Synthesis of ?-cyclodextrin substituted bis(acyl)phosphane oxide derivative (BAPO-?-CyD) serving as multiple photoinitiator and crosslinking agent

Andrea Cosola; Riccardo Conti; Vijay Kumar Rana; Marco Sangermano; Annalisa Chiappone; Joëlle Levalois-Grützmacher; Hansjörg Grützmacher

doi:10.1039/d0cc01732a

Synthesis of ?-cyclodextrin substituted bis(acyl)phosphane oxide derivative (BAPO-?-CyD) serving as multiple photoinitiator and crosslinking agent

Andrea Cosola
, Riccardo Conti
, Vijay Kumar Rana
, Marco Sangermano
, Annalisa Chiappone
, Joëlle Levalois-Grützmacher
, Hansjörg Grützmacher

Politecnico di Torino
ETH Zurich
University of Cambridge
Université des Antilles

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

Abstract

A new multi-photoactive ?-cyclodextrin substituted bis(acyl)phosphane oxide derivative (BAPO-?-CyD) was successfully preparedviaa convergent synthesis using a phospha-Michael-addition, as confirmed by¹H-,¹³C-,³¹P-NMR and IR spectroscopy and mass spectrometry. Kinetic studies carried out by photo-DSC and photo-rheology demonstrated its outstanding efficiency as a photoinitiator for free-radical polymerization. Remarkably, it is found that BAPO-?-CyD also acts as a crosslinking agent to convert monofunctional methacrylate monomers into self-standing thermosetting networks with extensive swelling capability in water.

Original language	English
Pages (from-to)	4828-4831
Number of pages	4
Journal	Chemical Communications
Volume	56
Issue number	35
DOIs	https://doi.org/10.1039/d0cc01732a
Publication status	Published - 2 May 2020
Externally published	Yes

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10.1039/d0cc01732a

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title = "Synthesis of ?-cyclodextrin substituted bis(acyl)phosphane oxide derivative (BAPO-?-CyD) serving as multiple photoinitiator and crosslinking agent",

abstract = "A new multi-photoactive ?-cyclodextrin substituted bis(acyl)phosphane oxide derivative (BAPO-?-CyD) was successfully preparedviaa convergent synthesis using a phospha-Michael-addition, as confirmed by1H-,13C-,31P-NMR and IR spectroscopy and mass spectrometry. Kinetic studies carried out by photo-DSC and photo-rheology demonstrated its outstanding efficiency as a photoinitiator for free-radical polymerization. Remarkably, it is found that BAPO-?-CyD also acts as a crosslinking agent to convert monofunctional methacrylate monomers into self-standing thermosetting networks with extensive swelling capability in water.",

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year = "2020",

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doi = "10.1039/d0cc01732a",

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AU - Cosola, Andrea

AU - Conti, Riccardo

AU - Rana, Vijay Kumar

AU - Sangermano, Marco

AU - Chiappone, Annalisa

AU - Levalois-Grützmacher, Joëlle

AU - Grützmacher, Hansjörg

N1 - Publisher Copyright: © The Royal Society of Chemistry 2020.

PY - 2020/5/2

Y1 - 2020/5/2

N2 - A new multi-photoactive ?-cyclodextrin substituted bis(acyl)phosphane oxide derivative (BAPO-?-CyD) was successfully preparedviaa convergent synthesis using a phospha-Michael-addition, as confirmed by1H-,13C-,31P-NMR and IR spectroscopy and mass spectrometry. Kinetic studies carried out by photo-DSC and photo-rheology demonstrated its outstanding efficiency as a photoinitiator for free-radical polymerization. Remarkably, it is found that BAPO-?-CyD also acts as a crosslinking agent to convert monofunctional methacrylate monomers into self-standing thermosetting networks with extensive swelling capability in water.

AB - A new multi-photoactive ?-cyclodextrin substituted bis(acyl)phosphane oxide derivative (BAPO-?-CyD) was successfully preparedviaa convergent synthesis using a phospha-Michael-addition, as confirmed by1H-,13C-,31P-NMR and IR spectroscopy and mass spectrometry. Kinetic studies carried out by photo-DSC and photo-rheology demonstrated its outstanding efficiency as a photoinitiator for free-radical polymerization. Remarkably, it is found that BAPO-?-CyD also acts as a crosslinking agent to convert monofunctional methacrylate monomers into self-standing thermosetting networks with extensive swelling capability in water.

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DO - 10.1039/d0cc01732a

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VL - 56

SP - 4828

EP - 4831

JO - Chemical Communications

JF - Chemical Communications

IS - 35

ER -

Synthesis of ?-cyclodextrin substituted bis(acyl)phosphane oxide derivative (BAPO-?-CyD) serving as multiple photoinitiator and crosslinking agent

Abstract

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