Top

Published in:

2024 | OriginalPaper | Chapter

Metal Nanoparticles on Polymeric Membranes Applied in Catalytic Hydrogenations

Authors : Rosa Pich, Jean-François Lahitte, Jean-Christophe Remigy, Daniel Pla, Montserrat Gómez

Published in: Surface Functionalized Metal Catalysts

Publisher: Springer Nature Switzerland

Activate our intelligent search to find suitable subject content or patents.

search-config

AI-assisted search

Off

Abstract

Polymeric catalytic membranes, adapted for the immobilization of metal nanoparticles (MNPs) with the objective of being applied in hydrogenation reactions, are reviewed in this chapter, highlighting the works including a rational design and full characterization of the catalytic membrane reactors. The most relevant contributions concern zero-valent MNPs (mono- and bimetallic systems) of late transition metals (groups 8–10), involving a significant variety of (un)functionalized polymers. Both batch and continuous-flow processes are discussed, with the latter being of particular interest for large-scale applications. The literature analysis carried out evidences that there is still room for developing innovative polymeric catalytic membranes, regarding both design and applications. Thus, for instance, well-defined stereo-controlled polymeric membranes for enantioselective hydrogenations or multi-step processes involving a series of polymeric catalytic reactors would be of interest, particularly for the production of fine chemicals under smooth conditions.

Dont have a licence yet? Then find out more about our products and how to get one now:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

über 102.000 Bücher
über 537 Zeitschriften

aus folgenden Fachgebieten:

Automobil + Motoren
Bauwesen + Immobilien
Business IT + Informatik
Elektrotechnik + Elektronik
Energie + Nachhaltigkeit
Finance + Banking
Management + Führung
Marketing + Vertrieb
Maschinenbau + Werkstoffe
Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

inform now

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

über 67.000 Bücher
über 390 Zeitschriften

aus folgenden Fachgebieten:

Automobil + Motoren
Bauwesen + Immobilien
Business IT + Informatik
Elektrotechnik + Elektronik
Energie + Nachhaltigkeit
Maschinenbau + Werkstoffe

Jetzt Wissensvorsprung sichern!

inform now

previous chapter Metal Nanoparticles on Molecularly Modified Surfaces and Their Application in Catalysis

next chapter Influence of Capping Ligands on Metal-Nanoparticle-Driven Hydrogen Evolution and CO2 Reduction Reactions

Koros WJ, Ma YH, Shimidzu T (1996) Terminology for membranes and membrane processes. Pure Appl Chem 68:1479–1489

Abdullah N, Rahman MA, Dzarfan Othman MH, Jaafar J, Ismail AF (2018) Chapter 2 – membranes and membrane processes: fundamentals. In: Basile A, Mozia S, Molinari R (eds) Current trends and future developments on (bio-) membranes. Elsevier, pp 45–70

Sitter S, Chen Q, Grossmann IE (2019) An overview of process intensification methods. Curr Opin Chem Eng 25:87–94

Itoh N, Wu T-H (1997) An adiabatic type of palladium membrane reactor for coupling endothermic and exothermic reactions. J Membr Sci 124:213–222

Dong X, Jin W, Xu N, Li K (2011) Dense ceramic catalytic membranes and membrane reactors for energy and environmental applications. Chem Commun 47:10886–10902

Zhang G, Jin W, Xu N (2018) Design and fabrication of ceramic catalytic membrane reactors for green chemical engineering applications. Engineering 4:848–860

Qing W, Liu F, Yao H, Sun S, Chen C, Zhang W (2020) Functional catalytic membrane development: a review of catalyst coating techniques. Adv Colloid Interf Sci 282:102207

Vankelecom IFJ (2002) Polymeric membranes in catalytic reactors. Chem Rev 102:3779–3810PubMed

Qing W, Li X, Shao S, Shi X, Wang J, Feng Y, Zhang W, Zhang W (2019) Polymeric catalytically active membranes for reaction-separation coupling: a review. J Membr Sci 583:118–138

10.

Ozdemir SS, Buonomenna MG, Drioli E (2006) Catalytic polymeric membranes: preparation and application. Appl Catal A 307:167–183

11.

Brunetti A, Zito PF, Giorno L, Drioli E, Barbieri G (2018) Membrane reactors for low temperature applications: an overview. Chem Eng Process 124:282–307

12.

Robeson LM (2012) 8.13 – polymer membranes. In: Matyjaszewski K, Möller M (eds) Polymer science: a comprehensive reference. Elsevier, Amsterdam, pp 325–347

13.

