JPH0244844B2 - - Google Patents
Info
- Publication number
- JPH0244844B2 JPH0244844B2 JP59009157A JP915784A JPH0244844B2 JP H0244844 B2 JPH0244844 B2 JP H0244844B2 JP 59009157 A JP59009157 A JP 59009157A JP 915784 A JP915784 A JP 915784A JP H0244844 B2 JPH0244844 B2 JP H0244844B2
- Authority
- JP
- Japan
- Prior art keywords
- methyl methacrylate
- polymer
- weight
- acrylate
- mixture
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 229920000642 polymer Polymers 0.000 claims description 34
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 19
- 239000000178 monomer Substances 0.000 claims description 17
- XFWJKVMFIVXPKK-UHFFFAOYSA-N calcium;oxido(oxo)alumane Chemical compound [Ca+2].[O-][Al]=O.[O-][Al]=O XFWJKVMFIVXPKK-UHFFFAOYSA-N 0.000 claims description 9
- 239000002245 particle Substances 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 229920000178 Acrylic resin Polymers 0.000 claims description 5
- 239000004925 Acrylic resin Substances 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 13
- 239000000047 product Substances 0.000 description 11
- 238000006116 polymerization reaction Methods 0.000 description 10
- 238000000034 method Methods 0.000 description 9
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 8
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 8
- 239000011347 resin Substances 0.000 description 8
- 229920005989 resin Polymers 0.000 description 8
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- 239000011159 matrix material Substances 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 239000004342 Benzoyl peroxide Substances 0.000 description 4
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
- 235000019400 benzoyl peroxide Nutrition 0.000 description 4
- 239000003431 cross linking reagent Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 239000004575 stone Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- -1 aluminum compound Chemical class 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000003063 flame retardant Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 150000001451 organic peroxides Chemical class 0.000 description 3
- 239000003505 polymerization initiator Substances 0.000 description 3
- 239000007870 radical polymerization initiator Substances 0.000 description 3
- HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 description 2
- 229910004298 SiO 2 Inorganic materials 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 239000004566 building material Substances 0.000 description 2
- 238000012662 bulk polymerization Methods 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 229910052593 corundum Inorganic materials 0.000 description 2
- 238000005034 decoration Methods 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- GYVGXEWAOAAJEU-UHFFFAOYSA-N n,n,4-trimethylaniline Chemical compound CN(C)C1=CC=C(C)C=C1 GYVGXEWAOAAJEU-UHFFFAOYSA-N 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 238000010557 suspension polymerization reaction Methods 0.000 description 2
- 230000008961 swelling Effects 0.000 description 2
- 238000005979 thermal decomposition reaction Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 229910001845 yogo sapphire Inorganic materials 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- PFHOSZAOXCYAGJ-UHFFFAOYSA-N 2-[(2-cyano-4-methoxy-4-methylpentan-2-yl)diazenyl]-4-methoxy-2,4-dimethylpentanenitrile Chemical compound COC(C)(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)(C)OC PFHOSZAOXCYAGJ-UHFFFAOYSA-N 0.000 description 1
- WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- YLZOPXRUQYQQID-UHFFFAOYSA-N 3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]propan-1-one Chemical compound N1N=NC=2CN(CCC=21)CCC(=O)N1CCN(CC1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F YLZOPXRUQYQQID-UHFFFAOYSA-N 0.000 description 1
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- 229910018626 Al(OH) Inorganic materials 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229940043430 calcium compound Drugs 0.000 description 1
- 150000001674 calcium compounds Chemical class 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pentâ4âenâ2âone Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
Description
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ãããã®ã§ãããDETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for producing filled plastics useful in the construction industry with improved appearance and heat resistance.
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å€ãã®æ¹è¯ã®äœå°ãããã Filled plastics are widely used as building materials and interior decoration. However, compared to natural stone, which has traditionally been used for building materials and interior decoration, filler-containing plastics are more flammable, have lower heat resistance, have poorer surface hardness, and do not have the same appearance as natural stone. lack of depth, etc.
