JP2020187240A - Spectacle lenses and composition - Google Patents

Abstract

To provide a spectacle lens with low surface resistivity and superior appearance.SOLUTION: A spectacle lens is provided, comprising a spectacle lens base material 12, a primer layer 16 provided on the spectacle lens base material, and a hard coat layer 14A provided on the primer layer, where at least either of the primer layer and the hard coat layer contains a conductive filler selected from a group consisting of metal nanowires and carbon nanotubes, and a polymer having a repeating unit with an ionic liquid-derived group and a repeating unit without an ionic liquid-derived group.SELECTED DRAWING: Figure 2

Description

The present disclosure relates to spectacle lenses and compositions.

A curable resin composition containing a silsesquioxane compound having a radically polymerizable group is useful as a hard coat agent (for example, Patent Document 1).

Japanese Unexamined Patent Publication No. 2015-224294

The present disclosure includes a optic lens substrate, a primer layer arranged on the optic lens substrate, and a hard coat layer arranged on the primer layer, and at least one of the primer layer and the hard coat layer contains. A repeating unit that contains a conductive filler selected from the group consisting of metal nanowires and carbon nanotubes, and a polymer in which the polymer has a group derived from an ionic liquid, and a repeating unit having no group derived from an ionic liquid. With respect to spectacle lenses having units.

It is sectional drawing of 1st Embodiment of an spectacle lens. It is sectional drawing of the 2nd Embodiment of an spectacle lens.

Hereinafter, the spectacle lens of the present embodiment will be described in detail.
As the spectacle lens, a spectacle lens having a low surface resistivity and excellent appearance characteristics is desired. The spectacle lens of the present embodiment has the above characteristics. Further, the adjacent layers in the spectacle lens have excellent adhesion to each other.
In addition, in this specification, "~" is used in the meaning which includes the numerical values described before and after it as the lower limit value and the upper limit value.

<First Embodiment>
FIG. 1 is a cross-sectional view of the first embodiment of the spectacle lens.
The spectacle lens 10A shown in FIG. 1 includes a spectacle lens base material 12 and a hard coat layer 14A arranged on both surfaces of the spectacle lens base material 12.
In FIG. 1, the hard coat layer 14A is arranged so as to be in direct contact with the spectacle lens base material 12, but is not limited to this form, and as will be described later, the spectacle lens base material 12 and the hard coat are hard coated. Another layer (for example, a primer layer) may be arranged between the layer 14A and the layer 14A. That is, the hard coat layer 14A may be directly arranged on the spectacle lens base material 12, or may be indirectly arranged on the spectacle lens base material 12 via another layer.
Further, in FIG. 1, the hard coat layer 14A is arranged on both sides of the spectacle lens base material 12, but the hard coat layer 14A may be arranged only on one side of the spectacle lens base material 12.
In this embodiment, the hard coat layer 14A contains a conductive filler selected from the group consisting of metal nanowires and carbon nanotubes, which will be described later, and a predetermined polymer.
Hereinafter, each member included in the spectacle lens 10A will be described in detail.

(Glasses lens base material)
The spectacle lens base material is a member that supports the hard coat layer described later.
The type of the spectacle lens base material is not particularly limited, and examples thereof include a normal spectacle lens base material made of plastic or inorganic glass, and a plastic spectacle lens base material is preferable in terms of excellent handleability.
The type of plastic spectacle lens base material is not particularly limited, but for example, a finish lens in which both convex and concave surfaces are optically finished and molded according to a desired power, and only the convex surface is an optical surface (spherical surface, aspherical surface to be rotated, progressive). Examples include semi-finish lenses that are finished as surfaces), and lenses in which the concave surface of the semi-finish lens is processed and polished according to the wearer's prescription.
The type of plastic (so-called resin) constituting the plastic spectacle lens base material is not particularly limited, but for example, (meth) acrylic resin, thiourethane resin, allyl resin, episulfide resin, polycarbonate resin, polyurethane resin, etc. Examples thereof include resins, polyester resins, polystyrene resins, polyether sulfone resins, poly 4-methylpentene-1 resins, and diethylene glycol bisallyl carbonate resins (CR-39).

The thickness of the plastic spectacle lens base material is not particularly limited, but is often about 1 to 30 mm from the viewpoint of handleability.
The refractive index of the plastic spectacle lens base material is not particularly limited.
Further, the plastic spectacle lens base material does not have to be transparent as long as it has translucency, and may contain an ultraviolet absorber or a dye that absorbs a specific wavelength region from the visible region to the infrared region. ..

(Hard coat layer)
The hard coat layer is a layer arranged on the spectacle lens base material and is a layer that imparts scratch resistance to the spectacle lens base material.
The hard coat layer preferably has a pencil hardness of "H" or higher according to the test method specified in JIS K5600.

The hard coat layer in the first embodiment does not have a conductive filler selected from the group consisting of metal nanowires and carbon nanotubes, a repeating unit having a group derived from an ionic liquid, and a group derived from an ionic liquid. Includes a polymer having a repeating unit (hereinafter, also simply referred to as “specific polymer”).
The group derived from the ionic liquid in the specific polymer easily interacts with the conductive filler. Therefore, in the hard coat layer, the specific polymer is likely to be positioned so as to cover the periphery of the conductive filler. That is, it is preferable that the hard coat layer contains a coated conductive filler having a conductive filler and a specific polymer arranged so as to coat the conductive filler. As a result, the dispersibility of the conductive filler in the hard coat layer is improved, the surface resistivity of the obtained spectacle lens is low, and the appearance characteristics are excellent.

The type of metal contained in the metal nanowires is not particularly limited, but at least one of the points that the surface resistivity of the spectacle lens is further lowered and the point that the appearance characteristics of the spectacle lens are better can be obtained (hereinafter, hereafter). It is also referred to simply as "a point where a predetermined effect is more excellent"), and at least one selected from the group consisting of silver, gold, copper, nickel, and platinum is preferable.
The metal nanowire is a conductive substance whose material is metal, whose shape is needle-shaped or thread-shaped, and whose diameter is nanometer-sized. The metal nanowires may be linear or curved.

The diameter of the metal nanowire is not particularly limited, but is preferably 500 nm or less, more preferably 200 nm or less, still more preferably 100 nm or less, in that a predetermined effect is more excellent. The lower limit is often 10 nm or more.
The diameters of the metal nanowires are average values, and the cross sections of the metal nanowires are observed using a scanning electron microscope or a transmission electron microscope, and the diameters of the metal nanowires at 20 locations are measured. Is calculated by arithmetically averaging. If the cross section is not perfectly circular, the major axis is the diameter.

The length of the metal nanowires is not particularly limited, but 5 to 1000 μm is preferable, and 10 to 500 μm is more preferable, in that a predetermined effect is more excellent.
The length of the metal nanowires is an average value, and the lengths of 20 metal nanowires are measured using a scanning electron microscope or a transmission electron microscope, and they are calculated by arithmetic mean.

The ratio of the diameter d to the length L of the metal nanowire (aspect ratio: L / d) is not particularly limited, but is preferably 10 to 100,000, more preferably 50 to 100,000.
The method for measuring the diameter and length of the metal nanowires is as described above.

As carbon nanotubes (hereinafter, also simply referred to as “CNT”), for example, a single-walled CNT in which one carbon film (graphene sheet) is wound in a cylindrical shape, and two graphene sheets are wound concentrically. Examples thereof include two-walled CNTs and multi-walled CNTs in which a plurality of graphene sheets are wound concentrically. As the CNTs, single-walled CNTs, two-walled CNTs, and multi-walled CNTs may be used individually, or two or more types may be used in combination.
The single-walled CNT may be semiconductor or metallic, and both may be used in combination. Further, the CNT may contain a metal or the like, and a CNT containing a molecule such as fullerene (particularly, a CNT containing fullerene is called peapod) may be used.

The diameter of the CNT is not particularly limited, but is preferably 0.5 to 4.0 nm, more preferably 0.6 to 3.0 nm.

