Unraveling the main chain effects of fused thiophene conjugated polymers in electrochromism

Kaiwen Lin , Haoshen Liang , Yawen Zheng , Ronglin Hu , Hong Chen , Zhixin Wu , Xiaobin Zhang , Hui Xie , Yuehui Wang , Qinglin Jiang , Baoyang Lu

Soft Science ›› 2021, Vol. 1 ›› Issue (3) : 12

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Soft Science ›› 2021, Vol. 1 ›› Issue (3) :12 DOI: 10.20517/ss.2021.15
Research Article

Unraveling the main chain effects of fused thiophene conjugated polymers in electrochromism

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Abstract

The influence of increasing fused thiophene rings for the corresponding conjugated polymers [polythiophene (PT), poly(thieno[3,2-b]thiophene) (PTT) and poly(dithieno[3,2-b:2’,3’-d]thiophene) (PDTT)] on their photophysical and electrochemical properties, morphology and electrochromic performance are investigated in detail in this study. PDTT is the easiest of the three polymers to prepare and has the lowest onset oxidation potential of 1.17 V because of its increased donor ability, lower than those of PTT (1.41 V) and PT (1.82 V). PDTT also exhibits the best electrochemical and thermal stability because of its extended conjugated skeleton. The PT, PTT and PDTT polymers present poor, good and moderate electrochromic properties, respectively, with increasing fused thiophene rings. PTT displays the highest ΔT of 35% in 700 nm, the fastest response time of 1.0 s and the maximum colouration efficiency (CE) of 94 cm2 C-1, which is attributed to its enhanced morphology, since the PTT film is conducive to the promotion of ions to dope and dedope. Flexible electrochromic devices are fabricated and PTT exhibits the highest ΔT (60% in 480 nm and 16% in 660 nm), as well as excellent stability with less than a 5% ΔT reduction after successive cycling of 1000 s. All these findings indicate that the precise regulation of the fused thiophene is crucial in achieving high performance in electrochromism, which provides insight for the design of electrochromic conjugated polymers and flexible electrochromic devices.

Keywords

Fused thiophene rings / main chain effect / electrochemistry / electrochromism / flexible electrochromic devices

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Kaiwen Lin, Haoshen Liang, Yawen Zheng, Ronglin Hu, Hong Chen, Zhixin Wu, Xiaobin Zhang, Hui Xie, Yuehui Wang, Qinglin Jiang, Baoyang Lu. Unraveling the main chain effects of fused thiophene conjugated polymers in electrochromism. Soft Science, 2021, 1(3): 12 DOI:10.20517/ss.2021.15

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References

[1]

Cinar ME.Thienothiophenes, dithienothiophenes, and thienoacenes: syntheses, oligomers, polymers, and properties.Chem Rev2015;115:3036-140

[2]

Xue Z,Gao N.Structural design and applications of stereoregular fused thiophenes and their oligomers and polymers.Polymer Reviews2020;60:318-58

[3]

Vegiraju S,Li L.Solution processable pseudo n-thienoacenes via intramolecular S···S lock for high performance organic field effect transistors.Chem Mater2020;32:1422-9

[4]

Chen T,Lin Y.A chlorinated nonacyclic carbazole-based acceptor affords over 15% efficiency in organic solar cells.J Mater Chem A2020;8:1131-7

[5]

Strakova K,Goujon A,Humeniuk HV.Dithienothiophenes at work: access to mechanosensitive fluorescent probes, chalcogen-bonding catalysis, and beyond.Chem Rev2019;119:10977-1005

[6]

Huang Y,Yang J.The synthesis, characterization and flexible OFET application of three (Z)-1,2-bis(4-(tert-butyl)phenyl)ethane based copolymers.Polym Chem2016;7:538-45

[7]

Vegiraju S,Kim C.Solution-processable dithienothiophenoquinoid (DTTQ) structures for ambient-stable n-channel organic field effect transistors.Adv Funct Mater2017;27:1606761

[8]

Vegiraju S,Priyanka P.High performance solution-processable tetrathienoacene (TTAR) based small molecules for organic field effect transistors (OFETs).Chem Commun (Camb)2017;53:5898-901

[9]

Gao W,Li Y.Asymmetric acceptors enabling organic solar cells to achieve an over 17% efficiency: conformation effects on regulating molecular properties and suppressing nonradiative energy loss.Adv Energy Mater2021;11:2003177

