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1.
Chengyuan Wang Jing Zhang Guankui Long Naoki Aratani Hiroko Yamada Yang Zhao Qichun Zhang 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2015,127(21):6390-6394
Increasing the length of N‐heteroacenes or their analogues is highly desirable because such materials could have great potential applications in organic electronics. In this report, the large π‐conjugated N‐heteroquinone 6,10,17,21‐tetra‐((triisopropylsilyl)ethynyl)‐5,7,9,11,16,18,20,22‐octaazanonacene‐8,19‐dione (OANQ) has been synthesized and characterized. The as‐prepared OANQ shows high stability under ambient conditions and has a particularly low LUMO level, which leads to it being a promising candidate for air‐stable n‐type field‐effect transistors (FETs). In fact, FET devices based on OANQ single crystals have been fabricated and an electron mobility of up to 0.2 cm2 V−1 s−1 under ambient conditions is reported. More importantly, no obvious degradation was observed even after one month. Theoretical calculations based on the single crystal are consistent with the measured mobility. 相似文献
2.
Dr. Shuaijun Yang Bowen Shan Dr. Xiaomin Xu Prof. Dr. Qian Miao 《Chemistry (Weinheim an der Bergstrasse, Germany)》2016,22(19):6637-6642
The synthesis of novel π‐extended N‐heteroacenes, which have a large tetraazaacene subunit and a quinoxaline subunit connected through a four‐membered ring, is reported. They were studied with experimental and computational methods in comparison to the corresponding tetraazaacenes. As found from the DFT calculation, the four‐membered ring is a better linker than a five‐membered ring or a C?C single bond to extend N‐heteroacenes for a new design of n‐type semiconductors in terms of the spatial delocalization and energy level of LUMO as well as the reorganization energy. In solution‐processed thin film transistors, the π‐extended N‐heteroacenes are found to function as n‐type semiconductors with field effect mobility of up to 0.02 cm2 V?1 s?1 under ambient conditions. 相似文献
3.
A quinoidal small‐molecule semiconductor QDPPBTT was synthesized. Organic thin‐film transistor (OTFT) devices based on QDPPBTT showed an electron mobility as high as 0.13 cm2 V?1 s?1 and Ion/Ioff ratio of 106 under ambient conditions. We suggested that 2D extended π‐conjugation and quinoid‐enhancing effect had an important role in electron mobility and stability of n‐type FET devices, which might be a good strategy in designing new material systems. 相似文献
4.
One‐Pot Tandem Photoredox and Cross‐Coupling Catalysis with a Single Palladium Carbodicarbene Complex
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Yu‐Cheng Hsu Vincent C.‐C. Wang Ka‐Chun Au‐Yeung Chung‐Yu Tsai Chun‐Chi Chang Bo‐Chao Lin Prof. Yi‐Tsu Chan Prof. Chao‐Ping Hsu Prof. Glenn P. A. Yap Prof. Titel Jurca Prof. Tiow‐Gan Ong 《Angewandte Chemie (International ed. in English)》2018,57(17):4622-4626
The combination of conventional transition‐metal‐catalyzed coupling (2 e? process) and photoredox catalysis (1 e? process) has emerged as a powerful approach to catalyze difficult cross‐coupling reactions under mild reaction conditions. Reported is a palladium carbodicarbene (CDC) complex that mediates both a Suzuki–Miyaura coupling and photoredox catalysis for C?N bond formation upon visible‐light irradiation. These two catalytic pathways can be combined to promote both conventional transition‐metal‐catalyzed coupling and photoredox catalysis to mediate C?H arylation under ambient conditions with a single catalyst in an efficient one‐pot process. 相似文献
5.
Marta Reig Cristian Gozálvez Dr. Vygintas Jankauskas Dr. Valentas Gaidelis Dr. Juozas V. Grazulevicius Dr. Lluís Fajarí Dr. Luis Juliá Dr. Dolores Velasco 《Chemistry (Weinheim an der Bergstrasse, Germany)》2016,22(51):18551-18558
A series of neutral long‐lived purely organic radicals based on the stable [4‐(N‐carbazolyl)‐2,6‐dichlorophenyl]bis(2,4,6‐trichlorophenyl)methyl radical adduct (Cbz‐TTM) is reported herein. All compounds exhibit ambipolar charge‐transport properties under ambient conditions owing to their radical character. High electron and hole mobilities up to 10?2 and 10?3 cm2 V?1 s?1, respectively, were achieved. Xerographic single‐layered photoreceptors were fabricated from the radicals studied herein, exhibiting good xerographic photosensitivity across the visible spectrum. 相似文献
6.
