Polyol composition, coating composition, cured product, coated article, and method for producing coating composition
A polyol composition with specific formulation enhances storage stability and performance of polyurethane coatings by using polycarbonate polyol with additives, addressing the stability issues of conventional compositions.
Patent Information
- Application Number
- JP2024208516
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2024-11-29
- Publication Date
- 2025-09-29
AI Technical Summary
Conventional polyurethane resins using polycarbonate polyol as a polyol component suffer from poor storage stability, particularly in coating compositions.
A polyol composition comprising a polycarbonate polyol with specific molecular weight and hydroxyl value, combined with a basic substance, metal catalyst, and additional additives like matting agents and thixotropic agents, is formulated to enhance coating stability.
The composition achieves excellent coating stability and improved properties such as scratch resistance, weather resistance, and reduced gloss, resulting in a durable and aesthetically pleasing finish.
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Figure 2025141786000001 
Figure 2025141786000002
Abstract
Description
[Technical Field]
[0001] The present invention relates to a polyol composition, a coating composition, a cured product, a coated product, and a method for producing the coating composition. [Background technology]
[0002] Conventionally, polyurethane resins have been used in a wide range of applications, including synthetic leather, artificial leather, adhesives, furniture paints, and automotive paints. Among the raw materials for polyurethane resins, polyether polyols, polyester polyols, and polycarbonate polyols are used as polyol components to react with isocyanates. In recent years, there has been an increasing demand for polyurethane resins with improved resistance, particularly in terms of heat resistance, weather resistance, hydrolysis resistance, solvent resistance, sunscreen resistance, and scratch resistance.
[0003] It is generally known that polyurethane resins using polycarbonate polyol as a polyol component are superior to polyurethane resins using polyether polyol or polyester polyol in moist heat resistance, solvent resistance, sunscreen resistance, scratch resistance, etc. For example, Patent Document 1 proposes a coating composition using polycarbonate diol as a polyol component. [Prior art documents] [Patent documents]
[0004] [Patent Document 1] Japanese Patent Application Publication No. 2018-012769 Summary of the Invention [Problem to be solved by the invention]
[0005] However, the coating composition using a polycarbonate polyol as the polyol component as disclosed in Patent Document 1 leaves room for improvement in storage stability, particularly coating stability after storage.
[0006] The present invention has been made in view of the above circumstances, and an object of the present invention is to provide a polyol composition that exhibits excellent coating stability even after storage. [Means for solving the problem]
[0007] As a result of extensive research, the present inventors have found that the use of a polyol composition having a specific composition results in excellent coating stability even after storage, and have thus completed the present invention.
[0008] That is, the present invention includes the following aspects. [1] A method for producing a polyol comprising the steps of: (A) a polyol; (B) a basic substance; and (C) a metal catalyst. pH is 7 to 10, the polyol (A) comprises a polycarbonate polyol, A polyol composition, wherein the polyol (A) has a weight average molecular weight of 8000 or less and a hydroxyl value of 30 to 300 mgKOH / g. [2] The polyol composition according to [1], further comprising a matting agent (D). [3] The polyol composition according to [2], wherein the matting agent (D) is inorganic fine particles. [4] The polyol composition according to [2] or [3], wherein the matting agent (D) has an average particle size of 1 to 30 μm. [5] The polyol composition according to any one of [1] to [4], further comprising a dispersant (E). [6] The polyol composition according to [5], wherein the dispersant (E) is at least one selected from the group consisting of phosphoric acid esters and acrylic polymers. [7] The polyol composition according to any one of [1] to [6], further comprising a thixotropic agent (F). [8] The polyol composition according to [7], wherein the thixotropic agent (F) is at least one selected from the group consisting of acrylic polymers, amide polymers, and nonionic polymers. [9] The polyol composition according to any one of [1] to [8], further comprising a surface conditioner (G).
[10] The polyol composition according to [9], wherein the surface conditioner (G) is a silicone polymer.
[11] The polyol composition according to any one of [1] to
[10] , further comprising an antifoaming agent (H).
[12] The polyol composition according to
[11] , wherein the antifoaming agent (H) is a vinyl polymer.
[13] The polyol composition according to any one of [1] to
[12] , wherein the polyol (A) is a water-dispersible polyol.
[14] The polyol composition according to any one of [1] to
[13] , wherein the basic substance (B) has a boiling point of 50°C or higher.
[15] The polyol composition according to any one of [1] to
[14] , wherein the basic substance (B) is an amine compound.
[16] The polyol composition according to any one of [1] to
[15] , wherein the metal catalyst (C) contains at least one metal selected from the group consisting of zinc, tin, bismuth, cobalt, zirconium, manganese, lithium, and magnesium.
[17] A coating composition comprising the polyol composition according to any one of [1] to
[16] and a curing agent (I).
[18] The coating composition according to
[17] , wherein the content of the metal catalyst (C) is 0.01 to 0.4 parts by mass per 100 parts by mass of the total of the polyol (A) and the curing agent (I).
[19] A coating composition comprising the polyol composition according to any one of [1] to
[16] and a curing agent (I), wherein the polyol composition contains a matting agent (D), and the content of the matting agent (D) is 5 to 10 parts by mass per 100 parts by mass of the total of the polyol (A) and the curing agent (I).
[20] The coating composition according to any one of
[17] to
[19] , which is water-based. [twenty one] The coating composition according to any one of
[17] to
[20] , which has a pH of 7 to 10. [twenty two] A cured product of the coating composition according to any one of
[17] to
[21] . [twenty three] A coated article comprising the cured product according to
[22] and a substrate. [twenty four] The coated article according to
[23] , wherein the 60° gloss of the surface of the cured article opposite to the substrate is 1 to 3. [twenty five] a step of adding a mixture (2) containing a basic substance (B) and a polyol (A) and having a pH of 7 to 10 to a mixture (1) containing a matting agent (D) and a dispersant (E) to obtain a dispersion (1); A step of adding a thixotropic agent (F) and a metal catalyst (C) to the dispersion (1) to obtain a dispersion (2); and a step of adding a curing agent (I) to the dispersion (2) to obtain a coating composition.
[26] The method for producing a coating composition according to
[25] , wherein a surface conditioner (G) and an antifoaming agent (H) are further added in the step of obtaining the dispersion (2).
[27] The method for producing a coating composition according to
[25] or
[26] , wherein the mixture (1) further contains a solvent. [Effects of the Invention]
[0009] According to the present invention, it is possible to provide a polyol composition that exhibits excellent coating stability even after storage. DETAILED DESCRIPTION OF THE INVENTION
[0010] Hereinafter, an embodiment of the present invention (hereinafter abbreviated as "the present embodiment") will be described in detail. Note that the present invention is not limited to the following embodiment, and various modifications can be made within the scope of the gist of the present invention.
[0011] <Polyol composition> The polyol composition of the present embodiment comprises a polyol (A), a basic substance (B), and a metal catalyst (C), has a pH of 7 to 10, the polyol (A) comprises a polycarbonate polyol, the weight average molecular weight of the polyol (A) is 8000 or less, and the hydroxyl value of the polyol (A) is 30 to 300 mgKOH / g.
[0012] The pH of the polyol composition of this embodiment is 7 to 10. The pH of the polyol composition of this embodiment is more preferably 7 to 9.8, even more preferably 7 to 9.5, and particularly preferably 7 to 9. When the pH of the polyol composition is within the above range, the appearance of the paint obtained from the paint composition containing the polyol composition tends to be excellent. The pH of the polyol composition can be adjusted by adjusting the content of the basic substance (B) relative to the polyol (A), which is generally acidic, to an appropriate range.
[0013] [Polyol (A)] In the present embodiment, the polyol (A) is not particularly limited as long as it contains a polycarbonate polyol. The polyol (A) may contain a polyol component other than the polycarbonate polyol. From the viewpoint of more suitably exhibiting the water resistance, heat resistance, chemical resistance, and abrasion resistance of the polycarbonate polyol, the content of the polycarbonate polyol per 100 parts by mass of the polyol (A) is preferably 50 to 100 parts by mass, more preferably 60 to 100 parts by mass, and even more preferably 70 to 100 parts by mass. When the properties of the polyol component other than the polycarbonate polyol are to be exhibited, the content of the polycarbonate polyol per 100 parts by mass of the polyol (A) may be 50 to 90 parts by mass, 50 to 80 parts by mass, or 50 to 70 parts by mass. The polyol component is not particularly limited as long as it is a compound having two or more hydroxyl groups in the molecule, and examples thereof include polyester polyol, acrylic polyol, polyether polyol, polyolefin polyol, and fluorine polyol.
[0014] The polyol (A) used in this embodiment is preferably dispersible in water (a water-dispersible polyol). If the polyol (A) used in this embodiment is dispersible in water, the stability of the aqueous polyol composition, aqueous coating composition, and aqueous polyurethane using the polyol (A) tends to be improved. In the case of an aqueous coating composition, volatile organic compounds (VOCs) tend to be reduced.
[0015] The hydroxyl value of the polyol (A) used in this embodiment is 30 to 300 mgKOH / g. The lower limit of the hydroxyl value of the polyol (A) is preferably 33 mgKOH / g or more, more preferably 36 mgKOH / g or more, even more preferably 39 mgKOH / g or more, even more preferably 42 mgKOH / g or more, and particularly preferably 45 mgKOH / g or more. The upper limit of the hydroxyl value of the polyol (A) is preferably 270 mgKOH / g or less, more preferably 240 mgKOH / g or less, even more preferably 210 mgKOH / g or less, even more preferably 180 mgKOH / g or less, and particularly preferably 150 mgKOH / g or less. For example, the hydroxyl value of the polyol (A) may be 33 to 270 mgKOH / g, 36 to 240 mgKOH / g, 39 to 210 mgKOH / g, 42 to 180 mgKOH / g, or 45 to 150 mgKOH / g. When the hydroxyl value of the polyol (A) is within the above range, the polyol (A) tends to have excellent compatibility with dipropylene glycol methyl ether (hereinafter also referred to as "DPM"), and the drying properties of the coating composition obtained from the polyol composition and the durability of the coating film or polyurethane film obtained from the coating composition tend to be better.
