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    • 专利摘要:
    MOISTURE CURABLE TWO-PART COMPOSITION, METHOD FOR COATING A SUBSTRATE, E, COATED ARTICLE Moisture-curable two-part coating compositions capable of forming polyurethane-polysiloxane networks are provided. Coating compositions that are useful in marine antifouling coatings provide a two-part moisture curable composition comprising: (a) a first part comprising at least one multifunctional polyol; (b) a second part comprising: (i) at least one polysiloxane polymer with at least two isocyanate or mercapto functional groups and (i-i) at least one isocyanate-functional organic compound; and (c) solvent. Methods of coating substrates with the curable composition and articles made from such coated substrates are also provided.
    公开号:BR102013032886B1
    申请号:R102013032886-3
    申请日:2013-12-19
    公开日:2021-07-06
    发明作者:Paul J. Popa；Yanxiang Li；Hongyu Chen
    申请人:Dow Global Technologies Inc；
    IPC主号:
    专利说明:

    [001] This invention relates to moisture-curable two-part coating compositions capable of forming polyurethane-polysiloxane networks. The coating compositions are useful in the field of marine antifouling coatings.
    [002] Biofouling occurs anywhere in the marine environment and is a significant problem for marine objects such as ships. One approach to limiting the build-up of scale micro-organisms is the use of self-cleaning scale release coatings based on silicone elastomers. Polydimethylsiloxane (PDMS) based silicone elastomer scale release coatings have rubber-like elasticity, low surface energy, and a smooth surface; which makes it easier to release marine organisms from the coating surface under shear stress generated by hydrodynamic drag. However, PDMS is soft, easily torn, and requires frequent reapplications; thus costing time and money to maintain.
    [003] An effective approach to improve the mechanical properties of PDMS-based silicone coatings is to blend PDMS with other polymers with better mechanical properties, such as polyurethane (PU). Polysiloxanes and polyurethanes have very different but highly useful physical and mechanical properties, which have led to their widespread use. Polyurethanes are distinguished by mechanical strength, adhesion strength and abrasion resistance when combined with polydimethylsiloxane in scale release coatings. However, uniform physical mixtures of polysiloxanes and polyurethanes are difficult to obtain due to the incompatible properties of these resins and their pronounced tendency to experience phase separation after initial mixing.
    [004] United States Patent 8,299,200 (which claims priority to the international patent published as WO2009/025924) discloses a polysiloxane-modified polyurethane coating prepared by reacting a mixture comprising polyisocyanate; polyol; and polysiloxane which has functional groups capable of reacting with the polyisocyanate. Functional groups capable of reacting with the polyisocyanate are linked only at a single end of the polyorganosiloxane chain. It is theorized that coatings that have a polysiloxane bonded at only one end can result in a highly mobile surface and can allow easier release of fouling organisms. However, such siloxanes are expensive and coatings prepared with this system fail to provide all the necessary performance parameters of coatings in a marine environment. United States Patent 5,820,491 discloses a two-part urethane topcoat that includes a polyol component, an isocyanate component and a hydroxyl-functional polyether-modified polysiloxane copolymer component. Coatings prepared with this system fail to provide all the required performance parameters of coatings in a marine environment. What is needed is an inexpensive, simple and uniform alternative coating composition that combines the properties of both PDMS and PU and has the same or better coating performance parameters needed in a marine environment.
    [005] The present invention provides a two-part moisture curable composition comprising: (a) a first part comprising at least one multifunctional polyol; (b) a second part comprising: (i) at least one polysiloxane polymer having at least two isocyanate functional groups and (i-i) at least one isocyanate-functional organic compound; and (c) solvent. The present invention further provides a Method of coating a substrate comprising: (a) forming a two-part moisture curable composition comprising: (i) a first part comprising at least one multifunctional polyol; (i-i) a second part comprising: (A) at least one polysiloxane polymer having at least two isocyanate functional groups and (B) at least one isocyanate-functional organic compound; and (i-ii) solvent; (b) optionally mixing in the composition one or more of pigments, dyes, gloss-reducing additives, curing catalysts, smoothing and flowing agents, degassing additives, adhesion promoters, dispersion aids, flame retardants, thermal stabilizers, light stabilizers, antioxidants, plasticizers, antistatic agents, ultraviolet (UV) absorbers, lubricants or combinations thereof; and (c) applying the composition of steps (a) and (b) to a substrate and curing the composition.
