Next Article in Journal
A New Prenylated Naphthoquinoid from the Aerial Parts of Clinopodium chinense (Benth.) O. Kuntze
Previous Article in Journal
Novel Rearrangements in the Reactions Directed Toward Preparation of Spiro-N,N-ketals: Reactions of Naphthalene-1,8-diamine with Ninhydrin and Isatin
Open AccessArticle

A Facile Synthesis of New Monoazo Disperse Dyes Derived from 4-Hydroxyphenylazopyrazole-5-amines: Evaluation of Microwave Assisted Dyeing Behavior

1
Natural Science Department, College of Health Science, Public Authority for Applied Education and Training, P.O. Box 14281, Fayha 72853, Kuwait
2
Chemistry Department, Faculty of Science, Kuwait University, P.O. Box 5969, Safat 13060, Kuwait
3
Dyeing, Printing and Textile Auxiliaries Department, Textile Research Division, National Research Centre, Dokki, Giza 12622, Egypt
*
Author to whom correspondence should be addressed.
Molecules 2012, 17(12), 13891-13909; https://doi.org/10.3390/molecules171213891
Received: 19 October 2012 / Revised: 14 November 2012 / Accepted: 16 November 2012 / Published: 23 November 2012
(This article belongs to the Section Organic Chemistry)
A series of new monoazo disperse dyes containing pyrazolopyrimidine moieties was synthesized by coupling malononitrile or 3-aminocrotononitrile with 4-hydroxy- benzenediazonium chloride. Treatment of the resulting products with hydrazine hydrate yields the corresponding 4-arylazoaminopyrazoles, which then react with either 2,4-pentanedione and enaminonitriles or aryl-substituted enaminoketones to give the target pyrazolopyrimidine monoazo disperse dyes. Structural assignments of the dyes were made using both NMR spectroscopic and X-ray crystallographic methods. A high temperature dyeing method, by microwave irradiation, was employed with polyester fabrics. Most of the dyed fabrics tested displayed moderate light fastness and excellent washing and perspiration fastness levels. View Full-Text
Keywords: aminopyrazoles; microwave irradiation; enaminone; disperse dyes; 2,4-pentanedione; enaminonitrile aminopyrazoles; microwave irradiation; enaminone; disperse dyes; 2,4-pentanedione; enaminonitrile
Show Figures

Graphical abstract

MDPI and ACS Style

Al-Etaibi, A.M.; El-Apasery, M.A.; Ibrahim, M.R.; Al-Awadi, N.A. A Facile Synthesis of New Monoazo Disperse Dyes Derived from 4-Hydroxyphenylazopyrazole-5-amines: Evaluation of Microwave Assisted Dyeing Behavior. Molecules 2012, 17, 13891-13909.

Show more citation formats Show less citations formats

Article Access Map by Country/Region

1
Only visits after 24 November 2015 are recorded.
Search more from Scilit
 
Search
Back to TopTop