TWI509035B - Hard coating with a dispersion composition, a hard coat coating composition, and a hard coat coating - Google Patents

Description

Dispersion composition for hard coating, coating composition for hard coating, and hard coating

The present invention relates to a dispersion composition for hard coat, a coating composition for hard coating, and a hard coat coating. More specifically, the present invention relates to a dispersion composition for hard coating, hard coating A coating composition capable of obtaining a coating film which has high transparency and a high refractive index and a low haze after curing, and the hard coating material is used for the hard coating The composition was obtained by coating.

The material derived from an inorganic material is used as a host material for a coating agent for hard coating in the fields of sunglasses, optical materials, LED sealing resins, and electronic materials such as liquid crystal displays. In this case, the inorganic material-derived material is used as a fine particle in an aqueous dispersion medium or a non-aqueous dispersion medium, and is used as a substance which contributes to improvement of the hardness of the coating film.

On the other hand, in order to change the material of the dispersoid, to miniaturize the particle size, or to control the shape, it is difficult to stably disperse the dispersoid, and the dispersoid is agglomerated in a short time in the dispersion medium. When the dispersion is produced, the dispersoid aggregates, which not only causes a decrease in productivity, a decrease in processing characteristics, a decrease in handleability, and a decrease in yield, but also causes deterioration in product characteristics, material properties, and quality of the final product. In addition to this, it is also known that the following undesirable phenomena occur in appearance: transparency, gloss, reduction in coloring power, color separation, and generation of cracks. In order to inhibit the agglutination agglutination as described above Dispersion stabilization is achieved and a dispersant is used.

A low molecular weight dispersant has been proposed, and an organic compound having a carboxyl group is, for example, formic acid, acetic acid, propionic acid, butyric acid, caproic acid, heptanoic acid, caprylic acid, capric acid, capric acid, undecanoic acid, lauric acid, meat. Saponic acid, stearic acid, oleic acid, linoleic acid, linoleic acid and other saturated and unsaturated carboxylic acids having 1 to 20 carbon atoms; hydroxycarboxylic acids; alicyclic and aromatic carboxylic acids having 6 to 34 carbon atoms Acids, etc.

The alkenyl succinic anhydrides include octenyl succinic anhydride, dodecenyl succinic anhydride, hexadecenyl succinic anhydride, and the like.

The organic compound having a thiol group is, for example, mercaptoethanol, mercapto-2-propanol, 1-mercapto-2,3-propanediol, 3-mercaptopropyltrimethoxydecane, mercaptosuccinic acid, hexyl mercaptan, pentane An alkanethiol such as a mercaptan, a dodecanethiol, an undecyl mercaptan or a decyl mercaptan.

The phosphorus-based organic compound is, for example, triphenylphosphine, tributylphosphine, trioctylphosphine or the like.

The organic compound having an amine group is, for example, propylamine, butylamine, hexylamine, heptylamine, octylamine, 2-ethylhexylamine, decylamine, decylamine, dodecylamine, hexadecylamine, oleylamine or the like.

Further, a high molecular weight dispersant is also used in the case where a polymer type dispersant is mainly used as a dispersant for a pigment or the like, and the polymer type dispersant has a carboxyl group. Amino group, hydroxyl group, ester bond, guanamine bond, aromatic ring, heterocyclic ring, etc., high molecular weight dispersant are commercially available: DISPERBYK series manufactured by Byk Chemie; Ciba EFKA series manufactured by EFKA Additives; Lubrizol The Solsperse series; the DISPARLON series made by Nanben Chemical Company.

In addition, it has also been proposed to be utilized as a dispersant for existing surfactants such as higher fatty acid salts, alkane sulfonates, α-olefin sulfonates, alkylbenzene sulfonates, Sulfosuccinate salt, alkyl sulfate salt, alkyl ether sulfate salt, alkyl phosphate salt, alkyl ether phosphate salt, alkyl ether carboxylate, α-sulfo fatty acid methyl ester salt, A Based on taurine and the like. Nonionic surfactants include, for example, glycerin fatty acid esters, polyglycerin fatty acid esters, sucrose fatty acid esters, sorbitan fatty acid esters, polyoxyethylenesorbitan fatty acid esters, poly Oxyethylene vinyl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene fatty acid ester, fatty acid alkanolamine, alkyl glucoside, and the like. The amphoteric surfactant is, for example, an alkylbetaine, a fatty guanylpropylbetaine, an alkylamine oxide or the like. The cationic surfactant may, for example, be an alkyltrimethylammonium salt, a dialkyldimethylammonium salt, an alkyldimethylbenzylammonium salt or an alkylpyridinium salt. In addition, there are also fluorine-based surfactants and polymer surfactants such as cellulose derivatives, polycarboxylates, and polystyrene sulfonates.

In order to suppress the aggregation of the dispersion by using the above-mentioned conventional dispersant to obtain a stable dispersion composition, research is being conducted, although the dispersion medium, the dispersion of the dispersion, the miniaturization of the particle size of the dispersoid, and the variety of shapes are being carried out. However, in view of transparency, refractive index, haze, etc. after hardening, the proposed dispersant still cannot sufficiently satisfy the required characteristics.

For example, when the dispersing medium is water, it utilizes: an interface adsorption according to the hydrophobic interaction of the dispersing agent, and an electric attraction generated by the ionic group. The interaction, and the π-electron interaction derived from the aromatic ring, and between the particles, the electrostatic repulsion between the particles generated by the formation of the electric double layer, and the dispersion stabilization caused by the formation of the three-dimensional barrier, and A protective colloidal agent and a thickener are added as stabilizers, and these are all effective methods, and various methods capable of achieving dispersion stabilization and aggregation inhibition can be employed.

On the other hand, in the non-aqueous dispersion medium, the effect of hydrophobic interaction, electrical interface adsorption by ionic groups, and electrostatic repulsion is extremely limited, so the interface of the dispersant on the dispersed particles is greatly increased. It depends on the acid-base interaction between the dispersed particles and the specific part of the dispersant. In other words, in practice, the dispersant is selected to be individually optimized depending on the surface characteristics of the dispersoid, and the use of the dispersant is extremely limited; and, relative to the dispersant of the dispersant, Each of the dispersing agents must be individually selected in accordance with the dispersing medium used.

The various ionic surfactants described above are extremely effective as dispersants in aqueous systems, but they are often insoluble in non-aqueous dispersion media, and thus their application range is extremely limited.

