GB861796A - New epoxy resin compositions - Google Patents

New epoxy resin compositions

Info

Publication number
GB861796A
GB861796A GB3433658A GB3433658A GB861796A GB 861796 A GB861796 A GB 861796A GB 3433658 A GB3433658 A GB 3433658A GB 3433658 A GB3433658 A GB 3433658A GB 861796 A GB861796 A GB 861796A
Authority
GB
United Kingdom
Prior art keywords
formula
acids
diimidazolines
epoxy resins
hours
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
GB3433658A
Inventor
Lowell Eugene Peterson
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.)
General Mills Inc
Original Assignee
General Mills Inc
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 LU36537D priority Critical patent/LU36537A1/xx
Priority to BE572486D priority patent/BE572486A/xx
Priority to US649608A priority patent/US2878234A/en
Priority to DEG25474A priority patent/DE1105611B/en
Priority to FR776701A priority patent/FR1216330A/en
Application filed by General Mills Inc filed Critical General Mills Inc
Priority to GB3433658A priority patent/GB861796A/en
Publication of GB861796A publication Critical patent/GB861796A/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
    • C08G59/40—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
    • C08G59/50—Amines
    • C08G59/5046—Amines heterocyclic
    • C08G59/5053—Amines heterocyclic containing only nitrogen as a heteroatom
    • C08G59/5073—Amines heterocyclic containing only nitrogen as a heteroatom having two nitrogen atoms in the ring

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

Epoxy resins are hardened by the addition of a diimidazoline of the formula <FORM:0861796/IV (a)/1> where R1, R2, R3 and R4 are H or C1-5 alkyl groups, k is an integer from 1-5, and A is a direct link or a straight chain hydrocarbon radical. Epoxy resins specified are the reaction products of polyhydric phenols with polyfunctional halohydrins (e.g. epichlorohydrin) and/or glycerol dichlorohydrin and are complex glycidyl ethers containing at least one terminal epoxy group per molecule; polyhydric phenols specified are resorcinol and the dihydric phenols obtained from the condensation of phenol with formaldehyde, acetaldehyde, acetone or methyl ethyl ketone (e.g. bisphenol A). The diimidazolines are preferably prepared (see Group IV (b)) from appropriate aliphatic dicarboxylic acids (e.g. maleic acid, alkylene dicarboxylic acids or acids of the formula HOOC.(CH2)g.COOH, where g is a whole number from 0-11) and aliphatic polyamines of the formula H2N.(CR1R2-CR3R3-NH)kH (e.g. ethylene diamine, diethylene triamine, triethylene tetramine, tetraethylene pentamine, di-1,2-propane triamines or mixtures thereof). Examples are given. Uses.-Glass cloth laminates; electrical imbedment; heat-resistant coatings; adhesives; casting.ALSO:Diimidazolines of the formula <FORM:0861796/IV (b)/1> where R1, R2, R3 and R4 are H or C1-5 alkyl groups, k is an integer from 1-5, and A is a direct link or a straight chain hydrocarbon radical, may be prepared by reacting appropriate aliphatic dicarboxylic acids (e.g. maleic, alkylene dicarboxylic, or acids of the formula HOOC.(CH2)g.COOH, where g is a whole number from 0-11) with aliphatic polyamines of the formula: H2N(CR1R2-CR3R4-NH)kH (e.g. ethylene diamine, diethylene triamine, triethylene tetramine, tetraethylene pentamine, di-1,2-propane triamines or mixtures thereof). The diimidazolines are used for hardening epoxy resins (see Group IV (a)). In the examples the acid is added slowly to the amine over a period of 3-6 hours reaching the maximum temperature specified. Diethylene triamine is reacted with the following acids: (1) adipic 243 DEG C.; (2) azelaic 260 DEG C.; (3) sebacic 250 DEG C.; (5) maleic 192 DEG C.; and (6) oxalic dihydrate in two stages: (a) to 160 DEG C. in 1 1/2 hours; (b) to 208 DEG C. in a further 3 hours. In Example (4) triethylene tetramine is reacted with adipic acid up to 275 DEG C.
GB3433658A 1957-04-01 1958-10-27 New epoxy resin compositions Expired GB861796A (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
LU36537D LU36537A1 (en) 1958-10-27
BE572486D BE572486A (en) 1958-10-27
US649608A US2878234A (en) 1957-04-01 1957-04-01 Epoxy resins including an imidazoline curing agent
DEG25474A DE1105611B (en) 1958-10-09 1958-10-09 Process for curing epoxy resins by imidazoline derivatives
FR776701A FR1216330A (en) 1958-10-15 1958-10-15 New curing agents for epoxy resins
GB3433658A GB861796A (en) 1958-10-27 1958-10-27 New epoxy resin compositions

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3433658A GB861796A (en) 1958-10-27 1958-10-27 New epoxy resin compositions

Publications (1)

Publication Number Publication Date
GB861796A true GB861796A (en) 1961-02-22

Family

ID=10364373

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3433658A Expired GB861796A (en) 1957-04-01 1958-10-27 New epoxy resin compositions

Country Status (3)

Country Link
BE (1) BE572486A (en)
GB (1) GB861796A (en)
LU (1) LU36537A1 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AT352592B (en) * 1977-06-13 1979-09-25 Schering Ag METHOD FOR MANUFACTURING SPORTS EQUIPMENT

Also Published As

Publication number Publication date
LU36537A1 (en)
BE572486A (en)

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