Volkov VV, Petrova IV, Lebedeva VI, Roldughin VI, Tereshchenko GF (2011) Palladium-loaded polymeric membranes for hydrogenation in catalytic membrane reactors. In: Basile A, Gallucci F (eds) Membranes for membrane reactors: preparation, optimization and selection. Wiley, p 531

14.

Gryaznov VM (1963) Mechanism of the catalytic redistribution of hydrogen in unsaturated cyclic hydrocarbons. Russ Chem Rev 32:188

15.

Gryaznov VM, Smirnov VS, Vdovin VM, Ermilova MM, Gogua LD, Pritula NA, Litvinov IA (1979) Method of preparing a hydrogen-permeable membrane catalyst on a base of palladium or its alloys for the hydrogenation of unsaturated organic compounds, U.S. Patent

16.

Gryaznov VM, Smirnov VS, Vdovin VM, Ermilova MM, Gogua LD, Pritula NA, Fedorova GK (1983) Membrane catalyst for hydrogenation of organic compounds and method for preparing same, U.S. Patent

17.

Ng LY, Mohammad AW, Leo CP, Hilal N (2013) Polymeric membranes incorporated with metal/metal oxide nanoparticles: a comprehensive review. Desalination 308:15–33

18.

Buonomenna MG, Choi SH, Drioli E (2010) Catalysis in polymeric membrane reactors: the membrane role. Asia Pac J Chem Eng 5:26–34

19.

Kudaibergenov SE, Dzhardimalieva GI (2020) Flow-through catalytic reactors based on metal nanoparticles immobilized within porous polymeric gels and surfaces/hollows of polymeric membranes. Polymers 12:572PubMedPubMedCentral

20.

Stankiewicz A (2003) Reactive separations for process intensification: an industrial perspective. Chem Eng Process 42:137–144

21.

Miachon S, Dalmon J-A (2004) Catalysis in membrane reactors: what about the catalyst? Top Catal 29:59–65

22.

López-Viveros M, Favier I, Gómez M, Lahitte J-F, Remigy J-C (2021) Remarkable catalytic activity of polymeric membranes containing gel-trapped palladium nanoparticles for hydrogenation reactions. Catal Today 364:263–269

23.

Venezia B, Panariello L, Biri D, Shin J, Damilos S, Radhakrishnan ANP, Blackman C, Gavriilidis A (2021) Catalytic Teflon AF-2400 membrane reactor with adsorbed ex situ synthesized Pd-based nanoparticles for nitrobenzene hydrogenation. Catal Today 362:104–112

24.

Oliveira DGM, Rosa GR, Scheeren CW (2017) Rh and Pd nanoparticles supported in a polymeric membrane: evaluation in hydrogenation and Suzuki-Miyaura reactions. J Nanosci Nanotechnol 17:9295–9301

25.

Roucoux A, Schulz J, Patin H (2002) Reduced transition metal colloids: a novel family of reusable catalysts? Chem Rev 102:3757–3778PubMed

26.

Bagnato G, Figoli A, Garbe R, Russo F, Galiano F, Sanna A (2021) Development of Ru-PEEK-WC catalytic membrane using a more sustainable solvent for stable hydrogenation reactions. Fuel Process Technol 216:106766

27.

Gu Y (2016) Membranes polymères fonctionnalisées par des poly(liquide ionique)s et des nanoparticules de palladium : applications au captage de CO₂ et aux membranes catalytiques, Laboratoire de Génie Chimique (LGC), UMR 5503. Université Toulouse III Paul Sabatier, Toulouse

28.

Chen B, Li F, Huang Z, Lu T, Yuan G (2014) Stability or flexibility: metal nanoparticles supported over cross-linked functional polymers as catalytic active sites for hydrogenation and carbonylation. Appl Catal A 481:54–63

29.

Bastos-Arrieta J, Munoz J, Stenbock-Fermor A, Munoz M, Muraviev DN, Cespedes F, Tsarkova LA, Baeza M (2016) Intermatrix synthesis as a rapid, inexpensive and reproducible methodology for the in situ functionalization of nanostructured surfaces with quantum dots. Appl Surf Sci 368:417–426

30.

Ludtke K, Peinemann K-V, Kasche V, Behling R-D (1998) Nitrate removal of drinking water by means of catalytically active membranes. J Membr Sci 151:3–11

31.