Further, when the size of the dispersed particles is a micron size, since the dispersion can be designed by adopting a multi-point adsorption by a plurality of adsorption points and a high-density and thick protective layer forming a solid barrier, It is preferred to select a high molecular weight dispersant, but when the size of the dispersed particles is a nanometer size and a sub-nano size, the size of the dispersed particles differs from the size of the dispersant molecule, so that the molecular weight is high. Dispersants are difficult or limited to design a dispersion system. In other words, since a high molecular weight dispersant having a molecular size which is significantly larger than the size of the dispersed particles is used, it is dispersed. Between the particles and the dispersing agent, or between the molecules of the dispersing agent and the molecules of the dispersing agent, multi-point adsorption, intertwining or bridging occurs, which promotes aggregation of the dispersed particles, so that in terms of dispersion stability, Essential problem.

Further, in order to achieve dispersion stabilization, the usual method is to design a dispersion system by using a stronger interaction between the dispersion particles and the dispersant, but in addition to the displacement and polarity change of the dispersion medium, the dispersion composition is ensured. In addition to mechanical and chemical stability, removal of dispersed particles, film formation (high gloss, film formation at low temperatures and in a short period of time), when removing a dispersant, it is required to have an interface from the dispersant as a required performance. This property is an important factor in the improvement of the productivity, processing characteristics, and quality stability of the final product. From this point of view, the hard coating dispersion composition obtained by using the existing dispersant does not sufficiently satisfy the required properties.

In addition, a composite material in which nanometer-sized inorganic fine particles (particle diameters of 1 to 100 nm) are finely dispersed in a resin is referred to as a polymer nanocomposite, but nanoparticles having a nanometer size are easily aggregated, and The affinity for the resin is low, so it is extremely difficult to uniformly disperse it in the resin. When the nanoparticles having a nanometer size are uniformly dispersed in the resin, it is difficult or limited to use the aqueous dispersion medium. In general, an effective method is to uniformly disperse the nanoparticles in a non-aqueous dispersion medium using a dispersant to prepare a dispersion. The resin is dissolved in the dispersion and mixed; or the solution in which the resin is dissolved in a solvent is mixed with the above dispersion, and dissolved and dispersed.

Further, as a treatment for allowing metal particles, metal oxides, pigments, various fillers to be easily redispersed in a dispersion medium and a resin, there is known a technique in which a surface modifier and a surface protective agent are coated and dispersed. a technique of using a particle or a surface modifying agent or the like in a dispersion particle (Patent Documents 1 and 2); and a technique of surface modification with an organic acid (Patent Document 3), but such prior art is often Limited to the type of dispersing medium and the amount of dispersing material added, the use range is extremely limited, and no dispersing agent or surface modifying agent and surface protecting agent capable of solving this problem have been found.

[Previous Technical Literature] (Patent Literature)

Patent Document 1: Japanese Patent Laid-Open Publication No. 2007-217242, claim 1

Patent Document 2: Japanese Patent Laid-Open Publication No. 2007-119617, claim 1

Patent Document 3: Japanese Patent Laid-Open Publication No. 2009-191167, claim 1

The present invention has been made in view of the above-described problems of the prior art, and an object of the present invention is to provide a dispersion composition for hard coating, a coating composition for hard coating, and a hard coat coating, which are not affected by the composition. A coating film capable of obtaining transparency and a high refractive index and having a small haze after curing is limited by the kind of the dispersing medium and the amount of the dispersing agent added, and the hard coating is coated by the hard coating. The composition of the cloth is obtained.

The composition for hard coating dispersion of the present invention contains a dispersion particle composed of inorganic particles, a dispersant composed of a compound represented by the following formula (1), a polymerizable compound, and a film-forming aid. Agent

Wherein R of the formula (1) is an alkyl group and/or an alkenyl group having 1 to 24 carbon atoms, and includes an alkyl group having a branched carbon number of 3 to 24 and/or an alkenyl group; AO of the formula (1) An oxygen alkyl group having 1 to 4 carbon atoms; n is a value indicating an average addition mole number of alkylene oxide and ranging from 1 to 30; X of the formula (1) is a carbon atom, a hydrogen atom and/or Or a linking group composed of oxygen atoms.

Here, in the dispersant, X of the above formula (1) is preferably an alkylene group having 1 to 15 carbon atoms.

Further, in the dispersant of the present invention, X of the above formula (1) is preferably a linking group represented by the following formula (2).

Wherein Y of the formula (2) is any one selected from the group consisting of an alkyl group having 1 to 15 carbon atoms, a vinyl group, a phenyl group, and a phenyl group having a carboxyl group.

The aforementioned dispersion particles are preferably inorganic particles. Further, when a high refractive index is required, the inorganic particles are preferably zirconia particles.

The coating composition for hard coating of the present invention is characterized by comprising: any of the above-described dispersion compositions for hard coating, and a solvent.

The hard coat coating of the present invention is characterized in that the coating composition for hard coating is applied onto a substrate, and the solvent is evaporated and then cured.

[Preferred form of implementing the invention] Dispersing particles

The dispersed particles in the composition for hard coating of the present invention, that is, particles derived from inorganic substances can be used: iron, aluminum, chromium, nickel, cobalt, zinc, tungsten, indium, tin, palladium, zirconium, titanium, copper. , silver, gold, platinum, etc.; and such alloys; or mixtures of such. In this case, in order to stably remove the metal particles from the medium, they may be coated with a protective agent: an alkanoic acid and a fatty acid, a hydroxycarboxylic acid, an alicyclic, an aromatic carboxylic acid, or an alkenyl group. Succinic anhydrides, thiols, phenol derivatives, amines, amphiphilic polymers, polymeric surfactants, low molecular surfactants, and the like. In addition, there are: kaolin, clay, talc, mica, bentonite, dolomite, calcium silicate, magnesium silicate, asbestos, calcium carbonate, magnesium carbonate, barium carbonate, calcium sulfate, barium sulfate, aluminum sulfate, Aluminum hydroxide, iron hydroxide, aluminum citrate, zirconium oxide, magnesium oxide, aluminum oxide, titanium oxide, iron oxide, zinc oxide, antimony trioxide, indium oxide, indium tin oxide, antimony carbide, antimony nitride, nitrogen Boron, barium titanate, diatomaceous earth, carbon black, graphite, rock wool, glass wool, glass fiber, carbon fiber, carbon nanofiber, carbon nanotube (single-walled nanotube, double-walled nanotube, more Wall nanotubes) and so on. In the present invention, the dispersion particles dispersed by the dispersing agent may be in a crystalline form or an amorphous form. Further, in the present invention, the dispersed particles dispersed by the dispersing agent may be anisotropic particles or anisotropic particles, or may be fibrous.

