苯基膦酸酯共价修饰多壁碳纳米管的制备与表征
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摘要
3,5-二叔丁基苯酚通过溴化、磷酸化和锂-溴交换及阴离子phospha-Fries重排反应,合成了4,6-二叔丁基-2-羟基苯膦酸二乙酯,在碱性条件下,与酰氯化的多壁碳纳米管反应,制备苯基膦酸酯共价修饰的多壁碳纳米管(MWCNTs-COPPN)。核磁共振波谱、红外光谱和热重分析了产物的组成结构,并且对比了碳纳米管修饰前后的分散性。结果表明,苯基膦酸酯成功地对碳纳米管表面进行了有机修饰,有助于提高其在有机溶剂中的分散性。
Diethyl( 2-hydroxy-4,6-di-tert-butylphenyl) phosphonate was synthesized from 3,5-di-tert-butylphenol by bromination,phosphorylation,Li-Br exchange and anionic phospha-Fries rearrangement respectively. The multi-walled carbon nanotubes covalently modified with phenylphosphonate( MWCNTsCOPPN) was obtained by reacting the hydroxyl group of phenylphosphonate with acyl chloride of MWCNTs. Nuclear magnetic resonance,Fourier transform infrared spectra and thermogravimetric analysis were used to characterize chemical structures of products,and the dispersion of modified and unmodified MWCNTs were also compared. The result indicated that the multi-walled carbon nanotubes have been successfully modified with phenylphosphonate,and the dispersion is improved in organic solvent.
Diethyl( 2-hydroxy-4,6-di-tert-butylphenyl) phosphonate was synthesized from 3,5-di-tert-butylphenol by bromination,phosphorylation,Li-Br exchange and anionic phospha-Fries rearrangement respectively. The multi-walled carbon nanotubes covalently modified with phenylphosphonate( MWCNTsCOPPN) was obtained by reacting the hydroxyl group of phenylphosphonate with acyl chloride of MWCNTs. Nuclear magnetic resonance,Fourier transform infrared spectra and thermogravimetric analysis were used to characterize chemical structures of products,and the dispersion of modified and unmodified MWCNTs were also compared. The result indicated that the multi-walled carbon nanotubes have been successfully modified with phenylphosphonate,and the dispersion is improved in organic solvent.
引文
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[3] Liguo T,Demin C. Function and application of carbon nantubes in biomedicine[J]. Journal of Functional Materials,2009,40(2):177-180.
[4] Mohammad M,Karen W. Polymer nanocomposites containing carbon nanotubes[J]. Macromolecules,2006,39(16):5194-5205.
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[11] Bo L,Zujin S,Yongfu L,et al. Aqueous soluble single-wall carbon nanotube[J]. Chemistry Letters,2003,30(7):598-599.
[12]殷宪龙,段文贵,林桂汕,等.新型α-龙脑烯醛基噻二唑-膦酸酯化合物的合成及其抑菌活性[J].合成化学,2016,24(9):745-751.
[13] Michael R,Joshua G,Arnold R,et,al. Phosphoryl-rich flame-retardant ions(FRIONs):towards safer lithium-ion batteries[J]. Angewandte Chemie International Edition,2014,53(16):4173-4176.
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[16] Shanshan W,Nihal D,John P. An unusually unstable ortophosphinophenol and its use to prepare benzoxaphospholes having enhanced air-stability[J]. Dalton Transactions,2013,42(41):14866-14874.