The length of the CNT is not particularly limited, but 0.01 to 100 μm is preferable, and 0.1 to 50 μm is more preferable, in that a predetermined effect is more excellent.
The length of the CNTs is an average value, and the lengths of 20 CNTs are measured using a scanning electron microscope or a transmission electron microscope, and they are calculated by arithmetic mean.

The specific polymer is also referred to as a repeating unit having a group derived from an ionic liquid (hereinafter, also simply referred to as “unit A”) and a repeating unit having no group derived from an ionic liquid (hereinafter, simply referred to as “unit B”). ) And.

Unit A has a group derived from an ionic liquid.
A group derived from an ionic liquid means a group (residue) formed by removing one hydrogen atom from the ionic liquid. In other words, a group derived from an ionic liquid is a group having a structure in which one hydrogen atom is extracted from an arbitrary position of the ionic liquid and a hydrogen atom can be bonded at the extracted position.

The ionic liquid is a salt composed of a cation (for example, an organic anion) and an anion (for example, an organic anion or an inorganic anion) and has a melting point of 100 ° C. or lower. As the ionic liquid, it is preferable that the ionic liquid is a liquid substance that does not solidify at normal temperature (25 ° C.) and normal pressure.

The type of ionic liquid is not particularly limited, and at least one selected from the group consisting of ammonium salt, imidazolium salt, pyridinium salt, pyrrolidinium salt, phosphonium salt, and sulfonium salt is selected from the viewpoint that the predetermined effect is more excellent. Preferably, ammonium salt and imidazolium salt are more preferable.
The cation contained in the ammonium salt (preferably a quaternary ammonium salt) is an ammonium cation (quaternary ammonium cation).
The cation contained in the imidazolium salt is an imidazolium cation.
The cation contained in the pyridinium salt is a pyridinium cation.
The cation contained in the Helicobacter pyloridinium salt is a Helicobacter pyloridinium cation.
The cation contained in the phosphonium salt is a phosphonium cation.
The cation contained in the sulfonium salt is a sulfonium cation.

The anion contained in the ionic liquid is not particularly limited, and for example, halide ion, cyanide ion, dicyanoamine anion, trifluoromethanesulfonate ion, nonafluorobutanesulfonate ion, tetrafluoroethanesulfonate ion, lactate anion, salicylate ion, Thiosalicylic acid ion, dibutyl phosphate ion, acetate ion, hexafluoroantimonate ion, hydrogen sulfate ion, sulfate ion, octyl sulfonate ion, tetrachloroaluminate ion, thiocyanate ion, tris (trifluoromethylsulfonyl) methide ion, aminoacetic acid Ion, aminopropionate ion, diethyl phosphate ion, dimethyl phosphate ion, ethyl sulfate ion, methyl sulfate ion, hydroxide ion, bis (trimethylpentyl) phosphinate ion, decanoate ion, trifluoroacetate ion, iron acid Ion, tetrafluoroborate ion, hexafluorophosphate ion, sulfonylamide, butane sulfonate ion, methyl sulfonate ion, ethyl sulfonate ion, bis (trifluoromethylsulfonyl) imide anion, bis (trifluoroethylsulfonyl) imide Examples thereof include anions and bis (pentafluoroethylsulfonyl) imide anions.

As the group derived from the ionic liquid, any of the groups represented by the formulas (A) to (D) is preferable in that the predetermined effect is more excellent. In formulas (A) to (D), * represents a coupling position.

In formula (A), ^Ra1 represents an alkyl group which may have a substituent. R ^{a2 to} R ^a4 each independently represent a hydrogen atom or an alkyl group which may have a substituent.
The number of carbon atoms of the alkyl group represented by R ^{a1 to} R ^a4 is not particularly limited, and is preferably 1 to 20, more preferably 1 to 10, further preferably 1 to 5, and particularly preferably 1 to 2.
The alkyl group may be linear, branched or cyclic.
The type of the substituent which may be substituted with the alkyl group represented by R ^{a1 to} R ^a4 is not particularly limited, but for example, an aryl group, a nitro group, a cyano group, an alkoxy group, and a polar group (for example, a hydroxyl group). , Mercapto group, amino group, carboxyl group, sulfoxyl group, etc.).
L ^a represents an alkylene group.
The number of carbon atoms of the alkylene group is not particularly limited, and is preferably 1 to 10, more preferably 1 to 5, and even more preferably 1 to 2.
The alkylene group may be linear or branched chain.

In the formula (B), R ^{b1 to} R ^b5 each independently represent a hydrogen atom or an alkyl group which may have a substituent.
The number of carbon atoms of the alkyl group is not particularly limited, and is preferably 1 to 20, more preferably 1 to 10, further preferably 1 to 5, and particularly preferably 1 to 2.
The type of the substituent which may be substituted with the alkyl group represented by R ^{b1 to} R ^b5 is not particularly limited, but for example, an aryl group, a nitro group, a cyano group, an alkoxy group, and a polar group (for example, a hydroxyl group). , Mercapto group, amino group, carboxyl group, sulfoxyl group, etc.).
The alkyl group may be linear, branched or cyclic.
L ^b represents an alkylene group.
The number of carbon atoms of the alkylene group is not particularly limited, and is preferably 1 to 10, more preferably 1 to 5, and even more preferably 1 to 2.
The alkylene group may be linear or branched chain.

In formula (C), R ^{c1 to} R ^c3 each independently represent an alkyl group which may have a substituent. Two of R ^{c1 to} R ^c3 may combine with each other to form a piperidine ring or a pyrrolidine ring.
The number of carbon atoms of the alkyl group is not particularly limited, and is preferably 1 to 20, more preferably 1 to 10, further preferably 1 to 5, and particularly preferably 1 to 2.
The type of the substituent which may be substituted with the alkyl group represented by R ^{c1 to} R ^c3 is not particularly limited, but for example, an aryl group, a nitro group, a cyano group, an alkoxy group, and a polar group (for example, a hydroxyl group). , Mercapto group, amino group, carboxyl group, sulfoxyl group, etc.).
The alkyl group may be linear, branched or cyclic.
L ^c represents an alkylene group.
The number of carbon atoms of the alkylene group is not particularly limited, and is preferably 1 to 10, more preferably 1 to 5, and even more preferably 1 to 2.
The alkylene group may be linear or branched chain.

In the formula (D), R ^{d1 to} R ^d3 each independently represent an alkyl group which may have a substituent.
The number of carbon atoms of the alkyl group is not particularly limited, and is preferably 1 to 20, more preferably 1 to 10, further preferably 1 to 5, and particularly preferably 1 to 2.
The type of the substituent which may be substituted with the alkyl group represented by R ^{d1 to} R ^d3 is not particularly limited, but for example, an aryl group, a nitro group, a cyano group, an alkoxy group, and a polar group (for example, a hydroxyl group). , Mercapto group, amino group, carboxyl group, sulfoxyl group, etc.).
The alkyl group may be linear, branched or cyclic.
L ^d represents an alkylene group.
The number of carbon atoms of the alkylene group is not particularly limited, and is preferably 1 to 10, more preferably 1 to 5, and even more preferably 1 to 2.
The alkylene group may be linear or branched chain.

In formulas (A) to (D), A ⁻ represents an anion. Examples of the anion include the groups exemplified by the anion contained in the above-mentioned ionic liquid.

As the unit A, a repeating unit represented by the formula (1) is preferable because a predetermined effect is more excellent.

R ¹ represents a hydrogen atom or an alkyl group. The number of carbon atoms of the alkyl group is not particularly limited, but 1 to 3 is preferable, and 1 is more preferable.

