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JPS63120641A - Mold release film and manufacture thereof - Google Patents

Mold release film and manufacture thereof

Info

Publication number
JPS63120641A
JPS63120641A JP26560286A JP26560286A JPS63120641A JP S63120641 A JPS63120641 A JP S63120641A JP 26560286 A JP26560286 A JP 26560286A JP 26560286 A JP26560286 A JP 26560286A JP S63120641 A JPS63120641 A JP S63120641A
Authority
JP
Japan
Prior art keywords
film
release film
polydimethylsiloxane
terminal hydroxyl
isocyanate compound
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
Application number
JP26560286A
Other languages
Japanese (ja)
Other versions
JPH0413146B2 (en
Inventor
鹿山 和夫
洋二 村上
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Teijin Ltd
Original Assignee
Teijin Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Teijin Ltd filed Critical Teijin Ltd
Priority to JP26560286A priority Critical patent/JPS63120641A/en
Publication of JPS63120641A publication Critical patent/JPS63120641A/en
Publication of JPH0413146B2 publication Critical patent/JPH0413146B2/ja
Granted legal-status Critical Current

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29CSHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C37/00Component parts, details, accessories or auxiliary operations, not covered by group B29C33/00 or B29C35/00
    • B29C37/0067Using separating agents during or after moulding; Applying separating agents on preforms or articles, e.g. to prevent sticking to each other
    • B29C37/0075Using separating agents during or after moulding; Applying separating agents on preforms or articles, e.g. to prevent sticking to each other using release sheets

Landscapes

  • Laminated Bodies (AREA)

Abstract

(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。
(57) [Abstract] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

【発明の詳細な説明】 産業上の利用分野 本発明は雛形フィルム及びその製造法に関し、更に詳し
くは熱変形の少ない、耐久性及び離形性に優れた、透明
な離形フィルム及びその製造法に   −関する。
DETAILED DESCRIPTION OF THE INVENTION Field of the Invention The present invention relates to a template film and a method for producing the same, and more specifically, a transparent release film with little thermal deformation, excellent durability and release properties, and a method for producing the same. - related to.

従来技術 雛形フィルムは、粘着剤、接着剤等よりなる粘着面を保
護する目的、或は硬化性樹脂例えばウレタン樹脂、エポ
キシ樹脂、不飽和ポリエステル樹脂等の硬化反応性、成
形性を保護する目的等で用いられ、その量を拡大しつつ
ある。   ′かかる離形フィルムとして、従来から、
ポリエステルフィルムの少なくとも一表面にビニルシロ
キサン基を有するシリコンオイルの硬化物よりなる皮膜
を設けたのが用いられている。この硬化物は非粘着で離
形効果に優れ、また熱安定性に優れるという利点を有す
るが、一方ベースフイルムであるポリエステルフィルム
との密着性が十分とは言い難く耐久性が低い点、及び硬
化反応を150℃以上の高温で行う必要があることから
ベースフィルムが熱変形し、離形フィルムに皺特に縦皺
がはいるという欠点がある。この皺は広幅の離形フィル
ムでは重大な欠点となることがある。
The purpose of the conventional pattern film is to protect the adhesive surface made of adhesives, adhesives, etc., or to protect the curing reactivity and moldability of curable resins such as urethane resins, epoxy resins, and unsaturated polyester resins. It is used in many countries, and the amount is being expanded. 'As such a release film, conventionally,
A film made of a cured silicone oil having a vinyl siloxane group is provided on at least one surface of a polyester film. This cured product has the advantage of being non-adhesive, has an excellent mold release effect, and has excellent thermal stability, but on the other hand, the adhesion to the polyester film that is the base film is not sufficient, resulting in low durability. Since the reaction needs to be carried out at a high temperature of 150° C. or higher, the base film is thermally deformed and the release film has wrinkles, particularly vertical wrinkles. These wrinkles can be a serious drawback in wide release films.

発明の目的 本発明の目的は、かかる点を改善し、熱変形が小さく、
耐久性及び離形性に優れた、透明な離形フィルムを提供
することにある。
OBJECT OF THE INVENTION The object of the present invention is to improve the above points, and to reduce thermal deformation.
An object of the present invention is to provide a transparent release film having excellent durability and release properties.

本発明の別の目的は、上記離形フィルムの製造法を提供
することにある。
Another object of the present invention is to provide a method for producing the above-mentioned release film.

