WO2017126661A1 - Composition de résine, article moulé et procédé de fabrication de l'article moulé - Google Patents

Composition de résine, article moulé et procédé de fabrication de l'article moulé Download PDF

Info

Publication number
WO2017126661A1
WO2017126661A1 PCT/JP2017/001941 JP2017001941W WO2017126661A1 WO 2017126661 A1 WO2017126661 A1 WO 2017126661A1 JP 2017001941 W JP2017001941 W JP 2017001941W WO 2017126661 A1 WO2017126661 A1 WO 2017126661A1
Authority
WO
WIPO (PCT)
Prior art keywords
component
resin composition
weight
unsaturated monomer
meth
Prior art date
Application number
PCT/JP2017/001941
Other languages
English (en)
Japanese (ja)
Inventor
亮 中原
宣史 渡邉
Original Assignee
住友化学株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 住友化学株式会社 filed Critical 住友化学株式会社
Priority to CN201780007044.9A priority Critical patent/CN108473610B/zh
Priority to JP2017562923A priority patent/JP6892831B2/ja
Publication of WO2017126661A1 publication Critical patent/WO2017126661A1/fr

Links

Classifications

    • 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
    • C08F2/00—Processes of polymerisation
    • C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers

Definitions

  • the present invention relates to a resin composition, a molded body, and a method for producing the molded body.
  • Patent Document 1 discloses an average molecular weight of 5 derived from a monomer containing methacrylic acid esters as an essential component with respect to 100 parts by weight of monomer A containing 20% by weight or more of polyfunctional (meth) acrylate. 50 to 300 parts by weight of methacrylic resin powder B having a particle size of 20 mesh or less within the range of 10,000 to 200,000, 0.5 to 2 parts by weight of curing agent C of monomer A, 100 to 500 parts by weight of inorganic filler D and necessary By molding and curing a clay-like or solid molding material at normal temperature obtained by kneading and aging the coupling agent, colorant, and reinforcing material at room temperature or under heating below the curing temperature. A method for producing a natural stone preparation characterized by the above is disclosed.
  • Patent Document 2 discloses that a monomer mixture of methyl methacrylate or other vinyl monomer having one vinyl group in the molecule mainly composed of methyl methacrylate or a partial polymer syrup (A), molecule A crosslinkable vinyl monomer (B) having two or more vinyl groups, at least one inorganic filler (C) selected from aluminum hydroxide, magnesium hydroxide, calcium carbonate and silica, and pulverized particles ( A stone-like artificial marble obtained by polymerizing and curing a composition containing D) is disclosed.
  • the compositions described in Patent Documents 1 and 2 have insufficient fluidity, it has been difficult to mold them into large or complex shaped articles. Moreover, the hardness of the molded body obtained from the composition was not sufficient. Then, the subject of this invention is providing the resin composition which can give the molded object of high hardness, and is excellent in fluidity
  • the present invention provides: The following component (a) 10 wt% or more and 40 wt% or less, The following component (b) 60 wt% or more and 89 wt% or less, The following component (c) 1 wt% or more and 10 wt% or less, Resin composition containing 0.01% by weight or more and 5% by weight or less of the following component (d) (however, the sum of the component (a), the component (b), the component (c), and the component (d)) The amount is 100% by weight).
  • the present invention relates to a molded article produced by curing the resin composition.
  • the present invention relates to a method for producing a molded body including curing the resin composition.
  • a molded product having high hardness can be provided, and a resin composition excellent in fluidity can be provided.
  • a resin composition excellent in fluidity can be provided.
  • (meth) acrylate refers to methacrylate or acrylate
  • (meth) acryl refers to methacryl or acryl.
  • the resin composition of the present invention comprises an unsaturated monomer (I) having at least two double bonds capable of radical polymerization in one molecule, or the unsaturated monomer (I) and the unsaturated monomer. It contains component (a) which is a mixture of monomer (I) and copolymerizable unsaturated monomer (II).
  • unsaturated monomer (I) in the present invention examples include allyl (meth) acrylate, ethylene glycol diester.
  • the unsaturated monomer (I) is preferably an unsaturated monomer having a (meth) acryl group, more preferably an unsaturated monomer having two or more (meth) acryl groups. .
  • the unsaturated monomer (I) one type of monomer may be used, or two or more types of monomers may be used.
  • Examples of the unsaturated monomer (II) in the present invention that is, the unsaturated monomer copolymerizable with the unsaturated monomer (I) include, for example, methyl (meth) acrylate and ethyl (meth) acrylate.
  • (Meta) a (Meth) acrylic esters such as relate; unsaturated acids such as (meth) acrylic acid; styrene monomers such as styrene and ⁇ -methylstyrene; unsaturated nitriles such as acrylonitrile and methacrylonitrile; maleic anhydride, And monofunctional unsaturated monomers such as phenylmaleimide, cyclohexylmaleimide, and vinyl acetate.
  • the unsaturated monomer (II) is preferably a monomer having a (meth) acrylic group, more preferably a (meth) acrylic acid ester.
