621-66-9

Usage

Uses

Used in Oil Industry:
4-(phenylazo)-o-cresol is used as a colorant for oil, enhancing the visual appeal and aiding in identification.
Used in Paraffin Wax Industry:
4-(phenylazo)-o-cresol is used as a colorant for paraffin wax, improving its appearance and facilitating differentiation.
Used in Cellulose Paint Industry:
4-(phenylazo)-o-cresol is used as a pigment in cellulose paint, providing color and improving the product's aesthetic qualities.
4-(phenylazo)-o-cresol demonstrates light fastness, heat resistance up to 170°C, and stability in the presence of water, 5% sodium carbonate, and 5% hydrochloric acid, making it suitable for various industrial applications.

Preparation

aniline diazotization, and o-Cresol coupling.

Standard

Light Fastness

Melting point

Stable

ISO

General

Purification Methods

Crystallise the phenol from hexane or pet ether (m 130o). [Beilstein 16 II 59, 16 III 104, 16 IV 193.]

InChI:InChI=1/C13H12N2O/c1-10-9-12(7-8-13(10)16)15-14-11-5-3-2-4-6-11/h2-9,14H,1H3/b15-12-

Upstream product

• 2362-14-3 4,4'-cyclohexylidenedi-o-cresol 
• 100-34-5 benzene diazonium chloride 
• 2684-02-8 benzenediazonium 
• 95-48-7 ortho-cresol 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 2467-25-6 bis(4-hydroxy-3-methylphenyl)methane 
• 7664-93-9 sulfuric acid 
• 62-53-3 aniline 

Downstream Products

• 101280-35-7 (2-methyl-4-phenylazo-phenoxy)-acetic acid methyl ester 
• 1435-63-8 2-Methyl-4-(4-nitro-phenylazo)-phenol 
• 2835-96-3 4-amino-2-methylphenol 
• 62-53-3 aniline 
• 100969-60-6 (2-methyl-4-phenylazo-phenoxy)-acetic acid 

Relevant academic research and scientific papers

Asymmetric azobenzene capable of solid-liquid conversion and preparation method of asymmetric azobenzene

The invention discloses asymmetric azobenzene capable of solid-liquid conversion and a preparation method of the asymmetric azobenzene. The structural formula of the asymmetric azobenzene capable of solid-liquid conversion prepared by the method is shown in the specification, wherein n is 2, 6 or 12; R is -CH3,-CH2CH3,-OCH3 or -OCH2CH3. The method is simple in reaction, simple and convenient to operate and high in yield. And the asymmetric azobenzene capable of solid-liquid conversion can realize solid-liquid conversion under the conditions of heating and ultraviolet lamp irradiation or pure heating, and has a certain application value.

Polymerizable asymmetric azobenzene and preparation method thereof

The invention discloses polymerizable asymmetric azobenzene and a preparation method thereof. The structural formula of the polymerizable asymmetric azobenzene is shown in the specification, wherein nis 2, 6 or 12; wherein R is -CH,-CHCH ,-OCH or -OCH CH. The method is simple in reaction, simple and convenient to operate and high in yield. The asymmetric azobenzene can be subjected to a polymerization reaction and can be subjected to a solid-liquid conversion phenomenon, so that the asymmetric azobenzene has certain application value.

Are two azo groups better than one? Investigating the photoresponse of polymer-bisazobenzene complexes

Azobenzene chromophores are an ideal choice for material applications where functionality needs to be activated in a precise remote-controlled fashion. The azobenzene stimuli-response falls into two categories, either based on efficient trans-to-cis photoisomerization and a high cis yield enabling on-off type functions, or relying on a fast trans-cis-trans cycling creating motion in the material system. Herein, we show that using bisazochromophores instead of the more common monoazobenzene derivatives makes a difference in the performance of light-responsive azopolymers, more specifically in photo-orientation and all-optical surface patterning. Our findings point out that polymer-bisazobenzene complexes are an attractive alternative as high-performance photoreponsive materials and that although their properties are highly sensitive to the extent of conjugation in the system, they can be designed into relatively transparent films with high performance for all-optical patterning.

Effects of different terminal substituents on the mesomorphic behavior of some azo-Schiff base and azo-ester-based liquid crystals

In order to investigate the influence of the terminal substitution on mesomorphism, two new series of azo-Schiff base and azo-ester liquid crystals having the following structures have been synthesized. All the compounds possess mesomorphic properties. In series A compounds A1 and A3 exhibit only a nematic mesophase, whereas compounds A2, A4, A5, A6, A7, A8, A9, and A10 exhibit a smectic as well as a nematic phase. In series B compounds B1 to B9 exhibit only a nematic mesophase, and compounds B10 and B11 exhibit a smectic as well as a nematic phase, but compound B12 exhibits only a smectic phase. All these compounds were characterized by elemental analyses and spectroscopic techniques (Fourier transform infrared [FTIR], 1H nuclear magnetic resonance [NMR], and mass spectroscopy). Their mesomorphic properties were measured by optical polarized light microscopy and differential scanning calorimetry (DSC). Copyright Taylor & Francis Group, LLC.

MECHANISM OF AZO COUPLING. VI. REACTIONS OF THE p-NITROBENZENEDIAZONIUM ION WITH (PHENYLAZO)PHENOL AND ITS DERIVATIVES

According to the results of elemental analysis, high-performance liquid chromatography, and NMR, UV, and IR spectroscopy the preparatively isolated products of the reactions of the p-nitrobenzenediazonium ion with p-(phenylazo)phenol and its derivatives are derivatives of 4,4-bis(p-nitrophenylazo)-2,5-cyclohexadien-1-one.The products are stable in the solid state and in neutral media.In acid and alkaline media they are split with the formation of the nitrobenzenediazonium ion and the corresponding p-(phenylazo)phenols.The product with a cyclohexadienone structure is regarded as a model of the second of the two successively formed intermediate complexes in the azo coupling.