WO2021059841A1 - Composition de résine de polysulfure d'arylène - Google Patents

Composition de résine de polysulfure d'arylène Download PDF

Info

Publication number
WO2021059841A1
WO2021059841A1 PCT/JP2020/032280 JP2020032280W WO2021059841A1 WO 2021059841 A1 WO2021059841 A1 WO 2021059841A1 JP 2020032280 W JP2020032280 W JP 2020032280W WO 2021059841 A1 WO2021059841 A1 WO 2021059841A1
Authority
WO
WIPO (PCT)
Prior art keywords
group
weight
parts
component
resin
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.)
Ceased
Application number
PCT/JP2020/032280
Other languages
English (en)
Japanese (ja)
Inventor
阿部　陽子
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Teijin Ltd
Original Assignee
Teijin Ltd
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 Teijin Ltd filed Critical Teijin Ltd
Priority to JP2021548443A priority Critical patent/JPWO2021059841A1/ja
Publication of WO2021059841A1 publication Critical patent/WO2021059841A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • 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
    • C08K3/013—Fillers, pigments or reinforcing 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
    • C08K5/00—Use of organic ingredients
    • C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/37—Thiols
    • 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
    • C08K5/00—Use of organic ingredients
    • C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/37—Thiols
    • C08K5/372—Sulfides, e.g. R-(S)x-R'
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L81/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen or carbon only; Compositions of polysulfones; Compositions of derivatives of such polymers
    • C08L81/02—Polythioethers; Polythioether-ethers

