WO2016013547A1 - 光重合装置及びフォトクロミックコート層を有するレンズの製造方法 - Google Patents
光重合装置及びフォトクロミックコート層を有するレンズの製造方法 Download PDFInfo
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- WO2016013547A1 WO2016013547A1 PCT/JP2015/070724 JP2015070724W WO2016013547A1 WO 2016013547 A1 WO2016013547 A1 WO 2016013547A1 JP 2015070724 W JP2015070724 W JP 2015070724W WO 2016013547 A1 WO2016013547 A1 WO 2016013547A1
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- workpiece
- work
- lens
- photochromic
- light
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
- B29D11/00—Producing optical elements, e.g. lenses or prisms
- B29D11/00865—Applying coatings; tinting; colouring
- B29D11/00884—Spin coating
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05C—APPARATUS FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05C9/00—Apparatus or plant for applying liquid or other fluent material to surfaces by means not covered by any preceding group, or in which the means of applying the liquid or other fluent material is not important
- B05C9/08—Apparatus or plant for applying liquid or other fluent material to surfaces by means not covered by any preceding group, or in which the means of applying the liquid or other fluent material is not important for applying liquid or other fluent material and performing an auxiliary operation
- B05C9/12—Apparatus or plant for applying liquid or other fluent material to surfaces by means not covered by any preceding group, or in which the means of applying the liquid or other fluent material is not important for applying liquid or other fluent material and performing an auxiliary operation the auxiliary operation being performed after the application
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
- B05D3/06—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
- B29D11/00—Producing optical elements, e.g. lenses or prisms
- B29D11/00009—Production of simple or compound lenses
- B29D11/00432—Auxiliary operations, e.g. machines for filling the moulds
- B29D11/00442—Curing the lens material
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
- B29D11/00—Producing optical elements, e.g. lenses or prisms
- B29D11/00634—Production of filters
- B29D11/00653—Production of filters photochromic
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/08—Mirrors
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/22—Absorbing filters
- G02B5/23—Photochromic filters
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- G—PHYSICS
- G02—OPTICS
- G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
- G02C7/00—Optical parts
- G02C7/10—Filters, e.g. for facilitating adaptation of the eyes to the dark; Sunglasses
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- G—PHYSICS
- G02—OPTICS
- G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
- G02C7/00—Optical parts
- G02C7/10—Filters, e.g. for facilitating adaptation of the eyes to the dark; Sunglasses
- G02C7/102—Photochromic filters
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D1/00—Processes for applying liquids or other fluent materials
- B05D1/002—Processes for applying liquids or other fluent materials the substrate being rotated
- B05D1/005—Spin coating
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
- B05D3/06—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation
- B05D3/061—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation using U.V.
- B05D3/065—After-treatment
- B05D3/067—Curing or cross-linking the coating
Definitions
- the present invention relates to a photopolymerization apparatus and a method for producing a lens having a photochromic coating layer.
- a lens having a photochromic coat layer has a property of changing color tone and density by light irradiation, and is used as a lens for high-performance glasses or sunglasses.
- a lens having a photochromic coat layer it functions as sunglasses by coloring in the outdoors where light including ultraviolet rays such as sunlight is irradiated, and it is discolored and used normally indoors where sunlight is not irradiated.
- Multifunctional glasses that function as glasses can be provided.
- a method for producing a lens having a photochromic coating layer a method of forming a photochromic coating layer on a plastic lens substrate using a photopolymerizable photochromic coating agent (hereinafter referred to as a coating method) is known. ing.
- a photopolymerization apparatus that performs a coating method, for example, a work (plastic lens) onto which a coating agent having photochromic properties has been dropped in advance is rotated at a predetermined speed so that the coating agent is spread over the entire work. By rotating at a high speed, the excess coating agent is shaken off to adjust to a desired film thickness, and then light is irradiated by a light irradiation device to form a photochromic coating layer on the work surface (see Patent Document 1).
- the shape of the workpiece when forming the photochromic coat layer is generally a perfect circle, and after forming the photochromic coat layer, cutting is performed according to the shape of the lens frame. This processing is also called “lens processing”. The edge of the workpiece is scraped off by sculpting. For this reason, even if wrinkles or the like occur in the photochromic coating layer at the end of the workpiece, the defective portion has been removed in the final lens product.
- cost reduction is always required, and there is a demand for reducing the cutting amount as much as possible. By reducing the amount of cutting, the raw material cost is reduced and the cutting time is also shortened. Therefore, it is necessary to suppress the occurrence of wrinkle-like defects in the photochromic coating layer formed on the surface of the end of the workpiece and the occurrence of a wide liquid pool in the lens before processing the target lens shape.
- the present invention has been made in view of such a situation, and an object thereof is to provide a photopolymerization apparatus and a lens having a photochromic coating layer that can prevent wrinkles of the photochromic coating layer formed on the surface of the workpiece end or a wide liquid pool. It is to provide a manufacturing method.
- wrinkle-like defects in the photochromic coating layer at the end of the workpiece tend to be prominent when the refractive index of the workpiece is in the range of 1.51 to 1.59. It turned out to be. Since the refractive index of the photochromic coat layer is usually about 1.52 to 1.56, the photochromic coat during photopolymerization is smaller when the difference in refractive index between the photochromic coat layer and the workpiece is smaller than when the difference in refractive index is large. It was speculated that the amount of reflection of light passing through the layer on the surface of the workpiece decreased, the amount of light applied to the photochromic coating agent on the surface of the workpiece edge became insufficient, and the above-mentioned defects were caused.
