JP2005343969A - Ultraviolet light-shading coating - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a new ultraviolet light-shading coating without bleeding an ultraviolet light-absorbing agent, and capable of forming the ultraviolet light-shading film capable of maintaining a good ultraviolet light-shading capacity for a long period. <P>SOLUTION: This ultraviolet light-shading coating contains a binder component, a solvent for dilution, a curing catalyst or cross-linking curing agent and further an infrared light-shading component. At least 1 kind of a binder component consists of a synthetic compound or oligomer having the ultraviolet light-absorbing capacity, expressed by a chemical formula and obtained by performing the catalytic reaction of a silane coupling agent containing isocyanate group with a benzotriazole-containing compound containing hydroxy group at the terminal of its molecule. <P>COPYRIGHT: (C)2006,JPO&NCIPI

Description

  The present invention relates to a novel ultraviolet absorbing paint suitable for imparting an ultraviolet shielding function to a transparent substrate (inorganic / organic glass) and an ultraviolet shielding transparent product using the coating.

  In the present specification, “%” indicating the content (added amount / blended amount) means “mass% (wt%)” unless otherwise specified.

  Ultraviolet rays in the short wavelength region of 400 nm or less in artificial rays emitted from sunlight, fluorescent lamps, cathode ray tubes, etc. have adverse effects on the human body (sunburn, spots, carcinogenesis, visual impairment, etc.) and adverse effects on interior parts (mechanical strength) And deterioration of appearance such as fading), and further adverse effects on foods (deterioration of flavor of foods, etc.).

  For this reason, fading of interior products (resin products, textile products, wood products) may occur due to sunlight from the windows of buildings and automobiles, as well as light in the ultraviolet region emitted from fluorescent lamps, etc. To generate. Fluorescent lamps are widely used as merchandise display (exhibition) lighting fixtures, but the ultraviolet rays of the installed fluorescent lamps cause product fading and food deterioration.

  On the other hand, insects have the ability to run at specific wavelengths in the visible and ultraviolet regions, and many insects are particularly attracted to ultraviolet rays. Many insects fly toward fluorescent lamps by sensing the ultraviolet rays emitted by fluorescent lamps. To do.

  For this reason, in summer, many insects fly to the outdoor night illumination lights (outdoor exercise facility illumination lights, street lights, etc.) made of fluorescent lights, and further to the fluorescent lights when the windows are opened. And give discomfort. In addition, as described above, when the fluorescent lamp is used as a product display (exhibition) lighting fixture, as described above, a large number of insects fly on the glass surface of the show window and the show case, giving an unpleasant feeling, In some cases, it may be mixed into merchandise (articles or food).

  In order to solve these problems, it is required to suppress the transmission of ultraviolet rays from windows and fluorescent lamp tubes.

  For this reason, a transparent substrate such as glass, plastic or film is molded from a material kneaded with an ultraviolet absorber, or an ultraviolet shielding coating containing the ultraviolet absorber is formed on the transparent substrate. Numerous technologies for shielding these harmful ultraviolet rays have been proposed and commercialized.

  In addition, an ultraviolet shielding coating film is also formed on an existing (existing) transparent substrate using a paint containing an ultraviolet absorber.

  Depending on the application, the UV shielding function of the substrate is desirably 99% or more.

  General-purpose ultraviolet absorbers include salicylic acid, benzophenone, benzotriazole, and cyanoacrylate. However, these general-purpose ultraviolet absorbers cannot form a coating film alone, and are mainly used as additives to be added to a binder component (resin component). In addition, these general-purpose ultraviolet absorbers have a problem that evaporation occurs when used for a long period of time, and the ultraviolet shielding ability of the transparent substrate is deteriorated.

  For this reason, in order to maintain the ultraviolet shielding ability of the substrate for a long time, it is necessary to use a large amount of an ultraviolet absorber. When a large amount of the ultraviolet absorber is used, the ultraviolet absorber oozes out to the surface (bleed out), or the substrate becomes cloudy.

Although it does not affect the inventiveness of the present invention, for example, Patent Documents 1 and 2 exist as prior art documents related to a polymerizable ultraviolet absorber similar to the present invention.
JP 2000-319512 A JP 2001-262064 A

  In view of the above, it is an object of the present invention to provide a novel ultraviolet shielding coating that can form an ultraviolet shielding coating film that is free from bleeding of an ultraviolet absorber and can maintain a good ultraviolet shielding ability over a long period of time.

