JP2012107124A - Adhesive tape for molding plastic lens and method for molding plastic lens - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an adhesive tape for molding a plastic lens, the tape hardly inducing clouding caused by an adhesive in a plastic lens, and to provide a method for molding a plastic lens.SOLUTION: The adhesive tape 100 for molding a plastic lens has a structure having an adhesive layer 20 provided on one surface of a tape base material 10. The adhesive layer 20 is constituted of an adhesive containing as a principal component a silicone adhesive and a crosslinking agent mixed therein that is effective on the silicone adhesive. The adhesive containing as a principal component the silicone adhesive is heat treated so as to control the content of dimethyl polysiloxane comprising 3 or more and 20 or less monomers to be 4,850 μg or less per 1 g of the adhesive containing as a principal component the silicone adhesive. After a pair of molds 30 are disposed facing each other at a predetermined distance, the adhesive tape 100 is stuck to outer edges of both molds 30 to form a cavity C between the molds 30. The cavity C is filled with a polymerizable monomer, which is polymerized by heating or irradiating with light.

Description

  The present invention relates to an adhesive tape for molding a plastic lens used when producing a plastic lens such as a plastic lens having a high refractive index or an optical lens, and a molding method for producing a plastic lens using the adhesive tape. .

  A conventional plastic lens is molded by a casting polymerization method using a pair of glass molds (molds) and an adhesive tape for sealing, as disclosed in Patent Documents 1 and 2, for example. That is, the conventional plastic lens is manufactured as follows. First, a pair of glass molds are arranged to face each other at a predetermined interval, and an adhesive tape for sealing is applied along the circumferential direction to the entire outer peripheral edge of these glass molds to open a gap between the glass molds. Is continuously sealed.

  Next, a resin injection nozzle is inserted into the adhesive tape, and a liquid resin (polymerizable monomer) is injected and filled into the space formed by the pair of glass molds and the sealing adhesive tape. Thereafter, the resin is polymerized and cured by heating or light irradiation to obtain a plastic lens.

  In such a conventional method for producing a plastic lens, low molecular weight siloxane (mainly 3-20 mer cyclic, linear dimethylpolysiloxane) is eluted from the adhesive layer of the silicone adhesive tape for sealing. In some cases, the resin (polymerizable monomer) is mixed. Since the low molecular weight siloxane and the resin (polymerizable monomer) are difficult to mix uniformly and form a sea island, white turbidity resulting from the low molecular weight siloxane may occur in the plastic lens after curing.

  Although the technique which suppresses generation | occurrence | production of the cloudiness of the above plastic lenses is proposed by patent document 2, 3, when generation | occurrence | production of the cloudiness resulting from an adhesive cannot fully be suppressed by these techniques Therefore, further improvement has been demanded.

JP-A-1-257016 JP 2003-193004 A JP 2001-316645 A

  Therefore, an object of the present invention is to solve the above-described problems of the prior art and to provide an adhesive tape for molding a plastic lens in which white turbidity caused by an adhesive is unlikely to occur in a plastic lens. Another object of the present invention is to provide a method for molding a plastic lens in which white turbidity caused by an adhesive is unlikely to occur.

As a result of intensive studies to solve the above problems, the present inventors have found that low molecular weight siloxane (3 to 20-mer cyclic, linear dimethylpolysiloxane) contained in a pressure-sensitive adhesive mainly composed of a silicone pressure-sensitive adhesive. ) To a polymerizable monomer of a low molecular weight siloxane plastic lens from a pressure sensitive adhesive mainly comprising a silicone pressure sensitive adhesive. Elution can be reduced and generation of white turbidity in the molded lens can be suppressed. Further, low molecular weight siloxane (3-10mer cyclic, linear dimethylpolysiloxane) contained in a pressure sensitive adhesive mainly composed of a silicone pressure sensitive adhesive can be used. If the total amount is 165 μg or less per gram of adhesive mainly composed of silicone adhesive, the occurrence of cloudiness in the molded lens is further suppressed. As a result, the present inventors have found that the present invention can be controlled.
The present invention has the following configuration. That is, the adhesive tape for plastic lens molding according to the present invention is attached to the outer peripheral edge of a pair of molds facing each other at a predetermined interval, and the opening of the space formed between the two molds is sealed, An adhesive tape for molding a plastic lens used for forming a cavity filled with a polymerizable monomer of a plastic lens, comprising: a tape-like base material; and an adhesive layer for adhering the base material to the mold; The layer is composed of a pressure-sensitive adhesive mainly composed of a silicone pressure-sensitive adhesive, and the content of the dimethylpolysiloxane in the pressure-sensitive adhesive mainly composed of the silicone pressure-sensitive adhesive is from 30 to 20 dimethylpolysiloxane. It is characterized by being 4850 μg or less per 1 g of the pressure-sensitive adhesive mainly composed of

  In addition, the adhesive tape for molding a plastic lens according to the present invention is attached to the outer peripheral edge of a pair of molds facing each other at a predetermined interval, and the opening of the space formed between the two molds is sealed. An adhesive tape for molding a plastic lens used for forming a cavity filled with a polymerizable monomer of a plastic lens, comprising: a tape-like base material; and an adhesive layer for adhering the base material to the mold; The layer is composed of a pressure-sensitive adhesive mainly composed of a silicone pressure-sensitive adhesive, and the content of the dimethylpolysiloxane in the pressure-sensitive adhesive mainly composed of the silicone pressure-sensitive adhesive is from 3 to 10 dimethylpolysiloxane. It is characterized by being 165 μg or less per 1 g of the pressure-sensitive adhesive mainly composed of.

