10.1007/s40089-021-00362-w

Advances on catalytic reduction of 4-nitrophenol by nanostructured materials as benchmark reaction

  1. Rubber Technology Centre, Indian Institute of Technology Kharagpur, Kharagpur, West Bengal, 721302, IN

Published in Issue 2022-01-04

How to Cite

Das, T. K., & Das, N. C. (2022). Advances on catalytic reduction of 4-nitrophenol by nanostructured materials as benchmark reaction. International Nano Letters, 12(3 (September 2022). https://doi.org/10.1007/s40089-021-00362-w

Abstract

Abstract The catalytic reduction of 4-nitrophenol (4-NP) has become benchmark reaction to assess the activity of the nanostructured materials. Thousands of researchers have already explored their synthesized efficient catalytic nanostructured materials by performing the catalytic reduction of 4-NP. Synthesis of various nanostructured materials and their use as catalyst for reduction of nitrophenol in presence of reducing agents have been discussed here. Reductions of 4-NP have been considered as universally accepted model catalytic reaction due to easy measurement of kinetic parameters through monitoring the reaction by UV–visible spectroscopic techniques. In this review, different aspects of model catalytic reduction related to thermodynamics parameters have been elucidate. Finally, the plausible pathways of catalytic reduction of nitrophenols by various types of nanostructured materials have been discussed here. This literature-based discussion on nitrophenols reduction by nanostructured materials allows us to argue numbers of perception, such as size and structure-dependent catalytic activity, structural chemistry of the active nanoparticles, reconstruction of nanoparticles surface and functions of diffusion to control catalytic activity. Graphical abstract

Keywords

  • 4-Nitrophenol,
  • Nanostructured materials,
  • Catalytic reduction,
  • Model reaction

References

  1. Reijnders (2006) Cleaner nanotechnology and hazard reduction of manufactured nanoparticles 14(2) (pp. 124-133) https://doi.org/10.1016/j.jclepro.2005.03.018
  2. Rao et al. (2006) Wiley
  3. Aspoukeh et al. (2021) Synthesis, properties and uses of ZnO nanorods: a mini review https://doi.org/10.1007/s40089-021-00349-7
  4. Roco (2011) Springer
  5. Sharma et al. (2015) Preparation and catalytic applications of nanomaterials: a review 5(66) (pp. 53381-53403) https://doi.org/10.1039/C5RA06778B
  6. Babu (2021) Nanotechnology mediated intelligent and improved food packaging https://doi.org/10.1007/s40089-021-00348-8
  7. Dang et al. (2010) Trends in worldwide nanotechnology patent applications: 1991 to 2008 12(3) (pp. 687-706) https://doi.org/10.1007/s11051-009-9831-7
  8. Sahni et al. (2015) Controlled green synthesis of silver nanoparticles by Allium cepa and Musa acuminata with strong antimicrobial activity 5(2) (pp. 93-100) https://doi.org/10.1007/s40089-015-0142-y
  9. Ealias, A.M., Saravanakumar, M.: A review on the classification, characterisation, synthesis of nanoparticles and their application. In: IOP Conference Series: Materials Science and Engineering, vol 263, p 032019 (2017)
  10. Bhushan (2017) Springer https://doi.org/10.1007/978-3-662-54357-3
  11. Cao (2004) World Scientific https://doi.org/10.1142/p305
  12. Saleh (2020) Nanomaterials: classification, properties, and environmental toxicities https://doi.org/10.1016/j.eti.2020.101067
  13. Arole and Munde (2014) Fabrication of nanomaterials by top-down and bottom-up approaches—an overview (pp. 89-93)
  14. Ortega et al. (2017) Bottom-up engineering of thermoelectric nanomaterials and devices from solution-processed nanoparticle building blocks 46(12) (pp. 3510-3528) https://doi.org/10.1039/C6CS00567E
  15. Ovais et al. (2017) Current state and prospects of the phytosynthesized colloidal gold nanoparticles and their applications in cancer theranostics 101(9) (pp. 3551-3565) https://doi.org/10.1007/s00253-017-8250-4
  16. Sharma et al. (2018) Advance applications of nanomaterials: a review 5(2) (pp. 6376-6380) https://doi.org/10.1016/j.matpr.2017.12.248
