• Title/Summary/Keyword: spirobenzopyran

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Photochromic Behavior and Its Stability of a New Bifunctional Dye Composed of Spirobenzopyran and a Cinnamoyl Moiety

  • Shen Kaihua;Kim Jae Hong;Kim Go Woon;Cho Min Ju;Lee Sang Kyu;Choi Dong Hoon
    • Macromolecular Research
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    • v.13 no.3
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    • pp.180-186
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    • 2005
  • A novel bifunctional dye composed of spirobenzopyran and a cinnamoyl moiety was prepared and its photochromic behavior under the illumination of monochromatic UV light was investigated. This colorless bifunctional dye exhibits typical photochromism in both the film and in solution, through the structural and geometrical transformation from spirobenzopyran to merocyanine accompanied by a photocrosslinking reaction between the cinnamoyl moieties. Two kinds of photochemical reaction were selectively achieved by irradiation with monochromatic UV light at wavelengths of 275 and 365 nm, respectively. The effect of the selective photochemical reaction on the photochromism of the dye and its decaying behavior was investigated.

Novel Photoresponsive Polymer Materials Functionalized with Spirobenzopyran

  • Sumaru, Kimio;Takagi, Toshiyuki;Szilagyi, Andras;Sugiura, Shinji;Kanamori, Toshiyuki;Shinbo, Toshio
    • Proceedings of the Polymer Society of Korea Conference
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    • 2006.10a
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    • pp.244-244
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    • 2006
  • We developed novel polymer materials composed of thermoresponsive pNIPAAm main chain and photo-resnposive side chains of spirobenzopyran, and analyzed the photoresponsive characteristrics of the aqueous solutions of these copolymers. Further, we prepared various photoresponsive hydrogels composed of the copolymer, and investigated the effect of light irradiation on their properties. As a result, the copolymer exhibited quite unique response to light irradiation and the change in temperature and pH. Especially the drastic photo-induced dehydration was observed in low pH conditions, and photo-induced micro-relief formation was demonstrated using the hydrogel layer composed of the polymer.

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Photochromic Properties of Cellulose Derivatives Having Spirobenzopyran Group (스피로벤조피란을 포함하는 셀룰로오스 유도체의 광변색 특성)

  • Xiangdan, Li;Kim, Eun-Kyoung;Lee, Myong-Hoon
    • Polymer(Korea)
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    • v.29 no.1
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    • pp.25-31
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    • 2005
  • Cellulose acetate derivatives containing 6-(p-hexyloxyphenyl)carbonyl spirobenzopyran (CA-COSP) were prepared from base-catalyzed etherification of cellulose acetate, and their physical and photochromic properties were characterized. The degree of substitution of COSP was calculated from the amount of residual hydroxyl groups in cellulose acetate measured by the $^1H$-NMR and UV spectrometric data. It was ranging from 0.87 to 45.5% depending on the reaction condition. UV/vis spectrometry of the resulting CA-COSP revealed that the polymer shows a reversible color change by changing its color from colorless to blue upon UV irradiation forming a merocyanine structure, and returning back again to colorless spiropyran structure by visible light or by heat. The rate of color change was faster in solution than in the film. In the more polar solvent, the more stable was the resulting merocyanine, and the slower was the rate of reverse reaction to spiropyran. Compared to COSP blended with cellulose acetate, in which a phase separation was observed for samples containing more than 0.9 wt% of COSP, up to 48 wt% of COSP could be blended in CA-COSP without phase separation.