JP2000351266A - Ink jet recording medium and manufacture thereof - Google Patents

Abstract

PROBLEM TO BE SOLVED: To meet the ink wettability, dyeability and water resistance of an image receiving layer simultaneously and sufficiently deal with applications requiring transparency and prevent the quality of an image from being deteriorated even if an image receiving layer material undergoes crosslinking reaction. SOLUTION: This recording medium has an ink image receiving layer formed on one of the faces of a base material, and a plasticizer of an aliphatic organic component is added to the ink receiving layer wherein a diacetoneacrylamide is contained in a copolymer resin component and the diacetoneacrylamide component is heated and cured with a dihydrazide dicarboxylate. Especially the content of the plasticizer of the aliphatic organic component is 1-20 wt.% to the copolymer resin and the plasticizer contains one selected from among an ethylene glycol, a polyethylene glycol, a glycerin and a pentaerythritol.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a recording medium for an ink-jet printer, and more particularly to a recording medium capable of simultaneously satisfying wettability and absorptivity to ink and water resistance, and a method for producing the same.

[0002]

2. Description of the Related Art In recent years, various types of printers for computer output have become widespread. Above all, an ink jet printer is excellent in quietness, cost, and image quality, can reproduce a full-color image with high quality, has excellent performance not found in other systems, and can be expected to spread further. On the other hand, paper is often used for printer paper, and plastic films and synthetic papers are also used for applications requiring smooth images utilizing their smooth surface and transparency.

[0003] Ink-jet inks include:
In order to prevent clogging of the ink nozzle, a slow-drying ink in which a water-soluble dye or the like is dissolved in an aqueous solvent is used. Therefore,
Good if the recording paper is water-absorbing, such as paper, but if it is non-water-absorbing, such as a plastic film, the ink has poor drying properties after printing. Provide a layer.

However, a structure in which an image receiving layer is provided on a support such as a plastic film has not been obtained with sufficient performance. That is, in order to improve the wettability and dyeability of the slow-drying ink, or to improve the absorbability, a method of forming the image receiving layer from a water-soluble resin or a hydrophilic resin has been proposed. There is a problem that the image receiving layer becomes wet and sticky due to the solvent or in a high-humidity environment, blocking when a recording medium is overlaid, and also has poor drying and is easily stained when touched by hand after printing. . Properties such as wettability, dyeing properties, and absorbency and properties such as water resistance, drying property and blocking resistance are mutually contradictory properties, and properties satisfying these simultaneously have not yet been obtained. Absent.

[0005]

According to the prior art, in an ink jet recording medium using a non-water-absorbing support as described above, even if the layers such as the image receiving layer are devised, those having satisfactory performance can be obtained. Had not been obtained. The present invention has been made in view of such problems of the conventional technology, and a first object of the present invention is to simultaneously satisfy the wettability and dyeing properties of the ink and the water resistance of the image receiving layer. The second purpose is to have a sufficiently high transparency even in applications requiring transparency (eg, for OHP sheets, etc.). It is an object of the present invention to provide an ink jet recording medium satisfying both excellent image quality and water resistance despite crosslinking when forming an image receiving layer, and a method of manufacturing the same.

[0006]

Means for Solving the Problems The present invention has been made to achieve the above object, and the invention according to claim 1 has an ink image receiving layer provided on at least one surface of a substrate, The copolymer resin component contains diacetone acrylamide, and the ink image receiving layer in which the diacetone acrylamide component is heat-cured with dicarboxylic dihydrazide also contains a plasticizer of an aliphatic organic compound. Is an ink jet recording medium. According to this, by adding a plasticizer of an aliphatic organic compound to the usually rigid copolymer resin, flexibility is imparted and curling during storage can be suppressed.

According to a second aspect of the present invention, based on the ink jet recording medium of the first aspect, the content of the plasticizer of the aliphatic organic compound in the image receiving layer is 1 to 20% by weight based on the copolymer resin. It is characterized by the following. According to this, it is possible to impart flexibility to the coating film without impairing the properties of the original copolymer resin such as ink absorbency and water resistance. If it is 1% or less, the effect on imparting flexibility is hardly expected, and 2
If it is 0% or more, it is not preferable because it greatly affects the ink absorbency and the water resistance deterioration.

