JPH0261969B2 - - Google Patents
Info
- Publication number
- JPH0261969B2 JPH0261969B2 JP16263882A JP16263882A JPH0261969B2 JP H0261969 B2 JPH0261969 B2 JP H0261969B2 JP 16263882 A JP16263882 A JP 16263882A JP 16263882 A JP16263882 A JP 16263882A JP H0261969 B2 JPH0261969 B2 JP H0261969B2
- Authority
- JP
- Japan
- Prior art keywords
- treatment
- hydrophilic
- making
- polymeric
- irradiation
- 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
- 239000000126 substance Substances 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 10
- 239000000178 monomer Substances 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 2
- 238000011282 treatment Methods 0.000 description 10
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 5
- 238000004381 surface treatment Methods 0.000 description 5
- -1 alicyclic alcohols Chemical class 0.000 description 4
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- 229920006267 polyester film Polymers 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 239000004342 Benzoyl peroxide Substances 0.000 description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 2
- 239000012965 benzophenone Substances 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000004898 kneading Methods 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 229920005990 polystyrene resin Polymers 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 description 1
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- NGFPWHGISWUQOI-UHFFFAOYSA-N 2-sec-butylphenol Chemical compound CCC(C)C1=CC=CC=C1O NGFPWHGISWUQOI-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- QSJXEFYPDANLFS-UHFFFAOYSA-N Diacetyl Chemical group CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 1
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 241000981595 Zoysia japonica Species 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- 238000003475 lamination Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 238000009832 plasma treatment Methods 0.000 description 1
- 229920006350 polyacrylonitrile resin Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 238000012719 thermal polymerization Methods 0.000 description 1
Description
本発明は高分子物質表面の親水性化方法に関す
る。
高分子物質表面の親水性化は、その表面に接着
性、濡れ、生体適合性、帯電性、染色性などの特
性を付与するため、さまざまな処理手段を用いて
行われる。
例えば、ラミネート熱処理、放射線処理、プラ
ズマ処理、光照射処理などである。とりわけ熱処
理、光照射処理によるグラフト処理については、
学問的にも極めて興味深い対象として過去より、
数多く研究され、それに用いられるモノマーとし
ては、メチロールアクリルアミド、スチレン、ア
クリロニトリル、グリシジルメタクリレート、メ
タクリル酸メチル、メタクリルアミド、アクリル
アミド、酢酸ビニル、アクリル酸などがあり、高
分子物質の機能向上を目途として現在も広く研究
