DE1239290C2 - Verfahren zur herstellung von bestaendigen konzentrierten waessrigen loesungen von formaldehyd, harnstoff und formaldehyd-harnstoff-kondensationsprodukten - Google Patents
Verfahren zur herstellung von bestaendigen konzentrierten waessrigen loesungen von formaldehyd, harnstoff und formaldehyd-harnstoff-kondensationsproduktenInfo
- Publication number
- DE1239290C2 DE1239290C2 DE1958M0039422 DEM0039422A DE1239290C2 DE 1239290 C2 DE1239290 C2 DE 1239290C2 DE 1958M0039422 DE1958M0039422 DE 1958M0039422 DE M0039422 A DEM0039422 A DE M0039422A DE 1239290 C2 DE1239290 C2 DE 1239290C2
- Authority
- DE
- Germany
- Prior art keywords
- formaldehyde
- urea
- solution
- hour
- stage
- 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
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 title claims description 54
- 239000004202 carbamide Substances 0.000 title claims description 54
- 238000000034 method Methods 0.000 title claims description 20
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 title claims description 11
- 239000007859 condensation product Substances 0.000 title claims description 10
- 239000007864 aqueous solution Substances 0.000 title claims description 9
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 title claims description 6
- 238000002360 preparation method Methods 0.000 title claims description 5
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 208
- 239000000243 solution Substances 0.000 claims description 80
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 49
- 239000007789 gas Substances 0.000 claims description 35
- 238000010521 absorption reaction Methods 0.000 claims description 34
- 239000008098 formaldehyde solution Substances 0.000 claims description 10
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 claims description 8
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 6
- 239000006227 byproduct Substances 0.000 claims description 5
- 239000004312 hexamethylene tetramine Substances 0.000 claims description 4
- 235000010299 hexamethylene tetramine Nutrition 0.000 claims description 4
- 229910021529 ammonia Inorganic materials 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- 241000196324 Embryophyta Species 0.000 description 10
- 229920001807 Urea-formaldehyde Polymers 0.000 description 9
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 6
- 230000003647 oxidation Effects 0.000 description 6
- 238000007254 oxidation reaction Methods 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000007795 chemical reaction product Substances 0.000 description 5
- 230000007423 decrease Effects 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- 238000010586 diagram Methods 0.000 description 4
- 239000011261 inert gas Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 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 3
- 239000003513 alkali Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 235000019253 formic acid Nutrition 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 241000201308 Boschniakia Species 0.000 description 1
- 229910000975 Carbon steel Inorganic materials 0.000 description 1
- 101001034845 Mus musculus Interferon-induced transmembrane protein 3 Proteins 0.000 description 1
- VGGLHLAESQEWCR-UHFFFAOYSA-N N-(hydroxymethyl)urea Chemical compound NC(=O)NCO VGGLHLAESQEWCR-UHFFFAOYSA-N 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000001427 coherent effect Effects 0.000 description 1
- 230000008602 contraction Effects 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000007792 gaseous phase Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 210000001550 testis Anatomy 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 230000002485 urinary effect Effects 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
- C08G12/04—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
- C08G12/10—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with acyclic compounds having the moiety X=C(—N<)2 in which X is O, S or —N
- C08G12/12—Ureas; Thioureas
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C273/02—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of urea, its salts, complexes or addition compounds
- C07C273/025—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of urea, its salts, complexes or addition compounds of solutions of urea and formaldehyde
-
