JPH0320722B2 - - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Applicability] The present invention relates to a patterned plastic lens with excellent scratch resistance. More specifically, the present invention relates to a plastic lens having excellent surface hardness and having at least a surface coating layer dyed in a pattern.

[Prior art] Conventionally, plastic lenses have been manufactured by adding colorants directly into the base material (doping method), attaching various metal compounds to the surface by vacuum evaporation, or dyeing with disperse dyes. A method of coloring is used.

However, this method has problems such as the pattern becomes opaque due to hard coating, lacks sharpness, has poor scratch resistance, and lacks durability. .

As a known example close to the present invention, there is a method of forming a polysiloxane-based coating on the surface of a plastic article to improve the surface hardness, for example, in JP-A No. 49-1989-1.
It is described in Japanese Patent Application Laid-Open No. 49-117529. In addition, it is also possible to form a hard coating mainly composed of a hydrolyzate of silicon compounds on plastic lenses for eyeglasses, and to color this.
It is known from the publication No. Furthermore, by coating the surface of the plastic lens with a resin that can be cross-linked and hardened by irradiation with active energy rays, and then dyeing it,
It is also known to be colored.
Publication No.). Furthermore, it is also known to dye using another membrane material (Japanese Patent Application Laid-Open Nos. 48-74572, 48-21757, and 51-81878).

However, with these techniques, it has not been possible to obtain a coating film that satisfies both surface hardness and pattern dyeing. In particular, it was not known that the coating film itself could be dyed in a high-quality pattern.

Therefore, with these conventional techniques, it has been difficult to obtain high quality plastic lenses due to poor scratch resistance, durability and fashionability.

[Problems to be Solved by the Invention] The present invention aims to improve the above-mentioned drawbacks of the prior art, and to obtain a lightweight, high-quality plastic lens that has excellent scratch resistance, durability, and unprecedented fashionability. purpose. In other words, it has excellent surface hardness,
To provide a plastic lens whose surface coating layer is pattern-dyed.

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

"In a pattern-dyed lens, the lens base material is made of plastic, and the surface layer of the lens base material has a transparent polysiloxane-based hard coating cured using acetylacetone aluminum salt as a curing catalyst, and at least A pattern-dyed plastic lens characterized in that the hard coating is pattern-dyed with a disperse dye.'' In the present invention, the pattern refers to an achromatic color, a chromatic color,
means a line drawing, color coding or gradation. Among these, a shading pattern having light and dark areas is particularly preferred since it has excellent quality and fashionability.

The plastic used for the base material in the present invention may be of any type as long as it is suitable for lenses. The lens may be any spectacle lens such as sunglasses, fashion glasses, corrective lenses for farsightedness, myopia, etc., golf lenses, and half-color lenses. A colorless and transparent substrate is usually preferably used as the substrate.

In the present invention, the transparent polysiloxane-based hard coating is, for example, one obtained by applying a compound represented by the following formula and curing it by heating.

(In the formula [], R represents an organic group containing a glycidoxy group, R' represents a hydrocarbon group having 1 to 5 carbon atoms or an acyl group having 1 to 4 carbon atoms, and x is 0 or 1.) The above formula [] compound is preferably used as a hydrolyzate or a condensate thereof.

Specific examples of the above formula [] compounds include γ-glycidoxypropyltrimethoxysilane, γ-glycidoxypropyltriethoxysilane, γ-glycidoxypropyltripropoxysilane, and γ-glycidoxypropyltributoxysilane. , γ-glycidoxypropyltriamyloxysilane, β-glycidoxyethyltrimethoxysilane, glycidoxymethyltrimethoxysilane, γ-glycidoxypropyltriacetoxysilane, γ-glycidoxypropylmethyldimethoxysilane, Examples include γ-glycidoxypropylmethyldiethoxysilane and γ-glycidoxypropylmethyldipropoxysilane.

These may be used alone or in combination of two or more, and hydrochloric acid or the like may be added in an appropriate solvent to form a hydrolyzate (usually a partial condensate), which may be used alone or as a polyvinyl butyral, polyamide, epoxy resin, (meth)
An organic compound such as an acrylic ester copolymer, an appropriate amount of an organosilicon compound other than those represented by [] above, or a hydrolyzate thereof are combined, and acetylacetone aluminum salt is added as a curing catalyst, and if necessary, A coating agent suitable for the present invention is prepared by adding a surfactant or the like as required. Particularly preferred among these are hydrolysates of organosilicon compounds, and organic compounds containing epoxy group-containing compounds.

The above paint is transparent and smooth.

The coating described above is applied to the surface of the lens base material by dipping, spinning, spraying, or the like, and then hardened by heating and curing. It is also possible to improve adhesion and appearance by performing appropriate cleaning and pretreatment prior to application.

Although heating curing conditions vary depending on the amount of catalyst added, 80 to 200°C is usually appropriate.

