DE1932523A1 - Verfahren zur Herstellung von Modifikatoren fuer Carbamidharze - Google Patents
Verfahren zur Herstellung von Modifikatoren fuer CarbamidharzeInfo
- Publication number
- DE1932523A1 DE1932523A1 DE19691932523 DE1932523A DE1932523A1 DE 1932523 A1 DE1932523 A1 DE 1932523A1 DE 19691932523 DE19691932523 DE 19691932523 DE 1932523 A DE1932523 A DE 1932523A DE 1932523 A1 DE1932523 A1 DE 1932523A1
- Authority
- DE
- Germany
- Prior art keywords
- resins
- melamine
- modifiers
- formaldehyde
- amino
- 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
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 title claims description 48
- 229920005989 resin Polymers 0.000 title claims description 31
- 239000011347 resin Substances 0.000 title claims description 31
- 239000003607 modifier Substances 0.000 title claims description 23
- 235000013877 carbamide Nutrition 0.000 title claims description 21
- 239000004202 carbamide Substances 0.000 title claims description 21
- 238000000034 method Methods 0.000 title claims description 14
- 238000002360 preparation method Methods 0.000 title claims description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 51
- 229920000877 Melamine resin Polymers 0.000 claims description 27
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims description 18
- 150000001875 compounds Chemical class 0.000 claims description 11
- 125000003368 amide group Chemical group 0.000 claims description 8
- 229930040373 Paraformaldehyde Natural products 0.000 claims description 7
- 229920002866 paraformaldehyde Polymers 0.000 claims description 7
- 238000005470 impregnation Methods 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- 150000005846 sugar alcohols Polymers 0.000 claims description 6
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 3
- 239000000654 additive Substances 0.000 claims description 3
- 150000001414 amino alcohols Chemical class 0.000 claims description 3
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 claims description 3
- 239000000758 substrate Substances 0.000 claims description 3
- 230000000996 additive effect Effects 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 2
- 239000004744 fabric Substances 0.000 claims description 2
- 239000011356 non-aqueous organic solvent Substances 0.000 claims description 2
- 125000001841 imino group Chemical group [H]N=* 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- 150000001298 alcohols Chemical class 0.000 claims 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 31
- 239000000243 solution Substances 0.000 description 22
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- -1 amino, imino Chemical group 0.000 description 12
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 11
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 8
- 238000003825 pressing Methods 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 235000011037 adipic acid Nutrition 0.000 description 4
- 239000001361 adipic acid Substances 0.000 description 4
- 229920003180 amino resin Polymers 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000005336 cracking Methods 0.000 description 4
- 235000011187 glycerol Nutrition 0.000 description 4
- VZXTWGWHSMCWGA-UHFFFAOYSA-N 1,3,5-triazine-2,4-diamine Chemical compound NC1=NC=NC(N)=N1 VZXTWGWHSMCWGA-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000004640 Melamine resin Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 239000011093 chipboard Substances 0.000 description 2
- 230000006835 compression Effects 0.000 description 2
- 238000007906 compression Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000000123 paper Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000005292 vacuum distillation Methods 0.000 description 2
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 229930194542 Keto Natural products 0.000 description 1
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical group NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229930182556 Polyacetal Natural products 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- NJYZCEFQAIUHSD-UHFFFAOYSA-N acetoguanamine Chemical compound CC1=NC(N)=NC(N)=N1 NJYZCEFQAIUHSD-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000011094 fiberboard Substances 0.000 description 1
- 125000003827 glycol group Chemical group 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 150000002402 hexoses Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 238000003475 lamination Methods 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N methyl monoether Natural products COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 150000002972 pentoses Chemical class 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000008096 xylene 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT189869A AT295142B (de) | 1969-02-25 | 1969-02-25 | Verfahren zur Herstellung von Modifikatoren für Carbamidharze |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1932523A1 true DE1932523A1 (de) | 1970-09-03 |
Family
ID=3523398
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19691932523 Pending DE1932523A1 (de) | 1969-02-25 | 1969-06-26 | Verfahren zur Herstellung von Modifikatoren fuer Carbamidharze |
Country Status (7)
| Country | Link |
|---|---|
| AT (1) | AT295142B (enrdf_load_stackoverflow) |
| CH (1) | CH537431A (enrdf_load_stackoverflow) |
| DE (1) | DE1932523A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2032379A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1284280A (enrdf_load_stackoverflow) |
| PL (1) | PL80608B1 (enrdf_load_stackoverflow) |
| RO (1) | RO56457A (enrdf_load_stackoverflow) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0052211A1 (de) * | 1980-11-19 | 1982-05-26 | BASF Aktiengesellschaft | Mittel zur Modifizierung von Aminoplastharzen und Verfahren zu seiner Herstellung |
| DE3735956A1 (de) * | 1987-10-23 | 1989-05-03 | Kopp Gmbh & Co Kg Heinrich | Optisches richtmittel fuer infrarot-bewegungsmelder, punktleuchten u. dgl. |
| DE19800553C2 (de) * | 1997-01-18 | 2003-07-31 | Leuze Electronic Gmbh & Co | Optoelektronische Vorrichtung |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3959201A (en) | 1972-10-26 | 1976-05-25 | Ppg Industries, Inc. | High solids, water thinnable compositions |
| GB1603431A (en) * | 1977-05-24 | 1981-11-25 | British Industrial Plastics | Resin manufacture |
| DE2824473A1 (de) * | 1978-06-03 | 1979-12-06 | Cassella Ag | Melaminharze und verfahren zu ihrer herstellung |
| DE3044151A1 (de) | 1980-11-24 | 1982-06-24 | Lentia GmbH Chem. u. pharm. Erzeugnisse - Industriebedarf, 8000 München | Modifizierte aminoplaste |
-
1969
- 1969-02-25 AT AT189869A patent/AT295142B/de not_active IP Right Cessation
- 1969-06-26 DE DE19691932523 patent/DE1932523A1/de active Pending
- 1969-07-17 FR FR6924433A patent/FR2032379A1/fr not_active Withdrawn
- 1969-08-28 GB GB4298269A patent/GB1284280A/en not_active Expired
-
1970
- 1970-02-13 CH CH208970A patent/CH537431A/de not_active IP Right Cessation
- 1970-02-20 PL PL13892170A patent/PL80608B1/pl unknown
- 1970-02-24 RO RO6254770A patent/RO56457A/ro unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0052211A1 (de) * | 1980-11-19 | 1982-05-26 | BASF Aktiengesellschaft | Mittel zur Modifizierung von Aminoplastharzen und Verfahren zu seiner Herstellung |
| DE3735956A1 (de) * | 1987-10-23 | 1989-05-03 | Kopp Gmbh & Co Kg Heinrich | Optisches richtmittel fuer infrarot-bewegungsmelder, punktleuchten u. dgl. |
| DE19800553C2 (de) * | 1997-01-18 | 2003-07-31 | Leuze Electronic Gmbh & Co | Optoelektronische Vorrichtung |
Also Published As
| Publication number | Publication date |
|---|---|
| RO56457A (enrdf_load_stackoverflow) | 1974-09-01 |
| CH537431A (de) | 1973-05-31 |
| PL80608B1 (enrdf_load_stackoverflow) | 1975-08-30 |
| FR2032379A1 (enrdf_load_stackoverflow) | 1970-11-27 |
| AT295142B (de) | 1971-12-27 |
| GB1284280A (en) | 1972-08-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHW | Rejection |