WO2023237339A1 - Two-component coating composition - Google Patents

Two-component coating composition Download PDF

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Publication number
WO2023237339A1
WO2023237339A1 PCT/EP2023/063920 EP2023063920W WO2023237339A1 WO 2023237339 A1 WO2023237339 A1 WO 2023237339A1 EP 2023063920 W EP2023063920 W EP 2023063920W WO 2023237339 A1 WO2023237339 A1 WO 2023237339A1
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WO
WIPO (PCT)
Prior art keywords
component
composition according
coating
viscosity
mpa
Prior art date
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Ceased
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PCT/EP2023/063920
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French (fr)
Inventor
Tian Xia
Jianping Shen
Junchao ZHENG
Tomokazu Shigemori
Ling Yang
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Covestro Deutschland AG
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Covestro Deutschland AG
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Filing date
Publication date
Priority claimed from CN202210643113.8A external-priority patent/CN117229700A/en
Application filed by Covestro Deutschland AG filed Critical Covestro Deutschland AG
Priority to JP2024571857A priority Critical patent/JP2025518352A/en
Publication of WO2023237339A1 publication Critical patent/WO2023237339A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • C08G18/28—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
    • C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3819—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen
    • C08G18/3821—Carboxylic acids; Esters thereof with monohydroxyl compounds
    • 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
    • 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
    • C08G18/4833—Polyethers containing oxyethylene units
    • 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
    • C08G18/7806—Nitrogen containing -N-C=0 groups
    • C08G18/7818—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups
    • C08G18/7837—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups containing allophanate 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
    • C08G18/70—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
    • 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
    • C08G18/798—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing urethdione groups

Definitions

  • the present invention relates to a two-component coating composition, a coating method and the use of the coating composition, and a product obtained by coating with the coating composition.
  • the technical system that can meet the high construction efficiency requirement is only a methyl methacrylate system.
  • the system has a very high reaction velocity due to the initiator-promoted polymerization of active monomers.
  • the working time can be effectively shortened so as to achieve the effect of improving the efficiency of construction.
  • the methyl methacrylate system has significant safety and environmental problems, such as strong odor and sensitization of the active monomers.
  • CN111655805A discloses a polyester polyol for use in a low VOC polyurethane composition.
  • the polyester polyol is a reaction product of at least one aliphatic polycarboxylic acid, at least one alkoxylated polyol having a functionality of 2 or greater, and one or more polyols other than the alkoxylated polyol.
  • the polyester polyol can be formulated into a polyurethane composition to obtain a polyurethane with low VOC content.
  • CN110746877B provides a UV-cured polyurethane coating, and a preparation method and the use thereof.
  • the coating is composed of : a component A comprising, in parts by weight, 60-80 parts of polyurethaneacrylate, 10-20 parts of an active monomer diluent, 1-20 parts of an amino resin, 0.05-10 parts of a pigment and 10-30 parts of a filler; a component B comprising, in parts by weight, 40-100 parts of an isocyanate and 40-100 parts of a polyol; and a component C which is a photoinitiator.
  • the UV-cured polyurethane coating is cured to form a dense pore-free elastic coating film with high mechanical strength, heat resistance, cold resistance, corrosion resistance and aging resistance.
  • CN109843952 discloses a polyisocyanate composition comprising a low viscosity isocyanate and a polymeric polyol.
  • the polyisocyanate has the characteristics of low viscosity, quick drying and excellent solubility in low-polarity organic solvents.
  • CN1 10418824 provides a polyaspartic acid coating composition comprising an aspartic acid ester compound and a polyisocyanate composition comprising a polyisocyanate obtained from one or two or more diisocyanates selected from the group consisting of aliphatic and/or alicyclic diisocyanates.
  • the purpose of the present invention is to provide a two-component coating composition, a coating method and the use of the coating composition, and a product obtained by coating with the coating composition.
  • the two-component coating composition according to the present invention comprises an A-component and a B-component, wherein the A-component comprises: a) a polyaspartic acid ester having a viscosity of 900 mPa.s to 2000 mPa.s, the viscosity is measured according to DIN 53019; b) a polymer polyol having a molecular weight of 250g/mol to 420 g/mol; c) a surface additive and optionally a pigment filler and optionally a moisture scavenger; the polyaspartic acid ester has a structure of formula I: wherein R 1 and R 2 are each independently selected from methyl, ethyl or butyl; the amount of said polymer polyol is 0.15 wt% to 0.35 wt%, the sum of the weight of said polyaspartic acid ester and the weight of the polymer polyol is 40 wt% to 97 wt%, the above amounts are both
  • a coating composition provided according to the present invention for the protection of a substrate surface or a coating on a substrate surface.
  • a coating method comprising the steps of: the coating composition provided according to the present invention is applied to a substrate surface and subsequently cured and dried.
  • a coated product comprising a substrate and a coating formed by applying a coating composition provided according to the present invention to the substrate, curing and drying.
  • the two-component coating composition of the present invention has high hardness, has the characteristics of long pot life, long available working time and short walk-on time on the premise of meeting the construction requirement of one-through thick coating (the thickness of a dry film reaches 2 mm), and is favorable for improving the coating construction efficiency.
  • the two-component coating composition of the present invention is a solvent- free two-component polyaspartic acid ester coating, which can improve the problems of strong odor and high sensitization of the existing coating, and is a safe coating which is friendly to the environment and occupational health.
  • the present invention provides a two-component coating composition
  • a two-component coating composition comprising an A- component and a B-component
  • the A-component comprises: a) a polyaspartic acid ester having a viscosity of 900 mPa.s to 2000 mPa.s, the viscosity is measured according to DIN 53019; b) a polymer polyol having a molecular weight of 250g/mol to 420 g/mol; C) a surface additive;
  • the polyaspartic acid ester has a structure of formula I: wherein R 1 and R 2 are each independently selected from methyl, ethyl or butyl; the amount of said polymer polyol is 0.15 wt% to 0.35 wt%, the sum of the weight of said polyaspartic acid ester and the weight of the polymer polyol is 40 wt% to 97 wt%, the above amounts are both relative to the total weight of said A-
  • the term two- component refers to a coating composition that contains at least two components that must be stored in separate containers due to their mutual reactivity. When these two separate components are mixed and applied to a substrate, the mutually reactive compounds in the two components react to crosslink and form a cured coating layer.
