JP4739950B2 - Polarizing laminate and method for producing the same - Google Patents

Description

  The present invention provides a polarizing laminate having high impact resistance and integrity, and useful as a lens substrate (or optical substrate) such as sunglasses and goggles, a method for producing the same, and a function constituted by the laminate. The present invention relates to an optical component.

  Sun visors, sunglasses (including sunglasses with a degree), goggles, and the like are used to prevent glare from direct and reflected light and to protect the eyes from wind, rain, dust, and chemicals. In addition, sunglasses without a frame are also used in terms of fashion and light weight.

  Japanese Patent No. 3373492 (Patent Document 1) discloses a polarizing plate in which a protective film is laminated on at least one surface of a polyvinyl alcohol polarizing film with a one-component silicone moisture-curable adhesive. In this document, acyl cellulose resins, polycarbonate resins, polyester resins, and the like are described as protective films. JP-A-7-120617 (Patent Document 2) discloses a urethane prepolymer obtained by reacting a compound having two or more isocyanate groups in a molecule with a compound having active hydrogen that reacts with an isocyanate group in the molecule. A polarizing plate is disclosed in which a polarizing film having a water content of 8% by weight or more and a cellulose acetate-based protective film are adhered as an adhesive.

  However, in these polarizing plates, since the polarizing film contains moisture, the adhesion between the polarizing film and the protective sheet may be lowered. In addition, if a hole is made in these polarizing plates in order to prepare sunglasses without a frame or the like, not only cracks and cracks are generated in the periphery of the hole, but also optical distortion occurs. Therefore, high moldability cannot be imparted to the polarizing plate.

  In JP-A-8-101307 (Patent Document 3), a polarizing film in which a polarizing film made of a polyvinyl alcohol polymer and a support are laminated via an adhesive layer made of a polyester polyol and an aliphatic polyisocyanate. A plate is disclosed. This document also describes a cellulose ester film, polycarbonate film, polyamide film or the like as a support. Further, examples of the laminated structure of polarizing plates include a polarizing film / adhesive layer / support, and a polarizing film / adhesive layer / polarizing layer / adhesive layer / support.

  However, since the polarizing film is located on the surface of the polarizing plate, the polarizing film may be damaged. In addition, when a hole is made in a polarizing plate in order to prepare sunglasses or a lens without a frame, a crack or a crack may occur in the periphery of the hole and an optical distortion may occur. Therefore, high moldability cannot be reliably imparted to the polarizing plate.

  Japanese Patent Application Laid-Open No. 2002-189199 (Patent Document 4) discloses a polarizing molded article having a laminated structure including a polarizing plate in which a polarizer sheet layer is sandwiched between two protective sheet layers. A polarizing molded body is disclosed in which a layer and a resin sheet layer of a polyurethane sheet layer or a polyamide sheet layer are bonded with an adhesive or a pressure-sensitive adhesive, and the resin sheet layer and the thermoformed resin layer are thermally bonded. This document also describes that the polyamide sheet layer is a transparent polyamide sheet, and that the resin of the thermoforming resin layer is polyamide (transparent polyamide or the like), thermoplastic polyurethane, or polycarbonate.

  However, this polarizing molded body has a complicated laminated structure and is not only economically disadvantageous, but also improves the adhesion between the polarizing sheet and the protective sheet and the adhesion between the protective sheet and the resin sheet layer. It is difficult to do. For this reason, if the polarizing molded body is subjected to drilling or the like in order to prepare plastic glasses without a frame, cracks and optical distortion are likely to occur.

In addition, since polycarbonate resin is highly dispersible (low Abbe number), color dispersion of light occurs, light bleeds, and iridescent color unevenness is likely to occur when viewed obliquely. In order to suppress the generation of color unevenness caused by the use of such a polycarbonate resin, Japanese Patent No. 2838514 (Patent Document 5) discloses a protective film for a polarizing film having a thickness of 3000 to 6000 nm on one or both sides of the polarizing film. A polarizing plate in which a polycarbonate resin sheet having a retardation value is laminated is disclosed. This document describes that by increasing the retardation value, iridescent color unevenness that occurs when bending the lens shape is less likely to occur. However, since such a protective sheet is made of polycarbonate resin, the adhesiveness is still poor, and cracks and optical distortion are likely to occur. In addition, frames such as eyeglasses are often formed of a plastic containing a plasticizer such as cellulose acetate. Such a plasticizer bleeds out and moves to a polarizing plate, and is used for a polarizing film made of a polycarbonate resin. There is a risk of causing cracks in the protective film.
Japanese Patent No. 3373492 (claims, paragraph number [0016]) JP-A-7-120617 (Claims) JP-A-8-101307 (claims, paragraph numbers [0007] [0010]) JP 2002-189199 A (Claims) Japanese Patent No. 2838514 (Claims)

  Accordingly, an object of the present invention is to provide a polarizing laminate capable of efficiently imparting excellent properties (impact resistance, solvent resistance, light weight, etc.) even with a simple structure, a method for producing the same, and the laminate The object is to provide a functional optical component.

  Another object of the present invention is a polarizing laminate having a simple structure, high impact resistance, and high adhesion between the polarizing layer and the protective sheet, a method for producing the same, and functionality composed of the laminate. It is to provide an optical component.

  Still another object of the present invention is to provide a polarizing laminate that can improve molding processability and is useful as a lens substrate, a method for producing the same, and a functional optical component composed of the laminate.

  Another object of the present invention is that, even when subjected to bending processing (curving processing such as curved surface shape processing, particularly by thermoforming), not only does color unevenness occur, but also white spots can be prevented (or suppressed) and molded. An object of the present invention is to provide a polarizing laminate excellent in processability, a method for producing the same, and a functional optical component composed of the laminate.

  As a result of intensive studies to achieve the above-mentioned problems, the present inventors have (i) an adhesive having an isocyanate group or a urethane group in a laminate comprising protective layers laminated with an adhesive on both surfaces of a polarizing layer; In combination with a protective layer composed of a polyamide resin, or (ii) composed of a polyamide resin on at least one surface of a protective layer (particularly a protective layer composed of a polyamide resin) laminated on both sides of a polarizing layer By forming a thermoformable resin layer, it is possible to obtain a laminate having a simple structure, excellent impact resistance, solvent resistance, etc., high adhesion between layers, and excellent moldability, and protective layer If the retardation value of is significantly large, for example, even if the protective layer (protective layer composed of polyamide resin) is subjected to bending, the generation of white spots and the occurrence of uneven color can be prevented (or suppressed), and molding is performed. A laminate having excellent workability is obtained, and a polarizing sheet layer composed of such a polarizing layer and a protective layer is subjected to insert molding, and a thermoformable resin layer ( In particular, when the thermoformable resin layer made of polyamide resin was formed, the protective layer and the resin layer were found to be strongly heat bonded, and the present invention was completed.

  That is, the polarizing laminate of the present invention (hereinafter sometimes referred to as the polarizing laminate A) has a polarizing property composed of a polarizing sheet layer in which protective layers are laminated on both sides of the polarizing layer via an adhesive. In the laminate, the adhesive is made of an adhesive having an isocyanate group or a urethane group, and the protective layer is made of a polyamide resin.

  In addition, the polarizing laminate of the present invention (hereinafter sometimes referred to as the polarizing laminate B) is thermally bonded to the polarizing sheet layer having protective layers laminated on both sides of the polarizing layer and at least one of the protective layers. A polarizing laminate comprising a thermoformable resin layer (or heat-sealed), wherein the thermoformable resin layer is made of a polyamide resin. That is, in such a polarizing laminate (polarizing laminate B), an adhesive (or adhesive) is usually applied to at least one protective layer (particularly, a protective layer made of polyamide resin) of the polarizing sheet layer. The thermoformable resin layer directly made of polyamide resin is thermally bonded or heat-sealed without interposing an agent layer. In the polarizing laminate (B), the protective layer may have a protective layer laminated on both sides of the polarizing layer via an adhesive (such as the adhesive having the isocyanate group or the urethane group).

In the laminate (laminate (A) or laminate (B)), the protective layer may be composed of at least an amino group-containing polyamide (particularly a transparent polyamide resin). The protective layer may be made of a polyamide resin having an Abbe number of 40 to 60. Furthermore, the protective layer may have a retardation value of 300 nm or more. In the polarizing laminate of the present invention, the representative protective layer has an Abbe number of 40 comprising bis (amino C _5-10 cycloalkyl) C _1-6 alkanes and C _4-18 alkanedicarboxylic acids as constituent components. It is comprised with -60 alicyclic polyamide resin, and may have a retardation value of 300 nm or more.

  The adhesive may be composed of a two-component curable urethane adhesive, for example, an adhesive containing a compound (including an oligomer) having a free isocyanate group and a polyol. Further, at least one of the protective layers may be formed with a heat-bonded thermoformable resin layer. Such a thermoformable resin layer may be composed of a polyamide resin (particularly, a polyamide resin similar to the protective layer). When the thermoformable resin layer and the protective layer are made of polyamide resin, they not only have excellent mechanical properties (impact resistance, etc.) and chemical resistance, but also can be molded by injection molding (insert injection molding, etc.) Without causing separation between the moldable resin and the protective layer, it can be molded easily and efficiently, and the moldability or moldability can be further improved.

  In the method of the present invention, an adhesive having an isocyanate group or a urethane group is used, a protective layer made of a polyamide resin is laminated on both surfaces of the polarizing layer, and the polarizing laminate (or the polarizing sheet layer) (or A polarizing laminate A) is produced. In this method, a protective layer having a retardation value of 300 nm or more may be used, and after the protective layer is laminated, bending may be performed (bending by thermoforming). When a protective layer having such a high retardation value is used, even if the protective layer is formed of a polyamide resin, white spots or white spots are generated. When the polarizing laminate (polarizing plate) is overlapped and observed with transmitted light, it is possible to efficiently prevent or suppress the generation of white spots that appear to cross white as white. Moreover, in the said manufacturing method, a light-polarizing sheet layer may be used for insert molding, and a thermoformable resin layer may be formed in at least one protective layer by injection molding.

  In such a laminated body, since a specific adhesive and a protective layer composed of a polyamide resin are combined, high adhesion can be obtained with a simple structure. Therefore, even if it uses for drilling etc., a crack, a crack, etc. do not produce | generate in a laminated body, and an optical distortion does not arise.

  In the method of the present invention, a thermoformable resin layer composed of a polyamide resin is formed by injection molding on at least one protective layer of a polarizing sheet layer in which protective layers are laminated on both sides of the polarizing layer, A light-sensitive laminate (polarizing laminate B) is produced. In this method, in particular, the polarizing sheet layer may be subjected to insert molding, and at least one protective layer may be formed with a thermoformable resin layer made of polyamide resin by injection molding.

  The present invention also includes a functional optical component excluding a lens (or other than a lens) composed of the polarizing laminate (for example, the polarizing laminate A). Moreover, the lens (or functional optical component comprised by the lens) comprised by the said polarizing laminated body (for example, the said polarizing laminated body B) is also contained.

