CN110144168A - Coating composition - Google Patents
Coating composition Download PDFInfo
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- CN110144168A CN110144168A CN201810143627.0A CN201810143627A CN110144168A CN 110144168 A CN110144168 A CN 110144168A CN 201810143627 A CN201810143627 A CN 201810143627A CN 110144168 A CN110144168 A CN 110144168A
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- hydroxyl group
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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
- C08G18/40—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
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4266—Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from hydroxycarboxylic acids and/or lactones
- C08G18/4269—Lactones
- C08G18/4277—Caprolactone and/or substituted caprolactone
-
- 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
- C08G18/44—Polycarbonates
-
- 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
Landscapes
- 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)
- Paints Or Removers (AREA)
Abstract
The present invention relates to the coating methods and application of coating composition and preparation method thereof, coating composition, and the product obtained using the linkable paint system.The coating composition, include: A) component of a hydroxyl group, consisting of: an a) polycaprolactone polyol, b) polyester polyol, the hydroxy radical content of the polyester polyol is not less than 10 weight %, tested according to DIN EN ISO 4629-2, c) an optional polyacrylate polyol and a d) optional polycarbonate polyol；And B) polyisocyanates；The isocyanate groups of the composition and the equivalent proportion of hydroxyl group are 0.5-1.2.The coating that coating composition provided by the present invention is formed has a good levelability again, especially can quick levelling again at normal temperature.
Description
Technical field
The present invention relates to the coating methods and application of a kind of coating composition and preparation method thereof, coating composition, and
The product obtained using the coating composition.
Background technique
The scratch of coating subsides over time and is referred to as levelling again.Reflow coating formed coating, due to its
It is subjected to restore smooth, beautiful and very popular after frequently scraping.Especially in field of mobile equipment such as computer, traffic work
The product scope that tool field such as automobile and other surfaces are easily scratched is very popular.The coating in above-mentioned field, except requirement applies
Material has good levelability again, also requires it with good appearance and adhesive force.Polyurethane coating with its outstanding appearance,
Adhesive force and levelability is widely studied again.
Existing polyurethane coating generally comprises aliphatic or the pure and mild polyester of alicyclic polyisocyanates, acrylic acid multielement is more
First alkoxide component.Such polyurethane coating has had been provided with outstanding basic performance, but after frequent scrape, what coating was formed
Coating surface appearance is impaired to be restored, and be visually able to observe that scuffing.
In order to improve the levelability again of existing polyurethane coating, the combination for using polyacrylate and polyester is attempted in the industry
Improved.
DE-A19824118 discloses a kind of coating group comprising two and/or polyisocyanates and polyester-polyacrylate
Object is closed, though having good quick-drying performance, is not suitable for automobile industry.
WO96/20968 discloses a kind of coating composition, and it includes one kind to there is alkyl-substituted alicyclic (methyl) third
Olefin(e) acid ester monomer has polyacrylate, oligomeric ester polyol and polyisocyanate based on alkyl-substituted aromatic vinyl monomer
Cyanate.The curing of coating composition speed is slow, solidification temperature is high, is not suitable for thermo-sensitive material such as plastics.
EP-A 0896991 discloses a kind of coating composition, and it includes polyester and polyacrylate.The composition it is resistance to
It is chemically poor.
CN101182401A discloses a kind of coating composition, and it includes aliphatic oligocarbonate polyol, oligoester are more
Alcohol, polyacrylic acid ester polyol and polyisocyanates.The coating that above-mentioned polyurethane coating is formed needs after scraping certain high
At a temperature of, for example baking oven heating, hair dryer are heated or infrared heating a few hours, the scratch of coating surface could disappear.
Therefore, it is intended that develop it is a kind of being capable of the quick coating of levelling again at normal temperature.
Summary of the invention
The object of the present invention is to provide a kind of coating composition and preparation method thereof, coating composition coating method and answer
With, and the product obtained using the coating composition.
Coating composition according to the present invention includes:
A) the component of a hydroxyl group, consisting of:
A) polycaprolactone polyol,
B) polyester polyol, the hydroxy radical content of the polyester polyol are not less than 10 weight %, according to DIN EN
ISO 4629-2 test,
C) an optional polyacrylate polyol, and
D) an optional polycarbonate polyol；With
B) a polyisocyanates；
The isocyanate groups of the composition and the equivalent proportion of hydroxyl group are 0.5-1.2.
According to an aspect of the invention, there is provided the preparation method of the coating composition provided according to the present invention, including
Following steps:
By a), b), it is optional c) and optional d) be mixed to get A)；With mixing A) and B) obtain the composition.
According to another aspect of the present invention, the coating composition provided according to the present invention is provided for protecting substrate table
The purposes of face or substrate surface coating.
According to another aspect of the invention, a kind of coating method is provided comprising the coating that will be provided according to the present invention
Composition is applied on substrate.
In accordance with a further aspect of the present invention, a kind of coated product is provided, it includes a substrates and will according to the present invention
Provided coating composition is applied to the coating formed on the substrate.
The coating that coating composition of the invention is formed not only has good appearance and adhesive force, but also has good
Levelability again, especially being capable of quick levelling again at normal temperature.
