• Title/Summary/Keyword: Donor-Acceptor Chromophore

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Synthesis of Merocyanines Analogues Based on the Pyrazolin-5-one System

  • Park, Soo-Youl;Oh, Sea-Wha
    • Bulletin of the Korean Chemical Society
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    • v.24 no.5
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    • pp.569-572
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    • 2003
  • The majority of dyes belong to the chromophoric class known as donor-acceptor systems. The essential structural feature of such systems is the presence of one or more electron donating groups conjugated to one or more electron withdrawing groups via an unsaturated bridge. The pyrazolin-5-one system is an effective electron acceptor residue, and can also act as a weak electron donor. In our experiments, the various symmetrical and unsymmetrical H-chromophores were synthesized in the indoxyl, imidazo[1,2-a]pyridin-2-one, pyrazolin-5-one, and pyridin-2,6-dione residues, resulting in cross-conjugated donor-acceptor systems. And the visible light absorption was then associated with the migration of electron density from the donor region of the molecule to the acceptor region. Also, it was useful to prepare related non-cross-conjugated donor acceptor chromophores by combining these residues with other electron donor or acceptor moieties. For convenience such chromophores are referred to as merocyanines.

Synthesis, Characterization, Absorbance, Fluorescence and Non Linear Optical Properties of Some Donor Acceptor Chromophores

  • Asiri, Abdullah M.;Khan, Salman A.;Al-Amoudi, Muhammed S.;Alamry, Kalid A.
    • Bulletin of the Korean Chemical Society
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    • v.33 no.6
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    • pp.1900-1906
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    • 2012
  • Three carbazole chromophores featuring dicyano, cyano, ethyl acetate and dimethyl acetate groups as an acceptor moiety with a ${\pi}$-conjugated spacer and $N$-methyl dibenzo[$b$]pyrole as donor were synthesized by Knovenagel condensation and characterized by IR, $^1HNMR$, $^{13}CNMR$, UV-vis, fluorescence spectroscopy, electrochemistry and theoretical B3LYP/6-$311G^*$ level whilst NLO properties and spectroscopic quantities were calculated. Calculations showed remarkable trend with HOMO located on the donor moiety and LUMO on the acceptors dicyano methylene, cyano, ethyl acetate methylene and dimethyl acetate methylene. In agreement with the calculations, solvatochromic, behavior intramolecular charge transfer band was observed in the visible region.

Photoluminescence of donor-acceptor fluorene chromophore (Fluorene 발색단의 PL특성)

  • Seo, Byung-Jun;Lee, Tae-Hoon;Son, Se-Mo;Chung, Su-Tae;Kim, Kang-Eun
    • Proceedings of the Korean Institute of Electrical and Electronic Material Engineers Conference
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    • 2002.07b
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    • pp.1013-1015
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    • 2002
  • 1-(9,9-Di-octyl-fluorenyl)-2-substituted-2-cyanvinylene was synthesized and emission feature in solution are presented. Photoluminescence characteristics of 1-(9,9-Di-octyl-fluorenyJ)-2-substituted-2-cyanvinylene are measured by solvents such as carbon tetrachloride, normal hexane, chloroform, ethylaccetate, acetonitrile, methanol. It is shown that depending in the strength of the donor-acceptor internal charge transfer, and emission spectra are more or less red-shifted.

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D-$\Pi$-A designed dye chromophores and nanoparticles: optical properties, chemosensor effects and PE/Aramid fiber colorations

  • Son, Young-A;Kim, Su-Ho;Kim, Young-Sung
    • Proceedings of the Korean Society of Dyers and Finishers Conference
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    • 2010.03a
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    • pp.40-40
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    • 2010
  • Studies on attractive color changing property of dye chromophore and fluorophore have been greatly enjoyed in the related industrial and research fields such as optoelectronics, chemosensor, biosensor and so on. The optical property based on D-$\Pi$-A intramolecular charge transfer (ICT) system of chromophore molecules can be utilized as suitable sensing probes for checking media polarity and determining colorimetric chemosensing effect, especially heavy metal detection. These finding are obtained by absorption and emission properties. In this work, donor-acceptor D-$\Pi$-A type fluorescent dyes were designed and synthesized with the corresponding donor and acceptor groups. The selected donor moieties might be provided prominent amorphous properties which are very useful in designing and synthesizing functional polymers and in fabricating devices. Another reasons to choose are commercial availabilities in high purity and low price. Donor-bridge-acceptor (D-A) type dyes can produce impressive optical-physical properties, yielding them potentially suitable for applications in the synthesis of small functional organic molecules. Small organic functional molecules have unique advantages, such as better solubility, amorphous character, and represent an area of research which needs to be explored and developed. Currently, their applications in metalorganic compounds is rapidly expanding and becoming widespread in self-assembly processes, photoluminescence applications, chiral organocatalysts, and ingrafts with nanomaterials. Colloidal nanoparticles have received great attentions in recent years. The photophysical properties of nanoparticles, particularly in terms of brightness, photostability, emission color purity and broad adsorption range, are very attractive functions in many applications. To our knowledge background, colloidal nanoparticles have been enjoyed their applications in bio-probe research fields. This research interest can be raised by the advantages of the materials such as high photoluminescence quantum yields, sharp emission band, long-term photostability and broad excitation spectra. In recent, the uses of nanoparticles being embedded in a polymer matrix and binded on polymer surface have been explored and their properties such as photo-activation and strong photoluminescence have been proposed. The prepared chromophores and nanoparticles were investigated with absorption and emission properties, solvatochromic behaviors, pH induced color switching effects, chemosensing effects and HOMO/LUMO energy potentials with computer simulation. In addition, synthesized fluorophore dyes and particles were applied onto PE/Aramid fiber fluorescing colorations. And the related details were then discussed.

