Textile Coloration and Finishing (한국염색가공학회지)

The Korean Society of Dyers and Finishers (한국염색가공학회)
권호 표지
DOI QR코드

DOI QR Code

Preparation of Novel Iron Phthalocyanine Containing Reactive Groups and its Deodorizing Property on Cellulose

  • Kim, Eun-Mi (Department of Textile System Engineering, Kyungpook National University) ;
  • Choi, Jae-Hong (Department of Textile System Engineering, Kyungpook National University)
  • Received : 2013.09.11
  • Accepted : 2013.12.10
  • Published : 2013.12.27
Download PDF
⟨ Previous Next ⟩

Abstract

The enzyme-like catalytic functions of metal complex phthalocyanine derivatives those containing carboxylic acid groups could be applied as odor-removing systems and antibacterial systems. Pyromellitic dianhydride and 4-nitrophthalimide were used as starting material for synthesizing dinitro-tetracarboxylic acid iron phthalocyanine(compound 1). Then diamino-tetracarboxylic phthalocyanine(compound 2) was obtained by reduction of compound 1. For the formation of covalent bond with cellulose fiber, cyanuric chloride was introduced to the amino group of compound 2 by condensation reaction compound 3. The exhaustion method was employed for adsorbing compound 3 on cotton fiber. K/S values of each fabrics were measured by a CCM system and deodorizing rates were tested by a detector tube method for ammonia gas. K/S values of treated cotton fiber with compound 3 were arranged from 2.1 to 4.2 at $90^{\circ}C$ of exhaustion temperature. Deodorizing rates provided result of 81%, 84%, 88%, 91%, by passing time of 30 min, 60 min, 90 min, 120 min, respectively.

Keywords

References

  1. F. H. Moser and A. L. Thomas, "Phthalocyanine Compounds", Reinhold, New York, 1963.
  2. K. Jaeckel and U. Majer, Determination of the Critical Constants of the Binary Aniline-cyclohexane System near the Critical Concentration by Light Scattering Measurements, Ber. Bunsenges. Phys. Chem., 77, 843(1973).
  3. C. S. Marvel and J. H. Rassweiler, Polymeric Phthalocyanines, J. Am. Chem. Soc., 80, 1197(1958). https://doi.org/10.1021/ja01538a045
  4. D. R. Boston and J. C. Bailar, Phthalocyanine Derivatives from 1,2,4,5-tetracyanobenzene or Pyromellitic Dianhydride and Metal Salts, Inorg. Chem., 11(4), 1578(1972). https://doi.org/10.1021/ic50113a025
  5. H. Shirai, S. Yagi, A. Suzuki, and N. Hojo, Functional Metal-porphyrazine Derivatives and Their Polymers 1, Makromol. Chem., 178, 1889(1977). https://doi.org/10.1002/macp.1977.021780703
  6. H. Shirai, K. Kobayashi, Y. Takemae, A. Suzuki, and O. Hirabaru, Functional Metal-porphyrazine Derivatives and Their Polymers 2: Synthesis and Properties of Polyimides Containing Metal-phthalocy Anines, Makromol. Chem., 180, 2073(1979). https://doi.org/10.1002/macp.1979.021800902
  7. H. Shirai, A. Maruyama, J. Takano, K. Kobayashi, and N. Hojo, Functional Metal-porphyrazine Derivatives and Their Polymers: Catalytic Activity of Fe(III)-3,4,3',4',3r',4'',3''',4'"-octacarboxyphthalocyanine for Decomposition of Hydrogen Peroxide, Makromol. Chem., 181, 565(1980). https://doi.org/10.1002/macp.1980.021810304
  8. H. Shirai, A. Maruyama, J. Takano, K. Kobayashi, and N. Hojo, Functional Metal-porphyrazine Derivatives and Their Polymers: Synthesis of Poly (styrene) bonded Fe(III)- as well as Co(II)-4,4''', 4''',4''''-tetracarboxyphthalocyanine and Their Catalase -like Activity, Makromol. Chem., 181, 575(1980). https://doi.org/10.1002/macp.1980.021810305
  9. Y. Washino, "Funactional Fibers: Trends in Technology and Product Development in Japan", Toray Reserch Center Inc., Otsu, pp.216-219, 1993.
  10. J. L. Petersen, C. S. Schramm, D. R. Stojakovic, B. M. Hoffma, and T. J. Marks, A New Class of Highly Conductive Molecular Solids: The Partially Oxidized Phthalocyanines, J. of American Chem. Soc., 1, 99(1977).
  11. H. Shirai, A. Maruyama, K. Kobayashi, and N. Hojo, Synthesis and Catalase-like Activity of Polystyrene-bonded Iron(III)-phthalocyanine, J. of Polymer Sci., 17, 661(1979).
  12. J. P. Collin and J. P. Sauvage, Electrochemical Reduction of Carbon Dioxide Mediated by Molecular Catalysts, Coordinuiiun Chem. Review, 93, 245(1989). https://doi.org/10.1016/0010-8545(89)80018-9
  13. M. Kimura and H. Shirai, "The Porphyrin Handbook vol. 19", Elsevier Science, New York, pp. 151-177, 2003.
  14. C. C. Leznoff and A. B. P. Lever, "Phthalocyanines: Properties and Applications", VCH, New York, 1989.
  15. Y. Washino, "Functional Fibers: Trends in Technology and Product Development in Japan", Toray Reserch Center Inc., Otsu, pp.222-244, 1993.
  16. E. M. Kim and J. H. Jang, Reactive Dyeing of Photografted para-Aramid Fabrics, Textile Coloration and Finishing(J. of Korea Soc. Dyers and Finishers), 23(3), 155(2011).
  17. Y. Y. Dong and J. H. Jang, Photoinitiator-free Photo-reactive Coloration of Wool Fabrics Using C.I. Reactive Black 5, Textile Coloration and Finishing(J. of Korea Soc. Dyers and Finishers), 24(2), 97(2012).
  18. C. Preston, "The Dyeing of Cellulosic Fibres; Dyers Company Publications Trust", Bradford, England, pp.142-146, 1986.
  19. Y. Washino, "Functional Fibers: Trends in Technology and Product Development in Japan", Toray Reserch Center Inc., Otsu, pp.220-221, 1993.

Cited by

  1. Waterborne polyurethane molecular structure designed and its acetic acid and ammonia absorption efficiency vol.18, pp.5, 2017, https://doi.org/10.1007/s12221-017-6979-0