JP2006335819A - Method for laminating functional material and sheet-like structure - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a method for laminating functional materials on a surface of a sheet-like structure without using a binder, and to provide a sheet-like structure on which the functional materials are laminated. <P>SOLUTION: The method for laminating functional materials comprises the steps of: in the case of the W/O interfacial polymerization method, impregnating a sheet-like structure with an aqueous water-soluble monomer solution or an aqueous water-soluble polymer solution and immersing the resulting structure in an organic solvent in which an oil-soluble monomer is dissolved to polymerize the water-soluble monomer or the water-soluble polymer and the oil-soluble monomer; or in the case of the O/W interfacial polymerization method, impregnating a sheet-like structure with an organic solvent in which an oil-soluble monomer is dissolved and immersing the resulting structure in an aqueous water-soluble monomer solution or an aqueous water-soluble polymer solution to polymerize the water-soluble monomer or the water-soluble polymer and the oil-soluble monomer; or in the case of the polyion complex method, impregnating a sheet-like structure with an aqueous polyvalent metal cation solution and immersing the resulting structure in an aqueous polyanion solution to couple the polyvalent metal cations with the polyanions. <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

  The present invention relates to a functional material laminating method for laminating functional materials such as microcapsules and porous bodies on sheet-like structures such as paper and non-woven fabric, and a sheet-like structure in which functional materials are laminated.

  Attempts to increase the functionality of sheet-like structures by laminating functional materials such as microcapsules, porous bodies such as activated carbon and zeolite on sheet-like structures such as paper and non-woven fabrics have been actively conducted. For example, a sheet-like structure in which microcapsules are laminated includes pressure-sensitive copying paper, sustained-release agrochemical sheet, aromatic paper, by containing a color former, agricultural chemical, fragrance, insecticide and the like as a core substance in the microcapsule. It is applied to pest repellent sheets. In addition, the sheet-like structure in which the porous body is laminated has a catalyst, enzyme, etc. supported on the porous body, and is applied to automobile catalysts, biosensors, etc. It is applied to air filters and water treatment filters.

JP 2000-263931 A JP 2000-108509 A

  By the way, conventionally, as a method of laminating a functional material on a sheet-like structure, a coating method using a binder has been used. However, when the binder is used, there is a problem that the binder covers the surface of the functional material and the function cannot be sufficiently exhibited.

  The present invention has been proposed in view of such a conventional situation, and a functional material laminating method for laminating a functional material on a sheet-like structure without using a binder, and a sheet-like structure in which functional materials are laminated. The purpose is to provide a body.

  In order to achieve the above-described object, the functional material laminating method according to the present invention includes an organic solvent in which an oil-soluble monomer is dissolved after a sheet-like structure is impregnated with a water-soluble monomer aqueous solution or a water-soluble polymer aqueous solution. The water-soluble monomer or the water-soluble polymer and the oil-soluble monomer are polymerized on the surface of the sheet-like structure.

  In addition, in order to achieve the above-described object, the functional material laminating method according to the present invention includes a water-soluble monomer aqueous solution or a water-soluble polymer after impregnating a sheet-like structure with an organic solvent in which an oil-soluble monomer is dissolved. It is immersed in an aqueous solution, and the water-soluble monomer or the water-soluble polymer and the oil-soluble monomer are polymerized on the surface of the sheet-like structure.

  In order to achieve the above-described object, the functional material laminating method according to the present invention includes a sheet-like structure impregnated with a polyvalent metal cation aqueous solution and then immersed in a polyanion aqueous solution. The polyvalent metal cation and the polyanion are combined on the surface of the structure.

  Moreover, the sheet-like structure according to the present invention is obtained by laminating functional materials by the functional material laminating method described above.

  According to the method for laminating functional materials according to the present invention, the functional material can be laminated on the sheet-like structure without using a binder. Moreover, since the binder is not used for the sheet-like structure according to the present invention, the functions of the stacked functional materials can be sufficiently exhibited.

  Hereinafter, specific embodiments to which the present invention is applied will be described in detail with reference to the drawings. In this embodiment, a method of laminating a functional material on a sheet-like structure without using a binder will be described. Examples of the sheet-like structure include paper, nonwoven fabric, inorganic fiber sheet, and cloth, and examples of the functional material include microcapsules, porous bodies, fibers, and membranes.

