• Title/Summary/Keyword: ethynyl

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Synthesis and Properties of Poly(2-ethynyl-N-propargylpyridinium bromide)

  • Gal, Yong Sun;Lee, Won Cheol;Gwi, Tae Rong;Lee, Sang Seop;Bae, Jang Sun;Kim, Bong Sik;Jang, Sang Hui;Jin, Seong Ho
    • Bulletin of the Korean Chemical Society
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    • v.22 no.2
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    • pp.183-188
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    • 2001
  • Ionic conjugated polymer, poly(2-ethynyl-N-propargylpyridinium bromide), was prepared by the cyclopolymerization of 2-ethynyl-N-propargylpyridinium bromide on using various transition metal catalysts, or by thermal methods without adding catalyst. The polymerization of 2-ethynyl-N-propargylpyridinium bromide catalyzed by PdCl2 gave the resulting polymers in relatively high yields. The polymer structure was characterized by various instrumental methods to confirm the conjugated polymer backbone structure carrying cumulated pyridine moiety. The polymers prepared by PdCl2 in DMSO or m-cresol were completely soluble in DMF, DMSO, and formic acid. The inherent viscosities of the resulting polymers were in the range of 0.07-0.19 dL/g. Thermal properties of the polymers were also discussed.

Highly Crystalline 2,6,9,10-Tetrakis((4-hexylphenyl)ethynyl)anthracene for Efficient Solution-Processed Field-effect Transistors

  • Hur, Jung-A;Shin, Ji-Cheol;Lee, Tae-Wan;Kim, Kyung-Hwan;Cho, Min-Ju;Choi, Dong-Hoon
    • Bulletin of the Korean Chemical Society
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    • v.33 no.5
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    • pp.1653-1658
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    • 2012
  • A new anthracene-containing conjugated molecule was synthesized through the Sonogashira coupling and reduction reactions. 1-Ethynyl-4-hexylbenzene was coupled to 2,6-bis((4-hexylphenyl) ethynyl)anthracene-9,10-dione through a reduction reaction to generate 2,6,9,10-tetrakis((4-hexylphenyl)ethynyl) anthracene. The semiconducting properties were evaluated in an organic thin film transistor (OTFT) and a single-crystal field-effect transistor (SC-FET). The OTFT showed a mobility of around 0.13 $cm^2\;V^{-1}\;s^{-1}$ ($I_{ON}/I_{OFF}$ > $10^6$), whereas the SC-FET showed a mobility of 1.00-1.35 $cm^2\;V^{-1}\;s^{-1}$, which is much higher than that of the OTFT. Owing to the high photoluminescence quantum yield of 2,6,9,10-tetrakis((4-hexylphenyl)ethynyl) anthracene, we could observe a significant increase in drain current under irradiation with visible light (${\lambda}$ = 538 nm, 12.5 ${\mu}W/cm^2$).

Synthesis and Properties of Poly[2-ethynyl-N-(p-hydroxyphenylethyl) pyridinium bromide] and Poly [2-ethynyl-N-(p-hydroxyphenylethyl) pyridinium tetraphenylborate]

  • Gal, Yeong-Soon;Jin, Sung-Ho;Lee, Won-Chul;Kim, Sang-Youl
    • Macromolecular Research
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    • v.12 no.4
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    • pp.407-412
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    • 2004
  • A new hydroxyl group-containing conjugated ionic polymer, poly[2-ethynyl-N-(p-hydroxyphenylethyl)pyridinium bromide], was synthesized by the activated polymerization of 2-ethynylpyridine with p-(2-bromoethyl) phenol without any additional initiator or catalyst. The polymerization proceeded well to give a moderate yield (65%) of polymer at a reaction temparature of 90$^{\circ}C$. Another polymer, poly[2-ethynyl-N-(p-hydroxyphenylethyl)pyridinium tetraphenylborate], was readily prepared by the ion-exchange reaction of poly[2-ethynyl-N-(p-hydroxyphenylethyl)pyridinium bromide] with sodium tetraphenylborate. These polymers were completely soluble in organic solvents such as DMF, DMSO, and acetone, but insoluble in water and ether. Instrumental analyses, such as NMR, IR, and UV-Vis spectroscopies, indicated that the new materials have conjugated polymer backbone systems with the designed substituents and counter anions. X-Ray diffraction analyses of the polymers indicated that they were mostly amorphous.

Synthesis and Curing Behaviors of Polyisoimide Oligomers with Ethynyl End Groups (Ethynyl 말단기를 갖는 Polyisoimide 올리고머의 합성 및 이들의 경화거동에 관한 연구)

