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WO2005073312A1 - Composition de resine et element optique - Google Patents

Composition de resine et element optique Download PDF

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Publication number
WO2005073312A1
WO2005073312A1 PCT/JP2005/001273 JP2005001273W WO2005073312A1 WO 2005073312 A1 WO2005073312 A1 WO 2005073312A1 JP 2005001273 W JP2005001273 W JP 2005001273W WO 2005073312 A1 WO2005073312 A1 WO 2005073312A1
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WO
WIPO (PCT)
Prior art keywords
resin
resin composition
compound
earth metal
rare earth
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/JP2005/001273
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English (en)
Japanese (ja)
Inventor
Tomomi Ujiie
Yutaka Kobayashi
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Kureha Corp
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Kureha Corp
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Filing date
Publication date
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Priority to JP2005517536A priority Critical patent/JP5087223B2/ja
Publication of WO2005073312A1 publication Critical patent/WO2005073312A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D129/00—Coating compositions based on 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 alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Coating compositions based on hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Coating compositions based on derivatives of such polymers
    • C09D129/14—Homopolymers or copolymers of acetals or ketals obtained by polymerisation of unsaturated acetals or ketals or by after-treatment of polymers of unsaturated alcohols
    • 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
    • C08K5/0091—Complexes with metal-heteroatom-bonds
    • 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
    • C08K5/49—Phosphorus-containing compounds
    • C08K5/51—Phosphorus bound to oxygen
    • C08K5/52—Phosphorus bound to oxygen only
    • C08K5/521—Esters of phosphoric acids, e.g. of H3PO4

Definitions

  • the present invention relates to a resin composition and an optical member using the same.
  • metal ions into a light-transmitting material such as glass or resin to impart specific optical characteristics to the light-transmitting material by the metal ions.
  • a metal ion a rare earth metal ion that absorbs light in a specific wavelength range and exhibits antiglare properties is known.
  • Examples of such a resin composition containing a rare-earth metal ion include a resin composition containing a rare-earth metal ion, a phosphoric acid ester-containing compound having a (meth) atalyloyl group or the like, and an acrylic resin. Things are known.
  • Examples of the optical member using the strong resin composition include, for example, an anti-glare spectacle lens, an anti-glare filter used for a television, a brightness adjustment filter of a lighting fixture, and a color tone correction filter (for example, see Patent See references 1 and 2.)
  • Patent Document 1 Japanese Patent Application Laid-Open No. 2000-247985
  • Patent Document 2 JP 2001-122923 A
  • a rare earth metal ion is added to the polybiacetal resin to prepare a resin composition for forming an interlayer film for laminated glass. And that the rare earth metal ions cannot be uniformly dissolved or dispersed in the resin. For this reason, there has not yet been provided a resin composition capable of using a polybulacetal resin as a resin component, and imparting an antiglare property and a light transmitting property to an optical member such as laminated glass.
  • the present invention has been made in view of the above problems, and it is possible to use a polyvinyl acetal resin as a resin component to impart excellent antiglare properties and sufficient translucency to an optical member.
  • An object is to provide a resin composition.
  • Another object of the present invention is to provide an optical member using the resin composition.
  • the inventors of the present invention have conducted intensive studies to achieve the above object, and as a result, the above object was achieved by combining a rare earth metal ion and a polyvinyl acetal resin with a specific phosphoric acid ester compound. The inventors have found that the present invention has been completed.
  • the resin composition of the present invention is characterized by containing a rare earth metal ion, an alkyl phosphate compound or an alkenyl phosphate compound, and a polybutylacetal resin.
  • the resin composition of the present invention may be characterized by containing a rare earth metal ion, an alkyl phosphate compound and a polybutylacetal resin.
  • the present invention excellent antiglare properties and sufficient translucency can be imparted to an optical member even with a resin composition using a polybulacetal resin as a resin component.
  • the reason that such excellent anti-glare properties can be imparted is mainly based on the fact that it contains a rare earth metal ion capable of absorbing light rays in a specific wavelength range with high efficiency. Are speculating.
  • the reason why the sufficient translucency can be imparted is mainly due to the fact that the rare earth metal ions can be uniformly dissolved or dispersed without aggregating in the polyvinyl alcohol resin. The present inventors speculate.
  • the rare earth metal ion becomes excellent in solubility and dispersibility in the polybutylacetal resin, but the rare earth metal ion and the phosphate group have an ionic bond. And / or formation of a coordination bond, and an increase in compatibility with the polybutylacetal resin based on the alkyl group of the phosphate bonded with the rare earth metal ion. Speculate. Furthermore, according to the present invention, excellent stability against light, that is, excellent light resistance can be obtained, and a decrease in light transmittance due to heating or long-term storage can be significantly suppressed. Become. As a result, the laminated glass obtained by using the resin composition of the present invention is excellent in light resistance, heat resistance and storage stability, and has extremely little deterioration even after long-term use.
  • the "polyvinyl acetal resin” in the present invention refers to a resin obtained by reacting an aldehyde with a polybutyl alcohol to form an acetal, a part of which is acetalized, and a part of which is acetalized. ) Is included.
  • Examples of such a polyvinyl acetal resin include a polyvinyl formal resin (vinylon) and a polyvinyl butyral resin.
  • the alkyl phosphate compound or the alkenyl phosphate compound is preferably a compound represented by the following general formula (la) and / or the following general formula (lb).
  • R 1 each independently represents an alkyl group having 418 carbon atoms or an olerecenyl group having 418 carbon atoms.
  • the alkyl phosphate compound is preferably an alkyl phosphate ester conjugate represented by the following general formula (la) and / or the following general formula (lb).
  • the present invention also provides an optical member characterized by using the above-described resin composition of the present invention.
  • the strong optical member is an optical member to which the above-described resin composition is applied to form an integral unit.
  • the optical member of the present invention can be excellent in absorption performance for light of a specific wavelength, that is, excellent in anti-glare properties, and can have high translucency. In addition to having excellent light resistance, the decrease in translucency due to heating or long-term storage is extremely small.
  • the optical member of the present invention is not limited to a component material of a building, and includes, for example, a member for taking in external light such as that used for a window of a moving vehicle, and more specifically,
  • a member for taking in external light such as that used for a window of a moving vehicle
  • canopies for aisles such as arcades, curtains, canopies for carports and garages
  • windows or wall materials for Sannore-me window materials for show windows and showcases
  • tents or their window materials blinds, fixed houses
  • Skylights and other window materials window materials for cars, ships, aircraft or trains (railroad) vehicles, coating materials for painted surfaces such as road signs, sunshade materials such as parasols, etc.
  • the resin composition is applied as a resin film, mixed with an adhesive resin composition, applied, or coated with a coating material.
  • a method of coating by mixing When a translucent material such as glass or plastic is used, a simple means can be used which is added to and mixed with the raw material during its preparation, molding or processing.
  • the present invention it is possible to provide a resin composition having excellent antiglare properties and sufficient translucency by using a polybutylacetal resin as a resin component. Further, by using the resin composition, it is possible to provide an optical member having excellent anti-glare properties and sufficient translucency.
  • FIG. 1 is a cross-sectional view schematically showing one example of an optical member according to the present invention.
  • FIG. 2 is a graph showing an example of a measurement result of haze of the optical member according to the example.
  • FIG. 3 is a graph showing an example of measurement results of spectral spectra of optical members according to Examples 13 and 13 and Comparative Example 1.
  • FIG. 4 is a graph showing an example of a measurement result of a spectral spectrum of the optical member according to Examples 416.
  • FIG. 5 is a graph showing an example of a measurement result of a spectrum of the optical member according to Examples 7-8.
  • FIG. 6 is a graph showing an example of the measurement result of the spectral spectrum of the optical member according to Example 9.
  • FIG. 7 is a graph showing an example of the measurement result of the spectral spectrum of the optical member according to Example 10.
  • 1 plate-like base material, 2 ... layer made of resin composition (anti-glare composition layer), 10 ... window material.
  • the resin composition contains a rare earth metal ion, an alkyl phosphate ester compound or an alkenyl phosphate ester, and a polyvinyl acetal resin.