  As a result of various investigations to solve the above-mentioned conventional problems, the present inventors have synthesized a novel curable ultraviolet absorber, and by including this, a novel curable (polymerized) material at room temperature with less bleed out. The inventors came up with an ultraviolet shielding paint having the following configuration.

An ultraviolet shielding paint containing an ultraviolet absorber and appropriately diluted with a solvent,
A synthetic compound represented by the following general formula obtained by reacting bis (2-hydroxy-3-benzotriazyl-5-hydroxyalkylphenyl) methane with an alkoxysilane having an isocyanate group in the presence of a catalyst for synthesis. And a curable (polymerizable) ultraviolet absorber composed of one or more of its liquid polymers (oligomers) and a curing catalyst are appropriately diluted with a solvent.

（ここで、Ｒ：炭素数１〜３のアルキレン、Ｘ：炭素数１〜４のアルコキシルを示し、Ｙ：炭素数１〜４のアルキル、ａ：１又は２（少なくとも一方は１））
上記紫外線吸収剤は、紫外線吸収能を持つ一対のベンゾトリアゾール骨格と、合計で３官能以上となる一対の反応性アルコキシシリル基を併せ持つ。このため、当該重合性紫外線吸収剤を含有する紫外線遮蔽塗料は、硬化（重合）させることにより架橋（三次元）構造の塗膜形成要素（塗膜主成分）の全部又は一部となる。したがって、紫外線吸収剤のブリードアウトが少なく、紫外線吸収能の劣化が少なく、長期間安定な紫外線遮蔽能を発揮でき、しかも、耐擦傷性に優れた紫外線遮蔽塗膜を得ることができる。

(Here, R: alkylene having 1 to 3 carbon atoms, X: alkoxy having 1 to 4 carbon atoms, Y: alkyl having 1 to 4 carbon atoms, a: 1 or 2 (at least one is 1))
The ultraviolet absorber has a pair of benzotriazole skeletons having an ultraviolet absorbing ability and a pair of reactive alkoxysilyl groups having a total of three or more functional groups. For this reason, the ultraviolet shielding coating containing the polymerizable ultraviolet absorber becomes all or part of the coating film forming element (coating film main component) having a crosslinked (three-dimensional) structure by curing (polymerization). Accordingly, there can be obtained an ultraviolet ray shielding coating film having little bleeding out of the ultraviolet absorber, little deterioration of ultraviolet ray absorption ability, stable ultraviolet ray shielding ability for a long period of time, and excellent scratch resistance.

  In the above configuration, the coating material preferably contains inorganic oxide fine particles having an average particle diameter of 100 nm or less. Ultraviolet shielding ability, increased scratch resistance and infrared shielding ability can be imparted without inhibiting the transparency of the coating film.

  As the inorganic oxide fine particles, indium oxide fine particles or colloidal silica can be preferably used. Indium oxide fine particles are excellent in infrared shielding ability, and colloidal silica is used for so-called hard coat films and has an effect of increasing scratch resistance.

  As the ultraviolet ray absorber, it is desirable to use the curable ultraviolet absorber and an inorganic ultraviolet absorber in combination. An increase in ultraviolet absorption ability can be expected.

  As the inorganic ultraviolet absorber, an Fe trivalent compound is preferable because of its versatility.

  Furthermore, it is desirable to contain a general-purpose synthetic resin as a coating film forming element. Cost reduction is possible.

  The ultraviolet shielding paint according to claim 6, wherein the synthetic resin is an acrylic resin.

  Furthermore, it is preferable to contain an isocyanate prepolymer as a crosslinking agent (curing agent) of the curable ultraviolet absorber. By using a polyisocyanate, a urethane bond can be formed between the hydrolyzed alkoxysilyl group and an increase in adhesion to a transparent plastic substrate can be expected.

  The ultraviolet shielding paint of each of the above configurations is applied to at least one side of a transparent substrate to form an ultraviolet shielding coating film, and the ultraviolet ray is provided with a coating film made of the ultraviolet shielding coating on at least one side of the transparent substrate. A transparent product with a shielding coating.

  Moreover, the curable ultraviolet absorber which is an essential component of the coating material of the present invention can be used alone and kneaded into a transparent substrate (plastic) material.

Detailed description of configuration (solution)

  Hereinafter, each configuration of the present invention will be described in more detail.

