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New Customer Realities:
Capturing Added Value from
       Sustainability



   Squaretable 26-01-2012




             1
Agenda



   Time            Programme


   13:45 – 14:15   Welcome
   14:15 – 14.30   Introduction Squarewise
   14:30 – 15:00   Opening Squaretable
   15:00 – 15:45   Key note - Gert Jan Gruter, CTO, Avantium
                   “Platform for the Future: sustainable bio-based solutions for the future in plastics”
   15:45 – 16:00   Break
   16:00 – 16:30   Dr. Ir. Mirjam Kibbeling, New Business Development, Van Gansewinkel
                   “Of Material Importance: from waste management to material and energy supply”
   16:30 – 18:00   Plenary discussion
   18:00 – 18:15   Closing remarks and round-up
   18:15 – 19:15   Walking dinner
   19:15 – open    Networking drinks




                                                2
Introduction Squarewise




           3
Squarewise is driven by the understanding that organizations need new
capabilities to capture opportunities and maintain market leadership




 Internal target setting                         Internal and External target setting (3P’s)

                                                 Structurally envision your
                                                 future and capture current
                                                 opportunities

                                                 Real-time, practical                   Reposition the
                       Redesign                  strategy development                   organization as
Excel in core          processes and                                                    a network of
activities             focus on                  Structurally develop                   supportive and
                       bottom line               organizational capabilities            competitive
                                                 to communicate and                     players
                                                 mobilize
                                                 in networks

                                                 Controlled experimenting
          Market leader
          e.g in cutting           Operational                         Innovative organization
               edge                excellence
           technology



                                                    4
Opening Squaretable




         5
Subject for discussion




   “Capturing added value from new sustainability
           driven customer requirements:

   Reassessing value chain position and business
                    dynamics”




                         6
Value chain




                  Raw Materials
                                          Production




              Re-use &
              recycling

                                           Packaging &
                                          Transportation


                           Customer use




                                    7
Changing consumer behavior towards sustainability centered demand:
dynamics in the food packaging industry



                                     Ingredients: What the product contains
                                     Barcode: Could also be a QRcode for extra info
                                     Nutritional value: e.g. sugar, fat, carbs etc
                                     Recipes: Possible uses of the product
                                     Expiration date: Could change color depending on
                                     date




                                      Leading to...




   Source: DSM Specialty Packaging
                                      8
Consumer driven value chain – traditional value chain dynamics change:
biological banana packaging




                                   The plastic banana package features “Controlled
                                   ripening technology” which extends the shelf life of
                                   the fruit.

                                   This technology could reduce the carbon footprint
                                   by cutting back the frequency of deliveries.

                                   It’s recyclable.




                                     9
Motivation

             Call for action to generate solutions in times of great complexity
                How to take advantage of sustainability and innovate further
                Global chain alignment for longer-term look at sustainability value creation
   World

             Creating valuable solutions amid changing world/value chain dynamics
                Finding the New Vibrant Ecosystem – from megatrends to business impact
                Collective intelligence and collaborative spirit required to advance the entire
  Outside-      industry
     in         The shift in Value Distribution through Co-Creation ( new Value Chain Dynamics)

             Reprioritize in the face of complexity
                Opportunities beyond the Core and Business Model Adjacencies
   Inside-      Aligning Sustainability and Business Objectives
     out
             From complexity to clarity – way forward
                Material Passport
                Act Accordingly
  Solution      Value chain alignment
Discussion


  1. Creating and capturing value from sustainability throughout the value
     chain
        What is your vision?
        What is your role?


  2. Drivers of sustainable development..
        What? Performance? Price – green premium? Marketing?
        Who? Market pull versus technology push


  3. How to create synergy between the bio-based developments and
     recycling initiatives?

  4. How will this impact…
        Your value chain position and business partners?
        The value chain dynamics?




                                          11
Avantium




   12
Platform for the Future: sustainable bio-based solutions
     for the future of plastics and other applications

Gert-Jan Gruter, Avantium
Squaretable sustainability, Amsterdam, January 26 2012.

                                                           13
Agenda
1. Introduction to biomass conversion bulk chemicals

2. Introduction to Avantium & YXY

   3. Feedstock strategy

   4. Carbon efficiency

   5. Land required

   6. Life Cycle Assessment

   7. Economics

   8. Way forward

                                                       14
Bio-based chemicals playing field

 Resources –availability & marketprice *

 • Ethylene            100 Mio. t/a   1000 €/t
 • Propylene           64 Mio. t/a    1000 €/t
 • Benzene             23 Mio. t/a    900 €/t
 • Terephthalic acid   55 Mio. t/a    1500 €/t (2012)

 • Cellulose   320 Mio. t/a   500 €/t
 • Starch      55 Mio. t/a    250 €/t (for current non food
                                             applications)
 • Sugar       140 Mio. t/a   250 €/t
 • Ethanol     32 Mio. t /a   650 €/t

