Surface Modification of Graphene Oxide with Pyrene Derivatives and their Photo-Switching Behaviors

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Abstract:

The characteristics of surface and interface of nanocomposites are favor for exerting some functional properties and widening new applications. Some low-dimensional materials generally have abundant chemical groups and reaction activities. These surface chemical groups of nanomaterials provide a large platform to develop new nanocomposites and applications by surface chemical reaction and surface reconstruction of another kind of materials. Among so many hot-fields materials, graphene and its nanocomposite are developed rapidly. The graphene oxide not only has good charge transferring property, but also has abundant chemical groups on its surface, such as, -COOH, -OH and epoxide group. Therefore, graphene oxide is a good candidate substrate for further constructing other functional materials in nanoscale. The graphene oxide and pyrene derivatives were selected as representative materials for studies. Assembly of pyrene containing –NH2 groups on the surface of graphene oxide was carried out. A series of characterizations were performed by SEM (scanning electron microscopy), TEM (transmission electron microscopy), the FTIR (Fourier-Transform Infrared ) spectra, The UV-Vis (Ultra-violet visible spectroscopy), photoluminescence spectra, et al. The results indicated that the UV-Vis of nanocomposite was almost covered the whole region of visible light, and the results of PL showed strong fluorescence quenching. There was strong interaction between the graphene oxide and pyrene. The photoconductivity response to weak visible light and 808 nm laser were studied based on interdigital electrodes of Au on flexible PET(polyethylene terephthalate) film substrate with casting method. The results showed that graphene oxide modified with pyrene derivatives exhibited that the photocurrent increased obviously to visible light, and photoresponse to weak 808 nm laser emerged photo-switching behavior. It would be developed the light detector to NIR, biomimetic fields or external stimuli driven nanocarriers for biomedical fields, et al.

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[1] R. Tian, W. Wang, Y. Huang, H. Duan, Y. Guo, H. Kang, H. Li and H. Liu, 3D composites of layered MoS2 and graphene nanoribbons for high performance lithium-ion battery anodes, J. Mater. Chem. A. 4(2016)13148–13154.

DOI: 10.1039/c6ta04331c

Google Scholar

[2] M. Shi, T. Wu, X. Song, J. Liu, L. Zhao, P. Zhang and L. Gao, Active Fe2O3 nanoparticles encapsulated in porous g-C3N4/graphene sandwich-type nanosheets as a superior anode for high-performance lithium-ion batteries, J. Mater. Chem. A. 4(2016).

DOI: 10.1039/c6ta03533g

Google Scholar

[3] X. Liu, S. Zhang, Y. Xing, S. Wang, P. Yang and H. Li, MOF-derived, N-doped porous carbon coated graphene sheets as high-performance anodes for lithium-ion batteries, New J. Chem., 2016, in press.

DOI: 10.1039/c6nj01896c

Google Scholar

[4] W. Wei, K. Sun and Y. Hu, Direct conversion of CO2 to 3D graphene and its excellent performance for dye-sensitized solar cells with 10% efficiency, J. Mater. Chem. A. 4(2016)12054–12057.

DOI: 10.1039/c6ta04008j

Google Scholar

[5] L. J. Brennan, P. K. Surolia, L. Rovelli, A. Loudon, S. P. Torsney, S. Roche, K. R. Thampic and Y. K. Gun'ko, Electrophoretic separation and deposition of metal–graphene nanocomposites and their application as electrodes in solar cells, RSC Adv. 6(2016).

DOI: 10.1039/c6ra12825d

Google Scholar

[6] X. Gan, R. Lv, H. Zhu, L. Ma, X. Wang, Z. Zhang, Z. Huang, H. Zhu, W. Ren, M. Terronesdfg and F. Kang, Polymer-coated graphene films as anti-reflective transparent electrodes for Schottky junction solar cells, J. Mater. Chem. A. 4(2016).

DOI: 10.1039/c6ta06261j

Google Scholar

[7] L. Zhang, R. Li, B. Tang and P. Wang, Solar-thermal conversion and thermal energy storage of graphene foam-based composites, Nanoscale. 8(2016)14600–14607.