  The ultraviolet shielding paint of the present invention basically contains an ultraviolet absorber and is appropriately diluted with a solvent, and is bis (2-hydroxy-3-benzotriazyl-5-hydroxyalkylphenyl) methane. And one or more of a synthetic compound represented by the following general formula obtained by reacting (synthesizing) an alkoxysilane having an isocyanate group in the presence of a catalyst for synthesis and a liquid polymer (oligomer) thereof. Become.

（ここで、Ｒ：炭素数１〜３のアルキレン、Ｘ：炭素数１〜４のアルコキシルを示し、Ｙ：炭素数１〜４のアルキル、ａ：１又は２（但し少なくとも一方は１））

上記、イソシアナート基を持つアルコキシシランとしては、上記化学式で示される合成化合物を合成できるものなら特に限定されないが、例えば、γ−インシアナートプロピルトリメトキシシランや９−イソシアナートプロピルトリエトキシシラン等を好適に使用できる。

(Here, R: alkylene having 1 to 3 carbon atoms, X: alkoxy having 1 to 4 carbon atoms, Y: alkyl having 1 to 4 carbon atoms, a: 1 or 2 (however, at least one is 1))

The alkoxysilane having an isocyanate group is not particularly limited as long as it can synthesize the synthetic compound represented by the above chemical formula. For example, γ-inocyanatopropyltrimethoxysilane, 9-isocyanatopropyltriethoxysilane, etc. Can be suitably used.

  The synthesis catalyst is not particularly limited, and an organic acid catalyst such as paratoluenesulfonic acid or a tin catalyst such as dibutyltin dilaurate, dibutyltin dioctoate, or dioctyltin dilaurate can be suitably used.

  The content of the synthetic catalyst in the coating is preferably 0.001 to 5%, more preferably 0.01 to 0.5%.

  And reaction conditions shall be about 30 minutes-about 2 hours under normal temperature-about 60 degreeC heating.

  The curable (polymerizable) ultraviolet absorber synthesized in this way has a benzotriazole-based skeleton in the molecule, which contributes to the absorption of ultraviolet rays.

  Moreover, a curing catalyst can be added to this ultraviolet absorber, and it can be diluted to a suitable concentration with a solvent and used as a paint. Since this curable ultraviolet absorber is moisture curable, it cures if left for a long time, but the addition of a curing catalyst is essential to obtain a practical curing rate at room temperature.

    Here, the curing catalyst is not particularly limited as long as it promotes the above polymerization reaction. For example, the same catalyst used for the synthesis catalyst may be used, but an organic acid catalyst such as para-toluenesulfonic acid is preferably used. it can.

  And when coated on a transparent substrate, the alkoxyl group at the molecular end of the UV absorber is hydrolyzed to produce highly reactive silanol, which is polymerized by itself by condensation polymerization, or other crosslinking agent ( Reactive binder components such as polyisocyanates). This curable ultraviolet absorber can also exist in the form of an oligomer in which an alkoxyl group is hydrolyzed and silanol is condensation-polymerized.

  Here, as the polyisocyanate, a liquid polyisocyanate compound (monomer) having two or more isocyanate groups, adducts and oligomers thereof, and further polyol and polyisocyanate in excess of isocyanate. A reacted polyisocyanate can be used. Among these, hexamethylene disissocyanate (HMDI), H12MDI, XDI, etc., which are non-yellowing types (aliphatic / alicyclic), or derivatives thereof can be mentioned.

  The curing occurs by hydrolysis of the alkoxy group of the curable UV absorber (organoalkoxysilane) and subsequent polymerization by silanol condensation polymerization, and other binder components are not essential, only the curable UV absorber. A coating film formed by forming a cured film and thus polymerizing the ultraviolet absorber itself is robust, and there is no bleeding out of the ultraviolet absorber.

  The dilution solvent in the ultraviolet shielding coating is not particularly limited, and can be selected according to the coating conditions, the coating environment, and the solid content in the coating.

  For example, various solvents exemplified below are used in combination with one or more solvents as appropriate.

    Lower alcohols: methanol, ethanol, isobutyl alcohol and the like.

    Ether alcohols (cellosolves): ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, and the like.

    Esters: methyl acetate and acetyl acetate.

    Ketones: methyl ethyl ketone, cyclohexanone and the like.

  In addition, the content of the curable ultraviolet absorber in the ultraviolet shielding coating is 1 to 53%, preferably 5 to 15% in normal use. If the content is too small, the UV shielding ability of the UV shielding film obtained by coating and curing is low, and if it exceeds 53%, the viscosity of the coating increases and the coating workability decreases even when no other solid content is added.

  And as a ultraviolet absorber, the specific curable ultraviolet absorber concerning this invention may be used alone, but you may use together with another ultraviolet absorber.

