文献类型：期刊文献

英文题名：Regioselective synthesis of multifunctional dibenzo-heterocyclic dihydrophenazine derivatives: tunable excited-state structural relaxation and efficient red OLED host materials

作者：Kang, Kai[1,2];Zhang, Chunyan[1,2];Chen, Yi[3];Huang, Jinhai[3];Jin, Xin[1,2];Zhang, Zhiyun[1,2]

机构：[1]East China Univ Sci & Technol, Frontiers Sci Ctr Materiobiol & Dynam Chem, Feringa Nobel Prize Scientist Joint Res Ctr, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Frontiers Sci Ctr Materiobiol & Dynam Chem, Feringa Nobel Prize Scientist Joint Res Ctr, Joint Int Res Lab Precis Chem & Mol Engn, Shanghai 200237, Peoples R China;[3]Shanghai Taoe Chem Technol Co Ltd, Shanghai 200030, Peoples R China

年份：2026

外文期刊名：JOURNAL OF MATERIALS CHEMISTRY C

收录：;EI(收录号：20260920155496);WOS:【SCI-EXPANDED(收录号:WOS:001697890100001)】；

基金：This work was supported by NSFC/China (22335004, 22405086, 22475067 and 22175063), Science and Technology Commission of Shanghai Municipality (grant No. 24DX1400200), the Programme of Introducing Talents of Discipline to Universities (B16017).

语种：英文

外文关键词：Electronic structure - Organic light emitting diodes (OLED) - Regioselectivity - Synthesis (chemical) - Tantalum alloys

摘要：Heteroatom incorporation is a key strategy for tuning optoelectronic properties via electronic structure modulation. This study demonstrates that integrating spatial orientation and steric effects further extends this tunability. We report the regioselective C-N oxidative coupling of dihydrophenazine derivatives, yielding DPAC-h and DPAC-w series with distinct intramolecular environments. Condensed Fukui Function (CFF) analysis reveals that regioselectivity is driven by the preferential coupling of NH groups with electron-rich sites. We found that heterocyclic electronic effects, steric hindrance, and heteroatom orientation collectively govern excited-state structural relaxation, directly influencing the number of emission (single or dual) and energy levels. This mechanism is supported by fs-TA spectroscopy and theoretical calculations. Finally, guided by the principle of energy level matching, the optimized host DPAC-w-3,4-DBT enabled pure red OLEDs (624 nm) with a narrow FWHM of 48 nm and an EQEmax of 10%. This work transcends conventional heteroatom doping by synergizing electronic effects with spatial orientation, providing a predictive framework to manipulate excited-state dynamics and high-purity red OLEDs.