JP2932579B2 - Dyeing method and manufacturing method of soft contact lens - Google Patents

Description

Description: TECHNICAL FIELD The present invention relates to a method for dyeing a soft contact lens in which a part or all of a soft contact lens is colored.

[Prior Art] Coloring a contact lens is effective for protecting eyes from strong ultraviolet rays, preventing dazzling under ultraviolet rays, facilitating discovery when dropped, improving a product image, and the like.

In addition, it is effective to partially add a character, a symbol, and the like to a soft contact lens by coloring the soft contact lens, for discriminating the front and back of the lens, and distinguishing the left and right lenses.

Conventionally, as a method for obtaining a colored contact lens, (1) as disclosed in JP-A-49-6939, a dye or a pigment is dissolved or dispersed in a monomer and then polymerized. How to get colored contact lenses,
(2) An oil-soluble dye as disclosed in JP-A-63-50581 is dissolved in an organic solvent, and a contact lens is immersed in the dye solution to dye the surface or the inside thereof. (3) A method for obtaining a colored contact lens by printing or coating a colored layer on the surface of a contact lens as disclosed in JP-B-53-2692, and (4) JP-A-59-39553. And a method for obtaining a colored contact lens using a vat dye, as disclosed in J. Org. Dye Handbook (edited by The Society of Synthetic Organic Chemistry, Maruzen (1970), p. 112), and (5) JP-A-58-46319. As disclosed in the gazette, a method of obtaining a colored contact lens using a reactive dye that covalently bonds a hydroxyl group, an amino group, an amide group, and the like in a contact lens substrate is used.

[Problems to be Solved by the Invention] However, the contact lenses obtained by the methods (1) and (2) elute the dye during use,
Discoloration or fading tends to occur. In particular, in the case of a hydrated soft contact lens that requires boiling disinfection treatment of the contact lens, there is a disadvantage that the dye is eluted and discolored during the disinfection treatment. In addition, the method (3) has a disadvantage that the printing layer or the coating layer on the lens surface is peeled off during use. The method (4) is described in, for example, JP-B-59-3955.
This is a method of dyeing a soft contact lens containing hydroxyethyl methacrylate as a main component using a water-soluble vat dye leuco body as disclosed in Japanese Patent Publication No. 3 (JP-A) No. However, the water-soluble vat dye leuco body used at this time needs to be stable in the air, and an oxidation treatment such as immersing the lens in an oxidizing agent aqueous solution is required to insolubilize the dye for color development. And the like. The method (5) is a very effective method when a hydroxyl group, an amino group, an amide group and the like are present in the contact lens substrate. However, in this method, after the lens is immersed in the dye solution for a certain period of time, an alkali solution is directly added to the dye solution and mixed to cause a reaction, so that it takes time until the reaction of the dye is completed. further,
In many cases, unreacted dye adheres to the lens, and there is a problem that a step of removing the unreacted dye by washing with methanol or the like is required.

The present invention is intended to overcome the above-mentioned drawbacks of the prior art, and it is an object of the present invention to dye a swellable soft contact lens, and use a contact lens substrate as a coloring component on a part or all of the lens. After infiltrating or adhering a dye containing a reactive dye capable of forming a covalent bond with a hydroxyl group or the like therein, it is insolubilized by forming a covalent bond by immersion in an alkaline solution, and by a treatment such as boiling disinfection. An object of the present invention is to provide a colored soft contact lens having a strong dyeing property so as not to cause a change such as fading.

The method for dyeing a soft contact lens according to the present invention comprises dissolving a dye containing a reactive dye capable of forming a covalent bond with a hydroxyl group or the like in a non-alkaline liquid to produce a dye solution, and swelling the soft contact lens. Immersing a part or all of the soft contact lens in the dye solution, and then removing the soft contact lens from the dye solution and placing the soft contact lens in an alkaline solution to obtain a hydroxyl group in the soft contact lens substrate. And forming a covalent bond between the reactive dye and the reactive dye to immobilize the reactive dye on the soft contact lens substrate.

Further, the method for dyeing a soft contact lens of the present invention comprises directly attaching a dye containing a reactive dye capable of forming a covalent bond with a hydroxyl group or the like to a part or all of a swollen soft contact lens. And then placing the soft contact lens in an alkaline solution to form a covalent bond between a hydroxyl group or the like in the soft contact lens substrate and the reactive dye, thereby forming the reactive dye into the soft dye. And fixing to a contact lens substrate.

Further, the method for producing a soft contact lens according to the present invention comprises dissolving a dye containing a reactive dye capable of forming a covalent bond with a hydroxyl group or the like in a non-alkaline liquid to produce a dye solution, and swelling the soft Immersing a part or all of the contact lens in the dye solution, and then removing the soft contact lens from the dye solution and placing the soft contact lens in an alkaline solution, whereby the soft contact lens substrate Forming a covalent bond between a hydroxyl group or the like and the reactive dye to immobilize the reactive dye on the soft contact lens substrate.

