Exploring Aromatic S-Thioformates as Photoinitiators

Paul Rieger; Sabrina Pueschmann; Michael Haas; Max Schmallegger; Gema del Carmen Guedes de la Cruz; Thomas Grießer

doi:10.3390/polym15071647

Exploring Aromatic S-Thioformates as Photoinitiators

Paul Rieger, Sabrina Pueschmann, Michael Haas, Max Schmallegger, Gema del Carmen Guedes de la Cruz, Thomas Grießer

Lehrstuhl für Chemie der Kunststoffe (231)

Technische Universität Graz

Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Begutachtung

Abstract

Thiyl radicals were generated from aromatic S-thioformates by photolysis. The corresponding photo-initiated decarbonylation allows initiating polymerization reactions in both acrylate- and thiol-acrylate-based resin systems. Compared to aromatic thiols, the introduction of the photolabile formyl group prevents undesired reactions with acrylate monomers allowing photoinitiators (PIs) with constant reactivity over storage. To demonstrate the potential of S-thioformates as PIs, the bifunctional molecule S,S′-(thiobis(4,1-phenylene))dimethanethioate (2b) was synthesized, providing reactivity under visible light excitation. Consequently, acrylate-based formulations could successfully be processed by digital light processing (DLP)-based stereolithography at 405 nm in high resolution.

Originalsprache	Englisch
Aufsatznummer	1647
Seitenumfang	8
Fachzeitschrift	Polymers
Jahrgang	15.2023
Ausgabenummer	7
DOIs	https://doi.org/10.3390/polym15071647
Publikationsstatus	Veröffentlicht - Apr. 2023

Bibliographische Notiz

Funding Information:
The authors gratefully acknowledge the financial support of the Montanuniversitaet Leoben and NAWI Graz. NAWI Graz was founded in 2004 and is a comprehensive cooperation of the University of Graz and the Graz University of Technology in the natural sciences.

Publisher Copyright:
© 2023 by the authors.

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abstract = "Thiyl radicals were generated from aromatic S-thioformates by photolysis. The corresponding photo-initiated decarbonylation allows initiating polymerization reactions in both acrylate- and thiol-acrylate-based resin systems. Compared to aromatic thiols, the introduction of the photolabile formyl group prevents undesired reactions with acrylate monomers allowing photoinitiators (PIs) with constant reactivity over storage. To demonstrate the potential of S-thioformates as PIs, the bifunctional molecule S,S′-(thiobis(4,1-phenylene))dimethanethioate (2b) was synthesized, providing reactivity under visible light excitation. Consequently, acrylate-based formulations could successfully be processed by digital light processing (DLP)-based stereolithography at 405 nm in high resolution.",

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