WO2020004191A1 - Matériau de revêtement pour cuvette de toilettes - Google Patents

Matériau de revêtement pour cuvette de toilettes Download PDF

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Publication number
WO2020004191A1
WO2020004191A1 PCT/JP2019/024349 JP2019024349W WO2020004191A1 WO 2020004191 A1 WO2020004191 A1 WO 2020004191A1 JP 2019024349 W JP2019024349 W JP 2019024349W WO 2020004191 A1 WO2020004191 A1 WO 2020004191A1
Authority
WO
WIPO (PCT)
Prior art keywords
group
toilet bowl
betaine
hydrophilic polymer
containing hydrophilic
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2019/024349
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English (en)
Japanese (ja)
Inventor
光司 坂本
瞳 高瀬
大二郎 田之畑
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kobayashi Pharmaceutical Co Ltd
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Kobayashi Pharmaceutical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from JP2019113042A external-priority patent/JP7329976B2/ja
Application filed by Kobayashi Pharmaceutical Co Ltd filed Critical Kobayashi Pharmaceutical Co Ltd
Publication of WO2020004191A1 publication Critical patent/WO2020004191A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D201/00—Coating compositions based on unspecified macromolecular compounds
    • C09D201/02—Coating compositions based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups
    • C09D201/10—Coating compositions based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups containing hydrolysable silane groups
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/90—Betaines