発明の構成・効果 本発明のかかる目的は、本発明によれば、1、 ポリエ
ステルフィルムの少なくとも一表面にシランイソシアネ
ート化合物と末端水酸基を有するポリジメチルシロキサ
ンの硬化物層を設けてなる離形フィルム、並びに 2、 ポリエステルフィルムの少なくとも一表面に、シ
ランイソシアネート化合物と末端水酸基を有するポリジ
メチルシロキサンの混合物を塗布し、130℃以下の温
度で硬化させて硬化物層を形成することを特徴とする離
形フィルムの製造法 によって達成される。
Structure and Effects of the Invention According to the present invention, the objects of the present invention are as follows: 1. A release film comprising a cured layer of polydimethylsiloxane having a silane isocyanate compound and a terminal hydroxyl group on at least one surface of a polyester film; and 2. Mold release characterized by applying a mixture of a silane isocyanate compound and a polydimethylsiloxane having a terminal hydroxyl group to at least one surface of the polyester film and curing the mixture at a temperature of 130° C. or lower to form a cured product layer. This is achieved by a film manufacturing method.

本発明におけるポリエステルは、芳香族二塩基酸又はそ
のエステル形成性誘導体とジオール又はそのエステル形
成性誘導体とから製造される結晶性の線状飽和ポリエス
テルであり、具体的には、ポリエチレンテレフタレート
、ポリプロピレンテレフタレート、ポリブチレンテレフ
タレート、ポリエチレン−2,6−ナフタレートなどが
好ましく例示される。また、これらの一部が他成分に置
換された共重合体や、ポリアルキレングリコール或は他
の樹脂との混合体であっても良い。
The polyester in the present invention is a crystalline linear saturated polyester produced from an aromatic dibasic acid or its ester-forming derivative and a diol or its ester-forming derivative, and specifically, polyethylene terephthalate, polypropylene terephthalate, etc. Preferred examples include polybutylene terephthalate, polyethylene-2,6-naphthalate, and the like. Further, a copolymer in which some of these components are substituted with other components, a mixture with polyalkylene glycol or other resins may be used.

本発明におけるポリエステルフィルムは、従来から知ら
れている方法で製造できる。例えば、上記ポリエステル
を乾燥後溶融し、ダイ(例えばTダイ、■ダイ等)から
冷却ドラム上に押出し急冷して未延伸フィルムとし、該
未延伸フィルムを二輪方向に延伸し、更に熱固定するこ
とによって製造することができる。フィルムの厚みは、
特に制限がないが、12〜250μmが好ましい。ポリ
エステルフィルムとしては滑剤を含まないフィルムが表
面平坦性の点で好ましいが、表面粗さ制御のため滑剤、
例えば炭酸カルシウム、カオリン、シリカ、酸化チタン
等の如き無機微粒子及び/又は触媒残渣の析出微粒子等
を含有させたフィルムであっても良く、またドデシルス
ルホン酸ソーダの如き帯電防止剤9色調調整剤等の如き
他の添加剤を含有させたフィルムであっても良い。
The polyester film in the present invention can be manufactured by a conventionally known method. For example, the above-mentioned polyester is dried and then melted, extruded from a die (for example, T die, ■ die, etc.) onto a cooling drum, rapidly cooled to form an unstretched film, and the unstretched film is stretched in the direction of the two wheels and further heat-set. It can be manufactured by The thickness of the film is
Although there is no particular limitation, 12 to 250 μm is preferable. As a polyester film, a film that does not contain a lubricant is preferable in terms of surface flatness, but a lubricant or a lubricant may be used to control surface roughness.
For example, it may be a film containing inorganic fine particles such as calcium carbonate, kaolin, silica, titanium oxide, etc. and/or precipitated fine particles of catalyst residue, an antistatic agent such as sodium dodecyl sulfonate, a color tone adjusting agent, etc. The film may also contain other additives such as.

本発明においてはポリエステルフィルムの少なくとも一
表面、すなわち片面または両面の上に、シランイソシア
ネート化合物と末端水酸基を有するポリジメチルシロキ
サンの混合物を塗工し、硬化させて皮膜を形成して離形
フィルムとする。このシランイソシアネート化合物は、
分子中に三3i−NGO結合を有するものであり、例え
ばSf  (NGO)4  、Rn  Si  (NG
O)4 −  n  。
In the present invention, a mixture of a silane isocyanate compound and a polydimethylsiloxane having a terminal hydroxyl group is coated on at least one surface of a polyester film, that is, on one or both sides, and is cured to form a film to form a release film. . This silane isocyanate compound is
It has a 33i-NGO bond in its molecule, such as Sf (NGO)4, RnSi (NG
O) 4-n.

