DE1928633C3 - Verfahren zur Herstellung von wasserarmen Lösungen von Formaldehyd - Google Patents
Verfahren zur Herstellung von wasserarmen Lösungen von FormaldehydInfo
- Publication number
- DE1928633C3 DE1928633C3 DE19691928633 DE1928633A DE1928633C3 DE 1928633 C3 DE1928633 C3 DE 1928633C3 DE 19691928633 DE19691928633 DE 19691928633 DE 1928633 A DE1928633 A DE 1928633A DE 1928633 C3 DE1928633 C3 DE 1928633C3
- Authority
- DE
- Germany
- Prior art keywords
- formaldehyde
- water
- weight
- solutions
- isobutanol
- 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 85
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims description 29
- 238000000034 method Methods 0.000 title claims description 8
- 238000002360 preparation method Methods 0.000 title claims description 3
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims description 30
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 19
- 239000000203 mixture Substances 0.000 claims description 15
- 239000008098 formaldehyde solution Substances 0.000 claims description 10
- 239000003960 organic solvent Substances 0.000 claims description 6
- 239000000243 solution Substances 0.000 description 24
- 238000004821 distillation Methods 0.000 description 18
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 6
- 238000009835 boiling Methods 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- HPJMGUYYTCSKPC-UHFFFAOYSA-N 2-methylpropan-1-ol hydrate Chemical compound O.CC(C)CO HPJMGUYYTCSKPC-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- MSXVEPNJUHWQHW-UHFFFAOYSA-N 2-methylbutan-2-ol Chemical compound CCC(C)(C)O MSXVEPNJUHWQHW-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 230000001476 alcoholic effect Effects 0.000 description 3
- 239000008346 aqueous phase Substances 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 2
- MXLMTQWGSQIYOW-UHFFFAOYSA-N 3-methyl-2-butanol Chemical compound CC(C)C(C)O MXLMTQWGSQIYOW-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- VZIQXGLTRZLBEX-UHFFFAOYSA-N 2-chloro-1-propanol Chemical compound CC(Cl)CO VZIQXGLTRZLBEX-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- 229940093475 2-ethoxyethanol Drugs 0.000 description 1
- YEYKMVJDLWJFOA-UHFFFAOYSA-N 2-propoxyethanol Chemical compound CCCOCCO YEYKMVJDLWJFOA-UHFFFAOYSA-N 0.000 description 1
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 230000011987 methylation Effects 0.000 description 1
- 238000007069 methylation reaction Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 238000000710 polymer precipitation Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- XTUSEBKMEQERQV-UHFFFAOYSA-N propan-2-ol;hydrate Chemical compound O.CC(C)O XTUSEBKMEQERQV-UHFFFAOYSA-N 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- -1 Äliioxyäthanol Chemical compound 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
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/81—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C45/82—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
- C07C45/84—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation by azeotropic distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19691928633 DE1928633C3 (de) | 1969-06-06 | 1969-06-06 | Verfahren zur Herstellung von wasserarmen Lösungen von Formaldehyd |
FR7019769A FR2052470A5 (enrdf_load_stackoverflow) | 1969-06-06 | 1970-05-29 | |
BE751379D BE751379A (fr) | 1969-06-06 | 1970-06-03 | Procede de preparation de solutions de formaldehyde contenant tres peu d'eau |
CH838470A CH540871A (de) | 1969-06-06 | 1970-06-04 | Verfahren zur Herstellung von wasserarmen Lösungen von Formaldehyd |
NL7008230A NL7008230A (enrdf_load_stackoverflow) | 1969-06-06 | 1970-06-05 | |
AT507670A AT297675B (de) | 1969-06-06 | 1970-06-05 | Verfahren zur Herstellung von wasserarmen Lösungen von Formaldehyd |
GB1301533D GB1301533A (enrdf_load_stackoverflow) | 1969-06-06 | 1970-06-05 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19691928633 DE1928633C3 (de) | 1969-06-06 | 1969-06-06 | Verfahren zur Herstellung von wasserarmen Lösungen von Formaldehyd |
Publications (3)
Publication Number | Publication Date |
---|---|
DE1928633A1 DE1928633A1 (de) | 1970-12-10 |
DE1928633B2 DE1928633B2 (de) | 1977-08-04 |
DE1928633C3 true DE1928633C3 (de) | 1978-03-23 |
Family
ID=5736152
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19691928633 Expired DE1928633C3 (de) | 1969-06-06 | 1969-06-06 | Verfahren zur Herstellung von wasserarmen Lösungen von Formaldehyd |
Country Status (7)
Country | Link |
---|---|
AT (1) | AT297675B (enrdf_load_stackoverflow) |
BE (1) | BE751379A (enrdf_load_stackoverflow) |
CH (1) | CH540871A (enrdf_load_stackoverflow) |
DE (1) | DE1928633C3 (enrdf_load_stackoverflow) |
FR (1) | FR2052470A5 (enrdf_load_stackoverflow) |
GB (1) | GB1301533A (enrdf_load_stackoverflow) |
NL (1) | NL7008230A (enrdf_load_stackoverflow) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS56500447A (enrdf_load_stackoverflow) * | 1979-05-04 | 1981-04-09 | ||
US4962235A (en) * | 1988-04-07 | 1990-10-09 | Asahi Kasei Kogyo Kabushiki Kaisha | Process for producing high purity formaldehyde |
GB9812083D0 (en) | 1998-06-05 | 1998-08-05 | Ici Plc | Removal of water |
CN105272836A (zh) * | 2014-07-24 | 2016-01-27 | 中国石油大学(华东) | 一种制备甲醛醇溶液的方法 |
-
1969
- 1969-06-06 DE DE19691928633 patent/DE1928633C3/de not_active Expired
-
1970
- 1970-05-29 FR FR7019769A patent/FR2052470A5/fr not_active Expired
- 1970-06-03 BE BE751379D patent/BE751379A/xx unknown
- 1970-06-04 CH CH838470A patent/CH540871A/de not_active IP Right Cessation
- 1970-06-05 GB GB1301533D patent/GB1301533A/en not_active Expired
- 1970-06-05 AT AT507670A patent/AT297675B/de active
- 1970-06-05 NL NL7008230A patent/NL7008230A/xx unknown
Also Published As
Publication number | Publication date |
---|---|
DE1928633A1 (de) | 1970-12-10 |
FR2052470A5 (enrdf_load_stackoverflow) | 1971-04-09 |
BE751379A (fr) | 1970-12-03 |
AT297675B (de) | 1972-04-10 |
NL7008230A (enrdf_load_stackoverflow) | 1970-12-08 |
DE1928633B2 (de) | 1977-08-04 |
CH540871A (de) | 1973-08-31 |
GB1301533A (enrdf_load_stackoverflow) | 1972-12-29 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
C3 | Grant after two publication steps (3rd publication) | ||
8330 | Complete disclaimer |