• 제목/요약/키워드: benzothiadiazole

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Impact of Cyano and Fluorine Group Functionalization on the Optoelectronic and Photovoltaic Properties of Donor-Acceptor-π-Acceptor Benzothiadiazole Derived Small Molecules: A DFT and TD-DFT Study

  • Prabhat Gautam;Anurag Gautam;Neeraj Kumar
    • 한국재료학회지
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    • 제33권6호
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    • pp.236-241
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    • 2023
  • Solar cells based on p-conjugated donor-acceptor (D-A) organic molecular systems are a promising alternative to conventional electrical energy generation. D-A molecular systems, which have a triphenylamine (TPA) moiety linked with a benzothiadiazole (BTD) moiety, open the potential development of new small molecule donors for bulk heterojunction (BHJ) solar cells. Here, a series of donor-acceptor-π-acceptor (D-A-π-A) small molecule donors (SMD) derived from triphenylamine (TPA) donor and benzothiadiazole (BTD) acceptor building blocks, were designed for BHJ organic solar cells. The small molecule donors SMD1-4 were studied using density functional theory (DFT) and time dependent-DFT (TDDFT) methods, to understand the effect of cyano and fluorine group functionalization on their properties. The effect of structure alteration by cyano and fluorine group functionalization on the optoelectronic properties, the calculated highest occupied molecular orbitals (HOMOs) and lowest unoccupied molecular orbitals (LUMOs) and the HOMO-LUMO gaps were theoretically explored. The Voc (open-circuit photovoltage) and fill factor (FF) for SMD1-4 were obtained with a PC71BM acceptor, which showed that these organic small molecules are potential small molecule donors for organic bulk heterojunction solar cells.

Phenothiazine과 2,1,3-Benzothiadiazole을 포함한 Copolymer의 합성 및 Side-chain 치환에 따른 Photovoltaic 특성 연구 (Synthesis, Photovoltaic Properties and Side-chain Effect of Copolymer Containing Phenothiazine and 2,1,3-Benzothiadiazole)

  • 윤대희;유한솔;성기호;임정호;박용성;우제완
    • 공업화학
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    • 제25권5호
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    • pp.487-496
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    • 2014
  • 본 연구에서는 phenothiazine과 benzothiadiazole을 기반으로 하고, phenothiazine의 질소 위치에 다양한 side-chain을 치환한 고분자를 합성하였다. 합성된 고분자는 광학적, 전기화학적 분석 결과 300~700 nm에서 흡수를 보였고, -5.4 eV 정도의 이상적인 HOMO energy level를 갖는 특성을 확인하였다. 고분자와 $PC_{71}BM$을 광활성층으로 사용한 소자를 제작하였고, 측정결과 branched side-chain을 가지며 탄소수가 많은 P2HDPZ-bTP-OBT가 2.4%로 최대 광전변환효율을 갖는 것으로 확인되었다($V_{OC}$ : 0.74 V, $J_{SC}$ : $6.9mA/cm^2$, FF : 48.0%).

Induction of Systemic Resistance of Benzothiadiazole and Humic Acid in Soybean Plants Against Fusarium Wilt Disease

  • Abdel-Monaim, Montaser Fawzy;Ismail, Mamdoh Ewis;Morsy, Kadry Mohamed
    • Mycobiology
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    • 제39권4호
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    • pp.290-298
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    • 2011
  • The ability of benzothiadiazole (BTH) and/or humic acid (HA) used as seed soaking to induce systemic resistance against a pathogenic strain of Fusarium oxysporum was examined in four soybean cultivars under greenhouse conditions. Alone and in combination the inducers were able to protect soybean plants against damping-off and wilt diseases compared with check treatment. These results were confirmed under field conditions in two different locations (Minia and New Valley governorates). The tested treatments significantly reduced damping-off and wilt diseases and increased growth parameters, except the number of branches per plant and also increased seed yield. Application of BTH (0.25 g/L) + HA (4 g/L) was the most potent in this respect. Soybean seed soaking in BTH + HA produced the highest activities of the testes of oxidative enzymes followed by BTH in the four soybean cultivars. HA treatment resulted in the lowest increases of these oxidative enzymes. Similar results were obtained with total phenol but HA increased total phenol more than did BTH in all tested cultivars.