- the light absorption characteristics of the work itself have an effect on the wrinkled defects of the photochromic coating layer at the work edge and a wide pool of liquid.
- the photochromic coating agent applied to the workpiece surface is naturally cured by light irradiated from the workpiece surface, but curing is also caused by reflected light from the workpiece side or back surface.
- UV light when the absorption edge of the work itself is on the relatively long wavelength side and it is easy to absorb short-wave ultraviolet (UV) light, if UV light is used for photopolymerization, it reaches the photochromic coating agent via the work. The amount of light is reduced.
- the present invention for solving the above problems includes the following gist.
- a work holding unit for holding a work for holding a work
- a light irradiation device that is installed on the upper part of the work holding unit and emits light to the work
- a photopolymerization apparatus comprising: A photopolymerization apparatus configured such that a reflecting plate having a 60 ° specular glossiness of a reflecting surface of 10 to 200 is installed at a lower portion of a work holding unit, and light that reaches the reflecting surface of the reflecting plate is irradiated to the work.
- the photopolymerization apparatus according to (1) or (2) wherein the photopolymerization apparatus is configured to irradiate the work with light that has reached the reflection surface of the reflection plate.
- a reflecting plate having a 60 ° specular glossiness of 10 to 200 is installed at the lower part of the work holding unit so as to reflect the light reaching the reflecting plate and re-irradiate the work.
- a photopolymerization apparatus is constituted.
- FIG. 1 is a schematic cross-sectional view of a photopolymerization apparatus according to an embodiment of the present invention.
- FIG. 2 is a schematic view of a reflector according to an embodiment of the present invention.
- the photopolymerization apparatus of the present invention is a photopolymerization apparatus having a work holding unit that holds a work, and a light irradiation device that is installed on the work holding unit and irradiates light on the work.
- a reflection plate having a 60-degree specular gloss of 10 to 200 is installed below the work holding unit, and is configured such that light reaching the reflection surface of the reflection plate is irradiated to the work.
- the reflector reflects the incoming light to irradiate the work, and the reflective surface has a 60-degree specular gloss of 10 to 200.
- the 60-degree specular gloss is a numerical value of the degree of specular gloss, which is an attribute of visual perception defined by the intensity of specular reflection light, as defined in JIS Z 8741. It is a number expressed as a relative value with the specular glossiness of a glass surface having a refractive index of 1.567 at which the specular reflectance becomes 10% when incident at an angle of 60 degrees.
- the 60-degree specular gloss when the 60-degree specular gloss is less than 10, wrinkle-like defects in the photochromic coating layer at the end of the work and / or wide accumulation of liquid cannot be prevented.
- the 60-degree specular gloss exceeds 200, wrinkle-like defects in the photochromic coating layer at the end of the work and / or a wide liquid pool can be prevented, but more light is irradiated to the work due to reflection, There arises a problem that the shadow of the rotating shaft holding the workpiece is burned onto the photochromic coating layer.
- the 60 ° specular glossiness of the reflecting surface is preferably in the range of 10 to 150, and in the range of 10 to 100. Is more preferable, and more preferably in the range of 20 to 70.
- the material and shape of the reflective plate are not particularly limited, and a known reflective plate can be adopted.
- the material of the reflector include metals such as aluminum, chromium, iron, cobalt, nickel, copper, silver, tin, platinum, and gold, and alloys such as steel, stainless steel, chrome molybdenum steel, brass, and magnesium alloys. And a positive oxide film such as aluminum and titanium, and a tape using an aluminum foil obtained by rolling aluminum.
- the 60 degree specular gloss of the reflecting surface is within the above range, it can be used as it is, but if it is not within the above range, the surface roughness of the reflecting surface can be adjusted, or the reflecting plate A punching process in which a plurality of through-holes are formed in the reflector so that the ratio of the area of the apertures to the surface area of the reflective surface is 1 to 70%, preferably 5 to 60%, more preferably 10 to 50%. It is possible to adjust the 60-degree specular gloss of the reflecting surface by performing the above. In addition, when the shaft insertion hole mentioned later is formed in the reflecting plate 3, an axis insertion hole is not contained in the said through-hole.
- the number of through-holes and the position of the through-hole in the reflector are not limited as long as the 60-degree specular gloss of the reflecting surface in the above range is obtained, but from the viewpoint of obtaining uniform reflected light, It is preferable to provide through holes at regular intervals.
- the shape of the through hole is round or hexagonal, and the size of the through hole is 0.1 to 5.0 mm in diameter, more preferably 0.5 to 3.0 mm in diameter, and pitch. Is preferably 0.1 to 5.0 mm, more preferably 0.5 to 3.0 mm.
- the reflecting plate is under the work holding part and can reflect the light that arrives and irradiate the work
- the number and position of installation in the photopolymerization apparatus are not limited, and the shape and size of the work are not limited.
- the apparatus is installed on an inner wall that forms a work storage chamber that stores a work and performs photopolymerization as described later.
- FIG. 1 is a schematic cross-sectional view of a photopolymerization apparatus 20 according to an embodiment of the present invention.
- the photopolymerization apparatus 20 includes a work holding unit 1 for holding a work, a base 2 having a shaft insertion hole, a reflector 3 installed on the base 2 and having a shaft insertion hole, and the shaft insertion hole.
- the workpiece holding rotary shaft 4 to be formed, the cover member 5 that forms the workpiece storage chamber R together with the base 2, the light irradiation device 6 for irradiating the workpiece W with light, and the inert gas is supplied to the workpiece storage chamber R. It has an inert gas supply means 7 and a controller (not shown) that controls the operation of each part.
