WO2004085538A1 - 樹脂組成物及び透明成形体 - Google Patents
樹脂組成物及び透明成形体 Download PDFInfo
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- WO2004085538A1 WO2004085538A1 PCT/JP2004/004146 JP2004004146W WO2004085538A1 WO 2004085538 A1 WO2004085538 A1 WO 2004085538A1 JP 2004004146 W JP2004004146 W JP 2004004146W WO 2004085538 A1 WO2004085538 A1 WO 2004085538A1
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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
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/04—Homopolymers or copolymers of ethene
- C08L23/08—Copolymers of ethene
- C08L23/0807—Copolymers of ethene with unsaturated hydrocarbons only containing more than three carbon atoms
- C08L23/0815—Copolymers of ethene with aliphatic 1-olefins
- C08L23/0823—Copolymers of ethene with aliphatic cyclic olefins
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3477—Six-membered rings
- C08K5/3492—Triazines
- C08K5/34926—Triazines also containing heterocyclic groups other than triazine groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L101/00—Compositions of unspecified macromolecular compounds
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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
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/02—Homopolymers or copolymers of hydrocarbons
- C08L25/04—Homopolymers or copolymers of styrene
- C08L25/08—Copolymers of styrene
- C08L25/10—Copolymers of styrene with conjugated dienes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L53/02—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers of vinyl-aromatic monomers and conjugated dienes
- C08L53/025—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers of vinyl-aromatic monomers and conjugated dienes modified
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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
- C08L79/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen or carbon only, not provided for in groups C08L61/00 - C08L77/00
- C08L79/04—Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/12—All metal or with adjacent metals
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
Definitions
- the present invention relates to a resin composition and a transparent molded article, and more particularly, to a resin composition containing an alicyclic structure-containing polymer and a hindered amine compound, and a transparent composition which maintains good transparency against blue laser irradiation. Related to molded articles.
- an organic dye-based optical recording medium capable of high-density recording and reproduction using a red semiconductor laser has been put to practical use as an optical recording medium.
- Such an optical recording medium usually has at least a recording layer and a metal reflection layer laminated on the surface of a resin substrate that is transparent to laser light.
- an alicyclic structure-containing polymer As one of the resins having excellent transparency, an alicyclic structure-containing polymer is known.
- This polymer having an alicyclic structure is used not only for optical recording media but also for manufacturing optical components such as optical lenses, prisms, and light guide plates.
- the transparency required of optical components is increasing year by year, and furthermore, environmental stability is required to maintain transparency even under adverse conditions such as high temperature, high humidity and light irradiation.
- a technique has been proposed in which a light stabilizer such as a phosphorus-containing compound, a hindered amine compound, or a hindered phenol compound is added to an alicyclic structure-containing polymer (see Patent Documents 1 to 3).
- the present inventor produced a transparent molded article using a resin composition obtained by blending the light stabilizer described in Patent Documents 1 to 3 with an alicyclic structure-containing polymer.
- a large amount of short-wavelength light such as a blue laser with a wavelength of 350 nm to 530 nm
- abrasion floating on the surface of the formed body
- the molded product might become clouded.
- Patent Literature 1 Japanese Patent Application Laid-Open No. Hei 7-2 16 16 52
- Patent Document 2 JP-A-9-126868
- Patent Document 3 Japanese Patent Application Laid-Open No. 2001-1 39 7 56
- An object of the present invention is to provide a wavelength of 350 ⁇ !
- the present inventor has found that if a hindered amine compound having a specific light transmittance and molecular weight is used, stable transparency can be maintained with respect to short-wavelength light irradiation such as a blue laser. Was completed.
- a resin composition containing an alicyclic structure-containing polymer and a hindered amine compound containing an alicyclic structure-containing polymer and a hindered amine compound
- the above-mentioned hindered amine compound is: (1) a 5% by weight of a formaldehyde solution having a mouth opening having a light transmittance of at least 90% at 400 nm measured with a 10 mm optical path cell, and (2) a molecular weight of at least 1,500. Is provided.
- the hinderdamine compound is a polymer.
