JP2010249977A - Method for manufacturing plastic lens - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a method for manufacturing a plastic lens, which allows omission of a wiping step immediately after a dyeing step. <P>SOLUTION: The method for manufacturing a plastic lens includes: a dyeing step 11 of immersing a plastic lens being in a substrate state or a state of having a hard coat layer formed thereon, into a dyeing solution; and a cleaning step 12 of bringing the plastic lens into contact with a cleaning solution after the dyeing step. The dyeing solution includes a dyeing carrier containing at least one kind of compound selected from non-polar compounds and nonpolar compounds, a dye, and water. The cleaning solution includes at least one kind of compound selected from non-polar compounds and nonpolar compounds. <P>COPYRIGHT: (C)2011,JPO&INPIT

Description

  The present invention relates to a plastic lens manufacturing method including a dyeing process.

  In recent years, plastic lenses have been used in many fields including eyeglass lenses and camera lenses. One of the biggest advantages of plastic lenses is that they are easily colored. Currently, plastic lenses are colored using, for example, a dyeing method in which a disperse dye is dissolved and dispersed in warm water or an organic solvent, and the plastic lens is immersed therein.

  In Patent Document 1, in a method of dyeing a hardly dyeable plastic lens using a carrier agent, sufficient dyeability and dyeing stability are simultaneously realized, safety is improved, and a working environment is improved. Are listed. Patent Document 1 discloses a plastic dyeing method in which a plastic lens is dyed by immersing it in a dyeing liquid in which a disperse dye is dispersed / dissolved, wherein the dyeing liquid contains at least 80 parts by weight of water and a carrier agent. A plastic lens dyeing method is disclosed in which a dyeing solution containing at least 0.1 to 20 parts by weight of a dyeing solution is used, and the dyeing solution is dyed while maintaining the solution temperature at 60 ° C to 80 ° C.

Japanese Patent Laid-Open No. 11-12959

  Conventionally, after the dyeing process, the plastic lens is manually wiped with acetone to remove the dye carrier and / or excess dye contained in the dye carrier from the plastic lens. In order to remove the dyeing carrier and the excess dye firmly from the surface of the plastic lens, it is generally necessary to wipe the acetone by changing the wiping agent about 2 to 4 times. However, this acetone wiping is not only time consuming, but can also scratch the surface of the plastic lens. Accordingly, there is a need to improve methods for removing dye carriers and excess dye from plastic lenses.

  One embodiment of the present invention includes a dyeing process in which a plastic lens in a state of a base material or a hard coat layer is formed in a dyeing solution (dyeing bath), and after the dyeing step, the plastic lens is washed. A method of manufacturing a plastic lens. In this method for producing a plastic lens, the dyeing solution contains a dyeing carrier containing at least one compound selected from a nonpolar compound and a low polarity compound, a dye, and water. The cleaning liquid contains at least one compound selected from a nonpolar compound and a low polarity compound.

  The dyeing carrier is preferably a compound having low compatibility with water, that is, a nonpolar or low polarity compound. Such a dye carrier has a higher affinity with plastic than water, and by using a dye solution containing the dye carrier, it is difficult for the dye to disperse (outflow) on the water side. The mixture (dyeing carrier including the dye) is in good contact with the vicinity of the surface of the plastic lens. Therefore, by using the dyeing solution containing the dyeing carrier, the dye can easily enter the plastic lens, so that the dyeing speed is increased and the dyeing efficiency is improved.

  On the other hand, such a dye carrier hardly dissolves in a dye solution using water as a solvent. Therefore, even after the dyeing process, even if the plastic lens is lifted from the container in which it was immersed and washed with water, the dyeing carrier adheres and remains on the surface of the plastic lens together with the dye. It is thought that this is one of the factors that must be removed.

  If the dye carrier is highly compatible with water, that is, has a high polarity, the disperse dye is dispersed in water as a solvent. For this reason, it becomes difficult for a disperse dye to enter into a plastic lens, and it becomes difficult to perform favorable dyeing. Therefore, it is difficult to make the dyeing carrier highly compatible with water.

  In the production method of one embodiment of the present invention, the dyeing carrier and / or surplus dye contained in the dyeing carrier (mixture of disperse dye and dyeing carrier) that adheres and remains on the surface of the plastic lens after the dyeing step is obtained. And a cleaning step of cleaning with a cleaning liquid containing a nonpolar or low polarity compound. The dyeing carrier made of a nonpolar or low polarity compound is highly compatible with a cleaning liquid containing at least one compound selected from a nonpolar compound and a low polarity compound. For this reason, by bringing the plastic lens after the dyeing process into contact with such a cleaning solution, the dye carrier that adheres to or remains on the surface of the plastic lens is removed if this dye carrier contains excess dye. It dissolves in the cleaning agent together with excess dye and is easily removed from the plastic lens.

  Therefore, according to this method for producing a plastic lens, acetone may be wiped after the dyeing step, but without performing acetone wiping, the dyeing carrier and / or the excess dye contained in the dyeing carrier, By the cleaning process, it can be efficiently removed from the surface of the plastic lens.

  A typical dye carrier containing a non-polar or low-polar compound that improves the dyeing speed is one containing at least one compound selected from phenols or alcohols having an aromatic ring. The dyeing carrier preferably contains at least one of p-phenylphenol, m-phenylphenol, o-phenylphenol, cinnamon alcohol (cinnamon alcohol), and benzyl alcohol.

  The cleaning liquid preferably contains at least one compound selected from organic compounds having 3 or more carbon atoms. In addition, the cleaning liquid preferably contains at least one compound selected from cellosolves. Furthermore, the cleaning liquid preferably contains at least one of ethylene glycol monobutyl ether, propylene glycol monomethyl ether, ethylene glycol, 1-pentyl alcohol, n-butyl alcohol, n-hexyl alcohol, isopropyl alcohol, and 1-propanol. These washing solutions have a relatively high compatibility with a dyeing carrier containing at least one compound selected from nonpolar compounds and low polarity compounds. Therefore, by using such a cleaning liquid, the remaining dyeing carrier and dye can be favorably removed from the surface of the plastic lens.

  The cleaning step includes immersing the plastic lens in a cleaning liquid. More preferably, the cleaning step includes immersing the plastic lens in the cleaning liquid and applying ultrasonic vibration through the cleaning liquid. By immersing in the cleaning liquid and applying ultrasonic vibration through the cleaning liquid, the dyed carrier and the dye remaining from the plastic lens can be removed in a shorter time than when only immersing in the cleaning liquid. Further, since the plastic lens can be cleaned in a short time, decolorization due to the cleaning can be suppressed.

  In the method for manufacturing a plastic lens according to one aspect of the present invention, it is preferable to further include an air blowing step or a vapor step after the cleaning step. After the cleaning process, the cleaning liquid can be removed from the surface of the plastic lens in a shorter time.

The flowchart for demonstrating the manufacturing method concerning the 1st Example of this invention. The flowchart for demonstrating the manufacturing method concerning the 2nd Example of this invention. The flowchart for demonstrating the manufacturing method concerning the 3rd Example of this invention. The flowchart for demonstrating the manufacturing method concerning the 4th Example of this invention. The figure which shows the manufacturing conditions of the 1st thru | or 4th Example, and the 1st and 2nd comparative example, and the evaluation result of detergency.

  FIG. 1 is a flowchart for explaining an example of the manufacturing method according to the embodiment of the present invention. This manufacturing method includes a dyeing process 11, a cleaning process 12, and an air blowing process 13. The air blow process 13 can be replaced with another forced drying process. The object of dyeing in the dyeing step 11 is a plastic lens. The plastic lens to be dyed may be in the form of a substrate or in a state where a hard coat layer is formed.

  As the plastic lens, for example, a plastic lens made of a thiourethane plastic lens material (thiourethane resin) obtained by reacting an isocyanate compound and a polythiol compound can be used as an object to be dyed. By using a thiourethane resin, a plastic lens having a high refractive index of 1.60 or higher can be obtained.

  Plastic lenses made of allylic plastic lens materials such as CR-39 may use a dye carrier, but it is easy to use a dye solution containing a disperse dye and a surfactant without using a dye carrier. Can be stained. On the other hand, in order to dye plastic lenses made of thiourethane resin, a dyeing solution in which a disperse dye, a surfactant and a dyeing carrier are added to water is often used. The refractive index of CR-39 is about 1.50.

  The dyeing carrier used in the dyeing step 11 preferably contains at least one compound selected from phenols or alcohols having an aromatic ring. By using such a dyeing carrier, the dyeing speed can be improved, and the dyeing carrier can be favorably removed from the surface of the plastic lens by the washing step 12. Further, by using such a dye carrier, it is possible to obtain a plastic lens dyed with a good lens appearance with little or no color unevenness.

  More specifically, the dyeing carrier used in the dyeing step 11 further preferably contains any of p-phenylphenol, m-phenylphenol, o-phenylphenol, cinnamon alcohol (cinnamon alcohol), and benzyl alcohol. By using a carrier containing p-phenylphenol, m-phenylphenol, o-phenylphenol, cinnamon alcohol, and benzyl alcohol, the dyeing speed can be improved. Further, by using such a dye carrier, it is possible to obtain a plastic lens dyed with a good lens appearance with little or no color unevenness. In addition, even if such a dye carrier is used, the remaining dye carrier and dye can be satisfactorily removed from the surface of the plastic lens by the washing step 12.

  Examples of the disperse dye used in the dyeing step 11 include blue dyes such as anthraquinone and azo dyes, red dyes, yellow dyes, and brown dyes. The disperse dye may include, for example, at least one selected from existing dyes. That is, the disperse dyes can be used alone or in combination of two or more so that the desired color can be dyed.

  Disperse dyes are sparingly soluble in water, but by adding a surfactant, it is possible to disperse uniformly in a dyeing solution, that is, in water, and dye an immersed plastic lens evenly. Become. Therefore, in the method for producing a plastic lens according to one aspect of the present invention, the dyeing solution is a surfactant that has an effect of helping to disperse the disperse dye uniformly in the dyeing solution, that is, in water. May further be included.

  Examples of the surfactant include alkyl sulfate sodium salt, alkyl ether sulfate sodium salt, polyoxyethylene alkyl ether sulfate sodium salt, polyoxyethylene alkyl ether sulfate triethanolamine salt, and polyoxyethylene alkyl ether sulfate. And sodium alkylbenzene sulfonate, polyethylene glycol lauryl ether, polyethylene glycol cetyl ether, polyethylene glycol monolaurate, polyethylene glycol monostearate, polyethylene glycol lauryl amine, polyethylene glycol stearyl amine, and the like.

As the surfactant, 2-ethylhexyl sulfate sodium salt represented by the following general formula (1) can also be used. Specific examples of 2-ethylhexyl sulfate sodium salt represented by the following general formula (1) include Syntrex (registered trademark) EH-R manufactured by NOF Corporation.

  By using this surfactant, the dispersibility of the disperse dye in the dyeing solution (dye bath) is improved. In addition, since the disperse dye and / or the mixture of the disperse dye and the dyeing carrier is less likely to adhere to the surface of the plastic lens, the cleaning process becomes easier. Furthermore, since it is possible to suppress a decrease in the affinity between the disperse dye and the plastic lens, an effect of preventing a decrease in the dyeing speed of the plastic lens can be obtained.

  The cleaning liquid used in the cleaning step 12 includes at least one compound selected from nonpolar compounds and low polarity compounds. For example, the cleaning liquid preferably contains at least one compound selected from organic compounds having 3 or more carbon atoms. At least one compound selected from organic compounds having 3 or more carbon atoms is a nonpolar or low polarity compound, and the cleaning liquid containing them is selected from a nonpolar compound and a low polarity compound. Furthermore, the compatibility with the dyeing carrier containing at least one compound is relatively high. Therefore, by using such a cleaning liquid, the remaining dyeing carrier and dye can be favorably removed from the surface of the plastic lens.

  The cleaning liquid may contain at least one compound selected from alcohols. Moreover, the cleaning liquid may contain at least one compound selected from cellosolves. At least one compound selected from among alcohols and / or cellosolves is a nonpolar or low polarity compound, and a cleaning liquid containing them is selected from among a nonpolar compound and a low polarity compound The compatibility with the dyeing carrier containing at least one compound is relatively high. Therefore, by using such a cleaning liquid, the remaining dyeing carrier and dye can be favorably removed from the surface of the plastic lens.

  More specifically, the cleaning liquid is a nonpolar or low polarity compound, such as ethylene glycol monobutyl ether, propylene glycol monomethyl ether, ethylene glycol, 1-pentyl alcohol, n-butyl alcohol, n-hexyl alcohol, isopropyl alcohol, It contains at least one of 1-propanol. By using a cleaning solution containing such a nonpolar or low polarity compound or consisting of a nonpolar or low polarity compound, the remaining dye carrier and dye can be removed well from the surface of the plastic lens. .

  The cleaning step 12 can be performed, for example, by immersing a plastic lens in a cleaning liquid. More preferably, the cleaning step 12 is to immerse the plastic lens in the cleaning liquid and apply ultrasonic vibration through the cleaning liquid. By immersing in the cleaning liquid and applying ultrasonic vibration through the cleaning liquid, the dyed carrier and the dye remaining from the plastic lens can be removed in a shorter time than when only immersing in the cleaning liquid. Further, since the plastic lens can be cleaned in a short time, decolorization due to the cleaning can be suppressed.

  The manufacturing method according to the present invention preferably further includes a step of forcibly drying the plastic lens such as the air blowing step 13 or a vapor step instead of the air blowing step 13 after the cleaning step. By adopting these forcibly drying steps, for example, the plastic lens can be transported to the next step with a drying time of about 1 minute to 2 minutes. Therefore, it contributes to shortening the manufacturing time of the plastic lens.

  In this method for producing a plastic lens, as described above, a staining solution containing a staining carrier having a high staining ability is used, and the staining carrier can be satisfactorily removed from the plastic lens after the staining step. For this reason, the manufacturing efficiency of a colored plastic lens can be improved by this plastic lens manufacturing method. In particular, a dyeing solution that does not contain a dyeing carrier, such as a dyeing solution that contains only a disperse dye and a surfactant, can improve the dyeing speed even in a slow dyeing thiourethane plastic lens. Easy. Therefore, in this plastic lens manufacturing method, even a high refractive index plastic lens such as a thiourethane plastic lens having a refractive index of 1.60 or more can be easily dyed.

  Examples 1 to 4 and Comparative Examples 1 and 2 will be described below.

Example 1
The plastic lens substrate was dyed according to the process shown in the flowchart of FIG.

1-1. Dyeing process (step 11 in FIG. 1)
(1-1-1) Preparation of staining solution While stirring 1 liter of pure water in a beaker with a stirrer, the temperature was kept at 90 ° C using an indirect tank. Then, 2.5 g of o-phenylphenol (phenols, manufactured by Wako Pure Chemical Industries) as a dyeing carrier and sodium polyoxyethylene alkyl ether sulfate (trade name: NIKKOL (registered) as a surfactant in pure water in a heated beaker (Trademark) NES-203, manufactured by Nippon Chemicals) was added. Further, as a disperse dye, blue dye (trade name: FSP Blue AUL-S, manufactured by Futaba Sangyo) 2.35 g, red dye (trade name: FSP Red E-A, manufactured by Futaba Sangyo) 0.14 g, yellow dye (trade name) : 0.24 g of FSP Yellow FL (Futaba Sangyo) and 0.26 g of brown dye (trade name: FSP Red SN, manufactured by Futaba Sangyo) were added. The aqueous solution in the beaker was stirred for 20 minutes or more using a stirrer to uniformly disperse and dissolve each additive, thereby preparing a staining solution. During preparation of the staining solution, the temperature of the solution was kept constant so as to always maintain a constant temperature of 90 ° C.

(1-1-2) Dyeing of plastic lens A thiourethane plastic lens (Seiko Super Sovereign refractive index 1.67, manufactured by Seiko Epson) was prepared as a plastic lens. The dyeing solution prepared in (1-1-1) was allowed to stand for 30 minutes with stirring while maintaining the liquid temperature at 90 ° C., and the plastic lens was immersed in the dyeing solution for 30 minutes for dyeing.

1-2. Cleaning step (step 12 in FIG. 1)
In a beaker, ethylene glycol monobutyl ether (cellosolves), which is a nonpolar or low polarity compound, was added as a cleaning liquid. The plastic lens dyed (colored) in the dyeing step was pulled up from the dyeing solution, and placed in ethylene glycol monobutyl ether (room temperature) in a beaker and immersed for 3 minutes. By doing in this way, the plastic lens dye | stained by the said dyeing | staining process was made to contact ethylene glycol monobutyl ether, and this was wash | cleaned.

1-3. Drying step (air blowing step, step 13 in FIG. 1)
Air at normal temperature was blown onto the plastic lens washed by the washing step and dried.

(Example 2)
FIG. 2 shows a flowchart for explaining a manufacturing method according to the second embodiment of the present invention. In Example 2, the plastic lens on which the hard coat layer is formed is dyed, and is further forcedly dried by a vapor process (process 25 in FIG. 2) instead of the air blowing process (process 13 in FIG. 1).

