JP6050375B2 - クロロアルカンの製造方法 - Google Patents
クロロアルカンの製造方法 Download PDFInfo
- Publication number
- JP6050375B2 JP6050375B2 JP2014544920A JP2014544920A JP6050375B2 JP 6050375 B2 JP6050375 B2 JP 6050375B2 JP 2014544920 A JP2014544920 A JP 2014544920A JP 2014544920 A JP2014544920 A JP 2014544920A JP 6050375 B2 JP6050375 B2 JP 6050375B2
- Authority
- JP
- Japan
- Prior art keywords
- iodate
- pentachloropropane
- chloride
- trichloropropane
- inorganic iodine
- 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 - Fee Related
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 10
- 150000001348 alkyl chlorides Chemical class 0.000 title description 15
- 238000000034 method Methods 0.000 claims description 46
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 26
- 150000002496 iodine Chemical class 0.000 claims description 26
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 claims description 20
- 239000002841 Lewis acid Substances 0.000 claims description 15
- 150000007517 lewis acids Chemical class 0.000 claims description 15
- IYFMQUDCYNWFTL-UHFFFAOYSA-N 1,1,2,2,3-pentachloropropane Chemical compound ClCC(Cl)(Cl)C(Cl)Cl IYFMQUDCYNWFTL-UHFFFAOYSA-N 0.000 claims description 12
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 12
- 230000008569 process Effects 0.000 claims description 12
- 238000005660 chlorination reaction Methods 0.000 claims description 8
- 229910052801 chlorine Inorganic materials 0.000 claims description 8
- ICIWUVCWSCSTAQ-UHFFFAOYSA-M iodate Chemical compound [O-]I(=O)=O ICIWUVCWSCSTAQ-UHFFFAOYSA-M 0.000 claims description 8
- FTCVHAQNWWBTIV-UHFFFAOYSA-N 1,1,1,2,2-pentachloropropane Chemical compound CC(Cl)(Cl)C(Cl)(Cl)Cl FTCVHAQNWWBTIV-UHFFFAOYSA-N 0.000 claims description 7
- 239000003125 aqueous solvent Substances 0.000 claims description 7
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 5
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 claims description 5
- AAUNBWYUJICUKP-UHFFFAOYSA-N hypoiodite Chemical compound I[O-] AAUNBWYUJICUKP-UHFFFAOYSA-N 0.000 claims description 4
- SNMVRZFUUCLYTO-UHFFFAOYSA-N n-propyl chloride Chemical compound CCCCl SNMVRZFUUCLYTO-UHFFFAOYSA-N 0.000 claims description 3
- AVGQTJUPLKNPQP-UHFFFAOYSA-N 1,1,1-trichloropropane Chemical compound CCC(Cl)(Cl)Cl AVGQTJUPLKNPQP-UHFFFAOYSA-N 0.000 claims description 2
- UMSVPCYSAUKCAZ-UHFFFAOYSA-N propane;hydrochloride Chemical compound Cl.CCC UMSVPCYSAUKCAZ-UHFFFAOYSA-N 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 39
- JQWHASGSAFIOCM-UHFFFAOYSA-M sodium periodate Chemical compound [Na+].[O-]I(=O)(=O)=O JQWHASGSAFIOCM-UHFFFAOYSA-M 0.000 description 22
- 150000001335 aliphatic alkanes Chemical class 0.000 description 21
- 150000001336 alkenes Chemical class 0.000 description 20
- 238000006243 chemical reaction Methods 0.000 description 19
- 229910052740 iodine Inorganic materials 0.000 description 18
- 239000011630 iodine Substances 0.000 description 18
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 17
- KNKRKFALVUDBJE-UHFFFAOYSA-N 1,2-dichloropropane Chemical compound CC(Cl)CCl KNKRKFALVUDBJE-UHFFFAOYSA-N 0.000 description 16
- 239000002904 solvent Substances 0.000 description 13
- CFXQEHVMCRXUSD-UHFFFAOYSA-N 1,2,3-Trichloropropane Chemical compound ClCC(Cl)CCl CFXQEHVMCRXUSD-UHFFFAOYSA-N 0.000 description 12
- 239000003054 catalyst Substances 0.000 description 12
- 239000011541 reaction mixture Substances 0.000 description 11
- 125000004432 carbon atom Chemical group C* 0.000 description 10
- NALMPLUMOWIVJC-UHFFFAOYSA-N n,n,4-trimethylbenzeneamine oxide Chemical compound CC1=CC=C([N+](C)(C)[O-])C=C1 NALMPLUMOWIVJC-UHFFFAOYSA-N 0.000 description 10
- 235000015281 sodium iodate Nutrition 0.000 description 10
- 239000011697 sodium iodate Substances 0.000 description 10
- 229940032753 sodium iodate Drugs 0.000 description 10
- GRSQYISVQKPZCW-UHFFFAOYSA-N 1,1,2-trichloropropane Chemical compound CC(Cl)C(Cl)Cl GRSQYISVQKPZCW-UHFFFAOYSA-N 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 8
- 239000008346 aqueous phase Substances 0.000 description 8
- 239000012320 chlorinating reagent Substances 0.000 description 8
- 239000012467 final product Substances 0.000 description 8
- 238000004817 gas chromatography Methods 0.000 description 8
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 6
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 6
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 6
- 238000001816 cooling Methods 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 5
- 239000000460 chlorine Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- FEKGWIHDBVDVSM-UHFFFAOYSA-N 1,1,1,2-tetrachloropropane Chemical class CC(Cl)C(Cl)(Cl)Cl FEKGWIHDBVDVSM-UHFFFAOYSA-N 0.000 description 4
- BBEAZDGZMVABIC-UHFFFAOYSA-N 1,1,1,3,3,3-hexachloropropane Chemical class ClC(Cl)(Cl)CC(Cl)(Cl)Cl BBEAZDGZMVABIC-UHFFFAOYSA-N 0.000 description 4
- 238000005481 NMR spectroscopy Methods 0.000 description 4
- 239000005457 ice water Substances 0.000 description 4
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 4
- 235000019341 magnesium sulphate Nutrition 0.000 description 4
