Document Z4RYrwDXokLmgKZRkBVk56oyd
PPaatteenntteedd DDeecc.. 1144,, 11994488
22,,445566,,002277
|
UNITED STATES PATENT OFFICE 22,a4s5e6,g0a217
MMEETTHHOODD OOFF MMAAKKIINNGG FFLLUUOORROOCCAARRBBOONNSS
JJooMSsMseieUippnnhnPhneueHBss.o,.oSttSMiaaiimmMMoaionninnns.lisn,,nS&5gSca' t&&atoteeMMrCaCoanpnloulluiloeefsaagcrcerehto,,uuPafPrralia.Dnt.aea,galriasaCsCiwsooogiamgmnrnpnoepaor.anrntytyo,o,
St.NNPooauDDlrr,aaMwwiiinnn&gnS.'.o.,caiAAaplcppopNlrolipl.ccoaa5rtta2iitoo0inn1o5nAA7poprfrilDl 11e,,la11w9944a44r,,e
'
4ClaSiemrsi.al N(oCL..52296,01-88248)
2
4 Claims. (Cl. 260-648)
ppEoorTTuuhnnhiSddississmiipoonnlffvveeeccnnpaatrtrriiobobocoonnennsrsreeaallfnnaaoddttreesstfH1ihuutteoooorrpiinnrnneeeeewpwaasTccnnahhtddeeimmottinooiccaoaa&lfl ntncchoooovevmmese-le-l loiOidrderdeedaennresttrititffthoiioaaepbbperllreeooaddrqquubuuccaoaeenrnttttihhitteeiioheethisshiggehwwh2MeeeerrrreeoccooCClmFFm4peopIauacnonnddd3uushCCnhnaiel2aFvcFvdvieei.en.snssgga,IIraannytt
emnaenyw"TwdThchcsciiosisoopmmmeaappnpppoldpeopiululnnipingdccrdasaoatst,cp.iieoposlnnsicIifassotriaaotnhccoeoSnentprtiiirnnaeulupaaaNttroiia.ootnni3-o-3ini,nn1-o-6ppfa1artrhfttleeoosdfef 56 latptreoaronaingsoccgtreooetnnohadodfrtufuetcece22ttm00c0p0att"thrhsbeecCo:.{rnroetostoasoatccoct66tici00toho0o0nn"mepmcCaal.t.tioslaattehenecmdmusnp,lspueeaces,rshriadaattartbiubuesor,oravneecvesestecieiionnnnsnoossttatteehrhdadyee,.
GamOlcdy"AitAgoncnbeboeooeptbrbrejjnlee22dc6c6ti,t,ncoaog11ftf99aa33ttlp8hhy8,pit,isislmicnciioonanpwvwvtrieeoonncaantetbbiissaaoosennnnrddfiiioooassnrlnetteoNtoddh:oppe....rr2oop3vvr7iied,dp1eea5r7aaaftnniileeeowwdn eeitphxxrcpeiplosleohoersasiattivooeteentnmmsesdp.pm.ieesrprcataotstvuuertrroeeessdathhchcaaaovvtemebprryeelissscuuhollnttsedeudduccoohtnnillrnyyegiaictnnthivevoiiloroilseleaencant.tt
DffSaoiuFfnueodorifririeuinunrieose.oer.ocfoucaflaAArorbcbbaootfftneaneaiasaslnttyuiubbtnriryycege ttsphoonrufeefobcsTrtteheAhesiainsassctcftiAoippoolrrrnnoostcchoeoeeefsfsksssGcpaariioserrsfbpboottafhhnnroaaarttaatiionnoi.ddnt 1100 tfitilrMiuoouoIonnon,rrhiioaodadfvfeecsesccadaaoloirrfmfsbbcoormmoennevearecraacrctuennuirdddorynyt,f,hfiiusauaaootonnrrbbttiiitiynnmameeicoononniIenynnyd,d,ttuahaahbcleehtutiumneppmgmrirnipeetUensshreuemeannm.tccrueeeaarannecooddsf-f
iTiEcpnnaaearrrtntbbmhhsooeeinntsssmomfooocclfoole3encnoc0tutbu0alatlieiaenn,t,iiinonnaaiggntGg0rrttehe0hsaarrucceebtCtesisi.otoooannrrnatttnmmeieadmmoolprpeyteeeihrerccealaaatdturrsuTbrberooeaoefcsnnstfiiiiaanuonttnooottrmhmohisee-ss 15 p1Cipirnrarorootntbddhh,oiueeanccsttrTicaanaoonnfclfmgglsSeeuuudreccooifahhfncg22rrtsei00euo0a0abnccstttiCiCisoa.o.nnontttbooiiitssaa66ila&00np00emmdriixCCaxo.t.ttupuaatrreonneemddrooptffttoehhirfffaaalufotottluonrtutrrhoohesoe-e-s
SBsrmTahmoaainnkookgseooeetstsohhfoiitffoatnpnphd2oode.0ss0ssnnaiiboolltnlnoeBe--heennxe6xopo0tp,l0tsloonsositnliCvyvly.eype,.e.ttaoon(TTppGdhhruriioeFsstpiphaaanenrsrooeevvr,eeefflallubucouopptrfirrrooooocnccclaeearsksri.ss-s
15
rTctooahccrebaamrrobobnloosenncissnuclhhelaau.vvdiiinnnIgggn ttsghhuerrbneeeseertaaoolnrr,timmatolhorepreerporccpoaaorprrbobtorionotn.inosaanttoooofmfmflssuthottoeocthoempmooulnedcsuleh.aviInnggethnreereal,orthmeaprreopcoarrtbioonn oaftothmse
nccbyyooT"crcnTllmshhieaciilssolttfyppyyrpprteooehlsccsie,e.eqsussiasdlimmpsaahllkaiepetsihscatppitooycssspsieMibbulloee<rCottnhhcFeea2rnppb+rr2ooo)ndd,suubcchtutaiitoovnnialnsoogoff 2200 W`DwcpTeohehhrmireiccpmmhhfoololuaaaleonecrcccdiuaausdllllemeehmsaiirrsvaseeibaaiMnonccegvtctreiirteooehannmarseseiieesnseddtooiobabaortsstnaameittihnndhoaaeerbabelttcleeeetcmmai1apssrpsebdderoeercacancatrtrtuueeaaraartleosesyeesmaadtdt.sst.
nmbGhboooooliYrrllrmieiennagigcGlaluppy,rroobhiilononitqnntassunSaiaadditbboooaomamvrvlsesiep2tii2h0hnnoa0etrCttimhch.a)Cee1l..flimmuyTTooolhhareleoeecsbcsuceuelalelrcce,boo,onannaStt7rsaate6iienn<ccmhffhhpiiaveeevveemrmiisnooi..gr-r T1Ofooo0FFrhFreppAttrrbhhfooleeedduruuorrccreecieeaadoddccemttsiiiipnonooannssubionaativdunnesddffrrmmmotohmaeamenyyrttteihhbaboeeteenerriiiednenscsttprapreoeecodccdttubiuiacvyvcseeeeddrceeeaallakeetssmaomlssneeyuunnscctotthhssfs
FtocuirarrIgTleelttayssnhuiuianpcpsettrbbCoteoe,oaeetmanntpnlekokedanaunsasonottrwdwe71snn55t00htthceChCora.amn'.ttllaaooliwlwnyeiernrsgtmmaobolulleeoeccrauuitllnaatreermwwepceioeiggurhlahtd-t 2255 htttovhhhereeeeroteeeeetllhdxxeetetmmrrireeneemnctmntooetessmtccoophhhroeeetutmmhhncieeiodclcirasrrarllccethoosaaecmpcmrtotpeipinovQvodiuiufittnynnysdgdioossnfffcaalefSrrulueeuobrororyireredinaaenredseed,ia,lyasyeetocitcnothothnehnoe-ro-fr
PobDreerigmappanrrreeiicpplaayrrceeoddsmubbpcyhoyua4ncdonnsmuupmmcobobuenenrtrdasioonffihnddagiivffeff.eefirrueeconnotrtnisnmmieesetttehhcdooodudsols,df. UtvememFprtepeureduratritnuutrtroeesshthuueessTeehdcdraoiivrmnrneessottuhphceoercssneeedeeirrdneeeg,aadcctftiliiuoonIonnssrs.io.dleastiangtatnhde
PrpTpniiaarvvdriraatmtttiiiiaaatvvllreeelliytssylyroooaofff-rsfummccocooerhemtmotphhplcaamelonenetmetteee,lh,plyyaossnuuissenccuu,dbhhbsssCt8atiHi5hsttFauummvtt,eeaeoddnnCoocRffoii-ruu,Fnopssrddr,iiiisin-nt,,eCeedHttdrdrEieeio-,-,-f, 3300 bcbc5hoho,aFnanrsrusaaarcscrrttheteeWessereruurililmlzlzitiiiionannnrsggggec,ifcceIrererorrhtomttaamaaiviintntenhhmseeooiufxfcaatcbbttueohohrevveeedeesehhdommiifgiegenhnhhneteiitrsirigooohlMnfneaiueerutoddionMrrugoppoocrrcaraoaonorcrcd----
SaapD0urnnrdceeddhppCFaatarerFe5ea.4tdir.aan-bbiTTfyyiihhumetteoheshsrneeoeoyccrrmooefemamvaecocptpthrtooiiiauooudnnnnneedd,oososffrChhfHfaasiuivvuJloeeFovre,riiirinnnnCafaggHtutee2iionnnFnreeg2girr,daaaaellCggbbHweeeeinnFcett'tJnnhss, 35 tTmcechsaayyserr,sbbekakoonnsnnmoosswiwwx8laeltesleluddhhrgageeeesersr,,eceieihnnnnraleatavfitafettihtheneeerbrrrmesseeeittnxhtthteeffpussoorreerroettdshhfful..uoucofoerTTrhdoooioccgpearthtrrhihebboeeroornnbfbtlesseuossotnHtmroooooyrf-rf
esthhiuaacTtcllueoohlaggahaeerasnnsbbaaayyttaneelsstddsippome.eaacoblclieiinaippeylhhnmmaafteikteuiitntccohhorooihhwdddyynsedsd/rrtoffoohoorccarratsareeirlbaabcvoccaoenhrhnrsbsfc,co,ioonuomomofrparpiondoiiudnneunnfdwppd,iaa.irtrohe- 35 sl{tdGhihititseSeiocoscnoeponvrsvsaemecrrooiytyffxitcaGmmuenanratdaeottfstettehmhrhruuayppsvsrrepoottrhdbdhoecueueeyycceseensccdd.oopfnfnrooossrrtdtitutttihuchtteeeeedffnhiprreesrswitwtotrtcciimootmommeeppmobbo:yyy-
'
THerraiepannnIeeetggniihdnwnwaiggiisnlllfgfarrlrrosuoeemopmaaoccbhnsateppetpaapnhrtreookxxrfrnieeioommllrwaaamatttniitveeovleteflhyyllycyaa22tr8l8loc0b0owaowrnbcCtt.io.eesnmmtetopodpa,ene4rtrd2a2oa0t0tfupulrrurCcoeoeo.s.-s.
