生物质水热催化制备重要含氧化学品研究进展

doi:10.7503/cjcu20190561

摘要/Abstract

摘要：

作为唯一可再生、分布广泛的绿色含碳资源, 生物质的高值化利用尤其是制备高品质含氧化学品日益引起研究者的广泛关注, 其中生物质水热催化制备重要含氧化学品是当前的一个重要研究方向. 本文对生物质经水热催化加氢、脱水和水解制备多元醇、 5-羟甲基糠醛和乳酸的研究进展进行了系统总结和评述, 分析了催化剂的作用机制和产物生成机理, 并对生物质水热催化的研究前景进行了展望.

关键词: 生物质, 水热催化, 含氧化学品, 多元醇, 5-羟甲基糠醛, 乳酸

Abstract:

As the renewable, widely distributed and green carbon-containing resource, the utilization of biomass, especially the preparation of high-value added oxygen-containing chemicals, has attracted increasing attention from researchers. At present, preparation of important oxygen-containing chemicals through hydrothermal catalysis from biomass is an important research field. In this paper, the progress in the preparation of polyols, 5-hydroxymethylfurfural(5-HMF) and lactic acid by hydrothermal catalytic hydrogenation, dehydration and hydrolysis of biomass was systematically reviewed. The catalytic mechanism and reaction pathways were analyzed in detail, and the research prospect of hydrothermal catalysis of biomass was prospected.

Key words: Biomass, Hydrothermal catalysis, Oxygen-containing chemical, Polyols, 5-Hydroxymethylfurfural(5-HMF), Lactic acid

中图分类号:

O643
S216.2

TrendMD:

孔令照,苗改,罗虎,孙予罕. 生物质水热催化制备重要含氧化学品研究进展. 高等学校化学学报, 2020, 41(1): 11.

KONG Lingzhao,MIAO Gai,LUO Hu,SUN Yuhan. Advances in Hydrothermal Catalysis Conversion of Biomass into Oxygen-containing Chemicals ^†. Chem. J. Chinese Universities, 2020, 41(1): 11.

图/表 5

Fig.1 Pathways for hydrothermal catalytic hydrogenation of biomass into polyols[29,30]

Fig.2 Pathways for hydrothermal catalytic dehydration of biomass into 5-HMF[7]

Fig.3 Proposed reaction phenomenon of microalgae conversion in water over the H-ZSM-5 catalyst[7]

Fig.4 Pathways for hydrothermal catalytic hydrolysis of biomass into lactic acid[53]

Fig.5 Formic acid-induced controlled-release hydrolysis of microalgae to lactic acid over Sn-Beta Catalyst[8]

