Classifications

• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B60—VEHICLES IN GENERAL
  • B60J—WINDOWS, WINDSCREENS, NON-FIXED ROOFS, DOORS, OR SIMILAR DEVICES FOR VEHICLES; REMOVABLE EXTERNAL PROTECTIVE COVERINGS SPECIALLY ADAPTED FOR VEHICLES
  • B60J10/00—Sealing arrangements
  • B60J10/15—Sealing arrangements characterised by the material
  • B60J10/16—Sealing arrangements characterised by the material consisting of two or more plastic materials having different physical or chemical properties
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
  • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
  • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
  • C08L23/04—Homopolymers or copolymers of ethene
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
  • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
  • C08L23/10—Homopolymers or copolymers of propene
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
  • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
  • C08L23/16—Ethylene-propylene or ethylene-propylene-diene copolymers
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
  • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
  • C08L23/18—Homopolymers or copolymers of hydrocarbons having four or more carbon atoms
  • C08L23/20—Homopolymers or copolymers of hydrocarbons having four or more carbon atoms having four to nine carbon atoms
  • C08L23/22—Copolymers of isobutene; Butyl rubber; Homopolymers or copolymers of other iso-olefins

Definitions

• the present invention relates to a weather strip, and more particularly to a weather strip made of a thermoplastic elastomer composition having excellent vibration damping properties.
• Thermoplastic polyolefin is known as an inexpensive and easy-to-process material among plastic materials. Molded by injection molding, blow molding, extrusion molding, vacuum molding, foam molding, calendar molding, etc., automobile parts, gasoline tanks, kerosene cans, home appliances, medical equipment, packaging films, food containers, caps, bags, buckets , Pipes, containers, pallets, etc., are used in a wide range of fields such as vehicles, home appliances, construction, and civil engineering. In recent years, reducing the noise inside vehicles such as automobiles and reducing the noise generated by office equipment and home appliances have become important issues, and even outdoors, the vibration of structures such as bridges and industrial machinery has been reduced. Noise reduction is progressing.
• Patent Documents 1 to 3 proposals such as addition of rubber or elastomer have been proposed as a method for imparting vibration damping properties to thermoplastic polyolefins.
• Patent Documents 1 to 3 proposals such as addition of rubber or elastomer have been proposed as a method for imparting vibration damping properties to thermoplastic polyolefins.
• the vibration damping property has been improved to some extent, and it has been used for some purposes.
• Patent Documents 4 and 5 disclose a damping material in which core-shell particles are dispersed in thermoplastic polyolefin.
• Patent Document 4 discloses that the core portion of the core-shell particles has a nuclear material that can move independently of the shell portion.
• Patent Document 5 proposes multilayer structure polymer particles having a rubber component layer inside and being composed of a thermoplastic resin component layer.
• the present invention has been made in view of the problems of the prior art, and the subject thereof is a thermoplastic elastomer composition having excellent vibration damping properties, workability, and shape restoration properties. It is an object of the present invention to provide a pellet made of, and a molded product (for example, a weather strip) produced from the pellet and having excellent vibration damping properties.
• the present invention has been made to solve at least a part of the above-mentioned problems, and can be realized as the following aspects or application examples.
• a weather strip composed of a reaction product of a raw material composition containing (A) an isobutylene / isoprene copolymer, (B) an ⁇ -olefin polymer, and (C) a cross-linking agent.
• the amount of the component (C) is 0.5 to 10 parts by mass.
• the component (B) can be one or more polymers selected from polyethylene and polypropylene.
• the component (C) is a phenolic cross-linking agent, an organic peroxide, a sulfur, a sulfur compound, a p-quinone, a p-quinone dioxime derivative, a bismaleimide compound, an epoxy compound, a silane compound, an amino resin, a polyol cross-linking agent, and the like. It can be one or more compounds selected from polyamines, triazine compounds, and metal soaps.
• a pellet composed of a reaction product of a raw material composition containing (A) an isobutylene / isoprene copolymer, (B) an ⁇ -olefin polymer, and (C) a cross-linking agent.
