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AR226-1880 Overview of APFO/Telomer Active DuPont/DuPont-Sponsored Projects Presented to US EPA Robert W. Rickard, Ph.D., D.A.B.T. DuPont Haskell Laboratory The miracles o f science COMPANY SANITIZED VERSION CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 1 November 10, 2004 Agenda Recent Publications APFO/Telomers Active Manuscripts APFO/Telomers Active Projects APFO/Telomers - Human Biomonitoring and Epidemiology - Environmental Monitoring - Mammalian Toxicology and Risk Assessment - Environmental Fate and Effects The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 2 November 10, 2004 Recent DuPont APFO/Telomers Publications Summary Toxicology of Ammonium Perfluorooctanoate in Male Cynomolgus Monkeys after Oral Dosing for 6 Months. Toxicological S ciences 2002, 69, 244-257. The Reproductive Toxicology of Ammonium Perfluorooctanoate in the Rat. Toxicology 2004, 196, 95-116. The Toxicology of Perfluorooctanoate. C ritica l R eview s in Toxicology 2004, 34, 351-384. 13-Week Dietary Toxicity Study of Ammonium Perfluorooctanoate (APFO) in Male Rats. D rug & C hem ical Toxicology 2004, 27, 361-378. Binding of PFOA to Rat and Human Plasma Proteins. Chem. Res. Toxicol. 2003,16, 775-781. Binding of PFOA to Rat Liver-Form and Kidney-Form Alpha-2-Globulins. D rug & Chem ical Toxicology 2004, 27, 347-360. Determination of Total Fluorine in Blood at Trace Concentration Levels by the Wickbold Decomposition Method with Direct Potentiometric Detection. Taianta2004, 64, 869-878. Gas-Phase NMR Technique for Studying the Thermolysis of Materials: Thermal Decomposition of Ammonium Perfluorooctanoate. Anal. Chem .; 2004; 76; 3800-3803. Physicochemical properties of 8-2 Fluorinated Telomer B Alcohol. Jo u rn a l o f Chem ical an d Engineering D ata 2004, 49, 912-916. The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 3 November 10, 2004 Recent DuPont APFO/Telomers Manuscripts Accepted for Publication Kinetics of APFO in Monkey. Accepted b y Toxicol. Sciences. Penetration of Ammonium Perfluorooctanoate (APFO) through Rat and Human Skin In-Vitro. Accepted b y in Drug & Chem ical Toxicology. Subchronic Toxicity of a Fluoroalkylethanol Mixture in Rats. Accepted b y Drug & Chem ical Toxicology. Developmental and Reproductive Toxicity of a Fluoroalkylethanol Mixture in Rats. Accepted b y Drug & Chem ical Toxicology. Gas Phase UV and IR Absorption Spectra of CxF2x+1CHO (x=1-4). Accepted b y The Jou rn al o f Fluorine Chemistry. Aerobic Biotransformation of 14C-labeled 8-2 Telomer B Alcohol by Activated Sludge from a Domestic Sewage Treatment Plant. Accepted b y Environm ental Science & Technology. The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 4 November 10, 2004 Recent DuPont APFO/Telomers Manuscripts Submitted for Publication CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED November 10, 2004 Human Biomonitoring and Epidemiology Occupational Biomonitoring of Serum PFOA Levels Project: On-going biomonitoring of serum PFOA levels to assess potential exposure with job function Obje c tive: Monitor serum levels at following sites: Washington Works, WV Fayetteville, NC Chambers Works, NJ Dordrecht, Netherlands Timing : Reports On-going mm? The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 6 November 10, 2004 Human Biomonitoring and Epidemiology APFO Occupational Epidemiology Study P ro je ct: @ Washington W orks: Cross-Sectional Surveillance of Clinical Measures of General Health Status Related to a Serum Biomarker of Exposure and Retrospective Cohort Analyses in a Polymer Production Plant O b je ctive: Develop statistical models that describe the relationship of serum PFOA to health outcome variables suggested by previous animal and worker studies, taking into account potential confounders and effect modifiers. Conduct retrospective cohort mortality analyses using appropriate stratification based on job/task descriptions and estimated past exposures to APFO. Tim in g : Report December 2004 The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 7 November 10, 2004 Human Biomonitoring and Epidemiology APFO Occupational Exposure Assessment Study Project: @ Fayetteville, NC: Exposure Assessment of Serum PFOA in the manufacturing of APFO Objective: Follow serum PFOA levels in workers involved in the production