Soluble Alkyl Substituted Poly(3,4-Propylenedioxyselenophene)s: A New Platform For Optoelectronic Materials

Atak, Samed
Icli-Ozkut, Merve
Önal, Ahmet Muhtar
Optical and electrochemical properties of regiosymmetric and soluble alkylenedioxyselenophene-based electrochromic polymers, namely poly(3,3-dibutyl-3,4-dihydro-2H-seleno pheno [3,4-b][1,4]dioxephine) (PProDOS-C(4)), poly(3,3-dihexyl-3,4-dihydro-2H-selenopheno[3,4-b][1,4]dioxephine) (PProDOS-C(6)), and poly(3,3-didecyl-3,4-dihydro-2H-selenopheno[3,4-b][1,4]dioxephine) (PProDOS-C(10)), are highlighted. It is noted that these unique polymers have low bandgaps (1.57-1.65 eV), and they are exceptionally stable under ambient atmospheric conditions. Polymer films retained 82-97% of their electroactivity after 5000 cycles. The percent transmittance of PProDOS-C(n) (n = 4, 6, 10) films found to be between 55 and 59%. Furthermore, these novel soluble PPro-DOS-C(n) polymers showed electrochromic behavior: a color change form pure blue to highly transparent state in a low switching time (1.0 s) during oxidation with high coloration efficiencies (328-864 cm(2) C(-1)) when compared to their thiophene analogues. (C) 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 49: 4398-4405, 2011


Simultaneous and Sequential Synthesis of Polyaniline-g-poly(ethylene glycol) by Combination of Oxidative Polymerization and CuAAC Click Chemistry: A Water-Soluble Instant Response Glucose Biosensor Material
Bicak, Tugrul Cem; Gicevicius, Mindaugas; Gokoglan, Tugba Ceren; Yilmaz, Gorkem; Ramanavicius, Arunas; Toppare, Levent Kamil; Yağcı, Yusuf (American Chemical Society (ACS), 2017-03-14)
A novel approach for the in situ synthesis of conjugated polyaniline-poly(ethylene glycol) graft copolymer (PA-g-PEG) by the combination of oxidative polymerization and copper catalyzed azide alkyne cycloaddition (CuAAC) click reaction is described. The method pertains to the reduction of the CuBr2 catalyst during the oxidative copolymerization of aniline and aminophenyl propargylether to Cu(I) species, which catalyze the CuAAC reaction between thus formed polyaniline with pendant alkyne groups and independ...
AM1, MNDO and MINDO/3 treatments of Huckel type cyclacenes
Tuerker, Lemi; Guemues, Selcuk (Informa UK Limited, 2006-01-01)
Huckel type cyclacenes having R = 3-10 have been subjected to quantum chemical analyses at the level of AM1, MNDO and MINDO/3 (UHF and RHF) type semi-empirical treatments. The structures have been found to be stable but endothermic in nature. No cryptoannulenic effect has been observed when AM1 (UHF) and MNDO (UHF) treatments are used. Whereas MINDO/3 (UHF) and all the RHF type calculations indicated certain degree of cryptoannulenic effect R = 4 through 8 for the heat of formation values. Frontier molecula...
Poly(ethylene terephthalate)/Carbon Nanotube Composites Prepared With Chemically Treated Carbon Nanotubes
Yesil, Sertan; Bayram, Göknur (Wiley, 2011-07-01)
Surfaces of multiwalled carbon nanotubes (CNT) were functionalized by treatment with strong acid mixture (purification) followed by modification with sodium dodecyl sulfate, poly(ethylene glycol) (PEG), and diglycidyl ether of Bisphenol A (DGEBA). Poly(ethylene terephthalate) (PET)-based conductive polymer composites were prepared by using these CNT by means of melt mixing with a twin screw extruder. Amount of carboxylic acid groups on the CNT surface increased after acid treatment but decreased with surfac...
Synthetic Design of Polyester Electrolytes Guided by Hydrophobicity Calculations
Yıldırım, Erol; Peretic, Matthew J.; Pasquinelli, Melissa A.; Mathers, Robert T. (American Chemical Society (ACS), 2016-10-25)
Partition coefficients (LogP) help to quantify hydrophobicity, which can be used to guide the design of polymer electrolytes with properties. Thus, this study combined synthetic experiments and modeling to produce polyester electrolytes that solubilize lithium salts. These polyester electrolytes were derived from natural sources and polymerized with different ratios of polyols (diglycerol, glycerol, and diethylene glycol) and citric acid in the presence of lithium salts (LiTf and LiTFSI). The Fisher esterif...
A new soluble conducting polymer and its electrochromic devices
YİLDİZ, UMİT HAKAN; SAHİN, ELİF; Akhmedov, IM; Tanyeli, Cihangir; Toppare, Levent Kamil (Wiley, 2006-04-01)
A new polythiophene derivative was synthesized by both chemical and electrochemical oxidative polymerization of 1-(1-phenylethyl)-2,5-di(2-thienyl)-1H-pyrrole (PETPy). Of which the chemical method produces a polymer that is completely soluble in organic solvents. The structures of both the monomer and the soluble polymer were elucidated by nuclear magnetic resonance (H-1 and C-13 NMR) and Fourier transform infrared (FTIR) spectroscopy. The average molecular weight has been determined by gel permeation chrom...
Citation Formats
S. Atak, M. Icli-Ozkut, A. M. Önal, and A. CİHANER, “Soluble Alkyl Substituted Poly(3,4-Propylenedioxyselenophene)s: A New Platform For Optoelectronic Materials,” JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, pp. 4398–4405, 2011, Accessed: 00, 2020. [Online]. Available: