Insights into carbon-based materials for catalytic dehydrogenation of low-carbon alkanes and ethylbenzene

Abstract

Direct dehydrogenation with high selectivity and oxidative dehydrogenation with low thermal limit has been regarded as promising methods to solve the increasing demands of light olefins and styrene. Metal-based catalysts have shown remarkable performance for these reactions, such as Pt, CrO_x, Co, ZrO_x, Zn and V. Compared with metal-based catalysts, carbon materials with stable structure, rich pore texture and large surface area, are ideal platforms as the catalysts and the supports for dehydrogenation reactions. In this review, carbon materials applied in direct dehydrogenation and oxidative dehydrogenation reactions including ordered mesoporous carbon, carbon nanodiamond, carbon nanotubes, graphene and activated carbon, are summarized. A general introduction to the dehydrogenation mechanism and active sites of carbon catalysts is briefly presented to provide a deep understanding of the carbon-based materials used in dehydrogenation reactions. The unique structure of each carbon material is presented, and the diversified synthesis methods of carbon catalysts are clarified. The approaches for promoting the catalytic activity of carbon catalysts are elaborated with respect to preparation method optimization, suitable structure design and heteroatom doping. The regeneration mechanism of carbon-based catalysts is discussed for providing guidance on catalytic performance enhancement. In addition, carbon materials as the support of metal-based catalysts contribute to exploiting the excellent catalytic performance of catalysts due to superior structural characteristics. In the end, the challenges in current research and strategies for future improvements are proposed.

Graphical abstract

Keywords

carbon materials / dehydrogenation / active sites / mechanism / catalytic performance / support

References

[1] Sheng J, Yan B, Lu W D, Qiu B, Gao X Q, Wang D, Lu A H. Oxidative dehydrogenation of light alkanes to olefins on metal-free catalysts. Chemical Society Reviews, 2021, 50(2): 1438–1468

[2] Sattler J J, Ruiz-Martinez J, Santillan-Jimenez E, Weckhuysen B M. Catalytic dehydrogenation of light alkanes on metals and metal oxides. Chemical Reviews, 2014, 114(20): 10613–10653

[3] Zhong J W, Han J F, Wei Y X, Tian P, Guo X W, Song C S, Liu Z M. Recent advances of the nano-hierarchical SAPO-34 in the methanol-to-olefin (MTO) reaction and other applications. Catalysis Science & Technology, 2017, 7(21): 4905–4923

[4] Yarulina I, De Wispelaere K, Bailleul S, Goetze J, Radersma M, Abou-Hamad E, Vollmer I, Goesten M, Mezari B, Hensen E J M, Martínez-Espín J S, Morten M, Mitchell S, Perez-Ramirez J, Olsbye U, Weckhuysen B M, Van Speybroeck V, Kapteijn F, Gascon J. Publisher correction: structure-performance descriptors and the role of Lewis acidity in the methanol-to-propylene process. Nature Chemistry, 2018, 10(8): 897

[5] Munnik P, de Jongh P E, de Jong K P. Control and impact of the nanoscale distribution of supported cobalt particles used in Fischer-Tropsch catalysis. Journal of the American Chemical Society, 2014, 136(20): 7333–7340

[6] Weststrate C J, van de Loosdrecht J, Niemantsverdriet J W. Spectroscopic insights into cobalt-catalyzed Fischer–Tropsch synthesis: a review of the carbon monoxide interaction with single crystalline surfaces of cobalt. Journal of Catalysis, 2016, 342: 1–16

[7] Chen C, Hu Z P, Ren J T, Zhang S, Wang Z, Yuan Z Y. ZnO supported on high-silica HZSM-5 as efficient catalysts for direct dehydrogenation of propane to propylene. Molecular Catalysis, 2019, 476: 110508

[8] Chen C, Sun M L, Hu Z P, Ren J T, Zhang S M, Yuan Z Y. New insight into the enhanced catalytic performance of ZnPt/HZSM-5 catalysts for direct dehydrogenation of propane to propylene. Catalysis Science & Technology, 2019, 9(8): 1979–1988

[9] Hu Z P, Wang Y, Yang D, Yuan Z Y. CrO_x supported on high-silica HZSM-5 for propane dehydrogenation. Journal of Energy Chemistry, 2020, 47: 225–233

[10] Wang Y S, Hu Z P, Tian W W, Gao L J, Wang Z, Yuan Z Y. Framework-confined Sn in Si-beta stabilizing ultra-small Pt nanoclusters as direct propane dehydrogenation catalysts with high selectivity and stability. Catalysis Science & Technology, 2019, 9(24): 6993–7002

[11] Wang Y, Suo Y, Lv X, Wang Z, Yuan Z Y. Enhanced performances of bimetallic Ga-Pt nanoclusters confined within silicalite-1 zeolite in propane dehydrogenation. Journal of Colloid and Interface Science, 2021, 593: 304–314

[12] Wang Y, Suo Y, Ren J T, Wang Z, Yuan Z Y. Spatially isolated cobalt oxide sites derived from MOFs for direct propane dehydrogenation. Journal of Colloid and Interface Science, 2021, 594: 113–121

[13] Guo F, Yang P, Pan Z, Cao X N, Xie Z, Wang X. Carbon-doped BN nanosheets for the oxidative dehydrogenation of ethylbenzene. Angewandte Chemie International Edition, 2017, 56(28): 8231–8235

[14] Yao R, Herrera J E, Chen L H, Chin Y H C. Generalized mechanistic framework for ethane dehydrogenation and oxidative dehydrogenation on molybdenum oxide catalysts. ACS Catalysis, 2020, 10(12): 6952–6968

