JP3075403B1 - Method for producing plastic lens for colored optics - Google Patents

Abstract

The present invention provides a method for economically and advantageously producing a colored optical plastic lens by dyeing an optical plastic lens efficiently to a desired color tone and density, and a colored optical plastic lens obtained by the method. I will provide a. SOLUTION: A cured film of a water-soluble polymer is formed on the surface of an optical plastic lens, and then the lens is
A method for producing a colored optical plastic lens to be dyed with an aqueous dyeing solution containing a disperse dye as a coloring component, and a colored optical plastic lens obtained by this method.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to relates to the production how the colored optical plastic lenses. More particularly, the present invention provides an optical plastic lenses, and efficiently dyed to any color tone and density, it relates to colored optical plastic lenses economically advantageously produced to ways.

[0002]

2. Description of the Related Art In recent years, plastic lenses for optical use have been used in various fields instead of glass lenses. Among them, contact lenses and eyeglass lenses used for correcting vision have a cosmetic effect or a medical effect (for example, from ultraviolet rays). For the purpose of protecting the lens, etc.), the use of colored lenses has been actively performed. The reason why the glass lens is replaced by the plastic lens is that the plastic lens can be easily dyed in addition to its light weight and safety (hard to break).

Various methods have been used for dyeing plastic lenses for optical use. For example, as a method of dyeing a plastic lens for optics, particularly a plastic lens for spectacles, (1) a method of immersing the lens in a heated dye bath and then heating the lens to fix the dye, and (2) a plastic A method of preliminarily dissolving a dye in a raw material monomer of a lens substrate and then polymerizing the dye,
A method in which a dyed film is transferred by attaching a colored film to an eyeglass lens, and (4) a method in which an organic dye is heated and sublimated in a gas phase to be colored (Japanese Patent Publication No. 35-13 / 1973)
No. 84) is known.

The above method (1) is a conventional method for coloring spectacle lenses, in which a disperse dye having a coloring ability for an optical plastic lens is dissolved and / or dissolved in water.
Or after heating the suspended dye solution, and immersing the optical plastic lens to be dyed therein for a predetermined time,
This is a method in which the optical plastic lens is heated to stabilize the dye that has penetrated therein by further diffusing into the inside. However, recently, in response to market needs for high added value, the diversification of optical plastic lens materials has progressed, and as a result, materials that are difficult to dye by conventional methods have increased.

[0005] Therefore, methods of increasing the temperature of the dyeing solution as much as possible, adding a dye accelerating agent, a so-called carrier, to the dyeing solution, or extending the time of immersion in the dyeing solution have been used. However, even with these methods, there is a limit in the attainable concentration, and there is a problem that it is not possible to dye at a high concentration even for a long time until the target concentration is reached.

A method of dyeing a coating film applied on a plastic lens material instead of directly dyeing the material (Japanese Patent Laid-Open No. 60-235101) has also been used. The method of coloring the optical plastic lens is a method of applying an organic hard coat solution in which a dye is dissolved on the surface of the optical plastic lens and then performing a curing treatment. The application method includes a dipping method, a spray method, and a spinning ( (Spin coating) method or the like is used. However, also in this method, since it is difficult to contain a large amount of dye in the thin film, the attained concentration is still limited, and dyeing at a high concentration cannot be performed.

Instead of applying an organic hard coat solution in which a dye is dissolved to the surface of an optical plastic lens, an organic hard coat solution that can be dyed is applied, and then a method similar to the above-described method for dyeing a plastic lens substrate is applied. A method of dyeing may be performed. However, also in this case, since it is difficult to contain a large amount of dye in the thin film, the attained concentration is still limited, and dyeing at a high concentration cannot be performed.

The method (2) is a method in which a dye is dissolved in a raw material monomer solution of an optical plastic lens substrate and then polymerized. However, the coloring density of the formed lens depends on the thickness of the lens. For example, in a concave lens in which the central part of the lens is thinner than the peripheral part, the color of the central part becomes lighter,
The periphery becomes darker, causing color shading throughout the lens, and in eyeglass lenses with different powers on the left and right,
Because there is a problem that the color density differs between the left and right,
This method is not practical. Furthermore, it is actually impossible to prepare many kinds of colored optical plastic lens base materials by preparing a large number of raw material liquids having different colors and densities according to market needs.