Definitions

  • the present invention relates to a toilet bowl coating agent capable of imparting an excellent antifouling effect to the surface of a toilet bowl.
  • toilet cleaners have been developed and used as one of products that make toilets sanitary.
  • toilet cleaners have a limit in terms of the effect of making it difficult for fecal dirt to adhere to the surface of the toilet bowl (antifouling effect). Therefore, conventionally, it has been studied to impart an antifouling effect by coating the surface of a toilet bowl.
  • Patent Literature 1 discloses that a toilet bowl can be made water-repellent by using a fluorine-based amphiphilic substance.
  • the hydrophilic treatment reduces the contact angle of the hard surface with water by imparting hydrophilicity to the hard surface, and makes it easier for water-containing dirt to flow, thereby making the hard surface less likely to adhere.
  • a hydrophilizing treatment is widely applied to antifogging and antistatic of glass and mirrors, but the use of the same in a hydrophilizing treatment of a toilet bowl is also being studied.
  • Patent Document 2 discloses that a toilet bowl can be hydrophilized by using a specific acetylenic glycol alkylenoxide adduct.
  • Patent Literatures 1 and 2 disclose that an antifouling effect can be imparted by surface treatment of a toilet bowl, but in order to follow growing consumer needs, a treatment agent having an improved antifouling effect has been developed. Is desired.
  • An object of the present invention is to provide a toilet bowl coating agent capable of imparting an excellent antifouling effect to the surface of a toilet bowl.
  • the present inventor has conducted intensive studies to solve the above problems, and contains a betaine group-containing monomer as a repeating unit, and using a betaine group-containing hydrophilic polymer having one end having a silanol group.
  • a betaine group-containing monomer as a repeating unit
  • a betaine group-containing hydrophilic polymer having one end having a silanol group.
  • Item 1 A coating agent for a toilet bowl, comprising a betaine group-containing monomer as a repeating unit and a betaine group-containing hydrophilic polymer having a silanol group at one end.
  • Item 2. A method for coating a toilet bowl, comprising: contacting the surface of a toilet bowl with a coating agent containing a betaine group-containing hydrophilic polymer having a betaine group-containing monomer as a repeating unit and having one end having a silanol group.
  • Item 3 Use of a composition containing a betaine group-containing monomer as a repeating unit and a betaine group-containing hydrophilic polymer having a silanol group at one end as a coating agent for toilets.
  • a significantly superior antifouling effect can be imparted to fecal stains. It is possible to keep.
  • Coating agent for toilet bowl of the present invention contains a betaine group-containing monomer as a repeating unit and contains a betaine group-containing hydrophilic polymer having a silanol group at one end. And
  • the coating agent for toilets of the present invention will be described in detail.
  • Betaine group-containing hydrophilic polymer In the toilet bowl coating agent of the present invention, as a component for coating the surface of the toilet bowl, a betaine group-containing hydrophilic polymer containing a betaine group-containing monomer as a repeating unit and having one end having a silanol group is used. use. When contacted with the surface of the toilet bowl, the betaine group-containing hydrophilic polymer adheres to the surface of the toilet bowl via a silanol group to form a coated state. Gives an effect.
  • the betaine group contained in the monomer may be any of a sulfobetaine group, a carboxybetaine group, a phosphorylbetaine group and the like.
  • the betaine group refers to a betaine residue obtained by removing one hydrogen atom from each betaine compound.
  • the betaine group-containing hydrophilic polymer may have one type of betaine group or may have two or more types of betaine groups.
  • the type of the monomer having a betaine group serving as a repeating unit is not particularly limited.
  • the number of moles of the monomer having a betaine group is not particularly limited, but may be, for example, 2 or more, and may be about 2 to 10,000 or about 10 to 500.
  • betaine group-containing hydrophilic polymer examples include a compound represented by the following general formula (1).
  • n represents an integer of 1 to 3, preferably 2 or 3, and more preferably 3.
  • m is the number of repeating units of (R 2 -R 3 ), represents 2 or more, and may be about 2 to 10,000 or about 10 to 500. m is preferably about 100 to 1,000, more preferably about 300 to 500.
  • p is the number of methylene groups, and represents an integer of 0 to 10, preferably an integer of 1 to 5, and more preferably 3.
  • R 1 represents a hydrogen atom, a lower alkyl group having 1 to 5 carbon atoms (eg, methyl group, ethyl group, propyl group, butyl group) or a lower alkoxy group having 1 to 5 carbon atoms (methoxy group). Group, ethoxy group, propoxy group, butoxy group, etc.).
  • R 2 represents an alkylene group having 1 to 4 carbon atoms or a group represented by the following general formula (2a).
