Document BRaLEVMaQ1payzx18Eb3VDbGm

p. 1 -37S5 Sanitized Version for th e AR-226 Public Printed Copy Fil e (CBI removed; copy restricted materials included as read only) Index DOCUMENT DESCRIPTION NO. CBI OR OTHER RESTRICTION? OF PAGES 1 March 7, 2007 letter from DuPont 1 No restriction to EPA 2 DuPont Investment in 1 CBI - removed Fluorotelomer Environmental Fate Science 2004-2007 3 Appendix I Divider Sheet 1 No restri ction 4 Cost Summary - Telomers 1 CBI - removed 5 Testin Invoices - Set 1 1 CBI - removed 6 Testing Invoices - Set 2 1 CBI - removed 7 Protocol H-26634 15 No restriction 8 Protocol H-26665 15 No restriction 9 Appendix II Divider Sheet 1 No restri ction 10 Testing Invoices 1 CBI - removed 11 Appendix III Divider Sheet 1 No restriction 12 DuPont Investment in 1 CBI - removed Fluorotelomer Environmental Fate Scienc e 13 Appendix IV Divider Sheet 1 No rest ri ction 14 Summary of EPA Submissions 7 No restriction (dated 07/11/2002) 15 Biodegradation studies of 2 Subject to copyright - document is read only and fluorotelomer-based polymers in may not be copied without author permission ; soils Contact information to request author permission : Dr . Robert Buck (302-892-8935 robert .c .buck usa .dupont .com) 16 Biodegradation studies of 27 Not for further distribution without author approval fluorotelomer-based polymers in document is read only and may not be copied without activated sludge, soil, and author permission; sediments Contact information to request author permission : Dr. Robert Buck (302-892-8935 or Robe rt .C .Buck usa .dupont.com) CoMany Sanitized ~ p. 2 ro DuPont Chemical Solutions Enterprise P . 0 . Box 80023 Wilmington, DE 19880-0023 March 7, 200 7 Dear Jim , Thank you for your time in meeting with us Februa ry 20th, as well as for the good discussion that ensued. Enclosed please find the additional information you requested on : 1) The comprehensive, peer reviewed study commissioned by DuPont and conducted by Environ on the global fate and exposure potential from DuPont Fluorotelomer products an d 2) Information on the studies that DuPont has conducted and commissioned on the biodegradation of fluorotelomer intermediates and products. Specifically, you will find the Wildlife International invoices in Appendix I (outlined in the attached document pages 2 and 3), invoices from ENVIRON in Appendix II (outlined in the attached document page 4), and Academic Studies we have suppo rted in Appendix III pages 9, 10, and 19-41 (outlined in the attached document page 5) . As well, I have included a document in Appendix IV that reviews the information we have shared with the EPA and at various scientific meetings . Included in this Appendix is the most recent information shared at the SETAC meeting in November . If you would like any of these documents please don't hesitate to ask . As a follow up I would like to arrange a time to discuss these items and their signific ance for future work with you at your earliest convenience . With best regards, 4.2, e Henry E . Bryndza Technology Directory DuPont Chemical Solutions Enterprise DuPont Central Research & Development ~ ~c, i p. 3 CONFIDENTIAL BUSINESS INFORMATION DOCUMENT REMOVED Document Number in Index : 2 Document Description : DuPont Investment in Fluorotelomer Environmental Fate Science 2004-200 7 s- ~t c p. 4 APPENDIX I p. 5 CONFIDENTIAL BUSINESS INFORMATIO N DOCUMENT REMOVED Document Number in Index : 4 Document Description : Cost Summary - Telomers ~ b~~ .~ p. 6 CONFIDENTIAL BUSINESS INFORMATIO N DOCUMENT REMOVED Document Number in Index : 5 Document Description : Testing Invoices - Set 1 p. 7 CONFIDENTIAL BUSINESS INFORMATIO N DOCUMENT REMOVED Document Number in Index : 6 Document Description : Testing Invoices - Set 2 p. 8 PROTOCO L H-26634: TRANSFORMATION POTENTIAL IN AEROBIC AND ANAEROBIC SOILS This protocol complies with the Organisation for Economic Cooperation and Development OECD Guideline 307 Adopted April 2002 Submitted t o E.I . du Pont de Nemours and Company Wilmington, Delaware 19898 US A Wildlife Intemational, Ltd. 8598 Commerce Drive Easton, Maryland 21601 (410) 822-8600 February 17, 2005 / p. 9 Wildlife International, Ltd. -2- H-26634 : TRANSFORMATION POTENTIAL IN AEROBIC AND ANAEROBIC SOILS SPONSOR : E .I . du Pont de Nemours and Company SPONSOR'S REPRESENTATIVE : William Be rti TESTING FACILITY : Wildlife International, Ltd . 8598 Commerce D ri ve Easton, Maryland 2160 1 STUDY DIRECTOR : Edward C. Schaefer Wildlife International, Ltd . LABORATORY MANAGEMENT : Henry O. Krueger, Ph .D . Director of Aquatic Toxicology and Non-Target Plants Proposed Dates : FOR LABORATORY USE ONL Y Experi mental Experimental Start Date : l% ~ 4~~H 2uc 5" Termination Date : I S mi,zrN 2()v4 Project No . : G' -~ /0 0 Test Concentrations : ZOO /3 /K , 1 zSo 1*9/K5 ; Io~y /K a ~9' Test Substance No . . 8 -JT G~f2~ r 6f z L , 6E 2'1/ 6E49 Reference Substance No . (if applicable) : 494 9, C V3. cv y s PROTOCOL APPROVAL C / o r~c ~ z~o s STUDY DIRECTOR DATE LABO e ,_ OR MA AGEMENT ,j DA T ~~-4 SPONSOR'S REPRESENTATIVE DAT E PROTOCOL NO. : 1 1 2/02 1 705/SED-TRANSa/SUB 112 ~~ P . 10 Wildlife International, Ltd. -3INTRODUCTION Soil may be exposed to chemicals by direct application, spray dri ft, run-off, drainage, wast e disposal, industrial or agri cultural effluent and atmosphe ric deposition. This protocol describes a laboratory test method to assess the transformation of the test substan ce in aerobic an d anaerobic soil systems . No bias is expected in this type of study . OBJECTIVE The objective of the study is to assess the potential for tran sformati on of the test substance in aerobic and anaerobic soils. EXPERIMENTAL DESIGN The test will be conducted with four test soils under both aerobic and anaerobic condition. Four groups will be established for each soil type and condition ( aerobic or anaerobic) : (1) untreated ( control) live soil ; (2) 200 mg test substance/kg dw treated live soil ; ( 3) 200 mg test substance/kg dw treated ste rile soil ; ( 4) 250 g 8-2 telomer B alcohol/kg dw treated steri le soil ; 10 g 8-2 telomer B acid /kg dw ; 10 g 8-2 unsaturated telomer B acid/kg; an d 10 g perfluorooctanoic acid/kg dw, C9, C 10, and C 11 at 10 g/kg dw all added to a ste ri le soil . The test systems will be incubated in sealed containers at approximately 20C for up to 1 year . Two incubation chambers from each of the groups will be removed at appropriate time inte rvals an d the soil samples will be extracted and analyzed for potential metabolites . In addition to the day zero samples, a minimum of eight additional samplings will be performed . Sufficient incubation chambers to allow for 3 additional sampling inte rvals will be prepared for the untreated control ( 1) and 200 mg test substance/kg dw treated live soil ( 2) groups . These chambers will be sampled as needed at the request of the study monitor . Additional untreated and test substan ce treated soil chambers will be prepared for use as matrix fort ification samples, biomass determinations, viability controls an d to monitor aerobic conditions as necessary. The test groups will be prepared using 25 grams (dry weight equivalent) of soil . While this amount of soil is less th an the 50 to 200 grams specified in the OECD 307 guideline, it w as chosen to allow for 1) the extraction of the entire test chamber contents and inte rnal surfaces ; 2) sufficient PROTOCOL NO. : 112/021705/SED-TRANSa/SUB 112 1Z P . 