Voltage-activated adhesion through donor – acceptor dendrimers

Previous investigations on voltage-activated adhesives were restricted to aqueous solvents, where current-directed cross-linking competed with water electrolysis. Replacing aqueous would expand applications of electrocuring technology and avoid excessive foaming, but many organic solvents have high...

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Main Authors: Gan, Lu, Tan, Nigel Chew Shun, Shah, Ankur Harish, Webster, Richard David, Gan, Sher Li, Steele, Terry W. J.
Other Authors: School of Materials Science & Engineering
Format: Article
Language:English
Published: 2020
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Online Access:https://hdl.handle.net/10356/137148
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Institution: Nanyang Technological University
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spelling sg-ntu-dr.10356-1371482023-07-14T15:47:02Z Voltage-activated adhesion through donor – acceptor dendrimers Gan, Lu Tan, Nigel Chew Shun Shah, Ankur Harish Webster, Richard David Gan, Sher Li Steele, Terry W. J. School of Materials Science & Engineering School of Physical and Mathematical Sciences Engineering::Materials Adhesive Ferrocene Previous investigations on voltage-activated adhesives were restricted to aqueous solvents, where current-directed cross-linking competed with water electrolysis. Replacing aqueous would expand applications of electrocuring technology and avoid excessive foaming, but many organic solvents have high ohmic resistances that prevent electrical conduction. These impediments were overcome through internal grafting of ferrocene (Fc) and diazirine (Dz) donor–acceptor pairs on fifth-generation polyamidoamine (G5-PAMAM) dendrimers, forming G5-Fc-Dz cografted conjugates, where Fc internal additives provided an instantaneous conductive hole (+) network toward the redox conversion of diazirine to carbene insertion adhesion in nontoxic organic solvents of DMSO, DMF, and PEG400. Size exclusion chromatography, 1H NMR, and 19F NMR evaluated the formulations before and after electrocuring to quantitate grafting ratios and cross-linked dendrimers. Cyclic voltammetry confirmed the retained redox behavior of grafted Fc and Dz. Real-time electrorheology established the dependence of cross-linking kinetics and adhesion strength on applied voltage. Liquid G5-Fc15-Dz30 conjugates reached gelation within 2 min and with a storage modulus up to 3.4 ± 0.5 kPa. For the first time, a model system demonstrates the design components necessary toward organic, voltage-activated one-pot adhesives. This has broad implications for adhesives, cosmetics, implantable biomaterials, and flexible biosensors. MOE (Min. of Education, S’pore) Accepted version 2020-03-02T07:53:56Z 2020-03-02T07:53:56Z 2018 Journal Article Gan, L., Tan, N. C. S., Shah, A. H., Webster, R. D., Gan, S. L., & Steele, T. W. J. (2018). Voltage-activated adhesion through donor – acceptor dendrimers. Macromolecules, 51(17), 6661-6672. doi:10.1021/acs.macromol.8b01000 0024-9297 https://hdl.handle.net/10356/137148 10.1021/acs.macromol.8b01000 2-s2.0-85052868439 17 51 6661 6672 en Macromolecules This document is the Accepted Manuscript version of a Published Work that appeared in final form in Macromolecules, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.macromol.8b01000 application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Engineering::Materials
Adhesive
Ferrocene
spellingShingle Engineering::Materials
Adhesive
Ferrocene
Gan, Lu
Tan, Nigel Chew Shun
Shah, Ankur Harish
Webster, Richard David
Gan, Sher Li
Steele, Terry W. J.
Voltage-activated adhesion through donor – acceptor dendrimers
description Previous investigations on voltage-activated adhesives were restricted to aqueous solvents, where current-directed cross-linking competed with water electrolysis. Replacing aqueous would expand applications of electrocuring technology and avoid excessive foaming, but many organic solvents have high ohmic resistances that prevent electrical conduction. These impediments were overcome through internal grafting of ferrocene (Fc) and diazirine (Dz) donor–acceptor pairs on fifth-generation polyamidoamine (G5-PAMAM) dendrimers, forming G5-Fc-Dz cografted conjugates, where Fc internal additives provided an instantaneous conductive hole (+) network toward the redox conversion of diazirine to carbene insertion adhesion in nontoxic organic solvents of DMSO, DMF, and PEG400. Size exclusion chromatography, 1H NMR, and 19F NMR evaluated the formulations before and after electrocuring to quantitate grafting ratios and cross-linked dendrimers. Cyclic voltammetry confirmed the retained redox behavior of grafted Fc and Dz. Real-time electrorheology established the dependence of cross-linking kinetics and adhesion strength on applied voltage. Liquid G5-Fc15-Dz30 conjugates reached gelation within 2 min and with a storage modulus up to 3.4 ± 0.5 kPa. For the first time, a model system demonstrates the design components necessary toward organic, voltage-activated one-pot adhesives. This has broad implications for adhesives, cosmetics, implantable biomaterials, and flexible biosensors.
author2 School of Materials Science & Engineering
author_facet School of Materials Science & Engineering
Gan, Lu
Tan, Nigel Chew Shun
Shah, Ankur Harish
Webster, Richard David
Gan, Sher Li
Steele, Terry W. J.
format Article
author Gan, Lu
Tan, Nigel Chew Shun
Shah, Ankur Harish
Webster, Richard David
Gan, Sher Li
Steele, Terry W. J.
author_sort Gan, Lu
title Voltage-activated adhesion through donor – acceptor dendrimers
title_short Voltage-activated adhesion through donor – acceptor dendrimers
title_full Voltage-activated adhesion through donor – acceptor dendrimers
title_fullStr Voltage-activated adhesion through donor – acceptor dendrimers
title_full_unstemmed Voltage-activated adhesion through donor – acceptor dendrimers
title_sort voltage-activated adhesion through donor – acceptor dendrimers
publishDate 2020
url https://hdl.handle.net/10356/137148
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