[15] Ye L, Duan X, Xie K. Electrochemical oxidative dehydrogenation of ethane to ethylene in a solid oxide electrolyzer. Angewandte Chemie International Edition, 2021, 60(40): 21746–21750

[16] Bikbaeva V, Perez O, Nesterenko N, Valtchev V. Ethane oxidative dehydrogenation with CO₂ on thiogallates. Inorganic Chemistry Frontiers, 2022, 9(20): 5181–5187

[17] LiBretto N J, Yang C, Ren Y, Zhang G, Miller J T. Identification of surface structures in Pt₃Cr intermetallic nanocatalysts. Chemistry of Materials, 2019, 31(5): 1597–1609

[18] Zhang Y, Zhou Y, Huang L, Zhou S, Sheng X, Wang Q, Zhang C. Structure and catalytic properties of the Zn-modified ZSM-5 supported platinum catalyst for propane dehydrogenation. Chemical Engineering Journal, 2015, 270: 352–361

[19] Li X, Wang P, Wang H, Li C. Effects of the state of Co species in Co/Al₂O₃ catalysts on the catalytic performance of propane dehydrogenation. Applied Surface Science, 2018, 441: 688–693

[20] Schreiber M W, Plaisance C P, Baumgartl M, Reuter K, Jentys A, Bermejo-Deval R, Lercher J A. Lewis-bronsted acid pairs in Ga/H-ZSM-5 to catalyze dehydrogenation of light alkanes. Journal of the American Chemical Society, 2018, 140(14): 4849–4859

[21] Han S L, Otroshchenko T, Zhao D, Lund H, Rockstroh N, Vuong T H, Rabeah J, Rodemerck U, Linke D, Gao M L, Jiang G, Kondratenko E V. The effect of ZrO₂ crystallinity in CrZrO_x/SiO₂ on non-oxidative propane dehydrogenation. Applied Catalysis A: General, 2020, 590: 117350

[22] Jeon N, Oh J, Tayal A, Jeong B, Seo O, Kim S, Chung I, Yun Y. Effects of heat-treatment atmosphere and temperature on cobalt species in Co/Al₂O₃ catalyst for propane dehydrogenation. Journal of Catalysis, 2021, 404: 1007–1016

[23] Yuan Y, Lobo R F, Xu B. Ga₂O₂²⁺ stabilized by paired framework Al atoms in MFI: a highly reactive site in nonoxidative propane dehydrogenation. ACS Catalysis, 2022, 12(3): 1775–1783

[24] Hu Z P, Qin G, Han J, Zhang W, Wang N, Zheng Y, Jiang Q, Ji T, Yuan Z Y, Xiao J, Wei Y, Liu Z. Atomic insight into the local structure and microenvironment of isolated Co-motifs in MFI zeolite frameworks for propane dehydrogenation. Journal of the American Chemical Society, 2022, 144(27): 12127–12137

[25] Najari S, Saeidi S, Concepcion P, Dionysiou D D, Bhargava S K, Lee A F, Wilson K. Oxidative dehydrogenation of ethane: catalytic and mechanistic aspects and future trends. Chemical Society Reviews, 2021, 50(7): 4564–4605

[26] Atanga M A, Rezaei F, Jawad A, Fitch M, Rownaghi A A. Oxidative dehydrogenation of propane to propylene with carbon dioxide. Applied Catalysis B: Environmental, 2018, 220: 429–445

[27] Djinović P, Zavašnik J, Teržan J, Jerman I. Role of CO₂ during oxidative dehydrogenation of propane over bulk and activated-carbon supported cerium and vanadium based catalysts. Catalysis Letters, 2021, 151(10): 2816–2832

[28] Gambo Y, Adamu S, Abdulrasheed A A, Lucky R A, Ba-Shammakh M S, Hossain M M. Catalyst design and tuning for oxidative dehydrogenation of propane—a review. Applied Catalysis A: General, 2021, 609: 117914

[29] Su D S, Perathoner S, Centi G. Nanocarbons for the development of advanced catalysts. Chemical Reviews, 2013, 113(8): 5782–5816

[30] Li X, Yu J, Wageh S, Al-Ghamdi A A, Xie J. Graphene in photocatalysis: a review. Small, 2016, 12(48): 6640–6696

[31] Hu C, Dai L. Doping of carbon materials for metal-free electrocatalysis. Advanced Materials, 2019, 31(7): 1804672

[32] Li C, Wang G. Dehydrogenation of light alkanes to mono-olefins. Chemical Society Reviews, 2021, 50(7): 4359–4381

[33] Watanabe R, Tsujioka M, Fukuhara C. Performance of non-stoichiometric perovskite catalyst (A_xCrO₃-δ, A: La, Pr, Nd) for dehydrogenation of propane under steam condition. Catalysis Letters, 2016, 146(12): 2458–2467

[34] Dai Y, Gao X, Wang Q, Wan X, Zhou C, Yang Y. Recent progress in heterogeneous metal and metal oxide catalysts for direct dehydrogenation of ethane and propane. Chemical Society Reviews, 2021, 50(9): 5590–5630

[35] James O O, Mandal S, Alele N, Chowdhury B, Maity S. Lower alkanes dehydrogenation: strategies and reaction routes to corresponding alkenes. Fuel Processing Technology, 2016, 149: 239–255

[36] Iranshahi D, Salimi P, Pourmand Z, Saeidi S, Klemeš J J. Utilising a radial flow, spherical packed-bed reactor for auto thermal steam reforming of methane to achieve a high capacity of H₂ production. Chemical Engineering and Processing, 2017, 120: 258–267

[37] Nguyen T T, Aouine M, Millet J M M. Optimizing the efficiency of MoVTeNbO catalysts for ethane oxidative dehydrogenation to ethylene. Catalysis Communications, 2012, 21: 22–26

