JPH02208326A - Rendering surface of plastic molding hydrophilic - Google Patents
Rendering surface of plastic molding hydrophilicInfo
- Publication number
- JPH02208326A JPH02208326A JP1028417A JP2841789A JPH02208326A JP H02208326 A JPH02208326 A JP H02208326A JP 1028417 A JP1028417 A JP 1028417A JP 2841789 A JP2841789 A JP 2841789A JP H02208326 A JPH02208326 A JP H02208326A
- Authority
- JP
- Japan
- Prior art keywords
- isopropylacrylamide
- solution
- hydrophilic
- poly
- plastic molding
- 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
Links
- 238000010137 moulding (plastic) Methods 0.000 title abstract 3
- 238000009877 rendering Methods 0.000 title 1
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000000034 method Methods 0.000 claims description 14
- 229920003023 plastic Polymers 0.000 claims description 14
- 239000004033 plastic Substances 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 10
- 229920000098 polyolefin Polymers 0.000 abstract description 6
- 238000005260 corrosion Methods 0.000 abstract description 2
- 230000007797 corrosion Effects 0.000 abstract description 2
- 238000000465 moulding Methods 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 12
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000010409 thin film Substances 0.000 description 3
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 239000003125 aqueous solvent Substances 0.000 description 2
- JZULKTSSLJNBQJ-UHFFFAOYSA-N chromium;sulfuric acid Chemical compound [Cr].OS(O)(=O)=O JZULKTSSLJNBQJ-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000001165 hydrophobic group Chemical group 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- URXNVXOMQQCBHS-UHFFFAOYSA-N naphthalene;sodium Chemical compound [Na].C1=CC=CC2=CC=CC=C21 URXNVXOMQQCBHS-UHFFFAOYSA-N 0.000 description 2
- 229920002401 polyacrylamide Polymers 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000004381 surface treatment Methods 0.000 description 2
- 229910000497 Amalgam Inorganic materials 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229920001903 high density polyethylene Polymers 0.000 description 1
- 239000004700 high-density polyethylene Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 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
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 description 1
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
- Paints Or Removers (AREA)
Abstract
Description
【発明の詳細な説明】
産業上の利用分野
本発明は、低い表面エネルギーをもつグラスチック成形
体の表面の親水化方法、さらに詳しくいえば、本発明は
、低い表面エネルギーをもつため臨界表面張力が低く、
水または水性溶媒のような比較的高い表面張力をもつ液
体に濡れにくい性質を有するポリフルオロカーボンやポ
リオレフィンのような固体表面を親水化するだめの新規
な製造方法に関するものである。DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention relates to a method for hydrophilizing the surface of a glass molded article having a low surface energy. is low;
The present invention relates to a novel manufacturing method for making the surface of a solid such as polyfluorocarbon or polyolefin hydrophilic, which has the property of being difficult to wet with a liquid having a relatively high surface tension such as water or an aqueous solvent.
従来の技術
ポリフルオロカーボンやポリオレフィンのようなプラス
チックは、表面エネルギーが低いため、水や水性溶媒と
の親和性を欠き、これらを含む液状組成物による表面被
覆、印刷、接着などの際に十分な効果が得られないとい
う欠点がある。Conventional Technology Plastics such as polyfluorocarbons and polyolefins have low surface energy and lack affinity with water and aqueous solvents, making it difficult to use liquid compositions containing these materials to be sufficiently effective for surface coating, printing, adhesion, etc. The disadvantage is that it cannot be obtained.
これまで、このようなプラスチックを素材とした成形体
の表面の親水化する方法としては、グロー放電、プラズ
マジェットのような高エネルギー活性線の照射により、
表面の水素引き抜きやフッ素引き抜きを行い活性化する
方法、ポリオレフィンの成形体をクロム硫酸液に浸せき
する方法、ポリフルオロカーボンの成形体を、ナトリウ
ムナフタレンのテトラヒドロフラン溶液やアルカリ金属
の水銀アマルガムで処理する方法などが知られている。Up until now, methods for making the surface of molded bodies made of plastic materials hydrophilic include glow discharge, irradiation with high-energy actinic radiation such as plasma jet, etc.
