WO2014069489A1 - Composition de résine de poly(téréphtalate de butylène) - Google Patents

Composition de résine de poly(téréphtalate de butylène) Download PDF

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Publication number
WO2014069489A1
WO2014069489A1 PCT/JP2013/079325 JP2013079325W WO2014069489A1 WO 2014069489 A1 WO2014069489 A1 WO 2014069489A1 JP 2013079325 W JP2013079325 W JP 2013079325W WO 2014069489 A1 WO2014069489 A1 WO 2014069489A1
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WIPO (PCT)
Prior art keywords
resin composition
polybutylene terephthalate
flame retardant
terephthalate resin
antimony
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PCT/JP2013/079325
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English (en)
Japanese (ja)
Inventor
友里 佐藤
一也 五島
信行 末安
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ウィンテックポリマー株式会社
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Priority to CN201380056160.1A priority Critical patent/CN104781342A/zh
Priority to JP2014544538A priority patent/JP6177252B2/ja
Publication of WO2014069489A1 publication Critical patent/WO2014069489A1/fr

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    • 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
    • C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • 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
    • C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
    • C08K3/016—Flame-proofing or flame-retarding additives
    • 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
    • C08K3/34—Silicon-containing compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins

Definitions

  • the present invention relates to a polybutylene terephthalate resin composition.
  • Polybutylene terephthalate resin is widely used as a material for various molded products such as automobile parts and electric / electronic parts because it has excellent mechanical and electrical properties.
  • the above molded body is generally required to have high flame retardancy. Therefore, in order to obtain a molded product having high flame retardancy, studies have been made to improve the flame retardancy of a composition containing a polybutylene terephthalate resin.
  • the polybutylene terephthalate resin composition with improved flame retardancy include, for example, compositions described in Patent Documents 1 to 6.
  • the present invention has been made to solve the above-described problems, and an object of the present invention is to provide a polybutylene terephthalate resin composition for obtaining a molded product having high flame retardancy and excellent mechanical properties.
  • the present inventors have found that a polybutylene terephthalate resin composition containing polybutylene terephthalate, a predetermined amount of talc, a brominated flame retardant, and an antimony flame retardant aid can solve the above problems, and The invention has been completed. More specifically, the present invention provides the following.
  • a polybutylene terephthalate resin composition includes polybutylene terephthalate, talc as a flame retardant, a brominated flame retardant, and an antimony flame retardant aid,
  • the polybutylene terephthalate resin composition in which the content of talc as the flame retardant in the polybutylene terephthalate resin composition is more than 1% by mass to less than 5% by mass with respect to the total amount of the polybutylene terephthalate resin composition. object.
  • the content of talc as the flame retardant in the polybutylene terephthalate resin composition is 5 with respect to the total amount of talc as the flame retardant, the brominated flame retardant and the antimony flame retardant auxiliary.
  • the polybutylene terephthalate resin composition according to (1) which is ⁇ 30% by mass.
  • the total amount of bromine atoms in the bromine-based flame retardant and antimony atoms in the antimony-based flame retardant aid in the polybutylene terephthalate resin composition is the organic content in the polybutylene terephthalate resin composition.
  • the ratio (bromine atom / antimony atom) of the mass of bromine atoms in the brominated flame retardant and the mass of antimony atoms in the antimony flame retardant aid in the polybutylene terephthalate resin composition is The polybutylene terephthalate resin composition according to any one of (1) to (3), which is 1/2 to 4/1.
  • a polybutylene terephthalate resin composition for obtaining a molded product having high flame retardancy and excellent mechanical properties.
  • the polybutylene terephthalate resin composition of the present invention (hereinafter also referred to as the “resin composition of the present invention”) comprises polybutylene terephthalate, a predetermined amount of talc, a brominated flame retardant, and an antimony flame retardant. Including auxiliaries.
  • each component in the polybutylene terephthalate resin composition of the present invention will be described.
  • Polybutylene terephthalate is a dicarboxylic acid component containing at least terephthalic acid or an ester-forming derivative thereof (C 1 -C 6 alkyl ester, acid halide, etc.) and an alkylene glycol (1,4-carbon atom) having at least 4 carbon atoms. Butanediol) or a glycol component containing an ester-forming derivative thereof.
  • the polybutylene terephthalate in the present invention may be a homopolybutylene terephthalate or a copolymer containing 60 mol% or more (particularly 75 mol% or more and 95 mol% or less) of a butylene terephthalate unit.
  • dicarboxylic acid components (comonomer components) other than terephthalic acid and its ester-forming derivatives include, for example, isophthalic acid, phthalic acid, 2,6-naphthalenedicarboxylic acid, 4,4′-dicarboxydiphenyl ether, etc.
