The influence of solvent used to prepare hybrid materials for photocatalytic applications formulated by cyclic bisphenol A/porphyrin copolyformal and graphene is here reported. To this purpose, the polymer is dissolved in different solvents [chloroform, tetrahydrofuran and dimethylformamide (DMF)] and used to impregnate via bath deposition 2D graphene. Depending on the nature of the solvent, polymer coats differently the graphene substrates producing peculiar SEM and AFM data. Microscopic and nanoscopic features of formulated materials were correlated with their photocatalytic activities by using methylene blue degradation test. Data collected under visible-light irradiation reveal as the best photodegradation performance was displayed by graphene coated with DMF copolyporphyrin solution.
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Alvarez PJJ, Chan CK, Elimelech M, Halas NJ, Villagrán D (2018) Emerging opportunities for nanotechnology to enhance water security. Nat Nanotechnol 13:634
Sharma M, Joshi M, Nigam S, Shree S, Avasthi DK, Adelung R, Srivastava SK, Mishra YK (2019) ZnO tetrapods and activated carbon based hybrid composite: adsorbents for enhanced decontamination of hexavalent chromium from aqueous solution. Chem Eng J 358:540–551
Demille TB, Hughes RA, Preston AS, Adelung R, Mishra YK, Neretina S (2018) Light-mediated growth of noble metal nanostructures (Au, Ag, Cu, Pt, Pd, Ru, Ir, Rh) from micro- and nanoscale ZnO tetrapodal backbones. Front Chem 6:411
Ahmed SN, Haider W (2018) Heterogeneous photocatalysis and its potential applications in water and wastewater treatment: a review. Nanotechnology 29(34):342001
Ussia M, Di Mauro A, Mecca T, Cunsolo F, Nicotra G, Spinella C, Cerruti P, Impellizzeri G, Privitera V, Carroccio SC (2018) ZnO-pHEMA nanocomposites: an ecofriendly and reusable material for water remediation. ACS Appl Mater Interfaces 10:40100–40110
Mishra YK, Adelung R (2018) ZnO tetrapod materials for functional applications. Mater Today 21:631–651
Smazna D, Shree S, Polonskyi O, Lamaka S, Baum M, Zheludkevich M, Faupel F, Adelung R, MishraY K (2019) Mutual interplay of ZnO micro-and nanowires and methylene blue during cyclic photocatalysis process. Biochem Pharmacol 7(2):103016
Dintcheva N Tz, Arrigo R, Carroccio SC, Curcuruto G, Guenzic C, Gambarotti C, Filippone G (2016) Multi-functional polyhedral oligomeric silsesquioxane-functionalized carbon nanotubes for photo-oxidative stable ultra-high molecular weight polyethylene-based nanocomposites. Eur Polym J 75:525–537
Perreault F, Fonseca de Faria A, Elimelech M (2015) Environmental applications of graphene-based nanomaterials. Chem Soc Rev 44:5861–5896
Chong MN, Jin B, Chow CWK, Saint C (2010) Recent developments in photocatalytic water treatment technology: a review. Water Res 44:2997–3027
Zhang N, Yang MQ, Liu S, Sun Y, Xu YJ (2015) Waltzing with the versatile platform of graphene to synthesize composite photocatalysts. Chem Rev 115:10307–10377
Wojcik A, Kamat PV (2010) Reduced graphene oxide and porphyrin: an interactive affair in 2-D. ACS Nano 4:6697–6706
Wei M, Wan J, Hu Z, Peng Z, Wang B (2016) Enhanced photocatalytic degradation activity over TiO2 nanotubes co-sensitized by reduced graphene oxide and copper(II) meso-tetra(4-carboxyphenyl)porphyrin. Appl Surf Sci 377:149–158
Tatykayev B, Donat F, Alem H, Balan L, Medjahdi G, Uralbekov B, Schneider R (2017) Synthesis of core/shell ZnO/rGO nanoparticles by calcination of ZIF-8/rGO composites and their photocatalytic activity. ACS Omega 2:4946–4954
Marin ML, Santos-Juanes L, Arques A, Amat AM, Miranda MA (2012) Organic photocatalysts for the oxidation of pollutants and model compounds. Chem Rev 112:1710–1750
Chen Y, Li A, Huang Z-H, Wang L-N, Kang F (2016) Porphyrin-based nanostructures for photocatalytic applications. Nanomaterials 6:51
Guo P, Chen P, Ma W, Liu M (2012) Morphology-dependent supramolecular photocatalytic performance of porphyrin nanoassemblies: from molecule to artificial supramolecular nanoantenna. J Mater Chem 22:20243
Hasobe T (2012) Photo- and electro-functional self-assembled architectures of porphyrins. Phys Chem Chem Phys 14:15975
Wang J, Zhong Y, Wang L, Zhang N, Cao R, Bian K, Alarid L, Haddad RE, Bai F, Fan H (2016) Morphology-controlled synthesis and metalation of porphyrin nanoparticles with enhanced photocatalytic performance. Nano Lett 16:6523–6528
Zhu M, Li Z, Xiao B, Lu Y, Du Y, Yang P, Wang X (2013) Surfactant assistance in improvement of photocatalytic hydrogen production with the porphyrin noncovalently functionalized graphene nanocomposite. ACS Appl Mater Interfaces 5:1732–1740
Chen Y, Huang Z-H, Yue M, Kang F (2014) Integrating porphyrin nanoparticles into a 2D graphene matrix for free-standing nanohybrid films with enhanced visible-light photocatalytic activity. Nanoscale 6:978–985
