Document kDBEx50ep2BRwwRxZ6198ZXwy

'File. 63 Patented Jan. 17, 1933 1,894,266 l!"`;v J ' v<Vi`,; iurtWtt '^'Tj -.f r-~ m* ri/irUi' boar^l ax .0 6`<*TS l-nr '0..: ' , - W , ; - s< ?vrn f.. . :p9> * ft- ^ x.-i lie's ;- . . ; > * l.-*3 ; -lV * u: ; .... M S' -.-.T : '* t * . k.. , t-n r. ' t:^' ,'f *sf> *jj;i r :r*: - *' i ' [ . aiH .ich;-. >;. vjr. \ > ('tft'i m-.yy ; . V ' 3i'--r2iT^ . ; : f P: LV. .r;:.; U - . il-r' v;) oi. ** . -r ; f! ' ! .: . . . ; 01 UNITED STATES PATENT OFFICE ;mnt n. m*tax jjniBtiasiix l. rnnxigiiofrAnyiin'os.'ai.ABairA, aanasosa to, , .yt;1-??./|jrAW VitXAvm, **c, a QQKPWUWpy or arasaxa .. 1' W-TC. tttiaaTl. WOTamoto vax-vox yup . ft r 1 a P Vebta*la. ' ' .1 Ajjlloatlva ** fevtealwr S7.1SS8. Serial >. mans*. ' `v I-'. . v^i:-i r. ' - '.. . (: This invention relates to ' a new diaryl- found that the amount of the more complex .containing wax-like solid. '.... . " ^hydrocarbon can be materially increased by . It has Deen known that when benzol is increasing the temperature of the lead bath, fussed through a red-hot tube, diphenyl is and also by changing the composition ef the ormed. The composition of the product benzol used as a starting material. Further, jo .produced in this way varies with the tern- we have found that the material thus pro- perature of the hot tube, the filling material duced is *f great value, sinoe when chlorinet- (OSed in the tube, the velocity of the vapors ad its tendency to crystallize is greatly mini, and the presence of such gases as hydrogen iqized. . to or nitrogen mixed with the benzol. We have The particular manner in which our in-'ig discovered that further variation in the com- vention may be oarried out and the new prod- position of the product is obtained when such uct produoed may be illustrated by the fol- compounds as toluene and xylene are pres- lowing examples: ' ant in the benzol treated in this manner, and , Example I ' IS that highly condensed complex hydrocar-.. . , ,. - eo boos are formed. m , : ..Commercially pure liquid benzol which It has recently been discovered that when distils within a range of 2 C. is pumped benzol is passed through a bath of molten through a coil of pipe which is immersed in lead, heated to a temperature about WO' C-, .Jsoeth of a molten substance inert with re- tego diphenyl and hydrogen are fbrmOd. How- apect to the benzol, such as lead or aluminum,'as -ever, it has not heretofore been known so and which is maintained at the maximum ifar as we are aware, that the complex prod- temperature at which substantially no di- ncts mentioned above are produced together phenyl is formed. This coil sets as a pre- With diphenyl in the lead bath method of iheater and servee to vaporise the liquid ben- r'1 U treating benzol, nor hoW the composition of cd sled preheet the benzol vapor to a point TO the prodntt add be variedat wiH. It is one `inthe Neighborhood of the diphenyl forma- uaf the objects of this' invention to provide a .tion tempwataoe. - . 1 Waxdike solid of high edl which is at the bottom of the * r * 1 -& A fetter hmfii it perforttod, and the vapor Praams Atovertyn Vf to M ^ ^ througx the^olton mb- ** .pg>!*d^.t,.lne>ngyhtre<y,flie *<*, in physiSd eontLit therewith, agi- " ,aftrT.l^'<i,Je ft* Whb, mch a mminer wto^i- Astaifurtw^Srfthis .?2Sl0!S2TJSS , ; *ta inveotien is .to provide a prodoct which lis throudmut the.bath. Byemploying a large K t ' (taseifnl dn prodnring chlorinctod ^iarel '"Mstn -Ae bath, we mw ouJ^d topreven . .