11 Wildlife International, Ltd. -4headspace to minimize the need for active aeration which could result in a loss of potential transformation products . METHODS AND MATERIALS The test system and study conditions are based on the OECD Guideline for Testing of Chemicals, Guideline 307, Aerobic and Anaerobic Transformation in Soil (1) . As this guideline is designed for low molecular weight substances, but not for polymers, adaptations of the method may be necessary for feasibility reasons . Nevertheless, the study will be carried out in such a way that the recommendations given in the guideline will be followed as closely as possible . Test Substances Information on the characterization of test, control or reference substances is required by Good Laboratory Practice (GLP) Standards and Principles . The Sponsor is responsible for providing Wildlife International, Ltd . verification that the test substance has been characterized prior to its use in the study. If verification of GLP test substance characterization is not provided to Wildlife International, Ltd ., it will be noted in the compliance statement of the final report . The Sponsor is responsible for all information related to the test substance and agrees to accept any unused test substance and/or test substance containers remaining at the end of the study. The test substance is not radiolabeled and has no single molecular formula . It is a mixture containing perfluoroalkyl groups of varying carbon numbers as polymer side chains. Test Soils Four freshly collected US soils will be used to evaluate the test substances under aerobic and anaerobic conditions . The soils will be collected from each of the following soil orders : PROTOCOL NO. : 1 1 2/02 1 705/SED-TRANSa/SUB 112 /3 p . 12 Wildlife International, Ltd. -5- Soil Order Percent of US Land* Alfisol 13 Mollisol 25 Inceptisol 16 Ultisol 13 'Percent of total land in the US, from Foth, H .D . 1990. Fundamentals of Soil Science 8 ed. John Wiley & Sons , New York) The soils will be processed as soon as possible after sampling . Vegetation, larger soil fauna and stones will be removed prior to passing the soil through a 2 mm sieve . The soil used in the sterile groups will be sterilized by cobalt irradiation . The soils may be stored in the dark at 4 2C, if necessary . However, storage and pre-incubation time together will not exceed 3 months . Characterization of the soils will be conducted by Agvise Laboratories (Northwood, North Dakota, USA). The following is a list of the minimum physicochemical properties of the soil to be determined. Texture (i .e ., percentage of sand, silt and clay) pH Organic carbon Bulk density Field moisture capacity Cation exchange capacity The percent moisture and water holding capacity of each of the soil types will be determined . In addition, the microbial biomass of a live sample of each soil type will be determined . The soil microbial biomass will be determined at the beginning of the test prior to adding the test substance and in test and control soil samples at four months, at six months, and at 12 months using the fumigation-extraction method. Test Apparatus and Condition s The test chambers will be glass serum bottles with foil lined closures and will be identified by project number, test substance ID, test concentration, and unique identifier . The chambers will be incubated statically at approximately 20 2C . PROTOCOL NO . : 1 1 2/02 1 705/SED-TRANSa/SUB 112 / / p . 13 Wildlife International, Ltd. -6- Soil Pre-Incubatio n The soil moisture of each test soil content will be adjusted to 40 to 60% of water holding capacity (which is equivalent to a pF of between 2 .0 and 2 .5, or fr om 0.1 to 0.33 bar) . The test soil then will be allowed to warm to the test temperature for a le ast 2 days . A pre-incubation peri od of at least 7 days for the aerobic soils and 14 days for the anaerobic soils will be performed under the approp ri ate conditions (i .e . temperature, soil moisture content, aerobic or an aerobic) . Approximately 25 grams dry weight equivalent of test soil will be added to the test chambers . Ste ri le soil treatments will be dosed at approximately 200 mg/kg (dw) with both chloramphenicol and cycloheximide to inhibit microbial growth . The chambers to be incubated under aerobic conditions will be sealed with septa and incubated . The chambers to be incubated under anaerobic conditions will be flushed with anaerobic mixed g as , sealed with septa an d incubated . The soil moisture content should be maintained in the optimal microbial growth range of 40 to 60% water holding capacity (WHC) . The soil moisture content should be checked and adjusted, if necessa ry , at least once du ring the pre-incubation pe ri od by weighing the test vessels . Sterile-filtered demineralized water (deg as sed ste ri le-filtered demineralized water for the anaerobic soils) will be added as necessa ry to compensate for water losses . Preparation of the Test Chamber s The soil moisture content will be checked and adjusted, if necessary, pri or to the addition of the test substance . Ste rile-filtered demineralized water ( degassed steri le-filtered dernineralized water for the anaerobic soils) will be added as necessa ry to compensate for water . Anaerobic treatments an d controls will be prepared within an anaerobic environment . The test substan ce will be applied to the soil within the test chambers as described below . Background Blank Control: Soils with no test substan ce added will be tested in duplicate to check for background concentrations of an alytes ( see Sampling an d Measurements) . The entire bottle will be extracted after a sample of the headspace has been taken . The methods an d procedures used will be documented in the study records an d in the final report. Test Substance : The test substance dosed treatments will be prepared by dosing approximately 25 grams (dry weight equivalent) of soil with sufficient test subst ance to deliver 200 mg/kg dry weight. The test subst an ce will be administered by direct weight addition . The test chambe rs will be sealed with septum lined with aluminum foil, mixed and incubated . The entire bottle PROTOCOL NO . : 1 1 2/02 1 705/SED-TRANSa/SUB 112 /~. p . 14 Wildlife International, Ltd. -7- will be extracted after a sample of the headspace has been taken . The methods and procedures used will be documented in the study records and in the final report . Abiotic Controls: The abiotic controls will be prepared by dosing approximately 25 grams (dry weight equivalent) of 6OCo-sterilized soil with sufficient test substance to deliver 200 mg/kg dry weight . The test substance will be administered by direct weight addition . The entire bottle will be extracted after a sample of the headspace has been taken . The methods and procedures used will be documented in the study records and in the final report . Spike Recovery Controls : The spike recovery controls will be prepared by dosing approximately 25 grams (dry weight equivalent) of 6OCo-sterilized soil with appropriate volumes of 8-2 TBA stock (250 g/mL in ethanol) and fluorinated acid stocks (10 g/mL in water) . The stocks will be injected directly into the soil using a glass microsyringe . The test chambers will be immediately sealed with septum lined with aluminum foil and the content of the chambers will be mixed. The entire bottle will be extracted after a sample of the headspace has been taken . The methods and procedures used will be documented in the study records and in the final report. Viability Controls (untreated) : The metabolic activity of untreated test soil will be assessed on a monthly basis . Duplicate incubation chambers for each test soil and condition (aerobic and anaerobic) will be dosed at approximatel100 mg/kg dw with a