  Furthermore, the adhesive tape for molding a plastic lens according to the present invention is attached to the outer peripheral edge of a pair of molds facing each other at a predetermined interval, and the opening of the space formed between the two molds is sealed, An adhesive tape for molding a plastic lens used for forming a cavity filled with a polymerizable monomer of a plastic lens, comprising: a tape-like base material; and an adhesive layer for adhering the base material to the mold; The layer is composed of a pressure-sensitive adhesive mainly composed of a silicone pressure-sensitive adhesive, and the content of the dimethylpolysiloxane in the pressure-sensitive adhesive mainly composed of the silicone pressure-sensitive adhesive is from 3 to 10 dimethylpolysiloxane. It is characterized by being 50 μg or less per 1 g of the pressure-sensitive adhesive mainly composed of.

  Furthermore, a plastic lens molding method according to the present invention is a method of manufacturing a plastic lens using the above-described adhesive tape for molding a plastic lens according to the present invention, and a pair of molds are separated from each other at a predetermined interval. The plastic lens molding adhesive tape is affixed to the outer peripheral edges of the two molds, and the opening of the space formed between the two molds is sealed to fill the polymerizable monomer of the plastic lens. A cavity forming step for forming a cavity; a monomer filling step for filling the polymerizable monomer in the cavity; and a polymerization step for polymerizing the polymerizable monomer filled in the cavity. .

  If the pressure-sensitive adhesive tape for molding a plastic lens according to the present invention is used, white turbidity caused by the pressure-sensitive adhesive is less likely to occur in the plastic lens when the plastic lens is manufactured. Moreover, according to the method for molding a plastic lens according to the present invention, white turbidity due to the adhesive is unlikely to occur in the plastic lens.

It is sectional drawing which shows the structure of one Embodiment of the adhesive tape for plastic lens shaping | molding based on this invention. It is a conceptual diagram explaining one Embodiment of the plastic lens molding method which concerns on this invention. It is sectional drawing which shows the structure of another embodiment of the adhesive tape for plastic lens shaping | molding which concerns on this invention. It is GC-FID (gas chromatograph with a flame ionization detector) analysis chart of low molecular weight siloxane.

  DESCRIPTION OF EMBODIMENTS Embodiments of a plastic lens molding pressure-sensitive adhesive tape and a plastic lens molding method according to the present invention will be described in detail with reference to the drawings. FIG. 1 is a cross-sectional view of a pressure-sensitive adhesive tape for molding a plastic lens of the present embodiment (a cross-sectional view cut along a plane perpendicular to the longitudinal direction of the tape), and FIG. 2 illustrates a method for molding a plastic lens of the present embodiment. FIG. In the following drawings, the same or corresponding parts are denoted by the same reference numerals.

  As shown in FIG. 1, the pressure-sensitive adhesive tape 100 for molding a plastic lens according to the present embodiment is formed on a substantially entire surface of one side of a tape-like base material 10 (hereinafter also referred to as a tape base material) 10. , 30 is provided with an adhesive layer 20 to be adhered.

  Next, a method for molding a plastic lens using such an adhesive tape 100 for molding a plastic lens will be described.

  First, as shown in FIG. 2, for example, a pair of molds 30, 30 each having a substantially disk shape are disposed opposite to each other with a predetermined interval, and then the plastic lens molding adhesive is placed on the outer peripheral edge of both molds 30, 30. The tape 100 is attached so as to be wound along the circumferential direction, and the opening of the space formed between the molds 30 and 30 is continuously sealed while maintaining the interval. As a result, as shown in FIG. 2, the molds 30 are connected in parallel with each other, and a flat or cylindrical cavity C is defined between them (cavity forming step).

  When such a cavity C is formed, as shown in FIG. 2, one end of the plastic lens molding adhesive tape 100 is peeled to open a gap, and a nozzle (not shown) is inserted into the cavity C from the gap. Then, after filling and filling a liquid resin (polymerizable monomer) into the cavity C from the nozzle, the gap is closed again with the adhesive tape 100 for molding a plastic lens (monomer filling step).

  As the resin (polymerizable monomer), a mixture of m-xylylene diisocyanate and pentaerythritol tetrakis mercaptopropionate or a mixture of m-xylylene diisocyanate and bis (mercaptoethyl) trithioglycerin is used. However, it is not particularly limited to these.

  Further, after that, a fixing jig (not shown) is attached to fix the molds 30 and 30 so that the distance does not fluctuate. Since the molds 30 are fixed by a fixing jig, the interval does not change even when the internal pressure of the cavity C changes, and a constant interval is always maintained. Then, the resin (polymerizable monomer) in the cavity C is cured by a polymerization reaction by heating or light irradiation (polymerization step). After the resin (polymerizable monomer) is sufficiently cured, the plastic lens molding pressure-sensitive adhesive tape 100 is completely peeled off and the molds 30 and 30 are removed to obtain a plastic lens.

