Rapid Communication in Photoscience

  • 제3권4호
  • /
  • Pages.64-66
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  • 2014
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  • 2234-8182(pISSN)
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  • 2288-4564(eISSN)
한국광과학회 (Korean Society of Photoscience)
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Deuterium-labeling Toward Robust Function of Organic Molecules: Enhanced Photo-stability of Partially Deuterated 1', 3', 3'-Trimethyl-6-nitrospiro[2H-1- benzopyran-2, 2'-indoline]

  • Kawanishi, Yuji (Nano-system Research Institute, National Institute of Advanced Industrial Science and Technology) ;
  • Inoue, Kyoko (Nano-system Research Institute, National Institute of Advanced Industrial Science and Technology) ;
  • Ohta, Shin-Ichi (Nano-system Research Institute, National Institute of Advanced Industrial Science and Technology) ;
  • Miyazawa, Akira (Research Center for Compact Chemical System, National Institute of Advanced Industrial Science and Technology)
  • 투고 : 2014.12.01
  • 심사 : 2014.12.09
  • 발행 : 2014.12.31
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초록

Synthesis of a deuterium-labeled derivative of nitrospirobenzopyran (NSP), one of representative photochromic compounds, has been described. Four deuteriums were successfully introduced on 1-methyl and ${\alpha}$-methyne relative to spiro-carbon in the title compound with more than 95atom%D purity. Main photodegraded products of NSP were two oxindoles in acetonitrile, and additional products were formed in poly(isobutyl-methacrylate) films possibly due to restricted molecular motion in polymer matrix. Quantitative HPLC analysis revealed that partial introduction of deuterium to NSP brought a noticeable isotope effect, recognizable enhancement in photo-resistivity of NSP, i.e.,8.3% in solutions and 29% in polymeric films.

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참고문헌

  1. Miyazawa, A.; Shimodaira, H.; Kawanishi, Y., Bull. Chem. Soc. Jpn. 2011, 84, 1368-1370. https://doi.org/10.1246/bcsj.20110095
  2. Abe, T.; Miyazawa, A.; Konno, H.; Kawanishi, Y., Chem. Phys. Lett., 2010, 491, 199-202. https://doi.org/10.1016/j.cplett.2010.03.084
  3. Abe, T.; Miyazawa, A.; Kawanishi, Y., KOBUNSHI RONBUNSHU (Japanese Journal of Polymer Science and Technology), 2011, 68, 664-667
  4. Kawanishi, Y.; Seki, K.; Tamaki, T.; Sakuragi, M.; Suzuki, Y., J. Photochem. Photobiol., A: Chem., 1997, 109, 237-242. https://doi.org/10.1016/S1010-6030(97)00141-X
  5. Nakazumi, H., Chapter 1 in "Chemistry and Applications of Leuco Dye" (Edited by Muthyala, R.), 2002 Kluwer Academic Publishers N.Y.