of APFO to determine the extent of exposure and the need for other corrective measures or additional exposure controls. Use air sampling, blood samples, wipe tests and feedback from plant personnel to identify potential routes of exposure. Timing: Semi-annual PFOA determination; interim information available. Initial concept to continue program for 2 years. mm? The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 8 November 10, 2004 Environmental Monitoring - PFOA Washington Works, West Virginia Project: WV Multi-Media Consent Order (Main Plant & 3 Landfills) WV Solid Waste/NPDES Program (Main Plant & 3 Landfills) WV Air Permit Modeling Objective: Determine presence of PFOA in air, soil, groundwater, surface water, outfalls and public water Tim ing: Reports on-going (monthly, quarterly and annual) mm? The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 9 November 10, 2004 Environmental Monitoring - PFOA Chambers Works, New Jersey Project: TRP Letter of Intent (LOI) Objective: Determine presence of PFOA in air, groundwater, surface water and outfalls Tr r riming: Report issued September 2003; to be supplemented mm? The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 10 November 10, 2004 Environmental Monitoring - PFOA Fayetteville, North Carolina Project: FMG Letter of Intent (LOI) North Carolina Division of Waste Management request Objective: Determine presence of PFOA in air, groundwater, outfall Tim ing: Report per LOI (first LOI report issued 2004; next due 2006) Additional work/reporting on-going to State of North Carolina for groundwater monitoring mm? The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 11 November 10, 2004 Environmental Monitoring - PFOA Circleville, Ohio Hill Project: Ohio EPA Inquiry Objective: Determine the presence of PFOA in air, groundwater, surface water, outfalls and public water Tim ing: First phase of groundwater, surface water and public water results transmitted to Ohio and EPA within past 3 months Other work/reports ongoing (air, groundwater, outfalls) mm? The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 12 November 10, 2004 Environmental Monitoring - PFOA Dordrecht, Netherlands & Shimuzu, Japan Project: Voluntary investigations Objective: Determine the presence of PFOA in air, groundwater, surface water, outfalls (for both sites); public water (Dordrecht only) Tim ing: On-going annual water monitoring at both sites mm? The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 13 November 10, 2004 Environmental Monitoring - PFOA L] Tim ing: On-going The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 14 November 10, 2004 Microbial Metabolism of PFOA Project: Determine the biodegradability of [1-14C] PFOA Objective: - Through a range of biodegradation assays and metabolic investigations, determine the potential biodegradability of HPFOA. If el i Timing: Final report est. July 2006 - Interim study results updates will occur j The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 15 November 10, 2004 Soil Column Leaching Study for PFOA Project: Determine vertical mobility / leaching of APFO through natural soil cores obtained from Washington Works site Objective: Evaluate leaching behavior of air deposited APFO / rainwater mobilized PFOA through silty clay or clayey silt; Estimate leaching potential of PFOA, by determining: retardation factor; % adsorbed/desorbed; and mass balance Tim ing: Report est. April 2005. mm? The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 16 November 10, 2004 Mammalian Toxicology and Risk Assessment APFO Mechanistic Toxicology Project: Does hyperlipidemia modify binding to cholesterol fractions or clearance of APFO in animal models? Objectives: Produce hyperlipidemia in male hamsters (feeding high cholesterol, coconut oil diets); Using 14C material and precipitation techniques, follow molecule in various cholesterol fractions (HDL, non-HDL); Determine blood levels of PFOA following a single intraperitoneal dose. Look for modification of clearance profile by dieting pre-treatment Timing: Report 1st Quarter 2005 SM? The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 17 November 10, 2004 Mammalian Toxicology and Risk Assessment APFO In Vitro Metabolism Project: Potential glucuronidation of APFO in microsomes Objective: Using 2 species, multiple tissues, measure PFOA