KR790001615B1 - 메탄을 옥시염소화 시키는 방법 - Google Patents
메탄을 옥시염소화 시키는 방법 Download PDFInfo
- Publication number
- KR790001615B1 KR790001615B1 KR7301647A KR730001647A KR790001615B1 KR 790001615 B1 KR790001615 B1 KR 790001615B1 KR 7301647 A KR7301647 A KR 7301647A KR 730001647 A KR730001647 A KR 730001647A KR 790001615 B1 KR790001615 B1 KR 790001615B1
- Authority
- KR
- South Korea
- Prior art keywords
- methane
- chlorinated
- chloride
- carbon tetrachloride
- line
- Prior art date
Links
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 title claims abstract description 210
- 239000007795 chemical reaction product Substances 0.000 claims abstract 3
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims description 80
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 63
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 44
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 26
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 26
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 26
- 239000000460 chlorine Substances 0.000 claims description 25
- 238000004519 manufacturing process Methods 0.000 claims description 19
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 14
- 229910052801 chlorine Inorganic materials 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 14
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 claims description 11
- 239000012320 chlorinating reagent Substances 0.000 claims description 9
- 229910021591 Copper(I) chloride Inorganic materials 0.000 claims description 5
- 238000005660 chlorination reaction Methods 0.000 claims description 5
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 claims description 5
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 claims description 5
- 229940045803 cuprous chloride Drugs 0.000 claims description 4
- 238000004064 recycling Methods 0.000 claims description 4
- 229960003280 cupric chloride Drugs 0.000 claims description 3
- 239000005752 Copper oxychloride Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- HKMOPYJWSFRURD-UHFFFAOYSA-N chloro hypochlorite;copper Chemical compound [Cu].ClOCl HKMOPYJWSFRURD-UHFFFAOYSA-N 0.000 claims 1
- FBBDOOHMGLLEGJ-UHFFFAOYSA-N methane;hydrochloride Chemical compound C.Cl FBBDOOHMGLLEGJ-UHFFFAOYSA-N 0.000 claims 1
- 239000000376 reactant Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 abstract description 48
- 239000000047 product Substances 0.000 description 42
- 239000007789 gas Substances 0.000 description 29
- 238000000034 method Methods 0.000 description 19
- 150000003839 salts Chemical class 0.000 description 17
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 12
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 10
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical class [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 9
- 239000002826 coolant Substances 0.000 description 9
- 238000001816 cooling Methods 0.000 description 9
- 230000000630 rising effect Effects 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 229910002090 carbon oxide Inorganic materials 0.000 description 8
- 230000003647 oxidation Effects 0.000 description 8
- 238000007254 oxidation reaction Methods 0.000 description 8
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 7
- 229910052802 copper Inorganic materials 0.000 description 7
- 239000010949 copper Substances 0.000 description 7
- 229940108928 copper Drugs 0.000 description 7
- RCJVRSBWZCNNQT-UHFFFAOYSA-N dichloridooxygen Chemical compound ClOCl RCJVRSBWZCNNQT-UHFFFAOYSA-N 0.000 description 7
- 239000000539 dimer Substances 0.000 description 7
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 238000000926 separation method Methods 0.000 description 6
- 150000001805 chlorine compounds Chemical class 0.000 description 5
- 239000000155 melt Substances 0.000 description 5
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- 239000001103 potassium chloride Substances 0.000 description 5
- 235000011164 potassium chloride Nutrition 0.000 description 5
- 238000011084 recovery Methods 0.000 description 5
- 238000002485 combustion reaction Methods 0.000 description 4
- 238000004508 fractional distillation Methods 0.000 description 4
- 238000005194 fractionation Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- 239000001569 carbon dioxide Substances 0.000 description 3