《Analytical letters》2012,45(9):2061-2071
Abstract Positive ion mobility spectra of different pesticides, such as sevin or carbaryl (1‐napthyl methylcarbamate), amitraz (N,N′‐[(methylimino) dimethylidyne]di‐2,4‐xylidine), and metalaxyl (methyl‐N‐(2,6‐dimethylphenyl)‐N‐(2‐xylyl)‐DL‐alaninate) as carbamate, amidine, and alkaline groups, respectively, have been studied in air at ambient pressure using ion mobility spectrometry method with 63Ni ionization source. The limits of detection (LODs) were 5.3×10?10, 5.8×10?10, and 4.5×10?10 g for sevin, amitraz, and metalaxyl, respectively. The working range of these compounds was about three orders of magnitude and the relative standard deviation (RSD) of repeatability at the 5 µg mL?1 level were all below 14%. Furthermore, in this study, the influences of IMS cell temperature on the ion mobility spectra of these compounds were investigated. 相似文献
7.
Non‐chlorinated solvents are highly preferable for organic electronic processing due to their environmentally friendly characteristics. Four different halogen‐free solvents, tetrafuran, toluene, meta‐xylene and 1,2,4‐trimethylbenzene, were selected to fabricate n‐channel organic thin film transistors (OTFTs) based on 3‐hexylundecyl substituted naphthalene diimides fused with (1,3‐dithiol‐2‐ylidene)malononitrile groups (NDI3HU‐DTYM2). The OTFTs based on NDI3HU‐DTYM2 showed electron mobility of up to 1.37 cm2·V?1·s?1 under ambient condition. This is among the highest device performance for n‐channel OTFTs processed from halogen‐free solvents. The different thin‐film morphologies, from featureless low crystalline morphology to well‐aligned nanofibres, have a great effect on the device performance. These results might shed some light on solvent selection and the resulting solution process for organic electronic devices. 相似文献
8.
HOMO Stabilisation in π‐Extended Dibenzotetrathiafulvalene Derivatives for Their Application in Organic Field‐Effect Transistors
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Dr. Yan Geng Dr. Raphael Pfattner Antonio Campos Prof. Wei Wang Dr. Olivier Jeannin Dr. Jürg Hauser Dr. Joaquim Puigdollers Prof. Stefan T. Bromley Prof. Silvio Decurtins Prof. Jaume Veciana Prof. Concepció Rovira Dr. Marta Mas‐Torrent Dr. Shi‐Xia Liu 《Chemistry (Weinheim an der Bergstrasse, Germany)》2014,20(50):16672-16679
Three new organic semiconductors, in which either two methoxy units are directly linked to a dibenzotetrathiafulvalene (DB‐TTF) central core and a 2,1,3‐chalcogendiazole is fused on the one side, or four methoxy groups are linked to the DB‐TTF, have been synthesised as active materials for organic field‐effect transistors (OFETs). Their electrochemical behaviour, electronic absorption and fluorescence emission as well as photoinduced intramolecular charge transfer were studied. The electron‐withdrawing 2,1,3‐chalcogendiazole unit significantly affects the electronic properties of these semiconductors, lowering both the HOMO and LUMO energy levels and hence increasing the stability of the semiconducting material. The solution‐processed single‐crystal transistors exhibit high performance with a hole mobility up to 0.04 cm2 V?1 s?1 as well as good ambient stability. 相似文献
9.
Hydrogen‐Bonded Organic Frameworks (HOFs): A New Class of Porous Crystalline Proton‐Conducting Materials
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Avishek Karmakar Rajith Illathvalappil Bihag Anothumakkool Arunabha Sen Partha Samanta Aamod V. Desai Dr. Sreekumar Kurungot Dr. Sujit K. Ghosh 《Angewandte Chemie (International ed. in English)》2016,55(36):10667-10671
Two porous hydrogen‐bonded organic frameworks (HOFs) based on arene sulfonates and guanidinium ions are reported. As a result of the presence of ionic backbones appended with protonic source, the compounds exhibit ultra‐high proton conduction values (σ) 0.75× 10?2 S cm?1 and 1.8×10?2 S cm?1 under humidified conditions. Also, they have very low activation energy values and the highest proton conductivity at ambient conditions (low humidity and at moderate temperature) among porous crystalline materials, such as metal–organic frameworks (MOFs) and covalent organic frameworks (COFs). These values are not only comparable to the conventionally used proton exchange membranes, such as Nafion used in fuel cell technologies, but is also the highest value reported in organic‐based porous architectures. Notably, this report inaugurates the usage of crystalline hydrogen‐bonded porous organic frameworks as solid‐state proton conducting materials. 相似文献
10.
