CN111607056A - High-hardness quick-drying hydroxyl polyurethane dispersion composition and preparation method thereof - Google Patents
High-hardness quick-drying hydroxyl polyurethane dispersion composition and preparation method thereof Download PDFInfo
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- CN111607056A CN111607056A CN202010465936.7A CN202010465936A CN111607056A CN 111607056 A CN111607056 A CN 111607056A CN 202010465936 A CN202010465936 A CN 202010465936A CN 111607056 A CN111607056 A CN 111607056A
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- hydroxyl polyurethane
- hydroxyl
- weight
- hardness
- dispersion composition
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 title claims abstract description 65
- 229920003009 polyurethane dispersion Polymers 0.000 title claims abstract description 39
- 239000000203 mixture Substances 0.000 title claims abstract description 26
- 238000001035 drying Methods 0.000 title claims abstract description 25
- 238000002360 preparation method Methods 0.000 title claims abstract description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 34
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
- 238000006243 chemical reaction Methods 0.000 claims abstract description 22
- 239000003054 catalyst Substances 0.000 claims abstract description 21
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 19
- 238000010438 heat treatment Methods 0.000 claims abstract description 17
- 239000006185 dispersion Substances 0.000 claims abstract description 16
- 229920002635 polyurethane Polymers 0.000 claims abstract description 16
- 239000004814 polyurethane Substances 0.000 claims abstract description 16
- MMCOUVMKNAHQOY-UHFFFAOYSA-N carbonoperoxoic acid Chemical compound OOC(O)=O MMCOUVMKNAHQOY-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 15
- 239000012948 isocyanate Substances 0.000 claims abstract description 13
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 12
- 239000007787 solid Substances 0.000 claims abstract description 12
- 239000002904 solvent Substances 0.000 claims abstract description 12
- 150000001412 amines Chemical class 0.000 claims abstract description 11
- 125000005442 diisocyanate group Chemical group 0.000 claims abstract description 10
- 239000011527 polyurethane coating Substances 0.000 claims abstract description 9
- 238000000034 method Methods 0.000 claims abstract description 8
- FYFFGSSZFBZTAH-UHFFFAOYSA-N methylaminomethanetriol Chemical compound CNC(O)(O)O FYFFGSSZFBZTAH-UHFFFAOYSA-N 0.000 claims abstract description 6
- 230000003472 neutralizing effect Effects 0.000 claims abstract description 6
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims abstract description 4
- 150000002009 diols Chemical class 0.000 claims description 19
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 15
- 239000000126 substance Substances 0.000 claims description 13
- -1 small molecule diol Chemical class 0.000 claims description 12
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 10
- 229920000728 polyester Polymers 0.000 claims description 10
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 8
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 7
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims description 6
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 6
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 5
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 5
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 5
- 229920000570 polyether Polymers 0.000 claims description 5
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 4
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical class [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 4
- 229910021626 Tin(II) chloride Inorganic materials 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 150000001621 bismuth Chemical class 0.000 claims description 4
- KCWDJXPPZHMEIK-UHFFFAOYSA-N isocyanic acid;toluene Chemical class N=C=O.N=C=O.CC1=CC=CC=C1 KCWDJXPPZHMEIK-UHFFFAOYSA-N 0.000 claims description 4
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 4
- 229910052797 bismuth Inorganic materials 0.000 claims description 3
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 claims description 3
- 229920000515 polycarbonate Polymers 0.000 claims description 3
- 239000004417 polycarbonate Substances 0.000 claims description 3
- 230000035484 reaction time Effects 0.000 claims description 3
- OEOIWYCWCDBOPA-UHFFFAOYSA-N 6-methyl-heptanoic acid Chemical compound CC(C)CCCCC(O)=O OEOIWYCWCDBOPA-UHFFFAOYSA-N 0.000 claims description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 2
- OWBTYPJTUOEWEK-UHFFFAOYSA-N butane-2,3-diol Chemical compound CC(O)C(C)O OWBTYPJTUOEWEK-UHFFFAOYSA-N 0.000 claims description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 2
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 2
- 229920001610 polycaprolactone Polymers 0.000 claims description 2
- 239000004632 polycaprolactone Substances 0.000 claims description 2
- 229960004063 propylene glycol Drugs 0.000 claims description 2
- 150000003608 titanium Chemical class 0.000 claims description 2
- RKBCYCFRFCNLTO-UHFFFAOYSA-N triisopropylamine Chemical compound CC(C)N(C(C)C)C(C)C RKBCYCFRFCNLTO-UHFFFAOYSA-N 0.000 claims description 2