In the present invention, the particles obtained by the conventional method can be used as the dispersed particles. There are two ways to prepare the particles: mechanically grinding and miniaturizing the coarse particles from top to bottom. (top-down) mode; and a bottom-up mode in which a plurality of unit particles are generated and agglomerated by the particles to form a particle, which can be preferably modulated by any method Particles. Further, these may be those prepared by either the wet method or the dry method. Further, in the bottom-up mode, there are physical methods and chemical methods, which can be modulated by either method. In the present invention, the dispersing agent may be used in a step of mechanically grinding and refining coarse particles in a top-down manner, or may be in a clustered state in which a plurality of unit particles are formed and agglomerated by the particles. It is used in the step of forming the bottom-up manner of the particles, or it is also possible to use particles in which the particles are prepared in advance by the aforementioned method, and the surface-modified agent is removed in order to stably remove the dispersed particles from the medium. Or a conventional protective agent for a surface protectant to coat or remove the particles after impregnation. The protective agent can be used in place of the aforementioned conventional dispersing agent.

In order to more specifically explain the bottom-up method, a method of modulating the metal nanoparticles in the dispersion particles is exemplified. In the bottom-up mode, a representative example of the physical method is an evaporation method in which a bulk metal is evaporated in an inert gas and condensed by collision with a gas to form a nanoparticle. In addition, the chemical method includes: a liquid phase reduction method in which a metal ion is reduced in a liquid phase in the presence of a protective agent, and the generated zero-valent metal is stabilized in a nanometer size; and a thermal decomposition method of the metal complex Wait. The liquid phase reduction method can utilize a chemical reduction method, an electrochemical reduction method, a photoreduction method, or a method in which a chemical reduction method and a photoreduction method are combined.

Further, in the present invention, the particles can be preferably used to disperse the particles, as described above, in any of the top-down manners and the bottom-up manner. Obtained, these may be prepared in any of an aqueous system, a non-aqueous system, or a gas phase. Further, when such a dispersion of the particles is used, it is possible to use a dispersion of the dispersion particles in various solvents in advance.

In the present invention, when zirconia is used as the dispersion particle, the refractive index of the coating film is increased, and when a resin film obtained by coating the zirconia is used for, for example, a flat panel display with a backlight, it can be improved. The brightness of the display.

The blending amount of the dispersed particles is preferably from 0.5 to 80% by weight, more preferably from 30 to 70% by weight, even more preferably from 35 to 60% by weight, based on the total dispersion composition for hard coating of the present invention. Further, the average particle diameter of the dispersed particles is preferably in the range of 1 to 500 nm, and more preferably in the range of 10 to 100 nm.

2. About the hydrophobic group of the dispersant (R)

In the present invention, the hydrophobic group (R) of the dispersing agent is an alkyl group and/or an alkenyl group having 1 to 24 carbon atoms, and includes a branched alkyl group having 3 to 24 carbon atoms and/or an alkenyl group. The content of the branched alkyl group and/or alkenyl group having 3 to 24 carbon atoms is preferably 70% by weight or more based on the total amount of R.

The raw material alcohol which can be used to form R can be a single carbon number alcohol or a mixture of alcohols having different carbon numbers. Further, the raw material alcohol may be derived from synthesis or derived from nature, and its chemical structure may be a single composition or a mixture of a plurality of isomers. As the raw material alcohol which can be used, a conventional alcohol can be selected, and specific examples are: synthetic butanol, isobutanol, pentanol and/or its isomer, hexanol and/or its isomer, Heptanol and/or its isomers, octanol and/or its isomers, 3,5,5-trimethyl-1-hexanol. In addition to this, one example of a higher alcohol which can be preferably used is propylene or butene; or Is isodecyl alcohol, isodecyl alcohol, isoundecyl alcohol, isododecyl alcohol, isotridecyl alcohol produced by a higher olefin derived from such a mixture and produced by an oxo process NEODOL 23, 25, 45 manufactured by Shell Chemicals; SAFOL 23 manufactured by SASOL; EXXAL 7, EXXAL 8N, EXXAL 9, EXXAL 10, EXXAL 11, and EXXAL 13 manufactured by Exxon Mobil. Further, one example of a higher alcohol which can be preferably used is derived from natural octanol, decyl alcohol, lauryl alcohol (1-dodecanol), myristyl alcohol (1-tetradecanol), and cetyl alcohol. (1-hexadecanol), stearyl alcohol (1-octadecyl alcohol), oleyl alcohol (cis-9-octadecen-1-ol), and the like. Further, an example of a higher alcohol which can be preferably used is a single composition of a Guerbet Alcohol having a chemical structure of a 2-alkyl-1-alkanol type, or a mixture thereof, etc., except 2 -ethyl-1-hexanol, 2-propyl-1-hexanol, 2-butyl-1-hexanol, 2-ethyl-1-heptanol, 2-propyl-1-heptanol, 2 -ethyl-1-octanol, 2-hexyl-1-nonanol, 2-heptyl-1-undecyl alcohol, 2-octyl-1-dodecanol, 2-mercapto-1--1- In addition to the tetraalkanol, isostearyl alcohol derived from a branched alcohol or the like is also available. Further, it is also possible to use two or more kinds of the above various alcohols for use. In the dispersant of the present invention, as described above, the hydrophobic group (R) includes a branched alkyl group and/or an alkenyl group having 3 to 24 carbon atoms.

Further, when the hydrophobic group (R) is hydrogen or a hydrocarbon group having 1 to 2 carbon atoms, if the carbon number exceeds 25; and even if the carbon number of the hydrophobic group (R) is in the range of 3 to 24, the linear type When the content of the alkyl group and/or the alkenyl group exceeds 30% by weight, the dispersion may not be stably dispersed in the dispersion medium, or the range of the dispersion medium which can be used is limited, or the dispersion is prepared. In the step, it is replaced with a different kind of dispersion medium or mixed with a different kind of dispersion medium. Result, minute The stability of the dispersion is remarkably lowered, and deposits are immediately generated, or the stability over time is remarkably lowered to cause problems such as a decrease in the added value of the final product, a decrease in productivity, a decrease in processing characteristics, and deterioration in quality. In order to avoid such problems, and in the present invention, the action of the dispersing agent is particularly effective, and the hydrophobic group (R) is preferably a branched alkyl group having a carbon number of 8 to 18.

