1. DuPont™ Cerenol™ A New Family of Sustainable and Environmentally Friendly Materials
The 12th Annual Green Chemistry and Engineering Conference
June 24-26, 2008, Washington DC
Hari B Sunkara
DuPont Central & Research Development

2. Agenda Introduction DuPont™ Cerenol™ Cerenol™ vs Commercial Polyols
DuPont sustainability goals
PDO based polymers and products
DuPont™ Cerenol™
Products, processes and properties
Cerenol™ vs Commercial Polyols
Cerenol™ Based Products
Hytrel® RS Thermoplastic Elastomers
Performance Coatings

3. Sustainable Growth Trends
Growth in developing countries
Increased food production
Renewable energy and materials
Greater safety and security
Increased connectivity

4. DuPont 2015 Sustainability Goals
Marketplace goals
Double R&D investment in environmentally smart market opportunities.
Grow annual revenue $2 billion or more from products that create energy-efficiency and/or reduce greenhouse gas emissions.
Double annual revenue to $8 billion from non-depletable resources.
Introduce at least 1,000 new safety products or services.

5. DuPont Tate and Lyle Bio PDO™ manufacturing facility
DuPont Applied BioSciences uses science to bring breakthrough biotechnology-based products to the world.
DuPont Tate and Lyle Bio PDO™ manufacturing facility
Businesses
BioMaterials
BioFuels
BioSpecialties
BioMedical
Key Products
PDO-based polymers and products
Biobutanol/Cellulosic ethanol
Peptides
Medical adhesives & embolics
Omega-3 fatty acids

6. Examples of final product brands
Bio-PDO™ serves as a building block for diverse applications and markets
Ingredient Brand
Markets
Examples of final product brands
Textile Fibers
Smartstrand
Carpet Fibers
Resins, Films, etc.
Bio-PDO™
Zemea™
Susterra™
Direct
Applications
Specialty
Applications
Elastomers
Stretch Fibers
Zemea™ & SusterraTM are registered trademarks of the DuPont Tate & Lyle Bio Products Company

7. Agenda Introduction DuPont™ Cerenol™ Cerenol™ vs Commercial Polyols
DuPont sustainability goals
PDO based polymers and products
DuPont™ Cerenol™
Products, processes and properties
Cerenol™ vs Commercial Polyols
Cerenol™ Based Products
Hytrel® RS Thermoplastic Elastomers
Performance Coatings

8. [ ] Cerenol™ is a family of high performance renewably sourced polyols
Biomass Feed Stock
Bio-PDO™
Cerenol™
Zemea™
Susterra™
Products
Structure
Bio Content
Homopolymer (H-Series)
100%
Copolyetherglycol (G-Series)
70-80%
Polyetherglycol ester (E-Series)
50-60% O C [ ] OH H n O C [ H ] OH
ROC O
COR n

9. Cerenol™ uses an environmentally Friendly Process
Cerenol™ batch manufacturing facility
Process benefits
Renewably sourced ingredient
One step polycondensation process
Safer manufacturing process
Less energy consumption
Less GHG emission
Low toxic product
Inherent Biodegradability

10. Cerenol™ Commercial Homopolymers
Typical Property Ranges
Property
Cerenol
H650
H1000
H1400
H2000
H2400
Molecular weight
Hydroxl number
Unsaturation, meq/g
0.02 max
OH Functionality ~2
Alkalinity, meq/30 kg
Color, APHA
50 max
Melting point (Tm), oC
9 - 11
40 oC, g/cc
1.019
1.018
1.017
1.016
oC, cP

11. Cerenol™ has led to multiple inventions on products, processes and uses
Filed applications on product, process and applications
Filed applications by market
Specialty
polymers
Functional
fluids
Product &
Processes
Product
Applications
Coatings
& Inks
Personal care
Fibers
>90 US Patent Applications Filed Granted/Published

12. Agenda Introduction DuPont™ Cerenol™ Cerenol™ vs Commercial Polyols
DuPont sustainability goals
PDO based polymers and products
DuPont™ Cerenol™
Products, processes and properties
Cerenol™ vs Commercial Polyols
Cerenol™ Based Products
Hytrel® RS Thermoplastic Elastomers
Performance Coatings

