WO2012172918A1 - Composition de résine polycarbonate et article mis en forme - Google Patents

Composition de résine polycarbonate et article mis en forme Download PDF

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Publication number
WO2012172918A1
WO2012172918A1 PCT/JP2012/062731 JP2012062731W WO2012172918A1 WO 2012172918 A1 WO2012172918 A1 WO 2012172918A1 JP 2012062731 W JP2012062731 W JP 2012062731W WO 2012172918 A1 WO2012172918 A1 WO 2012172918A1
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WO
WIPO (PCT)
Prior art keywords
polycarbonate resin
fine particles
silica fine
resin composition
formed article
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/JP2012/062731
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English (en)
Inventor
Katsumoto Hosokawa
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Canon Inc
Original Assignee
Canon Inc
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 Canon Inc filed Critical Canon Inc
Publication of WO2012172918A1 publication Critical patent/WO2012172918A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • C08K3/34—Silicon-containing compounds
    • C08K3/36—Silica
    • 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
    • C08K2201/00—Specific properties of additives
    • C08K2201/002—Physical properties
    • C08K2201/005—Additives being defined by their particle size in general
    • 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
    • C08K2201/00—Specific properties of additives
    • C08K2201/011—Nanostructured additives
    • 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

Definitions

  • the present invention relates to a polycarbonate resin composition and a formed article, in particular, to a polycarbonate resin composition and a formed article thereof that have a low linear expansion coefficient.
  • component for a precision optical system it desirably has a linear expansion coefficient of 20 x 10 ⁇ 6 /°C or less.
  • negative expandability is disposed around a member composed of the organic resin material to thereby compensate for dimensional variations of the member.
  • the material having negative expandability include inorganic materials such as zirconium tungstate, lithium-aluminum-silicon oxides, and manganese nitrides.
  • inorganic fine particles are added to a thermoplastic resin to decrease the linear expansion coefficient of the resin.
  • inorganic fine particles need to be added in an amount of about 80% by weight (71 vol%) even by using silica having a low specific gravity as the inorganic fine particles. Addition of a large amount of inorganic fine particles results in severe degradation of bulk formability of the thermoplastic resin and hence it is actually
  • the present invention provides a polycarbonate resin composition and a formed article thereof that have a low linear expansion coefficient and high formability .
  • a polycarbonate resin composition includes a polycarbonate resin; and silica fine particles having an average primary particle size of 0.5 nm or more and 30 nm or less, wherein, in the polycarbonate resin composition, a content of the silica fine particles with respect to a total amount of the polycarbonate resin and the silica fine particles is 40 vol% or more and 80 vol% or less.
  • a formed article produced by forming a polycarbonate resin composition, wherein the polycarbonate resin composition contains a polycarbonate resin and silica fine particles having an average primary particle size of 0.5 nm or more and 30 nm or less; in the polycarbonate resin composition, a content of the silica fine particles with respect to a total amount of the polycarbonate resin and the silica fine particles is 40 vol% or more and 80 vol% or less; and the formed article has, in a range of 20°C to 60°C, a linear expansion coefficient that is 20 x 10 _6 /°C or less and may be a negative value.
  • the present invention provides a polycarbonate resin composition and a formed article thereof that have a low linear expansion coefficient and high formability.
  • a formed article according to the present invention can be suitably used as low-expansion members and
  • temperature-compensation members that are used for optical fibers and precision optical devices such as lenses and mirrors .
  • a polycarbonate resin composition according to the present invention contains a polycarbonate resin and silica fine particles having an average primary particle size of 0.5 nm or more and 30 nm or less, wherein the content of the silica fine particles in the polycarbonate resin composition is 40 vol% or more and 80 vol% or less.
  • polycarbonate resin composition according to the present invention is not particularly limited and the polycarbonate resin may be selected from various thermoplastic polycarbonate resins having a carbonate group.
  • polycarbonate resin denotes a polymer synthesized by polymerization of at least one diol compound and a carbonic acid ester (carbonate compound) as starting materials.
  • Aromatic polycarbonate resins may be used alone or in combination .
  • the diol compound may be an aliphatic compound or an aromatic compound. In view of, for example, heat
  • a polycarbonate resin having an aromatic component can be used.
  • Examples of the diol compound that can be used include compounds represented by the following general formula (1) .
  • T represents an oxyalkylene group having 2 or more and 12 or less carbon atoms, a poly (oxyethylene) group having 2 or more and 12 or less carbon atoms, or a single bond.