が進められている。しかるに、実際的意味におい
て、高分子物質表面の親水性化、就中、帯電防
止、流滴性、防電性などを付与するための現実的
手段が見い出されていないのが実情であり、多く
は、練り込み、あるいは表面塗布により、その目
的を達しているに過ぎず、これらによる一時的な
処理に依存しているのが現状である。
本発明者らは、高分子物質表面に半永久的な親
水性加工、とりわけ防電、防曇処理を施すため
種々のモノマー類の表面グラフト処理について鋭
意研究した結果、極めて優れた性能を有するモノ
マーならびにその処理方法を見い出すに至り、本
発明に到達したものである。
即ち、高分子物質表面を親水性化するに際し、
一般式
（ただし、式中ＲはC5〜C18のアルキル、アラ
ルキルまたはアルキルアリール基、R1はエチレ
ン基、R2はプロピレン、またはブチレン基、Ｘ
はＨまたはCH3、およびｎは４以上の整数、ｍは
０または整数、かつｎ＋ｍ＝４〜100である。）
で示されるモノマーを加熱もしくは光照射により
高分子物質表面にグラフト化させることを特徴と
する高分子物質表面の親水性化方法を提供するも
のである。
本発明において、前記一般式(1)で示される化合
物は、アミルアルコール、オクチルアルコール、
ラウリルアルコール、ステアリルアルコールとい
つたアルコール類、もしくはシクロヘキシルアル
コールなどのアリサイクリツクなアルコール類あ
るいはクレゾール、Sec−ブチルフエノール、ノ
ニルフエノールなどのアルキル置換フエノールも
しくは非置換フエノール類に公知の方法でエチレ
ンオキシドおよび／またはプロピレンオキシドお
よび／またはブチレンオキシドを付加せしめて得
られる化合物にアクリル酸、メタクリル酸、アク
リル酸エステル、もしくはメタクリル酸エステル
を縮合せしめて得られる化合物である。
また、本発明において高分子物質とは、主とし
て合成高分子化合物であり、ポリエステル、ポリ
アミド、ポリアクリロニトリルといつた合成繊維
から、ポリエステル樹脂、ポリアミド樹脂、アク
リル樹脂、ポリスチレン樹脂、ABS樹脂などの
合成樹脂の成型品およびフイルムをいう。
これら高分子物質の表面処理方法としては、上
記一般式(1)で示されるモノマーの水溶液あるいは
酢酸エチル、トルエンなどの乾燥性の高い、非反
応性溶媒溶液を種々の処理手段、例えば浸漬、ス
プレー、コーテイングなどの方法による表面塗布
を行つたのち、そのままもしくは乾燥後、熱処理
の場合は、100〜180℃にて30秒〜30分、UV（柴
外線）照射の場合、主として300〜450mμに最大
波長をもつ光で10秒〜５分間の照射を好ましくは
N2雰囲気中で行うことにより表面処理を行う。
この場合、熱重合においては、例えば過硫酸ア
ンモニウム、過酸化ラウロイル、過酸化ベンゾイ
ルなどを共存せしめるのが好ましく、また光照射
の場合は、ベンゾフエノン、ビアセチル、ベンゾ
イルアルキルエーテル、過酸化ベンゾイルなど増
感剤を共存させることが好ましい。
また、表面処理後は、水洗もしくは溶剤洗浄を
行い、未グラフトモノマーおよび高分子物質表面
上の重合物を洗浄してもよい。
以上のとおり、極めて簡便な方法で表面処理さ
れた高分子物質の表面は、驚嘆すべきことに極め
て好適な親水性化を示し、防電、防曇性、流滴処
理などが、半永久的に完遂することができる。
以下本発明を実施例により説明する。
（実施例中の部、％は重量部を表す。）
実施例 １
市販のポリエステルフイルムを10cm角に切断
し、これを表−１に示した構造物質（供試サンプ
ル）に該化合物あたり、１重量％の過硫酸アンモ
ニウムを含む５％水溶液に浸漬し、１時間後溶よ
り引き上げて一昼夜風乾した。
また、一方で表−１に示した構造物質に１％の
ベンゾフエノンを加えた５％酢酸エチル水溶液を
調製し、同様にポリエステルフイルムを浸漬し、
１時間後、溶より引き上げて一昼夜風乾した。
前者は130℃オーブン中で10分間熱処理し、後
者はN2雰囲気下で高圧水銀灯（最大波長365mμ）
20wにて１分間照射した。
それぞれの処理をしたのち、水洗を行い、再び
乾燥した。
それぞれの親水性を比較する目的で、水の接触
角を測定した。
その結果を表−１に示す。
表−１により、本発明例においては、接触角の
度数が低いことにより、優れた親水性を具備する
ことが確認できる。
The present invention relates to a method for making the surface of a polymeric substance hydrophilic. Hydrophilization of the surface of a polymeric substance is carried out using various treatment means in order to impart properties such as adhesiveness, wettability, biocompatibility, chargeability, and dyeability to the surface. Examples include lamination heat treatment, radiation treatment, plasma treatment, and light irradiation treatment. In particular, regarding graft treatment by heat treatment and light irradiation treatment,
From the past, it has been an extremely interesting subject academically.