• the amount of the component (C) is 0.5 to 10 parts by mass.
• the method for producing a weather strip according to the present invention is as follows. It is characterized by including a step of melting the pellet of Application Example 4 and injection molding.
• the pellet according to the present invention it is possible to provide a molded product having good processability and shape restoration property and excellent vibration damping property. Further, since the weather strip according to the present invention is produced from the pellets, it has excellent vibration damping properties.
• pellets according to an embodiment of the present invention are produced from a raw material composition containing (A) an isobutylene / isoprene copolymer, (B) an ⁇ -olefin polymer, and (C) a cross-linking agent.
• the "pellet” in the present invention refers to a raw material composition which is a thermoplastic elastomer composition in the form of particles for easy processing.
• each component contained in the raw material composition used for producing the pellets according to the present embodiment will be described.
• Isobutylene / isoprene copolymer (A) Isobutylene / isoprene copolymer (A) Isobutylene / isoprene copolymer (also referred to as “component (A)” in the present specification) is also referred to as butyl rubber and is referred to as IIR.
• component (A) the content of the structural unit derived from isoprene is usually 0.1 to 5.0 mol% in all the structural units, and the content of the structural unit derived from isobutylene is usually 95.0. It is ⁇ 99.9 mol%.
• the sequence order of isobutylene and isoprene in the component (A) is not particularly limited, and may be random copolymerization, block copolymerization, graft copolymerization, or the like. Since unsaturated double bonds (carbon-carbon double bonds) are randomly present in the butyl rubber, random copolymerization is preferable.
• the raw material composition for producing the pellet according to the present embodiment contains 50 to 90% by mass of the component (A) when the total of the component (A) and the component (B) described later is 100% by mass. It is preferable, it is more preferably contained in an amount of 55 to 85% by mass, and particularly preferably it is contained in an amount of 60 to 80% by mass.
• ком ⁇ онент (A) a commercially available product can also be used.
• Examples of commercially available products of the component (A) include JSR BUTYL 065, JSR BUTYL 268, and JSR BUTYL 365.
• the component (A) may be used alone or in combination of two or more.
• ⁇ -olefin polymer (B) ⁇ -olefin polymer
• the ⁇ -olefin polymer (also referred to as “component (B)” in the present specification) imparts mechanical strength and heat resistance to the pellet according to the present embodiment. It can be used for the main purpose of granting.
• the component (B) is preferably a polymer containing 80 mol% or more of ⁇ -olefin units when the total amount of the polymer is 100 mol%.
• the component (B) can be used mainly for the purpose of lowering the melt viscosity of the pellets according to the present embodiment to impart fluidity and preventing solidification in the flow process in the mold.
• the component (B) is a homopolymer of ⁇ -olefin or a copolymer of two or more kinds of ⁇ -olefins, or ⁇ -olefin and other than ⁇ -olefin. It is preferably a copolymer with the unsaturated monomer of.
• the " ⁇ -olefin” here is a concept that also includes ethylene.
• ethylene and an ⁇ -olefin having 3 to 12 carbon atoms are preferable, and for example, ethylene, propylene, 1-butene, 1-pentene, 1-hexene, 3- Examples thereof include methyl-1-pentene, 4-methyl-1-pentene, 3-ethyl-1-pentene, 1-octene, 1-decene, 1-undecene and the like.
• component (B) examples include an ethylene homopolymer, a propylene homopolymer, a propylene / ethylene copolymer, a propylene / 1-butene copolymer, a propylene / 1-pentene copolymer, and a propylene / 3-methyl-1.
• the raw material composition for producing the pellet according to the present embodiment contains 10 to 50% by mass of the component (B) when the total of the component (A) and the component (B) described later is 100% by mass. It is preferably contained in an amount of 15 to 45% by mass, more preferably 20 to 40% by mass, and particularly preferably 20 to 40% by mass.
• the blending ratio of the component (A) and the component (B) is within the above range, the balance between processability and shape restoration is improved, and a molded product having excellent vibration damping properties can be produced.
