The Center for EnvironmentallyBeneficial Catalysis

The University of KansasThe University of IowaWashington University in St. LouisPrairie View A&M University

Engineering a Greener Future

A National Science Foundation Engineering Research Center since 2003

A GREENER FUTURE BY DESIGN: CEBC’s VISION

The chemical industry faces many challenges in the 21st century, including societal and governmental demands for higher environmental performance, increased efficiency to maintain global competitiveness, higher consumer expectations of product quality, and changing work force requirements to meet these challenges. Timely, practical technical solutions are needed to turn these challenges into advantaged opportunities.

THE LEADING CENTER IN GREEN CATALYSIS

CEBC is headquartered at the University of Kansas (KU), with core partners at the University of Iowa (UI), Washington University in St. Louis (WUStL), and Prairie View A&M University (PVAMU). Each campus contributes complementary expertise and capabilities, providing CEBC a unique infrastructure to conduct catalysis and reaction engineering research.

At CEBC, research and process development are performed through unprecedented collaborations involving scientists and engineers from universities, companies and government laboratories working together to address research challenges in catalysis. The interdisciplinary nature of CEBC research integrates knowledge from chemical, biological, surface and catalytic sciences to engineer innovative technologies for new processes and products.

Uniquely, within this single multi-scale Center, research will progress from the most fundamental molecular concept to technology transfer of engineered systems.

The vision of CEBC is to create transformational technologies for the Chemical industry that are ecologically responsible, inherently safe, and economically attractive.

In partnership with industry, CEBC will develop advanced technologies that minimize waste generation, protect environmental quality, improve economic well being and promote a better quality of life.

The following are just a few examples of the many envisioned transformations: • Processes which use benign solvents such as carbon dioxide or water • Replacement of conventional acids with benign solid acid catalysts • Atom-economical use of raw materials and utilization of renewable feedstocks • Highly selective industrial-scale biocatalytic transformations • Production of fuels and synthetic chemicals from alternate feedstocks such as

coal and biomass • Process intensification for energy efficiency and safety

CEBC’s carefully designed research, education, and industry partnership programs will deliver cutting edge science and innovative technologies focused on environmental and economic sustainability, uniquely trained engineers and scientists, and work force diversity.

CEBC istraining a diverse

workforce of futureengineers, chemists,

and biologists in a multi-disciplinary team-oriented setting.

Industrialpartnerships

greatly enrich CEBC’seducation program

through guest lectures,collaborative projects,

and real worldcase studies.

PARTNERSHIPS WITH INDUSTRY

To succeed in its mission, CEBC is partnering with forward-thinking companies that value sustainability and the environment.

Industry partners continually evaluate and guide CEBC’s strategic research plan, ensuring that the core research projects are industrially relevant, identifying knowledge gaps and barriers to commercialization.

Industry partners leverage their membership to gain access to new ideas, novel technologies, state-of-the-art facilities, and privileged intellectual property. Additionally, CEBC’s diverse and uniquely trained students and post-doctoral researchers are a rich source of potential employees.

Companies wishing to pursue research projects specifically tailored to their needs may fund proprietary contract-based research. Such contracts leverage CEBC’s resources and infrastructure, complementing the company’s in-house personnel expertise.

Visit our web site (www.cebc.ku.edu) or call today (785-864-6050) to find out how your company can become part of CEBC.

A ONE-STOP SHOP: CEBC’s AREAS OF EXPERTISE

Faculty at the four partner universities are leaders in a number of fields. A partial list of CEBC’s areas of expertise includes:

• Catalyst design, synthesis and characterization (homogeneous and heterogeneous)

• Biocatalyst preparation and characterization• Synthesis of catalyst supports with controlled pore structure • Benign media including carbon-dioxide based solvents and ionic

liquids• Probing reaction mechanisms with advanced analytical tools• Advanced molecular modeling of chemical, physical and

thermodynamic properties involving reactions and media • Multiphase reactor design and analysis• Economic and environmental impact analysis • Computational fluid dynamics

ENGINEERED SYSTEMS BRING IT ALL TOGETHER

The systems-based research strategy integrates the various technical elements (catalysts, media, reactors, economic and environmental analyses) into well-defined bench-scale processes suitable for technology transfer consideration.

Current focus is on the following catalytic systems:• Hydroformylations and Hydrogenations• Selective oxidations (inorganic, organometallic, and biocatalytic)• Solid acid catalysis

New technologies are expected to emerge through ongoing guidance provided by CEBC’s Industrial Advisory Board, and as new fundamental knowledge and enabling technologies accrue from ongoing projects.

CEBC’s multi-scale research is integrated into

bench-scale demonstrations of novel

processes, complete with economic and

environmentalevaluations.

