Topochemical polymerization of macrocyclic diacetylene with a naphthalene moiety for a tubular-shaped polydiacetylene chromophore

Chandra Kantha, Hansol Kim, Youngmee Kim, Jung Moo Heo, Joonyoung F. Joung, Sungnam Park, Jong Man Kim

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Tubular-shaped chromophores have great potential in chemical and material sciences. A naphthalene-containing macrocyclic diacetylene (MCDA-Naph) was synthesized to access covalently linked organic nanotubes (ONTs) through topochemical polymerization. Single crystal X-ray analysis revealed that MCDA-Naph adopts the desired tubular array with favorable molecular orientation. UV irradiation of the molecularly stacked MCDA-Naph resulted in 1,4-addition polymerization and the generation of conjugated ene-yne chromophores. Density functional theory (DFT) provided evidence for tubular polydiacetylene nanotubes.

Original languageEnglish
Pages (from-to)199-204
Number of pages6
JournalDyes and Pigments
Volume154
DOIs
Publication statusPublished - 2018 Jul 1

Keywords

  • Chromophore
  • Conjugated polymer
  • Macrocyclic diacetylene
  • Polydiacetylene
  • Topochemical polymerization

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Process Chemistry and Technology

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