JPH09258003A - Contamination prevented lens - Google Patents
Contamination prevented lensInfo
- Publication number
- JPH09258003A JPH09258003A JP8066250A JP6625096A JPH09258003A JP H09258003 A JPH09258003 A JP H09258003A JP 8066250 A JP8066250 A JP 8066250A JP 6625096 A JP6625096 A JP 6625096A JP H09258003 A JPH09258003 A JP H09258003A
- Authority
- JP
- Japan
- Prior art keywords
- layer
- fluorine
- lens
- group
- hydrogen
- 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.)
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Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明はカメラ、眼鏡等に用
いられるレンズに関する。詳しくは防汚性を付与したレ
ンズに関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a lens used for cameras, spectacles and the like. Specifically, it relates to a lens having an antifouling property.
【０００２】[0002]
【従来の技術】眼鏡レンズやカメラ等のレンズには、光
の反射を押さえ、光の透過性を高めるために、通常、そ
の表面に反射防止処理が施されている。しかしながら、
レンズ特に眼鏡レンズ等では、人が使用するに際し、手
垢、指紋、汗、化粧料等の付着があり、反射防止膜を形
成させると、その付着による汚れが目立ちやすく、また
その汚れがとれにくくなる。2. Description of the Related Art The lenses of spectacle lenses, cameras and the like are usually provided with an antireflection treatment on their surfaces in order to suppress the reflection of light and enhance the transparency of light. However,
Lenses, especially spectacle lenses, have adhesion of hand marks, fingerprints, sweat, cosmetics, etc. when used by a person, and when an antireflection film is formed, stains due to the adhesion are conspicuous and are less likely to be removed. .
【０００３】そこで、汚れにくく、あるいは汚れを拭き
取りやすくするために、反射防止膜の表面に更に防汚層
を設ける工夫がなされている。例えば、特開昭６２−８
０６０３公報では、反射防止層上に末端にシラノール基
を有する有機ポリシロキサンを皮膜した眼鏡レンズが提
案されている。更に特開昭６１−２４７７４３公報で
は、プラスチック表面にポリフルオロアルキル基を含む
モノ及びジシラン化合物およびハロゲン、アルキル、ま
たはアルコキシのシラン化合物とからなる反射防止膜を
有する低反射性と防汚性を有する低反射プラスチックが
提案されている。Therefore, in order to prevent stains or to easily wipe stains off, measures are taken to further provide a stainproof layer on the surface of the antireflection film. For example, JP-A-62-8
In 0603, a spectacle lens in which an organopolysiloxane having a silanol group at the end is coated on the antireflection layer is proposed. Further, in JP-A-61-247743, a plastic surface is provided with an antireflection film composed of a mono- or disilane compound containing a polyfluoroalkyl group and a halogen, alkyl, or alkoxy silane compound, and has low reflectance and stain resistance. Low reflective plastics have been proposed.
【０００４】[0004]
【発明が解決しようとする課題】しかしながら、従来の
提案された物品の耐汚染性は、それなりに効果のあるも
のの未だ充分ではない。特に、付着した汚染物は拭き取
りにくく、また拭き取るときに水や有機溶剤を用いるた
めに、耐汚染性を発現する物質が除かれやすく、耐汚染
性の永続性に乏しい。However, although the stain resistance of the conventionally proposed articles is effective to some extent, it is not yet sufficient. In particular, the adhered contaminants are difficult to wipe off, and since water or an organic solvent is used when the contaminants are wiped off, substances exhibiting stain resistance are easily removed, and the stain resistance is poor in durability.
【０００５】本発明者はかかる事情に鑑み、防汚性に優
れたレンズを得るべく鋭意検討した結果、レンズ表面に
特定の含フッ素シラン化合物の層を形成することによ
り、汚染防止性がより高いのみならず、汚染物の除去が
容易でしかもその効果が永続することを見出し、本発明
に至った。In view of the above circumstances, the present inventor has made earnest studies to obtain a lens having excellent antifouling properties, and as a result, by forming a layer of a specific fluorine-containing silane compound on the lens surface, the antifouling property is higher. Moreover, they have found that contaminants can be removed easily and that the effect is long-lasting, leading to the present invention.
【０００６】[0006]
【課題を解決するための手段】すなわち本発明は、レン
ズ表面に一般式 化３で示され、分子量が５×１０2〜
１×１０5 の含フッ素シラン化合物の層を形成してなる
防汚性レンズである。That is, according to the present invention, the lens surface is represented by the general formula 3 and has a molecular weight of 5 × 10 2 to
It is an antifouling lens formed by forming a layer of 1 × 10 5 fluorine-containing silane compound.
