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Virginia Tech

Synthesis and characterization of novel bismaleimides derived from arylene phosphine oxides and ether-ketones

Abstract

dc:description.abstract

Bismaleimides containing either bisphenoxy phosphine oxide or bisphenoxy carbonyl linkages have been synthesized in high yields from bis(4-fluorophenyl) phenyl phosphine oxide or para-[bis(4-fluorobenzoyl) ]benzene via a two step process. The respective activated aryl halides were first reacted with aminophenates under nucleophilic conditions to form diamines which were subsequently reacted with maleic anhydride to yield first the bismaleamic acid and then catalytically cyclodehydrated to afford the bismaleimides. The materials were characterized by a number of spectroscopic and chromatographic methods to ensure that the intended structures were quantitatively obtained. DSC analysis of the phosphine oxide bismaleimides showed that they have crystalline melting points around 100°C and cured to reasonably tough networks which exhibited glass temperatures around 380-400°C by DMTA and TMA. The phosphine oxide bismaleimides demonstrated an exothermic curing peaks >180°C, suggesting that a practical processing range exists. Qualitatively the networks show excellent flame resistance compared to commercial controls. In contrast, the ether ketone bismaleimides showed higher melting behaviors and also had glass transition temperatures around 400°C.

Degree

thesis:*
Name thesis:degree_name
Ph. D.
Level thesis:degree_level
doctoral
Discipline thesis:degree_discipline
Chemistry
Department dc:contributor.department
Chemistry
Grantor dc:publisher
Virginia Tech
Year dc:date.issued
1991

Author and committee

dc:creator, dc:contributor.*
Author dc:creator
  • Wood, Paul A. III
Chair dc:contributor.committeechair
  • McGrath, James E.
Committee members dc:contributor.committeemember
  • Gibson, Harry W.
  • Mason, John G.
  • Riffle, Judy
  • Ward, Thomas C.

Rights

dc:rights
Statement dc:rights
  • In Copyright
Language dc:language.iso
en

Identifiers

dc:identifier.*
Dc Identifier Other
etd-10142005-103123
OAI identifier oai:identifier
oai:vtechworks.lib.vt.edu:10919/39889

Chain of custody

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Harvested from
Virginia Tech
Base URL
vtechworks.lib.vt.edu/oai/request
Last updated
2026-07-22
Source record
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citation

Wood, Paul A. III. Synthesis and characterization of novel bismaleimides derived from arylene phosphine oxides and ether-ketones. doctoral thesis, Virginia Tech, 1991. http://hdl.handle.net/10919/39889