Hostname: page-component-586b7cd67f-dsjbd Total loading time: 0 Render date: 2024-11-22T11:46:14.071Z Has data issue: false hasContentIssue false
  • English
  • Français

Preparation of azobenzene-intercalated kaolinite and monitoring of the photoinduced activity

Published online by Cambridge University Press:  29 March 2019

Anna Koteja Open the ORCID record for Anna Koteja [Opens in a new window]  and
Jakub Matusik
Anna Koteja*
Affiliation:
Department of Mineralogy, Petrography and Geochemistry, Faculty of Geology, Geophysics and Environmental Protection, AGH University of Science and Technology, al. Mickiewicza 30, 30-059 Krakow, Poland
Jakub Matusik
Affiliation:
Department of Mineralogy, Petrography and Geochemistry, Faculty of Geology, Geophysics and Environmental Protection, AGH University of Science and Technology, al. Mickiewicza 30, 30-059 Krakow, Poland
*
*E-mail: [email protected]
Get access Rights & Permissions [Opens in a new window]

Abstract

Systems consisting of layered structures and photoactive molecules have been studied extensively. The structures of resulting complexes may be controlled by UV–Vis radiation, which subsequently affects their materials properties. This study describes a synthesis route for obtaining a photoresponsive kaolinite intercalation compound. The material was prepared by co-intercalating azobenzene and benzylalkylammonium chlorides into a methoxy form of kaolinite. The resultant materials possessed large basal spacing values in the range of 45–55 Å. The UV–Vis and Fourier-transform infrared spectroscopy analyses confirmed the reversible photoisomerization of azobenzene upon exposure to UV and Vis radiation. This phenomenon was significantly influenced by the type and amount of co-intercalated molecules. Upon multiple trans–cis conversions, the azobenzene partially evaporated. For the first time, a kaolinite-based material was prepared that exhibited photochromic behaviour upon UV and Vis irradiation.

Keywords

azobenzenebenzylalkylammonium surfactantintercalationkaolinitephotoactivity
Type
Article
Information
Clay Minerals , Volume 54 , Issue 1 , March 2019 , pp. 57 - 66
Copyright
Copyright © Mineralogical Society of Great Britain and Ireland 2019 

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.)