L ¹ represents a single bond or a divalent linking group. The divalent linking group includes, for example, 2 divalent hydrocarbon groups (for example, an alkylene group having 1 to 10 carbon atoms, an alkenylene group having 1 to 10 carbon atoms, and an alkynylene group having 1 to 10 carbon atoms). Divalent aromatic hydrocarbon groups such as valent aliphatic hydrocarbon groups and arylene groups), divalent heterocyclic groups, -O-, -S-, -NH-, -N (Q)-, -CO. -Or a group combining these (for example, -O-2 valent hydrocarbon group-,- (O-2 valent hydrocarbon group) _m- O- (m represents an integer of 1 or more), And a -2-valent hydrocarbon group-O-CO-, etc.). Q represents a hydrogen atom or an alkyl group.

X represents a group derived from an ionic liquid. The definitions of groups derived from ionic liquids are as described above.

The content of the unit A in the specific polymer is not particularly limited, but 1 to 99 mol% is preferable, and 5 to 30 mol% is preferable with respect to all the repeating units of the specific polymer in that the predetermined effect is more excellent. More preferred.

Unit B has no groups derived from ionic liquids. The definitions of groups derived from ionic liquids are as described above.
As the unit B, a repeating unit represented by the formula (2) is preferable because a predetermined effect is more excellent.

R ² represents a hydrogen atom or an alkyl group. The number of carbon atoms of the alkyl group is not particularly limited, but 1 to 3 is preferable, and 1 is more preferable.

L ² represents a single bond or a divalent linking group. Examples of the divalent linking group include the groups exemplified divalent linking group represented by L ^1.

Y represents a group other than the group derived from the ionic liquid.
Examples of the group other than the group derived from the ionic liquid include a hydrocarbon group which may have a hetero atom. Heteroatoms include, for example, oxygen atoms, nitrogen atoms, and sulfur atoms.
The number of carbon atoms contained in the hydrocarbon group is not particularly limited, and 1 to 20 is preferable, and 2 to 10 is more preferable, in that a predetermined effect is more excellent.
Examples of the hydrocarbon group include an aliphatic hydrocarbon group and an aromatic hydrocarbon group.
The aliphatic hydrocarbon group may be linear, branched chain, or cyclic.
Examples of the aliphatic hydrocarbon group include an alkyl group, an alkenyl group, and an alkynyl group.

The content of the unit B in the specific polymer is not particularly limited, but is preferably 1 to 99 mol%, preferably 70 to 95 mol%, based on all the repeating units of the specific polymer, in that a predetermined effect is more excellent. More preferred.

The arrangement of the unit A and the unit B in the specific polymer may be random or block. Among them, the block shape is preferable in that the predetermined effect is more excellent. That is, the specific polymer is preferably a block copolymer having a segment A composed of the unit A and a segment B composed of the unit B. The block copolymer may have a segment A and a segment B, and may be, for example, a diblock copolymer composed of one segment A and one segment B (so-called AB type block copolymer). It may be a triblock copolymer (so-called ABA type block copolymer) composed of three segments such as segment A-segment B-segment A or segment B-segment A-segment B. Of these, the diblock copolymer is preferable because it has a more excellent predetermined effect.

The weight average molecular weight of the specific polymer is not particularly limited, but is preferably 1,000 to 100,000, more preferably 5,000 to 50,000, in that a predetermined effect is more excellent.

The specific polymer can be synthesized by a known method.

As described above, the hard coat layer preferably contains a coated conductive filler having a conductive filler and a specific polymer arranged so as to coat the conductive filler. The method for producing the coated conductive filler is not particularly limited, but as described later, the coated conductive filler can be obtained by first mixing the conductive filler and the specific polymer in the solvent. In particular, it is preferable to carry out the mixing under heating conditions.
As a method of confirming the presence of the coated conductive filler in the hard coat layer, for example, energy dispersive X-ray analysis (EDX) is performed on the hard coat layer, and the area around the conductive filler is derived from a specific polymer. A method of confirming the presence of the coating conductive filler by detecting the element can be mentioned. Further, as another method, there is also a method of confirming the absorption characteristics derived from the coated conductive filler by measuring the absorption spectrum of the solution containing the conductive filler and the specific polymer.

The total content of the conductive filler in the hard coat layer is not particularly limited, but is preferably 0.1 to 20% by mass, preferably 1 to 15% by mass, based on the total mass of the hard coat layer in that a predetermined effect is more excellent. % Is more preferable, and 3 to 10% by mass is further preferable.

The content of the specific polymer in the hard coat layer is not particularly limited, but is preferably 0.01 to 10% by mass, preferably 0.03 to 5% by mass, based on the total mass of the hard coat layer in that a predetermined effect is more excellent. The mass% is more preferable, and 0.05 to 1% by mass is further preferable.

The hard coat layer in the first embodiment may contain components other than the above-mentioned conductive filler and the specific polymer.
Examples of other components include a polymer of a polymerizable monomer (a polymer obtained by polymerizing a polymerizable monomer) in the hard coat layer.
The polymerizable monomer is not particularly limited, and examples thereof include a specific (meth) acrylate, silsesquioxane having a radically polymerizable group, and a polyfunctional acrylate, which will be described later. Among them, the hard coat layer may contain a polymer obtained by polymerizing a polymerizable monomer containing three kinds of a specific (meth) acrylate, a silsesquioxane having a radically polymerizable group, and a polyfunctional acrylate. preferable.
Further, the hard coat layer may contain metal oxide particles described later.

The method for forming the hard coat layer is not particularly limited, and examples thereof include a method for forming the hard coat layer using a composition for forming a hard coat layer containing a conductive filler and a specific polymer. Of these, a method using a composition for forming a hard coat layer containing a polymerizable monomer, a conductive filler, and a specific polymer is preferable.
The form of the composition for forming a hard coat layer will be described in detail later.

Examples of the method for forming the hard coat layer include a method in which a composition for forming a hard coat layer is applied onto a spectacle lens base material to form a coating film, and the coating film is subjected to a curing treatment such as light irradiation treatment. Be done.
After forming the coating film, if necessary, a drying treatment such as a heat treatment may be carried out in order to remove the solvent from the coating film.

The method of applying the composition for forming a hard coat layer onto the spectacle lens substrate is not particularly limited, and known methods (for example, dipping coating method, spin coating method, spray coating method, inkjet coating method, and flow coating method) are used. ). For example, when the dipping coating method is used, the spectacle lens base material is immersed in the composition for forming a hard coat layer, and then the spectacle lens base material is pulled up and dried to obtain a predetermined thickness on the spectacle lens base material. A coating film can be formed.
The film thickness of the coating film formed on the spectacle lens substrate is not particularly limited, and a film thickness that is a predetermined hard coat layer is appropriately selected.

The conditions of the light irradiation treatment are not particularly limited, and suitable conditions are selected depending on the type of polymerization initiator used.
The type of light at the time of light irradiation is not particularly limited, and examples thereof include ultraviolet rays and visible rays. Examples of the light source include a high-pressure mercury lamp.
The integrated light amount at the time of light irradiation is not particularly limited, but 100 to 5000 mJ / cm ² is preferable, and 100 to 2000 mJ / cm ² is more preferable from the viewpoint of productivity and curability of the coating film.

The film thickness of the hard coat layer is not particularly limited, but is preferably 1 μm or more, more preferably 5 μm or more, and even more preferably 10 μm or more. The upper limit of the film thickness can be, for example, 30 μm or less.
The above-mentioned film thickness is an average film thickness, and as a measuring method thereof, the film thicknesses at any five points of the hard coat layer are measured, and they are calculated by arithmetic mean.

(Other members)
The first embodiment of the spectacle lens may include members other than the above-mentioned spectacle lens base material and the hard coat layer.
Other members include, for example, a primer layer and an antireflection film.

