JP2005060696A - Resin composition for hybrid lens, method for producing hybrid lens, hybrid lens and lens system - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a technology capable of producing high performance hybrid lenses each having a thick resin layer and a large thickness deviation, and capable of making a large aspherical surface amount. <P>SOLUTION: The subject hybrid lens composition contains a radically polymerizable monomer and a silane-coupling agent. As the radically polymerizable monomer, a specific di(meth)acrylate compound and a specific mono(meth)acrylate compound are used preferably. By using a hybrid lens-forming mold obtained by arranging a glass lens stock material and a glass mold for transferring the aspherical shape as opposed, filling the resin composition for the hybrid lens, irradiating ultraviolet light from both sides of the glass lens stock material and the glass mold, the hybrid lens is obtained by fusing the resin layer on the glass stock material. <P>COPYRIGHT: (C)2005,JPO&NCIPI

Description

  The present invention relates to a technique for manufacturing a hybrid lens in which a resin layer is bonded to a glass lens base material.

  2. Description of the Related Art Conventionally, in various optical devices, optical elements having an aspherical surface have been widely used in order to improve the performance, size, weight, and cost of optical elements such as lenses and reflecting mirrors. In particular, a projection lens for a liquid crystal projector is an advanced optical system because it is necessary to enlarge an image at a short distance, and a large number of lenses necessary for aberration correction are required. The last lens of the optical system has a large aperture.

When an optical system is configured using an aspheric lens, the number of lenses necessary for aberration correction can be greatly reduced as compared with the case where the lens is configured with only a spherical lens. As the aspheric amount of an aspheric lens increases, the number of lenses that can be reduced also increases. However, it has been extremely difficult to manufacture an aspheric lens having a large aspheric amount, particularly an aspheric lens having a large diameter. Met.
As a manufacturing method of an aspheric lens, there is a method of precision grinding and polishing a glass lens, but there is a problem that the manufacturing cost is very high.

  As another aspherical lens manufacturing method, a manufacturing method in which an aspherical resin layer is formed on a spherical glass lens is known, and such an aspherical lens is called a hybrid lens.

  The hybrid lens manufacturing method uses a spherical glass lens as a base material in combination with a molding die that transfers an aspherical shape, and fills the base material and the molding die with an ultraviolet curable resin composition, After the UV curable resin composition is cured by irradiating UV from the mold, the molding die is detached, and the resin layer on which the aspherical shape is formed can be joined to the base material by transfer from the molding die. It is common.

The following Patent Documents 1 to 4 are known as techniques for manufacturing such a hybrid lens.
Japanese Patent Laid-Open No. 62-258401 Japanese Examined Patent Publication No. 6-93043 JP-A-5-34509 JP 2002-228805 A

However, in the conventional ultraviolet curable resin composition, the glass lens base material may break when the mold is released after the resin is cured on the glass lens base material. Further, the glass lens base material surface and the resin layer are peeled off due to thermal stress due to environmental temperature changes during storage, and optical characteristics may not be maintained. These phenomena are particularly prominent when the diameter is large and the resin layer is thick. Until now, it has been practically impossible to produce a resin having a diameter of 60 mm or more and a maximum resin layer thickness of 850 μm or more. Therefore, for example, as shown in Patent Document 4, it has been necessary to devise a molding die for curing and molding an aspherical shape. Further, a lens having a maximum resin layer thickness that is four times or more the minimum resin layer thickness, that is, a so-called hybrid lens having a strong wall thickness, is almost impossible to cure. The thickness of the resin layer is conventionally about 10 to 300 μm and about 1 mm at the maximum. Further, as a thickness difference, the ratio of maximum thickness / minimum thickness is conventionally 3 or less.
Therefore, a hybrid lens having a resin layer with a large aspheric amount cannot be manufactured by forming a resin layer, and the performance as an aspheric lens is insufficient.

The present invention has been made in view of the above circumstances, and has a thick resin layer, a large thickness deviation property, and a hybrid lens resin capable of producing a high-performance hybrid lens capable of increasing the amount of aspheric surfaces. An object is to provide a composition.
Another object of the present invention is to provide a method for manufacturing a hybrid lens, which has a thick resin layer, has a large thickness deviation, a large aspheric amount, and can manufacture a high-performance hybrid lens. Another object of the present invention is to provide a high-performance hybrid lens having a thick resin layer, a large thickness deviation, a large aspheric amount, and the like.
A further object of the present invention is to provide a lens system using such a high-performance hybrid lens with a large amount of aspherical surface.

  In order to achieve the above object, first, the present invention provides a resin composition used for forming the resin layer of a hybrid lens obtained by bonding a resin layer to a glass lens base material, wherein a radical polymerizable monomer and a silane cup are used. A resin composition for a hybrid lens comprising a ring agent is provided.

  The silane coupling agent not only can improve the adhesion between the glass lens base material and the resin layer, but also when the resin layer is softened to reduce the stress on the glass lens base material due to polymerization shrinkage. It is possible to improve the surface hardness of the resin layer that becomes an obstacle and to provide practicality. As a result, it has become possible to manufacture a high-performance hybrid lens having a thick resin layer, a large thickness deviation, and a large aspheric amount.

（式中、Ｒ¹は水素またはメチル基、ｍは２〜５の整数、ｎは１〜１６の整数を表す。）Ｂ成分：下記一般式（ＩＩ）で示されるモノ（メタ）アクリレート化合物

（式中、Ｒ²は水素またはメチル基、Ｒ³は炭素原子数が５〜１６の脂環式炭化水素基を表す。） Secondly, the present invention provides the resin composition for a hybrid lens, characterized in that, in the first resin composition for a hybrid lens, the radical polymerizable monomer contains the following A component and B component. .
Component A: di (meth) acrylate compound represented by the following general formula (I)

(In the formula, R ¹ represents hydrogen or a methyl group, m represents an integer of 2 to 5, and n represents an integer of 1 to 16.) Component B: mono (meth) acrylate compound represented by the following general formula (II)

(Wherein R ² represents hydrogen or a methyl group, and R ³ represents an alicyclic hydrocarbon group having 5 to 16 carbon atoms.)

A component di (meth) acrylate compound has a function of softening the resin layer, reducing stress on the glass lens base material due to polymerization shrinkage, and imparting durability, and B component mono (meth) acrylate compound Has a function of improving surface accuracy required as a hybrid lens.
By using these acrylate compounds as radically polymerizable monomers, it is possible to produce a high-performance hybrid lens having a thick resin layer, a large thickness deviation, and a large aspheric amount.

Thirdly, the present invention provides the resin composition for a hybrid lens, wherein, in the second resin composition for a hybrid lens, the radical polymerizable monomer further contains the following C component.
Component C: urethane poly (meth) acrylate having two or more (meth) acryloyloxy groups in one molecule or epoxy poly (meth) acrylate having two or more (meth) acryloyloxy groups in one molecule By mix | blending, heat resistance required for a resin layer can be given.

  Fourthly, in the second resin composition for a hybrid lens according to the present invention, the content of the component A is 30 to 90 parts by weight, and the content of the component B is 5 to 40 parts by weight. A resin composition for a hybrid lens is provided.

  By having A component as the main component and B component as appropriate, the resin layer is softened, the stress to the glass lens base material due to polymerization shrinkage can be reduced, and necessary surface accuracy can be ensured, so that there is a thickness A high-performance hybrid lens having a resin layer, a large thickness deviation, and a large aspheric amount can be manufactured.

Fifthly, the present invention provides the resin composition for a hybrid lens, wherein the content of the C component is 5 to 50 parts by weight in the third resin composition for a hybrid lens.
By appropriately blending the component C, necessary heat resistance can be imparted to the resin layer, and the hardness can be improved.

