JP2017040819A - Spectacle material - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a spectacle member in which a functional resin layer is integrated with an organic glass substrate by cast molding, the spectacle member comprising practical use adhesion strength between the organic glass substrate and the functional resin layer.SOLUTION: A spectacle member is formed by integrating a functional resin layer 15 with one surface or both surfaces of an organic glass substrate 11 which is a resin molded body, by cast molding. The organic glass substrate 11 is molded of a thermosetting resin material which is a thiourethane-based, episulfide-based or (meth)acrylate-based (following, called (M)Ac) material. The functional resin layer 15 is molded of a (M)Ac-based thermosetting resin material (functional resin layer material). A polymerizable component of the functional resin layer material is formed of an OH-group containing alkyl (M)Ac and other (M)Ac which is mainly formed of a material having two or more functionalities.SELECTED DRAWING: Figure 1

Description

  The present invention relates to a spectacle material in which a functional resin layer is integrated by cast molding on one side or both sides of an organic glass base material (base lens) that is a resin molded body. More specifically, the organic glass substrate is molded from a specific thermosetting resin raw material, and the functional resin layer is a photochromic agent, and further, a specific wavelength absorber (such as an ultraviolet absorber or an infrared absorber). Glasses material molded from thermosetting resin material (functional resin layer material) based on (meth) acrylate (hereinafter sometimes abbreviated as “(M) Ac”) containing expensive drug (functional drug) The present invention relates to (glasses lens).

  Here, a photochromic lens will be described as an example of the eyeglass material, but it can also be applied to sunglasses that do not contain a photochromic agent.

  Here, (M) Ac means a thermosetting monomer or oligomer containing one or both of monofunctional to tetrafunctional acrylate groups and methacrylate groups.

  In the present specification, “composition” is a mass unit unless otherwise specified.

  Regarding a conventional photochromic lens, Patent Document 2 [0002 to 0008], which belongs to the same applicant as the present applicant, is cited below while editing. “Patent Document 1” being cited corresponds to what is described as [Patent Document 1] in the present specification.

  “Traditionally, photochromic lenses are manufactured by molding (usually cast molding) a lens (semi-finished product) and then cutting and polishing it to the customer's prescribed frequency.

  In this manufacturing method, a considerable part of the molded lens is discarded at the time of cutting, and at the same time, the expensive photochromic agent added is discarded, which is uneconomical.

  Furthermore, when the photochromic lens is a lens with a medium or higher degree, a difference in color tone is generated due to a difference in thickness between the inner and outer circumferences, and there is a problem from the viewpoint of fashion.

  That is, there is a demand for a method of manufacturing a lens with a degree that is as thin as possible, has a small thickness difference, and hardly causes a difference in color tone.

  Therefore, it is conceivable to apply the following manufacturing method described in Patent Document 1 (see [0005]).

  “A method of manufacturing a resin lens having a refractive index of 1.45 or more using at least two types of resin materials, wherein at least one type of resin material is formed as a non-flowable molded body, and a cavity is formed on the adhesion surface of the molded body. Resin molding in which at least two types of resin materials having different properties are closely attached to each other by injecting another material material having different properties from the resin material into the cavity and polymerizing and curing in the cavity A lens in which at least one of surface reflection characteristics, physical properties, dyeability, and processability is improved by obtaining a product and complementing the properties of the resin material having at least two different properties from the resin molding. It is characterized by manufacturing. ]

  However, in Patent Document 1, as shown in Table 3 “Polymerization adhesion test” of the same document, the base lens: thiourethane resin (MR system) (ne = 1.60) and the functional resin layer: (M) Ac Adhesiveness is difficult to obtain with a combination of a series resin (PMMA) (ne = 1.55). "

  As described above, when there is no practical adhesion strength between the base lens and the functional resin layer, an adhesive layer may be interposed on the functional resin layer forming surface side of the base lens.

  For example, Patent Document 2 proposes a manufacturing method having the following configuration relating to a resin lens provided with an adhesive layer.

“The base lens is the first mold, and the second mold is arranged on one or both sides of the first mold so as to have a gap between the first mold and the peripheral gap between the first and second molds. Seal with taping or gasket to form the cavity,
In the method for producing a resin lens, injecting a liquid resin raw material containing a functionality-imparting agent into the cavity and casting the functional resin layer, the base lens and the functional resin layer are integrated.
A base lens in which an adhesive layer of a thermoplastic elastomer is formed on a side surface on which the functional resin layer is formed is the first mold. (Patent Document 2, Claim 1 etc.).

Japanese Patent No. 4087335 JP 2014-156067 A

  However, when an adhesive layer is interposed between the base lens (organic glass substrate) and the functional resin layer as described in Patent Document 2, it is necessary to apply an adhesive to the organic glass substrate. Yes, manufacturing man-hours are likely to increase.

  Furthermore, depending on the material and thickness of the adhesive layer, there is a risk that refraction abnormality or color unevenness may occur.

  In addition, as described above, Patent Document 1 describes a spectacle material (resin lens) in which an organic glass base material and the functional resin layer can be integrated with no adhesive and with practical adhesion strength. However, when the functional resin layer is formed of (M) Ac resin, thiourethane (urethane resin: MR6, MR6), except when the organic glass substrate is (M) Ac-based resin (acrylic resin: PMMA). 7, 8) or episulfide (epoxy resin: HIE), it can be seen that there is no practical adhesion strength between the organic glass substrate and the functional resin layer (Patent Document 1, Table 3, MMA monomer array) reference).

  Furthermore, even when both the base lens and the functional resin layer are a combination of (M) Ac-based resins, the OH group-containing alkyl (M) Ac is not contained as a polymerizable component of the functional resin layer raw material. Further, white turbidity was observed in the lens appearance, and it was confirmed that practical adhesion strength was difficult to obtain between the organic glass substrate and the functional resin layer in the adhesion evaluation.

  That is, in both the boiling test (immersion for 1 h in boiling water) and the vise test (applying force until breakage) in the adhesion evaluation related to the eyeglass material (product lens), “peeling” occurs and the practical adhesion strength is improved. It has been confirmed that it is difficult to obtain (Tables 2-1, 2-2, 2-3 in the present specification).

  In view of the above, an object of the present invention is to provide an eyeglass material having practical adhesive strength without an adhesive between an organic glass substrate and a functional resin layer.

  In order to solve the above-mentioned problems, the present inventors have made a functional resin layer on one side or both sides of an organic glass base material (base lens) that is a resin molding in the process of earnest development. If the combination of the specific organic glass substrate and the functional resin layer made of the thermosetting product of the specific (M) Ac resin composition is used, the above-mentioned problem can be solved. Knowing what can be done, I came up with a spectacle material with the following structure.

In a spectacle material in which a functional resin layer containing a functional agent is integrated by casting on one or both sides of an organic glass substrate that is a resin molded body,
The organic glass substrate is molded from a thermosetting resin material of thiourethane type, episulfide type or (meth) acrylate (hereinafter abbreviated as “(M) Ac”) type, and the functional resin layer is (M) Molded with an Ac-based thermosetting resin material (hereinafter referred to as “functional resin layer material”),
The polymerizable component of the functional resin layer raw material is composed of OH group-containing alkyl (M) Ac and other (M) Ac mainly composed of two or more functional groups, It has a practical adhesion strength without an adhesive between the functional resin layer.

It is a figure which shows the manufacturing process of the spectacles material of this invention.

  Hereinafter, the eyeglass material (eyeglass lens) of the present invention will be described with a description of a manufacturing method thereof. Here, the case where the functional resin layer is integrated on one side of the base lens is taken as an example, but the same applies to the case where the functional resin layer is integrated on both sides.

(1) Molding of base lens The base lens 11 is molded with a thermosetting resin material selected from thiourethane, episulfide, or (M) Ac. This molding method is cast molding.

  In molding by the taping method, unevenness is generated on the peripheral surface (edge surface) of the base lens 11 due to polymerization shrinkage. If the peripheral surface is uneven, when the functional resin layer 15 to be implemented later is molded by the taping method, the cavity 21 cannot be sufficiently sealed by the taping 19, and the liquid resin raw material of the functional resin layer 15 becomes the cavity. There is a possibility that a leakage void is formed from 21. For this reason, the minimum necessary peripheral surface cutting is performed on the base lens 11 after the cast molding. In addition, the outer diameter of the base lens 11 is set to be the same as the outer diameter of the second mold 17 to be used later in the molding of the functional resin layer 15.

  As the thermosetting resin for forming the base lens, as described later, the functional resin layer uses (M) Ac having a low refractive index to a medium refractive index (for example, ne: 1.45 or more and less than 1.55), As long as it has a higher refractive index, (M) Ac having a medium refractive index (for example, 1.50 or more and less than 1.60) may be used. From the standpoint of thinning the base lens, etc., it is necessary to use sulfur-containing thermosetting resins such as the following thiourethane resins (a) and episulfide resins (b) with a high refractive index (for example, ne: 1.60 or more). Although desirable, (c) (M) Ac-based resins described later may be used.