combination of radiolabeled and non-labelled glucose . The evolved COZ (aerobic and anaerobic conditions) and 14CH4 (anaerobic conditions) will be measured and the percent biodegradation calculated. The methods and procedures used will be documented in the study records and in the final report . Aerobic Controls (treated) : The aerobic controls will be prepared by dosing approximately 25 grams (dry weight equivalent) of soil with sufficient test substance to deliver 200 mg/kg dry weight. The test substance will be administered by direct weight addition . The test chambers will be sealed with septum lined with aluminum foil, mixed and incubated . The oxygen content of a sacrificial chamber will be measured at monthly intervals . The methods and procedures used will be documented in the study records and in the final report . Maintenance of Test Chamber s The soil moisture content should be maintained in the optimal microbial growth range of 40 to 60% water holding capacity (WHC ; a pF of between 2 .0 and 2 .5, or from 0 .1 to 0.33 bar) . The soil moisture content should be checked and adjusted, if necessary, at regular I to 2 week intervals by weighing the test vessels . Adding sterile-filtered demineralized water (degassed sterile-filtered demineralized water for the anaerobic soils) will compensate water losses . PROTOCOL NO . : 112/021705/SED-TRANSa/SUB 112 16 p . 15 Wildlife International, Ltd. -8The oxygen content in the headspace of two aerobic control chambers will be assessed on a monthly basis to ensure aerobic conditions . If the mean me asured oxygen content within the control chambers is less th an 19%, aerobic test chambers will be aerated wi th filter-ste ri lized, oil-free air. If test chambers have to be opened to add water or for monitoring purposes, a sample of the head space will be taken first using a C18 ca rtridge as described below . The chamber will then be recapped as soon as possible. The septum and cap previously removed will be stored at -10C or lower . The C18 will subsequently extracted and analyzed . Sample extracts will be stored at -10C or lower if analysis is delayed more th an 24 hours . Sampli ng and Measurements Duplicate chambers from each of the control, treated and spike recove ry soils will be extracted (e .g., acetonitrile or other suitable solvent) and analyzed. Proposed sampling inte rvals will be at 0, 1 an d 2 weeks and 1, 2, 4, 6, 9, an d 12 months ( 9 sampling times), however the actual sampling inte rvals will be documented in the study records an d in the final report . More or less frequent intervals may be conducted at the discretion of the Study Director. Potential volatile transformation products in the headspace of th e soils chambers will be collected using an appropri ate trap (i .e . C 18 cartridge) . At each sampling time p ri or to opening th e test vessel, the septum will be pierced using a needle connected to a C 18 cartridge and syringe . A volume of headspace gas fr om within the chambe r will be pulled through the C 18 cartridge using the attached syringe. The C 18 will be subsequently extracted and analyzed. Sample extracts will be stored at -10C or lower if analysis is delayed more than 24 hours . Extracts will be analyzed for: 1 . CF3(CFZ)7CHZCHZOH (perfluorooctyl ethanol, 8-2 TBA, CAS# 678-39-7) 2. CF3(CF2)7CH2COOH (2-perfluorooc tyl ethanoic acid, 8-2 Saturated Acid, CAS#27854-31- 5) 3 . CF3(CF2)6CF=CH2COOH ( 2-H-hexadecafluoro-2-decenoic acid, 8-2 Unsaturated Acid, CAS# 70887-84-2) 4 . CF3(CF2)6COOH(Octanoic acid, pentadecafluoro-; PFOA ; CAS# 335-67-1) 5 . Heptadecafluorononaoic Acid; CAS#375-95-1 (C9) 6. Nonadecafluorodecan oic Acid ; CAS#335-76-2 (C 10) PROTOCOL NO. : 112/021705/SED-TRANSa/SUB 112 / 7 p . 16 Wildlife International, Ltd. -97. Perfluoroundecanoic Acid ; CAS#4234-23-5 (C 11) Analytical Method s Methods of analysis will be verified prior to the start of the study . Analytical reference standards that are used to aid the identification of the test substance and its potential degradation products will be documented in the study records . All chemicals and solvents will be reagent grade or purer . Certificates of analysis (COA) will be provided for all test substances, reference standards, chemicals and solvents, when available. Sources will be documented in the study records . Demineralized water will be used in the study . Quality Criteria Recovery for a given sampling time point should range between 70 to 120% for the analysis of the 8-2 TBA, 8-2 Saturated Acid, 8-2 Unsaturated Acid, C9, C10, C11, and PFOA from the spike recovery control samples . These ranges should be interpreted as targets and should not be used as criteria for acceptance of the test . If recoveries and analysis do not meet the criteria of between 70 to 120%, then the study director will consult with the Sponsor's Representatives . 8-2 TBA Liquid Chromatography/ Mass Spectrometry (LC/MS), Gas Chromatography/Mass Spectrometry (GC/MS), or other suitable method can be used to analyze 8-2 TBA in the extracts of soil and headspace samples . Sample collection, preparation, and analytical methods used will be documented in the study records and the final report . 8-2 Saturated Acid, 8-2 Unsaturated Acid, C9, C10, C11, and PFO A Liquid Chromatography with Tandem Mass Spectrometry (LC/MS/MS) or other suitable method, will be used to analyze 8-2 Saturated Acid, 8-2 Unsaturated Acid, C9, C10, C11 and PFOA in the extracts of soil samples . Sample collection, preparation, and analytical methods used will be documented in the study records and the final report . EVALUATION OF THE RESULT S Statistical methods including means, standard deviations, and regression lines, will be used as appropriate . The concentration of the transformation products in the soil and headspace will be given as PROTOCOL NO . : 1 1 2/02 1 705/SED-TRANSa/SUB 112 ~~ p . 17 Wildlife International, Ltd. -10- mg kg-1 (dry weight) and as mole kg" (dry weight) for each sampling inte rval. Transformation products listed in soil and headspace samples will be plo tted against time . HEALTH AND SAFETY It is advisable to read the MSDS for the re ference chemical and test substance when available . If an MSDS is not available (e .g., the substan ce is a product of research and development) it is important to review what is known about the substance wi th a person knowledgeable about the safe handling of the substance, such as the person supplying the substan ce for testing . It is advisable to follow guidelines on Storage and H andling of Chemicals ; Personal Protective Equipment, Waste Disposal Guide . TEST SUBSTANCE DISPOSA L After the issuance of the final report , the remaining test substance will be stored at the testing lab until its expiration date and then destroyed, unless other arrangements are made between the Sponsor an d the testing lab. RECORDS TO BE MAINTAINE D Records to be maintained will include, but not limited to, the following : 1 . A copy of the signed protocol . 2 . Identification and characte ri zation of the test substance as provided by Sponsor. 3 . Study initiation and termination dates . 4 . Experimental initiation and termination dates. 5 . Test and reference substance preparation and dosing calculations . 6. Soil source and pretreatment data . 7 . Results of an alytical methods performed. 8 . Temperature range recorded during test period . 9 . Copy of fi nal report. PROTOCOL NO. : 112/021705/SED-TRANSa/SUB 112 /~ p . 