Recent Progress in Electrochemical Catalytic Conversion of Biomass Platform Molecules into High-value Added Fuels and Chemicals†

doi:10.7503/cjcu20200212

Abstract

Abstract:

Biomass, as an abundant renewable carbon resource, is a promising alternative to fossil carbon for producing fuels and chemicals. As a green and effective strategy, electrocatalytic biomass valorization is emerging as an important frontier research area for feasible biorefinery. In this review, we summarize the recent progress in electrocatalytic upgrading of biomass platform chemicals via redox and coupling reactions, highlighting the understanding of reaction mechanisms and the structure-function relationships of catalysts. Moreover, the future of electrochemical technologies for biomass valorization is prospected.

Key words: Biomass, Electrochemical catalysis, Oxidation reaction, Reduction reaction, Coupling reaction

CLC Number:

O646

TrendMD:

ZHOU Hua, LI Zhenhua, KONG Xianggui, DUAN Haohong. Recent Progress in Electrochemical Catalytic Conversion of Biomass Platform Molecules into High-value Added Fuels and Chemicals^†[J]. Chem. J. Chinese Universities, 2020, 41(7): 1449.

Figures/Tables 11

References 84

[1]	Tuck C. O., Perez E., Horvath I. T., Sheldon R. A., Poliakoff M., Science, 2012, 337(6095), 695—699 doi: 10.1126/science.1218930 URL
[2]	Luterbacher J. S., Rand J. M., Alonso D. M., Han J., Youngquist J. T., Maravelias C. T., Pfleger B. F., Dumesic J. A., Science, 2014, 343(6168), 277—280 URL pmid: 24436415
[3]	Kong L. Z., Miao G., Luo H., Sun Y. H., Chem. J. Chinese Universities, 2020, 41(1), 11—18
	( 孔令照, 苗改, 罗虎, 孙予罕. 高等学校化学学报, 2020, 41(1), 11—18)
[4]	Ragauskas A. J., Beckham G. T., Biddy M. J., Chandra R., Chen F., Davis M. F., Davison B. H., Dixon R. A., Gilna P., Keller M., Langan P., Naskar A. K., Saddler J. N., Tschaplinski T. J., Tuskan G. A., Wyman C. E., Science, 2014, 344(6185), 1246843 URL pmid: 24833396
[5]	Alonso D. M., Hakim S. H., Zhou S., Won W., Hosseinaei O., Tao J., Garcia—Negron V., Motagamwala A. H., Mellmer M. A., Huang K., Houtman C. J., Labbe N., Harper D. P., Maravelias C., Runge T., Dumesic J. A., Sci. Adv., 2017, 3(5), e1603301 URL pmid: 28560350
[6]	Liao Y., Koelewijn S. F., van den Bossche G., van Aelst J., van den Bosch S., Renders T., Navare K., Nicolaï T., van Aelst K., Maesen M., Matsushima H., Thevelein J., van Acker K., Lagrain B., Verboekend D., Sels B. F., Science, 2020, 367(6484), 1385—1390 URL pmid: 32054697
[7]	Mellmer M. A., Martin Alonso D., Luterbacher J. S., Gallo J. M. R., Dumesic J. A., Green Chem., 2014, 16(11), 4659—4662
[8]	Motagamwala A. H., Won W. Y., Sener C., Alonso D. M., Maravelias C. T., Dumesic J. A., Sci. Adv., 2018, 4(1), eaap9722 URL pmid: 29372184
[9]	Gurbuz E. I., Gallo J. M., Alonso D. M., Wettstein S. G., Lim W. Y., Dumesic J. A., Angew. Chem. Int. Ed., 2013, 52(4), 1270—1274
[10]	Mellmer M. A., Sener C., Gallo J. M. R., Luterbacher J. S., Alonso D. M., Dumesic J. A., Angew. Chem. Int. Ed., 2014, 53(44), 11872—11875 doi: 10.1002/anie.201408359 URL
[11]	Motagamwala A. H., Huang K., Maravelias C. T., Dumesic J., Energy Environ. Sci., 2019, 12(7), 2212—2222
[12]	Alonso D. M., Wettstein S. G., Mellmer M. A., Gurbuz E. I., Dumesic J. A., Energy Environ. Sci., 2013, 6(1), 76—80
[13]	Renders T van den Bosch S., Koelewijn S. F., Schutyser W., Sel B. F., Energy Environ. Sci., 2017, 10(7), 1551—1557
