JP7551491B2 - Oil-repellent resin composition and method for producing same - Google Patents

Description

The present invention relates to an oil-repellent resin composition containing a layered inorganic compound suitable for producing an oil-repellent molded body, and a method for producing the same.

Conventionally, as this type of oil-repellent resin composition, a resin composition containing 100 parts by weight of a thermoplastic resin or a thermosetting resin and 0.1 to 5 parts by weight of a perfluoroalkyl group-containing polymer, as well as a method for producing a resin molded product by molding this resin composition and then heat-treating it at 70 to 130°C, have been disclosed (see Patent Document 1 (claims 1 and 2, page 5, lines 12 to 31)).

Patent Document 1 states that this resin composition contains a specific perfluoro group-containing polymer, and therefore has excellent water and oil repellency, and that molded articles obtained from it have excellent performance such as stain resistance and mold releasability during molding, and can be applied to molded articles that are easily soiled, such as kitchenware and bathroom utensils, and can also be used for sashes and other household items that are prone to getting dirty.

On the other hand, a flame-retardant resin composition containing a layered inorganic compound in a resin composition has been disclosed in order to impart flame retardancy to a molded article made from the resin composition (see, for example, Patent Document 2 (Claim 1)). This flame-retardant resin composition contains 100 parts by mass of a styrene-based resin (A), 3 to 30 parts by mass of a halogen-based flame retardant (B), 0.1 to 4.5 parts by mass of an antimony compound (C), 0.1 to 30 parts by mass of a clay mineral (D) containing a layered inorganic compound, and an organic modifier (E), the amount of the organic modifier (E) being 5 to 50 parts by mass relative to 100 parts by mass of the clay mineral (D), and the clay mineral (D) containing a mineral with a major axis of 10 μm or more in an amount of 0.001 part by mass or more relative to 100 parts by mass of the styrene-based resin (A).

Patent No. 3779331 JP 2013-159757 A

However, when the layered inorganic compound shown in Patent Document 2 is added to a molded article made from the resin composition shown in Patent Document 1 in order to impart flame retardancy, the layered inorganic compound does not have oil repellency, and so there is a problem in that the oil repellency of the molded article made from this resin composition decreases.

The object of the present invention is to provide an oil-repellent resin composition containing a layered inorganic compound suitable for producing an oil-repellent molded article, and a method for producing the same.

A first aspect of the present invention is an oil-repellent resin composition (hereinafter, sometimes simply referred to as a resin composition), which comprises a layered inorganic compound (B) to which a fluorine-containing compound (A) having a perfluoroether structure represented by any one of the following general formulas (19) to (27) is bonded, and a resin (C), and is characterized in that, when the total amount of components is 100 mass%, the total content of the fluorine-containing compound (A) and the layered inorganic compound (B) is 2.0 mass% to 20 mass%, the content of the resin (C) is 80 mass% to 98 mass%, and the mass ratio (A/B) of the fluorine-containing compound (A) to the layered inorganic compound (B) is in the range of 0.05 to 0.8.

上記式（１９）から式（２７）中、Ｒはメチル基又はエチル基である。

In the above formulas (19) to (27), R is a methyl group or an ethyl group .

The second aspect of the present invention is an invention based on the first aspect, and is an oil-repellent resin composition in which the layered inorganic compound (B) is montmorillonite, beidellite, nontronite, saponite, hectorite, sauconite, stevensite, or vermiculite.

The third aspect of the present invention is an invention based on the first aspect, in which the resin (C) is an oil-repellent resin composition that is a styrene-based, olefin-based, urethane-based, amide-based, ester-based, or polyvinyl chloride-based resin.

A fourth aspect of the present invention is a method for producing an oil-repellent resin composition, comprising the steps of: mixing the fluorine -containing compound (A ) of the first aspect with a solvent (D) to prepare a fluorine-containing liquid; drying a mixture of the fluorine-containing liquid and a layered inorganic compound (B) to prepare a fluorine-containing layered inorganic compound; and kneading the fluorine-containing layered inorganic compound into a resin (C).

The fifth aspect of the present invention is a method for producing a molded article using the oil-repellent resin composition of any one of the first to third aspects.

