WO2008012930A1 - Composition de résine de polycarbonate antistatique - Google Patents

Composition de résine de polycarbonate antistatique Download PDF

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Publication number
WO2008012930A1
WO2008012930A1 PCT/JP2006/322956 JP2006322956W WO2008012930A1 WO 2008012930 A1 WO2008012930 A1 WO 2008012930A1 JP 2006322956 W JP2006322956 W JP 2006322956W WO 2008012930 A1 WO2008012930 A1 WO 2008012930A1
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WO
WIPO (PCT)
Prior art keywords
polycarbonate resin
antistatic
weight
resin composition
parts
Prior art date
Application number
PCT/JP2006/322956
Other languages
English (en)
Japanese (ja)
Inventor
Shinji Nukui
Akihito Kawagoshi
Original Assignee
Sumitomo Dow Limited
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 Sumitomo Dow Limited filed Critical Sumitomo Dow Limited
Publication of WO2008012930A1 publication Critical patent/WO2008012930A1/fr

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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L69/00Compositions of polycarbonates; Compositions of derivatives of polycarbonates
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/36Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/41Compounds containing sulfur bound to oxygen
    • C08K5/42Sulfonic acids; Derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/49Phosphorus-containing compounds
    • C08K5/50Phosphorus bound to carbon only
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/04Polyesters derived from hydroxycarboxylic acids, e.g. lactones