 * Source: Nexant, 2007
Main (non fuel) conversions –
        Carbohydrates (sugars)
Glucose fermentation followed by Chemical conversion
 Ethanol      ethylene      PE (commercial; Braskem) (PE = 70 Mt/y)
                             EO     EG (Coke, Danone: greening PET; plantbottle)
                             butylene/butanediol (Genomatica)
 Butanol (BP/Dupont)          x2        p-xylene       PTA (Gevo) (PET = 50 Mt/y)
                                                       PTA + PG/BD (PPT/PBT = 3 Mt/y; Dupont)
 Succinic Acid (DSM, Bioamber, Roquette, Mits.C.)                 butane diol (BD)        THF
                                                                                  1,4-butanediamine (BDA)
 Lactic acid/3-HPA (Cargill/Codexis)           Acrylic Acid (AA; Ceres, Rohm&Haas)
                                                          1,3-PD (Braskem, Dupont, Tate&Lyle)
                                                          1,2-PD

 cost targets: same or less than oil-based analogs (green premium??).
 Typically 750-2000 €/ton

 PE =Polyethylene; EO = ethylene oxide; EG = ethylene glycol; PET = Polyethylene Terephthalate; PTA = purified
 Terephalic Acid; PG = propylene Glycol; BD = 1,4-Butane diol; PPT = polypropylene terephthalate; PBT =
 polybutylene Terephthalate; THF = tetrahydrofuran; 3-HPA = 3-hydroxypropionic acid; 1,3-PD = 1,3-propane diol
Main (non fuel) conversions -
                    Sugars
Only Chemical catalytic conversion
• Acid catalyzed dehydration of carbohydrates
    • Levulinic Acid/ester (Shell (fuel additives)/ Segetis (chemicals))
    • MMF     FDCA (Avantium)      PEF (Avantium + Coke ++)
                                   PA (Avantium + Teijin/Solvay/Rhodia); coatings/resins;
                                                                              plasticizers)


    • Aqueous Phase reforming to hydrogen, alkanes or aromatics (BTX)
      Dehydration, aldol condensation & hydrogenation (Virent; fuels & BTX)


    • Hydrogenation       sorbitol/mannitol (Cerestar/Cargill; Roquette, Tate&Lyle)
                                                                               (400kt/y)
                          1,2-PG
                          isosorbide (Roquette, Cargill)


    • Retro Diels alder     2x C3 fragments (glycerol)
Main challenge: catalysis

 Elemental composition of feedstocks

         Crude oil                               Lignocellulose (wood)
 C       85-90%                                  50%
 H       10-14%                                  6%
 O       0-1.5%                                  43%


                       CATALYST                  CATALYST
  Oil (CxHy)                       chemicals                   biomass (CxH2xOx)
                       PROCESS                   PROCESS
e.g. C10H22 (alkane)                                           e.g. C6H12O6 (glucose)
“under functionalized”                                         “over functionalized”
               (Hydro)cracking                 (Depolymerization &
               Functionalization               defunctionalization (O-removal)
               O-introduction                  - decarboxylation (fermentation)
               N-introduction                  - dehydration (water removal)
               - oxidation, etc.               - reduction (hydrogenation)
                                               - C-C coupling
                                               - water present !!
INTRODUCTION TO
 AVANTIUM & YXY




                  19
Avantium Chemicals Profile
• Spin-off from Royal Dutch Shell in 2000
• 120 employees; 5,200 m2 of high-tech laboratories and offices




  •   From 1 reactor in the     •   …to 64 parallel reactors in the
       conventional way…                   Avantium way

• Created to develop new products and processes faster, more cost effective
  and with a superior rate of success
• Petrochemical service business
• Own R&D program on biomass conversion
A Proven Approach

Avantium’s 10 year track record in catalyst and process R&D contract
research services demonstrates the value of its technology and expertise
    • Over 25 oil, refinery and chemicals customers from all over the world
    • High level of repeat business and customer loyalty
    • Addressing industry’s need for improved, accelerated product & process
      development
Company strategy
                               • Advance the product
                                 development programs to
                                 commercial viability
                               • Attract value-adding
                                 partners for final
                                 development and
            Product
                                 commercialization
     development programs      • Backed by strong financial
        Biofuels program         partners (€18M + €30M
   Biobased polymers program     rounds in 2008-11)
                               • Continue to expand the
     Services & Systems          profitable Services & Tools
                                 business

Advanced high-throughput R&D   • Continue to invest in further
                                 strengthening the high-
                                 throughput R&D technology
FDCA as substitute for terephthalic acid (50 Mt/y)
Moving to 100% biobased

• PET is the most widely used polyester made of PTA and EG
• Plantbottle launch in 2009 - PET with biobased EG and oil-based PTA
• PEF by Avantium: biobased FDCA + biobased EG = 100% green

                  100%




                                               FDCA
                                       PTA
                             PTA
                                                             Renewable
                                                             Oil-based




                                               EG
                                       EG
                             EG
                    0%
                              PET
Biopolymers and
Biodegradability
  • Renewable (bio) and Biodegradable
     – From renewable source (Starch, Protein, cellulose)
     – 100% biodegradable and compostable (PLA)

  • Renewable (bio) and NOT Biodegradable              our
     – From renewable source (PEF can be recycled)     focus

  • Non renewable (oil) and Biodegradable
     – From petrochemical resource
     – 100% biodegradable and compostable
     – Polycaprolactone (PCL), Polybutylene Succinic
       Adipate (PBSA) and other polyesters

  • Non renewable (oil) and degradable
     – From petrochemical resource
     – Depolymerization (nylon)

  • Non renewable (oil) and non-degradable
     – From petrochemical resource
     – not depolymerizable (PE, PP, etc)
YXY Technology
                        Conversion




          Dehydration         Oxidation            Polymerization
                                                               Polyesters
                                              Green
Carbohydrates           RMF                FDCA               Polyamides
                                           Materials/fuels
                                                             Polyurethanes
                              O                   O
                                       O
                         O                  O
                 RO               HO                  OH




                                                                             26
Lead application: PEF bottles




                                27
“We’ve got barrier!”