Sixthly, the present invention provides the resin composition for a hybrid lens, wherein the content of the silane coupling agent is 1 to 10 parts by weight in the first resin composition for a hybrid lens. .
If the content of the silane coupling agent is too small, the effect may not be exhibited. If the content is too large, the progress of the polymerization reaction may be accelerated, and the workability of injection into the cavity may be extremely reduced.

  Seventh, the present invention has a glass lens base material and a glass mold having substantially the same diameter as that of the glass lens base material and transferring an aspherical shape, and affixing an adhesive tape to these side surfaces. Then, a method for manufacturing a hybrid lens is provided, which includes a mold assembling step of sealing a gap between the glass lens base material and the glass mold to assemble a hybrid lens mold.

  By making the mold for transferring the aspherical shape a glass mold, ultraviolet rays can be irradiated from both sides of the glass lens base material and the glass mold. By irradiating ultraviolet rays from both sides, a sufficient amount of ultraviolet rays can be supplied to the center even for thick parts, so as to suppress the occurrence of polymerization distortion as much as possible, such as peeling or cracking in the resin layer Generation | occurrence | production is suppressed and generation | occurrence | production of an optical distortion is also suppressed. Thereby, a thick resin layer can be formed. In addition, a glass mold having the same diameter as that of the glass lens base material is disposed oppositely, and an adhesive tape is attached to these side surfaces to seal a gap between the glass lens base material and the mold, thereby forming a hybrid lens mold. A cavity capable of forming a thick resin layer can be easily formed by the adhesive tape sealing method for assembling the above. Furthermore, since the adhesive tape does not block ultraviolet irradiation from both sides, a sufficient amount of ultraviolet light can be irradiated even at the peripheral portion of the resin layer, and polymerization distortion is not affected even when a thick resin layer is formed at the peripheral portion. Occurrence can be suppressed.

  Eighth, in the seventh hybrid lens manufacturing method of the present invention, the maximum thickness of the gap between the glass lens base material and the glass mold is in the range of 1 to 10 mm, and the effective diameter is within the range. A hybrid lens manufacturing method is provided, wherein a ratio of a maximum thickness / minimum thickness of a gap between the glass lens base material and the glass mold is 4 or more and 20 or less.

  By using a glass mold as the mold, it is possible to irradiate ultraviolet rays from both sides of the glass lens base material and the glass mold, so that a sufficient amount of ultraviolet rays can be supplied to the center of a thick portion. As a result, the generation of polymerization strain is suppressed as much as possible to the ultraviolet curable resin composition filled in the cavity having a large thickness difference, and the occurrence of peeling and cracking can be suppressed. Therefore, a thick resin layer with a large thickness difference can be formed.

  Ninth, in the seventh hybrid lens manufacturing method of the present invention, after the mold assembling step, the gap between the glass lens base material and the glass mold is filled with an ultraviolet curable resin composition. Irradiating the ultraviolet curable resin composition filled in a gap between the glass lens base material and the glass mold with ultraviolet rays from both sides of the glass lens base material and the glass mold. And a curing step for curing the functional resin composition.

  By irradiating UV light from both sides of the glass lens base material and the glass mold, a sufficient amount of UV light can be supplied to the center even for thick parts, and as a result, the cavity is filled with a large thickness difference. When the cured UV curable resin composition is cured, the occurrence of polymerization distortion is suppressed as much as possible, and the occurrence of peeling and cracking and the occurrence of optical distortion are suppressed. A large resin layer can be formed.

  Tenth, in the ninth method for producing a hybrid lens, the glass lens mother is heated while being heated to a temperature equal to or higher than a glass transition temperature of the cured product of the ultraviolet curable resin composition after the curing step. There is provided a method for manufacturing a hybrid lens, characterized by comprising an annealing step for applying a pressure to bring the material and the glass mold close to each other.

  After polymerization and curing with ultraviolet rays, by applying pressure while heating to a temperature above the glass transition temperature of the cured resin, it is possible to accurately transfer the aspherical shape of the glass mold while softening the resin layer.

  11thly, in the said 9th hybrid lens manufacturing method, before the said hardening process, it has the preliminary-curing process which irradiates an ultraviolet-ray and gelatinizes the said ultraviolet-curable resin composition. A method for manufacturing a hybrid lens is provided.

  By conducting pre-curing to irradiate UV curable resin composition with UV rays before gelation before gelation almost completely by UV irradiation, the polymerization can be progressed uniformly, so that polymerization distortion can occur. Further suppression can be achieved.

  The twelfth aspect of the present invention provides a method for manufacturing a hybrid lens, wherein, in the seventh method for manufacturing a hybrid lens, the glass lens base material treated with a silane coupling agent is used.

  Depending on the type of glass lens base material, simply adding a silane coupling agent to the resin composition may result in poor adhesion of the resin layer to the glass lens base material. It is desirable to treat with an agent.

  In the thirteenth aspect of the present invention, a resin layer formed of a resin composition for a hybrid lens containing a radical polymerizable monomer and a silane coupling agent is bonded to the surface of a glass lens base material. Provide hybrid lens.

  By using a resin composition containing a silane coupling agent, it has become possible to produce a high-performance hybrid lens having a thick resin layer, a large thickness deviation, and a large amount of aspheric surfaces. .

14thly this invention provides the hybrid lens characterized by the maximum thickness of the said resin layer being 1-10 mm in the said 13th hybrid lens.
By using a resin composition containing a silane coupling agent, a resin layer having such a thickness can be formed.

According to a fifteenth aspect of the present invention, there is provided the hybrid lens according to the fourteenth hybrid lens, wherein the ratio of the maximum thickness / minimum thickness within the effective diameter of the resin layer is 4 or more and 20 or less.
By using a resin composition containing a silane coupling agent, it has become possible to form such a resin layer with a large uneven thickness.

  Sixteenth, the present invention uses a hybrid lens in which a resin layer formed from a resin composition for a hybrid lens containing a radical polymerizable monomer and a silane coupling agent is bonded to the surface of a glass lens base material. A lens system is provided.

  By using a high-performance hybrid lens that has a thick resin layer by blending a silane coupling agent, has large thickness unevenness, and can increase the amount of aspheric surfaces, for example, a very wide-angle projection lens In this case, the number of lenses required for aberration correction can be reduced, and a high-performance and compact projection lens can be configured.

Seventeenth, the present invention provides the lens system according to the sixteenth lens system, wherein the maximum thickness of the resin layer of the hybrid lens is in the range of 1 to 10 mm.
By using such a hybrid lens that has a resin layer with the maximum thickness and can increase the amount of aspheric surfaces, the number of lenses required for aberration correction is reduced, and a high-performance and compact optical system is configured. be able to.

Hereinafter, embodiments of a resin composition for a hybrid lens, a method for manufacturing a hybrid lens, a hybrid lens, and a lens system of the present invention will be described, but the present invention is not limited to the following embodiments.
The resin composition for a hybrid lens of the present invention is used for forming a resin layer of a hybrid lens formed by superposing an aspherical resin layer on a spherical glass lens. The resin composition for hybrid lenses of the present invention contains a radical polymerizable monomer and a silane coupling agent.

但し、式中、Ｒ¹は水素またはメチル基、ｍは２〜５の整数、ｎは１〜１６の整数を表す。 The radical polymerizable monomer is a main component that forms the resin layer of the hybrid lens by radical polymerization and curing. The radical polymerizable monomer in the present invention preferably contains a di (meth) acrylate compound represented by the following general formula (I) as the A component.
A component:

In the formula, R ¹ is hydrogen or a methyl group, m is an integer of 2 to 5, and n is an integer of 1 to 16.

