WO2022014557A1 - 樹脂水性分散組成物 - Google Patents
樹脂水性分散組成物 Download PDFInfo
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- WO2022014557A1 WO2022014557A1 PCT/JP2021/026224 JP2021026224W WO2022014557A1 WO 2022014557 A1 WO2022014557 A1 WO 2022014557A1 JP 2021026224 W JP2021026224 W JP 2021026224W WO 2022014557 A1 WO2022014557 A1 WO 2022014557A1
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/02—Polyalkylene oxides
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/04—Homopolymers or copolymers of ethene
- C08L23/08—Copolymers of ethene
- C08L23/0846—Copolymers of ethene with unsaturated hydrocarbons containing atoms other than carbon or hydrogen
- C08L23/0869—Copolymers of ethene with unsaturated hydrocarbons containing atoms other than carbon or hydrogen with unsaturated acids, e.g. [meth]acrylic acid; with unsaturated esters, e.g. [meth]acrylic acid esters
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2650/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G2650/28—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type
- C08G2650/58—Ethylene oxide or propylene oxide copolymers, e.g. pluronics
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/50—Aqueous dispersion, e.g. containing polymers with a glass transition temperature (Tg) above 20°C
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
- C08L2205/025—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
Definitions
- the present disclosure relates to an aqueous resin dispersion composition and the like, and more particularly to an aqueous dispersion composition of an ethylene / glycidyl acrylate-based copolymer.
- the contents of all documents described herein are incorporated herein by reference.
- the ethylene / glycidyl acrylate-based copolymer has excellent water resistance, oil resistance, chemical resistance, adhesiveness, etc., it is a water-based ink, a glass fiber sizing agent, a fiber treatment agent, a fiber sealant, a paper treatment agent, etc. It is used as a steel plate surface treatment agent, an adhesive for dry lamination, and the like.
- the ethylene / glycidyl acrylate-based copolymer used for such various uses may be used in a solid state or may be used in a state of being dissolved or dispersed in a solvent or water.
- a solvent or water In the former case, it is difficult to form a thin film, so it is often used in the latter case.
- the adhesiveness of the obtained coating film may be deteriorated due to the hydration of the epoxy group of the ethylene / glycidyl acrylate-based copolymer.
- the present inventors have studied to develop an aqueous dispersion composition of an ethylene / glycidyl acrylate-based copolymer having good adhesiveness of the obtained film (for example, a coating film) and high stability of the film itself. gone.
- the present inventors have (A) an ethylene / glycidyl acrylate-based copolymer, (B1) an ethylene oxide / propylene oxide copolymer, (B2) a polyoxyalkylene type nonionic surfactant, and (C) an alkali-soluble acrylic resin emulsion.
- an ethylene / glycidyl acrylate-based copolymer aqueous dispersion composition containing each of (D) a basic substance in a specific ratio is used, the adhesiveness of the obtained film (for example, a coating film) is good and the film is concerned. We found the possibility that the stability of itself is high, and further examined it.
- the present disclosure includes, for example, the subjects described in the following sections.
- Item 1. Ethylene / glycidyl acrylate-based copolymer, (B1) Ethylene oxide / propylene oxide copolymer, (B2) Polyoxyalkylene type nonionic surfactant, It contains (C) an alkali-soluble acrylic resin emulsion and (D) a basic substance.
- D) is contained in an amount of 0.01 to 0.2 parts by mass with respect to 1 part by mass of (C).
- Ethylene / glycidyl acrylate-based copolymer aqueous dispersion composition Item 2.
- (A) is selected from the group consisting of ethylene / glycidyl acrylate copolymer, ethylene / glycidyl methacrylate copolymer, ethylene / glycidyl methacrylate / methyl acrylate copolymer, and ethylene / glycidyl methacrylate / vinyl acetate copolymer.
- (B2) is at least one selected from the group consisting of polyoxyethylene oleyl ether, polyoxyethylene lauryl ether, polyoxyethylene tridecyl ether, polyoxyethylene styrene phenyl ether, and polyoxyethylene nonylphenyl ether.
- Item 2. The composition according to Item 1.
- Item 4. The composition according to any one of Items 1 to 3, wherein (D) is an alkali metal hydroxide.
- the alkali-soluble acrylic resin is an acrylic resin containing at least 2-ethylhexyl acrylate as a monomer component.