There is a lot of room for improvement.
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ã®ä»£æ¿åãšããŠãæ§èœãååã§ãªãã As for the internal combustibility of these improvements, a method is known in which a methyl methacrylate polymer is made flame retardant by incorporating alumina hydrate into it, as disclosed in Japanese Patent Publication No. 50-22586. However, although alumina hydrate has excellent properties as a flame retardant, it decomposes at temperatures above 180°C, resulting in very poor heat resistance. Therefore, the alumina hydrate-containing methyl methacrylate polymer cannot be subjected to secondary processing such as heat bending, which can be performed with ordinary polymers. Further, JP-A-56-9261 discloses an acrylic resin containing SiO 2 and alumina hydrate. However, SiO 2 does not have any positive effect on making the material flame retardant or improving heat resistance, and has the same drawbacks in terms of heat resistance as when it contains alumina hydrate. Further, Japanese Patent Publication No. 52-16131 describes a composition in which 3CaO.Al 2 O 3 .6H 2 O is melt-kneaded with a thermoplastic resin such as polystyrene, polyvinyl chloride, or polyolefin. However, these resins have poor surface hardness, heat deformation resistance, and weather resistance, and do not have sufficient performance as a substitute for natural stone.
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ãã In addition, resins mainly composed of methyl methacrylate are
The softening point is high, and if you try to melt and knead 3CaO.Al 2 O 3.6H 2 O, 3CaO.Al 2 O 3.6H 2 O will thermally decompose, so melt-kneading cannot be applied. Therefore, the present inventors investigated to obtain a cured acrylic resin product with excellent flame retardancy, heat resistance, surface hardness, and appearance. As a result, the present inventors preliminarily added calcium aluminate hydrate to a polymerizable monomer whose main component is methyl methacrylate. It has been discovered that this object can be achieved by polymerizing the materials after mixing them, leading to the present invention.
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硬åäœã®è£œé æ³ã§ããã That is, the present invention is directed to a polymerizable monomer containing methyl methacrylate as a main component or a partial polymer thereof15
~80% by weight and calcium aluminate hydrate ~20~
This is a method for producing a cured acrylic resin by polymerizing an 85% by weight mixture.
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ãç©ã§ããã The cured acrylic resin obtained by the present invention is dramatically superior in flame retardancy, heat resistance, secondary processability, surface hardness, and appearance compared to conventional filler-containing plastics.
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ãGMELINS HANDBUCH DER ANORGâ
ANISCHEN CHEMIEãALUMINIUM TEIL
 SYSTEMâNUMBER35ãïŒVERLAG
CHEMIE G.M.B.H.1934幎ïŒã®ç¬¬560é ã«ã¢ã«ã
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ã®åé¢ãèµ·ã€ãŠå¥œãŸãããªãã The calcium aluminate hydrate used in the present invention has various types depending on the ratio of CaO/Al 2 O 3 /H 2 O, but the one represented by 3CaOã»Al 2 O 3ã»6H 2 O is the most stable one. It is an easy form. 3CaOã»
What is represented by Al2O3ã»6H2O is Al(OH) 3 and Ca
The thermal decomposition temperature is as high as 250°C compared to a simple mixture of (OH) 2 at a molar ratio of 2:3.
The absorption peaks of X-ray diffraction are also completely different. The manufacturing method is âGMELINS HANDBUCH DER ANORGâ
ANISCHEN CHEMIE, ALUMINUM TEIL
B SYSTEM-NUMBER35â (VERLAG
CHEMIE GMBH (1934), page 560, shows that it can be obtained by the reaction of an aluminum compound and a calcium compound, but by-products from the production of alumina can also be used. The average particle size is 3ÎŒm or more
The average particle diameter is preferably 80 ÎŒm or less, and if it is less than 3 ÎŒm, the dispersibility during filling will be poor, making it difficult to fill 20% by weight or more. Moreover, when the average particle diameter is larger than 80 ÎŒm, separation from the matrix resin occurs due to sedimentation of the particles during filling, which is not preferable.