- the work holding unit 1 is a member that holds a work (plastic lens), and is configured by a U-shape, a plurality of pins standing on the same circumference, and the like.
- a plurality of pores are formed in the suction pad 8, and the lower end portion of the workpiece holding rotary shaft portion 4 is inserted into the pores of the suction pad 8 through a through hole 9 passing through the inside of the workpiece holding rotary shaft portion 4.
- the suction force generated by the suction means (not shown) connected to is transmitted.
- the base 2 has a flat plate shape with a shaft insertion hole formed in the center, and its color is usually black and is located below the cover member 5.
- the base 2 is connected to a control unit (not shown) and a driving device, and is movable relative to the cover member 5 in the vertical direction.
- the base 2 includes a seal member (not shown) at an end portion of the upper surface of the base, and the seal member has a lower opening when the base 2 closes the lower opening of the cover member 5 to form the work storage chamber R.
- the workpiece storage chamber R is sealed by joining to the outer peripheral edge of the workpiece.
- the material and shape of the reflecting plate 3 are not particularly limited as long as the 60 ° specular glossiness of the reflecting surface is 10 to 200.
- the work holding rotation shaft portion 4 is inserted through the shaft insertion hole and is connected to a control portion and a driving device (not shown), and is configured to be relatively movable in the axial direction with respect to the base and to be rotatable about the shaft.
- a work holding part can be provided at the end part.
- a through-hole 9 is formed in the work holding rotary shaft portion 4, and the work holding rotary shaft portion 4 attracts the work W to the upper surface of the suction pad 8 through the work holding portion 1, thereby The work W is held in the part.
- the cover member 5 includes a cover frame portion 10 having an opening in the vertical direction and a transmission plate 11 that closes the upper opening of the cover frame portion 10.
- the work storage chamber R includes a first region R1 located below and a second region R2 located above and closer to the light irradiation device 6 than the first region R1.
- a control unit drives a driving device (not shown) connected to the lower end of the work holding rotary shaft unit 4, and moves the work holding rotary shaft unit 4, the work holding unit 1, and the work W to the base 2.
- the workpiece W moves from the first region R1 to the second region R2.
- a mirror surface that reflects light is formed on the inner peripheral surface of the cover frame portion 10 in the second region R2.
- the specular glossiness of the mirror surface is about 500.
- the light irradiation device 6 has a light emitting unit housed in the housing 12 and is disposed above the cover member 5 and outside the work storage chamber R.
- the light irradiation device 6 is controlled by a control unit (not shown).
- the light generated by the light emitting unit of the light irradiation device 6 passes through the transmission plate 11 of the cover member 5 and enters the work storage chamber R to be irradiated onto the work W.
- a well-known irradiation means can be used for the light irradiation means in the light irradiation apparatus 6.
- FIG. For example, high-pressure mercury lamps, ultra-high pressure mercury lamps, metal halide lamps, etc.
- the ultraviolet irradiation means can be used.
- a light emitting diode (LED) capable of emitting ultraviolet rays by solid-state light emission can be used.
- a light source having a high output of ultraviolet rays having a long wavelength of 315 to 450 nm is particularly preferably used.
- the inert gas supply means 7 includes a gas inlet 13 formed above the cover frame 10 and connected to a gas cylinder (not shown), a discharge port 14 formed below the cover frame 10 and the base 2, 15. Opening and closing of the gas inlet 13 and the outlets 14 and 15 in the inert gas supply means is controlled by a control unit (not shown).
- a coating agent having photochromic properties is provided on the surface of a workpiece W such as a plastic lens having a main surface composed of a flat or convex curved surface. It is applied by dropping or the like.
- the cross-sectional shape of the workpiece W is not particularly limited, and may be a convex lens, a concave lens, a meniscus lens, an aspherical lens, or the like, and the planar shape is not particularly limited, but it is usually true before processing the target lens shape. It is a circular lens.
- the thickness varies depending on the type of lens, and the diameter is not particularly limited, but is usually about 60 to 85 mm.
- the workpiece W to which the coating agent has been applied is placed above the workpiece holding unit 1 using a conveyance unit (not shown).
- the base 2 and the work holding rotary shaft portion 4 are disposed so as to be spaced downward from the cover member 10.
- the control unit drives a suction means (not shown) connected to the lower end of the work holding rotary shaft part 4, whereby the work W is placed on the suction pad 8 with the surface coated with the coating agent facing upward. It is held by the suction force transmitted through the.
- the coating agent may be applied in a state where the workpiece W is held by the workpiece holding unit 1.
- the driving device (not shown) that drives the base 2 is driven to move the base 2 upward, and the sealing member (not shown) of the base 2 is brought into contact with the outer peripheral edge of the lower opening of the cover member 10.
- the base 2 and the cover member 10 form a work storage chamber R in which the work holding unit 1 and the work W are stored.
- the workpiece holding rotating shaft portion 4 inserted through the base 2 and the workpiece holding portion 1 held by the workpiece 2 move upward together with the base 2, and when the base 2 comes into contact with the cover member 10 and stops, the workpiece W Is located in the first region R1 of the workpiece storage chamber R.
- a driving device that rotates the workpiece holding rotation shaft portion 4 is driven to rotate the workpiece W located in the first region R1 in the workpiece storage chamber R at the first rotation speed.
- the coating agent applied to the upper surface of the workpiece W is spread by centrifugal force, and at the same time, the excess coating agent is shaken off from the surface of the workpiece W.
- the first rotation speed is appropriately adjusted according to the coating agent and the workpiece W, and can be set to about 300 to 1500 rpm, for example.