Monomers that have been extensively studied and used include methylol acrylamide, styrene, acrylonitrile, glycidyl methacrylate, methyl methacrylate, methacrylamide, acrylamide, vinyl acetate, and acrylic acid. Widespread research is underway. However, in a practical sense, the reality is that no practical means have been found for making the surface of polymeric substances hydrophilic, particularly for imparting antistatic properties, droplet properties, and electrical resistance. This goal is achieved only by kneading or surface coating, and the current situation is that we rely on temporary treatments using these methods. The present inventors have conducted extensive research on surface grafting of various monomers in order to apply semi-permanent hydrophilic finishing to the surface of polymeric substances, especially antistatic and antifogging treatments. The present invention was achieved by discovering a method for treating this problem. That is, when making the surface of a polymeric substance hydrophilic, the general formula (However, in the formula, R is a C5 to C18 alkyl, aralkyl or alkylaryl group, R1 is an ethylene group, R2 is a propylene or butylene group,
is H or CH 3 , n is an integer of 4 or more, m is 0 or an integer, and n+m=4 to 100. The present invention provides a method for making the surface of a polymeric material hydrophilic, which is characterized by grafting a monomer represented by the following formula onto the surface of the polymeric material by heating or irradiation with light. In the present invention, the compound represented by the general formula (1) is amyl alcohol, octyl alcohol,
Ethylene oxide and/or alcohols such as lauryl alcohol and stearyl alcohol, or alicyclic alcohols such as cyclohexyl alcohol, or alkyl substituted or unsubstituted phenols such as cresol, Sec-butylphenol, and nonylphenol, are added to ethylene oxide and/or by known methods. Alternatively, it is a compound obtained by condensing acrylic acid, methacrylic acid, an acrylic ester, or a methacrylic ester with a compound obtained by adding propylene oxide and/or butylene oxide. Furthermore, in the present invention, the polymer substance mainly refers to synthetic polymer compounds, including synthetic fibers such as polyester, polyamide, and polyacrylonitrile, and synthetic resins such as polyester resin, polyamide resin, acrylic resin, polystyrene resin, and ABS resin. molded products and films. Surface treatment methods for these polymeric substances include applying an aqueous solution of the monomer represented by the above general formula (1) or a highly drying, non-reactive solvent solution such as ethyl acetate or toluene to various treatment methods, such as dipping or spraying. After surface application by methods such as coating, as it is or after drying, heat treatment at 100 to 180℃ for 30 seconds to 30 minutes, and UV (Shiba ray) irradiation to a maximum of 300 to 450 mμ. Preferably irradiation with light with a certain wavelength for 10 seconds to 5 minutes.
Surface treatment is performed in an N2 atmosphere. In this case, in thermal polymerization, it is preferable to coexist with ammonium persulfate, lauroyl peroxide, benzoyl peroxide, etc., and in the case of light irradiation, a sensitizer such as benzophenone, biacetyl, benzoyl alkyl ether, benzoyl peroxide, etc. It is preferable that they coexist. Further, after the surface treatment, washing with water or washing with a solvent may be performed to remove ungrafted monomers and polymers on the surface of the polymeric substance. As mentioned above, the surface of a polymer substance that has been surface-treated using an extremely simple method surprisingly shows extremely favorable hydrophilic properties, and has semi-permanent properties such as anti-static properties, anti-fog properties, and droplet treatment. can be completed. The present invention will be explained below with reference to Examples. (Parts and % in the examples represent parts by weight.) Example 1 A commercially available polyester film was cut into 10 cm squares, and this was applied to the structural materials (test samples) shown in Table 1 in an amount of 1% per compound. It was immersed in a 5% aqueous solution containing % by weight of ammonium persulfate, and after 1 hour it was removed from the solution and air-dried overnight. On the other hand, a 5% aqueous ethyl acetate solution was prepared by adding 1% benzophenone to the structural substances shown in Table 1, and a polyester film was immersed in the same solution.
After 1 hour, it was removed from the melt and air-dried overnight. The former was heat treated in a 130℃ oven for 10 minutes, and the latter was heated with a high-pressure mercury lamp (maximum wavelength 365mμ) under N2 atmosphere.
Irradiation was performed at 20W for 1 minute. After each treatment, it was washed with water and dried again. In order to compare the hydrophilicity of each, the contact angle of water was measured. The results are shown in Table-1. From Table 1, it can be confirmed that the examples of the present invention have excellent hydrophilicity due to the low contact angle.
