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Renewable Route to Acrylic Acid
BioAcrylic Acid Commercialization Progress and
Challenges




                                                 1
Renewable BioAcrylic Acid Joint Development
   Objective – Develop an Industrial-Scale Process to Cost-
          Effectively Produce Acrylic Acid from Sugar




                         3-Hydroxypropionic   Acrylic
                Sugar
                               (3-HP)          Acid



    Slide 2



                                                              2
Dow Chemical-OPXBIO Strategic Partnership

   Faster, Lower-Risk, Shared-Cost Development and Commercialization

            Dow
              – Largest US producer of petro-acrylic and derivatives
              – Demonstrated capability to develop recovery technology and applications
              – Committed bio-based strategy and investments
            OPXBIO
              – Unique biocatalyst development capability
              – Multiple products in development
            BioAcrylic joint development agreement
              – Joint funding and work to demonstrate BioAcrylic process
              – Intent to jointly commercialize


                             Microbe &          BioAA          Commercial
             Sugar                                                                Channel to
                                3-HP          Conversion         Plant
           Feedstock                                                               Market
                             Bioprocess        Process

           Dow             OPXBIO               Dow              Joint             Dow


                                                                                               3
The Dow Chemical Company




Corporate Overview
 Dow provides a diversified, industry-leading portfolio of
  technology-based products and solutions to customers in
  approximately 160 countries worldwide

 More than 5,000 products manufactured at 188 sites in 35
  countries with 2011 sales of $60B

 50,000 employees worldwide

                                                              4
Dow Performance Monomers
Portfolio
 Acrylic Acid & Acrylates
   – GAA, BA, EA, 2 EHA, MA
   – Acrylic coatings, water treatment, detergent
     additives, adhesives, super absorbent
     polymers
 Methacrylates
   – MMA, GMAA
   – Acrylic sheet and resins, petroleum
     additives, plastic additives, electronic
     displays
 Specialty Monomers
   – Hydroxies, GMA, BMA
   – Automotive and industrial coatings, printing
     inks, and powder coatings
 Vinyl Acetate Monomers
   – VAM
   – Acrylic coatings, fibers, adhesives


                                                    5
Why Is This Project Important to Dow?

 Acrylic monomers are key strategic building blocks for several of
  Dow’s market-facing businesses
   - coatings, personal care, packaging, building and construction

 Creating differentiated, sustainable product offerings for our
  customers is a top Dow priority
 Dow is interested in cost-effective, renewable alternatives to
  conventional petroleum-based feedstocks
 This project is an opportunity to commercialize a differentiated,
  bio-based acrylic acid product based on a fermentable sugar
  feedstock




                                                                      6
Acrylates/Acrylic Acid Market


 Existing $8+ Billion Growing Global Market
 Customers interested in renewable alternative




                                                 7
Acrylates/Acrylic Acid Market
                                             Global Acrylic Acid Consumption


          U.S. End Uses for                                                    Global Glacial Acrylic
           Acrylate Esters                                        Glacial         Acid End Use
                                                                Acrylic Acid
  Paper Products                                      Acrylic      40%
                      Other
       5%                                             Esters
                       9%
                                                       60%
                                                                                 Polyacrylic
        Plastics                                                                    Acid
        Additives
                               Surface Coatings                                   Polymers
          9%
                                     44%                                            30%
                                                                                                 Super
         Textiles                                                                              Absorbent
          15%                                                                                  Polymers
                                                                                                  70%
                    Adhesives and
                      Sealants
                        18%



                     Customers are asking for renewable options
                              • Improved sustainability / carbon footprint
                              • Increased consumer interest in “green” products
                              • Feedstock flexibility

   Source: SRI Feb 2011


                                                                                                           8
BioAcrylic Acid Process Technology
                                              • Dextrose (corn) or sucrose (cane)
                                              • Genetically engineered E-Coli
1/2                           Fermentation      organism optimized via OPXBIO
                                                EDGE™ Technology Platform




      HO                  O
                                 3-HP         • Biomass Kill & Removal
                     OH         Recovery      • Water Removal and Recycle


