102852-92-6

Basic information

• Product Name: 1,3,5-TRIS(4-AMINOPHENOXY)BENZENE (135TAPOB)
• Synonyms: 1,3,5-TRIS(4-AMINOPHENOXY)BENZENE (135TAPOB);1,3,5-Tris(4-aminophenoxy)benzene;BenzenaMine, 4,4',4''-[1,3,5-benzenetriyltris(oxy)]tris-;1,3,5-Tri(4-aminophenoxy)benzene;4,4',4''-(Benzene-1,3,5-triyltris(oxy))trianiline
• CAS NO: 102852-92-6
• Molecular Formula: C₂₄H₂₁N₃O₃
• Molecular Weight: 399.44184
• Mol File: 102852-92-6.mol

Chemical Properties

• Melting Point: 88-90 °C
• Boiling Point: 618.7±55.0 °C(Predicted)
• Appearance: /
• Density: 1.296±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 5.24±0.10(Predicted)
• CAS DataBase Reference: 1,3,5-TRIS(4-AMINOPHENOXY)BENZENE (135TAPOB)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5-TRIS(4-AMINOPHENOXY)BENZENE (135TAPOB)(102852-92-6)
• EPA Substance Registry System: 1,3,5-TRIS(4-AMINOPHENOXY)BENZENE (135TAPOB)(102852-92-6)

Safety Data

• Hazardous Substances Data: 102852-92-6(Hazardous Substances Data)

Usage

Uses

Used in Polymer Industry:
1,3,5-Tris(4-aminophenoxy)benzene (135TAPOB) is used as a cross-linker for the preparation of hyperbranched polymers. Its trifunctional nature allows it to form a network structure, enhancing the mechanical properties and thermal stability of the resulting polymers.
Used in Specialty Polymers:
1,3,5-Tris(4-aminophenoxy)benzene (135TAPOB) is used in the preparation of polyimide rod coil block copolymers. These copolymers exhibit unique properties such as high thermal stability, excellent mechanical strength, and good chemical resistance, making them suitable for applications in aerospace, electronics, and other high-performance industries.
Used in Energy Storage:
1,3,5-Tris(4-aminophenoxy)benzene (135TAPOB) is used as an electrolyte for lithium polymer batteries. Its ability to improve the ionic conductivity and electrochemical stability of the electrolyte contributes to the enhanced performance and safety of lithium polymer batteries, which are widely used in portable electronics, electric vehicles, and renewable energy systems.

Upstream product

• 350-46-9 4-Fluoronitrobenzene 
• 108-73-6 3,5-dihydroxyphenol 
• 100-00-5 4-chlorobenzonitrile 
• 108-70-3 1,3,5-trichlorobenzene 
• 123-30-8 4-amino-phenol 
• 102852-91-5 1,3,5-tris(4'-nitrophenyloxy)benzene 

Downstream Products

• 118727-34-7 1,3,5-tris(4-aminophenyl)benzene 
• 1219817-68-1 C₄₅H₃₆N₆O₆ 
• 1167992-25-7 1,3,5-tris(4-(3-octylureido)phenoxy)benzene 

Relevant articles and documents

Regioselective Radical Arylation of Aromatic Diamines with Arylhydrazines

The arylation of aromatic diamines with arylhydrazine hydrochlorides was achieved in reasonable yields. This new and simple reaction occurred at room temperature in air using an inexpensive base. This transformation seems to proceed via a homolytic aromatic substitution (HAS) mechanism. The synthesized aromatic diamines are used as raw materials for polyimides, including important aerospace materials, for example, Kapton

Method for preparing 1, 3, 5-tri (4-aminophenoxy) benzene

The invention provides a method for preparing 1, 3, 5-tri (4-aminophenoxy) benzene, the method comprises the following steps: mixing 4-hydroxyaniline with an organic solvent, and adding an alkaline substance to obtain a mixed solution; adding sym-trichlorobenzene and a catalyst into the mixed solution, and heating until the reaction is complete; the preparation method is a one-step reaction, the operation steps are simple, the reaction conditions are mild, the product yield is high, the industrial application prospect is achieved, the solvent in the reaction liquid after the reaction can be recycled, reutilization can be achieved, and the production cost is reduced.

