含受电子生色基团烯类单体 - 对乙烯氧基甲基苯甲腈的合成及其荧光“结构自猝灭”效应

含受电子生色基团烯类单体 对乙烯氧基甲基苯甲腈的合成及其荧光“结构自猝灭”效应杜福胜李福绵（北京大学化学学院北京１００８７１）关键词对乙烯氧基甲基苯甲腈，吸收光谱，荧光光谱，“结构自猝灭”效应我们曾经报道过一系列含有给电子荧光生色基团的丙烯酰类及马...

SYNTHESIS AND "STRUCTURAL SELF-QUENCHING EFFECT" OF VINYL MONOMERS BEARING ELECTRON-ACCEPTING CHROMOPHORE, p-VINYLOXYMETHYL BENZONITRILE

A vinyloxy monomer bearing of electron accepting chromophore, p-vinyloxymethylbenzonitrile (VOMBN) and its saturated model compound, p-ethoxymethylbenzonitrile (EOMBN), were synthesized. VOMBN can be cationically homopolymrized by initiation of Lewis acid such as BF_3·Et2O and copolymerized with maleic anhydride (MAn) using AIBN as an initiator. By fluorescence study, it has been found that the fluorescence in tensity of VOMBN is much lower than those of the copolymer P(Vo MAn) and EOMBN at the same chromophore concentration. This means that a “ Structural Self Quenching Effect”(SSQE) has been also observed in VOMBN, which is attributed to the charge transfer interaction between the electron accepting cyanophenyl chromophore and the electron donating vinyloxy group in the same molecule upon UV irradiation. The fluorescence of EOMBN and P(Vo MAn) can be quenched by a series of electron rich vinyloxy compounds such as dihydrofuran (2H furan), dihydropyran (2H pyran), furan and ethyl vinyl ether(EVE), which do not have chromophore moieties. It is found that the higher the electron donating ability of the quenchers which are represented by their ionization potentials, the higher the quenching efficiency.