参考文献 80

[1]	Chatterjee C., Pong F., Sen A., Green Chem., 2015,17, 40-71 doi: 10.1039/C4GC01062K URL
[2]	Bao L. W., Shi L., Luo H., Kong L. Z., Li S. G., Wei W., Sun Y. H., Chem Sus Chem, 2017,10, 3040-3043 doi: 10.1002/cssc.v10.15 URL
[3]	Tai Z. J., Zhang J. Y., Wang A. Q., Pang J. F., Zheng M. Y., Zhang T., Chem Sus Chem, 2013,6, 652-658 doi: 10.1002/cssc.201200842 URL
[4]	Luterbacher J. S., Rand J. M., Alonso D. M., Han J., Youngquist J. T., Maravelias C. T., Pfleger B. F., Dumesic J. A., . Nature, 2014,343, 277-280
[5]	Mellmer M. A., Alonso D. M., Luterbacher J. S., Gallo J. M. R., Dumesic J. A., Green Chem., 2014,16, 4659-4662 doi: 10.1039/c4gc01768d URL
[6]	Pang J. F., Wang A. Q., Zheng M. Y., Zhang T., Chem. Commun., 2010,46, 6935-6937 doi: 10.1039/c0cc02014a URL pmid: 20730212
[7]	Wang J. J., Tan Z. C., Zhu C. C., Miao G., Kong L. Z., Sun Y. H., Green Chem., 2016,18, 452-460 URL pmid: 8735268
[8]	Zan Y. F.,Sun Y. Y.,Kong L. Z.,Miao G.,Bao L. W.,Wang H.,Li S. G.,Sun Y. H.,. Chem Sus Chem, 2018,11, 1-6 doi: 10.1002/cssc.v11.1 URL
[9]	Wang L., Xiao F. S., Green Chem., 2015,17, 24-39 doi: 10.1039/C4GC01622J URL
[10]	He W. Z.,Li G M.,Kong L. Z.,Wang H.,Huang J. W., Resour. Conserv. Recy., 2008,52, 691-699 doi: 10.1016/j.resconrec.2007.11.003 URL
[11]	Beeck B. O.,Dusselier M.,Geboers J.,Holsbeek J.,Morré E.,Oswald S.,Giebeler L.,Sels B. F., Energ. Environ. Sci., 2015,8, 230-240 doi: 10.1021/es00126a705 URL pmid: 22663359
[12]	Li C. Z.,Zheng M. Y.,Wang A. Q.,Zhang T., Energ. Environ. Sci., 2012,5, 6383-6390 doi: 10.1039/C1EE02684D URL
[13]	Tan Z. C.,Shi L.,Zan Y. F.,Miao G.,Li S. L.,Kong L. Z.,Li S. G.,Sun Y. H., Appl. Catal. A-Gen., 2018,560, 28-36 doi: 10.1016/j.apcata.2018.04.026 URL
[14]	Phillip E. S., Chem. Rev., 1999,99, 603-621 doi: 10.1021/cr9700989 URL pmid: 11848994
[15]	Liu H. L., Huang Z. W., Kang H. X., Li X. M., Xia C. G., Chen J., Liu H. C., Appl. Catal. B-Environ., 2018,220, 251-263 doi: 10.1016/j.apcatb.2017.08.022 URL
[16]	Zhang Y. H., Wang A. Q., Zhang T., Chem. Commun., 2010,46, 862-864 doi: 10.1039/b919182h URL pmid: 20107631
[17]	Ji N., Zheng M. Y., Wang A. Q., Zhang T., Chen J. G., . Chem Sus Chem, 2012,5, 939-944 doi: 10.1002/cssc.201100575 URL
[18]	Wang A. Q.,Zhang, T., Accoun. Chem. Res., 2013,46, 1377-1386 doi: 10.1021/ar3002156 URL pmid: 23421609
[19]	Ji N., Zhang T., Zheng M. Y., Wang A. Q., Wang H., Wang X. D., Chen J. G., Angew. Chem. Int. Ed., 2008,47, 8510-8513 doi: 10.1002/anie.200803233 URL pmid: 18785670
[20]	Deng T. Y., Liu H. C., Green Chem., 2013,15, 116-124 doi: 10.1039/c2gc36088h URL