On the other hand, the method (3) for transferring a dye is effective if it is a flat plate, but it is difficult to cleanly attach a film to a curved optical plastic lens. In practice, it is actually impossible to perform uniform dyeing. Furthermore, in the method of (4), in which the dye is sublimated in the gas phase to be colored, the degree of sublimation of the dye is different for blue, red, and yellow, so that it is difficult to obtain a stable color development. It is not a tactical method.

[0010]

SUMMARY OF THE INVENTION Under such circumstances, the present invention efficiently dyes an optical plastic lens to a desired color tone and density to produce a colored optical plastic lens economically and advantageously. It is an object of the present invention to provide an industrial method.

[0011]

As described above, in the ordinary method for dyeing a plastic lens, a dye solution in which a disperse dye is dissolved and / or suspended in water is heated to a high temperature, and the plastic lens is placed therein. After immersion to allow the disperse dye to permeate and diffuse into the lens, the surface of the lens is washed, and then heat-treated in a high-temperature atmosphere to diffuse the disperse dye deep inside the lens.

According to such a conventional method for dyeing a plastic lens, (1) the dye solution cannot be heated to 95 ° C. or more under normal pressure, so that the dyeing density of a lens which is difficult to dye by the conventional method does not increase. (2) While the dye solution is heated at a high temperature for a long time, the dye is deteriorated and the life of the dye solution is short. (3) The deteriorated dye solution needs to be discarded, and industrial waste measures are required. (4) The heating of the dye solution generates odor and water vapor of the dye, resulting in poor working environment.
(5) There is a problem that the work environment is dangerous and dirty because the work involves handling a high-temperature dye solution and also involves scattering of the dye solution.

The present inventors have solved such a problem,
As a result of diligent research to develop an industrial method for economically and advantageously producing colored optical plastic lenses by dyeing optical plastic lenses efficiently to a desired color tone and density, disperse dyes were found inside plastic lenses. Penetrate,
Focusing on the fact that diffusion to the depth is a physical phenomenon that is highly temperature-dependent, omitting the step of immersing the lens in a high-temperature water bath, which is carried out by the conventional dyeing method, An aqueous medium is placed on the surface of the plastic lens for optics.
After having formed a cured coating film of the body solubility of the water-soluble polymer, by the lens, and stained with aqueous stain solution containing a disperse dye as the coloring component, then washed with water remove the water-soluble polymer over the remaining surface of the lens It was found that the purpose could be achieved. The present invention has been completed based on such findings.

That is, the present invention provides: (1) A cured film of a water-soluble polymer soluble in an aqueous medium is formed on the surface of an optical plastic lens, and the lens is then formed with an aqueous dye solution containing a disperse dye as a coloring component. A method for producing a colored optical plastic lens, which comprises dyeing and, after dyeing, removing a water-soluble polymer remaining on the lens surface with water, (2) an aqueous dyeing solution containing a disperse dye as a coloring component;
After immersing an optical plastic lens having a cured film of a water-soluble polymer formed on the surface thereof, heat-treating the plastic lens to diffuse a disperse dye into the optical plastic lens. A water-based dyeing solution containing a dye as a coloring component is applied to the surface of an optical plastic lens having a cured film of a water-soluble polymer formed on the surface, and then heated to apply a disperse dye inside the optical plastic lens. it is to provide a method of the above (1) to diffuse in.

[0015]

BEST MODE FOR CARRYING OUT THE INVENTION In the method for producing a colored optical plastic lens of the present invention, first, a cured film of a water-soluble polymer is formed on the surface of the optical plastic lens to be dyed. The water-soluble polymer is excellent in solubility in an aqueous medium, high in safety, inexpensive, and may be any one that does not react with or hardly react with a disperse dye, and is not particularly limited. Can be appropriately selected from various compounds. Examples of such a water-soluble polymer include polyvinyl alcohol, polyacrylic acid, metal salts of polyacrylic acid, polyacrylamide, polyvinylpyrrolidone, polyethylene glycol, and the like. Polyethylene glycol and the like are preferred. These water-soluble polymers may be used alone or in combination of two or more.

