JPS6142036B2 - - Google Patents

Info

Publication number
JPS6142036B2
JPS6142036B2 JP58176717A JP17671783A JPS6142036B2 JP S6142036 B2 JPS6142036 B2 JP S6142036B2 JP 58176717 A JP58176717 A JP 58176717A JP 17671783 A JP17671783 A JP 17671783A JP S6142036 B2 JPS6142036 B2 JP S6142036B2
Authority
JP
Japan
Prior art keywords
resin
water
dyeing
tetrazolium
photosensitive
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
Application number
JP58176717A
Other languages
Japanese (ja)
Other versions
JPS5982477A (en
Inventor
Kanenori Yoshida
Tatsuo Masaki
Koji Kumagai
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.)
Toppan Inc
Original Assignee
Toppan Printing Co Ltd
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 Toppan Printing Co Ltd filed Critical Toppan Printing Co Ltd
Priority to JP58176717A priority Critical patent/JPS5982477A/en
Publication of JPS5982477A publication Critical patent/JPS5982477A/en
Publication of JPS6142036B2 publication Critical patent/JPS6142036B2/ja
Granted legal-status Critical Current

Links

Description

【発明の詳細な説明】 本発明はヒドロキシメタクリレート樹脂または
これを主要モノマー成分とする樹脂への染色方法
に関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for dyeing a hydroxy methacrylate resin or a resin containing this as a main monomer component.

ヒドロキシメタクリレート樹脂は、ヒドロキシ
ル基を有する分子構造により水に不溶性でありな
がら、吸湿性および水膨潤性がきわめてすぐれた
樹脂として特徴がある。そして、従来からこの樹
脂をフイルム、膜、成形物などに加工し、この性
質を生かした応用物がいくつか開発されている。
これらはそれぞれ用途に応じて染色したり、文
字、絵柄等の画像を印刷する必要が当然生ずる。
しかしながら、この樹脂の特性から、水あるいは
水蒸気の雰囲気の中で使われるため、通常の油性
インキによる印刷は不可能であり、また水性のイ
ンキまたは染色液を用いて印刷、染色できても、
その画像は樹脂が水で膨潤するため染着されず溶
出してしまう。
Hydroxy methacrylate resin is characterized as a resin that is insoluble in water due to its molecular structure having a hydroxyl group, and yet has extremely excellent hygroscopicity and water-swellability. Since then, this resin has been processed into films, membranes, molded products, etc., and several applied products that take advantage of this property have been developed.
It is natural that these materials need to be dyed or printed with images such as letters and designs depending on their purpose.
However, due to the characteristics of this resin, it is used in an atmosphere of water or steam, so printing with normal oil-based ink is impossible, and even if it is possible to print and dye using water-based ink or dyeing liquid,
Because the resin swells with water, the image is not dyed and is eluted.

従来から試みられている例を挙げると、例えば
ヒドロキシメタクリレート樹脂を水溶性染料溶液
に接触させると容易に染色され鮮明な画像が得ら
れるが、これを水中に長く保存すると次第に染料
が溶出し、画像が消えてしまう。また、油性溶剤
中に染料、顔料、バインダー樹脂等を溶解、分散
させた一般的なインキにてこの樹脂成品表面に印
刷すると一時的には鮮明に印刷できても、水中に
長く保存するとインキの接着力が弱くなり、印刷
画像は次第にうすくなる。以上の例のように、ヒ
ドロキシメタクリレート樹脂製品への印刷、染色
を行なう場合、普通に考えられるインキの接着力
を利用する方法や、樹脂への単なる染色による方
法は不適当であることが明らかとなつた。
To give an example that has been attempted in the past, for example, when hydroxy methacrylate resin is brought into contact with a water-soluble dye solution, it is easily dyed and a clear image is obtained, but if it is kept in water for a long time, the dye gradually dissolves and the image becomes blurred. disappears. In addition, if you print on the surface of this resin product with a general ink made by dissolving and dispersing dyes, pigments, binder resin, etc. in an oil-based solvent, you may be able to print clearly temporarily, but if you keep it in water for a long time, the ink will fade. The adhesive strength weakens and the printed image gradually becomes fainter. As shown in the above examples, when printing and dyeing hydroxymethacrylate resin products, it is clear that the commonly thought of methods that utilize the adhesive strength of ink or methods that simply dye the resin are inappropriate. Summer.

