JP5118874B2 - Flow control agent for paint and non-aqueous paint containing the same - Google Patents

Description

  The present invention relates to a flow control agent for a paint that improves fluidity when stirring a nonaqueous paint and lowers the fluidity after applying it, and a nonaqueous paint that contains the flow control agent and can be painted beautifully. Is.

  Non-aqueous paints used to paint building materials, buildings, and daily necessities include pigments, resins, and organic solvents. Since the pigments in the non-aqueous paint are liable to settle and become non-homogeneous by standing, it is necessary to sufficiently stir just before applying the non-aqueous paint. In addition, when applying paint thickly or vertically, the paint will not drip on the paint surface, resulting in uneven thickness, or droplet-like roughness, and the gloss is not lost. In order to prevent color separation due to separation, it is necessary to firmly hold the paint on the painted surface while dispersing the pigment.

  Therefore, a flow regulator is added to the non-aqueous paint in order to develop thixotropic properties that increase the fluidity when the non-aqueous paint is stirred and reduce the fluidity after the non-aqueous paint is applied.

  As such a flow control agent, Patent Document 1 discloses that an aliphatic polyamide wax obtained by reacting an aliphatic primary diamine, 12-hydroxystearic acid and an aliphatic dicarboxylic acid is pulverized in the presence of an organic solvent. Disclosed is a flow regulator for non-aqueous paints that has been swelled with heat. In Patent Document 2, hydrogenated castor oil or an amide wax obtained from an organic acid mixture containing it and an amine, and an emulsifiable polyethylene wax having an acid value of about 2 to 50 are mixed in a non-aqueous fluid system in which solid particles are dispersed. A non-aqueous fluid system rheological property improvement method is disclosed.

  Paints with a sufficient amount of conventional amide flow modifiers added together with pigments, resins, solvents, especially weakly soluble solvents, exhibit sufficient thixotropy due to the cohesive strength of the flow modifiers, making them easy to stir and difficult to drip. On the other hand, due to its cohesive strength, there is a problem that uneven cohesive patterns appear on the painted surface, which makes the painted surface rough.

  On the other hand, a paint with a small amount of the flow regulator or a large amount of a dispersant added has a weak cohesion and does not cause an agglomeration pattern to appear on the painted surface. It becomes impossible to paint, or the coating surface becomes rough and uneven in the form of droplets, resulting in unevenness.

JP-A-5-271585 JP 50-27784 A

  The present invention has been made to solve the above-mentioned problems, and improves the fluidity when a non-aqueous paint is agitated, reduces the fluidity after applying it, and is uneven on the painted surface. An object of the present invention is to provide a flow control agent that is added to a non-aqueous paint in order to maintain the smoothness of the painted surface without causing unevenness in thickness, droplet-like roughness, or agglomerated pattern.

The flow regulator for a non-aqueous coating material according to claim 1, which has been made to achieve the above object, comprises an aliphatic carboxylic acid having 2 to 22 carbon atoms including a hydroxy aliphatic monocarboxylic acid, and A low molecular weight amide compound obtained by condensing any one of a diamine having 2 to 16 carbon atoms and a dimer diamine ; an aliphatic carboxylic acid having 2 to 22 carbon atoms including a hydroxy aliphatic monocarboxylic acid; Fine particles containing any one of diamines and dimer diamines and a high molecular weight amide compound obtained by condensing a carboxyl group-containing polymer having a weight average molecular weight of 2,000 to 100,000 are dispersed and swollen in an organic solvent. It is characterized by.

  The flow regulator for a non-aqueous paint according to claim 2 is the fluid regulator according to claim 1, wherein the fine particles are in a weight ratio of 99 to 50: 1 of the low molecular weight amide compound: the high molecular weight amide compound. It is characterized by containing ~ 50.

  The flow regulator for a non-aqueous paint according to claim 3 is the one described in claim 1, wherein the aliphatic carboxylic acid is an aliphatic dicarboxylic acid having 2 to 12 carbon atoms or the same kind of the aliphatic dicarboxylic acid. It contains an acid and a dimer acid.

  The flow regulator for non-aqueous paint according to claim 4 is the one described in claim 1, wherein the hydroxy aliphatic monocarboxylic acid is a hydrolyzate of hydrogenated castor oil.

