HRP20000149A2 - Method and device for preparing phosgene from diphosgene and/or triphosgene - Google Patents
Method and device for preparing phosgene from diphosgene and/or triphosgene Download PDFInfo
- Publication number
- HRP20000149A2 HRP20000149A2 HR20000149A HRP20000149A HRP20000149A2 HR P20000149 A2 HRP20000149 A2 HR P20000149A2 HR 20000149 A HR20000149 A HR 20000149A HR P20000149 A HRP20000149 A HR P20000149A HR P20000149 A2 HRP20000149 A2 HR P20000149A2
- Authority
- HR
- Croatia
- Prior art keywords
- triphosgene
- deactivated
- diphosgene
- phosgene
- phthalocyanine
- Prior art date
Links
- UCPYLLCMEDAXFR-UHFFFAOYSA-N triphosgene Chemical compound ClC(Cl)(Cl)OC(=O)OC(Cl)(Cl)Cl UCPYLLCMEDAXFR-UHFFFAOYSA-N 0.000 title claims abstract description 58
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 title claims abstract description 51
- HCUYBXPSSCRKRF-UHFFFAOYSA-N diphosgene Chemical compound ClC(=O)OC(Cl)(Cl)Cl HCUYBXPSSCRKRF-UHFFFAOYSA-N 0.000 title claims abstract description 35
- 238000000034 method Methods 0.000 title claims abstract description 29
- 238000006243 chemical reaction Methods 0.000 claims abstract description 79
- 239000003054 catalyst Substances 0.000 claims abstract description 37
- 150000001875 compounds Chemical class 0.000 claims abstract description 18
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 11
- 229910052751 metal Inorganic materials 0.000 claims description 24
- 239000002184 metal Substances 0.000 claims description 24
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims description 18
- 230000008569 process Effects 0.000 claims description 16
- -1 poly(2-vinylpyridine) Polymers 0.000 claims description 15
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 239000003574 free electron Substances 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- 229920000642 polymer Polymers 0.000 claims description 8
- 125000003277 amino group Chemical group 0.000 claims description 7
- 125000000879 imine group Chemical group 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 239000007788 liquid Substances 0.000 claims description 5
- RDOWQLZANAYVLL-UHFFFAOYSA-N phenanthridine Chemical compound C1=CC=C2C3=CC=CC=C3C=NC2=C1 RDOWQLZANAYVLL-UHFFFAOYSA-N 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 125000005605 benzo group Chemical group 0.000 claims description 2
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- 229920000885 poly(2-vinylpyridine) Polymers 0.000 claims description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims 1
- 150000003857 carboxamides Chemical class 0.000 claims 1
- 239000000126 substance Substances 0.000 description 11
- 239000007789 gas Substances 0.000 description 8
- 238000011161 development Methods 0.000 description 6
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 6
- 239000004810 polytetrafluoroethylene Substances 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 238000001816 cooling Methods 0.000 description 5
- 239000004033 plastic Substances 0.000 description 5
- 229920003023 plastic Polymers 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- LBGCRGLFTKVXDZ-UHFFFAOYSA-M ac1mc2aw Chemical compound [Al+3].[Cl-].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 LBGCRGLFTKVXDZ-UHFFFAOYSA-M 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 239000000872 buffer Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000011049 filling Methods 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 230000001105 regulatory effect Effects 0.000 description 3
- 125000006850 spacer group Chemical group 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 239000002841 Lewis acid Substances 0.000 description 2
- 229920001774 Perfluoroether Polymers 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000009849 deactivation Effects 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 150000007517 lewis acids Chemical class 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000002879 Lewis base Substances 0.000 description 1