• the component (B) can be synthesized by a known composition and production method, and can be synthesized by, for example, the composition and production method described in JP-A-2014-193999.
• Cross-linking agent (also referred to as "component (C)" in the present specification) is a component of the same type as at least a part of the component (A) and the component (B) by heat treatment. It has the function of cross-linking between different components.
• component (C) examples include phenolic cross-linking agents, organic peroxides, sulfur, sulfur compounds, p-quinones, p-quinone dioxime derivatives, bismaleimide compounds, epoxy compounds, silane compounds, amino resins, and the like.
• component (C) examples include polyol cross-linking agents, polyamines, triazine compounds, and metal soaps. Of these, it is preferable to use a phenolic cross-linking agent or an organic peroxide.
• a phenolic cross-linking agent it is preferable to use a cross-linking accelerator in combination.
• an organic peroxide is used as the component (C)
• phenolic cross-linking agent examples include an o-substituted phenol / aldehyde condensate, an m-substituted phenol / aldehyde condensate, a brominated alkylphenol / aldehyde condensate, and a compound represented by the following general formula (1). it can. Of these, the compound represented by the following general formula (1) is preferable.
• a plurality of Rs are independently saturated hydrocarbon groups having 1 to 15 carbon atoms, m is an integer of 0 to 10, and X and Y are independently hydroxyl groups. Or it is a halogen atom.
• the compound represented by the general formula (1) is generally used as a cross-linking agent for rubber, as described in, for example, US Pat. No. 3,287,440 and US Pat. No. 3,709,840. It is a compound. This compound can be produced by polycondensation of a substituted phenol and an aldehyde in the presence of an alkaline catalyst.
• the phenolic cross-linking agent may be used by itself, but it is preferable to use a cross-linking accelerator in combination in order to adjust the cross-linking rate.
• a cross-linking accelerator for example, metal halides such as stannous chloride and ferric chloride; organic halides such as chlorinated polypropylene, butyl rubber bromide, and chloroprene rubber can be used.
• metal halides such as stannous chloride and ferric chloride
• organic halides such as chlorinated polypropylene, butyl rubber bromide, and chloroprene rubber
• organic peroxide examples include 1,3-bis (tert-butylperoxyisopropyl) benzene and 2,5-dimethyl-2,5-bis (tert-butylperoxy) hexin-3,2,5-.
• the organic peroxide may be used by itself, it is preferable to use a cross-linking aid in combination in order to proceed the cross-linking reaction gently and form a uniform cross-link.
• a cross-linking aid include sulfur, sulfur compounds, p-quinone oximes, oxime compounds such as p, p'-dibenzoylquinone oxime, ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, and triethylene glycol di.
• polyfunctional monomers such as phenylene bismaleimide, N, N'-toluylene bismaleimide, maleic anhydride, divinylbenzene, and zinc di (meth) acrylate.
• the amount of the component (C) used is preferably 0.5 to 10 parts by mass, preferably 0.5 to 5 parts by mass, when the total of the components (A) and (B) is 100 parts by mass. It is more preferable to do so.
• the raw material composition for producing the pellets according to the present embodiment may further contain (D) spreading oil (hereinafter, also referred to as “(D) component”).
• This component (D) is used mainly for the purpose of imparting plastic fluidity to the obtained pellets.
• Examples of the component (D) include mineral oil-based hydrocarbons and low molecular weight hydrocarbons, and mineral oil-based hydrocarbons are preferable.
• Examples of mineral oil-based hydrocarbons include Diana process oils PW90, PW100, and PW380 (all manufactured by Idemitsu Kosan Co., Ltd.) under their trade names.
• Examples of the low molecular weight hydrocarbon include low molecular weight polybutene and low molecular weight polybutadiene.
• the amount of the component (D) used is preferably 300 parts by mass or less when the total of the components (A) and (B) is 100 parts by mass.
• the component (D) at least one of the component (A) and the component (B) may be used as an oil-extended product and added to the raw material composition in the form contained in the oil-extended product (A).
• the component (B) and the component (B) may be added to the raw material composition in a separated form, or may be both of them.