    [006] The present invention further provides a two-part moisture curable composition comprising: (a) a first part comprising: (i) at least one multifunctional polyol and (ii) at least one polysiloxane polymer with at least two mercapto functional groups; (b) a second part comprising at least one isocyanate-functional organic compound; and (c) solvent. The present invention further provides a method of coating a substrate comprising: (a) forming a two-part moisture curable composition comprising: (i) a first part comprising: (A) at least one multifunctional polyol and (B) at least one polysiloxane polymer with at least two mercapto functional groups; (i-i) a second part comprising at least one isocyanate-functional organic compound; and (i-ii) solvent; (b) optionally mixing in the composition one or more of pigments, dyes, gloss-reducing additives, curing catalysts, smoothing and flowing agents, degassing additives, adhesion promoters, dispersion aids, flame retardants, thermal stabilizers, light stabilizers, antioxidants, plasticizers, antistatic agents, ultraviolet (UV) absorbers, lubricants or combinations thereof; and (c) applying the composition of steps (a) and (b) to a substrate and curing the composition.
    [007] The term "polyol" is an alcohol molecule that contains multiple hydroxyl groups. The term "multifunctional polyol" means a polyol that has more than one reactive site capable of cross-linking. The term "polyurethane" means a resin in which the polymer units are linked by urethane bonds, i.e., -O-CO-NH-, and/or one or more urea bonds, i.e., -NH-CO-NH,- . The term "isocyanate" means a functional group with the formula -N=C=O. The term "mercapto" means a functional group with the formula -SH, which may also be called a thiol group.
    [008] The polysiloxane polymer of the present invention has the formula:
    in which each R1, R2, R3, R4, R5, R6, R7, R8, R9, or R10 group is independently selected from substituted or unsubstituted C1 to C60 hydrocarbon radicals, provided that (i) at least one of the R1 to R10 is substituted with an isocyanate functional group or a mercapto group and (ii) the polysiloxane polymer has at least two isocyanate or mercapto functional groups. Preferably, at least one of the groups R1 to R10 is substituted with an isocyanate functional group and the polysiloxane polymer has at least two isocyanate functional groups. Each of men is independently an integer from 0 and above, provided that m+n > 1. Preferably, the isocyanate-functional polysiloxane has a number average molecular weight in the range from 4,000 to 15,000, more preferably from 6,000 to 10,000. The number average molecular weight is determined by GPC Viscotek VE2001 using a Mixed D column and polystyrene standard. Examples of suitable isocyanate-functional polysiloxanes include, without limitation, Silmer® Di-50 and Di-100 materials from Siltech Corp., which are linear difunctional polysiloxanes represented by the formula:
    in which ≥ 1 and Silmer® C50 from Siltech Corp., a multifunctional polysiloxane represented by the formula:
    where a > 1 and b > 1.
    [009] The polysiloxane polymer of the present invention totals 2 to 40 percent by weight based on the total solids weight of the curable composition (i.e. excluding the solvent used in the curable composition). Preferably the polysiloxane polymer is from 5 to 30 percent by weight based on the total weight of solids of the curable composition and most preferably it is from 10 to 25 percent by weight based on the total weight of solids of the curable composition.
    [0010] The multifunctional polyol of the present invention can be selected from acrylic polyols, natural oil polyols, polyester polyols, polyether polyols, polycarbonate polyols, and mixtures thereof. Acrylic polyols are preferred. Acrylic polyols include acrylic polymers ranging in Tg from 0-45°C preferably from 10-40°C, and most preferably from 20-35°C and have number average molecular weights (Mn) in the range 2000-25,000 g/mol, preferably 3,000-15,000 g/mol and most preferably 4,000-8,000 g/mol. Examples of commercially available acrylic polyols include Paraloid™ AU-750 from The Dow Chemical Company, Paraloid™ AU-S30 from The Dow Chemical Company, Desmophen® A365 from Bayer Material Science AG, and Joncryl® 500 from BASF Corporation. The multifunctional polyol of the present invention amounts to 35 to 60 percent by weight based on the total weight of the curable composition.
    [0011] Preferably the multifunctional polyol is 40 to 55 percent by weight based on the total weight of the curable composition and most preferably 40 to 50 percent by weight based on the total weight of the curable composition. The glass transition temperature (“Tg” here) of acrylic polymers is measured using a “DSC TA Instruments Module Q100 V9.8 Build 296” with a “Standard Cell FC”.
    Suitable natural oil polyols (NOPs) include unmodified NOPs such as natural seed oil diol monomers; and modified NOPs, such as "Gen 1 NOP DWD 2080" commercially available from The Dow Chemical Company, which are NOP molecules reconstructed with the mono-hydroxyl-methyl-saturated ester monomers, bi-hydroxyl- saturated methyl ester and saturated trihydroxyl methyl ester in a weight ratio of approximately 32%, 38%, 28% and 2%. In another example, a commercially available Gen 4 NOP is obtained by reacting Unoxol™ diol and diol-seed oil monomers that are separated from the seed oil monomer. Unoxol™ diol is a mixture of cis,trans-1,3-cyclohexane-dimethanol and cis,trans-1,4-cyclohexane-dimethanol, and is available from The Dow Chemical Company. Gen 4 NOP has the following structure with the hydroxyl equivalent weight of 170 g/mol.

