Hostname: page-component-8448b6f56d-42gr6 Total loading time: 0 Render date: 2024-04-17T21:44:39.128Z Has data issue: false hasContentIssue false
  • English
  • Français

A highly robust and reusable polyimide-supported nanosilver catalyst for the reduction of 4-nitrophenol

Published online by Cambridge University Press:  02 September 2015

Jun Li ,
Ya Wang ,
Mingyu Wang ,
Lisi Wang  and
Hengfeng Li
Jun Li*
Affiliation:
Department of Materials Chemistry, School of Materials and Engineering, Central South University, Changsha, Hunan 410083, China
Ya Wang
Affiliation:
Department of Materials Chemistry, School of Materials and Engineering, Central South University, Changsha, Hunan 410083, China
Mingyu Wang
Affiliation:
Department of Materials Chemistry, School of Materials and Engineering, Central South University, Changsha, Hunan 410083, China
Lisi Wang
Affiliation:
Department of Materials Chemistry, School of Materials and Engineering, Central South University, Changsha, Hunan 410083, China
Hengfeng Li*
Affiliation:
Department of Materials Chemistry, School of Materials and Engineering, Central South University, Changsha, Hunan 410083, China
*
a)Address all correspondence to this author. e-mail: lihf@csu.edu.cn
Get access

Abstract

A simple and efficient method for in situ preparation of highly stable polyimide (PI)-supported silver nanoparticles (AgNPs) was proposed. This process achieves excellent dispersion and high stability of AgNPs in the PI matrix. The formation of AgNPs in PI and the morphology evolution of PI/Ag nanocomposites were characterized by x-ray diffraction, transmission electron microscopy, Fourier transform infrared spectroscopy (FT-IR), and x-ray photoelectron spectra studies. The catalytic properties of these PI-supported AgNPs were investigated by monitoring the reduction of 4-nitrophenol by excess NaBH4 in water. The catalytic reaction was observed to have a pseudo first-order rate constant of 0.567 min−1 (9.45 × 10−3 s−1), which is comparable to other heterogeneous silver catalysts reported in the literature. Notably, the PI-supported AgNPs retained their relatively high catalytic activity over seven recycles with almost no leaching of catalytic species in the reaction solution. Moreover, the catalytic activity of the catalyst is still quite appreciable even after a six-month shelf-storage under room temperature.

Keywords

polyimide-supported catalystsilver nanoparticleheterogeneous catalysisrecyclability4-nitrophenol
Type
Articles
Information
Journal of Materials Research , Volume 30 , Issue 18 , 28 September 2015 , pp. 2713 - 2721
Copyright
Copyright © Materials Research Society 2015 

