Conversion of Carinata Oil into Drop-in Fuels & Chemicals. Carinata Summit Quincy, Florida 15 March 2016

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Conversion of Carinata Oil into Drop-in Fuels & Chemicals Carinata Summit Quincy, Florida 15 March 2016

SOLVING PROBLEMS OF GLOBAL IMPORTANCE About ARA, Inc. Founded 1979, Albuquerque, New Mexico 1,086 employee owners at locations in the U.S. and Canada FY15 sales over $200 million 2014 Applied Research Associates, Inc. 2

SOLVING PROBLEMS OF GLOBAL IMPORTANCE National Security Business Areas ARA delivers innovative solutions to assess, detect, deter, defeat, and respond to threats facing us at home and abroad. Infrastructure ARA leads in technologies and services to improve performance and sustainability of infrastructure for transportation, buildings, and energy systems. Energy & Environment ARA provides innovative engineering services and products for alternative fuels, and the power and utility services market. Health Solutions ARA provides specialized research and technology services, testing and product development in health science and engineering. 2014 Applied Research Associates, Inc. 3

BioFuels ISOCONVERSION (BIC) Process Jointly Developed by ARA and Chevron Lummus Global Catalytic Hydrothermolysis (CH) converts renewable feed stocks directly into cracked and cyclized hydrocarbons Same hydrocarbon types as petroleum distributed over entire boiling range Hydrotreating saturates residual olefins and removes residual oxygen Aromatic and cycloparaffin compounds are preserved Hydrogen consumption & GHG generation are much less than HEFA processes 4

Characteristic CH Conversion Reactions Cycloparaffins and Aromatics are formed Entire homologous series of isomers are formed Ring structures are conserved during hydrotreating Hydrogen is conserved by formation of ring structures 5

Conversion of Carinata Oil High concentration of Erucic acid (22:1) Unsaturated FFAs are more reactive High yield of cycloparaffins & aromatics High density and energy content Excellent low-temperature properties Higher molecular weight than Soybean, Canola, Jatropha Higher yield of hydrocarbon fuels & chemicals than C18 oils Potentially 2 wt% net increase in hydrocarbon yield Equates to ~100 bbl/day for a 5000 bbl/day commercial refinery 6

Production of Certification Fuels for DLA-Navy Three production campaigns First campaign: 100-gallon samples (produced in pilot equipment) Carinata oil feed stock Second campaign FY15 54,000 gallons of CHCJ-5 (jet) CHCD-76 (diesel) produced for DLA Canola oil feed stock Third campaign FY16 97,000 gallons of CHCJ-5 and CHCD-76 produced for DLA Canola and soybean feed stocks Fuel production (2 nd and 3 rd campaigns) Crude oil produced by CH conversion in St Joseph, Missouri Finished fuel hydrotreating and distillation Centauri Pasadena, TX 7

100 bbl/day CH Conversion System St Joe, MO 8

Centauri Refinery Pasadena, Texas 9

Navy Fuels Certification 100% Drop-in, Unblended JP-5 (CHCJ-5) 60 o C Flash Jet F-76 (CHCD-76) 60 o C Flash Diesel Gallons Total U. S. Navy (DLA) 72,000 79,000 151,000 Other* 9,000 9,000 Total 81,000 79,000 160,000 Commercial Jet A flash point = 38 o C Commercial Diesel #2 flash point = 52 o C *Other recipients Lufthansa, Air Force, Army, Sweden 10

Comparison of Production Campaigns Specification Test Results (Provided by AFRL & AFPET) Specification Test MIL-DTL-83133H Spec Requirement ReadiJet Carinata (JP-8) Chevron ReadiJet Canola (Jet A) AFRL Petroleum JP-8 Reference Total Acid Number, mg KOH/g 0.015 0.012.008 0.003 Aromatics, vol % 25 16.8 16.9 18.8 Olefins, vol % 5 1.8 1.9 0.8 Heat of Combustion (m), MJ/kg 42.8 43.2 43.4 43.3 Hydrogen Content, % mass 13.4 13.8 13.9 13.8 Smoke Point, mm 19 26 25 22 Thermal Stability @ 260 C: Tube Deposit Rating 3 1 1 1 Change in Pressure, mm Hg 25 0 0 2 Flash point, C 38 46 42 51 Freeze Point, C -47-57 -43-51 Viscosity @ -20 C, cst 8.0 3.5 4.05 4.9 Viscosity @ -40 C, cst 12.0 6.5 7.9 9.9 Density, kg/l @ 15 C 0.775-0.840 0.802 0.8036 0.804 Lubricity (BOCLE), wear scar mm 0.85 0.57 0.54 0.53 11

ASTM Certification Commercial Jet A, Jet A-1 12

Hydrothermal Cleanup (HCU) Process Patent Pending Achieves Rapid Hydrolysis Production of free fatty acids and glycerin Erucic acid (22:1) from Carinata oil An effective alternative to chemical degumming/metals reduction Unrefined Peanut Oil Example Metals (ppm) Peanut oil HCU FFA Reduction Calcium 25.6 4.0 84.4% Magnesium 28.0 0.9 96.8% Phosphorus 146.7 2.4 98.4% Potassium 67.5 2.8 95.9% 13

Hydrothermal Cleanup (HCU) Process Patent Pending Super Degummed Carinata Oil Example Metals (ppm) Carinata Oil HCU FFA Calcium 4.3 1.2 Magnesium 3.0 0.4 Phosphorus 20.1 0.7 Potassium 6.7 2.2 14

Glycerin Erucic Acid from Carinata Renewable Chemicals An important derivative is Brassylic acid (a 13 carbon di-acid) Chemical intermediate for the synthesis of lubricants and polymers (nylon 1313) Other renewable chemicals of interest Paraffin wax (especially from Carinata oil) Normal (straight-chain) paraffins in the kerosene boiling range Linear alkyl benzene (LAB) used in detergent production Cycloparaffin compounds Aromatic compounds Carboxylic acids (short-chain fatty acids) 15

Commercialization Activities 5000 bbl/day Engineering Design Package (EDP) - Southern California Other Commercial Systems under Evaluation - Utah 2500 bbl/day - Gulf Coast 2500 bbl/day - Missouri 5000 bbl/day - Northeast 5000 bbl/day pretreatment 16

Next Generation Aviation Fuel 17