JPS63225685A - Treating agent for imparting release properties - Google Patents
Treating agent for imparting release propertiesInfo
- Publication number
- JPS63225685A JPS63225685A JP5981387A JP5981387A JPS63225685A JP S63225685 A JPS63225685 A JP S63225685A JP 5981387 A JP5981387 A JP 5981387A JP 5981387 A JP5981387 A JP 5981387A JP S63225685 A JPS63225685 A JP S63225685A
- Authority
- JP
- Japan
- Prior art keywords
- vinyl chloride
- urethane
- functional monomer
- treatment agent
- isocyanate
- 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.)
- Pending
Links
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims abstract description 31
- 239000000178 monomer Substances 0.000 claims abstract description 25
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims abstract description 22
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 22
- 229920001577 copolymer Polymers 0.000 claims abstract description 20
- 239000012948 isocyanate Substances 0.000 claims abstract description 14
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 11
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 9
- 239000011347 resin Substances 0.000 claims abstract description 8
- 229920005989 resin Polymers 0.000 claims abstract description 8
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 7
- 239000000463 material Substances 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- -1 alkyl isocyanate Chemical class 0.000 abstract description 9
- 239000000758 substrate Substances 0.000 abstract description 7
- 229920002554 vinyl polymer Polymers 0.000 abstract description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract 1
- 229920000915 polyvinyl chloride Polymers 0.000 abstract 1
- 239000004800 polyvinyl chloride Substances 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 18
- 239000000853 adhesive Substances 0.000 description 10
- 230000001070 adhesive effect Effects 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 206010040844 Skin exfoliation Diseases 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- 239000010410 layer Substances 0.000 description 6
- QWDQYHPOSSHSAW-UHFFFAOYSA-N 1-isocyanatooctadecane Chemical compound CCCCCCCCCCCCCCCCCCN=C=O QWDQYHPOSSHSAW-UHFFFAOYSA-N 0.000 description 4
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 4
- 238000011109 contamination Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000013067 intermediate product Substances 0.000 description 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 3
- 238000010186 staining Methods 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- 239000002390 adhesive tape Substances 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical group OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 125000001204 arachidyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000013405 beer Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000000755 henicosyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000001802 myricyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001196 nonadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Adhesive Tapes (AREA)
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
Abstract
Description
【発明の詳細な説明】
産業上の利用分野
本発明は、ウレタン・塩化ビニル・官能性モノマ系共重
合体とアルキルイソシアネートの反応生成物からなり、
軟質塩化ビニル樹脂からなる基材に対し良接着性を有す
る剥離性処理剤に関する。DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention consists of a reaction product of a urethane/vinyl chloride/functional monomer copolymer and an alkyl isocyanate,
The present invention relates to a releasable treatment agent that has good adhesion to a base material made of soft vinyl chloride resin.
従来の技術及び問題点
基材の上に粘着剤層を設けてなる粘着テープのように、
巻重物の形態で保存され使用時にこれを巻戻すものにあ
っては、その自背面よりの剥離を容易とするために基材
の背面が剥離性処理剤で処理される。この処理により形
成される剥離性処理層に要求される性能としては、重ね
貼りができてかつ使用時にテープ等をスムーズに巻戻せ
ること、すなわち剥離性処理層に対する粘着剤の接着性
と剥離性とのバランスがとれていること、粘着剤面を汚
染して粘着力を低下させないこと、基材に対する密着性
に優れて容易に脱落しないこと、剥離特性の熱による経
時変化が少ないことなどが重要である。Conventional technology and problems Like adhesive tapes that have an adhesive layer on a base material,
If the material is stored in the form of a roll and is rewound during use, the back surface of the substrate is treated with a releasable treatment agent to facilitate peeling from the back surface. The performance required of the releasable treated layer formed by this treatment is that it can be laminated and that the tape etc. can be smoothly rewound during use, that is, the adhesion and releasability of the adhesive to the releasable treated layer. It is important that the adhesive is well-balanced, that it does not contaminate the adhesive surface and reduce its adhesive strength, that it has excellent adhesion to the substrate and does not fall off easily, and that its peeling properties do not change over time due to heat. be.
