Catalog Number
ACM1321740-3
Product Name
Divinylbenzene
Category
Crosslinkers; Polymers
Synonyms
divinyl-benzen;dvb-100;DVB;dvb-27;dvb-80
Description
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 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.
IUPAC Name
1,2-bis(ethenyl)benzene
Molecular Weight
130.19g/mol
Canonical SMILES
C=CC1=CC=CC=C1C=C
InChI
InChI=1S/C10H10/c1-3-9-7-5-6-8-10(9)4-2/h3-8H,1-2H2
InChI Key
MYRTYDVEIRVNKP-UHFFFAOYSA-N
Boiling Point
383 °F at 760 mm Hg (NTP, 1992);392 °F (200 °C);195 °C;392°F;392°F
Solubility
less than 1 mg/mL at 64° F (NTP, 1992);In water, 52 mg/l @ 25 °C /Estimated/;Solubility in water: none;0.005%
Application
Divinylbenzene is a versatile chemical compound primarily used as a reactive monomer in the production of polyester resins and highly crosslinked macroporous styrene. It serves as a crucial crosslinking agent, especially in the synthesis of ion exchange resins. Additionally, divinylbenzene plays a significant role in the manufacturing of rubber, contributing to its desirable properties. In the petroleum industry, it enhances production processes, while in the field of nanotechnology, it aids in the creation of polymeric core-shell nanoparticles. Furthermore, divinylbenzene is utilized to synthesize monodispersed poly divinylbenzene microspheres, underscoring its importance in various industrial applications. Commercially, it comprises a mixture of o-, m-, and p-isomers, with the m-isomer being predominant. Typically, an inhibitor is included in the product to prevent unwanted polymerization, ensuring stability and functionality.
Color/Form
Pale, straw-colored liquid.
Covalently-Bonded Unit Count
1
EC Number
215-325-5;202-043-2;618-372-3
MeSH Entry Terms
1,2-divinylbenzene;divinyl benzene;divinylbenzene
Monoisotopic Mass
130.07825g/mol
Other Experimental
Commercial product contains all three isomers, but the m-isomer predominates. Usually contains an inhibitor to prevent polymerization.;The commercial form contains the three isomeric forms together with ethylvinylbenzene and diethylbenzene.;Molecular weight: 130.08; refractive index: 1.5326 @ 25 °C/D; viscosity: 0.883 cP @ 25 °C; surface tension: 30.55 dyn/cm @ 25 °C; density: 0.8979 g/cu cm @ 20 °C; boiling point: 180 °C (calculated); critical pressure: 2.45 MPa (calculated); critical temperature: 348 °C (calculated); latent heat of vaporization: 320.49 J/g at boiling point; water solubility: 0.0065 % @ 25 °C; infinitely soluble in acetone, carbon tetrachloride, benzene, ethanol /22% Divinylbenzene/;Molecular weight: 130.18; refractive index: 1.5585 @ 25 °C/D; viscosity: 1.007 cP @ 25 °C; surface tension: 32.10 dyn/cm @ 25 °C; density: 0.9126 g/cu cm @ 20 °C; boiling point: 195 °C (calculated); freezing point: -45 °C; critical pressure: 2.45 MPa (calculated); critical temperature: 369 °C (calculated); latent heat of vaporization: 350.62 J/g at boiling point; water solubility: 0.0052 % @ 25 °C; infinitely soluble in acetone, carbon tetrachloride, benzene, ethanol /55% Divinylbenzene/;Molecular weight: 130.19; boiling point: 82 °C @ 14 mm Hg; density: 0.9325 g/cu cm at 22 °C; refractive index: 1.5767 @ 20 °C/D; soluble in acetone, benzene /o-Divinylbenzene/;Molecular weight: 130.19; melting point: -52.3 °C; boiling point: 121 °C @ 76 mm Hg, 52 °C @ 3 mm Hg; density: 0.9294 g/cu cm @ 20 °C; refractive index: 1.5760 @ 20 °C/D; soluble in acetone, benzene /m-Divinylbenzene/;Molecular weight: 130.19; melting point: 31 °C; boiling point: 95 °C @ 18 mm Hg, 34 °C @ 0.2 mm Hg; density: 0.913 g/cu cm @ 40 °C; refractive index: 1.5835 @ 25 °C/D; soluble in acetone, benzene /p-Divinylbenzene/;Water-white liquid; easily polymerized; boiling point: 199.5 °C; freezing point: -66.90 °C; viscosity: 1.09 cP @ 20 °C; soluble in methanol, ether /m-Divinylbenzene/;Boiling point: 178.5 °C; insoluble in water, slightly soluble in alcohol, ether; conversion factor: 5.33 mg/ cu m = 1 ppm /o-Divinylbenzene/;Vapor density: 4.48 (air=1); vapor pressure: 1 mm Hg; conversion factor: 5.33 mg/ cu m = 1 ppm /m-Divinylbenzene/;Boiling point: 83.6 °C; slightly soluble in alcohol, ether; conversion factor: 5.33 mg/ cu m = 1 ppm /p-Divinylbenzene/;Water solubility: 20 mg/l; log Kow: 4.15 /m-Divinylbenzene/;Water solubility: 8.2 mg/l; log Kow: 4.18 /p-Divinylbenzene/;MASS: 591 (Atlas of Mass Spectral Data, John Wiley & Sons, New York); IR: 207 (Coblentz Society Spectral Collection) /p-Divinylbenzene/;MASS: 76 (Aldermaston, Eight Peak Index of Mass Spectra, U.K.; UV: 4-273 (Philip et al, Organic Electronic Spectral Data, John Wiley & Sons, New York) /o-Divinylbenzene/;MASS: 591 (Atlas of Mass Spectral Data, John Wiley & Sons, New York); MASS: 2811 (NIST/EPA/MCMD Mass Spectral Database 1990 version) /m-Divinylbenzene/;VP: 0.579 mm Hg @ 25 °C /m-Divinylbenzene/ /Extrapolated/
Refractive Index
n20/D 1.561(lit.)
Stability
Stable in the presence of added inhibitor, but may polymerize in the absence of inhibitor. Light and heat sensitive. Incompatible with heavy metal salts, oxidizing agents, acids.
Vapor Pressure
0.9 mm Hg ( 30 °C)
