Divinylbenzene
Skeletal formulae of both isomers | |||
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Names | |||
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Other names
Diethylene benzene, DVB, Vinylstyrene
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Identifiers | |||
1321-74-0 (o-Divinylbenzene)(p-Divinylbenzene) ![]() 108-57-6 (m-Divinylbenzene) 105-06-6 (p-Divinylbenzene) |
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EC Number | 215-325-5 | ||
Properties | |||
C10H10 | |||
Molar mass | 130.19 g·mol−1 | ||
Appearance | pale, straw-colored liquid[1] | ||
Density | 0.93 g/mL (20°C)[1] | ||
Melting point | −66.9 to −52 °C (−88.4 to −61.6 °F; 206.2 to 221.2 K) | ||
Boiling point | 195 °C (383 °F; 468 K) | ||
0.005% (20°C)[1] | |||
Solubility in other solvents | Soluble in ethanol and ether | ||
Vapor pressure | 0.7 mmHg (20°C)[1] | ||
Vapor pressure | {{{value}}} | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references | |||
Divinylbenzene (DVB) consists of a benzene ring bonded to two vinyl groups. It is related to styrene (vinylbenzene) by the addition of a second vinyl group.[2] Divinylbenzene, as it is usually encountered, is a 2:1 mixture of m- and p-divinylbenzene, containing also the corresponding ethylvinylbenzene isomers. It is 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]
Applications
When reacted together with styrene, divinylbenzene can be used as a reactive monomer in polyester resins. Styrene and divinylbenzene react together 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.[3]
Density is 0.914 g/mL.
Nomenclature
See also: Arene substitution patterns Divinylbenzene can exist in the form of 3 structural isomers that differ with respect to the positioning of the vinyl groups.
- 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.