The primer layer is a layer arranged between the spectacle lens base material and the hard coat layer, and is a layer that improves the adhesion of the hard coat layer to the spectacle lens base material and imparts impact resistance to the spectacle lens base material. Is.
The material constituting the primer layer is not particularly limited, and known materials can be used. For example, a resin is mainly used. The type of resin used is not particularly limited, and examples thereof include polyurethane-based resins, epoxy-based resins, phenol-based resins, polyimide-based resins, polyester-based resins, bismaleimide-based resins, and polyolefin-based resins. Resin is preferred.
The primer layer may contain components other than the above resin.
Other components include, for example, oxide fine particles of at least one metal selected from Si, Al, Sn, Sb, Ta, Ce, La, Fe, Zn, W, Zr, In, and Ti, or oxide fine particles thereof. Examples thereof include composite oxide fine particles, hydrolyzable silicon compounds and / or hydrolyzed condensates thereof, conductive fillers, specific polymers, and surfactants.

The method for forming the primer layer is not particularly limited, and a known method can be adopted. For example, a composition for forming a primer layer containing a predetermined resin is applied onto a spectacle lens base material, and a curing treatment is performed as necessary. A method of forming a primer layer can be mentioned.
The method of applying the primer layer forming composition is not particularly limited, and examples thereof include the method of applying the hard coat layer forming composition on the spectacle lens substrate.
The thickness of the primer layer is not particularly limited, but is preferably 0.3 to 2 μm.

The spectacle lens may further include an antireflection film placed on the hard coat layer.
The antireflection film is a layer having a function of preventing reflection of incident light. Specifically, it can have low reflection characteristics (broadband low reflection characteristics) over the entire visible region of 400 to 780 nm.

The structure of the antireflection film is not particularly limited, and may be a single-layer structure or a multi-layer structure.
As the antireflection film, an inorganic antireflection film is preferable. The inorganic antireflection film is an antireflection film composed of an inorganic compound.
In the case of a multi-layer structure, a structure in which low refractive index layers and high refractive index layers are alternately laminated is preferable. Examples of the material constituting the high refractive index layer include oxides of titanium, zirconium, aluminum, niobium, tantalum, and lanthanum. Further, as a material constituting the low refractive index layer, for example, an oxide of silica can be mentioned.
The method for producing the antireflection film is not particularly limited, and examples thereof include a vacuum deposition method, a sputtering method, an ion plating method, an ion beam assist method, and a dry method such as a CVD method.

<Second Embodiment>
FIG. 2 is a cross-sectional view of the second embodiment of the spectacle lens.
The spectacle lens 10B shown in FIG. 2 includes a spectacle lens base material 12, a primer layer 16 arranged on both surfaces of the spectacle lens base material 12, and a hard coat layer 14B arranged on the primer layer 16.
In FIG. 2, the primer layer 16 and the hard coat layer 14B are arranged on both sides of the spectacle lens base material 12, but the primer layer 16 and the hard coat layer 14B are arranged only on one side of the spectacle lens base material 12. May be good.
In this embodiment, the primer layer 16 contains the above-mentioned conductive filler and the specific polymer. The hard coat layer 14B does not contain a conductive filler or a specific polymer.
Hereinafter, each member included in the spectacle lens 10B will be described in detail.

Since the spectacle lens base material included in the second embodiment of the spectacle lens is the same as the spectacle lens included in the first embodiment of the spectacle lens described above, the description thereof will be omitted.
Further, the hard coat layer included in the second embodiment of the spectacle lens and the hard coat layer included in the first embodiment of the spectacle lens described above are conductive to the hard coat layer included in the second embodiment of the spectacle lens. Since it has the same form except that it does not contain a sex filler and a specific polymer, the description thereof will be omitted.
Further, the primer layer included in the second embodiment of the spectacle lens may be included in the second embodiment of the spectacle lens described above, and the primer layer is conductive to the primer layer included in the second embodiment of the spectacle lens. Since they have the same form except that they contain a sex filler and a specific polymer, only the differences between them will be described in detail below.

The primer layer of the second embodiment of the spectacle lens contains the above-mentioned conductive filler and the specific polymer. The description of the conductive filler and the specific polymer is as described above.

The primer layer may contain components other than the conductive filler and the specific polymer. Examples of other components include the resin described in the first embodiment of the spectacle lens.

The total content of the conductive filler in the primer layer is not particularly limited, but is preferably 0.1 to 20% by mass, preferably 1 to 15% by mass, based on the total mass of the primer layer in that a predetermined effect is more excellent. More preferably, 3 to 10% by mass is further preferable.

The content of the specific polymer in the primer layer is not particularly limited, but is preferably 0.01 to 10% by mass, preferably 0.05 to 5% by mass, based on the total mass of the primer layer in that a predetermined effect is more excellent. Is more preferable, and 0.10 to 2% by mass is further preferable.

The method for forming the primer layer is not particularly limited, and examples thereof include a method using a composition for forming a primer layer containing a conductive filler and a specific polymer.

<Composition>
The layer containing the conductive filler and the specific polymer (for example, the hard coat layer containing the conductive filler and the specific polymer, the primer layer containing the conductive filler and the specific polymer) has a composition containing the conductive filler and the specific polymer. It can be formed using an object.
For example, the hard coat layer containing the conductive filler and the specific polymer can be formed by using a composition containing the polymerizable monomer, the conductive filler, and the specific polymer (composition for forming the hard coat layer). Further, the primer layer containing the conductive filler and the specific polymer can be formed by using a resin, the conductive filler, and a composition containing the specific polymer (composition for forming the primer layer).
The composition for forming a hard coat layer will be described in more detail below.
The description of the conductive filler and the specific polymer is as described above. The composition (particularly, the composition for forming a hard coat layer) preferably contains a coating conductive filler having a conductive filler and a specific polymer arranged so as to coat the conductive filler.

(A (meth) acrylate having at least one group selected from the group consisting of a phosphoric acid group and a sulfonic acid group)
As the polymerizable monomer that can be contained in the composition for forming a hard coat layer, it has at least one group selected from the group consisting of a phosphoric acid group and a sulfonic acid group (hereinafter, also simply referred to as "specific group"). Examples thereof include (meth) acrylate (hereinafter, also simply referred to as “specific (meth) acrylate”).
The (meth) acrylate means acrylate or methacrylate.
As the specific group, a phosphoric acid group is preferable.
The number of specific groups in the specific (meth) acrylate may be 1 or more, and may be 2 or more. The upper limit can be, for example, 5 or less.
The specific (meth) acrylate may be monofunctional or polyfunctional. In addition, polyfunctional means that the specific (meth) acrylate has two or more specific groups.
The phosphoric acid group is a group represented by the following formula. * Represents the bond position.

The sulfonic acid group is a group represented by the following formula.

As the specific (meth) acrylate, the compound represented by the formula (E) is preferable.
Equation (E) CH ₂ = CR ^e- COO-L ^e- Z
^Re represents a hydrogen atom or a methyl group.
L ^e is a heteroatom (e.g., oxygen atom, nitrogen atom, sulfur atom) represents a 2 may contain a divalent hydrocarbon group. The number of carbon atoms of the divalent hydrocarbon group is not particularly limited, and is preferably 1 to 10. Examples of the divalent hydrocarbon group include an alkylene group, an alkenylene group, an alkynylene group, an arylene group, and a combination of these groups, and an alkylene group which may contain a hetero atom (for example, -O-). The alkylene group-) is preferable.
Z represents a group selected from the group consisting of a phosphoric acid group and a sulfonic acid group.

(Silsesquioxane having a radically polymerizable group)
Examples of the polymerizable monomer that can be contained in the composition for forming a hard coat layer include silsesquioxane having a radically polymerizable group.
As the radically polymerizable group, a group having an ethylenically unsaturated bond is preferable. Examples of the group having an ethylenically unsaturated bond include a (meth) acryloyl group, a styryl group, and a vinyl group.
The (meth) acryloyl group means an acryloyl group or a meta-acryloyl group.

