Low dk copper clad laminate compositions
AssigneeDesigner Molecules, Inc.
InventorFarhad G. Mizori
Life of this patent
Estimating the term…
Abstract
Curable polyimides and compositions thereof with very good dielectric properties are provided. Prepregs of these compositions laminated with copper foil to prepare copper clad laminates having Tg>150 C and Df<0.0025 are also provided.
Claims63
A matrix formulation for preparing a prepreg, copper clad laminate or flexible copper clad laminate, comprising at least one curable polyimide compound having a structure according to Formula I:
- wherein,
- each R is independently selected from the group consisting of substituted or unsubstituted aliphatic, cycloaliphatic, alkenyl, aromatic, and heteroaromatic;
- each Q is independently selected from the group consisting of substituted or unsubstituted aliphatic, cycloaliphatic, and alkenyl;
- and
- n is and integer having the value 0-10;
- wherein the at least one curable polyimide compound is the product of a condensation of a diamine with an anhydride.
(canceled)
The matrix formulation of claim 12, wherein the diamine is selected from the group consisting of:
- 4,4′-methylenebis(2,6-diethylaniline);
- tricyclodecane diamine (TCD-diamine);
- Bisaniline-P;
- 2.2-bis[4-(4-aminophenoxy)phenyl] hexafluoropropane;
- 1,10-diaminodecane;
- 1,12-diaminododecane;
- PRIAMINE™ 1075 (dimer diamine):
- PRIAMINE™ 1074 (dimer diamine);
- dimer diamine;
- hydrogenated dimer diamine;
- 1,2-diamino-2-methylpropane;
- 1,2-diaminocyclohexane;
- 1,2-diaminopropane;
- 1,3-diaminopropane;
- 1,4-diaminobutane;
- 1,5-diaminopentane;
- 1,7-diaminoheptane;
- 1,8-diaminomenthane;
- 1,8-diaminooctane;
- 1,9-diaminononane;
- 3,3′-diamino-N-methyldipropylamine;
- diaminomaleonitrile;
- 1,3-diaminopentane;
- 9,10-diaminophenanthrene;
- 4,4′-diaminooctafluorobiphenyl;
- 3,5-diaminobenzoic acid;
- 3,7-diamino-2-methoxyfluorene;
- 4,4′-diaminobenzophenone;
- 3,4-diaminobenzophenone;
- 3,4-diaminotoluene;
- 2,6-diaminoanthroquinone;
- 2,6-diaminotoluene;
- 2,3-diaminotoluene;
- 1,8-diaminonaphthalene;
- 2,4-diaminotoluene;
- 2,5-diaminotoluene;
- 1,4-diaminoanthroquinone;
- 1,5-diaminoanthroquinone;
- 1,5-diaminonaphthalene;
- 1,2-diaminoanthroquinone;
- 2,4-cumenediamine;
- 1,3-bisaminomethylbenzene;
- 1,3-bisaminomethylcyclohexane;
- 2-chloro-1,4-diaminobenzene;
- 1,4-diamino-2,5-dichlorobenzene;
- 1,4-diamino-2,5-dimethylbenzene;
- 4,4′-diamino-2,2′-bistrifluoromethylbiphenyl;
- bis(amino-3-chlorophenyl)ethane;
- bis(4-amino-3,5-dimethylphenyl)methane;
- bis(4-amino-3,5-diisopropylphenyl)methane;
- bis(4-amino-3,5-methyl-isopropylphenyl)methane;
- bis(4-amino-3,5-diethylphenyl)methane;
- bis(4-amino-3-ethylphenyl)methane;
- diaminofluorene;
- 4,4′-(9-Fluorenylidene)dianiline;
- diaminobenzoic acid;
- 2,3-diaminonaphthalene;
- 2,3-diaminophenol;
- -5-methylphenyl)methane;
- bis(4-amino-3-methylphenyl)methane;