- an ethylene / glycidyl acrylate-based copolymer aqueous dispersion composition having good adhesiveness of the obtained film (for example, a coating film) and high stability of the film itself.
- the present disclosure preferably includes, but is not limited to, ethylene / glycidyl acrylate-based copolymer aqueous dispersion compositions and uses thereof, and the present disclosure is all disclosed herein and recognized by those skilled in the art. Including.
- the ethylene / glycidyl acrylate-based copolymer aqueous dispersion composition included in the present disclosure includes (A) ethylene / glycidyl acrylate-based copolymer, (B1) ethylene oxide / propylene oxide copolymer, and (B2) polyoxyalkylene type. It contains a nonionic surfactant, (C) an alkali-soluble acrylic resin emulsion, and (D) a basic substance.
- the ethylene / glycidyl acrylate-based copolymer aqueous dispersion composition included in the present disclosure may be referred to as “the composition of the present disclosure”.
- these components may be referred to as a component (A), a component (B1), a component (B2), a component (C), and a component (D), respectively.
- the component (B1) and the component (B2) may be collectively referred to as the component (B).
- component (A) component ethylene / glycidyl acrylate-based copolymer
- component (A) component examples include ethylene / glycidyl acrylate copolymer, ethylene / glycidyl acrylate / vinyl acetate copolymer, ethylene / glycidyl acrylate / methyl acrylate copolymer, and ethylene.
- ethylene / glycidyl acrylate copolymer, ethylene / glycidyl methacrylate copolymer, ethylene / glycidyl methacrylate / methyl acrylate copolymer, ethylene / glycidyl methacrylate / vinyl acetate copolymer and the like are preferably used.
- the component (A) can be used alone or in combination of two or more.
- the ethylene contained in the ethylene / glycidyl acrylate-based copolymer is preferably 60 to 99% by mass.
- the upper or lower limit of the range is, for example, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81. , 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, or 98% by mass.
- the range may be 61 to 98% by mass.
- the ethylene / glycidyl acrylate-based copolymer preferably has a melt flow rate (kg / m 3 ) of about 200 to 500, and more preferably 250 to 450 or 300 to 400.
- the melt flow rate is a value measured according to JIS K7210 (190 ° C., 21.2 N load).
- the component (B1) (ethylene oxide / propylene oxide copolymer) is preferably, for example, an ethylene oxide / propylene oxide copolymer having a weight average molecular weight of 6000 to 25000.
- the upper or lower limit of the weight average molecular weight range is, for example, 7000, 8000, 9000, 10000, 11000, 12000, 13000, 14000, 15000, 16000, 17000, 18000, 19000, 20000, 21000, 22000, 23000, or 24000. May be good.
- the weight average molecular weight range may be 7,000 to 20,000.
- ethylene oxide / propylene oxide copolymer examples include Pluronic (registered trademark) F108 and Pluronic (registered trademark) F88 of Asahi Denka Co., Ltd.
- component (B2) component examples include polyoxyethylene oleyl ether, polyoxyethylene lauryl ether, polyoxyethylene tridecyl ether, polyoxyethylene styrenated phenyl ether, and polyoxyethylene. Examples thereof include nonylphenyl ether, polyoxyethylene octylphenyl ether, and polyoxyethylene dodecylphenyl ether.
- polyoxyethylene oleyl ether polyoxyethylene lauryl ether, polyoxyethylene tridecyl ether, polyoxyethylene styrene phenyl ether, and polyoxyethylene nonylphenyl ether are preferable, and polyoxyethylene oleyl ether and polyoxyethylene nonylphenyl are particularly preferable. Ether is more preferred.
- the polyoxyalkylene type nonionic surfactant can be used alone or in combination of two or more.
- the component (B) is contained in an amount of 5 to 15 parts by weight with respect to 100 parts by weight of the component (A).
- the upper or lower limit of the range may be, for example, 6, 7, 8, 9, 10, 11, 12, 13, or 14.
- the range may be 6-12 weights.
- the component (B1) and the component (B2) are collectively referred to as the component (B). Therefore, the amount of the component (B) is the total amount of the component (B1) and the component (B2). Corresponds to.
- the content ratio of the component (B1) and the component (B2) is 33 to 97 parts by mass for the component (B1) as 100 parts by mass for the component (B) (in other words, 3 to 67 parts by mass for the component (B2)). Is preferable.