  • the unsaturated monomer (II) one type of monomer may be used, or two or more types of monomers may be used.
  • the content of unsaturated monomer (I) in the mixture is preferably 50% by weight or more, and 66% by weight. % Or more is preferable, and the content of the unsaturated monomer (II) is preferably 50% by weight or less, and preferably 34% by weight or less (however, the unsaturated monomer (I) and the unsaturated monomer ( The total amount of II) is 100% by weight).
  • Component (a) may be unsaturated monomer (I) or a mixture of unsaturated monomer (I) and unsaturated monomer (II).
  • the mixture of unsaturated monomer (I) and unsaturated monomer (II) may contain one kind of unsaturated monomer (I) and one kind of unsaturated monomer (II), One type of unsaturated monomer (I) and two or more types of unsaturated monomer (II) may be included, two or more types of unsaturated monomer (I) and one type of unsaturated monomer (II) may be included, and two or more types of unsaturated monomers (I) and two or more types of unsaturated monomers (II) may be included.
  • the component (a) may be used in a solid state or may be used after being dissolved in a polymer or the like.
  • the resin composition tends to have good fluidity and is easily molded into a molded body having a desired size or shape. Moreover, the stickiness of the surface of the resin composition after kneading can be suppressed and it is easy to handle.
  • the resin composition of this invention contains the component (b) which is a glass filler whose median diameter is 1 micrometer or more and 20 micrometers or less.
  • the glass filler of component (b) is made of glass having Si atoms and other metal atoms.
  • metal atoms other than Si atoms include Al, Ca, Mg, Zr, Na, Sr, and Zn
  • the glass may contain two or more kinds of metal atoms other than Si atoms.
  • a SiO 2 include glass containing other metal oxides.
  • the metal oxide other than SiO 2 include Al 2 O 3 , CaO, MgO, ZrO 2 , Na 2 O, SrO, ZnO, and the like.
  • the glass includes two or more metal oxides other than SiO 2. May be included.
  • the component (b) may further contain components such as B 2 O 3 and F 2 . As a component (b), you may use together 2 or more types of glass fillers from which a composition differs.
  • Component (b) preferably has a granular shape.
  • the median diameter of the glass filler of component (b) is 1 ⁇ m or more and 20 ⁇ m or less, preferably 1 ⁇ m or more and 10 ⁇ m or less, more preferably 3 ⁇ m or more and 10 ⁇ m or less.
  • the median diameter of component (b) can be measured by a laser diffraction method. That is, in the volume-based cumulative distribution obtained by measuring the particle size distribution based on JIS Z8825, the 50% cumulative particle diameter (d50 value) can be determined as the median diameter.
  • the surface of the glass filler may be surface-treated, and examples of the surface treatment include treatment with a silane coupling agent.
  • examples of the functional group present on the surface of the glass filler after the surface treatment include vinyl group, epoxy group, styryl group, (meth) acryl group, amino group, isocyanurate group, ureido group, mercapto group, sulfide group, isocyanate group and the like. It is done. Among them, a vinyl group, a styryl group, a (meth) acryl group, or a mercapto group is preferable from the viewpoint of further increasing the interfacial strength with the resin in the molded body.
  • the resin composition of the present invention may further contain glass fibers.
  • the glass fiber has a fiber shape.
  • the material of the glass fiber is not particularly limited, and examples thereof include alkali glass and non-alkali glass.
  • the surface thereof may be surface-treated.
  • the surface treatment include treatment with a silane coupling agent.
  • the functional group present on the surface of the glass fiber after the surface treatment include vinyl group, epoxy group, styryl group, (meth) acryl group, amino group, isocyanurate group, ureido group, mercapto group, sulfide group, and isocyanate group. It is done.
  • a vinyl group, a styryl group, a (meth) acryl group, or a mercapto group is preferable in terms of further increasing the interfacial strength with the resin in the molded body.
  • the content ratio of glass filler to glass fiber (glass filler / glass fiber) in the resin composition of the present invention is preferably 3/1 or more and 100/1 or less on a weight basis. 1 or more and 80/1 or less are more preferable. Furthermore, 5/1 or more and 30/1 or less are more preferable.
  • the content ratio of the glass filler and the glass fiber is within the above range, the fluidity of the resin composition becomes better, and it is easy to mold into a desired molded body.
  • the resin composition of the present invention may further contain aluminum hydroxide, aluminum oxide, calcium carbonate, calcium silicate, calcium sulfate, magnesium hydroxide, silica, talc, clay (for example, bentonite) and the like.
  • the resin composition of the present invention contains a component (c) that is a crosslinked resin particle.
  • the component (c) crosslinked resin particles are particles of a resin in which a part of the polymer is crosslinked, and preferably has a monomer unit derived from an alkyl (meth) acrylate and is partially crosslinked. More preferably, it is a resin particle having a monomer unit derived from methyl (meth) acrylate and partially crosslinked.
