DE920201C - Process for the production of coatings that prevent corrosion, in particular of iron - Google Patents

Process for the production of coatings that prevent corrosion, in particular of iron

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Publication number
DE920201C
DE920201C DEF2326D DEF0002326D DE920201C DE 920201 C DE920201 C DE 920201C DE F2326 D DEF2326 D DE F2326D DE F0002326 D DEF0002326 D DE F0002326D DE 920201 C DE920201 C DE 920201C
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DE
Germany
Prior art keywords
weight
parts
acid
production
coatings
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
Application number
DEF2326D
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German (de)
Inventor
Karl Dr Hamann
Ernst Dr Kleinschmidt
Fritz Dr Thilo
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Priority to DEF2326D priority Critical patent/DE920201C/en
Application granted granted Critical
Publication of DE920201C publication Critical patent/DE920201C/en
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/68Polyesters containing atoms other than carbon, hydrogen and oxygen
    • C08G63/685Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen
    • C08G63/6854Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen derived from polycarboxylic acids and polyhydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/42Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/46Polycondensates having carboxylic or carbonic ester groups in the main chain having heteroatoms other than oxygen
    • C08G18/4615Polycondensates having carboxylic or carbonic ester groups in the main chain having heteroatoms other than oxygen containing nitrogen
    • C08G18/463Polycondensates having carboxylic or carbonic ester groups in the main chain having heteroatoms other than oxygen containing nitrogen containing nitro groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/71Monoisocyanates or monoisothiocyanates
    • C08G18/714Monoisocyanates or monoisothiocyanates containing nitrogen in addition to isocyanate or isothiocyanate nitrogen
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D167/00Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers

Description

Verfahren zur Herstellung die Korrosion insbesondere von Eisen verhütender Uberzüge Es wurde gefunden, daß Nitrogruppen führende Kondensationsprodukte vom Alkydharztyp in hervorragender Weise zur Herstellung korrosionsverhütender Überzüge geeignet sind.Process for the production of the corrosion prevention in particular of iron Coatings It has been found that condensation products which lead to nitro groups Alkyd resin type in an excellent way for the production of anti-corrosive coatings are suitable.

Unter den für den genannten Zweck geeigneten Alkydharzen seien z. B. solche genannt, die einen durch einen oder mehrere Nitrogruppen substituierten Rest einer mehrbasischen Carbonsäure, wie z. B. der Bernsteinsäure, Maleinsäure, Adipinsäure und der Phthalsäure, oder eines mehrwertigen Alkohols, so. z. B. des Propylenglykols, Isobutylenglykols, Glycerins und des Isobutylglycerins, oder einer einsbasischen Carbons.äure, so z. B. der Essigsäure, Buttersäure, Is,ovaleriansäure, Dimethylacrylsäure, Palmitinsäure, Stearinsäure, Leinöl fettsäure, Benzoesäure, C'hlorbenzoesäure und der Zimtsäure, oder eines einwertigen Alkohols, so z. B. des Afylalkohols oder Propylalkohols, enthxlten. Ferner können z. B. auch die nach Patent gib 777 durch Kondensation von freie Carboxyl-bzw. Hydroxylgruppzn führende Kondensationsprodukte vom Alkydharztyp mit Nitrogruppen führenden Monoisocyanaten erhältlichen Produkte Verwendung finden. In den für das vorliegende Verfahren geeigneten Alkydharzen können auch mehrere der darin enthaltenen organischen Reste durch eine oder mehrere Nitrogruppen substituiert sein. Die Anwendung der Nitrogruppen enthaltenden Kondensationsprodukte vom Alkydharztyp zur Herstellung von korrosionsverhütenden Überzügen geschieht in der für die Verwendung harzartiger Kondensationsprodukte auf dem Gebiet der Korrosionsverhütung bekannten Weise, gegebenenfalls unter Mitverwendung von Rostschutzpigmentem und anderen Filmbildnern:, z. B. Celluloseestern, wie Nitrocellulose, Celluloseäthern, wie Äthylcellulose und Benzylcellulose, Polyvinylverbindungen, wie Polyvinylchlorid und Chlorkautschuk, und Kondensationsprodukten, wie Phenol-Form@aldehyd- und Harnstoff-Formaldehyd-Harzen.Among the alkyd resins suitable for the stated purpose are, for. B. called those that substituted one by one or more nitro groups Residue of a polybasic carboxylic acid, such as. B. succinic acid, maleic acid, Adipic acid and phthalic acid, or a polyhydric alcohol, so. z. B. des Propylene glycol, isobutylene glycol, glycerin and isobutylglycerin, or one monobasic carboxylic acid, e.g. B. acetic acid, butyric acid, is, ovaleric acid, Dimethylacrylic acid, palmitic acid, stearic acid, linseed oil fatty acid, benzoic acid, Chlorobenzoic acid and cinnamic acid, or a monohydric alcohol, e.g. B. des Afyl alcohol or propyl alcohol. Furthermore, z. B. also the patent give 777 by condensation of free carboxyl or. Condensation products containing hydroxyl groups of the alkyd resin type with monoisocyanates containing nitro groups Find use. In the alkyd resins suitable for the present process can also several of the organic radicals contained therein by one or more nitro groups be substituted. The use of the condensation products containing nitro groups of the alkyd resin type for the production of anti-corrosive coatings occurs in that for the use of resinous condensation products in the field of corrosion prevention known manner, optionally with the use of anti-rust pigments and other film formers: e.g. B. cellulose esters, such as nitrocellulose, cellulose ethers, such as ethyl cellulose and benzyl cellulose, polyvinyl compounds such as polyvinyl chloride and chlorinated rubber, and condensation products such as phenol-formaldehyde and urea-formaldehyde resins.

