N,N,N',N'-Tetrakis(4-aminophenyl)-1,4-benzenediamine Chemical Properties

Melting point:

>300°C

Boiling point:

765.6±60.0 °C(Predicted)

Density 

1.309

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Soluble in DMSO, DMF Insoluble in methanol & water

pka

6.85±0.10(Predicted)

color 

Greenish grey colored crystalline powder

InChI

InChI=1S/C30H28N6/c31-21-1-9-25(10-2-21)35(26-11-3-22(32)4-12-26)29-17-19-30(20-18-29)36(27-13-5-23(33)6-14-27)28-15-7-24(34)8-16-28/h1-20H,31-34H2

InChIKey

LVPYYSKDNVAARK-UHFFFAOYSA-N

SMILES

C1(N(C2=CC=C(N)C=C2)C2=CC=C(N)C=C2)=CC=C(N(C2=CC=C(N)C=C2)C2=CC=C(N)C=C2)C=C1

EPA Substance Registry System

1,4-Benzenediamine, N,N,N',N'-tetrakis(4-aminophenyl)- (3283-07-6)

Safety Information

Risk Statements 

20/21/22

Safety Statements 

22-36/37/39

HS Code 

2921599090

N,N,N',N'-Tetrakis(4-aminophenyl)-1,4-benzenediamine Usage And Synthesis

Uses

N,N,N'',N''-Tetrakis(4-aminophenyl)-1,4-phenylenediamine can be used as composition and solution for temporary bonding.

Synthesis

Example 4: Preparation of compound (III-1) 160 g of N,N,N',N'-tetrakis(p-nitrophenyl)p-phenylenediamine (II-1), 1.07 g of ferric chloride (III) hexahydrate, 1.55 g of iron (III) oxide, 16.2 g of activated carbon and 1400 ml of 1 -methyl-2-pyrrolidinone were added into a three-necked flask and heated under stirring to an internal temperature of 100 °C. Subsequently, 450 g of 80% hydrazine monohydrate aqueous solution was slowly added dropwise, the reaction temperature was maintained in the range of 100-110 °C, and the reaction was continuously stirred for 5 hours. Upon completion of the reaction, it was cooled to room temperature. The reaction mixture was filtered to remove the activated carbon, followed by the sequential dropwise addition of 800 ml of methanol and 1200 ml of water to the filtrate, and the precipitated crystals were collected by filtration by pumping to afford 126.3 g of N1,N1'-(1,4-phenylene)bis(N1-(4-aminophenyl)benzene-1,4-diamine (III-1) in 99% yield. Spectral analysis of the product showed M/e = 472.

References

[1] Patent: WO2007/73000, 2007, A1. Location in patent: Page/Page column 33
[2] Patent: EP1767587, 2007, A2. Location in patent: Page/Page column 15
[3] Patent: WO2007/73000, 2007, A1. Location in patent: Page/Page column 31-32
[4] Patent: WO2007/73000, 2007, A1. Location in patent: Page/Page column 32
[5] Patent: WO2007/73000, 2007, A1. Location in patent: Page/Page column 32-33

N,N,N',N'-Tetrakis(4-aminophenyl)-1,4-benzenediamine(3283-07-6)Related Product Information

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