CZ2002651A3 - Trimery HDI blokované malonestery a stabilizované pomocí IPDA a formaldehydu - Google Patents
Trimery HDI blokované malonestery a stabilizované pomocí IPDA a formaldehydu Download PDFInfo
- Publication number
- CZ2002651A3 CZ2002651A3 CZ2002651A CZ2002651A CZ2002651A3 CZ 2002651 A3 CZ2002651 A3 CZ 2002651A3 CZ 2002651 A CZ2002651 A CZ 2002651A CZ 2002651 A CZ2002651 A CZ 2002651A CZ 2002651 A3 CZ2002651 A3 CZ 2002651A3
- Authority
- CZ
- Czechia
- Prior art keywords
- blocked
- nco
- formaldehyde
- equivalent
- ipda
- Prior art date
Links
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 title claims 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 15
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 41
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 41
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 25
- 239000002904 solvent Substances 0.000 claims abstract description 23
- 150000002148 esters Chemical class 0.000 claims description 9
- 239000004971 Cross linker Substances 0.000 claims description 8
- 239000002981 blocking agent Substances 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 7
- 125000001931 aliphatic group Chemical group 0.000 claims description 7
- 150000004985 diamines Chemical class 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 238000000576 coating method Methods 0.000 claims description 3
- 239000008346 aqueous phase Substances 0.000 claims description 2
- 239000012071 phase Substances 0.000 claims description 2
- 239000011877 solvent mixture Substances 0.000 claims 1
- 239000002966 varnish Substances 0.000 abstract description 35
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 19
- 239000004033 plastic Substances 0.000 abstract description 7
- 229920003023 plastic Polymers 0.000 abstract description 7
- 230000000694 effects Effects 0.000 abstract description 6
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 18
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 14
- 239000004922 lacquer Substances 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- IYXGSMUGOJNHAZ-UHFFFAOYSA-N Ethyl malonate Chemical compound CCOC(=O)CC(=O)OCC IYXGSMUGOJNHAZ-UHFFFAOYSA-N 0.000 description 8
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 8
- 229930040373 Paraformaldehyde Natural products 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- 229920002866 paraformaldehyde Polymers 0.000 description 8
- 239000012744 reinforcing agent Substances 0.000 description 8
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 7
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 7
- 238000003860 storage Methods 0.000 description 7
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 6
- 239000003973 paint Substances 0.000 description 6
- 238000004383 yellowing Methods 0.000 description 6
- JYFHYPJRHGVZDY-UHFFFAOYSA-N Dibutyl phosphate Chemical compound CCCCOP(O)(=O)OCCCC JYFHYPJRHGVZDY-UHFFFAOYSA-N 0.000 description 5
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 5
- 239000007787 solid Substances 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
- 230000000903 blocking effect Effects 0.000 description 4
- 239000012948 isocyanate Substances 0.000 description 4
- 150000002513 isocyanates Chemical class 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 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 3
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000002425 crystallisation Methods 0.000 description 3
- 230000008025 crystallization Effects 0.000 description 3
- -1 diethyl malonic acid ester Chemical class 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
- 239000003351 stiffener 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
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 238000002156 mixing Methods 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- 235000012222 talc Nutrition 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 description 1
- PCHXZXKMYCGVFA-UHFFFAOYSA-N 1,3-diazetidine-2,4-dione Chemical group O=C1NC(=O)N1 PCHXZXKMYCGVFA-UHFFFAOYSA-N 0.000 description 1
- OHTRJOZKRSVAOX-UHFFFAOYSA-N 1,3-diisocyanato-2-methylcyclohexane Chemical compound CC1C(N=C=O)CCCC1N=C=O OHTRJOZKRSVAOX-UHFFFAOYSA-N 0.000 description 1
- AGJCSCSSMFRMFQ-UHFFFAOYSA-N 1,4-bis(2-isocyanatopropan-2-yl)benzene Chemical compound O=C=NC(C)(C)C1=CC=C(C(C)(C)N=C=O)C=C1 AGJCSCSSMFRMFQ-UHFFFAOYSA-N 0.000 description 1
- ROHUXHMNZLHBSF-UHFFFAOYSA-N 1,4-bis(isocyanatomethyl)cyclohexane Chemical compound O=C=NCC1CCC(CN=C=O)CC1 ROHUXHMNZLHBSF-UHFFFAOYSA-N 0.000 description 1
- YXRKNIZYMIXSAD-UHFFFAOYSA-N 1,6-diisocyanatohexane Chemical group O=C=NCCCCCCN=C=O.O=C=NCCCCCCN=C=O.O=C=NCCCCCCN=C=O YXRKNIZYMIXSAD-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
- NQBXSWAWVZHKBZ-UHFFFAOYSA-N 2-butoxyethyl acetate Chemical compound CCCCOCCOC(C)=O NQBXSWAWVZHKBZ-UHFFFAOYSA-N 0.000 description 1
- CCTFMNIEFHGTDU-UHFFFAOYSA-N 3-methoxypropyl acetate Chemical compound COCCCOC(C)=O CCTFMNIEFHGTDU-UHFFFAOYSA-N 0.000 description 1
