EP0363408A1 - Utilisation d'agents de revetement a base de resine imide de polyester pour le revetement de bandes metalliques - Google Patents
Utilisation d'agents de revetement a base de resine imide de polyester pour le revetement de bandes metalliquesInfo
- Publication number
- EP0363408A1 EP0363408A1 EP88904953A EP88904953A EP0363408A1 EP 0363408 A1 EP0363408 A1 EP 0363408A1 EP 88904953 A EP88904953 A EP 88904953A EP 88904953 A EP88904953 A EP 88904953A EP 0363408 A1 EP0363408 A1 EP 0363408A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- coating
- primer
- metal strips
- good
- 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
- 238000000576 coating method Methods 0.000 title claims abstract description 25
- 229920003055 poly(ester-imide) Polymers 0.000 title claims abstract description 25
- 239000011248 coating agent Substances 0.000 title claims abstract description 23
- 229910052751 metal Inorganic materials 0.000 title claims abstract description 13
- 239000002184 metal Substances 0.000 title claims abstract description 13
- 229920005989 resin Polymers 0.000 title claims abstract description 11
- 239000011347 resin Substances 0.000 title claims abstract description 11
- 238000000034 method Methods 0.000 claims abstract description 18
- 239000000049 pigment Substances 0.000 claims abstract description 10
- 239000000654 additive Substances 0.000 claims abstract description 5
- 239000000945 filler Substances 0.000 claims abstract description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 5
- 238000004519 manufacturing process Methods 0.000 claims abstract description 5
- 239000003960 organic solvent Substances 0.000 claims abstract description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 13
- 239000008199 coating composition Substances 0.000 claims description 8
- 125000000524 functional group Chemical group 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 125000005462 imide group Chemical group 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 150000007513 acids Chemical class 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 238000005260 corrosion Methods 0.000 claims description 4
- 125000002924 primary amino group Chemical class [H]N([H])* 0.000 claims description 4
- 239000007858 starting material Substances 0.000 claims description 4
- 150000005846 sugar alcohols Polymers 0.000 claims description 4
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 claims description 4
- 150000001735 carboxylic acids Chemical class 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 229920001225 polyester resin Polymers 0.000 claims description 3
- 239000004645 polyester resin Substances 0.000 claims description 3
- VLDPXPPHXDGHEW-UHFFFAOYSA-N 1-chloro-2-dichlorophosphoryloxybenzene Chemical compound ClC1=CC=CC=C1OP(Cl)(Cl)=O VLDPXPPHXDGHEW-UHFFFAOYSA-N 0.000 claims description 2
- 125000006159 dianhydride group Chemical group 0.000 claims description 2
- 150000000000 tetracarboxylic acids Chemical class 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 239000000126 substance Substances 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 9
- 239000007787 solid Substances 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
- 239000003973 paint Substances 0.000 description 6
- 239000000758 substrate Substances 0.000 description 6
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 5
- 239000011230 binding agent Substances 0.000 description 5
- 150000004985 diamines Chemical class 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- -1 cyclic carboxylic acid anhydride Chemical class 0.000 description 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000004809 Teflon Substances 0.000 description 3
- 229920006362 Teflon® Polymers 0.000 description 3
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 3
- 230000032683 aging Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 238000010422 painting Methods 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 229920002050 silicone resin Polymers 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000005809 transesterification reaction Methods 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 150000001896 cresols Chemical class 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- MOUPNEIJQCETIW-UHFFFAOYSA-N lead chromate Chemical compound [Pb+2].[O-][Cr]([O-])(=O)=O MOUPNEIJQCETIW-UHFFFAOYSA-N 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 2
- 230000035939 shock Effects 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 239000004575 stone Substances 0.000 description 2
- NVKTUNLPFJHLCG-UHFFFAOYSA-N strontium chromate Chemical compound [Sr+2].[O-][Cr]([O-])(=O)=O NVKTUNLPFJHLCG-UHFFFAOYSA-N 0.000 description 2
- 239000010936 titanium Substances 0.000 description 2
- 229910052719 titanium Inorganic materials 0.000 description 2
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 2
- 229910000165 zinc phosphate Inorganic materials 0.000 description 2