- 150000003751 zinc Chemical class 0.000 claims description 2
- 150000003754 zirconium Chemical class 0.000 claims description 2
- 229920002521 macromolecule Polymers 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000005058 Isophorone diisocyanate Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 abstract description 4
- 239000011347 resin Substances 0.000 abstract description 4
- 238000003756 stirring Methods 0.000 description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 12
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 description 8
- 238000001816 cooling Methods 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 238000000576 coating method Methods 0.000 description 5
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 5
- VOXZDWNPVJITMN-ZBRFXRBCSA-N 17β-estradiol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 VOXZDWNPVJITMN-ZBRFXRBCSA-N 0.000 description 4
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 4
- 229910021641 deionized water Inorganic materials 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 4
- JVYDLYGCSIHCMR-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)butanoic acid Chemical compound CCC(CO)(CO)C(O)=O JVYDLYGCSIHCMR-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000002981 blocking agent Substances 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-O N-dimethylethanolamine Chemical compound C[NH+](C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-O 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 238000007790 scraping Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
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- 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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6633—Compounds of group C08G18/42
- C08G18/6659—Compounds of group C08G18/42 with compounds of group C08G18/34
-
- 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
- C08G18/3203—Polyhydroxy compounds
- C08G18/3206—Polyhydroxy compounds aliphatic
-
- 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
- C08G18/3271—Hydroxyamines
-
- 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
- C08G18/3271—Hydroxyamines
- C08G18/3278—Hydroxyamines containing at least three hydroxy groups
- C08G18/3281—Hydroxyamines containing at least three hydroxy groups containing three hydroxy 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
- C08G18/34—Carboxylic acids; Esters thereof with monohydroxyl compounds
- C08G18/348—Hydroxycarboxylic acids
-
- 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
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4244—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups
- C08G18/4247—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups derived from polyols containing at least one ether group and polycarboxylic acids
- C08G18/425—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups derived from polyols containing at least one ether group and polycarboxylic acids the polyols containing one or two ether 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
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
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- 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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/6692—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/34
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- 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
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- 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
- C09D175/06—Polyurethanes from polyesters
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- 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
- C09D175/08—Polyurethanes from polyethers
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
The invention belongs to the technical field of water-based resin, and discloses a high-hardness quick-drying hydroxyl polyurethane dispersion composition and a preparation method thereof. The method comprises the steps of heating and reacting 15-40 parts by weight of dihydric alcohol, 3-10 parts by weight of dihydroxy carboxylic acid, 30-70 parts by weight of diisocyanate and 0.01-0.1 part by weight of catalyst in an acetone solvent to obtain a prepolymer containing a terminal isocyanate group, carrying out end-capping reaction on the prepolymer and 5-12 parts by weight of trihydroxymethyl aminomethane, neutralizing the prepolymer by an amine neutralizer, then adding water for dispersion, and removing the acetone solvent to obtain the hydroxyl polyurethane aqueous dispersion, wherein the hydroxyl content of the hydroxyl polyurethane aqueous dispersion is 2-5 wt%, and the solid content of the hydroxyl polyurethane aqueous dispersion is 30-45 wt%. The waterborne two-component polyurethane coating prepared from the hydroxyl polyurethane dispersion composition and the water dispersible isocyanate curing agent has the advantages of high drying speed, high final hardness, good gloss and long service life.
Description
Technical Field
The invention belongs to the technical field of water-based resin, and particularly relates to a high-hardness quick-drying hydroxyl polyurethane dispersion composition and a preparation method thereof.
