WO2022137686A1 - Composition de résine de polyester insaturé et objet moulé - Google Patents

Composition de résine de polyester insaturé et objet moulé Download PDF

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Publication number
WO2022137686A1
WO2022137686A1 PCT/JP2021/035157 JP2021035157W WO2022137686A1 WO 2022137686 A1 WO2022137686 A1 WO 2022137686A1 JP 2021035157 W JP2021035157 W JP 2021035157W WO 2022137686 A1 WO2022137686 A1 WO 2022137686A1
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WO
WIPO (PCT)
Prior art keywords
unsaturated polyester
polyester resin
inorganic filler
resin composition
mass
Prior art date
Application number
PCT/JP2021/035157
Other languages
English (en)
Japanese (ja)
Inventor
俊直 三木
隆仁 石内
優俊 森
Original Assignee
昭和電工株式会社
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 昭和電工株式会社 filed Critical 昭和電工株式会社
Priority to CN202180084264.8A priority Critical patent/CN116745330A/zh
Priority to JP2022571057A priority patent/JPWO2022137686A1/ja
Publication of WO2022137686A1 publication Critical patent/WO2022137686A1/fr

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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
    • C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
    • C08F283/01—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to unsaturated polyesters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/24—Acids; Salts thereof
    • C08K3/26—Carbonates; Bicarbonates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K7/00—Use of ingredients characterised by shape
    • C08K7/02—Fibres or whiskers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/06—Unsaturated polyesters

