• Title/Summary/Keyword: Azobenzene

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Photoresponsive Azobenzene-cored Dendrons with Terminal Vinyl Groups

  • Choi, Dae-Ock;Lee, Ji-Hye;Shin, Kyong-Ha;Shin, Eun-Ju
    • Bulletin of the Korean Chemical Society
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    • v.28 no.6
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    • pp.983-989
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    • 2007
  • Azobenzene-cored dendrons having the photoisomerizable azobenzene core and terminal vinyl groups have been prepared. Absorption bands of azobenzene-cored dendrons are similar except more intense 280 nm band in higher generation azobenzene dendron. All three azobenzene-cored dendrons show reversible photoisomerization similar to simple azobenzene, irrespective of the generation of dendron. On 350 nm irradiation, absorption band around 344 nm decreases and 436 nm band increases. Photoisomerization reactions are very fast for all three azobenzene-cored dendron and the reaction efficiency is dependent of its generation and solvent. In the dark, slow thermal reversion to original absorption spectrum is observed.

Liquid Crystal Alignment by Photoreactive 4-Hydroxyazobenzene Thin Film (광감응성 4-Hydroxyazobenzene 박막의 액정 배향)

  • Lee, Won-Ju;Kim, Whan-Ki;Song, Ki-Gook
    • Polymer(Korea)
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    • v.29 no.3
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    • pp.308-313
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    • 2005
  • The effects of molecular environments on photoisomerization of an azobenzene group were investigated using In-situ UV/Vis spectroscopy and optical anisotropy measurement technique. The reversible and repeatable photoisomeritation reactions of azobenzene were observed by irradiating the film containing 4-hydroxyazobenzene and by measuring absorption intensities of the characteristic bands of trans and cis isomers simultaneously. When the self-assembled monolayer with azobenzene groups was used as an alignment layer for a liquid crystal cell, the homeotropic alignment was induced due to their compact packing structures of azobenfene groups along the vertical direction of the substrate. By irradiating UV light on this cell, the trans-azobenzene groups change to cis-isomers through the photoisonlerieation and then resulting in the planar alignment of liquid crystal molecules.

Synthesis and Photoisomerization Properties of Polynorbornenes with Azobenzene Chromophores

  • Kang, Suk-Hoon;Shin, Hee-Deuk;Oh, Cha-Hwan;Choi, Dong-Hoon;Park, Ki-Hong
    • Bulletin of the Korean Chemical Society
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    • v.23 no.7
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    • pp.957-963
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    • 2002
  • We successfully synthesized the addition-type polynorbonenes (PNB) exhibiting photochromic properties and excellent thermal stability. Three norbornene-based monomers with different azobenzene moiety (R=NO2, H,OCH3) were synthesized by transesterification method. The corresponding PNB copolymers were synthesized by transition metal-catalyzed addition polymerization method, and characterized by GPC, UV-Vis spectroscopy, NMR, and thermal analysis. For comparison of the photochromic properties depending on the rigidity of polymer backbone, we prepared the polymethylmethacrylate (PMMA) copolymer with the corresponding azobenzene moiety. We investigated the photoisomerization behavior by means of optical muitichannel analyzer with Xe lamp as well as real-time UV-Vis spectroscopy with high-pressure mercury lamp. Among three PNB copolymers, a polymer with azobenzene (R=H) was the most adaptable for observation of photoisomerization behavior. It was found that the rate of photoisomerization and relaxation depended on the structure of azobenzene chromophore, rather than that of polymer backbone.

