Affiliation:
1. Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education College of Chemistry Xiangtan University 411105 Xiangtan P. R. China
2. Key Laboratory of Photochemical Conversion and Optoelectronic Materials Technical Institute of Physics and Chemistry Chinese Academy of Sciences 100190 Beijing P. R. China
3. Department of Chemistry University of Cambridge CB2 1EW Cambridge UK
Abstract
AbstractTwo novel N‐doped nonalternant nanoribbons (NNNR‐1 and NNNR‐2) featuring multiple fused N‐heterocycles and bulky solubilizing groups were prepared via bottom‐up solution synthesis. NNNR‐2 achieves a total molecular length of 33.8 Å, which represents the longest soluble N‐doped nonalternant nanoribbon reported to date. The pentagon subunits and doping of N atoms in NNNR‐1 and NNNR‐2 have successfully regulated their electronic properties, achieving high electron affinity and good chemical stability enabled by the nonalternant conjugation and electronic effects. When applied a laser pulse of 532 nm, the 13‐rings nanoribbon NNNR‐2 shows outstanding nonlinear optical (NLO) responses, with the nonlinear extinction coefficient of 374 cm GW−1, much higher than those of NNNR‐1 (96 cm GW−1) and the well‐known NLO material C60 (153 cm GW−1). Our findings indicate that the N‐doping of nonalternant nanoribbons is an effective strategy to access another type of excellent material system for high‐performance NLO applications, which can be extended to construct numerous heteroatom‐doped nonalternant nanoribbons with fine‐tunable electronic properties.
Funder
National Natural Science Foundation of China