GB988051A - Process for the production of esters - Google Patents

Process for the production of esters

Info

Publication number
GB988051A
GB988051A GB228/62A GB22862A GB988051A GB 988051 A GB988051 A GB 988051A GB 228/62 A GB228/62 A GB 228/62A GB 22862 A GB22862 A GB 22862A GB 988051 A GB988051 A GB 988051A
Authority
GB
United Kingdom
Prior art keywords
attached
valencies
group
free oxygen
phosphate
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
GB228/62A
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.)
Celanese Corp
Original Assignee
Celanese Corp
Celanese Corp of America
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 Celanese Corp, Celanese Corp of America filed Critical Celanese Corp
Publication of GB988051A publication Critical patent/GB988051A/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/09—Esters of phosphoric acids
    • C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/32—Esters
    • C10M105/38—Esters of polyhydroxy compounds
    • C—CHEMISTRY; METALLURGY
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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
    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/12—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring
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    • C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
    • C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
    • C10M137/04—Phosphate esters
    • C—CHEMISTRY; METALLURGY
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    • C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
    • C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
    • C10M137/04—Phosphate esters
    • C10M137/08—Ammonium or amine salts
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    • C10M139/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing atoms of elements not provided for in groups C10M127/00 - C10M137/00
    • C10M139/04—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing atoms of elements not provided for in groups C10M127/00 - C10M137/00 having a silicon-to-carbon bond, e.g. silanes
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    • C10M159/123—Reaction products obtained by phosphorus or phosphorus-containing compounds, e.g. P x S x with organic compounds
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    • C10M169/04—Mixtures of base-materials and additives
    • C10M169/045—Mixtures of base-materials and additives the additives being a mixture of compounds of unknown or incompletely defined constitution and non-macromolecular compounds
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    • C10M2207/28—Esters
    • C10M2207/283—Esters of polyhydroxy compounds
    • C10M2207/2835—Esters of polyhydroxy compounds used as base material
    • C—CHEMISTRY; METALLURGY
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    • 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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    • C10M2215/064—Di- and triaryl amines
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    • C10M2215/067—Polyaryl amine alkanes
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  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Polyesters Or Polycarbonates (AREA)

Abstract

Esters are prepared by reacting an alkanoic acid with a carbon chain of 4 to 12 atoms or a mixture of acids with an average length of 4 to 12 atoms with a polyhydric alcohol with two or more methylol groups attached to a quaternary carbon atom in the presence of a phosphorus compound with a structure O=P­(O-)3 in which each of the free oxygen valencies is attached to an alkyl group, an alkylene group or an aryl group but in which no more than two are attached to aryl groups. Heptanoic acid is specified and trimethylol-propane and ethane, neopentyl glycol, pentaerythritol, 2-butyl - 2 - ethyl - 1, 3 - propanediol, and 2,2,4-trimethyl - 1,3 - pentanediol are examples of the alcohols. Azeotroping agents such as xylene, toluene, cyclohexane, benzene and petroleum naphtha may be present in the reaction. Phosphates specified are butyl phosphoric acid, dipropyl phosphoric acid, tripropyl, tributyl, and triamyl phosphates, phenyl dibutyl phosphate, diphenyl methyl phosphate, ethylene butyl phosphate and ethylene bis-(dibutyl phosphate) and the ester products show improved yield and may be used in lubricant compositions.ALSO:Lubricant compositions comprise esters of an alkanoic acid (C4-C12) on a mixture of alkanoic acids with carbon chains of average 4C to 12C and a polyhydric alcohol with two or more methylol groups attached to a single quaternary carbon atom prepared in the presence of a phosphorus compound with the group O=P­(O-)3 in which each of the free oxygen valencies are attached to an alkyl, alkylene or aryl groups but no more than two of the free oxygen valencies are attached to aryl groups (see Division C2) with anti-oxidant additives such as 0.5-3% of phenyl-a -naphthylamine and N-ethyl-pheno-diphenyl silazine.
GB228/62A 1961-01-03 1962-01-03 Process for the production of esters Expired GB988051A (en)

Applications Claiming Priority (1)

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US80046A US3215720A (en) 1961-01-03 1961-01-03 Methods of producing phosphorus esters of polyol alkanoic acids

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GB988051A true GB988051A (en) 1965-04-07

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DE (1) DE1225161B (en)
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Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3325567A (en) * 1963-05-17 1967-06-13 Lubrizol Corp Phosphorus esters and process
US3800002A (en) * 1970-03-20 1974-03-26 Japan Synthetic Rubber Co Ltd Process for preventing the polymerization of conjugated dienes
US4229310A (en) * 1978-03-16 1980-10-21 Mobil Oil Corporation Lubricant compositions
JPS5845293A (en) * 1981-09-10 1983-03-16 Idemitsu Kosan Co Ltd Fluid composition for shock absorber
US4857215A (en) * 1986-03-25 1989-08-15 Wong John L Semi-fluid lubricant for extreme climates

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2177983A (en) * 1935-12-30 1939-10-31 Benjamin R Harris Phosphate esters
US2177984A (en) * 1937-02-11 1939-10-31 Benjamin R Harris Phosphoric acid esters and method of producing them
US2492955A (en) * 1946-08-31 1950-01-03 Shell Dev Polyoxyalkylene compounds
US2643261A (en) * 1948-10-01 1953-06-23 Standard Oil Dev Co Phosphorus-containing lubricating oil additives
US2798083A (en) * 1954-02-03 1957-07-02 Eastman Kodak Co Synthetic ester lubricants
FR1251027A (en) * 1959-03-12 1961-01-13 Heyden Newport Chemical Corp Lubricating esters
US3036005A (en) * 1959-04-23 1962-05-22 Celanese Corp High temperature lubricant composition
FR1251028A (en) * 1960-03-11 1961-01-13 Heyden Newport Chemical Corp Lubricating compositions

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Publication number Publication date
US3215720A (en) 1965-11-02
DE1225161B (en) 1966-09-22

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