3. Dispersing agent oxygen alkyl (AO) n

In the present invention, the preferred class of alkylene oxide in the dispersant is in the formula (1), and AO represents an alkylene oxide having an alkylene group having 1 to 4 carbon atoms, specifically, a carbon number of 2 The alkylene oxide is ethylene oxide. The alkylene oxide having a carbon number of 3 is propylene oxide. The alkylene oxide having a carbon number of 4 is tetrahydrofuran or butylene oxide, preferably 1,2-butylene oxide or 2,3-butylene oxide. In the dispersing agent, the alkylene oxide (-(AO)n-) alkylene oxide may be a single polymeric chain or two or more alkylene oxides for the purpose of adjusting the dispersing agent affinity of the dispersing agent. A random polymeric chain or a block polymeric chain, and may also be a combination thereof. The formula (1) indicates that the average addition molar number of the alkylene oxide is n, which is in the range of 1 to 30, preferably in the range of 3 to 20.

4. The linking group of the dispersing agent (X)

The linking group (X) can be selected from a conventional structure composed of a carbon atom, a hydrogen atom, and an oxygen atom, and is preferably composed of a saturated hydrocarbon group, an unsaturated hydrocarbon group, an ether group, a carbonyl group, or an ester group, and may have a fat. The ring structure, the aromatic ring structure, and, may have a repeating unit. When the linking group X contains a nitrogen atom and/or a sulfur atom and/or a phosphorus atom or the like, since it has an effect of lowering the affinity of the carboxyl group for the dispersing substance, it is not suitable for the structural factor of the dispersing agent in the present invention.

Further, X of the formula (1) is preferably an alkylene group having 1 to 15 carbon atoms, and preferably an alkylene group having 1 to 8 carbon atoms.

Further, X of the formula (1) is preferably a substance represented by the above formula (2). In the formula (2), Y is any one selected from the group consisting of an alkyl group having 1 to 15 carbon atoms, a vinyl group, a phenyl group, and a phenyl group having a carboxyl group.

5. Better dispersant

In the present invention, it is more preferable to use a dispersing agent described in the following formula (3).

Wherein, in the formula (3), R is preferably a branched alkyl group having a carbon number of 8 to 18; n represents an average addition molar number of the alkylene oxide, and is preferably in the range of 3 to 20. . Limiting the composition of the dispersing agent to this range expands the range of selection of the dispersing medium that can be used in preparing the dispersion, and improves the suitability for mixing and replacing the dispersing media of different kinds. By limiting the composition range of the dispersant in this way, it is possible to more effectively contribute to the stability of the dispersion over time, and as a result, it is possible to achieve an increase in added value, improvement in productivity, improvement in processing characteristics, and stability in quality.

6. Dispensing agent dosage

In the present invention, the amount of the dispersing agent is not particularly limited, and is 0.1 to 300% by weight, preferably 0.5 to 20% by weight, preferably 1 to 15% by weight, and preferably 2 to 10%, based on the dispersed particles. More weight %.

7. Method for producing dispersant

In the present invention, the dispersant can be produced by a conventional method. For example, it is possible to add an alkylene oxide to an alcohol, an amine, a mercaptan by a conventional method. A general nonionic surfactant compound is used as a raw material and is produced by reacting a monohalogenated lower carboxylic acid or a salt thereof with a hydroxyl group at the terminal of an alkylene oxide in the presence of a base. A method of using a acid anhydride to carry out a ring-opening reaction with a hydroxyl group at the terminal of an alkylene oxide, but is not limited thereto.

Further, by particularly limiting the type of the hydrophobic group, the type of the alkylene oxide, the addition form thereof, the amount of addition moles, the linking group, and the like within the above range, the optimum composition can be selected, and a wider variety of types can be dispersed. The dispersant of the present invention has an industrial use value greater than that of the conventional dispersant from the viewpoint of dispersing the mass and dispersing the dispersoid in a wider variety of dispersion media.

Further, the dispersing agent used in the present invention can be used in such a manner that the content of the ion species contained therein is reduced by a conventional purification method, in particular, an alkali metal ion, an alkaline earth metal ion, a heavy metal ion, and a halogen. Various ions of ions. Due to the type of ions in the dispersant, the dispersion stability, corrosion resistance, oxidation resistance, electrical properties (conductive properties, insulating properties) of the dispersion coating film, stability over time, heat resistance, low humidity, The weather resistance has a large influence, and although the content of the above ions can be appropriately determined, it is preferably less than 10 ppm in the dispersant.

Further, the composition for hard coating dispersion of the present invention can be prepared by a conventional stirring means, a homogenizing means, or a dispersing means. Examples of the dispersing machine that can be used include, for example, a roll mill such as a 2-roll or a 3-roll mill; a ball mill such as a ball mill or a vibrating ball mill; a paint shaker; a continuous disc type bead mill, a continuous loop type bead mill, and the like. Bead mill; sand mixer; jet mill, etc. In addition, it is also possible to perform dispersion treatment in an ultrasonic generation bath.

8. Polymeric compounds

In the present invention, the polymerizable compound which can be used is not particularly limited as long as it has a polymerizable functional group capable of undergoing a curing reaction after forming a coating film, and a carboxylic acid group-containing unsaturated polymerizable single can be preferably used. An alkyl ester of a carboxylic acid group-containing unsaturated polymerizable monomer, an ethylenic compound, an urethane acrylate, and an epoxy compound.

Examples of the carboxylic acid group-containing unsaturated polymerizable monomer include (meth)acrylic acid, crotonic acid, maleic acid, and itaconic acid.

The alkyl ester of the carboxylic acid group-containing unsaturated polymerizable monomer may, for example, be methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate or isopropyl (meth)acrylate. Ester, butyl (meth)acrylate, isobutyl (meth)acrylate, hexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, octyl (meth)acrylate, (methyl) ) decyl acrylate, decyl (meth) acrylate, stearyl (meth) acrylate, isostearyl (meth) acrylate, lauryl (meth) acrylate, cyclohexyl (meth) acrylate, ( Terephthalic acid methyl acrylate, isobornyl (metha) acrylate, adamantyl (meth) acrylate, bicyclo [3.3.1] decyl (meth) acrylate , 2-methoxyethyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, benzyl (meth)acrylate, allyl (meth)acrylate, diethyl (meth)acrylate Aminoethyl ester, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, A Oxyethylene glycol (meth) acrylate, Methoxy polyethylene glycol (meth) acrylate, ethoxyethylene glycol (meth) acrylate, ethoxy polyethylene glycol (meth) acrylate, propoxy ethylene glycol (methyl Acrylate, propoxy polyethyl b Glycol (meth) acrylate, methoxy propylene glycol (meth) acrylate, methoxy polypropylene glycol (meth) acrylate, ethoxy propylene glycol (meth) acrylate, ethoxypolypropylene glycol (A) Mono) (meth) acrylate such as acrylate, propoxy propylene glycol (meth) acrylate and propoxy polypropylene glycol (meth) acrylate; ethylene glycol di(meth) acrylate, polyethylene a di(meth) acrylate compound such as an alcohol di(meth)acrylate, propylene glycol di(meth)acrylate, polypropylene glycol di(meth)acrylate or triethylene glycol di(meth)acrylate; Tris(meth)acrylate compound such as methylolpropane tri(meth)acrylate and tris(meth)acrylate; tetrakis(meth)acrylate compound such as pentaerythritol tetra(meth)acrylate; dipentaerythritol A hexa(meth)acrylate compound such as hexa(meth)acrylate or sorbitol hexa(meth)acrylate. Further, the term "(meth)acrylate" means acrylate or methacrylate.