[21]	Li J., Liu L. T., Liu Y., Li M. Z., Zhu Y. H., Liu H. C., Kou Y., Zhang J. Z., Han Y., Ma D., Energ. Environ. Sci., 2014,7, 393-398 doi: 10.1021/es00101a725 URL pmid: 22668051
[22]	Fukuoka A., Dhepe P. L., Angew. Chem., 2006,118, 5285-5287 doi: 10.1002/(ISSN)1521-3757 URL
[23]	Pang J. F., Wang A. Q., Zheng M. Y., Zhang Y. H., Huang Y. Q., Chen X. W., Zhang T., Green Chem., 2012,14, 614-617 doi: 10.1039/c2gc16364k URL
[24]	Wang X. C., Meng L. Q., Wu F., Jiang Y. J., Wang L., Mu X. D., Green Chem., 2012,14, 758-765 doi: 10.1039/c2gc15946e URL
[25]	Deng T. Y., Liu H. C., J. Molecul. Catal. A: Chem., 2014,388/389, 66-73
[26]	Pang J. F., Zheng M. Y., Wang A. Q., Zhang T., Ind. Eng. Chem. Res., 2011,50, 6601-6608 doi: 10.1021/ie102505y URL
[27]	Pang J. F., Zheng M. Y., Wang A. Q., Sun R. Y., Wang H., Jiang Y., Zhang T., AIChE J., 2014,60, 2254-2259 doi: 10.1002/aic.14406 URL
[28]	Zhou L. K., Wang A. Q., Li C. Z., Zheng M. Y., Zhang T., . Chem Sus Chem, 2012,5, 932-936 doi: 10.1002/cssc.201100545 URL
[29]	Miao G., Zhu C. C., Wang J. J., Tan Z. C., Wang L., Liu J. L., Kong L. Z., Sun Y. H., Green Chem., 2015,17, 2538-2544 doi: 10.1039/C4GC02467B URL
[30]	Miao G., Zan Y. F.,Sun Y. Y.,Wang H.,Li S. L.,Kong L. Z.,Li S. G.,Sun Y. H., Appl. Catal. A-Gen., 2018,565, 34-45 doi: 10.1016/j.apcata.2018.07.042 URL
[31]	Tan. X. S., Zhuang X. S.,Deng W. P.,Zhang Q. H.,Wang Y.,Yuan Z. H.,J.Chem. Ind. Eng., 2010, 61, 2579-2584
	( 谭雪松, 庄新姝, 邓卫平, 张庆红, 王野, 袁振宏. 化工学报, 2010,61, 2579-2584)
[32]	Zheng M. Y., Pang J. F., Wang A. Q., Zhang T., Chin.[J]. Catal., 2014,35, 602-613 doi: 10.1002/mp.14027 URL pmid: 31954078
[33]	Zhang J. Y., Hou B. L.,Wang A. Q.,Li Z. L.,Wang H.,Zhang T., AIChE J., 2014,60, 3804-3813 doi: 10.1002/aic.14554 URL
[34]	Tan Z. C.,Miao G.,Liu C.,Luo H.,Bao L. W.,Kong L. Z.,Sun Y. H., RSC Adv., 2016,6, 62747-62753 doi: 10.1039/C6RA14738K URL
[35]	Romanleshkov Y., Chheda J. N.,Dumesic J. A.,. Science, 2006,312, 1933-1937 doi: 10.1126/science.1126337 URL pmid: 16809536
[36]	Romanleshkov Y, Barrett C. J.,Liu Z. Y.,Dumesic J. A.,. Nature, 2007,447, 982-986 doi: 10.1038/nature05923 URL pmid: 17581580
[37]	Botas J. A.,Serrano D. P.,Garcí A., Appl. Catal. B-Environ., 2014,145, 205-215 doi: 10.1016/j.apcatb.2012.12.023 URL
[38]	Chheda J. N.,Románleshkov Y.,Dumesic J. A., Green Chem., 2007,9(4), 342-350 doi: 10.1039/B611568C URL
[39]	Souza R. L. D.,Yu H.,Rataboul F.,Essayem N.,. Challenges, 2012,3(2), 212-232 doi: 10.3390/challe3020212 URL
[40]	Matsumiya H., Hara T., Biomass Bioenerg., 2015,72, 227-232 doi: 10.1016/j.biombioe.2014.11.001 URL
[41]	Bali S., Tofanelli M. A.,Ernst R. D., Biomass Bioenerg., 2012,42(5), 224-227 doi: 10.1016/j.biombioe.2012.03.016 URL