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The Syntheses and Application of NIR Dyes Based On Light Absorbing Properties

  • Park, Soo-Youl;Shin, Seung-Rim;Shin, Joung-Il;An, Kyoung-Lyong;Lee, Sang-Oh;Jun, Kun
    • Proceedings of the Korean Society of Dyers and Finishers Conference
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    • 2010.03a
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    • pp.49-50
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    • 2010
  • The near-infrared absorbing donor-acceptor chromophores have been investigated by varying the electron donating and accepting molecular moiety. A series of near-infrared absorbing chromophores were offered narrow and intense absorption band in a various organic solvents. The dyes synthesised were, however, strongly bathochromic shift which extended well into the near-infrared region. The functional uses of dyes are vast in number, and it is convenient to classify them in some way. In all cases, it is the $\Pi$-chromophore that plays a major role in the functional application. "Light absorption" is of course the most commonly used property of a dye chromophore, and it can be employed directly, e.g. in light filters and optical data recording, or it can be used to drive further functional processes, e.g. fluorescence, photochromism, photosensitization.

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2-amino-3-[(E)-4-(diethylamino)-2-alkoxy-benzylideneamino]- fumaronitrile 유도체 ICT 화합물의 결정 구조

  • Kim, Byung-Soon;Matsumoto, Shinya;Son, Young-A
    • Proceedings of the Korean Society of Dyers and Finishers Conference
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    • 2011.03a
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    • pp.62-62
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    • 2011
  • Intramolecular charge transfer (ICT) system has received great attentions due to their promising optoelectronic properties For the efficient ICT of the chromophore, their organic compound mainly consists of strong electron donors (e.g. $NR_2$ or OR groups) and acceptors (e.g. CN or $NO_2$ groups). According to the molecular design and synthesis, the ICT compounds can be extended in many application fields. In this study, we have synthesized ICT compounds having a strong electron acceptor and donor. These novel ICT compounds were easily synthesized by a previously described method with some modifications. Their single crystals were grown and their structures were solved and described in this presentation.

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Excitation Hopping Behavior between Two Naphthy1 Moieties Spatially Fixed in Triptycene Structure

  • Lee, Bong
    • Korean Journal of Materials Research
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    • v.6 no.12
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    • pp.1242-1247
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    • 1996
  • Spatially fixed bichromophoric systems with nonidentical chromophores have been extensively employed for studies of electron transfer and excitation transfer. Excitation hopping behavior between two naphthy1 moieties on 7,14-dihydro-7,14-ethanodibenz[a,h] anthracene(DEA)has been explored by the time-resolved fluorescence anisotropy measurements. The experimentally obtained value of the hopping rate in DEA agrees at least qualitatively with that calculated on the basis of the Dexter's theory, but disagrees with that calculated on the basis of the Forster's theory, indicates that for a pair of donor and acceptor with inter-chromophore separation as short as 4.5 $\AA$, excitation transfer via electron exchange is a predominant process.

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Heterocyclic Nonlinear Optical Chromophores Composed of Phenothiazine or Carbazole Donor and 2-Cyanomethylene-3-cyano-4,5,5-trimethyl-2,5-dihydrofuran Acceptor

  • Cho, Min-Ju;Kim, Ja-Youn;Kim, Jae-Hong;Lee, Seung-Hwan;Dalton, Larry R.;Choi, Dong-Hoon
    • Bulletin of the Korean Chemical Society
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    • v.26 no.1
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    • pp.77-84
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    • 2005
  • We prepared the new nonlinear optical chromophores that show fairly high microscopic nonlinearity through intramolecular charge transfer. Phenothiazine and carbazole units played an important role to contribute high electron donability and connect the resonance pathway via conjugative effect in the cyclized ring beside the aromatic ring. Theoretical calculation, electrochemical analysis, and absorption spectroscopic study gave us useful information about the energy states and microscopic nonlinearities of two serial chromophores. We compared the microscopic nonlinearities of four chromophores with the conjugation length and electron donability in the push-pull type NLO chromophores. The effect of gradient donability and lengthening the conjugation were investigated on the electronic state and microscopic nonlinearity.

Synthesis, Film Fabrication, and Optical Properties of Polymers Containing Metal Cation Complex Type D-$\pi$-A Chromophore (금속 양이온 배위형 D-$\pi$-A 발색단을 포함하는 폴리머의 합성 및 박막화와 광학특성)

  • Jeong, Seon-Ju;Kim, Hye-Ryun;Yoon, Keun-Byoung;Han, Yoon-Soo;Fujiki, Michiya;Takagi, Akiko;Kwak, Gi-Seop
    • Polymer(Korea)
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    • v.34 no.4
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    • pp.376-380
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    • 2010
  • Donor-$\pi$-acceptor (D-$\pi$-A) type chromophore-based polymers were newly synthesized. These polymers exhibited absorption peak due to intramolecular charge transfer (ICT) in a visible range as well as absorption peak due to carbonyl group in both solution and film state by measuring UV visible spectra. The addition of $Eu^{3+}$ ion into the polymers induced red-shift in absorption due to ICT and the color changes from yellow to red in the solution and film were observed by naked eyes. The contents of crosslinking agent influenced the features and solubility of the polymers. In addition, the contents of crosslinking agent and the $Eu^{3+}$ ion addition improved film-forming ability.