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
  • 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
  • C08F220/14—Methyl esters, e.g. methyl (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
  • C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
  • C08F210/14—Monomers containing five or more carbon atoms
• • 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
  • C08F4/00—Polymerisation catalysts
  • C08F4/28—Oxygen or compounds releasing free oxygen
  • C08F4/32—Organic compounds
  • C08F4/34—Per-compounds with one peroxy-radical

Definitions

• the present invention relates to a monomer composition, a methacrylic resin, and a method for producing a methacrylic resin.
• Methacrylic resins are excellent in transparency, heat resistance, and weather resistance, and have well-balanced performance in resin physical properties such as mechanical strength, thermal properties, and moldability.
• methacrylic resin plates made of plate-shaped methacrylic resin are used for tanning beds, lighting equipment, skin therapy equipment, medical equipment, devices for curing or reacting with ultraviolet rays (hereinafter referred to as "UV"), and animal and plant growing. It is used for applications such as lighting equipment, skylights, and transparent members used for HID lamps.
• the methacrylic resin plate when the methacrylic resin plate is installed in an environment where it is exposed to UV such as direct sunlight or a UV lamp, the methacrylic resin plate has a problem of yellowing (yellowing). . Therefore, there has been a demand for a methacrylic resin that does not develop a yellowish color even when exposed to UV for a long time, that is, a methacrylic resin that is excellent in weather resistance.
• Patent Document 1 discloses that a monomer such as methyl methacrylate is polymerized in the presence of a hindered amine compound (HALS) having a specific structure, which is one of light stabilizers.
• HALS hindered amine compound
• the weather resistance of the methacrylic resin described in Patent Document 1 is improved as the amount of HALS added during polymerization increases, whereas the methacrylic resin obtained because the HALS itself is colored is on the contrary. I had a coloring problem. Moreover, when the amount of HALS added increases, the polymerization efficiency decreases and the amount of residual monomers in the methacrylic resin increases.
• the present invention provides a methacrylic resin that ensures excellent heat resistance possessed by a methacrylic resin, has excellent weather resistance and suppresses yellowing, a monomer composition for obtaining the methacrylic resin, and
• An object of the present invention is to provide a method for producing a methacrylic resin using the monomer composition.
• a monomer composition containing methyl methacrylate and an ⁇ -olefin [2] The content of at least one compound selected from the group consisting of compounds of transition metals and compounds of Group 13 elements is 0 ppm by mass or more and 7 ⁇ 10 4 mass with respect to the total mass of the ⁇ -olefin. ppm or less, the monomer composition according to [1]. [3] The monomer composition according to [1] or [2], which contains 0.1 mass ppm or more of the ⁇ -olefin with respect to the total mass of the monomer composition.
• [13] A resin molding obtained by molding the methacrylic resin according to any one of [8] to [12].
• Methyl methacrylate and an ⁇ -olefin, wherein the content of at least one compound selected from the group consisting of compounds of transition metals and compounds of Group 13 elements is equal to the total amount of the ⁇ -olefins A method for producing a methacrylic resin, comprising radically polymerizing a monomer mixture containing a monomer composition of 7 ⁇ 10 4 mass ppm or less based on mass.
• the present invention provides a methacrylic resin that ensures excellent heat resistance possessed by a methacrylic resin, has excellent weather resistance and suppresses yellowing, a monomer composition for obtaining the methacrylic resin, and the monomer A method for producing a methacrylic resin using the composition is provided.
• “Monomer” means a compound with a polymerizable carbon-carbon double bond.
• a unit based on a monomer is a general term for an atomic group directly formed by polymerization of one molecule of a monomer and an atomic group obtained by chemically converting a part of the atomic group.
• (Meth)acrylate” is selected from “acrylate” and “methacrylate”.
• (Meth)acrylic acid” is selected from “acrylic acid” and “methacrylic acid”.
• An “ ⁇ -olefin” is an olefinic hydrocarbon having a carbon-carbon double bond at the ⁇ position.
• ⁇ -olefin monomer is an olefin hydrocarbon having a carbon-carbon double bond at the ⁇ -position, but is used to indicate that it is an unpolymerized monomer.
• Conjugation means the overlap of p-orbitals across an intervening ⁇ bond.
• Non-conjugated means that no conjugation occurs.
• the "obtained methacrylic resin” means a resin obtained by radically polymerizing a monomer mixture containing the monomer composition of the present invention.