A method of activating by abstracting hydrogen or fluorine from the surface, a method of immersing a molded polyolefin in a chromium sulfuric acid solution, a method of treating a molded polyfluorocarbon with a solution of sodium naphthalene in tetrahydrofuran or a mercury amalgam of an alkali metal, etc. It has been known.
しかしながら、高エネルギー活性線を照射する方法は、
特殊な設備や装置を必要とするために、工業的方法とし
ては不適当であるし、クロム硫酸液、ナトリウムナフタ
レン、アルカリ金属などの処理剤を用いる方法は、これ
らが金属に対し腐食性を示すために、取り扱いにくい上
に、作業にも危険を伴うという欠点がある。However, the method of irradiating with high-energy actinic rays is
It is unsuitable as an industrial method because it requires special equipment and equipment, and methods that use processing agents such as chromium sulfuric acid solution, sodium naphthalene, and alkali metals are corrosive to metals. Therefore, it is difficult to handle and is dangerous to work with.
発明が解決しようとする課題
本発明は、従来方法の欠点を克服し、簡単な操作で、し
かも装置の腐食、人体への危険を伴うことなく、各種プ
ラスチック成形体の表面を親水化するための処理方法を
提供することを目的としてなされたものである。Problems to be Solved by the Invention The present invention overcomes the drawbacks of conventional methods and provides a method for making the surfaces of various plastic molded objects hydrophilic with simple operation and without corrosion of equipment or danger to the human body. This was done for the purpose of providing a processing method.
課題を解決するための手段
本発明者らは、低い表面エネルギーをもつプラスチック
成形体の表面を親水化する簡単で安全性の高い方法を開
発するために鋭意研究を重ねた結果、ポリＮ−イソプロ
ピルアクリルアミド溶液を用いて表面処理を行うことに
より、前記の目的を達成しうろことを見出し、この知見
に基づいて本発明を完成するに至った。Means for Solving the Problems The present inventors have conducted intensive research to develop a simple and highly safe method for making the surface of a plastic molded article with low surface energy hydrophilic, and as a result, they have found that polyN-isopropyl It has been discovered that the above object can be achieved by surface treatment using an acrylamide solution, and the present invention has been completed based on this knowledge.
すなわち、本発明は低い表面エネルギーをもつプラスチ
ック成形体をポリＮ−イソプロピルアクリルアミド溶液
により表面処理することを特徴と以下、本発明の詳細な
説明する。That is, the present invention is characterized in that a plastic molded article having a low surface energy is surface-treated with a poly-N-isopropylacrylamide solution.The present invention will be described in detail below.
本発明における低いエネルギーをもつプラスチックとし
ての代表的な例としては、ポリフルオロカーボン、ポリ
オレフィンを挙げることができる。Typical examples of plastics with low energy in the present invention include polyfluorocarbons and polyolefins.
また、本発明方法に用いられるポリＮ−イソプロピルア
クリルアミドは、重量平均分子量５万〜６００万の範囲
のものが適当である。このものは、通常濃度帆１〜５％
の溶液として用いられる。この溶液の溶媒としては水又
は親水性溶媒あるいはこれらの混合物が好ましい。The poly N-isopropylacrylamide used in the method of the present invention preferably has a weight average molecular weight in the range of 50,000 to 6,000,000. This stuff usually has a concentration of 1 to 5%.
It is used as a solution. The solvent for this solution is preferably water, a hydrophilic solvent, or a mixture thereof.
