Document EqqMZ3J3ORrXbogyNwkY34OJN

3M Specialty Materials 3M Center St. Paul, MN 55144-1000 651 733 1110 L 226- Ior/ Fy.I- 0102 _ 378 VIA HAND DELIVERY jwmjal January 30, 2002 Document Processing Center (7407) Office of Pollution Prevention and Toxics U.S. Environmental Protection Agency 401 M Street SW Washington, D.C. 20460 FYI-00-001378 FYI-00-001378 t:'--r <--> (*") 0 --; t-f'i .,'J n ro C 5 :3 Attention: For Your Information Docket - Docket No. AR-226 Re: Information on Perfluorooctane Sulfonates and Related Compounds Dear Sir or Madam: This continues 3M's voluntary submissions of data on perfluorooctane sulfonates and related compounds, as part of our ongoing dialogue with EPA regarding fluorochemicals. We are enclosing one compact disc (CD) containing a number of studies, as more fully described below. r<o o m-n 03 O 7 3 rn cI.n --1rn ";:r? 2rn ,- jO ro 03 Contents of Submission The enclosed information covers perfluorooctane sulfonates and certain related compounds as noted in previous submissions. For some of these materials, however, no additional information has become available since our December 2001 submission. In this submission, we are enclosing primarily new study reports, with accompanying analytical reports. However, for convenience, the enclosed CD also includes copies of reports related to the perfluorooctanoate monkey study that the Association of Plastics Manufacturers in Europe (APME) recently submitted to both the TSCA 8e and AR-226 dockets. On the enclosed CD, you will find: ORIGINAL A copy of this cover letter. An index to the toxicology and environmental studies, and copies of those studies. 85020000001 850E0000001 CONTAIN NO CP' January 30, 2002 Page 2 A bibliography of published literature. This updates the bibliographic references we have previously provided. Please note that we have not included in this bibliography abstracts of presentations to the Society of Environmental Toxicology and Chemistry. As in our past submissions, we have organized the studies by chemical, and within the sections for each chemical, by endpoint or type of study. There are no new epidemiology or medical surveillance studies since our December 2001 submission. CD Submission We are submitting the enclosed materials in CD form only, without paper copies. We understand that EPA and OECD representatives have found this format most convenient. The CD is for read-only purposes and is not to be modified. 3M will maintain the original CD copy of the documents. As indicated in the note prefacing the CD, 3M's original CD will control in the event of any discrepancy. We will continue to provide information as it becomes available. We look forward to our continuing dialogue with the agency. Please feel free to contact me with any questions. cc: Dr. Charles Auer Dr. Oscar Hernandez Director of Environmental, Health Safety and Regulatory Affairs Specialty Materials Markets 3M Center, Building 236-1B-10 St. Paul, MN 55144 651-733-6374 (phone) 651-733-1958 (fax) E-mail: masantoro@mmm.com SL ATTACHMENT TO LETTER OF JANUARY 30, 2002 3M FLUOROCHEMICAL SUBMISSION TOXICOLOGY, EPIDEMIOLOGY AND MEDICAL SURVEILLANCE STUDIES PFOS Perfluorooctanesulfonate Repeat Dose Studies 1. PFOS 6 Month Monkey Study a. Final Report, 26-Week Capsule Toxicity Study with Perfluorooctane Sulfonic Acid Potassium Salt (PFOS; T-6295) in Cynomolgus Monkeys (Covance Study No. 6329223), 3M Reference No. T-6295.7, January 11, 2002. [Note: the analytical report to accompany this study was included in 3M's December 22, 2000 submission. It appears on CD #3 of the fluorochemical submissions, where the December 2000 submission begins on the fifth page of the index.] 2. Two-Year Bioassay a. Final Report, 104-Week Dietary Chronic Toxicity and Carcinogenicity Study with Perfluorooctane Sulfonic Acid Potassium Salt (PFOS; T-6295) in Rats (Covance Study No. 6329-183), 3M Reference No. T-6295, January 2, 2002. b. Analytical Laboratory Report, Determination of the Presence and Concentration of Perfluorooctanesulfonate (PFOS) in Liver and Serum Specimens of Crl:CD(SD) IGS BR Rats Exposed to Perfluorooctane Sulfonic Acid Potassium Salt (PFOS T-6295), 3M Environmental Laboratory Report No. TOX-002, Laboratory Request No. U2121, 3M Reference No. T-6295.4, February 21, 2001. N-Ethyl FOSE alcohol N-methyl perfluorooctane sulfonamidoethanol Repeat Dose Studies 1. 