  • Choi, Seok Woo;Kim, Bo Ock;Kim, Ji-Heung;Nam, Sung Woo;Jeon, Boong Soo;Kim, Young Jun
    • Polymer(Korea)
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    • v.38 no.6
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    • pp.774-781
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    • 2014
  • Acetylenic or phenylethynyl end-capped polyisoimide oligomers ($M_w$ 2500 g/mol, 5000 g/mol) based upon 4,4'-diamino diphenyl ether (4,4'-ODA)/4,4'-oxydiphthalic anhydride (ODPA) and 4,4'-ODA/3,3',4,4'-benzophenone tetracarboxylic acid dianhydride (BTDA) were synthesized by using 4-ethynylaniline (4-EA) or 4-phenylethynyl phthalic anhydride (4-PEPA) as an end capper. The incorporation of ethynyl groups were confirmed by FTIR spectroscopy. The isomerization temperature was influenced by molecular weight as well as the backbone structure of polyisoimides oligomers. Thus, polyisoimide oligomers with molecular weight of 2500 g/mol was found to be imidized at temperature $10^{\circ}C$ lower than that for the oligomers with molecular weight of 5000 g/mol. The crosslinking reaction of ethynyl groups occurred at a higher temperature than that for the isoimide/imide isomerization reaction. These two reactions were totally or partially overlapped on the DSC thermograms for the polyisoimide oligomer end-capped with 4-EA. Kinetics of thermal imidization and crosslinking reactions for the 4,4'-ODA/ODPA polyisoimide oligomers end-capped with 4-PEPA were investigated by performing dynamic DSC experiments at heating rate of $10^{\circ}C/min$. The activation energy and pre-exponential factors were 141 kJ/mol and $1.45{\times}10^{13}min^{-1}$ for the imidization reaction and 177 kJ/mol and $2.90{\times}10^{13}min^{-1}$ for the crosslinking reaction, respectively.

Lethal and Sublethal Toxicities of Bisphenol A and Ethynyl Estradiol Exposure on the 4th Instar Larvae of Chironomus riparius (Diptera, Chironomidae) (비스페놀 에이와 에티닐에스트라디올에 노출된 키로노무스 4기 유충의 치사, 아치사 독성연구)

  • Lee, Se-Bum;Choi, Jin-Hee
    • Environmental Analysis Health and Toxicology
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    • v.21 no.4 s.55
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    • pp.301-310
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    • 2006
  • 본 연구에서는 내분비계장애물질로 잘 알려진 Bisphenol A와 Ethynyl estradiol(이하 BPA, EE)이 Chironomus riparius에 미치는 영향을 알아보고자 하였다. 수생생태계에서 Chironomus의 생태학적 중요성을 고려하여 연구한 반수치사농도(LC50),효소 활성, 성장/발달 등의 생화학적, 생리학적 독성에 대한 연구는 이들 물질에 대한 잠재적인 생태학적 중요성을 이해하는데 있어 유용한 정보를 제공할 수 있을 것이다. 연구 결과 BPA와 EE에 노출된 후 C. riparius게서 CAT와 GST활성이 증가하였고, EE에 고농도로 노출된 후 성충까지 충분히 성장하지 못했음을 확인하였다 이러한 결과로부터 C. riparius에서 BPA, EE에 대한 중요한 독성정보를 얻을 수 있었다. 그러므로 앞으로 BPA와 EE의 생화학적 효과와 C. riparitis의 개체수준 이상에서의 생리학적 실험을 통한 검증이 필요할 것이다.

Inhibition of Neurogenesis of Subventricular Zone Neural Stem Cells by 5-ethynyl-2'-deoxyuridine (EdU) (5-ethynyl-2'-deoxyuridine (EdU)에 의한 뇌실하 영역 신경줄기세포의 신경 세포로의 분화 억제)

  • Park, Ki-Youb;Oh, Hyun-Chang;Lee, Ji-Yong;Kim, Man Su
    • Journal of Life Science
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    • v.27 no.6
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    • pp.623-631
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    • 2017
  • In the subventricular zone (SVZ) and the subgranular zone of the brain, neurogenesis occurs throughout one's lifespan. Neural stem cells (NSCs) in these regions divide to maintain their stem cell pools as well as differentiate into neurons and glial cells. To monitor cell division, a thymidine analogue such as 5-ethynyl-2'-deoxyuridine (EdU) has been used. In some cases, EdU was applied to label newly born neurons. Here, we report about the effects of EdU on the proliferation and differentiation of NSCs cultured from mouse SVZ. First, when NSCs were cultured in a proliferation medium containing EdU for 24 hr, they did not generate any neurons under the following differentiation conditions. When EdU was applied to the proliferating NSCs for 1 hr prior to differentiation, neurogenesis was still substantially reduced. Second, EdU decreased cell proliferation of NSCs in dose- and time-dependent manners. Finally, EdU inhibited differentiation into oligodendrocyte lineage, while the number of glial fibrillary acidic protein (GFAP)-positive astrocytes increased. To our knowledge, these findings are the first to show the effects of EdU on the differentiation of SVZ NSCs and suggest that cell division is necessary for differentiation into neurons and oligodendrocytes.

Cytochrome P-450 2A6 Inhibitor Based on the Indole Moiety

  • Lee, Soo;Lee, Hyang-Yeol
    • Journal of the Korean Applied Science and Technology
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    • v.29 no.3
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    • pp.435-442
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    • 2012
  • The cytochrome P-450 enzymes (CYP 2A6) regulate many endogenous signaling molecules and drugs. Aryl alkynes such as 2-ethynylnaphthalene are important P450 inhibitors which have been extensively studied as medicines or as an effective chemical probes for profiling mouse liver microsomal P-450. Here we have synthesized indole-based novel P450 inhibitor, 5-ethynyl indole 3, and showed that it has successfully inhibited CYP 2A6 by chemical inhibition reaction. By using HPLC equipped with a photo diode array(PDA) detector, all of the peaks derived from the enzymatic reaction have been characterized.