GB793150A - 1, 2, 5, 6-diepoxycyclooctane and process for the preparation thereof - Google Patents

1, 2, 5, 6-diepoxycyclooctane and process for the preparation thereof

Info

Publication number
GB793150A
GB793150A GB22823/56A GB2282356A GB793150A GB 793150 A GB793150 A GB 793150A GB 22823/56 A GB22823/56 A GB 22823/56A GB 2282356 A GB2282356 A GB 2282356A GB 793150 A GB793150 A GB 793150A
Authority
GB
United Kingdom
Prior art keywords
solution
diepoxycyclo
octane
temperature
peracetic acid
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
GB22823/56A
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
Application filed by Union Carbide Corp filed Critical Union Carbide Corp
Publication of GB793150A publication Critical patent/GB793150A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/04—Ortho-condensed systems
    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/15—Heterocyclic compounds having oxygen in the ring
    • C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
    • C08K5/1515—Three-membered rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Epoxy Compounds (AREA)

Abstract

The invention comprises the new compound 1,2,5,6-diepoxycyclo-octane of formula <FORM:0793150/IV (b)/1> It may be prepared by reacting 1,5-cyclooctadiene with peracetic acid between - 25 DEG and 150 DEG C. The reaction is preferably carried out by the addition of an excess amount of peracetic acid in solution in an inert organic volatile solvent, the solution being free from hydrogen peroxide, water or mineral acids, to the 1,5-cyclo-octadiene at a temperature in the range 0 DEG to 45 DEG C. In the example 1,5-cyclooctadiene is treated with a solution of peracetic acid in ethyl acetate and the temperature is maintained at 35 DEG C.; the reaction solution is added to ethylbenzene refluxing at reduced pressure in a still kettle and a low-boiling material is distilled from the head of the still at a temperature up to the boiling-point of ethyl benzene; the residue is fractionally distilled to give 1,2,5,6-diepoxycyclo-octane.ALSO:The invention comprises 1,2,5,6, - diepoxycyclo-octane, of formula <FORM:0793150/IV (a)/1> which may be used in the preparation of resinous products by reaction with difunctional organic compounds such as diamines, dialdehydes, dicarboxylic acids and diols. The diepoxide may also be used as a stabilizer for vinyl chloride resins.
GB22823/56A 1955-08-09 1956-07-24 1, 2, 5, 6-diepoxycyclooctane and process for the preparation thereof Expired GB793150A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US793150XA 1955-08-09 1955-08-09

Publications (1)

Publication Number Publication Date
GB793150A true GB793150A (en) 1958-04-09

Family

ID=22149756

Family Applications (1)

Application Number Title Priority Date Filing Date
GB22823/56A Expired GB793150A (en) 1955-08-09 1956-07-24 1, 2, 5, 6-diepoxycyclooctane and process for the preparation thereof

Country Status (4)

Country Link
DE (1) DE1029823B (en)
FR (1) FR1155377A (en)
GB (1) GB793150A (en)
NL (1) NL209412A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4412047A (en) 1981-10-01 1983-10-25 Ciba-Geigy Corporation Cycloaliphatic diepoxide, its preparation and its use

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2978464A (en) * 1961-04-04 Epoxtoahon of cyclododecatriene
DE1203765B (en) * 1960-02-20 1965-10-28 Rhone Poulenc Sa Process for the preparation of trans, trans-cyclo-dodecadiene- (5, 9) -ol- (1) and a mixture of the cis, trans- and trans, cis-cyclododecadiene- (5, 9) -ol- (1) - Stereoisomers
NL264808A (en) * 1960-05-17

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2571208A (en) * 1949-12-17 1951-10-16 Gen Aniline & Film Corp Manufacture of 1,2-epoxycyclooctane

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4412047A (en) 1981-10-01 1983-10-25 Ciba-Geigy Corporation Cycloaliphatic diepoxide, its preparation and its use

Also Published As

Publication number Publication date
DE1029823B (en) 1958-05-14
FR1155377A (en) 1958-04-25
NL209412A (en)

Similar Documents

Publication Publication Date Title
US2375005A (en) Preparation of alpha-beta unsaturated nitriles
US2716123A (en) Dbepoxides of cycloaliphatic esters
US2567930A (en) Preparation of epoxy compounds by oxidation of cis-monoolefine compounds
US2794812A (en) 7-oxabicyclo-heptane 3-carboxylic acids and esters
US2296218A (en) Purification of maleic anhydride
GB793150A (en) 1, 2, 5, 6-diepoxycyclooctane and process for the preparation thereof
Cope et al. Cyclic Polyolefins. II. Synthesis of Cycloöctatetraene from Chloroprene1
US2454047A (en) Conversion of alicyclic aldehydes
US3121116A (en) Propynyl p-phenylene diamines
US2996521A (en) Alpha-amino-beta-hydroxycarboxylic acid derivatives
US3074984A (en) Process for preparing cyclopropane derivatives
GB903062A (en) Dimeric p-isopropenylphenol, a process for its production and its use in the preparation of 1:3:3:trimethyl-1-p-hydroxyphenyl-indan-6-ol
US3251861A (en) Di- and triepoxtoe derivatives of trivinylcyclohexane
US2771470A (en) Polyhalo-2, 3-epoxy-bicyclo(2.2.1) heptanes
GB822980A (en) Improvements in and relating to epoxides
US2411869A (en) Addition rearrangement products of thiocyanic acid and cyclopentadiene-olefinic adducts
US4429139A (en) Process for the preparation of rose oxide
DE1161553C2 (en) Process for the preparation of diepoxy esters
US3068255A (en) Process for the production of novel cyclopentenyl ethers of epoxidized vegetable oils
US3065209A (en) Resins from 1, 2, 5, 6-diepoxycyclooctane
US2973373A (en) Bis-(2, 3-epoxycyclopentyl) ether
EP0008113B1 (en) Process for the preparation of 7-oxabicyclo(4.1.0)heptane-3,4-dicarboxylic acid diglycidyl ester
US2834781A (en) Hydrazides and method of preparation
US2503206A (en) 3, 6-epoxy-1, 2, 3, 6-tetrahydrophthalonitriles
GB977964A (en) Pentafluorophenyl compounds and their manufacture