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CAS Number 754-91-6 3M Company Voluntary Use and Exposure Information Profile Perfluorooctane sulfonamide I. CHEAUCAL IDENTIFICATION Chemical Name: CAS Number: Perfluorooctanseulfonamide 754-91-6 II. COMIPANY IDENTIFICATION Company Name: - 3M SiteLocation: 10746 InnovationRoad CottageGrove,MN 55016 1400 StateDocks Road Decatur,AL 35601 TechnicalContact: W.A. Weppner Phone: 651/733-6374 Address: 3M Center,Building236-lB-10 St.Paul,MN 55144 111. ON-SITE ACTIVITIES CAS # Mfz. (1997) Imported 754-91-6 0 No ConunercialActivity 0 Estimate the amount of subject chemical distributed off-site: % of manufacture/import If you have already provided the above information to EPA and itis stillrepresentative please reference that submission here: CAS Number 754-91-6 3M Company 2 Na"ative Description and Process Flow Schematic: 3M Company utilizesa process known as Simons Electro-Chemical Fluorination (ECF) to synthesize organofluorinemolecules. In thisprocess,organicfeedstocksaredispersedinliquid,anhydrous hydrogen fluoridea,nd an electricurrentispassedthrough the solutionc,ausingthe hydrogen atoms on themolecule tobe replacedwith fluorine.The predominant components ofthe productscreated by thisprocesshave the same carbon skeletalarrangement asthe feedstockused,but with allofthe hydrogen atoms replacedby fluorine.However, fragmentationand rearrangementofthe carbon skeletoncan alsooccur and significanatmounts of cleaved,branched and cyclicstructuremsay be formed. The degree of fluorinatioonfthe organicfeedstockisalsodependent upon the specific carbon chain lengthof the feedstockand parametersofthe ECF processsuch as electricaclurrentand the lengthof time the processisrun. Itispossibleto synthesizefullyfluorinateodr perfluoroorganic molecules where allofthe hydrogen atoms ofthe hydrocarbon feedstockhave been replacedby fluorineatoms. Using theseperfluoroorganimcolecules asbasicbuildingblocks,unique chemistries can be createdby furtherreactionswith functionalizehdydrocarbonmolecules. 3M has produced sulfonylbased fluorochemicalscommercially forover 40 years using the ECF process.A basicbuildingblockof such productsand the highestproductionvolume fluorochemical 3M manufacturesisperfluorooctanesulfonfylluoride(POSF). The startinfgeedstockforthisreaction is 1-octanesulfonyflluoride. (Reaction1) Reaction 1 C8Hl7so2F + 17 HF I-Octanesulfonylfluoride Energy -------->- C8Fl7SO2F + 17H2 ECF Perfluorooctanesulfonyfluoride The electrochemicalfluorinatiopnrocessyieldsabout 35%-40% straighcthain(normal)POSF, and a mixtureofbiproductsand waste of unknown and variablecompositioncomprised of the following: 1) higherand lowerstraight-chhaoimnologs,i.e.n,-CnF2n+lS02Fe,.g.C,6Fl3SO2FC,7Fl5SO2F, C9Fl9SO2F whichcompriseabout7% oftheprocessoutput 2) branched-chain,perfluoroalkylsulfonfylluorideswith variouschainlengths,about 18-20% of the output 3) straight-chaibnr,anched,and cyclic(non-ftmctionalp)erfluoroalkaneasnd ethers,which comprise about 20-25% of the output 4) "tars"(highmolecularweightfluorochemicalbyproducts)and otherbyproducts,includingmolecular hydrogen, which comprise about 10-15% ofthe output. Because of slightdifferencesinprocessconditionsr,aw materialsa,nd equipment,the mixture produced by the electrochemicaflluorinatiopnrocessvariessomewhat from lot-to-loatnd from plantto-plantT.he productthatresultsfrom electrochemicaflluorinatioinsthusnot a pure chemical but rathera mix of isomers and homologues. The commercializedPOSF derivedproductsare a mixture of approximately70% linearPOSF derivativeasnd 30% branched POSF derivedimpurities. CAS Number 754-91-6 3M Company 3 During production,byproductsand waste productsareformed. The volatilweaste products,such as perfluoromethaneh,ave been ventedtotheatmosphereinthepast,butplansarebeing