[0016] The method for controlling the hydroxyl value of the polyol (A) of the present embodiment within the above range is not particularly limited, but examples thereof include a method of controlling the hydroxyl value by adding and / or withdrawing a polyhydric alcohol compound during the production of the polyol. In this embodiment, the hydroxyl value can be calculated using the method described in the examples below.
[0017] The weight average molecular weight (Mw) of the polyol (A) used in this embodiment is 8000 or less, preferably 7700 or less, more preferably 7500 or less, even more preferably 7300 or less, even more preferably 7000 or less, particularly preferably 6800 or less, and extremely preferably 6500 or less. The lower limit of the weight average molecular weight (Mw) of the polyol (A) is not particularly limited, but is preferably 1000 or more, more preferably 1200 or more, even more preferably 1400 or more, even more preferably 1600 or more, particularly preferably 1800 or more, more particularly preferably 2100 or more, and extremely preferably 2400 or more. The above lower limit and upper limit may be combined appropriately to define a numerical range. For example, the weight average molecular weight (Mw) of the polyol (A) may be 1000 to 8000, 1200 to 7700, 1400 to 7500, 1600 to 7300, 1800 to 7000, 2100 to 6800, or 2400 to 6500.
[0018] When the weight average molecular weight (Mw) of the polyol (A) is within the above range, the polyol has excellent water dispersibility, and the durability of a coating composition using such a polyol tends to be better.
[0019] The number average molecular weight (Mn) of the polyol (A) used in this embodiment is not particularly limited, but the lower limit is preferably 400 or more, more preferably 500 or more, even more preferably 600 or more, even more preferably 700 or more, particularly preferably 800 or more, more particularly preferably 900 or more, and extremely preferably 1000 or more. The upper limit of the number average molecular weight (Mn) of the polyol (A) used in this embodiment is preferably 4000 or less, more preferably 3800 or less, even more preferably 3500 or less, even more preferably 3300 or less, particularly preferably 3100 or less, more particularly preferably 2700 or less, and extremely preferably 2500 or less. For example, the number average molecular weight (Mn) of the polyol (A) may be 400 to 4,000, 500 to 3,800, 600 to 3,500, 700 to 3,300, 800 to 3,100, 900 to 2,700, or 1,000 to 2,500.
[0020] When the number average molecular weight (Mn) of the polyol (A) is within the above range, the polyol (A) has excellent water dispersibility, and the drying properties of a coating composition using such a polyol (A) tend to be even better, and the durability of a polyurethane using such a polyol (A) tends to be even better.
[0021] The molecular weight distribution (Mw / Mn) of the polyol (A) used in this embodiment is not particularly limited, but the lower limit is preferably 1.00 or more, more preferably 1.20 or more, even more preferably 1.40 or more, even more preferably 1.50 or more, particularly preferably 1.60 or more, more particularly preferably 1.70 or more, extremely preferably 1.90 or more, and even extremely preferably 2.10 or more. The upper limit of the molecular weight distribution (Mw / Mn) of the polyol (A) is preferably 7.00 or less, more preferably 6.50 or less, even more preferably 6.00 or less, even more preferably 5.50 or less, especially preferably 5.00 or less, more particularly preferably 4.70 or less, extremely preferably 4.50 or less, and even extremely preferably 4.30 or less. The above lower and upper limits may be appropriately combined to define a numerical range. For example, the molecular weight distribution (Mw / Mn) of the polyol (A) may be in the range of 1.00 to 7.00, 1.20 to 6.50, 1.40 to 6.00, 1.50 to 5.50, 1.60 to 5.00, 1.70 to 4.70, 1.90 to 4.50, or 2.10 to 4.30.
[0022] When the molecular weight distribution (Mw / Mn) of the polyol (A) is within the above range, the polyol (A) has excellent compatibility with DPM and excellent water dispersibility, and the drying properties of a coating composition containing such a polyol (A) tend to be even better. In addition, the durability of a cured urethane product obtained using an aqueous coating composition containing such a polyol tends to be even better.
[0023] The method for controlling the molecular weight distribution (Mw / Mn) of the polyol (A) used in the present embodiment within the above range is not particularly limited, and examples thereof include a method of charging raw materials and a polyhydric hydroxy compound having a hydrophilic structure during the production of the polyol (A) so that the molecular weight distribution (Mw / Mn) falls within the above range, and a method of controlling the molecular weight distribution by adding and / or withdrawing a polyhydric alcohol compound during the production of the polyol (A).
[0024] In the present embodiment, the number average molecular weight (Mn) and weight average molecular weight (Mw) of the polyol can be calculated by gel permeation chromatography (GPC) measurement (THF) described in the Examples below, and the molecular weight distribution (Mw / Mn) can be calculated from the calculated number average molecular weight (Mn) and weight average molecular weight (Mw) according to the following formula (I). Molecular weight distribution (Mw / Mn) = Weight average molecular weight (Mw) / Number average molecular weight (Mn) (I)
[0025] [Basic substance (B)] The polyol composition of the present embodiment contains a basic substance (B). The basic substance (B) is not particularly limited as long as it is a basic substance. By containing the basic substance (B), for example, the appearance defect caused by the thixotropic agent (F) of the polyol composition and coating composition of the present embodiment is suppressed, and the catalytic effect is maintained, which tends to improve storage stability.
[0026] Furthermore, by including a basic substance (B), the polyol composition of this embodiment can adjust the pH of the polyol composition containing the acidic polyol (A) to 7 to 10. Specific examples of the basic substance (B) include, but are not limited to, amine compounds. Specific examples of the amine compounds include, but are not limited to, ammonia and amines [primary amines having 1 to 12 carbon atoms (primary monoamines, such as methylamine, ethylamine, propylamine, and octylamine), secondary monoamines (dimethylamine, diethylamine, and dibutylamine), and tertiary monoamines (aliphatic tertiary monoamines such as trimethylamine, triethylamine, triethanolamine, N-methyldiethanolamine, and N,N-dimethylethanolamine; heterocyclic tertiary monoamines such as N-methylpiperidine and N-methylmorpholine; aromatic ring-containing tertiary monoamines such as benzyldimethylamine, α-methylbenzyldimethylamine, and N-dimethylaniline].
[0027] Among these, amines are preferred, aliphatic tertiary monoamines are more preferred, and triethanolamine and N,N-dimethylethanolamine are particularly preferred.
[0028] In this embodiment, the boiling point of the basic substance (B) is preferably 50°C or higher, more preferably 100°C or higher, even more preferably 150°C or higher, and particularly preferably 200°C or higher. The upper limit of the boiling point of the basic substance (B) is not particularly limited, and may be, for example, 400°C, 380°C, 350°C, or 340°C. For example, the boiling point of the basic substance (B) may be 50 to 400°C, 100 to 380°C, 150 to 350°C, or 200 to 340°C. When the boiling point of the basic substance (B) is within the above range, the storage stability and drying properties of a coating material containing such a polyol composition tend to be better.
[0029] [Metal catalyst (C)] The polyol composition of this embodiment contains a metal catalyst (C). The metal catalyst (C) is not particularly limited as long as it catalyzes the reaction between the polyol (A) and the curing agent (I) described below. By containing the metal catalyst (C), the polyol composition of this embodiment tends to promote the reaction between the polyol (A) and the curing agent (I) in a coating composition containing the polyol composition, and to improve drying properties.
[0030] Specific examples of the metal catalyst (C) used in this embodiment include, but are not limited to, organic compounds containing at least one metal selected from the group consisting of zinc, tin, bismuth, cobalt, zirconium, manganese, lithium, and magnesium. Among these, organic compounds containing at least one metal selected from the group consisting of zinc, tin, bismuth, cobalt, and zirconium are preferred, and organic compounds containing at least one metal selected from the group consisting of zinc and tin are more preferred.
[0031] The content of the metal catalyst (C) in the polyol composition of this embodiment and the coating composition described below is preferably 0.01 to 0.4 parts by mass, more preferably 0.015 to 0.38 parts by mass, and even more preferably 0.02 to 0.35 parts by mass, per 100 parts by mass of the total of the polyol (A) and the curing agent (I). When the content of the metal catalyst (C) is within the above range, the drying properties of a coating composition containing the polyol composition and the appearance of the resulting coating film tend to be excellent. In the polyol composition, the content of the metal catalyst (C) can be determined based on the amount of the polyol (A) and the amount of the curing agent (I) used in preparing the coating composition.
[0032] [Matting agent (D)] The polyol composition of this embodiment may contain a matting agent (D). When the polyol composition contains the matting agent (D), for example, it tends to be possible to reduce the gloss of the coating film and improve the tactile feel. This tends to improve the surface strength and blocking properties of the coating film obtained from a coating composition containing the polyol composition, further increasing the scratch resistance, and making it possible to adjust the coating film gloss within a suitable range.
[0033] The matting agent (D) is not particularly limited as long as it can reduce the gloss of the coating film, and examples thereof include inorganic fine particles. Specific examples include, but are not particularly limited to, silica-based agents. Among these, finely powdered silica and colloidal silica are preferred. Commercially available matting agents (D) include, but are not particularly limited to, the Acematt OK, TS, OP, and HK series manufactured by Evonic, the Cysilia, Sylohobic, and Sylosphere series manufactured by Fuji Silysia Chemical Ltd., the Quattron series manufactured by Fuso Chemical Co., Ltd., the Fineseal series manufactured by Tokuyama Corporation, the Nipsil series manufactured by Tosoh Silica Corporation, and Mizukasil manufactured by Mizusawa Chemical Industries, Ltd.