(RO)n Si  (NGO>4− n 1これらの
予備縮合体等があげられる。ここで、Rはメチル、エチ
ル、フェニル、ビニル等の如き炭化水素基であり、nは
1.2又は3である。更に具体的にはメチルシラントリ
イソシアネート、エトキシシラントリイソシアネート、
シランテトライソシアネート等が好ましくあげられる。
(RO)nSi (NGO>4-n1 These precondensates, etc. are mentioned. Here, R is a hydrocarbon group such as methyl, ethyl, phenyl, vinyl, etc., and n is 1.2 or 3. More specifically, methylsilane triisocyanate, ethoxysilane triisocyanate,
Preferred examples include silane tetraisocyanate.

更に、上記シランイソシアネート化合物は、上記化合物
と無水硅酸やポリシロキサン化合物とを縮合し、分子内
にシラン元素(Si)に2個以上のイソシアネート基(
−NCO>が結合した化合物も包含する。シランイソシ
アネート化合物は1種でも良く、また2種以上を用いて
も良い。これらのうちメチルシラントリイソシアネート
が特に好ましい。
Furthermore, the above-mentioned silane isocyanate compound is obtained by condensing the above-mentioned compound with silicic anhydride or a polysiloxane compound to form a silane element (Si) with two or more isocyanate groups (
-NCO> is also included. One type of silane isocyanate compound may be used, or two or more types may be used. Among these, methylsilane triisocyanate is particularly preferred.

更に、末端水酸基を有するポリジメチルシロキサンとし
ては、水酸基を2個有するもの、いわゆるシリコンジオ
ールが特に好ましい。このものの重合度は10以上、更
には20〜40が好ましい。
Furthermore, as the polydimethylsiloxane having a terminal hydroxyl group, one having two hydroxyl groups, so-called silicon diol, is particularly preferable. The degree of polymerization of this material is preferably 10 or more, more preferably 20 to 40.

本発明においては、ポリエステルフィルムと離形性皮膜
との密着性を高めるため、シランイソシアネート化合物
に末端水酸基を有するポリジメチルシロキサンを混合し
て塗液を調製する。該塗液は溶媒としてn−ヘキサン、
トルエン、メチルエチルケトン、酢酸エチル等が好まし
く用いられる。
In the present invention, in order to improve the adhesion between the polyester film and the release film, a coating liquid is prepared by mixing polydimethylsiloxane having a terminal hydroxyl group with a silane isocyanate compound. The coating liquid uses n-hexane as a solvent,
Toluene, methyl ethyl ketone, ethyl acetate and the like are preferably used.

末端水酸基を有するポリジメチルシロキサンの割合は、
シランイソシアネート化合物との総量に対し、5〜30
重思%が好ましい。末端水酸基を有するポリジメチルシ
ロキサンの割合が大きすぎると、皮膜のポリエステルフ
ィルムへの密着性が低下するようになり、好ましくない
。塗液の塗布法としては、例えばスピンナーコート法、
スプレーコート法、バーコード法、グラビアコート法、
リバースコート法等の各種の塗布方法が用いられる。
The proportion of polydimethylsiloxane having terminal hydroxyl groups is
5 to 30 with respect to the total amount of silane isocyanate compound
Weight percentage is preferred. If the proportion of polydimethylsiloxane having terminal hydroxyl groups is too large, the adhesion of the film to the polyester film will decrease, which is not preferable. Examples of methods for applying the coating liquid include spinner coating,
Spray coating method, barcode method, gravure coating method,
Various coating methods such as reverse coating are used.