o40
|ttherTTeihhzpeeersdsaeec5tsicccooetmmhopepforomumuannlyddlssyprmmsotcaaaebyyslse.,bbeenoggenenn-eeorrlaalellllyyoccMhhaaorrraacecctearribzoends.~sBtyhearnmaallolgyy sttoabwleel,ln-oknn-oowlneftineircmifnlouloorgoy-
dadadnueudcpcw`eeeWhnhecicidtxataiipnssrrlbhhgbooodunnssepooslmmloiionddovnnitoScohoilooefiemimnuofptpoorolorriysimsddiieetutiopoofo((nnnCc.GFawwr)PhfbhniuoirccIintnhnhhuettsiihrhseseedu,uhffenntooasosrtrttmipaamnbbrgloool,eef.f
cacAapPhrPpabIlroiCcanAacsBb.tIlEeeBrttioyozaahhesnyyd:addlrro(ooAgcc)yaa,rcrtbboooonwnmsse,plltt-hhokeenuyyoownmmfanadtyythseebbrmoealiffinuuporrhlttaohhtgeeiyrcr scehraiersa,ct(e5r)i,zced aos: <Am>, copofmthpooeuanldlusseoflntchseerdaileisp,h(aCt)ic,
fOMOtaihnnuoneodrrttrhimihneaeenexloopttoloShhoffetderaertthbshhhiiiaasslvnnyiddiion,n,lveavttneehhnnteeltttyiicceoooomnnummppepapaorororanueeutnnufccddruhhsesraastroorhafafaecccctrtaaeerrrrhlbbiieezosoaaeennstddtiaannnbbg3ddyy5. 445 WasWcceboioroimtmivtehphepso,,orruu<eiennsBshddppo)sse,eccocootntofflmttyottophhCooettouhhmnaaeepdrroooasammulioianspfatdhhttiishaaccttehiioocearrrlisescbbeetyereroicinnleelszosise,cre,nensmmooeiedireeddninentstnssii,eieoorir(nniiCeeeeelss)ddy.,.
hhftihuiggPePohrhrrraimioaooscsrara1l1r,tt,b00osoo00tan00ttbshhCiCiil.bssi.tyyiinndvvaieretenncttttiieloomynnpreaaerttaattcetetummirpenpgt!t!sscaattotorbloppenrraoosddwtuuicctaeehs
G0
iioadfdbeGeonnivttFeii,fsfietehaddneaadrroeeCnClCiyFFfc4haoaamnnvdpdeoCCbuie2nFFeeden.s. hpWWeorhestiholteftotuhhrieeleeaydexexeiltfsitisetntteeidehtnneecc,lyeye ohafvCea~nsevaenrdhCer4eFtloofhoareveb'ebeenein psosotulolartecadh,atyreatectthedery
uffrFtiiioheuueardodonirrionoon0cueueat0trhhbaaaaottCvvn.eestteearrmbmneeypsdpseuuerdllarattitaertetedduutcrhrtiIeeelnnyssseeenrnxxehooppaitltlcgoohtssssiuiuinobtopgsnenstsmstacpanUuaentnrnrtilbialaaeeotlslsnullssyyrewccllsaaeeirtsrsf.hs-sf 50 aihaizzrraeeoTovddmmhe..aeantteiNNpivcchooeyssrseeccirhroociiemeaemrsslpephothopaouarufvnvonoepdedrebsesbroteboocieefefneshneeheoitierfsthrheoeetteltarhorotefeftotodhnhr.reeeeeowroosabbcllStihtccauaaiyyoirnnecraeelloidcdccc.t.aeroor--rr
htbhaaosasnnbbnee7eed0nn0ffSoocuuu.onnraddinnttdehhaaaWttthttithhhceeehsooenncllohyyuilgccdhoommbtpeepomouPupnrnedodrsdsautooucfferedccsaarIri-n-t 5mobboloTnenscshuessluuapccrhhhywsaaeisiscgatthlhhtepe,irirroqpmmueerieltldtiteiiQsnneggocsfppioottihsinn,etht,,enabebtowoinloififnlnuggvoarpppoooocrliansar:t,-,
bon and fiuorine which could be produced in 65 molecular weight, liquid density, :heat of vaporJ- ,
22661166..00000011
|||
1
_ _ _..1 __ _ _11111.
Exhibit Exhibit 2616 2616
State of Minnesota v. 3M Co., Court File No. 27-CV-10-28862
33
zzaattiloonn,, aanJ:Jddvva&pPoQrI'pprreesusuurr eeaarreegliiVveenniInl ltthheeffooll--
Towing tan; lowinl table.
re PBararleke ep[eYm|]rusHyi2e5EpxeRnRtonBE Compound
DMec.P0
DBec.P 0
Mol. Wt.
Llq. Dena. at oa.O" 0.,
J./oo.
Heat or
:::~
Eire or mors cath shore per morilr 5 4 44
ceoommpPosGeieddooff 1100%%oorrmmoorreeoofff1lluuoroorcaorbcoanrshhbaavoVinfnnsgr
three or more carbon atoms per molecUle, 1s a
ac...Vap.Pnls. p :mm.)
ore m-183s---- Oal'l----
.-88 188
oun. pam... 41 Oai'Jtlfl-~- llul---- -f-7 :130
L[4I6 ....., tfua
ws]1.113
6s,8m0]0 H~7a 17.41
on. wa] oO&l'1tt ft_t___ -o--do]-----
Oal'at. ------ oa. -12-
s8o.0f ~ 2---0---|--o---]--
23 [a2M-II
1a)1. 7ll
6w,1o0]0 BTeur.a 8e,3m0]0 STuug.a
Oar Oal'u------- alluml-]--- 061 0800-3
11.s6]6 fa,GmO]O -HTRur.6a1
r Orl'--t ----- ---f do----- 80 3110-6
1w.o8]3
ne7,400 M~+e7n.4a3
demain (T in degrees absolute.) ereatie ascaersbolacldolscs when aud The above fluorocarbons and also the :mlstUrea
ggersetaetdimipCrhovepemrientaorvepra -- arnytthhinag iSnucahny&weasycsiuogn-
TTEhoorerhrceeagiyaacstiateoreooeerucnasod,aldesoowaccrinalrycedidbssses,wW,ditRhnaotoiyntrsne:e-.toaooo3flXrTlii0Scrcc,oo,aellnnoooroarallrn-eeos-scicssooortwwrHrrrhohGoeseetRinnnvveselsSiHqoaaMulnGinDidd.d. oe of little clhdemoricaloascstiovoitny;. Tkhaeytdaoonvoit nreaact mewith
3s>o0DgppphnC eeoreowoesvrvitcdeeeretuldo nctauctitninooccddfefotsohnsaea nhuudetnaecvntlpeahnarntiniBhnltohaKiierrgbehaefBerierorfrtrutio;aesfcAbel.auol.nunevm,o2cBdrte ooaywtcchaeftto\ahrnrnbtbetn lyuoswynunuoo1sssrcre0hbitst ovoowafcfsseteormmlnlelmetlaeys ntecmmt-atuftriloidnolvrieeneec4
stpTohtehkrieroeaynerytdgaudecrooaeh.cswni.doiotttoTThbrihuurweernhisnythoooddffsroorttrreeonnaganococgthtteawwBhllhyakiitddashrrloioolaalxxlsCtzsyoeeosgreenwwdnnii..idnttThhaTahrhywweeteiyayehtrdmed.,rso-. 35scsacsmlarshotooaeoolbsbyootechscetisnrrneIeabaabDhicrlstaeeio\oIo'dtennouoocboTfserabeeeotenefatiafrWnbrhSeolsieumuvcbbnhsoseStfxteaxrpnomaoltnooimlcasyilooHntqsnosUus5acAbnootunu5LittdiSuehhscsaactvrhoeeaef
TnecESpraeoeLalmrtlLvapyrateeurrSaaraecocetstitsiivvawveaeneintsmmdhdeaetretn(eaaaayallcbsc,ooh,tfusoototuuhnnccelyhhyTmeaawlwessiitttasshhhlosedottaihhauted.mommr,odaaorTihntrheeaecerlecyevhvtateeatmemteeimdd-- 1_6ihattpCohhetelhrreoer.eemsaeccicooostmfirioonmmpngamoourprnfpersodocrc.d'olauetroobchfueftooBno:nB1ueflruaarwdeottoriho1smtimn.cseishabetaoofnrndotttdh.hhmceeecamma%hrerobbloloetooocdnneUi%eslhBe.a,ewvtuvahieivnugrsdges
rh"treeecemfheieepmrrmsectritcaooehataulalarnyeddnsinTieeshr<elmrtia"ym8biao5isdtudoeuut.dssbcenbryddoye.idttnhhtetehhhaeaeeocbaushaotwp>vpepw.eiepnBtnTohedohteeenedBdcydcScTltaAeheeiiaTrmxdmr"Sas-4o&0O pdSBfleeuOuertroernmroroicmictpnktairiErnknbobaigocotnioeRofSnsson.rwhootihffcehpbmfrriaroospsyteebrrtitetimeeesmseptloohoffeyetithshoefe!soaeeftipohHnrioeghaphree!rdr
lSooaaFhcfobctoerTthhrraaiaaTsottttmoripcrymasyet.ratyayteptiTereiihargHelial,yasssvvstidizhpuo.epir87neto5oo00Ittsh6C5er.sFe.,fauicdsFFtieounusnrwretttmthiheetpehemmorrpmspm"eteoPorirrkryoaebernt,eauxtaoareehf"t _iiennlggOOOsnthnniheeeveepseooerfsfmo1nc5ettesehhwsceesfaRwlSeuslohueomsimrceoaihnectnamarstrsb,ai,ooyhoonebfLsreTi&aeesetamtchcchiFpeooielmomobfnoypop.heolouOldbuousNwnfnnIomddiArneEagttp:hh:reeesrrpeeaossrf,-,