- the upper or lower limit of the range is, for example, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, It may be 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, or 96 parts by mass.
- the range may be 34 to 96 parts by mass.
- component (C) alkali-soluble acrylic resin emulsion
- component (C) alkali-soluble acrylic resin emulsion
- a commercially available product can be purchased and used. More specifically, for example, Somarex 270K, Somarex 300, Somarex 440 manufactured by SOMAR, and Boncoat HV-E, Boncoat VE, Boncoat 3750-E manufactured by DIC, and the like can be mentioned. Of these, Boncoat 3750-E is preferable.
- the acrylic resin of the alkali-soluble acrylic resin emulsion is preferably one capable of forming an acrylic resin emulsion.
- examples of such an acrylic resin include (co) polymers of (meth) acrylates having an alkyl group having 1 to 12 carbon atoms as a monomer component (preferably as a main monomer component).
- Examples of the (meth) acrylate having an alkyl group having 1 to 12 carbon atoms include methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, and t-butyl (meth) acrylate.
- N-octyl (meth) acrylate, isooctyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isononyl (meth) acrylate, cyclohexyl (meth) acrylate and other monomer components can be exemplified. These can be used alone or in combination of two or more.
- an acrylic resin containing 2-ethylhexyl acrylate as a monomer component is preferable. Further, it is preferable to use (meth) acrylate having an alkyl group having 4 to 8 carbon atoms other than 2-ethylhexyl acrylate as a monomer component in combination with 2-ethylhexyl acrylate.
- the (meth) acrylate having an alkyl group having 4 to 8 carbon atoms include n-butyl (meth) acrylate, isobutyl (meth) acrylate, t-butyl (meth) acrylate, isooctyl (meth) acrylate, and n-octyl.
- Examples thereof include (meth) acrylates such as (meth) acrylates.
- an acrylate monomer having an alkyl group having 4 to 8 carbon atoms is preferable, and n-butyl acrylate is more preferable. It is also preferable to use n-butyl acrylate and t-butyl methacrylate in combination.
- the ratio of the content of (meth) acrylate having an alkyl group having 4 to 8 carbon atoms other than 2-ethylhexyl acrylate and 2-ethylhexyl acrylate in the monomer component forming the acrylic resin is (2-ethylhexyl acrylate / carbon).
- the mass ratio represented by (meth) acrylate having an alkyl group of several 4 to 8 is preferably 9/1 to 2/8, and more preferably 75/25 to 25/75.
- a (meth) acrylate having an alkyl group having 4 to 8 carbon atoms other than 2-ethylhexyl acrylate and 2-ethylhexyl acrylate is used in combination, further, methyl (meth) acrylate, ethyl (meth) acrylate and the like have 2 carbon atoms. It is also preferable to use (meth) acrylate having the following alkyl groups in combination, and the amount used is preferably 1 to 10% by mass in the monomer component forming the acrylic resin.
- a monomer having an acid group in combination with these (meth) acrylates.
- the monomer having an acid group include carboxyl group-containing vinyl monomers such as acrylic acid, methacrylic acid, itaconic acid, maleic acid, maleic anhydride, phthalic acid, phthalic anhydride, and crotonic acid. Among them, it is preferable to use at least one of acrylic acid and methacrylic acid. When these monomers having acid groups are used in combination, it is preferable to use them so that the total amount of acid groups is in the range of 0.5 to 10% by mass in the monomer component forming the acrylic copolymer.
- the monomer having an acid group can be used alone or in combination of two or more.
- the nitrogen-containing vinyl monomer can more preferably impart a cohesive force to the pressure-sensitive adhesive layer by interacting with an acid group, particularly a carboxyl group, in the acrylic resin emulsion particles.
- the nitrogen-containing vinyl monomer include N-vinylpyrrolidone, N-vinylcaprolactam, acryloylmorpholine, acrylonitrile, acrylamide, N, N-dimethylacrylamide, dimethylaminoethyl (meth) acrylate and the like.
- the content of the nitrogen-containing vinyl monomer in the monomer component forming the acrylic resin is preferably 0.1 to 4.5% by mass, more preferably 0.5 to 3.5% by mass.
- the nitrogen-containing vinyl monomer may be used alone or in combination of two or more.