DOI: 10.1039/c6nr03921a

Google Scholar

[8] L. Song, M. Zhao, X. Li, Z. Zhang and L. Qu, Solution-processed MoS2 nanotubes/reduced graphene oxide nanocomposite as an active electrocatalyst toward the hydrogen evolution reaction, RSC Adv. 6(2016)70740–70746.

DOI: 10.1039/c6ra11147e

Google Scholar

[9] X. Yang, H. Niu, H. Jiang, Q. Wang and F. Qu, A high energy density all-solid-state asymmetric supercapacitor based on MoS2/graphene nanosheets and MnO2/graphene hybrid electrodes, J. Mater. Chem. A. 4(2016)11264–11275.

DOI: 10.1039/c6ta03474h

Google Scholar

[10] X. Su, C. Gao, M. Cheng and R. Wang, Controllable synthesis of Ni(OH)2/Co(OH)2 hollow nanohexagons wrapped by reduced graphene oxide for supercapcitors, RSC Adv., 2016, in press.

DOI: 10.1039/c6ra20361b

Google Scholar

[11] T. Qin, B. Liu, Y. Wen, Z. Wang, X. Jiang, Z. Wan, S. Peng, G. Cao and D. He, Freestanding flexible graphene foams@polypyrrole@MnO2 electrodes for highperformance supercapacitors, J. Mater. Chem. A. 4(2016)9196–9203.

DOI: 10.1039/c6ta02835g

Google Scholar

[12] S. Li,Z. Wang,H. Jiang,L. Zhang,J. Ren,M. Zheng,L. Dongand L. Sun, Plasma-induced highly efficient synthesis of boron doped reduced graphene oxide for supercapacitors, Chem. Commun. 52(2016)10988-10991.

DOI: 10.1039/c6cc04052g

Google Scholar

[13] R. Sitkoa, M. Musielaka, B. Zawiszaa, E. Talikb, A. Gagor, Graphene oxide/cellulose membranes in adsorption of divalent metal ions, RSC Adv., 2016, in press.

DOI: 10.1039/c6ra21432k

Google Scholar

[14] R. P. Medina, E. T. Nadres, F. C. Ballesteros Jr. and D. F. Rodrigues, Incorporation of graphene oxide into a chitosan–polyIJacrylic acid) porous polymer nanocomposite for enhanced lead adsorption, Environ. Sci.: Nano. 3(2016)638–646.

DOI: 10.1039/c6en00021e

Google Scholar

[15] Y. Shen, X. Zhu and B. Chen, Size effects of graphene oxide nanosheets on the construction of three-dimensional graphene-based macrostructures as adsorbents, J. Mater. Chem. A. 4(2016)12106–12118.

DOI: 10.1039/c6ta04112d

Google Scholar

[16] C. Xu, X. He, C. Wang, X. Chen, R. Yuan and W. Dai, Introduction of holes into graphene sheets to further enhance graphene–TiO2 photocatalysis activities, RSC Adv. 6(2016)84068–84073.

DOI: 10.1039/c6ra17603h

Google Scholar

[17] W. Yin, H. Cao, One-Step synthesis SnO2-reduced graphene oxide (SOG) composites for efficient removal of organic dyes from wastewater, RSC Adv., 2016, in press.

DOI: 10.1039/c6ra21856c

Google Scholar

[18] E. Rafiee, E. Noori, A. A. Zinatizadeh, H. Zanganeh, Photocatalytic degradation of phenol using a new developed TiO2/graphene/heteropoly acid nanocomposite: Synthesis, characterization and the process optimization, RSC Adv., 2016, in press.

DOI: 10.1039/c6ra09897e

Google Scholar

[19] P. Liang, Q. Li, Z. Wu, J. Jiang and R. Yu, Graphene oxide–peptide nanoassembly as a general approach for monitoring the activity of histone deacetylases, Analyst. 141(2016)3989–3992.

DOI: 10.1039/c6an00902f

Google Scholar

[20] M. Cui, B. Cao, Y. Sun, Y. Zhang and H. Wang, Simple synthesis of nitrogen doped graphene/ordered mesoporous metal oxides hybrid architecture as high-performance electrocatalysts for biosensing study, RSC Adv., 2016, in press.