【化３】 （式中、Ｒf は炭素数１〜１６の直鎖状または分岐状パ
ーフルオロアルキル基、Ｘはヨウ素または水素、Ｙは水
素または低級アルキル基、Ｚはフッ素またはトリフルオ
ロメチル基、Ｒ1 は加水分解可能な基、Ｒ2 は水素また
は不活性な一価の有機基、ａ、ｂ、ｃ、ｄは０〜２００
の整数、ｅは０または１、ｍおよびｎは０〜２の整数、
ｐは１〜１０の整数を表す。） 以下、本発明を詳細に説明する。Embedded image (In the formula, R f is a linear or branched perfluoroalkyl group having 1 to 16 carbon atoms, X is iodine or hydrogen, Y is hydrogen or a lower alkyl group, Z is a fluorine or trifluoromethyl group, and R 1 is Hydrolyzable group, R 2 is hydrogen or an inert monovalent organic group, a, b, c and d are 0 to 200
, E is 0 or 1, m and n are integers from 0 to 2,
p represents an integer of 1 to 10. Hereinafter, the present invention will be described in detail.
【０００７】[0007]
【発明の実施の形態】本発明のレンズ基材としては、ガ
ラス、プラスチック等が挙げらる。プラスチックとして
は透明であれば特に限定されるものではないが、例え
ば、アクリル系樹脂、ポリカーボネート系樹脂、ジエチ
レングリコールビスアリルカーボネート樹脂、ポリエチ
レンテレフタレート等のポリエステル系樹脂、トリアセ
チルセルロース、ジアセチルセルロース等のセルロース
系樹脂、スチレン系樹脂、塩化ビニル系樹脂等が挙げら
れる。これらの樹脂中には、耐候性改良のための紫外線
吸収剤、その他の改質用に酸化防止剤、着色剤、難燃剤
等の各種添加剤が含まれていても構わない。BEST MODE FOR CARRYING OUT THE INVENTION Examples of the lens substrate of the present invention include glass and plastic. The plastic is not particularly limited as long as it is transparent, for example, acrylic resin, polycarbonate resin, diethylene glycol bisallyl carbonate resin, polyester resin such as polyethylene terephthalate, cellulose cellulose such as triacetyl cellulose and diacetyl cellulose. Examples thereof include resins, styrene resins, vinyl chloride resins and the like. These resins may contain various additives such as an ultraviolet absorber for improving weather resistance, and other additives such as antioxidants, colorants and flame retardants for modification.
【０００８】レンズ基材表面に、直接含フッ素シラン化
合物層を設けても良いが、予め該基材表面にハードコー
ト層および／または無機化合物の層からなる反射防止膜
を付与しておいても良い。A fluorine-containing silane compound layer may be provided directly on the surface of the lens substrate, but an antireflection film composed of a hard coat layer and / or a layer of an inorganic compound may be previously provided on the surface of the substrate. good.
【０００９】ハードコート層を設けることにより基材表
面の硬度が増し傷が付きにくくなるのと同時に、表面が
平滑になるため、反射防止膜を形成する際にその密着性
が向上する。該ハードコート層としてはこの用途に用い
られる公知のものでよい。原料は例えば多官能性モノマ
ーを主成分として重合硬化させることにより得られる硬
化膜を挙げることができる。具体的にはウレタン（メ
タ）アクリレート、ポリエステル（メタ）アクリレー
ト、ポリエーテル（メタ）アクリレート等のアクリロイ
ル基、メタクリロイル基を２つ以上含んだ多官能重合性
化合物を紫外線、電子線等の活性化エネルギー線によっ
て重合硬化させた層；またはシリコン系、メラミン系、
エポキシ系の架橋性樹脂原料を熱によって架橋硬化させ
たものなどを挙げることができる。By providing the hard coat layer, the hardness of the surface of the base material is increased and scratches are less likely to occur, and at the same time, the surface becomes smooth, so that the adhesiveness is improved when the antireflection film is formed. The hard coat layer may be a known one used for this purpose. Examples of the raw material include a cured film obtained by polymerizing and curing a polyfunctional monomer as a main component. Specifically, a multifunctional polymerizable compound containing two or more acryloyl groups and methacryloyl groups such as urethane (meth) acrylate, polyester (meth) acrylate, and polyether (meth) acrylate is used for activation energy such as ultraviolet rays and electron beams. Layers polymerized and cured by rays; or silicon-based, melamine-based,
Examples thereof include those obtained by crosslinking and curing an epoxy-based crosslinkable resin material by heat.