[14]	Anderson E. M., Stone M. L., Katahira R., Reed M., Beckham G. T., Román-Leshkov Y., Joule, 2017, 1(3), 613—622
[15]	Van den Bosch S Schutyser W., Vanholme R., Driessen T., Koelewijn S. F., Renders T., de Meester B., Huijgen W. J. J., Dehaen W., Courtin C. M., Lagrain B., Boerjan W., Sels B. F., Energy Environ. Sci., 2015, 8(6), 1748—1763 doi: 10.1039/C5EE00204D URL
[16]	Zhang Z., Huber G. W., Chem. Soc. Rev., 2018, 47(4), 1351—1390 doi: 10.1039/c7cs00213k URL pmid: 29297525
[17]	Qin Q., Heil T., Schmidt J., Schmallegger M., Gescheidt G., Antonietti M., Oschatz M., ACS Appl. Energy Mater., 2019, 2(11), 8359—8365 doi: 10.1021/acsaem.9b01852 URL
[18]	Liu W., Dang L., Xu Z., Yu H. Q., Jin S., Huber G. W., ACS Catal., 2018, 8(6), 5533—5541
[19]	Cha H. G., Choi K. S., Nat. Chem., 2015, 7(4), 328—333 URL pmid: 25803471
[20]	Chen Y. X., Lavacchi A., Miller H. A., Bevilacqua M., Filippi J., Innocenti M., Marchionni A., Oberhauser W., Wang L., Vizza F., Nat. Commun., 2014, 5, 4036 URL pmid: 24892771
[21]	Verma S., Lu S., Kenis P. J. A., Nat. Energy, 2019, 4(6), 466—474
[22]	You B., Liu X., Jiang N., Sun Y., J. Am. Chem. Soc., 2016, 138(41), 13639—13646 URL pmid: 27652996
[23]	You B., Jiang N., Liu X., Sun Y., Angew. Chem. Int. Ed., 2016, 55(34), 9913—9917
[24]	Li Y., Wei X., Chen L., Shi J., He M., Nat. Commun., 2019, 10(1), 5335 URL pmid: 31767871
[25]	Liu W. J., Xu Z., Zhao D., Pan X. Q., Li H. C., Hu X., Fan Z. Y., Wang W. K., Zhao G. H., Jin S., Huber G. W., Yu H. Q., Nat. Commun., 2020, 11(1), 265 doi: 10.1038/s41467-019-14157-3 URL pmid: 31937783
[26]	Liu W., Cui Y., Du X., Zhang Z., Chao Z., Deng Y., Energy Environ. Sci., 2016, 9(2), 467—472
[27]	Carneiro J., Nikolla E., Annu. Rev. Chem. Biomol. Eng., 2019, 10, 85—104 URL pmid: 31173521
[28]	Zope B. N., Hibbitts D. D., Neurock M., Davis R. J., Science, 2010, 330(6000), 74—78 URL pmid: 20929807
[29]	Davis S. E., Zope B. N., Davis R. J., Green Chem., 2012, 14(1), 143—147 doi: 10.1039/c1gc16074e URL
[30]	Zhou H., Hong S., Zhang H., Chen Y. T., Xu H. H., Wang X. K., Jiang Z., Chen S. L., Liu Y., Appl. Catal. B-Environ., 2019, 256, 117767
[31]	Zhou H., Xu H., Liu Y., Appl. Catal. B-Environ., 2019, 244, 965—973
[32]	Yang G., Jiao Y., Yan H., Xie Y., Wu A., Dong X., Guo D., Tian C., Fu H., Adv. Mater., 2020, e2000455
[33]	Wang S., Zhang N., Tao L. I., Chen W. E. I., Zhou L., Liu Z., Zhou B. O., Huang G. E. N., Zou Y., Lin H., Angew. Chem. Int. Ed., 2019, 58(44), 15895—15903
[34]	Li W., Jiang N., Hu B., Liu X., Song F., Han G., Jordan T. J., Hanson T. B., Liu T. L., Sun Y., Chem, 2018, 4(3), 637—649
[35]	Nam D. H., Taitt B. J., Choi K. S., ACS Catal., 2018, 8(2), 1197—1206
[36]	Huang X., Song J., Hua M., Xie Z., Liu S., Wu T., Yang G., Han B., Green Chem., 2020, 22(3), 843—849
[37]	Jiang N., You B., Boonstra R., Terrero Rodriguez I. M., Sun Y., ACS Energy Lett., 2016, 1(2), 386—390 doi: 10.1021/acsenergylett.6b00214 URL
[38]	Zhang P., Sheng X., Chen X., Fang Z., Jiang J., Wang M., Li F., Fan L., Ren Y., Zhang B., Timmer B. J. J., Ahlquist M. S. G., Sun L., Angew. Chem. Int. Ed., 2019, 58(27), 9155—9159
[39]	Barwe S., Weidner J., Cychy S., Morales D. M., Dieckhofer S., Hiltrop D., Masa J., Muhler M., Schuhmann W., Angew. Chem. Int. Ed., 2018, 57(35), 11460—11464 doi: 10.1002/anie.201806298 URL
