CS200679B1 - Process for preparing unsubstituted aromatic hydrocarbons - Google Patents
Process for preparing unsubstituted aromatic hydrocarbons Download PDFInfo
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- CS200679B1 CS200679B1 CS122578A CS122578A CS200679B1 CS 200679 B1 CS200679 B1 CS 200679B1 CS 122578 A CS122578 A CS 122578A CS 122578 A CS122578 A CS 122578A CS 200679 B1 CS200679 B1 CS 200679B1
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- hydrocarbons
- oil
- pyroplyn
- pyrolysis
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- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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Description
Vynález riežl přípravu nesubetituovanýoh aromatiokýoh uhTovodíkov hydrogenafinou dealkyláoiou alkylsubetituovanýoh aromatiokýoh a nafteniokýoh uhTovodíkov využití· tepla pyroplynu z pyrolýzy ropy, ropnýoh frakoií a uhTovodíkov, Zaea arosaatiokýoh uhTovodíkov, naJmS BTX-frakoia, naftalín, a jeho alkylovaná hoeológy ea oddeTujú pri «pracovaní ropy v rafinárlaoh a vzniká tiež pri pyrolýze ropy, ropnýoh frakoií a uhTovodíkov ako vedlajží produkt pri výrobě až Cg uhTovodíkov.The invention also provided the preparation of unsubstituted aromatic hydrocarbons by hydrogenation of alkylated alkyl-substituted aromatic and naphthenic hydrocarbons by utilizing the heat of pyroplyn from petroleum pyrolysis, petroleum fraction and hydrocarbon, it also occurs in the pyrolysis of petroleum, petroleum fractions and hydrocarbons as a by-product in the production of up to Cg hydrocarbons.
Zo zaesi aromátov je výhodná extrahovat* pri vttSSoa množstvo benzán, xylány, príp. naftalín, ktorá eú JaleJ apraoovateTná. Jalžie aroaatloká uhTovodíky, najati toluán a aetylnaftalány neaajú Siržie použitie a je potřebná ioh zo zaesi oddělit’ a Zhodnotit* iným apdaoboa,It is advantageous to extract from benzene, xylanes or the like. naphthaline, which is readily operable. Other aroa andlococarbons, toluene and acetylnaphthalates are not used more widely and need to be separated from the zaes and recovered * by other apdaoboa,
V aúžasnej dobo je vo svate vyvinutýoh niekolko teohnologlekýoh postupov, spraoúvajúoioh alkylovaná aromatická uhTovodíky, najati toluán na benzán, príp. Mtylanaftalán na naftalín hydrogenačnou dealkyláoiou:In astonishing times, several holy processes have been developed in the holy, treating alkylated aromatic hydrocarbons, hiring toluene to benzene, resp. Naphthaline-naphthalene by hydrogenation of dealkylaemia:
Ar - CH3 + H2 --------- ArH + CH^ reep, na benzán a xylán kombináoiou dealkyláoie a alkyláoie (tzv, Xylenesplue proces):Ar - CH 3 + H 2 --------- ArH + CH 3 reep, for benzene and xylan by a combination of dealkylary and alkylary (the so-called Xylenesplue process):
<V>-<3H3 -------— <£> + CH3-<7>-CH3 <V> - <3 H 3 -------- <£> + CH 3 - <7> -CH3
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200 679200 679
HydrogenaBné dezalkylaSné prooeay eújHYDROGEN DETERMINATION PROOEAY EUJ
- katalytioké na báze kyšllBnlkov preohodnýoh kovov (Houdry Litol, UOP Pyrotol, Soboli Boxtrol atá,)- catalytic catalysts based on cohesive metals (Houdry Litol, UOP Pyrotol, Soboli Boxtrol, etc.)