- the viscosity of the coating agent is not particularly limited, but is preferably 50 to 500 mPa / sec at 23 ° C.
- This coating agent contains a photopolymerizable monomer and a photochromic compound.
- the inert gas supply means 7 is controlled to fill the inert gas (nitrogen) into the workpiece storage chamber R after the workpiece storage chamber R is formed and before the irradiation of light by the light irradiation device 6 is started.
- the inert gas is introduced by opening the gas inlet 13 to introduce the inert gas into the work storage chamber R, and simultaneously opening the outlets 14 and 15 to discharge the internal air.
- the filling of the inert gas is required for manufacturing in parallel with the step of rotating the workpiece W at the first rotation speed and the step of moving the workpiece holding rotary shaft portion 4 relative to the base 2. It is preferable from the viewpoint of shortening the time.
- introduction of an inert gas into the cover member 10 is started, and a preliminary inert gas replacement operation is performed on the inside of the cover member 10. Is possible.
- the light irradiation device 6 is controlled to irradiate the work W located in the second region R2 with light, and the coating agent extended on the surface of the work W is applied. Harden. Thereby, a lens having a photochromic coat layer is manufactured.
- the second rotation speed is appropriately adjusted according to the coating agent and the workpiece W, but is preferably 0 to 250 rpm, for example, and in order to form a more uniform coat film, the second rotation speed is 20 to 200 rpm. More preferably, it is preferably 50 to 150 rpm.
- the effect is exhibited when the workpiece W is a plastic lens having a refractive index of 1.51 to 1.59.
- the refractive index means a refractive index with respect to light having a wavelength of 589 nm at 20 ° C.
- the light absorption characteristic of the workpiece W is a plastic lens having a transmittance at a wavelength of 410 nm of 40% or less, preferably 30% or less, and a transmittance at a wavelength of 420 nm of 80% or less, preferably 75% or less. If there is, the effect of the production method of the present invention is exhibited.
- the light absorption characteristics of the workpiece W have a large influence on the liquid pool. If the liquid pool is 3 mm or less, there is no problem, but if it exceeds 3 mm, it is not preferable from the viewpoint of appearance and effective radius.
- plastic lens examples include TRIVEX (registered trademark) (refractive index 1.53), acrylic lens (refractive index 1.55), polycarbonate lens (refractive index 1.59), etc., which are urethane lenses. .
- the preferred range of the 60-degree specular gloss of the reflector varies depending on the ultraviolet intensity (UV intensity) at a wavelength of 365 nm on the workpiece surface.
- UV intensity ultraviolet intensity
- the shadow of the rotating shaft that holds the work is hard to be burned onto the photochromic coating layer, and a good photochromic coating layer can be formed even with a reflector having a relatively high 60 ° specular gloss. it can.
- the UV intensity at a wavelength of 365 nm on the workpiece surface exceeds 200 mW / cm 2 , the shadow of the rotating shaft holding the workpiece tends not to be burned onto the photochromic coating layer, and the 60 ° specular gloss is 20 to 200. Can be used.
- UV intensity of the wavelength 365nm is greater than 70 mW / cm 2 in the work surface, even if it is less than 200 mW / cm 2, the shadow of the rotary shaft portion for holding the workpiece tends to hardly burned photochromic coat layer, 60-degree specular A reflector having a gloss rate of 20 to 150 can be used.
- the UV intensity at a wavelength of 365 nm on the workpiece surface is less than 70 mW / cm 2
- the 60 ° specular gloss rate is 20 to 20 because the shadow of the rotating shaft holding the workpiece tends to be burned on the photochromic coating layer relatively easily.
- a reflector plate of 70 can be used.
- the UV intensity is high from the viewpoint of preventing the shadow of the rotating shaft portion holding the workpiece from being burned.
- the photochromic property is lowered and the workpiece is likely to be thermally deformed.
- the distance between the workpiece and the reflector can be set to an arbitrary value. However, if the distance is too close, the amount of light that strikes the reflector is reduced, so that a sufficient effect cannot be obtained. Since the amount of light returning from the surface is reduced, it is preferably 3 mm to 200 mm, more preferably 20 to 150 mm, and further preferably 30 to 100 mm. Therefore, at the time of UV irradiation, it is preferable to set the intensity of the UV light and the distance between the workpiece and the reflecting plate in consideration of the burning of the shadow of the rotating shaft portion.
- the inert gas used in the filling process of the inert gas is not limited to nitrogen, and other inert gases such as argon can also be used.
- the workpiece W used for manufacturing may be a so-called semi-finished product in which the back surface is processed after the formation of the photochromic coating layer, or may be a finishing lens.
- the coating agent to be applied to the surface of the workpiece W is not particularly limited as long as it is a photopolymerizable coating liquid containing a photochromic compound.
- International Publication No. 2001/005854, International Publication No. 2003/011967, International Publication No. Those described in Japanese Patent Publication No. 2009/075388, International Publication No. 2011-12595, International Publication No. 2013/008825, and the like can be used.
- the photochromic lens obtained by the present invention can suppress the occurrence of wrinkle-like defects at the end of the workpiece due to poor polymerization and / or the occurrence of a wide liquid pool without deteriorating the characteristics of the photochromic coating layer.
- the photochromic lens obtained by the present invention prevents the shadow of the rotating shaft portion of the photopolymerization apparatus from being burned onto the photochromic coating layer, has a high yield, and is excellent in appearance.
- the photochromic lens is obtained in the same shape as the plastic lens used as the workpiece W, and its planar shape is usually a perfect circle.
