US20140375945A1 - Aromatic polycarbonate polarising lens - Google Patents

Aromatic polycarbonate polarising lens Download PDF

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Publication number
US20140375945A1
US20140375945A1 US14/348,753 US201214348753A US2014375945A1 US 20140375945 A1 US20140375945 A1 US 20140375945A1 US 201214348753 A US201214348753 A US 201214348753A US 2014375945 A1 US2014375945 A1 US 2014375945A1
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Prior art keywords
polarizing
aromatic polycarbonate
film
sheet
lens
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US14/348,753
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English (en)
Inventor
Terutaka Tokumaru
Hideaki Kimura
Masayuki Akaki
Kyousuke Nakamura
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Mitsubishi Gas Chemical Co Inc
MGC Filsheet Co Ltd
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Mitsubishi Gas Chemical Co Inc
MGC Filsheet Co Ltd
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Assigned to MITSUBISHI GAS CHEMICAL COMPANY, INC., MGC FILSHEET CO., LTD. reassignment MITSUBISHI GAS CHEMICAL COMPANY, INC. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: AKAKI, Masayuki, KIMURA, HIDEAKI, NAKAMURA, KYOUSUKE, TOKUMARU, TERUTAKA
Publication of US20140375945A1 publication Critical patent/US20140375945A1/en
Abandoned legal-status Critical Current

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    • G—PHYSICS
    • G02—OPTICS
    • G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
    • G02C7/00—Optical parts
    • G02C7/12—Polarisers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D11/00—Producing optical elements, e.g. lenses or prisms
    • B29D11/00009—Production of simple or compound lenses
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D11/00—Producing optical elements, e.g. lenses or prisms
    • B29D11/00634—Production of filters
    • B29D11/00644—Production of filters polarizing
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D11/00—Producing optical elements, e.g. lenses or prisms
    • B29D11/0073—Optical laminates
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B1/00—Layered products having a non-planar shape
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B27/08—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/18—Layered products comprising a layer of synthetic resin characterised by the use of special additives
    • B32B27/20—Layered products comprising a layer of synthetic resin characterised by the use of special additives using fillers, pigments, thixotroping agents
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
    • B32B27/306—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers comprising vinyl acetate or vinyl alcohol (co)polymers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/36—Layered products comprising a layer of synthetic resin comprising polyesters
    • B32B27/365—Layered products comprising a layer of synthetic resin comprising polyesters comprising polycarbonates
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/04—Interconnection of layers
    • B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/12—Bonding of a preformed macromolecular material to the same or other solid material such as metal, glass, leather, e.g. using adhesives
    • C08J5/124—Bonding of a preformed macromolecular material to the same or other solid material such as metal, glass, leather, e.g. using adhesives using adhesives based on a macromolecular component
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
    • G02B5/3033—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00—Properties of the layers or laminate
    • B32B2307/40—Properties of the layers or laminate having particular optical properties
    • B32B2307/402—Coloured
    • B32B2307/4026—Coloured within the layer by addition of a colorant, e.g. pigments, dyes
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00—Properties of the layers or laminate
    • B32B2307/40—Properties of the layers or laminate having particular optical properties
    • B32B2307/42—Polarizing, birefringent, filtering
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00—Properties of the layers or laminate
    • B32B2307/50—Properties of the layers or laminate having particular mechanical properties
    • B32B2307/558—Impact strength, toughness
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2551/00—Optical elements
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2329/00—Characterised by the use 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 alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Derivatives of such polymer
    • C08J2329/02—Homopolymers or copolymers of unsaturated alcohols
    • C08J2329/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2369/00—Characterised by the use of polycarbonates; Derivatives of polycarbonates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2475/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
    • C08J2475/04—Polyurethanes

Definitions

  • the present invention relates to a polarizing lens obtained by subjecting a polarizing sheet to a bending process to provide a bent surface shape, or a polarizing lens constituted of an aromatic polycarbonate, which is formed by subjecting a polarizing sheet to a bending process to provide a bent surface shape, and then injecting the aromatic polycarbonate to one of the surfaces of the polarizing sheet.
