Abstract
The bis-oxime of acenaphthenequinone and the mono-oxime of benzil have been sulfonated by reaction with 4-methylbenzenesulfonyl chloride and propylsulfonyl chloride. The four sulfonated oximes were characterised by X-ray single crystal structure determinations. Some photochemical decompositions were studied using a 6 W 254 nm immersion well lamp in dichloromethane. The 4-methylbenzenesulfonate bis-oxime of acenaphthenequinone and the 4-methylbenzenesulfonate mono-oxime of benzil both give 4-methylbenzenesulfonic acid upon irradiation but not 4-methylbenzenesulfinic acid. Fragmentation pathways are discussed. The possible use of these compounds as photoacid generators in polymer resists and the role of secondary reactions to liberate acid is discussed.
Original language | English |
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Pages (from-to) | 26-33 |
Number of pages | 9 |
Journal | Journal of Chemical Research |
Volume | 43 |
Issue number | 1-2 |
DOIs | |
Publication status | Published - 13 May 2019 |
Bibliographical note
We are grateful to the National Mass Spectrometry Foundation, University of Swansea, and to the National Crystallographic Service Center, University of Southampton.Keywords
- photoacid generator (PAG)
- oxime sulfonates
- acenaphthenequinone
- benzil
- Benzil
- Acenaphthenequinone
- Oxime sulfonates
- Photoacid generator