Han L, Wang P, Dong S (2012) Progress in graphene-based photoactive nanocomposites as a promising class of photocatalyst. Nanoscale 4:5814
Lu Q, Zhang Y, Liu S (2015) Graphene quantum dots enhanced photocatalytic activity of zinc porphyrin toward the degradation of Methylene blue under visible-light irradiation. J Mater Chem A Mater Energy Sustain 3:8552–8558
Wang A, Yu W, Huang Z, Zhou F, Song J, Song Y, Long L, Cifuentes MP, Humphrey MG, Zhang L, Shao J, Zhang C (2016) Covalent functionalization of reduced graphene oxide with porphyrin by means of diazonium chemistry for nonlinear optical performance. Sci Rep 6:23325
Karousis N, Sandanayaka ASD, Hasobe T, Economopoulos SP, Sarantopoulou E, Tagmatarchis N (2011) Graphene oxide with covalently linked porphyrin antennae: synthesis, characterization and photophysical properties. J Mater Chem 21:109–117
Yamuna R, Ramakrishnan S, Dhara K, Devi R, Kothurkar NK, Kirubha E, Palanisamy PK (2013) Synthesis, characterization, and nonlinear optical properties of graphene oxide functionalized with tetra-amino porphyrin. J Nanoparticle Res 15:1399
Bala Murali Krishna M, Venkatramaiah N, Venkatesan R, Narayana Rao D (2012) Synthesis and structural, spectroscopic and nonlinear optical measurements of graphene oxide and its composites with metal and metal free porphyrins. J Mater Chem 22:3059
Ge R, Wang X, Zhang C, Kang SZ, Qin L, Li G, Li X (2015) The influence of combination mode on the structure and properties of porphyrin-graphene oxide composites. Colloids Surfaces A Physicochem Eng Asp 483:45–52
Zhang N, Yang MQ, Tang ZR, Xu YJ (2014) Toward improving the graphene-semiconductor composite photoactivity via the addition of metal ions as generic interfacial mediator. ACS Nano 8:623–633
Qiu Y, Wang Z, Owens ACE, Kulaots I, Chen Y, Kane AB, Hurt RH (2014) Antioxidant chemistry of graphene-based materials and its role in oxidation protection technology. Nanoscale 6:11744–11755
Ussia M, Bruno E, Spina E, Vitalini D, Pellegrino G, Ruffino F, Privitera V, Carroccio SC (2018) Freestanding photocatalytic materials based on 3D graphene and polyporphyrins. Sci Rep 8:1–12
Su W-F (2013) Principles of polymer design and synthesis. Lecture notes in chemistry, vol 82. Springer, Berlin
Guang L, Hui W, Xuejun Z (2016) Effect of drying temperatures on structural performance and photocatalytic activity of BiOCl synthesized by a soft chemical method. J Solid State Chem 239:259–264
Sobczyński J, Tønnesen HH, Kristensen S (2013) Influence of aqueous media properties on aggregation and solubility of four structurally related meso-porphyrin photosensitizers evaluated by spectrophotometric measurements. Pharmazie 68:100–109
Ribeiro VGP, Marcelo AMP, da Silva KT, da Silva FLF, Mota JPF, do Nascimento JPC, do Nascimento JPC, Sombra ASB, da Silva Clemente C, Mele G, Carbone L, Mazzetto SE (2017) New ZnO@Cardanol porphyrin composite nanomaterials with enhanced photocatalytic capability under solar light irradiation. Materials 10:1–16
Duc LD, Bhosale SV, Jones LA, Revaprasadu N, Bhosale SV (2017) Fabrication of a Graphene@TiO@Porphyrin hybrid material and its photocatalytic properties under simulated sunlight irradiation. Chem Sel 2:3329–3333
Ahmed MA, Abou-Gamra ZM, Medien HAA, Hamza MA (2017) Effect of porphyrin on photocatalytic activity of TiO2 nanoparticles toward Rhodamine B photodegradation. J Photochem Photobiol B Biol 176:25–35
Park SJ, Das GS, Schütt F, Adelung R, Mishra YK, Tripathi KM, Kim T (2019) Visible-light photocatalysis by carbon- nano-onion-functionalized ZnO tetrapods: degradation of 2,4-dinitrophenol and a plant-model-based ecological assessment. NPG Asia Mater 11:8
Duc LD et al (2017) Arginine-mediated self-assembly of porphyrin on graphene: a photocatalyst for degradation of dyes. Appl Sci 7:643
This work was funded by the ESF-Sicilia 2014-2020 call 11/2017 project SENTI (Sensori Elettronici, Nano Tecnologie, Informatica per l’agricoltura di precisione - CIP 2014.IT.05.SFOP.014/3/10.4/9.2.10/0007) coordinated by CNR-IVALSA. The authors wish to thank Dr. Gonçalo Gonçalves, from AIXTRON SE, for his skilful technical assistance.
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10 μm × 10 μm and three-dimensional AFM image of the Ni/Graphene (on top) surface. Figure S2: UV–Vis reflectance spectra of copolymers in CHCl3, THF and DMF. Table S1: The properties of CHCl3, THF and DMF (PDF 2466 kb)
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Ussia, M., Ruffino, F., Bruno, E. et al. The role of solvent on the formulation of graphene/polyporphyrin hybrid material versus photocatalytic activity. Polym. Bull. 77, 2073–2087 (2020). https://doi.org/10.1007/s00289-019-02849-1