tsaChhushiSeacvusreheseaeectffdtelaueminoonrrtiprotoshechtcrieeiaarasrtbabpuopoprm4penseess.nn.tdtdheeeTTmeddhhpreeeccetrlataiaeesintrmrusnmmrsorer""esedtfhfteeeecurrhorpssmmoetoa1p0rlOtlhhysmTeistaAaitaoabbbnblooelvvCeoy"e.e"f 4418 mmeebifqifinuxeeivciedvotda.iafvocllweweaeintiiptttnnathhlttoocyefSasiffnnttrareeoleloymlymnzpiGdl1n1aigvstteoioedtdhde55.ed%%,Trc,cehdaadarereecbbpptooaieeonnnnndd11iipin5nsnggaiunnunpsqtpiguomuocannnaanitttntteiehhlty:yyee
SscWSThhhhorhaoewrewanncsatniiepnDnerrrioasyontinollciaiunsqrtncueuciiaadedwtddhsstSsttoeaoamilttleveppeaettnehhrhtaeecaatuoctaortivbievoooesnvneneu,0op:8nBfeulgSuiotreoorrearsoaocec7sceca5eaist0srnbbAaioonnsnCnd,sd.s. _0_IltwWSyyYohhspcitieccamhhotfiihixIscsertauhastereeaetalnyiJtcseesitdhtoheentimeotnwp1tlHhpho0laesyeacecstdeseee.idmcbiisTpenoehsuarebsarirtceuaeuarrnaecrbctioinRinoneoennccaeccensohsdspuaeascrmnraycybbtceat3edor-r
wsTotfraaoxoritt.tmhinhnaeegTgsrhbuSacesoeomyemmns.appfroeeouiunuandsdssetfhffuoaolrtaastsyhtneshstoehelvennseisnestwsSa,Snairddeofra&roicgnmaeurbrmabenobntesssr,|60 ettnoTohftrfarreoyyorcruteRregtehhhese3ultt0hlrhlte0eesa1cccaa0thhtitaouGmnttmOeebwmBbmepherpelC.erlreraaI.tgktiauhhrsaraeeevvsosseeeumsoooopfffbbeltturfafaosrirormnroiaemenmrddeeissaassapiPptponoiafstrrsofeeshaxcnecie:sd--
mmhGcirauIauVytiydddehebbaderseseecooabcacbvterttieibianoooninnnefIeoppddnurraonoobdddnyyuutcfceahtrtcaacoictthbtotaithonamieinansnaeleoelddnbddesobinywsyfktpihfhDluleleaucaaahtotrttiroiioionentnncggeaoworrfiflfbh.nloitSeehnhlylyseee_5656~ otDotmhIrrhasdetdheeepprelroryrorfoofdmd23Sh0eu0Oe0lc"0tt.eiicoCotounn.aaa6roror0feef0VprtterhlhCeeegef.hietGdbr.nreeuessteBdiir,tcueenkldmooamtpfflloesuuonrsoatlrytoouasoacrsasevtArsfbehoaoovrornnofdissritinnhnoogggeff
doteCiimnorvnpoipedellnseododys.vibicnnaygrPrrerb&aevovicinai8ooetiiau1nsls9yas:tncastotooaotrttfefomimtmtohhbonpelestpvssncchihheatanrorreaaScocppatfrtoreeee:rrfprpilauSaarobhrereoo.invvnieee:Bttulwmmeutneoheeremisnol.h.e-- 1hao8I5tfni1sgshahiSdedoereuhadqlmduulAbabototseleeeUucSTmnnumuddlApaaeelrrTrgiossi,rwtdnOoeednoooigdfdfhatstSnthha,dae.fasbetytbutybthooeaaatsghFlsLaatoteihhnimeepsattrsppaeeXevarxrafccpDfrseloeonnrI.sidtiaoio,ngsandge..
SobcSBhanauirrtltpyboohhfTdanaaivsviileeebendydaarlbbseloYyoafczrbbtoecieenanaeessrgnnoobcnnosoSanuurofbbnftossethttnthaearnwenatftiTirhtaaeehilsloslufyyrtlldutieLlioi.nnirmggisnei(tteexCeexpFhddpOlal.ottvoosoesiiatnotonhhnondeesst 6600 wSuwobhpfuohioiincccnrahhLttfhha&tehhleytKekseiritmnreilepdadeaec.omctrofitapfiotolnccuonaary1rreeibbsdioonccnnaootunnwnhsdddie.euuedhcct..ithtgeeeThTddehVhtrvueuasmpYsroygptdrreidaearoeppapnuptheiueinotnrtfsdeeditirrnneheag.e-gt
hcPCpnooeereouxuandanutuftoleecaruddtooiiofefrooontorreotaoaohepfnpapenrrc.oeooaeXxrb(<immroCaGne2aLaFtmeltevale)yy,ntr99daww5f5sh%lh%uibioecoeorhhfifndttgehtJhoWoeeg(gAppeCoIrrthGooFhebededirH;r.citctSatsaenocoosdf.-f 15.Dqa"ScobuooNoiavervleeresSsirLuauacEnhhhtEgeameba,,spWwbhetehherheaaernatrkeutea1rasKkOesnu.naaionnnnodwwatanhtddoses3booiyhrrvippgtttethhiihoeoeennrxtncgrrpeacreoldrrdedeteeineotnmonafafTmomccefehheitaahoorntef-f
.teuomhaeealestmeieErtiirinxaevalthuucvbiritooie1ooo1hFn1rtsnaaig,sebtaSbhbhaeeeoonenrvdrneeerrwmea-eap7apsio8:onrssdteale" Cddr.ib0acseTishCcntoigoosnneustnamptviieandatliielnunnrge tteilifssiiioeld=ldn-- 65 "4tpathNrhtoeeodthhrurreieceetta"asclTtohtotwuimaoor.esennerrbaScetvsh.eheepsanam.meipmpfdbeobereturearantrduthherheetesos..FggaraaissvFFecerroonooouuemksmsxcoaAthefunhhlaeladeenn..vsvotkaauupprtaealoeesrrntuoolnuooetsfssf
haotcchoataranthrbtotoieannttrmmaaaioifnngfglddhuhitotTfrlccoiueodoonnenrdititaanaoi,nei,nn,dMwhwiwiihhggaihifhsceeah,srr,cubbbhBtaojoOlhiewlviceiEnnetevggvtaoeiccsrro,sommewmmpie>pepreearoecevuuulnnmledanoentsvvdiocoeoesenrffr
_T_0
70
sStocpoForilonouodsotttuiniohnctnuetestteEaopruuerrinnee.rrmrpmeeiaooaasevcvscseeiet.deesSdstuuhiBfcctrlhhouueuoopoWrgnoivhhnariite.aico,(h)ntBhnasysyneddkttrrhyhoooeorgfrraeeeaenonrnlffTaJl2alu6oskhoarmmonliidaknaneyoye,
iaiostshulnofhaclfstail.cteteiiehnTdntisstowraarrimeieldsaoiebduumneunntiactlfli5teriomSde,ppikxieaenntirurmfhsrateiactytwwoofaftaphssddreoereeedfevivunneicesirtiteinoSooiIbHnddtAeeaeoIvnifnDnitidGieofneOdleencIacia.n:e- _5TcaoTagorograoabseotsohofonfcemmesretcehteitmiretdhr,lpe.euWwprirsehEteoiepepdSraasuer,rcattaeathdflhiet.~ieyylrnti.aawhrooefhfF.icCca1tohohhsleelleetehocvvsetcaeayordrpiiaroooooruuvvedsseeurlrcefSmtwldausbaoairtnmreeortreo:-.
oon roduc of Soaring 304 oasbon, WHICH 1 tion. It will be evident that production of a re-
action product of fluorine and carbon, which is
7756
condensed from the storase chamber oy Peston carbons thUs produced, the gaseous products are
condensed fl'OD1 the'stol'age cliamber by passing
22661166..00000022
2450087 ~,41UJ,0~7
thcthoeoelmmintgthhrrmooeuudggihhumaafrfIreseeepszriiennfg55gercachbhalaymmbqbeuerriidinnwiwhr.hiicchhAfttthheeer dfderenanscsatatitoiinooannlidinnistaallailtiqiquouindi,da86aiFirrratctrtraaioppnasannwddersesuub(bsRsekeqqeunueenanttt
mrfciaosrtosteltilnrryegemmmo1ovve2iidnniggumCCCoF.i,asataptnriidettssfebbGrooailibll:llncyggalppitqoouiianinpdttpooraffoirxaa.ippmpparArtoofexxtlieiy.-r ppfrowoaieilcnngttthissotnwwahdhleeetrrdeeeirsmttt1hih1neelaatttteieiommonpnp.seerraFartrteuuamrcraeetiionaanenndsdd wttchhoeeneresmmtaotoanlktlee,eccunultlaaha.rert
Hama-1pop78apnpstrsreoolxoyCxCfii..mm;d-aoo1eatccct2eteta8alallfyyf"uiluou3-oCro3r0o.ro8bopuparrtnoCCoadpp.n.a;aennCttoeC2hhFeie(<6CCatt3awaFwF#aoot)>1iia1isaspssoonpmoomdrbeboerttCrxlaaiiociiimnnsefefarrddtaea#caacl3y.-tt 11 BltwJiaetaoeitttontitwgeneaearhrettitnibbo.oeenndiicennppetggrrerootrmmccmaeaeiasinsddnsseeaobbtfssiyyoiitmnmmmhusueeellatatcranaeonnnsmmeeopoooaffuoiunsusaaellnydydddeeswwnncisioshtitinhahttyvsyttithabbhnneaeagltl,aaffcrnnroatacchnccee..e,-.