  In this embodiment, an interfacial polymerization method and a polyion complex method are used as a method of laminating a functional material on a sheet-like structure (hereinafter simply referred to as “sheet”). Among these, the interfacial polymerization method is a method in which a water-soluble monomer or a water-soluble polymer and an oil-soluble monomer are polymerized at the interface between water and an organic solvent. On the other hand, the polyion complex method utilizes the property that a polyanion and a polyvalent metal cation are bonded by electrostatic interaction to form a gel film.

  First, the interfacial polymerization method will be described. The interfacial polymerization method includes a W / O interfacial polymerization method and an O / W interfacial polymerization method.

  In the W / O interfacial polymerization method, first, the sheet is impregnated with a water-soluble monomer aqueous solution or a water-soluble polymer aqueous solution. Next, a sheet impregnated with a water-soluble monomer or water-soluble polymer in an organic solvent is immersed and allowed to stand at room temperature for a predetermined time to form an interface between water and the organic solvent on the sheet surface. Thereafter, an oil-soluble monomer solution obtained by dissolving an oil-soluble monomer in the same organic solvent is added to the organic solvent, and the mixture is allowed to stand at room temperature for a predetermined time to cause an interfacial polymerization reaction on the sheet surface. Finally, the sheet surface is washed with the organic solvent used and dried at room temperature. As a result, a sheet on which functional materials are laminated is obtained. For example, when ethylenediamine is used as the water-soluble monomer and terephthaloyl dichloride is used as the oil-soluble monomer, an amide bond between the amino group of ethylenediamine impregnated in the sheet and the carbonyl group of terephthaloyl dichloride dissolved in the organic solvent, It is assumed that the functional material is laminated on the sheet surface.

  The final concentration of the water-soluble monomer is preferably in the range of 1.25 wt% to 25 wt%. The optimum concentration varies depending on the organic solvent to be used. However, if the concentration is too high, the functional material to be laminated becomes thick and peels off from the sheet. Therefore, it is preferable to select a concentration at which the functional material does not peel off from the sheet. Further, when the final concentration is less than 1.25% by weight, the functional material is not laminated.

  The final concentration of the water-soluble polymer is preferably in the range of 5% to 25% by weight. If it exceeds 25% by weight, the water-soluble polymer aqueous solution has a high viscosity, so that the sheet is not sufficiently impregnated and the functional material is not laminated. Further, the functional material is not laminated even if it is less than 5% by weight.

  The final concentration of the oil-soluble monomer is preferably in the range of 0.25% to 12.5% by weight. However, when an acid chloride is used as the oil-soluble monomer, a by-product such as hydrochloric acid is produced, so 0.25 wt% to 0.5 wt% is preferable.

  In the organic solvent, a surfactant may be added as a reaction aid for promoting the reaction. The surfactant is preferably nonionic and highly lipophilic. Examples of such surfactants include sorbitan tristearate, sorbitan sesquioleate, sorbitan monostearate, sorbitan monopalmitate, sorbitan monooleate, sorbitan trioleate, glyceryl monostearate, glyceryl monooleate, Examples thereof include glycerose monostearate and glycerose monooleate.

  On the other hand, in the O / W interfacial polymerization method, first, an oil-soluble monomer solution obtained by dissolving an oil-soluble monomer in an organic solvent is impregnated with a sheet. Next, the sheet is immersed in pure water and allowed to stand at room temperature for a predetermined time to form an interface between water and an organic solvent on the sheet surface. Thereafter, a water-soluble monomer aqueous solution or a water-soluble polymer aqueous solution is added to the pure water, and left at room temperature for a predetermined time to cause an interfacial polymerization reaction on the sheet surface. Finally, the sheet surface is washed with pure water and dried at room temperature. As a result, a sheet on which functional materials are laminated is obtained.

  The final concentration of the water-soluble monomer is preferably in the range of 0.5% to 12.5% by weight. The optimum concentration varies depending on the organic solvent to be used. However, if the concentration is too high, the functional material to be laminated becomes thick and peels off from the sheet. Therefore, it is preferable to select a concentration at which the functional material does not peel off from the sheet. Further, when the content is less than 0.5% by weight, the functional material is not laminated.

  The final concentration of the water-soluble polymer is preferably in the range of 2.5% to 12.5% by weight. If it exceeds 12.5% by weight, the water-soluble polymer aqueous solution has a high viscosity, so that the sheet is not sufficiently impregnated, and the functional material is not laminated. Further, the functional material is not laminated even at less than 2.5% by weight.

  The concentration of the oil-soluble monomer is preferably in the range of 0.5 wt% to 25 wt%. However, when acid chloride is used as the oil-soluble monomer, a by-product such as hydrochloric acid is generated, so 0.5 wt% to 1 wt% is preferable.

