Synthesis and Characterization of Rebondable Polyurethane Adhesives Relying on Thermo-Activated Transcarbamoylation

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Synthesis and Characterization of Rebondable Polyurethane Adhesives Relying on Thermo-Activated Transcarbamoylation. / Bautista-Anguís, Daniel; Reiner, Lisbeth; Röper, Florian et al.
In: Polymers, Vol. 16.2024, No. 19, 2799, 03.10.2024.

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Bautista-Anguís D, Reiner L, Röper F, Maar S, Wolfahrt M, Wolfberger A et al. Synthesis and Characterization of Rebondable Polyurethane Adhesives Relying on Thermo-Activated Transcarbamoylation. Polymers. 2024 Oct 3;16.2024(19):2799. doi: 10.3390/polym16192799

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Bautista-Anguís, Daniel ; Reiner, Lisbeth ; Röper, Florian et al. / Synthesis and Characterization of Rebondable Polyurethane Adhesives Relying on Thermo-Activated Transcarbamoylation. In: Polymers. 2024 ; Vol. 16.2024, No. 19.

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@article{c74e684fb8814c54afcb766d08c572e2,
title = "Synthesis and Characterization of Rebondable Polyurethane Adhesives Relying on Thermo-Activated Transcarbamoylation",
abstract = "Dynamic polymer networks combine the noteworthy (thermo)mechanical features of thermosets with the processability of thermoplastics. They rely on externally triggered bond exchange reactions, which induce topological rearrangements and, at a sufficiently high rate, a macroscopic reflow of the polymer network. Due to this controlled change in viscosity, dynamic polymers are repairable, malleable, and reprocessable. Herein, several dynamic polyurethane networks were synthetized as model compounds, which were able to undergo thermo-activated transcarbamoylation for the use in rebondable adhesives. Ethylenediamine-N,N,N′,N′-tetra-2-propanol (EDTP) was applied as a transcarbamoylation catalyst, which participates in the curing reaction across its four -OH groups and thus, is covalently attached within the polyurethane network. Both bond exchange rate and (thermo)mechanical properties of the dynamic networks were readily adjusted by the crosslink density and availability of -OH groups. In a last step, the most promising model compound was optimized to prepare an adhesive formulation more suitable for a real case application. Single-lap shear tests were carried out to evaluate the bond strength of this final formulation in adhesively bonded carbon fiber reinforced polymers (CFRP). Exploiting the dynamic nature of the adhesive layer, the debonded CFRP test specimens were rebonded at elevated temperature. The results clearly show that thermally triggered rebonding was feasible by recovering up to 79% of the original bond strength.",
keywords = "adhesives, dynamic polymers, rebonding, thermo-activated transcarbamoylation, vitrimers",
author = "Daniel Bautista-Angu{\'i}s and Lisbeth Reiner and Florian R{\"o}per and Sebastian Maar and Markus Wolfahrt and Archim Wolfberger and Sandra Schl{\"o}gl",
note = "Publisher Copyright: {\textcopyright} 2024 by the authors.",
year = "2024",
month = oct,
day = "3",
doi = "10.3390/polym16192799",
language = "English",
volume = "16.2024",
journal = "Polymers",
issn = "2073-4360",
publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",
number = "19",

}

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TY - JOUR

T1 - Synthesis and Characterization of Rebondable Polyurethane Adhesives Relying on Thermo-Activated Transcarbamoylation

AU - Bautista-Anguís, Daniel

AU - Reiner, Lisbeth

AU - Röper, Florian

AU - Maar, Sebastian

AU - Wolfahrt, Markus

AU - Wolfberger, Archim

AU - Schlögl, Sandra

N1 - Publisher Copyright: © 2024 by the authors.

PY - 2024/10/3

Y1 - 2024/10/3

N2 - Dynamic polymer networks combine the noteworthy (thermo)mechanical features of thermosets with the processability of thermoplastics. They rely on externally triggered bond exchange reactions, which induce topological rearrangements and, at a sufficiently high rate, a macroscopic reflow of the polymer network. Due to this controlled change in viscosity, dynamic polymers are repairable, malleable, and reprocessable. Herein, several dynamic polyurethane networks were synthetized as model compounds, which were able to undergo thermo-activated transcarbamoylation for the use in rebondable adhesives. Ethylenediamine-N,N,N′,N′-tetra-2-propanol (EDTP) was applied as a transcarbamoylation catalyst, which participates in the curing reaction across its four -OH groups and thus, is covalently attached within the polyurethane network. Both bond exchange rate and (thermo)mechanical properties of the dynamic networks were readily adjusted by the crosslink density and availability of -OH groups. In a last step, the most promising model compound was optimized to prepare an adhesive formulation more suitable for a real case application. Single-lap shear tests were carried out to evaluate the bond strength of this final formulation in adhesively bonded carbon fiber reinforced polymers (CFRP). Exploiting the dynamic nature of the adhesive layer, the debonded CFRP test specimens were rebonded at elevated temperature. The results clearly show that thermally triggered rebonding was feasible by recovering up to 79% of the original bond strength.

AB - Dynamic polymer networks combine the noteworthy (thermo)mechanical features of thermosets with the processability of thermoplastics. They rely on externally triggered bond exchange reactions, which induce topological rearrangements and, at a sufficiently high rate, a macroscopic reflow of the polymer network. Due to this controlled change in viscosity, dynamic polymers are repairable, malleable, and reprocessable. Herein, several dynamic polyurethane networks were synthetized as model compounds, which were able to undergo thermo-activated transcarbamoylation for the use in rebondable adhesives. Ethylenediamine-N,N,N′,N′-tetra-2-propanol (EDTP) was applied as a transcarbamoylation catalyst, which participates in the curing reaction across its four -OH groups and thus, is covalently attached within the polyurethane network. Both bond exchange rate and (thermo)mechanical properties of the dynamic networks were readily adjusted by the crosslink density and availability of -OH groups. In a last step, the most promising model compound was optimized to prepare an adhesive formulation more suitable for a real case application. Single-lap shear tests were carried out to evaluate the bond strength of this final formulation in adhesively bonded carbon fiber reinforced polymers (CFRP). Exploiting the dynamic nature of the adhesive layer, the debonded CFRP test specimens were rebonded at elevated temperature. The results clearly show that thermally triggered rebonding was feasible by recovering up to 79% of the original bond strength.

KW - adhesives

KW - dynamic polymers

KW - rebonding

KW - thermo-activated transcarbamoylation

KW - vitrimers

UR - http://www.scopus.com/inward/record.url?scp=85206497039&partnerID=8YFLogxK

U2 - 10.3390/polym16192799

DO - 10.3390/polym16192799

M3 - Article

AN - SCOPUS:85206497039

VL - 16.2024

JO - Polymers

JF - Polymers

SN - 2073-4360

IS - 19

M1 - 2799

ER -