Definitions

  • the present invention relates to an unsaturated polyester resin composition and a molded product.
  • An unsaturated polyester resin composition obtained by blending an unsaturated polyester resin with a fiber reinforcing material or an inorganic filler has good resin fluidity during molding, and is a cured product having excellent dimensional accuracy, heat resistance, and mechanical strength. It is widely used in the manufacture of OA equipment, chassis of office equipment, lamp reflectors of automobile head lamps, and the like.
  • Patent Document 1 and Patent Document 2 disclose an unsaturated polyester resin composition containing an inorganic filler, a fiber reinforcing material, a hollow filler, and the like.
  • the unsaturated polyester resin composition flows into the gaps in the mold clearance and hardens, causing burrs on the molded product. Since burrs need to be removed in the removal process, there is a problem that the manufacturing cost increases when a large amount of burrs are generated.
  • the present invention has been made to solve the above-mentioned problems, and has good resin fluidity during molding, excellent appearance, dimensional accuracy, and strength physical properties of the molded product, and molding with reduced burrs. It is an object of the present invention to provide an unsaturated polyester resin composition capable of giving a body.
  • the present inventors have set the content of the inorganic filler in a specific range in the unsaturated polyester resin composition, and the inorganic filler having three kinds of average particle diameters is selected in a specific ratio.
  • the unsaturated polyester resin composition which has good resin fluidity at the time of molding, is excellent in appearance, dimensional accuracy, and strength physical properties of a molded product, and can give a molded product with reduced burrs. And came to complete the present invention.
  • An unsaturated polyester resin composition containing (a) an unsaturated polyester resin, (b) an inorganic filler, (c) a metal soap, (d) a low shrinkage agent, (e) a fiber reinforcing material, and (f) a curing agent.
  • the content of the (b) inorganic filler is 250 to 600 parts by mass with respect to 100 parts by mass of the (a) unsaturated polyester resin.
  • the (b) inorganic filler includes (b1) an inorganic filler having an average particle diameter of 0.5 to 5.0 ⁇ m, and (b2) an inorganic filler having an average particle diameter of 6.0 to 50.0 ⁇ m.
  • an unsaturated polyester resin composition which has good resin fluidity at the time of molding, is excellent in appearance, dimensional accuracy, and strength physical properties of a molded product, and can give a molded product with reduced burrs. Can be provided. Further, by curing the unsaturated polyester resin composition, it is possible to provide a molded product having excellent appearance, dimensional accuracy and strength physical characteristics of the molded product and having reduced burrs.
  • the "ethylenically unsaturated bond” means a double bond formed between carbon atoms other than the carbon atom forming the aromatic ring.
  • ⁇ Unsaturated polyester resin composition In one embodiment of the present invention, (a) unsaturated polyester resin, (b) inorganic filler, (c) metal soap, (d) low shrinkage agent, (e) fiber reinforcing material, and (f) curing agent are used. It is an unsaturated polyester resin composition containing.
  • unsaturated polyester resin composition containing.
  • the unsaturated polyester resin is a cross-linking of a condensation product (unsaturated polyester) obtained by esterifying a polyhydric alcohol with an unsaturated polybasic acid and a saturated polybasic acid as an optional component.
  • a composition dissolved in an agent also referred to as a "reactive diluent"
  • the unsaturated polybasic acid is a polybasic acid having a polymerizable ethylenically unsaturated bond
  • the saturated polybasic acid is a polybasic acid having no polymerizable ethylenically unsaturated bond.
  • Such unsaturated polyester resins are generally known in the technical field of the present invention, and are, for example, "Polyester Resin Handbook” (Nikkan Kogyo Shimbun, published in 1988) and "Paint Glossary” (edited by Japan Society of Color Material, 1993). (Issued annually), etc.
  • the polyhydric alcohol used as a raw material for unsaturated polyester is not particularly limited, and those known in the technical field of the present invention can be used.
  • Examples of polyhydric alcohols include ethylene glycol, propylene glycol, butanediol, diethylene glycol, dipropylene glycol, triethylene glycol, pentanediol, hexanediol, neopentanediol, hydrogenated bisphenol A, bisphenol A and glycerin.
  • the polyhydric alcohol can be used alone or in combination of two or more.
  • At least one selected from the group consisting of propylene glycol, neopentanediol, bisphenol A, and hydrogenated bisphenol A is preferable from the viewpoint of excellent heat resistance, mechanical strength, and resin fluidity during molding. ..
  • the unsaturated polybasic acid used as a raw material for the unsaturated polyester is not particularly limited, and those known in the technical field of the present invention can be used.
  • unsaturated polybasic acids include maleic anhydride, fumaric acid, citraconic acid, itaconic acid and het acid.
  • the unsaturated polybasic acid can be used alone or in combination of two or more.
  • maleic anhydride or fumaric acid is preferable from the viewpoint of excellent heat resistance, mechanical strength, resin fluidity during molding, and the like.
  • the saturated polybasic acid used as an arbitrary raw material for unsaturated polyester is not particularly limited, and known ones can be used.
  • saturated polybasic acids include phthalic anhydride, isophthalic acid, terephthalic acid, succinic acid, adipic acid, sebacic acid, tetrachlorophthalic anhydride and tetrabromophthalic anhydride.
  • the saturated polybasic acid can be used alone or in combination of two or more.
  • Unsaturated polyester can be synthesized by a known method using the above raw materials.
