Benzo[b]selenophene/thieno[3,2-b]indole-Based N,S,Se-Heteroacenes for Hole-Transporting Layers

Nadezhda S. Demina; Nikolay A. Rasputin; Roman A. Irgashev; Alexey R. Tameev; Natalia V. Nekrasova; Gennady L. Rusinov; Jean-Michel Nunzi; Valery N. Charushin

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Benzo[b]selenophene/thieno[3,2-b]indole-Based N,S,Se-Heteroacenes for Hole-Transporting Layers

机译：苯并[B]硒/噻吩[3,2-B]基于吲哚N，S，Se-异丙烯酮用于空穴输送层

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Two series of new N,S,Se-heteroacenes, namely, 6H -benzo[4′,5′]selenopheno[2′,3′:4,5]thieno[3,2-b ]indoles and 12H -benzo[4″,5″]selenopheno[2″,3″:4′,5′]thieno[2′,3′4,5]thieno[3,2-b ]indoles, were successfully obtained using an effective strategy based on Fiesselmann thiophene and Fischer indole synthesis. The new molecules exhibit a large optical band gap (2.82 eV < E g) opt) < 3.23 eV) and their highest occupied molecular orbital (HOMO) energy formed by the plane π-core ranges between ?5.2 and ?5.6 eV, with the narrower optical band gap and lower HOMO level corresponding to selenated heteroacenes. In thin solid films of the heteroacenes, hole mobility measured using the conventional CELIV technique ranges between 10~(–5) and 10~(–4) cm~(2)·V~(–1)·s~(–1). All these make the proposed condensed-ring compounds a promising platform for the development of hole-transporting materials applicable in organic electronics.

机译：两种新的n，s，se-异丙烯，即6 h -benzo [4'，5'] selenopheno [2'，3'：4,5]噻ooo[3,2- b ]吲哚和12 h -benzo [4“，5”] Selenopheno [2“，3”：4'，5'] Thieno [2'，3'4,5] Thieno [3,2- B]吲哚，使用基于Fiesselmann噻吩和Fischer Indole合成的有效策略成功获得。新分子表现出大型光带隙（2.82eV 展开▼

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《ACS Omega》 |2020年第16期|共7页

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Nadezhda S. Demina; Nikolay A. Rasputin; Roman A. Irgashev; Alexey R. Tameev; Natalia V. Nekrasova; Gennady L. Rusinov; Jean-Michel Nunzi; Valery N. Charushin;
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1. Synthesis of New Conjugated Copolymers Containing 4,8-Bis(dodecyloxy)benzo[1,2-b:4,5-b']dithiophene/5,7-Bis(3,4- diethylthien-2-yl)-2,3-diphenylthieno[3,4-b]pyrazine and 4,8-Bis(dodecyloxy)benzo[1,2-b:4,5-b']dithiophene/4,6- Di(3,4-diethylthien-2-yl)-thieno[3,4-c] [1,2,5]thiadiazole Derivatives for Photovoltaic Applications [J] . M. L. Keshtov, V. S. Kochurov, Ganesh Datt Sharma Polymer science, Series B. Rapid communications reviews . 2013,第5a6期

机译：含4,8-双（十二烷氧基）苯并[1,2-b：4,5-b']二噻吩/ 5,7-双（3,4-二乙基噻吩-2-基）-2的新型共轭共聚物的合成3-二苯基噻吩并[3,4-b]吡嗪和4,8-双（十二烷氧基）苯并[1,2-b：4,5-b']二噻吩/ 4,6-二（3,4-二乙基噻吩-2 -yl）-thieno [3,4-c] [1,2,5]噻二唑衍生物在光伏领域的应用

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机译：用于高效钙钛矿太阳能电池的Indolo [3,2-B]吲哚基晶体传输材料

3. 14.2% Efficiency Dye-Sensitized Solar Cells by Co-sensitizing Novel Thieno[3,2-b]indole-Based Organic Dyes with a Promising Porphyrin Sensitizer [J] . Advanced energy materials . 2020,第15期

机译：通过有前景的卟啉增敏剂共同敏化新型以硫代[3,2-b]吲哚为基础的有机染料，使染料敏化太阳能电池的效率达到14.2％

4. Evaluation of the characteristics of the organic thin film solar cell fabricated by poly4,8-bis(2-ethylhexyloxy)-benzo1,2-b:4,5-b'dithiophene-2,6-diyl-alt-(4-octanoyl-5-fluoro-thieno3,4-bthiophene-2-carboxylate)-2,6-diyl/6,6-phenyl-Csub71 [C] . Tatsushi Komura, Kannappan Santhakumar, Palanisamy Kumar, Organic photovoltaics XIII. . 2012

机译：聚4,8-双（2-乙基己氧基）-苯并1,2-b：4,5-b'二噻吩-2,6-二基-alt制备的有机薄膜太阳能电池的特性评估-（4-辛酰基-5-氟噻吩并3,4-b噻吩-2-羧酸酯）-2,6-二基 / 6,6-苯基-C _71＆

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机译：含有噻吩并[3,2-b]噻吩和噻吩并[3,2-b]呋喃的共轭低聚物的结构-性质关系

6. Effect of Flank Rotation on the Photovoltaic Properties of Dithieno[2,3-d:2′,3′-d′]benzo[1,2-b:4,5-b′]dithiophene-Based Narrow Band Gap Copolymers [O] . Mingjing Zhang, Liangjian Zhu, Pengzhi Guo, 2018

机译：侧面旋转对双噻吩[2,3-d：2'，3'-d']苯并[1,2-b：4,5-b']二噻吩基窄带隙共聚物光伏性能的影响

7. Benzobselenophene/thieno3,2-bindole-Based N,S,Se-Heteroacenes for Hole-Transporting Layers [O] . Nadezhda S. Demina, Nikolay A. Rasputin, Roman A. Irgashev, 2020

机译：苯并B硒/噻吩3,2-B基于吲哚N，S，Se-异丙烯酮用于空穴输送层

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2. 基于1H-1,2,4-三氮唑和苯并1,2-b:4,5-b’二噻吩衍生物的聚合物合成及性能 [J] . 刘海路 ,贺平祥 . 现代盐化工 . 2020,第005期

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5. 苯并1,2-b:4,5-b'二噻吩-thieno 3,4-bthiadiazole导电性的理论研究 [J] . 邓理丹 ,苏宇 ,申明金 . 河南科学 . 2014,第003期

6. 含苯并异硒唑酮β-环糊精衍生物的合成及其SOD模拟酶的研究 [C] . 厉斌 . 全国第九届大环化学暨首届超分子化学学术讨论会 . 1998

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1. 并[3,2-b]二噻吩-苯并二(苯并硒二唑)共聚物及其制备方法和应用 [P] . 中国专利： CN103833985B . 2016.02.10

2. 含硒吩并3,2-b噻吩-苯并二(苯并噻二唑)共聚物及其制备方法和应用 [P] . 中国专利： CN103804653A . 2014-05-21

3. Furan and selenophene derivatized benzo 1,2-b:4,5-b′ dithiophene-thienothiophene based conjugated polymers for high-efficiency organic solar cells [P] . 外国专利： US9691986B2 . 2017-06-27

机译：呋喃和亚硒酚衍生的基于苯并[1,2-b：4,5-b']二噻吩-噻吩并噻吩的共轭聚合物，用于高效有机太阳能电池

4. Furan and Selenophene Derivatized Benzo 1,2-b:4,5-b' Dithiophene-Thienothiophene Based Conjugated Polymers For High-Efficiency Organic Solar Cells [P] . 外国专利： US2014151657A1 . 2014-06-05

机译：呋喃和硒吩衍生的苯并[1,2-b：4,5-b']二噻吩-噻吩并噻吩基共轭聚合物，用于高效有机太阳能电池

5. Foerfarande Foer framstaellning av terapeutiskt VERKSAM 9,10-dihydro-4H-benzo / 4,5 / cyclohepta / 1,2-b / selenophene-9-on was Science -10- [P] . 外国专利： FI89599B . 1993-07-15

机译：治疗有效的方法制备9,10-二氢-4H-苯并[4,5]环庚/ 1,2-b /硒9-9是科学-10-

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Benzo[b]selenophene/thieno[3,2-b]indole-Based N,S,Se-Heteroacenes for Hole-Transporting Layers

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