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

References

REFERENCES

Zhu, Y., Lee, C.N., Kemp, R.A., Hosmane, N.S., and Maguire, J.A.: Latest developments in the catalytic application of nanoscaled neutral group 8–10 metals. Chem. - Asian J. 3, 650 (2008).Google Scholar
Campelo, J.M., Luna, D., Luque, R., Marinas, J.M., and Romero, A.A.: Sustainable preparation of supported metal nanoparticles and their applications in catalysis. ChemSusChem 2, 18 (2009).Google Scholar
Halas, N.J., Lal, S., Chang, W-S., Link, S., and Nordlander, P.: Plasmons in strongly coupled metallic nanostructures. Chem. Rev. 111, 3913 (2011).CrossRefGoogle ScholarPubMed
Jain, P.K., Huang, X., El-Sayed, I.H., and El-Sayed, M.A.: Noble metals on the nanoscale: optical and photothermal properties and some applications in imaging, sensing, biology, and medicine. Acc. Chem. Res. 41, 1578 (2008).CrossRefGoogle ScholarPubMed
Polo, J.A. and Lakhtakia, A.: Surface electromagnetic waves: A review. Laser Photonics Rev. 5, 234 (2011).Google Scholar
Marambio-Jones, C. and Hoek, E.M.: A review of the antibacterial effects of silver nanomaterials and potential implications for human health and the environment. J. Nanopart. Res. 12, 1531 (2010).CrossRefGoogle Scholar
Zhu, M., Wang, C., Meng, D., and Diao, G.: In situ synthesis of silver nanostructures on magnetic Fe3O4@C core–shell nanocomposites and their application in catalytic reduction reactions. J. Mater. Chem. A 1, 2118 (2013).CrossRefGoogle Scholar
Jana, S., Ghosh, S.K., Nath, S., Pande, S., Praharaj, S., Panigrahi, S., Basu, S., Endo, T., and Pal, T.: Synthesis of silver nanoshell-coated cationic polystyrene beads: A solid phase catalyst for the reduction of 4-nitrophenol. Appl. Catal., A 313, 41 (2006).Google Scholar
Christopher, P. and Linic, S.: Shape‐and size‐specific chemistry of Ag nanostructures in catalytic ethylene epoxidation. ChemCatChem 2, 78 (2010).Google Scholar
Zhang, D-H., Li, H-B., Li, G-D., and Chen, J-S.: Magnetically recyclable Ag-ferrite catalysts: General synthesis and support effects in the epoxidation of styrene. Dalton Trans. 47, 10527 (2009).CrossRefGoogle Scholar
Zhang, P., Shao, C., Zhang, Z., Zhang, M., Mu, J., Guo, Z., and Liu, Y.: In situ assembly of well-dispersed Ag nanoparticles (AgNPs) on electrospun carbon nanofibers (CNFs) for catalytic reduction of 4-nitrophenol. Nanoscale 3, 3357 (2011).Google Scholar
Murugadoss, A. and Chattopadhyay, A.: A'green'chitosan–silver nanoparticle composite as a heterogeneous as well as micro-heterogeneous catalyst. Nanotechnology 19, 015603 (2008).Google Scholar
Signori, A.M., Santos, K.d.O., Eising, R., Albuquerque, B.L., Giacomelli, F.C., and Domingos, J.B.: Formation of catalytic silver nanoparticles supported on branched polyethyleneimine derivatives. Langmuir 26, 17772 (2010).Google Scholar
Wang, C., Yin, H., Chan, R., Peng, S., Dai, S., and Sun, S.: One-pot synthesis of oleylamine coated AuAg alloy NPs and their catalysis for CO oxidation. Chem. Mater. 21, 433 (2009).Google Scholar
Merrifield, R.B.: Solid phase peptide synthesis. I. The synthesis of a tetrapeptide. J. Am. Chem. Soc. 85, 2149 (1963).Google Scholar
Bergbreiter, D.E., Tian, J., and Hongfa, C.: Using soluble polymer supports to facilitate homogeneous catalysis. Chem. Rev. 109, 530 (2009).Google Scholar
Lu, J. and Toy, P.H.: Organic polymer supports for synthesis and for reagent and catalyst immobilization. Chem. Rev. 109, 815 (2009).CrossRefGoogle ScholarPubMed
