• Title/Summary/Keyword: Spiropyran

Search Result 22, Processing Time 0.033 seconds

Effect of Colloidal Silica on the Photochromic Properties of Hard Coating Films Prepared by Sol-Gel Method (Colloidal Silica가 Sol-Gel 하드 코팅 막의 광 변색 특성에 미치는 영향)

  • Shin, Yong Tak;Lee, Min Ji;Cho, Kyung Sook;Song, Ki Chang
    • Korean Chemical Engineering Research
    • /
    • v.49 no.5
    • /
    • pp.535-540
    • /
    • 2011
  • Organic-inorganic hybrid coating solutions were prepared starting from colloidal silica, lanthanum nitrate and ${\gamma}$-glycidoxypropyl trimethoxysilane by the sol-gel method. Also, spiropyran-doped hard coating solutions were prepared by mixing the spiropyran solution, obtained after dissolving spiropyran dye into tetrahydrofuran solvent, with the organic-inorgnic hybrid coating solutions. The spiropyran-doped hard coating solutions were applied as a thin layer to polycarbonate sheets, and their photochromic properties were investigated. The effect of amount of colloidal silica added into the coating solutions was investigated on the photochromic properties of coating films. Both decoloration rate and pencil hardness of the coating films were increased with increasing the amounts of colloidal silica.

Multi-responsive hydrogel cross-linked synthesized spiropyran-based hydrophilic cross-linker (스피로피란 기반 친수성 가교제를 활용한 다중 자극 감응형 하이드로젤)

  • Jeong, Hye-Won;Kim, Sang Jin;Heo, Eun-Jin;Shin, Sung Gyu;Han, Sa Ra;Jeong, Jae Hyun
    • Journal of the Korean Applied Science and Technology
    • /
    • v.38 no.1
    • /
    • pp.126-135
    • /
    • 2021
  • Stimuli-responsive hydrogels are being extensively studied to alter their physiochemical properties in response to external changes such as temperature, pH, light and mechanical stress. This study reports multi-responsive hydrogel having optical change response to external stress. First, we synthesized a novel spiropyran cross-linker successfully by grafting poly(ethylene glycol) diacrylate (PEGDA) on both side of spiropyran and introduced to hydrogel. In the results, the yellow spriopyran structure was conversed to purple merocyaine structure by internal stress during swelling of the hydrogels cross-linked with the SP-PEGDAs. Also, the hydrogel could be visualized the swelling and deswelling process in response to pH, by converting MC and prontonated MC structure.

Fabrication of Spiropyran-functionalized Photochromic Hydrogel Lenses

  • Lee, Cheol Woo;Badon, Isabel Wen;Kim, Boram;Ryu, Geun-Chang;Kim, Ho-Joong
    • Journal of Integrative Natural Science
    • /
    • v.11 no.1
    • /
    • pp.39-43
    • /
    • 2018
  • Poly(hydroxyethyl methacrylate)-based hydrogels were surface-functionalized with spiropyran (SP) derivatives to obtain photochromic contact lenses. The contact lens reversibly changes from colorless to purple as response to UV light since colorless ring-closed SP state converts to purple ring-opened merocyanine (MC) state under UV light irradiation. The purple contact lens emits red light at 640 nm. Importantly, the presence of SP segments did not significantly affect the equilibrium water content (EWC) of the lens. SP-functionalized hydrogel lenses may find potential applications in developing light-adaptive ophthalmic materials.

Synthesis and characteristics of 2,3-dicyanopyrazine derivatives substituted spiropyran (Spiropyran을 도입한 신규 2,3-dicyanopyrazine 유도체의 합성과 물성)

  • Lee, Bum-Hoon;Jaung, Jae-Yun
    • Proceedings of the Korean Fiber Society Conference
    • /
    • 2002.04a
    • /
    • pp.131-134
    • /
    • 2002
  • Pyrazines are known to exhibit a range of physiological activities. As we mentioned earlier, the importance of dicyanopyrazine derivatives lies mainly in the chemical industry and many other fields such as food, agricultural, medicinal chemistry because of their specific properties. And then, a large number of research papers have been published about the characteristics of dicyanopyrazine derivatives[1,2]. (omitted)

