1631999-89-7

Basic information

• Product Name: 2,5-divinylbenzene-1,4-diamine
• CAS NO: 1631999-89-7
• Molecular Weight: 160.219
• Mol File: 1631999-89-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 351.6±42.0 °C(Predicted)
• Density: 1.098±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2,5-divinylbenzene-1,4-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-divinylbenzene-1,4-diamine(1631999-89-7)
• EPA Substance Registry System: 2,5-divinylbenzene-1,4-diamine(1631999-89-7)

Safety Data

• Hazardous Substances Data: 1631999-89-7(Hazardous Substances Data)

Usage

Molecular structure

2,5-divinylbenzene-1,4-diamine has a benzene ring with two vinyl groups (-CH=CH2) and two amine groups (-NH2) attached to it.

Monomer

2,5-divinylbenzene-1,4-diamine is commonly used as a monomer in the production of high-performance polymers.

Polymers

VDA is used in the production of polymers such as polyimides and polyamides.

Properties

2,5-divinylbenzene-1,4-diamine has high thermal and chemical resistance, making it suitable for use in high-performance polymers.

Cross-linked polymer networks

VDA is also used in the synthesis of cross-linked polymer networks, which are utilized in various industrial applications.

Industrial applications

2,5-divinylbenzene-1,4-diamine is used in the production of adhesives, coatings, and composites.

Building block

Due to its unique chemical structure and reactivity, VDA is an important building block for the production of specialty chemicals and advanced materials in the chemical industry.

Relevant articles and documents

Two BN isosteres of anthracene: Synthesis and characterization

The synthesis of two parental BN anthracenes, 1 and 2, was developed, and their electronic structure and reactivity behavior were characterized in direct comparison with all-carbon anthracene. Gas-phase UV-photoelecton spectroscopy studies revealed the following HOMO energy trend: anthracene, -7.4 eV; BN anthracene 1, -7.7 eV; bis-BN anthracene 2, -8.0 eV. The λmax of the lower energy band in the UV-vis absorption spectrum is as follows: anthracene, 356 nm; BN anthracene 1, 359 nm; bis-BN anthracene 2, 357 nm. Thus, although the HOMO is stabilized with increasing BN incorporation, the HOMO-LUMO band gap remains unchanged across the anthracene series. The emission λmax values for the three investigated anthracene compounds are at 403 nm. The pKa values of the N-H proton for BN anthracene 1 and bis-BN anthracene 2 were determined to be approximately 26. BN anthracenes 1 and 2 do not undergo heat- or light-induced cycloaddition reactions or Friedel-Crafts acylations. Electrophilic bromination of BN anthracene 1 with Br2, however, occurs regioselectively at the 9-position. The reactivity behavior and regioselectivity of bromination of BN anthracenes are consistent with the electronic structure of these compounds; i.e., (1) the lower HOMO energy levels for BN anthracenes stabilize the molecules against cycloaddition and Friedel-Crafts reactions, and (2) the HOMO orbital coefficients are consistent with the observed bromination regioselectivity. Overall, this work demonstrates that BN/CC isosterism can be used as a molecular design strategy to stabilize the HOMO of acene-type structures while the optical band gap is maintained.