DE2022818B2 - Verfahren zur herstellung von formaldehyd - Google Patents
Verfahren zur herstellung von formaldehydInfo
- Publication number
- DE2022818B2 DE2022818B2 DE19702022818 DE2022818A DE2022818B2 DE 2022818 B2 DE2022818 B2 DE 2022818B2 DE 19702022818 DE19702022818 DE 19702022818 DE 2022818 A DE2022818 A DE 2022818A DE 2022818 B2 DE2022818 B2 DE 2022818B2
- Authority
- DE
- Germany
- Prior art keywords
- methanol
- formaldehyde
- reaction
- exhaust gas
- weight
- 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.)
- Pending
Links
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 title claims description 58
- 238000000034 method Methods 0.000 title claims description 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 90
- 239000007789 gas Substances 0.000 claims description 31
- 239000003054 catalyst Substances 0.000 claims description 18
- 238000006243 chemical reaction Methods 0.000 claims description 17
- 239000007800 oxidant agent Substances 0.000 claims description 12
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 8
- 150000007514 bases Chemical class 0.000 claims description 8
- 229910052709 silver Inorganic materials 0.000 claims description 8
- 239000004332 silver Substances 0.000 claims description 8
- 238000000926 separation method Methods 0.000 claims description 3
- 238000006356 dehydrogenation reaction Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 230000001590 oxidative effect Effects 0.000 claims description 2
- 239000000203 mixture Substances 0.000 description 11
- 239000000243 solution Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000008098 formaldehyde solution Substances 0.000 description 7
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000007795 chemical reaction product Substances 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 239000011261 inert gas Substances 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- ZQMIGQNCOMNODD-UHFFFAOYSA-N diacetyl peroxide Chemical compound CC(=O)OOC(C)=O ZQMIGQNCOMNODD-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000012286 potassium permanganate Substances 0.000 description 2
- 238000005201 scrubbing Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 description 1
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 239000004826 Synthetic adhesive Substances 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000003570 air Substances 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- KRVSOGSZCMJSLX-UHFFFAOYSA-L chromic acid Substances O[Cr](O)(=O)=O KRVSOGSZCMJSLX-UHFFFAOYSA-L 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- VFNGKCDDZUSWLR-UHFFFAOYSA-N disulfuric acid Chemical compound OS(=O)(=O)OS(O)(=O)=O VFNGKCDDZUSWLR-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- AWJWCTOOIBYHON-UHFFFAOYSA-N furo[3,4-b]pyrazine-5,7-dione Chemical compound C1=CN=C2C(=O)OC(=O)C2=N1 AWJWCTOOIBYHON-UHFFFAOYSA-N 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- 150000004707 phenolate Chemical class 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- PFUVRDFDKPNGAV-UHFFFAOYSA-N sodium peroxide Chemical compound [Na+].[Na+].[O-][O-] PFUVRDFDKPNGAV-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 238000005406 washing Methods 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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702022818 DE2022818B2 (de) | 1970-05-11 | 1970-05-11 | Verfahren zur herstellung von formaldehyd |
| FR7116564A FR2091341A5 (enExample) | 1970-05-11 | 1971-05-07 | |
| GB1396071A GB1339926A (en) | 1970-05-11 | 1971-05-10 | Production of formaldehyde |
| CA112632A CA937582A (en) | 1970-05-11 | 1971-05-10 | Production of formaldehyde |
| BE767014A BE767014A (fr) | 1970-05-11 | 1971-05-11 | Procede pour la preparation de formaldehyde |
