WO2019009536A1 - Pellicule détachable à base de silicone acrylique et son procédé de fabrication - Google Patents

Pellicule détachable à base de silicone acrylique et son procédé de fabrication Download PDF

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Publication number
WO2019009536A1
WO2019009536A1 PCT/KR2018/006943 KR2018006943W WO2019009536A1 WO 2019009536 A1 WO2019009536 A1 WO 2019009536A1 KR 2018006943 W KR2018006943 W KR 2018006943W WO 2019009536 A1 WO2019009536 A1 WO 2019009536A1
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WO
WIPO (PCT)
Prior art keywords
release film
silicone
silicone oil
polyacrylic
weight
Prior art date
Application number
PCT/KR2018/006943
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English (en)
Korean (ko)
Inventor
주재근
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주재근
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Application filed by 주재근 filed Critical 주재근
Publication of WO2019009536A1 publication Critical patent/WO2019009536A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/0427—Coating with only one layer of a composition containing a polymer binder
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/046—Forming abrasion-resistant coatings; Forming surface-hardening coatings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/18—Manufacture of films or sheets
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
    • C08K3/013—Fillers, pigments or reinforcing additives
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/20—Adhesives in the form of films or foils characterised by their carriers
    • C09J7/22—Plastics; Metallised plastics
    • C09J7/25—Plastics; Metallised plastics based on macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
    • C09J7/255—Polyesters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/40—Adhesives in the form of films or foils characterised by release liners
    • C09J7/401—Adhesives in the form of films or foils characterised by release liners characterised by the release coating composition
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
    • C08J2367/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2433/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
    • C08J2433/04—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters
    • C08J2433/06—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters of esters containing only carbon, hydrogen, and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C08J2433/08—Homopolymers or copolymers of acrylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2483/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen, or carbon only; Derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2433/00—Presence of (meth)acrylic polymer
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2475/00—Presence of polyurethane
    • C09J2475/005—Presence of polyurethane in the release coating
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2483/00—Presence of polysiloxane