【００１０】ハードコート層を形成させる方法として
は、まず、原料を通常のコーティング作業で用いられる
方法で、つまりスピン塗装、浸漬塗装、ロールコート塗
装、グラビアコート塗装、カーテンフロー塗装等で塗布
する。続いて用いた原料に応じた方法により硬化させ
る。この際被覆しやすくするために、あるいは被覆膜の
膜厚を調整するために該原料を種々の溶剤により希釈し
ても構わない。ハードコート層の原料層を硬化させるに
は、加熱昇温する熱重合、紫外線や電子線などの活性エ
ネルギー線の照射による光重合がある。As a method for forming the hard coat layer, first, the raw material is applied by a method used in a usual coating operation, that is, spin coating, dip coating, roll coating, gravure coating, curtain flow coating, or the like. Subsequently, it is cured by a method according to the used raw material. At this time, the raw material may be diluted with various solvents to facilitate coating or to adjust the thickness of the coating film. In order to cure the raw material layer of the hard coat layer, there are thermal polymerization by heating and heating, and photopolymerization by irradiation with active energy rays such as ultraviolet rays and electron beams.
【００１１】ハードコート層の厚さは特に限定されるも
のではないが、１〜２０μｍが好ましい。１μｍより薄
くなると上層の反射防止層の影響で光の干渉模様が現
れ、外観上好ましくない。また２０μｍより厚くなると
塗膜にひびが入るなど、膜の強度上好ましくない。The thickness of the hard coat layer is not particularly limited, but is preferably 1 to 20 μm. When the thickness is less than 1 μm, a light interference pattern appears due to the influence of the upper antireflection layer, which is not preferable in appearance. If it is thicker than 20 μm, the coating film is cracked, which is not preferable in terms of film strength.
【００１２】なお、透明基材とハードコート層との密着
性を向上させるために、透明基材とハードコート層の間
に接着層を設けても構わない。その接着層としてはこの
用途に用いられる公知のものでよい。An adhesive layer may be provided between the transparent base material and the hard coat layer in order to improve the adhesion between the transparent base material and the hard coat layer. The adhesive layer may be a known one used for this purpose.
【００１３】反射防止膜はレンズ基材の表面に直接、ま
たはレンズ基材表面に形成したハードコート層の表面に
付与する。反射防止膜は無機酸化物、または無機ハロゲ
ン化物などの無機化合物の単層または多層の薄膜からな
る公知のもので良く、真空蒸着法、イオンプレーティン
グ法、スパッタリング法などの公知の方法により形成す
る。The antireflection film is applied directly to the surface of the lens substrate or to the surface of the hard coat layer formed on the surface of the lens substrate. The antireflection film may be a known film composed of a single-layer or multi-layer thin film of an inorganic compound such as an inorganic oxide or an inorganic halide, and is formed by a known method such as a vacuum vapor deposition method, an ion plating method and a sputtering method. .
【００１４】なお、用いられる無機化合物としては、例
えば、酸化イットリウム、二酸化珪素、酸化アルミニウ
ム、酸化マグネシウム、酸化トリウム、酸化スズ、酸化
ランタン、一酸化珪素、酸化インジウム、酸化ネオジウ
ム、酸化アンチモン、酸化ジルコニウム、酸化セリウ
ム、酸化チタン、酸化ビスマスなどの無機酸化物、フッ
化カルシウム、フッ化ナトリウム、フッ化リチウム、フ
ッ化マグネシウム、フッ化ランタン、フッ化ネオジウ
ム、フッ化セリウム、フッ化鉛等の無機ハロゲン化物、
硫化亜鉛、硫化カドミウム、三硫化アンチモン等の硫化
物、セレン化亜鉛、テルル化カドミウム、テルル化鉛、
珪素、ゲルマニウム、テルルなどを挙げることができ
る。Examples of the inorganic compound used include yttrium oxide, silicon dioxide, aluminum oxide, magnesium oxide, thorium oxide, tin oxide, lanthanum oxide, silicon monoxide, indium oxide, neodymium oxide, antimony oxide, zirconium oxide. , Inorganic oxides such as cerium oxide, titanium oxide and bismuth oxide, inorganic halogens such as calcium fluoride, sodium fluoride, lithium fluoride, magnesium fluoride, lanthanum fluoride, neodymium fluoride, cerium fluoride and lead fluoride monster,
Zinc sulfide, cadmium sulfide, antimony trisulfide and other sulfides, zinc selenide, cadmium telluride, lead telluride,
Silicon, germanium, tellurium, etc. can be mentioned.