  • Rl and R2 represents a hydrogen atom, an alkyl group having 1 or more and 6 or less carbon atoms, an alkoxy group having 1 or more and 6 or less carbon atoms, or an aryl group having 6 or more and 12 or less carbon atoms.
  • Rl and R2 may be the same or different from each other.
  • U represents an alkylene group having 1 or more and 13 or less carbon atoms, an alkylidene group having 2 or more and 13 or less carbon atoms, a cycloalkylene group having 5 or more and 13 or less carbon atoms, a cycloalkylidene group having 5 or more and 13 or less carbon atoms, an arylene group having 6 or more and 13 or less carbon atoms, fluorenidene, -0-, -S-, -S0 2 -, -CO-, or a single bond.
  • Rl, R2, T, and U may be different among structural units.
  • diol compound examples include 2 , 2-bis ( 4-hydroxyphenyl ) propane (bisphenol A), 2,2- bis ( 3-methyl-4-hydroxyphenyl ) propane, 2, 2-bis (3, 5-dimethyl- 4-hydroxyphenyl) propane, 1, 1-bis (4-hydroxyphenyl) -1- phenylethane, and 1, 1-bis (4-hydroxyphenyl) cyclohexane; more preferably, 2 , 2-bis (4-hydroxyphenyl ) propane .
  • a polycarbonate resin used in the present invention may be synthesized by a publicly known method such as interfacial polymerization or melt polymerization. In this synthesis, agents such as a terminator, a catalyst, and an antioxidant may be used.
  • the polycarbonate resin may be a branched polycarbonate resin synthesized through
  • Examples of the polyfunctional compound include 1,1, 1-tris ( -hydroxyphenyl) ethane, 4 i 4'-[l-[4-[l-(4- hydroxyphenyl) -l-methylethyl] phenyl] ethylidene] bisphenol , 1- [ a-methyl-a- (4 ' -hydroxyphenyl) ethyl] -4- [ ⁇ ' , a ' -bis (4 ' ' - hydroxyphenyl) ethyl] benzene, a, a 1 , ⁇ ' '-tris (4-hydroxyphenyl) - 1, 3, 5-triisopropylbenzene, trimellitic acid, phloroglucin, and isatinbis (o-cresol ) .
  • a polycarbonate resin used in the present invention may contain an additive as long as advantages of the present invention are achieved.
  • the additive include phosphorus-based thermal stabilizers; thermal stabilizers of hydroxylamines ; antioxidants such as hindered phenols; light stabilizers such as hindered amines; ultraviolet absorbing agents such as benzotriazoles, triazines, benzophenones , and benzoates; plasticizers such as phosphates, phthalates, citrates, and polyesters; release agents such as silicones; flame retardants such as phosphates and melamines;
  • antistatic agents such as fatty ester-based surfactants
  • organic coloring agents such as organic coloring agents; and impact modifiers. These additives may be used alone or in combination.
  • the amount of a polycarbonate resin contained in a polycarbonate resin composition according to the present invention is, with respect to the total amount of the polycarbonate resin and the silica fine particles, more than 20 vol% and less than 60 vol%, preferably 40 vol% or more and less than 60 vol%.
  • Silica fine particles used in a polycarbonate resin composition according to the present invention may be prepared by a publicly known method as long as the silica fine particles satisfy desired properties.
  • Examples of the method include: a method in which a silica fine-particle powder is placed in high-temperature flame, melted to be liquidized, and then rapidly cooled; a method in which a silicon powder is placed in chemical flame formed with a burner in an oxygen-containing atmosphere so that explosion is caused to produce silica fine particles; and a method by a sol-gel process in which a silicon alkoxide is subjected to hydrolysis and polycondensation in the presence of a catalyst to produce silica fine particles.
  • Groups on the surfaces of silica fine particles used in the present invention may be selected from various groups in accordance with a desired value of a linear expansion coefficient or desired dispersibility of the silica fine particles. It is well known that inorganic fine particles are added to an organic resin material to decrease the linear expansion coefficient of the material. The inventor of the present invention has found that the amount of a decrease in the linear expansion coefficient varies depending on the type of groups exposed on the surfaces of the inorganic fine particles. This is probably because the influence of the interaction between a polycarbonate resin ⁇
  • silica fine particles or between silica fine particles, and the dispersion state and morphology of a polycarbonate resin and silica fine particles, vary depending on the type of groups exposed on the surfaces of the particles.
  • the groups exposed on the surfaces of silica fine particles may be publicly known groups.
  • groups include alkyl groups such as a methyl group, an ethyl group, a n-propyl group, an i-propyl group, a n-butyl group, an i-butyl group, a t-butyl group, a hexyl group, and a hexadecyl group; halogenated alkyl groups such as a
  • chloromethyl group a chloropropyl group, a fluoromethyl group, and a fluoropropyl group
  • a vinyl group a styryl group; an acrylic group; a methacrylic group; a glycidyl group; an epoxycyclohexyl group; an isocyanate group; an amino group; a ureide group; a mercapto group; a sulfide group; and a hydroxyl group such as a silanol group.
  • One or more groups may be selected from these groups.
  • Silica fine particles that have, as a group exposed on the surfaces thereof, at least one of a hexadecyl group, an amino group, and a silanol group have a lower linear expansion coefficient.