【表】【table】
【表】
実施例 ２
市販のポリスチレン樹脂ペレツトを170〜180℃
ロール練り（３分間）し、180℃にて30秒、100
Kg／cm2で加圧プレスし、冷却プレスを行い、１mm
×10cm×10cmの樹脂板を成形した。
実施例１同様にして、得られた５％水溶液なら
びに酢酸エチル水溶液をスプレーにて塗布し、風
乾後、実施例１と同様の操作で表面処理を行つ
た。表面処理後、その表面の表面固有抵抗を測定
した結果を表−２に示した。[Table] Example 2 Commercially available polystyrene resin pellets were heated to 170-180°C.
Roll kneading (3 minutes), 30 seconds at 180℃, 100
Pressure press at Kg/ cm2 , cool press, 1mm
A resin plate measuring 10cm x 10cm was molded. In the same manner as in Example 1, the obtained 5% aqueous solution and ethyl acetate aqueous solution were applied by spray, and after air drying, surface treatment was performed in the same manner as in Example 1. After the surface treatment, the surface resistivity of the surface was measured and the results are shown in Table 2.
【表】
表−２により、本発明例は表面固有抵抗値が低
く、帯電防止性が優れていることが確認できる。
実施例 ３
実施例１において、N2雰囲気下で高圧水銀灯
にて光照射して処理した表面処理ポリエステルフ
イルムを温水中（60℃）に24時間浸漬し、乾燥後
のフイルムの接触角および表面固有抵抗（値）を
測定した結果を表−３に示す。[Table] From Table 2, it can be confirmed that the examples of the present invention have a low surface resistivity value and excellent antistatic properties. Example 3 The surface-treated polyester film treated in Example 1 by light irradiation with a high-pressure mercury lamp in an N2 atmosphere was immersed in warm water (60°C) for 24 hours, and the contact angle and surface characteristics of the film after drying were evaluated. Table 3 shows the results of measuring the resistance (value).
Claims (1)
ルキルまたはアルキルアリール基、R1はエチレ
ン基、R2はプロピレン、またはブチレン基、Ｘ
はＨまたはCH3、およびｎは４以上の整数、ｍは
０または整数、かつｎ＋ｍ＝４〜100である。） で示されるモノマーを加熱もしくは光照射により
高分子物質表面にグラフト化させることを特徴と
する高分子物質表面の親水性化方法。[Claims] 1. When making the surface of a polymeric substance hydrophilic, the general formula: (However, in the formula, R is a C5 to C18 alkyl, aralkyl or alkylaryl group, R1 is an ethylene group, R2 is a propylene or butylene group,
is H or CH 3 , n is an integer of 4 or more, m is 0 or an integer, and n+m=4 to 100. ) A method for making the surface of a polymeric material hydrophilic, which comprises grafting a monomer represented by the following formula onto the surface of the polymeric material by heating or irradiation with light.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16263882A JPS5951907A (en) | 1982-09-17 | 1982-09-17 | Imparting hydrophilicity to surface of polymeric substance |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16263882A JPS5951907A (en) | 1982-09-17 | 1982-09-17 | Imparting hydrophilicity to surface of polymeric substance |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5951907A JPS5951907A (en) | 1984-03-26 |
| JPH0261969B2 true JPH0261969B2 (en) | 1990-12-21 |
Family
ID=15758417
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP16263882A Granted JPS5951907A (en) | 1982-09-17 | 1982-09-17 | Imparting hydrophilicity to surface of polymeric substance |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5951907A (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4678813A (en) * | 1985-11-11 | 1987-07-07 | Mitsubishi Rayon Co., Ltd. | Hydrophilized porous polyolefin membrane and production process thereof |
| JP2877854B2 (en) * | 1989-10-03 | 1999-04-05 | 三菱化学株式会社 | Method for forming cured resin layer having antistatic surface |
| US6160048A (en) * | 1997-10-03 | 2000-12-12 | Mitsubishi Chemical Corporation | Modified ethylene resin having improved wettability |
| JP5311251B2 (en) * | 2008-08-28 | 2013-10-09 | Ｊｎｃ株式会社 | Method for controlling hydrophilic / hydrophobicity of synthetic resin molded article surface and synthetic resin molded article |
-
1982
- 1982-09-17 JP JP16263882A patent/JPS5951907A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5951907A (en) | 1984-03-26 |
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