In general, the silsesquioxane compound is a silane having a basic skeleton represented by the formula (F) obtained by hydrolyzing a trifunctional silane compound such as alkoxysilane, chlorosilane, and silanol. It is a compound. The structure of the silsesquioxane compound includes an irregular morphology called a random structure, a ladder structure, a cage-type (completely condensed cage-type) structure, and an incomplete cage-type structure (partially cleaved structure of the cage-type structure). A squirrel-cage structure in which a part of silicon atoms is missing from the squirrel-cage structure or a structure in which a part of the silicon-oxygen bond is broken in the squirrel-cage structure) is known.
In the following formula (F), R ^f represents an organic group.
Equation (F) R ^f- SiO _3/2

The structure of the silsesquioxane compound having a radically polymerizable group is not particularly limited, but may be any of the above random structure, ladder structure, cage structure, and incomplete cage structure, and a plurality of types may be used. It may be a mixture of structures.

The amount of radically polymerizable group contained in the silsesquioxane compound is not particularly limited, but 30 to 500 g / eq. Is preferable, and 30 to 150 g / eq. Is preferable in that the hardness of the hard coat layer is more excellent. Is more preferable.

The silsesquioxane compound having a radically polymerizable group may be synthesized by a known method, or a commercially available product may be used.

(Polyfunctional acrylate)
Examples of the polymerizable monomer that can be contained in the composition for forming a hard coat layer include polyfunctional (meth) acrylates that are different from both specific (meth) acrylates and silsesquioxane having a radically polymerizable group.
The polyfunctional (meth) acrylate is a compound having a plurality of (meth) acryloyl groups. The number of (meth) acryloyl groups is not particularly limited, but is preferably 2 to 6, and more preferably 2 to 3.

As the polyfunctional (meth) acrylate, a compound represented by the formula (G) is preferable.
Equation (G) CH ₂ = CR ^g1- CO-L ^g1- CO-CR ^g2 = CH ₂
R ^g1 and R ^g2 each independently represent a hydrogen atom or a methyl group.
L ^g1 represents a divalent hydrocarbon group which may contain a hetero atom (eg, oxygen atom, nitrogen atom, sulfur atom). The number of carbon atoms of the divalent hydrocarbon group is not particularly limited, and is preferably 1 to 10. Examples of the divalent hydrocarbon group include an alkylene group, an alkenylene group, an alkynylene group, an arylene group, and a combination of these groups, which may contain a heteroatom, and may contain a heteroatom. A good alkylene group is preferred.
Of these, an alkylene group containing an oxygen atom is preferable, and a group represented by −O− (L ^g2- O) _p− is preferable. In addition, L ^g2 represents an alkylene group (preferably 1 to 3 carbon atoms). p represents an integer of 1 or more, preferably an integer of 1 to 10, and more preferably an integer of 2 to 5.

(Metal oxide particles)
The composition for forming a hard coat layer may contain metal oxide particles.
The type of the metal oxide particles is not particularly limited, and examples thereof include known metal oxide particles. Examples of the metal oxide particles include particles of at least one metal oxide selected from Si, Al, Sn, Sb, Ta, Ce, La, Fe, Zn, W, Zr, In, and Ti. Can be mentioned. Among them, in terms of handleability, metal oxide particles include Si-containing oxide particles (silicon oxide particles), Sn-containing oxide particles (tin oxide particles), and Zr-containing oxide particles (oxidation). Zirconium particles) or oxide particles containing Ti (titanium oxide particles) are preferable.
The metal oxide particles may contain only one kind of metal (metal atom) exemplified above, or may contain two or more kinds of metals (metal atoms).
Further, Si (silicon) may be classified as a metalloid, but in the present specification, Si is included in the metal.

The average particle size of the metal oxide particles is not particularly limited, but is preferably 1 to 200 nm, more preferably 5 to 30 nm, for example. Within the above range, the dispersion stability of the metal oxide particles in the composition for forming the hard coat layer is more excellent, and the whitening of the cured product can be further suppressed.
The average particle size is obtained by measuring the diameters of 20 or more metal oxide particles with a transmission electron microscope and arithmetically averaging them. If the metal oxide particles are not perfectly circular, the major axis is the diameter.

Various functional groups may be introduced into the surface of the metal oxide particles, if necessary.

(Other ingredients)
The composition for forming a hard coat layer may contain components other than the above-mentioned components (specific (meth) acrylate, silsesquioxane compound having a radically polymerizable group, metal oxide particles).

The composition for forming a hard coat layer may contain a radical polymerization initiator. Examples of the radical polymerization initiator include a photoradical polymerization initiator and a thermal radical polymerization initiator.
Examples of the radical polymerization initiator include BASF's Irgacure 127, 184, 07, 651, 1700, 1800, 819, 369, 261 and TPO, DAROCUR1173, Nippon Kayaku's EzaCure KIP150, TZT, and Nippon Kayaku Co., Ltd. Examples thereof include Kayacure BMS and Kayacure DMBI.

The composition for forming a hard coat layer may contain a solvent.
The solvent may be water or an organic solvent.
The type of organic solvent is not particularly limited, and for example, alcohol-based solvent, ketone-based solvent, ether-based solvent, ester-based solvent, hydrocarbon-based solvent, halogenated hydrocarbon-based solvent, amide-based solvent, sulfone-based solvent, and Examples include sulfoxide-based solvents.

The composition for forming a hard coat layer is, if necessary, an ultraviolet absorber, an antiaging agent, a coating film adjusting agent, a light stabilizer, an antioxidant, an antioxidant, a dye, a filler, and an internal mold release agent. It may contain various additives such as.

The composition for forming a hard coat layer contains the above-mentioned various components.
The method for producing the composition for forming a hard coat layer is not particularly limited, and for example, the above-mentioned components may be mixed all at once, or each component may be mixed in stages in a divided manner.

Of these, a method in which the conductive filler and the specific polymer are first mixed in a solvent and other components are mixed with the obtained mixed solution is preferable. According to this method, a composition for forming a hard coat layer containing a coating conductive filler can be obtained.
When mixing the conductive filler and the specific polymer in the solvent, it is preferable to carry out under heating conditions.
The optimum heating conditions are selected depending on the type of specific polymer used, but it is preferable to heat at a temperature of 70 ° C. or higher for 1 hour or longer.
The mixed mass ratio of the conductive filler and the specific polymer (mass of the conductive filler / mass of the specific polymer) is not particularly limited, but is preferably 0.05 to 30, more preferably 1 to 20.
Examples of the solvent include water and organic solvents. The type of organic solvent is not particularly limited, and for example, alcohol-based solvent, ketone-based solvent, ether-based solvent, ester-based solvent, hydrocarbon-based solvent, halogenated hydrocarbon-based solvent, amide-based solvent, sulfone-based solvent, and Examples include sulfoxide-based solvents.
Further, when carrying out the above method, it may be carried out in the presence of an acid, if necessary.
Acids used include, for example, nitric acid, hydrochloric acid, and sulfuric acid.

The content of the conductive filler in the composition for forming a hard coat layer is not particularly limited, but the total solid content (constituent component of the hard coat layer) in the composition for forming a hard coat layer is in that a predetermined effect is more excellent. On the other hand, 0.1 to 20% by mass is preferable, 1 to 15% by mass is more preferable, and 3 to 10% by mass is further preferable.
The total solid content (hard coat layer constituent component) is a component that constitutes the hard coat layer by curing treatment, and contains the above-mentioned conductive filler, specific polymer, specific (meth) acrylate, and radically polymerizable group. This includes silsesquioxane compounds, metal oxide particles, polyfunctional (meth) acrylates, radical polymerization initiators, etc., and the solvent is not included in the solid content. Further, even if the component is liquid, if it is a component constituting the hard coat layer, it is calculated as a solid content.

The content of the specific polymer in the composition for forming a hard coat layer is not particularly limited, but the total solid content (constituent component of the hard coat layer) in the composition for forming a hard coat layer is in that a predetermined effect is more excellent. On the other hand, 0.01 to 10% by mass is preferable, 0.03 to 5% by mass is more preferable, and 0.05 to 1% by mass is further preferable.

