Triphenylsulfonium triflate
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| Triphenylsulfonium triflate | |
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| IUPAC name | Triphenylsulfonium triflate |
| Identifiers | |
| CAS number | [66003-78-9] |
| PubChem | |
| SMILES | C1=CC=C(C=C1)C(=O)C(=O)O |
| Properties | |
| Molecular formula | C19H15F3O3S2 |
| Molar mass | 412.45 g/mol |
| Appearance | colourless solid |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Triphenylsulfonium triflate is the chemical compound with the formula [(C6H5)3S][CF3SO3]. This colourless salt consists of a sulfonium cation and the triflate anion. Many related salts are known including those with other noncoordinating anions and those with diverse substituents on the phenyl rings.
These compounds are "photoacids," releasing strong acids upon photolysis, which is useful in photolithography.[1] The triphenylsulfonium salts absorb at 233 nm, which induces the series of reactions shown:[2]
- [(C6H5)3S+][CF3SO3-] + hν → [(C6H5)2S+.][CF3SO3- + C6H5.
- [(C6H5)2S+.][CF3SO3-] + C6H5. → (C6H5C6H4)(C6H5)S + CF3SO3H
In a typical application, photoacids catalyze the polymerization of epoxides.
[edit] References
- ^ J. V. Crivello "The Discovery and Development of Onium Salt Cationic Photoinitiators" Journal of Polymer Science: Part A: Polymer Chemistry, 1999, Volume 37, pp. 4241–4254. DOI CCC 0887-624X/99/234241-14.
- ^ W. D. Hinsberg, G. M. Wallraff "Lithographic Resists" Kirk-Othmer Encyclopedia of Chemical Technology, Wiley-VCH, Weinheim, 2001. (Published online: 17 June, 2005)
