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Phenol, 4-[(4-methylphenyl)azo]-, commonly known as 4-methylphenylazo-phenol or Brilliant Pink B, is a red azo dye with a wide range of applications across various industries. It is characterized by its vibrant color and versatility, making it a popular choice for coloring and staining purposes.

2497-33-8

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2497-33-8 Usage

Uses

Used in Textile Industry:
Phenol, 4-[(4-methylphenyl)azo]is used as a dye in the textile industry for coloring fabrics. Its intense red color and ability to bind with fibers make it suitable for creating vibrant and long-lasting hues in textiles.
Used in Paper Industry:
In the paper industry, Phenol, 4-[(4-methylphenyl)azo]is used as a coloring agent for paper products. Its colorfastness and compatibility with various paper types make it an ideal choice for enhancing the visual appeal of paper products.
Used in Leather Industry:
Phenol, 4-[(4-methylphenyl)azo]is used as a dye in the leather industry to impart a rich red color to leather goods. Its ability to penetrate and bind with leather fibers ensures a consistent and durable coloration.
Used as a pH Indicator:
Phenol, 4-[(4-methylphenyl)azo]is used as an indicator in pH tests due to its color-changing properties in response to different pH levels. This makes it a valuable tool in various scientific and industrial applications where pH monitoring is crucial.
Used as a Biological Stain:
In biological research and diagnostics, Phenol, 4-[(4-methylphenyl)azo]is used as a staining agent to enhance the visibility of cellular structures and organisms under microscopic examination. Its ability to bind with biological materials aids in the identification and analysis of various biological specimens.
Used in Food Industry:
Phenol, 4-[(4-methylphenyl)azo]is used as a food coloring agent in the food industry to add a vibrant red hue to products such as sausages and canned fruit. However, due to potential health risks associated with its use, proper handling and safety measures should be taken to minimize exposure and ensure consumer safety.

Check Digit Verification of cas no

The CAS Registry Mumber 2497-33-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,4,9 and 7 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 2497-33:
(6*2)+(5*4)+(4*9)+(3*7)+(2*3)+(1*3)=98
98 % 10 = 8
So 2497-33-8 is a valid CAS Registry Number.

2497-33-8Relevant academic research and scientific papers

Construction of stable polymeric vesicles based on azobenzene and beta-cyclodextrin grafted poly(glycerol methacrylate)s for potential applications in colon-specific drug delivery

Gu, Wen-Xing,Li, Qing-Lan,Lu, Hongguang,Fang, Lei,Chen, Qixian,Yang, Ying-Wei,Gao, Hui

, p. 4715 - 4718 (2015)

Polymeric vesicles constructed from cyclodextrin- and azobenzene-grafted poly(glycidyl methacrylate)s showed excellent stability owing to the multiple host-guest complexation. Upon culturing in Na2S2O4-contained buffer sol

Unraveling the surface properties of PMMA/azobenzene blends as coating films with photoreversible surface polarity

Hisham, Shameer,Muhamad Sarih, Norazilawati,Tajuddin, Hairul Anuar,Zainal Abidin, Zul Hazrin,Abdullah, Zanariah

, p. 15428 - 15437 (2021/05/19)

Various reports demonstrated that azobenzene derivatives are the chromophore of choice in photoresponsive surfaces showing reversible surface polarity. Hitherto the surface study of coating films based on polymer/azobenzene blends using contact angle meas

Azobenzene derivative, solar thermal energy fuel film composite material and preparation method and application thereof

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Paragraph 0046-0047, (2021/03/30)

The invention relates to an azobenzene derivative, a solar thermal energy fuel film composite material and a preparation method and application thereof, discloses a series of azobenzene derivatives, and provides a method for preparing a photo-induced phase change ready-to-use solar thermal energy fuel film through the azobenzene derivatives. The prepared solar thermal energy fuel composite film has good mechanical flexibility, photoisomerization effect and energy storage capacity. The composite film can rapidly generate cis-trans isomerization to store energy under the irradiation of an ultraviolet lamp, the stored energy is gradually increased along with the prolonging of irradiation time, the full state can be achieved within about 2 hours, the energy density can reach 200 J/g or above,and the temperature of the composite film can be continuously increased by about 5 DEG C. The charging/discharging process has very good reversibility, and no obvious attenuation exists after the energy is circularly charged/discharged for more than 5 times. The composite material has the advantages of simple preparation process, environmental friendliness, easily available materials, large heat release amount, good mechanical flexibility, strong acid and alkali corrosion resistance, good recycling performance and the like.

Photoisomerization and Mesophase Formation in Azo-Ionic Liquids

Renier, Olivier,Bousrez, Guillaume,Stappert, Kathrin,Wilk-Kozubek, Magdalena,Adranno, Brando,Pei, Hanwen,Spielberg, Eike T.,Smetana, Volodymyr,Mudring, Anja-Verena

, p. 214 - 225 (2019/12/24)

Ionic liquids present a versatile, highly tunable class of soft functional materials. Aside from being low melting salts, they can be endowed with additional functionalities. In N-alkylimidazolium halides, which are a prominent class of ionic liquids (ILs), the imidazolium cation was linked via an ether-bridge to an azobenzene unit in order to obtain photoresponsive materials through photoinduced trans-cis isomerization. The azobenzene unit, in turn, was modified with electron-donating or -withdrawing groups such as methyl-, tert-butyl-, methoxy-, N,N-dimethylamino, and nitro groups to study their influence on the photoisomerization and phase behavior. Endowing the imidazolium additionally with a long alkyl chain allows the materials to potentially form liquid crystalline (LC) mesophases before melting into the isotropic liquid. All studied compounds qualify as ionic liquids, and all, except for the nitro-compound, show the formation of smectic mesophases melting to the isotropic liquid. The compounds with the bulkiest aliphatic substituent, the tert-butyl, shows the lowest melting point, the largest mesophase window, and an efficient photochemical trans-cis conversion (>90%). In summary, by tuning sterically and electronically the cationic part of ILs, a photoswitchable room temperature liquid crystal could be developed and design guidelines for photoresponsive ionic liquids could be obtained.

