DE1518604A1 - Process and device for the continuous conversion of organic substances with sulfur trioxide - Google Patents

Description

J · Brooks Frankfurt / Main, Sept. 14, 1965 ^X BurtüS * Brooks · ..._ «» __ / «..... *:« "., ____ * -

prov.! fr. 4533. 1 51 8 6 υ ^

Movement and device for continuous conversion

-itoüTe with 'l

The Erfladttttg concerns "in process""ur raaohen wia kontiiäuiarlichsii SuXfoaleriuiig of organic recictants, sB '^ ~ ^ =. ; _ γοη. AXkfl & rjXk & hlmmaüQ & Tstoff & n _f fatty alcohols, äthoxylier · - tea P®ttsUcßliolea »äthoxylitrten Aikylpiieiiol« n and the like-

Attoclruek ^H HuXfoBl-eruiig ^lf is in the following part ia.the general information _f , itilfonierung and i'ulfatlerung encompassed ί

Bgd «ntuag and partly in etiaer spsasic meaning _t interwoven with the much-seen ÖMlföBleruBg. ϊ, Ί »η & the accompanying text _ ^ siio & t äie» ptsiell * meaning «demands, dsmn» oll the general- ^ 25 ^ - mean rule ^ apply · ', ^

Sulphonic acids and sulphonates are increasingly used in the production of liquid, especially salt-free, easily soluble detergents . Hitherto it has been generally produced in sulfonation processes with concentrated bohulfuric acid or oleum. The reaction products of such prostheses contain sulfuric acid and water as by-products. The separation of the diluted reaction products from the reaction is extremely difficult and requires additional special processing steps. v / egen the present τοη

00980? 710δΟ

BATHROOM ORIGINAL - 2 -

Ί 518604

~ ζ - ■

In the reaction product, their neutralization with sodium hydroxide leads to the formation of sodium sulphate, which is undesirable in salt-free, leiolite detergents . ■

The procurement and storage of oleum is usually difficult, and the recovery of the spent acid is a major problem, the use of oil as a sulfonation agent has been studied. Older attempts to develop a "sulphonated guprosis by means of Jo, eu diluted by inert gas" were unsatisfactory, because yellow veins are dyed brown in the process, which result in products which require excessive peeling "in order to compete with the detergents obtained from sulphonation with oleum. Know Jiu contributes significantly "and the cost of the final product b @ i _e Außerderrs are those bleached Produkt® be-understand or handle color and vualität * still imöier much lower ala in J-iulfonlerungsprüs ^ ases produced with oleum ·

Me VS-FattBteohrirt 2 723 990 (öllbert) describes one Method sur-sulfonation'Bit '"ichwefaltrioxyd in one discontinuous? experienced, with the remotant first about »sulfuric acid © is added to increase the viscosity of organic waste material. Only becomes a SO - »- air chemical old about 5 ■ '■ eo ^ nie- 3ulfanieierungaaittel introduced,> abel lifts the Suoats from

80 9807/10 90 - 3 -

BADOWölNAt

_ - 3 ■ -. ■

Deft advantage of the ^ ehwefeltrioas.jrd process nimlioh the formation of an essentially salt-free Product4 largely, back to

Next "Xeohteil · the discontinuous n EIAD 41 *" it & $ r mixture of 'ieaktionepartner and d "r temperature control" usajamenblngenden rsohvrierigkeitea, suchsn of to V ^, these defects efeßuhtIfβκ is, after which they "inen one lethodl"% u mtnneiif with the

in

filled container / «in4

Another official leaves to the work "in a semi-continuous process anauaaaaaera. However, the l'rfebsiee® this Arlwltsweiat waroa not be satisfactorily because the quality and & i @ exploitation of Froduktee achwanJcten w ä öieaöß even fiddled not a good color.

Up ^ u miaerea previous registrations and prior * li "gsnd © n Z ₁ JIB ^ ldyu.g have failed, a koiaserjsiell useful IFroaeS" for TilXig kontiauier "borrowed sulfonation ssu" atwickeln, the one raised Heiaheltegraö and optimum yield the produced product results in *.

Goal 4er Torlie ^ eaden invention is a continuous one Prosed sr raeehen continuous use more organic

9098 07/1090 '" ⁴ "

BAD ORIGINALE «-λ; *, * <

Compounds »it gaseous ·» Sülrarefeltrloxyd and general sur y & eoaen continuous uaaeteimg iron llaeen and cold at a sear kwsen AgfwtthaltftMlt Sex * Solution in a n * n, small is & d there is little space demanding * ?! \ md tißfach ^ u controlling apparatus

Products manufactured according to the present CrfiMnn * "lfoniert" l "icht aue str" rl ^ lteften "ti" m * iw! Igly separated and all 1 "borrowed" as free products you gater color, good "smell" m " 5, high purity "which do not require bleaching" can be obtained in good quality at the same time "

Organized connections are found in the invented "MI"

kcmtln%ierl.l@nen Pro * «ß with 80- nagenetat», however, parallel BtrU »e 4ee orgamieohen Stoffee% nd a Mieelmng το» so, With a genuine, inert VerdtQäuBuagwKlttel in one Heaktlones also be introduced »and the resulting Eeactions «ieo2» ing when leaving the R * Aktione «ont raech gektt & lt is »

The "ErfiadiCMT eretreekt mleh " ueh on y "rf" Jure "eeoarittt, in which the quickly" XtDalwa "de" rageeetste Heaktiometesdeche "because" Inerte Dilanungegae i "A nloht" tea and tea SO _{5 are} separated »L« the end of Ce-

SO 9807/1090

- 5 -.

miach in a fligeeter for a «sufficient side Clamping reaction with vigorous stirring inter-term formation of a lUiokaiscimng will submit »to end the reaction «U drove.

The Irfiaäuag generally concerns a device for Execution of reactions such as liquids and aase, especially when changing liquid or dissolved water of organic substances. This device according to the invention has two consistent, circular shapes tob auStn gektihlttn HeaktlonefIStonen, which at a distance Toa 5.175 fei »t2, T na (t / 8 to 1/2 inch)« »one another arranged eimä. Xs the Ringrau »is JconsentriacJh bu these a rotor arranged on both reaction surfaces, which see below this reaction "whether" has an average value of 0.127 to 1,016 Hi (5 she 40 Tmweenaetel inch). The device has an »öhlÜB» e * ur Elmführnßg the liquid and ga · - fömigen EeaJitsgenössii In «arsIleXen Ström ·» in the «wiiohei * the H «sJttioneo1» and the rotor Torhandenen Haust and eiiiesi aatrie * for the rotor.

The "reaction fi" iet to the iaierlieh §efciegen iteaktiems "flee" ad in the Assi Tem him "solilo &sene" RiBgraasi instead. The liquid reactant we * «ttf the Htaktiöneflohen » mg * » leads, while 4-part gasified heatsat is led into the desviseli ·» liegeaäem Hiiaermu »«. Def letor #r »treekt» me

90930771090
BAD ORiGJNAt

Not about the ganse 'J & jige dee RingrauHies. :> he has Hotor a course closed Maat · !, who at the feed of the liquid reactant on the extreme reaction surface serves as a distributor. t »he becomes a liquid participant in the league . ^ ewöhBlioh on the head of de »Hotors abandoned and through its rotation distributed over the outer eafctiona surface.

In another Auaftlhrungsfom eggs ^ rfindung, the uo-tor the flüßaigen '' ealctanten auofa on the inside of the reactor Eeaktionefläohe BUfÜhren · Dao geochieht medium "carefully bemeeaenen N'aie on the inner .θnktionafläche ßiündenden holes or Hohre" in or on the cotor .

\ n the feechloeeen iiantel of the itotore is formed by a perforated body of lips which are arranged obliquely with respect to the vertical. ><mn! they tap into a "apitasen Unkel τοη κ.Β · 45 ° vertical iur be arranged, then a better distribution dea liquid Heaktaittett about the 'teaktionefläohea achieved remains" undee less material em Tiotor hang · / ärdtn the parallel Rlpyen eur Hotoraehee fingt arranges, dftitn köaaea «loh through oxidation formed carbonaceous product« on the leeward side of the rotorripfea now - a »

feil der flleiif · re * kt »» t duroh narrow koa »e» trieeh sit the re "Jttion # riIth eA ^ eordmete Soklitxe or Cffnuagea I eat the reactor, don't order an opportunity for one

80 9807/10 90

BAD _ORIGINAL; ,. _f -

premature reaction with the gaseous "reactant gate" entry into the "e &ktiDna"<me · Ieshftlb it is not necessary in the invented Fro? Sweck- "Aebi" is jeäocfc. dea liquid Seaktanten some air zugeir & AQHT, w his Bintrittegeeohwindigkeit ZVT increase -unS an overreaction when SusiiaiHentreifen with the gaseous ^ eaktaatea adgliohst einausohränken. the liquid 'ieaktant kzim the inner Heaktions-fXftohe also dureh a Verteilimgssystem, in which a pure distribution takes place, and is supplied through a hinge-chiita & m circumference of the inner reaction surface "Increase liquid reactants su. Bbeneo can, as mentioned above," something L uft to be added »

Ter Hauptsweck of Eotora let that ^T: taJction * flüsBigk # it to the ^ eaktioneflachen in distributing "·% * let important d 8 Teeernten R" Äktioaeflächen gleleSsaälig of de "flUeeigea Aeaktanten feeaetst be" In ungleio & imfiiger Verteilaag dee liquid Reactant "η To the a * & ktioaßf laugh, the reaction can go too far on one incident, but remain incomplete on other sections. If the

