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US 4,066,609 AGranted
Crosslinked resins prepared from an N,N'-bis-imide and a Schiff base
AssigneeCiba-Geigy Corporation
InventorsFranklin P. Darmory, Marianne DiBenedetto
Life of this patent
Estimating the term…
Abstract
Crosslinked resins are prepared by reacting an N,N'-bis-imide and a Schiff base at a temperature of from 100.degree. C to 280.degree. C. The crosslinked resins have good thermal stability and are useful for making adhesives, coatings, laminates and molded articles.
Claims11
A glass fabric or fiber impregnated with a composition comprising
- a. an unsaturated N,N'-bis-imide having the formula ##STR12## wherein A is an alkylene group containing from 2 to 12 carbon atoms;
- cycloalkylene group containing from 4 to 6 carbon atoms, a xylylene group, an arylene group selected from phenylene, tolylene, biphenylene, naphthylene, a substituted arylene group of the formula ##STR13## wherein W is sulfur, carbonyl, -NH, N-(lower)alkyl, -O-, -N-phenyl, sulfonyl, an alkylene group of from 1 to 3 carbon atoms, R.sup.6 and R.sup.7 are independent and each is hydrogen, chloro, or bromo, (lower)alkyl of from 1 to 5 carbon atoms, (lower)alkoxy containing from 1 to 5 carbon atoms, or a group having the formula ##STR14## where Y is a covalent bond or -NH, and R.sup.8 is phenyl, piperidino, hydrogen, diphenylamino or di(lower)alkyl amino;
- D is a divalent radical containing olefinic unsaturation having the formula ##STR15## wherein R.sup.3 is hydrogen, methyl, bromo or chloro;
- R.sup.4 is hydrogen, methyl, bromo or chloro;
- and
- b. from about 0.5 to 0.166 mole equivalents per mole equivalent of (a) of a Schiff base having the formula ##STR16## wherein R.sup.1 and R.sup.2 independently is hydrogen, an alkyl group containing from 1 to 12 carbon atoms, an aryl group containing from 6 to 12 carbon atoms, an alkaryl group containing from 7 to 15 carbon atoms, an aralkyl group containing from 7 to 15 carbon atoms, chlorophenyl, alkoxyphenyl, said alkoxy containing from 1 to 5 carbon atoms, or together with the carbon to which they are attached from a monocyclic ring containing 5 to 6 carbon atoms, with the proviso that only one of R.sup.1 or R.sup.2 may be hydrogen at the same time;
- ;
- R.sup.3 is an alkyl group containing from 1 to 12 carbon atoms, an aryl group containing from 6 to 12 carbon atoms, an alkaryl group containing from 7 to 15 carbon atoms, an aralkyl group containing from 7 to 15 carbon atoms, chlorophenyl, alkoxyphenyl, said alkoxy containing from 1 to 5 carbon atoms, cyclohexyl or cyclopentyl;
- R.sup.4 is an alkylene group containing from 2 to 12 carbon atoms, phenylene, tolylene, biphenylene, naphthylene, or an arylene group having the formula ##STR17## wherein X is, -S-, -O-, NH, N-phenyl, sulfonyl, or an alkylene group containing from 1 to 3 carbon atoms;
- and
- A is an alkylene group containing from 2 to 12 carbon atoms;
- cycloalkylene group containing from 4 to 6 carbon atoms, a xylylene group, an arylene group selected from phenylene, tolylene, biphenylene, naphthylene, a substituted arylene group of the formula ##STR18## wherein W is sulfur, carbonyl, -NH, -N(lower)alkyl, -O-, -N-phenyl, sulfonyl, an alkylene group of from 1 to 3 carbon atoms, R.sup.6 and R.sup.7 are independent and each is hydrogen, chloro, or bromo, (lower)alkyl of from 1 to 5 carbon atoms, (lower)alkoxy containing from 1 to 5 carbon atoms, or a group having the formula ##STR19## wherein Y is a covalent bond or -NH, and R.sup.8 is phenyl, piperidino, hydrogen, diphenylamino or di(lower)alkyl amino.
9 more elements
Dependencies are inferred from the claim text.