    [0013] Polyols derived from natural oils are based on or derived from renewable raw materials such as animal fats and/or vegetable seed oils. Such oils and/or fats in general are comprised of triglycerides, i.e. glycerol-linked fatty acids. Preferred are vegetable oils that have at least about 70 percent unsaturated fatty acids in the triglyceride. The natural product may contain at least about 85 percent by weight of unsaturated fatty acids. Preferred examples of vegetable oils include, but are not limited to, for example, castor oil, soybean oil, olive oil, peanut oil, rapeseed oil, corn oil, sesame oil, cottonseed oil, canola oil, safflower oil, linseed oil, palm oil, vine seed oil, black caraway oil, pumpkin seed oil, borage seed oil, wood germ oil, apricot seed oil , pistachio oil, almond oil, macadamia nut oil, avocado oil, sea buckthorn oil, hemp oil, hazelnut oil, evening primrose oil, wild rose oil, thistle oil, oil walnut, sunflower oil, jatropha seed oil, or a combination thereof.
    [0014] Additionally, oils obtained from microorganisms such as algae can also be used. Examples of animal products include bacon, beef tallow, fish oils, and mixtures thereof. A combination of animal and vegetable oils/fats can also be used.
    [0015] The average hydroxyl functionality of MOP is in the range of 10; preferably in the range of 2 to 6. The NOP may have a number average molecular weight in the range of 100 to 3,000; preferably from 300 to 2,000; and more preferably from 350 to 1500.
    Isocyanate-functional organic compounds include aliphatic or cycloaliphatic polyisocyanates such as hexamethylenediisocyanate (HDI), isophoronediisocyanate (IPDI), methylenebis(p-cyclohexylisocyanate) (H12MDI); meta-tetramethylxylenediisocyanate (m-TMXDI), cyclohexyldiisocyanate (CHDI), 1,3-bis(isocyanatomethyl)cyclohexane and 1,4-bis(isocyanatomethyl)cyclohexane; diisocyanate trimers such as hexamethylenediisocyanate (HDI) trimers sold under the tradename Desmodur®N-3390 from Bayer Material Science AG, the isophoronediisocyanate (IPDI) trimer sold under the tradename Tolanate® IDT-70 from Perstorp Polyols Inc., and mixtures thereof. Preferably the isocyanate-functional organic compounds are hexamethylenediisocyanate (HDI) and isophoronediisocyanate (IPDI) trimers; and most preferably hexamethylenediisocyanate (HDI) trimers. The isocyanate-functional organic compounds of the present invention total from 8 to 30 percent by weight based on the total weight of the curable composition. Preferably isocyanate-functional organic compounds are from 10 to 30 percent by weight based on the total weight of the curable composition and most preferably from 15 to 25 percent by weight based on the total weight of the curable composition.
    Suitable urethane grade solvents include aromatic hydrocarbons such as xylene, toluene, ketones such as methyl isobutyl ketone, methylamyl ketone, or acetone, esters such as butyl acetate, or hexyl acetate; glycol ether esters such as propylene glycol acetate monomethyl ether; esters such as propyl propionate or butyl propionate, and mixtures thereof. The solvent amounts to 10 to 60 percent by weight based on the total weight of the curable composition. Preferably the solvent is from 15 to 50 percent by weight based on the total weight of the curable composition and most preferably from 20 to 40 percent by weight based on the total weight of the curable composition.
    [0018] Curable compositions are useful as coatings and can include various additives commonly incorporated in compositions of this type. Examples of additional additives include, but are not limited to, pigments, dyes, glare reducing additives, curing catalysts, smoothing and flow agents, degassing additives, adhesion promoters, dispersion aids, flame retardants, thermal stabilizers , light stabilizers, antioxidants, plasticizers, antistatic agents, ultraviolet (UV) absorbers, lubricants or combinations that include one or more of the aforementioned additives.
    Suitable adhesion promoters include silane adhesion promoters, such as 3-glycidoxypropyltrimethoxysilane, which can enhance the wet adhesion of the scale release topcoat without the need for an adherent or intermediate coating. Preferably the silane adhesion promoter is in the range of 0.5 to 3 percent by weight based on the total weight of the curable composition, more preferably 1 to 3 percent by weight based on the total weight of the curable composition, and with most preferably 1.5 to 3 percent by weight based on the total weight of the curable composition.
    [0020] The curable coating compositions of the present invention can be unpigmented clear clear coatings, or pigmented systems for primer (base coat), basecoat and topcoat applications. The pigment can be any typical organic or inorganic pigment. Several different pigments may be needed to achieve the desired color for a specific application. Examples of suitable pigments include, without limitation, titanium dioxide, barites, clay, calcium carbonate, iron oxide red, CI Pigment Yellow 42, CI Pigment Blue 15, 15:1, 15:2, 15:3, 15:4 (copper phthalocyanines), CI Pigment Red 49:1, CI Pigment Red 57:1 and carbon black.
    [0021] The resulting coating compositions can be applied onto a substrate using techniques known in the art, for example by spray coating, stretch coating, roller coating. The nominal dry film thickness (DFT) of the coating is greater than or equal to 50.8 micrometers, preferably greater than 63.5 micrometers and most preferably greater than 76.2 micrometers. Examples of substrates that can be coated include, without limitation, plastics, wood, metals such as aluminum, galvanized sheet steel, tinned steel, concrete, glass, composites, urethane elastomers, substrates with a backing (painted), and the like. Coatings can be cured at room temperature or at an elevated temperature in an oven with forced airflow or other heating sources.
    [0022] The following examples are illustrative of the invention. Experimental methods:
    [0023] The raw materials used in the Examples are described below.