| ES391029A ES391029A1 (es) | 1970-05-11 | 1971-05-11 | Procedimiento para la obtencion de folmaldehido. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702022818 DE2022818B2 (de) | 1970-05-11 | 1970-05-11 | Verfahren zur herstellung von formaldehyd |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2022818A1 DE2022818A1 (de) | 1971-11-25 |
| DE2022818B2 true DE2022818B2 (de) | 1976-06-16 |
Family
ID=5770727
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19702022818 Pending DE2022818B2 (de) | 1970-05-11 | 1970-05-11 | Verfahren zur herstellung von formaldehyd |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE767014A (enExample) |
| CA (1) | CA937582A (enExample) |
| DE (1) | DE2022818B2 (enExample) |
| ES (1) | ES391029A1 (enExample) |
| FR (1) | FR2091341A5 (enExample) |
| GB (1) | GB1339926A (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2444586C3 (de) * | 1974-09-18 | 1986-07-10 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von konzentrierten, wäßrigen Lösungen von Formaldehyd |
| JPH0662478B2 (ja) * | 1984-04-12 | 1994-08-17 | 三菱瓦斯化学株式会社 | ホルムアルデヒド水溶液の製造法 |
| GB201502893D0 (en) * | 2015-02-20 | 2015-04-08 | Johnson Matthey Plc | Process |
| GB201502894D0 (en) * | 2015-02-20 | 2015-04-08 | Johnson Matthey Plc | Process |
| CN105294414A (zh) * | 2015-11-19 | 2016-02-03 | 安徽中源化工有限公司 | 甲醛生产系统 |
| GB201522396D0 (en) * | 2015-12-18 | 2016-02-03 | Johnson Matthey Plc | Process |
| CN118577091B (zh) * | 2024-08-02 | 2024-10-22 | 潍坊旭东化工有限公司 | 一种甲醛生产尾气冷凝液回收装置 |
-
1970
- 1970-05-11 DE DE19702022818 patent/DE2022818B2/de active Pending
-
1971
- 1971-05-07 FR FR7116564A patent/FR2091341A5/fr not_active Expired
- 1971-05-10 GB GB1396071A patent/GB1339926A/en not_active Expired
- 1971-05-10 CA CA112632A patent/CA937582A/en not_active Expired
- 1971-05-11 BE BE767014A patent/BE767014A/xx unknown
- 1971-05-11 ES ES391029A patent/ES391029A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE767014A (fr) | 1971-10-01 |
| ES391029A1 (es) | 1973-07-01 |
| GB1339926A (en) | 1973-12-05 |
| CA937582A (en) | 1973-11-27 |
| FR2091341A5 (enExample) | 1972-01-14 |
| DE2022818A1 (de) | 1971-11-25 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2151417C3 (de) | Verfahren zur Herstellung von Katalysatoren | |
| DE2526381C3 (de) | Verfahren zur Herstellung von Glykolsäure oder deren Gemische mit Diglykolsäure | |
| DE2441109A1 (de) | Verfahren zur katalytischen oxydation von tert.-butylalkohol in der dampfphase | |
| EP0624565B1 (de) | Verfahren zur Herstellung von Formaldehyd durch oxidative Dehydrierung von Methanol in Gegenwart von Distickstoffoxid | |
| DE2022818B2 (de) | Verfahren zur herstellung von formaldehyd | |
| DE2437221C3 (de) | Verfahren zur Herstellung von 1,4-Naphthochinon | |
| DE3135004C2 (enExample) | ||
| DE2442231C2 (de) | Verfahren zur Herstellung von Formaldehyd | |
| DE2220665A1 (de) | Verfahren zur herstellung von formaldehyd | |
| EP0405348B1 (de) | Verfahren zur Herstellung von Formaldehyd | |
| DE2738269C3 (de) | Verfahren zur Herstellung von Aceton aus Isobutyraldehyd | |
| DE69319343T2 (de) | Verfahren zur herstellung von adipinsäure | |
| DE2231248C3 (de) | Verfahren zur Herstellung von Formaldehyd | |
| DE1618575B2 (enExample) | ||
| DE3123037C2 (enExample) | ||
| DE2916589A1 (de) | Verfahren zur herstellung von terephthalsaeure | |
| DE3229323A1 (de) | Verfahren zur herstellung aliphatischer isocyanate durch oxidative dehydrierung von formamiden | |
| DE2201241C2 (de) | Verfahren zur Stabilisierung von Formaldehydlösungen | |
| DE2116947C3 (de) | Verfahren zur Herstellung von Formaldehyd | |
| DE1904236C3 (de) | Verfahren zur Herstellung von Allyli dendiacetat | |
| DE1909964B2 (de) | Verfahren zur herstellung von 2-methylen-1,3-diacetoxy-propan | |
| DE1768854A1 (de) | Verfahren zur Herstellung von organischen Hydroperoxyden | |
| DE3602180A1 (de) | Verfahren zur herstellung von brenzkatechin und hydrochinon | |
| DE2205196C3 (de) | Verfahren zur Herstellung von Formaldehyd | |
| DE2513678C3 (de) | Verfahren zur Herstellung von praktisch ameisensäurefreier Essigsäure |