- NDKWCCLKSWNDBG-UHFFFAOYSA-N zinc;dioxido(dioxo)chromium Chemical compound [Zn+2].[O-][Cr]([O-])(=O)=O NDKWCCLKSWNDBG-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- LRQKBLKVPFOOQJ-UHFFFAOYSA-N 2-aminohexanoic acid Chemical class CCCCC(N)C(O)=O LRQKBLKVPFOOQJ-UHFFFAOYSA-N 0.000 description 1
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 1
- ADFVYWCDAKWKPH-UHFFFAOYSA-N 4-ethoxycarbonylbenzoic acid Chemical compound CCOC(=O)C1=CC=C(C(O)=O)C=C1 ADFVYWCDAKWKPH-UHFFFAOYSA-N 0.000 description 1
- QNAYBMKLOCPYGJ-UHFFFAOYSA-N Alanine Chemical class CC([NH3+])C([O-])=O QNAYBMKLOCPYGJ-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 241001499740 Plantago alpina Species 0.000 description 1
- 239000004962 Polyamide-imide Substances 0.000 description 1
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001414 amino alcohols Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229920003180 amino resin Polymers 0.000 description 1
- 150000005415 aminobenzoic acids Chemical class 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- 150000001244 carboxylic acid anhydrides Chemical group 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 150000001785 cerium compounds Chemical class 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 239000000306 component Substances 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 150000003972 cyclic carboxylic anhydrides Chemical group 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- ZZTCPWRAHWXWCH-UHFFFAOYSA-N diphenylmethanediamine Chemical compound C=1C=CC=CC=1C(N)(N)C1=CC=CC=C1 ZZTCPWRAHWXWCH-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 208000028626 extracranial carotid artery aneurysm Diseases 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 150000003949 imides Chemical group 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 230000008595 infiltration Effects 0.000 description 1
- 238000001764 infiltration Methods 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229940046892 lead acetate Drugs 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- SXJVFQLYZSNZBT-UHFFFAOYSA-N nonane-1,9-diamine Chemical compound NCCCCCCCCCN SXJVFQLYZSNZBT-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000004986 phenylenediamines Chemical class 0.000 description 1
- 229920002312 polyamide-imide Polymers 0.000 description 1
- 229920006393 polyether sulfone Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 239000009719 polyimide resin Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 230000001698 pyrogenic effect Effects 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 150000004998 toluenediamines Chemical class 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- GKXVJHDEWHKBFH-UHFFFAOYSA-N xylylenediamine group Chemical group C=1(C(=CC=CC1)CN)CN GKXVJHDEWHKBFH-UHFFFAOYSA-N 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING 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
- C09D179/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen, with or without oxygen, or carbon only, not provided for in groups C09D161/00 - C09D177/00
- C09D179/04—Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
- C09D179/08—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31678—Of metal
- Y10T428/31681—Next to polyester, polyamide or polyimide [e.g., alkyd, glue, or nylon, etc.]
Definitions
- the invention relates to methods for coating metal strips in the coil coating process using coating agents based on polyester resin.
- Suitable binders for the coil coating process are, for example, hydroxyl-containing polyester resins which can be cured with aminoplast resins.
- High heat resistant systems e.g. Silicone resins, polyester imide resins, polyimide resins, polyamide imide resins, polyhydantoins, polybismaleimides, polyether sulfones and others are known.
- these binders are used as coating agents for electronic components, coils, electrical conductors, thermally particularly stressed components such as ventilators, pipes, installations in district heating systems, etc. Coating with these coating agents is carried out using various techniques, e.g. Spraying, injection molding, dipping, painting, etc.
- the disadvantages of these application techniques are high solvent emissions and / or the necessary long burn-in times.
- EP-A-176 251 discloses highly heat-resistant paints based on silicone resins. However, these paints are not very suitable for exhaust painting cars. Exhaust painting is not only about high heat resistance, but also about shock and water resistance as well as resistance to salt and the corrosive exhaust gases. In addition, the coating of exhausts using the conventional techniques using silicone resins is expensive, and the burn-in times are long.
- the object on which the invention is based is to develop a method for coating metal strips in the coil coating process, which is particularly suitable for coating parts subject to high temperatures, such as exhausts, mufflers, etc.