Molecular balloon, Pd6L8 cages: Recognition of alkyl sulfate surfactants

The unique molecular balloon system of [Pd6L8](NO3)12 (an inner cavity of 19 × 21 × 25 ?3 ← 13 × 13 × 13 ?3) was carried out via the anion exchange of nitrate with alkyl sulfates.

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.

UREA COMPOUND, SELF-ASSEMBLY OF UREA COMPOUNDS, ORGANOGEL CONTAINING SELF-ASSEMBLY, AND METHOD FOR PRODUCING ORGANOGEL

A urea compound of the present invention is represented by general formula (1) shown below. [Each of X1, X2 and X3 independently represents a hydrogen atom, an alkyl group or an aryl group. The aryl group may have one or more functional groups selected from the group consisting of halogen groups, alkyl groups and alkoxy groups.]

Chloroalkane gel formations by tris-urea low molecular weight gelator under various conditions

(Chemical Equation Presented) C3-symmetrical tris-urea low molecular weight gelator 1 was synthesized in three steps from phloroglucin. The gelation ability of 1 in four chloroalkanes, i.e., CH2Cl 2, CHCl3, 1,1,2-trichloroethane, and 1,1,2,2- tetrachloroethane, was investigated under various conditions. Thermal treatment was effective in gelating 1,1,2-trichloroethane. In the presence of equimolar 1 and CuBr2, 1,1, 2-trichloroethane and 1,1,2,2-tetrachloroethane formed gels. Mixtures of 1 and CHCl3 or 1,1,2, 2-tetrachloroethane gave gels after ultrasound irradiation. CH2Cl2 changed into a gel in the presence of equimolar 1 and BiCl3 after sonication. Spherical particles with rough surfaces were found by SEM observation of CHCl3 gel prepared from ultrasound irradiation of 1 and Y(NO 3)3.

Multi-armed, TEMPO-functionalized unimolecular initiators for starburst dendrimer synthesis via stable free radical polymerization. 1. Tri azo-functionalized unimer

The synthesis of azobenzene-functionalized multi-armed unimolecular initiators or "unimers" that can be polymerized using styrene or styrenic derivatives via TEMPO (2,2,6,6-tetramethylpiperidenyl-1-oxyl) mediated stable free radical polymerization (SFRP) is described. The unimers are composed of an azobenzene-functionalized core and a TEMPO-modified unit. Homopolymers and copolymers of styrene and acetoxystyrene were synthesized using the mono-and trifunctionalized unimers as initiators under bulk conditions with average molecular weights and polydispersities reported. The studies lay the groundwork for further investigations involving SFRP towards building a light harvesting system by introducing chromophores onto the polymer chains for capturing light and thence transferring it to the azobenzene core.

Multi-armed, TEMPO-functionalized unimolecular initiators for starburst dendrimer synthesis via stable free radical polymerisation. 2. Tris (1,3,5)benzyloxy unimers

The synthesis of the trifunctionalized TEMPO-modified unimolecular initiators, unimers I, II, and III is described. Unimer I was prepared via an SN2 type Williamson ether coupling of 1,3,5-tris(iodomethyl)benzene with a TEMPO-containing ethylbenzene hydroxy derivative. The synthesis of unimer II, however, was accomplished through SN1 reaction of 1,3,5-tris(bromomethyl)benzene with the hydroxy-ethylbenzene TEMPO derivative in the presence of silver triflate. Synthesis of unimer III started from phloroglucinol and an SNAr reaction with 1-fluoro-4-nitrobenzene, followed by reduction to the amino compound and Schiff base formation with the TEMPO-derivatized aromatic aldehyde. Stable free radical polymerisation (SFRP) of styrene and acetoxystyrene with unimer I are also described with molecular weights and polydispersities reported. It is concluded that the SFRP of styrene with a triradical initiator meets the requirements of a living system.