Topic
Triazene
About: Triazene is a research topic. Over the lifetime, 759 publications have been published within this topic receiving 8714 citations. The topic is also known as: Triazene cleavage & 1-triazene.
Papers published on a yearly basis
Papers
More filters
TL;DR: Some triazene-stilbene fluorescent brighteners containing methacrylic groups have been synthesized as mentioned in this paper, and their fluorescence and absorption characteristics in solution in water, methanol, ethanol and dioxane are reported, and studies made on their copolymerisation with styrene and on their bleaching effect on cotton.
9 citations
TL;DR: In this paper, the title ligand HL (1) was prepared by means of X-ray crystallography, CHN analysis, FT-IR, 1H NMR, and 13C NMR spectroscopy.
Abstract: The title ligand, [1-(2-methoxyphenyl)-3-(4-chlorophenyl)]triazene, HL (1), was prepared. In a reaction with Hg(NO3)2 it forms the complex [Hg(C26H22Cl2N6O2)], [HgL2] (2). Both compounds were characterized by means of X-ray crystallography, CHN analysis, FT-IR, 1H NMR, and 13C NMR spectroscopy. In the structure of compound 1, two independent fragments are present in the unit cell. They exhibit trans arrangement about the –N=N– double bond. The dihedral angles between two benzene rings in both fragments are 4.36 and 18.79 A, respectively. Non-classic C–H···N hydrogen bonding and C–H···π interactions form a layer structure along the crystallographic ab plane [110]. In compound 2, the HgII atom is hexacoordinated by two tridentate [1-(2-methoxyphenyl)-3-(4-chlorophenyl)]triazenide ligands through a N2O2 set. In addition, in the structure of 2, monomeric complexes are connected to each other by C–H···π stacking interactions, resulting in a 2D architecture. These C–H···π edge-to-face interactions are present with H···π distances of 3.156 and 3.027 A. The results of studies of the stoichiometry and formation of complex 2 in methanol solution were found to support its solid state stoichiometry.
9 citations
TL;DR: Self-crosslinkable poly(arylene ethers) as discussed by the authors containing pendent triazene groups were prepared by nucleophilic substitution reaction of poly(ARYlene ether)s 5, and 7, respectively, with 1-[4-hydroxyphenoxy)phenylene]triazenes, 4, in the presence of potassium carbonate in N,N-dimethylacetamide.
Abstract: Self-crosslinkable poly(arylene ether)s 6, and 8, containing pendent triazene groups were prepared by nucleophilic substitution reaction of poly(arylene ether)s 5, and 7, respectively, with 1-[4-(4-hydroxyphenoxy)phenylene]triazenes, 4, in the presence of potassium carbonate in N,N-dimethylacetamide. A series of triazenes 4 containing various substituents have been synthesized. Self-crosslinkable polymer 6e containing phenyl-substituted triazene pendants can be crosslinked at 215°C, which is about 40°C lower than the glass transition temperature of the virgin base polymer 5. The degree of crosslinking can be tailored by varying the concentration of the pendent phenylenetriazene groups in the polymer. After curing, the flexible polymer films (ca. 10 μm thick) exhibit high gel contents, increased glass transition temperatures, improved resistance to organic solvents, and little change in dielectric constant and thermal stability. These self-crosslinkable poly(arylene ether)s are potential candidates for electronic applications. © 1994 John Wiley & Sons, Inc.
9 citations
TL;DR: The photochemistry of linear triazenes, an extended analogue of the photo-switchable azo group, exemplarily for the widely used DNA-minor-groove binder berenil is elucidated, showing that while the excited-state relaxation is insensitive to the environment, the ground-state dynamics depend on biomolecular binding partners.
Abstract: Understanding deactivation mechanisms of functional groups is a key step to design novel photo-active devices and molecular imaging agents. Here, we elucidate the photochemistry of linear triazenes, an extended analogue of the photo-switchable azo group, exemplarily for the widely used DNA-minor-groove binder berenil. Combining ultrafast spectroscopy and ab initio calculations unveils that the E-azo,s-trans structure of berenil predominates in the gas phase and in aqueous solution, and ADC(2) intrinsic reaction coordinate calculations disclose that the excited-state relaxation to the S1 minima/conical intersections follows a two-step mechanism: NN bond stretching followed by a bicycle-pedal rotation in the triazene bridge. Furthermore, studying the ground-state pathways shows that a fraction of the molecules relaxes back to the E-azo,s-trans isomer while the other part photoisomerizes to the Z-azo,s-trans via a hula-twist motion, as evidenced by experimental quantum yields of Φ ≈ 0.5 found for berenil in water, ethylene glycol, or bound to β-trypsin. Moreover, our studies show that while the excited-state relaxation is insensitive to the environment, the ground-state dynamics depend on biomolecular binding partners.
9 citations
Abstract: A new diol with bistriazene groups, 1,1′[4,4′-diphenylether]-3,3′-di(β-hydroxyethyl methyl)-bistriazene (BTD), was synthesized and characterized. BTD, along with N-methyldiethanolamine as a chain extender, was used to prepare a segmented polyurethane based on poly(tetramethylene oxide) diol (weight-average molecular weight = 2000) and 2,4-tolylene diisocyanate (80:20 v/v 2,4-/2,6-isomer mixture). Subsequent quaternization of the amine with benzyl chloride formed the cationomer. The structure–property relationships, including the photochemical behavior of the triazene linkage in these polymers, were investigated with respect to another polyurethane prepared from 4,4′-diphenylmethane diisocyanate and a bistriazene compound. Photolysis experiments were carried out in polymer solutions and in the film state, and the reduction of the π–π* absorption band, characteristic of the triazene chromophore in ultraviolet spectra, was followed. A kinetic evaluation revealed a first-order photoprocess. © 2005 Wiley Periodicals, Inc. J Appl Polym Sci 96: 385–391, 2005
9 citations