3 ^ 077

BATH ORIGINAL

Film üefi fJLüseißen Beaktaattai on the t with the one introduced with feoher üessGhwladigk «it ', «Aktanten i, U3iiraiaeutriflt, then wia * & dl # Flüetslgictit toü den: ieaktiima £ läciieß ab «rlae« ttt from <$ "" turning "!

otor .tufgenoiBiaeii uä again on 4t © H «uk. ti ons areas are returned and distributed there voa xieueu »On the VtUt the 7-: Q & ktlon®v & me selir acluiöll is discharged · ^: - ^; He so tor causes r.uoh a Uimire & that of the partially auar «agi # rt« n liquid, wouTQh a '! foerreaktion ia <i «ir <i * a Heaktlonafläohea aiütaftenaen Pittsalj ^ uilt im4 4i · -uabildang« tiuiie-produfcte Terliie-produkte Terliu rd "n · Ölifte '' litioto2 ⁱ a is the Xeiid # a * but Auebildung of Lokoarti-icra .cEateriaJL, iii% to Oxydationüvοrgängen in a nt ion to einif ^ s;.." b9chnltttn d "r" aktionefläch 'n''' crtn aclcho kohllgen "lefiktioaaprodukte" inaal der Vmiß. g «Mld« t aiad, v «rhind« m si * «Im * '/ ertellur ^ dee liquid: iealctaat * a on the: oie xm ^ XeichraiiSige distribution llu * # r« * it · drives out «iß ·» rin ^ trtn tJat & ts »eo duss al oh dl · · * ll <iÄktioiieffekt · arose. Im! Ob d «r Hotor« lsi «b * ···? · Vtrt« ilu2 ^ on d «r -,« p.ictionaoberfiache causes vtad d «a ril» etc. »iid * t, fttrdtrt he the EtektleotevBBS & ta ι βο that the reaction takes place in the "la" r τ! 1 kürεer * η 3 "it.

Xi "ichmuessige v" rt * iIUBg <lta flüeei ^ tn H «ftlct * & t« n on the We-iktionsfläche «» can 1 »rtreubi» d »atr ¥«! ·· »r success ·», wtun only eit iiohtThtit d «r flüeaig · utakttmt tinhtitlioh aef dta

90S 807/1090

BADORiGtNAU "" -9-

Xfmtrng the reaction surfaces ali thin film is distributed without a mixture "with the gaseous reactant" intritt, the "conditions" are met if the reactants are introduced into the reactant in parallel, consent-risk currents & during shall "of the ^T iotor to the inner and outer HeaktiensflMene no closer than 0» 127 mm {5 Tauaendstel inch) vorsußüwtiö "? IUF about 1.016 nm (40 fausendstöl inch), h # raÄr <ticihen" wherein the distance between the two "ealctiönafieohen 5.175 Ue ta, 7 ma (ϊ / θ to ί / 2 inch) is ·

In Binselfälleii kaiaa the Hotor is omitted or expanded "earth. Boieh cases are given when the gas and liquid are low and the liquid has a low viscosity »Some practical /, awtniiimgafälla »inä described in claim 6 ·

It was found that in sulphonation reactions one of the horizons forming the reaction; »? Smile * n forming height of about 90 <m (3 WvA) sttgeseeeen » because about 30 to 95 'of the lake »ohon la the first 150 to 200 as (6 up to 3 inch) below the »rotor» »t * ttiTi * & ea» where ice abotand der

etve nitkn rm / i _f 35 m & (1/4 i & eH) «ad eise Qe» ohwlndi «keit

« _{Es SO 3} -Iserleaa OeBieetes ▼« » m bie · /> _m (200

500 FeJ) 3 * Sifcwi * rwmummtU * si »t. f tr «der Abet & M der

nfelMa cvfivr, i «« K eiaA asek liiere leeJktia & e- «ai« is »Wsiyt iIfftfnwg ^ —q & s? lm <igfe« i * € · »gas-« iOrtaftteR erf * r «« »lieii * fir eUHsi AtetsM der leakttesM · * ▼ «· S, $ 15 ice 11.7 al 0 / B To f / f

909807/1000

BAD OfflGlNAt YES ^ *:>

the reactor length is about 3 m (10 feet) * on the other hand If the distances between the ier * ktlonef laughs are shorter, they become shorter <ear around conditions and minor hospitality concerns »applied.

3 $> e «iell at '' ulfonlerunga reactions mifctöl» one:>, «

is dtireh the high speed A of flüaaige ieaktant lifted from a ^, fresh In the ZwiscbenrBum "the fläeh" B suspendiertt "there" mn m £ t a re ^ bs "was © rt"? -uf this way, the liquid H is fast transported from one surface to the other and back. If the reaction mostly takes place between the rotor and the action surfaces, the "* Q ^ -Konaentratioi in dar waamiuchyug in the ieum below the motor is very small" In this way the reaction can lead to almost complete absorption 20-, progress without serious;, chädl # uncen dee JTlüaeigen T ^ eaktmnten bsw, of the iietktion "- products" in which fluid not passed through "- fila enter.

If the raw promotional product feeds the header, then it was practically there roped? 0, wanting to be absorbed, sometimes in the form of the above anhydrides or other polyaeric I ¹ "" !! Ih oreuLteeb * & leektejtten getauriea. ΓΙβ ·· ttrittMi «loh» llftihliek eier f * & · ** » alt alelit • '• f»% Mi Ke «kUuites. Mmm Vamtwm & m tiMmm ammhl der raeeke * AekOhlvac «1» MMk wtkmmi 4er Oe «lup« «ktl« i st & tt. ecM Im rite Reektleatyretak * 4 «κ U« «kt« r vtrll · «» «Μ» is

9098 07/1090 11.

BAD ORIGINAL _{<U {} . _v .

at about 4p "ulfonierung Tön) o & * ö3rlbenzol which Hea & tion to .etv / a 94 fclß finished 95 '' Behind äem cooling system reaches the liEißf'-ta twa 08 f ·""-er remaining ITssat" takes place ia ^ lg

TJm the SO »evenly distribute sw-» solX / en (ii © "both Ee ^ kifionafXäqhen laboriously exactly Äonseritriöoli sieia, Aa fslls wia ^ i in the area of the gröSereii HjstaiKlea a larger one Quantity dea: "-,)., Lxiiitigen Gasgemioohee durohatr-ösöa · x der

keaktuiit gleiobüiäSig on the • lei.iktlonffrj.läeheri ver «i will be larger in this area ^; <© n ^ e -O ^ with d «rs ilüaoigen uosktanten in Serühnxrig koiaiaen /*.1ö in the other areas«

It is always necessary that the totality of the liquid aunt on the reaction surfaces is the same, but it is not necessary that exactly the same amount of the liquid reactant be given up on the inner and outer lesion surfaces, because they are? LÜsBigfeeit raach sound of one reaction area is transferred to the other. In some cases it can only be borrowed "to give up a somewhat larger quantity of the liquid acted upon on the inner, active part, from which it is transferred to the outer" surface "by the centrifugal force of the motor,

Courses., An intensive cooler must be maintained for rapid cooling of the reaction product. With longer heaters, the main heat exchanger can stop the internal cooler, but increases the side-load requirement

90SS0 7/10 90

can be achieved if "Ine Teiitaenge <tes Keak * l®ns ~ pradufcteß In a warmth from dew o" r cooled and In there under fteaktaren.de imrttckfttttted and there with the noon hot Re & ktfewproäukt la direct "touch" is framed. Fine r & eohe Kttnlune can be brought about from "Aft &ureh" ₉ that there is a great deal of heat! “Oatly shorter since a“ reaction ”

nooh has the advantage that ·· for

canoe · When working with «thrarsa parallel

;; talctoren is also divided into "üOy * lAiftgessiscii in mthr" r * BtrlStt · auf ". Since it is nlolit iamer »Öglioh let the Hau ^ ts & rcm eo divide» t that all feiletruits the glelo & az * share of; ^: . · 0 .. «& ttelte» i kdime »» loh leiahte / ilmeiöliniigeii in the degree in the single parallel reactors, Ba «!» Er, as stated above «Öae geeaaite i> 0« oldorMert wiyd, kiunn this;:; erJctionaproanlct fltteulgen "it further" react Keoktantea. "iresm min the Atolttsfe silage reactors la a * gtaeinof.Gitn P.ttökleikfbehllter be geatsxanelt _v in these the Yerscäiledenen can each errele & th auögegllah ^ n 'are Here, no weeentliene features & done rbter byproducts because at the bottom Find everyone

9098 07/1 0 9 Ö - 15 -

BAD QFMGlNAl ^! *; fe: o. j

Reactor "" in * "immediate" cooling "was flowing, and because the ILonKentri-ibion dea nor Yorhandeaen JO ^ by the Reaction with non-"mseaetatoa volatile .leuktimten" which is contained in the ICreia3.rmro ;; star iüt »raaeii herubgeöetxt will · This Ualauf-Kiüaayettm urbüitet at 4e * £ ul £ onierungo reactions uad with sulfation reactions equal τ / irkocua.

? '. 'oMdi2% uig, wtntt «3 btiai Virlassen the" ealctioiißzono mach is cooled ". Share is d 'a eeisiten A whorls at of fen enough oin AosJctor um dia product of high quality ho out, ie / ervfeBdung more in: erie geeohnltettn reactors can at l "r / trarbeitung sjthr t tap it a structure more sensitive luugangeatoffe by Yorttil aoin.