【００１５】汚染防止性を付与する含フッ素シラン化合
物は、前記一般式 化３で示さる。一般式 化３中のＲ
f は炭素数１〜１６の直鎖状または分岐状パーフルオロ
アルキル基であるが、好ましくはＣＦ3 −，Ｃ2 Ｆ
5 −，Ｃ3 Ｆ7 −である。Ｒ1 の加水分解可能な基とし
て、ハロゲン、−ＯＲ3 、−ＯＣＯＲ3 、−ＯＣ（Ｒ3)
＝Ｃ（Ｒ4)2 、−ＯＮ＝Ｃ（Ｒ3)2 、−ＯＮ＝ＣＲ5 が
好ましい（ただし、Ｒ3 は脂肪族炭化水素基または芳香
族炭化水素基、Ｒ4 は水素または低級脂肪族炭化水素
基、Ｒ5 は炭素数３〜６の二価の脂肪族炭化水素基であ
る。）。さらに好ましくは、塩素、−ＯＣＨ3 、−ＯＣ
2 Ｈ5 である。Ｒ2 は水素または不活性な一価の有機基
であるが、好ましくは、炭素数１〜４の一価の炭化水素
基である。ａ、ｂ、ｃ、ｄは０〜２００の整数である
が、好ましくは１〜５０であり、ｅは０または１であ
る。ｍおよびｎは０〜２の整数であるが、好ましくは０
である。ｐは１以上の整数であり、好ましくは１〜１０
の整数である。The fluorine-containing silane compound which imparts antifouling property is represented by the above general formula (3). R in the general formula
f is a linear or branched perfluoroalkyl group having 1 to 16 carbon atoms, preferably CF 3- , C 2 F
5 −, C 3 F 7 −. As the hydrolyzable group for R 1 , halogen, —OR 3 , —OCOR 3 , and —OC (R 3 ).
= C (R 4) 2, -ON = C (R 3) 2, -ON = CR 5 is preferred (although, R 3 is an aliphatic hydrocarbon group or an aromatic hydrocarbon group, R 4 is hydrogen or lower aliphatic Group hydrocarbon group, R 5 is a divalent aliphatic hydrocarbon group having 3 to 6 carbon atoms.). More preferably, chlorine, -OCH 3, -OC
2 H 5 . R 2 is hydrogen or an inert monovalent organic group, but is preferably a monovalent hydrocarbon group having 1 to 4 carbon atoms. a, b, c, d are integers of 0 to 200, preferably 1 to 50, and e is 0 or 1. m and n are integers of 0 to 2, preferably 0
It is. p is an integer of 1 or more, preferably 1 to 10
Is an integer.
【００１６】また分子量は５×１０2 〜１×１０5 であ
るが、好ましくは５×１０2 〜１×１０4 である。The molecular weight is 5 × 10 2 to 1 × 10 5 , and preferably 5 × 10 2 to 1 × 10 4 .
【００１７】また、上記一般式 化３で示される含フッ
素シラン化合物の好ましい構造のものとして、下記一般
式 化４で示されるものが挙げられる。Further, as a preferable structure of the fluorine-containing silane compound represented by the above general formula 3, there can be mentioned one represented by the following general formula 4.
【化４】 （式中、Ｙは水素または低級アルキル基、Ｒ1 は加水分
解可能な基、ｐは１以上の整数を、ｑは１〜５０の整数
を、ｍは０〜２の整数を表す。）Embedded image (In the formula, Y represents hydrogen or a lower alkyl group, R 1 represents a hydrolyzable group, p represents an integer of 1 or more, q represents an integer of 1 to 50, and m represents an integer of 0 to 2.)
【００１８】これらの含フッ素シラン化合物は市販のパ
ーフルオロポリエーテルをシラン処理することによって
得ることができる。例えば、特開平１−２９４７０９号
公報に開示のあるごとくである。These fluorine-containing silane compounds can be obtained by silane treatment of commercially available perfluoropolyether. For example, as disclosed in Japanese Patent Application Laid-Open No. 1-294709.
