DEA0011799MA - - Google Patents
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- Publication number
- DEA0011799MA DEA0011799MA DEA0011799MA DE A0011799M A DEA0011799M A DE A0011799MA DE A0011799M A DEA0011799M A DE A0011799MA
- Authority
- DE
- Germany
- Prior art keywords
- aminoplasts
- harden
- production
- self
- heat
- 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.)
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- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 23
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 15
- 235000013877 carbamide Nutrition 0.000 claims description 12
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 10
- 239000004202 carbamide Substances 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 150000002894 organic compounds Chemical class 0.000 claims description 4
- 235000020357 syrup Nutrition 0.000 claims description 2
- 239000006188 syrup Substances 0.000 claims description 2
- 229910045601 alloy Inorganic materials 0.000 claims 1
- 239000000956 alloy Substances 0.000 claims 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 1
- 238000001035 drying Methods 0.000 claims 1
- 239000004615 ingredient Substances 0.000 claims 1
- KREXGRSOTUKPLX-UHFFFAOYSA-N octadecanoic acid;zinc Chemical compound [Zn].CCCCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCCCC(O)=O KREXGRSOTUKPLX-UHFFFAOYSA-N 0.000 claims 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 239000007859 condensation product Substances 0.000 description 4
- -1 amide compounds Chemical class 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005611 electricity Effects 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 229960002327 Chloral Hydrate Drugs 0.000 description 2
- RNFNDJAIBTYOQL-UHFFFAOYSA-N Chloral hydrate Chemical compound OC(O)C(Cl)(Cl)Cl RNFNDJAIBTYOQL-UHFFFAOYSA-N 0.000 description 2
- RENMDAKOXSCIGH-UHFFFAOYSA-N Chloroacetonitrile Chemical compound ClCC#N RENMDAKOXSCIGH-UHFFFAOYSA-N 0.000 description 2
- UIXTUDLFNOIGRA-UHFFFAOYSA-N N-carbamoyl-2-chloroacetamide Chemical compound NC(=O)NC(=O)CCl UIXTUDLFNOIGRA-UHFFFAOYSA-N 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- VXIVSQZSERGHQP-UHFFFAOYSA-N Chloroacetamide Chemical compound NC(=O)CCl VXIVSQZSERGHQP-UHFFFAOYSA-N 0.000 description 1
- BULLHNJGPPOUOX-UHFFFAOYSA-N Chloroacetone Chemical compound CC(=O)CCl BULLHNJGPPOUOX-UHFFFAOYSA-N 0.000 description 1
- 210000003298 Dental Enamel Anatomy 0.000 description 1
- UMGDCJDMYOKAJW-UHFFFAOYSA-N Thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating Effects 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000001264 neutralization Effects 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
Description
A 11 799 IVc/39c Dr.Kahan/O.A 11 799 IVc / 39c Dr Kahan / O.
l»c, 5. A 11799. Erf.: Gaetano F D'Alelio, Mt. Lebanon, Pa. (V. St. A.) Anna: Allgemeine Elektricitäts - Gesell- IQ 11 R idwft, Ber»in<mmewald. I Verfahren ■«·«-l-L«- zur Herstellung von in der Wärme selbsthärtenden Aminoplasten. 8. 8 40 V St Amerika 9. 8. 39. (T. 4; Z. —)l »c, 5. A 11799. Inventor: Gaetano F D'Alelio, Mt. Lebanon, Pa. (V. St. A.) Anna: General Electricity Society IQ 11 R idwft, Ber »in <mmewald. I Procedure ■ «·« -l-L «- for the production of aminoplasts that self-harden when exposed to heat. 8. 8 40 V pc America 8/9/39 (T. 4; line -)
"Verfahren zur Herstellung von in der Wärme selbathärtenden"Process for the production of self-hardening ones with heat
Di· Erfindung betrifft ein Verfahren zur Herstellung selbsthärtender Aminoplaste, dh. wärmeumwandelbarer, harzartiger Kondensationeprodukte aus Amino- oder Amidverbindungen, die ohne besonderen Härtungsbeschleuniger unter Wärme und gegebenenfalls Druck in den unlöslichen,unschmelzbaren Zustand übergehen·The invention relates to a process for the production of self-curing aminoplasts, ie. heat convertible, resinous Condensation products from amino or amide compounds which, without special hardening accelerators, under heat and possibly pressure, in the insoluble, infusible state pass over
Bei der Herstellung von Aminoplasten war es bisher üblich, dem Kondensationsprodukt oder der Preßmasse zur Umwandlung in den unlöslichen, unschmelzbaren Zustand Härtungskatalysatoren zuzugeben. Diese Technik und auch die so erhaltenen Produkte waren aber nicht vollkommen zufriedenstellend·In the production of aminoplasts, it has hitherto been customary to add curing catalysts to the condensation product or the molding compound in order to convert it into the insoluble, infusible state. However, this technique and the products obtained in this way were not completely satisfactory