The flow regulator for a non-aqueous paint according to claim 5 is the one described in claim 1, comprising a polyalkylene oxide, a carboxyl group-containing compound monomer having an unsaturated group, and a copolymer monomer having an unsaturated group. A carboxyl group-containing polymer selected from the group consisting of a copolymer and a polycondensate of a carboxyl group-containing compound monomer having a polycondensable functional group and a polycondensation monomer having a polycondensable functional group, To do.

  The non-aqueous paint according to claim 6 is 0.1 to 20% by weight of the flow regulator for non-aqueous paint according to any of claims 1 to 5, a coating resin, and the resin is dissolved or dispersed. And a solvent to be used.

  The flow regulator for non-aqueous paints of the present invention, when added to a non-aqueous paint, increases the fluidity at a high shear rate when rapidly agitating it, and at a low shear rate after it is applied. Excellent thixotropy, which lowers the fluidity of

  Therefore, according to the present invention, the thixotropic property is equal to or higher than that of a conventional flow regulator made of a low molecular weight amide compound that does not contain a high molecular weight amide compound. Moreover, the non-aqueous paint containing this flow regulator does not cause uneven thickness or droplet-like roughness or aggregation pattern due to agglomeration or color separation on the coated surface on which it is applied. The effect of maintaining the smoothness of the coated surface is superior to that of the flow control agent.

Preferred form for carrying out the invention

  Hereinafter, preferred embodiments of the present invention will be described in detail, but the scope of the present invention is not limited to these embodiments.

  One preferred embodiment of the flow control agent for non-aqueous paints of the present invention is an aliphatic carboxylic acid which is a hydrogenated castor oil hydrolyzate based on a hydroxy aliphatic monocarboxylic acid such as 12-hydroxystearic acid, And a low molecular weight amide compound obtained by condensing an aliphatic diamine, which is a diamine, and a high molecular weight amide compound obtained by condensing the same type of aliphatic carboxylic acid, the same type of diamine, and a carboxyl group-containing polymer. Preferably, 5 to 50 parts by weight, preferably 10 to 30 parts by weight of fine particles contained in a weight ratio of 1 to 50 are dispersed and swollen in 95 to 50 parts by weight of an organic solvent such as a weakly soluble solvent. It is.

  A flow control agent composed of a low molecular weight amide compound not containing a high molecular weight amide compound as in the past, or a simple mixture of a low molecular weight amide compound and a carboxyl group-containing polymer such as an emulsifiable polyethylene wax having an appropriate acid value The flow control agent consisting of causes unevenness and color separation of the agglomerated pattern due to uneven thickness, droplet-like roughness and aggregation on the coated surface. In particular, in the latter, thixotropic properties specific to low molecular weight amide compounds and aggregation relaxation properties specific to carboxyl group-containing polymers are independently expressed, and thus adversely affect each other. It will be reduced.

  However, when fine particles containing a low molecular weight amide compound and a high molecular weight amide compound obtained by chemically condensing a carboxyl group-containing polymer are dispersed and swollen in an organic solvent as in the present invention, the low molecular weight amide Thixotropic properties specific to the compound and aggregation relaxation properties specific to the carboxyl group-containing polymer can be expressed without impairing each other.

  In addition, although the aliphatic carboxylic acid showed the hydrogenated castor oil hydrolyzate as an example, it should just contain a hydroxy saturated aliphatic monocarboxylic acid, specifically, a C2-C22 hydroxy saturated aliphatic Single or multiple mixtures of monocarboxylic acids may be mentioned. It may be a racemic or optically active hydroxy-saturated aliphatic monocarboxylic acid such as (dl), (d) or (l) -12-hydroxystearic acid, in a mixture rich in one of the optically active substances. There may be.

  The aliphatic carboxylic acid may contain an unsaturated aliphatic monocarboxylic acid containing ricinoleic acid as a main component, such as a castor oil hydrolyzate, and specifically, a hydroxy unsaturated fatty acid having 2 to 22 carbon atoms. Mention may also be made of single or plural mixtures of group monocarboxylic acids. It may be a racemic or optically active hydroxy unsaturated aliphatic monocarboxylic acid, such as (dl), (d) or (l) -12-ricinoleic acid, in a mixture rich in one of the optically active substances. There may be.