13. Cerenol™ compares best to high performance polyether diols
Petroleum Based Synthetic Polyether Diols
Polyethylene glycol (PEG)
Polypropylene glycol (PPG)
Polyethylene-propylene glycols (EO/PO)
Polytetramethylene ether glycol (PTMEG)
Vegetable Oil based Polyols (Oleochemical Polyols)
Soy bean oil based polyols
Castor oil

14. Cerenol™ is an ideal soft segment for thermoplastic elastomers
Properties of Cerenol™ vs. other Polyols

15. Cerenol™ is relatively amorphous and easy processable polyol
Properties of Cerenol™ vs Fossil fuel based Polyols

16. Universal V4.2E TA Instruments
Cerenol™ has comparable Thermo-oxidative stability vs. PTMEG in spite the higher ether links
Cerenol™ vs PTMEG
16.00min
99.12%
59.01min
50.00%
92.24min
20.00%
97.99%
58.54min
92.12min 20 40 60 80
100
120
Weight (%)
140
160
180
200
Time (min)
PTMEG 1400
–––––––
Cerenol 1400
Universal V4.2E TA Instruments
Isothermal at 175 oC in air

17. Cerenol™ is an excellent ingredient for both thermoset and thermoplastic polymers
Properties of Cerenol™ vs. Biobased polyols
Typical Properties
Cerenol™
H2000
Biobased Polyol
Molecular weight
2010
1700
1100
Hydroxyl number, mg KOH/g 56
235
Hydroxyl type
Primary
Secondary
OH Functionality 2
2 (average)
4.4 (average)
25 oC, cP
1840
4500
8900
Density, g/mL
1.02 (40 oC)
1.00
1.01
Color
50 APHA (Max)
< 1 G
< 2 G
Flash point, oC
> 230
> 130
>130
Acid value, mg KOH/g
0.003
0.30
1.7
Water, ppm
<500
500
3000

18. Greenhouse Gas Emissions
Cerenol™ reduces the environmental footprint vs. PTMEG (cradle to gate life cycle analysis)
Fossil Energy
Greenhouse Gas Emissions
40% 3
(Industry average4) 3
42%
(Industry average4)
1Industry Average: 39% Reppe, 26% GEMINOX, 21% Davy, 14% Mitsubishi

19. Agenda Introduction DuPont™ Cerenol™ Cerenol™ vs. Commercial Polyols
DuPont sustainability goals
PDO based polymers and products
DuPont™ Cerenol™
Products, processes and properties
Cerenol™ vs. Commercial Polyols
Cerenol™ Based Products
Hytrel® RS Thermoplastic Elastomers
Performance Coatings

20. Cerenol™ Based Products from DuPont
DuPont™ Hytrel® RS Thermoplastic Elastomer
25-60% Renewable content
Comparable performance to standard grades of Hytrel®
Performance Coatings for new automotive primers and clearcoats
Cerenol™ is used as an additive
Improved flexibility and chip resistance
Imron® polyurethane enamels
Superior durability, gloss and color retention --

21. Cerenol™ is more compatible with PBT Hard segment than PTMEG
CLEAR
MELT 60
PTMEG
Soft segment content (%wt) 40
Cerenol™ 20
PHASED
MELT
1000
1500
2000
2500
Polyether Polyol Mn (g/mol)

22. Cerenol™ enhances performance of COPE resins
Standard
Renewable
Less Stiffness at - 40oC
Improved elastic recovery

23. Cerenol™ vs. PTMEG-COPE Aging Performance
HEAT UV
OIL
Cerenol™ Sample
PTMEG Sample
Changing from PTMEG to Cerenol™ as a soft segment does not impact aging despite the increase in ether linkages

24. Durability of Clear coats
Cerenol™ in Performance Coatings (US Patents: 6,875,514; 7,169,475; 7,268,182)
Improvement in chip resistance
Improvement in flexibility
Hardness retention
Durability of Clear coats
4+ years of Florida exposure
Comparable or better retention of gloss and DOI
Cerenol™
formulation
Control

25. Cerenol™ in Performance Coatings
Adhesion Improvement
Decrease in coating dry time

26. www.cerenol.dupont.com www.renewable.dupont.com
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