                     - H2O


       H2C
                          O
                              Conversion to   • 3-HP Dehydration to Acrylic Acid
              HO               Acrylic Acid   • Acrylic Acid Purification

      J. Repman 11/2/11



                                                                                   9
OPXBIO Strategy

          Grow a Large, Global, Profitable & Highly Valued
                  Renewable Chemicals Company




                                                             10
OPXBIO EDGE™ Technology Platform
        Efficiency Directed Genome Engineering




                    Massively
                     Parallel   Quantitative
                     Genetic    Experimental
                Manipulations   Design

                      Comprehensive &
                      High Resolution
                      Parallel
                      Processing




                                                 11
OPXBIO EDGE Technology Platform

   Conventional Microbial Pathway Engineering

    Create random           Test population        Repeat to
     and unknown           and select better      directionally
   genetic variants in        performing        evolve optimized
       microbe                 microbes             microbe
      population



    EDGE Microbe Engineering

   Create specific                                   Design
                             Test each
     and known                                  comprehensive,
                           genetic variant
   genetic variants                             rational strategy
                            and analyze
    across entire                                and construct
                            performance
      microbial                                     optimized
      genome                                         microbe



                                                                    12
OPXBIO EDGE™ Technology for BioAcrylic




                                         13
Fermentation Development
                                                                                    Comml Plant
                                                      Current                          TBD
                                                        at                            Lbs/Yr

                                                       MBI

                                                                     Demo Plant-2
                                                                        30k L
                                                                     600K Lbs/Yr
                                                      Demo Plant-1
                                                         3000L
                                                       60K Lbs/Yr
                                            Pilot
                                            250L
                                          5K Lbs/Yr

                              Lg Bench
                                 10L
                             250 Lbs/Yr
                 Sm Bench
                    1L
                 25 Lbs/Yr



   Shake Flask
     100 ml



    2008         2009        2009-10       2010       2011-12        2012-13         2014-16



                                                                                                  14
BioAcrylic Acid Downstream Process

     Fermentation

                    Development Highlights
                    • Screening tests completed on >10 different
       3-HP           processing schemes
                    • Scale-up validation in progress (batch and
      Recovery        continuous lab-scale units)
                    • Developmental samples available 4Q 2012



    Conversion to
     Acrylic Acid


                                                                   15
Key Challenges - Sugar Price Volatility

                                                             Sugar prices will strongly influence bio
                                                                acrylic acid market penetration

                            Historical Commodity Sugar Prices
                   35
                                                                                                                                                                                          Challenges
                   30
Sugar Price ¢/lb




                   25
                                                                                                                                                                                          • Potential linkage to fuel
                   20
                                                                                                                                                                                            prices
                   15
                                                                                                                                                                                          • Weather/seasonal
                   10                                                                                                                                                                       impacts
                   5                                                                                                                                                                      • Feasibility of cellulosic
                   0                                                                                                                                                                        sugar alternatives
                                                                                                                           Dec-08
                                                                                       Aug-06


                                                                                                         Oct-07
                                                   Apr-04




                                                                                                                                                               Apr-11
                                                            Nov-04




                                                                                                                                                                        Nov-11
                                                                              Jan-06
                                 Feb-03
                                          Sep-03




                                                                                                                                             Feb-10
                                                                                                                                                      Sep-10
                                                                                                                  May-08
                                                                     Jun-05




                                                                                                                                                                                 Jun-12
                        Jul-02




                                                                                                                                    Jul-09
                                                                                                Mar-07




                                                                                                                                                                                                                        16
Key Challenges - Impact of Shale Gas

            Shale gas availability in U.S. will strongly
       influence long term conventional feedstock prices

                                                                   Historical U.S. Natural Gas Prices
                                                         16.0




                           Natural Gas Price ($/MMBtu)
                                                         14.0
Challenges                                               12.0
                                                         10.0

• Impact on conventional                                  8.0
                                                          6.0
  acrylic acid economics
                                                          4.0
• Regional differences
                                                          2.0
                                                          0.0




                                                                                                                                                                   Dec-08
                                                                                                                               Aug-06


                                                                                                                                                 Oct-07




                                                                                                                                                                                                       Apr-11
                                                                                           Apr-04
                                                                                                    Nov-04