Footnotes

Associate Editor: Gyora Rytwo

References

Araújo, F.R., Baptista, J.G., Marçal, L., Ciuffi, K.J., Nassar, E.J., Calefi, P.S., Vicente, M.A., Trujillano, R., Rives, V., Gil, A., Korili, S. & de Faria, E.H. (2014) Versatile heterogeneous dipicolinate complexes grafted into kaolinite: catalytic oxidation of hydrocarbons and degradation of dyes. Catalysis Today, 227, 105–115.Google Scholar
Bandara, H.M.D. & Burdette, S.C. (2012) Photoisomerization in different classes of azobenzene. Chemical Society Reviews, 41, 1809–1825.Google Scholar
Chen, L., Zhou, C.H., Fiore, S., Tong, D.S., Zhang, H., Li, C.S., Ji, S.F. & Yu, W.H. (2016) Functional magnetic nanoparticle/clay mineral nanocomposites: preparation, magnetism and versatile applications. Applied Clay Science, 127–128, 143–163.Google Scholar
Cheng, H., Hou, X., Liu, Q., Li, X. & Frost, R.L. (2015) New insights into the molecular structure of kaolinite–methanol intercalation complexes. Applied Clay Science, 109–110, 55–63.Google Scholar
Cheng, H., Xu, P., Wang, D. & Frost, R.L. (2016) Thermal decomposition behavior and de-intercalation kinetics of kaolinite/quaternary ammonium salt complexes. Journal of Thermal Analysis and Calorimetry, 126, 421–433.Google Scholar
da Silva, A.C., Ciuffi, K.J., Reis, M.J.D., Calefi, P.S. & de Faria, E.H. (2016) Influence of physical/chemical treatments to delamination of nanohybrid kaolinite-dipicolinate. Applied Clay Science, 126, 251–258.Google Scholar
Dedzo, G.K. & Detellier, C. (2016) Functional nanohybrid materials derived from kaolinite. Applied Clay Science, 130, 33–39.Google Scholar
Duarte, L., Fausto, R. & Reva, I. (2014) Structural and spectroscopic characterization of e- and z-isomers of azobenzene. Physical Chemistry Chemical Physics, 16, 16849–17348.Google Scholar
Fan, G., Li, F., Evans, D.G. & Duan, X. (2014) Catalytic applications of layered double hydroxides: recent advances and perspectives. Chemical Society Reviews, 43, 7040–7066.Google Scholar
Fujita, T., Iyi, N. & Klapyta, Z. (1998) Preparation of azobenzene–mica complex and its photoresponse to ultraviolet irradiation. Materials Research Bulletin, 33, 1693–1701.Google Scholar
Fujita, T., Iyi, N. & Klapyta, Z. (2001) Optimum conditions for photoresponse of azobenzene-organophilic tetrasilicic mica complexes. Materials Research Bulletin, 36, 557–571.Google Scholar
Fujita, T., Iyi, N., Klapyta, Z., Fujii, K., Kaneko, Y. & Kitamura, K. (2003) Photomechanical response of azobenzene/organophilic mica complexes. Materials Research Bulletin, 38, 2009–2017.Google Scholar
García-Amorós, J. & Velasco, D. (2012) Recent advances towards azobenzene-based light-driven real-time information-transmitting materials. Beilstein Journal of Organic Chemistry, 8, 1003–1017.Google Scholar
Gardolinski, J.E.F.d.C. & Lagaly, G. (2005a) Grafted organic derivatives of kaolinite: I. Synthesis, chemical and rheological characterization. Clay Minerals, 40, 537–546.Google Scholar
Gardolinski, J.E.F.d.C. & Lagaly, G. (2005b) Grafted organic derivatives of kaolinite: II. Intercalation of primary n-alkylamines and delamination. Clay Minerals, 40, 547–556.Google Scholar
Klajn, R. (2010) Immobilized azobenzenes for the construction of photoresponsive materials. Pure and Applied Chemistry, 82, 2247–2279.Google Scholar
Klajn, R., Stoddart, J.F. & Grzybowski, B.A. (2010) Nanoparticles functionalised with reversible molecular and supramolecular switches. Chemical Society Reviews, 39, 2203–2237.Google Scholar
Koteja, A. & Matusik, J. (2015) Di- and triethanolamine grafted kaolinites of different structural order as adsorbents of heavy metals. Journal of Colloid and Interface Science, 455, 83–92.Google Scholar
Koteja, A., Szczerba, M. & Matusik, J. (2017) Smectites intercalated with azobenzene and aminoazobenzene: structure changes at nanoscale induced by UV light. Journal of Physics and Chemistry of Solids, 111, 294–303.Google Scholar
Kuroda, Y., Ito, K., Itabashi, K. & Kuroda, K. (2011) One-step exfoliation of kaolinites and their transformation into nanoscrolls. Langmuir, 27, 2028–2035.Google Scholar