Superior barrier & thermal properties PEF:

• O2 barrier   > 6 times better than PET

• CO2 barrier > 3 times better than PET

• H2O barrier > 2 times better than PET

• Tg of PEF is 11°C higher than PET

• Tm of PEF is 40°C lower than PET




                                             28
Closing the loop

Recycling of PEF:

• Reprocessing: proven

• De-polymerization to monomers: proven

• PEF in PET recycle streams (1,2 and 5%) doesn’t
  affect recycled PET performance




                                                    29
PEF
      The next generation bioplastic

By using FDCA as a biobased replacement for TPA it is
possible to produce PEF

PEF: the next generation polyester:
• 100% Biosourced (when using green MEG)
• Excellent properties (barrier, thermal)
• Very competitive process economics (to oil based TPA)
• 100% Recyclable
• Can be processed in existing supply chains
• Highly attractive carbon footprint




                                                          30
Building a PEF bottle Consortium
 Objective
 - PEF to become the new world standard for polyester bottles
 - Accelerate road to mass scale production
 - Ensure rapid adoption of PEF in recycling industry

 Structure
 - Partner with iconic brands to develop and commercialize of PEF bottles




                          Soft
                                                        Water
                         drinks


            Alcoholic                                               Non-
           beverages                                                food
                                           Sauce
                                                                            31
Avantium partnership with Coca-Cola




                                      32
33
FEEDSTOCK STRATEGY
Feedstock strategy
Feedstock flexibility:
   •   Today: YXY technology can process currently available carbohydrate
       feedstock from sugarcane, corn, sugar beet, wheat
   •   Tomorrow: When available, YXY technology can process future
       carbohydrate feedstock from waste streams, agricultural waste, energy
       crops, waste paper, etc
               Avantium 2nd gen collaborations:
               • ECN (hemi-cellulose, organosolv)
               • Cosun (beet pulp)
               • APC (Dutch Agro-Paper-Chemicals joint initiative)
               • Avantium is working on samples from many 2ng gen BM tech developers.

Avantium continuously monitors new technologies
to get access to low cost carbohydrates


Relevant parameters for carbohydrate sourcing:
   •   availability and reliability of supply (quality !)
   •   price and price stability
   •   sustainability


“Don’t fall in love with one feedstock”                                                 35
2nd GEN. (APC - Dutch Agro-Paper-Chem)
Waste use (APC - Dutch Agro-Paper-Chem)
CARBON EFFICIENCY
Economics example
Economics can easily be estimated via mass balance


Example: bio-based p-xylene (for terephthalic acid (50 Mt/y) (“GEVO route”)


Step 1: Fermentation:
Glucose    i-butanol + 2 CO2 (1 kg glucose yields max 420 g i-butanol at 100% yield !!)


Step 2-5: Chemical conversions
2 x i-butanol    p-xylene (1 kg butanol yields
max 700 g p-xylene (at 100% yield)


Overall: max obtainable:
3.4 kg glucose    1 kg p-xylene.


Assume:
• Yield overall 65% (optimistic)   5.2 kg glucose required per kg pX
• Processing cost 50% & feedstock cost 50% (see analysis DOW)
  Overall production cost PX = 10.4 x feedstock cost
Carbon efficiency of feedstock input
                   at 100% conversion

                                                                 % Biopolymer
                         carbohydrates                           % CO2
                                                                 % Water




                                                                                                   This graph
                                                                                                   represents the
                                                                                                   “destination” of the
                                                                                                   carbon and oxygen
                                                                                                   of the carbohydrate
                                                                                                   feedstock at 100%
                                                                                                   conversion. It
                                                                                                   doesn’t reflect the
                                                                                                   CO2 emitted during
                                                                                                   the whole process.




1. bPE: Polyethylene produced from bioethanol derived fro sugarcane (Braskem)
2. bPET: Poly-ethylene-terephthalate: produced from biobased PTA derived from iso-butanol (Gevo) and biobased MEG
3. bPEF: Poly-ethylene-furanoate: produced from biobased FDCA (Avantium) and biobased MEG. NB: CO2 emission for bPEF
   is from MEG production only
                                                                                                                          40
Background on feedstock carbon efficiency
                (at 100% conversion)

bioPE
   – C6H12O6      2 H2O + 2 CO2 + 2 C2H4 (ethylene)      PE
   – 180 g CH (per mol)    56 g PE + 88 g CO2 + 36 g H2O
   – 3.2 tons of carbohydrate required to produce 1 ton of PE



