Processable Amide Substituted 2,5-Bis(2-thienyl)pyrrole Based Conducting Polymer and Its Fluorescent and Electrochemical Properties

被引:18
作者
Soganci, Tugba [1 ]
Soyleyici, Hakan Can [2 ]
Giziroglu, Emrah [3 ]
Ak, Metin [1 ]
机构
[1] Pamukkale Univ, Dept Chem, Fac Art & Sci, Denizli, Turkey
[2] Adnan Menderes Univ, Buharkent Vocat Sch, Dept Elect & Energy, Buharkent, Aydin, Turkey
[3] Adnan Menderes Univ, Dept Chem, Fac Art & Sci, Aydin, Turkey
关键词
OPTICAL-PROPERTIES; COPOLYMER; DERIVATIVES; FILMS; UNIT;
D O I
10.1149/2.0071614jes
中图分类号
O646 [电化学、电解、磁化学];
学科分类号
081704 ;
摘要
While majority of conductive polymers are insoluble and infusible, theirs solution processable derivatives are more desirable for preparing large size flat panel display and solid state applications because they are compatible with low cost, large area roll-toroll manufacturing process. For this purpose, a solution-processable fluorescent conjugated polymer (PDOB), consisting of electron rich N-(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)-4-(dodecyloxy) benzamide (DOB) and its copolymer with 3,4-ethylenedioxythiophene P(DOB-co-EDOT) were synthesized by electrochemical polymerization technique. Electrochemical and optical properties of P(DOB) and P(DOB-co-EDOT) were investigated cyclic voltammetry, UV-vis absorption and fluorescence emission measurements, respectively. The optical bandgap values of P(DOB) and P(DOB-co-EDOT) determined by spectroelectrochemical data were 1.92 eV and 1.62 eV, respectively. P(DOB) and P(DOB-co-EDOT) were exhibited favorable redox activity and electrochromic performance. Further kinetic studies demonstrated that the P(DOB) and P(DOB-co-EDOT) have high optical contrast ratios (60-25%), favorable coloration efficiencies (139.1 cm(2).C-1 and 80.6 cm(2).C-1), fast response time (1.5 s; 1.0 s), high stability. When compared to soluble poly (2,5-dithienyl pyrrole) derivatives in literature, P(DOB) have lowest oxidation potential and bandgap and have highest optical contrast. As a result, these materials provide more plentiful electrochromic colors which useful for display application and hold promise for other solution-processable applications. (C) 2016 The Electrochemical Society. All rights reserved.
引用
收藏
页码:H1096 / H1103
页数:8
相关论文
共 40 条
[1]   Multichromic and soluble conjugated polymers containing thiazolothiazole unit for electrochromic applications [J].
Akpinar, Hava Zekiye ;
Udum, Yasemin Arslan ;
Toppare, Levent .
EUROPEAN POLYMER JOURNAL, 2015, 63 :255-261
[2]   Soluble Alkyl Substituted Poly(3,4-Propylenedioxyselenophene)s: A New Platform For Optoelectronic Materials [J].
Atak, Samed ;
Icli-Ozkut, Merve ;
Onal, Ahmet M. ;
Cihaner, Atilla .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2011, 49 (20) :4398-4405
[3]   Processable Multipurpose Conjugated Polymer for Electrochromic and Photovoltaic Applications [J].
Baran, Derya ;
Balan, Abidin ;
Celebi, Selin ;
Esteban, Beatriz Meana ;
Neugebauer, Helmut ;
Sariciftci, N. Serdar ;
Toppare, Levent .
CHEMISTRY OF MATERIALS, 2010, 22 (09) :2978-2987
[4]   A conducting polymer with benzothiadiazole unit: Cell based biosensing applications and adhesion properties [J].
Baskurt, Eylul ;
Ekiz, Fulya ;
Demirkol, Dilek Odaci ;
Timur, Suna ;
Toppare, Levent .
COLLOIDS AND SURFACES B-BIOINTERFACES, 2012, 97 :13-18
[5]   Synthesis and Photophysical and Electroluminescent Properties of Poly(1,4-phenylene-ethynylene)-alt-poly(1,4-phenylene-vinylene)s with Various Dissymmetric Substitution of Alkoxy Side Chains [J].
Bouguerra, Nassima ;
Ruzicka, Ales ;
Ulbricht, Christoph ;
Enengl, Christina ;
Enengl, Sandra ;
Pokorna, Veronika ;
Vyprachticky, Drahomir ;
Tordin, Elisa ;
Aitout, Razika ;
Cimrova, Vera ;
Egbe, Daniel Ayuk Mbi .
MACROMOLECULES, 2016, 49 (02) :455-464
[6]   Polypyrrole derivatives for electrochromic applications [J].
Camurlu, Pinar .
RSC ADVANCES, 2014, 4 (99) :55832-55845
[7]   A Solution-Processible, n-Dopable Polypyrrole Derivative [J].
Camurlu, Pinar ;
Eren, Esin ;
Gultekin, Cemil .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2012, 50 (23) :4847-4853
[8]   Optical and electrochromic characterizations of four 2,5-dithienylpyrrole-based conducting polymer films [J].
Chang, Kai-Hsin ;
Wang, H. Paul ;
Wu, Tzi-Yi ;
Sun, I. -Wen .
ELECTROCHIMICA ACTA, 2014, 119 :225-235
[9]   An electrochromic and fluorescent polymer based on 1-(1-naphthyl)-2,5-di-2-thienyl-1H-pyrrole [J].
Cihaner, Atilla ;
Algi, Fatih .
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 2008, 614 (1-2) :101-106
[10]   A processable rainbow mimic fluorescent polymer and its unprecedented coloration efficiency in electrochromic device [J].
Cihaner, Atilla ;
Algi, Fatih .
ELECTROCHIMICA ACTA, 2008, 53 (05) :2574-2578