- tormioké bez katalyzátorov pri teploto 600 až 800°C a tlaku 3 až 6 MPa (HDA proooe, THD proooe at3.).- Ti-free catalysts at a temperature of 600 to 800 ° C and a pressure of 3 to 6 MPa (HDA proooe, THD proooe, etc.).
lob epoloBným znakem jo vysoká nároSnoeť na provádzkové náklady. Hydrogonáola aa uskutoBňuje a komprimovaným vodíkem, alobo vodík obaahujúoim plynem v niokoTkonásobnom přebytku.The lob epolOne feature is a high demand for cord costs. Hydrogenation aa is carried out with compressed hydrogen, or hydrogen containing gas in a small excess.
Pri pyrolytiokoj výrobo uhTovodikov ropy, rosp. jej frakoii na oohladonio pyroplynu aa roaktorom aa používá u nioktorýob prooosev (napr. HTP prooaa Hooohat) kvenBovanie aroamtiokými olejní, ktorá oú tepelná etálojžio ako benzíny a pri teplota do 1 2OO°C ea prakticky nerozkládájú. Aroemtioké oleje, prevažno BTX-frakoia sa pri naatřeknutl úplné odpařia, prlBom odoberú pyroplynu prlalužná výparná teplo. Po kondsnzáoll aromátov pri oohladonl pyroplynu ohladiaoou vodou aa vMBiia Baeť vraola na skrápaní· a Baeť ea odvádsa ako vodTajžl výrobok z pyrolýzy.In pyrolytiokoj production of oil hydrocarbons, rosp. its fractionation on oohladonio pyroplyn aa roaktoromaa uses prooosev (eg HTP prooaa Hooohat) in some of the aroamphatic oils, which do not heat decompose as petrol and practically do not decompose at temperatures up to 1200 ° C. The aromatic oils, predominantly BTX-frakoia, evaporate completely when inhaled, and the heat of evaporation is removed by pyroplyn. After the condensation of the aromatics with respect to the pyroplyn gas with respect to the water and to the water, the water is sprayed and the water is removed as water. The same pyrolysis product.
Pri tomto technologickou proooo·, ale aj lnýoh, kdo ea používá prudkáam oobladoniu pyroplynu vody, sa nozhodnooujo vysoký tepelný obsah pyroplynu v teplotách 800 až 1 3OO°C a ani iným spBsobom sa nevyužívá toplotný spád 1 300 až 600°C.In this technological process, but also those who use high-temperature water pyrophones, the high heat content of pyrop gas at temperatures of 800 to 1300 ° C is not used, nor does the temperature gradient of 1300 to 600 ° C be used in any other way.
Vyookoj toplotnoj hladiny na zaBiatku ohladiaooj zěny využívá prodám t vynálezu, podlto ktoráho sa k ohladoniu pyroplynu použije shbstltuovanýoh aromatlokýoh a naftaniokýoh uhTovodikov v skrápaoom aystárna pyrolýznoho procesu. RydrogonaSná dozalkyláoia alkyleubstituovanýoh aromatlokýoh a naftoniokýoh uhTovodikov, a výhodou alkyldorivátov bonzánu a naftalínu, prsbisha · využitím energie pyroplynu u vysokotopolnýoh pyrolýz skrápáni· uvedeného pyroplynu o teploto 500 až 1 300°C aromatlokým olojom a obsahom alkyleubstituovanýoh aromatlokýoh a nafteniokýoh uhTovodikov na teplotu 200 až 600°C a následným delenlm aromátov po loh kondonsáoli m pyroplynu a odděleni vody,The hot-water level at the beginning of the wall utilizes the present invention, which employs a structured aromatic hydrocarbon and naphthanocarbons in a scrubbing and aystary pyrolysis process to smooth the pyroplyn. Pure gas alkylation of alkylene-substituted aromatic hydrocarbons and naphthalio hydrocarbons, and preferably of the benzyl and naphthaline alkyldorivatives, by utilizing the gas energy of high-pyrolysis pyrolysis, spraying said pyrrole at a temperature of about 500 to about 1,300 ° C with an aromatic hydrocarbon content C and subsequent deletion of aromatics after the condensation of the pyroplyn gas and water separation,
S výhodou sa hydrogonafiná dezalkyláoia skrápáním aromatickým olojom uekutoBůuje do toplBt 400 až 600°C a plyn ea vedle do frokoionátora, kdo sa oddsTujú oohladzovanlm thžžis frakole aromátov, Tepelného spádu do 150°C aa využívá a výhodou k výrobo páry.Advantageously, the hydro-naphthalkylalkyl is sprayed with an aromatic oil into a temperature of 400 to 600 ° C and the gas is fed to a frocoionator, which is heated to 150 ° C, and is preferably used to produce steam.