- 239000012074 organic phase Substances 0.000 description 4
- 239000002243 precursor Substances 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 230000008859 change Effects 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 230000006872 improvement Effects 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- JLKDVMWYMMLWTI-UHFFFAOYSA-M potassium iodate Chemical compound [K+].[O-]I(=O)=O JLKDVMWYMMLWTI-UHFFFAOYSA-M 0.000 description 3
- 239000001230 potassium iodate Substances 0.000 description 3
- 235000006666 potassium iodate Nutrition 0.000 description 3
- 229940093930 potassium iodate Drugs 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 239000001294 propane Substances 0.000 description 3
- MLIWQXBKMZNZNF-KUHOPJCQSA-N (2e)-2,6-bis[(4-azidophenyl)methylidene]-4-methylcyclohexan-1-one Chemical compound O=C1\C(=C\C=2C=CC(=CC=2)N=[N+]=[N-])CC(C)CC1=CC1=CC=C(N=[N+]=[N-])C=C1 MLIWQXBKMZNZNF-KUHOPJCQSA-N 0.000 description 2
- BUQMVYQMVLAYRU-UHFFFAOYSA-N 1,1,2,3-tetrachloropropane Chemical compound ClCC(Cl)C(Cl)Cl BUQMVYQMVLAYRU-UHFFFAOYSA-N 0.000 description 2
- 239000004151 Calcium iodate Substances 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 239000000443 aerosol Substances 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000010936 aqueous wash Methods 0.000 description 2
- SSTZWBSEDRHYPU-UHFFFAOYSA-L barium(2+);diperiodate Chemical compound [Ba+2].[O-]I(=O)(=O)=O.[O-]I(=O)(=O)=O SSTZWBSEDRHYPU-UHFFFAOYSA-L 0.000 description 2
- UHWJJLGTKIWIJO-UHFFFAOYSA-L calcium iodate Chemical compound [Ca+2].[O-]I(=O)=O.[O-]I(=O)=O UHWJJLGTKIWIJO-UHFFFAOYSA-L 0.000 description 2
- 235000019390 calcium iodate Nutrition 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- QFWPJPIVLCBXFJ-UHFFFAOYSA-N glymidine Chemical compound N1=CC(OCCOC)=CN=C1NS(=O)(=O)C1=CC=CC=C1 QFWPJPIVLCBXFJ-UHFFFAOYSA-N 0.000 description 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 2
- 238000004255 ion exchange chromatography Methods 0.000 description 2
- KHIWWQKSHDUIBK-UHFFFAOYSA-M periodate Chemical compound [O-]I(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-M 0.000 description 2
- YSVXTGDPTJIEIX-UHFFFAOYSA-M silver iodate Chemical compound [Ag+].[O-]I(=O)=O YSVXTGDPTJIEIX-UHFFFAOYSA-M 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- CDOOAUSHHFGWSA-OWOJBTEDSA-N (e)-1,3,3,3-tetrafluoroprop-1-ene Chemical compound F\C=C\C(F)(F)F CDOOAUSHHFGWSA-OWOJBTEDSA-N 0.000 description 1
- HVCSXHFGNRDDQR-UHFFFAOYSA-N 1,1,2,2,3,3-hexachloropropane Chemical compound ClC(Cl)C(Cl)(Cl)C(Cl)Cl HVCSXHFGNRDDQR-UHFFFAOYSA-N 0.000 description 1
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- OHMHBGPWCHTMQE-UHFFFAOYSA-N 2,2-dichloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)C(Cl)Cl OHMHBGPWCHTMQE-UHFFFAOYSA-N 0.000 description 1
- FXRLMCRCYDHQFW-UHFFFAOYSA-N 2,3,3,3-tetrafluoropropene Chemical compound FC(=C)C(F)(F)F FXRLMCRCYDHQFW-UHFFFAOYSA-N 0.000 description 1
- 229910021630 Antimony pentafluoride Inorganic materials 0.000 description 1
- 206010067482 No adverse event Diseases 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 238000004378 air conditioning Methods 0.000 description 1
- VBVBHWZYQGJZLR-UHFFFAOYSA-I antimony pentafluoride Chemical compound F[Sb](F)(F)(F)F VBVBHWZYQGJZLR-UHFFFAOYSA-I 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- -1 iodine salt Chemical class 0.000 description 1
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 description 1
- ULYZAYCEDJDHCC-UHFFFAOYSA-N isopropyl chloride Chemical compound CC(C)Cl ULYZAYCEDJDHCC-UHFFFAOYSA-N 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- FAQYAMRNWDIXMY-UHFFFAOYSA-N trichloroborane Chemical compound ClB(Cl)Cl FAQYAMRNWDIXMY-UHFFFAOYSA-N 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/013—Preparation of halogenated hydrocarbons by addition of halogens
- C07C17/06—Preparation of halogenated hydrocarbons by addition of halogens combined with replacement of hydrogen atoms by halogens
-
- 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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161566213P | 2011-12-02 | 2011-12-02 | |
| US61/566,213 | 2011-12-02 | ||
| PCT/US2012/067268 WO2013082410A1 (en) | 2011-12-02 | 2012-11-30 | Process for the production of chlorinated alkanes |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015500239A JP2015500239A (ja) | 2015-01-05 |
| JP2015500239A5 JP2015500239A5 (enExample) | 2015-12-24 |
| JP6050375B2 true JP6050375B2 (ja) | 2016-12-21 |
Family
ID=47352018
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014544920A Expired - Fee Related JP6050375B2 (ja) | 2011-12-02 | 2012-11-30 | クロロアルカンの製造方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US9284239B2 (enExample) |
| EP (1) | EP2785671B1 (enExample) |
| JP (1) | JP6050375B2 (enExample) |
| CN (1) | CN104024187B (enExample) |
| CA (1) | CA2856717A1 (enExample) |
| IN (1) | IN2014CN04029A (enExample) |
| WO (1) | WO2013082410A1 (enExample) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103717557A (zh) | 2011-08-07 | 2014-04-09 | 陶氏环球技术有限责任公司 | 生产氯化的丙烯的方法 |
| US8907148B2 (en) | 2011-08-07 | 2014-12-09 | Dow Global Technologies Llc | Process for the production of chlorinated propenes |