In the oil-repellent resin composition according to the first aspect of the present invention, compared to when the resin composition simply contains a layered inorganic compound or when the resin composition simply contains a fluorine-based compound, the resin composition contains a layered inorganic compound (B) to which the fluorine-containing compound (A) having a perfluoroether structure represented by any one of the general formulas (19) to (27) above is bonded, so that a molded article made from the resin composition can be given a higher oil repellency function. In addition, compared to when the resin composition simply contains a layered inorganic compound, the resin composition contains a layered inorganic compound (B) to which the fluorine-containing compound (A) is bonded, so that the molded article made from the resin composition is less likely to crack, chip, or crack, and has excellent moldability.

In the oil-repellent resin composition according to the first aspect of the present invention, when the total amount of the components is taken as 100% by mass, the total content of the fluorine-containing compound (A) and the layered inorganic compound (B) is 2.0% by mass to 20% by mass, so that the composition is excellent in moldability and can impart excellent oil repellency to a molded article made from the resin composition. Furthermore, since the content of the resin (C) is 80% by mass to 98% by mass, the composition is excellent in moldability and imparts oil repellency to a molded article made from the resin composition. Furthermore, since the mass ratio (A/B) is in the range of 0.05 to 0.8, the molded article made from the resin composition has moderate oil repellency.

In the oil-repellent resin composition according to the second aspect of the present invention, the layered inorganic compound is montmorillonite or the like, and therefore has a large interlayer capacity due to the multilayer structure and large swelling property of montmorillonite or the like, and therefore can be effective as a filler for resin with a small amount of addition. In addition, while inorganic nanoparticles, which have an extremely small particle size, are difficult to knead into resin, layered inorganic compounds, which have a moderate particle size, are relatively easy to knead into resin.

In the oil-repellent resin composition according to the third aspect of the present invention, the resin (C) is a styrene-based, olefin-based, urethane-based, amide-based, ester-based, or polyvinyl chloride-based resin, and is a general-purpose resin that is easily available.

In the production method according to the fourth aspect of the present invention, a fluorine-containing liquid is prepared by mixing a fluorine-based compound (A ) with a solvent (D), and the mixture obtained by mixing the fluorine-containing liquid with a layered inorganic compound (B) is dried to prepare a fluorine-containing layered inorganic compound, which is then kneaded into a resin (C). Therefore, due to the fluorine-containing effect of the layered inorganic compound, a molded article made from the resin composition can be imparted with better oil repellency and has excellent moldability when made into a molded article from the resin composition, as compared with the case where a fluorine-based compound is directly added to a resin.

The manufacturing method according to the fifth aspect of the present invention produces a molded article using the oil-repellent resin composition according to any one of the first to third aspects, and therefore has excellent moldability.

FIG. 2 is a production flow diagram of the oil repellent resin composition of the present embodiment.

Next, we will explain the form for implementing the present invention.

[Method for producing oil-repellent resin composition]
A method for producing the oil-repellent resin composition of this embodiment will be described. As shown in Fig. 1, this production method first involves mixing a fluorine-based compound 11 containing a fluorine-containing functional group component (A) with a solvent (D) 12 to prepare a fluorine-containing liquid 13. This fluorine-containing liquid 13 is mixed with a layered inorganic compound (B) 14 to prepare a mixture, and this mixture is dried to prepare a fluorine-containing layered inorganic compound 15. Next, this fluorine-containing layered inorganic compound 15 is kneaded with a resin (C) 16 to produce an oil-repellent resin composition 17.

The fluorine-based compound containing the above-mentioned fluorine-containing functional group component (A) is specifically represented by the following general formula (3) and formula (4). More specifically, the perfluoroether group in formula (3) and formula (4) can be the perfluoroether structure represented by the following formulas (5) to (13).

In addition, examples of X in the above formulas (3) and (4) include structures shown in the following formulas (14) to (18). Note that the following formula (14) shows an example including an ether bond, the following formula (15) an ester bond, the following formula (16) an amide bond, the following formula (17) a urethane bond, and the following formula (18) a sulfonamide bond.