  In such a plastic lens molding pressure-sensitive adhesive tape 100, the pressure-sensitive adhesive layer 20 is mainly composed of an addition reaction type silicone pressure sensitive adhesive or a peroxide curable type silicone pressure sensitive adhesive. It is comprised with the adhesive formed by mixing 0.10 mass part or more and 0.25 mass part or less of crosslinking agents effective for an adhesive.

  Since such an adhesive layer 20 has a sufficient adhesive force, a resin (polymerizable monomer) was injected into the cavity C formed by the plastic lens molding adhesive tape 100 and the pair of molds 30 and 30. In this case, the resin (polymerizable monomer) can be reliably sealed in the cavity C so that the resin (polymerizable monomer) does not leak.

  The silicone adhesive contains low molecular weight siloxane (mainly 3 to 20-mer cyclic and / or linear dimethylpolysiloxane) as impurities, but these impurities are eluted from the adhesive layer 20. In the past, there was a possibility that white turbidity as described above may occur in the inside and the outer periphery of the cured plastic lens.

  However, the pressure-sensitive adhesive used in the plastic lens molding pressure-sensitive adhesive tape 100 of the present embodiment has a silicone pressure-sensitive adhesive as a main component by subjecting the content of low-molecular weight siloxane in the pressure-sensitive adhesive to, for example, a treatment described later. The amount of elution of low molecular weight siloxane (mainly 3 to 20-mer cyclic and / or linear dimethylpolysiloxane) is greatly reduced. Therefore, white turbidity hardly occurs in the inside and the outer peripheral edge of the cured plastic lens.

  The treatment method for reducing the content of low molecular weight siloxane in the pressure-sensitive adhesive used in the plastic lens molding pressure-sensitive adhesive tape 100 of the present embodiment is not particularly limited, but the raw material of the silicone pressure-sensitive adhesive or the silicone pressure-sensitive adhesive A method of subjecting the agent to heat treatment or reduced pressure treatment to volatilize and reduce low molecular weight siloxane is preferred. The amount of low molecular weight siloxane is a quantitative analysis chart using the GC-FID apparatus shown in FIG. 4 (Dn in FIG. 4 (n = integer of 3 to 20) represents an n-mer of low molecular weight siloxane) In the above, the amount of 3 to 20-mer dimethylpolysiloxane is 4850 μg or less, preferably 3 to 10-mer dimethylpolysiloxane is 1165 μg or less, more preferably 165 μg or less, more preferably The amount of the tri- to 10-mer dimethylpolysiloxane is preferably 50 μg or less, that is, an amount capable of sufficiently suppressing the occurrence of cloudiness. The dimethylpolysiloxane may be cyclic or linear, and the amount of the dimethylpolysiloxane is the total of the cyclic dimethylpolysiloxane and the linear dimethylpolysiloxane.

As a method for volatilizing and reducing low molecular weight siloxane, for example, (1) silicone gum forming a silicone adhesive or MQ (M unit: (CH ₃ ) ₃ SiO _1/2 , Q unit: SiO ₂ ) resin is used in advance. A method of reducing the low molecular weight siloxane by volatilizing the low molecular weight siloxane by high-temperature stirring or kneading (reduced pressure strip) under reduced pressure at the raw material stage, (2) Depressurizing at the stage of mixing the silicone gum or MQ resin to produce the base adhesive Alternatively, heat is applied under normal pressure to reduce the low molecular weight siloxane by volatilizing the low molecular weight siloxane, or (3) heat is applied in the step of applying and drying the silicone adhesive solution to the substrate, and the low molecular weight siloxane is applied to the adhesive layer. And a method of reducing the volume by volatilizing the liquid. It is also possible to combine these processing methods. Considering productivity and cost, the treatment method substantially corresponding to (3) is most preferable in that the adhesive can be spread in a web shape and low molecular weight siloxane can be efficiently volatilized. By applying these treatments, the amount of low molecular weight siloxane eluted from the silicone adhesive can be greatly reduced. Therefore, white turbidity hardly occurs in the inside and the outer peripheral edge of the cured plastic lens.

  The temperature at the time of treatment for reducing the amount of low molecular weight siloxane is not particularly limited, but heat treatment at a temperature higher than the polymerization temperature of the resin (polymerizable monomer) at the time of molding the lens, particularly at the highest temperature reached at the time of polymerization. Is preferred. By such heat treatment, the low molecular weight siloxane can be volatilized from the silicone adhesive. Although the temperature of heat processing changes with kinds of resin (polymerizable monomer), 130 degreeC or more is preferable, 150 degreeC or more is more preferable, 180 degreeC or more is further more preferable. At temperatures exceeding 200 ° C., depending on the treatment time, the main chain of the organopolysiloxane may be cleaved, resulting in an increase in low molecular weight siloxane, and in the treatment method (3) above, Since there is a risk of deformation, the upper limit is preferably 200 ° C.