  In the present invention, a protective layer composed of a polyamide resin is bonded using a specific adhesive, or a thermoformable resin layer composed of a polyamide resin is formed on the protective layer. In addition, excellent properties (impact resistance, solvent resistance, light weight, etc.) can be efficiently imparted to the polarizing laminate. That is, a combination of a specific adhesive and a polyamide resin can increase the adhesion between the polarizing layer and the protective layer, so that the impact resistance is high, and the protective layer is made of a polyamide resin. Compared with the polarizing laminated body comprised with resin, the polarizing laminated body excellent in solvent resistance and lightness can be obtained with a simple structure. On the other hand, by directly forming a thermoformable resin layer made of polyamide resin on the protective layer without using an adhesive layer or the like, the surface layer of the laminate is configured with high adhesion to the protective layer. Thus, the above-described characteristics (impact resistance, solvent resistance, light weight, etc.) can be improved without complicating the structure.

  In the present invention, a protective layer made of a polyamide resin may be adhered using a specific adhesive, or a thermoformable resin layer made of a polyamide resin may be formed on the protective layer, so that It has a structure, is lightweight, has high impact resistance and high integrity, and can greatly improve the adhesion between the polarizing layer and the protective layer. Moreover, it can prevent effectively that an optical distortion produces | generates, without producing a crack and a crack, even if it processes a polarizing laminated body, such as punching. Therefore, molding processability can be improved and it is useful as a lens substrate. Furthermore, the polarizing laminate of the present invention can be subjected to bending processing (curved surface processing, particularly bending by thermoforming) by combining the polyamide resin and a specific retardation value in the protective layer, In addition to the occurrence of uneven color, white spots can be prevented (or suppressed) and molding processability is excellent.

  The polarizing laminate (polarizing laminate A) of the present invention is composed of at least a polarizing sheet layer (or a polarizing sheet or a polarizing plate), and this polarizing sheet layer is an adhesive (or an adhesive). It has a structure in which protective layers are laminated on both sides of a polarizing layer (or polarizing film) via a configured adhesive layer). In addition, a polarizing laminate may be obtained by thermally bonding a thermoformable resin layer to at least one protective layer of the polarizing sheet layer.

  Moreover, the polarizing laminate of the present invention (polarizing laminate B) includes a polarizing sheet layer and a thermoformable resin layer thermally bonded to at least one of the protective layers. It is configured.

(Polarizing layer)
The polarizing layer is composed of a polyvinyl alcohol polarizing film, and this polarizing film is generally composed of a polyvinyl alcohol resin film and a dichroic substance (such as iodine or a dichroic dye). Polyvinyl alcohol resin is a polymer of vinyl acetate, a saponified product of a copolymer of vinyl acetate and a small amount of a copolymerizable monomer (such as unsaturated carboxylic acid, unsaturated sulfonic acid, or cationic monomer). Derivatives from chemical compounds (formal, acetal, etc.) may also be used. Specific examples of the polyvinyl alcohol resin include polyvinyl alcohol, polyvinyl acetal, and polyvinyl butyral. The average degree of polymerization of the polyvinyl alcohol-based resin may be, for example, about 1000 to 10,000, preferably about 3000 to 5000. Further, the saponification degree of the polyvinyl alcohol resin is 85 mol% or more, preferably 90 mol% or more (for example, 90 to 100 mol%), more preferably 95 mol% or more (for example, 98 to 100 mol%). It is.

  The polarizing layer or polarizing film can be obtained by subjecting a polyvinyl alcohol resin film to swelling treatment, dyeing treatment with a dichroic substance, crosslinking treatment, stretching treatment (uniaxial stretching treatment of about 3 to 7 times magnification), and the like. it can. The thickness of the polarizing layer may be, for example, about 5 to 100 μm (for example, 10 to 80 μm). The surface of the polarizing layer or polarizing film may be subjected to various surface treatments (for example, corona discharge treatment, plasma treatment, anchor coat treatment, etc.) in order to improve adhesion.

(Protective layer)
A protective layer (or a protective film or a protective film for a polarizing film) made of a polyamide resin may be formed on both surfaces of the polarizing layer. As described above, in the polarizing laminate (polarizing laminate A), the protective layer is composed of a polyamide resin. Examples of the polyamide resin include an aliphatic polyamide resin (aliphatic polyamide), an alicyclic polyamide resin (alicyclic polyamide), and an aromatic polyamide resin (aromatic polyamide). The polyamide resin may be a homopolyamide or a copolyamide.

Aliphatic polyamides include homopolyamides such as aliphatic diamine components (C _4-14 alkylene diamines such as tetramethylene diamine, hexamethylene diamine and dodecane diamine) and aliphatic dicarboxylic acid components (adipic acid, sebacic acid and dodecane). Condensates with C _6-14 alkanedicarboxylic acid such as diacid) (for example, polyamide 46, polyamide 66, polyamide 610, polyamide 612, polyamide 1010 etc.), carbon such as lactam (ε-caprolactam, ω-laurac lactam, etc.) A homopolyamide (for example, polyamide 6, polyamide 11, polyamide 12, etc.) of an aminocarboxylic acid (such as an aminocarboxylic acid having about 4 to 16 carbon atoms such as ε-aminoundecanoic acid). Etc .; For example, a copolyamide (for example, a 6-aminocaproic acid and a 12-aminododecanoic acid copolymerized with a monomer component capable of constituting a polyamide such as the aliphatic diamine component, aliphatic dicarboxylic acid component, lactam and aminocarboxylic acid) Copolymer; copolymer of 6-aminocaproic acid, 12-aminododecanoic acid, hexamethylenediamine and adipic acid; polyamide 6/11, polyamide 6/12, polyamide 66/11, polyamide 66/12, etc.) it can.

Examples of the alicyclic polyamide include a homo- or copolyamide having at least one selected from an alicyclic diamine and an alicyclic dicarboxylic acid as a constituent component. Examples of the alicyclic diamine include diamino C _5-10 cycloalkanes such as diaminocyclohexane; bis (4-aminocyclohexyl) methane, bis (4-amino-3-methylcyclohexyl) methane, 2,2-bis (4 ′ -Bis (amino C _5-10 cycloalkyl) C _1-6 alkanes such as -aminocyclohexyl) propane and the like. The alicyclic diamine has a substituent such as an alkyl group (C _1-6 alkyl group such as methyl group or ethyl group, preferably C _1-4 alkyl group, more preferably C _1-2 alkyl group). May be. Examples of the alicyclic dicarboxylic acid include C _5-10 cycloalkanedicarboxylic acids such as cyclohexane-1,4-dicarboxylic acid and cyclohexane-1,3-dicarboxylic acid.

The alicyclic polyamide is an aliphatic diamine (C _4-14 alkylene such as tetramethylene diamine, hexamethylene diamine or dodecane diamine) together with the alicyclic diamine and / or alicyclic dicarboxylic acid as the diamine component and dicarboxylic acid component. Diamines) and / or aliphatic dicarboxylic acids (C _4-18 alkanedicarboxylic acids such as adipic acid, sebacic acid, dodecanedioic acid, etc.) as constituent components may be used.

Preferred alicyclic polyamides include, for example, alicyclic diamines [for example, bis (amino C _5-10 cycloalkyl) C _1-6 alkanes, preferably bis (amino C _6-8 cycloalkyl) C _{1- 6} alkanes, more preferably bis (aminocyclohexyl) C _1-3 alkanes] and aliphatic dicarboxylic acids (eg C _4-18 alkane dicarboxylic acids, preferably C _6-16 alkane dicarboxylic acids, more preferably C ₈ Examples thereof include resins (homo or copolyamide) having _-14 alkanedicarboxylic acids) as constituent components. Typical alicyclic polyamide resins (alicyclic polyamide resins containing alicyclic diamines and aliphatic dicarboxylic acids as constituent components) include alicyclic polyamides represented by the following formula (1). It is.

Wherein X represents a direct bond, an alkylene group or an alkenylene group, R ¹ and R ² represent the same or different alkyl groups, m and n are 0 or an integer of 1 to 4, and p and q are (Indicates an integer of 1 or more)
In the formula (1), examples of the alkylene group (or alkylidene group) represented by the group X include C _1-6 such as methylene, ethylene, ethylidene, propylene, propane-1,3-diyl, 2-propylidene, and butylene. An alkylene group (or alkylidene group), preferably a C _1-4 alkylene group (or alkylidene group), more preferably a C _1-3 alkylene group (or alkylidene group). Further, examples of the alkenylene group represented by the group X include C _2-6 alkenylene groups such as vinylene and propenylene, preferably C _2-4 alkenylene groups.

In the substituents R ¹ and R ² , the alkyl group includes, for example, a C _1-6 alkyl group such as methyl, ethyl, propyl, isopropyl, butyl group, preferably a C _1-4 alkyl group, and more preferably a C _{1- 2} alkyl groups (methyl, ethyl, etc.) are mentioned.

The numbers m and n of these substituents R ¹ and R ² can each be selected from 0 or an integer of 1 to 4, but are usually 0 or an integer of 1 to 3, preferably 0 or an integer of 1 to 2, More preferably, it may be 0 or 1. Further, the substitution positions of the substituents R ¹ and R ² can usually be selected from the 2-position, the 3-position, the 5-position, and the 6-position with respect to the amide group, and preferably the 2-position and the 6-position.

  In the formula (1), p is, for example, 4 or more (for example, about 4 to 30), preferably 6 or more (for example, about 6 to 20), and more preferably 8 or more (for example, about 8 to 15). There may be. In the formula (1), q (degree of polymerization) is, for example, 5 or more (for example, about 10 to 1000), preferably 10 or more (for example, about 30 to 800), more preferably 50 or more (for example, About 100 to 500).

  In addition, alicyclic polyamide has high transparency and is known as so-called transparent polyamide. The alicyclic polyamide resin as described above can also be obtained, for example, from Daicel Degussa Co., Ltd., for example, as “Trogamid”, from Emus as “Grilamid”. The alicyclic polyamide resins may be used alone or in combination of two or more.

The aromatic polyamide includes an aliphatic diamine component (C _4-14 alkylene diamine such as tetramethylene diamine, hexamethylene diamine and dodecane diamine) and an aliphatic dicarboxylic acid component (adipic acid, sebacic acid, dodecanedioic acid and the like). C _4-14 alkanedicarboxylic acid and the like) a polyamide whose at least one component is an aromatic component, for example, a polyamide whose diamine component is an aromatic component [an aromatic diamine such as MXD-6 (metaxylylenediamine, etc.) and Condensates with aliphatic dicarboxylic acids], polyamides whose dicarboxylic acid components are aromatic components [Condensates of aliphatic diamines (trimethylhexamethylenediamine, etc.) and aromatic dicarboxylic acids (terephthalic acid, isophthalic acid, etc.)] Etc. are included.