- the polymer is poly [ ⁇ 6- (1,1,3,3-tetramethylbutane). Tyl) amino-1,3,5-triazine-1,4-diyl ⁇ ⁇ (2,2,6,6-tetramethyl-1-piperidyl) imino) hexamethylene ⁇ (2,2,6,6-tetramethyl-4-piperidyl) Imino ⁇ ].
- the content of the hinderdamine compound is 0.01 to 1.5 parts by weight based on 100 parts by weight of the alicyclic structure-containing polymer.
- it contains another polymer component having a metal content of 50 ppm or less, and the content of the other polymer component is 0.05 to 70 parts by weight based on 100 parts by weight of the alicyclic structure-containing polymer. Parts by weight.
- a transparent molded body comprising the resin composition described above.
- the transparent molded article according to the present invention is preferably used for an apparatus using a blue laser.
- the resin composition according to the present invention contains an alicyclic structure-containing polymer and a hinderdamine compound.
- the alicyclic structure-containing polymer used in the present invention has an alicyclic structure in the main chain and / or side chain, and contains an alicyclic structure in the main chain from the viewpoint of mechanical strength and heat resistance. Are preferred.
- Examples of the alicyclic structure of the polymer include a saturated cyclic hydrocarbon (cycloalkane) structure and an unsaturated cyclic hydrocarbon (cycloalkene) structure.
- the number of carbon atoms constituting the alicyclic structure is not particularly limited, but is usually in the range of 4 to 30, preferably 5 to 20, and more preferably 5 to 15. Within this range, the properties of mechanical strength, heat resistance and moldability are highly balanced and suitable.
- the proportion of the repeating unit having an alicyclic structure in the alicyclic structure-containing polymer depends on the use It may be appropriately selected depending on the conditions, but is preferably 50% by weight or more, and more preferably 70% by weight. /.
- the content is particularly preferably 90% by weight or more.
- the balance other than the repeating unit having an alicyclic structure in the alicyclic structure-containing polymer is appropriately selected depending on the purpose of use.
- Examples of the alicyclic structure-containing polymer include a norbornene-based polymer, a monocyclic cycloalkene-based polymer, and a Bürsik-opened alkyne-based polymer.
- Norbornene-based polymers are polymers obtained by addition (co) polymerization or ring-opening (co) polymerization of norbornene-based monomers and hydrogenation of their unsaturated bond portions as necessary. It is.
- Monocyclic cycloalkene polymers are obtained by addition (co) polymerization of monocyclic cycloalkene monomers or alicyclic conjugated diene monomers, and hydrogenation of their unsaturated bond parts as necessary. It is a polymer obtained by the method.
- the vinyl-cycloalkali-based polymer is a polymer of bulk-cycloalkane; a polymer of bulk-cycloalkene or a copolymer of a bulk-cycloalkane or another monomer copolymerizable with biercycloalkene.
- ring-opening (co) polymers of norpoleneene monomers and hydrides thereof are preferred.
- the norponene-based monomer the monocyclic cycloalkene, the alicyclic conjugated gen, and the bulcycloalkene may be referred to as an “alicyclic structure-containing monomer”.
- Examples of the alicyclic structure-containing monomer include a norbornene-based monomer, a monocyclic cycloalkene, an alicyclic conjugated diene, and a vinyl alicyclic hydrocarbon.
- Examples of the monocyclic cycloalkene include cyclobutene, cyclopentene, cyclohexene, 3,4-dimethylcyclopentene, and the like.
- Examples of the alicyclic conjugated diene include cyclopentadiene and cyclohexadiene.
- Examples of the bur aliphatic hydrocarbon include vinyl cycloalkene and bul cycloalkane.
- vinylcycloalkene examples include vinylcyclopentesi, 2-methyl-14-vinylcyclopentene, and vinylcyclohexene.
- Examples of the vinylcycloalkane include burcyclopentane, 2-methyl-14-vinylcyclopentane, vinylcyclohexane, and bulcyclooctane.
- Styrene ⁇ -methylstyrene, dibierbenes Zen, burnaphthalene, vinyltoluene and the like.
- the alicyclic structure-containing monomer and the aromatic vinyl compound are each independently, or
- Two or more types can be used in combination.
- the alicyclic structure-containing polymer used in the present invention can be copolymerized with the alicyclic structure-containing monomer or the aromatic vinyl compound and the alicyclic structure-containing monomer or the aromatic vinyl compound. It may be obtained by copolymerizing with other monomers.
