Enhancing electron affinity and tuning band gap in donor-acceptor organic semiconductors by benzothiadiazole directed C-H borylation.
Enhancing electron affinity and tuning band gap in donor-acceptor organic semiconductors by benzothiadiazole directed C-H borylation.
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DOI：
10.1039/c5sc01800e
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发表时间：
2015-09-01
期刊：
影响因子：
8.4
通讯作者：
Turner ML
中科院分区：
文献类型：
--
作者：
Crossley DL;Cade IA;Clark ER;Escande A;Humphries MJ;King SM;Vitorica-Yrezabal I;Ingleson MJ;Turner ML
使用BCl 3和苯并噻二唑的亲电硼基化以引导相邻芳族单元的C-H官能化产生具有最小改变的HOMO能量但显著降低的LUMO能量的稠合硼环材料。使用BCl 3和苯并噻二唑来引导相邻芳族单元的C-H官能化的亲电硼基化产生具有最小改变的HOMO能级但显著降低的LUMO能级的稠合硼环材料。使用Al（烷基）3或Zn（芳基）2在硼处的原位烷基化和芳基化是容易的，并且提供对质子溶剂（包括水）具有优异稳定性的硼杂环，并且显示大的红移，导致固态的远红/NIR发射，量子产率高达34%。报道了溶液制造的具有远红光/NIR电致发光的OLED，其中EQE> 0.4%。
Electrophilic borylation using BCl3 and benzothiadiazole to direct the C–H functionalisation of an adjacent aromatic unit produces fused boracyclic materials with minimally changed HOMO energies but significantly reduced LUMO energies. Electrophilic borylation using BCl3 and benzothiadiazole to direct the C–H functionalisation of an adjacent aromatic unit produces fused boracyclic materials with minimally changed HOMO energy levels but significantly reduced LUMO energy levels. In situ alkylation and arylation at boron using Al(alkyl)3 or Zn(aryl)2 is facile and affords boracycles that possess excellent stability towards protic solvents, including water, and display large bathochromic shifts leading to far red/NIR emission in the solid state with quantum yields of up to 34%. Solution fabricated OLEDs with far red/NIR electroluminescence are reported with EQEs > 0.4%.
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