• Title/Summary/Keyword: Oxadiazole

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Application of Excited-State Intramolecular Proton Transfer (ESIPT) Principle to Functional Polymeric Materials

  • Park, Sang-Hyuk;Kim, Se-Hoon;Seo, Jang-Won;Park, Soo-Young
    • Macromolecular Research
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    • v.16 no.5
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    • pp.385-395
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    • 2008
  • Synthesis and properties of novel excited-state intramolecular proton transfer (ESIPT) materials, recently developed in our group, are described. Highly efficient ESIPT reaction, achieved in polyquinolines, polybenzoxazoles, and oxadiazole and imidazole derivatives possessing an intramolecular tautomerizable hydrogen bond, has been investigated theoretically and experimentally. It is demonstrated that unique properties arising from the ESIPT process (large Stokes' shift, no self-absorption, and easy population inversion, etc.) make it possible to produce advanced polymer devices for lasing, optical storage, and electroluminescence.

Four-Component Preparation of Disubstituted 1,3,4-Oxadiazoles from (N-isocyanimino)triphenylphosphorane, Phenylacetylenecarboxylic Acid, Biacetyl and Primary Amines

  • Ramazani, Ali;Abdian, Behnaz;Nasrabadi, Fatemeh Zeinali;Shajari, Nahid;Ranjdoost, Zahra
    • Bulletin of the Korean Chemical Society
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    • v.33 no.11
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    • pp.3701-3705
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    • 2012
  • A simple method has been developed for four-component synthesis of disubstituted 1,3,4-oxadiazoles using (N-isocyanimino)triphenylphosphorane, a primary amine, a carboxylic acid and biacetyl in $CH_2Cl_2$ by the Ugi-4CR/aza-Wittig sequence at room temperature in excellent yields.

Protein Tyrosine Phosphatase 1B Inhibitors: Heterocyclic Carboxylic Acids

  • Cho, Sung-Yun;Ahn, Jin-Hee;Ha, Jae-Du;Kang, Seung-Kyu;Baek, Ji-Yoen;Han, Sang-Sub;Shin, Eun-Young;Kim, Sung-Soo;Kim, Kwang-Rok;Cheon, Hyae-Gyeong;Choi, Joong-Kwon
    • Bulletin of the Korean Chemical Society
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    • v.24 no.10
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    • pp.1455-1464
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    • 2003
  • Several series of compounds (benzoic acids, pyrazolecarboxylic acids, phenoxyacetic acids, and quinolinoxyacetic acids) were prepared and evaluated for their inhibitory activity against PTP-1B. Several compounds showed submicromolar inhibitory activity.

Synthesis and Screening of Some Novel 2-[5-(Substituted phenyl)-[1,3,4]oxadiazol-2-yl]-benzoxazoles as Potential Antimicrobial Agents

  • Gadegoni, Hemalatha;Manda, Sarangapani;Rangu, Shivaprasad
    • Journal of the Korean Chemical Society
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    • v.57 no.2
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    • pp.221-226
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    • 2013
  • A series of some novel 2-[5-(substituted phenyl)-[1,3,4]oxadiazol-2-yl]-benzoxazoles were synthesized by using benzoxazole-2-carboxylic acid on reaction with thionyl chloride in presence of ethanol solvent at room temperature gave benzoxazole-2-carbonyl chloride, which is turned into benzoxazole-2-carboxylic acid hydrazide on reaction with hydrazine hydrate in ethanol solvent under reflux. The subsequent treatment of benzoxazole-2-carboxylic acid hydrazide with an appropriate aromatic carboxylic acid in presence of polyphosparic acid under reflux afforded the title compounds. The chemical structures of the newly synthesized compounds were elucidated by their IR, $^1H$ NMR and Mass spectral data analysis. Further the compounds are used to find out their ability towards anti microbial and nematicidal activity.