| US9199899B2 (en) | 2011-12-02 | 2015-12-01 | Blue Cube Ip Llc | Process for the production of chlorinated alkanes |
| CA2856717A1 (en) | 2011-12-02 | 2013-06-06 | Dow Global Technologies Llc | Process for the production of chlorinated alkanes |
| EP2791092A1 (en) * | 2011-12-13 | 2014-10-22 | Dow Global Technologies LLC | Process for the production of chlorinated propanes and propenes |
| 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 |
| CN104011000A (zh) | 2011-12-22 | 2014-08-27 | 陶氏环球技术有限责任公司 | 生产四氯甲烷的方法 |
| EP2794521B1 (en) | 2011-12-23 | 2016-09-21 | Dow Global Technologies LLC | Process for the production of alkenes and/or aromatic compounds |
| US9321707B2 (en) | 2012-09-20 | 2016-04-26 | Blue Cube Ip Llc | Process for the production of chlorinated propenes |
| US9598334B2 (en) | 2012-09-20 | 2017-03-21 | Blue Cube Ip Llc | Process for the production of chlorinated propenes |
| EP2900364B1 (en) | 2012-09-30 | 2018-06-13 | Blue Cube IP LLC | Weir quench and processes incorporating the same |
| CA2887559A1 (en) | 2012-10-26 | 2014-05-01 | Dow Global Technologies Llc | Mixer and reactor and process incorporating the same |
| WO2014100066A1 (en) | 2012-12-18 | 2014-06-26 | Dow Global Technologies, Llc | Process for the production of chlorinated propenes |
| US9475740B2 (en) | 2012-12-19 | 2016-10-25 | Blue Cube Ip Llc | Process for the production of chlorinated propenes |
| EP2961722A2 (en) | 2013-02-27 | 2016-01-06 | Blue Cube IP LLC | Process for the production of chlorinated propenes |
| US9403741B2 (en) | 2013-03-09 | 2016-08-02 | Blue Cube Ip Llc | Process for the production of chlorinated alkanes |
| US8969259B2 (en) | 2013-04-05 | 2015-03-03 | Reg Synthetic Fuels, Llc | Bio-based synthetic fluids |
| WO2018009459A1 (en) | 2016-07-05 | 2018-01-11 | Occidental Chemical Corporation | Photochlorination of chloroform to carbon tetrachloride |
| WO2020146722A1 (en) | 2019-01-10 | 2020-07-16 | Occidental Chemical Corporation | Photochlorination of partially-chlorinated chloromethanes to carbon tetrachloride |
Family Cites Families (219)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2630461A (en) | 1953-03-03 | Production of acetylene by incom | ||
| US2119484A (en) | 1935-05-06 | 1938-05-31 | Du Pont | Chlorination of propylene dichloride |
| GB471186A (en) | 1936-02-28 | 1937-08-30 | Du Pont | Improvements in or relating to the manufacture of chlorine derivatives of unsaturated hydrocarbons |
| GB471188A (en) | 1936-02-28 | 1937-08-30 | Du Pont | Improvements in or relating to the manufacture of chlorinated hydrocarbons |
| GB471187A (en) | 1936-02-28 | 1937-08-30 | Du Pont | Improvements in or relating to the manufacture of chlorinated hydrocarbons |
| US2179378A (en) | 1936-07-18 | 1939-11-07 | Air Reduction | Production of acetylene |
| US2207193A (en) | 1937-09-14 | 1940-07-09 | Shell Dev | Production of allyl type halides |
| US2299441A (en) | 1939-09-02 | 1942-10-20 | Shell Dev | Catalytic halo-substitution of saturated organic compounds |
| US2302228A (en) | 1940-04-02 | 1942-11-17 | Du Pont | Method of chlorination with sulphuryl chloride and production of monochloro-trimethyl acetic acid |
| US2370342A (en) | 1940-04-30 | 1945-02-27 | Tide Water Associated Oil Comp | Halogenation |
| US2378859A (en) | 1941-08-08 | 1945-06-19 | Distillers Co Yeast Ltd | Splitting-off of hydrogen halide from halogenated hydrocarbons |
| US2449286A (en) | 1945-07-16 | 1948-09-14 | Shell Dev | Production of 1, 3-dihalopropylenes |
| US2435983A (en) | 1945-12-01 | 1948-02-17 | Universal Oil Prod Co | Production of liquid hydrocarbons |
| US2588867A (en) | 1948-10-25 | 1952-03-11 | Dow Chemical Co | Pyrolytic production of chlorohydrocarbons |
| US2688592A (en) | 1950-10-21 | 1954-09-07 | Diamond Alkali Co | Photochemical process for preparing carbon tetrachloride |
| DE857955C (de) | 1951-03-23 | 1952-12-04 | Basf Ag | Verfahren zur Herstellung von Tetrachloraethylen neben Tetrachlorkohlenstoff |
| US2762611A (en) | 1952-02-28 | 1956-09-11 | Pfaudler Co Inc | Tubular heat exchangers |
| US2765359A (en) | 1953-02-10 | 1956-10-02 | Hydrocarbon Research Inc | Production of acetylene |
| GB857086A (en) | 1956-08-30 | 1960-12-29 | Hoechst Ag | Process for the manufacture of carbon tetrachloride |
| US3000980A (en) | 1958-04-07 | 1961-09-19 | Dow Chemical Co | Preparation of alkyl bromides |
| US2973393A (en) | 1958-10-02 | 1961-02-28 | Dow Chemical Co | Chlorination of acetylenes |
| US2964579A (en) | 1958-10-09 | 1960-12-13 | Houdry Process Corp | Selective hydrogenation of diolefins with copper chromite catalyst |
| US3094567A (en) | 1960-02-25 | 1963-06-18 | Monsanto Chemicals | Chlorination of propynes |
| US3112988A (en) | 1960-02-26 | 1963-12-03 | Sheil Oil Company | Mixing gases at supersonic velocity |
| US3819731A (en) | 1960-03-23 | 1974-06-25 | Stauffer Chemical Co | Production of chlorinated unsaturated hydrocarbons |
| BE622939A (enExample) | 1961-09-28 | |||
| US3446859A (en) | 1962-06-11 | 1969-05-27 | Hooker Chemical Corp | Vapor phase condensation process |
