GB1162898A - Production of Hydroxy-Alkyl Esters of Ethylenically Unsaturated Dicarboxylic Acids - Google Patents

Production of Hydroxy-Alkyl Esters of Ethylenically Unsaturated Dicarboxylic Acids

Info

Publication number
GB1162898A
GB1162898A GB5736567A GB5736567A GB1162898A GB 1162898 A GB1162898 A GB 1162898A GB 5736567 A GB5736567 A GB 5736567A GB 5736567 A GB5736567 A GB 5736567A GB 1162898 A GB1162898 A GB 1162898A
Authority
GB
United Kingdom
Prior art keywords
hydroxy
maleate
alkyl
propyl
group
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
GB5736567A
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.)
Dulux Australia Ltd
Original Assignee
Dulux Australia 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 Dulux Australia Ltd filed Critical Dulux Australia Ltd
Publication of GB1162898A publication Critical patent/GB1162898A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F212/00Copolymers 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 an aromatic carbocyclic ring
    • C08F212/02Monomers containing only one unsaturated aliphatic radical
    • C08F212/04Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F212/06Hydrocarbons
    • C08F212/08Styrene
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40Unsaturated compounds
    • C07C59/58Unsaturated compounds containing ether groups, groups, groups, or groups
    • C07C59/64Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
    • C07C59/66Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings
    • C07C59/68Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings the oxygen atom of the ether group being bound to a non-condensed six-membered aromatic ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

1,162,898. Hydroxy-alkyl esters of ethylenically unsaturated dicarboxylic acids. BALM PAINTS Ltd. 18 Dec., 1967 [19 Dec., 1966], No. 57365/67. Heading C2C. [Also in Division C3] Hydroxy-alkyl esters of ethylenically unsaturated dicarboxylic acids are prepared by reacting one of maleic, chloromaleic, dichloromaleic, citraconic or fumaric acids, or one of the alkyl acid esters of maleic, chloromaleic, dichloromaleic or citraconic acids at 50-120‹ C. with an alkylene oxide of the formula wherein R 1 is a hydrogen atom or an alkyl, halogen substituted alkyl, methylol or methylol alkyl ester group, in the presence of at least 0À1% by weight, calculated on the weight of the selected member, of a catalyst of the formula in which R 2 and R 3 each denote a hydrogen atom, an alkyl group having from 1 to 4 carbon atoms, a cycloalkyl, aryl, alkaryl or aralkyl group in which R 2 and R 3 are common members of a 5-7 membered heterocyclic ring which apart from the amide nitrogen atom has a hydrocarbon structure, optionally containing one additional nitrogen or oxygen atom ring member; and in which R 4 is a hydrogen atom, an alkyl group having from 1 to 18 carbon atoms, or an -N(R 3 ) 2 group; and wherein R 2 and R 4 together with the grouping may be members of a ring having 5 to 7 members which apart from the said grouping has a hydrocarbon structure. The catalyst is chosen from linear or cyclic amides and may be, for example, N,N-dimethyl formamide or N,N-dimethylacetamide. Preferred examples of the alkylene oxide are 1,2- propylene oxide and 1,2-butylene oxide. Examples describe the preparation of (2-hydroxy) propyl- and butyl n-octyl maleate, (2-hydroxy) propyl stearyl maleate, di (2-hydroxy) propyl maleate, fumarate and citraconate, (2-hydroxy) propyl n-butyl maleate, the glycidyl methacrylate ester of n-octyl maleate, a branched fatty acid glycidyl ester of 3,5,5-trimethylhexanol maleate, (2-hydroxy) propyl ester of 3,5,5-trimethylhexanol dichloromaleate and maleate.
GB5736567A 1966-12-19 1967-12-18 Production of Hydroxy-Alkyl Esters of Ethylenically Unsaturated Dicarboxylic Acids Expired GB1162898A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
AU15473/66A AU1547366A (en) 1966-12-19 1966-12-19 Hydroxy monomers

Publications (1)

Publication Number Publication Date
GB1162898A true GB1162898A (en) 1969-08-27

Family

ID=3705538

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5736567A Expired GB1162898A (en) 1966-12-19 1967-12-18 Production of Hydroxy-Alkyl Esters of Ethylenically Unsaturated Dicarboxylic Acids

Country Status (2)

Country Link
AU (1) AU1547366A (en)
GB (1) GB1162898A (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2220509A1 (en) * 1973-03-05 1974-10-04 Du Pont Glycidyl diesters of unsatd. dibasic acids - for coating compsns of low solvent content
EP0118611A2 (en) * 1982-12-22 1984-09-19 Chemische Fabrik Pfersee GmbH Aqueous emulsions and process for the softening of fibrous material, in particular textile material
US5122811A (en) * 1991-03-04 1992-06-16 Eastman Kodak Company Method and apparatus for printing with a reduced print-cycle time
US5728673A (en) * 1996-01-31 1998-03-17 The Procter & Gamble Company Process for making a fluid, stable liquid fabric softening composition including dispersible polyolefin
US5789373A (en) * 1996-01-31 1998-08-04 Baker; Ellen Schmidt Laundry additive compositions including dispersible polyolefin
US5830843A (en) * 1996-01-31 1998-11-03 The Procter & Gamble Company Fabric care compositions including dispersible polyolefin and method for using same
CN113429679A (en) * 2021-07-20 2021-09-24 汕头市三马塑胶制品有限公司 Novel green environment-friendly high-melt-strength polypropylene and preparation method thereof

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2220509A1 (en) * 1973-03-05 1974-10-04 Du Pont Glycidyl diesters of unsatd. dibasic acids - for coating compsns of low solvent content
EP0118611A2 (en) * 1982-12-22 1984-09-19 Chemische Fabrik Pfersee GmbH Aqueous emulsions and process for the softening of fibrous material, in particular textile material
EP0118611A3 (en) * 1982-12-22 1986-12-30 Chemische Fabrik Pfersee Gmbh Aqueous emulsions and process for the softening of fibrous material, in particular textile material
US5122811A (en) * 1991-03-04 1992-06-16 Eastman Kodak Company Method and apparatus for printing with a reduced print-cycle time
US5728673A (en) * 1996-01-31 1998-03-17 The Procter & Gamble Company Process for making a fluid, stable liquid fabric softening composition including dispersible polyolefin
US5789373A (en) * 1996-01-31 1998-08-04 Baker; Ellen Schmidt Laundry additive compositions including dispersible polyolefin
US5830843A (en) * 1996-01-31 1998-11-03 The Procter & Gamble Company Fabric care compositions including dispersible polyolefin and method for using same
CN113429679A (en) * 2021-07-20 2021-09-24 汕头市三马塑胶制品有限公司 Novel green environment-friendly high-melt-strength polypropylene and preparation method thereof

Also Published As

Publication number Publication date
AU1547366A (en) 1969-06-19

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Legal Events

Date Code Title Description
CSNS Application of which complete specification have been accepted and published, but patent is not sealed