- 239000002202 Polyethylene glycol Chemical group 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000003973 alkyl amines Chemical group 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 125000005518 carboxamido group Chemical group 0.000 description 1
- 238000012824 chemical production Methods 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 150000001923 cyclic compounds Chemical class 0.000 description 1
- MKNXBRLZBFVUPV-UHFFFAOYSA-L cyclopenta-1,3-diene;dichlorotitanium Chemical compound Cl[Ti]Cl.C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 MKNXBRLZBFVUPV-UHFFFAOYSA-L 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 125000003827 glycol group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000001072 heteroaryl group Chemical group 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000003622 immobilized catalyst Substances 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 description 1
- 150000007527 lewis bases Chemical class 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052706 scandium Inorganic materials 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000003512 tertiary amines Chemical group 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical group OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- QMBQEXOLIRBNPN-UHFFFAOYSA-L zirconocene dichloride Chemical compound [Cl-].[Cl-].[Zr+4].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 QMBQEXOLIRBNPN-UHFFFAOYSA-L 0.000 description 1
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
- B01J7/00—Apparatus for generating gases
-
- 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
- B01J8/0015—Feeding of the particles in the reactor; Evacuation of the particles out of the reactor
- B01J8/002—Feeding of the particles in the reactor; Evacuation of the particles out of the reactor with a moving instrument
-
- 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
- B01J8/0015—Feeding of the particles in the reactor; Evacuation of the particles out of the reactor
- B01J8/0045—Feeding of the particles in the reactor; Evacuation of the particles out of the reactor by means of a rotary device in the flow channel
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B32/00—Carbon; Compounds thereof
- C01B32/80—Phosgene
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19740577A DE19740577A1 (de) | 1997-09-15 | 1997-09-15 | Verfahren und Vorrichtung zur Herstellung von Phosgen aus Diphosgen und/oder Triphosgen |
| PCT/EP1998/005693 WO1999014159A1 (fr) | 1997-09-15 | 1998-09-08 | Procede et dispositif permettant de preparer du phosgene a partir de diphosgene et/ou de triphosgene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20000149A2 true HRP20000149A2 (en) | 2001-02-28 |
Family
ID=7842436
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HR20000149A HRP20000149A2 (en) | 1997-09-15 | 2000-03-14 | Method and device for preparing phosgene from diphosgene and/or triphosgene |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US6399822B1 (fr) |
| EP (1) | EP1017623B1 (fr) |
| JP (1) | JP4187924B2 (fr) |
| KR (1) | KR20010030602A (fr) |
| CN (1) | CN1275962A (fr) |
| AT (1) | ATE212004T1 (fr) |
| AU (1) | AU751830B2 (fr) |
| BR (1) | BR9812302A (fr) |
| CA (1) | CA2302742C (fr) |
| DE (3) | DE19740577A1 (fr) |
| DK (1) | DK1017623T3 (fr) |
| HR (1) | HRP20000149A2 (fr) |
| HU (1) | HUP0003479A3 (fr) |
| ID (1) | ID24869A (fr) |
| IL (1) | IL134981A0 (fr) |
| PL (1) | PL339289A1 (fr) |
| RU (1) | RU2207978C2 (fr) |
| SK (1) | SK283324B6 (fr) |
| TR (1) | TR200000738T2 (fr) |
| WO (1) | WO1999014159A1 (fr) |
| YU (1) | YU15100A (fr) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19860496A1 (de) * | 1998-12-28 | 1999-10-14 | Eckert Gmbh Dr | Verfahren und Vorrichtung zur Herstellung von Laborgasen |
| FR2852530A1 (fr) * | 2003-03-19 | 2004-09-24 | Jean Louis Queri | Dispositif generateur de gaz autonome inexplosible et portable a partir de reactifs solides |
| ITMI20040452A1 (it) * | 2004-03-09 | 2004-06-09 | Clariant Lsm Italia Spa | Processo per la preparazione di oxcarbazepina |