  • curing and drying refers to a process from a liquid state to a cured state of a liquid coating composition.
  • the solid content of the dispersion of the present invention refers to the content of the solid components in the dispersion or of the active components in the dispersion.
  • the composition preferably has a molar ratio of isocyanate groups to amino groups of 1 to 1.5.
  • the two-component coating composition has an organic solvent content of less than 60 g/L.
  • the two-component coating composition is most preferably a solvent-free two-component coating composition.
  • the sum of the weight of said polyaspartic acid ester and the weight of the polymer polyol is preferably 40 wt% to 90 wt%, most preferably 40 wt% to 46 wt%, the above amounts are both relative to the total weight of said A-component.
  • said R 1 and R 2 are each independently ethyl.
  • the polyaspartic acid ester has an amine value of preferably 150mg KOH/g to 250mg KOH/g, and the amine value is measured according to 2011-0605401-05D.
  • the polyaspartic acid ester has an amino equivalence of preferably 200 to 300.
  • the polyaspartic acid ester has a solid content of preferably 100 wt%.
  • polymer polyol is understood to mean “polymeric polyol”.
  • the polymer polyol has a molecular weight of preferably 320 g/mol to 420 g/mol.
  • the hydroxy value of the polymer polyol the hydroxy content of the polymer polyol* 100*33, and the hydroxy content of the polymer polyol is determined according to DIN 53240/2.
  • the acid number of the polymer polyol is determined according to the standard of DIN EN ISO 2114.
  • the polymer polyol has a solid content of preferably 100 wt%.
  • Said polymer polyol has a hydroxy functionality of preferably not less than 2, most preferably 2 to 3.
  • the polymer polyol has a hydroxy content of preferably 8 wt% to 16 wt%, relative to the total weight of the polymer polyol.
  • the amount of the polymer polyol is preferably 0.2 wt% to 0.3 wt%, relative to the total weight of the A-component.
  • Said polymer polyol is preferably one or more of the following: polyester polyols and polyethylene glycols.
  • Component c) comprises a surface additive and optionally a pigment filler and optionally a moisture scavenger.
  • the surface additive is preferably one or more of the following: a dispersant, a defoamer, and a wetting and leveling agent.
  • the amount of the surface additive is preferably 0.1 wt% to 3 wt%, relative to the total weight of the A-component.
  • the dispersant is preferably BYK111 produced by Byk chemical company of Germany.
  • the defoamer is preferably BYK1799 produced by Byk chemical company of Germany.
  • the wetting and leveling agent is preferably BYK320 produced by Byk chemical company of Germany.
  • the pigment filler is preferably a mixture of barium sulfate and titanium white powder.
  • the titanium white powder is preferably rutile-type titanium dioxide R706 produced by Chemours company of the U.S.A.
  • the barium sulfate is preferably barium sulfate that is prepared by Sachtleben Chemie GmbH of Germany and has a fineness of 6000 mesh.
  • the moisture scavenger is preferably a SYLOSIV A4 molecular sieve produced by Grace Company of the U.S.A.
  • the amount of pigment filler is preferably not more than 60 wt%, most preferably 35 wt% to 45 wt%, relative to the total weight of the A-component.
  • the amount of the moisture scavenger is preferably not more than 10 wt%, most preferably 4 wt% to 6 wt%, relative to the total weight of the A-component.
  • the polyisocyanate contained in the B-component can be one polyisocyanate or a mixture of polyisocyanates.
  • the polyisocyanate is preferably an uretdione, an allophanate, an isocyanurate based on the polymerization of aliphatic and/or alicyclic diisocyanates, or a mixture thereof.
  • the aliphatic diisocyanate is preferably one or more of the following: hexamethylene diisocyanate (HDI), 2,2-dimethylpentamethylene diisocyanate, 2,2,4- trimethylhexamethylene diisocyanate, butylene diisocyanate, l,3-butadiene-l,4- diisocyanate, 2,4,4-trimethyl-l,6-hexamethylene diisocyanate, bis(isocyanatoethyl) carbonate, bis(isocyanatoethyl) ether and lysine methyl ester diisocyanate, most preferably hexamethylene diisocyanate.
  • HDI hexamethylene diisocyanate
  • 2,2-dimethylpentamethylene diisocyanate 2,2,4- trimethylhexamethylene diisocyanate
  • butylene diisocyanate l,3-butadiene-l,4- diisocyanate
  • the alicyclic isocyanate is preferably one or more of the following: isophorone diisocyanate (IPDI), isomeric bis(4,4'-isocyanatocyclohexyl)methane or mixtures thereof of any isomer content, 1,4-cyclohexylene diisocyanate, l,3-bis(isocyanatomethyl)benzene (XDI), 1,3- and/or l,4-bis(2-isocyanatoprop-2-yl)benzene (TMXDI), norbomane diisocyanate (NBDI), hydrogenated xylylene diisocyanate (HeXDI), 1,4-cyclohexyl diisocyanate (HePPDI), 1,5- pentamethylene diisocyanate (PDI) and dicyclohexylmethane diisocyanate.
  • the polyisocyanate is most preferably an uretdione, an allophanate, an isocyan
  • the poly isocyanate of the B-component preferably has an isocyanate functionality of more than 2 and less than 3, most preferably 2.5.
  • the polyisocyanate of the B-component has a viscosity of most preferably 100 mPa.s to 560 mPa.s, the viscosity is measured according to DIN EN ISO 3219/A.3 at the test temperature of 23°C and the shear rate of 10 s' 1 with the selected rotor of MV-DIN.
  • the polyisocyanate of the B-component has a solid content of preferably 100 wt%, relative to the total weight of the B-component.
  • the polyisocyanate of the B-component has an isocyanate group content of preferably 18 wt% to 22 wt%, relative to the total weight of the polyisocyanate.
  • the substrate may be artificial stone, wood, artificial wood, marble, terrazzo, ceramic, linoleum, metal, mineral material, plastic, rubber, concrete, composite board, paper, leather or glass.
  • the substrate may be pretreated, preferably by sanding or coating.
  • the application can be a method well known to those skilled in the art, such as blade coating, dip coating, brush coating, roller coating, spray coating, or curtain coating.
  • the coated product is preferably a floor.
  • the thickness of the coating is preferably 1 mm to 3 mm.
