SE442194B - PROCEDURE FOR THE TREATMENT OF REMAINED GASES CONCERNING THE MANUFACTURE OF DICHLORETHANE BY OXICLORATION OF ONE - Google Patents

PROCEDURE FOR THE TREATMENT OF REMAINED GASES CONCERNING THE MANUFACTURE OF DICHLORETHANE BY OXICLORATION OF ONE

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Publication number
SE442194B
SE442194B SE8106500A SE8106500A SE442194B SE 442194 B SE442194 B SE 442194B SE 8106500 A SE8106500 A SE 8106500A SE 8106500 A SE8106500 A SE 8106500A SE 442194 B SE442194 B SE 442194B
Authority
SE
Sweden
Prior art keywords
ethylene
chlorine
treatment
oxicloration
dichlorethane
Prior art date
Application number
SE8106500A
Other languages
Swedish (sv)
Other versions
SE8106500L (en
Inventor
B Gorny
H Mathais
Original Assignee
Ugine Kuhlmann
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Publication date
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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=9247651&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=SE442194(B) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Ugine Kuhlmann filed Critical Ugine Kuhlmann
Publication of SE8106500L publication Critical patent/SE8106500L/en
Publication of SE442194B publication Critical patent/SE442194B/en

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/013Preparation of halogenated hydrocarbons by addition of halogens
    • C07C17/02Preparation of halogenated hydrocarbons by addition of halogens to unsaturated hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/38Separation; Purification; Stabilisation; Use of additives
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D53/00Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/34Chemical or biological purification of waste gases
    • B01D53/74General processes for purification of waste gases; Apparatus or devices specially adapted therefor
    • B01D53/86Catalytic processes
    • B01D53/8668Removing organic compounds not provided for in B01D53/8603 - B01D53/8665
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/093Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/15Preparation of halogenated hydrocarbons by replacement by halogens with oxygen as auxiliary reagent, e.g. oxychlorination
    • C07C17/152Preparation of halogenated hydrocarbons by replacement by halogens with oxygen as auxiliary reagent, e.g. oxychlorination of hydrocarbons
    • C07C17/156Preparation of halogenated hydrocarbons by replacement by halogens with oxygen as auxiliary reagent, e.g. oxychlorination of hydrocarbons of unsaturated hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C19/00Acyclic saturated compounds containing halogen atoms
    • C07C19/01Acyclic saturated compounds containing halogen atoms containing chlorine

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Environmental & Geological Engineering (AREA)
  • Analytical Chemistry (AREA)
  • Biomedical Technology (AREA)
  • Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Treating Waste Gases (AREA)

Description

8106500-5 10 1s_ 20 25 30 35 det krävs reaktorer med mycket betydande dimensioner, vilket i sin tur leder till höga investeringar i förhållande till den förväntade produktionen av dikloretan. 8106500-5 10 1s_ 20 25 30 35 reactors with very significant dimensions are required, which in turn leads to high investments in relation to the expected production of dichloroethane.

Enligt föreliggande uppfinning elimineras dessa olägen- heter. Den möjliggör omvandling av den eten som ingår i rest- gaser från oxiklorering till 1,2-dikloretan med utmärkt utbyte, och omvandlingen äger rum vid relativt låg temperatur, vilket begränsar energikostnaderna förorsakade av uppvärmning av ga- serna och eliminerar riskerna för korrosion, utan att man för *den skull tillgriper cirkulation av stor mängd lösningsmedel.According to the present invention, these inconveniences are eliminated. It enables the conversion of the ethylene contained in residual gases from oxychlorination to 1,2-dichloroethane with excellent yield, and the conversion takes place at a relatively low temperature, which limits the energy costs caused by heating the gases and eliminates the risks of corrosion, without that for this purpose circulation of a large amount of solvent is used.