A study on the preparation of phthalocyanine optoelectric thin films (프탈로시아닌계 광전도성 유기박막의 제조에 관한 연구)

  • 박구범;조기선;이덕출
    • Electrical & Electronic Materials
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    • v.7 no.5
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    • pp.409-416
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    • 1994
  • A double layered photoreceptor using phthalocyanine dye was made by dip-coating method. The under cutting layer(UCL) was coated with A1$\_$2/O$\_$3/ or polyamide, and the charge generation layer(CGL) was formed by .tau.-type metal-free phthalocyanine. The oxadiazole was used as a charge transport layer(CTL) and polycarbonate and poly(vinyl butyral) was employed as a host polymer. The .tau.-H$\_$2/Pc had an absorption peak around 780nm, which coincided with the emitting wavelengths of GaAlAs diode lasers. Maximum charge acceptance of CTL that gives thickness of 12.mu.m was -900V by corona charge of -6.0kV. In photo-induced discharge measurements, residual potential was less than -20V and sufficient for ordinary use, and sample films using of poly(vinyl butyral) was showed good charge retention. In printing test, drum that was employed polycarbonate as a host polymer showed the good print quality.

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Characterization of Solution-Processed Oxide Transistor with Embedded Electron Transport Buffer Layer (전자 수송층을 삽입한 용액 공정형 산화물 트랜지스터의 특성 평가)

  • Kim, Han-Sang;Kim, Sung-Jin
    • Journal of the Korean Institute of Electrical and Electronic Material Engineers
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    • v.30 no.8
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    • pp.491-495
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    • 2017
  • We investigated solution-processed indium-zinc oxide (IZO) thin-film transistors (TFTs) by inserting a 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (PBD) buffer layer. This buffer layer efficiently tuned the energy level between the semiconducting oxide channel and metal electrode by increasing charge extraction, thereby enhancing the overall device performance: the IZO TFT with embedded PBD layer (thickness: 5 nm; width: $2,000{\mu}m$; length: $200{\mu}m$) exhibited a field-effect mobility of $1.31cm^2V^{-1}s^{-1}$, threshold voltage of 0.12 V, subthreshold swing of $0.87V\;decade^{-1}$, and on/off current ratio of $9.28{\times}10^5$.

Fabrication of the Electroluminescence Devices with Al electrode deposited by DC sputtering (DC 스퍼터링 증착에 의한 AI 전극을 갖는 전계발광소자 제작)

  • 윤석범
    • Journal of the Korean Institute of Electrical and Electronic Material Engineers
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    • v.13 no.5
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    • pp.376-382
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    • 2000
  • We successfully fabricated OLED(Organic Light Emitting Diodes) with Al cathodes electrode deposited by the DC magnetron sputtering. The effects of a controlled Al cathode layer of an Indium Tin Oxide (ITO)/blended single polymer layer (PVK Bu:PBD:dye)/Al light emitting diodes are described. The PVK (Poly(N-vinylcarbazole)) and Bu-PBD (2-(4-biphenyl-phenyl)-1,3,4-oxadiazole) are used hole transport polymer and electron transport molecule respectively. We found that both current injection and electroluminescence output are significantly different with a variable DC sputtering power. The difference is believed to be due to the influence near the blended polymer layer/cathode interface that results from the DC power and H$\sub$2//O in a chamber. And DC sputtering deposition is an effective way to fabricate Al electrodes with pronounced orientational characteristics without damage occurring to metal-organic interface during the sputtering deposition.

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Biological activities of novel quinolinyloxadiazoles (신규 quinolinyloxadiazole 유도체의 생물활성)