  In addition, conditions other than the temperature during heat treatment, such as treatment time and atmosphere (type of atmospheric gas, atmospheric pressure, air velocity) are not particularly limited, and the heat treatment conditions are determined in an adhesive mainly composed of a silicone adhesive. The amount of 3 to 20-mer dimethylpolysiloxane is 4850 μg or less per 1 g of a pressure-sensitive adhesive mainly composed of a silicone pressure-sensitive adhesive, preferably the amount of 3 to 10-mer dimethylpolysiloxane is based on a silicone pressure-sensitive adhesive. 165 μg or less per gram of pressure-sensitive adhesive, more preferably 3 to 10-mer dimethylpolysiloxane is 50 μg or less per gram of pressure-sensitive adhesive mainly composed of a silicone pressure-sensitive adhesive. It may be set so that. When this treatment is not performed, the amount of low molecular weight siloxane (3 to 20-mer dimethylpolysiloxane) exceeds 4850 μg per 1 g of the pressure-sensitive adhesive mainly composed of a silicone pressure-sensitive adhesive.

  Further, the timing of applying the treatment for reducing the amount of low molecular weight siloxane to the adhesive is not particularly limited, and may be applied to a single silicone adhesive before mixing the silicone adhesive and the crosslinking agent. And you may give after mixing the said crosslinking agent. That is, the treatment may be performed at the stage of the pressure-sensitive adhesive material, or the treatment may be performed on the completed pressure-sensitive adhesive. Moreover, when the adhesive solution is applied to the tape substrate 10 to form the adhesive layer 20, or after the adhesive layer 20 is completed, the treatment may be performed.

  Thus, if a plastic lens is manufactured using the adhesive tape 100 for molding a plastic lens of the present embodiment, white turbidity does not easily occur in the inner and outer peripheral portions of the cured plastic lens, so that the plastic lens can be obtained with high yield. Can be manufactured.

  In addition, in this embodiment, although the adhesion layer 20 was provided in the one side (adhesion surface) of the tape base material 10, as shown in FIG. The adhesive layer 20 may be provided only on both sides. With such a configuration, the amount of the pressure-sensitive adhesive constituting the pressure-sensitive adhesive layer 20 can be reduced, elution of the low molecular weight siloxane in the pressure-sensitive adhesive into the monomer can be suppressed, and a part of the pressure-sensitive adhesive is molded. The inconvenience of sticking to the product is less likely to occur.

  Below, the tape base material 10, the pressure-sensitive adhesive layer 20, and the silicone pressure-sensitive adhesive that is the raw material of the pressure-sensitive adhesive (that is, the addition reaction type silicone pressure-sensitive adhesive, peroxide) constituting the plastic lens molding pressure-sensitive adhesive tape 100 of the present embodiment. The curable silicone adhesive) and the crosslinking agent will be described in detail.

  The addition reaction type silicone pressure-sensitive adhesive is not particularly limited. For example, KR3700, KR3701, X-40-3237-1, X-40-3240, X-40-3291-1 manufactured by Shin-Etsu Chemical Co., Ltd. , X-40-3229, X-40-3270, X-40-3306, TSR1512, TSR1516, XR37-B9204 manufactured by Momentive Performance Materials, SD4584, SD4585 manufactured by Toray Dow Corning Co., Ltd. SD4560, SD4570, SD4600PFC, and SD4593.

  Further, the peroxide curable silicone pressure-sensitive adhesive is not particularly limited. For example, KR100 and KR101-10 manufactured by Shin-Etsu Chemical Co., Ltd., YR3340, YR3286 and PSA610 manufactured by Momentive Performance Materials, Inc. -SM, XR37-B6722 and SH4280 manufactured by Toray Dow Corning Corporation.

  The cross-linking agent effective for the addition reaction type silicone pressure-sensitive adhesive is not particularly limited. For example, X-92-122 manufactured by Shin-Etsu Chemical Co., Ltd., CR50 manufactured by Momentive Performance Materials, Toray Industries, Inc. -BY24-741 by Dow Corning Co., Ltd. is mentioned.

  The crosslinking agent effective for the peroxide curable silicone pressure-sensitive adhesive is not particularly limited. Examples of the organic peroxide include benzoyl peroxide, dicumyl peroxide, and 2,5-dimethyl-2, 5-di (t-butylperoxy) hexane, 1,1′-di-t-butylperoxy-3,3,5-trimethylenecyclohexane, 1,3-di- (t-butylperoxy) -diisopropylbenzene, etc. can give.

  The crosslinking agent effective for the silicone pressure-sensitive adhesive is 0.10 parts by mass or more and 0.25 parts by mass or less with respect to 100 parts by mass of the addition reaction type silicone pressure-sensitive adhesive or the peroxide curable silicone pressure-sensitive adhesive. Is preferred. When the amount is less than 0.10 parts by mass, the adhesive force of the pressure-sensitive adhesive becomes insufficient at the time of polymerization of the polymerizable monomer, and the interval may not be maintained. As a result, liquid leakage may occur from the cavity C due to expansion of the polymerizable monomer, and the resulting plastic lens may be chipped.