なお、ポリＮ−イソプロピルアクリルアミドと類似の化
学構造をもつポリアクリルアミドやポリＮ、Ｎ’−ジメ
チルアクリルアミドなどを用いた場合には、所望の親水
化が得られないことから、これはポリＮ−イソプロピル
アクリルアミドに特有の性質に由来するものと推測され
る。Note that if polyacrylamide or polyN,N'-dimethylacrylamide, which has a chemical structure similar to polyN-isopropylacrylamide, is used, the desired hydrophilization cannot be obtained, so polyN-isopropylacrylamide is used. This is presumed to be due to properties specific to acrylamide.
本発明方法は、プラスチック成形体の表面にポリＮ−イ
ソプロピルアクリルアミド溶液を塗布するか、あるいは
プラスチック成形体をポリＮ−イソプロピルアミド溶液
中に浸せきすることによって行われる。その際のプラス
チック表面における反応は次の如く進行する。The method of the present invention is carried out by applying a poly-N-isopropylacrylamide solution to the surface of a plastic molded article, or by immersing the plastic molded article in a poly-N-isopropylacrylamide solution. The reaction on the plastic surface at that time proceeds as follows.
すなわち、プラスチックとポリＮ−イソプロピルアクリ
ルアミドが接触すると、その表面に対してポリＮ−イソ
プロピルアクリルアミドの側鎖構造単位に含まれる疎水
性基が選択的に吸着した超薄膜層が形成され、かつ同じ
側鎖構造単位に含まれる親水性基はこのようにして形成
される超薄膜層が疎水結合している面とは反対側に分布
する。In other words, when plastic and polyN-isopropylacrylamide come into contact, an ultra-thin film layer is formed on the surface in which hydrophobic groups contained in the side chain structural units of polyN-isopropylacrylamide are selectively adsorbed, and The hydrophilic groups contained in the chain structural units are distributed on the side opposite to the surface where the ultra-thin film layer formed in this way has hydrophobic bonds.
その結果、プラスチック表面がこのようにして形成され
るポリＮ−イソプロピルアクリルアミドからなる分子レ
ベルの非対称構造をもつ超薄膜を介して親水化される。As a result, the plastic surface is made hydrophilic through the ultra-thin film made of polyN-isopropylacrylamide and having an asymmetric structure at the molecular level.
発明の効果
本発明は、表面エネルギーの低いポリ・フルオロカーボ
ンやポリオレフィンのようなプラスチック成形体の表面
を、簡単な操作でかつ高い安全性で容易に親水化しうる
ので、コーティング、印刷、実施例
次に、実施例により本発明をさらに詳細に説明する。Effects of the Invention The present invention can easily hydrophilize the surface of plastic molded products such as polyfluorocarbons and polyolefins with low surface energy with simple operations and high safety. The present invention will be explained in more detail with reference to Examples.
実施例１
重量平均分子量が約６０万のポリＮ−イソプロピルアク
リルアミドを水に溶解して、約帆５％の希薄水溶液に調
製する。この希薄な高分子水溶液の表面張力は室温付近
で約４８ダイン／ｃｍである。Example 1 Poly N-isopropylacrylamide having a weight average molecular weight of approximately 600,000 is dissolved in water to prepare a dilute aqueous solution having a concentration of approximately 5%. The surface tension of this dilute aqueous polymer solution is about 48 dynes/cm near room temperature.
この希薄溶液中にあらかじめ清浄化しであるポリフルオ
ロカーボン製の平板を浸せきしたところ、約５秒間でこ
の平板の表面へのポリＮ−イソプロピルアクリルアミド
の側鎖構造に含まれる疎水性基の選択的吸着が完了した
。取り出して風乾したのち、この表面の純水に対する接
触角を実測すると平均２２度であった。なお、未処理の
状態でのポリフルオロカーボンの平板表面の純水に対す
る接触角は平均１２２度であった。When a previously cleaned polyfluorocarbon flat plate was immersed in this dilute solution, hydrophobic groups contained in the side chain structure of polyN-isopropylacrylamide were selectively adsorbed onto the surface of the flat plate in about 5 seconds. Completed. After taking it out and air-drying it, the contact angle of the surface with pure water was actually measured and found to be 22 degrees on average. The contact angle of the untreated polyfluorocarbon plate surface with pure water was 122 degrees on average.
