Sensing properties of light-emitting single walled carbon nanotubes prepared via click chemistry of ylides bound to the nanotube surface

Sensing properties of light-emitting single walled carbon nanotubes prepared via click chemistry of ylides bound to the nanotube surface
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DOI:
10.1039/c5ra04330a
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发表时间:
2015-01-01
期刊:
影响因子:
3.9
通讯作者:
Coleman, K. S.
Coleman, K. S.
中科院分区:
化学3区
文献类型:
--
作者:
Bayazit, M. K.;Palsson, L. O.;Coleman, K. S.

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吡啶烷功能化单壁碳纳米管(SWCNTs)由简单的季吡啶盐共价结合到SWCNTs表面,与二甲基乙炔二羧酸盐以“点击”化学方式进行1,3偶极环加成,生成吲哚嘧啶修饰的发光SWCNTs。利用XPS、荧光光谱和光学显微镜证实了季吡啶盐在swcnts表面转化为吲哚嘧啶。结果发现,当在330 nm处激发时,得到的改性SWCNTs会发出蓝光。通过硝基芳香族化合物进行的荧光猝灭实验表明,改性SWCNTs的荧光在溶液状态和固体状态下都被硝基酚衍生物猝灭,这可能是由于宿主分子和客体分子之间的强h键相互作用。利用热重-质谱、红外光谱和紫外-可见-近红外光谱进一步表征了功能化的SWCNTs。
Pyridinium ylide functionalized single-walled carbon nanotubes (SWCNTs) generated from simple quaternary pyridinium salts covalently bound to the SWCNT surface undergo a 1, 3 dipolar cycloaddition with dimethyl acetylenedicarboxylate in a 'click' chemistry type fashion to yield indolizine modified light-emitting SWCNTs. Conversion of quaternary pyridinium salts into indolizines on the SWCNT surface was confirmed by XPS, fluorescence spectroscopy and optical microscopy. The resulting modified SWCNTs were found to emit blue light when excited at 330 nm. Fluorescence quenching experiments performed via nitroaromatic compounds displayed that the fluorescence of the modified SWCNTs was quenched by nitrophenol derivatives in both solution-state and solid-state, probably due to strong H-bonding interaction between host and guest molecules. The functionalized SWCNTs were further characterized using TGA-MS, FTIR and UV-vis-NIR spectroscopy.