DE2262197C2 - Verfahren zur kontinuierlichen Herstellung von Harnstoff-Formaldehyd-Harzen - Google Patents
Verfahren zur kontinuierlichen Herstellung von Harnstoff-Formaldehyd-HarzenInfo
- Publication number
- DE2262197C2 DE2262197C2 DE2262197A DE2262197A DE2262197C2 DE 2262197 C2 DE2262197 C2 DE 2262197C2 DE 2262197 A DE2262197 A DE 2262197A DE 2262197 A DE2262197 A DE 2262197A DE 2262197 C2 DE2262197 C2 DE 2262197C2
- Authority
- DE
- Germany
- Prior art keywords
- urea
- formaldehyde
- total
- stage
- 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.)
- Expired
Links
- 229920001807 Urea-formaldehyde Polymers 0.000 title claims description 29
- 238000000034 method Methods 0.000 title claims description 23
- 238000010924 continuous production Methods 0.000 title claims description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 202
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 167
- 239000004202 carbamide Substances 0.000 claims description 86
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 51
- 239000000047 product Substances 0.000 claims description 46
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 42
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 34
- 239000007795 chemical reaction product Substances 0.000 claims description 18
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 17
- 235000019253 formic acid Nutrition 0.000 claims description 17
- 235000011121 sodium hydroxide Nutrition 0.000 claims description 17
- 238000006243 chemical reaction Methods 0.000 claims description 14
- 230000009969 flowable effect Effects 0.000 claims description 12
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 8
- 239000012736 aqueous medium Substances 0.000 claims description 7
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 claims description 7
- 239000007864 aqueous solution Substances 0.000 claims description 6
- 150000007529 inorganic bases Chemical class 0.000 claims description 4
- 239000007859 condensation product Substances 0.000 claims description 3
- 229960004279 formaldehyde Drugs 0.000 description 63
- 235000019256 formaldehyde Nutrition 0.000 description 62
- 229920005989 resin Polymers 0.000 description 47
- 239000011347 resin Substances 0.000 description 47
- 239000000243 solution Substances 0.000 description 32
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 21
- 239000000203 mixture Substances 0.000 description 18
- 239000002023 wood Substances 0.000 description 17
- 239000010935 stainless steel Substances 0.000 description 13
- 238000004519 manufacturing process Methods 0.000 description 12
- 239000011120 plywood Substances 0.000 description 10
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 8
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 8
- GZCGUPFRVQAUEE-SLPGGIOYSA-N aldehydo-D-glucose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-SLPGGIOYSA-N 0.000 description 6
- 239000011093 chipboard Substances 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 4
- 235000019270 ammonium chloride Nutrition 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- 239000002609 medium Substances 0.000 description 4
- 230000008961 swelling Effects 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000005520 cutting process Methods 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 230000035515 penetration Effects 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- VGGLHLAESQEWCR-UHFFFAOYSA-N N-(hydroxymethyl)urea Chemical compound NC(=O)NCO VGGLHLAESQEWCR-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 230000001143 conditioned effect Effects 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000004848 polyfunctional curative Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000012262 resinous product Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 238000004448 titration Methods 0.000 description 2
- 239000010875 treated wood Substances 0.000 description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- BARHKSVCJJLGJR-UHFFFAOYSA-N 7,9-dihydro-3h-purine-2,6,8-trione;formaldehyde Chemical compound O=C.N1C(=O)NC(=O)C2=C1NC(=O)N2 BARHKSVCJJLGJR-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 229920002522 Wood fibre Polymers 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- QUBQYFYWUJJAAK-UHFFFAOYSA-N oxymethurea Chemical class OCNC(=O)NCO QUBQYFYWUJJAAK-UHFFFAOYSA-N 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical class [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- DHCDFWKWKRSZHF-UHFFFAOYSA-L thiosulfate(2-) Chemical compound [O-]S([S-])(=O)=O DHCDFWKWKRSZHF-UHFFFAOYSA-L 0.000 description 1
- 150000003585 thioureas Chemical class 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- 239000002025 wood fiber Substances 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
- 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
- C08G12/40—Chemically modified polycondensates
- C08G12/42—Chemically modified polycondensates by etherifying