シランイソシアネート化合物と末端水酸基を有するポリ
ジメチルシロキサンとは低温反応性にすぐれ、例えば特
別な触媒を用いなくても空気中の水分やポリエステルフ
ィルム表面に付着している水分等で容易に反応が進み、
また130℃以下殊に100〜130℃の温度で反応が
十分に進み、硬化物を形成する。この硬化物からなる皮
膜はポリエステルフィルムへの密着性にすぐれ、かつ離
形性層として優れた作用を奏する。更に、上記硬化反応
が低温で進行することからポリエステルフィルムが熱変
形せず、得られる離形フィルムには皺特に縦皺が発生し
てなく、広幅の離形フィルムとして特に有用である。
Silane isocyanate compounds and polydimethylsiloxanes having terminal hydroxyl groups have excellent low-temperature reactivity, and for example, the reaction proceeds easily with moisture in the air or moisture attached to the surface of a polyester film, without using a special catalyst.
Further, the reaction proceeds sufficiently at a temperature of 130° C. or lower, particularly 100 to 130° C., to form a cured product. A film made of this cured product has excellent adhesion to the polyester film and also functions as a release layer. Furthermore, since the curing reaction proceeds at a low temperature, the polyester film is not thermally deformed, and the resulting release film is free of wrinkles, particularly vertical wrinkles, and is particularly useful as a wide release film.

また、滑剤を含有してないポリエステルのフィルムをベ
ースフィルムとすると、表面平坦性の優れた離形フィル
ムとなり、該離形フィルムは特に複合ガラス板の製造に
有用である。
Furthermore, when a polyester film containing no lubricant is used as the base film, a release film with excellent surface flatness can be obtained, and the release film is particularly useful for manufacturing composite glass plates.

実施例 以下、実施例を掲げて本発明を更に詳細に説明する。な
お、離形フィルムの各種特性の測定は、下記の方法によ
って行った。
EXAMPLES Hereinafter, the present invention will be explained in more detail with reference to Examples. Note that various properties of the release film were measured by the following methods.

(1)背面移行性 コーテイング面にポリエステルフィルムを重ね合わせ、
一定荷重をかけた後、コーテイング面に接したポリエス
テルフィルム面にマジックインクでラインを引き、“は
じき“の程度を見る。
(1) Layer a polyester film on the back migration coating surface,
After applying a certain load, draw a line with magic ink on the surface of the polyester film that is in contact with the coating surface, and check the degree of "repellency".

(2ラブオフ コーテイング面を指先で数回摩擦し、皮膜の脱落、密着
性を見る。
(2) Rub the coated surface several times with your fingertips to check whether the film comes off or the adhesion.

(3)離形性 コーテイング面に24am巾セロテープをゴムロールに
て圧着し、インストロン型引張試験機にて180°方向
に剥離し、この時の抵抗値(J/24m1+)をもって
表示する。
(3) Release property A 24-am wide cellophane tape is crimped onto the coated surface using a rubber roll and peeled off in a 180° direction using an Instron type tensile tester, and the resistance value (J/24m1+) at this time is indicated.

(4)耐摩耗性 コーテイング面を綿布で約50回摩擦した後、セロテー
プにて剥離し、この時の抵抗値をもって示す。
(4) Abrasion resistance After rubbing the coated surface approximately 50 times with a cotton cloth, it was peeled off with cellophane tape, and the resistance value at this time is shown.

比較例1 ポリジメチルシロキサンとメチルハイドOゲンボリシロ
キサンの混合液に白金触媒を加えて付加反応させ、硬化
させるタイプの信越化学■商品名KS−772を、トル
エンに溶解させ固形分濃度5%の溶液を作った。
Comparative Example 1 Shin-Etsu Chemical's brand name KS-772, which is a type of product in which a platinum catalyst is added to a mixed solution of polydimethylsiloxane and methylhydride polysiloxane to cause an addition reaction and cure, is dissolved in toluene to give a solid content concentration of 5%. I made a solution.

この塗液をポリエステルフィルム(帝人■商品名“テト
ロンフィルム3−100”)に塗布110g/尻でコー
ティングし、120℃、滞留時間1分間で乾燥及び硬化
反応を行ない、離形フィルムを作った。
This coating solution was coated on a polyester film (Teijin ■ trade name "Tetron Film 3-100") at an amount of 110 g/bottom, and a drying and curing reaction was carried out at 120 DEG C. for a residence time of 1 minute to prepare a release film.

この離形フィルムの品質は表−1に示す。The quality of this release film is shown in Table-1.