Groeschel L, Haidar R, Beyer A, Coelfen H, Frank B, Schomaecker R (2005) Hydrogenation of propyne in palladium-containing polyacrylic acid membranes and its characterization. Ind Eng Chem Res 44:9064–9070

32.

Goyal A, Mohl M, Kumar A, Puskas R, Kukovecz A, Konya Z, Kiricsi I, Ajayan PM (2011) In situ synthesis of catalytic metal nanoparticle-PDMS membranes by thermal decomposition process. Compos Sci Technol 71:129–133

33.

Ruiz P, Munoz M, Macanas J, Turta C, Prodius D, Muraviev DN (2010) Intermatrix synthesis of polymer stabilized inorganic nanocatalyst with maximum accessibility for reactants. Dalton Trans 39:1751–1757PubMed

34.

Domènech B, Bastos-Arrieta J, Alonso A, Macanás J, Muñoz M, Muraviev DN (2012) Bifunctional polymer-metal nanocomposite ion exchange materials. In: Ayben KL (ed) Ion exchange technologies. IntechOpen, Rijeka. Ch. 3

35.

Gu Y, Emin C, Remigy J-C, Favier I, Gómez M, Noble RD, Gin DL, Macanás J, Domènech B, Lahitte J-F (2016) Hybrid catalytic membranes: tunable and versatile materials for fine chemistry applications. Mater Today Proc 3:419–423

36.

Domènech B, Muñoz M, Muraviev DN, Macanas J (2011) Polymer-stabilized palladium nanoparticles for catalytic membranes: ad hoc polymer fabrication. Nanoscale Res Lett 6

37.

Vincent T, Spinelli S, Guibal E (2003) Chitosan-supported palladium catalyst. II. Chlorophenol Dehalogenation Ind Eng Chem Res 42:5968–5976

38.

Vincent T, Guibal E (2004) Chitosan-supported palladium catalyst. 5. Nitrophenol degradation using palladium supported on hollow chitosan fibers. Environ Sci Technol 38:4233–4240PubMed

39.

Volkov VV, Lebedeva VI, Petrova IV, Bobyl AV, Konnikov SG, Roldughin VI, van Erkel J, Tereshchenko GF (2011) Adlayers of palladium particles and their aggregates on porous polypropylene hollow fiber membranes as hydrogenization contractors/reactors. Adv Colloid Interf Sci 164:144–155

40.

Chen Y, Fan S, Qiu B, Chen J, Mai Z, Wang Y, Bai K, Xiao Z (2021) Cu-ag bimetallic Core-shell nanoparticles in pores of a membrane microreactor for enhanced synergistic catalysis. ACS Appl Mater Interfaces 13:24795–24803PubMed

41.

Faria VW, Brunelli MF, Scheeren CW (2015) Iridium nanoparticles supported in polymeric membranes: a new material for hydrogenation reactions. RSC Adv 5:84920–84926

42.

Nechifor AC, Goran A, Grosu V-A, Pirtac A, Albu PC, Oprea O, Grosu AR, Pascu D, Pancescu FM, Nechifor G, Tanczos S-K, Bungau SG (2021) Reactional processes on osmium-polymeric membranes for 5-nitrobenzimidazole reduction. Membranes 11:633PubMedPubMedCentral

43.

Durmaz EN, Sahin S, Virga E, de Beer S, de Smet LCPM, de Vos WM (2021) Polyelectrolytes as building blocks for next-generation membranes with advanced functionalities. ACS Appl Polym Mater 3:4347–4374PubMedPubMedCentral

44.

Bhattacharya A, Misra BN (2004) Grafting: a versatile means to modify polymers. Techniques, factors and applications. Prog Polym Sci 29:767–814

45.

Macanas J, Ouyang L, Bruening ML, Munoz M, Remigy JC, Lahitte JF (2010) Development of polymeric hollow fiber membranes containing catalytic metal nanoparticles. Catal Today 156:181–186

46.

Emin C, Gu Y, Remigy JC, Lahitte JF (2015) Polyethersulfone hollow fiber modified with poly(styrenesulfonate) and Pd nanoparticles for catalytic reaction. Eur Phys J Spec Top 224:1843–1848

47.

Gu Y, Favier I, Pradel C, Gin DL, Lahitte J-F, Noble RD, Gómez M, Remigy J-C (2015) High catalytic efficiency of palladium nanoparticles immobilized in a polymer membrane containing poly(ionic liquid) in Suzuki-Miyaura cross-coupling reaction. J Membr Sci 492:331–339

48.