Examples of the ethylenic compound include vinyl acetate, vinyl propionate, styrene, α-methylstyrene, vinyltoluene, acrylonitrile, methacrylonitrile, butadiene, and isoprene.

The amine ester acrylate is obtained by reacting a polyisocyanate with a hydroxyl group-containing (meth) acrylate.

The polyisocyanate which can be used for the amine ester acrylate is not particularly limited, and examples thereof include toluene diisocyanate, diphenylmethane diisocyanate, polyphenylmethane polyisocyanate, phenyl diisocyanate, naphthalene diisocyanate, and xylene diisocyanate. Tetramethyl xylene diisocyanate, hexamethylene diisocyanate, trimethyl hexamethylene diisocyanate, diazonic acid diisocyanate, leucine triisocyanate, dicyclohexylmethane diisocyanate, hydrogenation Xylene diisocyanate, isophorone diisocyanate, 1,3-bis(isocyanatomethyl)cyclohexane, norbornened diisocyanate, and the modified bodies thereof.

Further, an isocyanate terminal amine ester prepolymer obtained by reacting a polyisocyanate with a polyol can also be used as the polyisocyanate. The polyhydric alcohol is not particularly limited, and examples thereof include polyether polyols, polyester polyols, and polycaprolactone polyols, in addition to polyhydric alcohol compounds such as alkanediol, trimethylolane, glycerin, and pentaerythritol. , polyolefin polyol, polybutadiene polyol, polycarbonate polyol, and the like.

The hydroxyl group-containing (meth) acrylate which can be used for the amine ester acrylate is a (meth) acrylate type compound having one or more hydroxyl groups in the molecule. Such a compound may, for example, be 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate or 4-hydroxybutyl (meth)acrylate. , 2-propenyloxyethyl phosphate, 2-(methyl) propylene methoxyethyl 2-hydroxypropyl phthalate, glycerol di(meth) acrylate, 2-hydroxyl (meth) acrylate 3-propenyloxypropyl ester, pentaerythritol tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, caprolactone modified 2-hydroxyethyl (meth)acrylate, cyclohexanedimethanol Modified mono (meth) acrylate and the like.

The epoxy compound preferably has two or more epoxy groups in the molecule, and examples thereof include polyepoxypropyl ether, epoxidized propyl ether ester, polyglycidyl ester, and glycidylamino ring. Oxypropyl propyl ether, glycidyl propyl glycidyl ester, glycidylamine, and the like.

Examples of the polyepoxypropyl ether include bisphenol A, bisphenol F, bisphenol S, tetramethyl bisphenol A, diaryl bisphenol A, hydroquinone, catechol, resorcin, and nail Phenol, tetrabromobisphenol A, trihydroxybiphenyl, benzophenone, bis resorcinol, 2,2-bis(4-hydroxyphenyl)hexafluoroacetone, tetramethylbisphenol F, ginseng Aromatic polyepoxypropyl ether obtained by reacting a polyol compound such as hydroxyphenyl)methane, bis-xylenol, phenol novolac, and cresol novolak with epichlorohydrin; and glycerin, neopentyl glycol, ethylene glycol An aliphatic polyepoxypropyl ether obtained by reacting an aliphatic polyol such as propylene glycol, butylene glycol, hexanediol, polyethylene glycol and polypropylene glycol with epichlorohydrin; and epoxypropyl hexahydrobisphenol A 3'4'-epoxycyclohexanecarboxylic acid 3,4-epoxycyclohexylmethyl ester and 1,3,5-gin(2,3-epoxypropyl)-1,3,5-three -2,4,6-(1H,3H,5H)-trione (1,3,5-tris(2,3-epoxypropyl)-1,3,5-triazine-2,4,6-(1H, An alicyclic polyepoxypropyl ether such as 3H, 5H)-trione).

The glycidyl ether ester may, for example, be a glycidyl ether ester obtained by reacting a hydroxycarboxylic acid such as p-hydroxybenzoic acid or β-hydroxynaphthoic acid with epichlorohydrin.

The polyglycidyl ester may, for example, be phthalic acid, methyl phthalic acid, isophthalic acid, tetrahydrophthalic acid or endo-methylenetetrahydroxyphthalic acid. a polyglycidyl ester obtained by reacting a polycarboxylic acid such as endomethylene hexahydrophthalic acid, trimellitic acid, and a polymerized fatty acid with epichlorohydrin.

The glycidylamino epoxidized propyl ether may, for example, be a glycidylamino epoxypropyl ether obtained by reacting an amino phenol or an aminoalkyl phenol with epichlorohydrin.

The epoxypropylaminoglycidyl propyl ester may, for example, be an aminobenzoic acid with a watch The propyl propyl glycidyl ester obtained by the reaction of chlorohydrin.

Examples of the glycidylamine include aniline, toluidine, tribromoaniline, xylylenediamine, diaminocyclohexane, bis(aminomethyl)cyclohexane, and 4,4'-diaminodiphenyl. A reaction of methane and 4,4'-diaminodiphenylsulfone with epichlorohydrin to obtain a glycidylamine.

The composition for hard coating dispersion of the present invention can be polymerized by a conventional polymerization reaction, and conventional polymerization reactions include photopolymerization, thermal polymerization, and the like. At this time, polymerization can be carried out using a conventional polymerization initiator, which is a photopolymerization initiator, a thermal polymerization initiator, and the like.

The photopolymerization initiator may, for example, be a benzophenone polymerization initiator, an acetophenone polymerization initiator, a calender polymerization initiator or the like.