A third aspect of the present invention is based on the ink jet recording medium according to the first or second aspect, wherein the plasticizer of the aliphatic organic compound in the image receiving layer is ethylene glycol.
It is characterized by containing at least one of polyethylene glycol, glycerin and pentaerythritol.
According to this, a small amount of the above compound is preferable because the effect of imparting flexibility to the coating film is large and the properties such as ink absorbency and water resistance of the original copolymer resin are not impaired.

A fourth aspect of the present invention is based on the ink jet recording medium according to any one of the first to third aspects, wherein the diacetone acrylamide of the copolymer has a ratio of 5 to 40% by weight based on all monomer components. It is characterized by being. Diacetone acrylamide contributes to thermosetting and ink fixability. If the amount is less than 5% by weight, the effect of imparting water resistance is small, and if it exceeds 40% by weight, hydrophilicity is excessively increased, so that it is difficult to impart water resistance. And it becomes difficult to maintain the physical properties of the coating film, which is not desirable.

A fifth aspect of the present invention is based on the ink jet recording medium according to any one of the first to fourth aspects, wherein the amount of the dicarboxylic acid dihydrazide added is 0.02 to 2.0 mol based on the molar amount of the diacetone acrylamide. It is characterized by a molar amount of 0.50 times. According to this, since the dicarboxylic acid dihydrazide undergoes a curing reaction with the diacetone acrylamide component, if the added amount is less than 0.02 times the molar amount of the diacetone acrylamide, the water resistance effect by curing is small, If the molar amount exceeds 0.50 times, the amount of unreacted components increases, and the image quality deteriorates.

A sixth aspect of the present invention is based on the ink jet recording medium according to any one of the second to fifth aspects, wherein a component other than diacetone acrylamide of the copolymer resin component is a cation-modified (meth) acrylic monomer, It is a quaternary copolymer comprising a hydrophobic monomer and a hydrophilic monomer other than the cation-modified (meth) acrylic monomer. According to this, the fixability of the dye in the inkjet ink is improved by using the cation-modified (meth) acrylic monomer, and the hydrophilicity and water resistance of the resin coating film are balanced with the use of the hydrophobic monomer. By using a hydrophilic monomer other than the cation-modified (meth) acrylic monomer, it is effective to suppress a temporal change due to moisture absorption of the coating film.

Further, according to the invention of claim 7, the composition for forming an ink image receiving layer is formed into an ink, and the composition is applied to at least one surface of a substrate, and the composition for forming an ink image receiving layer is heated and cured. A method for producing an ink jet recording medium comprising a formed coating film, wherein the composition for forming an ink image receiving layer contains a copolymer resin and a plasticizer of an aliphatic organic compound. Is a method for producing an ink jet recording medium, wherein diacetone acrylamide is contained in the component, and the diacetone acrylamide component is cured by heating with dicarboxylic acid dihydrazide. As a result, the ink jet recording medium of the present invention represented by claim 1 can be successfully manufactured.

[0013]

In order to solve the above-mentioned problems, an ink jet recording medium according to the present invention is a recording medium including an image receiving layer provided on at least one surface of a base material. The basic composition is that which contains diacetone acrylamide as an essential component, and that the diacetone acrylamide component is cured by heating with dicarboxylic acid dihydrazide.

In the above-mentioned ink jet recording medium, the ink image-receiving layer contains a plasticizer of an aliphatic organic compound so that the ink is excellent in a total balance of ink absorbency, water resistance, handling properties such as transportability and curl resistance. It was found that an ink jet recording medium was obtained, and the present invention was completed.

The image receiving layer in the present invention is a layer that receives ink. In the present invention, the layer has both a specific resin, image quality, ink dyeing and wettability, and water resistance.
Such an image receiving layer includes a quaternary copolymer comprising diacetone acrylamide as an essential component as a monomer component, and a hydrophobic monomer, a cation-modified acrylic monomer, and a hydrophilic monomer other than the cation-modified acrylic monomer as other monomers. It is composed of one obtained by thermosetting the coalesced dicarboxylic acid dihydrazide. A cation-modified acrylic monomer and an amide-based acrylic monomer are effective for ink water absorption, image quality, and ink dyeing. In the present invention, it has been found that the flexibility can be imparted to the medium by containing a plasticizer of an aliphatic organic compound in these copolymer coating films.

