• Title/Summary/Keyword: Azobenzenes

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MOLECULAR ORIENTATIONS OF INTRAMOLECULAR CHARGE TRANSFER AROMATIC MOLECULES IN THE ORGANIZED MEDIA

  • Shin, Dong Myung
    • Journal of Photoscience
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    • v.1 no.1
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    • pp.53-59
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    • 1994
  • Molecular orientation and polarity of solubilization site of dipolar azobenzenes solubilized in micellar solutions are discussed. The polarity of solubilization was estimated by using Taft $\pi$$^*$ scale with linear solvation energy relationship, $\Delta$E=$\Delta$E$_0$ + S($\pi$$^*$ + d$\delta$)+a$\alpha$ + b$\beta$. Hydrogen bonding effects were taken into account for the estimation of micropolarity. The polarity that azobenzenes experienced in the miceliar solutions was close to water which represented that the azobenzenes were mostly solubilized at the interface. For the orientations of azobenzenes were concerned, the nitro group of NPNOH faced the interface and the hydroxy group of NPNO$^-$ located at the interfacial area.

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QSPR Study of the Absorption Maxima of Azobenzene Dyes

  • Xu, Jie;Wang, Lei;Liu, Li;Bai, Zikui;Wang, Luoxin
    • Bulletin of the Korean Chemical Society
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    • v.32 no.11
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    • pp.3865-3872
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    • 2011
  • A quantitative structure-property relationship (QSPR) study was performed for the prediction of the absorption maxima of azobenzene dyes. The entire set of 191 azobenzenes was divided into a training set of 150 azobenzenes and a test set of 41 azobenzenes according to Kennard and Stones algorithm. A seven-descriptor model, with squared correlation coefficient ($R^2$) of 0.8755 and standard error of estimation (s) of 14.476, was developed by applying stepwise multiple linear regression (MLR) analysis on the training set. The reliability of the proposed model was further illustrated using various evaluation techniques: leave-many-out crossvalidation procedure, randomization tests, and validation through the test set.

A Study of the Isomerization Reaction Rates of Azobenzene Derivatives (아조벤젠 유도체의 이성질화 반응속도에 관한 연구)

  • Yang, Si Yeong;Kim, Jong Gyu;Heo, Yeong Deok;Choe, Yeong Sang
    • Journal of the Korean Chemical Society
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    • v.38 no.8
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    • pp.552-561
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    • 1994
  • The cis → trans thermal isomerization of azobenzene derivatives has been studied. A sizable solvent effect on the rates for thermal isomerization of push-pull azobenzenes are observed. It is suggested that the isomerization proceeds via a rotational mechanism. For non push-pull azobenzenes, the lack of solvent effects on the rate of isomerization was observed. This suggests that the isomerization proceeds via an inversional mechanism for non push-pull azobenzenes.

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Fundamental Study on the Properties of Organic Molecules for the Preparation of Molecular Electronic Device. (분자전자기구의 제작을 위한 유기물의 성질에 관한 기호 연구)

  • 신동명
    • Proceedings of the Korean Institute of Electrical and Electronic Material Engineers Conference
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    • 1989.06a
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    • pp.19-20
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    • 1989
  • The Orientation and distribution of stilbenes and azobenzenes in bilayer membranes are disoussed. The micropolarity that the organic molecules experience is rather polar.

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Synthesis of Azobenzene Derivatives via Controlled Potential Cathodic Electrolysis (조절전위법 음전극 유기반응을 이용한 아조벤젠 유도체들의 합성)

  • Kim Byeong Hyo;Choi Yong Rack;Kim Dae Ho;Han Rongbi;Baik Woonphil;Jun Young Moo
    • Journal of the Korean Electrochemical Society
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    • v.2 no.4
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    • pp.209-212
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    • 1999
  • Using an H-type divided cell, reductive coupling reaction of nitroarene toward azobenzenes in a mild condition was successfully accomplished by the controlled potential cathodic electrolysis reaction. Optimum reaction potential of each reaction was determined based on cyclic voltammetric behavior in methanol solution at Pb or Pt cathode, and Pt anode. In most cases, reductive coupling reactions were successful with excellent yields regardless of the position and the character of the substituents.

Thermotropic Liquid Crystalline and Photochemical Phase Transition Behavior of Octa[8-{4-(4'-cyanophenylazo)phenoxy}]octyl and Octa[8-{4-(4'-cyanophenylazo) phenoxycarbonyl}]heptanoated Disaccharides (옥타[8-{4-(4'-시아노페닐아조)펜옥시}]옥틸 그리고 옥타[8-{4-(4'-시아노페닐아조) 펜옥시카보닐}]헵타노화 이당류의 열방성 액정과 광화학적 상전이 거동)

  • Kim, Hyo Gap;Jung, Seung Yong;Jeong, Hee Sung;Ma, Yung Dae
    • Polymer(Korea)
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    • v.36 no.6
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    • pp.776-788
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    • 2012
  • Octa[8-{4-(4'-cyanophenylazo)phenoxy}]octyl and octa[8-{4-(4'-cyanophenylazo)phenoxycarbonyl}]heptanoated disaccharide derivatives were synthesized by reacting cellobiose, maltose, and lactose with 1-{4-(4'-cyanophenylazo) phenoxy}octylbromide or 1-{4-(4'-cyanophenylazo)phenoxycarbonyl}]heptanoyl chloride, and their thermotropic liquid crystalline and photochemical phase transition behavior were investigated. All the {(cyanophenylazo)phenoxy} octyl disaccharide ethers (CADETs) formed monotropic nematic (N) phases, whereas all the {(cyanophenylazo) phenoxycarbonyl}heptanoated disaccharide esters (CADESs) exhibited enantiotropic N phases. Compared with CADETs, CADESs showed higher isotropic (I)-to-N phase transition temperatures. Photoirradiation of the disaccharide derivatives in a glass cell or in a cell with a rubbed polyimide (PI) alignment layer at a N phase resulted in disappearance of the N phase due to trans-cis photoisomerization of azobenzene, and the initial N phase was recovered when the irradiated sample was kept in the dark because of cis-trans thermal isomerization and reorientation of trans-azobenzenes. The rates of the photochemical N-I and the thermal I-N phase transition of disaccharide derivatives in a cell with a rubbed PI alignment layer were faster than those in a glass cell, and were significantly different from those observed for the monomesogenic compounds containing cyanoazobenzene and the 4-{4'-(cyanophenylazo)phenoxy}octyl glucose and cellulose ethers. The results were discussed in terms of difference in cooperative motion of azobenzene groups due to the flexibility of the main chain, the number of mesogenic units per repeating units, and the distance between the azobenzene groups.