  As the polyamide resin, a homo- or copolyamide containing dimer acid as a dicarboxylic acid component, a small amount of polyfunctional polyamine and / or polycarboxylic acid component, a polyamide having a branched chain structure, a modified polyamide (N-alkoxymethyl polyamide) Etc.) may be used. Further, depending on the application, the polyamide resin may be a thermoplastic elastomer.

  These polyamide resins may be used alone or in combination of two or more. Preferred polyamide resins include aliphatic polyamides, transparent polyamide resins (alicyclic polyamide resins) and the like, and alicyclic polyamides are particularly preferable from the viewpoint of mechanical strength, solvent resistance (chemical resistance), and the like. .

  The number average molecular weight of the polyamide resin may be, for example, about 6,000 to 300,000, preferably 10,000 to 200,000, and more preferably about 15,000 to 100,000.

  The polyamide resin may have a carboxyl group and / or an amino group, and preferably has at least an amino group. The carboxyl group concentration of the polyamide-based resin may be, for example, about 1 to 200 mmol / kg, preferably 5 to 150 mmol / kg, more preferably 10 to 100 mmol / kg (for example, about 20 to 80 mmol / kg), Usually, it is often about 30 to 75 mmol / kg. The amino group concentration of the polyamide resin may be, for example, about 1 to 150 mmol / kg, preferably 5 to 100 mmol / kg, more preferably about 10 to 75 mmol / kg (for example, about 15 to 75 mmol / kg). In many cases, it is about 20-70 mmol / kg.

  Further, the ratio between the carboxyl group concentration and the amino group concentration is, for example, the former / the latter = 0.2 / 1 to 4/1 (for example, 0.3 / 1 to 3.5 / 1), preferably 1/1. To about 3/1, more preferably about 1/1 to 3/1 (for example, 2/1 to 2.8 / 1).

  The polyamide resin may have crystallinity. In particular, the polyamide resin is a polyamide resin having a microcrystalline property (for example, a crystallinity of 1 to 20%, preferably 1 to 10%, more preferably about 1 to 8%) (for example, represented by the formula (1)). The alicyclic polyamide resin such as alicyclic polyamide). The crystallinity can be determined by conventional thermal analysis (differential scanning calorimeter), and the crystallinity can be determined by determining the heat of fusion from the endothermic peak area (S) of the polyamide resin. The heat of fusion is, for example, 30 J / g or less (for example, about 1 to 30 J / g), preferably 20 J / g or less (for example, about 2 to 20 J / g), more preferably 17 J / g or less (3 to 17 J / g). g)).

  The polyamide resin may have a heat melting temperature (or melting point), and the heat melting temperature (Tm) is, for example, about 100 to 300 ° C, preferably about 110 to 280 ° C, and more preferably about 130 to 260 ° C. There may be. In particular, the heat melting temperature (Tm) of the polyamide resin having crystallinity (particularly microcrystalline) may be, for example, about 150 to 300 ° C, preferably about 180 to 280 ° C, and more preferably about 210 to 260 ° C. .

  The polyamide resin often has a high Abbe number compared to a polycarbonate resin or the like. In particular, a protective layer composed of a polyamide resin having a high Abbe number can efficiently prevent the formation of iridescent color unevenness as found in a polycarbonate resin. Therefore, the Abbe number of the polyamide resin can be selected from the range of 30 or more (for example, about 32 to 65), usually 35 or more (for example, about 35 to 65), for example, 40 or more (for example, about 40 to 60). , Preferably 42 or more (for example, about 42 to 58), more preferably 44 or more (for example, about 44 to 55).

  In the polarizing laminate (polarizing laminate B), the resin constituting the protective layer is not limited to a polyamide resin, and examples thereof include a polycarbonate resin, a polyester resin, a polyurethane resin, a polyamide resin, and cellulose. Derivatives (for example, cellulose esters such as acetyl cellulose), olefin resins [for example, polyethylene resins (polyethylene, ethylene-propylene copolymer, ethylene-ethyl acrylate copolymer, ionomer, etc.), polypropylene resins ( For example, polypropylene, propylene-ethylene copolymer, etc.), cyclic olefin resin, etc.]. These resins may be used alone or in combination of two or more to form a protective layer. Among these, in particular, in the polarizing laminate B, a resin constituting a preferable protective layer is a polyamide resin (such as the polyamide resin exemplified above).

  In addition, as described in Japanese Patent No. 2838514 and the like, when a protective film is usually made of a resin such as a polycarbonate resin, iridescent color unevenness occurs in the protective film. In the said patent document, the production | generation of the iridescent color unevenness is prevented by making the retardation value ((DELTA) n * d) of a protective film into 3000-6000 nm.

  On the other hand, in the present invention, as described above, the protective layer is usually made of a polyamide resin having a higher Abbe number than that of a polycarbonate resin or the like. Color unevenness does not occur (or generation of iridescent unevenness can be suppressed or prevented at a high level). However, when the protective layer (or polarizing laminate) made of polyamide resin is subjected to bending processing (curved surface processing), one or a number of white spots [or cross white spots, cross-shaped cloudy marks or protective films] A cloudy mark generated at a location (for example, four corners) occurs. In particular, the occurrence of such white spots is often more pronounced when a curved surface is processed by thermoforming.

  Therefore, in the present invention, by forming the retardation value of the protective layer (or protective film) as high as 300 nm or more, generation of white spots in the protective layer (or polarizing sheet layer or polarizing laminate) is prevented (or Suppression). The retardation value of the protective layer can be selected from the range of 300 nm or more (for example, about 320 to 20000 nm), and is usually 350 nm or more (for example, about 370 to 15000 nm), for example, 400 nm or more (for example, 420 to 10000 nm), preferably 450 nm or more (for example, about 470 to 7000 nm), more preferably 500 nm or more (for example, about 520 to 6000 nm), particularly 550 nm or more (for example, about 570 to 5000 nm), usually 400 to 6000 nm (for example, 400 to 5000 nm).

  In particular, from the viewpoint of molding processability (for example, bending processability), the retardation value of the protective layer (or polarizing sheet layer or polarizing laminate) is, for example, 5000 nm or less (for example, about 300 to 4800 nm). , Preferably 4500 nm or less (for example, about 350 to 4200 nm), more preferably 4000 nm or less (for example, about 400 to 3500 nm), particularly 3000 nm or less (for example, about 500 to 2500 nm), usually 2000 nm or less (for example, 600 to 1500 nm, Preferably, it may be about 800 to 1300 nm.

  In addition, the retardation value of the said protective layer can be selected from the range of 1300 nm or more (for example, about 1300-20000 nm), for example, should just be 1500 nm or more (for example, about 1600-15000 nm), for example, 1800 nm or more ( For example, about 1900 to 10,000 nm, preferably 2000 nm or more (for example, about 2100 to 7000 nm), more preferably 2200 nm or more (for example, about 2300 to 6000 nm), particularly 2500 nm or more (for example, about 3000 to 5000 nm). Good. The retardation value can be defined by, for example, the product (Δn · d) of the refractive index difference (Δn) between the refractive index in the stretching direction and the refractive index in the direction perpendicular thereto and the thickness (d).

  The method for producing a protective layer (protective film) having a high retardation value as described above is not particularly limited as long as the predetermined retardation value can be provided. Usually, the said protective film can be manufactured by orientating the film shape | molded by various shaping | molding methods.

  Although it does not specifically limit as a shaping | molding method of the protective layer which has the said high retardation value, Usually, a melt extrusion molding method, a solution casting method, etc. are mentioned. In the melt extrusion method, for example, the polyamide resin or the resin constituting the protective layer is melt-mixed with an extruder or the like, extruded from a die (for example, T die), and cooled to form a film (protective layer). It may be manufactured. From the viewpoint of film productivity, the melt extrusion method is preferred. The resin temperature when the polyamide resin or the resin constituting the protective layer is melted and molded (melt molding) can usually be selected from a temperature range of about 120 ° C. to 350 ° C., for example, 130 to 300 ° C., preferably May be about 150 to 280 ° C, more preferably about 160 to 250 ° C.

  The thickness of the film to be oriented is not particularly limited, but can be selected from a range of about 0.01 to 5 mm, for example, 0.1 to 3 mm, preferably 0.2 to 2 mm, and more preferably 0.3 to 1.5 mm. It may be about (for example, 0.35 to 1 mm).

  The orientation of the film can be performed by a conventional method such as drawing (drawing) or stretching. For example, in the solution casting method, a pre-dried film containing a solvent may be oriented by stretching. In the melt film forming method, the film-like melt extruded from the die of the extruder is cooled by a cooling means such as a cooling roll, the film-like melt extruded from the die is cooled, and a predetermined stretching temperature is obtained. Examples thereof include a method of stretching at a temperature higher than the glass transition temperature and lower than the melting point. From the viewpoint of film productivity, a melt film formation method, particularly a melt extrusion method is preferred. Further, the film only needs to be oriented in at least one direction (vertical or take-up direction MD or width direction TD), and may be oriented in a crossing or orthogonal direction. In many cases, the orientation of the film is usually orientation by stretching. For example, the film may be a uniaxially stretched or biaxially stretched film (particularly a uniaxially stretched film).

  The degree of orientation (stretch ratio) of the film can be selected according to the retardation value, and is 1.05 to 5 times (for example, 1.1 to 4 times), preferably 1.2 to 3.5 times in at least one direction. More preferably, it may be 1.3 to 2.8 times), particularly about 1.4 to 2.8 times. The degree of orientation depends on the thickness of the film as described above. For example, when the thickness of the film is about 0.4 to 1 mm, the draw ratio may be about 1.1 to 3 times. Further, in the biaxially stretched film, it is 1.1 to 3 times (preferably 1.2 to 3 times, more preferably 1.3 to 3 times, particularly 1.4 to 2 times) in one direction (for example, MD direction). .5 times), and 1.1 to 3 times (preferably 1.2 to 3 times, more preferably 1.3 to 3 times, particularly 1.4 to 2.5 times) in the other direction (for example, TD direction). Times).

  The stretching temperature can be adjusted according to the glass transition temperature of the polyamide resin or the resin constituting the protective layer, and is, for example, 80 ° C. or higher (for example, about 80 to 210 ° C.), preferably 110 ° C. or higher (for example, 110 to 110 ° C.). About 200 ° C.), more preferably 115 ° C. or more (for example, about 115 to 130 ° C.).

  The orientation of the film is a stepwise method (off-line molding) in which the film-like melt is wound and then stretched at a predetermined stretching temperature, or a continuous method in which the film-like melt is stretched at a predetermined stretching temperature. (Online molding) may be performed.

  The protective layer contains various additives such as stabilizers (thermal stabilizers, ultraviolet absorbers, antioxidants, etc.), plasticizers, lubricants, fillers, colorants, flame retardants, antistatic agents and the like. Also good.