Background
At present, the water-based two-component polyurethane is widely used in the field covered by solvent-based two-component polyurethane, and is successfully applied to the industries of water-based industrial paint, wood paint, floor paint and the like. The aqueous two-component polyurethane has good physical and mechanical properties and chemical resistance, and has great advantages in environmental protection compared with a solvent system due to low solvent content of the aqueous system. However, the resin film-forming material used in the commercial water-based two-component polyurethane coating in the current market is mainly hydroxy acrylic resin, the drying speed of the coating film is slow, the final hardness is not high, and the difference from a solvent-based system is large, which affects the further popularization of the water-based two-component polyurethane coating.
In patent CN102002166, hydroxyl polyurethane monomer is synthesized from polycarbonate diol, elastic polyester diol, pentaerythritol, dimethylolpropionic acid or dimethylolbutyric acid, aliphatic isocyanate monomer and other raw materials, and has good flexibility and hand feeling, but the drying speed and final hardness are poor, and it is difficult to apply and popularize on hard base materials. Patent CN1278539A branched polyester polyol, dimethylolpropionic acid, isocyanate monomer and blocking agent synthesize hydroxyl polyurethane dispersion, and a coating film has good chemical resistance and glossiness, but the drying speed and final hardness are still far from the solvent-based system.
Disclosure of Invention
In order to overcome the disadvantages and shortcomings of the prior art, the primary object of the present invention is to provide a high-hardness fast-drying hydroxyl polyurethane dispersion composition and a preparation method thereof.
The purpose of the invention is realized by the following scheme:
a preparation method of a high-hardness quick-drying hydroxyl polyurethane dispersion composition comprises the steps of heating 15-40 parts by weight of dihydric alcohol, 3-10 parts by weight of dihydroxy carboxylic acid, 30-70 parts by weight of diisocyanate and 0.01-0.1 part by weight of catalyst in an acetone solvent for reaction to obtain a prepolymer containing a terminal isocyanate group, carrying out end-capping reaction on the prepolymer and 5-12 parts by weight of trihydroxymethyl aminomethane, neutralizing the prepolymer by an amine neutralizer, adding water for dispersion, and removing the acetone solvent to obtain a hydroxyl polyurethane aqueous dispersion, wherein the hydroxyl content of the hydroxyl polyurethane aqueous dispersion is 2-5 wt% of the solid content, and the solid content of the aqueous dispersion is 30-45 wt%.
The invention selects the end capping agent containing one amino and three hydroxyl groups: the reaction activity of the amino of the end capping agent is much higher than that of the hydroxyl, the amino is easy to graft and react with an isocyanate group, and finally a polyurethane prepolymer containing six hydroxyl groups and narrow molecular weight distribution is obtained, so that the problem that the polyurethane prepolymer is easy to gel when the traditional polyhydroxy end capping agents such as trimethylolpropane, pentaerythritol and the like are adopted for synthesis is solved.
Preferably, the diol HO-R1-OH (A) includes a small molecule diol (A)1) And macrodiol (A)2) The small molecule diol (A)1) Has a molecular weight of 50 to 400, and the macrodiol (A)2) The molecular weight of (A) is 500-3000, the dosage of the micromolecular dihydric alcohol is 40-100% of the total weight of the dihydric alcohol, and the macromolecular dihydric alcohol (A)2) The amount of the dihydric alcohol is 0-60% of the total weight of the dihydric alcohol.
Preferably, the small molecule diol (A)1) The polyurethane is at least one of neopentyl glycol, ethylene glycol, 1, 2-propylene glycol, 1, 3-propylene glycol, methyl propylene glycol, 1, 4-butanediol and 1, 6-hexanediol, and is preferably neopentyl glycol, the neopentyl glycol has a rigid skeleton structure, the regularity is high, and the synthesized polyurethane product has higher hardness; the macrodiol (A)2) Is at least one of polyether diol, polyester diol, polycarbonate diol and polycaprolactone diol, preferably polyether diol or polyester diolThe molecular weight of the diol is 1000-2000.
The invention adjusts the micromolecular dihydric alcohol (A)1) Dihydroxy carboxylic acid (B), diisocyanate (C) and macrodiol (A)2) In an amount sufficient to ensure that the resulting hydroxyl polyurethane dispersion has a high hard segment content, the proportion of hard segments to the total hard and soft segment content should be greater than 60%, particularly preferably greater than 70%, the hard segments referred to herein being small molecule diols (A)1) Dihydroxy carboxylic acid (B), diisocyanate (C) and trihydroxymethyl aminomethane, and the soft segment is macromolecular diol (A) with good flexibility2)。
Preferably, the chemical structure of the dihydroxy carboxylic acid is represented by formula (B):
wherein R is2is-H or alkyl, preferably-H or-CH3That is, the dihydroxy carboxylic acid is dimethylolpropionic acid or dimethylolbutyric acid. When the addition amount of the dihydroxy carboxylic acid is high, the synthesized hydroxyl polyurethane aqueous dispersion is more transparent, but the viscosity is higher, and the final solid content is not high; when the amount of the dihydroxy carboxylic acid added is small, the resulting polyurethane dispersion is milky, and when the amount is too small, the storage stability tends to be poor, and the amount of the dihydroxy carboxylic acid added is preferably 5 to 8% of the total weight of the diol, the dihydroxy carboxylic acid and the diisocyanate.
Preferably, the diisocyanate OCN-R3-NCO (C) is isophorone diisocyanate (IPDI), hydrogenated phenylmethane diisocyanate (H)12MDI), Hexamethylene Diisocyanate (HDI), Toluene Diisocyanate (TDI). Hexamethylene Diisocyanate (HDI) is not rigid enough, which results in low hardness of the synthesized polyurethane product; toluene Diisocyanate (TDI) has high reactivity, the reaction process is difficult to control, gel is easy to generate to cause synthesis failure, and therefore, the most preferable diisocyanate OCN-R3-NCO (C) is isophorone diisocyanate (IPDI) or hydrogenated phenylmethane diisocyanate (H)12MDI)。
Preferably, the catalyst (D) is at least one of a tin salt-based catalyst, a bismuth salt-based catalyst, a zirconium salt-based catalyst, a zinc salt-based catalyst, and a titanium salt-based catalyst, preferably a tin salt-based catalyst or a bismuth salt-based catalyst, and particularly preferably dibutyltin dilaurate or bismuth isooctanoate. When the addition amount of the catalyst is high, the reaction is too violent; when the addition amount is low, the reaction time is too long, and preferably, the addition amount of the catalyst is 0.01 to 0.1% of the total weight of the diol, the dihydroxy carboxylic acid and the diisocyanate.
Preferably, the chemical structure of the amine neutralizer is as shown in formula (E):
wherein R is4、R5And R6The amine neutralizing agent is alkyl or hydroxyl substituted alkyl, the amine neutralizing agent is preferably at least one of N, N-dimethylethanolamine, diethanolamine, triethanolamine, triethylamine and triisopropylamine, and particularly preferably N, N-dimethylethanolamine and triethylamine;
preferably, the amine neutralizer (E) is used in an amount of 70 to 110%, preferably 90 to 105%, based on the molar amount of the dihydroxy carboxylic acid (B).
Preferably, the heating reaction temperature is 50-70 ℃, preferably 55-65 ℃, in the invention, too high reaction temperature can cause too high acetone volatilization loss, and too low temperature can cause too slow reaction; the heating reaction time is 3-10h, and the reaction is preferably carried out until the NCO content reaches the theoretical value.
The invention also provides a high-hardness quick-drying hydroxyl polyurethane dispersion composition prepared by the method.
The invention also provides a water-based two-component polyurethane coating, which comprises the hydroxyl polyurethane dispersion composition and the water-dispersible isocyanate curing agent
The hydroxyl polyurethane dispersion composition is obtained by reacting isocyanate monomer with dihydric alcohol and a blocking agent of trihydroxymethyl aminomethane, and can be cured with a water dispersible isocyanate curing agent to obtain a coating with extremely fast drying and extremely high final hardness.
Compared with the prior art, the invention has the beneficial effects that:
the hydroxyl polyurethane dispersion composition has high urethane bond density and high-content hard segment, after the hydroxyl polyurethane dispersion composition is crosslinked with a water-dispersible isocyanate curing agent to form a film, the urethane bond in the film can provide a hydrogen bond crosslinking point, the physical and mechanical properties of the film are improved, the high-content hard segment can bring faster physical drying, and the early hardness and the final hardness are improved.
Drawings
FIG. 1 is a reaction scheme for the preparation of the hydroxyl polyurethane dispersion composition of the present invention.
Detailed Description
The present invention will be described in further detail with reference to examples, but the embodiments of the present invention are not limited thereto.
The materials referred to in the following examples are commercially available.
Example 1
Putting 38.0g of polyester diol XCPA-110 (Asahi Chun chemical, molecular weight 1000, synthesized by using phthalic anhydride and diethylene glycol as raw materials) into a reaction bottle, heating to 100 ℃ and 110 ℃, vacuumizing to remove water for 2h, cooling to below 70 ℃, introducing nitrogen, sequentially adding 36.7g of neopentyl glycol, 17.4g of dimethylolpropionic acid, 160.0g of acetone, 137.6g of isophorone diisocyanate (IPDI) and 0.2g of dibutyltin dilaurate while stirring, heating to 58-62 ℃, reacting for 6h, cooling to below 45 ℃, slowly adding 24.2g of trihydroxymethyl aminomethane in batches, heating to 50-55 ℃ after the addition is finished, and reacting until the NCO value is zero; adding 11.6g of N, N-dimethylethanolamine, stirring for 10min, adding 420.5g of deionized water under rapid stirring, and continuing to stir for 30 min; extracting acetone at 45 ℃ for 2h to obtain the transparent blue-light-carrying hydroxyl polyurethane dispersion with the solid content of 37 wt%, the hydroxyl content of 4.0 wt% and the viscosity of 1200 cps.
Example 2
52.7g of 1, 4-butanediol, 26.1g of dimethylolpropionic acid, 226.0g of acetone and 244g of hydrogenated phenylmethane diisocyanate (H) were added in succession under nitrogen protection12MDI) and 0.2g of bismuth isooctanoate,heating to 58-62 ℃, and reacting for 7 h; cooling to below 45 ℃, slowly adding 36.3g of tris (hydroxymethyl) aminomethane in batches, and after the addition is finished, heating to 50-55 ℃ for reaction until the NCO value is zero; adding 17.4g of N, N-dimethylethanolamine, stirring for 10min, adding 650.2g of deionized water under rapid stirring, and continuing to stir for 30 min; acetone was extracted at 45 ℃ for 2h to give a clear blue-banded hydroxyl polyurethane dispersion with a solids content of 35 wt%, a hydroxyl content of 4.3 wt% and a viscosity of 2100 cps.
Example 3
Putting 76.0g of polypropylene glycol N210 (Dow chemical, molecular weight 1000) into a reaction bottle, heating to 100 ℃ for 110 ℃, vacuumizing to remove water for 2h, cooling to below 70 ℃, introducing nitrogen, sequentially adding 115.0g of neopentyl glycol, 38.5g of dimethylolbutyric acid, 415.0g of acetone, 364.1g of isophorone diisocyanate (IPDI) and 0.4g of dibutyltin dilaurate while stirring, heating to 58-62 ℃, and reacting for 6 h; cooling to below 45 ℃, slowly adding 48.5g of tris (hydroxymethyl) aminomethane in batches, and after the addition is finished, heating to 50-55 ℃ for reaction until the NCO value is zero; adding 26.3g of triethylamine, stirring for 10min, adding 937.4g of deionized water under rapid stirring, and continuing stirring for 30 min; acetone was pumped at 45 ℃ for 2h to give a translucent blue-tinted hydroxy polyurethane dispersion with a solids content of 40 wt%, a hydroxyl content of 3.2 wt% and a viscosity of 800 cps.
Comparative example 1
180.0g of polyester diol XCPA-110 (Asahi Kagaku chemical, molecular weight 1000, synthesized from phthalic anhydride and diethylene glycol) is put into a reaction bottle, heated to 100 ℃ and 110 ℃, vacuumized to remove water for 2h, cooled to below 70 ℃, introduced with nitrogen, stirred, added with 5.2g of neopentyl glycol, 25.5g of dimethylolpropionic acid, 228.3g of acetone, 115.4g of isophorone diisocyanate (IPDI) and 0.2g of dibutyl tin dilaurate in sequence, heated to 58-62 ℃ and reacted for 6 h. Cooling to below 45 ℃, slowly adding 24.2g of tris (hydroxymethyl) aminomethane in batches, and after the addition is finished, heating to 50-55 ℃ for reaction until the NCO value is zero; adding 16.9g N N-dimethylethanolamine, stirring for 10min, adding 634.1g deionized water under rapid stirring, and continuing stirring for 30 min; extracting acetone at 45 ℃ for 2h to obtain transparent blue-light-carrying hydroxyl polyurethane dispersion with the solid content of 35 wt%, the hydroxyl content of 2.9 wt% and the viscosity of 1600 cps.
Comparative example 2
38.0g of polyester diol XCPA-110 (Asahi Kagaku chemical, molecular weight 1000, synthesized from phthalic anhydride and diethylene glycol) is put into a reaction flask, heated to 100 ℃ and 110 ℃, vacuumized to remove water for 2h, cooled to below 70 ℃, introduced with nitrogen, stirred, added with 36.7g of neopentyl glycol, 17.4g of dimethylolpropionic acid, 160.0g of acetone, 137.6g of isophorone diisocyanate (IPDI) and 0.2g of dibutyl tin dilaurate in sequence, heated to 58-62 ℃ and reacted for 6 h. Cooling to below 45 ℃, slowly adding 26.8g of trimethylolpropane in batches, heating to 50-55 ℃ after adding, reacting for 4 hours, and then performing prepolymer gel to form aqueous dispersion.
Comparative example 3
38.0g of polyester diol XCPA-110 (Asahi Kagaku chemical, molecular weight 1000, synthesized from phthalic anhydride and diethylene glycol) is put into a reaction flask, heated to 100 ℃ and 110 ℃, vacuumized to remove water for 2h, cooled to below 70 ℃, introduced with nitrogen, stirred, added with 36.7g of neopentyl glycol, 17.4g of dimethylolpropionic acid, 160.0g of acetone, 137.6g of isophorone diisocyanate (IPDI) and 0.2g of dibutyl tin dilaurate in sequence, heated to 58-62 ℃ and reacted for 6 h. Cooling to below 45 ℃, slowly adding 27.2g of pentaerythritol in batches, heating to 50-55 ℃ after adding, reacting for 3h, and then performing prepolymer gel to form aqueous dispersion.
Performance testing
The hydroxyl polyurethane dispersions prepared in the above examples and comparative examples were compared with two commercial hydroxyl polyurethane dispersions, OH-PUD1538 (SMOHT chemical, 33 wt% solids, 2.5 wt% hydroxyl content), OH-PUD1930 (SMOHT chemical, 40 wt% solids, 1.5 wt% hydroxyl content). Commercial aqueous isocyanate curing agents were selected for the tests: OS-9016 (Guanzhi new material, NCO content 16.3 wt%, solid content 80 wt%, dilution solvent: PMA), and the hydroxyl polyurethane dispersion are prepared into the aqueous two-component polyurethane coating according to the following formula.
TABLE 1 formulation of the hydroxyl component
| Specific reagent | Mass percent | Components | Manufacturer of the product |
| Hydroxyl polyurethane dispersions | 80 | Aqueous hydroxy resin | |
| Tego-902W | 0.2 | Defoaming agent | Digao (high) |
| BYK-333 | 0.4 | Leveling agent | Chemistry of Pico |
| BYK-024 | 0.3 | Defoaming agent | Air chemistry |
| Hydropalat-140 | 0.4 | Wetting agent | Kening medicine |
| DPnB | 1 | Film forming aid | Chemistry of Dow |
| DPM | 2 | Film forming aid | Chemistry of Dow |
| OS-8W | 0.3 | Thickening agent | Guanzhi (crown word) |
| OS-2020 | 0.4 | Thickening agent | Guanzhi (crown word) |
| Pure water | 15 |
Wherein the ratio of the hydroxyl polyurethane dispersion to the isocyanate component is calculated as NCO/OH 1.5. And mixing the hydroxyl component and the isocyanate component, and then adjusting the mixture to proper viscosity by using water for construction. The construction conditions are as follows: scraping a film of 100um on a glass plate, standing at room temperature for 20min, and then putting into a 50 ℃ blast oven. The coating film was evaluated for drying speed and final hardness with a pendulum hardness tester (Konig pendulum) and the test results are shown in table 2:
TABLE 2 pendulum hardness (Konig pendulum, sec) of aqueous two-component polyurethane coatings
At the same time, we tested the gloss and pot life of the aqueous two-component polyurethane coatings formulated as described above, as shown in table 3:
TABLE 3 gloss and pot life of waterborne two-component polyurethane coatings
The above results show that the coatings prepared from the hydroxyl polyurethane dispersions of the present invention (examples 1-3) exhibit significantly improved drying speed and final hardness, while exhibiting comparable or superior gloss and pot life relative to the two commercial aqueous hydroxyl polyurethane dispersions. This is due to the very high density of urethane linkages in the hydroxyl polyurethane dispersion composition structure of the present invention, the additional crosslinking sites provided by hydrogen bonding, and the very high level of rigid hard segments, which results in very fast drying rates and very high final hardness. While comparative example 1, the hydroxyl polyurethane dispersion had a lower hard segment content (49 wt%) than the patented requirement of at least 60 wt%, so the resultant hydroxyl polyurethane dispersion cured with the isocyanate curing agent had significantly lower final hardness and hardness build rate. In addition, in comparative examples 2 and 3 in which trimethylolpropane or pentaerythritol was used as a blocking agent instead of tris (hydroxymethyl) aminomethane, since the reactivity of several hydroxyl groups of trimethylolpropane or pentaerythritol was close, the reaction with isocyanate was difficult to control, resulting in occurrence of gel during the synthesis.
The above embodiments are preferred embodiments of the present invention, but the embodiments of the present invention are not limited to the above embodiments, and other changes, modifications, and substitutions may be made without departing from the spirit and principle of the present invention.
Claims (10)
1. A preparation method of a high-hardness quick-drying hydroxyl polyurethane dispersion composition is characterized in that 15-40 parts by weight of dihydric alcohol, 3-10 parts by weight of dihydroxy carboxylic acid, 30-70 parts by weight of diisocyanate and 0.01-0.1 part by weight of catalyst are heated and reacted in an acetone solvent to obtain a prepolymer containing a terminal isocyanate group, the prepolymer and 5-12 parts by weight of trihydroxymethyl aminomethane are subjected to end-capping reaction, neutralized by an amine neutralizer and then added with water for dispersion, and the acetone solvent is removed to obtain a hydroxyl polyurethane aqueous dispersion, wherein the hydroxyl content of the hydroxyl polyurethane aqueous dispersion is 2-5 wt%, and the solid content of the hydroxyl polyurethane aqueous dispersion is 30-45 wt%.
2. The method for preparing a high-hardness quick-drying hydroxyl polyurethane dispersion composition as claimed in claim 1, wherein the diol comprises a small molecule diol and a large molecule diol, the molecular weight of the small molecule diol is 50-400, the molecular weight of the large molecule diol is 500-3000, the amount of the small molecule diol is 40-100% of the total weight of the diol, and the amount of the large molecule diol is 0-60% of the total weight of the diol.
3. The method for preparing a high-hardness and quick-drying hydroxyl polyurethane dispersion composition according to claim 2, wherein the small-molecule diol is at least one of neopentyl glycol, ethylene glycol, 1, 2-propylene glycol, 1, 3-propylene glycol, methyl propylene glycol, 1, 4-butanediol and 1, 6-hexanediol, and is preferably neopentyl glycol; the macromolecular dihydric alcohol is at least one of polyether dihydric alcohol, polyester dihydric alcohol, polycarbonate dihydric alcohol and polycaprolactone dihydric alcohol, preferably polyether dihydric alcohol or polyester dihydric alcohol, and the molecular weight of the polyether dihydric alcohol and the polyester dihydric alcohol is 1000-2000-.
4. The method of preparing a high-hardness fast-drying hydroxyl polyurethane dispersion composition according to claim 1, wherein the chemical structure of the dihydroxy carboxylic acid is as follows:
wherein R is2is-H or alkyl, preferably-H or-CH3。
5. The method of preparing a high-hardness quick-drying hydroxyl polyurethane dispersion composition according to claim 1, wherein the diisocyanate is at least one of isophorone diisocyanate, hydrogenated phenyl methane diisocyanate, hexamethylene diisocyanate and toluene diisocyanate.
6. The method for preparing a high-hardness quick-drying hydroxyl polyurethane dispersion composition according to claim 1, wherein the catalyst is at least one of a tin salt catalyst, a bismuth salt catalyst, a zirconium salt catalyst, a zinc salt catalyst and a titanium salt catalyst, preferably a tin salt catalyst or a bismuth salt catalyst, and particularly preferably dibutyl tin dilaurate or bismuth isooctanoate.
7. The process for preparing a high-hardness fast-drying hydroxyl polyurethane dispersion composition according to claim 1, wherein the chemical structure of the amine neutralizer is as follows:
wherein R is4、R5And R6The amine neutralizing agent is alkyl or hydroxyl substituted alkyl, the amine neutralizing agent is preferably at least one of N, N-dimethylethanolamine, diethanolamine, triethanolamine, triethylamine and triisopropylamine, and particularly preferably N, N-dimethylethanolamine and triethylamine; preferably, the amine neutralizer is used in an amount of 70 to 110 mole percent, preferably 90 to 105 mole percent, based on the dihydroxy carboxylic acid.
8. The process for preparing a high-hardness quick-drying hydroxyl polyurethane dispersion composition according to claim 1, wherein the temperature of the heating reaction is 50 to 70 ℃, preferably 55 to 65 ℃; the heating reaction time is 3-10 h.
9. A high-hardness fast-drying hydroxyl polyurethane dispersion composition prepared according to the process of any one of claims 1 to 8.
10. A waterborne two-component polyurethane coating comprising the basepolyurethane dispersion composition of claim 9 and a water-dispersible isocyanate curing agent.
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Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030212192A1 (en) * | 2002-05-08 | 2003-11-13 | San C. Yuan | Non-yellowing polyester coating composition |
| WO2008107568A2 (en) * | 2007-01-31 | 2008-09-12 | Rhodia Operations | Method for preparing polyhydroxy-urethanes |
| CN102604032A (en) * | 2012-02-28 | 2012-07-25 | 华南理工大学 | Thermo-sensitive chain extender and polyurethane hydrogel with double sensitivity of temperature and pH |
| CN106866923A (en) * | 2017-01-16 | 2017-06-20 | 华南理工大学 | High functionality hydroxyl-terminated polyurethane aqueous dispersion and preparation method and application |
| CN109824850A (en) * | 2019-03-06 | 2019-05-31 | 广东工业大学 | A kind of two-component water-based polyurethane and its preparation method and application |
| CN110835398A (en) * | 2019-11-06 | 2020-02-25 | 桂林理工大学 | A kind of preparation method of rosin-based aqueous polyurethane emulsion |
-
2020
- 2020-05-27 CN CN202010465936.7A patent/CN111607056A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030212192A1 (en) * | 2002-05-08 | 2003-11-13 | San C. Yuan | Non-yellowing polyester coating composition |
| WO2008107568A2 (en) * | 2007-01-31 | 2008-09-12 | Rhodia Operations | Method for preparing polyhydroxy-urethanes |
| CN102604032A (en) * | 2012-02-28 | 2012-07-25 | 华南理工大学 | Thermo-sensitive chain extender and polyurethane hydrogel with double sensitivity of temperature and pH |
| CN106866923A (en) * | 2017-01-16 | 2017-06-20 | 华南理工大学 | High functionality hydroxyl-terminated polyurethane aqueous dispersion and preparation method and application |
| CN109824850A (en) * | 2019-03-06 | 2019-05-31 | 广东工业大学 | A kind of two-component water-based polyurethane and its preparation method and application |
| CN110835398A (en) * | 2019-11-06 | 2020-02-25 | 桂林理工大学 | A kind of preparation method of rosin-based aqueous polyurethane emulsion |
Non-Patent Citations (2)
| Title |
|---|
| CHAO LIU等: "Synthesis of aqueous and hydroxy-terminated polyurethanes: Impacts of formulation parameters by orthogonal matrix design", 《PROGRESS IN ORGANIC COATINGS》 * |
| 郭丽: "含-NCO或-OH聚氨酯水分散体的设计、制备与性能", 《中国硕士学位论文全文数据库 工程科技Ⅰ辑》 * |
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