- monomers copolymerizable with the alicyclic structure-containing monomer or the aromatic butyl compound include ethylene, propylene, 1-butene, 11-pentene, 1-hexene 3-methynole-1-butene, Chain olefins such as 3-methyl-1-pentene; non-conjugated gens such as 14-hexadiene, 4-methinole 1,4-hexadiene, 5-methyl-1,4-hexadiene, and 1,7-taqadiene And the like. These monomers can be used alone or in combination of two or more.
- the alicyclic structure-containing polymer used in the present invention may contain a polar group.
- the polar group include a hydroxyl group, a carboxyl group, an alkoxyl group, an epoxy group, a glycidyl group, an oxycarbonyl group, a carbonyl group, an amide group, an ester group, and an acid anhydride group.
- the method of polymerizing the alicyclic structure-containing polymer and the method of hydrogenation performed as necessary are not particularly limited, and can be performed according to a known method.
- ring-opening polymerization catalysts such as ruthenium, palladium, osmium, platinum and other metal halides, nitrates or acetylacetone compounds, and a reducing agent are used.
- a catalyst consisting of a metal halide such as titanium, vanadium, zirconium, tungsten, molybdenum or an acetylaceton compound and an organoaluminum compound as a co-catalyst. ° C ⁇ 100 ° C, pressure 0 ⁇ 5MPa. [0 0 2 7]
- the addition polymerization of a norbornene-based monomer and a monocyclic cycloalkene, or addition copolymerization with a monomer copolymerizable therewith can be performed, for example, by converting a monomer component to titanium, zirconium, or panadmium.
- a catalyst comprising a compound and an organic aluminum compound as a cocatalyst
- the reaction is usually carried out at a temperature of 50 to 100 ° C and a pressure of 0 to 5 MPa.
- the polymerization reaction of the aromatic bur compound, bulcycloalkene or bulcycloalkane may be any of known methods such as radical polymerization, anion polymerization, and cationic polymerization, but the molecular weight of the polymer is reduced in the cationic polymerization, Vapor polymerization is preferred because the molecular weight distribution tends to be wide and the mechanical strength of the molded article tends to decrease.
- any of suspension polymerization, solution polymerization, and bulk polymerization may be used.
- preferred are vinyl aromatic compound homopolymers and water-tin hydrates of random and block copolymers containing 50% by weight or more of aromatic vinyl compound units.
- the hydrogenated styrene homopolymer may be any of isotactic, syndiotactic and atactic.
- Anionic polymerization of aromatic butyl compounds, biercycloalkenes, or biercycloalkanes involves using an organic metal such as n-butyllithium or 1,4-dilithiobutane as a polymerization catalyst in an organic solvent.
- organic metal such as n-butyllithium or 1,4-dilithiobutane
- Lewis bases such as dibutyl ether and triethylamine are added to obtain a polymer with a narrow molecular weight distribution for the purpose of securing mechanical strength and heat resistance.
- the organic solvent is preferably a hydrocarbon-based solvent, for example, aliphatic hydrocarbons such as n-1 °, butane, n-1xan, and isooctane; alicyclic hydrocarbons such as cyclopentane and cyclohexane; benzene And aromatic hydrocarbons such as toluene; ethers such as tetrahydrofuran and dioxane.
- the amount of the organic solvent used is such that the monomer concentration is usually 1 to 40% by weight, preferably 10 to 30% by weight.
- the anion polymerization reaction is usually carried out at 170 to 150 ° C., preferably at 150 to 120 ° C., The reaction is usually performed for 0.01 to 20 hours, preferably for 0.1 to 10 hours.
- the polymerization of the alicyclic conjugated diene can be carried out by a known method described in, for example, JP-A No. 6-136057 and JP-A No. 5-258318.
- the polymerization conversion of the alicyclic structure-containing polymer is usually 95% by weight or more, preferably 97% by weight or more, more preferably 99% by weight or more. By increasing the polymerization conversion, a molded article with a small amount of released organic substances can be obtained.
- the carbon-carbon unsaturated bond in the ring, main chain and side chain is hydrogenated, so that the amount of organic substances released from the obtained molded product is reduced.
