“Divinylbenzene”的意思、由来-开放百科全书

词条

Divinylbenzene

释义

Production and use
Nomenclature
References

{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 430950526
| Name = Divinylbenzene
| ImageFile = Divinylbenzene (structural diagram).png
| ImageName = Skeletal formulae of both isomers
| ImageSize = 220px
| ImageFileL1 = M-Divinylbenzene-3D-balls.png
| ImageNameL1 = Ball-and-stick model of m-Divinylbenzene
| ImageFileR1 = P-Divinylbenzene-3D-balls.png
| ImageNameR1 = Ball-and-stick model of p-Divinylbenzene
| OtherNames = Diethylene benzene, DVB, Vinylstyrene
|Section1={{Chembox Identifiers
| index_label = o-
| index2_label = m-
| index3_label = p-
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 1321-74-0
| CASNo2_Ref = {{cascite|changed|??}}
| CASNo2 = 108-57-6
| CASNo3_Ref = {{cascite|changed|??}}
| CASNo3 = 105-06-6
| EINECS = 215-325-5
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 60033
| ChemSpiderID2_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID2 = 7653
| ChemSpiderID3_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID3 = 59432
| PubChem = 66666
| PubChem2 = 7941
| PubChem3 = 66041
| EC_number2 = 203-595-7
| RTECS2 = CZ9450000
| UNII2 = 4S46QL2WFU
| EC_number = 215-325-5
| RTECS = CZ9370000
| UNNumber = 1993
| UNII = 8Z4W41DJ9H
| EC_number3 = 203-266-8
| UNII3 = QN8RGZ4ML2
| SMILES = C=CC1=CC=CC=C1C=C
| SMILES2 = C=CC1=CC(=CC=C1)C=C
| InChI3=1S/C10H10/c1-3-9-5-7-10(4-2)8-6-9/h3-8H,1-2H2
| InChIKey3 = WEERVPDNCOGWJF-UHFFFAOYSA-N
| SMILES3 = C=CC1=CC=C(C=C1)C=C
|Section2={{Chembox Properties
| C =10 | H=10
| MeltingPtC = -66.9 to -52
| BoilingPtC = 195
| Solvent = other solvents
| Solubility = 0.005% (20°C)^[1]
| SolubleOther = Soluble in ethanol and ether
| Appearance = pale, straw-colored liquid^[1]
| VaporPressure = 0.7 mmHg (20°C)^[1]
| Density = 0.914 g/mL
|Section7={{Chembox Hazards
| FlashPtC = 76
| PEL = none^[1]
| ExploLimits = 1.1%-6.2%^[1]
| REL = TWA 10 ppm (50 mg/m³)^[1]
| IDLH = N.D.^[1]
}}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] 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.^[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

1. ^¹²³⁴⁵⁶{{PGCH|0248}}
2. ^CRC Handbook of Chemistry and Physics 65Th Ed.
3. ^¹{{Cite book|title=Denis H. James William M. Castor, “Styrene” in Ullmann’s Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005.|last=|first=|publisher=|year=|doi=10.1002/14356007.a25_329.pub2|location=|pages=}}

3 : Benzene derivatives|Monomers|Vinyl compounds

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