  The aliphatic carboxylic acid may consist only of the hydroxy aliphatic monocarboxylic acid, but may contain another carboxylic acid. Another carboxylic acid, for example, has two carboxyl groups in the middle or at the end of an aliphatic group, is linear, branched or cyclic and is saturated or unsaturated, and has 2 to 12 carbon atoms. Aliphatic dicarboxylic acids, dimer acids, and mixtures thereof. More specifically, as examples of aliphatic dicarboxylic acids, aliphatic dicarboxylic acids such as malonic acid, succinic acid, adipic acid, pimelic acid, azelaic acid and sebacic acid, aromatic dicarboxylic acids such as phthalic acid and terephthalic acid, Although cycloaliphatic dicarboxylic acid, such as cyclohexane dicarboxylic acid and cyclohexyl succinic acid, dimer acid, etc. can be used, it is not restricted to these. Dimer acid is obtained by polymerizing unsaturated fatty acids obtained from vegetable oils such as soybean oil, tall oil, linseed oil, and cottonseed oil, and may contain a small amount of monomeric acid or trimer acid in addition to dimer acid. .

  As the diamine, an aliphatic diamine has been shown as an example, but it may be a linear, branched or cyclic, saturated or unsaturated, aliphatic diamine or aromatic diamine having 2 to 16 carbon atoms. It may be a dimer diamine, or a single or a mixture thereof. Further, it may be a diamine having two primary amino groups, a diamine having two second amino groups, or a mixture thereof, and may contain a diamine having a third amino group. The diamine is preferably an aliphatic diamine having 2 to 14 carbon atoms. Examples of diamines include ethylenediamine, 1,3-propanediamine, 1,4-butanediamine, hexamethylenediamine, metaxylenediamine, tolylenediamine, paraxylenediamine, phenylenediamine, isophoronediamine, 1,10-decanediamine. 1,12-dodecanediamine, 4,4-diaminodicyclohexylmethane, 4,4-diaminodiphenylmethane, dimer diamine, and the like can be used, but are not limited thereto. Dimer amine can be obtained as a dimer acid derivative by chemically reacting a carboxyl group of dimer acid.

  Examples of the carboxyl group-containing polymer include polyalkylene oxide. Specifically, a polyalkylene oxide such as polyethylene oxide, a copolymer of a carboxyl group-containing compound monomer having an unsaturated group and a copolymerizable monomer having an unsaturated group, or a carboxyl group having a polycondensable functional group Examples thereof include polycondensates of a compound monomer and a polycondensation monomer having a polycondensable functional group. The carboxyl group-containing polymer may be one in which the type and ratio of the monomers are arbitrarily selected as long as the physical properties such as thixotropy of the flow modifier are not impaired. The carboxyl group-containing polymer is preferably a copolymer or polycondensate having an acid value of 10 or more, preferably 20 to 140.

  More specifically, examples of the carboxyl group-containing polymer include polyalkylene oxide such as polyethylene oxide obtained by treating polyethylene which is polyalkylene by an ozone oxidation method.

  More specifically, the carboxyl group-containing polymer includes (meth) acrylate derivative monomers, acrylamide derivative monomers, vinyl-containing hydrocarbon derivative monomers such as ethylene, vinyl group-containing aromatic hydrocarbon derivative monomers, vinyl ester derivative monomers. And a carboxyl group-containing compound monomer having an unsaturated group such as a (meth) acrylic acid monomer such as acrylic acid and methacrylic acid, a maleic acid monomer, and a maleic anhydride monomer. And a copolymer obtained by coaddition polymerization. For example, a copolymer modified with a carboxyl group-containing compound monomer, more specifically, a carboxylic acid-modified acrylic resin, a carboxylic acid-modified polyethylene resin, a carboxylic acid-modified polypropylene resin, a carboxylic acid-modified ethylene-vinyl acetate copolymer resin, a carboxylic acid Examples include acid-modified ethylene-acrylic copolymer resins, carboxylic acid-modified polystyrene resins, and carboxylic acid-modified styrene-acrylic copolymer resins. These modified copolymers may be a mixture with an unmodified copolymer.

  Further, the carboxyl group-containing polymer is more specifically a polybasic acid such as terephthalic acid, a polyhydric alcohol such as glycol, and a polycondensation monomer having a polycondensable functional group such as 2,2-bishydroxymethylpropionic acid. Modified polyester resin obtained by polycondensation; modified polyurethane resin obtained by polycondensation of an organic diisocyanate, a polyhydric alcohol, and a polycondensation monomer having a polycondensable functional group; A polycondensation monomer having a polycondensable functional group, for example, a modified polyalkylene oxide added to (meth) acrylic acid may also be mentioned. These modified polycondensates may be a mixture with an unmodified polycondensate.

