DE720079C - Verfahren zur substituierenden Chlorierung von Kohlenwasserstoffen - Google Patents
Verfahren zur substituierenden Chlorierung von KohlenwasserstoffenInfo
- Publication number
- DE720079C DE720079C DEI60540D DEI0060540D DE720079C DE 720079 C DE720079 C DE 720079C DE I60540 D DEI60540 D DE I60540D DE I0060540 D DEI0060540 D DE I0060540D DE 720079 C DE720079 C DE 720079C
- Authority
- DE
- Germany
- Prior art keywords
- catalyst
- hydrocarbons
- reaction
- chlorine
- chlorination
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 229930195733 hydrocarbon Natural products 0.000 title claims description 16
- 150000002430 hydrocarbons Chemical class 0.000 title claims description 16
- 238000005660 chlorination reaction Methods 0.000 title claims description 11
- 238000000034 method Methods 0.000 title claims description 9
- 239000003054 catalyst Substances 0.000 claims description 39
- 239000000725 suspension Substances 0.000 claims description 7
- 239000011949 solid catalyst Substances 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 description 27
- 239000007789 gas Substances 0.000 description 23
- 229910052801 chlorine Inorganic materials 0.000 description 14
- 239000000460 chlorine Substances 0.000 description 14
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 13
- 239000000203 mixture Substances 0.000 description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
- 239000002245 particle Substances 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 239000004071 soot Substances 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 3
- 239000003245 coal Substances 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- VFWCMGCRMGJXDK-UHFFFAOYSA-N 1-chlorobutane Chemical class CCCCCl VFWCMGCRMGJXDK-UHFFFAOYSA-N 0.000 description 1
- OHXAOPZTJOUYKM-UHFFFAOYSA-N 3-Chloro-2-methylpropene Chemical compound CC(=C)CCl OHXAOPZTJOUYKM-UHFFFAOYSA-N 0.000 description 1
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 229960003750 ethyl chloride Drugs 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000011874 heated mixture Substances 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 238000013021 overheating Methods 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01F—MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING
- B01F25/00—Flow mixers; Mixers for falling materials, e.g. solid particles
- B01F25/30—Injector mixers
- B01F25/31—Injector mixers in conduits or tubes through which the main component flows
- B01F25/313—Injector mixers in conduits or tubes through which the main component flows wherein additional components are introduced in the centre of the conduit
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
- B01J8/18—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with fluidised particles
- B01J8/24—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with fluidised particles according to "fluidised-bed" technique
- B01J8/44—Fluidisation grids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
- C07C17/12—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the ring of aromatic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Combustion & Propulsion (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEI60540D DE720079C (de) | 1938-02-18 | 1938-02-18 | Verfahren zur substituierenden Chlorierung von Kohlenwasserstoffen |
GB12124/38A GB513947A (en) | 1938-02-18 | 1938-04-22 | Improvements in the reaction of hydrocarbons with halogens |
NL91357A NL52585C (enrdf_load_stackoverflow) | 1938-02-18 | 1939-01-04 | |
FR849084D FR849084A (fr) | 1938-02-18 | 1939-01-18 | Procédé pour faire réagir des hydrocarbures avec des halogènes |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEI60540D DE720079C (de) | 1938-02-18 | 1938-02-18 | Verfahren zur substituierenden Chlorierung von Kohlenwasserstoffen |
GB12124/38A GB513947A (en) | 1938-02-18 | 1938-04-22 | Improvements in the reaction of hydrocarbons with halogens |
Publications (1)
Publication Number | Publication Date |
---|---|
DE720079C true DE720079C (de) | 1942-04-23 |
Family
ID=25982056
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEI60540D Expired DE720079C (de) | 1938-02-18 | 1938-02-18 | Verfahren zur substituierenden Chlorierung von Kohlenwasserstoffen |
Country Status (4)
Country | Link |
---|---|
DE (1) | DE720079C (enrdf_load_stackoverflow) |
FR (1) | FR849084A (enrdf_load_stackoverflow) |
GB (1) | GB513947A (enrdf_load_stackoverflow) |
NL (1) | NL52585C (enrdf_load_stackoverflow) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2827502A (en) * | 1954-02-17 | 1958-03-18 | Union Carbide Corp | Manufacture of halogenated aromatic hydrocarbons |