Goma-Bilongo T, Akbari A, Clifton MJ, Remigy JC (2006) Numerical simulation of a UV photografting process for hollow-fiber membranes. J Membr Sci 278:308–317

49.

Akbari A, Desclaux S, Remigy JC, Aptel P (2002) Treatment of textile dye effluents using a new photografted nanofiltration membrane. Desalination 149:101–107

50.

Yamagishi H, Crivello JV, Belfort G (1995) Evaluation of photochemically modified poly(arylsulfone) ultrafiltration membranes. J Membr Sci 105:249

51.

Decher G (1997) Fuzzy nanoassemblies: toward layered polymeric multicomposites. Science 277:1232–1237

52.

Ouyang L, Dotzauer DM, Hogg SR, Macanas J, Lahitte J-F, Bruening ML (2010) Catalytic hollow fiber membranes prepared using layer-by-layer adsorption of polyelectrolytes and metal nanoparticles. Catal Today 156:100–106

53.

Hogg SR, Muthu S, O'Callaghan M, Lahitte J-F, Bruening ML (2012) Wet air oxidation of formic acid using platinum nanoparticle modified polysulfone hollow fiber gas liquid contactor. ACS Appl Mater Interfaces 4:1440–1448PubMed

54.

Fischer L, Volz A, Hagemann U, Ulbricht M (2023) Polymeric multi-composites with a tailored nickel microenvironment as catalytic flow-through membrane reactors for efficient p-nitrophenol degradation. Chem Eng J 463:142437

55.

Fischer L, Hesaraki SAH, Volz A, Ulbricht M (2023) Highly nickel loaded nanocomposite membranes for catalytic H2 production and hydrogenation of p-nitrophenol using ammonia borane. ACS Appl Nano Mater 6:14910–14920

56.

Gu Y, Bacchin P, Lahitte JF, Remigy JC, Favier I, Gómez M, Gin DL, Noble RD (2017) Catalytic membrane reactor for Suzuki-Miyaura C−C cross-coupling: explanation for its high efficiency via modeling. AICHE J 63:698–704

57.

Hashim SM, Mohamed AR, Bhatia S (2011) Catalytic inorganic membrane reactors: present research and future prospects. Rev Chem Eng 27:157–178

58.

Favier I, Pla D, Gómez M (2020) Palladium nanoparticles in polyols: synthesis, catalytic couplings and hydrogenations. Chem Rev 120:1146–1183PubMed

59.

Liu X, Astruc D (2018) Development of the applications of palladium on charcoal in organic synthesis. Adv Synth Catal 360:3426–3459

60.

Ciebien JF, Cohen RE, Duran A (1998) Catalytic properties of palladium nanoclusters synthesized within diblock copolymer films: hydrogenation of ethylene and propylene. Supramol Sci 5:31–39

61.

Ciebien JF, Cohen RE, Duran A (1999) Membrane catalysts for partial hydrogenation of 1,3-butadiene: catalytic properties of palladium nanoclusters synthesized within diblock copolymer films. Mater Sci Eng C C7:45–50

62.

Sulman E, Sulman M, Tyamina I, Doluda V, Nikoshvili L, Lyubimova N, Sidorov A, Matveeva V (2015) Adsorption processes for the synthesis of catalytically active metal nanoparticles in polymeric matrices. Chem Eng Technol 38:683–689

63.

Nemygina NA, Nikoshvili LZ, Matveeva VG, Sulman MG, Sulman EM, Kiwi-Minsker L (2016) Pd-nanoparticles confined within hollow polymeric framework as effective catalysts for the synthesis of fine chemicals. Top Catal 59:1185–1195

64.

Liu M, Zhu X, Liao Q, Chen R, Ye D, Chen G, Wang K (2020) Catalytic membrane microreactors with an ultrathin freestanding membrane for nitrobenzene hydrogenation. ACS Appl Mater Interfaces 12:9806–9813PubMed

65.

Liguori F, Barbaro P (2014) Green semi-hydrogenation of alkynes by Pd@borate monolith catalysts under continuous flow. J Catal 311:212–220

66.

Liguori F, Barbaro P (2014) Continuous flow synthesis of Rh and Pd nanoparticles onto ion-exchange borate monoliths: application to selective catalytic hydrogenation of unsaturated carbonyl compounds under flow conditions. Cat Sci Technol 4:3835–3839

67.