[0034] The average particle size of the matting agent (D) is preferably 1 to 30 μm. The average particle size of the matting agent (D) is more preferably 2 to 20 μm, and even more preferably 3 to 10 μm. When the average particle size of the matting agent is within the above range, a soft feel to the touch (hereinafter referred to as "soft feel") can be obtained, and the abrasion resistance and transparency of the coating film can be improved.
[0035] The content of the matting agent (D) in the polyol composition of this embodiment and the coating composition described below is preferably 5 to 10 parts by mass, more preferably 5.5 to 9.5 parts by mass, and even more preferably 6 to 9 parts by mass, per 100 parts by mass of the total of the polyol (A) and the curing agent (I). When the content of the matting agent (D) is within the above range, the softness of the coating film obtained from the coating composition containing the polyol composition is increased and the abrasion resistance is improved. In the polyol composition, the content of the matting agent (D) can be determined based on the amount of the polyol (A) and the amount of the curing agent (I) used in preparing the coating composition.
[0036] [Dispersant (E)] The polyol composition of the present embodiment may contain a dispersant (E). When the polyol composition contains the dispersant (E), the matting agent (D) tends to be more stably dispersed in the polyol composition and the coating composition.
[0037] The dispersant (E) is not particularly limited as long as it improves the dispersibility of the matting agent (D), and specific examples include phosphate esters, acrylic polymers, etc. These may be used alone or in combination of two or more. Commercially available dispersants (E) are not particularly limited, and examples include the AQ series manufactured by Kusumoto Chemicals Co., Ltd., BYK-102, 190, and 191 manufactured by BYK-Chemie, and CARBOWET GA-210 and 211 manufactured by Evonic.
[0038] The content of the dispersant (E) in the polyol composition of this embodiment and the coating composition described below is preferably 0.1 to 10 parts by mass, more preferably 0.4 to 8 parts by mass, and even more preferably 0.8 to 7 parts by mass, per 100 parts by mass of the matting agent (D). When the content of the dispersant (E) is within the above range, the matting agent (D) is more stably dispersed, and the drying properties of the coating composition containing the polyol composition and the appearance of the coating film obtained from the coating composition tend to be excellent.
[0039] [Thixotropic agent (F)] The polyol composition of this embodiment may contain a thixotropic agent (F). When the polyol composition contains a thixotropic agent (F), sagging when applying a coating composition containing the polyol composition tends to be prevented and excellent storage stability can be imparted to the coating composition.
[0040] The thixotropic agent (F) is not particularly limited as long as it can impart thixotropy to the polyol composition and the coating composition, and examples thereof include acrylic polymers, amide polymers, nonionic polymers, etc. These may be used alone or in combination of two or more. Commercially available thixotropic agents (F) are not particularly limited, and examples thereof include the AQ series and AQH series manufactured by Kusumoto Chemicals Co., Ltd., RHEOBYK-M 2600 VF and RHEOBYK-H 7625 VF manufactured by BYK-Chemie, and AERODISP W7520 manufactured by Evonic.
[0041] The content of the thixotropic agent (F) in the polyol composition of this embodiment and the coating composition described below is preferably 0.1 to 10 parts by mass, more preferably 0.5 to 8 parts by mass, and even more preferably 1 to 6 parts by mass, per 100 parts by mass of the total solid content contained in the polyol composition or the coating composition. When the content of the thixotropic agent (F) is within the above range, unevenness in the thickness of the coating film when a coating composition containing the polyol composition is applied is less likely to occur, and the drying properties of the coating composition and the appearance of the resulting coating film tend to be excellent. In the polyol composition, the content of the thixotropic agent (F) can be determined based on the estimated total solid content, including the amount of solid content such as the curing agent (I) used in preparing the coating composition.
[0042] [Surface conditioner (G)] The polyol composition of the present embodiment may contain a surface conditioner (G). When the polyol composition contains the surface conditioner (G), the leveling property tends to be improved when a coating composition containing the polyol composition is applied.
[0043] The surface conditioner (G) is not particularly limited as long as it can improve the leveling properties when the coating composition is applied, and examples thereof include silicone polymers, etc. Commercially available surface conditioners (G) are not particularly limited, and examples thereof include the LS series manufactured by Kusumoto Chemicals Co., Ltd. and BYK-331 manufactured by BYK-Chemie.
[0044] The content of the surface conditioner (G) in the polyol composition of this embodiment and the coating composition described below is preferably 0.01 to 5 parts by mass, more preferably 0.02 to 4 parts by mass, and even more preferably 0.03 to 3 parts by mass, per 100 parts by mass of the total of the polyol (A) and the curing agent (I). When the content of the surface conditioner (G) is within the above range, the appearance of the coating film obtained from the coating composition containing the polyol composition tends to be excellent. In the polyol composition, the content of the surface conditioner (G) can be determined based on the amount of the polyol (A) and the amount of the curing agent (I) used in preparing the coating composition.
[0045] [Antifoaming agent (H)] The polyol composition of this embodiment may contain an antifoaming agent (H). When the polyol composition contains an antifoaming agent (H), the generation of bubbles in the polyol composition and a coating composition containing the polyol composition tends to be prevented, and a flat coating layer can be formed when the coating composition is applied.
[0046] The antifoaming agent (H) is not particularly limited as long as it can prevent foaming in the polyol composition and the coating composition containing the polyol composition, and examples thereof include vinyl polymers, etc. Commercially available surface conditioners (G) are not particularly limited, and examples thereof include ADF-01 and AQ-501 manufactured by Kusumoto Chemicals Co., Ltd., BYK-024 and 028 manufactured by BYK-Chemie, and TEGO FOAMWX 825, 815N, and SURFYNOL AD-01 manufactured by Evonic.
[0047] The content of the antifoaming agent (H) in the polyol composition of the present embodiment and the coating composition described below is preferably 0.01 to 3 parts by mass, more preferably 0.05 to 2 parts by mass, and even more preferably 0.1 to 1 part by mass, per 100 parts by mass of the total solid content contained in the polyol composition or the coating composition. When the content of the antifoaming agent (H) is within the above range, the appearance of the coating film obtained from the coating composition containing the polyol composition tends to be excellent. In the polyol composition, the content of the antifoaming agent (H) can be determined based on the estimated total solid content, including the amount of solid content of the curing agent (I) and the like used in preparing the coating composition.
[0048] [Other ingredients] In addition to the above, the polyol composition of this embodiment may contain other additives such as fillers, flame retardant dyes, organic or inorganic pigments, release agents, plasticizers, antioxidants, UV absorbers, light stabilizers, colorants, and solvents depending on the intended use. By appropriately incorporating these other components, coating compositions with different properties, such as soft-feel coatings and clear coatings, can be obtained. These other components may be contained in the polyol composition, or may be added when preparing a coating composition containing the polyol composition.
[0049] <Paint composition> The coating composition of this embodiment contains the polyol composition described above. By including the polyol composition, the coating composition of this embodiment can shorten the drying process and reduce the thickness of the cured product, and tends to be excellent in flexibility and durability.
[0050] [Hardening agent (I)] The coating composition of this embodiment may further contain a curing agent (I) in addition to the polyol composition. The curing agent (I) is not particularly limited as long as it has a reactive group capable of reacting with the hydroxyl group of the polyol (A). Among them, it is preferable to use one having two or more reactive groups.
[0051] Examples of compounds having a reactive group capable of reacting with the hydroxyl group of the polyol (A) include isocyanate compounds, carbodiimide compounds, and aziridine compounds. Among these, isocyanate compounds are preferred. Examples of isocyanate compounds include aliphatic diisocyanates such as hexamethylene diisocyanate and isophorone diisocyanate and their derivatives, and aromatic isocyanates such as tolylene diisocyanate and diphenylmethane diisocyanate and their derivatives, but are not limited to these.
[0052] The isocyanate compound may be a commercially available product or may be synthesized by a known method. Commercially available isocyanate compounds are not particularly limited, but examples thereof include 24A-100, 22A-75P, TPA-100, TKA-100, P301-75E, D101, D201, 21S-75E, MFA-75B, MHG-80B, TUL-100, TLA-100, TSA-100, TSS-100, TSE-100, E402-80B, E405-80B, and AE700-10 Examples of such products include the "Duranate (product name)" series manufactured by Asahi Kasei Corporation, such as 0, A201H, 17B-60P, TPA-B80E, MF-B60B, MF-K60B, SBB-70P, SBN-70D, E402-B80B, WB40-100, WT30-100, WT31-100, WB40-80D, WT20-100, WL70-100, WE50-100, and WM44-L70G.
[0053] (NCO / OH ratio) When the curing agent (I) is an isocyanate compound, the content of the isocyanate compound in the coating composition is, from the viewpoint of durability of the urethane cured product obtained using the coating composition, such that the ratio of the number of moles of hydroxyl groups (OH groups) contained in the polyol (A), the number of moles of hydroxyl groups (OH groups) contained in the basic substance (B), and the number of moles of isocyanate groups (NCO groups) contained in the curing agent (I) (number of moles of NCO groups / number of moles of OH groups, hereinafter also referred to as the NCO / OH ratio) is preferably 0.2 to 7.0, more preferably 0.4 to 5.0, even more preferably 0.5 to 3.0, even more preferably 0.6 to 2.5, and particularly preferably 0.8 to 2.0.
[0054] From the viewpoint of the durability of the coating film obtained from the coating composition and the urethane cured product, the curing agent (I) preferably has a cyclic structure, more preferably has an isocyanurate ring.