DE1079021B (de) * | 1954-10-22 | 1960-04-07 | Ethyl Corp | Verfahren zur Herstellung von AEthylchlorid aus AEthylen und AEthan |
DE1095268B (de) * | 1956-04-17 | 1960-12-22 | Electro Chimie Metal | Verfahren zur gleichzeitigen Herstellung von Tetrachloraethylen und Tetrachlorkohlenstoff durch Chlorierung von Propan |
DE975892C (de) * | 1951-03-23 | 1962-11-22 | Metallgesellschaft Ag | Vorrichtung zum Roesten sulfidischer Erze |
DE1219920B (de) * | 1957-12-31 | 1966-06-30 | Solvay | Verfahren zur Herstellung von Vinylchlorid |
US3952065A (en) * | 1973-06-25 | 1976-04-20 | Vyskumny Ustav Agrochemickej Technologie | Method of producing chlorobenzenes from benzene sulphonyl chlorides |
Families Citing this family (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3123547A (en) * | 1964-03-03 | Fluidized catalytic cracking process | ||
US2595254A (en) * | 1941-06-19 | 1952-05-06 | Standard Oil Dev Co | Apparatus and process for circulating powdered solid in chemical treatment |
US2470336A (en) * | 1942-06-22 | 1949-05-17 | Lummus Co | Halogenation of aromatic hydrocarbons |
US2568660A (en) * | 1942-07-16 | 1951-09-18 | Rosen Raphael | Fluorination process |
US2590219A (en) * | 1945-06-15 | 1952-03-25 | C H Wheeler Mfg Co | Method of effecting chemical reactions |
US2607671A (en) * | 1945-11-01 | 1952-08-19 | Hartford Nat Bank & Trust Co | Generator for producing a combustible oil gas |
US2768872A (en) * | 1945-12-13 | 1956-10-30 | David X Klein | Manufacture of uranium tetrafluoride |
US2498552A (en) * | 1946-01-11 | 1950-02-21 | Socony Vacuum Oil Co Inc | Halogenation process |
US2498546A (en) * | 1946-01-11 | 1950-02-21 | Socony Vacuum Oil Co Inc | Manufacture of halogenated hydrocarbons |
US2585469A (en) * | 1948-05-20 | 1952-02-12 | Du Pont | Process for the manufacture of chloromethanes |
US2642339A (en) * | 1948-11-06 | 1953-06-16 | Du Pont | Process for oxidizing iron halides to produce iron oxide and chlorine |
US2644016A (en) * | 1949-11-12 | 1953-06-30 | Ethyl Corp | Chlorination of ethane |
US2706144A (en) * | 1950-02-02 | 1955-04-12 | Curtis W Cannon | Improved hargreaves method for making sulphate salts and hci |
US2706145A (en) * | 1950-02-28 | 1955-04-12 | Curtis W Cannon | Production of sulphates and hci |
NL87115C (enrdf_load_stackoverflow) * | 1953-10-29 | 1956-09-15 | ||
US2898384A (en) * | 1954-08-10 | 1959-08-04 | Solvay | Process for the thermal chlorination of hydrocarbons |
US2838579A (en) * | 1954-12-13 | 1958-06-10 | Ethyl Corp | Chlorination of ethane |
US3054831A (en) * | 1958-04-10 | 1962-09-18 | Union Carbide Corp | Halogenation of organic compounds over a narrow temperature range |
US3111395A (en) * | 1960-05-27 | 1963-11-19 | Sweeney Maxwell Patrick | Apparatus for the pyrolysis of hydrocarbonaceous materials |
JPS4929167B1 (enrdf_load_stackoverflow) * | 1970-12-30 | 1974-08-01 | ||
GB1368619A (en) * | 1970-12-30 | 1974-10-02 | Mitsubishi Chem Ind | Method of manufacturing maleic anhydride |
FR2554362B1 (fr) * | 1975-01-15 | 1986-08-08 | Comp Generale Electricite | Dispositif de melange pour ecoulement gazeux |
-
1938
- 1938-02-18 DE DEI60540D patent/DE720079C/de not_active Expired
- 1938-04-22 GB GB12124/38A patent/GB513947A/en not_active Expired
-
1939
- 1939-01-04 NL NL91357A patent/NL52585C/xx active
- 1939-01-18 FR FR849084D patent/FR849084A/fr not_active Expired
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE975892C (de) * | 1951-03-23 | 1962-11-22 | Metallgesellschaft Ag | Vorrichtung zum Roesten sulfidischer Erze |
US2827502A (en) * | 1954-02-17 | 1958-03-18 | Union Carbide Corp | Manufacture of halogenated aromatic hydrocarbons |
DE1079021B (de) * | 1954-10-22 | 1960-04-07 | Ethyl Corp | Verfahren zur Herstellung von AEthylchlorid aus AEthylen und AEthan |
DE1095268B (de) * | 1956-04-17 | 1960-12-22 | Electro Chimie Metal | Verfahren zur gleichzeitigen Herstellung von Tetrachloraethylen und Tetrachlorkohlenstoff durch Chlorierung von Propan |
DE1219920B (de) * | 1957-12-31 | 1966-06-30 | Solvay | Verfahren zur Herstellung von Vinylchlorid |
US3952065A (en) * | 1973-06-25 | 1976-04-20 | Vyskumny Ustav Agrochemickej Technologie | Method of producing chlorobenzenes from benzene sulphonyl chlorides |
Also Published As
Publication number | Publication date |
---|---|
GB513947A (en) | 1939-10-26 |
NL52585C (enrdf_load_stackoverflow) | 1942-06-15 |
FR849084A (fr) | 1939-11-14 |
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