WO2021002446A1 - 転写用シート - Google Patents

転写用シート Download PDF

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Publication number
WO2021002446A1
WO2021002446A1 PCT/JP2020/026116 JP2020026116W WO2021002446A1 WO 2021002446 A1 WO2021002446 A1 WO 2021002446A1 JP 2020026116 W JP2020026116 W JP 2020026116W WO 2021002446 A1 WO2021002446 A1 WO 2021002446A1
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WO
WIPO (PCT)
Prior art keywords
layer
transfer
polyvinyl alcohol
transfer sheet
polyester
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.)
Ceased
Application number
PCT/JP2020/026116
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English (en)
French (fr)
Japanese (ja)
Inventor
誠法 斉藤
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.)
Aicello Corp
Original Assignee
Aicello Corp
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 Aicello Corp filed Critical Aicello Corp
Priority to CN202080043643.8A priority Critical patent/CN113993715B/zh
Priority to JP2021529195A priority patent/JP7567135B2/ja
Priority to KR1020217040705A priority patent/KR102893836B1/ko
Priority to US17/617,234 priority patent/US12214618B2/en
Priority to EP20834190.9A priority patent/EP3995306A4/en
Publication of WO2021002446A1 publication Critical patent/WO2021002446A1/ja
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B44—DECORATIVE ARTS
    • B44C—PRODUCING DECORATIVE EFFECTS; MOSAICS; TARSIA WORK; PAPERHANGING
    • B44C1/00—Processes, not specifically provided for elsewhere, for producing decorative surface effects
    • B44C1/16—Processes, not specifically provided for elsewhere, for producing decorative surface effects for applying transfer pictures or the like
    • B44C1/165—Processes, not specifically provided for elsewhere, for producing decorative surface effects for applying transfer pictures or the like for decalcomanias; sheet material therefor
    • B44C1/17—Dry transfer
    • B44C1/1708—Decalcomanias provided with a layer being specially adapted to facilitate their release from a temporary carrier
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B44—DECORATIVE ARTS
    • B44C—PRODUCING DECORATIVE EFFECTS; MOSAICS; TARSIA WORK; PAPERHANGING
    • B44C1/00—Processes, not specifically provided for elsewhere, for producing decorative surface effects
    • B44C1/16—Processes, not specifically provided for elsewhere, for producing decorative surface effects for applying transfer pictures or the like
    • B44C1/165—Processes, not specifically provided for elsewhere, for producing decorative surface effects for applying transfer pictures or the like for decalcomanias; sheet material therefor
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B27/08—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B37/00—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding
    • B32B37/02—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by a sequence of laminating steps, e.g. by adding new layers at consecutive laminating stations
    • B32B37/025—Transfer laminating
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
    • B32B27/306—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers comprising vinyl acetate or vinyl alcohol (co)polymers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/36—Layered products comprising a layer of synthetic resin comprising polyesters
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B37/00—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding
    • B32B37/0007—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding involving treatment or provisions in order to avoid deformation or air inclusion, e.g. to improve surface quality
    • B32B37/003—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding involving treatment or provisions in order to avoid deformation or air inclusion, e.g. to improve surface quality to avoid air inclusion
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B37/00—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding
    • B32B37/04—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by the partial melting of at least one layer
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B37/00—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding
    • B32B37/14—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by the properties of the layers
    • B32B37/26—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by the properties of the layers with at least one layer which influences the bonding during the lamination process, e.g. release layers or pressure equalising layers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/04—Interconnection of layers
    • B32B7/06—Interconnection of layers permitting easy separation
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00—Duplicating or marking methods; Sheet materials for use therein
    • B41M5/50—Recording sheets characterised by the coating used to improve ink, dye or pigment receptivity, e.g. for ink-jet or thermal dye transfer recording
    • B41M5/502—Recording sheets characterised by the coating used to improve ink, dye or pigment receptivity, e.g. for ink-jet or thermal dye transfer recording characterised by structural details, e.g. multilayer materials
    • B41M5/508—Supports
    • 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
    • C08J7/042—Coating with two or more layers, where at least one layer of a composition contains a polymer binder
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L29/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical; Compositions of hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Compositions of derivatives of such polymers
    • C08L29/02—Homopolymers or copolymers of unsaturated alcohols
    • C08L29/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • C08L71/02—Polyalkylene oxides
    • 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
    • C08J2329/00—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 at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Derivatives of such polymer
    • C08J2329/02—Homopolymers or copolymers of unsaturated alcohols
    • C08J2329/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
    • 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
    • C08J2333/00—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
    • C08J2333/04—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
    • 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
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/05—Alcohols; Metal alcoholates
    • C08K5/053—Polyhydroxylic alcohols

Definitions

  • the present invention relates to a transfer sheet for a material that is difficult to release by thermal transfer such as a curable resin such as a photoresist having high adhesion to a material such as polyester constituting a support, a metal film, and an inorganic oxide.