The thermal polymerization initiator may be, in addition to an azo polymerization initiator or a substituted ethane polymerization initiator, a redox polymerization starting from a combination of a peroxide initiator and a reducing agent. The peroxide-based initiator includes a persulfate, a peroxide, etc., and the reducing agent includes a sulfite, a hydrogensulfite, a metal salt, and the like. The polymerization initiator is usually used in an amount of from 0.005 to 10 parts by weight based on 100 parts by weight of the polymerizable compound.

Further, when an epoxy compound is used as the polymerizable compound, a conventional hardener can be used. Examples of such a curing agent include fats such as hexahydrophthalic anhydride, methylhexahydrophthalic anhydride, trialkyltetrahydrophthalic anhydride, and hydrogenated methylnadic anhydride. Group anhydride.

Further, the polymerization method can use a conventional method such as emulsion polymerization.

The polymerization temperature is adjusted depending on the kind of the polymerization initiator, and is preferably, for example, 20 ° C to 100 ° C.

In the present invention, it is preferable that the polymerizable compound has a polymerizable compound having three or more polymerizable functional groups in one molecule from the viewpoint of improving hardness and preventing damage.

In addition, a polymerizable compound having three or more polymerizable functional groups in one molecule is used in combination with zirconia as a dispersion particle as described above to obtain a dispersion composition for hard coating, which is composed of a dispersion for hard coating. The article can provide a coating film having a higher refractive index and can be utilized in various fields.

The blending amount of the polymerizable compound is preferably from 1 to 80% by weight, preferably from 5 to 30% by weight, based on the total of the hard coating dispersion composition of the present invention.

9. Filming aids

The film forming aid used in the present invention is a compound having a boiling point of 100 to 300 ° C at 1 atm. Such a compound may, for example, be an alcohol compound such as n-butanol (117 ° C) or 3-methoxy-3-methyl-1-butanol (174 ° C); ethyl butyrate (121 ° C), octyl acetate Ester (211 ° C), diethylene glycol monobutyl ether acetate (247 ° C) and propylene glycol monomethyl ether acetate (145 ° C) and other ester compounds; diethylene glycol monobutyl ether (230 ° C And an ether compound such as propylene glycol monomethyl ether (120 ° C); a ketone compound such as methyl isobutyl ketone (116 ° C) and dibutyl ketone (186 ° C). Further, the parentheses indicate the boiling points of the respective compounds at 1 atm.

In this case, it is possible to exhibit high wettability to a substrate such as PET (poly(ethylene terephthalate), polyethylene terephthalate) or glass, and it is possible to increase the composition of the dispersed particles relative to the dispersion for hard coating. Overall adjustment The amount is preferably an alcohol compound having a boiling point of 100 to 300 ° C at 1 atm, and preferably 3-methoxy-3-methylbutanol.

The amount of the film-forming auxiliary agent is preferably from 5 to 80% by weight based on the total of the hard coating dispersion composition of the present invention. It is preferably 20 to 70% by weight, more preferably 30 to 55% by weight.

10. Optional ingredients

In addition to the above components, the hard coating dispersion composition or the hard coating composition can be used without any particular limitation: various resins, oligomers, monomers, and the like. It is generally used for coatings, adhesives, and moldings. Specifically, acrylic resin, polyester resin, alkyd resin, amine ester resin, oxime resin, fluororesin, epoxy resin, polycarbonate resin, polyvinyl chloride resin, polyvinyl alcohol may be added. Wait. Further, an organic solvent having a boiling point of less than 100 ° C at 1 atm may be added.

11. How to use

The hard coat coating of the present invention can be obtained by applying the coating composition for hard coating of the present invention to a substrate and evaporating the solvent to cure it. Examples of the substrate to be coated include a resin film such as glass or polyethylene terephthalate (PET), a glass composite material, ceramics, a metal, and a steel sheet. Further, the brushing method may, for example, be a spin coating, a bar coating, a spray, a screen, a gravure, an offset, a relief, an intaglio, an inkjet, or the like, but is not limited thereto. It can be carried out using a device, an appliance, or the like which is generally used. Further, when the film obtained by curing is cured, conventional means such as heat, ultraviolet rays, and radiation can be used.

When the coating composition for hard coating of the present invention and the coating composition for hard coating are used, it is possible to obtain a coating film which has high transparency and refractive index after curing, and has a low haze. Therefore, the hard coat coating obtained by coating the composition by hard coating is less likely to be damaged and has an excellent appearance.

[Examples]

Hereinafter, examples and comparative examples of the present invention will be described. In the following description, "parts" indicating the amount of blending means "parts by weight", and "%" means "weight%". The present invention is not limited to the following embodiments, and may be appropriately modified or modified without departing from the scope of the invention.

<Synthesis of Dispersant> [Production Example 1 (Synthesis of Dispersant A)]

In a toluene solvent, 640 g (1 mol) of a branched C11-14 alkanol (product name: EXXAL 13, manufactured by Exxon Mobil Co., Ltd.) ethylene oxide 10 mol adduct, and 152 g (1.3 mol) of sodium chloroacetate were placed. Into the reactor and stir to become homogeneous. Then, 52 g of sodium hydroxide was added under the conditions of a reaction system temperature of 60 °C. Then, the temperature of the reaction system was raised to 80 ° C, and then aged for 3 hours. After the ripening, 117 g (1.2 mol) of 98% sulfuric acid was added dropwise at 50 ° C in the reaction system, whereby a white suspension solution was obtained. Then, the white suspension solution was washed with distilled water, and the solvent was distilled off under reduced pressure to obtain a dispersant A (R: branched C11-14 alkyl group, AO: ethylene oxide, n: 10, X :O, Y: CH ₂ ).

[Production Example 2 (Synthesis of Dispersant B)]

In addition to Production Example 1, 598 g (1 mol) of isodecyl alcohol ethylene oxide 10 mol addition product was substituted for the branched C11-14 alkanol ethylene oxide 10 mol addition product, and the same as in Production Example 1. The same method was carried out to obtain a dispersant B (R: isodecyl group, AO: ethylene oxide, n: 10, X: O, Y: CH ₂ ).

[Production Example 3 (Synthesis of Dispersant C)]

Except that in Production Example 1, 420 g (1 mol) of a branched C11-14 alkanol ethylene oxide 5 mol adduct was substituted for the branched C11-14 alkanol ethylene oxide 10 mol adduct, except The same procedure as in Production Example 1 was carried out to obtain a dispersant C (R: branched C11-14 alkyl group, AO: ethylene oxide, n: 5, X: O, Y: CH ₂ ).

