JP2002241613A - Releasing agent composition having antistatic ability - Google Patents
Releasing agent composition having antistatic abilityInfo
- Publication number
- JP2002241613A JP2002241613A JP2001043443A JP2001043443A JP2002241613A JP 2002241613 A JP2002241613 A JP 2002241613A JP 2001043443 A JP2001043443 A JP 2001043443A JP 2001043443 A JP2001043443 A JP 2001043443A JP 2002241613 A JP2002241613 A JP 2002241613A
- Authority
- JP
- Japan
- Prior art keywords
- release
- agent composition
- film
- release agent
- antistatic
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 32
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 58
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 26
- 239000002216 antistatic agent Substances 0.000 claims abstract description 23
- 239000000839 emulsion Substances 0.000 claims abstract description 17
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims abstract description 16
- 238000000576 coating method Methods 0.000 claims abstract description 14
- 239000011248 coating agent Substances 0.000 claims abstract description 12
- 239000003054 catalyst Substances 0.000 claims abstract description 10
- 150000002500 ions Chemical class 0.000 claims abstract description 9
- 229910052697 platinum Inorganic materials 0.000 claims abstract description 8
- 229920000642 polymer Polymers 0.000 claims abstract description 8
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 8
- 150000001450 anions Chemical class 0.000 claims abstract description 5
- 239000000758 substrate Substances 0.000 claims description 8
- 229920001467 poly(styrenesulfonates) Polymers 0.000 claims description 7
- 229960002796 polystyrene sulfonate Drugs 0.000 claims description 7
- 239000011970 polystyrene sulfonate Substances 0.000 claims description 7
- 239000002985 plastic film Substances 0.000 claims description 6
- 229920006255 plastic film Polymers 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 4
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 claims description 3
- 229920001577 copolymer Polymers 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 229920000172 poly(styrenesulfonic acid) Polymers 0.000 claims description 3
- 229940005642 polystyrene sulfonic acid Drugs 0.000 claims description 3
- 229920005989 resin Polymers 0.000 claims description 2
- 239000011347 resin Substances 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 229920002050 silicone resin Polymers 0.000 description 17
- 229920000728 polyester Polymers 0.000 description 9
- 229920002799 BoPET Polymers 0.000 description 7
- 229920001609 Poly(3,4-ethylenedioxythiophene) Polymers 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 6
- 238000007259 addition reaction Methods 0.000 description 5
- 229920000144 PEDOT:PSS Polymers 0.000 description 4
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 4
- 238000006482 condensation reaction Methods 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 238000010556 emulsion polymerization method Methods 0.000 description 4
- -1 polyethylene terephthalate Polymers 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- 239000012736 aqueous medium Substances 0.000 description 3
- 239000004205 dimethyl polysiloxane Substances 0.000 description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- ODIGIKRIUKFKHP-UHFFFAOYSA-N (n-propan-2-yloxycarbonylanilino) acetate Chemical compound CC(C)OC(=O)N(OC(C)=O)C1=CC=CC=C1 ODIGIKRIUKFKHP-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 238000007611 bar coating method Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229920001940 conductive polymer Polymers 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- 238000007606 doctor blade method Methods 0.000 description 1
- BXKDSDJJOVIHMX-UHFFFAOYSA-N edrophonium chloride Chemical compound [Cl-].CC[N+](C)(C)C1=CC=CC(O)=C1 BXKDSDJJOVIHMX-UHFFFAOYSA-N 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 150000008040 ionic compounds Chemical class 0.000 description 1
- MHCFAGZWMAWTNR-UHFFFAOYSA-M lithium perchlorate Chemical compound [Li+].[O-]Cl(=O)(=O)=O MHCFAGZWMAWTNR-UHFFFAOYSA-M 0.000 description 1
- 229910001486 lithium perchlorate Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000007719 peel strength test Methods 0.000 description 1
- 238000007763 reverse roll coating Methods 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Landscapes
- Laminated Bodies (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Paints Or Removers (AREA)
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、帯電防止能を有す
る水性の剥離剤組成物、及びその剥離剤組成物の塗工膜
を有する剥離フィルムに関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an aqueous release agent composition having an antistatic property and a release film having a coating film of the release agent composition.
【０００２】[0002]
【従来の技術】電子部品の製造・実装工程において、電
子部品の取り扱い性の向上を目的として剥離フィルムが
広く使用されている。一般的な剥離フィルムは、通常、
ポリエチレンテレフタレートフィルム（ＰＥＴフィル
ム）の片面もしくは両面に、溶剤に溶解した状態の硬化
型シリコーン系剥離剤を塗工・乾燥して剥離層を形成す
ることにより製造されている。このような剥離フィルム
に対しては、帯電し難い性質が求められているが、ＰＥ
Ｔフィフィルムは、それ自体が帯電し易いという欠点を
有しており、シリコーン系剥離剤を塗工すると更に帯電
し易くなるという問題がある。このため、剥離フィルム
に対しては帯電防止処理を施こすことが必須となってい
る。2. Description of the Related Art In the manufacturing and mounting processes of electronic components, release films are widely used for the purpose of improving the handleability of electronic components. Common release films are usually
It is manufactured by coating and drying a curable silicone release agent dissolved in a solvent on one or both surfaces of a polyethylene terephthalate film (PET film) to form a release layer. Such a release film is required to have a property that it is difficult to be charged.