| FR2965490B1 (fr) | 2010-09-30 | 2013-01-11 | Aet Group | Dispositif et procede pour la phosgenation en continu |
| US8552217B2 (en) * | 2011-02-04 | 2013-10-08 | Warsaw Orthopedic, Inc. | Isocyanate manufacture |
| US9266824B2 (en) * | 2014-01-13 | 2016-02-23 | Warsaw Orthopedic, Inc. | Methods and compositions for making an amino acid triisocyanate |
| CN105817183B (zh) * | 2015-01-07 | 2018-04-13 | 万华化学集团股份有限公司 | 一种光气合成塔催化剂更换的方法 |
| CN108341784A (zh) * | 2017-01-24 | 2018-07-31 | 重庆紫光化工股份有限公司 | 4,6-二氯嘧啶的合成方法 |
| CN107324334B (zh) * | 2017-07-17 | 2020-01-14 | 薛永和 | 一种由双光气或三光气生产光气的方法 |
| CN114206824A (zh) * | 2019-08-22 | 2022-03-18 | 富士胶片株式会社 | 羰基化合物的制造方法及制造羰基化合物的流动式反应系统 |
| CN113101983A (zh) * | 2021-04-19 | 2021-07-13 | 盐城市挽纱商贸有限公司 | 一种基于云数据的智慧教育系统及其使用方法 |
| CN115520868B (zh) * | 2022-10-25 | 2023-11-21 | 摩珈(上海)生物科技有限公司 | 一种光气的循环制备方法及其装置系统 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2729585B1 (fr) * | 1995-01-24 | 1997-04-04 | Inst Francais Du Petrole | Enceintes a lit mobile en ecoulement regularise |
-
1997
- 1997-09-15 DE DE19740577A patent/DE19740577A1/de not_active Withdrawn
- 1997-09-24 DE DE29717105U patent/DE29717105U1/de not_active Expired - Lifetime
-
1998
- 1998-09-08 HU HU0003479A patent/HUP0003479A3/hu unknown
- 1998-09-08 PL PL98339289A patent/PL339289A1/xx not_active Application Discontinuation
- 1998-09-08 CN CN98810217A patent/CN1275962A/zh active Pending
- 1998-09-08 SK SK349-2000A patent/SK283324B6/sk unknown
- 1998-09-08 EP EP98948930A patent/EP1017623B1/fr not_active Expired - Lifetime
- 1998-09-08 IL IL13498198A patent/IL134981A0/xx unknown
- 1998-09-08 YU YU15100A patent/YU15100A/sh unknown
- 1998-09-08 AU AU95376/98A patent/AU751830B2/en not_active Ceased
- 1998-09-08 JP JP2000511716A patent/JP4187924B2/ja not_active Expired - Fee Related
- 1998-09-08 DE DE59802665T patent/DE59802665D1/de not_active Expired - Fee Related
- 1998-09-08 DK DK98948930T patent/DK1017623T3/da active
- 1998-09-08 RU RU2000109586/12A patent/RU2207978C2/ru not_active IP Right Cessation
- 1998-09-08 BR BR9812302-5A patent/BR9812302A/pt unknown
- 1998-09-08 TR TR2000/00738T patent/TR200000738T2/xx unknown
- 1998-09-08 CA CA002302742A patent/CA2302742C/fr not_active Expired - Fee Related
- 1998-09-08 KR KR1020007002711A patent/KR20010030602A/ko not_active Application Discontinuation
- 1998-09-08 ID IDW20000623D patent/ID24869A/id unknown
- 1998-09-08 AT AT98948930T patent/ATE212004T1/de not_active IP Right Cessation
- 1998-09-08 WO PCT/EP1998/005693 patent/WO1999014159A1/fr not_active Application Discontinuation
-
2000
- 2000-03-14 US US09/524,912 patent/US6399822B1/en not_active Expired - Fee Related
- 2000-03-14 HR HR20000149A patent/HRP20000149A2/hr not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| DK1017623T3 (da) | 2002-04-22 |
| EP1017623A1 (fr) | 2000-07-12 |
| AU751830B2 (en) | 2002-08-29 |
| BR9812302A (pt) | 2000-09-05 |
| ID24869A (id) | 2000-08-31 |
| SK3492000A3 (en) | 2000-09-12 |
| AU9537698A (en) | 1999-04-05 |
| RU2207978C2 (ru) | 2003-07-10 |
| CN1275962A (zh) | 2000-12-06 |
| SK283324B6 (sk) | 2003-06-03 |
| ATE212004T1 (de) | 2002-02-15 |
| CA2302742A1 (fr) | 1999-03-25 |
| JP2001516692A (ja) | 2001-10-02 |
| US6399822B1 (en) | 2002-06-04 |
| YU15100A (sh) | 2002-09-19 |
| IL134981A0 (en) | 2001-05-20 |
| DE59802665D1 (de) | 2002-02-21 |
| DE29717105U1 (de) | 1998-02-26 |
| CA2302742C (fr) | 2008-02-12 |
| EP1017623B1 (fr) | 2002-01-16 |
| HUP0003479A3 (en) | 2003-04-28 |
| HUP0003479A2 (hu) | 2001-02-28 |
| WO1999014159A1 (fr) | 1999-03-25 |
| KR20010030602A (ko) | 2001-04-16 |
| TR200000738T2 (tr) | 2000-09-21 |
| DE19740577A1 (de) | 1999-03-18 |
| JP4187924B2 (ja) | 2008-11-26 |
| PL339289A1 (en) | 2000-12-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A1OB | Publication of a patent application | ||
| ARAI | Request for the grant of a patent on the basis of the submitted results of a substantive examination of a patent application | ||
| OBST | Application withdrawn |