Specific embodiment
The present invention provides a kind of coating composition, includes: A) component of a hydroxyl group, consisting of: a) one gathering oneself
Lactone polyols, b) polyester polyol, the hydroxy radical content of the polyester polyol is not less than 10 weight %, according to DIN EN
ISO 4629-2 test, c) an optional polyacrylate polyol and a d) optional polycarbonate polyol；And B) more than one
Isocyanates；The isocyanate groups of the composition and the equivalent proportion of hydroxyl group are 0.5-1.2.The present invention also provides this
The preparation method of coating composition, the coating method of coating composition and application, and obtained using the coating composition
Product.
The component of hydroxyl group
Polycaprolactone polyol
The polycaprolactone polyol can for example disperse form in a solvent and be added in coating composition of the invention.
When to disperse form addition in a solvent, the amount of the polycaprolactone polyol of the invention refers to polycaprolactone polyol
The amount of alcohol itself.
The hydroxy functionality of the polycaprolactone polyol can be 2-3, preferably 2.
The number-average molecular weight of the polycaprolactone polyol can be 500-5000g/mol, preferably 1000-2000g/mol.
The hydroxyl value of the polycaprolactone polyol can be 50-120mg KOH/g.
The amount of the polycaprolactone polyol can be 10-90 weight %, preferably 30-70 weight %, with the hydroxyl
The amount of the component of group is 100 weight % meter.
The polycaprolactone polyol is preferably following one or more: Capa 2100 and Capa 2200.
Polyester polyol
The polyester polyol can for example disperse form in a solvent and be added in coating composition of the invention.When with
When the form of dispersion in a solvent is added, the amount of polyester polyol of the invention refers to the amount of polyester polyol itself.
The hydroxy radical content of the polyester polyol preferred 10-20 weight %, most preferably 15-17 weight %, according to DIN EN
ISO 4629-2 test.
The amount of the polyester polyol can be 10-90 weight %, preferably 30-70 weight %, with the hydroxyl group
Component amount be 100 weight % meter.
The number-average molecular weight of the polyester polyol can be 200-5000g/mol, preferably 200-2000g/mol.
The viscosity of the polyester polyol can be 1500-15000mPas, preferably 1900-15000mPas, according to
DIN EN ISO 3219 is tested.
The polyester polyol is preferably branched chain type polyester polyol.
The branched chain type polyester polyol is preferably following one or more: Desmophen XP2488 and
Desmophen VP LS 2249/1 can create limited liability company purchased from Cohan.
The polyester polyol can be obtained by methods known in the art, can refer to EP-A1404740B1 and EP-
A1477508A1 is preferably not less than 2.0 alcohol example by annular lactone such as 6-caprolactone or gamma-butyrolacton and hydroxy functionality
Such as 1,2- ethylene glycol, 1,2-PD, 1,3-PD, diethylene glycol (DEG), 1,4-butanediol, 1,3-BDO, 1,5-PD, 1,
6- hexylene glycol, 3- methyl-1,5- pentanediol, 1,12- dodecanediol, hexamethylene-Isosorbide-5-Nitrae-dimethanol, 3 (4), 8 (9)-two (hydroxyls
Methyl) reaction of tristane, three (methylol) propane, glycerol, pentaerythrite, sorbierite etc. carries out.The most preferably described polyester
Polyalcohol is by 1,4-butanediol, 3- methyl-1,5- pentanediol, 1,6- hexylene glycol, hexamethylene-Isosorbide-5-Nitrae-dimethanol, three (hydroxyl first
Base) propane, glycerol, the reaction of or mixtures thereof pentaerythrite obtain.
Polyacrylate polyol
The polyacrylate polyol can for example disperse form in a solvent and coating composition of the invention is added
In.When to disperse form addition in a solvent, the amount of polyacrylate polyol of the invention refers to that polyacrylate is more
The amount of first alcohol itself.
The hydroxy radical content of the polyacrylate polyol can be 2-5 weight %, survey according to DIN EN ISO 4629-2
Examination.
The viscosity of the polyacrylate polyol can be 2500-4000mPas, survey according to DIN EN ISO 3219
Examination.
The amount of the polyacrylate polyol can be no more than 10 weight %, with the component of the hydroxyl group
Amount is that 100 weight % are counted.
The polyacrylate polyol can be obtained by methods known in the art, preferably by the inclusion of following component
Reaction copolymerization obtains:
The polybutadiene of the optionally function of 0-10 weight % mono-, number-average molecular weight 500-10000g/mol, and with
On the basis of all vinyl double bonds present in the polybutadiene, the content of the raw vinyl double bond in 1,2- side is at least
10mol%,
1-30 weight % mono- is selected from the unsaturated aromatic monomer of styrene, α-methylstyrene and vinyltoluene,
The hydroxyalkyl of mono- acrylic or methacrylic acid containing primary hydroxyl of 20-89 weight %,
Mono- acrylic or methacrylic acid of 0-30 weight % and C3-C12The cycloaliphatic ester of monohydric alcohol,
Mono- acrylic or methacrylic acid of 10-60 weight % and C1-C8The aliphatic ester of monohydric alcohol,
0-5 weight % mono- α, β-unsaturation C3-C7Carboxylic acid or dicarboxylic acids or maleic acid or fumaric acid and C1-C14Unitary
One or more half esters of alcohol, and
The further copolymerizable compound of 0-30 weight % in addition to the above components, the sum of weight % of all components are 100
Weight %.
The polyacrylate polyol further preferably is copolymerized to obtain by the inclusion of the reaction of following component:
The polybutadiene of the optionally function of 0.1-8 weight % mono-, number-average molecular weight 600-5000g/mol, and with
On the basis of all vinyl double bonds present in the polybutadiene, the content of the raw vinyl double bond in 1,2- side is at least
20mol%,
2-28 weight % styrene,
25-85 weight % mono- is selected from hydroxy-ethyl acrylate, hydroxyethyl methacrylate and an acrylic acid 1,4-butanediol ester
Mixture,
Mono- acrylic or methacrylic acid of 0-25 weight % and C3-C12The cycloaliphatic ester of monohydric alcohol,
Mono- acrylic or methacrylic acid of 15-60 weight % and C1-C8The aliphatic ester of monohydric alcohol,
0-4 weight % mono- is selected from following one or more component: acrylic acid, methacrylic acid, relative acid and C1-C8One
The maleic acid half ester and fumaric acid half ester of first alcohol, and
0-25 weight % mono- is selected from following one or more component: acrylonitrile, methacrylonitrile, (methyl) acrylic acid hydroxyl
The optionally branched C of propyl ester, aliphatic1-C10Monocarboxylic acid vinyl acetate and maleic acid or fumaric acid and C3-C8The dialkyl of monohydric alcohol
Or two cycloalkanes esters, the sum of weight % of all components are 100 weight %.
The polyacrylate polyol further preferably is copolymerized to obtain by the inclusion of the reaction of following component:
The polybutadiene of the optionally function of 0.2-6.0 weight % mono-, number-average molecular weight 700-4000g/mol, and
On the basis of all vinyl double bonds present in the polybutadiene, the content of the raw vinyl double bond in 1,2- side is at least
30mol%,
Mono- styrene of 5-25 weight %,
Or mixtures thereof the hydroxy-ethyl acrylate of 30-75 weight %, hydroxyethyl methacrylate,
0-20 weight % mono- is selected from following one or more component: isobornyl acrylate, methacrylic acid isoborneol
Ester, (methyl) cyclohexyl acrylate, (methyl) acrylic acid 3,5,5- 3-methyl cyclohexanol ester and (methyl) acrylic acid 4- tert-butyl ring
Own ester,
20-50 weight % mono- is selected from following one or more component: acrylic or methacrylic acid and aliphatic C1-C8
The ester of monohydric alcohol,
Or mixtures thereof the acrylic acid of 0.1-3 weight %, methacrylic acid, and
0-20 weight % mono- is selected from following one or more component: acrylonitrile, methacrylonitrile, (methyl) acrylic acid hydroxyl
Propyl ester, the optionally branched C of aliphatic1-C10The vinyl acetate and maleic acid or fumaric acid and C of monocarboxylic acid3-C8The dioxane of monohydric alcohol
Ester or two cycloalkanes esters, the sum of weight % of all components are 100 weight %.
The polyacrylate polyol most preferably is copolymerized to obtain by the inclusion of the reaction of following component:
The polybutadiene of the optionally function of 0.4-1 weight % mono-, number-average molecular weight 750-3500g/mol, and with
On the basis of all vinyl double bonds present in the polybutadiene, the content of the raw vinyl double bond in 1,2- side is at least
40mol%,
Mono- styrene of 5-20 weight %,
Or mixtures thereof the hydroxy-ethyl acrylate of 30-70 weight %, hydroxyethyl methacrylate,
0-15 weight % mono- is selected from following one or more component: isobornyl acrylate, methacrylic acid isoborneol
Ester, (methyl) cyclohexyl acrylate, (methyl) acrylic acid 3,5,5- 3-methyl cyclohexanol ester and (methyl) acrylic acid 4- tert-butyl ring
Own ester,
Mono- acrylic acid of 25-45 weight % or methacrylic acid and aliphatic C1-C4The ester of monohydric alcohol,
Or mixtures thereof 0.3-2 weight % acrylic acid, methacrylic acid, and
0-15 weight % mono- is selected from following one or more component: (methyl) hydroxypropyl acrylate, aliphatic are optionally
The C of branching1-C9Vinyl acetate, maleic acid or the fumaric acid and C of monocarboxylic acid3-C6The dialkyl of monohydric alcohol or two (ring) alkyl esters own
The sum of weight % of component is 100 weight %.
Said components are preferably at 80-240 DEG C, further preferably at 100-220 DEG C, most preferably at a temperature of 120-200 DEG C,
Under pressure not higher than 15bar, it polymerize in the presence of radical initiators.