  • Various conditions in the synthesis of unsaturated polyester can be appropriately set according to the raw materials used and the amount thereof.
  • a method of esterifying under pressure or reduced pressure at a temperature of 140 to 230 ° C. in an inert gas stream such as nitrogen gas can be mentioned.
  • an esterification catalyst can be used if necessary.
  • the esterification catalyst include known catalysts such as manganese acetate, dibutyltin oxide, stannous oxalate, zinc acetate and cobalt acetate.
  • the esterification catalyst can be used alone or in combination of two or more.
  • the weight average molecular weight (MW) of the unsaturated polyester is not particularly limited. It is preferably 3,000 to 25,000, more preferably 5,000 to 20,000, and even more preferably 7,000 to 18,000.
  • the "weight average molecular weight” is measured by gel permeation chromatography (Polystyrene (registered trademark) GPC-101, Showa Denko KK) at room temperature (23 ° C.) under the following conditions. It means a value obtained using a standard polystyrene calibration curve.
  • the cross-linking agent (reactive diluent) that dissolves the unsaturated polyester is not particularly limited as long as it has a polymerizable ethylenically unsaturated bond with the unsaturated polyester, and is known in the technical field of the present invention. Can be used.
  • the cross-linking agent include styrene monomer, diallyl phthalate monomer, diallyl phthalate prepolymer, methyl methacrylate and triallyl isocyanurate. These can be used alone or in combination of two or more.
  • the content of the cross-linking agent (reactive diluent) in the unsaturated polyester resin is not particularly limited.
  • the content of the cross-linking agent (reactive diluent) in the unsaturated polyester resin is the unsaturated polyester and the cross-linking agent from the viewpoint of workability, polymerizability, shrinkage of the molded product, and degree of freedom in adjusting the amount. It is preferably 25 to 70% by mass, more preferably 30 to 68% by mass, and further preferably 35 to 65% by mass with respect to the total of.
  • the unsaturated polyester resin may contain a polymerization inhibitor such as hydroquinone, if necessary.
  • the unsaturated polyester resin composition of one embodiment has a specific range of the content of the inorganic filler, and the inorganic filler having three kinds of average particle diameters is used at a specific ratio.
  • the type of the inorganic filler is not particularly limited, and those known in the technical field of the present invention can be used.
  • Examples of the inorganic filler include calcium carbonate, silica, alumina, aluminum hydroxide, barium sulfate, wallastnite, clay, talc, mica, gypsum, silicic acid anhydride, and glass powder. These can be used alone or in combination of two or more. Among them, it is preferable to use at least calcium carbonate from the viewpoint of surface smoothness, cost reduction, and availability of the obtained molded product.
  • the shape of the inorganic filler is not particularly limited, and examples thereof include a substantially true sphere, an ellipsoid, a scaly shape, and an amorphous shape.
  • the true specific gravity of the inorganic filler is not particularly limited, and is preferably 1 to 10 g / cm 3 , more preferably 1.5 to 8 g / cm 3 , and even more preferably 2 to 5 g. / Cm 3 .
  • the true specific gravity of the inorganic filler is 1 g / cm 3 or more, the mechanical properties of the obtained molded product are better, and when the true specific gravity of the inorganic filler is 10 g / cm 3 or less, the unsaturated polyester resin composition is obtained. The kneadability of the product becomes better.
  • the blending amount of the inorganic filler is 250 to 600 parts by mass, more preferably 300 to 550 parts by mass, and further preferably 350 to 450 parts by mass with respect to 100 parts by mass of (a) unsaturated polyester resin. It is a department.
  • the blending amount of the inorganic filler is 250 parts by mass or more, the mechanical properties of the obtained molded product become better. Further, when (b) the blending amount of the inorganic filler is 600 parts by mass or less, (b) the inorganic filler is more uniformly dispersed in the unsaturated polyester resin composition, so that a homogeneous molded body is produced. Can be done.
  • the (b) inorganic filler has (b1) an inorganic filler having an average particle diameter of 0.5 to 5.0 ⁇ m (hereinafter, also referred to as “(b1) inorganic filler”) and (b2) an average particle diameter.
  • An inorganic filler of 6.0 to 50.0 ⁇ m hereinafter, also referred to as “(b2) inorganic filler”
  • an inorganic filler having an average particle size of 70.0 ⁇ m or more hereinafter, “(b3)
  • inorganic filler also referred to as "inorganic filler” and at least three types are used in combination.
  • the fluidity of the unsaturated polyester resin composition at the time of molding is improved, and the obtained molded product can be obtained.
  • the appearance, dimensional accuracy, and physical characteristics of strength can be improved, and burrs of the molded product can be reduced.
  • the average particle size of the inorganic filler is preferably 0.7 ⁇ m or more, more preferably 1.0 ⁇ m or more.
  • the average particle size of the inorganic filler is preferably 4.0 ⁇ m or less, more preferably 3.0 ⁇ m or less.
  • the average particle size of the inorganic filler is preferably 6.5 ⁇ m or more, more preferably 7.0 ⁇ m or more.
  • the average particle size of the inorganic filler is preferably 40.0 ⁇ m or less, more preferably 30.0 ⁇ m or less.
  • the average particle size of the inorganic filler is preferably 100 ⁇ m or more, more preferably 200 ⁇ m or more.
  • the average particle size of the inorganic filler is preferably 500 ⁇ m or less, more preferably 400 ⁇ m or less, still more preferably 360 ⁇ m or less.
  • (b1) :( b2) :( b3) is 60 with respect to a total of 100% by mass of the inorganic fillers (b1), (b2), and (b3). It is contained in a ratio of ⁇ 75: 7 ⁇ 15: 15 ⁇ 30. In addition to further reducing burrs in the obtained molded product, it is preferably contained in a ratio of 60 to 70:10 to 15:20 to 25 in terms of excellent surface smoothness and mechanical strength.
  • the mass ratio of the inorganic fillers (b1) to (b3) in the above range, it is possible to achieve both the excellent appearance and strength physical properties of the obtained molded product and the reduction of burrs, and the mass ratio is the above. If it is out of the range, any of the properties of the appearance, strength and physical properties of the molded body, and the reduction of burrs are impaired.
  • Metal soap is a component generally used as a mold release agent in the technical field of the present invention.
  • the metal soap is not particularly limited, and a soap known in the technical field of the present invention can be used.
  • Examples of the metal soap include calcium stearate, zinc stearate, aluminum stearate, and magnesium stearate.
  • the metal soap can be used alone or in combination of two or more.
  • the amount of the (c) metal soap is not particularly limited, and is preferably 1 to 15 parts by mass, preferably 2 to 10 parts by mass with respect to 100 parts by mass of the unsaturated polyester resin (a). Is more preferable.
  • the low shrinkage agent is not particularly limited, and those known in the technical field of the present invention can be used.
  • the low shrinkage agent include thermoplastic polymers generally used as a low shrinkage agent such as polystyrene, polymethylmethacrylate, polyvinyl acetate, saturated polyester, and styrene-butadiene rubber.
  • the low shrinkage agent can be used alone or in combination of two or more.
  • the content of (d) the low shrinkage agent is preferably 10 to 40 parts by mass, more preferably 20 to 35 parts by mass with respect to 100 parts by mass of (a) unsaturated polyester resin.
  • D When the blending amount of the low shrinkage agent is 10 parts by mass or more, the shrinkage rate of the molded product becomes small, and desired dimensional accuracy can be obtained. On the other hand, when (d) the blending amount of the low shrinkage agent is 40 parts by mass or less, the mechanical properties of the molded product become better.
  • the fiber reinforcing material is a material having an aspect ratio of 3 or more.
  • the aspect ratio can be measured by the microscopic method described in Japanese Industrial Standards JIS Z 890-1: 2008 "Particles for Verification of Particle Size Measuring Device".
  • the fiber reinforcing material is not particularly limited, and a material known in the technical field of the present invention can be used.
  • the (e) fiber reinforcing material include various organic fibers such as glass fiber, pulp, polyethylene terephthalate fiber, vinylon fiber, carbon fiber, aramid fiber, and wallastnite, and inorganic fiber. Among them, glass fiber is preferable, and chopped strand glass cut to a fiber length of about 1.5 to 25 mm is more preferable.
  • the content of (e) the fiber reinforcing material is preferably 70 to 120 parts by mass, more preferably 75 to 100 parts by mass with respect to 100 parts by mass of (a) unsaturated polyester resin.
  • (E) When the blending amount of the fiber reinforcing material is 70 parts by mass or more, the mechanical properties of the molded product become better. On the other hand, when the blending amount of the (e) fiber reinforcing material is 120 parts by mass or less, the (e) fiber reinforcing material is more uniformly dispersed in the unsaturated polyester resin composition, and a uniform molded body can be produced. can.
  • the (f) curing agent is not particularly limited as long as it is a radical polymerization initiator capable of polymerizing an ethylenically unsaturated bond, and those known in the technical field of the present invention can be used.
  • the curing agent include t-butylperoxyoctate, benzoyl peroxide, 1,1-di-t-butylperoxy-3,3,5-trimethylcyclohexane, and t-butylperoxyisopropylcarbonate. , T-butylperoxybenzoate, dicumyl peroxide, di-t-butyl peroxide and other organic peroxides.
  • the curing agent can be used alone or in combination of two or more.
  • the content of the curing agent may be appropriately set according to the raw material used, and is not particularly limited.
  • the content of (f) the curing agent is preferably 1 to 10 parts by mass, more preferably 1 to 8 parts by mass, and further preferably 1 to 1 to 100 parts by mass with respect to 100 parts by mass of (a) unsaturated polyester resin. 5 parts by mass.
  • the unsaturated polyester resin composition of the present invention contains, in addition to the above-mentioned components, components known in the technical field of the present invention such as a thickener, a pigment, and a thickener, as long as the effects of the present invention are not impaired. be able to.
  • the thickener is not particularly limited, and examples thereof include (b) metal oxides other than the inorganic filler such as magnesium oxide, magnesium hydroxide, calcium hydroxide, and calcium oxide, and isocyanate compounds.
  • the thickener can be used alone or in combination of two or more.
  • the unsaturated polyester resin composition can be produced by kneading each component using a method usually used in the technical field of the present invention, for example, a kneader or the like.
  • a molded product can be produced by molding an unsaturated polyester resin composition into a desired shape and curing it.
  • the molding and curing methods are not particularly limited, and examples thereof include methods usually performed in the technical field of the present invention, such as compression molding, transfer molding, and injection molding.
  • a styrene monomer was added to the obtained unsaturated polyester so as to be 30% by mass based on the total of the unsaturated polyester and the styrene monomer to obtain (a) an unsaturated polyester resin.
  • an unsaturated polyester resin composition which has good resin fluidity at the time of molding, is excellent in appearance, dimensional accuracy, and strength physical properties of a molded product, and can give a molded product with reduced burrs. Can be provided.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Macromonomer-Based Addition Polymer (AREA)