  • a method of modifying the surfaces of silica fine particles is not particularly limited and may be a publicly known method of surface modification using a silicon- .
  • This silicon-containing compound is at least one selected from the group consisting of chlorosilane, alkoxysilanes, silylamine, hydrosilane, and
  • the average particle size is a number-average particle size.
  • the particle sizes of the inorganic fine particles are determined from an electron micrograph taken by using a transmission electron microscope.
  • the silica fine is reduced and loss of the low linear expansion property may be caused. Accordingly, the silica fine
  • particles have an average primary particle size of 0.5 nm or more and 30 nm or less, preferably 1 nm or more and 20 nm or less.
  • polycarbonate resin and silica fine particles may be any polycarbonate resin and silica fine particles.
  • the polycarbonate resin is first dissolved in a solvent to prepare a polycarbonate resin solution.
  • the type of the solvent is not particularly limited as long as the
  • polycarbonate resin can be dissolved and mixed therein with the silica fine particles without causing phase separation.
  • the solvent include aprotic polar solvents such as tetrahydrofuran, dimethylformamide, dimethylacetamide, ethyl acetate, and butyl acetate; and nonpolar solvents such as toluene and xylene.
  • solvents having a low boiling point such as tetrahydrofuran and ethyl acetate are used in view of removal of the solvent performed after mixing of a polycarbonate resin and silica fine particles.
  • the mixing of the silica fine particles and the polycarbonate resin solution may be performed by mixing the silica fine particles directly with the polycarbonate resin solution, or by mixing a slurry of the silica fine particles (prepared in advance by mixing the silica fine particles with a solvent) with the polycarbonate resin solution.
  • the amount of the solvent is not limited and the solvent may be further added as long as the solvent can be ultimately removed.
  • the solvent may be a single solvent or a
  • the resultant mixed solution can be made uniform with a dispersion apparatus selected from various publicly known apparatuses such as a homogenizer, an ultrasonic treatment apparatus, a roll mill, a ball mill, a vibration ball mill, a bead mill, an attritor, a disc mill, a sand mill, a colloid mill, a jet mill, and a paint shaker.
  • a dispersion apparatus selected from various publicly known apparatuses such as a homogenizer, an ultrasonic treatment apparatus, a roll mill, a ball mill, a vibration ball mill, a bead mill, an attritor, a disc mill, a sand mill, a colloid mill, a jet mill, and a paint shaker.
  • the removal of the solvent from the mixed solution of the silica fine particles and the polycarbonate resin can be performed by appropriately adjusting the temperature and the degree of pressure reduction by heating and pressure reduction.
  • the remaining solvent can cause a poor linear expansion coefficient or disadvantages at the time of
  • the amount of the remaining solvent is minimized.
  • the solvent is removed such that the content of the remaining solvent with respect to the total mass becomes 0.5% or less, preferably 0.1% or less, still more preferably 0.01%.
  • polycarbonate resin and the silica fine particles is 40 vol% or more and 80 vol% or less, preferably 40 vol% or more and 60 vol% or less.
  • the content of the silica fine particles denotes a value determined in the following manner: the formed article is heated to 800 °C with a thermogravimetric analysis (TGA) system, the amount of the residue in percent by weight is measured; and this amount is converted into a value in terms of volume.
  • TGA thermogravimetric analysis
  • a formed article according to the present invention is produced by forming a polycarbonate resin composition, wherein the polycarbonate resin composition contains a polycarbonate resin and silica fine particles having an average primary particle size of 0.5 nm or more and 30 nm or less; and, in the polycarbonate resin composition, the content of the silica fine particles with respect to the total amount of the polycarbonate resin and the silica fine particles is 40 vol% or more and 80 vol% or less.
  • a formed article according to the present invention is produced by forming a polycarbonate resin composition into a desired shape by, for example, injection molding or heat-press forming in which the composition is pressed under heating.
  • a polycarbonate resin composition into a desired shape by, for example, injection molding or heat-press forming in which the composition is pressed under heating.
  • the temperature at the time of the forming can be in the range of 150 °C to 300°C.
  • the forming pressure is not particularly limited, but it can be 50 MPa or more to achieve the transfer of the shape .
  • a formed article according to the present invention has, in a range of 20°C to 60°C, a linear expansion
  • a formed article according to the present invention preferably has, in a range of 20°C to 60°C, a linear expansion coefficient of -100 x 10 ⁇ 6 /°C or more and 20 x 10 "6 /°C or less, more preferably -100 x 10 "6 /°C or more and 0/°C or less.
  • a formed article according to the present invention can have, in a range of 20°C to 60°C, a linear expansion coefficient that is a negative value.
  • a polycarbonate resin (Panlite AD5503 [product name], manufactured by Teijin Chemicals Ltd.) was added in a proportion of 5 wt% to a tetrahydrofuran solvent.
