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WO2025205993A1 - Composition de polymère, et feuille de polymère - Google Patents

Composition de polymère, et feuille de polymère

Info

Publication number
WO2025205993A1
WO2025205993A1 PCT/JP2025/012108 JP2025012108W WO2025205993A1 WO 2025205993 A1 WO2025205993 A1 WO 2025205993A1 JP 2025012108 W JP2025012108 W JP 2025012108W WO 2025205993 A1 WO2025205993 A1 WO 2025205993A1
Authority
WO
WIPO (PCT)
Prior art keywords
polymer composition
polymer
olefin
weight
mass
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.)
Pending
Application number
PCT/JP2025/012108
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English (en)
Japanese (ja)
Inventor
ルイス 安里
賢 大橋
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.)
Ajinomoto Co Inc
Original Assignee
Ajinomoto Co Inc
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Filing date
Publication date
Application filed by Ajinomoto Co Inc filed Critical Ajinomoto Co Inc
Publication of WO2025205993A1 publication Critical patent/WO2025205993A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • 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
    • B32B27/32—Layered products comprising a layer of synthetic resin comprising polyolefins
    • 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
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/26—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers modified by chemical after-treatment
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C08L53/02—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers of vinyl-aromatic monomers and conjugated dienes

Definitions

  • the present invention relates to a polymer composition useful for encapsulating electronic devices and the like, and a polymer sheet having a laminated structure including a polymer composition layer formed from the polymer composition.
  • Patent Document 1 proposes an encapsulating sheet containing a polymer composition layer that uses calcium oxide as a moisture-absorbing material, claiming that it can suppress horizontal moisture penetration.
  • a backsheet with low water vapor permeability e.g., glass, inorganic compound-deposited PET, metal PET laminate, etc.
  • Patent Document 2 proposes a resin composition containing a polymer-containing resin, hygroscopic particles such as calcium oxide, and an organic solvent-soluble dispersant, and a resin film (for sealing electronic devices) formed from the resin composition, claiming that it suppresses moisture penetration.
  • the present invention was made in light of the above-mentioned circumstances, and its purpose is to provide a polymer composition that can form a polymer composition layer (as an encapsulant) that exhibits high water vapor barrier properties and does not show a decrease in adhesion to the backsheet in accelerated testing.
  • a polymer composition can be obtained that can form a polymer composition layer (as an encapsulant) that exhibits high water vapor barrier properties and does not show a decrease in adhesion to the backsheet in accelerated testing, leading to the completion of the present invention.
  • the present invention has the following features.
  • the following components (A) a low-molecular-weight olefin polymer having an acid anhydride group and/or a carboxyl group; (B) a water-absorbing filler; and (C) a high molecular weight styrene-olefin polymer containing no double bonds in the olefin portion, (A) A polymer composition, in which the content of a low-molecular-weight olefin polymer having an acid anhydride group and/or a carboxyl group is 12% by mass or more relative to 100% by mass of the nonvolatile content of the polymer composition.
  • the present invention also has the following features.
  • the following components (A) a low-molecular-weight olefin polymer having an acid anhydride group and/or a carboxyl group; (B) a water-absorbing filler; and (C) a high molecular weight styrene-olefin polymer containing no double bonds in the olefin portion.
  • the present invention provides a polymer composition capable of forming a polymer composition layer (as an encapsulant) that exhibits high water vapor barrier properties and does not exhibit a decrease in adhesion to a backsheet in accelerated testing, and a polymer sheet having a laminate structure including a polymer composition layer formed from the polymer composition.
  • the polymer composition of the present invention contains the following components (A) to (C) as essential components: (A) a low-molecular-weight olefin polymer having an acid anhydride group and/or a carboxyl group; (B) a water-absorbing filler; and (C) a high-molecular-weight styrene-olefin polymer that does not contain a double bond in the olefin portion,
  • the content of (A) the low-molecular-weight olefin polymer having an acid anhydride group and/or a carboxyl group is 12% by mass or more relative to 100% by mass of the nonvolatile content of the polymer composition.
  • the polymer composition of the present invention also contains the following components (A) to (C) as essential components: (A) a low-molecular-weight olefin polymer having an acid anhydride group and/or a carboxyl group; (B) a water-absorbing filler; and (C) a high-molecular-weight styrene-olefin polymer that does not contain a double bond in the olefin portion.
  • olefin-based polymer means a polymer in which structural units derived from olefins (hereinafter sometimes abbreviated as “olefin units”) are the main structural units (i.e., the amount of olefin units is the largest among all structural units).
  • structural units derived from butene which are olefin units, may be abbreviated as “butene units,” etc.
  • the olefin polymer may be an olefin resin (e.g., a propylene-butene copolymer) or an olefin rubber (e.g., a butyl rubber, i.e., an isobutylene-isoprene copolymer).
  • olefin resin refers to an olefin polymer that cannot form a rubbery elastomer by crosslinking
  • olefin rubber refers to an olefin polymer that can form a rubbery elastomer by crosslinking.
  • Olefin polymers may be homopolymers or copolymers. Copolymers may be random copolymers or block copolymers. Furthermore, olefin polymers may be copolymers of an olefin and a monomer other than an olefin.
  • Component (A) is a low-molecular-weight olefin polymer having an acid anhydride group (i.e., a carbonyloxycarbonyl group (—CO—O—CO—)) and/or a carboxyl group.
  • the acid anhydride group include a group derived from succinic anhydride, a group derived from maleic anhydride, and a group derived from glutaric anhydride.
  • the composition may contain one or more types of acid anhydride groups.
  • component (A) forms a crosslinked structure through a crosslinking reaction between the acid anhydride group and the carboxyl group, or through coordination of the acid anhydride group and the carboxyl group to a water-absorbing filler (such as calcium oxide), thereby enabling the water-absorbing filler (component (B)) to be dispersed well in the polymer composition and also enabling the composition to exhibit water vapor barrier properties.
  • a water-absorbing filler such as calcium oxide
  • the concentration of acid anhydride groups in the polymer is preferably 0.05 to 10 mmol/g, and more preferably 0.10 to 5 mmol/g.
  • the concentration of acid anhydride groups is obtained from the acid value, which is defined as the number of milligrams of potassium hydroxide required to neutralize the acid present in 1 g of polymer, as described in JIS K 2501.
  • the concentration of carboxyl groups in the polymer is preferably 0.05 to 20 mmol/g, and more preferably 0.10 to 10 mmol/g.
  • the concentration of carboxyl groups is determined from the acid value, which is defined as the number of milligrams of potassium hydroxide required to neutralize the acid present in 1 g of polymer, as described in JIS K 2501.
  • the sum of the acid anhydride group concentration and carboxyl group concentration in the polymer is preferably 0.05 to 20 mmol/g, and more preferably 0.10 to 10 mmol/g.
  • Component (A) can be produced, for example, by (i) graft-modifying an olefin polymer with an unsaturated compound having an acid anhydride group and/or a carboxyl group (e.g., maleic anhydride) under radical reaction conditions, or by (ii) copolymerizing an unsaturated compound having an acid anhydride group and/or a carboxyl group with an ⁇ -olefin.
  • an unsaturated compound having an acid anhydride group and/or a carboxyl group e.g., maleic anhydride
  • the component (A) is a low molecular weight (i) preferably at least one selected from the group consisting of polybutene having an acid anhydride group and/or a carboxyl group, isobutylene-isoprene copolymer having an acid anhydride group and/or a carboxyl group (i.e., butyl rubber), ethylene-propylene copolymer having an acid anhydride group and/or a carboxyl group, propylene-butene copolymer having an acid anhydride group and/or a carboxyl group, ethylene-methyl methacrylate copolymer having an acid anhydride group and/or a carboxyl group, styrene-butylene-butadiene copolymer having an acid anhydride group and/or a carboxyl group, styrene-ethylene-butylene copolymer having an acid anhydride group and/or a carboxyl group, and ethylene
  • component (A) is preferably an acid anhydride-modified low-molecular-weight olefin polymer, and more preferably a maleic anhydride-modified low-molecular-weight olefin polymer.
  • acid anhydride-modified low-molecular-weight olefin polymer and “maleic anhydride-modified low-molecular-weight olefin polymer” are synonymous with “low-molecular-weight olefin polymer having an acid anhydride group” and "low-molecular-weight olefin polymer having a maleic anhydride group.”
