GB1020866A - Epoxidised esters and their uses as plasticisers - Google Patents

Epoxidised esters and their uses as plasticisers

Info

Publication number
GB1020866A
GB1020866A GB2178661D GB2178661D GB1020866A GB 1020866 A GB1020866 A GB 1020866A GB 2178661 D GB2178661 D GB 2178661D GB 2178661 D GB2178661 D GB 2178661D GB 1020866 A GB1020866 A GB 1020866A
Authority
GB
United Kingdom
Prior art keywords
glycerol
tall oil
propylene glycol
ethylene glycol
tallate
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
GB2178661D
Inventor
Ronald Owen Brookings
James Lincoln
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.)
Acordis UK Ltd
Original Assignee
British Celanese 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 British Celanese Ltd filed Critical British Celanese Ltd
Priority to GB2178661D priority Critical patent/GB1020866A/en
Publication of GB1020866A publication Critical patent/GB1020866A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D303/00Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02Compounds containing oxirane rings
    • C07D303/38Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D303/40Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals by ester radicals
    • C07D303/42Acyclic compounds having a chain of seven or more carbon atoms, e.g. epoxidised fats
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/0008Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0016Plasticisers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/15Heterocyclic compounds having oxygen in the ring
    • C08K5/151Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
    • C08K5/1515Three-membered rings
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L27/00Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
    • C08L27/02Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L27/04Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing chlorine atoms
    • C08L27/06Homopolymers or copolymers of vinyl chloride

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Epoxy Compounds (AREA)

Abstract

Epoxidized di-tall oil esters of propylene glycol, ethylene glycol or glycerol, or mixtures thereof (see Division C2) are suitable for use as P.V.C. plasticizers. An example of the use of glycerol diepoxy tallate is included.ALSO:Tall oil is esterified with one of the alcohols glycerol, propylene glycol or ethylene glycol or mixtures thereof in the mol. ratio substantially two moles of tall oil to one mol. of alcohol and the resulting diester is epoxidized, especially with peracetic acid to provide a plasticizer suitable for polyvinyl chloride compositions (see Division C3). In the examples a mixture of oxalic acid and triphenyl phosphite is employed as esterification catalyst in the preparation of the di-tall oil esters of propylene glycol, ethylene glycol and glycerol. The propylene glycol di-tallate is purified prior to epoxidation by passing a solution thereof through a column of ion exchanger.
GB2178661D 1961-06-16 1961-06-16 Epoxidised esters and their uses as plasticisers Expired GB1020866A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2178661D GB1020866A (en) 1961-06-16 1961-06-16 Epoxidised esters and their uses as plasticisers

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2178661D GB1020866A (en) 1961-06-16 1961-06-16 Epoxidised esters and their uses as plasticisers

Publications (1)

Publication Number Publication Date
GB1020866A true GB1020866A (en) 1966-02-23

Family

ID=10168785

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2178661D Expired GB1020866A (en) 1961-06-16 1961-06-16 Epoxidised esters and their uses as plasticisers

Country Status (1)

Country Link
GB (1) GB1020866A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014072987A1 (en) * 2012-11-12 2014-05-15 Dow Global Technologies Llc Epoxidized fatty acid alkyl ester plasticizers and methods for making epoxidized fatty acid alkyl ester plasticizers
DE102013203972A1 (en) 2013-03-08 2014-09-11 Evonik Industries Ag Isononyl esters based on fatty acids or fatty acid mixtures of tall oil or linseed oil

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014072987A1 (en) * 2012-11-12 2014-05-15 Dow Global Technologies Llc Epoxidized fatty acid alkyl ester plasticizers and methods for making epoxidized fatty acid alkyl ester plasticizers
US9499681B2 (en) 2012-11-12 2016-11-22 Dow Global Technologies Llc Epoxidized fatty acid alkyl ester plasticizers and methods for making epoxidized fatty acid alkyl ester plasticizers
DE102013203972A1 (en) 2013-03-08 2014-09-11 Evonik Industries Ag Isononyl esters based on fatty acids or fatty acid mixtures of tall oil or linseed oil
WO2014135355A1 (en) 2013-03-08 2014-09-12 Evonik Industries Ag Fatty-acid based isononyl ester or fatty acid mixtures consisting of tall oil or linseed oil

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