GB854679A - Improvements in and relating to polymerisable epoxide compositions - Google Patents

Improvements in and relating to polymerisable epoxide compositions

Info

Publication number
GB854679A
GB854679A GB3250758A GB3250758A GB854679A GB 854679 A GB854679 A GB 854679A GB 3250758 A GB3250758 A GB 3250758A GB 3250758 A GB3250758 A GB 3250758A GB 854679 A GB854679 A GB 854679A
Authority
GB
United Kingdom
Prior art keywords
hydrogen atoms
epoxy group
resins
atoms per
amino hydrogen
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
GB3250758A
Inventor
Benjamin Phillips
Charles Wesley Mcgary Jr
Charles Theo Patrick Jr
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.)
Union Carbide Corp
Original Assignee
Union Carbide Corp
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 US676912A priority Critical patent/US2912389A/en
Application filed by Union Carbide Corp filed Critical Union Carbide Corp
Priority to GB3250758A priority patent/GB854679A/en
Publication of GB854679A publication Critical patent/GB854679A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/02Polycondensates containing more than one epoxy group per molecule
    • C08G59/027Polycondensates containing more than one epoxy group per molecule obtained by epoxidation of unsaturated precursor, e.g. polymer or monomer
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/182Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing using pre-adducts of epoxy compounds with curing agents
    • C08G59/184Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing using pre-adducts of epoxy compounds with curing agents with amines
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/20Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
    • C08G59/22Di-epoxy compounds
    • C08G59/24Di-epoxy compounds carbocyclic
    • C08G59/245Di-epoxy compounds carbocyclic aromatic
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/50Amines

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Epoxy Resins (AREA)

Abstract

A polymerizable composition comprises divinyl benzene dioxide and an amine which has at least 2 active amino hydrogen atoms attached to the same or different nitrogen atoms. The unpolymerized or partially polymerized compositions, alone or in a solvent, are stable for long periods before being finally cured. Specified amines are primary alkyl, aryl, aralkal, alkaryl and cycloaliphatic amines, including polyamines; polyamides; amino-alcohols and -phenols; addition products of polyamines and epoxides; and heterocyclic amines. Many examples of such compounds are given. Hard resins are obtained when 0,3 to 3 amino hydrogen atoms are provided for each epoxy group of the diepoxide. When the proportion is 1 to 3 hydrogen atoms per epoxy group, resins having potential use as anion exchangers are obtained. 3 to 5 amino hydrogen atoms per epoxy group yield resins which can be further reacted with polyepoxides, e.g. divinylbenzene dioxide or diglycidyl ether of bis-phenol. Less than 0,2 amino hydrogen atoms per epoxy group yield liquid resins which can be hardened by polymerization with active hydrogen compounds such as polyamines, polyhydric phenols, polycarboxylic acids or their anhydrides. More than 5 amino hydrogen atoms per epoxy group yield viscous or tacky products. Catalysts may be added to the compositions, e.g. metal halide Lewis acids, alcohols, phenols and alkali metal hydroxides. These may be added in solvents. The compositions may include fillers and pigments, e.g. talc, wood flour, alphacellulose, titanium dioxide, antimony oxide, zinc oxide and carbon black. The hardeners used in the examples include: addition product of diethylene triamine and the diglycidyl ether of bis-phenol; 1, 6-hexanediamine; p-phenylene diamine; diethylene triamine; p, p1-methylene dianiline; ethylene diamine; xylylene diamine; aniline; and, for comparative purposes, dibutylamine. Uses. Casting or moulding into buttons, combs, toys, structural parts, etc. Conduits, electrical insulation, tools, dies, moulds, laminates, adhesives and coatings, all capable of withstanding high temperatures.
GB3250758A 1957-08-08 1958-10-11 Improvements in and relating to polymerisable epoxide compositions Expired GB854679A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
US676912A US2912389A (en) 1957-08-08 1957-08-08 Polymers of divinylbenzene dioxide
GB3250758A GB854679A (en) 1958-10-11 1958-10-11 Improvements in and relating to polymerisable epoxide compositions

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3250758A GB854679A (en) 1958-10-11 1958-10-11 Improvements in and relating to polymerisable epoxide compositions

Publications (1)

