The 1,3-dipolar cycloaddition reaction in the functionalization of carbon nanofibers.
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.
Araújo
R
R
Departamento de Engenharia de Polímeros, Instituto de Polímeros e Compósitos, Universidade do Minho, 4800-058 Guimarães, Portugal.
Fernandes
F M
FM
Proença
M F
MF
Silva
C J R
CJ
Paiva
M C
MC
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*
D001391:Azo Compounds; D046911:Macromolecular Substances; D037742:Nanotubes, Carbon; D013882:Thiosemicarbazones; C512188:azomethine