本発明は、この点を考慮して鋭意研究の結果成
されたものであり、その要旨とするところは、ヒ
ドロキシエチルメタアクリレートまたはこれを主
要なモノマー成分とする樹脂への染色方法におい
て、該樹脂の所望の部分に感光性を有するテトラ
ゾリウム塩を浸透させた後、該樹脂を感光性を有
するテトラゾリウム塩が吸収する光で露光するこ
とを特徴とする染色方法であり、従来の欠点を原
理的に解消するきわめて有効な方法であつて、こ
の発明の基本となる水不溶化処理により、染料が
樹脂の高分子網目構造内にからまり、樹脂を水で
膨潤させても流れ出すことがなく、極めて安定な
染着画像を形成することができる。
The present invention was achieved as a result of intensive research in consideration of this point, and its gist is to provide a method for dyeing hydroxyethyl methacrylate or a resin containing this as a main monomer component. This dyeing method is characterized by infiltrating a desired portion of the resin with a photosensitive tetrazolium salt and then exposing the resin to light absorbed by the photosensitive tetrazolium salt. This is an extremely effective method for solving the problem, and the water insolubilization treatment that is the basis of this invention entangles the dye within the polymer network structure of the resin, making it extremely stable and does not flow out even when the resin is swollen with water. A dyed image can be formed.

次に本発明のさらに具体的な説明をする。 Next, the present invention will be explained in more detail.

まず、感光性を有するテトラゾリウム塩類であ
るが、この塩類は水溶性であり、このヒドロキシ
メタクリレート樹脂に対して強い親和力がある。
この塩類を含む染色液またはインキを用いて樹脂
と接触させると樹脂内に浸透される。この状態で
は無色であるが、その後、テトラゾリウム塩の浸
透させた樹脂を紫外光で露光すると、樹脂内に水
不溶液をフオルマザン色素を生成させ、安定な染
着画像を形成することができる。感光性を有する
テトラゾリウム塩類はその誘導体として多種市販
されているが、その代表例を挙げると2・3・5
−Tri Phenyl tetrazolium Chloride、Tetrazol
Red、Tetrazolium Violet、Tetrazolium
Purple、Nitro Blue Tetrazolium等がある。
First, there are tetrazolium salts that have photosensitivity, but these salts are water-soluble and have a strong affinity for the hydroxymethacrylate resin.
When a dye solution or ink containing these salts is brought into contact with the resin, it penetrates into the resin. Although it is colorless in this state, if the resin impregnated with the tetrazolium salt is then exposed to ultraviolet light, an aqueous insoluble formazan dye is generated within the resin, making it possible to form a stable dyed image. A variety of photosensitive tetrazolium salts are commercially available as derivatives, but representative examples include 2, 3, and 5.
−Tri Phenyl tetrazolium Chloride, Tetrazol
Red, Tetrazolium Violet, Tetrazolium
There are Purple, Nitro Blue Tetrazolium, etc.

ヒドロキシメタクリレート樹脂の応用例として
最近ソフトコンタクトレンズが注目されている。
この樹脂が水に膨潤した状態は軟かくて親水性で
あるため眼の中に装着した際に異和感がないこと
がコンタクトレンズ材として最適であるからであ
る。このコンタクトレンズは使用者によつてわん
曲率、レンズの度が異なるので、これを区別する
ためにレンズの周辺近傍に符号および番号を表示
しなければならない。しかも、この表示は実際の
使用と同じ状態すなわち水に充分膨潤した状態で
曲率および度を測定した直後に、したがつて水に
充分膨潤した状態で行なう必要がある。さらに表
示された印字はこのレンズの装着中はもちろん、
その他多数回の沸湯水中での煮沸消毒操作中にお
いても絶対に消滅してはならない。このような特
殊条件下での印字には本発明の印字方法がきわめ
て有効である。
Soft contact lenses have recently attracted attention as an example of the application of hydroxy methacrylate resins.
This is because when this resin is swollen in water, it is soft and hydrophilic, so it is ideal as a contact lens material because it does not cause any discomfort when worn in the eye. Since the curvature and lens power of this contact lens differ depending on the user, a code and a number must be displayed near the periphery of the lens to distinguish them. Furthermore, this display must be performed immediately after measuring the curvature and degree in the same state as in actual use, that is, in a state sufficiently swollen in water, and therefore in a state sufficiently swollen in water. Furthermore, the displayed print will not only be displayed while this lens is attached, but also
In addition, it must never disappear even during boiling sterilization operations in boiling water many times. The printing method of the present invention is extremely effective for printing under such special conditions.