  • Rare earth metal ions include lanthanoid ions, that is, lanthanum ion, cerium ion, praseodymium ion, neodymium ion, promethium ion, samarium ion, europium ion, gadolinium ion, terbium ion, dysprosium ion, holmium ion, erbium ion, Thulium ion, ytterbium ion, lutetium ion and the like can be exemplified. These rare earth metal ions can be supplied from metal compounds containing the respective metal ions.
  • rare earth metal salt examples include, for example, an organic acid salt with a rare earth metal, an anhydride or hydrate of an inorganic salt with a rare earth metal, Hydroxyl salts such as oxides of rare earth metals, hydroxides of rare earth metals, and hydrootaso complex salts.
  • compounds such as neodymium-1,4-pentanedionate and neodymium trifluoropentanedionate can also be exemplified.
  • the organic acid constituting the above-mentioned organic acid salt include acetic acid, benzoic acid, oxalic acid, acrylic acid, and methacrylic acid.
  • Examples of the inorganic acid constituting the inorganic acid salt include sulfuric acid. , Hydrochloric acid, nitric acid, hydrofluoric acid, and hydroxide. Of these, acetates of rare earth metals are preferred because they are easily available and easy to remove acid components by-produced during the production of the resin composition.
  • the resin composition containing such a rare earth metal ion can form an optical member having excellent antiglare property for visible light, and can emit laser light (wavelength of about 520 nm) used in medical or processing lasers. ), It is possible to form an optical member having excellent eye protection. Furthermore, since these rare earth metal ions emit fluorescence with high efficiency or emit laser light among the rare earth metal ions, the resin composition containing these rare earth metal ions has an excellent light amplification function. Can be expressed.
  • an ion of at least one metal selected from the group consisting of neodymium, praseodymium, and holmium is preferable.
  • Neodymium, praseodymium and holmium ions absorb light at wavelengths around 580 nm and 520 nm. It has excellent properties, and since these wavelength ranges match the maximum response wavelength of the visual cells of the human eye, it is possible to obtain a resin composition having more excellent antiglare properties.
  • the rare earth metal ions can be used alone or in combination of two or more.
  • the content of the rare earth metal ion is preferably 0.025% by mass, more preferably 0.02% to 20% by mass, and still more preferably 0.015% by mass, based on the total mass of the resin composition. It is. If the content of the rare earth metal ion is less than 0.02% by mass, depending on the thickness of the optical member, which will be described later, the anti-glare property may be insufficient because it is difficult to sufficiently obtain light having a specific wavelength. is there. On the other hand, if the content exceeds 25% by mass, it tends to be difficult to uniformly dissolve or disperse rare earth metal ions in the resin composition.
  • the above-described resin composition may contain a metal ion other than the rare earth metal ion.
  • other metal ions include copper ions, sodium ions, potassium ions, calcium ions, iron ions, manganese ions, cobalt ions, magnesium ions, and nickel ions.
  • copper ions in particular, have good absorption characteristics for light in the near infrared region (near infrared light).
  • the phosphate group of the alkyl phosphate compound or the alkenyl phosphate ester also binds to the copper ion through coordination bond and / or ionic bond.
  • the copper ions are dissolved or dispersed in the resin composition while being surrounded by these components. Then, near infrared light is selectively absorbed by the electronic transition of the d-orbit of the copper ion, and thus the resin composition containing such a copper ion has excellent near infrared light absorption. Therefore, by introducing copper ions according to the purpose, it is possible to obtain a resin composition having both visible light absorption characteristics and near-infrared light absorption characteristics of a wavelength specific to rare-earth metal ions.
  • the content of these other metal ions is, for example, less than 50% by mass, preferably within 30% by mass of the total amount of metal ions (the total amount of rare earth metal ions and other metal ions). It is suitable. In this case, the ratio of the rare earth metal ions to the total metal ions is 50% by mass or more, and it is possible to obtain a resin composition having sufficiently excellent antiglare properties. In addition, by mixing other metal ions, light having a wavelength characteristic of those other metal ions can also be obtained. A resin composition that can be absorbed is formed.
  • alkyl phosphate ester compound or alkenyl phosphate ester will be described.
  • an alkyl phosphate ester compound represented by the following general formula (la) and / or the following general formula (lb) is preferable, and a phosphorus compound represented by the following general formula (la) is preferable.
  • the acid diester component and the phosphoric acid monoester component represented by the following general formula (lb) can be used alone or in combination.
  • R 1 is preferably an alkyl group having a carbon number of 18 to 1, more preferably 5 to 18 carbon atoms, and still more preferably 6 to 16 carbon atoms. Particularly preferably, it has 6 to 12 carbon atoms. If the carbon number is less than 18 or more than 18, the solubility and dispersibility of the phosphate compound in the resin may be reduced, and the light transmittance of the resin composition may be insufficient.
  • a plurality of R 1 may be the same or different.
  • alkyl group examples include a linear, branched, and cyclic alkyl group. Of these, straight-chain or branched ones are preferred, for example, 2-ethylhexyl, butyl, aminole, hexyl, n-octyl, noninole, decyl, lauryl. , Hexadecyl group and octadecyl group are preferred.
  • the alkenyl phosphate compound has a monovalent hydrocarbon group substituted by a group having an unsaturated bond containing an alkenyl group, instead of the above-mentioned alkyl group. Examples of such an alkenyl group include an oleyl group.
  • the alkenyl group preferably has 418 carbon atoms.
  • the solubility and dispersibility of the phosphate compound in the resin are remarkably improved, so that a resin composition having more excellent translucency can be obtained. it can.
  • Specific examples of the alkyl phosphate ester compound include the alkyl phosphate monoester compounds represented by the following formulas (2a) to (6a) and (8a) and the following formulas (2b) to (6b) and (8b). Alkyl phosphate diester compounds.
  • alkenyl phosphate compound examples include a phosphate monoester compound represented by the following formula (9a) and a phosphate diester compound represented by the following formula (9b).
  • alkyl phosphate compound or alkenyl phosphate compound may be a commercially available compound, or may be produced by the following method G)-(m).
  • a specific alcohol is reacted with a phosphorus oxyhalide without a solvent or in an appropriate organic solvent (for example, toluene, xylene, etc.), and water is added to the obtained product to hydrolyze it.
  • a phosphorus oxyhalide for example, phosphorus oxychloride is preferably used.
  • the reaction conditions of the specific alcohol and the phosphorus oxyhalide are such that the reaction temperature is 0 to 110 ° C, preferably 40 to 80 ° C, and the reaction time is 120 hours, preferably 218 hours. is there.
  • an alkyl phosphate monoester compound or an alkenyl phosphate compound can be obtained by using a specific alcohol and oxyhalogenated phosphorus in a molar ratio of 1: 1.
  • a phosphonate ester compound is synthesized by reacting a specific alcohol with phosphorus trihalide in the absence of a solvent or in an appropriate organic solvent (eg, hexane, heptane, etc.), and thereafter And oxidizing the resulting phosphonate compound.
  • a specific alcohol for example, phosphorus trihalogenate
  • phosphorus trichloride is suitably used as the phosphorus trihalogenate.
  • the reaction conditions of the specific alcohol and phosphorus trihalide are such that the reaction temperature is 0-90 ° C, preferably 40-75 ° C. And the reaction time is 110 hours, preferably 2-5 hours.
  • a phosphorohalolidate conjugate is synthesized by reacting the phosphonate ester compound with a halogen such as chlorine gas, and the phosphorohalate conjugate is hydrolyzed.
  • a halogen such as chlorine gas
  • Means for decomposing can be used.
  • the reaction temperature between the phosphonate compound and the halogen is preferably from 0 to 40 ° C, particularly preferably from 525 to 525. C.
  • the phosphonate ester compound may be purified by distillation.
  • an alkyl phosphate diester aldehyde compound or an alkenyl phosphate compound can be obtained with high purity. Can be.
  • the alkyl phosphate compound or alkenyl phosphate compound preferably contains a phosphate monoester component and a phosphate diester component in a molar ratio of 70: 300: 100. It is more preferably 70: 30-30: 90, and even more preferably 70: 30-30: 70.
  • the alkyl phosphoric acid ester compound or alkenyl phosphate compound comprises a plurality of components, such mixtures, phosphoric acid monoester component and a phosphodiester component
  • the R 1 are identical groups (For example, the compounds represented by the above general formulas (5a) and (5b)).
  • a phosphate monoester component and a phosphate diester component in which R 1 is the same or different groups for example, the above general formulas (5a) and (5b), and the above general formulas (6a) and (6b)
  • R 1 is the same or different groups
  • the alkyl phosphate ester compound represented by the above formula (5a) and / or (5b) is preferably represented by the above formula (5b).
  • Alkyl phosphate compounds containing at a ratio of 50 are particularly preferred. Les ,.
  • the resin composition according to the present embodiment contains a rare earth metal ion and an alkyl phosphate compound or an alkeninole phosphate compound as described above.
  • An alkyl phosphate ester rare earth metal compound or an alkenyl phosphate ester rare earth metal compound obtained by reacting an alkenyl phosphate ester compound with a rare earth metal compound may be contained.
  • the rare earth metal compound the aforementioned rare earth metal salts can be used.
  • the reaction between the alkyl phosphate compound or the alkenyl phosphate and the rare earth metal salt is carried out by bringing them into contact under appropriate conditions.
  • the reaction conditions are a reaction temperature of 0 to 250 ° C, preferably 40 to 180 ° C, and a reaction time of 0.5 to 30 hours, preferably 1 to 10 hours.
  • the organic solvent include aromatic compounds such as toluene, alcohols such as methyl alcohol, glycol ethers such as methyl cellosolve, ethers such as getyl ether, ketones such as acetone, and ethyl acetate. Esters are exemplified.
  • the reaction between the alkyl phosphate compound or alkenyl phosphate and the rare earth metal salt causes an anion from the rare earth metal salt.
  • the acid component is liberated.
  • Such an acid component reduces the moisture resistance and thermal stability of the resin composition when the alkyl phosphate compound or alkenyl phosphate ester is dissolved or dispersed in a polybutylacetal resin to form a resin composition. It is preferable to remove it as necessary, since it may cause the formation.
  • the alkyl phosphate rare earth metal compound or the alkenyl phosphate dilute In the case of producing an earth metal compound, an alkyl phosphate compound or an alkenyl phosphate compound is reacted with a rare earth metal salt, and then the generated acid component (the acid component formed in the method of (Port)) is used. And organic solvents) can be removed by distillation.
  • a preferable method for removing the acid component is insoluble or hardly soluble in water.
  • the organic solvent phase and the aqueous phase in which the rare earth metal salt is dissolved or dispersed are mixed with the organic solvent phase.
  • an alkyl phosphate ester compound or an alkenyl phosphate compound is allowed to react with a rare earth metal salt, and then an organic solvent phase and an aqueous phase are separated.
  • examples of the alkali include sodium hydroxide, potassium hydroxide, and ammonia.
  • the alkali is not limited to these.
  • a water-soluble salt is formed by the acid component released from the copper salt and the alkali, and the salt is transferred to the aqueous phase, and the resulting alkyl phosphate ester rare earth metal compound or alkenyl phosphate is formed. Since the ester compound moves to the organic solvent phase, the acid component is removed by separating the aqueous layer and the organic solvent layer.
  • alkyl phosphate rare earth metal compound or the alkenyl phosphate rare earth metal compound obtained by the method (a) (c) include, for example, a compound represented by the following general formula (7a): Alkyl phosphate ester rare earth metal compound or alkenyl phosphate rare earth metal compound derived from phosphate monoester component represented, or alkyl phosphate ester derived from phosphate diester component represented by the following general formula (7b) Rare earth metal compounds or alkenyl phosphate rare earth metal compounds are exemplified.
  • the alkyl phosphate ester rare earth metal compound or the anorekeninole phosphate ester rare earth metal compound is an alkyl phosphate ester compound or an alkenyl phosphate ester compound alone or in combination of two or more, and a rare earth metal salt. It may be obtained by reaction. Therefore, for example, in the following general formula (7b), the three phosphate residues bonded to the rare earth metal ion M may be the same or different from each other.
  • R 1 independently represents an alkyl group having a carbon number power of 18 or an alkenyl group having a carbon number power of S418, and M represents a rare earth metal ion.
  • R 1 in the metal compound or the alkenyl phosphate diester rare earth metal compound (hereinafter, referred to as “phosphate rare earth compound”) is an alkyl phosphate represented by the above general formulas (1a) and (lb).
  • the same substituent as R 1 in the compound can be mentioned as a suitable substituent.
  • the phosphate rare earth metal compounds can be used alone or in combination of two or more.
  • the phosphate ester rare earth metal compound represented by the general formula (7b) is preferred, while the phosphate ester rare earth metal compound is composed of a plurality of components.
  • the phosphate ester rare earth metal compound represented by the general formula (7a) and the ester phosphate rare earth metal compound represented by the general formula (7b) are in a ratio of 50:50 (molar ratio). Is preferred.
  • the content ratio of such a phosphate rare earth metal compound varies depending on the use or purpose of use of the resin composition, but is preferably 0.1 to 90% by mass based on the total mass of the resin composition. More preferably 0.1 to 70% by mass, even more preferably 0.160% by mass
  • the alkyl phosphate compound or the alkenyl phosphate ester compound or the rare earth metal ion can be uniformly formed without precipitation. It can be dissolved or dispersed.
  • the ratio of the total amount of hydroxyl groups contained in the alkyl phosphate ester compound or alkenyl phosphate compound to the rare earth ion is preferably 0.5 to 8 in molar ratio. More preferably, it is 0.5-6, and still more preferably 0.8-14. If the ratio of the OH groups is less than 0.5, it becomes difficult to disperse the alkyl phosphate compound or the alkyl phosphate compound in the resin, and the absorption performance and the light transmittance for a specific wavelength are not good. Tends to be sufficient.
  • the ratio of ⁇ H groups exceeds 8
  • the proportion of hydroxyl groups that do not participate in coordination bonds and / or ionic bonds with rare earth ions becomes excessive, so that the composition having such a composition ratio has a hygroscopic property. They tend to be relatively large.
  • the polybutyl acetal resin can be obtained by partially or mostly acetalizing polybutyl alcohol with an aldehyde.
  • polyacetal resins polyvinyl butyral resin is preferred.
  • the resulting interlayer film has excellent transparency, weather resistance, adhesion to glass, and the like.
  • the polyvinyl acetal resin may be blended in an appropriate combination depending on the required physical properties.
  • the polyvinyl acetal obtained by combining the aldehyde with the aldehyde during the acetalization may be used. It may be resin.
  • the molecular weight, molecular weight distribution and degree of acetalization of such a polyvinyl acetal resin are not particularly limited, for example, the degree of acetalization is preferably from 40 to 85%, and more preferably the lower limit is 60%. The more preferred upper limit is 75%.
  • the polybutyl alcohol resin used in the production of the polybutyl acetal resin is obtained, for example, by converting poly (vinyl acetate), and preferably has a degree of deterioration of 8099.8 mol%. .
  • the preferred lower limit of the viscosity average degree of polymerization of the polybutyl alcohol resin is 200, and the upper limit is 3000. If the viscosity average degree of polymerization is less than 200, the resulting laminated glass tends to have reduced penetration resistance. On the other hand, if it exceeds 3,000, the moldability of the resin film becomes poor, and the rigidity of the resin film becomes too large, so that the processability tends to deteriorate.
  • the lower the viscosity average polymerization degree is more preferable.
  • the limit is 500 and the upper limit is 2000.
  • the viscosity average degree of polymerization and degree of polymerization of the polybutyl alcohol resin can be measured, for example, based on JISK 6726 “Testing method for polybutyl alcohol”.
  • aldehyde used for acetalization examples include aldehydes having 11 to 10 carbon atoms, such as propionaldehyde, n-butyraldehyde, isobutyraldehyde, 2-ethylbutyl aldehyde, n-valeraldehyde, and the like.
  • n-pentylaldehyde n-hexynoleanolaldehyde, ⁇ -octylaldehyde, n-nonylaldehyde, n-decinoleanolaldehyde, honolemunoraldehyde, acetaldehyde, benzaldehyde and the like. They may be used alone or in combination of two or more. Of these, S4 butyl aldehyde is preferred.
  • the average degree of polymerization of the polybutyl acetal resin thus obtained is preferably 500 to 3,000, and more preferably the average degree of polymerization is 1,000, 2,500.
  • Suitable polyvinyl acetal resins include, for example, polyvinyl formal resin (vinyl alcohol) obtained by partially or mostly acetalizing polybutyl alcohol with formaldehyde, and polyvinyl alcohol having 4 carbon atoms.
  • a polyvinyl butyral resin partially or mostly acetalized with butyraldehyde.
  • These resins can be used alone or in combination of two or more.
  • polyvinyl butyral resin among these resins has high adhesiveness to light-transmitting materials such as glass and plastic. , Is preferably used.
  • the content of the polybiacetal resin is the remainder obtained by removing the total mass of the rare earth metal ion, the alkyl phosphate ester compound and the optional components described below from the total mass of the resin composition.
  • the resin composition may further contain, as optional components, a benzotriazole-based, benzophenone-based or salicylic acid-based ultraviolet absorber, other antioxidants, stabilizers, and the like.
  • a benzotriazole-based, benzophenone-based or salicylic acid-based ultraviolet absorber other antioxidants, stabilizers, and the like.
  • additives such as antioxidants for preventing deterioration due to heat in the extruder, dyes and pigments for toning, surfactants, flame retardants, antistatic agents, and moisture resistance. Etc. may be added.
  • Examples of the ultraviolet absorber include benzoate compounds, salicylate compounds, and benzophene compounds.
  • Examples include non-based compounds, benzotriazole-based compounds, cyanoacrylate-based compounds, oxalic acid amide-based compounds, and triazine-based compounds.
  • Examples of the benzoate compound include 2,4_di-t_butylphenyl 3 'and 5'_di-t-butinole-1 4'-hydroxybenzoate, and examples of the salicylate compound include phenyl salicylate and p_t —Butylphenyl salicylate.
  • Benzophenone-based compounds include 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxybenzophenone-15-sulfonic acid, and 2-hydroxy-1_n.
  • Examples of the benzotriazole-based compound include 2_ (2-hydroxy-5,1-methylphenyl) benzotriazole, 2- (2,1-hydroxy_3,1t-butyl-5'-methylphenyl) -15-chlorobenzototriazole, 2 — (2'-Hydroxy-3 ', 5'-di-t-butylphenyl) -5-chloro-benzotriazole, 2_ (2'-Hydroxy-3', 5'_di-t-butylphenyl) benzotriazole, 2_ (2'-hydroxy_5_t-octylpheninole) benzotriazole, 2_ (2'-hydroxy-5-t-butylphenyl) benzotriazole, 2- [2, -hydroxy-3,-(3 ,,, 4 ", 5, ', 6''-tetrahydrophthalimidomethyl)-5'-methylphenyl] benzotriazole, 2- (2, -hydroxy
  • Examples of the cyanoacrylate compound include ethinoleate 2_cyano-13,3-diphenylacrylate relay 2_cyano_3,3-diphenylatalylate, and examples of the anilide oxalate-based compound include: 2_ethoxy_2'_bisilanilic acid bisanilide ⁇ 2_ethoxy-5_t-butyl-2'_bisilanilic acid bisanilide.
  • Examples of the triazine-based compound include 2- (4,6-diphenyl-1,3,5-triazine-2-yl) -5-[(hexinole) oxy] -phenol.
  • Examples of the stabilizer that can be added to the resin composition include a light stabilizer.
  • a light stabilizer In particular, when the above-mentioned ultraviolet light absorber and this light stabilizer are used in combination, the stability to light tends to be extremely good.
  • a hindered amine light stabilizer (HALS) or a Ni compound can be used as the light stabilizer.
  • HALS includes bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate, bis (1,2,2,6,6_pentamethyl-4-piperidyl) sebacate, 1- [2- [3- (3,5_t-butyl-4-hydroxyphenyl) propionyloxy] ethyl] _4_ [3_ (3,
  • Examples of the light stabilizer of the Ni-based compound include [2,2'-thio-bis (4t-octylphenolate)] _ 2-ethylhexylamine-nickel (II) and nickel dibutyldithiocarbonate. , [2,2,1-thio-bis (4-octyl phenolate)]-butylamine-nickel ( ⁇ ) and the like.
  • the resin composition may contain various plasticizers.
  • plasticizers are commonly used, and examples thereof include organic plasticizers such as monobasic organic acid esters and polybasic organic acid esters; A phosphoric acid plasticizer such as an organic phosphorous acid is preferably used. These plasticizers may be used alone or two or more types may be used in combination, depending on the type of resin to be used.
  • Examples of the monobasic organic acid ester include glycols such as triethylene glycol, tetraethylene glycol or tripropylene glycol, butyric acid, isobutyric acid, caproic acid, 2-ethylbutyric acid, heptanoic acid, and n-octanoic acid. And glycol-based esters obtained by reaction with monobasic organic acids such as 1,2-ethylhexanoic acid, pelargonic acid (n-nonylic acid) and desinoleic acid.
  • glycols such as triethylene glycol, tetraethylene glycol or tripropylene glycol, butyric acid, isobutyric acid, caproic acid, 2-ethylbutyric acid, heptanoic acid, and n-octanoic acid.
  • glycol-based esters obtained by reaction with monobasic organic acids such as 1,2-ethylhexanoic acid, pelargonic acid (n-nonylic
  • Examples include xyl adipate (DHA), tetraethylene glycol diheptanoate (4G7), tetraethylene glycol di-2-ethylhexanoate (4GO), and triethylene glycol diheptanoate (3G7).
  • DHA xyl adipate
  • 4GO tetraethylene glycol di-2-ethylhexanoate
  • 3G7 triethylene glycol diheptanoate
  • the polybasic organic acid ester is not particularly limited.
  • a polybasic organic acid such as adipic acid, sebacic acid or azelaic acid and a linear or branched alcohol having 418 carbon atoms And the like.
  • dibutyl sebacate, dioctyl azelate, dibutyl carbitol adipate and the like are preferably used.
  • plasticizers for organic acid esters include phthalic acid plasticizers such as dioctyl phthalate and dibutyl phthalate, and fatty acid plasticizers such as dibutyl sebacate, butyl ricinoleate, methyl acetinol resinolate, and butyl succinate. And butyl phthalyl butyl dalicholate and glycol-based plasticizers such as polyethylene glycol.
  • organic phosphoric acid plasticizer examples include tributoxyshethyl phosphate, isodecyl phenyl phosphate, triisopropyl phosphate, tricresyl phosphate, and triphenyl phosphate.
  • the content of the plasticizer in the resin composition is preferably 1 to 120 parts by mass with respect to 100 parts by mass of the resin material, and more preferably 1 to 100 parts by mass. More preferably, it is 80 parts by mass.
  • the content of the plasticizer is less than 1 part by mass with respect to 100 parts by mass of the resin material, the solubility of the rare earth metal ion or the phosphorus-containing compound may be reduced, and the translucency may be insufficient.
  • the resin material as the base material becomes too flexible, and for example, it is difficult to use it as an interlayer film in laminated glass.
  • the resin composition may contain an adhesion regulator as required.
  • these adhesive force adjusters may be applied to the surface of an intermediate film made of the resin composition.
  • the adhesion regulator include an alkali metal salt or an alkaline earth metal salt of an organic acid or an inorganic acid, and a modified silicone oil.
  • Examples of the organic acid include carboxylic acids such as octanoic acid, hexanoic acid, butyric acid, acetic acid, and formic acid.
  • Examples of the inorganic acid include hydrochloric acid, nitric acid and the like.
  • Alkali gold Examples of the genus salts and alkaline earth metal salts include salts of potassium, sodium, calcium, magnesium and the like.
  • alkali metal salts or alkaline earth metal salts of organic acids or inorganic acids alkali metal salts and alkaline earth metal salts of organic acids having 2 to 16 carbon atoms are more preferable, and the number of carbon atoms is more preferable.
  • 216 are potassium salts and magnesium salts of carboxylic acids.
  • the potassium salt and magnesium salt of a carboxylic acid having 2 to 16 carbon atoms are not particularly limited.
  • magnesium acetate, potassium acetate, magnesium propionate, potassium propionate, magnesium 2-ethylbutanoate, 2_ Preferred are potassium ethylbutanoate, magnesium 2-ethylhexanoate, potassium 2-ethylhexanoate, and the like. These may be used alone or in combination of two or more.
  • the preferred lower limit of the amount of the alkali metal salt or alkaline earth metal salt of an organic acid or inorganic acid is 0.001 part by weight per 100 parts by weight of the resin, and the upper limit is 0.5 part by weight. It is. If the amount is less than 0.001 parts by weight, the adhesive strength of the peripheral portion may be reduced in a high humidity atmosphere. If the amount exceeds 0.5 parts by weight, the transparency of the film may decrease. From the viewpoint of preventing these inconveniences, the more preferred lower limit of the amount of the alkali metal salt or alkali earth metal salt of the organic acid or inorganic acid is 0.01 part by weight, and the upper limit is 0.2 part by weight. It is.
  • the modified silicone oil is not particularly limited, and examples thereof include an epoxy-modified silicone oil, an ether-modified silicone oil, an ester-modified silicone oil, an amine-modified silicone oil, and a carboxyl-modified silicone oil. These may be used alone or in combination of two or more. Note that these modified silicone oils can generally be obtained by reacting a compound to be modified with polysiloxane.
  • the preferred lower limit of the molecular weight of the modified silicone oil is 800, and the upper limit is 5,000. If the molecular weight is less than 800, localization on the surface may be insufficient. On the other hand, if it exceeds 5,000, the compatibility with the resin is reduced, and the resin bleeds out to the surface of the film, and the adhesive strength with glass may be reduced. From the viewpoint of preventing these, the more preferred lower limit of the molecular weight of the modified silicone oil is 1500, and the more preferred upper limit is 4000. [0081] When the modified silicone oil is added, the preferred lower limit of the amount is 0.01 parts by weight and the upper limit is 0.2 parts by weight based on 100 parts by weight of the resin.
  • the amount is less than 0.01 parts by weight, the effect of preventing whitening due to moisture absorption may be insufficient.
  • the amount exceeds 0.2 parts by weight the solubility of the resin in the resin may decrease, and the modified silicone oil may bleed out to the surface of the film to lower the adhesive strength between the resin and the glass.
  • a more preferred lower limit of the molecular weight of the modified silicone oil is 0.03 parts by weight, and a more preferred upper limit is 0.1 parts by weight.
  • the optical member is formed using the above-described resin composition, and the following three types are suitable.
  • First form Formed with the resin composition described above.
  • Second form a transparent substrate made of a light-transmitting material such as glass or plastic, and the above-described resin composition bonded to the transparent substrate.
  • Third form a transparent substrate made of a light-transmitting material such as glass or plastic on which a layer made of the above resin composition is formed.
  • Examples of the optical member of the first embodiment include a plate-like (including circular) lens, sheet, and film.
  • the sheet refers to a sheet obtained by melting the above resin composition and forming the sheet into a thin plate having a thickness of 250 ⁇ or more by, for example, extrusion molding.
  • film refers to a film obtained by melting the above resin composition to form a thin film having a thickness of 5 to 250 ⁇ by, for example, stretch molding.
  • a melt extrusion molding method, a calendar molding method, a press molding method, a solution casting method and the like are suitably used.
  • the plate-shaped lens can be formed by an injection molding method, a melt extrusion molding method, or the like.
  • the above-mentioned sheet or film is used as a laminated glass intermediate film, and the laminated glass intermediate film and a light-transmitting material made of glass, plastic, or the like are used. And lamination.
  • a means for bonding the laminated glass intermediate film composed of a sheet or film and the light-transmitting material means for bonding by pressurizing or depressurizing such as a press method, a multi-roll method, a depressurizing method, and autoclave are used. Means for bonding by heating or a combination of these means.
  • the interlayer for laminated glass preferably has a thickness of 0.001 to 10 mm, particularly 0.01 to 5 mm. If the thickness of the interlayer film for laminated glass is less than 0.001 mm, it may be difficult to obtain an interlayer film having a high absorbance for light of a specific wavelength, and the antiglare property may be insufficient. . On the other hand, when the thickness of the interlayer film for laminated glass exceeds 10 mm, it is difficult to obtain an interlayer film having a high visible light transmittance, and the light transmittance may be low.
  • Examples of the optical member of the third mode include a coating.
  • coating means that a solution or dispersion obtained by dissolving or dispersing the above resin composition in an appropriate solvent is applied to a required surface and the solvent is evaporated to form a part or all of the surface. Thin film, coating or thin layer.
  • a dissolution aid such as a leveling agent or various surfactants as an antifoaming agent is added to the solution or the dispersion. Is also good.
  • the optical member according to the first to thirteenth embodiments has excellent antiglare properties because it can absorb light of a specific wavelength due to the inclusion of rare earth metal ions, and Since the solubility and dispersibility of the rare earth metal ion in the resin composition are good, the light transmittance is also excellent. In addition, excellent light fastness can be obtained, and the decrease in light transmittance due to heating or long-term storage is significantly reduced. In addition, when a polyvinyl acetal resin, particularly a polybutyral resin, is contained as a resin component, the adhesiveness to a light-transmitting material becomes excellent. Furthermore, since the polybiacetal resin has thermoplasticity, molding can be easily performed.
  • an interlayer film made of a thermoplastic resin having an adhesive property is inserted between two glass plates, and the obtained laminate is pre-pressed to form air remaining between the respective layers.
  • a method is adopted in which the laminate is completely adhered by completely press-bonding after eliminating the pressure.
  • the interlayer used in this case is that the interlayers are coalesced during storage and form a lump, so-called blocking phenomenon does not occur, workability at the time of overlaying the glass and the interlayer is good, and Good deaeration in the pre-compression bonding step is required. Deaeration during pre-crimping affects the quality of the laminated glass. There is a force S that the transparency of the laminated glass deteriorates and bubbles are generated when the accelerated test is performed.
  • the overall performance of the interlayer film as described above depends on the type of thermoplastic resin as a material and physical properties such as viscoelasticity. However, when these physical properties are fixed and considered, the surface shape of the interlayer film is reduced. This is a major factor in determining its overall performance. In particular, an effect is obtained when a large number of fine irregularities called embosses are formed on the surface of the intermediate film, and an intermediate film having an embossed surface is conventionally used.
  • emboss examples include, for example, various uneven patterns composed of a large number of convex portions and a large number of concave portions corresponding to these convex portions, and various concave and convex patterns including a large number of convex portions and a large number of concave grooves corresponding to the convex portions.
  • embossed shapes that have various values for various shape factors, such as roughness, placement, size, and the like.
  • Such embosses include, for example, those in which the size of a convex portion is changed and its size and arrangement are specified as described in JP-A-6-198809, and JP-A-9-140444.
  • JP-A-9-1502755 describes a method using crosslinked PVB particles and a nucleating agent.
  • laminated glass may be required to have sound insulation.
  • sound insulation performance is indicated as a transmission loss amount according to a change in frequency. In JIS A4708, this transmission loss is specified as a constant value according to the sound insulation class at 500 Hz or higher.
  • the sound insulation performance of the glass sheet is significantly reduced in the frequency range around 2000 Hz due to the coincidence effect.
  • the coincidence effect means that when a sound wave enters a glass plate, a transverse wave propagates through the glass plate due to the rigidity and inertia of the glass plate, and the transverse wave and the incident sound resonate. As a result, sound transmission The phenomenon that occurs.
  • the reduction in sound insulation performance due to the coincidence effect is inevitable, and it is necessary to improve this point. is there.
  • Methods for imparting sound insulation to a laminated glass include a method of increasing the mass of the laminated glass, a method of compounding the glass, a method of subdividing the glass area, and a method of improving the means for supporting a glass plate. .
  • control means for example, a method using a resin film having a specific polymerization degree, a method for defining the structure of an acetal portion of a polyvinyl acetal resin as described in JP-A-4-2317443, A method for defining the amount of a plasticizer in a resin, as described in Japanese Unexamined Patent Publication No. 2001-220183, and the like.
  • the sound insulation performance of laminated glass can be improved over a wide temperature range.
  • a method of blending a plurality of types of resins as described in JP-A-2001-206742, JP-A-2001-206741, and a plurality of types of resins as described in JP-A-2001-226152 examples include a method of laminating a resin and a method of giving a bias to the amount of a plasticizer in an interlayer film as described in JP-A-2001-192243.
  • a method of increasing the heat shielding property of the laminated glass a method of including a metal or a metal oxide fine particle having a heat shielding function in an interlayer film, or a method of laminating a laminated glass structure by laminating a layer containing these materials.
  • a method of inserting an arbitrary position Specifically, for example, the methods described in JP-A-2001-206743, JP-A-2001-261383, JP-A-2001-302289 and the like can be exemplified.
  • a method of defining the particle size of the oxide fine particles Japanese Patent Application Laid-Open No. 2002-2933583
  • a method of improving dispersibility, and the like are used.
  • known fine particle dispersion techniques such as mechanically dispersing or using a dispersant can be used.
  • a method using an organic dye or pigment having a heat-shielding function as described in JP-A-7-157344 and JP-A-319271, which is not limited to metal or metal oxide fine particles, may also be used.
  • organic dye 'pigment examples include phthalocyanine, anthraquinone, naphthoquinone, cyanine, naphthalocyanine, pyrrole, immonium, dithiol, and mercaptonaphthol.
  • a method of increasing the heat shielding property of a laminated glass a method of producing a laminated glass using a glass having a heat shielding function is exemplified.
  • No. 226148 a method using a glass plate on which a metal or metal oxide is laminated, and the like.
  • a method as exemplified below can be used.
  • a method of improving the penetration resistance for example, a method of using ⁇ -olefin-modified polybutylacetal as a resin base material as described in JP-B-6-25005, and JP-A-10-25390 Examples include a method for defining the degree of polymerization of the resin and the amount of the plasticizer to be added, and a method for reducing the thickness deviation of the interlayer as described in JP-A-11-147736.
  • Japanese Patent No. 2624779 a method in which a resin is subjected to radiation graft desaturation, and a method described in JP-A-11-322378 discloses a method of adding silicone oil as described in Japanese Unexamined Patent Publication, a method of adding an alkali metal or an alkaline earth metal as described in Japanese Patent Application Laid-Open No. 2000-1238586, and Japanese Patent Application Laid-Open No. 2002-505210. And a method of adding a surface energy modifier as described in the above.
  • Japanese Patent Application Laid-Open No. 2000-128586 discloses a method for defining the amount of an alkali metal or alkaline earth metal to be added, a method for defining the oxyalkylene glycol content as described in JP-A-2001-139352
  • Japanese Patent Application Laid-Open No. 2001-163640 discloses a method using a resin having specified characteristics, and a method described in Japanese Patent Application Laid-Open No. 6-211548, in which a silane coupling material is sealed.
  • an ultraviolet absorber is added as described in JP-B-4-29697, JP-A-10-194796, and JP-A-2000-128587.
  • the antistatic method include a method of adding an alkali metal carboxylate as described in JP-A-2001-240425, and a method of using an oxyalkylene compound as described in JP-A-2001-261384. And the like.
  • Examples of the toning method include a method of adding a dye as described in JP-A-9-183638.
  • the haze of the optical member is preferably 30% or less, more preferably 20% or less, more preferably 10% or less. Is particularly preferred. When the power haze exceeds 30%, the transmittance of visible light becomes insufficient, and the light transmittance decreases.
  • the laminated glass is not only an interlayer having a property of absorbing light in the near-infrared light region as described above, but also a near-infrared light for the purpose of further improving near-infrared light blocking properties. It may further include a layer having the property of reflecting light (infrared reflective layer). Such an infrared reflective layer can be introduced at any position of the laminated glass.
  • Examples of the infrared reflective layer include transparent layers composed of metals and metal oxides. Specifically, for example, gold, silver, copper, tin, aluminum, nickel, palladium, Examples thereof include simple metals such as silicon, chromium, titanium, indium, and antimony, alloys, mixtures, and oxides. Such an infrared reflective layer can be formed, for example, by depositing a metal-metal oxide on a surface on which the layer is to be formed.
  • JP-T-09-506837 JP-T 2000-506082, JP-T 2000-506084, JP-T 2004-525403, JP-T 2003-515754, JP-A-2002-231038, JP-T 2004-503 402, etc.
  • a polymer multilayer film that reflects a specific wavelength by using light interference may be applied.
  • the adhesiveness between the infrared reflective layer and a layer adjacent thereto may be reduced.
  • the adhesiveness between the infrared reflective layer and the intermediate film is reduced, and when the laminated glass is broken, the light is transmitted. * The substrate tends to be scattered. This raises security issues.
  • a means for adjusting the adhesiveness between the infrared reflective layer and a layer adjacent thereto can be employed.
  • a layer made of polybutyl acetal having a higher acetal degree than that of the intermediate film (particularly, between them) Japanese Patent Application Laid-Open No. 7-187726, Japanese Patent Application Laid-Open No. 8-337446) can be employed.
  • a method of providing a layer made of PVB having a predetermined ratio of an acetoxyl group Japanese Patent Application Laid-Open No. 8-337445
  • a reflective layer having near-infrared light reflectivity is further provided in addition to the intermediate film having near-infrared light absorbability, so that the effect of the two layers allows the laminated glass to be laminated. Extremely excellent near-infrared light blocking characteristics.
  • a method for improving the adhesiveness between the infrared reflective layer and the intermediate film (infrared absorbing layer) as described above is employed, a laminated glass having more excellent strength in addition to the near-infrared light blocking characteristics can be obtained. It is also possible to obtain
  • FIG. 1 is a sectional view schematically showing an example of the optical member according to the present embodiment.
  • the window material 10 is provided with a layer (hereinafter, referred to as an “anti-glare composition layer”) 2 made of the above-described resin composition on a plate-shaped substrate 1 made of a light-transmitting material such as glass or plastic. It can be suitably used for a single-layer glass window or its base material, a single-layer laminated glass window, a single-layer glass window, and the like.
  • the window material 10 having such a configuration is
  • the resin composition can be formed by applying (for example, coating) the resin composition to one of the main surfaces on the base material 1. Further, it is also possible to form the above-mentioned sheet or film by laminating it on one of the main surfaces on the plate-shaped substrate 1.
  • the window material 10 shown in FIG. 1 is provided with the antiglare composition layer 2 on one of the main surfaces of the plate-shaped substrate 1, and further has the other of the main surfaces of the plate-shaped substrate 1.
  • the anti-glare composition layer 2 may also be provided. Further, in the window material 10, the antiglare composition layer 2 may be further laminated on the antiglare composition layer 2.
  • the window material having such a configuration can be suitably used for a single-layer glass window or a base material thereof, a single-layer laminated glass window, a single-layer glass window, and the like, similarly to the above-described window material 10.
  • an antiglare composition layer 2 on the plate-shaped substrate 1, and a window material in which the plate-shaped substrate 1 was sequentially laminated and integrated an anti-glare composition layer 2 on the plate-shaped substrate 1
  • An antiglare composition layer 2, a plate-like member 1, and an antiglare composition layer 2 on a window material and a plate-like member 1 in which an antiglare composition layer 2 and a plate-like substrate 1 are sequentially laminated and integrated. are laminated one after another, and a window material and the like are integrated.
  • These window materials are a preferable mode for a combined glass window.
  • the antiglare composition layer 2 functions as an intermediate film (for example, a laminated glass intermediate film) of the two plate-shaped substrates 1.
  • the above-described antiglare composition layer 2 may contain an infrared absorbing composition containing a phosphoric acid ester conjugate and a metal ion.
  • an infrared absorbing composition containing a phosphoric acid ester conjugate and a metal ion.
  • a window material in which an antiglare composition layer 2 and an infrared absorbing composition layer are sequentially laminated on the plate-like member 1, the infrared absorbing composition layer and the anti-glare composition on the plate-like member 1 A window material in which the layer 2 is sequentially laminated, or a window material in which the antiglare composition layer 2, the infrared absorbing composition layer, and the antiglare composition layer 2 are sequentially laminated on the plate-like member 1, may be used.
  • the window material 10 having such an infrared absorbing composition layer exhibits a function as a heat ray absorbing material due to its near-infrared light absorbing property, and various members that need to block heat rays are used.
  • Applicable to Applications include, for example, window materials and roofing materials that take in natural light such as sunlight and other external light (houses, stores and other buildings or structures, automobiles and other vehicles). (Translucent members used for transporting equipment, their storage locations, traffic paths, etc.), general members intended for indoor and outdoor tanning, and the like.
  • External light such as sunlight contains ultraviolet rays that have a harmful effect on the human body (skin) and cause deterioration of paints, paints, rubber products, plastic products, and the like.
  • a window material 10 not only absorbs heat rays but also has a performance of blocking ultraviolet light among wavelength components of incident light, and thus can be suitably used as a building material.
  • the window material 10 has high transmission characteristics for visible light.
  • the material constituting the plate-shaped substrate 1 is not particularly limited as long as it is a light-transmitting material having visible light transmittance, and can be appropriately selected depending on the application of the window material.
  • glass or plastic is preferably used as described above.
  • the glass include inorganic glass and organic glass.
  • the plastic include polycarbonate, acrylonitrile-styrene copolymer, polymethinole methacrylate, biel chloride resin, polystyrene, polyester, polyolefin, norbornene resin, and the like.
  • each may be made of the same type of material, or may be made of different materials.
  • a means for mixing with a mixer such as a Henschel mixer, a means for kneading and mixing with a roll kneader, a kneading extruder, or the like is used.
  • a mixer such as a Henschel mixer, a means for kneading and mixing with a roll kneader, a kneading extruder, or the like.
  • a means for dispersing each component in an appropriate organic solvent and removing the organic solvent from the dispersion can be used.
  • the optical member is a window material
  • the resin composition described above has excellent anti-glare properties and translucency as well as excellent moldability, so that anti-glare spectacle lenses (sunglasses), anti-glare filters, screen power bars, Extremely useful as a component of optical filters such as glare display filters, color purity correction filters, color tone correction filters, brightness adjustment filters for lighting equipment, optical communication function devices, Faraday devices, optical amplifiers, wavelength converters, etc. It is. Devices equipped with these devices include a color display (color image display device), a color imaging camera (color image imaging device), an illumination lamp (illumination equipment), a laser, and a communication optical amplifier. , A communication optical isolator, an optical switch, and the like.
  • neodymium acetate monohydrate 5 g
  • n-butyl phosphate compound manufactured by Tokyo Chemical Industry
  • a translucent solution was obtained.
  • toluene was distilled off to obtain 7.28 g of a composition containing neodymium ions and phosphoric acid ester conjugate.
  • Neodymium acetate monohydrate (5 g), methoxypropyl phosphate compound (manufactured by Johoku Chemical Co., Ltd.) with a molar ratio of 61.6: 33.6, a ratio of phosphate monoester component and phosphate diester component, S, 4.
  • a translucent solution was obtained.
  • toluene was distilled off to obtain 10 g of a composition containing neodymium ions and a phosphate compound.
  • a translucent solution was obtained by adding 5 g of copper acetate monohydrate and 16.6 g of 2-ethylhexyl phosphate compound (manufactured by Tokyo Chemical Industry) containing only the phosphodiester component to 10 g of toluene. Was done. After performing deacetic acid reflux using this solution, toluene was distilled off to obtain 21.0 g of a composition containing copper ion and a phosphate compound.
  • composition lg obtained in Preparation Example 1 was dissolved in 2 g of a plasticizer (3G ⁇ (triethylene glycol di-2-ethylhexanate), manufactured by Across Inc.), and a polybutyral resin (Esrec BH3, Sekisui Water) was dissolved. 7. The mixture was mixed with Og at 85 ° C. to obtain a resin composition.
  • a plasticizer 3G ⁇ (triethylene glycol di-2-ethylhexanate), manufactured by Across Inc.)
  • polybutyral resin Esrec BH3, Sekisui Water
  • the obtained resin composition was pressed several times by a press machine (WF-50, manufactured by Shindo Metal Co., Ltd.) adjusted to 85 ° C, and then pressed several times by a press machine adjusted to 120 ° C. Then, a sheet having a uniform surface with a thickness of 1. Omm was produced. And rare earth In order to test the solubility of the compound of metal ion and phosphoric ester in polyvinyl butyral resin, the appearance of the obtained sheet was visually observed and evaluated according to the following criteria. Table 1 shows the evaluation results.
  • the sheet obtained as described above was sandwiched between two slide glasses (76 mm ⁇ 26 mm XI.1 mm), and the obtained laminate was subjected to autoclave at a temperature of 130 ° C. and a pressure of 1. Vacuum pressing was performed while maintaining the pressure at 2 MPa for 30 minutes to produce a laminated glass.
  • a resin composition was obtained in the same manner as in Example 1, except that the composition lg obtained in Preparation Example 2 was used. Next, a sheet was obtained in the same manner as in Example 1, and after visually observing the appearance of the sheet, a laminated glass was obtained.
  • a resin composition was obtained in the same manner as in Example 1, except that 0.5 g of the composition obtained in Preparation Example 1 and 0.5 g of the composition obtained in Preparation Example 2 were used. Next, a sheet was obtained in the same manner as in Example 1, and the appearance of the sheet was visually observed, and then a laminated glass was obtained.
  • a resin composition was obtained in the same manner as in Example 1, except that 2 g of the composition obtained in Preparation Example 1 was used. Next, a sheet was obtained in the same manner as in Example 1, and after visually observing the appearance of the sheet, a laminated glass was obtained.
  • a resin composition was obtained in the same manner as in Example 1, except that 5 g of the composition obtained in Preparation Example 1 was used. Next, a sheet was obtained in the same manner as in Example 1, and after visually observing the appearance of the sheet, a laminated glass was obtained.
  • a resin composition was obtained in the same manner as in Example 1, except that 1 Og of the composition obtained in Preparation Example 1 was used. Then, a sheet was obtained in the same manner as in Example 1, and the sheet was After visually observing the appearance, a laminated glass was obtained.
  • a resin composition was obtained in the same manner as in Example 1, except that the composition lg obtained in Preparation Example 3 was used. Next, a sheet was obtained in the same manner as in Example 1, and after visually observing the appearance of the sheet, a laminated glass was obtained.
  • a resin composition was obtained in the same manner as in Example 1, except that the composition lg obtained in Preparation Example 4 was used. Next, a sheet was obtained in the same manner as in Example 1, and after visually observing the appearance of the sheet, a laminated glass was obtained.
  • a laminated glass was obtained in the same manner as in Example 1, except that the sheet obtained in Example 1 was sandwiched between green glasses (76 mm X 26 mm X 2 mm).
  • a resin composition was obtained in the same manner as in Example 1, except that 0.1 lg of the composition obtained in Preparation Example 5 was used. Next, a sheet was obtained in the same manner as in Example 1, and the appearance of the sheet was visually observed, and then a laminated glass was obtained.
  • a resin composition was obtained in the same manner as in Example 1, except that 0.1 lg of the composition obtained in Preparation Example 6 was used. Next, a sheet was obtained in the same manner as in Example 1, and the appearance of the sheet was visually observed, and then a laminated glass was obtained.
  • Example 13 A resin composition was obtained in the same manner as in Example 1, except that 0.1 lg of the composition obtained in Preparation Example 7 was used. Next, a sheet was obtained in the same manner as in Example 1, and the appearance of the sheet was visually observed, and then a laminated glass was obtained.
  • neodymium acetate 'monohydrate 5g plasticizer (3G_ ⁇ (Kisaneto to triethylene glycol over Gee 2 E Ji Le), manufactured by Akurosu Ltd.) and 2 g, poly Bulle butyral resin (S-LEC BH3, Sekisui Chemical Co., 7.) Og was mixed at 85 ° C. to obtain a resin composition. Next, a sheet was obtained in the same manner as in Example 1, and the appearance of the sheet was visually observed, and then a laminated glass was obtained.