The T-film has a drawback that it is easily charged by itself, and has a problem that it becomes more easily charged when a silicone-based release agent is applied. For this reason, it is essential to subject the release film to an antistatic treatment.
【０００３】例えば、片面に剥離層が設けられた片面剥
離フィルムの場合には、ＰＥＴフィルムの他面（剥離層
の反対面）に一般的なポリエステル系帯電防止剤を塗工
・乾燥することにより帯電防止層を形成している。For example, in the case of a single-sided release film having a release layer on one side, a general polyester-based antistatic agent is applied to the other surface of the PET film (opposite the release layer) and dried. An antistatic layer is formed.
【０００４】また、両面に剥離層が設けられた両面剥離
フィルムの場合には、有機溶剤に溶解した状態の硬化型
シリコーン系剥離剤に一般的なポリエステル系帯電防止
剤を混合し、その混合物をＰＥＴフィルムの両面に塗工
・乾燥することにより帯電防止剤含有剥離層を形成して
いる。また、ＰＥＴフィルムの両面に、一般的なポリエ
ステル系帯電防止層を形成しておき、その上に剥離層を
積層することも試みられている。In the case of a double-sided release film having a release layer on both sides, a general polyester-based antistatic agent is mixed with a curable silicone-based release agent dissolved in an organic solvent, and the mixture is used. An antistatic agent-containing release layer is formed by coating and drying both sides of the PET film. It has also been attempted to form a general polyester-based antistatic layer on both sides of a PET film, and to laminate a release layer thereon.
【０００５】[0005]
【発明が解決しようとする課題】しかしながら、片面剥
離フィルムの場合、剥離層が形成されていないＰＥＴフ
ィルムの他面（剥離層の反対面）に帯電防止層を形成す
るので、剥離層と帯電防止層とを別々に成膜しなければ
ならず、このため一度の成膜操作で両者を成膜すること
が望まれている。However, in the case of a single-sided release film, an antistatic layer is formed on the other surface of the PET film on which the release layer is not formed (opposite to the release layer). The layers must be formed separately, and it is therefore desired to form both layers by a single film forming operation.
【０００６】両面剥離フィルムに関し、シリコーン系剥
離剤に帯電防止剤を直接混合した場合には、帯電防止剤
がシリコーン系剥離剤に含まれている硬化剤と競争的に
反応してしまい、シリコーン系剥離剤の硬化を阻害し、
残留接着力（本来的には１００％の残留接着力が望まれ
る）を８０％未満に低下させ、剥離特性を低下させると
いう問題がある。また、帯電防止層上に剥離層を積層し
た場合には、シリコーン系剥離剤に帯電防止剤を直接混
合した場合に比べて、シリコーン系剥離剤の硬化を阻害
しないが、剥離層と帯電防止層とが直接積層されている
ため、それらの界面付近のシリコーン系剥離剤の硬化が
阻害されるという問題がある。しかも、剥離層と帯電防
止層とを別々に成膜しなければならず、この場合も一度
の成膜操作で両者を成膜することが望まれている。In the case of a double-sided release film, when an antistatic agent is directly mixed with a silicone-based release agent, the antistatic agent reacts competitively with the curing agent contained in the silicone-based release agent, and the silicone-based release agent reacts competitively. Inhibits the curing of the release agent,
There is a problem in that the residual adhesive strength (which essentially requires a residual adhesive strength of 100%) is reduced to less than 80%, thereby deteriorating the peeling properties. Further, when a release layer is laminated on the antistatic layer, the curing of the silicone release agent is not inhibited as compared with the case where the antistatic agent is directly mixed with the silicone release agent. Are directly laminated, so that there is a problem that the curing of the silicone-based release agent near the interface between them is inhibited. In addition, the peeling layer and the antistatic layer must be formed separately, and in this case, it is desired that both are formed by a single film forming operation.
【０００７】本発明は、以上の従来の技術の課題を解決
しようとするものであり、一度の塗工操作により良好な
帯電防止能と剥離性能を有する剥離層を与える剥離層組
成物を提供することを目的とする。The present invention aims to solve the above-mentioned problems of the prior art, and provides a release layer composition which provides a release layer having good antistatic ability and release performance by a single coating operation. The purpose is to:
【０００８】[0008]
【課題を解決するための手段】本発明者は、溶媒に溶解
したシリコーン系剥離剤ではなく、水媒体に分散した状
態の水性硬化型シリコーンエマルジョンを使用すると共
に、帯電防止剤として特定の化学構造を有するポリエチ
レンジオキシチオフェン誘導体を使用することにより、
上述の目的を達成できることを見出し、本発明を完成さ
せるに至った。The present inventor uses an aqueous curable silicone emulsion dispersed in an aqueous medium instead of a silicone-based release agent dissolved in a solvent, and has a specific chemical structure as an antistatic agent. By using a polyethylene dioxythiophene derivative having
The inventors have found that the above objects can be achieved, and have completed the present invention.
