- A tunable ratiometric pH sensor based on phenanthro[9,10-d]imidazole covalently linked with vinylpyridine
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A rational design of the novel phenanthro[9,10-d]imidazole based pH sensing fluorophore PITP was developed, in which phenanthroimidazole acts as a donor and pyridine acts as an acceptor. Various spectral studies confirm that the protonation occurs at two different nitrogen centres, each of which produces an observable color change depending on the pH of the buffer solution. DFT calculations also support the experimental results. We show that PITP can be used as a ratiometric and colorimetric pH sensor in the acidic region.
- Beneto, Arockiam Jesin,Thiagarajan, Viruthachalam,Siva, Ayyanar
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- New A-D-A type small molecules based on benzodithiophene derivative for organic solar cells
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A synthesized of acceptor-donor-acceptor (A-D-A) type oligomer based on benzodithiophene (BDT) as a donor (D) unit and phenylisoxazol (OX) as an acceptor (A) is to investigate the effect of combination between the strong electron donor and a strong electron acceptor. In addition, we introduce hexylthiophene (HT) ring as a π-bridge to extend the effective conjugation length and increase the solubility. Here we report the performance of 2,6-(4-(thiophen-2-yl)methylene)-3-phenylisoxazol-5(4H)-one)-4,8-bis((2-ethylhexyl)oxy)benzo[1,2-b:4,5-b′]dithiophene)?(BDT-HTOX) employing as the electron donor in the inverted organic solar cells and PC71BM as the electron acceptor unit. UV-Vis absorption and electrochemical measurements investigated the optoelectronic properties that revealing the HUMO/LUMO level at ?3.72?eV/?5.44?eV with an optical band gap of 1.72?eV for BDT-HTOX. Maximum power conversion efficiency based on BDT-HTOX is showed up to 0.80% with a short-circuit current density (Jsc) of –3.26?mA/cm2, Voc of 0.88?V, and fill factor (FF) of 27.9% using chlorobenzene as a solvent for solution processed organic solar cells.
- Sylvianti, Nadhila,Kim, Youn Hwan,Marsya, Mutia Anissa,Kim, Dong Geun,Ahn, Byung-Hyun,Hong, Seong-Soo,Kim, Joo Hyun
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- The effect of acceptor end groups on the physical and photovoltaic properties of A-π-D-π-A type oligomers with same S, N-heteropentacene central electron donor unit for solution processed organic solar cells
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Synthesis and characterization of novel acceptor-donor-acceptor small molecules with different end group acceptors such as dicyanovinyl, cyanoacetate and indenedione, denoted as SM1, SM2 and SM3, respectively, linked with same central S, N-heteropentacene donor is described. These small molecules are used as electron donor along with the PC71BM as an electron acceptor for the fabrication of solution processed bulk heterojunction organic solar cells. The optimized devices based on as cast SM1:PC71BM, SM2:PC71BM and SM2:PC71BM showed power conversion efficiency about 2.01%, 1.60% and 2.65%, respectively and improved to 5.64%, 4.24% and 6.64%, respectively, using active layer processed with two steps annealing, i.e. combination of thermal annealing and subsequent solvent vapor annealing. This increase in the power conversion efficiency was due to the enhancement in Jsc and FF attributed to the enhancement of the light harvesting ability of the active layer, which is reflected by favorable nanoscale morphology.