aata-4itr4ro7oee.nm7sooCBbboct.itf.aaodiiaarnnennoeeccddddaaf4+rlGau3b3ttoonrttCCoee.b(.mm,upCrrpteeeaIessrnrppaFaeeetctcu1uCt3triri.evvFeosesellolbyyoo;#f;ftt1thhaaeappeafpnpafrvrdtitoovesXxCe-pni-c"ipcmm'ar1aaerooartbxbteed#oiall-2nnyy 10 BsEsssiittaevvaacteennwllhttyyebbefooInirlnniallcccciirrnteneeiggraaottsnappiioionninwigngnatotsssf,t,eitrmmmeheimeipfxpxretectaruruoacarrmttteeuuossprrnboeebaaussotlneiilddwwinnsegegrirheea8a)vttooihppnbwerrgatooaiggsicnrnraoeeeemdsnsde..--.
caamcacrtaatoarrbetbmbeoloolnynfnyl2u(<52(oC3CCrdioiiFC'1Ccif.2ao.;>;)rabawwnoahnhdnridilel<teteCthoh5tbeheFhtse1seaosei>ovsinieixeXvsndc-o-aeccabraattnrbrabbotio-noennenmacdpaaatettatarooootammrmmatpuf:ffbrfpllilueruiiosooooorrxrrnoooooi-f---- 10 EA_mmta{laasaarncssnisnhwnuleauemrfsmrraaarhhcnneyytdmdiddotorrtnvhoohexexeidwinnddpaeebpsyuuaarrainneflrdldftereidarppcbnbhhtfayyoiotopssePinppaaahvhssetaoosieprirdnodnoorgguuiissznttahhtpprrtieoehoonnueunttg,goohhxsxciaioppdmdnoeoe.-.e-.
eaacapa"pTcrpTpbhrooroopfonxuprxiruam<ciirCtimatfi7tyyaFoe1ntl4ttye.h1)h55lee11aryfrnnaeraeenanwwocddbt8sictcao0oooinmmnCaCpep,t.odoerruudeeaninsstdppdnesestcetctthmttihihevvuspeuelesaslyyrom.a.obtetbumatraeiaisnnneeo-ddf 111~51 dAdaTeeniTnrnhdsshwaetaethatiiesffoolunnQreuomuaaarnonnotcddviaoteppribduueommrsbnpypasibianoanaignlgnat.d.iedcnrmmenidaxiatxtAetueurvrreaegspsitovbthrehinuzuasosItaipporrtnneeh,ppeacafsroroeenldd-
npnpeeoaoenrtyctraaahasnsnbsfsdiirdiutrautmchmhrteeiehhonmnyynpadpdairiarnssoosisxrsxneeieigddfddtreeatihhncaarrtnnooitdoduuhneggppahhhhvtcoeoachsdrshappiaihmohmnoubosrtberhooerSuuersussscoscoparponemoentncnettaataooirm.xinxbniiioadldnnnnsegsg,-.
and the quantities obtained are given in the fol-
lowing table: lowing table: Temn
GmmAeananyyysabbateieirorrnreeemammnooadvv.ieepnddulnmbbgpyyiinaangllt.tteheremnaavttaeerivvoaaupposorrfiilzzuaaottriiooocnna.,rbccooonnns- 20
--
TABLE
5.7zpec.|
y-lums[purater
fippdrooeuIeIunnnnnsrdadaasatsd,ndi,odgdffinrriettaaoiiaccoofnttnniidofottnnrpoossouwmttmweh2herpee3reienaagbbrrOe,ooetmvvmoeeoovvdd8eee1eddffioionOnviviettereertftbbrhhoooleimllttiien8ne1mggm"Cppcceoeortmrmaa---
Q | e i{0E00Hal Compound
B.P!l.D.eg. Volume
u
(liquid)
Parta
Percentby
TOpp Volume
8 ms0trrueoimrneCeeCa.mdri.;;atnaneaaongdncudieodafnrofrsnrerfeiososfseimimrtddo8duuoms0efeowfw2CCh3.hi.utictcCoohhc.9w9tw5oa5ras5sCCso1.s,u.u,abcCbafbssft.e:oteaeqeqfrulrrurweowienhmntbhitIlicl5ncyyoh1hetddxtehneChctet.eeeersrtrrseo.e-s
221'1
Gi... ..oo| OF,_--------_------------------
CtFo--------------- ------------OaFs----------------------------
SSfif c,Fio #L-----------------------
omfin9e5d tCo." coTnnsiestaOchf floufotrohecaarbboonves biodielnltnigfiiendetxrcaees.s Mg:~e::.w~~~~A ~ TI
o8| -128
-78.2 -38
43-4.7 mul|t3.0
246
54.5
57
12.6
8 5 37
8.2
|24
5.3
4 HEHH 6
1.3
Hstoiiofovnne9lss5yttihhCneec. rmmeaIaatnsteierenriagiaacllbhowwloalafissntgffhooepuuinnanbddtottvooweihhtiaadhvvieonnetiaatfhippeerdroosgigfrrsraetesces.d--
0
Mixture "A"=~=-=-=-==-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=
S Gitiriigr o:: || ~fx~ure-ii.-.~=:~=~:=~ :::~:::
23 23 to 61
61
awwadl 61 to 80
25 14
3]20 |7
,;, 5 3.1
ff4.4 131.5
s{tliiuimvremeilstsysoissfnhhcfooruwweoiairnnsoiggcntagthrhabbasoattnllsthihnenegosstpaeosmmieneeptaccrwoaonibntslshieiissntuteentdddheeoorffsftmmaritaixexc.d.-
30
Ade-- o. i1rx~tre-c.-~::::::::::::::::::
Residue._-------------------~--
dw80
80 to 95 95 to 180
ra3467m
if1.3
.9 1.6
btbttuiaoiolr"iolnelTiinashnneitggoinnfpppggorfoilocciuncnoootentnrsdccodsioocittmmaiifropoopbonnroosusuunnpusnsdrsdesoensdd,do.tuttcoo+i_sensspgeeapprataarhrbaealtsteeeeutthhnneedeewddreefffciiroanaimictt-ee- 33
iiuuief mun TotaL____________________ ------------
100.0
Afurther exemplary proistcheefollsowinsg:
h`:hdPeieoprfTrueeeohniriednneusnisstnpisppsrneideonccocinosiefftdisiccsccaaoololffnllpoyyfnoirnrwrfeeepdcdicretiiotttrnodoeeetdduet.dh.cho.dieenfAAgmmSSagatrtaahataebbrenrioousiavvelaleealsstnieiiaenndnnwdddidciccacssaartttotbeeeemopdpdn,ss-, :1!1 pOpxrrAFiFooidxxinfneiiueemmlrlaayyattnhtedeecdlllriyypvveliixda22dceeeedmdppdeep""rrilNNsacnuereuycn&ncththpbaraorobbra"ycy"teswwwwmsaeaaeisissidggtmsmhhhittieoxxfefeooofddfsllhowwmemwieeietttrihrhncciguuraa:rorppini-c-c,
`SmmdGonbiba1atity1yiaabeimibrnnoeeeeenneddyetm,mkfpfriplrsonlooTmodymuysemettdohdih.f.neepauTacoTmhtcwhiteoideoofncecnariaoetrotodafanfilo,yy:ffrelsOltuutgFeooermrcramiiponnnplmeeuloplooaayoynnteUeedRdmmddemmecrsraaccacruyuybrborobYynon,e, 10411 TpaTaohlppxhikppiicdsrsreeboodbxxoaoihiunmmatadtaotwwthepealallEsaysylcett22echhtd3~ereinnicnfpfeepfleeaulattarccbnloeeoaonddncaIgegt.in.namn8aTTadhdh22moeeIainioinircrnfcoohthnsnahiirpprenoioieeppnntdeeipparwwiiotappansaees.
Ltrattwaanweiiotoncnimiitoonnfo.rggnmmaayonnT,oryyhraeeleaounnoormeeffeiatttnthchhhueteeerirmeeoaoaonofbbf,horo,oavvoIrsereroffbnmMree,roeetmootnaarl&mlasscsaocctoomioorsrmmpfbccaobicoouintmnmnoaaprdtpitosioiluooyucnnnnoeddnfoos.fs-f
_
fptterleamomcpmpeederrhaiaonttuuaGrreneeneebbrleeeattcwtwtoreerieecnnafnu23dr5n50watt0icooteh33ao00un00td CpCmu..raFiilFfnuiltcuoaaroitnirieinondenegawgtaaassas fproamedthtehgreonuegrhattohrianodnwitthuboeutaptu&rifFicataetioonf wapa.s
stfsCfheueileccccrtrthhyeee-dodbbafyywmw. iauui.tlTtsshhgiihonoaneuggmutatraaetttaehrrhcdeeeetaaiCccouuotstsnpiieeoophnneooafrfscchahbbaaeSsimmeeennbpbpgeaaesorrarraratmmtitseeaCfaodadccnceaeattttoaaaooirlflfinyylismymsnttegeer8afr.s5--s 4415i ttpDphKhraEreeospxsLorreieemXdaaaiIacctttthtmeiihroloAeoynnu3L3tttgelluAuhiimbbttlpeeeeterryhrsswwiaseppetreeruieerrrrohheccnoooouounntrfrudd,.ebeNnneaTTsshueheadeddet ippiaanrnrioorraaddautauecccncthhtdsosaafmmffwrbreaboeorpemrmer-
`Pmcmrueoelrvr:ciycud-urairymny.g-aaalmmmgeaazalmelgguaaartmemyadfatocteeroddpcpaccetoorappoptputeeibrrinsssccgcrreetoeeornnncii,nonggnT,,thattiehhneetirnreeergbsb.ayy pperoravtidurinegamewrhciucryh ftohrecasetaalcyttiiocnacitiocanr.riTehdeotute~1-s
90
ssckppuouueunbrbprcissiteffeeiinqqacctuutaaretetantiintohtoetlnneldyy.tcceoosppmnnouusrspdriiiiiessffurttiieaeemedtddduhrooyeaaffdnnrodda4ofsttilffrirdrqereaeauaaccitttdtsmimioooeleanninniaattrtttieeoawwddnni..idttahhnwTTdttehhhhreeeee
ofnpeoctrtcatccturrihritteeiiccaacaltol mwppbrrhioonivvcaiihtddiiitonnhnggeoiirftetabbhceeeticossauunrffbltilcosciniecenaantrtnllrdyyiefdhhliuiogogruhhitntteio,os 50 tctprrroeoenadactutmecmnteetsnnrtatfteoWwdrimtitsheho.ddiphpuhehmodosspphphhryooodprrreoooruuxtssiideesppeesannonttlodouxxtiicioddhenea..raa|ncTTdthheerea.