Na výstup· z frakoionátora má pyroplyn teplotu 60 až 100°C a odvádza sa do ohladiBov na kondonzáolu. Vykondsnzovaná BTX-frakoia sa oddali v dollBi fáz od vody a odvádza aa do zariadonia na oddoTovanlo bonzánu, Predné a zadné podiely po odděleni benzínu sa vraoajú nazad do skrápaoioho ayatému.At the outlet of the fracoionator, the pyroplyn is at a temperature of 60-100 ° C and is fed to the condenser. The condensed BTX fractions were separated in water phase from the water and discharged to the bonzone separator. The front and rear portions after gasoline separation were returned to the scrubber.
Z thžžloh frakoii zlskanýoh vo frakolonátoro oa o výhodou dajú izolovat* neeubetituované aromáty, najmž naftalín na žpoolálnom zarladěni.Non-reubstituted aromatics, in particular naphthalene, can be isolated from the thaws of the fractions obtained in the fracolonator and preferably by naphthalene.
Za týohto podmionok (800 až 1 300*0, 0,12 MPa, 18 až 22 1» obj. Hj) doohádza k SlastoBnej hydrogonaBnoj dezalkyláoil alkyleubstituovanýoh uhTovodikov, napr, toluén, metyl-oyklohexánu, xylénov na benzín. Pri neustálou obohaoovanl skrápaoieho oloja o alkylaubstituentaml, uajmž toluánom a za kondenzáolou odvádzanlm Bašti aroamtiokéhoUnder these conditions (800 to 1300 * 0, 0.12 MPa, 18 to 22% by volume Hj), a hydrogenated hydrocarbon, such as toluene, methyl-cyclohexane, xylenes to gasoline, is de-alkylated. In the continual enrichment of the scrub oil with alkylaubstitutedentyl, in particular with toluene and after the condensation of the Aroamthiocyanate
200 679 oleja ob oba taného o benzén, Je nožné vyrébaf úSlnno na uvedeno· pyrolýznon prooeao z alkylaubatituovanýoh aronátev neaubstituované aronáty, najmK v priemysolnooi steří tku benzén bydrogenaSnou desalkyláoleu toluénu.200,679 oil, both benzene-containing oil, can be produced by pyrolysis of alkylaubstituted aronates and unsubstituted aronates, in particular in benzene-containing carbon tetrachloride with desalkylaol toluene.
Podstatu vynálezu osvotPuJe obrázek, kdo Jo aohénatioky znázomoný prooee hydrogenaénoj dezalkyláoie arooátov pri pyrolýsse Pahkého benzínu:SUMMARY OF THE INVENTION The following is an illustration of who is an ahenathiocyanate prooee hydrogenated in arooates in pyrolysis of light petroleum:
Horúoe plyny z pyrolýzy o teploto 500 až 1 3OO°C ia pcdvádzajú vedení· J_ do skrápanla 2,, kdo aa ohladia aronatlekým olej on 4 a přídavkem alkylaubatituovanýoh derlvátov JJS, a výhodou 81a týni alkylaubatltuovanýni aronátsd. a/alobo nafténsd. na teplotu 200 až 6OO°C. Pyroplyny a odpařenými aron&hal aú vedené vodonín J dolonlo kdo aa oddoPujú ttažiio aromáty 8, z ktorýdh a výhodou aa aoparujú ttažiio noaubatituované aroeiáty.The hot pyrolysis gases at a temperature of 500-100 ° C and lead the line 11 to the scrubber 2, which polishes the aromatic oil 4 and the addition of the alkylaubstituted derivates 18, and preferably 81a, the alkylaubstituted aronates. a / alobo naphthenes. at 200-600 ° C. The pyro-gases and the vaporized aroma 8 are guided by the dolonium water and the aromatic substances 8, which advantageously aa and vaporize the substantially noaubstituted aroelates.