(which doewnot become ictystplliae. at the over-heating of ttie Vapor dn. to die heat ,C Opacity of batii, and by means of a '-^S^Theae -objoete aivmodoripliAJia !the* ltd- 'thermocouple immersed therein to observe IX rn >0 o j'VyittK*9bCnplz iwb^hatatimberatoreof frOmftOO4o860 t^-' ^ditooar"tKMM'f"tor'fB` r|^` a" "" * ' ' ' ` " H^i.iotDd >from experience that 00 TOWOLDMONOQ57417 1,BS4,SS8 f" -i this is fht vptamum ternpermtare range lor pound while the fraction boiling between ., '.continuous operation. 800 and 870 C. b termed mainly diphenyl. - ........ . -`Alter tiie preheated vapor emerges from e /VV^J'tbe prehteter hath, H b immediately passed 'tmmple III fgm..SAt=- n?-- i_ni_to__Ta___ej_o_n-v_e_, r_i_e_r_h_a._t..h_....w._..h.I.iV.c.h._b__oif_a_jim_ilsr'IdVee- AyA*. --twapor fusses jo the bottom *f the bath and m f vi*3 *_ streams opt through holes in a distribw- , * Bttbtepmton tar, and then bubbles up through the bath "'4- '-p- in a manner similar to that described lor -4 - -f' A fire jprWky; 'JTbe oowaeztsr bath m h*t . at sistaptretarerange of from 860 toTtSM0, -: -. ,1` ' preferably around the latter temperature. .jyben thewpor passes irtim the converter,.. 'toft*b pit]aS^rpt<)C^ ` -Im' S (UnpSr Mbnol cntbauol JL# 0.0 to ms into a watar-tofSed boodenser, so Hay product may be further varied by using that the vapori , >un-mrejEtree-of commercial benzol and commer converted benzene and the diphenyl are con cial .00% benzol, in various proportions. densed and collected, white the hy&mgen Further variations may be accomplished by * which b liberated when diphenyl b formed means of temperature changes, as indicated ts vented through a waterseal.- - * in the above table. ' \ < ' W. e tuna fownd 'that when ^o.peratin,,g' in The product containing Varying amounts this manner with comsnercially pure behzole, of high boiling compounds may find i n the percentage of orndc diphenyl (i. e., the- rietv of applications in the art. It may be <F* percent of the fraction boiling between 900 used as a wood preservative, impregnating * and 800" C.) "with 760 C. converter tem material for electrical purposes, ores a heat perature b approximately 41% of the total transfer medium where pure dipbenyi steelf condensate,while the fraction boiling above is not suitable or isloo expensive. Itmayabo 870 C. b approximately 0.4% of the total. be chlorinated and a non-crystalline solid <F If nowthe converter temperature be raised Obtained which is fire-retarding and has -< to two(8800v0* Cv..i,wthieecrraadueduiipphitetnjyriliifaraac<tiiovun (900-- weelwlent yprruoupgerrwtieeBs nmiamkiinigg jit valuable fondec870 C.) increases to approximately 8% of tries! insulating purposes, the total condensate, while the high-boiling - "The advantages of this invention are that fraction (above 270 -C.) increases approxi- a new product containing Varying amounts A piatelv to 1% of thetotal. By further mcxeas- of high-boiling substanoes may be cheaply too ,ing tile temperature to 860 C,, the crude produced. Thenewproductmay have a vary- 1 diphertyl fraction increases to approximately ing composition which is obtained at will by 'J51S% of thetotal oondensale, while thehigh- varying the starting materials or the tem- ' boding fraction increases to approximately perature of the reactions. .The value of the " **6*%-o*f*t*he- tptal. - ' .!"* ., . new product Ces in the fact that the physical. 106 properties of the diphenyl-containing prod- it-or. yirr-^-Kmomfhtl wet may be varied at will within the range H ' 1 " f i iV . . ; ! . . above set out. - - -mlrnto. ed of the oommereiaU-y -pure. beunsl 'tbs. new product distills above BO0 C. : ami in Enuntlfi {,fui ^aounercaal 90% wtotfii comprised of too classes of compound,rjUO " the oonveiter mats described namely, crude diphenyl boiling between 900 t. in example I, and exactly in tin aunemaaner. toxl 070 and him boating oatBpeund boiling !.'