151746-34-8

Basic information

• Product Name: N¹,N⁴-bis(4-aminophenyl)-1,4-quinonediimine
• CAS NO: 151746-34-8
• Molecular Weight: 288.352
• Mol File: 151746-34-8.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: N¹,N⁴-bis(4-aminophenyl)-1,4-quinonediimine(CAS DataBase Reference)
• NIST Chemistry Reference: N¹,N⁴-bis(4-aminophenyl)-1,4-quinonediimine(151746-34-8)
• EPA Substance Registry System: N¹,N⁴-bis(4-aminophenyl)-1,4-quinonediimine(151746-34-8)

Safety Data

• Hazardous Substances Data: 151746-34-8(Hazardous Substances Data)

Upstream product

• 53760-27-3 4,4′-diaminodiphenylamine sulfate 
• 62-53-3 aniline 
• 4958-10-5 N¹,N⁴-bis(4-aminophenyl)-1,4-benzenediamine 
• 350-46-9 4-Fluoronitrobenzene 
• 106-50-3 1,4-phenylenediamine 
• 41266-01-7 N¹,N⁴-bis(4-nitrophenyl)-1,4-benzenediamine 
• 16245-77-5 p-phenylenediammonium sulfate 
• 537-65-5 4,4'-diaminodiphenylamine 

Downstream Products

• 4958-10-5 N¹,N⁴-bis(4-aminophenyl)-1,4-benzenediamine 
• 651048-17-8 N'',N'''-bis(2''-nitrophenyl)-N,N'-bis(4'-aminophenyl)-1,4-quinonediimine 
• 651048-13-4 N'',N'''-bis(2'',4''-nitrophenyl)-N,N'-bis(4'-aminophenyl)-1,4-benzenediamine 
• 651048-12-3 N'',N'''-bis(2''-nitrophenyl)-N,N'-bis(4'-aminophenyl)-1,4-benzenediamine 
• 651048-11-2 N'',N'''-bis(4''-nitrophenyl)-N,N'-bis(4'-aminophenyl)-1,4-benzenediamine 
• 725216-42-2 N'',N'''-bis(4''-nitrophenyl)-N,N'-bis(4'-aminophenyl)-1,4-quinonediimine 
• 651048-18-9 N'',N'''-bis(2'',4''-dinitrophenyl)-N,N'-bis(4'-aminophenyl)-1,4-quinonediimine 

Relevant articles and documents

Large-Scale Synthesis of Aniline Trimers in Different Oxidation States

Polyanilines are an important class of organic compounds, due to their utility in a large variety of applications. In contrast, oligo?-anilines have been employed far more sporadically, in large part reflecting an absence of refined synthetic approaches. Herein, we report, for the first time, a relatively large-scale strategy to generate highly pure aniline trimers at different oxidation states with excellent yields (90-97percent).

An aniline trimer-based multifunctional sensor for colorimetric Fe3+, Cu2+ and Ag+ detection, and its complex for fluorescent sensing of L-tryptophan

The detection of metal ions and amino acids by the aniline oligomer-based receptor has not been reported yet, to the best of our knowledge. In this study, an efficient multifunctional cation-amino acid sensor (CAS) with aniline moiety and chiral thiourea binding site was synthesized by the reaction of aniline trimer and (S)-(+)-1-phenyl ethyl isothiocyanate. CAS can sense Fe3+, Cu2+, Ag+ ions, and L-tryptophan. These results can be recognized by the naked eye. The appropriate pH range for the quantitative analysis of Fe3+, Cu2+, and Ag+ by CAS in DMSO/water (30 vol% water) was evaluated. The interaction between CCS and metal ions was analyzed by 1H NMR titration. The detection limits of CAS for the Cu2+, Ag+, and Fe3+ were 0.214, 0.099, and 0.147 μM, respectively. Moreover, the CAS[sbnd]Cu2+ complex can act as a turn-on fluorescence sensor for L-tryptophan. On the contrary, there is no response upon the addition of other amino acids, such as L-histidine, L-proline, L-phenylalanine, L-threonine, L-methionine, L-tyrosine, and L-cystine to CAS[sbnd]Cu2+ complex.

Molecular architecture of electroactive and biodegradable copolymers composed of polylactide and carboxyl-capped aniline trimer

Two-, four-, and six-armed branched copolymers with electroactive and biodegradable properties were synthesized by coupling reactions between poly(l-lactides) (PLLAs) with different architecture and carboxyl-capped aniline trimer (CCAT). The aniline oligo

A Degradable and Recyclable Photothermal Conversion Polymer

Decomposition and repolymerization of conjugated polymers offer great promise for developing recyclable photothermal conversion materials, which yet remain challenging. Herein, a crosslinked conjugated polymer based on a dynamic covalent bond of Schiff base is developed. This polymer possesses photothermal conversion efficiency as high as 90.4 %. Decomposition of the polymer under specialized conditions is corroborated by various characterizations. The kinetics study is also investigated to understand this degradation process. Furthermore, those decomposed species can be repolymerized back to conjugated polymers which possess the same photothermal conversion efficiency as the pristine polymer. Such a degradable and recyclable photothermal polymer is successfully used as a heat source for photothermal-electrical conversion to generate Seebeck voltage under either near infrared (NIR) irradiation or solar illumination.

COMPOSITIONS OF OLIGOANILINES AND METHODS OF MAKING AND USING

Compositions of oligoanilines with higher purity, methods of making and using thereof, are provided. The compositions are produced in large scale with larger yield using simple purification techniques such as washing. Methods have been developed that allow large scale synthesis of oligoaniline compounds with the following benefits: (i) higher purity; (ii) larger yield of oligoaniline compounds; (iii) simple purification that does not require complicated techniques such as liquid chromatograph; (iv) lower cost; and (v) full characterization. The highly pure oligoaniline compositions can be used as reducing or oxidizing agent in a redox reaction. The oligoaniline compositions have colors and can be used as dyes, i.e. redox active dyes in a redox reaction, as intermediates for the development of conductive elastomers, or as catalysts.