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1.
J Nanosci Nanotechnol ; 7(10): 3378-85, 2007 Oct.
Article in English | MEDLINE | ID: mdl-18330144

ABSTRACT

The manipulation and processing of single-wall carbon nanotubes (SWNTs) is limited by their poor solubility in most common solvents. Covalent sidewall functionalization of SWNTs provides an excellent route to improve their solubility. Here we have studied the relationship between sidewall functionalization and phase behavior of solutions of functionalized SWNTs (f-SWNTs) in strong acids. We use centrifugation in conjunction with UV-Vis-nlR spectroscopy to quantify the solubility of f-SWNTs in strong acids. We image the dispersions of functionalized tubes by polarized light microscopy. We find that adding butyl groups increases marginally the solubility of SWNTs in 102% sulfuric acid in the isotropic phase; adding 9-nonadecyne groups roughly doubles the solubility of SWNTs. Viscosity measurements in dilute solutions are sensitive to de-bundling. We compare the viscosity-concentration dependence of dilute pristine and f-SWNTs to assess whether and how functionalization promotes de-bundling and stabilizes the tubes. The phase behavior and rheology of these f-SWNTs parallels with that of pristine SWNTs; 9-nonadecylated SWNTs have higher solubility and should be easier to process.


Subject(s)
Acids/chemistry , Colloids/chemistry , Crystallization/methods , Nanotechnology/methods , Nanotubes, Carbon/chemistry , Nanotubes, Carbon/ultrastructure , Elasticity , Macromolecular Substances/chemistry , Materials Testing , Molecular Conformation , Particle Size , Rheology/methods , Solubility , Solvents/chemistry , Surface Properties , Viscosity
2.
J Am Chem Soc ; 128(35): 11322-3, 2006 Sep 06.
Article in English | MEDLINE | ID: mdl-16939233

ABSTRACT

Epoxidation of single-walled carbon nanotubes (SWNTs) may be carried out by the reaction of SWNTs with either trifluorodimethyldioxirane or 3-chloroperoxybenzoic acid; the resulting O-SWNTs are spectroscopically similar to those formed by ozonolysis. Quantification of the epoxide substituents is possible through the catalytic de-epoxidation reaction using MeReO3/PPh3 and the 31P NMR spectroscopy. The de-epoxidation methodology may be used to determine that wet air oxidation is preferable to either acid or O2/SF6 purification. We have demonstrated that previously assumed "pure" SWNTs are actually "doped" to a level of at least 1 oxygen per 250 carbon atoms.

3.
Org Lett ; 7(19): 4067-9, 2005 Sep 15.
Article in English | MEDLINE | ID: mdl-16146353

ABSTRACT

[reaction: see text] Carbon nanotube salts prepared by treating single-wall carbon nanotubes (SWNTs) with lithium in liquid ammonia react readily with aryl iodides to give SWNTs functionalized by aryl groups.

4.
J Nanosci Nanotechnol ; 5(7): 1035-40, 2005 Jul.
Article in English | MEDLINE | ID: mdl-16108423

ABSTRACT

Using the High Pressure carbon monoxide (HiPco) reactor we conducted an experiment on the effects of changing the catalyst concentration. With each catalyst concentration tested the resulting raw HiPco material was characterized for average SWNT lengths, SWNT diameters, residual iron particle size, and large fullerene content. We were able to determine trends in each of these characteristics as the catalyst concentration was changed. As the catalyst concentration was decreased SWNT lengths increased, SWNT diameters increased, the residual iron particle size increased, and the large fullerene content decreased. From these trends we have developed a Competitive Growth model for nucleation and growth of SWNTs via the HiPco process.


Subject(s)
Carbon Monoxide/chemistry , Nanotechnology/methods , Nanotubes, Carbon/chemistry , Catalysis , Fullerenes , Macromolecular Substances , Microscopy, Electron, Transmission , Models, Chemical , Nanostructures/analysis , Nanotubes, Carbon/analysis , Normal Distribution , Pressure
5.
J Phys Chem B ; 109(10): 4416-8, 2005 Mar 17.
Article in English | MEDLINE | ID: mdl-16851511

ABSTRACT

Large fullerenes and carbon-coated metal nanoparticles that are formed during the synthesis of carbon nanotubes have been functionalized by the addition of alkyl radicals and isolated by extraction into chloroform. The soluble, functionalized fullerenes have been isolated from raw single-wall carbon nanotube (SWNT) material prepared by laser oven, direct current arc, and high-pressure carbon monoxide production methods. Analyses of the extracted large fullerenes were carried out by thermogravimetric analysis, UV-vis-near-IR, laser desorption ionization mass spectrometry, and high-resolution transmission electron microscopy.

6.
Eur J Med Chem ; 38(5): 533-6, 2003 May.
Article in English | MEDLINE | ID: mdl-12767604

ABSTRACT

Oxidation of 2-pyridyl and 2-quinylhydrazones with iodobenzene diacetate (IBD) in dichloromethane yield 1-aryl/hetryl-1,2,4-trizolo-[4,3-a] pyridines (3a-f) and 1-aryl/hetryl-5-methyl-1,2,4-triazolo[4,3-a] quinolines (6a-f). Seven compounds were tested in vitro for their antibacterial activity. 1-(5'-Nitro-2-furyl)-5-methyl-1,2,4-triazolo[4,3-a]quinoline (6e) was associated with substantially higher antibacterial activity than some commercial antibiotics against Salmonella typhi at MIC i.e. 10 microg mL(-1).


Subject(s)
Anti-Bacterial Agents/chemical synthesis , Anti-Bacterial Agents/pharmacology , Iodobenzenes/chemistry , Pyridines/chemical synthesis , Pyridines/pharmacology , Quinolines/chemical synthesis , Quinolines/pharmacology , Acetates/chemistry , Bacillus/drug effects , Lactobacillus/drug effects , Microbial Sensitivity Tests , Pyridines/chemistry , Quinolines/chemistry , Salmonella typhi/drug effects
7.
Chem Rev ; 103(4): 1539-602, 2003 Apr.
Article in English | MEDLINE | ID: mdl-12683790
8.
Org Lett ; 5(9): 1471-3, 2003 May 01.
Article in English | MEDLINE | ID: mdl-12713301

ABSTRACT

Free radicals generated by decomposition of benzoyl peroxide in the presence of alkyl iodides have been used to derivatize small-diameter single-wall carbon nanotubes (HiPco tubes). The degree of functionalization, estimated by thermal gravimetric analysis, is as high as 1 in approximately 5 carbons in the nanotube framework. The derivatized nanotubes exhibits remarkably improved solubility in organic solvents. The attached groups can be removed by heating in an atmosphere of argon. Derivatization was also accomplished by treating SWNTs with various sulfoxides employing Fenton's reagent. [reaction: see text]

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