従来、前記処理に用いる剥離性処理剤として、ポリビニ
ルアルコールとイソシアネートの反応生成物からなるも
のが知られていた（特公昭２９−７３３３号公報、同昭
３４−３３８２号公報）。Hitherto, as a peelable treatment agent used in the above-mentioned treatment, one consisting of a reaction product of polyvinyl alcohol and isocyanate has been known (Japanese Patent Publication No. 7333/1983 and Japanese Patent Publication No. 3382/1982).
しかしながら、この剥離性処理剤にあっては形成される
処理層が基材、殊に軟質塩化ビニル樹脂からなる基材に
対する密着性ないし接着性に劣って摩擦や熱履歴により
基材から容易に脱落すること、圧着や熱履歴により湖面
（粘着剤面）へ移行して糊面ひいては被着体を汚染し、
かつ湖面の粘着力を低下させること、熱履歴により剥離
特性が低下して巻戻しに要する力が増大するなど耐熱性
に劣ること等の問題点があった。However, with this releasable treatment agent, the treated layer formed has poor adhesion or adhesion to the base material, especially a base material made of soft vinyl chloride resin, and easily falls off from the base material due to friction or heat history. Due to pressure bonding and heat history, it migrates to the surface (adhesive surface) and contaminates the adhesive surface and the adherend.
In addition, there were problems such as a decrease in adhesive strength of the lake surface, a decrease in peeling properties due to heat history, and an increase in the force required for unwinding, resulting in poor heat resistance.
問題点を解決するための手段
本発明者らは上記の問題点を克服し、基材殊に軟質塩化
ビニル樹脂からなる基材に対する密着性ないし接着性、
糊面に対する接着性と剥離性とのバランス及び非汚染性
、並びに耐熱性に優れる剥離性処理剤を開発するために
鋭意研究を重ねた結果、ウレタン・塩化ビニル・官能性
モノマ系共重合体−アルキルイソシアネート系のものに
よりその目的を達成しうろことを見出し、本発明をなす
に至った。Means for Solving the Problems The present inventors have overcome the above problems and improved the adhesion or adhesion to a substrate, especially a substrate made of soft vinyl chloride resin.
As a result of intensive research to develop a releasable treatment agent with excellent balance between adhesion and removability to adhesive surfaces, non-staining properties, and heat resistance, we have developed a copolymer based on urethane, vinyl chloride, and functional monomers. It was discovered that the object could be achieved by using an alkyl isocyanate type product, and the present invention was completed.
すなわち、本発明は、ウレタン・塩化ビニル・官能性モ
ノマ系共重合体と、炭素数が８個以上のアルキル基を有
するイソシアネートとの反応生成物からなることを特徴
とする剥離性処理剤を提供するものである。That is, the present invention provides a stripping treatment agent comprising a reaction product of a urethane/vinyl chloride/functional monomer copolymer and an isocyanate having an alkyl group having 8 or more carbon atoms. It is something to do.
本発明において用いられ・るウレタン・塩化ビニル・官
能性モノマ系共重合体の代表例としては、゛アクリル酸
、メタクリル酸、２−ヒドロキシエチルアクリレート、
２−ヒドロキシエチルメタクリレート、あるいはカル゛
ボキシル基と水酸基の両方を有するものなどを官能性モ
ノマとして用いてなり、分子中にカルバミン酸エチルな
どに基づきウレタン結合（−ＮＨＣＯＯ−）を有するも
のをあげることができる。Typical examples of the urethane/vinyl chloride/functional monomer copolymer used in the present invention include acrylic acid, methacrylic acid, 2-hydroxyethyl acrylate,
2-Hydroxyethyl methacrylate or a substance having both a carboxyl group and a hydroxyl group is used as a functional monomer, and a urethane bond (-NHCOO-) based on ethyl carbamate or the like is included in the molecule. Can be done.
本発明においては、分子量が１０，０００〜５００．０
００で、ウレタンの含有割合が２０〜６０重量％、塩化
ビニルの含有割合が２０〜７０重量％、官能性モノマの
含有割合が１０〜６０重量％のウレタン・塩化ビニル・
官能性モノマ系共重合体が好ましく用いられる。In the present invention, the molecular weight is 10,000 to 500.0.
