WO2016035843A1 - Remover for ultraviolet-curable coating material - Google Patents

Remover for ultraviolet-curable coating material Download PDF

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Publication number
WO2016035843A1
WO2016035843A1 PCT/JP2015/075034 JP2015075034W WO2016035843A1 WO 2016035843 A1 WO2016035843 A1 WO 2016035843A1 JP 2015075034 W JP2015075034 W JP 2015075034W WO 2016035843 A1 WO2016035843 A1 WO 2016035843A1
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Prior art keywords
release agent
ether
examples
uncured
diethylene glycol
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PCT/JP2015/075034
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French (fr)
Japanese (ja)
Inventor
和哉 永冨
敦 廣田
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横浜油脂工業株式会社
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Publication of WO2016035843A1 publication Critical patent/WO2016035843A1/en

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D9/00—Chemical paint or ink removers
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/26—Processing photosensitive materials; Apparatus therefor
    • G03F7/42—Stripping or agents therefor

Definitions

  • the present invention relates to an ultraviolet curable paint remover that removes an uncured ultraviolet curable paint adhering to a product or a coating jig.
  • UV curable paints are used in various applications because they are suitable for coatings that are sensitive to heat, such as plastics, and are easy to miniaturize coating equipment. .
  • UV-curable paints examples include automotive parts, home appliances, electronic equipment, and furniture. If a coating failure occurs during the coating of these products, the uncured UV curable paint is peeled off, and the product can be reused without being discarded by returning the product to the state before coating.
  • Uncured refers to the state in which the resin component in the UV curable paint is not completely cured, and in practice, only a lower UV amount is irradiated than the recommended curing conditions for the target UV curable paint. Point to.
  • hanger jigs, masking jigs, etc. can be cited as painting jigs used when painting products. These coating jigs also adhere to the UV curable paint during coating, and if they are stacked, it leads to defective coating or masking of the product. Therefore, it is necessary to periodically remove the uncured UV curable coating.
  • the paint is peeled off using a release agent such as jet cleaning, rocking cleaning, ultrasonic cleaning, bubbling cleaning, brushing cleaning and shower cleaning.
  • a release agent such as jet cleaning, rocking cleaning, ultrasonic cleaning, bubbling cleaning, brushing cleaning and shower cleaning.
  • Examples of conventional release agents include release agents containing a halogen-based solvent such as methylene chloride and strong alkaline (pH 11 or higher) release agents. Since these release agents have a very heavy load on the human body and the environment and are difficult to handle and dispose of, there are many users who restrict their use. On the other hand, water-based release agents that are not strongly alkaline have low needs on the human body and the environment, and are easy to handle and dispose of.
  • a halogen-based solvent such as methylene chloride and strong alkaline (pH 11 or higher) release agents. Since these release agents have a very heavy load on the human body and the environment and are difficult to handle and dispose of, there are many users who restrict their use.
  • water-based release agents that are not strongly alkaline have low needs on the human body and the environment, and are easy to handle and dispose of.
  • An example of an aqueous release agent is an aqueous release agent for coatings to which a corrosion inhibiting additive is added so as not to generate rust on an iron-based material even when used at a high temperature, a monovalent or divalent alcohol solvent, water
  • An aqueous release agent for coating films containing gluconate as an additive for inhibiting corrosion has been proposed (Patent Document 1).
  • the release agent If the release agent is solidified, it loses its function as a release agent, so frequent replacement of the release agent is required. Moreover, since it becomes impossible to take out the release agent from the peeling tank, there has been a problem that a large maintenance or replacement of the peeling tank is required.
  • This invention makes it a subject to provide the peeling agent which can peel an uncured ultraviolet curable coating material over a long period of time, without solidifying in an indoor use environment, without affecting a peeling tank.
  • a release agent for an uncured UV-curable coating material containing a polymerization inhibitor does not solidify in an indoor use environment, and is a peeling tank.
  • the present invention has been found to be a release agent that can release an uncured ultraviolet curable paint over a long period of time without affecting the above.
  • the present invention relates to the following.
  • An uncured UV curable coating release agent containing a polymerization inhibitor containing a polymerization inhibitor.
  • the uncured release agent for ultraviolet curable paint according to [1] which contains an alcohol solvent.
  • the uncured UV curable release agent for paints according to [1] or [2] which contains water and has a pH of 3 to less than 11.
  • the present invention it is possible to provide a release agent capable of removing an uncured ultraviolet curable paint for a long period of time without being solidified in an indoor use environment and without affecting the release tank.
  • the polymerization inhibitor in the release agent of the present invention is blended to prevent the release agent from solidifying by causing a polymerization reaction in the release agent from which the uncured ultraviolet curable coating material has been released.
  • Polymerization inhibitors include hydroquinone, methylhydroquinone, ethylhydroquinone, t-butylhydroquinone, hydroquinone monomethyl ether (p-methoxyphenol), hydroquinone monoethyl ether, catechol, methyl catechol, ethyl catechol, t-butyl catechol, catechol monomethyl ether (O-methoxyphenol), phenols such as catechol monoethyl ether, quinones such as benzoquinone, tolquinone (methylbenzoquinone), xyloquinone (dimethylbenzoquinone), nitro such as nitromethane, nitroethane, nitroethane, nitropropane, nitrobutane, nitro
  • At least one kind is included, and two or more kinds may be used in combination. More preferred are phenols and quinones, and further preferred are hydroquinone, methylhydroquinone, hydroquinone monomethyl ether (p-methoxyphenol), and benzoquinone.
  • the blending amount of the polymerization inhibitor is 0.01 to 10% by weight of the entire release agent. This is because 0.01% by weight or more is preferable from the viewpoint of polymerization prevention, and 10% by weight or less is preferable from the viewpoint of paint peelability and economy. More preferably, it is 0.05 to 8% by weight, and still more preferably 0.1 to 5% by weight.
  • the alcohol solvent in the release agent of the present invention is blended to dissolve or swell the uncured UV curable paint.
