Analysis of sustainability metrics and application to the catalytic production of higher alcohols from ethanol

Use of sustainability metrics can help channel chemical research toward important long-term societal goals. For effective outcomes, it is important to understand the strengths and weaknesses of the sustainability assessment methods that can be applied in the chemical process development chain. In this paper we report the results from application of sustainability metrics in parallel with findings from laboratory research for production of higher alcohols from ethanol by application of the Guerbet reaction. 2-Ethyl-1-hexanol is used as an exemplary compound for the targeted higher alcohols. The accuracy of early-stage sustainability metrics using laboratory data is evaluated by comparing the results with metrics based on detailed process simulation models, techno-economic analysis and life cycle assessment. The analysis has provided insights on pitfalls to avoid and effective application of early-stage metrics considering the dynamic nature of information available from laboratory research. Anticipation of the process configuration was found to be particularly important for effective application of early-stage metrics. The results from catalysis research for 2-ethyl-1-hexanol highlight the potential opportunities for higher chain Guerbet alcohols from biobased ethanol. The comparison of this biobased route with conventional fossil based process shows the challenges for such a process from an economic and environmental perspective.

[1]  S. Solomon The Physical Science Basis : Contribution of Working Group I to the Fourth Assessment Report of the Intergovernmental Panel on Climate Change , 2007 .

[2]  T. Kuwabara,et al.  A low-pressure guerbet reaction over magnesium oxide catalyst , 1990 .

[3]  S. Ordóñez,et al.  Ethanol catalytic condensation over Mg–Al mixed oxides derived from hydrotalcites , 2011 .

[4]  Ryan Davis,et al.  Process Design and Economics for Biochemical Conversion of Lignocellulosic Biomass to Ethanol: Dilute-Acid Pretreatment and Enzymatic Hydrolysis of Corn Stover , 2011 .

[5]  Ernst Worrell,et al.  Early-stage comparative sustainability assessment of new bio-based processes. , 2013, ChemSusChem.

[6]  Chun Yang,et al.  Bimolecular Condensation of Ethanol to 1-Butanol Catalyzed by Alkali Cation Zeolites , 1993 .

[7]  G. Knothe Synthesis, applications, and characterization of Guerbet compounds and their derivatives , 2002 .

[8]  E. Iglesia,et al.  Structural requirements and reaction pathways in condensation reactions of alcohols on MgyAlOx catalysts , 2000 .

[9]  Kornelis Blok,et al.  Potential of bioethanol as a chemical building block for biorefineries: preliminary sustainability assessment of 12 bioethanol-based products. , 2013, Bioresource technology.

[10]  Seungdo Kim,et al.  Indirect land use change for biofuels: Testing predictions and improving analytical methodologies , 2011 .

[11]  S. Ogo,et al.  Selective synthesis of 1-butanol from ethanol over strontium phosphate hydroxyapatite catalysts , 2011 .

[12]  Joaquim E. A. Seabra,et al.  Life cycle assessment of Brazilian sugarcane products: GHG emissions and energy use , 2011 .

[13]  John M. Woodley,et al.  Life cycle assessment in green chemistry: overview of key parameters and methodological concerns , 2013, The International Journal of Life Cycle Assessment.

[14]  M. Huijbregts,et al.  Cumulative energy demand as predictor for the environmental burden of commodity production. , 2010, Environmental science & technology.

[15]  K. P. Jong,et al.  Particle size effects for carbon nanofiber supported platinum and ruthenium catalysts for the selective hydrogenation of cinnamaldehyde , 2008 .

[16]  Ernst Worrell,et al.  Comparing life cycle energy and GHG emissions of bio‐based PET, recycled PET, PLA, and man‐made cellulosics , 2012 .

[17]  T. Seager,et al.  Comparative Life Cycle Assessment of Lignocellulosic Ethanol Production: Biochemical Versus Thermochemical Conversion , 2010, Environmental management.

[18]  S. Ordóñez,et al.  Consequences of the iron–aluminium exchange on the performance of hydrotalcite-derived mixed oxides for ethanol condensation , 2011 .

[19]  T. Tsuchida,et al.  Reaction of ethanol over hydroxyapatite affected by Ca/P ratio of catalyst , 2008 .

[20]  Martin K. Patel,et al.  Life-cycle Assessment of Bio-based Polymers and Natural Fiber Composites , 2002 .

[21]  T. Tsuchida,et al.  Synthesis of Biogasoline from Ethanol over Hydroxyapatite Catalyst , 2008 .

[22]  Robert J. Davis,et al.  Isotopic transient analysis of the ethanol coupling reaction over magnesia , 2013 .

[23]  K. Blok,et al.  Producing bio-based bulk chemicals using industrial biotechnology saves energy and combats climate change. , 2007, Environmental science & technology.

[24]  Anselm Eisentraut,et al.  Sustainable Production of Second-Generation Biofuels: Potential and Perspectives in Major Economies and Developing Countries , 2010 .

[25]  S. Jackson,et al.  Solid base catalysts and combined solid base hydrogenation catalysts for the aldol condensation of branched and linear aldehydes , 2004 .

[26]  E. Iglesia,et al.  Structure and Surface and Catalytic Properties of Mg-Al Basic Oxides , 1998 .

[27]  H. Hattori Heterogeneous Basic Catalysis , 1995 .

[28]  Robert J. Davis,et al.  Heterogeneous Catalysts for the Guerbet Coupling of Alcohols , 2013 .

[29]  M. K. Patel,et al.  Standardized cost estimation for new technology (SCENT) - methodology and tool , 2012 .

[30]  F. Dean Toste,et al.  Integration of chemical catalysis with extractive fermentation to produce fuels , 2012, Nature.

[31]  Konrad Hungerbühler,et al.  A Chemical process design framework including different stages of environmental, health and safety (EHS) Assessment , 2007 .

[32]  Juan-Yu Yang,et al.  Influence of base strength on the catalytic performance of nano-sized alkaline earth metal oxides supported on carbon nanofibers , 2013 .

[33]  T. A. Nijhuis,et al.  Support effects in the hydrogenation of cinnamaldehyde over carbon nanofiber-supported platinum catalysts: characterization and catalysis , 2004 .

[34]  Robert P. Anex,et al.  Life-cycle assessment of energy-based impacts of a biobased process for producing 1,3-propanediol , 2006 .

[35]  J. Mikkola,et al.  One-Pot Liquid-Phase Catalytic Conversion of Ethanol to 1-Butanol over Aluminium Oxide—The Effect of the Active Metal on the Selectivity , 2012 .

[36]  F. Fajula,et al.  Catalytic Conversion of Ethanol into Butanol over M–Mg–Al Mixed Oxide Catalysts (M = Pd, Ag, Mn, Fe, Cu, Sm, Yb) Obtained from LDH Precursors , 2012, Catalysis Letters.

[37]  Birka Wicke,et al.  Indirect land use change: review of existing models and strategies for mitigation , 2012 .

[38]  Stefan Bringezu,et al.  A Review of the Environmental Impacts of Biobased Materials , 2012 .

[39]  T. Tsuchida,et al.  Direct Synthesis of n-Butanol from Ethanol over Nonstoichiometric Hydroxyapatite , 2006 .

[40]  A. S. Ndou,et al.  Self-condensation of propanol over solid-base catalysts , 2004 .

[41]  Robert E. Miller,et al.  Producing 2-Ethylhexanol by the Guerbet Reaction , 1961 .

[42]  K. P. Jong,et al.  Impact of the structure and reactivity of nickel particles on the catalytic growth of carbon nanofibers , 2002 .

[43]  P. Anastas,et al.  Green Chemistry , 2018, Environmental Science.

[44]  Martin Kumar Patel,et al.  Medium and Long-term Opportunities and Risks of the Biotechnological Production of Bulk Chemicals from Renewable Resources , 2006 .

[45]  Martin Kumar Patel,et al.  Sustainability assessment of novel chemical processes at early stage: application to biobased processes , 2012 .

[46]  Joseph J. Bozell,et al.  Technology development for the production of biobased products from biorefinery carbohydrates—the US Department of Energy’s “Top 10” revisited , 2010 .