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--_-- Environmental Laboratory 3m | | | | Environmental Fate and | | Effects of Fluorochemicals ! | | i Dr. RobertD. Howell | | Senior Environmental Engineer | Environmental Science & Assessment Group | - [--J _-- -- ---- am | f Environmental Issues of Fluorochemicals | | + Whatare "fluorochemicalsTM?1?! | + How are they made and used? | + Whatare the environmental issues? | | + What has been done to address the issues? | + What are we doing now to address the issues? ! | + Where are we going from here? | 1 SMaduebAvIaojilPareboltececbiytv3eMOrfdorerInIsnpePcatimonearvn.d3CM,opyNoi.ng2a.s0C4o6nf3i0de8ntial Information: 2695.0001 [ai Exhibit 2695 3MA10051826 Environments Laboratory am | Simons Electrochemical Fluorination (ECF) Process | | 4 Bt | 3 Ess SE I | [ || 3%, con sat cto || ----= Pernn| [ Envronment Laboratory ER | Simons Electrochemical Fluorination (ECF) Process | | o mtr + ues metsezvs 7 cof gn 3 S i | "ome Petpet | Cac"o + tse vise AETV co o Lg | ocanane Futuorcarars SMuabdjeecAtvfaoilParbolteebcyiv3eWOrfdoerInIsnpePcatiimoenravn. d31C.opNyoi.ngC2a.s0C4o-n6f3i0d9ental Information 2695.0002 2 awAt00s1827 --mmm-- EnvironmentalLaboratory 3M | | Electrochemical Fluorination Cell Products || DausocProse: PasconrrccrtarmFaunrstcecnescPsrOcSor.nFsXo8!)r || +CerSragh Chan Pahoa Proofauss Cr Langs | + Boch han Poros wm PcsofVas Chin Logts crercrencrircrsor cnbroncrdronsos | + erSragntCrain, Branched, and Cyc Patras Campeunts | [ | oE n on E on cE me am "0 | - |[TM EoommeLontots am | Fluorochemical Products & intermediates | fom = cvsolon-f Cusolcncom (-- crusoieamon Loe) -- cf soocsa uF 1S0NC HOPLOH); | |i | EE JE ------ | -- curusoemaion. x | RlA Giuaot,nAassnod ir5,cMPLrdSufFi stovomndoresofprompse(oceawens | MSuabdjeecAtvtaoilParbolteebcyiv3eMOrfdoerInIsnpePcatliomneavrn.d3CMo,pyNoi.ngC2a-s0C4o-n6f3i0d9ental Information 2695.0003 IMA10051828 J | [---- Mm | | Example: Surfactant used in AFFF Products. | | + Three MajorComponents cro anh | | 6 CH bn CHEN'NCHC00 | | Be "L4so" "Dladduct | | cr8ncmdoihcancon Go, | + pertuoro Motety Primary ix Carbon Lang | _--_------ Environs sborsory am | | Electrochemical Fluorination Cell Products - Issues | L { a * MixtturessotfigUhntaknnaonwn Composition i |Z~ n2% ibrganccofohsetamdeacnhantlegngthh | |< 2 branchad onan dirt chain enive ||+ Lototoy-eLtomtnVariability in Composition | | ~bylocation (Antwerp = Cordova =Cottage Grove + Decatur) | | * W=haPtroDduoctYso3us rTesater?esoyld? ~ Specific compounds xtracted om the misture? i ~ Do youtestthe impurities? Which ones? | MSaduebAvtoajiPraeobtleecctbiytve3WOrodrerInIsnpePcatiiomneavrn-c3CM,opyNoi.ng2a.s0C4o.n6f3i0d9ental Information 2695.0004 4 WAT00S1820 | EEmommies | EnvironmentLaborstoy wm | + Nomenclature commer cromiea