- 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
- C07C45/783—Separation; Purification; Stabilisation; Use of additives by gas-liquid treatment, e.g. by gas-liquid absorption
-
- 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
- C07C45/86—Use of additives, e.g. for stabilisation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Treating Waste Gases (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT1549957 | 1957-10-30 |
Publications (2)
Publication Number | Publication Date |
---|---|
DE1239290B DE1239290B (de) | 1967-04-27 |
DE1239290C2 true DE1239290C2 (de) | 1976-07-01 |
Family
ID=11148056
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE1958M0039422 Expired DE1239290C2 (de) | 1957-10-30 | 1958-10-28 | Verfahren zur herstellung von bestaendigen konzentrierten waessrigen loesungen von formaldehyd, harnstoff und formaldehyd-harnstoff-kondensationsprodukten |
Country Status (6)
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH441261A (de) * | 1962-06-08 | 1967-08-15 | Stamicarbon | Verfahren zum Absorbieren von Formaldehyd aus formaldehydhaltigem Gas |
US3243939A (en) * | 1962-07-17 | 1966-04-05 | Stamicarbon | Process for absorbing formaldehyde from gases containing the same |
NL298226A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1963-09-23 | |||
US3862221A (en) * | 1967-08-02 | 1975-01-21 | Oreal | N,N{40 -di(hydroxymethylcarbamyl)cystamine |
IT951962B (it) * | 1971-12-27 | 1973-07-10 | Sir Soc Italiana Resine Spa | Procedimento per la preparazione di resine da urea e formaldeide |
IT951964B (it) * | 1971-12-27 | 1973-07-10 | Sir Soc Italiana Resine Spa | Procedimento perfezionato per la preparazione di resine da urea e formaldeide |
US4065421A (en) * | 1976-03-17 | 1977-12-27 | Reichhold Chemicals, Inc. | Continuous process for the production of aqueous urea-formaldehyde solutions |
RU2104258C1 (ru) * | 1992-08-07 | 1998-02-10 | Хидро Агри Слейскил Б.В. | Способ производства гранул мочевины |
JP3667418B2 (ja) * | 1996-02-01 | 2005-07-06 | 東洋エンジニアリング株式会社 | 粒状尿素の製造方法 |
GB2394956B (en) * | 2002-10-18 | 2004-10-27 | Basic Solutions Ltd | A urea based granule blend for ice-melting and reducing granule caking |
NL1023303C2 (nl) * | 2003-04-29 | 2004-11-01 | Dsm Nv | Werkwijze voor de bereiding van een ureum- en formaldehydebevattende waterige oplossing. |
NL1027314C2 (nl) * | 2004-10-22 | 2006-04-25 | Dsm Ip Assets Bv | Werkwijze voor de produktie van een melamine en aldehyde bevattende waterige stroom. |
AT516530B1 (de) | 2014-11-20 | 2018-02-15 | Johnson Matthey Plc | Verfahren und Vorrichtung zur Herstellung einer wässrigen Lösung von Formaldehyd |
CN113999358B (zh) * | 2021-11-23 | 2024-02-06 | 绵阳市建诚化工有限公司 | 一种甲醛生产刨花板用脲醛预缩液的制备方法 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1507624A (en) * | 1923-02-05 | 1924-09-09 | Pollak | Process for manufacturing condensation products |
US1987601A (en) * | 1932-05-26 | 1935-01-15 | Du Pont | Purification of alcohols |
US2321544A (en) * | 1940-05-22 | 1943-06-08 | Du Pont | Preparation of methylol urea |
DE835300C (de) * | 1942-01-24 | 1952-03-31 | Glanzstoff Ag | Verfahren zur Herstellung stabiler, auch nach kurzem Aufkochen noch bestaendiger, mineralsaurer Loesungen aus Formaldehyd und Harnstoff |
GB641703A (en) * | 1947-03-06 | 1950-08-16 | Du Pont | Manufacture of unpolymerized urea-formaldehyde reaction products |
US2467212A (en) * | 1947-03-06 | 1949-04-12 | Du Pont | Liquid urea-formaldehyde compositions |
US2946403A (en) * | 1958-08-13 | 1960-07-26 | Borden Co | Concentrated formaldehyde solution |
-
1958
- 1958-10-27 GB GB34274/58A patent/GB906120A/en not_active Expired
- 1958-10-27 CH CH6544958A patent/CH398530A/de unknown
- 1958-10-27 US US769920A patent/US3067177A/en not_active Expired - Lifetime
- 1958-10-28 DE DE1958M0039422 patent/DE1239290C2/de not_active Expired
- 1958-10-29 ES ES0245221A patent/ES245221A1/es not_active Expired
-
1967
- 1967-02-27 NL NL6703094A patent/NL6703094A/xx unknown
Also Published As
Publication number | Publication date |
---|---|
US3067177A (en) | 1962-12-04 |
ES245221A1 (es) | 1959-05-01 |
CH398530A (de) | 1966-03-15 |
NL6703094A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1967-05-25 |
GB906120A (en) | 1962-09-19 |
DE1239290B (de) | 1967-04-27 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
C2 | Grant after previous publication (2nd publication) |