[38] Rahman S T, Choi J R, Lee J H, Park S J. The role of CO₂ as a mild oxidant in oxidation and dehydrogenation over catalysts: a review. Catalysts, 2020, 10(9): 1075

[39] Chen D, Holmen A, Sui Z, Zhou X. Carbon mediated catalysis: a review on oxidative dehydrogenation. Chinese Journal of Catalysis, 2014, 35(6): 824–841

[40] Qi W, Su D. Metal-free carbon catalysts for oxidative dehydrogenation reactions. ACS Catalysis, 2014, 4(9): 3212–3218

[41] Zhao Z, Ge G, Li W, Guo X, Wang G. Modulating the microstructure and surface chemistry of carbocatalysts for oxidative and direct dehydrogenation: a review. Chinese Journal of Catalysis, 2016, 37(5): 644–670

[42] Sun X, Han P, Li B, Mao S, Liu T, Ali S, Lian Z, Su D. Oxidative dehydrogenation reaction of short alkanes on nanostructured carbon catalysts: a computational account. Chemical Communications (Cambridge), 2018, 54(8): 864–875

[43] Zhao T J, Sun W Z, Gu X Y, Rønning M, Chen D, Dai Y C, Yuan W K, Holmen A. Rational design of the carbon nanofiber catalysts for oxidative dehydrogenation of ethylbenzene. Applied Catalysis A, General, 2007, 323: 135–146

[44] Zhang J, Liu X, Blume R, Zhang A, Schlögl R, Su D S. Surface-modified carbon nanotubes catalyze oxidative dehydrogenation of n-butane. Science, 2008, 322(5898): 73–77

[45] Delgado J J, Chen X W, Frank B, Su D S, Schlögl R. Activation processes of highly ordered carbon nanofibers in the oxidative dehydrogenation of ethylbenzene. Catalysis Today, 2012, 186(1): 93–98

[46] Niebrzydowska P, Janus R, Kuśtrowski P, Jarczewski S, Wach A, Silvestre-Albero A M, Rodríguez-Reinoso F. A simplified route to the synthesis of CMK-3 replica based on precipitation polycondensation of furfuryl alcohol in SBA-15 pore system. Carbon, 2013, 64: 252–261

[47] Hu Z P, Yang D D, Wang Z, Yuan Z Y. State-of-the-art catalysts for direct dehydrogenation of propane to propylene. Chinese Journal of Catalysis, 2019, 40(9): 1233–1254

[48] Huang R, Liu H Y, Zhang B S, Sun X Y, Liang C H, Su D S, Zong B N, Rong J F. Phosphate-modified carbon nanotubes in the oxidative dehydrogenation of isopentanes. ChemSusChem, 2014, 7(12): 3476–3482

[49] Rao R, Yang M, Ling Q, Li C, Zhang Q, Yang H, Zhang A. A novel route of enhancing oxidative catalytic activity: hydroxylation of MWCNTs induced by sectional defects. Catalysis Science & Technology, 2014, 4(3): 665–671

[50] Pelech I, Soares O S G P, Pereira M F R, Figueiredo J L. Oxidative dehydrogenation of isobutane on carbon xerogel catalysts. Catalysis Today, 2015, 249: 176–183

[51] Qi W, Liu W, Zhang B, Gu X, Guo X, Su D. Oxidative dehydrierung an nanokohlenstoff: identifizierung und quantifizierung aktiver zentren durch chemische titration. Angewandte Chemie, 2013, 125(52): 14474–14478

[52] Qi W, Liu W, Guo X, Schlögl R, Su D. Oxidative dehydrogenation on nanocarbon: intrinsic catalytic activity and structure-function relationships. Angewandte Chemie International Edition, 2015, 54(46): 13682–13685

[53] Li B, Su D. The nucleophilicity of the oxygen functional groups on carbon materials: a DFT analysis. Chemistry, 2014, 20(26): 7890–7894

[54] Mao S, Li B, Su D. The first principles studies on the reaction pathway of the oxidative dehydrogenation of ethane on the undoped and doped carbon catalyst. Journal of Materials Chemistry A, 2014, 2(15): 5287–5294

[55] Wang R, Sun X, Zhang B, Sun X, Su D. Hybrid nanocarbon as a catalyst for direct dehydrogenation of propane: formation of an active and selective core–shell sp²/sp³ nanocomposite structure. Chemistry, 2014, 20(21): 6324–6331

[56] Schwartz V, Fu W, Tsai Y T, Meyer H M III, Rondinone A J, Chen J, Wu Z, Overbury S H, Liang C. Oxygen-functionalized few-layer graphene sheets as active catalysts for oxidative dehydrogenation reactions. ChemSusChem, 2013, 6(5): 840–846

[57] Li Y, Zhang Z, Wang J, Ma C, Yang H, Hao Z. Direct dehydrogenation of isobutane to isobutene over carbon catalysts. Chinese Journal of Catalysis, 2015, 36(8): 1214–1222

[58] Guo X, Qi W, Liu W, Yan P, Li F, Liang C, Su D. Oxidative dehydrogenation on nanocarbon: revealing the catalytic mechanism using model catalysts. ACS Catalysis, 2017, 7(2): 1424–1427

[59] Zhang J, Su D S, Blume R, Schlögl R, Wang R, Yang X, Gajović A. Surface chemistry and catalytic reactivity of a nanodiamond in the steam-free dehydrogenation of ethylbenzene. Angewandte Chemie International Edition, 2010, 49(46): 8640–8644