Clapham, B., Reger, T.S., and Janda, K.D.: Polymer-supported catalysis in synthetic organic chemistry. Tetrahedron 57, 4637 (2001).Google Scholar
Wu, L., Zhang, Y., and Ji, Y-G.: Homogeneous recyclable catalysts based on metal nanoparticles for organic synthesis. Curr. Org. Chem. 17, 1288 (2013).Google Scholar
Wang, Y., Xiao, Z., and Wu, L.: Metal-nanoparticles supported on solid as heterogeneous catalysts. Curr. Org. Chem. 17, 1325 (2013).Google Scholar
Mertens, P.G.N., Vandezande, P., Ye, X., Poelman, H., De Vos, D.E., and Vankelecom, I.F.J.: Membrane‐occluded gold‐palladium nanoclusters as heterogeneous catalysts for the selective oxidation of alcohols to carbonyl compounds. Adv. Synth. Catal. 350, 1241 (2008).CrossRefGoogle Scholar
Dioos, B.M., Vankelecom, I.F., and Jacobs, P.A.: Aspects of immobilisation of catalysts on polymeric supports. Adv. Synth. Catal. 348, 1413 (2006).Google Scholar
Liaw, D-J., Wang, K-L., Huang, Y-C., Lee, K-R., Lai, J-Y., and Ha, C-S.: Advanced polyimide materials: Syntheses, physical properties and applications. Prog. Polym. Sci. 37, 907 (2012).Google Scholar
Quaranta, A., Carturan, S., Bonafini, M., Maggioni, G., Tonezzer, M., Mattei, G., de Julian Fernandez, C., Della Mea, G., and Mazzoldi, P.: Optical sensing to organic vapors of fluorinated polyimide nanocomposites containing silver nanoclusters. Sens. Actuators, B 118, 418 (2006).Google Scholar
Vanherck, K., Vankelecom, I., and Verbiest, T.: Improving fluxes of polyimide membranes containing gold nanoparticles by photothermal heating. J. Membr. Sci. 373, 5 (2011).Google Scholar
Halper, S.R. and Villahermosa, R.M.: Cobalt-containing polyimides for moisture sensing and absorption. ACS Appl. Mater. Interfaces 1, 1041 (2009).Google Scholar
Park, S., Kim, K., Kim, D.M., Kwon, W., Choi, J., and Ree, M.: High temperature polyimide containing anthracene moiety and its structure, and interface, and nonvolatile memory behavior. ACS Appl. Mater. Interfaces 3, 765 (2011).Google Scholar
Samyn, C., Verbiest, T., and Persoons, A.: Second-order non-linear optical polymers. Macromol. Rapid Commun. 21(1), 1–15 (2000).Google Scholar
Matsumura, Y., Enomoto, Y., Tsuruoka, T., Akamatsu, K., and Nawafune, H.: Fabrication of copper damascene patterns on polyimide using direct metallization on trench templates generated by imprint lithography. Langmuir 26, 12448 (2010).Google Scholar
Ahn, J-H., Kim, J-C., Ihm, S-K., Oh, C-G., and Sherrington, D.C.: Epoxidation of olefins by molybdenum (VI) catalysts supported on functional polyimide particulates. Ind. Eng. Chem. Res. 44, 8560 (2005).Google Scholar
Jin, R., Bian, Z., Li, J., Ding, M., and Gao, L.: ZIF-8 crystal coatings on a polyimide substrate and their catalytic behaviours for the Knoevenagel reaction. Dalton Trans. 42, 3936 (2013).Google Scholar
Ahn, J-H. and Sherrington, D.C.: Wacker oxidation of Oct-1-ene using a palladium (II) complex supported on cyano-functionalized polyimide beads. Macromolecules 29, 4164 (1996).Google Scholar
Huang, J., Qian, X., Yin, J., Zhu, Z., and Xu, H.: Preparation of soluble polyimide–silver nanocomposites by a convenient ultraviolet irradiation technique. Mater. Chem. Phys. 69, 172 (2001).Google Scholar
Zhang, Q., Wu, D., Qi, S., Wu, Z., Yang, X., and Jin, R.: Preparation of ultra-fine polyimide fibers containing silver nanoparticles via in situ technique. Mater. Lett. 61, 4027 (2007).Google Scholar
Li, J., Fang, Y., He, G., and Li, H.: Preparation and characterization of poly (amic acid)-stabilized silver nanoparticles. J. Cent. South Univ. 20, 1475 (2013).Google Scholar
