- Benzothieno [3, 2-b] benzothiophene-like hole transport material and preparation method and application thereof
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The invention discloses a benzothieno [3, 2-b] benzothiophene-like hole transport material as well as a preparation method and application thereof. According to the invention, a benzo five-membered ring [3, 2-b] benzo five-membered ring (BXBY)-based hole
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- Benzothienobenzo five-membered heterocyclic material as well as preparation method and application thereof
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The invention discloses a benzothienobenzo five-membered heterocyclic material as well as a preparation method and application thereof. The material has a structural general formula shown in the description, wherein aromatic rings Ar1 and Ar2 are respectively and independently selected from substituted or unsubstituted aryl or heteroaryl, R1-R8 are respectively and independently selected from hydrogen, aromatic substituent groups or aliphatic substituent groups, and X is selected from oxygen, sulfur, selenium and substituted heteroatom rings. Through introduction of benzo five-membered heterocycle, accumulation between materials can be effectively improved, and the compound adopts a planar rigid structure, so that high electron mobility can be shown, and stability can be improved. Proper electron withdrawing groups are adopted as peripheral groups to regulate HOMO and LUMO energy levels, so that injection energy barriers are reduced, and the turn-on voltage is reduced; asymmetric modification is beneficial to increase of dipole moment, increase of molecular triplet state energy level, blocking of excitons and reduction of quenching of effective excitons in a transport layer, and the material has the advantages of high carrier mobility, excellent device performance, good stability and the like when being used as an electron transport material of an organic electroluminescent device.
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Paragraph 0078; 0080; 0082
(2021/07/17)
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- Bis(diphenylamino)-benzo[4,5]thieno[3,2-b]benzofuran as hole transport material for highly efficient RGB organic light-emitting diodes with low efficiency roll-off and long lifetime
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In this work, a novel hole transport material (HTM) based on benzo[4,5]thieno[3,2-b]benzofuran (BTBF) core with diphenylamine group, BTBF-DPA, was synthesized and systematically studied. BTBF-DPA showed high carrier mobility, good thermal stability and high triplet energy as 2.99 eV. Green phosphorescent organic light-emitting diodes (PhOLEDs) using BTBF-DPA were fabricated which displayed outstanding electroluminescent performance with a low turn-on voltage of 2.4 V, the maximum current efficiency (CE) of 123.6 cd A?1, power efficiency (PE) of 136.6 lm W?1, and external quantum efficiency (EQE) of 34.1%. Red PhOLEDs with BTBF-DPA also demonstrated a maximum PE of 40.1 lm W?1, and EQE of 24.9% with a low turn-on voltage of 2.3 V. Besides, blue fluorescence OLEDs presented a maximum PE of 4.9 lm W?1, EQE of 5.2% and small efficiency roll-off of 11.5% at 10000 cd m?2. RGB-OLEDs with BTBF-DPA outperformed the reference devices based on NPB as HTM that has been widely utilized. What's more, life-time of RGB OLEDs were T99 = 70 h at 10000 cd m?2, T70 = 60 h at 10000 cd m?2, T80 = 125 h at 5000 cd m?2, respectively. These results imply that BTBF-DPA is a promising HTM for OLEDs.
- Ali, Muhammad Umair,Fang, Daqi,He, Yaowu,Meng, Hong,Miao, Jingsheng,Shi, Ming,Sun, Yue,Wang, Tao,Wang, Yunrui,Zhang, Tian
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- Synthesis of C2 Substituted Benzothiophenes via an Interrupted Pummerer/[3,3]-Sigmatropic/1,2-Migration Cascade of Benzothiophene S-Oxides
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Functionalized benzothiophenes are important scaffolds found in molecules with wide ranging biological activity and in organic materials. We describe an efficient, metal-free synthesis of C2 arylated, allylated, and propargylated benzothiophenes. The reaction utilizes synthetically unexplored yet readily accessible benzothiophene S-oxides and phenols, allyl-, or propargyl silanes in a unique cascade sequence. An interrupted Pummerer reaction between benzothiophene S-oxides and the coupling partners yields sulfonium salts that lack aromaticity and therefore allow facile [3,3]-sigmatropic rearrangement. The subsequently generated benzothiophenium salts undergo a previously unexplored 1,2-migration to access C2 functionalized benzothiophenes.
- He, Zhen,Shrives, Harry J.,Fernández-Salas, José A.,Abengózar, Alberto,Neufeld, Jessica,Yang, Kevin,Pulis, Alexander P.,Procter, David J.
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supporting information
p. 5759 - 5764
(2018/04/10)
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- Efficient access to 2-aryl-3-substituted benzo[b]thiophenes
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(Chemical Equation Presented) Benzo[b]thiophene derivatives are important in part because of their use as selective estrogen receptor modulators. They are usually synthesized by intramolecular cyclization. Here, we propose a method for the synthesis of 2-
- David, Emilie,Perrin, Julie,Pellet-Rostaing, Stephane,Fournier Dit Chabert, Jeremie,Lemaire, Marc
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p. 3569 - 3573
(2007/10/03)
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