- the photochromic lens may be used as it is, but may be cut according to the shape of the spectacle frame as necessary.
- the photochromic lens of the present invention there is no wrinkle or liquid pool at the end of the photochromic coat layer, and therefore it is not necessary to cut the end excessively. Accordingly, since there is little shaving, it is possible to use a small-diameter lens as a plastic lens that is a raw material, thereby reducing raw material costs. Further, since the cutting amount is small, the target lens shape processing can be completed in a short time, and the manufacturing cost is reduced.
- Example 1 A photopolymerization apparatus having the configuration shown in FIG. 1 was used, and a photochromic coating layer was formed on the surface of the plastic lens.
- a reflector made of white anodized (aluminum positive oxide film) with round holes having a diameter of 1.0 mm formed at a pitch of 2 mm (60 ° specular gloss 30 and aperture ratio 22.7%). ) was installed on the base of the photopolymerization apparatus.
- PG-1M manufactured by Nippon Denshoku Industries Co., Ltd.
- a round polycarbonate lens having a diameter of 75 mm and a thickness of 10 mm was used.
- photochromic coating liquid ⁇ -methacryloyloxypropyltrimethoxysilane 5 parts by weight, trimethylolpropane trimethacrylate 20 parts by weight, 2,2-bis (4-methacryloyloxyethoxyphenyl) propane 35 parts by weight, urethane oligomer hexaacrylate 10 parts by weight, average molecular weight 532 100 parts by weight of a polymerizable monomer consisting of 20 parts by weight of polyethylene glycol diacrylate and 10 parts by weight of glycidyl methacrylate, 3 parts by weight of chromene 1 represented by the following formula, 5 parts by weight of bis (1,2,2,6,6-pentamethyl-4-piperidyl) sebacate as a stabilizer, Add 0.3 parts by weight of CGI148 (1-hydroxycyclohexylphenylketone) and 0.3 part by weight of CGI819 (bis (2,4,6-trimethylbenzoyl) -phenylphosphine oxide) as
- the work was adsorbed to the work holding part of the photopolymerization apparatus having the configuration shown in FIG. 1, and the reflector was placed on a black anodized base 60 mm below the work lower surface.
- the photochromic coating solution was dropped onto the work, the work holding rotation shaft was rotated, and the film was applied by spin coating (rotation speed: 900 rpm) so that the film thickness of the photochromic coating was 40 microns.
- the rotation speed of the workpiece holding rotary shaft is set to (200) rpm, and UV light generated from an electrodeless lamp (D bulb) is applied in a nitrogen gas atmosphere. Irradiation was performed for 80 seconds from a height of 200 mm above. At this time, the UV intensity at 365 nm on the workpiece surface was 125 mW / cm 2 , and the integrated light amount was 12J.
- the obtained photochromic coating lens has good quality without wrinkle-like defects in the photochromic coating layer at the workpiece edge, wide liquid pool, and no burning of the shadow of the workpiece holding rotating shaft to the photochromic coating layer. It was.
- Examples 2 to 11 A photochromic coating lens was prepared in the same manner as in Example 1 by changing the type of workpiece, the type of UV lamp, the 365 nm UV intensity of the workpiece surface, the material of the reflector and the 60 ° specular gloss, and the appearance was evaluated. It was. The results are shown in Table 1.
- Example 12 Using a spin coater (1H-DX2, manufactured by MIKASA), a water-dispersed urethane emulsion (product name: NJ) is placed on a work piece (center thickness 5 mm, base curve 5.00, ⁇ 75 mm urethane-based lens TRIVEX (registered trademark)). -321A (manufactured by Tokuyama Corporation) was applied to a thickness of about 4 ⁇ m to form a primer layer. Regarding the light absorption characteristics of the work used here, the transmittance at a wavelength of 410 nm was about 18%, and the transmittance at a wavelength of 420 nm was about 68%.
- a white anodized reflector having a circular hole with a diameter of 1.0 mm formed at a pitch of 2 mm (60-degree specular gloss 30, opening)
- UV light was irradiated from the height of 200 mm above the workpiece for 80 seconds.
- the obtained photochromic coating lens has no wrinkle-like defects in the photochromic coating layer at the work edge, no burning of the shadow of the work holding rotating shaft part to the photochromic coating layer, and the liquid pool is about 2 mm, which is good Had quality.
- Example 1 Comparative Example 1 In Example 1, a photochromic coating solution was applied to a workpiece by spin coating on a black anodized base (60 ° specular gloss 5) without any reflector, and then UV light was applied 200 mm above the workpiece. Irradiated for 80 seconds from the height.
- a photochromic coating solution was applied to a workpiece by spin coating on a black anodized base (60 ° specular gloss 5) without any reflector, and then UV light was applied 200 mm above the workpiece. Irradiated for 80 seconds from the height.
- Example 2 In Example 1, on a black anodized base, a buffed reflector made of SUS304 (60-degree specular gloss 250) was placed, and a photochromic coating solution was applied to the workpiece by spin coating, and then UV light was applied. Irradiation was performed for 80 seconds from a height of 200 mm above the workpiece.
- the obtained photochromic coating lens was confirmed to be burned onto the photochromic coating layer of the shadow of the work holding rotating shaft.
- Example 12 Comparative Example 3 In Example 12, a photochromic coating solution was applied to a workpiece by spin coating on a black anodized base (60 ° specular gloss 5) without any reflector, and then UV light was applied 200 mm above the workpiece. Irradiated for 80 seconds from the height.