It does not specifically limit as a ultraviolet absorber to use together. For example, one or more kinds of inorganic ultraviolet absorbers such as ZnO, CeO ₂ , Fe ₂ O ₃ , and FeOOH can be suitably selected and used suitably. Of these, trivalent iron compounds such as Fe ₂ O ₃ and FeOOH can be preferably used.

  And when using together these inorganic type ultraviolet absorbers, the density | concentration of the said specific curable ultraviolet absorber in a coating material can be set lower than the said range. Even when the specific curable ultraviolet absorber in the coating composition is in a concentration range of 0.5 to 1.5%, for example, an ultraviolet shielding coating film having sufficiently practical ultraviolet shielding ability can be obtained.

  In addition, the ultraviolet shielding paint may contain a synthetic resin such as an acrylic resin or a urethane resin as a coating film forming element (coating film main component) other than the curable ultraviolet absorber.

  Furthermore, it is desirable to contain inorganic fine particles as colloidal particles (1 to 100 nm) in the coating liquid by stably dispersing them as a coating film forming sub-element (those that enhance the coating film functionality).

  For example, the inorganic fine particles that impart infrared shielding ability include the group of indium oxide-containing fine particles, tin oxide-containing fine particles, indium oxide-containing fine particles, ruthenium oxide-containing fine particles, metal oxide rhodium fine particles, iridium oxide-containing fine particles, and lanthanum oxide-containing lanthanum. What mixed 1 type (s) or 2 or more types suitably can be used.

In addition, inorganic ultrafine particles such as colloidal silica (silicic acid), alumina (Al ₂ 0 ₃ ), titania (TiO ₂ ), zirconia (Zr0 ₂ ) are appropriately used to improve the scratch resistance, hardness and coating property of the coating film. Therefore, it can be used as appropriate. Furthermore, you may add 1 type, or 2 or more types of various silane coupling agents.

  Moreover, when using glass as a transparent base material, it is desirable for coating-film adhesiveness to contain a silane coupling agent.

  Next, a method for forming an ultraviolet shielding coating on a transparent substrate using the ultraviolet shielding coating will be described.

  Here, the transparent substrate is not particularly limited, such as an inorganic glass, a plastic plate (organic glass), or a film. And an application (application | coating) product is suitable for the following example regardless of a finished product and a semi-finished product.

    1) Window glass of buildings: Here, examples of buildings include factory buildings, office buildings, hotels, museums, various event halls, restaurants, store buildings, apartments and condominiums, and general houses.

    2) Window glass for transport aircraft: Here, examples of the transport aircraft include passenger cars, trucks, buses, railway vehicles, ships, and airplanes.

    3) Glass containers: Showcases, show windows, etc.

  For example, when an ultraviolet shielding coating is formed on a finished product (existing) window glass, the following steps are performed.

    1) Clean the coated surface of the coated product (transparent substrate): for example, compounding, wiping with water, etc.

    2) Glass edge packing curing: for example, masking with masking tape.

    3) Paint application: After appropriate primer application, application with non-woven fabric or sponge, drying at room temperature.

    4) Quality inspection: Visual inspection and UV transmittance measurement for coating unevenness.

  In the above, since the application method is on-site construction, it is a method in which a coating is held on a soft porous body (nonwoven fabric, sponge, etc.) that is easy to obtain a uniform coating film. However, the application method is not particularly limited, and any method can be used as long as it can be applied flatly and thinly and uniformly, such as a spin coating method, a spray coating method, a dip coating method, a screen printing method, and a method using a brush.

The coating amount at this time is 2 to ²⁰ g / m ² in terms of solid content, preferably ^{2 although} it depends on the concentration of the ultraviolet absorber (specific ultraviolet absorber and general-purpose ultraviolet absorber) and the required ultraviolet shielding ability. It sets suitably in the range of -10g / m < ² >. If the coating amount is too small, it is difficult to obtain a practical ultraviolet shielding ability. If the coating amount is too large, the cost is high, and excessive quality and uneven coating easily occur.

  The base material on which the ultraviolet shielding film is thus formed has a long-term stable ultraviolet gland shielding function.

  The synthesis example (single composition) of the reactive ultraviolet absorber used in the present invention and the application example (composite composition example) will be described.

  (1) The specific ultraviolet absorbers 1 and 2 used in each example were synthesized as follows.