For patterning, the polysiloxane coating described above is pattern-dyed with a disperse dye. This allows the polysiloxane coating to be pattern-dyed with the disperse dye. Of course, the base material may also be dyed at the same time as the coating. However, the technical idea of the present invention is
The purpose of this method is to dye a highly hard coating in a pattern, thereby creating eyeglass lenses that are clear and have excellent fashionability. Specifically, mechanical printing, roll printing, etc., which are commonly used in the textile industry, etc., as well as dip dyeing, which has been used in the textile industry since ancient times, may be used. This immersion dyeing method can be achieved by immersing the lens in a dyeing solution and continuously changing the immersion depth. Other methods include drawing a pattern with an aqueous dye solution and drying it at 100-250℃ for 1 minute to 5 hours, or in pressurized steam at 120-180℃.
This is done by subjecting the fabric to a moist heat treatment for 10 minutes to 2 hours, followed by washing with water and hot water to remove the dyeing aid and excess dye remaining on the surface. Alternatively, a method may be adopted in which a pattern is drawn on paper or the like in advance and the pattern is thermally transferred. The color by dyeing can be arbitrary.

In the present invention, it is preferable that the hard coating has such a hardness that it will not be scratched even if it is rubbed back and forth while applying a load with steam wool. At this level, there is no need for a special eyeglass cleaner, and cleaning with a regular cloth such as a handkerchief or towel will not cause any damage. Therefore, the scratch resistance, which has been the biggest drawback of conventional plastic lenses, can be improved. From this point of view, it is particularly preferable that the hard coating has such a hardness that it will not be scratched even when a load of 500 g is applied with #0000 steam wool and the coating is rubbed back and forth 10 times.

Another feature of the laminate according to the present invention is that the patterned portion does not bulge or protrude from the base, but is integrated with the hard polysiloxane coating on the surface of the base. Therefore, in the lens of the present invention, since the underlying hard polysiloxane coating is patterned from the surface to the inside,
The durability of the pattern itself is good. Since the hard coating is transparent, the pattern has depth and clarity that cannot be obtained with conventional coatings.

[Example] Example 1 γ-glycidoxypropyltrimethoxysilane
Add 54 parts by weight of 0.01N hydrochloric acid aqueous solution to 236 parts by weight, stir for 1 hour on a magnetic stirrer,
A hydrolyzate was obtained. 50 parts by weight of this hydrolyzate, 25 parts by weight of glycerol polyglycidyl ether (“Denacol” EX314 manufactured by Nagase Sangyo Co., Ltd.), m-
50 parts by weight of xylene, 50 parts by weight of ethylene chlorohydrin, 5 parts by weight of acetylacetone aluminum salt, and 0.7 parts by weight of a silicone surfactant,
After stirring until a homogeneous solution was obtained, the mixture was further aged for a day and night, and then filtered to prepare a coating agent. The viscosity (20℃) of this product is 12 centipoise, the solid content concentration (85
(calculated from the remaining amount after heating for 1 hour at 130°C and 1 hour at 130°C) was 51%. This coating agent was applied by a dipping method (pulling speed 10 cm/min) to a colorless and transparent polymethyl methacrylate lens substrate that had been pretreated with a coupling agent, and cured for 1 hour in a hot air circulating dryer at 90°C.

The lens substrate coated with this polysiloxane film was dyed for 5 minutes at 95° C. by manually varying the immersion depth in a dye bath in which the following disperse dyes were dispersed.

The obtained dyed lens had a bluish-purple blurred pattern in which the density changed continuously from dark to light. This lens had excellent fashionability and an elegant color pattern. Moreover, the surface hardness was good, with almost no scratches on the surface even when abraded with steel wool.

Dyeing bath composition Dianix Red AC-E 0.42g Dianix Blue BG-FF 1.60g (manufactured by Mitsubishi Chemical Corporation) TD Yellow D-GLF conc. 0.38g (Daito Chemical Industry Co., Ltd.) Dispersant (Rapisol B-80) 6g (NOF Corporation) Water 1000g Example 2 In the same manner as Example 1, leave the lower 1/4 of the lens transparent and gradually dye it in a darker color toward the top to make a half-color lens. Ivy. As with Example 1, the obtained lens was of high quality and had an unprecedented sense of fashion.

[Effects of the Invention] The plastic lens of the present invention maintains scratch resistance, solvent resistance, hot water resistance, etc. practically equivalent to ordinary ceramic articles, has a clear hue, and is resistant to sunlight, friction, sublimation, etc. It has an extremely strong pattern. In particular, the hard surface layer is dyed in a pattern, making it possible to produce vivid and deep colors. Moreover, it has unprecedented fashionability and can be made into a lightweight, high-quality plastic lens.

Moreover, since the dyeing process is not very difficult, dyeing can be done in-store according to the customer's request.

Claims (1)

[Claims] 1. In a pattern-dyed lens, the lens base material is made of plastic, and the surface layer of the lens base material is a transparent polysiloxane-based hard coating that is cured using acetylacetone aluminum salt as a curing catalyst. 1. A pattern-dyed plastic lens, characterized in that at least the hard coating is pattern-dyed with a disperse dye. 2. The pattern-dyed plastic lens according to claim 1, wherein the pattern is a shading pattern with dark edges. 3. A pattern-dyed plastic lens according to claim 1, wherein the hard coating is so hard that it will not be scratched even when it is rubbed back and forth while applying a load with steel wool. 4. A pattern-dyed plastic lens according to claim 1, wherein the hard coating is a hardened compound of the following general formula []. (In the formula [], R represents an organic group containing a glycidoxy group, R' represents a hydrocarbon group having 1 to 5 carbon atoms or an acyl group having 1 to 4 carbon atoms, and x is 0 or 1.)