Molecular design on substituted DAST derivatives for second-order nonlinear optics

Hirohito Umezawa, Kyoko Tsuji, Shuji Okada, Hidetoshi Oikawa, Hiro Matsuda, Hachiro Nakanishi

Research output: Contribution to journalArticlepeer-review

34 Citations (Scopus)


Molecular design of the derivatives of 1-methyl-4-(2-(4-(dimethylamino)phenyl)ethynyl)pyridinium (DAS) was investigated from the following two points, i.e., simple substitution of one aromatic hydrogen atom to enhance hyperpolarizability β and fluorine substitution to decrease optical loss due to overtones of C-H bond vibration. By the screening using semiempirical calculation, 2-cyano-1-methyl-4-(2-(4-(dimethylamino)phenyl)ethynyl)pyridinium 7, 2,3,5,6-tetrafluoro-1-methyl-4-(2-(4-(dimethylamino)-2,3,5,6-tetrafluorophenyl)e thynyl)pyridinium 10, etc. were expected to have larger β than that of DAS. The salts of 7 and 1-methyl-4-(2-(4-(dimethylamino)-2,3,5,6-tetrafluorophenyl)ethynyl)pyridinium as a related cation of 10 were synthesized and four crystals showing second-harmonic generation were found.

Original languageEnglish
Pages (from-to)75-78
Number of pages4
JournalOptical Materials
Issue number1-3
Publication statusPublished - 2003 Jan


  • Cyanylation
  • DAST
  • Fluorination
  • Second-order nonlinear optical material
  • Stilbazolium

ASJC Scopus subject areas

  • Electronic, Optical and Magnetic Materials
  • Computer Science(all)
  • Atomic and Molecular Physics, and Optics
  • Spectroscopy
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Electrical and Electronic Engineering

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