DOI: 10.1039/c6ra19496f

Google Scholar

[21] S. Biswas, R. Das, M. Basu, R. Bandyopadhyay, P. Pramanik, Synthesis of Carbon Nanoparticle Embedded Graphene for Sensitive and Selective Determination of Dopamine and Ascorbic acid in Biological Fluids, RSC Adv., 2016, in press.

DOI: 10.1039/c6ra16774h

Google Scholar

[22] Y. Su, G. Xie, J. Chen, H. Du, H. Zhang, Z. Yuana, Z. Ye, X. Du, H. Tai, Y. Jiang, Reduced Graphene Oxide-Polyethylene Oxide Hybrid Films for Toluene Sensing at Room Temperature, RSC Adv., 2016, in press.

DOI: 10.1039/c6ra21077e

Google Scholar

[23] Y. Song,J. Lu¨,B. Liuand C. Lu, Temperature responsive polymer brushes grafted from graphene oxide: an efficient fluorescent sensing platform for 2, 4, 6-trinitrophenol, J. Mater. Chem. C. 4(2016)7083-7092.

DOI: 10.1039/c6tc00898d

Google Scholar

[24] D. Huang, Z. Yang, X. Li, L. Zhang, J. Hu, Y. Su, N. Hu, G. Yin, D. He and Y. Zhang, Three-Dimensional Conductive Networks based on Stacked SiO2@graphene Frameworks for Enhanced Gas Sensing, Nanoscale, 2016, in press.

DOI: 10.1039/c6nr06465e

Google Scholar

[25] B. An,Y. Ma,W. Li,M. Su,F. Liand Y. Song, Three-dimensional multi-recognition flexible wearable sensor via graphene aerogel printing, Chem. Commun. 52(2016)10948-10951.

DOI: 10.1039/c6cc05910d

Google Scholar

[26] C. He, Z. Shi, C. Cheng, C. Nie, M. Zhou, L. Wang and C. Zhao, Highly swellable and biocompatible graphene/heparin-analogue hydrogels for implantable drug and protein delivery, RSC Adv. 6(2016)71893–71904.

DOI: 10.1039/c6ra14592b

Google Scholar

[27] N. Guo, W. Hu, T. Jiang, F. Gong, W. Luo, W. Qiu, P. Wang, L. Liu, S. Wu, L. Liao, X. Chena, and W. Lu, High-quality infrared imaging with graphene photodetectors at room temperature, Nanoscale. 8(2016)16065–16072.

DOI: 10.1039/c6nr04607j

Google Scholar

[28] K. Elouarzaki, M. Holzinger, A. L. Goff, J. Thery, R. S. Marksae and S. Cosnier, Glucose fuel cell based on carbon nanotube supported pyrene–metalloporphyrin catalysts, J. Mater. Chem. A. 4(2016)10635–10640.

DOI: 10.1039/c6ta04477h

Google Scholar

[29] K. Oniwa,H. Kikuchi,H. Shimotani,S. Ikeda,N. Asao,Y. Yamamoto,K. Tanigakia and T. Jin, 2-Positional pyrene end-capped oligothiophenes for high performance organic field effect transistors, Chem. Commun. 52(2016)4800-4803.

DOI: 10.1039/c6cc00948d

Google Scholar

[30] M. Chhatwal,A. Kumar,R. D. Guptaand S. K. Awasthi, A pyrene-based electropolymerized film as a solid-state platform for multi-bit memory storage and fluorescence sensing of nitroaromatics in aqueous solutions, J. Mater. Chem. C. 4(2016)4129-4133.

DOI: 10.1039/c6tc00899b

Google Scholar

[31] K. P. Gan, M. Yoshio and T. Kato, Columnar liquid-crystalline assemblies of X-shaped pyrene–oligothiophene conjugates: photoconductivities and mechanochromic functions, J. Mater. Chem. C. 4(2016)5073-5080.

DOI: 10.1039/c6tc00808a

Google Scholar

[32] Y. Liu, Q. Bai, J. Li, S. Zhang, C. Zhang, F. Lu, B. Yang and P. Lu, Efficient pyrene-imidazole derivatives for organic light-emitting diodes, RSC Adv. 6(2016)17239–17245.

DOI: 10.1039/c5ra25424h

Google Scholar

[33] H. Huang, X. Yang, K. Wang, Q. Wang, Q. Guo, J. Huang, J. Liu and C. Song, Amplified fluorescence detection of adenosine via catalyzed hairpin assembly and host–guest interactions between β-cyclodextrin polymer and pyrene, Analyst. 141(2016).