比較例2及び実施例1〜4 メチルシラントリイソシアネート(松本製薬工業■商品
名“オルガチックス5t−300”)にシリコンジオー
ル(末端水酸基を有するポリジメチルシロキサン:信越
化学■商品名゛KPX−400”)を表−1の割合で混
合し、固形分濃度が5%になるまで酢酸エチルで希釈し
、コーティング塗液を調製した。
Comparative Example 2 and Examples 1 to 4 Methylsilane triisocyanate (Matsumoto Pharmaceutical Co., Ltd., trade name "Orgatics 5t-300") and silicon diol (polydimethylsiloxane having a terminal hydroxyl group: Shin-Etsu Chemical, trade name "KPX-400") ) were mixed in the proportions shown in Table 1 and diluted with ethyl acetate until the solid content concentration was 5% to prepare a coating liquid.

この塗液をポリエステルフィルム(余人■商品名゛′テ
トロンフィルムS−100”)に塗布量が109/mに
なるようにコーティングし、120℃、滞留時間1分間
で乾燥及び硬化反応を行ない離形フィルムを作った。こ
の離形フィルムの品質は表−1に示す。
This coating solution was coated on a polyester film (trade name: ``Tetron Film S-100'') so that the coating amount was 109/m, and a drying and curing reaction was carried out at 120°C for a residence time of 1 minute, and the mold was released. A film was made. The quality of this release film is shown in Table 1.

Claims (1)

【特許請求の範囲】 1、ポリエステルフィルムの少なくとも一表面にシラン
イソシアネート化合物と末端水酸基を有するポリジメチ
ルシロキサンの硬化物層を設けてなる離形フィルム。 2、ポリエステルフィルムの少なくとも一表面に、シラ
ンイソシアネート化合物と末端水酸基を有するポリジメ
チルシロキサンの混合物を塗布し、130℃以下の温度
で硬化させて硬化物層を形成することを特徴とする離形
フィルムの製造法。 3、シランイソシアネート化合物がメチルシラントリイ
ソシアネートであり、末端水酸基を有するポリジメチル
シロキサンがシリコンジオールである特許請求の範囲第
2項記載の製造法。 4、末端水酸基を有するポリジメチルシロキサンの量比
が、シランイソシアネート化合物との総量に対し、5〜
30重量%である特許請求の範囲第2項または第3項記
載の製造法。
[Scope of Claims] 1. A release film comprising a cured layer of a silane isocyanate compound and polydimethylsiloxane having a terminal hydroxyl group on at least one surface of a polyester film. 2. A release film characterized in that a mixture of a silane isocyanate compound and a polydimethylsiloxane having a terminal hydroxyl group is applied to at least one surface of a polyester film and cured at a temperature of 130° C. or lower to form a cured product layer. manufacturing method. 3. The manufacturing method according to claim 2, wherein the silane isocyanate compound is methylsilane triisocyanate, and the polydimethylsiloxane having a terminal hydroxyl group is silicon diol. 4. The amount ratio of polydimethylsiloxane having a terminal hydroxyl group is 5 to 5 to the total amount of silane isocyanate compound.
30% by weight of the manufacturing method according to claim 2 or 3.
JP26560286A 1986-11-10 1986-11-10 Mold release film and manufacture thereof Granted JPS63120641A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP26560286A JPS63120641A (en) 1986-11-10 1986-11-10 Mold release film and manufacture thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP26560286A JPS63120641A (en) 1986-11-10 1986-11-10 Mold release film and manufacture thereof

Publications (2)

Publication Number Publication Date
JPS63120641A true JPS63120641A (en) 1988-05-25
JPH0413146B2 JPH0413146B2 (en) 1992-03-06

Family

ID=17419408

Family Applications (1)

Application Number Title Priority Date Filing Date
JP26560286A Granted JPS63120641A (en) 1986-11-10 1986-11-10 Mold release film and manufacture thereof

Country Status (1)

Country Link
JP (1) JPS63120641A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01306434A (en) * 1988-06-03 1989-12-11 Teijin Ltd Mold releasing film and production thereof
EP0416765A2 (en) * 1989-09-04 1991-03-13 Imperial Chemical Industries Plc Release film
JPH03125043U (en) * 1990-03-28 1991-12-18

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01306434A (en) * 1988-06-03 1989-12-11 Teijin Ltd Mold releasing film and production thereof
EP0416765A2 (en) * 1989-09-04 1991-03-13 Imperial Chemical Industries Plc Release film
US5756214A (en) * 1989-09-04 1998-05-26 Imperial Chemical Industries Plc Release film comprising polycarbonate-silicone-urethane resin
JPH03125043U (en) * 1990-03-28 1991-12-18

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JPH0413146B2 (en) 1992-03-06

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