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·äœäŸãšããŠãããããšãã§ããã As a polymerizable monomer containing methyl methacrylate as a main component, from the viewpoint of appearance resemblance to natural stone, weather resistance, surface hardness, and heat deformation resistance of the obtained cured product,
It is necessary to contain 50% by weight or more of methyl methacrylate units. If the amount is less than this, surface hardness, weather resistance, appearance, and heat deformation resistance cannot be ensured. In addition, in order to improve the thermal decomposition resistance of the methyl methacrylate polymer and the adhesion between the matrix resin and calcium aluminate hydrate, or to improve the moldability of the resulting cured product, less than 50% by weight of a polymerizable monomer may be added. Can be copolymerized. As monomers for copolymerization, methacrylic acid or acrylic acid (hereinafter referred to as (meth)acrylic acid),
Methyl acrylate, ethyl (meth)acrylate,
Esters of (meth)acrylic acid and alcohol represented by butyl (meth)acrylate, stearyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, and 2-hydroxyethyl (meth)acrylate; Specific examples include acrylamide and its derivatives, styrene and its derivatives, and vinyl acetate.
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ã奜ãŸããã Although the polymerizable monomer may be used as it is, it is more preferable to use a partial polymer in order to prevent the mixed calcium aluminate hydrate from being unevenly distributed.
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ãããªãã®ã§å¥œãŸãããªãã The partial polymer is called a syrup when producing methyl methacrylate (co)polymer, and may be one commonly used, with a polymer content of about 3 to 40% by weight. If it exceeds 40% by weight, the viscosity becomes high and it becomes difficult to handle, which is not preferable.
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åäžã«æ··åãããã°ããã®æ¹æ³ã¯éå®ãããªãã The polymerizable monomer or its partial polymer and calcium aluminate hydrate may be mixed uniformly by placing them in a container equipped with a stirrer, and the method is not limited as long as both are uniformly mixed.
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ã硬åäœã®ïŒæ¬¡å å·¥æ§ã倱ãã奜ãŸãããªãã Note that the amount of calcium aluminate hydrate is required to be 20% to 85% by weight. If it is less than 20% by weight, flame retardancy and heat resistance will be poor, and if it exceeds 85% by weight, it will be difficult to mix uniformly with the polymerizable monomer or its partial polymer, and the resulting cured product will have poor secondary properties. Processability is lost, which is undesirable.
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ãã As the polymerization method, bulk polymerization, suspension polymerization, etc. are applied. Among these, bulk polymerization is preferred, and a method of casting polymerization in a mold is particularly preferred. In the cast polymerization method, a mold in the shape of a plate or the desired molded body is created, and a polymerizable monomer mixture or a partial polymer of the polymerizable monomer mixture, a polymerization initiator, calcium aluminate hydrate, and additives are placed in the mold. A predetermined amount of the mixture is poured and polymerized. polymerization temperature,
Although the time varies depending on the type of shape initiator used in the molded article, it is generally carried out at 25°C to 95°C for 30 minutes to one week.
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以äžã§äœ¿çšããããšãã§ããã As the polymerization initiator, it is preferable to use a radical polymerization initiator such as an azo compound or an organic peroxide, and the amount thereof is 0.001 to 100% relative to the polymerizable monomer.
It is preferable to add 1% by weight, more preferably 0.01% by weight.