2ur AbitthruBii d «r ^« Aktionwärmo igt Each άον two “leaktteafiachen” has a cooling jacket through which the nΐ / aaeer can be passed. If there is a negative area or part of the other doorway doors have "ought to be" the "veins! File" then the cooling media can be divided into separate sections, "according to which wlraer ·· or hitter« · Kü & lwaeeer are directed is «Xb dem lOhlmlnteln kO» me »Leitfilohen arranged VvIiI ₁ « a »eveere VerteiHuM; de "Iühlw *" eere and a beetere fsatperetiireinetelliuM; «Α

98Ö7 / 1090

BATH ORIGINAL

:; & n Πθν-r.uftgeaiaoh enters dan? .ea & ter from below, "'atröint within üen .! öhre", since "the inner; .e - ki; loiiallähe forms, ^ uTw';?. £ · ta and passes below as a ".otorkopfBa ktionoaoiie in the e ^. here it changes APlace ichttmg and flows glöiohsirmi-sit don f lüwaigen itonktunton on both iöaktionüfläöhon down. If <lie € INTX ^a etojide u ^ DiaißQijaiig v / änaer sin üpu r .Utelw & aser for the T: .eaction "3flUchen, then a xiiolieroohiolit is prepared in a weekly manner, oo dnö da" imci tllß entering naömi "ehunc not in 'äria © - nitöinftadör koramtm and oils entering Qti & ~ mischnaag have about the same temperature «

s i3t nmtendbar luf allü with: -! *

Organia-like substances, for example with those with an iiromatic nucleus or with olefinic oppole blindun ^ tn with alcoholic hydrocyclic rupptn "" oloae organiaohen nt of ft are, for example, white olafines with about 8 to 20 atoms, never saturated carboxylic acids Oleic acid and inoleic acid,? Ot alcohols with ½ to 20; -atoene molecules and their ethoxylated derivative ole polyoxyethylene ethers of auryl alcohol otltr tridtoyl alcohol, otthoxylated i) * riv t dtr alkylphenol d «r« n AUtylgrupp · * tw »θ bit 16 C-Atoa · • mtiUUt. «.B. aaÄylph «ylp <» ljoiyilthylwi * tiwr} äthoxjlieiv t · f «ileet ^ r» * hrw «rtie» r alcohol · wi · PelyoiyÄihyl * n # et «r d» r Lmuryleisir «,! · ί1 · ι1« Ι · ι üorVitöl ·; momooyoliecii · and fol7eyoli «oh · * roe» ti ** Ji · ^ rtwa to 20 C-Ato «·· 1» Üar Al-

x) Hydrocarbons and their alitylifEtLen homologues, with

909807 / 1Ö90 '.' _1f .

BAOORJGINAL

kylgrupp®, and the like.

Consider organic reactants that are already in use a previous duIfonierang "were subject and from which double or multiple sulfonated products are made will,

"As is known for carrying out the invention in practice precautionary, ilkylbenaale can by the general formula

M -

be constrained, vroxln Jl an alk / l radical with straight or branched chain and isit 3 to 20 carbon atoms means "

Me representation ^{1 of} such .Mkylbenisole iot for example in the trC-PStGntschriften 1 99? 160, 2 1G1 173, 2 210 902, 2 218 472, ■ 2 223 364, 2 220 099 un-1 2 597 834 available.

The aur execution of the present-sgeaäßen Verfalirensä gebrauoht *> 0 ~ can be in any conventional "are else made beiepielsweise by burning;. Ohwe £ el d to 30g and Jfcataljtiöche oxidation * e SOG au DO ^, where the emerging · can be lead ealEtiaa.t "n elssg" · Likewise a partial flow from the can iK) ~~ containing Kon-rertergaa abgesweigt a Schwei'cloäurefabrik and introduced as sulfinierungemittel in the organißchen be Beafctönten; KO ₅ -IiUftmischung directly in organic AEEN Furthermore, SO- can be produced by stripping off from concentrated oleum

BATH ORIGINAL

SO, let gtalgott * 3ur Ytrwendiiac in de "trfladiiagsg" alftv & Prost β is the SQ ^ ait aiaesa inert gas, the i "the U" s "tmmg does not react, Ytrdüaagt, for example, with air, Btlokatoff, CO ₂ or similar lead _s

becomes the BO, ia the R «aktioaa * j8t ·» unt «r Print and in »in« * »laertgaeitro *, w« lci? .ST d · »30« «in« £ »-

granted, "Ir ^ feflüirt, wove" i die in the (rftsetrom on «twin S With 8 YoI ^ a

wiri.

The I5ru (? K, vmtmr d «x the xR« tii: tica «t« Iln * iiM «r enter, -let dealnab von Btdeutmigt because b« I * Anat * i§ # B. D · »Rüclcdrudcee the Isaktioasf 8Mgk «It dta SO ^ -haltigsn gases» «ß-« preclieM 2 ¹ IIiSJiSt _β Im «rfindimgsgtmtiB« »V« rf * hren is bar • in relative 0e «img« r Bruok # rford ^ rlicih » vm da« GO, -

durcii the system stt Hihreii · Bi «itr pressure al.lgtmtla Ms ttt about 5,3 atü (75 P« ii) s tem0,7 toi «1,0§ atü (10 Mi 15 $« ig). Higher over 5 _V 3 & ttt (75 psif) siaä for AU quality 4 · * Eßdprodiüct ^ e iiitlit güßetig, Bit - & «» cliwiadigfc * it äts SO «* Xsi« rt $ aa «» i5tr0 & ·· «oll w * ttigst «Ii« about 22 Ms 90 m {75 • about 300 Fii0) j # seJnrad · amount · ».

The "Meag" de "applicable SO ₅ directs eich aaefa of the kind of su iralfonierend substance ··· In the sulfusiervuag of eubetituitrten Arosatea« btiepielaweiee tob Dedeöjrlbeniol, is generally a tlbisnchui-oron SOiee ,, Torsugewe

909807/10 90 " _f : ..; ,,.,. . -. _17th

BATH ORIGINAL

.- 17 "

6 fci »tO Μο £ · $ * a &« wwtd »i. For Trid «cjlb * naol, w # lch ·« not 8ö l «lives * aiiüÄi!« Rbar i »t like So &» eylfcNMel _f is a «torn» g3? IS§ # y «a? 0i3 # ^ * ciiUil yu% * t * m 3 feie 1i? MoX «^ advantageous *. To the Snlfoaiftraag ftwiäl »ttlf * r Dodteyl- or be« «■ * & · &» wec3cmä3i.g tftsarecMiese τοη etra 6 to S SO «« Bg «w« ffil «t * Bei

«In« Qi

#i »» 1) · # 5ιβ1ϊ? becomes is $ i # s * 3i il

«Tff% 15 Moi» ^ tela Su »l» «i O ^ irti ^ lmi tor

will you «

Xjlol uai Tolwii. kösm * Ä alt 00 * 3ulioa · forms & ^ usiä twar

H ^ trselitiS 'is · S ¹ ^ r V§i £ ^ 9l4iäii £ the "^" it "is · * Unt * r * sku £

'.SC « _f %« s ^ @ »on

or

Fabric * (), ^

M * t «t t? Tl d # r Usisttf ^ iiig with 30 ^« l »Courage 3 to ffs kS» zi «ai a» d * r

im «iaraü trmt *? * eloi vcs $ i M * β« #inex D ^ * r * aht {S roi-, 6 -

909307/1000

BAD ORiGfNAL - 1β -

sriln $ agg3ge% ieea procedure «ülrd isa sOy

@ii in, & llg <3s ©: l »m Mt eiaer fempf & tWj di © dtws® g # f ale di @ f ~ <t »rcht? itt0teBpera $ tur Äer R ia «* © r fteakti iron is * la tea price sit about 32 bl »52 ° ö CfO M * 125 °.») ·

Ste veitgrtt? ? aSrter "d" r dio aelil "Gbt" color ö®r products ätn ^ l8 & er-ig © .ia- 0ul £ i £ iJ, © i ⁱ mn ^ sp2 ^> osi'tss® ^ Ytruye ^ oht hat «Äie "d © ^ Giiwaj? t ¥ wi 3e & tfitf ©! entire nad / odei * SO ^

feel, feassB öiif © ^ klteia © Sp ^ ta ^^ n. v «a I'emel5ttigk @ it is

with its SO ^ in the

lBtsitt iß <i «a Rt

"Bte @ eat beeo & iosfß Sreiiss Ites & tiaiaty & oautet m% © rliaitf & Ji * ist

sit

y is Äle Qmalitlt d »® S Ute is everything T-ÄfstifSHss ^ asiiälttgs o ^ Maal · ^ 3 ^ 11 Säe SesSsti.oA i ^ isaM ^ a SO * iißÄ desi

efö Wert etoigt · ■ Wejs »ii @ §« r VielseaitlteaBetieg statsifct

98-0'7 / "109 0

BATH ORIGINAL * in

■ » 19 -

In the process according to the invention "± r & generally the organic reactant at the lowest temperature""when it is still liquid," is included. With Älkylbensolea you can wear Elntriitet & aperatttr · 17 ° C {0 ° F) o «other" aromatics and substances containing aroiaate, for example benaol, toluene and xylene can be cooled to a temperate temperature , let the temperature rise to 29.5 ° 0 (85 ^# Ϊ) "t and g # 3chaol *" n, falgall: @ n @ l from a little higher, to 57 ° ^{E 1155 ° I s} ) "rwMrat lioatiönisöhe material, "at RaBKt * temperature, fluffy but very tough," is heated to about 32 ° ο (90 ° F) and held on the iconic tea door, so that the Uo "i" rush through a stream angsim * ei * r in the Heaktiomssone takes place exactly "Irfindung" · gitaAQ the organiac5i · Heactant from a thermo-acetate "controlled s ^ egg holder with constant temperature in the reactions bob *