  The di (meth) acrylate compound represented by the general formula (I) of the component A is a main component of the resin composition for a hybrid lens of the present invention, and softens the resin layer into a rubbery shape, and a glass lens matrix accompanying polymerization shrinkage. It has the function of reducing the stress on the material and giving durability.

  Specific examples of the di (meth) acrylate compound represented by the general formula (I) include ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, and tetraethylene glycol di (meth). ) Polyethylene glycol di (meth) acrylate compounds such as acrylate, pentaethylene glycol di (meth) acrylate, nonaethylene glycol di (meth) acrylate; propylene glycol di (meth) acrylate, dipropylene glycol di (meth) acrylate, tri Polypropylene glycol di (propylene glycol di (meth) acrylate, tetrapropylene glycol di (meth) acrylate, nonapropylene glycol di (meth) acrylate, etc. ) Acrylate compound; butylene glycol di (meth) acrylate, dibutylene glycol di (meth) acrylate, tributylene glycol di (meth) acrylate, tetrabutylene glycol di (meth) acrylate, nonabutylene glycol di (meth) acrylate, dodeca Di (meth) acrylate compounds of polybutylene glycol such as butylene glycol dimethacrylate; 1,3-butylene glycol di (meth) acrylate, 1,6-hexamethylene glycol di (meth) acrylate, 1,14-tetradecamethylene glycol Di (meth) acrylate, neopentyl glycol di (meth) acrylate, di (meth) acrylate compound of caprolactone adduct of neopentyl glycol hydroxypivalate, etc. It is.

  The content of the component A in the resin composition for a hybrid lens of the present invention is preferably 30 to 90 parts by weight, particularly 50 to 80 parts by weight. If the content of the component A is too small, the resin layer may not have sufficient flexibility, heat resistance corresponding to environmental temperature changes may be insufficient, and water absorption may not be suppressed. On the other hand, when there is too much content, the fall of surface hardness may become remarkable.

但し、式中、Ｒ²は水素またはメチル基、Ｒ³は炭素原子数が５〜１６の脂環式炭化水素基を表す。 Moreover, it is preferable that the radically polymerizable monomer in the resin composition for hybrid lenses of this invention contains the mono (meth) acrylate compound shown by the following general formula (II) as B component.

In the formula, R ² represents hydrogen or a methyl group, and R ³ represents an alicyclic hydrocarbon group having 5 to 16 carbon atoms.

The mono (meth) acrylate compound represented by the general formula (II) of the component B has a function of improving surface accuracy required as a hybrid lens of a polymerized and cured resin layer.
Specific examples of mono (meth) acrylate compounds include cyclopentyl (meth) acrylate, cyclohexyl (meth) acrylate, trimethylcyclohexyl (meth) acrylate, norbornyl (meth) acrylate, isobornyl (meth) acrylate, adamantyl (meth) acrylate, di it can be mentioned cyclopentenyl (meth) acrylate, tricyclo (5,2,1,0 ^2,6) decane-8-yl (meth) acrylate.

  The content of the B component in the resin composition for a hybrid lens of the present invention is preferably 5 to 40 parts by weight, particularly 10 to 30 parts by weight. If the content of the B component is too small, sufficient surface accuracy may not be obtained. On the other hand, if the content is too large, the heat resistance of the lens may be reduced.

  The radical polymerizable monomer in the resin composition for hybrid lenses of the present invention includes, as component C, urethane poly (meth) acrylate having two or more (meth) acryloyloxy groups in one molecule or (meth) in one molecule. It is preferable to contain an epoxy poly (meth) acrylate having two or more acryloyloxy groups. Component C is a component that imparts heat resistance to the resin layer and imparts appropriate hardness.

  As urethane poly (meth) acrylate having 2 or more (meth) acryloyloxy groups in one molecule of component C, (meth) acrylate containing hydroxyl group and isocyanate compound having 2 or more isocyanate groups in the molecule And urethanization reaction products.

  Specific examples of the polyisocyanate compound having a polyisocyanate group having at least two isocyanate groups in the molecule include aliphatic, aromatic or alicyclic isocyanates such as tetramethylene diisocyanate, hexamethylene diisocyanate, 2,2, 4-trimethylenehexamethylene diisocyanate, cyclohexane diisocyanate, isophorone diisocyanate, tolylene diisocyanate, xylylene diisocyanate, 1,3-bis (α, α'-dimethylisocyanate methyl) benzene, diphenylmethane diisocyanate, m-phenylene diisocyanate, dicyclohexylmethane diisocyanate , Naphthalene diisocyanate, biphenyl diisocyanate and the like. From a compound having at least two isocyanate groups in the molecule obtained by the reaction of these isocyanates with a compound having at least two active hydrogen atoms such as amino group, hydroxyl group, carboxyl group, or a trimer of the diisocyanate compounds. Pentamers can also be used.

  In addition, as an epoxy poly (meth) acrylate having two or more (meth) acryloyloxy groups in one molecule, an epoxy compound having two or more glycidyl groups in the molecule and (meth) acrylic acid or in the molecule Examples thereof include a glycidyl group ring-opening reaction product with a compound having a (meth) acryloyloxy group and a carboxyl group.

  Examples of the epoxy compound having at least two glycidyl groups in the molecule used for the ring-opening reaction include 1,6-hexanediol diglycidyl ether, ethylene glycol diglycidyl ether, diethylene glycol diglycidyl ether, and triethylene glycol diglycidyl ether. , Tetraethylene glycol diglycidyl ether, nonaethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, dipropylene glycol diglycidyl ether, triethylene glycol diglycidyl ether, tetraethylene glycol diglycidyl ether, nonapropylene glycol diglycidyl ether, neo Pentyl glycol diglycidyl ether, neopentyl glycol hydroxypivalic acid ester Diglycidyl ether, trimethylolpropane diglycidyl ether, trimethylolpropane triglycidyl ether, glycerol diglycidyl ether, glycerol triglycidyl ether, diglycerol triglycidyl ether, pentaerythritol diglycidyl ether, pentaerythritol tetraglycidyl ether, dipentaerythritol Pentaglycidyl ether, dipentaerythritol hexaglycidyl ether, sorbitol tetraglycidyl ether, diglycidyl ether of tris (2-hydroxyethyl) isocyanurate, diglycidyl ether of tris (2-hydroxyethyl) isocyanurate, tris (2-hydroxyethyl) ) Fats such as triglycidyl ether of isocyanurate Epoxy compound, diglycidyl ether of isophoronediol, alicyclic epoxy compound such as diglycidyl ether of 1,4-bis (hydroxymethyl) cyclohexane, diglycidyl ether of bis-2,2-hydroxycyclohexylpropane, resorcin diglycidyl ether Bisphenol A, bisphenol F, bisphenol A diglycidyl ether, bisphenol F diglycidyl ether, bisphenol S diglycidyl ether, tetrabromobisphenol A diglycidyl ether, bis (3,5-dimethyl) obtained by condensation of bisphenol S and epichlorohydrin -4-hydroxyphenyl) sulfone, bis (3-methyl-4-hydroxyphenyl) sulfone, bis (3-phenyl-4-hydroxyphenyl) and e Examples include condensates of picrylhydrin, condensates of 2,6-xylenol dimer and epichlorohydrin, aromatic epoxy compounds such as orthophthalic acid diglycidyl ester, phenol novolac polyglycidyl ether, and cresol novolac polyglycidyl ether.