[Manufacturing Example 4 (Synthesis of Dispersant D)]

640 g (1 mol) of a branched C11-14 alkanol ethylene oxide 10 mol adduct and 100 g (1 mol) of succinic anhydride were reacted at 120 ° C for 2 hours to obtain a dispersant D (R: branch C11-14) Alkyl, AO: ethylene oxide, n: 10, X: O, Y: COCH ₂ CH ₂ ).

[Production Example 5 (synthesis of dispersant E)]

In addition to the addition of 570 g (1 mol) of 2-ethylhexanol ethylene oxide 10 mol of the addition product, in place of the branched C11-14 alkanol ethylene oxide 10 mol adduct, in the production example 1, Production Example 1 was carried out in the same manner to obtain a dispersant E (R: 2-ethylhexyl group, AO: ethylene oxide, n: 10, X: O, Y: CH ₂ ).

[Manufacturing Example 6 (Synthesis of Dispersant a)]

In the same manner as in Production Example 1, except that 10 mol of an adduct of 472 g (1 mol) of methanol ethylene oxide was used instead of the branched C11-14 alkyl alcohol oxide 10 mol of the adduct in Production Example 1. The method was carried out to obtain a dispersant a (R: methyl group, AO: ethylene oxide, n: 10, X: O, Y: CH ₂ ).

[Manufacturing Example 7 (Synthesis of Amine Ester A)]

504 g (1 mol) of a trimer of hexamethylene diisocyanate (HMDI), 894 g (3 mol) of pentaerythritol triacrylate (trade name: PET-3, manufactured by Dai-Il Pharmaceutical Co., Ltd.), and 0.8 g of hydroquinone monomethyl ether was reacted at 70 ° C to 80 ° C until the residual isocyanate concentration became 0.1% by weight or less to obtain the amine ester acrylate A.

[Example 1]

1.5 parts of the production example 1 was added to 100 parts of a commercially available zirconia dispersion (trade name: SZR-M, manufactured by Seiko Chemical Co., Ltd., a primary dispersion of 3 nm, and a methanol dispersion containing 30% by weight of zirconia) Dispersant A and 11 parts of dipentaerythritol hexaacrylate (trade name: KAYARAD DPHA, manufactured by Nippon Kayaku Co., Ltd.) and 21 parts of 3-methoxy-3-methylbutanol are mixed and mixed. The methanol was removed under reduced pressure using a rotary evaporator to obtain a hard coating dispersion containing zirconia.

[Embodiment 2]

A dispersion for hard coating containing zirconia was obtained in the same manner as in Example 1 except that the dispersant A was changed to 0.6 parts and the 3-methoxy-3-methylbutanol was changed to 42 parts.

[Example 3]

The same as Example 1 except that the dipentaerythritol hexaacrylate was changed to 28.5 parts and the 3-methoxy-3-methylbutanol was changed to 30 parts. The sample was carried out to obtain a dispersion for hard coating containing zirconia.

[Example 4]

A hard coating dispersion containing zirconia was obtained in the same manner as in Example 1 except that the dipentaerythritol hexaacrylate was changed to 18.5 parts and the 3-methoxy-3-methylbutanol was changed to 25 parts. .

[Example 5]

Except that 11 parts of pentaerythritol triacrylate (trade name: PET-3, manufactured by Dai-Il Pharmaceutical Co., Ltd.) was used instead of 11 parts of dipentaerythritol hexaacrylate, the same procedure as in Example 1 was carried out to obtain zirconia. Hard coating dispersion.

[Embodiment 6]

The same procedure as in Example 1 was carried out except that 11 parts of trimethylolpropane trimethacrylate (trade name: EM311, manufactured by Changxing Chemical Industry Co., Ltd.) was used instead of 11 parts of dipentaerythritol hexaacrylate. A dispersion for hard coating containing zirconia.

[Embodiment 7]

The same procedure as in Example 1 was carried out except that 11 parts of trimethylolpropane trimethacrylate (trade name: EM231, manufactured by Changxing Chemical Industry Co., Ltd.) was used instead of 11 parts of dipentaerythritol hexaacrylate. A dispersion for hard coating containing zirconia.

[Embodiment 8]

A hard coat dispersion containing zirconia was obtained in the same manner as in Example 1 except that 11 parts of the amine ester acrylate A synthesized in Production Example 7 was used instead of 11 parts of dipentaerythritol hexaacrylate.

[Embodiment 9]

A dispersion for hard coating containing zirconia was obtained in the same manner as in Example 1 except that 1.5 parts of Dispersant B described in Production Example 2 was used instead of 1.5 parts of Dispersant A.

[Embodiment 10]

A dispersion for hard coating containing zirconia was obtained in the same manner as in Example 1 except that 1.5 parts of the dispersant C described in Production Example 3 was used instead of 1.5 parts of the dispersant A.

[Example 11]

A dispersion for hard coating containing zirconia was obtained in the same manner as in Example 1 except that 1.5 parts of the dispersant D described in Production Example 4 was used instead of 1.5 parts of the dispersant A.

[Embodiment 12]

A dispersion for hard coating containing zirconia was obtained in the same manner as in Example 1 except that 1.5 parts of the dispersant E described in Production Example 5 was used instead of 1.5 parts of the dispersant A.

[Example 13]

A hard coating dispersion containing zirconia was obtained in the same manner as in Example 1 except that 21 parts of terpineol was used instead of 21 parts of 3-methoxy-3-methylbutanol. .

[Embodiment 14]

In place of 21 parts of 3-methoxy-3-methylbutanol, except 10 parts of 3-methoxy-3-methylbutanol and 11 parts of diethylene glycol monobutyl ether acetate The same procedure as in Example 1 was carried out except that zirconia was obtained. Hard coating dispersion.

[Example 15]

A hard coating dispersion containing zirconia was obtained in the same manner as in Example 1 except that 21 parts of 1-butanol was used instead of 21 parts of 3-methoxy-3-methylbutanol.

[Comparative Example 1]

A hard coat dispersion containing zirconia was obtained in the same manner as in Example 1 except that 1.5 parts of terephthalic acid (manufactured by Nacalai Tesque Co., Ltd.) was used instead of 1.5 parts of Dispersant A.

[Comparative Example 2]

In the same manner as in Example 1, except that 1.5 parts of 3-methylpropenyloxypropyltrimethoxydecane (manufactured by Tokyo Chemical Industry Co., Ltd.) was used instead of 1.5 parts of Dispersant A, zirconia was obtained. Hard coating dispersion.

[Comparative Example 3]

A hard coat dispersion containing zirconia was obtained in the same manner as in Example 1 except that 1.5 parts of hexanoic acid (manufactured by Nacalai Tesque Co., Ltd.) was used instead of 1.5 parts of Dispersant A.

