Polythiophene Derivative with Phenothiazine−Vinylene Conjugated Side Chain:  Synthesis and Its Application in Field-Effect Transistors

Zou, Yingping; Wu, Weiping; Sang, Guangyi; Yang, Yi; Liu, Yunqi; Li, Yongfang

doi:10.1021/ma071402v

Cited by 130 publications

(111 citation statements)

References 51 publications

Supporting

Mentioning

109

Contrasting

Unclassified

Order By: Relevance

“…1 These compounds have been extensively investigated since they could lead to smaller devices that are more flexible and of lower cost. Examples of these applications include organic photovoltaic cells (OPVs), [1][2][3][4][5][6][7][8] organic light-emitting diodes (OLEDs), [9][10][11][12] organic field effect transistors (OFETs), 3 organic thin film transistors (OTFTs) [13][14][15][16][17][18] and organic solar cells. 19,20 In this sense, different polymers, small molecules, oligomers and hybrid compounds have been investigated for optoelectronic applications.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, DNA Interaction and Genotoxic Evaluation of a Photoactive Benzothiadiazole with Potential Application in Photovoltaic Paint

Damiani¹,

Rohr²,

Westrup³

et al. 2017

J. Braz. Chem. Soc.

View full text Add to dashboard Cite

A new fluorophore containing 2,1,3-benzothiadiazole unit with alkylated tetrazole terminal groups as electron donors connected through a π-conjugated system of the type (D-π-A-π-D) was synthesized using the Sonogashira coupling reaction with good yields. The genotoxicity of the two intermediate compounds and the final product was evaluated in vitro in consideration of the potential application of the new compound in the chemical production of photovoltaic paints. The new fluorophore did not show significant biological effects in the cell viability test and the comet assay when compared with the intermediate compounds that were obtained synthetically despite the ability to interact with deoxyribonucleic acid (DNA) as demonstrated in circular dichroism assays. Thus, the compound does not show toxic or genotoxic activity, and therefore, it can be applied as a pigment in photovoltaic paint.

show abstract

Section: Introductionmentioning

confidence: 99%

Synthesis, DNA Interaction and Genotoxic Evaluation of a Photoactive Benzothiadiazole with Potential Application in Photovoltaic Paint

Damiani¹,

Rohr²,

Westrup³

et al. 2017

J. Braz. Chem. Soc.

View full text Add to dashboard Cite

show abstract

“…Taking a comprehensive view of these strategies, it it is of great interest to discover novel 2-D conjugated polymers to improve their optoelectronic and photovolatic properties, such as enhancing absorption ability and further improving photon-toelectron conversion efficiency, through incorporating different 2-D conjugation blocks with electronwithdrawing and/or electron-donating groups. [16][17][18][19][20].…”

Section: Introductionmentioning

confidence: 99%

“…Thieno [3,4-c]pyrrole-4,6-dione (TPD) and DPP units both have been also widely used as building blocks and electron-withdrawing groups in high performance conjugated polymers due to their symmetric, rigidly fused, and coplanar structures [11,[27][28][29][30]. For [16][17][18][19][20].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Two-Dimensional Conjugated Polymers Incorporating Electron-Deficient Moieties for Application in Organic Photovoltaics

et al. 2016

View full text Add to dashboard Cite

A series of novel p-type conjugated copolymers, PTTVBDT, PTTVBDT-TPD, and PTTVBDT-DPP, cooperating benzo[1,2-b:4,5-b ]dithiophene (BDT) and terthiophene-vinylene (TTV) units with/without thieno [3,4-c]pyrrole-4,6-dione (TPD) or pyrrolo [3,4-c]pyrrole-1,4-dione (DPP) via Stille polymerization were synthesized and characterized. Copolymer PTTVBDT shows a low-lying HOMO energy level and ordered molecular-packing behavior. Furthermore, two terpolymers, PTTVBDT-TPD and PTTVBDT-DPP, display stronger absorption ability, alower-lying HOMO energy level, and preferred molecular orientation, due to the replacement TTV-monomer units with electron-deficient groups. Furthermore, bulk-heterojunction organic solar cells were fabricated using blends of the PTTVBDT-TPD, and PC 61 BM gave the best power conversion efficiency of 5.01% under the illumination of AM 1.5G, 100 mW·cm −2 ; the short circuit current (J sc ) was 11.65 mA·cm −2 which displayed a 43.8% improvement in comparison with the PTTVBDT/PC 61 BM device. These results demonstrate a valid strategy combining the two-dimensional molecular structure with random copolymerization strikes promising conjugated polymers to achieve highly efficient organic photovoltaics.