  • the polycarbonate resin was dissolved in the solvent by an ultrasonic treatment at room temperature to prepare a polycarbonate resin-tetrahydrofuran solution.
  • AEROSIL RA200H [product name] , average primary particle size: 12 nm; fine-particle surface group: amino group;
  • the resultant solution was sufficiently mixed by an ultrasonic treatment.
  • This composition was formed by heat-pressing.
  • Novec-EGC1720 [product name] (manufactured by Sumitomo 3M Limited) serving as a release agent was dropped on a surface of a mold for press forming having a diameter of 15 mm and sufficiently wiped off.
  • This mold for press forming was charged with the polycarbonate resin composition. The mold was placed in a heat-pressing machine and heated to 250°C.
  • the mold was pressed under a load of 110 MPa; while the mold was slowly cooled to 100°C, the load was allowed to decrease naturally; at 100°C, the load was completely removed and the composition was released from the mold to provide a coin-shaped formed article .
  • a polycarbonate resin composition was produced under the same conditions as in Example 1 except that the amount of the silica fine particles added in Example 1 was changed to 0.9 g.
  • composition was formed and evaluated under the same
  • a polycarbonate resin composition was produced under the same conditions as in Example 1 except that the amount of the silica fine particles added in Example 1 was changed to 0.3 g.
  • the resultant polycarbonate resin composition was formed and evaluated under the same conditions as in Example 1.
  • a polycarbonate resin composition was produced under the same conditions as in Example 1 except that the amount of the silica fine particles added in Example 1 was changed to 1.5 g.
  • the resultant polycarbonate resin composition was formed and evaluated under the same conditions as in Example 1.
  • the resultant formed article had many cracks and were brittle. Accordingly, it was impossible to measure the linear expansion coefficient.
  • a polycarbonate resin composition was produced under the same conditions as in Example 1 except that the silica fine particles in Example 1 were changed to AEROSIL R816 [product name] (average primary particle size: 12 nm; fine-particle surface group: hexadecyl group; manufactured by NIPPON AEROSIL CO., LTD.) and the amount of the silica fine particles added was changed to 0.8 g.
  • the resultant polycarbonate resin composition was formed and evaluated under the same conditions as in Example 1.
  • Example 4
  • a polycarbonate resin composition was produced under the same conditions as in Example 3 except that the amount of the silica fine particles added in Example 3 was changed to 1.1 g.
  • the resultant polycarbonate resin composition was formed and evaluated under the same conditions as in Example 3.
  • a polycarbonate resin composition was produced under the same conditions as in Example 1 except that the silica fine particles in Example 1 were changed to AEROSIL 200 [product name] (average primary particle size: 12 nm; fine-particle surface group: silanol group; manufactured by NIPPON AEROSIL CO., LTD.) and the amount of the silica fine particles added was changed to 0.8 g.
  • the resultant polycarbonate resin composition was formed and evaluated under the same conditions as in Example 1.
  • a polycarbonate resin composition was produced under the same conditions as in Example 5 except that the silica fine particles in Example 5 were changed to AEROSIL OX50 [product name] (average primary particle size: 40 nm; fine-particle surface group: silanol group; manufactured by NIPPON AEROSIL CO., LTD.).
  • the resultant polycarbonate resin composition was formed and evaluated under the same conditions as in Example 1.
  • Each formed article was subjected to a three-cycle temperature load in a range of 0°C to 80 °C with a TMA (TMA Q400 [product name], manufactured by TA Instruments) and a linear expansion coefficient in the thickness direction in a range of 20°C to 60°C was calculated. The displacement was measured with an expansion probe.
  • TMA TMA Q400 [product name], manufactured by TA Instruments
  • the content of the silica fine particles denotes a value determined in the following manner: a formed article is heated to 800°C with a thermogravimetric analysis (TGA) system, the amount of the residue in percent by weight is measured; and this amount is converted into a value in terms of volume.
  • the content of the silica fine particles was measured with a TGA (TGA Q500 [product name] , manufactured by TA Instruments) .
  • TGA Q500 product name
  • polycarbonate resin used was 1.20 and the specific gravity of the silica fine particles used was 2.00.
  • specific gravity of the silica fine particles used was 2.00.
  • each formed article was cut into a suitable size.
  • a polycarbonate resin composition contains silica fine particles having an average primary particle size of 0.5 nm or more and 30 nm or less in a
  • the formed article of the polycarbonate resin composition has a linear expansion coefficient of 20 x 10 ⁇ 6 /°C or less in a range of 20°C to 60°C.
  • a formed article according to the present invention produced by forming a polycarbonate resin composition has a very low linear expansion coefficient of 20 x 1CT 6 /°C or less in a range of 20°C to 60°C and hence can be used as low- expansion members and temperature-compensation members that are used for optical fibers and precision optical devices such as lenses and mirrors.