Definitions

  • Polyarylene sulfide resin is an engineering plastic with excellent chemical resistance, heat resistance, mechanical properties, etc. For this reason, polyarylene sulfide resins are widely used as electrical and electronic parts, vehicle-related parts, aircraft parts, and housing equipment parts. However, the polyarylene sulfide resin has a problem that burrs are generated during molding. As a means for solving this problem, Patent Document 1 discloses a resin composition containing a polyphenylene sulfide resin and a polycarbonate resin. However, since the conventionally commercially available polyphenylene sulfide resin contains a certain amount of sodium as an impurity due to the limitation of the polymer polymerization method, the polycarbonate resin is remarkably decomposed during the molding process to exhibit excellent properties.
  • Patent Document 5 discloses a resin composition composed of a polyphenylene sulfide resin and a polycarbonate resin containing a branched structure
  • Patent Document 6 discloses a resin composition containing a polyphenylene sulfide resin and a polycarbonate resin in which decomposition of the polycarbonate resin is suppressed.
  • the mechanical strength and heat resistance of the resin composition were insufficient.
  • a resin composition composed of a polyarylene sulfide resin, a polycarbonate resin, a mercaptan containing a functional group or a disulfide compound and a reinforcing material retains the excellent properties of the polyarylene sulfide resin.
  • they have found that they are excellent in mechanical strength, heat resistance and low burr property, and have arrived at the present invention.
  • the above-mentioned problem is (C) with respect to (C) 99 to 1 part by weight of the polyarylene sulfide resin (component A) and (B) 1 to 99 parts by weight of the polycarbonate resin (component B), for a total of 100 parts by weight. ) It is achieved by a resin composition containing 0.001 to 10 parts by weight of a mercaptan or a disulfide compound (C component) containing a functional group and 10 to 350 parts by weight of (D) a reinforcing material (D component).
  • Component A Polyarylene sulfide resin
  • any polyarylene sulfide resin may be used as long as it belongs to the category called polyarylene sulfide resin.
  • the production method includes an iodide step and a polymerization step.
  • the aryl compound is reacted with iodine to obtain a diiodoaryl compound.
  • a polyallylene sulfide resin is produced by polymerizing a diiodoaryl compound with solid sulfur using a polymerization terminator. Iodine is generated in the form of gas in this step, and it is recovered and used again in the iodination step. Iodine is essentially a catalyst.
  • a cyclooctasulfur form (S8 ) in which eight atoms are linked at room temperature can be mentioned.
  • the sulfur compound used in the polymerization reaction is not limited, and any form can be used as long as it is solid or liquid at room temperature.
  • Typical diiodoaryl compounds used in the above-mentioned production method include at least one selected from the group consisting of diiodobenzene, diiodonnaphthalene, diiodobiphenyl, diiodobisphenol and diiodobenzophenone, and alkyl. Derivatives of iodoaryl compounds to which groups or sulfone groups are bonded or oxygen or nitrogen is introduced are also used.
  • Typical polymerization inhibitors used in the above production method include monoiodoaryl compounds, benzothiazoles, benzothiazolesulfenamides, thiurams, dithiocarbamates, aromatic sulfide compounds and the like.
  • Preferred examples of the monoiodoaryl compound include at least one selected from the group consisting of iodobiphenyl, iodophenol, iodoaniline, and iodobenzophenone.
  • Preferred examples of the benzothiazoles include at least one selected from the group consisting of 2-mercaptobenzothiazole and 2,2'-dithiobisbenzothiazole.
  • Preferred examples of the benzothiazole sulfenamides are N-cyclohexylbenzothiazole2-sulfenamide, N, N-dicyclohexyl-2-benzothiazolesulfenamide, 2-morpholinothiobenzothiazole, benzothiazolesulfenamide. , Dibenzothiazole disulfide, N-dicyclohexylbenzothiazole 2-sulfenamide, at least one selected from the group.
  • Preferred examples of thiurams include at least one selected from the group consisting of tetramethylthiuram monosulfide and tetramethylthiuram disulfide.
  • Preferred examples of the dithiocarbamates include at least one selected from the group consisting of zinc dimethyldithiocarbamate and zinc diethyldithiocarbamate.
  • Preferred examples of the aromatic sulfide compound include at least one selected from the group consisting of diphenyl sulfide, diphenyl disulfide, diphenyl ether, biphenyl and benzophenone. Further, in any of the polymerization inhibitors, one or more functional groups may be substituted on the conjugated aromatic ring skeleton.
  • Examples of the functional group include a hydroxy group, a carboxy group, a mercapto group, an amino group, a cyano group, a sulfo group, a nitro group and the like, and preferred examples include a carboxy group and an amino group, with more preferred examples thereof. Examples include a carboxy group and an amino group showing a peak of 1600 to 1800 cm -1 or 3300 to 3500 cm -1 on the FT-IR spectrum.
  • the content of the polymerization inhibitor is preferably 1 to 30 parts by weight with respect to 100 parts by weight of the solid sulfur. This amount is determined in consideration of the formation of disulfide bonds.
  • polyarylene sulfide resin used as the component A of the present invention a carboxy group, a carboxy group derivative group, a thiol group, a sulfone group, a hydroxy group, an amino group, an epoxy group, and the like, for the purpose of obtaining higher compatibility.
