Polyimides end-capped with diaryl substituted acetylene
AssigneeNational Starch and Chemical Investment Holding Corporation
InventorsCharles W. Paul, Rose A. Schultz, Steven P. Fenelli
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Abstract
Novel polyimide and polyisoimide oligomers and precursors thereof, end-capped with diaryl substituted acetylene. These novel end-capped polyimide or polyisoimides oligomers are useful for composites, molding compounds, adhesives, and electronic applications.
Claims32
A polymerizable oligomer selected from the group consisting of polyamic acids, corresponding amic esters, corresponding isoimides, corresponding imides, and mixtures thereof, and wherein said polymerizable oligomer is end-capped with a diaryl substituted acetylene (DASA) having the general formula:
- ##STR14## wherein m=0 to 5, L=0 to 4, R and R.sup.1 are independently selected from the group consisting of halogen, C.sub.1 -C.sub.4 alkyl, alkoxy, aryloxy, haloaryl, haloalkyl, haloacyl, aryl, and acyl, and X is a linking group to the oligomer backbone selected from the group consisting of NH.sub.2, CHO, isocyanate, anhydride, carboxylic acid, ester, and acyl halide;
- provided that m or L.noteq.0 when the oligomer backbone is composed of 2,2-bis(3,4-dicarboxyphenyl) hexafluoropropane dianhydride and 1,3-bis(3-amino-phenoxy) benzene and X=NH.sub.2 ;
- and said polymerizable oligomer must have a glass transition temperature (Tg) greater than 135.degree. C. after imidization, but prior to the onset of cure of the DASA end-caps.
A polymerizable oligomer selected from the group consisting of polyamic acids, corresponding amic esters, corresponding isoimides, corresponding imides, and mixtures thereof, and wherein said polymerizable oligomer is end-capped with a diaryl substituted acetylene (DASA) having the general formula:
- ##STR16## wherein m=0 to 5, R is selected from the group consisting of halogen, C.sub.1 -C.sub.4 alkyl, alkoxy, aryloxy, haloaryl, haloalkyl, haloacyl, aryl, and acyl, R.sup.10 is --O--, --S--, --C(CF.sub.3).sub.2 --, SO.sub.2, ##STR17## --CH.sub.2 --, or --C(CH.sub.3).sub.2 --, and X is a linking group to the oligomer backbone selected from the group consisting of NH.sub.2, CHO, isocyanate, anhydride, carboxylic acid, ester, and acyl halide.
A composite prepared by combining reinforcing fibers with a polymerizable oligomer selected from the group consisting of polyamic acids, corresponding amic esters, corresponding isoimides, corresponding imides, and mixtures thereof, and wherein said polymerizable oligomer is end-capped with a diaryl substituted acetylene (DASA) having the general formula:
- ##STR19## wherein m=0 to 5, L=0 to 4, R and R.sup.1 are independently selected from the group consisting of halogen, C.sub.1 -C.sub.4 alkyl, alkoxy, aryloxy, haloaryl, haloalkyl, haloacyl, aryl and acyl, and X is a linking group to the oligomer backbone selected from the group consisting of NH.sub.2, CHO, isocyanate, anhydride, carboxylic acid, ester, and acyl halide;
- provided that m or L.noteq.0 when the oligomer backbone is composed of 2,2-bis(3,4-dicarboxyphenyl) hexafluoropropane dianhydride and 1,3-bis(3-amino-phenoxy) benzene and X=NH.sub.2, said oligomer having a glass transition temperature (Tg) greater than 135.degree. C. after imidization, but prior to the onset of cure of the DASA end-caps.
A composite prepared by combining reinforcing fibers with a polymerizable oligomer selected from the group consisting of polyamic acids, corresponding amic esters, corresponding isoimides, corresponding imides, and mixtures thereof, and wherein said polymerizable oligomer is end-capped with a diaryl substituted acetylene (DASA) having the general formula:
- ##STR20## wherein m=0 to 5, R is independently selected from the group consisting of halogen, C.sub.1 -C.sub.4 alkyl, alkoxy, aryloxy, haloaryl, haloalkyl, haloacyl, aryl and acyl, R.sup.10 is --O--, --S--, --C(CF.sub.3).sub.2 --, --SO.sub.2 --, ##STR21## --CH.sub.2 --, or --C(CH.sub.3).sub.2 --, and X is a linking group to the oligomer backbone selected from the group consisting of NH.sub.2, CHO, isocyanate, anhydride, carboxylic acid, ester, and acyl halide.
Dependencies are inferred from the claim text.