- 239000000110 cooling liquid Substances 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229910001385 heavy metal Inorganic materials 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 229940050176 methyl chloride Drugs 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- 238000005201 scrubbing Methods 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 229910021607 Silver chloride Inorganic materials 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 238000010960 commercial process Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 229910001882 dioxygen Inorganic materials 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- -1 lithium salt salts Chemical class 0.000 description 1
- 239000012803 melt mixture Substances 0.000 description 1
- 229910001510 metal chloride Inorganic materials 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229960002816 potassium chloride Drugs 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000011833 salt mixture Substances 0.000 description 1
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Images
Classifications
-
- 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
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/20—Catalysts, in general, characterised by their form or physical properties characterised by their non-solid state
- B01J35/27—Catalysts, in general, characterised by their form or physical properties characterised by their non-solid state in a liquid or molten state
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
-
- 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
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
- B01J27/08—Halides
- B01J27/10—Chlorides
-
- 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)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US29911472A | 1972-10-19 | 1972-10-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR790001615B1 true KR790001615B1 (ko) | 1979-11-23 |
Family
ID=23153367
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR7301647A KR790001615B1 (ko) | 1972-10-19 | 1973-10-05 | 메탄을 옥시염소화 시키는 방법 |
Country Status (13)
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20190024122A (ko) | 2017-08-31 | 2019-03-08 | 한국화학연구원 | 다단계 반응 및 분리 단계에 의한 염화메틸의 제조방법 |
| JP2019526581A (ja) * | 2016-09-02 | 2019-09-19 | スポレク プロ ヘミコウ アー フツニ ブイロブ，アクツィオバ スポレチェノスト | 四塩化炭素を製造するための塩素化分解方法 |
| KR102087960B1 (ko) | 2018-09-18 | 2020-03-12 | 한국화학연구원 | 다단계 반응에 의한 염화메틸의 제조방법 |
| KR20240040923A (ko) | 2022-09-22 | 2024-03-29 | 한국화학연구원 | 에너지 효율이 향상된 다단계 반응에 의한 염화메틸 제조방법 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7696390B2 (en) * | 2008-06-10 | 2010-04-13 | Stauffer John E | Methanol synthesis |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA711287A (en) * | 1962-06-25 | 1965-06-08 | Bender Harry | Continuous chlorination process |
-
1973
- 1973-09-20 CA CA181,501A patent/CA1020957A/en not_active Expired
- 1973-10-05 KR KR7301647A patent/KR790001615B1/ko active
- 1973-10-09 TR TR17514A patent/TR17514A/xx unknown
- 1973-10-16 DE DE19732351898 patent/DE2351898A1/de not_active Ceased
- 1973-10-16 JP JP48115407A patent/JPS5817170B2/ja not_active Expired
- 1973-10-17 GB GB4837473A patent/GB1417304A/en not_active Expired
- 1973-10-18 AR AR250582A patent/AR196374A1/es active
- 1973-10-18 NL NL7314345A patent/NL7314345A/xx not_active Application Discontinuation
- 1973-10-18 FR FR7337270A patent/FR2203796B1/fr not_active Expired
- 1973-10-18 ES ES419738A patent/ES419738A1/es not_active Expired
- 1973-10-18 BR BR8149/73A patent/BR7308149D0/pt unknown
- 1973-10-18 IT IT30271/73A patent/IT995976B/it active
- 1973-10-19 BE BE136895A patent/BE806308A/xx not_active IP Right Cessation
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2019526581A (ja) * | 2016-09-02 | 2019-09-19 | スポレク プロ ヘミコウ アー フツニ ブイロブ，アクツィオバ スポレチェノスト | 四塩化炭素を製造するための塩素化分解方法 |
| KR20190024122A (ko) | 2017-08-31 | 2019-03-08 | 한국화학연구원 | 다단계 반응 및 분리 단계에 의한 염화메틸의 제조방법 |
| KR102087960B1 (ko) | 2018-09-18 | 2020-03-12 | 한국화학연구원 | 다단계 반응에 의한 염화메틸의 제조방법 |
| KR20240040923A (ko) | 2022-09-22 | 2024-03-29 | 한국화학연구원 | 에너지 효율이 향상된 다단계 반응에 의한 염화메틸 제조방법 |
Also Published As
| Publication number | Publication date |
|---|---|
| ES419738A1 (es) | 1976-03-01 |
| DE2351898A1 (de) | 1974-04-25 |
| CA1020957A (en) | 1977-11-15 |
| NL7314345A (US07696358-20100413-C00002.png) | 1974-04-23 |
| IT995976B (it) | 1975-11-20 |
| GB1417304A (en) | 1975-12-10 |
| JPS4972206A (US07696358-20100413-C00002.png) | 1974-07-12 |
| JPS5817170B2 (ja) | 1983-04-05 |
| FR2203796A1 (US07696358-20100413-C00002.png) | 1974-05-17 |
| FR2203796B1 (US07696358-20100413-C00002.png) | 1978-11-17 |
| AU6147973A (en) | 1975-04-17 |
| TR17514A (tr) | 1975-07-23 |
| AR196374A1 (es) | 1973-12-18 |
| BE806308A (fr) | 1974-02-15 |
| BR7308149D0 (pt) | 1974-07-18 |
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