Functionalized metal-organic frameworks with strong acidity and hydrophobicity as an efficient catalyst for the production of 5-hydroxymethylfurfural

doi:10.1016/j.cjche.2020.09.018

Chinese Journal of Chemical Engineering ›› 2021, Vol. 33 ›› Issue (5): 167-174.DOI: 10.1016/j.cjche.2020.09.018

• Catalysis, Kinetics and Reaction Engineering • Previous Articles Next Articles

Functionalized metal-organic frameworks with strong acidity and hydrophobicity as an efficient catalyst for the production of 5-hydroxymethylfurfural

Huan Li¹, Yao Zhong¹, Luxi Wang¹, Qiang Deng¹, Jun Wang¹, Zheling Zeng¹, Xinxiang Cao², Shuguang Deng³

1 Key Laboratory of Poyang Lake Environment and Resource Utilization (Nanchang University) of the Ministry of Education, School of Resource, Environmental and Chemical;
Engineering, Nanchang University, Nanchang 330031, China;
2 Laboratory for Development & Application of Cold Plasma Technology, College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471022, China;
3 School for Engineering of Matter, Transport and Energy, Arizona State University, 551 E. Tyler Mall, Tempe, AZ 85287, United States

Received:2020-03-19 Revised:2020-08-03 Online:2021-08-19 Published:2021-05-28
Contact: Qiang Deng
Supported by:
The authors appreciate support from the National Natural Science Foundation of China (21878138, 21706112), the Postdoctoral Science Foundation of China (2017M622104, 2018T110660), the Key Scientific and Technological Project of Henan Province (182102410072) and the start-up funds from Nanchang University and Arizona State University.

Functionalized metal-organic frameworks with strong acidity and hydrophobicity as an efficient catalyst for the production of 5-hydroxymethylfurfural

Huan Li¹, Yao Zhong¹, Luxi Wang¹, Qiang Deng¹, Jun Wang¹, Zheling Zeng¹, Xinxiang Cao², Shuguang Deng³

1 Key Laboratory of Poyang Lake Environment and Resource Utilization (Nanchang University) of the Ministry of Education, School of Resource, Environmental and Chemical;
Engineering, Nanchang University, Nanchang 330031, China;
2 Laboratory for Development & Application of Cold Plasma Technology, College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471022, China;
3 School for Engineering of Matter, Transport and Energy, Arizona State University, 551 E. Tyler Mall, Tempe, AZ 85287, United States

通讯作者: Qiang Deng
基金资助:
The authors appreciate support from the National Natural Science Foundation of China (21878138, 21706112), the Postdoctoral Science Foundation of China (2017M622104, 2018T110660), the Key Scientific and Technological Project of Henan Province (182102410072) and the start-up funds from Nanchang University and Arizona State University.

Abstract

Abstract: In the dehydration of fructose to 5-hydroxymethyl furfural (HMF), in situ produced water weakens the acid strength of the catalyst and causes the rehydration of HMF, causing unsatisfactory catalytic activity and selectivity. In this work, a class of benzenesulfonic acid-grafted metal-organic frameworks with strong acidity and hydrophobicity is obtained by the direct sulfonation method using 4-chlorobenzenesulfonic acid as sulfonating agent. The resultant MOFs have a specific surface area of greater than 250 m²·g^-1, acid density above 1.0 mmol·g^-1, and water contact angle up to 129 . The hydrophobic MOF-PhSO₃H exhibits both higher catalytic activity and selectivity than MOF-SO₃H in the HMF synthesis due to its better hydrophobicity and olephilicity. Moreover, the catalyst has a high recycled stability. At last, fructose is completely converted, and 98.0% yield of HMF is obtained under 120 C in a DMSO solvent system. The successful preparation of the hydrophobic acidic MOF provides a novel hydrophobic catalyst for the synthesis of HMF.

