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Facile multicomponent polymerizations toward unconventional luminescent polymers with readily openable small heterocycles
journal contribution
posted on 2018-05-14, 12:50 authored by Ting Han, Haiqin Deng, Zijie Qui, Zheng Zhao, Haoke Zhang, Hang Zou, Nelson L.C. Leung, Guogang Shan, Mark ElsegoodMark Elsegood, Jacky W.Y. Lam, Ben Zhong TangHeterocyclic polymers have gained enormous attention for their unique functionalities and wide applications. In contrast with the well-studied polymer systems with five- or six-membered heterocycles, functional polymers with readily openable small-ring heterocycles have rarely been explored due to their large synthetic difficulty. Herein, a facile one-pot multicomponent polymerization to such polymers is developed. A series of functional polymers with multisubstituted and heteroatom-rich azetidine frameworks are efficiently generated at room temperature in high atom economy from handy monomers. The four membered azetidine rings in the polymer skeletons can be easily transformed into amide and amidine moieties via a fast and efficient acid-mediated ring-opening reaction, producing brand-new polymeric materials with distinctive properties. All the as prepared azetidine-containing polymers exhibit intrinsic visible luminescence in the solid state under long-wavelength UV irradiation even without conventionally conjugated structures. Such unconventional luminescence is attributed to the clusteroluminogens formed by through-space electronic interactions of heteroatoms and phenyl rings. All the obtained polymers show excellent optical transparency, high and tunable refractive indices, low optical dispersions and good photopatternability, which make them promising materials in various advanced electronic and optoelectronic devices. The ring-opened polymers can also function as a lysosome-specific fluorescent probe in biological imaging.
Funding
This work was supported by the National Science Foundation of China (21788102, 21490570 and 21490574), the Research Grants Council of Hong Kong (16308116, 16305014 and 16303815), the Innovation and Technology Commission (ITC-CNERC14SC01) and the Science and Technology Plan of Shenzhen (JCYJ20160229205601482 and JCYJ20140425170011516).
History
School
- Science
Department
- Chemistry
Published in
Journal of the American Chemical SocietyVolume
140Issue
16Pages
5588-5598Citation
HAN, T. ...et al., 2018. Facile multicomponent polymerizations toward unconventional luminescent polymers with readily openable small heterocycles. Journal of the American Chemical Society, 140(16), pp 5588–5598.Publisher
© American Chemical SocietyVersion
- AM (Accepted Manuscript)
Publisher statement
This work is made available according to the conditions of the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) licence. Full details of this licence are available at: https://creativecommons.org/licenses/by-nc-nd/4.0/Acceptance date
2018-04-06Publication date
2018-04-09Notes
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of the American Chemical Society copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/jacs.8b01991ISSN
0002-7863Publisher version
Language
- en