Definitions

  • the present invention relates to an antistatic polycarbonate resin composition
  • an antistatic polycarbonate resin composition comprising a polycarbonate resin, a poly-strength prolatatone, and an antistatic agent having a specific structure, and having excellent transparency and antistatic properties.
  • Polycarbonate resin is excellent in impact resistance, heat resistance, and transparency, and is widely used in various fields such as electrical Z-electron, optics, building materials, medical care, food, and vehicles.
  • products obtained from polycarbonate resin have been required to have antistatic performance because they are charged with static electricity and have problems such as adhesion of dust and foreign matter, and possible problems with static electricity.
  • metal salts of alkane sulfonates and alkylbenzene sulfonates are generally used as antistatic agents.
  • the color tone becomes white and opaque. It was a force that could not be applied to transparent applications.
  • exterior parts of office equipment such as optical disk cartridges are required to be transparent and have a sufficiently visible inside and to be free from dust.
  • Patent Document 1 a method of blending a phosphonium salt of sulfonic acid (Patent Document 2)
  • Patent Document 2 a method of blending a phosphonium salt of sulfonic acid and a phosphite
  • Patent R 1 Document 1 Japanese Patent Laid-Open No. 62-230835
  • Patent Document 2 1 14267
  • the present invention provides an antistatic polycarbonate resin composition having excellent transparency and RPRI I hue and further improved antistatic properties.
  • the inventors of the present invention have achieved transparency and antistatic properties by blending a polycarbonate resin with a poly-strength prolatatone and an antistatic agent having a specific structure. It has been found that an excellent antistatic polycarbonate resin composition can be obtained, and the present invention has been completed.
  • the present invention is an antistatic polycarbonate resinous yarn composed of a resin component and an antistatic agent, wherein the resin component is a polycarbonate resin (A) 90-99.9. % And polystrength prolatatone (B) O. 1 to 10% by weight, and the antistatic agent is an organic sulfonic acid phosphorous salt (C) represented by the following general formula (1):
  • An antistatic polycarbonate resin composition comprising 0.1 to 20 parts by weight of an inhibitor per 100 parts by weight of the resin component is provided.
  • R is an alkyl group, an aryl group or an aryl group having an alkyl group as a substituent
  • R 2 to R 5 are a hydrogen atom, an alkyl group or an aryl group, which are the same or different. May be.
  • the antistatic polycarbonate resin composition of the present invention has an excellent antistatic property without impairing the excellent transparency of the polycarbonate resin, and therefore requires high optical performance and is free from dust. It is suitably used for exterior parts of office equipment such as optical disk cartridges, which may cause malfunctions due to adhesion.
  • the polycarbonate resin (A) used in the present invention is a phosgene method in which various dihydroxy diaryl Louis compounds and phosgene are reacted, or a dihydroxy diaryl compound and diphenols.
  • This is a polymer obtained by transesterification with a carbonate such as dicarbonate, and is typically produced with 2, 2 bis (4-hydroxyphenyl) puffed bread (bisphenol A).
  • Polycarbonate resin may be mentioned.
  • the dihydroxydiaryl compounds include bis (4-hydroxyphenyl) methane, 1,1-bis (4hydroxyphenol) ethane, 2,2bis (4 Droxyphenyl) butane, 2,2 bis (4 hydroxyphenyl) octane, bis (4 hydroxyphenyl) phenol methane, 2,2 bis (4-hydroxyphenyl-3-methylphenol) propane, 1, 1 bis (4-hydroxy-3 tert-butylphenol) propane, 2, 2 —bis (4 hydroxy-3-bromophenol) propane, 2, 2 bis (4-hydroxy-1,3 dibromophenol) propane, 2 , 2 Bis (hydroxylaryl) alkanes such as bis (4 hydroxy-1,3,5 dichlorophenyl) propane, 1,1-bis (4 hydroxyphenol) cyclopentane, 1,1-bis (4 hydroxy (Fuel) Bis (hydroxyaryl) cycloalkanes such as cyclohexane, 4, 4'-dihydroxydiphenyl
  • Trivalent and higher phenols include fluorodalcine, 4, 6-dimethyl-2, 4, 6 tri (4 hydroxyphenol) 1 heptene, 2, 4, 6 dimethyl — 2, 4, 6 tri (4 hydroxyphenol) 1) heptane, 1, 3, 5 tri (4 hydroxy) monobenzol, 1, 1, 1—tri (4 hydroxyphenol) ethane and 2, 2 bis [4, 4— (4,4'-dihydroxydiphenyl) cyclohexyl] -propane and the like.
  • the viscosity average molecular weight of the polycarbonate resin is usually 10,000 to 100,000, preferably 15,000 to 35000, and more preferably ⁇ 17,000 to 28000.
  • a molecular weight regulator, a catalyst and the like can be used as necessary.
  • the poly force prolatatatone (B) used in the present invention is a polymer produced by ring-opening polymerization of ⁇ force prolatatatone in the presence of a catalyst, and a 2-oxepanone homopolymer is particularly preferably used. .
  • the polymer is easily available as a commercial product, and a tone polymer made by Dow Chemical Co., Ltd., CAP rice cake made from Solvaine clay, etc. are used.
  • the viscosity average molecular weight of the polyforce prolatatone (A) is preferably 1000 to 100,000, more preferably 40000 to 90,000.
  • poly-strength prolatatones include ⁇ -strength pro-latatatone modified by coexisting with 1,4-butanediol when ring-opening polymerization, or molecular ends with ether or ester groups. Substituted modified poly force prolatatones are also included.
  • the antistatic agent C
  • composition ratio of the poly-strength prolatatone ( ⁇ ) is based on the rosin component composed of ( ⁇ ) and ( ⁇ )! /, 0.1 to: LO wt%.
  • a composition ratio of less than 0.1% by weight is not preferable because a sufficient synergistic effect of antistatic properties cannot be obtained. On the other hand, if it exceeds 10% by weight, the transparency is lowered, which is not preferable.
  • a more preferable composition ratio is 0.1 to 7% by weight.
  • the antistatic agent (C) used in the present invention is an organic sulfone represented by the following general formula (1) Is the phosphonium salt of acid
  • R 1 is an alkyl group, an aryl R-4 group, or an aryl group having an alkyl group as a substituent, preferably an aryl group or an aryl group having an alkyl group as a substituent.
  • the alkyl group and the alkyl group used as a substituent have 1 to 40 carbon atoms, preferably 8 to 18 carbon atoms.
  • the number of alkyl groups that the aryl group has as a substituent is preferably 1 to 3, more preferably 1.
  • examples of the aryl group include a phenyl group and a naphthyl group.
  • R 2 to R 5 represent a hydrogen atom, an alkyl group or an aryl group, and these may be the same or different.
  • the carbon number of the alkyl group is preferably 1 to 10.
  • the aryl group includes a phenol group.
  • an alkylbenzene sulfonic acid phospho-um salt represented by the following general formula (2) (S-418 manufactured by Takemoto Yushi Co., Ltd.) can be preferably used. .
  • the blending amount of the antistatic agent (C) used in the present invention is 0.1 to 20 parts by weight per 100 parts by weight of the resin component comprising (A) and (B). If the blending amount is less than 0.1 parts by weight, the antistatic property is inferior, and if it exceeds 20 parts by weight, the degree of yellowing increases due to the decrease in thermal stability, which is not preferable. More preferably, it is in the range of 1.0 to 7.0 parts by weight.
  • the antistatic polycarbonate resin composition of the present invention is practically antistatic.
  • various known additives and polymers can be added as required.
  • a hindered amine light-resistant stabilizer is used, and a benzoxazole-based fluorescent material is used to obtain a more vivid color tone. Brighteners and these may be added in combination! /
  • phenol-based or phosphorus-based heat stabilizer [2, 6 di-tert-butyl 4-methylphenol, 2- (1-methylcyclohexyl) -4, 6 dimethylphenol, 4, 4'-thiobis (6-t-butyl 3-methylphenol), 2,2-methylenebis (4-ethyl 6t methylphenol), n-octadecyl 3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate, tris (2,4-di-tert-butylphenol) phosphite, 4,4'-biphenyl-diphosphinic acid tetrakis t-butylphenol), etc.], lubricants [paraffin wax, n-butyl stearate, synthetic beeswax, natural beeswax, glycerin monoesterol, montanic acid wax,
  • the embodiment and order in the present invention are not limited.
  • a method of melt-kneading the mixture using an ordinary single-screw extruder or twin-screw extruder and pelletizing, or individually or partially weighing individual components and extruding them from multiple feeders After being put into the machine and melt-mixed, (A) and (C) and Z or (B) are mixed at a high concentration, and then melt-mixed and pelletized to make a master batch.
  • the master batch and the polycarbonate resin (A) can be mixed in a desired ratio. And these When melt-mixing these components, arbitrary conditions such as the position of feeding into the extruder, the extrusion temperature, the screw rotation speed, the supply amount, etc., can be selected and pelletized. Furthermore, the masterbatch and the polycarbonate resin (A) can be dry-mixed at a desired ratio and then directly fed into an injection molding apparatus or a sheet extruder apparatus to form a molded product.
  • Example 1 Example 1
  • the raw materials used are as follows.
  • Solvay CAPA6500C viscosity average molecular weight: 50000, hereinafter abbreviated as “PCL”) Takemoto Yushi Co., Ltd. S—418 (alkylbenzenesulfonic acid phospho-um salt, hereinafter abbreviated as “antistatic agent”)
  • the obtained specimen was conditioned for 24 hours under conditions of 23 ° C and 50% relative humidity, and then using a superinsulator (SME 8311 manufactured by Sicid Electrostatic Co., Ltd.) with a measurement voltage of 500 V and a sampling time of 60 seconds.
  • the surface resistivity was measured under the conditions. The case where the surface resistivity Rs was less than 10 14 was determined to be acceptable.
  • Half-life Using the obtained test piece, the half-life was measured using a static cone meter 0-0110 manufactured by Sicid. First, continue applying 10KV until the withstand voltage of the specimen is constant. After that, the charge was stopped, the decay of the charged voltage was observed, and the time until the initial charged voltage was halved was measured to obtain the half-life. A half-life of 10 seconds or less was accepted.
  • the total light transmittance was measured according to JIS K7361. More than 70% was accepted.
  • the yellowness index ( ⁇ ⁇ ) was measured in accordance with ASTM D-1925. 10 or less was accepted.
  • Comparative Example 1 was a case where the blending amount of the poly-strength prolatatatone was less than the specified amount, and the surface resistivity and half life were inferior.
  • Comparative Example 2 is a case where the blending amount of poly-strength prolatatatone is larger than the prescribed amount, and the transmittance and YI were inferior.
  • Comparative Example 3 was a case where the blending amount of the antistatic agent of the present invention was less than the specified amount, and the surface resistivity and half-life were inferior.
  • Comparative Example 4 was a case where the blending amount of the antistatic agent of the present invention was larger than the specified amount, and YI was inferior.