  • a polyarylene sulfide resin having a reactive functional group such as a mercapto group, a cyano group or a nitro group at the end can also be used.
  • a polyarylene sulfide resin having the reactive functional group at the end a resin that exhibits excellent compatibility with other polymer materials, carbon fibers, etc., has excellent peelability, and has higher mechanical strength.
  • the composition can be obtained.
  • a more preferable example of the polyarylene sulfide resin having the reactive functional group at the terminal is a polyarylene sulfide resin having at least one terminal group structure selected from a carboxy group and an amino group.
  • the polyarylene sulfide resin having at least one terminal group structure selected from the carboxy group and the amino group is about 1600 to 1800 cm -1 or amino derived from the carboxy group in the FT-IR spectrum of FT-IR spectroscopy.
  • a peak of about 3300 ⁇ 3500 cm -1 derived from a group is taken as 100% the height strength aromatic ring stretching peak appearing at 1400 ⁇ 1600 cm -1, wherein about 1600 ⁇ 1800 cm -1 or about 3300 ⁇ 3500 cm - It is a polyarylene sulfide resin having a relative height intensity of 1 peak of 0.001 to 10%.
  • a particularly preferable example of the polyarylene sulfide resin having at least one terminal group structure selected from the carboxy group and the amino group is a polyarylene sulfide resin having a terminal group structure of a carboxy group, which has the following general formula (1). ) Is indicated by the structural unit.
  • the Ar group is an arylene group and n is the number of repeating units.
  • a p-phenylene group, an m-phenylene group, an o-phenylene group, a substituted phenylene group, or the like can be used as the arylene group.
  • the substituted phenylene group is one or more F, Cl, Br, C1-C3 alkyl, trifluoromethyl, C1-C3 alkoxy, trifluoromethoxy, trifluoromethylthio, dimethylamino, cyano,
  • a phenylene group optionally substituted with (C1-C3 alkyl) SO 2- , (C1-C3 alkyl) NHSO 2- , (C1-C3 alkyl) 2NSO 2- , NH 2 SO 2-.
  • R is a hydrogen atom or an alkali metal atom
  • R is a hydrogen atom or an alkali metal atom
  • a polymerization reaction catalyst may be used in the above-mentioned production method, and a nitrobenzene-based catalyst can be mentioned as a typical polymerization reaction catalyst.
  • Preferred examples of nitrobenzene-based catalysts are 1,3-diiodo-4-nitrobenzene, 1-iodo-4-nitrobenzene, 2,6-diiodo-4-nitrophenol, iodonitrobenzene, and 2,6-diiodo-4-. At least one selected from the group consisting of nitroamines can be mentioned.
  • the content of the polymerization reaction catalyst is preferably 0.01 to 20 parts by weight with respect to 100 parts by weight of the solid sulfur. This amount is determined in consideration of the formation of disulfide bonds.
  • Typical examples of the reaction conditions of the production method are from the initial reaction conditions of a temperature of 180 to 250 ° C. and a pressure of 50 to 450 Torr (6.7 to 60 kPa), a temperature of 270 to 350 ° C. and a pressure of 0.001 to 20 Torr (0).
  • the process is carried out for 1 to 30 hours while raising the temperature and lowering the pressure until the final reaction condition of .00013 to 2.7 kPa).
  • the initial reaction conditions are a temperature of 180 ° C. or higher and a pressure of 450 Torr (60 kPa) or less in consideration of the reaction rate
  • the final reaction conditions are a temperature of 350 ° C. or lower and a pressure of 20 Torr (2. 7 kPa) The following can be mentioned.
  • the polyphenylene sulfide resin of the present invention may contain a polyphenylene sulfide resin obtained by another polymerization method.
  • B component polycarbonate resin
  • the polycarbonate resin used in the present invention is obtained by reacting a divalent phenol with a carbonate precursor. Examples of the reaction method include an interfacial polymerization method, a molten transesterification method, a solid phase transesterification method of a carbonate prepolymer, a ring-opening polymerization method of a cyclic carbonate compound, and the like, but the molten transesterification method is preferable.
  • the polycarbonate resin may also be a branched polycarbonate resin obtained by polymerizing trifunctional phenols, and further copolymerized by copolymerizing an aliphatic dicarboxylic acid, an aromatic dicarboxylic acid, or a divalent aliphatic or alicyclic alcohol. It may be polycarbonate.
  • the viscosity average molecular weight of the polycarbonate resin is preferably 1.3 ⁇ 10 4 to 4.0 ⁇ 10 4 , more preferably 1.5 ⁇ 10 4 to 3.8 ⁇ 10 4 .
  • the viscosity average molecular weight (M) of the aromatic polycarbonate resin was obtained by inserting the specific viscosity ( ⁇ sp ) obtained at 20 ° C. from a solution of 0.7 g of the polycarbonate resin in 100 ml of methylene chloride into the following formula. Details of such a polycarbonate resin are described in JP-A-2002-129003.
  • the polycarbonate resin used in the present invention may be various polycarbonate resins having high heat resistance or low water absorption, which are polymerized using other dihydric phenols, in addition to the commonly used bisphenol A type polycarbonate. Good. The following are preferably exemplified as specific examples of various polycarbonate resins having high heat resistance or low water absorption, which are polymerized using other divalent phenols.
  • the bisphenol A component is 10 to 95 mol% (more preferably 50 to 90 mol%, further preferably 60 to 85 mol%) in 100 mol% of the divalent phenol component constituting the polycarbonate.
  • the BPM component is 20 to 80 mol% (more preferably 40 to 75 mol%, further preferably 45 to 65 mol%) in 100 mol% of the divalent phenol component constituting the polycarbonate, and
