Synthesis and non‐linear optical properties of new ionic species: tolan and diphenylbutadiyne with trimethylammonio and dimethylamino groups | Zendy

Umezawa Hirohito | Zendy; Okada Shuji | Zendy; Oikawa Hidetoshi | Zendy; Matsuda Hiro | Zendy; Nakanishi Hachiro | Zendy

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

Author(s) -

Umezawa Hirohito,

Okada Shuji,

Oikawa Hidetoshi,

Matsuda Hiro,

Nakanishi Hachiro

Publication year - 2005

Publication title -

journal of physical organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.325

H-Index - 66

eISSN - 1099-1395

pISSN - 0894-3230

DOI - 10.1002/poc.870

Subject(s) - chemistry , iodide , cationic polymerization , ionic bonding , methyl iodide , molecule , photochemistry , inorganic chemistry , medicinal chemistry , polymer chemistry , organic chemistry , ion

As new ionic organic species for second‐order non‐linear optical (NLO) materials, 4‐{[4‐(dimethylamino)phenyl]ethynyl}phenyltrimethylammonium iodide ( 1a ), 4‐{[4‐(dimethylamino)phenyl]butadiynyl}phenyltrimethylammonium 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. Copyright © 2004 John Wiley & Sons, Ltd.

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