show abstract

“…Conducting polymers with electrochromic properties have received special attention due to their high contrast ratios, fast 40 switching speed and solution process ability 33 . In addition, the colour of EC polymers can be tuned by synthetic modification of the monomer structure 25,34 . Reynolds et al first established a method to fabricate dual polymer complementary ECDs by assembling paired dark-state and charge matched cathodically 45 and anodically coloring EC polymers to increase colour efficiency 35,36 .…”

mentioning

confidence: 99%

Colour tunable electrochromic devices based on PProDOT-(Hx)2 and PProDOT-(EtHx)2 polymers

et al. 2013

View full text Add to dashboard Cite

The most commonly used method to tune the colour transition states of an ECD is to modify the chemical structure of the electrochromic polymers to achieve the desired transparent to dark state switching colours. However, this approach can present significant synthetic challenges that typically result in a compromise in device performance parameters such as contrast range or stability as well as solvent processability. In this study we have investigated tuning the dark-state colour of an ECD (at +0.8 V) by solution mixing poly (3,3-dihexyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine) (PProDOT-(Hx)2), which has an excellent contrast performance but with an esthetically undesirable purple colour transition, with poly(3,3-bis(2-ethylhexyl)-3,4-dihydro-2H-thieno [3,4-b][1,4]dioxepine) (PProDOT-(EtHx)2), a material with a poorer contrast range but with more esthetic blue colour transition. The influence of mixtures of two cathodically colouring materials, PProDOT-(Hx)2 and PProDOT-(EtHx)2, on the spectroelectrochemistry and assembled ECDs was explored. Photopic contrast, electrochemical properties and the influence of the type of ionic liquid electrolyte employed in the device assembly were also investigated to determine how the dark-state colour of ECDs can be tuned while maintaining device contrast over 55%. The most common used method to tune the colour transition states of an ECD is to modify the chemical structure of the electrochromic polymers to achieve the desired transparent to dark state switching colours. However, this approach can present significant synthetic challenges that typically results in a compromise in device performance parameters such as contrast range or stability as well as solvent processability. In this study we have investigated tuning the dark -state colour of an ECD (at +0.8V) by 10 solution mixing poly (3, [1, 4]dioxepine) (PProDOT-(Hx) 2), which has an excellent contrast performance but with an esthetically undesirable purple colour transition, with poly (3,3 -bis (2 -ethylhexyl) -3, 4 -dihydro -2H -thieno [3, 4-b] [1, 4]dioxepine) (PProDOT-(EtHx) 2) , a material with a poorer contrast range but with more esthetic blue colour transition. The influence of mixtures of two cathodically colouring materials, PProDOT-(Hx) 2 and PProDOT-15 (EtHx) 2 on the spectroelectrochemistry and assembled ECDs were explored. Photopic contrast, electrochemical properties and the influence of the type of ionic liquid electrolyte employed in the device assembly were also investigated to determine how the dark-state colour of ECDs can be tuned while maintaining device contrast over 55%.

show abstract

Polythiophene Derivative with Phenothiazine−Vinylene Conjugated Side Chain: Synthesis and Its Application in Field-Effect Transistors

Cited by 130 publications

References 51 publications

Synthesis, DNA Interaction and Genotoxic Evaluation of a Photoactive Benzothiadiazole with Potential Application in Photovoltaic Paint

Synthesis, DNA Interaction and Genotoxic Evaluation of a Photoactive Benzothiadiazole with Potential Application in Photovoltaic Paint

Synthesis and Characterization of Two-Dimensional Conjugated Polymers Incorporating Electron-Deficient Moieties for Application in Organic Photovoltaics

Colour tunable electrochromic devices based on PProDOT-(Hx)2 and PProDOT-(EtHx)2 polymers

Contact Info

Product

Resources

About