  • plasticizer (3G_ ⁇ (Kisaneto to triethylene glycol over Gee 2 E Ji Le), manufactured by Akurosu Ltd.) and 2 g, poly Bulle butyral resin (S-LEC BH3, Sekisui Chemical Co., 7.) Og was mixed at 85 ° C. to obtain a resin composition. Next, a sheet was obtained in the same manner as in Example 1, and the appearance of the sheet was visually observed, and then a laminated glass was obtained.
  • a resin composition was obtained in the same manner as in Example 1, except that 1 g of the composition obtained in Comparative Preparation Example 1 was used. Next, a sheet was obtained in the same manner as in Example 1, and the appearance of the sheet was visually observed, and then a laminated glass was obtained.
  • the composition lg obtained in Comparative Preparation Example 2 was mixed at 85 ° C. with a polyvinyl butyral resin (Eslek BH3, manufactured by Sekisui Chemical Co., Ltd.) at 85 ° C. to obtain a resin composition. Next, a sheet was obtained in the same manner as in Example 1, and then a laminated glass was obtained.
  • a polyvinyl butyral resin Eslek BH3, manufactured by Sekisui Chemical Co., Ltd.
  • the composition lg obtained in Comparative Preparation Example 3 was mixed at 85 ° C. with a polyvinyl butyral resin (Eslec BL1, manufactured by Sekisui Chemical Co., Ltd.) at 85 ° C. to obtain a resin composition. Next, a sheet was obtained in the same manner as in Example 1, and then a laminated glass was obtained.
  • a polyvinyl butyral resin (Eslec BL1, manufactured by Sekisui Chemical Co., Ltd.) at 85 ° C.
  • composition lg obtained in Comparative Preparation Example 4 was mixed with a polybutyral resin (Eslec BL1, manufactured by Sekisui Chemical Co., Ltd.) at 85 ° C. together with 9. Og to obtain a resin composition.
  • a sheet was obtained in the same manner as in Example 1, and then a laminated glass was obtained.
  • the composition lg obtained in Comparative Preparation Example 5 was mixed at 85 ° C. with a polybutyral resin (Eslec BH3, manufactured by Sekisui Chemical Co., Ltd.) at 85 ° C. to obtain a resin composition. Then, the embodiment After a sheet was obtained in the same manner as in 1, a laminated glass was obtained.
  • a polybutyral resin Eslec BH3, manufactured by Sekisui Chemical Co., Ltd.
  • the laminated glass prepared by using the resin compositions of Examples 11 and 13 and Comparative Examples 12 and 13 was used in accordance with JIS K0101 23.
  • the haze at C was measured using a turbidimeter (product name: NDH-1001D P, manufactured by Nippon Denshoku Industries). Table 1 shows the measurement results.
  • the content of ⁇ ⁇ Figure 2 shows the relationship.
  • FIG. 3 shows the spectrum of the laminated glass of Example 13 and Comparative Example 1
  • FIG. 4 shows the spectrum of the laminated glass of Example 46.
  • the laminated glass of Examples 7 to 8 is shown in FIG. Fig. 5 shows the spectrum of.
  • FIG. 3-5 the spectral spectrum of the laminated glass of Example 18 is shown as E1-8, and the spectral spectrum of the laminated glass of Comparative Example 1 is shown as C1.
  • FIG. 6 shows the spectral spectrum of the laminated glass obtained in Example 9 at 300 to 2300 nm
  • FIG. 7 shows the spectral spectrum of the laminated glass obtained in Example 10 at 300 to 300 nm.
  • Example 1 ⁇ 87. 2 76. 4 2. 1
  • Example 2 ⁇ 91.3 90. 3 1.6
  • Example 4 ⁇ 84. 2 66. 6 3 1
  • Example 5 ⁇ 73.5 38.2 4.8
  • Example 6 ⁇ 63.7 20.7 12.6
  • Example 7 ⁇ 90. 1 88.2 13.2
  • Example 8 ⁇ 88. 1 84. 5 10.7
  • Example 9 ⁇ 78. 4 3.5 Example 10 ⁇ 71.5 57. 8 4.1
  • Example 11 ⁇ 86.5 55.6.10
  • Example 12 ⁇ 88.8 76. 9 14.7
  • xenon weather meter (Atlas C135, manufactured by Toyo Seiki Seisaku; light source: xenon lamp, automatic irradiation intensity: 0.78WZm 2, black panel temperature: 63 ° C) to have use of, subjected to 100 hours ultraviolet radiation was. Then, the spectral transmittance (T (%)) in the visible light of each laminated glass after the irradiation of the ultraviolet rays was measured in the same manner as described above.
  • the frosted glass was stored in air for 40 days. Then, the haze (H (%)) of each laminated glass was measured in the same manner as described above. The change in haze ( ⁇ (%)) of the laminated glass before and after long-term storage was calculated, and the long-term storage stability was evaluated based on the change. The smaller the value of ⁇ , the smaller the change in haze due to the effect of the solvent, indicating higher stability. Table 4 summarizes the results obtained.

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  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
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  • Materials Engineering (AREA)
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Abstract

L'invention concerne une composition de rEsine qui utilise une rEsine de polyvinylacEtal comme composant rEsine et qui est capable de confErer A un ElEment optique une excellente propriEtE anti-reflet et une propriEtE de transmission de la lumiEre suffisante. La composition de rEsine est caractErisEe en ce qu'elle contient un ion de mEtal des terres rares, un composE alkylphosphate ou un composE alcEnylphosphate et une rEsine de polyvinylacEtal.
PCT/JP2005/001273 2004-01-30 2005-01-28 Composition de resine et element optique Ceased WO2005073312A1 (fr)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007088941A1 (fr) * 2006-02-03 2007-08-09 Zeon Corporation Composition de polymere
WO2009123020A1 (fr) * 2008-03-31 2009-10-08 株式会社クレハ Composition de sel de cuivre, composition de résine l'utilisant, film absorbant dans l'infrarouge et élément optique

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60110756A (ja) * 1983-11-03 1985-06-17 Mitsubishi Rayon Co Ltd 希土元素含有樹脂組成物及びその製造法
WO1993001233A1 (fr) * 1991-07-10 1993-01-21 Seiko Epson Corporation Matiere plastique transparente
JPH09249877A (ja) * 1996-03-18 1997-09-22 Hitachi Maxell Ltd 赤外蛍光体
WO2000050932A1 (fr) * 1999-02-25 2000-08-31 Kureha Kagaku Kogyo Kabushiki Kaisha Materiau optique et element optique obtenu a partir du materiau optique
JP2002069305A (ja) * 2000-08-25 2002-03-08 Kureha Chem Ind Co Ltd 光学材料及びその製造方法

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000247985A (ja) * 1999-02-25 2000-09-12 Kureha Chem Ind Co Ltd 光学材料及び該光学材料を用いた光学部材

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60110756A (ja) * 1983-11-03 1985-06-17 Mitsubishi Rayon Co Ltd 希土元素含有樹脂組成物及びその製造法
WO1993001233A1 (fr) * 1991-07-10 1993-01-21 Seiko Epson Corporation Matiere plastique transparente
JPH09249877A (ja) * 1996-03-18 1997-09-22 Hitachi Maxell Ltd 赤外蛍光体
WO2000050932A1 (fr) * 1999-02-25 2000-08-31 Kureha Kagaku Kogyo Kabushiki Kaisha Materiau optique et element optique obtenu a partir du materiau optique
JP2002069305A (ja) * 2000-08-25 2002-03-08 Kureha Chem Ind Co Ltd 光学材料及びその製造方法

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007088941A1 (fr) * 2006-02-03 2007-08-09 Zeon Corporation Composition de polymere
WO2009123020A1 (fr) * 2008-03-31 2009-10-08 株式会社クレハ Composition de sel de cuivre, composition de résine l'utilisant, film absorbant dans l'infrarouge et élément optique
JP2009242650A (ja) * 2008-03-31 2009-10-22 Kureha Corp 銅塩組成物、並びに、これを用いた樹脂組成物、赤外吸収膜及び光学部材

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