【０００９】即ち、本発明は、硬化型シリコーンエマル
ジョンと硬化剤と式（１）That is, the present invention provides a curable silicone emulsion, a curing agent and a compound represented by the formula (1)
【００１０】[0010]
【化４】 Embedded image
【００１１】（式中、ｎは重合度であり、Ｙ−は対イオ
ンである。）の帯電防止剤とを含有することを特徴とす
る剥離剤組成物を提供する。Wherein n is a degree of polymerization, and Y − is a counter ion.
【００１２】また、本発明は、プラスチックフィルム基
材の少なくとも片面に、この剥離剤組成物の塗工膜が形
成されていることを特徴とする剥離フィルムを提供す
る。Further, the present invention provides a release film characterized in that a coating film of the release agent composition is formed on at least one surface of a plastic film substrate.
【００１３】[0013]
【発明の実施の形態】以下、本発明を詳細に説明する。BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in detail.
【００１４】本発明の剥離剤組成物は、硬化型シリコー
ンエマルジョンと硬化剤と帯電防止剤とを含有する。[0014] The release agent composition of the present invention contains a curable silicone emulsion, a curing agent and an antistatic agent.
【００１５】硬化型シリコーンエマルジョンは、剥離能
を有する硬化型シリコーン樹脂が水性媒体中に乳化した
乳化物であり、その硬化型シリコーン樹脂を製造する際
に、公知の乳化重合法に従って調製されたものである。
乳化重合条件は、使用する原材料の種類やエマルジョン
特性等に応じて適宜決定することができる。The curable silicone emulsion is an emulsion obtained by emulsifying a curable silicone resin having a peeling ability in an aqueous medium, and is prepared according to a known emulsion polymerization method when producing the curable silicone resin. It is.
Emulsion polymerization conditions can be appropriately determined according to the type of raw materials used, emulsion characteristics, and the like.
【００１６】乳化重合法に適用可能な硬化型シリコーン
樹脂には、縮合反応型や付加反応型のものがあり、これ
らはそれぞれ単独で用いてもよいし、二種以上併用して
もよい。これらは、通常、硬化剤と併用される。The curable silicone resin applicable to the emulsion polymerization method includes a condensation reaction type and an addition reaction type, each of which may be used alone or in combination of two or more. These are usually used in combination with a curing agent.
【００１７】乳化重合法に適用可能な縮合反応型シリコ
ーン樹脂としては、末端−ＯＨ基を持つポリジメチルシ
ロキサンと末端に−Ｈ基を持つポリジメチルシロキサン
（ハイドロジェンシラン）を硬化剤（有機錫触媒（例え
ば有機錫アシレート触媒））を用いて縮合反応させ、三
次元架橋構造をつくるもの等が挙げられる。縮合反応型
シリコーン樹脂の具体例としては、Ｘ−５２−１９５
（信越化学社製）を挙げることができる。また、有機錫
触媒の具体例としては、ＣＡＴ−ＰＬ１０（信越化学社
製）を挙げることができる。Examples of the condensation reaction type silicone resin applicable to the emulsion polymerization method include polydimethylsiloxane having a terminal -OH group and polydimethylsiloxane (hydrogensilane) having a terminal -H group as a curing agent (organotin catalyst). (For example, an organic tin acylate catalyst)) to form a three-dimensional crosslinked structure. Specific examples of the condensation reaction type silicone resin include X-52-195.
(Made by Shin-Etsu Chemical Co., Ltd.). CAT-PL10 (manufactured by Shin-Etsu Chemical Co., Ltd.) can be given as a specific example of the organotin catalyst.
【００１８】乳化重合法に適用可能な付加反応型シリコ
ーン樹脂としては、末端にビニル基を導入したポリジメ
チルシロキサンとハイドロジェンシランを硬化剤（白金
系触媒）を用いて反応させ、三次元架橋構造をつくるも
の等が挙げられる。付加反応型シリコーン樹脂の具体例
としては、Ｘ−５２−１５１（信越化学社製）を挙げる
ことができる。また、白金系触媒の具体例としては、Ｃ
ＡＴ−ＰＭ−１０（信越化学社製）を挙げることができ
る。As the addition-reaction type silicone resin applicable to the emulsion polymerization method, polydimethylsiloxane having a vinyl group introduced into a terminal and hydrogen silane are reacted with a curing agent (platinum catalyst) to form a three-dimensional crosslinked structure. And the like. Specific examples of the addition reaction type silicone resin include X-52-151 (manufactured by Shin-Etsu Chemical Co., Ltd.). Further, specific examples of the platinum-based catalyst include C
AT-PM-10 (manufactured by Shin-Etsu Chemical Co., Ltd.) can be mentioned.