  • the coating layer can be of a monolayer or a multilayer. Examples
  • the analysis and measurement according to the present invention is carried out at a temperature of 25 ⁇ 2°C and a humidity of 60 ⁇ 10%, unless otherwise stated.
  • the isocyanate group (NCO) content is volumetrically measured in accordance with DIN-EN ISO 11909, and the measured data comprises the free and potentially free NCO content.
  • the isocyanate functionality is determined according to GPC.
  • the amino group content is determined according to AFAM 2011-06054.
  • the viscosity of the polyaspartic acid ester is measured according to DIN 53019.
  • the viscosity of the polyisocyanate is measured according to DIN EN ISO 3219/A.3 at the test temperature of 23°C and the shear rate of 10 s' 1 with the selected rotor of MV- DIN. Pot life of the two-component coating composition: starting from the 3 rd minute after the A- component and the B-component are mixed, the viscosity of the system is continuously measured with a Brookfield rotor viscometer (64 # rotor, rotation speed of 20rpm, environment temperature of 23°C and environment humidity of 50%) until the viscosity reaches 10000 mPa.s to 12000 mPa.s, and the measuring is terminated and the time is recorded as the pot life; if the viscosity does not reach 10000 mPa.s within the continous measurement period of 50 minutes after mixing, the measurement is terminated and a pot life of 50 minutes is recorded.
  • the qualified pot life is 10 minutes or more.
  • Working able time the A-component and the B-component are mixed to obtain a two- component coating composition; a proper amount of the composition is poured on a stainless steel iron plate, the coating is leveled with a 2 mm sawtooth scraper, and the surface of the coating is defoamed with a defoaming roller every 5 minutes, and if the rolling mark of the defoaming roller cannot be eliminated, the operation is stopped and the duration is recorded as the available working time of the coating composition.
  • the qualified working able time is 10 minutes or more.
  • Walk-on time the A-component and the B-component are mixed to obtain a two-component coating composition, a proper amount of the coating composition is poured into a circular PE plastic mold with a diameter of 7.5cm to form a 2 mm-thick coating film, the coating film is pressed with a thumb and a nail at a pressure of 3 kg every 30 minutes and checked, if no obvious collapse is formed after pressing the coating film or the collapse can be recovered by itself within 10 seconds, the operation is stopped and the duration is recorded as the walk-on time.
  • the qualified walk-on time is 3 hours or less.
  • Hardness it is measured in accordance with JIS K6253 (Shore D). The qualified hardness is 70 or more.
  • Desmophen® NH 1420 a poly aspartic acid ester with a solid content of 100 wt%, an amino group functionality of 2.0, an amino equivalence of 279, and a viscosity of 900- 2000 mPa.s (25°C), commercially available from Covestro AG, Germany.
  • Desmophen® NH 1220 a polyaspartic acid ester with a solid content of 100 wt%, an amino group functionality of 2.0, an amino equivalence of 234, and a viscosity of ⁇ 100 mPa.s (25°C), commercially available from Covestro AG, Germany.
  • Desmophen® NH 1520 a polyaspartic acid ester with a solid content of 100 wt%, an amino group functionality of 2.0, an amino equivalence of 290, and a viscosity of 800- 2000 mPa.s (25°C), commercially available from Covestro AG, Germany.
  • Desmophen® NH 2850 a polyaspartic acid ester with a solid content of 100 wt%, an amino equivalence of 295, and a viscosity of > 80 mPa.s (25°C), commercially available from Covestro AG, Germany.
  • Desmodur® N 3400 an HDI-based aliphatic uretdione with a solid content of 100 wt%, an NCO content of 21.8 wt%, an HDI monomer content of less than 0.3 wt%, an isocyanate functionality of 2.5, and a viscosity of about 175 mPa s (23°C), commercially available from Covestro AG.
  • Desmodur® N 31100 an HDI-based aliphatic trimer and allophanate with a solid content of 100 wt%, an NCO content of 19.5 wt%, an HDI monomer content of less than 0.1 wt%, an isocyanate functionality of 2.5, and a viscosity of about 500 mPa s (23°C), commercially available from Covestro AG.
  • Desmodur® N 3600 an HDI-based aliphatic trimer with a solid content of 100 wt%, an NCO equivalence of 183, an NCO content of 23.0 wt%, an HDI monomer content of less than 0.25 wt%, an isocyanate functionality of 3.2, a viscosity of 1200 mPa s (23 °C), commercially available from Covestro AG.
  • Desmodur® N 3900 an HDI-based aliphatic trimer with a solid content of 100 wt%, an NCO content of 23.5 wt%, an HDI monomer content of less than 0.25 wt%, an isocyanate functionality of 3.2, a viscosity of about 730 mPa s (23°C), commercially available from Covestro AG.
  • DISPERBYK 111 an acidic group-containing copolymer, wetting and dispering agent, commercially available from Byk Chemistry.
  • BYK1799 a mixture of defoaming polysiloxane and hydrophobic particles, defoamer, commercially available from Byk Chemistry.
  • BYK320 a polyether modified polymethylalkyl siloxane solution, wetting and leveling agent, commercially available from Byk Chemistry.
  • BaSC a pigment filler, 6000 mesh, commercially available from Sachtleben.
  • R706 a titanium white powder, pigment filler, commercially available from Chemours.
  • SYLOSIV A4 a moisture scavenger, a molecular sieve, commercially available from Grace.
  • BDO butanediol with a hydroxyl content of 37.8%, a hydroxy functionality of 2, and a calculated molecular weight of 90 g/mol, commercially available from Sinopharm Chemical Reagent Co., Ltd.
  • Desm ophen® VP LS 2249/1 a polyester polyol with a solid content of 100 wt%, a hydroxy content of 15.5 wt%, a hydroxy functionality of 3, a calculated molecular weight of 329 g/mol, commercially available from Covestro Co. Ltd.
  • Desmophen® 850 a polyester polyol with a solid content of 100 wt%, a hydroxy content of 8.5 wt%, a hydroxy functionality of 2, a calculated molecular weight of 400 g/mol, commercially available from Covestro Co. Ltd.
  • Desmophen® 1380 BT a poly ether glycol with a solid content of 100 wt%, a hydroxy content of 11.7 wt%, a hydroxy functionality of 3, a calculated molecular weight of 436 g/mol, commercially available from Covestro Co. Ltd.
  • Desmophen® C 1100 a poly caprolactone modified straight-chain aliphatic polycarbonate polyol with a solid content of 100 wt%, a hydroxy content of 3.3 wt%, a hydroxy functionality of 2, a calculated molecular weight of 1030 g/mol, commercially available from Covestro Co. Ltd.
  • Desmophen®3170 a polyether glycol based on polypropylene oxide and polyethylene oxide, with a hydroxy content of 3.0 wt%, a hydroxy functionality of 6, a calculated molecular weight of 3400g /mol, commercially available from Covestro Co. Ltd.
  • PEG200 a polyethylene glycol with a hydroxy content of 17 wt%, a hydroxy functionality of 2, a calculated molecular weight of 200g /mol, commercially available from Sinopharm Chemical Reagent Co., Ltd.
  • PEG400 a polyethylene glycol with a hydroxy content of 8.5 wt%, a hydroxy functionality of 2, a calculated molecular weight of 400g /mol, commercially available from Sinopharm Chemical Reagent Co., Ltd.
  • PEG600 a polyethylene glycol with a hydroxy content of 5.66 wt%, a hydroxy functionality of 2, a calculated molecular weight of 600g /mol, commercially available from Sinopharm Chemical Reagent Co., Ltd.
  • Formulation of A-component according to the amounts shown in Table 1, polyaspartic acid ester was added and stirred at a speed of 1000-2000 rpm, a polymer polyol and a surface additive were added and continously stirred for 5-10 minutes at a speed of 1000-2000 rpm, and a pigment filler and a moisture scavenger were added and continously stirred for 15-30 minutes at a speed of 1500-2500 rpm to obtain the A-component.
  • Formulation of B-component when a single polyisocyanate is used as the B-component, the as-supplied form is used, that is to say, no additional formulation was necessary. When a plurality of polyisocyanates were compounded for use, a plurality of polyisocyanates were sequentially added and stirred for 5-10 minutes at a speed of 500-1000 rpm to obtain the B- component.
  • Table 1 showed the components of the two-component coating compositions of Examples 1 to 7 and Comparative Examples 1 to 14 and the results for the property tests of the compositions.
  • the molecular weights of the polymer polyols contained in the two-component coating compositions of Comparative Examples 1-6 were less than 250 g/mol or greater than 420 g/mol, and the coating compositions could not compromise the pot life, the available working time and the walk-on time.
  • Example 1 Comparing Example 1 and Comparative Examples 7 to 8, when the contents of the polymer polyols in the two-component coating compositions were 0.135 wt% and 0.405 wt%, the coating compositions had long walk-on time or short available working time.
  • Table 1 Components of the compositions of Examples 1 to 7 and Comparative Examples 1 to 14 and the test results for the compositions and the coatings thereof

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Application Of Or Painting With Fluid Materials (AREA)
  • Laminated Bodies (AREA)
  • Paints Or Removers (AREA)

Abstract

The present invention relates to a two-component coating composition, a method of applying the composition and the use thereof, and a product obtained by coating with the coating composition. The coating composition comprises an A-component and a B-component, wherein the A-component comprises polyaspartic acid ester, polymer polyol and surface additive, and the B-component comprises polyisocyanate, and the composition has a molar ratio of isocyanate groups to amino groups of 0.2 to 5. The two-component coating composition provided by the present invention has the advantages of long pot life, long working able time, short walk-on time and high hardness.

Description

Two-component coating composition
Technical Field
The present invention relates to a two-component coating composition, a coating method and the use of the coating composition, and a product obtained by coating with the coating composition.
Background Technology
With the continuous decrease of the number of workers in the construction industry, the construction industry faces the problem of labor shortage, so that new technologies capable of improving the construction efficiency are urgently needed in the construction market including the construction floor market to make up the problem caused by the labor shortage.
In the current construction floor market, the technical system that can meet the high construction efficiency requirement is only a methyl methacrylate system. The system has a very high reaction velocity due to the initiator-promoted polymerization of active monomers. Compared with the traditional epoxy and polyurethane systems, the working time can be effectively shortened so as to achieve the effect of improving the efficiency of construction. However, the methyl methacrylate system has significant safety and environmental problems, such as strong odor and sensitization of the active monomers.
CN111655805A discloses a polyester polyol for use in a low VOC polyurethane composition. The polyester polyol is a reaction product of at least one aliphatic polycarboxylic acid, at least one alkoxylated polyol having a functionality of 2 or greater, and one or more polyols other than the alkoxylated polyol. The polyester polyol can be formulated into a polyurethane composition to obtain a polyurethane with low VOC content.
CN110746877B provides a UV-cured polyurethane coating, and a preparation method and the use thereof. The coating is composed of : a component A comprising, in parts by weight, 60-80 parts of polyurethaneacrylate, 10-20 parts of an active monomer diluent, 1-20 parts of an amino resin, 0.05-10 parts of a pigment and 10-30 parts of a filler; a component B comprising, in parts by weight, 40-100 parts of an isocyanate and 40-100 parts of a polyol; and a component C which is a photoinitiator. The UV-cured polyurethane coating is cured to form a dense pore-free elastic coating film with high mechanical strength, heat resistance, cold resistance, corrosion resistance and aging resistance.
CN109843952 discloses a polyisocyanate composition comprising a low viscosity isocyanate and a polymeric polyol. The polyisocyanate has the characteristics of low viscosity, quick drying and excellent solubility in low-polarity organic solvents.
CN1 10418824 provides a polyaspartic acid coating composition comprising an aspartic acid ester compound and a polyisocyanate composition comprising a polyisocyanate obtained from one or two or more diisocyanates selected from the group consisting of aliphatic and/or alicyclic diisocyanates.
Summary of the Invention
The purpose of the present invention is to provide a two-component coating composition, a coating method and the use of the coating composition, and a product obtained by coating with the coating composition.
The two-component coating composition according to the present invention comprises an A-component and a B-component, wherein the A-component comprises: a) a polyaspartic acid ester having a viscosity of 900 mPa.s to 2000 mPa.s, the viscosity is measured according to DIN 53019; b) a polymer polyol having a molecular weight of 250g/mol to 420 g/mol; c) a surface additive and optionally a pigment filler and optionally a moisture scavenger; the polyaspartic acid ester has a structure of formula I:
Figure imgf000003_0001
wherein R1 and R2 are each independently selected from methyl, ethyl or butyl; the amount of said polymer polyol is 0.15 wt% to 0.35 wt%, the sum of the weight of said polyaspartic acid ester and the weight of the polymer polyol is 40 wt% to 97 wt%, the above amounts are both relative to the total weight of said A-component; the B-component comprises a polyisocyanate, which is an uretdione, an allophanate, an isocyanurate based on the polymerization of aliphatic and/or alicyclic diisocyanates, or a mixture thereof, wherein the polyisocyanate has a viscosity of 80 mPa.s to 580 mPa.s, the viscosity is measured according to DIN EN ISO 3219/A.3 at the test temperature of 23 °C and the shear rate of 10 s'1 with the selected rotor of MV-DIN; the composition has a molar ratio of isocyanate groups to amino groups of 0.2 to 5.
According to one aspect of the present invention, there is provided the use of a coating composition provided according to the present invention for the protection of a substrate surface or a coating on a substrate surface.
According to another aspect of the present invention, there is provided a coating method comprising the steps of: the coating composition provided according to the present invention is applied to a substrate surface and subsequently cured and dried.
According to another aspect of the present invention, there is provided a coated product, comprising a substrate and a coating formed by applying a coating composition provided according to the present invention to the substrate, curing and drying.
The two-component coating composition of the present invention has high hardness, has the characteristics of long pot life, long available working time and short walk-on time on the premise of meeting the construction requirement of one-through thick coating (the thickness of a dry film reaches 2 mm), and is favorable for improving the coating construction efficiency.
In addition, the two-component coating composition of the present invention is a solvent- free two-component polyaspartic acid ester coating, which can improve the problems of strong odor and high sensitization of the existing coating, and is a safe coating which is friendly to the environment and occupational health. Detailed description
The present invention provides a two-component coating composition comprising an A- component and a B-component, wherein the A-component comprises: a) a polyaspartic acid ester having a viscosity of 900 mPa.s to 2000 mPa.s, the viscosity is measured according to DIN 53019; b) a polymer polyol having a molecular weight of 250g/mol to 420 g/mol; C) a surface additive; the polyaspartic acid ester has a structure of formula I:
Figure imgf000005_0001
wherein R1 and R2 are each independently selected from methyl, ethyl or butyl; the amount of said polymer polyol is 0.15 wt% to 0.35 wt%, the sum of the weight of said polyaspartic acid ester and the weight of the polymer polyol is 40 wt% to 97 wt%, the above amounts are both relative to the total weight of said A-component; the B-component comprises a polyisocyanate, which is an uretdione, an allophanate, an isocyanurate based on the polymerization of aliphatic and/or alicyclic diisocyanates, or a mixture thereof, wherein the polyisocyanate has a viscosity of 80 mPa.s to 580 mPa.s, the viscosity is measured according to DIN EN ISO 3219/A.3 at the test temperature of 23 °C and the shear rate of 10 s'1 with the selected rotor of MV-DIN; the composition has a molar ratio of isocyanate groups to amino groups of 0.2 to 5. The present invention also provides a method of coating the two- component coating composition and the use of the composition, and a product obtained by coating with the coating composition.
With respect to the two-component coating composition used herein, the term two- component refers to a coating composition that contains at least two components that must be stored in separate containers due to their mutual reactivity. When these two separate components are mixed and applied to a substrate, the mutually reactive compounds in the two components react to crosslink and form a cured coating layer.
The term "curing and drying" as used herein refers to a process from a liquid state to a cured state of a liquid coating composition. The solid content of the dispersion of the present invention refers to the content of the solid components in the dispersion or of the active components in the dispersion.
Two-component coating composition
The composition preferably has a molar ratio of isocyanate groups to amino groups of 1 to 1.5.
The two-component coating composition has an organic solvent content of less than 60 g/L. The two-component coating composition is most preferably a solvent-free two-component coating composition.
A-component
The sum of the weight of said polyaspartic acid ester and the weight of the polymer polyol is preferably 40 wt% to 90 wt%, most preferably 40 wt% to 46 wt%, the above amounts are both relative to the total weight of said A-component.
Polyaspartic acid ester a)
Most preferably, said R1 and R2 are each independently ethyl.
The polyaspartic acid ester has an amine value of preferably 150mg KOH/g to 250mg KOH/g, and the amine value is measured according to 2011-0605401-05D.
The polyaspartic acid ester has an amino equivalence of preferably 200 to 300.
The polyaspartic acid ester has a solid content of preferably 100 wt%.
Polymer polyol b)
In the context of the present invention the term “polymer polyol” is understood to mean "polymeric polyol".
The polymer polyol has a molecular weight of preferably 320 g/mol to 420 g/mol.
The molecular weight is calculated as follows: the molecular weight=56.1 >< 1000xf/(the hydroxyl value of polymer polyol + the acid number of polymer polyol), wherein 56.1 is the molecular weight of KOH and f is the functionality of the polymer polyol. The hydroxy value of the polymer polyol=the hydroxy content of the polymer polyol* 100*33, and the hydroxy content of the polymer polyol is determined according to DIN 53240/2. The acid number of the polymer polyol is determined according to the standard of DIN EN ISO 2114.
The polymer polyol has a solid content of preferably 100 wt%.
Said polymer polyol has a hydroxy functionality of preferably not less than 2, most preferably 2 to 3.
The polymer polyol has a hydroxy content of preferably 8 wt% to 16 wt%, relative to the total weight of the polymer polyol.
The amount of the polymer polyol is preferably 0.2 wt% to 0.3 wt%, relative to the total weight of the A-component.
Said polymer polyol is preferably one or more of the following: polyester polyols and polyethylene glycols.
Component c): Surface additive, pigment filler, moisture scavenger
Component c) comprises a surface additive and optionally a pigment filler and optionally a moisture scavenger.
The surface additive is preferably one or more of the following: a dispersant, a defoamer, and a wetting and leveling agent.
The amount of the surface additive is preferably 0.1 wt% to 3 wt%, relative to the total weight of the A-component.
The dispersant is preferably BYK111 produced by Byk chemical company of Germany.
The defoamer is preferably BYK1799 produced by Byk chemical company of Germany.
The wetting and leveling agent is preferably BYK320 produced by Byk chemical company of Germany.
The pigment filler is preferably a mixture of barium sulfate and titanium white powder. The titanium white powder is preferably rutile-type titanium dioxide R706 produced by Chemours company of the U.S.A.
The barium sulfate is preferably barium sulfate that is prepared by Sachtleben Chemie GmbH of Germany and has a fineness of 6000 mesh.
The moisture scavenger is preferably a SYLOSIV A4 molecular sieve produced by Grace Company of the U.S.A.
The amount of pigment filler is preferably not more than 60 wt%, most preferably 35 wt% to 45 wt%, relative to the total weight of the A-component.
The amount of the moisture scavenger is preferably not more than 10 wt%, most preferably 4 wt% to 6 wt%, relative to the total weight of the A-component.
B-component
The polyisocyanate contained in the B-component can be one polyisocyanate or a mixture of polyisocyanates.
The polyisocyanate is preferably an uretdione, an allophanate, an isocyanurate based on the polymerization of aliphatic and/or alicyclic diisocyanates, or a mixture thereof.
The aliphatic diisocyanate is preferably one or more of the following: hexamethylene diisocyanate (HDI), 2,2-dimethylpentamethylene diisocyanate, 2,2,4- trimethylhexamethylene diisocyanate, butylene diisocyanate, l,3-butadiene-l,4- diisocyanate, 2,4,4-trimethyl-l,6-hexamethylene diisocyanate, bis(isocyanatoethyl) carbonate, bis(isocyanatoethyl) ether and lysine methyl ester diisocyanate, most preferably hexamethylene diisocyanate.
The alicyclic isocyanate is preferably one or more of the following: isophorone diisocyanate (IPDI), isomeric bis(4,4'-isocyanatocyclohexyl)methane or mixtures thereof of any isomer content, 1,4-cyclohexylene diisocyanate, l,3-bis(isocyanatomethyl)benzene (XDI), 1,3- and/or l,4-bis(2-isocyanatoprop-2-yl)benzene (TMXDI), norbomane diisocyanate (NBDI), hydrogenated xylylene diisocyanate (HeXDI), 1,4-cyclohexyl diisocyanate (HePPDI), 1,5- pentamethylene diisocyanate (PDI) and dicyclohexylmethane diisocyanate. The polyisocyanate is most preferably an uretdione, an allophanate, an isocyanurate based on the polymerization of hexamethylene diisocyanate, or a mixture thereof.
The poly isocyanate of the B-component preferably has an isocyanate functionality of more than 2 and less than 3, most preferably 2.5.
The polyisocyanate of the B-component has a viscosity of most preferably 100 mPa.s to 560 mPa.s, the viscosity is measured according to DIN EN ISO 3219/A.3 at the test temperature of 23°C and the shear rate of 10 s'1 with the selected rotor of MV-DIN.
The polyisocyanate of the B-component has a solid content of preferably 100 wt%, relative to the total weight of the B-component.
The polyisocyanate of the B-component has an isocyanate group content of preferably 18 wt% to 22 wt%, relative to the total weight of the polyisocyanate.
Use
Substrate
The substrate may be artificial stone, wood, artificial wood, marble, terrazzo, ceramic, linoleum, metal, mineral material, plastic, rubber, concrete, composite board, paper, leather or glass.
The substrate may be pretreated, preferably by sanding or coating.
Coating method
The application can be a method well known to those skilled in the art, such as blade coating, dip coating, brush coating, roller coating, spray coating, or curtain coating.
Coated product
The coated product is preferably a floor.
The thickness of the coating is preferably 1 mm to 3 mm.
The coating layer can be of a monolayer or a multilayer. Examples
Unless defined otherwise, all technical and scientific terms used herein have the same meanings as commonly understood by those skilled in the art to which this invention belongs. To the extent that the definitions of terms used in this specification conflict with meanings commonly understood by those skilled in the art to which this invention belongs, the definitions set forth herein prevail.
Unless otherwise indicated, all numbers expressing quantities of ingredients, reaction conditions, and the like used in the specification and claims are to be understood as being modified by the term "about". Accordingly, unless indicated to the contrary, the numerical parameters set forth herein are approximations that can vary depending upon the desired properties to be obtained.
The expression "and/or" as used herein means one or all of the mentioned elements.
The use of "comprise" and "contain" herein encompasses the presence of the mentioned elements alone and the presence of other elements not mentioned in addition to the mentioned elements.
All percentages in the present invention are by weight unless otherwise stated.
The analysis and measurement according to the present invention is carried out at a temperature of 25±2°C and a humidity of 60±10%, unless otherwise stated.
The isocyanate group (NCO) content is volumetrically measured in accordance with DIN-EN ISO 11909, and the measured data comprises the free and potentially free NCO content.
The isocyanate functionality is determined according to GPC.
The amino group content is determined according to AFAM 2011-06054.
The viscosity of the polyaspartic acid ester is measured according to DIN 53019.
The viscosity of the polyisocyanate is measured according to DIN EN ISO 3219/A.3 at the test temperature of 23°C and the shear rate of 10 s'1 with the selected rotor of MV- DIN. Pot life of the two-component coating composition: starting from the 3rd minute after the A- component and the B-component are mixed, the viscosity of the system is continuously measured with a Brookfield rotor viscometer (64 # rotor, rotation speed of 20rpm, environment temperature of 23°C and environment humidity of 50%) until the viscosity reaches 10000 mPa.s to 12000 mPa.s, and the measuring is terminated and the time is recorded as the pot life; if the viscosity does not reach 10000 mPa.s within the continous measurement period of 50 minutes after mixing, the measurement is terminated and a pot life of 50 minutes is recorded. The qualified pot life is 10 minutes or more.
Working able time: the A-component and the B-component are mixed to obtain a two- component coating composition; a proper amount of the composition is poured on a stainless steel iron plate, the coating is leveled with a 2 mm sawtooth scraper, and the surface of the coating is defoamed with a defoaming roller every 5 minutes, and if the rolling mark of the defoaming roller cannot be eliminated, the operation is stopped and the duration is recorded as the available working time of the coating composition. The qualified working able time is 10 minutes or more.
Walk-on time: the A-component and the B-component are mixed to obtain a two-component coating composition, a proper amount of the coating composition is poured into a circular PE plastic mold with a diameter of 7.5cm to form a 2 mm-thick coating film, the coating film is pressed with a thumb and a nail at a pressure of 3 kg every 30 minutes and checked, if no obvious collapse is formed after pressing the coating film or the collapse can be recovered by itself within 10 seconds, the operation is stopped and the duration is recorded as the walk-on time. The qualified walk-on time is 3 hours or less.
