JPS5872901A - Plastic lens - Google Patents

Plastic lens

Info

Publication number
JPS5872901A
JPS5872901A JP17171181A JP17171181A JPS5872901A JP S5872901 A JPS5872901 A JP S5872901A JP 17171181 A JP17171181 A JP 17171181A JP 17171181 A JP17171181 A JP 17171181A JP S5872901 A JPS5872901 A JP S5872901A
Authority
JP
Japan
Prior art keywords
group
monomer
molecule
double bonds
lens
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.)
Granted
Application number
JP17171181A
Other languages
Japanese (ja)
Other versions
JPH0319522B2 (en
Inventor
Hiroo Sumi
住 宏夫
Takao Mogami
最上 隆夫
Yoshihiko Kasai
河西 嘉彦
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Seiko Epson Corp
Suwa Seikosha KK
Original Assignee
Seiko Epson Corp
Suwa Seikosha KK
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Seiko Epson Corp, Suwa Seikosha KK filed Critical Seiko Epson Corp
Priority to JP17171181A priority Critical patent/JPS5872901A/en
Publication of JPS5872901A publication Critical patent/JPS5872901A/en
Publication of JPH0319522B2 publication Critical patent/JPH0319522B2/ja
Granted legal-status Critical Current

Links

Classifications

    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/04Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
    • G02B1/041Lenses

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Macromonomer-Based Addition Polymer (AREA)

Abstract

PURPOSE:To obtain a lens having about 1.6 refractive index, small chromatic abberation and high workability by cross-linking a specified monomer having a high refractive index and small chromatic abberation with a monomer having >=2 unsatd. double bonds in one molecule such as diallyl phthalate. CONSTITUTION:A mixture of 60pts.wt. monomer represented by structural formula 1 with 40pts.wt. diallyl phthalate monomer having >=2 unsatd. double bonds in one molecule is mixed with 2pts.wt. diisopropyl peroxide as a polymn. initiator, charged into a prescribed glass mold, and heated at 40 deg.C for 2hr. After linearly raising the temp. from 40 deg.C to 90 deg.C, the mixture is hardened by heating for 18hr to obtain a lens.

Description

【発明の詳細な説明】 本発明は、合成樹脂としては比較的屈折率が高((屈折
率1.56〜1.60)で色収差の小さい加工性の艮り
合成樹脂レンズに関するものである。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a synthetic resin lens that has a relatively high refractive index ((refractive index 1.56 to 1.60) for a synthetic resin), has small chromatic aberration, and is easy to process.

1972年の米国のPI5ム規格の制定以来、@鏡しン
ズの安全性が見直されるようになっている中で、合成樹
脂が無機ガラスに代って使用されるようになって負た。
Since the enactment of the PI5M standard in the United States in 1972, the safety of @Kagami Shins has been reviewed, and synthetic resins have come to be used in place of inorganic glass.

無機ガラスレンズから合成樹脂レンズへの移行は、世界
的な傾向であり、我国において4年に合成樹脂レンズの
シェアが拡大してAる。特にジエチレングリコールビス
アリルカーボネート(以下CR−39と略す)樹脂によ
るレンズの比WIAFi、アメリカ、フランスに於て既
に50qIIを越えたと予想される。合成樹脂レンズは
安全性(耐衝撃性が冒(、もし万−割れた場合にも、無
機ガラスのような微細な破片とならず、眼に損傷を与え
る可能性が少ない)の同上に加え、。
The shift from inorganic glass lenses to synthetic resin lenses is a global trend, and in Japan, the share of synthetic resin lenses has expanded in the last 4 years. In particular, the ratio WIAFi of lenses made of diethylene glycol bisallyl carbonate (hereinafter abbreviated as CR-39) resin is expected to have already exceeded 50qII in the United States and France. Synthetic resin lenses are not only safe (impact resistance is poor (even if they break, they do not break into minute pieces like inorganic glass, so there is less chance of damaging your eyes), .

