• Bulletin of the Korean Chemical Society
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• v.6 no.6
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• pp.358-361
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• 1985

Thianthrene cation radical perchlorate (1) reacted with azo-bis-2-phenoxy-2-propane (6) to give thianthrene (2), cisthianthrene-5,10-dioxide, 5-(p-hydroxyphenyl) thianthrenium perchlorate (10), acetone, phenol, and 5-(2-propenyl) thianthrenium perchlorate (11) when the mole trtio of 1 to 6 was 1:1. Among the products, 11 was a new compound. However, when the corresponding mole ratio was 5:1, 11 was not formed. Similar result was obtained for azo-bis-2-(p-nitrophenoxy)-2-propane.

• Bulletin of the Korean Chemical Society
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• v.24 no.12
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• pp.1737-1741
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• 2003

Azo-functionalized calix[4]arenes as ionophores for chloride-selective electrode, 5,11,17,23-Tetra-tert-butyl-25,27-bis[(N,N-dimethyl-aniline-azo-phenylthioureido)ethyl]oxy-26,28-dihydroxycalix[4]arene (4a) and 5,11,17,23-Tetra-tert-butyl-25,27-bis[(N,N-dimethyl-aniline-azo-phenylthioureido)ethyl]oxy-26,28-dimethoxycalix[4]arene (4b) were synthesized. The PVC membrane electrode based on azo-functionalized calix[4]arene 4a with o-NPOE exhibits a linear stable response over a wide concentration range ($1.5{\times}10^{-4}-1.0{\times}10^{-1}$) with a slope of -52.0 mV/decade and a detection limit of log[$Cl^-$] = -4.02. This ionophore-based membrane exhibited improved selectivity for chloride anion compared with classical Hofmeister series.

• Bulletin of the Korean Chemical Society
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• v.34 no.6
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• pp.1727-1734
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• 2013

Synthesis and characterization of some novel symmetric bis-azospiropyrans are reported in this study. These bis-azospiropyrans are bifunctional chromophores with two spiropyrans linked by a bis-azo extended aromatic system that produce more color strength (large molar absorption coefficient in mero forms) due to appending two azospiropyran chromophores on one molecule. Comparing to the molar absorption coefficients of the conventional spiropyran chromophores (${\varepsilon}=0.31{\times}10^4\;M^{-1}{\cdot}cm^{-1}$) and mono-azospiropyran chromophores ($1.35{\times}10^4\;M^{-1}{\cdot}cm^{-1}$), the novel synthesized photochromes showed astonishingly increased molar absorption coefficients ($2.3-3.8{\times}10^4\;M^{-1}{\cdot}cm^{-1}$) at the same conditions. Such high molar absorption coefficients confers high sensitivity to light and more color intensity of mero form, that leads to improvement of their light sensitivity and better discrimination of spiro (OFF) form from mero (ON) ones in molecular switches. The structures were deduced from their MS, FT-IR, and $^1H$-NMR spectroscopic data and CHN analysis. All the synthesized photochemically bifunctional compounds revealed fluorescent emission in their colorless form which was faded out after exposing to UV light. Fluorescence quantum yield values of the mero forms were 0.25-0.81 and two high fluorescence quantum yield values (0.60 and 0.81) were found in these series.

• Bulletin of the Korean Chemical Society
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• v.34 no.5
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• pp.1543-1546
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• 2013

• Textile Coloration and Finishing
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• v.23 no.3
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• pp.163-168
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• 2011

In this article, we synthesized an azo dye rotaxane containing bis(8-hydroxyquinoline) group and its polymeric metal complex with zinc. The azo dye rotaxane exhibits high pH sensitivity, solvatochromism and zinc (II) ion sensings in aqueous solution. These behaviors came from the tautomeric equilibrium between azo-hydrazone tautomers and the formation of extended conjugation. The structure of polymeric zinc complexed dye rotaxane was confirmed with NMR and FT-IR measurements. The existence of CD rings, provided by dye rotaxane formation, was found to be very beneficial in improving aqueous solubility of polymeric metal complex.

• Journal of the Korean Chemical Society
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• v.25 no.4
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• pp.270-274
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• 1981

Al(III) and Cr(III) were determined selectively by colorimetry of Bismark Brown R {4,4'[(4-methyl-1,3-phenylene)bis(azo)]-bis(6-methyl-1,3-benzenediamine) dihydrochloride} in the presence of the various cations and anions without the using of any masking agents, but tartrate and citrate ions were interfered. The ligand of Bismark Brown R and complexes of Al(III) and Cr(III) were shown the maximum absorbance at the same wavelength together and both metallic ion were interfered to determine each other, but Al(III) were able to determine after oxidation of Cr(III) to Cr(VI).