  • the number average molecular weight of the low-molecular-weight olefin polymer having an acid anhydride group and/or a carboxyl group is not particularly limited as long as it is 20,000 or less, but from the viewpoints of preventing cissing when the polymer composition varnish is applied, imparting moisture resistance to the formed polymer composition layer, and improving mechanical strength, this number average molecular weight is preferably 950 or more, and more preferably 1,200 or more. On the other hand, from the viewpoints of achieving good coatability of the polymer composition varnish and good compatibility with other components in the polymer composition, the number average molecular weight is preferably 10,000 or less, and more preferably 6,000 or less.
  • polyisobutylene resins or polybutene resins include "HV-300M” (acid value: 65 mg KOH/g, acid anhydride group concentration: 1.16 mmol/g, number average molecular weight: 2,100) manufactured by Toho Chemical Industry Co., Ltd., "HV-100M” (acid value: 82 mg KOH/g, acid anhydride group concentration: 1.46 mmol/g, number average molecular weight: 1,218) manufactured by Toho Chemical Industry Co., Ltd., and "DOVERMULSE H1000" (acid value: 54 mg KOH, acid anhydride group concentration: 0.96 mmol/g, number average molecular weight: 1,204) manufactured by DOVER.
  • a specific example of an ethylene-propylene copolymer is "Lucant A-5260" manufactured by Mitsui Chemicals, Inc. (
  • the content of component (A) in the polymer composition of the present invention is not particularly limited. However, from the viewpoint of achieving good coatability and moldability and ensuring ease of handling (suppression of tack), the content is preferably 40% by mass or less, more preferably 30% by mass or less, and particularly preferably 20% by mass or less, based on 100% by mass of the nonvolatile content of the polymer composition. On the other hand, from the viewpoint of ensuring good humidity and heat resistance and dispersibility of the water-absorbing filler (component (B)), the content is preferably 2% by mass or more, more preferably 9% by mass or more, and particularly preferably 16% by mass or more, based on 100% by mass of the nonvolatile content of the polymer composition.
  • the content of component (A) is preferably 2 to 40% by mass, more preferably 9 to 30% by mass, and even more preferably 16 to 20% by mass, based on 100% by mass of the nonvolatile content of the polymer composition. In another embodiment of the present invention, the content of component (A) is preferably 2 to 20% by mass, based on 100% by mass of the nonvolatile content of the polymer composition.
  • the content of component (A) is 12% by mass or more, preferably 13% by mass or more, more preferably 14% by mass or more, even more preferably 15% by mass or more, still more preferably 16% by mass or more, and particularly preferably 16 to 24% by mass, based on 100% by mass of the nonvolatile content of the polymer composition.
  • Component (B) is a water-absorbing filler. By incorporating component (B), it is possible to impart water vapor barrier properties to the formed polymer composition layer.
  • the water-absorbent filler is not particularly limited as long as it is a filler that has the ability to absorb moisture, and examples include metal oxides such as calcium oxide, magnesium oxide, strontium oxide, aluminum oxide, barium oxide, calcined hydrotalcite, and calcined dolomite; metal hydroxides such as calcium hydroxide, magnesium hydroxide, strontium hydroxide, aluminum hydroxide, barium hydroxide, and semi-calcined hydrotalcite; and molecular sieves. Of these, calcium oxide and semi-calcined hydrotalcite are preferred from the standpoint of water absorbency, and semi-calcined hydrotalcite is preferred from the standpoint of transparency, and calcium oxide is preferred from the standpoint of water vapor barrier properties. Only one type of water-absorbent filler may be used, or two or more types may be used in combination.
  • the median diameter (D50) of component (B) is preferably 20 ⁇ m or less, more preferably 10 ⁇ m or less, and even more preferably 5 ⁇ m or less to prevent the water-absorbing filler from damaging the electronic device during the encapsulation process. From the viewpoint of dispersibility of component (B) in the polymer composition, it is preferably 0.2 ⁇ m or more, more preferably 0.3 ⁇ m or more, and even more preferably 0.4 ⁇ m or more. In one embodiment of the present invention, the median diameter of component (B) is preferably 0.2 to 20 ⁇ m, more preferably 0.3 to 10 ⁇ m, and even more preferably 0.4 to 5 ⁇ m.
  • the median diameter of component (B) can be measured by a laser diffraction/scattering method based on Mie scattering theory. Specifically, it can be measured by creating a particle size distribution of component (B) on a volume basis using a laser diffraction particle size distribution analyzer. A measurement sample prepared by dispersing component (B) in ethanol using ultrasonic waves is preferably used. A laser diffraction/scattering particle size distribution measuring device such as the LA-500 manufactured by Horiba, Ltd. can be used.
