Flexible and conductive multilayer films based on the assembly of PEDOT:PSS and water soluble polythiophenes

Jurin, F.E.; Buron, C.C.; Clément, Sébastien; Mehdi, Ahmad; Viau, Lydie; Lakard, Boris; Martin, Nicolas; Filiâtre, C.

doi:10.1016/j.orgel.2017.04.013

Cited by 9 publications

(11 citation statements)

References 51 publications

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“…To improve the processability of PT‐based AIL materials, polar and ionic groups were grafted onto PT backbones to develop water/alcohol soluble PT‐based CPEs. In addition to solubility, the W F of PT‐based CPEs can be tuned from 4.8 to 5.2 eV by introducing different functionalized groups, such as carboxyalkyl, alkyltrimethylphosphonium, and sulfonic acid groups, making them suitable to modify the anode in OSCs. Moreover, the charge carrier mobility of PT‐based CPEs can also be improved through chemical modification.…”

Section: Solution Processable Conjugated Polymers As Ail Materials Inmentioning

confidence: 99%

Solution‐Processable Conjugated Polymers as Anode Interfacial Layer Materials for Organic Solar Cells

Hou

2018

Advanced Energy Materials

102

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With appropriate charge transport layers, one can rationally engineer the driving force, which generally refers to the built-in electric field in devices, so that electrons and holes can be effectively extracted to their respective electrodes, and thereby maximize the efficiency of OSCs. [4] There are two main types of charge transport materials that are commonly used in OSCs: anode interfacial layer (AIL) materials for hole collection and electron transport layer (ETL) materials for electron collection. However, at present, the development of AIL materials is comparatively lagging, as compared to ETL materials. For ETL materials, many materials, such as low-work-function metal, [5] small-molecule organic compounds, [6] nonconjugated and conjugated polymers, [7] and transition metal oxides (TMO), [8] have been proven effective in improving the electron collection efficiency in OSCs. In sharp contrast, only a few materials, such as poly(3,4ethylenedioxythiophene): (styrenesulfonate) (PEDOT:PSS) [9] and MoO 3 , [10] have been extensively used as AILs in OSCs. Generally, the AIL serves two functions: 1) Improving the selectivity and efficiency of hole transport and collection. First, by using AILs, the work function (W F ) of the anode can be effectively enhanced, which helps to construct a built-in electric field in the device with the combination of a low-W F cathode. The built-in electric field provides the fundamental driving force that transfers holes to the anode, where the holes are subsequently collected (Figure 1a). [11] Second, with the modification of the AILs, the W F of the anode can be enhanced to be higher than the positive integer charge-transfer state (E ICT + ) of the donor, in which case the Fermi-level pinning to the E ICT + level occurs to reduce the hole collection barrier at the anode interface (Figure 1b). [12] Third, AILs should effectively block the electrons, reducing the charge recombination at the interface. [13] 2) Improving the physical contact between the anodes and the active layers. With the modification of AILs, the hydrophilic surface of anodes can be changed, which enhances the wettability and film quality of the active layers deposited on the anode surfaces. Moreover, the anode surface can be smoothed by an AIL to passivate surface defects and pinholes, which decreases the leakage current of the OSC devices. To efficiently realize the above functions, AIL materials should possess several characteristics, including a high W F value, exceptional optical transparency, excellent hole In recent years, solution-processed conjugated polymers have been extensively used as anode interfacial layer (AIL) materials in organic solar cells (OSCs) due to their excellent film-forming property and low-temperature processing advantages. In this review, the authors focus on the recent advances in conjugated polymers as AIL materials in OSCs. Several of the main classes of solution-processable conjugated polymers, including poly(3,4-ethylenedioxythiophene):(styrenesulfonate), polyaniline, polyt...

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Section: Solution Processable Conjugated Polymers As Ail Materials Inmentioning

confidence: 99%

Solution‐Processable Conjugated Polymers as Anode Interfacial Layer Materials for Organic Solar Cells

Hou

2018

Advanced Energy Materials

102

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“…Recent papers have reported that regioregular head-to-tail CPTs are accessed via a two step approach: First, Ni-initiated polymerization to form regioregular poly[3-(6-bromoalkyl)thiophene-2,5-diyl] ,,,,,− or polymerization of a thiophene with ester pendant group by GRIM, followed by postpolymerization functionalization to install the cationic moiety (Scheme A; see Scheme , Table , and Schemes –). Zhang showed that GRIM method was not suitable for thiophenes bearing charged ionic side groups, so Kumada catalyst transfer polycondensation (KCTP) was performed to prepare the PT precursor with the ester side group.…”

Section: Advances In the Structures Mechanism And Properties Of Polyt...mentioning

confidence: 99%

“…Regioregular cationic PTs can be directly accessed via nucleophilic substitution of regioregular head-to-tail poly[3-( n -bromoalkyl)thiophene-2,5-diyl] 198 , 199 , and 200 (Scheme , Table ). The regioregular precursors were obtained from GRIM, ,,,,,− , KCTP, ,,,, and McCullough methods, although access to these structures is not limited to the routes delineated (Table ). It is necessary to note that the complete conversion of the neutral regioregular compound with a cationic group may at times be challenging.…”