SsOOeecftrtf"rtheiiEebcbexrteereddtmppwhpooweilssiasiclllirbobylbbmleeeeobfvvooiaanbborvrvaniiiitoaaeioltot1uiipnSsoornnoottscosfoeiitttsnhnhhseootthwsshceheeeaSirpspbcklrrhoooilencclheeedaasdssnss1idnababbefttlooehhuvvnoeeeerieAadtdmurree~-t,.-.. _53 !eeFspsxxerttoaaimemsmdaspuiplooncleffete.sd.aappfioppoMnrrrmroootxxroehieidemmattuhahthtaeaiaedlnnldyypoottrhnsnhoetaaepa-t-tethhgregaatiililvWveffeehsnnoeoaffIinnnnttdahtthhtheeceehtmmppaearrrmateeaptevvceeriitrroioeiauauar:lss-l
TppfoollloloEFlolyyixoWeneeweddmiilnnyttgpgooldppaipprrrvrryooiooccdoddeeeufudddcucouere"nreNee:tto:hhrpeierto"nnceeewwswassS:wfulphuoliotacrochocecahdararabbsoosbnnessecniiosspepttmhehere- 55 hchtrGueiairgmgrreehhbaeoei-r--nrn77rrea8asdatttioioomCnC.oos.,,fftfhffffoleriruotooomlhrmrieoqocucWwmaaihodhrrilbibeccsoochhtnnausslIitettehh.aaliYwsvsvaiihaasnneppggnoppttbaahatrrrate.eheinnetntoetreomrdttrlmhpemitaoaehtotrreaarenae-
rtnraeeunadabFcdcetitnaaiitewootlannttythshtoueduibaobovpoteitpdphhrepereodrrorxoveieV"inmnNidadddeotwedwreidialttiy"ahtthtwo2ason5annnseeioopenuueltncatnlhldcedeetewts,d.wiltiiTTtnohhhnhaageeanncccaooonaippprldpippeleeeet3rrrt 6600iiicnnnatsTTrthtbhhheoeeeeandppAarabrbeoteoofoccvvmeeeemddseippirnntrrcoggooueccterxeehxiaddecamuumrpmroeelpxoeliwwle.dea.aecs,sulrrepeeoppwweeadaasettereoddeb'dteeaxxiecncleeeeppdmttetntthhthaaaanltt
ti5ittanau0nll'ccbssohhoefeoefssftwhmmiiaenenserdcdrocaaiuiapurarbmmpriioeercentcot.ehxcerihir,ro.lAiorlairTTritddoehhelleeleyiin"o"n2tfNN5thoahoremreiiniratr"cal"ahtgtccieiaoooosmnnatootlfataofiien11nndggeegrddcraaaoconmpmrrdpyytetssoor2--
_
iwWatannnoesttittiwgiemahmaolftodoeonnotfyyofhtlfetwwhhmraeaegesseacrccuaucthasrsuireebobrddointocnnIpi.n.nrooxaadiAAdunncpept,paaprmmwpooarooxuswuionmndftxtaeortuoioeenfflddmyt44%ea%o%%letormooofeefffemtlnattthihthhyaneeeel
||
ssC5cc0hrraeoemeefbnnetiihrnn,egg cwwaTaarhsbsiooppnrllia.ancceeeAddgraiionsnlleewoaaaccfshhampeeannasddlsgeooadffmtttahhhteereodrrueegcaahoccptttiipohoenenr 6655 _itIonMnutatothlrheoeocfllaitirqhqbuueoiindrdsesasttchaataittvoeeinnaagpttro-1m7do8u8r"cet CCwt..ahsaaannnfoddutntthoodrectceooannrscseiaimssrttbaooionnff
||
rbbt{cueeuehbtcbtawewetmeieaabeoennennnrdd.44c00tth0hohFaeelmuaabttonnueurdrdbbi,nee66e00wwt00ghaaeassCCs.phh.wreeoaaaFFdtstrrueeoocpddmtmaststosotthiehnda8ee oogtttehuauemstrmtoleipepoueeteurgrosoahaffttautttuhnhrhrdeeeee _an"flaotuotnOOoom-tmrtehohssxeceptirarlooroccbttsaaohhittneevaaslelmmyysTshootetalsslsevcecwwitunhcihlgioe.icnc. hhmbeopptrrr.eowomemteoohnttaeecnaaartssbhmmoroneooeotathhnc,,dannrbfoolonnun-:-
| |
"ssCrvaooeoaplllapuluocoetttriciriotooffennnoodrraamcmonnhvwddaweemreiirnrnbewettelaoorelt,ede8adrtth.tgghheaarrssooUpoouunmrmgodgehedethtuerea&rcrsttsswowohdhedihienieuurSrmmegebaohttsvhlyehieyedoedYruyrco.soocwx~wnaeiidenrdldreed.ee 7700 soSaonuufbroiccionncncv-eeeeeesasxassmxpffreeuleuonillltsilryiri,vo,ooennmmniaeraixednxntatducdcuartrtieSaeoasllslnuuyoomsmfbftiisemnmm.teuwuermmrIec,ce.uunrnarlIy1ychahwwcraibivttoahehanattaihalhlnvssnseeoWodoohuutteifssshhlceeueehddr-r
Hectiooornlnlsses,c,toeIifttdrwweoaaavscsetriffooownuunnapddtreropp.oodssusiUcibbnplldeeeerttrohootcchuooerlll.leeaccbttoAvaBbeOoucuEotnt1d%i.-t tatthbhheeoessveeetccmeaamttepaanleltyyrissoatttnssuerooderrcsmraitiawaxlbttyiusrwrteeshss.icooIfhfticcaaaatltlaalslcyymasssotteosssthaain,rreewuunhssoieecddnh,,
l"ltTTehrhseeorrfeearacectaticiootinnopnprrpoorddouudccuttcsstwsweperereershseeoppuaarr.raatteeddbby-yc~onn-- 77165'"e:etxhxp:pelloosstiievvmee7preeedracactttuiioorennsiasaOotbbttwaaiihnnieecddhaararoe bsbmeelloooowwth66,0000noCCn..-,,
22661166..00000033
s400087
A he formu Sep nats of il ehTuiougrmhveiehrieasmFrvooeedlubtenycdeutltoeahroasrteaAwmecdomitgmsehfirritcreeurpnabyriuroiedecMtuaaaocnlonnttesrdsi,pttkotsesSAtpdcahodeoinycrmtaipoeotbfonoiuamwrolnealedrryuss-d, 6tt1<aGenpo6r.eoui%cnaariactramuooErmrwbmaeoenndrdA3atSmt%huipoeo.rseiao,lntfeeoecTmt1iarA0oo9rTnr5a.dtic(iomiasfenr2faob0lrreo0seans)teciosn"tof3Tnfih%sSeog,thhfhinuERisoasicrmmGnioanaiemne oftoe BorieJ Sith Peoponios(CHSOFiosSE (CAF Sirus, 1
8
but I have found that mercury and :Its compounds the formula C&F1o. Separate analyses of this ma-
permitted the greatest reduction in temperatures terial showed :fluorine 76.4%, carbon 24.2%, giving
and thereby induced the greatest shift toward an atomic ratio of 1.995 <theoretical-fluorine
higher molecular weight products. Additionally. 76%, carbon 24%. atomicratio2.00). The Raman
I have found that no significant portion of mer~ 5 spectrum and the electron diffraction of this cotn-
cury fluoride or aluminum fluoride passes ovrr pound give simple patterns indicating that this
with the reaction product, whereas when anti- five carbon atom :fluorocarbon can be either the
mony is used the volatility of the fluoride is such neopentyl <CGF12) or the cyclic <C15F'to> structure.
ToT ase oFrapldl wti h reah cion roduc __ 1s moles weght and ants however show that it passes off rapidly with the reaction product Its molecular weight and analysis however, show
S54mitbesepleniahed 10 it 9bethecelecompoundcorrespondtinthge and must be replenished.
10 it to be the cyclic compeund corresponding to the
"Te oom Turther detalled information formula The following is further detailed information formula-
wih respec ta the chemical and physica char. on with respect to the chemical and physical charelerisits ad also the. willy of the various o acteristics and also the utility of the various Huorocarbons and. mixtures thereof which 1 # fluorocarbons and mixtures thereof which I have tained bymy mew process above disclosed. 16 br, have obtained by my new process above disclosed. 15
OF1
o'fs '-oFR
I
I .