実施例２
ポリＮ−イソプロピルアクリルアミドとして重量平均分
子量が５万のものを用いた以外は、実施例１と同様に処
理し、実施例１と同様の結果を得ｌこ。Example 2 The same procedure as in Example 1 was carried out except that poly N-isopropylacrylamide having a weight average molecular weight of 50,000 was used, and the same results as in Example 1 were obtained.
実施例３
ポリＮ−イソプロピルアクリルアミドとして重量平均分
子量が６００万のものを用いた以外は、実施例１と同様
に処理し、実施例１のそれと同様の結果を得た。このこ
とよりポリＮ−イソプロピルアクリルアミドについては
、重量平均分子量が５万から６００万までの範囲で効果
が同一であり、分子量依存性はないことが分る。Example 3 The same process as in Example 1 was carried out, except that poly N-isopropylacrylamide having a weight average molecular weight of 6 million was used, and the same results as in Example 1 were obtained. This shows that for polyN-isopropylacrylamide, the effect is the same when the weight average molecular weight is in the range of 50,000 to 6,000,000, and there is no dependence on molecular weight.
実施例４
実施例１に用いたポリＮ−イソプロピルアクリルアミド
の希薄水溶液にあらかじめ表面を清浄化しである高密度
ポリエチレン類の平板を浸せきしたところ、１０秒間で
この平板の表面への選択的吸着が達成された。次にこの
平板を取り出して風乾したのち、この表面の純水に対す
る接触角を実測したところ、平均２２度であった。なお
、未処比較例１
重量平均分子量が３３万のポリＮ、Ｎ−ジメチルアクリ
ルアミドを純水に溶解して１％希薄溶液を調製し、ポリ
フルオロカーボンの平板に実施例１と同じ条件で表面処
理を施したのち、このポリフルオロカーボン製平板表面
の純水に対する接触角を実測したところ平均１２２度で
、表面の性質は不変であった。Example 4 When a flat plate of high-density polyethylene whose surface had been previously cleaned was immersed in the dilute aqueous solution of polyN-isopropylacrylamide used in Example 1, selective adsorption onto the surface of the flat plate was achieved in 10 seconds. It was done. Next, this flat plate was taken out and air-dried, and the contact angle of the surface with pure water was actually measured, and the average was 22 degrees. In addition, untreated comparative example 1 poly N,N-dimethylacrylamide having a weight average molecular weight of 330,000 was dissolved in pure water to prepare a 1% dilute solution, and a polyfluorocarbon flat plate was surface treated under the same conditions as in Example 1. The contact angle of the surface of this polyfluorocarbon flat plate with pure water was actually measured to be 122 degrees on average, and the surface properties remained unchanged.
比較例２
重量平均分子量が５８万のポリアクリルアミドの１％希
薄水溶液を調製して、ポリフルオロカーボンの平板に実
施例１と同じ条件で表面処理を施したのち、このポリフ
ルオロカーボン製平板表面の純水に対する接触角を実測
したところ平均１２２度で、表面の性質は不変であった
。Comparative Example 2 A 1% dilute aqueous solution of polyacrylamide with a weight average molecular weight of 580,000 was prepared, and a polyfluorocarbon flat plate was subjected to surface treatment under the same conditions as in Example 1. When the contact angle was actually measured, the average was 122 degrees, and the surface properties remained unchanged.