  • the 1,1-bis (4-hydroxyphenyl) -3,3,5-trimethylcyclohexane component is 20 to 80 mol% (more preferably 25 to 60 mol%, still more preferably 35 to 55 mol%).
  • the polycarbonate resin it is possible to use not only the virgin raw material but also the polycarbonate resin regenerated from the used product.
  • the used products include containers typified by water bottles, optical discs, and automobile headlamps.
  • the content of the B component is 1 to 99 parts by weight, preferably 5 to 95 parts by weight, more preferably 5 to 30 parts by weight and 70 to 95 parts by weight, out of 100 parts by weight of the total of the A component and the B component. ..
  • the content is 5 to 30 parts by weight, it may be possible to design a resin that makes the best use of the excellent properties of the polyphenylene sulfide resin, while when the content is 70 to 95 parts by weight, the polycarbonate resin is more excellent. It may be possible to design a resin that takes advantage of its characteristics. If the content is less than 1 part by weight, the characteristics of the polycarbonate resin are not exhibited and the generation of burrs cannot be suppressed.
  • R 2 and R 3 may be the same or different, and independently contain up to 20 carbon atoms, and are composed of a group consisting of a carboxy group, an amino group, a hydroxy group and an epoxy group at the end.
  • Examples of functional group-containing disulfide compounds include 2,2'-benzimidazole, dithioglycolic acid, ⁇ , ⁇ '-dithiodilactic acid, ⁇ , ⁇ '-dithiodilactic acid, 2,2'-dithiodianiline.
  • Examples of mercaptans containing functional groups include 2-mercaptobenzoic acid, 3-mercaptobenzoic acid, 4-mercaptobenzoic acid, thioglycolic acid, thiolactic acid, 2-mercaptoaniline, 3-mercaptoaniline, 4 -Mercaptoaniline, 2-mercaptopyridine, 4-mercaptopyridine, 2-mercaptobenzothiazole can be mentioned.
  • inorganic fibers such as glass fiber, glass milled fiber, wallastnite, carbon fiber, potassium titanate, zinc oxide whisker, alumina fiber, silicon carbide fiber, ceramic fiber, asbestos fiber, stone fiber, and metal fiber.
  • organic fibers such as total aromatic polyamide fibers, and glass fibers, glass milled fibers, wallastonite, carbon fibers, and total aromatic polyamide fibers are preferably used.
  • silicates such as sericite, kaolin, mica, clay, bentonite, asbestos, talc, and alumina silicate, swellable layered silicates such as montmorillonite and synthetic mica, alumina, silicon oxide, magnesium oxide, zirconium oxide, and titanium oxide.
  • Metal compounds such as iron oxide, carbonates such as magnesium oxide and dolomite, sulfates such as calcium sulfate and barium sulfate, glass flakes, glass beads, ceramic beads, boron nitride, silicon carbide, calcium phosphate and silica, etc.
  • glass flakes, mica, talc, and glass beads are preferably used. These may be hollow, and it is also possible to use two or more kinds of these reinforcing materials in combination.
  • these reinforcing materials are pretreated with a coupling agent such as an isocyanate-based compound, an organic silane-based compound, an organic titanate-based compound, an organic borane-based compound, and an epoxy compound, and a swellable layered silicate with an organic onium ion.
  • a coupling agent such as an isocyanate-based compound, an organic silane-based compound, an organic titanate-based compound, an organic borane-based compound, and an epoxy compound, and a swellable layered silicate with an organic onium ion.
  • a conductive filler As a reinforcing material for imparting conductivity to the resin composition of the present invention, a conductive filler can be mentioned.
  • the conductive filler is not particularly limited as long as it is a conductive filler usually used for making a resin conductive, and specific examples thereof include metal powder, metal flakes, metal ribbons, metal fibers, metal oxides, and conductive substances. Examples include coated inorganic fillers, carbon powders, graphite, carbon fibers, carbon flakes, scaly carbon and the like. Specific examples of metal powders, metal flakes, and metal types of metal ribbons include silver, nickel, copper, zinc, aluminum, stainless steel, iron, brass, chromium, and tin.
  • metal type of the metal fiber examples include iron, copper, stainless steel, aluminum, brass and the like.
  • the metal powder, metal flakes, metal ribbon, and metal fiber may be surface-treated with a surface treatment agent such as titanate-based, aluminum-based, or silane-based.
  • the metal oxide examples include SnO 2 (antimony doping), In 2 O 3 (antimony doping), ZnO (aluminum doping), and the like, and these are surfaces of titanate-based, aluminum-based, silane-based coupling agents, and the like.
  • the surface may be treated with a treatment agent.
  • the conductive substance in the inorganic filler coated with the conductive substance include aluminum, nickel, silver, carbon, SnO 2 (antimony doping), and In 2 O 3 (antimony doping).
  • the inorganic fillers to be coated include mica, glass beads, glass fiber, carbon fiber, potassium titanate whiskers, barium sulfate, zinc oxide, titanium oxide, aluminum borate whiskers, zinc oxide whiskers, titanic acid whiskers, and charcoal.
  • An example is a silicon whisker.
  • the coating method include a vacuum vapor deposition method, a sputtering method, an electroless plating method, and a baking method. Further, these may be surface-treated with a surface treatment agent such as a titanate-based, aluminum-based, or silane-based coupling agent.