- Lee, Hyejeoung,Jo, Hyeonjun,Kim, Dayoung,Biswas, Subhayan,Sharma, Ganesh D.,Ko, Jaejung
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- 2,2-Dicyanovinyl-end-capped oligothiophenes as electron acceptor in solution processed bulk-heterojunction organic solar cells
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Abstract Three 2,2-dicyanovinyl (DCV) end-capped A-π-D-π-A type oligothiophenes (DCV-OTs) containing dithieno[3,2-b:2′,3′-d]silole (DTSi), cyclopenta[1,2-b:3,4-b′]dithiophene (DTCP) or dithieno[3,2-b:2′,3′-d]pyrrole (DTPy) unit as the central donor part, mono-thiophene as the π-conjugation bridge were synthesized. The absorption spectroscopies, cyclic voltammetry of these compounds were characterized. Results showed that all these compounds have intensive absorption band over 500-680 nm with a LUMO energy level around -3.80 eV, which is slightly higher than that of [6,6]phenyl-C61-butyric acid methyl ester (PC61BM, ELUMO = -4.01 eV), but lower than that of poly(3-hexylthiophene) (P3HT, ELUMO = -2.91 eV). Solution processed bulk heterojunction "all-thiophene" solar cells using P3HT as electron donor and the above mentioned oligothiophenes as electron acceptor were fabricated and tested. The highest power conversion efficiency (PCE) of 1.31% was achieved for DTSi-cored compound DTSi(THDCV)2, whereas PTB7:DTSi(THDCV)2 based device showed slightly higher PCE of 1.56%. Electron mobilities of these three compounds were measured to be around 10-5 cm2 V-1 s-1 by space charge limited current method, which is much lower than that of PC61BM, and was considered as one of the reason for the low photovoltaic performance.
- Wu, Jianchang,Ma, Yuchao,Wu, Na,Lin, Yi,Lin, Jian,Wang, Lilei,Ma, Chang-Qi
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- Dimeric dithiafulvene sensitizers involving a 1,3,4-oxadiazole as auxiliary acceptor and pyridine as electron-withdrawing anchoring group for efficient dye sensitized solar cells
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Two dimeric dithiafulvene based sensitizers D-DTFPy6 and D-DTFPy7 with pyridine as electron-withdrawing anchoring group were synthesized, and the effect of the involving of 1,3,4-oxadiazole as auxiliary acceptor on bulk properties, such as photophysical and photochemical properties were investigated. Comparing with D-DTFPy6, the1,3,4-oxadiazole auxiliary acceptor based D-DTFPy7 exhibits red-shift of the absorption. As a result, dye sensitized solar cells based on D-DTFPy7 yielding the highest power conversion efficiency of 6.56% alongside with a short-circuit current density of 14.92 mA cm?2 and an open-circuit voltage of 708 mV, which is 1.17-, 1.1-, and 1.03-fold higher than those of its non-auxiliary acceptor counterpart D-DTFPy6 based cells, respectively.
- Guo, Kunpeng,Lartey, Patrick Osei,Li, Bin,Li, Da,Liang, Xiaozhong,Ma, Jing,Wang, Sijing,Wu, Yuezhen,Xu, Hong,Zhang, Fang,Zhang, Zheng
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- Bright and Stable NIR-II J-Aggregated AIE Dibodipy-Based Fluorescent Probe for Dynamic In Vivo Bioimaging
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Organic dyes emitting in the second near-infrared (NIR-II, 900–1700 nm) window, with high molar extinction coefficients (MEC) and quantum yields (QY) in aqueous, are essential for in vivo bioimaging and biosensing. In this work, we developed a dibodipy-based aggregation-induced emission (AIE) fluorescent probe, THPP, to meet this aim. THPP exhibits a high MEC and has intensified absorption and emission in J-aggregated state, which significantly enhance the fluorescence intensity (≈55 folds) and extend the maximal absorption/emission wavelengths to 970/1010 nm in NIR-II region. Based on the bright THPP, imaging with a high frame rate (34 frames per second) at a deep “valid penetration depth” up to 6 mm can be achieved. This enabled simultaneous and dynamic imaging of vasculatures and deep tissues. Besides, we succeeded in monitoring the respiratory rate of acute-lung-injury mice and tracing the collateral circulation process with a high frame rate.
- Zhang, Qisong,Yu, Peng,Fan, Yong,Sun, Caixia,He, Haisheng,Liu, Xuan,Lu, Lingfei,Zhao, Mengyao,Zhang, Hongxin,Zhang, Fan
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supporting information
p. 3967 - 3973
(2020/12/25)
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- CONJUGATED SMALL MOLECULE FOR DONOR OF ORGANIC SOLAR CELL AND ORGANIC SOLAR CELL INCLUDING THE SAME
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The present invention relates to a conjugated small molecular compound for a donor of an organic solar cell, which is represented by chemical formula 1, and an organic solar cell comprising the same. In the chemical formula 1: Ar is substituted or unsubstituted thienylene, substituted or unsubstituted phenylene, or a bond; R_1 is an alkyl having 2 or more carbon atoms; and R_2 and R_3 are each independently hydrogen, fluorine, or alkyl having 1-4 carbon atoms. The conjugated small molecular compound of the present invention can actualize an organic solar cell having improved power conversion efficiency (PCT) by efficiently forming a powerful push-pull structure that induces improved light absorption and effective intramolecular charge transport.COPYRIGHT KIPO 2020
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Paragraph 0044; 0047-0049
(2020/07/17)
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- Synthesis of new conjugated small-molecule-dyes based on 2-(2-methyl-4H-chromen-4-ylidene)malononitrile as the electron-withdrawing group and their application in photovoltaic devices
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A series of new acceptor-donor-acceptor (A-D-A) type conjugated small-molecule-dyes based on indacenodithieno[3,2-b]thiophene (IDTT) and 2-(2-methyl-4H-chromen-4-ylidene)malononitrile (CMCN), named IDTT-CMCN and IDTT-HT-CMCN, have been synthesized for application in organic solar cells. A-D-A type small-molecules with CMCN can effectively form a powerful push-pull structure that induces effective intramolecular charge transport (ICT) and enhanced optical absorption. In comparison with IDTT-CMCN, IDTT-HT-CMCN has 3-hexylthiophene (HT) as a π-bridge unit between the IDTT and CMCN moieties to increase the solubility and extend the π-conjugation length. The resulting dye (IDTT-HT-CMCN) with a hexylthiophene ring as a π-bridge showed a smaller band gap and better solubility. Thus, a power conversion efficiency (PCE) as high as 7.60% was achieved with a short circuit current of 12.7 mA/cm2, open circuit voltage of 0.94 V, and fill factor of 63.8%. To the best of our knowledge, small-molecule-based donors with CMCN as an electron-withdrawing unit have never been reported before. In addition, the PCE of 7.60% reported in this work is highly efficient among the PCE reported for an organic solar cell using an IDTT-based small-molecule-donor material.
- Kim, Dong Geun,Jin, Ho Cheol,Maduwu, Ratna Dewi,Salma, Sabrina Aufar,Moon, Doo Kyung,Kim, Joo Hyun
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p. 660 - 666
(2019/01/04)
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- Conjugated Oligothiophene Derivatives Based on Bithiophene with Unsaturated Bonds as Building Blocks for Solution-Processed Bulk Heterojunction Organic Solar Cells
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A new building block ATVTA that uses stiff carbon–carbon triple bonds (A) on 1,2-di(2-thienyl)-ethene (TVT) has been developed. Oligothiophene derivatives S-01 with a TVT unit, S-02 with a 5,5′-diethynyl-2,2′-dithienyl (AT2) unit and S-03 with ATVTA were synthesized to compare their effects in a systematic study. Due to the better π-conjugation extension of the TVT unit, S-01 exhibits the most red-shifted absorption profile among them, whereas S-02 possesses the deepest HOMO level. While the HOMO level of S-03 is down-shifted by 0.02 eV relative to that of S-01, the alkyne linkages can effectively down-shift the HOMO level. By replacing the terminal units of S-03 with stronger electron acceptors, S-04 and S-05 exhibited broader absorption profiles and lower HOMO levels than those of S-03. Organic solar cells based on these molecules were fabricated and an S-03:PC60BM (1:1, w/w) based device afforded the highest Voc value of 0.96 V and a power conversion efficiency (PCE) of 2.19 %.