A Novel Donor-Acceptor-Acceptor-Acceptor Polymer Containing Benzodithiophene and Benzimidazole-Benzothiadiazole-Benzimidazole for PSCs

  • Tamilavan, Vellaiappillai;Song, Myungkwan;Agneeswari, Rajalingam;Kim, Sangjun;Hyun, Myung Ho
    • Bulletin of the Korean Chemical Society
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    • 제35권4호
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    • pp.1098-1104
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    • 2014
  • New electron deficient acceptor-acceptor-acceptor type of monomer unit composed of weak electron accepting benzimidazole and relatively strong electron accepting benzothiadiazole derivatives namely 4,7-bis(6-bromo-1-(2-ethylhexyl)-1H-benzo[d]imidazol-2-yl)benzo[c][1,2,5]thiadiazole (BBB) was synthesized. The Stille polycondensation of the newly synthesized BBB monomer with electron donating 2,6-bis(trimethyltin)-4,8-bis(2-ethylhexyloxy)benzo[1,2-b:4,5-b']dithiophene (BDT) afforded donor-acceptor-acceptor-acceptor type of polymer namely 2,6-(4,8-bis(2-ethylhexyloxy)benzo[1,2-b:4,5-b']dithiophene)-alt-4,7-bis(1-(2-ethylhexyl)-1H-benzo[d]imidazol-2-yl)benzo[c][1,2,5]thiadiazole (PBDTBBB). The opto-electrical studies revealed that the absorption band of PBDTBBB appeared in the range of 300 nm-525 nm and its highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy levels were positioned at -5.18 eV and -2.84 eV, respectively. The power conversion efficiency (PCE) of the polymer solar cell (PSC) prepared from PBDTBBB:PC71BM (1:2 wt %) blend was 1.90%.

Benzothiadiazole-benzodithiophene을 기반으로 한 D/A구조의 공액 고분자 합성 및 광전변환 효율 특성 개선 연구 (Synthesis and Characterization of Power Conversion Efficiency of D/A Structure Conjugated Polymer Based on Benzothiadiazole-Benzodithiophene)

  • 성기호;윤대희;우제완
    • 공업화학
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    • 제24권5호
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    • pp.537-543
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    • 2013
  • 본 연구에서는 유기박막태양전지로 적용 가능한 push-pull 구조의 고분자를 합성하여 그 특성을 확인하였다. 전자주개 물질로는 benzodithiophene 유도체를 도입하였고, 전자받개물질은 benzothiadiazole 유도체를 사용하여 Stille coupling 반응으로 poly{4,8-didodecyloxybenzo[1,2-b;3,4-b]dithiophene-alt-5,6-bis(octyloxy)-4,7-di(thiophen-2-yl)benzo[c][1,2,5]-thiadiazole} (PDBDT-TBTD)를 합성하였다. 각 합성 단계별 단량체의 확인은 $^1H-NMR$과 GC-MS를 통해 이루어졌으며, 합성된 conjugated polymer는 GPC, TGA, UV-Vis, cyclic voltammetry를 이용하여 물리적, 광학적 및 전기화학적 특성을 확인하였다. PDBDT-TBTD의 수평균 분자량은 6200이였으며, 초기 분해온도(5% weight loss temperature, $T_d$)값은 $323^{\circ}C$로 측정 되었다. 박막형태에서의 최대 흡수파장은 599 nm이며, 광학적 밴드갭(${E_g}^{opt}$)은 1.70 eV으로 확인되었다. 유기박막태양전지 소자는 ITO/PEDOT : PSS/PDBDT-TBTD : $PC_{71}BM/BaF_2/Ba/Al$ 구조로 제작하였으며, PDBDT-TBTD와 $PC_{71}BM$를 1 : 2 (w/w)의 비율로 블렌딩하여 광활성층으로 사용하였다. 제작된 소자는 solar simulator으로 광전변환효율을 확인하였고, 최대 광전변환효율은 2.1%이었다.

Systemic Induction of the Small Antibacterial Compound in the Leaf Exudate During Benzothiadiazole-elicited Systemic Acquired Resistance in Pepper

  • Lee, Boyoung;Park, Yong-Soon;Yi, Hwe-Su;Ryu, Choong-Min
    • The Plant Pathology Journal
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    • 제29권3호
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    • pp.350-355
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    • 2013
  • Plants protect themselves from diverse potential pathogens by induction of the immune systems such as systemic acquired resistance (SAR). Most bacterial plant pathogens thrive in the intercellular space (apoplast) of plant tissues and cause symptoms. The apoplastic leaf exudate (LE) is believed to contain nutrients to provide food resource for phytopathogenic bacteria to survive and to bring harmful phytocompounds to protect plants against bacterial pathogens. In this study, we employed the pepper-Xanthomonas axonopodis system to assess whether apoplastic fluid from LE in pepper affects the fitness of X. axonopodis during the induction of SAR. The LE was extracted from pepper leaves 7 days after soil drench-application of a chemical trigger, benzothiadiazole (BTH). Elicitation of plant immunity was confirmed by significant up-regulation of four genes, CaPR1, CaPR4, CaPR9, and CaCHI2, by BTH treatment. Bacterial fitness was evaluated by measuring growth rate during cultivation with LE from BTH- or water-treated leaves. LE from BTH-treatment significantly inhibited bacterial growth when compared to that from the water-treated control. The antibacterial activity of LE from BTH-treated samples was not affected by heating at $100^{\circ}C$ for 30 min. Although the antibacterial molecules were not precisely identified, the data suggest that small (less than 5 kDa), heat-stable compound(s) that are present in BTH-induced LE directly attenuate bacterial growth during the elicitation of plant immunity.