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Stability, antibacterial ability, and inhibition of “zinc burning” of amitrole as thermal stabilizer for transparent poly(vinyl chloride)

  • Si Chen
  • Yating Wang
  • Zhihang An
  • Meng Ma
  • Yanqin Shi
  • Xu Wang
Article
  • 22 Downloads

Abstract

Amitrole is reported as a novel kind of transparent poly(vinyl chloride) (PVC) thermal stabilizer that has both excellent inhibition of “zinc burning” thermal stability and antibacterial ability in this paper, which provide the possibility of applying the whole PVC industry into medical and food packaging, artificial leather, wire and cable, indoor decoration, and so on. From the results of Congo red test, discoloration test, and dynamic thermal stability test, we could clearly find out that amitrole could effectively replace the unstable chlorine atom and inhibit “zinc burning” of transparent PVC, while the long-term stability should be improved. Next, the stabilization mechanism of amitrole was also confirmed. The antibacterial activity of amitrole was measured by the bacteriostatic ring experiments. It was observed that the PVC films had good antibacterial properties after modified by amitrole. At last, optimal design of the amitrole/ZnSt2 (1:1)/ESBO formulation was studied, which have strong potential as thermal stabilizer to prepare super transparency and antibacterial PVC resin.

Keywords

Poly(vinyl chloride) Amitrole Antibacterial Stability Transparency 

Notes

Acknowledgements

This research work is supported by National Natural Science Foundation of China (Grant No: 51773180) and Natural Science Youth Foundation of Zhejiang Province (Grant No. LQ16E030010).

Supplementary material

10973_2018_7929_MOESM1_ESM.docx (875 kb)
Supplementary material 1 (DOCX 875 kb)