【００１９】これらのシリコーン樹脂の中でも、硬化剤
として白金系触媒を使用する付加反応型シリコーン樹脂
を使用することが残留接着率の点から好ましい。Among these silicone resins, it is preferable to use an addition reaction type silicone resin using a platinum-based catalyst as a curing agent from the viewpoint of the residual adhesion rate.
【００２０】本発明において使用する硬化剤としては、
使用する硬化型シリコーン樹脂の種類に応じて異なる。
前述したように、縮合反応型シリコーン樹脂の場合には
硬化剤として有機錫触媒を使用し、付加反応型シリコー
ン樹脂の場合には硬化剤として白金系触媒を使用する。The curing agent used in the present invention includes:
It differs depending on the type of curable silicone resin used.
As described above, an organotin catalyst is used as a curing agent in the case of a condensation reaction type silicone resin, and a platinum-based catalyst is used as a curing agent in the case of an addition reaction type silicone resin.
【００２１】本発明において、帯電防止剤としては、式
（１）In the present invention, as the antistatic agent, formula (1)
【００２２】[0022]
【化５】 Embedded image
【００２３】（式中、ｎは重合度であり、Ｙ−は対イオ
ンである。）のポリエチレンジオキシチオフェン誘導体
を使用する。式（１）の化合物は、安定な有機導電性高
分子であるので、剥離層に電荷が蓄積されることを防止
することができる。このため、剥離層の表面抵抗値を帯
電防止に必要な１０１１Ω／□以下に調整することがで
きる。しかも、式（１）の化合物は、硬化型シリコーン
エマルジョンに含まれている硬化型シリコーン樹脂の硬
化反応を阻害しない。[0023] (wherein, n is the degree of polymerization, Y - is a counterion.) Using polyethylene dioxythiophene derivatives. Since the compound of the formula (1) is a stable organic conductive polymer, it is possible to prevent charges from being accumulated in the release layer. For this reason, the surface resistance of the release layer can be adjusted to 10 11 Ω / □ or less, which is necessary for antistatic. Moreover, the compound of the formula (1) does not inhibit the curing reaction of the curable silicone resin contained in the curable silicone emulsion.
【００２４】式（１）において、対イオンであるＹ−と
しては、水性媒体に対する帯電防止剤の溶解性あるいは
分散性を向上させ得るイオン性化合物から選択できる。
例えば、式（２）In the formula (1), the counter ion Y − can be selected from ionic compounds capable of improving the solubility or dispersibility of the antistatic agent in an aqueous medium.
For example, equation (2)
【００２５】[0025]
【化６】 Embedded image
【００２６】（式中、ｎは重合度である。）のポリスチ
レンスルホン酸アニオンを含有するポリマー対イオンを
好ましく挙げることができる。中でも、Ｙ−のポリマー
対イオンとして、式（２）のポリスチレンスルホン酸ア
ニオンと式（３）(Wherein, n is the degree of polymerization). A polymer counterion containing a polystyrenesulfonate anion is preferably exemplified. Among them, as a polymer counter ion of Y − , a polystyrene sulfonate anion of the formula (2) and a formula (3)
【００２７】[0027]
【化７】 Embedded image
【００２８】（式中、ｍは重合度である。）のポリスチ
レンスルホン酸とのブレンドポリマー又はそれらが共重
合した構造のスチレンスルホン酸・スチレンスルホン酸
アニオン共重合体を好ましく挙げることができる。な
お、Ｙ−のポリマー対イオンがスチレンスルホン酸・ス
チレンスルホン酸アニオン共重合体である式（１）のポ
リエチレンジオキシチオフェン誘導体は、Ｂａｙｔｒｏ
ｎ Ｐ（バイエル社製）という商品名で市販されてい
る。(Wherein m is the degree of polymerization), a blend polymer with polystyrene sulfonic acid or a styrene sulfonic acid / styrene sulfonic acid anion copolymer having a structure obtained by copolymerizing them. Note that the polyethylene dioxythiophene derivative of the formula (1) in which the polymer counter ion of Y − is a styrenesulfonic acid / styrenesulfonic acid anion copolymer is Baytro.
It is commercially available under the trade name nP (manufactured by Bayer AG).
【００２９】本発明の剥離剤組成物において、反応型シ
リコーンエマルジョン中の樹脂固形分１００重量部に対
し、硬化剤の配合量は、少なすぎるとそれから形成され
た剥離層が未硬化となり、多すぎると重剥離現象が生ず
るので、好ましくは、０．５〜１０重量部、より好まし
くは１〜３重量部である。一方、帯電防止剤の配合量
は、少なすぎると高抵抗となり、多すぎると重剥離現象
が生ずるので好ましくは０．０５〜１０重量部、より好
ましくは０．５〜５重量部である。In the release agent composition of the present invention, if the amount of the curing agent is too small relative to 100 parts by weight of the resin solids in the reactive silicone emulsion, the release layer formed therefrom becomes uncured and too large. Therefore, the amount is preferably 0.5 to 10 parts by weight, more preferably 1 to 3 parts by weight. On the other hand, when the amount of the antistatic agent is too small, the resistance becomes high, and when the amount is too large, a heavy peeling phenomenon occurs.
