Synthesis and characterization of novel dendrons bearing amino-nitro-substituted azobenzene units and oligo(ethylene glycol) spacers: thermal, optical properties, Langmuir blodgett films and liquid-crystalline behaviour.
In this work, we report the synthesis and characterization of a novel series of first and second generation Fréchet type dendrons bearing amino-nitro substituted azobenzene units and tetra(ethylene glycol) spacers. These compounds were fully characterized by FTIR, 1H and 13C-NMR spectroscopies, and their molecular weights were determined by MALDI-TOF-MS. The thermal properties of the obtained dendrons were studied by TGA and DSC and their optical properties by absorption spectroscopy in solution and cast film. Molecular calculations were performed in order to determine the optimized geometries of these molecules in different environments. Besides, Langmuir and Langmuir Blodgett films were prepared with the first generation dendrons that were shown to be amphiphilic. Finally, some of the dendrons showed a liquid crystalline behaviour, which was studied by light polarized microscopy as a function of the temperature in order to determine the transition temperatures and the structure of the mesophase.
Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, Ciudad Universitaria, C.P. 04510 D.F., Mexico.
Jesús
J
Ortíz-Palacios
Efraín
E
Rodríguez-Alba
Mayra
M
Avelar
Ana
A
Martínez
Maria Del Pilar
Mdel P
Carreón-Castro
Ernesto
E
Rivera
D000588:Amines / Q000737:chemistry; D001391:Azo Compounds / Q000737:chemistry*; D050091:Dendrimers / Q000138:chemical synthesis* / Q000737:chemistry; D004583:Electrons; D019855:Ethylene Glycol / Q000737:chemistry*; D050866:Liquid Crystals / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D008968:Molecular Conformation; D009574:Nitro Compounds / Q000737:chemistry; D055620:Optical Phenomena; D012996:Solutions; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared; D013696:Temperature; D013818:Thermogravimetry
D000588:Amines; D001391:Azo Compounds; D050091:Dendrimers; D009574:Nitro Compounds; D012996:Solutions; C009850:azobenzene; D019855:Ethylene Glycol