Synthesis and Properties of Combined Main-Chain/Side-Chain Liquid Crystalline Polymers with Cholesteryl and Azobenzene Groups

  • Gu, Su-Jin;Lee, Eung-Jae;Bang, Moon-Soo
    • Elastomers and Composites
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    • v.54 no.1
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    • pp.14-21
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    • 2019
  • Main-chain/side-chain liquid crystalline polymers (MCSCLCPs) combined with an azobenzene group and a cholesteryl group were synthesized to impart light and temperature sensitivity to the polymer. The polymers were designed with the azobenzene unit as the mesogenic group of the main-chain and various compositions of the azobenzene and cholesteryl units as the mesogenic group of the side-chain. The chemical structures and physical properties of the synthesized polymers were investigated by Fourier transform infrared spectroscopy, proton nuclear magnetic resonance spectroscopy, differential scanning calorimetry, thermogravimetric analysis, polarized optical microscopy, and ultraviolet-visible (UV-Vis) spectroscopy. All the MCSCLCPs were amorphous and exhibited enantiotropic liquid crystal phases; these polymers achieved the nematic phase with increasing content of the azobenzene group and exhibited the cholesteric phase with weak liquid crystallinity as the content of the cholesteryl group was increased. Furthermore, the polymers containing the azobenzene group showed photoisomerization when exposed to UV-Vis light, and the CP-A3C7 and CP-A5C5 polymers exhibited thermochromism in the temperature range of the liquid crystal phase.

Reduction of Azobenzene by Purified Bovine Liver Quinone Reductase

  • Kim, Kyung-Soon;Shin, Hae-Yong
    • BMB Reports
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    • v.33 no.4
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    • pp.321-325
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    • 2000
  • Quinone reductase was purified to homogeneity from bovine liver by using ammonium sulfate fractionation, ionexchange chromatography, and gel filtration chromatography. The enzyme utilized either NADH or NADPH as the electron donor. The enzyme catalyzed the reduction of several quinones and other artificial electron acceptors. Furthermore, the enzyme catalyzed NAD(P)H-dependent reduction of azobenzene. The apparent Km for 1,4-benzoquinone and azobenzene was 1.64 mM and 0.524 mM, respectively. The reduction of azobenzene by quinone reductase was almost entirely inhibited by dicumarol or Cibacron blue 3GA, potent inhibitors of the mammalian quinone reductase. In the presence of 1.0${\mu}M$ Cibacron blue 3GA, azoreductase activity was lowered by 45%, and almost complete inhibition was seen above 2.0 ${\mu}M$ Cibacron blue 3GA.

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Photoisomerization of Polymer by Esterification Reaction between Poly vinyl alcohol and Azobenzene-containing Long Chain Fatty Acids (아조벤젠을 함유한 장쇄지방산과 폴리 비닐알코올간의 에스테르화 반응에 의한 폴리머의 광이성화 현상에 관한 연구)

  • Park, Keun-Ho
    • Journal of the Korean Applied Science and Technology
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    • v.11 no.1
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    • pp.53-60
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    • 1994
  • The Synthesis of azobenzene containing long chain fatty acid and poly vinyl alcohol by esterification reaction($C_{n}-Azo-PVA$) was optimized, starting from P-(P'-hydroxy phenyl azo)-benzoic acid and the product of reaction containing azobenzene chromophores was investigated by ultraviolet spectrophotometery in toluene solvent at room temperature. In addition, UV absorption spectra of Langmmuir Blodggett (LB) film deposited on quartz plate have been measured and the structure of these compounds were ascertained by means of Ultraviolet and FT-IR. Recrystallization of reaction product in the solvent results the experimental yield obtained about 22.27% P-(P'-octadecyloxy phenyl azo)-benzoic acid-poly vinyl alcohol. Long chain azobenzene derivative-poly vinyl alcohols are induced phtoisomerization by u, v, and visible light irradiation. The LB film of azobenzene containing long chain fatty acids($C_{18}-Azo-PVA$) are possible of being applied to functional molecular devices such as photomemory and light switching.