【００３０】本発明の剥離剤組成物には、必要に応じて
イオン交換水、メタノール、エタノール等を適宜配合す
ることができる。The release agent composition of the present invention may optionally contain ion-exchanged water, methanol, ethanol and the like, if necessary.
【００３１】本発明の剥離剤組成物は、硬化型シリコー
ンエマルジョンと硬化剤と帯電防止剤と必要に応じてイ
オン交換水とを常法により均一に混合することにより製
造することができる。The release agent composition of the present invention can be produced by uniformly mixing a curable silicone emulsion, a curing agent, an antistatic agent and, if necessary, ion-exchanged water in a conventional manner.
【００３２】本発明の剥離剤組成物を、剥離フィルム用
のプラスチックフィルム基材の片面又は両面に、バーコ
ート法、ドクターブレード法、リバースロールコート
法、グラビアロールコート法等の公知の塗工方法により
塗工し、塗膜の乾燥及び硬化（熱硬化等）を行うことに
より、片面剥離フィルム又は両面剥離フィルムを作成す
ることができる。プラスチックフィルム基材の一つの表
面に一度塗りで帯電防止能を有する剥離層を形成するこ
とができる。なお、乾燥条件並びに硬化条件は、使用し
た原料の種類等に応じて適宜決定することができる。A known coating method such as a bar coating method, a doctor blade method, a reverse roll coating method, a gravure roll coating method, or the like, is applied to one or both surfaces of a plastic film substrate for a release film using the release agent composition of the present invention. And a coating film is dried and cured (eg, heat cured) to produce a single-sided release film or a double-sided release film. A release layer having an antistatic ability can be formed on one surface of a plastic film substrate by one application. Note that the drying conditions and the curing conditions can be appropriately determined according to the type of the used raw materials and the like.
【００３３】なお、剥離剤組成物の塗布厚は、特に限定
されないが、０．０５〜０．５μｍ（乾燥厚）の範囲が
好ましい。塗膜の厚みがこの範囲より薄くなると離形性
能が低下し満足すべき性能が得られない。逆に塗膜の厚
みがこの範囲より厚くなるとキュアリングに時間がかか
り生産上不都合を生じる。The coating thickness of the release agent composition is not particularly limited, but is preferably in the range of 0.05 to 0.5 μm (dry thickness). If the thickness of the coating film is less than this range, the releasing performance is reduced and satisfactory performance cannot be obtained. Conversely, if the thickness of the coating film is larger than this range, it takes a long time for curing, which causes a disadvantage in production.
【００３４】プラスチックフィルム基材として、従来よ
り剥離フィルムの基材として用いられているプラスチッ
クフィルム基材（例えば、ＰＥＴフィルム、ＰＥＮフィ
ルム等）をそのまま利用することができる。As the plastic film substrate, a plastic film substrate (for example, a PET film, a PEN film, etc.) conventionally used as a substrate of a release film can be used as it is.
【００３５】[0035]
【実施例】以下、本発明を実施例により具体的に説明す
る。The present invention will be described below in more detail with reference to examples.
【００３６】実施例１ 硬化型シリコーンエマルジョン（ＫＭ７６８、信越化学
社製）１５重量部、白金系硬化剤（ＣＡＴ−ＰＭ１０、
信越化学社製）０．７５重量部、及びイオン交換水１２
０重量部を混合した混合物中に、帯電防止剤（ポリエチ
レンジオキシチオフェン ポリスチレンスルフォネー
ト；バイトロンＰ、バイエル社製）１５重量部添加し、
均一に混合した。この混合物を、剥離フィルム用ＰＥＴ
フィルム基材の片面に、乾燥厚が０．５μｍとなるよう
に常法により塗布し、１６０℃で１分間乾燥して剥離層
を形成することにより片面剥離フィルムを作成した。Example 1 15 parts by weight of a curable silicone emulsion (KM768, manufactured by Shin-Etsu Chemical Co., Ltd.), a platinum-based curing agent (CAT-PM10,
0.75 parts by weight of Shin-Etsu Chemical Co., Ltd. and 12 parts of ion-exchanged water
To the mixture obtained by mixing 0 parts by weight, 15 parts by weight of an antistatic agent (polyethylene dioxythiophene polystyrene sulfonate; Baytron P, manufactured by Bayer AG) was added,
Mix evenly. This mixture is made into PET for release film.
A single-sided release film was prepared by applying a conventional method to one side of the film substrate so as to have a dry thickness of 0.5 μm and drying at 160 ° C. for 1 minute to form a release layer.
【００３７】実施例２ 硬化型シリコーンエマルジョン（ＫＭ７６８、信越化学
社製）に代えて、硬化型シリコーンエマルジョン（Ｘ−
５２−１９５、信越化学社製）を使用する以外は、実施
例１と同様に、剥離剤組成物を調製し、更に片面剥離フ
ィルムを作成した。Example 2 Instead of the curable silicone emulsion (KM768, manufactured by Shin-Etsu Chemical Co., Ltd.), a curable silicone emulsion (X-
52-195, manufactured by Shin-Etsu Chemical Co., Ltd.), and a release agent composition was prepared in the same manner as in Example 1 to prepare a single-sided release film.