  Although the thickness of a protective layer can be selected according to a use and is not specifically limited, For example, 20-1000 micrometers, Preferably it is 30-800 micrometers, More preferably, about 50-300 micrometers may be sufficient. Various surface treatments (for example, corona discharge treatment, plasma treatment, anchor coat treatment, etc.) may be applied to the surface of the protective layer in order to improve adhesion.

(adhesive)
The polarizing layer and the protective layer may usually be bonded via an adhesive (or adhesive layer). Examples of the adhesive (or adhesive component) constituting the adhesive layer include an adhesive having an isocyanate group or a urethane group, an epoxy adhesive, a vinyl acetate adhesive, an acrylic adhesive, a polyamide adhesive, Examples include imino group-containing polymers (such as polyethyleneimine), polyester resins, coupling agents (such as silane coupling agents), and the like. These adhesives may be used alone or in combination of two or more.

  In particular, in the polarizing laminate (polarizing laminate A), the adhesive (or adhesive layer) for bonding the polarizing layer and the protective layer is composed of an adhesive having an isocyanate group or a urethane group. Yes. Such an adhesive can be composed of a polyisocyanate compound having an isocyanate group and a polyol, and the polyisocyanate compound may be a low molecular weight polyisocyanate, and is formed by reaction of an oligomer (polyisocyanate compound and polyol). And an oligomer having a free isocyanate group).

  Examples of polyisocyanate compounds include aliphatic polyisocyanates such as hexamethylene diisocyanate (HMDI); alicyclic polyisocyanates such as 1,4-cyclohexane diisocyanate, dicycloalkylmethane-4,4′-diisocyanate, and isophorone diisocyanate (IPDI). Isocyanates; aromatic polyisocyanates such as phenylene diisocyanate, tolylene diisocyanate (TDI), diphenylmethane-4,4′-diisocyanate (MDI), and araliphatic polyisocyanates such as xylylene diisocyanate. Polyisocyanates can be used alone or in combination of two or more. As the polyisocyanate compound, diisocyanate is often used.

  The polyisocyanate compound may be a modified body such as a burette or allophanate, a multimer such as a dimer or trimer, or a block polyisocyanate.

  As an oligomer, a compound having a free isocyanate group obtained by reacting an excess amount of the polyisocyanate with respect to a polyol, for example, about 1.2 to 2 mol (especially 1.5 to 2 mol) with respect to 1 mol of a diol. The compound etc. which reacted diisocyanate of this can be illustrated.

Polyols constituting the adhesive or the oligomer include polyester polyols [C _4-12 alkane dicarboxylic acid components (such as adipic acid), C _2-12 alkane diol components (ethylene glycol, propylene glycol, butanediol, neopentyl glycol). Etc.), polyester diols (aliphatic polyester diols) obtained from C _4-12 lactone components (eg ε-caprolactone etc.), such as poly (ethylene adipate), poly (1,4-butylene adipate), poly (1, 6-hexane adipate), poly-ε-caprolactone, etc .; polyester diols using aromatic dicarboxylic acid instead of part of the alkanedicarboxylic acid]; polyether polyols [polyethylene glycol, polytrimethylene Poly (oxy C _2-4 alkylene) glycols such as ether glycol, polypropylene glycol, polytetramethylene ether glycol, block copolymers of these poly (oxyalkylene) glycols (polyoxyethylene-polyoxypropylene block copolymer) Aromatic polyether diols, for example, alkylene oxide adducts of aromatic diols such as bisphenol A-alkylene oxide adducts (C _2-4 alkylene oxide adducts such as ethylene oxide and propylene oxide) and the like]; Examples include polyester ether diol (polyester ether diol using the polyether diol as part of the diol component); polycarbonate polyol and the like.

  These polyols can be used alone or in combination of two or more. Of these polyols, at least oligomer or polymer type polyols such as polyester polyols, polyether polyols (particularly polytetramethylene ether glycol) and polycarbonate polyols are often used.

In preparation of the oligomer, in addition to a chain extender, for example, glycols [for example, C _2-10 alkanediol such as ethylene glycol, propylene glycol, 1,4-butanediol, 1,6-hexanediol, etc.] Diamines [aliphatic diamines such as C _2-10 alkylene diamines such as ethylene diamine, tetramethylene diamine and hexamethylene diamine; alicyclic diamines such as isophorone diamine; aromatic diamines such as phenylene diamine and xylylene diamine] Can also be used. A chain extender can be used individually or in combination of 2 or more types.

  The adhesive may be a thermoplastic polyurethane obtained by reacting a polyisocyanate compound and a polyol in an equivalent ratio, but is a two-part curable urethane system composed of a polyisocyanate compound having a free isocyanate group and a polyol. It is often an adhesive. This two-component curable urethane-based adhesive may be composed of a non-oligomer-type low molecular weight polyisocyanate compound (for example, a polyisocyanate such as a trimer having an isocyanurate ring) and a polyol. The oligomer type polyisocyanate having a free isocyanate group (polyisocyanate having a free isocyanate group and a urethane bond) and a polyol are often used. The ratio of the polyisocyanate compound and the polyol is, for example, the former / the latter = 0.5 / 1 to 1.5 / 1, 0.8 / 1 to 1.3 / 1 as the molar ratio of the isocyanate group to the hydroxyl group. In particular, it is often about 0.9 / 1 to 1.2 / 1.

  The adhesive layer may contain various additives, stabilizers (thermal stabilizers, ultraviolet absorbers, antioxidants, etc.), plasticizers, colorants, flame retardants, antistatic agents, viscosity modifiers, and the like. .

  The thickness of the adhesive layer can be selected from the range of, for example, about 0.1 to 80 μm in terms of solid content, and may be usually 1 to 60 μm, preferably 2 to 50 μm, and more preferably about 5 to 40 μm. .

(Polarizing sheet layer and polarizing laminate)
The polarizing sheet layer (or polarizing sheet or polarizing laminate) can be produced by laminating protective layers on at least both surfaces of the polarizing layer. That is, the polarizing sheet layer (or the polarizing sheet or the polarizing laminate, the polarizing laminate A) is composed of a polyamide resin on both sides of the polarizing layer using the adhesive having the isocyanate group or the urethane group. It can manufacture by laminating | stacking a protective layer. In this method, usually, a resin film or sheet made of a polyamide resin or a resin constituting the protective layer is often bonded to both surfaces of the polarizing layer (polarizing film, polarizing film or sheet) as a protective layer. For example, the polarizing film is fed out from the feeding roll, and an adhesive is applied while feeding out the resin film or sheet from the feeding roll, and the resin film or sheet is adhered to both surfaces of the polarizing film with the adhesive, and the laminated sheet is wound up. You may wind up with a roll. In addition, when using the polarizing sheet in which the release film is formed on both surfaces of the polarizing film, the peeling film on both sides is peeled off while feeding the polarizing sheet from the feeding roll, and the polarizing film and the resin film or sheet are adhered. Good. The polarizing sheet layer (laminate) may be aged at an appropriate temperature (for example, about 30 to 70 ° C.) after bonding the polarizing film and the resin film or sheet with an adhesive.

  In order to adjust the coatability, the adhesive is an organic solvent, for example, hydrocarbons (aliphatic hydrocarbons such as hexane, alicyclic hydrocarbons such as cyclohexane, aromatic hydrocarbons such as toluene, etc. ), Halogenated hydrocarbons, esters (such as ethyl acetate), ketones (such as acetone, methyl ethyl ketone, and methyl isobutyl ketone), ethers (such as dioxane and tetrahydrofuran), and the like. The ethers may be alkylene glycol dialkyl ethers such as ethylene glycol diethyl ether, alkylene glycol alkyl ether acetates such as ethylene glycol monoethyl ether monoacetate, and the like.

  When the polarizing layer and the protective layer made of polyamide resin are combined with an adhesive, high adhesion can be obtained because the polarizing layer and the protective layer react with the adhesive. For this reason, even if the polarizing sheet layer is subjected to various processes such as punching, bending, and drilling, cracks and cracks do not occur, and the workability (moldability) can be greatly improved. Therefore, the polarizing sheet layer may be a sheet-like polarizing laminated member that has been punched and / or bent. This laminated member may be a planar member or may be thermoformed into a spherical shape (one surface is convex and the other surface is concave) by hot press molding or the like.

  In particular, in the use of an optical member such as sunglasses, the polarizing sheet is formed by bending processing [curved surface shape (for example, convex surface or spherical surface processing (one surface is convex, the other surface is concave), etc.]). As described above, if a protective film (or a polarizing sheet layer) made of a polyamide resin is subjected to such bending, the birefringence increases. Such white spots can be efficiently prevented or suppressed by using a protective layer having a high retardation value as described above (for example, 300 nm or more). The polarizing sheet layer may be a polarizing sheet layer having a curved surface shape [or a polarizing sheet layer that has been bent (convex shape processing)] In other words, in the present invention, it is high as described above. Using a protective layer having a retardation value (for example, a retardation value of 300 nm or more) and laminating this protective layer on the polarizing layer, bending (particularly, bending by thermoforming), the polarizing sheet layer ( Alternatively, a polarizing laminate may be manufactured.

  In the polarizing sheet layer having a curved shape, the radius of curvature is not particularly limited, but may be generally 20 to 140 mm, preferably 40 to 120 mm, and more preferably about 60 to 100 mm. When a protective layer having a high retardation value as described above (for example, 1300 nm or more) is used, the polarizing sheet layer can be molded while efficiently preventing white spots even when bent with such a curvature. .

  As described above, the retardation value of the protective layer is somewhat increased by bending. The retardation value [or the difference (R2−R1) between the retardation value (R2) of the bent protective film for polarizing film and the retardation value (R1) of the protective layer] that increases by bending is as follows. Depending on the degree, it can be selected from the range of 50 to 400 nm (for example, 50 to 350 nm), for example, 60 to 300 nm (for example, 70 to 270 nm), preferably 80 to 250 nm (for example, 90 to 230 nm), and more preferably May be about 100 to 200 nm.

  That is, in the polarizing sheet layer having a curved shape, the retardation value of the protective layer having a corresponding curved shape (a protective layer that has been bent, a protective layer that has been bent, and a protective layer in the polarizing laminate that has been bent). Is represented by the sum of the retardation value of the protective layer and the retardation value increased by the bending process (for example, about 50 to 400 nm). Specifically, the retardation value of the protective layer having a curved shape can be selected from a range of, for example, 400 nm or more (for example, about 420 to 20400 nm), and is usually 450 nm or more (for example, about 470 to 15300 nm). For example, 480 nm or more (for example, about 490 to 10200 nm), preferably 500 nm or more (for example, about 520 to 7100 nm), more preferably 550 nm or more (for example, about 580 to 6100 nm), particularly 600 nm or more (for example, 650 to 5100 nm). Degree).