  • Polarizing sheets constituted of a polycarbonate have excellent impact resistance and are light, and therefore are used for liquid crystal displays as well as windows of buildings, sunroofs of cars, and sunglasses or goggles to be used for marine sports, winter sports, fishing, etc.
  • Polarizing sheets which are obtained by laminating an aromatic polycarbonate sheet as a protection layer through an adhesive layer to each surface of a polarizing film obtained by stretching a polyvinyl alcohol film and dyeing it with a dichroic dye (hereinafter referred to as “aromatic polycarbonate polarizing sheet”), particularly have excellent impact resistance and also have high heat resistance, and therefore are used for polarizing lenses for sunglasses or goggles obtained from a bending process or injection molding process.
  • distortion of an image may be caused by unevenness of the thickness of the aromatic polycarbonate polarizing sheet, and there are problems such as poor outer appearance and causing eye strain.
  • an aromatic polycarbonate polarizing sheet whose coloring interference stripe has been hidden from view by subjecting an aromatic polycarbonate sheet to be used for a protection layer to a stretching process to cause a large retardation in advance (hereinafter referred to as “stretched polycarbonate polarizing sheet”), is known (Patent Document 1), and is used for polarizing lens products which have excellent outer appearance and are excellent in saving eye strain.
  • a polarizing lens which is formed by subjecting the afore-mentioned stretched polycarbonate polarizing sheet to a bending process to provide a spherical or aspherical shape, inserting the resultant stretched polycarbonate polarizing sheet into a mold and injecting an aromatic polycarbonate thereto, for the purpose of improving impact resistance more than that of a polarizing lens formed by subjecting the afore-mentioned stretched polycarbonate polarizing sheet to a bending process or forming a corrective lens having a focal refractive power (hereinafter referred to as “aromatic polycarbonate polarizing lens”), is known (Patent Documents 2 and 3).
  • the aromatic polycarbonate polarizing lens In the case of the aromatic polycarbonate polarizing lens, an aromatic polycarbonate is injected and filled in a mold, and therefore, there is an advantage that unevenness of the thickness of the inserted stretched polycarbonate sheet becomes invisible. Therefore, the aromatic polycarbonate polarizing lens is used for lens products without focal refractive power which are particularly excellent in impact resistance, outer appearance and prevention of eye strain.
  • the shape of each surface and the thickness of the formed lens can be freely set by suitably setting each surface shape of molds for the lens surfaces and the distance between the surfaces. Therefore, the surface shapes of molds and the distance between the surfaces are set based on the optical design so that the focal refractive power, prism diopter and image distortion of the formed lens become desired values.
  • the surface shape of the formed lens is the same as the surface shape of the mold contacted at the time of forming, but when the surface shape of the lens requires very high precision, in order to compensate decrease of the lens thickness and change of the surface shape due to volume contraction at the time of solidification of the thermosetting resin or thermoplastic resin filled in the mold, the surface shapes of molds for both the surfaces and the distance between the surfaces may be suitably and finely adjusted.
  • a hard coating, an antireflection film and the like are suitably formed, and then the lens is fixed to a frame by edging, hole making, screw tightening, etc., thereby providing sunglasses or goggles.
  • the amount of a dichroic dye dyeing a polyvinyl alcohol film is adjusted to obtain a concentration at which a polarization component in the horizontal direction of light incident on the polarizing lens is almost absorbed, and when the amount of the dichroic dye dyeing the polyvinyl alcohol film is further increased, a polarization component in the perpendicular direction of light incident on the polarizing lens is also absorbed in a large amount.
  • dichroic dye for dyeing the polyvinyl alcohol film not single, but several colors of dichroic dyes are used.
  • a polarizing lens having a desired color tone and transmittance can be obtained.
  • an aromatic polycarbonate polarizing sheet is subjected to a bending process to provide a spherical or aspherical shape, or an aromatic polycarbonate polarizing sheet subjected to a bending process is then inserted into a mold, to which aromatic polycarbonate is injected, thereby obtaining a polarizing lens which is excellent in terms of impact resistance, outer appearance and prevention of eye strain.
