Azocalixarenes. 3

Synthesis, Characterization, Absorption and Fastness Properties of Novel Monoazo Dyes Derived from 1-Phenyl-3-amino-4-(2-thiazolilazo)pyrazol-5-one

“…However, λ max of the same dye did not change significantly upon addition of piperidine to its chloroform solution or addition of KOH to its methanol solution. These results are similar to the literaure for hetarylazopyrazolones, 6,7,17 hetarylazocalixarenes, 11 hetarylazopyridones, 3,42 hetarylazocoumarines, 9 hetarylazoquinolines 5 and hetarylazoindoles. 10 These results suggest that 1a-1c may be in a mixture of one tautomeric and cationic form in acidic solutions, while they may be in a mixture of one tautomeric and anionic form (A 1 ) in basic solutions.…”

“…[1][2][3][4][5] Hetarylazo dyes based on heterocyclic diazo and coupling components have been attracted the attention of scientists in recent years. [6][7][8][9][10][11][12] Among these, the hetarylazopyrazolone dyes have high fluorescence, high quantum yield, superior photostability in the visible region, excellent fastness properties, [13][14][15][16] tautomeric structures 6,7,10,17 in addition to their bathochromic effects in the absorption spectra. 6,7,10,17 The absorption and emission properties of the pyrazolones can be tuned according to the properties of the solvent, especially where electron-withdrawing and electron-donating substituents are attached at the 1, 3 and 4-positions of pyrazolone ring.…”

Synthesis, spectral characterization of azo dyes derived from calix[4]resorcinarene and their application in dyeing of fibers

“…It has been known for many years that azo compounds are most widely used class of dyes due to their versatile application in various fields such as the dyeing of textile fiber, the coloring of different materials, colored plastics, biological-medical studies and advanced application in organic synthesis [32][33][34][35]. There have been few reports wherein macrocycles such as crown ethers [36] and calixarenes [37][38][39][40] have been used as components for the preparation of azo dyes but the research in the area of azocalix [4]resorcinarene dyes [41] is still in infancy.…”

Synthesis of Upper Rim Functionalized Calixarene‐Based Poly(norbornenes)

“…Two carboxylic acid containing compounds were chosen for this study: 2-norbornene-5-carboxylic acid (8), and a norbornene containing azo dye (12). The azo dye was prepared by first synthesizing a norbornene functionalized N-substituted aniline (10) by reacting 8 with N-ethyl-anilino-ethanol (Scheme 2).…”