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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

La présente invention concerne une composition de résine de polycarbonate antistatique comprenant 100 parties en poids d'un composant de résine et 0,1 à 20 parties en poids d'un sel de phosphonium d'acide sulfonique organique spécifique (C) en tant qu'agent antistatique incorporé dans le composant de résine, le composant de résine comprenant 90 à 99,9 % en poids d'une résine de polycarbonate (A) et 0,1 à 10 % en poids de polycaprolactone (B). La composition de résine de polycarbonate antistatique est dotée d'excellentes propriétés antistatiques sans amoindrir l'excellente transparence de la résine de polycarbonate, ce qui rend son utilisation appropriée dans des composants externes de conditionnement, par exemple pour des appareils de bureaux tels que des cartouches de disques optiques dont les propriétés optiques doivent être élevées, dans lesquels un mauvais fonctionnement peut se présenter par suite de la présence de poussières.
PCT/JP2006/322956 2006-07-24 2006-11-17 Composition de résine de polycarbonate antistatique WO2008012930A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2006200233A JP2008024855A (ja) 2006-07-24 2006-07-24 帯電防止性ポリカーボネート樹脂組成物
JP2006-200233 2006-07-24

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WO2008012930A1 true WO2008012930A1 (fr) 2008-01-31

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WO (1) WO2008012930A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10262308B2 (en) 2007-06-25 2019-04-16 Visa U.S.A. Inc. Cardless challenge systems and methods

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH09194711A (ja) * 1996-01-19 1997-07-29 Mitsubishi Eng Plast Kk ポリカーボネート樹脂組成物
JP2002080707A (ja) * 1999-11-29 2002-03-19 Ge Plastics Japan Ltd 熱可塑性樹脂組成物及びその成形品
JP2003096291A (ja) * 2001-09-27 2003-04-03 Teijin Chem Ltd 帯電防止性ポリカーボネート樹脂組成物

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH09194711A (ja) * 1996-01-19 1997-07-29 Mitsubishi Eng Plast Kk ポリカーボネート樹脂組成物
JP2002080707A (ja) * 1999-11-29 2002-03-19 Ge Plastics Japan Ltd 熱可塑性樹脂組成物及びその成形品
JP2003096291A (ja) * 2001-09-27 2003-04-03 Teijin Chem Ltd 帯電防止性ポリカーボネート樹脂組成物

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10262308B2 (en) 2007-06-25 2019-04-16 Visa U.S.A. Inc. Cardless challenge systems and methods
US11481742B2 (en) 2007-06-25 2022-10-25 Visa U.S.A. Inc. Cardless challenge systems and methods

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