FDCA
   – 1 C6H12O6      C6H2O5 ending up in polymer (+4H2O) (2O is introduced during
     oxidation (and 4H leave as H2O))
   – 180 g CH (per mol)    154 g “FDCA” in PEF
   – 1.17 tons of carbohydrate contributes to 1 ton in PEF




                                                                                   41
Broad range of applications




                              42
Avantium and Rhodia (Jan 24 2012)




                                    43
LAND REQUIRED
Example 1: Brazilian sugar


Brazil produces 570 million   State of São Paulo
tons sugarcane per year       (250.000 km2) is the most
                              important sugar producing
                              region: 350 million ton/yr




                                                           Full-scale FDCA plant: 300 kton/yr
                                                           Requires 600 kton of carbohydrates
                                                           per year = 4.3 million ton of
                                                           sugarcane
                                                           ~1.2 % of São Paulo state production
                                                           ~0.76 % of Brazilian sugar
                                                           production




                                                                                                  45
Example 2: US corn
                           State of Iowa produces
USA produces >12 billion   >2 billion bushels corn
bushels corn per year      per year




                            Sioux county in Iowa (2.000   Full-scale FDCA plant: 300
                            km2) produces >45 million     kton/year
                            bushels of corn per year      Requires 600 kton of carbohydrates
                                                          = 44 million bushels per year
                                                          ~2.1% of Iowa production
                                                          ~0.4% of USA corn production
                                                                                         46
LIFE CYCLE ASSESSMENT




                        47
Life Cycle Analysis

Copernicus Institute (Utrecht University; Patel & Faaij)
Comparison of PEF versus PET (revised 2010 PET data set)


         100
          80              -40-50%           -50-60%
          60
                                                  PET
          40
                                                  PEF
          20
           0
                   NREU             CO2

      Significant reduction in NREU and CO2
      More reductions expected:
         feedstock and process improvements

                                                           48
ECONOMICS




            49
Compete on price



        TPA                     FDCA

        • Oil-based             • Bio-based

        • Price drivers:        • Price drivers:
              Oil price              Carbohydrate price
              Supply/demand          Economy of scale


• At scale (350 kt/a), the cost price of FDCA will be
  competitive with the cost price of pTA
• Drivers:
   –   An efficient catalytic conversion process
   –   Significantly lower feedstock cost
   –   100% carbon efficiency in the sugar dehydration
   –   Economic at moderate yield (65%, higher now)
   –   More economic oxidation (under milder conditions)
   –   Use of existing PTA/PET assets
                                                           50
WAY FORWARD




              51
Scale-up




                                                Full scale industrial plant:
                                                On stream in 2017-2018
                                                Name plate capacity: 300-500 kta


                     First commercial plant:
                     On stream in 2015
                     Name plate capacity: 30-50 kta



Pilot plant:
Name plate capacity: 20-40 tpa
Pilot Plant opening (8 Dec 2011)




                                   53
Go to market

Scale-up
Avantium’s pilot plant to:
   – Demonstrate YXY technology
   – Process development
   – Produce FDCA and PEF for application development


Partnering
Avantium is in partnering discussions with:
   – Leading brand owners to develop PEF bottles, fibers and film
   – Industrial companies to develop FDCA based materials
     (polyamides, coatings, plasticizers, etc)
   – Feedstock suppliers
   – Chemical companies that are interested in producing FDCA
     monomers and polymers


                                                                    54
Our Furanics Program in a Nut Shell
2009 - 2012 Time Frame with partner logo’s


Feedstock             Process                Testing       Application Development
  Crops                 Conversion           Properties             Plastics




                            Lab
                                              Material
                                             properties              Fuels




  C5 / C6
                            Pilot            Engine test
  sugars
Contact Information

        gert-jan.gruter@avantium.com

        www.yxy.com

        Zekeringstraat 29 – 1014 BV – Amsterdam,
        The Netherlands



                                                   56
Break




  57
Van Gansewinkel




       58
from waste management to material supply
“Survival of the fittest”
Landfill map
Golfclub “Gulbergen”




> 300 landfill areas
> 40 golf courses…
Second skin approach           Second life approach         Renewable energy




                  Biological                          Technical
                  nutrients                           nutrients
Indepth product and
    market knowledge
      are essential for
      a cycle approach
  in the material clusters

                                          Transport




                                                                  Transport




                                                                                           Transport
                        Transh.
                       Pretreatm.                     Treatment                 (End)
Customer Collection                                                                                    Raw Material Customer
                         (sorting and                 Recycling               Treatment
                       preconditioning)


                   Waste No More                                                    Waste No More
Raw Materials



€
                      Down Stream Production

                           Product Parts

          €€                 Production

               Sales – Financing - Distribution
    €€€




                       Consumer / (End)user
               €€€€




                              Waste
Raw Materials




                      €€
                      €
Energy from Waste


              Recycling



         Collection

           Waste




                            €€
Recycle

          Re-Use /
          Refurbish
Without Planet & People…
                  No Profit
86
Discussion



  1. Creating and capturing value from sustainability throughout the value
     chain
        What is your vision?
        What is your role?