- the alkali-soluble acrylic resin emulsion preferably contains, for example, about 15 to 30% by mass of the acrylic resin.
- the upper or lower limit of the range is, for example, 15.5, 16, 16.5, 17, 17.5, 18, 18.5, 19, 19.5, 20, 20.5, 21, 21.5, 22. , 22.5, 23, 23.5, 24, 24.5, 25, 25.5, 26, 26.5, 27, 27.5, 28, 28.5, 29, or 29.5% by mass. There may be.
- the range may be 20 to 25% by mass.
- the component (C) is contained in an amount of 0.1 to 50 parts by mass with respect to 100 parts by mass of the component (A).
- the upper or lower limit of the range is, for example, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, 1, 2, 3, 4, 5 , 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30 , 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, or 49 parts by mass.
- the range may be 0.2 to 40 parts by mass.
- the content of the component (C) when the content of the component (C) is described based on the amount of the solid content (acrylic resin) contained in the component (C), for example, the solid content of the component (C) is described. It is preferable that the amount is about 0.025 to 1.25 parts by mass with respect to 100 parts by mass of the component (A).
- the upper or lower limit of the range is, for example, 0.05, 0.1, 0.15, 0.2, 0.25, 0.3, 0.35, 0.4, 0.45, 0.5, 0. It may be 0.6, 0.7, 0.8, 0.9, 1, 1.1, or 1.2 parts by mass. For example, the range may be 0.1 to 0.5 parts by mass.
- component (D) component (basic substance)
- alkali metal hydroxides such as sodium hydroxide and potassium hydroxide
- amines such as triethanolamine, dimethylaminoethanol and diisopropanolamine
- ammonia and the like ..
- sodium hydroxide and potassium hydroxide are preferably used.
- the basic substance can be used alone or in combination of two or more.
- the component (D) is contained in an amount of 0.01 to 0.2 parts by mass with respect to 1 part by mass of the component (C).
- the upper or lower limit of the range is, for example, 0.015, 0.02, 0.025, 0.03, 0.035, 0.04, 0.045, 0.05, 0.055, 0.06, 0. .065, 0.07, 0.075, 0.08, 0.085, 0.09, 0.095, 0.1, 0.105, 0.11, 0.115, 0.12, 0.125 , 0.13, 0.135, 0.14, 0.145, 0.15, 0.155, 0.16, 0.165, 0.17, 0.175, 0.18, 0.185, 0 It may be .19 or 0.195 parts by mass.
- the range may be 0.015 to 0.19 parts by mass.
- the component (D) is preferably contained in an amount of 0.01 to 1 part by mass with respect to 100 parts by weight of the component (A).
- the upper or lower limit of the range is, for example, 0.02, 0.03, 0.04, 0.05, 0.06, 0.07, 0.08, 0.09, 0.10, 0.11, 0.
- the composition of the present disclosure is an aqueous dispersion composition, it also contains an aqueous medium.
- Water is preferable as the aqueous medium.
- the water is not particularly limited, and various types of water such as tap water, industrial water, ion-exchanged water, deionized water, and pure water can be used. Deionized water or pure water is particularly preferable.
- the water content is not particularly limited as long as it does not impair the above effects. For example, it may be contained in an amount of 50 to 500 parts by mass, preferably 65 to 200 parts by mass with respect to 100 parts by mass of the component (A).
- the upper limit or the lower limit of the range (50 to 500 parts by mass) is, for example, 55, 60, 65, 70, 75, 80, 85, 90, 95, 100, 110, 120, 130, 140, 150, 160. , 170, 180, 190, 200, 210, 220, 230, 240, 250, 260, 270, 280, 290, 300, 310, 320, 330, 340, 350, 360, 370, 380, 390, 400, 410. , 420, 430, 440, 450, 460, 470, 480, or 490 parts by mass.
- the range may be 70 to 300 parts by mass.
- composition of the present disclosure may contain other components as long as the above effects are not impaired.
- other components include water-soluble resins such as polyvinyl alcohol, sodium polyacrylate, carboxymethyl cellulose, and hydroxyethyl cellulose.
- Examples of the method for preparing the aqueous dispersion composition of the present disclosure include the following methods.
- a component (A), a component (B1), a component (B2), and water are put into a pressure-resistant heat-resistant container (for example, an autoclave), and the mixture is heated to an appropriate temperature while being sealed.
