Ep0214445a3 ep86110549a ep86110549a ep0214445a3 ep 0214445 a3 ep0214445 a3 ep 0214445a3 ep 86110549 a ep86110549 a ep 86110549a ep 86110549 a ep86110549 a ep 86110549a ep 0214445 a3 ep0214445 a3 ep 0214445a3 authority ep european patent office prior art keywords azo dyes heterocyclic azo heterocyclic dyes prior art date 19850810 legal status the legal status is an assumption and is not a. Heterocyclic chemistry is the branch of organic chemistry dealing with the synthesis, properties, and applications of these heterocycles examples of heterocyclic compounds include all of the nucleic acids, the majority of drugs, most biomass cellulose. Synthesis, characterization, biological activity and. New heterocyclic azo dyes for printing synthetic fabrics. Azo dyes represent the largest production volume of dye chemistry. Novel photochromic azo dyes bearing thienylpyrrole and. Photodegradation of azo dyes with heterocyclic and benzene. From the earliest of times, people admired the beautiful natural colors of the plants and minerals.
Hydrochloric acid 1 ml was added to a flask with a suspension of 4aminobenzaldehyde or 4aminobenzoic acid 1. They are a commercially important family of azo compounds, i. Synthesis, characterization, and antimicrobial activity of. About half of the dyes used in industry are azo dyes. Synthesis and characterization of a new heterocyclic azo. Pdf six derivatives of heterocyclic azo dyes were synthesized by coupling. The supporting information is available free of charge on the acs publications website at doi. Science college, vallabh vidyanagar 388 120, gujarat state, india.
The synthesis and characterization of heterocyclic azo. Some azo dyes, if absorbed by the human body, can undergo reduction decomposition to form carcinogenic amines due to enzymes in the body that have reduction properties. Synthesis of some azo dispersereactive dyes from 2. Dyes pigments synthesis of dyes properties of dyes uses of dyes. Classifications, properties, recent synthesis and applications of azo. Decolorization of azo, triphenyl methane, heterocyclic. Commercially, the azo dyes are the largest and most versatile class of organic dyestuffs. Synthesized heterocyclic azo dyes were characterized by uv vis, ir,1h.
Azo dye compounds have many applications in industry including photosensitive, photodynamic therapy, electro photographic and photographic system applications and are predominant organic photoconductive materials. There are more than 10,000 colour index ci generic names assigned to commercial colorants. The synthesis of some novel heterocyclic azo disperse dyes derived from. Synthesis of heterocyclic azo dyes from quinolin 8 ol, author. Synthesis of polymeric dyes 8 by freeradical polymerization of monomeric dyes. Synthesis of heterocyclic azo dyes from quinolin 8. These compounds exist preferentially in the trans form but can be photochemically converted into the cis form. C cripps, j a bumpus, and s d aust biotechnology center, utah state university, logan 843224430. Some heterocyclic azo dyes derived from thiazolyl derivatives. Chemistry and materials research issn 2224 3224 print issn 2225 0956 online vol. This book deals with the synthesis, characterization and application of quinazolinone based reactive dyes by conventional method and applied on fibres like silk, wool and cotton. Heterocyclic azo dyes adaptable photochromic switches with.
Preparation and biological activities of new heterocyclic azo ligand and some of its chelate complexes. The dye pairs in which the components enhance the lightfastness of each other were determined. Lightfastness of individual azo dyes with benzene, thiophene, and furan groups and their binary mixtures in cellulose acetobutyrate was studied on an installation for accelerated photochemical aging. Heterocyclic azo dyes were synthesized by diazotation of several substituted anilines and coupling with 5n,ndialkylamino2,2. Metal free synthetic organic dyes is a comprehensive guide to the synthetic, organic dyes that are classified by their chemical structure. Azo dyes chudgar major reference works wiley online library. As synthetic dyes are playing an increasingly important role in modern life, with applications in both industry and scientific research, this book provides insights on the many research attempts that have been made to explore new photosensitizers in the. Get exclusive access to content from our 1768 first edition with your subscription. Chemically related to azo dyes are azo pigments, which are insoluble in water and other solvents. Dyes are used in almost every commercial product such as food, clothing, pigments and paints, etc. Synthesis and spectroscopic properties of new azo dyes derived. There are many different classes of dyes in which azo dyes are certainly one of the most important classes. Azo dyes make up 6070% of all dyes used and are the most important chemical class of dyes. The product was dried in the vacuum desiccator until weight constancy.
