WO2022270460A1 - （メタ）アクリル樹脂組成物、無機微粒子分散スラリー組成物及び無機微粒子分散成形物 - Google Patents

（メタ）アクリル樹脂組成物、無機微粒子分散スラリー組成物及び無機微粒子分散成形物 Download PDF

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WO2022270460A1
WO2022270460A1 PCT/JP2022/024519 JP2022024519W WO2022270460A1 WO 2022270460 A1 WO2022270460 A1 WO 2022270460A1 JP 2022024519 W JP2022024519 W JP 2022024519W WO 2022270460 A1 WO2022270460 A1 WO 2022270460A1
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weight
meth
acrylic resin
inorganic fine
less
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PCT/JP2022/024519
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English (en)
French (fr)
Japanese (ja)
Inventor
丈 大塚
健司 山内
竜也 松窪
由実 金子
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積水化学工業株式会社
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Application filed by 積水化学工業株式会社 filed Critical 積水化学工業株式会社
Priority to CN202280012445.4A priority Critical patent/CN116829643A/zh
Priority to JP2022541690A priority patent/JPWO2022270460A1/ja
Priority to KR1020237024966A priority patent/KR20240022439A/ko
Publication of WO2022270460A1 publication Critical patent/WO2022270460A1/ja

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/20—Esters of polyhydric alcohols or phenols, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
    • C08K3/013—Fillers, pigments or reinforcing additives
    • 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
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C08L33/10—Homopolymers or copolymers of methacrylic acid esters
    • 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

Definitions

  • the present invention relates to a (meth)acrylic resin composition, an inorganic fine particle-dispersed slurry composition, and an inorganic fine particle-dispersed molding.
  • a composition in which inorganic fine particles such as ceramic powder and glass particles are dispersed in a binder resin is used in the production of laminated electronic components such as laminated ceramic capacitors.
  • laminated ceramic capacitors are generally manufactured using the following method. First, after adding additives such as a plasticizer and a dispersant to a solution of a binder resin dissolved in an organic solvent, ceramic raw material powder is added and uniformly mixed using a ball mill or the like to obtain an inorganic fine particle dispersion slurry composition. obtain.
  • the resulting inorganic fine particle-dispersed slurry composition is cast on the surface of a support such as a release-treated polyethylene terephthalate film, SUS plate, or the like using a doctor blade, reverse roll coater, or the like, and volatile matter such as an organic solvent is removed. After evaporating, the ceramic green sheet is obtained by peeling off from the support. Next, the resulting ceramic green sheets are coated with a conductive paste that will become internal electrodes by screen printing or the like, and a plurality of these sheets are stacked, heated and pressure-bonded to obtain a laminate.
  • the resulting laminate is heated to thermally decompose and remove components such as the binder resin, ie, a so-called degreasing treatment, followed by firing to obtain a fired ceramic body having internal electrodes. Further, external electrodes are applied to the end faces of the fired ceramic body obtained, and fired to complete a laminated ceramic capacitor.
  • Patent Literature 1 discloses a method for efficiently dispersing ceramic powder in a configuration using these binders. Specifically, a method is disclosed in which ceramic powder such as calcium titanate is first pulverized in a solvent such as ethanol, and then a resin such as polyvinyl butyral resin or ethyl cellulose resin is added. Further, Patent Document 2 discloses a method using polyvinyl butyral, cellulose-based polymer, acrylic resin, etc. as a binder.
  • JP 2011-84433 A Japanese Patent Application Laid-Open No. 2020-109761
  • Patent Document 1 has a problem that it has a high decomposition temperature and cannot be applied to applications where low-temperature firing is desirable, such as applications using easily oxidizable metals such as copper or low-melting-point glass.
  • Patent Document 2 describes the use of an acrylic resin, but when fine inorganic fine particles having an average particle size of less than 1 ⁇ m are used, there is a problem that the dispersibility deteriorates. Furthermore, the acrylic resin described in Patent Document 2 has a problem that deterioration due to oxidation occurs during degreasing, which requires a high baking temperature.
  • An object of the present invention is to provide a (meth)acrylic resin composition that has excellent decomposability at low temperatures and that can improve the dispersibility of inorganic fine particles and the effect of suppressing aggregation.
  • Another object of the present invention is to provide an inorganic fine particle-dispersed slurry composition and an inorganic fine particle-dispersed molding using the (meth)acrylic resin composition.
  • the present disclosure (1) is a (meth) acrylic resin and a (meth) acrylic resin composition containing an organic solvent, satisfying any one of the following (1) to (3), the organic solvent A (meth)acrylic resin composition having a weight concentration of OH groups contained therein of 9.0% by weight or more and 28.0% by weight or less.
  • the (meth)acrylic resin contains a high molecular weight (meth)acrylic resin (A) having a weight average molecular weight of 120,000 or more and 300,000 or less, and is contained in the high molecular weight (meth)acrylic resin (A).
  • the weight concentration of the OH group contained in the polymer is 0.4% by weight or more and 2.0% by weight or less.
  • the (meth)acrylic resin contains a high molecular weight (meth)acrylic resin (B) having a weight average molecular weight of more than 300,000 and 500,000 or less, and the high molecular weight (meth)acrylic resin (B) contains The weight concentration of OH groups contained in is 1.3% by weight or more and 3.5% by weight or less.
  • the (meth)acrylic resin contains a low-molecular-weight (meth)acrylic resin (C) having a weight-average molecular weight of 5,000 to 100,000, and the low-molecular-weight (meth)acrylic resin (C)
  • the weight concentration of OH groups contained therein is 1.3% by weight or more and 3.5% by weight or less, and the weight concentration of S atoms contained in the (meth)acrylic resin is 250 ppm or more and 20000 ppm or less.
  • (2) of the present disclosure satisfies (1) and contains a low-molecular-weight (meth)acrylic resin having a weight average molecular weight of 5,000 to 100,000, wherein the low-molecular-weight (meth)acrylic resin contains The weight concentration of the OH group contained is 1.3% by weight or more and 3.5% by weight or less, and the content of the low molecular weight (meth)acrylic resin with respect to 100 parts by weight of the high molecular weight (meth)acrylic resin (A) is 0 (1)
  • the (meth)acrylic resin composition of the present disclosure (1) which is 1 part by weight or more and 10 parts by weight or less.
  • the present disclosure (3) satisfies (1) or (2), and the solubility of the high-molecular-weight (meth)acrylic resin (A) or (B) in ethanol is 10 parts by weight/100 parts by weight or more of ethanol. It is a (meth)acrylic resin composition of the present disclosure (1).
  • the present disclosure (4) satisfies (1) or (2), and the high molecular weight (meth)acrylic resin (A) or (B) is represented by the following formula (a) for all structural units (Meta) of (1) or (3) of the present disclosure containing 79% by weight or more and 96% by weight or less of the structural unit represented by the following formula (b) and 3.1% by weight or more and 17% by weight or less of the structural unit represented by the following formula (b) It is an acrylic resin composition.
  • R 1 represents a linear or branched alkyl group having 1 to 8 carbon atoms
  • R 2 represents the number of carbon atoms in which at least one hydrogen atom is substituted with an OH group It represents 2 to 4 linear or branched alkyl groups.
  • the present disclosure (5) satisfies (1) or (2), and the OH contained in the organic solvent with respect to the weight concentration of OH groups contained in the high molecular weight (meth)acrylic resin (A) or (B)
  • the ratio of the weight concentration of groups is 4.5 or more.46.
  • the (meth)acrylic resin composition according to (1), (3) or (4) of the present disclosure which is 2 or less.