Xu Y, Yao Y, Yu H, Shi B, Gao S, Zhang L, Miller AL, Fang J-C, Wang X, Huang K (2019) Nanoparticle-encapsulated hollow porous polymeric nanosphere frameworks as highly active and tunable size-selective catalysts. ACS Macro Lett 8:1263–1267PubMed

68.

Liu Y, Li M, Chen G (2013) A new type of raspberry-like polymer composite sub-microspheres with tunable gold nanoparticles coverage and their enhanced catalytic properties. J Mater Chem A 1:930–937

69.

Schmidt A, Haidar R, Schomaecker R (2005) Selectivity of partial hydrogenation reactions performed in a pore-through-flow catalytic membrane reactor. Catal Today 104:305–312

70.

Groeschel L, Haidar R, Beyer A, Reichert K-H, Schomaecker R (2004) Characterization of palladium nanoparticles adsorbed on polyacrylic acid particles as hydrogenation catalyst. Catal Lett 95:67–75

71.

Beyer A, Schomaecker R, Reichert K-H (2003) Synthesis and characterization of palladium containing membranes based upon polyacrylic acid. Colloid Polym Sci 281:862–868

72.

Kidambi S, Bruening ML (2005) Multilayered polyelectrolyte films containing palladium nanoparticles: synthesis, characterization, and application in selective hydrogenation. Chem Mater 17:301–307

73.

Robello DR, Mis MR, Nair M (2015) Micron-sized membrane reactors: multicompartment semipermeable polymer particles containing palladium nanoparticles. J Appl Polym Sci 132:42021/42021-42021/42010

74.

Goszewska I, Gizinski D, Zienkiewicz-Machnik M, Lisovytskiy D, Nikiforov K, Masternak J, Srebowata A, Sa J (2017) A novel nano-palladium catalyst for continuous-flow chemoselective hydrogenation reactions. Catal Commun 94:65–68

75.

Kowalewski E, Zawadzki B, Matus K, Nikiforow K, Srebowata A (2021) Continuous-flow hydrogenation over resin supported palladium catalyst for the synthesis of industrially relevant chemicals. React. Kinet Mech Catal 132:717–728

76.

Gizinski D, Goszewska I, Zielinski M, Lisovytskiy D, Nikiforov K, Masternak J, Zienkiewicz-Machnik M, Srebowata A, Sa J (2017) Chemoselective flow hydrogenation of α,β – unsaturated aldehyde with nano-nickel. Catal Commun 98:17–21

77.

Biesinger MC, Lau LW, Gerson AR, Smart RSC (2012) The role of the Auger parameter in XPS studies of nickel metal, halides and oxides. Phys Chem Chem Phys 14:2434–2442PubMed

78.

Biesinger MC, Payne BP, Lau LWM, Gerson A, Smart RSC (2009) X-ray photoelectron spectroscopic chemical state quantification of mixed nickel metal, oxide and hydroxide systems. Surf Interface Anal 41:324–332

79.

Mamontova E, Trabbia C, Favier I, Serrano-Maldonado A, Ledeuil J-B, Madec L, Gómez M, Pla D (2023) Novel catalyst composites of Ni- and co-based nanoparticles supported on inorganic oxides for fatty acid hydrogenations. Nanomaterials 13:1435PubMedPubMedCentral

80.

Pérez Alonso A, Mauriés S, Ledeuil J-B, Madec L, Pham Minh D, Pla D, Gómez M (2022) Nickel nanoparticles immobilized on pristine halloysite: an outstanding catalyst for hydrogenation processes. ChemCatChem 14:e2022007

81.

Xie R, Fan G, Ma Q, Yang L, Li F (2014) Facile synthesis and enhanced catalytic performance of graphene-supported Ni nanocatalyst from a layered double hydroxide-based composite precursor. J Mater Chem A 2:7880–7889

82.

Gryglewicz S, Sliwak A, Cwikla J, Gryglewicz G (2014) Performance of carbon nanofiber and activated carbon supported nickel catalysts for liquid-phase hydrogenation of cinnamaldehyde into hydrocinnamaldehyde. Catal Lett 144:62–69

83.

Bhogeswararao S, Pavan Kumar V, Chary KVR, Srinivas D (2013) Noble metal promoted CeO₂-ZrO₂-supported Ni catalysts for liquid-phase hydrogenation of cinnamaldehyde. Catal Lett 143:1266–1276

84.

