Biomedical subjects

Michael S Freund

Publications and source records attributed to Michael S Freund.

5 recordsLinked to original sources

PubMed2005

Substitution and condensation reactions with poly(anilineboronic acid): reactivity and characterization of thin films.

Poly(anilineboronic acid) thin films are treated under various conditions to achieve substitution or condensation reactions involving the boronic acid moiety. These reactions are studied with polarization modulated infrared reflection absorption spectroscopy, cyclic voltammetry, and UV-vis spectroscopy. The results suggest the single-step formation of substituted polyanilines, such as poly(hydroxyaniline), halogenated polyanilines, and mercury chloride-substituted polyaniline. A condensation reaction of poly(anilineboronic acid) with cis-diol compounds in aqueous solution, as well as with phenylenebisboronic acid and salycilamide in THF, indicates the formation of boronic esters. The latter reactions appear to be a good entry point for the formation of complex or supramolecular polymer structures.

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PubMed2004

A switchable self-doped polyaniline: interconversion between self-doped and non-self-doped forms.

A novel strategy for the synthesis of a substituted polyaniline that can be switched between a self-doped and non-self-doped state is presented. The approach uses the complexation between boronic acid-substituted aniline, a diol (d-fructose), and fluoride to generate an anionic monomer. Under these conditions, chemical polymerization results in a self-doped, water-soluble, conducting polyaniline under neutral aqueous conditions. The self-doped polymer can be simply and reversibly converted to an insoluble non-self-doped form by reducing the concentration of fluoride. Characteristics of the polymerization reaction and the resulting polymer are discussed.

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PubMed2003

Saccharide imprinting of poly(aniline boronic acid) in the presence of fluoride.

A new approach for the electrosynthesis of saccharide-imprinted poly(aniline boronic acid) is described. The method involves the formation of a saccharide-aminophenylboronic acid complex in the presence of fluoride to allow the electropolymerization of a self-doped, molecularly imprinted polyaniline. The formation of the anionic monomer complex enables electrochemical polymerization at near neutral pH (5-7) ensuring the incorporation of saccharide in the resulting, self-doped polymer. In this work, films were imprinted with D-fructose where saccharide-aminophenylboronic acid complexation occurred in the presence of one equivalent of fluoride. The selectivity toward D-fructose relative to D-glucose showed an increase of over 25% as a result of imprinting. In addition to the enhanced selectivity, to the best of our knowledge this is the first example of the electropolymerization of a self-doped polyaniline homopolymer under neutral pH conditions.

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PubMed2002

Potentiometric saccharide detection based on the pK(a) changes of poly(aniline boronic acid).

A novel approach for the potentiometric detection of saccharides using poly(aniline boronic acid) is presented. A model is described in which the electrochemical potential is sensitive to the change in the pK(a) of the conducting polymer as a result of boronic acid-diol complexation. In this system, boronic acid complexation is the mode of transduction and it is manifested as changes in the electrochemical potential of the polymer with remarkable selectivity. Characteristics of both transient and steady-state response associated with the complexation are discussed. The presence of Nafion and fluoride during the electrochemical polymerization of 3-aminophenylboronic acid are shown to impact the sensitivity and the stability of the electrode response. The sensor sensitivity is improved significantly by increasing the concentration of sodium fluoride during the polymerization. Finally, the nature of the selectivity of the boronic acid-diol reaction under these conditions is explored by using molecular orbital calculations.

Aniline Compounds↗

PubMed2002

Electrolytic actuators: alternative, high-performance, material-based devices.

The emerging field of materials-based actuation continues to be the focus of considerable research because of its inherent scalability and its promise to drive micromechanical devices that cannot be realized with conventional mechanical actuator strategies. The electrolytic phase transformation actuator offers a new broad-spectrum solution to the problem of direct conversion of electrical to mechanical energy. Strains of 136,000% and unoptimized work cycle efficiencies near 50% are demonstrated in a prototype device. Conceivably capable of generating stress beyond 200 MPa, this new approach promises performance orders of magnitude beyond other novel actuation strategies.

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