  In particular, the retardation value of the protective layer having a curved shape is, for example, 5100 nm or less (for example, about 400 to 4900 nm), preferably 4600 nm or less (for example, about 450 to 4300 nm), and more preferably 4100 nm or less (for example, 500 to 500 nm). 3100 nm), especially 3100 nm or less (for example, about 600 to 2600 nm), usually 2100 nm or less (for example, about 700 to 1600 nm, preferably about 900 to 1400 nm).

  The polarizing sheet layer having a curved surface shape can be obtained by bending the polarizing sheet layer (planar polarizing sheet layer) (particularly bending by thermoforming). Bending (curved surface processing) can usually be performed by thermoforming. In the case of bending, a protective film having a specific retardation value (for example, a retardation value of 300 nm or more) can be suitably used as described above. The thermoforming method is not particularly limited, and examples thereof include a single-curved surface forming method and a double-curved surface forming method (vacuum forming, free blow molding, pressure air forming, hot press forming, etc.), but a particularly preferable thermoforming method is a vacuum. Molding. The thermoforming temperature is usually 40 to 50 ° C. lower than the glass transition temperature Tg of the resin (for example, polyamide resin) constituting the protective layer (protective film for polarizing film) (usually 90 ° C.) to about Tg + 20 ° C. In many cases, the temperature is 90 ° C. or higher (for example, 90 to 200 ° C.), preferably 100 to 190 ° C., and more preferably about 110 to 160 ° C.

  In the present invention, since the protective layer composed of the polyamide resin and the specific adhesive are combined, cracks and cracks occur even when subjected to other molding processes such as punching and drilling. There is no, and the moldability is high. Therefore, the polarizing sheet may be a polarizing sheet that has been punched or punched in addition to bending.

  As long as the polarizing laminate of the present invention is composed of at least a polarizing sheet layer, it may be composed of a polarizing sheet layer alone, or a thermoformable resin layer thermally bonded to at least one protective layer of the polarizing sheet layer. You may comprise with the polarizing laminated body (composite laminated body) provided with. In particular, the polarizing laminate (polarizing laminate B) is composed of the polarizing sheet layer and a thermoformable resin layer thermally bonded to at least one of the protective layers.

  The thermoformable resin layer may be formed on the protective layers on both sides of the polarizing sheet layer, but is often formed on one protective layer of the polarizing sheet layer. When forming in one protective layer, you may usually form a thermoformable resin layer in the protective layer of the emitted light side (side in contact with eyes).

  Examples of the resin constituting this resin layer include various thermoplastic resins that can be thermoformed, such as olefin resins (polypropylene, poly (4-methylpentene-1), etc.), styrene resins (polystyrene, acrylonitrile-styrene). Polymer, styrene-methyl methacrylate copolymer, etc.), acrylic resin (polymethyl methacrylate, methyl methacrylate-styrene copolymer, etc.), polyester resin (homo or copolyester having an alkylene arylate unit, or aromatic) Polyester resin), polyamide resin (for example, the above exemplified polyamide resin such as alicyclic polyamide resin), polycarbonate resin (such as bisphenol polycarbonate resin such as bisphenol A), thermoplastic polyurethane resin, cross-linked carbonization Hydrogen ring Kalimantan ring, norbornane ring, made of a resin (JSR Corporation having a cyclopentane ring) "Arton" manufactured by Nippon Zeon Co., Ltd. "Zeonex", Mitsui Chemicals Co., Ltd. "APEL", etc.), and others. As the thermoplastic resin, acyl cellulose (for example, cellulose triacetate, cellulose diacetate, cellulose acetate propionate, cellulose acetate butyrate, etc.) may be used, and the acyl cellulose may be plasticized with a plasticizer. Alternatively, it may be acylcellulose internally plasticized such as cellulose acetate propionate, cellulose acetate butyrate and the like.

  These resins are preferably optically isotropic and transparent resins when the laminate is used for optical applications. Moreover, it is preferable that it is resin with small birefringence. Such a resin is usually amorphous (or amorphous) in many cases. As the resin, a resin having high impact resistance is also preferable. Examples of the resin having these characteristics include the above-described polyamide resins (particularly transparent polyamide resins), polycarbonate resins, thermoplastic polyurethane resins, and acylcelluloses.

  In the polarizing laminate (polarizing laminate B), the thermoformable resin layer is made of a polyamide resin. Examples of the polyamide resin include the polyamide resins (for example, alicyclic polyamides) exemplified in the section of the protective layer. In the polarizing laminate B, the thermoformable resin layer may be composed of a single or two or more polyamide resins.

  Furthermore, the resin constituting the resin layer may be the same system as or the same resin as the resin constituting the protective layer (for example, a polyamide resin such as the alicyclic polyamide resin). That is, the thermoformable resin layer may be composed of a polyamide resin (particularly, the same polyamide resin as the protective layer). A polarizing laminate in which the resin layer and protective layer are made of polyamide resin is not only excellent in processability, mechanical properties (impact resistance, etc.) and chemical resistance, but also can be easily molded. It can be simplified and is industrially advantageous. That is, even if it is molded by injection molding (insert injection molding or the like), it can be molded easily and efficiently without causing separation of the protective layer and the resin layer, and moldability or moldability can be further improved.

  The resin layer contains various additives, such as stabilizers (thermal stabilizers, ultraviolet absorbers, antioxidants, etc.), plasticizers, lubricants, fillers, colorants, flame retardants, antistatic agents, and the like. Also good.

  The thickness of the resin layer is not particularly limited, and can be selected from a range of about 0.1 to 8 mm, for example, and may be about 0.5 to 5 mm (for example, 0.5 to 3 mm). The resin layer may have a uniform thickness throughout, and the thickness may be continuously increased or decreased continuously from the central portion toward the peripheral portion. Even in the polarizing laminate having such a thickness distribution, the average thickness of the resin layer can be selected from the same range as described above, and may be generally about 0.5 to 3 mm.

  The resin layer can be formed by various thermoforming methods such as compression molding method, transfer molding method, extrusion molding method, injection molding method, injection compression molding method, etc., injection molding method (that is, insert injection molding method), injection compression method. In many cases, a resin layer is formed by a molding method. Of these molding methods, the injection molding method is particularly preferable. In the insert injection molding, the polarizing sheet layer (particularly, a polarizing sheet layer having a curved surface shape) is arranged at a predetermined position of the mold, and the molten resin of the resin layer or a composition thereof is injection molded into the mold. This can be done. In addition, resin may be injection-molded on one surface of the polarizing sheet layer (sheet-shaped polarizing laminate member), and resin (or a composition thereof) of the resin layer is injection-molded on both surfaces of the sheet-like polarizing laminate member. May be. For example, a spherical sheet-shaped polarizing laminate member may be injection-molded with a resin on a convex surface and / or a concave surface, and is usually often injection-molded with a resin on the concave surface side. The injection molding can be performed by a conventional method. For example, it is melt kneaded at a temperature of about 150 to 400 ° C. (preferably 200 to 350 ° C., more preferably 250 to 330 ° C.) depending on the type of resin. The thermoplastic resin can be injected at a pressure of about 100 to 300 MPa (preferably 120 to 280 MPa, more preferably 150 to 250 MPa). Moreover, in order to remove the optical distortion produced | generated by injection molding, you may anneal a molded object. When the injection compression molding method is used, a compressive force can be applied to the resin in the mold after injecting the molten resin into the mold, so that generation of molding distortion and optical anisotropy can be suppressed, and dimensional accuracy can be improved. A highly polarizing laminate (polarizing molded body) can be obtained.

  In the polarizing laminate, the thermoformable resin layer is usually formed by thermal bonding directly on at least one surface of the protective layer without an adhesive layer or the like as described above. By such thermal bonding, a polarizing laminate excellent in adhesion to the protective layer and further in impact resistance can be obtained with a simple structure without complicating the structure. And, in particular, by constituting the thermoformable resin layer with a polyamide resin, not only has excellent adhesion to a protective layer (particularly, a protective layer made of polyamide resin), but also has excellent lightness and solvent resistance, Furthermore, a polarizing laminate in which the occurrence of iridescent color unevenness is suppressed or prevented can be obtained.

  In addition, on one surface of the polarizing laminate (as described above, when the resin layer is formed on one protective layer of the polarizing sheet layer, the other protective layer), various processing treatments, for example, A hard coat treatment, an antireflection treatment, an antifogging treatment, an antifouling treatment, a mirror processing treatment or the like may be performed, or a combination of these plural processing treatments may be performed.

  Hard coat treatment includes thermosetting resin [silicone compound (alkoxysilane or partially hydrolyzed condensate thereof), epoxy thermosetting resin, etc.], photocurable resin or ultraviolet curable resin (acrylic photocurable resin). , Epoxy-based photocurable resin) or the like can be applied to the surface of the polarizing laminate and cured (thermosetting, photocuring). The thickness of the hard coat layer subjected to the hard coat treatment may be, for example, about 1 to 10 μm, preferably 2 to 8 μm, and more preferably about 3 to 6 μm.

The antireflection treatment is performed by using a vapor deposition method, a coating method, etc., and a plurality of inorganic layers having different refractive indexes [for example, zirconium oxide (such as ZrO ₂ ), silicon oxide (such as SiO ₂ ), aluminum oxide ( An inorganic oxide layer such as Al ₂ O ₃ or the like, or a titanium oxide (such as TiO ₂ )] or an organic layer can be formed on the surface of the polarizing laminate.

  Further, the antifogging treatment can be performed by coating the surface of the polarizing laminate with a hydrophilic resin, and the antifouling treatment can be performed with a low surface tension substance (silicone-based or fluorine-based substance) on the surface of the polarizing laminate. Can be carried out by coating. Furthermore, the mirror processing can be performed by forming a reflective metal film such as aluminum on the surface of the polarizing laminate by vapor deposition.

  INDUSTRIAL APPLICABILITY The present invention is useful as a lens substrate for glasses, for example, an optical substrate for sunglasses (including sunglasses with a degree), goggles and the like. In particular, it is useful as a lens base material for eyeglasses without a frame because optical distortion does not occur even when subjected to processing such as drilling. In addition, since the polarizing laminate of the present invention combines a polyamide resin and a specific adhesive, it has excellent design properties and is excellent in molding processability and mechanical properties (such as mechanical strength). Moreover, the polarizing laminate of the present invention is excellent in chemical resistance, and, for example, does not cause cracking even when brought into contact with a frame containing a plasticizer, and has high durability. Furthermore, in the present invention, it is possible to efficiently prevent the occurrence of color unevenness, and in particular, by significantly increasing the retardation value of the protective layer, it is possible to prevent the occurrence of white spots due to the bending process even when the polyamide resin is used.

  In addition, the functional optical component of the present invention is only required to be composed of the polarizing laminate (composite laminate), for example, a lens (optical lens) and a functional optical component including a lens (for example, glasses, Functional optical components other than lenses (and functional optical components equipped with lenses) [for example, shading (or anti-glare) components (for example, hat visors, sun visors for car shades, etc.) , Filters (for example, optical filters), protective sheets (for example, protective sheets for displays), etc.]. The lens may be composed of a lens body and the polarizing laminate (lens substrate) bonded to the lens body.