Sptttnýn tokon aronatlokého oleja 6 aa udržuje teplota prl doloní v roziaodzi topldt 20 až 200°0. Pyroplyn a obaahon aroaMLtev aa Sálej vedením 2 doetáva do dhladlaoej aokolo 2, kdo z noho při teploto 10 až 70°C vykondonzováva voda a aroamtioké uhlovodíky a postupuje voděním 11 na Šálilo spraoevanle. Kondenzát vodonín 10 postupuje do doll8a fáz 12. kdo aa oddoPoJo vodná fáza 13 od aromatického oleja 14. který aa reolxkulujo vodonín b a 6 a 8aat* 15 Jo odvádeaná na separéolu benzínu.The reverse flow rate of the Aaron Oil 5a and maintains the temperature at which the temperature rises between 20 and 200 ° C. Pyroplyn and both aroaMLtev aa Saale leads 2 to dhladlaoej aokolo 2, who from there at a temperature of 10 to 70 ° C condenses water and aroamtiocarbons and proceeds by watering 11 to Šalilo spraoevanle. The condensate vodonin 10 proceeds to the lower phase 12a, which is a water phase 13 from the aromatic oil 14, which aa reoloxifies the vodonin b and 6 and 8aat * 15, which is removed to the gasoline separator.
Příklady provodonlaExamples of provodonla
Příklad 8, 1Example 8, 1
Prl vyaokotopolnoj pyrolýzo benzínu (HTP proooa) itlaponín ltahkého benzínu naPrl vyaokotopolnoj pyrolysis of gasoline (HTP proooa) itlaponin light gasoline on
voda 45 až 50 % mol.water 45 to 50 mol.
prl teploto 1 200°C a tlaku 0,13 MPa. Na oohladonlo pyroplyun a tým zastavěnio ohenlokýoh roakolí problohajúoloh v Aon aa používá Pahký aronátový olej o složení tat a temperature of 1200 ° C and a pressure of 0.13 MPa. The oohladonlo pyroplyun and the team built up ohenlokýoh roakolí problohajúoloh in Aon a and uses light aronate oil of the composition t
Oohladonlo pyroplynu na 6OO°C aa doalahna splynaním ltahkého aroaMLtového oleja a desalkyláoleu Jeho alkylovanej 8aatl, Balilo oohladonlo pyroplynu aa uakuto8ňuje olxkulaSnýn ttažkýn aronátovým olejen o atrodnon bode varu 250 až 35O°C na teplota 250°C. ▼o frakelnaSnej Bašti aa pyroplyn vyplora od ttažžíoh Trakali skrápáním oirkula8nými olejnítThe oil was cooled to 600 ° C and dried up by the gasification of light aroalcoholic oil and desalkylaol of its alkylated 8aatl, and packed oolladonlo pyroplyn and carried out the olefinic oil with an aronate oil of 250 ° C to 250 ° C. ▼ o frakelnaSnej Basht and pyroplynplora from dragon tractors Trakali by sprinkling oirculating oil
- ttažkýn atrodnýn olej on o atrodnon bode varu 150 až 25O°C- drawing oil of an oil on the boiling point of 150 to 25 ° C
- ltahkýn atrodnýn olejen o atrodnon bode varu 100 až 12O°C.- attractant oil of atrial boiling point of 100 to 120 ° C.
V OhladlaooJ a keaqmanoj Sastl aa pyroplyn ochladí na 4o°C a konprlmuje na 1,5 MPa a vykondonzujo z naho voda a Itahký aronátový olej, který po oddělení od vody ná Bložonlot benzén 60 až 80 jl mol. toluén 10 až 20 % mol.In Ohladlao and Keaqmanoj Sasta, the pyroplyn was cooled to 40 ° C and condensed to 1.5 MPa and condensed with water and a light aronate oil which, after separation from the water, charged benzene 60 to 80 µl. toluene 10 to 20 mol%.
vyžilo aronáty 3 až 5 £ stol. benzíny 5 až 10 Jt mol.has consumed 3 to 5 centuries. 5 to 10 Jt mol.