With &<sr Uaeetzuiig teaperaturespfinäli ^ er ötöff%, apielsweiee τοη Pettälkoholea »it is nutslion to fill a small part of the cooled reaction products to the cooler in the entering heactant Burtick. In the case of pure straight-chain fatty alcohols or ithoxylates, the "is not necessary" for some secondary alcohols, olefins and other substances,

90980 771090 '~ 20 -

BATH

1518804

feel <tos £ & Sta & eareaktiosiea a% Xlela SiEd ₃ age often

grode Böliwi © 2? ltk # ä ^ the "bsäamsiea

it b @ i ihfiesi iile & t possible 1st » in, v «reehi # d« n «a

pv ^ a ssHeskiii ¹ Fiifl © mad § $

because Eat SO ^ sit dem o:? ga3äi $ e £ Mi & BeelEtastttei aeh

der 3isf lltoiag ä «r Beektaatta ia the reaction *« »i'f sis © Vi ^ doitstekonti ifci that la d ^ r EtaktloaissCiiiCi door © la © int © as * !?« ^ g «eoi? j | t wi3Ptl _v 'and tlaö daE ^ öh the Heaktions »

H. is cooled »Dis VtskoaitSt the Reactionary wlM im erfladVBge ^ esiSeea Terfaliren duroh S @ mf3S'atm ^ eriiÖImiif © Ji ^ eral ^ eeetzt »so that the Mischling 4er lleaktaittan with the SO ^ wii% © aaer becomes. In order to Is that - 2? OttLem the VlekoeltfitskoatsoUe directly on the «

sucked «. ^! © 8® TeRpsratur. in turn des- UesigenvezlhSltniB «aid of the temperature the Heaktloneteilneh four · introduced into the traction Allgeaela is ee orwttneolitr die ümaetsiing at »SgXiohat ni $ aa? ig © r leaiperatur, with which the 71ekoeitflt for a good: i5m3? oilimls © hmig kXa enough eats »

9 0 9 8 0 f ^ / 10 0 0

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ifev * Vi »> o * ltÄt im

in the

sit

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In Amr

beic SfiMQBmmtrsfiak δ · β- 3d «* Xiiift-> Q« E ^ Lso!: «ft» it

r «agi« anuift «a '! ©!« Sifa «kaak 149 ° C- (300 °?)

sa iMmaoübertoa Iföi ^ kält ^ von

la Sta & f «^ uiaKlttcCI. ^ av toftttr dim Bote ^ saei 94 M« 12t ⁰ C (200 M. · 250 ° F) tKrt? se% «'d #,

«Im * Im

the E $ actee irer

fetftig® Oaqr ^ -sti «^ *« «des

909807/1000

ÖAD ORIGINAL

real * lmm & & © Wixnlmkt mr follow te'ten * But la dea isigsiiGEsllißa Agpsf & i 1st tlie .laegeaohssiHiiigksi iss' «Isis? li £ i3i | ^ c« ltafil® ua & ame the liquid ge * »

fa??" Mitig

as «© a

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909-807 / 1090- ■■ " BAD ORIOINAL

1518804

ay Itamperatur leads to a soaleehtea 3 «■ of the liquid Iteaktai & tea with dsm So * _a Im it is destell * like & tig, di® $ estperato

before ä # r raee & ea KfShlii & g for oiss »Since SiPe ^ gemg asu Jialtöii» da8 daalc d «r 4 # y fllssliieii 5eaktaaten hurried Ia ^ eIiSi ¹ Te fiadea kana · Im Sclirifttma is!» eiepidlssweic © for the

of an alkylbeaaol "it 8 Ms 20 C" ° Atoiee & im

der Seiteakette #ime Sfesimaltempe ^ at ^ r voa 49 feis 34 ₅ 5 ° O (120 Me 13O ⁰ F) aagsgefeea ·. At Aieses? Seaipev & ^ iy * is gsblläste SuIfoaat ao strong Ti »köa ₉ dafi die MetSioä ea aur T) ixroliadLse] iuag TUllig uaaureiuligM eis. FBäprsdiakt νοη liofeifr quality m received "ttber is in the erfladnagegeBttSea P ?? oao3 on the alkyl- 'benscil with iceiar relatively low temperature in dös Heaktor, f? Adan" we ia a higher temperature rise in a few bees to <ä & 0, and The resulting "dama imY # rsügli"! i as kiliilt, if the general example is introduced into the reactor with a closed-loop system, the temperature rises in a few days to about 65.5 to 94 ° C (150 feie a00 ° y) aa. With vigorous mixing for one or two seconds at temperatures above 65.5 ° C (150 ° F), the reaction is immediately cooled to about 49 ° G (120 ° F). It was concluded that for an optimal result the reaction temperature must be above 6 ° 5 ° C (150 ° P), because the alkylbeassol

3 0 9 8 0 7/1090

BAD ORIGINAL - '^{; ί Φ} ' - 24 -

* ® «tnü 6Q ■ wtgMetftt let» Aa d «a then

4m B # iM

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mi i * .r 5 # a3c ^ i @ m "fli9 &fact" r

a little fi * n. üotes) a 9ffts * a tvad iMll% b * i

al »*

ii * t®i & t $ .0ii «mi * flHM * g la

otsae fe © .fa%

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mm

i rm m & mfmmmiX- ff _y * M * 32 ° c {«5 90 ° ?) _s te * der $« lf ** £ 9 $ * a§ * a * ^ »ryXalk-hol 53 ° f) ,. ι « » ΜΡ ^^^ Χ 54 »5 * ö (.130 °?)». vea

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»** B« i ^v i # t- | ftlkekalta _t wlM ü «

* && * «- * mrä« Ä ims »owelt gelioat» dag wUtrtsä

909807/1090

BATH ORIGINAL

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me ^ k vvXlätttatig cbimfft »

lM «it te?

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shares © s

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in the. « Ubxbx *

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98 07/10 90

BATH ORIGINAL

"" Is the "aaelift AlfctDkliiftg äuTzh di *

1t so su

de; ieaft 'eat? angtwi »fid * ten SuX ^ ElcsmsieMittfls ^ van.

in the Tvcaktioaason «, MeIs ¹ I ulrd die a« aJttioiiai £ ischütte amf »is» 1 «iBi |>« 2fatttr monthly? «Tws # 0 ^ö C (140 °

* t »Ä a? WU 52 ° C (SO Η »125 ° T)

.At you beTosfsu ^ ttii. ^ »Ofe ^ ßiücaiays ^ werdan w and M «a« fs 4 «s al» £ i | rock &% f * X .in Sf «K & hltfone

so hmimm, and dl «

Kohlmittel ianmluaii trtnljgtr s * kmadeü »ims * i» trl% t »-VeVStIgSTCtV * tot äü« ala Ktl & lMt-tel kelt * 'l®a) cticafcj? Rodiik.t »ίη» ^ eiap ^ ratii ^ i the approximately.

1 M »44» 5 ° C- (t % i * 80 °?) «Kt« rd «r S« Bp * ratiir ₉ »wf

for a «n Gewiia» «!! *» KflSiteffafkt aftige amount of this cold

i »iiat (ms sth% <! Ms 5Of ^ oli®" e ^ ieht fl

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nmktA @ mwlmkimg ed «? 'Ac' teit

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& tr kl »in * R ** t το» SO «i»

feolt bit dl «* # r im. BtsftbriMg im & kaam. tit run * äea? 2 «it fo o3» r Verbrerua ^ mg dta Prodiikt · »ta« £.: * K * ft ·

imr viii4 kliie * M «sf β vom Flüaeigkelt tir f tli # ji remains stuck %% * i jxioht »% & ^ c - *. er

in the

atm tXad * & alfgfw "a ^" & rird, daim kicks

d · »jgmtem? roiSutet» 9 by il « T # rf * pMwii M & t ^ siaX # ia * Per Hykloess & eid «? rope gg, his · geea «* # im B« txle

W @ »£ £ tr Zyklon tat · Ζολ. # Γ · asc ^ ct» κϋ »» * 3ΐ au ^ b dits * # im ·. Mtist * 'is lrt £ «XniEf gtliftlte ^« Xsn ^ β ic · MsJettd »

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sMasf «IsSMita« Swap buys * wife

feil i # e «sserei« ^ «^ g« & {tt & tea R € sl: tlea »proaiikt« al *

mi% ®vm% w & m§ß & im jfce & t & t -μ

^e 0 C ^ 5S ^# F} _& YO

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ms? & ^ st ff Ms fffi i * 'ß®s ÄUs
teifeo Sis® I Ms € # i®? ®Baets

909807 / IOdp ..