The content of the specific (meth) acrylate in the composition for forming a hard coat layer is not particularly limited, but the total solid content (component of the hard coat layer) in the composition for forming a hard coat layer is more excellent in a predetermined effect. ), More preferably 1 to 30% by mass, and more preferably 3 to 20% by mass.

The content of the silsesquioxane compound having a radically polymerizable group in the composition for forming a hard coat layer is not particularly limited, but the total solid content in the composition for forming a hard coat layer is more excellent in a predetermined effect. With respect to this, 5 to 80% by mass is preferable, and 10 to 50% by mass is more preferable.

The content of the metal oxide particles in the composition for forming a hard coat layer is not particularly limited, but 10 to 90 with respect to the total solid content in the composition for forming a hard coat layer in that a predetermined effect is more excellent. It is preferably by mass, more preferably 25 to 75% by mass.

When the composition for forming a hard coat layer contains a polyfunctional (meth) acrylate, the content of the polyfunctional (meth) acrylate is not particularly limited, but the composition for forming a hard coat layer is more excellent in a predetermined effect. It is preferably 1 to 20% by mass, more preferably 3 to 15% by mass, based on the total solid content in the mixture.

When the composition for forming a hard coat layer contains a radical polymerization initiator, the content of the radical polymerization initiator is not particularly limited, but all solids in the composition for forming a hard coat layer are more excellent in a predetermined effect. With respect to the minute, 0.05 to 5% by mass is preferable, and 0.1 to 3% by mass is more preferable.

Hereinafter, the above-described embodiment will be described in more detail with reference to Examples and Comparative Examples, but the above embodiments are not limited to these Examples.
In Examples and Comparative Examples, the liquid containing the polymer is referred to as a solution, and the liquid containing the metal nanowires is referred to as a dispersion liquid. In addition, liquids containing polymers and metal nanowires are referred to as solutions for convenience.

<Synthesis of Polymer 1>
Toluene (84.9 parts by mass), 1,4-dioxane (3.6 parts by mass), 2,6-ditercious butylpyridine (0.065 parts by mass), isobutyl vinyl ether (IBVE) (11.4 parts by mass) , Isobutoxyethyl acetate (IBEA) (0.022 parts by mass) was mixed in a glass container with a three-way stopper in a dry nitrogen atmosphere. The solution was heated to 0 ° C. in an ice bath, a toluene solution (10 parts by mass) of Et _1.5 AlCl _1.5 (0.042 parts by mass) at the same temperature was added, and the solution was stirred. After 5 minutes from the addition, a toluene solution (10 parts by mass) of SnCl ₄ (0.088 parts by mass) was further added to initiate polymerization. At the end of polymerization of IBVE, 2-chloroethyl vinyl ether (CEVE) (12.4 parts by weight) was added to the solution. The final stage of polymerization means a time when the amount of IBVE remaining by gas chromatography is less than 5% by mass of the charged amount.
Two hours after the addition, methanol (20 parts by mass) containing aqueous ammonia was added to the solution to stop the reaction. Then, the obtained solution was washed with dilute hydrochloric acid, then the catalyst residue was removed by washing with water, and then all the solvent and the like were evaporated to obtain a [IBVE] ₄₀₀ [CEVE] ₁₀₀ block copolymer. In addition, "400" and "100" each represent the number of each repeating unit.
N-methylpyrrolidone (83.0 parts by mass), [IBVE] ₄₀₀ [CEVE] ₁₀₀ block copolymer (4.8 parts by mass), 1,2-dimethylimidazole (4.8 parts by mass), and sodium iodide. (7.5 parts by mass) was added, and the obtained solution was stirred at 80 ° C. for 3 days. Then, the solution was washed with pure water. Sodium tetrafluoroborate (4 parts by mass) was added to the obtained solution, and the mixture was stirred at room temperature for 1 day. The resulting solution was then washed twice with MilliQ water, then once with acetone, and then heated at 60 ° C. for 6 hours to evaporate all of the solvent to polymer 1 (IBVE _400- b). -[Me ₂ Im] [BF ₄ ] ₁₀₀ ) was obtained. In addition, "400" and "100" each represent the number of each repeating unit.
The structural formula of polymer 1 is shown below. In the formula, n corresponds to "400" and m corresponds to "100", and the polymer 1 has a segment composed of repeating units derived from IBVE and a segment composed of repeating units having the following ionic liquid-derived groups. It corresponds to the diblock copolymer having.

The obtained polymer 1 (0.5 parts by mass) is added to ethyl acetate (99.5 parts by mass) to prepare a 0.5% by mass ethyl acetate solution of polymer 1 (hereinafter, also referred to as “solution A”). did.

<Synthesis of polymer 2>
Polymer 2 (IBVE ₄₀₀₎ follows the same procedure as <Synthesis of Polymer 1> above, except that a block copolymer of [IBVE] ₄₀₀ [CEVE] ₅₀ is used instead of the block copolymer of [IBVE] ₄₀₀ [CEVE] _100. -B- [Me ₂ Im] [BF ₄ ] ₅₀ ) was obtained.
The polymer 2 has the same type of repeating unit as the polymer 1, and corresponds to a polymer in which n is “400” and m is “50” in the above formula.
The obtained polymer 2 (0.5 parts by mass) is added to ethyl acetate (99.5 parts by mass) to prepare a 0.5% by mass ethyl acetate solution of polymer 2 (hereinafter, also referred to as “solution B”). did.

<Comparative example 1>
(Primer layer formation)
Water-based urethane dispersion (Evafar HA170, manufactured by Nichika Kagaku Co., Ltd., solid content concentration 37%) (200 parts by mass), pure water (289 parts by mass), propylene glycol monomethyl ether (10.6 parts by mass), surfactant L77 (manufactured by Momentive) (0.2 parts by mass) and L7604 (manufactured by Dow Chemical) (0.2 parts by mass) were added and stirred to obtain a primer layer forming composition 1 having a solid content concentration of 14.8% by mass. Made.
A lens having a refractive index of 1.60 (manufactured by Nikon-Essilor Co., Ltd .: Nikon Light 3AS Fabric S0.00D) was used as the base material for the plastic spectacle lens.
The above plastic spectacle lens base material was dipped in the primer layer forming composition 1 at 90 mm / min and fired at 90 ° C. for 20 minutes to form a primer layer.

(Hard coat layer formation)
Zirconium dioxide dispersion (manufactured by Kanto Denka Kogyo Co., Ltd.) (175 parts by mass) (40% by mass zirconium dioxide nanoparticles / propylene glycol monomethyl ether dispersion, zirconium dioxide solid content (70 parts by mass)) and polyethylene as metal oxide particles Glycoldimethacrylate (light acrylate 4EG-A, manufactured by Kyoeisha Chemical Co., Ltd.) (10 parts by mass) and methacryl-based silsesquioxane (AC-SQ TA-100, Toa Synthetic Co., Ltd.) as silsesquioxane having a radically polymerizable group. (Manufactured by) (15 parts by mass), acid phosphooxyethyl methacrylate (Hosmer M, manufactured by Unichemical) (5 parts by mass), and Irgacure 127 (photopolymerization initiator, manufactured by BASF) (0.1 parts by mass). Was mixed in this order to obtain a composition C1 for forming a hard coat layer.

After dropping the hard coat layer forming composition C1 (1.5 mL) on the primer layer, the plastic spectacle lens base material coated with the hard coat layer forming composition C1 is rotated at 1000 rpm for 10 seconds by spin coating. I let you. Next, after heating the obtained plastic spectacle lens base material at 90 ° C. for 10 minutes, UV irradiation (integrated light intensity: 1.6 J /) was applied to the coating film using a high-pressure mercury lamp (100 mW / cm ² ) as a light source. cm ² ) to form a hard coat layer.
The other surface of the plastic spectacle lens base material was also subjected to the same treatment as described above to obtain a spectacle lens in which hard coat layers were arranged on both sides of the plastic spectacle lens base material.

