New functionalized 3-(alkyl)thiophene derivatives and spectroelectrochemical characterization of its polymers

Ribeiro, Adriana S.; Gazotti, W.A.; Filho, Pedro Faria dos Santos; Paoli, Marco-Aurélio De

doi:10.1016/j.synthmet.2004.04.005

Cited by 17 publications

(4 citation statements)

References 36 publications

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“…The effect of other pendant groups encompassing fluorinated substituents (as in nonregioregular 11 − 13 ) and various ester (as in nonregioregular 14 − 16 ) − and aromatic groups (as in nonregioregular 17 − 21 ) − on the redox and electrochromic properties of PTs has been investigated. For example, a simple variation in the nature of the ester substituent between 14 and 15 (branched vs linear, respectively) was sufficient to change the neutral-state color from red to yellow while retaining the same blue oxidized state.…”

Section: Color Control In π-Conjugated Polymersmentioning

confidence: 99%

Color Control in π-Conjugated Organic Polymers for Use in Electrochromic Devices

2010

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311 4.4. Advances and Perspectives in PECDs 311 4.4.1. Use of Ionic Liquids in PECDs 311 4.4.2. EC Blends, Laminates, and Composites 311 4.4.3. EC Nanotubes 312 4.4.4. EC Nanofibers 312 4.4.5. Strictly All-Polymer ECDs 312 4.4.6. Advances and Perspectives in e-Paper Devices 312 4.4.7. First Inkjet-Printed ECD 313 4.4.8. Photoelectrochromic Devices (PhotoECDs) 313 4.4.9. Light-Pen Input Device 313 5. Conclusions and Outlook 314 6. Glossary 314 7. Acknowledgments 315 8. References 315

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Section: Color Control In π-Conjugated Polymersmentioning

confidence: 99%

Color Control in π-Conjugated Organic Polymers for Use in Electrochromic Devices

2010

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“…Among CPs, polythiophenes (PTs)13, 14 are a very attractive family possessing a rare combination of appealing properties, for example, high environmental stability, large structural versatility, ease in p ‐ and n ‐doping, and moderate band gaps. Their great structural versatility has been exploited to achieve low band‐gap PTs bearing substituents mainly in 3 or 4 position 15–18. Obviously, the nature of the substituents in the thiophenic framework strongly affects a number of properties like redox potentials, conjugation, and conductivity of the polymer.…”

Section: Introductionmentioning

confidence: 99%

Introduction to the supplement, “Cancer Therapy with Antibodies and Immunoconjugates”

Goldenberg¹

2010

Cancer

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A novel polythiophene bearing a pendant terpyridine moiety has been synthesized by electrochemical polymerization of a new thiophene monomer, namely 4′‐(2,2′:5′,2″‐terthien‐3′‐ethynyl)‐2,2′:6′,2″‐terpyridine (TAT). The insertion of a conjugated ethynyl spacer between the terthiophene and the terpyridine fragments provides for an effective extension of the delocalization of electrons within the structural unit and the polymer as a whole. The synthesis and characterization of the relevant monomer, the electrosynthesis of the corresponding polymer and its electrochemical, UV–visible spectroelectrochemical and IR characterization are described. Finally, a comparison between the electrochemical, spectroscopic, and spectroelectrochemical properties of PTAT and the analogue, saturated‐spacer PTTT (TTT = 4′‐[(2,2′:5′,2″‐terthien‐3′‐yl)methoxy]‐2,2′:6′,2″‐terpyridine) polymer is discussed. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011

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“…18 In another recent work, it was demonstrated that the maximum absorption wavelength of poly{3-[12-(p-methoxyphenoxy)-alkyl]thiophene}also depends on the alkyl chain length of the substituted monomer. 19 Aiming to contribute towards understanding how the synthesis method affects the electrochemical and electrochromic properties of substituted terthiophenes, the present work reports the electrochemical and electrochromic characterization of a polymer obtained from a terthiophene derivative, poly(4,4"-dimethoxy-3'-methyl-2,2':5',2"-terthiophene), taking into consideration the synthesis temperature and the electrochromic stability. The coloration efficiency (electrochromic efficiency), color change response time, and write erase efficiency (optical contrast) were evaluated at 570 nm.…”

Section: Introductionmentioning

confidence: 99%

Electrochemical and electrochromic properties of poly(4,4" dimethoxy 3'-methyl 2,2':5',2" terthiophene)

Dias¹,

Girotto²,

Matos³

et al. 2005

J. Braz. Chem. Soc.

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Este trabalho descreve o estudo das propriedades eletroquímicas, espectroeletroquímicas e eletrocrômicas de filmes finos de poli(4,4" dimetoxi 3'-metil 2,2':5',2" tertiofeno). A voltametria cíclica in situ foi usada para estudar o efeito da temperatura sobre a eletropolimerização. As temperaturas utilizadas na deposição eletroquímica foram -10, 0, 10, 20 e 40 o C. Os resultados indicaram que a temperatura de eletropolimerização afeta diretamente o grau de ordenamento molecular do polímero. O tempo de resposta eletrocrômico foi de 0,8 s para clareamento e 0,3 s para escurecimento (para filmes sintetizados a 40 o C, espessura de 60 nm). Após 1400 ciclos eletrocrômicos, o contraste óptico a 570 nm diminuiu de 31 para 14%. A eficiência eletrocrômica foi intensificada em função do número de ciclos eletrocrômicos. Este fato foi provavelmente causado pela diminuição da carga injetada, necessária para a mudança de cor, sugerindo que as perdas na eletroatividade estão associadas a sítios que não são responsáveis pela mudança de coloração.This work describes the electrochemical, spectroelectrochemical and electrochromic properties of poly(4,4" dimethoxy 3'-methyl 2,2':5',2" terthiophene) thin films. The effect of temperature on the electropolymerization was studied by cyclic voltammetry measured in situ. The temperatures used were -10, 0, 10, 20, and 40 o C. Results indicate that the electropolymerization temperature directly affect the degree of chain organization. The optical response time for bleaching was 0.8 s and for coloring 0.3 s (for films synthesized at 40 o C, 60 nm thick). After 1400 electrochromic cycles, the chromatic contrast at 570 nm changes from 31 to 14%. The coloration efficiency was enhanced as a function of redox cycling. This was probably caused by a decrease in the injected charge necessary for the color change, suggesting that the electroactive losses occurring during the cycles are related to sites not responsible for electrochromic contrast.

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New functionalized 3-(alkyl)thiophene derivatives and spectroelectrochemical characterization of its polymers

Cited by 17 publications

References 36 publications

Color Control in π-Conjugated Organic Polymers for Use in Electrochromic Devices

Color Control in π-Conjugated Organic Polymers for Use in Electrochromic Devices

Introduction to the supplement, “Cancer Therapy with Antibodies and Immunoconjugates”

Electrochemical and electrochromic properties of poly(4,4" dimethoxy 3'-methyl 2,2':5',2" terthiophene)

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