    Test Procedures: Pseudobarnacle Pullout Resistance Test
    [0024] The test was performed according to the modified procedure as described in the reference (Kohl JG & Singer IL, "Pull-off behavior of epoxy bonded to silicone duplex coatings", Progress in Organic Coatings, 1999, 36:15-20 ) using an Instron machine under the trade name Instron™ Model 1122. Ten millimeter diameter aluminum buttons were used and glued to the surface of coated panels using an epoxy adhesive (Hysol® 1C from Henkel Loctite Americas, www.loctite com). Excess epoxy adhesive was removed after curing for about one hour. The epoxy adhesive was then allowed to set for at least three days at room temperature. The button was then pulled using an Instron machine until the button released from the coating surface. For each test, at least two and preferably three repeated samples were used and the mean value for pullout strength (measured in MPa units) was noted. The pseudo-barnacle pullout strength limit was 0.6 MPa. Contact angle test
    [0025] The water contact angle of the coatings was measured using a VCA Optima contact angle measuring device from AST Products, Inc. A water droplet, 0.5-1 µL was positioned on the coating surface . After the equilibration time the contact angle was measured. A higher contact angle means that the coating surface is hydrophobic. For an inlay release liner the contact angle should be > 100°. impact resistance
    [0026] The impact strength of the coating was determined using a Gardner impact tester in accordance with ASTM D2794. This test involves dropping a weight onto an indentation body that is at rest on the casing surface. The weight is dropped from a known height and the indentation body forms a small dent in the coated panel. The coating is observed for cracking or delamination over or around the dent. The force to produce splitting/delamination is noted in meter-newton (m-N). The highest force that does not result in coating failure up to 18.1 m-N is noted. Testing is performed by impacting the coating directly (direct), with the coating facing up. The impact strength limit was 9.0 m-N. Hatch adhesion
    [0027] Hatch adhesion was measured according to ASTM D3359. A rating of 4B or 5B is considered an acceptable level of membership. Adhesion - Hot water immersion
    [0028] The cured panels were kept immersed in hot water (80°C) for 5 days. After the completion of 5 days, the panels were removed from the hot water bath, dried and allowed to cool to ambient laboratory temperatures. The coatings were visually inspected for delamination, blistering, blistering, etc. in the traced (hatched) area of the hatch adhesion test. If no damage was observed, the topcoat was classified as passing adhesion. Coating application and cure
    [0029] The coatings were applied to 10.2 cm by 30.5 cm panels of phosphate-pretreated steel and chromate-pretreated aluminum with the use of a wire-wrapped stick or a wet film applicator. 8 selectable different coating thicknesses. The panels were pre-cleaned by scrubbing with a lint-free cloth and IPA to remove oils and were dried with nitrogen or compressed air. Coated panels were allowed to cure for a minimum of 7 days in 50% relative humidity (RH) and laboratory ambient temperatures (~24°C) prior to testing. Formulations: Examples 1-29 and Comparative Examples 1-3
    The coating formulations were prepared in a FlackTek SpeedMixer™ dual asymmetric centrifuge (Model DAC 150 FV-K, FlackTek, Inc.). The formulations were prepared as follows: 1. A blend of solvents was prepared from equal parts by weight of MIBK, n-butyl propionate, and n-propyl propionate unless another solvent is specified in the formulation tables.
    [0031] 2. A 1% catalyst solution was prepared using the above blend of solvents and 1% DBTDL.
    [0032] 3. Polyols, solvents, catalyst solution, and adhesion promoter (if present in the formulation) were loaded into a SpeedMixer beaker.
    4. The blend was blended for 30 seconds at ~3,000 rpm.
    [0034] 5. Isocyanate-functional components were added to the SpeedMixer beaker.
    6. The blend was blended for 30 seconds at ~3,000 rpm.
    [0036] 7. The panels were coated and allowed to cure as described above.

