Triazin Bazlı Karbazol Türevi ile 2,3-Etilendioksi Tiyofenin Kopolimerleştirilmesi ve Elektrokromik Özelliklerinin İncelenmesi

Kopolimerizasyon polimer kimyasında iki farklı monomerin polimer özelliklerinin birleştirilerek son ürünün optik, mekanik ve elektriksel özelliklerinin istenen seviyeye çıkarılması için sıklıkla kullanılan bir tekniktir. Bu amaçla birbirinden farklı özelliklere sahip iki monomer birlikte polimerleştirilmesiyle sinerjik etki ile her iki monomerin homopolimerlerinden daha üstün özelliklerde kopolimer elde edilir. Bu çalışmada iletken polimerler sentezinde yaygın olarak kullanılan 2,3 etilen dioksitiyofen (EDOT) ile yine üstün özelliklere sahip sentezlediğimiz triazin bazlı karbazol türevi monomer (TPC) ile kopolimerleştirme yapılmıştır. Bu kopolimer çalışmadaki ana motivasyon kopolimerleştirmede kullanılacak monomerlerden elde edilen homopolimerlerin zıt redoks hallerinde şeffaf ve renkli olmalarıdır. Bu iki monomerin birlikte polimerleştirilmesi ile elde edilen kopolimerin literatürde pek sık karşılaşılmayan siyah elektrokromik özellik gösterdiği saptanmıştır. Ayrıca elde edilen bu özgün kopolimerin optik ve elektriksel özellikleri dönüşümlü voltametri, spektroelektrokimya vb tekniklerle karakterize edilerek optik ve elektriksel özellikleri incelenmiştir

Copolymerization of 2,3-Ethylenedioxy Thiophene with Triazine-Based Carbazole Derivative and Investigation of Its Electrochromic Properties

Copolymerization is a unique technique frequently used to combine the polymer properties of two different monomers in polymer chemistry to bring the optical, mechanical and electrical properties of the final product to the desired level. For this purpose, two monomers with different properties are polymerized together to obtain a synergistic effect and obtained copolymer have superior properties then homopolymers of both monomers. In this study, copolymerization was carried out with triazinebased carbazole derivative monomer (TPC) which has superior properties and 2,3-ethylene dioxythiophene (EDOT) which is widely used in the synthesis of conductive polymers. The main motivation in this copolymer work is that the homopolymers obtained from the monomers to be used in the copolymerization are transparent and colored in the opposite redox state. The copolymer obtained by copolymerization of these two monomers has been found to exhibit black electrochromic properties which are rarely encountered in the literature. In addition, the optical and electrical properties spectroelectrochemistry, etc., and their optical and electrical properties were investigated. of this unique copolymer were characterized by cyclic voltammetry