• the “obtained resin molded article” means a molded article obtained by molding the methacrylic resin of the present invention.
• “% by mass” indicates the content ratio of a given component contained in 100% by mass of the total amount.
• Mass average molecular weight is a value measured by gel permeation chromatography using standard polystyrene as a standard sample.
• Normal temperature means 5 to 35°C.
• Atmospheric pressure means 900 to 1100 hPa.
• transition metal is meant a metallic element located in groups 3 to 11 of the periodic table.
• Group 13 element means an element located in Group 13 of the periodic table. Typical are boron (B), aluminum (Al), gallium (Ga), indium (In), and thallium (Tl).
• Period Table means “Periodic Table of Elements” (URL https://pubchem.ncbi.nlm.nih.gov/periodic-table/).
• the monomer composition of the present invention contains methyl methacrylate and an ⁇ -olefin. Further, other components may be contained within a range that does not impair the effects of the present invention.
• the weather resistance of the obtained methacrylic resin is improved and yellowing is suppressed.
• the monomer composition of the present invention contains an ⁇ -olefin, the obtained methacrylic resin has good weather resistance and yellowing is suppressed.
• the content of methyl methacrylate contained in the monomer composition of the present invention is not particularly limited, but is preferably 85% by mass or more, more preferably 90% by mass or more, relative to the total mass of the monomer composition. Preferably, 95% by mass or more is more preferable, and 98% by mass is particularly preferable.
• the content of methyl methacrylate is less than 100% by mass with respect to 100% by mass of the total mass of the monomer composition of the present invention. Also, the total content of methyl methacrylate and ⁇ -olefin does not exceed 100% by mass with respect to 100% by mass of the monomer composition of the present invention.
• the lower limit of the content of the ⁇ -olefin contained in the monomer composition of the present invention is not particularly limited, but since the obtained methacrylic resin has better weather resistance, the total content of the monomer composition It is preferably 0.1 ppm by mass or more, more preferably 10 ppm by mass or more, still more preferably 60 ppm by mass or more, and particularly preferably 80 ppm by mass or more.
• the upper limit of the ⁇ -olefin content contained in the monomer composition of the present invention is not particularly limited, but is preferably 10000 ppm by mass or less, and 5000 It is more preferably 4000 mass ppm or less, particularly preferably 3000 mass ppm or less.
• the content of the ⁇ -olefin contained in the monomer composition of the present invention is preferably 0.1 mass ppm or more and 10000 mass ppm or less, more preferably 10 mass ppm or more and 5000 mass ppm or less. It is more preferably from 80 mass ppm to 4000 mass ppm, and particularly preferably from 80 mass ppm to 3000 mass ppm.
• ⁇ -Olefin is a stable coupling product between olefin hydrocarbons to which radicals generated by ultraviolet rays are added, and it is speculated that it has an excellent radical scavenging effect.
• a chain ⁇ -olefin is preferable.
• the ⁇ -olefin preferably contains an ⁇ -olefin having 6 or more and 12 or less carbon atoms.
• the ratio of the ⁇ -olefin having 6 to 12 carbon atoms in the ⁇ -olefin is not particularly limited, but is preferably 80% by mass or more, more preferably 90% by mass or more, and 99% by mass. It is particularly preferable that it is above. It is particularly preferable that the ⁇ -olefin comprises an ⁇ -olefin having 6 or more and 12 or less carbon atoms.
• the ⁇ -olefin having 6 to 12 carbon atoms is not particularly limited as long as it has 6 to 12 carbon atoms, but it is preferably 8 to 10 carbon atoms.
• the number of carbon atoms in the ⁇ -olefin is at least the lower limit of the above range, it tends to remain in the obtained methacrylic resin without being volatilized by heating during polymerization. Therefore, it can sufficiently contribute to the improvement of weather resistance.
• Examples of the ⁇ -olefins having 6 to 12 carbon atoms include 2-ethyl-1-hexene, 2-methyl-1-heptene, 4-methyl-1-heptene, 1-hexene, 1-heptene and 1-octene. , 1-nonene, 1-decene, 1-undecene, and 1-dodecene.
• the ⁇ -olefin having 6 to 12 carbon atoms is preferably at least one selected from the group consisting of 2-ethyl-1-hexene, 1-octene and 1-dodecene, 1-octene or 1-Dodecene is more preferred, and 1-octene is even more preferred because it tends to remain in the methacrylic resin.