  • alcohol solvents include aliphatic alcohols such as methyl alcohol, ethyl alcohol, propyl alcohol, and butyl alcohol, benzyl alcohol, 2-methylbenzyl alcohol, 3-methylbenzyl alcohol, 4-methylbenzyl alcohol, ⁇ -methylbenzyl alcohol, Aromatic alcohols such as phenethyl alcohol, glycols such as ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, ethylene glycol monoamyl ether , Ethylene glycol monohexyl ether, ethylene glycol monophenyl Ether, ethylene glycol monobenzyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether
  • At least one kind is included, and two or more kinds may be used in combination. More preferably aromatic alcohol, glycol ether, glycol diether, and more preferably benzyl alcohol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monopropyl ether, diethylene glycol monobutyl ether, diethylene glycol monohexyl ether, diethylene glycol monophenyl ether, Diethylene glycol monobenzyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, triethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dibutyl ether.
  • the blending amount of the alcohol solvent is 10 to 99.99% by weight of the entire release agent. This is because 10% by weight or more is preferable from the viewpoint of paint peelability. More preferably, it is 20 to 99.95% by weight, and still more preferably 30 to 99.9% by weight.
  • the water in the release agent of the present invention is blended to reduce flammability.
  • examples of water include tap water, distilled water, purified water, deionized water, pure water, and ultrapure water, and any of them may be used.
  • the amount of water is preferably 3 to 90% by weight based on the entire release agent. This is because 3% by weight or more is preferable from the viewpoint of flammability, and 90% by weight or less is preferable from the viewpoint of paint peelability. More preferably, it is 5 to 80% by weight, and still more preferably 8 to 70% by weight. Further, a release agent using an alcohol solvent without blending water may be used.
  • a pH adjusting agent may be added to the release agent of the present invention. This is blended to adjust the pH of the release agent.
  • pH adjusters include inorganic acids such as hydrochloric acid and phosphoric acid, organic acids such as acetic acid, malic acid, citric acid and 2-ethylhexanoic acid, inorganic alkalis such as sodium hydroxide and potassium hydroxide, monoethanolamine, and monoethanolamine.
  • Organic alkalis such as isopropanolamine, diethanolamine, and triethanolamine can be exemplified. Among these, at least 1 type may be mix
  • a surfactant may be added to the release agent of the present invention. This is blended to improve the penetration and wetting action of the alcohol solvent and to promote the dissolution and swelling of the uncured UV curable paint.
  • Surfactants include hydrocarbon-based interfaces such as alkyl sulfosuccinates, alkyl benzene sulfonates, alkyl sulfate esters, alkyl naphthalene sulfonates, sulfo fatty acid ester salts, polyoxyethylene alkyl phenyl ethers, polyoxyethylene alkyl ethers, etc.
  • silicone surfactants such as an activator, polyether-modified silicone, and polyglycerin-modified silicone, and fluorine-based surfactants such as perfluoroalkane carboxylic acid and perfluoroalkane sulfonic acid.
  • silicone surfactants such as an activator, polyether-modified silicone, and polyglycerin-modified silicone
  • fluorine-based surfactants such as perfluoroalkane carboxylic acid and perfluoroalkane sulfonic acid.
  • at least 1 type may be mix
  • the release agent of the present invention may contain various additives that are added to conventional release agents.
  • additives include viscosity modifiers, antioxidants, ultraviolet absorbers, rust inhibitors, preservatives, colorants, and fragrances.
  • the pH of the release agent of the present invention is preferably 3 to less than 11 in consideration of safety to the human body. More preferably, the pH is 4 to 10, still more preferably 5 to 9, and still more preferably 6 to 8.
  • the release agent of the present invention has a relatively low volatility of each component, there is little composition variation, and good release properties can be exhibited over a long period of time. In addition, since it does not contain components that have a large effect on the human body, it is safe in terms of work operations.
  • the stripping method using the stripping agent of the present invention may be any method as long as the stripping agent of the present invention can be brought into contact with an object to be stripped. Examples of the contact method include dipping, showering, spraying, coating, and the like.
  • the use temperature of the release agent is preferably 10 to 100 ° C. in consideration of paint release properties. More preferably, it is 20 to 90 ° C, and further preferably 30 to 80 ° C.
  • the object to be peeled of the present invention may be any object as long as it is coated with an uncured ultraviolet curable paint and has the paint adhered thereto.
  • Examples of the objects to be peeled include automobile parts, home appliances, electronic devices, furniture and other products, hanger jigs, and coating jigs such as masking jigs.
  • the ultraviolet curable coating material may be any coating material as long as it undergoes a polymerization reaction upon irradiation with ultraviolet rays to form a cured coating film.
  • Examples thereof include an unsaturated polyester resin type in which a photopolymerization initiator is added to a mixture of unsaturated polyester and styrene, and an acrylic resin type in which a photopolymerization initiator is added to a mixture of acrylic monomers and acrylic oligomers.
  • the blending components are as follows.
  • Alcohol-based solvent 1 Diethylene glycol monobutyl ether (KH Neochem Co., Ltd. product, butisenol 20)
  • Alcohol solvent 2 benzyl alcohol (Tokyo Ohka Kogyo Co., Ltd. product, benzyl alcohol)
  • Alcohol solvent 3 Diethylene glycol monoethyl ether (Nippon Shokubai Co., Ltd., Seafosol DG) Water: Deionized water
  • Polymerization inhibitor 1 Hydroquinone (Wako Pure Chemical Industries, Ltd.
  • Polymerization inhibitor 2 Methylhydroquinone (product of Wako Pure Chemical Industries, Ltd., methylhydroquinone)
  • pH adjuster 1 2-ethylhexanoic acid (KH Neochem Co., Octylic acid) and triethanolamine (Nippon Shokubai Co., Ltd., triethanolamine-S) are mixed in appropriate amounts.