- the ratio of the number of carbon-carbon double bonds to the total number of carbon-carbon bonds in the hydrogenated alicyclic structure-containing polymer is usually 0.15% by weight or less, preferably 0.07% by weight or less, More preferably 0.02 weight. /. It is as follows. The smaller the ratio of double bonds, the smaller the amount of released organic substances and the more the molded article can be obtained.
- reaction temperature In the hydrogenation reaction, the reaction temperature, hydrogen partial pressure, reaction time, and reaction solution concentration are appropriately set to optimal ranges depending on the type of the polymer to be hydrogenated.
- a hydrogenation catalyst In the hydrogenation reaction, a hydrogenation catalyst is used in an amount of 0.01 to 50 parts by weight per 100 parts by weight of the polymer, and the reaction temperature is 2
- the reaction is carried out at a temperature of 5 to 300 ° C. and a hydrogen partial pressure of 0.5 to 10 MPa for a reaction time of 0.5 to 20 hours.
- the hydrogenation catalyst for example, a homogeneous catalyst obtained by combining a metal compound such as nickel and cobalt with an organic aluminum / organic lithium is preferable. If necessary, use a carrier such as activated carbon, diatomaceous earth, and magnesia.
- the amount of the hydrogenation catalyst used is such that the catalyst component is usually in the range of 0.003 to 50 parts by weight per 100 parts by weight of the polymer to be hydrogenated.
- the hydrogenated polymer having an alicyclic structure is obtained by filtering the hydrogenation reaction solution to obtain a hydrogenation catalyst.
- the solvent is recovered by removing the solvent and the like from the solution obtained by filtering the medium. Examples of the method for removing the solvent and the like include a coagulation method and a direct drying method.
- the coagulation method is a method of precipitating a polymer by mixing a polymer solution with a poor solvent for the polymer.
- the poor solvent include alcohols such as ethyl alcohol, n-propyl alcohol and isopropyl alcohol. And ketones such as acetone or methyl ethyl ketone; and polar solvents such as esters such as ethyl acetate or butyl acetate.
- the lumpy polymer (crum) is dried by heating to remove the solvent.
- the direct drying method is a method in which a polymer solution is heated under reduced pressure to remove a solvent.
- This method can be performed using a known device such as a centrifugal thin film continuous evaporator, a surface heat exchange type continuous reactor dryer, or a high-viscosity reactor.
- the degree of vacuum and temperature can be appropriately selected depending on the device.
- the content of volatile components in the polymer is preferably set to 0.5% by weight or less.
- the volatile component content was measured at a temperature of 30 ° C. to 350 ° C. using a differential thermogravimeter (“TGZD TA200J” manufactured by Seiko Instruments Inc.) at 10 ° C./° C. /
- the amount of components that evaporate when heated in minutes The method of reducing the volatile components is not particularly limited, but for example, the above-described coagulation method or direct drying method may simultaneously release the solvent from the polymer solution with other water and water.
- a method such as a steam stripping method, a reduced pressure stripping method, a nitrogen stripping method, etc. may be mentioned, and a coagulation method and a direct drying method are preferable because of high productivity.
- the alicyclic structure-containing polymer is dried by heating under reduced pressure to obtain a molded product having a smaller amount of released water and a smaller amount of released organic substances.
- the pressure during drying is usually 10 kPa or less, preferably 3 kPa or less, and the heating temperature is usually 260 ° C or more, preferably 280 ° C or more.
- the alicyclic structure-containing polymer used in the present invention has a glass transition temperature (hereinafter sometimes referred to as Tg.
- Tg glass transition temperature
- a block copolymer having two or more Tg indicates a higher value.
- it is usually from 60 to 200 ° C, preferably from 70 to 180 ° C, particularly preferably from 90 to 160 ° C. If T g is too low, heat resistance tends to decrease. If T g is too high, processability tends to be poor.
- T g is a value measured using a differential scanning calorimeter.