  • Carbon powder is classified into acetylene black, gas black, oil black, naphthaline black, thermal black, furnace black, lamp black, channel black, roll black, disc black, etc. according to its raw material and manufacturing method.
  • the raw material and production method of the carbon powder that can be used in the present invention are not particularly limited, but acetylene black and furnace black are particularly preferably used.
  • the content of the D component is 10 to 350 parts by weight, preferably 20 to 300 parts by weight, and more preferably 60 to 200 parts by weight with respect to 100 parts by weight of the total of the A component and the B component. If the content of the D component is less than 10 parts by weight, the mechanical strength and heat resistance are inferior, and the burr also deteriorates. If it exceeds 350 parts by weight, the molding processability is lowered.
  • a carbon fiber having a tensile elastic modulus of 250 GPa or more measured by JIS R7608 is preferable from the viewpoint of the effect of the present invention.
  • Specific examples of carbon fibers include carbon fibers, carbon milled fibers, carbon nanotubes, and the like.
  • the carbon nanotubes preferably have a fiber diameter of 0.003 to 0.1 ⁇ m. Further, they may be single-layer, two-layer, or multi-layer, and multi-layer (so-called MWCNT) is preferable.
  • the carbon milled fiber preferably has an average fiber length of 0.05 to 0.2 mm. Among these, carbon fiber is preferable in terms of excellent mechanical strength.
  • the preferable range of the tensile elastic modulus of the carbon fiber used is 250 to 600 GPa. , More preferably 260-500 GPa.
  • the tensile strength of the carbon fiber measured by JIS R7608 is preferably 3,000 MPa or more. However, if the tensile strength of the carbon fiber exceeds 7,000 MPa, the carbon fiber becomes very expensive as well as the tensile elastic modulus, and the versatility is lowered from the viewpoint of raw material supply. Therefore, the preferable range of the tensile strength of the carbon fiber to be used is It is 3,000 to 7,000 MPa, more preferably 5,000 to 6,500 MPa.
  • the average fiber diameter of the carbon fiber is not particularly limited, but is preferably 3 to 15 ⁇ m, and more preferably 4 to 13 ⁇ m.
  • a carbon fiber having an average fiber diameter in such a range can exhibit good mechanical strength and fatigue characteristics without impairing the appearance of the molded product.
  • the fiber length of the carbon fiber is preferably 60 to 500 ⁇ m, more preferably 80 to 400 ⁇ m, and particularly preferably 100 to 300 ⁇ m as the number average fiber length in the resin composition.
  • the number average fiber length is a value calculated by an image analyzer from the residue of carbon fibers collected by high-temperature ashing of the molded product, dissolution with a solvent, decomposition with chemicals, etc. from observation with an optical microscope. is there. Further, when calculating such a value, a value having a length shorter than or equal to the fiber length is a value obtained by a method that does not count.
  • the above carbon fiber may be coated with a metal layer on the surface of the carbon fiber.
  • the metal include silver, copper, nickel, and aluminum, and nickel is preferable from the viewpoint of corrosion resistance of the metal layer.
  • the metal coating method various methods described above for surface coating with different materials in the glass reinforcing material can be adopted. Above all, the plating method is preferably used. Further, also in the case of such a metal-coated carbon fiber, the carbon fiber mentioned above can be used as the original carbon fiber.
  • the thickness of the metal coating layer is preferably 0.1 to 1 ⁇ m, more preferably 0.15 to 0.5 ⁇ m. More preferably, it is 0.2 to 0.35 ⁇ m.
  • the resin composition of the present invention contains an antioxidant, a heat-resistant stabilizer (hindered phenol-based, hydroquinone-based, phosphite-based and substitutes thereof, etc.) and a weather-resistant agent (resorcinol-based) as long as the effects of the present invention are not impaired.
  • a heat-resistant stabilizer hindered phenol-based, hydroquinone-based, phosphite-based and substitutes thereof, etc.
  • a weather-resistant agent resorcinol-based
  • Pigments cadmium sulfide, phthalocyanine, carbon black, etc.
  • dyes niglosin, etc.
  • crystal nucleating agents talc, silica, kaolin, clay, etc.
  • plastic agents octyl p-oxybenzoate, N-butylbenzenesulfonamide, etc.) Etc.
  • antistatic agents alkylsulfate-type anionic antistatic agents, quaternary ammonium salt-type cationic antistatic agents, nonionic antistatic agents such as polyoxyethylene sorbitan monostearate, betaine-based amphoteric antistatic agents Etc.
  • flame retardant red phosphorus, phosphate ester, melamine cyanurate, magnesium hydroxide, hydroxides such as aluminum hydroxide, ammonium polyphosphate, brominated polystyrene, brominated polyphenylene ether, brominated polycarbonate, brominated epoxy Resins or combinations of these bromine-based
  • a vacuum pump is preferably installed from the vent to efficiently discharge the generated water and volatile gas to the outside of the extruder. It is also possible to install a screen for removing foreign substances and the like mixed in the extruded raw material in the zone in front of the die portion of the extruder to remove the foreign substances from the resin composition. Examples of such a screen include a wire mesh, a screen changer, a sintered metal plate (disc filter, etc.) and the like.
