Citation: Kim-Hung Lam, Sarah Sze-Wah Ho, Pik-Ling Lam, Johnny Cheuk-On Tang, Zhao-Xiang Bian, Albert Sun-Chi Chan, Hua Li, Wai-Yeung Wong, Chung-Hin Chui. Novel N-heteroaromatic dyes for textile substrates[J]. Chinese Chemical Letters, ;2014, 25(8): 1165-1168. doi: 10.1016/j.cclet.2014.03.052 shu

Novel N-heteroaromatic dyes for textile substrates

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a Department of Applied Biology and Chemical Technology, Institute of Textile and Clothing, The Hong Kong Polytechnic University, Hong Kong, China;
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b Clinical Division, School of Chinese Medicine, Hong Kong Baptist University, Hong Kong, China;
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c Institute of Molecular Functional Materials, Department of Chemistry and Institute of Advanced Materials, Hong Kong Baptist University, Hong Kong, China;
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d College of Life and Environmental Sciences, Minzu University of China, Beijing 100081, China;
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e HKBU Institute of Research and Continuing Education, Shenzhen Virtual University Park, Shenzhen 518057, China

Corresponding author: Hua Li, Wai-Yeung Wong,
Received Date: 29 November 2013
Available Online: 17 March 2014
Fund Project: This work forms part of the B.A. thesis of S.S.W. Ho. The cellular cytotoxicity study was supported by the starting fund to C.H. Chui (No. 38-40-116). We thank the National Basic Research Program of China (973 Program) (No. 2013CB834702) (No. 38-40-116)

This study reports the synthesis and characterization of quinoline derivatives. The synthesized quinoline compounds were applied to the dyeing treatment of acrylic fabrics. The color fastness to washing and light of quinoline compound-dyed fabrics was examined. Human skin HaCaT cell line was also used for the skin cytotoxicity evaluation of the quinoline compound-dyed acrylic fabrics.
- Acrylic fabrics,
- Fluorescent,
- Quinoline dyes,
- Skin cytotoxicity
1. [1]
  [1] The World Commission on Environment and Development, From One Earth to One World: An Overview, Oxford University Press, Oxford, 1987, pp. 9-24.
2. [2]
  [2] W. Brack, K. Schirmer, Effect-directed identification of oxygen and sulfur heterocycles as major polycyclic aromatic cytochrome P4501A-inducers in a contaminated sediment, Environ. Sci. Technol. 37 (2003) 3062-3070.
3. [3]
  [3] S. Meyer, H. Steinhart, Effects of heterocyclic PAHs (N, S, O) on the biodegradation of typical tar oil PAHs in a soil/compost mixture, Chemosphere 40 (2000) 359-367.
4. [4]
  [4] F. Nemati, R. Saeedirad, Nano-Fe₃O₄ encapsulated-silica particles bearing sulfonic acid groups as a magnetically separable catalyst for green and efficient synthesis of functionalized pyrimido[4,5-b]quinolines and indeno fused pyrido[2,3-d]pyrimidines in water, Chin. Chem. Lett. 24 (2013) 370-372.
5. [5]
  [5] N. Shahabadi, M. Maghsudi, Gel electrophoresis and DNA interaction studies of the food colorant quinoline yellow, Dyes Pigments 96 (2013) 377-382.
6. [6]
  [6] D.C. Mungra, H.G. Kathrotiya, N.K. Ladani, M.P. Patel, R.G. Patel, Molecular iodine catalyzed synthesis of tetrazolo[1,5-a]-quinoline based imidazoles as a new class of antimicrobial and antituberculosis agents, Chin. Chem. Lett. 23 (2012) 1367-1370.
7. [7]
  [7] V.B. Kovalska, M.Y. Losytskyy, D.V. Kryvorotenko, et al., Synthesis of novel fluorescent styryl dyes based on the imidazo[1,2-a]pyridinium chromophore and their spectral-fluorescent properties in the presence of nucleic acids and proteins, Dyes Pigments 68 (2006) 39-45.
8. [8]
  [8] M. Rahimizade, M. Pordel, M. Bakavoli, H. Eshghi, The synthesis of highly fluorescent heterocyclic compounds: pyrido[20,10:2,3]imidazo[4,5-b] quinoline-12-yl cyanides, Dyes Pigments 86 (2010) 266-270.
9. [9]
  [9] Z.X. Han, H.Y. Luo, X.B. Zhang, et al., A ratiometric chemosensor for fluorescent determination of Hg²⁺ based on a new porphyrin-quinoline dyad, Spectrochim. Acta Mol. Biomol. Spectrosc. 72 (2009) 1084-1088.
10. [10]
  [10] R. Stahlmann, H. Lode, Toxicity of quinolones, Drugs 58 (1999) 37-42.
11. [11]
  [11] S.H. Chan, C.H. Chui, S.W. Chan, et al., Synthesis of 8-hydroxyquinoline derivatives as novel antitumor agents, ACS Med. Chem. Lett. 4 (2013) 170-174.
12. [12]
  [12] P.L. Lam, C.W. Kan, M.C.W. Yuen, et al., Studies on quinoline type dyes and their characterization studies on acrylic fabric, Color. Technol. 128 (2012) 192-198.
13. [13]
  [13] AATCC Test Method 61-2003, Colorfastness to Laundering, Home and Commercial: Accelerated, American Association of Textile Chemists and Colorists, AATCC Technical Manual, Research Triangle Park, USA, 2004, pp. 90-94.
14. [14]
  [14] AATCC Test Method 16-2003, Colorfastness to Light, American Association of Textile Chemists and Colorists, AATCC Technical Manual, Research Triangle Park, USA, 2006, pp. 23-34.
15. [15]
  [15] K.H. Lam, R. Gambari, K.K.H. Lee, et al., Preparation of 8-hydroxyquinoline derivatives as potential antibiotics against Staphylococcus aureus, Bioorg. Med. Chem. Lett. 24 (2014) 367-370.
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沈阳化工大学材料科学与工程学院沈阳 110142