- the molecular weight of the alicyclic structure-containing polymer is not particularly limited, but when the polymer used in the present invention is a block copolymer, the weight average molecular weight (M w) force of the block copolymer is 50,000 to 300,000. , 000, preferably 55,000 to 200,000, particularly preferably 60,000 to 150,000. When it is a random copolymer or a homopolymer, the weight average molecular weight (Mw) is usually 5,000 to 500,000, preferably 10,000 to 200,000. If the Mw is too small, the mechanical strength will be insufficient, and if it is too large, the molding time will be long and the polymer will be thermally decomposed, and the amount of organic substances released will tend to increase.
- the alicyclic structure-containing polymer has a molecular weight distribution represented by the ratio (lVlw / Mn) of the weight average molecular weight (Mw) to the number average molecular weight (Mn), which is usually 2.0 or less, preferably It is 1.5 or less, more preferably 1.2 or less.
- Mw / Mn is in this range, mechanical strength and heat resistance are highly balanced.
- a specific hindered amine compound is used.
- Such a hindered amine compound has the following characteristics.
- (1) The light transmittance of a 5% by weight solution of formaldehyde at 400 nm measured by a 10 mm optical path cell (hereinafter simply referred to as light transmittance) is 90%. % Or more, and (2) a molecular weight of 1500 or more, preferably 1,500 to: 10,000. More preferably 1,500 to 5,000.
- the molecular weight means a number average molecular weight measured by a gel permeation / chromatography method using tetrahydrofuran as a solvent.
- the preferred hindered amine compound used in the present invention is a compound containing a plurality of piperidines each having a substituent bonded to each of two carbon atoms adjacent to the nitrogen atom, particularly preferably adjacent to the nitrogen atom.
- a substituent bonded to the carbon atom an alkyl group such as a methyl group and an ethyl group is preferable, and a group having a methyl group bonded to each of both carbon atoms is most preferable.
- hindered amine compounds include N, ⁇ ,, N,,, N ', ,, —tetrakis (4,6-bis (butyl- (N-methyl-1,2,2,6,6-tetramethylpiperidine) 4-yl) amino-triazine-1-2-yl-1-4,7-diazane-1 1,10-amine, dibutylamine and 1,3,5-triazine and N, N'-bis (2,2,2) Polycondensate with 6,6-tetramethyl-4-piperidyl) butynoleamine, poly [ ⁇ 6- (1,1,3,3-tetramethylbutyl) amino-1,3,5-triazine-1, 4-diyl ⁇ ⁇ (2,2,6,6-tetramethyl-4-piperidyl) imino ⁇ hexamethylene ⁇ (2,2,6,6-tetramethyl-1-piperidyl) imino ⁇ ], 1,6-hexanediamine N , N'-Bis (2,2,6,6
- a particularly preferred hinderdamine compound is poly [ ⁇ 6- (1,1,3,3-tetramethylbutyl) amino-1,3,5-triazine-1,2,4-diyl ⁇ ⁇ (2, 2,6,6-tetramethyl-1-piperidyl) imino) hexamethylene ⁇ (2,2,6,6-tetramethyl-4-piperidyl) imino ⁇ ].
- hindered amine compounds are represented by the same chemical formula or name, they may have different light transmittances, and polymers may have different number average molecular weights.
- To increase the light transmittance it is necessary to increase the purity.
- To increase the number average molecular weight it is necessary to adjust the catalyst, the reaction temperature, and the reaction time.
- the amount of the hindered amine compound in the resin composition of the present invention is usually 0.01 to 1.5 parts by weight, preferably 0.03 to 1.0 part by weight, based on 100 parts by weight of the alicyclic structure-containing polymer. More preferably, it is 0.05 to 0.5 part by weight. If the amount of the hinderdamine compound is not within this range, a sufficient effect cannot be obtained.
- the resin composition of the present invention preferably contains another polymer component.
- SEBS styrene-ethylene-ethylene-butylene-styrene block copolymer
- SEPS distalrene-ethylene-propylene-styrene block copolymer
- Such other polymer components preferably have a metal content of 50 ppm or less, particularly preferably 30 ppm or less.
- the content of the other polymer component is usually from 0.05 to 70 parts by weight, preferably from 0.1 to 50 parts by weight, based on 100 parts by weight of the alicyclic structure-containing polymer. .
- the resin composition of the present invention contains glass fiber, carbon fiber, metal fiber, metal flake, glass beads, wollastonite, rock filler, calcium carbonate, talc, silica, silica, Filling materials such as glass flakes, mill fiber, kaolin, barium sulfate, graphite, molybdenum disulfide, magnesium oxide, zinc oxide whiskers, potassium titanate whiskers, or a mixture of two or more fillers Can be.
- the resin composition of the present invention may contain other known antioxidants, flame retardants, antibacterial agents, wood flour, coupling agents, plasticizers, coloring agents, lubricants, silicone oils, as long as the original purpose is not impaired. Additives such as a foaming agent, a surfactant, and a release agent may be added.
- the resin composition of the present invention includes, for example, lenses such as pickup lenses, video camera lenses, telescope lenses, f ⁇ lenses for laser beams, and optical discs such as optical video discs, audio discs, document file discs, and memory discs.
- optical materials such as disks, optical films such as OHP films, photointerrupters, photocouplers, encapsulating materials for optical semiconductors such as LED lamps, encapsulating materials for IC memory such as IC cards; retardation plates for liquid crystal display It is suitable for forming light diffusion plates, light guide plates, protective films for polarizing plates, light-collecting sheets, and the like.
- lenses such as pick-up lens, laser beam f / lens, optical video disk, memory disk It is suitable for forming a molded article used in an apparatus using a blue laser such as an optical disc.
- the resin composition of the present invention includes, for example, a method of obtaining a pellet-shaped resin composition by kneading at least an alicyclic structure-containing polymer and a hindered amine compound; at least an alicyclic structure-containing polymer and a hindered amine
- the compound can be produced in a suitable solvent by removing the solvent to obtain a resin composition.
- kneading for example, a melt kneading machine such as a single screw extruder, a twin screw extruder, a Banbury mixer, a Nider and a feeder Dader can be used.
- the kneading temperature is preferably from 200 to 4 ° C., more preferably from 240 to 350 ° C.
- each component may be kneaded all at once or may be kneaded while adding it in several portions.
- the transparent molded article according to the present invention comprises the above-described resin composition of the present invention.
- the transparent molded article can be produced from the resin composition of the present invention by using a known molding method, for example, an injection molding method, a compression molding method, an extrusion molding method, or the like.
- the shape of the molded body can be appropriately selected according to the application.
- An antireflection layer and a hard coat layer may be formed on the surface of the transparent molded article of the present invention.
- a high-refractive-index layer is a layer having a refractive index of 1.8 or more measured using a light beam in a wavelength range of 300 to 160 nm
- a low-refractive-index layer is a wavelength of 300. It refers to a layer having a refractive index of 1.7 or less as measured using a light beam in the region of ⁇ 160 nm.
- High refractive index materials forming the high refractive index layer include ITO (indium tin oxide) and acid.
- ITO indium tin oxide
- acid examples include tantalum oxide, titanium oxide, indium oxide, zirconium oxide, niobium oxide, hafnium oxide, cerium oxide, ATO (antimony tin oxide), tin oxide, and zinc oxide.
- tantalum oxide, titanium oxide, indium oxide, zirconium oxide, niobium oxide, hafnium oxide, cerium oxide, ATO (antimony tin oxide), tin oxide, and zinc oxide One of these may be used alone, or two or more may be used in combination.
- Examples of the low-refractive-index substance forming the low-refractive-index layer include magnesium fluoride, fluorinated calcium oxide, and silicon oxide. These may be used alone or in combination of two or more.
- a known method such as a vacuum evaporation method, a sputtering method, or an ion plating method can be used.
- Examples of the hard coat agent for forming the hard coat layer include an organic silicon compound such as a silane coupling agent, an acryl resin, a butyl resin, a melamine resin, an epoxy resin, a fluorine resin, and a silicone resin.
- an organic silicon compound such as a silane coupling agent, an acryl resin, a butyl resin, a melamine resin, an epoxy resin, a fluorine resin, and a silicone resin.
- thermosetting method As a means for forming the hard coat layer, known methods such as a thermosetting method and an ultraviolet curing method can be used.
- Examples of the transparent molded article of the present invention include lenses such as pickup lenses, video camera lenses, telescope lenses, laser beam f-lenses, and optical discs such as optical video discs, audio discs, document file discs, and memory discs.