. flfriHiiciil oontaiiuttrteifptfi ibowfifO0 and mow thBdoouiupdntrai ion '' '^wataCM pi otisr tromatk .'kviroartnds. lantore of (he compound'which . isiinthe * 3f' "uspemuCy tolncna nd xytme. b sdemti- `#^b*od **"*>400*0. s TM by its distillation range. For example, ^f-Wbnt We <dsu* nt i - ' r- ' i# t if starts ditiiUetioB at 768 CLt % ^u- . t the prooeas for producing a diphenyl 3* ' AilsnpioWO'-O.;and all distilshdow l90C yintoinmg wax-like solid, comprising vtoor- ,, Wwivt footed -tofhbsase b b*>>.l,<irtattiiig said vapor with a stohL fereattmi oompcaitiasi ~ from , that -and maintained at pectto said vnpore, temperature at which rto ii'--edb*antial qaxntitiesofdiphenyl are formed, %------ - tiwm products^ are eonfonsing the resulting condensible vapors . Ppr<*,1 -^eW rowilts were obtained by heating to800 C. to remove low boning A - "MJwBr -<. . ; ...-"741*1 !' f fitefiff prooess for producing a diphenyl 'spit '.."S". fB^^jCdvfcfoJiyo fraatieOT. tlnC mttrKng obtaining wax-like solid,comprising vapor- -r, -^v -txing beneol, contacting said yapor witha 4< ^bpfmass j^srt wApsot to mid vpr 0sWrbl^fiig*'Mljng ca- &tA maintalnad at' a temperature f between ' 0265322 TOWOLDMONOQ57418 frpKi Iportions. Weed*? indicated * Bd *'TBt may be egnating as a heat nyl itself mayalao ine adid d ha -(* ifirdtc- i an tint tnouts t cheaply * eemvaryit will by the tem kie'af <fae physical' #0t ingprodthe range i jw*:<X amni.tt10 veenMr idUilfag tech tan- ..V .niMitte' < A *# fh tilths l ' vaporsjmdheeting said oondensateto 900* to riettorelow boiling constituents.- ; urooeee far producing * diphenyl Wax-like Mbl btenpriiimg vtila- ..emit, admixed with substantial i of toluol sod xylol, contacting Mod ifWijpqr wiijha laid fean maintained at dl ,, fcheovlToHning temperatures, ebndenring ?* BttfwiiRing vapors and heating midem- . , ; densat*fa9{fo'>C. to remove low-boiling eon-. >. y^njfamts. ' ; 4. The prooe for producing a diphenyl -,-i' containingwax-likesolid,comprisingvolabl- Jei** udng ^commercial 00% benzol'', contacting , thethui fanhedvapore with an inert liquid mass maintained at diphenyl fanning tarn- V.peratures, oopdensing the resulting vapors' ' '"-and heatingsaid oondensate to remorahydro-.' Cn carbons boding below 200,C. . ' ? - f ,j| -f t. The process far producing a diphenyl . i `Containing wax-like solid, comprising vdla- -tilixing commercial 00% benzol, contacting the thus fanned vapors with molten lead ** maintained at diphenyl forming tempera- ' tuns, condensing the resulting vapors and .. heating said condensate to remove hydro ' carbons boiling below 200 C. -* ' ` g In a prooess of producing diphenyl by ' ' O* thermal synthesis from benxolby contacting benzol with s heated inert molten substance, ; the stop of controlling the percentage of com plex hydrocarbons boiling above 270 C. by ~ controlling the temperature of mid SOD- * stance. _ , 7. In a prooess of producing diphenyl by thermal synthesis from benxol by contacting ` benzol with a heated inert molten enbstanoe. the step of controlling the percentage of : - ;** complex hydrocarbons boQing above 970* ' ~ C. by maintaining the temperidure ef oaid ... | _ sobstanoe at above 800 C. / - 8. In a process of producing diphenyl by , . thermal synthesis from benzol oy contacting ?' . dt> benzol with a heated inert molten sobstanoe - *- ;v <:gnpriting "vaporizing commercial 90% _ *- imczol, amd subjecting the vapors by contact -j/... ^ </ .jenth said molten substance to a temperature I -r^ of from8Q0to 8>0<1. to increase the produc- ' ' tioh of eonlplex hydrocarbons boiling above Biphenyl.' , t> $a&m id fBjxnm,, etmidi iie Bipeds iw.boiting *> V': ... * TOWOLDMONOQ57419