  On the other hand, if the amount exceeds 0.25 parts by mass, the adhesive force of the pressure-sensitive adhesive is too strong, so that the interval is maintained even when the polymerizable monomer shrinks during polymerization of the polymerizable monomer. 100 is pulled toward the radial center of the mold 30. As a result, wrinkles are generated in the adhesive tape 100 for molding a plastic lens, and the lens wrinkles may enter the outer peripheral surface of the plastic lens.

  Next, although the material of the base material 10 is not specifically limited, the material which has a polyethylene terephthalate as a main component is optimal. However, the present invention is not limited to this, and other materials can be used.

  For example, a metal foil such as stainless steel or soft aluminum, or a resin film such as polybutylene terephthalate, polyethylene naphthalate, polyphenylene sulfide, biaxially stretched polypropylene, polyimide, aramid, polycycloolefin, or fluorine resin can be used. A composite film obtained by laminating an aluminum foil and a resin film, or a composite film obtained by laminating a film formed by forming a metal oxide thin film such as alumina or silicon dioxide on the surface of the resin film and the resin film can also be used.

  When polyethylene terephthalate is used as the tape substrate 10, the thickness is preferably in the range of 20 μm to 75 μm. If it is less than 20 μm, since the rigidity of the substrate 10 is low, there is a possibility that the interval between the two molds 30, 30 cannot be maintained. In addition, the resin (polymerizable monomer) cannot resist the expanding force and cracks, cuts, etc., and air can enter the cavity C or the resin (polymerizable monomer) cannot resist the contracting force. It may shrink in the direction and cause tape wrinkles. On the other hand, when it exceeds 75 μm, the base material 10 has high rigidity, and thus the stretchability may be reduced. Further, a gap is generated in the wrap portion of the plastic lens molding pressure-sensitive adhesive tape 100, and there is a risk of leakage of resin (polymerizable monomer).

  As a manufacturing method of the adhesive tape 100 for molding a plastic lens, an addition reaction type silicone adhesive or a peroxide curing type silicone adhesive is added to an adhesive solution obtained by dissolving in an organic solvent such as toluene or xylene. A cross-linking agent effective for the silicone pressure-sensitive adhesive or a cross-linking agent effective for the peroxide-curing silicone pressure-sensitive adhesive is added, and this solution is applied to the base material 10 so that the thickness of the pressure-sensitive adhesive layer 20 after drying is uniform. In addition, after coating with a comma coater, lip coater or the like, a method of drying and curing at a predetermined temperature can be mentioned. You may provide an anchor process layer between the adhesion layer and the base material 10 as needed.

  However, the manufacturing method of the adhesive tape 100 for molding a plastic lens is not limited to the above method, and a normal manufacturing method adopted for forming a silicone pressure-sensitive adhesive layer on a substrate is as follows: Either can be adopted. In addition, if temperature etc. are set to appropriate conditions, the quantity of low molecular weight siloxane can be reduced by the heat processing at the time of drying and hardening.

  The thickness of the adhesive layer 20 is usually in the range of 10 μm to 35 μm. When the thickness is less than 10 μm, the adhesive strength between the overlapping part of the plastic lens molding adhesive tapes 100 and the mold 30 becomes insufficient, and liquid leakage and air intrusion easily occur. On the other hand, if it exceeds 35 μm, the total thickness of the plastic lens molding pressure-sensitive adhesive tape 100 becomes too thick, and a gap is likely to be formed in the lap portion. Furthermore, the amount of low molecular weight siloxane eluted from the pressure-sensitive adhesive layer 20 is increased, and the plastic lens is likely to become clouded. In addition, for example, when the adhesive solution is applied and dried, the amount of low molecular weight siloxane is reduced. Even when the treatment is performed, the amount of the low molecular weight siloxane is hardly reduced.

  A plastic lens is manufactured using such an adhesive tape 100 for molding a plastic lens, but the shape and material of the mold 30 used at that time are not particularly limited. However, generally, a disk-shaped glass (silicon dioxide) or a metal is often used.

  Moreover, the kind of resin (polymerizable monomer) used as a raw material for the plastic lens is not particularly limited. In the case of spectacle lenses, conventionally known materials are used. For example, in the case of spectacle lenses having an ultrahigh refractive index (1.65 ≦ Ne), an episulfide resin (MR-174 manufactured by Mitsui Chemicals, Inc., Mitsubishi Gas). A monomer of IU-20 manufactured by Chemical Co., Ltd. or a thiourethane resin (MR-7 manufactured by Mitsui Chemicals, Inc.) is used.

  In the case of a spectacle lens having a high refractive index (1.58 ≦ Ne <1.65), a thiourethane resin (MR-6 manufactured by Mitsui Chemicals, MR-8 manufactured by Mitsui Chemicals), polyester methacrylate ( A monomer of TS-26 manufactured by Tokuyama Corporation, polycarbonate (Panlite manufactured by Teijin Chemicals Ltd.), or the like is used. In the case of eyeglass lenses having a medium refractive index (1.55 ≦ Ne <1.58), urethane methacrylate (K-23 manufactured by Kureha Co., Ltd.), epoxy methacrylate (MCR-50 manufactured by Mitsubishi Rayon Co., Ltd.), diallyl carbonate Monomers such as (HIRI manufactured by PPG Industries) and diallyl phthalate resin (NK-55 manufactured by NOF Corporation) are used.