• Bulletin of the Korean Chemical Society
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• v.29 no.4
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• pp.761-766
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• 2008

Photoresponsive arylether dendrimers Bis-azo-Gn(3,5) 1a-1c and Bis-azo-Gn(3,4,5) 2a-2c (n = 1-3) with an azobenzene unit at the core and several vinyl groups (3,5-bis(but-3-enyloxy)phenyl groups or 3,4,5-tris(but-3- enyloxy)phenyl groups) at the periphery have been prepared. Their structures and reversible trans-cis isomerization behaviors have been investigated by $^1H$-NMR, $^{13}C$-NMR, MALDI-TOF-Mass, and UV-vis spectra. All six azobenzene-cored dendrimers carried out very fast trans $\rightarrow$ cis photoisomerization on irradiation of 350 nm light and reached to the photostationary state within 180 s. During the dark incubation, slow thermal back reversion from cis to trans form is observed for all six dendrimers and is completed within 3 days for 1a-1c and 1 day for 2a-2c. Isomerization efficiency decreases with increasing generation. However, the initial reaction rates of both trans $\rightarrow$ cis photochemical isomerization and cis $\rightarrow$ trans thermal isomerization increases significantly with increasing generation for dendrimers for 1a-1c but only slightly for 2a-2c.

• Polymer(Korea)
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• v.25 no.6
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• pp.803-810
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• 2001

A nonlinear optical hyperbranched polyester (PE-Azo/Hyper) was synthesized from 4-[N,N-bis(hydroxyethyl)amino-4'-formyl] azobenzene and cyanoacetic acid by a Knoevenagel polycondensation using 4-(dimethylamino) pyridine as a base. The resulting polymer was soluble in polar aprotic solvents such as N,N-dimethylformamide and 1-methyl-2-pyrrolidinone and could be processed into optical quality films by spin coating. The molecular weight was determined to be $M_w$=61,800 ($M_W/M_n{=1.86}$) by gel permeation chromatography using polystyrene as a standard. No melting point was detected by differential scanning Calorimeter, indicating that this polymer presents an amorphous state. It shows a glass transition temperature of $121^{\circ}C$. The second-order nonlinear optical coefficient $d_{33}$ of the poled polymer determined by the second harmonic generation at 1064 nm was 25.4 pm/V.

• Bulletin of the Korean Chemical Society
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• v.35 no.8
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• pp.2523-2528
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• 2014

In the present study, at first, azo Schiff base ligand of (N,N'-bis(5-phenylazosalicylaldehyde)-ethylenediamine) ($H_2L$) has been synthesized by condensation reaction of 5-phenylazosalicylaldehyde and ethylenediamine in 2:1 molar ratio, respectively. Then, its cobalt complex (CoL) was synthesized by reaction of $Co(OAc)_2{\cdot}4H_2O$ with ligand ($H_2L$) in 1:1 molar ratio in ethanol solvent. This ligand and its cobalt complex containing azo functional groups were characterized using elemental analysis, $^1H$-NMR, UV-vis and IR spectroscopies. Subsequently, the interaction between native calf thymus deoxyribonucleic acid (ct-DNA) and CoL complex was investigated in 10 mM Tris/HCl buffer solution, pH = 7 using UV-vis absorption, thermal denaturation technique and viscosity measurements. From spectrophotometric titration experiments, the binding constant of CoL complex with ct-DNA was found to be $(2.4{\pm}0.2){\times}10^4M^{-1}$. The thermodynamic parameters were calculated by van't Hoff equation.The enthalpy and entropy changes were $5753.94{\pm}172.66kcal/mol$ and $43.93{\pm}1.18cal/mol{\cdot}K$ at $25^{\circ}C$, respectively. Thermal denaturation experiments represent the increasing of melting temperature of ct-DNA (about $0.93^{\circ}C$) due to binding of CoL complex. The results indicate that the process is entropy-driven and suggest that hydrophobic interactions are the main driving force for the complex formation.

• Textile Coloration and Finishing
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• v.33 no.2
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• pp.49-63
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• 2021

In this study, a convenient approach for sensitive, quick and simple detection of hazardous acids was investigated. A series of azo dyes were synthesized and applied as a chemosensor for the acid detection both on fibers and in solution. Various aniline, benzothiazole or isoxazole derivatives were used as diazo component and coupled with N-benzyl-N-ethylaniline or 2,2'-(phenylimino)bis-ethanol to give azo based dyes. The acid sensing phenomenon was observed by naked-eye and detection was further confirmed by UV-Vis spectrophotometer and hue difference(ΔH^*) evaluation. The developed sensors showed a distinct and quick color change from yellow to magenta by addition of trace amounts of the hazardous acids. The absorption maxima was shifted to a longer wavelength by 70 ~ 150nm and hue difference(ΔH^*) was 60 ~ 120°. A cotton fiber coated with Dye 1 exhibited excellent storage stability under various temperature(-30 ~ 43℃) and humidity(30 ~ 80%) conditions without discoloration and fading of the fiber sensors. Also the acid sensing properties were maintained.