[Comparative Example 4]

The same procedure as in Example 1 was carried out, except that 1.5 parts of polyoxyethylene styrenated phenyl ether phosphate (PLYSURF AL, manufactured by Dai-ichi Kogyo Co., Ltd.) was used instead of 1.5 parts of Dispersant A. A hard coating dispersion containing zirconia was obtained.

[Comparative Example 5]

A dispersion for hard coating containing zirconia was obtained in the same manner as in Example 1 except that 1.5 parts of the dispersant a described in Production Example 6 was used instead of 1.5 parts of the dispersant A.

<Evaluation of characteristics of dispersion (dispersion)>

The dispersion for hard coating of the above examples and comparative examples was evaluated for dispersibility and viscosity, and the results are shown in Table 1. The evaluation method is as follows.

(dispersion)

The presence or absence of sediment was confirmed by the naked eye, marked as ○ when there was no precipitate, and marked as × when there was precipitate.

(viscosity)

The viscosity of the dispersion at 25 ° C was measured in accordance with JIS K5600-2-3 using an E-type viscometer (RE80R manufactured by Toki Sangyo Co., Ltd.).

<Evaluation of characteristics of hardened coating film>

To 5 g of the dispersion for hard coating prepared in Examples 1 to 15 and Comparative Examples 1 to 5, 0.15 g of a benzophenone-based polymerization initiator Irgacure 184 (trade name, manufactured by BASF Japan Co., Ltd.) was added. After dissolving, it was coated on a PET substrate using a Select Roller, and dried at 80 ° C for 5 minutes, and then irradiated with a total of 400 mJ of UV to be cured to prepare a coating film. The coating film was evaluated for appearance, refractive index, Abbe number, haze and pencil hardness, and the results are shown in Table 1. The evaluation method is as follows.

(appearance of the film)

Observing the appearance of the film by the naked eye, when no precipitate can be observed Marked as ○, marked as × when the precipitate can be observed.

(refractive index)

The refractive index at a wavelength of 589 nm was measured using a ruthenium coupler (METRICON Prism Coupler Model 2010 manufactured by METRICON Co., Ltd.).

(Abbe number)

According to JIS K0062, the refractive index of the dispersion hardened coating film at wavelengths of 405 nm, 532 nm, and 633 nm was measured using a ruthenium coupler (trade name: METRICON Prism Coupler Model 2010, manufactured by METRICON Co., Ltd.). The value is calculated as the Abbe number.

(haze)

The haze of the coating film was measured using a haze meter (HGM type manufactured by Suga Co., Ltd.) in accordance with JIS K 7136.

(pencil hardness)

The pencil hardness was measured in accordance with the method described in JIS K 5600-5-4.

<Result>

As is apparent from Table 1, the dispersion of Example 1 showed excellent results in evaluation of either of dispersibility and viscosity. In contrast, the dispersion of the comparative example has problems in any of the evaluation items.

Further, as apparent from Table 1, the dispersions of Examples 1 to 15 were used. The obtained coating film showed excellent results in evaluation of any of appearance, refractive index, Abbe number, haze and pencil hardness. In contrast, when the dispersions of Comparative Examples 1, 2, 3, and 5 were used, film formation was impossible. Further, the coating film obtained from the dispersion of Comparative Example 4 was able to confirm the appearance of the coating film on the appearance of the coating film, and the haze was also high, and the transparency was poor. Further, since the refractive index and the Abbe number are poor in transparency, they cannot be measured.

The coating film and the coating composition for hard coating obtained by the present invention can be used in the following fields: a mixed material, a surface protective agent, a conductive paste, a conductive ink, a sensor, a precision analysis element, an optical memory, a liquid crystal display. Components, nano magnets, heat transfer media, high performance catalysts for fuel cells, organic solar cells, nano glass components, abrasives, drug carriers, environmental catalysts, coatings, printing inks, inkjet inks, color filters Resist, ink for writing instruments, optical film, adhesive, anti-reflection film, hard coating film, and the like. The dispersant of the present invention can effectively stabilize the nano-sized inorganic-derived or organic-derived isotropic material and/or anisotropic material in a dispersion medium, thereby inhibiting dispersive agglomeration in the dispersion medium. In order to achieve long-term dispersion stabilization, desired product characteristics, processing characteristics, quality stability, and productivity are obtained, and these materials are main components in the above-mentioned use products and their production steps.

The present invention has been described in detail and with reference to the specific embodiments of the embodiments of the present invention, and various modifications and changes can be made without departing from the spirit and scope of the invention. Obviously known.

This application is based on the Japanese patent filed on June 6, 2011. The application (Japanese Patent Application No. 2011-126649), and its contents are hereby incorporated by reference.

Claims (5)

A dispersion composition for hard coating, comprising: a dispersion particle composed of inorganic particles having an average particle diameter of 1 to 500 nm; a dispersant composed of a compound represented by the following formula (1); a polymerizable compound having three or more polymerizable functional groups in a molecule, and a film-forming auxiliary agent having a boiling point of 100 to 300 ° C at 1 atm, and the content of the film-forming auxiliary agent is relative to the entire dispersion composition for hard coating 5 to 80% by weight; Wherein R of the formula (1) is an alkyl group and/or an alkenyl group having 1 to 24 carbon atoms, and includes a branched alkyl group having 3 to 24 carbon atoms and/or an alkenyl group; the aforementioned branched alkyl group The content of the alkenyl group and/or the alkenyl group is 70% by weight or more based on the total amount of R; AO of the formula (1) represents an oxygen-extended alkyl group having 1 to 4 carbon atoms; and n represents an average addition molar number of the alkylene oxide and A value in the range of 1 to 30; X in the formula (1) is a linking group composed of a carbon atom, a hydrogen atom and/or an oxygen atom. The composition for hard coating dispersion according to claim 1, wherein X in the above formula (1) is an alkylene group having 1 to 15 carbon atoms. The dispersion composition for hard coating according to claim 1, wherein X in the above formula (1) is a linking group represented by the following formula (2). Wherein Y of the formula (2) is any one selected from the group consisting of an alkyl group having 1 to 15 carbon atoms, a vinyl group, a phenyl group, and a phenyl group having a carboxyl group. A coating composition for hard coating, comprising the composition for hard coating according to any one of claims 1 to 3, and a solvent. A hard coat coating obtained by applying the coating composition for hard coating described in claim 4 to a substrate, and evaporating the solvent to cure the solvent.