Sidewall carboxylic acid functionalization of single-walled carbon nanotubes
Sidewall carboxylic acid functionalization of single-walled carbon nanotubes
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DOI：
10.1021/ja037746s
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发表时间：
2003-12-10
影响因子：
15
通讯作者：
Khabashesku, VN
中科院分区：
文献类型：
--
作者：
Peng, HQ;Alemany, LB;Khabashesku, VN
单壁碳纳米管（SWNTs）与琥珀酸或谷氨酸酰基过氧化物在邻二氯苯中在80-90 ℃下的反应导致分别在SWNTs的侧壁上添加2-羧乙基或3-羧丙基。这些酸官能化的SWNT通过用SOCl 2衍生化转化为酰氯，然后转化为具有末端二胺如乙二胺、4，4 '-亚甲基双（环己胺）和二乙基甲苯二胺的酰胺。酸官能化的单壁碳纳米管和酰胺衍生物的一组材料表征方法，包括衰减全反射（ATR）FTIR，拉曼和固态C-13 NMR光谱，透射电子显微镜（TEM），和热重-质谱（TG-MS）进行了表征。在TG-MS数据的基础上，用酸封端的基团的SWNT侧壁官能化的程度估计为1/24个碳。与原始的SWNT相比，酸官能化的SWNT在极性溶剂例如醇和水中显示出改善的溶解度，这使得它们能够加工成聚合物复合材料结构以及用于各种生物医学应用。
The reactions of single-walled carbon nanotubes (SWNTs) with succinic or glutaric acid acyl peroxides in o-dichlorobenzene at 80-90 degreesC resulted in the addition of 2-carboxyethyl or 3-carboxypropyl groups, respectively, to the sidewalls of the SWNT. These acid-functionalized SWNTs were converted to acid chlorides by derivatization with SOCl2 and then to amides with terminal diamines such as ethylenediamine, 4,4'-methylenebis(cyclohexylamine), and diethyltoluenediamine. The acid-functionalized SWNTs and the amide derivatives were characterized by a set of materials characterization methods including attenuated total reflectance (ATR) FTIR, Raman and solid state C-13 NMR spectroscopy, transmission electron microscopy (TEM), and thermal gravimetry-mass spectrometry (TG-MS). The degree of SWNT sidewall functionalization with the acid-terminated groups was estimated as 1 in 24 carbons on the basis of TG-MS data. In comparison with the pristine SWNTs, the acid-functionalized SWNTs show an improved solubility in polar solvents, for example, alcohols and water, which enables their processing for incorporation into polymer composite structures as well as for a variety of biomedical applications.