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

Résultats de recherche: Contribution à un journal › Article › Revue par des pairs

Résumé

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.

langue originale	Anglais
Pages (de - à)	4828-4831
Nombre de pages	4
journal	Chemical Communications
Volume	56
Numéro de publication	35
Les DOIs	https://doi.org/10.1039/d0cc01732a
état	Publié - 2 mai 2020
Modification externe	Oui

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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.",

author = "Andrea Cosola and Riccardo Conti and Rana, \{Vijay Kumar\} and Marco Sangermano and Annalisa Chiappone and Jo{\"e}lle Levalois-Gr{\"u}tzmacher and Hansj{\"o}rg Gr{\"u}tzmacher",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry 2020.",

year = "2020",

month = may,

day = "2",

doi = "10.1039/d0cc01732a",

language = "English",

volume = "56",

pages = "4828--4831",

journal = "Chemical Communications",

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number = "35",

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Synthesis of ?-cyclodextrin substituted bis(acyl)phosphane oxide derivative (BAPO-?-CyD) serving as multiple photoinitiator and crosslinking agent. / Cosola, Andrea; Conti, Riccardo; Rana, Vijay Kumar et al.
Dans: Chemical Communications, Vol 56, Numéro 35, 02.05.2020, p. 4828-4831.

Résultats de recherche: Contribution à un journal › Article › Revue par des pairs

TY - JOUR

T1 - Synthesis of ?-cyclodextrin substituted bis(acyl)phosphane oxide derivative (BAPO-?-CyD) serving as multiple photoinitiator and crosslinking agent

AU - Cosola, Andrea

AU - Conti, Riccardo

AU - Rana, Vijay Kumar

AU - Sangermano, Marco

AU - Chiappone, Annalisa

AU - Levalois-Grützmacher, Joëlle

AU - Grützmacher, Hansjörg

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.

UR - https://www.scopus.com/pages/publications/85084177225

U2 - 10.1039/d0cc01732a

DO - 10.1039/d0cc01732a

M3 - Article

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AN - SCOPUS:85084177225

SN - 1359-7345

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

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