  17. Ghasemzadeh et al. (2014) Applications of nanomaterials in water treatment and environmental remediation 8(4) (pp. 471-482) https://doi.org/10.1007/s11783-014-0654-0
  18. Vollath (2008) Nanomaterials an introduction to synthesis, properties and application 7(6) (pp. 865-870)
  19. Kumar et al. (2017) Green synthesis of manganese oxide nanoparticles for the electrochemical sensing of p-nitrophenol 7(2) (pp. 123-131) https://doi.org/10.1007/s40089-017-0205-3
  20. El Rhazi et al. (2018) Recent progress in nanocomposites based on conducting polymer: application as electrochemical sensors 8(2) (pp. 79-99) https://doi.org/10.1007/s40089-018-0238-2
  21. Heydari et al. (2017) Nanosized amorphous (Co, Fe) oxide particles decorated PANI–CNT: facile synthesis, characterization, magnetic, electromagnetic properties and their application 7(4) (pp. 275-283) https://doi.org/10.1007/s40089-017-0223-1
  22. Din et al. (2020) Nanocatalytic assemblies for catalytic reduction of nitrophenols: a critical review 50(4) (pp. 322-338) https://doi.org/10.1080/10408347.2019.1637241
  23. Majumdar et al. (2017) Synthesis of palladium nanoparticles with leaf extract of Chrysophyllum cainito (Star apple) and their applications as efficient catalyst for C–C coupling and reduction reactions 7(4) (pp. 267-274) https://doi.org/10.1007/s40089-017-0220-4
  24. Yang et al. (2019) Activation of zero-valent iron through ball-milling synthesis of hybrid Fe0/Fe3O4/FeCl2 microcomposite for enhanced nitrobenzene reduction (pp. 698-704) https://doi.org/10.1016/j.jhazmat.2019.01.105
  25. Roostaei and Tezel (2004) Removal of phenol from aqueous solutions by adsorption 70(2) (pp. 157-164) https://doi.org/10.1016/j.jenvman.2003.11.004
  26. Jha and Shimpi (2018) Spherical nanosilver: bio-inspired green synthesis, characterizations, and catalytic applications (pp. 234-249) https://doi.org/10.1016/j.nanoso.2018.07.004
  27. Majumdar et al. (2013) Acacia nilotica (Babool) leaf extract mediated size-controlled rapid synthesis of gold nanoparticles and study of its catalytic activity 3(1) (pp. 1-6) https://doi.org/10.1186/2228-5326-3-53
  28. Akçay (2004) Characterization and determination of the thermodynamic and kinetic properties of p-CP adsorption onto organophilic bentonite from aqueous solution 280(2) (pp. 299-304) https://doi.org/10.1016/j.jcis.2004.07.030
  29. Widegren and Finke (2003) A review of the problem of distinguishing true homogeneous catalysis from soluble or other metal-particle heterogeneous catalysis under reducing conditions 198(1–2) (pp. 317-341) https://doi.org/10.1016/S1381-1169(02)00728-8
  30. Astruc et al. (2005) Nanoparticles as recyclable catalysts: the frontier between homogeneous and heterogeneous catalysis 44(48) (pp. 7852-7872) https://doi.org/10.1002/anie.200500766
  31. Cui et al. (2018) Bridging homogeneous and heterogeneous catalysis by heterogeneous single-metal-site catalysts 1(6) (pp. 385-397) https://doi.org/10.1038/s41929-018-0090-9
  32. Zhao et al. (2015) Basic concepts and recent advances in nitrophenol reduction by gold-and other transition metal nanoparticles (pp. 114-136) https://doi.org/10.1016/j.ccr.2015.01.002
  33. Herves et al. (2012) Catalysis by metallic nanoparticles in aqueous solution: model reactions 41(17) (pp. 5577-5587) https://doi.org/10.1039/c2cs35029g
  34. Ying (2006) Design and synthesis of nanostructured catalysts 61(5) (pp. 1540-1548) https://doi.org/10.1016/j.ces.2005.08.021
  35. Teimouri et al. (2018) Gold nanoparticles fabrication by plant extracts: synthesis, characterization, degradation of 4-nitrophenol from industrial wastewater, and insecticidal activity—a review (pp. 740-753) https://doi.org/10.1016/j.jclepro.2018.02.268
  36. Ganguly et al. (2017) Sonochemical green reduction to prepare Ag nanoparticles decorated graphene sheets for catalytic performance and antibacterial application (pp. 577-588) https://doi.org/10.1016/j.ultsonch.2017.05.005