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  • Ak, M., Toppare, L., 2009. Synthesis of star-shaped pyrrole and thiophene functionalized monomers and optoelectrochemical properties of corresponding copolymers. Materials Chemistry and Physic, 114, 789-794.
  • Ayranci, R., Soganci, T., Guzel, M., Demirkol, D.O., Ak, M. and Timur, S., 2015. Comparative investigation of spectroelectrochemical and biosensor application of two isomeric thienylpyrrole derivatives. RSC Advances, 5, 52543-52549.
  • Apaydın, D.H., Yıldız, D.E, Cirpan, A. and Toppare, L., 2013. Optimizing the Organic Solar Cell Efficiency: Role of the Active Layer Thickness. Solar Energy Materials and Solar Cells, 113, 100-105.
  • Balan, A., Baran, D., and Toppare, L., 2011. Benzotriazole containing conjugated polymers for multipurpose organic electronic applications. Polymer Chemistry, 2, 1029-1043.
  • Figueira-duarte, T.M. and Klaus, M., 2011. Pyrene-Based Materials for Organic Electronics. Chemical Reviews, 111, 7260-7314.
  • Guzel, M., Karatas, E. and Ak, M., 2017. Synthesis and Fluorescence Properties of Carbazole Based Asymmetric Functionalized Star Shaped Polymer. Journal of The Electrochemical Society, 164 (2) H49- H55.
  • Guzel, M., Soganci, T., Ayranci R. and Ak, M., 2016. Smart windows application of carbazole and triazine based star shaped architecture. PhysicalChemistry Chemical Physics , 18, 21659-21667.
  • Karatas, E. and Ucan H.I., 2017. The Synthesis and Characterization of s-Triazine-Cored Tripodal Structure and Its Salen/Salophen-Bridged Fe/Cr(III) Capped Complexes. Journal of Heterocyclic Chemistry, 54, 692-698.
  • Karatas, E., Guzel, M. and Ak, M., 2017. Asymmetric StarShaped Functionalized Triazine Architecture and Its Electrochromic Device Application. Journal of The Electrochemical Society, 164 (7) H463-469.
  • Kraft, A., Grimsdale, A.C., and Holmes, A.B., 1998. Electroluminescent Conjugated Polymers—Seeing P(TPC -co -EDOT) Kopolimeri ve Elektrokromik Özellikleri, Karataş 888 Polymers in a New Light . Angewandte Chemie International Edition , 37, 402 -428
  • Lattante, S., 2014. Electron and Hole Transport Layers: Their Use in Inverted Bulk Heterojunction Polymer Solar Cells .Electronics, 3, 132 -164
  • Liscio, A., et al., 2008. Photovoltaic Charge Generation Visualized at the Nanoscale:  A Proof of Principle . Journal of American Chemical Society, 130(3), 780 - 781.
  • Matulaitis, T., et al., 2016. Synthesis and properties of bipolar derivatives of 1,3,5 -triazine and carbazole. Dye and Pigments, 127, 45 -48.
  • Molin M.D. and Matile, S., 2013 . 3,4 - Ethylenedioxythiophene in planarizable push –pull oligothiophenes. Organic & Biomolecular Chemistry , 11 , 1952 -1957.
  • Gumusay, O., et al., 2017. Electrochemistry of Secondary Amine Substituted 2,5 -di(2 -thienyl)pyrrole Derivative and Its Copolymer. Journal of The Electrochemical Society, 164 (7) H1 -H9.
  • Padalkar, V.S., Patil, V.S. and Sekar, N., 2011. Synthesis and photo -physical properties of fluorescent 1,3,5 - triazine styryl derivatives . Chemistry Central Journal, 5, 77.
  • Soganci, T., Demirkol, D. O., Ak¸ M. and Timur , S., 2014. A novel organic –inorganic hybrid conducting copolymer for mediated biosensor applications. RSC Advences, 4, 46357 -46362
  • Tekbaşoğlu, T. Y., Soganci, T ., Ak, M., Koca, A., Şener, M. K., 2016. Enhancing biosensor properties of conducting polymers via copolymerization: Synthesis of EDOT -substituted bis(2 -pyridylimino) isoindolato - palladium complex and electrochemical sensing of glucose by its copolymerized film. Biosensors and Bioelectronics, 6, 81 -88
  • Turkarslan, O., Ak, M., Tanyeli, C., Akhmedov, M., Toppare, L., 2007. Enhancing Electrochromic Properties of the Conducting Polymers by Copolymerization: Copolymer of 1 -(4 -fluorophenyl) - 2,5 -di(thiophen - 2 -yl) -1H -pyrrole with 3,4 -ethylene dioxythiophene. Journal of Polymer Science, Part:A Polymer Chemistry, 45(19) , 4496 -4503.
  • Usluer, O., et al., 2010. Fluorene‐Carbazole Dendrimers: Synthesis, Thermal, Photophysical and Electroluminescent Device Properties . Advanced Functional Materials, 20, 4152 -4161.
  • Yildirim, A., Tarkuc, S., Ak, M. and Toppare, L., 2008,. Syntheses of electroactive layers based on functionalized anthracene for electrochromic applications . Electrochimica Acta, 53 (14), 4875 -4882.
Afyon Kocatepe Üniversitesi Fen ve Mühendislik Bilimleri Dergisi-Cover
  • Yayın Aralığı: Yılda 6 Sayı
  • Başlangıç: 2015
  • Yayıncı: AFYON KOCATEPE ÜNİVERSİTESİ