Divinylbenzene
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| UN number | 3532 3534 |
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| Appearance | pale, straw-colored liquid[1] |
| Density | 0.914 g/mL |
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| Solubility in other solvents | Soluble in ethanol and ether |
| Vapor pressure | 0.7 mmHg (20°C)[1] |
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| Explosive limits | 1.1%-6.2%[1] |
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Divinylbenzene (DVB) is an organic compound with the chemical formula Template:Chem2 and structure Template:Chem2 (a benzene ring with two vinyl groups as substituents). It is related to styrene (vinylbenzene, Template:Chem2) by the addition of a second vinyl group.[2] It is a colorless liquid manufactured by the thermal dehydrogenation of isomeric diethylbenzenes. Under synthesis conditions, o-divinylbenzene converts to naphthalene and thus is not a component of the usual mixtures of DVB.[3]
Production and use
It is produced by dehydrogenation of diethylbenzene:
- C6H4(C2H5)2 → C6H4(C2H3)2 + 2 H2
Divinylbenzene is usually encountered as a 2:1 mixture of m- and p-divinylbenzene, containing also the corresponding isomers of ethylvinylbenzene.
Styrene and divinylbenzene react to form the copolymer styrene-divinylbenzene, S-DVB or Sty-DVB. The resulting cross-linked polymer is mainly used for the production of ion exchange resin and Merrifield resins for peptide synthesis.[3]
Nomenclature
- Ortho: variously known as 1,2-diethenylbenzene, 1,2-divinylbenzene, o-vinylstyrene, o-divinylbenzene
- Meta: known as 1,3-diethenylbenzene, 1,3-divinylbenzene, m-vinylstyrene, m-divinylbenzene
- Para: known as 1,4-diethenylbenzene, 1,4-divinylbenzene, p-vinylstyrene, p-divinylbenzene.
These compounds are systematically called diethenylbenzene, although this nomenclature is rarely encountered.
References
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