00, the urethane content is 20 to 60% by weight, the vinyl chloride content is 20 to 70% by weight, and the functional monomer content is 10 to 60% by weight.
Functional monomer-based copolymers are preferably used.
塩化ビニルの含有割合が少ないものは軟質塩化ビニル樹
脂からなる基材に対する密着性に劣る場合がある。Those with a low vinyl chloride content may have poor adhesion to a substrate made of soft vinyl chloride resin.
本発明において用いられるイソシアネートは、炭素数が
８個以上のアルキル基を有するものである。就中、炭素
数が８〜３０個のアルキル基を有するものが剥離性付与
能あるいは入手容易性などの点で好ましく用いられる。The isocyanate used in the present invention has an alkyl group having 8 or more carbon atoms. Among these, those having an alkyl group having 8 to 30 carbon atoms are preferably used from the viewpoint of ability to impart release properties or easy availability.
その代表例としては、オクチル、ノニル、デシル、ウン
デシル、ドデシル、トリデシル、テトラデシル、ペンタ
デシル、ヘキサデシル、ヘプタデシル、オクタデシル、
ノナデシル、エイコシル、ヘンエイコシル、トコシル、
トリツクル、テトラデシル、ベンタコシル、ヘキサデシ
ル、オフタコシル、ノナコシル、トリアコンチルなどの
長鎖アルキル基を有するイソシアネートなどをあげるこ
とができる。Typical examples include octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl,
nonadecyl, eicosyl, heneicosyl, tocosyl,
Examples include isocyanates having long-chain alkyl groups such as trickle, tetradecyl, bentacocyl, hexadecyl, oftacosyl, nonacocyl, and triacontyl.
本発明の剥離性処理剤は、ウレタン・塩化ビニル・官能
性モノマ系共重合体とアルキルイソシアネートの反応生
成物からなるものである。The strippable treatment agent of the present invention is composed of a reaction product of a urethane/vinyl chloride/functional monomer copolymer and an alkyl isocyanate.
本発明の剥離性処理剤の好ましい調製方式は、有機溶媒
を用いて溶液とした状態で反応を開始させ、かつ反応が
完了するまで中間生成物の析出も防止して溶液状態を維
持する方式である。この反応方式によれば、アルキルイ
ソシアネートの導入割合を任意にコントロールすること
ができる。A preferred method for preparing the stripping treatment agent of the present invention is to start the reaction in a solution state using an organic solvent, and to maintain the solution state by preventing precipitation of intermediate products until the reaction is completed. be. According to this reaction method, the introduction ratio of alkyl isocyanate can be arbitrarily controlled.
前記反応方式による一般手順は、所定量のウレタン・塩
化ビニル・官能性モノマ系共重合体を有機溶媒に溶解さ
せ、この溶液に所定量のアルキルイソシアネートを加え
て加熱下に反応させるものである。その際、必要に応じ
中間生成物を溶解させるために、すなわち中間生成物が
反応系中に析出することを防止するためにトルエン、メ
チルエチルケトン等の溶媒を適時加えて反応系を反応終
了まで溶液状態に維持する。反応の終点はイソシアネー
ト基の反応系よりの消失をもって判断される。なお、反
応に際しては必要に応じて水酸基又はカルボキシル基と
イソシアネート基の反応を促進させる、例えば有機錫化
合物などで代表される触媒を用いてもよい。The general procedure according to the above reaction method is to dissolve a predetermined amount of urethane/vinyl chloride/functional monomer copolymer in an organic solvent, add a predetermined amount of alkyl isocyanate to this solution, and react under heating. At that time, in order to dissolve the intermediate product as necessary, that is, to prevent the intermediate product from precipitating in the reaction system, a solvent such as toluene or methyl ethyl ketone is added as needed to keep the reaction system in a solution state until the reaction is completed. to be maintained. The end point of the reaction is determined by the disappearance of the isocyanate group from the reaction system. Incidentally, in the reaction, a catalyst typified by, for example, an organic tin compound, which promotes the reaction between a hydroxyl group or a carboxyl group and an isocyanate group, may be used as necessary.
