Molecular design of an electropolymerized copolymer with carboxylic and sulfonic acid functionalities

Gu, Modi; Travaglini, Lorenzo; Hopkins, Jonathan; Ta, Daniel; Lauto, Antonio; Wagner, Paweł; Wagner, Klaudia; Zeglio, Erica; Jephcott, Lilli; Officer, David L.; Mawad, Damia

doi:10.1016/j.synthmet.2022.117029

Cited by 11 publications

(20 citation statements)

References 74 publications

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“…It has been reported that relatively weak electrical fields lead to the formation of thin films that can properly work as a channel of OECTs. 23,47,48 The curves for the electropolymerization are shown in Figure 2B, exhibiting similar values for the current density as those previously reported. 23 Moreover, optical microscope pictures as well as AFM measurements of the PEDOT-N 3 OECTs confirm the deposition of homogeneous and smooth films (inset of Figures 2F and S8).…”

Section: ■ Results and Discussionsupporting

confidence: 83%

Interface Engineering of “Clickable” Organic Electrochemical Transistors toward Biosensing Devices

Fenoy

Hasler

Lorenz

et al. 2023

ACS Appl. Mater. Interfaces

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“Clickable” organic electrochemical transistors (OECTs) allow the reliable and straightforward functionalization of electronic devices through the well-known click chemistry toolbox. In this work, we study various aspects of the click chemistry-based interface engineering of “clickable” OECTs. First, different channel architectures are investigated, showing that PEDOT-N3 films can properly work as a channel of the transistors. Furthermore, the Cu(I)-catalyzed click reaction of ethynyl-ferrocene is studied under different reaction conditions, endowing the spatial control of the functionalization. The strain-promoted and catalyst-free cycloaddition of a dibenzocyclooctyne-derivatized poly-l-lysine (PLL-DBCO) is also performed on the OECTs and validated by a fiber optic (FO)-SPR setup. The further immobilization of an azido-modified HD22 aptamer yields OECT-based biosensors that are employed for the recognition of thrombin. Finally, their performance is evaluated against previously reported architectures, showing higher density of the immobilized HD22 aptamer, and originating similar K D values and higher maximum signal change upon analyte recognition.

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Section: ■ Results and Discussionsupporting

confidence: 83%

Interface Engineering of “Clickable” Organic Electrochemical Transistors toward Biosensing Devices

Fenoy

Hasler

Lorenz

et al. 2023

ACS Appl. Mater. Interfaces

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“…The mechanism for the electrodeposition of conducting polymer films on interdigitated electrodes has been previously discussed by Musumeci et al, showing that low electric field strengths lead to the formation of thin films via progressive nucleation and 2D growth. Also, this technique has been recently exploited by Mawad and collaborators for the straightforward fabrication of OECTs, showing its potential toward the development of bioelectronic devices. , …”

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

“…Also, this technique has been recently exploited by Mawad and collaborators for the straightforward fabrication of OECTs, showing its potential toward the development of bioelectronic devices. 53,54 The electrical features of the transistors were evaluated by means of an electrolyte-gated setup, as shown in Figure 1(D). The obtained transfer (Figure 1(E)) and output (Figure 1(G)) characteristics curves show the typical features of depletionmode transistors (similarly to other PEDOT-based OECTs 13,20 ); i.e., when no gate voltage is applied, the OECTs exhibit the ON state.…”

Section: Fabrication and Optimization Of Clickable Oectsmentioning

confidence: 99%

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“Clickable” Organic Electrochemical Transistors

Fenoy

Hasler

Quartinello³

et al. 2022

JACS Au

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Interfacing the surface of an organic semiconductor with biological elements is a central quest when it comes to the development of efficient organic bioelectronic devices. Here, we present the first example of “clickable” organic electrochemical transistors (OECTs). The synthesis and characterization of an azide-derivatized EDOT monomer (azidomethyl-EDOT, EDOT-N3) are reported, as well as its deposition on Au-interdigitated electrodes through electropolymerization to yield PEDOT-N3-OECTs. The electropolymerization protocol allows for a straightforward and reliable tuning of the characteristics of the OECTs, yielding transistors with lower threshold voltages than PEDOT-based state-of-the-art devices and maximum transconductance voltage values close to 0 V, a key feature for the development of efficient organic bioelectronic devices. Subsequently, the azide moieties are employed to click alkyne-bearing molecules such as redox probes and biorecognition elements. The clicking of an alkyne-modified PEG4-biotin allows for the use of the avidin–biotin interactions to efficiently generate bioconstructs with proteins and enzymes. In addition, a dibenzocyclooctyne-modified thrombin-specific HD22 aptamer is clicked on the PEDOT-N3-OECTs, showing the application of the devices toward the development of organic transistors-based biosensors. Finally, the clicked OECTs preserve their electronic features after the different clicking procedures, demonstrating the stability and robustness of the fabricated transistors.

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“…Few decades ago, oxidative chemical [18][19][20][21] and electrochemical [20,22,23] polymerizations were the most common methods for the synthesis of water-soluble polymers. For instance, sulfonated conjugated polymers were synthesized mostly via an oxidative chemical polymerization with the objective to replace PEDOT:PSS by using a self-doped polymer.…”

Section: General Polymerization Methods For Water-soluble Conjugated ...mentioning

confidence: 99%

Strategies for the synthesis of water-soluble conjugated polymers

Beaumont

Naqvi

Leclerc

2022

Trends in Chemistry

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Molecular design of an electropolymerized copolymer with carboxylic and sulfonic acid functionalities

Cited by 11 publications

References 74 publications

Interface Engineering of “Clickable” Organic Electrochemical Transistors toward Biosensing Devices

Interface Engineering of “Clickable” Organic Electrochemical Transistors toward Biosensing Devices

“Clickable” Organic Electrochemical Transistors

Strategies for the synthesis of water-soluble conjugated polymers

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