• Title, Summary, Keyword: photochromic compound

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Synthesis of the photochromic and electrochromic dyes and their sensible properties (I) - Dyeing application with photochromic moiety to the fiber substrate- (광변색성 및 전기변색성 색소의 합성 및 특성(I) -광변색성 특성의 섬유소재에의 응용-)

  • Son Young-A;Park Young-Min;Kim Byung-Soon;Kim Sung-Hoon
    • Textile Coloration and Finishing
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    • v.18 no.2
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    • pp.24-30
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    • 2006
  • The photosensitive spiroxazine compound and the electrosensitive viologen compound were prepared to examine their practical application feasibilities and behaviors. These dyes represent corresponding chromism effects related to their own characteristics of the dye molecules. Thus, the prepared dyes were characterized and their absorption spectra were also investigated. Besides, an interest on direct spiroxazine exhaustion to the polyamide substrates and its photochromic effects within the fiber molecules were determined. The photochromic reaction on the substrates was clearly observed and its reversible decoloration behaviors responded.

Theoretical Investigation of 2,3-bis(2,4,5-trimethyl-3-thienyl)maleic anhydride: A Thermally Irreversible Photochromic System

  • 조한국;정병서
    • Bulletin of the Korean Chemical Society
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    • v.19 no.3
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    • pp.308-313
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    • 1998
  • A thermally irreversible photochromic system, 2,3-bis(2,4,5-trimethyl-3-thienyl)maleic anhydride (MTMA), has been studied by semi-empirical molecular orbital methods. There are one pair of stable conformations for the closed-ring form and three pairs for the open-ring form, each pair consisting of two mirror-image conformations. Interconversion between the parallel and anti-parallel conformations of the open-ring form is restricted due to high energy barriers. Only the anti-parallel conformation appears to be responsible for photochromic cyclization. Thermostability of the compound is attributed to an avoided crossing at high energy in the ground states of the isomers, whereas the photoreactivity can be explained by the mutually connected excited singlet (S1) states of the isomers, forming a double well potential with a low energy barrier. The large solvent effects can be partly explained with the low dipole moment of the anti-parallel conformation of MTMA in the S1 state. The large variation of quantum efficiency suggests that excess vibronic energy can be utilized to provide the activation energy for the photochromic reaction.

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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;Inoue, Kyoko;Ohta, Shin-Ichi;Miyazawa, Akira
    • Rapid Communication in Photoscience
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    • v.3 no.4
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    • pp.64-66
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    • 2014
  • 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.

Bicyclic Derivatives of Aziridine - Materials for New Indicators of Radiation

  • Chebanov, V.A.;Zbruyev, A.I.;Desenko, S.M.;Doroshenko, A.O.;Vaschenko, V.V.
    • Journal of Radiation Protection and Research
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    • v.30 no.1
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    • pp.31-34
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    • 2005
  • The article is devoted to the study of some hi-and tricyclic derivatives of aziridine as materials lot newindicators of ionizing radiation. To create high sensitive materials some aspects of photo induced ring opening processes in aziridine derivatives in ethanol solutions and in polymeric matrix were studied and two steps character of the processes investigated was established. Two types of radioindicators were suggested and preliminary tested. The new way of synthesis of radiochromic derivatives of aziridine was developed and series of target compounds synthesized.

Solvatokinetic and Solvatochromic Behavior of Bis(indolinobenzospiropyranyl) Sulfide Derivatives in Various Solvents

  • Keum, Sam-Rok;Ku, Byung-Soo;Kim, Sang-Eun;Choi, Yoon-Ki;Kim, Sung-Hoon;Koh, Kwang-Nak
    • Bulletin of the Korean Chemical Society
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    • v.25 no.9
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    • pp.1361-1365
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    • 2004
  • Solvatokinetic and solvatochromic behavior of bis(indolinobenzospiropyranyl) sulfide derivatives 1a-1c have been studied in various solvents. The marked negative solvatochromism is exhibited for 1a and 1b in the whole region of solvent polarity examined. Whereas, it is found only in the polar solvent region ($E_T$ > 37) for 1c. The sensitivity order to the solvent media (slope values) is 1a > 1b > 1c. The branched linear plot with a zero slope was shown for the most sterically-hindered compound 1c in the less polar-solvent region (($E_T$ < 37). The biphasic plot is indicative of dual mechanistic process, i.e., a transition state with increased zwitter-ionic character in more polar solvents and electrocyclic process with an isopolar transition state in less polar solvents.