18 Wildlife International, Ltd. -ll- FINAL REPORT A final report of the results of the study will be prepared by Wildlife International, Ltd . and submitted to the Study Monitor no later than one month after the conclusion of the definitive study . The report will include, but not be limited to the following, when applicable : 1 . Name and address of facility performing the study . 2 . Dates on which the study was initiated and completed. 3 . Objectives and procedures stated in the approved protocol, including any changes in the original protocol . 4 . Identification and characterization of the test substance as provided by Sponsor . 5 . A summary and analysis of the data . 6 . A description of the transformations and calculations performed on the data . 7 . A description of the methods used and reference to any standard method employed . 8 . A description of the test system . 9 . A description of the preparation of the test solutions, the testing concentrations, and the duration of the test . 10 . A description of all circumstances that may affect the quality or integrity of the data. 11 . The name of the study director, the names of other scientists or professionals, and the names of all supervisory personnel, involved in the study . 12 . The signed and dated reports of each of the individual scientists or other professionals involved in the study, if applicable . 13 . The location where the raw data and final report are to be stored . CHANGES TO THE FINAL REPOR T If it is necessary to make corrections or additions to the final report after it has been accepted, such changes shall be made in the form of an amendment issued by the Study Director . The amendment shall clearly identify the part of the study that is being amended and the reasons for the alteration . Amendments shall be signed and dated by the Study Director and Laboratory QA . CHANGES TO PROTOCOL Planned changes to the protocol will be in the form of written amendments signed by the Study Director and approved by the Sponsor's Representative . Amendments will be considered as part of the protocol and will be attached to the final protocol . Any other changes will be in the form PROTOCOL NO . : 1 12/02 1 705/SED-TRANSa/SUB 11 2 c2leo P . 19 Wildlife International, Ltd. -12of wri tten deviations signed by the Study Director and filed with the raw data . All changes to th e protocol will be indicated in the final report. GOOD LABORATORY PRACTICE S This study will be conducted in accordance with Good Laborato ry Practice Standards for EPA; will be consistent with OECD Principles of Good Laborato ry Practice . Each study conducted by Wildli fe International, Ltd . is routinely examined by the Wildlife International, Ltd . Quality Assurance Unit for compliance with Good Laborato ry Practices, Stan dard Operating Procedures and the specified protocol . A statement of compli ance with Good Laborato ry Practices will be prepared for all portions of the study conducted by Wildlife Inte rnational, Ltd . The Sponsor will be responsible for compliance with Good Laboratory Practices for procedures performed by other laboratori es ( e .g., residue analyses or pathology) . When the final repo rt is completed, original copies of the study data and magnetically encoded records generated by Wildlife International, Ltd . for this study will be sent to th e Sponsor. A certified copy will be retained in the archives of Wildlife International, Ltd . PROTOCOL NO . : 1 1 2/02 1 705/SED-TRANSa/SUB 112 C~/ p . 20 Wildlife International, Ltd. 13 REFERENCES I Organisation for Economic Cooperation and Development. April 2002 . Aerobic an d Anaerobic Transformation in Soil . OECD Guideline 307. PROTOCOL NO . : 1 1 2/02 1 705/SED-TRANSa/SUB 112 ol~2 p . 21 Wildlife International, Ltd. Project No . : 11 2E- 10 8 Page 1 of 1 AMENDMENT TO STUDY PROTOCO L STUDY TITLE : H-26634 : TRANSFORMATION POTENTIAL IN AEROBIC AND ANAEROBIC SOIL S PROTOCOL NO : 112/021705/SED-TRANSa/SUB112 AMENDMENT NO . : I SPONSOR : E .1 du Pont de Nemours and Company PROJECT NO . : 112E-108 EFFECTIVE DATE : 06 May 200 5 AMENDMENT : Mainten an ce of Test Chambers, Page -7CHANGE : The soil moisture content should be checked and adjusted, if necessary, at regular 1 to 2 week interv als by weighing the test vessels . TO : The soil moisture content should be checked and adjusted, if necessary, at month ly intervals by weighing the test vessels. REASON : The frequency at which the soil moisture content w as checked w as reduced based on observed losses . r STUDY DIRECT R DAT E 2z 'L S LAB T RY MANAGEMENT DATE Z t e4 c"I's ~e~ ~e~ ~Y ~ ~t ~u-9-o6 p . 22 Wildlife International Ltd. I ofl DEVIATION TO STUDY PROTOCO L STUDY TITLE : H-26634 : TRANSFORMATION POTENTIAL IN AEROBIC AND ANAEROBIC SOIL S PROTOCOL NO : 1 1 2/021 705/SED-TRANSa/SUB112 DEVIATION NO. : 1 SPONSOR : E.1 du Pont de Nemours and Company PROJECT NO . : 112E-108 DEVIATION : Preparation of Test Chambers ; Viability Controls (untreated), Page -7The protocol indicated that duplicate incubation chambers for each test soil an d condition (aerobic an d an aerobic) would be dosed at appro ximately 100 mg/kg dw wi th a combination of radiolabelled an d non-labelled glucose. The test chambers were actually dosed at 3000 mg/kg dw with a combination of radiolabelled and non-labelled glucose . REASON : Oversight by study personnel . IMPACT : In the best judgment of th e Study Director, th is deviation did not impact the integrity of study . A concentration of 2000 to 4000 mg glucose per kg d ry weight soil is a common for the determination of glucose-induced respiration rates . F, o Sep F ,~ o os STUDY DIRECTOR DATE C LABORA RY A AGEMENT DATE p . 23 PROTOCO L H-26665 : TRANSFORMATION POTENTIAL IN AEROBIC AND ANAEROBIC SOILS This protocol complies with the Organisation for Economic Cooperation and Development OECD Guideline 307 Adopted April 2002 Submi tted to E .I . du Pont de Nemours and Company Wilmington, Delaware 19898 USA Wildlife International, Ltd. 8598 Commerce Drive Easton, Maryland 21601 (410) 822-8600 February 17, 2005 o-25 ~~~ s~ p . 24 Wildlife International, Ltd. -2- H-26665 : TRANSFORMATION POTENTIAL IN AEROBIC AND ANAEROBIC SOILS SPONSOR : E .I. du Pont de Nemours and Company SPONSOR'S REPRESENTATIVE : William Bert i TESTING FACILITY : Wildlife Internation al , Ltd. 8598 Commerce D ri ve Easton, Maryland 2160 1 STUDY DIRECTOR : Edward C . Schaefer Wildlife Intern ation al , Ltd . LABORATORY MANAGEMENT : Henry O . Krueger, Ph .D. Director of Aquatic Toxicology and Non-Target Plants Proposed Dates : FOR LABORATORY USE ONL Y Experimental Start Date : l S n~ ~tN 20c(- Project No . : l0 Expe rimental Termination Date : l Smw'# 2,004 Test Concentrations : Test Substan ce No. : o 6 0 ~~K4 , 1 Sy HA'l ZKq / / r~ T- Iifi~e ; /,c~6, G619, EF~9 q1 Reference Substan ce No . ( if applicable) : (,qyY Y3 GivS" PROTOCOL APPROVAL Pd` I r . JJ - to t"4Q N zoos STUDY DIRECTOR DATE LABO Y ANAGEMENT DATE SPONSOR'S REPRESENTATNE DATE PROTOCOL NO . : 1 1 2/02 1 705/SED-TRANSb/SUB 112 C~26/ p . 25 Wildlife International, Ltd. -3INTRODUCTION Soil may be exposed to chemicals by direct application, spray drift, run-off, drainage, wast e disposal, industrial or agricultural effluent and atmospheric deposition . This protocol describes a laboratory test method to assess the transformation of the test substance in aerobic and anaerobic soil systems . No bias is expected in this type of study . OBJECTIVE The objective of the study is to assess the potential for transformation of the test substance in aerobic and anaerobic soils . EXPERIMENTAL DESIG N The test will be conducted with four test soils under both aerobic and anaerobic condition . Four groups will be established for each soil type and condition (aerobic or anaerobic) : (1) untreated (control) live soil ; (2) 200 mg test substance/kg dw treated live soil; (3) 200 mg test substance/kg dw treated sterile soil ; (4) 250 g 8-2 telomer B alcohol/kg dw treated sterile soil ; 10 g 8-2 telomer B acid /kg dw; 10 g 8-2 unsaturated telomer B acid/kg; and 10 g perfluorooctanoic acid/kg dw, C9, C10, and C11 at 10 g/kg dw all added to a sterile soil . The test systems will be incubated in sealed containers at approximately 20C for up to 1 year . Two incubation chambers from each of the groups will be removed at appropriate time intervals and the soil samples will be extracted and analyzed for potential metabolites . In addition to the day zero samples, a minimum of eight additional samplings will be performed . Sufficient incubation chambers to allow for 3 additional sampling intervals will be prepared for the untreated control (1) and 200 mg test substance/kg dw treated live soil (2) groups . These chambers will be sampled as needed at the request of the study monitor . Additional untreated and test substance treated soil chambers will be prepared for use as matrix fortification samples, biomass determinations, viability controls and to monitor aerobic conditions as necessary . The test groups will be prepared using 25 grams (dry weight equivalent) of soil . While this amount of soil is less than the 50 to 200 grams specified in the OECD 307 guideline, it was chosen to allow for 1) the extraction of the entire test chamber contents and internal surfaces ; 2) sufficient PROTOCOL NO . : 112/021 705/SED-TRANSb/SUB 11 2 C;27 p . 26 Wildlife International, Ltd. -4headspace to minimize the need for active aeration which could result in a loss of potential transformation products . METHODS AND MATERIALS The test system and study conditions are based on the OECD Guideline for Testing of Chemicals, Guideline 307, Aerobic and Anaerobic Transformation in Soil (1) . As this guideline is designed for low molecular weight substances, but not for polymers, adaptations of the method may be necessary for feasibility reasons. Nevertheless, the study will be carried out in such a way that the recommendations given in the guideline will be followed as closely as possible . Test Substances Information on the characterization of test, control or reference substances is required by Good Laboratory Practice (GLP) Standards and Principles . The Sponsor is responsible for providing Wildlife International, Ltd. verification that the test substance has been characterized prior to its use in the study . If verification of GLP test substance characterization is not provided to Wildlife International, Ltd ., it will be noted in the compliance statement of the final report. The Sponsor is responsible for all information related to the test substance and agrees to accept any unused test substance and/or test substance containers remaining at the end of the study . The test substance is not radiolabeled and has no single molecular formula . It is a mixture containing perfluoroalkyl groups of varying carbon numbers as polymer side chains . Test Soil s Four freshly collected US soils will be used to evaluate the test substances under aerobic and anaerobic conditions. The soils will be collected from each of the following soil orders : PROTOCOL NO . : 1 1 2/02 1 705/SED-TRANSb/SUB 112 ,)a p . 27 Wildlife International, Ltd. -5- Soil Order Percent of US Land* Alfisol 13 Mollisol 25 Inceptisol 16 Ultisol 13 'Percent of total land in the US, from Foth, H .D . 1990 . Fundamentals of Soil Science 8 ed . John Wiley & Sons , New York) The soils will be processed as soon as possible after sampling . Vegetation, larger soil fauna and stones will be removed prior to passing the soil through a 2 mm sieve . The soil used in the sterile groups will be sterilized by cobalt irradiation . The soils may be stored in the dark at 4 2C, if necessary . However, storage and pre-incubation time together will not exceed 3 months . Characterization of the soils will be conducted by Agvise Laboratories (Northwood, North Dakota, USA). The following is a list of the minimum physicochemical properties of the soil to be determined. Texture (i .e ., percentage of sand, silt and clay) pH Organic carbon Bulk density Field moisture capacity Cation exchange capacity The percent moisture and water holding capacity of each of the soil types will be determined . In addition, the microbial biomass of a live sample of each soil type will be determined . The soil microbial biomass will be determined at the beginning of the test prior to adding the test substance and in test and control soil samples at four months, at six months, and at 12 months using the fumigation-extraction method. Test Apparatus and Condition s The test chambers will be glass serum bottles with foil lined closures and will be identified by project number, test substance ID, test concentration, and unique identifier. The chambers will be incubated statically at approximately 20 2C . PROTOCOL NO . : 112/021705/SED-TRANSb/SUB 112 r'~ p . 28 Wildlife International, Ltd. -6- Soil Pre-Incubation The soil moisture of each test soil content will be adjusted to 40 to 60% of water holding capacity (which is equivalent to a pF of between 2 .0 and 2 .5, or from 0 .1 to 0 .33 bar) . The test soil then will be allowed to warm to the test temperature for a least 2 days . A pre-incubation period of at least 7 days for the aerobic soils and 14 days for the anaerobic soils will be performed under the appropriate conditions (i .e . temperature, soil moisture content, aerobic or anaerobic) . Approximately 25 grams dry weight equivalent of test soil will be added to the test chambers . Sterile soil treatments will be dosed at approximately 200 mg/kg (dw) with both chloramphenicol an d cycloheximide to inhibit microbial growth . The chambers to be incubated under aerobic conditions will be sealed with septa and incubated. The chambers to be incubated under anaerobic conditions will be flushed with anaerobic mixed gas, sealed with septa and incubated . The soil moisture content should be maintained in the optimal microbial growth range of 40 to 60% water holding capacity (WHC) . The soil moisture content should be checked and adjusted, if necessary, at least once during the pre-incubation period by weighing the test vessels . Sterile-filtered demineralized water (degassed sterile-filtered demineralized water for the anaerobic soils) will be added as necessary to compensate for water losses . Preparation of the Test Chambers The soil moisture content will be checked and adjusted, if necessary, prior to the addition of the test substance . Sterile-filtered demineralized water (degassed sterile-filtered demineralized water for the anaerobic soils) will be added as necessary to compensate for water . Anaerobic treatments and controls will be prepared within an anaerobic environment . The test substance will be applied to the soil within the test chambers as described below . Background Blank Control : Soils with no test substance added will be tested in duplicate to check for background concentrations of analytes (see Sampling and Measurements) . The entire bottle will be extracted after a sample of the headspace has been taken. The methods and procedures used will be documented in the study records and in the final report . Test Substance : The test substance dosed treatments will be prepared by dosing approximately 25 grams (dry weight equivalent) of soil with sufficient test substance to deliver 200 mg/kg dry weight. The test substance will be administered by direct weight addition . The test chambers will be sealed with septum lined with aluminum foil, mixed and incubated . The entire bottle PROTOCOL NO . : 1 1 2/02 1 705/SED-TRANSb/SUB 112 30 p . 