  • a curable resin such as a photoresist having high adhesion to a material such as polyester constituting a support, a metal film, and an inorganic oxide.
  • a decorative layer is formed on a support layer on which a release layer is formed, and the decorative layer is peeled off from the release layer by heating, pressurization, or the like.
  • the technique of transferring to the surface of an object is known.
  • a technique is also used in which a decorative layer is formed on a water-soluble base material, the base material is swollen on the water surface, and the decorative layer is swollen with a solvent to transfer the decorative layer to an object by water pressure.
  • it is difficult to cope with the transfer of a metal film, a part of resin, or the like.
  • the object or decorative layer is water resistant, and it is difficult to transfer the object or decorative layer made of a wider range of materials.
  • transfer means normal temperature transfer and heat transfer are known, and each transfer has been separately used as a transfer sheet for normal temperature transfer and heat transfer. As a result, there was no sheet that could perform normal temperature transfer at one time and heat transfer at another time using one transfer sheet.
  • the thermal transfer sheet is a thermal transfer sheet in which a primer layer made of water-soluble polyvinyl alcohol is provided on a base sheet and a transfer layer is provided on the primer layer. It is only known that the substrate sheet is later peeled off and the primer layer and the transfer layer are washed with water.
  • a roll-to-roll continuous transfer process may be performed in which a substrate having a transfer layer on the surface is wound into a roll.
  • the transfer sheet in order to transfer the transfer layer to the transfer target substrate without damaging the transfer layer, the transfer sheet is supported from the surface of the transfer target substrate after being bonded. It is important to peel off only the body layer cleanly without peeling marks.
  • a step of preparing a transfer layer on the PVA layer in advance or attaching the PVA layer to the surface of the substrate to be transferred In the process, it is necessary to prevent partial peeling from occurring between the support layer and the PVA layer, and between the PVA layer and the transfer layer. Until now, it has been difficult to solve these problems. Therefore, an object of the present invention is to solve these problems.
  • the support layer has a structure in which a polyester layer, a polyvinyl alcohol (PVA) layer, and a transfer layer are laminated in this order, and the polyvinyl alcohol layer contains a diol compound and / or a triol compound in which an adjacent hydroxyl group is located at the ⁇ or higher position.
  • a transfer sheet that satisfies the following conditions (i).
  • T-type peeling strength is 30 mN / 20 mm or more.
  • the transfer layer side of the transfer sheet according to any one of 1 to 3 is bonded to the surface of a flat or three-dimensional substrate. Then the polyester layer is peeled off and Further, a transfer method for forming a transfer layer on the surface of the substrate by dissolving the polyvinyl alcohol layer in water and removing it.
  • a polyester layer having an appropriate peel strength from the polyvinyl alcohol (hereinafter referred to as "PVA" in some cases) layer is used as the support layer, and the PVA layer formed on the polyester layer is used as the support layer.
  • the transfer layer can be formed without wrinkles, and since air bubbles do not enter between the polyester layer and the PVA layer, the transfer layer can be stored without being damaged. Since the polyester layer can be easily peeled off after the transfer sheet of the present invention is attached to the surface of the substrate to be transferred, the PVA layer and the transfer layer are not damaged. Therefore, by dissolving the PVA layer in water, the transfer layer can be reliably transferred to the substrate surface.
  • the transfer layer can be left on the substrate, that is, can be transferred by dissolving the PVA layer in water and removing it. Therefore, it is not necessary to select and adopt the release layer according to the material of the transfer layer, and it is possible to prevent the components of the release layer from being mixed into the transfer layer. Further, since the PVA layer does not peel off from the transfer layer after the transfer sheet of the present invention is attached to the substrate, it can be stored in the attached state. Further, when the PVA layer contains a light absorber, it is possible to prevent the transfer layer from being damaged by light. Further, by using the laser beam corresponding to the wavelength of the light absorber, it is possible to perform cutting processing, surface processing, etc. before dissolving the PVA layer in water.
  • Transfer sheet of the present invention Substrate made by laminating transfer sheets The figure which peeled the polyester layer from the transfer sheet The figure which hydrolyzed the PVA layer and transferred the transfer layer to a substrate
  • the transfer sheet 1 of the present invention is a laminated body in which the polyester layer 2, the polyvinyl alcohol layer 3, and the transfer layer 4, which are the support layers, are in this order.
