Abstract
Polystyrene is a thermoplastic that is widely used in industry to manufacture of various materials. In this work, the objective was to investigate the effect of the Crystal Violet (CV) dye on polystyrene films under visible light. The films were produced by the casting method. Fourier Transform Infrared Spectroscopy (FTIR), Scanning Electron Microscopy (SEM), and viscosimetry were used to monitor the effect of radiation and 1H Nuclear Magnetic Resonance (1H-NMR) was employed to evaluate the interaction between the polymer and the dye. Carbonyl Index confirmed that oxygenated species were formed during exposure to light and photo-oxidation is the major mechanism involved in CV-sensitized PS degradation. The variations in relaxation times indicated that electrostatic attraction is the main form of interaction between the materials involved and molecular dynamics calculations confirm the 1H-NMR results. The CV dye could initiate degradation reactions and acted as an efficient photosensitizer in PS matrices.
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References
Curcio MS, Canela MC, Waldman WR (2018) Selective surface modification of TiO2-coated polypropylene by photodegradation. Eur Polym J 101:177–182
Lei Y, Lei H, Huo J (2015) Innovative controllable photocatalytic degradation of polystyrene with hindered amine modified aromatic polyamide dendrimer/polystyrene-grafted-TiO2 photocatalyst under solar light irradiation. Polym Degrad Stab 118:1–9
Neumann, Photodegradation of Polystyrene Films Containing UV-Visible Sensitizers, J Res Updat Polym Sci (2013) 39–47
Waldman WR, De Paoli M-A (2008) Photodegradation of polypropylene/polystyrene blends: styrene–butadiene–styrene compatibilisation effect. Polym Degrad Stab 93:273–280
Bottino FA, Di Pasquale G, Fabbri E, Orestano A, Pollicino A (2009) Influence of montmorillonite nano-dispersion on polystyrene photo-oxidation. Polym Degrad Stab 94:369–374
Mielczarski JA, Jeyachandran YL, Mielczarski E, Rai B (2011) Modification of polystyrene surface in aqueous solutions. J Colloid Interface Sci 362:532–539
Millan MD, Locklin J, Fulghum T, Baba A, Advincula RC (2005) Polymer thin film photodegradation and photochemical crosslinking: FT-IR imaging, evanescent waveguide spectroscopy, and QCM investigations. Polymer (Guildf) 46:5556–5568
Torikai A, Takeuchi T, Fueki K (1983) Photodegradation of polystyrene and polystyrene containing benzophenone. Polym Photochem 3:307–320
do Rêgo JKMA, do Nascimento JHO, Agrawal P, Mélo TJA, Costa MCB, Ito EN (2017) Influence of amine groups in the chemical structure of photochromic dyes on the rheological and mechanical properties of poly(methyl methacrylate) (PMMA). Dye Pigment 142:350–357
da Silva TL, de Araujo FP, da Silva Filho EC, Furtini MB, Osajima JA (2018) Degradation of poly(ethylene oxide) films using crystal violet. Mater Res 20:869–872
Lu T, Solis-Ramos E, Yi Y, Kumosa M (2018) UV degradation model for polymers and polymer matrix composites. Polym Degrad Stab 154:203–210
Theiler G, Wachtendorf V, Elert A, Weidner S (2018) Effects of UV radiation on the friction behavior of thermoplastic polyurethanes. Polym Test 70:467–473
Al Azzawi W, Epaarachchi JA, Leng J (2018) Investigation of ultraviolet radiation effects on thermomechanical properties and shape memory behaviour of styrene-based shape memory polymers and its composite. Compos Sci Technol 165:266–273
Heitmann AP, Coura Rocha I, de Souza PP, Oliveira LCA, Patrícia PS (2018) Photoactivation of a biodegradable polymer (PHB): generation of radicals for pollutants oxidation. Catal Today
Osajima JA, Schmitt Cavalheiro CC, Neumann MG (2016) Photosensitized polystyrene film for dye TX under different radiation sources. Mater Sci Forum 869:820–823
Diaz-Angulo J, Porras J, Mueses M, Torres-Palma RA, Hernandez-Ramirez A, Machuca-Martinez F (2019) Coupling of heterogeneous photocatalysis and photosensitized oxidation for diclofenac degradation: role of the oxidant species. J Photochem Photobiol A Chem 383:112015
Sehmi SK, Noimark S, Bear JC, Peveler WJ, Bovis M, Allan E, MacRobert AJ, Parkin IP (2015) Lethal photosensitisation of Staphylococcus aureus and Escherichia coli using crystal violet and zinc oxide-encapsulated polyurethane. J Mater Chem B 3:6490–6500
Noimark S, Dunnill CW, Parkin IP (2013) Shining light on materials - a self-sterilising revolution. Adv Drug Deliv Rev 65:570–580
F. Vázquez-Ortega, I. Lagunes, Á. Trigos, Cosmetic dyes as potential photosensitizers of singlet oxygen generation, Dye. Pigment. 176 (2020)
Yousif E, Haddad R (2013) Photodegradation and photostabilization of polymers, especially polystyrene: review. Springerplus. 2:1–32
E.H. Brandrup, J., Immergut, Polymer Handbook, Wiley, Third Edition, Cap. VII, 15 (1989)