• the raw material composition for producing the pellet according to the present embodiment includes a polymer compound, an oligomer, an antibacterial / antifungal agent, a plasticizer, a crystal nucleating agent, a flame retardant, a tackifier, and foaming.
• polystyrene examples include thermoplastic elastomers (olefin, styrene, vinyl chloride, ester, urethane, amide, etc.) and thermoplastic resins (polyvinyl chloride, polyethylene, polypropylene, polystyrene, acrylonitrile butadiene styrene).
• thermoplastic elastomers olefin, styrene, vinyl chloride, ester, urethane, amide, etc.
• thermoplastic resins polyvinyl chloride, polyethylene, polypropylene, polystyrene, acrylonitrile butadiene styrene
• Polyethylene terephthalate nylon, polycarbonate, polyvinyl terephthalate, etc.
• rubber ethylene propylene rubber, natural rubber, butadiene rubber, styrene butadiene rubber, chloroprene rubber, isoprene rubber, acrylonitrile butadiene rubber, silicone rubber, fluorine rubber, acrylic rubber, urethane Examples include rubber, epichlorohydrin rubber, etc.), functional group-containing oligomers (oligomers having at least one hydroxyl group, thiol group, epoxy group, amino group, etc. in the molecular chain).
• melt flow rate (MFR) The pellet according to the present embodiment preferably has a melt flow rate (MFR) of 0.5 to 1000 g / 10 minutes, and more preferably 10 to 1000 g / 10 minutes. From the viewpoint of obtaining sufficient injection moldability of the pellets, the MFR is preferably 0.5 g / 10 minutes or more. On the other hand, from the viewpoint of preventing a decrease in the mechanical strength of the pellets, it is preferably 1000 g / 10 minutes or less.
• MFR melt flow rate
• the term "melt flow rate (MFR)" as used herein means a melt flow rate measured in an ISO 1133-compliant MFR test under the conditions of a temperature of 230 ° C. and a load of 98 N.
• the pellet according to the present embodiment can be obtained from the above-mentioned raw material composition by a known method. Specifically, (A) isobutylene / isoprene copolymer, (B) ⁇ -olefin polymer, and if necessary, various other raw materials are mixed at 80 to 200 ° C., preferably using a mixer such as a Banbury mixer. It can be produced by melt-kneading at 100 to 150 ° C., then adding a (C) cross-linking agent, and extruding the kneaded product melt-kneaded at 140 ° C. to 200 ° C. with a feeder ruder to pelletize it.
• A isobutylene / isoprene copolymer
• B ⁇ -olefin polymer
• various other raw materials are mixed at 80 to 200 ° C., preferably using a mixer such as a Banbury mixer. It can be produced by melt-kneading at 100 to 150 °
• Molded body 2.1. Manufacture of Molded Body The molded body according to the present embodiment can be manufactured by melting the pellets and then injecting and molding them into a mold or extrusion molding.
• the molded product according to the present embodiment is preferably manufactured by undergoing an injection molding step because the pellets are excellent in processability and shape restoration.
• the cylinder temperature is preferably 200 ° C. to 300 ° C., more preferably 240 ° C. to 260 ° C.
• the injection rate of the pellets is preferably 10 to 150 cm 3 / sec, more preferably 20 to 90 cm 3 / sec.
• the mold temperature is preferably 20 ° C to 100 ° C, more preferably 45 ° C to 60 ° C.
• the injection molding machine is not particularly limited, and examples thereof include a vertical mold clamping / vertical injection type injection molding machine, a vertical mold clamping / horizontal injection type injection molding machine, a horizontal mold clamping / horizontal injection injection molding machine, and the like.
• a mold clamping / vertical injection type injection molding machine is particularly suitable.
• the molded products according to this embodiment include, for example, seals such as weather strips for windows and doors, packings, gaskets, O-rings, oil seals, etc .; various vibration damping sheets, vibration damping paints, etc.
• seals such as weather strips for windows and doors, packings, gaskets, O-rings, oil seals, etc .
• various vibration damping sheets such as vibration damping paints, etc.
• Materials Various hoses such as diaphragms, rolls, radiator hoses, air hoses, hose covers; belts, linings, dust boots, etc. are suitable.
• the above pellets are particularly suitable as weather strips for windows and doors because they have excellent vibration damping performance and also have good workability and shape restoration.
• the "weather strip” in the present invention refers to a sealing material that prevents rain, dust, noise, etc. from entering through openings of automobiles such as doors, windowpanes, and trunks.
• test pieces Using an injection molding machine with a mold clamping force of 110 tons, a sheet mold of 120 mm x 120 mm x 2 mm (length x width x thickness) (gate shape: film gate, gate dimensions: 120 mm x) A sheet-shaped test piece was prepared by injection molding under the conditions of a cylinder temperature of 240 ° C., a mold temperature of 50 ° C., an injection rate of 20 cm 3 / sec, and a cooling time of 30 sec.
• Compression Permanent Strain The produced sheet-shaped test piece was punched into a circle with a diameter of 29 mm, and using 5 and 6 laminated test pieces, a compression set of 25% and a test temperature of 70 ° C. were performed by a compression set according to ISO815. , Compressed permanent strain (CS) at a test time of 24 hours was evaluated. The average value of the 5 and 6 laminated test pieces was defined as CS and evaluated according to the following criteria. (Evaluation criteria) -Compression permanent strain is less than 50%: extremely good-Compression permanent strain is 50% or more and less than 85%: Good-Compression permanent strain is 85% or more: defective
• MFR Melt Flow Rate
• Tables 1 and 2 below show the composition of the compositions prepared in each Example and each Comparative Example, and the evaluation results.
• EPDM Ethylene propylene / 5-ethylidene-2-norbornene ternary copolymer, trade name “EP 57C”, manufactured by JSR Corporation ⁇ Butyl rubber: isobutylene / isoprene copolymer, trade name “JSR BUTYL268”, JSR Corporation Made by the company ⁇ -olefin copolymer> -Polypropylene: Product name "WMX03", manufactured by Japan Polypropylene Corporation-Polyethylene: Product name "HJ590N", manufactured by Nippon Polyethylene Co., Ltd.
• Cross-linking agent 1,1-di (tert-butylperoxy) cyclohexane, trade name "Luperox 331XL", manufactured by Alchema Yoshitomi Co., Ltd.
• -Resin cross-linking agent brominated phenol / formaldehyde resin, trade name "Tackiroll 250 I” , Made by Taoka Chemical Co., Ltd.
• Cross-linking aid 1 Triallyl isocyanurate, trade name “TAIC”, manufactured by Mitsubishi Chemical Corporation
• Cross-linking aid 2 N, N'-m-phenylene bismaleimide, trade name “Barnock PM”, Ouchi Shinko Kagaku Cross-linking aid manufactured by Kogyo Co., Ltd .: Zinc oxide, trade name "Zinc oxide 2 types", manufactured by Sakai Chemical Industry Co., Ltd.
• the present invention is not limited to the above embodiment, and various modifications are possible.
• the present invention includes substantially the same configurations as those described in the embodiments (eg, configurations with the same function, method and result, or configurations with the same purpose and effect).
• the present invention also includes a configuration in which a non-essential part of the configuration described in the above embodiment is replaced with another configuration.
• the present invention also includes a configuration that exhibits the same effects as the configuration described in the above embodiment or a configuration that can achieve the same object.
• the present invention also includes a configuration in which a known technique is added to the configuration described in the above embodiment.

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• Chemical & Material Sciences (AREA)
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• Chemical Kinetics & Catalysis (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Organic Chemistry (AREA)
• Engineering & Computer Science (AREA)
• Manufacturing & Machinery (AREA)
• Materials Engineering (AREA)
• Mechanical Engineering (AREA)
• Compositions Of Macromolecular Compounds (AREA)

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Citations (8)

• 2020
  • 2020-11-19 JP JP2021558440A patent/JPWO2021100805A1/ja active Pending
  • 2020-11-19 WO PCT/JP2020/043183 patent/WO2021100805A1/ja not_active Ceased

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