The method of forming the cured film of the water-soluble polymer on the surface of the optical plastic lens is not particularly limited. For example, the water-soluble polymer is dissolved in an aqueous medium to prepare an aqueous solution of the water-soluble polymer. It is advantageous to form a cured film of a water-soluble polymer by preparing and applying a coating treatment to the surface of an optical plastic lens using this, followed by heating. The aqueous solution of the water-soluble polymer is prepared by adding and dissolving the water-soluble polymer in an amount of preferably 2 to 20 parts by weight, more preferably 5 to 10 parts by weight, based on 100 parts by weight of the aqueous medium. The viscosity of the aqueous solution of the water-soluble polymer is preferably in the range of 5 × 10 ^{−3 to} 500 × 10 ⁻³ Pa · s (pascal · second) at room temperature, and particularly preferably in the range of 10 × 10 ^{−3 to} 100 × 10 ^−3.
A range of × 10 ⁻³ Pa · s is preferable. If the viscosity is too low, the aqueous solution of the water-soluble polymer coated on the surface of the optical plastic lens easily flows, and it is difficult to form a cured film of the water-soluble polymer having a required thickness. It becomes difficult to coat the lens surface with a uniform thickness.

As the aqueous medium, water is used. If necessary, water to which an organic solvent miscible with water is appropriately added may be used as long as the object of the present invention is not impaired.

As a method of coating an aqueous solution of a water-soluble polymer on the surface of an optical plastic lens,
Any method may be used as long as it can uniformly coat the surface of the optical plastic lens without unevenness, and there is no particular limitation, and a conventionally known method, for example, a method of directly coating the lens surface by a method such as brush coating or spin coating, or a dipping method , A spray method or the like can be used. Any of these methods can be suitably used, taking care to coat the lens surface with the aqueous solution of the water-soluble polymer as uniformly as possible.

After coating the surface of the plastic lens for optical use with the aqueous solution of the water-soluble polymer in this way, the lens is subjected to a temperature of usually 100 to 200 ° C., preferably 120 to 150 ° C. for 10 minutes. By heating and drying for about 6 to 6 hours, preferably about 30 minutes to 3 hours, a cured film of a water-soluble polymer is formed.

As described above, by forming a cured film of a water-soluble polymer on the surface of an optical plastic lens, when a water-based dyeing solution is adhered in the next step, the dyeing solution is absorbed by the water-soluble polymer. Thus, an effect of uniformly adhering to the surface of the optical plastic lens and preventing the adhering staining solution from flowing down from the surface of the optical plastic lens, agglomerating, or unevenly distributing is exhibited. Further, as will be described later, the plastic lens for optics to which the staining liquid has adhered is subjected to a heat treatment to allow the disperse dye absorbed in the water-soluble polymer film to penetrate and diffuse inside the plastic lens, and then the lens surface is cleaned. When the water-soluble polymer is washed away with water, the disperse dye remaining on the surface also flows, and the disperse dye can be easily removed. In addition, since the water-soluble polymer has poor affinity for the disperse dye, it also plays a role in facilitating the penetration and diffusion of the disperse dye into the plastic lens during heat treatment.

In the method of the present invention, an optical plastic lens having a cured film of a water-soluble polymer formed on its surface as described above is dyed with an aqueous dye solution containing a disperse dye as a coloring component.

The above-mentioned disperse dyes are generally poorly soluble dyes in water, and are widely used as dye suspensions dissolved and / or dispersed in water for dyeing optical plastic lenses. Because of the large number, they are sometimes called sublimation dyes or sublimation dyes. Particularly preferred dyes are Dianix Blue AC-E and Dianix Red AC-E manufactured by Dystar Japan Co., Ltd., and Disperse Dye Kayalon Polyester Color Yellow manufactured by Nippon Kayaku Co., Ltd. (Kayal
on Polyester Colors Yellow) 4G-E and Kayaron
Polyester color scarlet (Kayalon Polye
ster Colors Scarlet) 2RE.

In the present invention, these disperse dyes are
An aqueous staining solution is prepared by dissolving and / or suspending in an aqueous medium. The concentration of the disperse dye in the aqueous dyeing solution is preferably as high as possible in order to increase the dyeing concentration of the optical plastic lens. In addition, when used as an ink for inkjet recording, in order to avoid clogging of the inkjet nozzle, to completely dissolve, or to reduce the particle diameter of the disperse dye suspended without being completely dissolved below the diameter of the inkjet nozzle, That is, it is preferable that the treatment is carried out by a method such as filtration or centrifugation so as to be several tens of microns or less, preferably 20 microns or less. The concentration of the disperse dye in the aqueous dyeing solution is selected in the range of usually 0.1 to 20% by weight, preferably 3 to 10% by weight.

As the above aqueous medium, water is used, and if necessary, as long as the object of the present invention is not impaired.
Water to which an organic solvent having miscibility with water, a pH adjuster, a surfactant, an antifoaming agent, a preservative and the like are appropriately added can also be used.

The method of adhering the aqueous dyeing solution to the surface of the optical plastic lens is not particularly limited as long as the method can uniformly and uniformly adhere the dyeing solution to the surface of the optical plastic lens. By a known method, for example, brush coating, spin coating, a method such as inkjet recording, a method of directly applying to the lens surface,
Alternatively, an immersion method, a spray method, or the like can be used. Among these methods, the method of directly applying to the lens surface and the dipping method are preferable, and the application method by ink jet recording is particularly effective in that (1) the ink can be effectively used.
It is suitable because (2) it can be applied to a desired color tone and density based on a database and an application stored in a computer, and (3) it can be applied in a short time.

When the ink is applied to the surface of the optical plastic lens by the ink jet recording system, the surface of the optical plastic lens and the ejection direction of the ink jet nozzle are adjusted so that the ink droplets strike the surface of the optical plastic lens at right angles. Is preferably adjusted so that data controlled by the computer is faithfully reproduced on the surface of the optical plastic lens. For such adjustment, an optical lens coloring system described in Japanese Patent Application No. 10-024201 can be used. When the staining solution is applied to the surface of the plastic lens for optics by these methods, it is preferable to perform the staining at room temperature.

In the present invention, the optical plastic lens having the dye solution adhered to the surface is heated by the direct coating method or the immersion method as described above to disperse the dye in the dye solution into the lens. Spread. The heating temperature at this time is selected in the range of usually 80 to 200 ° C, preferably 85 to 150 ° C. The heating time depends on the heating temperature and the like, and cannot be unconditionally determined.
It ranges from 0 minutes to 24 hours, preferably 30 minutes to 3 hours. In general, when the heating temperature is high and the heating time is long, the dyeing density becomes high, so that the surface shape of the optical plastic lens is not deformed or yellowed. It is desirable to select the optimal values of the heating temperature and the heating time for each lens material and desired dyeing concentration in consideration of the balance of the above.

As the heating furnace used for this heat treatment,
Any device can be used as long as it can uniformly heat the plastic lens for optics, and is not particularly limited. For example, any of an electric furnace, a hot air circulation furnace, an infrared oven, and the like can be used.

After the heating, the water-soluble polymer and the disperse dye which could not be diffused into the interior remain on the surface of the plastic lens for optical use. It is desirable to do. In that case, if the water-soluble polymer in which the disperse dye remains is removed, the lens surface becomes almost clean.Therefore, in order to efficiently clean a large number of optical plastic lenses in a short time, a water washing treatment, especially in water, is required. It is preferable to perform ultrasonic cleaning or the like.

Examples of the optical plastic lens to which the staining method of the present invention is applied include optical lenses used for contact lenses, spectacle lenses, camera lenses, projector lenses, telescope lenses, magnifying lenses, and the like. In particular, vision correction lenses such as contact lenses and spectacle lenses are suitable. Specifically, polydiethylene glycol bisallyl carbonate, methyl methacrylate homopolymer, copolymer of methyl methacrylate and one or more other monomers, polycarbonate, polystyrene, polyethylene terephthalate, polyurethane, polythiourethane, and other sulfur-containing compounds A plastic lens made of a polymer or the like can be given.

The present invention also provides a colored optical plastic lens obtained by the above method. The plastic lens for coloring optics is suitably used, for example, as a contact lens, an eyeglass lens, a camera lens, a projector lens, a telescope lens, a magnifying lens, and the like.

[0032]

Next, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples.

Example 1 (1) Preparation of Staining Solution In 100 parts by weight of distilled water, Dianix Blue AC-E5 (manufactured by Dystar Japan) was used.
A part by weight was added and stirred at room temperature to prepare a dyeing solution in which a part of the disperse dye was suspended.