  • R 21 represents a hydrogen atom or a methyl group.
  • R 22 represents an oxygen atom, a group —NH—, or a group —NR 221 — (R 221 represents an alkyl group having 1 to 4 carbon atoms). R 22 is preferably an oxygen atom or a group —NH—.
  • R 23 represents a single bond, an alkylene group having 1 to 4 carbon atoms, or an oxyalkylene group having 1 to 4 carbon atoms.
  • R 23 is preferably an alkylene group having 1 to 4 carbon atoms, more preferably an alkylene group having 2 or 3 carbon atoms.
  • R 23 in the general formula (2a) is bonded to R 3 .
  • R 3 represents a sulfobetaine group represented by Formula (3a), a carboxybetaine group represented by Formula (3b), or a phosphorylbetaine group represented by Formula (3c).
  • R 3 is preferably a sulfobetaine group represented by the general formula (3a) or a carboxybetaine group represented by the general formula (3b).
  • R 31 and R 32 are the same or different and each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or a (meth) acryloyloxyalkyl group having 1 to 4 carbon atoms in the alkyl group.
  • R 31 and R 32 are preferably an alkyl group having 1 to 4 carbon atoms, more preferably a methyl group.
  • R 33 represents an alkylene group having 1 to 4 carbon atoms or an oxyalkylene group having 1 to 4 carbon atoms.
  • R 33 is preferably an alkylene group having 1 to 4 carbon atoms, more preferably an alkylene group having 3 carbon atoms.
  • R 34 and R 35 are the same or different and each represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
  • R 34 and R 35 are preferably an alkyl group having 1 to 4 carbon atoms, and more preferably a methyl group.
  • R 36 represents an alkylene group having 1 to 4 carbon atoms.
  • R 36 is preferably an alkylene group having 1 or 2 carbon atoms, more preferably a methylene group.
  • R 37 represents an alkylene group having 1 to 4 carbon atoms.
  • R 38 , R 39 and R 40 are the same or different and each represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
  • R 4 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
  • R 4 is preferably a hydrogen atom.
  • X represents a sulfur atom, an oxygen atom, or a single bond.
  • X is preferably a sulfur atom.
  • R 21 is a hydrogen atom
  • R 22 is a group —NH—
  • R 23 is an alkylene group having 3 carbon atoms
  • R 3 is a sulfobetaine group represented by the general formula (3a)
  • R 31 and R 32 are methyl groups
  • R 33 is an alkylene group having 3 carbon atoms
  • R 4 is a hydrogen atom
  • X is a sulfur atom.
  • R 21 is a methyl group, R 22 is an oxygen atom, R 23 is an alkylene group having 2 carbon atoms;
  • R 3 is a carboxybetaine group represented by the general formula (3b), and
  • R 34 and R 35 are A compound in which a methyl group, R 36 is a methylene group; R 4 is a hydrogen atom; and X is a sulfur atom.
  • the betaine group-containing hydrophilic polymer can be obtained by a known synthesis method.
  • the betaine group-containing hydrophilic polymer is commercially available as, for example, trade names “LAMBIC-771W”, “LAMBIC-1000W”, “LAMBIC-400EP” (Osaka Organic Chemical Industry Co., Ltd.), and the like. Then, a commercially available product can be used as the betaine group-containing hydrophilic polymer.
  • the concentration of the betaine group-containing hydrophilic polymer in the toilet bowl coating agent of the present invention may be appropriately set so as to satisfy the concentration at the time of use described later.
  • the coating agent for toilet bowl of the present invention is applied to the surface of the toilet bowl as it is without being diluted (hereinafter, also referred to as “non-concentrated type”)
  • concentration of the betaine group-containing hydrophilic polymer in the coating agent for urinals of the present invention is, for example, 0.000001 to 99% by weight, preferably 0.000002 to 30% by weight, and more preferably 0.00001 to 20% by weight.
  • concentration type a concentration of the betaine group-containing hydrophilic polymer in the toilet bowl coating agent of the present invention is a dilution ratio set such that the concentration after dilution falls within the range of the concentration of the betaine group-containing hydrophilic polymer in the non-concentrated type. May be appropriately set according to the conditions.
  • the dilution factor to be set is, for example, about 10 to 1,000,000 times, preferably about 100 to 500,000 times, and more preferably about 1,000 to 100,000 times. .
  • the coating agent for toilet bowls of the present invention may contain other additives and bases in addition to the betaine group-containing hydrophilic polymer.
  • additives and bases include water, monohydric lower alcohols, polyhydric alcohols, surfactants, bleaching agents, fragrances, deodorants, coloring agents, solubilizers, bactericides, chelating agents, Examples include extenders, solubility adjusters, fillers, pH adjusters, thickeners, inorganic builders, organic builders, enzymes and the like.
  • the toilet bowl coating composition of the present invention is a non-concentrated type, water; a monohydric alcohol having 2 to 5 carbon atoms such as methanol, ethanol, propanol, isopropanol, butanol; ethylene glycol, propylene glycol, dipropylene glycol
  • aqueous base such as a polyhydric alcohol such as glycerin may be blended to adjust the concentration of the above-mentioned betaine group-containing hydrophilic polymer to the above-mentioned concentration.
  • the toilet bowl coating agent of the present invention is of a concentrated type
  • the above-mentioned base material and additives are blended, and the concentration of the betaine group-containing hydrophilic polymer is appropriately adjusted according to a set dilution ratio. Then, any of liquid, semi-solid, and solid forms may be used.
  • the coating agent for toilet bowl of the present invention is used for the purpose of coating the betaine group-containing hydrophilic polymer on the surface of the toilet bowl (the surface of the bowl portion) to impart an antifouling effect to fecal stains.
  • the betaine group-containing hydrophilic polymer adjusted to the concentration described above may be brought into contact with the toilet bowl surface.
  • the toilet bowl coating agent of the present invention is a non-concentrated type
  • the toilet bowl coating agent of the present invention may be brought into contact with the surface of the toilet bowl as it is.
  • the toilet bowl coating agent of the present invention is of a concentrated type
  • the toilet bowl coating agent of the present invention is diluted with water so as to have a set dilution ratio and brought into contact with the surface of the toilet bowl. Just fine.
  • the coating composition for toilet bowl of the present invention may be sprayed, applied, and flushed with the surface of the toilet bowl.
  • brushing may be performed with a brush as necessary.
  • the amount of use of the coating agent for toilet bowl of the present invention per time may be appropriately set according to the method of contacting the surface of the toilet bowl, etc.
  • the amount is such that the amount of the contained hydrophilic polymer is about 0.1 to 1000 mg.
  • the betaine group-containing hydrophilic polymer gradually flows out due to use of the toilet. It is desirable to carry out coating using the coating agent for toilet bowl of the present invention once every about 8 weeks. Also, the coating agent for toilet bowl of the present invention is contained in flush water so that the betaine group-containing hydrophilic polymer can be coated on the surface of the toilet bowl when the toilet is used, so that the coating state is improved. It can also maintain and maintain an excellent antifouling effect.
  • the method for coating a toilet according to the present invention is characterized in that a toilet bowl coating agent containing the betaine group-containing hydrophilic polymer is brought into contact with the surface of the toilet.
  • the method for coating a toilet bowl according to the present invention makes it possible to impart an excellent antifouling effect to the surface of the toilet bowl.
  • Betaine group-containing hydrophilic polymer-containing liquid 1 In the general formula (1), n is 3; m is about 350; p is 3; R 2 is a group represented by the general formula (2a), and R 21 is hydrogen An atom, R 22 is a group —NH—, R 23 is an alkylene group having 3 carbon atoms; R 3 is a sulfobetaine group represented by the general formula (3a), R 31 and R 32 are methyl groups, and R 33 is a carbon atom A liquid containing a betaine group-containing hydrophilic polymer in which R 4 is a hydrogen atom; and X is a sulfur atom.
  • the betaine group-containing hydrophilic polymer-containing liquid 1 contains 1 to 20% by weight of the betaine group-containing hydrophilic polymer.
  • Betaine group-containing hydrophilic polymer-containing liquid 2 In the general formula (1), n is 3; m is about 450; p is 3; R 2 is a group represented by the general formula (2a), and R 21 is methyl A group, R 22 is an oxygen atom, R 23 is an alkylene group having 2 carbon atoms; R 3 is a carboxybetaine group represented by the general formula (3b), R 34 and R 35 are methyl groups, and R 36 is a methylene group; A liquid containing a betaine group-containing hydrophilic polymer in which R 4 is a hydrogen atom; and X is a sulfur atom.
  • the betaine group-containing hydrophilic polymer-containing liquid 2 contains 1 to 20% by weight of the betaine group-containing hydrophilic polymer.
  • Liquid containing isoprene glycol liquid containing 99% by weight of isoprene glycol, trade name "IPG-S” (Kuraray Co., Ltd.)
  • Polyoxyethylene sorbitan monooleate-containing liquid trade name "Brownon OT-106" (Aoki Yushi Kogyo Co., Ltd.)
  • Polyoxyethylene sorbitan trioleate-containing liquid trade name "Brownon OT-320" (Aoki Yushi Kogyo Co., Ltd.)
  • Liquid containing polyoxyethylene stearyl ether trade name "Brownon SR-720" (Aoki Yushi Kogyo Co., Ltd.)
  • Polyglycerin fatty acid ester-containing liquid “Glysurf DP-9" (Aoki Yushi Kogyo Co., Ltd.) Li
  • a sanitary ware cut tile (KY tile P4-100, manufactured by Nippon Test Panel Co., Ltd., 1 cm ⁇ 5 cm, thickness 0.5 cm) was washed with acetone, washed with distilled water, and air-dried. Two drops (approximately 40 ⁇ l) of the test solution were dropped on the dried cut tile, spread over the entire surface, and then naturally dried. Thereafter, oleic acid was dropped at three places (0.02 g per place) as pseudo feces on the surface of the cut tile treated with the test solution, and the cut tile in this state was put into 300 ml of 150 ml of distilled water at room temperature. It was submerged in the bottom of a beaker for 3 seconds and allowed to stand.