Effects of Spacers on Photoinduced Reversible Solid-to-Liquid Transitions of Azobenzene-Containing Polymers

Weis, Philipp,Hess, Andreas,Kircher, Gunnar,Huang, Shilin,Auernhammer, Günter K.,Koynov, Kaloian,Butt, Hans-Jürgen,Wu, Si

supporting information, p. 10946 - 10953 (2019/08/02)

Photoisomerization in some azobenzene-containing polymers (azopolymers) results in reversible solid-to-liquid transitions because trans- and cis-azopolymers have different glass transition temperatures. This property enables photoinduced healing and proce

Kinetic Control of a Self-Assembly Pathway towards Hidden Chiral Microcoils

Guo, Yongxian,Liu, Yin,Gong, Yanjun,Xiong, Wei,Zhang, Chuang,Zhao, Jincai,Che, Yanke

supporting information, p. 7463 - 7468 (2019/05/16)

Manipulating the self-assembly pathway is essentially important in the supramolecular synthesis of organic nano- and microarchitectures. Herein, we design a series of photoisomerizable chiral molecules, and realize precise control over pathway complexity with external light stimuli. The hidden single-handed microcoils, rather than the straight microribbons through spontaneous assembly, are obtained through a kinetically controlled pathway. The competition between molecular interactions in metastable photostationary intermediates gives rise to a variety of molecular packing and thereby the possibility of chirality transfer from molecules to supramolecular assemblies.

Structure modification of an active azo-compound as a route to new antimicrobial compounds

Concilio, Simona,Sessa, Lucia,Petrone, Anna Maria,Porta, Amalia,Diana, Rosita,Iannelli, Pio,Piotto, Stefano

, (2017/06/20)

Some novel (phenyl-diazenyl)phenols 3a-g were designed and synthesized to be evaluated for their antimicrobial activity. A previously synthesized molecule, active against bacteria and fungi, was used as lead for modifications and optimization of the structure, by introduction/removal or displacement of hydroxyl groups on the azobenzene rings. The aim of this work was to evaluate the consequent changes of the antimicrobial activity and to validate the hypothesis that, for these compounds, a plausible mechanism could involve an interaction with protein receptors, rather than an interaction with membrane. All newly synthesized compounds were analyzed by 1H-NMR, DSC thermal analysis and UV-Vis spectroscopy. The in vitro minimal inhibitory concentrations (MIC) of each compound was determined against Gram-positive and Gram-negative bacteria and Candida albicans. Compounds 3b and 3g showed the highest activity against S. aureus and C. albicans, with remarkable MIC values of 10 μg/mL and 3 μg/mL, respectively. Structure-activity relationship studies were capable to rationalize the effect of different substitutions on the phenyl ring of the azobenzene on antimicrobial activity.

Method for preparing polyimide polymer with azo-pyrimidine structure unit

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Paragraph 0080, (2016/10/09)

The invention relates to a method for preparing a diamine monomer with an azo-pyrimidine structure and a method for preparing a polyimide polymer by adopting the diamine monomer with the azo-pyrimidine structure. The preparation method comprises the following steps: carrying out a coupling reaction on 4-substituted aniline and sodium phenate to obtain 4-hydroxy-4'-substituted azobenzene; and carrying out nucleophilic substitution on the 4-hydroxy-4'-substituted azobenzene and dibromoalkane to generate bromo-azobenzene, and reacting the bromo-azobenzene with 4,6-diamido-2-mercaptopyrimidine to obtain the diamine monomer; and carrying out condensation polymerization on the diamine monomer with dianhydride to obtain polyimide. The pyrimidine structure is introduced into the diamine monomer, so that the charge transfer complex effect of aromatic rings of polyimide is reduced, and the glass transition temperature of the polyimide is reduced; and the azo group has photo-induced anisotropy, and an azo unit is introduced into the polyimide by alkyl chains having different lengths, so that the heterogeneous degree of the azo group can be effectively regulated, and the application of the polyimide in alignment films and other optical fields can be improved to a great extent.

Azobenzene-Based Organic Salts with Ionic Liquid and Liquid Crystalline Properties

Stappert, Kathrin,Muthmann, Johanna,Spielberg, Eike T.,Mudring, Anja-Verena

, p. 4701 - 4712 (2015/09/15)

Two sets of new azobenzene-based bromide salts are synthesized, and their thermal photochromic properties are studied. Both sets are based on the imidazolium cation. The first set (1) features a symmetric biscation where two imidazolium head groups (Im) w

Phthalocyanines with peripheral azo chromophores

Tikhomirova,Badaukaite,Shaposhnikov

, p. 2348 - 2353 (2015/11/24)

Interaction of 4-halogenated phthalonitrile with arylazophenols provided 4-R-azophenoxyphthalonitriles that have been further transformed into tetra-4-(4′-arylazophenoxy)phthalocyanines and their metal complexes. Physicochemical properties of the prepared

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