glucuronide formation (both sexes of rat and human; liver, kidney, intestine) Tim ing: Report December 2004 mm? The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 18 November 10, 2004 Mammalian Toxicology and Risk Assessment APFO Comparative Toxicity Project: Toxicologic effect of linear/ branched, linear, and branched APFO Objective: To compare the biologic effects of treating either rats or mice with graded oral doses of each of the 3 APFO forms: (a) linear/branched (80/20), (b) linear, and (c) branched, with particular attention to alterations in liver function and lipid metabolism Tim ing: Report December 2004 mm? The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 19 November 10, 2004 Mammalian Toxicology and Risk Assessment APFO Mechanistic Toxicity P ro je ct: Nuclear Receptor Profiling of PFOA and PFOS B a ck g ro u n d : Although PFOA is known to activate PPAR-a, its activity against related ligand-activated transcription factors and its activity relative to naturally occurring fatty acids and pharmacological agents is poorly documented O b je ctive: Profile PFOA and PFOS against the mouse, rat and human forms of PPAR-a, y, p, LXR-p, and RXR-a to enable cross-species comparisons; Compare to naturally occurring fatty acids such as octanoate, stearate, and linoleate for biological context; Compare to clinical agents for pharmacological context Tim in g : Report 1st Quarter 2005 CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 20 November 10, 2004 Mammalian Toxicology and Risk Assessment APFO Comparative Toxicity Project: Extension of effect of age on PFOA serum levels in rats Objective: Extend the information on the effect of age on serum levels of PFOA from 4 to 6-week old of rats to even younger (3 week old) animals including comparison of fasting vs. non-fasting as weaning rats cannot be fasted pre-sampling Tim ing: Report December 2004 asm? The miracles o f science' CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 21 November 10, 2004 Mammalian Toxicology and Risk Assessment APFO Mechanistic Toxicity Project: Transcriptional profiling of pancreas from APFO-fasted rats Objective: Identify pathways or clusters that could be relevant to pancreatic carcinogenesis using gene array techniques. Signals to be looked for include those for example down regulating DNA repair or up-regulating cell proliferation/resistance to apoptosis signaling pathways. As reference points, establish the response of the pancreatic carcinogen Wyeth 14643 and the non-carcinogenic diethylhexylphthalate. Tim ing: Report 1st Quarter 2005 (Sponsor: Plastics Europe) as? The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 22 November 10, 2004 DuPont Telomer Research Overview Biomonitoring Toxicology Exposure & Risk Characterization Environmental Fate The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 23 November 10, 2004 Human Biomonitoring and Epidemiology Telomers Occupational Biomonitoring Project: On-going biomonitoring of serum PFOA levels to assess potential exposure with job function Objective: Monitor serum levels at following sites: Chambers Works, NJ ViHers St. Paul, France (includes PFOS) Pascagoula, MS Tim ing: On-going mm? The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 24 November 10, 2004 Toxicology Studies Fluorotelomer-Based Products The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 25 November 10, 2004 Developmental Toxicity Telomer Betaine Surfactant Chem ical r - Used as AFFF surfactant Project: Developmental Toxicity via Oral Dose Objective: Determine potential maternal fetal effects and relative potency Tim ing: est. September 2005; Study results in 2Q2005 The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 26 November 10, 2004 Pharmacokinetics (PBPK) Studies [3-14C] 8-2 Telomer B Alcohol Project: Pharmacokinetics of 8-2 Telomer B Alcohol Objective: Comparative In Vitro Metabolism ADME - Single Oral Dose Dermal Absorption - In vitro and in vivo kinetics Biliary Elimination Plasma Kinetics Tim ing: January 2005 for completion of work; Study results will be submitted as manuscripts for peer-reviewed publication asm? The miracles o f science' CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 27 November 10, 2004 Exposure & Risk Characterization The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 28 November 10, 