• Bulletin of the Korean Chemical Society
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• 제32권2호
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• pp.664-672
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• 2011

A series of hydrophilic chromophores was synthesized through introduction of dendritic sulfonate anions using click chemistry. A dendron structure bearing several sulfonate groups enhances hydrophilicity of attached chromophores. A click triazole formation connects chromophores with hydrophilic groups. A neutral trichloroethyl sulfonate has versatile features such as easy introduction, chemical endurance for isolation or storage, and convenient transformation to a hydrophilic anion. Zinc and OH mediated cleavage of trichloroethyl group from the neutral sulfonate undergoes to generate a water-soluble sulfonate anion. The solubility was examined with different counter cations and in different pH media and thus increased with the number of attached sulfonate ion. Two hydrophilic chromophores of stilbene-derived and azobenzene-derived dipolar structures exhibit clear negative and positive solvatochromism in protic solvents, respectively.

• Bulletin of the Korean Chemical Society
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• 제23권7호
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• pp.964-970
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• 2002

We synthesized three kinds of chromophores incorporating aromatic quinoline unit as a $\pi-conjugated$ bridge in order to prepare more thermally stable nonlinear optical (NLO) chromophores than general stilbene unit. The NLO poly(methylmethacrylate) copolymer, polyimides, and polyester were successfully synthesized by these corresponding quinoline-based monomers. Their physical and optical properties were investigated by thermogravimetry, gel permeation chromatography, ultraviolet-visible spectroscopy, second harmonic generation (SHG) and electro-optic (EO) measurement. All the polymers exhibited better thermal stability,however their NLO activity was a little lower than that of general stilbene-based NLO polymers. Among three kinds of polymers, the PMMA copolymer with quinoline chromophores had the largest SHG coefficient d33 value of 27 pm/V (at 1.064 $\mu\textrm{m})$ and EO coefficient r33 value of 6.8 pm/V (at 1.3 $\mu\textrm{m}$).

• Bulletin of the Korean Chemical Society
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• 제26권1호
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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.

• Macromolecular Research
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• 제16권3호
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• pp.224-230
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• 2008

This study examined the photoemission behaviors of isolated chains of poly[2-methoxy, 5-(2'-ethylhexyloxy)-1,4-phenylenevinylene](MEH-PPV) dispersed in various solvents including dichloromethane, chloroform and tetrahydrofuran(THF). A change in polymer-solvent interactions in these solutions caused the MEH-PPV chains to adopt different local conformations, which in turn affected their radiative de-excitation pathways. For the polymer in dichloromethane and chloroform, in which the conjugated chains are relatively extended, photoemission occurs mostly at the long chromophores with lowest HOMO-LUMO energy gap. Their emission spectra showed a main peak at ${\sim}560\;nm$. Dual photoemission of high- and low-energy chromophores was observed when the conjugated chains were forced to partially collapse in a poor solvent THF. Novel high-energy peaks and a typical low-energy peak were detected at ${\sim}414\;nm$ and ${\sim}554\;nm$, respectively. The observation of the high-energy peaks indicates significant suppression of the intrachain energy transfer process, which was attributed to the increase in conformational disorder in the partially collapsed coils. An analysis of the excitation spectra suggests that the high-energy peaks belong to short chromophores constituting of one or two repeat units. This study systematically investigated the effects of polymer concentration, temperature and single bond defects along the backbone on the photoemission of the high-energy chromophores.

• Bulletin of the Korean Chemical Society
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• 제18권2호
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• pp.198-203
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• 1997

Two different carbazolylnitrostilbene chromophores with second-order nonlinear optical (NLO) activity were newly synthesized by the reaction of 9-(2-hydroxyethyl)-9H-carbazol-3-carbaldehyde with 4-nitrophenylacetonitrile or 4-nitrophenylacetic acid. The NLO monomers were obtained by reaction of these chromophores with methacryloyl chloride. The side-chain nonlinear optical polymers were synthesized by the copolymerization of NLO monomer with methylmethacrylate using a free radical initiator. The chemical structures of the polymers were identified by spectroscopic means and the polymer properties such as molecular weight, Tg, solubility, UV-visible absorption, and second-harmonic generation (SHG) coefficients were investigated.