- a photochromic coating solution was applied to a workpiece by spin coating on a black anodized base (60 ° specular gloss 5) without any reflector, and then UV light was applied 200 mm above the workpiece. Irradiated for 80 seconds from the height.
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Abstract
Description
(1)ワークを保持するワーク保持部と、
ワーク保持部の上部に設置され、ワークに対して光を照射する光照射装置と、
を有する光重合装置であって、
反射面の60度鏡面光沢度が10~200である反射板をワーク保持部の下部に設置し、反射板の反射面に到達した光がワークに照射するように構成してなる光重合装置。
(2)反射板が貫通する開孔部を有し、反射板の反射面の表面積における開孔部の面積の割合が1~70%である(1)記載の光重合装置。
(3)軸挿通孔が形成されたベースと、
前記軸挿通孔を挿通し、前記ベースに対して軸方向に相対移動可能かつ軸を中心として回転可能に構成され、端部にワーク保持部を有するワーク保持回転軸部と、
を有し、
前記ベースにより閉鎖可能な開口部が形成されており、前記ベースと前記開口部の周縁部とを当接することにより前記ワーク保持部を収納するワーク収納室を形成するカバー部材と、
前記ワーク収納室内に配置された前記ワーク保持部上のワークに対して光を照射する光照射装置と、
前記ワーク保持部とベースと間に設置され、軸挿通孔が形成された、反射面の60度鏡面光沢度が10~200である反射板と、
前記ベースと前記カバー部材の相対移動と、前記ベースと前記ワーク保持回転軸部の軸方向の相対移動と、前記ワーク保持回転軸部の回転と、前記光照射装置の光の照射と、を制御する制御部と、を有し、反射板の反射面に到達した光がワークに照射するように構成してなる(1)または(2)に記載の光重合装置。
(4)上記(1)または(2)に記載の光重合装置を用いて、フォトクロミックコート層を有するレンズを製造する方法であって、
前記ワーク保持部に、フォトクロミック化合物を含む光重合性のコーティング剤を塗布された前記ワークを保持させる工程と、
前記ワークに対して前記光照射装置が光を照射してコーティング剤を硬化する工程と、を有することを特徴とするフォトクロミックコート層を有するレンズを製造する方法。
(5)上記(3)に記載の光重合装置を用いて、フォトクロミックコート層を有するレンズを製造する方法であって、
前記ワーク保持部に、フォトクロミック化合物を含む光重合性のコーティング剤を塗布された前記ワークを保持させる工程と、
カバー部材の開口部の周縁部に前記ベースを当接させて前記開口部を前記ベースで閉鎖し、前記ワークを収納するワーク収納室を形成する工程と、
前記ワークを前記ワーク収納室において回転させる工程と、
前記ワークに対して前記光照射装置が光を照射してコーティング剤を硬化する工程と、を有することを特徴とするフォトクロミックコート層を有するレンズを製造する方法。
(6)ワークが屈折率1.51~1.59のプラスチックレンズである(4)または(5)に記載のフォトクロミックコート層を有するレンズを製造する方法。
(7)ワークが、波長410nmの透過率が40%以下、波長420nmの透過率が80%以下の光吸収特性を有するプラスチックレンズである(4)~(6)のいずれかに記載のフォトクロミックコート層を有するレンズを製造する方法。
(8)光重合装置に設置される反射板であって、60度鏡面光沢度が10~200である反射板。
(9)前記光重合装置が、プラスチックレンズ表面にフォトクロミックコートを光硬化により形成するための装置である(8)に記載の反射板。
したがって、UV照射時には、回転軸部の影の焼き付けを考慮して、UV光の強度、ワークと反射板との距離を設定することが好ましい。
が、例えば、国際公開第2001/005854号、国際公開第2003/011967号、国際公開第2009/075388号、国際公開第2011/125956号、国際公開第2013/008825号などに記載のものを使用することができる。
ベンゾイン
ベンゾインメチルエーテル
ベンゾインブチルエーテル
ベンゾフェノール
アセトフェノン4,4’-ジクロロベンゾフェノン
ジエトキシアセトフェノン
2-ヒドロキシ-2-メチル-1-フェニルプロパン-1-オン
ベンジルメチルケタール
1-(4-イソプロピルフェニル)-2-ヒドロキシ-2-メチルプロパン-1-オン
1-ヒドロキシシクロヘキシルフェニルケトン
2-イソプロピルチオオキサントン
ビス(2,6-ジメトキシベンゾイル-2,4,4-トリメチル-ペンチルフォスフィンオキサイド
ビス(2,4,6―トリメチルベンゾイル)-フェニルフォスフィンオキサイド
2,4,6-トリメチルベンゾイルジフェニル-フォスフィンオキサイド
2-ベンジル-2-ジメチルアミノ-1-(4-モルホリノフェニル)-ブタノン-1
上述した光重合開始剤は、1種単独或いは2種以上の組み合わせで使用することができる。
図1に示した構成の光重合装置を使用し、プラスチックレンズ表面にフォトクロミックコート層を形成した。光重合装置のベース上には、直径1.0mmの丸穴をピッチ2mmで形成した白アルマイト(アルミニウムの陽性酸化被膜)製の反射板(60度鏡面光沢度30、開孔率22.7%)を設置した。なお、60度鏡面光沢度は、ハンディ型光沢計PG-1M(日本電色工業株式会社製)を反射板の上に置いてn=5で測定した平均値とした。
また、ワーク(プラスチックレンズ)としては直径75mm、10mm厚の真円状ポリカーボネートレンズを用いた。
γ-メタクリロイルオキシプロピルトリメトキシシラン5重量部、トリメチロールプロパントリメタクリレート20重量部、2,2-ビス(4-メタクリロイルオキシエトキシフェニル)プロパン35重量部、ウレタンオリゴマーヘキサアクリレート10重量部、平均分子量532のポリエチレングリコールジアクリレート20重量部、グリシジルメタクリレート10重量部からなる重合性単量体100重量部に、
下記式で示されるクロメン1を3重量部、
安定剤としてビス(1,2,2,6,6-ペンタメチル-4-ピペリジル)セバケートを5重量部、
