Synthesis and characterization of new polyimides containing calix[4]arenes in the polymer backbone

Sang Il Kim, Tae Joo Shin, Moonhor Ree, Gil Tae Hwang, Byeang Hyean Kim, Haksoo Han, Jongchul Seo

Research output: Contribution to journalArticle

45 Citations (Scopus)

Abstract

Two diaminocalix[4]arene monomers were synthesized from p-tert-butylcalix[4]arene through a 4-step reaction sequence. New copoly(amic acid)s containing calix[4]arene moieties on the polymer backbone were successfully synthesized in N-methyl-2-pyrrolidone by polycondensations of 4,4′-oxydiphthalic anhydride (ODPA) with the diaminocalix[4]arene monomers using 4,4′-oxydiphenylene diamine (ODA) as a comonomer. These copoly(amic acid)s were soluble in aprotic polar solvents, so that they can be processed in various ways. The copoly(amic acid) precursors were thermally converted to the corresponding copolyimides in films. The copolyimide films are amorphous, but insoluble in common solvents. They are thermally stable up to 366 °C. The copolyimides exhibit relatively high TEC's, low Tg's, low refractive index, low dielectric constant, low optical anisotropy, low dielectric anisotropy, and low water uptake, compared to those of conventional ODPA-ODA polyimide. These property characteristics were interpreted in regard to bulky, cone-like calix[4]arene moieties and their effects on the chain conformation and morphological structure. The processability and property characteristics support that both of the copolyimides containing calix[4]arene moieties are potential candidate materials suitable for membranes, antioxidant additives, chemical sensor devices, and microelectronic devices.

Original languageEnglish
Pages (from-to)2013-2026
Number of pages14
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume37
Issue number13
DOIs
Publication statusPublished - 1999 Jul 1

All Science Journal Classification (ASJC) codes

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

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