| US3502734A (en) | 1966-05-11 | 1970-03-24 | Du Pont | Process for partially chlorinating methyl chloride and/or methylene chloride |
| AT263734B (de) | 1966-06-07 | 1968-08-12 | El Paso Products Co | Verfahren zur Herstellung von Diolefinen |
| DE1568921A1 (de) | 1966-07-22 | 1970-03-26 | Knapsack Ag | Verfahren zur gemeinsamen Herstellung von 2,2,3- und 1,2,3-Trichlorbutan |
| US3444263A (en) | 1966-11-09 | 1969-05-13 | Gulf Research Development Co | Method for converting ethylene to alpha olefins in the presence of an organic sulfide |
| CH526333A (de) | 1967-05-19 | 1972-08-15 | Bayer Ag | Verfahren und Vorrichtung zur Durchführung von Reaktionen zwischen Gasen |
| FR1546709A (fr) | 1967-10-10 | 1968-11-22 | Mini Ind Chimice | Procédé et appareil pour la fabrication en système continu de nitrosodérivés d'hydrocarbures |
| DE1904426C3 (de) | 1969-01-30 | 1974-02-28 | Farbwerke Hoechst Ag, Vormals Meister Lucius & Bruening, 6000 Frankfurt | Verfahren zur Herstellung von Tetrachlorkohlenstoff aus Benzol und Chlor |
| US3558438A (en) | 1968-10-30 | 1971-01-26 | Du Pont | Distillation process and apparatus |
| US3551512A (en) | 1968-11-01 | 1970-12-29 | Diamond Shamrock Corp | Pressure process for preparing acetylene |
| CA990738A (en) | 1971-07-30 | 1976-06-08 | Bruce E. Kurtz | Isothermal chlorination of methane, ethane and other compounds in a porous tube reactor |
| US4513154A (en) | 1971-07-30 | 1985-04-23 | Allied Corporation | Process for consecutive competitive gas phase reaction |
| US3920757A (en) | 1971-08-25 | 1975-11-18 | Dow Chemical Co | Chlorination with sulfuryl chloride |
| US3823195A (en) | 1971-12-27 | 1974-07-09 | Monsanto Co | Preparation of 1,1,2,3-tetrachloropropene from 1,2,3-trichloropropane |
| NL160542C (nl) | 1971-12-17 | 1979-11-15 | Monsanto Co | Werkwijze voor het bereiden van 1,1,2,3,-tetrachloorpro- peen. |
| US3926758A (en) | 1971-12-27 | 1975-12-16 | Monsanto Co | Preparation of 1,1,2,3-tetrachloropropene from 2,3-trichloropropane |
| DE2257005A1 (de) | 1972-11-21 | 1974-05-22 | Merck Patent Gmbh | Loesungsmittel fuer die kernresonanzspektroskopie |
| CH609022A5 (en) | 1973-06-12 | 1979-02-15 | Monsanto Co | Process for the preparation of 1,2,3-trichloropropene from 1,2,3-trichloropropane |
| NL7313098A (enExample) | 1973-09-22 | 1974-03-25 | ||
| US3872664A (en) | 1973-10-15 | 1975-03-25 | United Aircraft Corp | Swirl combustor with vortex burning and mixing |
| US3914167A (en) | 1974-08-26 | 1975-10-21 | Dow Chemical Co | Process for making cis-1,3-dichloropropene |
| US4051182A (en) | 1976-04-12 | 1977-09-27 | Stauffer Chemical Company | Process for the manufacture of α-chloropropionyl chloride |
| US4038372A (en) | 1976-05-05 | 1977-07-26 | The United States Of America As Represented By The Secretary Of The Navy | Process for manufacturing chloramine |
| US4319062A (en) | 1976-08-02 | 1982-03-09 | The Dow Chemical Company | Allyl chloride process |
| US4046656A (en) | 1976-12-06 | 1977-09-06 | The Dow Chemical Company | Photochlorination process for methyl aromatic compounds |
| JPS5479207U (enExample) | 1977-11-14 | 1979-06-05 | ||
| JPS5720859Y2 (enExample) | 1978-03-14 | 1982-05-06 | ||
| SU899523A1 (ru) | 1979-07-03 | 1982-01-23 | Уфимский Нефтяной Институт | Способ получени 1,1,2,3-тетрахлорпропена |
| AU563307B2 (en) * | 1981-09-01 | 1987-07-02 | G.A. Olah | Methyl halides and methyl alcohol from methane |
| US4535194A (en) | 1983-07-06 | 1985-08-13 | Monsanto Co. | Process for producing 1,1,2,3-tetrachloropropene |
| US4650914A (en) | 1983-07-06 | 1987-03-17 | Monsanto Company | Process for producing 1,1,2,3-tetrachloropropene |
| DE3415337A1 (de) | 1983-08-25 | 1985-03-14 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur herstellung von 3,3-dichlor-2-methyl-propen |
| DE3415334A1 (de) | 1983-08-25 | 1985-03-14 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur herstellung von 1,1,2-trichlor-2-methyl-propan |
| DE3415336A1 (de) | 1984-04-25 | 1985-10-31 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur herstellung von 1,2,3-trichlor-2-methyl-propan |
| FR2569182B1 (fr) | 1984-08-20 | 1986-12-05 | Solvay | Procede pour effectuer des reactions de chloration substitutive de composes organiques au moyen de chlore moleculaire en presence d'un produit chlore servant d'initiateur radicalaire et initiateurs radicalaires utilises dans un tel procede |
| DE3432720A1 (de) | 1984-09-06 | 1986-03-06 | Hüls AG, 4370 Marl | Verfahren zur herstellung von 1,2,3-trichlorpropan |
| US4614572A (en) | 1985-07-08 | 1986-09-30 | The Dow Chemical Company | Liquid phase chlorination of chlorinated methanes |
| ATE67939T1 (de) | 1985-07-30 | 1991-10-15 | Hartmut Wolf | Zerstaeubungsvorrichtung. |
| US4644907A (en) | 1985-11-29 | 1987-02-24 | Hunter Edward H | Boiler tubes of enhanced efficiency and method of producing same |
| US4727181A (en) | 1986-04-21 | 1988-02-23 | The Dow Chemical Company | Process for the preparation of α-halocinnamate esters |
| GB8708618D0 (en) | 1987-04-10 | 1987-05-13 | Ici Plc | Production process |