  • the screws used in the twin-screw extruder are made up of a single screw by inserting screw pieces of various shapes between the forward flight pieces for transportation, combining them in a complicated manner, and integrating them into a single screw. Screw pieces such as forward kneading pieces, reverse kneading pieces, reverse flight pieces, forward flight pieces with notches, and reverse flight pieces are arranged and combined in an appropriate order and position in consideration of the characteristics of the raw materials to be processed. You can mention things like screws.
  • melt kneader examples include a Banbury mixer, a kneading roll, a single-screw extruder, and a multi-screw extruder having three or more shafts, in addition to the twin-screw extruder.
  • the total sodium content of the resin composition of the present invention is preferably 39 ppm or less, more preferably 30 ppm or less, still more preferably 10 ppm or less, and particularly preferably 8 ppm or less.
  • the total amount of sodium exceeds 39 ppm, the decomposition of the polycarbonate resin cannot be suppressed, so that the effect of suppressing burrs by the polycarbonate resin is not exhibited, and in the worse case, pelletization may be difficult.
  • a molded product using the resin composition of the present invention can be obtained by molding pellets produced as described above. Preferably, it is obtained by injection molding or extrusion molding.
  • Pellets were obtained by melt-kneading a polyarylene sulfide resin, a polycarbonate resin, a mercaptan having a functional group or a disulfide compound, and a reinforcing material at the respective blending amounts shown in Tables 1 and 2 using a bent twin-screw extruder. ..
  • the vent type twin-screw extruder the Japan Steel Works, Ltd .: TEX-30XSST (complete meshing, rotating in the same direction) was used.
  • the extrusion conditions were a discharge rate of 12 kg / h, a screw rotation speed of 150 rpm, a degree of vacuum of the vent of 3 kPa, and an extrusion temperature of 300 ° C. from the first supply port to the die portion.
  • the reinforcing material is supplied from the second supply port using the side feeder of the extruder, and the polyarylene sulfide resin, polycarbonate resin and mercaptans having functional groups or disulfide compounds are supplied to the extruder from the first supply port. did.
  • the first supply port referred to here is the supply port farthest from the die, and the second supply port is a supply port located between the die of the extruder and the first supply port.
  • the obtained pellets are dried at 130 ° C.
  • A-2 Polyphenylene sulfide resin obtained in Production Method 2 [Production Method 2] A reactant containing 5130 g of paradiiodobenzene and 450 g of sulfur and 4 g of mercaptobenzothiazole as a reaction initiator is heated to 180 ° C. to completely melt and mix, then the temperature is raised to 220 ° C. and the pressure is 350 Torr. The pressure was lowered. The polymerization reaction of the obtained mixture proceeded while gradually changing the temperature and pressure so that the final temperature and pressure were 300 ° C. and 1 Torr or less, respectively.
  • ⁇ B component> B-1 Polycarbonate resin obtained in Production Method 3 (viscosity average molecular weight 12500, hydroxyl group amount 13 eq / t) [Manufacturing method 3] 219.4 parts of ion-exchanged water and 40.2 parts of 48% sodium hydroxide aqueous solution were charged into a reactor with a thermometer, agitator and a reflux condenser, and 2,2-bis (4-hydroxyphenyl) propane 57. After adding 5 parts and 0.12 parts of hydroxide and dissolving in 25 minutes, add 181 parts of methylene chloride in 5 minutes and blow in 27.8 parts of phosgen at 15 to 25 ° C. for 40 minutes with stirring. It is.
  • the powder and granules were prepared, and a mixture of the powder and granules and water was put into a hot water treatment tank in a hot water treatment step having a hot water treatment tank with a stirrer whose water temperature was controlled to 95 ° C. The mixture was mixed with a stirrer for 30 minutes at a mixing ratio of 75 parts. The mixture of the powder or granular material and water was separated by a centrifuge to obtain a powder or granular material containing 0.5% by weight of methylene chloride and 45% by weight of water.
  • the powder or granular material was continuously supplied at 50 kg / Hr (polycarbonate resin equivalent) to a SUS316L conduction heat receiving groove type twin-screw continuous dryer controlled at 140 ° C., and the condition was that the average drying time was 6 hours.
  • a powder or granular material having a viscosity average molecular weight of 11800 was put into acetone, stirred for 30 minutes, the powder or granular material slurry solution was taken out, and after solid-liquid separation, it was dried at 140 ° C. for 4 hours in a nitrogen atmosphere, and the viscosity average molecular weight was 12500 and the hydroxyl group was extracted with acetone.
  • a powder or granular material (powder) having an amount of 13 eq / ton was obtained.
  • C-1 2,2'-dithiodibenzoic acid (manufactured by Tokyo Chemical Industry Co., Ltd.)
  • C-2 4-Mercaptobenzoic acid (manufactured by Tokyo Chemical Industry Co., Ltd.)
  • C-3 4,4'-dithiodianiline (manufactured by Tokyo Chemical Industry Co., Ltd.)
  • C-4 4-Mercaptoaniline (manufactured by Tokyo Chemical Industry Co., Ltd.)
  • C-5 Diphenyl disulfide (manufactured by Tokyo Chemical Industry Co., Ltd.)
  • D-1 Circular cross-section chopped glass fiber (T-732H, manufactured by Nippon Electric Glass Co., Ltd., diameter: 10.5 ⁇ m, cut length: 3 mm, epoxy-based sizing agent)
  • D-2 Mica (Kinsei Matek Co., Ltd.
  • D-3 Carbon fiber (IM702 6 mm major axis: 6 ⁇ m, cut length: 6 mm, tensile elastic modulus: 282 GPa, tensile strength: 5,490 MPa, urethane-based focusing agent manufactured by Teijin Limited))
  • D-4 Total Aromatic Polyamide Fiber (Teijin Co., Ltd. Para-Aromatic Polyamide Fiber T322EH 3-12 Major Diameter: 12 ⁇ m, Cut Length: 3 mm)