  In the pure water, a surfactant may be added as in the case of the W / O interfacial polymerization method. The surfactant is preferably nonionic and highly hydrophilic. Examples of such surfactants include polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monopalmitate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monooleate, and the like.

  The water-soluble monomer used in this embodiment needs to have two or more amino groups or carboxyl groups in the molecule. Examples of such water-soluble monomers include ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, 1,6-hexamethylenediamine, 1,8-octamethylenediamine, 1,12-dodecamethylenediamine, o- Phenylenediamine, p-phenylenediamine, m-phenylenediamine, o-xylylenediamine, p-xylylenediamine, m-xylylenediamine, methanediamine, bis (4-amino-3-methyl) cyclohexylnomethane, isophorone Diamine, 1,3-diaminocyclohexane, bisphenol A, bisphenol F, bisphenol S, tetramethyl bisphenol A, tetramethyl bisphenol F, tetramethyl bisphenol S, dihydroxydiphenyl amine , Dihydroxybenzophenone, o-hydroxyphenol, m-hydroxyphenol, p-hydroxyphenol, biphenol, tetramethylbiphenol, ethylidenebisphenol, methylethylidenebis (methylphenol), α-methylbenzylidenebisphenol, cyclohexylidenebisphenol, allylation Bisphenol etc. are mentioned.

  Further, the water-soluble polymer used in the present embodiment needs to have an amino group at the terminal. Examples of such water-soluble polymers include basic amino acids such as gelatin, glue, polyethyleneimine, polyvinylamine, polyallylamine, and L-lysine.

  Further, the organic solvent used in this embodiment needs to be immiscible with water. Examples of such an organic solvent include dichloromethane, chloroform, chloroethane, dichloroethane, trichloroethane, benzene, cyclohexane, heptane, carbon tetrachloride, xylene, nitrobenzene, n-hexane, toluene, ethyl ether, and ethyl acetate. Two or more of these organic solvents may be used in combination.

  In addition, the oil-soluble monomer used in the present embodiment needs to be capable of interfacial polymerization reaction with the amino group or carboxyl group of the water-soluble monomer or water-soluble polymer. Examples of such oil-soluble monomers include acid anhydrides (maleic anhydride, o-phthalic anhydride, succinic anhydride, etc.), acid halides (terephthaloyl dichloride, adipoyl dichloride, γ-benzoylpimerin dichloride). Acid, dichloride γ-acetylpimelic acid, etc.) and isocyanates (hexamethylene diisocyanate, metaphenylene isocyanate, toluylene isocyanate, triphenylmethane-triisocyanate, naphthalene-1,5-diisocyanate) and the like.

  In addition, when an acid chloride is used as an oil-soluble monomer, hydrochloric acid as a by-product is generated, which may hinder the lamination of functional materials. Therefore, it is preferable to add an alkaline aqueous solution to pure water for the purpose of neutralizing hydrochloric acid as a by-product. As the alkaline aqueous solution, sodium hydroxide, potassium hydroxide, sodium carbonate or the like can be used.

  Next, the polyion complex method will be described.

  In the polyion complex method, first, a sheet is impregnated with a polyvalent metal cation aqueous solution. Next, the sheet is immersed in an aqueous polyanion solution and allowed to stand at room temperature for a predetermined time to form a gel film on the sheet surface. As a result, a sheet in which functional materials are laminated is obtained. For example, when a calcium chloride aqueous solution is used as the polyvalent metal cation aqueous solution and an aqueous solution in which sodium alginate is dissolved as the polyanion aqueous solution, the calcium ion in the sheet and the carboxyl group of sodium alginate are bonded by electrostatic interaction, By forming a crosslinked structure, a gel film-like functional material is laminated on the sheet surface.

  Examples of the polyvalent metal cation used in the present embodiment include calcium ions, magnesium ions, copper ions, and iron ions. Sodium alginate, gellan gum, carrageenan, hyaluronic acid and the like can be used for these and polyanion aqueous solutions having gel-forming ability.

  The concentration of the polyvalent metal cation is preferably 15 to 30% by weight. If it exceeds 30% by weight, the functional material is laminated, but it takes time to dissolve the polyvalent metals. Moreover, if it is less than 15 weight%, a functional material will not be laminated | stacked.

  The concentration of the polyanion is preferably 1% by weight to 2% by weight in consideration of membrane lamination ability, solubility, and viscosity.