  37. Zieris et al. (1988) Long-term effects of 4-nitrophenol in an outdoor synthetic aquatic ecosystem 17(2) (pp. 165-175) https://doi.org/10.1007/BF01056021
  38. Tomei et al. (2004) 4-Nitrophenol biodegradation in a sequencing batch reactor: kinetic study and effect of filling time 38(2) (pp. 375-384) https://doi.org/10.1016/j.watres.2003.09.023
  39. Das et al. (2021) An environment friendly free-standing cellulose membrane derived for catalytic reduction of 4-nitrophenol: a sustainable approach 9(1) https://doi.org/10.1016/j.jece.2020.104596
  40. Xiong et al. (2019) Removal of nitrophenols and their derivatives by chemical redox: a review (pp. 13-31) https://doi.org/10.1016/j.cej.2018.11.111
  41. Das et al. (2018) Mussel inspired green synthesis of silver nanoparticles-decorated halloysite nanotube using dopamine: characterization and evaluation of its catalytic activity 8(1–2) (pp. 173-186) https://doi.org/10.1007/s13204-018-0658-3
  42. Rodrigues et al. (2019) Nanocatalysis by noble metal nanoparticles: controlled synthesis for the optimization and understanding of activities 7(11) (pp. 5857-5874) https://doi.org/10.1039/C9TA00074G
  43. Choudhury et al. (2019) Spectroscopic investigation of aggregation kinetics and catalytic activity of gluconate and N-(1-naphthyl) ethylenediammonium stabilized silver nanoparticles https://doi.org/10.1016/j.nanoso.2019.100346
  44. Gao et al. (2016) Direct evidence of plasmonic enhancement on catalytic reduction of 4-nitrophenol over silver nanoparticles supported on flexible fibrous networks (pp. 245-252) https://doi.org/10.1016/j.apcatb.2016.01.074
  45. Xu et al. (2020) Remarkably catalytic activity in reduction of 4-nitrophenol and methylene blue by Fe3O4@ COF supported noble metal nanoparticles https://doi.org/10.1016/j.apcatb.2019.118142
  46. Modirshahla et al. (2008) Investigation of the effect of different electrodes and their connections on the removal efficiency of 4-nitrophenol from aqueous solution by electrocoagulation 154(1–3) (pp. 778-786) https://doi.org/10.1016/j.jhazmat.2007.10.120
  47. Fu et al. (2020) Exceptionally thermal-stable Al2O3/TiO2 nanofibers by depressing surface-initiated grain growth as new supports for anti-sintering Pt nanoparticles https://doi.org/10.1016/j.mtnano.2020.100088
  48. Zhou et al. (2011) Nanomaterials of high surface energy with exceptional properties in catalysis and energy storage 40(7) (pp. 4167-4185) https://doi.org/10.1039/c0cs00176g
  49. Das et al. (2021) Efficient synthesis of catalytic active silver nanoparticles illuminated cerium oxide nanotube: a mussel inspired approach
  50. Roy et al. (2015) Mussel-inspired synthesis of boron nitride nanosheet-supported gold nanoparticles and their application for catalytic reduction of 4-nitrophenol 26(10) https://doi.org/10.1088/0957-4484/26/10/105601
  51. Kou et al. (2020) Highly efficient and recyclable catalyst: porous Fe3O4–Au magnetic nanocomposites with tailored synthesis 31(22) https://doi.org/10.1088/1361-6528/ab767b
  52. Moyano and Rotello (2011) Nano meets biology: structure and function at the nanoparticle interface 27(17) (pp. 10376-10385) https://doi.org/10.1021/la2004535
  53. Lu et al. (2006) Thermosensitive core–shell particles as carriers for Ag nanoparticles: modulating the catalytic activity by a phase transition in networks 45(5) (pp. 813-816) https://doi.org/10.1002/anie.200502731
  54. Lu and Ballauff (2011) Thermosensitive core–shell microgels: from colloidal model systems to nanoreactors 36(6) (pp. 767-792) https://doi.org/10.1016/j.progpolymsci.2010.12.003
  55. Ganguly et al. (2020) Acoustic cavitation assisted destratified clay tactoid reinforced in situ elastomer-mimetic semi-IPN hydrogel for catalytic and bactericidal application https://doi.org/10.1016/j.ultsonch.2019.104797
  56. Liu et al. (2017) Polydopamine as a bridge to decorate monodisperse gold nanoparticles on Fe3O4 nanoclusters for the catalytic reduction of 4-nitrophenol 7(72) (pp. 45545-45551) https://doi.org/10.1039/C7RA09373J