Experimentalinvestigations are

complemented by catalyst site models, fluid

phase simulations, reactor dynamics models, and

process simulations.

The ongoing research projects at CEBC are shown here, grouped by the engineered system.

At present there are 37 research projects, 33 faculty from 10 participating academic departments.

Four Thrust Groups organize the expertise of CEBC:

Thrust Group 1: Catalyst Design, Discovery, and Engineering

Thrust Group 2: Media Design, Evaluation and Characterization

Thrust Group 3: Advanced Measurements Pertaining to Reactions and Reactors

Thrust Group 4: Molecular and Process Modeling / Optimization

Project Title (Participating Faculty) Thrust Group

Campus Locations

Projects relevant to Hydroformylation TestbedHighly Active and Recyclable Hydroformylation Catalysts Using Phase Controlled Polymer Supports (J. Tunge, B. Subramaniam)

1 KU

Engineering Biphasic Ionic Liquid/CO2 Systems for Continuous Hydroformylation with Organometallic Complexes (A. Scurto, B. Subramaniam, J. Tunge)

2 KU

Syngas Solubility Measurements in CO2-expanded Solvents (B. Subramaniam, J. Brennecke)

2 KU, ND

Catalytic Hydroformylation of Higher Ole ns in CO2-expanded Solvent Media (B. Subramaniam, J. Tunge)

3 KU

Transport and Kinetics Studies in ReactIR (B. Subramaniam, J. Tunge, M. Dudukovic, P. Ramachandran)

3 KU, WUStL

Assembly of Bench Scale Process Concepts (B. Subramaniam, J. Tunge, M. Dudukovic, P. Ramachandran)

3 KU, WUStL

Modeling and Analysis of Reactors for Proposed Hydroformylation Concepts (M. Dudukovic, P. Ramachandran, B. Subramaniam)

4 WUStL, KU

Projects relevant to Solid Acid Catalysis TestbedsRational Design of Highly Active, Recyclable C-H and N-H Superacids for Eco-Friendly Solid Acid Catalysis (M. Barybin, B. Subramaniam, W. Thompson)

1 KU

Adsorption/Desorption Studies on Solid Acid Alkylation Catalysts (B. Subramaniam, M. Dudukovic, P. Ramachandran)

3 KU, WUStL

Bench Scale Mixed Autoclaves and Fixed Bed Reactors for Solid Acid Catalysis (M. Al-Dahhan, M. Dudukovic)

3 WUStL

Solid Acid Catalyzed Esteri cation of Free Fatty Acids in Oil Using CO2 Enhanced Media (S. Stagg-Williams, D. Rethwisch, J. Heppert, B. Subramaniam)

3 KU, UI

Solid-Acid Catalyzed Acylation of Anisole with Acetic Anhydride in CO2-expanded Solvent Media (B. Subramaniam, M. Dudukovic)

3 KU, WUStL

Modeling of Multiphase Reactors for Benign Processes (M. Dudukovic, P. Ramachandran)

4 WUStL

Projects relevant to Biocatalysis TestbedsBiocatalytic Oxidation of Unfunctionalized Carbons Utilizing Immobilized Microorganisms (T. Peeples, H. Olivo)

1 UI

Development of a Transgenic Plant System for Production of Monooxygenases Engineered for Biocatalytic Oxidations of Organic Compounds (J. Schnoor, M. Shih)

1 UI

Development of Alkene Monooxygenase Systems for Biocatalytic Applications (T. Mattes)

1 UI

Engineering Naphthalene Dioxygenase for the Synthesis of Chiral Compounds (S. Ramaswamy, D. Gibson)

1 UI, UCD

Biocatalytic Epoxidation of Natural Oils in Polymer Synthesis (T. Peeples, D. Rethwisch, H. Olivo)

3 UI

Expanding the Catalytic Repertoires of Microbial Monooxygenases: Engineered Systems for Biocatalytic Oxidations of Organic Compounds (J. Rosazza, M. Dishpande)

3 UI

Solvent Tolerant Enzyme and Microbial Systems for Biocatalytic Transformations (T. Peeples, H. Olivo, M. Gyamerah, R. Parales, B. Subramaniam)

3 UI, PVAMU, UCD, KU

Ongoing CEBC Core Research Projects, as of August 1, 2005

Abbreviations:KU- University of KansasUI- University of IowaWUStL- Washington University in St. Louis

PVAMU- Prairie View A&M UniversityND- University of Notre DameUCD- University of California at Davis

(Continued on back page)

Project Title (Participating Faculty) Thrust Group

Campus Locations

Projects relevant to the Selective Oxidation TestbedsNew Century Alternatives for Terephthalic Acid Production by Catalytic O2 Oxidation (D. Busch, B. Subramaniam, R. Givens, R. Schowen)

