Journal
POLYMER CHEMISTRY
Volume 7, Issue 34, Pages 5436-5444Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6py01011c
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Funding
- National Basic Research Program of China (973 Program) [2013CB834701, 2013CB834702]
- National Science Foundation of China [21490570, 21490574]
- University Grants Committee of Hong Kong [AoE/P-03/08]
- Research Grants Council of Hong Kong [16305014, 16303815]
- Innovation and Technology Commission [ITC-CNERC14SC01]
- Nissan Chemical Industries Ltd.
- Guangdong Innovative Research Team Program [201101C0105067115]
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A novel polymerization route for the synthesis of multi-substituted poly(isoquinoline)s is introduced. The polyannulations of internal diynes and O-acyloxime derivatives are catalyzed by [Cp*RhCl2](2) with Cu(OAc)(2)center dot H2O as the oxidant in a methanol/THF mixture at 105 degrees C for 12 h, generating poly(isoquinoline) s containing fused heterocyclic rings with high molecular weights (up to 18 340) in almost quantitative yields. This polymerization is tolerant to stoichiometric imbalance and various functional groups, and is environmentally friendly with acetic acid as the only by-product. Most of the polymers are soluble and transparent in the visible light region (400-800 nm). Their thin films exhibit high refractive indices (RI = 1.832-1.571) in a wide wavelength region of 400-1000 nm. The poly(isoquinoline) carrying tetraphenyl-ethene units is highly emissive in the aggregated state, and can generate discernible photopatterns upon UV irradiation. It can also function as a sensitive fluorescent chemosensor for detecting nitro-aromatic explosives such as picric acid in a superamplification manner.
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