JPS6134129B2 - - Google Patents
Info
- Publication number
- JPS6134129B2 JPS6134129B2 JP5319680A JP5319680A JPS6134129B2 JP S6134129 B2 JPS6134129 B2 JP S6134129B2 JP 5319680 A JP5319680 A JP 5319680A JP 5319680 A JP5319680 A JP 5319680A JP S6134129 B2 JPS6134129 B2 JP S6134129B2
- Authority
- JP
- Japan
- Prior art keywords
- lens
- resin
- lenses
- refractive index
- eyeglasses
- 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.)
- Expired
Links
- 239000004033 plastic Substances 0.000 claims description 10
- 229920003023 plastic Polymers 0.000 claims description 10
- 125000003700 epoxy group Chemical group 0.000 claims description 8
- 229920000642 polymer Polymers 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000003011 styrenyl group Chemical class [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 239000011347 resin Substances 0.000 description 15
- 229920005989 resin Polymers 0.000 description 15
- 150000003440 styrenes Chemical class 0.000 description 6
- 238000002347 injection Methods 0.000 description 5
- 239000007924 injection Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 239000004793 Polystyrene Substances 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- 230000004075 alteration Effects 0.000 description 3
- SYFOAKAXGNMQAX-UHFFFAOYSA-N bis(prop-2-enyl) carbonate;2-(2-hydroxyethoxy)ethanol Chemical compound OCCOCCO.C=CCOC(=O)OCC=C SYFOAKAXGNMQAX-UHFFFAOYSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000004417 polycarbonate Substances 0.000 description 3
- 229920000515 polycarbonate Polymers 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 229920001187 thermosetting polymer Polymers 0.000 description 3
- 239000004925 Acrylic resin Substances 0.000 description 2
- 229920000178 Acrylic resin Polymers 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 238000005266 casting Methods 0.000 description 2
- 238000001746 injection moulding Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- 235000010893 Bischofia javanica Nutrition 0.000 description 1
- 240000005220 Bischofia javanica Species 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000003754 machining Methods 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- RGBXDEHYFWDBKD-UHFFFAOYSA-N propan-2-yl propan-2-yloxy carbonate Chemical compound CC(C)OOC(=O)OC(C)C RGBXDEHYFWDBKD-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- G—PHYSICS
- G02—OPTICS
- G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
- G02C7/00—Optical parts
- G02C7/02—Lenses; Lens systems ; Methods of designing lenses
Landscapes
- Health & Medical Sciences (AREA)
- Ophthalmology & Optometry (AREA)
- Physics & Mathematics (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Eyeglasses (AREA)
- Epoxy Resins (AREA)
Description
【発明の詳細な説明】
本発明は、エポキシ基をもつスチレン誘導体の
重合によつて得られる眼鏡用プラスチツクレンズ
に関するものである。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a plastic lens for eyeglasses obtained by polymerizing a styrene derivative having an epoxy group.
プラスチツクレンズは、ガラスレンズに比べ作
り易く又軽量で耐衝撃性が良いために眼鏡レンズ
に用いた場合安全性が高いという利点がある。従
来プラスチツクレンズ用樹脂には透明度の高いア
クリル樹脂、ジエテレングリコールビスアリルカ
ーボネート樹脂、ポリスチレン、ポリカーボネー
トが使用されているがこのうち視力矯性眼鏡用プ
ラスチツクレンズとして広く使われているのは熱
硬化性樹脂であるジエチレングリコールビスアリ
ルカーボネートである。この理由は眼鏡としてレ
ンズを携帯者各々にあわせ加工する際に、熱硬化
性樹脂のほうが玉摺機で精度よく加工できること
と、レンズ度数が温度の変化によつて大きくかわ
らないためである。 Plastic lenses have the advantage of being easier to manufacture than glass lenses, and are also lightweight and have good impact resistance, so they are highly safe when used as eyeglass lenses. Conventionally, highly transparent acrylic resin, diethylene glycol bisallyl carbonate resin, polystyrene, and polycarbonate have been used as resins for plastic lenses, but among these, thermosetting resins are widely used for plastic lenses for vision correction glasses. The resin is diethylene glycol bisallyl carbonate. The reason for this is that thermosetting resins can be processed with higher accuracy using a beading machine when lenses for eyeglasses are processed to suit each wearer, and the lens power does not change significantly due to changes in temperature.
しかし、ジエチレングリコールビスアリルカー
ボネートは屈折率が1.5でありこの樹脂をレンズ
にした場合、ガラスレンズに比べレンズの厚みが
厚くなるという欠点（特にレンズ度数が大きくな
ると顕著である）がある。 However, diethylene glycol bisallyl carbonate has a refractive index of 1.5, and when this resin is used as a lens, it has the disadvantage that the lens is thicker than a glass lens (this is especially noticeable when the lens power increases).
そこで最近、眼鏡に使用するプラスチツクレン
ズの薄型化、軽量化がより求望されており、それ
を可能とする高屈折率を有するプラスチツクレン
ズ用樹脂の必要性が出てきた。 Recently, there has been a growing demand for plastic lenses used in eyeglasses to be thinner and lighter, and there has been a need for resins for plastic lenses that have a high refractive index to make this possible.
ポリスチレン（1.6、Abbe数30）、ポリカーボ
ネート（1.58、Abbe数30）は、高屈折率を有す
るが、色収差が大きくまた前述した加工性に難点
がある。 Polystyrene (1.6, Abbe number 30) and polycarbonate (1.58, Abbe number 30) have high refractive indexes, but have large chromatic aberrations and have the aforementioned difficulties in processability.
一方、レンズの製造方法について考えるとアク
リル樹脂、ポリスチレン、ポリカーボネートは熱
可塑性であるために射出成型でき大量生産が容易
であるのに比べ、ポリジエチレングリコールビス
アリルカーボネートの場合は熱硬化性樹脂である
がために注型法によつて作られるため大量生産に
はむいていない。 On the other hand, when considering the manufacturing method of lenses, acrylic resin, polystyrene, and polycarbonate are thermoplastic and can be injection molded and mass produced easily, whereas polydiethylene glycol bisallyl carbonate is a thermosetting resin. Because it is made using a casting method, it is not suitable for mass production.
本発明は、薄くて軽いそして加工性の良い眼鏡
レンズを提供することを目的として、眼鏡プラス
チツクレンズ材料として加工性の良い、射出成形
可能な高屈折率樹脂としてエポキシ基含有スチレ
ン誘導体を選び、それを眼鏡用レンズとして応用
したものである。 The present invention aims to provide an eyeglass lens that is thin, light, and easy to process, and uses an epoxy group-containing styrene derivative as an injection moldable, high refractive index resin that has good workability as an eyeglass plastic lens material. is applied as a lens for spectacles.
即ち、エポキシ基含有スチレン誘導体のビニル
基を重合させた樹脂を、レンズに射出成形する。
その後エポキシ基を開環させ三次元架橋性高分子
にするために加熱硬化（二次硬化）させると、加
工性の良い眼鏡レンズが得られる。 That is, a resin obtained by polymerizing the vinyl group of an epoxy group-containing styrene derivative is injection molded into a lens.
Thereafter, when the epoxy group is ring-opened and heat-cured (secondary curing) to form a three-dimensionally crosslinkable polymer, a spectacle lens with good workability is obtained.
これら一般のエポキシ樹脂の重合には硬化剤と
してタミン、無水酸化物が必要だがエポキシ基含
有スチレン誘導体は、硬化剤がなくてもエポキシ
基同志が反応するために硬化剤は不必要である
が、レンズとしての機械特性として、表面硬度、
耐衝撃性を良くするために、硬化剤を加えること
もある。 The polymerization of these general epoxy resins requires tamine and anhydrous oxide as curing agents, but epoxy group-containing styrene derivatives do not require curing agents because the epoxy groups react with each other without a curing agent. The mechanical properties of the lens include surface hardness,
A hardening agent may be added to improve impact resistance.
エポキシ基含有スチレン誘導体としては、Ｐ−
グリシジルスチレン、Ｐ−グリシジル−α−メチ
ルスチレン、Ｐ−イソプロペニルスチレンオキシ
ド、２−（Ｐ−イソプロペニルフエニル）プロピ
レンオキシド、１，２−エポキシ−２−（Ｐ−ビ
ニルフエニル）ブタン、Ｐ−ビニルスチレンオキ
シド、２−（Ｐ−ビニルフエニル）プロピレンオ
キシド等がある。 As the epoxy group-containing styrene derivative, P-
Glycidylstyrene, P-glycidyl-α-methylstyrene, P-isopropenylstyrene oxide, 2-(P-isopropenylphenyl)propylene oxide, 1,2-epoxy-2-(P-vinylphenyl)butane, P-vinyl Examples include styrene oxide, 2-(P-vinylphenyl)propylene oxide, and the like.
これらのスチレン誘導体に関する文献は、小田
良平 他；工化、68，1726（1965）；日化、86，
861（1965）・日化、87，266（1966）・岩倉義男
他、Bull.Chem.Soc.Japan，41，186（1968）等
があるが、本発明はこれら樹脂の屈折率、透明
性、加工性に注目し実験した結果、眼鏡レンズ用
樹脂として優れた特性を有していることがわかり
眼鏡として応用したものである。 Literature regarding these styrene derivatives includes Ryohei Oda et al.; Koka, 68 , 1726 (1965); Nikka, 86 ,
861 (1965), Nikka, 87 , 266 (1966), Yoshio Iwakura
Others include Bull.Chem.Soc.Japan, 41 , 186 (1968), but the present invention has conducted experiments focusing on the refractive index, transparency, and processability of these resins, and has found that they have excellent properties as resins for eyeglass lenses. It was found that the material had the following characteristics and was applied as eyeglasses.
以下、実施例に基づいて本発明を説明する。 Hereinafter, the present invention will be explained based on Examples.
実施例 １
２−（Ｐ−ビニルフエニル）プロピレンオキシ
ドに、ジイソプロピルパーオキシカーボネートを
１％加え40℃で５時間反応する。この重合体を粉
砕して、射出成形機に投入し、樹脂温度120℃、
ノズル温度180℃、金型温度200℃で射出圧力1000
Kg／cm2でレンズに射出成形する。その後200℃で
３時間二次硬化して眼鏡用レンズを得た。Example 1 1% diisopropyl peroxy carbonate was added to 2-(P-vinylphenyl)propylene oxide and reacted at 40°C for 5 hours. This polymer is crushed and put into an injection molding machine, and the resin temperature is 120℃.
Injection pressure 1000 at nozzle temperature 180℃, mold temperature 200℃
Injection molded into lenses at Kg/cm 2 . Thereafter, it was subjected to secondary curing at 200° C. for 3 hours to obtain an eyeglass lens.
レンズは、無色透明で室温の屈折率1.60と高く
色収差もAbbe数35と小さいものであり、従来、
ガラスレンズ加工用玉摺り機で玉摺り可能であ
り、また加工によつてレンズ度数の変化はなかつ
た。また表面硬度も3Hと硬く傷つきにくいもの
であり、眼鏡用レンズとして優れていた。 The lens is colorless and transparent, has a high refractive index of 1.60 at room temperature, and has a small chromatic aberration with an Abbe number of 35.
It could be polished using a glass lens polishing machine, and the lens power did not change due to the machining. It also had a surface hardness of 3H, making it hard to scratch, making it an excellent lens for eyeglasses.
本発明は、高屈折率でなおかつ色収差の小さい
高屈折率プラスチツクレンズ用樹脂で、この樹脂
をレンズに使用することによつて従来のプラスチ
ツクレンズ（屈折率1.5）に比べ、４〜５割程度
薄くできる加工性の良いレンズで眼鏡用レンズと
して使用しやすいものである。また製造面におい
ても従来のキヤステイング法ではなく射出成形が
可能であるために大量生産が可能となり工業的価
値は極めて高い。 The present invention is a high refractive index plastic lens resin that has a high refractive index and small chromatic aberration, and by using this resin in the lens, it can be made about 40 to 50% thinner than conventional plastic lenses (refractive index 1.5). This lens has good processability and is easy to use as an eyeglass lens. In addition, in terms of manufacturing, injection molding can be used instead of the conventional casting method, making mass production possible and having extremely high industrial value.
Claims (1)
ルキル基のいずれかを示す。またR1はアルキレ
ン基を示し、R2は水素もしくはアルキル基を示
す。） で表わされるエポキシ基をもつスチレン誘導体の
重合物からなることを特徴とする眼鏡用プラスチ
ツクレンズ。[Claims ] 1 Structural formula [Formula] or [Formula] (wherein, or an alkyl group.) A plastic lens for eyeglasses, characterized in that it is made of a polymer of a styrene derivative having an epoxy group represented by the following.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5319680A JPS56149013A (en) | 1980-04-22 | 1980-04-22 | Plastic lens for spectacles |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5319680A JPS56149013A (en) | 1980-04-22 | 1980-04-22 | Plastic lens for spectacles |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56149013A JPS56149013A (en) | 1981-11-18 |
| JPS6134129B2 true JPS6134129B2 (en) | 1986-08-06 |
Family
ID=12936111
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5319680A Granted JPS56149013A (en) | 1980-04-22 | 1980-04-22 | Plastic lens for spectacles |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS56149013A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4602595A (en) * | 1984-03-01 | 1986-07-29 | Aisin Seiki Kabushiki Kaisha | Oil separator for internal combustion engine |
| JPS6440926A (en) * | 1987-08-07 | 1989-02-13 | Asahi Glass Co Ltd | Low-aberration spectacle lens |
-
1980
- 1980-04-22 JP JP5319680A patent/JPS56149013A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS56149013A (en) | 1981-11-18 |
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