1 KU

Development of Bio-inspired Oxidation Catalysts that Function in CO2 Media (A. Borovik, W. Thompson)

1 KU

Selective Catalytic Oxidation of Hydrocarbons Using O2 as the Terminal Oxidant (D. Busch, B. Subramaniam)

1 KU

Development of Nanoparticulate Metal Catalyst Complexes (A. Borovik, B. Subramaniam)

1 KU

Immobilized Metal Complexes in Porous Hosts (A. Borovik, B. Subramaniam) 1 KUSilica-Immobilized Transition Metal Catalysts using a Sol-Gel Process (R. Oki, A. Borovik)

1 PVAMU, KU

Oxygen Solubility Measurements in CO2-expanded Solvents (J. Brennecke, M. Stadtherr, B. Subramaniam)

2 ND, KU

Mechanistic Basis for Aryl Methyl Group and Hydrocarbon Oxidations (R. Givens, J. Tunge, M. Rivera-Laos, D. Busch)

3 KU

Mini Reactors and Liquid Oxidation Reactors (LOR) for Characterization of Hydrocarbon and Aryl Methyl Group Oxidations (M. Dudukovic, M. Al-Dahhan)

3 WUStL

Quantum Chemical Studies of Catalysts for Aryl Group Oxidations (B. Laird, K. Kuczera, W. Thompson)

4 KU

Other projects relevant across all TestbedsA Center-Wide Knowledge and Service Base for Sustainable Catalysis (D. Busch) 1 KUNanostructured Photocatalysts for Water Splitting using Visable Solar Light for Hydrogen Production (P. Biswas)

1 WUStL

Measurement of Substrate and Catalyst Solubilities in CO2-expanded Solvents (B. Subramaniam)

2 KU

Volumetric Expansion and Phase Transition of Expanded Solvents using a Four-Point Optical Probe (M. Al-Dahhan, M. Dudukovic)

2 WUStL

Environmental and Economic Assessment of Testbed Systems for Environmentally Bene cial Chemical Processes (B. Subramaniam, D. Fahey, K. Pennybaker)

4 KU

Hydrodynamics and Mixing in Stirred Tank Reactors (P. Ramachandran, M. Dudukovic)

4 WUStL

Modeling of Expanded Phase Solvents (B. Laird, K. Kuczera) 4 KU

Ongoing Research Projects (continued)

CEBC Industrial Members (as of March 6, 2006)

Current Full Members

ADMChevron Phillips Chemical Co.ConocoPhillipsCritiTech, Inc.DupontEngelhardExxonMobil Chemical Co.Kansas Technology Enterprise CorporationNovozymes North America, Inc. Procter & GambleUOP, L.L.C.

Outreach Partners

Environmental Protection Agency (Chemical Engineering Branch)Pacific Northwest National LaboratoryUniversity of Notre DameUniversity of California, DavisNational Chemical Laboratory (Pune, India)

CEBC’s Scientific Advisory Board

David Allen, University of TexasAlexis T. Bell, University of California, BerkeleyJoseph DeSimone, University of North CarolinaJonathan Dordick, Rensselaer Polytechnic InstituteRodney Fox, Iowa State UniversityMichael Harold, University of Houston

- CEBC’s Industrial Advisory Board (IAB) meets twice a year, usually in April and October.

-The IAB critically assesses the strength, productivity and commercial relevance of ongoing projects.

-CEBC’s Scientific Advisory Board (SAB) meets at the spring meeting to provide an independent review of the research program.

Equipment at CEBC Headquarters Laboratories2 ReactIR 50mL Reactors (MettlerToledo/Parr)50mL Microclave Reactor (Autoclave Engineers)3 5mL View Cell Reactors (custom)GC/MS (Varian Saturn 2100)3 GC (Varian 3800, 3380, 3350)2 HPLC (Varian Prostar, 9050/9012)2 UV-Vis (Ocean Optics USB2000, Varian Cary 3)Stopped-Flow Spectrophotometer (Hi-tech SF41)FT-IR (ThermoNicolet Avitar 360)ICP-OES (JobinYvon 2000)Phase Equilibruim Analyzer (Thar Designs)50 mL Expansion Cell (Jerguson)Beowulf Computational Cluster (Atipa, 48 Processor, running Gaussian, Charmm, Dlpoly, Amber, MCCS Towhee, Gibbs, MOLDEN, xmgrace)4 Syringe Pumps (Teledyne-Isco 260D, 500D x2, 100D)2 Buchi Rotavapor2 Drybox

Partial Listing of Available Equipment on KU CampusTapered Element Oscillating Microbalance (Rupperecht & Patashnick)Catalyst Characterization Suite (Micromeretics Autochem, Gemini)ESR Spectrometer (Bruker)Various 50-300mL continuous stirred reactors and xed-bed reactors (Autoclave Engineers)FT-IR, Diffuse Re ectance and Transmission (Nicolet 460)

Service laboratories on campus also provide ample resources for NMR, high-resolution Mass Spectrometry, XRD, and SEM measurements.