Es gelingt z. B.,mit Hilfe der Nitrogruppen enthaltend-en Alkydhame unter Verwendung üblicher Rostschutzpigmente, wie Eisenoxyd und Bleimennige, ohne weiteres, korrosionsiverhütende Anstriche herzustellen, die Anstriche auf Grundlage der entsprechenden Alkydharze ohne Gehalt an Nitrogruppen in der korrosionsverhütenden Wirkung um ein Vielfaches übertreffen.It succeeds z. B., with the help of the nitro groups-en Alkydhame using common anti-rust pigments such as iron oxide and red lead, without to produce further anti-corrosive paints, the paints on the basis the corresponding alkyd resins without nitro group content in the anti-corrosive Outperform effect many times over.

Es ist zwar bekannt, Alkydharze, so z. B. Kondensationsprodukte, in denen die Reste der Phthalsäure, des Glycerins sowie trocknender Fettsäuren vorliegen, zur Herstellung von Rostschutzfarben zu verwenden. So werden z. B. Kombinationen von Alkydharzen der genannten Art mit Chlorkautschuk für den erwähnten Zweckbenutzt. Es wurde auch bereits vorgeschlagen, Nitrogruppen enthaltende Komponenten, so z. B. die Reste der Nitrophthalsäuren und Nitroben;zoesäuren, in Alkydharze einzuführen. Es war jedoch nicht vorauszusehen, daß untrer- den außerordentlich zahlreichen Alkydharztypen, @in denen die verschiedensten und dazu in der mannigfaltigsten Weise substituierten Reste mehrbasi@scher Carbonsäuren, mehrwertiger Alkohole und gegebenenfalls auch einbasischer Carbonsäuren vorliegen, gerade die Nitrogruppen, führenden Alkyd'harze in besonders hervorragender Weise für die Herstellung korrosionsverhütender Überzüge geeignet sind.Although it is known to use alkyd resins such. B. Condensation Products, in which contain the residues of phthalic acid, glycerine and drying fatty acids, to be used for the production of anti-rust paints. So z. B. Combinations of alkyd resins of the type mentioned with chlorinated rubber for the purpose mentioned. It has also been proposed to use components containing nitro groups, such. B. the residues of nitrophthalic acids and nitrobene; zoic acids, to be introduced into alkyd resins. It was not foreseeable, however, that among the extraordinarily numerous types of alkyd resin, @ in which the most varied and, in addition, substituted in the most varied of ways Residues of polybasic carboxylic acids, polyhydric alcohols and possibly also monocarboxylic acids are present, especially the nitro groups, leading alkyd resins in a particularly excellent way for the production of anti-corrosive coatings are suitable.

Beispiel i ioo Gewichtsteile eines Kondensationsproduktes aus 3 Mol Le@inölfettsäure, 5,5 Mol Glycerin und 5,5 Mo'1 3-N@itrophthalsäure werden in iooGewichtsteilen Benzin gelöst. Die mit dieser Lösung hergestellten Lackanstriche auf Eisenblech zeigen gegenüber,den von Nitrogruppen freien entsprechenden Kondensationsprodiukten ein :bedeutend gesteigertes Rostschuüzvermögen.Example 100 parts by weight of a condensation product of 3 mol Le @ in oil fatty acid, 5.5 moles of glycerol and 5.5 moles of 3-N @ itrophthalic acid are used in 100 parts by weight Gasoline dissolved. The paint coatings produced with this solution on sheet iron show opposite the corresponding condensation products free of nitro groups one: significantly increased rust protection.

