603-40-7

Usage

Uses

Used in Dye Industry:
4,4'-Diamino-triphenylmethane is used as a building block for the synthesis of various types of dyes, particularly azo dyes and sulfur dyes. Its chemical structure allows for the creation of a wide range of colorants used in textiles, plastics, and other materials.
Used in Plastics and Polyurethane Industry:
4,4'-Diamino-triphenylmethane serves as a curing agent in the production of polyurethane foams and plastics. Its presence enhances the properties of these materials, improving their durability and performance.
Used in Antioxidant and Antimicrobial Applications:
4,4'-Diamino-triphenylmethane has been studied for its potential antioxidant and antimicrobial properties. Its ability to neutralize free radicals and inhibit the growth of microorganisms makes it a subject of interest for various industrial and medical applications, such as food preservation and healthcare products.
However, it is important to note that 4,4'-Diamino-triphenylmethane is recognized as a potential toxic substance. Inhalation or skin contact can pose health risks, necessitating the adherence to proper safety protocols and handling procedures when working with 4,4'-Diamino-triphenylmethane.

Upstream product

• 142-04-1 aniline hydrochloride 
• 538-51-2 benzylidene phenylamine 
• 100-52-7 benzaldehyde 
• 98-87-3 benzylidene dichloride 
• 62-53-3 aniline 
• 7647-01-0 hydrogenchloride 
• 57049-35-1 4,4'-Diaminotriphenylmethanol 
• 82701-00-6 N-(4-amino-benzhydryl)-aniline 
• 1144-74-7 4-nitrobenzophenone 
• 5089-33-8 2-(4-bromophenyl)-1,1,1,3,3,3-hexamethyldisilazane 
• 7664-41-7 ammonia 
• 7732-18-5 water 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 542-16-5 dianilunium sulphate 

Downstream Products

• 13145-01-2 bis-(4-acetylamino-phenyl)-phenyl-methane 
• 82-87-1 bis-(4-amino-3-methyl-phenyl)-phenyl-methane 
• 31970-87-3 LMG-1,1 
• 4081-02-1 4,4'-benzylidene-di-phenol 
• 10052-28-5 4,4'-cyclohexylmethanediyl-bis-cyclohexylamine 
• 21112-02-7 4,4'-dinitrotriphenylmethane 
• 519-73-3 triphenylmethane 
• 21146-40-7 (+/-)-Phenyl-(4-nitro-phenyl)-(4-amino-phenyl)-methanol 
• 21112-03-8 Bis-(4-nitro-phenyl)-phenyl-methanol 
• 128527-05-9 <4,4'-Bis(4-chlorphenylazo)triphenylmethyl>ethylether 
• 128527-45-7 4,4'-Bis<(4-methylbenzoyl)amino>triphenylmethanol 
• 128527-04-8 4,4'-Bis(4-chlorphenylazo)triphenylmethanol 
• 128527-03-7 4,4'-Bis(4-methylphenylazo)triphenylmethanol 
• 128527-02-6 4,4'-Bis(phenylazo)triphenylmethanol 

Relevant academic research and scientific papers

Metal- And solvent-free synthesis of aniline- And phenol-based triarylmethanes: Via Br?nsted acidic ionic liquid catalyzed Friedel-Crafts reaction

A beneficial, scalable and efficient methodology for the synthesis of aniline-based triarylmethanes has been established through the double Friedel-Crafts reaction of commercial aldehydes and primary, secondary or tertiary anilines using Br?nsted acidic ionic liquid as a powerful catalyst, namely [bsmim][NTf2]. This protocol was successfully performed under metal- and solvent-free conditions with a broad range of substrates, giving the corresponding aniline-based triarylmethane products in good to excellent yields (up to 99%). In addition, alternative aromatic nucleophiles such as phenols and electron-rich arenes were also studied using this useful approach to achieve a diversity of triarylmethane derivatives in high to excellent yields. This journal is

Alpha-diimine nickel complex with butanedione frameworks, method for preparing alpha-diimine nickel complex and application thereof

The invention relates to a method for preparing an alpha-diimine nickel complex with butanedione frameworks and application of the alpha-diimine nickel complex. The method and the application have theadvantages that AlEt2Cl is used as a co-catalyst, propylene polymerization can be catalyzed by the co-catalyst, the co-catalyst is high in heat stability and catalytic activity, accordingly, propylene polymers with high branching degrees, low polymerization degrees and analogue tree-shaped structures can be obtained, and pour point depressing and abrasion-resistant effects can be realized if thepolymers are added into oil products.