  • the present invention is a polarizing lens, which is formed by stretching a polyvinyl alcohol film and dyeing the film with a dichroic dye, bonding an aromatic polycarbonate sheet to both surfaces of the film via an adhesive layer and bending the obtained product to have a spherical or aspherical surface, wherein the area in which the dichroic dye seeps from the surface of the polyvinyl alcohol film is not more than a quarter of the thickness of the polyvinyl alcohol film, and wherein the central portion in the thickness direction of the polyvinyl alcohol film is not dyeing with the dichroic dye.
  • the present invention is a polarizing lens, which is formed by stretching a polyvinyl alcohol film and dyeing the film with a dichroic dye, bonding an aromatic polycarbonate sheet to both surfaces of the film via an adhesive layer, bending the obtained product to have a spherical or aspherical surface and injecting an aromatic polycarbonate to one of the surfaces of the polarizing sheet, wherein the area in which the dichroic dye seeps from the surface of the polyvinyl alcohol film is not more than a quarter of the thickness of the polyvinyl alcohol film, and wherein the central portion in the thickness direction of the polyvinyl alcohol film is not dyeing with the dichroic dye.
  • an aromatic polycarbonate polarizing lens which exhibits little variation in the color tone and transmittance before and after forming into the polarizing lens, and which provides little difference between products.
  • FIG. 1 shows a cross sectional view of an aromatic polycarbonate polarizing lens according to the present invention.
  • FIG. 2 shows photographs of cross-sectional surfaces of polarizing films to be used in an aromatic polycarbonate polarizing lens according to the present invention.
  • Photograph [A] corresponds to Sample No. [1] of Comparative Example 1
  • photographs [B] to [E] correspond to Sample Nos. [2] to [5] of Example 1, respectively.
  • FIG. 3 shows photographs of cross-sectional surfaces of polarizing films to be used in an aromatic polycarbonate polarizing lens according to the present invention. Photographs [F] to [I] correspond to Sample Nos. [6] to [9] of Example 2, respectively.
  • FIG. 4 shows photographs of cross-sectional surfaces of polarizing films to be used in an aromatic polycarbonate polarizing lens according to the present invention. Photographs [J] to [M] correspond to Sample Nos. [10] to [13] of Example 3, respectively.
  • aromatic polycarbonate polarizing lens of the present invention will be described below.
  • a resin film as a base material for a polarizing film is swollen in water, and then immersed in a dyeing solution containing a dye such as a dichroic dye while being directionally stretched to disperse the dichroic dye in the base resin in an oriented state, thereby obtaining a polarizing film to which polarization properties have been imparted.
  • polyvinyl alcohols may be used as the resin as the base material for the polarizing film to be used in this case.
  • polyvinyl alcohols polyvinyl alcohol (hereinafter referred to as “PVA”), PVA in which a slight amount of the acetic acid ester structure remains, and PVA derivatives, or polyvinyl formal that is an analog, polyvinyl acetal, saponified ethylene-vinyl acetate copolymer, etc. are preferred, and PVA is particularly preferred.
  • the weight-average molecular weight is preferably 50,000 to 350,000, and particularly preferably 150,000 to 300,000.
  • the scaling factor of stretching of the PVA film is preferably 2- to 8-fold, and particularly preferably 3- to 5-fold from the viewpoint of the dichroic ratio and film strength after stretching.
  • the thickness of the PVA film after stretching is not particularly limited, but because the film tears easily when it is thin and the light transmission of the film is reduced when it is thick, the thickness of the film is preferably about 20 to 50 ⁇ m.
  • a direct dye consisting of an azo dye having a sulfonic acid group is preferred, and direct dyes of respective colors are dissolved or dispersed in a dyeing solution at a concentration at which a desired color tone and transmittance of the polarizing film can be obtained.
  • an inorganic salt such as sodium chloride and sodium sulfate, as a dyeing aid, is suitably added to the dyeing solution.