Hardness: it is measured in accordance with JIS K6253 (Shore D). The qualified hardness is 70 or more.
Raw materials and reagents
Desmophen® NH 1420: a poly aspartic acid ester with a solid content of 100 wt%, an amino group functionality of 2.0, an amino equivalence of 279, and a viscosity of 900- 2000 mPa.s (25°C), commercially available from Covestro AG, Germany. Desmophen® NH 1220: a polyaspartic acid ester with a solid content of 100 wt%, an amino group functionality of 2.0, an amino equivalence of 234, and a viscosity of < 100 mPa.s (25°C), commercially available from Covestro AG, Germany.
Desmophen® NH 1520: a polyaspartic acid ester with a solid content of 100 wt%, an amino group functionality of 2.0, an amino equivalence of 290, and a viscosity of 800- 2000 mPa.s (25°C), commercially available from Covestro AG, Germany.
Desmophen® NH 2850: a polyaspartic acid ester with a solid content of 100 wt%, an amino equivalence of 295, and a viscosity of > 80 mPa.s (25°C), commercially available from Covestro AG, Germany.
Desmodur® N 3400: an HDI-based aliphatic uretdione with a solid content of 100 wt%, an NCO content of 21.8 wt%, an HDI monomer content of less than 0.3 wt%, an isocyanate functionality of 2.5, and a viscosity of about 175 mPa s (23°C), commercially available from Covestro AG.
Desmodur® N 31100: an HDI-based aliphatic trimer and allophanate with a solid content of 100 wt%, an NCO content of 19.5 wt%, an HDI monomer content of less than 0.1 wt%, an isocyanate functionality of 2.5, and a viscosity of about 500 mPa s (23°C), commercially available from Covestro AG.
Desmodur® N 3600: an HDI-based aliphatic trimer with a solid content of 100 wt%, an NCO equivalence of 183, an NCO content of 23.0 wt%, an HDI monomer content of less than 0.25 wt%, an isocyanate functionality of 3.2, a viscosity of 1200 mPa s (23 °C), commercially available from Covestro AG.
Desmodur® N 3900: an HDI-based aliphatic trimer with a solid content of 100 wt%, an NCO content of 23.5 wt%, an HDI monomer content of less than 0.25 wt%, an isocyanate functionality of 3.2, a viscosity of about 730 mPa s (23°C), commercially available from Covestro AG.
DISPERBYK 111 : an acidic group-containing copolymer, wetting and dispering agent, commercially available from Byk Chemistry.
BYK1799: a mixture of defoaming polysiloxane and hydrophobic particles, defoamer, commercially available from Byk Chemistry. BYK320: a polyether modified polymethylalkyl siloxane solution, wetting and leveling agent, commercially available from Byk Chemistry.
BaSC : a pigment filler, 6000 mesh, commercially available from Sachtleben.
R706: a titanium white powder, pigment filler, commercially available from Chemours.
SYLOSIV A4: a moisture scavenger, a molecular sieve, commercially available from Grace.
BDO: butanediol with a hydroxyl content of 37.8%, a hydroxy functionality of 2, and a calculated molecular weight of 90 g/mol, commercially available from Sinopharm Chemical Reagent Co., Ltd.
Desm ophen® VP LS 2249/1 : a polyester polyol with a solid content of 100 wt%, a hydroxy content of 15.5 wt%, a hydroxy functionality of 3, a calculated molecular weight of 329 g/mol, commercially available from Covestro Co. Ltd.
Desmophen® 850: a polyester polyol with a solid content of 100 wt%, a hydroxy content of 8.5 wt%, a hydroxy functionality of 2, a calculated molecular weight of 400 g/mol, commercially available from Covestro Co. Ltd.
Desmophen® 1380 BT: a poly ether glycol with a solid content of 100 wt%, a hydroxy content of 11.7 wt%, a hydroxy functionality of 3, a calculated molecular weight of 436 g/mol, commercially available from Covestro Co. Ltd.
Desmophen® C 1100 : a poly caprolactone modified straight-chain aliphatic polycarbonate polyol with a solid content of 100 wt%, a hydroxy content of 3.3 wt%, a hydroxy functionality of 2, a calculated molecular weight of 1030 g/mol, commercially available from Covestro Co. Ltd.
Desmophen®3170: a polyether glycol based on polypropylene oxide and polyethylene oxide, with a hydroxy content of 3.0 wt%, a hydroxy functionality of 6, a calculated molecular weight of 3400g /mol, commercially available from Covestro Co. Ltd.
PEG200: a polyethylene glycol with a hydroxy content of 17 wt%, a hydroxy functionality of 2, a calculated molecular weight of 200g /mol, commercially available from Sinopharm Chemical Reagent Co., Ltd. PEG400: a polyethylene glycol with a hydroxy content of 8.5 wt%, a hydroxy functionality of 2, a calculated molecular weight of 400g /mol, commercially available from Sinopharm Chemical Reagent Co., Ltd.
PEG600: a polyethylene glycol with a hydroxy content of 5.66 wt%, a hydroxy functionality of 2, a calculated molecular weight of 600g /mol, commercially available from Sinopharm Chemical Reagent Co., Ltd.
The above-mentioned molecular weights of the polymer polyols are calculated as follows: the molecular weight=56.1 x l000xf /(the hydroxyl value of polymer polyol + the acid number of polymer polyol), wherein 56.1 is the molecular weight of KOH and f is the functionality of the polymer polyol, taking Desmophen® VP LS 2249/1 as an example, the hydroxy value = 33 * the hydroxy content of Desmophen® VP LS 2249/1 * 100 = 33 *15.5%* 100 = 511.5, the acid number is 0, the calculated molecular weight of Desmophen® VP LS 2249/1=56.1* 1000*3/(511.5+0)=329g/mol.
The process for preparing a coating composition
Formulation of A-component: according to the amounts shown in Table 1, polyaspartic acid ester was added and stirred at a speed of 1000-2000 rpm, a polymer polyol and a surface additive were added and continously stirred for 5-10 minutes at a speed of 1000-2000 rpm, and a pigment filler and a moisture scavenger were added and continously stirred for 15-30 minutes at a speed of 1500-2500 rpm to obtain the A-component.