In the above formulas (14) to (18), ^R2 and ^R3 are hydrocarbon groups having 0 to 10 carbon atoms, and ^R4 is a hydrogen atom or a hydrocarbon group having 1 to 6 carbon atoms. Examples of the hydrocarbon groups for ^R2 and ^R3 include alkylene groups such as a methylene group and an ethylene group, and examples of the hydrocarbon groups for ^R4 include alkyl groups such as a methyl group and an ethyl group, as well as a phenyl group.

In the above formulas (3) and (4), R ¹ may be a methyl group, an ethyl group, or the like.

In addition, in the above formulas (3) and (4), Z is not particularly limited as long as it is a hydrolyzable group that can be hydrolyzed to form a Si-O-Si bond. Specific examples of such hydrolyzable groups include alkoxy groups such as methoxy, ethoxy, propoxy, and butoxy groups, aryloxy groups such as phenoxy and naphthoxy groups, aralkyloxy groups such as benzyloxy and phenethyloxy groups, and acyloxy groups such as acetoxy, propionyloxy, butyryloxy, valeryloxy, pivaloyloxy, and benzoyloxy groups. Among these, it is preferable to apply a methoxy group or an ethoxy group.

Specific examples of fluorine-based compounds containing fluorine-containing functional group components having perfluoroether structures represented by the above formulas (3) and (4) include structures represented by the following formulas (19) to (27). In the following formulas (19) to (27), R is a methyl group or an ethyl group.

As described above, the fluorine-based compound contained in the oil-repellent resin composition of this embodiment has a perfluoroether group in which multiple short-chain perfluoroalkyl groups and perfluoroalkylene groups with a carbon number of 6 or less are bonded to an oxygen atom in the molecule, and since the fluorine content in the molecule is high, it can impart excellent water and oil repellency to the formed film.

The above-mentioned solvent (D) may be an alcohol having 1 to 4 carbon atoms or a mixed solvent of such an alcohol with water. The alcohol having 1 to 4 carbon atoms may be one or more alcohols having a carbon number in this range, such as methanol (boiling point 64.7°C), ethanol (boiling point approximately 78.3°C), and propanol (n-propanol (boiling point 97-98°C), isopropanol (boiling point 82.4°C)). Methanol or ethanol is particularly preferred, as these alcohols are easily mixed with fluorine-based compounds. As the above-mentioned water, it is preferable to use ion-exchanged water or pure water to prevent the inclusion of impurities.

As the layered inorganic compounds, smectite-based layered inorganic compounds such as montmorillonite, beidellite, nontronite, saponite, hectorite, sauconite, and stevensite, or vermiculite are preferred because they have the aforementioned effects.

The above resins include styrene-based resins such as polystyrene and acrylonitrile butadiene styrene resins, olefin-based resins such as polypropylene, polyethylene, and cyclic polyolefins, urethane-based resins such as polyurethane, amide-based resins such as polyamide, ester-based resins such as polyester, and polyvinyl chloride-based resins such as polyvinyl chloride and polyvinylidene chloride. In addition to these, the above resins include polycarbonate, polyvinyl acetate, polylactic acid, acrylic resin, polyacetal, polyimide, polyamideimide, polyphenylene sulfide, polyphenylene ether, and other resins. These resins are commonly used resins, and are therefore preferred as the main components of the resin composition of this embodiment. If an olefin-based resin is selected, this resin has excellent chemical resistance and water resistance, so that the molded body has the effect of chemical resistance and water resistance. If a polyester resin is selected, this resin has excellent transparency and strength, so that a molded body that is transparent and has excellent strength can be obtained. If a polycarbonate resin is selected, this resin is transparent, light, and strong, so that a molded body that is transparent, light, and strong can be obtained.