- Cui, Chaohua,Wu, Yue,Cheung, Man-Sing,Ho, Cheuk-Lam,Dong, Qingchen,Lin, Zhenyang,Li, Yongfang,Wong, Wai-Yeung
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p. 3557 - 3567
(2016/12/26)
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- ORGANIC COMPOUND AND PHOTOELECTRIC CONVERSION ELEMENT
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PROBLEM TO BE SOLVED: To provide an organic compound which exhibits a high open-circuit voltage even in the case of weak light such as indoor light. SOLUTION: The compound is represented by the general formula (1). A photoelectric conversion element contains a fullerene derivative and the compound in a photoelectric conversion layer disposed between a first electrode and a second electrode. [R1 and R2 are each independently a branched/linear C6-22 alkyl group; R3 and R4 are H or each independently a branched/linear C2-16 alkyl group; and n is an integer from 1 to 3.] SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT
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Paragraph 0044; 0045
(2017/01/09)
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- Macrocyclic triphenylamine based organic dyes for efficient dye-sensitized solar cells
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A novel class of organic D-π-A dyes employing macrocyclic triphenylamine dimer as electron donor was designed and synthesized for dye-sensitized solar cells. The prepared compounds showed high chemical and elelctrochemical stabilities as well as good long-wave absorption. Photovoltaic devices based on these dyes showed high open circuit voltage (higher than that of N3) and achieved a solar energy to electricity conversion efficiency of 6.31%. All the performances indicate the dyes containing macrocyclic triphenylamine dimer is a good candidate for dyes sensitized solar cells.
- Zhao, Yun,Jiang, Kejian,Xu, Wei,Zhu, Daoben
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p. 9113 - 9118
(2012/10/30)
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- Triphenylamine-containing D-A-D molecules with (dicyanomethylene)pyran as an acceptor unit for bulk-heterojunction organic solar cells
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Two new triphenylamine (TPA)-containing D-A-D molecules with TPA as the donor unit (D), (dicyanomethylene)pyran (PM) as the acceptor unit (A) and thienylenevinylene (TV) or 4-hexyl-thienylenevinylene (HTV) as the conjugated pi-bridge, TPA-TV-PM and TPA-HTV-PM, have been designed and synthesized for solution-processable organic solar cells (OSCs). The optical and electrochemical properties of these linear molecules were studied. The compounds exhibit broad absorption in the visible region with lower HOMO energy levels, which are desirable for application as a donor in organic solar cells. The OSC devices were fabricated by spin-coating the blend solution of the molecules as the donor and PC70BM as the acceptor (1:3, w/w). The power conversion efficiency of the OSCs based on TPA-TV-PM and TPA-HTV-PM reached 2.06% and 2.10%, respectively, under the illumination of AM.1.5, 100 mW cm-2. The Royal Society of Chemistry 2011.
- Zhang, Jing,Wu, Guanglong,He, Chang,Deng, Dan,Li, Yongfang
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p. 3768 - 3774
(2013/01/10)
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- Orientation and substituent effects on the properties of the diacetylene-group connected octaethylporphyrin-dihexylbithiophene derivatives (OEP-DHBTh-X) carrying electron-withdrawing groups
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Orientational isomers of the octaethylporphyrin-dihexylbithiophene (OEP-DHBTh) derivatives connected with a diacetylene linkage were synthesized, with various electron-withdrawing substituents X attached at the ends. The effects of DHBTh orientation and X substituent on the properties of OEP-DHBTh-X (X = H, Br, CN, CHO, and NO2) were studied and compared with those of related OEP derivatives.
- Hayashi, Naoto,Nishihara, Takashi,Matsukihira, Takuya,Nakashima, Hiroki,Miyabayashi, Keiko,Miyake, Mikio,Higuchi, Hiroyuki
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p. 371 - 386
(2008/02/11)
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