2004 "In-Use Consumer Articles Exposure Study" Project: Carpet and Textile Fabric studies representative of real use e.g. cleaning, abrasion and light (photolysis) Objective: Determine whether "degradation" occurs as a result of "aging" of articles; Monitor for PFOA, Telomer B Alcohol; Study to begin January 2005 Tim ing: est. July 2005 mm? The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 29 November 10, 2004 "Aged" Sales Products Study Project: Sales product "aging" Study; Polymeric Products (described later) Objective: Determine whether "degradation" occurs as a result of "aging" of product (e.g. heat); Monitor for PFOA, Telomer B Alcohol; Study to begin January 2005 Tim ing: Report est. July 2005 mm? The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 30 November 10, 2004 Environmental Fate Telomer B Alcohol and Transformation Products Telomer-Based Products The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 31 November 10, 2004 Abiotic Environmental Fate Studies Overview 8-2 Telomer B Alcohol A biotic: Partitioning, Hydrolytic Stability, Atmospheric Chemistry Objective: - Determine the partitioning between phases, transformation products and transformation pathways - Develop, demonstrate, and validate analytical methods that will be essential for product studies Tim ing: Reports est. 3rd Quarter 2005 (specific study timelines on following slides) The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 32 November 10, 2004 Atmospheric Transformation of F(CF2)nCHO Subject: The UV Spectra and Photodissociation Quantum Yields of Perfluorinated Aldehydes Under Atmospheric Conditions. Objective: - Determine the quantum yield for photolytic reaction at various wavelengths of visible light Timing: Final report est. 3rd Quarter 2005 The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 33 November 10, 2004 Atmospheric Partitioning 8-2 Telomer B Alcohol Subject: Atmospheric Heterogeneous Uptake Studies Oi bHjective: I II I I I I - D e tirm iii the gas-aqueous a i l gas-orgaiic phase uptake a i l partitioning to better understand atmospheric fate. Timing: Report est. 3rd Quarter 2004 The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 34 November 10, 2004 Atmospheric Transformation Pathways Subject: Explore the Atmospheric Gas-Phase Chemistry [HO^] of Telomer B Alcohols, Telomer B Aldehydes - Collaboration with Prof. G. LeBras (CNRS-Orlans), Prof. H. Sidebottom (U. Dublin) and coworkers Objective: CENTRE NATIONAL l>E LA RELULRCUE SCIENTIFIQUE An i. b/diMfe OHscui/e, ttai/e A/fia ( 'iiath University College Dublin - Determine the transformation products and transformation pathways and if possible rates of transformation - Develop, demonstrate, and validate analytical methods Timing: Report est. 3rd Quarter 2005 Telomer Research Program CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 35 November 10, 2004 Atmospheric Partitioning Telomer Alcohols and Telomer Olefins Subject: Physical-chemical properties and partitioning - Collaboration with Prof. K.-U. G oss (EAWAG, ETH-Zurich) Objective: E A W A G Eklgenssische Anstalt fr Wasserversorgung, Abwasserreinigung und Gewsserschutz Swiss Federal Institute for Environmental Science and Technology - D % etg ermine 1H1 enry1 s |Law constI anI ts, par| t |it ioi --A Research Institute defined systems (e.g. hexadecane/air), and sorption constants between air and various solid surfaces (polar, non-polar, soil organic matter) to provide key experimental data for long-range transport modeling. Timing: Report est. 1st Quarter 2005 Telomer Research Program CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 36 November 10, 2004 Atmospheric Transport Modeling 8-2 Telomer B Alcohol Subject: Long-Range Transport Modeling of Telomer B Alcohols and Telomer Olefins - Collaboration with Prof. M. Mattheis, Univ. of Osnabrck Objective: UNIVERSITT^ Predict the long-range transport potential and environmental partitioning behavior Tim ing: Report est. 1st Quarter 2005 Telomer Research Program CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 37 November 10, 2004 Biotic Environmental Fate Studies Overview [3-14C] 8-2 Telomer B Alcohol B iotic: Sludge, Soil, Sediment Objective: - Determine the transformation products and transformation pathways and achieve 14C mass balance - Develop, demonstrate, and validate