- lenses such as pickup lenses, video camera lenses, telescope lenses, laser beam f-lenses, and optical discs such as optical video discs, audio discs, document file discs, and memory discs.
- optical materials such as disks, optical films such as O I-IP films, photo interrupters
- Opto-semiconductor encapsulants such as photocouplers and LED lamps, and IC memory encapsulation materials such as IC chips; retardation plates, light diffusion plates, light guide plates, polarizing plate protective films for liquid crystal display devices
- An optical sheet is exemplified.
- it is suitably used for an apparatus using a blue laser such as a lens such as a pickup lens or a laser beam f / lens; an optical disk such as an optical video disk and a memory disk.
- the alicyclic ring was filtered under a pressure of 0.25 MPa using a pressure filter (Funda filter, manufactured by Ishikawajima-Harima Heavy Industries, Ltd.) equipped with Radiolite # 800 as a filtration bed.
- a colorless and transparent solution containing the polymer having the formula structure was obtained.
- the polymer from which the solvent has been removed is continuously discharged from the concentration dryer in a molten state, extruded in a clean room of class 100, cooled with water, and treated with a pelletizer (OS P-2, manufactured by Nagata Seisakusho). The pellet was obtained by cutting.
- OS P-2 manufactured by Nagata Seisakusho
- the hydrogenation rate is almost 100% (non-hydrogenated aromatic vinyl monomer units)
- the amount of the non-hydrogenated aromatic vinyl monomer unit is 0.01% by mole or less based on the total amount of the hydrogenated aromatic vinyl monomer unit and the unhydrogenated conjugated gen monomer
- the amount of non-hydrogenated conjugated diene monomer unit is 0 mol% based on the sum of the monomer unit and the hydrogenated conjugated diene monomer unit), and the glass transition temperature (Tg) is 125 ° C. Was.
- the pellet was dissolved in tetralin filtered and purified through a filter having a pore size of 0.2 / zm to obtain a 1.5% solution, and the solution was analyzed using a light scattering type fine particle detector (manufactured by Rion, KS-58). The number of foreign substances having a particle size of 0.5 m or more in the solution was measured. The number of foreign substances was 2.1 ⁇ 10 3 pieces / g.
- the molded body was dissolved in tetrahydrofuran, and the molecular weight in terms of standard polystyrene was determined by gel permeation chromatography.
- the weight average molecular weight was 84,000, the weight average molecular weight (Mw) and the number average molecular weight (Mn) were 1.22. (Mw / Mn) was 0.04.
- a blue laser beam having a wavelength of 405 ⁇ 10 nm and 250 OmW / cm 2 was irradiated on the compact placed in a room at 60 ° C. for 72 hours.
- a blue laser beam of 405 ⁇ 10 nm, 20 OmW / cm 2 was irradiated on the compact placed in a room at 60 ° C for 240 hours. did.
- the molded body after the laser irradiation was irradiated with strong light from the side surface, and the presence or absence of white turbidity was visually observed.
- the solution was stirred into 0 parts by weight of isopropyl alcohol, and the precipitated modified product was collected and dried under reduced pressure of 1 torr or less for 24 hours to obtain a colorless polymer having an alicyclic structure.
- Example 2 an addition polymer of 1,4-methano-1,4,4a, 9a-tetrahydrofluorene and ethylene was used in place of the addition polymer of dodecene and ethylene (T g 142 ° C, 1, Pellet was obtained in the same manner as in Example 2 except that the molar ratio of 4-methano-1,4,4a, 9a-tetrahydrofluorene to ethylene was 3: 7).
- a molded body was obtained in the same manner as in Example 2, and the same evaluation as in Example 1 was performed. The results are shown in Table 1.
- Comparative Example 1 As a hinderdamine compound, poly [ ⁇ 6- (1,1,3,3-tetramethylbutyl) amino-1,3,5-triazine-2,4-diyl ⁇ ⁇ (2,2,6,6-tetramethyl-4-) piperidyl) Kisamechiren to imino ⁇ ⁇ (2, 2, 6, 6-tetramethyl -4 chromatography piperidyl) imino ⁇ ] (black port Holm 5 weight 0/0 solution path length 1 0 mm quartz cell by 400 nm light transmittance: 8 9.0%, molecular weight: about 2500) A pellet and a molded article were obtained in the same manner as in Example 2 except that 0.1 part was added, and the same evaluation as in Example 1 was performed. The results are shown in Table 1.