  The solvent is not particularly limited. For example, aromatic hydrocarbon solvents such as toluene and xylene; aliphatic hydrocarbon solvents such as mineral terpenes; rings such as cyclopentane, cyclohexane, methylcyclohexane, ethylcyclohexane, dimethylcyclohexane, and trimethylcyclohexane Saturated hydrocarbon solvent of formula; medium such as ester solvent such as ethyl acetate, butyl acetate, hexyl acetate, heptyl acetate, propyl acetate, hexyl acetate, amyl propionate, methyl succinate, methyl adipate. They may be used alone or in combination of two or more. If the solvent is a mixture of aliphatic alcohols such as methanol and ethanol, cyclic alcohols such as benzyl alcohol, etc., alone or in combination of two or more, the solvent further promotes swelling of the fine particles, A paste-like flow control agent for non-aqueous paints with better thixotropic properties can be obtained. The aromatic hydrocarbon solvent, the aliphatic hydrocarbon solvent, the cyclic saturated hydrocarbon solvent, the ester solvent, and the aliphatic alcohol or cyclic alcohol are, for example, 10 to 95: 0 to 85 by weight ratio, Preferably it is 60-90: 5-30.

  This flow control agent for non-aqueous paints is prepared as follows, for example.

  First, 1 molar equivalent of aliphatic carboxylic acid and 0.5 molar equivalent of aliphatic diamine are dehydrated for 2 to 10 hours while heating at 160 to 230 ° C. without solvent at normal pressure or under vacuum. Allow condensation reaction. Then, the aliphatic carboxylic acid and the aliphatic diamine are condensed, the acid value and the amine value are 20 or less, a light yellow to light brown solid, the melting point is 100 to 160 ° C., and it is thermally melted. It becomes a low molecular weight amide compound. On the other hand, at least 1% by weight, preferably 1 to 50% by weight, more preferably 1 to 10% by weight of the carboxyl group-containing polymer is added, and the dehydration condensation reaction is further performed for 1 to 5 hours. Then, a part of the low molecular weight amide compound becomes a high molecular weight amide compound by a dehydration condensation reaction between the unreacted amino group and the carboxyl group of the carboxyl group-containing polymer. As a result, a wax containing a high molecular weight amide compound and a low molecular weight amide compound, having an acid value of 30 or less, preferably 5 to 20, and an amine value of 20 or less, preferably 7 or less is obtained. Subsequently, the wax is made into fine particles pulverized to a micron order, for example, 20 μm or less, preferably 10 μm or less by a pulverizer. The fine particles and the solvent are blended, and the fine particles are dispersed in the solvent by a mechanical dispersion method using a disper or a dispersion method using a wet disperser using a medium such as glass beads, Under heating, for example, while heating to 40 to 100 ° C., preferably 50 to 90 ° C., depending on the solvent, the solvent is impregnated over an appropriate time depending on the heating conditions and the solvent. As a result, the fine particles swell and a paste-like non-aqueous paint flow control agent is obtained.

  An example was shown in which an aliphatic carboxylic acid and an aliphatic diamine were dehydrated and condensed, and then a carboxyl group-containing polymer was added to perform further dehydration condensation. The aliphatic carboxylic acid, the aliphatic diamine, and the carboxyl group-containing polymer were shown. May be mixed at the same time for dehydration condensation.

  The non-aqueous paint of the present invention is, for example, titanium oxide, zinc oxide, carbon black, iron black, copper / chromium black, cobalt black, copper / manganese / iron black, molybdate orange, as a pigment blended when coloring. Ferric oxide (Bengara), yellow iron oxide, titanium yellow, ultramarine blue, bitumen, cobalt aluminum blue, chrome green, cobalt green and other inorganic color pigments, azo, naphthol, pyrazolone, anthraquinone, perylene, Examples thereof include organic coloring pigments such as quinacridone, disazo, isoindolinone, benzimidazolone, phthalocyanine, and quinophthalone. These pigments can be used alone or in combination of two or more. The mixing ratio of the pigment is usually 2 to 300 parts by weight, preferably 5 to 200 parts by weight with respect to 100 parts by weight of the solid content of the resin component. Examples of the solvent component include n-hexane, n-pentane, n-octane, n-nonane, n-decane, n-undecane, n-dodecane, terpine oil, mineral terpene, toluene, xylene, solvent naphtha, Non-aqueous solvents such as ethyl acetate, butyl acetate, methyl ethyl ketone, and methyl isobutyl ketone are listed. When used as a coating composition, these solvents may be used alone or in combination of two or more. These solvents are mixed in an appropriate amount depending on the type of pigment or resin. The mixing ratio of the solvent is 20 to 80 parts by weight with respect to the whole paint. Moreover, in order to improve workability | operativity when actually coating a coating material on a base material, about 0-30 weight part can also be diluted. Furthermore, it is also possible to mix | blend various components which can be normally mix | blended with a coating material as needed as a coating composition component. Such components include extenders, curing agents, thickeners, plasticizers, preservatives, algae inhibitors, antifoaming agents, leveling agents, pigment dispersants, anti-skinning agents, dryers, matting agents, UV rays Examples include absorbers, light stabilizers, antioxidants, low-contaminating agents, and catalysts.