In addition, the method for producing a soft contact lens of the present invention is characterized in that a dye containing a reactive dye capable of forming a covalent bond with a hydroxyl group or the like is directly attached to part or all of the swollen soft contact lens. And then placing the soft contact lens in an alkaline solution to form a covalent bond between a hydroxyl group or the like in the soft contact lens substrate and the reactive dye, thereby forming the reactive dye into the soft dye. And fixing to a contact lens substrate.

 The present invention has been described in detail above.

The dye comprises only a color-forming component, and may contain an auxiliary and a thickener as needed. Examples of reactive dyes that are color-forming components include (1) as disclosed in Dye Handbook (edited by The Society of Synthetic Organic Chemistry, Japan, Maruzen (1970), p. 880) and the like.
Dyes having a chlorotriazinyl group, (2) dyes having a vinyl sulfone group, (3) dyes having an alkyl sulfate group, and the like can be given. Specifically, CI Reactive Yellow 17 (CIReactive Yellow 1
7), Sea I Reactive Blue 19 (CIRea
ctive Blue 19), CI Eye Reactive Blue 27, CI Eye Reactive Blue 28, CI Eye Reactive Violet 5 (CIReac
tive Veolet 5), Sea Eye Reactive Black 5 (CIReactive Black 5), Sea Eye
Reactive Black 14 (CIReactive Black 1
4) and the like.

The use concentration of the dye varies depending on the type of the dye, the desired dyeing concentration, and the like, but is preferably 0.001 to 1.0%. More preferably, the content is 0.003 to 0.2%. If the dye concentration is too low, the color at the time of finishing is too light to make no sense of dyeing. Conversely, if the dye concentration is too high, the color is too dark and can be discriminated by another person when worn, which is not cosmetically preferable.

The auxiliary agent is used to assist the penetration or adhesion of the reactive dye into the inside of the lens, for example, sodium sulfate or the like. By using this auxiliary agent, dyeing can be easily and uniformly performed without unevenness.

The thickener is used to adjust the viscosity of the dye according to the dyeing method described later. Examples thereof include sodium alginate, starch, carboxymethylcellulose, polyvinylpyrrolidone, and the like.

 Auxiliaries and thickeners may be added as needed.

Batch dyeing method commonly used as a method of dyeing,
Screen printing method, transfer method, etc. can be used,
It is necessary to adjust the viscosity of the dye according to each method. By adjusting the viscosity, bleeding or the like can be suppressed.

Examples of the alkaline solution used for the reaction of the dye include aqueous solutions of hydroxides and carbonates of alkali metals, alkaline earth metals and the like. The concentration varies depending on the type of dye or alkali used, but is preferably 0.01 to 10%. More preferably, the content is 0.05 to 5%. If the alkali concentration is too low, the reaction requires time, and the dyeing time becomes long, resulting in poor efficiency. Conversely, if the alkali concentration is too high, a large amount of alkali may be adsorbed to the lens, and after dyeing, a long-time washing with water is required, which may damage the lens such as a decrease in strength. Absent.

Example An example will be described below.

(Example 1) Dyeing by batch dip dyeing method CIReactive Blue 190.01g and anhydrous sodium sulfate
0.5 g was dispersed and dissolved in 200 cc of distilled water to form a dye solution.
Stir while keeping the temperature in a constant temperature bath. The lens was immersed in this dye solution for 10 minutes with a jig. Next, the lens was taken out of the dye solution, removed from the jig, and immersed in a 5% sodium hydrogen carbonate solution for 60 minutes. Thereafter, the lens was thoroughly washed with a large amount of water. Furthermore, boiling treatment was performed in physiological saline for 30 minutes. The soft contact lenses were uniformly colored blue.

Next, the following test was performed on this colored soft contact lens to confirm its dyeing property.

(1) Light fastness test: Transparent glass vial (with a capacity of 20
In cc), 0.9% physiological saline and a stained lens were put, and left outdoors for 30 days.

(2) Boiling resistance test: transparent glass vial (contents
In 20 cc), 0.9% physiological saline and a stained lens were put and left in a 100 ° C. air thermostat for up to 150 hours.

In each case, the comparison was carried out visually using a lens before performing various treatments and by transmittance measurement using a spectrophotometer (330 type self-recording spectrophotometer manufactured by Hitachi, Ltd.).

 As a result, no abnormalities such as discoloration were observed.

(Example 2) Dyeing by batch dip dyeing method CIReactive Blue 27 0.05g and sodium chloride 0.3
g was dispersed and dissolved in 200 cc of distilled water to form a dye solution, and the mixture was stirred while being kept in a constant temperature bath at 40 ° C. The lens was immersed in the dye solution for 3 minutes with a jig. Next, the lens was taken out of the dye solution, removed from the jig, and immersed in a 3% sodium hydrogen carbonate solution for 20 minutes. Thereafter, the lens was thoroughly washed with a large amount of water. Further, boiling sterilization was performed in physiological saline for 30 minutes. The soft contact lenses were uniformly colored blue.