  • pH adjuster 2 Citric acid (Showa Kako Co., Ltd.) Company product, citric acid (anhydrous)
  • pH adjuster 3 Monoethanolamine (Nippon Shokubai Co., Ltd., Monoethanolamine)
  • Example 1 to 4 correspond to the release agent containing a polymerization inhibitor in Comparative Example 1, and Example 5 and Comparative Example 2, Example 7 and Comparative Example 3, Example 8 and Comparative Example 4, and Example 9
  • the comparative example 5 has the same relationship. Comparing each of the examples and the comparative example, the polymerization prevention property was improved in the examples. Further, from the results of Examples 1 to 9, the polymerization preventing property was good regardless of the type of alcohol solvent, the presence or absence of water, and the pH.
  • Examples 5 and 9 had a peeling time of 15 minutes, Examples 1 to 4, 6, and 8 were 20 minutes, and Example 7 was 25 minutes.
  • the peeling time of Comparative Examples 2 and 5 was 15 minutes
  • Comparative Examples 1 and 4 were 20 minutes
  • Comparative Example 3 was 25 minutes.
  • the stripping time was the same, and even when a polymerization inhibitor was contained, the stripping property was not affected. From the results of Examples 1 to 9, the peelability was good regardless of the type of alcohol solvent, the presence or absence of water, and the pH.
  • an uncured UV curable coating release agent containing a polymerization inhibitor does not solidify in an indoor use environment, does not affect the peeling tank, and is uncured UV cured over a long period of time.
  • a release agent capable of peeling the mold paint can be provided.

Abstract

Provided is a remover which, when removing uncured ultraviolet-curable coating materials, does not solidify in the indoor use environment, exerts no influence on the removal tank, and can be used for removing uncured ultraviolet-curable coating materials over a long period. The remover for uncured ultraviolet-curable coating materials contains a polymerization inhibitor.

Description

紫外線硬化型塗料用剥離剤UV curable paint release agent
　本発明は、製品や塗装用治具等に付着した未硬化の紫外線硬化型塗料を剥離する紫外線硬化型塗料用剥離剤に関する。 The present invention relates to an ultraviolet curable paint remover that removes an uncured ultraviolet curable paint adhering to a product or a coating jig.
　紫外線硬化型塗料は、硬化時間が短く、プラスチック等の熱に弱い被塗物にも適応し、塗装用装置等を小型化しやすいため、多用途化が進み様々な用途の製品に用いられている。 UV curable paints are used in various applications because they are suitable for coatings that are sensitive to heat, such as plastics, and are easy to miniaturize coating equipment. .
　紫外線硬化型塗料が用いられる製品として、自動車用部品、家電製品、電子機器、家具等が挙げられる。これらの製品の塗装時に塗装不良が生じた場合は、未硬化の紫外線硬化型塗料を剥離し、製品を塗装前の状態に戻すことにより、廃棄することなく再利用が可能となる。 Examples of products that use UV-curable paints include automotive parts, home appliances, electronic equipment, and furniture. If a coating failure occurs during the coating of these products, the uncured UV curable paint is peeled off, and the product can be reused without being discarded by returning the product to the state before coating.
　なお、未硬化とは、紫外線硬化型塗料中の樹脂成分が完全に硬化していない状態を指し、実務上は対象の紫外線硬化型塗料の推奨硬化条件よりも低い紫外線量しか照射されていない状態を指す。 Uncured refers to the state in which the resin component in the UV curable paint is not completely cured, and in practice, only a lower UV amount is irradiated than the recommended curing conditions for the target UV curable paint. Point to.
　また、製品を塗装する際に使用する塗装用治具として、ハンガー治具、マスキング治具等が挙げられる。これらの塗装用治具にも塗装時に紫外線硬化型塗料は付着し、それが積み重なると製品の塗装不良やマスキング不良に繋がるため、未硬化の紫外線硬化型塗料を定期的に剥離する必要がある。 Also, hanger jigs, masking jigs, etc., can be cited as painting jigs used when painting products. These coating jigs also adhere to the UV curable paint during coating, and if they are stacked, it leads to defective coating or masking of the product. Therefore, it is necessary to periodically remove the uncured UV curable coating.
　塗料の剥離には、剥離剤を使用して、噴流洗浄、揺動洗浄、超音波洗浄、バブリング洗浄、ブラッシング洗浄、シャワー洗浄等が行われる。 The paint is peeled off using a release agent such as jet cleaning, rocking cleaning, ultrasonic cleaning, bubbling cleaning, brushing cleaning and shower cleaning.
　従来の剥離剤としては、塩化メチレン等のハロゲン系溶剤を含有する剥離剤や強アルカリ性（ｐＨ１１以上）の剥離剤が挙げられる。これらの剥離剤は、人体や環境への負荷が非常に大きく、取り扱いや廃棄が困難であるため、使用を制限するユーザーが多く存在する状況にあった。一方、強アルカリ性ではない水系の剥離剤は、人体や環境への負荷が小さく、取り扱いや廃棄が容易であるため、使用ニーズが高まっている。 Examples of conventional release agents include release agents containing a halogen-based solvent such as methylene chloride and strong alkaline (pH 11 or higher) release agents. Since these release agents have a very heavy load on the human body and the environment and are difficult to handle and dispose of, there are many users who restrict their use. On the other hand, water-based release agents that are not strongly alkaline have low needs on the human body and the environment, and are easy to handle and dispose of.
　水系の剥離剤の例としては、高温使用時でも鉄系素材に錆を発生させないように腐食抑制添加成分を添加した塗膜用水系剥離剤であり、１価または２価のアルコール系溶剤、水、腐食抑制添加成分としてグルコン酸塩を含有する塗膜用水系剥離剤が提案されている（特許文献１）。 An example of an aqueous release agent is an aqueous release agent for coatings to which a corrosion inhibiting additive is added so as not to generate rust on an iron-based material even when used at a high temperature, a monovalent or divalent alcohol solvent, water An aqueous release agent for coating films containing gluconate as an additive for inhibiting corrosion has been proposed (Patent Document 1).
特開２００９－２０３４０３号公報JP 2009-203403 A
　しかし、製品や塗装用治具等に付着した未硬化の紫外線硬化型塗料を上記の剥離剤で剥離した場合、剥離剤が剥離槽中で固化するという問題が発生していた。その原因を調べたところ、蛍光灯等から発せられる微量の紫外線が、未硬化の紫外線硬化型塗料の重合反応を引き起こしたためであることが分かった。 However, when an uncured UV curable paint adhering to a product, a coating jig or the like is peeled off with the above release agent, the release agent is solidified in the release tank. When the cause was investigated, it was found that a small amount of ultraviolet rays emitted from a fluorescent lamp or the like caused a polymerization reaction of an uncured ultraviolet curable paint.
　剥離剤が固化してしまうと、剥離剤としての機能を失うため、頻繁な剥離剤の交換が必要になる。また、剥離槽から剥離剤を取り出すことができなくなるため、剥離槽の大掛りなメンテナンスや取り替えが必要になるという問題が発生していた。 If the release agent is solidified, it loses its function as a release agent, so frequent replacement of the release agent is required. Moreover, since it becomes impossible to take out the release agent from the peeling tank, there has been a problem that a large maintenance or replacement of the peeling tank is required.
　本発明は、室内の使用環境下で固化することなく、剥離槽に影響を与えず、長期に渡り未硬化の紫外線硬化型塗料を剥離することができる剥離剤を提供することを課題とする。 This invention makes it a subject to provide the peeling agent which can peel an uncured ultraviolet curable coating material over a long period of time, without solidifying in an indoor use environment, without affecting a peeling tank.
　本発明者らは、上記課題を解決するために鋭意検討した結果、重合防止剤を含有する、未硬化の紫外線硬化型塗料用剥離剤が、室内の使用環境下で固化することなく、剥離槽に影響を与えず、長期に渡り未硬化の紫外線硬化型塗料を剥離することができる剥離剤であることを見出し、本発明に至った。 As a result of intensive studies to solve the above problems, the present inventors have found that a release agent for an uncured UV-curable coating material containing a polymerization inhibitor does not solidify in an indoor use environment, and is a peeling tank. The present invention has been found to be a release agent that can release an uncured ultraviolet curable paint over a long period of time without affecting the above.
　すなわち、本発明は、次に関するものである。
［１］重合防止剤を含有する、未硬化の紫外線硬化型塗料用剥離剤。
［２］アルコール系溶剤を含有する［１］記載の未硬化の紫外線硬化型塗料用剥離剤。
［３］水を含有しｐＨ３～１１未満である［１］または［２］記載の未硬化の紫外線硬化型塗料用剥離剤。 That is, the present invention relates to the following.
[1] An uncured UV curable coating release agent containing a polymerization inhibitor.
[2] The uncured release agent for ultraviolet curable paint according to [1], which contains an alcohol solvent.
[3] The uncured UV curable release agent for paints according to [1] or [2], which contains water and has a pH of 3 to less than 11.
　本発明によれば、室内の使用環境下で固化することなく、剥離槽に影響を与えず、長期に渡り未硬化の紫外線硬化型塗料を剥離することができる剥離剤を提供することができる。 According to the present invention, it is possible to provide a release agent capable of removing an uncured ultraviolet curable paint for a long period of time without being solidified in an indoor use environment and without affecting the release tank.
　以下に、本発明を具体的に説明する。
　本発明の剥離剤における重合防止剤は、未硬化の紫外線硬化型塗料が剥離された剥離剤中で重合反応を起し、剥離剤が固化することを防止するために配合される。重合防止剤としては、ヒドロキノン、メチルヒドロキノン、エチルヒドロキノン、ｔ－ブチルヒドロキノン、ヒドロキノンモノメチルエーテル（ｐ－メトキシフェノール）、ヒドロキノンモノエチルエーテル、カテコール、メチルカテコール、エチルカテコール、ｔ－ブチルカテコール、カテコールモノメチルエーテル（ｏ－メトキシフェノール）、カテコールモノエチルエーテル等のフェノール類、ベンゾキノン、トルキノン（メチルベンゾキノン）、キシロキノン（ジメチルベンゾキノン）等のキノン類、ニトロメタン、ニトロエタン、ニトロプロパン、ニトロブタン、ニトロベンゼン、ジニトロベンゼン等のニトロ化合物、ジフェニルアミン、ジフェニルピクリルヒドラジン、ピリジン等のアミン類が例示できる。これらの中から、少なくとも１種を含むものであり、２種以上併用してもよい。より好ましくはフェノール類、キノン類であり、さらに好ましくはヒドロキノン、メチルヒドロキノン、ヒドロキノンモノメチルエーテル（ｐ－メトキシフェノール）、ベンゾキノンである。 The present invention will be specifically described below.
The polymerization inhibitor in the release agent of the present invention is blended to prevent the release agent from solidifying by causing a polymerization reaction in the release agent from which the uncured ultraviolet curable coating material has been released. Polymerization inhibitors include hydroquinone, methylhydroquinone, ethylhydroquinone, t-butylhydroquinone, hydroquinone monomethyl ether (p-methoxyphenol), hydroquinone monoethyl ether, catechol, methyl catechol, ethyl catechol, t-butyl catechol, catechol monomethyl ether (O-methoxyphenol), phenols such as catechol monoethyl ether, quinones such as benzoquinone, tolquinone (methylbenzoquinone), xyloquinone (dimethylbenzoquinone), nitro such as nitromethane, nitroethane, nitropropane, nitrobutane, nitrobenzene and dinitrobenzene Examples thereof include amines such as compounds, diphenylamine, diphenylpicrylhydrazine, and pyridine. Among these, at least one kind is included, and two or more kinds may be used in combination. More preferred are phenols and quinones, and further preferred are hydroquinone, methylhydroquinone, hydroquinone monomethyl ether (p-methoxyphenol), and benzoquinone.