  • the surface on the transfer layer 4 side was adhered and bonded to the substrate 5 to be transferred by a method such as heating, pressurization, vacuum, compressed air, or pressing. Later, the polyester layer 2 is peeled off.
  • the obtained state is a state in which the substrate 5, the transfer layer 4, and the polyvinyl alcohol layer 3 are laminated in this order.
  • the polyvinyl alcohol layer 3 is dissolved and removed using cold water or hot water, and only the transfer layer 4 is transferred to the substrate 5, and the transfer layer 4 is formed on the surface of the substrate 5 as shown in FIG. It is possible to obtain.
  • the polyester layer 2 used in the transfer sheet 1 of the present invention is a support layer, and holds the transfer layer 4 via the polyvinyl alcohol layer 3 laminated with appropriate peel strength, and the polyvinyl alcohol layer is held in the transfer step. It is a layer to be peeled off from 3. As a result, the transfer layer 4 can be brought into close contact with the surface of the transfer target substrate 5 accurately and without causing wrinkles.
  • Examples of such a polyester layer include sheets such as polyethylene terephthalate (PET), polybutylene terephthalate (PBT), and polyethylene naphthalate (PEN).
  • the surface of the polyester layer may be subjected to a mold release treatment (hydrophobic treatment) or a hydrophilic treatment by a known means such as a corona discharge treatment, but the mold release treatment and the hydrophilic treatment are also performed. Not untreated is preferred.
  • a mold release treatment such as silicone or fluorine
  • the peel strength from the polyvinyl alcohol layer 3 is too low. Therefore, the polyester is heated or pressurized in the process of producing the transfer layer 4.
  • the polyvinyl alcohol layer 3 may be partially peeled off from the layer 2. As a result, bubble pools are formed between the polyester layer 2 and the polyvinyl alcohol layer 3, and the bubble marks are transferred to the transfer layer 4, which may impair the appearance after transfer.
  • a small amount of a component of the release treatment agent such as silicone may be mixed in the transfer layer 4, adversely affecting the process following the transfer, or hindering the device performance of the transfer target substrate 5. If a hydrophilic treatment such as a corona discharge treatment is performed and the peel strength is higher than necessary, it becomes difficult to peel the polyester layer 2 from the polyvinyl alcohol layer 3, and the transfer layer may be damaged.
  • a commercially available polyester film can be used, for example, Emblet S (manufactured by Unitika, untreated PET), Toyobo ester film (manufactured by Toyobo, untreated PET), Theonex (manufactured by Teijin, PEN). ) Etc. can be mentioned.
  • the polyester layer 2 when the polyester layer 2 which has not been surface-treated is adopted, the polyester layer 2 is not treated to make the surface hydrophilic or hydrophobic. Further, the polyester layer 2 is a layer that has not been subjected to a treatment that affects the hydrophilicity or hydrophobicity of the surface by blending an additive or the like or modifying the polyester resin itself. As long as the effect of the present invention is exhibited, the above-mentioned treatment for improving hydrophobicity or hydrophilicity to some extent is not excluded.
  • the polyester layer 2 may be stretched or unstretched.
  • the thickness is preferably 10 to 188 ⁇ m. If it is less than 10 ⁇ m, it may be difficult to provide a trigger portion that is a starting point when peeling the polyester layer 2. If it exceeds 188 ⁇ m, the rigidity of the polyester layer 2 becomes too high, and the work at the time of peeling Sex may worsen. Further, it is possible to add a filler or roughen the surface to provide unevenness on the surface on the polyvinyl alcohol layer 3 side. However, it is necessary to provide unevenness within a range that does not reduce the peelability of the polyester layer 2 or cause unevenness on the surface of the polyvinyl alcohol layer 3 to reflect the roughened surface.
  • the polyvinyl alcohol (PVA) resin used for the polyvinyl alcohol layer 3 preferably has a saponification degree of 60 mol% or more, more preferably 70 to 95 mol%. If the degree of saponification is less than 60 mol%, the PVA layer cannot be sufficiently hydrolyzed (dissolved and removed with water) during the transfer step, which may interfere with the subsequent steps.
  • the PVA resin may be modified and / or unmodified. In the case of modification, other monomers can be copolymerized in the main chain within a range that does not inhibit the effect of the present invention, for example, in a range of 10 mol% or less, preferably 7 mol% or less.
  • Such monomers include olefins such as ethylene, propylene, isobutylene, ⁇ -octene, ⁇ -dodecene and ⁇ -octadecene, acrylic acid, methacrylic acid, crotonic acid, maleic acid, maleic anhydride, itaconic acid and the like.