An Enormous Issue = Cos rAes + w-osGroup Numba 60863, ID 382115617 | + To~xi"cAolmopgyhoSlaevcasFuroDaevytaTrandeSicradt PANraPtUsN Sbstanc | ++ PrChoedmuiccatlDeAvbsstorpamcatnsSturLvabie RegistryNumba +Env~i"rAocnmreynltsFoLuamboarratoorrTyhe Foumar"or "New Fcamar"o"04 oamar ~~UMsaey"uLsuEmnbveirro"nments Laboratory"LabRast Numbar" ! [ `EnvronmentalLaboratory ET | Environmental Issues of Fluorochemicals | * Halogenated | + Persistent | 1 + Widely Dispersed in the Environment i | + PotteoBniotacciumaulalte + BiologicallyActive - 5 SMaduebAvtaojiPlraeobtleecctbiytv3e1OrfdorerInIsnpePcatliomneavrn.d3MC,opNyoi.ngC2a.s0C4o-n6f3i0d9ental Information 2695.0005 3MA10051830 | Environments Laboratory am | | Atmospheric Issues | ExtensiveProgramto Evaluate Atmospheric Fate and Effects | of 3M Fluoracheicals as CFC and Halon Replacements - Rspecta | | ~~ UHyVdCrrooxsysRSaedcitciaolnsReactivity ! ~ Singlet Oxygen Reactivity | + Data A~naRlaydsiiastive Efcts || ~ Global Warming Potential | Environmental Laboratory am | | Atmospheric Issues or | CFC and Halon Replacement Candidates | | con En ! | cine EX con root | v a edNophen MSuabdjeecAtvtaoilParbolteecbtyiv3e1OrfdorerInIsnpePcatliomneavrn.d3CM,opyNoi.ngC2a.s0C4o-n6f3i0d9ental Information 2695.0006 6 3MA10051831 Environmental Laborstry | Atmospheric Issues | CFC and Halon Replacement Candidates am | | | | 4) | | cricrcr'crocH, erg&rer|ocH, | | vnran | | ' | | | core ue ercoom + HE + cc, | ee _ _ -- | Fr Enon aborsary am | | `Atmospfhersic Issues of Perfluorinated Compounds creas || 1cr4eTaCnEeR00s1 || mosphPeurteuLtimoechm=cSt0s0 yes ! | [rLLAeTCE-- Sayers | | n0C,=O1CH, <0 1| CCfhaeuitrin !| 1pa4sT78 110 | 7 SMuabdjeecAtvtaoilParbolteecbtyiv3e1OrfdorerInIsnpePcatliomneavrn.d3CMo,pNyoi.ngC2a.s0C4o-n6f3i0d9ental Information 2695.0007 3MA10051832 -- Environments!L-- aborstry -- am | | Aerobic Biodegradation Results | | con Hood ce Sairpreose aso | ; | EY2 omcmocrn BoB umd | | caffoMcncod nBsRdEnE | Envronmen!Lsborsory am ] | Aerobic Biodegradation of Fluorochemicals [ER 1 oem of | | | fen dimen] | oT5ponicooen iFdoon | | opnatos werpdt wicueens] y deena el enon I - S-- | er || _ i 8 MSuabdjeecAtvtaoilParbolteecbtyiv3e1OrfdorerInIsnpePcatliomneavrn.d3CMo,pyNoi.ngC2a.s0C4o-n6f3i0d9ental Information 2695.0008 3MA10051833 Environment! Laboratory am | | Research at Michigan State University i Or. Craig Criddle | Blake Key | | | | NSF Center for Microbial Ecology and | | Department of Civil and Environmental Engineering | | Er | Research at Michigan State University | | Multichamber Microcosms | + Fermenting | + Acetogenic | + Methanogenic Sulfidogenic | * Denitrifying + Aerobic | MSuabdjeecAtvtaoilParbolteebcyiv3eMOrfdoerInIsnpePcatliomneavrn.d3MC,opNyoi.ngC2a-s0C4o-n6f3i0d9ental Information 2695.0000 9 3MAT0051834 k C[ s E------ | a