[60] Hu Z P, Chen C, Ren J T, Yuan Z Y. Direct dehydrogenation of propane to propylene on surface-oxidized multiwall carbon nanotubes. Applied Catalysis A: General, 2018, 559: 85–93

[61] Rao R, Ling Q, Dong H, Dong X, Li N, Zhang A. Effect of surface modification on multi-walled carbon nanotubes for catalytic oxidative dehydrogenation using CO₂ as oxidant. Chemical Engineering Journal, 2016, 301: 115–122

[62] Shi W, Peng Y, Steiner S A III, Li J, Plata D L. Carbon dioxide promotes dehydrogenation in the equimolar C₂H₂-CO₂ reaction to synthesize carbon nanotubes. Small, 2018, 14(11): 1703482

[63] Parent L R, Bakalis E, Proetto M, Li Y, Park C, Zerbetto F, Gianneschi N C. Tackling the challenges of dynamic experiments using liquid-cell transmission electron microscopy. Accounts of Chemical Research, 2018, 51(1): 3–11

[64] Zheng Y, Huang X, Chen J, Wu K, Wang J, Zhang X. A review of conductive carbon materials for 3D printing: materials, technologies, properties, and applications. Materials, 2021, 14(14): 3911

[65] Knyazheva O A, Baklanova O N, Lavrenov A V. Catalytic dehydrogenation on carbon. Solid Fuel Chemistry, 2020, 54(6): 345–353

[66] Ma T Y, Liu L, Yuan Z Y. Direct synthesis of ordered mesoporous carbons. Chemical Society Reviews, 2013, 42(9): 3977–4003

[67] Liu L, Zhu Y P, Su M, Yuan Z Y. Metal-free carbonaceous materials as promising heterogeneous catalysts. ChemCatChem, 2015, 7(18): 2765–2787

[68] Liu L, Deng Q F, Agula B, Zhao X, Ren T Z, Yuan Z Y. Ordered mesoporous carbon catalyst for dehydrogenation of propane to propylene. Chemical Communications, 2011, 47(29): 8334–8336

[69] Hu Z P, Ren J T, Yang D, Wang Z, Yuan Z Y. Mesoporous carbons as metal-free catalysts for propane dehydrogenation: effect of the pore structure and surface property. Chinese Journal of Catalysis, 2019, 40(9): 1385–1394

[70] Liu L, Deng Q F, Agula B, Ren T Z, Liu Y P, Zhaorigetu B, Yuan Z Y. Synthesis of ordered mesoporous carbon materials and their catalytic performance in dehydrogenation of propane to propylene. Catalysis Today, 2012, 186(1): 35–41

[71] Liu L, Deng Q F, Liu Y P, Ren T Z, Yuan Z Y. HNO₃-activated mesoporous carbon catalyst for direct dehydrogenation of propane to propylene. Catalysis Communications, 2011, 16(1): 81–85

[72] Zhang W, Zhao G, Muschin T, Bao A. Nitrogen‐doped mesoporous carbon materials for oxidative dehydrogenation of propane. Surface and Interface Analysis, 2020, 53(1): 100–107

[73] Szewczyk I, Rokicińska A, Michalik M, Chen J, Jaworski A, Aleksis R, Pell A J, Hedin N, Slabon A, Kuśtrowski P. Electrochemical denitrification and oxidative dehydrogenation of ethylbenzene over N-doped mesoporous carbon: atomic level understanding of catalytic activity by ¹⁵N NMR. Chemistry of Materials, 2020, 32(17): 7263–7273

[74] Li L, Zhu W, Liu Y, Shi L, Liu H, Ni Y, Liu S, Zhou H, Liu Z. Phosphorous-modified ordered mesoporous carbon for catalytic dehydrogenation of propane to propylene. RSC Advances, 2015, 5(69): 56304–56310

[75] SongYLiuGYuanZ Y. N-, P-, and B-doped mesoporous carbons for direct dehydrogenation of propane. RSC Advances, 2016, 6(97): 94636–94642

[76] Schwartz V, Xie H, Meyer H M III, Overbury S H, Liang C. Oxidative dehydrogenation of isobutane on phosphorous-modified graphitic mesoporous carbon. Carbon, 2011, 49(2): 659–668

[77] Yin C, He J, Liu S. Carbon nanotubes derived from industrial resin for the oxidative dehydrogenation of ethylbenzene. ChemistrySelect, 2020, 5(22): 6674–6677

[78] Bychko I, Abakumov A, Nikolenko A, Selyshchev O V, Zahn D R T, Khavrus V O, Tang J, Strizhak P. Ethane direct dehydrogenation over carbon nanotubes and reduced graphene oxide. Chemistry Select, 2021, 6(34): 8981–8984

[79] Li J, Yu P, Xie J, Liu J, Wang Z, Wu C, Rong J, Liu H, Su D. Improving the alkene selectivity of nanocarbon-catalyzed oxidative dehydrogenation of n-butane by refinement of oxygen species. ACS Catalysis, 2017, 7(10): 7305–7311

[80] Yuan H, Sun Z, Liu H, Zhang B, Chen C, Wang H, Yang Z, Zhang J, Wei F, Su D S. Immobilizing carbon nanotubes on SiC foam as a monolith catalyst for oxidative dehydrogenation reactions. ChemCatChem, 2013, 5(7): 1713–1717

[81] Zhang Y, Wang J, Rong J, Diao J, Zhang J, Shi C, Liu H, Su D. A facile and efficient method to fabricate highly selective nanocarbon catalysts for oxidative dehydrogenation. ChemSusChem, 2017, 10(2): 353–358

[82] Zhang Y, Huang R, Feng Z, Liu H, Shi C, Rong J, Zong B, Su D. Phosphate modified carbon nanotubes for oxidative dehydrogenation of n-butane. Journal of Energy Chemistry, 2016, 25(3): 349–353