[0055] The coating composition of this embodiment is preferably water-based. In this embodiment, being water-based means that at least the polyol is water-dispersible. In particular, it is preferable that the curing agent (I) is also water-dispersible. The coating composition of this embodiment is preferably water-based, as this tends to reduce volatile organic compounds (VOCs).
[0056] The pH of the coating composition of this embodiment is preferably 7 to 10. The pH of the coating composition is more preferably 7 to 9.8, even more preferably 7 to 9.5, and particularly preferably 7 to 9. When the pH of the coating composition is within the above range, the appearance of the coating film obtained from the coating composition tends to be excellent. The pH of the coating composition can be adjusted by adjusting the content of the basic substance (B) relative to the polyol (A), which is generally acidic, to an appropriate range.
[0057] The coating composition of this embodiment can be preferably used as a soft-feel coating for the surface treatment of home appliances, office automation products, automobile interior parts, leather, synthetic leather, and wooden products such as furniture. The method for applying the aqueous soft-feel coating composition of this embodiment is not particularly limited, but examples include a method in which each additive component is mixed with an aqueous polyurethane dispersion and then applied to a substrate by spraying, rolling, brushing, etc.
[0058] <Cured product> The cured product of this embodiment is obtained by curing the coating composition. Examples of the cured product include a urethane coating film, a urethane film, and a urethane resin. The cured product may be in the form of a polyurethane dispersed in water. The cured product of this embodiment tends to be excellent in flexibility and durability.
[0059] <Painted items> The coated article of this embodiment includes the cured product and a substrate. Examples of the coated article include a substrate having a urethane coating film formed thereon. By including the cured product, the coated article of this embodiment tends to have excellent coating film flexibility and high durability.
[0060] In the coated article of this embodiment, the 60° gloss of the cured product on the surface opposite the substrate is preferably 1 to 3, more preferably 1 to 2.9, even more preferably 1 to 2.8, and particularly preferably 1 to 2.7. When the gloss of the coated article is within the above range, the cured product tends to have excellent scratch resistance, and the coated article tends to have a highly aesthetic design with an excellent matte finish and shading effect.
[0061] <Method of manufacturing the coating composition> The coating composition of this embodiment is preferably produced by a production method including the steps of: adding a mixture (2) containing a basic substance (B) and a polyol (A) and having a pH of 7 to 10 to a mixture (1) containing a matting agent (D) and a dispersant (E) to obtain a dispersion (1); adding a thixotropic agent (F) and a metal catalyst (C) to the dispersion (1) to obtain a dispersion (2); and adding a curing agent (I) to the dispersion (2) to obtain a coating composition, from the viewpoint of further improving the appearance of a coating film obtained from the coating composition.
[0062] In the method for producing the coating composition, it is preferable to further add a surface conditioner (G) and an antifoaming agent (H) in the step of obtaining the dispersion (2), from the viewpoint of further improving the appearance of the coating film obtained from the coating composition.
[0063] In the method for producing the coating composition, from the viewpoint of ease of mixing, it is preferable that the mixture (1) further contains a solvent. The solvent is not particularly limited, but examples thereof include water, amide solvents, sulfoxide solvents, ketone solvents, ether solvents, ester solvents, carbonate ester solvents, and aromatic hydrocarbon solvents.
[0064] When water is used as the solvent, it is preferably pure water.
[0065] The amide solvent is not particularly limited, but examples thereof include dimethylformamide, diethylformamide, dimethylacetamide, and N-methylpyrrolidone.
[0066] The sulfoxide solvent is not particularly limited, but examples thereof include dimethyl sulfoxide.
[0067] The ketone solvent is not particularly limited, but examples thereof include acetone, methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, and cyclohexanone.
[0068] The ether solvent is not particularly limited, but examples thereof include DPM, propylene glycol n-propyl ether, dipropylene glycol, n-propyl ether, propylene glycol n-butyl ether, dipropylene glycol n-butyl ether, propylene glycol methyl ether acetate, dipropylene glycol methyl ether acetate, tetrahydrofuran, and dioxane.
[0069] The ester solvent is not particularly limited, but examples thereof include methyl acetate, ethyl acetate, butyl acetate, isobutyl acetate, and propylene glycol-1-monomethyl ether 2-acetate.
[0070] The carbonate ester solvent is not particularly limited, but examples thereof include dimethyl carbonate, diethyl carbonate, and propylene carbonate.
[0071] The aromatic hydrocarbon solvent is not particularly limited, but examples thereof include toluene and xylene.
[0072] These solvents may be used alone or as a mixed solvent of two or more kinds. Among them, it is preferable that the solvent contains a hydrophilic solvent, and it is more preferable that the solvent contains water.
[0073] The content of water in the solvent used in this embodiment is preferably 60 to 100 parts by mass, more preferably 70 to 100 parts by mass, and even more preferably 75 to 100 parts by mass, per 100 parts by mass of the total amount of the solvent. [Example]
[0074] The present embodiment will be described in more detail below using examples, but the present embodiment is not limited to these examples. Analytical methods and evaluations of physical properties in the following examples and comparative examples were carried out according to the following test methods.
[0075] [Hydroxyl value] The hydroxyl value (hereinafter also referred to as "OHV") of the polyols was measured by the following method. First, an acetylation reagent was prepared by adding pyridine to 12.5 g of acetic anhydride in a volumetric flask to make a 50 mL solution. Approximately 2.5 g of sample was then weighed into a 100 mL recovery flask. The sample amount was adjusted appropriately depending on the number of hydroxyl groups per molecule and the molecular weight of the sample being measured. 2.5 g is a guideline for a polyol with 2 hydroxyl groups per molecule and a molecular weight of 1,000. Next, 5 mL of acetylation reagent and 10 mL of toluene were added to the recovery flask using a volumetric pipette. After attaching a condenser, the solution in the recovery flask was heated and stirred at 100°C for 1 hour. Next, 2.5 mL of distilled water was added to the recovery flask using a volumetric pipette, and the solution in the recovery flask was heated and stirred for an additional 10 minutes. After the solution in the recovery flask was cooled for 2 to 3 minutes, 12.5 mL of ethanol was added to the recovery flask. Next, 2-3 drops of phenolphthalein were added to the recovery flask as an indicator, and titration was performed with 0.5 mol / L ethanolic potassium hydroxide solution. Next, 5 mL of acetylation reagent, 10 mL of toluene, and 2.5 mL of distilled water were added to a 100 mL recovery flask, and the solution in the recovery flask was heated and stirred for 10 minutes, after which titration was performed in the same manner (blank test). Based on this result, the hydroxyl value of the polyols was calculated using the following formula (i): Hydroxyl number (mgKOH / g) = {(FE) × 28.05 × f} / G (i) In the formula (i), E represents the titer (mL) of the sample, F represents the titer (mL) of the blank test, G represents the sample mass (g), and f represents the factor of the titrant.
[0076] [GPC measurement (THF)] The number average molecular weight (Mn) and weight average molecular weight (Mw) of the polyol were measured by gel permeation chromatography (GPC) (THF) in the following manner.
[0077] The polyols obtained in the examples and comparative examples described below were used as samples. The concentration of the measurement sample was adjusted to 0.5% by mass with tetrahydrofuran (hereinafter, referred to as THF), and the number average molecular weight (Mn) and weight average molecular weight (Mw) of the polyols were measured in terms of standard polystyrene using the GPC apparatus described below.
[0078] GPC equipment: Tosoh HLC-8320 Analytical column: TSKgel G4000H 1 piece G3000H 1 piece G2000H 2 pieces Guard column: TSKgel guard column HXL-L Reference column: TSKgel SuperH-RC Eluent: tetrahydrofuran (THF) Flow rate: 1.0mL / min Column temperature: 40℃ RI detector: RI (built into the device HLC-8320) Calibration curve: Standard polystyrene (Tosoh Corporation) ·F-40 (molecular weight: 4.27×10 5 ) ·F-20 (molecular weight: 1.90×10 5 ) ·F-10 (molecular weight: 9.64×10 4 ) ·F-4 (molecular weight: 3.79×10 4 ) ·F-2 (molecular weight: 1.81×10 4 ) ·F-1(molecular weight: 1.02×10 4 ) ·A-5000 (molecular weight: 5.97×10 3 ) ·A-2500 (molecular weight: 2.63×10 3 ) A-500 A-1000
[0079] The molecular weights of dimers to decamers were calculated from A-500 and A-1000. Dimer (molecular weight: 266) trimer (molecular weight: 370) Tetramer (molecular weight: 474) Pentamer (molecular weight: 578) Hexamer (molecular weight: 682) Heptamer (molecular weight: 786) Octamer (molecular weight: 890) Nonamer (molecular weight: 994) Decamer (molecular weight: 1098) Calibration curve: 3rd order polynomial
[0080] Gloss The gloss of the coating surface at 60° (60° gloss) was measured according to the method of JIS K5600-4-7.
[0081] [pH measurement] The pH was measured using an automatic potentiometric titrator AT-710 manufactured by Kyoto Electronics Manufacturing Co., Ltd. for the mixtures, polyol compositions, and water-dispersed coating compositions obtained in each of the examples and comparative examples.
[0082] [Coating process] The coating compositions obtained in each example and comparative example were applied to an ABS resin (acrylonitrile-butadiene-styrene resin) plate so that the dry film thickness was 40 μm, thereby preparing coated test specimens.
[0083] [Drying process] The coated test piece prepared in the above coating step was baked at 60°C until the surface was dried to the point where it no longer left a trace when touched with a finger, yielding a polyurethane coating film. The resulting polyurethane coating film was evaluated for various physical properties using the methods described below.
