6370-47-4

Usage

Uses

Used in Coatings Industry:
p-(1-naphthylazo)phenol is used as a colorant for varnishes, oils, and paraffin due to its ability to provide a stable and good light fastness.
Used in Chemical Analysis:
p-(1-naphthylazo)phenol is used as a reagent in the determination of various metal ions, such as copper, nickel, and cobalt, due to its ability to form colored complexes with these ions.
Used in Plastics Industry:
p-(1-naphthylazo)phenol is used as a colorant in the plastics industry to impart a specific color to the plastic products.
Used in Textile Industry:
p-(1-naphthylazo)phenol is used as a dye in the textile industry for coloring fabrics.
Used in Pharmaceutical Industry:
p-(1-naphthylazo)phenol is used as an intermediate in the synthesis of pharmaceutical compounds.
Standard:
p-(1-naphthylazo)phenol exhibits good light fastness and is stable at a melting point of 136℃. It is insoluble in water and shows resistance to sodium carbonate (5%) and hydrochloric acid (5%).

Preparation

Naphthalen-1-amine diazotization, and phenol coupling.

Standard

Light Fastness

Melting point

Stable

ISO

Good

InChI:InChI=1/C16H12N2O/c19-14-10-8-13(9-11-14)17-18-16-7-3-5-12-4-1-2-6-15(12)16/h1-11,18H

Upstream product

• 3177-49-9 1-naphthyldiazonium chloride 
• 108-95-2 phenol 
• 134-32-7 1-amino-naphthalene 

Relevant academic research and scientific papers

Kinetics of the Diazotation of α-Naphthylamine in Hydrochloric Acid Solution, II

Optimal diazotation conditions were determined by means of extinction measurements at various experimental conditions.The optimal conditions found are pH = 9.5, the amount of phenol is 1250 times the amount of α-naphthylamine. - Keywords: Diazotation; Kinetics; α-Naphthylamine

Rewritable ternary data storage devices based on polymethacrylate containing pendent azobenzene-naphthalene with the combined effects of conformation change and charge traps

In this paper, we combined shallow electron trap azobenzene with planar naphthalene in the side chains of polymethacrylate. The sandwich-structured ITO/polymer/Al device shows different memory characteristics with the different side-chains of the polymer. When the alkyl length is 0, the device could only be turned to a moderate OFF state from the ON state, while when the alkyl length is 2 carbons the device can be turned to a moderate OFF state first and then to the original OFF state as the electric field is increased. It has been rarely reported that one device based on pendent polymers shows three different current states under a continuous electric field, which could be corresponding to "0", "1" and "2" for ternary data storage. The conductance switching can be explained in terms of field-induced conformational ordering of the side-chains in the polymer, and the "traps" of azobenzene impeding the mobility of the charge carriers. X-ray diffraction patterns were carried out to confirm the conformation change of the pendent groups during the OFF to ON and then back to OFF state processes.

Structural Chemistry-Assisted Strategy toward Fast Cis-Trans Photo/Thermal Isomerization Switch of Novel Azo-Naphthalene-Based Polyimides

Pursuing the research toward smart material development, novel azopolyimides containing highly photoresponsive azo-naphthalene moieties are synthesized and fully characterized toward efficient, fast, and stable cis-trans photo/thermal isomerization switch. To this aim, a novel triphenylmethane diamine carrying a photochromic receptor is prepared and used in polycondensation with aromatic dianhydrides. Insights into molecular weights and thermal, optical, and electrochemical characteristics are employed to accomplish basic characterizations. To prove the switching characteristics insufficiently explored for polyimides (PIs), trans-cis and cis-trans photo/thermal isomerizations are surveyed by UV-vis and 1H NMR investigations. UV-vis absorption studies reveal unprecedented fast trans-cis switches (47-130 s) through rotation mechanism in dimethylformamide, with one of the highest efficiencies reported nowadays for PIs, up to 90.2%. Slower thermal cis-trans relaxation is experienced owing to a nonpolarity-assisted inversion mechanism. After 15 repetitive trans-cis-trans switching cycles, an excellent stability up to 96.29% is recorded. The PI films obtained without any dilution in solid state reach the photostationary state after longer irradiation time but with excellent efficiency, up to 75.7%, and trans-cis-trans conversion stability, up to 92.68%, after 10 cycles. The photoisomerization studies are completed by 1H NMR that evidences spectral profiles change during irradiation. Perspective optoelectronic applications that demand photocontrollable functions are foreseen.