  Furthermore, in the case of eyeglass lenses having a low refractive index (Ne <1.55), urethane resin (TRIVEX manufactured by PPG Industries), urethane methacrylate (MCR-10 manufactured by Mitsubishi Rayon Co., Ltd.), methacrylate (Kureha K.K.) -55), monomers such as allyl diglycol carbonate (CR-39 manufactured by PPG Industries), diallyl carbonate (CR-607 manufactured by PPG Industries), and polymethyl methacrylate (methyl polymethacrylate) can be used.

  The quantitative determination of the low molecular weight siloxane contained in the adhesive of the adhesive tape for molding a plastic lens of the present invention was performed by the following method using a GC-FID (gas chromatograph with a flame ionization detector). First, as a pretreatment of the sample, 0.25 g of the chopped adhesive tape sample was immersed in 10 mL of acetone (containing 20 μg / mL of n-tetradecane as an internal standard) and allowed to stand at room temperature for 24 hours after sealing.

  Next, the obtained immersion liquid was used as a test liquid, and quantitative measurement of low molecular weight siloxane was performed using a GC-FID (Gas Chromatograph with Hydrogen Flame Ionization Detector) apparatus Agilent Technologies 7890A. The column used was DB-5 manufactured by J & W (length 30 m, inner diameter 0.25 mm, film thickness 0.25 μm). The column temperature was maintained at 50 ° C. for 5 minutes, then heated to 300 ° C. at a temperature increase rate of 10 ° C./minute, and maintained at 300 ° C. for 60 minutes. The inlet temperature is 300 ° C., the detector temperature is 300 ° C., the carrier gas is He, the injection method is the pulsed splitless method, and the test solution injection amount is 1 μL. The amount of each low-molecular-weight siloxane in the 3-20 mer contained in the pressure-sensitive adhesive mainly composed of a silicone pressure-sensitive adhesive was calculated in terms of peak area using n-tetradecane (n-C14) as a standard substance. At this time, the obtained result is the mass of the low molecular weight siloxane contained per 1 g of the mass of the pressure-sensitive adhesive mainly composed of the silicone pressure-sensitive adhesive obtained by reducing the mass of the base material in the sample. The relative sensitivity of the low molecular weight siloxane to n-tetradecane was 2.62.

  The configuration of the plastic lens molding pressure-sensitive adhesive tape of the present invention will be specifically described with reference to examples. However, the pressure-sensitive adhesive tape for molding a plastic lens of the present invention is not limited to this.

  100 parts by mass of an addition reaction type silicone adhesive (X-40-3240 manufactured by Shin-Etsu Chemical Co., Ltd.), a cross-linking agent (X-92-122 manufactured by Shin-Etsu Chemical Co., Ltd.) effective for the addition reaction type silicone adhesive. 18 parts by mass were uniformly stirred and mixed in toluene to prepare an adhesive solution. This pressure-sensitive adhesive solution was applied to a polyester (PET) film substrate (thickness 50 μm) manufactured by Toray Industries, Inc. so that the thickness of the pressure-sensitive adhesive layer was 40 μm, and initially at 40 to 90 ° C. in the first half of the drying furnace. Dried. After that, it is dried for 1 minute in a zone where the maximum temperature of the heat treatment provided in the latter half of the drying furnace is 180 ° C., and a plastic lens molding adhesive tape with a total thickness of 90 μm (hereinafter sometimes referred to as an adhesive tape) Obtained.

  As shown in Table 1, the plastic lens produced using this adhesive tape is molded at a maximum temperature of 145 ° C. during polymerization of the polymerizable monomer. The amount of the low molecular weight siloxane is less than 5 μg per gram (less than the detection limit), in which the 3-10 mer is an adhesive mainly composed of a silicone adhesive (adhesive composed of an addition reaction type silicone adhesive and a crosslinking agent). 3 to 20 mer was 3631 μg per 1 g of the pressure-sensitive adhesive mainly composed of a silicone pressure-sensitive adhesive. Further, the obtained plastic lens was a non-defective lens in which whitening (lens turbidity) did not occur, and polishing of the lens periphery and cutting of the lens surface were unnecessary. Therefore, it can be said that this adhesive tape has characteristics necessary for lens molding.

  100 parts by weight of a peroxide curable silicone adhesive (KR130 manufactured by Shin-Etsu Chemical Co., Ltd.) and 0.10 parts by weight of a crosslinking agent (benzoyl peroxide) effective for the peroxide curable silicone adhesive in toluene A pressure-sensitive adhesive solution was prepared by stirring and mixing uniformly. This pressure-sensitive adhesive solution was applied to a PET film substrate (thickness 24 μm) manufactured by Teijin DuPont Co., Ltd. so that the thickness of the pressure-sensitive adhesive layer was 20 μm, and initially dried at 40 to 90 ° C. in the first half of the drying furnace. . Then, it was dried for 3 minutes in a zone where the maximum temperature of the heat treatment provided in the latter half of the drying furnace was 180 ° C. to obtain an adhesive tape for molding plastic lenses having a total thickness of 44 μm.

  As shown in Table 1, the plastic lens produced using this adhesive tape is molded at a maximum temperature of 140 ° C. during polymerization of the polymerizable monomer. The amount of the low molecular weight siloxane is 50 μg per gram of 3 to 10 mer, a pressure sensitive adhesive mainly composed of a silicone pressure sensitive adhesive (a pressure sensitive adhesive composed of a peroxide curable silicone pressure sensitive adhesive and a crosslinking agent), 3 to 20 The amount was 3652 μg per 1 g of the pressure-sensitive adhesive mainly composed of a silicone pressure-sensitive adhesive. Further, the obtained plastic lens was a non-defective lens in which whitening (lens turbidity) did not occur, and polishing of the lens periphery and cutting of the lens surface were unnecessary. Therefore, it can be said that this adhesive tape has characteristics necessary for lens molding.

  100 parts by weight of peroxide curable silicone adhesive (KR130 manufactured by Shin-Etsu Chemical Co., Ltd.) and 0.20 parts by weight of a crosslinking agent (benzoyl peroxide) effective for the peroxide curable silicone adhesive in toluene A pressure-sensitive adhesive solution was prepared by stirring and mixing uniformly. This pressure-sensitive adhesive solution was applied to an aluminum / polyester film composite base material (thickness 50 μm) manufactured by Aya Aluminum Co., Ltd. so that the thickness of the pressure-sensitive adhesive layer was 20 μm, and initially at 40 to 90 ° C. in the first half of the drying furnace. Dried. Then, it was dried for 3 minutes in a zone where the maximum temperature of heat treatment provided in the latter half of the drying furnace was 170 ° C. to obtain an adhesive tape for molding plastic lenses having a total thickness of 70 μm.

  As shown in Table 1, the plastic lens produced using this adhesive tape is molded at a maximum temperature of 140 ° C. during polymerization of the polymerizable monomer. The amount of the low molecular weight siloxane is such that the 3 to 10 mer is 103 μg, 3 to 20 per 1 g of a pressure sensitive adhesive mainly composed of a silicone pressure sensitive adhesive (a pressure sensitive adhesive comprising a peroxide curable silicone pressure sensitive adhesive and a crosslinking agent). The amount was 3670 μg per 1 g of the pressure-sensitive adhesive mainly composed of a silicone pressure-sensitive adhesive. Furthermore, although the obtained plastic lens was partially whitened (lens turbidity) in the outer periphery during lens molding, a non-defective lens could be obtained by polishing the lens periphery.

  100 parts by mass of an addition reaction type silicone adhesive (Toray Dow Corning SD-4580), 0.25 mass of a crosslinking agent (X-92-122 manufactured by Shin-Etsu Chemical Co., Ltd.) effective for the addition reaction type silicone adhesive The part was stirred and mixed uniformly in toluene to prepare an adhesive solution. This pressure-sensitive adhesive solution was applied to a polyester film substrate (thickness: 38 μm) manufactured by Toray so that the thickness of the pressure-sensitive adhesive layer was 20 μm, and was initially dried at 40 to 90 ° C. in the first half of the drying furnace. Then, it dried for 1 minute in the zone where the maximum temperature of the heat treatment provided in the latter half of the drying furnace was 150 ° C., to obtain a pressure-sensitive adhesive tape for molding plastic lenses having a total thickness of 58 μm.

  As shown in Table 1, the plastic lens produced using this adhesive tape is molded at a maximum temperature of 140 ° C. during polymerization of the polymerizable monomer. The amount of low molecular weight siloxane is 164 μg, 3 to 20 mer per gram of 3 to 10 mer, a pressure sensitive adhesive mainly composed of a silicone pressure sensitive adhesive (adhesive consisting of an addition reaction type silicone pressure sensitive adhesive and a crosslinking agent). However, it was 4803 μg per 1 g of the pressure-sensitive adhesive mainly composed of a silicone pressure-sensitive adhesive. Furthermore, although the obtained plastic lens was partially whitened (lens turbidity) in the outer periphery during lens molding, a non-defective lens could be obtained by polishing the lens periphery.

(Comparative Example 1)

  100 parts by mass of peroxide-curing silicone adhesive (KR101-10 manufactured by Shin-Etsu Chemical Co., Ltd.) is stirred and mixed uniformly in a sealed container in toluene and heat-treated to 150 ° C. while vacuum degassing the adhesive. After removing a part of the low molecular weight siloxane, the temperature was lowered to room temperature, and 0.15 parts by mass of a crosslinking agent (benzoyl peroxide) effective for the peroxide-curing silicone pressure-sensitive adhesive was uniformly stirred and mixed. An agent solution was prepared. This pressure-sensitive adhesive solution was applied to a PET substrate (thickness 25 μm) manufactured by Toyobo Co., Ltd. so that the thickness of the pressure-sensitive adhesive layer was 20 μm, and was initially dried at 40 to 90 ° C. in the first half of the drying furnace. Then, it dried for 1 minute in the zone where the maximum temperature of the heat treatment provided in the latter half of the drying furnace was 150 ° C., to obtain an adhesive tape for molding plastic lenses having a total thickness of 45 μm.