analytical methods that will be essential for product studies Tim ing: Reports est. 1st Quarter 2006 (specific study timelines on following slides) The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 38 November 10, 2004 Biodegradation in Sludge [3-14C] 8-2 Telomer B Alcohol Project: 90-Day Accelerated Biodegradation in Municipal Sludge. - O EC D 302B as guideline Objectives: - Determine the transformation products and transformation pathways - Achieve 14C mass balance Timing: Report January 2005 - Work complete - Interim results reported at 2004 S ETA C meetings - Manuscript will be submitted for peer-reviewed publication. The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 39 November 10, 2004 Biodegradation in Soil [3-14C] 8-2 Telomer B Alcohol Project: Aerobic Biodegradation in Soil (--150 days). - O EC D 307 as guideline Objective: - Determine the transformation products and transformation pathways - Achieve 14C mass balance Timing: Report est. February 2005 - Work complete - Interim results to be reported at 2004 S ETA C World Congress - Manuscript will be submitted for peer-reviewed publication. - A study on a second aerobic soil will begin in December 2004. The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 40 November 10, 2004 Biodegradation in Sediment [3-14C] 8-2 Telomer B Alcohol Project: Aerobic/Anaerobic Biodegradation in Sediment OECD 308 as guideline Objective: Determine the transformation products and transformation pathways Achieve 14C mass balance Tim ing: est. 1st Quarter 2006 Study to begin in January 2005 Interim study results at six months mm? The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 41 November 10, 2004 Biodegradation of Telomer-Based Surfactants Surfactants - Phosphate C ; Ethoxylatei l ll Betaine! |3 Project : Inherent Biodegradation in Sludge - modified O EC D 302B (Zahn-Wellens) Objectives: - Determine whether the linkage of telomer functionality to the polymer is "broken" by looking for telomeric substances and acids indicative of this occurring. Report Timing - Phosphate/Ethoxylate work complete, report January 2005 - Betaine in-progress, report est. June 2005 The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 42 November 10, 2004 Degradation Studies Overview Telomer-Based Polymers Polymers C Biotic :Sludge, Soil, Sediment > Abiotic : Hydrolysis, Incineration Objectives: - Determine whether the linkage of telomer functionality to the polymer is "broken" by looking for telomeric substances and acids indicative of this occurring. Urethane CAS# 135228-60-3 - Develop, demonstrate, and validate analytical methods Timing: Reports est. 1st Quarter 2006 (specific study timelines on following slides) The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 43 November 10, 2004 Polymer Biodegradation Screening Studies () Municipal Sludge - Ready Biodegradation, modified O EC D 301 B/D - Inherent Biodegradation, modified O EC D 302 B, Zahn-Wellens - Work complete. Reports January 2005 - [ I Polymer "302B" in progress. Report est. March 2005 Soil & Sediment Screening Studies (commenced November 2004) - Soil :Aerobic; Sediment : Anaerobic - For method development. Then, commence longer-term studies. - Report est. February 2005 The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 44 November 10, 2004 Biodegradation in Soil Telomer-Based Polymers Project: Aerobic & Anaerobic Biodegradation in Soil - O ECD 307 as guideline; Four (4) Soils; ~One-Year - Polymers: I - Start : January 2005 ) Objective: - Determine whether the linkage of telomer functionality to the polymer is "broken" by looking for telomeric substances and acids indicative of this occurring. Final Report Timing : est. 1st Quarter 2006 - Interim study results at 6 months The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 45 November 10, 2004 Biodegradation in Sediment Telomer-Based Polymers Project: Aerobic/Anaerobic Sediment Biodegradation - O EC D 308 as guideline; Two (2) Sediments; ~One-Year - Polymers :I I - Start : January-February 2005 Objective: - Determine whether the linkage of telomer functionality to the polymer is "broken" by looking for telomeric substances and acids indicative of this occurring. Report Timing : est. 1st Quarter 2006 - Interim study results at 6 months The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 46 November 