  • C 8 -C 14 aromatic dicarboxylic acids C 4 -C 16 alkyl dicarboxylic acids such as succinic acid, adipic acid, azelaic acid and sebacic acid; C 5 -C 10 cycloalkyl dicarboxylic acids such as cyclohexane dicarboxylic acid And ester-forming derivatives of these dicarboxylic acid components (C 1 -C 6 alkyl ester derivatives, acid halides, etc.).
  • These dicarboxylic acid components can be used alone or in combination of two or more.
  • glycol components (comonomer components) other than 1,4-butanediol include, for example, ethylene glycol, propylene glycol, trimethylene glycol, 1,3-butylene glycol, hexamethylene glycol, neopentyl glycol, 1 , alkylene glycol C 2 ⁇ C 10 and 3-octanediol; diethylene glycol, triethylene glycol, polyoxyalkylene glycol and dipropylene glycol; cyclohexanedimethanol, alicyclic diols such as hydrogenated bisphenol a; bisphenol a, Aromatic diols such as 4,4'-dihydroxybiphenyl; ethylene oxide 2 mol adduct of bisphenol A, propylene oxide 3 mol adduct of bisphenol A The alkylene oxide adduct of C 2 ⁇ C 4 of bisphenol A; or ester-forming derivatives of these glycols (acetylated
  • polybutylene terephthalate copolymers obtained by copolymerizing the comonomer components described above can be suitably used as polybutylene terephthalate.
  • polybutylene terephthalate a homopolybutylene terephthalate polymer and a polybutylene terephthalate copolymer may be used in combination.
  • the amount of terminal carboxyl groups of polybutylene terephthalate is not particularly limited as long as the object of the present invention is not impaired, but is preferably 30 meq / kg or less, more preferably 25 meq or less.
  • Use of polybutylene terephthalate having a terminal carboxyl group content in such a range is preferable in that the mechanical properties of the molded product obtained from the polybutylene terephthalate resin composition are particularly excellent.
  • the melt flow rate of polybutylene terephthalate is not particularly limited as long as the object of the present invention is not impaired, but is preferably 5 g / 10 min or more and 100 g / 10 min or less. More preferably, they are 10 g / 10min or more and 80 g / 10min or less. Use of polybutylene terephthalate having a melt flow rate in such a range is preferable in that the moldability of the resulting polybutylene terephthalate resin composition is particularly excellent.
  • the melt flow rate of polybutylene terephthalate is measured in accordance with ISO 1133, for example, under conditions of a temperature of 235 ° C. and a load of 2160 g.
  • the content of polybutylene terephthalate in the resin composition of the present invention is not particularly limited, and can be appropriately determined by adjusting the content of talc and the like described later, for example, with respect to the total amount of the polybutylene terephthalate resin composition, It may be 30 to 80% by mass, preferably 45 to 65% by mass.
  • the resin composition of the present invention contains talc as a flame retardant.
  • Talc is a kind of silicate mineral and includes magnesium hydroxide and silicate.
  • talc has been added to a polybutylene terephthalate resin composition as a reinforcing agent, a nucleating agent, an electrical property improver, a high thermal conductive agent, and the like.
  • talc acts as an excellent flame retardant in the polybutylene terephthalate resin composition containing talc together with the brominated flame retardant and antimony flame retardant auxiliary described later.
  • the flame retardant is imparted to a molded product obtained from the resin composition, but mechanical properties may not be sufficient.
  • the resin composition of the present invention containing talc a molded article having high flame retardancy can be obtained without sacrificing mechanical properties.
  • the reason why the molded product obtained from the resin composition of the present invention has high flame retardance is assumed to be due to the following reason. That is, when talc is contained in the resin composition constituting the molded body, a foamed carbonized layer is formed on the surface of the molded body when the molded body burns, and this carbonized layer functions as a heat insulating layer. It is presumed that it will be a non-flammable form. It is known that the intomescent flame retardant form is excellent in flame retardancy, and the molded product obtained from the resin composition of the present invention is likely to have this form at the time of combustion.
  • the polybutylene terephthalate resin composition of the present invention contains talc in an amount of more than 1% by mass to less than 5% by mass with respect to the total amount of the polybutylene terephthalate resin composition.
  • talc content is 1% by mass or less based on the total amount of the resin composition, not only the maximum heat generation rate of the resin composition is increased, but also in the UL-94 standard vertical combustion test of Underwriters Laboratories. Since the absorbent cotton is easily ignited by dripping, the flame retardancy of the molded product obtained from the resin composition is not sufficient.
  • the content of talc is 5% by mass or more with respect to the total amount of the resin composition, the mechanical properties of the molded product obtained from the resin composition may be deteriorated.
  • the maximum heat generation rate of the resin composition is particularly small, it is preferable in that the flame retardancy of the resulting molded product is particularly high.
  • polybutylene terephthalate resin composition of the present invention 5 to 30% by mass, preferably based on the total amount of talc, bromine-based flame retardant (described later) and antimony-based flame retardant auxiliary (described later) Preferably contains 10 to 20% by mass of talc.
  • the resin composition of the present invention contains a brominated flame retardant as a flame retardant.
  • the brominated flame retardant used in the present invention is not particularly limited as long as it is a bromine-containing organic compound and can flame retardant polymer materials such as polybutylene terephthalate, and is commercially available for polymer materials. Various flame retardants can be used.
  • the bromine content in the brominated flame retardant is preferably 20% by mass or more. If the bromine content is low, it is necessary to use a large amount of flame retardant in order to obtain the desired flame retardancy, and the mechanical properties of the molded product obtained from the resin composition of the present invention may be impaired. Therefore, it is not preferable.
  • the type of flame retardant is not particularly limited.
  • halogen-containing flame retardant, phosphorus-containing flame retardant, nitrogen-containing flame retardant, sulfur-containing flame retardant, silicon-containing flame retardant, alcohol flame retardant, inorganic flame retardant, aromatic resin examples include flame retardants.
  • a halogen-containing flame retardant is preferable, and a bromine-containing flame retardant is more preferable.
  • Brominated flame retardants include brominated acrylic resins, brominated styrene resins, brominated polycarbonate resins, brominated epoxy resins, brominated polyaryl ether compounds, brominated aromatic imide compounds, brominated bisaryl compounds, Examples thereof include brominated tri (aryloxy) triazine compounds.
  • a bromine-containing epoxy resin is preferable because the rigidity, impact resistance, fluidity, heat resistance, and weather resistance can be improved in a balanced manner.
  • the bromine-containing epoxy resin a resin whose end is sealed may be used. It is preferable to use a bromine-containing epoxy resin whose ends are sealed because the fluidity of the resin composition at the time of molding becomes high.
  • bisphenol A type epoxy resins are particularly preferred.
  • bromophenol is preferably used for end-capping the bromine-containing epoxy resin, but tribromophenol is particularly preferably used among bromophenols.
  • the polybutylene terephthalate resin composition may contain a plurality of types of flame retardants.
  • the content of the brominated flame retardant in the resin composition of the present invention is preferably 5 to 50% by mass and more preferably 5 to 20% by mass with respect to the total amount of the polybutylene terephthalate resin composition.
  • the resin composition of the present invention contains an antimony flame retardant aid as a flame retardant aid.
  • the antimony flame retardant aid used in the present invention is not particularly limited as long as it contains antimony and provides a good flame retardant effect, so long as the object of the present invention is not impaired.
  • Specific examples of the antimony flame retardant aid preferably used in the present invention include antimony trioxide, antimony tetraoxide, antimony pentoxide, sodium antimonate, antimony halide and the like. These antimony flame retardant aids can be used in combination of two or more.
  • An antimony flame retardant aid may be used in combination with a flame retardant aid such as aluminum hydroxide, magnesium hydroxide, or zinc sulfide.
  • the form of the antimony-based flame retardant aid is not particularly limited, but is preferably in the form of particles, and more preferably in the form of particles having an average particle size of 0.1 to 10 ⁇ m.
  • the content of the antimony flame retardant aid in the resin composition of the present invention can be appropriately determined in relation to the content of the bromine flame retardant.
  • the total amount of bromine atoms in the bromine-based flame retardant and antimony atoms in the antimony-based flame retardant aid is the total amount of organic components in the polybutylene terephthalate resin composition. It may be 1 to 5 mol / kg.
  • the ratio (bromine atom / antimony atom) between the mass of bromine atoms in the brominated flame retardant and the mass of antimony atoms in the antimony flame retardant auxiliary is 1/2. It may be up to 4/1.
  • compositions other than the above components may be blended in the polybutylene terephthalate resin composition of the present invention.
  • Specific examples include fillers (glass fibers and the like), anti-dripping agents (polytetrafluoroethylene and the like), antioxidants, antistatic agents, mold release agents, colorants and the like.
  • the other content in the resin composition of the present invention may be 0 to 50% by mass, preferably 10 to 40% by mass, based on the total amount of the polybutylene terephthalate resin composition. .
  • the specific embodiment of the method for preparing the polybutylene terephthalate resin composition of the present invention is not particularly limited.
  • the polybutylene terephthalate resin composition is prepared by a well-known facility and method as a method for preparing the resin composition or a molded product thereof. Can be prepared.
  • necessary components can be mixed and kneaded using a single or twin screw extruder or other melt kneader to prepare pellets for molding.
  • a plurality of extruders or other melt kneaders may be used.
  • the kneading temperature (cylinder temperature) of the resin composition is preferably 250 ° C.
  • the kneading temperature is higher than 280 ° C., the decomposition of the resin tends to proceed during the kneading, and when it is lower than 250 ° C., the dispersion state of each component in the obtained polybutylene terephthalate resin composition may not be excellent.
  • the melt viscosity of the polybutylene terephthalate resin composition of the present invention is moderately high.
  • the melt viscosity is a value indicating the fluidity of the resin composition.
  • the melt viscosity of the resin composition is low, the resin is easily decomposed and there is a possibility that the mechanical properties obtained from the resin composition are lowered.
  • the resin composition of the present invention since the decrease in melt viscosity is suppressed, good mechanical properties are imparted to the molded product obtained from the resin composition.
  • the melt viscosity of the resin composition is measured according to ISO11443.
  • a conventionally known molding method for example, a method such as injection molding, extrusion molding, compression molding, blow molding, vacuum molding, foam molding, rotational molding, gas injection molding, etc.
  • Various molded bodies can be molded.
  • the molded body obtained by the above method is excellent in flame retardancy. Specifically, the molded body satisfies the V-0 standard in the UL-94 standard vertical combustion test of Underwriters Laboratories. Moreover, the molded object obtained by the above methods is excellent in mechanical characteristics.
  • the mechanical properties of the molded product can be determined by evaluating tensile properties (tensile strength and tensile elongation) in accordance with ISO527-1,2.
  • the molded product obtained by molding the resin composition of the present invention has the above properties, it can be preferably used as an electric / electronic component, OA device component, home appliance component, automobile component, mechanical mechanism component, or the like.
  • PATOX-M Glass fiber: Nitto Boseki Co., Ltd., “average fiber diameter ⁇ 13 ⁇ m chopped strand”
  • Anti-drip agent “Fullon CD-076” manufactured by Asahi Glass Co., Ltd.
  • “Br + Sb” represents the mass of bromine atoms in the brominated flame retardant and antimony atoms in the antimony based flame retardant aid relative to the total amount of organic components in the polybutylene terephthalate resin composition.
  • the ratio (unit: mol / kg) is shown.
  • “Br / Sb” indicates the ratio (bromine atom / antimony atom) of bromine atoms in the brominated flame retardant and antimony atoms in the antimony flame retardant auxiliary in the polybutylene terephthalate resin composition.
  • “B / (B + C + D)” indicates a ratio (unit:%) between the total amount of the components indicated in the B column in Tables 1 and 2 and the total amount of the components indicated in the B to D columns.
  • test piece (0.75 mm thickness) produced by injection molding each resin composition at a molding temperature of 250 ° C. and a mold temperature of 80 ° C. conforms to the UL-94 standard vertical combustion test of Underwriters Laboratories. The flammability was evaluated. The evaluation was performed on five test pieces manufactured from each resin composition. The number of test pieces that dripped during combustion and the test piece in which the absorbent cotton under the test piece was ignited by dripping. Each was counted. The results are shown in the “Dripping” section of Table 2. In the “dripping” section of Table 2, the numbers outside the parentheses are the number of test pieces that dripped during combustion, and the numbers in parentheses ignite the absorbent cotton under the test pieces by dripping. This is the number of test specimens.
  • the resin composition of the present invention has a high melt viscosity value, it can be seen that the resin in the resin composition is suppressed from being decomposed and a molded article having excellent physical properties can be obtained. Moreover, it turns out that the molded object obtained from the resin composition of this invention is not only high in a flame retardance but excellent in a tensile characteristic. That is, according to the resin composition of this invention, it turns out that the molded object which has high flame retardance is obtained, without impairing mechanical characteristics.
  • a resin composition having a talc content within the range of the present invention has a small maximum heat generation rate and a molded product having high flame retardancy.
  • the reason is assumed to be due to the following mechanism. That is, as shown in FIG. 2, when the appearance of the test piece after the combustion test was examined, the test piece obtained from the resin composition of Example 3 (including talc) was the same as the resin composition of Comparative Example 7 (talc In comparison with the test piece obtained from the above (not included), foaming was observed on the surface, and it had a swollen appearance.
  • the resin composition constituting the test piece contains talc, a foamed carbonized layer is formed on the surface of the test piece when the test piece burns, and this carbonized layer functions as a heat insulating layer. It is presumed to show a messengertic flame retardant form. Therefore, according to the resin composition in which the content of talc is within the range of the present invention, it becomes easy to obtain an intumescent flame retardant form at the time of combustion, and it is considered that a molded body having high flame retardancy can be obtained.

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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)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention concerne une composition de résine de poly(téréphtalate de butylène) destinée à obtenir un corps moulé qui présente une ininflammabilité élevée et d'excellentes caractéristiques mécaniques. Selon la présente invention, une composition de résine de poly(téréphtalate de butylène) contient du poly(téréphtalate de butylène), du talc qui sert d'agent ignifuge, un agent ignifuge à base de brome et un adjuvant d'agent ignifuge à base d'antimoine. Dans cette composition de résine de poly(téréphtalate de butylène), la teneur en talc qui sert d'agent ignifuge est supérieure à 1 % en masse, mais inférieure à 5 % en masse par rapport à la masse totale de la composition de résine de poly(téréphtalate de butylène).
PCT/JP2013/079325 2012-10-29 2013-10-29 Composition de résine de poly(téréphtalate de butylène) WO2014069489A1 (fr)

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CN201380056160.1A CN104781342A (zh) 2012-10-29 2013-10-29 聚对苯二甲酸丁二醇酯树脂组合物
JP2014544538A JP6177252B2 (ja) 2012-10-29 2013-10-29 ポリブチレンテレフタレート樹脂組成物

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JP2012-237606 2012-10-29

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JP5883543B2 (ja) * 2013-06-13 2016-03-15 ウィンテックポリマー株式会社 ポリブチレンテレフタレート樹脂組成物及び射出成形品
WO2020067564A1 (fr) * 2018-09-28 2020-04-02 ポリプラスチックス株式会社 Composition de résine de poly(téréphtalate de butylène) ignifuge
WO2021020095A1 (fr) * 2019-07-31 2021-02-04 ポリプラスチックス株式会社 Composition de résine polybutylène téréphtalate ignifuge

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JP5883543B2 (ja) * 2013-06-13 2016-03-15 ウィンテックポリマー株式会社 ポリブチレンテレフタレート樹脂組成物及び射出成形品
WO2020067564A1 (fr) * 2018-09-28 2020-04-02 ポリプラスチックス株式会社 Composition de résine de poly(téréphtalate de butylène) ignifuge
JP6726378B1 (ja) * 2018-09-28 2020-07-22 ポリプラスチックス株式会社 難燃性ポリブチレンテレフタレート樹脂組成物
WO2021020095A1 (fr) * 2019-07-31 2021-02-04 ポリプラスチックス株式会社 Composition de résine polybutylène téréphtalate ignifuge
JP2021024880A (ja) * 2019-07-31 2021-02-22 ポリプラスチックス株式会社 難燃性ポリブチレンテレフタレート樹脂組成物
JP7454343B2 (ja) 2019-07-31 2024-03-22 ポリプラスチックス株式会社 難燃性ポリブチレンテレフタレート樹脂組成物

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