• Title/Summary/Keyword: Thiophene derivative

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Synthesis and Application of Oligo(3-Methylthiothiophene) Using Palladium Catalyst (Palladium 촉매를 이용한 Oligo(3-methylthiothiophene)의 합성과 응용)

  • Park, Sang-Ho;Jung, Moon-Young;Bae, Jin-Young
    • Polymer(Korea)
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    • v.31 no.6
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    • pp.469-473
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    • 2007
  • In this study, oligo(3-methylthiothiophene) was synthesized from thiophene derivative according to the method of reductive coupling using palladium catalyst. For the preparation of monomer, 3-methylthiothiophene was first synthesized through the metal-halogen exchange reaction of 3-bromothiophene with n-butyllithiuim, and the corresponding 2,5-dibromo-3-methylthiothiophene was formed by bromination. Their synthesis and characterization were determined by $^1H-NMR$ and ATR analyses. Thermal stability of the oligothiophene was monitored by thermogravimetric analysis (TGA). Thermal evaporation of the oligo(3-methylthiothiophene) on the substrate was attempted for OTFT applications.

Long term life-time of electrochromic poly (3-hexyl thiophene) films modified by surfactant-assisted graphene oxide layers. (계면활성제 기반 산화그래핀층이 도입된 전기변색 poly (3-hexyl thiophene) 박막의 장기 수명 특성)

  • Kim, Tae-Ho;Choe, Gi-In;Kim, Hye-Ri;O, Seong-Hyeon;Gu, Ja-Seung;Na, Yun-Chae
    • Proceedings of the Korean Institute of Surface Engineering Conference
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    • 2016.11a
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    • pp.147-147
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    • 2016
  • In general, organic electrochromic (EC) materials have been known to be electrochemically unstable during the ionic exchange process. One effective method to realize stable EC materials is incorporating graphene derivatives in the polymer matrix, by using the strong interaction between graphene derivatives and polymer. However, previous studies are limited graphene derivatives. In this study, we developed a polymer-graphene derivative complex with the chemical assistance of a surfactant (octadecylamine, ODA). Surfactant-assisted graphene oxide (GO-ODA) was introduced as a protective layer on the electrochromic poly (3-hexyl thiophene) (P3HT) films by the Langmuir-Schaefer method. The deposition of GO-ODA protective layer with high coverage was confirmed by atomic force microscopy. The strong interactions between GO-ODA and P3HT were examined with UV-Vis spectrophotometry and X-ray photoelectron spectroscopy. Electrochemical and electrochromic investigations revealed that the GO-ODA layer greatly improved the long-term cyclability of the P3HT film. These findings imply that the GO-ODA complex has a significant role in creating stable EC cycling, due to its strong interaction with the P3HT film.

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Synthesis and Characterization of Oligothiophene Derivative

  • Kim, Hyung-Sun;Park, Jong-Won;Ahn, Jun-Hwan;Kim, Yun-Hi;Kwon, Soon-Ki;Do, Lee-Mi
    • 한국정보디스플레이학회:학술대회논문집
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    • 2004.08a
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    • pp.665-668
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    • 2004
  • Oligothiophene derivatives have been well-known as an p-type channel material.$^1$ Here, we report novel oligothiophene derivative containing methylene linkage as an p-type channel material. Oligothiophene derivative containing methylene linkage BHTM was synthesized and characterized. BHTM was prepared by a palladium-catalyzed cross-coupling reaction via zinc-substituted thiophene. BHTM exhibited high thermal stability and at least one transition temperature.

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Oligothiophene Derivatives Containing Alkylene Linkage as New Semiconductor for OTFT

  • Kim, Hyung-Sun;Son, Kyung-Hwa;Park, Jong-Won;Kim, Yun-Hi;Kwon, Soon-Ki;Lee, Mi-Do
    • 한국정보디스플레이학회:학술대회논문집
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    • 2005.07b
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    • pp.1370-1373
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    • 2005
  • Oligothiophene derivatives have been wellknown as an p-type channel $material.^1$ Here, we report novel oligothiophene derivative containing alkylene linkage as an p-type channel material. Oligothiophene derivative containing alkylene linkage BE4TH was synthesized and characterized. BE4TH was prepared by a palladium-catalyzed crosscoupling reaction via zinc-substituted thiophene. B4TH and BH4TH exhibited high thermal stability and at least one transition temperature.

