1,3-Bis(3-aminophenoxy)benzene

1,3-Bis(3-aminophenoxy)benzene Basic information
Product Name:1,3-Bis(3-aminophenoxy)benzene
Synonyms:3,3-m-Phenylenebis(oxyaniline);3,3'-[m-phenylenebis(oxy)]dianiline;3-[3-(3-AMINOPHENOXY)PHENOXY]ANILINE;1,3-PHENYLENEBIS(3-OXYANILINE) ---WHITE POWDER---;(R)-(-)-2-BROMO-1-(4-NITROPHENYL)ETHANOL;1,3,3-APB;1,3-Bis(m-aminophenoxy)benzene;3,3'-(1,3-Phenylenebisoxy)dianiline
CAS:10526-07-5
MF:C18H16N2O2
MW:292.33
EINECS:234-082-6
Product Categories:fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis;Miscellaneous;Aromatic Hydrocarbons (substituted) & Derivatives;Diphenyl Ethers (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research
Mol File:10526-07-5.mol
1,3-Bis(3-aminophenoxy)benzene Structure
1,3-Bis(3-aminophenoxy)benzene Chemical Properties
Melting point 108°C
Boiling point 479.9±30.0 °C(Predicted)
density 1.243
storage temp. Keep in dark place,Inert atmosphere,Room temperature
Water Solubility Insoluble in water
pka4.29±0.10(Predicted)
form powder to crystal
color White to Light yellow to Light orange
InChIInChI=1S/C18H16N2O2/c19-13-4-1-6-15(10-13)21-17-8-3-9-18(12-17)22-16-7-2-5-14(20)11-16/h1-12H,19-20H2
InChIKeyDKKYOQYISDAQER-UHFFFAOYSA-N
SMILESC1(OC2C=CC=C(N)C=2)=CC=CC(OC2C=CC=C(N)C=2)=C1
CAS DataBase Reference10526-07-5(CAS DataBase Reference)
EPA Substance Registry SystemBenzenamine, 3,3'-[1,3-phenylenebis(oxy)]bis- (10526-07-5)
Safety Information
Risk Statements 20/21/22
Safety Statements 26-36/37/39
HS Code 29222990
MSDS Information
1,3-Bis(3-aminophenoxy)benzene Usage And Synthesis
Chemical Properties1,3-Bis(3-aminophenoxy)benzene, also known as TIMTEC-BB SBB008356, is a Light yellow to yellow solid. It has slight solubility in methanol but is insoluble in water. To maintain its stability, it is recommended to store it in a cool and dark place. However, it is incompatible with oxidizing agents and should not be stored or handled near them to avoid any hazardous reactions.
Uses1,3-Bis(3-aminophenoxy)benzene is an intermediate compound used in the production of synthetic materials, such as PI (polyimide) films and polyimide materials.
Preparation1,3-Bis(3-aminophenoxy)benzene is a reactive monomer commonly utilized in the synthesis of polyurethane coatings. This compound is processed at 200 degrees Celsius and has a viscosity of 1.5-2.0 centipoise at 25 degrees Celsius. Its chemical structure consists of three amine groups that are ether linked to a benzene ring with one hydroxyl group on the phenoxy side chain. The monomer can be synthesized via acylation reaction or polymerization process, typically through heating with a catalyst. The resulting product is thermally stable and resistant to heat up to 250 degrees Celsius.
SynthesisIn the 500mL four neck flasks that have agitator, reflux exchanger and dean stark trap, add the 3-amino phenol of 71.5g (0.655mol), 49 quality % aqueous sodium hydroxide solutions, 250gDMI and the 50g toluene of 53.5g (0.655mol).Flask contents is heated to 180 ℃ and stir and to feed nitrogen simultaneously, and azeotropic is removed toluene and water.Subsequently, the flask inclusion is cooled to room temperature and transfers in the 600mL autoclave that has agitator.
Subsequently, add 1 of 34g (0.298mol), 3-two fluorobenzene; Seal this reactor; To wherein being blown into nitrogen; After this, autoclave is heated to 200 ℃; And order is reflected to be carried out under 200 ℃ 53 hours.After this, cool off this autoclave, by the reaction mixture of high efficiency liquid chromatography (after this abbreviating HPLC as) analysis part.The result is 1,3-Bis(3-aminophenoxy)benzene is 82% (with respect to 1,3-two fluorobenzene).

1,3-Bis(3-aminophenoxy)benzene Preparation Products And Raw materials
Raw materials1,3-bis(3-nitrophenoxy)benzene-->1,3-Dibromobenzene-->3-Aminophenol
1,4-BIS(3-AMINOPHENOXY)BENZENE 3,3',4,4'-Benzophenonetetracarboxylic dianhydride 1,3-Bis(4-aMinophenoxy)benzene 4,4'-DIAMINOBIPHENYL-2,2'-DICARBOXYLIC ACID 1,4-BIS(4-AMINOPHENOXY)BENZENE(144BAPB),1,4-Bis(p-aminophenoxy)benzene,1,4-BIS(4-AMINOPHENOXY)BENZENE 4,4'-Bis(4-aminophenoxy)biphenyl 3-Aminophenol 1,2-BIS(4-AMINOPHENOXY)BENZENE(124BAPB) 1,2-BIS(3-AMINOPHENOXY)BENZENE 4,4'-(HEXAFLUOROISOPROPYLIDENE)BIS[(4-AMINOPHENOXY)BENZENE] 3-PHENOXYPHENOL 1,3-DIPHENOXYBENZENE 3-PHENOXYANILINE 3,3'-(1,3-PHENYLENEDIOXY)DIANILINE-15N2 3-(3-METHOXY-PHENOXY)-PHENYLAMINE 1,3-Bis(3-aminophenoxy)benzene

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