It is preferable to add up to 0.5% by weight. Specific examples of azo compounds used as radical polymerization initiators include 2,2'-azobis(isobutyronitrile), 2,2'-azobis(2,4-dimethylvaleronitrile), 2,2'-azobis (2,4-dimethyl-4-methoxyvaleronitrile), and examples of organic peroxides include benzoyl peroxide and lauroyl peroxide. Alternatively, a redox-based polymerization initiator, such as a combination of an organic peroxide and an amine, can also be used as a radical polymerization initiator. During this polymerization, additives commonly used in the production of methyl methacrylate polymers can be incorporated. As the additive, one or more of crosslinking agents, ultraviolet absorbers, oxidation stabilizers, plasticizers, molecular weight regulators, colorants, etc. can also be used. As the crosslinking agent, commonly used crosslinking agents containing multiple polymerizable unsaturated bonds in one molecule can be used, such as ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, and tetraethylene glycol di(meth)acrylate. acrylate, trimethylolethane tri(meth)acrylate, trimethylolpropane tri(meth)acrylate,
Examples include pentaerythritol tetra(meth)acrylate, allyl(meth)acrylate, and the like.
By adding a crosslinking agent, the surface hardness and solvent resistance of the molded article can be improved, and it can be used in an amount of 20% by weight or less based on the polymerizable monomer.
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ããããšãã§ããã The ultraviolet absorber is added to improve the weather resistance of the matrix resin, and can be used in an amount of 5% by weight or less based on the amount of the matrix resin. As oxidation stabilizers, there are those added to improve the weather resistance of the matrix resin and those added to prevent inhibition of polymerization by air during polymerization, and both are used in an amount of 5% by weight or less based on the amount of matrix resin. Plasticizers, molecular weight regulators, colorants, etc. can be added as necessary.
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ãã The present invention will be explained in more detail below using Examples. In the following examples, the oxygen index is
According to VISK7201, Rockwell hardness is
Measured according to ASTMD-785. The viscosity is E
It was measured at 25°C using a model viscometer (manufactured by Tokyo Keiki).
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åŸããExample 1 120 g of methyl methacrylate polymer (Sumipetx-B MH manufactured by Sumitomo Chemical) was dissolved in 480 g of methyl methacrylate monomer to give a polymer content of 20%.
A methyl methacrylate partial polymer having a viscosity of 1 poise was obtained.
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ãã The above methyl methacrylate partial polymer 100 g 3CaOã»Al 2 O 3ã»6H 2 O (average particle size 12 ÎŒm) 150 g Ethylene glycol dimethacrylate 1 g 2,2'-Azobisisobutyronitrile 0.1 g Add the above mixture to 500 ml Place in a glass flask and stir thoroughly with a stirring blade for 30 minutes. 150Ã150Ã5
A m/m mold was prepared, and the mixture was poured into it and polymerized by heating at 80° C. for 2 hours in a water bath.
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ãçã®å€èŠ³äžã®å€åã¯ãªãã€ãã The obtained cured product had an oxygen index of 26 and a Rockwell surface hardness of 98 (M scale), showing excellent flame retardancy and surface hardness. The appearance was also good. This cured product was heated in a hot air oven at 200°C for 20 minutes, but there was no change in appearance such as swelling.
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床ïŒãã€ãºã®éšåéåäœãåŸããExample 2 Methyl methacrylate 392 in a container with a stirrer from 1
g, 1.2 g of lauryl mercaptan in 8 g of methyl acrylate, 2,2'-azobisisobutyronitrile
After adding 0.02 g and dissolving in a nitrogen atmosphere, the mixture was stirred at 75° C. for 90 minutes at 30 rpm using a stirring blade to polymerize, yielding a partial polymer with a polymerization rate of 20% and a viscosity of 2 poise.
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æ ã®äžã«æµã蟌ã¿å®€æž©ã§ïŒæ¥æŸçœ®ããã The above partial polymer 100g 3CaOã»Al2O3ã»6H2O (average particle size 12ÎŒm) 185g Triethylene glycol dimethacrylate 2g Benzoyl peroxide 0.1g N,N-dimethyl-p-toluidine 0.05g The above mixture was poured into a 500ml glass flask. The mixture was thoroughly mixed for 30 minutes using a stirring blade in the chamber, and then poured into a mold of 150 x 150 x 5 m/m and left at room temperature for one day.