Landscapes

  • 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

La présente invention concerne une composition de résine de polysulfure d'arylène qui est supérieure en termes de résistance mécanique et de résistance à la chaleur, et qui présente moins de propriétés de bavure, tout en conservant les excellentes caractéristiques d'une résine de polysulfure d'arylène.　La composition de résine selon la présente invention est caractérisée en ce qu'elle contient, par rapport aux 100 parties en poids correspondant au total de (A) de 99 à 1 parties en poids d'une résine de polysulfure d'arylène (constituant A) et de (B) de 1 à 99 parties en poids d'une résine de polycarbonate (constituant B), (C) de 0,001 à 10 parties en poids d'un composé disulfure ou d'un mercaptan comprenant un groupe fonctionnel (constituant C), et (D) de 10 à 350 parties en poids d'un matériau de renforcement (constituant D).
PCT/JP2020/032280 2019-09-26 2020-08-27 Composition de résine de polysulfure d'arylène Ceased WO2021059841A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2021548443A JPWO2021059841A1 (ja) 2019-09-26 2020-08-27 ポリアリーレンスルフィド樹脂組成物

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2019-175508 2019-09-26
JP2019175508 2019-09-26

Publications (1)

Publication Number Publication Date
WO2021059841A1 true WO2021059841A1 (fr) 2021-04-01

Family

ID=75166084

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2020/032280 Ceased WO2021059841A1 (fr) 2019-09-26 2020-08-27 Composition de résine de polysulfure d'arylène

