Pyranine Based Ion-Paired Complex as a Mechanophore in Polyurethanes

Annelore Aerts; Sean J.D. Lugger; Johan P.A. Heuts; Rint P. Sijbesma

doi:10.1002/marc.202000476

Pyranine Based Ion-Paired Complex as a Mechanophore in Polyurethanes

Annelore Aerts, Sean J.D. Lugger, Johan P.A. Heuts, Rint P. Sijbesma (Corresponding author)

Research output: Contribution to journal › Article › Academic › peer-review

10 Citations (Scopus)

Abstract

A new mechanophore for polyurethane thermoplastic elastomers based on ion-paired complexes is developed. 8-(2-hydroxyethoxy)pyrene-1,3,6-trisulfonate (HEPTS) is incorporated into polyurethanes as an end-capper and aggregates in apolar media. Aggregation of the ionic HEPTS end groups in solution depends on concentration solvent polarity. The addition of dimethylformamide to a tetrahydrofuran solution of the polymer results in the dissociation of the aggregates and a significant shift in fluorescence emission from yellow to blue. The same shift in fluorescence emission is induced by stretching the solid polymer at strains larger than 1 and stresses above 7.5 MPa, with a clear increase above 12.5 MPa. Strain induced dissociation of HEPTS aggregates not attached to the polymer chain leads to fluorescence changes that are much less reproducible.

Original language	English
Article number	2000476
Number of pages	6
Journal	Macromolecular Rapid Communications
Volume	42
Issue number	1
DOIs	https://doi.org/10.1002/marc.202000476
Publication status	Published - Jan 2021

Keywords

fluorescence probes
ion-paired complexes
mechanophores
polyurethanes

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10.1002/marc.202000476

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title = "Pyranine Based Ion-Paired Complex as a Mechanophore in Polyurethanes",

abstract = "A new mechanophore for polyurethane thermoplastic elastomers based on ion-paired complexes is developed. 8-(2-hydroxyethoxy)pyrene-1,3,6-trisulfonate (HEPTS) is incorporated into polyurethanes as an end-capper and aggregates in apolar media. Aggregation of the ionic HEPTS end groups in solution depends on concentration solvent polarity. The addition of dimethylformamide to a tetrahydrofuran solution of the polymer results in the dissociation of the aggregates and a significant shift in fluorescence emission from yellow to blue. The same shift in fluorescence emission is induced by stretching the solid polymer at strains larger than 1 and stresses above 7.5 MPa, with a clear increase above 12.5 MPa. Strain induced dissociation of HEPTS aggregates not attached to the polymer chain leads to fluorescence changes that are much less reproducible.",

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AU - Aerts, Annelore

AU - Lugger, Sean J.D.

AU - Heuts, Johan P.A.

AU - Sijbesma, Rint P.

PY - 2021/1

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AB - A new mechanophore for polyurethane thermoplastic elastomers based on ion-paired complexes is developed. 8-(2-hydroxyethoxy)pyrene-1,3,6-trisulfonate (HEPTS) is incorporated into polyurethanes as an end-capper and aggregates in apolar media. Aggregation of the ionic HEPTS end groups in solution depends on concentration solvent polarity. The addition of dimethylformamide to a tetrahydrofuran solution of the polymer results in the dissociation of the aggregates and a significant shift in fluorescence emission from yellow to blue. The same shift in fluorescence emission is induced by stretching the solid polymer at strains larger than 1 and stresses above 7.5 MPa, with a clear increase above 12.5 MPa. Strain induced dissociation of HEPTS aggregates not attached to the polymer chain leads to fluorescence changes that are much less reproducible.

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Pyranine Based Ion-Paired Complex as a Mechanophore in Polyurethanes

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Keywords

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