Formulation of B-component: when a single polyisocyanate is used as the B-component, the as-supplied form is used, that is to say, no additional formulation was necessary. When a plurality of polyisocyanates were compounded for use, a plurality of polyisocyanates were sequentially added and stirred for 5-10 minutes at a speed of 500-1000 rpm to obtain the B- component.
The B-component and the A-component were mixed and formulated according to the NCO/NH proportions shown in Table 1 and stirred at a speed of 2000 rpm for 2 minutes to obtain two-component coating compositions of examples and comparative examples. Examples 1 to 7 and Comparative Examples 1 to 14
Table 1 showed the components of the two-component coating compositions of Examples 1 to 7 and Comparative Examples 1 to 14 and the results for the property tests of the compositions.
It could be seen from Examples 1-7 that the two-component coating compositions of the present invention had long pot life, long available working time, short walk-on time and high hardness.
The molecular weights of the polymer polyols contained in the two-component coating compositions of Comparative Examples 1-6 were less than 250 g/mol or greater than 420 g/mol, and the coating compositions could not compromise the pot life, the available working time and the walk-on time.
Comparing Example 1 and Comparative Examples 7 to 8, when the contents of the polymer polyols in the two-component coating compositions were 0.135 wt% and 0.405 wt%, the coating compositions had long walk-on time or short available working time.
Comparing Examples 4 to 6 with Comparative Examples 9 to 11, when the viscosities of the polyisocyanates of the B-component of the two-component coating compositions were less than 80 mPa.s or more than 580 mPa.s, the coating compositions had short pot life and short available working time.
Comparing Example 7 with Comparative Examples 12 to 14, when the polyaspartic acid ester in the A-component of the two-component coating composition of the comparative example did not have the structure of formula I, the composition had short pot life, resulting in non-constructability, or had long walk-on time and poor hardness.
2021PF30293 - Foreign Countries
Table 1 : Components of the compositions of Examples 1 to 7 and Comparative Examples 1 to 14 and the test results for the compositions and the coatings thereof
Figure imgf000016_0001
2021PF30293 - Foreign Countries
Figure imgf000017_0001
2021PF30293 - Foreign Countries
Figure imgf000018_0001
2021PF30293 - Foreign Countries
Figure imgf000019_0001
It will be evident to those skilled in the art that the present invention is not limited to the details set forth, and that the present invention may be embodied in other specific forms without departing from the spirit or essential characteristics thereof. The present embodiments are therefore to be considered in all respects as illustrative and not limiting, and thereby the scope of the present invention is indicated by the appended claims rather than by the foregoing description; and moreover any changes, as long as it falls within the meaning and range of the equivalence to the claims, should be considered as a part of the present invention.

Claims

Claims:
1. A two-component coating composition, comprising an A-component and a B- component, wherein the A-component comprises: a) a polyaspartic acid ester having a viscosity of 900 mPa.s to 2000 mPa.s, the viscosity is measured according to DIN 53019; b) a polymer polyol having a molecular weight of 250g/mol to 420 g/mol; c) a surface additive and optionally a pigment filler and optionally a moisture scavenger; the polyaspartic acid ester has a structure of formula I:
Figure imgf000021_0001
wherein R1 and R2 are each independently selected from methyl, ethyl or butyl; the amount of said polymer polyol is 0.15 wt% to 0.35 wt%, the sum of the weight of said polyaspartic acid ester and the weight of the polymer polyol is 40 wt% to 97 wt%, the above amounts are both relative to the total weight of said A-component; the B-component comprises a polyisocyanate, which is an uretdione, an allophanate, an isocyanurate based on the polymerization of aliphatic and/or alicyclic diisocyanates, or a mixture thereof, wherein the polyisocyanate has a viscosity of 80 mPa.s to 580 mPa.s, the viscosity is measured according to DIN EN ISO 3219/A.3 at the test temperature of 23°C and the shear rate of 10 s'1 with the selected rotor of MV- DIN; the composition has a molar ratio of isocyanate groups to amino groups of 0.2 to 5.
2. The composition according to claim 1, characterized in that said R1 and R2 are each independently ethyl.
3. The composition according to claim 1 or 2, characterized in that the polyaspartic acid ester has at least one of the following characteristics: the amine value is 150mg KOH/g to 250mg KOH/g, the amine value is measured according to AFAM 2011-0605401-05D; the amino equivalence is 200 to 300.
4. The composition according to claim 1, characterized in that said polymer polyol has a molecular weight of 320 g/mol to 420 g/mol.
5. The composition according to claim 1, characterized in that said polymer polyol has a hydroxy functionality of not less than 2.
6. The composition according to claim 1, characterized in that the amount of said polymer polyol is 0.2 wt% to 0.3 wt%, relative to the total weight of the A-component.
7. The composition according to claim 1, characterized in that the surface additive is one or more of the following: a dispersant, a defoamer and a wetting and leveling agent.
8. The composition according to claim 1, characterized in that the amount of the surface additive is 0.1 wt% to 3 wt%, relative to the total weight of the A-component.
9. The composition according to claim 1, characterized in that the polyisocyanate of the B-component is an uretdione, an allophanate, an isocyanurate based on the polymerization of hexamethylene diisocyanate, or a mixture thereof.
10. The composition according to claim 1, characterized in that the polyisocyanate of the B-component has an isocyanate functionality of more than 2 and less than 3, most preferably 2.5.
11. The composition according to claim 1, characterized in that the polyisocyanate of the B-component has a viscosity of 100 mPa.s to 560 mPa.s, the viscosity is measured according to DIN EN ISO 3219/A.3 at the test temperature of 23°C and the shear rate of 10 s'1 with the selected rotor of MV-DIN.
12. The composition according to claim 1, characterized in that the composition has a molar ratio of isocyanate groups to amino groups of 1 to 1.5.
13. Use of the coating composition according to any of claims 1-12 for protecting a surface of a substrate or a coating on a surface of a substrate.
14. A coating method, comprising the steps of applying the coating composition according to any of claims 1-12 to a surface of a substrate and subsequently curing and drying.
15. A coated product, comprising a substrate and a coating formed by applying the coating composition according to any of claims 1-12 to the substrate, curing and drying, wherein the coated product is preferably a floor.
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