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8asť lhhkáho areauttiokího olej* po kondenaáoii Ido na oeparáeiu bonaánu * 8asť po doplnoní toluánoa o* vraoia na ehladenia pyroplynu.8 part of light areauttioca oil * after condensation Ido on oeparation of bonaan * 8 part after addition of toluene and * vraoia to smooth pyroplyn.
Příklad 8. 2Example 8. 2
Pri vysokotepolnoj pyrolýao bonaínu oko v příklade 8. 1 o* pyroplyn po oohladoní na 6O0°C skrápá thlkýr araaátovýr oleje· o aloženíi bonaán 0,2 al 2 jí rol. naftalín 13 *1 20 jí rol.In high-temperature pyrolysis of the bonain, the eye in Example 8. 1 o * pyroplyn is sprayed with a throat of araeaate oil after depositing at 60 ° C with a deposit of 0.2 l and 2 µl of roll. naphthaline 13 * 1 20 eats rol.
alkylnaftalíny 10 al 15 í aol. vylilo arorúty 8 až 15 jí aol.alkylnaphthalines 10 and 15 aol. poured out oranges 8 to 15 of her aol.
llvlooví podloly (aaltány atd,) 60 až 70 Jí aol· fallcý aroaátový olej po oddoloní od pyroplynu * odvádaaní tepla, odoháda* na ooparúolu na oddolenle naftalínu * po doplnění alkylnaftalánai oa vraoia na skrápanio.lvlolo podlooly (altalans, etc.) 60 to 70 Aol · fallen aroaate oil after decapsulation from pyroplyn * heat dissipation, reflects * on ooparúol in the naphthalene separation * after addition of alkyl naphthalane o and vraoia to scrape.
Příklad 8, 3Example 8, 3
Pri vyaokotopolnoj pyrolýao boninu ako v příklade 8. 1 o* bonaán a naftalín iaoluj* a oirlculaSnýoh středných olojov fr*kolona8noj Saotl * úbytek oa dopl&ujo do lUdcího a tfclkáho skrápaoieho oloja.In the case of the pyrolysis of bonin as in Example 8. 1 o * bonaan and naphthaline oleol * and oirlcell.
Příklad 8. 4Example 8. 4
Pri vysokotepolnoj pyrolýao ropy, ropnýeh frakolí a/alobo uhTovodíkov o* a tbdBcáho aroaatlokáho oloja, který vaniká ako odpad, laolujú noalkylovaná a alkylovaná arosUlty, pri8oa alkylovaná arorúty oa používajú na prlaárne oohladonio pyroplynu.In the high-temperature pyrolysis of petroleum, petroleum fractions and / or hydrocarbons, and ary aloe-alkali, which vanishes as waste, the nonalkylated and alkylated aromatics laollate, and the alkylated aromatics are used and used for propylar oohladonio pyroplyn.
Claims (2)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS122578A CS200679B1 (en) | 1978-02-27 | 1978-02-27 | Process for preparing unsubstituted aromatic hydrocarbons |
| JP1792779A JPS54122391A (en) | 1978-02-27 | 1979-02-20 | Activated solid carrier and preparation thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS122578A CS200679B1 (en) | 1978-02-27 | 1978-02-27 | Process for preparing unsubstituted aromatic hydrocarbons |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS200679B1 true CS200679B1 (en) | 1980-09-15 |
Family
ID=5346105
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS122578A CS200679B1 (en) | 1978-02-27 | 1978-02-27 | Process for preparing unsubstituted aromatic hydrocarbons |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JPS54122391A (en) |
| CS (1) | CS200679B1 (en) |
-
1978
- 1978-02-27 CS CS122578A patent/CS200679B1/en unknown
-
1979
- 1979-02-20 JP JP1792779A patent/JPS54122391A/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JPS54122391A (en) | 1979-09-21 |
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