Poly[3-(Alkyl)thiophene] Derivatives as Promising Materials for Assembling an Electrochromic Device

Ribeiro, Adriana S.; Gazotti, W.A.; Nogueira, Verónica; Machado, Dirnei Aparecido; Filho, Pedro Faria dos Santos; Paoli, Marco-Aurélio De

doi:10.4067/s0717-97072004000300001

Cited by 11 publications

(7 citation statements)

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“…Controlled potential coulometry was employed to evaluate the coloration efficiency and response time,26, 27 and the results are presented in Table 3. The obtained values are comparable to the previous literature values 28, 29. Cyclic voltammetry was used to test the film stability.…”

Section: Resultssupporting

confidence: 86%

Synthesis of a nanosize copolymer of 3,4‐ethylenedioxythiophene with diclofenac and characterization

Manisankar

Vedhi

Selvanathan³

2007

J. Polym. Sci. A Polym. Chem.

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Copolymer of 3,4-ethylenedioxythiophene (EDOT) and diclofenac (DCF) was synthesized by chemical oxidation using FeCl 3 in neutral medium. The copolymer exhibited good solubility in many organic solvents. The UV-vis spectrum of the copolymer revealed the presence of benzenoid and polaron or bipolaron state. Random distribution of the monomers in the copolymer was proposed based on the reactivity ratios of the monomers determined using Fineman-Ross and Kelen-Tudos methods. The rate of the copolymerization depended on the first power of each monomer. The FTIR spectrum showed the presence of hydrogen bonded N-H, quinone type structure of thiophene ring and C-Cl bond in the copolymer. Linear variation of anodic peak current at 560 mV in the cyclic voltammogram of copolymer thin film with scan rate indicated the adherence of electroactive copolymer. When the applied potential increased from À600 to 1000 mV, the color of the copolymer changed from neutral yellow to brown and to violet medium showing multicolor electrochromic behaviour. XRD results revealed crystallite copolymer with size 87 nm. SEM analysis confirmed uniform crystalline nature of the copolymer. The TGA, DTA and DSC studies suggested good thermal stability of the copolymer. V

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Section: Resultssupporting

confidence: 86%

Synthesis of a nanosize copolymer of 3,4‐ethylenedioxythiophene with diclofenac and characterization

Manisankar

Vedhi

Selvanathan³

2007

J. Polym. Sci. A Polym. Chem.

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“…Those transitions of lower energy can be attributed to species with different chains length in the polymers that possess different effective conjugation lengths. Roncali et al [32] and Ribeiro et al [33] have reported similar results with polymers of different chain lengths and low molecular size obtained by fractionation of polymers obtained from terthiophene.…”

Section: Optical Propertiessupporting

confidence: 58%

“…Maximum absorptions at 889 nm are ascribed to a very low polaron population, which is more significant in poly (TPA-terTh). Carrier bands usually embrace the entire optical spectrum from 700 nm to near infrared [33,34] and it has been demonstrated that poly(thiophene) doping starts with the transformation of the longest conjugation segments [34,35]; this is consistent with the higher absorption intensity observed at 889 nm in the polymer with the greatest number of thiophenyl units in the main chain, i.e., poly(TPA-terTh). …”

Section: Optical Propertiesmentioning

confidence: 81%

Effect of triphenylamine as electron-donor evenly spaced in 2, 4, 6 and 8 thiophene units of the main chain: synthesis and properties