Synthesis of heterocyclic azo dyes from quinolin 8 ol, length. The presence of the carboxylic acid group in 5 was found to make these dyes more suitable than dyes 6 for pa, although dyes 6 gave more intense dyeings on pes. In this regard, azo dyes based on heterocyclic amines have been developed, and the resultant dyes have higher tinctorial strength and give brighter dyeings than those derived from anilinebased diazo components. New azo ligand, 2aminoantipyren azo4,5bis4methoxyphenylh imidazole, aampi was prepared through coupling reaction of 4amino antipyrine with 4,5bis 4methoxyphenyl. Procedure for the azo coupling of pyrrole precursors 68 with the diazonium salts 9 and 10 to afford heterocyclic azo dyes 15.
Azo dyes are organic compounds bearing the functional group r. Biodegradation of azo and heterocyclic dyes by phanerochaete chrysosporium. A heterocyclic compound or ring structure is a cyclic compound that has atoms of at least two different elements as members of its rings. Dyes 9 and also gave yellow dyeings, the presence in dyes of the bulky phenyl bridge between the benzimidazole and pyridone rings resulting in much weaker dyeings than the alkylene. Pdf some heterocyclic azo dyes derived from thiazolyl. Synthesis of an azo dye bearing naryl maleimides and their free radicals of polymerization. Us3342799a us390212a us39021264a us3342799a us 3342799 a us3342799 a us 3342799a us 390212 a us390212 a us 390212a us 39021264 a us39021264 a us 39021264a us 3342799 a us3342799 a us 3342799a authority us.
Examples of secondary and tertiary aromatic amines suitable for azo dye synthesis. Prominent types are 1 acid dyes for polyamide and protein substrates such as nylon, wool, and silk. The same argument naturally applies to heterocyclic azo dyes, an area where. Diazotation of 4aminobenzaldehyde and 4aminobenzoic acid. Azo dyes containing aldehyde group can thus be considered as reactive dyes4. It is widely known that presence of an aldehyde group in a dye molecule renders the dye capable of reacting with the free functional groups of the wool keratin, or with the hydroxyl group of the cellulose 2,3. Azo dyes are widely used to treat textiles, leather articles, and some foods. Most of the heterocyclic dyes 7 are marketed in the form of azo disperse, azovat, azoacid dyes etc. Synthesis and dyeing performance of some novel heterocyclic azo. Fast thermal cistrans isomerization of heterocyclic azo. Synthesis of benzimidazole substituted pyridone azo. Synthesis and dyeing performance of some novel heterocyclic azo disperse dyes. Azo dyes are the largest group of synthetic dye which has azo nn functional group or.
Heterocyclic compound, also called heterocycle, any of a major class of organic chemical compounds characterized by the fact that some or all of the atoms in their molecules are joined in rings containing at least one atom of an element other than carbon c. Preparation and biological activities of new heterocyclic. Choi jh, hong sh and towns a d 1999, high fastness heterocyclic azo disperse dyes bearing ester functions, journal of the society of dyers and colourists, 115, 3237. Azofunctionalized dyes bearing aromatic heterocyclic components 1 have attracted ever. Chapter 2 synthesis and purity assessment o f reactive d yes 28 2. Tartrazine is a yellow acid azo dye discovered in 1884 and still in common use. Examples of benzene, naphthalene, and heterocyclicbased primary aromatic amines used in azo dye synthesis. Interest in the design of azo dyes containing heterocyclic moieties stems from their.