Herves, P., Pérez-Lorenzo, M., Liz-Marzán, L.M., Dzubiella, J., Lu, Y., and Ballauff, M.: Catalysis by metallic nanoparticles in aqueous solution: Model reactions. Chem. Soc. Rev. 41, 5577 (2012).Google Scholar
Southward, R.E. and Stoakley, D.M.: Reflective and electrically conductive surface silvered polyimide films and coatings prepared via unusual single-stage self-metallization techniques. Prog. Org. Coat. 41, 99 (2001).Google Scholar
Southward, R.E. and Thompson, D.W.: Metal-polyimide nanocomposite films: Single-stage synthesis of silvered polyimide films prepared from silver (I) complexes and BPDA/4, 4'-ODA. Chem. Mater. 16, 1277 (2004).Google Scholar
Qi, S., Shen, X., Lin, Z., Tian, G., Wu, D., and Jin, R.: Synthesis of silver nanocubes with controlled size using water-soluble poly (amic acid) salt as the intermediate via a novel ion-exchange self-assembly technique. Nanoscale 5, 12132 (2013).Google Scholar
Du, N., Wong, C., Feurstein, M., Sadik, O.A., Umbach, C., and Sammakia, B.: Flexible poly (amic acid) conducting polymers: Effect of chemical composition on structural, electrochemical, and mechanical properties. Langmuir 26, 14194 (2010).Google Scholar
Fang, X., Wang, Z., Yang, Z., Gao, L., Li, Q., and Ding, M.: Novel polyimides derived from 2, 3, 3′, 4′-benzophenonetetracarboxylic dianhydride. Polymer 44, 2641 (2003).Google Scholar
Southward, R.E., Thompson, D.S., Thompson, D.W., Caplan, M.L., and St.Clair, A.K.: Synthesis of reflective polyimide films via in situ silver (I) reduction. Chem. Mater. 7, 2171 (1995).Google Scholar
Tang, S., Vongehr, S., and Meng, X.: Carbon spheres with controllable silver nanoparticle doping. J. Phys. Chem. C 114, 977 (2009).Google Scholar
Du, X., He, J., Zhu, J., Sun, L., and An, S.: Ag-deposited silica-coated Fe3O4 magnetic nanoparticles catalyzed reduction of p-nitrophenol. Appl. Surf. Sci. 258, 2717 (2012).Google Scholar
Wang, M., Tian, D., Tian, P., and Yuan, L.: Synthesis of micron-SiO2@ nano-Ag particles and their catalytic performance in 4-nitrophenol reduction. Appl. Surf. Sci. 283, 389 (2013).Google Scholar
Deshmukh, S., Dhokale, R., Yadav, H., Achary, S., and Delekar, S.: Titania–supported silver nanoparticles: An efficient and reusable catalyst for reduction of 4-nitrophenol. Appl. Surf. Sci. 273, 676 (2013).Google Scholar
Huang, X., Xiao, Y., Zhang, W., and Lang, M.: In-situ formation of silver nanoparticles stabilized by amphiphilic star-shaped copolymer and their catalytic application. Appl. Surf. Sci. 258, 2655 (2012).Google Scholar
Chang, M., Kim, T., Park, H-W., Kang, M., Reichmanis, E., and Yoon, H.: Imparting chemical stability in nanoparticulate silver via a conjugated polymer casing approach. ACS Appl. Mater. Interfaces 4, 4357 (2012).Google Scholar
Pradhan, N., Pal, A., and Pal, T.: Silver nanoparticle catalyzed reduction of aromatic nitro compounds. Colloids Surf., A 196, 247 (2002).Google Scholar
Hornstein, B.J. and Finke, R.G.: Transition-metal nanocluster catalysts: Scaled-up synthesis, characterization, storage conditions, stability, and catalytic activity before and after storage of polyoxoanion-and tetrabutylammonium-stabilized Ir (0) nanoclusters. Chem. Mater. 15, 899 (2003).Google Scholar
Yen, C-W., Lin, M-L., Wang, A., Chen, S-A., Chen, J-M., and Mou, C-Y.: CO oxidation catalyzed by Au–Ag bimetallic nanoparticles supported in mesoporous silica. J. Phys. Chem. C 113, 17831 (2009).Google Scholar