et al. 2015

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Several poly(thiophene) derivatives containing triphenylamine (TPA) as electron-donor were synthesized by chemical homopolymerization in CHCl 3 media using FeCl 3 as oxidizing agent. Monomers containing TPA bonded by imine groups to terminal thiophene, bithiophene, terthiophene units allows polymerization to be performed in conditions similar to thiophene. TPA units are regularly spaced in 2, 4, 6 and 8 thiophenyl units in the main chain. TPA electron-donor effect on the polymers chains, as compared to poly(thiophene) was studied. Polymers, labeled as poly(TPA-Th), poly(TPA-biTh) and poly(TPA-Terth) were characterized by 1 H-NMR, FT-IR and UV-visible spectroscopy, elemental analysis, thermal stability (TGA) intrinsic viscosity, differential scanning calorimetry (DSC) and electrochemically using cyclic voltammetry (CV). The characterizations are consistent with the proposed structures. The polymers exhibited different optical absorption.They exhibited low intrinsic viscosity, a different effective conjugation and high thermal stability. Moreover, the polymers displayed two redox processes with a redox potential lower than that of poly(thiophene). Highest Occupied Molecular Orbital (HOMO), Lowest Unoccupied Molecular Orbital (LUMO) and optical band gap (E g ) were measured and the obtained values were compared with those of poly(thiophene). The effect of the presence of TPA units in the thiophenyl chains on HOMO, LUMO, band gap, redox potential and on TGA is reported. To complete the series, HOMO/LUMO levels and band gap of a polymer containing TPA with 8 thiophenyl units in the chain were determined using theoretical calculations. The results proved that, with respect to poly(thiophene), it is possible to decrease HOMO and LUMO without changing the band gap, projecting itself as a potential polymer to be studied in organic photocells.

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“…Of the synthetic monomers investigated, poly(3,4‐(1,4‐butylene‐(2‐ene)dioxy)thiophene ( 4a ; PBueDOT) films were only obtained from the potentiostatic method by applying E =1.4 V for t =10–30 s. This result shows that monomers with both eight‐membered rings and other substituents on the EDOT backbone are difficult to polymerize onto ITO glass because of the low planarity of the alkylenedioxy ring caused by the steric hindrance of the terminal groups and poor adhesion to the ITO glass 16. Considering the above factors, steric hindrance and adhesion, upon electrochemical polymerization of monomers onto ITO, we then selected BueDOT as a model precursor to synthesize the polymer‐ECD and ascertained their physical and electrochromic properties.…”

Section: Resultsmentioning

confidence: 99%

A Dual‐Polymer Electrochromic Device with High Coloration Efficiency and Fast Response Time: Poly(3,4‐(1,4‐butylene‐(2‐ene)dioxy)thiophene)–Polyaniline ECD

Kang

Paek

et al. 2011

Chemistry An Asian Journal

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A new dual-polymer electrochromic device (ECD) composed of poly(3,4-(1,4-butylene-(2-ene)dioxy)thiophene) (PBueDOT) and polyaniline (PANI) with a hydrophobic molten salt electrolyte has been developed. To build this system, an alkylenedioxy ring in the BueDOT backbone was expanded to include a strongly electron-donating alkylenedioxy bridge, and the thickness and surface morphology of the corresponding PBueDOT film were controlled systematically. Not only the dual-electrochromic-polymer-electrode system, but also the expanded alkylenedioxy ring in the BueDOT backbone, synergistically improved the electrochromic performance. From the coloration efficiency (CE) value calculations, we found that the CE was enhanced up to 930 cm(2) C(-1). Furthermore, these ECDs showed an extremely fast response time of less than 80 ms.

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Poly[3-(Alkyl)thiophene] Derivatives as Promising Materials for Assembling an Electrochromic Device

Cited by 11 publications

References 0 publications

Synthesis of a nanosize copolymer of 3,4‐ethylenedioxythiophene with diclofenac and characterization

Synthesis of a nanosize copolymer of 3,4‐ethylenedioxythiophene with diclofenac and characterization

Effect of triphenylamine as electron-donor evenly spaced in 2, 4, 6 and 8 thiophene units of the main chain: synthesis and properties

A Dual‐Polymer Electrochromic Device with High Coloration Efficiency and Fast Response Time: Poly(3,4‐(1,4‐butylene‐(2‐ene)dioxy)thiophene)–Polyaniline ECD

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