29 Wildlife International, Ltd. -7- will be extracted after a sample of the headspace has been taken . The methods and procedures used will be documented in the study records and in the final report . Abiotic Controls : The abiotic controls will be prepared by dosing approximately 25 grams (dry weight equivalent) of 60Co-sterilized soil with sufficient test substance to deliver 200 mg/kg dry weight . The test substance will be administered by direct weight addition. The entire bottle will be extracted after a sample of the headspace has been taken . The methods and procedures used will be documented in the study records and in the final report . Spike Recovery Controls : The spike recovery controls will be prepared by dosing approximately 25 grams (dry weight equivalent) of 60 Co-sterilized soil with appropriate volumes of 8-2 TBA stock (250 g/mL in ethanol) and fluorinated acid stocks (10 g/mL in water). The stocks will be injected directly into the soil using a glass microsyringe . The test chambers will be immediately sealed with septum lined with aluminum foil and the content of the chambers will be mixed . The entire bottle will be extracted after a sample of the headspace has been taken . The methods and procedures used will be documented in the study records and in the final report. Viability Controls (untreated) : The metabolic activity of untreated test soil will be assessed on a monthly basis . Duplicate incubation chambers for each test soil and condition (aerobic and anaerobic) will be dosed at approximatel 100 mg/kg dw with a combination of radiolabeled and non-labelled glucose . The evolved 4COZ (aerobic and anaerobic conditions) and 14CH4 (anaerobic conditions) will be measured and the percent biodegradation calculated. The methods and procedures used will be documented in the study records and in the final report . Aerobic Controls (treated) : The aerobic controls will be prepared by dosing approximately 25 grams (dry weight equivalent) of soil with sufficient test substance to deliver 200 mg/kg dry weight. The test substance will be administered by direct weight addition . The test chambers will be sealed with septum lined with aluminum foil, mixed and incubated . The oxygen content of a sacrificial chamber will be measured at monthly intervals . The methods and procedures used will be documented in the study records and in the final report . Maintenance of Test Chambers The soil moisture content should be maintained in the optimal microbial growth range of 40 to 60% water holding capacity (WHC ; a pF of between 2 .0 and 2 .5, or from 0.1 to 0 .33 bar) . The soil moisture content should be checked and adjusted, if necessary, at regular I to 2 week intervals by weighing the test vessels . Adding sterile-filtered demineralized water (degassed sterile-filtered demineralized water for the anaerobic soils) will compensate water losses . PROTOCOL NO . : 1 1 2/02 1 705/SED-TRANSb/SUB 112 31 p . 30 Wildlife International, Ltd. -8The oxygen content in the headspace of two aerobic control chambers will be assessed on a monthly basis to ensure aerobic conditions . If the mean measured oxygen content within the control chambers is less than 19%, aerobic test chambers will be aerated with filter-ste ri lized, oil- free air. If test chambers have to be opened to add water or for monito ring purposes, a sample of the head space will be taken first using a C18 ca rt ridge as described below . The chamber will then be recapped as soon as possible . The septum and cap previously removed will be stored at -10C or lower . The C 18 will subsequently extracted and analyzed . Sample extracts will be stored at -10C or lower if analysis is delayed more th an 24 hours . Sampling and Measurements Dup licate chambers from each of the control, treated and spike recove ry soils will be extracted (e .g., acetonitrile or other suitable solvent) an d analyzed . Proposed samp ling intervals will be at 0, 1 and 2 weeks and 1, 2, 4, 6, 9, and 12 months (9 sampling times), however the actual sampling inte rvals will be documented in the study records and in the final re po rt . More or less frequent interv als may be conducted at the discretion of the Study Director . Potential volatile transformation products in the headspace of the soils chambers will be collected using an appropriate trap (i .e . C18 cartridge). At each sampling time p ri or to opening the test vessel, the septum will be pierced using a needle connected to a C 18 cartri dge and syringe. A volume of headspace gas from within the chamber will be pulled through the C18 cartridge using the attached syringe . The C18 will be subsequently extracted an d analyzed . Sample extracts will be stored at -10C or lower if analysis is delayed more than 24 hours. Extracts will be analyzed for: 1 . CF3(CF2)7CH2CH2OH (perfluorooc ty l ethanol, 8-2 TBA, CAS# 678-39-7 ) 2 . CF3(CF2)7CH2COOH (2-perfluorooctyl eth anoic acid, 8-2 Saturated Acid, CAS#27854-31- 5) 3. CF3(CF2)6CF=CH2COOH (2-H-hexadecafluoro-2-decenoic acid, 8-2 Unsaturated Acid, CAS# 70887-84-2 ) 4. CF3(CF2)6COOH(Octanoic acid, pentadecafluoro-; PFOA; CAS# 335-67-1) 5 . Heptadecafluorononaoic Acid ; CAS#375-95-1 (C9 ) 6 . Nonadecafluorodec an oic Acid ; CAS#335-76-2 (C10) PROTOCOL NO . : 1 1 2/02 1 705/SED-TRANSb/SUB 112 ~~ p . 31 Wildlife International, Ltd. -97 . Perfluoroundecanoic Acid; CAS#4234-23-5 (C11) Analytical Methods Methods of analysis will be verified prior to the start of the study . Analytical reference standards that are used to aid the identification of the test substance and its potential degradation products will be documented in the study records . All chemicals and solvents will be reagent grade or purer. Certificates of analysis (COA) will be provided for all test substances, reference standards, chemicals and solvents, when available. Sources will be documented in the study records . Demineralized water will be used in the study. Quality Criteria Recovery for a given sampling time point should range between 70 to 120% for the analysis of the 8-2 TBA, 8-2 Saturated Acid, 8-2 Unsaturated Acid, C9, C10, C11, and PFOA from the spike recovery control samples. These ranges should be interpreted as targets and should not be used as criteria for acceptance of the test . If recoveries and analysis do not meet the criteria of between 70 to 120%, then the study director will consult with the Sponsor's Representatives . 8-2 TBA Liquid Chromatography/ Mass Spectrometry (LC/MS), Gas Chromatography/Mass Spectrometry (GC/MS), or other suitable method can be used to analyze 8-2 TBA in the extracts of soil and headspace samples . Sample collection, preparation, and analytical methods used will be documented in the study records and the final report . 8-2 Saturated Acid, 8-2 Unsaturated Acid, C9, C10, C11, and PFO A Liquid Chromatography with Tandem Mass Spectrometry (LC/MS/MS) or other suitable method, will be used to analyze 8-2 Saturated Acid, 8-2 Unsaturated Acid, C9, C10, Cl 1 and PFOA in the extracts of soil samples . Sample collection, preparation, and analytical methods used will be documented in the study records and the final report. EVALUATION OF THE RESULT S Statistical methods including means, standard deviations, and regression lines, will be used as appropriate . The concentration of the transformation products in the soil and headspace will be given as PROTOCOL NO . : 1 1 2/02 1 705/SED-TRANSb/SUB 11 2 33 p . 