16201-96-0

Basic information

• Product Name: 4-PHENYLAZOMALEINANIL
• Synonyms: 1-[4-(phenylazo)phenyl]-1h-pyrrole-5-dione;1H-Pyrrole-2,5-dione, 1-[4-(phenylazo)phenyl]-;N-(p-Phenylazophenyl)maleimide;P-PHENYLAZOMALEINANIL;4-PHENYLAZOMALEINANIL;ASISCHEM D13285;4-(N-Maleimido)azobenzene;4-PHENYLAZOMALEINANIL 97%
• CAS NO: 16201-96-0
• Molecular Formula: C₁₆H₁₁N₃O₂
• Molecular Weight: 277.28
• EINECS: 240-330-4
• Product Categories: P;Stains and Dyes;Stains&Dyes, A to
• Mol File: 16201-96-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 162-165°C
• Boiling Point: 475.1°Cat760mmHg
• Flash Point: 241.1°C
• Appearance: /
• Density: 1.26g/cm³
• Vapor Pressure: 3.42E-09mmHg at 25°C
• Refractive Index: 1.653
• PKA: -2.37±0.20(Predicted)
• BRN: 236610
• CAS DataBase Reference: 4-PHENYLAZOMALEINANIL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PHENYLAZOMALEINANIL(16201-96-0)
• EPA Substance Registry System: 4-PHENYLAZOMALEINANIL(16201-96-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• TSCA: Yes
• Hazardous Substances Data: 16201-96-0(Hazardous Substances Data)

Usage

General Description

4-PHENYLAZOMALEINANIL is a chemical compound with the molecular formula C16H12N2O2. It is a yellow to brown solid that is insoluble in water. 4-PHENYLAZOMALEINANIL is used in the synthesis of azo dyes and has been studied for its potential use in organic electronic devices. It exhibits absorption in the visible region of the electromagnetic spectrum, making it a candidate for use in photoactive materials. 4-PHENYLAZOMALEINANIL is also used in the preparation of colorants for plastics, textiles, and printing inks, as well as in the production of pigments for paint. Its combination of azo and maleimide functionalities make it a versatile compound with potential applications in various industries.

InChI:InChI=1/C16H11N3O2/c20-15-10-11-16(21)19(15)14-8-6-13(7-9-14)18-17-12-4-2-1-3-5-12/h1-11H/b18-17+

Upstream product

• 168094-56-2 C₁₆H₁₃N₃O₃ 
• 108-31-6 maleic anhydride 
• 60-09-3 aniline yellow 

Downstream Products

• 112966-10-6 exo-1,2,3,4-Tetrahydro-N-(4-phenyldiazenyl)-1,4-imino-2,3-naphthalindicarboximid 
• 112897-91-3 endo-1,2,3,4-Tetrahydro-N-(4-phenyldiazenyl)-1,4-imino-2,3-naphthalindicarboximid 

Relevant articles and documents

Synthesis and photoresponsive behavior of the high-Tg azobenzene polymers via RAFT polymerization

Well-defined photo-responsive alternating copolymers, poly(4-(N-maleimido) azobenzene-alt-styrene)s (PMSts), were successfully synthesized via reversible addition-fragmentation chain transfer (RAFT) polymerization. A divinyl monomer was used in this polymerization to prepare high molecular weight azobenzene polymers. These polymers had good solubility in most organic solvents, formed films well, and had high glass transition temperatures (Tg = 174-250 °C) and were heat resistant (Td > 320 °C). The photo-induced trans-cis isomerization of the copolymers was examined in chloroform solution. Surface-relief-gratings (SRGs) formed on the polymer films were also investigated using illumination from a linearly polarized Kr + laser beam.

Responsive behavior of 4-(N-maleimido)azobenzene in polymers with aromatic main chain and side chain linked units

Polymer matrices with aromatic main chain and side chain linked units (polystyrene, polysulfone) were employed to construct thin films containing maleimidoazobenzene molecules in order to develop new materials with responsive properties. The photochromic behavior of the active compound was studied both in the solid and solution state for comparison. The thermal cis-trans isomerization of azobenzene chromophores in polymer films follows two different kinetic pathways. A double-exponential relaxation process (fast and slow) took place in polystyrene matrix under 70 °C while the thermal isomerization at 70 °C and higher follows a first-order kinetics. The cis isomer content corresponding to the photostationary state was found to be lower in polymer films than in solution.