前記反応におけるアルキルイソシアネートの使用量は目
的とするアルキル基の導入割合により適宜に決定される
。一般にはウレタン・塩化ビニル・官能性モノマ系共重
合体における官能基に対し０．１当量以上、就中０．１
〜１当量用いられる。その使用量が０．１当量未満では
アルキル基の導入不足で、得られる剥離性処理剤が剥離
性に乏しくなる場合がある。The amount of alkyl isocyanate used in the reaction is appropriately determined depending on the intended introduction ratio of alkyl groups. Generally, it is 0.1 equivalent or more, especially 0.1 equivalent to the functional group in the urethane/vinyl chloride/functional monomer copolymer.
~1 equivalent is used. If the amount used is less than 0.1 equivalent, the alkyl group may be insufficiently introduced, and the resulting releasable treatment agent may have poor releasability.
得られた反応生成物は、通常メタノール等の媒体中に反
応液を注いでその生成物を沈殿させてこれを洗浄し、そ
の粉砕物をトルエン等に溶解せしめた溶液として剥離性
処理等の実用堆に供される。The obtained reaction product is usually poured into a medium such as methanol to precipitate the product, which is then washed, and the resulting pulverized product is dissolved in toluene or the like as a solution for practical purposes such as peeling treatment. Served in the pile.
発明の効果
本発明の剥離性処理剤は、分子中の塩化ビニルに基づき
軟質塩化ビニル樹脂からなる基材に対する密着性ないし
接着性に優れている。また、耐熱性、糊面に対する非汚
染性、接着性と剥離性とのバランスに優れている。さら
に、ウレタン−塩化ビニル・官能性モノマ系共重合体に
おける各成分比重の相違に応じて異なる剥離特性を有し
ており、その性能コントロールに基づいて用途適合性に
も優れている。Effects of the Invention The releasable treatment agent of the present invention has excellent adhesion or adhesion to a substrate made of a soft vinyl chloride resin based on vinyl chloride in the molecule. It also has excellent heat resistance, non-staining properties on the adhesive surface, and a good balance between adhesion and removability. Furthermore, the urethane-vinyl chloride-functional monomer-based copolymer has different release characteristics depending on the specific gravity of each component, and has excellent suitability for use based on its performance control.
実施例
実施例１
冷却器を付けた３００■容量のフラスコに分子量が１０
０．ＯＯＯテ、ウレタ：／ （−ＮＨＣＯＯ−）の含有
割合が４５重量％、塩化ビニルの含有割合が３５重量％
、２−ヒドロキシエチルアクリレートの含有割合が２０
重量％のウレタン・塩化ビニル・官能性モノマ系共重合
体２０部（重量部、以下同様）を入れ、これにトルエン
３０部及びメチルエチルケトン４０部を加えて溶解させ
たのち、オクタデシルイソシアネート３０部を加えて８
０℃に加熱し反応を開始させる。反応の進行に応じてト
ルエンを適時前えながら系を常に均一溶液状態に維持し
、８０℃で約８時間反応させる。この間、系中の残存イ
ソシアネート基を定量し、その残存分が消失した時点を
もって反応の終点とする。なお、トルエンの追加量は１
０部である。Examples Example 1 In a 300 μ capacity flask equipped with a condenser, a molecular weight of 10
0. OOOte, ureta: / (-NHCOO-) content is 45% by weight, vinyl chloride content is 35% by weight
, the content ratio of 2-hydroxyethyl acrylate is 20
Add 20 parts by weight of urethane/vinyl chloride/functional monomer copolymer (parts by weight, the same applies hereinafter), add 30 parts of toluene and 40 parts of methyl ethyl ketone to dissolve it, and then add 30 parts of octadecyl isocyanate. te8
Heat to 0°C to start the reaction. The system is constantly maintained in a homogeneous solution state by adding toluene at appropriate times as the reaction progresses, and the reaction is allowed to proceed at 80° C. for about 8 hours. During this time, the remaining isocyanate groups in the system are quantified, and the point at which the remaining amount disappears is defined as the end point of the reaction. The amount of toluene added is 1
It is 0 copies.