10, 2004 Biodegradation in Anaerobic Sludge Telomer-Based Polymers Project: Anaerobic Sludge Biodegradation - O EC D 311 as guideline - Polymers :I I - Start : March 2005 Objective: - Determine whether the linkage of telomer functionality to the polymer is "broken" by looking for telomeric substances and acids indicative of this occurring. Final Report Timing : est. 3rd Quarter 2005 The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 47 November 10, 2004 [3-14C] 8-2 Telomer B Alcohol Based Urethane _________ Polymer Biodegradation_________ Project: Biodegradation in Soil & Sediment - O ECD 307 & 308 as guidelines - One Aerobic Soil, One Aerobic/Anaerobic Sediment (1yr) Objectives: - Determine the transformation products and transformation pathways - Achieve 14C mass balance Final Report Timing : Undetermined - Polymer Characterization is in-progress. Studies will proceed, beginning January 2005, if the test substance is ok. The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 48 November 10, 2004 UNIVERStTY The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 49 November 10, 2004 Biodegradation Telomer-Based Polymers in Sludge Subject: Biodegradation of Fluorotelomer-Based Polymers - One (1) Product and Purified Polymer From Each TR P Member Company - Modified O ECD 302B Zahn-Wellens Objectives: - Determine whether the linkage of telomer functionality to the polymer is "broken" by looking for telomeric substances and acids indicative of this occurring. Report Timing : 1Q05 Telomer Research Program CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 51 November 10, 2004 Biodegradation Telomer-Based Polymers Subject: Biodegradation of Fluorotelomer-Based Polymers - One (1) from Each T R P Member Company - One Soil Aerobic/Anaerobic (modified O ECD 307) - One Sediment Aerobic/Anaerobic (modified O ECD 308) - Anaerobic Sludge (modified O ECD 311) Objectives: - Determine whether the linkage of telomer functionality to the polymer is "broken" by looking for telomeric substances and acids indicative of this occurring. Report Timing : 3Q05 - 1Q06 Telomer Research Program CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 52 November 10, 2004 PERFORCE Pim de Voogt x 1*1 Ulf Jarnberg Ian Cousins Univ of Stockholm Analytical Methods for Environmental Matrices Univ of Amsterdam P-C Properties, Analytical Methods, Monitoring, Wim de Coen U N IV ER SITE IT A ntwerpen Univ of Antwerp Environmental Urs Berger Rolland Kollenborn Jacob de Boer Stefan van Leeuwen Netherlands Institute for Fisheries Research (RIVO) Environmental Matrices Watze de Wolf Bob Buck Norwegian Institute for Air Research Environmental Matrices Industry Experience & Know-How PERFORCE = Perfluorinated Compounds in the European Environment http://www.science.uva.nl/perforce/ The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 53 November 10, 2004 PERFORCE Work Packages Development of robust analytical methods for perfluoroalkylated substances Experimental measurement of key physico-chemical parameters Development and selection of relevance bioassays (to aid in exposure assessment) Monitoring the European (aquatic) environment using biological and chemical measurements Quality assessment of analytical chemistry / monitoring Knowledge Transfer - Industry experience and know-how Coordination / administration The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 54 November 10, 2004 Tentative Test Materials The lead materials selected for further European environmental monitoring work by PERFORCE are: Perfluoro-Sulfonates: 4 and 8 Perfluoro-Carboxylic acids: 4, 8, 9 and 11 Telomers: 6-2, 8-2 sulfonate ; Telomer 6-2, 8-2 alcohol Testing will occur over a two-year period ending mid-2006 The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 55 November 10, 2004 Summary Today's review intended to highlight major DuPon/Dupont- sponsoredprojects involving APFO and Te/omers and our commitment to share this information openly through scientific presentations and publications Outline of Review Publications and Manuscripts APFO/Telomers Active Projects APFO/Telomers - Human Biomonitoring and Epidemiology - Environmental Monitoring - Mammalian Toxicology and Risk Assessment - Environmental Fate and Effects The miracles o f science CONFIDENTIAL BUSINESS INFORMATION IS BRACKETED Page 56 November 10, 2004