32 Wildlife International, Ltd. - 10- mg kg'' (dry weight) and as mole kg"' (dry weight) for each sampling interval . Transformation products listed in soil and headspace samples will be plotted against time . HEALTH AND SAFETY It is advisable to read the MSDS for the reference chemical and test substance when available . If an MSDS is not available (e .g ., the substance is a product of research and development) it is important to review what is known about the substance with a person knowledgeable about the safe handling of the substance, such as the person supplying the substance for testing . It is advisable to follow guidelines on Storage and Handling of Chemicals ; Personal Protective Equipment, Waste Disposal Guide . TEST SUBSTANCE DISPOSA L After the issuance of the final report, the remaining test substance will be stored at the testing lab until its expiration date and then destroyed, unless other arrangements are made between the Sponsor and the testing lab . RECORDS TO BE MAINTAINED Records to be maintained will include, but not limited to, the following : 1 . A copy of the signed protocol . 2 . Identification and characterization of the test substance as provided by Sponsor . 3 . Study initiation and termination dates . 4 . Experimental initiation and termination dates . 5 . Test and reference substance preparation and dosing calculations . 6 . Soil source and pretreatment data . 7 . Results of analytical methods performed . 8 . Temperature range recorded during test period. 9. Copy of final report . PROTOCOL NO. : 1 1 2/02 1 705/SED-TRANSb/SUB 112 3~z p . 33 Wildlife International, Ltd. -11- FINAL REPORT A final report of the results of the study will be prepared by Wildlife International, Ltd. and submitted to the Study Monitor no later than one month after the conclusion of the definitive study . The report will include, but not be limited to the following, when applicable : 1 . Name and address of facility performing the study . 2 . Dates on which the study was initiated and completed . 3 . Objectives and procedures stated in the approved protocol, including any changes in the original protocol. 4. Identification and characterization of the test substance as provided by Sponsor . 5 . A summary and analysis of the data . 6 . A description of the transformations and calculations performed on the data . 7 . A description of the methods used and reference to any standard method employed . 8 . A description of the test system . 9 . A description of the preparation of the test solutions, the testing concentrations, and the duration of the test . 10 . A description of all circumstances that may affect the quality or integrity of the data. 11 . The name of the study director, the names of other scientists or professionals, and the names of all supervisory personnel, involved in the study . 12 . The signed and dated reports of each of the individual scientists or other professionals involved in the study, if applicable . 13 . The location where the raw data and final report are to be stored . CHANGES TO THE FINAL REPOR T If it is necessary to make corrections or additions to the final report after it has been accepted, such changes shall be made in the form of an amendment issued by the Study Director. The amendment shall clearly identify the part of the study that is being amended and the reasons for the alteration . Amendments shall be signed and dated by the Study Director and Laboratory QA . CHANGES TO PROTOCOL Planned changes to the protocol will be in the form of written amendments signed by the Study Director and approved by the Sponsor's Representative . Amendments will be considered as part of the protocol and will be attached to the final protocol . Any other changes will be in the form PROTOCOL NO . : 112/021705/SED-TRANSb/SUB 112 p . 34 Wildlife International, Ltd. -12of wri tt en deviations signed by the Study Director and filed with the raw data . All changes to the protocol will be indicated in the final report . GOOD LABORATORY PRACTICE S This study will be conducted in accordance with Good Laborato ry Practice Standards for EPA; will be consistent with OECD Principles of Good Laborato ry Practice . Each study conducted by Wildlife International, Ltd . is routinely examined by the Wildlife International, Ltd . Quali ty Assuran ce Unit for compliance with Good Laboratory Practices, Standard Operating Procedures and the specified protocol . A statement of compli an ce with Good Laboratory Practices will be prepared for all port ions of the study conducted by Wildlife International, Ltd . The Sponsor will be responsible for compliance with Good Laborato ry Practices for procedures performed by other laboratories ( e .g., residue analyses or pathology) . When the final report is completed, original copies of the study data an d magnetically encoded records generated by Wildlife International, Ltd . for this study will be sent to the Sponsor . A ce rtified copy will be retained in the archives of Wildlife International, Ltd . PROTOCOL NO . : 1 1 2/02 1 705/SED-TRANSb/SUB 112 CQ p . 35 Wildlife International, Ltd . -13REFERENCES 1 Organisation for Economic Cooperation and Development. April 2002 . Aerobic and Anaerobic Transformation in Soil. OECD Guideline 307 . PROTOCOL NO . : 1 1 2/02 1 705/SED-TRANSb/SUB 112 37 p . 36 Wildlife International, Ltd. Project No . : 112E-109 Page 1 of I STUDY TITLE : AMENDMENT TO STUDY PROTOCO L H-26665 : TRANSFORMATION POTENTIAL IN AEROBIC AND ANAEROBIC SOILS PROTOCOL NO : 112/021 705/SED-TRANSb/SUB 112 AMENDMENT NO. : 1 SPONSOR : E.1 du Pont de Nemours an d Comp any PROJECT NO . : 112E-109 EFFECTIVE DATE : 06 May 200 5 AMENDMENT : Maintenan ce of Test Chambers, Page -7- CHANGE : The soil moisture content should be checked an d adjusted, if necessary, at regular 1 to 2 week inte rvals by weighing the test vessels . TO : The soil moisture content should be checked and adjusted, if necessary, at mon th ly intervals by weighing the test vessels . REASON : The frequency at which the soil moisture content was checked was reduced based on obse rv ed losses . ~~ ~~ ~ -2c _ STUDY DIRECTOR DATE LABORATORY MANAGEMENT DATE 3~-y R,ev lec,~ ~y ~ ~! L Iv-9~6 ~LLe nt nana l ..~ ~.~`~'~ ~~~~. Ltd. p. 37 '17 t 5 Ee, t i i f ~? 4E ; e 1 of1 DEVIATION TO STUDY PROTOCO L STUDY TITLE : H-26665 : TRANSFORMATION POTENTIAL IN AEROBIC AND ANAEROBIC SOILS PROTOCOL NO : 11 2/02 1 705/SED-TRANSb/SUB112 SPONSOR : E .I du Pont de Nemours an d Company DEVIATION NO. : I PROJECT NO . : 112E-109 DEVIATION: Preparation of Test Chambers ; Viability Controls (untreated), Page -7- The protocol indicated that duplicate incubation chambers for each test soil and condition ( aerobic an d anaerobic) would be dosed at approximately 100 mg/kg dw with a combination of radiolabelled and non-labelled glucose . The test chambers were actually dosed at 3000 mg/kg dw with a combination of radiolabelled and non-labelled glucose. REASON: Oversight by study personnel . IMPACT : In the best judgment of the Study Director, this deviation did not impact the integri ty of study . A concentration of 2000 to 4000 mg glucose per kg d ry weight soil is a common for the determination of glucose-induced respiration rates . STUDY DIRECTOR DAT E " ~~ t OG 2/ /f J LABORATORY MANAGEMENT DATE 3~7 p . 38 APPENDIX II ------------- ------- p . 39 CONFIDENTIAL BUSINESS INFORMATIO N DOCUMENT REMOVED Document Number in Index : 1 0 Document Description : Testing Invoices p . 40 APPENDIX H I ------------------ ~~- ~~~~ ~~ p . 41 CONFIDENTIAL BUSINESS INFORMATIO N DOCUMENT REMOVED Document Number in Index : 1 2 Document Description : DuPont Investment in Fluorotelomer Environmental Fate Science p . 