2-1. Primer layer forming step and hard coat layer forming step (steps 21 and 22 in FIG. 2)
(2-1-1) Preparation of primer layer forming coating solution In a stainless steel container, 3700 parts by weight of methyl alcohol, 250 parts by weight of water, and 1000 parts by weight of propylene glycol monomethyl ether were charged and sufficiently stirred. To this, 2800 parts by weight of composite fine particle sol mainly composed of titanium oxide, tin oxide and silicon oxide (trade name: OPTRAIQUE 1120Z 8RU-25 / A17, methanol dispersion, total solid content 20% by weight, manufactured by Catalyst Chemical Industries) Then, 2200 parts by weight of a polyester resin was further added and stirred and mixed. Thereafter, 2 parts by weight of a silicone-based surfactant (trade name: L-7604, manufactured by Nippon Unicar Co., Ltd.) was added, and stirring was continued all day and night. This was filtered with a 3 μm filter to obtain a primer layer forming coating solution.

(2-1-2) Preparation of coating solution for forming hard coat layer 1300 parts by weight of butyl cellosolve and 800 parts by weight of γ-glycidoxypropyltrimethoxysilane were charged into a stainless steel container and mixed by stirring. Further, 220 parts by weight of 0.01 mol / liter hydrochloric acid was added with stirring, and the stirring was continued for a whole day and night to obtain a silane hydrolyzate. In this silane hydrolyzate, composite fine particle sol mainly composed of titanium oxide, tin oxide and silicon oxide (trade name: OPTRAIQUE 1120Z 8RU-25 · A17, methanol dispersion, total solid content 20% by weight, catalyst conversion 7000 parts by weight of an industrial product and mixed by stirring. Further, 500 parts by weight of an epoxy compound (trade name: EX-313, manufactured by Nagase Chemical Industries), a silicone surfactant (trade name: L-) as a surface smoothing agent. 7001 (manufactured by Nippon Unicar Co., Ltd.) 30 parts by weight and 20 parts by weight of iron (III) acetylacetonate as a curing agent were added and stirred for a whole day and night. This was filtered with a 3 μm filter to obtain a coating solution for forming a hard coat layer.

(2-1-3) Formation of primer layer and hard coat layer A plastic lens (trade name: Seiko Prestige, refractive index 1.74, manufactured by Seiko Epson) was prepared. This plastic lens was subjected to alkali treatment. In the alkali treatment, the plastic lens is immersed for 5 minutes in a 2.0 N aqueous potassium hydroxide solution maintained at 50 ° C., and then immersed in a 0.5 N sulfuric acid aqueous solution maintained at 25 ° C. in a potassium hydroxide aqueous solution. The plastic lens was immersed for 1 minute for neutralization. The plastic lens was washed with pure water, dried and allowed to cool.

  After that, the alkali-treated plastic lens was immersed in the primer layer forming coating solution prepared in (2-1-1) for 20 seconds, and then pulled up from the solution at a lifting speed of 30 cm / min. Baking for 30 minutes (formation of primer layer, step 21 in FIG. 2). Next, this plastic lens is immersed in the hard coat layer forming coating solution prepared in the above (2-1-2) for 20 seconds, and then pulled up from the solution at a lifting speed of 30 cm / min. Baked for minutes. Further, the plastic lens was heated for 2 hours in an oven set at 120 ° C. (formation of hard coat layer, step 22 in FIG. 2). This obtained the plastic lens provided with the primer layer and the hard-coat layer.

2-2. Dyeing process (process 23 in FIG. 2)
(2-2-1) Preparation of staining solution A staining solution was prepared in the same manner as in Example 1 (above (1-1-1)).

(2-2-2) Dyeing of plastic lens The dyeing solution prepared in (2-2-1) above was allowed to stand for 30 minutes with stirring while maintaining the liquid temperature at 90 ° C. The plastic lens on which the hard coat layer was formed was dyed by being immersed in a dyeing solution for 30 minutes.

2-3. Cleaning step (step 24 in FIG. 2)
The plastic lens was washed in the same manner as in Example 1 (1-2. Above), except that propylene glycol monomethyl ether (cellosolves), which is a nonpolar or low polarity compound, was used instead of ethylene glycol monobutyl ether. did.