| US5246903A (en) | 1987-05-26 | 1993-09-21 | The Dow Chemical Company | Process and catalyst for the dehydrohalogenation of halogenated hydrocarbons or alkylene halohydrins |
| GB8721964D0 (en) | 1987-09-18 | 1987-10-28 | Shell Int Research | Multitube reactor |
| JPH01290639A (ja) | 1988-05-17 | 1989-11-22 | Daikin Ind Ltd | １，１，１−トリフルオロ−２，２−ジクロロエタンの製造法 |
| US5171899A (en) | 1988-05-17 | 1992-12-15 | Daikin Industries Ltd. | Process for production of 1,1,1-trifluoro-2,2-dichloroethane |
| US4999102A (en) | 1988-12-16 | 1991-03-12 | The Amalgamated Sugar Company | Liquid transfer manifold system for maintaining plug flow |
| US5254771A (en) | 1989-07-14 | 1993-10-19 | Hoechst Aktiengesellschaft | Process for the preparation of 1,1,1-trifluoro-2-2-dichloroethane under elevated pressure |
| US5057634A (en) | 1989-12-19 | 1991-10-15 | E. I. Du Pont De Nemours And Company | Multistep synthesis of hexafluoropropylene |
| US5178844A (en) | 1990-04-03 | 1993-01-12 | Phillips Petroleum Company | Method and apparatus for producing nitride products |
| DE4012007A1 (de) | 1990-04-13 | 1991-10-17 | Erdoelchemie Gmbh | Verfahren zur reduktiven dehydrohalogenierung von halogenkohlenwasserstoffen und halogenethern |
| GB9105167D0 (en) | 1991-03-12 | 1991-04-24 | Ici Plc | Chemical process |
| US5254788A (en) | 1991-09-10 | 1993-10-19 | Stone And Webster Engineering Corporation | Process for the production of olefins from light paraffins |
| US5262575A (en) | 1992-08-04 | 1993-11-16 | The Dow Chemical Company | Production of allylic chlorides |
| JP2813100B2 (ja) | 1992-10-23 | 1998-10-22 | 株式会社トクヤマ | アリルクロライドの製造方法および製造装置 |
| GB9315450D0 (en) | 1993-07-26 | 1993-09-08 | Zeneca Ltd | Chlorination process |
| US5414166A (en) | 1993-11-29 | 1995-05-09 | Korea Institute Of Science And Technology | Process for the preparation of 1,1,1-trifluoro-2,2-dichloroethane |
| JPH08119885A (ja) | 1994-10-25 | 1996-05-14 | Central Glass Co Ltd | フッ素化炭化水素の製造方法 |
| US5504266A (en) | 1995-05-24 | 1996-04-02 | The Dow Chemical Company | Process to make allyl chloride and reactor useful in that process |
| US5616819A (en) | 1995-08-28 | 1997-04-01 | Laroche Industries Inc. | Process for preparing fluorinated aliphatic compounds |
| US6235951B1 (en) | 1996-01-17 | 2001-05-22 | Central Glass Company, Limited | Method for producing 1,1,1,3,3-pentafluoropropane |
| US5689020A (en) | 1996-03-11 | 1997-11-18 | Laroche Industries Inc. | High temperature chlorination process for the preparation of polychloroolefins |
| US6111150A (en) | 1996-06-20 | 2000-08-29 | Central Glass Company, Limited | Method for producing 1,1,1,3,3,-pentafluoropropane |
| US6538167B1 (en) | 1996-10-02 | 2003-03-25 | Exxonmobil Chemical Patents Inc. | Process for producing light olefins |
| US5986151A (en) | 1997-02-05 | 1999-11-16 | Alliedsignal Inc. | Fluorinated propenes from pentafluoropropane |
| US5811605A (en) | 1997-02-19 | 1998-09-22 | Ppg Industries, Inc. | Preparation of 1,2,3,3-tetrachloropropene |
| US5895825A (en) | 1997-12-01 | 1999-04-20 | Elf Atochem North America, Inc. | Preparation of 1,1,1,3,3-pentafluoropropane |
| US6160187A (en) | 1997-12-18 | 2000-12-12 | The Dow Chemical Company | Method for making glycol in an adiabatic reactor system |
| JP3518321B2 (ja) | 1998-03-23 | 2004-04-12 | ダイキン工業株式会社 | １，１，１，３，３−ペンタフルオロプロパンの製造方法 |
| US6187976B1 (en) | 1998-04-09 | 2001-02-13 | Alliedsignal Inc. | Process for the preparation of fluorine containing hydrohalocarbons |
| EP0999200B1 (en) | 1998-11-04 | 2002-07-17 | Rohm And Haas Company | Process for the high yield production of methyl methacrylate or methacrylic acid |
| US6273180B1 (en) | 1998-12-23 | 2001-08-14 | L'air Liquide, Societe Anonyme Pour L'etude Et L'eploitation Des Procedes Georges Claude | Heat exchanger for preheating an oxidizing gas |
| TW527218B (en) | 1999-03-16 | 2003-04-11 | Basf Ag | Multitube reactor, especially for catalytic gas-phase reactions |
| EP1060788A1 (en) | 1999-06-15 | 2000-12-20 | Methanol Casale S.A. | Isothermal catalytic reactor for exothermic or endothermic heterogeneous reactions |
| ES2251386T3 (es) | 1999-06-16 | 2006-05-01 | Solvay Fluor Gmbh | Cloracion activada por uv. |
| DE19952754A1 (de) | 1999-11-02 | 2001-05-10 | Krc Umwelttechnik Gmbh | Verfahren und Vorrichtung zur Kühlung und Reinigung von Vergasungsgasen |
| JP3869170B2 (ja) | 1999-11-22 | 2007-01-17 | セントラル硝子株式会社 | １，１，１，３，３−ペンタクロロプロパンの製造方法 |
| CN101104147A (zh) * | 1999-11-22 | 2008-01-16 | 陶氏环球技术公司 | 一种具催化作用的组合物 |
| US6118018A (en) | 1999-12-06 | 2000-09-12 | Occidental Chemical Corporation | Chlorination and bromination of aromatic compounds at atmospheric pressure |
| JP2001213820A (ja) | 2000-01-31 | 2001-08-07 | Central Glass Co Ltd | １，１，１，３，３−ペンタクロロプロパンの製造方法 |
| US6613127B1 (en) | 2000-05-05 | 2003-09-02 | Dow Global Technologies Inc. | Quench apparatus and method for the reformation of organic materials |
| DE10054840A1 (de) | 2000-11-04 | 2002-08-08 | Xcellsis Gmbh | Verfahren und Vorrichtung zum Starten eines Reaktors in einem Gaserzeugungssystem |
| US6518467B2 (en) | 2000-12-29 | 2003-02-11 | Honeywell International Inc. | Method of making hydrofluorocarbons and hydrochlorofluorocarbons |