  (a) A thiourethane resin is a polymer (resin) having a bond (-NHCOS-, -NHCSO-, -NHCSS-) in which at least one oxygen atom of a polyurethane bond (-NHCOO-) is replaced with a sulfur atom. Means. As the resin raw material, one or more selected from polyisocyanate, polyisothiocyanate, polyisocyanatothioisocyanate, isocyanato component, polythiol, and optionally one or more known polyols are used. A polymerizable component appropriately combined with the active hydrogen compound component can be suitably used (see JP-A-8-208792 and the like).

  Here, polyisocyanates include aliphatic, alicyclic, aromatic, and derivatives thereof, and sulfide, polysulfide, and thiocarbonyl (thioketone) derivatives in which sulfur is introduced into part of their carbon chains. The compound can be mentioned. Of these, aliphatic or alicyclic polyisocyanates are desirable from the standpoint of yellowing resistance.

  Similarly, polythiols include aliphatic, alicyclic, aromatic, and derivatives thereof, and sulfides, polysulfides, and polythioethers in which sulfur is introduced into a part of their carbon chains as a base compound. Can be mentioned. Of these, aliphatic or alicyclic polyols are desirable from the standpoint of yellowing resistance.

  Specifically, it is desirable that the polythioether represented by the following structural formula (1) is composed of or is mainly composed of a base compound.

  As other polythiols, a fully substituted ester of a ω-mercapto aliphatic carboxylic acid of a branched hydrocarbon polyhydric alcohol can be suitably used.

  Specifically, trimethylolpropane tris (2-mercaptoglycolate), pentaerythritol tetrakis (2-mercaptoglycolate), trimethylolpropane tris (3-mercaptopropionate), pentaerythritol tetrakis (3-mercaptopropioate) Nate) and the like.

  (B) The episulfide resin means a polymer (resin) obtained by reacting a dithioepoxy compound, a curing agent, and another polymerizable compound. For example, it is represented by the following structural formula (2). A known product obtained by curing a straight-chain alkyl sulfide type dithioepoxy compound can be used (Japanese Patent Application Laid-Open Nos. 9-1110979, 10-114764, etc.).

  As the curing agent, amines, organic acids, or inorganic acids, which are ordinary epoxy resin curing agents, can be used.

  (C) As the (M) Ac-based resin, in “(4) Cast molding of functional resin layer” described later, “other functionalities mainly composed of two or more functions” which are one of the functional resin layer raw materials. What was illustrated as (M) Ac "etc. can be used conveniently.

  From the viewpoint of protecting the eyeball, it is desirable to add a general-purpose ultraviolet absorber to the thermosetting resin material for these base lenses.

(2) Creation of cavity:
The cavity 21 of the mold of the functional resin layer 15 of the present embodiment uses the first mold 11 as a base lens, and the second mold so that a substantially constant predetermined gap is formed on one side of the first mold 11. 17, and the peripheral gaps of the first and second molds 11 and 17 are sealed with a taping 19. In the illustrated example, the taping method is used, but a gasket seal method may be used.

  The second mold 17 is usually made of glass, but is not limited to glass, and may be made of ceramic, and may be made of resin as long as it has heat resistance during molding.

  Further, the gap (the predetermined gap) between the cavities 21 varies depending on the resin material flow characteristics, the degree of functionality imparted to the functional resin layer 15, and the like. Usually, from the viewpoint of cast moldability and functionality, the thickness of the functional resin layer 15 is 0.2 mm or more, desirably 0.3 mm or more, more desirably 0.5 mm or more, and 3 mm from the viewpoint of fashionability and weight reduction. Hereinafter, the gap is preferably 1.5 mm or less, and more preferably 1 mm or less.

(3) Cast molding of functional resin layer (M) Ac-based thermosetting resin material (hereinafter referred to as “functional resin layer material”) to which a functional agent has been added is injected into the cavity 21 and polymerized by heating. The functional resin layer 15 is integrated with the base lens 11 by being cured by means such as UV or photopolymerization.

  Here, although a photochromic agent is usually used as the functional agent, a specific wavelength absorber such as an ultraviolet absorber or an infrared absorber can be used with or without the photochromic agent. These chemicals are appropriately diffused in a solvent and mixed with the liquid resin raw material.