A Study for the LB Film Deposition of Azobenaene Derivative (Azobenzene 유도체의 LB막 누적을 위한 기초 연구)

  • Lee, Chang-Keun;Choi, Kang-Hoon;Shin, Dong-Myung;Kang, Don-Yol
    • Proceedings of the KIEE Conference
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    • 1994.07b
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    • pp.1376-1378
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    • 1994
  • Azobenzene derivative is so stiff that monolayer cannot be formed on the subphase. To form a monolayer on the subphase, azobenzene derivative was mixed arachidic acid. It didn't form a monolayer, either. The mixture of azobenzene derivative and L-${\alpha}$-phosphatidylcholine generated a monolayer on the wafer subphase. Thickness of LB film layered at 30 mN/m was about $70{\AA}$. The polarized UV-visible absorption spectra of the mixture exhibited a dichroic ratio of azobenzene derivative and L-${\alpha}$-phosphatidylcholine.

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The Photo-reproducibility and Stability of Long Chain Fatty Acid Containing Azobenzene (아조벤젠을 함유한 장쇄 지방산의 광재현성과 안정성에 관한 연구)

  • Par, Keun-Ho;Park, Tae-Gone
    • Journal of the Korean Applied Science and Technology
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    • v.12 no.1
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    • pp.109-114
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    • 1995
  • The Synthesis of long chain fatty acid containing azobenzene and $(C_{n}-Azo)$ was optimized, starting from p-(p'-hydroxy phenyl azo)-benzoic acid and the product of reaction containing azobenzene chromophores was investigated by ultraviolet spectrophotometery in chloroform solvent at the various temperature. In addition, Reversibility and stability of azo compounds have been measured by means of Ultraviolet and the structure of these compound were ascertained by means of FT-IR and NMR. Recrystallization of reaction product in the solvent results the experimental yield obtained about 62.93% p-(p'-octadecyloxy phenyl azo)-benzoic acid. Long chain azobenzene derivatives in chloroform solution are induced photoisomerization by u. v. and visible light irradiation. The solution of long chain fatty acids$(C_{n}-Azo)$ containing azobenzene are possible of being applied to functional molecular devices such as photomemory and light switching.

Synthesis and Photoinduced Magnetic Properties of a Mn12 Single Molecule Magnet by the cis-trans Isomerism of Azobenzene

  • George, Sheby M.;Kim, Jin-Kwon
    • Bulletin of the Korean Chemical Society
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    • v.30 no.5
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    • pp.1143-1146
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    • 2009
  • [$Mn_{12}O_{12}(azo-L)_{16}(H_2O)_4$] (1), a new Mn12 single molecule magnet containing a photochromic azobenzene ligand, has been successfully synthesized by substitution of acetate ligand of Mn12 with 6-[4-{4-hexyloxyphenyl( azo)}-phenoxy]hexanoic-1-acid. The reversible photoisomerization of the azobenzene group was confirmed by UV-visible absorption spectroscopy. The temperature and field dependence of dc susceptibility and the temperature and the frequency dependence of ac susceptibility were measured for the cis and the trans isomer of 1. The magnetization value of the cis isomer in dc measurement is higher than that of the trans isomer. The cis isomer of 1 has a slower relaxation because cis-trans photoisomerization of the azobenzene group in peripheral ligands induces changes in its structure and dipole moment.

Dynamic Behavior of Photoinduced Birefringence of Copolymers Containing Aminonitro Azobenzene Chromophore in the Side Chain

  • 최동훈;강석훈
    • Bulletin of the Korean Chemical Society
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    • v.20 no.10
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    • pp.1186-1194
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    • 1999
  • Photoresponsive side chain polymers containing aminonitro azobenzene were synthesized for studying optically induced birefringence. Four different copolymers were prepared using methacrylate, a-methylstyrene, and itaconate monomer. Two copolymers are totally amorphous and the other two are liquid crystalline in nature. Trans-to-cis photoisomerization was observed under the exposure of UV light with UV-VIS absorption spectroscopy. Reorientation of polar azobenzene molecules induced optical anisotropy under a linearly polarized light at 532 nm. The dynamic parameters of optically induced birefringence let us compare the effect of polymeric structure on the rate of growth and decay of the birefringence. Besides the effect of glass transition temperature on the dynamics of photoinduced birefringence, we focused our interests on the geometrical hindrance of polar azobenzene molecules and cooperative motion of environmental mesogenic molecules in the vicinity of polar azobenzene moiety.