Diethylene benzene, DVB, Vinylstyrene
3D model (JSmol)
CompTox Dashboard (EPA)
|Molar mass||130.190 g·mol−1|
|Appearance||pale, straw-colored liquid|
|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)|
|Solubility in other solvents||Soluble in ethanol and ether|
|Vapor pressure||0.7 mmHg (20°C)|
|Flash point||76 °C (169 °F; 349 K)|
|NIOSH (US health exposure limits):|
|TWA 10 ppm (50 mg/m3)|
IDLH (Immediate danger)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|what is ?)(|
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. 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.
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.
- 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.
- NIOSH Pocket Guide to Chemical Hazards. "#0248". National Institute for Occupational Safety and Health (NIOSH).
- CRC Handbook of Chemistry and Physics 65Th Ed.
- Denis H. James William M. Castor, "Styrene" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005. doi:10.1002/14356007.a25_329.pub2.