  As the photochromic agent, spiropyran compounds, spirooxazine compounds, chromene compounds, fulgide compounds, and the like can be suitably used.

  The polymerizable component of the functional resin layer raw material used here is composed of OH group-containing alkyl (M) Ac and other (M) Ac mainly composed of two or more functions.

Here, the OH group-containing alkyl (M) Ac may be a monofunctional OH group-containing alkyl (M) Ac, but from the standpoint of ensuring the crosslinking density, it is preferably bifunctional or more. Hydroxyalkylenediol di (M) Ac represented by the following structural formula (3) or alkylenediol diglycidyl ether represented by the following structural formula (4), wherein the ester moiety has —CH ₂ CH (OH) CH ₂ —. Acrylate is desirable. The reason cannot be determined, but it is presumed that these OH groups are rich in reactivity with thiol groups, episulfide groups, hydrolyzable acrylates, and the like.

  More specifically, examples of the hydroxyalkylenediol di (M) Ac include 2-hydroxy-1,3-dimethacrylopropane (“701A”). Examples of alkylene diol diglycidyl ether acrylate include 1,4-butanediol diglycidyl ether acrylate.

  As the other (M) Ac mainly composed of bifunctional, the following bifunctional to tetrafunctional general-purpose (M) Ac can be used. In addition, as long as thermosetting (required crosslinking density) is obtained, a small amount of monofunctional alkyl (M) Ac (alkyl carbon number: 1 to 4) can be used in combination.

  Bifunctional: 1,6-hexanediol di (M) Ac, 1,9-nonanediol di (M) Ac, isononanediol di (M) Ac, 1,10-decandiol di (M) Ac, neopentyl glycol Di (M) Ac, polyethylene / propylene glycol didi (M) Ac (EO number: 3 to 10, PO number: 2 to 8), dioxane (M) Ac, dialkoxylated bisphenol A di (M) Ac ( Number of alkoxylations: 2 to 18 (see structural formula (6))

  Trifunctional: Tricyclodecanol (M) Ac, Trimethylolpropane (M) Ac, Glycerin (M) Ac, Trimethylolpropane (M) Ac

  3 to 4 functional groups: alkoxylated pentaerythritol (M) Acs, (alkoxylated) ditrimethylolpropane acrylates,

  Among these, polyethylene glycol di (M) Acs represented by the structural formula (5) (more specifically, PEG average molecular weight: those marketed under a product number of # 200 to # 600), It is desirable to use in combination with dialkoxylated bisphenol A di (M) Acs represented by the structural formula (6).

  By using polyethylene glycol di (M) Ac and bisphenol A di (M) Ac together, the thermal expansion coefficient difference between the functional resin layer and the base lens can be reduced, and transparency and heat resistance can be improved. This is because it can be expected.

  The ratio of the OH group-containing alkyl (M) Ac and the other (M) Ac varies depending on the number of (M) Ac groups, the molecular weight, the number of reactive groups, etc., but usually the former / the latter = 2.5 / 97.5 to 70 / 30, preferably the former / the latter = 10/90 to 65/35 parts. If the OH group-containing alkyl (M) Ac is too small, it is difficult to obtain practical adhesion strength between the organic glass substrate and the functional resin layer.

  In addition to the above, various additives such as dyes, bluing agents, internal mold release agents, deodorants, antioxidants may be used as the resin raw material for the organic glass substrate and functional resin layer. , Stabilizers, polymerization initiators, curing agents and the like may be added as necessary. The resin curing (crosslinking polymerization) is performed by thermosetting polymerization, ultraviolet curing polymerization, or the like. In addition, even when a functional agent such as a photochromic agent is added as a masterbatch to the (M) Ac-based functional resin layer raw material, a photochromic agent is appropriately added depending on the required characteristics of photochromism. There is.

(4) Release and post-treatment of resin lens:
By the crosslinking (polymerization) curing of the functional resin layer fat raw material, a molded product (resin lens) in which the functional resin layer 15 and the base lens (first mold) 11 are integrated is obtained. The resin lens is taken out by releasing the molded product from the second mold 17.

  It is desirable that the surface of the resin lens provided with the functional resin layer 15 manufactured in this way is subjected to a modification treatment such as hardness by applying a generally applied reinforced coating (hard coat).

  Furthermore, general-purpose surface treatments such as antifogging treatment, antireflection treatment, water repellent treatment, and antistatic treatment are appropriately applied.

