GB1115277A - New diepoxy compounds, process for their preparation and their use - Google Patents

New diepoxy compounds, process for their preparation and their use

Info

Publication number
GB1115277A
GB1115277A GB9896/66A GB989666A GB1115277A GB 1115277 A GB1115277 A GB 1115277A GB 9896/66 A GB9896/66 A GB 9896/66A GB 989666 A GB989666 A GB 989666A GB 1115277 A GB1115277 A GB 1115277A
Authority
GB
United Kingdom
Prior art keywords
formula
compounds
reacting
agents
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
GB9896/66A
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.)
BASF Schweiz AG
Original Assignee
Ciba AG
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 Ciba AG filed Critical Ciba AG
Publication of GB1115277A publication Critical patent/GB1115277A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
    • C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
    • C07D303/22—Ethers with hydroxy compounds containing no oxirane rings with monohydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
    • C07D303/28—Ethers with hydroxy compounds containing oxirane rings
    • 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
    • C08G59/00—Polycondensates 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
    • C08G59/18—Macromolecules 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
    • C08G59/20—Macromolecules 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
    • C08G59/22—Di-epoxy compounds
    • C08G59/24—Di-epoxy compounds carbocyclic

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

Curable mixtures comprise diepoxy compounds of formula <FORM:1115277/C3/1> wherein R1-R9 are hydrogen, halogen, alkoxy or aliphatic hydrocarbon and wherein R1 together with R5 may be an alkylene group, with or without other (preferably liquid) di- or poly-epoxy compounds and/or curing agents for epoxy resins. Other epoxy compounds that may be present include poly-glycidyl ethers of polyhydric alcohols, phenol-formaldehyde condensation products, polyglycidyl esters of polycarboxylic acids, amino polyepoxides and also alicyclic compounds containing several epoxide groups. Numerous curing agents are specified and accelerators, fillers, plasticizers, pigments, dyestuffs, flame-inhibitors or mould lubricants of which examples are given, may also be present.ALSO:Novel diepoxy compounds of formula <FORM:1115277/C2/1> wherein R1-R9 are hydrogen or halogen atoms or alkoxy or aliphatic hydrocarbon radicals, or R1 plus R5 may together be an alkylene group, are prepared either by (i) reacting in a compound of formula <FORM:1115277/C2/2> in either sequence, the halohydrin group with a dehydrohalogenating agent to form the corresponding 1,2-epoxide group and the C=C double bond with an epoxidizing agent or (ii) by reacting a compound of formula <FORM:1115277/C2/3> wherein Z is the residue -CH=CH2 or <FORM:1115277/C2/4> with an epoxidizing agent. Suitable dehydrohalogenating agents are strong alkalies and examples of epoxidizing agents are organic peracids, a mixture of hydrogen peroxide with organic acids or anhydrides, or hypochlorous acid. The starting materials of Formula II may be obtained by reaction of an epihalohydrin with the corresponding D 3-tetrahydrobenzyl alcohol derivative, e.g. in the presence of tin tetrachloride. Glycidyl ethers of Formula III are made by dehydrohalogenation of compounds of Formula II or by reaction of allyl glycidyl ether with a diene such as dicyclopentadiene, butadiene, or cyclopentadiene. D 3-Tetrahydrobenzyl alcohol is made by the hydrogenation of D 3-tetrahydrobenzaldehyde and 2,5-methylene-D 3-tetrahydrobenzyl alcohol is made by reacting allyl alcohol with dicyclopentadiene.
GB9896/66A 1965-03-12 1966-03-07 New diepoxy compounds, process for their preparation and their use Expired GB1115277A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH348765A CH471110A (en) 1965-03-12 1965-03-12 Process for the production of new diepoxy compounds and their application

Publications (1)

Publication Number Publication Date
GB1115277A true GB1115277A (en) 1968-05-29

Family

ID=4257047

Family Applications (1)

Application Number Title Priority Date Filing Date
GB9896/66A Expired GB1115277A (en) 1965-03-12 1966-03-07 New diepoxy compounds, process for their preparation and their use

Country Status (8)

Country Link
AT (1) AT270610B (en)
BE (1) BE677738A (en)
CH (1) CH471110A (en)
DE (1) DE1568240A1 (en)
ES (1) ES324130A1 (en)
FR (1) FR1470666A (en)
GB (1) GB1115277A (en)
NL (1) NL6603211A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5155243A (en) * 1990-02-15 1992-10-13 Daicel Chemical Industries, Ltd. Composition comprising epoxy compounds having hydroxyl group and process for producing the same

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5155243A (en) * 1990-02-15 1992-10-13 Daicel Chemical Industries, Ltd. Composition comprising epoxy compounds having hydroxyl group and process for producing the same
US5569773A (en) * 1990-02-15 1996-10-29 Daicel Chemical Industries, Ltd. Process for producing a composition comprising epoxy compounds having hydroxyl group

Also Published As

Publication number Publication date
ES324130A1 (en) 1967-02-01
AT270610B (en) 1969-05-12
DE1568240A1 (en) 1970-03-19
NL6603211A (en) 1966-09-13
CH471110A (en) 1969-04-15
FR1470666A (en) 1967-02-24
BE677738A (en) 1966-09-12

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