2-4. Drying process (vapor process, process 25 in FIG. 2)
IPA (isopropyl alcohol) vapor was generated in the oven. The plastic lens washed by the washing step was put into an oven and exposed to IPA vapor for 2 minutes to replace the washing solution (ethylene glycol monobutyl ether) and IPA, thereby drying it.

(Example 3)
FIG. 3 shows a flowchart for explaining a manufacturing method according to the third embodiment of the present invention. In Example 3, the base material of the plastic lens is dyed, and is forcibly dried by a vapor process (process 33 in FIG. 3) instead of the air blowing process (process 13 in FIG. 1).

3-1. Dyeing process (process 31 in FIG. 3)
(3-1-1) Preparation of staining solution The dyeing carrier was replaced with o-phenylphenol, except that p-phenylphenol (phenols, trade name: Die Carrier DK-CN, manufactured by Daiwa Chemical Industries) was added. A staining solution was prepared in the same manner as in Example 1 ((1-1-1) above).

(3-1-2) Dyeing of a plastic lens A plastic lens (trade name: Seiko Super-Lucious refractive index 1.60, manufactured by Seiko Epson) was prepared. The dyeing solution prepared in (3-1-1) was left for 30 minutes with stirring while maintaining the liquid temperature at 90 ° C., and the plastic lens was immersed in the dyeing solution for 30 minutes for dyeing. .

3-2. Cleaning step (step 32 in FIG. 3)
A beaker was charged with ethylene glycol, which is a nonpolar or low polarity compound, as a cleaning solution. The plastic lens dyed (colored) in the above dyeing process is pulled out of the dyeing solution, put in ethylene glycol (room temperature) in a beaker, and subjected to 45 MHz ultrasonic vibration and left for 30 seconds. Was washed (ultrasonic cleaning).

3-3. Drying process (vapor process, process 33 in FIG. 3)
In the oven, fluorine solvent (trade name: HFE7200, manufactured by Sumitomo 3M) vapor was generated. The plastic lens washed by the washing step was put into an oven and exposed to fluorine solvent vapor for 2 minutes to replace the washing solution (ethylene glycol) and fluorine solvent, thereby drying the lens.

Example 4
FIG. 4 is a flowchart for explaining a manufacturing method according to the fourth embodiment of the present invention. In Example 4, the plastic lens on which the hard coat layer is formed is dyed.

4-1. Primer layer forming step and hard coat layer forming step (steps 41 and 42 in FIG. 4)
(4-1-1) Preparation of primer layer forming coating liquid, preparation of hard coat layer forming coating liquid As in Example 2 (above (2-1-1) and (2-1-2)), A primer layer forming coating solution and a hard coat layer forming coating solution were respectively prepared.

(4-1-2) Formation of Primer Layer and Hard Coat Layer A plastic lens (trade name: Seiko Super Lucid Refractive Index 1.60, manufactured by Seiko Epson) was prepared. Except for this, a primer layer was formed (Step 41 in FIG. 4) and a hard coat layer was formed (Step 42 in FIG. 4) in the same manner as in Example 2 ((2-1-3) above).

4-2. Dyeing process (process 43 in FIG. 4)
(4-2-1) Preparation of dyeing solution The dyeing solution was prepared in the same manner as in Example 1 ((1-1-1) above) except that cinnamon alcohol was added instead of o-phenylphenol. Prepared.

(4-2-2) Dyeing of Plastic Lens The dyeing solution prepared in (4-2-1) above was left for 30 minutes with stirring while maintaining the liquid temperature at 90 ° C. The plastic lens on which the hard coat layer was formed was dyed by being immersed in a dyeing solution for 30 minutes.

4-3. Cleaning step (step 44 in FIG. 4)
The plastic lens was washed in the same manner as in Example 1 (1-2. Above), except that 1-pentyl alcohol, which is a nonpolar or low polarity compound, was used instead of ethylene glycol monobutyl ether.

4-4. Drying process (air blow process, process 45 in FIG. 4)
In the same manner as in Example 1 (above 1-3.), Air was blown onto the plastic lens washed in the washing step, and the plastic lens was dried.

(Comparative Example 1)
The washing liquid in the washing step was changed to methanol, which is a highly polar solvent, instead of ethylene glycol monobutyl ether, which is a nonpolar or low polarity compound, in the same manner as in Example 1, except for the dyeing step (1-1 described above) ), Washing step (1-2. Above), drying step (air blowing step) (1-3. Above).