The hydrophobic monomer described in the present invention is preferably a polymer whose homopolymer exhibits hydrophobicity.
For example, various acrylic acid esters, methacrylic acid esters, styrene monomers and derivatives thereof can be mentioned. Above all, methyl methacrylate and styrene monomer are highly hydrophobic and have high Tg of a homopolymer, so that it is possible to synthesize a copolymer having good film properties, and its use is preferred.

The cation-modified acrylic monomer described in the present invention is an acrylic monomer having a quaternary ammonium base. Examples thereof include (meth) acryloyloxytrimethylammonium chloride, (meth) acryloyloxytrimethylammonium bromide, and (meth) acrylic acid. Acroyloxytrimethylammonium iodide, (meth) acryloyloxydimethylmethylammonium sulfate, (meth) acryloyloxydimethylethylammonium sulfate, (meth) acroyloxyhydroxypropyltrimethylammonium acetate,
(Meth) acrylamidopropyltrimethylammonium chloride, (meth) acrylamidopropyltrimethylammonium bromide, (meth) acrylamidopropyltrimethylammonium iodide, (meth)
Acrylamidopropyltrimethylammonium methylsulfate, (meth) acrylamidopropyltrimethylammonium p-toluenesulfonate, (meth)
Acrylamidopropyltridimethylhydroxypropylammonium acetate, allyltrimethylammonium chloride, methacryloline chloride, methacryloline bromide, methacryloline iodide, and the like, and a mixture thereof may be used.

The cation-modified acrylic monomer described in the present invention is preferably added in an amount of 20 to 60% by weight of all the monomer components. For this reason,
Since the cation-modified acrylic monomer contributes to water absorption and ink fixability, if its content is less than 20% by weight, its effect is small, and if it exceeds 60% by weight, hydrophilicity is too increased, and it becomes difficult to impart water resistance. In addition, the hygroscopicity of the coating film is remarkably increased, which causes deterioration of the formed image with time, which is not desirable.

Examples of hydrophilic monomers other than the cation-modified acrylic monomer described in the present invention include acrylamide monomers such as acrylamide, methacrylamide, and dimethylacrylamide, and vinylpyrrolidone. It may be a mixture.

The amount of diacetone acrylamide described in the present invention is desirably one copolymerized at a ratio of 5 to 40% by weight based on all monomer components. The reason for this is that the diacetone acrylamide component acts on both image quality and curing by crosslinking, so that if the added amount is less than 5% by weight, image quality,
Water resistance has little effect, and if it exceeds 40% by weight, the hydrophilicity of the copolymer resin increases too much, making it difficult to achieve both water resistance and image quality even by crosslinking. More preferably, the range is 5 to 20% by weight. If necessary, an acrylamide-based monomer other than diacetone acrylamide may be copolymerized for imparting hydrophilicity.

The dicarboxylic acid dihydrazide described in the present invention includes malonic dihydrazide, succinic dihydrazide, glutaric dihydrazide, adipic dihydrazide, pimelic dihydrazide, suberic acid dihydrazide, azelaic dihydrazide, sebacic dihydrazide, dodecanedide, dodecanediate, dodecanediate, or dodecanediate. And phthalic dihydrazide. These predetermined amounts can be added alone or as a mixture. Among them, adipic acid dihydrazide is particularly desirable because it has high reactivity, little deterioration in image quality due to crosslinking, and is relatively inexpensive due to industrial production.

The amount of the dicarboxylic acid dihydrazide described in the present invention is preferably 0.02 to 0.5 times the molar equivalent of the molar amount of diacetone acrylamide. The reason for this is that dicarboxylic dihydrazide cross-links with the active carbonyl group of the diacetone acrylamide component. If the amount added is less than 0.02 times the molar amount of diacetone acrylamide, the water resistance effect of the cross-linking is reduced. When the molar amount exceeds 0.50 times, the amount of unreacted components is increased, thereby deteriorating the image quality.

Examples of the plasticizer for the aliphatic organic compound described in the present invention include ethylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, glycerin, and pentaerythritol. Can be

The amount of the plasticizer of the aliphatic organic compound described in the present invention is 1 to 20% by weight based on the solid content of the copolymer resin.
Is preferred. If the added amount is less than 1%, the effect of imparting flexibility can hardly be expected, and if it exceeds 20%, the hygroscopicity of the coating film is remarkably increased, and it is not preferable because it deteriorates the recorded image quality and the storage stability.