References

  1. 1.
    Marcilla A, Garcia S, Garcia-Quesada JC. Migrability of PVC plasticizers. Polym Test. 2008;27:221–33.CrossRefGoogle Scholar
  2. 2.
    Mohamed NA. Biologically active maleimido aromatic 1,3,4-oxadiazole derivatives evaluated thermogravimetrically as stabilizers for rigid PVC. J Therm Anal Calorim. 2017;131(3):1–12.Google Scholar
  3. 3.
    Xu XP, Chen S, Tang W, Qu YJ, Wang X. Synthesis and application of uracil derivatives as novel thermal stabilizers for rigid poly(vinyl chloride). Polym Degrad Stab. 2013;98:659–65.CrossRefGoogle Scholar
  4. 4.
    Xu XP, Chen S, Wu BZ, Ma M, Shi YQ, Wang X. Novel organic antibacterial thermal stabilizers for transparent poly(vinyl chloride). J Therm Anal Calorim. 2015;122:1435–44.CrossRefGoogle Scholar
  5. 5.
    Shnawa HA, Jahani Y, Khalaf MN, et al. The potential of tannins as thermal co-stabilizer additive for polyvinyl chloride. J Therm Anal Calorim. 2016;123(2):1253–61.CrossRefGoogle Scholar
  6. 6.
    Xu XP, Chen S, Tang W, Qu YJ, Wang X. Investigation of basic zinc cyanurate as a novel thermal stabilizer for poly(vinyl chloride) and its synergistic effect with calcium stearate. Polym Degrad Stab. 2014;99:211–8.CrossRefGoogle Scholar
  7. 7.
    Li M, Liang YD, Wang XB, et al. Synthesis of the complex of lanthanum(III) with N-(2-amino ethyl) maleamic acid radical and its application to PVC as thermal stabilizer. Polym Degrad Stab. 2016;124:87–94.CrossRefGoogle Scholar
  8. 8.
    Wu BZ, Wang YT, Chen S, et al. Bis-uracil based high efficient heat stabilizers used in super transparent soft poly(vinyl chloride). Polym Degrad Stab. 2018;149:143–51.CrossRefGoogle Scholar
  9. 9.
    Chen S, Xu XP, Zhang JH, Tang W, Qu YJ, Wang X. Efficiency and mechanism for the stabilizing action of N,N′-bis(phenylcarbamoyl) alkyldiamines as thermal stabilizers and co-stabilizers for poly(vinyl chloride). Polym Degrad Stab. 2014;105:178–84.CrossRefGoogle Scholar
  10. 10.
    Xu XP, Chen S, Wu BZ, Ma M, Shi YQ, Wang X. Effect of allantoin on the stabilization efficiency of Ca–Zn thermal stabilizers for poly(vinyl chloride). J Therm Anal Calorim. 2015;119(1):597–603.CrossRefGoogle Scholar
  11. 11.
    Minsker KS, Fedosejeva TG. Destruktsiya i stabilizatsiya PVC. Moskva: Izdatelstvo Khimia; 1972. p. 180–92.Google Scholar
  12. 12.
    Michell EWJ. True stabilization: a mechanism for the behavior of lead compounds and other primary stabilizers against PVC thermal dehydrochlorination. J Vinyl Technol. 1986;8(2):55–65.CrossRefGoogle Scholar
  13. 13.
    Kalouskova R, Novotna M, Vymazal Z. Investigation of thermal stabilization of poly(vinyl chloride) by lead stearate and its combination with synthetic hydrotalcite. Polym Degrad Stab. 2004;85(2):903–9.CrossRefGoogle Scholar
  14. 14.
    Garrigues C, Guyot A, Tran VH, et al. Thermal dehydrochlorination and stabilization of polyvinylchloride in solution: part VIII. Dialkyltin carboxylates: substitution reaction. Polym Degrad Stab. 1994;43(2):299–306.CrossRefGoogle Scholar
  15. 15.
    Rujian X, Dafei Z, Seren Z. Effect of organotin stabilizer on the thermal stabilization of PVC: Part I e the influence of dibutyltin dilaurate on polyene sequences. Polym Degrad Stab. 1989;27:203–10.CrossRefGoogle Scholar
  16. 16.
    Haar GT, Othmer K. Encyclopedia of chemical technology, vol. 14. New York: Wiley; 1978. p. 196–200.Google Scholar
  17. 17.
    Li SM, Yao YW. Effect of thermal stabilizers composed of zinc barbiturate andcalcium stearate for rigid poly(vinyl chloride). Polym Degrad Stab. 2011;96(4):637–41.CrossRefGoogle Scholar
  18. 18.
    Wu B, Wang Y, Chen S, et al. Stability, mechanism and unique “zinc burning” inhibition synergistic effect of zinc dehydroacetate as thermal stabilizer for poly(vinyl chloride). Polym Degrad Stab. 2018;152:228–34.CrossRefGoogle Scholar
  19. 19.
    Li M, Li S, Xia J, et al. Tung oil based plasticizer and auxiliary stabilizer for poly(vinyl chloride). Mater Design. 2017;122:366–75.CrossRefGoogle Scholar
  20. 20.
    Vengatesan B, Kanniah N, Ramasamy P. Microhardness studies on CVT grown cadmium indium sulphide single crystals. J Mater Sci Lett. 1986;5(6):595–6.CrossRefGoogle Scholar
  21. 21.
    Wang YG, Wen-Fa YE, Yin DX, et al. Study on schiff base that has hormone activity (I)—synthesis and activity on schiff base or phenoxyacetic acid. Chem Res Chinese Univ. 1996.Google Scholar
  22. 22.
    Park H, Krigsfeld G, Teat SJ, et al. Synthesis and structural determination of four novel metal–organic frameworks in a Zn-3-Amino-1,2,4-Triazole system. Cryst Growth Des. 2007;7(7):1343–9.CrossRefGoogle Scholar
  23. 23.
    Li C, Li Y, Zhang T, et al. Synthesis and antimicrobial evaluation of aminoguanidine and 3-amino- 1,2,4-triazole derivatives as potential antibacterial agents. Lett Drug Des Discov. 2016;13(10):1063–75.CrossRefGoogle Scholar
  24. 24.
    Frolova LV, Malik I, Uglinskii PY, et al. Multicomponent synthesis of 2,3-dihydrochromeno[4,3-d]pyrazolo[3,4-b]pyridine-1,6-diones: a novel heterocyclic scaffold with antibacterial activity. Tetrahedron Lett. 2011;52(49):6643–5.CrossRefPubMedPubMedCentralGoogle Scholar
  25. 25.
    Zhang D, Fu Y, Huang L, et al. Integration of antifouling and antibacterial properties in salt-responsive hydrogels with surface regeneration capacity. J Mater Chem B. 2018;6(6):950–60.CrossRefGoogle Scholar
  26. 26.
    Starnes WH Jr. Structural defects in poly(vinyl chloride). J Polym Sci, Part A: Polym Chem. 2005;43:2451–67.CrossRefGoogle Scholar
  27. 27.
    Sabaa MW, Farag ZR, Mohamed NA. Thermal degradation behavior of poly(vinyl chloride) in the presence of poly(glycidyl methacrylate). J Appl Polym Sci. 2008;110:2205–10.CrossRefGoogle Scholar
  28. 28.
    Nagappan S, Park SS, Yu EJ, Cho HJ, Park JJ, Lee WK, et al. Ahighly transparent, amphiphobic, stable and multi-purposepoly(vinyl chloride) metallopolymer for anti-fouling and antistaining coatings. J Mater Chem A. 2013;1(39):12144–53.CrossRefGoogle Scholar
  29. 29.
    Azhagan SAC, Ganesan S. Effect of zinc acetate addition on crystal growth, structural, optical, thermal properties of glycine single crystals. Arab J Chem. 2013;45(4):1237–56.Google Scholar
  30. 30.
    Ermiş E. Synthesis, spectroscopic characterization and DFT calculations of novel Schiff base containing thiophene ring. J Mol Struct. 2018;1156:91–104.CrossRefGoogle Scholar
  31. 31.
    Chun-Fanga LI, Meng FL, Yang Z, et al. Synthesis and bioactivity of novel triazole compounds containing fluorine. J Qingdao Univ Sci Technol. 2009.Google Scholar
  32. 32.
    Xu L, Li W, et al. Structure and biological activities of 2-(1,3-Dithiolan-2-ylidene)-1-phenyl-2-(1,2,4-triazol-1-yl)ethanone. Chem Res Chinese Univ. 2005;21(5):528–30.Google Scholar
  33. 33.
    Liu B, Zhang XC. Two new d 10, 2D layered frameworks based on 1,2,4-triazole bridge: syntheses, structures, and fluorescence. Inorg Chem Commun. 2008;11(10):1162–5.CrossRefGoogle Scholar
  34. 34.
    Shi Y, Chen S, Ma M, et al. Highly efficient and antibacterial zinc norfloxacin thermal stabilizer for poly(vinyl chloride). RSC Adv. 2016;6:97491–502.CrossRefGoogle Scholar

Copyright information

© Akadémiai Kiadó, Budapest, Hungary 2018

Authors and Affiliations

  1. 1.College of Materials Science and EngineeringZhejiang University of TechnologyHangzhouPeople’s Republic of China

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