NO840741L - Fremgangsmaate for fremstilling av metyl- eller etylmonoklorid eller -bromid - Google Patents

Fremgangsmaate for fremstilling av metyl- eller etylmonoklorid eller -bromid

Info

Publication number: NO840741L
Authority: NO; Norway
Prior art keywords: methane; bromide; ethane; hydrogen chloride; molecular oxygen
Prior art date: 1983-02-26

Application number

NO840741A

Other languages

English (en)

Norwegian (no)

Inventor

Jillian Bromhead

Joesphus Johannes Font-Freide

David Jack Westlake

Original Assignee

British Petroleum Co Plc

Priority date (The priority date 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 date listed.)

1983-02-26

Filing date

1984-02-27

Publication date

1984-08-27

1984-02-27 Application filed by British Petroleum Co Plc filed Critical British Petroleum Co Plc

1984-08-27 Publication of NO840741L publication Critical patent/NO840741L/no

Links

CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 title claims abstract description 11
238000000034 method Methods 0.000 title claims description 21
125000001495 ethyl group Chemical class [H]C([H])([H])C([H])([H])* 0.000 title description 3
WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical class [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 title 1
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims abstract description 59
OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims abstract description 23
239000003054 catalyst Substances 0.000 claims abstract description 18
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 16
229910000041 hydrogen chloride Inorganic materials 0.000 claims abstract description 16
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims abstract description 16
CPELXLSAUQHCOX-UHFFFAOYSA-N hydrogen bromide Substances Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims abstract description 12
MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims abstract description 11
229910001882 dioxygen Inorganic materials 0.000 claims abstract description 11
229910000042 hydrogen bromide Inorganic materials 0.000 claims abstract description 9
HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 claims abstract description 8
238000004519 manufacturing process Methods 0.000 claims description 12
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 9
239000007789 gas Substances 0.000 claims description 8
229910052751 metal Inorganic materials 0.000 claims description 8
239000002184 metal Substances 0.000 claims description 8
150000001875 compounds Chemical class 0.000 claims description 6
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 4
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 4
239000010949 copper Substances 0.000 claims description 4
229910052742 iron Inorganic materials 0.000 claims description 4
150000002739 metals Chemical class 0.000 claims description 4
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 2
229910052802 copper Inorganic materials 0.000 claims description 2
-1 halide salt Chemical class 0.000 claims description 2
229910052759 nickel Inorganic materials 0.000 claims description 2
229910052763 palladium Inorganic materials 0.000 claims description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract description 7
NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 10
239000000047 product Substances 0.000 description 10
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
238000006243 chemical reaction Methods 0.000 description 9
239000000203 mixture Substances 0.000 description 7
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
229940050176 methyl chloride Drugs 0.000 description 6
ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 5
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
238000002474 experimental method Methods 0.000 description 4
WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 3
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
125000000217 alkyl group Chemical group 0.000 description 3
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
239000000460 chlorine Substances 0.000 description 3
229910052801 chlorine Inorganic materials 0.000 description 3
238000004817 gas chromatography Methods 0.000 description 3
239000001301 oxygen Substances 0.000 description 3
229910052760 oxygen Inorganic materials 0.000 description 3
239000000376 reactant Substances 0.000 description 3
238000007138 Deacon process reaction Methods 0.000 description 2
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
239000005977 Ethylene Substances 0.000 description 2
WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
238000005660 chlorination reaction Methods 0.000 description 2
229960003750 ethyl chloride Drugs 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
150000002367 halogens Chemical class 0.000 description 2
239000000543 intermediate Substances 0.000 description 2
TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
239000000377 silicon dioxide Substances 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
150000001335 aliphatic alkanes Chemical class 0.000 description 1
229910001508 alkali metal halide Inorganic materials 0.000 description 1
150000008045 alkali metal halides 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
229910002091 carbon monoxide Inorganic materials 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
238000000975 co-precipitation Methods 0.000 description 1
239000003245 coal Substances 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
229960003280 cupric chloride Drugs 0.000 description 1
HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical class O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
238000005530 etching Methods 0.000 description 1
238000002309 gasification Methods 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
238000005470 impregnation Methods 0.000 description 1
238000011065 in-situ storage Methods 0.000 description 1
RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
239000000155 melt Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
150000002736 metal compounds Chemical class 0.000 description 1
230000002211 methanization Effects 0.000 description 1
239000003345 natural gas Substances 0.000 description 1
239000011368 organic material Substances 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
239000001103 potassium chloride Substances 0.000 description 1
235000011164 potassium chloride Nutrition 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
239000000057 synthetic resin Substances 0.000 description 1
229920003002 synthetic resin Polymers 0.000 description 1
230000009466 transformation Effects 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
- C07C17/15—Preparation of halogenated hydrocarbons by replacement by halogens with oxygen as auxiliary reagent, e.g. oxychlorination
- C07C17/152—Preparation of halogenated hydrocarbons by replacement by halogens with oxygen as auxiliary reagent, e.g. oxychlorination of hydrocarbons
- C07C17/154—Preparation of halogenated hydrocarbons by replacement by halogens with oxygen as auxiliary reagent, e.g. oxychlorination of hydrocarbons of saturated hydrocarbons

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Catalysts (AREA)

NO840741A 1983-02-26 1984-02-27 Fremgangsmaate for fremstilling av metyl- eller etylmonoklorid eller -bromid NO840741L (no)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB838305406A GB8305406D0 (en)	1983-02-26	1983-02-26	Methyl/ethyl monochloride/bromide

Publications (1)