• the proportion of 1-octene in the ⁇ -olefin is not particularly limited, but is preferably 50% by mass or more, more preferably 80% by mass or more, relative to the total mass of the ⁇ -olefin.
• the content of at least one compound selected from the group consisting of transition metal compounds and Group 13 element compounds is 0 mass ppm with respect to the total mass of ⁇ -olefins. It is preferable that it is 7 ⁇ 10 4 mass ppm or less.
• the ⁇ -olefin in the present invention does not have a resonance stabilization effect and has significantly lower reactivity than the conjugated monomer, methyl methacrylate.
• ⁇ -olefin monomer Unreacted ⁇ -olefin (hereinafter also referred to as “ ⁇ -olefin monomer”) remains in the methacrylic resin. It is thought that the ⁇ -olefin monomer remaining in the methacrylic resin gives the obtained methacrylic resin good weather resistance and suppresses yellowing. That is, the content of the at least one compound is preferably 7 ⁇ 10 4 mass ppm or less with respect to the total mass of the ⁇ -olefin so that the at least one compound does not exhibit the effect as a catalyst. , 1 ⁇ 10 4 mass ppm or less is more preferable, 1000 mass ppm or less is more preferable, and not containing is particularly preferable. Here, "does not contain” means less than the detection limit.
• the at least one compound examples include compounds of Group 5 to Group 11 transition metals having chelating ligands and Lewis acid catalysts.
• the transition metals include vanadium, niobium, tantalum, chromium, molybdenum, tungsten, manganese, iron, platinum, ruthenium, cobalt, rhodium, nickel, palladium, and copper.
• the transition metals are preferably group 8 to group 11 transition metals, more preferably group 10 transition metals, and even more preferably nickel (Ni) or palladium (Pd). These transition metals may be used singly or in combination of two or more.
• the chelating ligand has at least two atoms selected from the group consisting of P, N, O, and S and is bidentate or multidentate.
• Ittel et al. exemplifies the structure of chelating ligands (Ittel et al., "Late-Metal Catalysts for Ethylene Homo- and Copolymerization", Chemical Reviews, March 25, 2000, Vol. 4, p.1169-1204).
• Examples of the chelating ligands include bidentate anionic P,O ligands.
• the bidentate anionic P,O ligands include, for example, phosphorus sulfonic acid, phosphorus carboxylic acid, phosphorus phenol, and phosphorus enolate.
• Chelating ligands other than the bidentate anionic P, O ligands include, for example, bidentate anionic N, O ligands.
• Examples of the bidentate anionic N,O ligands include salicylaldiminate and pyridinecarboxylic acid.
• Examples of chelating ligands other than the bidentate anionic P, O ligands and the bidentate anionic N, O ligands include diimine ligands, diphenoxide ligands, and diamide ligands. Ranks are mentioned.
• typical examples of catalysts that are compounds of Groups 5 to 11 transition metals having chelating ligands include so-called SHOP-based catalysts and Drent-based catalysts.
• the SHOP-based catalyst is a catalyst in which a phosphorus-based ligand having an optionally substituted aryl group is coordinated to nickel metal.
• the Drent-based catalyst is a catalyst in which a phosphorus-based ligand having an optionally substituted aryl group is coordinated to palladium metal.
• typical Lewis acid catalysts include divalent palladium or platinum cationic complexes.
• the cationic complex of divalent palladium or platinum exhibits Lewis acidity and is useful as a Lewis acid catalyst for Diels-Alder reaction and the like.
• compounds of boron and aluminum of Group 13 elements, titanium of the fourth period transition metal, and zirconium of the fifth period transition metal are also preferable because they exhibit Lewis acidity.
• Examples of the other components include the following monomers and additives.
• Methacrylic acid ester For example, ethyl methacrylate, isopropyl methacrylate, n-butyl methacrylate, iso-butyl methacrylate, tert-butyl methacrylate, 2-ethylhexyl methacrylate, phenyl methacrylate or benzyl methacrylate.
• Acrylic acid ester For example, methyl acrylate, ethyl acrylate, n-butyl acrylate, iso-butyl acrylate, tert-butyl acrylate, or 2-ethylhexyl acrylate.
• unsaturated carboxylic acid For example acrylic acid, methacrylic acid, maleic acid or itaconic acid.
• Unsaturated carboxylic acid anhydride For example, maleic anhydride or itaconic anhydride.
• Maleimide For example, N-phenylmaleimide or N-cyclohexylmaleimide.