| US6551469B1 (en) | 2001-11-27 | 2003-04-22 | Honeywell International | Photochlorination of 1,1,1,3,3-pentafluoropropane |
| CN1597081A (zh) | 2002-01-11 | 2005-03-23 | 三菱化学株式会社 | 用于管壳式反应器的启动方法 |
| US7117934B2 (en) | 2002-03-15 | 2006-10-10 | H2Gen Innovations, Inc. | Method and apparatus for minimizing adverse effects of thermal expansion in a heat exchange reactor |
| US6924403B2 (en) | 2002-06-26 | 2005-08-02 | E. I. Du Pont De Nemours And Company | Synthesis of hexafluoropropylene |
| US6683216B1 (en) | 2002-11-06 | 2004-01-27 | Eastman Chemical Company | Continuous process for the preparation of amines |
| GB0301660D0 (en) | 2003-01-24 | 2003-02-26 | Redding John | Dredging scouring & excavation |
| JP4570464B2 (ja) | 2003-01-31 | 2010-10-27 | マン、デーヴェーエー、ゲーエムベーハー | 触媒気相反応を行うためのジャケット管反応装置と、それを運転する方法 |
| CN1867609A (zh) | 2003-03-07 | 2006-11-22 | 陶氏环球技术公司 | 制备聚醚多元醇的连续方法和设备 |
| JP4838585B2 (ja) | 2003-07-14 | 2011-12-14 | 三菱レイヨン株式会社 | 固定床多管式反応器 |
| US7880040B2 (en) | 2004-04-29 | 2011-02-01 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| EP1660225A1 (en) | 2003-07-31 | 2006-05-31 | Dow Global Technologies Inc. | Oxidation process and reactor with modified feed system |
| US20060292046A1 (en) | 2003-07-31 | 2006-12-28 | Dow Global Technologies Inc. | Oxidation process and reactor with modified feed system |
| US6825383B1 (en) * | 2003-09-22 | 2004-11-30 | Council Of Scientific And Industrial Research | Catalytic process for regiospecific chlorination of alkanes, alkenes and arenes |
| US7659434B2 (en) | 2004-04-29 | 2010-02-09 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| JP4864879B2 (ja) | 2004-04-29 | 2012-02-01 | ハネウェル・インターナショナル・インコーポレーテッド | １，３，３，３−テトラフルオロプロペンの合成方法 |
| US8084653B2 (en) | 2004-04-29 | 2011-12-27 | Honeywell International, Inc. | Method for producing fluorinated organic compounds |
| CA2564991C (en) | 2004-04-29 | 2013-03-19 | Honeywell International Inc. | Processes for synthesis of 1,3,3,3-tetrafluoropropene and 2,3,3,3-tetrafluoropropene |
| US7951982B2 (en) | 2004-04-29 | 2011-05-31 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US9102579B2 (en) | 2004-04-29 | 2015-08-11 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US8383867B2 (en) | 2004-04-29 | 2013-02-26 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| CA2564897C (en) | 2004-04-29 | 2012-11-27 | Honeywell International Inc. | Processes for synthesis of 1,3,3,3-tetrafluoropropene |
| US7674939B2 (en) | 2004-04-29 | 2010-03-09 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US8058486B2 (en) | 2004-04-29 | 2011-11-15 | Honeywell International Inc. | Integrated process to produce 2,3,3,3-tetrafluoropropene |
| US20080021229A1 (en) | 2004-05-21 | 2008-01-24 | Maughon Bob R | Process for Preparing Epichlorhydrin from Ethane |
| MY142153A (en) | 2004-12-10 | 2010-09-30 | Shell Int Research | Reactor tube apparatus |
| JP5027670B2 (ja) | 2004-12-22 | 2012-09-19 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 光化学反応用の末端官能化パーフルオロ（アルキルビニルエーテル）反応器壁の官能化共重合体、炭化水素およびハロ炭化水素中のフッ素含有率の増加方法およびオレフィン製造方法 |
| JP4501158B2 (ja) | 2005-03-30 | 2010-07-14 | 富士フイルム株式会社 | マイクロ化学装置の運転方法 |
| US7396965B2 (en) | 2005-05-12 | 2008-07-08 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US7511101B2 (en) | 2005-05-13 | 2009-03-31 | Fina Technology, Inc. | Plug flow reactor and polymers prepared therewith |
| JP2007021396A (ja) | 2005-07-19 | 2007-02-01 | Japan Science & Technology Agency | 重金属の除去方法 |
| WO2007018298A1 (en) | 2005-08-09 | 2007-02-15 | Canon Kabushiki Kaisha | Fluid-processing device and fluid-processing method |
| DE102005044501A1 (de) | 2005-09-16 | 2007-03-22 | Roquette, Eberhard, Dipl.-Ing. | Veresterungsdüse |
| US8071825B2 (en) | 2006-01-03 | 2011-12-06 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| CA2635806C (en) | 2006-01-03 | 2015-03-31 | Honeywell International, Inc. | Method for producing fluorinated organic compounds |
| EP3336074B1 (en) | 2006-01-03 | 2025-07-09 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| WO2007083927A1 (en) | 2006-01-18 | 2007-07-26 | Lg Chem, Ltd. | Reactor with improved heat transfer performance |
| WO2007096383A1 (de) | 2006-02-21 | 2007-08-30 | Sachtleben Chemie Gmbh | Verfahren zur durchführung chemischer und physikalischer prozesse und reaktionszelle |
| ES2392591T3 (es) | 2006-03-31 | 2012-12-12 | E.I. Du Pont De Nemours And Company | Coproducción de hidrofluoroolefinas |
| US7836941B2 (en) | 2006-05-19 | 2010-11-23 | Exxonmobil Research And Engineering Company | Mitigation of in-tube fouling in heat exchangers using controlled mechanical vibration |
| US20080073063A1 (en) | 2006-06-23 | 2008-03-27 | Exxonmobil Research And Engineering Company | Reduction of fouling in heat exchangers |
| FR2902785B1 (fr) * | 2006-06-26 | 2008-08-08 | Solvay | Procede de fabrication de 1,2-dichloroethane |
| JP2008063314A (ja) | 2006-09-04 | 2008-03-21 | Tokyo Kasei Kogyo Kk | 環境調和型超原子価ヨウ素試剤 |
| US8232435B2 (en) | 2006-09-05 | 2012-07-31 | E I Du Pont De Nemours And Company | 1,2,3,3,3-pentafluoropropene production processes |