- the coatings obtained should therefore have good temperature resistance, good shock and Water resistance and good resistance to salt, petrol, oil and the corrosive exhaust gases. Conditions are in particular good long-term temperature resistance and excellent corrosion protection.
- the coatings obtained should have good substrate and intermediate adhesion and good mechanical deformation properties, and the required baking times should be as short as possible.
- polyester imide resins from polyvalent carboxylic acids or their
- polyesterimide resins used as component a) are known and are described, for example, in DE-OS 14 45 263 and DE-OS 14 95 100.
- the polyesterimides are prepared in a known manner by esterifying the polyhydric carboxylic acids with the polyhydric alcohols, if appropriate with addition of oxycarboxylic acids, and using starting materials containing imide groups. Instead of the free acids and / or alcohols, their reactive derivatives can also be used.
- Terephthalic acid is preferably used as the carboxylic acid component, and ethylene glycol, glycerol and tris-2-hydroxyethyl isocyanurate are preferably used as polyhydric alcohols, the latter being particularly preferred.
- Tr ⁇ s-2-hydroxyethyl isocyanurate leads to an increase in the softening temperature of the paint film obtained.
- the starting materials containing imide groups can be obtained, for example, by reaction between compounds, one of which must have a five-membered, cyclic carboxylic anhydride group and at least one further functional group, while the other contains at least one further functional group in addition to a primary amino group.
- These further functional groups are primarily carboxyl groups or hydroxyl groups, but they can also be further primary amino groups or carboxylic anhydride groups.
- Examples of compounds having a cyclic carboxylic acid anhydride grouping with a further functional group are, above all, pyromellitic anhydride and trimellitic anhydride.
- other aromatic carboxylic acid anhydrides are also possible, for example the naphthalene tetracarboxylic acid dianhydrides or dianhydrides of tetracarboxylic acids with two benzene nuclei in the molecule, in which the carboxyl groups are in the 3,3 ', 4- and 4'-positions.
- Examples of compounds having a primary amino group and a further functional group are, in particular, diprimeric diamines, for example ethylenediamine, tetramethylene diamine, hexamethylene diamine, nonamethylene diamine and other aliphatic diprimeric diamines.
- Aromatic diprimary diamines such as benzidine, diaminodiphenylmethane, diaminodiphenyl ketone, sulfone, sulfoxide, ether and thioether, phenylenediamines, toluenediamines, xylylenediamines and also diamines with three benzene nuclei in the molecule, such as bis (4-aminophen) ⁇ , ⁇ '-p-xylene or bis (-4-aminophenoxy) - 1,4-benzene, and finally cycloaliphatic diamines such as 4,4'-dicyclohexylmethane diamine.
- amino group-containing compounds with a further functional group are amino alcohols, for example monoethanolamine or monopropanolamines, and also aminocarboxylic acids, such as glycine, aminopropionic acids, aminocaproic acids or aminobenzoic acids.
- amino alcohols for example monoethanolamine or monopropanolamines
- aminocarboxylic acids such as glycine, aminopropionic acids, aminocaproic acids or aminobenzoic acids.
- Transesterification catalysts used for example heavy metal salts such as lead acetate, zinc acetate, butyl titanates, cerium compounds and organic acids such as e.g. para-toluenesulfonic acid.
- the same transesterification catalysts can be used as crosslinking catalysts in the curing of the polyesterimides - advantageously in a proportion of up to 3% by weight, based on the binder.
- Suitable pigments and / or fillers are strontium chromate, zinc chromate, lead chromate, zinc powder, zinc phosphate, metallic pigments, such as e.g. Aluminum, titanium, steel and the like.
- auxiliaries and additives are silicone oils, waxes, silicates and pyrogenic silicas.
- Linear and / or cyclic aliphatic and / or aromatic hydrocarbons, ethers, esters, alcohols, amides, phenols and cresols are used as organic solvents.
- Aromatic hydrocarbons, N-methylpyrrolidone, N, N-dimethylformamide, N, N-dimethylacetamide, cresols and glycol ethers are preferred.
- the coating compositions are produced by:
- binders are first dissolved in the solvent or in the solvent mixture. If other insoluble constituents, such as pigments, fillers, additives and the like, are added to the coating compositions, these can either be added to the solution or, if necessary, dispersed with the dispersing units customary in the coating industry.