  • Polyoxyalkylene (meth) acrylate such as polyoxyalkylene (meth) acrylate, polyoxyethylene (meth) acrylamide, polyoxyalkylene (meth) acrylamide such as polyoxypropylene (meth) acrylamide, polyoxyethylene (1- (meth) acrylamide-1,1-) Dimethylpropyl) ester, polyoxyethylene vinyl ether, polyoxypropylene vinyl ether, polyoxyethylene allylamine, polyoxypropylene allylamine, polyoxyethylene vinylamine, polyoxypropylene vinylamine, diacrylic acetoneamide, N-acrylamide methyltrimethylammonium chloride, Examples thereof include allyltrimethylammonium chloride, dimethyldialylammonium chloride, dimethylallylvinyl ketone, N-vinylpyrrolidone, vinyl chloride and vinylidene chloride. These other monomers may be used alone or in combination of two or more.
  • the polyvinyl alcohol layer 3 needs to contain at least one diol compound and / or a triol compound in which the adjacent hydroxyl group is located at the ⁇ or higher position.
  • the preferred diol compound has a number average molecular weight of 400 or more, more preferably 800 or more, and further preferably 1000 or more.
  • a polyalkylene glycol having a number average molecular weight of 20000 or less is preferable.
  • it contains a polyalkylene glycol having a number average molecular weight of 1000 or more and a triol compound in which an adjacent hydroxyl group is located at the ⁇ or higher position.
  • the triol compound in which the hydroxyl group adjacent to the polyalkylene glycol having a number average molecular weight of 1000 or more is located at the ⁇ position or higher is contained so as to have a weight ratio of 1: 9 to 9: 1. ..
  • a triol compound in which adjacent hydroxyl groups are located at the ⁇ or higher position has three hydroxyl groups, and when any of the hydroxyl groups is used as a reference, the carbon element bonded to the triol compound is at the ⁇ position. It is a compound in which four or more atoms having a valence of 2 or more, such as carbon and oxygen, are bonded between the reference hydroxyl group and the remaining two hydroxyl groups at the shortest.
  • the 1,4,8-octanetriol shown in Chemical formula 1 below is based on the hydroxyl group bonded to the carbon atom at the 4-position, and the positions of the hydroxyl groups at the 1- and 8-positions adjacent to the hydroxyl group are ⁇ -position and ⁇ , respectively. It becomes the rank.
  • the adjacent hydroxyl groups are each located at the ⁇ position, based on the hydroxyl group located in the middle of the molecule.
  • the triol compound in the present invention in which adjacent hydroxyl groups are located after the ⁇ position is a compound in which all the hydroxyl groups in the triol compound are located after the ⁇ position.
  • the space between two adjacent hydroxyl groups is located after the ⁇ position, but the combination of two adjacent hydroxyl groups is between the ⁇ position and the following.
  • the located compound is not a triol compound in which the adjacent hydroxyl group in the present invention is located after the ⁇ position.
  • the diol compound and the triol compound having an adjacent hydroxyl group at the ⁇ or higher position are preferably added in an amount of 1 part by weight or more, preferably 1 to 20 parts by weight, based on 100 parts by weight of the polyvinyl alcohol resin. More preferably, 1 to 15 parts by weight is further preferable, and 3 to 12 parts by weight is most preferable. Further, the diol compound is preferably added in an amount of 1 part by weight or more, more preferably 1 to 15 parts by weight, still more preferably 1 to 10 parts by weight, and 3 to 10 parts by weight based on 100 parts by weight of the polyvinyl alcohol resin. It is most preferable to add by weight.
  • the triol compound having an adjacent hydroxyl group at the ⁇ or higher position is preferably added in an amount of 1 part by weight or more, more preferably 1 to 18 parts by weight, and 1 to 13 parts by weight based on 100 parts by weight of the polyvinyl alcohol resin. It is more preferable to add 3 to 10 parts by weight, and most preferably.
  • the adjacent hydroxyl groups contain a triol compound having an ⁇ -position, a ⁇ -position and a ⁇ -position, and a polyhydric alcohol compound having a hydroxyl group of 4 or more valences, the polyester layer 2 after being bonded to the substrate 5 during the transfer step is peeled off. The more the peeling marks are attached, the more difficult the peeling becomes, and the transfer layer 4 may be damaged.
