GB959028A - Epoxide resin compositions - Google Patents

Epoxide resin compositions

Info

Publication number
GB959028A
GB959028A GB375760A GB375760A GB959028A GB 959028 A GB959028 A GB 959028A GB 375760 A GB375760 A GB 375760A GB 375760 A GB375760 A GB 375760A GB 959028 A GB959028 A GB 959028A
Authority
GB
United Kingdom
Prior art keywords
alkyl
hydroxy
nitro
phenol
aralkyl
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
GB375760A
Inventor
Graham Winfield
Brian William Cunning Ashcroft
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
Ciba ARL Ltd
Original Assignee
Ciba AG
Ciba ARL Ltd
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 NL127810D priority Critical patent/NL127810C/xx
Priority to NL260711D priority patent/NL260711A/xx
Priority to BE599759D priority patent/BE599759A/xx
Application filed by Ciba AG, Ciba ARL Ltd filed Critical Ciba AG
Priority to GB375760A priority patent/GB959028A/en
Priority to CH29061A priority patent/CH396410A/en
Priority to FR850902A priority patent/FR1282310A/en
Priority to DE19611445284 priority patent/DE1445284B2/en
Publication of GB959028A publication Critical patent/GB959028A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C08G59/68—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 catalysts used
    • C08G59/686—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 catalysts used containing nitrogen
    • 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
    • C08G59/40—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 curing agents used
    • C08G59/42—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof

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)
  • Lubricants (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Substituted ammonium phenates of formula: <FORM:0959028/C2/1> when R1 (when n=1) is H, halogen, nitro, hydroxy, alkyl, alkoxy, or <FORM:0959028/C2/2> and, when n is 2 or more, is an aliphatic residue; R2, R3, R4 and R5 are each H, halogen, nitro, alkoxy, hydroxy, alkyl, or the group: <FORM:0959028/C2/3> or any two of R2, R3, R4 and R5 constitute a benzene ring; R6, R7, R8 an alkyl, hydroxyalkyl, aryl or aralkyl; and R9 is H, alkyl, hydroxyalkyl, aryl or aralkyl, are prepared by heating the appropriate phenol with a tertiary amine or quaternary ammonium hydroxide. Some detailed information is given of products from phenol, p-cresol, a -naphthol, p-nitrophenol, p-chlorophenol, resorcinol or bisphenol A, and tri-n-amylamine, benzyldiethylamine, benzyl-dimethylamine, tetramethylammonium hydroxide or 2-diethylaminoethanol. Reference has been directed by the Comptroller to Specification 896,601.ALSO:A hardenable composition comprises (i) at least one epoxide compound, which or at least one of which contains more than 1 epoxide group per molecule, (ii) at least one polycarboxylic acid anhydride, and as accelerator, (iii) a substituted ammonium phenate of the formula: <FORM:0959028/C3/1> where R1, when n is 1, is H, halogen, nitro, hydroxy, alkyl, alkoxy or <FORM:0959028/C3/2> or, when n is 2 or a higher integer, is an aliphatic residue having n free valencies; R2, R3, R4 and R5 are each H, halogen, nitro, hydroxy, alkyl, alkoxy or the above ammonium group, or any two of R2, R3, R4 and R5 together represent a fuzed benzene ring; R6, R7 and R8 are each alkyl, hydroxy alkyl, aryl or aralkyl; R9 is H or alkyl, hydroxy alkyl, aryl or aralkyl. A wide variety of polyepoxides (i) are listed, bisphenol A/epichlorhydrin being used in the examples. Anhydrides, (ii) specified are phthalic, maleic, methyl cyclopentadiene/maleic, hexahydrophthalic, pyromellitic, dodecenyl succinic, dichloromaleic, and chlorendic. Ammonium phenates (iii) specified are derived from (a) N-benzyl dimethylamine, tri-n-amylamine, N-benzyldiethylamine, 2-diethylaminoethanol, or tetramethyl ammonium hydroxide, and (b) phenol, p-cresol, a -naphthol, p-nitro-phenol, p-chlorophenol, resorcinol, or bisphenol A. In comparative examples 2, 4, 6-tris (dimethylaminomethyl) phenol and its tri-(2-ethyl) hexoate are used in place of (iii). Specifications 821,972 and 839,239 are referred to. Reference has been directed by the Comptroller to Specification 896,601.
GB375760A 1960-02-02 1960-02-02 Epoxide resin compositions Expired GB959028A (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
NL127810D NL127810C (en) 1960-02-02
NL260711D NL260711A (en) 1960-02-02
BE599759D BE599759A (en) 1960-02-02
GB375760A GB959028A (en) 1960-02-02 1960-02-02 Epoxide resin compositions
CH29061A CH396410A (en) 1960-02-02 1961-01-10 Curable mixture of epoxy compounds and polycarboxylic acid anhydrides
FR850902A FR1282310A (en) 1960-02-02 1961-01-27 Curable mixtures based on epoxy resins and polycarboxylic acid anhydrides
DE19611445284 DE1445284B2 (en) 1960-02-02 1961-02-01 USE OF QUARTERLY SUBSTITUTED AMMONIUM SALTS OF PHENOLS AS ACCELERATORS IN THE CURING OF EPOXY COMPOUNDS

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB375760A GB959028A (en) 1960-02-02 1960-02-02 Epoxide resin compositions

Publications (1)

Publication Number Publication Date
GB959028A true GB959028A (en) 1964-05-27

Family

ID=9764386

Family Applications (1)

Application Number Title Priority Date Filing Date
GB375760A Expired GB959028A (en) 1960-02-02 1960-02-02 Epoxide resin compositions

Country Status (5)

Country Link
BE (1) BE599759A (en)
CH (1) CH396410A (en)
DE (1) DE1445284B2 (en)
GB (1) GB959028A (en)
NL (2) NL260711A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3151540A1 (en) * 1980-12-29 1982-08-19 Ciba-Geigy GmbH, 7867 Wehr Use of transparent anhydride-curable casting epoxy resins
EP0102916A2 (en) * 1982-05-13 1984-03-14 Siemens Aktiengesellschaft Insulating tape based on a thermosetting epoxy resin and an acid anhydride for the impregnation of an insulator for electrical conductors
EP0240459A1 (en) * 1986-03-26 1987-10-07 Ciba-Geigy Ag Curable compositions

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3151540A1 (en) * 1980-12-29 1982-08-19 Ciba-Geigy GmbH, 7867 Wehr Use of transparent anhydride-curable casting epoxy resins
EP0102916A2 (en) * 1982-05-13 1984-03-14 Siemens Aktiengesellschaft Insulating tape based on a thermosetting epoxy resin and an acid anhydride for the impregnation of an insulator for electrical conductors
EP0102916A3 (en) * 1982-05-13 1984-09-05 Siemens Aktiengesellschaft Insulating tape based on a thermosetting epoxy resin and an acid anhydride for the impregnation of an insulator for electrical conductors
EP0240459A1 (en) * 1986-03-26 1987-10-07 Ciba-Geigy Ag Curable compositions

Also Published As

Publication number Publication date
NL127810C (en)
NL260711A (en)
DE1445284A1 (en) 1968-12-12
BE599759A (en)
CH396410A (en) 1965-07-31
DE1445284B2 (en) 1973-04-19

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