(Example 3) Dyeing by batch dip dyeing method CIReactive Violet 50.03g and anhydrous sodium sulfate
0.5 g was dispersed and dissolved in 200 cc of distilled water to form a dye solution.
Stir while keeping the temperature in a constant temperature bath. The lens was immersed in the dye solution for 5 minutes with a jig. Next, the lens was taken out of the dye solution, removed from the jig, and immersed in a 0.15% sodium hydroxide solution for 10 minutes. Thereafter, the lens was thoroughly washed with a large amount of water. Further, a boiling treatment was performed in physiological saline for 30 minutes. The soft contact lenses were uniformly colored purple.

(Example 4) Dyeing by batch dip dyeing method CIReactive Yellow 17 0.01g and CIReactive B
lue 28 0.005 g and anhydrous sodium sulfate 0.5 g distilled water 200
Disperse and dissolve in cc to make a dye solution, and heat stir in a constant temperature bath at 40 ° C. The lens was immersed in this dye solution for 10 minutes with a jig. Next, the lens was taken out of the dye solution, removed from the jig, and immersed in a 5% sodium hydrogen carbonate solution for 60 minutes. Thereafter, the lens was thoroughly washed with a large amount of water.
Furthermore, boiling treatment was performed in physiological saline for 30 minutes. The soft contacton lens was colored green.

(Example 5) Partial dyeing by screen printing method Reactive dye CIReactive Black 5 0.030 g is dispersed and dissolved in 2 g. Separately, 2 g of a thickener prepared by dissolving 2 g of sodium alginate in 60 g of water is added to obtain a staining solution. One swollen soft contact lens was taken out, the surface moisture was thoroughly wiped off, and the soft contact lens was stuck so as to conform to a screen type having a mesh of 270 mesh having a mesh size of 66 μm and a desired portion provided with a mold.

Next, a soft contact lens is sandwiched and fixed between a glass plate having a thickness of 5 mm.

Next, one drop of the staining solution is applied on the stained portion of the screen, and then left at room temperature for 5 minutes. The soft contact lens was peeled off from the screen and immersed in a 1% NaOH solution for about 10 minutes. The lens was taken out, washed with water, and then boiled in physiological saline for 30 minutes.

The necessary parts of the soft contact lenses were clearly dyed black.

(Example 6) Partial staining by transfer method A staining solution was prepared in the same manner as in Example 5. One swollen soft contact lens was taken out, the surface moisture was thoroughly wiped off, and then placed on a 5 mm thick glass plate.

Next, the above-mentioned dyeing solution was contained in a sponge having a diameter of 10 mm which was cut into a round piece, applied by pressing against the center of the lens, and left at room temperature for 1 minute. 1% peel off soft contact lens
It was immersed in a NaOH solution for about 5 minutes. The lens was taken out, washed with water, and then boiled in physiological saline for 30 minutes.

A soft contact lens was obtained in which the central part was dyed black and the peripheral part remained transparent.

[Effects of the Invention] According to the method of the present invention, a part or the whole of a hydrated soft contact lens can be uniformly dyed, and characters or symbols effective for discrimination between front and back can be provided. There is an effect that it is possible to provide a dyed soft contact lens.

Furthermore, since the dyeing and fixing are performed by two-stage operation, the life of the dyeing solution can be extended, and the process of washing and removing the unreacted dye can be omitted.

──────────────────────────────────────────────────続 き Continuation of front page (72) Inventor Takao Mogami 3-5-5 Yamato, Suwa-shi, Nagano Seiko Epson Corporation (56) References JP-A-58-46319 (JP, A) (58) Field surveyed (Int.Cl. ⁶ , DB name) G02C 7/04

Claims (4)

(57) [Claims] 1. A dye solution containing a reactive dye capable of forming a covalent bond with a hydroxyl group or the like is dissolved in a non-alkaline solution to form a dye solution, and a part or all of a swollen soft contact lens is formed. The step of immersing in the dye solution, and then removing the soft contact lens from the dye solution and placing the soft contact lens in an alkaline solution, the hydroxyl group and the like in the soft contact lens substrate and the reactive dye Forming a covalent bond therebetween to immobilize the reactive dye on the soft contact lens substrate. 2. A step of directly attaching a dye containing a reactive dye capable of forming a covalent bond with a hydroxyl group or the like to a part or all of a swollen soft contact lens; By placing the contact lens in an alkaline solution, to form a covalent bond between the hydroxyl group and the like in the soft contact lens substrate and the reactive dye,
Immobilizing the reactive dye on the soft contact lens substrate. 3. A dye solution is prepared by dissolving a dye containing a reactive dye capable of forming a covalent bond with a hydroxyl group or the like in a non-alkaline liquid, and a part or all of the swollen soft contact lens is formed. The step of immersing in the dye solution, and then removing the soft contact lens from the dye solution and placing the soft contact lens in an alkaline solution, the hydroxyl group and the like in the soft contact lens substrate and the reactive dye Forming a covalent bond therebetween to immobilize the reactive dye on the soft contact lens substrate. 4. A step of directly attaching a dye containing a reactive dye capable of forming a covalent bond with a hydroxyl group or the like to a part or the whole of a swollen soft contact lens; By placing the contact lens in an alkaline solution, to form a covalent bond between the hydroxyl group and the like in the soft contact lens substrate and the reactive dye,
Fixing the reactive dye to the soft contact lens substrate. A method for manufacturing a soft contact lens, comprising: