ES2209958T3 - Trimero de hdi bloqueado con ester malonico, con estabilizacion mediante ipda y formaldehido. - Google Patents
Trimero de hdi bloqueado con ester malonico, con estabilizacion mediante ipda y formaldehido.Info
- Publication number
- ES2209958T3 ES2209958T3 ES00956468T ES00956468T ES2209958T3 ES 2209958 T3 ES2209958 T3 ES 2209958T3 ES 00956468 T ES00956468 T ES 00956468T ES 00956468 T ES00956468 T ES 00956468T ES 2209958 T3 ES2209958 T3 ES 2209958T3
- Authority
- ES
- Spain
- Prior art keywords
- lacquer
- polyisocyanate
- blocked
- crosslinker
- nco
- 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 - Lifetime
Links
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 title claims abstract description 39
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 title description 14
- IYXGSMUGOJNHAZ-UHFFFAOYSA-N Ethyl malonate Chemical compound CCOC(=O)CC(=O)OCC IYXGSMUGOJNHAZ-UHFFFAOYSA-N 0.000 title description 11
- 230000006641 stabilisation Effects 0.000 title description 3
- 238000011105 stabilization Methods 0.000 title description 3
- 239000004971 Cross linker Substances 0.000 claims abstract description 46
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 40
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 40
- 150000002148 esters Chemical class 0.000 claims abstract description 12
- 239000002981 blocking agent Substances 0.000 claims abstract description 6
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 5
- 239000002253 acid Substances 0.000 claims abstract description 3
- 239000002904 solvent Substances 0.000 claims description 17
- 239000000203 mixture Substances 0.000 claims description 11
- 238000002360 preparation method Methods 0.000 claims description 6
- 238000000576 coating method Methods 0.000 claims description 2
- 150000004985 diamines Chemical class 0.000 abstract description 6
- 239000011877 solvent mixture Substances 0.000 abstract 1
- 239000004922 lacquer Substances 0.000 description 46
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 21
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 7
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 7
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- 238000004383 yellowing Methods 0.000 description 7
- 229930040373 Paraformaldehyde Natural products 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 229920002866 paraformaldehyde Polymers 0.000 description 6
- 230000000903 blocking effect Effects 0.000 description 5
- 239000012948 isocyanate Substances 0.000 description 5
- 150000002513 isocyanates Chemical class 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000004033 plastic Substances 0.000 description 5
- 229920003023 plastic Polymers 0.000 description 5
- 239000003381 stabilizer Substances 0.000 description 5
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- -1 for example Chemical compound 0.000 description 4
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- 238000005829 trimerization reaction Methods 0.000 description 3
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 description 2
- YXRKNIZYMIXSAD-UHFFFAOYSA-N 1,6-diisocyanatohexane Chemical compound O=C=NCCCCCCN=C=O.O=C=NCCCCCCN=C=O.O=C=NCCCCCCN=C=O YXRKNIZYMIXSAD-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- XITRBUPOXXBIJN-UHFFFAOYSA-N bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)NC(C)(C)C1 XITRBUPOXXBIJN-UHFFFAOYSA-N 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 description 2
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- PCHXZXKMYCGVFA-UHFFFAOYSA-N 1,3-diazetidine-2,4-dione Chemical compound O=C1NC(=O)N1 PCHXZXKMYCGVFA-UHFFFAOYSA-N 0.000 description 1
- ISQGZQXCJZLFBC-UHFFFAOYSA-N 1-(isocyanatomethyl)-4-methylcyclohexane Chemical compound CC1CCC(CN=C=O)CC1 ISQGZQXCJZLFBC-UHFFFAOYSA-N 0.000 description 1
- LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 description 1
- PJMDLNIAGSYXLA-UHFFFAOYSA-N 6-iminooxadiazine-4,5-dione Chemical group N=C1ON=NC(=O)C1=O PJMDLNIAGSYXLA-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- JYFHYPJRHGVZDY-UHFFFAOYSA-N Dibutyl phosphate Chemical compound CCCCOP(O)(=O)OCCCC JYFHYPJRHGVZDY-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- 238000005684 Liebig rearrangement reaction Methods 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000001273 butane Substances 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
- SIXOAUAWLZKQKX-UHFFFAOYSA-N carbonic acid;prop-1-ene Chemical group CC=C.OC(O)=O SIXOAUAWLZKQKX-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 239000012230 colorless oil Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- QRVSDVDFJFKYKA-UHFFFAOYSA-N dipropan-2-yl propanedioate Chemical compound CC(C)OC(=O)CC(=O)OC(C)C QRVSDVDFJFKYKA-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000000383 hazardous chemical Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000000643 oven drying Methods 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000035807 sensation Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 1
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 1
- 238000009423 ventilation Methods 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/80—Masked polyisocyanates
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/80—Masked polyisocyanates
- C08G18/8061—Masked polyisocyanates masked with compounds having only one group containing active hydrogen
- C08G18/8093—Compounds containing active methylene groups
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3225—Polyamines
- C08G18/3234—Polyamines cycloaliphatic
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/54—Polycondensates 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
- C08G18/791—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups
- C08G18/792—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
-
- 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
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Polyurethanes Or Polyureas (AREA)
- Paints Or Removers (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Hardware Redundancy (AREA)
- Curing Cements, Concrete, And Artificial Stone (AREA)
- Paper (AREA)
- Liquid Crystal Substances (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19941213 | 1999-08-30 | ||
| DE19941213A DE19941213A1 (de) | 1999-08-30 | 1999-08-30 | Malonester-blockiertes HDI-Trimerisat mit IPDA- und Formaldehydstabilisierung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2209958T3 true ES2209958T3 (es) | 2004-07-01 |
Family
ID=7920149
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES00956468T Expired - Lifetime ES2209958T3 (es) | 1999-08-30 | 2000-08-21 | Trimero de hdi bloqueado con ester malonico, con estabilizacion mediante ipda y formaldehido. |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US6583216B1 (enExample) |
| EP (1) | EP1228116B1 (enExample) |
| JP (1) | JP2003508562A (enExample) |
| KR (1) | KR100640132B1 (enExample) |
| CN (1) | CN1206253C (enExample) |
| AT (1) | ATE253607T1 (enExample) |