  • the BET specific surface area of component (B) is preferably 1 to 50 m 2 /g, more preferably 1.5 to 30 m 2 /g, and even more preferably 2 to 25 m 2 /g.
  • the BET specific surface area of component (B) can be calculated according to the BET method by adsorbing nitrogen gas onto the surface of a sample using a specific surface area measuring device (Macsorb HM Model 1210, manufactured by Mountech Co., Ltd.) and using the BET multipoint method.
  • the content of component (B) is preferably 5% by mass or more, more preferably 10% by mass or more, and even more preferably 15% by mass or more, relative to 100% by mass of the non-volatile content of the polymer composition, from the viewpoint of the water vapor barrier properties of the polymer composition layer; and from the viewpoint of the adhesiveness of the polymer composition layer, it is preferably 80% by mass or less, more preferably 75% by mass or less, and even more preferably 70% by mass or less.
  • the content of component (B) is preferably 5 to 80% by mass, more preferably 10 to 75% by mass, and even more preferably 15 to 70% by mass, relative to 100% by mass of the non-volatile content of the polymer composition.
  • Component (C) is a high-molecular-weight styrene-olefin polymer that does not contain a double bond in the olefin moiety. By incorporating component (C), it is possible to improve the film-forming properties of the polymer composition and improve the adhesion of the formed polymer composition layer to the backsheet (suppressing peeling of the backsheet).
  • component (C) In terms of improving the adhesion of the formed polymer composition layer to the backsheet (suppressing peeling of the backsheet), it is preferable that the benzene rings of the styrene units of component (C) are not hydrogenated. Furthermore, in terms of preventing deterioration over time due to double bonds remaining in the polymer, it is preferable that component (C) does not contain isoprene units.
  • the amount of styrene units in component (C) is preferably 30% by weight or less, more preferably 18% by weight or less, and even more preferably 12% by weight or less, based on the total of styrene units and olefin units; and in terms of improving the mechanical strength of the polymer composition, it is preferably 1% by weight or more, more preferably 2% by weight or more, and even more preferably 5% by weight.
  • Examples of high molecular weight styrene-olefin polymers that do not contain double bonds in the olefin portion include styrene-ethylene-butylene-styrene copolymer (SEBS), styrene-isobutylene-styrene copolymer (SIBS), styrene-ethylene-propylene-styrene copolymer (SEPS), and styrene-ethylene-ethylene-propylene-styrene copolymer (SEEPS), with SEEPS being preferred.
  • SEEPS styrene-ethylene-butylene-styrene copolymer
  • SIBS styrene-isobutylene-styrene copolymer
  • SEPS styrene-ethylene-propylene-styrene copolymer
  • SEEPS styrene-ethylene-ethylene-propylene-styrene copoly
  • the number average molecular weight of the high molecular weight styrene-olefin polymer that does not contain a double bond in the olefin moiety is not particularly limited as long as it exceeds 20,000, but from the viewpoint of the adhesive strength of the formed polymer composition layer to the backsheet and mechanical strength, this number average molecular weight is preferably 50,000 or more, and more preferably 100,000 or more, and from the viewpoint of ensuring good compatibility with component (A), it is preferably 5,000,000 or less, and more preferably 2,000,000 or less.
  • the content of component (C) in the polymer composition of the present invention is not particularly limited. However, from the viewpoint of the water vapor barrier properties and mechanical strength of the formed polymer composition layer, the content is preferably 1% by mass or more, more preferably 1.5% by mass or more, and particularly preferably 2% by mass or more, based on 100% by mass of the non-volatile content of the polymer composition. On the other hand, from the viewpoint of ensuring good adhesion and flexibility of the formed polymer composition layer to the backsheet, as well as handleability (suppression of tack), the content is preferably 50% by mass or less, more preferably 20% by mass or less, and particularly preferably 10% by mass or less, based on 100% by mass of the non-volatile content of the polymer composition.
  • the content of component (C) is preferably 1 to 50% by mass, more preferably 2 to 20% by mass, and even more preferably 2 to 10% by mass, based on 100% by mass of the non-volatile content of the polymer composition.
