Post Modification of Acetylene Functional Poly(oxindole biphenylylene) by Photoinduced CuAAC
Cem Bicak, Tugrul
Pulido Ponce de Leon, Bruno Antonio
Nunes, Suzana Pereira
KAUST DepartmentBiological and Environmental Sciences and Engineering (BESE) Division
Environmental Science and Engineering Program
Nanostructured Polymeric Membrane Lab
Online Publication Date2018-02-08
Print Publication Date2018-03
Permanent link to this recordhttp://hdl.handle.net/10754/627125
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AbstractA novel strategy to obtain side chain modified poly(oxindole biphenylylene) (POXI) by photoinduced copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) click reaction is described. In the first step, an alkyne-functionalized poly(oxindolebiphenylylene) (POXI-alkyne) is synthesized by superacid-catalyzed condensation of isatin with aromatic hydrocarbons. Subsequently, poly(ethylene glycol) methyl ether (Me-PEG), 1-pyrenemethanol (Py-OH) and 1,3-dibromopropane (DBP) are functionalized by azide groups via simple nucleophilic substitution reaction. Visible-light-induced CuAAC reaction between POXI-alkyne and the corresponding azide functionalized click components employing dibenzoyldiethylgermane (DBDEG) as photoactivator resulted in the formation of POXI-PEG, POXI-Py and insoluble network, respectively. Successful modification of POXI was confirmed by the spectral, (1H NMR, FT-IR, Fluorescence), chromatographic (GPC) and thermal (DSC) investigations.
CitationArslan M, Cem Bicak T, Pulido B, Nunes SP, Yagci Y (2018) Post Modification of Acetylene Functional Poly(oxindole biphenylylene) by Photoinduced CuAAC. European Polymer Journal. Available: http://dx.doi.org/10.1016/j.eurpolymj.2018.02.009.
SponsorsThe authors would like to thank Istanbul Technical University, Research Fund, and King Abdullah University of Science and Technology (KAUST) for financial support.
JournalEuropean Polymer Journal