  The resin soluble in this solvent is not particularly limited, and examples thereof include acrylic resins, acrylic urethane resins, acrylic silicon resins, fluororesins, alkyd resins, and epoxy resins, which may be used alone or in combination. May be. The non-aqueous dispersion type resin is dispersed as resin particles in the above-mentioned aliphatic hydrocarbon solvent, and has both a resin portion that is soluble in an aliphatic hydrocarbon solvent and a resin portion that is not soluble. is there.

  The non-aqueous paint is obtained by blending and kneading these, but the material is not limited to these.

  The following are examples of preparing a flow regulator for non-aqueous paints to which the present invention is applied and a non-aqueous paint using the same, and flow regulators for non-aqueous paints to which the present invention is not applied, and using the same. The comparative example which prepared the non-aqueous coating material which was used is shown.

Example 1
(Preparation of fine particles containing a low molecular weight amide compound and a high molecular weight amide compound)
In a reactor equipped with a stirrer, a thermometer, and a water separator, 600.0 parts by weight of 12-hydroxystearic acid derived from hydrogenated castor oil fatty acid was added and heated to 80 to 100 ° C. to melt. Thereafter, 116.0 parts of hexamethylenediamine as a diamine was added, and a condensation reaction was carried out while dehydrating at 170 ° C. in a nitrogen atmosphere for 5 to 8 hours, whereby an acid value of 4.2 and an amine value of 9.4 were obtained. The low molecular weight diamide compound was obtained. Furthermore, 68.0 parts by weight of a carboxyl group-containing polymer, which is a propylene / maleic anhydride copolymer having a weight average molecular weight of 10,000 and an acid value of 80 mgKOH / g, is added and condensed at 170 ° C. for 1-2 hours while dehydrating. And amidation was performed by reacting with some unreacted amino groups of the low molecular weight diamide compound to form a high molecular weight diamide compound. As a result, a light yellow mixture of low molecular weight diamide compound and high molecular weight diamide compound (acid value) 6.0, amine number 4.2) was obtained as a waxy product. The obtained product was pulverized to obtain fine particles having an average particle diameter of 7 μm.

(Preparation of suspension by dispersing fine particles)
In a sealed container, 120 parts by weight of a mineral terpene, 40 parts by weight of benzyl alcohol and 40 parts by weight of the prepared fine particles were added and sufficiently dispersed at 10 to 20 ° C. to obtain a suspension.

(Preparation of flow regulator for non-aqueous paint by heating suspension)
When the sealed container containing the suspension was heated by a known method, the fine particles swelled, and a pasty flow regulator for non-aqueous paint was obtained.

(Example 2)
(Preparation of fine particles containing a low molecular weight amide compound and a high molecular weight amide compound)
In a reactor equipped with a stirrer, a thermometer, and a water separator, 600.0 parts by weight of 12-hydroxystearic acid derived from hydrogenated castor oil fatty acid was added and heated to 80 to 100 ° C. to melt. Thereafter, 88.0 parts by weight of 1,4 diaminobutane, which is a diamine, was added, and a condensation reaction was carried out by dehydration at 170 ° C. in a nitrogen atmosphere for 5 to 8 hours under a nitrogen atmosphere, whereby an acid value of 3.4, an amine value of A low molecular weight diamide compound of 7.3 was obtained. Furthermore, 32.6 parts by weight of an oxidized polyethylene which is an ethylene / acrylic acid copolymer having a weight average molecular weight of 10,000 and an acid value of 41 mgKOH / g is added as a carboxyl group-containing polymer and dehydrated at 170 ° C. for 1 to 2 hours. When a high molecular weight diamide compound was produced by performing a condensation reaction and reacting with some unreacted amino groups of the low molecular weight diamide compound to produce a high molecular weight diamide compound, a mixture of a low molecular weight diamide compound and a high molecular weight diamide compound ( An acid number of 5.5 and an amine number of 3.8) were obtained as a waxy product. The obtained product was pulverized to obtain fine particles having an average particle diameter of 7 μm.

