초록

Advanced epoxy resin compositions are prepared by reacting epoxy resins with active hydrogen-containing compounds which contain mesogenic moieties. Curable compositions containing these advanced epoxy resin compositions are useful in adhesives, coatings, laminates castings and the like.

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An advanced resin composition prepared by reacting (A) at least one epoxy resin having an average of more than one vicinal epoxy group per molecule; with (B) at least one compound having an average of more than one active hydrogen atom and one or more mesogenic moieties per molecule represented by t

An advanced resin composition prepared by reacting (A) at least one epoxy resin having an average of more than one vicinal epoxy group per molecule; with (B) at least one compound having an average of more than one active hydrogen atom and one or more mesogenic moieties per molecule represented by the following Formulas I, II or III [Figure] Formula I [Figure] Formula II [Figure] Formula III wherein each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 12 carbon atoms, a halogen atom, －NO2 or －C≡N; each X′is independently a hydroxyl group, a carboxylic acid group or the group represented by Formula IV [Figure] Formula IV each Z is independently －CR1〓CR1－, －CR1〓CR1－CR1〓CR1－, －CR1〓N－N〓CR1－, －CR1〓CR1－CO－O－CH2－, －CR1〓CR1－CO－O－CH2－CH2－, －CH2－O－CO－CR1〓CR1－, －CH2－CH2－O－CO－CR1〓CR1－, －CR1〓CR1－CO－O－, －O－CO－CR1〓CR1－, －N〓N－, －CO－NR1－, －NR1－CO－, －CO－NR1－NR1－CO－, －C≡C－, －C≡C－C≡C－, －CO－S－, －S－CO－, －CO－O－, －O－CO－, －CR1〓CR1－O－CO－CH2－CH2, －CH2－CO－O－CR1〓CR1－, －CR1 〓CR1－O－CO－CH2－CH2－, －CH2－CH2－CO－O－CR1〓CR1－, －CH2－CH2－CO－O－, －O－CO－CH2－CH2－, －CO－O－CR1〓CR1－, －CR1〓CR1－O－CO－, a direct single bond when n≥1, [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] Z′is independently －O－CO－, －CO－O－, －NR1－CO－, or －CO－NR1－; each n′is independently zero or 1; R1 is independently a hydrogen atom or an alkyl group having from 1 to about 4 carbon atoms; Z6 is a divalent hydrocarbyl group having from 1 to about 12 carbon atoms, －SO－, －SO2－, －S－, －S－S－, －O－, or －CO－; each Z1 is independently －CO－NH－, or －NH－CO－; Z2 is a group represented by a cyclic or bicyclic ring system containing from 5 to about 12 carbon atoms or a group represented by Formula V; [Figure] Formula V Z3 is NH2－, NH2－SO2－, NH2－CO－, NH2－Z5 －O－CO－, or NH2－Z5 －O－; each Z4 is independently －CR1〓CR1－, －CR1〓CR1－CR1〓CR1－, －CR1〓N－N〓CR1－, －CR1〓CR1－CO－O－CH2－, －CR1〓CR1－CO－O－CH2－CH2－, －CH2－O－CO－CR1〓CR1－, －CH2－CH2－O－CO－CR1〓CR1－, －CR1〓CR1－CO－O－, －O－CO－CR1〓CR1－, －N〓N－, －CO－NR1－, －NR1－CO－, －CO－NR1－NR1－CO－, －C≡C－, －C≡C－C≡C－, －CO－S－, － S－CO－, －CR1〓N－, －N〓CR1－, －CO－O－, －O－CO－, －CR1〓CR1－O－CO－CH2－, －CH2－CO－O－CR1〓CR1－, －CR1〓CR1－O－CO－CH2－CH2－, －CH2－CH2－CO－O－CR1〓CR1－, －CH2－CH2－CO－O－, －O－CO－CH2－CH2－, －CO－O－CR1〓CR1－, －CR1〓CR1－O－CO－, a direct single bond, [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] [Figure] Z5 is an alkylene or cycloalkylene group having from 1 to about 10 carbon atoms; Z7 is the same as Z4 with the proviso that it can also independently be a divalent hydrocarbyl group having from 1 to about 4, carbon atoms, －SO－, －SO2－, －S－, －S－S－, －O－, or －CO－; v has a value of 1 or 2, and n has an average value of zero to about 6; wherein components (A) and (B) are meltable or soluble at the reaction conditions and are employed in amounts which provide a ratio of active hydrogen atoms per vicinal epoxy group of from about 0.01:1 to about 1.05:1; with the proviso that (a) at least about 80 percent of the Z and X′groups are in the para position with respect to each other in Formula I, and (b) at least about 80 percent of the Z3 and Z4 groups are in the para position with respect to each other in Formula III, (c) component (B) cannot be a compound represented by the formula [Figure] wherein each Xa is independently hydrogen, hydroxyl, a nitro, alkyl, aryl, alkaryl, aralkyl, halogen, alkoxy alkaryloxy, aralkyloxy or aryloxy group; (d) when component (B) is a compound represented by Formula III wherein Z3 is NH2－Z5－O－or NH2－Z5－O－CO－, Z5 is an alkylene group having from 1 to 10 carbon atoms, Z4 is a direct single bond, n has a value of zero, X is hydrogen at all occurrences with the proviso that the single X substituent on the aromatic ring not substituted by Z3 para to the direct single bond is －NO2 or －CN and with the proviso that Z3 is para to the direct single bond, components (A) and (B) are employed in amounts which provide a ratio of amine hydrogen atoms per vicinal epoxy group of from 0.01:1 to about 0.5:1.