• Textile Coloration and Finishing
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• v.19 no.6
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• pp.35-38
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• 2007

FTriphenylamine dye compound having diheteryl moiety was synthesized and its photoluminescent property was investigated. Organic luminescent materials have received great attentions due to potential application subjects onto full color image displays. In this context, the dye (III) for light emitting materials was synthesized using 2-(4-amino-2-hydroxyphenyl)benzoxazole (I) and 4,4'-diformyltriphenylamine (II). It is well known that the amino groups of compound (I) react with carbonyl groups, especially an aldehyde, to afford azomethine linkages. The dye shows bulish-green fluorescence property, which is anticipated for the light-emitting material for display devices. In this context, our aim is to synthesize diheteryl-substituted triphenylamine fluorescent dye as an emitting material. The spectroscopic characteristics and the fluorescent properties of this dye molecule were examined and determined.

• Bulletin of the Korean Chemical Society
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• v.33 no.9
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• pp.2897-2902
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• 2012

New photovoltaic donor materials, 4,4'-(2,2'-bithiazole-5,5'-diyl)bis(N,N-diphenylbenzenamine) (BDT) and 4-(2,2'-bithiazol-5-yl)-N,N-diphenylbenzenamine (BT), were synthesized. A solution processable triphenylamine-containing bithiazole (BDT and BT) was blended with a [6,6]-phenyl $C_{61}$ butyric acid methyl ester (PCBM) acceptor to study the performance of small-molecule-based bulk heterojunction (BHJ) photovoltaic devices. Optimum device performance was achieved after annealing, for device with a BDT/PCBM ratio of 1:4. The open-circuit voltage, short-circuit current, and power conversion efficiency of the device with the aforementioned BDT/PCBM ratio were 0.51 V, 4.10 $mA\;cm^{-2}$, and 0.68%, respectively, under simulated AM 1.5 solar irradiation (100 $mW\;cm^{-2}$).

• Proceedings of the Polymer Society of Korea Conference
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• 2006.10a
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• pp.235-235
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• 2006

Triphenylamine derivatives play important roles as hole transporting materials in organic light emitting devices. However, low molecular weight triphenylamine derivatives show low glass transition temperature and aggregation behavior, and the vapor deposition step of low molecular weight materials is incompatible with large area display fabrication. Conventional polymer PEDOT-PSS HTL has serious drawbacks such as the ITO anode corrosion, poor surface energy match with aromatic EMLs. To solve these problems, we introduced crosslinkable units to triphenylamine-based polymers to make insoluble HTL by thermal curing following spin-coating. Electrochemical and optical properties of the new hole transporting materials were investigated. In addition, the device characteristics obtained with new hole transporting polymers were investigated in details.

• Applied Chemistry for Engineering
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• v.5 no.3
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• pp.438-442
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• 1994

A very useful cation radical, triphenylaminium hexachloroantimonate, was quantitatively incorporated into insoluble polymer framework. The polymer cation radical was found to be effective as a catalyst in the Diels-Alder type dimerization and then shown to be reusable through several cycles of use.

• Applied Chemistry for Engineering
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• v.18 no.5
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• pp.506-510
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• 2007

Vacuum deposited 4,4',4''-tris(N-(1-naphthyl)-N-phenylamino)-triphenylamine (1-TNATA), a widely-used semiconductor material, is placed as a thin interlayer between indium tin oxide (ITO) electrode and a hole transporting layer (HTL) in OLEDs and a well-stacked 1-TNATA layer leads to stable and high efficiency devices by reducing the carrier injection barrier at the interface between the ITO anode and hole transport layers. According to Raman spectra, thermal annealing after deposition as well as electromagnetic field treatment during deposition lead to closer stacking of 1-TNATA molecules and resulted in molecular ordering. By thermal annealing at about $110^{\circ}C$, an increase in current flow through the film by over 25% was observed. Molecularly-ordered 1-TNATA films played an important role in achieving higher luminance efficiency as well as higher power efficiency of the multi-layered organic EL devices in the present work. Electromagnetic field treatment during deposition was less effective compared to thermal annealing

