• Title/Summary/Keyword: Spiropyran

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Effect of Solvents on the Photochromic Properties of Spiropyran in Hard Coating Films Prepared by Sol-Gel Method (Spiropyran의 분산용매가 Sol-Gel 하드 코팅 막의 광 변색 특성에 미치는 영향)

  • Kim, Dae Hyun;Shin, Yong Tak;Lee, Ju Yeon;Hong, Wongil;Lee, Bum Suk;Song, Ki Chang
    • Korean Chemical Engineering Research
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    • v.47 no.4
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    • pp.430-435
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    • 2009
  • Spiropyran-doped organic-inorganic hybrid coatings were prepared starting from glycidoxypropyl triethoxysilane and vinyltriethoxysilane by a sol-gel method. They were applied as a thin layer to polycarbonate sheets and their photochromic properties were investigated. The effect of polarity of solvents dissolving the spiropyran was investigated on the photochromic properties. The decoloration rate of the spiropyran decreased with increasing the polarity of solvents dissolving the spiropyran because the open form of the spiropyran was easily stabilized in the polar gel matrix.

Synthesis and Characterizations of Bis-Spiropyran Derivatives

  • Lee, Sungmin;Ji, Seungwook;Kang, Youngjong
    • Bulletin of the Korean Chemical Society
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    • v.33 no.11
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    • pp.3740-3744
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    • 2012
  • We synthesized three different derivatives of bis-spiropyran using simple organic reactions with high yields. BSP1, a derivative of bis-spiropyran having a connection at the position 6' and BSP2, a derivative of bis-spiropyran having a connection at the position 5 and BSP3, a derivative of bis-spiropyran containing a dithienylethene group between two spiropyran moieties were synthesized. The optical properties of BSPs were characterized. UV-Vis spectra showed that BSPs exhibit reversible photo-isomerization and the efficiency of photo-isomerization is highly dependent on the position of nitro group. BSPs having nitro group at para position of hydroxy group showed the higher efficiency of photo-isomerization that the one having nitro group at ortho position. The optical microscope images obtained under ultraviolet or visible light exposure demonstrated that the formation of nanorods can be reversibly controlled by optical signal.

Photochromic Spiropyran-Functionalized Organic-Inorganic Hybrid Mesoporous Silica for Optochemical Gas Sensing (광화학적 가스 센싱을 위한 광변색 스피로피란 개질된 유기-무기 하이브리드 메조포러스 실리카)

  • Park, Sung Soo;Ha, Chang-Sik
    • Journal of Adhesion and Interface
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    • v.17 no.4
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    • pp.141-148
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    • 2016
  • In this work, mesoporous silica (SBA-15) was synthesized via self-assembly process using triblock copolymer ($PEO_{20}PPO_{70}PEO_{20}$, P123) as template and tetraethyl orthosilicate (TEOS) as silica source under acidic condition. SBA-15 have high surface area ($704m^2g^{-1}$) and uniform pore size (8.4 nm) with well-ordered hexagonal mesostructure. Spiropyran-functionalized SBA-15 (Spiropyran-SBA-15) was synthesized via post-synthesis process using 3-(triethoxysilyl)propyl isocyanate (TESPI) and 1-(2-Hydroxyethyl)-3,3-dimethy-lindolino-6'-nitrobenzopyrylo-spiran (HDINS). Spiropyran-SBA-15 was produced with hexagonal array of mesopores without damage of mesostructre. Surface area and pore size of Spiropyran-SBA-15 were $651m^2g^{-1}$ and 8.0 nm, respectively. Optochemical properties of Spiropyran-SBA-15 was studied with chemical vapors such as EtOH, THF, $CHCl_3$, Acetone and HCl. Main peaks of photofluorescence of Spiropyran-SBA-15 exhibited blue shift in the range of 603.4~592.1 nm after exposure under EtOH, THF, $CHCl_3$, and Acetone vapors. Normalized peak intensities decreased in the range of 0.8~0.3. The main peak of photofluorescence of Spiropyran-SBA-15 showed significant blue shift of 592.1 nm after exposure under HCl vapor, while normalized peak intensity decreased to 0.1.

A Study on the Photo-Degradation Properties of the Spiropyran Using THz-TDS (테라헤르츠 시간 영역 분광법을 이용한 스피로파이란의 광 퇴화 특성 연구)

  • Bang, Jin-Hyuk;Park, Myoung-Hwan;Ryu, Han-Cheol
    • Journal of the Korean Chemical Society
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    • v.60 no.1
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    • pp.28-33
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    • 2016
  • The spiropyran is a typical material having photodegradation properties in the process of photochromism. The spiropyran has been utilized in various applications such as optical switch, optical memories, and biosensor because of its remarkable stability, fast responsive time, stronger color change, and photo-induced controllability. However, the spriropyran is photodegraded by the repetitive optical irradiation. The photodegradation of spiropyran have been investigated by using UV-Visible spectroscopy, nuclear magnetic resonance (NMR), and Raman spectroscopy. Herein, the properties of spiropyran were characterized by using terahertz time-domain spectroscopy (THz-TDS) in the terahertz frequency region. In terahertz region, the measured absorbance of spiropyran was increased due to the photodegradation induced by the repetitive UV irradiation. The absorbance tendency of spiropyran in the terahertz frequency region was compared with that in the visible region, and they were completely opposite to each other.

Stability of Photochromism in New Bifunctional Copolymers Containing Spiropyran and Chalcone Moiety in the Side Chain

  • Choi, Dong-Hoon;Ban, Si-Young;Kim, Jae-Hong
    • Bulletin of the Korean Chemical Society
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    • v.24 no.4
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    • pp.441-445
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    • 2003
  • We synthesized three copolymers bearing photochromic spiropyran dye and chalcone moiety in the side chain for studying the dynamic properties of their photochromism. They contain methacrylate-spiropyran (MAspiropyran) and methacrylate-chalcone (MA-chalcone) with the different concentration. The photosensitivity of the newly synthesized copolymers was investigated by using UV-Vis absorption spectroscopy. We observed photodimerization and photochromic behavior under UV irradiation at the same time. The effect of photocrosslink on the rate and stability of photochromism in three copolymers was considered in this study. This study might be helpful to design photochromic materials for irreversible optical memory by virtue of photocrosslinking reaction.

Thermochromism of Spiropyran and Spirooxazine Derivatives (Spiropyran과 Spirooxazine 유도체의 열변색 현상)

  • Yoon Sang Lee;Jong Gyu Kim;Young Duk Huh;Myoung Kun Kim
    • Journal of the Korean Chemical Society
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    • v.38 no.12
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    • pp.864-872
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    • 1994
  • Absorption spectra of thermochromic spiropyran and spirooxazine derivatives were investigated. The effects of solvent polarity on the absorption spectra indicate that the merocyanine-like form of non-substituted spiro compound is likely to the quinoid type. However, the merocyanine-like form of electron-withdrawing substituted spiro compound is likely to the zwitter-ion type. The enthalpy changes between the closed and merocyanine-like forms were measured. The enthalpy change of spiro compound decreases as the solvent polarity increases. The UV-Vis spectrum of merocyanine-like form was resolved into three Lorentzian-Gaussian product bands. The solvent dependence of the amount of the three band was also examined.

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Photochromic Properties of Spiropyran in Hard Coating Films Made by Sol-Gel Method (Sol-Gel 하드 코팅 막에서의 Spiropyran의 광 변색 특성)

  • Jeong, Sang Hyeok;Cho, Kyung In;Park, Jeong Yong;Song, Ki Chang
    • Korean Chemical Engineering Research
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    • v.46 no.2
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    • pp.310-315
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    • 2008
  • Organic-inorganic hybrid solutions were made using glycidoxypropyl trimethoxysilane (GPTMS) and vinyltriethoxysilane (VTES) as starting materials by sol-gel method. Photochromic coating solutions were prepared by mixing the solution of photochromic dye (spiropyran) dissolved in ethylacetate with the organic-inorganic hybrid solutions. Photochromic films were prepared on polycarbonate sheets by spin coating and cured for 2 h at $100^{\circ}C$. The resulting films exhibited a reversible color change upon irradiation with UV light from transparent to blue. The color-fading speed and pencil hardness of the coating films increased with increasing the GPTMS content in the coating solutions.

Preparation of Photochromic Coating Films Containing Spiropyran by Sol-Gel Method (Sol-Gel법에 의해 Spiropyran을 함유한 광 변색 코팅 막의 제조)

  • Jeong, Sang Hyeok;Cho, Kyung In;Song, Ki Chang
    • Korean Chemical Engineering Research
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    • v.46 no.1
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    • pp.112-117
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    • 2008
  • Organic-inorganic hybrid solutions were prepared via sol-gel method using glycidoxypropyl trimethoxysilane (GPTMS) and methyl triethoxysilane (MTES) as starting precursors at a molar ratio of 1:1. The photochromic coating solutions were prepared by mixing the solutions of photochromic dye (spiropyran) dissolved in ethylacetate (EA) with the organic-inorganic hybrid solutions. Photochromic films were prepared on polycarbonate substrate by spin coating and cured for 2 h at $100^{\circ}C$. The resulting films exhibited a reversible color change upon irradiation with UV light. The photochromic properties of the films showed that the color-fading speed increases with increasing the EA content in the coating solutions.