反応終了後、反応液を５重量倍のメタノール中に注いで
白色沈殿物を析出させ、ろ側抜メタノールで洗浄し、乾
燥粉砕して目的物を得る。After the reaction is completed, the reaction solution is poured into 5 times the weight of methanol to precipitate a white precipitate, washed with methanol taken out from the filter, and dried and pulverized to obtain the desired product.
実施例２
含有割合がウレタン３０重量％、塩化ビニル５５重量％
、２−ヒドロキシエチルアクリレート１５重量％で、分
子量が１２０．０００のウレタン・塩化ビニル・官能性
モノマ系共重合体を用い、オクタデシルイソシアネート
の使用量を２０部としたほかは実施例１に準じて目的物
を得る。Example 2 Contains 30% by weight of urethane and 55% by weight of vinyl chloride
, 15% by weight of 2-hydroxyethyl acrylate, a urethane/vinyl chloride/functional monomer copolymer with a molecular weight of 120.000 was used, and the amount of octadecyl isocyanate used was 20 parts, according to Example 1. get the object.
実施例３
含有割合がウレタン４０重量％、塩化ビニル３０重量％
、２−ヒドロキシエチルアクリレート３０重量％で、分
子量がｓｏ、ｏｏｏのウレタン・塩化ビニル・官能性モ
ノマ系共重合体を用い、オクタデシルイソシアネートの
使用量を４０部としたほかは実施例１に準じて目的物を
得る。Example 3 Contains 40% by weight of urethane and 30% by weight of vinyl chloride
, 30% by weight of 2-hydroxyethyl acrylate, a urethane/vinyl chloride/functional monomer copolymer with a molecular weight of so and ooo was used, and the amount of octadecyl isocyanate used was 40 parts, according to Example 1. get the object.
比較例
平均重合度１４００ 、ケン化度８８モル％のポリビニ
ルアルコール２０部をキシレン２０４部中に分散させ、
これにオクタデシルイソシアネート１１６部を加えて反
応させる方法で得た、ビニルアルコール単位を含有しな
い反応生成物からなる剥離性処理剤を得る。Comparative Example 20 parts of polyvinyl alcohol with an average degree of polymerization of 1400 and a degree of saponification of 88 mol% was dispersed in 204 parts of xylene,
A stripping treatment agent is obtained by adding 116 parts of octadecyl isocyanate to the mixture and reacting it with the reaction product, which is a reaction product containing no vinyl alcohol units.
評価試・験
実施例、比較例で得た反応生成物としての剥離・性処理
剤をトルエンに溶解させて１重量％溶液を調製し、これ
を軟質塩化ビニル樹脂からなる厚さ１００μ膳のフィル
ムの上に塗布しく固形分０．０５ｇ／−）、乾燥させて
剥離処理フィルムを得、この剥離処理フィルムつき下記
の試験を行った。A 1% by weight solution was prepared by dissolving the peeling and treating agent as a reaction product obtained in the evaluation test/test examples and comparative examples in toluene, and this was applied to a 100μ thick film made of soft vinyl chloride resin. It was coated on top (solid content: 0.05 g/-) and dried to obtain a release-treated film, and the following tests were conducted on this release-treated film.
［剥離力］
剥離性処理層の上にポリエステル粘着テープ（Ｎｏ、３
１Ｂ、日東電気工業社製）を自重２艙のゴムローラにて
圧着し、これを２０℃、４０℃又は５０℃の雰囲気下に
２４時間放置後、１８０度ビールによる剥離力（引張速
度３００ｍ／分）を測定した。[Peeling force] Polyester adhesive tape (No. 3
1B (manufactured by Nitto Electric Industry Co., Ltd.) with a rubber roller weighing 2 degrees, and left in an atmosphere of 20°C, 40°C, or 50°C for 24 hours, peeling force using 180° beer (pulling speed 300 m/min) was applied. ) was measured.
［非脱落性］
剥離性処理層の上面を指でこすることにより脱落の有無
を調べ、脱落のない場合を０１脱落のあった場合を×と
した。[Non-shedding property] The presence or absence of shedding was examined by rubbing the upper surface of the releasable treated layer with a finger, and the case where there was no shedding was rated as 0, and the case where there was shedding was graded as ×.