[0084] [Drying property evaluation] In the drying process, the baking time until the surface no longer leaves a trace of a finger (drying time: drying property immediately after mixing) was measured. The shorter the drying time, the better the drying property. In the table, drying times exceeding 180 minutes are marked with "X."
[0085] [Storage stability] The polyol compositions obtained in each Example and Comparative Example were allowed to stand at 23°C for 3 days and 7 days, respectively, and then steps 5 and subsequent steps in the Examples and Comparative Examples described below were carried out, the drying properties were evaluated as described above, and the drying times (drying properties after 3 days and 7 days) were measured. The shorter the drying time, the better the coating stability after storage and the better the storage stability.
[0086] [Soft feel] The polyurethane coating film obtained in the drying step was evaluated for softness by touching the surface of the coating film with a hand. The evaluation results were expressed as follows: ○: Good softness △: Fairly good softness ×: Not felt to be soft
[0087] [Coating appearance] After baking until no trace of a finger remained after the drying evaluation, the appearance of the resulting polyurethane coating film was visually observed. The coating appearance was judged as follows.
[0088] [Judgment method] ○: Smooth and smooth, with no cracks, bumps or repelling △: No cracks, but slight bumps and repelling ×: Cracks, bumps, or repelling
[0089] <Preparation of soft feel paint> [Example 1] Step 1: 1.8 g of "ACEMATT TS-100 (trade name, manufactured by Evonik)" as a matting agent, 0.09 g of "AQ-330 (trade name, manufactured by Kusumoto Chemicals Co., Ltd.)" as a dispersant, and 39.6 g of pure water were weighed into a plastic container and stirred at a stirring speed of 1000 rpm for 10 minutes to obtain a mixture (1-E1). Step 2: 14 g of "AKN11 (trade name, Asahi Kasei Corporation, water-dispersible polycarbonate polyol with a weight-average molecular weight of 2680 and a hydroxyl value of 112 mgKOH / g)" as a polyol and 0.11 g of "triethanolamine (reagent name)" as a basic substance (neutralizing agent) were weighed into a plastic container and stirred at 1000 rpm for 5 minutes to obtain mixture (2-E1). The pH (pH after neutralization) of the obtained mixture (2-E1) was measured. The results are shown in Table 1. Step 3: Mixture (2-E1) was added to mixture (1-E1) while stirring at 500 rpm, and after the addition was completed, the mixture was stirred at a stirring speed of 1000 rpm for 5 minutes to obtain dispersion (1-E1). Step 4: To the dispersion (1-E1), 2.0 g of "AQ-633E (trade name, manufactured by Kusumoto Chemicals Co., Ltd., amide-based)" as a thixotropic agent, 0.4 g of "AQ-501 (trade name, manufactured by Kusumoto Chemicals Co., Ltd., vinyl-based)" as an antifoaming agent, 0.46 g of "BYK-331 (trade name, manufactured by BYK-Chemie, silicone-based)" as a surface conditioner, and 0.69 g of "Borchers LH10 (trade name, manufactured by OMG Borchers, aqueous metal catalyst)" as a 10% organotin solution of dilauric acid were weighed and added, and the mixture was stirred at a stirring speed of 1000 rpm for 15 minutes to obtain a dispersion (2-E1): polyol composition. The pH of the resulting polyol composition was 8.28. Step 5: 9.1 g of "WT31-100 (trade name, Asahi Kasei Corporation, water-based isocyanate curing agent)" was weighed out and added to the dispersion (2-E1) as a curing agent, and the mixture was stirred at 1000 rpm for 5 minutes to obtain a coating composition. The pH of the resulting coating composition was 8.15. The physical properties of the coating film formed from the resulting coating composition are shown in Table 1.
[0090] [Example 2] Step 1: 1.65 g of "ACEMATT TS-100 (trade name, manufactured by Evonik)" as a matting agent, 0.08 g of "AQ-330 (trade name, manufactured by Kusumoto Chemicals Co., Ltd.)" as a dispersant, and 42.2 g of pure water were weighed into a plastic container and stirred at a stirring speed of 1000 rpm for 10 minutes to obtain a mixture (1-E2). Step 2: 14 g of "AK021E (trade name, Asahi Kasei Corporation, water-dispersible polycarbonate polyol with a weight-average molecular weight of 5850 and a hydroxyl value of 80 mgKOH / g)" as a polyol, 0.11 g of "triethanolamine (reagent name)" as a basic substance (neutralizing agent), and 3.5 g of "dipropylene glycol methyl ether (reagent name)" as a hydrophilic solvent were weighed into a plastic container and stirred at 1000 rpm for 5 minutes to obtain mixture (2-E2). The pH (pH after neutralization) of the obtained mixture (2-E2) was measured. The results are shown in Table 1. Step 3: Mixture (2-E2) was added to mixture (1-E2) while stirring at 500 rpm, and after the addition was completed, the mixture was stirred at a stirring speed of 1000 rpm for 5 minutes to obtain dispersion (1-E2). Step 4: To the dispersion (1-E2), 2.1 g of "AQ-633E (trade name, manufactured by Kusumoto Chemicals Co., Ltd., amide-based)" as a thixotropic agent, 0.42 g of "AQ-501 (trade name, manufactured by Kusumoto Chemicals Co., Ltd., vinyl-based)" as an antifoaming agent, 0.21 g of "BYK-331 (trade name, manufactured by BYK-Chemie, silicone-based)" as a surface conditioner, and 0.62 g of "Borchers LH10 (trade name, manufactured by OMG Borchers, aqueous metal catalyst)" as a 10% organotin solution of dilauric acid were weighed and added, and the mixture was stirred at a stirring speed of 1000 rpm for 15 minutes to obtain a dispersion (2-E2): polyol composition. The pH of the resulting polyol composition was 8.30. Step 5: 9.1 g of "WT31-100 (trade name, Asahi Kasei Corporation, water-based isocyanate curing agent)" was weighed out and added to the dispersion (2-E2) as a curing agent, and the mixture was stirred at 1000 rpm for 5 minutes to obtain a coating composition. The pH of the resulting coating composition was 8.20. The physical properties of the coating film formed from the resulting coating composition are shown in Table 1.
[0091] [Example 3] Step 1: 1.6 g of "ACEMATT TS-100 (trade name, manufactured by Evonik)" as a matting agent, 0.08 g of "AQ-330 (trade name, manufactured by Kusumoto Chemicals Co., Ltd.)" as a dispersant, and 44.4 g of pure water were weighed into a plastic container and stirred at a stirring speed of 1000 rpm for 10 minutes to obtain a mixture (1-E3). Step 2: 12 g of "PCDX-176 (trade name, Asahi Kasei Corporation, water-dispersible polycarbonate polyol with a weight-average molecular weight of 2510 and a hydroxyl value of 114 mgKOH / g)" as a polyol and 0.10 g of "triethanolamine (reagent name)" as a basic substance (neutralizing agent) were weighed into a plastic container and stirred at 1000 rpm for 5 minutes to obtain mixture (2-E3). The pH (pH after neutralization) of the obtained mixture (2-E3) was measured. The results are shown in Table 1. Step 3: Mixture (2-E3) was added to mixture (1-E3) while stirring at 500 rpm, and after the addition was completed, the mixture was stirred at a stirring speed of 1000 rpm for 5 minutes to obtain dispersion (1-E3). Step 4: To the dispersion (1-E3), 2.0 g of "AQ-633E (trade name, manufactured by Kusumoto Chemicals Co., Ltd., amide-based)" as a thixotropic agent, 0.2 g of "AQ-501 (trade name, manufactured by Kusumoto Chemicals Co., Ltd., vinyl-based)" as an antifoaming agent, 0.4 g of "BYK-331 (trade name, manufactured by BYK-Chemie, silicone-based)" as a surface conditioner, and 0.6 g of "Borchers LH10 (trade name, manufactured by OMG Borchers, aqueous metal catalyst)" as a 10% organotin solution of dilauric acid were weighed and added, and the mixture was stirred at a stirring speed of 1000 rpm for 15 minutes to obtain a dispersion (2-E3): polyol composition. The pH of the resulting polyol composition was 8.25. Step 5: 7.9 g of "WT31-100 (trade name, Asahi Kasei Corporation, water-based isocyanate curing agent)" was weighed out and added to the dispersion (2-E3), and the mixture was stirred at 1000 rpm for 5 minutes to obtain a coating composition. The pH of the resulting coating composition was 8.15. The physical properties of the coating film formed from the resulting coating composition are shown in Table 1.
[0092] [Example 4] Step 1: 1.28 g of "ACEMATT TS-100 (trade name, manufactured by Evonik)" as a matting agent, 0.06 g of "AQ-330 (trade name, manufactured by Kusumoto Chemicals Co., Ltd.)" as a dispersant, and 37.9 g of pure water were weighed into a plastic container, and the mixture was stirred at a stirring speed of 1000 rpm for 10 minutes to obtain a mixture (1-E4). Step 2: 12 g of "PCDX-228 (trade name, Asahi Kasei Corporation, water-dispersible polycarbonate polyol with a weight-average molecular weight of 6420 and a hydroxyl value of 53 mgKOH / g)" as a polyol, 0.1 g of "triethanolamine (reagent name)" as a basic substance (neutralizing agent), and 3.0 g of "dipropylene glycol methyl ether (reagent name)" as a hydrophilic solvent were weighed into a plastic container and stirred at 1000 rpm for 5 minutes to obtain mixture (2-E4). The pH (pH after neutralization) of the obtained mixture (2-E4) was measured. The results are shown in Table 1. Step 3: Mixture (2-E4) was added to mixture (1-E4) while stirring at 500 rpm, and after the addition was completed, the mixture was stirred at a stirring speed of 1000 rpm for 5 minutes to obtain dispersion (1-E4). Step 4: To the dispersion (1-E4), 1.8 g of "AQ-633E (trade name, manufactured by Kusumoto Chemicals Co., Ltd., amide-based)" as a thixotropic agent, 0.18 g of "AQ-501 (trade name, manufactured by Kusumoto Chemicals Co., Ltd., vinyl-based)" as an antifoaming agent, 0.32 g of "BYK-331 (trade name, manufactured by BYK-Chemie, silicone-based)" as a surface conditioner, and 0.48 g of "Borchers LH10 (trade name, manufactured by OMG Borchers, aqueous metal catalyst)" as a 10% organotin solution of dilauric acid were weighed and added, and the mixture was stirred at a stirring speed of 1000 rpm for 15 minutes to obtain a dispersion (2-E4): polyol composition. The pH of the resulting polyol composition was 8.33. Step 5: 4.0 g of "WT31-100 (trade name, Asahi Kasei Corporation, water-based isocyanate curing agent)" was weighed out and added to the dispersion (2-E4) as a curing agent, and the mixture was stirred at 1000 rpm for 5 minutes to obtain a coating composition. The pH of the resulting coating composition was 8.23. The physical properties of the coating film formed from the resulting coating composition are shown in Table 1.
