GB861963A - New polyesters and their method of preparation - Google Patents

New polyesters and their method of preparation

Info

Publication number
GB861963A
GB861963A GB25868/57A GB2586857A GB861963A GB 861963 A GB861963 A GB 861963A GB 25868/57 A GB25868/57 A GB 25868/57A GB 2586857 A GB2586857 A GB 2586857A GB 861963 A GB861963 A GB 861963A
Authority
GB
United Kingdom
Prior art keywords
acids
integer
diol
formula
acid
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
GB25868/57A
Inventor
Stuart Walter Critchley
Stanley Francis Birch
Patrick Gould
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.)
BP PLC
Original Assignee
BP PLC
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 BE570401D priority Critical patent/BE570401A/xx
Application filed by BP PLC filed Critical BP PLC
Priority to GB25868/57A priority patent/GB861963A/en
Priority to FR1211545D priority patent/FR1211545A/en
Priority to CH6298758A priority patent/CH384561A/en
Publication of GB861963A publication Critical patent/GB861963A/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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/16—Dicarboxylic acids and dihydroxy 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
    • C10M2207/282—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
    • C10M2207/34—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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/102—Polyesters
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/109—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified
    • 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
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • 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)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Polyesters Or Polycarbonates (AREA)

Abstract

The invention comprises liquid polyesters of the general formula HO(R2OOCR1COO)nR2OH, wherein n is an integer, R2 represents an oxygenated hydrocarbon radical of the formula <FORM:0861963/IV (a)/1> wherein x=0 or an integer, y is an integer, x+y does not exceed 5, R6 is a methyl or ethyl group and R7 is a C1-4 alkyl group and R1 represents a C4-14 alkylene group. There may be different R1, R6 and R7 groups present and x and y may have different values in the single molecule. The esters may be prepared by reacting in one or more stages, an acid or acids HOOCR2COOH with a diol or diols of the formula <FORM:0861963/IV (a)/2> the molar proportion of diol being greater than, but preferably not more than twice, the molar proportion of acid. The esters may be used in lubricants as described in Specification 861,965, or as plasticizers. Examples describe the preparation of polyester from sebacic acid or a mixture of sebacic, 2 : 2 : 4-trimethyl adipic and 2 : 4 : 4-trimethyl adipic acids and diols of the above general formula wherein R6 and R7 represent methyl and x+y averages 1.7 or x is zero and y 1, by heating the reactants together at 130 DEG rising to 240 DEG C. while passing N2 therethrough and replacing distilled diol and finally heating at 240 DEG C. under reduced pressure. Adipic, pimelic, suberic, azelaic and brassylic acids are also specified reagents. The first Provisional Specification describes polyesters of the formula HO(R2OOCR1COO)nR2OH, wherein n is an integer, R1 is the residue of an aliphatic dicarboxylic acid and R2 is the residue of a diol HOR2OH formed by reacting ethylene oxide with neopentyl glycol. Succinic and glutaric acids are additionally specified reactants. Specifications 763,077 and 861,961 also are referred to.ALSO:The invention comprises liquid polyesters having the general formula HO(R2OOCR1COO)nR2OH wherein n is an integer, the R2s represent oxygenated hydrocarbon radicals of the formula <FORM:0861963/IV (b)/1> wherein x=O or an integer, y=an integer, x + y does not exceed 5, R6 is a methyl or ethyl group and R7 is a C1-4 alkyl group and R1 represents a C4-14 alkylene group. There may be different R1, R6 and R7 groups present and x and y may have different values in any given ester molecule; the esters may be in the form of a mixture of different esters. The esters may be prepared by reacting, in one or more stages, an acid or acids of the formula HOOCR1COOH and a diol or diols of the formula <FORM:0861963/IV (b)/2> the molar proportion of diol(s) being greater than but preferably not more than twice, the molar proportion of acid(s). The esters, especially those having a viscosity at 25 DEG C. of 50-20,000, may be used in lubricants as described in Specification 861,965 or as plasticizers. Examples describe the preparation of polyesters from sebacic acid or a mixture of sebacic, 2 : 2 : 4-trimethyl adipic and 2 : 4 : 4-trimethyl adipic acids and diols of the above general formula, wherein R6=R7=CH3 and x+y have an average value of 1.7 or x=O and y=1, by heating the reagents together at a temperature rising slowly from 130 DEG C. to 240 DEG C. while passing a stream of nitrogen therethrough, replacing distilled diol and finally heating at 240 DEG C. under reduced pressure. Adipic, pimelic, suberic, azelaic and brassylic acids are also specified as reagents. The first Provisional Specification describes polyesters of the general formula HO(R2OOCR1COO)nR2OH wherein n is an integer, R1 is the residue of an aliphatic dicarboxylic acid and R2 is the residue of a diol HOR2OH formed by reacting ethylene oxide with neopentyl glycol. Glutaric and succinic acids are mentioned as additional examples of dicarboxylic acids. Specifications 763,077 and 861,961 also are referred to.
GB25868/57A 1957-08-16 1957-08-16 New polyesters and their method of preparation Expired GB861963A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
BE570401D BE570401A (en) 1957-08-16
GB25868/57A GB861963A (en) 1957-08-16 1957-08-16 New polyesters and their method of preparation
FR1211545D FR1211545A (en) 1957-08-16 1958-08-14 Manufacturing process of polyesters and products obtained
CH6298758A CH384561A (en) 1957-08-16 1958-08-15 Process for making a polyester

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB25868/57A GB861963A (en) 1957-08-16 1957-08-16 New polyesters and their method of preparation

Publications (1)

Publication Number Publication Date
GB861963A true GB861963A (en) 1961-03-01

Family

ID=10234677

Family Applications (1)

Application Number Title Priority Date Filing Date
GB25868/57A Expired GB861963A (en) 1957-08-16 1957-08-16 New polyesters and their method of preparation

Country Status (3)

Country Link
BE (1) BE570401A (en)
FR (1) FR1211545A (en)
GB (1) GB861963A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3609181A (en) * 1964-05-28 1971-09-28 Us Air Force Polyesters of polyoxytetramethylene glycol and certain dioic acids
EP0611747A1 (en) * 1993-02-13 1994-08-24 Hoechst Aktiengesellschaft Compounds, their process of preparation and their use
US5545829A (en) * 1993-02-12 1996-08-13 Hoechst Aktiengesellschaft Process for preparing cycloolefin copolymers
EP0738775A2 (en) * 1995-04-19 1996-10-23 Schill &amp; Seilacher GmbH &amp; Co. Lubricant and release agent for rubber

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2987840B1 (en) 2012-03-09 2015-05-29 Novance POLYESTER POLYETHER POLYOL

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3609181A (en) * 1964-05-28 1971-09-28 Us Air Force Polyesters of polyoxytetramethylene glycol and certain dioic acids
US5545829A (en) * 1993-02-12 1996-08-13 Hoechst Aktiengesellschaft Process for preparing cycloolefin copolymers
EP0611747A1 (en) * 1993-02-13 1994-08-24 Hoechst Aktiengesellschaft Compounds, their process of preparation and their use
US5434237A (en) * 1993-02-13 1995-07-18 Hoechst Ag Ester compounds, process for their preparation and their use
EP0738775A2 (en) * 1995-04-19 1996-10-23 Schill &amp; Seilacher GmbH &amp; Co. Lubricant and release agent for rubber
EP0738775A3 (en) * 1995-04-19 1997-06-11 Schill & Seilacher Lubricant and release agent for rubber

Also Published As

Publication number Publication date
FR1211545A (en) 1960-03-16
BE570401A (en)

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