  Hereinafter, the present invention will be described in more detail based on an example group together with a comparative example group.

(1) Molding of base lens The following various kinds of polymerizable resin raw materials were injected into the following mold and molded under the following heat curing conditions. It should be noted that the polymer is uniformly polymerized up to the heat-curing temperature, and after curing, the temperature is removed and lowered so that cracks (cracks) do not occur in the molded product (of the heat-curing of the functional resin layer). The same applies to cases).

・ Thiourethane, episulfide: 120 ° C x 2h
・ (M) Ac system: 80 ℃ × 1h

<Molding mold>
A pair of a convex mold and a concave mold having the following specifications was taped with an adhesive tape so as to have a center distance of 5.0 mm, thereby producing a mold having a cavity for molding a base lens.

・ Convex side mold: Glass, φ80mm, R = 66.16mm, CT = 4.0mm
・ Concave side mold: Glass, φ80mm, R = 66.16mm, CT = 4.0mm

<Base lens material (polymerizable resin raw material)>
The base lens materials used were prepared as follows.

1) Thiourethane resin
2,5-bicyclo [2,2,1] heptanebis (methylisocyanato): 100 parts hardener (dibutyltin): 0.1 part, internal mold release agent: 2 parts, UV absorber: 2.0 parts liquid temperature The mixture was sufficiently stirred for 1 hour in a nitrogen gas atmosphere at 15 ° C. Thereafter, 50 parts of pentaerythritol tetrakis (3-mercaptopropionate): 50 parts and 4,7-bis (mercaptomethyl) -3,6,9-trithia-1,11-undecanedithiol: 50 parts were further added. The mixture was stirred for 1 hour while adjusting the temperature to 15 ° C. in a nitrogen gas atmosphere. Subsequently, the mixture was deaerated for 1 hour while stirring at a liquid temperature of 15 ° C. and 133 Pa using a vacuum pump, and then filtered through a 1 μm filter to prepare a thiourethane resin material having a refractive index (ne) of 1.60.

2) Episulfide resin Bis (2,3-epithiopropyl) disulfide: 90 parts, 4,7-bis (mercaptomethyl) -3,6,9-trithia-1,11-undecanedithiol: 10 parts nitrogen gas Mix and stir for 30 minutes while adjusting the temperature to 15 ° C under atmosphere, add curing agent (amine system): 0.3 part, fragrance imparting agent: 0.3 part, further UV absorber: 1.5 part, and further nitrogen gas atmosphere The mixture was stirred for 30 minutes while adjusting the temperature to 15 ° C. Subsequently, the mixture was degassed for 1 hour with stirring at a liquid temperature of 15 ° C. and 133 Pa using a vacuum pump, and then filtered through a 1 μm filter to prepare a resin raw material of an episulfide resin having a refractive index (ne) of 1.74.

3) (M) Ac resin NK11P (manufactured by Nippon Shimizu Sangyo) (thermosetting MMA): 100 parts, mixed and stirred for 30 minutes while adjusting the temperature to 15 ° C. under nitrogen gas atmosphere, molecular weight regulator: 4 parts, Curing agent (organic peroxide): 1.4 parts and 1.0 part of UV absorber were added, respectively, and further mixed and stirred for 30 minutes while adjusting the temperature to 15 ° C. in a nitrogen gas atmosphere. Subsequently, the mixture was degassed for 1 hour with stirring at a liquid temperature of 15 ° C. and 133 Pa using a vacuum pump, and then filtered through a 1 μm filter to prepare an (M) Ac-based resin material having a refractive index (ne) of 1.56.

(2) Casting molding of functional resin layer The base lens 11 prepared above was used as the first mold, and the molding dies prepared as described below were prepared in Tables 2-1 (Example 1 group) and Table 2-2. (Example 2 group) In combination with Table 2-3 (Example 3 group), the functional resin layer raw materials of Tables 1-1 and 1-2 were injected and polymerized under heat curing conditions (90 ° C. × 2 h). The functional resin layer was cast and molded.

<Molding mold>
The base lens formed by the base lens mold is used as the first mold (concave side) 11 and the center interval is 0.6 mm using the same specification second mold (convex side) 17 used in the mold. A cavity 21 (molding die) was created by taping 19 with an adhesive tape.

The specifications of each mold at that time are as follows.
・ First mold 11: Base lens, φ80mm, R (adhesion surface) = 66.16mm, CT = 5.0mm
・ Second mold 17: glass, φ80mm, R = 66.16mm, CT = 4.0mm

<Raw material for functional resin>
Tables 1-1 and 1-2 show the compositions of the functional resin layer raw materials A-0 to A-14 and B-0 to B-8. (M) Ac in each table is as follows.

  The titles of each (M) Ac in Table 1-1 and Table 1-2 are borrowed from all or part of the commercial product names (trade secrets) of each (M) Ac.

1) OH group-containing alkyl (M) Ac
“701A”: 2-hydroxy-1,3-dimethacryloxypropane (bifunctional) (see structural formula (3))
“EA5520”: 1,4-butanediol diglycidyl ether acrylate (bifunctional) (see structural formula (4))

2) Other (M) Ac
“FM220M”: polyethylene glycol # 200 dimethacrylate (bifunctional) (see structural formula (5))
“BPE900”: ethoxylated bisphenol A dimethacrylate (EO number: 17) (bifunctional) (see structural formula (6))
“BPE500”: ethoxylated bisphenol A dimethacrylate (EO number: 10) (bifunctional) (see structural formula (6))
“500PRE”: (M) Ac-based photochromic functional lens material (Tokuyama Co., Ltd. product name) (thermosetting PMMA)

(3) Evaluation test:
The photochromic lens (eyeglass lens; eyeglass material) prepared above was evaluated by the following test method.

<Test method>
About each sample obtained above, the evaluation test of the following item was done.

  -Lens appearance: The appearance was visually observed, and those that were beautiful were defined as "good" and those that were observed as white turbidity were defined as "white turbidity".

  -Adhesion (boiling test): After immersion in boiling water for 60 minutes, the presence or absence of peeling between the functional resin layer and the substrate was visually observed.

  -Adhesion (vise test): A force was applied from the center of both sides of the sample (center thickness 2 mm flat lens) until it was destroyed with a vise, and the presence or absence of "peeling" (including partial cases) at the interface was observed. .

<Consideration of results>
The results of the evaluation test are shown in Tables 2-1, 2-2, and 2-3.

1) Appearance of lens In each of the examples, the lenses in each example group were good with no white turbidity observed, whereas in the comparative example group, all the white turbidity was observed.

2) Adhesiveness Each Example group has no problem in the adhesiveness between the functional resin layer and the base lens in either the boiling test or the vise test (no peeling occurs and good). It could be confirmed.

  On the other hand, each comparative example group had a problem (peeling occurred) in the adhesion between the functional resin layer and the base lens in both the boiling test and the vise test.

11 Substrate lens (organic glass substrate) (first mold)
15 Functional resin layer 17 Second mold 19 Taping 21 Cavity

Claims (8)

In a spectacle material in which a functional resin layer containing a functional agent is integrated by casting on one or both sides of an organic glass substrate that is a resin molded body,
The organic glass substrate is molded from a thermosetting resin material of thiourethane type, episulfide type or (meth) acrylate (hereinafter abbreviated as “(M) Ac”) type, and the functional resin layer is (M) Molded with an Ac-based thermosetting resin material (hereinafter referred to as “functional resin layer material”),
The polymerizable component of the functional resin layer raw material is composed of OH group-containing alkyl (M) Ac and other (M) Ac mainly composed of two or more functional groups, Between the functional resin layer and having practical adhesion strength without adhesives,
Glasses material characterized by that. Glasses material according to claim 1, characterized in that with - alkyl esters of the OH group-containing alkyl (M) Ac is _{-CH 2 CH (OH) CH 2} . The eyeglass material according to claim 2, wherein the OH group-containing alkyl (M) Ac is a hydroxyalkylenediol di (M) Ac represented by the following structural formula (1).

The eyeglass material according to claim 2, wherein the OH group-containing alkyl (M) Ac is an alkylene diol diglycidyl ether acrylate represented by the following structural formula (2).

5. The glasses according to claim 1, wherein the other (M) Ac is mainly composed of polyalkylene glycol di (M) Ac represented by the following structural formula (3). Material.

6. The eyeglass material according to claim 5, further comprising an alkoxylated bisphenol A (M) Ac represented by the following structural formula (4) as the other (M) Ac.

  The eyeglass material according to any one of claims 1 to 6, wherein the functional resin layer material contains a photochromic agent.   The spectacle material according to any one of claims 1 to 7, wherein a thickness of the functional resin layer is 0.2 to 3 mm.

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