  Hereinafter, the present invention will be described in more detail based on examples, but the present invention is not limited to these examples.

  In addition, while showing the resin and adhesive agent used by the Example and the comparative example below, the characteristic of the shape | molded protective layer and polarizing laminated body was measured with the following method.

[resin]
Torogamide CX7323: manufactured by Daicel Degussa Co., Ltd., alicyclic polyamide resin, average Abbe number 52, glass transition temperature 140 ° C. (dried at 90 ° C. for 3 hours in a shelf dryer)
Grillamide TR55: Swiss EMS, alicyclic polyamide resin, Abbe number 45, glass transition temperature 160 ° C. (90 ° C., 3 hours, dried in a shelf dryer)
Grillamide TR90: Swiss EMS, alicyclic polyamide resin, Abbe number 50 (dried at 90 ° C for 3 hours in a shelf dryer)
Polycarbonate resin: manufactured by Idemitsu Petrochemical Co., Ltd., average polymerization degree 80, Abbe number 29, glass transition temperature 145 ° C. (dried at 120 to 125 ° C. for 3 hours).

[adhesive]
TM-595 / CAT-RT85: manufactured by Toyo Morton, polyurethane adhesive BLS-3082 / CAT-RT85: manufactured by Toyo Morton, polyurethane adhesive EL-420: manufactured by Toyo Morton, polyethylene Imine adhesive.

[Retardation value]
The retardation values of the protective layers obtained in Examples and Comparative Examples were measured with an automatic birefringence meter (manufactured by Oji Scientific Instruments, trade name “KOBRA-21DH”).

[White spot test]
From the convex surface direction of the polarizing sheet (polarizing plate) having a curved surface obtained in Examples and Comparative Examples, another polarizing plate (planar polarizing plate, manufactured by Rennes Japan Co., Ltd., trade name “k-hs200”). ) Was irradiated with light (through polarized light), and white spots were evaluated by visual observation from the concave direction of the polarizing plate according to the following criteria.

A: No white spot was observed. ○: A slight white spot was observed. X: A white spot was observed.

[Adhesive strength]
After immersing the polarizing sheet (polarizing plate) having a curved shape obtained in Examples and Comparative Examples in hot water at 70 ° C. for 20 minutes, a measuring instrument (“RTC-1210” manufactured by Orientec Co., Ltd.) Was used to measure the adhesive strength (laminate strength) at a tensile speed of 300 mm / min, and the peel strength (adhesion strength) of the protective layer with respect to the polyvinyl alcohol polarizing film was measured.

[water resistant]
The state of film peeling after immersing the polarizing sheet (polarizing plate) having a curved shape obtained in Examples and Comparative Examples in hot water at 30 to 35 ° C. for 2 weeks was visually observed based on the following criteria.

○: No lifting of the interface (protective layer) ×: Lifting of the interface (protective layer) (film peeling) is observed.

[Lens moldability]
The moldability of the polarizing laminated sheets obtained in Examples and Comparative Examples was evaluated according to the following criteria.

◯: The protective layer and the lens molding resin layer were firmly bonded without peeling. ×: The protective layer and the lens molding resin layer were peeled off.

[Rainbow color unevenness test]
The convex surfaces of the polarizing laminates (polarizing lenses) obtained in Examples and Comparative Examples were visually observed obliquely, and color unevenness was evaluated according to the following criteria.

○: Iridescent color unevenness was not observed. ×: Rainbow color unevenness was observed.

[Crack test during drilling]
A through-hole having a diameter of 2 mm was formed in the polarizing laminate (polarizing lens) obtained in Examples and Comparative Examples using a lens hole drill (manufactured by Kubota Seiki Seisakusho, DM-3).

○: No crack occurred. ×: Crack occurred.

(Example 1)
An alicyclic polyamide resin (trogamide CX7323) was heated and melted, the molten resin was extruded from a T die with a φ40 mm single screw extruder at a thickness of 0.63 mm, cooled with a chill roll, and then wound up with a winder. While the wound sheet is guided to a longitudinal uniaxial stretching apparatus composed of four rolls each having an independent number of rotations and temperature, while being heated to a temperature (about 140 to 160 ° C.) slightly higher than the glass transition point of the resin, Uniaxial stretching was performed at a stretching ratio of 2.50 to obtain a protective layer having a thickness of 0.25 mm. A polyurethane adhesive (TM-595 / CAT-RT85) is applied to one side of the obtained protective layer with a thickness of 4 μm, and the adhesive is applied to both sides of a polyvinyl alcohol polarizing film (made by Polatechno Co., Ltd.) having a thickness of about 40 μm. The said protective layer which apply | coated the agent was adhere | attached, and the light-polarizing sheet (polarizing plate) was shape | molded. The obtained polarizing plate was cut out with a Thomson blade into a predetermined shape (a shape in which a pair of opposed edges of a substantially quadrangular shape flared outward in a substantially arc shape). The cut out polarizing plate is placed in a far-infrared heating furnace at about 160 ° C., preheated for 1 to 2 minutes, and then placed on a concave mold having a radius of curvature of 87 mm whose temperature is adjusted to about 160 ° C. Vacuum suction was performed through the suction holes to obtain a polarizing sheet (polarizing plate) having a curved surface shape.

  Then, on the concave surface of the lens mold installed in the injection molding machine, a polarizing plate having a curved surface or a polarizing sheet (bent polarizing plate) is placed, and after closing the mold, the temperature is 280 ° C. A melt-kneaded lens molding resin (trogamide CX7323) was injected at a pressure of 200 MPa to mold a polarizing laminate (polarizing lens).

(Example 2)
An alicyclic polyamide resin (grill amide TR55) was melted by heating, the molten resin was extruded from a T die with a φ40 mm single screw extruder to a thickness of 0.56 mm, cooled with a chill roll, and then wound up with a winder. While the wound sheet is led to a longitudinal uniaxial stretching apparatus composed of four rolls each having an independent rotation speed and temperature, while being heated to a temperature slightly higher than the glass transition point of the resin (about 160 to 180 ° C.), Uniaxial stretching was performed at a stretching ratio of 2.00 to obtain a protective layer having a thickness of 0.28 mm. A polyurethane adhesive (TM-595 / CAT-RT85) is applied to one side of the obtained protective layer with a thickness of 4 μm, and the adhesive is applied to both sides of a polyvinyl alcohol polarizing film (made by Polatechno Co., Ltd.) having a thickness of about 40 μm. The said protective layer which apply | coated the agent was adhere | attached, and the light-polarizing sheet (polarizing plate) was shape | molded. The obtained polarizing plate was cut out with a Thomson blade into a predetermined shape (a shape in which a pair of opposed edges of a substantially quadrangular shape flared outward in a substantially arc shape). The cut out polarizing plate is placed in a far-infrared heating furnace at about 180 ° C., preheated for 1 to 2 minutes, and then placed on a concave mold having a radius of curvature of 87 mm that is temperature-controlled at about 180 ° C. Vacuum suction was performed through the suction holes to obtain a polarizing sheet (polarizing plate) having a curved surface shape.

  Then, on the concave surface of the lens mold installed in the injection molding machine, a polarizing plate having a curved surface or a polarizing sheet (bent polarizing plate) is placed, and after closing the mold, the temperature is 280 ° C. The melt-kneaded lens molding resin (Grillamide TR55) was injected at a pressure of 200 MPa to mold a polarizing laminate (polarizing lens).

(Example 3)
An alicyclic polyamide resin (grill amide TR55) was melted by heating, the molten resin was extruded from a T die with a φ40 mm single screw extruder to a thickness of 0.56 mm, cooled with a chill roll, and then wound up with a winder. While the wound sheet is led to a longitudinal uniaxial stretching apparatus composed of four rolls each having an independent rotation speed and temperature, while being heated to a temperature slightly higher than the glass transition point of the resin (about 160 to 180 ° C.), Uniaxial stretching was performed at a stretching ratio of 2.00 to obtain a protective layer having a thickness of 0.28 mm. A polyurethane adhesive (TM-595 / CAT-RT85) is applied to one side of the obtained protective layer with a thickness of 4 μm, and the adhesive is applied to both sides of a polyvinyl alcohol polarizing film (made by Polatechno Co., Ltd.) having a thickness of about 40 μm. The said protective layer which apply | coated the agent was adhere | attached, and the light-polarizing sheet (polarizing plate) was shape | molded. The obtained polarizing plate was cut out with a Thomson blade into a predetermined shape (a shape in which a pair of opposed edges of a substantially quadrangular shape flared outward in a substantially arc shape). The cut out polarizing plate is placed in a far-infrared heating furnace at about 180 ° C., preheated for 1 to 2 minutes, and then placed on a concave mold having a radius of curvature of 87 mm that is temperature-controlled at about 180 ° C. Vacuum suction was performed through the suction holes to obtain a polarizing sheet (polarizing plate) having a curved surface shape.

  Then, on the concave surface of the lens mold installed in the injection molding machine, a polarizing plate having a curved surface or a polarizing sheet (bent polarizing plate) is placed, and after closing the mold, the temperature is 280 ° C. A melt-kneaded lens molding resin (trogamide CX7323) was injected at a pressure of 200 MPa to mold a polarizing laminate (polarizing lens).

Example 4
An alicyclic polyamide resin (trogamide CX7323) was heated and melted, the molten resin was extruded from a T die with a φ40 mm single-screw extruder to a thickness of 0.50 mm, cooled with a chill roll, and then wound up with a winder. While the wound sheet is guided to a longitudinal uniaxial stretching apparatus composed of four rolls each having an independent number of rotations and temperature, while being heated to a temperature (about 140 to 160 ° C.) slightly higher than the glass transition point of the resin, Uniaxial stretching was performed at a stretching ratio of 1.50 to obtain a protective layer having a thickness of 0.33 mm. A polyurethane adhesive (BLS-3082 / CAT-RT85) was applied to one side of the obtained protective layer with a thickness of 4 μm, and the adhesive was applied to both sides of a polyvinyl alcohol polarizing film (made by Polatechno Co., Ltd.) having a thickness of about 40 μm. The said protective layer which apply | coated the agent was adhere | attached, and the light-polarizing sheet (polarizing plate) was shape | molded. The obtained polarizing plate was cut out with a Thomson blade into a predetermined shape (a shape in which a pair of opposed edges of a substantially quadrangular shape flared outward in a substantially arc shape). The cut out polarizing plate is placed in a far-infrared heating furnace at about 160 ° C., preheated for 1 to 2 minutes, and then placed on a concave mold having a radius of curvature of 87 mm whose temperature is adjusted to about 160 ° C. Vacuum suction was performed through the suction holes to obtain a polarizing sheet (polarizing plate) having a curved surface shape.