  57. Abroushan et al. (2017) Ag3PO4/CoFe2O4 magnetic nanocomposite: synthesis, characterization and applications in catalytic reduction of nitrophenols and sunlight-assisted photocatalytic degradation of organic dye pollutants 7(30) (pp. 18293-18304) https://doi.org/10.1039/C7RA01728F
  58. Deshpande et al. (2020) Prospective of nanotechnology in degradation of waste water: a new challenges https://doi.org/10.1016/j.nanoso.2020.100442
  59. Vannice and Joyce (2005) Springer https://doi.org/10.1007/b136380
  60. Pradhan et al. (2001) Catalytic reduction of aromatic nitro compounds by coinage metal nanoparticles 17(5) (pp. 1800-1802) https://doi.org/10.1021/la000862d
  61. Mei et al. (2005) High catalytic activity of platinum nanoparticles immobilized on spherical polyelectrolyte brushes 21(26) (pp. 12229-12234) https://doi.org/10.1021/la052120w
  62. Wunder et al. (2005) Catalytic activity of faceted gold nanoparticles studied by a model reaction: evidence for substrate-induced surface restructuring 1(8) (pp. 908-916) https://doi.org/10.1021/cs200208a
  63. Wunder et al. (2010) Kinetic analysis of catalytic reduction of 4-nitrophenol by metallic nanoparticles immobilized in spherical polyelectrolyte brushes 114(19) (pp. 8814-8820) https://doi.org/10.1021/jp101125j
  64. Lin and Doong (2014) Highly efficient reduction of 4-nitrophenol by heterostructured gold-magnetite nanocatalysts (pp. 32-41) https://doi.org/10.1016/j.apcata.2014.08.013
  65. Saha et al. (2010) Photochemical green synthesis of calcium-alginate-stabilized Ag and Au nanoparticles and their catalytic application to 4-nitrophenol reduction 26(4) (pp. 2885-2893) https://doi.org/10.1021/la902950x
  66. Schwab (1946) Metal electrons and catalysis (pp. 689-697) https://doi.org/10.1039/tf9464200689
  67. Bond et al. (2000) Compensation phenomena in heterogeneous catalysis: general principles and a possible explanation 42(3) (pp. 323-383) https://doi.org/10.1081/CR-100100264
  68. Nguyen et al. (2019) Enhanced catalytic reduction of nitrophenols by sodium borohydride over highly recyclable Au@ graphitic carbon nitride nanocomposites (pp. 337-347) https://doi.org/10.1016/j.apcatb.2018.08.035
  69. Ung et al. (1999) Redox catalysis using Ag@ SiO2 colloids 103(32) (pp. 6770-6773) https://doi.org/10.1021/jp991111r
  70. Carregal-Romero et al. (2010) Colloidal gold-catalyzed reduction of ferrocyanate(III) by borohydride ions: a model system for redox catalysis 26(2) (pp. 1271-1277) https://doi.org/10.1021/la902442p
  71. Reddy et al. (2015) Catalytic reduction of p-nitrophenol and hexacyanoferrate(III) by borohydride using green synthesized gold nanoparticles 62(5) (pp. 420-428) https://doi.org/10.1002/jccs.201400513
  72. Ganguly et al. (2018) Natural saponin stabilized nano-catalyst as efficient dye-degradation catalyst (pp. 86-95) https://doi.org/10.1016/j.nanoso.2018.05.002
  73. Ndolomingo et al. (2020) Review of supported metal nanoparticles: synthesis methodologies, advantages and application as catalysts (pp. 6195-6241) https://doi.org/10.1007/s10853-020-04415-x
  74. Xu et al. (2008) Green preparation and catalytic application of Pd nanoparticles 19(30) https://doi.org/10.1088/0957-4484/19/30/305603
  75. Mandlimath and Gopal (2011) Catalytic activity of first row transition metal oxides in the conversion of p-nitrophenol to p-aminophenol 350(1–2) (pp. 9-15) https://doi.org/10.1016/j.molcata.2011.08.009
  76. Piotrowski et al. (2019) Magnetic iron oxide nanoparticles functionalized with C60 phosphonic acid derivative for catalytic reduction of 4-nitrophenol 7(3) https://doi.org/10.1016/j.jece.2019.103147
  77. Mogudi et al. (2016) Catalytic activity of mesoporous cobalt oxides with controlled porosity and crystallite sizes: evaluation using the reduction of 4-nitrophenol (pp. 74-82) https://doi.org/10.1016/j.apcatb.2016.05.051
  78. Begum et al. (2016) Physical chemistry of catalytic reduction of nitroarenes using various nanocatalytic systems: past, present, and future 18(8) https://doi.org/10.1007/s11051-016-3536-5