Malobela LJ, Heveling J, Augustyn WG, Cele LM (2014) Nickel-cobalt on carbonaceous supports for the selective catalytic hydrogenation of cinnamaldehyde. Ind Eng Chem Res 53:13910–13919

85.

Ceatra L, Parvulescu OC, Rodriguez Ramos I, Dobre T (2016) Preparation, characterization, and testing of a carbon-supported catalyst obtained by slow pyrolysis of nickel salt impregnated vegetal material. Ind Eng Chem Res 55:1491–1502

86.

Jiao N, Li Z, Xia C, Liu J (2017) Palladium nanoparticles immobilized on cross-linked polymeric ionic liquid material: application as efficient and recoverable catalyst for the hydrogenation of nitroarenes. ChemistrySelect 2:4545–4556

87.

Copéret C, Comas-Vives A, Conley MP, Estes DP, Fedorov A, Mougel V, Nagae H, Núñez-Zarur F, Zhizhko PA (2016) Surface organometallic and coordination chemistry toward single-site heterogeneous catalysts: strategies, methods, structures, and activities. Chem Rev 116:323–421PubMed

88.

Astakhov AV, Khazipov OV, Chernenko AY, Pasyukov DV, Kashin AS, Gordeev EG, Khrustalev VN, Chernyshev VM, Ananikov VP (2017) A new mode of operation of Pd-NHC systems studied in a catalytic Mizoroki-heck reaction. Organometallics 36:1981–1992

89.

Favier I, Toro M-L, Lecante P, Pla D, Gómez M (2018) Palladium-mediated radical homocoupling reactions: a surface catalytic insight. Cat Sci Technol 8:4766–4773

90.

Duarte TAG, Favier I, Pradel C, Martins LMDRS, Carvalho AP, Pla D, Gómez M (2020) Tetraalkylammonium functionalized hydrochars as efficient supports for palladium nanocatalysts. ChemCatChem 12:2295–2303

91.

Zhang Y, Quek X-Y, Wu L, Guan Y, Hensen EJ (2013) Palladium nanoparticles entrapped in polymeric ionic liquid microgels as recyclable hydrogenation catalysts. J Mol Catal A Chem 379:53–58

92.

Xu J, Chen G, Yan R, Wang D, Zhang M, Zhang W, Sun P (2011) One-stage synthesis of Cagelike porous polymeric microspheres and application as catalyst scaffold of Pd nanoparticles. Macromolecules 44:3730–3738

93.

Gao Y, Chen C-A, Gau H-M, Bailey JA, Akhadov E, Williams D, Wang H-L (2008) Facile synthesis of polyaniline-supported Pd nanoparticles and their catalytic properties toward selective hydrogenation of alkynes and cinnamaldehyde. Chem Mater 20:2839–2844

94.

Guo L, Bai J, Li C, Meng Q, Liang H, Sun W, Li H, Liu H (2013) A novel catalyst containing palladium nanoparticles supported on PVP composite nanofiber films: synthesis, characterization and efficient catalysis. Appl Surf Sci 283:107–114

95.

Gao H, Xu Y, Liao S, Liu R, Liu J, Li D, Yu D, Zhao Y, Fan Y (1995) Catalytic polymeric hollow-fiber reactors for the selective hydrogenation of conjugated dines. J Membr Sci 106:213

96.

Liu C, Xu Y, Liao S, Yu D, Zhao Y, Fan Y (1997) Selective hydrogenation of propadiene and propyne in propene with catalytic polymeric hollow-fiber reactor. J Membr Sci 137:139–144

97.

Liu C, Xu Y, Liao S, Yu D (1998) Mono- and bimetallic catalytic hollow-fiber reactors for the selective hydrogenation of butadiene in 1-butene. Appl Catal A 172:23–29

98.

Gancheva T, Virgilio N (2019) Tailored macroporous hydrogel-nanoparticle nanocomposites for monolithic flow-through catalytic reactors. React Chem Eng 4:806–811

99.

Yamada YMA, Watanabe T, Ohno A, Uozumi Y (2012) Development of polymeric palladium-nanoparticle membrane-installed microflow devices and their application in hydrodehalogenation. ChemSusChem 5:293–299PubMed

100.

Ziegler S, Theis J, Fritsch D (2001) Palladium modified porous polymeric membranes and their performance in selective hydrogenation of propyne. J Membr Sci 187:71–84

101.

