Exploring Aromatic S-Thioformates as Photoinitiators

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Exploring Aromatic S-Thioformates as Photoinitiators. / Rieger, Paul; Pueschmann, Sabrina; Haas, Michael et al.
In: Polymers, Vol. 15.2023, No. 7, 1647, 04.2023.

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Rieger P, Pueschmann S, Haas M, Schmallegger M, Guedes de la Cruz GDC, Grießer T. Exploring Aromatic S-Thioformates as Photoinitiators. Polymers. 2023 Apr;15.2023(7):1647. doi: 10.3390/polym15071647

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Rieger, Paul ; Pueschmann, Sabrina ; Haas, Michael et al. / Exploring Aromatic S-Thioformates as Photoinitiators. In: Polymers. 2023 ; Vol. 15.2023, No. 7.

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@article{6ad3a74de46348b590d55ade91ac9844,
title = "Exploring Aromatic S-Thioformates as Photoinitiators",
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.",
keywords = "photochemistry, photoinitiator, thiol-ene",
author = "Paul Rieger and Sabrina Pueschmann and Michael Haas and Max Schmallegger and {Guedes de la Cruz}, {Gema del Carmen} and Thomas Grie{\ss}er",
note = "Publisher Copyright: {\textcopyright} 2023 by the authors.",
year = "2023",
month = apr,
doi = "10.3390/polym15071647",
language = "English",
volume = "15.2023",
journal = "Polymers",
issn = "2073-4360",
publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",
number = "7",

}

RIS (suitable for import to EndNote) - Download

TY - JOUR

T1 - Exploring Aromatic S-Thioformates as Photoinitiators

AU - Rieger, Paul

AU - Pueschmann, Sabrina

AU - Haas, Michael

AU - Schmallegger, Max

AU - Guedes de la Cruz, Gema del Carmen

AU - Grießer, Thomas

N1 - Publisher Copyright: © 2023 by the authors.

PY - 2023/4

Y1 - 2023/4

N2 - 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.

AB - 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.

KW - photochemistry

KW - photoinitiator

KW - thiol-ene

UR - http://www.scopus.com/inward/record.url?scp=85152860854&partnerID=8YFLogxK

U2 - 10.3390/polym15071647

DO - 10.3390/polym15071647

M3 - Article

AN - SCOPUS:85152860854

VL - 15.2023

JO - Polymers

JF - Polymers

SN - 2073-4360

IS - 7

M1 - 1647

ER -