- C08G12/421—Chemically modified polycondensates by etherifying of polycondensates based on acyclic or carbocyclic compounds
- C08G12/422—Chemically modified polycondensates by etherifying of polycondensates based on acyclic or carbocyclic compounds based on urea or thiourea
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Dry Formation Of Fiberboard And The Like (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT32958/71A IT951964B (it) | 1971-12-27 | 1971-12-27 | Procedimento perfezionato per la preparazione di resine da urea e formaldeide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2262197A1 DE2262197A1 (de) | 1973-07-19 |
| DE2262197C2 true DE2262197C2 (de) | 1981-12-10 |
Family
ID=11236212
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2262197A Expired DE2262197C2 (de) | 1971-12-27 | 1972-12-19 | Verfahren zur kontinuierlichen Herstellung von Harnstoff-Formaldehyd-Harzen |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US3830783A (enExample) |
| JP (1) | JPS5019158B2 (enExample) |
| CA (1) | CA975493A (enExample) |
| CH (1) | CH587294A5 (enExample) |
| DE (1) | DE2262197C2 (enExample) |
| ES (1) | ES410027A1 (enExample) |
| FR (1) | FR2166232B1 (enExample) |
| GB (1) | GB1376385A (enExample) |
| IT (1) | IT951964B (enExample) |
| NL (1) | NL172665C (enExample) |
| YU (1) | YU35373B (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1570339A (en) | 1976-06-23 | 1980-06-25 | Ici Ltd | Process for producing aqueous-formaldehyde resin solutions |
| GB1603431A (en) * | 1977-05-24 | 1981-11-25 | British Industrial Plastics | Resin manufacture |
| DE2825590C2 (de) * | 1978-06-10 | 1983-05-05 | Th. Goldschmidt Ag, 4300 Essen | Verfahren zur Herstellung von wärmehärtbaren Harnstoff-Formaldehyd-Harzen und deren Verwendung |
| JPS55160011A (en) * | 1979-05-31 | 1980-12-12 | Hitachi Chem Co Ltd | Apparatus for producing amino resin |
| DE3046033A1 (de) * | 1980-12-06 | 1982-07-15 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von leimharzen |
| US4455416A (en) * | 1983-07-14 | 1984-06-19 | Sun Chemical Corporation | Cyclic urea/glyoxal/polyol condensates and their use in treating textile fabrics and paper |
| US4536245A (en) * | 1983-10-11 | 1985-08-20 | Borden, Inc. | Low formaldehyde emission urea-formaldehyde resins containing a melamine additive |
| GB2192005B (en) * | 1986-06-27 | 1989-12-13 | Ciba Geigy Ag | Process for the preparation of urea-formaldehyde resins |
| GB8715305D0 (en) * | 1987-06-30 | 1987-08-05 | Ciba Geigy Ag | Process |
| DE3741438A1 (de) * | 1987-12-08 | 1989-06-22 | Wolf Dietrich Dipl Schoellhorn | Harnstoff-formaldehyd-harz, seine herstellung und seine verwendung |
| US4960856A (en) * | 1988-11-28 | 1990-10-02 | Georgia-Pacific Corporation | Urea-formaldehyde compositions and method of manufacture |
| US5110898A (en) * | 1988-11-28 | 1992-05-05 | Georgia-Pacific Corporation | Method for manufacturing amino-aldehyde compositions |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2669551A (en) * | 1953-01-09 | 1954-02-16 | Westinghouse Electric Corp | Urea-formaldehyde resin and method of making same |
| US3067177A (en) * | 1957-10-30 | 1962-12-04 | Montedison Spa | Process for producing concentrated urea-formaldehyde solutions by absorbing gaseous formaldehyde in aqueous urea solutions |
| US2999847A (en) * | 1959-02-16 | 1961-09-12 | American Cyanamid Co | Urea and thiourea resinous composition |
| US3198761A (en) * | 1961-04-27 | 1965-08-03 | Hercules Powder Co Ltd | Urea-formaldehyde compositions and their manufacture |
-
1971
- 1971-12-27 IT IT32958/71A patent/IT951964B/it active
-
1972
- 1972-12-14 GB GB5779672A patent/GB1376385A/en not_active Expired
- 1972-12-19 DE DE2262197A patent/DE2262197C2/de not_active Expired
- 1972-12-19 CH CH1851572A patent/CH587294A5/xx not_active IP Right Cessation
- 1972-12-20 CA CA159,571A patent/CA975493A/en not_active Expired
- 1972-12-26 ES ES410027A patent/ES410027A1/es not_active Expired
- 1972-12-26 JP JP734202A patent/JPS5019158B2/ja not_active Expired
- 1972-12-26 FR FR7247147A patent/FR2166232B1/fr not_active Expired
- 1972-12-27 US US00318792A patent/US3830783A/en not_active Expired - Lifetime
- 1972-12-27 YU YU3249/72A patent/YU35373B/xx unknown
- 1972-12-27 NL NLAANVRAGE7217682,A patent/NL172665C/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| NL7217682A (enExample) | 1973-06-29 |
| JPS4876990A (enExample) | 1973-10-16 |
| DE2262197A1 (de) | 1973-07-19 |
| GB1376385A (en) | 1974-12-04 |
| CH587294A5 (enExample) | 1977-04-29 |
| CA975493A (en) | 1975-09-30 |
| YU35373B (en) | 1980-12-31 |
| NL172665C (nl) | 1983-10-03 |
| IT951964B (it) | 1973-07-10 |
| ES410027A1 (es) | 1975-12-01 |
| NL172665B (nl) | 1983-05-02 |
| FR2166232B1 (enExample) | 1975-06-20 |
| FR2166232A1 (enExample) | 1973-08-10 |
| YU324972A (en) | 1980-06-30 |
| JPS5019158B2 (enExample) | 1975-07-04 |
| US3830783A (en) | 1974-08-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| D2 | Grant after examination |