Synthesis and Photochemistry of Tertiary Amine Photobase Generators
A family of tertiary amine photobase generators have been prepared and studied. The compounds investigated were quaternary ammonium salts of benzhydrylamine (aminodiphenylmethane) and 9-aminofluorene. The compounds were prepared by the following methods: methylation of the benzhydryl or fluorenylam...
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Veröffentlicht in: | Chemistry of materials 2002-02, Vol.14 (2), p.918-923 |
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description | A family of tertiary amine photobase generators have been prepared and studied. The compounds investigated were quaternary ammonium salts of benzhydrylamine (aminodiphenylmethane) and 9-aminofluorene. The compounds were prepared by the following methods: methylation of the benzhydryl or fluorenylamines, reaction of a tertiary amine with 9-bromofluorene, and reaction of a primary or secondary amine with 9-bromofluorene followed by exhaustive methylation. Alkylation was limited to methylation in the benzhydryl system, as larger alkyl groups would not react. This appears to be a result of steric hindrance. The fluorenyl system allowed for a wider variation in the synthesis of tertiary amine photobase generators. Examination of the solution photochemistry by NMR spectroscopy supported a heterolytic mechanism for photodecomposition. |
doi_str_mv | 10.1021/cm000767q |
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The compounds investigated were quaternary ammonium salts of benzhydrylamine (aminodiphenylmethane) and 9-aminofluorene. The compounds were prepared by the following methods: methylation of the benzhydryl or fluorenylamines, reaction of a tertiary amine with 9-bromofluorene, and reaction of a primary or secondary amine with 9-bromofluorene followed by exhaustive methylation. Alkylation was limited to methylation in the benzhydryl system, as larger alkyl groups would not react. This appears to be a result of steric hindrance. The fluorenyl system allowed for a wider variation in the synthesis of tertiary amine photobase generators. 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Mater</addtitle><description>A family of tertiary amine photobase generators have been prepared and studied. The compounds investigated were quaternary ammonium salts of benzhydrylamine (aminodiphenylmethane) and 9-aminofluorene. The compounds were prepared by the following methods: methylation of the benzhydryl or fluorenylamines, reaction of a tertiary amine with 9-bromofluorene, and reaction of a primary or secondary amine with 9-bromofluorene followed by exhaustive methylation. Alkylation was limited to methylation in the benzhydryl system, as larger alkyl groups would not react. This appears to be a result of steric hindrance. The fluorenyl system allowed for a wider variation in the synthesis of tertiary amine photobase generators. 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title | Synthesis and Photochemistry of Tertiary Amine Photobase Generators |
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