  As shown in Table 1, the plastic lens produced using this adhesive tape is molded at a maximum temperature of 160 ° C. during polymerization of the polymerizable monomer. The amount of the low molecular weight siloxane is 169 μg, 3 to 20 per gram of a 3 to 10-mer adhesive comprising a silicone adhesive as a main component (an adhesive comprising a peroxide curable silicone adhesive and a crosslinking agent). The amount was 4891 μg per 1 g of the pressure-sensitive adhesive mainly composed of a silicone pressure-sensitive adhesive. Further, in the obtained plastic lens, whitening was observed in the entire lens in lens molding, and even when the peripheral portion of the lens was polished, a usable lens could not be obtained.

  (Comparative Example 2)

  100 parts by mass of an addition reaction type silicone adhesive (SD4560 manufactured by Toray Dow Corning Co., Ltd.), 0.15 mass of a crosslinking agent effective for the addition reaction type silicone adhesive (X-92-122 manufactured by Shin-Etsu Chemical Co., Ltd.) The part was stirred and mixed uniformly to prepare an adhesive solution. This pressure-sensitive adhesive solution was applied to a Toyobo PET base material (thickness 25 μm) so that the thickness of the pressure-sensitive adhesive layer was 20 μm, and was initially dried at 40 to 90 ° C. in the first half of the drying furnace. Then, it was dried for 3 minutes in a zone where the maximum temperature of the heat treatment provided in the latter half of the drying furnace was 130 ° C. to obtain an adhesive tape for molding plastic lenses having a total thickness of 45 μm.

  As shown in Table 1, the plastic lens produced using this adhesive tape is molded at a maximum temperature of 140 ° C. during polymerization of the polymerizable monomer. The amount of the low molecular weight siloxane is 397-mer, 697 μg per 1 g of a pressure-sensitive adhesive mainly composed of a silicone pressure-sensitive adhesive (adhesive composed of an addition reaction type silicone pressure-sensitive adhesive and a crosslinking agent), and a 3-20-mer. However, it was 6253 μg per 1 g of the pressure-sensitive adhesive mainly composed of a silicone pressure-sensitive adhesive. Further, in the obtained plastic lens, whitening was observed in the entire lens in lens molding, and even when the lens side surface was polished, a usable lens could not be obtained.

DESCRIPTION OF SYMBOLS 10 Base material 20 Adhesive layer 30 Mold 100 Plastic lens molding adhesive tape C Cavity

Claims (4)

Affixed to the outer peripheral edge of a pair of molds facing each other at a predetermined interval, sealing the opening of the space formed between the two molds, and forming a cavity filled with the polymerizable monomer of the plastic lens In the adhesive tape for molding plastic lenses used for
A tape-like base material, and an adhesive layer for adhering the base material to the mold. The adhesive layer is composed of an adhesive mainly composed of a silicone adhesive, and the silicone adhesive is a major component. A pressure-sensitive adhesive tape for molding a plastic lens, wherein the content of dimethylpolysiloxane of trimer to 20-mer in the pressure-sensitive adhesive is 4850 μg or less per 1 g of pressure-sensitive adhesive mainly composed of silicone pressure-sensitive adhesive. Affixed to the outer peripheral edge of a pair of molds facing each other at a predetermined interval, sealing the opening of the space formed between the two molds, and forming a cavity filled with the polymerizable monomer of the plastic lens In the adhesive tape for molding plastic lenses used for
A tape-like base material, and an adhesive layer for adhering the base material to the mold. The adhesive layer is composed of an adhesive mainly composed of a silicone adhesive, and the silicone adhesive is a major component. A pressure-sensitive adhesive tape for molding a plastic lens, wherein the content of dimethylpolysiloxane of trimer to 10-mer in the pressure-sensitive adhesive is 165 μg or less per 1 g of pressure-sensitive adhesive mainly composed of a silicone pressure-sensitive adhesive. Affixed to the outer peripheral edge of a pair of molds facing each other at a predetermined interval, sealing the opening of the space formed between the two molds, and forming a cavity filled with the polymerizable monomer of the plastic lens In the adhesive tape for molding plastic lenses used for
A tape-like base material, and an adhesive layer for adhering the base material to the mold. The adhesive layer is composed of an adhesive mainly composed of a silicone adhesive, and the silicone adhesive is a major component. A pressure-sensitive adhesive tape for molding a plastic lens, wherein the content of dimethylpolysiloxane of trimer to 10-mer in the pressure-sensitive adhesive is 50 μg or less per 1 g of pressure-sensitive adhesive mainly composed of a silicone pressure-sensitive adhesive. A method for producing a plastic lens using the plastic lens molding adhesive tape according to any one of claims 1 to 3,
A pair of molds are arranged facing each other at a predetermined interval, and the adhesive tape for molding a plastic lens is attached to the outer peripheral edge of the two molds, and the opening of the space formed between the two molds is sealed, A cavity forming step for forming a cavity filled with a polymerizable monomer of a plastic lens;
A monomer filling step of filling the polymerizable monomer into the cavity;
A polymerization step of polymerizing the polymerizable monomer filled in the cavity;
A plastic lens molding method comprising:

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