GB855001A - Ester compositions and process for their manufacture - Google Patents

Ester compositions and process for their manufacture

Info

Publication number
GB855001A
GB855001A GB16714/59A GB1671459A GB855001A GB 855001 A GB855001 A GB 855001A GB 16714/59 A GB16714/59 A GB 16714/59A GB 1671459 A GB1671459 A GB 1671459A GB 855001 A GB855001 A GB 855001A
Authority
GB
United Kingdom
Prior art keywords
isooctanol
acids
glycol
ester
adipic
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
GB16714/59A
Inventor
Stuart Walter Critchley
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 FR1212222D priority Critical patent/FR1212222A/en
Application filed by Geigy Co Ltd filed Critical Geigy Co Ltd
Priority to GB16714/59A priority patent/GB855001A/en
Priority to CH546360A priority patent/CH382898A/en
Priority to FR827151A priority patent/FR1256927A/en
Publication of GB855001A publication Critical patent/GB855001A/en
Expired legal-status Critical Current

Links

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
    • 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
    • C08K5/04—Oxygen-containing compounds
    • C08K5/10—Esters; Ether-esters
    • C08K5/11—Esters; Ether-esters of acyclic polycarboxylic 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
    • C10M3/00—Liquid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single liquid substances
    • H—ELECTRICITY
    • H02—GENERATION; CONVERSION OR DISTRIBUTION OF ELECTRIC POWER
    • H02J—CIRCUIT ARRANGEMENTS OR SYSTEMS FOR SUPPLYING OR DISTRIBUTING ELECTRIC POWER; SYSTEMS FOR STORING ELECTRIC ENERGY
    • H02J9/00—Circuit arrangements for emergency or stand-by power supply, e.g. for emergency lighting
    • H02J9/04—Circuit arrangements for emergency or stand-by power supply, e.g. for emergency lighting in which the distribution system is disconnected from the normal source and connected to a standby source
    • H02J9/06—Circuit arrangements for emergency or stand-by power supply, e.g. for emergency lighting in which the distribution system is disconnected from the normal source and connected to a standby source with automatic change-over, e.g. UPS systems
    • H—ELECTRICITY
    • H04—ELECTRIC COMMUNICATION TECHNIQUE
    • H04M—TELEPHONIC COMMUNICATION
    • H04M19/00—Current supply arrangements for telephone systems
    • 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
    • C10M2207/30—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
    • C10M2207/304—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 monohydroxy compounds, dihydroxy compounds and dicarboxylic acids 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
    • 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
    • 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
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Power Engineering (AREA)
  • Emergency Management (AREA)
  • General Chemical & Material Sciences (AREA)
  • Business, Economics & Management (AREA)
  • Signal Processing (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Lubricants (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Polyesters suitable as lubricants and plasticisers are prepared by heating together in one or more stages, in the presence or absence of an esterification catalyst but in the substantial absence of air, a mixture of adipic and sebacic acids (or their anhydrides) in substantially equimolecular proportions, neopentyl glycol and oxo "isooctanol", the molecular ratio of glycol acids being from 0,4:1,0 to 0,5:1,0 and that of isooctanol acids being from 1,3:1,0 to 1,35:1,0. It is preferred to first react the acids and the glycol to form the half-ester and then esterify this with the isooctanol. Sodium bisulphite may be used as catalyst and a water entrainer such as benzene may be used. The product consists of acid-centred complex esters mixed with a substantial proportion of saturated aliphatic diesters and a minor proportion of esters having free hydroxyl and/or free carboxyl groups. Esterification is considered complete when the acid value is about 1. The product may be purified by agitation with alumina. Ester compositions are prepared for comparative purposes from neopentyl glycol, isooctanol and adipic and sebacic acids used singly, and from the acid mixture, isooctanol and 1, 2-propylene glycol. An example describes a composition comprising polyvinyl chloride, an ester composition according to the invention, white lead and dioctyl phthalate.ALSO:Ester compositions suitable as lubricants and plasticisers are prepared by heating together in one or more stages, in the presence or absence of an esterification catalyst but in the substantial absence of air, a mixture of adipic and sebacic acids or their anhydrides in substantially equimolecular proportions, neopentyl glycol and oxo "isooctanol", the molecular ratio of glycol: acids being from 0,4 : 1,0 to 0,5 : 1,0 and that of isooctanol: acids being from 1,3 : 1,0 to 1,35 : 1,0. It is preferred to first react the acids and the glycol to form the half-ester and then esterify this with the isooctanol. Sodium bisulphite may be used as catalyst and a water entrainer such as benzene may be used. The product consists of acid-centred complex esters mixed with a substantial proportion of saturated aliphatic diesters and a minor proportion of esters having free hydroxyl and/or free carboxyl groups. Esterification is considered complete when the acid value is about 1. The product may be purified by agitation with alumina. Ester compositions are prepared for comparative purposes from neopentyl glycol, isooctanol and adipic and sebacic acids used singly, and from the acid mixture, isooctanol and 1,2-propylene glycol.ALSO:Ester compositions suitable as lubricants are prepared by heating together in one or more stages, in the presence or absence of an esterification catalyst but in the substantial absence of air, a mixture of adipic and sebacic acids or their anhydrides in substantially equimolecular proportions, neopentyl glycol and oxo "isooctanol", the molecular ratio of glycol: acids being from 0.4:1.0 to 0.5:1.0 and that of isooctanol:acids being from 1.3:1.0 to 1.35:1.0. It is preferred to first react the acids and the glycol to form the half-ester and then esterify this with the isooctanol. The product consists of acid-centred complex esters mixed with a substantial proportion of saturated aliphatic diesters and a minor proportion of esters having free hydroxyl and/or free carboxyl groups. Ester compositions are prepared for comparative purposes from neopentyl glycol, isooctanol and adipic and sebacic acids used singly, and from the acid mixture, isooctanol and 1,2-propylene glycol.
GB16714/59A 1959-05-15 1959-05-15 Ester compositions and process for their manufacture Expired GB855001A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
FR1212222D FR1212222A (en) 1959-05-15 1958-09-19 Device allowing automatic switchover without voltage interruption, from rectifier power supply to battery power supply and vice versa
GB16714/59A GB855001A (en) 1959-05-15 1959-05-15 Ester compositions and process for their manufacture
CH546360A CH382898A (en) 1959-05-15 1960-05-12 Process for the preparation of ester mixtures
FR827151A FR1256927A (en) 1959-05-15 1960-05-13 Glycol ester compositions and their manufacturing process