【００１９】含フッ素シラン化合物の層はレンズ基材の
表面に直接、ハードコート層の表面または反射防止膜の
表面に形成される。含フッ素シラン化合物層を形成させ
るには、ハードコート層の形成の際の原料塗布と同様な
塗布方法によればよい。すなわち、スピン塗装、浸漬塗
装、ロールコート塗装、グラビアコート塗装、カーテン
フロー塗装等が用いられる。なお、塗布する際には溶剤
で希釈する方が塗布しやすい。その溶剤としては、パー
フルオロヘキサン、パーフルオロメチルシクロヘキサ
ン、パーフルオロ−１，３−ジメチルシクロヘキサン等
が挙げられる。The layer of the fluorine-containing silane compound is formed directly on the surface of the lens substrate, on the surface of the hard coat layer or on the surface of the antireflection film. The fluorine-containing silane compound layer may be formed by the same coating method as the raw material coating for forming the hard coat layer. That is, spin coating, dip coating, roll coating, gravure coating, curtain flow coating and the like are used. In addition, when applying, it is easier to dilute with a solvent. Examples of the solvent include perfluorohexane, perfluoromethylcyclohexane, perfluoro-1,3-dimethylcyclohexane and the like.
【００２０】また、含フッ素シラン化合物層は前述した
方法以外に真空蒸着法により設けることもできる。その
際には原料化合物は高濃度、または希釈溶剤なしに使用
することができる。Further, the fluorine-containing silane compound layer can be provided by a vacuum deposition method other than the above-mentioned method. In that case, the starting compound can be used at a high concentration or without a diluting solvent.
【００２１】含フッ素シラン化合物層の厚さは特に限定
されるものではないが、０．００１〜０．５μｍ、好ま
しくは０．００１〜０．０３μｍである。０．００１μ
ｍより薄いと防汚効果が乏しくなり、０．５μｍより厚
くなると表面がべたつくので好ましくない。また防汚層
を反射防止膜表面に設けた場合には、防汚層の厚さが
０．０３μｍより厚くなると反射防止効果が低下するた
め好ましくない。The thickness of the fluorine-containing silane compound layer is not particularly limited, but is 0.001 to 0.5 μm, preferably 0.001 to 0.03 μm. 0.001μ
If it is thinner than m, the antifouling effect becomes poor, and if it is thicker than 0.5 μm, the surface becomes sticky, which is not preferable. Further, when the antifouling layer is provided on the surface of the antireflection film, if the thickness of the antifouling layer is more than 0.03 μm, the antireflection effect decreases, which is not preferable.
【００２２】[0022]
【発明の効果】本発明のレンズは、汚染防止性が高く、
その効果が永続し、しかも汚染物の除去が容易である。The lens of the present invention has a high anti-staining property,
The effect is permanent, and contaminants can be easily removed.
【００２３】[0023]
【実施例】以下、本発明を実施例により更に詳細に説明
するが、本発明は実施例に限定されるものではない。な
お、実施例において各種の物性の評価試験方法は以下の
通りである。 （１）水に対する接触角；接触角計（ＣＡ−Ａ型：協和
界面科学（株））を使用し、室温下で直径１．０ｍｍの
水滴を針先につくり、これを基材の表面に触れさせて液
滴を作った。このときに生ずる液滴と面との角度を測定
し接触角とした。 （２）耐久性；セルロース製不織布（ベンコット：旭化
成）により、基材の表面を２０往復拭き取った後に、前
述した方法で水に対する接触角を測定することで耐久性
試験を行った。 （３）指紋の付着性；基材表面に右手親指を三秒間押し
つけて、指紋を付着させて、そのつき易さあるいは目立
ち易さを目視判定した。判定基準は次の通りとした。 ○：指紋の付着が少なく、付いた指紋が目立たない。 ×：指紋の付着が明確に認識できる。 （４）指紋の拭き取り性；付着した指紋をセルロース製
不織布で拭き取り、指紋のとれ易さを目視判定した。判
定基準は以下の通りとした。 ○：指紋を完全に拭き取ることができる。 △：指紋の拭き取り跡が残る。 ×：指紋の拭き取り跡が広がり、除去することが困難で
ある。EXAMPLES Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited to the examples. In addition, the evaluation test method of various physical properties in an Example is as follows. (1) Contact angle with water: Using a contact angle meter (CA-A type: Kyowa Interface Science Co., Ltd.), water droplets with a diameter of 1.0 mm were made on the needle tip at room temperature, and this was applied to the surface of the substrate. Drops were made by touching. The angle between the droplet and the surface generated at this time was measured and defined as the contact angle. (2) Durability: A durability test was conducted by wiping the surface of the substrate 20 times with a nonwoven fabric made of cellulose (Bencot: Asahi Kasei), and then measuring the contact angle with water by the method described above. (3) Fingerprint adhesion: The thumb of the right hand was pressed against the surface of the substrate for 3 seconds to attach the fingerprint, and the easiness of sticking or the conspicuousness was visually determined. The criteria were as follows. ◯: The amount of fingerprints attached is small and the attached fingerprints are inconspicuous. ×: Fingerprint adhesion can be clearly recognized. (4) Wipeability of fingerprints: The attached fingerprints were wiped off with a non-woven fabric made of cellulose, and the ease of removing the fingerprints was visually evaluated. The criteria were as follows. ：: The fingerprint can be completely wiped off. Δ: A fingerprint is wiped off. X: The trace of wiping off the fingerprint spreads, and it is difficult to remove it.
