Utilization of novel bithiazole based conducting polymers in electrochromic applications

Smart Materials and Structures

Volumn 21, Issue 2, 2012, Pages

  Camurlu, Pinar ^a   Gültekin, Cemil ^a  

^a AKDENIZ UNIVERSITY   (Turkey)

Author keywords

[No Author keywords available]

Indexed keywords

3 ,4-ETHYLENEDIOXYTHIOPHENE; ATMOSPHERIC CONDITIONS; BITHIAZOLE; ELECTRO-CHROMIC APPLICATIONS; ELECTROCHROMIC PROPERTIES; FTIR; KINETIC STUDY; OPTICAL CONTRAST; OPTOELECTRONIC PROPERTIES; SWITCHING TIME; SWITCHING VOLTAGES; SYNTHESIS CONDITIONS; TETRABUTYLAMMONIUM HEXAFLUOROPHOSPHATE; VISIBLE SPECTRA;

ACETIC ACID; CONDUCTING POLYMERS; COPOLYMERS; DICHLOROMETHANE; ELECTROCHEMICAL PROPERTIES; ELECTROCHROMIC DEVICES; ELECTROCHROMISM; HOMOPOLYMERIZATION; SPECTROELECTROCHEMISTRY; SYNTHESIS (CHEMICAL);

CYCLIC VOLTAMMETRY;

EID: 84856377999     PISSN: 09641726     EISSN: 1361665X     Source Type: Journal    
DOI: 10.1088/0964-1726/21/2/025019     Document Type: Article

References (43)