Qi Xiao Jingjing Tian Qifan Xue Jing Wang Bijin Xiong Mengmeng Han Zhen Li Zonglong Zhu Hin‐Lap Yip Zhong'an Li 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2019,131(49):17888-17894
Development of high‐performance dopant‐free hole‐transporting materials (HTMs) with comprehensive passivation effects is highly desirable for all‐inorganic perovskite solar cells (PVSCs). Squaraines (SQs) could be a candidate for dopant‐free HTMs as they are natural passivators for perovskites. One major limitation of SQs is their relatively low hole mobility. Herein we demonstrate that polymerizing SQs into pseudo two dimensional (2D) p–π conjugated polymers could overcome this problem. By rationally using N,N‐diarylanilinosquaraines as the comonomers, the resulting polysquaraine HTMs not only exhibit suitable energy levels and efficient passivation effects, but also achieve very high hole mobility close to 0.01 cm?2 V?1 s?1. Thus as dopant‐free HTMs for α‐CsPbI2Br‐based all‐inorganic PVSCs, the best PCE reached is 15.5 %, outperforming those of the doped‐Spiro‐OMeTAD (14.4 %) based control devices and among the best for all‐inorganic PVSCs. 相似文献
11.
Thienoisoindigo‐based small molecules and narrow bandgap polymers synthesized via C–H direct arylation coupling
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Jing Huang Kai Wang Sukriti Gupta Guojie Wang Cangjie Yang Samir H. Mushrif Mingfeng Wang 《Journal of polymer science. Part A, Polymer chemistry》2016,54(13):2015-2031
Thienoisoindigo (TIIG) has emerged as an attractive building block for high‐performance organic optoelectronic devices. Here we report the first synthesis of a series of π‐conjugated TIIG‐based small molecules and alternating copolymers via direct C–H arylation, which enables the efficient synthesis without use of flammable and toxic orgametallic reagents in fewer steps compared Suzuki and Stille coupling. The direct arylation coupling between TIIG and two respective mono‐bromo aryl reactants clearly shows that the α‐H is more reactive than the β‐H in the thiophene unit of TIIG. The high regioselectivity of TIIG monomer warrants the successful synthesis of high‐quality alternating copolymers with minimal structural defects. PTIIG‐BT polymer synthesized via direct arylation polymerization (DAP) showed comparable molecular weight and hole mobility than the same polymer previously synthesized via Suzuki coupling. Moreover, the two new polymers (PTIIG‐TF and PTIIG‐2FBT) synthesized via DAP showed hole mobility up to 10?3 cm2 V?1 s?1 in FET devices fabricated and tested under ambient conditions. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2016 , 54, 2015–2031 相似文献
12.
Enhanced Performance of Benzothieno[3,2‐b]thiophene (BTT)‐Based Bottom‐Contact Thin‐Film Transistors
Dr. Peng‐Yi Huang Dr. Liang‐Hsiang Chen Yu‐Yuan Chen Wen‐Jung Chang Juin‐Jie Wang Dr. Kwang‐Hwa Lii Dr. Jing‐Yi Yan Dr. Jia‐Chong Ho Dr. Cheng‐Chung Lee Prof. Choongik Kim Prof. Ming‐Chou Chen 《Chemistry (Weinheim an der Bergstrasse, Germany)》2013,19(11):3721-3728
Three new benzothieno[3,2‐b]thiophene ( BTT ; 1 ) derivatives, which were end‐functionalized with phenyl ( BTT‐P ; 2 ), benzothiophenyl ( BTT‐BT ; 3 ), and benzothieno[3,2‐b]thiophenyl groups ( BBTT ; 4 ; dimer of 1 ), were synthesized and characterized in organic thin‐film transistors (OTFTs). A new and improved synthetic method for BTT s was developed, which enabled the efficient realization of new BTT ‐based semiconductors. The crystal structure of BBTT was determined by single‐crystal X‐ray diffraction. Within this family, BBTT , which had the largest conjugation of the BTT derivatives in this study, exhibited the highest p‐channel characteristic, with a carrier mobility as high as 0.22 cm2 V?1 s?1 and a current on/off ratio of 1×107, as well as good ambient stability for bottom‐contact/bottom‐gate OTFT devices. The device characteristics were correlated with the film morphologies and microstructures of the corresponding compounds. 相似文献
13.
