Enhancing electron affinity and tuning band gap in donor-acceptor organic semiconductors by benzothiadiazole directed C-H borylation

被引：137

作者：

Crossley, D. L. ^{[1
]}

Cade, I. A. ^{[1
]}

Clark, E. R. ^{[1
]}

Escande, A. ^{[1
]}

Humphries, M. J. ^{[2
]}

King, S. M. ^{[2
]}

Vitorica-Yrezabal, I. ^{[1
]}

Ingleson, M. J. ^{[1
]}

Turner, M. L. ^{[1
]}

机构：

[1] Univ Manchester, Sch Chem, Manchester M13 9PL, Lancs, England

[2] Cambridge Display Technol Ltd, Unit 3, Cardinal Way PE29 2XG, Godmanchester, England

来源：

CHEMICAL SCIENCE | 2015年 / 6卷 / 09期

基金：

英国工程与自然科学研究理事会; 欧洲研究理事会; “创新英国”项目;

关键词：

CONJUGATED POLYMER-FILMS; SOLID-STATE FLUORESCENCE; LIGHT-EMITTING-DIODES; BODIPY DYES; PYRIDINE; DERIVATIVES; REACTIVITY; COMPLEXES; EMISSION;

D O I：

10.1039/c5sc01800e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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%.

引用

页码：5144 / 5151

页数：8

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