[10]

Chen P,Wang H.Aggregation strength tuning in difluorobenzoxadiazole-based polymeric semiconductors for high-performance thick-film polymer solar cells.ACS Appl Mater Interfaces2018;10:21481-91

[11]

Wang L,You G.Donor-acceptor type polymers containing fused-ring units as dopant-free, hole-transporting materials for high-performance perovskite solar cells.ACS Appl Energy Mater2020;3:12475-83

[12]

Liu X,Guo F.Influence of π-linker on triphenylamine-based hole transporting materials in perovskite solar cells.Dyes and Pigments2017;139:129-35

[13]

Lu Z,Wu A.Heteroleptic ruthenium sensitizers with hydrophobic fused-thio­phenes for use in efficient dye-­sensitized solar cells.Eur J Inorg Chem2016;2016:1214-24

[14]

Isci R,Kaya K,Gorkem SF.Tetraphenylethylene substituted thienothiophene and dithienothiophene derivatives: synthesis, optical properties and OLED applications.J Mater Chem C2020;8:7908-15

[15]

Xue X,Kong L.The synthesis of triazine-thiophene-thiophene conjugated porous polymers and their composites with carbon as anode materials in lithium-ion batteries.RSC Adv2021;11:10688-98

[16]

Cheng J,Xing Y.Exfoliated conjugated porous polymer nanosheets for highly efficient photocatalytic hydrogen evolution.J Mater Chem A2021;9:5787-95

[17]

Monk P,Rosseinsky D. Electrochromism and electrochromic devices. Cambridge: Cambridge University Press; 2007. p. 512.

[18]

Beaujuge PM.Color control in pi-conjugated organic polymers for use in electrochromic devices.Chem Rev2010;110:268-320

[19]

Gunbas G.Electrochromic conjugated polyheterocycles and derivatives--highlights from the last decade towards realization of long lived aspirations.Chem Commun (Camb)2012;48:1083-101

[20]

Mortimer RJ,Monk PMS. Electrochromic materials and devices. Weinheim: Wiley-VCH Verlag GmbH & Co. KGaA; 2015.

[21]

Lv X,Ouyang M,Wright DS.Polymeric electrochromic materials with donor-acceptor structures.J Mater Chem C2017;5:12-28

[22]

Lin K,Lu B.Hybrid π-conjugated polymers from dibenzo pentacyclic centers: precursor design, electrosynthesis and electrochromics.Sci China Chem2017;60:38-53

[23]

Liu Y,Bo Z.Designing high performance conjugated materials for photovoltaic cells with the aid of intramolecular noncovalent interactions.Chem Commun (Camb)2021;57:302-14

[24]

Lu B,Qu K.Stepwise enhancement on optoelectronic performances of polyselenophene via electropolymerization of mono-, bi-, and tri-selenophene.Electrochimica Acta2020;340:135974

[25]

Chen W.Low potential electrochemical syntheses of heteroaromatic conducting polymers in a novel solvent system based on trifluroborate-ethyl ether.Prog Polym Sci2005;30:783-811

[26]

Inzelt G,Schultze J.Electron and proton conducting polymers: recent developments and prospects.Electrochimica Acta2000;45:2403-21

[27]

Vorotyntsev M.Short-range electron-ion interaction effects in charging the electroactive polymer films.Electrochimica Acta1994;39:289-306

[28]

Lin K,Zhen S,Lu B.Molecular design of DBT/DBF hybrid thiophenes π-conjugated systems and comparative study of their electropolymerization and optoelectronic properties: from comonomers to electrochromic polymers.Polym Chem2015;6:4575-87

[29]

Lin K,Tao W.Electrochemical synthesis and electro-optical properties of dibenzothiophene/thiophene conjugated polymers with stepwise enhanced conjugation lengths.Front Chem2020;8:819 PMCID:PMC7505771

[30]

Ming S,Lin K,Xu J.Thiadiazolo[3,4-c]pyridine as an acceptor toward fast-switching green donor-acceptor-type electrochromic polymer with low bandgap.ACS Appl Mater Interfaces2015;7:11089-98

[31]

Yao W,Liu C.Flexible conjugated polyfurans for bifunctional electrochromic energy storage application.Chem Eng J2022;428:131125

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