20653-11-6

Basic information

• Product Name: 1,1'-Isopropylidenebis(p-phenyleneoxy)bis(4-nitrobenzene)
• Synonyms: 1,1'-Isopropylidenebis(p-phenyleneoxy)bis(4-nitrobenzene);2,2-Bis[p-(p-nitrophenoxy)phenyl]propane;4,4'-(Propane-2,2-diyl)bis((4-nitrophenoxy)benzene);2,2-Bis[4-(4-nitrophenoxy)phenyl]propane
• CAS NO: 20653-11-6
• Molecular Formula: C₂₇H₂₂N₂O₆
• Molecular Weight: 470.4734
• Mol File: 20653-11-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 119 °C
• Boiling Point: 588.3°Cat760mmHg
• Flash Point: 212.6°C
• Appearance: /
• Density: 1.279g/cm³
• CAS DataBase Reference: 1,1'-Isopropylidenebis(p-phenyleneoxy)bis(4-nitrobenzene)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-Isopropylidenebis(p-phenyleneoxy)bis(4-nitrobenzene)(20653-11-6)
• EPA Substance Registry System: 1,1'-Isopropylidenebis(p-phenyleneoxy)bis(4-nitrobenzene)(20653-11-6)

Safety Data

• Hazardous Substances Data: 20653-11-6(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow solid

Upstream product

• 80-05-7 BPA 
• 350-46-9 4-Fluoronitrobenzene 
• 100-00-5 4-chlorobenzonitrile 

Downstream Products

• 1531603-52-7 2,2-bis{4-[4-(4-acetamidophenyldiazenyl)phenoxy]phenyl}propane 
• 1531603-34-5 2,2-bis{4-[4-(4-aminophenyldiazenyl)phenoxy]phenyl}propane 
• 13080-86-9 2,2-bis-{4-(4-aminophenoxy)phenyl}propane 
• 1190053-16-7 BAA 
• 79922-55-7 2,2'-bis-[4-(4-maleimidephenoxy)phenyl]propane 

Relevant articles and documents

Bis(azobenzene) diamines and photomechanical polymers made therefrom

Bis(azo-benzene) diamine monomers and a method of synthesizing the monomers are provided. The bis(azo-benzene) diamine monomers, in combination with amine reactive monomers, form polymers, such as polyimides and copolyimides, having photomechanical and thermomechanical properties.

Multivalent photo-crosslinkable coumarin-containing polybenzoxazines exhibiting enhanced thermal and hydrophobic surface properties

In this study, mono-, bi-, and trivalent coumarin-containing benzoxazine monomers (mono-, di-, and tri-coumarin BZ) were synthesized in high yield and purity by facile Mannich reactions of 4-methyl-7-hydroxycoumarin and paraformaldehyde with aniline, bisphenol A-NH2, and 1,3,5-tri(4-aminobenzene), respectively, in 1,4-dioxane. 1H and 13C nuclear magnetic resonance (NMR), Fourier transform infrared (FTIR) and high resolution mass spectroscopy support the chemical structures of these three benzoxazine monomers. Differential scanning calorimetry (DSC) and FTIR spectroscopy were used to investigate the curing polymerization behavior and photodimerization ([2π + 2π] cycloaddition) of the coumarin units of mono-, di-, and tri-coumarin BZ to form poly(mono-coumarin BZ), poly(di-coumarin BZ), and poly(tri-coumarin BZ), respectively. DSC measurement revealed that the thermal polymerization temperature of coumarin-containing benzoxazine monomers was lower than that of the model compound 3-phenyl-3,4-dihydro-2H-benzooxazine (263°C) which was attributed to the catalytic effect of the coumarin moiety and a strong electron withdrawing electron conjugated CC bond in the coumarin unit. In addition, the glass transition and thermal decomposition temperatures of poly(tri-coumarin BZ) (Tg = 240°C; Td5 = 370°C) were higher than poly(di-coumarin BZ) and poly(mono-coumarin BZ), consistent with the former's higher crosslinking density. In addition, the water contact angles of poly(tri-coumarin BZ) polymers prepared with and without photo-dimerization prior to thermal curing (112 and 110°, respectively) were higher than the corresponding poly(mono-coumarin BZ) and poly(di-coumarin BZ), presumably because of greater degrees of intramolecular hydrogen bonding between the CO units of the coumarin moieties and the phenolic OH units of the benzoxazine rings, resulting in lower surface free energies. Thus, the presence of multivalent photo-crosslinkable coumarin units enhanced the thermal and hydrophobic surface properties of these polybenzoxazines.

Thermo-mechanical and surface properties of POSS reinforced structurally different diamine cured epoxy nanocomposites

In the present study three structurally different diamines namely bisphenol-A based ether diamine, octane diol based ether diamine, and capron based diamine were synthesized and characterized using FT-IR, 1H-NMR and 13C-NMR spectra. These diamines were used to cure DGEBA epoxy resin and were reinforced with NH2-POSS in different weight percentages (1%, 3% and 5% wt) to obtain epoxy matrices and composites. Data obtained from thermo-mechanical, dielectric and surface studies were compared with those of neat epoxy matrix cured with diamino diphenyl methane (DDM). The surface morphology was ascertained from the XRD and SEM analysis and the presence of POSS in the composites was ascertained from the TEM images. The capron based diamine cured epoxy matrix shows better improvement in tensile strength and impact strength of 39.8% and 137.0% respectively than those of neat epoxy cured with diamino diphenyl methane (DDM). The value of contact angle (91.3°) of the capron based diamine cured epoxy composites infers that the epoxy matrix becomes hydrophobic nature. Data obtained from different studies suggest that the capron diamine cured epoxy matrix can be used in the form of a coating, encapsulant, or a sealant for different industrial and engineering applications for better performance and improved longevity. This journal is