CF.--OF1
emrivenomars sibencbeeittsmeorle3c0u8laarnwdei3g5ht, hcaosntboeremnidnsgtewrihm.intethode 0cTAFLUOROPROPANE
OOnneeoofftthe neww c comopom undp siisso tthheu eooppn eennd cchhas aiin oofr
since its molecular weight has beendetermined to be between 254 and 25S, COnforming with the tthnegorreettiicaall mmoolleeccuullaarr wweeiigghhtt off 225500 ffoor CCi6FFi1so..
albhati Duororroon contaning Three CAman Se pesmi a sone Ts Sra bs aliphatic fluorocarbon containing three .carbon The presence of some chain compounds of the
aattoommss ppeerr mmoolleeccuullee aanndd ccoorrrreessppoonnddiinngg ttoo tthhee 9290 ffoorrmmuullaa Cce5FFi1a2 bbooiilliinngg at tthhe ssaammee tteemmppeerraatture
ffoorrmmuulla CC3:F!Fs.a. TThhiiss neeww commppoouunndd PpOoSssseesses rraange probablly accounntts ffor tthhe diissccrreeppaanncy iinn
Broperies very mich in, agreoment with (hose Irlbouarweltsof heEascve thhe ohecnk: properties very much in agreement with those molecular weight of this faction over the theoret~
Beehinicn Tom theoreleat comideraions. Ty molecularwelentofthis faction overth theoet postulated from theoretical considerations. Its teal molecular weight. Other physical properties
Encaculas weht a dstermined by means of the LAL lecularwelght, other physica proper molecular weight as determined by means of the of this compound are given above in Table I.
Genii balance wis found to bo 160 1m direct 55 is comonn yuctoalaly useful for Slow density balance was found to be 188 in direct 25 This compound is particularly useful for a low
conformance wih the theoretical molecular boiling point solvent, freextinguoirsahheart conformance with the theoretical molecular eight Tof GuPe Other phvscal characterises ponPont sl weight for C:!Fa. Other physical characteristics re elven in Table 1. Separate analyses of this are given in Table I. Separate analyses of this
mmaatteerriiaall ffoorr tthhee rreessppeeccttiivveeSee lemeensts oghivee lraeisuilttss
boiling point solvent, a fire extinguisher or a heat transfer medium.
Cif
Stree fuoinets oun stom ato of 150.0ADother otfhese compounds a the ing or of vine 80.5% and cashon 10.0%, Which 5 3 anotherofthesecomptostuhenridngsor of fluorine 80.5% and carbon 19.9%, which es~ 30 Another of these compounds is the ring or
tabllshes a fluorine to carbon atomic ratio of 2.56. alicyclic fluorocarbon, belling at 51 o C. and hav-
aS. Cr a, some rie SAR RA BE Thhee ccorrreessppoonnddiinngg tthheeoorreetticcall ddattaa wwoouulldd bbee- iinngg ssiixx ccaarrbboonn a atomt sppeo err mmom oleleccus ullee.. IItt wwaass ffoouunndd
fluorine 80.85%, carbon 19.15%, atomic ratio to have a molecular weight between 300 and 303,
is corcesponalng with the theorsheal molec: ~6T"~Thhiiss iinneerrtt mmaatteerriiaall wwiitthh iittss vvee.rryy lloonngg lQiquUid 35 tShpuass vcoerrresspooefndi9n0g0 woirthCtahveethePohreeticcaolmmpoonlescd-
Can athow temperaturie in deal refigerant. biog, "lentOf 300for Cie This compound range at low temperatures is an ideal refrigerant.
35
ular weight of 300 for CeF12. This compound tends to form crystals when condensed from the
Tia and IItt1isaallssouusseeffuullaass &allowwtteemmppeerraattuurre heaatt ttrraannsfer vyyappoorr,, iinn ssmmaallll aa~mpoouunnttss,,bbuuttllaarrggeerr aammoouunnttss ffoorrmm
alow temperature saver: Ps A lig point fot this compound was liquid and a low temperature solvent.
a glass. A melting point for this compound was
Pron: Do ontaine. Separate analsee showed fluorine DECAFLUOROBUTANE
not obtained. Separate analysis showed fluorine 4400 7766..11%%,, ccaarrbboonn 2244..66%%,, ggiivviinngg a& :fflluuoorriinnee ttoo ccaarrbboonn
lbhatic Muorocarbon containing four carbon Suroon, 24%; slemio ratio 200, other physical aarreeOOtttthhhheeeerrttmwmweooemmiibssbeooermmrseseroroiiffcctthhffiooissrrmnmesswwooffsettrhhieeesoooppfeecnnoommccphhpoaaouiulnnndodOsfsr acactataorormbmboioiccnn rr22aa44tt%%iio,o, ooaaffttoo11mm..9i9i5c5c55rra<(attttiihhooeeoo22r.r.ee00t0t0ii))cc..aall---OO:ffttllhhuueeoorrrriipnpnhheeyys77si66icc%%aa,ll,
`tom to the molecule and corresponding to the P'ePeraes 0 hi aliphatic :fluorocarbon containing four carbon properties of this material wUI be found in Table
Lorman Cube To asin tacions were ob 45FSEVRA nt 0te exe faotormmuslatoCt4hFeio.moTleWcoulediastnidncctofrrraecsptioonndsinwgerteo othbe- 45 I, Tishgisivmenataebroivael.is an excellent solvent, a fire ex-
{eapiencedtihvaveilnyb:oling potnhtoeerfw~i4t7h"oCe.r423d oguishier, an extracion meda ium, an inert me- tained having boillng points of -4.7o C. and 3.0 tinguisher, an extraction medium, an inert me-
nan es, dumfor chemical eactons, C. respectively. This together with other deter- dium for chemical reactions, and a. heat tr~fer
ooeabetanas of hain. sammounle 870 Bntiogons mined characteristics indicates that these deca- medium.
:fluorobutanes or chain compounds are analogous
ool btn ad ane. The leas $0 oF to normal butane and isobutane. The molecular 50
ult of the bwo fractions woke Getermined 88 A com gta en Ci weights of the two fractions were determined as and Be respec, devising somewhat 1, Acompound corespondingtotheformaCu f2sfSr3eero0ppomaamraraantttthhdiieenng2gtt4hh1ettewoworoorreeettsissipcucueaabbclslsttti22ava33nen88lccyeedd,ssuueedwweittivtotohhiattthhissneeuugccdAhhisffoIaaimcueMlsStwmmyahlai1laln,lt
ddiiffffeerreennccee iinn bbooiilliinngg tteemmppeerraattuurreess.. Thhee mmeellttiinng
points "wero dill to delermine, since' both Lol 3a0 Liketh sh carosion Buoro- ffprroaaiccntttiisoonnwss effroeorrmmdeie:fddficaaUlgtgllaatossss dwwehhteeernnmiccnooenn,ddeesnnisnseceded.f{br2oo0tmhm thevapor, Other pysial properties of these (40. Sher Concenced In Sal amounts from 1s vapor the vapor. Other peysical properties of these two
S comepon undis agpllsoo)edLiSfn IfeDri 8a8sdi sHho0lwWEns(in4 MTaMbOleLI.
showed Micrine 305%, carbon 168%, wit Tuo. UeGUIYes orboththselt-earbon.a SSeeppaarraattee aannaallyysseess ooff tthhee lloowweerr bbooiilliinngg Sisoommeerr
showed fluorine 80.5%, carbon 18.8%, with fluo-
Sine to carbon atom raip o 21 Ghtoreial. Sabon undthe sevencaran-atom forocarbon frfliuunooerriitnnoeeca97r98b.8o55n%%,a,toccmaairrcbboornnatio2200o.11f552%%.,7, <aattthooemmoriieccticarrlaa..tt..ii..oo;. oT; Analy of the higher `boing isomer 10% Carbon 231%; givingmorinetocarbon of 2.5). Analysis of the higher boiling isomer Shoe nonin 783% snd forine to carbon 65 S10 Toof 206, (theoreteal--guarne 70%, saahttooomwmieiccd :rrfaaluttiiooorinooeff 7228..53844%. aTTnhhdee aaavvfleeurroaarggineee:ffitlouuoorcriiannreebottnoo An ome Tf thst Comes 8333 Di ca8sasrccbooommnppaaatroreemddicwwirittahhtitothhseeottfhheteohoreertseietciatclwalo2i.s5o0m.250, ers is 2.52 "Tessdoch uorobuscte uasenfulefsor solvents, Tris, Merial1s parteulaty userul usu sal These decafiuorobutanes are useful for solvents, refigerantsandasheat transtermedia. 70 20k,88aninertmedium forchemicalseacions, refrigerants and as heat transfer media.
A compound corresponding to the formula C1F1t
hfigasluusaoornarooomcctoahalrreebbrocoonunfsls.t.ahrTewThenhileiswgschclytobomdeiptsmcowouevpneednrboeb3odlo5liur0lsiasnanangtdto838d0r50a5Cl.ci.c.yaTacnnhlidedc
55
thh\ayesoooarreemttiicocaale)l
c
ummolaolrleewccuuelilagarrh
t
wwbeeeitiwgghhette
nffo3o5rr0
a&a
nCCdTi3FF5ii45.
ccoTommh.e-
pccaaorrubbnoodnn,,istthh3ii5ss0. ccooLmmikppeoouutnhndde sttieexnnddcssarittlooonffoaortrmommccfrrtyyussottraaoll-ss
when condensed in b`buutt llaarrggeerr aammoouunnttss
a small amounts from its vapor
fformoar ggllaam ssss.. TTiimmee--tteemmppeerraa~.
6600 ttuurree ccuurrvveess ffoorr bbootthh tthhee ssiixx--ccaarrbboonn--aattoomm :fflourooro--
765, carbon 28.1%, giving & Auorine to carbon carbon and the seven~carbon-atom ftuorocarbon
show no melting points. Analysis showed :fluorine 76%, carbon 23.1 %, giving a. ftuorine to carbon
65
atomic ratio of 2.08, <theoretical-:fluorine 76%,
pcraorpbeornti2es4%oft, hatiosmciocmrpaotiuond2.a0r0e). gOtihternvTpaheybslinecaIl
properties of this compound are given til Table I
abTTohvhieis.s mmaatteerriiaall i1ss ppaarrttiiccuullaarrllyy uusseeffuull aass aa ssooll~-
vent, as an inert medium for chemical reactions,
70 as a hydraulic liquid, as a heat transfer medium
cin "adIoasddiiteilocntrtoe,the compounds having definite CsF1o
and as a dielectric.
.