- 3t

ssoae in front of a * r Afetxwüniie & ** remaining- 3Q ~ - «teat» Bl «©» 5 & i * 1 _# 5 · * 4er ReaSttles. ilft & ea 1 »liigester instead of * Di · * <3l * t # si Aßb-yitrid *« erAea aofeea in the ΚΆ & Ιβαη * sere * tet ·

Seet iri $ tg * ii% ti? «Wix ^ I ^ Mi0it« ir * i »5

γόη us «* fithr St® C <t35 ^e f)« ßg «w®iid * t ₈ ^ LÄBß« atfeStt Aas

button* d # r ^ eöhr * aki; ica wtMesa on

special

30th

Saahreaktioa In Digester T * ':' l ^ A: ft w * 3entIiah bei tatsÄai ⁴ **! » 3m ^ ö33 »i # dl! Iiag TiaioiStfn ü'ulfö ^ äyr ^ liiatisg is running nuttily

should dft »- <ä» n Atm

. Pi * Xu ^ afea aülfenierbfti-er fabric « _t s« B »of

dt »

909-80771ÖÖ0

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iftv & ralftttt sia & _t bsi.spieliir * l · «ν®» 1 bie Z 09W « ^r ϊ toaogfta mt äftm elageführtrü $ argaij &» ö i & fii «Ittitt Stwf * dtr fltetiartttktlMi kanu Iwsli teaditios nil; 4en Aw ^ f & riüm, w & ®w Mlumg ten m? $ Mlmhm

dt »OaIuCLt as

«La! Fa« 7ü @! & M $ το »30«

909807/1090
BAD ORIGINAL ^

on orgaaii » »It 'jikokcruaofcim HydFe ^ rlfrypy ·» will there «

^ _# «Ftrd _ä iütsm-« oll ti®

in Dig "* t * r ^ gIIahet kivr"

n & sfc

ia

in "isi" r jitir-'il * lfni reaction kfr | £ "tttellt Int" d "r

»Ti · ^ sa g« «« ft _t »9ig« st

di · Svlfatltyiiag dse? #ttalkohol »Ib Presence τοη aalfeaitrtiSÄi Alkylb« 3i »ol _t which still oulfunaftVirc« atliäit ,, accomplished, 4ana wiitä «In ^ ndprodmit of good

ii «flialt & i & iinrsagierta get oil,

i-sr- vorliitgtitden ^ rriadung wi.r $ as.band

Fig "t ist" t.üfe ^ itt through d * a

vos aae * 3i with

2 is * i & r ^ tiianeiolit et «ε T ^ & ktor *« »iaftlS? £ g _e l _t

3 let «ia ^ # il £ ri« icjä1; the P.otore in the afm lcalstoir

fif * U

4 i * t «im

TIf * 5 is # £ at $ · £ & «&» £ β & ΐ Sis Hsüct * in H & s & tev

suffered

909807/1000
BAD OWGfNAL

Besugessiffem% e @ «you & ia des different ·»

Fig * 1 β romps a erfäs & ira ^ geaK8e & Ben, ® »Beaktor for ttaeetsuiigfta swieekea. Steüs »uasl liquid *», dar «The Bea & to? tostoftit Im veeeatliehen asso & m vcrtiiialen Icon-

lc-fertm SO ₉ 21 _s dex * ea # iBffiffid®r »ig« waiiSt9 Ober die imifs ^ ® rt © akti «isisiläehe S wad dit ättS« r «ti @ ssili« S, © S feil & GB · Ir dta veei dta ^ «Idea Hohrcn ä * ton limgyaaai is as © 1 * <@« s ^ Bäe ^ sr Hoter 3 fi # r »itttle« 4m®r dttroii äsa D «ökel 25 dleM .2 Tom« ittOB'Motor 1 © äti ⁶ · Tiaer aaityea best

3 «ssä g

d3fftlls 7

t © i

te!

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2f »30

Reaction space

Jone SO «« üJBftensiaeli will Inrefe tise®,

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ti for-

909807/1090

BATH ORIGINAL ^; "

1518804

not shown # ®t "ll * # * aß &# s Flsnech 51 transferred" ObttihaXb des geawlvaUJMMt dea MuSers Rohr 3 imgolmia & Qr Mtigvmm 16 "d * r with on 11 duFQh dta HlagnoUUtit 10 ia fö ^ isdwig is" tarßh carrion

we run in the. ^ aaadlTexm 11 Sroln T ^ s'mische «. with ä «m um KeaktloB8flllAhMi.8» 9
tIon © product dls

Bear £ Lti »Blg · S« a3tta & t is assigned to the Jteactor »at 2« 11 3 ^ md isuffl ^ iI d ^ rcb. ü. # & BimlaS 7 nxg «f Uhrt '

d $ s -iötor ^ tmd the iz 8 feaw. 9 headed »^

will su d «sa" wischenraoia Bwlsahe »dtm t ^ 0t3r § trad d «r 5, ΏΐιβΓ € Γι aeaktioisu ^ erfiichf S ame dea Xn & onr & aa € through 6th

The -Hetor waä äi »amfülirtmg der Hn & ££ tiöAatellii» lixer eiad the following Mta ZeiclH5 ^ .ngea shown in detail *

im des ^ igarea 1 «2 mud« oudi 4 «velelitXleli, the rotor $ anger over d # E öb« je «a 4% 6 @! uti ^ td # e

3 irad 9. Ia dlüesa fee, grass * t <ia Äbeeh «4tt £ lM * m 41 · Mitohmig

stai gr32t * a ϊ «11 sststt«

Χ'-1φ both äcoiifi # jj.trißofeisn R «aktionBob« flächi * G B usd

- 56 -

909807/1OtO

BAD ORIGINAt

over the lower Kanä d ·· Eotor «5« wl · «ue d * n Pig. 1 and 4 trilcchtliok, blue. The Reaktioaefllon * * * lnd your gsas JVtag · old Waaitr «« cools, as in the Etlelurangm. • Owtlgatte Ltitflftchen (17 in fig · 4) promote the “circulation of the cooling water” in dea Kuhlatatela of each “i: inla8 27 biw · 28 case” atepreclienden Amelai 29 for “30 · T * er Zwiechenrat” “smell the two fteaktieneoberflteboa extended «I mn under ·» Bad * in · 1β * 3 - lkewer 11 sit 4 «Proauktftaalel 31 * di« »uch al · A ^ iohr« «kkflia * r di« t. Before the entry of the eaction product ·· la di · Kumt 11, there is the liineecnlit «10« 1 »EIaIU for eckilklt ·« rüok led ·· Henktioiuprodukt for di · Ehr # ekkehlamg d “r Reaktioftnaiechua”. üektthltee Heaktioaeprodakt is done by means of the inlet 15 «the Hiagrcua 16 $ the Hiagechlit · 10, the OaamelrftttK 11 and deieen Auelaß 31« ad then "iava never" heat "" auetaueek- "r al · coolant la creation run.

Fig. 2 "ei" t ale Aueeohnitt di · auftlKrwie A «r fltte« n «nd gaaföraigen reactions parta * h» er la di · Swleohvartm · ewieoh «md« a notor 5 and the RenktioÄeo ^ rfläohem 8 «ad dee Reactor·. The flue β ig · R «* kt« at _f Ur v «ao» * - d «r« li d «Aneohi«! 3 la AU ». 1 - mtgßttktt , occurs * «· * ■ iwi» oh «ra * a 4 fSOmr d« a Rotw 5 »wieekwi Al« R «* kti * aeo» * rfltolw 9 aad d «i Rot« r 5 «a ■ al «r« r Eaat · * ia «ad fU« it la de «iMlrtoar a9« art ·. Dtr

909807/1090 -37.

BADORlGtNAL

• 57 -

gaseous · R «ak *» »partaek« he enters Ib d «space sviaokea dft Hotor 5 and the iaaer · »neaktioBaoberfllca · S an dtr liMtni Ofcerkaot · 6 * d ·· Rotor · »in uad afeSmt parallel sum fltkeifea Reaktamt 1 "reactor down".

li · 1 »ftf» I dar * eet «llt, becomes smaltsllea ftt! *« li * r R «alctaAt In the 1mm d ·· reactor · 4« roa «Ine Ltittttf 31 (FIf · 2) amfwtriss« ad dureli aimm £ l & Ial 7 umd * i »#m Bimfr« im 32 «« f Al « iamv awiktiwtflleh ·« «leads« ad «trttit fl« lok «iaitlf with ··» ft »aktl *» «t» ila «lBa« rm mlnribrt · * Di «Drtfcamf 4 ·· lot ·» · »ad di · atffamm« d ·· β «» ·· • in the «D« r «ltmi» «ktakf der fiümIc ·« «ad tiMMt «ilm« hm «r uaA 41«? · ι * · 11ι «β der fHtsilg ·« H «« kt «m nd d «r B« «ktl« tt »ml * dlmmf atf Widen R ^ aktioneflloA« »8 «Md 9» O «r A» etaad svieohem 4cr iam # i «ii« ad laf «r * a Reale» ti «» * ia ** · i Hw * I kicks 5.175 Ml · 12.7 mm (1/8 M · 1/2 in ««). D «r Η · ϊ · γ 9 m« t «im« m Sfielraom ftfe & ttfc · *

from 0.127 to 1.014 mm (0, Öö5 M »*, 046

Bi «fl§« 5 pen 4 «· 4 ·· 1 · ί · μ Im ^ iumXwtm · DI« ialfKii — IU 2 is Mfttrl * ·· with Um Kftfft 1f rtiimaäm *

On 4iv 12 is 4 «r ftirtiliiiwn mmmt ·! 19 HfMtift _t 4 * r

la IUl flmvMliPMMMmi ivimvmis m xifpim iff * * im

«Tm» 45 ° §Hß * 4i · TtrtlkmX · agrees »Imd« «» «rftmt«

Wf. 4 Mtft «im ·« st »· Am» nm «mg» ferm 4 ··

909807/1090

BATH ORIGINAL

w «lea · * di · total amount a ·· fltteelf · * reactants dmram dem

? ' lim T «il dta flOiiista neaJrtanten is introduced in dta space twieofcen the rotor 5 * «Μ d · * Doing Heakti one above high 9 * g * ffis "b" r other "part is through, openings in the fiotor (fig · 5) odtr through aloht darg «Bt * Ut ·, aa iiotor frozen nohr · ft» und «r« n bath · dta geechloeeentn Kotoraantela on di · inner «n« aktlon «o» «r ~ flat 8 * grttitrt.