重合開始剤としてCGI148(1-ヒドロキシシクロヘキシルフェニルケトン)を0.3重量部及びCGI819(ビス(2,4,6―トリメチルベンゾイル)-フェニルフォスフィンオキサイド)を0.3重量部添加し十分に攪拌し、脱気して得たコート液を用いた。コート液の23℃における粘度は160mPa/secであった。
(i)シワ
ワーク端部に発生するシワの程度を、目視により、0:シワなし~5:激しく発生、の6段階(0~2を合格とする)で評価した。
(ii)液溜り
ワーク端部に発生する液溜りの程度を、ワーク外周から中心に向かっての距離(mm)で評価した。数字(mm)が大きいほど不良の程度は大きく、0~2mmを合格とし、それ以上を不合格とする)。
(iii)ワーク保持回転軸部の影のワークへの焼き付き
ワークの中央部に発生するワーク保持回転軸の影の程度を、ワークの上方約50cmから高圧水銀灯(BULBTRONICS)を照射し白色紙に投影することにより、コントラスト差に基づいて、0:焼き付きなし、5:激しく焼き付き、の6段階(0~2を合格とする)で評価した。
ワークの種類、UVランプの種類、ワーク表面の365nmのUV強度、反射板の材質及び60度鏡面光沢率を種々変えて実施例1と同様の方法でフォトクロミックコーティングレンズを作成し、外観評価を行った。結果を表1に示す。
スピンコーター(1H-DX2、MIKASA製)を用いて、ワーク(中心厚5mm厚、ベースカーブ5.00、φ75mmのウレタン系レンズTRIVEX(登録商標))上に、水分散ウレタンエマルジョン(製品名;NJ-321A、(株)トクヤマ製)を約4μmの厚みになるように塗布し、プライマー層を形成した。ここで用いたワークの光吸収特性は、波長410nmの透過率が約18%、波長420nmの透過率が約68%であった。次いで、このプライマー層を積層したワークの60mm下方の黒アルマイト製のベース上に、直径1.0mmの丸穴をピッチ2mmで形成した白アルマイト製の反射板(60度鏡面光沢度30、開孔率22.7%)を設置し、ワークに実施例1と同じフォトクロミックコート液をスピンコートにより塗布した後、UV光をワークの上方200mmの高さより80秒間照射した。
得られたフォトクロミックコーティングレンズは、ワーク端部のフォトクロミックコート層におけるシワ状の不良や、ワーク保持回転軸部の影のフォトクロミックコート層への焼き付けもなく、また液溜りは2mm程度であり、良好な品質を有していた。
実施例1において、黒アルマイト製のベース(60度鏡面光沢度5)上に、反射板を何ら設置せずにワークにフォトクロミックコート液をスピンコートにより塗布した後、UV光をワークの上方200mmの高さより80秒間照射した。
実施例1において、黒アルマイト製のベース上に、バフ研磨処理したSUS304製の反射板(60度鏡面光沢度250)を設置し、ワークにフォトクロミックコート液をスピンコートにより塗布した後、UV光をワークの上方200mmの高さより80秒間照射した。
実施例12において、黒アルマイト製のベース(60度鏡面光沢度5)上に、反射板を何ら設置せずにワークにフォトクロミックコート液をスピンコートにより塗布した後、UV光をワークの上方200mmの高さより80秒間照射した。
1…ワーク保持部
2…ベース
W…ワーク
R…ワーク収納室
R1…第1の領域
R2…第2の領域
3…反射板
4…ワーク保持回転軸部
5…カバー部材
6…光照射装置
7…不活性ガス供給手段
8…吸着パッド
9…貫通孔
10…カバー枠部
11…透過板
12…ハウジング
13…ガス導入口
14、15…ガス排出口
Claims (9)
- ワークを保持するワーク保持部と、
ワーク保持部の上部に設置され、ワークに対して光を照射する光照射装置と、
を有する光重合装置であって、
反射面の60度鏡面光沢度が10~200である反射板をワーク保持部の下部に設置し、反射板の反射面に到達した光がワークに照射するように構成してなる光重合装置。 - 反射板が貫通する開孔部を有し、反射板の反射面の表面積における開孔部の面積の割合が1~70%である請求項1記載の光重合装置。
- 軸挿通孔が形成されたベースと、
前記軸挿通孔を挿通し、前記ベースに対して軸方向に相対移動可能かつ軸を中心として回転可能に構成され、端部にワーク保持部を有するワーク保持回転軸部と、
を有し、
前記ベースにより閉鎖可能な開口部が形成されており、前記ベースと前記開口部の周縁部とを当接することにより前記ワーク保持部を収納するワーク収納室を形成するカバー部材と、
前記ワーク収納室内に配置された前記ワーク保持部上のワークに対して光を照射する光照射装置と、
前記ワーク保持部とベースと間に設置され、軸挿通孔が形成された、反射面の60度鏡面光沢度が10~200である反射板と、
前記ベースと前記カバー部材の相対移動と、前記ベースと前記ワーク保持回転軸部の軸方向の相対移動と、前記ワーク保持回転軸部の回転と、前記光照射装置の光の照射と、を制御する制御部と、を有し、反射板の反射面に到達した光がワークに照射するように構成してなる請求項1または2に記載の光重合装置。 - 請求項1または2に記載の光重合装置を用いて、フォトクロミックコート層を有するレンズを製造する方法であって、
前記ワーク保持部に、フォトクロミック化合物を含む光重合性のコーティング剤を塗布された前記ワークを保持させる工程と、
前記ワークに対して前記光照射装置が光を照射してコーティング剤を硬化する工程と、を有することを特徴とするフォトクロミックコート層を有するレンズを製造する方法。 - 請求項3に記載の光重合装置を用いて、フォトクロミックコート層を有するレンズを製造する方法であって、
前記ワーク保持部に、フォトクロミック化合物を含む光重合性のコーティング剤を塗布された前記ワークを保持させる工程と、
カバー部材の開口部の周縁部に前記ベースを当接させて前記開口部を前記ベースで閉鎖し、前記ワークを収納するワーク収納室を形成する工程と、
前記ワークを前記ワーク収納室において回転させる工程と、
前記ワークに対して前記光照射装置が光を照射してコーティング剤を硬化する工程と、を有することを特徴とするフォトクロミックコート層を有するレンズを製造する方法。 - ワークが屈折率1.51~1.59のプラスチックレンズである請求項4または5に記載のフォトクロミックコート層を有するレンズを製造する方法。
- ワークが、波長410nmの透過率が40%以下、波長420nmの透過率が80%以下の光吸収特性を有するプラスチックレンズである請求項4~6のいずれかに記載のフォトクロミックコート層を有するレンズを製造する方法。