- the method according to the invention comprises a one- or two-layer processing, ie either only one layer can be applied or the coating is composed of a primer and a topcoat, both of which are applied using the coil coating process.
- the invention relates in particular to a method in which a primer composed of the coating composition comprising components a) to d) with a dry film thickness of 4 to 15 ⁇ m, preferably 5 to 10 ⁇ m, is applied, and a top coat after the primer has hardened from the coating composition from components a) to d) with a dry film thickness of 5 to 23 ⁇ m, preferably 10 to 19 ⁇ m, is applied.
- the coating agent used as the primer preferably contains anti-corrosion pigments, such as strontium chromate, zinc chromate, lead chromate, zinc powder and zinc phosphate.
- the coating agent used as topcoat preferably contains metallic pigments such as aluminum, titanium and steel.
- coated metal strips produced by the method according to the invention are preferably used for the production of thermally stressed parts, such as exhaust parts, exhaust pipes, furnace and radiator linings and grill appliances.
- the coatings obtained differ from the conventional exhaust coatings in that they have a short burn-in time, have good mechanical deformation properties, are resistant to water, salt, gasoline, oil and brake fluid, are shockproof and resistant to exhaust combustion products, have good corrosion protection and have no substrate and / or intermediate adhesion problems. There is also the advantage that the coating compositions used have excellent storage stability.
- Polyesterimide 1 polyesterimide 2 polyesterimide 3
- Viscosity 360-400 470-530 450-550
- polyester imide 2 38% solution
- zinc powder 32.3 g
- zinc powder 32.3 g
- aluminum silicate 0.4 g
- 0.2 g of a Teflon powder 2.0 g
- a leveling agent containing silicone are dispersed to form a primer.
- the DIN 4 run-down time is 110 s with a solid of 56.5%.
- Example 3 Primer 3 From 70.2 g of a 35% strength solution of polyesterimide 3, 27.3 g of zinc powder, 0.3 g of an aluminum silicate, 0.2 g of a Teflon powder, 1.8 g of tetralin and 0.2 g of one Vent a primer is prepared by dispersing.
- the paint has a solids content of 52% with a run-down time of 108 s (DIN 4).
- a topcoat is formulated from 7.5 g of aluminum powder or flakes, 17.2 g of propylene carbonate and 54.3 g of polyesterimide 3 (35% solution), which has a solids content of 33.5% and a run-down time of 72 s (DIN 4).
- the primers 1 to 3 and the top coats 1 to 3 are added with 0.8% by weight, based on the binder solid, of a transesterification catalyst.
- T-bend / tape test 2.0 / 0 2.0 / 0 1.5 / 0 1.5 / 0 2.0 / 0
- T-bend / tape test 2.0 / 0 2.0 / 0 2.5 / 0 2.0 / 0 2.0 / 0
- Condensation water change climate (DIN 50017, 240 hours): No bubbles and no cracks.
- Stone chip test (2 x 500 g stone chips, 3 bar): Little destruction of the surface (approx. 3-5%), occasional breakdown.
- Adhesion was not affected by repeated heating to 250 ° C and immersion in cold water.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Laminated Bodies (AREA)
Abstract
Dans un procédé pour revêtir des bandes métalliques par couchage sur bande, les agents de revêtement comprennent: a) de 3 à 50 % en poids, de préférence 20 à 40 % en poids, de résines imides de polyester, dont 20 à 60 % en poids des solutions présentent des viscosités à 23°C comprises dans la plage de 90 à 4000 mPas et dont les indices d'hydroxyle se situent dans la plage allant de 50 à 300, b) de 3 à 40 % en poids, de préférence 10 à 30 % en poids de pigments ou de charges, c) jusqu'à 3 % en poids d'adjuvants et d'additifs appropriés et d) de 10 à 90 % en poids, de préférence 20 à 60 % en poids, d'un ou de plusieurs solvants organiques, la somme de a), b), c) et d) atteignant 100 % en poids. L'invention concerne également l'emploi, pour réaliser des pièces d'échappement, des bandes métalliques fabriquées selon ce procédé.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3717596 | 1987-05-25 | ||
| DE19873717596 DE3717596A1 (de) | 1987-05-25 | 1987-05-25 | Verfahren zum beschichten von metallbaendern im bandlackierverfahren unter verwendung von beschichtungsmitteln auf polyesterimidharzbasis |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0363408A1 true EP0363408A1 (fr) | 1990-04-18 |
Family
ID=6328372
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP88904953A Pending EP0363408A1 (fr) | 1987-05-25 | 1988-05-20 | Utilisation d'agents de revetement a base de resine imide de polyester pour le revetement de bandes metalliques |
| EP88108106A Expired - Lifetime EP0297270B1 (fr) | 1987-05-25 | 1988-05-20 | Utilisation de matériau à base de résine polyesterimide pour le recouvrement de bandes métalliques |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP88108106A Expired - Lifetime EP0297270B1 (fr) | 1987-05-25 | 1988-05-20 | Utilisation de matériau à base de résine polyesterimide pour le recouvrement de bandes métalliques |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US5141818A (fr) |
| EP (2) | EP0363408A1 (fr) |
| AT (1) | ATE61380T1 (fr) |
| CA (1) | CA1330023C (fr) |
| DE (2) | DE3717596A1 (fr) |
| ES (1) | ES2021114B3 (fr) |
| WO (1) | WO1988009359A1 (fr) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19632175A1 (de) * | 1996-08-09 | 1998-02-12 | Beck & Co Ag Dr | Drahtlacke enthaltend Polyesterimide und/oder Polyamidimide mit Polyoxyalkylendiaminen als molekularen Bausteine |
| US5753306A (en) * | 1996-09-11 | 1998-05-19 | The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration | Method of forming a composite coating with particle materials that are readily dispersed in a sprayable polyimide solution |
| DE19648830A1 (de) * | 1996-11-26 | 1998-05-28 | Beck & Co Ag Dr | Verfahren zur Herstellung carboxyl- und hydroxylgruppenhaltiger Polyesterimide und deren Verwendung in Drahtlacken |
| US6344100B1 (en) | 1999-09-29 | 2002-02-05 | Robert A. Hipskind | Method of resurfacing a roll |
| US20050011753A1 (en) * | 2003-06-23 | 2005-01-20 | Jackson John R. | Low energy chlorate electrolytic cell and process |
| US20070031672A1 (en) * | 2005-08-08 | 2007-02-08 | Frank-Rainer Boehm | Wire-coating composition based on new polyester amide imides and polyester amides |
| US9006350B2 (en) * | 2006-12-22 | 2015-04-14 | Axalta Coating Systems Ip Co., Llc | Selfbonding enamels based on new polyester amide imides and polyester amides |
| WO2008134308A1 (fr) * | 2007-04-27 | 2008-11-06 | Valspar Sourcing, Inc. | Revêtement de poly(ester imide) réticulable |
| US20160075105A1 (en) | 2014-09-17 | 2016-03-17 | Basf Coatings Gmbh | Automotive vehicle exterior laminate component and method of forming same |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4170684A (en) * | 1961-11-02 | 1979-10-09 | Dr. Beck & Co. A.G. | Conductors having insulation of polyester imide resin |
| DE1445263C3 (de) | 1961-12-12 | 1979-12-13 | Dr. Beck & Co Ag, 2000 Hamburg | Verwendung von Polyesterimiden für die Einbrennisolierung auf elektrischen Leitern |