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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)
  • Casting Or Compression Moulding Of Plastics Or The Like (AREA)

Abstract

La présente invention a pour objet un article mis en forme produit par la formation d'une composition de résine polycarbonate, la composition de résine polycarbonate contenant une résine polycarbonate et de fines particules de silice ayant une taille de particule primaire moyenne de 0,5 nm ou plus et de 30 nm ou moins ; dans la composition de résine polycarbonate, une teneur des fines particules de silice par rapport à une quantité totale de la résine polycarbonate et des fines particules de silice étant de 40 % en volume ou plus et de 80 % en volume ou moins ; et l'article mis en forme possédant, dans une gamme allant de 20 °C à 60 °C, un coefficient d'expansion linéaire qui est de 20 x 10-6/°C ou moins et peut être une valeur négative.
PCT/JP2012/062731 2011-06-15 2012-05-11 Composition de résine polycarbonate et article mis en forme Ceased WO2012172918A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2011133501 2011-06-15
JP2011-133501 2011-06-15

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WO2012172918A1 true WO2012172918A1 (fr) 2012-12-20

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US12479972B2 (en) 2019-07-23 2025-11-25 Institute Of Science Tokyo Resin composition and resin molded body thereof

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003335870A (ja) * 2002-05-22 2003-11-28 Idemitsu Petrochem Co Ltd 光学部品
WO2006051699A1 (fr) * 2004-11-10 2006-05-18 Konica Minolta Opto, Inc. Composition de résine et dispositif optique utilisant cette composition
JP2006299126A (ja) * 2005-04-21 2006-11-02 Nissan Motor Co Ltd ナノフィラーの表面改質方法、ポリマーナノコンポジット及びポリマーナノコンポジットの製造方法
JP2009067823A (ja) * 2007-09-10 2009-04-02 Sumitomo Electric Ind Ltd 樹脂組成物、鏡筒、レンズユニット、撮像装置

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005325349A (ja) * 2004-04-16 2005-11-24 Konica Minolta Opto Inc 熱可塑性樹脂材料及びそれを用いた光学素子
JP2006057081A (ja) * 2004-07-23 2006-03-02 Nissan Motor Co Ltd 芳香族ポリカーボネート樹脂組成物および芳香族ポリカーボネート樹脂組成物の製造方法

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003335870A (ja) * 2002-05-22 2003-11-28 Idemitsu Petrochem Co Ltd 光学部品
WO2006051699A1 (fr) * 2004-11-10 2006-05-18 Konica Minolta Opto, Inc. Composition de résine et dispositif optique utilisant cette composition
JP2006299126A (ja) * 2005-04-21 2006-11-02 Nissan Motor Co Ltd ナノフィラーの表面改質方法、ポリマーナノコンポジット及びポリマーナノコンポジットの製造方法
JP2009067823A (ja) * 2007-09-10 2009-04-02 Sumitomo Electric Ind Ltd 樹脂組成物、鏡筒、レンズユニット、撮像装置

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US12479972B2 (en) 2019-07-23 2025-11-25 Institute Of Science Tokyo Resin composition and resin molded body thereof

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JP2013018975A (ja) 2013-01-31
JP6080392B2 (ja) 2017-02-15

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