118132-06-2Relevant academic research and scientific papers
Functionalizable polycyclic aromatics through oxidative cyclization of pendant thiophenes
Tovar, John D.,Rose, Aimee,Swager, Timothy M.
, p. 7762 - 7769 (2007/10/03)
We present a general strategy for obtaining large sulfur-containing polycyclic aromatics from thienyl precursors through iron(Ill) chloride mediated oxidative cyclizations. By placing thienyl moieties in close proximity to adjacent arenes, we have directed the oxidized intermediates into controlled cyclization pathways, effectively suppressing polymer formation. Utilizing these cyclized compounds and their thienyl precursors, we have studied cyclization/polymerization pathways of polymers such as poly(2). The unsubstituted positions α to the sulfur atoms within these aromatic cores allowed for efficient halogenation and further functionalization. As a demonstration, we prepared a series of arylene-ethynylene polymers with varying degrees of chromophore aromatization and used them to probe the effects of synthetically imposed rigidity on polymer photophysical behavior. The symmetries and effective conjugation pathways within the monomers play a key role in determining photophysical properties. We observed that rigid, aromatized chromophores generally led to increased excited-state lifetimes by decreasing radiative rates of fluorescence decay.
Control of the Discotic to Isotropic Transition in Alkoxy-Substituted Silicondihydroxo-Phthalocyanines by Axial Substituents
Sauer, Thomas,Wegner, Gerhard
, p. 97 - 118 (2007/10/02)
The synthesis of a homologous series of octaalkoxy-substituted silicondihydroxo-phthalocyanines is described.The mesomorphic properties of these new materials were studied by DSC, optical microscopy and X-ray investigations.Compounds with n >/= 4 (n is the number of carbon atoms in a single alkoxy side chain) show a discotic mesophase transition.A transition to the isotropic state is only observed when n >/= 8.X-ray diffraction patterns of the mesophases confirm that all compounds form a hexagonal columnar mesophase of the type Dhd.