  In the interfacial polymerization method, functional materials in the form of microcapsules, porous bodies, fibers, and films are laminated on the sheet surface in the polyion complex method.

  By encapsulating core materials such as pharmaceuticals, agricultural chemicals, insecticides, fragrances, enzymes, polymer monomers, reaction catalysts, etc. in the laminated microcapsules, sheets with functional materials laminated can be used for pressure-sensitive copying paper, It can be applied to sustained-release agrochemical sheets, aromatic paper, pest repellent sheets and the like. As a method of encapsulating the core material in the microcapsule, the core material is previously added to a water-soluble polymer aqueous solution when the core material is water-soluble, or to an oil-soluble polymer aqueous solution when the core material is oil-soluble. A method of adding, or when the laminated microcapsules are porous, includes a method of impregnating a core material solution with a sheet on which porous microcapsules are laminated.

  In addition, it is possible to apply the catalyst, enzyme, and the like to the laminated porous body, fiber, and membrane, so that it can be applied to automobile catalysts, biosensors, etc. It can be applied to filters and water treatment filters.

  Hereinafter, specific examples of the present invention will be described.

[Example 1]
In Example 1, first, filter paper (3 × 2.5 cm, thickness: 270 μm, ADVANTEC NO. 2) was mixed with an ethylenediamine aqueous solution and a 1M sodium hydroxide aqueous solution at a ratio of 1: 1, and the final concentration of ethylenediamine was adjusted. It was impregnated with 10 mL of a 2.5% by weight solution. Next, this filter paper was immersed in 10 mL of cyclohexane and allowed to stand for 10 minutes to form a water-oil interface. To this, 10 mL of a terephthaloyl dichloride / cyclohexane solution was added so that the final concentration of terephthaloyl dichloride was 0.5% by weight, allowed to stand at room temperature for 20 minutes, and then allowed to stand at 10 ° C. or lower for another 12 hours. Thereafter, excess terephthaloyl dichloride was removed with cyclohexane and dried at room temperature to obtain a sheet on which functional materials were laminated.

[Example 2]
Example 2 was carried out in the same manner as Example 1 except that the final concentration of ethylenediamine as a water-soluble monomer solution was 1.25% by weight and cyclohexane and chloroform were mixed at a ratio of 1: 3 as organic solvents.

[Example 3]
Example 3 was carried out in the same manner as Example 1 except that the final concentration of ethylenediamine was 12.5% by weight as a water-soluble monomer solution, and cyclohexane and chloroform were mixed at a ratio of 3: 1 as an organic solvent.

[Example 4]
In Example 4, first, filter paper (3 × 2.5 cm, thickness: 270 μm, ADVANTEC NO. 2) was impregnated in a 25 wt% gelatin aqueous solution. Next, this filter paper was immersed in 10 mL of cyclohexane and allowed to stand for 10 minutes to laminate a water-oil interface. To this, 10 mL of a terephthaloyl dichloride / cyclohexane solution was added so that the final concentration of terephthaloyl dichloride was 0.5% by weight, allowed to stand for 20 minutes, and then allowed to stand at 10 ° C. or lower for another 12 hours. Next, excess terephthaloyl dichloride on the surface of the filter paper was removed with cyclohexane and washed with pure water. Then, it dehydrated with an isopropanol solution. Finally, it was dried at room temperature to obtain a sheet on which functional materials were laminated.

[Example 5]
In Example 5, first, a 1% by weight terephthaloyl dichloride / cyclohexane solution was impregnated with filter paper (3 × 2.5 cm, thickness: 270 μm, ADVANTEC NO. 2). Next, this filter paper was immersed in 10 mL of pure water and allowed to stand for 10 minutes to laminate a water-oil interface. To this, 10 mL of a solution in which an ethylenediamine aqueous solution and a 1M sodium hydroxide aqueous solution were mixed at a ratio of 1: 1 so that the final concentration of ethylenediamine was 1.25 wt% was added, and the mixture was allowed to stand for 20 minutes. It was left still for 12 hours below. Thereafter, excess ethylenediamine was removed with pure water and dried at room temperature to obtain a sheet on which functional materials were laminated.

[Example 6]
In Example 6, it carried out like Example 5 except mixing cyclohexane and chloroform in the ratio of 1: 1 as an organic solvent.

[Example 7]
In Example 7, first, filter paper (3 × 2.5 cm, thickness: 270 μm, ADVANTEC NO. 2) was impregnated in a 15 wt% calcium chloride aqueous solution. Next, it was immersed in 10 mL of 1 wt% aqueous sodium alginate solution. Then, it left still for 1 minute and obtained the sheet | seat on which the functional material was laminated | stacked.