  • the T-type peeling strength of the polyester layer 2 before forming the transfer layer and the polyvinyl alcohol layer 3 adjusted in a humidity-controlled environment of 23 ° C. and 50% RH at a peeling speed of 100 mm / min. Is 30 mN / 20 mm or more. Is required, preferably 30 to 400 mN / 20 mm, more preferably 30 to 300 mN / 20 mm, more preferably 40 to 100 mN / 20 mm, and most preferably 45 to 70 mN / 20 mm.
  • the polyvinyl alcohol layer 3 is partially peeled from the polyester layer 2 by heating or pressurizing in the step of forming the transfer layer 4 on the polyvinyl alcohol layer 3. , Bubble pool is generated. These bubbles may be transferred to the transfer layer 4 and impair the appearance.
  • the T-type peeling strength exceeds 400 mN / 20 mm, it may be difficult to create a trigger for peeling when the polyester layer is peeled after being bonded to the substrate 5 in the transfer step. Further, when the T-type peeling strength exceeds 300 mN / 20 mm, it may be difficult to create a trigger for peeling.
  • the diol compound in the present invention needs to be soluble in water, such as ethylene glycol, trimethylene glycol, 1,4-butanediol, 1,3-butylene glycol, 1,5-pentanediol, 1 , 2-hexanediol, 1,6-hexanediol, 2-methylpentane-2,4-diol, polyethylene glycol, polypropylene glycol, copolymer of ethylene glycol and propylene glycol, copolymer of propylene glycol and butylene glycol, Examples thereof include a ternary copolymer of ethylene glycol, propylene glycol and butylene glycol.
  • triol compound in the present invention in which the adjacent hydroxyl group is located at the ⁇ position or later is also soluble in water.
  • this compound include triethyrol propane, polyoxyethylene glyceryl ether, polyoxypropylene glyceryl ether, diglycerin monoalchelate and the like.
  • the means for providing the polyvinyl alcohol layer is not particularly limited, and a solution obtained by dissolving the composition of the polyvinyl alcohol layer 3 in a solvent may be applied and dried by a well-known means to provide the polyvinyl alcohol layer.
  • the polyvinyl alcohol layer 3 formed above may be transferred onto the polyester layer 2 by a known means.
  • the thickness of the polyvinyl alcohol layer 3 is 5 to 100 ⁇ m.
  • a light absorber can be added to the polyvinyl alcohol layer 3 as needed in order to impart light resistance and laser light absorption.
  • a benzotriazole compound, a triazine compound, a benzophenone compound, a benzoate compound, a hindered amine compound and the like can be added, for example, Adecanol UC (manufactured by ADEKA). ), Newcoat UVA (manufactured by Shin-Nakamura Chemical Industry Co., Ltd.) and the like.
  • a diimonium salt compound, an aminium salt compound or the like can be added, and examples thereof include NIR-IM1 (manufactured by Nagase ChemteX Corporation).
  • An antifoaming agent can be added to the polyvinyl alcohol layer 3 for the purpose of preventing foaming during water dissolution during the transfer step.
  • the defoaming agent is preferably non-silicone, and examples thereof include SN deformer (manufactured by San Nopco Co., Ltd.) and SY Glister (manufactured by Sakamoto Pharmaceutical Co., Ltd.).
  • Such a polyvinyl alcohol layer 3 can be produced by coating and drying a PVA aqueous solution on a polyester layer 2 using a slot die or the like.
  • the polyvinyl alcohol layer 3 can be colored by adding a known dye or pigment for the purpose of blocking light or for indicating the presence or absence of a polyvinyl alcohol resin before and after removal with water.
  • a known dye or pigment for the purpose of blocking light or for indicating the presence or absence of a polyvinyl alcohol resin before and after removal with water.
  • Such dyes and pigments are preferably water-soluble or water-dispersible, and examples thereof include food dyes such as Blue No. 1 and Yellow No. 4 and titanium oxide.
  • the transfer layer 4 in the transfer sheet 1 of the present invention uses a known material that can be transferred, such as a thermoplastic resin, a curable resin, a metal film, and an inorganic oxide film that can be formed on the polyvinyl alcohol layer 3. Can be done.
  • a photocurable resin composition such as a negative resist such as an epoxy base as a photocurable resin, a positive resist such as a novolak-naphthoquinone diazide base, or a chemically amplified resist such as a polyhydroxystyrene base.
  • the transfer layer 4 can be produced by a method such as coating on the polyvinyl alcohol layer 3, sputtering, vapor deposition, adhesion, transfer, etc., depending on the material of the transfer layer 4. Further, the surface of the transfer layer 4 can be provided with an adhesive layer or an adhesive layer, or coated with a silane coupling agent or the like, in order to improve the adhesion to the surface of the substrate 5 to be transferred. Further, a cover film may be provided on the surface of the transfer layer 4 for the purpose of preventing damage or stains on the transfer layer 4 during storage.