Key words: Catalysis, Catalyst, Biomass, Metal-organic framework, Fructose, 5-Hydroxymethylfurfural

摘要： In the dehydration of fructose to 5-hydroxymethyl furfural (HMF), in situ produced water weakens the acid strength of the catalyst and causes the rehydration of HMF, causing unsatisfactory catalytic activity and selectivity. In this work, a class of benzenesulfonic acid-grafted metal-organic frameworks with strong acidity and hydrophobicity is obtained by the direct sulfonation method using 4-chlorobenzenesulfonic acid as sulfonating agent. The resultant MOFs have a specific surface area of greater than 250 m²·g^-1, acid density above 1.0 mmol·g^-1, and water contact angle up to 129 . The hydrophobic MOF-PhSO₃H exhibits both higher catalytic activity and selectivity than MOF-SO₃H in the HMF synthesis due to its better hydrophobicity and olephilicity. Moreover, the catalyst has a high recycled stability. At last, fructose is completely converted, and 98.0% yield of HMF is obtained under 120 C in a DMSO solvent system. The successful preparation of the hydrophobic acidic MOF provides a novel hydrophobic catalyst for the synthesis of HMF.

关键词: Catalysis, Catalyst, Biomass, Metal-organic framework, Fructose, 5-Hydroxymethylfurfural

Huan Li, Yao Zhong, Luxi Wang, Qiang Deng, Jun Wang, Zheling Zeng, Xinxiang Cao, Shuguang Deng. Functionalized metal-organic frameworks with strong acidity and hydrophobicity as an efficient catalyst for the production of 5-hydroxymethylfurfural[J]. Chinese Journal of Chemical Engineering, 2021, 33(5): 167-174.