- the heating temperature is preferably equal to or higher than the melting point of the component (A) and lower than the decomposition temperature.
- it can be 80 to 300 ° C, preferably 120 to 250 ° C, and even more preferably 140 to 200 ° C.
- the component (C) and the component (D) are added and further mixed to prepare an aqueous dispersion composition of the component (A). can do. It is preferable that all the mixing is performed by stirring.
- Example 1 In a 1L autoclave container, 160 g of ethylene / glycidyl methacrylate copolymer (ethylene content 80% by weight, trade name of Sumitomo Chemical Co., Ltd .; Bond First CG5001), ethylene oxide / propylene oxide copolymer (weight average molecular weight 16500, Sanyo Kasei) Trade name of Kogyo Co., Ltd .; New Pole PE-128) 12.8 g, polyoxyethylene oleyl ether 3.2 g, and pure water 264 g were charged and sealed. Next, the stirrer was started, and the temperature inside the autoclave was raised to 180 ° C. while stirring the contents at 500 rpm.
- ethylene / glycidyl methacrylate copolymer ethylene content 80% by weight, trade name of Sumitomo Chemical Co., Ltd .; Bond First CG5001
- ethylene oxide / propylene oxide copolymer weight average molecular weight 16500,
- the internal temperature was maintained at 180 ° C., and the mixture was further stirred for 15 minutes, and then the contents were cooled to 50 ° C. while stirring to obtain a mixture.
- 0.68 g of an alkali-soluble acrylic resin emulsion (solid content 23.6%, trade name of DIC Corporation; Boncoat 3750-E) and 0.032 g of NaOH were mixed, and the mixture was stirred for 15 minutes to ethylene. / A glycidyl acrylate copolymer aqueous dispersion was obtained.
- Example 2 An ethylene / glycidyl acrylate copolymer aqueous dispersion was obtained in the same manner as in Example 1 except that the alkali-soluble acrylic resin emulsion was 6.8 g and NaOH was 0.16 g.
- Example 3 An ethylene / glycidyl acrylate copolymer aqueous dispersion was obtained in the same manner as in Example 1 except that the alkali-soluble acrylic resin emulsion was 6.8 g and NaOH was 0.8 g.
- Example 4 An ethylene / glycidyl acrylate copolymer aqueous dispersion was obtained in the same manner as in Example 1 except that the alkali-soluble acrylic resin emulsion was 34 g and the NaOH was 1.6 g.
- Comparative Example 1 An ethylene / glycidyl acrylate copolymer aqueous dispersion was obtained in the same manner as in Example 1 except that the alkali-soluble acrylic resin emulsion and NaOH were not added.
- Comparative Example 2 An ethylene / glycidyl acrylate copolymer aqueous dispersion was obtained in the same manner as in Example 1 except that NaOH was not added and the amount of the alkali-soluble acrylic resin emulsion was 0.68 g.
- Comparative Example 3 An ethylene / glycidyl acrylate copolymer aqueous dispersion was obtained in the same manner as in Example 1 except that the alkali-soluble acrylic resin emulsion was 0.68 g and NaOH was 0.16 g.
- Comparative Example 4 An ethylene / glycidyl acrylate copolymer aqueous dispersion was obtained in the same manner as in Example 1 except that the alkali-soluble acrylic resin emulsion was 6.8 g and NaOH was 0.032 g.
- Comparative Example 5 An ethylene / glycidyl acrylate copolymer aqueous dispersion was obtained in the same manner as in Example 1 except that the alkali-soluble acrylic resin emulsion was 34 g and the NaOH was 0.32 g.
- JIS-K5400 a grid-like peeling tape method test
- a cellophane tape was attached on the coating film.
- the appearance and adhesion evaluation criteria are as follows.
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Abstract
Description
項1.
(A)エチレン/グリシジルアクリレート系共重合体、
(B1)エチレンオキシド/プロピレンオキシド共重合体、
(B2)ポリオキシアルキレン型非イオン界面活性剤、
(C)アルカリ可溶性アクリル樹脂エマルション、及び
(D)塩基性物質
を含有し、
(A)100質量部に対し、(B1)及び(B2)の合計が5~15質量部、(C)が0.1~50質量部、含有され、
(D)は、(C)1質量部に対して、0.01~0.2質量部含有される、
エチレン/グリシジルアクリレート系共重合体水性分散組成物。
項2.
(A)が、エチレン/グリシジルアクリレート共重合体、エチレン/グリシジルメタクリレート共重合体、エチレン/グリシジルメタクリレート/メチルアクリレート共重合体、及びエチレン/グリシジルメタクリレート/酢酸ビニル共重合体からなる群より選択される少なくとも1種である、
項1に記載の組成物。
項3.
(B2)が、ポリオキシエチレンオレイルエーテル、ポリオキシエチレンラウリルエーテル、ポリオキシエチレントリデシルエーテル、ポリオキシエチレンスチレン化フェニルエーテル、及びポリオキシエチレンノニルフェニルエーテルからなる群より選択される少なくとも1種である、項1に記載の組成物。
項4.
(D)が、アルカリ金属水酸化物である、項1~3のいずれかに記載の組成物。
項5.
アルカリ可溶性化アクリル樹脂が、少なくとも2-エチルヘキシルアクリレートをモノマー成分とするアクリル樹脂である、項1~4のいずれかに記載の組成物。
また、エチレン/グリシジルアクリレート系共重合体は、メルトフローレート(kg/m3)が、200~500程度のものが好ましく、250~450若しくは300~400程度のものがより好ましい。なお、当該メルトフローレートは、JISK7210(190℃、21.2N荷重)に従って測定した値である。
また、本開示の組成物において、(C)成分の含有量を、(C)成分に含有される固形分(アクリル樹脂)量を基準として記載する場合には、例えば、(C)成分の固形分が、(A)成分100質量部に対して、0.025~1.25質量部程度含有されることが好ましい。当該範囲の上限又は下限は、例えば0.05、0.1、0.15、0.2、0.25、0.3、0.35、0.4、0.45、0.5、0.6、0.7、0.8、0.9、1、1.1、又は1.2質量部であってもよい。例えば当該範囲は0.1~0.5質量部であってもよい。
1Lオートクレーブ容器中に、エチレン/ グリシジルメタクリレート共重合体( エチレン含有量80重量% 、住友化学株式会社の商品名; ボンドファーストCG5001) 160g 、エチレンオキシド/プロピレンオキシド共重合体(重量平均分子量16500 、三洋化成工業株式会社の商品名;ニューポールPE-128 )12.8 g 、ポリオキシエチレンオレイルエーテル3.2g、純水264gを仕込み、密閉した。次に、攪拌機を始動し、毎分500回転で内容物を攪拌しながらオートクレーブ内を180℃まで昇温した。内温を180℃に保って、さらに15分間攪拌した後、内容物を攪拌しながら50℃まで冷却し、混合物を得た。得られた混合物に対し、アルカリ可溶性アクリル樹脂エマルション(固形分23.6%、DIC株式会社の商品名;ボンコート3750-E)0.68g、NaOH 0.032gを混合し、15分間攪拌してエチレン/ グリシジルアクリレート共重合体水性分散液を得た。
なお、用いたエチレン/ グリシジルメタクリレート共重合体(ボンドファーストCG5001)は、JISK7210(190℃、21.2N荷重)に従って測定したメルトフローレート(kg/m3)値は380である。
アルカリ可溶性アクリル樹脂エマルションを6.8g、NaOHを0.16gとした以外は、実施例1と同様にして、エチレン/グリシジルアクリレート共重合水性分散液を得た。
アルカリ可溶性アクリル樹脂エマルションを6.8g、NaOHを0.8gとした以外は、実施例1と同様にして、エチレン/グリシジルアクリレート共重合水性分散液を得た。
アルカリ可溶性アクリル樹脂エマルションを34g、NaOHを1.6gとした以外は、実施例1と同様にして、エチレン/グリシジルアクリレート共重合水性分散液を得た。
アルカリ可溶性アクリル樹脂エマルション及びNaOHを加えない以外は、実施例1と同様にして、エチレン/グリシジルアクリレート共重合水性分散液を得た。
NaOHを加えず、アルカリ可溶性アクリル樹脂エマルションを0.68gとした以外は、実施例1と同様にして、エチレン/グリシジルアクリレート共重合水性分散液を得た。
アルカリ可溶性アクリル樹脂エマルションを0.68g、NaOHを0.16gとした以外は、実施例1と同様にして、エチレン/グリシジルアクリレート共重合水性分散液を得た。
アルカリ可溶性アクリル樹脂エマルションを6.8g、NaOHを0.032gとした以外は、実施例1と同様にして、エチレン/グリシジルアクリレート共重合水性分散液を得た。
アルカリ可溶性アクリル樹脂エマルションを34g、NaOHを0.32gとした以外は、実施例1と同様にして、エチレン/グリシジルアクリレート共重合水性分散液を得た。
○:ひび割れなし
×:ひび割れあり
○: 皮膜剥がれの面積は5%未満
×: 皮膜剥がれの面積は5%以上
Claims (4)
- (A)エチレン/グリシジルアクリレート系共重合体、
(B1)エチレンオキシド/プロピレンオキシド共重合体、