                                                                                                                                                                                                                Nov-11
                                                                                                                      Jan-06
                                                                                  Sep-03




                                                                                                                                                                                     Feb-10
                                                                                                                                                                                              Sep-10
                                                                         Feb-03




                                                                                                                                                          May-08
                                                                                                             Jun-05




                                                                                                                                                                                                                         Jun-12
                                                                Jul-02




                                                                                                                                                                            Jul-09
                                                                                                                                        Mar-07
                                                                                                                                                                                                                                  17
Key Challenges – Right Sizing of Plant Investments



Challenges

• Capacity planning to meet
  customer demands
• Achieving economy of scale vs.
  overbuilding
• Feedstock selection
• Location / Integration options




                                                     18
Summary



  – Dow and OPX are jointly developing a new industrial-
    scale process for production of acrylic acid from sugar
  – Excellent progress made on organism development,
    fermentation and downstream process scale-up
  – Anticipate commercialization in 2014-2016 timeframe


      Sugar     Microbe &      BioAA      Commercial   Channel to
    Feedstock      3-HP      Conversion     Plant       Market
                Bioprocess    Process

    Dow         OPXBIO        Dow          Joint       Dow

                                                                    19

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Renewable Route to Acrylic Acid Progress and Challenges

  • 1. Renewable Route to Acrylic Acid BioAcrylic Acid Commercialization Progress and Challenges 1
  • 2. Renewable BioAcrylic Acid Joint Development Objective – Develop an Industrial-Scale Process to Cost- Effectively Produce Acrylic Acid from Sugar 3-Hydroxypropionic Acrylic Sugar (3-HP) Acid Slide 2 2
  • 3. Dow Chemical-OPXBIO Strategic Partnership Faster, Lower-Risk, Shared-Cost Development and Commercialization  Dow – Largest US producer of petro-acrylic and derivatives – Demonstrated capability to develop recovery technology and applications – Committed bio-based strategy and investments  OPXBIO – Unique biocatalyst development capability – Multiple products in development  BioAcrylic joint development agreement – Joint funding and work to demonstrate BioAcrylic process – Intent to jointly commercialize Microbe & BioAA Commercial Sugar Channel to 3-HP Conversion Plant Feedstock Market Bioprocess Process Dow OPXBIO Dow Joint Dow 3
  • 4. The Dow Chemical Company Corporate Overview  Dow provides a diversified, industry-leading portfolio of technology-based products and solutions to customers in approximately 160 countries worldwide  More than 5,000 products manufactured at 188 sites in 35 countries with 2011 sales of $60B  50,000 employees worldwide 4
  • 5. Dow Performance Monomers Portfolio  Acrylic Acid & Acrylates – GAA, BA, EA, 2 EHA, MA – Acrylic coatings, water treatment, detergent additives, adhesives, super absorbent polymers  Methacrylates – MMA, GMAA – Acrylic sheet and resins, petroleum additives, plastic additives, electronic displays  Specialty Monomers – Hydroxies, GMA, BMA – Automotive and industrial coatings, printing inks, and powder coatings  Vinyl Acetate Monomers – VAM – Acrylic coatings, fibers, adhesives 5