When mixing the fluorine-based compound containing the fluorine-based functional group component (A) with the solvent, the liquid temperature is preferably kept at 10°C to 50°C and the mixture is preferably stirred for 1 minute to 24 hours. The fluorine-containing liquid is preferably prepared by mixing the fluorine-containing functional group component in the fluorine-based compound at a ratio of 0.1% by mass to 50% by mass and the solvent at a ratio of 50% by mass to 99.9% by mass, when the fluorine-containing liquid is 100% by mass, because the layered inorganic compound and the fluorine-based compound can be mixed uniformly. The fluorine-containing liquid and the layered inorganic compound (B) are preferably mixed at room temperature using a mixer such as a planetary mixer. When this mixture is 100% by mass, the fluorine-containing liquid is preferably mixed at a ratio of 10% by mass to 70% by mass and the layered inorganic compound (B) at a ratio of 30% by mass to 90% by mass, because the layered inorganic compound and the fluorine-containing liquid can be mixed uniformly. It is preferable that the layered inorganic compound (B) is in the form of a powder with an average particle size of 0.1 μm to 20 μm, because this makes it easy to knead into the resin and makes it easier for the molded product to exhibit oil repellency. The average particle size is a value measured by image analysis.

The mixture of the fluorine-containing liquid and the layered inorganic compound (B) is preferably vacuum dried at 5°C to 30°C, and the dried product is preferably heat-treated at 30°C to 120°C for 0.5 to 24 hours, because this promotes the bonding between the fluorine-based compound and the layered inorganic compound. The obtained fluorine-containing layered inorganic compound is added and mixed with the resin (C), and the mixture is kneaded at 120°C to 320°C using a kneading machine such as a single-screw extruder, a twin-screw extruder, an open roll, a kneader, or a mixer, to produce an oil-repellent resin composition. This resin composition contains the fluorine-containing layered inorganic compound in a ratio of 2.0% to 20% by mass and the resin (C) in a ratio of 80% to 98% by mass, when the resin composition is taken as 100% by mass.

[Oleophobic resin composition]
The oil-repellent resin composition of the present embodiment is produced by the above-mentioned production method, and when the total amount of the components is taken as 100 mass %, the total content of the fluorine-containing functional group component (A) and the layered inorganic compound (B) is The content of the resin (C) is 80% by mass to 98% by mass, preferably 85% by mass to 95% by mass. The mass ratio (A/B) of the fluorine-containing functional group component (A) to the layered inorganic compound (B) is in the range of 0.05 to 0.8, preferably 0.1 to 0.6.

If the total content of the fluorine-containing functional group component (A) and the layered inorganic compound (B) is less than 2.0% by mass, the amount of the fluorine-containing functional group component is too small, and the oil repellency of the molded article made from the resin composition is reduced. If the total content exceeds 20% by mass, the amount of the layered inorganic compound in the resin composition is relatively high, and the moldability of the resin composition is reduced.
If the content of the resin (C) is less than 80% by mass, the content of the layered inorganic compound in the resin composition becomes relatively high, and the moldability of the resin composition decreases, whereas if the content of the resin (C) exceeds 98% by mass, the content of the fluorine-based functional group component in the resin composition becomes relatively low, and the oil repellency of the molded article made from the resin composition decreases.
When the mass ratio (A/B) of the fluorine-containing functional group component (A) to the layered inorganic compound (B) is less than 0.05, the oil repellency of a molded article made from the resin composition is reduced. When this mass ratio (A/B) exceeds 0.08, mixing with the resin becomes insufficient, and the oil repellency of a molded article made from the resin composition is also reduced.

[Method for producing molded body]
A method for producing a molded article using the oil-repellent resin composition of this embodiment will be described. A resin composition obtained by kneading in a kneader is molded by a known method such as injection molding, compression molding, film formation, etc., to produce an oil-repellent molded article. The temperature during molding is set to an optimum temperature depending on the resin or molding machine, but for example, when molding polypropylene resin with a heat press machine, the range of 140°C to 200°C is preferable. In order to fully exert the oil repellency of the molded article, it is preferable to further heat-treat the molded article after molding. The heat treatment is performed, for example, by leaving the molded article in a heating oven at a temperature of preferably 70°C to 130°C, more preferably 80°C to 120°C for a predetermined time.

Next, examples of the present invention will be described in detail together with comparative examples. First, synthesis examples 1 to 8 for preparing the fluorine-containing layered inorganic compounds and the like used in the examples and comparative examples will be described, followed by examples 1 to 5 and comparative examples 1 to 5 for producing oil-repellent resin compositions using synthesis examples 1 to 8, and comparative examples 6 to 7 for producing resin compositions without using synthesis examples 1 to 8.