    [0037] Test Results for Examples 1-6

    [0038] These results illustrate that acrylic polyols of different glass transition temperatures give coatings with excellent toughness as illustrated by the impact strength results and release properties. They also illustrate that the level of isocyanate functionality in PDMS polymers (Silmer C-50 is trifunctional while Silmer Di-100 is difunctional) gives the same results. The isocyanate-functional PDMS content in these examples is 10% based on the total solids in the formulation. Examples

    [0039] Test Results for Examples 7-12

    [0040] These results illustrate that the different level of isocyanate-functional PDMS provides tough coatings (impact resistance) and good release properties. The range of isocyanate-functional PDMS in these formulations is between 5% and 20% based on the total solids in the formulation. They also highlight that isocyanate-functional PDMS polymers of different MW can be used: Silmer NCO Di-50 (MW 4,300 g/mol) and Silmer NCO Di-100 (MW 8,000 g/mol).

    [0041] Test Results for Examples 16 and 17

    [0042] Test Results for Examples 13-15

    [0043] These results further expand the level of isocyanate-functional PDMS to obtain tough (impact resistance) coatings with good release properties. The range of isocyanate-functional PDMS in these formulations is between 20% and 30% of the total solids in the formulation.

    [0044] These data confirm that the initial data at 20% and 25% isocyanate-functional PDMS in the formulations using a new batch of Acrylic Polyol A, called Acrylic Polyol D (with slightly higher OH equivalent weight) it further illustrates excellent release properties and toughness (impact resistance).

    [0045] Test results for Examples 18 and 19

    [0046] These data confirm that polyols other than acrylics can be used. However, acrylic polyols are preferred.