  • the substrate 5 is the object to which the transfer layer 4 is transferred, and may have either a flat surface or a three-dimensional shape, and a plastic molded body, glass, ceramics, metal, semiconductor, rubber, or the like can be used. In order to improve the adhesion with the transfer layer, it is also possible to provide an adhesive / adhesive layer or coat with a silane coupling agent or the like.
  • PVA polyvinyl alcohol
  • PXP-05 saponification degree 88 mol%, degree of polymerization 600
  • PEG 1540 number average molecular weight
  • PEG 1540 polyethylene glycol 1540
  • triol compound in which 9 parts by weight and adjacent hydroxyl groups are located after the ⁇ position polyoxypropylene glyceryl ether 300 (polyoxypropylene chains are bonded to all three hydroxyl groups of glycerin (the same applies hereinafter), number average molecular weight is 300).
  • the polyvinyl alcohol layer was prepared by bar coating with an aqueous solution of a resin composition having a ratio of 1 part by weight so that the dry thickness was 15 ⁇ m. Then, a photocurable resin AZ1500 (manufactured by Clariant, a novolak resin type) was coated on the polyvinyl alcohol layer as a transfer layer with a bar coat so as to have a drying thickness of 3 ⁇ m, dried at 90 ° C. for 5 minutes, and then 300 mJ. A transfer sheet was prepared by irradiating with ultraviolet rays at the exposure amount of.
  • Example 2 100 parts by weight of PVA (manufactured by Japan Vam & Poval, PXP-05, degree of saponification 88 mol%, degree of polymerization 600), 1 part by weight of PEG1540 as a diol compound, and poly as a triol compound in which adjacent hydroxyl groups are located at the ⁇ or higher position.
  • a transfer sheet was prepared in the same manner as in Example 1 except that a polyvinyl alcohol layer was obtained from an aqueous solution of a resin composition consisting of 9 parts by weight of oxypropylene glyceryl ether 300.
  • Example 3 A PET film having an untreated surface (manufactured by Unitika Ltd., untreated SD-75, thickness 75 ⁇ m) was used as the support layer. 100 parts by weight of PVA (manufactured by Japan Vam & Poval Co., Ltd., JR-05, saponification degree 70 mol%, degree of polymerization 600) on the support layer, 5 parts by weight of PEG1540 as a diol compound, and adjacent hydroxyl groups after the ⁇ position.
  • a polyvinyl alcohol layer was prepared by bar coating using an aqueous solution of a resin composition having a ratio of 5 parts by weight of polyoxypropylene glyceryl ether 300 as the positioned triol compound so that the dry thickness was 15 ⁇ m. Then, a transfer layer was formed on the polyvinyl alcohol layer in the same manner as in Example 1 to prepare a transfer sheet.
  • Example 4 A PET film having an untreated surface (manufactured by Unitika Ltd., untreated S-50, thickness 50 ⁇ m) was used as the support layer. 100 parts by weight of PVA (manufactured by Japan Vam & Poval Co., Ltd., JP-10, degree of saponification 88 mol%, degree of polymerization 1000) on the support layer, 5 parts by weight of PEG1540 as a diol compound, and adjacent hydroxyl groups after the ⁇ position.
  • PVA manufactured by Japan Vam & Poval Co., Ltd., JP-10, degree of saponification 88 mol%, degree of polymerization 1000
  • polyoxypropylene glyceryl ether 300 was prepared by using an aqueous solution of a resin composition having a ratio of 5 parts by weight so that the dry thickness of the polyvinyl alcohol layer was 15 ⁇ m by bar coating. Then, a Cr film (1000 ⁇ ) was prepared as a transfer layer on the polyvinyl alcohol layer by a sputtering method, and an adhesive resin (acrylic resin, manufactured by DIC, Acridic A-811-BE) was dried from a bar coat on the Cr film. The film was coated to a thickness of 3 ⁇ m and dried at 80 ° C. for 5 minutes to prepare a transfer sheet.
  • Example 5 A transfer sheet was prepared in the same manner as in Example 4 except that a PET film (manufactured by Unitika Ltd., single-sided SD-75, thickness 75 ⁇ m) subjected to corona discharge treatment was used as the support layer.