  79. Aditya et al. (2015) Nitroarene reduction: a trusted model reaction to test nanoparticle catalysts 51(46) (pp. 9410-9431) https://doi.org/10.1039/C5CC01131K
  80. Pradhan et al. (2002) Silver nanoparticle catalyzed reduction of aromatic nitro compounds 196(2–3) (pp. 247-257) https://doi.org/10.1016/S0927-7757(01)01040-8
  81. Ghosh et al. (2004) Bimetallic Pt–Ni nanoparticles can catalyze reduction of aromatic nitro compounds by sodium borohydride in aqueous solution 268(1–2) (pp. 61-66) https://doi.org/10.1016/j.apcata.2004.03.017
  82. Jana et al. (2006) Synthesis of silver nanoshell-coated cationic polystyrene beads: a solid phase catalyst for the reduction of 4-nitrophenol 313(1) (pp. 41-48) https://doi.org/10.1016/j.apcata.2006.07.007
  83. Das et al. (2018) A facile green synthesis of silver nanoparticle-decorated hydroxyapatite for efficient catalytic activity towards 4-nitrophenol reduction 44(2) (pp. 1189-1208) https://doi.org/10.1007/s11164-017-3161-7
  84. Deraedt et al. (2014) Sodium borohydride stabilizes very active gold nanoparticle catalysts 50(91) (pp. 14194-14196) https://doi.org/10.1039/C4CC05946H
  85. Astruc (2012) Electron-transfer processes in dendrimers and their implication in biology, catalysis, sensing and nanotechnology 4(4) (pp. 255-267) https://doi.org/10.1038/nchem.1304
  86. Nie et al. (2012) Platinum supported on reduced graphene oxide as a catalyst for hydrogenation of nitroarenes 50(2) (pp. 586-596) https://doi.org/10.1016/j.carbon.2011.09.017
  87. Kanti Das et al. (2019) Temperature-dependent study of catalytic Ag nanoparticles entrapped resin nanocomposite towards reduction of 4-nitrophenol 4(13) (pp. 3665-3671)
  88. Li et al. (2013) A PdAg bimetallic nanocatalyst for selective reductive amination of nitroarenes 49(61) (pp. 6843-6845) https://doi.org/10.1039/c3cc00249g
  89. Yan et al. (2014) Synthesis of novel two-phase Co@ SiO2 nanorattles with high catalytic activity 53(17) (pp. 9073-9079) https://doi.org/10.1021/ic501092k
  90. Zhang et al. (2011) In situ assembly of well-dispersed Ag nanoparticles (AgNPs) on electrospun carbon nanofibers (CNFs) for catalytic reduction of 4-nitrophenol 3(8) (pp. 3357-3363) https://doi.org/10.1039/c1nr10405e
  91. Liang et al. (2014) Facile in situ synthesis of silver nanoparticles on procyanidin-grafted eggshell membrane and their catalytic properties 6(7) (pp. 4638-4649) https://doi.org/10.1021/am500665p
  92. Das et al. (2018) A facile green synthesis of amino acid boosted Ag decorated reduced graphene oxide nanocomposites and its catalytic activity towards 4-nitrophenol reduction (pp. 79-91) https://doi.org/10.1016/j.surfin.2018.08.004
  93. Kästner and Thünemann (2016) Catalytic reduction of 4-nitrophenol using silver nanoparticles with adjustable activity 32(29) (pp. 7383-7391) https://doi.org/10.1021/acs.langmuir.6b01477
  94. Ansar and Kitchens (2016) Impact of gold nanoparticle stabilizing ligands on the colloidal catalytic reduction of 4-nitrophenol 6(8) (pp. 5553-5560) https://doi.org/10.1021/acscatal.6b00635
  95. He et al. (2013) Fe3O4@ graphene oxide composite: a magnetically separable and efficient catalyst for the reduction of nitroarenes 48(5) (pp. 1885-1890) https://doi.org/10.1016/j.materresbull.2013.01.038
  96. Kumbhar et al. (2000) Mg–Fe hydrotalcite as a catalyst for the reduction of aromatic nitro compounds with hydrazine hydrate 191(2) (pp. 467-473) https://doi.org/10.1006/jcat.2000.2827
  97. Selvam and Swaminathan (2011) Cost effective one-pot photocatalytic synthesis of quinaldines from nitroarenes by silver loaded TiO2 (pp. 52-61) https://doi.org/10.1016/j.molcata.2011.09.014
  98. Cantillo et al. (2012) In situ generated iron oxide nanocrystals as efficient and selective catalysts for the reduction of nitroarenes using a continuous flow method 124(40) (pp. 10337-10340) https://doi.org/10.1002/ange.201205792
  99. Osborne et al. (2012) Rapid microwave-assisted synthesis of dextran-coated iron oxide nanoparticles for magnetic resonance imaging 23(21) https://doi.org/10.1088/0957-4484/23/21/215602
  100. Das et al. (2019) In-situ synthesis of magnetic nanoparticle immobilized heterogeneous catalyst through mussel mimetic approach for the efficient removal of water pollutants https://doi.org/10.1016/j.colcom.2019.100218
  101. Sahu et al. (2020) Enhanced catalytic activity of CuO/Cu2O hybrid nanowires for reduction of 4-nitrophenol in water https://doi.org/10.1016/j.jpcs.2019.109143
  102. Paul et al. (2010) Mesoporous nickel–aluminum mixed oxide: a promising catalyst in hydride-transfer reactions (pp. 5129-5134) https://doi.org/10.1002/ejic.201000732
  103. Gawande et al. (2012) Regio-and chemoselective reduction of nitroarenes and carbonyl compounds over recyclable magnetic ferrite–nickel nanoparticles (Fe3O4–Ni) by using glycerol as a hydrogen source 18(40) (pp. 12628-12632) https://doi.org/10.1002/chem.201202380
  104. Pal et al. (2014) Account of nitroarene reduction with size-and facet-controlled CuO–MnO2 nanocomposites 6(12) (pp. 9173-9184) https://doi.org/10.1021/am502866t
  105. Liu et al. (2013) Hollow mesoporous ceria nanoreactors with enhanced activity and stability for catalytic application 49(36) (pp. 3757-3759) https://doi.org/10.1039/c3cc40665b
  106. Praharaj et al. (2004) Immobilization and recovery of Au nanoparticles from anion exchange resin: resin-bound nanoparticle matrix as a catalyst for the reduction of 4-nitrophenol 20(23) (pp. 9889-9892) https://doi.org/10.1021/la0486281
  107. Choi et al. (2011) Hybrid gold nanoparticle-reduced graphene oxide nanosheets as active catalysts for highly efficient reduction of nitroarenes 21(39) (pp. 15431-15436) https://doi.org/10.1039/c1jm12477c
  108. Huang et al. (2014) Dispersed Cu2O octahedrons on h-BN nanosheets for p-nitrophenol reduction 6(16) (pp. 14469-14476) https://doi.org/10.1021/am5037737
  109. Fountoulaki et al. (2014) Mechanistic studies of the reduction of nitroarenes by NaBH4 or hydrosilanes catalyzed by supported gold nanoparticles 4(10) (pp. 3504-3511) https://doi.org/10.1021/cs500379u
  110. Rastogi et al. (2012) Microwave assisted polymer stabilized synthesis of silver nanoparticles and its application in the degradation of environmental pollutants 177(6) (pp. 456-461) https://doi.org/10.1016/j.mseb.2012.02.012
  111. Das et al. (2020) Mussel-inspired Ag/poly(norepinephrine)/MnO2 heterogeneous nanocatalyst for efficient reduction of 4-nitrophenol and 4-nitroaniline: an alternative approach (pp. 3629-3650) https://doi.org/10.1007/s11164-020-04165-0
  112. Ye et al. (2016) Green synthesis of Pt–Au dendrimer-like nanoparticles supported on polydopamine-functionalized graphene and their high performance toward 4-nitrophenol reduction (pp. 371-378) https://doi.org/10.1016/j.apcatb.2015.08.013
  113. Das et al. (2018) A facile green synthesis of silver nanoparticles decorated silica nanocomposites using mussel inspired polydopamine chemistry and assessment its catalytic activity 6(6) (pp. 6989-7001) https://doi.org/10.1016/j.jece.2018.10.067
  114. Ghorbani and Namazi (2019) Polydopamine-graphene/Ag–Pd nanocomposite as sustainable catalyst for reduction of nitrophenol compounds and dyes in environment (pp. 38-47) https://doi.org/10.1016/j.matchemphys.2019.05.085
  115. Wang et al. (2007) Responsive catalysis of thermoresponsive micelle-supported gold nanoparticles 266(1–2) (pp. 233-238) https://doi.org/10.1016/j.molcata.2006.11.014
  116. Tang et al. (2015) Mussel-inspired green metallization of silver nanoparticles on cellulose nanocrystals and their enhanced catalytic reduction of 4-nitrophenol in the presence of β-cyclodextrin 54(13) (pp. 3299-3308) https://doi.org/10.1021/acs.iecr.5b00177
  117. Hayakawa et al. (2003) Preparation of gold−dendrimer nanocomposites by laser irradiation and their catalytic reduction of 4-nitrophenol 19(13) (pp. 5517-5521) https://doi.org/10.1021/la034339l
  118. Ma et al. (2019) Gold nanoparticles supported by amino groups on the surface of magnetite microspheres for the catalytic reduction of 4-nitrophenol 54(1) (pp. 323-334) https://doi.org/10.1007/s10853-018-2868-1
  119. Veisi et al. (2019) Silver nanoparticle-decorated on tannic acid-modified magnetite nanoparticles (Fe3O4@ TA/Ag) for highly active catalytic reduction of 4-nitrophenol, Rhodamine B and Methylene blue (pp. 445-452) https://doi.org/10.1016/j.msec.2019.03.036
  120. Veisi et al. (2019) Catalytic reduction of 4-nitrophenol over Ag nanoparticles immobilized on Stachys lavandulifolia extract-modified multi walled carbon nanotubes (pp. 232-240) https://doi.org/10.1016/j.poly.2018.10.014
  121. Jin et al. (2018) MOF-derived magnetic Ni–carbon submicrorods for the catalytic reduction of 4-nitrophenol (pp. 43-47) https://doi.org/10.1016/j.catcom.2017.11.014
  122. Berahim et al. (2018) Synthesis of bimetallic gold-silver (Au–Ag) nanoparticles for the catalytic reduction of 4-nitrophenol to 4-aminophenol 8(10) https://doi.org/10.3390/catal8100412
  123. Kumar et al. (2019) Heterogeneous catalytic reduction of anthropogenic pollutant, 4-nitrophenol by Au/AC nanocatalysts 2(3) (pp. 526-531)
  124. Liao et al. (2016) Facile preparation of uniform nanocomposite spheres with loading silver nanoparticles on polystyrene-methyl acrylic acid spheres for catalytic reduction of 4-nitrophenol 120(45) (pp. 25935-25944) https://doi.org/10.1021/acs.jpcc.6b09356
  125. Islam et al. (2018) Noveron JC Fullerene stabilized gold nanoparticles supported on titanium dioxide for enhanced photocatalytic degradation of methyl orange and catalytic reduction of 4-nitrophenol 6(4) (pp. 3827-3836) https://doi.org/10.1016/j.jece.2018.05.032
  126. Dai et al. (2016) Gold nanoparticles stabilized by amphiphilic hyperbranched polymers for catalytic reduction of 4-nitrophenol (pp. 65-71) https://doi.org/10.1016/j.jcat.2016.01.014
  127. Ayad et al. (2017) Magnetic polyaniline-chitosan nanocomposite decorated with palladium nanoparticles for enhanced catalytic reduction of 4-nitrophenol (pp. 72-80) https://doi.org/10.1016/j.mcat.2017.06.023
  128. Bouazizi et al. (2018) Silver nanoparticle embedded copper oxide as an efficient core–shell for the catalytic reduction of 4-nitrophenol and antibacterial activity improvement 47(27) (pp. 9143-9155) https://doi.org/10.1039/C8DT02154F
  129. Islam et al. (2016) Green synthesis of gold nanoparticles reduced and stabilized by squaric acid and supported on cellulose fibers for the catalytic reduction of 4-nitrophenol in water 6(94) (pp. 91185-91191) https://doi.org/10.1039/C6RA17480A
  130. Chi et al. (2012) Synthesis of Fe3O4@ SiO2–Ag magnetic nanocomposite based on small-sized and highly dispersed silver nanoparticles for catalytic reduction of 4-nitrophenol 383(1) (pp. 96-102) https://doi.org/10.1016/j.jcis.2012.06.027
  131. Naik et al. (2011) Synthesis of Ag nanoparticles within the pores of SBA-15: an efficient catalyst for reduction of 4-nitrophenol 12(12) (pp. 1104-1108) https://doi.org/10.1016/j.catcom.2011.03.028
  132. Woo and Park (2014) Hybrid Au nanoparticles on Fe3O4@ polymer as efficient catalyst for reduction of 4-nitrophenol (pp. 133-137) https://doi.org/10.1016/j.catcom.2013.12.007
  133. Zhang et al. (2018) Silver nanoparticles assembled on modified sepiolite nanofibers for enhanced catalytic reduction of 4-nitrophenol (pp. 166-173) https://doi.org/10.1016/j.clay.2018.09.026
  134. Hareesh et al. (2016) Anchoring of Ag–Au alloy nanoparticles on reduced graphene oxide sheets for the reduction of 4-nitrophenol (pp. 1050-1055) https://doi.org/10.1016/j.apsusc.2016.08.034
  135. Chen et al. (2019) Synthesis of a novel graphene-based gold nanocomposite using PVEIM-b-PNIPAM as a stabilizer and its thermosensitivity for the catalytic reduction of 4-nitrophenol 6(4) (pp. 903-913) https://doi.org/10.1039/C8QI01303A
  136. Murugadoss and Chattopadhyay (2007) A ‘green’ chitosan–silver nanoparticle composite as a heterogeneous as well as micro-heterogeneous catalyst 19(1) https://doi.org/10.1088/0957-4484/19/01/015603
  137. Panigrahi et al. (2007) Synthesis and size-selective catalysis by supported gold nanoparticles: study on heterogeneous and homogeneous catalytic process 111(12) (pp. 4596-4605) https://doi.org/10.1021/jp067554u
  138. Lee et al. (2007) One-step synthesis of gold nanoparticles using azacryptand and their applications in SERS and catalysis 316(2) (pp. 476-481) https://doi.org/10.1016/j.jcis.2007.07.076
  139. Islam et al. (2017) Sodium rhodizonate induced formation of gold nanoparticles supported on cellulose fibers for catalytic reduction of 4-nitrophenol and organic dyes 5(5) (pp. 4185-4193) https://doi.org/10.1016/j.jece.2017.08.017
  140. Belachew et al. (2019) Green syntheses of silver nanoparticle decorated reduced graphene oxide using l-methionine as a reducing and stabilizing agent for enhanced catalytic hydrogenation of 4-nitrophenol and antibacterial activity 9(67) (pp. 39264-39271) https://doi.org/10.1039/C9RA08536J
  141. An et al. (2017) Cellulose nanocrystal/hexadecyltrimethylammonium bromide/silver nanoparticle composite as a catalyst for reduction of 4-nitrophenol (pp. 253-258) https://doi.org/10.1016/j.carbpol.2016.08.099
  142. Lebaschi et al. (2017) Green synthesis of palladium nanoparticles mediated by black tea leaves (Camellia sinensis) extract: catalytic activity in the reduction of 4-nitrophenol and Suzuki–Miyaura coupling reaction under ligand-free conditions (pp. 223-231) https://doi.org/10.1016/j.jcis.2016.09.027
  143. Wang et al. (2015) In situ green synthesis of Ag nanoparticles on tea polyphenols-modified graphene and their catalytic reduction activity of 4-nitrophenol (pp. 102-110) https://doi.org/10.1016/j.colsurfa.2015.09.015
  144. Pandey and Mishra (2014) Catalytic reduction of p-nitrophenol by using platinum nanoparticles stabilised by guar gum (pp. 525-531) https://doi.org/10.1016/j.carbpol.2014.07.047
  145. Liu et al. (2019) Gold nanoparticles stabilized by 1, 2, 3-triazolyl dendronized polymers as highly efficient nanoreactors for the reduction of 4-nitrophenol 149(2) (pp. 544-551) https://doi.org/10.1007/s10562-019-02662-5
  146. Lu et al. (2017) Preparation of silver nanoparticles/polydopamine functionalized polyacrylonitrile fiber paper and its catalytic activity for the reduction 4-nitrophenol (pp. 163-169) https://doi.org/10.1016/j.apsusc.2017.03.120
  147. Junejo et al. (2019) Synthesis of tobramycin stabilized silver nanoparticles and its catalytic and antibacterial activity against pathogenic bacteria 29(1) (pp. 111-120) https://doi.org/10.1007/s10904-018-0971-z
  148. Sinniah et al. (1989) New mechanism for hydrogen desorption from covalent surfaces: the monohydride phase on Si (100) 62(5) https://doi.org/10.1103/PhysRevLett.62.567
  149. Eley and Rideal (1940) Parahydrogen conversion on tungsten 146(3699) (pp. 401-402) https://doi.org/10.1038/146401d0
  150. Gawande et al. (2014) Magnetic gold nanocatalyst (nanocat-Fe–Au): catalytic applications for the oxidative esterification and hydrogen transfer reactions 16(9) (pp. 4137-4143) https://doi.org/10.1039/C4GC00774C
  151. Ahn et al. (2007) Photocatalytic reduction of 4-nitrophenol with arginine-modified titanium dioxide nanoparticles 74(1–2) (pp. 103-110) https://doi.org/10.1016/j.apcatb.2007.01.016
  152. Sarkar et al. (2013) Influence of doping on semiconductor nanocrystals mediated charge transfer and photocatalytic organic reaction 49(54) (pp. 6018-6020) https://doi.org/10.1039/c3cc41599f
  153. Reyes-Garcia et al. (2007) 15N solid state NMR and EPR characterization of N-doped TiO2 photocatalysts 111(6) (pp. 2738-2748) https://doi.org/10.1021/jp0652289
  154. Zakria et al. (2020) Ultra-thin silver nanoparticles film prepared via pulsed laser deposition: synthesis, characterization, and its catalytic activity on reduction of 4-nitrophenol https://doi.org/10.1016/j.surfin.2020.100438
  155. Zhang et al. (2020) Promotion effects of halloysite nanotubes on catalytic activity of Co3O4 nanoparticles toward reduction of 4-nitrophenol and organic dyes https://doi.org/10.1016/j.jhazmat.2020.123870
  156. Abdelhamid (2020) High performance and ultrafast reduction of 4-nitrophenol using metal-organic frameworks 9(1) https://doi.org/10.1016/j.jece.2020.104404