Divinylbenzene

Base Information

• Chemical Name: Divinylbenzene
• CAS No.: 1321-74-0
• Molecular Formula: C10H10
• Molecular Weight: 131.19
• Hs Code.: 29029090
• Mol file: 1321-74-0.mol

Synonyms:Benzene,divinyl- (8CI);DVB 810;DVB 96;DVB 960;DVB-H;DVR 960;Diethenylbenzene;Vinylstyrene;

Chemical Property of Divinylbenzene

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.9 mm Hg ( 30 °C)
• Melting Point: -66.9oC
• Refractive Index: n20/D 1.561(lit.)
• Boiling Point: 195°C(lit.)
• Flash Point: 148°F
• PSA: 0.00000
• Density: 0.919g/mLat 20°C
• LogP: 2.97260
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Solubility.: 5mg/l
• Water Solubility.: Miscible with ethanol and ether. Immiscible with water.

Purity/Quality:

99.0% ^*data from raw suppliers

Divinylbenzene(ortho-,meta-,orpara-substituted)(~80%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 37/38-41-22-52/53
• Safety Statements: 7-23-26-36-45-39-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Description: Divinylbenzene (DVB) is an organic compound composed of two vinyl groups attached to a benzene ring. Its chemical formula is C10H10. It has a structure where two vinyl (-CH=CH2) groups are attached to adjacent carbon atoms on a benzene ring. Divinylbenzene is categorized as a vinyl aromatic compound and is commonly used as a crosslinking agent in polymer chemistry.
• Uses and Mechanism of Action: Divinylbenzene is widely used as a crosslinking agent in the production of polymers, ceramics, and composites. It is also employed in fields such as materials science, electronics, and membrane technology. In polymer chemistry, divinylbenzene acts as a crosslinking agent, forming covalent bonds between polymer chains and increasing the structural integrity and stability of the resulting materials. In ceramics, it can act as a carbon source, contributing to the formation of carbon-rich phases and enhancing electrical conductivity.
• History and Development: Divinylbenzene has been used in polymer chemistry since the mid-20th century as a crosslinking agent. Its versatile applications and role in improving material properties have led to continued research and development in various fields.
• Production Methods: Divinylbenzene can be synthesized from the reaction of ethylene with benzene in the presence of a catalyst, typically aluminum chloride or aluminum bromide.
• References: [1] Development of Inkjet Printable Formulations Based on Polyorganosilazane and Divinylbenzene; DOI 10.3390/polym15234512; [2] Effect of free carbon content changed by divinylbenzene on the conductivity of SiCN ceramic; DOI 10.1007/s10854-023-10770-7; [3] Compatibility of Barbier Covalent-Anionic-Radical Polymerization with Air and Divinylbenzene; DOI 10.1021/acs.macromol.3c00871

Refernces

Crossed aldol reaction using cross-linked polymer-bound lithium dialkylamide

10.1016/j.tet.2004.04.026

The research focuses on the application of cross-linked polymer-bound lithium dialkylamides in crossed aldol reactions involving various carbonyl compounds and aldehydes, with the aim of synthesizing β-hydroxycarbonyl compounds. The study demonstrates that the introduction of spacer chains to the polymer-bound lithium dialkylamide enhances the yields of the desired aldol adducts, sometimes surpassing the yields obtained with lithium diisopropylamide (LDA) under homogeneous conditions. The polymeric reagents were found to be reusable without a loss in efficiency, highlighting their potential in organic synthesis. Key chemicals used in the process include lithium dialkylamides, various aldehydes, ketones, esters, and amides as carbonyl compounds, as well as divinylbenzene and styrene in the preparation of the polymer-bound reagents. The research concludes that polymer-bound lithium dialkylamide, especially when modified with a pentamethylene spacer (1d), effectively promotes the aldol reaction, offering higher syn/anti selectivities compared to LDA, and can be recovered and reused, making it a valuable tool for the synthesis of β-hydroxycarbonyl compounds.

Polymer supported naphthalene-catalysed lithiation reactions

10.1016/S0040-4039(97)10774-2

The research focuses on polymer-supported naphthalene-catalysed lithiation reactions. The key chemicals involved include functionalized mono or dichlorinated materials (la-6a), lithium, and a catalytic amount of a naphthalene-supported polymer (P-152). The polymer P-152 is prepared by radical copolymerisation of 2-vinylnaphthalene, styrene, and divinylbenzene. In the presence of various electrophiles such as MeSiCl, BuOH, BuCHO, PhCHO, Et2CO, c(C3H5)2CO, P&CO, (CH2)4CO, (CH3)2CO, PhCOMe, PhCH=NPh, the reactions lead to the expected products (lc-6c) after hydrolysis. The catalyst can be quantitatively recovered and reused multiple times without losing its activity. This method offers an advantageous approach to lithiation processes, allowing for easy recovery of the catalyst and yielding similar results to traditional solution-based methods.