Overview. July 24, Catalysis Center for Energy Innovation

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1 verview July 24, 2017 CCEI is an Energy Frontier Research Center funded by the U.S. Department of Energy, ffice of Basic Sciences

2 Mission, PIs, and Institutions Mission: CCEI is a transformative catalysis center that addresses one of today s most challenging problems: the transformation of lignocellulosic biomass into renewable transportation fuels and chemicals. PIs: Stavros Caratzoulas 1, Jingguang Chen 2, Paul Dauenhauer 3, Mark Davis 4, Doug Doren 1, Wei Fan 5, Anatoly Frenkel 6, Ray Gorte 7, Marianthi Ierapetritou 8, Friederike Jentoft 5, Chris Jones 9, Raul Lobo 1, Chris Murray 7, Basu Saha 1, Stan Sandler 1, Ilja Siepmann 3, Mark Snyder 10, Klaus Theopold 1, Michael Tsapatsis 3, Dion Vlachos 1, Don Watson 1, Bingjun Xu 1 Institutions: 1 University of Delaware; 2 Columbia University; 3 University of Minnesota; 4 California Institute of Technology; 5 University of Massachusetts; 6 Brookhaven National Laboratory and Stony Brook University; 7 University of Pennsylvania; 8 Rutgers University; 9 Georgia Institute of Technology; 10 Lehigh University

3 CCEI CCEI s Research Portfolio Cellulose Chemistry FURANS THRUST Sugars Chemistry HD THRUST Furans Chemistry ARMATICS THRUST Aromatics Chemistry H H H 3 C CH 3 H 3 C CELLULSE GLUCSE HYDRXYMETHYL FURFURAL DIMETHYLFURAN P-XYLENE CH 3

4 What Should we Make from Biomass? Sugars are a good match for aromatics, olefins, and fuels H Glucose R 1 R 2 p-xylene Isoprene - 3 S Linear Alkyl-Benzene Sulfonate PET Plastic Synthetic Rubber Surfactant Jet and diesel

5 Conversion/Yield (%) From Concept to ptimized Process DMF Conversion p-xylene Selectivity Catalyst and solvent profoundly improve yield Mechanism is well understood 0 H-Y (200 o C) H-Y (250 o C) H-Y (300 o C) H-Y & Solvent (300 o C) H-BEA & Solvent (300 o C) Zr-BEA & Solvent (300 o C) P-BEA & Solvent (300 o C) Initial concept: Williams et al., ACS Catal. 2, (2012); Highly selective: Chang et al., Green Chem. 16, 585 (2014) Williams et al., ACS Catal. 6(3), (2016); Williams et al., Catal. Sci. Technol. 6(1), (2016); Green et al. Appl. Catal. B-Environ. 180, (2015); Patet et al., ACS Catal. 5(4), (2015); Nikbin et al., Appl. Catal. A-Gen. 485, (2014); Nikbin et al, J. Phys. Chem. C, 118(42), (2014); Nikbin et al., J. Catal., 297, (2013) Phosphorous materials: H. Je Cho et al., ChemCatChem Comm. 9(3), (2017)

6 Enabling a Broad Renewable Product Slate PX for PET TPA for PET Polycarbonate Polyurethanes Monofunctional Platform Polystyrene Plasticizers Nylon

7 leo-furan Sulfonate (FS) Surfactants Furan-based surfactants: Functional replacement of the aromatic surfactant with a more water-soluble aromatic ring Replace surfactant and chelants in hard water applications Combine biomassderived furan and fatty acids for tunable surfactant structure

8 QUANTITATIVE CARBN- DETECTR (QCD) Licensed by Activated Research Company (ARC) Polyarc ARC won Best New Product Award at Gulf Coast Conference for novel design and universal application of Polyarc Featured R&D 100 Award Winner: Polyarc Reactor

9 A Multiscale Approach to Technology Development

10 Talks - Catalysis Dr. mar Abdelrahman - Biomass-Derived Butadiene by Dehydra- Decyclization of Tetrahydrofuran (C-I-1/Mon. 3:00pm) Matthew Gilkey - Metal-free cleavage of C- bonds to form adipic acid from biomass derivatives (C-III-2/Tue. 11:00am) Kristeen Joseph - Tunable synthesis of leo-furan Surfactants via Acylation of Biomass-Derived Furans (C-III-4/Tues. 11:40am) Posters - Catalysis Dr. Efterpi S Vasiliadou - Acid-catalyzed formaldehyde condensation with propylene: a route to form 1,3-butadiene precursors (PI-C-9) (Lily) Ziwei Cheng - Structural Analysis of Humins Formed in the Brønsted Catalyzed Dehydration of Fructose (PI-C-14) Dr. Sunitha Sadula - ne-step thermochemical saccharification of lignocellulosic biomass (PII-C-1) Dr. Sibao Liu - Catalytic Hydrodeoxygenation of High-Carbon Furylmethanes to Renewable Jet-fuel Range Alkanes (PII-C-11) Prof. Marianthi Ierapetritou - Integrated Design and Analysis of Chemical Production from biomass Feedstocks (PII-C-14)

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