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Synthesis and Characterization of π-Conjugated Polymer Based on Phthalimide Derivative and its Application for Polymer Solar Cells (프탈이미드 유도체를 기본으로 하는 공액고분자의 합성과 특성, 그리고 태양전지의 적용)

  • Do, Thu Trang;Ha, Ye Eun;Kim, Joo Hyun
    • Polymer(Korea)
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    • v.37 no.6
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    • pp.694-701
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    • 2013
  • A new copolymer named T-TI24T (poly((5,5-(2-butyl-5,6-bisdecyloxy-4,7-di-thiophen-2-yl-isoindole-1,3-dione))- alt-(2,5-thiophene))) based on phthalimide derivative and thiophene is synthesized by the Stille-coupling reaction. The polymer shows relatively high number average molecular weight of 86500 g/mol with good solubility in common organic solvents such as chloroform, 1,2-dichlorobenzene, and toluene and is thermally stable up to $380^{\circ}C$. Besides, it possesses a relatively low highest occupied molecular orbital (HOMO) energy level of -5.33 eV, promising the high open circuit voltage ($V_{oc}$) for photovoltaic applications. Active layer solution of polymer T-TI24T-as a donor and (6)-1-(3-(methoxycarbonyl)- {5}-1-phenyl[5,6]-fullerene (PCBM)-as an acceptor in different weight ratios is applied to fabricate the polymer solar cell devices. The ratio of polymer/PCBM affects the solar cell efficiency and the best performance exhibits in the device with polymer/PCBM = 1:3 (w/w), which shows a power conversion efficiency (PCE) of 0.199% and a $V_{oc}$ of 0.99 V, respectively. Even though the device shows the very low PCE, the $V_{oc}$ is higher than that of well known bulk heterojunction type solar cell based on P3HT:PC61BM (c.a. 0.5 V).

Synthesis of Some New Cytidine and Inosine Derivatives

  • Youssif, Shaker;Mohamed, Enaiat K.;Sayed Ahmed, Ahmed F.;Ghoneim, Amira A.
    • Bulletin of the Korean Chemical Society
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    • v.26 no.12
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    • pp.2021-2026
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    • 2005
  • The oxidation of cytidine 1 and inosine 5 by sodium metaperiodate followed by the reaction of the product with $CH_3I$ in NaOH afforded 2',4'-dihydroxyhexopyranosyl derivatives 2 and 14 respectively. The reaction of thiophene-2-carboxylic acid or furfural with cytidine were taken place via cycloaddition afforded adducts 3 and 4 respectivily. The bromination of inosine 5 or its 2',3'-O-isopropylidine inosine 6 led to the formation of 8-bromoanalogue 7 and 8, respectively. The reaction of 8-bromo-2',3'-O-isopropylidine inosine (8) with ethylglycinate hydrochloride afforded 8-ethoxycarbonylmethylaminoinosine 9. The alkylation of the compound 6 with urea led to the formation of 3-carbonylaminoinosine 10. The oxidation of 6 with DCC afforded 4'-formyl derivative 11, which on reaction with ethyl glycinate hydrochloride followed by reaction with sodium cyanoborohydride afforded 12, while the treatment of dialdehyde inosine 13 with ethyl cyanoacetate in the presence of 0.5 N NaOH afforded compound 15.

Synthesis and Characterization of Two Different 1,3-Dithiole-2-thiones as the Precursors of TTF Donor Molecule (TTF 주게분자의 전구체로서 두 가지 다른 1,3-Dithiole-2-thione 화합물의 합성 및 특성화)

  • Kim, Young-Youn;Lee, Ha-Jin;Namgoong, Sung Keon;Hong, Jong-Ki;Noh, Dong-Youn
    • Journal of the Korean Chemical Society
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    • v.44 no.6
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    • pp.513-517
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    • 2000
  • As a precursor of tetrathiafulvalene (TTF) derivative, 5,6-dimethyl-1,3-dithiolo[4,5-b][1,4]dithiin-2-thione (compound 3) was synthesized by the unusual Lawesson's reaction. Depending upon the substituents such as dimethyl and diphenyl groups, two different products containing 1,4-dithiin and thiophene moieties, respectively, were obtained and characterized by $^{13}C$ NMR and high-resolution electron impact (HREI) mass spectroscopy. The formation of 3 was further characterized by X-ray structure analysis. Crystallographic data for 3: triclinic, space group P1, a=4.145(2)$\AA$, b=10.600(2)$\AA$, c=12.279(2)$\AA$, $\alpha$=71.440(10)$^{\circ}$, $\beta$=84.30(2)$^{\circ}$, $\gamma$=87.31(2)$^{\circ}$, Z=2 and R(wR$_2$)=0.0559(0.1416). The formation mechanism of two products was suggested and compared each other.

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