Structural investigations on four heterocyclic Disperse Red azo dyes having the same benzothiazole/azo/benzene skeleton

Dyes and Pigments

Volumn 90, Issue 1, 2011, Pages 65-70

  Geng, Jiao ^a   Tao, Tao ^a   Fu, Shu Jun ^a   You, Wei ^a   Huang, Wei ^a  

^a NANJING UNIVERSITY   (China)

Author keywords

Stacking interactions; C.I. Disperse Red 145; C.I. Disperse Red 152; C.I. Disperse Red 153; Disperse azo dyes

Indexed keywords

AROMATIC UNITS; C.I. DISPERSE RED 145; CO-CRYSTALS; COCRYSTAL STRUCTURE; CRYSTAL PACKINGS; DISPERSE AZO DYE; DISPERSE RED; MOLECULAR CONFORMATION; STACKING INTERACTION; STRUCTURAL INVESTIGATION; X-RAY SINGLE-CRYSTAL DIFFRACTION;

ISOMERS;

AZO DYES;

EID: 78650657101     PISSN: 01437208     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.dyepig.2010.11.008     Document Type: Article

References (26)

1. M. Neamtu, A. Yediler, I. Siminiceanu, M. Macoveanu, and A. Kettrup Decolorization of disperse red 354 azo dye in water by several oxidation processes - a comparative study Dyes and Pigments 60 1 2004 61 68
2. A. Akbari, J.C. Remigy, and P. Aptel Treatment of textile dye effluent using a polyamide-based nanofiltration membrane Chemical Engineering and Processing 41 7 2002 601 609 (Pubitemid 34776228)
3. N. Biswas, and S. Umapathy Structures, vibrational frequencies, and normal modes of substituted azo dyes: infrared, Raman, and density functional calculations Journal of Physical Chemistry A 104 12 2000 2734 2745
4. I. Willner, and S. Rubin Control of the structure and functions of biomaterials by light Angewandte Chemie International Edition in English 35 4 1996 367 385
5. J.F. Dawson The structure and properties of disperse dyes in polyester coloration Journal of the Society of Dyers and Colourists 99 7-8 1983 183 191
6. O. Annen, R. Egli, B. Hasler, H. Jakob, and P. Matzinger Replacement of disperse anthraquinone dyes Review of Progress in Coloration and Related Topics 17 1987 72 85
7. P.W. Leadbetter, and A.T. Leaver Disperse dyes - the challenge of the 1990s. Meeting demands for increasingly higher levels of washfastness in the exhaust dyeing of polyester/cellulosic blends Review of Progress in Coloration and Related Topics 19 1989 33 39
8. P.F. Gordon, and P. Gregory Organic chemistry in color 1983 Springer Berlin p. 129
9. T. Hökelek, Z. Seferolu, and E. ahin 3-[(5,6-Dimethyl-1,3- benzothiazol-2-yl)diazenyl]-1-methyl-2-phenyl-1H-indole Acta Crystallographica, Section E: Structure Reports Online E63 7 2007 o3170
10. T. Hökelek, Z. Seferolu, E. ahin, and F.B. Kaynak 3-(6-Methoxybenzothiazol-2-yl-diazenyl)-1-methyl-2-phenyl-1H-indole Acta Crystallographica, Section E: Structure Reports Online E63 6 2007 o2837 o2839
11. Z. Seferolu, N. Ertan, G. Kickelbick, and T. Hökelek Single crystal X-ray structure analysis for two thiazolylazo indole dyes Dyes and Pigments 82 4 2009 20 25
12. 8 Journal of Molecule Structure 689 1-2 2004 25 32
13. H.S. Freeman, J.C. Posey Jr., and P. Singh X-ray crystal structure of Disperse Red 167 Dyes and Pigments 20 4 1992 279 289
14. K. Singh, A. Mahajan, and W.T. Robinson Single crystal X-ray structure analysis of some heterocyclic monoazo disperse dyes Dyes and Pigments 74 1 2007 95 102
15. J.E. Lee, H.J. Kim, M.R. Han, S.Y. Lee, W.J. Jo, and S.S. Lee Crystal structures of C.I. Disperse Red 65 and C.I. Disperse Red 73 Dyes and Pigments 80 1 2009 181 186
16. W. Yang, X.L. You, Y. Zhong, and D.C. Zhang The crystal structure of 4-[(2-methoxy-4-nitro-phenylazo)-phenyl]-dimethyl-amine Dyes and Pigments 73 3 2007 317 321
17. G.Q. Zhang, S.Q. Wang, Q. Gan, Y.F. Zhang, G.Q. Yang, and J.S. Ma A stable trinuclear zinc cluster assembled from a thiazolylazo dye and zinc acetate: preparation, structural characterization and spectroscopic studies European Journal of Inorganic Chemistry 20 2005 4186 4192
18. G. Pavlović, L. Racane, H. Čičak, and V. Tralič-Kulenovič The synthesis and structural study of two benzothiazolyl azo dyes: X-ray crystallographic and computational study of azo-hydrazone tautomerism Dyes and Pigments 83 3 2009 354 362
19. W. Huang, and H.F. Qian Structural characterization of C.I. Disperse Yellow 114 Dyes and Pigments 77 2 2008 446 450
20. W. Huang Structural and computational studies of azo dyes in the hydrazone form having the same pyridine-2,6-dione component (II): C.I. Disperse Yellow 119 and C.I. Disperse Yellow 211 Dyes and Pigments 79 1 2008 69 75
21. H.F. Qian, and W. Huang An azo dye molecule having a pyridine-2,6-dione backbone Acta Crystallographica, Section C: Crystal Structure Communications C62 2 2006 o62 o64
22. W. You, H.Y. Zhu, W. Huang, B. Hu, Y. Fan, and X.Z. You The first observation of azo-hydrazone and cis-trans tautomerisms for Disperse Yellow dyes and their nickel(II) and copper(II) complexes Dalton Transactions 39 2010 7876 7880
23. Siemens SAINT v4 software reference manual 2000 Siemens Analytical X-Ray Systems, Inc. Madison, Wisconsin, USA
24. G.M. Sheldrick SADABS, program for empirical absorption correction of area dectector data 2000 Univ. of Gottingen Germany
25. Siemens SHELXTL, Version 6.10 reference manual 2000 Siemens Analytical X-Ray Systems, Inc. Madison, Wisconsin, USA
26. H.D. Flack On enantiomorph-polarity estimation Acta Crystallographica Section A: Foundations of Crystallography A39 1983 876 881