Claims (1)
リＮ−イソプロピルアクリルアミド溶液により表面処理
することを特徴とするプラスチック成形体表面の親水化
方法。1. A method for making the surface of a plastic molded object hydrophilic, which comprises treating the surface of a plastic molded object with a low surface energy with a poly-N-isopropylacrylamide solution.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1028417A JPH02208326A (en) | 1989-02-07 | 1989-02-07 | Rendering surface of plastic molding hydrophilic |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1028417A JPH02208326A (en) | 1989-02-07 | 1989-02-07 | Rendering surface of plastic molding hydrophilic |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH02208326A true JPH02208326A (en) | 1990-08-17 |
| JPH0555540B2 JPH0555540B2 (en) | 1993-08-17 |
Family
ID=12248081
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1028417A Granted JPH02208326A (en) | 1989-02-07 | 1989-02-07 | Rendering surface of plastic molding hydrophilic |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH02208326A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6855899B2 (en) | 2003-01-07 | 2005-02-15 | Pentax Corporation | Push button device having an illuminator |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60250018A (en) * | 1984-05-28 | 1985-12-10 | Mitsui Toatsu Chem Inc | Antifogging resin |
-
1989
- 1989-02-07 JP JP1028417A patent/JPH02208326A/en active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60250018A (en) * | 1984-05-28 | 1985-12-10 | Mitsui Toatsu Chem Inc | Antifogging resin |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6855899B2 (en) | 2003-01-07 | 2005-02-15 | Pentax Corporation | Push button device having an illuminator |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0555540B2 (en) | 1993-08-17 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Uchida et al. | A novel method for graft polymerization onto poly (ethylene terephthalate) film surface by UV irradiation without degassing | |
| Hozumi et al. | Spatially defined surface modification of poly (methyl methacrylate) using 172 nm vacuum ultraviolet light | |
| Wang et al. | Studies on surface graft polymerization of acrylic acid onto PTFE film by remote argon plasma initiation | |
| EP0887369B1 (en) | Process for hydrophilizing surfaces of polymeric substrates using a macroinitiator as primer | |
| RU2163246C2 (en) | Method of modifying at least part of polymer surface | |
| Xu et al. | Ozone-induced grafting phosphorylcholine polymer onto silicone film grafting 2-methacryloyloxyethyl phosphorylcholine onto silicone film to improve hemocompatibility | |
| JPH06192452A (en) | Surface modification of fluoropolymer molding by using ultraviolet laser | |
| US3375126A (en) | Composite film structure and process | |
| JPS60204884A (en) | Pretreatment of plastic material for metal plating | |
| MXPA05003831A (en) | Pretreatment method for electroless plating material and method for producing member having plated coating. | |
| Martínez-Cocoletzi et al. | Primary-amine surface functionalization of polytetrafluoroethylene films by radiation grafting of aminated polyacryloyl chloride | |
| JPH02208326A (en) | Rendering surface of plastic molding hydrophilic | |
| JPH02173127A (en) | Water-absorptive high-molecular material and its preparation | |
| Karlsson et al. | Solid-supported wettable hydrogels prepared by ozone induced grafting | |
| US5304404A (en) | Method for grafting hydrophilic monomers containing double bonds onto formed bodies with polymer surfaces | |
| KR100922281B1 (en) | Method for Adhesion between Plastic resin and Metal film | |
| JPH06256548A (en) | Method for chemically plating metal on fluoro polymer molded product | |
| Taher et al. | Preparation and properties of cationic membranes obtained by radiation grafting of vinyl monomers onto poly (tetrafluoroethylene‐perfluoropropylvinyl ether)(PFA) films | |
| JPH06172560A (en) | Method for modifying surface of fluororesin with ultraviolet laser beam | |
| JPH0192377A (en) | Pretreatment for electroless plating material | |
| Yao et al. | UV irradiation grafting of acrylamide onto dopamine-modified 316L stainless steel | |
| JPH04370123A (en) | Production of modified fluororesin | |
| KR0149054B1 (en) | New hydrophilization method of hydrophobic polymeric surface | |
| JPS6279235A (en) | Method of surface treatment for polypropylene resin molded article | |
| Dessouki et al. | Radiation grafting of acrylic and methacrylic acids onto poly (tetrafluoroethylene‐hexafluoropropylene‐vinylidene fluoride) TFB films |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term |