GB832189A - Curing agents for epoxide resins - Google Patents

Curing agents for epoxide resins

Info

Publication number
GB832189A
GB832189A GB1347955A GB1347955A GB832189A GB 832189 A GB832189 A GB 832189A GB 1347955 A GB1347955 A GB 1347955A GB 1347955 A GB1347955 A GB 1347955A GB 832189 A GB832189 A GB 832189A
Authority
GB
United Kingdom
Prior art keywords
parts
glycidyl ether
reacted
amine
mols
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
GB1347955A
Inventor
Harold Arthur Collinson
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.)
Leicester Lovell and Co Ltd
Original Assignee
Leicester Lovell and Co 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
Application filed by Leicester Lovell and Co Ltd filed Critical Leicester Lovell and Co Ltd
Priority to GB1347955A priority Critical patent/GB832189A/en
Publication of GB832189A publication Critical patent/GB832189A/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
    • C08G59/182Macromolecules 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 using pre-adducts of epoxy compounds with curing agents
    • C08G59/184Macromolecules 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 using pre-adducts of epoxy compounds with curing agents with amines

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

Secondary curing agents for epoxide resins are obtained by reacting a secondary monoamine having its N atom linked to two different carbon atoms with a glycidyl ether of a polyhydric phenol having at least 3 OH groups. At least 1.5 mols. of amine are used per epoxy group in the glycidyl ether and unreacted amine is removed. In the example diethylamine (3 mols.) was added to a solution in dioxane of a glycidyl ether of a low molecular weight phenol-formaldehyde condensate (equivalent to 1 epoxy group). Dioxane and excess amine were removed after reaction leaving a viscous liquid, 35 parts of which were equivalent for curing epoxide resins to 10 parts of diethylamine. Dimethylamine and piperidine are suitable amines and the glycidyl ether of 1,3,5-trihydroxy benzene is also suitable as a starting material. Specifications 691,543 and 705,786 are referred to.ALSO:Secondary curing agents for epoxide resins of the kind described in Specifications 691,543 and 705,786 are obtained by reacting a secondary monoamine having its N atom linked to two different C atoms with a glycidyl ether of a polyhydric phenol having at least three OH groups. At least 1.5 mols. of amine are used for each epoxy group in the glycidyl ether. Examples of suitable glycidyl ethers are (A) a mixture of 12.6 parts 1,3,5-trihydroxy benzene and 55.5 parts epichlorhydrin were reacted by dropwise addition of 120 parts NaOH in an equal weight of water, the temperature being maintained at 60 DEG C. A viscous resin was obtained by separating the organic phase from the inorganic and washing it free from NaCl. (B) 376 parts phenol were reacted with 83 parts formaldehyde using 154 parts boron p trifluoride-ethyl etherate complex as catalyst. 263 parts of the condensate were reacted with 365 parts epichlorhydrin in presence of 252 parts 50% NaOH. In preparing the secondary curing agent 220 parts diethylamine were reacted with 200 parts Resin B in 200 parts dioxan, there being 3 mols. amine present per epoxide group. The mixture was reacted at 60-70 DEG C. for 3 hours after which excess amine was removed under vacuum. A viscous resin was obtained. For the curing of epoxide resins, 35 parts of this product were equivalent to 10 parts free diethylamine. Other suitable amines mentioned are dimethylamine and piperidine.
GB1347955A 1955-05-10 1955-05-10 Curing agents for epoxide resins Expired GB832189A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1347955A GB832189A (en) 1955-05-10 1955-05-10 Curing agents for epoxide resins

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1347955A GB832189A (en) 1955-05-10 1955-05-10 Curing agents for epoxide resins

Publications (1)

Publication Number Publication Date
GB832189A true GB832189A (en) 1960-04-06

Family

ID=10023718

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1347955A Expired GB832189A (en) 1955-05-10 1955-05-10 Curing agents for epoxide resins

Country Status (1)

Country Link
GB (1) GB832189A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4348505A (en) 1980-07-23 1982-09-07 Ciba-Geigy Corporation Adducts from amines and di- and polyepoxides
EP0783010A3 (en) * 1996-01-04 1998-01-07 Air Products And Chemicals, Inc. Methylamine adduct for cure of epony resins
EP0786481A3 (en) * 1996-01-26 1998-01-07 Air Products And Chemicals, Inc. Reactive accelerators for amine cured epoxy resins
CN110891998A (en) * 2017-07-14 2020-03-17 Dic株式会社 Epoxy resin, epoxy resin composition containing same, and cured product using same

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4348505A (en) 1980-07-23 1982-09-07 Ciba-Geigy Corporation Adducts from amines and di- and polyepoxides
EP0783010A3 (en) * 1996-01-04 1998-01-07 Air Products And Chemicals, Inc. Methylamine adduct for cure of epony resins
EP0786481A3 (en) * 1996-01-26 1998-01-07 Air Products And Chemicals, Inc. Reactive accelerators for amine cured epoxy resins
CN110891998A (en) * 2017-07-14 2020-03-17 Dic株式会社 Epoxy resin, epoxy resin composition containing same, and cured product using same
KR20200030050A (en) * 2017-07-14 2020-03-19 디아이씨 가부시끼가이샤 Epoxy resin, and an epoxy resin composition containing the same, and a cured product using the epoxy resin composition
EP3653659A4 (en) * 2017-07-14 2021-04-07 DIC Corporation Epoxy resin, epoxy resin composition containing same, and cured product using said epoxy resin composition
CN110891998B (en) * 2017-07-14 2022-06-10 Dic株式会社 Epoxy resin, epoxy resin composition containing same, and cured product using same

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