[Example 8]
In Example 8, it carried out similarly to Example 7 except using 30 weight% calcium chloride aqueous solution as polyvalent-metal cation aqueous solution.

[Comparative Example 1]
In Comparative Example 1, the same procedure as in Example 1 was performed except that the terephthaloyl dichloride / cyclohexane solution was not added.

[Comparative Example 2]
Comparative Example 2 was carried out in the same manner as Example 2 except that the final concentration of ethylenediamine was 15% by weight.

[Comparative Example 3]
Comparative Example 3 was carried out in the same manner as in Example 1 except that the final concentration of terephthaloyl dichloride was 15% by weight.

[Comparative Example 4]
Comparative Example 4 was carried out in the same manner as in Example 4 except that the gelatin concentration was 30% by weight.

[Comparative Example 5]
Comparative Example 5 was carried out in the same manner as in Example 5 except that an aqueous solution obtained by mixing an ethylenediamine aqueous solution and a 1M sodium hydroxide aqueous solution in a ratio of 1: 1 was not added.

[Comparative Example 6]
Comparative Example 6 was carried out in the same manner as in Example 5 except that the filter paper was not impregnated with a 1% by weight terephthaloyl dichloride / cyclohexane solution.

[Comparative Example 7]
In Comparative Example 7, the same procedure as in Example 7 was performed except that the concentration of calcium chloride was changed to 5% by weight.

  The results in Examples 1 to 8 and Comparative Examples 1 to 7 are shown in Table 1 below. The form of the functional material was confirmed by an electron microscope (JEOL Ltd., JSM-5510V), and the diameters of the microcapsule, porous body, and fiber were 15 kV acceleration voltage, 35-10000 times magnification, and measurement software It measured using (Smile View Ver.2.05, JEOL Ltd.). Moreover, the film thickness was calculated by (film thickness) = (filter paper thickness after reaction) − (filter paper thickness before reaction) using a paper thickness meter (manufactured by Kumagai Riki Kogyo).

  In Example 1, as shown in the electron micrograph of FIG. 1, microcapsules having an average particle size of 4.36 μm were laminated on the filter paper surface.

  In Example 2, as shown in the electron micrographs of FIGS. 2A and 2B, microcapsules having an average particle diameter of 5.08 μm and porous having an average pore diameter of 2.96 μm on the filter paper surface. The material was laminated.

  In Example 3, as shown in the electron micrograph of FIG. 3, a fiber having an average diameter of 0.96 μm was laminated on the filter paper surface.

  In Example 4, as shown in the electron micrograph of FIG. 4, a film having a film thickness of 4.01 μm was laminated on the filter paper surface.

  In Example 5, as shown in the electron micrograph of FIG. 5, microcapsules having an average particle size of about 100 μm were laminated on the filter paper surface.

  In Example 6, as shown in the electron micrograph of FIG. 6, microcapsules having an average particle diameter of about 100 μm were laminated on the filter paper surface.

  In Example 7, as shown in FIG. 7, a film having a film thickness of 477 μm was laminated on the filter paper surface.

  In Example 8, a film having a film thickness of 490 μm was laminated on the filter paper surface.

  In Comparative Example 1, the functional material was not laminated because terephthaloyl dichloride was not added.

  In Comparative Example 2, since the final concentration of ethylenediamine was as high as 15% by weight, the functional material became thick and the functional material was peeled from the filter paper.

  In Comparative Example 3, since the final concentration of terephthaloyl dichloride was as high as 15% by weight, the functional material was peeled from the filter paper.

  In Comparative Example 4, since the gelatin concentration was 30% by weight, the viscosity increased, the filter paper was not sufficiently impregnated, and the functional material was not laminated.

  In Comparative Example 5, no functional material was laminated because ethylenediamine, which is a water-soluble monomer, was not added.

  In Comparative Example 6, the functional material was not laminated because terephthaloyl dichloride, which is an oil-soluble monomer, was not impregnated with filter paper.

  In Comparative Example 7, the functional material was not laminated because the concentration of calcium chloride was low.

  Although the results of Examples 1 to 8 and Comparative Examples 1 to 7 have been described above, other experimental examples will be described below.