<Synthesis Example 1>
In Synthesis Example 1, 5 g of the fluorine-based compound (R: ethyl group) represented by the above formula (19) and 95 g of industrial alcohol (AP-7, manufactured by Nippon Alcohol Industry Co., Ltd.) as a solvent were mixed and stirred at 25° C. for 10 minutes to prepare a fluorine-containing liquid. This fluorine-containing liquid and 100 g of Sumecton-SA (Saponite, manufactured by Kunimine Kogyo Co., Ltd.) as a layered inorganic compound were mixed at room temperature in a planetary mixer, and then vacuum-dried at room temperature. The vacuum-dried product was heat-treated at a temperature of 100° C. for 2 hours to obtain a fluorine-containing layered inorganic compound to which a fluorine-containing functional group component was imparted. The blending ratio of this fluorine-containing layered inorganic compound is shown in Table 1 below.

<Synthesis Examples 2 to 7>
In Synthesis Examples 2 to 7, first, as shown in Table 1, a fluorine-based compound containing a fluorine-containing functional group component different from that in Synthesis Example 1 was selected, and this fluorine-based compound and the same solvent as in Synthesis Example 1 were stirred and mixed in the ratio shown in Table 1 in the same manner as in Synthesis Example 1 to obtain a fluorine-containing liquid. Next, the obtained fluorine-containing liquid and a layered inorganic compound different from that in Synthesis Example 1 were mixed in the ratio shown in Table 1 in the same manner as in Synthesis Example 1, and then vacuum-dried in the same manner as in Synthesis Example 1. The vacuum-dried product was heat-treated in the same manner as in Synthesis Example 1 to obtain a fluorine-containing layered inorganic compound to which a fluorine-containing functional group component was imparted. R in formula (20), formula (24), and formula (27) was an ethyl group.

<Synthesis Example 8>
In Synthesis Example 8, as shown in Table 1, 20 g of the fluorine-based compound (R: ethyl group) represented by the above formula (27) and 200 g of industrial alcohol (AP-7, manufactured by Nippon Alcohol Industry Co., Ltd.) as a solvent were stirred and mixed in the same manner as in Synthesis Example 1 to prepare a fluorine-containing liquid. Instead of the layered inorganic compound, 100 g of silicon dioxide powder (Aerosil 300, manufactured by Nippon Aerosil Co., Ltd.) was weighed and used. The obtained fluorine-containing liquid and this silicon dioxide powder were mixed in the same manner as in Synthesis Example 1, and then vacuum-dried in the same manner as in Synthesis Example 1. The vacuum-dried dried product was heat-treated in the same manner as in Synthesis Example 1 to obtain a fluorine-containing silicon dioxide powder to which a fluorine-containing functional group component was added. R in formula (27) was an ethyl group. Table 1 shows the mass ratio of the fluorine-containing functional group component (A) to the layered inorganic compound (B), "(A/B)".

Example 1
50 g of the fluorine-containing layered inorganic compound obtained in Synthesis Example 1 was mixed with 200 g of polypropylene resin (Novatec, manufactured by Mitsui Chemicals, Inc.) as resin (C), and then kneaded at a temperature of 220° C. and a rotation speed of 80 rpm using a twin-screw extrusion kneader to obtain an oil-repellent resin composition. The blending ratio of this oil-repellent resin composition is shown in Table 2 below.

<Examples 2 to 5 and Comparative Examples 1 to 4>
In Examples 2 to 5 and Comparative Examples 1 to 4, as shown in Table 2, a resin that was the same as or different from that in Example 1 was selected, and this resin was mixed with the fluorine-containing layered inorganic compound obtained in Synthesis Examples 2 to 8 in the ratio shown in Table 2, and then kneaded in the same manner as in Example 1 to obtain an oil-repellent resin composition.

<Comparative Example 5>
In Comparative Example 5, 22 g of the fluorine-containing silicon dioxide powder having a fluorine-containing functional group component obtained in Synthesis Example 8 was mixed with 200 g of the same polypropylene resin as in Example 1, and then kneaded in the same manner as in Example 1 to obtain an oil-repellent resin composition.