[83] Frank B, Zhang J, Blume R, Schlogl R, Su D S. Heteroatoms increase the selectivity in oxidative dehydrogenation reactions on nanocarbons. Angewandte Chemie International Edition, 2009, 48(37): 6913–6917

[84] Liu W, Wang C, Herold F, Etzold B J M, Su D, Qi W. Oxidative dehydrogenation on nanocarbon: effect of heteroatom doping. Applied Catalysis B: Environmental, 2019, 258: 117982

[85] Zhao Z, Dai Y, Ge G, Guo X, Wang G. Increased active sites and their accessibility of a N-doped carbon nanotube carbocatalyst with remarkably enhanced catalytic performance in direct dehydrogenation of ethylbenzene. RSC Advances, 2015, 5(65): 53095–53099

[86] Zhao Z, Dai Y, Ge G, Wang G. Explosive decomposition of a melamine-cyanuric acid supramolecular assembly for fabricating defect-rich nitrogen-doped carbon nanotubes with significantly promoted catalysis. Chemistry, 2015, 21(22): 8004–8009

[87] Wang Q, Wang H, Zhang Y, Wen G, Liu H, Su D. Syntheses and catalytic applications of the high-N-content, the cup-stacking and the macroscopic nitrogen doped carbon nanotubes. Journal of Materials Science and Technology, 2017, 33(8): 843–849

[88] Cao T, Dai X, Liu W, Fu Y, Qi W. Carbon nanotubes modified by multi-heteroatoms polymer for oxidative dehydrogenation of propane: improvement of propene selectivity and oxidation resistance. Carbon, 2022, 189: 199–209

[89] Li J, Yu P, Xie J, Zhang Y, Liu H, Su D, Rong J. Grignard reagent reduced nanocarbon material in oxidative dehydrogenation of n-butane. Journal of Catalysis, 2018, 360: 51–56

[90] Hong G, Diao S, Antaris A L, Dai H. Carbon nanomaterials for biological imaging and nanomedicinal therapy. Chemical Reviews, 2015, 115(19): 10816–10906

[91] Kumar S, Nehra M, Kedia D, Dilbaghi N, Tankeshwar K, Kim K H. Nanodiamonds: emerging face of future nanotechnology. Carbon, 2019, 143: 678–699

[92] Shvidchenko A V, Eidelman E D, Vul A Y, Kuznetsov N M, Stolyarova D Y, Belousov S I, Chvalun S N. Colloids of detonation nanodiamond particles for advanced applications. Advances in Colloid and Interface Science, 2019, 268: 64–81

[93] Zhou Q, Ge G, Guo Z, Liu Y, Zhao Z. Poly(imidazolium-methylene)-assisted grinding strategy to prepare nanocarbon-embedded network monoliths for carbocatalysis. ACS Catalysis, 2020, 10(24): 14604–14614

[94] Mochalin V N, Shenderova O, Ho D, Gogotsi Y. The properties and applications of nanodiamonds. Nature Nanotechnology, 2011, 7(1): 11–23

[95] Wood C S, Stevens M M. Improving the image of nanoparticles. Nature, 2016, 539(7630): 505–506

[96] Ba H, Podila S, Liu Y, Mu X, Nhut J M, Papaefthimiou V, Zafeiratos S, Granger P, Pham-Huu C. Nanodiamond decorated few-layer graphene composite as an efficient metal-free dehydrogenation catalyst for styrene production. Catalysis Today, 2015, 249: 167–175

[97] Diao J, Liu H, Feng Z, Zhang Y, Chen T, Miao C, Yang W, Su D S. Highly dispersed nanodiamonds supported on few-layer graphene as robust metal-free catalysts for ethylbenzene dehydrogenation reaction. Catalysis Science & Technology, 2015, 5(11): 4950–4953

[98] Thanh T T, Ba H, Truong-Phuoc L, Nhut J M, Ersen O, Begin D, Janowska I, Nguyen D L, Granger P, Pham-Huu C. A few-layer graphene-graphene oxide composite containing nanodiamonds as metal-free catalysts. Journal of Materials Chemistry A, 2014, 2(29): 11349–11357

[99] Roldán L, Benito A M, García-Bordejé E. Self-assembled graphene aerogel and nanodiamond hybrids as high performance catalysts in oxidative propane dehydrogenation. Journal of Materials Chemistry A, 2015, 3(48): 24379–24388

[100] Ba H, Liu Y, Mu X, Doh W H, Nhut J M, Granger P, Pham-Huu C. Macroscopic nanodiamonds/β-SiC composite as metal-free catalysts for steam-free dehydrogenation of ethylbenzene to styrene. Applied Catalysis A: General, 2015, 499: 217–226

[101] GeGWeiXGuoHZhaoZ. Assembly‐in‐foam approach to construct nanodiamond/carbon nanotube hybrid monolithic carbocatalysts for direct dehydrogenation of ethylbenzene to styrene. European Journal of Inorganic Chemistry, 2022, 2022(26).