【００３８】実施例３ 硬化型シリコーンエマルジョン（ＫＭ７６８、信越化学
社製）に代えて、硬化型シリコーンエマルジョン（Ｘ−
５２−１５１、信越化学社製）を使用する以外は、実施
例１と同様に、剥離剤組成物を調製し、更に片面剥離フ
ィルムを作成した。Example 3 In place of the curable silicone emulsion (KM768, manufactured by Shin-Etsu Chemical Co., Ltd.), a curable silicone emulsion (X-
52-151, manufactured by Shin-Etsu Chemical Co., Ltd.), a release agent composition was prepared in the same manner as in Example 1, and a single-sided release film was produced.
【００３９】比較例１ ポリエチレンジオキシチオフェン ポリスチレンスルフ
ォネート（バイトロンＰ、バイエル社製）に代えて、ポ
リエステル系帯電防止剤（イオンソルバー９ａ、ソルベ
ック社）を使用する以外は、実施例１と同様に、剥離剤
組成物を調製し、更に片面剥離フィルムを作成した。Comparative Example 1 In the same manner as in Example 1 except that a polyester-based antistatic agent (Ion Solver 9a, Solvec) was used instead of polyethylene dioxythiophene polystyrene sulfonate (Baytron P, manufactured by Bayer). Then, a release agent composition was prepared, and a single-sided release film was prepared.
【００４０】比較例２ 硬化型シリコーン溶液（ＫＳ８４７、信越化学社製）１
０重量部、白金系硬化剤（ＣＡＴ−ＰＭ５０Ｔ、信越化
学社製）０．１重量部、及びトルエン９０重量部からな
る溶液中に、帯電防止剤（ポリエチレンジオキシチオフ
ェン ポリスチレンスルフォネート；バイトロンＰ、バ
イエル社製）１０重量部添加し混合した。しかし、帯電
防止剤は均一に分散せず、撹拌を止めると直ぐに沈降
し、均一な剥離剤組成物が得られなかった。Comparative Example 2 Curable Silicone Solution (KS847, manufactured by Shin-Etsu Chemical Co., Ltd.) 1
0 parts by weight, 0.1 part by weight of a platinum-based curing agent (CAT-PM50T, manufactured by Shin-Etsu Chemical Co., Ltd.), and 90 parts by weight of toluene in a solution containing an antistatic agent (polyethylenedioxythiophene polystyrene sulfonate; Baytron P (Manufactured by Bayer AG) 10 parts by weight. However, the antistatic agent did not disperse uniformly, settled immediately after the stirring was stopped, and a uniform release agent composition could not be obtained.
【００４１】比較例３ ポリエチレンジオキシチオフェン ポリスチレンスルフ
ォネート（バイトロンＰ、バイエル社製）１０重量部に
代えて、過塩素酸リチウム１重量部使用する以外は、実
施例１と同様に、剥離剤組成物を調製し、更に片面剥離
フィルムを作成した。Comparative Example 3 A release agent was used in the same manner as in Example 1 except that 1 part by weight of lithium perchlorate was used instead of 10 parts by weight of polyethylene dioxythiophene polystyrene sulfonate (Baytron P, manufactured by Bayer AG). A composition was prepared and a single-sided release film was prepared.
【００４２】（評価）得られた剥離フィルムについて、
以下に説明するように剥離力、残留接着率、表面抵抗値
を測定した。得られた結果を表１に示す。(Evaluation) Regarding the obtained release film,
As described below, the peel force, the residual adhesion rate, and the surface resistance value were measured. Table 1 shows the obtained results.
【００４３】剥離力試験 剥離フィルムの剥離層形成面に、市販のポリエステル系
粘着テープ（３１Ｂ、日東電工社製）を７０℃の温度下
で２５ｇ／ｃｍ２の圧力で貼り合わせた。２０時間経過
後、テンシロン万能試験機（オリエンテック社製）を用
いて剥離強度（５ｃｍ幅）を測定した。剥離フィルムと
しては、剥離強度が２００ｇ以下であることが望まれ
る。 Peel Force Test A commercially available polyester-based pressure-sensitive adhesive tape (31B, manufactured by Nitto Denko Corporation) was bonded to the release layer-formed surface of the release film at a temperature of 70 ° C. and a pressure of 25 g / cm 2 . After a lapse of 20 hours, the peel strength (5 cm width) was measured using a Tensilon universal tester (manufactured by Orientec). It is desired that the release film has a release strength of 200 g or less.