<Comparative Example 6>
In Comparative Example 6, without using any layered inorganic compound, 300 g of the same polypropylene resin as in Example 1 was mixed with 6 g of a fluorine-based compound represented by formula (27) (R: ethyl group), and then kneaded in the same manner as in Example 1 to obtain an oil-repellent resin composition.

<Comparative Example 7>
In Comparative Example 7, 300 g of the same polypropylene resin as in Example 1 and 6 g of the fluorine-based compound (R: ethyl group) represented by formula (27) were mixed and kneaded in the same manner as in Example 1, and then 5 g of Lapolite-RD (manufactured by BYK, hectorite) as a layered inorganic compound was mixed into 200 g of this kneaded mixture. Thereafter, kneading was performed in the same manner as in Example 1 to obtain an oil-repellent resin composition.

Table 2 shows the combined content of the fluorine-containing functional group component (A) and the layered inorganic compound (B) ("(A+B)/total amount of components" (mass%)), the content of the resin (C) ("C/total amount of components" (mass%), and the mass ratio of the fluorine-containing functional group component (A) to the layered inorganic compound (B) ("(A/B)"), when the total amount of components is 100 mass%.

<Comparative testing and evaluation>
2 g of each of the 12 types of oil-repellent resin compositions obtained in Examples 1 to 5 and Comparative Examples 1 to 7 was taken and placed in a lower mold, and then hot-pressed for 90 seconds at a temperature of 170°C with a pressure of 10 MPa applied to the upper mold to obtain square molded bodies each having a length of 50 mm, a width of 50 mm, and a thickness of 3 mm. The moldability of the resin compositions and the oil repellency of the surfaces of the molded bodies (contact angle of n-hexadecane and sliding angle of n-hexadecane) were evaluated from these molded bodies. The results are shown in Table 3 below.

(1) Moldability The moldability of the resin composition was visually inspected for defects such as cracks, chips, or fissures in the molded product when it was removed from the mold. If the molded product could be easily peeled off from the mold and a molded product was obtained, it was rated as "good." If some cracks or chips occurred, it was rated as "fair." If cracks or the like occurred and the molded product could not be removed from the mold, it was rated as "poor."

(2) Oil repellency of the molded body surface (contact angle with n-hexadecane)
Using a Dropmaster DM-700 manufactured by Kyowa Interface Science, n-hexadecane (hereinafter referred to as oil) at 22°C±1°C was prepared in a syringe, and a 2 μL droplet was ejected from the tip of the needle of the syringe. The surface of the molded body to be evaluated was then brought close to the droplet, and the droplet was allowed to adhere to the surface of the molded body. The contact angle of the oil was measured. The contact angle 1 second after the oil touched the molded body surface in a stationary state was analyzed by the θ/2 method, and this value was used to evaluate the oil repellency of the molded body surface.

(3) Oil repellency of the surface of the molded product (sliding angle of n-hexadecane)
Using a Dropmaster DM-700 manufactured by Kyowa Interface Science, n-hexadecane (hereinafter referred to as oil) at 25°C±1°C was prepared in a syringe, and a 9 μL droplet of n-hexadecane was dropped from the syringe onto a molded body placed horizontally. The molded body was tilted at a rate of 2 degrees/min, and the tilt angle of the molded body when the n-hexadecane droplet started to move was measured. If the droplet did not fall off even when the molded body was tilted 90 degrees, or if the droplet wetted and spread on the molded body, it was recorded as "not falling off." If the droplet fell in some places but not others, it was recorded as "not falling off in some places." A smaller falling angle means higher oil repellency.

As is clear from Table 3, in Comparative Example 1, the amount of fluorine-containing layered inorganic compound was as much as 86 g, and the total content ratio of the fluorine-containing functional group component (A) and the layered inorganic compound (B), "(A+B)/total component amount", was too high at 30 mass %, so the content ratio of the layered inorganic compound in the resin composition was relatively high, and the moldability of the resin composition was "poor". For this reason, the oil repellency of the molded body could not be evaluated.