| AU (1) | AU6839800A (enExample) |
| BR (1) | BR0013622A (enExample) |
| CA (1) | CA2382905A1 (enExample) |
| CZ (1) | CZ2002651A3 (enExample) |
| DE (2) | DE19941213A1 (enExample) |
| DK (1) | DK1228116T3 (enExample) |
| ES (1) | ES2209958T3 (enExample) |
| HK (1) | HK1049851B (enExample) |
| HU (1) | HUP0202790A3 (enExample) |
| MX (1) | MXPA02002139A (enExample) |
| PL (1) | PL353087A1 (enExample) |
| PT (1) | PT1228116E (enExample) |
| TW (1) | TW500736B (enExample) |
| WO (1) | WO2001016202A1 (enExample) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10201546A1 (de) * | 2002-01-17 | 2003-07-31 | Bayer Ag | Stabilisierte wässrige Polyurethan-Polyharnstoff Dispersionen |
| DE10260299A1 (de) * | 2002-12-20 | 2004-07-01 | Bayer Ag | Reaktivsysteme, deren Herstellung und deren Verwendung |
| DE102004049592A1 (de) * | 2004-10-12 | 2006-05-04 | Bayer Materialscience Ag | Mit Soft-Touch-Lack beschichtete, verformbare Kunststoffverbundfolien und Kunststoffverbundelemente sowie deren Herstellung |
| US7371807B2 (en) * | 2004-10-21 | 2008-05-13 | Bayer Materialscience Llc | Blocked biuretized isocyanates |
| US20060089481A1 (en) * | 2004-10-21 | 2006-04-27 | Roesler Richard R | Blocked biuretized isocyanates |
| US20060089480A1 (en) * | 2004-10-21 | 2006-04-27 | Roesler Richard R | Biuretized isocyanates and blocked biuretized isocyanates |
| TW201113301A (en) * | 2009-10-01 | 2011-04-16 | Ind Tech Res Inst | Multi-isocyanate prepolymer |
| BR112012019717A2 (pt) * | 2010-02-08 | 2023-11-21 | Asahi Kasei Chemicals Corp | Composição de poliisocianato bloqueado, composição de revestimento, filme de revestimento, e, método para produzir uma composição de poliisocianato bloqueado |
| JP5572567B2 (ja) * | 2010-02-08 | 2014-08-13 | 旭化成ケミカルズ株式会社 | ブロックポリイソシアネート組成物を製造する方法 |
| JP5562267B2 (ja) * | 2010-02-08 | 2014-07-30 | 旭化成ケミカルズ株式会社 | ブロックポリイソシアネート組成物及びこれを含む塗料組成物 |
| JP5572565B2 (ja) * | 2010-02-08 | 2014-08-13 | 旭化成ケミカルズ株式会社 | ブロックポリイソシアネート組成物を製造する方法 |
| JP5572566B2 (ja) * | 2010-02-08 | 2014-08-13 | 旭化成ケミカルズ株式会社 | ブロックポリイソシアネート組成物及びこれを含む塗料組成物 |
| JP5562271B2 (ja) * | 2010-06-04 | 2014-07-30 | 旭化成ケミカルズ株式会社 | ブロックポリイソシアネート組成物の製造方法 |
| ES2914223T3 (es) | 2015-07-31 | 2022-06-08 | Covestro Intellectual Property Gmbh & Co Kg | Composición de poliisocianato bloqueado en base a diisocianato de 1,5-pentametileno |
| JP6712311B2 (ja) * | 2016-03-29 | 2020-06-17 | 旭化成株式会社 | ブロックポリイソシアネート組成物、一液型コーティング組成物、塗膜、及び塗装物品 |
| JP6622399B2 (ja) | 2016-05-20 | 2019-12-18 | 三井化学株式会社 | 硬化性組成物、塗料、太陽電池用塗料、太陽電池バックシート用塗料、接着剤、太陽電池用接着剤、太陽電池バックシート用接着剤、シートの製造方法、および、硬化剤 |
| JP7288858B2 (ja) * | 2017-11-21 | 2023-06-08 | 三井化学株式会社 | ブロックイソシアネート組成物、および、コーティング剤 |
| CN112752811A (zh) * | 2018-10-31 | 2021-05-04 | 旭化成株式会社 | 涂膜 |
| CN110483738A (zh) * | 2019-08-20 | 2019-11-22 | 湖南湘江关西涂料有限公司 | 封闭异氰酸酯固化剂及其制备方法、单组分涂料 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2638759A1 (de) * | 1976-08-27 | 1978-03-09 | Bayer Ag | Loesungen von polyisocyanat-polyadditionsprodukten |
| AT381500B (de) * | 1985-05-29 | 1986-10-27 | Vianova Kunstharz Ag | Verfahren zur herstellung von vernetzungskomponenten und deren verwendung fuer lackbindemittel |
| US4727100A (en) * | 1986-08-15 | 1988-02-23 | E. I. Du Pont De Nemours And Company | Coating composition containing a reactive urethane component an acrylic fatty acid drying oil resin and a metallic alkylate |
| DE3734916A1 (de) * | 1987-10-15 | 1989-04-27 | Hoechst Ag | Haertungskomponente fuer kunstharze, diese enthaltende haertbare mischungen sowie deren verwendung |
| DE3771503D1 (de) * | 1987-12-10 | 1991-08-22 | Du Pont | Beschichtungszusammensetzung aus einer reaktiven komponente, einem acrylharz mit gruppen von fettsaeuren aus trocknenden oelen und einem metallalkylat. |
| US5071937A (en) * | 1987-12-22 | 1991-12-10 | Mobay Corporation | Coating compositions based on blocked polyisocyanates and sterically hindered aromatic polyamines |
| DE19637334A1 (de) | 1996-09-13 | 1998-03-19 | Bayer Ag | Stabilisierte blockierte Isocyanate |
| DE19813252C2 (de) | 1998-03-25 | 2002-06-06 | Howal Gmbh Schalungsanlagen Zu | Schalung für Beton-Fertigteiltreppen |
| DE19813352A1 (de) * | 1998-03-26 | 1999-09-30 | Bayer Ag | Malonesterblockierte Polyisocyanate mit Formaldehyd gegen Thermovergilbung |
| DE19856968A1 (de) | 1998-12-10 | 2000-06-15 | Bayer Ag | Malonester/Triazolmischblockiertes HDI-Trimerisat/Formaldehydstabilisierung |
-
1999
- 1999-08-30 DE DE19941213A patent/DE19941213A1/de not_active Withdrawn
-
2000
- 2000-08-21 DE DE50004374T patent/DE50004374D1/de not_active Expired - Fee Related
- 2000-08-21 JP JP2001520757A patent/JP2003508562A/ja active Pending
- 2000-08-21 CN CNB008123020A patent/CN1206253C/zh not_active Expired - Fee Related
- 2000-08-21 AU AU68398/00A patent/AU6839800A/en not_active Abandoned
- 2000-08-21 AT AT00956468T patent/ATE253607T1/de not_active IP Right Cessation
- 2000-08-21 PL PL00353087A patent/PL353087A1/xx unknown
- 2000-08-21 EP EP00956468A patent/EP1228116B1/de not_active Expired - Lifetime
- 2000-08-21 HU HU0202790A patent/HUP0202790A3/hu unknown
- 2000-08-21 CZ CZ2002651A patent/CZ2002651A3/cs unknown
- 2000-08-21 US US10/070,028 patent/US6583216B1/en not_active Expired - Fee Related
- 2000-08-21 WO PCT/EP2000/008122 patent/WO2001016202A1/de not_active Ceased
- 2000-08-21 HK HK03102085.9A patent/HK1049851B/zh not_active IP Right Cessation
- 2000-08-21 ES ES00956468T patent/ES2209958T3/es not_active Expired - Lifetime
- 2000-08-21 TW TW089116880A patent/TW500736B/zh not_active IP Right Cessation
- 2000-08-21 KR KR1020027002548A patent/KR100640132B1/ko not_active Expired - Fee Related
- 2000-08-21 BR BR0013622-0A patent/BR0013622A/pt not_active Application Discontinuation
- 2000-08-21 CA CA002382905A patent/CA2382905A1/en not_active Abandoned
- 2000-08-21 PT PT00956468T patent/PT1228116E/pt unknown
- 2000-08-21 MX MXPA02002139A patent/MXPA02002139A/es active IP Right Grant
- 2000-08-21 DK DK00956468T patent/DK1228116T3/da active
Also Published As
| Publication number | Publication date |
|---|---|
| DK1228116T3 (da) | 2004-01-26 |
| US6583216B1 (en) | 2003-06-24 |
| WO2001016202A1 (de) | 2001-03-08 |
| HK1049851A1 (en) | 2003-05-30 |
| CN1371397A (zh) | 2002-09-25 |
| AU6839800A (en) | 2001-03-26 |
| CZ2002651A3 (cs) | 2002-07-17 |
| TW500736B (en) | 2002-09-01 |
| ATE253607T1 (de) | 2003-11-15 |
| PL353087A1 (en) | 2003-10-06 |
| DE19941213A1 (de) | 2001-03-01 |
| HUP0202790A2 (hu) | 2002-12-28 |
| HUP0202790A3 (en) | 2006-02-28 |
| HK1049851B (zh) | 2006-01-27 |
| EP1228116B1 (de) | 2003-11-05 |
| EP1228116A1 (de) | 2002-08-07 |
| KR20020027590A (ko) | 2002-04-13 |
| CA2382905A1 (en) | 2001-03-08 |
| DE50004374D1 (de) | 2003-12-11 |
| BR0013622A (pt) | 2002-05-14 |
| MXPA02002139A (es) | 2002-11-04 |
| CN1206253C (zh) | 2005-06-15 |
| JP2003508562A (ja) | 2003-03-04 |
| KR100640132B1 (ko) | 2006-10-31 |
| PT1228116E (pt) | 2004-03-31 |
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