[102] Chen C, Hu Z P, Zhang S M, Yuan Z Y. Advance in the catalysts of direct dehydrogenation of propane to propylene. Acta Petrolei Sinica (Petroleum Processing Section), 2020, 36(3): 639–652

[103] Liu X, Frank B, Zhang W, Cotter T P, Schlogl R, Su D S. Carbon-catalyzed oxidative dehydrogenation of n-butane: selective site formation during sp³-to-sp² lattice rearrangement. Angewandte Chemie International Edition, 2011, 50(14): 3318–3322

[104] Sun X, Ding Y, Zhang B, Huang R, Chen D, Su D S. Insight into the enhanced selectivity of phosphate-modified annealed nanodiamond for oxidative dehydrogenation reactions. ACS Catalysis, 2015, 5(4): 2436–2444

[105] Sun X, Ding Y, Zhang B, Huang R, Su D S. New insights into the oxidative dehydrogenation of propane on borate-modified nanodiamond. Chemical Communications, 2015, 51(44): 9145–9148

[106] Liu Y, Ba H, Luo J, Wu K H, Nhut J M, Su D S, Pham-Huu C. Structure-performance relationship of nanodiamonds@nitrogen-doped mesoporous carbon in the direct dehydrogenation of ethylbenzene. Catalysis Today, 2018, 301: 38–47

[107] Zhou Q, Guo X, Song C, Zhao Z. Defect-enriched N,O-codoped nanodiamond/carbon nanotube catalysts for styrene production via dehydrogenation of ethylbenzene. ACS Applied Nano Materials, 2019, 2(4): 2152–2159

[108] Ge G, Wei X, Guo H, Zhao Z. An efficient nanodiamond-based monolithic foam catalyst prepared by a facile thermal impregnation strategy for direct dehydrogenation of ethylbenzene to styrene. Chinese Chemical Letters, 2023, 34(5): 107808

[109] Ge G, Guo X, Song C, Zhao Z. A mutually isolated nanodiamond/porous carbon nitride nanosheet hybrid with enriched active sites for promoted catalysis in styrene production. Catalysis Science & Technology, 2020, 10(4): 1048–1055

[110] Luo Z, Wan Q, Yu Z, Lin S, Xie Z, Wang X. Photo-fluorination of nanodiamonds catalyzing oxidative dehydrogenation reaction of ethylbenzene. Nature Communications, 2021, 12(1): 6542

[111] Zhao W, He D W, Wang Y S, Du X, Xin H. Synthesis and electrochemical properties of three-dimensional graphene/polyaniline composites for supercapacitor electrode materials. Chinese Physics B, 2015, 24(4): 047204

[112] Gao Y, Ma D, Wang C, Guan J, Bao X. Reduced graphene oxide as a catalyst for hydrogenation of nitrobenzene at room temperature. Chemical Communications, 2011, 47(8): 2432–2434

[113] Gao Y, Hu G, Zhong J, Shi Z, Zhu Y, Su D S, Wang J, Bao X, Ma D. Nitrogen-doped sp²-hybridized carbon as a superior catalyst for selective oxidation. Angewandte Chemie International Edition, 2013, 52(7): 2109–2113

[114] Eslek-Koyuncu D D. Microwave-assisted non-oxidative ethane dehydrogenation over different carbon materials. Diamond and Related Materials, 2020, 110: 108130

[115] Tang S, Cao Z. Site-dependent catalytic activity of graphene oxides towards oxidative dehydrogenation of propane. Physical Chemistry Chemical Physics, 2012, 14(48): 16558–16565

[116] Dathar G K, Tsai Y T, Gierszal K, Xu Y, Liang C, Rondinone A J, Overbury S H, Schwartz V. Identifying active functionalities on few-layered graphene catalysts for oxidative dehydrogenation of isobutane. ChemSusChem, 2014, 7(2): 483–491

[117] Brooks A, Jenkins S J, Wrabetz S, McGregor J, Sacchi M. The dehydrogenation of butane on metal-free graphene. Journal of Colloid and Interface Science, 2022, 619: 377–387

[118] Chen C, Sun M L, Hu Z P, Liu Y P, Zhang S M, Yuan Z Y. Nature of active phase of VO_x catalysts supported on SiBeta for direct dehydrogenation of propane to propylene. Chinese Journal of Catalysis, 2020, 41(2): 276–285

[119] Heidarinejad Z, Dehghani M H, Heidari M, Javedan G, Ali I, Sillanpää M. Methods for preparation and activation of activated carbon: a review. Environmental Chemistry Letters, 2020, 18(2): 393–415

[120] Ao W, Fu J, Mao X, Kang Q, Ran C, Liu Y, Zhang H, Gao Z, Li J, Liu G, Dai J. Microwave assisted preparation of activated carbon from biomass: a review. Renewable & Sustainable Energy Reviews, 2018, 92: 958–979

[121] MacDermid-Watts K, Pradhan R, Dutta A. Catalytic hydrothermal carbonization treatment of biomass for enhanced activated carbon: a review. Waste and Biomass Valorization, 2020, 12(5): 2171–2186

[122] Pietrzak R, Bandosz T J. Activated carbons modified with sewage sludge derived phase and their application in the process of NO₂ removal. Carbon, 2007, 45(13): 2537–2546

[123] Karatepe N, Orbak İ, Yavuz R, Özyuğuran A. Sulfur dioxide adsorption by activated carbons having different textural and chemical properties. Fuel, 2008, 87(15–16): 3207–3215

[124] Mudoga H L, Yucel H, Kincal N S. Decolorization of sugar syrups using commercial and sugar beet pulp based activated carbons. Bioresource Technology, 2008, 99(9): 3528–3533

[125] Cui J, Zhang L. Metallurgical recovery of metals from electronic waste: a review. Journal of Hazardous Materials, 2008, 158(2–3): 228–256

[126] Tsyntsarski B, Stoycheva I, Tsoncheva T, Genova I, Dimitrov M, Petrova B, Paneva D, Cherkezova-Zheleva Z, Budinova T, Kolev H, Gomis-Berenguer A, Ania C O, Mitov I, Petrov N. Activated carbons from waste biomass and low rank coals as catalyst supports for hydrogen production by methanol decomposition. Fuel Processing Technology, 2015, 137: 139–147