Definitions

  • the present invention relates to a release film using acrylic silicone and a method for manufacturing the same, and more particularly, to a release film using acrylic silicone and a polyacrylate resin prepared by polymerizing a silicone oil and acrylic acid, And to a release film produced by the above method.
  • the release film is generally used mainly for protecting the pressure-sensitive adhesive layer (or the pressure-sensitive adhesive layer).
  • the release film is most widely used as an adhesive tape for industrial use. Recently, its application range has been expanded to IT fields such as mobile phones, LCDs, semiconductors, and displays, and automobile recycling and medical applications.
  • the release film according to the prior art includes a base film such as polyethylene terephthalate (PET), polypropylene (PP) and the like, and a release layer of a siloxane-based silicone composition.
  • PET polyethylene terephthalate
  • PP polypropylene
  • a siloxane-based silicone composition when used to produce a release film, physical properties such as releasability, residual adhesion, and adhesion of the film deteriorate and a problem arises that the release layer is transferred during the process.
  • the present invention provides a method for producing a non-dissociable, luminous, matt release film (paper) using acrylic silicone and a polyacrylate resin, and a release film produced by the above method.
  • the present invention provides a method for manufacturing a semiconductor device, which comprises applying a composition obtained by mixing polyacrylic silicone, which is obtained by polymerizing a silicone oil and acrylic acid, with a polyacrylate resin, an isocyanate- (See FIG. 1 and FIG. 2).
  • FIG. 1 is a cross-sectional view illustrating a method of manufacturing a mold release film according to an embodiment of the present invention.
  • the process can polymerize the silicone oil into acrylic acid to block the transfer of the silicone oil to the adherend.
  • it is possible to produce a non-dissociated release film.
  • the method can be implemented by adding a filler to a matte release film.
  • the method can control the releasing force according to the content ratio of polyacrylic silicone and polyacrylate resin.
  • the silicone oil may include at least one member selected from the group consisting of dimethyl silicone, methylphenyl silicone, silicone acrylate and polydimethylsiloxane.
  • the acrylic acid may be at least one selected from the group consisting of methacrylic acid, ethyl acrylate, propyl acrylate, n-butyl acrylate, n-octyl acrylate, lauryl acrylate, isobutyl acrylate, 2-ethylhexyl acrylate, isooctyl acrylate, methyl methacrylate, Propyl methacrylate, n-butyl methacrylate, n-octyl methacrylate, lauryl methacrylate, isobutyl methacrylate, 2-ethylhexyl methacrylate, isooctyl methacrylate, 2-methoxyethyl acrylate , Ethoxymethyl acrylate, 2-methoxyethyl methacrylate, ethoxymethyl methacrylate, benzyl acrylate, and benzyl methacrylate.
  • the silicone oil and acrylic acid may be mixed in a weight ratio of 1: 0.5 to 1.
  • the composition may include 1 to 10 parts by weight of polyacrylic silicone, 10 to 50 parts by weight of a polyacrylate resin, 5 to 20 parts by weight of a curing agent, and 0.1 to 20 parts by weight of a filler, and 40 to 80 parts by weight of an organic solvent .
  • solvent toluene or MEK (methyl ethyl ketone) may be used, but it is not limited thereto.
  • MEK methyl ethyl ketone
  • the isocyanate curing agent is preferably selected from the group consisting of toluene diisocyanate (TDI), xylylene diisocyanate (XDI), hexamethylene diisocyanate and isophorone diisocyanate (IPDI) And may include one or more selected.
  • the polyacrylate resin may be prepared by polymerizing acrylic acid.
  • the usable acrylic acid is as described above.
  • the polyacrylic silicone and the polyacrylate resin may be mixed in the range of 1 to 10 parts by weight and 10 to 50 parts by weight, respectively.
  • the method is characterized in that the releasing force is controlled according to the content ratio of polyacrylic silicone and polyacrylate resin.
  • the filler may be added in an amount of 0.1 to 20 parts by weight based on 100 parts by weight of the entire composition to control the gloss of the release film.
  • the filler may be at least one selected from the group consisting of silica, talc, acrylic beads, urethane beads, urea beads and glass beads.
  • the release layer It may be in the form of a polyurethane coating film.
  • the base film is not limited in its kind, but may be a polyethylene terephthalate (PET), a polybutylene terephthalate (PBT), a polyethylene naphthalate (PEN), a polybutyl And may be selected from the group consisting of polybutylene naphthalate (PBN), polyethylene (PE), and polypropylene (PP).
  • PET polyethylene terephthalate
  • PBT polybutylene terephthalate
  • PEN polyethylene naphthalate
  • PBN polybutylene naphthalate
  • PE polyethylene
  • PP polypropylene
  • the present invention also relates to a liquid crystal display comprising: a base film (110); And a releasing film (100) comprising a releasing layer (120) formed of a composition of polyacrylic silicone, which is prepared by polymerizing a silicone oil and acrylic acid, and a polyacrylate resin, an isocyanate hardener and a filler, on the base film ) (See Figs. 1 and 2).
  • the present invention also relates to a process for forming a release layer 120 by coating a composition obtained by mixing polyacrylic silicone, which is prepared by polymerizing a silicone oil and acrylic acid, with a polyacrylate resin and an isocyanate curing agent, on a base film 110 (Fig. 1 and Fig. 2).
