Esterification of bio-oil from mallee (Eucalyptus loxophleba ssp. gratiae) leaves with a solid acid catalyst: Conversion of the cyclic ether and terpenoids into hydrocarbons

Bioresource Technology

Volumn 123, Issue , 2012, Pages 249-255

  Hu, Xun ^a   Gunawan, Richard ^a   Mourant, Daniel ^a   Wang, Yi ^a   Lievens, Caroline ^a   Chaiwat, Weerawut ^a   Wu, Liping ^a   Li, Chun Zhu ^a  

^a CURTIN UNIVERSITY   (Australia)

Author keywords

Acid catalysed reactions; Bio oil; Eucalyptol; Mallee leaves; Terpenoids

Indexed keywords

ACID-CATALYSED REACTIONS; BIO OIL; EUCALYPTOL; MALLEE LEAVES; TERPENOIDS;

AROMATIC HYDROCARBONS; CATALYSIS; CATALYST DEACTIVATION; ETHERS; IONIC LIQUIDS; LOADING; METHANOL;

LIPIDS;

AROMATIC HYDROCARBON; BIO OIL; CINEOLE; ETHER DERIVATIVE; TERPENOID DERIVATIVE; TERPINENE; TERPINEOL; TERPINOLENE; THYMOQUINONE; UNCLASSIFIED DRUG;

CATALYST; DICOTYLEDON; ESSENTIAL OIL; ETHER; HYDROCARBON; LEAF; ORGANIC COMPOUND;

ACIDITY; AROMATIZATION; ARTICLE; CATALYSIS; ESTERIFICATION; EUCALYPTUS; EUCALYPTUS LOXOPHLEBA; ISOMERIZATION; NONHUMAN; PLANT LEAF; PRIORITY JOURNAL; RING OPENING;

ACETIC ACID; ACIDS; CATALYSIS; CYCLOHEXANOLS; ESTERIFICATION; ETHERS, CYCLIC; EUCALYPTUS; MASS SPECTROMETRY; METHANOL; MONOTERPENES; NITROGEN; PLANT LEAVES; PLANT OILS; STYRENES; TERPENES; TIME FACTORS;

EUCALYPTUS LOXOPHLEBA;

EID: 84865549860     PISSN: 09608524     EISSN: 18732976     Source Type: Journal    
DOI: 10.1016/j.biortech.2012.07.073     Document Type: Article

References (26)

1. Garcia-Perez M., Wang X.S., Shen J., Rhodes M.J., Tian F.J., Lee W.J., Wu H., Li C.-Z. Fast pyrolysis of oil mallee woody biomass: effect of temperature on the yield and quality of pyrolysis products. Ind. Eng. Chem. Res. 2008, 47:1846-1854.
2. Hilten R.N., Bibens B.P., Kastner J.R., Das K.C. In-line esterification of pyrolysis vapor with ethanol improves bio-oil quality. Energy Fuels 2010, 24:673-682.
3. Hu X., Li C.-Z. Levulinic esters from the acid-catalysed reactions of sugars and alcohols as part of a bio-refinery. Green Chem. 2011, 13:1676-1679.
4. Hu X., Lievens C., Larcher A., Li C.-Z. Reaction pathways of glucose during esterification: effects of reaction parameters on the formation of humin type polymers. Bioresour. Technol. 2011, 102:10104-10113.
5. Hu X., Gunawan R., Mourant D., Lievens C., Li X., Zhang S., Chaiwat W., Li C.-Z. Acid-catalysed reactions between methanol and the bio-oil from the fast pyrolysis of mallee bark. Fuel 2012, 10.1016/j.fuel.2012.02.032.
6. Hu X., Lievens C., Li C.-Z. Acid-catalyzed conversion of xylose in methanol-rich medium as part of bio-refinery. ChemSusChem 2012, 10.1002/cssc.201100745.
7. King D.J., Gleadow R.M., Woodrow I.E. Regulation of oil accumulation in single glands of eucalyptus polybractea. New Phytol. 2006, 172:440-451.
8. Leita B., Gray P., O'Shea M., Burke N., Chiang K., Trimm D. The conversion of 1,8-cineole sourced from renewable Eucalyptus oil to p-cymene over a palladium doped γ-Al2O3 catalyst. Cata Today 2011, 178:98-102.
9. Li W., Pan C., Sheng L., Liu Z., Chen P., Lou H., Zheng X. Upgrading of high-boiling fraction of bio-oil in supercritical methanol. Bioresour. Technol. 2011, 102:9223-9228.
10. Li W., Pan C., Zhang Q., Liu Z., Peng J., Chen P., Lou H., Zheng X. Upgrading of low-boiling fraction of bio-oil in supercritical methanol and reaction network. Bioresour. Technol. 2011, 102:4884-4889.
11. Li X., Gunawan R., Lievens C., Wang Y., Mourant D., Wang S., Wu H., Garcia-Perez M., Li C.-Z. Simultaneous catalytic esterification of carboxylic acids and acetalisation of aldehydes in a fast pyrolysis bio-oil from mallee biomass. Fuel 2011, 90:2530-2537.
12. Lohitharn N., Shanks B.H. Upgrading of bio-oil: effect of light aldehydes on acetic acid removal via esterification. Catal. Commun. 2009, 11:96-99.
13. Mahfud F.H., Melin-Cabrera I., Manurung R., Heeres H.J. Biomass to fuels: upgrading of flash pyrolysis oil by reactive distillation using a high boiling alcohol and acid catalysts. Process Saf. Environ. Prot. 2007, 85:466-472.
14. Miao S., Shanks B.H. Esterification of biomass pyrolysis model acids over sulfonic acid-functionalized mesoporous silicas. Appl. Catal. A 2009, 359:113-120.
15. Moens L., Black S.K., Myers M.D., Czernik S. Study of the neutralization and stabilization of a mixed hardwood bio-oil. Energy Fuels 2009, 23:2695-2699.
16. Nie J., Chen H., Song Q., Liao B., Guo Q. O-methylation of the phenolic bio-oil with dimethyl carbonate in an ionic liquid [bmim]Cl. Energy Fuels 2010, 24:5722-5726.
17. Richmond D.V., Martin J.T. Studies on the plant cuticle. III. the composition of the cuticle of apple leaves and fruits. Ann. Appl. Biol. 1959, 47:583-592.
18. Tang Z., Lu Q., Zhang Y., Zhu X., Guo Q. One step bio-oil upgrading through hydrotreatment, esterification, and cracking. Ind. Eng. Chem. Res. 2009, 48:6923-6929.
19. Wang J., Chang J., Fan J. Upgrading of bio-oil by catalytic esterification and determination of acid number for evaluating esterification degree. Energy Fuels 2010, 24:3251-3255.
20. Xiong W., Zhu M.-Z., Deng L., Fu Y., Guo Q. Esterification of organic acid in bio-oil using acidic ionic liquid catalysts. Energy Fuels 2009, 23:2278-2283.
21. Xu J., Jiang J., Dai W., Zhang T., Xu Y. Bio-oil upgrading by means of ozone oxidation and esterification to remove water and to improve fuel characteristics. Energy Fuels 2011, 25:1798-1801.
22. Yang X., Chatterjee S., Zhang Z., Zhu X., Pittman C.U. Reactions of phenol, water, acetic acid, methanol, and 2-hydroxymethylfuran with olefins as models for bio-oil upgrading. Ind. Eng. Chem. Res. 2010, 49:2003-2013.
23. Yu W., Tang Y., Mo L., Chen P., Lou H., Zheng X. Bifunctional Pd/Al-SBA-15 catalyzed one-step hydrogenation-esterification of furfural and acetic acid: a model reaction for catalytic upgrading of bio-oil. Catal. Commun. 2011, 13:35-39.
24. Zhang Q., Chang J., Wang T., Xu Y. Upgrading bio-oil over different solid catalysts. Energy Fuels 2006, 20:2717-2720.
25. Zhang Z., Wang Q., Yang X., Chatterjee S., Pittman C.U. Sulfonic acid resin-catalyzed addition of phenols, carboxylic acids, and water to olefins: model reactions for catalytic upgrading of bio-oil. Bioresour. Technol. 2010, 101:3685-3695.
26. Zhang Z., Wang Q., Yang X., Chatterjee S., Pittman C.U. Catalytic upgrading of bio-oil using 1-octene and 1-butanol over sulfonic acid resin catalysts. Green Chem. 2011, 13:940-949.