- bis(4-amino-3-ethylphenyl)methane;
- 4,4′-diaminophenylsulfone;
- 3,3′-diaminophenylsulfone;
- 2,2-bis(4,-(4-aminophenoxy)phenyl)sulfone;
- 2,2-bis(4-(3-aminophenoxy)phenyl)sulfone;
- 4,4′-oxydianiline;
- 4,4′-diaminodiphenyl sulfide;
- 3,4′-oxydianiline;
- 2,2-bis(4-(4-aminophenoxy)phenyl)propane;
- 1,3-bis(4-aminophenoxy)benzene;
- 4,4′-bis(4-aminophenoxy)biphenyl;
- 4,4′-diamino-3,3′-dihydroxybiphenyl;
- 4,4′-diamino-3,3′-dimethylbiphenyl;
- 4,4′-diamino-3,3′-dimethoxybiphenyl;
- Bisaniline M;
- Bisaniline P;
- 9,9-bis(4-aminophenyl)fluorene;
- o-tolidine sulfone;
- methylene bis(anthranilic acid);
- 1,3-bis(4-aminophenoxy)-2,2-dimethylpropane;
- 1,3-bis(4-aminophenoxy)propane;
- 1,4-bis(4-aminophenoxy)butane;
- 1,5-bis(4-aminophenoxy)butane;
- 2,3,5,6-tetramethyl-1,4-phenylenediamine;
- 3,3′, 5,5′-tetramehylbenzidine;
- 4,4′-diaminobenzanilide;
- 2,2-bis(4-aminophenyl)hexafluoropropane;
- polyoxyalkylenediamines;
- 1,3-cyclohexanebis(methylamine);
- m-xylylenediamine;
- p-xylylenediamine;
- bis(4-amino-3-methylcyclohexyl)methane;
- 1,2-bis(2-aminoethoxy)ethane;
- 3(4),8(9)-bis(aminomethyl)tricyclo(5.2.1.02,6)decane;
- and combinations thereof
(canceled)
The matrix formulation of claim 12, wherein the anhydride is selected from the group consisting of:
- Bisphenol-A-dianhydride;
- biphenyl tetracarboxylic dianhydride;
- pyromellitic dianhydride;
- maleic anhydride;
- polybutadiene-graft-maleic anhydride;
- polyethylene-graft-maleic anhydride;
- polyethylene-alt-maleic anhydride;
- polymaleic anhydride-alt-1-octadecene;
- polypropylene-graft-maleic anhydride;
- poly(styrene-co-maleic anhydride);
- maleic anhydride;
- succinic anhydride;
- 1,2,3,4-cyclobutanetetracarboxylic dianhydride;
- 1,4,5,8-naphthalenetetracarboxylic dianhydride;
- 3,4,9,10-perylenentetracarboxylic dianhydride;
- bicyclo(2.2.2)oct-7-ene-2,3,5,6-tetracarboxylic dianhydride;
- diethylenetriaminepentaacetic dianhydride;
- ethylenediaminetetraacetic dianhydride;
- 3,3′, 4,4′-benzophenone tetracarboxylic dianhydride;
- 3,3′, 4,4′-biphenyl tetracarboxylic dianhydride;
- 4,4′-oxydiphthalic anhydride;
- 3,3′, 4,4′-diphenylsulfone tetracarboxylic dianhydride;
- 2,2′-bis(3,4-dicarboxyphenyl)hexafluoropropane dianhydride;
- 4,4′-bisphenol A diphthalic anhydride;
- 5-(2,5-dioxytetrahydro)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride;
- ethylene glycol bis(trimellitic anhydride);
- hydroquinone diphthalic anhydride;
- allyl nadic anhydride;
- 2-octen-1-ylsuccinic anhydride;
- phthalic anhydride;
- 1,2,3,6-tetrahydrophthalic anhydride;
- 3,4,5,6-tetrahydrophthalic anhydride;
- 1,8-naphthalic anhydride;
- glutaric anhydride;
- dodecenylsuccinic anhydride;
- hexadecenylsuccinic anhydride;
- hexahydrophthalic anhydride;
- methylhexahydrophthalic anhydride;
- tetradecenylsuccinic anhydride and combinations thereof.
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Dependencies are inferred from the claim text.