Basic monoazo compounds

The invention relates to basic azo compounds according to formula (I) wherein all substituents are defined as in Claim 1, their production, their use as dyestuffs as well as material dyed with these dyestuffs.

BASIC BISAZO COMPOUNDS

The invention relates to basic bisazo compounds according to formula (I) wherein all substituents are defined as in Claim 1, their production, their use as dyestuffs as well as material dyed with these dyestuffs.

Microwave-assisted synthesis of 4,4′-diaminotriphenylmethanes

A fast, efficient and versatile route of synthesis of 4,4′- diaminotriphenylmethanes under microwave irradiation, suitable for parallel library syntheses were developed.

Synthesis and characterization of N-demethylated metabolites of malachite green and leucomalachite green

Malachite green (MG), a triphenylmethane dye used to treat fungal and protozoan infections in fish, undergoes sequential oxidation to produce various N-demethylated derivatives (monodes-, dides(sym)-, dides(unsym)-, trides-, and tetrades-) both before and after reduction to leucomalachite green (LMG). The close structure resemblance of the metabolites with aromatic amine carcinogens implicates a potential genotoxicity from exposure to MG. The availability of the synthetic standards is important for metabolic and DNA adduct studies of MG. This paper describes a simple and versatile method for the synthesis of MG, LMG, and their N-demethylated metabolites. The synthesis involves a coupling of 4-(dimethylamino)-benzophenone or 4-nitrobenzophenone with the aryllithium reagents derived from appropriately substituted 4-bromoaniline derivatives, followed by treatment with HCl in methanol. The resulting cationic MG and their leuco analogues showed systematic UV/vis spectral and tandem mass fragmentation patterns consistent with sequential N-demethylation. The extensive 1H and 13C spectral assignments of the metabolites were aided by the availability of 13C7-labeled MG and LMG. The results indicate the existence of a resonance structure with the cationic charge located in the central methane carbon (C7). The synthetic procedure is general in scope so that it can be extended to the preparation of N-demethylated metabolites of other structurally related N-methylated triphenylmethane dyes.

Phenylazo-Substituted Triphenylmethylium Systems

Triphenylmethanols (or their ethers) bearing phenylazo groups react with trifluoroacetic acid to give deeply colored solutions of the tritylium ions 7(+) - 9(+), (RC6H4N=NC6H4)nC(+)(C6H5)3-n (R = H, Me, Cl, NO2, MeO, H2N, Me2N), whose long wavelengths VIS absorptions and lowfield 1H-NMR signals are consistent with the existence of through-conjugated ?-electron systems.After addition of trifluoromethanesulfonic acid significant hypsochromic shifts of the VIS bands as well as additional proton deshieldings in the 1H-NMR spectrum are observed, which are in accordance with the formation of proximally azo-protonated phenylazotritylium ions 7(+)*H(+), 8(+)*2H(+), and 9(+)*3H(+), (RC6H4N=N(+)H-C6H4)nC(+)(C6H5)3-n.Fully analogous acid-strength-dependent ionisation/protonation reactions result for the overall p-substituted ions 17(+), 18(+), (RC6H4N=NC6H4)C(+)(C6H4R')2 (R,R' = Me, MeO, Me2N), as well as for the azobistritylium system 10(2+), (C6H5)2C(+)C6H4N=NC6H4C(+)(C6H5)2, and its azoxy derivative 11(2+).The linearly extended bis- and trisazo systems 19(+), 22(+), MeC6H4N=N(C6H4N=N)1,2C6H4C(+)(C6H5)2 and the (phenylazo)styryl system 20(+), MeC6H4N=NC6H4CH=CHC6H4C(+)(C6H5)2 in trifluoroacetic acid do not show any significant color changes relativ to the corresponding monofunctional parent types.In trifluoromethanesulfonic acid, however, compounds 19(+), 22(+) exhibit the usual bathochromic shifts of the longest wavelenght VIS absorption accompanying the increasing protonation of the polyazo system.In the case of the tritylium ions containing azomethine bridges, 24(+), only for the methoxy derivative 24b(+) indications for the existence of the conjugatively extended tritylium system (MeOC6H4N=CHC6H4)C(+)(C6H5)2 are found.The amide derivatives 26(+)-29(+), on the other hand, presents no clues for the existence of through-conjugated systems of the kind ArC(OH)=NC6H4C(+)Ar2 and ArN=C(OH)C6H4C(+)Ar2, respectively.