  • the total content of components (A) and (C) in the polymer composition of the present invention is preferably 5 to 45% by mass, more preferably 10 to 40% by mass, and even more preferably 15 to 35% by mass, relative to 100% by mass of the nonvolatile content of the polymer composition.
  • the polymer composition of the present invention may further contain a low-molecular-weight olefin polymer other than (A), i.e., a low-molecular-weight olefin polymer having neither an acid anhydride group nor a carboxyl group (component (D)), as long as the effects of the present invention are exhibited.
  • a low-molecular-weight olefin polymer other than (A) i.e., a low-molecular-weight olefin polymer having neither an acid anhydride group nor a carboxyl group (component (D)), as long as the effects of the present invention are exhibited.
  • the number average molecular weight of component (D) is not particularly limited as long as it is 20,000 or less, but from the viewpoint of good coatability of the varnish of the polymer composition, it is preferably 10,000 or less, and more preferably 6,000 or less.
  • Component (D) can be a commercially available product.
  • Commercially available products include ENEOS Corporation's “HV-100” (liquid polybutene), ENEOS Corporation's “HV-300” (liquid polybutene), ENEOS Corporation's “HV-1900” (liquid polybutene), ENEOS Corporation's “HV-50” (liquid polybutene), ENEOS Corporation's “HV-35” (liquid polybutene), Kothari Corporation's "950MW” (liquid polybutene), Kothari Corporation's “2400MW” (liquid olefin polymer), INEOS Corporation's "H-1900” (liquid polybutene), and INEOS Corporation's "H-6000” (liquid polybutene) manufactured by Nippon Soda Co., Ltd., "H-18000” (liquid polybutene) manufactured by INEOS Corporation, "200N” (liquid polybutene) manufactured by NOF Corporation, "BI-2000” (liquid hydrogenated polybutadiene
  • Examples include Kuraray's "LIR-290” (liquid polyisoprene), Kuraray's “LBR-302” (liquid polybutadiene), Kuraray's “LBR-305" (liquid polybutadiene), Kuraray's "LBR-361” (liquid polybutadiene), Kuraray's "L-SBR-820” (liquid styrene-butadiene random copolymer), CRAY VALLEY's "Ricon 154" (liquid butadiene), and CRAY VALLEY's "Ricon 184" (liquid styrene-butadiene random copolymer).
  • Component (D) is preferably liquid polybutene and/or liquid hydrogenated polybutadiene, and more preferably liquid polybutene. Note that, throughout this specification, the terms “hydrogenation” and “hydrogenation” are used interchangeably.
  • the content of component (D) in the polymer composition of the present invention is not particularly limited. However, from the viewpoint of good adhesion and flexibility of the formed polymer composition layer to the backsheet, the content is preferably 1% by mass or more, more preferably 2% by mass or more, and particularly preferably 3% by mass or more, based on 100% by mass of the nonvolatile content of the polymer composition. On the other hand, from the viewpoint of good adhesion and flexibility of the formed polymer composition layer to the backsheet and ensuring ease of handling (suppression of tack), the content is preferably 50% by mass or less, more preferably 40% by mass or less, and particularly preferably 30% by mass or less, based on 100% by mass of the nonvolatile content of the polymer composition. In one embodiment of the present invention, the content of component (D) is preferably 1 to 50% by mass, more preferably 2 to 40% by mass, and even more preferably 3 to 30% by mass, based on 100% by mass of the nonvolatile content of the polymer composition.
  • the total content of components (A), (C), and (D) in the polymer composition of the present invention is preferably 5 to 60% by mass, more preferably 10 to 55% by mass, and even more preferably 15 to 50% by mass, based on 100% by mass of the nonvolatile content of the polymer composition.
  • the total content of components (A) and (D) in the polymer composition of the present invention is preferably 5 to 55% by mass, more preferably 10 to 50% by mass, and even more preferably 15 to 45% by mass, based on 100% by mass of the nonvolatile content of the polymer composition.
  • the total content of components (C) and (D) in the polymer composition of the present invention is preferably 0.4 to 40% by mass, more preferably 0.6 to 35% by mass, and even more preferably 0.8 to 30% by mass, relative to 100% by mass of the nonvolatile content of the polymer composition.