    [0047] Test Results for Examples 20-25

    [0048] Examples 20-25 demonstrate that an adhesive or intermediate coating layer is not required to achieve acceptable base coat adhesion and scale release properties. Examples 20-25 were prepared as described above and applied to treated metal panels which were primed with a commercial marine epoxy undercoat (Interguard 264 manufactured by International Paint) as per the manufacturer's recommendations. The base paint was applied to the panels and allowed to cure for 24, 48, 72, 96, and 168 hours respectively (Ex 20-25 - examples 24 and 25 applied after 168 hours - different silicone contents) and allowed to cure as described above .
    [0049] These examples demonstrate that excellent release properties can be achieved without the use of an adhesive coating or intermediate applied between a base coat and the inlay release top coat. These results also show a preferred overcoat time period between topcoat application over the basecoat and the basecoat application of between 24 hours and 144 hours, preferably between 24 hours and 120 hours, and more preferably between 24 hours and 144 hours. 48 hours and 96 hours with excellent adhesion as demonstrated by the hot water adhesion test.


    [0050] Test Results for Examples 26-29

    [0051] Examples 26-29 demonstrate that a silane adhesion promoter can be used to further enhance the wet adhesion of the scale release topcoat without the need for an adherent or intermediate coating.
    [0052] Examples 24-27 were prepared as described above and applied to treated metal panels that were primed with the use of a commercial marine epoxy undercoat (Interguard 264 manufactured by International Paint) according to the manufacturer's recommendations . The base paint was applied to the panels and allowed to cure for 24, 48, 72 or 96 hours respectively (Ex 24-27). The nominal dry film thickness (DFT) of the base paint was between 101.6 micrometers and 114.3 micrometers. The top coat was applied to achieve a DFT of > 63.5 micrometers and was allowed to cure as described above.
    [0053] These examples demonstrate that excellent release properties can be achieved without the use of an adhesive coating or intermediate applied between a base coat and the scale release top coat with excellent adhesion as demonstrated by the hot water adhesion test when a silane adhesion promoter is added in the topcoat formulation. Visually the panels in examples 26-29 look better under the hot water adhesion test than those in examples 20-23. The range of silane adhesion promoter should be between 0.5% and 3% based on weight, preferably between 1% and 3% based on weight, and more preferably between 1.5% and 3% based on weight . COMPARATIVE EXAMPLES
    [0054] The comparative examples below show 2K urethane systems. However, they differ from the present invention in performance and in cured coating composition.