  As the compound to be reacted with these epoxy compounds, carboxy group-containing (meth) acrylate obtained by reacting hydroxyethyl (meth) acrylate and acid anhydride such as o-phthalic anhydride in addition to acrylic acid and methacrylic acid And carboxyl group-containing (meth) acrylate obtained by reacting a compound having two or more carboxyl groups in the molecule such as glycidyl (meth) acrylate and adipic acid. The reaction between the epoxy compound and the carboxyl group-containing (meth) acrylate is performed, for example, by mixing the two and adding a tertiary amino compound such as dimethylaminoethyl methacrylate or a quaternary amine salt such as benzyltrimethylammonium chloride as a catalyst. It is carried out by heating to ~ 110 ° C.

  In the present invention, urethane poly (meth) acrylate or epoxy poly (meth) acrylate can be used singly or in combination of two or more, but the colorless and transparent of the hybrid lens obtained by curing, heat resistance From the viewpoint of properties, as urethane poly (meth) acrylate, isophorone diisocyanate, 2,2,4-trimethylhexamethylene diisocyanate, dicyclohexylmethane diisocyanate, xylylene diisocyanate, 1,3-bis (α, α'-dimethylisocyanate methyl) Adducts of benzene, tolylene diisocyanate or naphthalene diisocyanate and 2-hydroxypropyl (meth) acrylate are preferred. In addition, as epoxy poly (meth) acrylate, 1,6-hexanediol diglycidyl ether, diethylene glycol diglycidyl ether, trimethylolpropane diglycidyl ether, trimethylolpropane triglycidyl ether, glycerol triglycidyl ether, tris (2-hydroxyethyl) ) Reaction of isocyanurate triglycidyl, 2,2-bis (4-glycidyloxycyclohexyl) propane, bisphenol A diglycidyl ether, bisphenol S diglycidyl ether or tetrabromobisphenol A diglycidyl ether with acrylic acid or methacrylic acid It is particularly preferable to use a product.

  The content of component C in the resin composition for a hybrid lens of the present invention is 0 to 50 parts by weight, particularly 5 to 50 parts by weight, and most preferably 10 to 30 parts by weight. When the heat resistance is not required for the hybrid lens, it may not be included. In order to provide appropriate heat resistance, the content is preferably in the above range. When the content is too large, the resin layer becomes too hard and the glass lens base material may be broken, and the viscosity of the composition increases, and the workability by casting may be reduced.

  The silane coupling agent, which is an essential component of the resin composition for a hybrid lens of the present invention, is a component that imparts adhesion between the glass lens base material and the resin layer. At the same time, it is a component that improves the surface hardness of the resin layer and imparts practicality. That is, the resin layer is softened by blending the A component di (meth) acrylate compound, the stress on the glass lens base material due to polymerization shrinkage is reduced, durability is given, and the resin layer has a thickness. In addition, it is possible to manufacture a high-performance hybrid lens having a large thickness deviation and a large amount of aspherical surface, while having a function to compensate for the disadvantage of lack of practicality because the surface hardness becomes too low.

  The silane coupling agent generally has a structure having an organic functional group having a substituent bonded to an organic material and a hydrolyzable group that reacts with an inorganic material in the same molecule. Examples of the organic functional group are a vinyl group, a glycidoxy group, a methacryl group, an amino group, and a mercapto group, and hydrolyzable groups are mainly chlorine and an alkoxy group. Specific examples of the silane coupling agent include vinyltrichlorosilane, vinyltriethoxysilane, vinyltris (β-methoxyethoxy) silane, γ-glycidoxypropyltrimethoxysilane, γ-glycidoxypropyldimethoxysilane, γ-methacrylic acid. Roxypropyltrimethoxysilane, N-β (aminoethyl) γ-aminopropyltrimethoxysilane, N-β (aminoethyl) γ-aminopropyldimethoxysilane, γ-chloropropyltrimethoxysilane, γ-mercaptopropyltrimethoxysilane And γ-aminopropyltriethoxysilane.

  The content of the silane coupling agent in the hybrid lens composition of the present invention is preferably 1 to 10 parts by weight, particularly 3 to 5 parts by weight. If the content is too low, the effect may not be exhibited. On the other hand, if the content is too high, self-crosslinking progresses, the monomer solution thickens, and the workability of injection into the cavity is extremely reduced. There is.

  Examples of the polymerization initiator used for curing the resin composition for a hybrid lens of the present invention include 2-hydroxy-2-methyl-1-phenylpropan-1-one, methylphenylglyoxylate, 2,4, Photopolymerization initiators such as 6-trimethylbenzoyldiphenylphosphine oxide and bis (2,4,6-trimethylbenzoyl) -phenylphosphine oxide, benzoyl peroxide, t-butylperoxyisobutyrate, t-butylperoxy- Examples thereof include organic peroxides such as 2-ethylhexanoate, and azo compounds such as 2,2′-azobisbutyronitrile and 2,2′-azobis (2,4-dimethylvaleronitrile). Among these polymerization initiators, since the curing rate is high and room temperature curing is possible, it is more preferable to use a photopolymerization initiator to form an ultraviolet curable resin composition. These polymerization initiators may be used in one or a mixture of two or more, and a co-catalyst and a sensitizer may be added to improve the curing rate. The blending ratio of the polymerization initiator is usually 0.005 to 5 parts by weight with respect to 100 parts by weight of the total monomer components.

  The resin composition for a hybrid lens of the present invention may be blended with additives such as an antioxidant, an anti-yellowing agent, an ultraviolet absorber, a dye, and a pigment as long as necessary without impairing the effects of the present invention. good.

  The resin composition for a hybrid lens of the present invention can be prepared by mixing and stirring a radical polymerizable monomer component and a silane coupling agent by a conventional method, and further adding various additives as necessary.

  The resin composition for a hybrid lens according to the present invention not only can improve the adhesion between the glass lens base material and the resin layer by containing a silane coupling agent, but also can be used for a resin composition for a hybrid lens. When the resin layer is softened due to the main component of the di (meth) acrylate compound represented by the general formula (I) of component A in order to reduce stress on the glass lens base material due to polymerization shrinkage of It is possible to improve the surface hardness of the resulting resin layer and to provide practicality. In addition, by including the mono (meth) acrylate compound represented by the general formula (II) of the B component, the transfer accuracy of the aspherical surface can be improved. Therefore, it is possible to manufacture a high-performance hybrid lens that has a thick resin layer, has a large thickness deviation, and can increase the amount of aspheric surfaces.

Specifically, the hybrid lens of the present invention as shown in FIG. 1 can be manufactured.
The hybrid lens 1 has a structure in which a resin layer 3 having an aspherical outer surface is bonded to one surface or both surfaces of a spherical glass lens base material 2. The spherical glass lens base material 2 may be a convex lens or a concave lens. The maximum thickness T _max of the resin layer 3 within the range of the effective diameter of the lens is in the range of 1 mm to 10 mm, preferably 2 to 8 mm, and has a thick resin layer 3 as compared with the conventional hybrid lens. The thickness of the resin layer 3 means the thickness in the normal direction of the glass lens base material 2. If the maximum thickness T _max of the resin layer 3 is too thin, the performance as an aspherical lens will be insufficient, and if the maximum thickness T _max of the resin layer 3 is too thick, the glass lens mother will be caused by the difference in thermal expansion coefficient between glass and resin. Separation occurs due to insufficient adhesion to the material.

The ratio of the minimum thickness T _min / maximum thickness _Tmax of the resin layer 3 within the range of the effective diameter of the lens is less than 1/4, i.e., by defining the thickness deviation amount = T _max / T _min, the thickness deviation amount 4 or more, particularly 5 or more is preferable, and the upper limit is 20. If the thickness deviation is too small, the aspherical amount of the resin layer 3 becomes small, and the degree of improvement in optical performance as an aspherical lens becomes small. On the other hand, if the uneven thickness exceeds 20, the lens shape becomes complicated, making it difficult to manufacture.