• hydroxy group-containing vinyl monomer For example, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, or 2-hydroxypropyl methacrylate.
• Vinyl ester For example vinyl acetate or vinyl benzoate.
• Nitrogen-containing vinyl monomer For example, methacrylamide, or acrylonitrile.
• Epoxy group-containing monomer For example, glycidyl acrylate or glycidyl methacrylate.
• Aromatic vinyl monomer For example, styrene or ⁇ -methylstyrene.
• Alkanediol di(meth)acrylates For example, ethylene glycol di(meth)acrylate, 1,2-propylene glycol di(meth)acrylate, 1,3-butylene glycol di(meth)acrylate or 1,6-hexanediol di(meth)acrylate.
• Polyoxyalkylene glycol di(meth)acrylate For example, diethylene glycol di(meth)acrylate, dipropylene glycol di(meth)acrylate, triethylene glycol (meth)acrylate, tetraethylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, or neopentyl glycol di(meth) ) acrylates.
• Vinyl monomer having two or more ethylenically unsaturated bonds in the molecule For example, divinylbenzene.
• additives examples include release agents, lubricants, plasticizers, antioxidants, antistatic agents, light stabilizers, ultraviolet absorbers, flame retardants, flame retardant aids, polymerization inhibitors, fillers, pigments, dyes, Known additives such as silane coupling agents, leveling agents, antifoaming agents, and fluorescent agents are included.
• the monomers and additives may be used singly or in combination of two or more as the other components.
• the other component is selected from the group consisting of methyl acrylate, ethyl acrylate and n-butyl acrylate, from the viewpoint of excellent balance of transparency, heat resistance, and moldability of the resulting methacrylic resin.
• At least one selected monomer is preferred.
• the following monomers may be mentioned as the other components.
• additives examples include release agents, lubricants, plasticizers, antioxidants, antistatic agents, light stabilizers, ultraviolet absorbers, flame retardants, flame retardant aids, polymerization inhibitors, fillers, pigments, dyes, Known additives such as silane coupling agents, leveling agents, antifoaming agents and fluorescent agents can be used.
• the monomer composition of the present invention may contain compounds such as methacrolein or methanol that are unavoidably mixed with methyl methacrylate.
• the monomer mixture of the present invention is a raw material for the methacrylic resin of the present invention, which will be described later.
• the monomer mixture contains 60% by mass or more of the monomer composition of the present invention described above.
• "containing 60% by mass or more of the monomer composition of the present invention” means that 100% by mass of the monomer composition of the present invention is added to 100% by mass of the total mass of the monomer mixture.
• Examples of the other monomers include the monomers 1) to 16) listed as the monomers that may be included as other compounds in the above description of the monomer composition of the present invention.
• the above monomers 1) to 16) can be used singly or in combination of two or more as the other monomer.
• ethylene glycol dimethacrylate or neopentyl glycol dimethacrylate is preferable from the viewpoint of excellent balance between heat resistance and transparency of the resulting methacrylic resin.
• a polymerization initiator may be added to the monomer mixture.
• the polymerization initiator include compounds similar to organic peroxides and azo compounds.
• the amount of the polymerization initiator added to the monomer mixture is not particularly limited, but is preferably 0.005 to 5% by mass with respect to 100% by mass of the radically polymerizable monomers in the monomer mixture.
• the monomer mixture may optionally contain a release agent, a lubricant, a plasticizer, an antioxidant, an antistatic agent, a light stabilizer, an ultraviolet absorber, a flame retardant, a flame retardant auxiliary, a polymerization inhibitor, Various additives such as fillers, pigments, dyes, silane coupling agents, leveling agents, antifoaming agents, fluorescent agents, or chain transfer agents can be added.
• the methacrylic resin of the present invention is obtained by radical polymerization of a monomer mixture containing 60% by mass or more of the monomer composition of the present invention.
• the mass average molecular weight (Mw) of the methacrylic resin is not particularly limited, but can be appropriately set within the range of 100,000 to 1,000,000 depending on the intended use of the methacrylic resin. Solvent resistance and chemical resistance can be improved by appropriately increasing the weight average molecular weight.
• the methacrylic resin of the present invention is, for example, a monomer mixture containing 100% by mass of the monomer composition of the present invention described above, or 60% by mass or more and less than 100% by mass of the monomer composition of the present invention described above.
• “another monomer copolymerizable with the monomer composition of the present invention” also simply referred to as "another monomer”.
• the method for polymerizing the monomer composition is not particularly limited, but examples thereof include bulk polymerization, solution polymerization, emulsion polymerization and suspension polymerization.
• Bulk polymerization is preferred as the method for polymerizing the monomer mixture from the viewpoints of the transparency of the methacrylic resin, the environmental load due to the use of solvents, etc., and the productivity and production cost of the resin laminate.
• Specific means of the bulk polymerization method are not particularly limited, but a known casting polymerization method such as a cell casting method or a continuous casting method can be used for production.
• the mass average molecular weight (Mw) of the methacrylic resin can be controlled by adjusting the polymerization temperature, polymerization time, amount of polymerization initiator added, type and amount of serial transfer agent, and the like.
• a methacrylic resin is obtained in a mold consisting of two inorganic glass plates or metal plates (for example, SUS plates) arranged opposite to each other at a predetermined interval with the periphery sealed with a gasket such as a soft resin tube.
• methacrylic resin is obtained by injecting and polymerizing a monomer mixture or a syrup described later, and the obtained methacrylic resin is separated from the mold to obtain a resin molding.
• a syrup containing a polymer (partial polymer) obtained by polymerizing a part of the monomer mixture and the remaining unreacted monomer mixture can be used.
• a syrup of the type in which the methacrylic resin of the present invention is dissolved in the monomer mixture can also be used.
• the molecular weight of the partial polymer in the syrup or the dissolved methacrylic resin in the syrup is not particularly limited, but the weight average molecular weight can be 50,000 or more and 300,000 or less. Further, the mixing ratio of the partial polymer or the dissolved methacrylic resin in the syrup and the monomer mixture is not particularly limited. The monomer mixture can be 2:98 to 50:50.
• the casting mold for casting polymerization is not particularly limited, and known casting molds can be used.
• molds for obtaining plate-shaped resin moldings include molds for cell casting and molds for continuous casting.
• a mold for cell casting for example, two plate-like bodies such as an inorganic glass plate, a chromium-plated metal plate, or a stainless steel plate are arranged facing each other at a predetermined interval, and a gasket is arranged on the edge of the plate-shaped body. and a gasket to form a sealed space.
• the spacing of the mold cavity is adjusted appropriately so as to obtain a resin plate having a desired thickness, and is generally 1 to 30 mm.
• the monomer composition of the present invention contains an ⁇ -olefin, and the methacrylic resin obtained by radically polymerizing the monomer mixture containing the monomer composition of the present invention ensures excellent heat resistance and weather resistance. Good and yellowing is suppressed. Although it is not clear why the monomer composition of the present invention contains an ⁇ -olefin, it is possible to obtain a methacrylic resin that has excellent heat resistance, good weather resistance, and suppressed yellowing. It is assumed that
• Polymers containing units based on methyl methacrylate generate radical species when the main chain or side chains are cleaved by light or heat.
• the generated radical species usually causes yellowing of the methacrylic resin and reduction in mechanical strength due to reduction in molecular weight.
• the ⁇ -olefin in the present invention does not have a resonance stabilization effect and has significantly lower reactivity than methyl methacrylate, which is a conjugated monomer, as described above. Therefore, unless a specific polymerization catalyst such as a transition metal compound or a Group 13 compound is used and under special conditions for exhibiting its effect as a catalyst, the resulting methacrylic resin contains unreacted ⁇ -olefins (especially Also referred to as “ ⁇ -olefin monomer”) remains. The ⁇ -olefin monomer remains in the methacrylic resin. It is believed that the ⁇ -olefin monomer functions as a radical scavenger.
• the hydrogen atom bonded to the carbon atom adjacent to the double bond site of the ⁇ -olefin monomer is abstracted by the radical species described above.
• the olefinic hydrocarbon from which the hydrogen atoms (hydrogen radicals) have been abstracted captures the other radical species described above. As a result, it is believed that the excellent heat resistance of the methacrylic resin is ensured, the weather resistance is excellent, and yellowing is suppressed.
• parts means “mass parts”.
• amount (parts by mass) is parts by mass and ppm by mass, with the total amount of MMA and BA being 100 parts by mass. % and ppm by weight, taking the total weight of the body composition as 100% by weight.
• - indicates that the compound was not blended.
• MMA Methyl methacrylate (manufactured by Mitsubishi Chemical Corporation).
• BA n-butyl acrylate (manufactured by Mitsubishi Chemical Corporation).
• OCT 1-octene (manufactured by Tokyo Chemical Industry Co., Ltd.).
• ⁇ HEX 1-hexene (manufactured by Tokyo Chemical Industry Co., Ltd.).
• 2E1H 2-ethyl-1-hexene (manufactured by Tokyo Chemical Industry Co., Ltd.).
• - HALS 1,2,3,4-butanetetracarboxylic acid tetrakis(2,2,6,6-tetramethyl-4-piperidinyl) (trade name: LA-57, manufactured by ADEKA Corporation).
• Test pieces (length 127 mm x width 12.7 mm x thickness 3 mm) of the resin moldings obtained in Examples and Comparative Examples were: Deflection temperature under load (hereinafter referred to as "HDT") (°C) was measured according to JIS K 7191.
• HDT Deflection temperature under load
• ⁇ Weather resistance evaluation method> The weather resistance of the methacrylic resins obtained in Examples and Comparative Examples was evaluated by the following method.
• Metal weather ultra-accelerated weather resistance tester (Daipla-Wintes Co., Ltd., model: MW-60W) equipped with a metal halide lamp (manufactured by Daipla-Wintes Co., Ltd., model: MW-60W) and a light cut filter (manufactured by Daipla-Wintes Co., Ltd., model: KF-1) Wintes Co., Ltd., model name: KU-R5CI-A) was used to perform a UV exposure test, and according to the method described later, the yellowness index (YI) and The change ( ⁇ YI) was measured.
• YI yellowness index
• ⁇ YI The change
• a test piece (50 mm long x 50 mm wide) obtained by cutting the resin molded body obtained in the example or comparative example into a square shape, 5 mm thick) was installed.
• the irradiation intensity of ultraviolet rays (UV) irradiated from the metal halide lamp to the test piece was measured with an ultraviolet illuminometer (manufactured by Ushio Inc., model name: UIT-101), and the irradiation intensity at a wavelength of 330 to 390 nm was 80 mW/ Corrected to be cm 2 .
• the evaluation chamber of the metal weather super accelerated weather resistance tester is set to an environment of temperature 63° C. and humidity 50 RH%, and the test piece is irradiated with ultraviolet light from a metal halide lamp (irradiation intensity 80 mW/cm 2 ). did.
• a spectral color difference meter (manufactured by Nippon Denshoku Industries Co., Ltd., model name: SE-7700) is used to measure the yellowness (yellow index: YI) of the test piece in accordance with ASTM D1925. did. Using one test piece before the start of the UV exposure test and one test piece after 200 hours after the start, measurement was performed once for each test piece, and the change in the measured value was the change in yellowness ( ⁇ YI).
• Example 1 (1) Preparation of monomer composition A reactor (polymerization vessel) equipped with a cooling tube, a thermometer and a stirrer is charged with 98.0 parts by mass of MMA and 2.0 parts by mass of BA, and 500 parts by mass of 1-octene. A monomer composition was prepared with additions of ppm.
• Examples 2 to 6 A methacrylic resin and a resin molding were produced in the same manner as in Example 1, except that the blending of the monomer composition was changed as shown in Table 1. Table 1 shows the evaluation results of the obtained resin moldings.
• Example 7 A methacrylic resin and a resin molding were produced in the same manner as in Example 1, except that the monomer composition was changed as shown in Table 1 and 1-octene was changed to 1-hexene. Table 1 shows the evaluation results of the obtained resin moldings.
• Example 8 A methacrylic resin and a resin molded body were prepared in the same manner as in Example 1 except that the monomer composition was changed as shown in Table 1 and 1-octene was changed to 2-ethyl-1-hexene. manufactured. Table 1 shows the evaluation results of the obtained resin moldings.
• the resin moldings obtained in Examples 1 to 8 maintained excellent heat resistance, had good weather resistance, and were inhibited from yellowing. This is probably because the monomer composition contained methyl methacrylate and ⁇ -olefin, and the ⁇ -olefin monomer remained in the methacrylic resin.
• the resin moldings obtained in Comparative Examples 1 and 3 did not contain ⁇ -olefin in the monomer composition, and no ⁇ -olefin monomer remained in the methacrylic resin, so yellowing occurred. and the weather resistance was insufficient.
• the resin molding obtained in Comparative Example 2 contained a hindered amine compound in place of the ⁇ -olefin in the monomer composition, so yellowing was observed and the weather resistance was slightly insufficient.

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