[127] Matos I, Bernardo M, Fonseca I. Porous carbon: a versatile material for catalysis. Catalysis Today, 2017, 285: 194–203

[128] Ma S, Li H, Zhang G, Iqbal T, Li K, Lu Q. Catalytic fast pyrolysis of walnut shell for alkylphenols production with nitrogen-doped activated carbon catalyst. Frontiers of Environmental Science & Engineering, 2020, 15(2): 25

[129] Köse K Ö, Aydınol M K. Development of activated carbon/bimetallic transition metal phosphide composite materials for electrochemical capacitors and oxygen evolution reaction catalysis. International Journal of Energy Research, 2022, 46(15): 22078–22088

[130] Hu Z P, Zhang L F, Wang Z, Yuan Z Y. Bean dregs-derived hierarchical porous carbons as metal-free catalysts for efficient dehydrogenation of propane to propylene. Journal of Chemical Technology and Biotechnology, 2018, 93(12): 3410–3417

[131] Cheng Z, Wang Y, Jin D, Liu J, Wang W, Gu Y, Ni W, Feng Z, Wu M. Petroleum pitch-derived porous carbon as a metal-free catalyst for direct propane dehydrogenation to propylene. Catalysis Today, 2023, 410: 164–174

[132] Hu Z P, Zhao H, Chen C, Yuan Z Y. Castanea mollissima shell-derived porous carbons as metal-free catalysts for highly efficient dehydrogenation of propane to propylene. Catalysis Today, 2018, 316: 214–222

[133] Martin-Sanchez N, Soares O S G P, Pereira M F R, Sanchez-Montero M J, Figueiredo J L, Salvador F. Oxidative dehydrogenation of isobutane catalyzed by an activated carbon fiber cloth exposed to supercritical fluids. Applied Catalysis A: General, 2015, 502: 71–77

[134] Büchele S, Zichittella G, Kanatakis S, Mitchell S, Pérez Ramírez J. Impact of heteroatom speciation on the activity and stability of carbon-based catalysts for propane dehydrogenation. ChemCatChem, 2021, 13(11): 2599–2608

[135] de Jesús Díaz Velásquez J, Suárez L M C, Figueiredo J L. Oxidative dehydrogenation of isobutane over activated carbon catalysts. Applied Catalysis A: General, 2006, 311: 51–57

[136] Zhang Y, Diao J, Rong J, Zhang J, Xie J, Huang F, Jia Z, Liu H, Su D S. An efficient metal-free catalyst for oxidative dehydrogenation reaction: activated carbon decorated with few-layer graphene. ChemSusChem, 2018, 11(3): 536–541

[137] Ling Q, Wu R, Wang Z H, Liang H W, Lei Z, Zhao Z G, Ke Q P, Liu X C, Cui P. Promotion role of B doping in N,B co-doped humic acids-based porous carbon for enhancing catalytic performance of oxidative dehydrogenation of propane using CO₂. Reaction Kinetics, Mechanisms and Catalysis, 2022, 135(4): 1785–1802

[138] Delgado J, Su D, Rebmann G, Keller N, Gajovic A, Schlogl R. Immobilized carbon nanofibers as industrial catalyst for ODH reactions. Journal of Catalysis, 2006, 244(1): 126–129

[139] Klepel O, Utgenannt S, Vormelchert C, König M, Meißner A, Hansen F, Bölte J H, Sieber T, Heinemann R, Bron M, Rokicińska A, Jarczewski S, Kuśtrowski P. Redox catalysts based on amorphous porous carbons. Microporous and Mesoporous Materials, 2021, 323: 111257

[140] Cao X, Wu X, Liu Y, Geng H, Yu S, Liu S. Boron and nitrogen co-doped porous carbon nanospheres for oxidative dehydrogenation of ethane to ethylene. Carbon, 2022, 197: 120–128

[141] Ba H, Truong Phuoc L, Liu Y, Duong Viet C, Nhut J M, Nguyen Dinh L, Granger P, Pham Huu C. Hierarchical carbon nanofibers/graphene composite containing nanodiamonds for direct dehydrogenation of ethylbenzene. Carbon, 2016, 96: 1060–1069

[142] Liu Y, Luo J, Helleu C, Behr M, Ba H, Romero T, Hébraud A, Schlatter G, Ersen O, Su D S, Pham-Huu C. Hierarchical porous carbon fibers/carbon nanofibers monolith from electrospinning/CVD processes as a high effective surface area support platform. Journal of Materials Chemistry A, 2017, 5(5): 2151–2162

[143] Dai X, Li F, Zhang X, Cao T, Lu X, Qi W. Oxidative dehydrogenation on nanocarbon: polydopamine hollow nanospheres as novel highly efficient catalysts. FlatChem, 2021, 25: 100220

[144] Wang J, Wang L, Diao J, Xie X, Lin G, Jia Q, Liu H, Sui G. Fabrication of three dimensional SiC@C hybrid for efficient direct dehydrogenation of ethylbenzene to styrene. Journal of Materials Science and Technology, 2022, 103: 209–214

[145] Janus P, Janus R, Dudek B, Drozdek M, Silvestre-Albero A, Rodríguez-Reinoso F, Kuśtrowski P. On mechanism of formation of SBA-15/furfuryl alcohol-derived mesoporous carbon replicas and its relationship with catalytic activity in oxidative dehydrogenation of ethylbenzene. Microporous and Mesoporous Materials, 2020, 299: 110118

[146] Frank B, Morassutto M, Schomäcker R, Schlögl R, Su D S. Oxidative dehydrogenation of ethane over multiwalled carbon nanotubes. ChemCatChem, 2010, 2(6): 644–648