För detta syfte tillsättes klor till restgasen innehål- lande eten, i ett molförhållande C12/CZH4 som ligger mellan 0,5 och 1,5, företrädesvis mellan 0,8 och 1,1. Den sålunda er- hållna blandningen ledes över en katalysator under en kontakt- tid av mellan 0,1 och 10 sekunder, företrädesvis mellan 0,2 och 5 sekunder [kontakttiden definieras som förhållandet mellan katalysatorvolymen (ml) och volymflödeshastigheten (ml/sj).For this purpose, chlorine is added to the residual gas containing ethylene, in a molar ratio of C12 / CZH4 which is between 0.5 and 1.5, preferably between 0.8 and 1.1. The mixture thus obtained is passed over a catalyst for a contact time of between 0.1 and 10 seconds, preferably between 0.2 and 5 seconds (the contact time is defined as the ratio between the catalyst volume (ml) and the volume flow rate (ml / sj).

Reaktionstemperaturen ligger mellan 0 och 15006 och företrädes- vis mellan 15 och 8000. Katalysatorn kan t.ex. vara aktivt kol eller aluminiumoxid i form av pellets.The reaction temperature is between 0 and 15006 and preferably between 15 and 8000. The catalyst can e.g. be activated carbon or alumina in the form of pellets.

Omvandlingsgraden för etenen ligger mellan 90 och 100 pro- cent, medan utbytet av dikloretan är praktiskt taget kvantita- tivt. i Följande exempel illustrerar uppfinningen utan att för den skull begränsa densamma. Mera speciellt gäller att de ut- fördes på restgaser från oxiklorering av eten, men vilken som helst inert restgas innehållande eten eller något annat omät- tat kolväte kan behandlas på samma sätt, vilket sålunda möjlig- gör enklare utvinning av en produkt med högre molekylvikt.The conversion rate of ethylene is between 90 and 100 percent, while the yield of dichloroethane is practically quantitative. The following examples illustrate the invention without limiting it. More specifically, they were carried out on residual gases from oxychlorination of ethylene, but any inert residual gas containing ethylene or any other unsaturated hydrocarbon can be treated in the same way, thus enabling easier recovery of a higher molecular weight product.

Exempel 1 Man behandlar 191 l/h av en gasformig effluent från oxi- klorering av eten, varvid sammansättningen är följande: co, 2,1 % co 1,2 % CZH4 1,2 % Hcl 0,1 % cnzci-cnzci 0,03% oz 6,0 % NZ s9,s7% 10 15 20 25 30 35 8106500-5 med 2,23 1/h av klor i ângfas (dvs. ett molförhållande C12/CZH4 av 0,973) vid en temperatur av 70°C på 175 ml aktivt träkol ("Acticarbone AC 40" från Société CECA S.A.). Kontakt- tiden är sålunda 2,6 sekunder.Example 1 191 l / h of a gaseous effluent from oxychlorination of ethylene are treated, the composition being as follows: co, 2.1% co 1.2% CZH4 1.2% HCl 0.1% cnzci-cnzci 0, 03% oz 6.0% NZ s9, s7% 10 15 20 25 30 8 356500-5 with 2.23 1 / h of chlorine in vapor phase (ie a molar ratio C12 / CZH4 of 0.973) at a temperature of 70 ° C of 175 ml activated charcoal ("Acticarbone AC 40" from Société CECA SA). The contact time is thus 2.6 seconds.

Under dessa betingelser är omvandlíngsgraden för etenen 97,5 procent.Under these conditions, the conversion rate of ethylene is 97.5 percent.

Exempel 2 Man behandlar 600 1/h av den gasformiga effluenten från Exempel 1 med 6,9 l/h klor (molförhållande C12/CZH4 = 0,958) vid en temperatur av 70°C och på 88 ml aktivt kol, vilket mot- svarar en kontakttid av 0,4 sekunder.Example 2 600 g / h of the gaseous effluent from Example 1 are treated with 6.9 l / h of chlorine (molar ratio C12 / CZH4 = 0.958) at a temperature of 70 ° C and of 88 ml of activated carbon, which corresponds to a contact time of 0.4 seconds.