ΐ> · τ «a * f ttrmig · l« & ktloast «lln« hMr is in the b «r« ita i «d« r iif, 2 d »rg« gt «lXt * af ·! ·· su« iB · »Section d ·· uratta ·· xwieohta. d «m rotor 5 vaA. d # r inner · »R« * k-

tioa »oi« rflÄoli · 8 'from the Xaver 6 * · dureh «lnea Bis! ··

Wi * im Tieilttor g «at fig. 1 eioh the rotor 5 * only extends over the upper a ^ eohnitt dee 2 wieoh «no» u »e · iwieohe« d •• idem conientrleohen HeeJctlomeoswrfllemen 8 ⁹ mmd $% De) Y Ret · »5 * becomes medium · · 1μι> W «ll« 2 * rom «im · * let« r mag ·· trleoem. The two konientrleeAen BeeXtiomeoeerfHem 8 »maA 9 * reiokea tar da · ismt« r Snd d ·· H ^ t · τ · 9 takem · ml • imd tv «r inr · eeaemt« lüg · with KfimlmimteXm T «r» «M« m · I * itfllc ** n 1? in the ItQ »lm * mt« lm eergn fte «im · wiA-Tert * ilumg d ·· Xttmlwm ··« »« mA wd «with« im ·

i «md« im · «inlMitliem · T« mf «Y« tmy im 4 «r l «& ktiem« iom ··

iltwi »w 1 $ _f Wl d * liwriemti-g ^ itr di

909807/1090

SADORlGiNAU

Ab * cfcr * <& ldBhlUB « _t -Klngraua 16 mid ftiagsaallts 10 -

ent apricot al · device etoifi Fig · 4 lsi essential of the device gs »& S Fig. 1

Dl · FIf * 5 seigt dl * Mnfflnrueg roa liquid «ad gas» föralgen Rsaktamtsa la di · twi »chenra» ee «wieehen dta rotor 5 *« ad d «a reaction superficial β *« ad 9 'la connection «it FIf, 4 · Bsr «eeaate flOsslg * Reactant is τοη ob« la dta Rsam 4 * tttnir der Hotork & pp «12». SIa f "11 4 ·· fltUeii" Heaktanten g "l" agt la is ready · e "ftohrieteaeii V ·! ·· la the 2" l "oa" ar "ui Ewieohen the iuieren lieeJrtioaeoberfltohe 9 * ** & oad rotor 5 * «Adefteivirte through the reactor · The gfcef & mlg * he * ktioneteilneher gets la deae ewieeeenraom e wiechen of the rotor 5 *« ad the inner race! oneflohe 6 * under the inner upper edge of the liotor ·, as old 6 **** beeiohnet, "ad" comforts parallel ra-flowing reactants.

Animal other part of the liquid neoctons etröat from the "old 4 * designated Zwiachenraua la a hole 18 la solid shell of the Hotore 5 * abwttrte" ad parallel to other parts dna liquid Rtaktanten "ad sum gaseous Rssktloas" · participants. Dim Bohrumg 18 ends la the hihe de »lower edge · dss gssealosssaea ßotorm & ntel · over the ribbed part« ad mttadet over «the courses Boantag 19 la de« iwlechearema as well as the Hotor 5 * «ad der laasrem Reaktkeeieeberflless β *. Bsr & vT € th dieee «Oad« ag euetretemde flflsslgt teaktaat strftmt pmrellel mm Oasstrom sevirts.

9 0 - 40 -

Ide Fig. $ Is the flow diagram of a creation of a combined conversion of a fatty alcohol and an alkylbenzol with Mchw "f # IrriO3cyä _t which in the following referred to as sulfonation eats with sulfation cracked fatty alcohols in the" ealctor 100 at a molar ratio of HO ^ ku Alcohol of about 0.85 "1 to 1t 1" is carried out "where sulfonation of the Alferbene sol in the reactor 101 with an excess of O ^ is carried out" preferably at a molar ratio of SO ^ t of alkylbene sol of about 1.05 "1 to 1.15 * 1 · ^'r he two IEA} ctiomji3trüse be rapidly cooled by itself and over "achüaöigem UEO" isolated · Pas lieaktioneprodukt the Fettaii £ oholKulfatierung is guided by means of the pump 102 through a cooler 105 and then SSUM part in the Absohreok-κοηε des ileaktora 100 surüeic, s & vm other! Eil forwarded to 0asabacheider 104.

In order to increase the efficiency of the AXkylben * olettXf onierung, the cooler 106 is passed through the cooler 106 in an analogous white manner by means of a 4-way pump 105 and then passed on to the Abeohreoksone de "Aeaktor * 101 aurü.ck, sum ¹ X ¹ GiI in the Claaabeoheider 107 ·

Me;: alkylbenzolaulphonic acid is then subjected to an aching reaction in the iger 103 and then introduced through line 109 into the coolant circuit of the suction cooler of the nea & tore 100 of the fatty alcohol sulphation. For this low reaction, the reaction products are mixed in roughly the same amount as:> 0, with fatty alcohol or with alkylbene sol.

9 G 9 8 O 7/1 O ö O. ^ _mm ^ _{: i} -r ..- BAD ORIQtNAU.

can, however, iedesi different mix ratio applied werden.Daa combined, sulfated © UNAE sulfonated product is then passed into a tv iieutraliaatlonaaone 1 and there neutralized wHösrigen a solution of Matriuiahydrasyd, in most ter Meise with dee öijtepreeilenden proportion of alkali, eg.

In a similar way , the sulfation of iethoxylates can take place, üeim ütooetzen of. N lat with SO "can be done sine eehte sulfation, however, a sulfonation on the aromatic ring occur ^ s has been found that a better Proclukt obtain \ - ill, presumably, the above besehrieben © I'echnik the co-sulfonation is applied. When Alfcylbenzolsulfonierung anhydrides formed nn ta doing dae Mcnyl phenol 'ithoxy lat in eintsr "chonenderen way never aulfatieren <? E at d ^ r Bulfatierung .with" 50 ^ m possible is, "In this procedure, it is possible to nioht sulfatlerten share of äonylphenol -Lthcxylatcsum a few percent to reduce, without much favoring the iJinßSVilfonierun.

The invention is illustrated by the following examples he doesnt.

In a device similar to that shown in the figures corresponds, dodecylbenaol »ulfentert» The distance look at the inner and outer reaction surface

S0Ö807 / 1090

ti * .. & t by'jb JMtU ( \ / '· ί) 2 iucli ^ » her hotor has from the ^£ m.i3eren ueaictionsi'l-lche ,, 254 mm (y, uio ineh) and from the inner,. .eatetiotissfl-iione j, 5 "J" fiuu (0, ^ 2 .: inch) distance. The closed jacket of the rotor "Eats / 6.2" ra (3 lnoh), the openwork ribbed part 2?% .: , 6 jam (9 inoh) long. Above the rotor dx'öht is about 175u Öpw against this measure of the iiippön. The total length of the Eeactor is 915 ram (3 r'uu), in the lower finfie äcs Beaktors there is a 152.4 ιαη (6 2in) long .v

Per minute v / ground 2.72 kg {β pounds) Dodecylbtneol with 21 ° C (° 7UE I? ¹⁾ eiagafülirt into the reactor and the sur H% half to the two U eaktionsflachen distributed. The Hengenverh;,. Ltni! S of UO- Kii alkylberisole "amounts to 1. ^ 8 ί 1.0. B & ß uO, ~ Luftgoaisch nit 5 / · ' ¹ SO-, ' Λτά nit an? Eapt: r» tur of approximately > ■■ ^C G (1w ^: .j ° i «') and under a pressure of ü, ö? Ü atü (12 p» i) in üöii üeaktor Speed of «itv / a 75 Ma 7ü ia -S6-j Ji ¹ UiU per second and leaves it with

o2 ° C (ioü ° £ ~). i> aa Jöihlwtiseer has for the itwaktor about 2'j.5 ⁰ C (ß5 ° ü ¹ ) »for äea worms from the exchanger of the Abechreckkühlaone about 27 ° C (d0 ⁰ ■?). The heat dissipation which has reached the deflagration zone is treated with a returned · »cooled sulphonium acid product of 4% 5 ° C (11 ° i ¹ ). Aua data Abechreckkühler etrctat a Öemiech of air Sulfansäur © and low upuren of i> 0 "and Dodecylbenaol with a Xeiapöratur VOA about 52 ° C (.t'20 ° i ^'1) In öas-