implemented to captureand destroythesereleasesby thermaloxidationoverthenextfew years.The tarshave been landfilleidna hazardouswaste landfililnthepast,butareallcurrentlbyeing incinerateadtan in-houseor externalhazardouswaste incineratorT.he byproducts,many of which areincompletely fluorinatewdithhydrogen atoms stilplresentc,an be recycledback intotheECF processorare partialldyegradedin stabilizatipornocessesand dischargedtocontrolledi,n-house,wastewater treatment systems. The treatment sludge associated with the ECF process has been either landfilled or land-incorporatedin thepast,but allof thistreatmentsludgeisbeing landfilleodff-sitesinceearly 1998. POSF isitselaf commercially viableproduct,but isprimarilyan important intermediatein the synthesisof substancesused in many other 3M fluorochemicalproducts. The majority isused to produce functionallyderivatizedfluorochemicalsand high molecular weight polymeric products. Unique chemistriescan be createdby derivatizingPOSF through the sulfonylfluoridemoiety of the molecule using conventionalhydrocarbon reactions.POSF isreactedwith methyl or ethylamine to produce eitherN-methyl or N-ethylperfluorooctanesulfonarnid(eMEFOSA or ETFOSA). Some of the MEFOSA and ETFOSA isisolatedto be used as intermediatesto be reactedto form othermaterials. The majority of theMEFOSA and ETFOSA isnot isolatedand subsequentlyreactedwith ethylene carbonateto form eitherN-methyl or N-ethylperfluorooetanesulfonamido ethanol.These arethe principalbuildingblocks of the 3M product lines. - ----------------------------------------------- CAS number754-91-p6e,rfluorooctanesulf(oRn-aSOm2iNdHe2), isasmalulndesirbeydproducotf the reactionof POSF with methyl or ethylamine because of the presence of a small amount of ammonia (NH3) in the methyl or ethylamineraw material.Perfluorooctanesulfonamide isnot produced fora commercial purpose. This chemical ispresentin very small amounts (0.1% or less)in the variousPOSF based intermediatesproduced by 3M. Itcan theoreticallbye presentin final3M products but iscurrentlymonitored only in 3M FDA regulatedindirectfood additiveproducts.Itis present at approximately 0.01% in the latterproducts. CAS Number 754-91-6 3M Company 4 The followingblockflow diagram describesthe processdiscussedabove. BLOCK FLOW DIAGRAM Electro-ChemicaFlluorinatioCnells (Octanesulfonyfluorid+eEF + electriceanlergy) IF Perfluorooctanseulfonyflluoride (POSF) IF SecondaryReactors Perfluorooctanseulfoniaccid (PSOF) Surfactants IF Various commercialized intermediates and su factants Amp ioteric surfactants (FireFighting Foams) N-ethyl(andmethyl) perfluorooctanesulfonamide N-1 Ldmethyl) perfluorooctane- sulfonarnideothanol AdditionaSlecondary Reactors Phosphate Estersand Acrylate/polymers (Paper& Packaging) Acrylatepolymers Adipateadducts Urethanepolymers (Carpetand Textile Protection) Various commercialized intermediates and surfactants CAS Number 754-91-6 IV. SITE RELEASE AND TRANSFER 3M Company INFORMATION FOR TRI CHEMICALS Not applicable. V. SITE RELEASE AND TRANSFER INFORMATION FOR NON-TRI CHEMICALS Whileanalyticmaelthodshaveimprovedovertime,largveariabilsitiylelxistfsorcertaimnatrices and compounds, so dataavailablfeorthisreportismostlyof a qualitativneature.Although limited monitoringdataexistsm,ost emissionand waste estimatesarebased upon processmodels and engineeringcalculationsE.ngineeringcalculationhso,wever,have limitationwsithrespectto fluorochemicalbsecausefluorochemicalosseswere not always includedintheanalysisof each intermediatestep. The accuracyof theemissionsdatasubmittedvariesdue to severalfactors.Batch processsystems aredifficulttomeasure due to quicklychangingprocessconditionsv,entingpressuresand difficulty inisolatinpgrocessesto takemeasurements. Additionallyt,heuniquecharacteristiocfsthese compounds causethem