Omvandlingsgraden för etenen är 96 procent.The conversion rate for ethylene is 96 percent.

Exempel 3 Man behandlar 600 l/h av den gasformiga effluenten från Exempel 1 med 7,9 1/h klor (molförhållande C12/CZH4 = 1,097) under samma betingelser som i Exempel 2, dvs. vid en temperatur av 7o°c på ss m1 aktivt kol uwntaktria; Omvandlingsgraden för eten är 96 procent såsom i Exempel 2. 0,4 sekunder). *Å andra sidan återfinner man i gasen efter behandlingen det över- skott av klor som inte har reagerat, dvs. kan lätt elimineras medelst konventionella 1,02 1/h, men detta metoder.Example 3 600 l / h of the gaseous effluent from Example 1 are treated with 7.9 1 / h of chlorine (molar ratio C12 / CZH4 = 1.097) under the same conditions as in Example 2, i.e. at a temperature of 70 ° C on ss m1 activated carbon uwntaktria; The conversion rate of ethylene is 96 percent as in Example 2. 0.4 seconds). * On the other hand, you find in the gas after the treatment the excess chlorine that has not reacted, ie. can be easily eliminated by conventional 1.02 l / h, but this methods.

Exempel 4 Man behandlar 180 1/h av en gasformíg effluent från oxi- klorering av eten och med följande sammansättning: coz 2,5 co 1,0 2.Example 4 180 g / h of a gaseous effluent from oxychlorination of ethylene and having the following composition are treated: coz 2.5 co 1.0 2.

CZHÅ, 1,27% CHZ-cl-cflzci 0,12% oz 6,0 2.CZHÅ, 1.27% CHZ-cl-c fl zci 0.12% oz 6.0 2.

NZ s9,11% med 2,35 1/h av klor (molförhållande C12/CZH4 = 0,984) vid en temperatur av 20°C pâ 175 ml aktivt kol. Kontakttiden är 3,5 sekunder.NZ s 9.11% with 2.35 l / h of chlorine (molar ratio C12 / CZH4 = 0.984) at a temperature of 20 ° C of 175 ml of activated carbon. The contact time is 3.5 seconds.

Under dessa betingelser är omvandlingsgraden för eten 97,5 procent.Under these conditions, the conversion rate of ethylene is 97.5 percent.

Exempel 5 Man behandlar 216 l/h av en effluentgas, som har följande sammansättning: ppyigoïk 11%7äqFI flåbn 10 15 20 ZS> 30 035' 8106500-5 4 C02 1,9 % CO 0,8 % CZH4 0,7 % 02 6,0 6 N 90,6 % Z med 1,38 1/h av klor i ångfas vid en temperatur av 50°C och på 175 ml aktivt kol, dvs. med en kontakttid av 2,9 sekunder.Example 5 216 l / h of an effluent gas having the following composition are treated: ppyigoïk 11% 7äqFI fl open 10 15 20 ZS> 30 035 '8106500-5 4 CO 2 1.9% CO 0.8% CZH4 0.7% O2 6.0 6 N 90.6% Z with 1.38 l / h of chlorine in the vapor phase at a temperature of 50 ° C and on 175 ml of activated carbon, ie. with a contact time of 2.9 seconds.

Under dessa betingelser där molförhâllandet klor/eten en- bart är 0,913, är omvandlingsgraden för eten 89 procent.Under these conditions, where the chlorine / ethylene molar ratio is only 0.913, the conversion rate for ethylene is 89 percent.

Exempel 6 _ Man behandlar 168 l/h av den gasformiga effluenten från Exempel 5 med l,l8 1/h klor (molförhållande C12/CZH4 = 1,003) vid en temperatur av 90°C på 175 ml aluminiumoxidpellets, vilket motsvarar en kontakttíd av 2,8 sekunder.Example 6 168 l / h of the gaseous effluent from Example 5 are treated with 1,18 l / h chlorine (molar ratio C12 / CZH4 = 1.003) at a temperature of 90 ° C on 175 ml of alumina pellets, which corresponds to a contact time of 2 , 8 seconds.

T Omvandlingsgraden för eten är 97,2 procent.T The conversion rate for ethylene is 97.2 percent.

Exempel 7 1 Man behandlar 189 l/h av den gasformiga effluenten från Exempel 5 med l,8 l/h klor (molförhållande C12/CZH4 = 1,360) vid en temperatur av 50°C på 175 ml aluminiumoxidpellets, vil- _ket innebär en kontakttid av 2,5 sekunder.Example 7 1 189 l / h of the gaseous effluent from Example 5 are treated with 1.8 l / h of chlorine (molar ratio C12 / CZH4 = 1.360) at a temperature of 50 ° C on 175 ml of alumina pellets, which means a contact time of 2.5 seconds.

Omvandlingsgraden för eten är 100 procent. Efter behand- lingen återfinner man i gasen det överskott av klor som inte har reagerat, dvs. 0,5 l/h. ,Éxempel 8 i Man behandlar 1 140 l/h av en gasformig effluent från okiklorering av eten och med följande sammansättning: , co, 1,6 g co 0,1 % CZH4 o,s9% cH2c1-cazcl d 0,11% oz 6 % N 91 » 2 med 12,6 l/h klor (molförhâllande C12/CZH4 = 1,873) vid en - temperatur av 90°C på 175 ml aluminiumoxíd. Kontakttiden är _salunda.0,4 sekunder. _ Omvandlingsgraden för eten är 96,6 procent. Efter be- handlingen återfinner man i gasen det överskott av klor som inte har reagerat, dvs. 6,1 l/h. nriåšïï 9 ~ 909%" Q'The conversion rate for ethylene is 100 percent. After the treatment, the gas contains the excess chlorine that has not reacted, ie. 0.5 l / h. Example 8 i Treat 140 g / l of a gaseous effluent from the oxychlorination of ethylene and having the following composition:, co, 1.6 g co 0.1% CZH4 o, s9% cH2c1-cazcl d 0.11% oz 6% N 91 »2 with 12,6 l / h chlorine (molar ratio C12 / CZH4 = 1,873) at a temperature of 90 ° C on 175 ml of alumina. The contact time is _salunda.0.4 seconds. _ The conversion rate for ethylene is 96.6 percent. After the treatment, the gas contains the excess chlorine that has not reacted, ie. 6.1 l / h. nriåšïï 9 ~ 909% "Q '

Claims (1)

1. 5 8106500-5 PATENTKRAX Förfarande för behandling av restgaser, innehållande CO, härrörande från tillverkning av dikloretan genom oxi- klorering av eten, varvid man klorerar restgaserna i ångfas med klor i närvaro av katalysator, k ä n n e t e c k n a t av att reaktionen utföres vid en temperatur av mellan 15 och 80°C i närvaro av aktivt kol som katalysator, varvid uppe- 'hållstiden för kontakt med katalysatorn är mellan 0,1 och dl0 sekunder. çšooïs: orsgfftmfrïrA process for treating residual gases, containing CO, resulting from the production of dichloroethane by oxychlorination of ethylene, chlorinating the residual gases in the vapor phase with chlorine in the presence of a catalyst, temperature of between 15 and 80 ° C in the presence of activated carbon as catalyst, the residence time for contact with the catalyst being between 0.1 and 10 seconds. çšooïs: orsgfftmfrïr
SE8106500A 1980-11-04 1981-11-03 PROCEDURE FOR THE TREATMENT OF REMAINED GASES CONCERNING THE MANUFACTURE OF DICHLORETHANE BY OXICLORATION OF ONE SE442194B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR8023510A FR2493307A1 (en) 1980-11-04 1980-11-04 PROCESS FOR TREATING INERT RESIDUAL GAS CONTAINING UNSATURATED HYDROCARBONS

Publications (2)

Publication Number Publication Date
SE8106500L SE8106500L (en) 1982-05-05
SE442194B true SE442194B (en) 1985-12-09

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ID=9247651

Family Applications (1)

Application Number Title Priority Date Filing Date
SE8106500A SE442194B (en) 1980-11-04 1981-11-03 PROCEDURE FOR THE TREATMENT OF REMAINED GASES CONCERNING THE MANUFACTURE OF DICHLORETHANE BY OXICLORATION OF ONE

Country Status (15)

Country Link
EP (1) EP0051524B1 (en)
JP (1) JPS57106628A (en)
KR (1) KR850001546B1 (en)
AR (1) AR227206A1 (en)
AT (1) AT379374B (en)
BE (1) BE890813A (en)
BR (1) BR8107121A (en)
CH (1) CH651004A5 (en)
DE (1) DE3167745D1 (en)
DK (1) DK172880B1 (en)
FR (1) FR2493307A1 (en)
GB (1) GB2086898B (en)
IL (1) IL63941A (en)
IT (1) IT1210613B (en)
SE (1) SE442194B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4356149B2 (en) * 1999-08-23 2009-11-04 旭硝子株式会社 Method for treating 1,1,1,3,3-pentafluoropropane

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR491792A (en) * 1918-09-16 1919-06-17 Georges Charles Hugues Le Floc Manufacturing process of ethylene chloride and trichloroethane
DE1793835C3 (en) * 1967-07-31 1979-06-21 Stauffer Chemical Co Process for the simultaneous production of 1,2-dichloroethane and chlorine-free hydrogen chloride from ethylene and chlorine-containing hydrogen chloride
DE2400417C3 (en) * 1974-01-05 1979-05-03 Basf Ag, 6700 Ludwigshafen Process for the elimination of the air-polluting exhaust gas in the large-scale synthesis of dichloroethane by oxychlorination of ethylene
US4029714A (en) * 1975-11-05 1977-06-14 Stauffer Chemical Company Ethylene/chlorine elimination process
DE2556521B1 (en) * 1975-12-16 1977-03-24 Hoechst Ag PROCESS FOR PURIFICATION OF HYDROGEN CHLORINE FOR THE PRODUCTION OF 1,2-DICHLORAETHANE
DE2733502C3 (en) * 1977-07-25 1980-09-25 Wacker-Chemie Gmbh, 8000 Muenchen Process for the production of 1,2-dichloroethane from ethylene-containing residual gases which originate from an oxychlorination

Also Published As

Publication number Publication date
FR2493307B1 (en) 1984-08-10
IT8168270A0 (en) 1981-10-01
BE890813A (en) 1982-04-21
EP0051524A1 (en) 1982-05-12
IL63941A0 (en) 1981-12-31
KR850001546B1 (en) 1985-10-17
IL63941A (en) 1984-12-31
JPH0134206B2 (en) 1989-07-18
EP0051524B1 (en) 1984-12-12
SE8106500L (en) 1982-05-05
GB2086898A (en) 1982-05-19
DK485181A (en) 1982-05-05
GB2086898B (en) 1984-10-10
AR227206A1 (en) 1982-09-30
IT1210613B (en) 1989-09-14
FR2493307A1 (en) 1982-05-07
DK172880B1 (en) 1999-09-06
DE3167745D1 (en) 1985-01-24
KR830007473A (en) 1983-10-21
BR8107121A (en) 1982-07-20
AT379374B (en) 1985-12-27
JPS57106628A (en) 1982-07-02
CH651004A5 (en) 1985-08-30
ATA460981A (en) 1985-05-15

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