Publication Number Publication Date
GB854679A true GB854679A (en) 1960-11-23

Family

ID=10339663

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3250758A Expired GB854679A (en) 1957-08-08 1958-10-11 Improvements in and relating to polymerisable epoxide compositions

Country Status (1)

Country Link
GB (1) GB854679A (en)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010077485A1 (en) * 2008-12-30 2010-07-08 Dow Global Technologies Inc. Divinylarene dioxide formulations for vacuum resin infusion molding
WO2011068858A1 (en) * 2009-12-03 2011-06-09 Dow Global Technologies Llc Adducts based on divinylarene oxides
WO2011103014A1 (en) 2010-02-19 2011-08-25 Dow Global Technologies Llc Divinylarene dioxide resin compositions
WO2011146580A2 (en) 2010-05-21 2011-11-24 Dow Global Technologies Llc Curable compositions
WO2011163282A3 (en) * 2010-06-25 2012-04-05 Dow Global Technologies Llc Curable epoxy resin compositions and composites made therefrom
WO2011163154A3 (en) * 2010-06-25 2012-04-05 Dow Global Technologies Llc Polymer concrete composition
WO2013025304A3 (en) * 2011-08-18 2013-08-22 Dow Global Technologies Llc Curable resin compositions
WO2015153182A1 (en) * 2014-04-02 2015-10-08 Dow Global Technologies Llc Epoxy two-part formulations
CN114605355A (en) * 2022-03-28 2022-06-10 国科广化(南雄)新材料研究院有限公司 Preparation and application of divinylarene diepoxide and curing product thereof

Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102209741B (en) * 2008-12-30 2013-06-12 陶氏环球技术有限责任公司 Divinylarene dioxide formulations for vacuum resin infusion molding
WO2010077485A1 (en) * 2008-12-30 2010-07-08 Dow Global Technologies Inc. Divinylarene dioxide formulations for vacuum resin infusion molding
JP2012514077A (en) * 2008-12-30 2012-06-21 ダウ グローバル テクノロジーズ エルエルシー Divinylarene dioxide compound for vacuum resin infusion molding
US9085658B2 (en) 2008-12-30 2015-07-21 Blue Cube Ip Llc Divinylarene dioxide formulations for vacuum resin infusion molding
WO2011068858A1 (en) * 2009-12-03 2011-06-09 Dow Global Technologies Llc Adducts based on divinylarene oxides
CN102648229A (en) * 2009-12-03 2012-08-22 陶氏环球技术有限责任公司 Adducts based on divinylarene oxides
US20120245306A1 (en) * 2009-12-03 2012-09-27 Marks Maurice J Adducts based on divinylarene oxides
WO2011103014A1 (en) 2010-02-19 2011-08-25 Dow Global Technologies Llc Divinylarene dioxide resin compositions
WO2011146580A2 (en) 2010-05-21 2011-11-24 Dow Global Technologies Llc Curable compositions
RU2581832C2 (en) * 2010-05-21 2016-04-20 БЛЮ КЬЮБ АйПи ЭлЭлСи Curable compositions
WO2011146580A3 (en) * 2010-05-21 2012-04-05 Dow Global Technologies Llc Curable compositions
WO2011163282A3 (en) * 2010-06-25 2012-04-05 Dow Global Technologies Llc Curable epoxy resin compositions and composites made therefrom
CN103038272A (en) * 2010-06-25 2013-04-10 陶氏环球技术有限责任公司 Curable epoxy resin compositions and composites made therefrom
WO2011163154A3 (en) * 2010-06-25 2012-04-05 Dow Global Technologies Llc Polymer concrete composition
WO2013025304A3 (en) * 2011-08-18 2013-08-22 Dow Global Technologies Llc Curable resin compositions
CN103764706A (en) * 2011-08-18 2014-04-30 陶氏环球技术有限责任公司 Curable resin compositions
WO2015153182A1 (en) * 2014-04-02 2015-10-08 Dow Global Technologies Llc Epoxy two-part formulations
US10190028B2 (en) 2014-04-02 2019-01-29 Dow Global Technologies Llc Epoxy two-part formulations
CN114605355A (en) * 2022-03-28 2022-06-10 国科广化(南雄)新材料研究院有限公司 Preparation and application of divinylarene diepoxide and curing product thereof

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