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB16714/59A GB855001A (en) 1959-05-15 1959-05-15 Ester compositions and process for their manufacture

Publications (1)

Publication Number Publication Date
GB855001A true GB855001A (en) 1960-11-23

Family

ID=10082339

Family Applications (1)

Application Number Title Priority Date Filing Date
GB16714/59A Expired GB855001A (en) 1959-05-15 1959-05-15 Ester compositions and process for their manufacture

Country Status (3)

Country Link
CH (1) CH382898A (en)
FR (1) FR1212222A (en)
GB (1) GB855001A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5314634A (en) * 1988-03-18 1994-05-24 Unilever Patent Holdings B.V. Polyester viscosity index improver
CN112210415A (en) * 2020-10-21 2021-01-12 中国石油化工股份有限公司 Diester base oil and preparation method thereof

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2091888B1 (en) * 1970-04-02 1974-05-03 Accumulateurs Fixes

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5314634A (en) * 1988-03-18 1994-05-24 Unilever Patent Holdings B.V. Polyester viscosity index improver
CN112210415A (en) * 2020-10-21 2021-01-12 中国石油化工股份有限公司 Diester base oil and preparation method thereof
CN112210415B (en) * 2020-10-21 2023-03-17 中国石油化工股份有限公司 Diester base oil and preparation method thereof

Also Published As

Publication number Publication date
CH382898A (en) 1964-10-15
FR1212222A (en) 1960-03-22

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