Partial Listing of Available Equipment at UI CampusFermentors (8 2L B. Braun Biostat B’s fully instrumented and automated; 8 2L Biostat A’s – less automated; 2 10L Braun highly automated; 1 B. Braun 20L highly automated; 1 75L B. Braun highly automated; 2 100L highly automated; and 1 1,000L B. Braun highly automated.) Downstream Processing Equipment (Beckman J2-MC (2.2 liter @ 10,000g max), Sharples (SA-12, and two SA-26) centrifuges) Filtration Systems (Two Millipore Pellicon, SRT-50 Filtration System, with micro-, ultra-, and dia ltration abilities) Cell Disrupters (French Press, sonic dismembrator, and batch & continuous: Micro uidizer (M110) and Dyno Mill (KDL)) Rotovaps (Pilot scale: Continuous- ow, 20-liter Buchi 175 and Buchi R153, Lab scale: Buchi R114, dry ice cooled, Buchi R114, water cooled) Preparative-Scale Liquid Chromatography System (2 Pharmacia Akta Explorers) Flash Chromatography (Biotage for organic separations)

Freeze Dryer (Pilot-scale Virtis SQ 35EL (20 L) with computer controls) Existing CBB Analytical Instruments – HPLC (2 Shimadzu with three different detectors; two UV/Visible Shimadzu 1600, 2100 spectrophotometers; 1 Shimadzu GC-9A gas chromatograph) Bioanalyzer (YSI) Pharmacia Gradifrac LC system; Electrophoresis (Bio-Rad)Fotodyne Gel Documentation system; Ultracentrifuge (Beckman Optima XL-70) Mass spectrometer dedicated to fermentor off gas analysis (Perkin Elmer MGA 1200) Sartorious moisture analysis; Fisher surface tensiometer Hollow ber ltration analytical system.

Specialized Facilities Available at WUStL CampusComputer Automated Radioactive Particle Tracking (CARPT) Computed Tomographic Scanner (CT) Trickle Bed Reactor Laboratory CREL-XYTEL Kinetic Study Unit (XYCREL) Rotating Packed Bed Reactor Catalytic Micro Reactor System with Mass Spectrometer (TAP) High Pressure Slurry and Basket Reactors Analytical Equipment : Gas Chromatographs (TCD, FID, PID, and ELCD detectors), Differential Refractormeter, Mass Spectrometer, pH, DO, Ozone meters etc.

Listing of Equipment in the Chemical Engineering Department at PVAMUOrbital incubator/shaker (2 New Brunswick Innova 4330)Water bath shaker (New Brunswick Innova 3100)Steam Sterilizer (All American 25X Bench-top)High Pressure Steam Sterilizer (Yamoto SM 300) Freezers (Revco -40°C; Environmental Equipment -80°C)Spectronic 20D spectrophotometer UV-VIS spectrophotometer PC system (Perkin Elmer Lambda 25)Microscopes (Fisher Scienti c Stereomaster; VanGuard 1200CM)Incubators (Boekel Scienti c 139400; Fisher 13-255-9 Isotherm)Refrigerated Centrifuges (Labnet Hermle Z33MK-2 Benchtop; Beckman Coulter Avanti J20-XP)Fermentors (New Brunswick 3-L Bio o 110; 10-L New Brunswick Bio o IV)HPLC BIN/UV/MAN (Perkin Elmer TCWS 200)Atomic Absorption Spectrophotometer (Shimadzu AA-6200)GC (HP 5890)Barnstead/Thermolyne 30400 FurnaceThe Baker Company SG-603 SteriGard III Biological Safety Cabinet

Available Equipment and Facilities (as of August 1 2005)

- CEBC headquarters laboratories provide unique facilities for multidisciplinary research

- CEBC headquarters equipment is available to all CEBC core projects and sponsored projects - CEBC’s research capabilities are leveraged by facilities in the PIs’ individual laboratories at all four campuses, facilities at UI’s Center for Biocatalysis and Bioprocessing, WUStL’s Chemical Reaction Engineering Laboratory, and other university service laboratories.

For more information, visit us on the web at:www.cebc.ku.edu

or contact us directly at: CEBC

1501 Wakarusa Dr., Suite A 110 Lawrence, KS 66047

Phone: (785) 864-6050 Fax: (785) 864-6051

e-mail: cebc@ku.edu