  • the present disclosure (6) satisfies (2), and the (meth)acrylic resin consists only of a high-molecular-weight (meth)acrylic resin (B), and S contained in the (meth)acrylic resin
  • the (meth)acrylic resin composition according to (1), (3), (4) or (5) of the present disclosure wherein the weight concentration of atoms is 250 ppm or more and 20000 ppm or less.
  • the present disclosure (7) is an inorganic fine particle-dispersed slurry composition containing the (meth)acrylic resin composition according to any one of the present disclosures (1) to (6), inorganic fine particles, and a plasticizer.
  • the present disclosure (8) is an inorganic fine particle-dispersed molded product obtained by using the inorganic fine particle-dispersed slurry composition of the present disclosure (7). The present invention will be described in detail below.
  • the present inventors have prepared a (meth)acrylic resin having a predetermined weight average molecular weight, OH group weight concentration, and S atom weight concentration, and By using it in combination with an organic solvent, the binder resin exhibits extremely excellent degradability even at low temperatures, and furthermore, the dispersibility of inorganic fine particles and the effect of suppressing aggregation can be improved. Arrived.
  • the (meth)acrylic resin composition of the present invention contains a (meth)acrylic resin.
  • the (meth)acrylic resin satisfies any one of the following (1) to (3).
  • the (meth)acrylic resin contains a high molecular weight (meth)acrylic resin (A) having a weight average molecular weight of 120,000 or more and 300,000 or less, and is contained in the high molecular weight (meth)acrylic resin (A).
  • the weight concentration of the OH group contained in the polymer is 0.4% by weight or more and 2.0% by weight or less.
  • the (meth)acrylic resin contains a high molecular weight (meth)acrylic resin (B) having a weight average molecular weight of more than 300,000 and 500,000 or less, and the high molecular weight (meth)acrylic resin (B) contains The weight concentration of OH groups contained in is 1.3% by weight or more and 3.5% by weight or less.
  • the (meth)acrylic resin contains a low-molecular-weight (meth)acrylic resin (C) having a weight-average molecular weight of 5,000 to 100,000, and is included in the low-molecular-weight (meth)acrylic resin.
  • the weight concentration of OH groups contained in the (meth)acrylic resin is 1.3 wt % or more and 3.5 wt % or less, and the weight concentration of S atoms contained in the (meth)acrylic resin is 250 ppm or more and 20000 ppm or less.
  • the (meth)acrylic resin contains a high molecular weight (meth)acrylic resin (A).
  • the high molecular weight (meth)acrylic resin (A) has a weight average molecular weight of 120,000 or more and 300,000 or less.
  • the weight average molecular weight is preferably 150,000 or more, more preferably 180,000 or more, preferably 250,000 or less, and more preferably 220,000 or less. Within the above range, the inorganic fine particle-dispersed slurry composition has a sufficient viscosity, and the printability can be improved.
  • the ratio (Mw/Mn) between the weight average molecular weight (Mw) and the number average molecular weight (Mn) of the high molecular weight (meth)acrylic resin (A) is preferably 2 or more, and 8 or less. is preferred.
  • the component having a low degree of polymerization is appropriately contained, so that the viscosity of the inorganic fine particle-dispersed slurry composition is within a suitable range, and the productivity can be enhanced.
  • the sheet strength of the obtained inorganic fine particle-dispersed sheet can be made moderate.
  • the surface smoothness of the resulting ceramic green sheet can be sufficiently improved.
  • the above Mw/Mn is more preferably 3 or more, and more preferably 6 or less.
  • the weight average molecular weight (Mw) and number average molecular weight (Mn) are average molecular weights in terms of polystyrene, and can be obtained by performing GPC measurement using, for example, a column LF-804 (manufactured by Showa Denko KK) as a column. can.
  • the weight concentration of OH groups contained in the high molecular weight (meth)acrylic resin (A) is 0.4% by weight or more and 2.0% by weight or less. By setting the amount within the above range, the binder resin exhibits extremely excellent decomposability even at low temperatures, and furthermore, the dispersibility of the inorganic fine particles and the effect of suppressing aggregation can be improved.
  • the weight concentration of the OH group is preferably 0.5% by weight or more, more preferably 0.6% by weight or more, preferably 1.6% by weight or less, and 1.4% by weight. The following are more preferable.
  • the weight concentration of the OH group means the ratio of the weight of the OH group to the total weight of the high-molecular-weight (meth)acrylic resin (A), and can be calculated based on the following formula.
  • Weight concentration of OH groups contained in high molecular weight (meth)acrylic resin (A) [weight of OH groups contained in all monomers/(weight of all monomers + weight of polymerization initiator)] x 100
  • the (meth)acrylic resin contains a high-molecular-weight (meth)acrylic resin (B).
  • the high molecular weight (meth)acrylic resin (A) has a weight average molecular weight of more than 300,000 and 500,000 or less. Within the above range, the dispersibility of the inorganic fine particles can be sufficiently improved when the inorganic fine particle-dispersed slurry composition is prepared. In addition, aggregation of inorganic fine particles can be suppressed.
  • the weight average molecular weight is preferably 320,000 or more, more preferably 330,000 or more, preferably 480,000 or less, and more preferably 450,000 or less. Within the above range, the inorganic fine particle-dispersed slurry composition has a sufficient viscosity, and the printability can be improved. Further, the ratio (Mw/Mn) between the weight average molecular weight (Mw) and the number average molecular weight (Mn) of the high molecular weight (meth)acrylic resin (B) is preferably 2 or more, and 8 or less. is preferred.
  • the component having a low degree of polymerization is appropriately contained, so that the viscosity of the inorganic fine particle-dispersed slurry composition is within a suitable range, and the productivity can be enhanced.
  • the sheet strength of the obtained inorganic fine particle-dispersed sheet can be made moderate.
  • the surface smoothness of the resulting ceramic green sheet can be sufficiently improved.
  • the above Mw/Mn is more preferably 3 or more, and more preferably 6 or less.
  • the weight concentration of OH groups contained in the high molecular weight (meth)acrylic resin (B) is 1.3% by weight or more and 3.5% by weight or less.
  • the weight concentration of the OH group is preferably 1.5% by weight or more, more preferably 2% by weight or more, preferably 3.3% by weight or less, and 3% by weight or less. is more preferred.
  • the weight concentration of the OH group means the ratio of the weight of the OH group to the total weight of the high-molecular-weight (meth)acrylic resin (B), and can be calculated based on the following formula.
  • Weight concentration of OH groups contained in high molecular weight (meth)acrylic resin (B) [weight of OH groups contained in all monomers/(weight of all monomers + weight of polymerization initiator)] x 100
  • the high molecular weight (meth)acrylic resins (A) and (B) preferably have a structural unit represented by the following formula (a), and preferably have a structural unit represented by the following formula (b). .
  • R 1 represents a linear or branched alkyl group having 1 to 8 carbon atoms
  • R 2 represents the number of carbon atoms in which at least one hydrogen atom is substituted with an OH group It represents 2 to 4 linear or branched alkyl groups.
  • R 1 above is more preferably a linear or branched alkyl group having 1 to 4 carbon atoms, such as methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group and isobutyl group.
  • R 2 is preferably a linear or branched alkyl group having 2 to 4 carbon atoms in which at least one hydrogen atom is substituted with an OH group. -hydroxybutyl group and the like.
  • the content of the structural unit represented by the formula (a) in the high-molecular-weight (meth)acrylic resins (A) and (B) is preferably 79% by weight or more and 96% by weight or less. preferable. By setting it as the said range, low-temperature decomposability can fully be improved.
