 1956-08-28 Exxon Research Engineering Co Phosphorus-containing lubricant additives
GB763967A (en) * 1952-04-21 1956-12-19 Monsanto Chemicals Lubricating compositions
BE586528A (en) * 1959-01-14

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5279752A (en) * 1989-02-22 1994-01-18 Nippon Oil Co., Ltd. Composition for lubricating oil

Also Published As

Publication number Publication date
BE646836A (en) 1964-10-21
DE1282828B (en) 1968-11-14
US3287266A (en) 1966-11-22
NL6404323A (en) 1964-10-26

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