Xs wurde nun gefunden, daß in der Wärme selbsthärtende Aminoplaste durch Kondensation eines Harnstoffes und eines Aldehydes in Gegenwart von halogenierten organischen Verbindungen erhalten werden·Xs has now been found that aminoplasts self-hardening when heated obtained by condensation of a urea and an aldehyde in the presence of halogenated organic compounds will·
Als solche halogenierte organische Verbindungen eignen sich besonders halogenierte aeylierte Harnstoffe, wie z.B. Monochloracetylharnstoff, halogffierte Nitrile, wie z.B. Monochloracetonitril, halogenierte Aldehyde, wie z.B. Chloralhydrat, halogenierte Ketone, wie z.B. Monochiοraceton und halogenierte Amide, wie z.B. Monochloracetamid. An halogenierten organischen Verbindungen werden gewöhnlich nicht mehr als 1 1/4 Mol für 3edes Mol Harnstoffsubstanz verwendet·Halogenated aeylated ureas such as monochloroacetylurea are particularly suitable as such halogenated organic compounds, halogenated nitriles, such as monochloroacetonitrile, halogenated aldehydes such as chloral hydrate, halogenated ketones such as monochioacetone and halogenated Amides such as monochloroacetamide. Halogenated organic compounds are usually not more than 1 1/4 moles for 3 of every mole of urea substance used
139c, 5 A 11799. Erf.: Gaetano F. DAlelio. Mt. Lebanon Pa. (V. St. Α.). Annv.: Allgemeine E ektrlcitäte- Gesellschaft Berlin-Grunewald. I Verfahren zur Herstellung von in der Wärme selbst- A -,-, ygg IVc/39c139c, 5 A 11799. Inventor: Gaetano F. DAlelio. Mt. Lebanon Pa. (V. St. Α.). Annv .: General Electricity Society Berlin-Grunewald. I method of making in heat itself- A -, -, ygg IVc / 39c
härtenden Aminoplasten. 8. 8«. v. ai. ~ Kahnn/Ohardening aminoplasts. 8. 8 ". v. ai. ~ Kahnn / O
örtliche Härtung, wie bei den bekannten harzartigen Massen mit einem Härtungskatalysator, wird vermieden.local hardening, as in the case of the known resinous masses with a curing catalyst is avoided.
Die erfindungsgemäßen Harzsirupe und die daraus hergestellten Preßmassen können lange Zeit ohne wesentliche Veränderung gelagert werden, während die bekannten Aminoplaste mit Härtungskatalysatoren nicht lagerfähig sind.The resin syrups according to the invention and those produced therefrom Molding compounds can be stored for a long time without significant change, while the known aminoplasts use curing catalysts are not storable.
Die Preßmassen erhärten in der Wärme schnell und haben ein gutes Fließvermögen. Die ausgehärteten Produkte sind von guter Lichtbeständigkeit, äußerst widerstandsfähig gegen Wasser und zeigen gute Oberflächenbeschaffenheit.The molding compounds harden quickly when heated and have good flow properties. The cured products are good Lightfastness, extremely resistant to water and show good surface quality.
Die Zwischenkondensationsprodukte (das sind die noch nicht ausgehärteten Kondensationsprodukte) schwanken in ihren Eigenschaften von klaren, farblosen, sirupartigen, wasserlöslichen Flüssigkeiten bis zu zähflüssigen, milchigen Dispersionen und gelartigen Massen mit verminderter Löslichkeit, und zwar in Abhängigkeit von den angewendeten Reaktionsmitteln und den eingehaltenen fieaktionsbedingungen. Sie lassen sich mit Lösungsmitteln verdünnen und können dann beispielsweise für die Herstellung von Farben, Lacken, Emaillen und dgl. verwendet werden. Sie sind auch direkt als Gießharze verwendbar. Die Zwischenprodukte gelartiger Natur ergeben, getrocknet und gekörnt, klar, ungefüllte, wärmeumwandelbare Harze.The properties of the intermediate condensation products (i.e. the condensation products that have not yet hardened) vary from clear, colorless, syrupy, water-soluble liquids to viscous, milky dispersions and gel-like masses with reduced solubility, depending on the reactants used and the adhered to feaction conditions. You can get with solvents Dilute and can then be used, for example, for the production of paints, varnishes, enamels and the like will. They can also be used directly as casting resins. The intermediate products of a gel-like nature, dried and granulated, clear, unfilled, heat convertible resins.