[147] Wang Z, Yang B, Wang Y, Zhao Y, Cao X M, Hu P. Identifying the trend of reactivity for sp² materials: an electron delocalization model from first principles calculations. Physical Chemistry Chemical Physics, 2013, 15(24): 9498–9502

[148] Pham H N, Sattler J J, Weckhuysen B M, Datye A K. Role of Sn in the regeneration of Pt/γ-Al₂O₃ light alkane dehydrogenation catalysts. ACS Catalysis, 2016, 6(4): 2257–2264

[149] Liu L, Lopez Haro M, Lopes C W, Rojas Buzo S, Concepcion P, Manzorro R, Simonelli L, Sattler A, Serna P, Calvino J J, Corma A. Structural modulation and direct measurement of subnanometric bimetallic PtSn clusters confined in zeolites. Nature Catalysis, 2020, 3(8): 628–638

[150] Zhu Y, Kong X, Yin J, You R, Zhang B, Zheng H, Wen X, Zhu Y, Li Y W. Covalent-bonding to irreducible SiO₂ leads to high-loading and atomically dispersed metal catalysts. Journal of Catalysis, 2017, 353: 315–324

[151] Ombaka L M, Ndungu P, Nyamori V O. Usage of carbon nanotubes as platinum and nickel catalyst support in dehydrogenation reactions. Catalysis Today, 2013, 217: 65–75

[152] Chen X, Peng M, Xiao D, Liu H, Ma D. Fully exposed metal clusters: fabrication and application in alkane dehydrogenation. ACS Catalysis, 2022, 12(20): 12720–12743

[153] Yin P, Luo X, Ma Y, Chu S Q, Chen S, Zheng X, Lu J, Wu X J, Liang H W. Sulfur stabilizing metal nanoclusters on carbon at high temperatures. Nature Communications, 2021, 12(1): 3135

[154] Huang F, Deng Y, Chen Y, Cai X, Peng M, Jia Z, Xie J, Xiao D, Wen X, Wang N, Jiang Z, Liu H, Ma D. Anchoring Cu1 species over nanodiamond-graphene for semi-hydrogenation of acetylene. Nature Communications, 2019, 10(1): 4431

[155] Yu X H, Yi J L, Zhang R L, Wang F Y, Liu L. Hollow carbon spheres and their noble metal-free hybrids in catalysis. Frontiers of Chemical Science and Engineering, 2021, 15(6): 1380–1407

[156] Liu H, Wang J, Feng Z, Lin Y, Zhang L, Su D. Facile synthesis of Au nanoparticles embedded in an ultrathin hollow graphene nanoshell with robust catalytic performance. Small, 2015, 10(38): 5059–5064

[157] Agula B, Sun M, Liang S, Bao Y, Jia M, Xu F, Yuan Z Y. Oxidative dehydrogenation of propane over nanostructured mesoporous VO_x/Ce_xZr_1-xO₂ catalysts. Advanced Materials Science and Technology, 2022, 4(2): 049385

[158] Cao T, Dai X, Li F, Liu W, Bai Y, Fu Y, Qi W. Efficient non-precious metal catalyst for propane dehydrogenation: atomically dispersed cobalt-nitrogen compounds on carbon nanotubes. ChemCatChem, 2021, 13(13): 3067–3073

[159] Cao T, Dai X, Fu Y, Qi W. Coordination polymer-derived non-precious metal catalyst for propane dehydrogenation: highly dispersed zinc anchored on N-doped carbon. Applied Surface Science, 2023, 607: 155055

[160] Wang H, Chai S, Li P, Yang Y, Wang X. Non-oxidative Propane dehydrogenation over vanadium doped graphitic carbon nitride catalysts. Catalysis Letters, 2023, 153(4): 1120–1129

[161] Ballarini A, Bocanegra S, Mendez J, de Miguel S, Zgolicz P. Application of novel catalysts supported on carbonaceous materials in the direct non-oxidative dehydrogenation of n-butane to olefins. Inorganic Chemistry Communications, 2022, 142: 109638

[162] Chernyak S A, Kustov A L, Stolbov D N, Tedeeva M A, Isaikina O Y, Maslakov K I, Usol’tseva N V, Savilov S V. Chromium catalysts supported on carbon nanotubes and graphene nanoflakes for CO₂-assisted oxidative dehydrogenation of propane. Applied Surface Science, 2022, 578: 152099

[163] Kong N, Fan X, Liu F, Wang L, Lin H, Li Y, Lee S T. Single vanadium atoms anchored on graphitic carbon nitride as a high-performance catalyst for non-oxidative propane dehydrogenation. ACS Nano, 2020, 14(5): 5772–5779

[164] Sun X Y, Xue J H, Ren Y, Li X Y, Zhou L J, Li B, Zhao Z. Catalytic property and stability of subnanometer Pt cluster on carbon nanotube in direct propane dehydrogenation. Chinese Journal of Chemistry, 2021, 39(3): 661–665

[165] Obunai R, Tamura K, Ogino I, Mukai S R, Ueda W. Mo-V-O nanocrystals synthesized in the confined space of a mesoporous carbon. Applied Catalysis A: General, 2021, 624: 118294

[166] Xu S L, Shen S C, Wei Z Y, Zhao S, Zuo L J, Chen M X, Wang L, Ding Y W, Chen P, Chu S Q, Lin Y, Qian K, Liang H W. A library of carbon-supported ultrasmall bimetallic nanoparticles. Nano Research, 2020, 13(10): 2735–2740

Conflicts of interest

There are no conflicts to declare.

Acknowledgements

This work was supported by the National Natural Science Foundation of China (Grant Nos. 22179065, 22111530112).

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