Troeger L, Huennefeld H, Nunes S, Oehring M, Fritsch D (1997) Structural characterization of catalytically active metal nanoclusters in poly(amide imide) films with high metal loading. J Phys Chem B 101:1279–1291

102.

Peirano Blondet F, Vincent T, Guibal E (2008) Hydrogenation of nitrotoluene using palladium supported on chitosan hollow fiber, catalyst characterization and influence of operative parameters studied by experimental design methodology. Int J Biol Macromol 43:69–78

103.

Wu H, Wu C, He Q, Liao X, Shi B (2010) Collagen fiber with surface-grafted polyphenol as a novel support for Pd(0) nanoparticles: synthesis, characterization and catalytic application. Mater Sci Eng C 30:770–776

104.

Long NV, Nguyen DC, Hirata H, Ohtaki M, Hayakawa T, Nogami M (2010) Chemical synthesis and characterization of palladium nanoparticles. Adv Nat Sci Nanosci 1:035012

105.

Harraz FA, El-Sheikh SM, Mohamed RM, Ibrahim IA (2009) Synthesis and characterization of palladium nanoparticles for catalytic applications. Int J Nanopart 2:361–371

106.

Astruc D, Lu F, Aranzaes JR (2005) Nanoparticles as recyclable catalysts: the frontier between homogeneous and heterogeneous catalysis. Angew Chem Int Ed 44:7852–7872

107.

Narayanan R, El-Sayed MA (2003) Effect of catalysis on the stability of metallic nanoparticles: Suzuki reaction catalyzed by PVP-palladium nanoparticles. J Am Chem Soc 125:8340–8347PubMed

108.

Mahdavi H, Rahimi A, Shahalizade T (2016) Catalytic polymeric membranes with palladium nanoparticle/multi-wall carbon nanotubes as hierarchical nanofillers: preparation, characterization and application. J Polym Res 23:1–12

109.

Zhang N, Wu Y, Yuen G, de Lannoy C-F (2023) Ultrafiltration Pd-immobilized catalytic membrane microreactors continuously reduce nitrophenol study of catalytic activity and simultaneous separation. Sep Purif Technol 312:123318

110.

Lee S, Shin S-J, Baek H, Choi Y, Hyun K, Seo M, Kim K, Koh D-Y, Kim H, Choi M (2020) Dynamic metal-polymer interaction for the design of chemoselective and long-lived hydrogenation catalysts. Sci Adv 6:eabb7369PubMedPubMedCentral

111.

Brandao L, Madeira LM, Mendes AM (2007) Propyne hydrogenation in a continuous polymeric catalytic membrane reactor. Chem Eng Sci 62:6768–6776

112.

Brandão L, Fritsch D, Mendes AM, Madeira LM (2007) Propylene hydrogenation in a continuous polymeric catalytic membrane reactor. Ind Eng Chem Res 46:5278–5285

113.

He Y, Cheshomi N, Lawson SM, Itta AK, Rezaei F, Kapila S, Rownaghi AA (2021) PDMS/PAI-HF composite membrane containing immobilized palladium nanoparticles for 4-nitrophenol reduction. Chem Eng J 410:128326

114.

Bottino A, Capannelli G, Comite A, Di Felice R (2002) Polymeric and ceramic membranes in three-phase catalytic membrane reactors for the hydrogenation of methylenecyclohexane. Desalination 144:411–416

115.

Kotte MR, Kuvarega AT, Talapaneni SN, Cho M, Coskun A, Diallo MS (2018) A facile and scalable route to the preparation of catalytic membranes with in situ synthesized supramolecular dendrimer particle hosts for Pt(0) nanoparticles using a low-generation PAMAM dendrimer (G1-NH₂) as precursor. ACS Appl Mater Interfaces 10:33238–33251PubMed

116.

Büker J, Alkan B, Chabbra S, Kochetov N, Falk T, Schnegg A, Schulz C, Wiggers H, Muhler M, Peng B (2021) Liquid-phase cyclohexene oxidation with O₂ over spray-flame-synthesized La_1−xSr_xCoO₃ perovskite nanoparticles. Chem Eur J 27:16912–16923PubMed

117.

Dintzner MR, Kinzie CR, Pulkrabek K, Arena AF (2012) The cyclohexanol cycle and synthesis of nylon 6,6: green chemistry in the undergraduate organic laboratory. J Chem Educ 89:262–264

118.