Die Kondensation wird bei normaler oder erhöhter Temperatur mit oder ohne Kondensationskatalysator unter alkalischen, neutralen oder sauren Bedingungen durchgeführt.The condensation takes place at normal or elevated temperature with or without a condensation catalyst under alkaline, neutral or acidic conditions.
Als Harnstoffkomponente dienen vorzugsweise Harnstoff, Thioharnstoff, substituierte Harnstoffe oder Substanzen harnstoffartiger Natur.The urea components are preferably urea, thiourea, substituted ureas or substances more urea-like Nature.
39c, 5. A 11799. Erf.: Gaetano F.39c, 5. A 11799. Inventor: Gaetano F.
Αηπν.: Allgemeine Elektricitäts - Gesell- IR 11 Ki.Αηπν .: General Electricity Society IR 11 Ki.
schaff, Bcriin-Ounewald. I Verfahren iaUül get it, Bcriin-Ounewald. I procedure iaUül
zur Herstellung von in der Wärme selbst-for the production of self-
härtenden Aminoplasten. 8.8 40. V. St. A 11 799 IVc/39chardening aminoplasts. 8.8 40. V. St. A 11 799 IVc / 39c
Als Aldehydkomponente werden vorzugsweise Formaldehyd, oder Verbindungen, die Formaldehyd bilden, aber auch andere Aldehyde, wie beispielsweise Acetaldehyd, Acrolein, Mischungen dieser Stoffe oder Mischungen mit Formaldehyd, angewendet. Im allgemeinen gilt: je länger die Kette des aliphatischen Aldehydes ist, um so langsamer erfolgt die Härtung und um so weicher ist das Endprodukt. The aldehyde component used is preferably formaldehyde or compounds which form formaldehyde, but also other aldehydes such as acetaldehyde, acrolein, mixtures of these substances or mixtures with formaldehyde. In general, the longer the chain of the aliphatic aldehyde, the slower the hardening takes place and the softer the end product.
Beispiel 1 '. Example 1 '.
Harnstoff 60 ,Urea 60,
wässriges Ammoniak (28 96) 7,6 ,aqueous ammonia (28 96) 7.6,
wässriger Formaldehyd (37$) 161 ,aqueous formaldehyde ($ 37) 161,
Natriumhydroxyd in 1 Teil Wasser 0,04,Sodium hydroxide in 1 part water 0.04,
Monochloracetylharnstoff 1 ·Monochloroacetylurea 1
Harnstoff 60 ,Urea 60,
wässriges Ammoniak (28 ^) 7,6 ,aqueous ammonia (28 ^) 7.6,
wässrige^ Formaldehyd (37 ^) 161 ,aqueous ^ formaldehyde (37 ^) 161,
Natriumhydroxyd in 15 Teilen Wasser 0,06 ,Sodium hydroxide in 15 parts of water 0.06,
Monochloracetonitril 0,1Monochloroacetonitrile 0.1
Beispiel 3 ·, Example 3 ,
Harnstoff 60 ,Urea 60,
wässriges Ammoniak (28 <fo) 7,6 ,aqueous ammonia (28 <fo) 7.6,
wässriger Formaldehyd (37 %>) 161 ,aqueous formaldehyde (37 %>) 161,
Natriumhydroxyd in 1 Teil Wasser 0,04,Sodium hydroxide in 1 part water 0.04,
Chloralhydrat 1Chloral hydrate 1
Harnstoff 60 ,Urea 60,
wässriges Ammoniak (28 $) 7,6 ,aqueous ammonia ($ 28) 7.6,
wässriger Formaldehyd (37 ^) 161 ,aqueous formaldehyde (37 ^) 161,
Natriumhydroxyd in 15 Teilen Wasser 0,06,Sodium hydroxide in 15 parts of water 0.06,
Monochloraceton 1Monochloroacetone 1
Claims (1)
Family
ID=
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