Divinylbenzene

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Divinylbenzene
Displayed structure of m-divinylbenzene.
Properties
Molecular formula C10H10
Melting point

-66.9 - -52°C

Boiling point

195°C

Solubility in water Insoluble
Solubility in other solvents Insoluble in water
Soluble in ethanol and ether
Hazards
Flash point 76°C
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Divinylbenzene consists of a benzene ring bonded to two vinyl groups. It is related to styrene (vinylbenzene) by the addition of a second vinyl group.[1] 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.[2]

[edit] 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.[2]

[edit] 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 as diethenylbenzene, although this nomenclature is rarely encountered.

[edit] References

  1. ^ CRC Handbook of Chemistry and Physics 65Th Ed.
  2. ^ a b Denis H. James William M. Castor, “Styrene” in Ullmann’s Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005.
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