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Processable, Regioregular, and "Click"able Monomer and Polymers Based on 3,4-Propylenedioxythiophene with Tunable Solubility

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Title Processable, Regioregular, and "Click"able Monomer and Polymers Based on 3,4-Propylenedioxythiophene with Tunable Solubility
 
Creator SINHA, J
SAHOO, R
KUMAR, A
 
Subject electrochromic dioxythiophene polymers
block-copolymers
visible region
chemistry
functionalization
design
dna
poly(3,4-ethylenedioxythiophene)
conductivity
derivatives
 
Description Clickable monomer and polymers based on 3,4-propylenedioxythiophene, ProDOT, which can be functionalized either at the monomer stage or after the polymerization, were synthesized and characterized for the first time. The Solubility of these polymers can be fine-tuned front organic to aqueous solvents by functionalization with an appropriate side chain. In fact, the "click"able functionality allows us to synthesize and characterize water-soluble ProDOT-based cationic polymer which were hitherto unknown. Chemical polymerization of propargyl-functionalized ProDOT (ProDOT-propargyl) resulted in an insoluble polymer which could be made water-soluble by reacting it with 1-azido-ethanoic acid sodium salt or 3-azidopropyltrimethylammonium iodide using "click" chemistry. Interestingly, the chemical copolymerization of ProDOT-propargyl with 25 mol % of dihexyl-ProDOT resulted in an organic soluble polymer which was characterized using NMR, FTIR, UV-vis spectroscopy, Solution doping, and GPC. This polymer was then used Successfully for "click" chemistry in solution. The "click" reaction that was performed on this polymer by using 2-azidoacetic acid sodium salt or 3-azidopropyltrimethylammonium iodide resulted in the complete reversal of solubility from organic solvent of the parent polymer to water solubility of the resulting polymers. In order to study the electrochemical properties, thin films of poly(ProDOT-propargyl) were prepared using electrochemical polymerization and were characterized by electrochemical, spectrochemical, optical switching, and in situ conductance measurements. Electropolymerization resulted in the formation of an electroactive film on the electrode surface. Spectroelectrochemical studies indicated that the polymer switched from opaque blue to a transmissive oxidized state with a contrast of 75%. In situ conductance Studies showed a maximum conductance of 0.03 S.
 
Publisher AMER CHEMICAL SOC
 
Date 2011-07-14T16:51:04Z
2011-12-26T12:49:04Z
2011-12-27T05:34:46Z
2011-07-14T16:51:04Z
2011-12-26T12:49:04Z
2011-12-27T05:34:46Z
2009
 
Type Article
 
Identifier MACROMOLECULES, 42(6), 2015-2022
0024-9297
http://dx.doi.org/10.1021/ma802289j
http://dspace.library.iitb.ac.in/xmlui/handle/10054/4014
http://hdl.handle.net/10054/4014
 
Language en