  • the release film may be a glossy release film.
  • the composition may include 1 to 10 parts by weight of polyacrylic silicon, 10 to 50 parts by weight of a polyacrylate resin, and 5 to 20 parts by weight of a curing agent, and may further include 40 to 80 parts by weight of an organic solvent.
  • the solvent toluene or MEK (methyl ethyl ketone) may be used, but it is not limited thereto.
  • the other specific configurations are as described above.
  • the present invention also relates to an optical film comprising a base film (110); And a release layer (120) comprising a release layer (120) formed of a composition of polyacrylic silicon prepared by mixing silicone oil and acrylic acid and a polyacrylate resin and an isocyanate curing agent on the base film (Figs. 1 and 2).
  • the release film may be a glossy release film. The detailed description of the construction is as described above.
  • the present invention it is possible to produce a non-transition release film in which the silicone oil is not transferred to the adherend, by polymerizing the silicone oil to acrylic acid to prevent the release of the silicone oil.
  • the releasing force can be controlled by adjusting the mixing ratio of polyacrylic silicone and polyacrylate resin. Accordingly, the target releasing force can be given differently depending on characteristics of a product to which the release film is to be applied later.
  • the production of a matte release film requires a process that requires two or more operations at present, but the present invention has an advantage that a release film can be manufactured in a single operation and the process can be shortened.
  • FIG. 1 shows a structure of a release film according to an embodiment of the present invention.
  • FIG. 2 shows a structure of a release film according to another embodiment of the present invention.
  • 3A and 3B are diagrams showing results of chemical resistance test of a release film manufactured according to an embodiment of the present invention.
  • silicone oil silicone acrylic acid monomer
  • MMA methyl methacrylate
  • 2-HEMA hydroxyethyl methacrylate
  • BPO benzoyl peroxide
  • a release tape SUS (TESA 7475) having an adhesive strength of 3500 g / inch and a width of 50 mm and a length of 175 mm was attached to the release film prepared in Example 1-3, The adhesive strength was measured after standing for 20 minutes. That is, the pressure-sensitive adhesive tape was peeled and removed from each release film, pressed against a metal plate, and then peeled off at 180 degrees to measure the adhesive strength.
  • SKC SG31
  • a polyacrylic silicone and a polyacrylate were mixed at a weight ratio of 1:10, 1:20 and 1:50, respectively, and an acrylic adhesive tape (width: 50 mm, length: 175 mm) TESA7475), and then the releasing force was measured according to the FINAT-10 evaluation method. That is, a standard tape was pressed on a releasing film by reciprocating twice at a speed of 10 mm / sec using a FINAT testing roller (2 kg load), and then two flat Specimens were placed between metal plates and stored at a temperature of about 23 ° C for 20 hours at a pressure of 70 g / cm 2.
  • each release film was fixed to the jig four hours later, and then the standard tape was peeled off from the release film at a rate of 300 mm / min in the direction of 180 degrees. At this time, each release film was repeatedly measured five times, and the average value (g / inch) thereof was measured (Table 2).
  • the releasing film prepared by the method of Example 1-3 was added with polyacrylic silicon and polyacrylate at a ratio of 1:50, 10:50 and 20:50, respectively, and the releasing force was measured in the same manner as described above (Table 3).
  • the releasing force was increased as the content of polyacrylate was increased.
  • the releasing force was decreased.
  • the releasing force Can be controlled.
  • the extent to which the gloss of the release film was controlled according to the filler content was analyzed and the results are shown in Table 4.
  • the evaluation was carried out in the same manner as in Example 1-4 except that the remaining components were the same and only the content of the filler was changed as shown in Table 4.
  • the gloss of the surface of the release film was measured with a micro-TRI according to ASTM D523 of Korea Polymer Testing Laboratory - The gloss value was measured at 60 ° using a gloss meter (Table 4).
  • 3A and 3B show the chemical resistance test results of a release film produced according to an embodiment of the present invention.
  • 3A is a photograph showing a state in which the surface of a release film (right side) produced according to the present invention (Example 1-3) and the surface of a general silicone release film (left side) is represented by a planetary magic line.
  • 3B is a plan view of a conventional silicone release film (left side) and a release film (right side) produced according to the present invention, as shown in FIG. 3A, A photograph of the surface is shown in a state of being wiped off.
  • the oil-based magic indicated on the surface of the general silicone release film was not removed well after more than one minute, while the oil-based magic indicated on the surface of the release film according to the present invention, It can be seen that it is well wiped and removed. Thus, it can be confirmed that the release film (right side) of the present invention is excellent in chemical resistance and stain resistance because the drug is not penetrated into the release layer.