<Comparative example 2>
The solution A (0.3 parts by mass) and the hard coat layer forming composition C1 (1.5 parts by mass) were mixed to obtain a hard coat layer forming composition C2.
An spectacle lens was obtained according to the same procedure as in Comparative Example 1 except that the hard coat layer forming composition C2 was used instead of the hard coat layer forming composition C1.

<Comparative example 3>
Solution B (0.3 parts by mass) and the hard coat layer forming composition C1 (1.5 parts by mass) were mixed to obtain a hard coat layer forming composition C3.
An spectacle lens was obtained according to the same procedure as in Comparative Example 1 except that the hard coat layer forming composition C3 was used instead of the hard coat layer forming composition C1.

<Comparative example 4>
Ni nanowires (Sigma-Aldrich, 745561, diameter: 200 nm, length: 100 to 200 μm) (0.015 parts by mass) and the hard coat layer forming composition C1 (1.5 parts by mass) are mixed. A composition for forming a hard coat layer C4 was obtained.
An spectacle lens was obtained according to the same procedure as in Comparative Example 1 except that the hard coat layer forming composition C4 was used instead of the hard coat layer forming composition C1.

<Comparative example 5>
All the solvents of the Cu nanowire dispersion [Sigma-Aldrich, 807834, diameter: 100 nm, length: 20-30 μm, 5 mg / mL ethanol dispersion (specific gravity: 0.8)] were evaporated to obtain a residue.
The obtained residue (0.015 parts by mass) and the hard coat layer forming composition C1 (1.5 parts by mass) were mixed to obtain a hard coat layer forming composition C5.
An spectacle lens was obtained according to the same procedure as in Comparative Example 1 except that the hard coat layer forming composition C5 was used instead of the hard coat layer forming composition C1.

<Example 1>
Isopropanol (8 parts by mass), Ni nanowire (Sigma-Aldrich, 745561, diameter: 200 nm, length: 100 to 200 μm) (0.15 parts by mass), solution A (1 part by mass), and 1 mol / L. An aqueous nitric acid solution (1 part by mass) is mixed in this order, and the obtained solution is stirred at 75 ° C. for 3 hours to obtain a solution containing polymer 1 and Ni nanowire (hereinafter, also referred to as “mixed solution 1”). It was. In addition, in the mixed solution 1, a coated metal nanowire having a Ni nanowire and a polymer 1 arranged so as to coat the Ni nanowire was contained.
The mixed solution 1 (2 parts by mass) was added dropwise to the hard coat layer forming composition C1 (3 parts by mass). Then, the solvent was evaporated to obtain a composition 1 for forming a hard coat layer having a solid content of 60% by mass.
An spectacle lens was obtained according to the same procedure as in Comparative Example 1 except that the hard coat layer forming composition 1 was used instead of the hard coat layer forming composition C1.

<Example 2>
Isopropanol (8 parts by mass), Ni nanowire (Sigma-Aldrich, 745561, diameter: 200 nm, length: 100 to 200 μm) (0.15 parts by mass), solution A (3 parts by mass), and 1 mol / L. An aqueous nitric acid solution (1 part by mass) is mixed in this order, and the obtained solution is stirred at 75 ° C. for 3 hours to obtain a solution containing polymer 1 and Ni nanowire (hereinafter, also referred to as “mixed solution 2”). It was. In addition, in the mixed solution 2, a coated metal nanowire having a Ni nanowire and a polymer 1 arranged so as to coat the Ni nanowire was contained.
The mixture was added dropwise to the mixed solution 2 (2.4 parts by mass) and the hard coat layer forming composition C1 (3 parts by mass). Then, the solvent was evaporated to obtain a composition 2 for forming a hard coat layer having a solid content of 60% by mass.
An spectacle lens was obtained according to the same procedure as in Comparative Example 1 except that the hard coat layer forming composition 2 was used instead of the hard coat layer forming composition C1.

<Example 3>
The mixture was added dropwise to the mixed solution 1 (5 parts by mass) and the hard coat layer forming composition C1 (3 parts by mass). Then, the solvent was evaporated to obtain a composition 3 for forming a hard coat layer having a solid content of 50% by mass.
An spectacle lens was obtained according to the same procedure as in Comparative Example 1 except that the hard coat layer forming composition 3 was used instead of the hard coat layer forming composition C1.

<Example 4>
An spectacle lens was obtained according to the same procedure as in Example 3 except that solution B was used instead of solution A.

<Example 5>
Isopropanol (8 parts by mass) and Cu nanowire dispersion [Sigma-Aldrich, 807834, diameter: 100 nm, length: 20 to 30 μm, 5 mg / mL ethanol dispersion (specific gravity: 0.8)] (24 parts by mass) , Water (10 parts by mass), hydrochloric acid (0.5 parts by mass), and solution A (0.6 parts by mass) were mixed in this order, and the obtained solution was stirred at 75 ° C. for 10 hours. A solution containing the polymer 1 and Cu nanowires (hereinafter, also referred to as “mixed solution 3”) was obtained. In addition, in the mixed solution 3, a coated metal nanowire having a Cu nanowire and a polymer 1 arranged so as to coat the Cu nanowire was contained.
The mixed solution 3 (4.3 parts by mass) was added dropwise to the hard coat layer forming composition C1 (1.5 parts by mass). Then, the solvent was evaporated to obtain a composition 5 for forming a hard coat layer having a solid content of 42% by mass.
An spectacle lens was obtained according to the same procedure as in Comparative Example 1 except that the hard coat layer forming composition 5 was used instead of the hard coat layer forming composition C1.

<Example 6>
The mixed solution 3 (6.5 parts by mass) was added dropwise to the hard coat layer forming composition C1 (1.5 parts by mass). Then, the solvent was evaporated to obtain a composition 6 for forming a hard coat layer having a solid content of 42% by mass.
An spectacle lens was obtained according to the same procedure as in Comparative Example 1 except that the hard coat layer forming composition 6 was used instead of the hard coat layer forming composition C1.

<Example 7>
Isopropanol (8 parts by mass) and Cu nanowire dispersion [Sigma-Aldrich, 807834, diameter: 100 nm, length: 20 to 30 μm, 5 mg / mL ethanol dispersion (specific gravity: 0.8)] (24 parts by mass) , Water (10 parts by mass), hydrochloric acid (0.5 parts by mass), and solution A (1 part by mass) were mixed in this order, and the obtained solution was stirred at 75 ° C. for 10 hours to obtain polymer 1. And a solution containing Cu nanowires (hereinafter, also referred to as “mixed solution 4”) was obtained. In addition, in the mixed solution 4, a coated metal nanowire having a Cu nanowire and a polymer 1 arranged so as to coat the Cu nanowire was contained.
The mixed solution 4 (4.4 parts by mass) was added dropwise to the hard coat layer forming composition C1 (1.5 parts by mass). Then, the solvent was evaporated to obtain a composition 7 for forming a hard coat layer having a solid content of 42% by mass.
An spectacle lens was obtained according to the same procedure as in Comparative Example 1 except that the hard coat layer forming composition 7 was used instead of the hard coat layer forming composition C1.

<Example 8>
The mixed solution 4 (6.5 parts by mass) and the hard coat layer forming composition C1 (1.5 parts by mass) were added dropwise to obtain a hard coat layer forming composition 8. Then, the solvent was evaporated to obtain a composition 8 for forming a hard coat layer having a solid content of 42% by mass.
An spectacle lens was obtained according to the same procedure as in Comparative Example 1 except that the hard coat layer forming composition 8 was used instead of the hard coat layer forming composition C1.

<Evaluation>
The following evaluations were carried out using the spectacle lenses obtained in the above Examples and Comparative Examples. The results are summarized in Table 1 described later.

(Surface resistivity)
As the surface resistivity meter, Hiresta UP MCP-HT450 (Mitsubishi Chemical Analytech) was used. An electrode was applied at a right angle to the surface of the hard coat layer, and a voltage of 500 V was applied. After applying for 30 seconds, the value measured at 30 seconds was taken as the surface resistivity.

