Journal of Materials Science

, Volume 49, Issue 23, pp 8116–8122 | Cite as

Singlet oxygen generation properties of Fe-OCAP and its influence on the antibacterial and mechanical properties of Fe-OCAP/PU blends

  • Yang Ti
  • Dajun Chen
Original Paper


In this paper, the singlet oxygen generation properties of Fe-octacarboxyl acid phthalocyanine (Fe-OCAP)/polyurethane (PU) blends were investigated by ultraviolet–visible spectra. 1,3-diphenylisobenzofuran was used as the reaction substrate to detect the yields of the singlet oxygen of the samples. It was found that Fe-OCAP showed a high efficiency in generating singlet oxygen when it was dissolved in dimethylacetamide (DMAc), while no singlet oxygen was generated when it was in ethanol. The singlet oxygen generation properties of Fe-OCAP/PU blends were also investigated. It was found that with increasing Fe-OCAP content, Fe-OCAP/PU blends showed increased efficiency in generating singlet oxygen. The influence of wavelength of light on the singlet oxygen generation of Fe-OCAP/PU was studied. Compared with orange light, Fe-OCAP/PU had a higher efficiency in generating singlet oxygen under the illumination of red light. The generated singlet oxygen by Fe-OCAP/PU blends had a high efficiency in cell inactivation. As a result, the percentage bacterial reduction of the samples increased with increasing Fe-OCAP content. The influence of the generated singlet oxygen on the mechanical properties of PU was also investigated. The generated singlet oxygen could initiate the oxidation of PU chain and cause the degradation of PU. Therefore, after illuminated by white light, the tensile strength of the samples containing Fe-OCAP decreased, but still was higher than that of pure PU.


Singlet Oxygen DMAc Generate Singlet Oxygen Orange Light Photosensitize Oxidation 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.



This work was supported by the Program of Introducing Talents of Discipline to Universities (No. 111-2-04) and Chinese Universities Scientific Fund (CUSF-DH-D-2013006).


  1. 1.
    Mosinger J, Lang K, Kubát P, Sýkora J, Hof M, Plištil L, Mosiger B (2009) Photofunctional polyurethane nanofabrics doped by zinc tetraphenylporphyrin and zinc phthalocyanine photosensitizers. J Fluoresc 19:705–713CrossRefGoogle Scholar
  2. 2.
    Shirai H, Tsuiki H, Masuda E (1991) Functional metallomacrocycles and their polymers. 25 Kinetics and mechanism of the biomimetic oxidation of thiol by oxygen catalyzed by homogeneous polycarboxyphthalocyaninato metals. J Phys Chem 95:417–423CrossRefGoogle Scholar
  3. 3.
    Sun A, Xiong Z, Xu Y (2008) Removal of malodorous organic sulfides with molecular oxygen and visible light over metal phthalocyanine. J Hazard Mater 152:191–195CrossRefGoogle Scholar
  4. 4.
    Cho DL, Chol CN, Kim HJ, Kim AK, Go J (2001) Fabrication of deodorizing fabric by grafting of metal phthalocyanine derivative onto nonwoven polypropylene fabric. J Appl Polym Sci 82:839–846CrossRefGoogle Scholar
  5. 5.
    Hashimoto K, Toukai N (2003) Removal of NOx with cobalt phthalocyanine supported on Y-type faujasite and alumina. J Mol Catal A-Chem 195:275–282CrossRefGoogle Scholar
  6. 6.
    Masilela N, Kleyi P, Tshentu Z, Priniotakis G, Westbroek P, Nyokong T (2013) Photodynamic inactivation of Staphylococcus aureus using low symmetrically substituted phthalocyanines supported on a polystyrene polymer fiber. Dyes Pigm 96:500–508CrossRefGoogle Scholar
  7. 7.
    Meng F, Zhao R, Xu M, Zhan Y, Lei Y, Zhong J, Liu X (2011) Fe-phthalocyanine oligomer/Fe3O4 nano-hybrid particles and their effect on the properties of polyarylene ether nitriles magnetic nanocomposites. Colloid Surf A 375:245–251CrossRefGoogle Scholar
  8. 8.
    Meng F, Zhao R, Xu M, Zhan Y, Lei Y, Zhong J, Liu X (2011) Preparation and microwave absorption properties of Fe-phthalocyanine oligomer/Fe3O4 hybrid microspheres. Appl Surf Sci 257:5000–5006CrossRefGoogle Scholar
  9. 9.
    El-Nahassa MM, Atta AA, El-Zaidia EFM (2011) Fourier-transform infrared and electrical properties of magnesium phthalocyanine thin films. Eur Phys J Appl Phys 54:1–6Google Scholar
  10. 10.
    El-Nahass MM, Youssef TE (2011) Thin films of asymmetrically substituted ‘‘ABAB-Type’’ indium phthalocyaninechloride: preparation, structural characterization and optical properties. J Lumin 131:1419–1427CrossRefGoogle Scholar
  11. 11.
    Seven O, Dindar B, Aydemir S, Cilli F (2008) Synthesis, properties and photodynamic activities of some zinc(II) phthalocyanines against Escherichia coli and Staphylococcus aureus. J Porphyr Phthalocya 12:953–963CrossRefGoogle Scholar
  12. 12.
    Cheng Y, Samia AC, Meyers JD, Panagopoulos I, Fei B, Burda C (2008) Highly efficient drug delivery with gold nanoparticle vectors for in vivo photodynamic therapy of cancer. J Am Chem Soc 130:10643–10647CrossRefGoogle Scholar
  13. 13.
    Spiller W, Kliesch H, Wőhrle D, Hackbarth S, Rőder B, Schnurpfeil G (1998) Singlet oxygen quantum yields of different photosensitizers in polar solvents and micellar solutions. J Porphyr Phthalocya 2:145–158CrossRefGoogle Scholar
  14. 14.
    Ti Y, Chen D (2013) Mechanical and dynamic mechanical properties of polyurethane/Fe-octacarboxyl acid phthalocyanine blends. Prog Org Coat 76:119–124CrossRefGoogle Scholar
  15. 15.
    Ti Y, Chen D (2013) Temperature dependence of hydrogen bond in Fe-OCAP/polyurethane blends. J Appl Polym Sci 130:2265–2271CrossRefGoogle Scholar
  16. 16.
    Fang Y, Chen D (2010) A novel catalyst of Fe-octacarboxylic acid phthalocyanine supported by attapulgite for degradation of rhodamine B. Mater Res Bull 45:1728–1731CrossRefGoogle Scholar
  17. 17.
    George R, Durmus M, Egharevba G, Nyokong T (2009) Electrostatic self-assembly of quaternized 2,(3)-tetra(oxo-pyridine) phthalocyaninato chloroindium(III) with a series of tetrasulfonated phthalocyanines. Polyhedron 28:3621–3627CrossRefGoogle Scholar
  18. 18.
    Fox J, Katz T, Elshocht S, Verbiest T, Kauranen M, Persoons A, Thongpanchang T, Krauss T, Brus L (1999) Synthesis, self-assembly, and nonlinear optical properties of conjugated helical metal phthalocyanine derivatives. J Am Chem Soc 121:3453–3459CrossRefGoogle Scholar
  19. 19.
    Tao X, Li J, Hartmann J, Mohwald H (2004) Self-assembly and properties of phthalocyanine and polyelectrolytes onto melamine resin particles. New J Chem 28:1579–1583CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2014

Authors and Affiliations

  1. 1.State Key Laboratory for Modification of Chemical Fibers and Polymer Materials, College of Materials Science and EngineeringDonghua UniversityShanghaiChina

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