2 Year Bioassay a. Final Report, 104-Week Dietary Carcinogenicity Study with Narrow Range (98.1 %) N-Ethyl Perfluorooctanesulfonamido Ethanol in Rats (Covance Study 6329-212), 3M Reference No. T-6316.1, December 13, 2001. ATTACHMENT TO LETTER OF JANUARY 30, 2002 3M FLUOROCHEMICAL SUBMISSION b. Analytical Laboratory Report, Determination of the Presence and Concentration of PFOS, PFOSA, PFOSAA, EtFOSE-OH, M556 and PFOSEA in Serum and Liver Samples of Crl:CD(SD) IGS BR Rats Exposed to N-Ethyl Perfluorooctanesulfonamido Ethanol, 3M Environmental Laboratory Report No. TOX-OOl, Laboratory Request No. U2103, 3M Reference No. T-6316.1, June 6, 2001. c. Analytical Laboratory Report, Determination of the Presence and Concentration of PFOS, PFOSA, PFOSAA, EtFOSE-OH, M556, and PFOSEA in Serum and Liver Samples of Crl:CD(SD) IGS BR Rats Exposed to N-Ethyl Perfluorooctanesulfonamido Ethanol, 3M Environmental Laboratory Report No. TOX-003, Laboratory Request No. U2104, 3M Reference No. T-6316.1, June 6, 2001. Teratology Studies 1. Two Generation Rat Reproduction a. Amended Analytical Laboratory Report, Determination of the Presence and Concentration of PFOS, M556, PFOSAA and PFOSA in the Liver and PFOS, M556, PFOSAA, PFOSA, and EtFOSE-OH in the Sera of Crl.CD BR VAF/Plus Rats Exposed to EtFOSE-OH, 3M Environmental Laboratory Report No. TOX-012, Laboratory Request No. U2095, 3M Reference No. T-6316.15, May 31, 2001. [Study and initial analytical report submitted December 22, 2000 on CD #3.] PFOA Perfluorooctanoic acid Repeat Dose Studies 1. PFOA 6 Month Monkey Study a. Final Report, 4-Week Capsule Toxicity Study with Ammonium Perfluorooctanoate (APFO) in Cynomolgus Monkeys (Covance Study No. 6329-230), 3M Reference No. T-6889.2, December 18, 2001. b. Final Report, 26-Week Capsule Toxicity Study with Ammonium Perfluorooctanoate (APFO) in Cynomolgus Monkeys (Covance Study No. 6329-231), 3M Reference No. T-6889.3, December 18, 2001. c. Analytical Laboratory Report, Determination of the Presence and Concentration of Perfluorooctanoate Fluorochemical in Liver, Serum, Urine and Feces Samples, 3M Environmental Laboratory and Centre Analytical Laboratories Report No. TOX-226, Laboratory Request No. U2782, 3M Reference No. T-6889.3, June 11, 2001. 1+ ATTACHMENT TO LETTER OF JANUARY 30,2002 3M FLUOROCHEMICAL SUBMISSION ENVIRONMENTAL STUDIES PFOS Perfluorooctane Sulfonate Environmental Fate & Transport 1. Photolysis of PFOS Potassium Salt (direct and indirect) a. Amended robust summary, 3M Environmental Laboratory, January 25, 2002 [Report and initial robust summary submitted June 28, 2001; amendment contains minor correction] Ecotoxicity Elements 1. Acute toxicity to Rainbow Trout a. Robust summary b. Final report, PFOS: A 96-hour static acute toxicity test with the rainbow trout (iO ncorhynchus m ykiss), Wildlife International, Ltd., January 7, 2002 2. Acute Toxicity to Sheepshead Minnows a. Robust summary b. Final report, PFOS: A 96-hour static-renewal acute toxicity test with the sheepshead minnow ( Cyprinodon variegatus), Wildlife International, Ltd., January 7, 2002 PFOA Perfluorooctanoic acid Environmental Monitoring 1. 3M Lifetime Drinking Water Health Advisory for Perfluorooctanoate a. Report, 3M Corporate Toxicology, January 25, 2002 r PFOS ATTACHMENT TO LETTER OF JANUARY 30,2002 3M FLUOROCHEMICAL SUBMISSION BIBLIOGRAPHY Perfluorooctanesulfonate Case MT, York RG, and Christian MS (2001). Rat and rabbit oral developmental toxicology studies with two perfluorinated compounds. Int. J. Toxicol. 20:101-109. Giesy JP, and Kannan K (2001). Global distribution of perfluorooctane sulfonate in wildlife. Environ. Sci. Technol. 