ja8b01991_si_002.cif (568.02 kB)
Facile Multicomponent Polymerizations toward Unconventional Luminescent Polymers with Readily Openable Small Heterocycles
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posted on 2018-04-09, 00:00 authored by Ting Han, Haiqin Deng, Zijie Qiu, Zheng Zhao, Haoke Zhang, Hang Zou, Nelson L. C. Leung, Guogang Shan, Mark R. J. 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.
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phenyl ringspolymers showas-prepared azetidine-containing polymers exhibitacid-mediated ring-opening reactionsix-membered heterocyclespolymer skeletonsheteroatom-rich azetidine frameworkslong-wavelength UV irradiationUnconventional Luminescent Polymersfour-membered azetidine ringsone-pot multicomponent polymerizationwell-studied polymer systemsring-opened polymersopenable small-ring heterocyclesatom economyamidine moietiesHeterocycles Heterocyclic polymersFacile Multicomponent Polymerizationsoptoelectronic devicesroom temperature
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