• Journal of the Korean Institute of Electrical and Electronic Material Engineers
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• v.35 no.4
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• pp.359-365
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• 2022

The development of efficient electron donor (or hole-transporting) molecules that can be used in various optoelectronic device fields is highly demanded. In this work, a novel class of triptycene-based three-dimensional (3D) triphenylamine (TI-TPA) derivatives with different end substituents was designed and prepared for transparent electron donor materials. Owing to the rigid 3D triptycene framework, the obtained TI-TPA derivatives had an amorphous morphology with high thermal decomposition temperature. The oxidation potential of these TI-TPA derivatives decreased as the electron donating strength of the end substituent increased. Among TI-TPA derivatives, TI-TPA-OMe exhibited the highest HOMO level (-5.31 eV) which is similar to that of Spiro-OMeTAD (-5.22 eV). In addition, TI-TPA-OMe was found to form a strong charge transfer complex with the triptycene-based acceptor TI-BQ, leading to a new absorption band at around 640 nm. These results can be applied for developing efficient electron donor materials that can mimic the advantages of the spiro-linked structure and TPA units of Spiro-OMeTAD.

• Bulletin of the Korean Chemical Society
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• v.26 no.8
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• pp.1297-1299
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• 2005

• Journal of Sensor Science and Technology
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• v.8 no.2
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• pp.177-183
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• 1999

A Polymer material, PU-BCN and a low molar mass material D-BCN with the same chromophore were evaluated by fabricating various electroluminescent(EL) devices. A molecular structure of the chromophore was composed as two cyano groups for electron-injection and transport and two triphenylamine groups for hole-injection and transport. Various kinds of EL devices with two different types of EL materials, PU-BCN and D-BCN were fabricated, which were an Indium-tin oxide(ITO)/PU-BCN or D-BCN/MgAg device as a single-layer device(SL) and an ITO/PU-BCN or D-BCN/oxadiazole ferivative/MgAg as a double-layer device(DL-E) and an ITO/triphenylamine derivative/D-BCN/MgAg as a double-layer device(DL-H) device. Two kinds of materials, PU-BCN and D-BCN showed the same emission characteristics in the high current density and excellent EL characteristics even in the SL devices. Maximum EL peaks revealed red emission of about 640 nm, which were corresponded with the fluorescence peaks of the films of two materials.

• Proceedings of the Korean Society of Dyers and Finishers Conference
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• 2008.04a
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• pp.98-99
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• 2008

• Rapid Communication in Photoscience
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• v.1 no.1
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• pp.19-20
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• 2012

Novel star-shaped imide compounds containing electron-donating triphenylamine and/or electron-withdrawing bis(trifluoromethyl)phenyl side groups were synthesized via a two-step process. First, 3,6-dibromo-benzene-1,2,4,5-tetracarboxylic acid (2B4BA) was reacted with 4-aminophenyl (diphenylamine) (ATPA) or 3,5-bis(trifluoromethyl)aniline (6FA) by imide reaction. Then, Suzuki coupling reaction was carried out on these compounds with 4-(N,N-diphenylamino)-1-phenyl boronic acid (BTPA) or 3,5-bis(trifluoromethyl)phenyl boronic acid (6FBB), resulting in 3,6-bis[4-(diphenylamino)phenyl]-N,N'-bis[4-(diphenylamino) phenyl]-pyromellitimide (TPTPPI), 3,6-bis[3,5-bis(trifluoro methyl) phenyl]-N,N'-bis[3,5-bis(trifluoromethyl) phenyl]-pyro mellitimide (6F6FPI) or 3,6-bis[4-(diphenylamino)phenyl]-N,N'-bis[3,5-bistrifluoromethyl)phenyl]-pyromellitimide (6FTPPI). The imide compounds obtained were characterized by NMR, FT-IR, DSC, TGA, melting point analyzer, EA, and solubility measurements. In addition, their optical and electrical properties were evaluated by fluorescence spectroscopy, UV-vis spectroscopy, and cyclic voltammetry (CV). 6F6FPI exhibited deep blue emission (443 nm), along with high $T_m$ ($382^{\circ}C$) and relatively high $T_g$ ($148^{\circ}C$).