[42]	Abou Y. H.,Hassan E. B.,Steele P.,[J]. Fuel Chem. Technol., 2013,41(2), 214-222
[43]	Rasrendra C. B.,Soetedjo J. N. M.,Makertihartha I. G. B. N., Top. Catal., 2012,55(7-10), 543-549 doi: 10.1007/s11244-012-9826-y URL
[44]	Hu S. Q.,Zhang Z. F.,Song J. L.,Zhou Y. X.,Han B. X., Green Chem., 2009,11(11), 1746-1749 doi: 10.1039/b914601f URL
[45]	Nakajima K., Baba Y., Noma R ., [J]. Am. Chem. Soc., 2011,133(12), 4224-4227 doi: 10.1021/ja110482r URL pmid: 21370861
[46]	Zhang X., Murria P., Jiang Y., Xiao W. H.,Kenttämaa H. I.,Abu-Omar M. M.,Mosier N. S., Green Chem., 2016,18(19), 5219-5229 doi: 10.1039/C6GC01395C URL
[47]	Moreno R. M., Santamaría G. J.,Maireles T. P., Chem. Eng. J., 2016,303, 22-30 doi: 10.1016/j.cej.2016.05.120 URL
[48]	Moreno R. M.,Jiménez M. I.,Arias P. L.,. Chemistry Select, 2017,2(8), 2444-2451 doi: 10.1021/jm00112a020 URL pmid: 1875341
[49]	Yu I. K. M.,Tsang D. C. W.,Yip A. C. K., Bioresource Technol., 2017, 222-230
[50]	Kong L.Z.,Li G. M.,Yin J.,He W. Z.,Wang H.,Xu J. C.,Ling F., Energ. Source. Part A, 2009,31(10), 876-887 doi: 10.1080/15567030701752826 URL
[51]	Sanchez C., Egues I., Garcia A., Chem. Eng. J., 2012,181, 655-660
[52]	Castillo M. F. A., Balciunas E. M., Salgado J. M., Converti A., Oliveira R. P. de S., Trends Food Sci. Tech., 2013,30(1), 70-83 doi: 10.1016/j.tifs.2012.11.007 URL
[53]	Dusselier M., Van Wouwe P., Dewaele A., Makshina E., Sels B. F., Energ. Environ. Sci., 2013,6(5), 1415-1442 doi: 10.1039/c3ee00069a URL
[54]	Yan X. Y., Jin F. M.,Tohji K.,Kishita A., AIChE J., 2010,56(10), 2727-2733 doi: 10.1002/aic.12193 URL
[55]	Auneau F., Arani L. S., Besson M., Djakovitch L., Michel C., Delbecq F., Sautet P., Pinel C., Top. Catal., 2012,55(7-10), 474-479 doi: 10.1007/s11244-012-9823-1 URL
[56]	Duo J., Zhang Z. S.,Yao G. D.,Huo Z. B.,Jin F. M., Catal. Today, 2016,263, 112-116 doi: 10.1016/j.cattod.2015.11.007 URL
[57]	Zeng W., Cheng D. G.,Chen F. Q.,Zhang X., Catal. Lett., 2009,133(1/2), 221-226 doi: 10.1007/s10562-009-0160-3 URL
[58]	Liu Z., Li W., Pan C. Y.,Chen P.,Zheng X. M., Catal. Comm., 2011,15(1), 82-87 doi: 10.1016/j.catcom.2011.08.019 URL
[59]	Wei Z., Jin F. M.,Zhang G. Y.,Zhang S. P.,Yao G. D., Aip Conf. Proc., 2010,1251, 264-267
[60]	Choudhary H., Nishimura S., Ebitani K., Appl. Catal. B-Environ., 2015,162
[61]	Cho H. J.,Chang C. C.,Fan W., Green Chem., 2014,16(7), 3428-3433 doi: 10.1039/c4gc00723a URL
[62]	Liu Z., Feng G., Pan C Y., Li W., Chen P., Lou H., Zheng X. M., Chinese J. Catal., 2013,33(10), 1696-1705
[63]	Dijkmans J., Dusselier M., Gabriels D., Houthoofd K., Magusin P. C. M. M.,Huang S. G.,Pontikes Y.,Trekels M.,Vantomme A.,Giebeler L.,Oswald S.,Sels B. F., ACS Catal., 2015,5(2), 928-940 doi: 10.1021/cs501388e URL
[64]	Murillo B., Sanchez A., Sebastian V., Casado-Coterillo C., de la Iglesia O., Lopez-Ram-de-Viu M. P., Tellez C., Coronas J., J. Chem. Technol. Biot., 2014,89(9), 1344-1350 doi: 10.1002/jctb.4210 URL
[65]	Rasrendra C. B.,Makertihartha I. G. B. N.,Adisasmito S.,Heeres H.[J]., Top. Catal., 2010,53(15-18), 1241-1247 doi: 10.1007/s11244-010-9570-0 URL
[66]	Hayashi Y., Sasaki Y., Chem. Comm., 2005,21, 2716-2718
[67]	Kong L. Z., Li G. M., Wang H., He W. Z., [J]. Chem. Technol. Biot., 2008,83(3), 383-388
[68]	Onda A., Ochi T., Kajiyoshi K., Yanagisawa K., Catal. Comm., 2008,9(6), 1050-1053 doi: 10.1016/j.catcom.2007.10.005 URL
[69]	Onda A., Ochi T., Kajiyoshi K., Yanagisawa K., Appl. Catal. A-Gen., 2008,343(1/2), 49-54 doi: 10.1016/j.apcata.2008.03.017 URL
[70]	Wu P., Tatsumi T., Komatsu T., Yashima T ., J. Phys. Chem. B, 2001,105(15), 2897-2905 doi: 10.1021/jp002816s URL
[71]	Bicker M., Endres S., Ott L., Vogel H ., J. Mol. Catal. A-Chem., 2005,239(1/2), 151-157 doi: 10.1016/j.molcata.2005.06.017 URL
[72]	De Clippel F., Dusselier M., van Rompaey R.,Vanelderen P.,Dijkmans J.,Makshina E.,Giebeler L.,Oswald S.,Baron G. V.,Denayer J. F. M.,Pescarmona P. P.,Jacobs P. A.,Sels B. F., J.Am. Chem. Soc., 2012,134(24), 10089-10101 doi: 10.1021/ja301678w URL pmid: 22550936
[73]	Hammond C., Padovan D., Al-Nayili A., Wells P. P.,Gibson E. K.,Dimitratos N.,. Chem Cat Chem, 2015,7(20), 3322-3331 doi: 10.1002/cctc.201500545 URL pmid: 26583051
[74]	Osmundsen C. M., Holm M. S., Dahl S., Taarning E., P. Roy. Soc. A-Math. Phy., 2012,468(2143), 2000-2016 doi: 10.1098/rspa.2012.0047 URL
[75]	Moliner M., Roman-Leshkov Y., Davis M. E., P. Natl. Acad. Sci. USA, 2010,107(14), 6164-6168 doi: 10.1073/pnas.1002358107 URL pmid: 20308577
[76]	Bermejo-Deval R., Assary R. S.,Nikolla E.,Moliner, M.,Roman-Leshkov Y.,Hwang S. J.,Palsdottir A.,Silverman D.,Lobo R. F.,Curtiss L. A.,Davis M. E., P. Natl. Acad. Sci. USA, 2012,109(25), 9727-9732 doi: 10.1073/pnas.1206708109 URL
[77]	Dong W. J.,Shen Z.,Peng B. Y.,Gu M. Y.,Zhou X. F.,Xiang B.,Zhany Y. L., Sci. Rep., 2016,6, 26713-26720 doi: 10.1038/srep26713 URL pmid: 27222322
[78]	Holm M. S.,Saravanamurugan S.,Taarning E.,. Science, 2010,328(5978), 602-605 doi: 10.1126/science.1183990 URL pmid: 20431010
[79]	Sun Y. Y.,Shi L.,Wang H.,Miao G.,Kong L. Z.,Li S. G.,Sun Y. H., Sustain. Energ. Fuels, 2019,3, 1163-1171 doi: 10.1039/C9SE00020H URL
[80]	Hratchian H. P.,Schlegel H. B., J.Chem. Theory Comput., 2005,1, 61-69