  In the hybrid lens 1 of the present invention, not only the thickness of the resin layer 3 is thicker than before, but also a large aperture of about 60 to 150 mm can be achieved. No conventional hybrid lens has a large diameter of 60 mm or more.

  Since the hybrid lens 1 of the present invention has a thick resin layer and can increase the amount of aspheric surfaces, the hybrid lens 1 has excellent aberration correction capability and a large aperture. Since higher aberration correction capability can be obtained as compared with the conventional hybrid lens, the number of lenses can be further reduced, and a small and light optical system can be realized. Therefore, as applications, for example, projection lenses for liquid crystal projectors, particularly lenses on the most objective side, lenses for video cameras and still cameras, copying machines, laser printers, telescopes, binoculars, microscopes, optical pickups such as CDs and DVDs, etc. It can be used for lenses.

  Next, a hybrid lens manufacturing method of the present invention suitable for manufacturing a high performance hybrid lens having a thick resin layer as shown in FIG. This will be described with reference to FIGS. In the method for producing a hybrid lens of the present invention, it is preferable to use the above-described resin composition for a hybrid lens of the present invention. By combining the resin composition for a hybrid lens of the present invention and the method for producing a hybrid lens of the present invention, a high-performance hybrid lens having a thick resin layer, a large thickness deviation, and a large aspheric amount can be obtained. It can be manufactured easily. However, other resin compositions may be used in the method for producing a hybrid lens of the present invention.

  The manufacturing method of the hybrid lens of the present invention includes (a) a mold processing step, (b) a mold assembly step, (c) an injection step, (d) a pre-curing step, (e) a curing step, and (f) an annealing step. (G) It has a mold release process.

  First, as shown in FIG. 2A, (a) the mold processing step is a step of selecting the glass lens base material 2 and the glass mold 4 necessary for molding the hybrid lens and performing the necessary pretreatment. It is.

  The glass lens base material 2 is a lens that is mirror-polished into a spherical surface that is easy to polish on both sides, and may be a convex lens or a concave lens. A surface on which the resin layer is formed is a molding surface 21. A glass lens base material 2 shown in FIG. 1 and FIG. 2 (a) shows a glass lens base material 2 that is used as a concave lens closest to the object side of a projection lens for a liquid crystal projector. Therefore, the molding surface 21 is formed on the entire convex surface side of the glass lens base material 2, and the concave spherical surface facing the molding surface 21 is smaller than the molding surface 21 and has a large curvature. Further, the outer peripheral side of the concave surface is formed on a plane orthogonal to the optical axis. The material of the glass is determined in consideration of the refractive index and dispersibility. One glass mold 4 has a transfer surface 41 for transferring an aspherical shape and an outer surface 42 facing the transfer surface 41, and the transfer surface 41 is mirror-polished. The glass mold 4 shown in FIG. 2A has a flat outer surface 42 facing the transfer surface 41. The outer diameters of the glass lens base material 2 and the glass mold 4 are substantially the same, and both have circumferential side surfaces. The outer diameters of these glass lens base material 2 and glass mold 4 are generally in the range of 30 to 150 mm.

  For the purpose of cleaning the molding surface 21 on which the resin layer of the glass lens base material 2 is formed and improving the adhesion of the resin layer 3 to the molding surface 21, for example, a liquid containing the above-described silane coupling agent is applied and dried. And fired. The application of the silane coupling agent may be unnecessary when the silane coupling agent is blended in the hybrid lens resin composition, but depending on the glass material, the silane coupling treatment of the glass lens base material In addition, if the silane coupling agent is not contained in the hybrid lens resin composition, the necessary adhesion may not be obtained. The transfer surface 41 of the glass mold 4 is preferably cleaned and previously applied with a release agent. By applying a release agent to the transfer surface 41, the glass mold 4 can be easily detached from the resin layer after molding.

  Next, as shown in FIG. 2 (b), the (b) mold assembling step is performed. The glass mold 4 is held horizontally with the transfer surface 41 of the glass mold 4 facing up, and the glass lens base material 2 with the molding surface 21 of the glass mold 4 facing down, spaced apart from the transfer surface 41 of the glass mold 4 by a predetermined distance. Hold. Then, the adhesive tape 5 is wound around the glass lens base material 2 and the side surface of the glass mold 4 and is wound more than one round to form a region where the adhesive tape 5 overlaps. By winding the adhesive tape 5, the glass lens base material 2 and the glass mold 4 are fixed to each other, and the gap between the molding surface 21 of the glass lens base material 2 and the transfer surface 41 of the glass mold 4 is sealed. The Thus, the cavity 6 surrounded by the molding surface 21, the transfer surface 41, and the adhesive tape 5 is formed, and the hybrid lens molding die 7 can be assembled.

  This cavity 6 has a maximum thickness of the gap between the molding surface 21 of the glass lens base material 2 and the transfer surface 41 of the glass mold 4 in the normal direction of the molding surface 21 of the glass lens base material 2. In the range of 1 mm to 10 mm, preferably 2 to 8 mm, the minimum thickness is ¼ or less of the maximum thickness, preferably about 1/5 to 1/20.

  The pressure-sensitive adhesive tape 5 has a structure in which a pressure-sensitive adhesive layer is formed on a tape base material. The tape base material includes polyolefins such as polyethylene and polypropylene, polyvinyl halides such as polyvinyl chloride and polyvinylidene chloride, polyesters such as polyethylene terephthalate, polybutylene terephthalate and polyethylene naphthalate, polyamides, polyimides and polycarbonates. Examples can be given. As the adhesive, acrylic, rubber, silicone and the like are used. The pressure-sensitive adhesive is selected so as not to dissolve in the ultraviolet curable resin composition or to inhibit polymerization.

The thickness of the tape base material is required to be able to fix the glass mold 4 and the glass lens base material 2 with high accuracy in the mold assembling process, and is preferably 10 μm or more, preferably 20 μm or more, and most preferably 30 μm or more. The maximum thickness is about 2000 μm.
The width of the adhesive tape 5 is not limited as long as it can hold the side surfaces of the glass lens base material 2 and the glass mold 4 and can seal the gap between them.

  The glass lens base material 2 and the glass mold 4 are arranged to face each other, and an adhesive tape 5 is adhered to these side surfaces to seal the gap between the glass lens base material 2 and the glass mold 4, thereby hybrid lens mold 7. The method for sealing the adhesive tape can easily and easily form a thick cavity as compared with the method of holding the glass lens base material 2 and the glass mold 4 using a conventional sleeve or mold.

  Next, as shown in FIG. 2C, (c) an implantation step is performed. The portion where the adhesive tapes 5 overlap each other is peeled off to form a small opening to the cavity 6, and an ultraviolet curable resin prepared in advance in the monomer preparation step through this opening through a thin injection tube 8 such as an injection needle The composition 9 is poured into the cavity 6, and the peeled portion of the adhesive tape 5 is applied again to seal the cavity 6.

Next, as shown in FIG. 2D, (d) a preliminary curing step is performed. By preliminarily irradiating with ultraviolet rays, the polymerization can be made uniform and the occurrence of polymerization distortion can be suppressed, which is effective for forming a thick resin layer. Preliminary irradiation uses an ultraviolet irradiation source such as a high-pressure mercury lamp or a metal halide lamp, and irradiates ultraviolet rays UV ₁ . The irradiation time is 2 to 20 seconds at room temperature without heating, the intensity of ultraviolet rays is about 100 to 140 W, and the irradiation amount is about 0.05 to 30 J / cm ² . The ultraviolet curable resin composition 9 is gelated by the preliminary irradiation. As shown in FIG. 2D, the preliminary irradiation may be performed by irradiating ultraviolet rays through the glass mold 4, irradiating ultraviolet rays through the glass lens base material 2, or irradiating from both sides. The pre-curing step may not always be necessary and can be omitted.