DOI: 10.1039/c5an02658j

Google Scholar

[34] W. Ju,X. Song,G. Yan,K. Xu,J. Wang,D. Yin,L. Li,X. Qu,Y. Liand J. Li, Layer-by-layer assembly of polyoxometalate–pyrene-decorated fluorescent microspheres for the suspension immunoassay of Listeria monocytogenes, J. Mater. Chem. B. 4(2016).

DOI: 10.1039/c6tb00986g

Google Scholar

[35] P. Sahoo, H. S. Sarkar, S. Das, K. Maiti, M. R. Uddinc and S. Mandalc, Pyrene appended thymine derivative for selective turn-on fluorescence sensing of uric acid in live cells, RSC Adv. 6(2016)66774–66778.

DOI: 10.1039/c6ra15980j

Google Scholar

[36] B. K. Rani, S. AbrahamJohn, A novelpyrene based fluorescent probe for selective detection of cysteine in presence of other bio-thiols in living cells, Biosensors and Bioelectronics. 83(2016)237–242.

DOI: 10.1016/j.bios.2016.04.013

Google Scholar

[37] C. Wu, Y. Ikejiri, J. Zhao, X. Jiang, X. Ni, X. Zeng,C. Redshaw, T. Yamato, A pyrene-functionalized triazole-linked hexahomotrioxacalix.

DOI: 10.1016/j.snb.2016.01.051

Google Scholar

[3] areneas a fluorescent chemosensor for Zn2+ions, Sensors and Actuators B. 228 (2016) 480–485.

Google Scholar

[38] Y. Wu, C. Li, Y. Li, D. Li, Z. Li, Development of a simple pyrene-based ratiometric fluorescentchemosensor for copper ion in living cells, Sensors and Actuators B. 222 (2016) 1226–1232.

DOI: 10.1016/j.snb.2015.06.151

Google Scholar

[39] Z. Guo, Y. Guan, W. Zheng, Z. Huang, W. Yang, One-step preparation of pyrene-doped silica particles with tunableemission and their application for ethanol detection, Colloids and Surfaces A: Physicochem. Eng. Aspects. 506 (2016) 306–312.

DOI: 10.1016/j.colsurfa.2016.06.053

Google Scholar

[40] E. Faggia, J. Serra-Vinardellb, M. D. Pandeyc, J. Casasd, G. Fabriàsd, S. V. Luisc, I. Alfonso, Pseudopeptidic fluorescent on-off pH sensor based on pyrene excimer emission: Imaging of acidic cellular organelles, Sensors and Actuators B. 234 (2016).

DOI: 10.1016/j.snb.2016.05.037

Google Scholar

[41] H. Huang, X. Yang, K. Wang, Q. Wang, Q. Guo, J. Huang, J. Liu, X. Guo, W. Li, L. He, Amplified fluorescence detection of DNA based on catalyzed dynamic assembly and host–guest interaction between β-cyclodextr in polymer and pyrene, Talanta. 144(2015).

DOI: 10.1016/j.talanta.2015.06.087

Google Scholar

[42] T. Wang,N. Zhang,K. Zhang,J. Dai,W. Baiand R. Bai, Pyrene boronic acid cyclic ester: a new fast self-recovering mechanoluminescent material at room temperature, Chem. Commun. 52(2016)9679-9682.

DOI: 10.1039/c6cc03248f

Google Scholar

[43] P. Xing,Z. Zhao,A. Haoand Y. Zhao, Tailoring luminescence color conversion via affinitive co-assembly of glutamates appended with pyrene and naphthalene dicarboximide units, Chem. Commun. 52(2016)1246-1249.

DOI: 10.1039/c5cc08858e

Google Scholar

[44] A. S. Abd-El-Aziz, A. A. Abdelghani, B. D. Wagner, J. K. Pearson, M. K. Awad, Design of blue fluorescence emitter star-shaped macromolecules based on pyrene and anthracene, Polymer. 98 (2016) 210-228.