The copolymerization of said components can be in the presence of a solvent.Applicable solvent can be following one kind or more
Kind: aliphatic, cyclic aliphatic and aromatic hydrocarbon, such as alkyl benzene such as toluene, dimethylbenzene；Esters such as ethyl acetate, ethyl ester positive third
Ester, isopropyl acetate, n-butyl acetate, n-hexyl acetate, acetic acid 2- ethylhexyl, ethyl propionate, butyl propionate, propionic acid penta
Ester, acetic acid ethylene glycol monoethyl ether ester, corresponding acetic acid methyl ether ester, acetic acid methoxyl group propyl ester；Ethers such as one first of acetic acid glycol ester
Ether, an ether or monobutyl ether；Ketone such as acetone, methyl ethyl ketone, methyl iso-butyl ketone (MIBK), methyl-n-amyl ketone and above-mentioned solvent
Mixture.
The copolymerization, which can be, located continuously or discontinuously to be carried out.
The radical initiator can be those of commonly used in the trade, such as azo system or peroxide system free radical cause
Agent, and only have about 5 seconds to 30 minutes those of polymerization half-life period in the copolyreaction temperature range.
The initiator is preferably following one or more: 2,2 '-azos two (2- methyl propionitrile), 2,2 '-azo, two (2-
Methylbutyronitrile), 1,1 '-azo two (cyclohexanenitrile), 2 ethyl hexanoic acid tert-butyl peroxy ester, diethacetic acid tert-butyl peroxy ester, isobutyl
Sour tert-butyl peroxy ester, 1,1-, bis- tert-butyl peroxy base -3,3,5- trimethyl-cyclohexane, 1,1-, bis- tert-butyl peroxy butylcyclohexane, 3,5,
5- tri-methyl hexanoic acid tert-butyl peroxy ester, carbonic acid tert-butyl peroxy ester isopropyl ester, acetic acid tert-butyl peroxy ester, benzoic acid tert-butyl peroxy ester,
Dicumyl peroxide, t-butylcumyl peroxide, di-t-butyl peroxide and di t-amyl peroxide.
Polycarbonate polyol
The polycarbonate polyol can for example disperse form in a solvent and be added in coating composition of the invention.
When to disperse form addition in a solvent, the amount of polycarbonate polyol of the invention refers to polycarbonate polyol itself
Amount.
The hydroxy radical content of the polycarbonate polyol can be 1.5-5 weight %, preferably 1.5-3.5 weight %, according to
DIN EN ISO 4629-2 test.
The number-average molecular weight of the polycarbonate polyol can be 500-6000g/mol, preferably 650-4000g/mol,
Most preferably 750-1500g/mol.
The amount of the polycarbonate polyol can be no more than 35 weight %, with the amount of the component of the hydroxyl group
For 100 weight % meter.
The component of the hydroxyl group is preferably in 1153-1173em-1Place has infrared signature peak, uses
PerkinElmer company FrontierTMSeries of IR Fourier transform spectrometer, is tested to obtain.
Polyisocyanates
Polyisocyanates herein includes the polyisocyanates blocked and the polyisocyanates not blocked.When the polyisocyanate
When cyanate is the polyisocyanates of sealing end, isocyanato group functionality refers to the function that the polyisocyanates solution of sealing end is honored as a queen
Degree.
The isocyanato group functionality of the polyisocyanates can be not less than 2, and preferably not less than 3, most preferably
Not less than 4.
The isocyanate content of the polyisocyanates can be 10-25 weight %, according to DIN-EN ISO
11909 tests obtain, and viscosity can be 450-10000mPas, are obtained according to the measurement of DIN EN ISO 3219.
The polyisocyanates can be following one or more: aliphatic diisocyanate, alicyclic diisocyanate
Ester, aromatic diisocyanate, aliphatic triisocyanate, alicyclic triisocyanate, aromatic tri-isocyanates and it
Have imino group oxadiazines diketone, isocyanuric acid ester, urea diketone, carbamate, allophanate, biuret, urea, evil
Diazine triketone, oxazolidone, acylureas and/or carbodiimide structure derivative, preferably following is one or more: fat
(cyclo) aliphatic diisocyanates, aliphatic triisocyanate, alicyclic diisocyanate, alicyclic triisocyanate and theirs have
Imino group oxadiazines diketone, isocyanuric acid ester, urea diketone, carbamate, allophanate, biuret, urea, oxadiazines three
Ketone, oxazolidone, acylureas and/or carbodiimide structure derivative, be further preferred that hexamethylene diisocyanate, different
Isophorone diisocyanate or penta diisocyanate have imino group oxadiazines diketone, isocyanuric acid ester, allophanate, contracting
Two ureas, oxadiazines triketone, oxazolidone and/or acyl group urea structure derivative, most preferably following is one or more: six is sub-
Methyl diisocyanate allophanate trimer, hexamethylene diisocyanate biruet, hexamethylene diisocyanate two
Polymers, the polymer of the hexamethylene diisocyanate of Si modification, isophorone diisocyanate trimer, potential type thermocatalytic
Hexamethylene diisocyanate trimer and penta diisocyanate trimer.
The derivative is that have two or more free or potential free isocyanate groups.
Reactive diluent
The coating composition can further include an other organic polyhydroxy compounds and/or an amine reactivity is dilute
Release agent.
The others organic polyhydroxy compound can be polyether polyol, polyurethane polyol, polycarbonate polyol
The pure and mild polyacrylate polyol of alcohol, polyester polyols, preferably polyacrylate polyol and/or polyester polyol.
The amine reactive diluent can be compound such as aldehyde amine or the ketoamine of sealing end amino, or containing still
The free but such as aspartate that those of reduced reactive amino.
The amine reactive diluent preferably comprises more than one (sealing end) amino.
The amount of the reactive diluent can be less than 50 weight %, preferably more than 30 weight %, contain hydroxyl with described
The amount of the component of base group is 100 weight % meter.
The amount of the reaction diluent is most preferably 0 weight %, with the amount of the component of the hydroxyl group for 100 weights
% meter is measured, i.e., the described coating composition does not preferably include group other polyol components exceptionally except the hydroxyl group or contains
Amino group component.
The equivalent proportion of isocyanate groups and hydroxyl group
The isocyanate groups of the composition and the equivalent proportion of hydroxyl group preferred 0.9-1.2, most preferably 1.0-1.2.
When the composition further includes amine reactive diluent, the isocyanate groups and isocyanide of the composition
The equivalent proportion of acid esters reactive group preferred 0.9-1.2, most preferably 1.0-1.2.The isocyanate-reactive group can be
Hydroxyl group and/or amino group.
Solvent
The composition can further include a solvent.It is those of known that the solvent can be industry personnel, preferably
It is following one or more: butyl acetate, dimethylbenzene and propylene glycol methyl ether acetate.
The amount of the solvent is not limited, as long as not influencing the performance of coating composition of the invention.
Additive
The coating composition can further include additive usual on coating technology, such as following one kind or more
Kind: inorganic or organic pigment, organic light stabilizer, free radical blocking agent, dispersing agent, flowable, thickener, defoaming agent, bonding
Agent, fungicide, stabilizer, inhibitor and catalyst.
The catalyst is for accelerating the reaction of component A and component B to obtain the coating composition.
The catalyst can be commercially available organic gold of aluminium, tin, zinc, titanium, manganese, iron, bismuth or zirconium these elements
Belong to compound such as dibutyl tin laurate, zinc octoate or tetra isopropyl titanium, can also be tertiary amine such as Isosorbide-5-Nitrae-diazabicyclo
[2.2.2] octane.
Substrate
The substrate can be artificial stone, timber, imitation wood, marble, terrazzo, ceramics, malthoid, metal, mineral
Material, plastics, rubber, concrete, composite board, paper, leather or glass.
Coating method
The drying temperature of the coating composition can be different based on the different polyisocyanates of selection, can be room temperature
Film-forming, such as 50-90 DEG C of low-temperature bake film-forming or such as 100-160 DEG C of high-temperature baking film-forming.
Coated product
The product can be window, mirror, furniture, floor, the vehicles, road sign, bridge, books, film or chest,
Most preferably furniture, floor, film or the vehicles.
The vehicles can be automobile.
The thickness of the coating can be 15-100 μm, preferably 30-50 μm.
Embodiment
Unless otherwise defined, all technical and scientific terms used herein have those skilled in the art of the invention
Normally understood identical meaning.When the definition of term in this specification and the normally understood meaning of those skilled in the art of the invention
When justice is contradictory, it is subject to definition described herein.
Unless otherwise stated, amount, the reaction condition etc. of the expression ingredient used in the specification and in the claims
All numerical value be understood to modify by term " about ".Therefore, unless the contrary indication, the numerical value ginseng otherwise illustrated herein
The approximation that number is the required performance that can obtain as needed to change.
"and/or" used herein refers to one of mentioned element or whole.
" comprising " and "comprising" used herein cover the situation of only mentioned element and in addition to mentioned elements
There are other situations for not referring to element.
All percentages are weight percentage in the present invention, unless otherwise specified.
Analysis measurement of the invention all carries out under 23 ± 2 DEG C, 50 ± 5% humidity, unless otherwise specified.
Glossiness is measured 3 times and is averaged using multi-angle flash ranging instrument referring to GB/T 9754-1988.
For adhesive force referring to GB/T9286-1988, cutting spacing is 2mm, and adhesive tape is 3M scotch 600#.
Scrape test: testing load 800g scrapes coating surface with the steel wool of copper brush or 000#, a scraping
It is calculated as 1 scraping back and forth, scrapes 10 times altogether, the levelling effect again of observation coating surface at room temperature, needed for record restores
Time.Levelling effect rating scale again are as follows: [++] is outstanding, and [+] well, [-] generally, [--] is poor.[++] is outstanding: test zone
Scrap marks energy self-healing, trace completely disappear.[+] is good: the Scrap marks energy self-healing of test zone, trace disappear substantially.[-]
General: the more difficult self-healing of the Scrap marks of test zone, small part trace disappear.[--] is poor: the Scrap marks of test zone can not
Self-healing, trace can not disappear.Waiting time up to 48 hours for testing again levelling effect.Refer to coating the time required to levelling again
Surface scratch disappears the time needed, and when the scratch of coating surface cannot disappear, levelling required time is N/A to record again.