The fillers described in the present invention include, for example, organic fine particles such as polymethyl methacrylate, polystyrene, fluororesin-based vinyl resins, polyolefin-based resins such as polyethylene and polypropylene, thermoplastic resins such as polyamides, Benzoguanamine resin, or
Examples thereof include synthetic resin fine particles made of a thermosetting resin such as a urea resin, and natural polymers such as cellulose and starch-based fine particles. Further, as inorganic fine particles, silica, clay, calcium carbonate, barium sulfate, alumina white, aluminum hydroxide, talc, bentonite, titanium oxide, etc., silicic anhydride known as colloidal silica,
White carbon such as hydrated silicic acid, hydrated calcium silicate, and hydrated aluminum silicate, alumina sol and the like can be mentioned. Preferably, about 0.1 to 20 wt% is usually contained in the image receiving layer. If the content is too small, sufficient transportability and blocking resistance cannot be obtained. In the case of an application such as an OHP which requires a particularly transparent image, transparency is impaired if the content is too large, so that the content is preferably less than 10 wt%.

All of the above-mentioned image receiving resins are water,
Used as a coating liquid of a 10 to 50% by weight solution using one or more mixed solvents such as methanol, ethanol, isopropyl alcohol, acetone, methyl ethyl ketone, methyl isobutyl ketone, tetrahydrofuran, ethyl acetate, toluene, or xylene. I do.

The image-receiving layer may contain other resins or surfactants, ultraviolet absorbers, antioxidants, pH adjusters, defoamers and other additives depending on the purpose. They may be appropriately mixed without departing from the scope. The thickness of the image receiving layer is usually about 1 to 50 μm, preferably 3 to 2 μm.
It is about 0 μm. If the thickness is too thin, the dyeing properties will be insufficient,
Drying properties, blocking resistance and the like are also reduced. Conversely, if the thickness is too large, the cost increases and the curl increases.

The image-receiving layer is formed by coating a coating solution obtained by mixing the above-mentioned base agent and curing agent at an appropriate equivalent ratio on at least one surface of a support by a known coating method such as gravure coating, roll coating, wire bar coating and the like. It should just be applied by. By heating the image-receiving layer of the present invention with a coater drier or the like after coating, the coating film can be three-dimensionally cured to impart complete water resistance. The heating temperature is not particularly specified, but is usually 90
C. to 120.degree.

Examples of the support of the ink jet recording medium include polyesters such as polyethylene terephthalate and polyethylene naphthalate, polyolefins such as polyethylene and polypropylene, polyvinyl chloride, polystyrene, polymethyl methacrylate, polycarbonate, cellophane, cellulose acetate, and polyarylate. Alternatively, a film or plate made of a resin such as polyethersulfone can be used. If the ink jet recording medium is used for OHP, a transparent material, especially, a polyethylene terephthalate film, a hard polyvinyl chloride film, a polypropylene film, a triacetate film, or the like is used. Also, a glass plate or the like can be used. On the other hand, if it is not a transparent image application such as OHP,
An opaque support such as white may be used, and various papers such as synthetic paper, woodfree paper, art paper, coated paper, cast-coated paper, and paperboard may be used. The thickness of the substrate is appropriately selected in consideration of the strength according to the use and is not particularly limited, but is usually, for example, 5 to 5.
It is about 200 μm. The surface of the substrate may be subjected to a corona discharge treatment or a known easy adhesion treatment such as an anchor layer made of polyurethane resin or the like for the purpose of improving the adhesion of the image receiving layer provided on the surface.

The aqueous ink that can be used in the ink jet recording medium of the present invention is a known ink jet ink, and is usually a water-soluble dye, a wetting agent, a dye solubilizing agent, a preservative, water, and a water-miscible ink. It consists of an organic solvent and the like.

<Operation> As described above, in the ink jet recording medium of the present invention, in a recording medium including an image receiving layer provided on a base material, diacetone acrylamide is an essential component in the copolymer resin component of the image receiving layer. And the basic composition of the ink receiving layer containing an aliphatic organic compound plasticizer in the ink image receiving layer obtained by heating and curing the diacetone acrylamide component with dicarboxylic acid dihydrazide provides excellent image quality and water resistance. And curl resistance are achieved simultaneously.