Country Status (2)

Country Link
JP (1) JPWO2021059841A1 (fr)
WO (1) WO2021059841A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2022029144A (ja) * 2020-08-04 2022-02-17 帝人株式会社 ポリアリーレンスルフィド樹脂組成物

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05230369A (ja) * 1992-02-19 1993-09-07 Dainippon Ink & Chem Inc 熱可塑性樹脂組成物
JP2005290328A (ja) * 2004-04-05 2005-10-20 Kureha Chem Ind Co Ltd 低汚染性の射出成形体
JP2014526601A (ja) * 2011-09-20 2014-10-06 ティコナ・エルエルシー 低塩素充填溶融加工ポリアリーレンスルフィド組成物
JP2014231583A (ja) * 2013-05-30 2014-12-11 帝人株式会社 樹脂組成物
WO2015125974A1 (fr) * 2014-02-24 2015-08-27 帝人株式会社 Composition de résine
JP2016079305A (ja) * 2014-10-17 2016-05-16 住友精化株式会社 ポリアリーレンスルフィド系樹脂組成物

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05230369A (ja) * 1992-02-19 1993-09-07 Dainippon Ink & Chem Inc 熱可塑性樹脂組成物
JP2005290328A (ja) * 2004-04-05 2005-10-20 Kureha Chem Ind Co Ltd 低汚染性の射出成形体
JP2014526601A (ja) * 2011-09-20 2014-10-06 ティコナ・エルエルシー 低塩素充填溶融加工ポリアリーレンスルフィド組成物
JP2014231583A (ja) * 2013-05-30 2014-12-11 帝人株式会社 樹脂組成物
WO2015125974A1 (fr) * 2014-02-24 2015-08-27 帝人株式会社 Composition de résine
JP2016079305A (ja) * 2014-10-17 2016-05-16 住友精化株式会社 ポリアリーレンスルフィド系樹脂組成物

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2022029144A (ja) * 2020-08-04 2022-02-17 帝人株式会社 ポリアリーレンスルフィド樹脂組成物

Also Published As

Publication number Publication date
JPWO2021059841A1 (ja) 2021-12-23

Similar Documents

Publication Publication Date Title
JP6825916B2 (ja) 樹脂組成物
CN105980480B (zh) 聚芳硫醚树脂组合物
KR101934139B1 (ko) 폴리아릴렌 설파이드/액정 중합체 얼로이 및 이를 포함하는 조성물
EP2631274B1 (fr) Procédé de production de composition de résine thermoplastique, composition de résine thermoplastique et produit moulé associés
JP7092573B2 (ja) 樹脂組成物
JP6943730B2 (ja) ポリアリーレンスルフィド樹脂組成物
JP6742132B2 (ja) 樹脂組成物およびその製造方法
WO2017131028A1 (fr) Composition de résine de poly(sulfure de phénylène) et son procédé de production
JP7156872B2 (ja) 樹脂組成物
JP6982961B2 (ja) 樹脂組成物
JP6865607B2 (ja) 樹脂組成物
WO2021059841A1 (fr) Composition de résine de polysulfure d'arylène
JP7233962B2 (ja) ポリアリーレンスルフィド樹脂組成物
JP7560289B2 (ja) ポリアリーレンスルフィド樹脂組成物
JP2019065071A (ja) ポリアリーレンスルフィド樹脂組成物
JP2019156987A (ja) 樹脂組成物
JP7074584B2 (ja) フィルムインサート成形体
JP7428537B2 (ja) ポリアリーレンスルフィド複合体用樹脂組成物
JP6742109B2 (ja) 樹脂組成物
JP7372077B2 (ja) 樹脂組成物
JP2021017493A (ja) 樹脂組成物
JP7260317B2 (ja) 樹脂組成物
JP2025095026A (ja) ポリアリーレンスルフィド樹脂組成物およびそれからなる成形体
JP2021116355A (ja) ポリアリーレンスルフィド樹脂組成物
JP2023063213A (ja) ポリアリーレンスルフィド樹脂組成物およびそれからなる成形品

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 20869535

Country of ref document: EP

Kind code of ref document: A1

ENP Entry into the national phase

Ref document number: 2021548443

Country of ref document: JP

Kind code of ref document: A

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 20869535

Country of ref document: EP

Kind code of ref document: A1