以下実施例について説明する。 Examples will be described below.

実施例 1 2−ヒドロキシエチルメタアクリレート樹脂を
トリアセテートフイルムベースに均一に塗布した
フイルムを2・3・5−トリフエニルテトラゾリ
ウムクロライドの20%水溶液に約15分間浸漬(下
漬け)し、これを取り出し、表面に付着した溶液
を除去した後、この透明フイルム上に2kW水銀
灯から透過原稿を通して5分間投影すると鮮明な
赤色画像が形成された。その後、このフイルムを
温湯中に浸漬し、非画像部のテトラゾリウム塩を
溶出した。この方法で染色したフイルムの染着性
を調べるためにこのフイルムを沸騰水中で数時間
煮沸(堅牢試験)したが、色が薄くなることな
く、堅牢な染着ができたことが確められた。尚、
その他の感光性を有するテトラゾリウム塩を用い
て同様の操作で染着したところ、ほぼ同様の結果
を得た。
Example 1 A film in which 2-hydroxyethyl methacrylate resin was uniformly applied to a triacetate film base was immersed (undersoaked) in a 20% aqueous solution of 2,3,5-triphenyltetrazolium chloride for about 15 minutes, and then taken out. After removing the solution adhering to the surface, a clear red image was formed on this transparent film by projecting it from a 2kW mercury lamp through a transparent original for 5 minutes. Thereafter, this film was immersed in hot water to elute the tetrazolium salt in the non-image area. In order to examine the dyeing properties of the film dyed using this method, the film was boiled in boiling water for several hours (fastness test), and it was confirmed that the color did not fade and the dyeing was strong. . still,
When dyeing was carried out in the same manner using other photosensitive tetrazolium salts, almost the same results were obtained.

Claims (1)

【特許請求の範囲】[Claims] 1 ヒドロキシエチルメタアクリレートまたはこ
れを主要なモノマー成分とする樹脂への染色方法
において、該樹脂の所望の部分に感光性を有する
テトラゾリウム塩を浸透させた後、該樹脂を感光
性を有するテトラゾリウム塩が吸収する光で露光
することを特徴とする染色方法。
1. In a method for dyeing hydroxyethyl methacrylate or a resin containing it as a main monomer component, a desired portion of the resin is infiltrated with a photosensitive tetrazolium salt, and then the resin is dyed with a photosensitive tetrazolium salt. A dyeing method characterized by exposure with absorbing light.
JP58176717A 1983-09-24 1983-09-24 Dyeing method Granted JPS5982477A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP58176717A JPS5982477A (en) 1983-09-24 1983-09-24 Dyeing method

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP58176717A JPS5982477A (en) 1983-09-24 1983-09-24 Dyeing method

Publications (2)

Publication Number Publication Date
JPS5982477A JPS5982477A (en) 1984-05-12
JPS6142036B2 true JPS6142036B2 (en) 1986-09-18

Family

ID=16018531

Family Applications (1)

Application Number Title Priority Date Filing Date
JP58176717A Granted JPS5982477A (en) 1983-09-24 1983-09-24 Dyeing method

Country Status (1)

Country Link
JP (1) JPS5982477A (en)

Also Published As

Publication number Publication date
JPS5982477A (en) 1984-05-12

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