［非汚染性］
ステンレス板と剥離性処理層を接触させた状態でこれに
１０ｋｇ／ｃｊの荷重をかけて３５℃、８０％Ｒ、Ｉ＋
又は６５℃、８０％Ｒ，Ｈの雰囲気下に３日間放置した
のちのステンレス板につき、汚染の有無を調べ、汚染の
ない場合を０１汚染のあった場合をＸとした。[Non-contamination] A load of 10 kg/cj was applied to the stainless steel plate and the peelable treated layer in contact with each other at 35°C, 80% R, I+.
Alternatively, the stainless steel plate was left in an atmosphere of 65° C. and 80% R and H for 3 days, and then the presence or absence of contamination was examined, and the case where there was no contamination was designated as 0, and the case where there was contamination was designated as X.
結果を表に示した。The results are shown in the table.
表より、本発明の剥離性処理剤による処理層は糊面に対
する接着性と剥離性とのバランス及び非汚染性、基材と
の密着性、耐熱性に優れ、ウレタン・塩化ビニル・官能
性モノマ系共重合体における各成分比率を代えることに
より剥離特性の異なるものとすることができて、その性
能コントロールが可能なことがわかる。From the table, it can be seen that the layer treated with the releasable treatment agent of the present invention has excellent balance between adhesion and releasability to the adhesive surface, non-staining properties, adhesion to the base material, and heat resistance, and has excellent properties such as urethane, vinyl chloride, and functional monomers. It can be seen that by changing the ratio of each component in the system copolymer, it is possible to obtain different release characteristics and to control the performance.
Claims (1)
、炭素数が８個以上のアルキル基を有するイソシアネー
トとの反応生成物からなることを特徴とする剥離性処理
剤。 ２、ウレタン・塩化ビニル・官能性モノマ系共重合体に
おけるウレタンの含有割合が２０〜６０重量％、塩化ビ
ニルの含有割合が２０〜７０重量％、官能性モノマの含
有割合が１０〜６０重量％である特許請求の範囲第１項
記載の剥離性処理剤。 ３、ウレタン・塩化ビニル・官能性モノマ系共重合体が
水酸基又はカルボキシル基を有するものである特許請求
の範囲第１項記載の剥離性処理剤。 ４、イソシアネートにおけるアルキル基の炭素数が３０
個以下である特許請求の範囲第１項記載の剥離性処理剤
。 ５、軟質塩化ビニル樹脂からなる基材の処理に用いるた
めのものである特許請求の範囲第１項記載の剥離性処理
剤。[Scope of Claims] 1. A stripping treatment agent comprising a reaction product of a urethane/vinyl chloride/functional monomer copolymer and an isocyanate having an alkyl group having 8 or more carbon atoms. . 2. In the urethane/vinyl chloride/functional monomer copolymer, the urethane content is 20 to 60% by weight, the vinyl chloride content is 20 to 70% by weight, and the functional monomer content is 10 to 60% by weight. The releasable treatment agent according to claim 1. 3. The releasable treatment agent according to claim 1, wherein the urethane/vinyl chloride/functional monomer copolymer has a hydroxyl group or a carboxyl group. 4. The number of carbon atoms in the alkyl group in the isocyanate is 30
2. The releasable treatment agent according to claim 1, wherein the releasability treatment agent is less than or equal to 1. 5. The releasable treatment agent according to claim 1, which is used for treating a base material made of a soft vinyl chloride resin.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5981387A JPS63225685A (en) | 1987-03-13 | 1987-03-13 | Treating agent for imparting release properties |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5981387A JPS63225685A (en) | 1987-03-13 | 1987-03-13 | Treating agent for imparting release properties |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS63225685A true JPS63225685A (en) | 1988-09-20 |
Family
ID=13124046
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5981387A Pending JPS63225685A (en) | 1987-03-13 | 1987-03-13 | Treating agent for imparting release properties |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63225685A (en) |
-
1987
- 1987-03-13 JP JP5981387A patent/JPS63225685A/en active Pending
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