Section: Synthetic Strategies To Access Cationic Oligo- and Polythiop...mentioning

confidence: 99%

“…Aside from CPTs with traditional linear chains, those with extended higher dimensional structures (branched) have also been reported, providing unique molecular architectures and novel functionalities. − This review also presents the challenges in preparing CPTs, since some of these compounds are not readily obtained by polymerization of the corresponding reactive monomers using FeCl 3 method. This review highlights the newer applications of CPTs other than sensing − and as a material component in optoelectronic devices and supercapacitors. − CPTs have been used in chiral self-assembly with DNA and sugars, as a nonviral gene-delivery system, , as material for monitoring and detection of various biological processes like cell targeting and imaging, ,− and for biomedical applications as a membrane probe and as anticancer, antifungal, or antibacterial agents with or without light activation. ,− This review only includes the articles containing cationic polythiophenes and those polythiophenes possessing polyaminated groups published in the last 17 years. Although there are other polythiophenes containing anionic or zwitterionic charged groups or cationic polymer containing thiophene moieties, these structures are beyond the scope of this review (except those that are used to compare with the CPTs , ).…”

Section: Introductionmentioning

confidence: 99%

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Molecular Design, Synthetic Strategies, and Applications of Cationic Polythiophenes

Carreon-Asok

2019

Chem. Rev.

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This review delves into the synthesis of cationic-functionalized oligothiophenes and polythiophenes, their properties, and their diverse applications from the year 2002 to 2019. Pristine polythiophene chains are hydrophobic and are not easily converted into a form that is useful for broad applications or for device fabrications. Functional modification of the polymer side chain especially with cationic pendant groups imparts favorable properties to the system, such as solubility in aqueous medium and affinity with anions and negatively charged species, alongside the extensive π conjugation that provides unique optoelectronic characteristics. This review provides a detailed account of the design and the different synthetic strategies to access cationic polythiophenes (CPTs) via chemical oxidation using iron(III) chloride (FeCl 3 ), via metal catalyzed and initiated polymerization, and via postpolymerization functionalization approaches. CPTs have been traditionally used in sensing and as a component in optoelectronic devices; the utility of these systems has been extended to biomedical applications, such as nonviral gene delivery, cell targeting and imaging, anticancer, antifungal, and bactericidal actions, and biofilm formation, and to use as a molecular probe. A summary and outlook are also presented, discussing the remaining challenges and the future direction for this field.

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“…And a probe system as fluorescence turn-on assay of simple saccharides is based on three anionic conjugated polyelectrolytes and three quenched molecules substituted by boric acid (13). However, almost all the anionic CPEs are consisted of phenyl units (14), thiophene derivatives (15) and fluorene monomers (16), and there are few literatures focused on water soluble N-heterocyclic systems. This can be attributed to complexity of the synthesis and purification.…”

Section: Introductionmentioning

confidence: 99%

Novel benzimidazole-based conjugated polyelectrolytes: synthesis, solution photophysics and fluorescent sensing of metal ions

Wei

et al. 2020

E-Polymers

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AbstractTwo benzimidazole-based conjugated polyelectrolytes (+)-PPBIPV and (-)-PPBIPV which have opposite charges on their side chains were synthesized via Heck coupling reaction and characterized by 1H-NMR, UV-vis and PL spectroscopy. These two polyelectrolytes are both consisted of benzimidazole derivatives and phenylenevinylene units. The absorption and emission spectra reveal that the polymers both have solvent-dependency and concentration-dependency, and they exhibit aggregation effect in aqueous solution. In the respect of ion detection, the aqueous solution of (+)-PPBIPV has excellent selectivity and sensitivity for Fe3+. Moreover, Pd2+ can almost completely quench the fluorescence of (+)-PPBIPV in methanol solution, and its quenching constant KSV is 5.93×104 M-1. For (-)-PPBIPV, Sn2+ can double the fluorescence intensity of its aqueous solution, while (-)-PPBIPV has good identification for Fe3+ in methanol with a KSV = 3.44×105 M-1. Hence, two polyelectrolytes have considerable potential to become effective fluorescent sensing materials for some specific metal ions. All of the stoichiometric relationships between metal ions and conjugated polyelectrolytes were calculated using Benesi-Hildebrand equation.

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Flexible and conductive multilayer films based on the assembly of PEDOT:PSS and water soluble polythiophenes

Cited by 9 publications

References 51 publications

Solution‐Processable Conjugated Polymers as Anode Interfacial Layer Materials for Organic Solar Cells

Solution‐Processable Conjugated Polymers as Anode Interfacial Layer Materials for Organic Solar Cells

Molecular Design, Synthetic Strategies, and Applications of Cationic Polythiophenes

Novel benzimidazole-based conjugated polyelectrolytes: synthesis, solution photophysics and fluorescent sensing of metal ions

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