(B2)ポリオキシアルキレン型非イオン界面活性剤、
(C)アルカリ可溶性アクリル樹脂エマルション、及び
(D)塩基性物質
を含有し、
(A)100質量部に対し、(B1)及び(B2)の合計が5~15質量部、(C)が0.1~50質量部、含有され、
(D)は、(C)1質量部に対して、0.01~0.2質量部含有される、
エチレン/グリシジルアクリレート系共重合体水性分散組成物。 - (A)が、エチレン/グリシジルアクリレート共重合体、エチレン/グリシジルメタクリレート共重合体、エチレン/グリシジルメタクリレート/メチルアクリレート共重合体、及びエチレン/グリシジルメタクリレート/酢酸ビニル共重合体からなる群より選択される少なくとも1種である、
請求項1に記載の組成物。 - (B2)が、ポリオキシエチレンオレイルエーテル、ポリオキシエチレンラウリルエーテル、ポリオキシエチレントリデシルエーテル、ポリオキシエチレンスチレン化フェニルエーテル、及びポリオキシエチレンノニルフェニルエーテルからなる群より選択される少なくとも1種である、請求項1に記載の組成物。
- (D)が、アルカリ金属水酸化物である、請求項1~3のいずれかに記載の組成物。
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Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH07292121A (ja) * | 1994-04-28 | 1995-11-07 | Sumitomo Seika Chem Co Ltd | エチレン−グリシジルアクリレート系化合物共重合体水性エマルジョンの製造方法 |
JP2000212458A (ja) * | 1999-01-25 | 2000-08-02 | Sumitomo Seika Chem Co Ltd | 高吸水性樹脂粒子 |
JP2003313374A (ja) * | 2001-03-16 | 2003-11-06 | Sumitomo Chem Co Ltd | エチレン・ビニルエステル共重合体含有水性エマルジョン |
JP2005206626A (ja) * | 2004-01-20 | 2005-08-04 | Sumitomo Seika Chem Co Ltd | エチレン/グリシジルアクリレート系共重合体水性分散液の製造方法 |
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JP3713482B2 (ja) | 2002-12-17 | 2005-11-09 | 住友精化株式会社 | エチレン−グリシジルアクリレート系化合物共重合体水性エマルジョンの製造方法 |
JP4241178B2 (ja) * | 2003-05-12 | 2009-03-18 | 東洋インキ製造株式会社 | 水性顔料分散体及び水性インキ組成物 |
JP5250859B2 (ja) * | 2006-05-22 | 2013-07-31 | 関西ペイント株式会社 | 水性塗料組成物 |
JP6460076B2 (ja) * | 2016-10-26 | 2019-01-30 | 三菱ケミカル株式会社 | 無機化合物分散液の製造方法 |
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Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH07292121A (ja) * | 1994-04-28 | 1995-11-07 | Sumitomo Seika Chem Co Ltd | エチレン−グリシジルアクリレート系化合物共重合体水性エマルジョンの製造方法 |
JP2000212458A (ja) * | 1999-01-25 | 2000-08-02 | Sumitomo Seika Chem Co Ltd | 高吸水性樹脂粒子 |
JP2003313374A (ja) * | 2001-03-16 | 2003-11-06 | Sumitomo Chem Co Ltd | エチレン・ビニルエステル共重合体含有水性エマルジョン |
JP2005206626A (ja) * | 2004-01-20 | 2005-08-04 | Sumitomo Seika Chem Co Ltd | エチレン/グリシジルアクリレート系共重合体水性分散液の製造方法 |
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US20230257574A1 (en) | 2023-08-17 |
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