Generic structure for azo dyes, where ar1 and ar2 are aromatic systems. Adaptable photochromic switches with selfaggregating. Aromatic azo compounds are a dominant class of synthetic dyes. The uranyl ion forms complexes with pan, par, tan and tar in the metal to ligand molar ratio of 1. Article pdf available november 2014 with 1,869 reads. Synthesis of heterocyclic azo dyes from quinolin 8 ol by. Ten different types of dyes, including azo, triphenyl methane, heterocyclic, and polymeric dyes, were treated by the crude enzyme preparation. Pdf synthesis of heterocyclic azo dyes from quinolin8ol. The acid azo dyes possess affinity for wool and silk and are applied by essentially the same procedure used for the direct class. Read modelling heterocyclic azo dye affinities for cellulose fibres by computational approaches, dyes and pigments on deepdyve, the largest online rental service for scholarly research with thousands of academic publications available at your fingertips. Buy new heterocyclic azo dyes for printing synthetic fabrics on free shipping on qualified orders new heterocyclic azo dyes for printing synthetic fabrics. Heterocyclic azo dyes from some of these amines offer excellent fastness. Six derivatives of heterocyclic azo dyes were synthesized by coupling diazotized aniline and 4nitroaniline with quinolin8ol, 5nitrosoquinolin8ol and 5nitroquinolin8ol respectively. Many azo dyes, like sudan red and scarlet red, can be used as biological dyes because they are fat soluble and can be absorbed into fat cell tissues on microscope slides.
Patel 2 faculty of science, pacific university, udaipur 1bhavans science college, dakor, gujarat, india. Through the use of appropriate substituents a wide range of highly chemically stable molecules that displays intense and tuneable colours have been produced and exploited in materials science. The synthesis of some novel heterocyclic azo disperse dyes derived from 5acetyl2amino4methylthiazole 1 using various nalkyl derivatives of aniline 2ae and their dyeing performance as disperse dyes have been assessed on polyester and nylon. Azo dyes represent the largest production volume of dye chemistry today, and. Smith heterocyclic chemistry oxford primer series t. Nheterocyclic monoazo azo dyes download pdf info publication number us3342799a. This divalent group is attached to sp 2 hybridized carbon atoms. Jcprc5 364 synthesis, characterization and chelating properties of novel heterocyclic azo dyes containing ligand bhavna k. The cyclic part from greek kyklos, meaning circle of heterocyclic indicates that at least one ring structure is present in such.
Ep0214445a3 ep86110549a ep86110549a ep0214445a3 ep 0214445 a3 ep0214445 a3 ep 0214445a3 ep 86110549 a ep86110549 a ep 86110549a ep 86110549 a ep86110549 a ep 86110549a ep 0214445 a3 ep0214445 a3 ep 0214445a3 authority ep european patent office prior art keywords azo dyes heterocyclic azo heterocyclic dyes prior art date 19850810 legal status the. Choi jh, jeon jm, kim mh, towns a d and yoon c 2008a, novel azo dyes derived from phthalimide. Pdf synthesis of heterocyclic azo dyes from quinolin8. A series of heterocyclic azo dyes were synthesized by diazotization of 2amino54nitrophenyl1,3,4thiadiazole by propionic acid and acetic acid in the ratio 2. Some azo dyes with this property and which can revert slowly to the trans isomer in the dark are used in sunglasses and car sunroofs. Material applications of novel heterocyclic disperse and. Preparation and characterization of some new azo dyes. Solvent effects on the electronic spectra of some heterocyclic azo dyes pradipta kumar behera, anita xess, and sachita sahu photochemistry research group, school of chemistry, sam balpur university, jyoti vihar, sambalpur 768019, india email. Synthetic dyes are derived in whole or in part from cyclic intermediates. Thoriumiv forms complexes with par, tar and tan in the molar ratio of 1. Synthesis of azo reactive dyes containing aldehyde group. Benzene diazonium salt and 4nitrobenzene diazonium salt were prepared by treating aniline and 4nitroaniline respectively with hno 2 generated in situ from nano 2 hcl at 05 o c. The term azo dyes is applied to those synthetic organic colorants that are characterized by the presence of the chromophoric azo group. Read the synthesis and characterization of heterocyclic azo dyes derived from 5 n, n dialkylamino2,2.
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