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é¢ç¡¬åºŠã瀺ããã The obtained cured product had an oxygen index of 33 and a Rockwell surface hardness of 99 (M scale), showing excellent flame retardancy and surface hardness.
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芳å€åã¯ãªãã€ãã The cured product was heated at 200°C for 30 minutes, but there was no change in appearance such as swelling.
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âã§ãµã¹ãã³ãžãšã³éåãããã Comparative Example 1 100 g of the partial polymer obtained in Example 2 2 g of triethylene glycol dimethacrylate 0.3 g of benzoyl peroxide The above mixture was mixed with 0.05 g of hydroxyethyl cellulose.
85 wt% in an aqueous solution with vigorous stirring.
Suspension polymerization was carried out at â.
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After mixing with g, the polymer was kneaded at 250°C using a roll kneader (6-inch roll manufactured by Toyo Seiki Co., Ltd.), but the polymer did not melt and could not be blended.
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ããExample 3 A methyl methacrylate partial polymer having a polymer content of 23% and a viscosity of 2 poise was obtained by dissolving 92 g of methyl methacrylate polymer (SumiPex-B MH manufactured by Sumitomo Chemical) in 312 g of methyl methacrylate monomer.
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±ã«åªããŠããã The above partial polymer 300g 3CaOã»Al 2 O 3ã»6H 2 O (average particle size 12 ÎŒm) 450g 2,2â²-Azobisisobutyronitrile 0.2g The above mixture was mixed in a glass flask with a stirring blade.
The mixture was thoroughly mixed for 30 minutes, poured into a mold of 250 x 250 x 6 m/m, and heated to 70°C in a water bath for 4 hours to polymerize. The appearance of the obtained cured product is color tone,
The depth was also good. The cured product had an oxygen index of 26 and a Rockwell hardness of 96 (M scale), showing excellent flame retardancy and surface hardness.
æ¯èŒäŸ ïŒ
ããŠããŒç¶ã®ã¡ã¿ã¯ãªã«é
žã¡ãã«ããªããŒïŒäœ
åååŠè£œã¹ãããã¯ã¹
â MHïŒ40ïœãš
3CaOã»Al2O3ã»6H2O10ïœãæ··åããåŸãã©ã¹ã
ãã«ïŒãã©ãã³ããŒïŒã§230âã§10åéæ··ç·Žããã
åŸãããããªããŒã¯å€æ°ã®æ°æ³¡ãå«ã¿éåžžã«ãã
ããããçµæç©ããåŸãããªãã€ããComparative Example 2 40 g of powdered methyl methacrylate polymer (Sumipetx-B MH manufactured by Sumitomo Chemical)
After mixing 10 g of 3CaO.Al 2 O 3 .6H 2 O, the mixture was kneaded at 230° C. for 10 minutes using a Plastomill (Brabender).
The resulting polymer contained a large number of cells and a very fragile composition was obtained.
å®æœäŸ ïŒ
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žã¡ãã«ããªããŒïŒäœåååŠè£œã¹ã
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â MHïŒ10ïœã«ã¡ã¿ã¯ãªã«é
žã¡ã
ã«ã¢ãããŒ180ïœãã¹ãã¬ã³ã¢ãããŒ30ïœãã¢ã¯
ãªã«é
žãšãã«ïŒïœãå ãæ¹æ溶解ããŠéåæ§ã¢ã
ããŒã®éšåéåç©ãåŸããExample 4 180 g of methyl methacrylate monomer, 30 g of styrene monomer, and 5 g of ethyl acrylate were added to 10 g of methyl methacrylate polymer (SumiPex-B MH manufactured by Sumitomo Chemical) and dissolved with stirring to obtain a partial polymer of polymerizable monomers.
äžèšã®éåæ§ã¢ãããŒã®éšåéåäœ 100ïœ
3CaOã»Al2O3ã»6H2OïŒå¹³åç²åŸ12ÎŒïœïŒ
180ïœ
ãâãžã¡ãã«âïœâãã«ã€ãžã³ 0.1ïœ
ãã³ãŸã€ã«ããŒãªããµã€ã 0.15ïœ
äžèšæ··åç©ãå
åæ··åããåŸ150Ã150ÃïŒïœïŒ
ïœã®åæ ã«æµã蟌ã¿40âã§ïŒæ¥æŸçœ®ãããåŸãã
ã硬åäœã®å€èŠ³ã¯åªãããã®ã§ãããé
žçŽ ææ°
30ãããã¯ãŠãšã«è¡šé¢ç¡¬åºŠ90ïŒïŒã¹ã±ãŒã«ïŒãšåª
ããé£çæ§ãè¡šé¢ç¡¬åºŠã瀺ããã Partial polymer of the above polymerizable monomer 100 g 3CaOã»Al 2 O 3ã»6H 2 O (average particle size 12 ÎŒm) 180 g N,N-dimethyl-p-toluidine 0.1 g Benzoyl peroxide 0.15 g After thoroughly mixing the above mixture 150Ã150Ã5m/
The mixture was poured into a mold of 1.5 m and left at 40°C for 1 day. The appearance of the obtained cured product is excellent, and the oxygen index is
30, Rockwell surface hardness 90 (M scale), showing excellent flame retardancy and surface hardness.
Claims (1)
ãããŒãããã¯ããã®éšåéåäœ15ã80ééïŒ ãš
å¹³åç²åã3ÎŒïœä»¥äž80ÎŒïœä»¥äžã®ã«ã«ã·ãŠã ã¢ã«
ãããŒãæ°Žåç©20ã85ééïŒ ã®æ··åç©ãéåãã
ãŠãªãã¢ã¯ãªã«æš¹è硬åäœã®è£œé æ³ã1. Polymerizable monomer containing methyl methacrylate as a main component or a mixture of 15 to 80% by weight of a partial polymer thereof and 20 to 85% by weight of calcium aluminate hydrate having an average particle size of 3 ÎŒm or more and 80 ÎŒm or less. Method for producing cured acrylic resin.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP915784A JPS60152513A (en) | 1984-01-21 | 1984-01-21 | Production of cured acrylate resin object |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP915784A JPS60152513A (en) | 1984-01-21 | 1984-01-21 | Production of cured acrylate resin object |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS60152513A JPS60152513A (en) | 1985-08-10 |
JPH0244844B2 true JPH0244844B2 (en) | 1990-10-05 |
Family
ID=11712782
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP915784A Granted JPS60152513A (en) | 1984-01-21 | 1984-01-21 | Production of cured acrylate resin object |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS60152513A (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS62288653A (en) * | 1986-06-06 | 1987-12-15 | Nippon Light Metal Co Ltd | Flame-retardant thermoplastic resin composition |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5022586A (en) * | 1973-06-27 | 1975-03-11 | ||
JPS5216131A (en) * | 1975-07-29 | 1977-02-07 | Matsushita Electric Ind Co Ltd | Color tv receiver |
JPS569261A (en) * | 1979-07-04 | 1981-01-30 | Nippon Musical Instruments Mfg | Marble pattern matter |
-
1984
- 1984-01-21 JP JP915784A patent/JPS60152513A/en active Granted
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5022586A (en) * | 1973-06-27 | 1975-03-11 | ||
JPS5216131A (en) * | 1975-07-29 | 1977-02-07 | Matsushita Electric Ind Co Ltd | Color tv receiver |
JPS569261A (en) * | 1979-07-04 | 1981-01-30 | Nippon Musical Instruments Mfg | Marble pattern matter |
Also Published As
Publication number | Publication date |
---|---|
JPS60152513A (en) | 1985-08-10 |
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