【００２４】実施例１ 下式 化５で示される含フッ素シラン化合物（分子量：
約５０００、ダイキン工業（株）製）をパーフルオロヘ
キサンで希釈して濃度が２．０ｇ／Ｌの溶液とした。Example 1 Fluorine-containing silane compound represented by the following formula (5) (molecular weight:
About 5000, manufactured by Daikin Industries, Ltd. was diluted with perfluorohexane to obtain a solution having a concentration of 2.0 g / L.
【００２５】[0025]
【化５】 ガラス製のレンズをこの溶液に浸漬し、１５ｃｍ／分の
速度で引き上げて塗布した。塗布後は室温条件下で一昼
夜放置して溶剤を揮散させ、含フッ素シラン化合物の層
が付与されたガラスレンズを得た。各種物性を評価した
結果を表１に示した。Embedded image A glass lens was dipped in this solution and pulled up at a rate of 15 cm / minute to apply the solution. After the application, the solvent was volatilized by leaving it for one day under room temperature conditions to obtain a glass lens having a layer of a fluorine-containing silane compound. Table 1 shows the results of evaluating various physical properties.
【００２６】実施例２ ガラスレンズの表面に特開昭５６−１１３１０１号公報
の実施例に準じて、真空蒸着装置（（株）シンクロン
製；ＢＭＣ−７００）を用い、二酸化珪素、酸化チタ
ン、二酸化珪素、酸化チタン、二酸化珪素の順序で５層
の薄膜を形成し、反射防止膜を形成させた。このガラス
レンズを用いて実施例１と同様にして、含フッ素シラン
化合物の層を形成したガラスレンズを得た。各種物性を
評価した結果を表１に示した。Example 2 Silicon dioxide, titanium oxide, and dioxide were formed on the surface of a glass lens by using a vacuum vapor deposition apparatus (manufactured by Syncron Co., Ltd .; BMC-700) according to the example of JP-A-56-113101. Five layers of thin films were formed in the order of silicon, titanium oxide, and silicon dioxide to form an antireflection film. Using this glass lens, a glass lens on which a layer of a fluorine-containing silane compound was formed was obtained in the same manner as in Example 1. Table 1 shows the results of evaluating various physical properties.
【００２７】実施例３ ポリカーボネート樹脂製のレンズにプライマー液ＣＰ１
１０８（日本エーアールシー（株）製）を浸漬塗布し１
時間室温で乾燥させた後、ハードコート液クリスタルコ
ートＣ−２２０（日本エーアールシー（株）製）を浸漬
塗布した。室温で１時間乾燥させた後１１０℃で１時間
加熱硬化させた。得られた表面硬化ポリカーボネート樹
脂製レンズを用いて実施例１と同様にして、含フッ素シ
ラン化合物の層を形成したガラスレンズを得た。各種物
性を評価した結果を表１に示した。Example 3 Primer liquid CP1 was applied to a polycarbonate resin lens.
108 (manufactured by Nippon ARC Co., Ltd.) is applied by dipping 1
After being dried at room temperature for a period of time, a hard coat liquid Crystal Coat C-220 (manufactured by Nippon ARC Co., Ltd.) was applied by dipping. It was dried at room temperature for 1 hour and then heat-cured at 110 ° C. for 1 hour. Using the surface-cured polycarbonate resin lens thus obtained, a glass lens having a layer of a fluorine-containing silane compound was obtained in the same manner as in Example 1. Table 1 shows the results of evaluating various physical properties.