  • a PET film manufactured by Unitika Ltd., single-sided SD-75, thickness 75 ⁇ m
  • Example 6 A PET film having an untreated surface (manufactured by Unitika Ltd., untreated S-38, thickness 38 ⁇ 0 m) was used as the support layer. 100 parts by weight of PVA (manufactured by Japan Vam & Poval Co., Ltd., JP-15, degree of saponification 88 mol%, degree of polymerization 1500) and 5 parts by weight of PEG400 (polyethylene glycol, number average molecular weight 400) as a diol compound on the support layer. Using an aqueous solution of the resin composition having the above ratio, the polyvinyl alcohol layer was prepared to have a dry thickness of 15 ⁇ m by bar coating.
  • PVA manufactured by Japan Vam & Poval Co., Ltd., JP-15, degree of saponification 88 mol%, degree of polymerization 1500
  • PEG400 polyethylene glycol, number average molecular weight 400
  • thermoplastic resin (urethane resin, manufactured by Toyo Ink Co., Ltd., Rio Alpha S) is coated on the polyvinyl alcohol layer as a transfer layer with a bar coat so that the drying thickness becomes 3 ⁇ m, and dried at 80 ° C. for 5 minutes to obtain a transfer sheet.
  • urethane resin manufactured by Toyo Ink Co., Ltd., Rio Alpha S
  • Example 7 A transfer sheet was prepared in the same manner as in Example 6 except that the diol compound was PEG1000 (polyethylene glycol, number average molecular weight 1000) in an amount of 5 parts by weight.
  • PEG1000 polyethylene glycol, number average molecular weight 1000
  • Example 8 A transfer sheet was prepared in the same manner as in Example 6 except that the diol compound was trimethylene glycol by 5 weight.
  • Example 9 A transfer sheet was prepared in the same manner as in Example 6 except that the diol compound was 2-methylpentane-2,4-diol by 5 weight.
  • Example 10 A PET film having an untreated surface (manufactured by Unitika Ltd., untreated SD-75, thickness 75 ⁇ m) was used as the support layer.
  • a polyvinyl alcohol layer was prepared by bar coating using an aqueous solution of a resin composition having a ratio of 15 parts by weight of glyceryl ether 300 so that the dry thickness was 15 ⁇ m. Then, a transfer layer was formed on the polyvinyl alcohol layer in the same manner as in Example 1 to prepare a transfer sheet.
  • Example 11 A transfer sheet was prepared in the same manner as in Example 10 except that PVA having a saponification degree of 70 mol% (manufactured by Japan Vam & Poval Co., Ltd., JR-05, degree of polymerization of 600) was used.
  • Example 12 A PET film having an untreated surface (manufactured by Unitika Ltd., untreated SD-75, thickness 75 ⁇ m) was used as the support layer.
  • the polyvinyl alcohol layer was prepared by bar coating so as to have a dry thickness of 15 ⁇ m. Then, a transfer layer was formed on the polyvinyl alcohol layer in the same manner as in Example 1 to prepare a transfer sheet.
  • Example 13 A transfer sheet was prepared in the same manner as in Example 12 except that PEG6000 (polyethylene glycol, number average molecular weight 6000) was used as the diol compound.
  • PEG6000 polyethylene glycol, number average molecular weight 6000
  • Example 1 A PET film (manufactured by Unitika Ltd., SD-75, thickness 75 ⁇ m) having an untreated surface was used as the support layer. 100 parts by weight of PVA (manufactured by Japan Vam & Poval, JP-10, degree of saponification 88 mol%, degree of polymerization 1000) on the support layer, and 5 parts by weight of glycerin as a triol compound in which the adjacent hydroxyl group is located at the ⁇ position. Using an aqueous solution of the resin composition having the above ratio, the polyvinyl alcohol layer was prepared by bar coating so that the dry thickness was 15 ⁇ m. Then, a transfer layer was formed on the polyvinyl alcohol layer in the same manner as in Example 1 to prepare a transfer sheet.
  • PVA manufactured by Japan Vam & Poval, JP-10, degree of saponification 88 mol%, degree of polymerization 1000
  • Comparative Example 3 In Comparative Example 1, instead of the triol compound in which the adjacent hydroxyl group is located at the ⁇ position, 5 parts by weight of 1,2,6-hexanetriol is used as the triol compound in which the adjacent hydroxyl groups are located at the ⁇ and ⁇ positions for transfer. A sheet was prepared.
  • Example 8 A PET film having an untreated surface (manufactured by Unitika Ltd., untreated SD-75, thickness 75 ⁇ m) was used as the support layer. An aqueous solution of PVA (manufactured by Japan Vam & Poval Co., Ltd., JP-10, saponification degree 88 mol%, polymerization degree 1000) was used on the support layer, and the dry thickness was adjusted to 15 ⁇ m by bar coating. Then, a transfer layer was formed on the polyvinyl alcohol layer in the same manner as in Example 1 to prepare a transfer sheet.