  • the content of the structural unit represented by the above formula (a) is more preferably 85% by weight or more, and more preferably 95% by weight or less.
  • the content of the structural unit represented by the formula (b) in the high molecular weight (meth)acrylic resins (A) and (B) is preferably 3.1% by weight or more and 17% by weight or less. is preferred. Ethanol is often used as a solvent for binder resins, but acrylic resins generally have lower solubility in ethanol than polyvinyl acetal resins. However, by setting the amount in the above range, the dispersibility of the inorganic fine particles and the effect of suppressing aggregation can be improved. Moreover, the solubility in ethanol can be further enhanced.
  • the content of the structural unit represented by the above formula (2) is more preferably 4% by weight or more, and more preferably 15% by weight or less.
  • the high-molecular-weight (meth)acrylic resins (A) and (B) preferably have segments derived from a (meth)acrylic acid ester having a linear or branched alkyl group having 3 to 4 carbon atoms. By having the above segment, the low-temperature decomposability can be made more excellent.
  • Examples of the (meth)acrylic acid ester having a linear or branched alkyl group having 3 to 4 carbon atoms include n-propyl (meth)acrylate, isopropyl (meth)acrylate, and n-(meth)acrylate. -butyl, isobutyl (meth)acrylate and the like. Among them, isobutyl (meth)acrylate is preferred.
  • the content of the segment derived from the (meth)acrylic acid ester having a linear or branched alkyl group having 3 to 4 carbon atoms in the high-molecular-weight (meth)acrylic resins (A) and (B) is 30% by weight. It is preferably 40% by weight or more, more preferably 40% by weight or more, preferably 95% by weight or less, and more preferably 88% by weight or less.
  • the high-molecular-weight (meth)acrylic resins (A) and (B) may have segments derived from (meth)acrylic acid esters having alkyl groups of 1 to 2 carbon atoms.
  • Examples of the (meth)acrylic acid ester having an alkyl group having 1 to 2 carbon atoms include methyl (meth)acrylate and ethyl (meth)acrylate.
  • the content of the segment derived from the (meth)acrylic acid ester having an alkyl group having 1 to 2 carbon atoms in the high-molecular-weight (meth)acrylic resins (A) and (B) is preferably 0% by weight or more. , more preferably 10% by weight or more, preferably 66.8% by weight or less, and more preferably 46% by weight or less.
  • the high-molecular-weight (meth)acrylic resins (A) and (B) may have a segment derived from a (meth)acrylic acid ester having a linear or branched alkyl group having 5 to 8 carbon atoms. good.
  • Examples of the (meth)acrylic acid ester having a linear or branched alkyl group having 5 to 8 carbon atoms include n-pentyl (meth)acrylate, isopentyl (meth)acrylate, neopentyl (meth)acrylate, Examples include n-hexyl (meth)acrylate, n-heptyl (meth)acrylate, n-octyl (meth)acrylate and 2-ethylhexyl (meth)acrylate.
  • (meth)acrylic acid esters having a linear or branched alkyl group having 6 to 8 carbon atoms are preferred, and 2-ethylhexyl (meth)acrylate is more preferred.
  • the content of the segment derived from the (meth)acrylic acid ester having a linear or branched alkyl group having 5 to 8 carbon atoms in the high molecular weight (meth)acrylic resins (A) and (B) is 0 weight. % or more, more preferably 9 wt % or more, preferably 25 wt % or less, and more preferably 20 wt % or less.
  • the high-molecular-weight (meth)acrylic resins (A) and (B) may have a segment derived from a (meth)acrylic acid ester having a linear or branched alkyl group having 9 or more carbon atoms.
  • Examples of the (meth)acrylic acid ester having a linear or branched alkyl group having 9 or more carbon atoms include n-nonyl (meth)acrylate, isononyl (meth)acrylate, and n (meth)acrylate.
  • the high-molecular-weight (meth)acrylic resins (A) and (B) contain segments derived from (meth)acrylic acid esters having linear or branched alkyl groups in which at least one of the hydrogen atoms is substituted with an OH group. It is preferable to have By having the above segment, the binder resin exhibits extremely excellent degradability even at low temperatures, and furthermore, the dispersibility of the inorganic fine particles and the effect of suppressing aggregation can be improved.
  • the (meth)acrylic acid ester having a linear or branched alkyl group in which at least one of the hydrogen atoms is substituted with an OH group preferably has an OH group weight ratio of 10.5% by weight or more. , more preferably 11.5% by weight or more, and preferably 13.1% by weight or less.
  • the high-molecular-weight (meth)acrylic resins (A) and (B) are (meth)acrylic acid having a linear or branched alkyl group having 2 to 4 carbon atoms in which at least one of the hydrogen atoms is substituted with an OH group. It is preferred to have segments derived from esters.
  • Examples of the (meth)acrylic acid ester having a linear or branched alkyl group having 2 to 4 carbon atoms in which at least one of the hydrogen atoms is substituted with an OH group include 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 3-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, etc. is mentioned. Among them, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, and 2-hydroxybutyl (meth)acrylate are preferred.
  • (Meth)acrylic acid ester having a linear or branched alkyl group having 2 to 4 carbon atoms in which at least one hydrogen atom in the high-molecular-weight (meth)acrylic resins (A) and (B) is substituted with an OH group
  • the content of the segment derived from is preferably 3.1% by weight or more, more preferably 5.0% by weight or more, preferably 17.0% by weight or less, and 12.2% by weight % or less.
  • the high-molecular-weight (meth)acrylic resins (A) and (B) are (meth)acrylic acid esters having a linear or branched alkyl group having 5 or more carbon atoms in which at least one of the hydrogen atoms is substituted with an OH group.
  • Examples of the (meth)acrylic acid ester having a linear or branched alkyl group having 5 or more carbon atoms in which at least one of the hydrogen atoms is substituted with an OH group include hydroxypentyl (meth)acrylate, (meth) hydroxyhexyl acrylate, hydroxyheptyl (meth)acrylate, hydroxyoctyl (meth)acrylate and the like.
  • the high-molecular weight (meth)acrylic resins (A) and (B) include segments derived from the (meth)acrylic acid ester, segments derived from (meth)acrylic acid, and (meth)acrylic acid having a glycidyl group. It may have segments derived from other (meth)acrylic acid esters such as esters.
  • the glass transition temperature (Tg) of the high molecular weight (meth)acrylic resins (A) and (B) is preferably 30° C. or higher and 85° C. or lower. By setting the amount within the above range, the amount of the plasticizer to be added can be reduced, and the low-temperature decomposability can be improved.
  • the Tg is more preferably 32° C. or higher, still more preferably 42° C. or higher, even more preferably 45° C. or higher, particularly preferably 50° C. or higher, and 80° C. or lower. is more preferable, and 75° C. or less is even more preferable.
  • the glass transition temperature (Tg) can be measured using, for example, a differential scanning calorimeter (DSC).
  • the above high molecular weight (meth)acrylic resins (A) and (B) preferably have a solubility in ethanol of 10 parts by weight/100 parts by weight or more of ethanol. By setting it as the said range, the dispersibility of an inorganic fine particle and the aggregation inhibitory effect can be improved. In addition, the solubility in organic solvents can be sufficiently increased.
  • the solubility in ethanol is more preferably 50 parts by weight or more, and even more preferably 100 parts by weight or more.
  • the above-mentioned solubility in ethanol means the amount of resin added required until precipitation occurs when dissolved in 100 parts by weight of ethanol in an environment of 25°C.
  • the content of the high molecular weight (meth)acrylic resin (A) in the (meth)acrylic resin composition of the present invention is preferably 5% by weight or more, more preferably 10% by weight or more, and 30% by weight. % or more, preferably 70% by weight or less, and more preferably 60% by weight or less.
  • the content of the high molecular weight (meth)acrylic resin (B) in the (meth)acrylic resin composition of the present invention is preferably 5% by weight or more, more preferably 10% by weight or more, and 30% by weight. % or more, preferably 70% by weight or less, and more preferably 60% by weight or less.
  • the weight concentration of S atoms contained in the (meth)acrylic resin is preferably 250 ppm or more, and preferably 20000 ppm or less. preferable.
  • the binder resin exhibits extremely excellent decomposability even at low temperatures, and furthermore, the dispersibility of the inorganic fine particles and the effect of suppressing aggregation can be improved.
  • the weight concentration of the S atoms is more preferably 400 ppm or more, and more preferably 15000 ppm or less.
  • the weight concentration of S atoms means the ratio of the weight of S atoms to the weight of the (meth)acrylic resin, and can be calculated based on the following formula.
  • Weight concentration of S atoms contained in (meth)acrylic resin [weight of S atoms contained in chain transfer agent/(weight of all monomers + weight of polymerization initiator + weight of chain transfer agent)] ⁇ 100
  • the weight concentration of the S atoms is the weight concentration of the S atoms contained in each (meth)acrylic resin and each (meth)acrylic resin.
  • the weight concentration of S atoms can also be determined by ICP-AES (inductively coupled plasma atomic emission spectrometry).
  • the method for producing the high molecular weight (meth)acrylic resins (A) and (B) is not particularly limited.
  • an organic solvent or the like is added to a raw material monomer mixture containing (meth) acrylic acid ester or the like to prepare a monomer mixture, and a polymerization initiator and a chain transfer agent are added to the obtained monomer mixture, and the above A method of copolymerizing raw material monomers may be mentioned.
  • the polymerization method is not particularly limited, and examples thereof include emulsion polymerization, suspension polymerization, bulk polymerization, interfacial polymerization, and solution polymerization. Among them, solution polymerization is preferred.
  • Examples of the polymerization initiator include t-butyl peroxypivalate, p-menthane hydroperoxide, diisopropylbenzene hydroperoxide, 1,1,3,3-tetramethylbutyl hydroperoxide, cumene hydroxyperoxide, t-butyl hydroxyperoxide, cyclohexanone peroxide, disuccinic acid peroxide and the like.
  • Examples of the chain transfer agent include 3-mercapto-1,2-propanediol, 3-mercapto-1-propanol, 3-mercapto-2-butanol, 8-mercapto-1-octanol, mercaptosuccinic acid, and mercaptoacetic acid. etc.
  • the (meth)acrylic resin contains a low molecular weight (meth)acrylic resin (C).
  • the low molecular weight (meth)acrylic resin (C) has a weight average molecular weight of 5,000 or more and 100,000 or less.
  • the weight average molecular weight is more preferably 6,000 or more, still more preferably 8,000 or more, more preferably 90,000 or less, and even more preferably 30,000 or less.
  • the ratio (Mw/Mn) between the weight average molecular weight (Mw) and the number average molecular weight (Mn) of the low molecular weight (meth)acrylic resin (C) is preferably 1.3 or more, and 2 or more. It is more preferable that there is one, and it is preferable that it is 8 or less.
  • the content is within the above range, the component having a low degree of polymerization is appropriately contained, so that the viscosity of the inorganic fine particle-dispersed slurry composition is within a suitable range, and the productivity can be enhanced.
  • the sheet strength of the obtained inorganic fine particle-dispersed sheet can be made moderate. Furthermore, the surface smoothness of the resulting ceramic green sheet can be sufficiently improved.
  • the above Mw/Mn is more preferably 3 or more, and more preferably 6 or less.
  • the weight average molecular weight (Mw) and number average molecular weight (Mn) are average molecular weights in terms of polystyrene, and can be obtained by performing GPC measurement using, for example, a column LF-804 (manufactured by Showa Denko KK) as a column. can.
  • the weight concentration of OH groups contained in the low molecular weight (meth)acrylic resin (C) is 1.3% by weight or more and 3.5% by weight or less. By setting the amount within the above range, the binder resin exhibits extremely excellent decomposability even at low temperatures, and furthermore, the dispersibility of the inorganic fine particles and the effect of suppressing aggregation can be improved.
  • the weight concentration of the OH groups is preferably 1.4% by weight or more, preferably 3.3% by weight or less, and more preferably 3.2% by weight or less.
  • the weight concentration of OH groups means the ratio of the weight of OH groups to the total weight of the low-molecular-weight (meth)acrylic resin (C), and can be calculated based on the following formula.
  • Weight concentration of OH groups contained in the low molecular weight (meth) acrylic resin (C) [(weight of OH groups contained in all monomers + weight of OH groups contained in chain transfer agent) / (weight of all monomers + weight of polymerization initiator + weight of chain transfer agent)] ⁇ 100
  • the low-molecular-weight (meth)acrylic resin (C) preferably has a segment derived from a (meth)acrylic acid ester having a linear or branched alkyl group with 3 to 4 carbon atoms. By having the above segment, the low-temperature decomposability can be made more excellent.
  • the (meth)acrylic acid ester having a linear or branched alkyl group having 3 to 4 carbon atoms include n-propyl (meth)acrylate, isopropyl (meth)acrylate, and n-(meth)acrylate. -butyl, isobutyl (meth)acrylate and the like. Among them, isobutyl (meth)acrylate is preferred.
  • the content of the segment derived from the (meth)acrylic acid ester having a linear or branched alkyl group having 3 to 4 carbon atoms in the low molecular weight (meth)acrylic resin (C) is 38% by weight or more. , more preferably 50% by weight or more, preferably 80% by weight or less, and more preferably 75% by weight or less.
  • the low-molecular-weight (meth)acrylic resin (C) may have a segment derived from a (meth)acrylic acid ester having an alkyl group having 1 to 2 carbon atoms.
  • examples of the (meth)acrylic acid ester having an alkyl group having 1 to 2 carbon atoms include methyl (meth)acrylate and ethyl (meth)acrylate.
  • the content of the segment derived from the (meth)acrylic acid ester having an alkyl group having 1 to 2 carbon atoms in the low molecular weight (meth)acrylic resin (C) is preferably 0% by weight or more, and 7% by weight. It is more preferably 33% by weight or less, and more preferably 20.5% by weight or less.
  • the low-molecular-weight (meth)acrylic resin (C) may have a segment derived from a (meth)acrylic acid ester having a linear or branched alkyl group with 5 to 8 carbon atoms.
  • Examples of the (meth)acrylic acid ester having a linear or branched alkyl group having 5 to 8 carbon atoms include n-pentyl (meth)acrylate, isopentyl (meth)acrylate, neopentyl (meth)acrylate, Examples include n-hexyl (meth)acrylate, n-heptyl (meth)acrylate, n-octyl (meth)acrylate and 2-ethylhexyl (meth)acrylate.
  • (meth)acrylic acid esters having a linear or branched alkyl group having 6 to 8 carbon atoms are preferred, and 2-ethylhexyl (meth)acrylate is more preferred.
  • the content of the segment derived from the (meth)acrylic acid ester having a linear or branched alkyl group having 5 to 8 carbon atoms in the low molecular weight (meth)acrylic resin (C) is 0% by weight or more. It is preferably 10% by weight or more, more preferably 40% by weight or less, and more preferably 30% by weight or less.
  • the low-molecular-weight (meth)acrylic resin (C) may have a segment derived from a (meth)acrylic acid ester having a linear or branched alkyl group with 9 or more carbon atoms.
  • Examples of the (meth)acrylic acid ester having a linear or branched alkyl group having 9 or more carbon atoms include n-nonyl (meth)acrylate, isononyl (meth)acrylate, and n (meth)acrylate.
  • the low-molecular-weight (meth)acrylic resin (C) preferably has a segment derived from a (meth)acrylic acid ester having a linear or branched alkyl group in which at least one of the hydrogen atoms is substituted with an OH group.
  • the binder resin exhibits extremely excellent degradability even at low temperatures, and furthermore, the dispersibility of the inorganic fine particles and the effect of suppressing aggregation can be improved.
  • the (meth)acrylic acid ester having a linear or branched alkyl group in which at least one of the hydrogen atoms is substituted with an OH group preferably has an OH group weight ratio of 10.5% by weight or more. , more preferably 11.5% by weight or more, and preferably 13.1% by weight or less.
  • the low-molecular-weight (meth)acrylic resin (C) is derived from a (meth)acrylic acid ester having a linear or branched alkyl group having 2 to 4 carbon atoms in which at least one of the hydrogen atoms is substituted with an OH group. It is preferred to have segments.
  • Examples of the (meth)acrylic acid ester having a linear or branched alkyl group having 2 to 4 carbon atoms in which at least one of the hydrogen atoms is substituted with an OH group include 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 3-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, etc. is mentioned. Among them, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, and 2-hydroxybutyl (meth)acrylate are preferred.
  • a segment derived from a (meth)acrylic acid ester having a linear or branched alkyl group having 2 to 4 carbon atoms in which at least one of the hydrogen atoms in the low molecular weight (meth)acrylic resin (C) is substituted with an OH group is preferably 7% by weight or more, more preferably 10% by weight or more, preferably 20% by weight or less, and more preferably 16% by weight or less.
  • the low-molecular-weight (meth)acrylic resin (C) is a segment derived from a (meth)acrylic acid ester having a linear or branched alkyl group having 5 or more carbon atoms in which at least one of the hydrogen atoms is substituted with an OH group. It is preferred to have Examples of the (meth)acrylic acid ester having a linear or branched alkyl group having 5 or more carbon atoms in which at least one of the hydrogen atoms is substituted with an OH group include hydroxypentyl (meth)acrylate, (meth) hydroxyhexyl acrylate, hydroxyheptyl (meth)acrylate, hydroxyoctyl (meth)acrylate and the like.
  • the low-molecular-weight (meth)acrylic resin (C) includes segments derived from the (meth)acrylic acid ester, segments derived from (meth)acrylic acid, glycidyl group-containing (meth)acrylic acid esters, and the like. may have a segment derived from the (meth)acrylic acid ester of.
  • the weight concentration of S atoms contained in the (meth)acrylic resin is 250 ppm or more and 20000 ppm or less.
  • the binder resin exhibits extremely excellent decomposability even at low temperatures, and furthermore, the dispersibility of the inorganic fine particles and the effect of suppressing aggregation can be improved.
  • the weight concentration of the S atoms is preferably 1500 ppm or more, more preferably 3000 ppm or more, preferably 18000 ppm or less, and more preferably 10000 ppm or less.
  • the weight concentration of S atoms means the ratio of the weight of S atoms to the weight of the (meth)acrylic resin, and can be calculated based on the following formula.
  • Weight concentration of S atoms contained in (meth)acrylic resin [weight of S atoms contained in chain transfer agent/(weight of all monomers + weight of polymerization initiator + weight of chain transfer agent)] ⁇ 100
  • the weight concentration of the S atoms is the weight concentration of the S atoms contained in each (meth)acrylic resin and each (meth)acrylic resin.
  • the weight concentration of S atoms can also be determined by ICP-AES (inductively coupled plasma atomic emission spectrometry).
  • the glass transition temperature (Tg) of the low molecular weight (meth)acrylic resin (C) is 30°C or higher and 60°C or lower. By setting the amount within the above range, the amount of the plasticizer to be added can be reduced, and the low-temperature decomposability can be improved.
  • the Tg is preferably 32° C. or higher, more preferably 42° C. or higher, even more preferably 45° C. or higher, preferably 58° C. or lower, and more preferably 50° C. or lower. preferable.
  • the glass transition temperature (Tg) can be measured using, for example, a differential scanning calorimeter (DSC).
  • the content of the low molecular weight (meth)acrylic resin (C) in the (meth)acrylic resin composition of the present invention is preferably 0.006% by weight or more, more preferably 0.01% by weight or more. It is preferably 10% by weight or less, more preferably 8% by weight or less.
  • the (meth)acrylic resin is, in addition to the high molecular weight (meth)acrylic resin (A), further the low molecular weight (meth) ) It is preferable to contain an acrylic resin (B). Further, by containing the low-molecular-weight (meth)acrylic resin (C), the dispersibility of the inorganic fine particles can be further improved.
  • the content of the low molecular weight (meth)acrylic resin (C) is based on 100 parts by weight of the high molecular weight (meth)acrylic resin (A). Therefore, it is preferably 0.1 parts by weight or more, and preferably 10 parts by weight or less. By setting it as the said range, the dispersibility of an inorganic fine particle can be improved more.
  • the content of the low-molecular-weight (meth)acrylic resin (C) with respect to 100 parts by weight of the high-molecular-weight (meth)acrylic resin is more preferably 0.3 parts by weight or more, and is preferably 7.5 parts by weight or less. more preferred.
  • the method for producing the low molecular weight (meth)acrylic resin (C) is not particularly limited.
  • an organic solvent or the like is added to a raw material monomer mixture containing (meth) acrylic acid ester or the like to prepare a monomer mixture, and a polymerization initiator and a chain transfer agent are added to the obtained monomer mixture, and the above A method of copolymerizing raw material monomers may be mentioned.
  • the polymerization method is not particularly limited, and examples thereof include emulsion polymerization, suspension polymerization, bulk polymerization, interfacial polymerization, and solution polymerization. Among them, solution polymerization is preferred.
  • polymerization initiator examples include t-butyl peroxypivalate, p-menthane hydroperoxide, diisopropylbenzene hydroperoxide, 1,1,3,3-tetramethylbutyl hydroperoxide, cumene hydroxyperoxide, t-butyl hydroxyperoxide, cyclohexanone peroxide, disuccinic acid peroxide and the like.
  • chain transfer agent examples include 3-mercapto-1,2-propanediol, 3-mercapto-1-propanol, 3-mercapto-2-butanol, 8-mercapto-1-octanol, mercaptosuccinic acid, and mercaptoacetic acid. etc.
  • the (meth)acrylic resin composition of the present invention contains an organic solvent.
  • the weight concentration of OH groups contained in the organic solvent is 9.0% by weight or more and 28.0% by weight or less. By containing the above organic solvent, the dispersibility of the inorganic fine particles and the effect of suppressing aggregation can be improved.
  • the weight concentration of the OH group is preferably 11.0% by weight or more, more preferably 13.0% by weight or more, preferably 26.0% by weight or less, and 24% by weight or less. more preferably 22.5% by weight or less.
  • the weight concentration of the OH group means the ratio of the weight of the OH group to the weight of the entire organic solvent, and can be calculated based on the following formula.
  • Weight concentration of OH groups contained in organic solvent (weight of OH groups contained in all organic solvents/weight of all organic solvents) x 100
  • Ratio of weight concentration of OH groups contained in the organic solvent to weight concentration of OH groups contained in the high molecular weight (meth)acrylic resins (A) and (B) (weight of OH groups contained in the organic solvent
  • the concentration/weight concentration of OH groups contained in the high molecular weight (meth)acrylic resin) is preferably 4.5 or more and preferably 46.2 or less.
  • the above ratio is more preferably 8.1 or more, more preferably 10 or more, more preferably 40 or less, still more preferably 30 or less, and even more preferably 25 or less. It is preferably 20 or less, and particularly preferably 20 or less.
  • the organic solvent contains an organic solvent having an OH group.
  • organic solvents having an OH group include aliphatic alcohols, cyclic alcohols, and alicyclic alcohols.
  • the aliphatic alcohol include ethanol, propanol, isopropanol, heptanol, octanol, decanol, tridecanol, lauryl alcohol, tetradecyl alcohol, cetyl alcohol, 2-ethyl-1-hexanol, octadecyl alcohol, hexadecenol, oleyl alcohol, texanol.
  • the cyclic alcohol include cresol and eugenol.
  • the alicyclic alcohols include cycloalkanols such as cyclohexanol, terpene alcohols such as terpineol and dihydroterpineol, and the like. Among them, aliphatic alcohols are preferred, and ethanol, isopropanol, 2-butyl-2-ethyl-1,3-propanediol, neopentyl glycol and texanol are preferred.
  • the organic solvent having an OH group preferably has a molecular weight of 46 or more, more preferably 60 or more, preferably 220 or less, and more preferably 160 or less.
  • the organic solvent having an OH group preferably has 2 or more carbon atoms, more preferably 3 or more carbon atoms, preferably 12 or less carbon atoms, and more preferably 10 or less carbon atoms.
  • the weight ratio of OH groups contained in the organic solvent having OH groups is preferably 7.5% by weight or more, more preferably 15% by weight or more, and is preferably 21% by weight or more. More preferably, it is 37% by weight or less.
  • the content of the organic solvent having an OH group with respect to the entire organic solvent is preferably 29% by weight or more, more preferably 43% by weight or more, preferably 79% by weight or less, and 61% by weight. The following are more preferable.
  • the organic solvent may contain an organic solvent other than the organic solvent having an OH group.
  • organic solvents include ketones such as acetone, methyl ethyl ketone, dipropyl ketone and diisobutyl ketone, aromatic hydrocarbons such as toluene and xylene, methyl propionate, ethyl propionate, butyl propionate, and butanoic acid.
  • toluene, butyl acetate and methyl ethyl ketone are preferred.
  • the content of the other organic solvent relative to the total organic solvent is preferably 21% by weight or more, more preferably 39% by weight or more, preferably 71% by weight or less, and 57% by weight or less. is more preferable.
  • the content of the organic solvent in the (meth)acrylic resin composition of the present invention is preferably 20% by weight or more, more preferably 30% by weight or more, and preferably 95% by weight or less, It is more preferably 70% by weight or less, and even more preferably 60% by weight or less.
  • the content of the organic solvent in the (meth)acrylic resin composition of the present invention is preferably 25 parts by weight or more, more preferably 100 parts by weight or more, relative to 100 parts by weight of the (meth)acrylic resin. More preferably, it is 2000 parts by weight or less, and more preferably 1500 parts by weight or less.
  • the content of the organic solvent in the (meth)acrylic resin composition of the present invention is preferably 25 parts by weight or more with respect to 100 parts by weight of the high molecular weight (meth)acrylic resin (A), and is 42.9 parts by weight. It is more preferably 1900 parts by weight or less, more preferably 233.3 parts by weight or less, and more preferably 150 parts by weight or less.
  • the content of the organic solvent in the (meth)acrylic resin composition of the present invention is preferably 25 parts by weight or more and 100 parts by weight with respect to 100 parts by weight of the high molecular weight (meth)acrylic resin (B). It is more preferably 2000 parts by weight or less, and more preferably 1500 parts by weight or less.
  • the content of the organic solvent in the (meth)acrylic resin composition of the present invention is preferably 25 parts by weight or more and 1000 parts by weight with respect to 100 parts by weight of the low molecular weight (meth)acrylic resin (C). It is more preferably 1,500,000 parts by weight or less, and more preferably 1,000,000 parts by weight or less.
  • the boiling point of the organic solvent is preferably 90 to 160°C.
  • the evaporation does not become too fast and the handleability is excellent.
  • the boiling point By setting the boiling point to 160° C. or lower, it is possible to improve the strength of the inorganic fine particle dispersed sheet.
  • the method for producing the (meth)acrylic resin composition of the present invention is not particularly limited. A method of mixing a (meth)acrylic resin containing at least one of the meth)acrylic resins (C), the above organic solvent, and other additives added as necessary.
  • the (meth)acrylic resin composition of the present invention has excellent low-temperature decomposability, excellent dispersibility of inorganic fine particles, and excellent aggregation-inhibiting effect. can be used for
  • An inorganic fine particle-dispersed slurry composition containing the (meth)acrylic resin composition of the present invention, inorganic fine particles and a plasticizer is also one aspect of the present invention.
  • the inorganic fine particle-dispersed slurry composition of the present invention contains inorganic fine particles.
  • the inorganic fine particles are not particularly limited, and examples thereof include glass powder, ceramic powder, phosphor fine particles, silicon oxide, and metal fine particles.
  • the glass powder is not particularly limited. Examples include glass powders of various silicon oxides such as 3 -SiO 2 system and LiO 2 -Al 2 O 3 -SiO 2 system. Further, as the glass powder, SnO--B 2 O 3 --P 2 O 5 --Al 2 O 3 mixture, PbO--B 2 O 3 --SiO 2 mixture, BaO--ZnO--B 2 O 3 ---SiO 2 mixture, ZnO -Bi 2 O 3 -B 2 O 3 -SiO 2 mixture, Bi 2 O 3 -B 2 O 3 -BaO-CuO mixture, Bi 2 O 3 -ZnO-B 2 O 3 -Al 2 O 3 -SrO mixture, ZnO - Bi2O3 - B2O3 mixture, Bi2O3 - SiO2 mixture , P2O5 - Na2O - CaO - BaO - Al2O3 - B2O3 mixture , P2O5 -Sn
  • R is an element selected from the group consisting of Zn, Ba, Ca, Mg, Sr, Sn, Ni, Fe and Mn.
  • glass powders of PbO-B 2 O 3 -SiO 2 mixtures, lead-free BaO-ZnO-B 2 O 3 -SiO 2 mixtures or ZnO-Bi 2 O 3 -B 2 O 3 -SiO 2 mixtures, etc. of lead-free glass powder is preferred.
  • the ceramic powder is not particularly limited, and examples thereof include alumina, ferrite, zirconia, zircon, barium zirconate, calcium zirconate, titanium oxide, barium titanate, strontium titanate, calcium titanate, magnesium titanate, zinc titanate, Lanthanum titanate, neodymium titanate, lead zirconium titanate, alumina nitride, silicon nitride, boron nitride, boron carbide, barium stannate, calcium stannate, magnesium silicate, mullite, steatite, cordierite, forsterite, etc. be done.
  • ITO, FTO, niobium oxide, vanadium oxide, tungsten oxide, lanthanum strontium manganite, lanthanum strontium cobalt ferrite, yttrium-stabilized zirconia, gadolinium-doped ceria, nickel oxide, lanthanum chromite, and the like can also be used.
  • the phosphor fine particles are not particularly limited, and for example, blue phosphor substances, red phosphor substances, green phosphor substances, etc., which are conventionally known as phosphor substances for displays, are used.
  • Blue phosphor materials include, for example, MgAl 10 O 17 :Eu, Y 2 SiO 5 :Ce system, CaWO 4 :Pb system, BaMgAl 14 O 23 :Eu system, BaMgAl 16 O 27 :Eu system, BaMg 2 Al 14 O 23 : Eu system, BaMg 2 Al 14 O 27 : Eu system, ZnS: (Ag, Cd) system is used.
