JPH0356925A - Fashion lens - Google Patents

Abstract

PURPOSE:To obtain the fashion lens whose transparency is satisfactory and which shows a fluorescent color of high luminance against ultraviolet rays by constituting the lens of a cross linking resin which contains a fluorescent dyestuff and whose refractive index is >= 1.59. CONSTITUTION:The fashion lens consists of a cross linking resin which contains a fluorescent dyestuff and whose refractive index is >= 1.59. In order to obtain high luminance of a fluorescent color in a lens end part (edge part), it is necessary that the refractive index of the cross linking resin is >= 1.59, and moreover, it is desirable to be >= 1.60. As for the cross linking resin, a resin obtained by radical polymerization, an epoxy resin, a polyurethane resin, a polythiourethane resin, etc., are used desirably. In such a way, when a light beam containing ultraviolet rays is radiated in a room in which illumination is dark, the edge part emits beautiful blue fluorescence, and a lens whose fasion property is very high is obtained.

Description

DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a fashion lens that generates fluorescence when exposed to ultraviolet rays or rays containing ultraviolet rays.

[Prior Art] A technique for dissolving or kneading a fluorescent dye into a transparent thermoplastic resin such as polymethyl methacrylate, polyvinyl chloride, or polycarbonate is known.

Molded bodies of these resins containing fluorescent dyes are used, for example, as resin plates, guide plates, and advertising media.

[Problem to be solved by the invention] Thermoplastic resin lenses are generally inexpensive because they can be injection molded, but their suitability as eyeglass lenses is low due to their low heat resistance, hardness, and low elastic modulus. is not enough. In other words, since it is thermoplastic, it easily softens due to frictional heat during lens polishing or edge shearing, making it difficult to scrape.Furthermore, it has lower hardness and bending elastic modulus than cross-linked polymer, so it provides a certain level of strength against deformation. Therefore, the problem is that it cannot be made very thin.

An object of the present invention is to provide a fashion lens that has sufficient heat resistance, curling characteristics, hardness, good transparency, and emits a fluorescent color with high brightness against ultraviolet rays.

[Means for Solving the Problems] In order to achieve the above object, the present invention has the following configuration.

"Fashion lens characterized by being made of a crosslinked resin containing a fluorescent dye and having a refractive index of 1.59 or more." The photodye emits fluorescent light due to ultraviolet rays irradiated from the outside, a portion of the fluorescent light is reflected internally on the lens surface, and by repeating this between both surfaces, the fluorescent light is produced at the edge of the lens. It is a state where light colors gather. In other words, the edges shine beautifully and with high brightness. This phenomenon occurs when a medium with a large refractive index changes to a medium with a small refractive index (
This happens when light enters the air (usually air), and the smaller the incident angle at which the refraction angle is 90°, that is, the critical angle, the higher the degree of light condensation at the edge. The critical angle becomes smaller as the refractive index of the resin increases. Therefore, in the present invention, in order to obtain high luminance of the fluorescent color at the edge part, it is necessary that the refractive index of the crosslinkable resin is 1.59 or more, and furthermore, the refractive index of the crosslinkable resin must be 1.59 or more.
．． It is preferable that it is 60 or more.

In the present invention, as the crosslinkable resin, resins obtained by radical polymerization, epoxy resins, polyurethane resins, polythiol resins, urethane resins, etc. are preferably used. Any resin can be used as long as it provides a resin component (for example, resins described in JP-A-57-147505, JP-A-62-267316, etc. can be used). .

Among these, resins obtained by radical polymerization are most preferred in terms of pot life and polymerization controllability.

Examples of crosslinkable radically polymerizable monomers suitable for lens molding that can have a refractive index of 1.59 or more are listed below.

3.3', 5.5'-tetrabromobisphenol A
Di(meth)acrylate, 3. 3', 5. 5
'-tetrabromo 4.4'-bis(hydroxyethoxy)diphenylpropane bis(meth)acrylate, 3
．． 3'. 5. 5'tetrabromo-4,4'-bis(hydroxyethoxy)diphenylpropane bisallyl carbonate, 2[2,6-dibromo-4-{3
．． 5-dibromo-4-(2-hydroxyethoxy)-alpha
, α-dimethylbenzyl} phenoxy]ethyl (meth)acrylate and diisocyanates such as hexamethylene diisocyanate, 2-(2,6-dibromo-4-(3,5-dibromo-4-(2-hydroxyethoxy)) Reaction product of monoα,α-dimethylbenzyl}phenoxy]ethyl (meth)acrylate, 2,2-bis{3,5-dibromo-4-(2-hydroxyethoxy)phenyl}propane, and diisocyanate such as hexamethylene diisocyanate , 1,2-bis-2-(meth)acryloylthioethylthioethane, 1,4-bis-2-(meth)acryloylthioethylthiomethylbenzene, and the like.

These radically polymerizable monomers are generally solid or highly viscous liquid at room temperature. Therefore, it is generally difficult to dissolve fluorescent dyes. Further, heating for liquefaction or viscosity reduction is not preferable because there is a risk of starting radical polymerization.

The crosslinkable radically polymerizable monomer to which the present invention is particularly preferably applied is a liquid having a poise of 10 poise or more at room temperature, or a solid.

Therefore, in the present invention, for the purpose of reducing the viscosity of the crosslinking monomer, that is, increasing the solubility and dissolution rate of the fluorescent dye, a liquid radically polymerizable monomer having a molecular weight of 350 or less, more preferably 300 or less is used in the present invention. It is preferable to blend it as a component of the monomer constituting the crosslinkable resin. molecule f
Examples of liquid radically polymerizable monomers having an i350 or less include acunol-based, vinyl-based, and allyl-based monomers;
Since it is necessary to obtain a lens of 59 or more, it is preferable that the refractive index of these radically polymerizable monomers is also high. In this sense, liquid monomers with a molecular fJ of 350 or less that can be most preferably used in the present invention include styrene, monobromostyrene, divinylbenzene, ethylvinylbenzene, diethylene glycol diallyl carbonate, and the like.

In the present invention, the amount of the liquid radically polymerizable monomer with a molecular weight of 350 or less is such that the delivery rate of the lens molded product is 1.
Although it is automatically determined by the constraint that it must be 59 or more, it is first necessary that the amount satisfies that condition and also satisfies the required properties such as the mechanical properties of the lens. . Next, it is preferable that the amount is sufficient to dissolve the fluorescent dye.

In general, to satisfy these conditions, molecular nails 3 5
It is preferable that the liquid radically polymerizable monomer having a concentration of 0 or less is used in an amount of 5% by weight or more based on the total monomer. Also,
If it exceeds 50% by weight, the mechanical properties, especially the thermal properties, and toughness of the lens tend to deteriorate.

The fluorescent dye used in the present invention may be any fluorescent dye that is generally known as a fluorescent dye, such as stilbene type, triazole type, oxazole type, coumarin type, and fluorescent dye. Examples include phthalimides. These fluorescent dyes are incorporated into the lens of the present invention, either alone or as a mixture, usually at a concentration of about 1 to 3000 ppm. In addition, when compounding into lenses, it is also possible to use ordinary dyes and photochromic dyes that are soluble in monomers and do not emit fluorescent colors as color toning agents, and furthermore, it is possible to use them as color toning agents. It is also possible to dye it.

An example of a method for blending a fluorescent dye into the monomer of the present invention described above is a method in which the fluorescent dye is first added directly to the monomer and thoroughly mixed and dissolved.

As a method for increasing the dissolution rate, there is a method of mixing a wavy radically polymerizable monomer with a molecular weight of 350 or less with a crosslinkable monomer after dissolution. Depending on the degree of purification, the fluorescent dye may not be completely dissolved in the above monomer.
The present invention also includes cases where the resin is contained in the resin without being completely dissolved.

If the monomer is not completely dissolved in this way, it is also preferable to filter it under pressure using a filter medium with an opening of 1 μm or less before lens molding, and use it as a clear monomer solution.

The fluorescent dye-containing monomer prepared in this way can be formed into a lens by polymerization, and in this case, various stabilizers, polymerization initiators, etc. can be used.

[Example] Example ■ 3.3',5,5'-tetrabromo-4,4'-bis(
hydroxyethoxy) diphenylpropane bisacrylate (hereinafter referred to as compound A) and 2-[2,6-dibromo-4- {3,5-dibromo-4-(2-hydroxyethoxy)α,α-dimethylbenzyl} Phenoxy]
Ethyl acrylate (hereinafter referred to as compound B) and 2,2
A mixture containing bis{3.5-dibromo-4-(2-hydroxyethoxy)phenyl}propane (hereinafter referred to as compound C) at a molar ratio of 12:1 was added to the OH groups of compounds B and C. On the other hand, hexamethylene diisocyanate having 1.0 equivalent of isocyanate groups was reacted to obtain a crosslinkable monomer having a viscosity of several hundred poise or more at room temperature.

Add 20 parts of styrene to oxazole fluorescent dye' [vi
lex MD' (manufactured by Ciba Geigy) 500
The solution dissolved at a concentration of ppm was added to 80 parts of the above-mentioned highly viscous crosslinking monomer and mixed well with stirring, and further, 0.05 part of t-butyl peroxybutyrate was dissolved as a polymerization initiator. A clear monomer for certain shapes was obtained by pressure filtration through a material with an opening of ↑ μm. 60°C in a glass mold
4 hours at 70°C, 4 hours at 80°C, 100
℃ for 4 hours, and the refractive index l. 60 lenses were obtained. After releasing the mold, the surrounding area was shaved using an edge-shaving machine, and the mold was fitted into a borderless frame.

When exposed to light containing ultraviolet rays in a dimly lit room, the edges of the lens emitted a beautiful blue fluorescence, indicating that it was a highly fashionable lens.

Example 2 70 parts of Compound A of Example 1, which is solid at room temperature, and 60 parts of fluorescent dye "ER-107" (manufactured by Mitsui Toatsu Chemical Co., Ltd.)
Commercially available divinylbenzene (dissolved at a concentration of 0 ppm)
Contains about 55% by weight of divinylbenzene, and also contains ethylvinylbenzene and a small amount of jetylbenzene) 30
parts, polymerization initiator t-butyl peroxybutyrate 0.0
A lens molding monomer consisting of 5 parts was molded in the same manner as in Example 1 to obtain a lens with a refractive index of approximately 1.61. When it was placed in a borderless frame in the same manner as in Example 1 and evaluated under a black light, the edges especially shone with a beautiful red fluorescent color.

[Effects of the Invention] When the fashion lenses of the present invention are fitted into eyeglass frames, especially rimless frames, and are irradiated with light including ultraviolet rays, the edges of the lenses shine beautifully in a fluorescent color, making them extremely attractive at discos and dance venues. It is a highly fashionable item that looks great.

Claims (3)

[Claims] (1) A fashion lens characterized by being made of a crosslinked resin containing a fluorescent dye and having a refractive index of 1.59 or more. (2) A claim characterized in that the raw material monomer component of the crosslinkable resin with a refractive index of 1.59 or more contains at least a liquid radically polymerizable monomer with a molecular weight of 350 or less.
1) Fashion lenses as described. (3) The fashion lens according to claim (2), wherein the liquid radically polymerizable monomer having a molecular weight of 350 or less is selected from styrene, monobromostyrene, divinylbenzene, ethylvinylbenzene, and diethylene glycol diallyl carbonate.