  • PVA manufactured by Japan Vam & Poval Co., Ltd., JP-10, saponification degree 88 mol%, polymerization degree 1000
  • Comparative Example 9 A transfer sheet was prepared in the same manner as in Comparative Example 8 except that a PET film (manufactured by Unitika Ltd., FT-50, thickness 50 ⁇ m) subjected to a mold release treatment was used as the support layer.
  • a PET film manufactured by Unitika Ltd., FT-50, thickness 50 ⁇ m
  • Comparative Example 10 A transfer sheet was prepared in the same manner as in Comparative Example 8 except that a PET film (manufactured by Unitika Ltd., single-sided SD-75, thickness 75 ⁇ m) subjected to corona discharge treatment was used as the support layer.
  • a PET film manufactured by Unitika Ltd., single-sided SD-75, thickness 75 ⁇ m
  • Comparative Example 11 A transfer sheet was produced in the same manner as in Comparative Example 8 except that a polypropylene film (Futamura Chemical Co., Ltd., FOH, thickness 50 ⁇ m) subjected to corona discharge treatment was used as the support layer.
  • a polypropylene film Flutamura Chemical Co., Ltd., FOH, thickness 50 ⁇ m
  • Comparative Example 13 A transfer sheet was produced in the same manner as in Comparative Example 12 except that a polypropylene film (Futamura Chemical Co., Ltd., FOH, thickness 50 ⁇ m) subjected to corona discharge treatment was used as the support layer.
  • a polypropylene film Flutamura Chemical Co., Ltd., FOH, thickness 50 ⁇ m
  • PET manufactured by Unitika Ltd., FT-50, thickness 50 ⁇ m
  • PVA manufactured by Japan Vam & Poval Co., Ltd., JP-10, degree of saponification 88 mol%, degree of polymerization 1000
  • polyoxypropylene glyceryl ether 300 was prepared by using an aqueous solution of a resin composition having a ratio of 1 part by weight so that the dry thickness of the polyvinyl alcohol layer was 15 ⁇ m by bar coating. Then, a transfer layer was formed on the polyvinyl alcohol layer in the same manner as in Example 1 to prepare a transfer sheet.
  • Comparative Example 15 100 parts by weight of PVA (manufactured by Japan Vam & Poval, JP-10, saponification degree 88 mol%, degree of polymerization 1000), 5 parts by weight of PEG1540 as a diol compound, and poly as a triol compound in which the adjacent hydroxyl group is located at the ⁇ position or higher.
  • Oxypropylene glyceryl ether 300 was prepared by a casting method using an aqueous solution of a resin composition having a ratio of 5 parts by weight so that the dry thickness of the polyvinyl alcohol layer was 15 ⁇ m. Then, a transfer layer was formed on the polyvinyl alcohol layer in the same manner as in Example 1 to prepare a transfer sheet.
  • Comparative Example 7 the composition of the polyvinyl alcohol layer 3 satisfies the requirements in the present invention, but since the T-type peeling strength is less than 30 mN / 20 mm, partial peeling occurs between the support layer 2 and the polyvinyl alcohol layer 3. Good results were not obtained because bubble marks were formed on the transfer layer 4. Further, Comparative Examples 9 and 10 using surface-treated PET and further forming a layer consisting only of polyvinyl alcohol, Comparative Example 11 using surface-treated polypropylene and forming a layer consisting only of polyvinyl alcohol, and a surface-treated PET layer.
  • Comparative Examples 12 and 13 using a polypropylene layer and having a polyvinyl alcohol layer that does not meet the requirements in the present invention, and a surface-treated PET layer that meets the requirements for the polyvinyl alcohol layer in the present invention are T-type.
  • Comparative Example 14 which did not satisfy the peel strength remained the same as Comparative Examples 1 to 7.
  • Comparative Example 15 in which the polyester layer was not used had a poor result in the evaluation B because it did not have the support layer 2, and a good result was not obtained in the evaluation E. According to the above results, by adopting the transfer sheet 1 of the present invention, it is possible to smoothly proceed with the transfer from room temperature to heating.
  • the transfer sheet of the present invention can transfer not only a pattern but also a curable resin such as a photoresist, a metal film, a functional material such as an inorganic oxide to a target substrate under normal temperature conditions or heating conditions without bubble marks or wrinkles. It is possible. It can be used as a process member for molding processing using transfer such as automobile parts, electronic parts, and metal surface processing.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Quality & Reliability (AREA)
  • Laminated Bodies (AREA)
  • Decoration By Transfer Pictures (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
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