　重合防止剤の配合量は、剥離剤全体の０．０１～１０重量％である。これは、重合防止性の観点から０．０１重量％以上が好ましく、塗料剥離性や経済性の観点から１０重量％以下が好ましいからである。より好ましくは０．０５～８重量％であり、さらに好ましくは０．１～５重量％である。 The blending amount of the polymerization inhibitor is 0.01 to 10% by weight of the entire release agent. This is because 0.01% by weight or more is preferable from the viewpoint of polymerization prevention, and 10% by weight or less is preferable from the viewpoint of paint peelability and economy. More preferably, it is 0.05 to 8% by weight, and still more preferably 0.1 to 5% by weight.
　本発明の剥離剤におけるアルコール系溶剤は、未硬化の紫外線硬化型塗料を溶解または膨潤させて剥離するために配合される。アルコール系溶剤としては、メチルアルコール、エチルアルコール、プロピルアルコール、ブチルアルコール等の脂肪族アルコール、ベンジルアルコール、２－メチルベンジルアルコール、３－メチルベンジルアルコール、４－メチルベンジルアルコール、α－メチルベンジルアルコール、フェネチルアルコール等の芳香族アルコール、エチレングリコール、プロピレングリコール、ジエチレングリコール、ジプロピレングリコール等のグリコール、エチレングリコールモノメチルエーテル、エチレングリコールモノエチルエーテル、エチレングリコールモノプロピルエーテル、エチレングリコールモノブチルエーテル、エチレングリコールモノアミルエーテル、エチレングリコールモノヘキシルエーテル、エチレングリコールモノフェニルエーテル、エチレングリコールモノベンジルエーテル、プロピレングリコールモノメチルエーテル、プロピレングリコールモノエチルエーテル、プロピレングリコールモノプロピルエーテル、プロピレングリコールモノブチルエーテル、プロピレングリコールモノフェニルエーテル、ジエチレングリコールモノメチルエーテル、ジエチレングリコールモノエチルエーテル、ジエチレングリコールモノプロピルエーテル、ジエチレングリコールモノブチルエーテル、ジエチレングリコールモノヘキシルエーテル、ジエチレングリコールモノフェニルエーテル、ジエチレングリコールモノベンジルエーテル、ジプロピレングリコールモノメチルエーテル、ジプロピレングリコールモノエチルエーテル、ジプロピレングリコールモノプロピルエーテル、ジプロピレングリコールモノブチルエーテル、トリエチレングリコールモノメチルエーテル、トリエチレングリコールモノエチルエーテル、トリエチレングリコールモノブチルエーテル、トリプロピレングリコールモノメチルエーテル等のグリコールエーテル、エチレングリコールジメチルエーテル、エチレングリコールジエチルエーテル、ジエチレングリコールジメチルエーテル、ジエチレングリコールジエチルエーテル、ジエチレングリコールジブチルエーテル等のグリコールジエーテルが例示できる。これらの中から、少なくとも１種を含むものであり、２種以上併用してもよい。より好ましくは芳香族アルコール、グリコールエーテル、グリコールジエーテルであり、さらに好ましくはベンジルアルコール、ジエチレングリコールモノメチルエーテル、ジエチレングリコールモノエチルエーテル、ジエチレングリコールモノプロピルエーテル、ジエチレングリコールモノブチルエーテル、ジエチレングリコールモノヘキシルエーテル、ジエチレングリコールモノフェニルエーテル、ジエチレングリコールモノベンジルエーテル、トリエチレングリコールモノメチルエーテル、トリエチレングリコールモノエチルエーテル、トリエチレングリコールモノブチルエーテル、ジエチレングリコールジメチルエーテル、ジエチレングリコールジエチルエーテル、ジエチレングリコールジブチルエーテルである。 The alcohol solvent in the release agent of the present invention is blended to dissolve or swell the uncured UV curable paint. Examples of alcohol solvents include aliphatic alcohols such as methyl alcohol, ethyl alcohol, propyl alcohol, and butyl alcohol, benzyl alcohol, 2-methylbenzyl alcohol, 3-methylbenzyl alcohol, 4-methylbenzyl alcohol, α-methylbenzyl alcohol, Aromatic alcohols such as phenethyl alcohol, glycols such as ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, ethylene glycol monoamyl ether , Ethylene glycol monohexyl ether, ethylene glycol monophenyl Ether, ethylene glycol monobenzyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, propylene glycol monophenyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monopropyl ether, Diethylene glycol monobutyl ether, diethylene glycol monohexyl ether, diethylene glycol monophenyl ether, diethylene glycol monobenzyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol monopropyl ether , Glycol ethers such as dipropylene glycol monobutyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, triethylene glycol monobutyl ether, tripropylene glycol monomethyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl Examples thereof include glycol diethers such as ether and diethylene glycol dibutyl ether. Among these, at least one kind is included, and two or more kinds may be used in combination. More preferably aromatic alcohol, glycol ether, glycol diether, and more preferably benzyl alcohol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monopropyl ether, diethylene glycol monobutyl ether, diethylene glycol monohexyl ether, diethylene glycol monophenyl ether, Diethylene glycol monobenzyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, triethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dibutyl ether.
　アルコール系溶剤の配合量は、剥離剤全体の１０～９９．９９重量％である。これは、塗料剥離性の観点から１０重量％以上が好ましいからである。より好ましくは２０～９９．９５重量％であり、さらに好ましくは３０～９９．９重量％である。 The blending amount of the alcohol solvent is 10 to 99.99% by weight of the entire release agent. This is because 10% by weight or more is preferable from the viewpoint of paint peelability. More preferably, it is 20 to 99.95% by weight, and still more preferably 30 to 99.9% by weight.
　本発明の剥離剤における水は、引火性を低減するために配合される。水としては、水道水、蒸留水、精製水、脱イオン水、純水、超純水等が例示でき、いずれでもよい。 The water in the release agent of the present invention is blended to reduce flammability. Examples of water include tap water, distilled water, purified water, deionized water, pure water, and ultrapure water, and any of them may be used.