  • Hwang, In-Taek;Choi, Jung-Sub;Hong, Kyung-Sik;Lee, Byung-Hoe;Kim, Jin-Seog;Ryu, Eung-Kul;Cho, Kwang-Yun
    • The Korean Journal of Pesticide Science
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    • v.2 no.3
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    • pp.52-63
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    • 1998
  • A novel quinolineoxadiazoles, substituted the carboxylic acid group with 1,2,4-oxadiazole radicle, of KSC-16960 and related compounds were evaluated to examine the herbicidal activity, crop injury and residual effect of after-vegetable crops compared with those of quinclorac (3,7-dichloro-8-quinolinecarboxylic acid), of which use is now banned because of its residual activity to some succeeding vegetable crops. KSC-16960 showed 2- and 3-leaf stages of barnyardgrasses effectively controlled by more than 95 and 90%, respectively, at a rate of 6.25 g/ha. The dose of KSC-16960 controlled 4- and 5-leaf stages of barnyardgrasses by more than 90% were found to be 50 g and 100 g/ha, respectively. The selectivity of KSC-16960 between direct-seeded rice and barnyardgrass was approximately 2-fold higher than that of quinclorac when they were treated to the soil. The selectivity indices of KSC-16960 and of quinclorac between 1-leaf stage of direct seeded rice and 5-leaf stage of barnyardgrass were 44 and 23, respectively, and those between 1-leaf stage of direct seeded rice and 4-leaf stage of barnyardgrass were almost 2-fold higher. Application of KSC-16960 with bentazone exhibited an additive controlling effect on several weed species, but that of quinclorac exhibited an antagonistic effect. With pyrazosulfuron-ethyl, on the other hand, both application of KSC-16960 and quinclorac showed additive interactions. Under a greenhouse condition, the residual activity of KSC-16960 to succeeding tomato plants was approximately 4-fold lower compared to that of quinclorac. KSC-16960 could be substituted for quinclorac, if it will be made some more improvement for reducing residual activity.

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Second Order Nonlinear Optical Polyimides Containing Organic Chromophores with an Oxadiazole Segment (옥사디아졸 결합의 유기 발색단이 도입된 이차비선형 광학 이미드 고분자)

  • Do, Jung Yun;Kim, Bong Gun;Kwon, Ji-Yun
    • Applied Chemistry for Engineering
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    • v.18 no.1
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    • pp.77-83
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    • 2007
  • It is essential that second order nonlinear optical materials have low optical propagation losses in the wavelengths of second harmonic generation for practical applications in waveguides. Three dipolar chromophores substituted with nitro, cyano, and alkyl sulfone as an electron withdrawing group were prepared. The UV-Vis absorption spectra of the cyano and alkylsulfone chromophores showed a blue-shift compared to the nitro chromophore. The introduction of oxadiazole segment in the chromophore structure led to similar spectral shift. The blue-shift can produce low optical loses at second harmonics. The chromophores were successfully attached to a polyimide, yielding side chain polymers. The nonlinear optical property of the prepared optical polymers was determined by measuring electro-optic coefficient at 1.55 mm. The polymers exhibited high glass transition temperature of over $185^{\circ}C$ and thermal stability to $300^{\circ}C$ through differential scanning calorimeter analysis and thermal gravimetric analysis.

Fabrication and Characteristics of Hetero-junction EL Devices Containing Electron Transport Layer and PPV as Emitting Layer (PPV 발광층 및 전자 수송층을 가진 이종 접합구조 EL 소자의 제작 및 특성)

  • Park, Lee Soon;Han, Yoon Soo;Kim, Sung Jin;Shin, Dong Soo;Shin, Won Gi;Kim, Woo Young;Lee, Choong Hun
    • Applied Chemistry for Engineering
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    • v.9 no.5
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    • pp.710-714
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    • 1998
  • Organic electroluminescence devices (ELD) with hetero-junction structure were fabricated utilizing poly(p-phenylne vinylene) (PPV) as emitting layer and electron transport layer (ETL). 2-(4-biphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (PBD) was used as an electron transport agent. Copolymers with stilbene type comonomers, such as poly(styrene-co-PVTS), poly(styrene-co-MeO-PVTS) and poly(styrene-co-MeO-ST) were synthesized to be used as a matrix polymer to disperse electron transport agent (PBD). Among the hetero-junction EL devices fabricated with the above materials, the device with poly(styrene-co-PVTS) as matrix polymer for ETL gave the highest luminance ($120.7cd/m^2$, 13 V). EL devices made with poly(styrene-co-MeO-PVTS) or poly(styrene-co-MeO-ST) matrix exhibited lower luminance than the one with polystyrene matrix and the single layer EL (ITO/PPV/Mg) device.

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