Novel poly(phenylene vinylenes) with well-defined poly(ε-caprolactone) or polystyrene as lateral substituents: Synthesis and characterization

Date

2007-07-24

Author

Çolak, Demet
Cianga, I.
Yağcı, Yusuf
Çırpan, Ali
KARASZ, F.E.

Metadata

Show full item record

This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

Item Usage Stats

69
views

0
downloads

New macromonomers containing dialdehyde functionalities placed at the middle or at the end of the chains were synthesized in two reaction steps. First, using ring-opening polymerization (ROP) of ε-caprolactone (CL) or atom transfer radical polymerization (ATRP) of styrene (St) in the presence of proper initiators provided well-defined low molecular weight polymers with dibromobenzene moieties. In the second step, using Suzuki couplings of these dibromobenzene functions with 4-formylphenyl boronic acid, macromonomers having 4,4‘-dicarbaldehyde terphenyl moieties were obtained. Poly(phenylenevinylene)s (PPVs), with lateral subtituents PSt or PCL chains respectively, were synthesized by following a Wittig polycondensation in combination with bis(triphenylphosphonium) salts in the presence of potassium tert-butoxide. The resulting PPVs were soluble in common organic solvents at room temperature as were the starting macromonomers. All of the starting and intermediate polymers and the final PPVs were characterized by using 1H and 13C NMR, IR, GPC, DSC, and TGA measurements. Optical properties of the polymers were followed by UV and fluorescence spectroscopy. The studied PPVs show a blue or green fluorescence in solution.

Subject Keywords

Inorganic Chemistry, Organic Chemistry, Materials Chemistry, Polymers and Plastics

URI

https://hdl.handle.net/11511/36693

Journal

Macromolecules

DOI

https://doi.org/10.1021/ma0703352

Collections

Department of Chemistry, Article

Suggestions

OpenMETU
Core

ELECTROINITIATED POLYMERIZATION OF ACRYLAMIDE BY DIRECT ELECTRON-TRANSFER HACIOGLU, B; Akbulut, Ural; Toppare, Levent Kamil (Wiley, 1989-10-01) Electroinitiated polymerization of acrylamide was carried out in acetonitrile–tetrabutylammonium fluoroborate by electrolytic reduction of monomer. It was shown by cyclic voltammetry that direct electron transfer from the cathode to the monomer can be achieved in this solvent–electrolyte system. Reduction peak potentials measured by cyclic voltammetry indicated that sodium salts will interfere with such a mechanism. Since the reduction peak potential of sodium salt and dimethylformamide are found to be lowe...
Furoxan Derivatives of Pyrene - A DFT Study Türker, Burhan Lemi (Informa UK Limited, 2018-01-01) Furoxan-fused pyrenes and their dinitroso derivatives (obtained by furoxan ring opening) are considered for density functional treatment at the level of B3LYP/6-31G(d,p). Embedded benzofuroxan moiety in the furoxan-fused pyrene system is thought to undergo ring opening and reclosure process analogously to benzofuroxan itself. The stabilities, structural features, NICS(0) values, IR, and UV-VIS spectral aspects, etc., are investigated comparatively for these isomeric furoxan-fused pyrenes and their isomeric ...
Fused structures in the polymer backbone to investigate the photovoltaic and electrochromic properties of donoracceptor-type conjugated polymers CEVHER, ŞEVKİ CAN; UNLU, Naime Akbasoglu; OZELCAGLAYAN, Ali Can; APAYDIN, Dogukan Hazar; Udum, Yasemin Arslan; Toppare, Levent Kamil; Çırpan, Ali (Wiley, 2013-05-01) In this study, two new benzotriazole (BTz) and dithienothiophene (DTT) containing conjugated polymers were synthesized. After successful characterizations of the monomers by proton-nuclear magnetic resonance (1H NMR) and carbon-NMR (13C NMR) techniques, poly(4-(dithieno[3, 2-b:2,3-d]thiophen-2-yl)-2-(2-octyldodecyl)-2H-benzo[d][1,2,3] triazole) P1 and poly(4-(5-(dithieno[3,2-b:2,3-d]thiophen-2-yl)thiophen-2-yl)-2-(2-octyldodecyl)-7-(thiophen-2-yl)-2H-benzo[d][1,2,3]triazole) P2 were synthesized via a typica...
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...
Soluble Alkyl Substituted Poly(3,4-Propylenedioxyselenophene)s: A New Platform For Optoelectronic Materials Atak, Samed; Icli-Ozkut, Merve; Önal, Ahmet Muhtar; CİHANER, ATİLLA (Wiley, 2011-10-15) 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 ...

Citation Formats

D. Çolak, I. Cianga, Y. Yağcı, A. Çırpan, and F. E. KARASZ, “Novel poly(phenylene vinylenes) with well-defined poly(ε-caprolactone) or polystyrene as lateral substituents: Synthesis and characterization,” Macromolecules, pp. 5301–5310, 2007, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/36693.