JPS6382735A - Resin for composite type non-spherical lens - Google Patents
Resin for composite type non-spherical lensInfo
- Publication number
- JPS6382735A JPS6382735A JP22757886A JP22757886A JPS6382735A JP S6382735 A JPS6382735 A JP S6382735A JP 22757886 A JP22757886 A JP 22757886A JP 22757886 A JP22757886 A JP 22757886A JP S6382735 A JPS6382735 A JP S6382735A
- Authority
- JP
- Japan
- Prior art keywords
- resin
- radiation
- mold
- aspherical
- radiation curable
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000011347 resin Substances 0.000 title claims abstract description 28
- 229920005989 resin Polymers 0.000 title claims abstract description 28
- 239000002131 composite material Substances 0.000 title claims abstract description 10
- 230000005855 radiation Effects 0.000 claims abstract description 12
- 239000000178 monomer Substances 0.000 claims abstract description 8
- 239000011521 glass Substances 0.000 claims description 12
- 238000007151 ring opening polymerisation reaction Methods 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 10
- 238000012546 transfer Methods 0.000 abstract description 5
- -1 cyclic acetal Chemical class 0.000 abstract description 2
- 238000010894 electron beam technology Methods 0.000 abstract description 2
- 238000007142 ring opening reaction Methods 0.000 abstract 3
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract 1
- 150000004292 cyclic ethers Chemical class 0.000 abstract 1
- 150000002596 lactones Chemical class 0.000 abstract 1
- 230000002285 radioactive effect Effects 0.000 abstract 1
- 238000000034 method Methods 0.000 description 5
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- 239000004925 Acrylic resin Substances 0.000 description 3
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 2
- 239000012965 benzophenone Substances 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 238000010538 cationic polymerization reaction Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 229910003460 diamond Inorganic materials 0.000 description 1
- 239000010432 diamond Substances 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- 150000001989 diazonium salts Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000007731 hot pressing Methods 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical class I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000003754 machining Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 238000007747 plating Methods 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
Landscapes
- Polymerisation Methods In General (AREA)
Abstract
Description
【発明の詳細な説明】 （産業上の利用分野ン 本発明は、後付型非球面レンズ用樹脂に関する。[Detailed description of the invention] (Industrial application field) The present invention relates to a resin for a retrofit type aspherical lens.
（従来の技術）
複合型非球面ンンズは、一般に次の１５にして作らｎろ
。球面形状に加工したガラスレンズの表面に薄膜の放射
線硬化性樹脂層ｔ−設け、このｍ脂層の上九非球面形状
に加工さ３７：金型を圧着し、次にガラスレンズを介し
て放射線例えば紫外線ｆたは電子線を照射して樹脂を硬
化させた後、非球面形状が転写さｎている樹脂層とガラ
スレンズとからなる複合型非球面レンズを非球面金型か
ら脱離する。(Prior Art) Composite aspherical lenses are generally manufactured using the following procedure. A thin radiation-curable resin layer is provided on the surface of a glass lens processed into a spherical shape, and the top of this resin layer is processed into an aspherical shape. For example, after curing the resin by irradiating it with ultraviolet rays or electron beams, a composite aspherical lens consisting of a resin layer on which the aspherical shape has been transferred and a glass lens is removed from the aspherical mold.
前述の非球面金型は、予め粗加工された鋼材表面にニッ
ケルめりき會施し、さらにダイヤモンドツールによる超
精密ＮＣ仕上げ加工によって非球面形状九加工さｎる。The above-mentioned aspherical mold is made by applying nickel plating to the surface of the steel material, which has been rough-machined in advance, and then machining the aspherical shape by ultra-precision NC finishing using a diamond tool.
又、非球面金型の代わり罠、非球面形状に加工されたガ
ラス型あるいはプラスチック型を用いろ場曾もある。放
射線硬化性樹脂は、粘度が７０００センチボイズ以下で
比較的低分子量の無色造明なもの、例えばエポキシアク
リレート樹脂、ウレタンアクリレート樹脂、ポリエステ
ルアクリレート樹脂等の紫外線硬化樹脂が用いられてい
る。In addition, instead of an aspherical mold, there are cases where a glass mold or a plastic mold processed into an aspherical shape is used. As the radiation curable resin, a colorless clear resin having a viscosity of 7,000 centivoids or less and a relatively low molecular weight is used, such as an ultraviolet ray curable resin such as an epoxy acrylate resin, a urethane acrylate resin, or a polyester acrylate resin.
このよってして作らｎた複合型非球面レンズは、他の方
法例えばガラス面を直接非球面レンズに加工する方法に
比べて、加工時間が極端に短くかつ量産性に富むという
特長があり、またガラス面全ホットプレスして非球面レ
ンズを作る方法に比べて、大型の非球面レンズを作ｍ可
能でありかつ製造装置が小さいという長所がある。The composite aspherical lens produced in this way has the advantage of extremely short processing time and high mass productivity compared to other methods, such as the method of directly processing a glass surface into an aspherical lens. Compared to the method of making an aspherical lens by hot pressing the entire glass surface, this method has the advantage that a large aspherical lens can be made and the manufacturing equipment is small.
（発明が解決しようとする問題点）
しかし、従来の放射線硬化性樹脂は、硬化時にかなり収
縮するため、転写用型である非球面金型からの転写がま
だ完全に１：１の関係でなさｎでいない。又、硬化時の
収縮のために球面状ガラスレンズとの接着力が弱いとい
う欠点もある。(Problem to be solved by the invention) However, because conventional radiation-curable resins shrink considerably during curing, the transfer from the aspherical mold, which is the transfer mold, is not yet in a completely 1:1 relationship. Not n. Another drawback is that the adhesion to the spherical glass lens is weak due to shrinkage during curing.
（問題点を解決するための手段）
本発明者は、前述の問題点にかんがみ、硬化時の収縮を
少なくして、転写精度と接着が優ｎに複合型非球面レン
ズ用梢脂を得た。(Means for Solving the Problems) In view of the above-mentioned problems, the present inventors have obtained a tree resin for a composite aspherical lens with excellent transfer accuracy and adhesion by reducing shrinkage during curing. .
本発明に用いる樹脂は、放射線硬化性を有しかつその成
分が開環重合可能なモノマーのみからなるか成るいに一
部含有しているものとする。The resin used in the present invention is radiation curable and contains a portion consisting only of monomers capable of ring-opening polymerization.
本発明に用いる放射ａは、γ線、電子層、紫外線が可能
である。本発明における放射源硬化性不飽和結合を持つ
環状アセタール又はエーテル、成るいは不飽和結合を持
つスピｑオルンカーボネート等を挙げることができる。The radiation a used in the present invention can be gamma rays, electron layers, or ultraviolet rays. In the present invention, radiation source-curable cyclic acetals or ethers having unsaturated bonds, spiq-olne carbonates having unsaturated bonds, etc. can be mentioned.
ｎ＝１．２．３．・・・・・・
放射線で重合をおこすための開始剤は、カチオン重合に
はルイス酸のジアゾニウム塩、ヨードニウム塩、スルホ
ニウム塩等を、ラジカル１曾のためにはベンゾフェノン
、ベゾインエテルエーテル、２−２ジメトキシ−１−７
エニルアセトフエノシ等の公知の開始剤を用いる。n=1.2.3. ...... Initiators for polymerization with radiation include diazonium salts, iodonium salts, sulfonium salts, etc. of Lewis acids for cationic polymerization, and benzophenone, bezoin ether ether, etc. for radical 1s. 2-2 dimethoxy-1-7
A known initiator such as enylacetophenol is used.
実施例
本発明の実施例に用いた樹脂組成を次に示し、第１図に
よって使用方法上説明する。EXAMPLE The resin composition used in the example of the present invention is shown below, and the method of use will be explained with reference to FIG.
不飽和結合を持つスピロオルソカーボネート４７重量部
ペンタエリスリトールテトラキス
一β−メルカプトプロピオネート
５３重量部
ベンゾフェノン ４重量部上記材料を記
載の重量割付で混合攪拌して得た樹脂液を球面ガラスレ
ンズ３０球面と反対面上に塗布して得た樹脂層２の上か
らニッケ／Ｌ−製の非球面金型１を重ねて圧着した。次
いで、放射線源に高圧水銀灯（Ｓ ＯＷ）を用い、紫外
線を図に示すように球面側から３０秒間全面均一に照射
した。樹脂液が硬化した後、樹脂層２と非球面金型１と
の界面から球面ガラスレンズ５を剥離して複合型非球面
レンズを得た。47 parts by weight of spiroorthocarbonate having unsaturated bonds 53 parts by weight of pentaerythritol tetrakis-β-mercaptopropionate 4 parts by weight of benzophenone An aspherical mold 1 made of nickel/L- was layered and pressed onto the resin layer 2 obtained by coating on the opposite surface. Next, using a high-pressure mercury lamp (SOW) as a radiation source, the entire surface was uniformly irradiated with ultraviolet rays for 30 seconds from the spherical side as shown in the figure. After the resin liquid was cured, the spherical glass lens 5 was peeled off from the interface between the resin layer 2 and the aspherical mold 1 to obtain a composite aspherical lens.
比較例として、アクリル酸エチル８０重景部、トリエチ
レングリコールジメタクリレート２０［ｔｆｆ［Ｉ、ペ
ンゾインヱテルエーテル３重量部全混合して得た放射線
硬化性樹脂との比較結果を第１表に示す。As a comparative example, Table 1 shows the results of a comparison with a radiation-curable resin obtained by mixing 80 parts of ethyl acrylate, 20 parts of triethylene glycol dimethacrylate [tff[I], and 3 parts by weight of penzoin ether ether. Shown below.
第１表
非球面形状の転写性の評価は、触針式測定器土用い、測
定端子の備位量ｔ−Ｈｅ −Ｎｅレーザー光の干渉を利
用して金型面及び樹脂面の面形状を測定した。８１表に
は、実施例の複合型非球面レンズの値ヲ１．０として相
対値に表わした。Table 1: Evaluation of the transferability of aspherical shapes was carried out using a stylus-type measuring device and measuring terminals. It was measured. In Table 81, the value of the composite aspherical lens of the example is expressed as a relative value with 1.0.
球面ガラスレンズの接着性は、−４０℃（１５分間）→
室温（１０分間）→６０℃（１５分間）の冷熱サイク、
ＦＬ−を３回繰返した後、クロスカットテープテストＡ
ＳＴＭＤ３３５９−７６によって評価した。The adhesiveness of spherical glass lenses is -40℃ (15 minutes) →
Cold cycle from room temperature (10 minutes) to 60℃ (15 minutes),
After repeating FL- three times, cross-cut tape test A
Evaluated by STMD3359-76.
（発明の効果）
本発明による放射線硬化性樹脂は、硬化時の収縮が少な
いため、非球面形状型からの転写精度が優ｔ、かつ琢面
ガ２スレンズとの接着性が良好な検合型非球面しンズ奢
短時間に作製することができる。(Effects of the Invention) The radiation-curable resin according to the present invention has less shrinkage during curing, so it has excellent transfer accuracy from an aspherical mold, and a matching mold with good adhesion to a glass lens. Aspherical lenses can be produced in a short time.
第１図は、本発明冥胞例を説明する断面図である。
１・・・・・・非球面金型、 ２・・・・・・樹
脂層３・・・・・・球面状ガラスレンズ、４・・・・・
・放射線。
第１図FIG. 1 is a sectional view illustrating an example of the present invention. 1... Aspherical mold, 2... Resin layer 3... Spherical glass lens, 4...
·radiation. Figure 1
Claims (1)
性の樹脂層を設け、さらにその上から非球面形状に加工
された金型、ガラス型またはプラスチック型を圧着した
状態で放射線を照射して樹脂層を硬化させ、硬化された
樹脂層を前記型から脱離して形成する複合型非球面レン
ズにおいて、前記放射線硬化性樹脂の硬化成分が開環重
合可能なモノマーのみからなるか或るいは開環重合可能
なモノマーを一部含有してなることを特徴とする複合型
非球面レンズ用樹脂。1. A radiation-curable resin layer is placed on the spherical glass lens surface, and then a metal mold, glass mold, or plastic mold processed into an aspherical shape is pressed onto the resin layer, and then radiation is irradiated. In the composite aspherical lens formed by curing the resin layer and removing the cured resin layer from the mold, the curing component of the radiation-curable resin consists only of a monomer capable of ring-opening polymerization, or A composite aspherical lens resin characterized by containing a portion of a monomer capable of ring-opening polymerization.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP22757886A JPS6382735A (en) | 1986-09-26 | 1986-09-26 | Resin for composite type non-spherical lens |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP22757886A JPS6382735A (en) | 1986-09-26 | 1986-09-26 | Resin for composite type non-spherical lens |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS6382735A true JPS6382735A (en) | 1988-04-13 |
Family
ID=16863111
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP22757886A Pending JPS6382735A (en) | 1986-09-26 | 1986-09-26 | Resin for composite type non-spherical lens |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6382735A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6773638B2 (en) * | 2000-07-19 | 2004-08-10 | Koninklijke Philips Electronics N.V. | Process of making a replica |
| WO2007109295A3 (en) * | 2006-03-20 | 2008-10-09 | Ophthonix Inc | Custom monomers and polymers for spectacle lenses |
-
1986
- 1986-09-26 JP JP22757886A patent/JPS6382735A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6773638B2 (en) * | 2000-07-19 | 2004-08-10 | Koninklijke Philips Electronics N.V. | Process of making a replica |
| WO2007109295A3 (en) * | 2006-03-20 | 2008-10-09 | Ophthonix Inc | Custom monomers and polymers for spectacle lenses |
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