  • Test example 2 As test liquids, the betaine group-containing hydrophilic polymer solutions 1 and 2 used in Test Example 1 were prepared.
  • a sanitary ware cut tile (KY tile P4-100, manufactured by Nippon Test Panel Co., Ltd., 1 cm ⁇ 5 cm, thickness 0.5 cm) was washed with acetone, washed with distilled water, and air-dried. Two drops (approximately 40 ⁇ l) of the test solution were dropped on the dried cut tile, spread over the entire surface, and then naturally dried. Thereafter, the cut tile was fixed in a laboratory toilet bowl with the surface treated with the test solution facing upward, and flush water was flushed 105 times (the amount of water per flush was about 10 l). .
  • the cut tiles were collected and air-dried for one day. Oleic acid was dropped at three places (0.02 g per place) as pseudo feces on the surface of the cut tile after air drying (the surface treated with the test solution), and the cut tile in this state was distilled water at room temperature. It was submerged in the bottom of a 300 ml beaker containing 150 ml for 3 seconds and allowed to stand. From the time when the cut tile was submerged to the bottom of the beaker, the time until all three stools were removed was measured, and the antifouling effect after the water resistance test was evaluated according to the same criteria as in Test Example 1.
  • Table 2 shows the obtained results. As a result, when a liquid containing a betaine group-containing monomer as a repeating unit and one end containing a betaine group-containing hydrophilic polymer having a silanol group was used, even after flashing 105 times, It was confirmed that the coated state of the betaine group-containing hydrophilic polymer was maintained, and an antifouling effect on pseudo feces was exhibited.
  • Test example 3 As test liquids, the betaine group-containing hydrophilic polymer solutions 1 and 2 used in Test Example 1 were prepared.
  • a sanitary ware cut tile (KY tile P4-100, manufactured by Nippon Test Panel Co., Ltd., 1 cm ⁇ 5 cm, thickness 0.5 cm) was washed with acetone, washed with distilled water, and air-dried. Two drops (approximately 40 ⁇ l) of the test solution were dropped on the dried cut tile, spread over the entire surface, and then naturally dried. Thereafter, the cut tile was immersed in 800 ml of artificial urine having the composition shown in Table 3 at 40 ° C. for 30 seconds.
  • the cut tile was taken out from the artificial urine, immersed in 800 ml of tap water at 20 ° C. for 60 seconds, taken out of the tap water, and air-dried. The cycle of immersion in artificial urine and tap water was repeated 10 times. Thereafter, the cut tiles were collected and air-dried for one day. Oleic acid was dropped at three places (0.02 g per place) as pseudo feces on the surface of the cut tile after air drying (the surface treated with the test solution), and the cut tile in this state was distilled water at room temperature. It was submerged in the bottom of a 300 ml beaker containing 150 ml for 3 seconds and allowed to stand.
  • Table 4 shows the obtained results.
  • a monomer having a betaine group is contained as a repeating unit, and one end is surface-coated with a liquid containing a betaine group-containing hydrophilic polymer having a silanol group, after immersion in artificial urine, Even in this case, it was confirmed that the coated state of the betaine group-containing hydrophilic polymer was maintained, and an antifouling effect on pseudo feces was exhibited.
  • Test example 4 As test liquids, the betaine group-containing hydrophilic polymer solutions 1 and 2 used in Test Example 1 were prepared. A sanitary ware cut tile (KY tile P4-100, manufactured by Nippon Test Panel Co., Ltd., 1 cm ⁇ 5 cm, thickness 0.5 cm) was washed with acetone, washed with distilled water, and air-dried.
  • KY tile P4-100 manufactured by Nippon Test Panel Co., Ltd., 1 cm ⁇ 5 cm, thickness 0.5 cm
  • the cut tiles after drying were subjected to the following friction addition treatment.
  • a plastic brush 60 mm long, 30 mm wide, 30 mm bristle
  • Gakushin-type dyeing friction fastness tester manufactured by Yasuda Seiki Seisaku-sho, Ltd.
  • a plastic brush was brought into contact with the treated surface) under a load of 800 g.
  • 0.1 g of tap water was dropped on the cut tile, and a plastic brush was repeatedly reciprocated from one end to the other end of the cut tile while maintaining a load of 800 g.
  • the cut tiles were reciprocated at a reciprocating speed of 2 seconds per reciprocation, and 0.1 g of tap water was dropped on the cut tiles every 10 reciprocations to make a total of 300 reciprocations.
  • Table 5 shows the obtained results.
  • the surface was coated with a solution containing a betaine group-containing hydrophilic polymer having a silanol group at one end and containing a monomer having a betaine group as a repeating unit, the friction addition treatment was not performed. However, it was confirmed that the coated state of the betaine group-containing hydrophilic polymer was maintained, and an antifouling effect on pseudo feces was exhibited.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Paints Or Removers (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