35:1339-42. Kannan K, Franson JC, Bowerman WW, Hansen KJ, Giesy JP (2001). Perfluorooctane sulfonate in fish-eating water birds including bald eagles and albatrosses. Enviro. Sci. Technol. 35:306570. Kannan K, Koistinen J, Beckman K, Evans T, Gorzelany JF, Hansen KJ, Jones PD, Helle E, Nyman M, Giesy JP (2001). Accumulation of perfluorooctane sulfonate in marine mammals. Environ. Sci. Technol. 35:1593-98. Matsumoto M, McNamee CE, Bossev DP, Nakahara M, Ogawa T (2000). Structure of saltedout, solubilized micelles and microemulsions on the perfluorinated anionic surfactant tetraethylammonium perfluorooctyl sulfonate studied by cryogenic transmission electron microscopy. Colloid & Polymer Sci. 278:619. Moody CA, and Field, JA (2000). Perfluorinated surfactants and the environmental implications of their use in fire-fighting foams. Environ. Sci. Technol. 34:3864-3870. Renner R (2000). LC/MS tool to help military characterize fluorinated surfactants. Environ. Sci Technol. 34:372. Sandford G (2000). Organofluorine chemistry. Phil. Trans. Royal Soc. London A 358:455-471. Villeneuve M, Nomura T, Matsuki H, Kaneshina S, Aratono M (2001). Miscibility of hydrocarbon and fluorocarbon surfactants in adsorbed film and micelle. J. Colloid Interface Sci. 234:127-136. N-EtFOSA N-ethyl perfluorooctane sulfonamide Bastos JK, Freitas LAP, Pagliarussi RS, Merino RE (2001). A rapid quantitative method for the analysis of sulfluramid and its isomers in ant bait by capillary column gas chromatography. J. Sep. Sci. 24:406-410. Q N-EtFOSE ATTACHMENT TO LETTER OF JANUARY 30, 2002 3M FLUOROCHEMICAL SUBMISSION N-ethyl perfluorooctane sulfonamidoethanol Case MT, York RG, and Christian MS (2001). Rat and rabbit oral developmental toxicology studies with two perfluorinated compounds. Int. J. Toxicol. 20:101-109. PFOA Perfluorooctanoic acid An YJ, Carraway ER (2002). PAH degradation by UV/H2O2 in perfluorinated surfactant solutions. Water Res. 36:309-314. An YJ, Carraway ER, Schlautman MA (2002). Solubilization of polycyclic aromatic hydrocarbons by perfluorinated surfactant micelles. Water Res. 36:300-308. Biegel LB, Hurtt ME, Frame SR, O'Connor JC, Cook JC (2001). Mechanisms of extrahepatic tumor induction by peroxisome proliferators in male CD rats. Toxicol. Sci. 60:44-55. Huang Q, and Hong CS (2000). Ti2 photocatalytic degradation of PCBs in soil-water systems containing fluoro surfactant. Chemosphere 41:871-879. Kudo N, Bandai N, Suzuki E, Katakura M, Kawashima Y (2000). Induction by perfluorinated fatty acids with different carbon chain length of peroxisomal beta-oxidation in the liver of rats. Chem. Biol. Interact. 124:119-132. Kudo N, Suzuki E, Katakura M, Ohmori K, Noshiro R, Kawashima Y (2001). Comparison of the elimination between perfluorinated fatty acids with different carbon chain in rats. Chem. Biol. Interact. 134:203-216. Moody CA, Kwan WC, Martin JW, Muir DC, Mabury SA (2001). Determination of perfluorinated surfactants in surfacewater samples by two independent analytical techniques: liquid chromatography/tandem mass spectrometry and 19F NMR. Anal. Chem. 73:2200-2206. Moroi Y, Yano H, Shibata O, Yonemitsu T (2001). Determination of acidity constants of perfluoroalkanoic acids. Bull. Chem. Soc. Jpn. 74:667-672. Panaretakis T, Shabalina IG, Grander D, Shoshan MC, DePierre JW (2001). Reactive oxygen species and mitochondria mediate the induction of apoptosis in human hepatoma HepG2 cells by the rodent peroxisome proliferator and hepatocarcinogen, perfluorooctanoic acid. Toxicol. Appl. Pharmacol. 173:56-64. Sandford G (2000). Organofluorine chemistry. Phil. Trans. Royal Soc. London A 358:455-471. Yang Q, Zie Y, DePierre JW (2000). Effects of peroxisome proliferators on the thymus and spleen of mice. Clin. Exp. Immunol. 122:219-226. 7 ATTACHMENT TO LETTER OF JANUARY 30, 2002 3M FLUOROCHEMICAL SUBMISSION Yang Q, Xie Y, Eriksson AM, Nelson BD, DePierre JW (2001). Further evidence for the involvement of inhibition of cell proliferation and development in thymic and splenic atrophy induced by the peroxisome proliferator perfluorooctanoic acid in mice. Biochem. Pharmacol. 62:1133-1140.