Development of the first panchromatic BODIPY-based one-component iodonium salts for initiating the photopolymerization processes
Authors:
- Monika Topa-Skwarczyńska,
- Mariusz Galek,
- Magdalena Jankowska,
- Fabrice Morlet-Savary,
- Bernadette Graff,
- Jacques Lalevée,
- Roman Popielarz,
- Joanna Ortyl
Abstract
Herein, new iodonium salts based on a 4,4-difluoro-1,3,5,7,8-pentamethyl-4-bora-3a,4a-diaza-s-indecene (B-1) chromophore have been introduced to 3D printing applications. Iodonium salts with different anions such as tosylate, hexafluorophosphate, hexafluoroantimonate, and triflate absorbing in the range up to 600 nm are reported. The usefulness of the new BODIPY derivatives in initiating cationic photopolymerization processes such as epoxide, vinyl ether, oxetane, and glycidyl monomers in the wavelength range from 365 to 520 nm was confirmed using real-time FT-IR and photo-DSC methods. The initiation efficiency of a one-component system was also compared with that of a two-component system consisting of the chromophore (the same as that used for conducting iodonium salts) and iodonium salt – bis(4-t-butylphenyl)-iodonium hexafluorophosphate. Moreover, the photochemical mechanisms were investigated by steady-state photolysis, ESR fluorescence experiments, theoretical calculations of molecular orbitals, and electrochemical analysis. These studies allowed us to determine the effect of the anion type in iodonium salts on the rate of proton acid generation. The BODIPY derivatives are also efficient for the initiation of cationic and free-radical polymerization. Optical microscopy experiments demonstrated that different patterns can be obtained by experiments with resolution test targets and 3d-printing. Moreover, photoinitiators based on the B-1 chromophore can be used not only for initiating the photopolymerization processes but also as colorimetric sensors for measurements of the degree of photopolymerization.
- Record ID
- CUTee807db1402b41df85fdc6e3dd60dead
- Publication categories
- ;
- Author
- Journal series
- Polymer Chemistry, ISSN 1759-9954, e-ISSN 1759-9962
- Issue year
- 2021
- Vol
- 12
- No
- 47
- Pages
- 6873-6893
- Other elements of collation
- fot.; rys.; tab.; wykr.; Bibliografia (na s.) - 6892-6893; Bibliografia (liczba pozycji) - 60; Oznaczenie streszczenia - Streszcz. ang.; Numeracja w czasopiśmie - Vol. 12, Iss. 47
- Keywords in English
- one-component iodonium salts, initiating the photopolymerization processes, BODIPY, ESR fluorescence experiments, electrochemical analysis
- DOI
- DOI:10.1039/d1py01263k Opening in a new tab
- URL
- https://pubs.rsc.org/en/content/articlelanding/2021/py/d1py01263k/unauth Opening in a new tab
- Related project
- Synteza i badania właściwości aplikacyjnych nowych wysokowydajnych systemów fotoinicjujących dedykowanych do fotoutwardzalnych kompozytów stomatologicznych nowej generacji. . Project leader at PK: , ,
Projekty finansowane przez MNiSW - Międzynarodowa wymiana stypendialna doktorantów i kadry akademickiej. . Project leader at PK: , ,
- Opracowanie i ocena właściwości fizykochemicznych i mechanicznych nowych fotoutwardzalnych w świetle widzialnym kompozytów polimerowych charakteryzujących się redukcją skurczu polimeryzacyjnego. . Project leader at PK: , ,
- Synteza i badania właściwości aplikacyjnych nowych wysokowydajnych systemów fotoinicjujących dedykowanych do fotoutwardzalnych kompozytów stomatologicznych nowej generacji. . Project leader at PK: , ,
- Language
- eng (en) English
- Score (nominal)
- 140
- Publication indicators
- Additional fields
- Indeksowana w: Web of Science, Scopus
- Uniform Resource Identifier
- https://cris.pk.edu.pl/info/article/CUTee807db1402b41df85fdc6e3dd60dead/
- URN
urn:pkr-prod:CUTee807db1402b41df85fdc6e3dd60dead
* presented citation count is obtained through Internet information analysis, and it is close to the number calculated by the Publish or PerishOpening in a new tab system.