JPS5833846B2 - ホルムアルデヒドの製法 - Google Patents
ホルムアルデヒドの製法Info
- Publication number
- JPS5833846B2 JPS5833846B2 JP50105680A JP10568075A JPS5833846B2 JP S5833846 B2 JPS5833846 B2 JP S5833846B2 JP 50105680 A JP50105680 A JP 50105680A JP 10568075 A JP10568075 A JP 10568075A JP S5833846 B2 JPS5833846 B2 JP S5833846B2
- Authority
- JP
- Japan
- Prior art keywords
- methanol
- catalyst
- reaction
- formaldehyde
- temperature
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 title claims description 110
- 238000004519 manufacturing process Methods 0.000 title claims description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 237
- 239000003054 catalyst Substances 0.000 claims description 99
- 238000006243 chemical reaction Methods 0.000 claims description 60
- 239000002912 waste gas Substances 0.000 claims description 45
- 239000000203 mixture Substances 0.000 claims description 42
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 26
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 18
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 12
- 229910052709 silver Inorganic materials 0.000 claims description 12
- 239000004332 silver Substances 0.000 claims description 12
- 239000007789 gas Substances 0.000 claims description 11
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 10
- 238000005839 oxidative dehydrogenation reaction Methods 0.000 claims description 9
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 8
- 239000001569 carbon dioxide Substances 0.000 claims description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 3
- 239000008246 gaseous mixture Substances 0.000 claims description 2
- 239000002699 waste material Substances 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 238000010521 absorption reaction Methods 0.000 description 13
- 239000011261 inert gas Substances 0.000 description 10
- 239000000243 solution Substances 0.000 description 9
- 239000008098 formaldehyde solution Substances 0.000 description 8
- 238000010438 heat treatment Methods 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 238000001816 cooling Methods 0.000 description 6
- 239000002245 particle Substances 0.000 description 5
- 239000007858 starting material Substances 0.000 description 5
- 239000013076 target substance Substances 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 238000000855 fermentation Methods 0.000 description 4
- 230000004151 fermentation Effects 0.000 description 4
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 4
- 229910002090 carbon oxide Inorganic materials 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 230000002093 peripheral effect Effects 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 239000000567 combustion gas Substances 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 239000004071 soot Substances 0.000 description 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 2
- XDJWZONZDVNKDU-UHFFFAOYSA-N 1314-24-5 Chemical compound O=POP=O XDJWZONZDVNKDU-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- 206010067482 No adverse event Diseases 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 239000004826 Synthetic adhesive Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 150000007514 bases Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052756 noble gas Inorganic materials 0.000 description 1
- 150000002835 noble gases Chemical class 0.000 description 1
- 238000011017 operating method Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- VSAISIQCTGDGPU-UHFFFAOYSA-N phosphorus trioxide Inorganic materials O1P(O2)OP3OP1OP2O3 VSAISIQCTGDGPU-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 239000012495 reaction gas Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
- C07C45/37—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups
- C07C45/38—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups being a primary hydroxyl group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE7623571U DE7623571U1 (de) | 1975-09-02 | 1976-07-27 | Gleisstueck fuer modelleisenbahnen |
| IT7650641A IT1073968B (it) | 1975-09-02 | 1976-07-28 | Struttura di binario per strada ferrata giocattolo e dispositivo di giunzione tra tronchi di binario |
| ES1976222939U ES222939Y (es) | 1975-08-28 | 1976-07-28 | Via ferrea de jugueteria. |
| FR7623182A FR2319395A1 (fr) | 1975-08-28 | 1976-07-29 | Rail pour modeles reduits de chemins |
| AT561576A AT357446B (de) | 1975-08-28 | 1976-07-29 | Schienenstoss-vebindungslasche aus federndem blech fuer spielzeug- oder modellbahngleisan- lagen mit gleisabschnitten |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2442231A DE2442231C2 (de) | 1974-09-04 | 1974-09-04 | Verfahren zur Herstellung von Formaldehyd |
| DE2442231 | 1974-09-04 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5154507A JPS5154507A (en) | 1976-05-13 |
| JPS5833846B2 true JPS5833846B2 (ja) | 1983-07-22 |
Family
ID=5924799
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP50105680A Expired JPS5833846B2 (ja) | 1974-09-04 | 1975-09-02 | ホルムアルデヒドの製法 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4072717A (enExample) |
| JP (1) | JPS5833846B2 (enExample) |
| BE (1) | BE833029A (enExample) |
| CA (1) | CA1058220A (enExample) |
| DE (1) | DE2442231C2 (enExample) |
| FR (1) | FR2283882A1 (enExample) |
| GB (1) | GB1510856A (enExample) |
| IT (1) | IT1041827B (enExample) |
| ZA (1) | ZA755572B (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4315799A1 (de) * | 1993-05-12 | 1994-11-17 | Basf Ag | Verfahren zur Herstellung von Formyldehyd durch oxidative Dehydrierung von Methanol in Gegenwart von Distickstoffoxid |
| US6147263A (en) * | 1998-04-30 | 2000-11-14 | Lehigh University | Formaldehyde production |
| FR2900925B1 (fr) * | 2006-05-09 | 2008-10-17 | Arkema France | Procede de fabrication de produits d'oxydation partielle d'alcools inferieurs par oxydation directe d'un alcool inferieur |
| WO2014097873A1 (ja) | 2012-12-18 | 2014-06-26 | 花王株式会社 | アルデヒドの製造方法 |
| GB201502894D0 (en) | 2015-02-20 | 2015-04-08 | Johnson Matthey Plc | Process |
| GB201502893D0 (en) * | 2015-02-20 | 2015-04-08 | Johnson Matthey Plc | Process |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2436287A (en) * | 1943-04-15 | 1948-02-17 | Du Pont | Conversion of methanol to formaldehyde |
| US2462413A (en) * | 1946-06-06 | 1949-02-22 | Allied Chem & Dye Corp | Production of formaldehyde |
| FR2038646A5 (enExample) * | 1969-03-20 | 1971-01-08 | Charbonnages Chimiques | |
| IT988916B (it) * | 1972-06-26 | 1975-04-30 | Basf Ag | Processo per la preparazione di formaldeide |
-
1974
- 1974-09-04 DE DE2442231A patent/DE2442231C2/de not_active Expired
-
1975
- 1975-08-12 IT IT26318/75A patent/IT1041827B/it active
- 1975-08-15 CA CA233,565A patent/CA1058220A/en not_active Expired
- 1975-08-22 US US05/606,773 patent/US4072717A/en not_active Expired - Lifetime
- 1975-09-02 JP JP50105680A patent/JPS5833846B2/ja not_active Expired
- 1975-09-02 ZA ZA00755572A patent/ZA755572B/xx unknown
- 1975-09-03 FR FR7527005A patent/FR2283882A1/fr active Granted
- 1975-09-03 BE BE159710A patent/BE833029A/xx not_active IP Right Cessation
- 1975-09-03 GB GB36221/75A patent/GB1510856A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2283882B1 (enExample) | 1980-11-07 |
| GB1510856A (en) | 1978-05-17 |
| BE833029A (fr) | 1976-03-03 |
| DE2442231A1 (de) | 1976-03-18 |
| CA1058220A (en) | 1979-07-10 |
| JPS5154507A (en) | 1976-05-13 |
| FR2283882A1 (fr) | 1976-04-02 |
| ZA755572B (en) | 1976-08-25 |
| DE2442231C2 (de) | 1982-04-01 |
| IT1041827B (it) | 1980-01-10 |
| US4072717A (en) | 1978-02-07 |
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