【００２８】実施例４ 実施例３と同様にして作成した表面硬化ポリカーボネー
ト樹脂製レンズの表面に実施例２と同様の方法で反射防
止膜を形成させた。さらにこのレンズを用いて実施例１
と同様にして、含フッ素シラン化合物の層を形成したガ
ラスレンズを得た。各種物性を評価した結果を表１に示
した。Example 4 An antireflection film was formed on the surface of a surface-hardened polycarbonate resin lens prepared in the same manner as in Example 3 by the same method as in Example 2. Furthermore, using this lens, Example 1
A glass lens having a layer of a fluorinated silane compound formed was obtained in the same manner as in. Table 1 shows the results of evaluating various physical properties.
【００２９】実施例５ ポリメチルメタクリレート樹脂製レンズの表面に、固形
分が３０％となるようにトルエンで希釈したウレタンア
クリレート系ハードコート剤（ユニディック１７−８０
６：大日本インキ化学工業（株））を浸漬塗布し、室温
で３０分間乾燥した後に、１２０Ｗのメタルハライドラ
ンプ（アイグラフィックス社製ＵＢ０４５１）を２０ｃ
ｍの距離から１０秒間照射することにより硬化膜を形成
させた。この硬化膜上に実施例２と同様の方法で反射防
止膜を形成させた。さらにこのレンズを用いて実施例１
と同様にして、含フッ素シラン化合物の層を形成したガ
ラスレンズを得た。各種物性を評価した結果を表１に示
した。Example 5 A urethane acrylate-based hard coating agent (Unidick 17-80) diluted with toluene to a solid content of 30% on the surface of a polymethylmethacrylate resin lens.
6: Dainippon Ink and Chemicals Co., Ltd. was applied by dipping and dried at room temperature for 30 minutes, and then a 120W metal halide lamp (UB0451 manufactured by Eye Graphics Co., Ltd.) was used for 20c.
A cured film was formed by irradiating from a distance of m for 10 seconds. An antireflection film was formed on this cured film in the same manner as in Example 2. Furthermore, using this lens, Example 1
A glass lens having a layer of a fluorinated silane compound formed was obtained in the same manner as in. Table 1 shows the results of evaluating various physical properties.
【００３０】比較例１ 実施例１において、含フッ素シラン化合物の層を形成せ
ずに、ガラスレンズをそのまま評価した。各種物性を評
価した結果を表１に示した。Comparative Example 1 In Example 1, the glass lens was directly evaluated without forming the layer of the fluorine-containing silane compound. Table 1 shows the results of evaluating various physical properties.
【００３１】比較例２ 実施例３の表面硬化ポリカーボネート樹脂製レンズを、
含フッ素シラン化合物の層を形成せずに評価した。各種
物性を評価した結果を表１に示した。Comparative Example 2 The surface-hardened polycarbonate resin lens of Example 3 was
The evaluation was performed without forming a layer of the fluorine-containing silane compound. Table 1 shows the results of evaluating various physical properties.
【００３２】比較例３ 実施例５の反射防止ポリメチルメタクリレート樹脂製レ
ンズを、含フッ素シラン化合物の層を形成せずに評価し
た。各種物性を評価した結果を表１に示した。Comparative Example 3 The antireflection polymethylmethacrylate resin lens of Example 5 was evaluated without forming a layer of a fluorine-containing silane compound. Table 1 shows the results of evaluating various physical properties.
【００３３】比較例４ C8F17C2H4Si(OCH3)3をイソプロピルアルコールで希釈し
２．０ｇ／Ｌの溶液を調整し、その溶液１００部に対し
０．１規定の塩酸水溶液を３部添加したものを処理液と
した。含フッ素シラン化合物の層を形成する前の実施例
１と同じガラスレンズにこの処理液を浸漬塗布し、室温
で１時間乾燥後１１０℃で１時間加熱硬化させ、含フッ
素シラン化合物の層を形成させたガラスレンズを得た。
各種物性を評価した結果を表１に示した。Comparative Example 4 C 8 F 17 C 2 H 4 Si (OCH 3 ) 3 was diluted with isopropyl alcohol to prepare a 2.0 g / L solution, and a 0.1 N hydrochloric acid aqueous solution was added to 100 parts of the solution. Was added as a treatment liquid. The same glass lens as in Example 1 before forming the layer of the fluorine-containing silane compound was dip-coated with this treatment liquid, dried at room temperature for 1 hour, and then heat-cured at 110 ° C. for 1 hour to form a layer of the fluorine-containing silane compound. The obtained glass lens was obtained.
Table 1 shows the results of evaluating various physical properties.
【００３４】比較例５ 含フッ素シラン化合物の層を形成する前の実施例３と同
じ表面硬化ポリカーボネート樹脂製レンズを、比較例４
と同様の方法で含フッ素シラン化合物の層を形成させた
レンズを得た。各種物性を評価した結果を表１に示し
た。Comparative Example 5 The same surface-hardened polycarbonate resin lens as in Example 3 before forming the layer of the fluorine-containing silane compound was used as Comparative Example 4.
A lens on which a layer of a fluorinated silane compound was formed was obtained in the same manner as in. Table 1 shows the results of evaluating various physical properties.
【００３５】比較例６ 含フッ素シラン化合物の層を形成する前の実施例５と同
じ反射防止ポリメチルメタクリレート樹脂製レンズを、
比較例４と同様の方法で含フッ素シラン化合物の層を形
成させたレンズを得た。各種物性を評価した結果を表１
に示した。Comparative Example 6 The same anti-reflection polymethylmethacrylate resin lens as in Example 5 before forming a layer of a fluorine-containing silane compound was used.
A lens on which a layer of a fluorine-containing silane compound was formed was obtained by the same method as in Comparative Example 4. Table 1 shows the results of evaluating various physical properties.
It was shown to.
【００３６】[0036]
【表１】 [Table 1]
Claims (3)
分子量が５×１０2〜１×１０5 の含フッ素シラン化合
物の層を形成してなる防汚性レンズ。 【化１】 （式中、Ｒf は炭素数１〜１６の直鎖状または分岐状パ
ーフルオロアルキル基、Ｘはヨウ素または水素、Ｙは水
素または低級アルキル基、Ｚはフッ素またはトリフルオ
ロメチル基、Ｒ1 は加水分解可能な基、Ｒ2 は水素また
は不活性な一価の有機基、ａ、ｂ、ｃ、ｄは０〜２００
の整数、ｅは０または１、ｍおよびｎは０〜２の整数、
ｐは１〜１０の整数を表す。）1. A lens surface represented by the general formula:
An antifouling lens formed by forming a layer of a fluorine-containing silane compound having a molecular weight of 5 × 10 2 to 1 × 10 5 . Embedded image (In the formula, R f is a linear or branched perfluoroalkyl group having 1 to 16 carbon atoms, X is iodine or hydrogen, Y is hydrogen or a lower alkyl group, Z is a fluorine or trifluoromethyl group, and R 1 is Hydrolyzable group, R 2 is hydrogen or an inert monovalent organic group, a, b, c and d are 0 to 200
, E is 0 or 1, m and n are integers from 0 to 2,
p represents an integer of 1 to 10. )
示される請求項１記載の防汚性レンズ。 【化２】 （式中、Ｙは水素または低級アルキル基、Ｒ1 は加水分
解可能な基、ｒは１〜１０の整数を、ｑは１〜５０の整
数を、ｍは０〜２の整数を表す。）2. The antifouling lens according to claim 1, wherein the fluorine-containing silane compound is represented by the general formula: Embedded image (In the formula, Y represents hydrogen or a lower alkyl group, R 1 represents a hydrolyzable group, r represents an integer of 1 to 10, q represents an integer of 1 to 50, and m represents an integer of 0 to 2.)
の間にハードコート層および／または無機化合物の層か
らなる反射防止膜が介在する請求項１記載の防汚性レン
ズ。3. The antifouling lens according to claim 1, wherein an antireflection film composed of a hard coat layer and / or an inorganic compound layer is interposed between the lens surface and the fluorine-containing silane compound layer.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8066250A JPH09258003A (en) | 1996-03-22 | 1996-03-22 | Contamination prevented lens |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8066250A JPH09258003A (en) | 1996-03-22 | 1996-03-22 | Contamination prevented lens |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH09258003A true JPH09258003A (en) | 1997-10-03 |
Family
ID=13310440
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8066250A Withdrawn JPH09258003A (en) | 1996-03-22 | 1996-03-22 | Contamination prevented lens |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH09258003A (en) |
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