Journal article
Synthesis and Structure of 2,5,8-Triazido-s-Heptazine: An Energetic and Luminescent Precursor to Nitrogen-Rich Carbon Nitrides
Journal of the American Chemical Society, Vol.126(17), pp.5372-5373
05/05/2004
DOI: 10.1021/ja048939y
PMID: 15113204
Abstract
Derivatized s-triazine (C3N3) precursors have seen significant recent use in the production of carbon nitride materials. Larger polycyclic molecular precursors, such as those containing an s-heptazine core (C6N7 or tri-s-triazine), may improve stability and order in carbon nitride products. In this Communication, we describe the synthesis and crystal structure of 2,5,8-triazido-s-heptazine (2). Synthesis of 2 was achieved from melon, an oligomeric s-heptazine synthesized by the pyrolysis of NH4SCN. Melon was converted to molecular 2,5,8-trichloro-s-heptazine, which was then transformed to the triazide upon reaction with (CH3)3SiN3. The crystal structure of 2 verifies that the s-heptazine is planar and the azides adopt a pinwheel-like C 3h arrangement around the periphery. The s-heptazine core shows π delocalization in the C−N bonds around the periphery (av. 1.33 Å), while the internal planar C−N bonds are longer (1.40 Å). The heptazine units pack into parallel, but offset, layered sheets in the crystal. The triazide 2 exhibits photoluminescence at 430 nm and rapidly and exothermically decomposes upon heating at 185 °C to produce a tan thermally stable carbon nitride powder with a formula near C3N4.
Details
- Title: Subtitle
- Synthesis and Structure of 2,5,8-Triazido-s-Heptazine: An Energetic and Luminescent Precursor to Nitrogen-Rich Carbon Nitrides
- Creators
- Dale R MillerDale C SwensonEdward G Gillan
- Resource Type
- Journal article
- Publication Details
- Journal of the American Chemical Society, Vol.126(17), pp.5372-5373
- Publisher
- American Chemical Society
- DOI
- 10.1021/ja048939y
- PMID
- 15113204
- ISSN
- 0002-7863
- eISSN
- 1520-5126
- Language
- English
- Date published
- 05/05/2004
- Academic Unit
- Chemistry
- Record Identifier
- 9984001177802771
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