CA1251472A - Procede continu de chloration radicalaire de chloroalkanes - Google Patents
Procede continu de chloration radicalaire de chloroalkanesInfo
- Publication number
- CA1251472A CA1251472A CA000480210A CA480210A CA1251472A CA 1251472 A CA1251472 A CA 1251472A CA 000480210 A CA000480210 A CA 000480210A CA 480210 A CA480210 A CA 480210A CA 1251472 A CA1251472 A CA 1251472A
- Authority
- CA
- Canada
- Prior art keywords
- reaction
- leg
- reaction medium
- charac
- circulation
- 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
- 150000001348 alkyl chlorides Chemical class 0.000 title claims abstract description 33
- 238000010924 continuous production Methods 0.000 title claims abstract description 4
- 238000005660 chlorination reaction Methods 0.000 title abstract description 5
- 238000006243 chemical reaction Methods 0.000 claims abstract description 54
- 238000000034 method Methods 0.000 claims abstract description 29
- 239000012429 reaction media Substances 0.000 claims abstract description 24
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 20
- 239000000460 chlorine Substances 0.000 claims abstract description 19
- 230000000977 initiatory effect Effects 0.000 claims abstract description 19
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical class ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 claims abstract description 15
- 230000002706 hydrostatic effect Effects 0.000 claims abstract description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract 3
- 238000002360 preparation method Methods 0.000 claims abstract 2
- 239000000203 mixture Substances 0.000 claims description 14
- 238000001816 cooling Methods 0.000 claims description 9
- 239000003999 initiator Substances 0.000 claims description 9
- 239000000126 substance Substances 0.000 claims description 8
- 238000000926 separation method Methods 0.000 claims description 5
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 229940050176 methyl chloride Drugs 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 abstract description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 18
- 239000007791 liquid phase Substances 0.000 description 14
- 239000007789 gas Substances 0.000 description 10
- 239000012071 phase Substances 0.000 description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- 239000003153 chemical reaction reagent Substances 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 2
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 230000009466 transformation Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 125000001340 2-chloroethyl group Chemical class [H]C([H])(Cl)C([H])([H])* 0.000 description 1
- CFKMVGJGLGKFKI-UHFFFAOYSA-N 4-chloro-m-cresol Chemical compound CC1=CC(O)=CC=C1Cl CFKMVGJGLGKFKI-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- -1 chlorides alkanes Chemical class 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000010891 electric arc Methods 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- 239000007792 gaseous phase Substances 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- QYZFTMMPKCOTAN-UHFFFAOYSA-N n-[2-(2-hydroxyethylamino)ethyl]-2-[[1-[2-(2-hydroxyethylamino)ethylamino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCNCCO QYZFTMMPKCOTAN-UHFFFAOYSA-N 0.000 description 1
- SVIFGEVWHFNGCZ-UHFFFAOYSA-N n-[2-[di(propan-2-yl)amino]ethyl]-2-(2-oxopyrrolidin-1-yl)acetamide;hydron;chloride Chemical compound Cl.CC(C)N(C(C)C)CCNC(=O)CN1CCCC1=O SVIFGEVWHFNGCZ-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000013589 supplement Substances 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR84.06635 | 1984-04-27 | ||