Long S, Zhang A, Liu H, Li L, Ding L (2009) Fabrication of a Pt nano-cluster/photosensitive polyimide hybrid membrane reactor and its partial hydrogenation of benzene. Chinese J Catal 30:276–278

119.

Zhai H, Zhang A, Li L, Long S (2012) Partial hydrogenation of benzene catalyzed by Pt/N-n-propyl chitosan hybrid membrane. J Appl Polym Sci 123:2140–2146

120.

Hereijgers BPC, Weckhuysen BM (2010) Aerobic oxidation of cyclohexane by gold-based catalysts: new mechanistic insight by thorough product analysis. J Catal 270:16–25

121.

Schuchardt U, Cardoso D, Sercheli R, Pereira R, da Cruz RS, Guerreiro MC, Mandelli D, Spinacé EV, Pires EL (2001) Cyclohexane oxidation continues to be a challenge. Appl Catal A 211:1–17

122.

Musser MT (2011) Cyclohexanol and cyclohexanone, Ullmann’s encyclopedia of industrial chemistry. Wiley

123.

Hodges AM, Linton M, Mau AWH, Cavell KJ, Hey JA, Seen AJ (1990) Perfluorinated membranes as catalyst supports. Appl Organomet Chem 4:465

124.

Byun H, Lee T (2002) Hydrogenation of cyclohexene with perfluorinated cation- and anion-exchange membranes supported platinum. Desalination 144:419–424

125.

Adlim M, Abu Bakar M, Liew KY, Ismail J (2004) Synthesis of chitosan-stabilized platinum and palladium nanoparticles and their hydrogenation activity. J Mol Catal A Chem 212:141–149

126.

Gelesky MA, Scheeren CW, Foppa L, Pavan FA, Dias SLP, Dupont J (2009) Metal nanoparticle/ionic liquid/cellulose: new catalytically active membrane materials for hydrogenation reactions. Biomacromolecules 10:1888–1893PubMed

127.

Singh D, Rezac ME, Pfromm PH (2010) Partial hydrogenation of soybean oil using metal-decorated integral-asymmetric polymer membranes: effects of morphology and membrane properties. J Membr Sci 348:99–108

128.

Holda AK, Vankelecom IFJ (2015) Understanding and guiding the phase inversion process for synthesis of solvent resistant nanofiltration membranes. J Appl Polym Sci 132:42130/42131

129.

Fritsch D, Bengtson G (2006) Catalytic polymer membranes for high temperature hydrogenation of viscous liquids. Adv Eng Mater 8:386–389

130.

Liu C, Xu Y, Liao S, Yu D (2000) Selective hydrogenation of cyclopentadiene in mono- and bimetallic catalytic hollow-fiber reactors. J Mol Catal A Chem 157:253–259

131.

Lim B, Jiang M, Camargo PHC, Cho EC, Tao J, Lu X, Zhu Y, Xia Y (2009) Pd-Pt bimetallic nanodendrites with high activity for oxygen reduction. Science 324:1302–1305PubMed

132.

Yarulin A, Berguerand C, Yuranov I, Cardenas-Lizana F, Prokopyeva I, Kiwi-Minsker L (2015) Pt-Zn nanoparticles supported on porous polymeric matrix for selective 3-nitrostyrene hydrogenation. J Catal 321:7–12

133.

Stanford JP, Soto MC, Pfromm PH, Rezac ME (2016) Aqueous phase hydrogenation of levulinic acid using a porous catalytic membrane reactor. Catal Today 268:19–28

134.

Bagnato G, Figoli A, Ursino C, Galiano F, Sanna A (2018) A novel Ru-polyethersulfone (PES) catalytic membrane for highly efficient and selective hydrogenation of furfural to furfuryl alcohol. J Mater Chem A 6:4955–4965

135.

Molinari R, Lavorato C, Argurio P (2020) Visible-light photocatalysts and their perspectives for building photocatalytic membrane reactors for various liquid phase chemical conversions. Catalysts 10:1334

Title: Metal Nanoparticles on Polymeric Membranes Applied in Catalytic Hydrogenations
Authors: Rosa Pich
Jean-François Lahitte
Jean-Christophe Remigy
Daniel Pla
Montserrat Gómez
Publisher: Springer Nature Switzerland
Book: Surface Functionalized Metal Catalysts
Print ISBN: 978-3-031-73840-1

Electronic ISBN: 978-3-031-73841-8

Copyright Year: 2024
DOI: https://doi.org/10.1007/3418_2024_120