[0093] [Example 5] Step 1: 1.36 g of "ACEMATT TS-100 (trade name, manufactured by Evonik)" as a matting agent, 0.07 g of "AQ-330 (trade name, manufactured by Kusumoto Chemicals Co., Ltd.)" as a dispersant, and 26.9 g of pure water were weighed into a plastic container and stirred at a stirring speed of 1000 rpm for 10 minutes to obtain a mixture (1-E5). Step 2: 16 g of "PCDX-267 (trade name, Asahi Kasei Corporation, water-dispersible polycarbonate polyol with a weight-average molecular weight of 5850 and a hydroxyl value of 48 mgKOH / g)" as a polyol, 0.13 g of "triethanolamine (reagent name)" as a basic substance (neutralizing agent), and 6.9 g of "dipropylene glycol methyl ether (reagent name)" as a hydrophilic solvent were weighed into a plastic container and stirred at 1000 rpm for 5 minutes to obtain mixture (2-E5). The pH (pH after neutralization) of the obtained mixture (2-E5) was measured. The results are shown in Table 1. Step 3: Mixture (2-E5) was added to mixture (1-E5) while stirring at 500 rpm, and after the addition was completed, the mixture was stirred at a stirring speed of 1000 rpm for 5 minutes to obtain dispersion (1-E5). Step 4: To the dispersion (1-E5), 1.7 g of "AQ-633E (trade name, manufactured by Kusumoto Chemicals Co., Ltd., amide-based)" as a thixotropic agent, 0.34 g of "AQ-501 (trade name, manufactured by Kusumoto Chemicals Co., Ltd., vinyl-based)" as an antifoaming agent, 0.42 g of "BYK-331 (trade name, manufactured by BYK-Chemie, silicone-based)" as a surface conditioner, and 0.63 g of "Borchers LH10 (trade name, manufactured by OMG Borchers, aqueous metal catalyst)" as a 10% organotin solution of dilauric acid were weighed and added, and the mixture was stirred at a stirring speed of 1000 rpm for 15 minutes to obtain a dispersion (2-E5): polyol composition. The pH of the resulting polyol composition was 8.21. Step 5: 4.9 g of "WT31-100 (trade name, Asahi Kasei Corporation, water-based isocyanate curing agent)" was weighed out and added to the dispersion (2-E5) as a curing agent, and the mixture was stirred at 1000 rpm for 5 minutes to obtain a coating composition. The pH of the resulting coating composition was 8.11. The physical properties of the coating film formed from the resulting coating composition are shown in Table 1.
[0094] [Example 6] Step 1: 1.8 g of "ACEMATT TS-100 (trade name, manufactured by Evonik)" as a matting agent, 0.09 g of "AQ-330 (trade name, manufactured by Kusumoto Chemicals Co., Ltd.)" as a dispersant, and 39.6 g of pure water were weighed into a plastic container, and the mixture was stirred at a stirring speed of 1000 rpm for 10 minutes to obtain a mixture (1-E6). Step 2: 14 g of "AKN11 (trade name, Asahi Kasei Corporation, water-dispersible polycarbonate polyol with a weight-average molecular weight of 2680 and a hydroxyl value of 112 mgKOH / g)" as a polyol and 0.11 g of "dimethylethanolamine (reagent name)" as a basic substance (neutralizing agent) were weighed into a plastic container and stirred at 1000 rpm for 5 minutes to obtain mixture (2-E6). The pH (pH after neutralization) of the obtained mixture (2-E6) was measured. The results are shown in Table 1. Step 3: Mixture (2-E6) was added to mixture (1-E6) while stirring at 500 rpm, and after the addition was completed, the mixture was stirred at a stirring speed of 1000 rpm for 5 minutes to obtain dispersion (1-E6). Step 4: To the dispersion (1-E6), 2.0 g of "AQ-633E (trade name, manufactured by Kusumoto Chemicals Co., Ltd., amide-based)" as a thixotropic agent, 0.4 g of "AQ-501 (trade name, manufactured by Kusumoto Chemicals Co., Ltd., vinyl-based)" as an antifoaming agent, 0.46 g of "BYK-331 (trade name, manufactured by BYK-Chemie, silicone-based)" as a surface conditioner, and 0.69 g of "Borchers LH10 (trade name, manufactured by OMG Borchers, aqueous metal catalyst)" as a 10% organotin solution of dilauric acid were weighed and added, and the mixture was stirred at a stirring speed of 1000 rpm for 15 minutes to obtain a dispersion (2-E6): polyol composition. The pH of the resulting polyol composition was 8.10. Step 5: 9.1 g of "WT31-100 (trade name, Asahi Kasei Corporation, water-based isocyanate curing agent)" was weighed out and added to the dispersion (2-E6) as a curing agent, and the mixture was stirred at 1000 rpm for 5 minutes to obtain a coating composition. The pH of the resulting coating composition was 8.02. The physical properties of the coating film formed from the resulting coating composition are shown in Table 1.
[0095] [Example 7] Step 1: 1.8 g of "ACEMATT TS-100 (trade name, manufactured by Evonik)" as a matting agent, 0.09 g of "AQ-330 (trade name, manufactured by Kusumoto Chemicals Co., Ltd.)" as a dispersant, and 39.6 g of pure water were weighed into a plastic container, and the mixture was stirred at a stirring speed of 1000 rpm for 10 minutes to obtain a mixture (1-E7). Step 2: 14 g of "AKN11 (trade name, Asahi Kasei Corporation, water-dispersible polycarbonate polyol with a weight-average molecular weight of 2680 and a hydroxyl value of 112 mgKOH / g)" as a polyol and 0.11 g of "triethylamine (reagent name)" as a basic substance (neutralizing agent) were weighed into a plastic container and stirred at 1000 rpm for 5 minutes to obtain mixture (2-E7). The pH (pH after neutralization) of the obtained mixture (2-E7) was measured. The results are shown in Table 1. Step 3: Mixture (2-E7) was added to mixture (1-E7) while stirring at 500 rpm, and after the addition was completed, the mixture was stirred at a stirring speed of 1000 rpm for 5 minutes to obtain dispersion (1-E7). Step 4: To the dispersion (1-E7), 2.0 g of "AQ-633E (trade name, manufactured by Kusumoto Chemicals Co., Ltd., amide-based)" as a thixotropic agent, 0.4 g of "AQ-501 (trade name, manufactured by Kusumoto Chemicals Co., Ltd., vinyl-based)" as an antifoaming agent, 0.46 g of "BYK-331 (trade name, manufactured by BYK-Chemie, silicone-based)" as a surface conditioner, and 0.69 g of "Borchers LH10 (trade name, manufactured by OMG Borchers, aqueous metal catalyst)" as a 10% organotin solution of dilauric acid were weighed and added, and the mixture was stirred at a stirring speed of 1000 rpm for 15 minutes to obtain a dispersion (2-E7): polyol composition. The pH of the resulting polyol composition was 8.60. Step 5: 9.1 g of "WT31-100 (trade name, Asahi Kasei Corporation, water-based isocyanate curing agent)" was weighed out and added to the dispersion (2-E7) as a curing agent, and the mixture was stirred at 1000 rpm for 5 minutes to obtain a coating composition. The pH of the resulting coating composition was 8.45. The physical properties of the coating film formed from the resulting coating composition are shown in Table 1.
[0096] [Comparative Example 1] Step 1: 1.8 g of "ACEMATT TS-100 (trade name, manufactured by Evonik)" as a matting agent, 0.09 g of "AQ-330 (trade name, manufactured by Kusumoto Chemicals Co., Ltd.)" as a dispersant, and 39.6 g of pure water were weighed into a plastic container and stirred at a stirring speed of 1000 rpm for 10 minutes to obtain a mixture (1-C1). Step 2: 14 g of "AKN11 (trade name, Asahi Kasei Corporation, water-dispersible polycarbonate polyol with a weight-average molecular weight of 2680 and a hydroxyl value of 112 mgKOH / g)" was weighed into a plastic container and stirred at 1000 rpm for 5 minutes to obtain mixture (2-C1). The pH of the obtained mixture (2-C1) (pH after mixing) was measured. The results are shown in Table 2. Step 3: Mixture (2-C1) was added to mixture (1-C1) while stirring at 500 rpm, and after the addition was completed, the mixture was stirred at a stirring speed of 1000 rpm for 5 minutes to obtain dispersion liquid (1-C1). Step 4: To the dispersion (1-C1), 2.0 g of "AQ-633E (trade name, manufactured by Kusumoto Chemicals Co., Ltd., amide-based)" as a thixotropic agent, 0.4 g of "AQ-501 (trade name, manufactured by Kusumoto Chemicals Co., Ltd., vinyl-based)" as an antifoaming agent, 0.46 g of "BYK-331 (trade name, manufactured by BYK-Chemie, silicone-based)" as a surface conditioner, and 0.69 g of "Borchers LH10 (trade name, manufactured by OMG Borchers, aqueous metal catalyst)" as a 10% organotin solution of dilauric acid were weighed and added, and the mixture was stirred at a stirring speed of 1000 rpm for 15 minutes to obtain a dispersion (2-C1): polyol composition. The pH of the resulting polyol composition was 4.01. Step 5: 9.1 g of "WT31-100 (trade name, Asahi Kasei Corporation, water-based isocyanate curing agent)" was weighed out and added to the dispersion (2-C1) as a curing agent, and the mixture was stirred at 1000 rpm for 5 minutes to obtain a coating composition. The pH of the resulting coating composition was 3.99. The physical properties of the coating film formed from the resulting coating composition are shown in Table 2.