| FR8406635A FR2568872B1 (fr) | 1984-04-27 | 1984-04-27 | Procede continu de chloration radicalaire de chloroalkanes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1251472A true CA1251472A (fr) | 1989-03-21 |
Family
ID=9303550
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000480210A Expired CA1251472A (fr) | 1984-04-27 | 1985-04-26 | Procede continu de chloration radicalaire de chloroalkanes |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US4689130A (https=) |
| JP (1) | JPS60243033A (https=) |
| BE (1) | BE902298A (https=) |
| CA (1) | CA1251472A (https=) |
| DE (1) | DE3515029A1 (https=) |
| ES (1) | ES542623A0 (https=) |
| FR (1) | FR2568872B1 (https=) |
| GB (1) | GB2158067B (https=) |
| IT (1) | IT1185548B (https=) |
| NL (1) | NL193456C (https=) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2619729B1 (fr) * | 1987-08-27 | 1991-06-21 | Atochem | Procede d'elimination du chlore |
| FR2624947B1 (fr) * | 1987-12-17 | 1990-03-09 | Atochem | Dispositif pour fixation de tubes traversant une paroi |
| US6033328A (en) * | 1996-11-04 | 2000-03-07 | Sport Maska Inc. | Hockey stick shaft |
| JP6170068B2 (ja) * | 2011-12-13 | 2017-07-26 | ブルー キューブ アイピー エルエルシー | 塩素化プロパン及びプロペンの製造方法 |
| IN2014CN04418A (https=) * | 2011-12-22 | 2015-09-04 | Dow Global Technologies Llc | |
| EP3805188A1 (en) * | 2016-07-05 | 2021-04-14 | Occidental Chemical Corporation | Photochlorination of chloroform to carbon tetrachloride |
| CZ309472B6 (cs) | 2016-09-02 | 2023-02-08 | Spolek Pro Chemickou A Hutní Výrobu, Akciová Společnost | Způsob výroby tetrachlormethanu |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US872588A (en) * | 1905-08-23 | 1907-12-03 | John Christopher Stead | Apparatus for the manufacture of carbon dioxid. |
| US3019175A (en) * | 1959-12-31 | 1962-01-30 | Ethyl Corp | Manufacture of 1, 1, 1-trichloroethane |
| GB1047258A (https=) * | 1962-08-30 | |||
| NL129195C (https=) * | 1963-07-10 | |||
| US3528900A (en) * | 1966-05-31 | 1970-09-15 | Hooker Chemical Corp | Photochlorination process |
| US3474018A (en) * | 1967-07-21 | 1969-10-21 | Ugine Kuhlmann | Method of manufacturing 1,1,1-trichloroethane |
| DE2805441A1 (de) * | 1978-02-09 | 1979-08-23 | Basf Ag | Verfahren zur herstellung von durch chloratome und/oder sulfochloridgruppen substituierten alkanen |
-
1984
- 1984-04-27 FR FR8406635A patent/FR2568872B1/fr not_active Expired
-
1985
- 1985-04-04 NL NL8501014A patent/NL193456C/nl not_active IP Right Cessation
- 1985-04-12 IT IT20311/85A patent/IT1185548B/it active
- 1985-04-25 JP JP60089855A patent/JPS60243033A/ja active Granted
- 1985-04-25 DE DE19853515029 patent/DE3515029A1/de active Granted
- 1985-04-26 BE BE0/214922A patent/BE902298A/fr not_active IP Right Cessation
- 1985-04-26 ES ES542623A patent/ES542623A0/es active Granted
- 1985-04-26 GB GB08510638A patent/GB2158067B/en not_active Expired
- 1985-04-26 US US06/727,685 patent/US4689130A/en not_active Expired - Lifetime
- 1985-04-26 CA CA000480210A patent/CA1251472A/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| IT1185548B (it) | 1987-11-12 |
| IT8520311A0 (it) | 1985-04-12 |
| US4689130A (en) | 1987-08-25 |
| JPH0251531B2 (https=) | 1990-11-07 |
| JPS60243033A (ja) | 1985-12-03 |
| FR2568872A1 (fr) | 1986-02-14 |
| FR2568872B1 (fr) | 1986-11-28 |
| NL193456B (nl) | 1999-07-01 |
| ES8603368A1 (es) | 1985-12-16 |
| NL8501014A (nl) | 1985-11-18 |
| NL193456C (nl) | 1999-11-02 |
| GB2158067B (en) | 1987-11-18 |
| DE3515029C2 (https=) | 1989-04-27 |
| ES542623A0 (es) | 1985-12-16 |
| GB2158067A (en) | 1985-11-06 |
| GB8510638D0 (en) | 1985-06-05 |
| BE902298A (fr) | 1985-10-28 |
| DE3515029A1 (de) | 1985-10-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |