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Preparation of Polyimides Via Aromatic Dianhydride Diester Diimidazolide Derivatives

IP.com Disclosure Number: IPCOM000103049D
Original Publication Date: 1990-May-01
Included in the Prior Art Database: 2005-Mar-17
Document File: 1 page(s) / 47K

Publishing Venue

IBM

Related People

Swanson, S: AUTHOR [+2]

Abstract

Polyimides represent a class of materials with excellent thermal, mechanical, and electrical properties. Since the more desirable polyimides are generally insoluble and intractable, fabrication necessitates the use of a processable precursor. Processable polyimide precursors may be derived from several intermediates; however, requirements, such as easy processability, planarization, shelf life, etc., suggest the use of polyamic alkyl ester derivatives. Preparation of polyamic alkyl ester derivatives is generally achieved by reaction of an aromatic dianhydride derived dialkyl ester diacyl chloride with an aromatic diamine.

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Preparation of Polyimides Via Aromatic Dianhydride Diester Diimidazolide Derivatives

      Polyimides represent a class of materials with excellent
thermal, mechanical, and electrical properties.  Since the more
desirable polyimides are generally insoluble and intractable,
fabrication necessitates the use of a processable precursor.
Processable polyimide precursors may be derived from several
intermediates; however, requirements, such as easy processability,
planarization, shelf life, etc., suggest the use of polyamic alkyl
ester derivatives. Preparation of polyamic alkyl ester derivatives is
generally achieved by reaction of an aromatic dianhydride derived
dialkyl ester diacyl chloride with an aromatic diamine.

      The solution described here is to prepare the desired polyamic
alkyl ester from the reaction of a diester diimidazolide with an
aromatic diamine dihydrochloride.

      Aromatic dianhydride derived alkyl diester diimidazolides are
high melting, crystalline solids and are most easily synthesized by
the reaction of the corresponding diester diacid with carbonyl
diimidazole.  The resulting product is relatively stable to moisture
and allows for secondary operations, such as recrystallization, to
purify the material.  A very pure monomer is prerequisite for the
formation of high molecular weight polymer.  Aromatic diimidazolides
exhibit sufficient reactivity with aromatic diamine dihydrochlorides
in a polar, aprotic solvent to produce high molecul...