【００４４】残留接着率 剥離力試験後の市販のポリエステル系粘着テープをＰＥ
Ｔフィルムに貼り合わせ再度剥離力を測定した（剥離強
度Ａ）。これとは別に、テフロン（登録商標）フィルム
上に市販のポリエステル系粘着テープ（３１Ｂ、日東電
工社製）を７０℃の温度下で２５ｇ／ｃｍ２の圧力で貼
り合わせ、２０時間経過後に剥離し、そして剥離した市
販のポリエステル系粘着テープをＰＥＴフィルムに貼り
合わせ剥離力を測定した（剥離強度Ｂ）。得られた剥離
強度データＡ及びＢから、残留接着率｛（Ａ／Ｂ）×１
００｝を求めた。残留接着率は８０％以上であることが
望まれる。 Residual Adhesion Rate A commercially available polyester pressure-sensitive adhesive tape after the peel strength test was
The film was bonded to a T film and the peeling force was measured again (peeling strength A). Separately, a commercially available polyester-based pressure-sensitive adhesive tape (31B, manufactured by Nitto Denko Corporation) is adhered to a Teflon (registered trademark) film at a temperature of 70 ° C. and a pressure of 25 g / cm 2 , and peeled off after 20 hours. Then, the peeled commercially available polyester-based pressure-sensitive adhesive tape was bonded to a PET film, and the peeling force was measured (peeling strength B). From the obtained peel strength data A and B, the residual adhesion ratio ｛(A / B) × 1
00｝ was determined. It is desired that the residual adhesion rate is 80% or more.
【００４５】表面抵抗値 剥離フィルムの剥離層表面の表面抵抗値を、市販の電気
抵抗測定機（ヒューレットパカード社製）を用いて測定
した。表面抵抗値は１０１１Ω／□未満であることが望
まれる。 Surface resistance value The surface resistance value of the release layer surface of the release film was measured using a commercially available electric resistance measuring device (manufactured by Hewlett-Packard). It is desired that the surface resistance is less than 10 11 Ω / □.
【００４６】[0046]
【表１】 [Table 1]
【００４７】表１に示されているように、実施例１〜３
の剥離剤組成物からは、剥離力、残留接着率、及び表面
抵抗値について好ましい特性を有する剥離フィルムが得
られた。As shown in Table 1, Examples 1 to 3
From the release agent composition of (1), a release film having preferable characteristics with respect to the release force, the residual adhesion rate, and the surface resistance was obtained.
【００４８】一方、比較例１の剥離剤組成物は、帯電防
止剤として従来のポリエステル系帯電防止剤を使用した
ために、シリコーン樹脂の硬化が阻害され、残留接着率
が低下した。比較例２の場合には、溶液型のシリコーン
樹脂を使用したために、帯電防止剤を均一に混合するこ
とができず、意図した剥離層を形成できなかった。比較
例３の場合には、溶液型のシリコーン樹脂とそれに溶解
する帯電防止剤を使用したため、やはりシリコーン樹脂
の硬化が阻害され、残留接着率が低下した。On the other hand, in the case of the release agent composition of Comparative Example 1, since the conventional polyester-based antistatic agent was used as the antistatic agent, the curing of the silicone resin was inhibited, and the residual adhesion rate was reduced. In the case of Comparative Example 2, since the solution type silicone resin was used, the antistatic agent could not be uniformly mixed, and the intended release layer could not be formed. In the case of Comparative Example 3, since the solution type silicone resin and the antistatic agent dissolved therein were used, the curing of the silicone resin was also inhibited, and the residual adhesive ratio was lowered.
【００４９】[0049]
【発明の効果】本発明の剥離剤組成物を使用すれば、一
度の塗工操作により良好な帯電防止能と剥離性能を有す
る剥離層を有する剥離フィルムが得られる。By using the release agent composition of the present invention, a release film having a release layer having good antistatic ability and release performance can be obtained by one coating operation.
───────────────────────────────────────────────────── フロントページの続き Ｆターム(参考） 4F100 AB24B AB24C AB24H AK01A AK02B AK02C AK02J AK42 AK52B AK52C AK80B AK80C AL01B AL01C AL05B AL05C AT00A BA02 BA03 BA06 BA10B BA10C BA15 CA02B CA02C CA22B CA22C EH46 EH46B EH46C GB41 JB12B JB12C JG03 JL08B JL08C JL14 JM01B JM01C YY00B YY00C 4J002 CN06X CP03W FD10X GF00 GH02 4J032 BA04 BB01 ──────────────────────────────────────────────────の Continued on the front page F term (reference) 4F100 AB24B AB24C AB24H AK01A AK02B AK02C AK02J AK42 AK52B AK52C AK80B AK80C AL01B AL01C AL05B AL05C AT00A J02B03 BA06 BA10B BA10C BA15 E02BCA22B12B JM01B JM01C YY00B YY00C 4J002 CN06X CP03W FD10X GF00 GH02 4J032 BA04 BB01
Claims (6)
と式（１） 【化１】 （式中、ｎは重合度であり、Ｙ−は対イオンである。）
の帯電防止剤とを含有することを特徴とする剥離剤組成
物。1. A curable silicone emulsion, a curing agent and a compound represented by the formula (1): (Where n is the degree of polymerization and Y − is a counter ion.)
A release agent composition comprising: an antistatic agent.