[0032]

The present invention will be described more specifically below with reference to examples and comparative examples. In the following description, “parts” is based on weight and solid content unless otherwise specified.

<Synthesis Example 1> In a four-necked flask equipped with a stirrer, a nitrogen inlet tube and a reflux condenser, 20 g of methyl methacrylate and 10 g of diacetone acrylamide were placed.
g, methacryloxyethyltrimethylammonium chloride (15 g) and vinylpyrrolidone (55 g) were introduced, isopropyl alcohol / water = 1/1 was added and dissolved, and the mixture was stirred on an oil bath under a nitrogen atmosphere. 0.4g of α, α '
Polymerization was started by adding -azobisisobutyronitrile, and the mixture was heated and stirred on an oil bath at 60 ° C for 5 hours to obtain a colorless and viscous polymer solution A.

<Synthesis Example 2> In a four-necked flask equipped with a stirrer, a nitrogen inlet tube and a reflux condenser, 20 g of methyl methacrylate and 10 g of diacetone acrylamide were added.
g, methacryloxyethyltrimethylammonium chloride (15 g) and dimethylacrylamide (55 g) were introduced, isopropyl alcohol / water = 1/1 was added and dissolved, and the mixture was stirred on an oil bath under a nitrogen atmosphere. Polymerization was started by adding 0.4 g of α, α'-azobisisobutyronitrile thereto, and the mixture was heated and stirred in a 60 ° C. oil bath for 5 hours to give a colorless and viscous polymer solution B. I got

<Synthesis Example 3> In a four-necked flask equipped with a stirrer, a nitrogen inlet tube and a reflux condenser, 20 g of methyl methacrylate and 10 g of diacetone acrylamide were placed.
g, 15 g of methacryloxyethyltrimethylammonium methyl paratoluenesulfonate and 55 g of vinylpyrrolidone, and isopropyl alcohol / water = 1/1.
Was added and dissolved, and the mixture was stirred on an oil bath under a nitrogen atmosphere. Polymerization was started by adding 0.4 g of α, α'-azobisisobutyronitrile thereto, and the mixture was heated and stirred in a 60 ° C. oil bath for 5 hours to give a colorless and viscous polymer solution C. I got

<Synthesis Example 4> In a four-necked flask equipped with a stirrer, a nitrogen inlet tube and a reflux condenser, 20 g of methyl methacrylate and 10 g of diacetone acrylamide were placed.
g, methacryloxyethyltrimethylammonium methyl paratoluenesulfonate 15 g and dimethylacrylamide 55 g were introduced, and isopropyl alcohol / water =
1/1 was added to dissolve, and the mixture was stirred on an oil bath under a nitrogen atmosphere. Polymerization was started by adding 0.4 g of α, α'-azobisisobutyronitrile thereto, and the mixture was heated and stirred in an oil bath at 60 ° C. for 5 hours to give a colorless and viscous polymer solution D. I got

<Regarding Examples 1 to 8 and Comparative Examples 1 to 4> The obtained polymer solution was coated with an appropriate amount of water and ethyl alcohol at a solid content of about 20% using the ink receiving layer composition shown in Table 1. A composition was prepared. As a support,
A polyethylene terephthalate film (trade name; Lumirror E63S,
The above-mentioned ink-receiving layer coating composition was first dried by wire bar coating on Toray Industries, Inc.
Then, it was dried in a dryer at 100 ° C. for 3 minutes to obtain an ink jet recording medium.