42 APPENDIX IV ~~ ~ ` ~~ p . 43 U .S . EPA - DuPont Created By : Robert C Buck an 0711112002 at 02 :50 PM Woricroup : Product Stewardship Category ., General Sub Category : Gcnara l Security U.S. ENVIRONMENTAL PROTECTION AGENCY 4 March 2007 : i} DuPont Investment in Fluorot elomer Environmental Fate Science : ~~ DuPont Investmert h Fluorotelomer s=nrran i rrtal F atr Science 2004-064d1 - Presentation : 2007 'htwo . ri .,r r'A !'4HPq aoa p at ( DuPont Confidential Information ) ~.. 2) Wildlife Intl a) Invoices : 2007 Feb_20os-0s wudUtE rxi rr,v,itt c_ r,rIr b) Quote for 3071311 ?[x% 1'9L1_Costs to date and Est Future Studies Costr .prlf (DuPont Confidential Information) 3) ENVtRON Invoices : Environhvaces, DEM Study 2uu; A I s . Al rTAr (DuPont Confidential Information) ~ Histo ri cal Arch ive Document of EPA Presentations :S+taceProtections Solutions - .pdr Soil Sioa'egradtion Study Protocols : wag . Urethane PolymerProtncot- tt='E iUZr rAncol_CBl .pdt Acrylatc Polymer Protocol : 11 2E-1 .29 oyprLrtvt ,,i , rri,,r+ Note: The shia4ies started with a suite of 7 an31ytes . Two addilioirral anary~s w~e added s[ 15 m~pritlxs. AOM SETAC Presentations p . 44 SEN . 3DQ6_SETAC NA_Polymer BiodegPoster_RCB_DRAFT_One Page .pdf ( not confidential ) 3 November 2006 : Preliminary Aerobic Soil Studies Informatio n sent as DuPont Confidential Informati o n_ Contains TSCA CBI . Subject to Copyright. Contents of CD I of 3 Cover Letter: ~_.. not 2006_3 Nov_Cover Letter Sol Studies_USEPA CBlyd f ~ .~ Draft Study Repo rts : 2006_02Nov H266@a'_DRAFT REPORT RPT1 09CBI .pdf ~ 200602 Nov_H26634_DRAFT REPORT_RPT10B_CBl pdf ~-. Raw Data Index : 2006_02 Nov-DRAFT-Soil Sh~es Records Index CB14xdf '~ Analytical Data Summary : 2006_02 Nov_DRAFT 12 Mordh Analytical Summary_CBIliadf Test Substance Certificates of Analysis : a= uuG_11Uot_uK,ar i_H-2toos wH_L-aPor ~. '~ 3__~006_11 iic4_Uk~ FT M-261E`~7 =iiA ~bl;,tl~ Contents of CD 2 of 3 Contents of CD 3 & 3 DuPont Soil Biodegradation Study Update. October 2006, Washington, DC CBI Documents Provided in Advance: JE~ - 1_9 rrn,r+r I. ?ff?r fnr f'~ E~i!'~ nrn?nte_1 ?()rt?nnR_rEU Test Substance COAs : p . 45 Sa x 1_H26634_COA_17 Od2005 .pdf 2_1-126665_COAI_170ux2005 .pdf 1123-- 3200611 Oct-DRAFT I-1-26634_COA .pdf 4_2006_11OciSRAFT_H-26665_CC~' . .NUl 1U' Study Protocols : 5_H26634 Soil SRidy_111 2E-108protocol .pdt 6 H2bi,i,s. -- .,W -t t st; 11 :T 1 Oq1,,(40cE,f p,df >~:~ Analytical Metehods : 7-Soil Study Analytical nft-uxxr, E,d, 1 : _^::, :,r;t~r :,i n~ rl,r,d n.dr~rd ee,al; tec .pdf , -1 ~t s Data : 10_Mollisol Raw Data ArwA cd Summary .;.l Interpretation : ~.: 6_2006_11Oct_IrrterK.relylicc. ;;l.xttjhrn Al 2iaIrijl .-Ainn- pri f A 9_2006 100d_Yterpretation Agorithm VvorlcY.ooi :_:L iL~. . Modeling the Study Results : 11 ML-duhi ill L -11 Mu s dehorr in. r-hAsed Polymeric Products_Soil Biodeg Studies_DRAFT .pdf Non-CBI DocurnarKs Provided in Advance : iYj .~ ' A_12 October 2006 Email to D Lyncl, EPA NOT CBi .pdf B_2006_11 Od_PultticeLor, g Report F.-ctri r,r ,- f+: -T :'R1,prff it55~- . ~ . . C_~2 FTOF{ Biodegradation Pdhways Ill C13pdf D 2D06_,i: rrorr,A_111 U_pp I I ; I :=I pill DuPont Pr n entation, 15 September, 2006 AXI14_155ept_uu Review With US!::PA .ppt DuPont Presentation, 16 August 2006 PMN Meetin g Premanufacture Natice slides 081606 final Comp" Sanitized .ppt EPA rYleatmy Ui16UE i tnaI . l q i ly 4 :N ----. j Ei 'H nneelatigunow Tmai k-ompany ~)amzeavpr cr,a meeting rnuuuu,:.,iur . ucl :,rlL. m .~ . icpyd Z/-/ p . 46 EPA Meeting Introduction 081506 final Campsn-,r f yni acd prR Prrn amiw7 ;wiine - N, di L 1 Iulr- : lnal ;''al .ppl DuPont Presentation, 8 September 2U05 : EPA rYng S-~-U,-_rs~,Fr DuPont Presentation, $ April 2005 : 'upplv Chain RPviPU ll$ April'05 EPA .ppt EPA Meeting 96 AprinS .ppt GDEM April 2005 SHK .pat Paper PS Summary April 20Q5 SHK .ppt DuPont Presentation, 31 Janua ry 2005 : Ic4.s.1 DuPont Global Strategy P resentation :31 .an200:, DuPont Pre=Wal,,d,tv u_~I ::-. ;-.1 : : ~ . r,I :I E,r~f DuPont Supply Chain Review : supplvUmff Vc.Irvr ;1Juiili :I .,,r :EerPF d DuPont P re sentation, 15 De cembe r 20G4 ; DuPont Biodegradation Studies : 1~UEClUU4_Luf'~rdE.F :='.ki,tr ~I'i . : rd :~tinnr~>I 1a1ec2004_DuPont-EP,4MediigAgenda .pdf DuPont Presentation, 10 November 2004 : I :', f,ur'-rt Onaor,a Research Summaiy_9Nov2004_rJOC9?A-j i ~ ~~.n M~; ~nn4 crA _n,,ocry; nnpohg R--Y!-N,.h Summary CEl-FfAF,,ppt Z/9 p . 47 D(FuINPAonLtVPErResSeIOntNa)tion, 17 June 2D04 : DuPont Consumer Article Exposure ~ Risk Characterizatio n M N,Pnnt Risk Assessmert - Article Presentedion_LrSEF-._1 ;,4n . : ,i u'r4 F-tf DuPorrt Risk Assessment -Article Presentation toi fF*& . 1 ; .h,nr~ :'rma .Pp{ DuPont Presentation, 30 April 2004 (FINAL GBI VERSION) El 0-7- I7iiPnnl PFC}A Rrarlur:tinn R Di iPnnt PFfIA F2arLir-.1inn Rpnrxt I mAm. :" NON- CBI VERSION Di iPnn1 PFOA RP.rlcrrtinn Rr.nn rt {14,3f1f1 IL i Pnnt A Wamrt irlAnril9f11}4 n, U_S . EPA-OPPT S DuPont Presentation, 16 March 2004 (FINAL : CBI VERSION) Rranri Praspnlaiim l!S FPA'I Siula U .S. EPA-OPPTS DuPont Presentation, 25 No v ember 20 0 2 :,~ (FINAL: CBI VERSION) -2.9nirn00m E I .SFPA f?iiPnnt P. I Jnr4al v 07 (FINAL : NON-CBI VERSION) 95Nrn1911T17 lI.SFPA IlirPnnf PS IJr~rl :air F Copy of the Non-CBI Document in the Public Record (AR-226 3-11 ) 1 ?Shinv7f)f7? 17irPnnt Pmcantatinn tn I I .SF F U .S . EPA-Or PtS DuPont Presentation, 17 December 200 1 -7 ~ p . 48 s .t 17 DEC 2 001 DUPONT 97nwr.?nn1 fTiPnnt FPA (`RI (C BI VERSION : 17 Dec 2041 RCB] 0 17 DEC 2001 DUPONT 17nrr7nn1 flliPnnt PPA Nn,,rFt(NON-CBI VERSION 1 7Dec2001 EPA Presentation with Post Meeting CorrectionslUpdate s : 17 Dec 2801 RCB) 0 f~r.r 7l1n1 Ii1iPnnt FPA PracanfaJinn ( ;Mlv w F U .S . EPA-OPPTS DuPont Presentation, 17 December 2001, RESUBMITTED 12 FEB, 2002 El a 17nr 4-. 7nn1 flliPnnt FPA I+Lnnf;Rl 17Fah7n 1 1711 p['7nn4 n1 Onrt1 FPA f'.RI 17Fr:h7(]ll ' El I 1qFPA I Inriatrrl Pracontatinn f nyo.r I At1P. U .S. EPA-OPPTS TRP Presentation (20 JUN 2000) Zfl June 2000 Mtg TRP rnlg_w EPA Chart- U .S . EPA-OPPTS TRP Presentation (23 OCT E-3 2000) EPA Review Presentation OCT23_2004_fina U .S . EPA-OPPTS P resentations DuPont & TRP (21 Feb 2001) (DO NOT MAKE ANY CHANGES ) FPA Rrwin_lw f'H IPE ONT Prr.cnntatl lnrl FFH99 El F'PA Fll F TRP Pracpnl ;;linn FFR' (CHARIS GIVEN TO THE EPA-OPPTS on 21 FEB 2 001 non-CBI Versions of the Above) --+ FIAih FiJa i Ii . 'i2Y Y[ : .CPI1 ~.afJ~l-i ~ 171i ,' :1:; i .~:L' J~~ p . 49 : .~... ~? U .S. EPA-ORD, Duiuth, MN, 7 June 2001 (R . C, Buck) 7 .1un2D01 EPA_pkD Discussion . Miscellaneous Presentations to and by U .S. EPA s August 3 . 2000 EPA Staff Presentation on PFOS 726-0619.pd t SPI- FMG Presentation to U .S . EPA 23 April 2002 Final No CBI April 23 EPA Presentatior Edit History: RL-v- Editor 70. FZabc rt C Buck Edil Date 0 3148P20 07 03 :48 :37 69. Hobert [; Buck r'M 031071206704 :322 6 58 . Wobe;*. C Buck PM :131(}'!%2!lp/ L'7 :5~j U' AM 67 . RntW. rt C Firu :k 03/0712U07 07 :48:16 AM 66_ Ratier1 C Huck 43J07/2007 07=47 :59 AM Qrry past rivt^ caiRS am slowrr `~~J p . 50 COPY RESTRICTED DOCUMEN T DOCUMENT IS READ ONL Y NO COPYING WITHOUT AUTHOR PERMISSION Document Number in Index : 1 5 Document Description : Biodegradation studies of fluorotelomer-based polymers in soil s Comment: The printed copy of the document may be viewed, but may not be copied without author permission . DuPont contact information for requesting author permission to copy : Dr . Robert Buck 302-892-8935 robert .c .buck@usa .dupont .com ~-5-Z .~ SrlG $ E <D o .~ T p- 51 ~~! 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