  • PDF

Symmetric Bis-Azospiropyrans: Synthesis, Characterization and Colorimetric Study

  • Nourmohammadian, Farahnaz;Abdi, Ali Ashtiani
    • Bulletin of the Korean Chemical Society
    • /
    • v.34 no.6
    • /
    • pp.1727-1734
    • /
    • 2013
  • Synthesis and characterization of some novel symmetric bis-azospiropyrans are reported in this study. These bis-azospiropyrans are bifunctional chromophores with two spiropyrans linked by a bis-azo extended aromatic system that produce more color strength (large molar absorption coefficient in mero forms) due to appending two azospiropyran chromophores on one molecule. Comparing to the molar absorption coefficients of the conventional spiropyran chromophores (${\varepsilon}=0.31{\times}10^4\;M^{-1}{\cdot}cm^{-1}$) and mono-azospiropyran chromophores ($1.35{\times}10^4\;M^{-1}{\cdot}cm^{-1}$), the novel synthesized photochromes showed astonishingly increased molar absorption coefficients ($2.3-3.8{\times}10^4\;M^{-1}{\cdot}cm^{-1}$) at the same conditions. Such high molar absorption coefficients confers high sensitivity to light and more color intensity of mero form, that leads to improvement of their light sensitivity and better discrimination of spiro (OFF) form from mero (ON) ones in molecular switches. The structures were deduced from their MS, FT-IR, and $^1H$-NMR spectroscopic data and CHN analysis. All the synthesized photochemically bifunctional compounds revealed fluorescent emission in their colorless form which was faded out after exposing to UV light. Fluorescence quantum yield values of the mero forms were 0.25-0.81 and two high fluorescence quantum yield values (0.60 and 0.81) were found in these series.

Surface Modification Using Spiropyran-Derivative and Its Analysis of Surface Potential Induced by UV (스파이로파이란에 의한 표면 개질 및 자외선에 의해 유도된 표면 전위에 대한 분석)

  • Lee, Bong-Soo;Han, Dong-Keun;Son, Tae-Il;Jung, Young-Hwan
    • Journal of the Korean Chemical Society
    • /
    • v.55 no.3
    • /
    • pp.478-485
    • /
    • 2011
  • Merocyanine derivatives transformed from spiropyran-containing compounds by irradiating the light of ultraviolet (UV) include zwitterion of phenolate anion and amine cation. Complexation of this phenolate anion on merocyaninemodified surface and Ni ion among metal ions led to a change of surface charge and it was measured with kelvin prove force microscopy (KFM). We found that the resultant surface potential decreased linearly as UV-exposed time increased, and finally were saturated. Also it was analyzed through XPS the immobilized amount of Ni ions was increased according to increase of UV-exposed time. It is considered that these properties could be applied for detection and a quantitative control of different metal ions. Further research is to aim construct specific scaffold/matrix which enable high selective, high sensitive and, especially, a quantitative immobilization of metal ions-binding biomaterials such as proteins and cells.

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

  • Xiangdan, Li;Kim, Eun-Kyoung;Lee, Myong-Hoon
    • Polymer(Korea)
    • /
    • v.29 no.1
    • /
    • pp.25-31
    • /
    • 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.

Facile Evaluation of Thermodynamic Parameters for Reverse Thermochromism of Indolinobenzospiropyran-6-carboxylates in Aqueous Binary Solvents

  • Keum, Sam-Rok;Ma, So-Young;Lim, Hyun-Woo;Han, Tae-Hwi;Choi, Kyu-Hyun
    • Bulletin of the Korean Chemical Society
    • /
    • v.33 no.8
    • /
    • pp.2683-2688
    • /
    • 2012
  • The position of the thermodynamic equilibrium for reverse thermochromic spiropyran 6-carboxylates (SP-COOHs) was easily determined in aqueous binary mixtures, such as water-methanol, water-acetonitrile and water-dimethyl sulfoxide. The existence of more than one type of interconvertible species of the ring-opened form of SP-COOH in aqueous binary solvents enables us to evaluate the molar extinction coefficients of the ring-opened species of SP-COOH and to obtain the thermodynamic parameters.

Photoacid Catalyzed Reaction of Phenol with Styrene

  • Kim, Vicna;Shin, Eun Ju;Chung, Minchul;Ahn, Hogeun;Kwak, Wonbong
    • Rapid Communication in Photoscience
    • /
    • v.5 no.1
    • /
    • pp.13-15
    • /
    • 2016
  • The reaction of styrene with phenol using photoacid catalyst has been investigated. Upon irradiation with 450 nm light, protonated merocyanine photoacid converts into spiropyran form with releasing proton. The reaction of styrene with phenol has been conducted under irradiation with 450 nm light using merocyanine photoacid catalyst at room temperature in comparison with the results using some selected catalysts including $H_2SO_4$ or $FeCl_3$ at the reaction temperature of $120^{\circ}C$.