(2) Coating of water-soluble polymer 100 parts by weight of distilled water was added to polyvinyl alcohol # 500
[Kanto Chemical Co., Ltd., molecular weight about 500, hydrolysis degree 8
6.5-89 mol%] and stirred at room temperature for 24 hours to completely dissolve. After immersing a lens made of polydiethylene glycol bisallyl carbonate (degree: 0.00, thickness: 2.0 mm, outer diameter: 70 mm) at room temperature in the aqueous solution, place the lens on a donut-shaped jig that can be fixed around the lens. The sample was placed and heated in an oven at 120 ° C. for 30 minutes to form a polyvinyl alcohol # 500 film on the surface.

(3) Dyeing of plastic lens for optics The dyeing solution prepared in the above (1) is stirred with a magnetic stirrer, and the lens obtained in the above (2) is immersed in it at room temperature and dyed on both surfaces. Then, the lens was placed on a donut-shaped jig that can be fixed around the lens, and heated in an oven at 120 ° C. for 30 minutes. After cooling, the lens was taken out and the lens surface was washed with water to remove the dried water-soluble polymer and the remaining disperse dye. Wiping with a cloth to which acetone was applied did not cause discoloration, and the dyeing density at the central portion was 35% as measured by a spectrophotometer at a light transmittance of 400 nanometers. Moreover, the whole was uniformly dyed.

Example 2 (1) Preparation of Dyeing Solution In 100 parts by weight of distilled water, Dianix Red (Dianix Red) AC-E10 manufactured by Dystar Japan Ltd. was used.
A part by weight was added and stirred at room temperature to prepare a dyeing solution in which a part of the disperse dye was suspended.

(2) Coating of Water-Soluble Polymer Polyvinyl alcohol # 200 was added to 100 parts by weight of distilled water.
0 [manufactured by Kanto Chemical Co., Ltd., molecular weight: about 2,000, degree of hydrolysis: 78 to 82 mol%] was added, and the mixture was stirred at room temperature for 24 hours to completely dissolve. A base lens (degree: -3.00 diopters, center thickness: 1.2 m) of a polythiourethane-based lens (trade name: IAS) of HOYA CORPORATION was added to the aqueous solution.
m, concave lens with an outer diameter of 75 mm) at room temperature
The lens was placed on a donut-shaped jig that could be fixed around the lens, and heated in an oven at 110 ° C. for 30 minutes to form a polyvinyl alcohol # 2000 coating on the surface.

(3) Dyeing of plastic lens for optics The dyeing solution prepared in the above (1) is applied to the concave surface of the lens obtained in the above (2) on the first stage at 800 rpm for 15 seconds.
The second stage was spin-coated at 3000 rpm / 30 seconds. Place the lens with the staining solution attached to the concave surface on a donut-shaped jig that can be fixed around the lens.
For 30 minutes. After cooling, the lens was taken out and the lens surface was washed with water to remove the dried water-soluble polymer and the remaining disperse dye. Next, the convex surface was spin-coated in the same manner as the concave surface, and heat-treated under the same conditions as the concave surface. After cooling, the lens was taken out and the lens surface was washed with water to remove the dried water-soluble polymer and the remaining disperse dye. Even when wiped with a cloth to which acetone was applied, no discoloration occurred, and the dyeing concentration near the center was 28% as measured by a light transmittance of 700 nanometers using a spectrophotometer. Moreover, the whole was uniformly dyed.

Example 3 (1) Preparation of Ink for Inkjet Recording 60 parts by weight of distilled water, 7 parts by weight of glycerin, 18 parts by weight of ethylene glycol, 8 parts by weight of urea, 2 parts by weight of diethanolamine, a surfactant [manufactured by Nikko Chemicals Co., Ltd. , Polyoxyethylene alkyl phenyl ether, trade name NP-
7.5) Disperse dye Kayalon polyester color manufactured by Nippon Kayaku Co., Ltd. in 0.2 parts by weight of aqueous solvent
Yellow (Kayalon Polyester Colors Yellow) 4
5 parts by weight of GE-E was added, and the mixture was stirred at room temperature for 24 hours to prepare a dyeing solution in which some disperse dyes were suspended. This suspension was subjected to suction filtration using Whatman filter paper No. 3 to remove a small amount of insoluble matter, thereby preparing an ink for inkjet recording.