References

[1] P. Sudarsanam, R. Zhong, S. Van den Bosch, S.M. Coman, V.I. Parvulescu, B.F. Sels, Functionalised heterogeneous catalysts for sustainable biomass valorization, Chem. Soc. Rev. 47(2018) 8349-8402.
[2] G.W. Huber, J.N. Chheda, C.J. Barrett, J.A. Dumesic, Production of liquid alkanes by aqueous-phase processing of biomass-derived carbohydrates, Science 308(2015) 1446.
[3] J. Cueto, L. Faba, E. Dláz, S. Ordòñez, Performance of basic mixed oxides for aqueous-phase 5-hydroxymethylfurfural-acetone aldol condensation, Appl. Catal. B: Environ. 201(2017) 221-231.
[4] E. Hayashi, Y. Yamaguchi, K. Kamata, N. Tsunoda, Y. Kumagai, F. Oba, M. Hara, Effect of MnO₂ crystal structure on aerobic oxidation of 5-hydroxymethylfurfural to 2,5-furandicarboxylic acid, J. Am. Chem. Soc. 141(2019) 890-900.
[5] A.H. Motagamwala, W. Won, C. Sener, D.M. Alonso, C.T. Maravelias, J.A. Dumesic, Toward biomass-derived renewable plastics: Production of 2,5-furandicarboxylic acid from fructose, Sci. Adv. 4(2018) 9722.
[6] J. Tan, J. Cui, Y. Zhu, X. Cui, Y. Shi, W. Yan, Y. Zhao, Complete aqueous hydrogenation of 5-hydroxymethylfurfural at room temperature over bimetallic RuPd/graphene catalyst, ACS Sustain. Chem. Eng. 7(2019) 10670-10678.
[7] X. Li, Q. Deng, L. Zhang, J. Wang, R. Wang, Z. Zeng, S. Deng, Highly efficient hydrogenative ring-rearrangement of furanic aldehydes to cyclopentanone compounds catalyzed by noble metals/MIL-MOFs, Appl. Catal. A Gen. 575(2019) 152-158.
[8] Q. Deng, G. Nie, L. Pan, J.-J. Zou, X. Zhang, L. Wang, Highly selective selfcondensation of cyclic ketones using MOF-encapsulating phosphotungstic acid for renewable high-density fuel, Green Chem. 17(2015) 4473-4481.
[9] J. Tuteja, H. Choudhary, S. Nishimura, K. Ebitani, Direct synthesis of 1,6-hexanediol from HMF over a heterogeneous Pd/ZrP catalyst using formic acid as hydrogen source, ChemsusChem 7(2014) 96-100.
[10] T. Cai, Q. Deng, H. Peng, J. Zhong, R. Gao, J. Wang, Z. Zeng, J.-J. Zou, S. Deng, Synthesis of renewable C-C cyclic compounds and high-density biofuels using 5-hydromethylfurfural as a reactant, Green Chem. 22(2020) 2468-2473.
[11] J. Artz, S. Mallmann, R. Palkovits, Selective aerobic oxidation of HMF to 2,5-diformylfuran on covalent triazine frameworks-supported Ru catalysts, ChemsusChem 8(2015) 672-679.
[12] X. Li, Q. Deng, S. Zhou, J.-J. Zou, J. Wang, R. Wang, Z. Zeng, S. Deng, Doublemetal cyanide-supported Pd catalysts for highly efficient hydrogenative ringrearrangement of biomass-derived furanic aldehydes to cyclopentanone compounds, J. Catal. 378(2019) 201-208.
[13] Q. Deng, R. Gao, X. Li, J. Wang, Z. Zeng, J.-J. Zou, S. Deng, Hydrogenative ringrearrangement of biobased furanic aldehydes to cyclopentanone compounds over Pd/pyrochlore by introducing oxygen vacancies, ACS Catal. 10(2020) 7355-7366.
[14] H. Zhao, J.E. Holladay, H. Brown, Z.C. Zhang, Metal chlorides in ionic liquid solvents convert sugars to 5-hydroxymethylfurfural, Science 316(2007) 1597-1600.
[15] C. Sievers, I. Musin, T. Marzialetti, M.B. Valenzuela Olarte, P.K. Agrawal, C.W. Jones, Acid-catalyzed conversion of sugars and furfurals in an ionic-liquid phase, ChemSusChem 2(2006) 665-671.
[16] J.S. Kruger, V. Choudhary, V. Nikolakis, D.G. Vlachos, Elucidating the roles of zeolite H-BEA in aqueous-phase fructose dehydration and HMF rehydration, ACS Catal. 3(2013) 1279-1291.
[17] A. Takagaki, M. Ohara, S. Nishimura, K. Ebitani, A one-pot reaction for biorefinery: combination of solid acid and base catalysts for direct production of 5-hydroxymethylfurfural from saccharides, Chem. Commun. 41(2009) 6276-6278.
[18] X. Zhang, D. Zhang, Z. Sun, L. Xue, X. Wang, Z. Jiang, Highly efficient preparation of HMF from cellulose using temperature-responsive heteropolyacid catalysts in cascade reaction, Appl. Catal. B: Environ. 196(2016) 50-56.
[19] A.H. Jadhav, H. Kim, I.T. Hwang, An efficient and heterogeneous recyclable silicotungstic acid with modified acid sites as a catalyst for conversion of fructose and sucrose into 5-hydroxymethylfurfural in superheated water, Bioresour. Technol. 132(2013) 342-350.
[20] I. Jiménez-Morales, A. Teckchandani-Ortiz, T.J. Santamaría-González, P. Maireles-Torres, A. Jiménez-López, Selective dehydration of glucose to 5-hydroxymethylfurfural on acidic mesoporous tantalum phosphate, Appl. Catal. B: Environ. 144(2014) 22-28.
[21] V.V. Ordomsky, V.L. Sushkevich, J.C. Schouten, J. Van der Schaaf, Glucose dehydration to 5-hydroxymethylfurfural over phosphate catalysts, J. Catal. 300(2013) 37-46.
[22] X. Qi, M.T.M. Aida, R.L. Smith Jr., Efficient process for conversion of fructose to 5-hydroxymethylfurfural with ionic liquids, Green Chem. 11(2009) 1327-1331.
[23] H.A. Hafizi, N. Chermahini, M. Saraji, G. Mohammadnezhad, The catalytic conversion of fructose into 5-hydroxymethylfurfural over acid-functionalized KIT-6, an ordered mesoporous silica, Chem. Eng. J. 294(2016) 380-388.
[24] A.J. Crisci, M.H. Tucker, M.-Y. Lee, S.G. Jang, J.A. Dumesic, S.L. Scott, Acid functionalized SBA-15-type silica catalysts for carbohydrate dehydration, ACS Catal. 1(2011) 719-728.
[25] M.H. Tucker, A.J. Crisci, B.N. Wigington, N. Phadke, R. Alamillo, J. Zhang, S.L. Scott, J.A. Dumesic, Acid-functionalized SBA-15-type periodic mesoporous organosilicas and their use in the continuous production of 5-hydroxymethylfurfural, ACS Catal. 2(2012) 1865-1876.
[26] B. Karimi, H.M. Mirzaei, A. Mobaraki, Periodic mesoporous organosilica functionalized sulfonic acids as highly efficient and recyclable catalysts in biodiesel production, Catal. Sci. Technol. 2(2012) 828-834.
[27] R. Liu, J. Chen, X. Huang, L. Chen, L. Ma, X. Li, Conversion of fructose into 5-hydroxymethylfurfural and alkyl levulinates catalyzed by sulfonic acidfunctionalized carbon materials, Green Chem. 15(2013) 2895-2903.
[28] X. Li, H. Guo, L. Li, R.L. Smith Jr., Acid-catalyzed dehydration of fructose into 5-hydroxymethylfurfural by cellulose-derived amorphous carbon, ChemSusChem 5(2012) 2215-2220.
[29] F.H. Richte, K. Pupovac, R. Palkovits, F. Schüth, Set of acidic resin catalysts to correlate structure and reactivity in fructose conversion to 5-hydroxymethylfurfural, ACS Catal. 3(2013) 123-127.
[30] J. Chen, K. Li, L. Chen, R. Liu, X. Huang, D. Ye, Conversion of fructose into 5-hydroxymethylfurfural catalyzed by recyclable sulfonic acid-functionalized metal-organic frameworks, Green Chem. 16(2014) 2490-2499.
[31] G. Morales, G. Athens, B.F. Chmelka, R. van Grieken, J.A. Melero, Aqueoussensitive reaction sites in sulfonic acidfunctionalized mesoporous silicas, J. Catal. 254(2008) 205-217.
[32] K.A. Da Silva Rocha, J.L. Hoehne, E.V. Gusevskaya, Phosphotungstic acid as a versatile catalyst for the synthesis of fragrance compounds by a-pinene oxide isomerization: solvent induced chemoselectivity, Chem.-Eur. J. 14(2008) 6166-6172.
[33] X. Li, Q. Deng, L. Yu, R. Gao, Z. Tong, C. Lu, J. Wang, Z. Zeng, J.-J. Zou, S. Deng, Double-metal cyanide as an acid and hydrogenation catalyst for the highly selective ring-rearrangement of biomass-derived furfuryl alcohol to cyclopentenone compounds, Green Chem. 22(2020) 2549-2557.
[34] L. Wang, H. Wang, F. Liu, A. Zheng, J. Zhang, Q. Sun, J.P. Lewis, L. Zhu, X. Meng, F.S. Xiao, Selective catalytic production of 5-hydroxymethylfurfural from glucose by adjusting catalyst wettability, ChemSusChem 7(2014) 402-406.
[35] Z. Yang, W. Qi, R. Huang, J. Fang, R. Su, Z. He, Functionalized silica nanoparticles for conversion of fructose to 5-hydroxymethylfurfural, Chem. Eng. J. 296(2016) 209-216.
[36] D. Alezi, Y. Belmabkhout, M. Suyetin, P.M. Bhatt, Ł.J. Weselin ′ski, V. Solovyeva, K. Adil, I. Spanopoulos, P.N. Trikalitis, A.-H. Emwas, M. Eddaoudi, MOF crystal chemistry paving the way to gas storage needs: aluminum-based soc-MOF for CH₄, O₂, and CO₂ Storage, J. Am. Chem. Soc. 137(2015) 13308-13318.
[37] F. Luo, C. Yan, L. Dang, R. Krishna, W. Zhou, H. Wu, X. Dong, Y. Han, T.-L. Hu, M. O’Keeffe, L. Wang, M. Luo, R.-B. Lin, B. Chen, UTSA-74: A MOF-74 isomer with two accessible binding sites per metal center for highly selective gas separation, J. Am. Chem. Soc. 138(2016) 5678-5684.
[38] V. Stavila, R. Parthasarathi, R.W. Davis, F.E. Gabaly, K.L. Sale, B.A. Simmons, S. Singh, M.D. Allendorf, MOF-based catalysts for selective hydrogenolysis of carbon-oxygen ether bonds, ACS Catal. 6(2016) 55-59.
[39] G.-W. Xu, Y.-P. Wu, W.-W. Dong, J. Zhao, X.-Q. Wu, D.-S. Li, Q. Zhang, A multifunctional Tb-MOF for highly discriminative sensing of Eu³⁺/Dy³⁺ and as a catalyst support of Ag nanoparticles, Small 13(2017) 1602996.
[40] M.-X. Wu, Y.-W. Yang, Metal-organic framework (MOF)-based drug/cargo delivery and cancer therapy, Adv. Mater. 29(2017) 1606134.
[41] N.T.T. Nguyen, H. Furukawa, F. Gándara, C.A. Trickett, H.M. Jeong, K.E. Cordova, O.M. Yaghi, Three-dimensional metal-catecholate frameworks and their ultrahigh proton conductivity, J. Am. Chem. Soc. 137(2015) 15394-15397.
[42] G. Férey, C. Mellot-Draznieks, C. Serre, F. Millange, J. Dutour, S. Surblé, I. Margiolaki, A chromium terephthalate-based solid with unusually large pore volumes and surface area, Science 309(2005) 2040-2042.
[43] J.H. Cavka, S. Jakobsen, U. Olsbye, N. Guillou, C. Lamberti, S. Bordiga, K.P. Lillerud, A new zirconium inorganic building brick forming metal organic frameworks with exceptional stability, J. Am. Chem. Soc. 130(2008) 13850-13851.
[44] B. Li, K. Leng, Y. Zhang, J.J. Dynes, J. Wang, Y. Hu, D. Ma, Z. Shi, L. Zhu, D. Zhang, Y. Sun, M. Chrzanowski, S. Ma, Metal-organic framework based upon the synergy of a Brønsted acid framework and Lewis acid centers as a highly efficient heterogeneous catalyst for fixed-bed reactions, J. Am. Chem. Soc. 137(2015) 4243-4248.
[45] J.M. Taylor, T. Komatsu, S. Dekura, K. Otsubo, M. Takata, H. Kitagawa, The role of a three dimensionally ordered defect sublattice on the acidity of a sulfonated metal-organic framework, J. Am. Chem. Soc. 137(2015) 11498-11506.
[46] Y. Su, G. Chang, Z. Zhang, H. Xing, B. Su, Q. Yang, Q. Ren, Y. Yang, Z. Bao, Catalytic dehydration of glucose to 5-hydroxymethylfurfural with a bifunctional metal-organic framework, AIChE J. 62(2016) 4403-4417.
[47] H. Li, Q. Deng, H. Chen, X. Cao, J. Zheng, Y. Zhong, P. Zhang, J. Wang, Z. Zeng, S. Deng, Benzenesulfonic acid functionalized hydrophobic mesoporous biochar as an efficient catalyst for the production of biofuel, Appl. Catal. A Gen. 580(2019) 178-185.
[48] P. Sujatha Devi, Citrate gel processing of the perovskite lanthanide chromites, J. Mater. Chem. 3(1993) 373-379.
[49] X.B. Luo, C.C. Wang, L.C. Wang, F. Deng, S.L. Luo, X.M. Tu, C.T. Au, Nanocomposites of graphene oxide-hydrated zirconium oxide for simultaneous removal of As(III) and As(V) from water, Chem. Eng. J. 220(2013) 98-106.
[50] K. Dong, J. Zhang, W. Luo, L. Su, Z. Huang, Catalytic conversion of carbohydrates into 5-hydroxymethyl furfural over sulfonated hyper-cross-linked polymer in DMSO, Chem. Eng. J. 334(2018) 1055-1064.
[51] Y. Zhong, Q. Deng, Q. Yao, C. Lu, P. Zhang, H. Li, J. Wang, Z. Zeng, J.-J. Zou, S. Deng, Functionalized biochar with superacidity and hydrophobicity as a highly efficient catalyst in the synthesis of renewable high-density fuels, ACS Sustain. Chem. Eng. 8(2020) 7785-7794.
[52] Y. Zhong, P. Zhang, X. Zhu, H. Li, Q. Deng, J. Wang, Z. Zeng, J.-J. Zou, S. Deng, Highly efficient alkylation using hydrophobic sulfonic acid-functionalized biochar as a catalyst for synthesis of high-density biofuels, ACS Sustain. Chem. Eng. 7(2019) 14973-14981.
[53] Y. Zhong, Q. Deng, P. Zhang, J. Wang, R. Wang, Z. Zeng, S. Deng, Sulfonic acid functionalized hydrophobic mesoporous biochar: Design, preparation and acid-catalytic properties, Fuel 240(2019) 270-277.

Functionalized metal-organic frameworks with strong acidity and hydrophobicity as an efficient catalyst for the production of 5-hydroxymethylfurfural

Functionalized metal-organic frameworks with strong acidity and hydrophobicity as an efficient catalyst for the production of 5-hydroxymethylfurfural

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