  • the present inventors found that change in the color tone and transmittance when producing an aromatic polycarbonate polarizing sheet and subjecting it to the bending process while maintaining its processability so as not to generate a crack in a polarizing film varies depending on the depth of the area in which a dye seeps from the surface of a resin film as a base material of the polarizing film, and that the deeper the area in which the dye seeps from the surface of the resin film as the base material of the polarizing film is, the more the change in the color tone and transmittance when subjecting the sheet to the bending process while maintaining its processability so as not to generate a crack in the polarizing film increases.
  • the present inventors found that when the area in which the dye seeps from the surface of the resin film as the base material of the polarizing film is shallow, the change in the color tone and transmittance when subjecting the sheet to the bending process while maintaining its processability so as not to generate a crack in the polarizing film is small, and that particularly when the area in which the dye seeps from the surface of the resin film as the base material of the polarizing film is not more than a quarter of the thickness of the resin film, the change in the color tone and transmittance when subjecting the sheet to the bending process while maintaining its processability so as not to generate a crack in the polarizing film is small.
  • the depth of the area in which the dye seeps from the surface of the resin film can be adjusted by the temperature of the dyeing solution and the immersion time.
  • the temperature of the dyeing solution in the case of the PVA film is preferably 20° C. to 70° C., and particularly preferably 30° C. to 45° C.
  • the immersion time is selected such that the depth of the area in which the dye seeps from the surface of the resin film as the base material of the polarizing film becomes desirable.
  • the polarizing film is further treated with a metal compound and boric acid because it imparts excellent heat resistance and solvent resistance to the polarizing film.
  • the polarizing film can be treated by using a method in which the polarizing film dyeing in a solution of a dichroic dye is stretched during or after immersing in a mixed solution of a metal compound and boric acid, or a method in which the polarizing film dyeing and stretched in a solution of a dichroic dye is immersed in a mixed solution of a metal compound and boric acid.
  • transition metals belonging to Period 4, Period 5 and Period 6 may be used.
  • metal salts such as acetate, nitrate and sulfate of fourth-period transition metals such as chromium, manganese, cobalt, nickel, copper and zinc are preferred.
  • compounds of nickel, manganese, cobalt, zinc and copper are more preferred because they are inexpensive and excellent in the aforementioned effects.
  • More specific examples thereof include manganese (II) acetate tetrahydrate, manganese (III) acetate dihydrate, manganese (II) nitrate hexahydrate, manganese (II) sulfate pentahydrate, cobalt (II) acetate tetrahydrate, cobalt (II) nitrate hexahydrate, cobalt (II) sulfate heptahydrate, nickel (II) acetate tetrahydrate, nickel (II) nitrate hexahydrate, nickel (II) sulfate hexahydrate, zinc (II) acetate, zinc (II) sulfate, chromium (III) nitrate nonahydrate, copper (II) acetate monohydrate, copper (II) nitrate trihydrate and copper (II) sulfate pentahydrate.
  • any one of them may be used solely, and alternatively
  • the content of the metal compound and boric acid in the polarizing film is preferably 0.2 to 20 mg, and more preferably 1 to 5 mg per 1 g of the polarizing film.
  • the content of boric acid as boron is preferably 0.3 to 30 mg, and more preferably 0.5 to 10 mg.
  • composition of a treatment solution to be used for the treatment is set so as to satisfy the above-described contents.
  • concentration of the metal compound is 0.5 to 30 g/L and that the concentration of boric acid is 2 to 20 g/L.
  • Analysis of the content of metal and boron in the polarizing film can be conducted using atomic absorption spectrometry.
  • the immersion temperature is preferably 20 to 70° C., and particularly preferably 30 to 45° C.
  • the immersion time in the step of immersion using the metal compound and boric acid is preferably 0.5 to 15 minutes.
  • heating is carried out at a temperature of 70° C. or higher, preferably at a temperature of 90 to 120° C. for 1 to 120 minutes, preferably for 3 to 40 minutes.
  • a protection layer consisting of an aromatic polycarbonate sheet is laminated to each surface of the polarizing film through an adhesive layer.
  • a resin material for the aromatic polycarbonate sheet to be used in this case from the viewpoint of the film strength, heat resistance, durability or bending workability, polymers produced according to the well-known method from a bisphenol compound typified by 2,2-bis(4-hydroxyphenyl)alkane or 2,2-(4-hydroxy-3,5-dihalogenophenyl)alkane are preferred, and the polymer skeleton thereof may include a structural unit derived from a fatty acid diol or a structural unit having ester bonds.
  • an aromatic polycarbonate induced from 2,2-bis(4-hydroxyphenyl)propane is preferred.
  • the viscosity-average molecular weight is preferably 12,000 to 40,000, and from the viewpoint of the film strength, heat resistance, durability or bending workability, the viscosity-average molecular weight is particularly preferably 20,000 to 35,000.
  • the retardation value of the aromatic polycarbonate sheet from the viewpoint of suppression of a coloring interference stripe, the lower limit thereof is preferably 2,000 nm or higher.
  • the upper limit thereof is not particularly limited, but from the viewpoint of the film production, the upper limit is preferably 20,000 nm or lower, and particularly preferably 4,000 nm or higher and 20,000 nm or lower.
  • an acrylic resin-based material, a urethane resin-based material, a polyester resin-based material, a melamine resin-based material, an epoxy resin-based material, a silicone-based material or the like may be used, and in particular, from the viewpoint of the adhesive layer itself or transparency and adhesion properties with respect to aromatic polycarbonate at the time of adhering, a two-component thermosetting urethane resin consisting of polyurethane prepolymer that is a urethane resin-based material and a curing agent is preferred.
  • the aromatic polycarbonate polarizing sheet is obtained in this way.
  • the aromatic polycarbonate polarizing sheet to be used for the aromatic polycarbonate polarizing lens of the present invention is not limited to the aforementioned aromatic polycarbonate polarizing sheet. It is also possible to use an aromatic polycarbonate polarizing sheet also having the photochromic function, which is prepared using an adhesive in which a photochromic dye is dissolved for adhesion between the polarizing film and the aromatic polycarbonate of the protection layer.
  • a polarizing lens formed by subjecting an aromatic polycarbonate sheet to be used for the protection layer of the polarizing film to the stretching treatment in advance to provide a stretched polycarbonate polarizing sheet in which a large retardation has been generated, subjecting the stretched polycarbonate polarizing sheet to the bending process to impart spherical or aspherical surfaces thereto, and inserting the polarizing sheet into a mold and injecting the aromatic polycarbonate thereon in the above-described way.
  • the stretched polycarbonate polarizing sheet is subjected to the bending process.
  • Conditions for the bending process of the stretched polycarbonate polarizing sheet are not particularly limited, but the sheet must be bent so that it fits the surface of a mold to be used for injection molding. Further, in the case of the polarizing film, a crack in the stretching direction, so-called film cutting tends to be easily generated in the bending process.
  • the mold temperature in the bending process of the stretched polycarbonate polarizing sheet is preferably a temperature around the glass-transition temperature of the aromatic polycarbonate used for the stretched polycarbonate polarizing sheet.
  • the temperature of the stretched polycarbonate polarizing sheet immediately prior to the bending process is preferably adjusted to a temperature which is equal to or higher than a temperature 50° C.
  • the aromatic polycarbonate may be injected to the stretched polycarbonate polarizing sheet.
  • the mold temperature is preferably a temperature which is equal to or higher than a temperature 50° C. lower than the glass-transition temperature of the aromatic polycarbonate used for the stretched polycarbonate polarizing sheet and lower than the glass-transition temperature, and particularly preferably a temperature which is equal to or higher than a temperature 40° C. lower than the glass-transition temperature and lower than a temperature 15° C. lower than the glass-transition temperature.
  • the hard coating treatment may be carried out.