  • red phosphor materials include Y2O3 :Eu system, Y2SiO5 :Eu system, Y3Al5O12 :Eu system, Zn3 ( PO4 ) 2 : Mn system , YBO3 :Eu.
  • Green phosphor materials include, for example, Zn2SiO4 :Mn-based, BaAl12O19 :Mn-based, SrAl13O19 : Mn -based, CaAl12O19 : Mn -based, YBO3 : Tb - based, and BaMgAl14O . 23 :Mn system, LuBO3 :Tb system, GdBO3 :Tb system , ScBO3 : Tb system, and Sr6Si3O3Cl4 :Eu system.
  • ZnO Zn system
  • ZnS (Cu, Al) system
  • ZnS Ag system
  • Y 2 O 2 S Eu system
  • ZnS Zn system
  • (Y, Cd) BO 3 Eu system
  • BaMgAl 12 O 23 Eu-based ones
  • the fine metal particles are not particularly limited, and examples thereof include powders of iron, copper, nickel, palladium, platinum, gold, silver, aluminum, tungsten, and alloys thereof.
  • metals such as copper and iron, which have good adsorption properties with carboxyl groups, amino groups, amide groups, etc. and are easily oxidized, can also be suitably used. These metal powders may be used alone or in combination of two or more.
  • various carbon blacks, carbon nanotubes, and the like may be used as the metal fine particles.
  • the inorganic fine particles preferably contain lithium or titanium.
  • low-melting-point glass such as LiO 2 ⁇ Al 2 O 3 ⁇ SiO 2 -based inorganic glass
  • Lithium cobalt composite oxides such as LiCeO2
  • Lithium manganese composite oxides such as LiMnO4
  • lithium titanium phosphate LiTi2 ( PO4) 3 )
  • lithium titanate Li4Ti5O12
  • Li4 / 3Ti5 / 3O 4 LiCoO 2
  • lithium germanium phosphate LiGe 2 (PO 4 ) 3
  • the content of the inorganic fine particles in the inorganic fine particle-dispersed slurry composition of the present invention is not particularly limited, but the preferred lower limit is 10% by weight and the preferred upper limit is 90% by weight. When the amount is 10% by weight or more, sufficient viscosity and excellent coatability can be obtained.
  • the inorganic fine particle-dispersed slurry composition of the present invention further contains a plasticizer.
  • the plasticizer include di(butoxyethyl) adipate, dibutoxyethoxyethyl adipate, triethylene glycol dibutyl, triethylene glycol bis(2-ethylhexanoate), triethylene glycol dihexanoate, acetyl triethyl citrate, acetyl tributyl citrate, acetyl diethyl citrate, acetyl citrate dibutyl, dibutyl sebacate, triacetin, diethyl acetyloxymalonate, diethyl ethoxymalonate and the like.
  • plasticizers it is possible to reduce the amount of plasticizer added compared to the case of using a normal plasticizer (when about 30% by weight is added to the binder, 25% by weight hereinafter, it can be further reduced to 20% by weight or less).
  • a non-aromatic plasticizer that does not contain an aromatic ring such as a benzene ring in its structure, and it is more preferable to use a component derived from adipic acid, triethylene glycol, citric acid or succinic acid.
  • a plasticizer having an aromatic ring is not preferable because it is likely to burn and become soot.
  • the plasticizer preferably has an alkyl group with 2 or more carbon atoms such as ethyl or butyl, and more preferably has an alkyl group with 4 or more carbon atoms.
  • the plasticizer suppresses the absorption of water into the plasticizer and prevents defects such as voids and swelling in the obtained inorganic fine particle dispersion sheet. can do.
  • the alkyl group of the plasticizer is preferably located at the molecular terminal.
  • the plasticizer preferably has a functional group having 2 carbon atoms such as an ethyl group, a functional group having 4 carbon atoms such as a butyl group, and a functional group such as a butoxyethyl group.
  • the functional group is present at the terminal molecular chain.
  • a plasticizer with a functional group with 2 carbon atoms such as an ethyl group in the terminal molecular chain has good compatibility with a segment derived from ethyl methacrylate, and a plasticizer with a functional group with 4 carbon atoms such as a butyl group in the terminal molecule.
  • the agent is compatible with segments derived from butyl methacrylate.
  • a plasticizer having a functional group with 2 or 4 carbon atoms has good compatibility with the high-molecular-weight (meth)acrylic resin according to the present invention, and can preferably improve the brittleness of the resin. Furthermore, a butoxyethyl group is compatible with the composition of both the segment derived from ethyl methacrylate and the segment derived from butyl methacrylate, and can be preferably used.
  • the plasticizer preferably has a carbon:oxygen ratio of 5:1 to 3:1.
  • the carbon:oxygen ratio By setting the carbon:oxygen ratio within the above range, it is possible to improve the combustibility of the plasticizer and prevent the generation of residual carbon. Moreover, compatibility with (meth)acrylic resin can be improved, and a plasticizing effect can be exhibited even with a small amount of plasticizer.
  • high-boiling organic solvents having a propylene glycol skeleton or a trimethylene glycol skeleton can be preferably used as long as they contain an alkyl group having 4 or more carbon atoms and have a carbon:oxygen ratio of 5:1 to 3:1.
  • the boiling point of the plasticizer is preferably 240°C or higher and lower than 390°C.
  • the boiling point is 240° C. or higher, it becomes easy to evaporate in the drying step, and can be prevented from remaining in the molded article.
  • the temperature is less than 390°C, residual carbon can be prevented from being generated.
  • the said boiling point means the boiling point in a normal pressure.
  • the content of the plasticizer in the inorganic fine particle-dispersed slurry composition of the present invention is not particularly limited, but the preferred lower limit is 0.1% by weight and the preferred upper limit is 3.0% by weight. By setting it within the above range, it is possible to reduce the baking residue of the plasticizer.
  • the content of the (meth)acrylic resin composition in the inorganic fine particle-dispersed slurry composition of the present invention is not particularly limited, but the preferred lower limit is 0.5% by weight and the preferred upper limit is 10% by weight.
  • the inorganic fine particle-dispersed slurry composition can be degreased even when fired at a low temperature, and has excellent dispersibility of the inorganic fine particles and an effect of suppressing aggregation of the inorganic fine particles.
  • a more preferable lower limit to the content of the (meth)acrylic resin composition is 1% by weight, and a more preferable upper limit is 7% by weight.
  • the inorganic fine particle-dispersed slurry composition of the present invention may further contain additives such as surfactants.
  • the surfactant is not particularly limited, and examples thereof include cationic surfactants, anionic surfactants, and nonionic surfactants.
  • the nonionic surfactant is not particularly limited, it is preferably a nonionic surfactant having an HLB value of 10 or more and 20 or less.
  • the HLB value is used as an index representing the hydrophilicity and lipophilicity of a surfactant, and several calculation methods have been proposed. is defined as S, the acid value of the fatty acid constituting the surfactant as A, and the HLB value as 20 (1-S/A).
  • nonionic surfactants having polyethylene oxide in which an alkylene ether is added to the fatty chain are suitable, and specifically, for example, polyoxyethylene lauryl ether, polyoxyethylene cetyl ether, etc. are preferably used. be done.
  • the above nonionic surfactant has good thermal decomposability, but if added in a large amount, the thermal decomposability of the inorganic fine particle-dispersed slurry composition may decrease, so the preferred upper limit of the content is 5% by weight. .
