期刊
POLYMER CHEMISTRY
卷 8, 期 8, 页码 1393-1403出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6py02165d
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资金
- National Basic Research Program of China (973 Program) [2013CB834701, 2013CB834702]
- University Grants Committee of Hong Kong [AoE/P-03/08]
- National Science Foundation of China [21490570, 21490574]
- Research Grants Council of Hong Kong [16308116, 16305014, 16303815]
- Innovation and Technology Commission [ITC-CNERC14S01, ITCRD/9]
- Guangdong Innovative Research Team Program [201101C0105067115]
The development of new polymerization reactions conducted under monomer non-stoichiometric conditions has great academic and industrial significance. Herein we report such a new route for synthesizing functional polynaphthalenes (PNs). The polycoupling reactions of benzoic acid and its derivatives (1) with 4,4'-(1,6-hexylenedioxy) bis(diphenylacetylene) (2) proceed smoothly in o-xylene in the presence of [ Cp* IrCl2](2) and Ag2CO3 at 140 degrees C, generating multisubstituted PNs with high molecular weights (M-w up to 228 700) in high yields (up to 98%). The effect of monomer stoichiometry on the polymerization was systematically investigated and the best result was obtained at a molar feed ratio of 1 : 2 of 2 : 1. The associated mechanism for the monomer non-stoichiometry enhancement effect was proposed. All the obtained PNs show good thermal stability and excellent optical transparency. They possess good film-forming ability and their thin films exhibit high refractive indices (n = 1.7653-1.6354). Polymers constructed from non-emissive monomers show light emission in solutions due to the generation of fluorophores in situ during the polymerization. The polymer carrying a tetraphenylethene motif is weakly emissive in solution but emits intensely when aggregated, demonstrating a phenomenon of aggregation-induced emission. The efficient solid-state emission and good photosensitivity enable it to be utilized as a material for fabricating two-dimensional fluorescent photopatterns by irradiating its thin films under UV light through copper masks.
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