  Then, on the concave surface of the lens mold installed in the injection molding machine, a polarizing plate having a curved surface or a polarizing sheet (bent polarizing plate) is placed, and after closing the mold, the temperature is 280 ° C. A melt-kneaded lens molding resin (trogamide CX7323) was injected at a pressure of 200 MPa to mold a polarizing laminate (polarizing lens).

(Example 5)
Four rolls in which the alicyclic polyamide resin (trogamide CX7323) is heated and melted with a φ40 mm single screw extruder, extruded from a T die onto a chill roll with a thickness of 0.56 mm, and cooled and solidified. The film was led to a longitudinal uniaxial stretching apparatus consisting of uniaxially stretched at a stretch ratio of 2.00 while being heated to a temperature slightly higher than the glass transition point of the resin (about 140 to 160 ° C.) to obtain a protective layer having a thickness of 0.28 mm. . A polyurethane adhesive (BLS-3082 / CAT-RT85) was applied to one side of the obtained protective layer with a thickness of 4 μm, and the adhesive was applied to both sides of a polyvinyl alcohol polarizing film (made by Polatechno Co., Ltd.) having a thickness of about 40 μm. The said protective layer which apply | coated the agent was adhere | attached, and the light-polarizing sheet (polarizing plate) was shape | molded. The obtained polarizing plate was cut out with a Thomson blade into a predetermined shape (a shape in which a pair of opposed edges of a substantially quadrangular shape flared outward in a substantially arc shape). The cut out polarizing plate is placed in a far-infrared heating furnace at about 160 ° C., preheated for 1 to 2 minutes, and then placed on a concave mold having a radius of curvature of 87 mm whose temperature is adjusted to about 160 ° C. Vacuum suction was performed through the suction holes to obtain a polarizing sheet (polarizing plate) having a curved surface shape.

  Then, on the concave surface of the lens mold installed in the injection molding machine, a polarizing plate having a curved surface or a polarizing sheet (bent polarizing plate) is placed, and after closing the mold, the temperature is 280 ° C. A melt-kneaded lens molding resin (trogamide CX7323) was injected at a pressure of 200 MPa to mold a polarizing laminate (polarizing lens).

(Example 6)
An alicyclic polyamide resin (Trogamide CX7323) was heated and melted, the molten resin was extruded from a T die with a φ40 mm single screw extruder to a thickness of 0.43 mm, cooled with a chill roll, and then wound up with a winder. While the wound sheet is guided to a longitudinal uniaxial stretching apparatus composed of four rolls each having an independent number of rotations and temperature, while being heated to a temperature (about 140 to 160 ° C.) slightly higher than the glass transition point of the resin, Uniaxial stretching was performed at a stretching ratio of 1.15 to obtain a protective layer having a thickness of 0.37 mm. A polyurethane adhesive (BLS-3082 / CAT-RT85) was applied to one side of the obtained protective layer with a thickness of 4 μm, and the adhesive was applied to both sides of a polyvinyl alcohol polarizing film (made by Polatechno Co., Ltd.) having a thickness of about 40 μm. The said protective layer which apply | coated the agent was adhere | attached, and the light-polarizing sheet (polarizing plate) was shape | molded. The obtained polarizing plate was cut out with a Thomson blade into a predetermined shape (a shape in which a pair of opposed edges of a substantially quadrangular shape flared outward in a substantially arc shape). The cut out polarizing plate is placed in a far-infrared heating furnace at about 160 ° C., preheated for 1 to 2 minutes, and then placed on a concave mold having a radius of curvature of 87 mm whose temperature is adjusted to about 160 ° C. Vacuum suction was performed through the suction holes to obtain a polarizing sheet (polarizing plate) having a curved surface shape.

  Then, on the concave surface of the lens mold installed in the injection molding machine, a polarizing plate having a curved surface or a polarizing sheet (bent polarizing plate) is placed, and after closing the mold, the temperature is 280 ° C. A melt-kneaded lens molding resin (trogamide CX7323) was injected at a pressure of 200 MPa to mold a polarizing laminate (polarizing lens).

(Example 7)
An alicyclic polyamide resin (Grillamide TR55) is heated and melted with a φ40 mm single-screw extruder, extruded from a T die onto a chill roll with a thickness of 0.44 mm, cooled and solidified, and four rolls with independent rotation speed and temperature. The film was led to a longitudinal uniaxial stretching apparatus consisting of uniaxially stretched at a stretch ratio of 1.20 while being heated to a temperature slightly higher than the glass transition point of the resin (about 160 to 180 ° C.) to obtain a protective layer having a thickness of 0.37 mm. . A polyurethane adhesive (TM-595 / CAT-RT85) is applied to one side of the obtained protective layer with a thickness of 4 μm, and the adhesive is applied to both sides of a polyvinyl alcohol polarizing film (made by Polatechno Co., Ltd.) having a thickness of about 40 μm. The said protective layer which apply | coated the agent was adhere | attached, and the light-polarizing sheet (polarizing plate) was shape | molded. The obtained polarizing plate was cut out with a Thomson blade into a predetermined shape (a shape in which a pair of opposed edges of a substantially quadrangular shape flared outward in a substantially arc shape). The cut out polarizing plate is placed in a far-infrared heating furnace at about 180 ° C., preheated for 1 to 2 minutes, and then placed on a concave mold having a radius of curvature of 87 mm that is temperature-controlled at about 180 ° C. Vacuum suction was performed through the suction holes to obtain a polarizing sheet (polarizing plate) having a curved surface shape.

  Then, on the concave surface of the lens mold installed in the injection molding machine, a polarizing plate having a curved surface or a polarizing sheet (bent polarizing plate) is placed, and after closing the mold, the temperature is 280 ° C. The melt-kneaded lens molding resin (Grillamide TR55) was injected at a pressure of 200 MPa to mold a polarizing laminate (polarizing lens).

(Example 8)
An alicyclic polyamide resin (Trogamide CX7323) was heated and melted, the molten resin was extruded from a T die with a φ40 mm single screw extruder to a thickness of 0.24 mm, cooled with a chill roll, and then wound up with a winder. While the wound sheet is guided to a longitudinal uniaxial stretching apparatus composed of four rolls each having an independent number of rotations and temperature, while being heated to a temperature (about 140 to 160 ° C.) slightly higher than the glass transition point of the resin, Uniaxial stretching was performed at a stretching ratio of 1.20 to obtain a protective layer having a thickness of 0.20 mm. A polyurethane adhesive (TM-595 / CAT-RT85) is applied to one side of the obtained protective layer with a thickness of 4 μm, and the adhesive is applied to both sides of a polyvinyl alcohol polarizing film (made by Polatechno Co., Ltd.) having a thickness of about 40 μm. The said protective layer which apply | coated the agent was adhere | attached, and the light-polarizing sheet (polarizing plate) was shape | molded. The obtained polarizing plate was cut out with a Thomson blade into a predetermined shape (a shape in which a pair of opposed edges of a substantially quadrangular shape flared outward in a substantially arc shape). The cut out polarizing plate is placed in a far-infrared heating furnace at about 160 ° C., preheated for 1 to 2 minutes, and then placed on a concave mold having a radius of curvature of 87 mm whose temperature is adjusted to about 160 ° C. Vacuum suction was performed through the suction holes to obtain a polarizing sheet (polarizing plate) having a curved surface shape.

  Then, on the concave surface of the lens mold installed in the injection molding machine, a polarizing plate having a curved surface or a polarizing sheet (bent polarizing plate) is placed, and after closing the mold, the temperature is 280 ° C. A melt-kneaded lens molding resin (trogamide CX7323) was injected at a pressure of 200 MPa to mold a polarizing laminate (polarizing lens).

Example 9
An alicyclic polyamide resin (grill amide TR90) was heated and melted, the molten resin was extruded from a T die with a φ40 mm single screw extruder to a thickness of 0.5 mm, cooled with a chill roll, and then wound up with a winder. While the wound sheet is led to a longitudinal uniaxial stretching apparatus composed of four rolls each having an independent rotation speed and temperature, while being heated to a temperature slightly higher than the glass transition point of the resin (about 160 to 180 ° C.), Uniaxial stretching was performed at a stretching ratio of 2.00 to obtain a protective layer having a thickness of 0.25 mm. A polyurethane adhesive (TM-595 / CAT-RT85) is applied to one side of the obtained protective layer with a thickness of 4 μm, and the adhesive is applied to both sides of a polyvinyl alcohol polarizing film (made by Polatechno Co., Ltd.) having a thickness of about 40 μm. The said protective layer which apply | coated the agent was adhere | attached, and the light-polarizing sheet (polarizing plate) was shape | molded. The obtained polarizing plate was cut out with a Thomson blade into a predetermined shape (a shape in which a pair of opposed edges of a substantially quadrangular shape flared outward in a substantially arc shape). The cut out polarizing plate is placed in a far-infrared heating furnace at about 180 ° C., preheated for 1 to 2 minutes, and then placed on a concave mold having a radius of curvature of 87 mm that is temperature-controlled at about 180 ° C. Vacuum suction was performed through the suction holes to obtain a polarizing sheet (polarizing plate) having a curved surface shape.

  Then, on the concave surface of the lens mold installed in the injection molding machine, a polarizing plate having a curved surface or a polarizing sheet (bent polarizing plate) is placed, and after closing the mold, the temperature is 280 ° C. The melt-kneaded lens molding resin (Grillamide TR90) was injected at a pressure of 200 MPa to mold a polarizing laminate (polarizing lens).

(Example 10)
An alicyclic polyamide resin (Trogamide CX7323) was heated and melted, the molten resin was extruded from a T die with a φ40 mm single screw extruder at a thickness of 0.65 mm, cooled with a chill roll, and then wound up with a winder. While the wound sheet is guided to a longitudinal uniaxial stretching apparatus composed of four rolls each having an independent number of rotations and temperature, while being heated to a temperature (about 140 to 160 ° C.) slightly higher than the glass transition point of the resin, Uniaxial stretching was performed at a stretching ratio of 2.20 to obtain a protective layer having a thickness of 0.30 mm. A polyurethane adhesive (TM-595 / CAT-RT85) is applied to one side of the obtained protective layer with a thickness of 4 μm, and the adhesive is applied to both sides of a polyvinyl alcohol polarizing film (made by Polatechno Co., Ltd.) having a thickness of about 40 μm. The said protective layer which apply | coated the agent was adhere | attached, and the light-polarizing sheet (polarizing plate) was shape | molded. The obtained polarizing plate was cut out with a Thomson blade into a predetermined shape (a shape in which a pair of opposed edges of a substantially quadrangular shape flared outward in a substantially arc shape). The cut out polarizing plate is placed in a far-infrared heating furnace at about 160 ° C., preheated for 1 to 2 minutes, and then placed on a concave mold having a radius of curvature of 87 mm whose temperature is adjusted to about 160 ° C. Vacuum suction was performed through the suction holes to obtain a polarizing sheet (polarizing plate) having a curved surface shape.