Abstract

L'invention concerne une composition de résine de polyester insaturé qui présente une aptitude à l'écoulement de la résine satisfaisante pendant le moulage et permet d'obtenir des objets moulés excellents en termes d'aspect des articles moulés, de précision dimensionnelle et de résistance et ayant peu de bavures. La composition de résine de polyester insaturé contient des charges inorganiques en une quantité dans une plage spécifique, les charges inorganiques comprenant une proportion spécifique de trois charges inorganiques ayant des diamètres moyens de particule respectifs.
PCT/JP2021/035157 2020-12-21 2021-09-24 Composition de résine de polyester insaturé et objet moulé WO2022137686A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CN202180084264.8A CN116745330A (zh) 2020-12-21 2021-09-24 不饱和聚酯树脂组合物及成型体
JP2022571057A JPWO2022137686A1 (fr) 2020-12-21 2021-09-24

Applications Claiming Priority (2)

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JP2020-211600 2020-12-21
JP2020211600 2020-12-21

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WO2022137686A1 true WO2022137686A1 (fr) 2022-06-30

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Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH10296727A (ja) * 1997-04-24 1998-11-10 Hitachi Chem Co Ltd シートモールディングコンパウンド及び該シートモールディングコンパウンド成形体
WO2013100174A1 (fr) * 2011-12-27 2013-07-04 パナソニック株式会社 Composition de résine thermiquement conductrice
JP2013209609A (ja) * 2012-02-28 2013-10-10 Panasonic Corp Ｌｅｄ照明基板用熱伝導性樹脂組成物及びその製造方法並びにｌｅｄ照明基板
WO2014155975A1 (fr) * 2013-03-28 2014-10-02 パナソニック株式会社 Composition de résine conductrice de façon thermique isolante
JP2018090695A (ja) * 2016-12-02 2018-06-14 昭和電工株式会社 耐アーク性ｂｍｃ
WO2019116691A1 (fr) * 2017-12-11 2019-06-20 昭和電工株式会社 Composition de résine de polyester insaturé, article moulé contenant un produit durci de celle-ci, et réflecteur de lampe comprenant ledit article moulé
JP2019151785A (ja) * 2018-03-06 2019-09-12 三菱電機株式会社 耐汚損劣化性樹脂絶縁物

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH10296727A (ja) * 1997-04-24 1998-11-10 Hitachi Chem Co Ltd シートモールディングコンパウンド及び該シートモールディングコンパウンド成形体
WO2013100174A1 (fr) * 2011-12-27 2013-07-04 パナソニック株式会社 Composition de résine thermiquement conductrice
JP2013209609A (ja) * 2012-02-28 2013-10-10 Panasonic Corp Ｌｅｄ照明基板用熱伝導性樹脂組成物及びその製造方法並びにｌｅｄ照明基板
WO2014155975A1 (fr) * 2013-03-28 2014-10-02 パナソニック株式会社 Composition de résine conductrice de façon thermique isolante
JP2018090695A (ja) * 2016-12-02 2018-06-14 昭和電工株式会社 耐アーク性ｂｍｃ
WO2019116691A1 (fr) * 2017-12-11 2019-06-20 昭和電工株式会社 Composition de résine de polyester insaturé, article moulé contenant un produit durci de celle-ci, et réflecteur de lampe comprenant ledit article moulé
JP2019151785A (ja) * 2018-03-06 2019-09-12 三菱電機株式会社 耐汚損劣化性樹脂絶縁物

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CN116745330A (zh) 2023-09-12
JPWO2022137686A1 (fr) 2022-06-30

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