DOI: 10.1016/j.polymer.2016.06.032

Google Scholar

[45] T. M. George, S. Varughese and M. L. P. Reddy, Near-infrared luminescence of Nd3+ and Yb3+ complexes using a polyfluorinated pyrene-based b-diketonate ligand, RSC Adv. 6(2016) 69509–69520.

DOI: 10.1039/c6ra12220e

Google Scholar

[46] A. S. Abd-El-Aziz, A. A. Abdelghani, B. D. Wagner and E. M. Abdelrehim, Aggregation enhanced excimer emission (AEEE) with efficient blue emission based on pyrene dendrimers, Polym. Chem. 7(2016)3277–3299.

DOI: 10.1039/c6py00443a

Google Scholar

[47] H. Wu, H. Peng and G. Pan, Precise growth of low-dimensional pyrene and perylene and TCNQ co-crystals and structure–property related optoelectronic properties, RSC Adv. 6(2016)78979–78983.

DOI: 10.1039/c6ra17200h

Google Scholar

[48] E. Gonz_alez-Ju_arez , M. Güizado-Rodríguez, V. Barba, M. Melgoza-Ramírez, M. Rodríguez, G. Ramos-Ortíz, J.L. Maldonado, Polythiophenes based on pyrene as pendant group: Synthesis, structural characterization and luminescent properties, Journal of Molecular Structure. 1103 (2016).

DOI: 10.1016/j.molstruc.2015.09.011

Google Scholar

[49] M. Vonlanthen, A. Cevallos-Vallejo, E. Aguilar-Ortíz, A. Ruiu, P. Porcu, E. Rivera, Synthesis, characterization and photophysical studies of novel pyrene labeled ruthenium (II) trisbipyridine complex cored dendrimers, Polymer. 99 (2016)13-20.

DOI: 10.1016/j.polymer.2016.06.061

Google Scholar

[50] G. Wang,W. Wang,R. Miao,C. Shang,M. He,H. Peng,G. Heand Y. Fang, A perylene bisimide derivative with pyrene and cholesterol as modifying structures: synthesis and fluorescence behavior, Phys. Chem. Chem. Phys. 18(2016)12221-12230.

DOI: 10.1039/c6cp01447j

Google Scholar

[51] W. Chen, Z. Dai, H. Liu, H. Liu, Y. Shi, X. Li, Photoinduced electron and energy transfer within a pyrene-perylenediimide dyad embedded in polymer matrixes, Journal of Luminescence. 168(2015)192–198.

DOI: 10.1016/j.jlumin.2015.07.046

Google Scholar

[52] Y. Ma, Y. Jia, L. Wang, M. Yang, Y. Bi and Y. Qi, Facile synthesis of three-dimensional flower-like MoO2–graphene nanostructures with enhanced electrochemical performance, J. Mater. Chem. A. 4(2016)10414–10418.

DOI: 10.1039/c6ta03003c

Google Scholar

[53] A. Muthurasu, P. Dhandapani and V. Ganesh, Facile and simultaneous synthesis of graphene quantum dots and reduced graphene oxide for bio-imaging and supercapacitor applications, New J. Chem. in press.

DOI: 10.1039/c6nj00586a

Google Scholar

[54] D. Xie, D. Ji, Y. Zhang, J. Cao,H. Zheng, L. Liu, Y. Zang, J. Li, G. Chen,T. D. Jamesand X. He, Targeted fluorescence imaging enhanced by 2D materials: a comparison between 2D MoS2 and graphene oxide, Chem. Commun. 52(2016)9418-9421.

DOI: 10.1039/c6cc04687h

Google Scholar

[55] D. W. Chang and J. Baek, Eco-friendly synthesis of graphene nanoplatelets, J. Mater. Chem. A, in press.

Google Scholar

[56] L. Huang,Y. Hanand S. Dong, Highly-branched mesoporous Au–Pd–Pt trimetallic nanoflowers blooming on reduced graphene oxide as an oxygen reduction electrocatalyst, Chem. Commun. 52(2016)8659—8662.

DOI: 10.1039/c6cc03073d

Google Scholar

[57] J. Zheng, X. Ma, X. He, M. Gao, and G. Li, Praparation, characterizations, and its potential applications of PANi/graphene oxide nanocomposite, Procedia Engineering, 27(2012) 1478-1487.

DOI: 10.1016/j.proeng.2011.12.611

Google Scholar