M. M J, V. Gayathri, Polymer anchored copper complex as an effective catalyst for photodegradation of organic dyes, J. Photochem. Photobiol. A Chem. 376 (2019) 269–278
Gewert B, Plassmann MM, Macleod M (2015) Pathways for degradation of plastic polymers floating in the marine environment. Environ Sci Process Impacts 17:1513–1521
Yousif E, Salimon J, Salih N (2012) New stabilizers for polystyrene based on 2-N-salicylidene-5-(substituted)-1,3,4-thiadiazole compounds. J Saudi Chem Soc 16:299–306
R.C. Melo, M.S. Geronço, R.W.R. Sousa, L.P.S. Ramos, F.P. Araújo, A.B. Ribeiro, P.M.P. Ferreira, J.A. Osajima, M.P. Costa, Biopolymer from Adenanthera pavonina L. Seeds: Characterization, Photostability, Antioxidant Activity, and Biotoxicity Evaluation, Int. J. Polym. Sci. 2018 (2018)
Elizabete F. Lucas; BRuna G. Soares; Elizabeth E. C. Monteiro, Caracterização de Polímeros : Determinação de Peso Molecular e Análise Térmica, Ed. E-Papers. (2001) 366
Sekhar VC, Nampoothiri KM, Mohan AJ, Nair NR, Bhaskar T, Pandey A (2016) Microbial degradation of high impact polystyrene (HIPS), an e-plastic with decabromodiphenyl oxide and antimony trioxide. J Hazard Mater 318:347–354
Catalán-Toledo J, Nenen A, Vallejos GA, Oyarzun-Ampuero F, Shibue T, Nishide H, Moreno-Villoslada I (2018) A simple and green methodology to assemble poly(4-vinylpyridine) and a sulfonated azo-dye for obtaining stable polymeric nanoparticles. Polymer (Guildf). 158:289–296
V. M. S., Gil, C. F. G. C. Geraldes, Ressonância magnética nuclear: Fundamentos, métodos e aplicações. 1987. Lisboa: Fundação Calouste Gulbenkian, 1012, 14
Orellana S, Soto C, Toral MI (2010) UV-vis, IR and 1H NMR spectroscopic studies and characterization of ionic-pair crystal violet-oxytetracycline. Spectrochim Acta - Part A Mol Biomol Spectrosc 75:437–443
Kohn W, Sham LJ (2002) Self-consistent equations including exchange and correlation effects. Phys Rev 41:892–893
W. Hohenberg, P., Kohn, Inhomogeneous electron gas, Phys. Rev. B. 136 (1964)
Kaczmarek H, Felczak A, Szalla A (2008) Studies of photochemical transformations in polystyrene and styrene–maleic anhydride copolymer. Polym Degrad Stab 93:1259–1266
B. Mailhot, J.-L. Gardette, Polystyrene Photooxidation. 1. Identification of the IR-Absorbing Photoproducts Formed at Short and Long Wavelengths, Macromolecules. (1992) 4119–4126
Al-Kadhemy MFH, Abaas WH, Fakher I (2013) The effect of gamma radiation on the FTIR Spectrum of crystal violet doped polystyrene films. Casp. J. Appl. Sci, Res
Cheriaa J, Khaireddine M, Rouabhia M, Bakhrouf A (2012) Removal of Triphenylmethane dyes by bacterial consortium. Sci World J 2012:1–9
Dintcheva NT, Arrigo R, Catalanotto F, Morici E (2015) Improvement of the photo-stability of polystyrene-block-polybutadiene-block-polystyrene through carbon nanotubes. Polym Degrad Stab 118:24–32
S.P. Rabek, Jan F.; SIVARAM, Photodegradation of Polymers: Physical Characteristics and Applications, Trends Polym. Sci. v. 5, n. 10, p. 341–341, 1997. 5 (1997) 1997
P. Malanowski, R.A.T.M. van Benthem, L.G.J. van der Ven, J. Laven, S. Kisin, G. de With, Photo-degradation of poly(neopentyl isophthalate). Part II: Mechanism of cross-linking, Polym. Degrad. Stab. 96 (2011) 1141–1148
Zhang Y, Xu J, Guo B (2016) Photodegradation behavior of poly(butylene succinate-co-butylene adipate)/ZnO nanocomposites. Colloids Surfaces A Physicochem Eng Asp 489:173–181
Torikai A, Shibata H (2002) Photodegradation of polystyrene: effect of polymer structure on the formation of degradation products. Arab J Sci Eng 27:11–24
Luengo C, Allen NS, Edge M, Wilkinson A, Parellada MD, Barrio JA, Santa VR (2006) Photo-oxidative degradation mechanisms in styrene-ethylene-butadiene- styrene (SEBS) triblock copolymer. Polym Degrad Stab 91:947–956
Hohenberg P, Kohn W (1964) Inhomogeneous Electron gas. Phys Rev 136:B864–B871
Sikandar Shah S, Ahmad I, Ishaq M (2017) Degradation study of used polystyrene with UV irradiation. Adv Mater Sci 2:1–6
Weir NA, Delaney-Luu M (2001) The photochemistry of poly(4′-ethoxyacrylophenone) in the solid state. Eur Polym J 37:1339–1345
Duarte FM, Botelho G, Machado AV (2006) Photo-degradability of ketone modified PS/HIPS blends. Polym Test 25:91–97
Gijsman P, Diepens M (2009) Photolysis and photooxidation in engineering plastics. ACS Symp Ser 1004:287–306
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The authors are indebted to CNPq and CAPES for financial support and for fellowships.
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Araujo, F.P., Honorio, L.M.C., Viana, B.C. et al. Understanding the role of dye in colorful thermoplastic film under visible light. J Polym Res 27, 243 (2020). https://doi.org/10.1007/s10965-020-02226-x
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DOI: https://doi.org/10.1007/s10965-020-02226-x