  Then, on the concave surface of the lens mold installed in the injection molding machine, a polarizing plate having a curved surface or a polarizing sheet (bent polarizing plate) is placed, and after closing the mold, the temperature is 280 ° C. A melt-kneaded lens molding resin (trogamide CX7323) was injected at a pressure of 200 MPa to mold a polarizing laminate (polarizing lens).

(Example 11)
In Example 1, polyethyleneimine adhesive (EL-420) was used instead of polyurethane adhesive (TM-595 / CAT-RT85), and grillamide amide TR55 was used as a lens molding resin instead of trogamide CX7323. A polarizing sheet and a polarizing laminate were molded in the same manner as in Example 1 except that a lens molding resin (grill amide TR90) melted and kneaded at 280 ° C. was injected at a pressure of 200 MPa.

(Example 12)
Polycarbonate resin (PC) was melted by heating, the molten resin was extruded from a T die with a φ40 mm single-screw extruder to a thickness of 0.4 mm, cooled with a chill roll, and wound up with a winder. While the wound sheet is led to a longitudinal uniaxial stretching apparatus consisting of four rolls each having an independent rotation speed and temperature, while being heated to a temperature (about 145 to 165 ° C.) slightly higher than the glass transition point of the resin, Uniaxial stretching was performed at a stretching ratio of 1.03 to obtain a protective layer having a thickness of 0.39 mm. A polyurethane adhesive (TM-595 / CAT-RT85) was applied to one side of the obtained protective layer with a thickness of 3 μm, and the adhesive was applied to both sides of a polyvinyl alcohol polarizing film (made by Polatechno Co., Ltd.) having a thickness of about 40 μm. The said protective layer which apply | coated the agent was adhere | attached, and the light-polarizing sheet (polarizing plate) was shape | molded. The obtained polarizing plate was cut out with a Thomson blade into a predetermined shape (a shape in which a pair of opposed edges of a substantially quadrangular shape flared outward in a substantially arc shape). The cut out polarizing plate is placed in a far-infrared heating furnace at about 165 ° C., preheated for 1 to 2 minutes, and then placed on a concave mold having a radius of curvature of 87 mm that is temperature-controlled at about 165 ° C. Vacuum suction was performed through the suction holes to obtain a polarizing sheet (polarizing plate) having a curved surface shape.

  Then, on the concave surface of the lens mold installed in the injection molding machine, a polarizing plate having a curved surface or a polarizing sheet (bent polarizing plate) is placed, and after closing the mold, the temperature is 280 ° C. A melt-kneaded lens molding resin (trogamide CX7323) was injected at a pressure of 200 MPa to mold a polarizing laminate (polarizing lens).

(Example 13)
The polycarbonate resin was melted by heating, the molten resin was extruded from a T die with a φ40 mm single screw extruder to a thickness of 0.56 mm, cooled with a chill roll, and then wound up with a winder. While the wound sheet is led to a longitudinal uniaxial stretching apparatus consisting of four rolls each having an independent rotation speed and temperature, while being heated to a temperature (about 145 to 165 ° C.) slightly higher than the glass transition point of the resin, Uniaxial stretching was performed at a stretching ratio of 2.00 to obtain a protective layer having a thickness of 0.28 mm. A polyurethane adhesive (TM-595 / CAT-RT85) is applied to one side of the obtained protective layer with a thickness of 4 μm, and the adhesive is applied to both sides of a polyvinyl alcohol polarizing film (made by Polatechno Co., Ltd.) having a thickness of about 40 μm. The said protective layer which apply | coated the agent was adhere | attached, and the light-polarizing sheet (polarizing plate) was shape | molded. The obtained polarizing plate was cut out with a Thomson blade into a predetermined shape (a shape in which a pair of opposed edges of a substantially quadrangular shape flared outward in a substantially arc shape). The cut out polarizing plate is placed in a far-infrared heating furnace at about 165 ° C., preheated for 1 to 2 minutes, and then placed on a concave mold having a radius of curvature of 87 mm that is temperature-controlled at about 165 ° C. Vacuum suction was performed through the suction holes to obtain a polarizing sheet (polarizing plate) having a curved surface shape.

  Then, on the concave surface of the lens mold installed in the injection molding machine, a polarizing plate having a curved surface or a polarizing sheet (bent polarizing plate) is placed, and after closing the mold, the temperature is 280 ° C. A melt-kneaded lens molding resin (trogamide CX7323) was injected at a pressure of 200 MPa to mold a polarizing laminate (polarizing lens).

(Comparative Example 1)
The polycarbonate resin was melted by heating, and the molten resin was extruded from a T die with a φ40 mm single screw extruder to a thickness of 0.26 mm, cooled with a chill roll, and then wound up with a winder. While the wound sheet is led to a longitudinal uniaxial stretching apparatus consisting of four rolls each having an independent rotation speed and temperature, while being heated to a temperature (about 145 to 165 ° C.) slightly higher than the glass transition point of the resin, Uniaxial stretching was performed at a draw ratio of 1.05 to obtain a protective layer having a thickness of 0.25 mm. A polyurethane adhesive (TM-595 / CAT-RT85) is applied to one side of the obtained protective layer with a thickness of 4 μm, and the adhesive is applied to both sides of a polyvinyl alcohol polarizing film (made by Polatechno Co., Ltd.) having a thickness of about 40 μm. The said protective layer which apply | coated the agent was adhere | attached, and the light-polarizing sheet (polarizing plate) was shape | molded. The obtained polarizing plate was cut out with a Thomson blade into a predetermined shape (a shape in which a pair of opposed edges of a substantially quadrangular shape flared outward in a substantially arc shape). The cut out polarizing plate is placed in a far-infrared heating furnace at about 165 ° C., preheated for 1 to 2 minutes, and then placed on a concave mold having a radius of curvature of 87 mm that is temperature-controlled at about 165 ° C. Vacuum suction was performed through the suction holes to obtain a polarizing sheet (polarizing plate) having a curved surface shape.

  Then, on the concave surface of the lens mold installed in the injection molding machine, a polarizing plate having a curved surface or a polarizing sheet (bent polarizing plate) is placed, and after closing the mold, the temperature is 280 ° C. The melt-kneaded lens molding resin (polycarbonate resin) was injected at a pressure of 200 MPa to mold a polarizing laminate (polarizing lens).

(Comparative Example 2)
An alicyclic polyamide resin (trogamide CX7323) was heated and melted, the molten resin was extruded from a T die with a φ40 mm single screw extruder in a thickness of 0.45 mm, cooled with a chill roll, and then wound up with a winder. While the wound sheet is guided to a longitudinal uniaxial stretching apparatus composed of four rolls each having an independent number of rotations and temperature, while being heated to a temperature (about 140 to 160 ° C.) slightly higher than the glass transition point of the resin, Uniaxial stretching was performed at a stretching ratio of 1.50 to obtain a protective layer having a thickness of 0.30 mm. Polyethyleneimine adhesive (EL-420) is applied to one side of the obtained protective layer with a thickness of 4 μm, and the adhesive is applied to both sides of a polyvinyl alcohol polarizing film (made by Polatechno Co., Ltd.) having a thickness of about 40 μm. The protective layer thus adhered was adhered to form a polarizing sheet (polarizing plate). The obtained polarizing plate was cut out with a Thomson blade into a predetermined shape (a shape in which a pair of opposed edges of a substantially quadrangular shape flared outward in a substantially arc shape). The cut out polarizing plate is placed in a far-infrared heating furnace at about 160 ° C., preheated for 1 to 2 minutes, and then placed on a concave mold having a radius of curvature of 87 mm whose temperature is adjusted to about 160 ° C. Vacuum suction was performed through the suction holes to obtain a polarizing sheet (polarizing plate) having a curved surface shape.

  Then, on the concave surface of the lens mold installed in the injection molding machine, a polarizing plate having a curved surface or a polarizing sheet (bent polarizing plate) is placed, and after closing the mold, the temperature is 280 ° C. The melt-kneaded lens molding resin (polycarbonate resin) was injected at a pressure of 200 MPa to mold a polarizing laminate (polarizing lens).

  Table 1 shows the properties of the polarizing sheets and polarizing laminates obtained in the examples and comparative examples.

Claims (13)

A polarizing laminate comprising a polarizing sheet layer in which a protective layer is laminated on both sides of a polarizing layer via an adhesive , and the adhesive has an isocyanate group or a urethane group. A polarizing laminate, which is a film composed of an agent, wherein the protective layer is composed of an alicyclic polyamide resin, is stretched in at least one direction at a stretch ratio of 1.1 to 4 times, and has a retardation value of 1300 nm or more body. A polarizing laminate comprising a polarizing sheet layer having a protective layer laminated on both sides of the polarizing layer and bent, and a thermoformable resin layer thermally bonded to at least one of the protective layers. The protective layer is a film composed of an alicyclic polyamide resin, stretched in at least one direction at a stretch ratio of 1.1 to 4 times, and having a retardation value of 1300 nm or more, and the thermoformable resin layer Is a polarizing laminate comprising a polyamide resin. The polarizing laminate according to claim 1 or 2, wherein the protective layer is composed of an alicyclic polyamide resin having an Abbe number of 40 to 60.   The polarizing laminate according to claim 1 or 2, wherein the protective layer has a retardation value of 1800 nm or more. The protective layer is composed of an alicyclic polyamide resin having an Abbe number of 40 to 60, which contains bis (amino C _5-10 cycloalkyl) C _1-6 alkanes and C _4-18 alkanedicarboxylic acids as constituent components; The polarizing laminate according to claim 1 or 2, which has a retardation value of 2000 nm or more.   The polarizing laminate according to claim 1, wherein the adhesive is a two-component curable urethane adhesive.   The polarizing laminate according to claim 1, further comprising a thermoformable resin layer thermally bonded to at least one protective layer.   The polarizing laminate according to claim 1, wherein the thermoformable resin layer is made of a polyamide resin. Using an adhesive having an isocyanate group or a urethane group, the polarizing layer is composed of an alicyclic polyamide resin on both sides , stretched at a stretch ratio of 1.1 to 4 times in at least one direction, and has a retardation value of 1300 nm or more. The method for producing a polarizing laminate according to claim 1 , wherein the protective layer is laminated and then bent by thermoforming . The manufacturing method according to claim 9 , wherein the polarizing sheet layer is subjected to insert molding, and a thermoformable resin layer is formed on at least one protective layer by injection molding. A protective layer made of an alicyclic polyamide resin, stretched at a stretch ratio of 1.1 to 4 times in at least one direction, and having a retardation value of 1300 nm or more is laminated and bent on both surfaces of the polarizing layer. The method for producing a polarizing laminate according to claim 2, wherein the polarizing sheet layer is subjected to insert molding, and a thermoformable resin layer composed of a polyamide resin is formed on at least one protective layer by injection molding.   A functional optical component comprising the polarizing laminate according to claim 1, wherein the functional optical component excluding a lens.   A lens comprising the polarizing laminate according to claim 2.