9 D 98 07/1 OM- · '' ■ ■ - 45 -

BADORfGfNAt

or. J: -ie vcui * 1βίώ Gh β- abotreuiite »iuli'ons: .urq vdrd at 5? ° Ö (120 ° F) in cine © Digester under intense Stir, avoiding every tick mixing one ftaoh * · Reaktioa voa 15 hours duration subject. Then the Sulphonic acids for about 5 minutes with an addition of 1 to 3 ffefcV / »\ vaaser treated, finally in a neutralizer and there with caustic boda, ^ ramoniaic or elaem anaerea neutralization means neutralized. the iJodeüylbenÄoleulfonaiure can also be used after treatment without itßutraliaatlon all such can be obtained. That neutralized Product has the following characteristics ί

Petroleum ether extract

(based on active Baals) t, 4f ' color according to KIett

(40 mm layer thickness) $ 50.0

Alcohol University 8

(also on an active basis) 2.5

Example 2

In a erfindungeg "" ate device, it wiο shown in the figures i "t _f is Laurylallcohol sulfated. The device used has the same Abaeeaungen as in Example 1. The. The only difference is that the digester is charged for the skin reaction and the water treatment. AuegangeBaterial is technical laury alcohol, which contains about & 5 $ C! «Alcohol and as a bed in the usual C .. alcohol. 1.36 kg of the © LaurylaHiohol are weighed

- 44 -

309807/1080

BATH

(j pounds) per minute on the inner tube flat and ■ _J% .r: yo k $ (2 pounds) ^ e minute on the outer reaction fl ee "of the reactor" £ 1 2ju £ tsdeohung with a ϋΟ, -Glit vpn 4 $ will be »it a *! ''!"Aper at ur of 55 ° G (v5 ° F) and under" in "a firuek of 0.7 atu (10 p" ig) generally leads to the header. The Gaegeo speed is about 75 ω (25u feet) per second and the «Hol ratio of SO» «Laurylalicohol is 1.04» ί, υ. 3) The lauryl alcohol is given up on di "ii6u.kUoAief: Ue] iari ait at about 27 ° U (BQ ⁰ F). The KUhl * aueGrtQaperatuj · is before the actuator about 51 ° ϋ (as ⁰ F), before the heat and ustauacher dar / liichreckkUkuhlung "about 24 ⁰ C (75 ° F). Sogl »iah» ach V «rl & i« «ii the lieaktioneiont is cl # r resultier« ade Leurylt «t« r »it ** iu ·· l> e premature excess voa ktlt« a return to E «action pro aukt at an i ' eüper & ture of 21 ⁰ C (ftü ° 1 ') in contact gobraoht. The agreed-upon reaction and the excess air left the aluminum occlusion ait about 32 ° C V-jO ° 2). Because of the reversibility of the effect, the mixture is fed into a clone, which is stubbornly separated from the element, and from there it is passed directly into the neutralization without any special haul-salction. The neutralized product has the following properties

^ etroliether extract 1.5 i>

(»• absorbed on an active basis)

Heifers naoh Elett 25.0 +

(at Seiger Laoung and AQ m » ßohiehdieke)

Alcohol unl elioh 0 _ν θ>

(lied to the active area)

90.9 807/10 90 - 45 -

RAH ORIGINAL Example 3

_t out Alkylbeusßol and a Xalg & lkohol be in a;. ^ ä ö iÄ, Uie dom scheme in Figure 6 corresponds, getre / int

Hoaktoreu with üG, ma ^ eeotat and gutm uiteinvor dar boutruliaation mixed. Thereby chew »

a part of the contained in the alkylbeneol sulfonic acid «!! Anhydrides do not want to reflux atmospheric algal alcohol, resulting in algal alcohol esters. Under Hitwirkung of xulgulkoiiule is άΰτ H ^ aktioas running better, and since β Reaktiojaeprodukt has a better color ala wqwi the Ouch ~ gaiiigestaffe separated ßulfatic-rt bew. Eulfottiort and the products Werdan mixed subsequently,

Per minute in the first äe & ktür 2.2? kg (5 pounds) of alkyl bon «ol and in döui svi ^ itön keaktir ^ i 2.27 kg (5 pounds) of oil alcohol. Dtr tulg alcohol contains about 6 · ^ C ₁₀ - «ilkohal and 4U ^ C ₁₆ -illkoliol. The alkylbene sol has u bie 1b O ~ Atea ", dure & tdtmitilioh 15 ΰ-Atame in the Ucitenkotts" Dad HoX relation " from üO_ su Alkylbonaol la eroten reactor amounts to" about 1 »1u« 1 * I * i® Holverhiltnie from ÜO- to Tallow alcohol in the iw # it «n reactor amount * about Q, 9 & χ 1. · -'- The Kona & atratifm des 1 ^ 0. Ia each "daeatrom is about Ip, and the G & AETR α" step under eiaem pressure atmospheres of about 0 _(03. (12 fsi) la the Eeaktoreji a "Into the reactor Üür River ilie ^ lbeaeol is the 0ao * TROA ait Jo ⁰ O ( iüo ° ^) β ing β-iüfert, J) «r stirred into the lisaktor for l'ftleülkohol« a * «* troai has 54« 5 ° ΰ (130 ° *) - J ^ »Alcohol is with

SADORfGIMAL - 46 -

909807/1090

At a temperature of 21.0 ° C (Yü ° 1?) in the reactor, the alcohol with a foaperatur ton 52 ° C (125 ° n. Jq minute, 1.135 kg (2.5 pounds) of alkylböujsül on the inside and the external i ^ aktionaflilehe de »vain iteuktore perform» while tallow coliol 1.362 k £ (3 pounds) ίβ meow on the inner surface and 0.900 kg (2 pounaa) j · minute au * the outer Heaktlonafläölit dee aiiaersn Reukfcore were given up · The KU & li ^ aeeertepiaeratur for the ukiybenaol reactor is 29.5 ° C (B5 ^Ö F) ₁ for the »ugali rigea wäraeauatauher the Abeohreokkühlen is aia rf c (üO ° *). The guhlwaesertenperatttr for the Xalgdkoholreaktor (is 54 * 5 ^{0 Octor} 130 ⁰ F) uad f'dr the Wirmeauataueoher of the Ännchreekkühlsone 46 ° 0 (.115 ° ^) *

The prodtiiiert * Alkylbenaoleulfoneäure is häcIx Vürlaeaen the Riiaktionsflüühen »it oiaem groüea u'beraohuß of gokUhltera Moklaufpredakt quenched at a fea" perature of 43.5 ° <3 (110 ⁰ F) and cheeky dae Afc * akr "ckküitis ;;" t © * since the Reetga "at a temperature of 49 ° 0 (120 ° £). Since the "healing preduct of suifonioration" is separated into a cyclin "sohaider το" best £ "e and a" digester "is conducted in which there is no reaction for 15 minutes" laoli datier 2eit becomes e "iu ü * ä UalaufkUiasyateia dt · ial" al3tcholreaktor »with a 2n» per «temperature of about 52 ° C (t25 ⁰ If) passed there» it dt «frieohon» mlfatiertta ialgÄlkeliol geaiieat.

Mieehung the boid * n product «is by elntn

tt "4 da" £ üia ^ "tes in £ r" iel "uf uagtnälst, Mn atro""Ird" it ttw * 40.5 ° Q (105 ° ^) i "* ·""yklon" eheidtr

9 0 98077 1 0 M, ^ BAD ORIGINAL

- 4 7 - ■ ■

headed and after the separation of the Reetgaees directly into the Negotiation headed. The neutralized product of the Combined sulfonation has the following nature ϊ

Petroietaar Extract

(to a K ο ge η on active · .BmIa) 3 * 2 n * ch kl «tt

e solution, 40 on »layer disc ·)

alcohol

(lied to on an active basis) 8.0

Example 4

In the plant described in general example 2 , 2.72 kg (6 pounds) of alkoxylated lauryl alcohol are sulfuted per minute. The alcohol ethoacylate consists mainly of a mixture of 65 ^ C ₁₂ alcohol and 1 ^, which is essentially composed of C ^ alcohol. This oil contains 3 hol of ethylene oxide per no of alcohol. The ätiioxyiierte alcohol is used in the reactor at a 'i'aaperatur of 29 * 5 ⁰ C

F) introduced * The cooling water temperature is 32 G> ° P). The SO ₃ -SiUft mixture contains 315 £ SO "and is valid for a ftol overhua of about 45" at a temperature of 43 ° ö (110 ° *) and a "bridge" of 0.7 atm (10 psig) in the Beaktor introduced. The product, - sulfated athoxyllerter JjÄurylalkohol- leaves the Keaktor at about ⁰ O 76.5 (170 ⁰ P) in the Abschreokkühlsone and uayareUglioh (F ⁰ 90) was cooled to ⁰ O 32. Sack of Jfeutralisa- tion with caustic soda, the product has the following

9 0 9 8 0 7/1090 .; _{Φ; 0;} -BAD ORJGiNAL - 4b -

Analysisι

Nicfet converted alcohol ethoxylate

("on active baei ·} 1 * 0

active · »Aöt» il iu

Natriuffiouli'at 99 t 1 Color according to KXett dee products · teeia Leaving d ·· lieaktore