| US20090088547A1 (en) | 2006-10-17 | 2009-04-02 | Rpo Pty Limited | Process for producing polysiloxanes and use of the same |
| CN103553871A (zh) | 2006-10-31 | 2014-02-05 | 纳幕尔杜邦公司 | 氟丙烷、卤代丙烯以及2-氯-3,3,3-三氟-1-丙烯与hf的共沸组合物和1,1,1,2,2-五氟丙烷与hf的共沸组合物的制备方法 |
| US20080207962A1 (en) | 2007-02-23 | 2008-08-28 | Velliyur Nott Mallikarjuna Rao | Compositions containing chromium, oxygen, and at least two modifier metals selected the group consisting of gold, silver, and palladium, their preparation, and their use as catalysts and catalyst precursors |
| JP5109093B2 (ja) | 2007-04-10 | 2012-12-26 | 旭硝子株式会社 | 有機配位子を有する複合金属シアン化物錯体触媒、その製造方法およびポリエーテルポリオールの製造方法 |
| JP2009000592A (ja) | 2007-06-19 | 2009-01-08 | Hitachi Ltd | 反応器および反応システム |
| KR101550250B1 (ko) | 2007-06-27 | 2015-09-04 | 알케마 인코포레이티드 | 하이드로플루오로올레핀의 제조 방법 |
| US20100185029A1 (en) | 2007-06-27 | 2010-07-22 | Arkema Inc. | Two step process for the manufacture of hydrofluoroolefins |
| US20090018377A1 (en) | 2007-07-09 | 2009-01-15 | Boyce C Bradford | Catalytic process for the preparation of fluorinated halocarbons |
| JP5339229B2 (ja) | 2007-07-24 | 2013-11-13 | ナガセケムテックス株式会社 | 超原子価ヨウ素反応剤を用いる芳香族化合物および複素環式芳香族化合物のポリマーの製造方法 |
| US8258355B2 (en) * | 2007-07-25 | 2012-09-04 | Honeywell International Inc. | Processes for preparing 1,1,2,3-tetrachloropropene |
| US9035111B2 (en) | 2007-08-22 | 2015-05-19 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| RU2495912C2 (ru) | 2007-09-18 | 2013-10-20 | Уде Гмбх | Реактор газификации и способ газификации в потоке |
| PL2197837T3 (pl) | 2007-10-04 | 2014-07-31 | Urea Casale Sa | Proces i instalacja do wytwarzania mocznika |
| US9079818B2 (en) | 2007-10-15 | 2015-07-14 | Honeywell International Inc. | Process for synthesis of fluorinated olefins |
| WO2009061954A1 (en) | 2007-11-06 | 2009-05-14 | Quantumsphere, Inc. | System and method for ammonia synthesis |
| BRPI0818958A2 (pt) | 2007-11-20 | 2017-12-12 | Du Pont | "processos para a fabricação dos hidrofluoroalquenos, para a fabricação dos hidrofluoroalcanóis, para a fabricação dos hidrofluoroésteres e composto" |
| PL2231565T3 (pl) * | 2007-12-19 | 2014-08-29 | Occidental Chem Co | Sposoby wytwarzania chlorowanych węglowodorów |
| GB0800470D0 (en) | 2008-01-11 | 2008-02-20 | Redding John | Improvements in or relating to jet nozzles |
| CN101215220A (zh) | 2008-01-16 | 2008-07-09 | 西安近代化学研究所 | 1,1,1,3-四氟丙烯的制备方法 |
| CN101597209A (zh) | 2008-03-20 | 2009-12-09 | 霍尼韦尔国际公司 | 用于制备2,3,3,3-四氟丙烯的一体式方法 |
| US8071826B2 (en) | 2008-04-04 | 2011-12-06 | Honeywell International Inc. | Process for the preparation of 2,3,3,3-tetrafluoropropene (HFO-1234yf) |
| EP2323973B1 (de) | 2008-08-07 | 2012-03-21 | Basf Se | Verfahren zur herstellung von aromatischen isocyanaten |
| EP2341040B1 (en) | 2008-09-25 | 2017-09-06 | Central Glass Company, Limited | Process for producing 1,3,3,3-tetrafluoropropene |
| KR20110086037A (ko) | 2008-10-13 | 2011-07-27 | 다우 글로벌 테크놀로지스 엘엘씨 | 염화된 및/또는 불화된 프로펜의 제조 방법 |
| CA2743842C (en) | 2008-11-19 | 2016-02-09 | Arkema Inc. | Process for the manufacture of hydrofluoroolefins |
| RU2011130904A (ru) | 2008-12-25 | 2013-01-27 | Асахи Гласс Компани, Лимитед | Способы получения 1,1-дихлор-2,3,3,3-тетрафторпропена и 2,3,3,3-тетрафторпропена |
| CN101492341B (zh) | 2009-03-05 | 2012-03-28 | 杨海珍 | 饱和多氯代烷烃的制备方法 |
| EP2421811B1 (en) | 2009-04-23 | 2016-08-03 | Daikin Industries, Ltd. | Process for preparation of 2,3,3,3-tetrafluoropropene |
| CN101544535B (zh) | 2009-05-01 | 2012-07-18 | 浙江三美化工股份有限公司 | 一种合成1,1,1,3,3-五氯丙烷的制备方法 |
| EP2429977B1 (en) | 2009-05-13 | 2014-11-05 | Daikin Industries, Ltd. | Process for preparing chlorine-containing fluorocarbon compound |
| WO2011044447A2 (en) | 2009-10-09 | 2011-04-14 | Dow Global Technologies, Inc | Process for the production of chlorinated and/or fluorinated propenes |
| CN102686544B (zh) | 2009-10-09 | 2017-02-15 | 蓝立方知识产权公司 | 用于生产氯化和/或氟化丙烯和高级烯烃的方法 |
| KR20120091192A (ko) | 2009-10-09 | 2012-08-17 | 다우 글로벌 테크놀로지스 엘엘씨 | 등온 다중튜브 반응기 및 이를 도입한 방법 |
| WO2011060211A1 (en) | 2009-11-16 | 2011-05-19 | Arkema Inc. | Method to purify and stabilize chloroolefins |
| WO2011065574A1 (en) | 2009-11-27 | 2011-06-03 | Daikin Industries, Ltd. | Process for preparing 1,1,2,3-tetrachloropropene |
| WO2011077191A1 (en) | 2009-12-23 | 2011-06-30 | Arkema France | Catalytic gas phase fluorination of 1230xa to 1234yf |
| JP2011144148A (ja) | 2010-01-18 | 2011-07-28 | Nippon Zeon Co Ltd | 含水素ハロゲン化シクロペンタン、及びヘプタフルオロシクロペンテンの製造方法 |
| CN101955414A (zh) | 2010-04-20 | 2011-01-26 | 南通泰禾化工有限公司 | 1,1,2,3-四氯丙烯生产工艺 |
| DE102010022414A1 (de) | 2010-06-01 | 2011-12-01 | Günther Kramb jun. | Emulgiervorrichtung |
| PL2596859T3 (pl) | 2010-07-21 | 2020-04-30 | Otkrytoe Aktsionernoe Obschestvo Research & Design Institute Of Urea And Organic Synthesis Products (Oao Niik) | Reaktor gazowo-cieczowy z komorą mieszania wirowego |
| CN101913979A (zh) | 2010-09-07 | 2010-12-15 | 西安近代化学研究所 | 1，1，1，3，3-五氯丁烷的生产方法 |
| CN101913980A (zh) | 2010-09-07 | 2010-12-15 | 西安近代化学研究所 | 1，1，1，3，3-五氯丙烷的生产方法 |
| CN101982227B (zh) | 2010-09-15 | 2013-03-20 | 山东东岳高分子材料有限公司 | 一种用于高温裂解的气体快速混合反应装置及应用 |