to behave differentlfyrom conventionalcompounds, and physicalchemical datapropertieasrenot availablfeorallintermediatreeactionstepsinthepast. A. ON-SITE AIR RELEASES ALL PLANTS - Fugitive emissions may occur from vacuum charging from drums, sampling from reactors,drumniing of product/intermediatef,lakingmonomer, drying operations. Materialsmay be handled in a molten or solidstate;vapors areproduced from molten material. Industrialhygiene monitoring has been conducted forsome compounds. Some minor amounts of these compounds have been detectedas fugitiveemissions during industriahlygiene exposure testing. Emission estimatesare based upon existingprocess models and engineering calculationsfrom the facility.Fugitiveemissionsmay have occurred during some handling stepsbut have not been quantified. Estimated Total Annual Releases (lbs.) Estimated % #days/years Accuracy of releaseoccurs Estimate (optionsi) Fugitive (non-point) No data available. Stack (point) No data available. Comments: CAS Number 754-91-6 3M Company 6 B. WATER RELEASES FROM SITE Decatur, AL The datapresentedispartof wastewatertestincgonductedin 1998,sincetheindividual compounds of interestwere not analyzed in the 1997 wastewater materialbalance due to method availabilitaynd initiaplrogram focus. The 1998 data has not been adjustedfor production levelsin 1997, sincemost productionremained at similarlevels. Materialsin the sludge and wastewater may resultfrom productionlossesin the manufacturing of these compounds or from the hydrolysisof more complex molecules. Estimated Total Annual Releases Obs.) Estimated % Accuracy of Estimate (optional) Water releases: 370 Number of days/year releaseoccurs: 250 days/year Receiving Water Name: Baker's Creek atJunctionwith Tennessee River NPDES Number: ADL004023164 Comments: CottaizeGrove, MN Estimated Total Annual Releases (lbs.) Estimated % Accuracy of Estimate (optional) Water releases: No data available. Number of days/year releaseoccurs: Receiving Water Name: NPDES Number: Comments: Cordova, IL Estimated Total Annual Releases (lbs.) Estimated % Accuracy of Estimate (options[) Water releases: No data available. CAS Number 754-91-6 3M Company 7 Number of days/year releaseoccurs: Receiving Water Name: NPDES Number: Comments: CAS Number 754-91-6 3M Company 8 C. ON-SITE LAND RELEASES Decatur, AL The landtreatmentofDecatursludgewas discontinueidn early1998. Sludgeisnow transportetdoan offsitleandfilalf,terpassingtluougha thickenerand a sludgepress.An impoundment was used in 1997 aspartofthewastewatertreatmentoperationbut isnow only used forback-up operation.Levelsofthecompound inthesludgewere determinedfrom wastewaterdata. Estimated Total Annual Releases (lbs.) (1997) Estimated % Accuracy of Estimate (optional) Landfill Land Treatment/Land Amendment Surface Impoundments, Underground Injection Other (specify): No dataavailable. 30 0 0 Comments: Cordova, IL The manufactureof thesecompounds has been discontinuedso thesereleaseshave alsobeen discontinued. Engineeringcalculationwsere usedto estimatetheamount of materialdischargedto wastewater. The amount ofmaterialdischargedtothesludgewas determinedthroughuse of existingremovalefficienctyestingresultfsrom anotherfacility. Estimated Total Annual Releases (lbs.)