Solvent resistance test: using the soft white yarn cloth (300*300mm) of 100% pure cotton, the white yarn soaked respectively with butanone
Cloth wipes 50 times, the white yarn cloth that is soaked with the sodium hydroxide of the 0.1mol white yarn cloth that wipes 100 times and soaked with 98% ethyl alcohol
Wiping 200 times, testing load 1000g, speed are 60 back and forth/minute, wipe tested region back and forth, one is calculated as 1 time back and forth
Wiping.Solvent resistance test passes through standard: detect by an unaided eye appearance of coat, it is desirable that can not worn out coating, substrate, coating can not be revealed
It can not be softened, dissolve.
Hydroxyl group content is measured according to DIN EN ISO 4629-2.
Isocyanate groups (NCO) content presses stereometry according to DIN-EN ISO 11909, and the data of measurement include trip
From and potential free NCO content.
Isocyanato group functionality measures according to GPC.
Viscosity is measured at 23 DEG C according to DIN EN ISO 3219 and is obtained.
Raw materials and reagents
Desmophen XP 2488: branched chain type polyester polyol, 100 weight % contain admittedly, about 16.0 weight of hydroxy radical content
%, viscosity about 12250mPas, number-average molecular weight 450g/mol are measured, creates limited liability company purchased from Cohan.
Desmophen VP LS 2249/1: branched chain type polyester polyol, 100 weight % contain admittedly, hydroxy radical content about 15.5
Weight %, viscosity about 1900mPas, number-average molecular weight 360g/mol create limited liability company purchased from Cohan.
Desmophen C 3100: aliphatic polycarbonate polybasic alcohol, 100 weight % contain admittedly, about 3.3 weight of hydroxy radical content
%, viscosity about 9300mPas, number-average molecular weight 1000g/mol are measured, creates limited liability company purchased from Cohan.
Desmophen 670: branched chain type polyester polyol, 100 weight % contain admittedly, about 4.3 weight % of hydroxy radical content, viscosity
About 2200mPas (80 weight % are measured under containing admittedly), number-average molecular weight 1600g/mol create limited liability company purchased from Cohan.
Desmophen 1100: branched chain type polyester polyol, 100 weight % contain admittedly, about 6.5 weight % of hydroxy radical content, glue
About 30500mPas, number-average molecular weight 930g/mol are spent, creates limited liability company purchased from Cohan.
Capa2100: polycaprolactone polyol, 100 weight % contain admittedly, hydroxyl value 112mg KOH/g, viscosity 150mPas
(testing at 60 DEG C), number-average molecular weight 1000g/mol are purchased from Bai Situo (Shanghai) chemical products trade Co., Ltd.
Capa2200: polycaprolactone polyol, 100 weight % contain admittedly, hydroxyl value 56mg KOH/g, viscosity 480mPas (60
Tested at DEG C), number-average molecular weight 2000g/mol is purchased from Bai Situo (Shanghai) chemical products trade Co., Ltd.
Setalux D A 870BA: polyacrylate polyol, 70 weight % contain admittedly, about 2.95 weight % of hydroxy radical content,
Viscosity about 3500mPas is purchased from Niu Peisi resin (Suzhou) Co., Ltd.
Desmodur N 3580BA: polyisocyanates (HDI allophanate trimer), 80 weight % contain admittedly, NCO official
Energy degree about 4.5, NCO content about 15.4%, viscosity about 500mPas create limited liability company purchased from Cohan.
Desmodur N 100: polyisocyanates (HDI biuret trimer), 100 weight % contain admittedly, and NCO degree of functionality is about
3.6, NCO content about 22.0%, viscosity about 10000mPas creates limited liability company purchased from Cohan.
Desmodur N 3300: polyisocyanates (HDI trimer), 100 weight % contain admittedly, NCO degree of functionality about 3.4,
NCO content about 21.8%, viscosity about 3000mPas create limited liability company purchased from Cohan.
DesmodurN 3600: polyisocyanates (HDI trimer), 100 weight % contain admittedly, NCO degree of functionality about 3.0, NCO
Content about 23.0%, viscosity about 1200mpas create limited liability company purchased from Cohan.
Desmodur XP 2840: polyisocyanates (HDI dimer), 100 weight % contain admittedly, NCO degree of functionality about 2.8,
NCO content about 23.0%, viscosity about 500mPas create limited liability company purchased from Cohan.
Desmodur 2873: polyisocyanates (Si modification HDI polyisocyanate), 100 weight % contain admittedly, NCO degree of functionality
About 2.0, NCO content about 11.8%, viscosity about 450mpas creates limited liability company purchased from Cohan.
4470 BA of Desmodur Z: polyisocyanates (IPDI trimer), 70 weight % contain admittedly, and NCO degree of functionality is about
3.4, NCO content about 11.9%, viscosity about 600mPas creates limited liability company purchased from Cohan.
Desmodur b1ulogiq 3190: polyisocyanates (potential type thermocatalytic HDI trimer), 90 weight % are solid
Contain, NCO degree of functionality about 3.4, NCO content about 19.1%, viscosity about 650mPas, creates limited liability company purchased from Cohan.
3175 SN of Desmodur BL: polyisocyanates (enclosed type HDI trimer), 75 weight % contain admittedly, NCO function
Degree about 3.4, NCO content about 11.1%, viscosity about 3300mPas create limited liability company purchased from Cohan.