In addition to the compounds having definite
Anothercompoundwhich I haveobtained 5 balling Po, av SnueshroveAAntdaGirH20 Another compound which I have obtained is boiling points as enumerated above and also as
the ring or slcyelic uarosarbon Containing five _abusied In Tebls T. which have bess solaten the ring or alicyclic fluorocarbon containing five tabulated in Table I, which have been isolated
Carbon aioeprTclecleandcorFesPORAIntog 79 And 4ent1fed a th dentsSasrocasbaebonrst carbon atoms per molecule and corresponding to 75 and identified as the definite :fluorocarbons above
22661166..00000044
set forta,the efreatchtoinosnaolm99dpsotuinladtsonresouflttihngemfrio8xm4-0,0fi8fonor7rete,h,tetThhaatnttgthhseef8fr0raa-cc9tt6oi"onnCo.o11ffm00rrseeaatcctctioioonnntpapriroondduucsctutbbbasoltl1ialinnngg
fe tftshuooeureutennfrddoeotratftoochft,ptiruortaoohndlrdeoiuaicfccanarceagrocbIcpfrrortdaoianaoiccntntnhgciaoootlwnmnte oodssiwph1homasiayttvilyvintlPilnhdnarpgestgortooBcracneeipepssrsrourssooflotghghmtsrrhaaeeegessssboifmibevrrveoeteieexmlhnyny- & tccItainaaaTlrrlhtbbhiooppensrnrsfoosr,rp.paaooncrrgttteiiiooo8nnno0o"1f-sf9Am5aroroosCmmt.auamttsiuecsouotrlrcabobsenenatnzazseieonnnlcoaviieddsnutffbt,uuso4otar3rono8---
mcreastng boillng point withtn the Umtts set forth
FES A. mTableii.
5hehChaeTeatmhttiirctsraaaflnrnsastrcfeeteicrrotnimmoentesdsdi,miuummoa5,s,ta&au8$seahafynundliriannaseetrarett. smmhoelievdddeiin.utm, aafssfooarr
FFulsTu.ohoriroocctaarrarbbctooinnomnmi,swuthtMuuirrcleexh5HbTs1boVholeoUDciw.inn"egrAdtb"beaetctswoeneetmni2Zn33uoCCu..salalnnnydd.
10
hchihiggehhmddiecenanslsiitrteyyae-cxettxirotranacsct,tiioaosnnllaiiqquuhiiydddaarnandudallacss laaidqidueiiledel,ectcartsriicca..
FiomristoAuorxercdoonlsinapgo bertweebn51oC.nand. MixTURE "B"
This fraction, which showed a contmuously m-
asta obscompGiouandnrod creasmg bollmg pomt, was removed subsequently 12 he Sotart `poling compound. Gufs. Thka ttootthheecocnosntstant boiling ocormpound Cdl'to and prior
Fl~orocarbon mutureaboo icli.ngbetween 51 C. and
Tolferaction loo hidisled with continuoustloy `TThhiissffrraaccttiioonnaallssoo ddisitllsletdwwiiitlthhclcoonentitdmntuously l1n0--
fotuobne30d2.Tt was fobuy senpardate sal to the constant bollmg compound CsP'J.:a. The
aaverage mmoolleeccuullaarr wweeiighhtt of tthhiss ffrraacttiioonn wwaas
found to be It was found by separate anal-
1118
sri to'the CiFu fraction, boinsgt 60 Cr It cCcrudeipa't,2smffrgraactcettimioonpnebbroaoltilluiinrneggaaatntd5511waCsc..raeamnndodivimemdmmeadefitdaeitratetelhlyye
yeywTshsheiisccthhtooggciciovvoneentsstaaaa3ih0nf2iui.7ua7o99rr.i32tnn%%eeftoufotoucrocaiarrlrnnbbeeooannananatddtoomm2222i%%c raacctatlairoobtooohfnf wwpiareasisosgPrapntioenInethtretret,,CBtt7hhPeeeHrrmmrfaarllalllcyytsiSstoetanabb,blilbeeofS1llllltuiuloogorroarectoaerScbOnaornrCmhmbi. ooxixIn-n-t
CCCri2e se.o3is,3mP.m.fitoono,Arv,Aoeeh serrsddaetetcmmmtiohhmhooeeevcvamdfeaecbilfesdadeiuaeidu,lo,tiioieramyme52ritni0m.celnmn03elvhe0ye,ydeea,tidtiststoaihoubwunatibbteteaseocsselrlaeenyydg rrqqaebubulIppfoe3peternnnhniotCalaoto t.ratterttJtlloooyasemmnapcttopihdrdhor irceeoom,voovrpffrfefaerraosatastCuCy clcitGetntotiohPihidmoo'o1aao,ins2nfsy,tf,,|22_00e12Simeztt1nou50eni,r0ntxccecfoootz.e0friCunnrndotroi0tTeaammatiiyhCilp1tnCnPtpe,theos,eaahklcceflueksoicnoltpnhmoAc comaohhmoptiwwapremiopto nonciwosapctTiuuoltootm eooinnrotysrordidncctscp scciiSos.lohoohnhn,efanicto siBattocnanaBh.oeooitfnits itcmfnnysyymapepppmsuifoecai erersDxauriocaemxocnctocamt otomdtutouplfimsrmfeaoaroi eeptnupiiiCAoncnnAuiouaco ,cisd,onooruksakmmsdrsn nppnnsbapbltaopoaedleneenwnas wenntnsrdtdndedne--
STtcehohpinseetcfachtrihaanoaebdpmtetiroetoobnnrrocbalipolliahipnlllahlnyattgcthiebhceacrctiwaoonnmmeogepprenoowauu2oli3nnupdldhsCdaww.thbithceioiccch5ohh1emwowopCsouo.oulumlmddnehudbrssees.t 2281 LCOtsuuerI7rpePFeattr,2BSastotimtno0heneerrmoocoefflfftooethtrehhrseeeeecscaeoaloniarnctryteaeaciilnwnaiclslssircoorpeoepmprprrepreesoseeusensnntedet.asantTiTCtvhthseiallmi'ss1tmm2emiieavmxminx-ed--
o0BSoebofhxfoo7fatpnn3:2thsehs.4s4.eceeatTameTnfhlpndihdvvaedteeetsosi$2eeaavb9.h3enn3oha3lddiavylavae,issnneniiTXddRxftiuhhucmcmoeoeoaarolrrirrftbleannebaocnsecouncgutlteo- loactarhwrcchcawaaaowie~ rrtunbieblgiodotgtthnnhybyhteppeastssecetotooxohBfmfmpfleUue2io2Oicor9S8Tiwr0r8ooCmamcoRateaiaeEnnnonrrTM.das-s30"Sabsacm,treaTobarbnmsniileoisastffBifuescttiouxh,rooaetonrnTcotrdhoacetdratcehbrabBeoe.otnzbsansheol,siircho,ilyenincnsnasleaagoicmm,mbf.eeae|nltloyywnie-tioehhlnoeeef6tAan1vrlliicppohhl.thaaantesinercd,md, 8ga,tts0lhroleyer
{alydeirmined 338, respectively. tally determmed
fSiuTuoohrreitnnfeea
fo carbon alomle130 ct that ~e experimen-
to carbOil atomic ratio
SO
fre eringuiir gd, hea tunermodu, This mixture B, boillng between 51 C. and
C. 1s useful as a solvent, an inert liquid medium;
22f.o.33r,, twwhhheeerrmeeaaisxstutthhreee tbthhoeeioloirnreegttiiaccaatll2rr3aattiiCoos.s tffooorr51CCssPFcu't:a.l aawnnadds
LChaommiinmuaatiioonnRvitehthteftev2e4aatnnodddis13x%c,caarcrbbooannSHtOTe CsPH are, respectJ.vely; 2;4 aJ].d 2.33, mdicates con-
|, %%
a fire extinguisher liquid; a heat transfer medium,
Proceso, asnudd aa hipyddrraasuiliicc mista lliqquuidid. bod above55C. raFyluotrroaccatriboonwnams if%otuunred tboociolinntgaaibno7111e%95loCur.tne
Com rapordionof abensencld uorocasbon.| tamination with the five and six carbon alieycllc
compounds with a ratio of 2.00 or with a very
35
80Th
and
(byis fr
(by
addciUtfirfoerrneenwnccaees))
f
23%ound
23%
tccoaacrrboboonnnt,a,
m cc
oo'1rr7rr%eessp1poloonnuddriitnnngge
,
o tFots"(imTeToHnTiahnsJhiiIilmsisaqpqltummureiaoirddatpi,et,oaearrarlitifaiaofllrliinresIessoeuuwexfsxsteaeitefifnnuubglglfeuaauniaslsszsusheh&anilslnonsogtogldllvvslaefioeqtnlunuvtuedto,in,druat,oa,,nDcnwaaennerxbxtotUmtrrnTaaoe.Sccr,.-et ,L$atd`Co0cmiTfoct&aliolocefucucflnolukluuttioofaSortrrofoiitnntwheehooeefebtvlotoulacsairirachgnngareeraba&broaToannvronneagagalteaileabtoeboIilmnlmnoeeibfbicvcoo4va1ra2nlr1alaiu4ustnteeigipwoofapoafoiooosfrnirfnto,2t2a4b,..vv11tieeatwrriwaaanOOggaesnnesds
medium for chemical reactions, and as a heat
transfer mediumM. oers "c*
eSmhxEkoppieeermrciioummlleeaencrntutawaltlaelsryi,wg,bhbeitu;tgtiaiss vppGaerloarunbeiaotboellbfyy 4tmato2od4lbllooewywwsa.t.sesHHoobowutwaeoievrnveoeedrxr
MixTuu "C"
.
this molecular weight deftnitely Indicates fluoro-
Ficracerbon istareoting eteen 80C. ad. SSE2008 AVI CIE OF okcron tomstoh Fluorocarbon
~
m .... ~ure
.u..o...;,-...fl
.......,.......~,.,en
10
c
.
_,.