  • Examples of the method for producing the component (c) include a polymerization method for producing a particulate polymer such as emulsion polymerization, suspension polymerization, and dispersion polymerization, and a method for pulverizing a crosslinked polymer obtained by another polymerization method.
  • the average particle size of component (c) is preferably in the range of 1 ⁇ m to 100 ⁇ m.
  • the average particle size of the component (c) is within the above range, when the resin composition is molded, the particle shape of the component (c) hardly appears in the appearance of the molded body, and a molded body with a better appearance is obtained. Easy to obtain. Moreover, it is easy to obtain a molded body with less variation in hardness.
  • the resin composition of the present invention contains a component (d) that is a radical polymerization initiator.
  • Component (d) includes 1,1′-azobis (cyclohexane-1-carbonitrile), 2,2′-azobis (2,4,4-trimethylpentene), 2,2′-azobis (2-methylpropane) ), 2-cyano-2-propyrazoformamide, 2,2′-azobis (2-hydroxy-methylpropionate), 2,2′-azobis (2-methyl-butyronitrile), 2,2′-azobis Isobutyronitrile, 2,2'-azobis (2,4-dimethyl-valeronitrile), 2,2'-azobis (2,4-dimethyl-4methoxyvaleronitrile), 2,2'-azobis [2- Azo compounds such as (2-imidazolin-2-yl) propane], dimethyl 2,2′-azobis (2-methylpropionate); dicumyl peroxide, t-butylcumylper Diacyl, dialkyl peroxide
  • the 10-hour half-life temperature of the component (d) (that is, the temperature at which the half-life is 10 hours) is preferably 60 ° C or higher, more preferably 80 ° C or higher, more preferably 130 ° C or lower, and more preferably 120 ° C or lower. preferable.
  • a component (a) is 10 to 40 weight%, a component ( b) is 60 wt% or more and 89 wt% or less, component (c) is 1 wt% or more and 10 wt% or less, and component (d) is 0.01 wt% or more and 5 wt% or less (provided that component (a) The total amount of component (b), component (c) and component (d) is 100% by weight.)
  • component (a) is 10% by weight or more and 20% by weight or less
  • component (b) Is 60 wt% or more and 75 wt% or less
  • component (c) is 2.5 wt% or more and 5.0 wt% or less
  • component (d) is 0.05 wt% or more and 2.5 wt% or less.
  • the resin composition has better fluidity, and a molded body having a desired size or shape is obtained. Easy to mold. Moreover, when the content of the component (b) is within the above range, a molded body having higher hardness is easily obtained.
  • the component (a) can be stably polymerized, so that curing failure and overheating of the resin composition during the compression molding process can be suppressed. As a result, surface smoothness spots and the like are suppressed, and a molded article having a good appearance is easily obtained.
  • the resin composition of the present invention preferably contains a resin (e) having a monomer unit derived from an alkyl methacrylate.
  • Component (e) is a copolymer having a homopolymer of alkyl methacrylate or a monomer unit derived from alkyl methacrylate and a monomer unit derived from an unsaturated monomer copolymerizable with alkyl methacrylate. Coalescence is mentioned.
  • alkyl methacrylate examples include methyl methacrylate, ethyl methacrylate, propyl methacrylate, butyl methacrylate, 2-ethylhexyl methacrylate, lauryl methacrylate, tetrahydrofurfuryl methacrylate, isobornyl methacrylate, benzyl methacrylate, and cyclohexyl methacrylate. These may be used alone or in combination of two or more.
  • Examples of unsaturated monomers copolymerizable with alkyl methacrylate include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, and lauryl.
  • acrylic acid esters such as hydroxyalkyl (meth) acrylates such as hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate, and hydroxybutyl (meth) acrylate
  • Unsaturated acids such as acrylic acid
  • Styrene monomers such as styrene and ⁇ -methylstyrene
  • Unsaturated nitriles such as acrylonitrile and methacrylonitrile
  • Monofunctionals such as maleic anhydride, phenylmaleimide, cyclohexylmaleimide, and vinyl acetate
  • the content of the resin having monomer units derived from alkyl methacrylate in the resin composition of the present invention is 0.25 parts by weight or more and 150 parts by weight or less, preferably 100 parts by weight of component (a), preferably , 2.5 to 100 parts by weight.
  • component (a) preferably , 2.5 to 100 parts by weight.
  • the resin composition of the present invention preferably further contains a surfactant having a phosphorus atom.
  • a surfactant having a phosphorus atom By including a surfactant having a phosphorus atom, the uniformity of the resin composition during kneading tends to be further improved.
  • Examples of the surfactant having a phosphorus atom include a phosphoric acid monoester represented by the following general formula 1, a phosphoric acid diester represented by the following general formula 2, and a phosphoric acid polyester.
  • R in the general formulas 1 and 2 represents an alkyl group having 8 to 30 carbon atoms or a group represented by the general formula 3, and n represents 1 to 10 inclusive.
  • A is an alkylene group having 1 to 24 carbon atoms
  • Y is an alkyl group having 1 to 24 carbon atoms
  • a and b are 0 or 1
  • a + b 1. * Represents a bonding site with an oxygen atom adjacent to R in the general formula 1 or 2.
  • the content of the surfactant having a phosphorus atom is preferably 0.01 parts by weight or more and 5 parts by weight or less with respect to 100 parts by weight of the component (a).