(Adhesion 1)
Adhesion was evaluated by a cross-cut tape test according to JIS-K5600.
Specifically, first, using a knife, cuts reaching the plastic spectacle lens base material were made at 1 mm intervals on the surface of the hard coat layer of the spectacle lens to form 100 squares. Next, the scotch tape (manufactured by 3M) was strongly pressed onto the hard coat layer with the cut. Then, the scotch tape was quickly pulled from the surface of the hard coat layer in the direction of 60 ° under a load of 4 kg to be peeled off, and then the number of squares remaining on the plastic spectacle lens base material was counted.

(Adhesion 2)
Adhesion was evaluated by a cross-cut tape test according to JIS-K5600.
Specifically, first, an antireflection film was formed on the hard coat layer according to the procedure described later (formation of an antireflection film) to obtain an antireflection film-containing spectacle lens.
Next, using a knife, cuts were made on the surface of the antireflection film of the antireflection film-containing spectacle lens at 1 mm intervals to reach the plastic spectacle lens base material, and 100 squares were formed. Next, the scotch tape (manufactured by 3M) was strongly pressed onto the antireflection film having the cut. Then, the scotch tape was quickly pulled from the surface of the antireflection film in the direction of 60 ° under a load of 4 kg to be peeled off, and then the number of squares remaining on the plastic spectacle lens base material was counted.

(Formation of antireflection film)
The obtained spectacle lens was set in a rotating dome provided in the vacuum chamber, the temperature in the vacuum chamber was heated to 70 ° C., and the mixture was exhausted until the pressure became 1.0 × 10 ^-3 Pa. Next, Ar ion beam cleaning was performed on one hard coat layer for 60 seconds under the conditions of an acceleration voltage of 500 V and an acceleration current of 100 mA, and then the first layer SiO ₂ (refractive index) was sequentially applied on the cleaned hard coat layer. 1.47) is the optical film thickness 0.090λ, the second layer ZrO ₂ (refractive index 2.00) is the optical film thickness 0.038λ, and the third layer SiO ₂ (refractive index 1.47) is the optical film. Thickness 0.393λ, 4th layer ZrO ₂ (refractive index 2.00) has an optical thickness of 0.104λ, 5th layer SiO ₂ (refractive index 1.47) has an optical thickness of 0.069λ, 6th layer ZrO ₂ (refractive index 2.00) was laminated with an optical film thickness of 0.289λ and the seventh layer SiO ₂ (refractive index 1.47) was laminated with an optical film thickness of 0.263λ to form an antireflection film. .. Λ is the design center wavelength of 500 nm.
Further, the other hard coat layer was also subjected to the same treatment as described above to form antireflection films on both sides of the spectacle lens to obtain an antireflection film-containing spectacle lens.

(Pencil hardness)
A pencil was placed on the surface of the hard coat layer so as to be located at an angle of 60 degrees with respect to the surface of the hard coat layer, and was slid forward forcefully to check for dents on the surface of the hard coat layer. If no dents were visually observed, the pencil hardness of the pencil used was increased by one step and a similar test was performed until dents were observed. The hardness of the pencil used in the measurement immediately before the measurement in which the dent is observed is defined as the pencil hardness, and the results are shown in Table 1.

(Appearance characteristics)
When the obtained spectacle lens is observed with a microscope (VHX-1000, KEYENCE), the case where the aggregate of metal nanowires is not observed as a foreign substance is "A", and the case where the aggregate of metal nanowires is observed as a foreign substance. It was set as "B".

(Visible transmittance)
The transmissometer of the antireflection film-containing spectacle lens manufactured in the above (formation of the antireflection film) was measured using an LED transmittance meter LDM-200 manufactured by Fuji Photoelectric Industry Co., Ltd.

In Table 1, the "type" column of the "polymer" column represents the polymer used, "1" means polymer 1, and "2" means polymer 2.
In Table 1, the "concentration (mass%)" column in the "polymer" column represents the content (mass%) of the polymer with respect to the total mass of the hard coat layer.
In Table 1, the "type" column of the "metal nanowire" column indicates the metal nanowire used, NiNW means Ni (nickel) nanowire, and CuNW means Cu (copper) nanowire.
In Table 1, the "concentration (volume%)" column of the "metal nanowire" column represents the polymer content (volume%) with respect to the total hard coat layer volume.
In Table 1, the "concentration (mass%)" column in the "metal nanowire" column represents the polymer content (mass%) with respect to the total mass of the hard coat layer.
In Table 1, "film thickness (μm)" represents the film thickness of the hard coat layer.

As shown in Table 1, it was confirmed that a desired effect can be obtained with a predetermined spectacle lens.

10A, 10B spectacle lens 12 spectacle lens base material 14A, 14B hard coat layer 16 primer layer

Claims (12)

Eyeglass lens base material and
A primer layer arranged on the spectacle lens substrate and
Including a hard coat layer, which is arranged on the primer layer,
At least one of the primer layer and the hard coat layer contains a conductive filler selected from the group consisting of metal nanowires and carbon nanotubes, and a polymer.
An spectacle lens in which the polymer has a repeating unit having a group derived from an ionic liquid and a repeating unit having no group derived from an ionic liquid. The spectacle lens according to claim 1, wherein the group derived from the ionic liquid is any of the groups represented by the formulas (A) to (D).

In formula (A), ^Ra1 represents an alkyl group which may have a substituent. R ^{a2 to} R ^a4 each independently represent a hydrogen atom or an alkyl group which may have a substituent. L ^a represents an alkylene group. A ⁻ represents an anion. * Represents the bond position.
In the formula (B), R ^{b1 to} R ^b5 each independently represent a hydrogen atom or an alkyl group which may have a substituent. L ^b represents an alkylene group. A ⁻ represents an anion. * Represents the bond position.
In formula (C), R ^{c1 to} R ^c3 each independently represent an alkyl group which may have a substituent. Two of R ^{c1 to} R ^c3 may combine with each other to form a piperidine ring or a pyrrolidine ring. L ^c represents an alkylene group. A ⁻ represents an anion. * Represents the bond position.
In the formula (D), R ^{d1 to} R ^d3 each independently represent an alkyl group which may have a substituent. L ^d represents an alkylene group. A ⁻ represents an anion. * Represents the bond position. The spectacle lens according to claim 1 or 2, wherein the repeating unit having a group derived from the ionic liquid is the repeating unit represented by the formula (1).

In formula (1), R ¹ represents a hydrogen atom or an alkyl group.
L ¹ represents a single bond or a divalent linking group.
X represents a group derived from an ionic liquid. The spectacle lens according to any one of claims 1 to 3, wherein the metal contained in the metal nanowire includes at least one selected from the group consisting of silver, gold, copper, nickel, and platinum. The hard coat layer contains the conductive filler and the polymer.
Any one of claims 1 to 4, wherein the hard coat layer is a hard coat layer formed by using a polymerizable monomer, the conductive filler, and a composition for forming a hard coat layer containing the polymer. The spectacle lens described in the section. The spectacle lens according to claim 5, wherein the polymerizable monomer contains a (meth) acrylate having at least one group selected from the group consisting of a phosphoric acid group and a sulfonic acid group. The spectacle lens according to claim 5 or 6, wherein the polymerizable monomer contains silsesquioxane having a radically polymerizable group. The spectacle lens according to any one of claims 1 to 7, which includes an antireflection film arranged on the hard coat layer. Conductive fillers selected from the group consisting of metal nanowires and carbon nanotubes, and
A composition comprising a repeating unit having a group derived from an ionic liquid and a polymer having a repeating unit having no group derived from an ionic liquid. The composition according to claim 9, further comprising a polymerizable monomer. The composition according to claim 9 or 10, wherein the polymerizable monomer contains a (meth) acrylate having at least one group selected from the group consisting of a phosphoric acid group and a sulfonic acid group. The composition according to any one of claims 9 to 11, wherein the polymerizable monomer contains silsesquioxane having a radically polymerizable group.