[0038]

[Table 1]

<Medium evaluation> A Canon inkjet printer (product name;
BJC-430J), an image was formed with four color inks of yellow (Y), magenta (M), cyan (C), and black (K), and the medium was evaluated according to the following evaluation criteria. Table 2 shows the evaluation results. [Ink Absorption] Immediately after printing, the transfer condition of the ink when the paper was overlaid on the recording portion of the recorded matter was evaluated. A: No transfer at all. ；: Slight transfer was observed, but the original image was not affected. Δ: Transfer was observed, which also affected the original image. ×: Transferred at a considerable rate. [Ink Dyeing Property] After immersing the recording part in a bat filled with water for three minutes, the state of the printed part when removed was visually checked. A: Ink hardly flows out. ；: The ink slightly leaked, but there was no significant change in color tone. Δ: Ink spilled, and change in color tone was observed. ×: Most of the ink flows out. [Resin Water Resistance] The unrecorded portion was immersed in a vat filled with water for 3 minutes, taken out, and immediately wiped lightly with gauze. A: There is almost no damage to the coating film. ；: The coating film is slightly damaged but has no practical problem. Δ: Part of the coating film is dissolved. ×: Most of the coating film is dissolved. [Curling property] Curling on the stage during OHP projection was confirmed. A: No curl. ；: 5 mm or less. Δ: 5 mm or more and less than 10 mm. X: 10 mm or more.

[0040]

[Table 2]

[0041]

As described above, according to the present invention, all of the ink jet recording media were excellent in ink wettability and dyeing property, excellent in ink absorption, and excellent in water resistance. In addition, by containing a small amount of an aliphatic organic compound plasticizer, curling of the medium during transport in the printer and storage of the output product could be suppressed. Furthermore, because of its excellent transparency, it had excellent suitability for applications such as OHP films. That is, according to the present invention, it is possible to provide an ink jet recording medium excellent in the total balance of the wettability, the dyeing property, the drying property, the water resistance, and the curl resistance of the ink, and also excellent in the transparency, and a method for producing the same. done.

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) C08F 220/58 C08J 7/04 CERH 4J100 C08J 7/04 CER CEZH CEZ C09D 133/24 C09D 133/24 B41J 3 / 04 101Y // C08L 101: 00 F-term (reference) 2C056 EA09 EA13 FC06 2H086 BA02 BA15 BA31 BA34 4D075 CA35 DB18 DC27 EA05 EB22 EB39 EB45 EB56 EC30 EC54 4F006 AA02 AA12 AA16 AA22 AA35 AA36 AA23 JB17 KA03 KA10 4J100 AB02R AC12Q AL03R AL08Q AM15S AM21P AM21Q AN05Q AQ08S BA03Q BA14P BA32Q CA06 HA53 HC54 JA01 JA13

Claims (7)

[Claims] An ink image-receiving layer is provided on at least one surface of a substrate, wherein the copolymer resin component contains diacetone acrylamide, and the diacetone acrylamide component is heat-cured with dicarboxylic acid dihydrazide. An ink jet recording medium characterized in that the ink image receiving layer also contains a plasticizer of an aliphatic organic compound. 2. The method according to claim 1, wherein the content of the plasticizer of the aliphatic organic compound in the ink image receiving layer is 1 to 20 with respect to the solid content of the copolymer resin.
2. The ink jet recording medium according to claim 1, wherein the content is% by weight. 3. The method according to claim 1, wherein the plasticizer of the aliphatic organic compound in the ink image-receiving layer contains at least one of ethylene glycol, polyethylene glycol, glycerin, and pentaerythritol. The inkjet recording medium according to any one of the above. 4. The ink jet recording medium according to claim 1, wherein the amount of the diacetone acrylamide of the copolymer is 5 to 40% by weight based on all the monomer components. 5. The method according to claim 1, wherein the amount of the dicarboxylic acid dihydrazide added is 0.02 to 0.50 times the molar amount of the diacetone acrylamide. 3. The ink jet recording medium according to claim 1. 6. A quaternary system wherein the component other than diacetone acrylamide of the copolymer resin component is a cation-modified (meth) acrylic monomer, a hydrophobic monomer, and a hydrophilic monomer other than the cation-modified (meth) acrylic monomer. The inkjet recording medium according to any one of claims 1 to 5, wherein the inkjet recording medium is a copolymer. 7. A coating film formed by applying an ink of the composition for forming an ink image receiving layer to at least one surface of a substrate and heating and curing the composition for forming an ink image receiving layer. A method for producing an ink jet recording medium, wherein the composition for forming an ink image receiving layer contains a copolymer resin and a plasticizer of an aliphatic organic compound, and the copolymer resin contains diacetone as a component. A method for producing an ink jet recording medium, comprising acrylamide, wherein the diacetone acrylamide component is heat-cured with dicarboxylic dihydrazide.