無機ガラスに比較して軽い、加工性が艮い、看色が容易
である等の多(の利点を有している。−万、合成樹脂a
鏡しンズ材料の主流として使用されているCR39は、
屈折率が1.50と低(、又機械的強1か弱いため、同
じi数を示すレンズでも無機ガラスレンズに比べ、中心
厚をj!!(シなければならないという理由のため、特
にマイナスレンズにおいてにレンズのコバ厚み(レンズ
周辺の厚み)が著しく11(なり、薄いレンズへの装用
者の潜在的要求は非常に強す、又屈折率の高い有機材料
であるポリスチレン、ポ1)カーボネート等Fi、耐擦
st!f、−玉層加工性、研磨性、耐熱性等に間昭点を
有して^る。
Compared to inorganic glass, it has many advantages such as being lighter, easier to process, and easier to view. - 10,000 synthetic resins
CR39, which is used as the mainstream material for mirror shine, is
The refractive index is as low as 1.50 (and the mechanical strength is weak (1), so even lenses with the same i number have to have a center thickness of 1.50 compared to inorganic glass lenses. The edge thickness of the lens (thickness around the lens) becomes significantly 11 (thickness around the lens), and the latent demand from the wearer for thinner lenses becomes very strong.Also, organic materials with high refractive index such as polystyrene, polycarbonate, etc. Fi, abrasion resistance st!f, - There is a certain point in terms of processability, polishability, heat resistance, etc.

上記の工うな欠点を改良する目的で特公開55−137
474公報において、ビスフェノールムシメタクリレー
ト戚^tf、2.2ビス(4−メタクロイルオキシニジ
キシフェニル)プロパン等トスチレン、或すは0−クロ
ルスチレン、フェニルメタクリレート、ペンジルメタタ
リレート等との共重合体が提唱されているが、これらの
重合体は1折事は高(なるがレンズ特性のもう一つのf
特性である色収差が太き(、Abb#数でI程にである
Special publication 55-137 for the purpose of improving the above-mentioned disadvantages.
In Publication No. 474, copolymerization of bisphenol methacrylate relatives^tf, 2.2bis(4-methacroyloxynidixyphenyl)propane, etc. with tostyrene, or 0-chlorostyrene, phenyl methacrylate, penzyl methacrylate, etc. Coalescence has been proposed, but these polymers have a high rate of one failure (although another f of lens properties
The characteristic chromatic aberration is large (about the same as I in Abb# number).

−万、特公告昭51−25746号において灯、一般式
(1)に示した熱可塑性の樹脂が提唱されている。
- In Japanese Patent Publication No. 51-25746, a thermoplastic resin represented by the general formula (1) is proposed as a lamp.

からなる群工り選けれる一員を表わし、R1はアルキル
あるいはヒドロキシアルキル基ヲ表わし、R1は水素あ
るtnはメチル基を表わし、Dはビニレン、エチレン、
クロロエチレン、ヒドロキシアルキルチオ曾換エチレン
基であり、Gijビニレン。
represents a selected member of the group consisting of, R1 represents an alkyl or hydroxyalkyl group, R1 represents hydrogen, tn represents a methyl group, D represents vinylene, ethylene,
Chloroethylene, hydroxyalkylthio-converted ethylene group, Gij vinylene.

エチレンあるいはアルキル手オ置換エチレン基であり、
Vは1〜8の整数を表わし、Bはアルキレンあるhはチ
オアルキレン基を着わし、Rij水素あるrFiメ疹ル
基を表わし、Xは1−2の整数を表わす) この樹脂は、屈折率が高(又色収差も小さく(ムロb−
数切〜 )レンズと乙の光学特性は優れてηるが、熱可
塑性であるために前述したように、研摩性、加工性、耐
熱性に問題がある。
Ethylene or alkyl-substituted ethylene group,
(V represents an integer from 1 to 8, B represents an alkylene group, h represents a thioalkylene group, Rij represents hydrogen, rFi represents an integer from 1 to 8, and X represents an integer from 1 to 2). is high (and chromatic aberration is small (muro b-
Although the optical properties of the lens and the lens are excellent, as mentioned above, since they are thermoplastic, there are problems with polishability, workability, and heat resistance.

本発明は、特許公告昭51−25746の加工性、研磨
性、耐熱性を改良した屈折率の高(、色収差の小さいレ
ンズを提供するものである。
The present invention provides a lens with a high refractive index (and small chromatic aberration) which has improved processability, polishability, and heat resistance as disclosed in Japanese Patent Publication No. 51-25746.

評しくは、特許公告昭51−25746の七ツマ−を、
−分子中に不飽和二重結合を2個以上有する架橋性七ツ
マ−に1って架橋することによって得られる。
A good example of this is the patent publication No. 51-25746.
- Obtained by crosslinking a crosslinkable septamer having two or more unsaturated double bonds in the molecule.

架橋性七ツマ−としては、ジアリルフタレート、ジアリ
ルイソフタレート、ジアリルシロシンデート。ジエチレ
ングリコールビスアリルカーボネート、一般式〔旧で示
されるモノマー、トリアルリルシア翼レート等がある。
Examples of the crosslinking seven polymers include diallyl phthalate, diallyl isophthalate, and diallyl silosindate. Diethylene glycol bisallyl carbonate, monomers represented by the general formula [old], triallyl shea wing late, etc.

R:水素あるV>はメチル基 ノ X:水素あるいはハロゲン、基 つまり、高屈折率で色収差の小さいという特性を持つ一
般式(1)で示°されるモノマーと、レンズの研磨性、
加工性、耐熱性を良(するための架高性モノマーとを共
重合することに1って、加工性が良く高屈折率、低分散
レンズを得ることかで負る。
R: Hydrogen, V> is a methyl group;
Copolymerizing with an elevated monomer for good processability and heat resistance is essential to obtaining a lens with good processability, high refractive index, and low dispersion.

その他に1耐光性を良(する目的で紫外線吸収剤を添加
することもある。
In addition, ultraviolet absorbers may be added to improve light resistance.

以下実施例に基づ^て説明する。The following will be explained based on examples.

実施例−1 構造式−1で示されたモノマー5oztsとビス(4−
メタクaイルオキシエトキシ−3,5−ジブロモフェル
ル)プロパンsongs、ジイソプロピルパーオキシカ
ーボネート11jLt部、2−(2’−ヒドロキシ−5
1−メチルフェニル)ベンゾトリアゾールを0.1重量
部を混合する。この混合液を2枚のガラスとガスケット
でで鼻たモールドに入れ、30℃で4時間、40℃から
80℃1で直線的に昇温しながら10時間加熱しレンズ
を得る。
Example-1 Monomer 5ozts represented by structural formula-1 and bis(4-
Methaqualoxyethoxy-3,5-dibromoferur)propane songs, diisopropylperoxycarbonate 11jLt part, 2-(2'-hydroxy-5
0.1 part by weight of 1-methylphenyl)benzotriazole is mixed. This mixed solution is placed in a mold with two pieces of glass and a gasket, and heated at 30° C. for 4 hours and then from 40° C. to 80° C. for 10 hours while increasing the temperature linearly to obtain a lens.

このレンズの屈折率F1m℃で1.592でありムbb
m数は40であった。
The refractive index of this lens is 1.592 at F1m°C, which is 1.592 mm bb
The number of m was 40.

構造式2の七ツマー70重景部、ビス(4−メタクロイ
ルオキシエトキシフェニル)プロパン(資)重1部う9
0イルパーオキサイド21tiS、2−(2′−ヒドロ
キシ−51−メチルフェニル)ベンゾトリアゾールを0
.2重量部を混合し、実施例1同IIK重合した・ この屈折*ij、 1.564でムbb−数50であ−
)た。
70 parts of the 7-mer of structural formula 2, 1 part of bis(4-methacroyloxyethoxyphenyl)propane (equipment), 9 parts
0 yl peroxide 21tiS, 2-(2'-hydroxy-51-methylphenyl)benzotriazole
.. 2 parts by weight were mixed and polymerized with the same IIK as in Example 1. This refraction *ij was 1.564 and the number bb was 50.
)Ta.

実施例−3 構造式−1の七ツマー60重量部とシア1Jルフタレ−
h40g普部、ジイソプロピルバーオキシカデボネート
2重量部を混合する。その後混合液をガラスモールドに
入れ荀℃2時間、そノvk40℃から(イ)℃オで直線
的に昇温させ18時間加熱硬化した。
Example-3 60 parts by weight of 7mer of structural formula-1 and Shea 1J Luftale
Mix 40 g of diisopropyl peroxycadebonate and 2 parts by weight of diisopropyl peroxycadebonate. Thereafter, the mixed solution was placed in a glass mold and heated linearly from 40°C to 40°C for 18 hours for heat curing.

屈折率は、1.5f7 、ムbbm@42でありfl。The refractive index is 1.5f7, mm bbm@42, and fl.

実施例−4 構造式1のモノマー80重賞部とシエチレングリコール
ピスアIIルカーゼネート20重量部、ジイソプロビル
パーオキシカーボネー)2111部の混合液を実施例3
と同様に硬化した。
Example 4 A mixed solution of 80 parts of the monomer of structural formula 1, 20 parts by weight of thiethylene glycol Pisal II alkazenate, and 2111 parts of diisopropyl peroxycarbonate was prepared in Example 3.
hardened in the same way.

屈折率は1,560 、ムbb−数51であった。The refractive index was 1,560, and the BB-number was 51.

これら実施例のレンズは、研磨加工及びダイヤモンド°
ホイルによる加工が可能である。
The lenses of these examples are polished and diamond-treated.
Processing with foil is possible.

また、無機物質の蒸着も可能であり、その特性もCR−
39レンズと同等の特性を示す。
It is also possible to deposit inorganic substances, and their properties are CR-
It shows the same characteristics as No. 39 lens.

本発明は、以上述べ穴ように屈折率がII!、(又低分
散のレンズを得ることができ、なおかつ研摩加工ができ
るものでその用途は、眼鏡レンズのみならず、方メラレ
“ンズ、その他種々レンズと広いも出願人 株式会社趣
訪精工舎 代理人 弁理士 最 上 務
As mentioned above, the present invention has a refractive index of II! , (Also, it is possible to obtain a lens with low dispersion and can be polished. Its uses are not only for eyeglass lenses, but also for a wide variety of lenses such as glasses and other lenses. Applicant: Shuwa Seikosha Co., Ltd.) Person Patent Attorney Mogami

Claims (1)

【特許請求の範囲】 +1)一般式(1)で示されるモノi−と1分子中に不
飽和二重結合を2つ以上有するモノ→−とを主成分とす
る合成樹脂レンズ。 121前配置分子中に不飽和二重結合を2つ以上有する
七ツマ−として、ジアリルフタレージ又はジアリルイン
フタレートを特許請求の範囲wJ1項記載の用いた合成
樹脂レンズ。 +31前v!1分子中に不飽和二重結合を2つ以上有す
るモノマーとして、一般式(II)で示されるモノマー
を吊込た特許請求の範囲第1項記載の合成樹脂レンズ。 14111ilJ&!1分子巾に不飽和二重結合を2つ
以上有するモノマーとして、ジエチレングリコールビス
アリルカーボネートを吊込た特許請求の範囲第1項(式
中ムけ、 からなる群より選ばれる一員を表わす。 RI:アルキルあるL/hはヒトaキシアルキル基R1
:水素あるいはメチル基 D=ビニレン、エチレン、クロロエチレン、ヒドロキシ
アルキルチオ置換エチレンあるいはアルキルチオ鍵俟エ
チレン基 z:1〜2の整数、y=1〜3の整数 B:アルキレンあるvhはチオアルキレジ基Il:水素
あるいはメチル基) −〔■〕 (x:水素あるhけハロゲン基)
[Claims] +1) A synthetic resin lens whose main components are a mono i- represented by the general formula (1) and a mono →- having two or more unsaturated double bonds in one molecule. 121 Synthetic resin lens using diallyl phthalage or diallyl inphthalate as a heptadmer having two or more unsaturated double bonds in a molecule prepositioned at 121 according to claim wJ1. +31 ago v! The synthetic resin lens according to claim 1, in which a monomer represented by general formula (II) is suspended as the monomer having two or more unsaturated double bonds in one molecule. 14111ilJ&! Claim 1 (in the formula, Muke represents a member selected from the group consisting of: RI: Alkyl L/h is human axyalkyl group R1
: Hydrogen or methyl group D = vinylene, ethylene, chloroethylene, hydroxyalkylthio substituted ethylene or alkylthio key ethylene group z: integer of 1 to 2, y = integer of 1 to 3 B: alkylene vh is thioalkylene group Il: hydrogen or methyl group) −[■] (x: hydrogen or halogen group)
JP17171181A 1981-10-27 1981-10-27 Plastic lens Granted JPS5872901A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP17171181A JPS5872901A (en) 1981-10-27 1981-10-27 Plastic lens

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP17171181A JPS5872901A (en) 1981-10-27 1981-10-27 Plastic lens

Publications (2)

Publication Number Publication Date
JPS5872901A true JPS5872901A (en) 1983-05-02
JPH0319522B2 JPH0319522B2 (en) 1991-03-15

Family

ID=15928256

Family Applications (1)

Application Number Title Priority Date Filing Date
JP17171181A Granted JPS5872901A (en) 1981-10-27 1981-10-27 Plastic lens

Country Status (1)

Country Link
JP (1) JPS5872901A (en)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS512519A (en) * 1974-06-25 1976-01-10 Kobe Steel Ltd SOSENKEITOTSUBANNYORU JIDOMAAKINGUHOHOOYOBI SOCHI

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS512519A (en) * 1974-06-25 1976-01-10 Kobe Steel Ltd SOSENKEITOTSUBANNYORU JIDOMAAKINGUHOHOOYOBI SOCHI

Also Published As

Publication number Publication date
JPH0319522B2 (en) 1991-03-15

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