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Tetrahedral Onsager Crosses for Solubility Improvement and Crystallization Bypass
journal contribution
posted on 2001-08-07, 00:00 authored by Isabelle Aujard, Jean-Pierre Baltaze, Jean-Bernard Baudin, Emmanuelle Cogné, Fabien Ferrage, Ludovic Jullien, Éric Perez, Valéry Prévost, Lin Mao Qian, Odile RuelPure organic molecules exhibiting a suitable concave rigid shape are expected to give porous glasses
in the solid state. Such a feature opens new opportunities to avoid crystallization and to improve molecular
solubility in relation to the high internal energy of these solid phases. To quantitatively explore the latter
strategy, a series of rigid tetrahedral conjugated molecules nC and the corresponding models nR have been
synthesized. Related to the present purpose, several properties have been investigated using UV absorption,
steady-state fluorescence emission, differential scanning calorimetry, 1H NMR translational self-diffusion, magic
angle spinning 13C NMR, and multiple-beam interferometry experiments. The present tetrahedral crosses are
up to 8 orders of magnitude more soluble than the corresponding model compounds after normalization to the
same molecular length. In addition, they give concentrated monomeric solutions that can be used to cover
surfaces with homogeneous films whose thickness goes down to the nanometer range. Such attractive features
make cross-like molecular architectures promising for many applications.
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8 ordersmagnitudescanning calorimetryfluorescence emissiontranslationallatter strategytetrahedralTetrahedral Onsager Crossesfilmnanometer rangemolecules n Cmagic anglecrystallizationCrystallization Bypass Pure13 C NMRapplicationexperimentseriesSuchinterferometrymodels n RsolubilityUV absorptionphaseopportunitynormalizationsurfacemonomeric solutionsmodel compoundsRelatedlengththicknessSolubility Improvement
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