Self curing and voltage activated catechol adhesives

Gan, Lu; Tan, Nigel Chew Shun; Gupta, Avi; Singh, Manisha; Pokholenko, Oleksandr; Ghosh, Animesh; Zhang, Zhonghan; Li, Shuzhou; Steele, Terry W. J.

doi:10.1039/c9cc04166d

Cited by 21 publications

(34 citation statements)

References 34 publications

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“…For instance, Voltaglue can adhere to a variety of synthetic and natural substrates-TPE, collagen, poly-L-lactic acid, cellulose, porcine myocardium, swine aorta, porcine carotid artery, swine epicardium, and rat's pericardium. Voltaglue can, however, be replaced with other voltage-activated adhesives (e.g., catechol and ferrocene-based), if nonfoaming, nonaqueous, or reversible cross-linking-based formulations are desired (51)(52)(53). However, the current formulations of catechol lack shelf stability when compared to Voltaglue.…”

Section: Discussionmentioning

confidence: 99%

Minimally invasive electroceutical catheter for endoluminal defect sealing

et al. 2021

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Surgical repair of lumen defects is associated with periprocedural morbidity and mortality. Endovascular repair with tissue adhesives may reduce host tissue damage, but current bioadhesive designs do not support minimally invasive deployment. Voltage-activated tissue adhesives offer a new strategy for endoluminal repair. To facilitate the clinical translation of voltage-activated adhesives, an electroceutical patch (ePATCH) paired with a minimally invasive catheter with retractable electrodes (CATRE) is challenged against the repair of in vivo and ex vivo lumen defects. The ePATCH/CATRE platform demonstrates the sealing of lumen defects up to 2 millimeters in diameter on wet tissue substrates. Water-tight seals are flexible and resilient, withstanding over 20,000 physiological relevant stress/strain cycles. No disruption to electrical signals was observed when the ePATCH was electrically activated on the beating heart. The ePATCH/CATRE platform has diverse potential applications ranging from endovascular treatment of pseudo-aneurysms/fistulas to bioelectrodes toward electrophysiological mapping.

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Section: Discussionmentioning

confidence: 99%

Minimally invasive electroceutical catheter for endoluminal defect sealing

et al. 2021

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“…All solid state 19 F MAS NMR measurements were obtained using a 700 MHz Bruker Advance III HD spectrometer operating a 19…”

Section: F Nmr Spectroscopy Analysis Of Cured Voltagluementioning

confidence: 99%

Synergistic Voltaglue Adhesive Mechanisms with Alternating Electric Fields

et al. 2020

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Voltage-activated adhesion is a relatively new discovery that relies on direct currents for initiation of crosslinking. Previous investigations have found that direct currents are linearly correlated to the migration rates of electrocuring, but this is limited by high voltages exceeding 100 V with instances of incomplete curing of voltage-activated adhesives on semiconducting substrates. Practical applications of electrocuring would benefit from lower voltages to mitigate high voltage risks, especially with regard to potential medical applications. Alternative electrocuring strategies based on alternating current (AC), electrolyte ionic radius, and temperature are evaluated herein. Square waveform AC electric fields are hypothesized to initiate a two-sided curing progression of voltage-activated adhesive (PAMAM-g-diazirine aka Voltaglue), where initiation occurs at the cathode terminal. Structure-activity relationships of AC frequency at currents of 1-3 mA are evaluated against direct currents, migration rate, storage modulus, and lap shear adhesion on ex-vivo tissue mimics. Numerous improvements in electrocuring are observed with AC stimulation versus DC, including a 35 % decrease in maximum voltage, 180 % improvement in kinetic rates, and 100 % increase in lap shear adhesion at 2 mA. Li + ion electrolytes and curing at 4 o C shift curing kinetics by +104 % and -22 % with respect to the control ion (Na + ion at 24 o C), suggesting electrolyte migration is the rate limiting step. Li + ion electrolytes and curing at 50 o C improves storage modulus by 110% and 470 % respectively. Further evaluations of electrocured matrices with 19 F NMR, solid-state NMR and infrared spectroscopy provide insights into the probable crosslinking mechanisms.

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“…G5‐PAMAM grafted with three different percentages of Dz and Fc are prepared (Table S3, Supporting Information) following the procedure described earlier and characterized by 1 H NMR and size exclusion chromatography (SEC). [ 2,7 ] Nine blended formulations (Tables S4 and S5, Supporting Information) are then evaluated for SAR (Fc/Dz grafting, Fc/Dz ratio, and ultimate elongation) with the aid of electrorheology and lap shear adhesion.…”

Section: Figurementioning

confidence: 99%

“…Since the initial report on Fc/Dz donor–acceptor voltage‐activated adhesives, voltage‐activated adhesives have been extended to Schiff base/catechol cografted designs onto G5‐PAMAM. [ 7 ] Similar to the Fc/Dz design, control experiments demonstrate that removing either the catechol group or the Schiff‐base presents inactive crosslinking upon voltage activation. A comparison of the two systems finds advantages of each.…”

Section: Figurementioning

confidence: 99%

Structure–Activity Relationships of Voltaglue Organic Blends

Tan

Ghosh

Steele

2020

Macromol. Rapid Commun.

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Voltage‐activated, one‐pot adhesives are an emerging platform with many potential advantages, but require multicomponent grafting of electrochemical donors and acceptors for operation in organic environments. This formulation strategy reduces throughput efficiency, organic solubility, and requires additional purification of the grafted dendrimers. A more advanced strategy is proposed for setting up the donor–acceptor conductive network by exploiting a flexible blending design, providing faster throughput of structure–activity analyses with less synthetic investment. The blend method investigates the ampere‐dependent storage modulus and gelation time as a function of both donor and acceptor concentration. This blend strategy allows a rapid evaluation of donor–acceptor parameters involved in voltage‐activated adhesive formulations.

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Self curing and voltage activated catechol adhesives

Abstract: Catechol adhesives are designed for curing with a low voltage signal—no oxidants or metal chelators are required.

Cited by 21 publications

References 34 publications

Minimally invasive electroceutical catheter for endoluminal defect sealing

Minimally invasive electroceutical catheter for endoluminal defect sealing

Synergistic Voltaglue Adhesive Mechanisms with Alternating Electric Fields

Structure–Activity Relationships of Voltaglue Organic Blends

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