(Preparation of suspension by dispersing fine particles)
In a sealed container, 120 parts by weight of a mineral terpene, 40 parts by weight of benzyl alcohol and 40 parts by weight of the prepared fine particles were added and sufficiently dispersed at 10 to 20 ° C. to obtain a suspension.

(Preparation of flow regulator for non-aqueous paint by heating suspension)
When the sealed container containing the suspension was heated by a known method, the fine particles swelled, and a pasty flow regulator for non-aqueous paint was obtained.

(Comparative Example 1)
(Preparation of microparticles containing low molecular weight amide compounds)
In a reactor equipped with a stirrer, a thermometer, and a water separator, 600.0 parts by weight of 12-hydroxystearic acid derived from hydrogenated castor oil fatty acid was added and heated to 80 to 100 ° C. to melt. Thereafter, 116.0 parts by weight of hexamethylenediamine, which is a diamine, was added and amidation was performed by dehydration at 170 ° C. in a nitrogen atmosphere for 5 to 8 hours while dehydrating. A low molecular weight diamide compound having an amine value of 8.8 was obtained. The obtained diamide compound was pulverized to obtain fine particles having an average particle diameter of 7 μm.

(Preparation of suspension by dispersing fine particles)
In a sealed container, 120 parts by weight of a mineral terpene, 40 parts by weight of benzyl alcohol and 40 parts by weight of the prepared fine particles were added and sufficiently dispersed at 10 to 20 ° C. to obtain a suspension.

(Preparation of flow regulator for non-aqueous paint by heating suspension)
When the sealed container containing the suspension was heated by a known method, the fine particles swelled, and a pasty flow regulator for non-aqueous paint was obtained.

(Comparative Example 2)
Comparative Example 1 except that 88.0 parts by weight of 1,4 diaminobutane was used instead of the hexamethylenediamine of Comparative Example 1 to obtain a light yellow diamide compound (acid value 4.7, amine value 7.1). In the same manner as above, a paste-like non-aqueous paint flow modifier was obtained.

(Comparative Example 3)
(Preparation of fine particles containing a low molecular weight amide compound and a carboxyl group-containing polymer)
In a reactor equipped with a stirrer, a thermometer, and a water separator, 600.0 parts by weight of 12-hydroxystearic acid derived from hydrogenated castor oil fatty acid was added and heated to 80 to 100 ° C. to melt. Thereafter, 116.0 parts by weight of hexamethylenediamine as a diamine was added, and a condensation reaction was carried out while dehydrating at 170 ° C. in a nitrogen atmosphere for 5 to 8 hours, whereby an acid value of 4.2 and an amine value of 9. 4 low molecular weight diamide compounds were obtained. Further, a carboxyl group-containing polymer which is a propylene / maleic anhydride copolymer having a weight average molecular weight of 10,000 and an acid value of 80 mgKOH / g is added to 68.0 parts by weight, and melted for 1 to 5 minutes. A mixture (acid value 11.7, amine value 9.4) with a carboxyl group-containing polymer was obtained. The obtained mixture was pulverized to obtain fine particles having an average particle diameter of 7 μm.

(Preparation of suspension by dispersing fine particles)
In a sealed container, 120 parts by weight of a mineral terpene, 40 parts by weight of benzyl alcohol and 40 parts by weight of the prepared fine particles were added and sufficiently dispersed at 10 to 20 ° C. to obtain a suspension.

(Preparation of flow regulator for non-aqueous paint by heating suspension)
When the sealed container containing the suspension was heated by a known method, the fine particles swelled, and a pasty flow regulator for non-aqueous paint was obtained.

  About the flow regulator for non-aqueous coating materials obtained in Examples 1-2 and Comparative Examples 1-3, the performance evaluation test was done as follows.