1. Grimsdale C A, Chan L K, Martin E R, Jokisz G P and Holmes B A 2009 Synthesis of light-emitting conjugated polymers for applications in electroluminescent devices Chem. Rev. 109 89791
2. Dennler G B, Scharber C M and Brabec J C 2009 Polymerfullerene bulk-heterojunction solar cells Adv. Mater. 21 132338
3. Somani P R and Radhakrishnan S 2002 Electrochromic materials and devices: present and future Mater. Chem. Phys. 77 11733
4. Roncali J 2007 Molecular engineering of the band gap of -conjugated systems: facing technological applications Macromol. Rapid Commun. 28 176175 (Pubitemid 47411423)
5. Beaujuge M P and Reynolds R J 2010 Color control in -conjugated organic polymers for use in electrochromic devices Chem. Rev. 110 268320
6. Camurlu P and Toppare L 2010 Electrochromism in conducting polymers chromic materials, phenomena and their technological applications Appl. Sci. 3 11461
7. Lee J, Jung B, Kyu L S, Lee J, Cho H and Shim H 2005 Fluorene-based alternating polymers containing electron-withdrawing bithiazole units: preparation and device applications J. Polym. Sci. Polym. Chem. 3 184557 (Pubitemid 40751308)
8. Schon J, Kloc C and Batlogg B 2001 Universal crossover from band to hopping conduction in molecular organic semiconductors Phys. Rev. Lett. 86 38436 (Pubitemid 32431935)
9. Bredas J L, Themans B, Andre J M, Chance R R and Silbey R 1984 The role of mobile organic radicals and ions (solitons, polarons and bipolarons) in the transport properties of doped conjugated polymers Synth. Met. 9 26574
10. Yamamoto T, Suganuma H, Maruyama T and Kubota K 1995 Poly(4,4-dialkyl-2, 2-bithiazole-5,5-diyl). New electron-withdrawing -conjugated polymers consisting of recurring five-membered rings J. Chem. Soc. Chem. Commun. 16134
11. Nanos J I, Kampf J W, Curtis M D, Gonzalez L and Martin D C 1995 Poly(alkylbithiazoles): a new class of variable-bandgap, conjugated polymer Chem. Mater. 7 22324
12. Yamamoto T, Suganuma H, Maruyama T, Inoue T, Muramatsu Y, Arai M, Komarudin D, Ooba N, Tomaru S, Sasaki S and Kubota K 1997 -conjugated and light emitting poly(4,4-dialkyl-2,2-bithiazole-5,5-diyl)s and their analogues comprised of electron-accepting five-membered rings. Preparation, regioregular structure, face-to-face stacking, and electrochemical and optical properties Chem. Mater. 9 121725 (Pubitemid 127471437)
13. Gonzalez-Ronda L, Martin D C, Nanos J I, Politis J K and Curtis M D 1999 Structural characterization of electrooptically active poly(nonylbithiazole) Macromolecules 32 455865
14. Curtis M D, Cheng H, Johnson J A and Nanos J I 1998 N-methylated poly(nonylbithiazole): a new n-dopable, conjugated poly(ionomer) Chem. Mater. 10 136 (Pubitemid 128473424)
15. Dinakaran K, Chou C H, Hsu S L and Wei K H 2004 Synthesis and characterization of fluorescent poly[fluorene-co-phenylene-1-(di-2-pyridylamine) ] copolymer and its Ru(II) complex J. Polym. Sci. Pol. Chem. 42 483846
16. Wolf M O and Wrighton M S 1994 Tunable electron density at a rhenium carbonyl complex coordinated to the conducting polymer poly[5,5- (2-t hieny l)- 2,2- bithiazole] Chem. Mater. 6 152633
17. MacLean B J and Pickup P G 2001 Bithiophenebithiazole copolymers and their metal complexes J. Mater. Chem. 11 135763 (Pubitemid 32436529)
18. Yang J, Sun W, Zhou Z and Shen Z 2006 Synthesis and properties of polymeric complexes containing bithiazole rings and carbazole units J. Appl. Polym. Sci. 101 4436 (Pubitemid 43892730)
19. Yang J, Sun W, Jiang H and Shen Z 2005 Synthesis and properties of two novel poly(Schiff base)s and their rare-earth complexes Polymer 46 1047883 (Pubitemid 41455280)
20. Sezer E, Skompska M and Heinze J 2008 Voltammetric, EQCM, and in situ conductance studies of p- and n-dopable polymers based on ethylenedioxythiophene and bithiazole Electrochim. Acta 53 495868
21. Cebeci F, Sezer E and Sarac A S 2007 Synthesis and electrochemical characterization of bis (3,4-ethylene-dioxythiophene)(4,4-dinonyl-2,2- bithiazole) comonomer Electrochim. Acta 52 215865 (Pubitemid 44958443)
22. Cebeci F, Geyik H, Sezer E and Sarac A S 2007 Synthesis, electrochemical characterization and impedance studies on novel thiophenenonylbithiazolethiophene comonomer J. Electroanal. Chem. 610 11321 (Pubitemid 350046608)
23. Jenkins I H and Pickup P G 1993 Electronically conducting polymers containing conjugated bithiazole moieties from bis(thienyl) bithiazoles Macromolecules 26 44506
24. MacLean B J and Pickup P G 2001 Bithiophenebithiazole copolymers and their metal complexes J. Mater. Chem. 11 135763 (Pubitemid 32436529)
25. Gourlay S B, Molesworth P P, Ryan H J and Smith A J 2006 A new and high yielding synthesis of unstable pyrroles via a modified Clauson-Kaas reaction Tetrahedron Lett. 47 799801 (Pubitemid 43014815)
26. Gaupp C L and Reynolds J R 2003 Multichromic copolymers based on 3,6-bis(2-(3,4-ethylenedioxythiophene))- N-alkylcarbazole derivatives Macromolecules 36 630515
27. Camurlu P, Tarku̧ S, ahmetliolu E, Akhmedov I M, Tanyeli C and Toppare L 2008 Multichromic conducting copolymer of 1-benzyl-2,5-di(thiophen-2- yl)-1H-pyrrole with EDOT Sol. Energy Mater. Sol. Cells 92 1549 (Pubitemid 350088434)
28. Ak M, Camurlu P, Ylmaz F, Cianga L, Yac Y and Toppare L 2006 Electrochromic properties and electrochromic device application of copolymer of N-(4-(3-thienyl methylene)-oxycarbonylphenyl)maleimide with thiophene J. Appl. Polym. Sci. 102 45005 (Pubitemid 44784102)
29. Camurlu P, ahmetliolu E, Sahin E, Akhmedov I M, Tanyeli C and Toppare L 2008 Fine tuning of color via copolymerization and its electrochromic device application Thin Solid Films 516 413944 (Pubitemid 351381157)
30. Yildiz E, Camurlu P, Tanyeli C, Akhmedov M and Toppare L 2008 A soluble conducting polymer of 4-(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)benzenamine and its multichromic copolymer with EDOT J. Electroanal. Chem. 612 24756 (Pubitemid 350296120)
31. Taskin A T, Balan A, Udum A Y and Toppare L 2010 Improving electrochromic properties via copolymerization Smart Mater. Struct. 19 065005
32. Beyazyildirim S, Camurlu P, Yilmaz D, Gullu M and Toppare L 2006 Synthesis and electrochromic properties of conducting copolymers of dioxocino- and dithiocino-quinoxalines with bithiophene J. Electroanal. Chem. 587 23546 (Pubitemid 43082874)
33. Camurlu P and Toppare L 2006 Dual type complementary colored polymer electrochromic devices based on conducting polymers of poly(hexanedioic acid bis-(2-thiophen-3-yl-ethyl ester)) J. Macromol. Sci. A 43 44958
34. Lin W, Sun W, Yang J and Shen Z 2008 Preparation and magnetic properties of novel supramolecular complexes containing bithiazole rings Mater. Chem. Phys. 112 61723
35. Reynolds R J, Poropatic A P and Toyooka L R 1987 Electrochemical copolymerization of pyrrole with N-substituted pyrroles. Effect of composition on electrical conductivity Macromolecules 20 95861
36. Qiao X, Wang X and Mo Z 2001 The effects of different alkyl substitution on the structures and properties of poly(3-alkylthiophenes) Synth. Met. 118 8995 (Pubitemid 32196382)
37. Xu J, Liu H, Pu S, Li F and Luo M 2006 A novel electrochromic polyacetylene derivative with good fluorescence properties electrodeposited by direct anodic oxidation of 1,2-methylenedioxybenzene Macromolecules 39 56116 (Pubitemid 44366459)
38. Liu H, Li Y, Xu J, Le Z, Luo M, Wang B, Pu S and Shen L 2008 Electrosyntheses and characterization of polyalkylenedioxybenzenes Eur. Polym. J. 44 17188
39. Bard A J and Faulkner L R 1980 Electrochemical Methods: Fundamentals and Applications (New York: Wiley)
40. Rusling J F and Suib S L 1994 Characterizing materials with cyclic voltammetry Adv. Mater. 6 92230 (Pubitemid 124007544)
41. Komura T, Kobayasi T, Yamaguti T and Takahasi K 1998 Enhanced rate of the redox reaction of indigodisulfonate at electrodes coated with poly[1-methyl-3-(pyrrol-1- ylmethyl)pyridinium] chloride films J. Electroanal. Chem. 454 14553 (Pubitemid 128412253)
42. Chandrasekhar P 1999 Conducting Polymers, Fundamentals and Applications: A Practical Approach (Berlin: Springer) p 83
43. DeLongchamp M D, Kastantin M and Hammond T P 2003 High-contrast electrochromism from layer-by-layer polymer films Chem. Mater. 15 157586