　水の配合量は、好ましくは剥離剤全体の３～９０重量％である。これは、引火性の観点から３重量％以上が好ましく、塗料剥離性の観点から９０重量％以下が好ましいからである。より好ましくは５～８０重量％であり、さらに好ましくは８～７０重量％である。また、水を配合せずにアルコール系溶剤を用いた剥離剤でもよい。 The amount of water is preferably 3 to 90% by weight based on the entire release agent. This is because 3% by weight or more is preferable from the viewpoint of flammability, and 90% by weight or less is preferable from the viewpoint of paint peelability. More preferably, it is 5 to 80% by weight, and still more preferably 8 to 70% by weight. Further, a release agent using an alcohol solvent without blending water may be used.
　本発明の剥離剤には、ｐＨ調整剤を配合してもよい。これは、剥離剤のｐＨを調整するために配合される。ｐＨ調整剤としては、塩酸、リン酸等の無機酸、酢酸、リンゴ酸、クエン酸、２－エチルヘキサン酸等の有機酸、水酸化ナトリウム、水酸化カリウム等の無機アルカリ、モノエタノールアミン、モノイソプロパノールアミン、ジエタノールアミン、トリエタノールアミン等の有機アルカリが例示できる。これらの中から、少なくとも１種を配合してもよく、２種以上併用してもよい。 A pH adjusting agent may be added to the release agent of the present invention. This is blended to adjust the pH of the release agent. Examples of pH adjusters include inorganic acids such as hydrochloric acid and phosphoric acid, organic acids such as acetic acid, malic acid, citric acid and 2-ethylhexanoic acid, inorganic alkalis such as sodium hydroxide and potassium hydroxide, monoethanolamine, and monoethanolamine. Organic alkalis such as isopropanolamine, diethanolamine, and triethanolamine can be exemplified. Among these, at least 1 type may be mix | blended and 2 or more types may be used together.
　本発明の剥離剤には、界面活性剤を配合してもよい。これは、アルコール系溶剤の浸透湿潤作用を向上させ、未硬化の紫外線硬化型塗料の溶解や膨潤を促進させるために配合される。界面活性剤としては、アルキルスルホコハク酸塩、アルキルベンゼンスルホン酸塩、アルキル硫酸エステル塩、アルキルナフタレンスルホン酸塩、スルホ脂肪酸エステル塩、ポリオキシエチレンアルキルフェニルエーテル、ポリオキシエチレンアルキルエーテル等の炭化水素系界面活性剤、ポリエーテル変性シリコーン、ポリグリセリン変性シリコーン等のシリコーン系界面活性剤、ペルフルオロアルカンカルボン酸、ペルフルオロアルカンスルホン酸等のフッ素系界面活性剤が例示できる。これらの中から、少なくとも１種を配合してもよく、２種以上併用してもよい。 A surfactant may be added to the release agent of the present invention. This is blended to improve the penetration and wetting action of the alcohol solvent and to promote the dissolution and swelling of the uncured UV curable paint. Surfactants include hydrocarbon-based interfaces such as alkyl sulfosuccinates, alkyl benzene sulfonates, alkyl sulfate esters, alkyl naphthalene sulfonates, sulfo fatty acid ester salts, polyoxyethylene alkyl phenyl ethers, polyoxyethylene alkyl ethers, etc. Examples thereof include silicone surfactants such as an activator, polyether-modified silicone, and polyglycerin-modified silicone, and fluorine-based surfactants such as perfluoroalkane carboxylic acid and perfluoroalkane sulfonic acid. Among these, at least 1 type may be mix | blended and 2 or more types may be used together.
　本発明の剥離剤には、従来の剥離剤に配合される各種添加剤を配合してもよい。添加剤としては、粘度調整剤、酸化防止剤、紫外線吸収剤、防錆剤、防腐剤、着色剤、香料等が例示できる。 The release agent of the present invention may contain various additives that are added to conventional release agents. Examples of additives include viscosity modifiers, antioxidants, ultraviolet absorbers, rust inhibitors, preservatives, colorants, and fragrances.
　本発明の剥離剤は、人体への安全性を考慮して、ｐＨ３～１１未満が好ましい。より好ましくはｐＨ４～１０であり、さらに好ましくはｐＨ５～９であり、さらにより好ましくはｐＨ６～８である。 The pH of the release agent of the present invention is preferably 3 to less than 11 in consideration of safety to the human body. More preferably, the pH is 4 to 10, still more preferably 5 to 9, and still more preferably 6 to 8.
　本発明の剥離剤は、各成分の揮発性が比較的低いため、組成変動が少なく、長期に渡り良好な剥離性を発揮することができる。また、人体への影響が大きい成分を含まないため、作業操作上安全である。 Since the release agent of the present invention has a relatively low volatility of each component, there is little composition variation, and good release properties can be exhibited over a long period of time. In addition, since it does not contain components that have a large effect on the human body, it is safe in terms of work operations.
　本発明の剥離剤を用いる剥離方法は、剥離対象物に本発明の剥離剤を接触させることができれば、いかなる方法でもよい。接触させる方法としては、浸漬、シャワー、スプレー、塗布等が例示できる。剥離剤の使用温度は、塗料剥離性を考慮して、１０～１００℃が好ましい。より好ましくは２０～９０℃、さらに好ましくは３０～８０℃である。 The stripping method using the stripping agent of the present invention may be any method as long as the stripping agent of the present invention can be brought into contact with an object to be stripped. Examples of the contact method include dipping, showering, spraying, coating, and the like. The use temperature of the release agent is preferably 10 to 100 ° C. in consideration of paint release properties. More preferably, it is 20 to 90 ° C, and further preferably 30 to 80 ° C.