  2. Drivers of sustainable development..
        What? Performance? Price – green premium? Marketing?
        Who? Market pull versus technology push


  3. How to create synergy between the bio-based developments and
     recycling initiatives?

  4. How will this impact…
        Your value chain position and business partners?
        The value chain dynamics?




                                          87
Sustainability Stewardship through Entire Value Chain




  Create value from waste                                                Minimize waste and
                                   Raw
                                 Materials
                                                                         consumables
                                                        Production       Use renewable and reclaimed
                                                                         external feed stocks
                                                                         Increase energy efficiency and
                                                                         reduce greenhouse gas
                            Re-use &                                     emissions
                            recycling                                    Design less toxic and
                                                                         environmentally safer products
                                                         Packaging &
                                                        Transportation   and processes


                                        Customer
                                          use

  Enable use of renewable                                                Optimize packaging and
  energy and raw materials                                               transportation logistics to
  Enable resource conservation                                           minimize energy and materials
  by customers and end-use                                               requirements and reduce
  consumers                                                              potential for accidents



                                                   88
Sustainable environmental system management and integral value chain
approach




                                                              Governments
                                                                                             NGO’s


                                                                     Raw Materials

        Raw                                                                           Production
      Materials
                             Production



Re-use &                                                 Re-use &                                      Investors
recycling                                                recycling
                              Packaging &
                             Transportation
                                                                                       Packaging &
                                              Partners                                Transportation
                  Customer
                    use
                                                                       Customer use




                                                                                      Communities
                                                                     Employees




                                                         89
Drinks and Dinner


“Club zaal” at 1st floor




           90
SQUAREWISE
Claude Debussylaan 48, 1082 MD Amsterdam
T +31 (0) 20 4473925 F +31 (0) 20 6110419
E-mail: info@squarewise.com
Internet: www.squarewise.com
KvK te Amsterdam 341.38.272




                    91

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Squaretable Chemical Industry 26th January 2012 - New Customer Realities: Capturing Added Value from Sustainability

