GB1360264A - Polyglycidyl compounds process for their manufacture and use - Google Patents

Polyglycidyl compounds process for their manufacture and use

Info

Publication number
GB1360264A
GB1360264A GB4495971A GB4495971A GB1360264A GB 1360264 A GB1360264 A GB 1360264A GB 4495971 A GB4495971 A GB 4495971A GB 4495971 A GB4495971 A GB 4495971A GB 1360264 A GB1360264 A GB 1360264A
Authority
GB
United Kingdom
Prior art keywords
diacetyl
diglycidyl
formula
compounds
radical
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
GB4495971A
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.)
Novartis AG
Original Assignee
Ciba Geigy 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 Geigy AG filed Critical Ciba Geigy AG
Publication of GB1360264A publication Critical patent/GB1360264A/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
    • C07D303/36—Compounds containing oxirane rings with hydrocarbon radicals, substituted by nitrogen atoms
    • 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
    • C08G59/02—Polycondensates containing more than one epoxy group per molecule
    • 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
    • C08G59/28—Di-epoxy compounds containing acyclic nitrogen atoms

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)
  • Epoxy Resins (AREA)

Abstract

1360264 Polyglycidyl compounds CIBA-GEIGY AG 27 Sept 1971 [29 Sept 1970] 44959/71 Heading C2C [Also in Division C3] Novel compounds of Formula I wherein R denotes a monovalent unsubstituted or substituted aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclio radical, A represents a n-valent unsubstituted or substituted aromatic radical which is either mononuclear or polynuclear in which two or more nuclei are fused or are linked to one another by single valencies either directly or via divalent functional groups or non-aromatic radicals, X denotes a hydrogen atom or the methyl group and n is an integer greater than 1, are prepared by reacting a polyamide of Formula II in a single stage or in several stages, with an epihalogenohydrin or # - methylepihalogenohydrin with the elimination of hydrogen halide. The reaction is preferably carried out in suspension in excess of the epihalogenohydrin or #-methylepihalogenohydrin using, as catalyst, a tertiary amine, quaternary ammonium base or quaternary ammonium salt. In a preferred case n is 2 and A is a phenylene radical optionally substituted by halogen, alkyl, alkoxy, CF 3 or NO 2 groups. Further preferred cases are represented by the Formulae VI and VII wherein X<SP>1</SP> 1 to X<SP>1</SP> 3 and X<SP>11</SP> 1 to X<SP>11</SP> 3 represent hydrogen, halogen, alkyl, alkoxy, CF 3 or NO 2 ; p is 1 or 2; Y represents -O-, -S-, -SO 2 -, -CO-, or a, b, c and d represent hydrogen or C 1 -C 4 alkyl or a and b together denote the tetramethylene or pentamethylene radical and q is an integer of at least 1. Compounds of Formula I, the preparation of which is exemplified, are:- 1. N,N<SP>1</SP> - diglycidyl - N,N<SP>1</SP> - diacetyl - bis- (4-aminophenyl)methane. 2. N,N<SP>1</SP> - diglycidyl - N,N<SP>1</SP> - diacetyl - bis- (4-aminophenyl)sulphone. 3. N,N<SP>1</SP> - diglycidyl - N,N<SP>1</SP> - diacetyl - pphenylenediamine. 4. N,N<SP>1</SP> - diglycidyl - N,N<SP>1</SP> - diacetyl - mphenylenediamine. 5. N,N<SP>1</SP>,N<SP>11</SP> - triglycidyl - [3,3<SP>1 </SP>- di - (acetylamino)-benzanilide]. 6. N,N<SP>1</SP> - diglycidyl - N,N<SP>1</SP> - dipropionyl - 2- chloro-5-methyl-p-phenylenediamine. 7. N,N<SP>1</SP> - diglycidyl - N,N<SP>1</SP> - diacetyl - 2,4- diaminotoluene. 8. N,N<SP>1</SP> - digylcidyl - N,N<SP>1</SP> - diacetyl - benzidine. 9. N,N<SP>1</SP> - diglycidyl - N,N<SP>1</SP> - diacetyl - 3,3<SP>1</SP>- diamino-diphenylmethane. The compounds of Formula I are cured to form epoxy resins.
GB4495971A 1970-09-29 1971-09-27 Polyglycidyl compounds process for their manufacture and use Expired GB1360264A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH1450370A CH541552A (en) 1970-09-29 1970-09-29 Process for the preparation of new polyglycidyl compounds

Publications (1)

Publication Number Publication Date
GB1360264A true GB1360264A (en) 1974-07-17

Family

ID=4401361

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4495971A Expired GB1360264A (en) 1970-09-29 1971-09-27 Polyglycidyl compounds process for their manufacture and use

Country Status (4)

Country Link
CH (1) CH541552A (en)
DE (1) DE2148409A1 (en)
FR (1) FR2108063B1 (en)
GB (1) GB1360264A (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1983001776A1 (en) * 1981-11-20 1983-05-26 Itoh, Hiroshi N-glycidyl-substituted amide compounds
DE102012025256A1 (en) * 2012-12-21 2014-06-26 Heinrich-Heine-Universität Use of new or known methoxy-ethane compound as comonomer in epoxy resin used as hardenable dental filler material, root canal filling material as insulator material, preferably composite adhesive for filling and/or sealing root canals

Also Published As

Publication number Publication date
FR2108063A1 (en) 1972-05-12
DE2148409A1 (en) 1972-03-30
CH541552A (en) 1973-09-15
FR2108063B1 (en) 1974-03-29

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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