(Temperature imparting performance evaluation test)
29.6 parts by weight of titanium oxide is added to 66.7 parts by weight of the polyol resin, and a coating liquid sufficiently dispersed by a sand grinder is used as a mill base. To 100 parts by weight of the mill base, 10.0 parts by weight of the flow regulator for non-aqueous paints obtained in Examples 1 and 2 and Comparative Examples 1 to 3 were added, respectively, to obtain a dispersion liquid dispersed for 10 minutes at 2000 rpm. . Further, 100 parts by weight of mineral terpene soluble NAD (non-aqueous dispersion) resin was added and dispersed at 2000 rpm for 2 minutes to obtain a non-aqueous paint sample containing a flow regulator for non-aqueous paint. In addition, the coating liquid which has not added the paste-form thixotropic agent was used as the blank coating liquid sample. Each non-aqueous paint sample was measured for its viscosity (mPa · s) at 6 rpm and 60 rpm with a B-type viscometer. The viscosity at 6 rpm was divided by the viscosity at 60 rpm to calculate a TI value (Thixotropic Index). The higher the TI value, the better the thixotropic property. The results are shown in Table 1.

(Drop surface cohesion state evaluation test)
9.3 parts by weight of isocyanate resin is added to 100.0 parts by weight of the non-aqueous paint sample obtained in the performance evaluation test for thixotropic property, and further 30.0 parts by weight of mineral terpene is added as a diluting solvent. For 1 minute. Thereby, it was set as the coating liquid for the aggregation state evaluation test which is diluted excessively and is easy to sag. This was cast on an aluminum coated plate, and the coated plate was immediately set up vertically. After drying at room temperature for 1 day, the state of the coating film was visually observed to evaluate the state of aggregation of the drooping surface. The coating film in which the aggregated pattern was observed was evaluated in two steps, with a coating film with no agglomerated pattern observed and a circle. The results are shown in Table 1.

  As is apparent from Table 1, the paint sample using the non-aqueous paint flow control agent of the example to which the present invention is applied is the paint using the non-aqueous paint flow control agent of the comparative example to which the present invention is not applied. Compared to the sample, both the ability to impart fluctuation and the sagging prevention performance on the vertical surface were excellent. Therefore, the paint sample of the example has an appropriate cohesive force as compared with the paint sample of the comparative example, so that it is difficult to sag and the agglomerated pattern does not appear, so the painted surface is clean.

  The flow control agent for non-aqueous paints of the present invention is used by adding to non-aqueous paints for coating building materials, buildings, or daily necessities, or filling them as pen or marker inks. This non-aqueous paint containing a flow control agent is used to paint, apply, and spray building materials, buildings, and daily necessities to protect the surface, color it, fill it with a pen, etc. It is done.

Claims (6)

A low-molecular-weight amide compound obtained by condensing any diamine of a C2-C22 aliphatic carboxylic acid containing a hydroxyaliphatic monocarboxylic acid and a C2-C16 diamine and dimer diamine;
A C2-C22 aliphatic carboxylic acid containing a hydroxy aliphatic monocarboxylic acid, a C2- C16 diamine and a dimer diamine, and a carboxyl group-containing polymer having a weight average molecular weight of 2,000 to 100,000 are condensed. A flow control agent for non-aqueous paints, wherein fine particles containing a high molecular weight amide compound are dispersed in an organic solvent and swelled.   The flow control agent for non-aqueous paint according to claim 1, wherein the fine particles contain 99 to 50: 1 to 50 of the low molecular weight amide compound: the high molecular weight amide compound in a weight ratio.   The flow for non-aqueous paint according to claim 1, wherein the aliphatic carboxylic acid contains an aliphatic dicarboxylic acid having 2 to 12 carbon atoms, or the same kind of aliphatic dicarboxylic acid and dimer acid. Regulator.   The flow regulator for non-aqueous paint according to claim 1, wherein the hydroxy aliphatic monocarboxylic acid is a hydrolyzate of hydrogenated castor oil. The carboxyl group-containing polymer is a polyalkylene oxide, a copolymer of a carboxyl group-containing compound monomer having an unsaturated group and a copolymerizable monomer having an unsaturated group, and a carboxyl group-containing compound monomer having a polycondensable functional group The flow regulator for a non-aqueous paint according to claim 1, which is a carboxyl group-containing polymer selected from the group consisting of a polycondensate of a polycondensation monomer having a polycondensable functional group .   It contains 0.1 to 20% by weight of the flow regulator for a non-aqueous paint according to any one of claims 1 to 5, a paint resin, and a solvent for dissolving or dispersing the resin. Non-aqueous paint.