| CN102001911B (zh) | 2010-09-20 | 2013-09-25 | 西安近代化学研究所 | 2,3,3,3-四氟丙烯的制备方法 |
| EP2628719B1 (en) | 2010-12-16 | 2016-11-30 | Tokuyama Corporation | Method for producing c3 chlorinated hydrocarbon |
| CN102249846B (zh) | 2011-05-31 | 2013-05-08 | 浙江师范大学 | 一种2-氯-3, 3, 3-三氟丙烯和2, 3-二氯-1, 1-二氟丙烯的联产制备方法 |
| WO2012166394A1 (en) | 2011-05-31 | 2012-12-06 | Dow Global Technologies, Llc | Process for the production of chlorinated propenes |
| US8907149B2 (en) | 2011-05-31 | 2014-12-09 | Dow Global Technologies Llc | Process for the production of chlorinated propenes |
| US8907148B2 (en) | 2011-08-07 | 2014-12-09 | Dow Global Technologies Llc | Process for the production of chlorinated propenes |
| CN103717557A (zh) | 2011-08-07 | 2014-04-09 | 陶氏环球技术有限责任公司 | 生产氯化的丙烯的方法 |
| CN102351637B (zh) | 2011-08-31 | 2013-10-23 | 浙江师范大学 | 一种2, 3, 3, 3-四氟丙烯的制备方法 |
| JP6050372B2 (ja) | 2011-11-21 | 2016-12-21 | ブルー キューブ アイピー エルエルシー | クロロアルカンの製造方法 |
| US9199899B2 (en) | 2011-12-02 | 2015-12-01 | Blue Cube Ip Llc | Process for the production of chlorinated alkanes |
| CA2856717A1 (en) | 2011-12-02 | 2013-06-06 | Dow Global Technologies Llc | Process for the production of chlorinated alkanes |
| 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 |
| CN104011000A (zh) | 2011-12-22 | 2014-08-27 | 陶氏环球技术有限责任公司 | 生产四氯甲烷的方法 |
| EP2794521B1 (en) | 2011-12-23 | 2016-09-21 | Dow Global Technologies LLC | Process for the production of alkenes and/or aromatic compounds |
| CA2858836A1 (en) | 2011-12-23 | 2013-06-27 | Dow Global Technologies Llc | Sulfuryl chloride as chlorinating agent |
| JP5871633B2 (ja) | 2012-01-24 | 2016-03-01 | 関東電化工業株式会社 | ビス（１，１−ジクロロ−３，３，３−トリフルオロプロピル）エーテルおよびその製造方法 |
| US9321707B2 (en) | 2012-09-20 | 2016-04-26 | Blue Cube Ip Llc | Process for the production of chlorinated propenes |
| US9598334B2 (en) | 2012-09-20 | 2017-03-21 | Blue Cube Ip Llc | Process for the production of chlorinated propenes |
| EP2900364B1 (en) | 2012-09-30 | 2018-06-13 | Blue Cube IP LLC | Weir quench and processes incorporating the same |
| CA2887559A1 (en) | 2012-10-26 | 2014-05-01 | Dow Global Technologies Llc | Mixer and reactor and process incorporating the same |
| WO2014100066A1 (en) | 2012-12-18 | 2014-06-26 | Dow Global Technologies, Llc | Process for the production of chlorinated propenes |
| US9475740B2 (en) | 2012-12-19 | 2016-10-25 | Blue Cube Ip Llc | Process for the production of chlorinated propenes |
| EP2961722A2 (en) | 2013-02-27 | 2016-01-06 | Blue Cube IP LLC | Process for the production of chlorinated propenes |
| US20160002127A1 (en) | 2013-02-28 | 2016-01-07 | Blue Cube Ip Llc | Process for the production of chlorinated propanes |
| US9403741B2 (en) | 2013-03-09 | 2016-08-02 | Blue Cube Ip Llc | Process for the production of chlorinated alkanes |
-
2012
- 2012-11-30 CA CA2856717A patent/CA2856717A1/en not_active Abandoned
- 2012-11-30 IN IN4029CHN2014 patent/IN2014CN04029A/en unknown
- 2012-11-30 CN CN201280059303.XA patent/CN104024187B/zh not_active Expired - Fee Related
- 2012-11-30 EP EP12799450.7A patent/EP2785671B1/en not_active Not-in-force
- 2012-11-30 JP JP2014544920A patent/JP6050375B2/ja not_active Expired - Fee Related
- 2012-11-30 US US14/362,289 patent/US9284239B2/en not_active Expired - Fee Related
- 2012-11-30 WO PCT/US2012/067268 patent/WO2013082410A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| CN104024187B (zh) | 2017-04-12 |
| CN104024187A (zh) | 2014-09-03 |
| EP2785671B1 (en) | 2017-03-01 |
| IN2014CN04029A (enExample) | 2015-10-23 |
| US9284239B2 (en) | 2016-03-15 |
| WO2013082410A1 (en) | 2013-06-06 |
| CA2856717A1 (en) | 2013-06-06 |
| EP2785671A1 (en) | 2014-10-08 |
| US20140323776A1 (en) | 2014-10-30 |
| JP2015500239A (ja) | 2015-01-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP6050375B2 (ja) | クロロアルカンの製造方法 | |
| JP6426795B2 (ja) | 塩素化プロペンの製造方法 | |
| JP6170068B2 (ja) | 塩素化プロパン及びプロペンの製造方法 | |
| JP6059246B2 (ja) | 塩素化アルカンの製造方法 | |
| JP6050372B2 (ja) | クロロアルカンの製造方法 | |
| JP6449791B2 (ja) | クロロアルカンの製造方法 | |
| CA2901895A1 (en) | Process for the production of chlorinated propanes | |
| JP2015506346A (ja) | 塩化スルフリルを含む塩素化剤 | |
| CA2859168C (en) | Process for the production of chlorinated propanes and propenes |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20151102 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20151102 |
|
| A711 | Notification of change in applicant |
Free format text: JAPANESE INTERMEDIATE CODE: A711 Effective date: 20151224 |
|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20160523 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A132 Effective date: 20160621 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20160915 |
|
| TRDD | Decision of grant or rejection written | ||
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20161025 |
|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20161124 |
|
| R150 | Certificate of patent or registration of utility model |
Ref document number: 6050375 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
| LAPS | Cancellation because of no payment of annual fees |