GB883748A - Improvements in or relating to glycidyl polyethers - Google Patents

Improvements in or relating to glycidyl polyethers

Info

Publication number
GB883748A
GB883748A GB2457759A GB2457759A GB883748A GB 883748 A GB883748 A GB 883748A GB 2457759 A GB2457759 A GB 2457759A GB 2457759 A GB2457759 A GB 2457759A GB 883748 A GB883748 A GB 883748A
Authority
GB
United Kingdom
Prior art keywords
phenyl
methyl
diethanolamine
azeotropizer
cyclopentyl
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
GB2457759A
Inventor
Arnold B Finestone
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.)
CBS Corp
Original Assignee
Westinghouse Electric 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 US70746858 priority Critical patent/US2970130A/en
Application filed by Westinghouse Electric Corp filed Critical Westinghouse Electric Corp
Priority to GB2457759A priority patent/GB883748A/en
Publication of GB883748A publication Critical patent/GB883748A/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
    • C08G59/18Macromolecules 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
    • C08G59/4007Curing agents not provided for by the groups C08G59/42 - C08G59/66
    • C08G59/4078Curing agents not provided for by the groups C08G59/42 - C08G59/66 boron containing compounds

Landscapes

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

Abstract

Curable compositions comprise (i) a glycidyl polyether having a 1,2-epoxy equivalency greater than 1 and derived from an epihalohydrin and a polyhydric alcohol or phenol, and (ii) 4-40% by weight of (i) of at least one diethanolamine boronate ester of the formula:- <FORM:0883748/IV (a)/1> where R is alkyl of C1-4, phenyl, halogenated phenyl, methyl-phenyl, benzyl, cyclopentyl or cyclo hexyl and R1 is H or any of the above substituents (for preparation see Group IV(b)). The glycidyl polyethers may be prepared from (a) epichlorhydrin or epibromhydrin and (b) 4,41-dihydroxy diphenyl-dimethyl methane, -methyl methane, -mathane or -sulphone, glycerol, propylene glycol, or 1,5-pentanediol in the presence of NaOH or of a mixture of LiOH and KOH. Accelerators which may be present are Cr or Ni acetylacetonate, Co or Cu salicylaldehyde, and methyl or ethyl bromide or iodide. Other optional additives include glass fibres, wood flour, asbestos, silica, hydrated alumina, TiO2, mica, graphite, Ca silicate, poly(glycol maleates) and phenolic or alkyd resins. Uses: Electrical insulation: adhesives.ALSO:Diethanolamine boronates of the formula <FORM:0883748/IV (b)/1> where R is alkyl of C1-4, phenyl, halogenated phenyl, methylphenyl, benzyl, cyclopentyl or cyclohexyl and R1 is H or any of the above substituents, are prepared by refluxing a boronic acid and a diethanolamine in the presence of at least 5% by weight of the reactants of an azeotropizer (e.g. benzene, toluene and xylene) until 2 mols of H2O are removed. The azeotropizer is then removed by heating under reduced pressure, and the product, if solid, may be recrystallized e.g. from acetone. In examples: R is phenyl and R1 is (1) methyl, (2) ethyl and (3) phenyl; in (4) R is n-butyl and R1 is methyl. The compounds are used as curing agents for epoxy resins (see Group IV(a)).
GB2457759A 1958-01-07 1959-07-17 Improvements in or relating to glycidyl polyethers Expired GB883748A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
US70746858 US2970130A (en) 1958-01-07 1958-01-07 Catalysts for glycidyl polyethers, products produced thereby and method of producing said catalysts
GB2457759A GB883748A (en) 1959-07-17 1959-07-17 Improvements in or relating to glycidyl polyethers

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2457759A GB883748A (en) 1959-07-17 1959-07-17 Improvements in or relating to glycidyl polyethers

Publications (1)

Publication Number Publication Date
GB883748A true GB883748A (en) 1961-12-06

Family

ID=10213843

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2457759A Expired GB883748A (en) 1958-01-07 1959-07-17 Improvements in or relating to glycidyl polyethers

Country Status (1)

Country Link
GB (1) GB883748A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010018211A1 (en) * 2008-08-14 2010-02-18 Minakem Cyclopropyl- and cyclobutyl-dioxazaborocane or dioxazaborecane derivatives
JP2014237781A (en) * 2013-06-10 2014-12-18 富士フイルム株式会社 Crosslinking agent, composition and compound

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010018211A1 (en) * 2008-08-14 2010-02-18 Minakem Cyclopropyl- and cyclobutyl-dioxazaborocane or dioxazaborecane derivatives
FR2934997A1 (en) * 2008-08-14 2010-02-19 Minakem CYCLOPROPYL-AND CYCLOBUTYL-DIOXAZABOROCANES OR DIOXAZABORECANES DERIVATIVES
JP2014237781A (en) * 2013-06-10 2014-12-18 富士フイルム株式会社 Crosslinking agent, composition and compound
WO2014199870A1 (en) * 2013-06-10 2014-12-18 富士フイルム株式会社 Cross-linking agent, composition, and compound

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