• 대한화학회지
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• 제58권3호
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• pp.297-302
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• 2014

The synthetic route to coumarin systems is well established and one approach of particular interest leads to the intermediate 7-diethylamino-3-formylcoumarin. A combination of the N,N-diethylamino-coumarin donor with a wide range of acceptor groups of varying electron withdrawing strength should permit the synthesis of a series of extended coumarin dyes with absorption maxima range from 500 to 600 nm, or even beyond. In this communication, a novel efficient synthesis of indoles, benzothiazole and benzoxazole based on coumarin chromophores were achieved and the coloristic and fluorophoric properties of these chromophores were studied.

• 한국고분자학회:학술대회논문집
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• 한국고분자학회 2006년도 IUPAC International Symposium on Advanced Polymers for Emerging Technologies
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• pp.167-167
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• 2006

Photo-/electroactive donor-acceptor (D-A) chromophores were synthesized and investigated for energy- and electron-transfer (ET/eT) properties, for which the chromophores are supramolecularly integrated by encapsulation with helical amylose, rendering the chromophores aggregation-free and rigidified along the helical axis and thus, a remarkably enhanced fluorescence intensity. Fluorescence quenching studies indicated that the helical encapsulation gives the ET/eT a clear D-A distance dependence unlike with the encapsulation-free counterparts, being reflected in their florescence decay profile. Another notable difference is that the helical supramolecule of the chromophores forms a perpendicularly oriented self-assembly. Transport behavior in the solid state will be also discussed.

• 한국염색가공학회:학술대회논문집
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• 한국염색가공학회 2000년도 춘계학술대회 논문집
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• pp.150-151
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• 2000

Some chromophores that can undergo a pronouncend colour change when acted upon an extenal agency, such as light, heat, pH, or chemical agents, have many potential applicationa as functional dyes. They may be used as indicators, optical sensors, biochemical probes, optical and thermal recording materials. The results will investigate donor-acceptor chromophores which have the potential for such colour change processes. In particular, cross-conjugated donor-acceptor chormophores, analogous to indigo and squarylium-type chromophores, will be examined for pH sensitizing and for their oxidation-reduction colour change behaviour.

• Rapid Communication in Photoscience
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• 제4권1호
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• pp.16-18
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• 2015

Luminescence properties of anthracene chromophores were investigated. Anthracene chromophores were incorporated in cyclosiloxane-based hybrid polymers through one-pot hydrosilylation reaction. Using four-armed cyclosiloxanes, divinylterminated siloxane monomers, and 9-vinylanthracenes, anthracene-labeled hybrid polymers were prepared. Free-standing hybrid polymer films were prepared successfully by doctor-blade method and thermal treatment. The polymer films exhibit strong blue fluorescence from anthracene and its fluorescence lifetime was not influenced by the temperature, indicating that the movement of anthracene chromophores was restrained in cyclosiloxane-based hybrid polymer films.

• Journal of Photoscience
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• 제11권3호
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• pp.101-106
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• 2004

The photorefractive composites fabricated by blending NLO chromophores such as 3-(4-{bis-[4-(2-ethylhexyloxy)-phenyl]-amino}-phenyl)-2-isocyano-acrylonitrile (PAIA), bis-[4-(2-ethyl-hexyloxy)-phenyl]-{4-[2-(4-nitrophenyl)-vinyl]-phenyl}-amine (PNPA) with photoconducting crosslinkable matrix, bis-(4-ethynylphenyl)-(4-octyloxyphenyl)-amine (BEOPEA), showed photorefractive property due to the high composition of NLO chromophores caused by introducing alkoxy chain, and many problems faced in typical organic photorefractive systems such as timeconsuming chemical synthesis, difficulty in rational design, intrinsic instability and phase separation could be avoided.