Le problème décrit par la présente invention est de fournir un matériau de revêtement pour cuvettes de toilettes qui est apte à conférer un excellent effet antisalissure à des surfaces de cuvettes de toilettes. La solution selon l'invention porte sur une cuvette de toilettes qui est revêtue d'un polymère hydrophile contenant un groupe bétaïne qui comprend des motifs structuraux d'un monomère contenant un groupe bétaïne et comporte un groupe silanol à une extrémité. Ainsi, un effet particulièrement important de prévention de l'encrassement fécal peut être conféré à celui-ci.
PCT/JP2019/024349 2018-06-28 2019-06-19 Matériau de revêtement pour cuvette de toilettes Ceased WO2020004191A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP2018122670 2018-06-28
JP2018-122670 2018-06-28
JP2019-113042 2019-06-18
JP2019113042A JP7329976B2 (ja) 2018-06-28 2019-06-18 トイレ便器用コーティング剤

Publications (1)

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WO2020004191A1 true WO2020004191A1 (fr) 2020-01-02

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PCT/JP2019/024349 Ceased WO2020004191A1 (fr) 2018-06-28 2019-06-19 Matériau de revêtement pour cuvette de toilettes

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Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005281632A (ja) * 2004-03-31 2005-10-13 Kobayashi Pharmaceut Co Ltd 防汚洗浄方法
JP2010174186A (ja) * 2009-01-30 2010-08-12 Fujifilm Corp 親水性組成物、親水性部材、フィン材、熱交換器、およびエアコン
JP2011236403A (ja) * 2010-04-12 2011-11-24 Osaka Organic Chem Ind Ltd 表面改質剤
WO2014084219A1 (fr) * 2012-11-29 2014-06-05 大阪有機化学工業株式会社 Agent de revêtement hydrophile
JP2016074868A (ja) * 2014-10-06 2016-05-12 セントラル硝子株式会社 親水性被膜形成用薬液及び親水性被膜形成方法
JP2016113471A (ja) * 2014-12-11 2016-06-23 花王株式会社 親水化処理剤
JP2017210627A (ja) * 2013-08-27 2017-11-30 エコラボ ユーエスエー インコーポレイティド 固体すすぎ補助組成物及びその製造方法

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005281632A (ja) * 2004-03-31 2005-10-13 Kobayashi Pharmaceut Co Ltd 防汚洗浄方法
JP2010174186A (ja) * 2009-01-30 2010-08-12 Fujifilm Corp 親水性組成物、親水性部材、フィン材、熱交換器、およびエアコン
JP2011236403A (ja) * 2010-04-12 2011-11-24 Osaka Organic Chem Ind Ltd 表面改質剤
WO2014084219A1 (fr) * 2012-11-29 2014-06-05 大阪有機化学工業株式会社 Agent de revêtement hydrophile
JP2017210627A (ja) * 2013-08-27 2017-11-30 エコラボ ユーエスエー インコーポレイティド 固体すすぎ補助組成物及びその製造方法
JP2016074868A (ja) * 2014-10-06 2016-05-12 セントラル硝子株式会社 親水性被膜形成用薬液及び親水性被膜形成方法
JP2016113471A (ja) * 2014-12-11 2016-06-23 花王株式会社 親水化処理剤

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