- 光重合装置に設置される反射板であって、60度鏡面光沢度が10~200である反射板。
- 前記光重合装置が、プラスチックレンズ表面にフォトクロミックコートを光硬化により形成するための装置である請求項8に記載の反射板。
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US15/321,263 US20170203526A1 (en) | 2014-07-24 | 2015-07-21 | Photopolymerization Device and Production Method for Lens that has Photochromic Coating Layer |
EP15824910.2A EP3173156A4 (en) | 2014-07-24 | 2015-07-21 | Photopolymerization device and production method for lens that has photochromic coating layer |
KR1020167034224A KR20170039081A (ko) | 2014-07-24 | 2015-07-21 | 광중합 장치 및 포토크로믹 코트층을 갖는 렌즈의 제조방법 |
MX2017001028A MX2017001028A (es) | 2014-07-24 | 2015-07-21 | Dispositivo de fotopolimerizacion y metodo de produccion de la lente que tiene capa de revestimiento fotocromico. |
IL249735A IL249735A0 (en) | 2014-07-24 | 2016-12-22 | Device for photopolymerization and production method for a lens with a photochromic coating layer |
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2015
- 2015-07-21 KR KR1020167034224A patent/KR20170039081A/ko unknown
- 2015-07-21 MX MX2017001028A patent/MX2017001028A/es unknown
- 2015-07-21 WO PCT/JP2015/070724 patent/WO2016013547A1/ja active Application Filing
- 2015-07-21 JP JP2016535938A patent/JPWO2016013547A1/ja not_active Withdrawn
- 2015-07-21 US US15/321,263 patent/US20170203526A1/en not_active Abandoned
- 2015-07-21 EP EP15824910.2A patent/EP3173156A4/en not_active Withdrawn
-
2016
- 2016-12-22 IL IL249735A patent/IL249735A0/en unknown
Patent Citations (3)
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JPS61293572A (ja) * | 1985-06-21 | 1986-12-24 | Tokiwa Enpitsu Seisakusho:Kk | 鉛筆の塗装乾燥用紫外線連続照射装置 |
JPH05334730A (ja) * | 1992-05-29 | 1993-12-17 | Origin Electric Co Ltd | ディスク用紫外線硬化装置および塗布膜形成装置 |
JP2005296752A (ja) * | 2004-04-08 | 2005-10-27 | Tokuyama Corp | 光重合装置 |
Non-Patent Citations (1)
Title |
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See also references of EP3173156A4 * |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2019181903A1 (ja) * | 2018-03-22 | 2019-09-26 | 株式会社トクヤマ | 被覆層を有するプラスチックレンズの製造方法 |
CN111936890A (zh) * | 2018-03-22 | 2020-11-13 | 株式会社德山 | 具有覆盖层的塑料透镜的制造方法 |
US20210003867A1 (en) * | 2018-03-22 | 2021-01-07 | Tokuyama Corporation | Method of producing a plastic lens having a coating layer |
JPWO2019181903A1 (ja) * | 2018-03-22 | 2021-03-11 | 株式会社トクヤマ | 被覆層を有するプラスチックレンズの製造方法 |
CN111936890B (zh) * | 2018-03-22 | 2022-11-11 | 株式会社德山 | 具有覆盖层的塑料透镜的制造方法 |
JP7246373B2 (ja) | 2018-03-22 | 2023-03-27 | 株式会社トクヤマ | 被覆層を有するプラスチックレンズの製造方法 |
Also Published As
Publication number | Publication date |
---|---|
MX2017001028A (es) | 2017-05-03 |
KR20170039081A (ko) | 2017-04-10 |
EP3173156A4 (en) | 2018-04-11 |
US20170203526A1 (en) | 2017-07-20 |
JPWO2016013547A1 (ja) | 2017-04-27 |
IL249735A0 (en) | 2017-02-28 |
EP3173156A1 (en) | 2017-05-31 |
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