[40]	Chung D. Y., Lopes P. P., Farinazzo Bergamo Dias Martins P., He H., Kawaguchi T., Zapol P., You H., Tripkovic D., Strmcnik D., Zhu Y., Seifert S., Lee S., Stamenkovic V. R., Markovic N. M., Nat. Energy, 2020, 5(3), 222—230 doi: 10.1038/s41560-020-0576-y URL
[41]	Fabbri E., Nachtegaal M., Binninger T., Cheng X., Kim B. J., Durst J., Bozza F., Graule T., Schaublin R., Wiles L., Pertoso M., Danilovic N., Ayers K. E., Schmidt T. J., Nat. Mater., 2017, 16(9), 925—931 doi: 10.1038/nmat4938 URL pmid: 28714982
[42]	Huang Y., Chong X., Liu C., Liang Y., Zhang B., Angew. Chem. Int. Ed., 2018, 57(40), 13163—13166
[43]	Huang C., Huang Y., Liu C., Yu Y., Zhang B., Angew. Chem. Int. Ed., 2019, 58(35), 12014—12017
[44]	Miao J., Teng X., Zhang R., Guo P., Chen Y., Zhou X., Wang H., Sun X., Zhang L., Appl. Catal. B-Environ., 2020, 263, 118109 doi: 10.1016/j.apcatb.2019.118109 URL
[45]	Chen J., Zheng H., Kang J., Yang F., Cao Y., Xiang M., RSC Adv., 2017, 7(5), 3035—3042
[46]	Cui J., Li Z., Liu K., Li J., Shao M., Nanoscale Adv., 2019, 1(3), 948—952
[47]	De Souza M. B. C., Yukuhiro V. Y., Vicente R. A., Vilela Menegaz Teixeira Pires C., Eacute O. T., Aacute S. G., Bott-Neto J. L., Fernandez P. S., ACS Catal., 2020, 10(3), 2131—2137
[48]	Rafiee M., Alherech M., Karlen S. D., Stahl S. S., J. Am. Chem. Soc., 2019, 141(38), 15266—15276 doi: 10.1021/jacs.9b07243 URL pmid: 31483640
[49]	Fu N., Sauer G. S., Saha A., Loo A., Lin S., Science, 2017, 357(6351), 575—579 doi: 10.1126/science.aan6206 URL pmid: 28798126
[50]	Valentini F., Kozell V., Petrucci C., Marrocchi A., Gu Y., Gelman D., Vaccaro L., Energy Environ. Sci., 2019, 12(9), 2646—2664
[51]	Xiong Y., Dong J., Huang Z. Q., Xin P., Chen W., Wang Y., Li Z., Jin Z., Xing W., Zhuang Z., Ye J., Wei X., Cao R., Gu L., Sun S., Zhuang L., Chen X., Yang H., Chen C., Peng Q., Chang C. R., Wang D., Li Y., Nat. Nanotechnol., 2020, 15(5), 390—397 doi: 10.1038/s41565-020-0665-x URL pmid: 32231268
[52]	Li Z., Xu Q., Acc. Chem. Res 2017, 50(6), 1449—1458 doi: 10.1021/acs.accounts.7b00132 URL pmid: 28525274
[53]	Muiuane V. P., Ferreira M., Bignet P., Bettencourt A. P., Parpot P., J. Environ. Chem. Eng., 2013, 1(4), 1237—1244
[54]	Schaub T., Science, 2019, 366(6472), 1447 URL pmid: 31857467
[55]	Yang J., Liu J., Neumann H., Franke R., Jackstell R., Beller M., Science, 2019, 366(6472), 1514—1517 doi: 10.1126/science.aaz1293 URL pmid: 31857484
[56]	Katahira R., Mittal A., McKinney K., Chen X., Tucker M. P., Johnson D. K., Beckham G. T., ACS Sustain. Chem. Eng., 2016, 4(3), 1474—1486
[57]	Huang X., Ludenhoff J. M., Dirks M., Ouyang X., Boot M. D., Hensen E. J. M., ACS Catal., 2018, 8(12), 11184—11190 URL pmid: 30775063
[58]	Liao Y., Zhong R., Makshina E., d’Halluin M., van Limbergen Y., Verboekend D., Sels B. F., ACS Catal., 2018, 8(9), 7861—7878
[59]	Ouyang X., Huang X., Boot M. D., Hensen E. J. M., ChemSusChem, 2020, 13(7), 1705—1709 URL pmid: 32092790
[60]	Zhou Y. L., Gao Y. J., Zhong X., Jiang W. B., Liang Y. L., Niu P. F., Li M. C., Zhuang G. L., Li X. N., Wang J. G., Adv. Funct. Mater., 2019, 29(10), 1807651 doi: 10.1002/adfm.v29.10 URL
[61]	Meng Q., Hou M., Liu H., Song J., Han B., Nat. Commun 2017, 8, 14190 URL pmid: 28139709
[62]	Liu H., Jiang T., Han B., Liang S., Zhou Y., Science, 2009, 326(5957), 1250—1252 URL pmid: 19965472
[63]	Lyalin B. V., Petrosyan V. A., Russ. Chem. Bull., 2004, 53, 688—692
[64]	Chadderdon X. H., Chadderdon D. J., Matthiesen J. E., Qiu Y., Carraher J. M., Tessonnier J. P., Li W., J. Am. Chem. Soc., 2017, 139(40), 14120—14128 doi: 10.1021/jacs.7b06331 URL
[65]	Bondue C. J., Calle-Vallejo F., Figueiredo M. C., Koper M. T. M., Nat. Catal., 2019, 2(3), 243—250 doi: 10.1038/s41929-019-0229-3 URL
[66]	Bondue C. J., Koper M. T. M., J. Am. Chem. Soc., 2019, 141(30), 12071—12078 doi: 10.1021/jacs.9b05397 URL pmid: 31274297
[67]	Huang X., Zhang L., Li C., Tan L., Wei Z., ACS Catal 2019, 9(12), 11307—11316 doi: 10.1021/acscatal.9b03500 URL
[68]	Jung S., Biddinger E. J., ACS Sustain. Chem. Eng., 2016, 4(12), 6500—6508 doi: 10.1021/acssuschemeng.6b01314 URL
[69]	Koh K., Sanyal U., Lee M. S., Cheng G., Song M., Glezakou V. A., Liu Y., Li D., Rousseau R., Gutierrez O. Y., Karkamkar A., Derewinski M., Lercher J. A., Angew. Chem. Int. Ed., 2020, 59(4), 1501—1505 doi: 10.1002/anie.v59.4 URL
[70]	Matthiesen J. E., Carraher J. M., Vasiliu M., Dixon D. A., Tessonnier J. P., ACS Sustain. Chem. Eng., 2016, 4(6), 3575—3585 doi: 10.1021/acssuschemeng.6b00679 URL
[71]	Suastegui M., Matthiesen J. E., Carraher J. M., Hernandez N., Rodriguez Quiroz N., Okerlund A., Cochran E. W., Shao Z., Tessonnier J. P., Angew. Chem. Int. Ed., 2016, 55(7), 2368—2373 doi: 10.1002/anie.201509653 URL
[72]	Vardon D. R., Franden M. A., Johnson C. W., Karp E. M., Guarnieri M. T., Linger J. G., Salm M. J., Strathmann T. J., Beckham G. T., Energy Environ. Sci., 2015, 8(2), 617—628 doi: 10.1039/C4EE03230F URL
[73]	Lam C. H., Lowe C. B., Li Z., Longe K. N., Rayburn J. T., Caldwell M. A., Houdek C. E., Maguire J. B., Saffron C. M., Miller D. J., Jackson J. E., Green Chem., 2015, 17(1), 601—609 doi: 10.1039/C4GC01632G URL
[74]	Zhou Y., Klinger G. E., Hegg E. L., Saffron C. M., Jackson J. E., J. Am. Chem. Soc., 2020, 142(8), 4037—4050 doi: 10.1021/jacs.0c00199 URL pmid: 32017546
[75]	Nilges P dos Santos T. R., Harnisch F., Schröder U., Energy Environ. Sci., 2012, 5(1), 5231—5235 doi: 10.1039/C1EE02685B URL
[76]	Liu S., Josephson T. R., Athaley A., Chen Q. P., Norton A., Ierapetritou M., Siepmann J. I., Saha B., Vlachos D. G., Sci. Adv., 2019, 5(2), eaav5487 doi: 10.1126/sciadv.aav5487 URL pmid: 30746491
[77]	Fukushima T., Yamauchi M., Chem. Commun., 2019, 55(98), 14721—14724 doi: 10.1039/C9CC07208J URL
[78]	Galkin K. I., Krivodaeva E. A., Romashov L. V., Zalesskiy S. S., Kachala V. V., Burykina J. V., Ananikov V. P., Angew. Chem. Int. Ed., 2016, 55(29), 8338—8342 doi: 10.1002/anie.201602883 URL
[79]	Leech M. C., Lam K., Acc. Chem. Res., 2020, 53(1), 121—134 doi: 10.1021/acs.accounts.9b00586 URL pmid: 31895535
[80]	Chadderdon X. H., Chadderdon D. J., Pfennig T., Shanks B. H., Li W., Green Chem., 2019, 21(22), 6210—6219 doi: 10.1039/C9GC02264C URL
[81]	Jagadeesh R. V., Murugesan K., Alshammari A. S., Neumann H., Pohl M. M., Radnik J., Beller M., Science, 2017, 358(6361), 326—332 doi: 10.1126/science.aan6245 URL pmid: 28935769
[82]	Jouny M., Lv J. J., Cheng T., Ko B. H., Zhu J. J., Goddard W. A., Jiao F., Nat. Chem., 2019, 11(9), 846—851 doi: 10.1038/s41557-019-0312-z URL pmid: 31444485
[83]	Elangovan S., Afanasenko A., Haupenthal J., Sun Z., Liu Y., Hirsch A. K. H., Barta K., ACS Cent. Sci., 2019, 5(10), 1707—1716 doi: 10.1021/acscentsci.9b00781 URL pmid: 31660439
[84]	Liang G., Wang A., Li L., Xu G., Yan N., Zhang T., Chem. Int. Ed., 2017, 56(11), 3050—3054 doi: 10.1002/anie.201610964 URL

Catalyst	Anode			Cathode		Cell voltage		Ref.
Catalyst	Substrate	Product	FE(%)	Reaction	FE(%)	V₁/V	V₂/V	Ref.
Pd/TNTA-web	Ethanol	Acetate		HER		1.76	0.69	[20]
Ni₃S₂/NF	HMF	FDCA	98	HER	100	1.58	1.46	[22]
Ni₂P NPA/NF	HMF	FDCA	98	HER	100	1.65	1.44	[23]
Ni-Mo-N/CFC	Glycerol	Formate	95	HER	99.7	1.62	1.36	[24]
Nifeo_x(+)/Nifen_x(-)	Glucose	Glucaric acid	87	HER		1.66	1.39	[25]
Graphite-felt(+)/Pt/C(-)	Raw biomass	Co_x+Oxidation products		HER				[26]
BNC	HMF	FDCA		N₂RR	15.2			[17]
Pt black(+)/Ag(-)	Glycerol	Formate+Lactate		CO₂RR		1.60	0.75	[21]

Catalyst	Anode			Cathode		Cell voltage		Ref.
Catalyst	Substrate	Product	FE(%)	Reaction	FE(%)	V₁/V	V₂/V	Ref.
Pd/TNTA-web	Ethanol	Acetate		HER		1.76	0.69	[20]
Ni₃S₂/NF	HMF	FDCA	98	HER	100	1.58	1.46	[22]
Ni₂P NPA/NF	HMF	FDCA	98	HER	100	1.65	1.44	[23]
Ni-Mo-N/CFC	Glycerol	Formate	95	HER	99.7	1.62	1.36	[24]
Nifeo_x(+)/Nifen_x(-)	Glucose	Glucaric acid	87	HER		1.66	1.39	[25]
Graphite-felt(+)/Pt/C(-)	Raw biomass	Co_x+Oxidation products		HER				[26]
BNC	HMF	FDCA		N₂RR	15.2			[17]
Pt black(+)/Ag(-)	Glycerol	Formate+Lactate		CO₂RR		1.60	0.75	[21]