  • each component can be easily mixed, and a decrease in water resistance can be easily suppressed.
  • the resin composition of the present invention further contains a release agent, an ultraviolet absorber, a dye, a pigment, a polymerization inhibitor, a chain transfer agent, an antioxidant, a flame retardant, a coupling agent, a reinforcing agent, and the like. May be.
  • Examples of the method for producing the resin composition of the present invention include a method of mixing the above components (a) to (d) and optional components such as a surfactant having a phosphorus atom, if necessary.
  • a method in which a resin having a monomer unit derived from an alkyl methacrylate is previously dissolved in the component (a) and then the other components are mixed is preferable.
  • a resin having monomer units derived from alkyl methacrylate in advance is dissolved in component (a)
  • the resulting mixture may be uniformly dissolved or suspended.
  • Examples of the mixing device include a kneader, a kneader ruder, a single screw extruder, a twin screw extruder, a planetary mixer, a trimix mixer, a PD mixer, and a Henschel mixer.
  • the molded product of the present invention can be produced by curing the resin composition.
  • a manufacturing method of the molded article of the present invention for example, a step of heating the resin composition at a temperature of 30 ° C. or more and 100 ° C. or less (hereinafter sometimes referred to as a heating step), and a temperature of 80 ° C. or more and 200 ° C. or less.
  • a method including a step of compression molding at a temperature hereinafter sometimes referred to as a compression molding step).
  • the container for sealing the resin composition used in the heating process and the compression molding process is composed of, for example, at least two opposing flat plates and a sealing material that seals the periphery.
  • a cell etc. are mentioned.
  • the material of the flat plate is not particularly limited as long as it is not dissolved in the component (a) or eroded by the component (a).
  • a glass plate or a metal plate is used.
  • a belt-type continuous flat plate can be used as the flat plate. It is also possible to lay a release film in advance on the inner surface of the cell or insert an inner bag inside the cell.
  • the resin composition may be wrapped in a film or bag, sealed in a container with a lid or the like and heated. Moreover, when enclosing in a container etc., you may perform processes, such as pressure reduction defoaming.
  • the component (a) is impregnated into the component (c), and a clay-like compound can be obtained.
  • the temperature during the heating step may be a temperature lower than the 10-hour half-life temperature of the component (d), and is preferably 30 ° C. or higher and 100 ° C. or lower. By setting the temperature during the heating step to a temperature lower than the 10-hour half-life temperature of component (d), it is possible to efficiently form a clay-like material while suppressing the initiation of the curing reaction by component (a) and component (d). Can be obtained.
  • the time for the heating step is preferably 1 hour or more and 10 hours or less.
  • the heating process conditions such as temperature and time are appropriately selected depending on the types of the component (a), the component (c) and the component (d) used.
  • the temperature of the resin composition during the compression molding step may be a temperature higher than the 10-hour half-life temperature of the component (d), and is preferably 80 ° C. or higher and 200 ° C. or lower. By setting the temperature during the compression molding step to be within the above range, it is possible to efficiently perform a curing reaction while suppressing coloring of the formed body.
  • the time for the compression molding step is appropriately selected according to the thickness of the molded body, but is preferably 1 minute or more and 50 minutes or less.
  • the conditions of the compression molding step such as the temperature and time are appropriately selected depending on the type of component (a) and component (d) used.
  • a molded body having an arbitrary shape can be obtained by putting the compound into a molding die having an arbitrary shape and performing compression molding.
  • the molded body obtained by the present invention has good tactile sensation, aesthetics, high hardness, and excellent durability, such as bathtubs, wash bowls, wash basins, kitchen sinks, flooring materials and tiles. It is suitably used for interior materials, ornaments, etc.
  • Fluidity 1 g of the obtained clay-like compound was weighed and allowed to stand at the center of an aluminum plate (20 cm square ⁇ 0.3 mm thickness). After that, lightly sandwiched from above with the same size aluminum plate, using a compression molding machine, hold it for 1 minute at a hot platen temperature of 120 ° C and a pressure of 100 kg / cm 2 without using a metal frame. In this way, compression was performed to obtain a molded body spreading in a circular or elliptical shape. The distance (mm) from the center to the end (circumference) of the obtained circular or elliptical shaped body was measured. At this time, the distance from the center to the end was measured in 8 directions at 45 °, and the average value was calculated. The results are shown in Table 1. The greater the distance from the center to the end of the molded article obtained, the better the fluidity of the resin composition.
  • the particle size distribution was measured based on JIS Z 8825, and in the obtained volume-based cumulative distribution, the 50% cumulative particle diameter (d50 value) was defined as the median diameter.
  • the measurement sample was prepared as follows. To 8 g of a dispersion medium prepared by mixing 60 mg of a surfactant (“Mama Lemon” (registered trademark) manufactured by Lion Corporation) with 55 g of pure water, 70 mg of glass filler or aluminum hydroxide is added and sonicated for 3 minutes. The thing which left still for 12 hours was made into the measurement sample. The particle size distribution was measured as follows.
  • a laser diffraction / scattering type particle size distribution measurement device (“Laser Scattering Size Distribution Analyzer LA-920” manufactured by HORIBA) is used as the measurement device, and a He—Ne laser (wavelength 623. 8 nm, output 1 mW) and a tungsten lamp (output 50 W) were used, and a ring-shaped 75-divided silicon photodiode and silicon photodiode were used as detectors.
  • Example 1 A stainless steel ball having a capacity of 6.7 L, 5.89% by weight of methyl methacrylate as an unsaturated monomer (II), 16.3% by weight of neopentyl glycol dimethacrylate as an unsaturated monomer (I), methyl methacrylate Surfactant having 3.53% by weight of crosslinked resin particles obtained by the method described in Example 3 of JP-A-5-155907, and a phosphorus atom (Toho Chemical Industries) "Phosphanol (registered trademark) RS-710" 0.3 parts by weight, radical polymerization initiator (Kayakaku (registered trademark) BIC-75, manufactured by Kayaku Akzo Co., Ltd.) 0.44% by weight , 2.6 parts by weight of methyl methacrylate-styrene block copolymer, 73.8% by weight of glass filler (median diameter 5.6 ⁇ m, treated with methacrylic silane) , And glass fiber (Central Glass Fiber Co.,
  • ECS03-670 5.3 parts by weight was added, respectively. Then, it mixed and stirred for 5 minutes using the Kenmix mixer (Kenwood company make, "KMM770") which connected the stainless steel beater. The obtained resin composition was sealed in an aluminum pouch and left in a hot air drying oven at 40 ° C. for 3 hours. Then, it cooled to room temperature and obtained the clay-like compound.
  • Each “part by weight” is based on a total of 100 parts by weight of the methyl methacrylate, the neopentyl glycol dimethacrylate, the crosslinked resin particles, the radical polymerization initiator, and the glass filler.
  • Example 2 A stainless steel ball having a capacity of 6.7 L, 5.89% by weight of methyl methacrylate as an unsaturated monomer (II), 16.3% by weight of neopentyl glycol dimethacrylate as an unsaturated monomer (I), methyl methacrylate Surfactant having 3.53% by weight of crosslinked resin particles obtained by the method described in Example 3 of JP-A-5-155907 and a phosphorus atom (Toho Chemical Industries) "Phosphanol (registered trademark) RS-710" 0.3 parts by weight, radical polymerization initiator (Kayakaku (registered trademark) BIC-75, manufactured by Kayaku Akzo Co., Ltd.) 0.44% by weight , 2.7 parts by weight of methyl methacrylate-styrene block copolymer, glass filler (median diameter 5.6 ⁇ m, treated with methacrylic silane) 73.8% by weight And glass fiber (Central Glass Fiber Co., Ltd.
  • ECS03-670 1.8 parts by weight was added, respectively. Then, after mixing and stirring for 5 minutes using a Kenmix mixer (Kenwood, “KMM770”) connected with a stainless beater, the resulting resin composition was sealed in an aluminum pouch and dried with hot air at 40 ° C. It was left in the furnace for 3 hours. Then, it cooled to room temperature and obtained the clay-like compound. A molded body was produced from the obtained compound in the same manner as in Example 1.
  • Each “part by weight” is based on a total of 100 parts by weight of the methyl methacrylate, the neopentyl glycol dimethacrylate, the crosslinked resin particles, the radical polymerization initiator, and the glass filler.
  • ECS03-670 1.5 parts by weight was added, respectively. Then, after mixing and stirring for 5 minutes using a Kenmix mixer (Kenwood, “KMM770”) connected with a stainless beater, the resulting resin composition was sealed in an aluminum pouch and dried with hot air at 40 ° C. It was left in the furnace for 3 hours. Then, it cooled to room temperature and obtained the clay-like compound. A molded body was produced from the obtained compound in the same manner as in Example 1.
  • Each “part by weight” is based on a total of 100 parts by weight of the methyl methacrylate, the neopentyl glycol dimethacrylate, the crosslinked resin particles, the radical polymerization initiator, and the glass filler.
  • ECS03-670 1.7 parts by weight was added, respectively. Then, after mixing and stirring for 5 minutes using a Kenmix mixer (Kenwood, “KMM770”) connected with a stainless beater, the resulting resin composition was sealed in an aluminum pouch and dried with hot air at 40 ° C. It was left in the furnace for 3 hours. Then, it cooled to room temperature and obtained the clay-like compound. A molded body was produced from the obtained compound in the same manner as in Example 1.
  • Each “part by weight” is based on a total of 100 parts by weight of the methyl methacrylate, the neopentyl glycol dimethacrylate, the crosslinked resin particles, the radical polymerization initiator, and the glass filler.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Polymerisation Methods In General (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

L'invention concerne : une composition de résine ayant une excellente fluidité, avec laquelle il est possible d'obtenir un article moulé ayant une grande dureté ; un article moulé obtenu par durcissement de la composition de résine ; et un procédé de fabrication d'un article moulé. La composition de résine selon l'invention comprend 10 à 40 % en poids du composant (a), 60 à 89 % en poids du composant (b), 1 à 10 % en poids du composant (c), et 0,01 à 5 % en poids du composant (d). Composant (a) : monomère insaturé (I) comportant au moins deux liaisons doubles polymérisables par voie radicalaire dans chaque molécule, ou mélange du monomère insaturé (I) et d'un monomère insaturé (II) qui est copolymérisable avec le monomère insaturé (I). Composant (b) : charge de verre ayant un diamètre médian de 1 µm à 20 µm. Composant (c) : particules de résine réticulées. Composant (d) : initiateur de polymérisation radicalaire.
PCT/JP2017/001941 2016-01-22 2017-01-20 Composition de résine, article moulé et procédé de fabrication de l'article moulé WO2017126661A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CN201780007044.9A CN108473610B (zh) 2016-01-22 2017-01-20 树脂组合物、成型体和成型体的制造方法
JP2017562923A JP6892831B2 (ja) 2016-01-22 2017-01-20 樹脂組成物、成形体及び成形体の製造方法

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2016010439 2016-01-22
JP2016-010439 2016-01-22

Publications (1)

Publication Number Publication Date
WO2017126661A1 true WO2017126661A1 (fr) 2017-07-27

Family

ID=59361819

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2017/001941 WO2017126661A1 (fr) 2016-01-22 2017-01-20 Composition de résine, article moulé et procédé de fabrication de l'article moulé

Country Status (3)

Country Link
JP (1) JP6892831B2 (fr)
CN (1) CN108473610B (fr)
WO (1) WO2017126661A1 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114599749B (zh) * 2019-11-15 2023-10-20 住友化学株式会社 无机微粒分散液

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6345160B2 (fr) * 1982-07-30 1988-09-08 Matsushita Electric Ind Co Ltd
JPH0820620A (ja) * 1994-07-06 1996-01-23 Teijin Seiki Co Ltd 光学的立体造形用樹脂組成物
JPH09302009A (ja) * 1996-05-09 1997-11-25 Takeda Chem Ind Ltd 不飽和ポリエステル樹脂組成物
JPH10212393A (ja) * 1996-11-28 1998-08-11 Sumitomo Chem Co Ltd 樹脂組成物、それを成形してなる人造大理石及びその製造方法
WO1998051743A1 (fr) * 1997-05-14 1998-11-19 Mitsubishi Rayon Co., Ltd. Composition de resines (meth)acryliques pour piece moulee par injection thermodurcie, procede pour la preparation de cette composition et procede pour la production de pieces moulees en resines (meth)acryliques
JP2014152191A (ja) * 2013-02-05 2014-08-25 Denki Kagaku Kogyo Kk エネルギー線硬化性樹脂組成物

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6345160A (ja) * 1986-08-08 1988-02-26 株式会社日本触媒 天然石調製品の製法
CN103781842A (zh) * 2012-02-13 2014-05-07 松下电器产业株式会社 (甲基)丙烯酸酯系树脂组合物及其固化物

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6345160B2 (fr) * 1982-07-30 1988-09-08 Matsushita Electric Ind Co Ltd
JPH0820620A (ja) * 1994-07-06 1996-01-23 Teijin Seiki Co Ltd 光学的立体造形用樹脂組成物
JPH09302009A (ja) * 1996-05-09 1997-11-25 Takeda Chem Ind Ltd 不飽和ポリエステル樹脂組成物
JPH10212393A (ja) * 1996-11-28 1998-08-11 Sumitomo Chem Co Ltd 樹脂組成物、それを成形してなる人造大理石及びその製造方法
WO1998051743A1 (fr) * 1997-05-14 1998-11-19 Mitsubishi Rayon Co., Ltd. Composition de resines (meth)acryliques pour piece moulee par injection thermodurcie, procede pour la preparation de cette composition et procede pour la production de pieces moulees en resines (meth)acryliques
JP2014152191A (ja) * 2013-02-05 2014-08-25 Denki Kagaku Kogyo Kk エネルギー線硬化性樹脂組成物

Also Published As

Publication number Publication date
JP6892831B2 (ja) 2021-06-23
JPWO2017126661A1 (ja) 2018-11-15
CN108473610A (zh) 2018-08-31
CN108473610B (zh) 2020-11-17

Similar Documents

Publication Publication Date Title
JP4377055B2 (ja) アクリル系プレミックス、アクリル系人工大理石、及びその製造方法
JP6892831B2 (ja) 樹脂組成物、成形体及び成形体の製造方法
EP0896007B1 (fr) Composition de résine de polyacrylate de méthyle, objet moulé à partir de celle-ci et méthode de fabrication d'un objet moulé
US6174954B1 (en) Resin composition, artificial marble obtained by molding composition and production thereof
US20100119798A1 (en) Plastic molded part and the production thereof
JPH02160648A (ja) ポリメタクリレート系人造大理石成形用組成物
JP4665343B2 (ja) 樹脂組成物、成形体及び成形体の製造方法
JP3561410B2 (ja) （メタ）アクリル系プレミックス、（メタ）アクリル系ｓｍｃ又はｂｍｃ、及び（メタ）アクリル系人工大理石の製造方法
JP7146154B2 (ja) 硬化性組成物、成形体、およびその製造方法
JP7114019B2 (ja) 硬化性組成物、成形体、およびその製造方法
JP4934906B2 (ja) 樹脂組成物
JP5099250B2 (ja) 成形体及び成形体の製造方法
JP2005047972A (ja) メタクリル樹脂複合粒子およびその製造方法
JP5138177B2 (ja) アクリルシラップの製造方法
JP3440781B2 (ja) 樹脂組成物、それを成形してなる人造大理石及びその製造方法
CN109280304B (zh) 固化性组合物、成型体和其制造方法
JP4830226B2 (ja) 樹脂積層体およびその製造方法
JP3439513B2 (ja) 樹脂成形品およびその製造方法
JP2021088146A (ja) 成形体の製造方法および成形体
JP2019023287A (ja) 硬化性組成物、成形体、およびその製造方法
JP4466244B2 (ja) 樹脂組成物
JP3443012B2 (ja) （メタ）アクリル系プレミックス、（メタ）アクリル系ｓｍｃ又はｂｍｃ、及び（メタ）アクリル系人工大理石の製造方法
JP4649902B2 (ja) 耐熱性に優れた樹脂組成物
JP4281982B2 (ja) アクリル系ｂｍｃの製造方法
JP2003073430A (ja) 樹脂組成物、成形体および成形体の製造方法

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 17741538

Country of ref document: EP

Kind code of ref document: A1

ENP Entry into the national phase

Ref document number: 2017562923

Country of ref document: JP

Kind code of ref document: A

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 17741538

Country of ref document: EP

Kind code of ref document: A1