Versatile Room‐Temperature‐Phosphorescent Materials Prepared from N‐Substituted Naphthalimides: Emission Enhancement and Chemical Conjugation

Xiaofeng Chen(University of Science and Technology of China), Cheng Xu(University of Science and Technology of China), Tao Wang(University of Science and Technology of China), Cao Zhou(University of Science and Technology of China), Jiajun Du(University of Science and Technology of China), Zhongping Wang(University of Science and Technology of China), Hangxun Xu(University of Science and Technology of China), Tongqing Xie(University of Science and Technology of China), Guo‐Qiang Bi(University of Science and Technology of China), Jun Jiang(University of Science and Technology of China), Xuepeng Zhang(University of Science and Technology of China), J. N. Demas(University of Virginia), Carl Trindle(University of Virginia), Yi Luo(University of Science and Technology of China), Guoqing Zhang(University of Science and Technology of China)
Angewandte Chemie International Edition
July 7, 2016
10.1002/anie.201601252
Cited by 441

Abstract

Purely organic materials with room-temperature phosphorescence (RTP) are currently under intense investigation because of their potential applications in sensing, imaging, and displaying. Inspired by certain organometallic systems, where ligand-localized phosphorescence ((3) π-π*) is mediated by ligand-to-metal or metal-to-ligand charge transfer (CT) states, we now show that donor-to-acceptor CT states from the same organic molecule can also mediate π-localized RTP. In the model system of N-substituted naphthalimides (NNIs), the relatively large energy gap between the NNI-localized (1) π-π* and (3) π-π* states of the aromatic ring can be bridged by intramolecular CT states when the NNI is chemically modified with an electron donor. These NNI-based RTP materials can be easily conjugated to both synthetic and natural macromolecules, which can be used for RTP microscopy.

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