Sidewall Carboxylic Acid Functionalization of Single-Walled Carbon Nanotubes
| Autor: | Valery N. Khabashesku, John L. Margrave, Lawrence B. Alemany, Haiqing Peng |
|---|---|
| Rok vydání: | 2003 |
| Předmět: |
chemistry.chemical_classification
Carboxylic acid Ethylenediamine General Chemistry Cyclohexylamine Carbon nanotube Glutaric acid Biochemistry Catalysis law.invention chemistry.chemical_compound symbols.namesake Colloid and Surface Chemistry chemistry law Attenuated total reflection Amide Polymer chemistry symbols Organic chemistry Raman spectroscopy |
| Zdroj: | Journal of the American Chemical Society. 125:15174-15182 |
| ISSN: | 1520-5126 0002-7863 |
| DOI: | 10.1021/ja037746s |
| Popis: | The reactions of single-walled carbon nanotubes (SWNTs) with succinic or glutaric acid acyl peroxides in o-dichlorobenzene at 80-90 degrees C 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 SOCl(2) 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 (13)C 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. |
| Databáze: | OpenAIRE |
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