In Comparative Example 2, the amount of the fluorine-containing layered inorganic compound was only 2 g, and the total content of the fluorine-containing functional group component (A) and the layered inorganic compound (B) was too low at 1 mass %, so the amount of the fluorine-based functional group component was too small, and the moldability was "good." However, the contact angle of n-hexadecane was 7 degrees, and in the sliding test, the oil did not slide off, and the oil repellency of the molded body was poor.

In Comparative Example 3, the mass ratio (A/B) of the fluorine-containing functional group component (A) to the layered inorganic compound (B) was too low at 0.01, so the amount of the fluorine-containing functional group component was too small, and the moldability was "good." However, the contact angle of n-hexadecane was 8 degrees, and in the sliding test, the oil did not slide off, and the oil repellency of the molded body was poor.

In Comparative Example 4, the mass ratio (A/B) of the fluorine-containing functional group component (A) to the layered inorganic compound (B) was too high at 1, resulting in too much fluorine-containing functional group component, which meant that the fluorine-based compound was not mixed uniformly in the resin composition, resulting in some areas that repelled oil and others that did not. The moldability was fair, the contact angle with n-hexadecane was 33 degrees, and in the sliding test, some of the oil did not slide off, indicating that the oil repellency of the molded product was poor.

In Comparative Example 5, the resin composition contained silicon dioxide powder instead of a layered inorganic compound, and so moldability was "good." However, the contact angle with n-hexadecane was 18 degrees, and in the sliding test, the oil did not slide off, and the oil repellency of the molded body was poor.

In Comparative Example 6, the resin composition did not contain any additives such as layered inorganic compounds other than the fluorine-based compound, so the moldability was "good," but the contact angle with n-hexadecane was 20 degrees, and in the sliding test, the oil did not slide off, and the oil repellency of the molded body was poor.

In Comparative Example 7, the layered inorganic compound was added after mixing the polypropylene resin with the fluorine-based compound containing a fluorine-containing functional group component, so there was no fluorine-containing effect of the layered inorganic compound and the moldability was "good." However, the contact angle with n-hexadecane was 13 degrees, and in the sliding test, the oil did not slide off, and the oil repellency of the molded body was poor.

In contrast, as is clear from Table 3, in Examples 1 to 5, the mass ratios of "(A+B)/total component amount", "C/total component amount", and "(A/B)" satisfied the requirements described in the first aspect of the present invention, so the moldability of the resin composition was "fair" or "good", the contact angle of n-hexadecane was 26 degrees to 35 degrees, the sliding angle was 19 degrees to 25 degrees, and the oil repellency was good.

The oil-repellent resin composition of the present invention can be used to make molded products that are prone to staining, such as kitchenware and bathroom utensils.

Claims (5)

The present invention comprises a layered inorganic compound (B) to which a fluorine-containing compound (A) having a perfluoroether structure represented by any one of the following general formulas (19) to (27) is bonded, and a resin (C),
When the total amount of components is taken as 100 mass%, the total content of the fluorine-containing compound (A) and the layered inorganic compound (B) is 2.0 mass% to 20 mass%, and the content of the resin (C) is 80 mass% to 98 mass%,
An oil-repellent resin composition, characterized in that the mass ratio (A/B) of the fluorine-containing compound (A) to the layered inorganic compound (B) is in the range of 0.05 to 0.8.

In the above formulas (19) to (27), R is a methyl group or an ethyl group . The oil-repellent resin composition according to claim 1, wherein the layered inorganic compound (B) is montmorillonite, beidellite, nontronite, saponite, hectorite, sauconite, stevensite or vermiculite. The oil-repellent resin composition according to claim 1, wherein the resin (C) is a styrene-based, olefin-based, urethane-based, amide-based, ester-based or polyvinyl chloride-based resin. A method for producing an oil-repellent resin composition, comprising: a step of mixing the fluorine -containing compound (A ) according to claim 1 with a solvent (D) to prepare a fluorine-containing liquid; a step of drying a mixture obtained by mixing the fluorine-containing liquid with a layered inorganic compound (B) to prepare a fluorine-containing layered inorganic compound; and a step of kneading the fluorine-containing layered inorganic compound into a resin (C). A method for producing a molded article using the oil-repellent resin composition according to any one of claims 1 to 3.

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