Gaobo Lin Lingna Wang Yizhou Yang Zitong Liu Guanxin Zhang Deqing Zhang 《化学:亚洲杂志》2019,14(10):1712-1716
Conjugated molecules with low lying LUMO levels are demanding for the development of air stable n‐type organic semiconductors. In this paper, we report a new A‐D‐A′‐D‐A conjugated molecule ( DAPDCV ) entailing diazapentalene (DAP) and dicyanovinylene groups as electron accepting units. Both theoretical and electrochemical studies manifest that the incorporation of DAP unit in the conjugated molecule can effectively lower the LUMO energy level. Accordingly, thin film of DAPDCV shows n‐type semiconducting behavior with electron mobility up to 0.16 cm2?V?1?s?1 after thermal annealing under N2 atmosphere. Moreover, thin film of DAPDCV also shows stable n‐type transporting property in air with mobility reaching 0.078 cm2?V?1?s?1. 相似文献
14.
Thomas M. Klapötke Prof. Dr. Alexander Penger Susanne Scheutzow Lukáš Vejs 《无机化学与普通化学杂志》2008,634(15):2994-3000
The title compound, 1,3‐dinitramino‐2‐nitroxy‐propane ( 1 ) was prepared in high yield (85 %) and characterized by multinuclear NMR (1H, 13C, 14N) and vibrational (IR, Raman) spectroscopy. The molecular structure in the solid state was elucidated by single crystal X‐ray diffraction. 1 crystallizes in the orthorhombic space group Pnma with a crystal density of ρ = 1.798 g cm?3. Compound 1 melts at 166 °C and decomposes at 168 °C. The impact (7 J), friction (96 N) and electrostatic discharge sensitivities (0.6 J) were determined experimentally. The detonation parameters of 1 were calculated using a combined quantum chemical (CBS‐4M) calculation and a chemical equilibrium calculation based on the steady‐state model of detonation: Q = ?5998 kJ kg?1, P = 339 kbar, D = 8895 m s?1. The experimentally determined detonation velocity (fiber optic method) agrees well with the calculated values. In comparison with picric acid (PA) and nitropenta (PETN), compound 1 shows superior detonation characteristics when detonated in a confined space. 相似文献
15.
Tae Wan Lee Dae Hee Lee Jicheol Shin Min Ju Cho Dong Hoon Choi 《Journal of polymer science. Part A, Polymer chemistry》2013,51(24):5280-5290
Novel naphtho[1,2‐b:5,6‐b′]dithiophene (NDT) and diketopyrrolopyrrole (DPP)‐containing donor‐acceptor conjugated polymers (PNDTDPPs) with different branched side chains were synthesized via Pd(0)‐catalyzed Stille coupling reaction. Octyldodecyl (OD) and dodecylhexadecyl (DH) groups were tethered to the DPP units as the side chains. The soluble fraction of PNDTDPP‐OD polymer in chloroform has much lower molecular weight than that of PNDTDPP‐DH polymer. PNDTDPP‐DH polymer bearing relatively longer DH side chains exhibited much better charge‐transport behavior than PNDTDPP‐OD polymer with shorter OD side chains. The thermally annealed PNDTDPP‐DH polymer thin films exhibited an outstanding charge carrier mobility of ~1.32 cm2 V?1 s?1 (Ion/Ioff ~ 108) measured under ambient conditions, which is almost six times higher than that of thermally annealed PNDTDPP‐OD polymer thin films. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013 , 51, 5280–5290 相似文献
16.
Production of Hydrogen by Glycerol Photoreforming Using Binary Nitrogen–Metal‐Promoted N‐M‐TiO2 Photocatalysts
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The need for renewable energy focuses attention on hydrogen obtained by using sustainable and green methods. The sustainable compound glycerol can be used for hydrogen production by heterogeneous photocatalysis. A novel approach involves the promotion of the TiO2 photocatalyst with a binary combination of nitrogen and transition metal. We report the synthesis and spectroscopic characterization of the new N‐M‐TiO2 photocatalysts (M=none, Cr, Co, Ni, Cu), and the photocatalytic reforming of glycerol to hydrogen under ambient conditions and near‐UV or visible light versus benchmark P25 TiO2. In units of activity μmol m?2 h?1, N‐Ni‐TiO2 is five‐fold more active than P25, and N‐Cu‐TiO2 is 44‐fold more active. The photocatalytic activity of N‐M‐TiO2 increases from Cr to Co and Ni, whereas the photoluminescence decreases; the change in activity is due to the modulation of charge recombination. 相似文献
17.