  • the burning temperature is preferably a temperature which is equal to or higher than a temperature 50° C. lower than the glass-transition temperature of the aromatic polycarbonate used for the stretched polycarbonate polarizing sheet and lower than the glass-transition temperature, and particularly preferably a temperature which is equal to or higher than a temperature 40° C. lower than the glass-transition temperature and lower than a temperature 15° C. lower than the glass-transition temperature, i.e., a temperature around 120° C.
  • the time required for burning the hard coat is about 30 minutes to 2 hours.
  • a color tone in the case of using several colors of dyes can be calculated from the sum of absorbance of respective dyes used at 380 to 780 nm using the XYZ colorimetric system or L*a*b* colorimetric system.
  • the same calculation method can be employed in the case of polarizing films in which desired color tone and transmittance are obtained by using several colors of dichroic dyes and changing the amounts of dyeing of the respective dichroic dyes in a polyvinyl alcohol film, and color tones before and after forming an aromatic polycarbonate polarizing sheet can also be calculated from the sum of absorbance values of respective dichroic dyes before and after forming.
  • a single color of dichroic dye was used and the transmittance and color tone before and after forming were measured to obtain color difference.
  • Polyvinyl alcohol (Kuraray Co., Ltd., trade name: VF-PS#7500) was swollen in water at 35° C. for 270 seconds while being stretched 2-fold. After that, it was dyeing in an aqueous solution containing Sumilight Red 4B (C.I.28160) and 10 g/L of anhydrous sodium sulfate at 35° C.
  • This dyeing film was immersed in an aqueous solution containing 2.3 g/L of nickel acetate and 4.4 g/L of boric acid at 35° C. for 120 seconds while being stretched 4-fold.
  • the film was dried at room temperature for 3 minutes in a state where the tension was retained, and then subjected to a heating treatment at 110° C. for 3 minutes, thereby obtaining a polarizing film.
  • Ax represents an absorbance of linearly-polarized light in the maximum transmission direction
  • Az represents an absorbance of linearly-polarized light in a direction perpendicular to the maximum transmission direction.
  • Ax and Az were measured by allowing the linearly-polarized light to be incident on the sample, using a spectrophotometer manufactured by Shimadzu Corporation (UV-3600).
  • FIG. 2 [A] A photograph of the cross-sectional surface of the obtained polarizing film is shown in FIG. 2 [A]. The photograph was taken using an optical microscope.
  • a urethane-based adhesive was applied to the polarizing film obtained in (a) using a bar coater #12, and it was dried at 70° C. for 10 minutes. After that, an aromatic polycarbonate sheet having a thickness of 0.3 mm and a retardation value of 5500 nm (Mitsubishi Gas Chemical Co., Inc.) was bonded to the polarizing film using a laminating machine so that both the stretch axis of the aromatic polycarbonate sheet and the stretch axis of the polarizing film are in the horizontal direction of the polarizing lens.
  • the adhesive was applied to the polarizing film side of the laminated sheet in the same manner as above, and another aromatic polycarbonate sheet was bonded thereto in the same way, thereby obtaining an aromatic polycarbonate polarizing sheet.
  • the thickness of the coated adhesive after curing was 9 to 11 ⁇ m.
  • the transmittance and color tone of the prepared aromatic polycarbonate polarizing sheet were measured using the spectrophotometer manufactured by Shimadzu Corporation (UV-3600).
  • the transmittance and the color tone obtained from the L*a*b* colorimetric system of Sample No. [1] are shown in Table 1.
  • the aromatic polycarbonate polarizing sheet obtained in (b) was subjected to the bending process using a mold having a base curve of 7.95 (curvature radius 66.67 mm).
  • a mold temperature 137° C.
  • retention time 1200 seconds.
  • the base curve as used herein refers to a curvature of the front surface of the lens, and it is a value obtained by dividing 530 by the curvature radius (unit of millimeter).
  • Polarizing films in which the amount of dyeing of the dichroic dye was the same and the area in which the dichroic dye seeps was changed, were obtained in a manner similar to that in (a), except that the dye concentration and dyeing time in the dyeing process were changed.
  • the photographs of cross-sectional surfaces of the obtained polarizing films are shown in [B] to [E] of FIG. 2 .