Letaief, S. & Detellier, C. (2007) Functionalized nanohybrid materials obtained from the interlayer grafting of aminoalcohols on kaolinite. Chemical Communications, 25, 2613–2615.Google Scholar
Madejová, J., Sekeráková, Ľ., Bizovská, V., Slaný, M. & Jankovič, Ľ. (2016) Near-infrared spectroscopy as an effective tool for monitoring the conformation of alkylammonium surfactants in montmorillonite interlayers. Vibrational Spectroscopy, 84, 44–52.Google Scholar
Mahimwalla, Z., Yager, K.G., Mamiya, J.-I., Shishido, A., Priimagi, A. & Barrett, C.J. (2012) Azobenzene photomechanics: prospects and potential applications. Polymer Bulletin, 69, 967–1006.Google Scholar
Matusik, J. & Kłapyta, Z. (2013) Characterization of kaolinite intercalation compounds with benzylalkylammonium chlorides using XRD, TGA/DTA and CHNS elemental analysis. Applied Clay Science, 83–84, 433–440.Google Scholar
Matusik, J., Wisła-Walsh, E., Gaweł, A., Bielańska, E. & Bahranowski, K. (2011) Surface area and porosity of nanotubes obtained from kaolin minerals of different structural order. Clays and Clay Minerals, 59, 116–135.Google Scholar
Matusik, J., Scholtzová, E. & Tunega, D. (2012) Influence of synthesis conditions on the formation of a kaolinite–methanol complex and simulation of its vibrational spectra. Clays and Clay Minerals, 60, 227–239.Google Scholar
Matusik, J., Kłapyta, Z. & Olejniczak, Z. (2013) NMR and IR study of kaolinite intercalation compounds with benzylalkylammonium chlorides. Applied Clay Science, 83–84, 426–432.Google Scholar
Ogawa, M. (1996) Preparation of a cationic azobenzene derivative–montmorillonite intercalation compound and the photochemical behavior. Chemistry of Materials, 8, 1347–1349.Google Scholar
Ogawa, M. & Kuroda, K. (1995) Photofunctions of intercalation compounds. Chemical Reviews, 95, 399–438.Google Scholar
Ogawa, M., Hama, M. & Kuroda, K. (1999) Photochromism of azobenzene in the hydrophobic interlayer spaces of dialkyldimethylammonium-fluor-tetrasilicic mica films. Clay Minerals, 34, 213–220.Google Scholar
Russew, M.-M. & Hecht, S. (2010) Photoswitches: from molecules to materials. Advanced Materials, 22, 3348–3360.Google Scholar
Sanchez, C., Belleville, P., Popall, M. & Nicole, L. (2011) Applications of advanced hybrid organic–inorganic nanomaterials: from laboratory to market. Chemical Society Reviews, 40, 696–753.Google Scholar
Sasai, R. & Shinomura, H. (2013) Preparation and optical characteristics of layered perovskite-type lead-bromide-incorporated azobenzene chromophores. Journal of Solid State Chemistry, 198, 452–458.Google Scholar
Scholtzová, E. & Smrčok, L.U. (2009) Hydrogen bonding and vibrational spectra in kaolinite-dimethylsulfoxide and -dimethylselenoxide intercalates – a solid-state computational study. Clays and Clay Minerals, 57, 54–71.Google Scholar
Struijk, M., Rocha, F. & Detellier, C. (2017) Novel thio-kaolinite nanohybrid materials and their application as heavy metal adsorbents in wastewater. Applied Clay Science, 150, 192–201.Google Scholar
Takahashi, N. & Kuroda, K. (2011) Materials design of layered silicates through covalent modification of interlayer surfaces. Journal of Materials Chemistry, 21, 14336.Google Scholar
Tecklenburg, M.M.J., Kosnak, D.J., Bhatnagar, A. & Mohanty, D.K. (1997) Vibrational characterization of azobenzenes, azoxybenzenes and azoaromatic and azoxyaromatic polyethers. Journal of Raman Specroscopy, 28, 755–763.Google Scholar
Vaia, R.A., Teukolsky, R.K. & Giannelis, E.P. (1994) Interlayer structure and molecular environment of alkylammonium layered silicates. Chemistry of Materials, 6, 1017–1022.Google Scholar
Webb, J.D., Neidlinger, H.H. & Connoly, J.S. (1986) An infrared study of azobenzene photoisomerization in a polymer matrix. Polymer Photochemistry, 7, 503–513.Google Scholar
Yan, D. & Wei, M., editors (2015) Photofunctional Layered Materials. Springer, Berlin, Germany.Google Scholar
Yariv, S. & Cross, H. (2001) Organo-Clay Complexes and Interactions. CRC Press, Boca Raton, FL, USA.Google Scholar