Publication Number	Publication Date
NO840741L true NO840741L (no)	1984-08-27

Family

ID=10538686

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO840741A NO840741L (no)	1983-02-26	1984-02-27	Fremgangsmaate for fremstilling av metyl- eller etylmonoklorid eller -bromid

Country Status (5)

Country	Link
EP (1)	EP0117731A1 (fr)
JP (1)	JPS60500622A (fr)
GB (1)	GB8305406D0 (fr)
NO (1)	NO840741L (fr)
WO (1)	WO1984003277A1 (fr)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4769504A (en) *	1987-03-04	1988-09-06	The United States Of America As Represented By The United States Department Of Energy	Process for converting light alkanes to higher hydrocarbons
US5087779A (en) *	1990-04-25	1992-02-11	Amoco Corporation	Hydrocarbon halogenation
US5139991A (en) *	1990-04-30	1992-08-18	The United States Of American As Represented By The United States Department Of Energy	Oxyhydrochlorination catalyst
KR102022278B1 (ko)	2017-08-31	2019-09-18	한국화학연구원	염소화용 황산화 지르코니아 촉매의 제조방법, 및 황산화 지르코니아 촉매를 사용한 염소화 방법
KR102022275B1 (ko)	2017-08-31	2019-09-18	한국화학연구원	염소화용 황산화 산화주석 촉매의 제조방법, 및 황산화 산화주석 촉매를 사용한 염소화 방법
JP7318853B2 (ja) *	2018-02-23	2023-08-01	エルジー・ケム・リミテッド	炭化水素のオキシクロロ化工程用触媒、その製造方法およびそれを用いた炭化水素のオキシクロロ化化合物の製造方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
NL124830C (fr) *	1961-05-16
GB1274510A (en) *	1968-10-24	1972-05-17	Telefunken Patent	System for the transmission of binary coded messages
GB1274150A (en) *	1969-06-23	1972-05-10	Asahi Glass Co Ltd	Improved process for the production of chlorinated methanes
SU446497A1 (ru) *	1972-07-24	1974-10-15	Ордена Трудового Красного Знамени Институт Физической Химии Л.В.Писаржевского Ан Укр.Сср	Способ получени хлорметанов

1983
- 1983-02-26 GB GB838305406A patent/GB8305406D0/en active Pending
1984
- 1984-02-23 EP EP84301189A patent/EP0117731A1/fr not_active Withdrawn
- 1984-02-23 WO PCT/GB1984/000058 patent/WO1984003277A1/fr not_active Ceased
- 1984-02-23 JP JP59501067A patent/JPS60500622A/ja active Pending
- 1984-02-27 NO NO840741A patent/NO840741L/no unknown

Also Published As

Publication number	Publication date
GB8305406D0 (en)	1983-03-30
WO1984003277A1 (fr)	1984-08-30
JPS60500622A (ja)	1985-05-02
EP0117731A1 (fr)	1984-09-05

Publication	Publication Date	Title
US4737594A (en)	1988-04-12	Process for the manufacture of vinyl chloride
Fuchikami et al.	1984	Transition-metal complex catalyzed polyfluoroalkylation. I. Facile addition of polyfluoroalkyl halides to carbon-carbon multiple bonds
EP0086822B1 (fr)	1987-03-04	Procede de preparation des halogenures de methyle et de l' alcool methylique a partir du methane
EP0307934B1 (fr)	1993-11-24	Procédé pour la préparation du tricyclo [8.2.2.2] hexadécahexaéne-4-6-10-12-13-15 chloré dans les cycles benzéniques
GB2120249A (en)	1983-11-30	Process for the production of methyl or ethyl mono-halide
Beletskaya et al.	2003	Copper (I)-catalyzed arylselenylation of aryl bromides and iodides
US3969427A (en)	1976-07-13	Conversion of alcohols and/or ethers to hydrocarbons
US2308489A (en)	1943-01-19	Manufacture of halogenated olefins
JP4520712B2 (ja)	2010-08-11	フルオロハロゲンエーテル類の製造法
NO840741L (no)	1984-08-27	Fremgangsmaate for fremstilling av metyl- eller etylmonoklorid eller -bromid
US4046823A (en)	1977-09-06	Process for producing 1,2-dichloroethane
US5146018A (en)	1992-09-08	Hydrogenolysis/dehydrohalogenation process
US3148222A (en)	1964-09-08	Oxychlorination of benzene in the presence of cucl2/licl catalysts
US4769507A (en)	1988-09-06	Process for making higher hydrocarbons from methane
US4226812A (en)	1980-10-07	Process for producing chlorotrifluoroethylene
US3694518A (en)	1972-09-26	Dehydrocoupling process
GB959244A (en)	1964-05-27	Chlorination of hydrocarbons
US3720723A (en)	1973-03-13	Process for preparing unsaturated chlorohydrocarbons and saturated polychlorohydrocarbons by oxychlorination of hydrocarbons and catalyst system therefor
US4115323A (en)	1978-09-19	Catalyst and process for production of VCM
US2729687A (en)	1956-01-03	Process for brominating halogenated methanes
CA1116587A (fr)	1982-01-19	Procede d'oxyhalogenation
US2725412A (en)	1955-11-29	Chlorination of 1, 1-dichloroethane
US4918257A (en)	1990-04-17	Catalytic conversion of methane to higher hydrocarbons
US3836592A (en)	1974-09-17	Isomerization of 1,2-dichloro-3-butene to 1,4-dichloro-2-butene
US4853480A (en)	1989-08-01	Oxyiodination incorporating an iodine generator for the conversion of methyl iodide to iodine