  • 1. New Customer Realities: Capturing Added Value from Sustainability Squaretable 26-01-2012 1
  • 2. Agenda Time Programme 13:45 – 14:15 Welcome 14:15 – 14.30 Introduction Squarewise 14:30 – 15:00 Opening Squaretable 15:00 – 15:45 Key note - Gert Jan Gruter, CTO, Avantium “Platform for the Future: sustainable bio-based solutions for the future in plastics” 15:45 – 16:00 Break 16:00 – 16:30 Dr. Ir. Mirjam Kibbeling, New Business Development, Van Gansewinkel “Of Material Importance: from waste management to material and energy supply” 16:30 – 18:00 Plenary discussion 18:00 – 18:15 Closing remarks and round-up 18:15 – 19:15 Walking dinner 19:15 – open Networking drinks 2
  • 4. Squarewise is driven by the understanding that organizations need new capabilities to capture opportunities and maintain market leadership Internal target setting Internal and External target setting (3P’s) Structurally envision your future and capture current opportunities Real-time, practical Reposition the Redesign strategy development organization as Excel in core processes and a network of activities focus on Structurally develop supportive and bottom line organizational capabilities competitive to communicate and players mobilize in networks Controlled experimenting Market leader e.g in cutting Operational Innovative organization edge excellence technology 4
  • 6. Subject for discussion “Capturing added value from new sustainability driven customer requirements: Reassessing value chain position and business dynamics” 6
  • 7. Value chain Raw Materials Production Re-use & recycling Packaging & Transportation Customer use 7
  • 8. Changing consumer behavior towards sustainability centered demand: dynamics in the food packaging industry Ingredients: What the product contains Barcode: Could also be a QRcode for extra info Nutritional value: e.g. sugar, fat, carbs etc Recipes: Possible uses of the product Expiration date: Could change color depending on date Leading to... Source: DSM Specialty Packaging 8
  • 9. Consumer driven value chain – traditional value chain dynamics change: biological banana packaging The plastic banana package features “Controlled ripening technology” which extends the shelf life of the fruit. This technology could reduce the carbon footprint by cutting back the frequency of deliveries. It’s recyclable. 9
  • 10. Motivation Call for action to generate solutions in times of great complexity How to take advantage of sustainability and innovate further Global chain alignment for longer-term look at sustainability value creation World Creating valuable solutions amid changing world/value chain dynamics Finding the New Vibrant Ecosystem – from megatrends to business impact Collective intelligence and collaborative spirit required to advance the entire Outside- industry in The shift in Value Distribution through Co-Creation ( new Value Chain Dynamics) Reprioritize in the face of complexity Opportunities beyond the Core and Business Model Adjacencies Inside- Aligning Sustainability and Business Objectives out From complexity to clarity – way forward Material Passport Act Accordingly Solution Value chain alignment
  • 11. Discussion 1. Creating and capturing value from sustainability throughout the value chain What is your vision? What is your role? 2. Drivers of sustainable development.. What? Performance? Price – green premium? Marketing? Who? Market pull versus technology push 3. How to create synergy between the bio-based developments and recycling initiatives? 4. How will this impact… Your value chain position and business partners? The value chain dynamics? 11
  • 12. Avantium 12
  • 13. Platform for the Future: sustainable bio-based solutions for the future of plastics and other applications Gert-Jan Gruter, Avantium Squaretable sustainability, Amsterdam, January 26 2012. 13
  • 14. Agenda 1. Introduction to biomass conversion bulk chemicals 2. Introduction to Avantium & YXY 3. Feedstock strategy 4. Carbon efficiency 5. Land required 6. Life Cycle Assessment 7. Economics 8. Way forward 14
  • 15. Bio-based chemicals playing field Resources –availability & marketprice * • Ethylene 100 Mio. t/a 1000 €/t • Propylene 64 Mio. t/a 1000 €/t • Benzene 23 Mio. t/a 900 €/t • Terephthalic acid 55 Mio. t/a 1500 €/t (2012) • Cellulose 320 Mio. t/a 500 €/t • Starch 55 Mio. t/a 250 €/t (for current non food applications) • Sugar 140 Mio. t/a 250 €/t • Ethanol 32 Mio. t /a 650 €/t * Source: Nexant, 2007
  • 16. Main (non fuel) conversions – Carbohydrates (sugars) Glucose fermentation followed by Chemical conversion Ethanol ethylene PE (commercial; Braskem) (PE = 70 Mt/y) EO EG (Coke, Danone: greening PET; plantbottle) butylene/butanediol (Genomatica) Butanol (BP/Dupont) x2 p-xylene PTA (Gevo) (PET = 50 Mt/y) PTA + PG/BD (PPT/PBT = 3 Mt/y; Dupont) Succinic Acid (DSM, Bioamber, Roquette, Mits.C.) butane diol (BD) THF 1,4-butanediamine (BDA) Lactic acid/3-HPA (Cargill/Codexis) Acrylic Acid (AA; Ceres, Rohm&Haas) 1,3-PD (Braskem, Dupont, Tate&Lyle) 1,2-PD cost targets: same or less than oil-based analogs (green premium??). Typically 750-2000 €/ton PE =Polyethylene; EO = ethylene oxide; EG = ethylene glycol; PET = Polyethylene Terephthalate; PTA = purified Terephalic Acid; PG = propylene Glycol; BD = 1,4-Butane diol; PPT = polypropylene terephthalate; PBT = polybutylene Terephthalate; THF = tetrahydrofuran; 3-HPA = 3-hydroxypropionic acid; 1,3-PD = 1,3-propane diol
  • 17. Main (non fuel) conversions - Sugars Only Chemical catalytic conversion • Acid catalyzed dehydration of carbohydrates • Levulinic Acid/ester (Shell (fuel additives)/ Segetis (chemicals)) • MMF FDCA (Avantium) PEF (Avantium + Coke ++) PA (Avantium + Teijin/Solvay/Rhodia); coatings/resins; plasticizers) • Aqueous Phase reforming to hydrogen, alkanes or aromatics (BTX) Dehydration, aldol condensation & hydrogenation (Virent; fuels & BTX) • Hydrogenation sorbitol/mannitol (Cerestar/Cargill; Roquette, Tate&Lyle) (400kt/y) 1,2-PG isosorbide (Roquette, Cargill) • Retro Diels alder 2x C3 fragments (glycerol)
  • 18. Main challenge: catalysis Elemental composition of feedstocks Crude oil Lignocellulose (wood) C 85-90% 50% H 10-14% 6% O 0-1.5% 43% CATALYST CATALYST Oil (CxHy) chemicals biomass (CxH2xOx) PROCESS PROCESS e.g. C10H22 (alkane) e.g. C6H12O6 (glucose) “under functionalized” “over functionalized” (Hydro)cracking (Depolymerization & Functionalization defunctionalization (O-removal) O-introduction - decarboxylation (fermentation) N-introduction - dehydration (water removal) - oxidation, etc. - reduction (hydrogenation) - C-C coupling - water present !!
  • 20. Avantium Chemicals Profile • Spin-off from Royal Dutch Shell in 2000 • 120 employees; 5,200 m2 of high-tech laboratories and offices • From 1 reactor in the • …to 64 parallel reactors in the conventional way… Avantium way • Created to develop new products and processes faster, more cost effective and with a superior rate of success • Petrochemical service business • Own R&D program on biomass conversion
  • 21. A Proven Approach Avantium’s 10 year track record in catalyst and process R&D contract research services demonstrates the value of its technology and expertise • Over 25 oil, refinery and chemicals customers from all over the world • High level of repeat business and customer loyalty • Addressing industry’s need for improved, accelerated product & process development
  • 22. Company strategy • Advance the product development programs to commercial viability • Attract value-adding partners for final development and Product commercialization development programs • Backed by strong financial Biofuels program partners (€18M + €30M Biobased polymers program rounds in 2008-11) • Continue to expand the Services & Systems profitable Services & Tools business Advanced high-throughput R&D • Continue to invest in further strengthening the high- throughput R&D technology
  • 23. FDCA as substitute for terephthalic acid (50 Mt/y)
  • 24. Moving to 100% biobased • PET is the most widely used polyester made of PTA and EG • Plantbottle launch in 2009 - PET with biobased EG and oil-based PTA • PEF by Avantium: biobased FDCA + biobased EG = 100% green 100% FDCA PTA PTA Renewable Oil-based EG EG EG 0% PET
  • 25. Biopolymers and Biodegradability • Renewable (bio) and Biodegradable – From renewable source (Starch, Protein, cellulose) – 100% biodegradable and compostable (PLA) • Renewable (bio) and NOT Biodegradable our – From renewable source (PEF can be recycled) focus • Non renewable (oil) and Biodegradable – From petrochemical resource – 100% biodegradable and compostable – Polycaprolactone (PCL), Polybutylene Succinic Adipate (PBSA) and other polyesters • Non renewable (oil) and degradable – From petrochemical resource – Depolymerization (nylon) • Non renewable (oil) and non-degradable – From petrochemical resource – not depolymerizable (PE, PP, etc)
  • 26. YXY Technology Conversion Dehydration Oxidation Polymerization Polyesters Green Carbohydrates RMF FDCA Polyamides Materials/fuels Polyurethanes O O O O O RO HO OH 26
  • 27. Lead application: PEF bottles 27
  • 28. “We’ve got barrier!” Superior barrier & thermal properties PEF: • O2 barrier > 6 times better than PET • CO2 barrier > 3 times better than PET • H2O barrier > 2 times better than PET • Tg of PEF is 11°C higher than PET • Tm of PEF is 40°C lower than PET 28
  • 29. Closing the loop Recycling of PEF: • Reprocessing: proven • De-polymerization to monomers: proven • PEF in PET recycle streams (1,2 and 5%) doesn’t affect recycled PET performance 29
  • 30. PEF The next generation bioplastic By using FDCA as a biobased replacement for TPA it is possible to produce PEF PEF: the next generation polyester: • 100% Biosourced (when using green MEG) • Excellent properties (barrier, thermal) • Very competitive process economics (to oil based TPA) • 100% Recyclable • Can be processed in existing supply chains • Highly attractive carbon footprint 30
  • 31. Building a PEF bottle Consortium Objective - PEF to become the new world standard for polyester bottles - Accelerate road to mass scale production - Ensure rapid adoption of PEF in recycling industry Structure - Partner with iconic brands to develop and commercialize of PEF bottles Soft Water drinks Alcoholic Non- beverages food Sauce 31
  • 33. 33
  • 35. Feedstock strategy Feedstock flexibility: • Today: YXY technology can process currently available carbohydrate feedstock from sugarcane, corn, sugar beet, wheat • Tomorrow: When available, YXY technology can process future carbohydrate feedstock from waste streams, agricultural waste, energy crops, waste paper, etc Avantium 2nd gen collaborations: • ECN (hemi-cellulose, organosolv) • Cosun (beet pulp) • APC (Dutch Agro-Paper-Chemicals joint initiative) • Avantium is working on samples from many 2ng gen BM tech developers. Avantium continuously monitors new technologies to get access to low cost carbohydrates Relevant parameters for carbohydrate sourcing: • availability and reliability of supply (quality !) • price and price stability • sustainability “Don’t fall in love with one feedstock” 35
  • 36. 2nd GEN. (APC - Dutch Agro-Paper-Chem)
  • 37. Waste use (APC - Dutch Agro-Paper-Chem)
  • 39. Economics example Economics can easily be estimated via mass balance Example: bio-based p-xylene (for terephthalic acid (50 Mt/y) (“GEVO route”) Step 1: Fermentation: Glucose i-butanol + 2 CO2 (1 kg glucose yields max 420 g i-butanol at 100% yield !!) Step 2-5: Chemical conversions 2 x i-butanol p-xylene (1 kg butanol yields max 700 g p-xylene (at 100% yield) Overall: max obtainable: 3.4 kg glucose 1 kg p-xylene. Assume: • Yield overall 65% (optimistic) 5.2 kg glucose required per kg pX • Processing cost 50% & feedstock cost 50% (see analysis DOW) Overall production cost PX = 10.4 x feedstock cost
  • 40. Carbon efficiency of feedstock input at 100% conversion % Biopolymer carbohydrates % CO2 % Water This graph represents the “destination” of the carbon and oxygen of the carbohydrate feedstock at 100% conversion. It doesn’t reflect the CO2 emitted during the whole process. 1. bPE: Polyethylene produced from bioethanol derived fro sugarcane (Braskem) 2. bPET: Poly-ethylene-terephthalate: produced from biobased PTA derived from iso-butanol (Gevo) and biobased MEG 3. bPEF: Poly-ethylene-furanoate: produced from biobased FDCA (Avantium) and biobased MEG. NB: CO2 emission for bPEF is from MEG production only 40
  • 41. Background on feedstock carbon efficiency (at 100% conversion) bioPE – C6H12O6 2 H2O + 2 CO2 + 2 C2H4 (ethylene) PE – 180 g CH (per mol) 56 g PE + 88 g CO2 + 36 g H2O – 3.2 tons of carbohydrate required to produce 1 ton of PE FDCA – 1 C6H12O6 C6H2O5 ending up in polymer (+4H2O) (2O is introduced during oxidation (and 4H leave as H2O)) – 180 g CH (per mol) 154 g “FDCA” in PEF – 1.17 tons of carbohydrate contributes to 1 ton in PEF 41
  • 42. Broad range of applications 42
  • 43. Avantium and Rhodia (Jan 24 2012) 43
  • 45. Example 1: Brazilian sugar Brazil produces 570 million State of São Paulo tons sugarcane per year (250.000 km2) is the most important sugar producing region: 350 million ton/yr Full-scale FDCA plant: 300 kton/yr Requires 600 kton of carbohydrates per year = 4.3 million ton of sugarcane ~1.2 % of São Paulo state production ~0.76 % of Brazilian sugar production 45
  • 46. Example 2: US corn State of Iowa produces USA produces >12 billion >2 billion bushels corn bushels corn per year per year Sioux county in Iowa (2.000 Full-scale FDCA plant: 300 km2) produces >45 million kton/year bushels of corn per year Requires 600 kton of carbohydrates = 44 million bushels per year ~2.1% of Iowa production ~0.4% of USA corn production 46
  • 48. Life Cycle Analysis Copernicus Institute (Utrecht University; Patel & Faaij) Comparison of PEF versus PET (revised 2010 PET data set) 100 80 -40-50% -50-60% 60 PET 40 PEF 20 0 NREU CO2 Significant reduction in NREU and CO2 More reductions expected: feedstock and process improvements 48
  • 49. ECONOMICS 49
  • 50. Compete on price TPA FDCA • Oil-based • Bio-based • Price drivers: • Price drivers: Oil price Carbohydrate price Supply/demand Economy of scale • At scale (350 kt/a), the cost price of FDCA will be competitive with the cost price of pTA • Drivers: – An efficient catalytic conversion process – Significantly lower feedstock cost – 100% carbon efficiency in the sugar dehydration – Economic at moderate yield (65%, higher now) – More economic oxidation (under milder conditions) – Use of existing PTA/PET assets 50
  • 52. Scale-up Full scale industrial plant: On stream in 2017-2018 Name plate capacity: 300-500 kta First commercial plant: On stream in 2015 Name plate capacity: 30-50 kta Pilot plant: Name plate capacity: 20-40 tpa
  • 53. Pilot Plant opening (8 Dec 2011) 53
  • 54. Go to market Scale-up Avantium’s pilot plant to: – Demonstrate YXY technology – Process development – Produce FDCA and PEF for application development Partnering Avantium is in partnering discussions with: – Leading brand owners to develop PEF bottles, fibers and film – Industrial companies to develop FDCA based materials (polyamides, coatings, plasticizers, etc) – Feedstock suppliers – Chemical companies that are interested in producing FDCA monomers and polymers 54
  • 55. Our Furanics Program in a Nut Shell 2009 - 2012 Time Frame with partner logo’s Feedstock Process Testing Application Development Crops Conversion Properties Plastics Lab Material properties Fuels C5 / C6 Pilot Engine test sugars
  • 56. Contact Information gert-jan.gruter@avantium.com www.yxy.com Zekeringstraat 29 – 1014 BV – Amsterdam, The Netherlands 56
  • 59. from waste management to material supply
  • 60. “Survival of the fittest”
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  • 64. Golfclub “Gulbergen” > 300 landfill areas > 40 golf courses…
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  • 68. Second skin approach Second life approach Renewable energy Biological Technical nutrients nutrients
  • 69. Indepth product and market knowledge are essential for a cycle approach in the material clusters Transport Transport Transport Transh. Pretreatm. Treatment (End) Customer Collection Raw Material Customer (sorting and Recycling Treatment preconditioning) Waste No More Waste No More
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  • 73. Raw Materials € Down Stream Production Product Parts €€ Production Sales – Financing - Distribution €€€ Consumer / (End)user €€€€ Waste
  • 74. Raw Materials €€ € Energy from Waste Recycling Collection Waste €€
  • 75. Recycle Re-Use / Refurbish
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  • 85. Without Planet & People… No Profit
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  • 87. Discussion 1. Creating and capturing value from sustainability throughout the value chain What is your vision? What is your role? 2. Drivers of sustainable development.. What? Performance? Price – green premium? Marketing? Who? Market pull versus technology push 3. How to create synergy between the bio-based developments and recycling initiatives? 4. How will this impact… Your value chain position and business partners? The value chain dynamics? 87
  • 88. Sustainability Stewardship through Entire Value Chain Create value from waste Minimize waste and Raw Materials consumables Production Use renewable and reclaimed external feed stocks Increase energy efficiency and reduce greenhouse gas Re-use & emissions recycling Design less toxic and environmentally safer products Packaging & Transportation and processes Customer use Enable use of renewable Optimize packaging and energy and raw materials transportation logistics to Enable resource conservation minimize energy and materials by customers and end-use requirements and reduce consumers potential for accidents 88
  • 89. Sustainable environmental system management and integral value chain approach Governments NGO’s Raw Materials Raw Production Materials Production Re-use & Re-use & Investors recycling recycling Packaging & Transportation Packaging & Partners Transportation Customer use Customer use Communities Employees 89
  • 90. Drinks and Dinner “Club zaal” at 1st floor 90
  • 91. SQUAREWISE Claude Debussylaan 48, 1082 MD Amsterdam T +31 (0) 20 4473925 F +31 (0) 20 6110419 E-mail: info@squarewise.com Internet: www.squarewise.com KvK te Amsterdam 341.38.272 91