(Comparative Example 2)
A plastic lens (trade name: Seiko Super-Lucious refractive index 1.60, manufactured by Seiko Epson, same as Example 3) was prepared. In the same manner as in Example 2 (2-1 above), a primer layer and a hard coat layer were formed on this plastic lens. Thereafter, the washing liquid in the washing step was changed to ethanol, which is a highly polar solvent, instead of ethylene glycol, which is a nonpolar or low polarity compound, in the same manner as in Example 3, except that the dyeing step (3-1 above) ), Washing step (above 2-2.), Drying step (vapor step) (above 3-3.).

5). Evaluation FIG. 5 collectively shows the manufacturing conditions and the cleaning performance evaluation results of the first to fourth examples and the first and second comparative examples.

The plastic lens after washing was evaluated by visually confirming whether or not the dye remained on the surface of the plastic lens after the washing step. In addition to this, the surface of the plastic lens after the washing step was rubbed with a paper (wipe material) containing acetone, and it was confirmed by visual observation whether the dye adhered to the paper.
○: Dye is not confirmed on the surface of the plastic lens, and no dye adheres to the paper ×: Dye is confirmed on the surface of the plastic lens, and the dye adheres to the paper

  The plastic lenses manufactured in Examples 1 to 4 were evaluated as “good”. This is because, in the cleaning steps of Examples 1 to 4, the plastic lens is cleaned with a cleaning liquid composed of a nonpolar or low polarity compound, so that the nonpolar or low polarity such as phenylphenol or cinnamon alcohol is removed from the surface of the plastic lens. This is considered to be because the dyeing carrier composed of the compound and the excess dye contained therein were successfully removed.

  The plastic lenses manufactured in Comparative Examples 1 and 2 were evaluated as x. This is because, in the cleaning agent comprising a highly polar solvent used in Comparative Examples 1 and 2, from the surface of the plastic lens, a dyeing carrier comprising a nonpolar or low polarity compound such as phenylphenol or cinnamon alcohol and the excess dye contained therein This is considered to be due to the fact that they could not be removed sufficiently.

  As described above, after the dyeing process, the washing process as described above is performed to adhere and remain on the surface of the plastic lens and / or the excess dye contained in the dyeing carrier (dispersed dye and dyeing). The mixture with the carrier) can be removed. Therefore, acetone may be wiped after the dyeing step, but without the acetone wipe, the dyeing carrier and / or excess dye contained in the dyeing carrier can be removed from the surface of the plastic lens. .

11, 23, 31, 43 Dyeing process 12, 24, 32, 44 Cleaning process 13, 45 Air blow process 25 IPA vapor process, 33 Fluorine solvent vapor process

Claims (8)

A dyeing step of immersing a plastic lens in a state of a base material or a hard coat layer formed in a dyeing solution;
After the dyeing step, and having a cleaning step of contacting the plastic lens with a cleaning liquid,
The dyeing liquid contains a dyeing carrier containing at least one compound selected from a nonpolar compound and a low polarity compound, a dye, and water,
The method for producing a plastic lens, wherein the cleaning liquid contains at least one compound selected from a nonpolar compound and a low polarity compound.   2. The method for producing a plastic lens according to claim 1, wherein the dyeing carrier includes at least one compound selected from phenols or alcohols having an aromatic ring.   3. The method for producing a plastic lens according to claim 1, wherein the dyeing carrier contains at least one of p-phenylphenol, m-phenylphenol, o-phenylphenol, cinnamon alcohol, and benzyl alcohol.   4. The method of manufacturing a plastic lens according to claim 1, wherein the cleaning liquid includes at least one compound selected from organic compounds having at least 3 carbon atoms.   4. The method of manufacturing a plastic lens according to claim 1, wherein the cleaning liquid includes at least one compound selected from cellosolves.   4. The cleaning solution according to claim 1, wherein the cleaning liquid is at least one of ethylene glycol monobutyl ether, propylene glycol monomethyl ether, ethylene glycol, 1-pentyl alcohol, n-butyl alcohol, n-hexyl alcohol, isopropyl alcohol, and 1-propanol. A method for producing a plastic lens, comprising any of the above.   7. The method for manufacturing a plastic lens according to claim 1, wherein the cleaning step includes immersing the plastic lens in the cleaning liquid and applying ultrasonic vibration through the cleaning liquid.   8. The method of manufacturing a plastic lens according to claim 1, further comprising an air blowing step or a vapor step after the cleaning step.