(2) Coating of water-soluble polymer To 100 parts by weight of distilled water, 5 parts by weight of N-vinylpyrrolidone polymer [manufactured by Wako Pure Chemical Industries, Ltd., molecular weight: about 25,000] was added, and the mixture was stirred at room temperature for 24 hours. Completely dissolved. At room temperature, the base lens of a sulfur-containing plastic lens (trade name: Teslalid) of HOYA CORPORATION
1.00 diopter, center thickness 2.5mm, outer diameter 75m
m), and the lens was placed on a donut-shaped jig that can be fixed around the lens and heated in an oven at 120 ° C. for 30 minutes to form a coating of N-vinylpyrrolidone polymer on the surface. .

(3) Dyeing of Plastic Lens for Optical Use The ink prepared in the above (1) was recorded on one surface of the lens obtained in the above (2) by an ink jet printer. The lens with the ink attached was placed on a donut-shaped jig that can be fixed around and heated in an oven at 130 ° C. for 60 minutes. After cooling, it was taken out, ink was adhered to the opposite surface in the same manner, and heated under the same conditions. After cooling,
Both sides of the lens were washed with water to remove the dried water-soluble polymer and the remaining disperse dye. Even if the cloth was wiped with a cloth soaked with acetone, no discoloration occurred, and the light was removed using a spectrophotometer.
The dyeing concentration near the center measured by a light transmittance of 0 nanometer was 30%. Moreover, the whole was uniformly dyed.

Comparative Example 1 (1) Preparation of Staining Solution In 100 parts by weight of distilled water, Dianix Blue AC-E5 (manufactured by Dystar Japan) was used.
A part by weight was added and stirred at room temperature for 24 hours to prepare a dyeing solution in which a part of the disperse dye was suspended.

(2) Dyeing of plastic lens for optics The dyeing solution prepared in the above (1) was heated to 90 ° C., and a lens made of polydiethylene glycol bisallyl carbonate (frequency 0.00, thickness 2.0 mm, outer diameter) 70mm)
After immersion for an hour, the lens surface was cooled and the lens surface was washed with water.
In addition, discoloration occurred when the cloth was wiped with a cloth soaked with acetone. The dyeing density at the center was 10% as measured using a spectrophotometer at a light transmittance of 400 nanometers. While the dyeing solution heated to 90 ° C. was repeatedly used, the dye deteriorated after about 15 hours in total, and could not be dyed in the same color tone as the first time.

COMPARATIVE EXAMPLE 2 (1) Preparation of Dyeing Solution In 100 parts by weight of distilled water, Dianix Red (Dianix Red) AC-E10 was added to 100 parts by weight of distilled water.
A part by weight was added and stirred at room temperature to prepare a dyeing solution in which a part of the disperse dye was suspended.

(2) Coating of water-soluble polymer Polyvinyl alcohol # 200 was added to 100 parts by weight of distilled water.
0 [manufactured by Kanto Chemical Co., Ltd., molecular weight: about 2,000, degree of hydrolysis: 78 to 82 mol%] was added, and the mixture was stirred at room temperature for 24 hours to completely dissolve. A base lens (degree: -3.00 diopters, center thickness: 1.2 m) of a polythiourethane-based lens (trade name: IAS) of HOYA CORPORATION was added to the aqueous solution.
m, a concave lens having an outer diameter of 75 mm) was immersed at room temperature, pulled up, and allowed to stand at room temperature. Although a coating of an aqueous solution of polyvinyl alcohol # 2000 was formed on the lens surface, the coating was sticky because no heat treatment was performed.

(3) Dyeing of plastic lens for optics A lens having an adhesive film of an aqueous solution of polyvinyl alcohol # 2000 formed on the surface was immersed in the staining solution prepared in the above (1) at room temperature. alcohol#
Part of the adhesive film of the 2,000 aqueous solution was dissolved in the dyeing solution, and the adhered state of the disperse dye solution was not uniform. The lens was placed on a donut-shaped jig that can be fixed around the lens, and heated in an oven at 110 ° C. for 30 minutes. After cooling, the lens was taken out and the lens surface was washed with water to remove the dried water-soluble polymer and the remaining disperse dye. No color fading occurred even when wiped with a cloth to which acetone was applied, but the dyeing density near the center measured with a spectrophotometer at a light transmittance of 700 nanometers using a spectrophotometer in a stained state with unevenness throughout. It varied in the range of 15 to 20%.