J [Rice bo je || CIEE . | am || | | | * i| ' 0.0 0 ~ ; me eee eee remy EnvironmentalLaboratory 3m 1 Research at Michigan State University | | `Sulfonates CFICHiSO, CF;CFiCFICFICCFFIICHC;FCHI;CS0F | furs SUMONMGY cmon, CFLCFICRCRLCRCF.CRICFSTN,amer MSuabdjeectAv0aiaPrbolteebcyive OfroderInIsnpPeaciiomnevarn.d3C.opyNiong2a.0C4o-n6f3i0d5ental Information 2695.0010 | | 10 MAT0S1635 Environmental Laboratory am | Recent Results | seston | HFG ina CHC =F + coy + mo ! | Cciroanscohr oa;wa hirh esi || | evs odeesd cocannion doantrt || ALinUManSoPrGkCaStt Anawoic Systems | | eneor == omens -- ano, = oncor = on | [Environment taboraory mM | | Light WaterTM AFFF Usage Wastes | | Z+ ConFitrienFuigihntgingITsrsauieniwngitSihteCsustomers || ~-FAicrceiPdreontteacltDiiosncEhqarugiepmbeynAtuTteosmtaitnigc Equipment | |" ~ Simple Operation and Maintonance Required | || + ProtienstihaliEnvironmental Harm | | -- DBiisrdruEpxtipoonsuorfeWastewaterTreatment Plants | +CoProtpeonrtaitalioNnegative Publicity for the { MSuabdjeecAtvfaoilParbolteebciyv3eMOrfdorerInIsnpePcatiiomneavrn.d3C.opyNoi.ngC2a.s0C4o-n6f3i0d9ental Information 2695.01 " WAT0051836 Enron Laboratory wm | | Major Components of 3M AFFF Products | | mJ eme ge? | | | ) 9 cticrcof | | sce coonmn#on || 2%OctylSulfate Ca0sc] OOO [ Endor-- mentilg-- bortey____ SaMm | | AFFF Waste Treatment | | Cationic Plyolectrolytes | mor aLoennooLononooLuonn | | oP oP oP | | onesmoomems emroman ! MSuabdjeecAtvtaoilParbolteecbtyiv3e1OrfdorerInIsnpePcatliomneavrn.d3CMo,pyNoi.ngC2a.s0C4o-n6f3i0d9ental Information 2695.0012 12 3MA10051837 | Environmental Laboratory AFFF Waste Treatment am | 1. Addition of Cationic Polyelectrolyte | 2. Flocculation | 3. SepaPrraetciiopnitation | | Centrifugation | RSeavnedrsFieltOrsamtoiosnis/Uitrafitration || | 4.Discharge of Treated Water | 5.Disposal of PolymeriSurfactant Precipitates | Incineration | Landfill | Environmental Laboratory i (ON | Hy: fa 1 IB a PE LL am | [I i. | i | | | MSuabdjeectAvtaoilParbolteebcyiv3eMOrfdorerInIsnpePcatiimoenrva.nd3CM,opyNoi.ngC2a.s0C4o-n6f3id0e9ntial Information: 2695.0013 13 3MA10051838 [r-- = Eai | h I am | ES 5. | hd o[I = utNiS: , am | || | ||| | EP vmr elisbene3ayMm || ] = IG i| - a hii bd || EF HB | ! 2] A |! SMuabdjeectAv0aiaPrbolteebcyive OfroderInIsnpPeaciimoenravn. d3C.opyNiong2a.0C4o-n6f3i0d5ental Information 2695.0014 14 SMATO0S1E%0 E Evr omeaitgoe3yM | || | || L|| NN |i| | EEnvivronmientoLasmartrey ralabowo3aMym | Effect of Cationic Polymer Concentration || 3 5 --] | | | | ress (oom) 15 \\ | || | wer" | 10 \ | | o s l \ Me =] i 0001 0002 0.003 0004 0.005 | SMuabdjeectAvfaoilParbolteebcyiv3eMOrfdorerInIsnpePcatmioenrav.n3C,opyNoi.ngC2a.s0C4o-n6f3id0e8ntial Information 2695.0015 15 aMATO0S1840 EnvironmantalLaboratory Mm Effect of Cationic Polymer Concentration | 0 0 | "0 | Lweea 020 m0 10 | o 0 oom oor osm ome coos Morquat 100 4) | ~~ - -- ey Ewiomealabost3eMy | Fluorochemical Surfactant Removal | SupCoorncnaanttarnatti(omngilnl) Removal (%) | | L440 Nalco 8157 4s 99.4 Nalco 7735 34 99.5 Fos | tatosrsr 067 99.8 Nalco 7735 002 9.9 FeCl, 0.00 1000 SMuabdjeecAtvtaoilParbolteecbtyiv3e1OrfdorerInIsnpePcatliomneavrn.d3CM,opyNoi.ngC2a.s0C4o-n6f3i0d9ental Information 2695.0016 16 3MA10051841 Future Work on AFFF Waste Treatment i | Separation Method CIsenptrreicfiupgiattaitoino,n ssuafnfdicfiietnrta?tion? || | Reversdeiofsfmiocsiuslt/otulotprearfialtteraatnidonm:aitnotoacions.tly, || | Disposal of Polymer/Surfactant Precipitate | Incinerationoffluorochemicals? Landfill possible? | `Seeking Wastewater Treatment Firm for Scale-up | L ---- i c-- e I" envionmentLaboratory am || Fluorochemical Bioconcentration in Fish | 25 mg/L ammonium perfluorooctanoate (FC-143) | | 30 fish/tank | 5 fish removed and sacrificed at day 7 and day 13 | Analysis by combustion and F * analysis by ISE DepwFuaisrthaetrrieomnaiEnxipnegriamteanntd ofuptake put nto fresh | | Anfailsyhsriesmboyvecdomabtudsatyio1n4,adnady 17,anaanldysdiasyb2y0ISE | | 17 MSaduebAvtoajiPraeobtleecctbiytve3WOrodrerInIsnpePcatiiomneavrn-c3CM,opyNoi.ng2a.s0C4o.n6f3i0d9ental Information 2695.0017 MAt0051842 (r-------- a Perfluorooctanoate Bioaccumulation in Fish ---- -- | | 3S3 u50li- Upuke i 3 Depuration 11! i | Zak 1 | | g:s u* t i. | i | ' 0 - 0 oo!|| [| Entommtn am Perfluorooctanoate Bioaccumulation in Fish | [Bs (aaye) | oSolutT ion | Tissue | [ (ppm) (pom) |[* 1] 255 Kx 175 Tr 13 253 [=] 1.80 | Rangeof concer: 1,0BCF0<01,0.00,<000 _ I 18 SMadoe AbivoaPleraobctlebctyts3OfrodeInnspePcatliomnearvn.dHCoopy.ingC2a.s0G4o.n6f3d0e5ntal formation 2695.0018 MAO0S1843 [EE-- am | Fluorochemical Bioconcentration in Fish | | sscomptormans | + bDyevceolmobpuesdtimoantmehtfhoorduorochamical concentration n fish + FC-143 roport roviewedby Or JohnGiesey,Environmental | + + PIrnecosrepnotreadterdesruletcso0mmacnudsattomieornsanndtoatpSroEtToAcoCl 1995 || F+utuFCr.e3W5o(rpkofluorooctans sulfonate) | ++ AEtchryylliFcOfSoEamaelrco(hLo4l840) + Others as necessary L | | Enomontstaborsory 3m | Fiuorochemical Products - Issues i | | -Hinderedby the numberof components - Techinusimetnads adocnacomsonent proatlywon't work for othr companents | ~ Povtnhrgea What mati? cogetvechev ruirchmphotrc | || + SWoallseslay,sbenm,cvomenat, sitn ,at,svt, runt. | | ++ + FATooisonudt-sia .odcwos.mkiondb, oi, icothoi. | | ++ rKinmser sg, | oda | 19 MSuabdjeecAtvtaoilParbolteecbtyiv3eVOrfdorerInIsnpePcatliomneavrn.d3CM,opyNoi.ngC2a.s0C4o-n6f3i0d8ental Information 2695.0019 3MAT0051844 | A mn | Environment Laboratory am | | Fluorochemical Products - Issues | | + TiremsendtousDreveilopcmenttsSinncEev~r1o98n3mensampe NT mss -~SeExptarracattioonnTTeecchhnniiqquueess 6,94, Spur at sncny,er | |" =DetieecS tion Teo chnique7r s,70 Fc T.wdm, yos { + Theoughput GLPMethods n lac orSveaFuarochemicls n SoveraMatrices | + Non-iGcLPiMnegthooadsd,invPelracse,fsokriSne,vaenralatFeuroranoicmhaelmsiuclessn Several Matrices + Ca-nWDaetsetcetwAsntyeFsloudgre,osocilhdiannmiAnnigycwaatterl,ixa, and others | EnvianmentlLaboratory am Fluorochemical Products - Issues | | + T~ TrensorehuQmunandettroefnsemiolfdldFoisnssooorfopcouhuennsislcyaelarBeng Produced |" ~-DDon'ot knno'wptrhtoeidrukcchtenimoinsotqruiawenstitiesofcompttors | + etectsonSsprr rion ~ Human healt? | | commen i | + -HumGaanreHenaathiafnfdeuEtnvironmental Studies are | - ExtremelyExpensive | + Ultimate EnvironFamteeUnnktnoawln + Unknown Liab | | 20 SMaduebAvtajoiPlraeobltececbiytv3eMOrfdoerInIsnpePcatliomneavrn.d3MC,opNyoi.ngC2a-s0C4o-n6f3i0d9ental Information 2695.0020 3MAT0051845 EnvironmentalLaboratory. am Fluorochemical Products - Issues + Pr~odUuncktnCoowmnposition || - Not Crleal to Product Use +ProductsmeatcertainQC specifications - Bolling Point (Fluorinet Products) ~SurfaceTension (Fuorad Products) - Oil & Water Repellancy (Scotchbn & Sctchgard Products) | | ~ Extinguishment (ight Water Products) | | - Ostpheecricpahtyisoicnaslichemical properties s appropiate meet + End Use May Bo Unknown ~ Dorttknowwho buys them ~ Dontknowwhat kinds of productsthey are used in Environmental Laboratory am Fluorochemical Steering Committee hares Cowman Specialty Chemicals Division | ! Thomas Dipssquale Legal | Craig Oison Chemical, Fimand Aled Group Compliance | | Sik-Toh Ting Fluorochemical Technology Canter | | `Paul Ackerman Specialty Materials Division i Larry Zoebel Medical Doartment | John Butenholt ToxicologyServices Ole Bacon Environmental Laboratory James Sugg Industrial Hygiona Sances OonTheissen CorporateProduct Responsibly Lael Pickett `Specialty Chemicals Division | Craig Burton FluorochemicalTechnology Conter | MSuabdjeecAtvtaoilParbolteecbtyiv3e1OrfdorerInIsnpePcatliomneavrn.d3MC,opNyoi.ngC2a.s0C4o-n6f3i0d9ental Information 2695.0021 A 3MA10051846 J ---- 3m | Fluorochemical Technical Advisory Committee | IEcT oigoon -- Choc Fimand-- Ald ro Gompnce | Riogneriboonis TSotlotgySrenians t | SSoivanGodrtn ~~ TaodelaoOyopSarommaenst | JRoobmrbtatrotwoswla ~~ CEomptrontmoaRneissLrasLtaboratory SanSormson nus gon Sic || | romans cyto | ET am | | Fluorochemical Work in Progress peti | | A bWaeteerStusiotr0..EmycFOSiE kAoshe | | W v "rom --e -- o nat e-- rngsm t er--rto* comn ports. atis + PasticideWorkingGroup. Il |[| 7"+ BGDioicornovceontxrptatniotnamFiC-e1m4n3s, tFiCa.9g5,noEtrheylseFOvSaE,oarnedotthers) |L+ Propn oCsals. ontest rian | 2 S Wade Ai IvoaiParbte lecbhyv3e1OfrortInIpePcaiiomnearvn.d3MC.opyNoi.ng520C4o6n3f0d5etal Ifomatn 2695.0022 aMAto0S1847