  • the viscosity of the inorganic fine particle-dispersed slurry composition of the present invention is not particularly limited.
  • a preferable upper limit is 100 Pa ⁇ s.
  • the obtained inorganic fine particle-dispersed sheet can maintain a predetermined shape after being coated by a die coat printing method or the like. Further, by setting the viscosity to 100 Pa ⁇ s or less, it is possible to prevent problems such as not erasing the coating marks of the die, and to achieve excellent printability.
  • the method for producing the inorganic fine particle-dispersed slurry composition of the present invention is not particularly limited, and conventionally known stirring methods can be mentioned. Examples thereof include a method of stirring other components such as a solvent and optionally added plasticizer with a three-roll roller or the like. The addition order of the components of the inorganic fine particle-dispersed slurry composition can be appropriately set.
  • the inorganic fine particle dispersion slurry composition of the present invention is applied onto a support film that has been subjected to mold release treatment on one side, the organic solvent is dried, and an inorganic fine particle dispersion molding can be produced by molding.
  • an inorganic fine particle dispersion molding is also one aspect of the present invention.
  • the shape of the inorganic fine particle-dispersed molding of the present invention is not particularly limited, but may be, for example, a sheet shape.
  • the inorganic fine particle dispersion slurry composition of the present invention is uniformly coated on a support film by a coating method such as a roll coater, a die coater, a squeeze coater, a curtain coater, or the like. A method of forming a film and the like can be mentioned.
  • a coating method such as a roll coater, a die coater, a squeeze coater, a curtain coater, or the like.
  • a method of forming a film and the like can be mentioned.
  • the polymerization liquid it is preferable to use the polymerization liquid as it is as an inorganic fine particle dispersed slurry composition and process it into an inorganic fine particle dispersed molded product without drying the high molecular weight (meth)acrylic resin.
  • the support film used in producing the inorganic fine particle-dispersed molded article of the present invention is a flexible resin having heat resistance and solvent resistance.
  • a film is preferred. Since the support film has flexibility, the inorganic fine particle-dispersed slurry composition can be applied to the surface of the support film by a roll coater, a blade coater, or the like, and the resulting inorganic fine particle-dispersed sheet-forming film is wound into a roll. It can be stored and supplied as is.
  • the resin forming the support film examples include fluorine-containing resins such as polyethylene terephthalate, polyester, polyethylene, polypropylene, polystyrene, polyimide, polyvinyl alcohol, polyvinyl chloride, and polyfluoroethylene, nylon, and cellulose.
  • the thickness of the support film is preferably 20 to 100 ⁇ m, for example.
  • it is preferable that the surface of the support film is subjected to a release treatment, so that the support film can be easily peeled off in the transfer step.
  • An inorganic fine particle-dispersed molding can be produced by coating and drying the inorganic fine particle-dispersed slurry composition of the present invention.
  • a laminated ceramic capacitor can be produced by using the inorganic fine particle-dispersed slurry composition and the inorganic fine particle-dispersed molded product of the present invention for dielectric green sheets and electrode pastes.
  • a magnetic material can be produced by using the inorganic fine particle-dispersed slurry composition and the inorganic fine particle-dispersed molding of the present invention.
  • the method for producing the laminated ceramic capacitor includes the steps of printing a conductive paste on the inorganic fine particle-dispersed molding of the present invention and drying it to produce a dielectric sheet, and laminating the dielectric sheet. method.
  • the conductive paste contains conductive powder.
  • the material of the conductive powder is not particularly limited as long as it has conductivity, and examples thereof include nickel, palladium, platinum, gold, silver, copper, molybdenum, tin, and alloys thereof. These conductive powders may be used alone or in combination of two or more.
  • a method for printing the conductive paste is not particularly limited, and examples thereof include a screen printing method, a die coat printing method, an offset printing method, a gravure printing method, an inkjet printing method, and the like.
  • the laminated ceramic capacitor is obtained by laminating the dielectric sheets printed with the conductive paste.
  • the present invention it is possible to provide a (meth)acrylic resin composition that has excellent decomposability at low temperatures and that can improve the dispersibility of inorganic fine particles and the effect of suppressing aggregation. Further, an inorganic fine particle-dispersed slurry composition and an inorganic fine particle-dispersed molded product using the (meth)acrylic resin composition can be provided.
  • MMA methyl methacrylate EMA: ethyl methacrylate nBMA: n-butyl methacrylate iBMA: isobutyl methacrylate 2EHMA: 2-ethylhexyl methacrylate HEMA: 2-hydroxyethyl methacrylate HPMA: 2-hydroxypropyl methacrylate HBMA: 2-hydroxybutyl methacrylate
  • Ceramic powder and a plasticizer were added to the obtained (meth)acrylic resin composition so as to have the composition shown in Table 3, and the mixture was kneaded with a high-speed stirrer to obtain an inorganic powder.
  • a microparticle-dispersed slurry composition was prepared.
  • the ceramic powder copper powder (manufactured by Fujino Metal Co., Ltd., average particle size 0.1 ⁇ m), glass frit (manufactured by AGC, average particle size 0.8 ⁇ m), and as the plasticizer, di(butoxyethyl) adipate. was used.
  • Weight concentration of OH groups contained in high molecular weight (meth)acrylic resin [weight of OH groups contained in all monomers/(weight of all monomers + weight of polymerization initiator)] ⁇ 100 Weight concentration of OH groups contained in the low molecular weight (meth) acrylic resin: [(weight of OH groups contained in all monomers + weight of OH groups contained in chain transfer agent) / (weight of all monomers + chain transfer Weight of agent + weight of polymerization initiator)] ⁇ 100 Weight concentration of OH groups contained in organic solvent: (weight of OH groups contained in all organic solvents/weight of all organic solvents) x 100
  • Weight concentration of S atom contained in the (meth)acrylic resin [weight of S atoms contained in chain transfer agent/(weight of all monomers + weight of polymerization initiator + weight of chain transfer agent)] ⁇ 100
  • the weight concentration of the S atoms is the weight concentration of the S atoms contained in each (meth)acrylic resin and each (meth)acrylic resin. ) calculated based on the mixing ratio of the acrylic resin.
  • the inorganic fine particle dispersion slurry composition is printed in an environment of a temperature of 23 ° C. and a humidity of 50%, and the condition is 100 ° C. for 30 minutes. Solvent drying was performed in a blower oven. Using the obtained printed pattern, measurements were made at 10 points with a surface roughness meter (Surfcom, manufactured by Tokyo Seimitsu Co., Ltd.). In addition, the following were used as a screen printer, a screen plate, and a printing glass substrate.
  • Screen printer (MT-320TV, manufactured by Microtec) Screen plate (manufactured by Tokyo Process Service Co., Ltd., ST500, emulsion 2 ⁇ m, 2012 pattern, screen frame 320 mm ⁇ 320 mm)
  • Printed glass substrate (soda glass, 150 mm x 150 mm, thickness 1.5 mm) When the surface roughness is small, it can be said that the dispersibility of the inorganic fine particles is excellent.
  • the present invention it is possible to provide a (meth)acrylic resin composition that has excellent decomposability at low temperatures and that can improve the dispersibility of inorganic fine particles and the effect of suppressing aggregation. Further, an inorganic fine particle-dispersed slurry composition and an inorganic fine particle-dispersed molded product using the (meth)acrylic resin composition can be provided.

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  • Compositions Of Macromolecular Compounds (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
PCT/JP2022/024519 2021-06-21 2022-06-20 （メタ）アクリル樹脂組成物、無機微粒子分散スラリー組成物及び無機微粒子分散成形物 WO2022270460A1 (ja)

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