Effect of Extended π‐Conjugation Structure of Donor–Acceptor Conjugated Copolymers on the Photoelectronic Properties
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Meng Wang Shaowei Shi Di Ma Keli Shi Chen Gao Liwei Wang Gui Yu Yongfang Li Xiaoyu Li Haiqiao Wang 《化学:亚洲杂志》2014,9(10):2961-2969
New donor–acceptor conjugated copolymers based on alkylthienylbenzodithiophene (BDTT) and alkoxynaphthodithiophene (NDT) have been synthesized and compared with their benzo[1,2‐b:4,5‐b′]dithiophene (BDT)‐based analogues to investigate the effect of the extended π conjugation of the polymer main chain on the physicochemical properties of the polymers. A systematic investigation into the optical properties, energy levels, field‐effect transistor characteristics, and photovoltaic characteristics of these polymers was conducted. Both polymers demonstrated enhanced photovoltaic performance and increased hole mobility compared with the BDT‐based analogue. However, the BDTT‐based polymer (with π‐conjugation extension perpendicular to main chain) gave the highest power conversion efficiency of 5.07 % for the single‐junction polymer solar cell, whereas the NDT‐based polymer (with π‐conjugation extension along the main chain) achieved the highest hole mobility of approximately 0.1 cm2 V?1 s?1 based on the field‐effect transistor; this indicated that extending the π conjugation in different orientations would have a significant influence on the properties of the resulting polymers. 相似文献
18.
Youwen Liu Ming Cheng Zhihai He Bingchuan Gu Chong Xiao Tengfei Zhou Zaiping Guo Jiandang Liu Haiyan He Bangjiao Ye Bicai Pan Yi Xie 《Angewandte Chemie (International ed. in English)》2019,58(3):731-735
Nitrate is a raw ingredient for the production of fertilizer, gunpowder, and explosives. Developing an alternative approach to activate the N≡N bond of naturally abundant nitrogen to form nitrate under ambient conditions will be of importance. Herein, pothole‐rich WO3 was used to catalyse the activation of N≡N covalent triple bonds for the direct nitrate synthesis at room temperature. The pothole‐rich structure endues the WO3 nanosheet more dangling bonds and more easily excited high momentum electrons, which overcome the two major bottlenecks in N≡N bond activation, that is, poor binding of N2 to catalytic materials and the high energy involved in this reaction. The average rate of nitrate production is as high as 1.92 mg g?1 h?1 under ambient conditions, without any sacrificial agent or precious‐metal co‐catalysts. More generally, the concepts will initiate a new pathway for triggering inert catalytic reactions. 相似文献
19.
Multifunctional Nitrogen‐Doped Carbon Nanodots for Photoluminescence,Sensor, and Visible‐Light‐Induced H2 Production
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Dr. Pengju Yang Dr. Jianghong Zhao Dr. Jian Wang Dr. Huijuan Cui Li Li Prof. Dr. Zhenping Zhu 《Chemphyschem》2015,16(14):3058-3063
Herein, multifunctional N‐doped carbon nanodots (NCNDs) were prepared through the one‐step hydrothermal treatment of yeast. Results show that the NCNDs can be used as a new photocatalyst to drive the water‐splitting reaction under UV light. Moreover, the NCNDs can efficiently catalyze the hydrogen evolution reaction. Under visible‐light irradiation, Eosin Y‐sensitized NCNDs exhibit excellent activity for hydrogen evolution. The hydrogen evolution rate of NCNDs (without any modification and co‐catalyst) reaches 107.1 μmol h?1 (2142 μmol g?1 h?1). When Pt is loaded on the NCNDs, the hydrogen evolution rate reaches 491.2 μmol h?1 (9824 μmol g?1 h?1) under visible‐light irradiation. In addition, the NCNDs show excellent fluorescent properties and can be applied as a fluorescent probe for the sensitive and selective detection of Fe3+. 相似文献
20.
Dr. Shaodong Zhou Prof. Dr. Jilai Li Dr. Maria Schlangen Prof. Dr. Helmut Schwarz 《Angewandte Chemie (International ed. in English)》2016,55(38):11678-11681
The thermal reaction of diatomic tantalum nitride cation [TaN]+ with methane has been explored using FT‐ICR mass spectrometry complemented by high‐level quantum chemical calculation; based on this combined experimental/computational approach, mechanistic aspects of this novel, highly efficient C?N coupling process have been uncovered. In distinct contrast to [TaN]+, its lighter congeners [VN]+ and [NbN]+ are inert towards methane under ambient conditions, and the origins of the remarkably variable efficiencies of the three metal nitrides are uncovered by CCSD(T) calculations. 相似文献