Synthesis and non-linear optical properties of new ionic species: Tolan and diphenylbutadiyne with trimethylammonio and dimethylamino groups

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

    Research output: Contribution to journalArticlepeer-review

    13 Citations (Scopus)

    Abstract

    As new ionic organic species for second-order non-linear optical (NLO) materials, 4-{[4-(dimethylamino)phenyl]ethynyl)phenyltrimethylarnmonium iodide (1a), 4-{[4-(dimethylamino)phenyl]butadiynyl}phenyltri-methylammoniura iodide (2a) and their derivatives with 4-substituted benzensulfonate instead of iodide were successfully synthesized. The transparent wavelength region of 1a is wider than that of a typical NLO molecule, p-nitroaniline (pNA), whereas 2a and pNA have similar transparent regions. The experimental and calculated first hyperpolarizabilities (β) of 1a and 2a were found to be about 7 and 11 times, respectively, larger than those of pNA. Even when the volume factor was taken into account, the cationic part of 1a was found to be a better second-order NLO material than pNA derivatives. Four second-order NLO-active crystals were found out of 12 salts synthesized.

    Original languageEnglish
    Pages (from-to)468-472
    Number of pages5
    JournalJournal of Physical Organic Chemistry
    Volume18
    Issue number5
    DOIs
    Publication statusPublished - 2005 May

    ASJC Scopus subject areas

    • Physical and Theoretical Chemistry
    • Organic Chemistry

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