Beispiel z ioo GKnvichtstei-le eines Kondensationsproduktes aus 174Gewichtstellen eines Gemisches von Carbonsäuren mit einem Gehalt von 8 bis 9 Kohlenstoffatomen, das aus einem durch Oxydation von höhermolekularen Paraffin!kählenwasserstoffen nach .dem Verfahren der Patentschrift 626 787 erhaltenen Carbonsäuregemisches abgetrennt wurde. z--3 Gewichtsteile Glycerin und 36o Gewichtsteile Phthalsäure werden bei ioo° mit 18 Gewichtsteilen m-N,itrophenylsocyanat umgesetzt.Example z 100 essential parts of a condensation product from 174 weight points of a mixture of carboxylic acids with a content of 8 to 9 carbon atoms, which was separated from a carboxylic acid mixture obtained by the oxidation of higher molecular weight paraffinic hydrocarbons according to the process of the patent specification 626 787. z - 3 parts by weight of glycerol and 36o parts by weight of phthalic acid are reacted at 100 ° with 18 parts by weight of mN itrophenyl isocyanate.

5o Gewichtsteile dieses Umsetzungsproduktes, 37 Gewichtsteile esterlöslicher Nitrozellstoff mittlerer Viskosität, mit 35'/0, Butanol angefeuchtet, und 7 Gewichtsteile P@hthalsäurediibutylester #werden in i5o Gewichtsteilen eines Lösungsmittelgemisches, das aus 30 Gowichtsteilem Äthylacetat, 15 Gewichtsteilen Methylacetat, 15 Gewichtsteilen Methanol, so Gewichtsteilen Butylacetat, 30 Gewichtsteilen Sprit und d.o Gewichtsteilen Toluol besteht, gelöst und mit 9o Gewichtsteilen Eisenoxydrot zu einer Farbe angerieben. Mit dieser Lackfarbe #werden Eisenbleche grundiert.50 parts by weight of this reaction product, 37 parts by weight of ester-soluble nitro cellulose of medium viscosity, moistened with 35 '/ 0 butanol, and 7 parts by weight of diibutyl phthalate are added in 150 parts by weight of a solvent mixture consisting of 30 parts by weight of ethyl acetate, 15 parts by weight of methyl acetate, 15 parts by weight of methanol Parts by weight of butyl acetate, 30 parts by weight of fuel and do parts by weight of toluene, dissolved and rubbed with 90 parts by weight of iron oxide red to a color. Iron sheets are primed with this paint #.

Als Decklack kann z. B. die obengenannte Klarlacklösung mit einem Zusatz von nur 6o Gewichtsteilen Eisenoxydrot Verwendung finden.As a topcoat z. B. the above clearcoat solution with a The addition of only 60 parts by weight of iron oxide red is used.

An Stelle des vorerwähnten Decklackes kann auch ein anderer bekannter Rostschutzdecklaak benutzt werden, so z. B. ein Decklack auf Grundlage von anderen Alkydharzen oder von Cell.uloseestern bzw. -äthern, wie Nitrocellulose oder Benzylcellulose, von Polyvinylverbindungen, wie Polyvinylchlorid usw.Instead of the above-mentioned top coat, another known one can also be used Rostschutzdecklaak are used, so z. B. a topcoat based on others Alkyd resins or cellulose esters or ethers, such as nitrocellulose or benzyl cellulose, of polyvinyl compounds such as polyvinyl chloride, etc.

Der so erhaltene Rostschutzanstrich zeichnet sich gegenüber einem Rostschutzüberzug mit einem Grundanstrich auf Grundlage eines von Nitrogruppen. freien Alky.dharzes durch ein bedeutend höheres Rostschutzvermögen aus.The anti-rust paint obtained in this way is distinguished from a Anti-rust coating with a primer based on one of nitro groups. free alkyd resin is characterized by a significantly higher rust protection capacity.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung die Korrosion insbesondere vom Eisen verhütender Überzüge auf Grundlage von Alkyd:harzen, gekennzeichnet durch die Verwendung von Nitrogruppen enthaltenden Alky dharzen.PATENT CLAIM: Process for producing the corrosion in particular Anti-iron coatings based on alkyd: resins, characterized by the use of alky resins containing nitro groups.
DEF2326D 1942-04-11 1942-04-11 Process for the production of coatings that prevent corrosion, in particular of iron Expired DE920201C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEF2326D DE920201C (en) 1942-04-11 1942-04-11 Process for the production of coatings that prevent corrosion, in particular of iron

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF2326D DE920201C (en) 1942-04-11 1942-04-11 Process for the production of coatings that prevent corrosion, in particular of iron

Publications (1)

Publication Number Publication Date
DE920201C true DE920201C (en) 1954-11-15

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Family Applications (1)

Application Number Title Priority Date Filing Date
DEF2326D Expired DE920201C (en) 1942-04-11 1942-04-11 Process for the production of coatings that prevent corrosion, in particular of iron

Country Status (1)

Country Link
DE (1) DE920201C (en)

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