  FIG. 8 shows the results when the ethylenediamine concentration and the mixing ratio of cyclohexane and chloroform were changed in the W / O interfacial polymerization method using ethylenediamine and terephthaloyl dichloride having a final concentration of 0.5% by weight. As can be seen from FIG. 8, when cyclohexane: chloroform = 10: 0, the functional material laminated on the filter paper surface was only microcapsules even when the concentration of ethylenediamine was changed. When the ratio was changed, various types of functional materials were laminated with changes in the ethylenediamine concentration at each mixing ratio.

  FIG. 9 shows the results when the ethylenediamine concentration and the mixing ratio of cyclohexane and chloroform were changed in the O / W interfacial polymerization method using ethylenediamine and terephthaloyl dichloride having a final concentration of 1% by weight. As can be seen from FIG. 9, only the microcapsules were laminated on the filter paper surface. The average particle size of the microcapsules was about 100 μm.

  FIG. 10 shows the results when the gelatin concentration and the mixing ratio of cyclohexane and chloroform were changed in the W / O interfacial polymerization method using gelatin and terephthaloyl dichloride having a final concentration of 0.5% by weight. Show. As can be seen from FIG. 10, when cyclohexane: chloroform = 10: 0, a film was laminated on the surface of the filter paper, but no functional material was laminated at other mixing ratios.

  In addition, in the polyion complex method using calcium chloride and 1% by weight sodium alginate, the film thickness of the film laminated on the filter paper surface when the concentration of calcium chloride and the immersion time in the sodium alginate aqueous solution were changed ( mm) is shown in Table 2 below. As can be seen from Table 2, the film thickness (mm) did not depend on the concentration of calcium chloride, and it was found that the immersion time in the sodium alginate aqueous solution was almost constant when it was about 50 minutes or more.

  It should be noted that the present invention is not limited to the above-described embodiments, and various modifications can be made without departing from the scope of the present invention.

3 is an electron micrograph of microcapsules laminated on a filter paper surface in Example 1. FIG. FIG. 3 is a diagram showing an electron micrograph of microcapsules and a porous body laminated on a filter paper surface in Example 2. FIG. 4 is an electron micrograph of the fiber laminated on the filter paper surface in Example 3. 6 is an electron micrograph of a film laminated on a filter paper surface in Example 4. FIG. 6 is a diagram showing an electron micrograph of microcapsules laminated on a filter paper surface in Example 5. FIG. 6 is an electron micrograph of microcapsules laminated on a filter paper surface in Example 6. FIG. FIG. 6 is a view showing a film laminated on the filter paper surface in Example 7. It is a figure which shows the result at the time of changing the density | concentration of ethylenediamine and the mixing ratio of cyclohexane and chloroform in the W / O type | system | group interfacial-polymerization method using ethylenediamine and the final density | concentration of 0.5 weight% terephthaloyl dichloride. It is a figure which shows the result at the time of changing the density | concentration of ethylenediamine and the mixing ratio of a cyclohexane and chloroform in the O / W type | system | group interfacial-polymerization method using ethylenediamine and the final concentration of 1 weight% terephthaloyl dichloride. It is a figure which shows the result at the time of changing the density | concentration of ethylenediamine and the mixing ratio of a cyclohexane and chloroform in the W / O type | system | group interface polymerization method using gelatin and the final density | concentration of 0.5 weight% terephthaloyl dichloride.

Claims (4)

A functional material laminating method for laminating a functional material on the surface of a sheet-like structure,
After impregnating the sheet-like structure with a water-soluble monomer aqueous solution or a water-soluble polymer aqueous solution, the sheet-like structure is immersed in an organic solvent in which an oil-soluble monomer is dissolved, and on the surface of the sheet-like structure, the water-soluble monomer is immersed. Alternatively, the functional material is laminated by polymerizing the water-soluble polymer and the oil-soluble monomer. A functional material laminating method for laminating a functional material on the surface of a sheet-like structure,
After impregnating the sheet-like structure with an organic solvent in which an oil-soluble monomer is dissolved, the sheet-like structure is immersed in a water-soluble monomer aqueous solution or a water-soluble polymer aqueous solution, and the water-soluble monomer is immersed on the surface of the sheet-like structure. Alternatively, the functional material is laminated by polymerizing the water-soluble polymer and the oil-soluble monomer. A functional material laminating method for laminating a functional material on the surface of a sheet-like structure,
Impregnating a sheet-like structure with a polyvalent metal cation aqueous solution and then immersing the sheet-like structure in a polyanion aqueous solution to bond the polyvalent metal cation and the polyanion on the surface of the sheet-like structure. A method for laminating functional materials.   A sheet-like structure in which functional materials are laminated by the functional material lamination method according to claim 1.

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