Desmodur eco N 7300: polyisocyanates (biology base PDI tripolymer), 100 weight % contain admittedly, NCO function
Degree about 3.4, NCO content about 21.9%, viscosity about 9500mpas create limited liability company purchased from Cohan.
Butyl acetate: content >=99.5% (analysis is pure) is purchased from Shanghai Ling Feng chemical reagent Co., Ltd.
Dimethylbenzene: content >=99.5% (analysis is pure) is purchased from Shanghai Ling Feng chemical reagent Co., Ltd.
Propylene glycol methyl ether acetate: content >=99.5% (analysis is pure) is purchased from Shanghai Ling Feng chemical reagent Co., Ltd.
The preparation method of the coating composition of the embodiment of the present invention and comparative example
The component according to shown in following table is more by polycaprolactone polyol, polyester polyol, optional polycarbonate respectively
The pure and mild optional polyacrylate polyol of member is added to the container, and butyl acetate/dimethylbenzene/propylene glycol monomethyl ether is then added one by one
358 N of acetate mixed solvent, Tego Wet KL 245 and BYK.Container is placed under dispersion machine, with 1000-1500 turn/
Rate Dispersion 10-15 minutes of minute (2.1-3.2m/s), said components are stirred.Then it is added in a reservoir more
Container was placed under dispersion machine by isocyanates, with Rate Dispersion 5-10 minutes of 500~1000 revs/min (1~2.1m/s)
Obtain coating composition.
The preparation method of coating
By coating composition with air gun be sprayed on substrate (substrate be Bayblend T85, purchased from Cohan wound share have
Limit company) on, it dodges do 10-15 minutes at room temperature, be then placed into circulated air oven at 60-80 DEG C and toast 30-40 points
The coating that thickness is about 35-45um is obtained after clock.
The component and the performance test results (each component unit: gram) of table 1 1-4 of the embodiment of the present invention and comparative example 1-3
As it can be seen from table 1 the hydroxyl group being made of proper amount of polycaprolactone polyol and polyester polyol
The coating that the coating composition of component and polyisocyanates composition is formed not only has good appearance and adhesive force, also has
Quick levelability again under room temperature.
The component and the performance test results (each component unit: gram) of 2 embodiment of the present invention 2 of table and comparative example 4-5
From table 2 it can be seen that when coating composition does not include hydroxy radical content and is not less than the polyester polyol of 10 weight %,
The quick levelability again of its coating formed at normal temperature is obviously deteriorated.In addition, the coating that coating composition of the invention is formed
Except with good appearance, adhesive force and at normal temperature quickly again in addition to levelability, also there is good solvent resistance.
The component and the performance test results (each component unit: gram) of 3 embodiment of the present invention 2,5 of table and comparative example 6-7
From table 3 it can be seen that when the amount of polyacrylate polyol is no more than 10 weight %, with the hydroxyl group
Component amount be 100 weight % meter, coating composition formed coating not only there is good appearance and adhesive force, also have
Quick levelability again at normal temperature.
The component and the performance test results (each component unit: gram) of 4 6-7 of the embodiment of the present invention of table
From table 4, it can be seen that being formed when coating composition further includes proper amount of polycarbonate polyol
Coating equally has good appearance and adhesive force, and quick levelability again at normal temperature.
As can be seen from Table 5, coating composition of the invention can be combined with different types of polyisocyanates, the painting of formation
Layer not only has good appearance and excellent adhesive force, also has quick levelability again at normal temperature.
Those skilled in the art is apparent from, and the present invention is not limited only to detail above-mentioned, and is not departing from the present invention
Spirit or key property under the premise of, the present invention it is implementable be other particular forms.Therefore it should all be incited somebody to action for any angle
The embodiment be regarded as it is illustrative and not restrictive, thus by claims rather than preceding description points out model of the invention
It encloses；And therefore any change, as long as in its meaning and scope for belonging to claim equivalent, should all be regarded as belonging to the present invention.
Claims (20)
1. a kind of coating composition, includes:
A) the component of a hydroxyl group, consisting of:
A) polycaprolactone polyol,
B) polyester polyol, the hydroxy radical content of the polyester polyol are not less than 10 weight %, according to DIN EN ISO
4629-2 test,
C) an optional polyacrylate polyol, and
D) an optional polycarbonate polyol；With
B) a polyisocyanates；
The isocyanate groups of the composition and the equivalent proportion of hydroxyl group are 0.5-1.2.
2. composition as described in claim 1, which is characterized in that the hydroxy functionality of the polycaprolactone polyol is 2-3,
Number-average molecular weight is 500-5000g/mol, preferably 1000-2000g/mol.
3. composition as described in claim 1, which is characterized in that the amount of the polycaprolactone polyol is 10-90 weight %,
It is preferred that 30-70 weight %, be 100 weight % by the amount of the component of the hydroxyl group in terms of.
4. composition as described in claim 1, which is characterized in that the hydroxy radical content of the polyester polyol is 10-20 weight
%, preferably 15-17 weight % are measured, is tested according to DIN EN ISO 4629-2.
5. composition as described in claim 1, which is characterized in that the viscosity of the polyester polyol is 1500-
15000mPas, preferably 1900-15000mPas are tested, number-average molecular weight 200- according to DIN EN ISO 3219
5000g/mol, preferably 200-2000g/mol.
6. composition as described in claim 1, which is characterized in that the amount of the polyester polyol is 10-90 weight %, preferably
30-70 weight %, by the amount of the component of the hydroxyl group be 100 weight % in terms of.
7. composition as claimed in any one of claims 1 to 6, which is characterized in that the hydroxyl of the polyacrylate polyol contains
Amount is 2-5 weight %, is tested according to DIN EN ISO 4629-2；Viscosity is 2500-4000mPas, according to DIN EN ISO
3219 tests.
8. composition as claimed in any one of claims 1 to 6, which is characterized in that the amount of the polyacrylate polyol is not
Greater than 10 weight %, be 100 weight % by the amount of the component of the hydroxyl group in terms of.
9. composition as claimed in any one of claims 1 to 6, which is characterized in that the hydroxy radical content of the polycarbonate polyol
For 1.5-5 weight %, preferably 1.5-3.5 weight %, tested according to DIN EN ISO 4629-2, number-average molecular weight 500-
6000g/mol, preferably 650-4000g/mol, most preferably 750-1500g/mol.
10. composition as claimed in any one of claims 1 to 6, which is characterized in that the amount of the polycarbonate polyol is not
Greater than 35 weight %, be 100 weight % by the amount of the component of the hydroxyl group in terms of.
11. composition as claimed in any one of claims 1 to 6, which is characterized in that the component of the hydroxyl group is in 1153-
1153cm-1Place has infrared signature peak, using PerkinElmer company FrontierTMSeries of IR Fourier transform spectrometer,
Test obtains.
12. composition as described in claim 1, which is characterized in that the isocyanato group functionality of the polyisocyanates
Not less than 2, preferably not less than 3, most preferably not less than 4.
13. the composition as described in claim 1 or 12, which is characterized in that the polyisocyanates is following one kind or more
Kind: it is aliphatic diisocyanate, alicyclic diisocyanate, aromatic diisocyanate, aliphatic triisocyanate, alicyclic
Triisocyanate, aromatic tri-isocyanates and they have imino group oxadiazines diketone, isocyanuric acid ester, urea diketone,
Carbamate, allophanate, biuret, urea, oxadiazines triketone, oxazolidone, acylureas and/or carbodiimide structure
Derivative.
14. composition as described in claim 1, which is characterized in that the isocyanate groups and hydroxyl group of the composition
Equivalent proportion be 0.9-1.2, most preferably 1.0-1.2.
15. the preparation method of the described in any item coating compositions of claim 1-14, includes the following steps:
By a), b), it is optional c) and optional d) be mixed to get A)；With
Mixing A) and B) obtain the composition.
16. -14 described in any item coating compositions are used to protect substrate surface or substrate surface coating according to claim 1
Purposes.
17. purposes as claimed in claim 16, which is characterized in that the substrate is artificial stone, timber, imitation wood, Dali
Stone, terrazzo, ceramics, malthoid, metal, mineral material, plastics, rubber, concrete, composite board, paper, leather or glass.
18. a kind of coating method, including will be applied on substrate such as the described in any item coating compositions of claim 1-14.
19. a kind of coated product comprising a substrate and will be applied -14 described in any item coating compositions according to claim 1
It is added to the coating formed on the substrate.
20. coated product as claimed in claim 19, which is characterized in that the product is window, mirror, furniture, floor, friendship
Logical tool, road sign, bridge, books, chest, film or eyeglass, most preferably furniture, floor, film or the vehicles.
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810143627.0A CN110144168A (en) | 2018-02-11 | 2018-02-11 | Coating composition |
| EP19702639.6A EP3749702A1 (en) | 2018-02-11 | 2019-02-08 | Coating composition |
| PCT/EP2019/053102 WO2019154972A1 (en) | 2018-02-11 | 2019-02-08 | Coating composition |
| US16/968,765 US20210009851A1 (en) | 2018-02-11 | 2019-02-08 | Coating composition |
| CN201980012828.XA CN111683985B (en) | 2018-02-11 | 2019-02-08 | Coating composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810143627.0A CN110144168A (en) | 2018-02-11 | 2018-02-11 | Coating composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN110144168A true CN110144168A (en) | 2019-08-20 |
Family
ID=67589145
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201810143627.0A Pending CN110144168A (en) | 2018-02-11 | 2018-02-11 | Coating composition |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN110144168A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115433508A (en) * | 2022-09-16 | 2022-12-06 | 天津森聚柯密封涂层材料有限公司 | Single-component high-strength elastic coating and preparation method and application thereof |
-
2018
- 2018-02-11 CN CN201810143627.0A patent/CN110144168A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115433508A (en) * | 2022-09-16 | 2022-12-06 | 天津森聚柯密封涂层材料有限公司 | Single-component high-strength elastic coating and preparation method and application thereof |
| CN115433508B (en) * | 2022-09-16 | 2023-04-18 | 天津森聚柯密封涂层材料有限公司 | Single-component high-strength elastic coating and preparation method and application thereof |
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