Polieter köprülü tiyofen ve anilin türevlerinin sentezi, karekterizasyonu polimerizasyonu.

New compounds consisting of 3-thienyl and aniline units linked by polyether bridges have been synthesized and their electrochemical polymerization was performed via constant potential electrolysis and cyclic voltammetry. In the case of 3-thienyl derivatives two compounds, 1,12-di-3-thienyl-2,5,8,11-tetraoxadodecane (MI) and 1,15-di-3-thienyl-2,5,8,11,14-pentaoxapentadecane (MII) were synthesized utilizing literature methods and their corresponding polymers, poly(I) and poly(II) were prepared in an electrolytic solution containing 0.1 M terabutylammonium hexafluorophosphate (TBAPF6) dissolved in CH3CN. On the other hand, polymerization of aniline derivatives, 2,2'-[ethane-1,2-diylbis(oxyethane-2,1-diyloxy)]dianiline (MIII) and 2,2'-[oxybis(ethane-2,1-diyloxyethane-2,1-diyloxy)]dianiline (MIV), was achieved in an aqueous solution containing 3.0 mol.L-1 H2SO4. Spectroelectrochemical (SPEL) properties and thermal analysis of the resulting polymers have been investigated using UV-vis, and Thermogravimetric Analysis (TGA). MIII was also polymerized via chemical oxidation for comparison purposes. The polymers were characterized using 1H-NMR and FT-IR spectroscopic techniques. Furthermore, copolymers of MIII and MIV with aniline (ANI) were also studied with cyclic voltammetry (CV). SPEL behavior and electrical conduction mechanism of resulting copolymers were investigated using UV-vis spectroscopic technique and four-point probe technique, respectively.Ph.D. - Doctoral Progra

Electrochemical copolymerization and characterization of dianilines linked by polyether bridge with aniline

Copolymer of aniline and triethylene glycol bis(o-aminophenyl) ether was synthesized by constant potential electrolysis. Cyclic voltammogram of the copolymer films recorded in the monomer-free electrolytic solution revealed that the redox behavior of the films approaches to that of poly(triethylene glycol bis(o-aminophenyl) ether) with increasing amount of triethylene glycol bis(o-aminophenyl) in the feed ratio. Copolymerization was investigated by in situ recording the changes in the electronic absorption spectrum during electrolysis. The free standing copolymer film was characterized utilizing Fourier transform infrared spectrometer, and spectroelectrochemical behavior of the copolymer was investigated via in situ UV-vis spectroscopic technique. Besides the electron spin resonance study of the copolymer film, the different morphologies of the polymers were examined by scanning electron microscopy and the copolymerization was confirmed. The temperature dependence conductivity of the copolymer film was measured by four-probe technique in the temperature range of 100-300 K, and the calculated parameters showed that conduction mechanism fits to variable range hopping

Electrochemical synthesis of new conjugated polymers based on carbazole and furan units

In this study, synthesis of four new monomers; 3,6-di(2-furyl)-9H-carbazole (M1), 3,6-di(2-furyl)-9-ethyl-carbazole (M2), 2,7-di(2-furyl)-9-H-carbazole (M3), 2,7-di(2-furyl)-9-(tridecan-7-yl)-9H-carbazole (M4), was achieved via Stifle cross-coupling reaction. The monomers were electrochemically polymerized, via repetitive cycling in acetonitrile-tetrabutylammonium hexafluorophosphate electrolytic medium. Optical and electrochemical properties of the monomers and their corresponding polymers were investigated and it was found that optical properties show slight variations depending on the connectivity between the carbazole and furan moieties. However, all the monomers synthesized in this work exhibited an irreversible oxidation peak at around 1.0 V. Electrochemically obtained polymer films, on the other hand, exhibited quasi-reversible redox behavior due to doping/dedoping of the polymers which was accompanied by a reversible electrochromic behavior. Their band gap values (E-g) were elucidated utilizing spectroelectrochemical data and it was found that polymers obtained from 2,7-substituted carbazole derivatives have slightly lower band gap values. Furthermore, scanning electron micrographs were used for morphological examinations

Atomistic engineering of chemiluminogens: Synthesis, properties and polymerization of 2,3-dihydro-pyrrolo[3,4-d]pyridazine-1,4-dione scaffolds