  • 6. Why Is This Project Important to Dow?  Acrylic monomers are key strategic building blocks for several of Dow’s market-facing businesses - coatings, personal care, packaging, building and construction  Creating differentiated, sustainable product offerings for our customers is a top Dow priority  Dow is interested in cost-effective, renewable alternatives to conventional petroleum-based feedstocks  This project is an opportunity to commercialize a differentiated, bio-based acrylic acid product based on a fermentable sugar feedstock 6
  • 7. Acrylates/Acrylic Acid Market Existing $8+ Billion Growing Global Market Customers interested in renewable alternative 7
  • 8. Acrylates/Acrylic Acid Market Global Acrylic Acid Consumption U.S. End Uses for Global Glacial Acrylic Acrylate Esters Glacial Acid End Use Acrylic Acid Paper Products Acrylic 40% Other 5% Esters 9% 60% Polyacrylic Plastics Acid Additives Surface Coatings Polymers 9% 44% 30% Super Textiles Absorbent 15% Polymers 70% Adhesives and Sealants 18%  Customers are asking for renewable options • Improved sustainability / carbon footprint • Increased consumer interest in “green” products • Feedstock flexibility Source: SRI Feb 2011 8
  • 9. BioAcrylic Acid Process Technology • Dextrose (corn) or sucrose (cane) • Genetically engineered E-Coli 1/2 Fermentation organism optimized via OPXBIO EDGE™ Technology Platform HO O 3-HP • Biomass Kill & Removal OH Recovery • Water Removal and Recycle - H2O H2C O Conversion to • 3-HP Dehydration to Acrylic Acid HO Acrylic Acid • Acrylic Acid Purification J. Repman 11/2/11 9
  • 10. OPXBIO Strategy Grow a Large, Global, Profitable & Highly Valued Renewable Chemicals Company 10
  • 11. OPXBIO EDGE™ Technology Platform Efficiency Directed Genome Engineering Massively Parallel Quantitative Genetic Experimental Manipulations Design Comprehensive & High Resolution Parallel Processing 11
  • 12. OPXBIO EDGE Technology Platform Conventional Microbial Pathway Engineering Create random Test population Repeat to and unknown and select better directionally genetic variants in performing evolve optimized microbe microbes microbe population EDGE Microbe Engineering Create specific Design Test each and known comprehensive, genetic variant genetic variants rational strategy and analyze across entire and construct performance microbial optimized genome microbe 12
  • 13. OPXBIO EDGE™ Technology for BioAcrylic 13
  • 14. Fermentation Development Comml Plant Current TBD at Lbs/Yr MBI Demo Plant-2 30k L 600K Lbs/Yr Demo Plant-1 3000L 60K Lbs/Yr Pilot 250L 5K Lbs/Yr Lg Bench 10L 250 Lbs/Yr Sm Bench 1L 25 Lbs/Yr Shake Flask 100 ml 2008 2009 2009-10 2010 2011-12 2012-13 2014-16 14
  • 15. BioAcrylic Acid Downstream Process Fermentation Development Highlights • Screening tests completed on >10 different 3-HP processing schemes • Scale-up validation in progress (batch and Recovery continuous lab-scale units) • Developmental samples available 4Q 2012 Conversion to Acrylic Acid 15
  • 16. Key Challenges - Sugar Price Volatility Sugar prices will strongly influence bio acrylic acid market penetration Historical Commodity Sugar Prices 35 Challenges 30 Sugar Price ¢/lb 25 • Potential linkage to fuel 20 prices 15 • Weather/seasonal 10 impacts 5 • Feasibility of cellulosic 0 sugar alternatives Dec-08 Aug-06 Oct-07 Apr-04 Apr-11 Nov-04 Nov-11 Jan-06 Feb-03 Sep-03 Feb-10 Sep-10 May-08 Jun-05 Jun-12 Jul-02 Jul-09 Mar-07 16
  • 17. Key Challenges - Impact of Shale Gas Shale gas availability in U.S. will strongly influence long term conventional feedstock prices Historical U.S. Natural Gas Prices 16.0 Natural Gas Price ($/MMBtu) 14.0 Challenges 12.0 10.0 • Impact on conventional 8.0 6.0 acrylic acid economics 4.0 • Regional differences 2.0 0.0 Dec-08 Aug-06 Oct-07 Apr-11 Apr-04 Nov-04 Nov-11 Jan-06 Sep-03 Feb-10 Sep-10 Feb-03 May-08 Jun-05 Jun-12 Jul-02 Jul-09 Mar-07 17
  • 18. Key Challenges – Right Sizing of Plant Investments Challenges • Capacity planning to meet customer demands • Achieving economy of scale vs. overbuilding • Feedstock selection • Location / Integration options 18
  • 19. Summary – Dow and OPX are jointly developing a new industrial- scale process for production of acrylic acid from sugar – Excellent progress made on organism development, fermentation and downstream process scale-up – Anticipate commercialization in 2014-2016 timeframe Sugar Microbe & BioAA Commercial Channel to Feedstock 3-HP Conversion Plant Market Bioprocess Process Dow OPXBIO Dow Joint Dow 19