title: The 1,3-dipolar cycloaddition reaction in the functionalization of carbon nanofibers.
abstract: Carbon nanofibers were functionalized using a reaction scheme described in the literature for 1,3-dipolar cycloaddition of azomethine ylides generated in situ by the condensation of an alpha-amino acid and an aldehyde. The reagents used were Z-Gly-OH and paraformaldehyde. Their reaction with carbon nanofibers was studied as a solid mixture by controlled heating in the DSC. An oxazolidinone intermediate was formed as the major product. Z-Gly-OH and paraformaldehyde were also reacted with a model compound (anthracene) in DMF solution leading to the formation of a considerable amount of anthraquinone. These studies suggested that, under the conditions investigated, the 1,3-dipolar cycloaddition reaction was not favoured, and the main result of functionalization was the formation of quinone-type groups as a consequence of an oxidation process.
authors.affiliation: Departamento de Engenharia de Polímeros, Instituto de Polímeros e Compósitos, Universidade do Minho, 4800-058 Guimarães, Portugal.
authors.forename: R
authors.initials: R
authors.lastname: Araújo
authors.forename: F M
authors.initials: FM
authors.lastname: Fernandes
authors.forename: M F
authors.initials: MF
authors.lastname: Proença
authors.forename: C J R
authors.initials: CJ
authors.lastname: Silva
authors.forename: M C
authors.initials: MC
authors.lastname: Paiva
mesh_terms: D001391:Azo Compounds / Q000737:chemistry*; D003460:Crystallization / Q000379:methods*; D046911:Macromolecular Substances / Q000737:chemistry; D008422:Materials Testing; D008968:Molecular Conformation; D036103:Nanotechnology / Q000379:methods*; D037742:Nanotubes, Carbon / Q000737:chemistry* / Q000648:ultrastructure*; D010316:Particle Size; D013499:Surface Properties; D013882:Thiosemicarbazones / Q000737:chemistry*
chemical_list: D001391:Azo Compounds; D046911:Macromolecular Substances; D037742:Nanotubes, Carbon; D013882:Thiosemicarbazones; C512188:azomethine