<Specific UV absorber liquid 1>
57 g of dialkoxydihydroxylbenzotriazole and 77 g of γ-isocyanatopropyltriethoxysilane were placed in a beaker, 1 g of dibutyltin dilaurate was added, and the mixture was stirred with a mechanical stirrer.

Although exothermic reaction occurred, the mixture was allowed to cool for about 1 hour as it was to prepare an agent solution (synthetic solution) 1 containing a specific reactive ultraviolet absorbing compound having a reddish brown color and a high viscosity <Specific UV absorber solution 2>
57 g of dialkoxydihydroxylbenzotriazole and 77 g of γ-isocyanatopropyltrimethoxysilane were placed in a beaker, 1 g of dibutyltin dilaurate was added, and the mixture was stirred with a mechanical stirrer.

  Although an exothermic reaction occurred, it was allowed to cool for about 1 hour as it was to prepare a reddish brown, high viscosity agent solution (synthetic solution) 2 containing the desired reactive ultraviolet absorber.

  (2) Each Example and Comparative Example was adjusted as follows.

<Example 1>
After mixing and stirring the synthetic solution 1: 13.5 g and ethanol: 13.1 g, further, 45.4 g of ethylene glycol monomethyl ether (methyl cellosolve) and 25.2 g of ethylene glycol monobutyl ether (butyl cellosolve) as a solvent, and as a curing catalyst The coating material of Example 1 was prepared by adding 0.4 g of paratoluenesulfonic acid (monohydrate) and mixing and stirring. The calculated values of the solid content and the curable ultraviolet absorber content in the paint of Example 1 are the former: 14.2% and the latter: 13.8%.

<Example 2>
In the same manner as in Example 1, 23.5 g of the synthesis solution and 13.1 g of methanol were mixed and stirred to dissolve uniformly, and then 45.4 g of ethylene glycol monomethyl ether and 25 g of ethylene glycol monobutyl ether as solvents. .2 g and 0.4 g of paratoluenesulfonic acid (monohydrate) as a curing catalyst were added and mixed and stirred to prepare a paint of this example. The calculated values of the solid content and the curable ultraviolet absorber content in the paint are the same as in Example 1.

<Example 3>
The paint of Example 1 was prepared by mixing 40% of an ethyl alcohol dispersion slurry containing 30% of ultrafine indium oxide and 1.5% of lanthanum boride as an infrared shielding component.

<Comparative Example 1>
5g of 2,2 ', 4,4'-tetrahydroxybenzozonone as UV absorber, 16.7g of lacquer type room temperature curing urethane resin (solvent is isopropyl alcohol, solid content 30%) as resin binder, as dilution solvent A coating material was prepared by mixing and stirring 53.3 g of isoptyl alcohol and 25 g of propylene glycol monoethyl ether.

<Example 4>
Synthesis solution 1: After 9.0 g of ethanol and 8.7 g of ethanol were mixed and stirred, 53.4 g of ethylene glycol monomethyl ether (methyl cellosolve) and 25.0 g of ethylene glycol monobutyl ether (butyl cellosolve) as a solvent, and as a curing catalyst Toluenesulfonic acid (monohydrate) 0.3 g was added and mixed and stirred to prepare a paint. To the coating material thus prepared, 4 g of a dispersion (solid content 20%) of FeOOH fine particles as an inorganic ultraviolet absorber was further added and mixed and stirred to prepare the coating material of Example 4. The calculated values of the solid content and the curable ultraviolet absorber content in the paint are 8.8% for the former and 9.0% for the latter.

<Comparative example 2>
Synthesis solution 1: 26.0 g and ethanol: 15.0 g were mixed, and further ethylene glycol monobutyl ether: 7.5 g as a solvent and paratoluenesulfonic acid (monohydrate): 0.25 g as a curing catalyst were added. A paint was prepared by mixing and stirring. The calculated values of the solid content and the curable ultraviolet absorber content in the paint are the former: 53.8% and the latter: 53.8%.

<Example 5>
To the coating material of Example 1, 15.0 g of colloidal silica (solvent was isopropyl alcohol and solid content of 30%) was further added as a solid content, and mixed and stirred to prepare a coating material. The calculated values of the solid content and the specific curable ultraviolet absorber content in the paint are the former: 16.3% and the latter: 12.0%.

<Example 6>
To the coating material of Example 1, 15.0 g of a solution (30% solid content) in which an acrylic resin was dissolved by heating with diacetone alcohol as a solid content was added and mixed and stirred to prepare a coating material. The calculated values of the solid content and the content of the curable ultraviolet absorber in the paint are the former: 16.3% and the latter: 12.0%.