WOS: 000395070900013PubMed: 27864701Two chemiluminescent compounds containing 2,5-di(thien-2-yl)pyrrole and pyridazine units, namely 5,7-di(thiophen-2-yl)-2,3-dihydro-1H-pyrrolo[3,4-d]pyridazine-1,4(6H)-dione (5) and 6-phenyl-5,7-di(thiophen-2-yl)-2,3-dihydro-1H-pyrrolo[3,4-d]pyridazine-1,4(6H)-dione (6), were successfully synthesized and electrochemically polymerized. The compounds have chemiluminescent properties and glow in the presence of hydrogen peroxide in basic medium. The intensity of the glow can be increased dramatically by using Fe3+ ions, hemin (1.0 ppm) or blood samples (1.0 ppm) as catalyst. The compounds 5 and 6 have one well-defined irreversible oxidation peak at 1.08 V and 1.33 V vs Ag/AgCl, respectively. Electrochemical polymerization of both 5 and 6 were carried out successfully by repeating potential scanning in the presence of BF3. Et2O in an electrolyte solution of 0.1 M LiClO4 dissolved in acetonitrile. The electronic band gaps (E-g) of the polymers P5 and P6 were found to be 2.02 eV and 2.16 eV, respectively. On the other hand, the corresponding polymers are electroactive and exhibited electrochromic features.Aksaray University [ASU BAP 2015-092]; Atilim University [ATU-BAP-A-1314-03, ATU-BAP-1011-05]; Scientific and Technological Research Council of Turkey (TUBITAK) [109R009]; TUBITAKWe are grateful to Aksaray University (ASU BAP 2015-092), Atilim University (ATU-BAP-A-1314-03, ATU-BAP-1011-05) and the Scientific and Technological Research Council of Turkey (TUBITAK, Grant No. 109R009) for partial financial support of our projects. European Cooperation in Science and Technology (COST) and Turkish Academy of Sciences (TUBA) are also gratefully acknowledged. Z. O. is indebted to TUBITAK for a graduate fellowship

Synthesis and characterization of novel high temperature structural adhesives based on nadic end capped MDA-BTDA-ODA copolyimide

A series of novel copolyimide structural adhesives were synthesized using 4,4′-diaminodiphenylmethane (MDA), 3,4′-oxydianiline (ODA) and 3,3′,4,4′-benzophenonetetracarboxylic acid dianhydride (BTDA) as co-monomers, and nadic anhydride as an end cap reagent. The adhesives with different MDA and ODA contents were examined in terms of their structure, thermal stability, mechanical properties, and adhesive performance. They have glass transition temperatures (T g) about 400 °C, with thermal stability up to 500 °C. The effect of diamine monomer compositions on adhesion performance and processability of the copolyimides were studied. The copolyimides exhibited adhesion strength up to 16.3 MPa at room temperature. Nadic end capped MDA-BTDA-ODA copolyimide resins gained adjustable and controllable processability with the addition of ether bridged aromatic segments. The copolyimide adhesive with equimolar composition of MDA:ODA is distinguished form the both commercial PMR-15 and LARC RP-46 polyimides in terms of its better processability and mechanical performance

Taç eter ve polieter grupları ile fonksiyonlandırılmış iletken polimerlerin sentezi ve iyon seçici özelliklerinin incelenmesi

TÜBİTAK TBAG01.06.200

A new processable and fluorescent polydithienylpyrrole electrochrome with pyrene appendages

A new hybrid compound, namely 1-(pyren-3-yl)-2,5-di(thiophen-2-yl)-1H-pyrrole (SNS-P), was polymerized via both chemical and electrochemical methods. Chemically obtained soluble polydithienylpyrrole (c-PSNS-P) bearing pyrene appendages is a homogeneous and uniform polymer with a number averaged molecular weight of 15,200 g/mol. The polymer exhibits both multi-electrochromic and fluorescent properties. Upon oxidation, the color of electrochemically obtained polymer (e-PSNS-P) changes from yellowish orange to greenish yellow and to green/blue and finally to blue. In addition, the polymer induces yellowish orange (564 nm) and bright orange emission (613 nm) in solution and solid states, respectively

A new processable and fluorescent polydithienylpyrrole electrochrome with pyrene appendages

A new hybrid compound, namely 1-(pyren-3-yl)-2,5-di(thiophen-2-yl)-1H-pyrrole (SNS-P), was polymerized via both chemical and electrochemical methods. Chemically obtained soluble polydithienylpyrrole (c-PSNS-P) bearing pyrene appendages is a homogeneous and uniform polymer with a number averaged molecular weight of 15,200 g/mol. The polymer exhibits both multi-electrochromic and fluorescent properties. Upon oxidation, the color of electrochemically obtained polymer (e-PSNS-P) changes from yellowish orange to greenish yellow and to green/blue and finally to blue. In addition, the polymer induces yellowish orange (564 nm) and bright orange emission (613 nm) in solution and solid states, respectively