[0097] Comparative Example 2 Step 1: 1.65 g of "ACEMATT TS-100 (trade name, manufactured by Evonik)" as a matting agent, 0.08 g of "AQ-330 (trade name, manufactured by Kusumoto Chemicals Co., Ltd.)" as a dispersant, and 42.2 g of pure water were weighed into a plastic container and stirred at a stirring speed of 1000 rpm for 10 minutes to obtain a mixture (1-C2). Step 2: 14 g of "AK021E (trade name, Asahi Kasei Corporation, water-dispersible polycarbonate polyol with a weight-average molecular weight of 5850 and a hydroxyl value of 80 mgKOH / g)" as a polyol and 3.5 g of "dipropylene glycol methyl ether (reagent name)" as a hydrophilic solvent were weighed into a plastic container and stirred at 1000 rpm for 5 minutes to obtain mixture (2-C2). The pH of the obtained mixture (2-C2) (pH after mixing) was measured. The results are shown in Table 2. Step 3: Mixture (2-C2) was added to mixture (1-C2) while stirring at 500 rpm, and after the addition was completed, the mixture was stirred at a stirring speed of 1000 rpm for 5 minutes to obtain dispersion (1-C2). Step 4: To the dispersion (1-C2), 2.1 g of "AQ-633E (trade name, manufactured by Kusumoto Chemicals Co., Ltd., amide-based)" as a thixotropic agent, 0.42 g of "AQ-501 (trade name, manufactured by Kusumoto Chemicals Co., Ltd., vinyl-based)" as an antifoaming agent, 0.21 g of "BYK-331 (trade name, manufactured by BYK-Chemie, silicone-based)" as a surface conditioner, and 0.62 g of "Borchers LH10 (trade name, manufactured by OMG Borchers, 10% aqueous metal catalyst)" as a 10% organotin solution of dilauric acid were weighed and added, and the mixture was stirred at a stirring speed of 1000 rpm for 15 minutes to obtain a dispersion (2-C2): polyol composition. The pH of the resulting polyol composition was 4.20. Step 5: 9.1 g of "WT31-100 (trade name, Asahi Kasei Corporation, water-based isocyanate curing agent)" was weighed out and added to the dispersion (2-C2) as a curing agent, and the mixture was stirred at 1000 rpm for 5 minutes to obtain a coating composition. The pH of the resulting coating composition was 4.10. The physical properties of the coating film formed from the resulting coating composition are shown in Table 2.
[0098] Comparative Example 3 Step 1: 1.6 g of "ACEMATT TS-100 (trade name, manufactured by Evonik)" as a matting agent, 0.08 g of "AQ-330 (trade name, manufactured by Kusumoto Chemicals Co., Ltd.)" as a dispersant, and 44.4 g of pure water were weighed into a plastic container and stirred at a stirring speed of 1000 rpm for 10 minutes to obtain a mixture (1-C3). Step 2: 12 g of "PCDX-176 (trade name, Asahi Kasei Corporation, water-dispersible polycarbonate polyol with a weight-average molecular weight of 2510 and a hydroxyl value of 114 mgKOH / g)" was weighed into a plastic container and stirred at 1000 rpm for 5 minutes to obtain mixture (2-C3). The pH of the obtained mixture (2-C3) (pH after mixing) was measured. The results are shown in Table 2. Step 3: Mixture (2-C3) was added to mixture (1-C3) while stirring at 500 rpm, and after the addition was completed, the mixture was stirred at a stirring speed of 1000 rpm for 5 minutes to obtain dispersion (1-C3). Step 4: To the dispersion (1-C3), 2.0 g of "AQ-633E (trade name, manufactured by Kusumoto Chemicals Co., Ltd., amide-based)" as a thixotropic agent, 0.2 g of "AQ-501 (trade name, manufactured by Kusumoto Chemicals Co., Ltd., vinyl-based)" as an antifoaming agent, 0.4 g of "BYK-331 (trade name, manufactured by BYK-Chemie, silicone-based)" as a surface conditioner, and 0.6 g of "Borchers LH10 (trade name, manufactured by OMG Borchers, 10% aqueous metal catalyst)" as a 10% organotin solution of dilauric acid were weighed and added, and the mixture was stirred at a stirring speed of 1000 rpm for 15 minutes to obtain a dispersion (2-C3): polyol composition. The pH of the resulting polyol composition was 4.42. Step 5: 7.9 g of "WT31-100 (trade name, Asahi Kasei Corporation, water-based isocyanate curing agent)" was weighed and added to the dispersion (2-C3) as a curing agent, and the mixture was stirred at 1000 rpm for 5 minutes to obtain a coating composition. The pH of the resulting coating composition was 4.30. The physical properties of the coating film formed from the resulting coating composition are shown in Table 2.
[0099] Comparative Example 4 Step 1: 1.28 g of "ACEMATT TS-100 (trade name, manufactured by Evonik)" as a matting agent, 0.06 g of "AQ-330 (trade name, manufactured by Kusumoto Chemicals Co., Ltd.)" as a dispersant, and 37.9 g of pure water were weighed into a plastic container and stirred at a stirring speed of 1000 rpm for 10 minutes to obtain a mixture (1-C4). Step 2: 12 g of "PCDX-228 (trade name, Asahi Kasei Corporation, water-dispersible polycarbonate polyol with a weight-average molecular weight of 6420 and a hydroxyl value of 53 mgKOH / g)" as a polyol and 3.0 g of "dipropylene glycol methyl ether (reagent name)" as a hydrophilic solvent were weighed into a plastic container and stirred at 1000 rpm for 5 minutes to obtain mixture (2-C4). The pH of the obtained mixture (2-C4) (pH after mixing) was measured. The results are shown in Table 2. Step 3: Mixture (2-C4) was added to mixture (1-C4) while stirring at 500 rpm, and after the addition was completed, the mixture was stirred at a stirring speed of 1000 rpm for 5 minutes to obtain dispersion (1-C4). Step 4: To the dispersion (1-C4), 1.8 g of "AQ-633E (trade name, manufactured by Kusumoto Chemicals Co., Ltd., amide-based)" as a thixotropic agent, 0.18 g of "AQ-501 (trade name, manufactured by Kusumoto Chemicals Co., Ltd., vinyl-based)" as an antifoaming agent, 0.32 g of "BYK-331 (trade name, manufactured by BYK-Chemie, silicone-based)" as a surface conditioner, and 0.48 g of "Borchers LH10 (trade name, manufactured by OMG Borchers, aqueous metal catalyst)" as a 10% organotin solution of dilauric acid were weighed and added, and the mixture was stirred at a stirring speed of 1000 rpm for 15 minutes to obtain a dispersion (2-C4): polyol composition. The pH of the resulting polyol composition was 4.21. Step 5: 4.0 g of "WT31-100 (trade name, Asahi Kasei Corporation, water-based isocyanate curing agent)" was weighed out and added to the dispersion (2-C4) as a curing agent, and the mixture was stirred at 1000 rpm for 5 minutes to obtain a coating composition. The pH of the resulting coating composition was 4.10. The physical properties of the coating film formed from the resulting coating composition are shown in Table 2.
[0100] Comparative Example 5 Step 1: 1.36 g of "ACEMATT TS-100 (trade name, manufactured by Evonik)" as a matting agent, 0.07 g of "AQ-330 (trade name, manufactured by Kusumoto Chemicals Co., Ltd.)" as a dispersant, and 26.9 g of pure water were weighed out and placed in a plastic container, and the mixture was stirred at a stirring speed of 1000 rpm for 10 minutes to obtain a mixture (1-C5). Step 2: 16 g of "PCDX-267 (trade name, Asahi Kasei Corporation, water-dispersible polycarbonate polyol with a weight-average molecular weight of 5850 and a hydroxyl value of 48 mgKOH / g)" as a polyol and 6.9 g of "dipropylene glycol methyl ether (reagent name)" as a hydrophilic solvent were weighed into a plastic container and stirred at 1000 rpm for 5 minutes to obtain mixture (2-C5). The pH of the obtained mixture (2-C5) (pH after mixing) was measured. The results are shown in Table 2. Step 3: Mixture (2-C5) was added to mixture (1-C5) while stirring at 500 rpm, and after the addition was completed, the mixture was stirred at a stirring speed of 1000 rpm for 5 minutes to obtain dispersion (1-C5). Step 4: To the dispersion (1-C5), 1.7 g of "AQ-633E (trade name, manufactured by Kusumoto Chemicals Co., Ltd., amide-based)" as a thixotropic agent, 0.34 g of "AQ-501 (trade name, manufactured by Kusumoto Chemicals Co., Ltd., vinyl-based)" as an antifoaming agent, 0.42 g of "BYK-331 (trade name, manufactured by BYK-Chemie, silicone-based)" as a surface conditioner, and 0.63 g of "Borchers LH10 (trade name, manufactured by OMG Borchers, aqueous metal catalyst)" as a 10% organotin solution of dilauric acid were weighed and added, and the mixture was stirred at a stirring speed of 1000 rpm for 15 minutes to obtain a dispersion (2-C5): polyol composition. The pH of the resulting polyol composition was 4.50. Step 5: 4.9 g of "WT31-100 (trade name, Asahi Kasei Corporation, water-based isocyanate curing agent)" was weighed out and added to the dispersion (2-C5) as a curing agent, and the mixture was stirred at 1000 rpm for 5 minutes to obtain a coating composition. The pH of the resulting coating composition was 4.40. The physical properties of the coating film formed from the resulting coating composition are shown in Table 2.
