Synthesis Of Polyacrylate Polymers Containing Pentaphenylpyrrole Side Group And Aggregation-Induced Emission Properties

A methacrylate monomer M-PPP containing pentaphenylpyrrole was designed and synthesized.Three homopolymer P₄?P₅?P₆ with different molecular weight,and five copolymers CP₁₁?CP₁₂?CP₁₄?CP₂₁?CP₄₁ were prepared through free radical homopolymerization of M-PPP and copolymerization of M-PPP and butyl methacrylate BMA.The structure of the monomer M-PPP was characterizaed and confirmed by¹H-NMR,IR,MS.The molecular weights of polymers were characterization by GPC,and the molar rations of M-PPP unit and BMA unit in the copolymers were calaulated based on the chemical shift and integrations of the CH₂ groups which are linked to oxygen atom.The monomer M-PPP and all of the polymers possess excellent thermostabilities with high thermal decomposition temperature above 300?.Both monomer-PPP and all of the polymers(P₁?P₂?P₃?CP₁₁?CP₁₂?CP₁₄?CP₂₁?CP₄₁)exhibit obvious aggregation-induced emission enhancement?AEE?properties in THF/H₂O mixtures.The fluorescence intensity of M-PPP began to increase when thw water fractiom reached to 60%,which mainly due to the M-PPP molecular aggregation in THF/H₂O mixtures with moderate non-solvent water.Fluorescence enhancement phenomenon of the corresponding polymers occur at water fraction of 20%,but the relative fluorescence intensities are smaller than that of the monomer M-PPP in THF/H₂O mixtures with the same water fraction,mainly because pentaphenylpyrrole side group aggregated and flexible main chain intertangled in the THF/H₂O mixtures,which could limit the motion of chromophore pentaphenylpyrrole and lead to the emission enhancement.Furthermore,because the content of chromophore pentaphenylpyrrole in polymers is lower than that in monomer M-PPP,the relative fluorescence intensities are less than that of M-PPP in the same measuring condition.And the copolymers would exhibit better AEE features when increasing the content of the chorophore pentaphenylpyrrole.Copolymer CP₁₁?CP₁₂?CP₁₄?CP₂₁?CP₄₁ could“ture-on”detecet lysine in THF/H₂O mixtures with water fraction 80%.