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Rigid Rod Polyimides from Novel Quaterphenyldianhydride

IP.com Disclosure Number: IPCOM000118471D
Original Publication Date: 1997-Feb-01
Included in the Prior Art Database: 2005-Apr-01
Document File: 2 page(s) / 52K

Publishing Venue

IBM

Related People

Afzali-Ardakani, A: AUTHOR [+6]

Abstract

Disclosed are the synthesis of p-quaterphenyldianhydride and preparation of rigid rod polyimides from condensation of the dianhydride and aromatic diamines.

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Rigid Rod Polyimides from Novel Quaterphenyldianhydride

      Disclosed are the synthesis of p-quaterphenyldianhydride and
preparation of rigid rod polyimides from condensation of the
dianhydride and aromatic diamines.

      Polyimides are increasingly being used in microelectronic
applications, especially in multichip modules where thin films of
polyimides are coated on ceramic substrates and vias and signal lines
are fabricated.  The widely used polyimide in these applications is
BPDA-PDA in which the anhydride groups in the dianhydride monomer is
separated by two phenyl groups.  Disclosed is the design and
synthesis of a dianhydride in which the anhydride groups are
separated by four phenyl groups and preparation of polyimides
thereof.

      The subject dianhydride (Fig. 1) was synthesized in three
steps.  In the first and crucial step, Kumada coupling of Grignard
reagent prepared from 4-bromo-o-xylene and 4,4'-dibromobiphenyl in
the presence of nickel catalyst gave moderate yield of the
tetramethyl quaterphenyl which was oxidized by aqueous permanganate
to give the corresponding tetraacid in high yields.  Dehydration of
the latter bacetic anhydride afforded the desired dianhydride (Fig.
1) as bright yellow crystals whose structure was confirmed both by
elemental and spectroscopic analysis.  Room temperature, solution
polymerization of dianhydride with phenylenediamine gave poly(amic
acid) (Fig. 2). Thin  film coating of the poly(amic acid) solution o...