DE1543340B2 - - Google Patents
Info
- Publication number
- DE1543340B2 DE1543340B2 DE19661543340 DE1543340A DE1543340B2 DE 1543340 B2 DE1543340 B2 DE 1543340B2 DE 19661543340 DE19661543340 DE 19661543340 DE 1543340 A DE1543340 A DE 1543340A DE 1543340 B2 DE1543340 B2 DE 1543340B2
- Authority
- DE
- Germany
- Prior art keywords
- trioxane
- reactor
- formaldehyde
- synthesis
- mixture
- 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.)
- Withdrawn
Links
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 95
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical group C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 claims description 47
- 239000000203 mixture Substances 0.000 claims description 28
- 230000015572 biosynthetic process Effects 0.000 claims description 27
- 238000003786 synthesis reaction Methods 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 21
- 239000002253 acid Substances 0.000 claims description 18
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 9
- 239000011707 mineral Substances 0.000 claims description 9
- 230000002378 acidificating effect Effects 0.000 claims description 8
- 238000004821 distillation Methods 0.000 claims description 8
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 6
- MGJURKDLIJVDEO-UHFFFAOYSA-N formaldehyde;hydrate Chemical group O.O=C MGJURKDLIJVDEO-UHFFFAOYSA-N 0.000 claims description 4
- 239000011541 reaction mixture Substances 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 238000007086 side reaction Methods 0.000 claims description 2
- 239000002689 soil Substances 0.000 claims description 2
- 239000003995 emulsifying agent Substances 0.000 claims 1
- 238000000605 extraction Methods 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
- 239000008098 formaldehyde solution Substances 0.000 description 14
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 8
- 239000000243 solution Substances 0.000 description 6
- 238000009835 boiling Methods 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000004793 Polystyrene Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- 229930040373 Paraformaldehyde Natural products 0.000 description 3
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- NKDDWNXOKDWJAK-UHFFFAOYSA-N dimethoxymethane Chemical compound COCOC NKDDWNXOKDWJAK-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 3
- 229920002866 paraformaldehyde Polymers 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- QEKSNXZHRYLYHE-UHFFFAOYSA-N formaldehyde;trioxane;hydrate Chemical compound O.O=C.C1COOOC1 QEKSNXZHRYLYHE-UHFFFAOYSA-N 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- 238000005194 fractionation Methods 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 2
- 229920000172 poly(styrenesulfonic acid) Polymers 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- FQERLIOIVXPZKH-UHFFFAOYSA-N 1,2,4-trioxane Chemical compound C1COOCO1 FQERLIOIVXPZKH-UHFFFAOYSA-N 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 229940005642 polystyrene sulfonic acid Drugs 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 238000005829 trimerization reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D323/00—Heterocyclic compounds containing more than two oxygen atoms as the only ring hetero atoms
- C07D323/04—Six-membered rings
- C07D323/06—Trioxane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB0086431 | 1966-03-30 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1543340A1 DE1543340A1 (de) | 1969-09-25 |
| DE1543340B2 true DE1543340B2 (enrdf_load_stackoverflow) | 1975-05-07 |
Family
ID=6983364
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19661543340 Withdrawn DE1543340A1 (de) | 1966-03-30 | 1966-03-30 | Verfahren zur Herstellung von Trioxan |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE696325A (enrdf_load_stackoverflow) |
| DE (1) | DE1543340A1 (enrdf_load_stackoverflow) |
| FR (1) | FR1515733A (enrdf_load_stackoverflow) |
| GB (1) | GB1172557A (enrdf_load_stackoverflow) |
| NL (1) | NL6704489A (enrdf_load_stackoverflow) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3228316A1 (de) * | 1982-07-29 | 1984-02-09 | Herbert 6272 Niedernhausen Küppenbender | Verfahren und vorrichtung zur herstellung von trioxan |
| DE3328126A1 (de) * | 1983-08-04 | 1985-02-21 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von trioxan aus waessrigen, handelsueblichen formaldehydloesungen |
| DE3621722A1 (de) * | 1986-06-28 | 1988-01-14 | Herbert Kueppenbender | Verfahren zur isolierung von trioxan aus waessrigen trioxanloesungen durch destillative trennung |
| DE10361516A1 (de) | 2003-12-23 | 2005-07-28 | Basf Ag | Verfahren zur Abtrennung von Trioxan aus einem Trioxan/Formaldehyd/Wasser-Gemisch mittels Druckwechsel-Rektifikation |
| DE102004058707A1 (de) * | 2004-12-06 | 2006-06-08 | Basf Ag | Verfahren zur Herstellung von Trioxan aus einer hochkonzentrierten wässrigen Formaldehydlösung |
| CN104693166B (zh) * | 2015-03-05 | 2016-10-19 | 中国海洋石油总公司 | 一种三聚甲醛的制备方法 |
| CN114105937B (zh) * | 2022-01-29 | 2022-04-26 | 中化学科学技术研究有限公司 | 一种三聚甲醛的反应方法及其生产方法 |
-
1966
- 1966-03-30 DE DE19661543340 patent/DE1543340A1/de not_active Withdrawn
-
1967
- 1967-03-29 GB GB1426667A patent/GB1172557A/en not_active Expired
- 1967-03-29 NL NL6704489A patent/NL6704489A/xx unknown
- 1967-03-29 FR FR100637A patent/FR1515733A/fr not_active Expired
- 1967-03-30 BE BE696325D patent/BE696325A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NL6704489A (enrdf_load_stackoverflow) | 1967-10-02 |
| DE1543340A1 (de) | 1969-09-25 |
| GB1172557A (en) | 1969-12-03 |
| FR1515733A (fr) | 1968-03-01 |
| BE696325A (enrdf_load_stackoverflow) | 1967-10-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| BHN | Withdrawal |