酸アニオンを含有するポリマー対イオンである請求項１
記載の剥離剤組成物。Wherein Y - is of formula (2) ## STR2 ## A polymer counter ion containing a polystyrene sulfonate anion (wherein n is the degree of polymerization).
The release agent composition as described in the above.
ポリスチレンスルホン酸アニオンと、式（３） 【化３】 （式中、ｍは重合度である。）のポリスチレンスルホン
酸とのブレンドポリマー又はそれらが共重合した構造の
スチレンスルホン酸・スチレンスルホン酸アニオン共重
合体である請求項２記載の剥離剤組成物。Wherein Y - polymer counterion, and polystyrene sulfonic acid anion of the formula (2), Equation (3) ## STR3 ## 3. The release agent composition according to claim 2, which is a blend polymer with polystyrene sulfonic acid (where m is the degree of polymerization) or a styrene sulfonic acid / styrene sulfonic acid anion copolymer having a structure in which they are copolymerized. .
のいずれかに記載の剥離剤組成物。4. The method according to claim 1, wherein the curing agent is a platinum-based catalyst.
A release agent composition according to any one of the above.
固形分１００重量部に対し、硬化剤を０．５〜１０重量
部と、帯電防止剤を０．０５〜１０重量部を含有する請
求項１〜４のいずれかに記載の剥離剤組成物。5. The curable silicone emulsion contains 0.5 to 10 parts by weight of a curing agent and 0.05 to 10 parts by weight of an antistatic agent based on 100 parts by weight of a resin solid content. 4. The release agent composition according to any one of 4.
片面に、請求項１〜５のいずれかに記載の剥離剤組成物
の塗工膜が形成されていることを特徴とする剥離フィル
ム。6. A release film, wherein a coating film of the release agent composition according to claim 1 is formed on at least one surface of a plastic film substrate.
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|---|---|---|---|
| JP2001043443A JP3628263B2 (en) | 2001-02-20 | 2001-02-20 | Release agent composition having antistatic ability |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2001043443A JP3628263B2 (en) | 2001-02-20 | 2001-02-20 | Release agent composition having antistatic ability |
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| Publication Number | Publication Date |
|---|---|
| JP2002241613A true JP2002241613A (en) | 2002-08-28 |
| JP3628263B2 JP3628263B2 (en) | 2005-03-09 |
Family
ID=18905606
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|---|---|---|---|
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| JP2003251756A (en) * | 2002-02-28 | 2003-09-09 | Sony Chem Corp | Release film having antistatic function |
| JP2010026523A (en) * | 2009-10-15 | 2010-02-04 | Nitto Denko Corp | Protective film for polarizing plate, method for producing the film, and polarizing plate |
| JP4876289B2 (en) * | 2007-03-16 | 2012-02-15 | 東レ先端素材株式会社 | Antistatic silicone release film |
| JP2012241130A (en) * | 2011-05-20 | 2012-12-10 | Nagase Chemtex Corp | Composition of antistatic release agent and release film |
| WO2013047861A1 (en) * | 2011-09-26 | 2013-04-04 | 帝人デュポンフィルム株式会社 | Mold-releasing film and method for producing same |
| WO2014038626A1 (en) | 2012-09-05 | 2014-03-13 | 信越ポリマー株式会社 | Antistatic release agent and antistatic release film |
| WO2014042188A1 (en) | 2012-09-13 | 2014-03-20 | 信越ポリマー株式会社 | Antistatic release agent and antistatic release film |
| CN103694886A (en) * | 2012-09-27 | 2014-04-02 | 信越聚合物株式会社 | Antistatic release agent, antistatic release coated film and antistatic release base material |
| WO2014115807A1 (en) | 2013-01-23 | 2014-07-31 | 信越ポリマー株式会社 | Composition for antistatic peeling agent, and antistatic peelable film |
| WO2014125826A1 (en) | 2013-02-15 | 2014-08-21 | 信越ポリマー株式会社 | Curable antistatic organopolysiloxane composition and antistatic silicone film |
| JP2016145302A (en) * | 2015-02-09 | 2016-08-12 | 信越ポリマー株式会社 | Conductive polymer composition and release film |
| CN106459487A (en) * | 2014-08-07 | 2017-02-22 | 株式会社Everchemtech | Aqueous conductive polymer dispersion and antistatic coating liquid |
| KR20170067849A (en) | 2014-12-09 | 2017-06-16 | 신에츠 폴리머 가부시키가이샤 | An additional curable antistatic organopolysiloxane composition and an antistatic silicon coating |
| DE102017114969A1 (en) | 2016-07-11 | 2018-01-11 | Shin-Etsu Polymer Co., Ltd. | Coating for forming conductive release layer, method of making same, conductive release film, and method of making same |
| WO2018066448A1 (en) | 2016-10-06 | 2018-04-12 | 信越化学工業株式会社 | Silicone composition for release paper or release film |
| US10483011B2 (en) | 2013-02-15 | 2019-11-19 | Shin-Etsu Polymer Co., Ltd. | Conductive composition, conductive composition production method, anti-static resin composition and antistatic resin film |
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