　本発明の剥離対象物は、未硬化の紫外線硬化型塗料が塗装されたもの、および当該塗料が付着したものであれば、いかなるものでもよい。剥離対象物としては、自動車用部品、家電製品、電子機器、家具等の製品、ハンガー治具、マスキング治具等の塗装用治具が例示できる。紫外線硬化型塗料とは、紫外線を照射することにより、重合反応が起こり、硬化塗膜となるものであれば、いかなるものでもよい。例えば、不飽和ポリエステルとスチレンの混合物に光重合開始剤を加えた不飽和ポリエステル樹脂タイプ、アクリルモノマーとアクリルオリゴマーの混合物に光重合開始剤を加えたアクリル樹脂タイプ等が例示できる。 The object to be peeled of the present invention may be any object as long as it is coated with an uncured ultraviolet curable paint and has the paint adhered thereto. Examples of the objects to be peeled include automobile parts, home appliances, electronic devices, furniture and other products, hanger jigs, and coating jigs such as masking jigs. The ultraviolet curable coating material may be any coating material as long as it undergoes a polymerization reaction upon irradiation with ultraviolet rays to form a cured coating film. Examples thereof include an unsaturated polyester resin type in which a photopolymerization initiator is added to a mixture of unsaturated polyester and styrene, and an acrylic resin type in which a photopolymerization initiator is added to a mixture of acrylic monomers and acrylic oligomers.
　以下に、実施例を挙げて本発明を具体的に説明するが、本発明はそれに限定されるものではない。 Hereinafter, the present invention will be specifically described with reference to examples, but the present invention is not limited thereto.
［実施例１～９、比較例１～５]
　アルコール溶剤、水、重合防止剤、ｐＨ調整剤を表１の配合割合として、剥離剤を調整した。 [Examples 1 to 9, Comparative Examples 1 to 5]
The release agent was adjusted using the alcohol solvent, water, polymerization inhibitor, and pH adjuster in the proportions shown in Table 1.
　配合成分は、以下の通りである。
　アルコール系溶剤１：ジエチレングリコールモノブチルエーテル（ＫＨネオケム株式会社製品、ブチセノール２０）
　アルコール系溶剤２：ベンジルアルコール（東京応化工業株式会社製品、ベンジルアルコール）
　アルコール系溶剤３：ジエチレングリコールモノエチルエーテル（株式会社日本触媒製品、シーホゾールＤＧ）
　水：脱イオン水
　重合防止剤１：ヒドロキノン（和光純薬工業株式会社製品、ヒドロキノン）
　重合防止剤２：メチルヒドロキノン（和光純薬工業株式会社製品、メチルヒドロキノン）
　ｐＨ調整剤１：２－エチルヘキサン酸（ＫＨネオケム株式会社、オクチル酸）とトリエタノールアミン（株式会社日本触媒製品、トリエタノールアミン－Ｓ）を適量配合
　ｐＨ調整剤２：クエン酸（昭和化工株式会社製品、クエン酸（無水））
　ｐＨ調整剤３：モノエタノールアミン（株式会社日本触媒製品、モノエタノールアミン） The blending components are as follows.
Alcohol-based solvent 1: Diethylene glycol monobutyl ether (KH Neochem Co., Ltd. product, butisenol 20)
Alcohol solvent 2: benzyl alcohol (Tokyo Ohka Kogyo Co., Ltd. product, benzyl alcohol)
Alcohol solvent 3: Diethylene glycol monoethyl ether (Nippon Shokubai Co., Ltd., Seafosol DG)
Water: Deionized water Polymerization inhibitor 1: Hydroquinone (Wako Pure Chemical Industries, Ltd. product, hydroquinone)
Polymerization inhibitor 2: Methylhydroquinone (product of Wako Pure Chemical Industries, Ltd., methylhydroquinone)
pH adjuster 1: 2-ethylhexanoic acid (KH Neochem Co., Octylic acid) and triethanolamine (Nippon Shokubai Co., Ltd., triethanolamine-S) are mixed in appropriate amounts. pH adjuster 2: Citric acid (Showa Kako Co., Ltd.) Company product, citric acid (anhydrous))
pH adjuster 3: Monoethanolamine (Nippon Shokubai Co., Ltd., Monoethanolamine)
　物性の測定方法
　ｐＨメーター（株式会社堀場製作所製品、カスタニーＬＡＢ　ｐＨメーターＦ－１２）とｐＨ電極（株式会社堀場製作所製品、形式９６１１－１０Ｄ）を使用し、測定温度２５℃で剥離剤のｐＨを測定した。 Measurement method of physical properties Using a pH meter (Horiba, Ltd. product, Castany LAB pH meter F-12) and pH electrode (Horiba, Ltd. product, type 9611-10D), the pH of the release agent was measured at a measurement temperature of 25 ° C. It was measured.
　重合防止性の評価方法
　ねじ口瓶（日電理科硝子株式会社製品、ＳＶ－５０Ａ、容量：５０ｍｌ）に剥離剤４５ｇと紫外線硬化型塗料（共栄社化学株式会社製品、ＨＸ－６００ＵＶ）４．５ｇを混合後、蛍光灯（三菱電機オスラム株式会社製品、ＦＨＦ３２ＥＸ－Ｎ－Ｈ）から約１００ｃｍ離れた場所に室温下で静置した。所定時間毎に剥離剤の状態を目視により確認し、重合防止性を４段階で評価した。◎：変化なし、○：微濁、△：白濁（一部固化）、×：固化。 Evaluation Method for Polymerization Inhibition Mixing 45 g of release agent and 4.5 g of UV curable paint (product of Kyoeisha Chemical Co., Ltd., HX-600UV) into a screw bottle (Nippon Denshi Kagaku Glass Co., Ltd., SV-50A, capacity: 50 ml) Then, it was allowed to stand at room temperature in a place approximately 100 cm away from a fluorescent lamp (product of Mitsubishi Electric OSRAM Co., Ltd., FHF32EX-NH). The state of the release agent was visually confirmed every predetermined time, and the polymerization prevention property was evaluated in four stages. A: No change, B: Slight turbidity, B: White turbidity (partially solidified), X: Solidified.
　剥離性の評価方法
　ステンレス鋼板（日本タクト株式会社製品、ＳＵＳ－３０４、寸法：２．０×２５×５０ｍｍ）に紫外線硬化型塗料（共栄社化学株式会社製品、ＨＸ－６００ＵＶ）０．３ｇを塗布し、２時間乾燥し剥離対象物とした。この剥離対象物を剥離剤５０ｇに室温下で浸漬して、５分間毎に塗料の付着状態を目視により確認し、塗料が完全に剥離するまでの時間を測定した。 Evaluation method of peelability Apply 0.3g of UV curable paint (Kyoeisha Chemical Co., Ltd. product, HX-600UV) to stainless steel plate (Nihon Takuto Co., Ltd. product, SUS-304, dimensions: 2.0 × 25 × 50mm). It dried for 2 hours and was set as the peeling target object. This peeling object was immersed in 50 g of a release agent at room temperature, and the adhesion state of the paint was visually confirmed every 5 minutes, and the time until the paint was completely peeled was measured.
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000001
　重合防止性について、実施例１、２、４～６、８、９は４０時間経過後も剥離剤の状態は変化なく、実施例３は２４時間後に微濁、４０時間後に白濁（一部固化）、実施例７は１６時間後に微濁した。一方、比較例１、３～５は２時間後に固化、比較例２は２時間後に微濁、４時間後に固化した。実施例１～４は比較例１に重合防止剤を含有した剥離剤に相当し、実施例５と比較例２、実施例７と比較例３、実施例８と比較例４、実施例９と比較例５も同様の関係にある。それぞれの実施例と比較例を対比すると、実施例のほうが重合防止性は向上した。また、実施例１～９の結果より、アルコール系溶剤の種類、水の有無、ｐＨによることなく重合防止性は良好であった。 As for polymerization prevention, in Examples 1, 2, 4 to 6, 8, and 9, the state of the release agent did not change even after 40 hours, Example 3 was slightly turbid after 24 hours, and became cloudy after 40 hours (partially solidified). ), Example 7 became slightly turbid after 16 hours. On the other hand, Comparative Examples 1 and 3 to 5 solidified after 2 hours, and Comparative Example 2 became cloudy after 2 hours and solidified after 4 hours. Examples 1 to 4 correspond to the release agent containing a polymerization inhibitor in Comparative Example 1, and Example 5 and Comparative Example 2, Example 7 and Comparative Example 3, Example 8 and Comparative Example 4, and Example 9 The comparative example 5 has the same relationship. Comparing each of the examples and the comparative example, the polymerization prevention property was improved in the examples. Further, from the results of Examples 1 to 9, the polymerization preventing property was good regardless of the type of alcohol solvent, the presence or absence of water, and the pH.
　剥離性について、実施例５、９は剥離時間が１５分間、実施例１～４、６、８は２０分間、実施例７は２５分間であった。一方、比較例２、５は剥離時間が１５分間、比較例１、４は２０分間、比較例３は２５分間であった。実施例１～４と比較例１、実施例５と比較例２、実施例７と比較例３、実施例８と比較例４、実施例９と比較例５において、それぞれの実施例と比較例を対比すると、剥離時間は同等であり、重合防止剤を含有しても剥離性に影響はなかった。また、実施例１～９の結果より、アルコール系溶剤の種類、水の有無、ｐＨによることなく剥離性は良好であった。 Regarding peelability, Examples 5 and 9 had a peeling time of 15 minutes, Examples 1 to 4, 6, and 8 were 20 minutes, and Example 7 was 25 minutes. On the other hand, the peeling time of Comparative Examples 2 and 5 was 15 minutes, Comparative Examples 1 and 4 were 20 minutes, and Comparative Example 3 was 25 minutes. Examples 1 to 4 and Comparative Example 1, Example 5 and Comparative Example 2, Example 7 and Comparative Example 3, Example 8 and Comparative Example 4, Example 9 and Comparative Example 5, Example and Comparative Example In contrast, the stripping time was the same, and even when a polymerization inhibitor was contained, the stripping property was not affected. From the results of Examples 1 to 9, the peelability was good regardless of the type of alcohol solvent, the presence or absence of water, and the pH.
　本発明により、重合防止剤を含有する、未硬化の紫外線硬化型塗料用剥離剤は、室内の使用環境下で固化することなく、剥離槽に影響を与えず、長期に渡り未硬化の紫外線硬化型塗料を剥離することができる剥離剤を提供することができる。 According to the present invention, an uncured UV curable coating release agent containing a polymerization inhibitor does not solidify in an indoor use environment, does not affect the peeling tank, and is uncured UV cured over a long period of time. A release agent capable of peeling the mold paint can be provided.

Claims (3)

  1. 　重合防止剤を含有する、未硬化の紫外線硬化型塗料用剥離剤。 An uncured UV-curing paint remover containing a polymerization inhibitor.
  2. 　アルコール系溶剤を含有する請求項１記載の未硬化の紫外線硬化型塗料用剥離剤。 The uncured UV curable paint release agent according to claim 1 containing an alcohol solvent.
  3. 　水を含有しｐＨ３～１１未満である請求項１または２記載の未硬化の紫外線硬化型塗料用剥離剤。 3. The uncured UV curable paint release agent according to claim 1, which contains water and has a pH of 3 to less than 11.
PCT/JP2015/075034 2014-09-04 2015-09-03 Remover for ultraviolet-curable coating material WO2016035843A1 (en)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002073319A1 (en) * 2001-03-13 2002-09-19 Nagase Chemtex Corporation Resist releasing composition
JP2003530482A (en) * 2000-04-12 2003-10-14 イーケーシー テクノロジー リミテッド Control of titanium corrosion
JP2010514875A (en) * 2007-01-05 2010-05-06 ビーエーエスエフ ソシエタス・ヨーロピア Compositions and methods for removal of organic coatings

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003530482A (en) * 2000-04-12 2003-10-14 イーケーシー テクノロジー リミテッド Control of titanium corrosion
WO2002073319A1 (en) * 2001-03-13 2002-09-19 Nagase Chemtex Corporation Resist releasing composition
JP2010514875A (en) * 2007-01-05 2010-05-06 ビーエーエスエフ ソシエタス・ヨーロピア Compositions and methods for removal of organic coatings

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