Comparative Example 3 (1) Preparation of Dyeing Solution Disperse dye Kayalon polyester color yellow (Kayalon Po) manufactured by Nippon Kayaku Co., Ltd. was added to 100 parts by weight of distilled water.
5 parts by weight of (Liester Colors Yellow) 4GE-E were added, and the mixture was stirred at room temperature to prepare a dyeing solution in which a part of a disperse dye was suspended.

(2) Surface coating of plastic lens for optics Base lens of sulfur-containing plastic lens (trade name: Teslalid) of HOYA CORPORATION (power: 1.00 diopter, center thickness 2.5 mm, convex lens 75 mm in outer diameter) ) To a polyester oligomer (Adipic acid polyester manufactured by Asahi Denka Kogyo Co., Ltd., trade name: Adecaizer PN-1)
010], and the lens was placed on a donut-shaped jig that can be fixed around the lens, and heated in an oven at 120 ° C. for 30 minutes. When cooled to room temperature, a flexible polyester-based oligomer film was formed.

(3) Dyeing of Optical Plastic Lens The lens obtained in (2) was immersed in the dyeing solution prepared in (1) at room temperature. The stained solution flowed down or aggregated on the lens surface, and did not become uniform. The lens was placed on a donut-shaped jig that can be fixed around it and heated in an oven at 130 ° C. for 60 minutes. After cooling, the surface of the lens was washed with water, and the dried dye flowed out and entered the lens. Had no dye transfer.

[0050]

According to the method of the present invention, (1) the dyeing concentration can be easily adjusted, and (2) the dyeing solution is handled at room temperature as compared with the conventional ordinary method for dyeing plastic lenses for optical use. Hardly causes deterioration of the dyeing liquid and does not generate odor or vapor from the dyeing liquid; (3) no industrial waste problem associated with disposal of the deteriorated dyeing liquid; (4) the dyeing work is simplified, and (5) The dyeing operation is shortened. (6) By mixing appropriately the previously prepared dyeing solutions of the three primary colors (cyan, magenta and yellow), the desired color can be obtained. An effect such as easy preparation of a staining solution is exhibited, and an optical plastic lens can be efficiently and economically dyed to an arbitrary color tone and density.

The colored optical plastic lens obtained by the method of the present invention is suitably used as, for example, a contact lens, an eyeglass lens, a camera lens, a projector lens, a telescope lens, a magnifying lens, and the like.

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Claims (6)

(57) [Claims] A cured film of a water-soluble polymer soluble in an aqueous medium is formed on the surface of an optical plastic lens, and the lens is then dyed with an aqueous dye solution containing a disperse dye as a coloring component. A method for producing a colored optical plastic lens, comprising washing and removing a water-soluble polymer remaining on a surface. 2. The method according to claim 1, wherein the surface of the optical plastic lens is subjected to a coating treatment using an aqueous solution of a water-soluble polymer, and then heated to form a cured film of the water-soluble polymer. 3. An optical plastic lens having a cured film of a water-soluble polymer formed on a surface thereof is immersed in an aqueous dyeing solution containing a disperse dye as a coloring component. 3. The method according to claim 1, wherein the light is diffused into the plastic lens. 4. An aqueous dyeing solution containing a disperse dye as a coloring component is applied to the surface of an optical plastic lens having a surface on which a cured film of a water-soluble polymer is formed, and then heated to form a disperse dye. 3. The method according to claim 1, wherein the light is diffused into the optical plastic lens. 5. The method according to claim 4, wherein the aqueous dyeing liquid is used as an ink for ink jet recording and applied to the surface of a plastic lens for optics. 6. The water-soluble polymer according to claim 1, wherein the water-soluble polymer is at least one selected from polyvinyl alcohol, polyacrylic acid, metal salts of polyacrylic acid, polyacrylamide, polyvinylpyrrolidone and polyethylene glycol. The method described in the section.