[0101] Comparative Example 6 Step 1: 1.8 g of "ACEMATT TS-100 (trade name, manufactured by Evonik)" as a matting agent, 0.09 g of "AQ-330 (trade name, manufactured by Kusumoto Chemicals Co., Ltd.)" as a dispersant, and 39.6 g of pure water were weighed out and placed in a plastic container, and the mixture was stirred at a stirring speed of 1000 rpm for 10 minutes to obtain a mixture (1-C6). Step 2: 14 g of "AKN11 (trade name, Asahi Kasei Corporation, water-dispersible polycarbonate polyol with a weight-average molecular weight of 2680 and a hydroxyl value of 112 mgKOH / g)" as a polyol and 0.11 g of "triethanolamine (reagent name)" as a basic substance (neutralizing agent) were weighed into a plastic container and stirred at 1000 rpm for 5 minutes to obtain mixture (2-C6). The pH (pH after neutralization) of the obtained mixture (2-C6) was measured. The results are shown in Table 2. Step 3: Mixture (2-C6) was added to mixture (1-C6) while stirring at 500 rpm, and after the addition was completed, the mixture was stirred at a stirring speed of 1000 rpm for 5 minutes to obtain dispersion (1-C6). Step 4: To the dispersion (1-C6), 2.0 g of "AQ-633E (trade name, manufactured by Kusumoto Chemicals Co., Ltd., amide-based)" as a thixotropic agent, 0.4 g of "AQ-501 (trade name, manufactured by Kusumoto Chemicals Co., Ltd., vinyl-based)" as an antifoaming agent, and 0.46 g of "BYK-331 (trade name, manufactured by BYK-Chemie, silicone-based)" as a surface conditioner were weighed and added, and the mixture was stirred at a stirring speed of 1000 rpm for 15 minutes to obtain dispersion (2-C6): polyol composition. The pH of the resulting polyol composition was 8.21. Step 5: 9.1 g of "WT31-100 (trade name, Asahi Kasei Corporation, water-based isocyanate curing agent)" was weighed out and added to the dispersion (2-C6) as a curing agent, and the mixture was stirred at 1000 rpm for 5 minutes to obtain a coating composition. The pH of the resulting coating composition was 8.10. The physical properties of the coating film formed from the resulting coating composition are shown in Table 2.
[0102] Comparative Example 7 Step 1: 1.8 g of "ACEMATT TS-100 (trade name, manufactured by Evonik)" as a matting agent, 0.09 g of "AQ-330 (trade name, manufactured by Kusumoto Chemicals Co., Ltd.)" as a dispersant, and 39.6 g of pure water were weighed into a plastic container and stirred at a stirring speed of 1000 rpm for 10 minutes to obtain a mixture (1-C7). Step 2: 14 g of "AKN11 (trade name, Asahi Kasei Corporation, water-dispersible polycarbonate polyol with a weight-average molecular weight of 2680 and a hydroxyl value of 112 mgKOH / g)" as a polyol and 0.7 g of "triethanolamine (reagent name)" as a basic substance (neutralizing agent) were weighed into a plastic container and stirred at 1000 rpm for 5 minutes to obtain mixture (2-C7). The pH (pH after neutralization) of the obtained mixture (2-C7) was measured. The results are shown in Table 2. Step 3: Mixture (2-C7) was added to mixture (1-C7) while stirring at 500 rpm, and after the addition was completed, the mixture was stirred at a stirring speed of 1000 rpm for 5 minutes to obtain dispersion (1-C7). Step 4: To the dispersion (1-C7), 2.0 g of "AQ-633E (trade name, manufactured by Kusumoto Chemicals Co., Ltd., amide-based)" as a thixotropic agent, 0.4 g of "AQ-501 (trade name, manufactured by Kusumoto Chemicals Co., Ltd., vinyl-based)" as an antifoaming agent, 0.46 g of "BYK-331 (trade name, manufactured by BYK-Chemie, silicone-based)" as a surface conditioner, and 0.69 g of "Borchers LH10 (trade name, manufactured by OMG Borchers, aqueous metal catalyst)" as a 10% organotin solution of dilauric acid were weighed and added, and the mixture was stirred at a stirring speed of 1000 rpm for 15 minutes to obtain a dispersion (2-C7): polyol composition. The pH of the resulting polyol composition was 10.2. Step 5: 9.1 g of "WT31-100 (trade name, Asahi Kasei Corporation, water-based isocyanate curing agent)" was weighed out and added to the dispersion (2-C7) as a curing agent, and the mixture was stirred at 1000 rpm for 5 minutes to obtain a coating composition. The pH of the resulting coating composition was 10.1. The physical properties of the coating film formed from the resulting coating composition are shown in Table 2.
[0103] [Table 1]
[0104] [Table 2]
[0105] From the above, it was confirmed that the polyol composition of this example had excellent coating stability even after storage and excellent storage stability. [Industrial Applicability]
[0106] The polyol composition of the present invention and a coating composition containing the same can be suitably used in a wide range of fields, such as coating materials for automobiles, buses, railway vehicles, construction machinery, agricultural machinery, floors, walls and roofs of buildings, metal products, mortar and concrete products, woodworking products, plastic products, and ceramic building materials such as calcium silicate boards and gypsum boards.
Claims
1. A method for producing a polyol comprising the steps of: (A) a polyol; (B) a basic substance; and (C) a metal catalyst. pH is 7 to 10, the polyol (A) comprises a polycarbonate polyol, The polyol composition, wherein the weight average molecular weight of the polyol (A) is 8,000 or less and the hydroxyl value of the polyol (A) is 30 to 300 mgKOH / g.
2. The polyol composition of claim 1 further comprising a matting agent (D).
3. The polyol composition according to claim 2, wherein the matting agent (D) is an inorganic fine particle.
4. The polyol composition according to claim 2, wherein the average particle size of the matting agent (D) is 1 to 30 μm.
5. The polyol composition of claim 1 further comprising a dispersant (E).
6. The polyol composition according to claim 5, wherein the dispersant (E) is at least one selected from the group consisting of phosphoric acid esters and acrylic polymers.
7. The polyol composition of claim 1 further comprising a thixotropic agent (F).
8. The polyol composition according to claim 7, wherein the thixotropic agent (F) is at least one selected from the group consisting of acrylic polymers, amide polymers, and nonionic polymers.
9. The polyol composition of claim 1 further comprising a surface conditioner (G).
10. The polyol composition according to claim 9, wherein the surface conditioner (G) is a silicone-based polymer.
11. The polyol composition of claim 1 further comprising an antifoaming agent (H).
12. The polyol composition according to claim 11, wherein the antifoaming agent (H) is a vinyl polymer.
13. The polyol composition of claim 1 , wherein the polyol (A) is a water-dispersible polyol.
14. The polyol composition according to claim 1, wherein the basic substance (B) has a boiling point of 50°C or higher.
15. The polyol composition according to claim 1 , wherein the basic substance (B) is an amine compound.
16. The polyol composition according to claim 1, wherein the metal catalyst (C) contains at least one metal selected from the group consisting of zinc, tin, bismuth, cobalt, zirconium, manganese, lithium, and magnesium.
17. A coating composition comprising the polyol composition according to any one of claims 1 to 16 and a curing agent (I).
18. The coating composition according to claim 17, wherein the content of the metal catalyst (C) is 0.01 to 0.4 parts by mass per 100 parts by mass of the total of the polyol (A) and the curing agent (I).
19. A coating composition comprising the polyol composition according to any one of claims 1 to 16 and a curing agent (I), wherein the polyol composition also contains a matting agent (D), and the content of the matting agent (D) is 5 to 10 parts by mass per 100 parts by mass of the total of the polyol (A) and the curing agent (I).
20. 18. The coating composition of claim 17 which is water-based.
21. The coating composition of claim 17, wherein the pH is from 7 to 10.
22. A cured product of the coating composition according to claim 17.
23. A coated article comprising the cured product according to claim 22 and a substrate.
24. The coated article according to claim 23, wherein the 60° gloss of the surface opposite the substrate of the cured article is 1 to 3.
25. a step of adding a mixture (2) containing a basic substance (B) and a polyol (A) and having a pH of 7 to 10 to a mixture (1) containing a matting agent (D) and a dispersant (E) to obtain a dispersion (1); A step of adding a thixotropic agent (F) and a metal catalyst (C) to the dispersion (1) to obtain a dispersion (2); and a step of adding a curing agent (I) to the dispersion (2) to obtain a coating composition.
26. 26. The method for producing a coating composition according to claim 25, wherein a surface conditioner (G) and an antifoaming agent (H) are further added in the step of obtaining the dispersion (2).
27. The method for producing a coating composition according to claim 25 or 26, wherein the mixture (1) further comprises a solvent.
Citation Information
Patent Citations
Coating composition
JP2018012769A
Cited By
Ionic compound, absorbent and absorption device
US12612404B2