posted on 2018-05-14, 12:50authored byTing 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 Tang
Heterocyclic 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 Society
Volume
140
Issue
16
Pages
5588-5598
Citation
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.
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