  Next, as shown in FIG. 3E, (e) a curing step is performed. In the present invention, the glass mold 4 is used, and the ultraviolet curable resin composition 9 in the cavity 6 is irradiated with ultraviolet rays from both sides through the molds 2 and 4 on both sides. Ultraviolet radiation source such as a high pressure mercury lamp or metal halide lamp is arranged on both sides of the molds 2 and 4, or ultraviolet curable resin of the internal cavity 6 is passed through both the glass mold 4 and the glass lens base material 2 using a reflecting mirror. The composition 9 is irradiated with ultraviolet rays to cure the ultraviolet curable resin composition 9 almost completely.

The irradiation time of ultraviolet rays may be 50 to 300 seconds, the environmental temperature may be room temperature, or may be performed in a heated atmosphere up to 120 ° C. As for the irradiation intensity of ultraviolet rays, it is preferable that the ultraviolet ray UV ₂ from the glass mold 4 side is about 50 to 150 mW, the ultraviolet ray UV ₃ from the glass lens base material 2 side is 50 to 150 mW, and the irradiation intensity on both sides is substantially equal. . Although the irradiation amount of ultraviolet rays is not particularly limited, it is about 1 to 500 J / cm ² . Moreover, you may make it irradiate with an ultraviolet-ray alternately from both sides.

  Conventionally, the reason why a thick resin layer could not be formed on a glass lens base material is that the thickness of the resin layer increases, and the difference in thickness difference between the thin and thick portions of the resin layer increases. Since the polymerization rate of the thick and thin portions of the resin layer is different, polymerization strain occurs in the resin layer. This polymerization strain tends to cause peeling and cracking in the resin layer, and birefringence also occurs optically. Therefore, it is considered that the factor is that the optical performance of the resin layer is lowered.

  Therefore, in order to irradiate the thick part and the thin part with ultraviolet rays as uniformly as possible at the time of polymerization with ultraviolet rays, the molding die for transferring the aspherical shape paired with the glass lens base material 2 is a glass die 4, and glass By irradiating ultraviolet rays from both sides through the mold 4 and the glass lens base material 2, it is possible to sufficiently irradiate the ultraviolet rays to the center of the ultraviolet curable resin composition 9 filled in the thick cavity 6. . As a result, the polymerization rate in the thick and thin portions of the cavity 6 can be made uniform, and the occurrence of polymerization strain can be suppressed as much as possible. Since generation | occurrence | production of superposition | polymerization distortion can be suppressed, generation | occurrence | production of peeling, a crack, etc. to a resin layer is suppressed, and generation | occurrence | production of optical distortion is also suppressed. Thereby, a thick resin layer can be formed on the glass lens base material 2.

  Moreover, since the adhesive tape 5 is thin and is attached to the side surfaces of the glass mold 4 and the glass lens base material 2 and can be made light transmissive, the peripheral edge of the cavity 6 is not hindered from ultraviolet irradiation from both sides. It is possible to sufficiently irradiate the part with ultraviolet rays. Therefore, even the resin layer 3 having a thin center portion and a thick peripheral portion as shown in FIG. 1 can contribute to the uniform polymerization rate of the entire cavity 6 to suppress the occurrence of polymerization strain.

Next, as shown in FIG. 3F, (f) an annealing step is performed. The purpose of this annealing step is to remove polymerization strain and improve transfer accuracy. In a temperature atmosphere higher than the glass transition point of the cured product (resin layer) 3 of the ultraviolet curable resin composition, preferably in a temperature atmosphere higher than the glass transition point by 10 ° C. or more, the glass mold 4 and the glass lens base material 2 are formed. Apply pressure to bring them closer together. Thereby, the glass mold 4 is pressure-bonded while the cured product 3 is softened, and the shape of the transfer surface 41 of the glass mold 4 is sufficiently pressed against the cured product, thereby improving the transfer accuracy.
At the same time, the polymerization strain can be removed by annealing.

In the annealing treatment, for example, the hybrid lens mold 7 is placed in the autoclave with the glass lens base material 2 facing down and the glass mold 4 facing up, and 3 × 10 ⁻³ to 10 × 10 ⁻³ in the above temperature atmosphere. A pressure of about atm is applied and the treatment is performed for about 30 minutes to 2 hours. It is of course possible to apply the pressure by applying a pressure that mechanically brings the glass mold 4 and the glass lens base material 2 close to each other. Moreover, you may make it heat-process simply in a heating furnace, without pressurizing. The annealing process is not always necessary. Further, annealing after heating may be performed after the glass mold 4 is released.

  Next, as shown in FIG. 3G, (g) a mold release step is performed. By removing the adhesive tape 5 and giving an impact to the glass mold 4, the glass mold 4 is peeled from the resin layer 3, and the hybrid lens 1 in which the resin layer 3 is bonded onto the glass lens base material 2 can be obtained. The hybrid lens 1 has a structural feature in which the edge of the resin layer 3 and the edge of the glass lens base material 2 coincide with each other by adopting an adhesive tape sealing method. Note that (f) the annealing step and (g) the mold release step can be interchanged as necessary.

  The obtained hybrid lens 1 is subjected to a hard coat treatment and / or an antireflection film forming treatment to impart scratch resistance to the resin layer 3 as necessary, and an antireflection film is formed on the glass lens base material 2. Processing can be performed.

In addition, the symbol of the compound used in the following Examples is as follows.
A component:
9BGDM: nonabutylene glycol dimethacrylate 12BGDM: dodecabutylene glycol dimethacrylate 9EGDM: nonaethylene glycol dimethacrylate B component:
TCDM: tricyclo (5,2,1,0 ^2,6) decane-8-yl methacrylate CHM: cyclohexyl methacrylate component C:
UDM1: urethane dimethacrylate obtained by reacting isophorone diisocyanate and 2-hydroxypropyl methacrylate UDA2: urethane diacrylate obtained by reacting tolylene diisocyanate and 2-hydroxyethyl acrylate EDMl: bisphenol A diglycidyl ether Epoxy dimethacrylate silane coupling agent in which methacrylic acid is reacted:
MTS: γ-methacryloxypropyltrimethoxysilane MDS: γ-methacryloxypropyldimethoxysilane

<Example 1>
9 BGDM (Mitsubishi Rayon Co., Ltd .: trade name Aicure M-70) 65 parts by weight, TCDM (Hitachi Chemical Industry Co., Ltd .: trade name FA-513MS) 12 parts by weight, UDA2 (Mitsubishi Rayon Co., Ltd .: product) Name Diabeam U-12) 20 parts by weight, MTS (manufactured by GE Toshiba Silicone Co., Ltd .: Trade name Organosilane TSL-8730) 3 parts by weight, bis (2,4,6-trimethylbenzoyl) -phenylphosphine oxide ( Ciba Specialty Chemicals Co., Ltd .: trade name IRGACURE 819) 300 ppm, t-butyl peroxyisobutyrate (Nippon Yushi Co., Ltd .: trade name Perbutyl IB) 1000 ppm were mixed and stirred well at room temperature. The pressure was reduced to 50 mmHg and degassed for 15 minutes to obtain a resin composition for a hybrid lens.
Glass lens base material with an outer diameter of 100 mm and a curvature of 120 mm that has been mirror-finished and treated with a silane coupling agent (coating with an ethanol solution of 10% MTS and baking at 120 ° C. for about 30 minutes) (manufactured by OHARA INC .: Glass Grade S-LAM54, refractive index nd = 1.76) and a glass mold with an outer diameter of 100 mm and mirror-finished so that the center thickness is 0.5 mm and the maximum resin layer thickness is 5 mm. The hybrid lens mold was assembled by combining with tape. The hybrid lens resin composition was poured into the hybrid lens mold.
Next, the hybrid lens mold in which the resin composition for hybrid lenses was injected was put into a UV irradiation apparatus adjusted to irradiate with a UV lamp having an irradiation intensity of 100 W from both sides of the hybrid lens mold, and ultraviolet rays of 6000 mJ / cm ² were emitted. The resin layer was cured and molded by irradiation. Thereafter, the glass mold was released and annealed by heating at 135 ° C. for 1 hour. Thereafter, a SiO ₂ / ZrO ₂ -based antireflection film was vapor-deposited on the resin surface. The hybrid lens thus manufactured was evaluated by the following evaluation method and shown in Table 1.

Appearance: The resin layer and the antireflection film were visually observed for cracks, corrosion, bubbles, peeling, and significant color change.
Surface accuracy: The surface shape of the resin layer of the hybrid lens was measured using a 3D shape measuring machine UA3P manufactured by Matsushita Electric Industrial Co., Ltd. A sample having a shape accuracy of 3 μm or less was evaluated as “◯”, a sample having a shape accuracy of 3 μm to 10 μm was evaluated as “Δ”, and a sample having a shape accuracy of 10 μm or more was evaluated as “X”.
Solvent resistance: The surface of the antireflection film was rubbed 10 times with a lens cleaning paper (Ozu Paper Industry Co., Ltd., trade name: Dasper) impregnated with an alcohol-based organic solvent, and the appearance was visually observed.
Those with no change were considered good.
Transferability: The transferability of the lens surface from which the glass mold was released was visually determined.
○: Transferability is good.
Δ: Some problem in transferability.
X: Transferability is poor.
Injection workability: The degree of difficulty in injecting the resin composition for a hybrid lens into the hybrid lens mold was determined.
○: Easy to inject.
Δ: Slightly difficult to inject.
X: Difficult to inject.
Preparation of test piece: A resin composition prepared in the same manner as the resin composition shown in the Examples was molded into a disk-shaped flat plate having a thickness of 2 mm or 5 mm and an outer diameter of 75 mm, and cut into a size required for measurement. The following measurements were made.
Refractive index: The refractive index at 25 ° C. of the test piece prepared above was measured using an Abbe refractometer.
Hardness: Pencil hardness was measured.
Temperature cycle test: The obtained hybrid lens is put into a small environmental testing machine (SH-220 type manufactured by Tabai Espec Co., Ltd.), left at a low temperature of −30 ° C. for 2 hours and then left at a high temperature of 80 ° C. for 2 hours. The operation is repeated 10 cycles as one cycle. After the endurance test, the following items were evaluated. The evaluation results are shown in Table 1.
Appearance: The resin layer and the antireflection film were visually observed to determine whether cracks, corrosion, bubbles, peeling, and significant color changes were observed. Those with no change were considered good.
Solvent resistance: The surface of the antireflection film was rubbed 10 times with a lens cleaning paper (Ozu Paper Industry Co., Ltd., trade name: Dasper) impregnated with an alcohol-based organic solvent, and the appearance was visually observed.
Those with no change were considered good.
Adhesion: The operation of adhering and peeling an adhesive tape (manufactured by Nichiban Co., Ltd .: trade name Cellotape (registered trademark) CT-12) on the surface of the antireflection film was repeated three times, and the appearance was visually observed. Those with no change were considered good.

ラジカル重合性モノマーにシランカップリング剤を配合した本発明のハイブリッドレンズ用樹脂組成物を用い、本発明のハイブリッドレンズの製造方法で得られたハイブリッドレンズは、外観、面精度、転写性、ガラスレンズ母材との密着性が良好であり、温度サイクル試験後や高温高湿保管後にも変化が認められない。また、硬度もＨＢ以上であり、実用上十分である。 (Examples 2 to 5)
Using the monomer and silane coupling agent in the proportions shown in Table 1, the lens was prepared in the same manner as in Example 1 except for the change in the glass material type of the glass lens base material and the presence or absence of the ground treatment using the silane coupling agent. Manufactured and evaluated. The results are also shown in Table 1.
(Examples 6 to 10)
The monomer and silane coupling agent were used in the proportions shown in Table 2, and the lens was prepared in the same manner as in Example 1 except for the change of the glass material type of the glass lens base material and the presence or absence of the ground treatment using the silane coupling agent. Manufactured and evaluated. The results are also shown in Table 2.
(Comparative Examples 1-6)
Using the monomer and the silane coupling agent in the proportions shown in Table 3, the lens was prepared in the same manner as in Example 1 except for the change of the glass material type of the glass lens base material and the presence or absence of the ground treatment using the silane coupling agent. Manufactured and evaluated. The results are also shown in Table 3.

The hybrid lens obtained by the method for producing a hybrid lens of the present invention using the resin composition for a hybrid lens of the present invention, in which a silane coupling agent is blended with a radical polymerizable monomer, has an appearance, surface accuracy, transferability, glass lens Adhesion with the base material is good, and no change is observed after a temperature cycle test or after storage at high temperature and high humidity. Moreover, the hardness is HB or higher, which is practically sufficient.

  However, as shown in Comparative Examples 1 to 3, depending on the type of glass lens base material, if the glass lens base material is not treated with a silane coupling agent, the adhesion between the glass lens base material and the resin layer is insufficient. There is.

  Moreover, as shown in Comparative Examples 4 and 5, since the hybrid lens obtained using the resin composition for hybrid lenses that does not contain a silane coupling agent has A component as the main component, the hardness is 2B. Insufficient hardness. Moreover, even if the glass lens base material is treated with a silane coupling agent, the adhesion between the glass lens base material and the resin layer is insufficient.

(Example 11)
FIG. 4 is a sectional view of a lens system in which the hybrid lens 1 of the present invention as shown in FIG. The sign indicated by Ri (i is an integer from 1) indicates the lens surface number in order from the enlargement side to the reduction side, and the sign indicated by di (i is an integer from 1) is the reduction side from the enlargement side. The center thickness of the lens and the air space (mm) between the lenses in the principal ray axis are shown in order. G1 represents a first lens group, and G2 represents a second lens group. A color synthesizing unit 110 such as a dichroic prism synthesizes three colors that have passed through a display device such as three liquid crystal display devices, and is shown as a block.

但し、ｚは曲面の座標値、ｒは光軸と直交する方向における光軸からの距離、ｃはレンズ頂点における曲率、ｋ、Ａ₄、Ａ₆、Ａ₈、Ａ₁₀はそれぞれ非球面係数である。 Table 4 shows design data of the lens system of FIG. Table 4 shows the curvature radius R (mm) of each lens surface Ri in the lens cross-sectional view of FIG. 4, the center thickness of each lens and the air gap di (mm) between the lenses, i-th in order from the enlargement side to the reduction side. The refractive index Nd and Abbe number Vd with respect to d line of the optical material are shown. The lower part of Table 4 shows the aspheric coefficients k, A ₄ , A ₆ , A ₈ , A ₁₀ in the following aspheric expression.

Where z is the coordinate value of the curved surface, r is the distance from the optical axis in the direction perpendicular to the optical axis, c is the curvature at the lens apex, and k, A ₄ , A ₆ , A ₈ and A ₁₀ are aspheric coefficients. is there.

この投射レンズ１００の第１レンズ群Ｇ１を構成する第１番目のレンズＬ１と第２番目のレンズＬ２がハイブリッドレンズを構成しており、第１番目のレンズＬ１の拡大側に向いている第１面が非球面量が０．５ｍｍ以上の非球面である。このハイブリッドレンズの樹脂層は中心の厚みが約０．５ｍｍ、最大樹脂層厚約５ｍｍである。なお、絞りＲ１０は第２レンズ群Ｇ２を構成する２番目のレンズＬ５と３番目のレンズＬ６間に配置されている。 FIG. 5 shows aberration diagrams of the projection lens of FIG. In the aberration diagram, the spherical aberration diagram shows aberrations for the c-line, d-line, and g-line, and the astigmatism diagram shows aberrations for the sagittal (S) image surface and the tangential (T) image surface. Yes. In the aberration diagram, ω represents a half angle of view.

The first lens L1 and the second lens L2 constituting the first lens group G1 of the projection lens 100 constitute a hybrid lens, and the first lens L1 faces the enlargement side of the first lens L1. The surface is an aspheric surface having an aspheric surface amount of 0.5 mm or more. The resin layer of this hybrid lens has a center thickness of about 0.5 mm and a maximum resin layer thickness of about 5 mm. The diaphragm R10 is disposed between the second lens L5 and the third lens L6 constituting the second lens group G2.

  The design specification values are an angle of view 2ω of 121 °, a focal length of 6.82, and an interval between the first group G1 and the second group G2 of 53.6 mm. Although it is a super wide-angle lens having an angle of view of 121 degrees, it is recognized from the aberration diagram of FIG. 5 that it has a predetermined optical performance. Further, since the hybrid lens has a very large aspherical surface, when the aspherical lens is not used, the number of lenses constituting the first lens group G1 is five, whereas the first lens group G1 was only 2 sheets, and 3 sheets could be reduced. Therefore, the projection lens 100 is reduced in size and cost.

The resin composition for a hybrid lens of the present invention can be used for forming a resin layer of a hybrid lens formed by superposing an aspherical resin layer on a spherical glass lens.
In addition, the method for manufacturing a hybrid lens of the present invention can be used for manufacturing a high-performance hybrid lens having a thick resin layer, a large thickness deviation, and a large aspheric amount.
The hybrid lens of the present invention is a high-performance aspherical lens having a thick resin layer, a large thickness deviation, and a large aspherical amount. For example, it is used as a lens constituting a projection lens for a liquid crystal projector. can do.
The optical system of the present invention uses a high-performance hybrid lens having a thick resin layer, a large thickness deviation, and a large amount of aspheric surface, so that it can be used as a projection lens for a liquid crystal projector, for example. it can.

It is sectional drawing which shows one Embodiment of the hybrid lens of this invention. (A)-(d) is a flowchart which shows the process of the manufacturing method of the hybrid lens of this invention. (E)-(g) is a flowchart which shows the process of the manufacturing method of the hybrid lens of this invention. It is sectional drawing which shows the structure of the projection lens of an example of the optical system of this invention. FIG. 5 is an aberration diagram of the projection lens in FIG. 4.

Explanation of symbols

1: Hybrid lens, 2: Glass lens base material, 3: Resin layer, 4: Glass mold, 5: Adhesive tape, 6: Cavity, 7: Hybrid lens mold, 8: Injection tube, 9: UV curable resin composition Object, 100: projection lens

Claims (17)

A resin for a hybrid lens, wherein the resin composition used for forming the resin layer of a hybrid lens obtained by bonding a resin layer to a glass lens base material contains a radical polymerizable monomer and a silane coupling agent. Composition. In the resin composition for a hybrid lens according to claim 1,
A resin composition for a hybrid lens, wherein the radical polymerizable monomer contains the following A component and B component.
Component A: di (meth) acrylate compound represented by the following general formula (I)

(Wherein R ¹ represents hydrogen or a methyl group, m represents an integer of 2 to 5, and n represents an integer of 1 to 16)
Component B: mono (meth) acrylate compound represented by the following general formula (II)

(Wherein R ² represents hydrogen or a methyl group, and R ³ represents an alicyclic hydrocarbon group having 5 to 16 carbon atoms.) In the resin composition for a hybrid lens according to claim 2,
The radical-polymerizable monomer further contains the following C component, a resin composition for a hybrid lens, wherein:
Component C: urethane poly (meth) acrylate having two or more (meth) acryloyloxy groups in one molecule or epoxy poly (meth) acrylate having two or more (meth) acryloyloxy groups in one molecule In the resin composition for a hybrid lens according to claim 2,
Content of the said A component is 30-90 weight part, Content of the said B component is 5-40 weight part, The resin composition for hybrid lenses characterized by the above-mentioned. In the resin composition for a hybrid lens according to claim 3,
Content of the said C component is 5-50 weight part, The resin composition for hybrid lenses characterized by the above-mentioned. In the resin composition for a hybrid lens according to claim 1,
Content of the said silane coupling agent is 1-10 weight part, The resin composition for hybrid lenses characterized by the above-mentioned. A glass lens base material and a glass mold having substantially the same diameter as the glass lens base material and having an aspheric shape transferred thereon are opposed to each other, and adhesive tape is attached to these side surfaces to form the glass lens base material. A method for manufacturing a hybrid lens, comprising: a mold assembling step of assembling a hybrid lens mold by sealing a gap between the glass mold and the glass mold. In the manufacturing method of the hybrid lens of Claim 7,
The maximum thickness of the gap between the glass lens base material and the glass mold is in the range of 1 to 10 mm, and the maximum thickness / minimum of the gap between the glass lens base material and the glass mold within the effective diameter. A method for manufacturing a hybrid lens, wherein the thickness ratio is 4 or more and 20 or less. In the manufacturing method of the hybrid lens of Claim 7,
After the mold assembling step, an injection step of filling a space between the glass lens base material and the glass mold with an ultraviolet curable resin composition;
The ultraviolet curable resin composition is formed by irradiating the ultraviolet curable resin composition filled in a gap between the glass lens base material and the glass mold with ultraviolet rays from both sides of the glass lens base material and the glass mold. A method for producing a hybrid lens, comprising: a curing step for curing an object. In the manufacturing method of the hybrid lens of Claim 9,
After the curing step, the method includes an annealing step of applying a pressure that brings the glass lens base material and the glass mold close to each other while heating to a temperature equal to or higher than the glass transition temperature of the cured product of the ultraviolet curable resin composition. The manufacturing method of the hybrid lens characterized by these. In the manufacturing method of the hybrid lens of Claim 9,
A method for producing a hybrid lens, comprising a preliminary curing step of gelling the ultraviolet curable resin composition by irradiating ultraviolet rays before the curing step. In the manufacturing method of the hybrid lens of Claim 7,
A method for producing a hybrid lens, wherein the glass lens base material treated with a silane coupling agent is used. A hybrid lens, wherein a resin layer formed from a resin composition for a hybrid lens containing a radical polymerizable monomer and a silane coupling agent is bonded to the surface of a glass lens base material. The hybrid lens according to claim 13,
A hybrid lens, wherein the resin layer has a maximum thickness in a range of 1 to 10 mm. The hybrid lens according to claim 14, wherein
A hybrid lens, wherein the ratio of maximum thickness / minimum thickness within the effective diameter of the resin layer is 4 or more and 20 or less. A lens system using a hybrid lens in which a resin layer formed from a resin composition for a hybrid lens containing a radical polymerizable monomer and a silane coupling agent is bonded to the surface of a glass lens base material. The lens system according to claim 16, wherein
The maximum thickness of the resin layer of the hybrid lens is in the range of 1 to 10 mm.

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