Development of Bifunctional Catalysts for the Conversions of Cellulose or Cellobiose into Polyols and Organic Acids in Water

Catalysis Surveys from Asia - Tập 16 - Trang 91-105 - 2012
Weiping Deng1, Yanliang Wang1, Qinghong Zhang1, Ye Wang1
1State Key Laboratory of Physical Chemistry of Solid Surfaces, National Engineering Laboratory for Green Chemical Productions of Alcohols, Ethers and Esters, Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, People’s Republic of China

Tóm tắt

The efficient utilization of renewable lignocellulosic biomass has attracted much attention in recent years. One of the most desirable routes for the transformation of cellulose, the main component of lignocellulosic biomass, is to convert cellulose under mild conditions selectively into a value-added chemical or into a platform compound, which can be easily converted to versatile chemicals or fuels in the subsequent step. The activation of cellulose, typically starting by the cleavage of its glycosidic bonds, under mild conditions and the selective formation of a particular molecule are critical challenges. Bifunctional catalysts coupling the acid sites for the activation of the glycosidic bonds via hydrolysis and the metal nanoparticles for the hydrogenation or oxidation of glucose intermediate have shown promising performances for the conversion of cellulose or cellobiose into hexitols or gluconic acid in water under mild conditions. This short review has summarized some recent studies on the development of such bifunctional catalysts or catalytic systems. The following two kinds of bifunctional catalysts or catalytic systems have mainly been discussed: (1) a liquid acid in combination with a supported metal catalyst, (2) solid acid-supported metal nanoparticles. Emphases have been laid on the conversions of cellulose or cellobiose into sorbitol and gluconic acid catalyzed respectively by ruthenium and gold nanoparticles loaded on carbon nanotubes bearing acid sites.

Tài liệu tham khảo

Ragauskas AJ, Williams CK, Davison BH, Britovsek G, Cairney J, Eckert CA, Frederick WJ, Hallett JP, Leak DJ, Liotta CL, Mielenz JR, Murphy R, Templer R, Tschaplinski T (2006) Science 311:484 Himmel ME, Ding SY, Johnson DK, Adney WS, Nimlos MR, Braday JW, Foust TD (2007) Science 315:804 Chheda JN, Huber GW, Dumesic JA (2007) Angew Chem Int Ed 46:7164 Alonso DM, Bond JQ, Dumesic JA (2010) Green Chem 12:1493 Huber GW, Iborra S, Corma A (2006) Chem Rev 106:4044 Corma A, Iborra S, Velty A (2007) Chem Rev 107:2411 Kamm B (2007) Angew Chem Int Ed 46:5056 Gallezot P (2008) ChemSusChem 1:734 Ruppert AM, Weinberg K, Palkovits R (2012) Angew Chem Int Ed 51:2564 Michel H (2012) Angew Chem Int Ed 51:2516 Klemm D, Heublein B, Fink HP, Bohn A (2005) Angew Chem Int Ed 44:3358 Zhou CH, Xia X, Lin CX, Tong DS, Beltramini J (2011) Chem Soc Rev 40:5588 Dhepe PL, Fukuoka A (2007) Catal Surv Asia 11:186 Dhepe PL, Fukuoka A (2008) ChemSusChem 1:969 Fukuoka A, Dhepe PL (2009) Chem Rec 9:224 Yang P, Kobayashi H, Fukuoka A (2011) Chin J Catal 32:716 Kobayashi H, Komanoya T, Guha SK, Hara K, Fukuoka A (2011) Appl Catal A 409–410:13 Kobayashi H, Ohta H, Fukuoka A (2012) Catal Sci Technol 2. doi:10.1039/C2CY00500J Van de Vyver S, Geboer J, Jacobs PA, Sels BF (2011) ChemCatChem 3:82 Geboers JA, Van de Vyver S, Ooms R, Op de Beeck B, Jacobs PA, Sels BF (2011) Catal. Sci. Technol. 1:714 Hara M (2010) Energy Environ Sci 3:601 Shimizu K, Satsuma A (2011) Energy Environ Sci 4:3140 Rinaldi R, Schüth F (2009) Energy Environ Sci 2:610 Rinaldi R, Schüth F (2009) ChemSusChem 2:1096 Cabiac A, Guillon E, Chambon F, Pinel C, Rataboul F, Essayem N (2011) Appl Catal A 402:1 Zhang Y-HP, Lynd LR (2004) Biotechnol Bioeng 88:797 Zhao H, Kwak JH, Wang Y, Franz JA, White JM, Holladay JE (2006) Energy Fuels 20:807 Zhao H, Holladay JE, Wang Y, White JM, Zhang ZC (2007) J Biobased Mater Bioenergy 1:210 Shimizu K, Furukawa H, Kobayashi N, Itaya Y, Satsuma A (2009) Green Chem 11:1627 Ogasawara Y, Itagaki S, Yamaguchi K, Mizuno N (2011) ChemSusChem 4:519 Deng WP, Liu M, Zhang QH, Tan XS, Wang Y (2010) Chem Commun 46:2268 Deng WP, Liu M, Zhang QH, Wang Y (2011) Catal Today 164:461 Onda A, Ochi T, Yanagisawa K (2008) Green Chem 10:1033 Van de Vyver S, Peng L, Geboers J, Schepers H, de Clippel F, Gommes CJ, Goderis B, Jacobs PA, Sels BF (2010) Green Chem 12:1560 Suganuma S, Nakajima K, Kitano M, Yamaguchi D, Kato H, Hayashi S, Hara M (2008) J Am Chem Soc 130:1278 Pang J, Wang A, Zheng M, Zhang T (2010) Chem Commun 46:6935 Kobayashi H, Komanoya T, Hara K, Fukuoka A (2010) ChemSusChem 3:440 Lai D, Deng L, Li J, Liao B, Guo Q, Fu Y (2011) ChemSusChem 4:55 Rinaldi R, Palkovits R, Schüth F (2008) Angew Chem Int Ed 47:8047 Takagaki A, Tagusagawa C, Domen K (2008) Chem Commun 5363 Simonetti DA, Dumesic JA (2009) Catal Rev 51:441 Huber GW, Shabaker JW, Dumesic JA (2003) Science 300:2075 Huber GW, Cortright RD, Dumesic JA (2004) Angew Chem Int Ed Engl 43:1549 Metzger JO (2006) Angew Chem Int Ed 45:696 Yan N, Zhao C, Luo C, Dyson PJ, Liu H, Kou Y (2006) J Am Chem Soc 128:8714 Fukuoka A, Dhepe PL (2006) Angew Chem Int Ed 45:5161 Luo C, Wang S, Liu H (2007) Angew Chem Int Ed 46:7636 Nolen SA, Liotta CL, Eckert CA, Gläser R (2003) Green Chem 5:663 Chamblee TS, Weikel RR, Nolen SA, Liotta CL, Eckert CA (2004) Green Chem 6:382 Saka S, Ueno T (1999) Cellulose 6:177 Sasaki M, Fang Z, Fukushima Y, Adschiri T, Arai K (2000) Ind Eng Chem Res 39:2883 Palkovits R, Tajvidi K, Procelewska J, Rinaldi R, Ruppert A (2010) Green Chem 12:972 Geboers J, Van de Vyver S, Carpentier K, Jacobs P, Sels B (2011) Chem Commun 47:5590 Liang G, Wu C, He L, Ming J, Cheng H, Zhuo L, Zhao F (2011) Green Chem 13:839 Geboers J, Van de Vyver S, Carpentier K, de Blochouse K, Jacobs P, Sels B (2010) Chem Commun 46:3577 Geboers J, Van de Vyver S, Carpentier K, Jacobs P, Sels B (2011) Green Chem 13:2167 Deng W, Tan X, Fang W, Zhang Q, Wang Y (2009) Catal Lett 133:167 Kobayashi H, Ito Y, Komanoya T, Hoska Y, Dhepe PL, Kasai K, Hara K, Fukuoka A (2011) Green Chem 13:326 Ding L, Wang A, Zheng M, Zhang T (2010) ChemSusChem 3:818 Van de Vyver S, Geboers J, Dusselier M, Schepers H, Vosch T, Zhang L, Van Tendeloo G, Jacobs P, Sels B (2010) ChemSusChem 3:698 Zhang YHP, Cui J, Lynd LR, Kuang LR (2006) Biomacromolecules 7:644 Kontturi E, Vuorinen T (2009) Cellulose 16:65 Deng W, Liu M, Tan X, Zhang Q, Wang Y (2010) J Catal 271:22 Serp P, Corras M, Kalck P (2003) Appl Catal A 253:337 Kang J, Zhang S, Zhang Q, Wang Y (2009) Angew Chem Int Ed 48:2565 Kobayashi H, Matsuhashi H, Komanoya T, Hara K, Fukuoka A (2011) Chem Commun 47(8):2366 Komanoya T, Kobayashi H, Hara K, Chun W, Fukuoka A (2011) Appl Catal A 407:188 Kasehagen L, Chester W (1962) US Patent 3047635 Ji N, Zhang T, Zheng M, Wang A, Wang H, Wang X, Chen JG (2008) Angew Chem Int Ed 47:8510 Liu Y, Luo C, Liu H (2012) Angew Chem Int Ed 51:3249 Yackel EC, Kenyon WO (1942) J Am Chem Soc 64:121 Kenyon RL, Hasek RH, Davy LG, Broadbooks KJ (1949) Ind Eng Chem 41:2 Perez DS, Montanari S, Vignon MR (2003) Biomacromolecules 4:1417 Besson M, Gallezot P (2000) Catal Today 57:127 Biella S, Prati L, Rossi M (2002) J Catal 206:242 Comotti M, Pina CD, Matarrese R, Rossi M (2004) Angew Chem Int Ed 43:5812 Önal Y, Schimpf S, Claus P (2004) J Catal 223:122 Basheer C, Swaminathan S, Lee HK, Valiyaveettil S (2005) Chem Commun 409 Baatz C, Prüße U (2007) J Catal 249:34 Onda A, Ochi T, Kajiyoshi K, Yanagisawa K (2008) Appl Catal A 343:49 Ishida T, Kinoshita N, Okatsu H, Akita T, Takei T, Haruta M (2008) Angew Chem Int Ed 47:9265 Tan XS, Deng WP, Liu MQ, Zhang H, Wang Y (2009) Chem Commun 7179 Onda A, Ochi T, Yanagisawa K (2011) Catal Commun 12:421 Zhang J, Liu X, Hedhili MN, Zhu Y, Han Y (2011) ChemCatChem 3:1294 An D, Ye A, Deng W, Zhang Q, Wang Y (2012) Chem Eur J 18:2938