| DE1495100B2 (de) | 1961-11-02 | 1972-05-10 | Dr. Beck & Co Ag, 2000 Hamburg | Verfahren zur herstellung von polyesterimiden |
| US3944706A (en) * | 1974-08-01 | 1976-03-16 | Standard Oil Company | Self-bonding polyethylene trimellitate imide varnish |
| AT355153B (de) * | 1975-05-21 | 1980-02-25 | Wiedeking Chem Fab | Elektroisolierlack |
| US4012556A (en) * | 1976-02-23 | 1977-03-15 | Standard Oil Company (Indiana) | Self-bonding varnish for magnet wires comprising a polyalkylenetrimellitate ester imide |
| US4012555A (en) * | 1976-02-23 | 1977-03-15 | Standard Oil Company (Indiana) | Self-bonding varnish for magnet wires comprising a combination of a polyalkylenetrimellitate imide and a polyalkylenetrimellitate ester imide |
| US4107355A (en) * | 1976-03-25 | 1978-08-15 | Dr. Kurt Herberts & Co. Gesellschaft Mit Mit Beschrankter Haftung Vorm. Otto Louis Becker | Process for the production of highly heat-resistant insulating coatings on electrical conductors |
| US4102869A (en) * | 1976-11-05 | 1978-07-25 | Mobil Oil Corporation | Fast-curing coating compositions |
| AT356776B (de) * | 1977-09-19 | 1980-05-27 | Herberts & Co Gmbh | Verfahren zur herstellung von elektrisch isolierenden, hochflexiblen und/oder loetfaehigen ueberzuegen |
| US4243778A (en) * | 1978-06-21 | 1981-01-06 | Schweizerische Isola-Werke | Thermosetting heat bondable lacquer |
| US4329397A (en) * | 1979-05-18 | 1982-05-11 | General Electric Company | Electrical conductors coated with polyester imide wire enamels |
| US4485127A (en) * | 1980-09-03 | 1984-11-27 | General Electric Company | Enamel having improved coatability and insulated electrical articles produced therefrom |
| JPS57209967A (en) * | 1981-06-18 | 1982-12-23 | Sumitomo Electric Ind Ltd | Insulated wire |
| US4397989A (en) * | 1982-02-08 | 1983-08-09 | E. I. Du Pont De Nemours & Co. | High solids coating composition of an acrylic polymer a polyester polyol and an alkylated melamine crosslinking agent |
| US4525427A (en) * | 1982-09-20 | 1985-06-25 | The Alpha Corporation | Polyester primer composition and method |
| DE3337394A1 (de) * | 1983-10-14 | 1985-05-02 | Herberts Gmbh, 5600 Wuppertal | Steinschlagschutzschicht-lack, verfahren zu seiner herstellung und dessen verwendung |
| US4476279A (en) * | 1983-12-01 | 1984-10-09 | Essex Group, Inc. | High solids THEIC polyester enamels |
| US4609702A (en) * | 1985-10-22 | 1986-09-02 | General Electric Company | Ether modified polyesterimide resins |
| JPH0730154B2 (ja) * | 1986-04-08 | 1995-04-05 | 武田薬品工業株式会社 | 一液性熱硬化型樹脂組成物 |
| DE3739612A1 (de) * | 1987-11-23 | 1989-06-01 | Basf Lacke & Farben | Verfahren zum beschichten von metallbaendern im bandlackierverfahren fuer die fertigung von thermisch stark belasteten teilen |
-
1987
- 1987-05-25 DE DE19873717596 patent/DE3717596A1/de not_active Withdrawn
-
1988
- 1988-05-20 EP EP88904953A patent/EP0363408A1/fr active Pending
- 1988-05-20 EP EP88108106A patent/EP0297270B1/fr not_active Expired - Lifetime
- 1988-05-20 AT AT88108106T patent/ATE61380T1/de not_active IP Right Cessation
- 1988-05-20 ES ES88108106T patent/ES2021114B3/es not_active Expired - Lifetime
- 1988-05-20 DE DE8888108106T patent/DE3861922D1/de not_active Expired - Lifetime
- 1988-05-20 WO PCT/EP1988/000448 patent/WO1988009359A1/fr not_active Ceased
- 1988-05-24 CA CA000567486A patent/CA1330023C/fr not_active Expired - Fee Related
-
1989
- 1989-11-22 US US07/445,848 patent/US5141818A/en not_active Expired - Fee Related
Non-Patent Citations (1)
| Title |
|---|
| See references of WO8809359A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0297270B1 (fr) | 1991-03-06 |
| CA1330023C (fr) | 1994-06-07 |
| ES2021114B3 (es) | 1991-10-16 |
| US5141818A (en) | 1992-08-25 |
| ATE61380T1 (de) | 1991-03-15 |
| DE3861922D1 (de) | 1991-04-11 |
| EP0297270A1 (fr) | 1989-01-04 |
| DE3717596A1 (de) | 1988-12-08 |
| WO1988009359A1 (fr) | 1988-12-01 |
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Free format text: VERFAHREN ABGESCHLOSSEN INFOLGE VERBINDUNG MIT 88108106.1/0297270 (EUROPAEISCHE ANMELDENUMMER/VEROEFFENTLICHUNGSNUMMER) VOM 18.07.90. |