(1997) Landfill 0 Land Treatment/Land Amendment <9 Surface Impoundments 0 Underground Injection 0 Other (specify): Estimated % Accuracy of Estimate (optional) CAS Number 754-91-6 3M Company 9 Comments: Cottage Grove, Sludge from the Cottage Grove facilitiyssentto an off-siteindustrialandfill Estimated Total Annual Releases (lbs.) (1997) Estimated % Accuracy of Estimate (optional) Landfill 0 Land Treatment/Land Amendment 0 Surface Impoundments 0 Underground Injection 0 Other (specify): Comments: C. OFF-SITE TRANSFERS Dl. Transfer to PubliclyOwned Treatment Works (POTW) Processwastewatersaremanaged inan on-sitewastewatertreatmentfacilitaynd arenot sent to the POTW. Number of days/year the releaseoccurs: Annual Transfer (lb): Estimated % Accuracy of Transfer Estimate (optional)(%): POTW Name: Street Address: City: State: NPDES Number: Country: Zip Code: Comments: D2. TRANSFERS TO OTHER OFF-SITE LOCATIONS General Waste Information: There islimitedinformationby CAS number forcompound specificreportingand off-sitteransferscannot be readilyverified.Rather,wastes are classifiebdy halogen content,regulatorywaste codes,physicalpropertiesand non-specific fluorochemical categories.Where wastes are tracked by CAS number, the amounts have been included. CAS Number 754-91-6 3M Company 10 EstimatedTotal Estimated% Annual Releases Accuracy of (lbs.) Estimat(eoptional) Incineration: No specifiCcAS number data available. Wastewater Treatment 0 (ExcludingPOTW) Underground Injection 0 Hazardous Waste (RCRA SubtitlCe) landfill No specifiCcAS number data available. Other Landfill No specifiCcAS number data available. Recycleor Recovery No specifiCcAS number data available. Unknown or Other Comments: CAS Number 754-91-6 VI. ON-SITE WORKPLACE 3M Company EXPOSURE ThisinformationwillassisEtPA incharacterizintghenumber ofworkers potentialleyxposed and themagnitude,frequency,and durationofpotentiaelxposure.When providing monitoringdata,ensurethatdataislinkedwith worker activitideesscribedinquestion2. 1. Estimatethe number ofworkers potentialleyxposedroutinelytothesubjectchemical foreach oftheexposuredurationtimes.Ifa worker isinvolvedinmore than one activitye,nteronlyhis/hermost typicalactivitiynthetable.Don't count a worker more activitye,nteronlyhis/hermost typicalactivitiynthetable.Don't count a worker more than once. The totalnumber inthetableshouldequalthetotalnumber ofworkers potentialleyxposed. Hrs/day <10 <2.5 25-1 1-8 >8 Da 10-100 100-250 >250 2. Describetheroutineworker activititeoswhich theworkers in question1 areexposed: sampling,removal offiltecrake,and drumming ofliquidsm,anufacture an articlee,tc. For theseactivitiedse,scribethephysicalstateofthesubjectchemical(liquidg,as, particulateo,r aerosole,tc.a)nd,ifina mixture,thechemical'sconcentration: Thismaterialisnothandledatany of thefacilities. 3. Provideindustriahlygienemonitoringdata,ifavailablew,ith a briefdescriptionofthe samplingmethod and exposurescenariomonitored,e.g.d,escribethe specifiwcorker activitipeesrformed by theindividualmsonitored.For privacyconsiderationsp,leasedo not includeany personalidentifierssuch as a worker'sname or socialsecuritynumber with any data submittedtoEPA. 4. Brieflydescribetheengineeringcontrolsused tominimize exposuretothischemical: A - I:, 1 I 11 1 CAS Number 754-91-6 3M Company 12 5. Brieflylistthe personal protectiveequipment your workers regularlywear to prevent exposure of thischemical: COMAMNTS: CAS Number 754-91-6 3M Company 13 VII. CHEMICAL END USES A. END USE AS AN INTERMIEDIATE CONSUMEED TO MAKE OTHER CHEMICALS Al. On-SiteUse asa Intermediate: Product chemicalclass or productchemical (IncludeCAS number ifappropriate) % oftotal volume ofsubject chemicalmanufactured or imported A2. Off-SiteUse as an Intermediate Product chemicalclass or product chemical (IncludeCAS number ifappropriate) As reportedinPart M, p.2 % oftotal volume ofsubject chemical manufactured or imported As reported in Part Ul, p.2 CAS Number 754-91-6 3M Company Use Number 1 of 1 Descriptionof Chemical End Use: Percentof totalmanufacturedor imported volume goingtothisuse: Ifused in a mixturecheck appropriatbeox to indicatweeightfractionA.verage valuesare acceptable: <1 1-30% 30-60% 60-90% >90% 14 Check allphysicalforms ofthe chemicalduringthisuse: Aerosol Dry Powder Pelletsor largecrystals Water orsolvent- wet solid Gas or vapor Liquidsolution Other(Explain)