Liu, Bin; Thayumanavan, S. published the artcile< Substituent Effects on the pH Sensitivity of Acetals and Ketals and Their Correlation with Encapsulation Stability in Polymeric Nanogels>, Recommanded Product: Perfluorophenyl acrylate, the main research area is pH sensitivity acetal ketal encapsulation stability polymeric nanogel.
The effect of structural variations in acetal- and ketal-based linkers upon their degradation kinetics is studied through the design, synthesis, and study of six series of mols., comprising a total of 18 different mols. Through this systematic study, the structural fine-tuning of the linkers allows access to variations in kinetics of degradation of >6 orders of magnitude. Hammett correlations show that the ρ value for the hydrolysis of benzylidene acetals is ∼-4.06, which is comparable to an SN1-like process. There is a strong, developing pos. charge at the benzylic position in the transition state during the degradation of acetals. This pos. charged transition state is consistent with the relative degradation rates of acetals vs. ketals (correlated to stabilities of 1°, 2°, and 3° carboxonium ion type intermediates) and the observed effect of proximal electron-withdrawing groups upon the degradation rates. Following this, the authors studied whether the degradation kinetics study correlates with pH-sensitive variations in the host-guest characteristics of polymeric nanogels that contains these acetal or ketal moieties as crosslinking functionalities. Indeed, the trends observed in the small mol. degradation have clear correlations with the encapsulation stability of guest mols. within these polymeric nanogels. The implications of this fundamental study extend to a broad range of applications, well beyond the polymeric nanogel examples studied here.
Journal of the American Chemical Society published new progress about Acetals Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), PROC (Process), RACT (Reactant or Reagent). 71195-85-2 belongs to class esters-buliding-blocks, and the molecular formula is C9H3F5O2, Recommanded Product: Perfluorophenyl acrylate.
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