A glance at violet LED sensitive photoinitiators based on the spiroxanthene scaffold

Haifaa Mokbel; Cyril Poriel; Joelle Rault-Berthelot; Frederic Dumur; Didier Gigmes; Joumana Toufaily; Tayssir Hamieh; Daniela Cordella; Christophe Detrembleur; Jean Pierre Fouassier; Jacques Lalevee

doi:10.1002/app.43213

A glance at violet LED sensitive photoinitiators based on the spiroxanthene scaffold

Haifaa Mokbel, Cyril Poriel, Joelle Rault-Berthelot, Frederic Dumur, Didier Gigmes, Joumana Toufaily, Tayssir Hamieh, Daniela Cordella, Christophe Detrembleur, Jean Pierre Fouassier, Jacques Lalevee^*

^*Corresponding author for this work

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

Abstract

A novel photoinitiator based on a spiroxanthene scaffold in the presence of an iodonium salt is proposed for the cationic ring-opening polymerization of a diepoxide, as well as for the free-radical polymerization of an acrylate upon violet LED exposure (385 and 405 nm). Good-to-excellent rates of polymerization and final conversions are obtained. These systems are characterized by a higher reactivity compared with that of anthracene/iodonium salt used as reference for cationic near UV polymerization. The addition of a poly(ionic liquid) improves the cationic polymerization profiles. The photochemical mechanisms are studied by steady-state photolysis, fluorescence, and electron spin resonance spin-trapping techniques. Molecular orbital calculations give an insight into the light absorption properties.

Original language	English
Article number	43213
Number of pages	9
Journal	Journal of Applied Polymer Science
Volume	133
Issue number	12
DOIs	https://doi.org/10.1002/app.43213
Publication status	Published - 20 Mar 2016
Externally published	Yes

Keywords

irradiation
photochemistry
photopolymerization
radical polymerization
PHOTOSENSITIZED CATIONIC-POLYMERIZATION
FREE-RADICAL POLYMERIZATION
VISIBLE-LIGHT
N-VINYLCARBAZOLE
THIOXANTHONE-ANTHRACENE
IRIDIUM COMPLEXES
CO-INITIATORS
PHOTOPOLYMERIZATION
SYSTEMS
DERIVATIVES

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10.1002/app.43213

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@article{e58130eabb80424dbd8fe12f85083008,

title = "A glance at violet LED sensitive photoinitiators based on the spiroxanthene scaffold",

abstract = "A novel photoinitiator based on a spiroxanthene scaffold in the presence of an iodonium salt is proposed for the cationic ring-opening polymerization of a diepoxide, as well as for the free-radical polymerization of an acrylate upon violet LED exposure (385 and 405 nm). Good-to-excellent rates of polymerization and final conversions are obtained. These systems are characterized by a higher reactivity compared with that of anthracene/iodonium salt used as reference for cationic near UV polymerization. The addition of a poly(ionic liquid) improves the cationic polymerization profiles. The photochemical mechanisms are studied by steady-state photolysis, fluorescence, and electron spin resonance spin-trapping techniques. Molecular orbital calculations give an insight into the light absorption properties.",

keywords = "irradiation, photochemistry, photopolymerization, radical polymerization, PHOTOSENSITIZED CATIONIC-POLYMERIZATION, FREE-RADICAL POLYMERIZATION, VISIBLE-LIGHT, N-VINYLCARBAZOLE, THIOXANTHONE-ANTHRACENE, IRIDIUM COMPLEXES, CO-INITIATORS, PHOTOPOLYMERIZATION, SYSTEMS, DERIVATIVES",

author = "Haifaa Mokbel and Cyril Poriel and Joelle Rault-Berthelot and Frederic Dumur and Didier Gigmes and Joumana Toufaily and Tayssir Hamieh and Daniela Cordella and Christophe Detrembleur and Fouassier, \{Jean Pierre\} and Jacques Lalevee",

year = "2016",

month = mar,

day = "20",

doi = "10.1002/app.43213",

language = "English",

volume = "133",

journal = "Journal of Applied Polymer Science",

issn = "0021-8995",

publisher = "John Wiley \& Sons Inc.",

number = "12",

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T1 - A glance at violet LED sensitive photoinitiators based on the spiroxanthene scaffold

AU - Mokbel, Haifaa

AU - Poriel, Cyril

AU - Rault-Berthelot, Joelle

AU - Dumur, Frederic

AU - Gigmes, Didier

AU - Toufaily, Joumana

AU - Hamieh, Tayssir

AU - Cordella, Daniela

AU - Detrembleur, Christophe

AU - Fouassier, Jean Pierre

AU - Lalevee, Jacques

PY - 2016/3/20

Y1 - 2016/3/20

N2 - A novel photoinitiator based on a spiroxanthene scaffold in the presence of an iodonium salt is proposed for the cationic ring-opening polymerization of a diepoxide, as well as for the free-radical polymerization of an acrylate upon violet LED exposure (385 and 405 nm). Good-to-excellent rates of polymerization and final conversions are obtained. These systems are characterized by a higher reactivity compared with that of anthracene/iodonium salt used as reference for cationic near UV polymerization. The addition of a poly(ionic liquid) improves the cationic polymerization profiles. The photochemical mechanisms are studied by steady-state photolysis, fluorescence, and electron spin resonance spin-trapping techniques. Molecular orbital calculations give an insight into the light absorption properties.

AB - A novel photoinitiator based on a spiroxanthene scaffold in the presence of an iodonium salt is proposed for the cationic ring-opening polymerization of a diepoxide, as well as for the free-radical polymerization of an acrylate upon violet LED exposure (385 and 405 nm). Good-to-excellent rates of polymerization and final conversions are obtained. These systems are characterized by a higher reactivity compared with that of anthracene/iodonium salt used as reference for cationic near UV polymerization. The addition of a poly(ionic liquid) improves the cationic polymerization profiles. The photochemical mechanisms are studied by steady-state photolysis, fluorescence, and electron spin resonance spin-trapping techniques. Molecular orbital calculations give an insight into the light absorption properties.

KW - irradiation

KW - photochemistry

KW - photopolymerization

KW - radical polymerization

KW - PHOTOSENSITIZED CATIONIC-POLYMERIZATION

KW - FREE-RADICAL POLYMERIZATION

KW - VISIBLE-LIGHT

KW - N-VINYLCARBAZOLE

KW - THIOXANTHONE-ANTHRACENE

KW - IRIDIUM COMPLEXES

KW - CO-INITIATORS

KW - PHOTOPOLYMERIZATION

KW - SYSTEMS

KW - DERIVATIVES

U2 - 10.1002/app.43213

DO - 10.1002/app.43213

M3 - Article

SN - 0021-8995

VL - 133

JO - Journal of Applied Polymer Science

JF - Journal of Applied Polymer Science

IS - 12

M1 - 43213

ER -

A glance at violet LED sensitive photoinitiators based on the spiroxanthene scaffold

Abstract

Keywords

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