<Example 7>
A crosslinking agent solution (curing agent) having a solid content of 25% was prepared using hexamethylene diisocyanate and methyl cellosolve as a solvent. The mixing ratio (mixing immediately before coating) of this curing agent with respect to the coating material (80 g of coating material of Example 6) was 4: 1.

<Evaluation test>
Then, using the ultraviolet shielding coating obtained in each of the above examples and comparative examples, it was applied on a 3 mm soda lime glass substrate and cured at room temperature to form an ultraviolet shielding coating.

In addition, the coating method applied once using the sponge. The set solid content application amount was 7 g / m ² .

  The coating film was evaluated for the following test items.

    1) Ultraviolet transmittance (τuv): Measured with a spectrophotometer (“Model No. V570” manufactured by JASCO Corporation) and obtained in accordance with ISO 9050.

  In addition, about Example 3, the solar transmittance was calculated | required according to JISA5759 using the same spectrometer.

    2) Bleed-out test: The presence or absence of bleed-out was determined by visual observation after 30 days of coating formation.

    3) Abrasion resistance: The haze (cloudiness) before and after the abrasion test was performed on the surface of the coating film with a taper abrasion tester under a load of 250 g and a condition of 50 times was determined according to ASTM D883 and determined by the amount of change.

<Test results>
The test results of each example are shown in Table 1. In each example, no bleed was observed, and in Comparative Example 1 corresponding to the conventional example in most examples, the abrasion resistance was excellent, and in particular, Example 5 to which colloidal silica was added was excellent in abrasion resistance. I understand that

Claims (12)

An ultraviolet shielding paint containing an ultraviolet absorber and appropriately diluted with a solvent,
A synthetic compound represented by the following general formula obtained by reacting bis (2-hydroxy-3-benzotriazyl-5-hydroxyalkylphenyl) methane with an alkoxysilane having an isocyanate group in the presence of a catalyst for synthesis. And a curable (polymerizable) ultraviolet absorber composed of one or more of its liquid polymers (oligomers) and a curing (polymerization) catalyst are appropriately diluted with a solvent.

(Here, R: alkylene having 1 to 3 carbon atoms, X: alkoxy having 1 to 4 carbon atoms, Y: alkyl having 1 to 4 carbon atoms, a: 1 or 2 (however, at least one is 1))   The ultraviolet shielding paint according to claim 1, further comprising inorganic oxide fine particles having an average particle diameter of 100 nm or less.   The ultraviolet shielding paint according to claim 2, wherein the inorganic oxide fine particles contain an infrared shielding component and / or colloidal silica (silicic acid). The ultraviolet shielding paint according to claim 3, wherein the infrared shielding component is indium oxide-containing (In ₂ O ₃ ) fine particles.   The ultraviolet-ray shielding paint according to any one of claims 1 to 4, wherein the curable ultraviolet absorber and an inorganic ultraviolet absorber are used in combination as the ultraviolet absorber.   6. The ultraviolet shielding paint according to claim 5, wherein the inorganic ultraviolet absorber is an Fe trivalent compound.   Furthermore, synthetic resin is contained as a coating-film formation element, The ultraviolet-ray shielding coating material in any one of Claims 1-5 characterized by the above-mentioned.   The ultraviolet shielding paint according to claim 7, wherein the synthetic resin is an acrylic resin.   Furthermore, polyisocyanate is contained as a crosslinking agent (curing agent) of the curable ultraviolet absorber, The ultraviolet shielding paint according to any one of claims 1 to 5.   A method for forming an ultraviolet shielding coating, comprising forming the ultraviolet shielding coating by applying the ultraviolet shielding coating according to any one of claims 1 to 9 to at least one surface of the transparent substrate.   A transparent product with an ultraviolet shielding coating film, wherein a coating film made of the ultraviolet shielding coating composition according to any one of claims 1 to 9 is formed on at least one surface of a transparent substrate. A synthetic compound represented by the following general formula obtained by reacting bis (2-hydroxy-3-benzotriazyl-5-hydroxyalkylphenyl) methane with an alkoxysilane having an isocyanate group in the presence of a catalyst for synthesis. And a curable ultraviolet absorbent comprising one or more of liquid polymers (oligomers) thereof.

(Here, R: alkylene having 1 to 3 carbon atoms, X: alkoxy having 1 to 4 carbon atoms, Y: alkyl having 1 to 4 carbon atoms, a: 1 or 2 (however, at least one is 1))