  • Polarizing films in which the amount of dyeing of the dichroic dye was the same and the area in which the dichroic dye seeps was changed, were obtained in a manner similar to that in Example 1, except that the film was stretched 4.4-fold in an aqueous solution containing nickel acetate and boric acid.
  • the photographs of cross-sectional surfaces of the obtained polarizing films are shown in [F] to [I] of FIG. 3 .
  • Polarizing films in which the amount of dyeing of the dichroic dye was the same and the area in which the dichroic dye seeps was changed, were obtained in a manner similar to that in Example 1, except that the film was stretched 4.8-fold in an aqueous solution containing nickel acetate and boric acid.
  • the photographs of cross-sectional surfaces of the obtained polarizing films are shown in [J] to [M] of FIG. 4 .
  • the color difference before and after processing is large
  • the aromatic polycarbonate polarizing lens comprising the polarizing film of the present invention, in which the area in which the dichroic dye seeps from the surface of the polyvinyl alcohol film is not more than a quarter of the thickness of the polyvinyl alcohol film and the central portion in the thickness direction of the polyvinyl alcohol film is not dyeing with the dichroic dye, the color difference before and after processing is small and the change in the color tone and transmittance before and after the bending process is small.

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  • Organic Chemistry (AREA)
  • Injection Moulding Of Plastics Or The Like (AREA)
  • Shaping By String And By Release Of Stress In Plastics And The Like (AREA)
US14/348,753 2011-10-03 2012-10-01 Aromatic polycarbonate polarising lens Abandoned US20140375945A1 (en)

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US20160377772A1 (en) * 2014-03-14 2016-12-29 Nitto Denko Corporation Laminate, stretched laminate, manufacturing method of stretched laminate, manufacturing method of optical film laminate having polarizing film using the same, and polarizing film
US10564325B2 (en) 2014-11-21 2020-02-18 Mitsubishi Gas Chemical Company, Inc. Protective film-attached functional sheet
US11119260B2 (en) 2017-09-29 2021-09-14 Sumitomo Bakelite Co., Ltd. Optical sheet and optical component

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JP2023013221A (ja) * 2021-07-15 2023-01-26 住友化学株式会社 偏光素子、偏光板、及び画像表示装置

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EP3006971A1 (en) * 2013-05-24 2016-04-13 Mitsubishi Gas Chemical Company, Inc. Functional sheet with protective film
EP3006971A4 (en) * 2013-05-24 2017-05-03 Mitsubishi Gas Chemical Company, Inc. Functional sheet with protective film
US20160377772A1 (en) * 2014-03-14 2016-12-29 Nitto Denko Corporation Laminate, stretched laminate, manufacturing method of stretched laminate, manufacturing method of optical film laminate having polarizing film using the same, and polarizing film
US10101514B2 (en) * 2014-03-14 2018-10-16 Nitto Denko Corporation Laminate, stretched laminate, manufacturing method of stretched laminate, manufacturing method of optical film laminate having polarizing film using the same, and polarizing film
US10564325B2 (en) 2014-11-21 2020-02-18 Mitsubishi Gas Chemical Company, Inc. Protective film-attached functional sheet
US11119260B2 (en) 2017-09-29 2021-09-14 Sumitomo Bakelite Co., Ltd. Optical sheet and optical component

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TWI570472B (zh) 2017-02-11
EP2765448B1 (en) 2020-07-15
WO2013051723A1 (ja) 2013-04-11
ES2809511T3 (es) 2021-03-04
US10838238B2 (en) 2020-11-17
KR20140067161A (ko) 2014-06-03
EP2765448A1 (en) 2014-08-13
EP2765448A4 (en) 2015-06-24
JPWO2013051723A1 (ja) 2015-03-30
TW201329559A (zh) 2013-07-16
KR101972191B1 (ko) 2019-04-24
US20190155059A1 (en) 2019-05-23
JP6104168B2 (ja) 2017-03-29
CN103842893A (zh) 2014-06-04
CN103842893B (zh) 2016-02-17

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