    [0055] Results of Comparative Examples 1-3

    [0056] None of the contact angles meet the limit for a scale release liner that has a water contact angle of >100°. The coating quality of each of the comparative examples was extremely unsatisfactory due to the exudation of the silane component which could be easily rubbed from the surface. Although pseudo-barnacle adhesion meets the requirement, none of the coatings passed the hot water adhesion test, after immersion the entire coating peeled excessively from the substrate and cracked. These comparative examples highlight the performance advantages of the present invention compared to other scale release technologies using 2K urethane by showing better adhesion without an adhesive or intermediate coating and better coating quality.
    权利要求:
    Claims (13)
    [0001]
    1. A two-part moisture-curable composition characterized in that it comprises: (a) a first part comprising at least one multifunctional acrylic polyol; (b) a second part comprising: (i) at least one polysiloxane polymer having at least two isocyanate functional groups and (ii) at least one isocyanate-functional organic compound; and (c) solvent, wherein the polysiloxane polymer is: (i) a difunctional polysiloxane of the formula:
    [0002]
    2. Composition according to claim 1, characterized in that the polysiloxane polymer has a number average molecular weight in the range of 4,000 g/mol to 15,000 g/mol.
    [0003]
    A composition according to claim 1, characterized in that the polysiloxane polymer is 2 to 40 percent by weight based on the total weight of solids of the curable composition.
    [0004]
    4. Composition according to claim 1, characterized in that the multifunctional acrylic polyol is an acrylic polymer with a glass transition temperature (Tg) in the range of 0°C to 45°C and a number average molecular weight in the range from 2,000 g/mol to 25,000 g/mol.
    [0005]
    5. Composition according to claim 1, characterized in that the multifunctional acrylic polyol is 35 to 60 percent by weight based on the total weight of the curable composition.
    [0006]
    6. Composition according to claim 1, characterized in that the isocyanate-functional organic compound is selected from the group consisting of hexamethylenediisocyanate (HDI), isophoronediisocyanate (IPDI), methylenebis(p-cyclohexylisocyanate) ( H12MDI), meta-tetramethylxylenediisocyanate (m-TMXDI), cyclohexyldiisocyanate (CHDI), 1,3-bis(isocyanatomethyl)cyclohexane, 1,4-bis(isocyanatomethyl)cyclohexane, di trimers -isocyanates, and mixtures thereof.
    [0007]
    7. Composition according to claim 1, characterized in that the isocyanate-functional organic compound is from 8 to 30 percent by weight based on the total weight of the curable composition.
    [0008]
    8. Composition according to claim 1, characterized in that it additionally comprises one or more of pigments, dyes, gloss-reducing additives, curing catalysts, smoothing and flowing agents, degassing additives, adhesion promoters, dispersion aids , flame retardant agents, thermal stabilizers, light stabilizers, antioxidants, plasticizers, antistatic agents, ultraviolet (UV) absorbers, lubricants or combinations thereof.
    [0009]
    9. Composition according to claim 8, characterized in that the adhesion promoter is 3-glycidoxypropyltrimethoxysilane.
    [0010]
    10. The composition of claim 1, characterized in that: (a) the polysiloxane polymer is 2 to 40 percent by weight based on the total weight of solids of the curable composition and has a number average molecular weight in the range from 4,000 g/mol to 15,000 g/mol; (b) the multifunctional acrylic polyol is 35 to 60 percent by weight based on the total weight of the curable composition and is an acrylic polymer with a Tg in the range of 0°C to 45°C and a number average molecular weight in the range from 2,000 g/mol to 25,000 g/mol; and (c) the isocyanate-functional organic compound is from 8 to 30 percent by weight based on the total weight of the curable composition and is selected from the group consisting of hexamethylenediisocyanate (HDI), isophoronediisocyanate (IPDI), methylenebis( p-cyclohexylisocyanate) (H12MDI), meta-tetramethylxylenediisocyanate (m-TMXDI), cyclohexyldiisocyanate (CHDI), 1,3-bis(isocyanatomethyl)cyclohexane, 1,4-bis(isocyanatomethyl) cyclohexane, diisocyanate trimers, and mixtures thereof.
    [0011]
    11. Method for coating a substrate, characterized in that it comprises: (a) forming a two-part curable composition as defined in any one of claims 1 to 10; (b) optionally mixing in the composition one or more of pigments, dyes, gloss-reducing additives, curing catalysts, smoothing and flowing agents, degassing additives, adhesion promoters, dispersion aids, flame retardants, thermal stabilizers, light stabilizers, antioxidants, plasticizers, antistatic agents, ultraviolet (UV) absorbers, lubricants or combinations thereof; (c) applying the composition of steps (a) and (b) to a substrate and curing the composition.
    [0012]
    12. Coated article, characterized in that it is coated by the method as defined in claim 11.
    [0013]
    13. Coated article according to claim 12, characterized in that it has a nominal dry film thickness (DFT) of the coating greater than or equal to 50.8 micrometers.
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    法律状态:
    2019-10-15| B03A| Publication of a patent application or of a certificate of addition of invention [chapter 3.1 patent gazette]|
    2019-10-29| B06F| Objections, documents and/or translations needed after an examination request according [chapter 6.6 patent gazette]|
    2020-02-04| B06U| Preliminary requirement: requests with searches performed by other patent offices: procedure suspended [chapter 6.21 patent gazette]|
    2021-06-08| B09A| Decision: intention to grant [chapter 9.1 patent gazette]|
    2021-07-06| B16A| Patent or certificate of addition of invention granted [chapter 16.1 patent gazette]|Free format text: PRAZO DE VALIDADE: 20 (VINTE) ANOS CONTADOS A PARTIR DE 19/12/2013, OBSERVADAS AS CONDICOES LEGAIS. |
    2021-08-24| B16C| Correction of notification of the grant|Free format text: REF. RPI 2635 DE 06/07/2021 QUANTO AO ENDERECO. |
    优先权:
    申请号 | 申请日 | 专利标题
    CN201210599271.4A|CN103910853B|2012-12-31|2012-12-31|The stained desorption coating of siloxanes-carbamate groups|
    CN201210599271.4|2012-12-31|
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