Clnu.
we.3 95 C.
aThrisfraction aiso dstileadatcoontrinuoausilryofln:. This traction also distilled at continuously tn
41
smcuSDaoUuFmroIloboelcrrocreotnuencrrsltnaeee.trh.aabassoaoavonmmnnisnospsougurnuuenetnnskislgten"msnhototwiooowfnfnrn,m,`athaotirhhroreoeemrmfrcaeraeatatairciapbcctpiopponeo`neoatrararotrotbbtmoeoeownnsbezzbteereeonnttotIonhhlnleedde-
het ver the Cv creasmg temperature
ately after the C Ftt
aFfnrraadccttwiioaonsnprboelomliliolnnvggedsatttm8sm0o+edCCl.-.
__
average fiorine to carbonstomio 1luorocarbons present in this fraction
average 1luorine to carbon atomic
rtroaatltioioowsesruuftmhle--
aJeo aafyTnoovsnurdiluedstanirwsanwdgmn oigceertcelroelseuu:impm:bddveo eiiai1otnnnl35lorgugge50rmocc8.amiaru.ottnlnauaesgTetr7brotehrfirewworeaiioaevlnemvmldableaibhonlhTu7oi1tet1lel.Lls.iscl3tBnn%ia%ooygglbrbutJbtutttapahoonopiieennnt7teoLeod1fTrd9r.rO98aa5uau5%ccRepptto;oCiiconnco.oc.nfneaaatnrn1TTbawbw3ahokaohhaln;esne,s- 5_500c9ltvhTc9e5hel5ehreonryeonytuCCtlgsls)fyuy.uuh)abibccsIttgsncttonootaonanttncthnppthhchhirrteelaaiouounaltvivnseliviieppdvdxtexreerehtooteppeepplloovvororrewioiowrtxddtoeoeipieefrforoennonnrcbcbofieooeoofmftwDfiewshtnisnhnuseuatggecisacilhrhommrolbi1oybitppxlxrtaurtratodieeouuiescnsnrrreteoeaeeennecdrdcrac(<heremSf.fob0,Oioonon0rranasettlts.odoa&--.
RWfa T2itr8nfho.o4trer%aiinnnn,ett,,cghihwwevaatavnnssgagpppeaaoeisr1enseolduSdfoueorotthrvvniieeensrreHtfHorgeaniPccua:tayirobeeaaOnltt,ns11wtt 00ora0a0gsteioCCto.bh.emeonm eroforwvw1ssie.ii5idggt9.h.-.
53
55
oaaoTTfttfhohoccemmihhisaafciaminnrrcaaatttootiierrtoorhaaiIJallsaiitpp,ahhbhtiahaootnvtveiieeccde32acc:.oxt0o0pmmi0,e,poproinnionumdudntnesidocndasatsb.tat.eelelsiytnthhgdeeuestppeerrrfeemucseitlnnneccasdee
Thi cimtaates the Bobiity of 0XBale fuorps ni1lcant change m ftuortne analysis was observed. This eliminates the possibHity of oleftnic fluoro-
Ininert Salven or quidmedium 1swet 15 3 This material, in addition to being useful as
in inert solvent or liquid medium is useful as a
cSohcBTaeararoiirevbrgbieoiinobnnnanbeaslseletoenffonorrraraucfcch tohattuitiyroooiy dbrnnnironoancbd atceateaaectrddar be.ou.oms,neo iThs,c.bhIIbc feefaeerlpDtiennRra flreggsoserper eaCsrpn,t1erit,0ets,b t0hseet)heehnneo otmevetyyiiewrIsrn nrwonyyttuo1lt,s ulohbohlwewdede 600httytthiiirudyrviorrcebdbatairaiuannonnlueedodilit1ciac&hmmlhel.iplupbriqerbqhmulirulaliiceitcdeudnea,st,nrn,t,ita,&aa.ahlttrherTIatatteanniaostsstftfcoatooaltrrrnsrmoaomtauneeneusrrsrsseffeulfHeeifupqurrluomliynmaedas,tdeaaadhidadnieuudiammimadeaid,,ld,cedxlci:.a.s--
|
Eas octtat Morocarbat of 1h rome 1luorine to carbon atomic ratio <1.59) must be
otrakbeennzaesnporlodofstehriaets1wlueorreocparrebsoennstofinthseuabsrtoamntaitaicl
tfttuiulvrrueeeossrtoosscooaommrtehbe"oenroo.mff attthheeeridadelessistriroaabbclleoe.nfpperrrooupppeerortinieestshoeoffmttihhxee-
|
`poprrroobppeoornrttziieoonnn.o. idTThsheeerfiflelusuoorwriiennreeettooprcceaasrrebbn9otDnri nraattisiouosbsfsfotoarrnttthihaeel
EE Seren and.sleh-carbon MuorochshonsIn six-, seven- and eight-carbon ftuoroc:arbons til 1i355 sWhrersewasolthdbTea,ioTfoerpdheesc,haLioonfb ALihaandd this series would be, reSpectlvely, 1.00, 1.14 and
685 bC1bbboIlAooouIntnononNs"tr"oSaathdchdnen"eaeefddrcfaibtoapnnopme1peSnsppsleusuc.reoncoonuidormndstemnepeede.pdosc.oulmcunaeAAlnaldridcliessmmosuo.csrscoytonttt,shnhhhiemseee.siatstrtteiieetlnnreureggrmmromfionr""iaffly"mylnuumoeodoorrferfmorcooccceucaauarartrrrrsyy---
i
Compounds Tsk 1.?.5 whereas the
compounds must
always T&tio fo
always
be grealer r the chain
be greater
ttohhr&aannl
i
3 ADA phatic
2 and
Gurous salt, ad merouryCaataningmeial such catalyst" comprises mercury; mercuric and mer-
curous salts, and mercury contalnmg metals such
ibffi2noeno0.0r.rG0"ctf.otoohhrmmege<paeplToaoilhuuaicecnnnymyacnodculsuuslibsimmbccahocbltcloeiloommrnmoppoggfpoewfcowuricauntmairntdhirhbdbistmosbnopnonboittoalhhalUytiiitcsosoinynmgmcrTgalsasiinpmnncpgget,esethrrhmiccmmiiososouruuorrtlalladesdnencnignguloaeolesed;,t, 7700aoGgansosolIiTia nayttngmasI1sm nadddtoleeogAsa sbacrcbmrereeiil aeppetxnttexipioog dpornmnremteesaoa sastebnsnlaltdoyaydlm lucessuneoxandxna aandesanmredimpdsrtdt lstpethteolrhoesoee eoes.ddldaliarid tktkorhhoeeeIa..aItmlttslilthuihiserentfragfoatodtrirhvieeee--s
eCbcspoesmmltpapohrouagunenndds2es.,n0,0oWw,iuttigothhhbaaetfopfitruopsorercirimnaneteitt.toopcocTalaiyrrscbbyooecnnvlaiicadt.teoonsmJtai,iltlcuchreraaartettei.ood _76 itoianlvAvletyenknteatinlnotodnin.oabnbreieeyysonocnoandldtlsttoehhdbeeesSccCmoo()3pJnJesceioodopfeferentthddheieancscglllallsmimuma1bs.sti.eilqgutehnet
less than 2.00, to be present,) It 18 evident, there~ 71 Attention Is called to niY copendlng subsequent
22661166..00000055
sIpiimnsstesseatbhmoer contrs:asoam opr hep nt rns 11n1 mm tm aia applications filed as divisions or continuations-
1122
3. A process for the produtclon of :fluorocarbons
in-part of the present application and directed to
Ephaan aimee certain novel fiuorocarbon compounds produced gilt opt ned Sm i by the method herein described and claimed,
which comprises contacting gaseous :fluorine with
carbon at a temperature above 400 c. in the
presence of a mercury fiuoride catalyst.
fBosTebe SekBfS Tlrpuepnin, | LehdeeRia be namely, Ser. No. 684,785 (filed July 19, 1946>, 6 4. A process for the production and separation
i EE oh ou Serial No. 684,786 <filed July 19, 1946) now Senin shan Blot Sik atbl abandoned, Ser. No. 788,651 (filed Nov. 28, 1947).
Ser. No. 789,553 (filed Dec. 3, 1947), and Ser.
of a fiuorocarbon comprising contacting fluorine with carbon at elevated temperatures in the
presence of a mercury fluoride catalyst, and
EmRe at NT-e LE Se No. 790,437 (filed Dec. 8, 1947).
fractionally distilling the product obtained
LE rn no ror ogee. sions I claim:
10 thereby.
Arn of 1. A process for the production of :fluorocar-
JOSEPH H. SIMONS.
pE i R me Sl we nereneness cr bons which comprises heating carbon to a tem-
E, perature of from 200 c. to 600 c. in an
REFERENCES CITED
FmEiLEeE BmeaIs iEoLe I ly ees sn of rn 0 atmosphere of :fluorine and in the presence of
The following references are of record 1n the
at least one material from the group consisting 11 file of this patent:
SAE mE we Ea se a. cn of the :fluorides of mercury, antimony, aluminum
S ER i Sr BR SEE and iron, serving as a catalyst to cause smooth
Ruff and Keim, "Zeit. Anorg. Allgem. Chem.,"
IR ee, ee non-explosive reaction between the carbon and vol. 192, pages 250-1 (1930).
ch Ee SER ry 102 LOR na the22..:fAAluopprrrinooecceewssssithffoionrr sttahhieed tpperrmooddpuueccrttaiitoounnreoofrfanaageffi.iuuoorroo-- 0g0g 22, R77,,uf11f00,,a11n99d--22B11 r((e11ts99c33h4)n)..eider, Ibid., vol. 217, pages
Be tn cum. fc, ccelaleervvbaaottneeddwhttieecmmhppeceroraamttuuprrreiesesiinnheaaatnningaa ttcmmaorosbspophnheerrteoe aoonff 9933L89--e44b00ea((u1196e33t00))a.l., "Compt. Rend.," vol. 191, pages
BF a :fluorine and in the presence of a mercury
Simons et al., "Jour. Am. Chem. Soc." vol. 59,
:ftuoride catalYst.
page 1407 (1937>.
22661166..00000066