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설파디아진계 항균성 반응 염료의 합성
Synthesis of Sulfadiazine Type Antibacterial Reactive Dyes

차희철    (한국생산기술연구원 디지털가공팀   ); 고재훈    (숭실대학교 유기신소재.파이버공학과   ); 김영호    (숭실대학교 유기신소재.파이버공학과  );
  • 초록

    Novel reactive dyes having antibacterial properties were synthesized by introducing sulfase, - $NHSO_2$ -, which is well known as antibiotics to reactive dyes. An intermediate compound was prepared by a coupling reaction of the diazonium salt of sulfadiazine with the condensation product of 8-amino-1-naphthol-3,6-disulfonic acid (H-acid) and cyanuric chloride. A reaction of the intermediate compound and sodium 4-aminophenyl- ${\beta}$ -sulfatoethyl sulphonate (p-Base) afforded a new reactive red dye of monochlorotriazine type. To synthesize reactive blue dyes of vinyl sulfone type, another intermediate compound was prepared by a coupling reaction of the diazonium salt of p-Base with H-acid, followed by the second coupling reaction of the diazonium salt of sulfadiazine or silver sulfadiazine with the intermediate compound. The synthesized dyes were characterized using a high performance liquid chromatography and various spectroscopic analyses such as UV/Vis, FT-IR, energy dispersive X-Ray, and inductively coupled plasma.


  • 주제어

    sulfadiazine .   reactive dye .   synthesis .   antibacterial properties .   monochlorotriazine type .   vinyl sulfone type.  

  • 참고문헌 (12)

    1. S. Shahidi, M. Ghoranneviss, B. Moazzenchi, A. Rashidi, and M. Mirjalili, 'Investigation of Antibacterial Activity on Cotton Fabrics with Cold Plasma in the Presence of a Magnetic Field', Plasma Process Polym, 2007, 4, 1098-1103 
    2. S. D. Oh, B. S. Byun, S. H. Lee, and S. H. Choi, 'Radiolytic Synthesis of Ag-Loaded Polystyrene (Ag-PS) Nanoparticles and Their Antimicrobial Efficiency Against Staphylococcus aureus and Klebsiella Pneumoniase', Macromol Res, 2007, 15, 285-290     
    3. S. H. Yu, F. L. Mi, Y. B. Wu, C. H. Peng, S. S. Shyu, and R. N. Huang, 'Antibacterial Activity of Chitosan-Alginate Sponges Incorporating Silver Sulfadiazine: Effect of LadderLoop Transition of Interpolyelectrolyte Complex and Ionic Crosslinking on the Antibiotic Release', J Appl Polym Sci, 2005, 98, 538-549 
    4. E. P. Azevedo, T. D. P. Saldanha, M. V. M. Navarro, A. C. Medeiros, M. F. Ginani, and F. N. Raffin, 'Mechanical Properties and Release Studies of Chitosan Films Impregnated with Silver Sulfadiazine', J Appl Polym Sci, 2006, 102, 3462-3470 
    5. J. B. Wright, K. Lam, D. Hansen, and R. E. Burrell, 'Efficacy of Topical Silver against Fungal Bum Wound Pathogens', Am J Infect Control, 1999, 27, 344-350 
    6. H.-K. Rouette, 'Encyclopedia of Textile Finishing', p.1696, Springer- Verlag, Berlin, 2001 
    7. G. Socrates, 'Infrared and Raman Characteristic Group Frequencies', 3rd Ed., John Wiley & Sons, NY, 2001 
    8. M. Ignatova, N. Manolova, and I. Rashkov, 'Novel Antibacterial Fibers of Quaternized Chitosan and Poly(vinyl pyrrolidone) Prepared by Electrospinning', Eur Polym J, 2007,43, 1112-1122 
    9. Y. H. Kim and J. W. Choi, 'Antimicrobial Finish of Cotton Fabrics with Trimethoxysilylpropyl Group Introduced Poly(hexamethylene guanidine hydrochloride)', J Korean Fiber Soc, 2000, 59-67 
    10. H.-K. Rouette, 'Encyclopedia of Textile Finishing', p.677, Springer-Verlag, Berlin, 2001 
    11. H.-K. Rouette, 'Encyclopedia of Textile Finishing', p.2496, Springer-Verlag, Berlin, 2001 
    12. Y. H. Kim, H. M. Choi, and J. H. Lee, 'Synthesis of a Quaternary Ammonium Derivative of Chitosan and Its Application to a Cotton Antimicrobial Finish', Text Res J, 1998, 68, 428-434 
  • 이 논문을 인용한 문헌 (2)

    1. Hong, Jin-Pyo ; Yoon, Seok-Han ; Kim, Mi-Kyung ; Son, Song-I 2008. "Synthesis of Blue Acid Dyes having Antimicrobial Property and its Application on Nylon Fiber" 韓國染色加工學會誌 = Textile coloration and finishing, 20(1): 22~27     
    2. Cha, Hee-Cheol ; Kim, Young-Ho 2008. "Dyeing Properties and Antibacterial Activities of Sulfadiazine Type Reactive Dyes" 韓國纖維工學會誌 = Textile science and engineering, 45(4): 214~219     

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  • Kim, Young-Ho (58)

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