(in 5 $ L smxg and at 40

25.0 *

Ia ti «» «Seä * £ i * l iiivu. mim

amf 1 mole of Alkohca ® &% iiält,

in B "i" pi *] 4 ^ t® @ lri # ^ tffi _f -y? stiert. U «r« laiige Uater «• ehied b« it «MS ^ 'te» must «ll» from aHiokätiührar Lfturyl

latea gt & leslit w * ij * n »uai SaS €« · Alko ^ oilätkcsyl ** «uf '; di * e * W * iee ^ it fO S * v. ? k #in «e inert ·» L »« ngeaitttl · '

v «rdtiaöt wirt« Bae rHekiefufes-t * product we «tob Bot ·» de · Kühlraum ·· a ^ gtpiüft tu & d üi «dt» * ug «fU & rt * a AlktÄolithoatylat g« sieeiit _@ bnvQW * · in the d * m Heaktor « iatritt. ill, · r «a Btdittft. ^ ** dee S # * kte? s eiad ie« · β · ιιϋ1 b * a vie la Bti% fi @ i 4 «Mi Bndf ^ diikt aaoh t« r Neutrali ~ with IsMHitUMktr ^ ®Sat «twa di« ffl # XH da ·. »RodÄt 4« ü i «le» i «3ut. | e «« r «in the product au · ätk9ä | fii« rt · «AliteSi ·! ·». 7th

809807/1090

Di ···· B «i« 9l «I ^ meets the« VerwtniußÄ. · «Lntr Modifi» 49 -

the e? £ inüiing8fieaä0 <"n device for the absorption of a (te ··· by« in · liquid. IJi * device described in the drawings, but old developed »so ~ tor, unexpectedly represents a generally effective ayetea, ua a str aendea üa · act · «« in * ia «r el • 1« «er aentiea FlUa» igk «it eu abeorb. Da * ··! an koatinui« rlicli # n Ab »orption from gaef ^ rai * · “0O ₅ in more consistent

37tö fei 56.7 liters (10 to 15 GmIloa # a) «empty 53Bi» if «a 3chwtf« leäur »vtrcUn in a reactor«, which is 6.55 a «(t / 4 target) Afe * t «nd · ν1 · βΑ · η the two iieÄktionefläcJaen aat and with dta the Hotor 44weg" b * ut ist "per minute 1.56 kg {3 povnd«) SO, in a # r C * «- air-mieokttttg »It 4VeI, £ ÜO, introduced into the apparatus in the same way as the» beorbiereadea acid. The Druckftfef * ll through. the 915 a * (5 Fa *) long heaktar is 0.56 Hl · 0.7 atu (a bi · 10 pound ·). Mt Abeor # tionatea * eratur τοη 27 Μα 3 & ⁰ Q (ao ~ 100 ° 7) will duroa the passage of eäure roat lower £ nd · de · Abeorber «by a Taaeoher ami dun Abeorberkopf ^ aufre eraont.

The gate lettering that has been modified in this way can also be reversed star Abeorptioa v * reciilede »#r da ·· inreiae * or diluted ·· state in β ·« 1ί & «* & A» «or» tiott «flttMigk« it «& y«. 1 · 1 · ρ1 · 1 · ¥ β1 ·· k sow 0O ₂ or other · «acid sa ·· in al-Sali» OÄea A ^ »^ rf41 #« »l« ungem aafgeaoeeem v «vA« n _t or

909807/1090
BAD ORlGINAU =

Ammonia or

other alkaline gases can be excluded in pure solutions will.

Finally, b.B. Butane Can be absorbed in hydrocarbons or solutions containing hydrocarbons.

The registration is a contirmation-in-part »ur registration Ser. No. 244 096 »filed on December 12, 1962, trinket eur application Ser. Ho. 320 301, filed October 51, 1963.

098 07/10 90 y

BAD ORiGfNAt

Claims (1)

Claims 1 * Process for the continuous conversion of organic heacts with an aromatic nucleus, olefinic double bonds or alkaline hydroxyl groups with sulfur trioxide diluted by an inert gas, characterized in that the organic ee & kt & ni and d & sioxyerdUiuicni in a parallel triangle of strands Holiren uessehloseaktioüesoae over whose outside gakiOiIte are distributed, among other things, downwards, so that the ! «« Ktione ^ isehtmg according to YerXaeeen der tioa * soß.y ruecii küiilt, from laertgae and not tem 3ohw «f <; Xtrio3 £ yd götrenai and g ^ gebeii ^ nfall« one Maohr reaction about let ea- becomes * U Method according to Ane $ z * »oh 1, thereby gejcentneictoet . that © rgaaieohe Raktaat with a leeper & tur, in which he is aooh iltselg »is introduced into the Eeaktior.eeoae. U process according to German spraying 1 and 2, thereby identifying « Imertgas-Cksiftea »it of 2 bie β vol. * Is introduced into the re-» Jrtioneioee « 4 * f # rf «hrtm ameh den / jaeprüohen 1 to 5, thereby fekena- '» # ieiiüet, d * ß d «e 3ehwefeltrio * yd ~ In # rtg <te-aeaiech under a Druok rom hOohetene 5,3 atU ( 7 $ peig) into the Ee- 8098 0 ^ 7/10 90 aktionseoae «is introduced. 5 # process me the claims 1 to 4- * thereby gel without t . d & e da «3ehwefeI, trioa: yd« Xz} ertgas ~ 0eaie <|} i with a ^{sti a} a® non-objection to salad «« tea · 22 se (7 $ feet) ^ e @ee. in all «l ^ aktioitesone is introduced 6 * Yerimfer · »uaoh dsm 'Aasf ^ lAsa 1 hlB 5» "Dt Ic & IteK Be" ktio ^ eproduct g © Müiit will » 7 · Proceed as follows the geldlMt® H * * akticK prodaJ <: t after separation not Wun inert m-.u verbrauohtea Sehwefeltrloxyd siindeeteae eu a "hide a Maohreaktion at iufceniiveta stirring iinter avoid Rüolmieeiuing unteresOgon is. β * procedure aaoh the test 1 to 7 « thereby daa the 3trö »« ii (äe £ * eühwindifk «it swlaohen lühluag wΛ 0afö * b "eli * idup.s sin4" etea "15 i / iio. ($ 0 feet / β # β), nad 4 »J die Obaririäoii« »dta & a« ab «« 2ii »l *« r * roll ig »it Eeaktionsprodiikt b« * are flushed. 9 · Verfaivreii amh den AaiprüöJien 1 am 8, f & m§ itr Eeaktioscsissltaiii wüirei4 itr aktioa tigitil Sahweftltrlßsyätitteetsbiirtr organ! se & er 909807/1090 BAD ORIGINAL "^ · ^{: c} * - 55 - is added »and that afterwards still existing Anhydrides eersotat by susatz of water 10 "Method according to the statements 1 to 9, characterized in that an organic raw material in white sequential seaction elements, if necessary under two-way cooling, sit dta ochwofeltrioxyd-Inertgae-Geiölech. 11 * Method according to claims 1 to 9 » dadifrch daö la p * r «lXtXg« eohalt «t» n aeaktioniiontn gleioh "or T * r" chi * d * ne organic · R "* lciaat" a sit des 3ahw * reltriosyd-In «rt £ Äa-Q« iiaeh uog «e <» tst ? drive according to claim 11 » by ^ ek» an * 8iohnet. that in * ¥ «i paralleigfeehalt #" t # n Eeaüctionasonen an emlfoni "rb * r * r Bew. a Euiiati * rbar" r reactant is a SohweieXtrioxyd-Inertgfte-Gaeiechusetit and that the EeftJrfcifmeproittrte after "separation" laer-fcgiui un * aokvafeltrioxyd in the Nachrealc- ve ^ rden. 15. E takt or a »r Savsätfilunnf <·» TevfsiirtiMt aeah den Ae -,., _; ,, .. esprohen 1 »ie 12 o * t *» er Ainorptioa T © mÖ »» 4ii la ? ltt8 »i £ k» tt * a * g »k« a ** ei «kÄ« t Avmti iwei r «rtikal # _s grain ■ ti 4ea V ^ atieanier * ^ «w * adt * a äeittm 90980f / 1090
BATH ORIGINAL Cooling jacket »vereohonö tubes (20,21), Uie an R <tak ~ tion jsono (6) with externally cooled reaction areas (8,9) 3.175 M 12.7 mm (1/8 Me 1/2 lnoh) width uaechlite- * sen and by means of equitable supply the flüteigan and ga * £ 8raigen Reaktloneteilnuer a « upper end of the reactioneeone. H. Reactor according to claim 15, kakenngeiahnet by a rotating distributor (5) upper portion la <ier Heaktionazone, the opposite ä * n Heaktlonsflüehen the utnu.n ~ the applied reaction "surfaces (8,9) of the Drill (20,21 ) has a margin of 0.127 Me 1.016 wa to 0.04 insh). Tj 15. A reactor according to claims and 14, dadyrc fa s »leans in that the rotating distributor yon (5) au» geechloeeenen jacket (13) ale upper part and a "durchbroehenen bottom lips (14) heeteht. 16. Beaktor according to the hjxwvuvksn% 3 to 15, tfafl'iroh »« leans the ribs (14) % m lower T * 11 of the Beaktofffi at an angle From «twa 4Ü» ° gtg · »Alt Vertical« $ en · igt 17 »Officials moii (5) «ni € ®a SwUf ^ ieaisi'i ^ i» ä Ci »S)« ää «·« 90 98 0T'i1090 BAD ORfGINAt (7.52) in the limerea Iveaktionsi'laciie (ts) ssur MiuUlirung des gaei'öriaigeii iieaktiuateii. 13 Reactor aacix ύ & Ώ. iVaaprüclien 1> to 17 * üuren öiiie iüiiiläioiio (11) at the lower end of the aeaktioiieiläciien (6,9) and the connection (10) for the introduction of cold aeakticnsprodukt on the reaction »surfaces 9 0.98 0 7/1090