Abstract

La présente invention concerne une pellicule détachable et son procédé de fabrication et, plus spécifiquement : un procédé de fabrication d'une pellicule détachable brillante ou matte sans transfert capable d'empêcher la libération d'une huile de silicone sur un produit à revêtir, en utilisant une silicone polyacrylique, qui est préparée par polymérisation d'une huile de silicone et d'acide acrylique, et une résine de polyacrylate ; une pellicule détachable fabriquée par le procédé. Selon la présente invention, une pellicule de libération ayant un revêtement résistant et ayant d'excellentes caractéristiques de résistance aux rayures, de résistance aux solvants, de résistance à la chaleur, de résistance chimique et de résistance à la contamination peut être obtenue.
PCT/KR2018/006943 2017-07-07 2018-06-20 Pellicule détachable à base de silicone acrylique et son procédé de fabrication WO2019009536A1 (fr)

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KR1020170086622A KR101927522B1 (ko) 2017-07-07 2017-07-07 아크릴 실리콘을 이용한 이형필름 및 이의 제조방법
KR10-2017-0086622 2017-07-07

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109991161A (zh) * 2019-04-15 2019-07-09 深圳市普利司德高分子材料有限公司 一种离型膜保护膜的硅转移测试方法
CN113278386A (zh) * 2021-05-08 2021-08-20 南京君弘新材料有限公司 一种环保型水性非硅离型膜
CN113956523A (zh) * 2021-02-20 2022-01-21 苏州鸿科新材料科技有限公司 一种自由基紫外光固化防水卷材用离型膜及其制备方法
CN113999421A (zh) * 2021-11-10 2022-02-01 江阴华美光电科技有限公司 一种超轻非硅pet离型膜及其生产工艺
WO2023008653A1 (fr) * 2021-07-30 2023-02-02 (주)케이에프엠 Composition pour former une couche de résine de film anti-adhésif, film anti-adhésif, procédé pour sa préparation et procédé de fabrication de cuir synthétique l'utilisant

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JP2008227475A (ja) * 2007-02-14 2008-09-25 Toray Ind Inc 半導体封止用離型シートおよびその製造方法
KR20120040998A (ko) * 2010-10-20 2012-04-30 도레이첨단소재 주식회사 대전방지 실리콘 이형필름
KR101538447B1 (ko) * 2014-02-17 2015-07-22 도레이첨단소재 주식회사 이형 시트
KR20160038937A (ko) * 2014-09-30 2016-04-08 (주)엘지하우시스 무광 코팅 조성물, 무광 코팅 시트 및 이의 제조방법
KR20160073838A (ko) * 2014-12-17 2016-06-27 율촌화학 주식회사 이형필름

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008227475A (ja) * 2007-02-14 2008-09-25 Toray Ind Inc 半導体封止用離型シートおよびその製造方法
KR20120040998A (ko) * 2010-10-20 2012-04-30 도레이첨단소재 주식회사 대전방지 실리콘 이형필름
KR101538447B1 (ko) * 2014-02-17 2015-07-22 도레이첨단소재 주식회사 이형 시트
KR20160038937A (ko) * 2014-09-30 2016-04-08 (주)엘지하우시스 무광 코팅 조성물, 무광 코팅 시트 및 이의 제조방법
KR20160073838A (ko) * 2014-12-17 2016-06-27 율촌화학 주식회사 이형필름

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109991161A (zh) * 2019-04-15 2019-07-09 深圳市普利司德高分子材料有限公司 一种离型膜保护膜的硅转移测试方法
CN113956523A (zh) * 2021-02-20 2022-01-21 苏州鸿科新材料科技有限公司 一种自由基紫外光固化防水卷材用离型膜及其制备方法
CN113278386A (zh) * 2021-05-08 2021-08-20 南京君弘新材料有限公司 一种环保型水性非硅离型膜
WO2023008653A1 (fr) * 2021-07-30 2023-02-02 (주)케이에프엠 Composition pour former une couche de résine de film anti-adhésif, film anti-adhésif, procédé pour sa préparation et procédé de fabrication de cuir synthétique l'utilisant
CN113999421A (zh) * 2021-11-10 2022-02-01 江阴华美光电科技有限公司 一种超轻非硅pet离型膜及其生产工艺

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