- A No white turbidity was observed even when intense light was irradiated from the side and observed.
- B Slightly cloudy under fluorescent light.
- the transparent molded article can be suitably used as a sealing agent for semiconductor encapsulation, optical semiconductor encapsulation, and the like, as an optical material such as an optical lens, an optical fiber, and an optical disk, particularly in the field of using a blue laser.
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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)
- Manufacture Of Macromolecular Shaped Articles (AREA)
Abstract
Description
Claims
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JP2005504093A JPWO2004085538A1 (ja) | 2003-03-26 | 2004-03-25 | 樹脂組成物及び透明成形体 |
US10/550,626 US20060199015A1 (en) | 2003-03-26 | 2004-03-25 | Resin composition and transparent shaped article |
EP04723342A EP1612245A4 (en) | 2003-03-26 | 2004-03-25 | RESIN COMPOSITION AND SAME TRANSPARENT ARTICLE COMPRISING SUCH A RESIN |
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US (1) | US20060199015A1 (ja) |
EP (1) | EP1612245A4 (ja) |
JP (1) | JPWO2004085538A1 (ja) |
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WO2007004605A1 (ja) | 2005-07-01 | 2007-01-11 | Zeon Corporation | 樹脂組成物 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
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JP2001072839A (ja) * | 1999-06-30 | 2001-03-21 | Jsr Corp | 耐候性樹脂組成物 |
WO2001092412A1 (fr) * | 2000-05-31 | 2001-12-06 | Zeon Corporation | Composition de resine |
JP2002071964A (ja) * | 2000-08-24 | 2002-03-12 | Nippon Zeon Co Ltd | 導光板 |
JP2003276047A (ja) * | 2002-03-20 | 2003-09-30 | Nippon Zeon Co Ltd | ビニル脂環式炭化水素重合体組成物の成形方法及び成形体 |
JP2004083813A (ja) * | 2002-08-28 | 2004-03-18 | Nippon Zeon Co Ltd | 樹脂組成物 |
-
2004
- 2004-03-25 JP JP2005504093A patent/JPWO2004085538A1/ja active Pending
- 2004-03-25 EP EP04723342A patent/EP1612245A4/en not_active Withdrawn
- 2004-03-25 US US10/550,626 patent/US20060199015A1/en not_active Abandoned
- 2004-03-25 CN CNA200480008299XA patent/CN1764697A/zh active Pending
- 2004-03-25 WO PCT/JP2004/004146 patent/WO2004085538A1/ja active Application Filing
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2001072839A (ja) * | 1999-06-30 | 2001-03-21 | Jsr Corp | 耐候性樹脂組成物 |
WO2001092412A1 (fr) * | 2000-05-31 | 2001-12-06 | Zeon Corporation | Composition de resine |
JP2002071964A (ja) * | 2000-08-24 | 2002-03-12 | Nippon Zeon Co Ltd | 導光板 |
JP2003276047A (ja) * | 2002-03-20 | 2003-09-30 | Nippon Zeon Co Ltd | ビニル脂環式炭化水素重合体組成物の成形方法及び成形体 |
JP2004083813A (ja) * | 2002-08-28 | 2004-03-18 | Nippon Zeon Co Ltd | 樹脂組成物 |
Non-Patent Citations (1)
Title |
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See also references of EP1612245A4 * |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007004605A1 (ja) | 2005-07-01 | 2007-01-11 | Zeon Corporation | 樹脂組成物 |
US20090118400A1 (en) * | 2005-07-01 | 2009-05-07 | Zeon Corporation | Resin composition |
JP5115197B2 (ja) * | 2005-07-01 | 2013-01-09 | 日本ゼオン株式会社 | 樹脂組成物 |
Also Published As
Publication number | Publication date |
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JPWO2004085538A1 (ja) | 2006-06-29 |
EP1612245A1 (en) | 2006-01-04 |
EP1612245A4 (en) | 2007-11-28 |
CN1764697A (zh) | 2006-04-26 |
US20060199015A1 (en) | 2006-09-07 |
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