- DZIHTWJGPDVSGE-UHFFFAOYSA-N 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine Chemical compound C1CC(N)CCC1CC1CCC(N)CC1 DZIHTWJGPDVSGE-UHFFFAOYSA-N 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
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-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
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- 238000005684 Liebig rearrangement reaction Methods 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-L Malonate Chemical compound [O-]C(=O)CC([O-])=O OFOBLEOULBTSOW-UHFFFAOYSA-L 0.000 description 1
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- NDKBVBUGCNGSJJ-UHFFFAOYSA-M benzyltrimethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)CC1=CC=CC=C1 NDKBVBUGCNGSJJ-UHFFFAOYSA-M 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 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
- 239000001569 carbon dioxide Substances 0.000 description 1
- 235000019646 color tone Nutrition 0.000 description 1
- 239000012230 colorless oil Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- VKIRRGRTJUUZHS-UHFFFAOYSA-N cyclohexane-1,4-diamine Chemical compound NC1CCC(N)CC1 VKIRRGRTJUUZHS-UHFFFAOYSA-N 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 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
- 239000012153 distilled water Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- 238000010304 firing Methods 0.000 description 1
- 239000007789 gas 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
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 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
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000005923 long-lasting effect Effects 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
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000003960 organic solvent 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
- 238000003672 processing method Methods 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000013638 trimer Substances 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
- 230000000007 visual effect Effects 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 (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19941213A DE19941213A1 (de) | 1999-08-30 | 1999-08-30 | Malonester-blockiertes HDI-Trimerisat mit IPDA- und Formaldehydstabilisierung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CZ2002651A3 true CZ2002651A3 (cs) | 2002-07-17 |
Family
ID=7920149
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CZ2002651A CZ2002651A3 (cs) | 1999-08-30 | 2000-08-21 | Trimery HDI blokované malonestery a stabilizované pomocí IPDA a formaldehydu |
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 |
| ES2209958T3 (es) | 2004-07-01 |
| WO2001016202A1 (de) | 2001-03-08 |
| HK1049851A1 (en) | 2003-05-30 |
| CN1371397A (zh) | 2002-09-25 |
| AU6839800A (en) | 2001-03-26 |
| 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 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CZ2002651A3 (cs) | Trimery HDI blokované malonestery a stabilizované pomocí IPDA a formaldehydu | |
| CA1335991C (en) | Process for the production of isocyanurate polyisocyanates, the compounds obtained by this process and their use | |
| US6060573A (en) | Polyisocyanates blocked with CH-acidic esters and stabilized against thermal yellowing | |
| US6992186B2 (en) | Process for preparing low-monomer-content TDI trimers | |
| CA2353381A1 (en) | Malonic acid ester/triazole mixed blocked hdi trimer/formaldehyde stabilization | |
| CA2246167C (en) | Amine-blocked polyisocyanates and their use in one-component stoving compositions | |
| US20180155574A1 (en) | Hydrophilic polyisocyanates based on 1,5-diisocyanatopentane | |
| US5596064A (en) | Polyisocyanates blocked with a mixture of blocking agents | |
| US7939598B2 (en) | Polyisocyanate mixtures comprising cycloaliphatic structural elements | |
| US20160060380A1 (en) | Hydrophilic polyaspartic esters | |
| CA2431828A1 (en) | Self-crosslinking one component baking systems based on secondary aralkylamine blocked polyisocyanates | |
| US5459214A (en) | Olefinically unsaturated isocyanates | |
| CA2181640C (en) | Process for the production of polyisocyanates containing isocyanurate groups from aliphatic and aromatic isocyanate compounds | |
| KR101175370B1 (ko) | 응고에 대해 안정한 블로킹된 폴리이소시아네이트 | |
| US6716910B2 (en) | Aqueous and/or water-dilutable polyisocyanate crosslinkers blocked with diisopropylamine | |
| US12122869B2 (en) | Polyisocyanate composition for coatings | |
| US7087676B2 (en) | Blocked polyisocyanates | |
| MXPA05011281A (es) | Isocianatos biuretizados e isocianatos biuretizados bloqueados. | |
| JP2020525597A (ja) | ポリイソシアネートの連続希釈 | |
| MXPA02010838A (es) | Mezclas de isocianato bloqueados con dimetilpirazol. | |
| US20240239944A1 (en) | Production of a Blocked Curing Agent Based on a Partly Organic-Based Polyisocyanate and Use as a 1K PUR Baking Enamel |