  • the number average molecular weight of component (E) is not particularly limited as long as it exceeds 20,000, but from the viewpoint of good coatability of the varnish of the polymer composition, it is preferably 50,000 or more, and more preferably 100,000. From the viewpoint of ensuring good compatibility with component (A), it is preferably 5,000,000 or less, and particularly preferably 2,000,000 or less.
  • Component (E) is not particularly limited as long as it is a high molecular weight olefin polymer other than component (C), and examples include epoxy-modified high molecular weight olefin polymers and high molecular weight olefin polymers having acid anhydride groups and/or carboxyl groups.
  • Epoxy-modified high-molecular-weight olefin polymer is synonymous with "high-molecular-weight olefin polymer having epoxy groups.”
  • the epoxy groups of the epoxy-modified high-molecular-weight olefin polymer form crosslinked structures by reacting with acid anhydride groups/carboxyl groups in a low-molecular-weight olefin polymer (component (A)) having acid anhydride groups and/or carboxyl groups, improving the dispersibility of a water-absorbing filler (component (B)) in the polymer composition and the water vapor barrier properties of the resulting polymer composition layer.
  • the epoxy group concentration in the epoxy-modified high-molecular-weight olefin polymer is preferably 0.05 to 10 mmol/g, and more preferably 0.10 to 5 mmol/g.
  • the epoxy group concentration is determined from the epoxy equivalent weight obtained in accordance with JIS K 7236-1995.
  • Epoxy-modified high-molecular-weight olefin polymers can be obtained, for example, by (i) graft-modifying an olefin polymer with an unsaturated compound having an epoxy group (e.g., glycidyl (meth)acrylate, 4-hydroxybutyl acrylate glycidyl ether, allyl glycidyl ether) under radical reaction conditions, or by (ii) copolymerizing an unsaturated compound having an epoxy group with an ⁇ -olefin.
  • an epoxy group e.g., glycidyl (meth)acrylate, 4-hydroxybutyl acrylate glycidyl ether, allyl glycidyl ether
  • epoxy-modified high-molecular-weight olefin polymers can be used.
  • examples of such commercially available products include “ER829” manufactured by Seiko PMC (glycidyl methacrylate-modified propylene-butene random copolymer, epoxy group concentration: 0.64 mmol/g, number average molecular weight: 400,000), “T-YP276” manufactured by Seiko PMC (glycidyl methacrylate-modified propylene-butene random copolymer, epoxy group concentration: 0.64 mmol/g, number average molecular weight: 57,000), and "ER850” manufactured by Seiko PMC (glycidyl methacrylate-modified isobutylene-isoprene copolymer).
  • Examples include Seiko PMC's "ER899” (glycidyl methacrylate-modified butyl rubber, isobutene unit/isoprene unit: 98.9%/1.1%, epoxy group concentration: 1.63 mmol/g, number average molecular weight: 102,000 (non-volatile content: 28%)), and Sumitomo Chemical's "BF-7M” (ethylene-glycidyl methacrylate-methyl acrylate copolymer, melt flow rate: 7 g/10 min).
  • the epoxy-modified high molecular weight olefin polymer is a high molecular weight, (i) preferably at least one selected from the group consisting of ethylene-glycidyl methacrylate copolymer, ethylene-glycidyl methacrylate-vinyl acetate copolymer, ethylene-glycidyl methacrylate-methyl acrylate copolymer, propylene-butene copolymer having an epoxy group, isobutylene-isoprene copolymer having an epoxy group (i.e., butyl rubber), and ethylene-methyl methacrylate copolymer having an epoxy group; (ii) More preferably, it is at least one selected from the group consisting of a propylene-butene copolymer having an epoxy group, an isobutylene-isoprene copolymer having an epoxy group, and an ethylene-methyl methacrylate copolymer having an epoxy group; (iii) More preferably
  • the amount of butene units in the copolymer is preferably 1 to 50 mass%, more preferably 2 to 45 mass%, and even more preferably 3 to 40 mass%, based on the total of propylene units and butene units.
  • the amount of butene units is based on the propylene units and butene units excluding modified portions (for example, portions derived from glycidyl (meth)acrylate used to introduce epoxy groups).
  • the amount of isoprene units in the copolymer is preferably 0.1 to 20 mass%, more preferably 0.3 to 15 mass%, and even more preferably 0.5 to 10 mass%, based on the total amount of isobutylene units and isoprene units. Note that the amount of isoprene units is based on the isobutylene units and isoprene units excluding modified portions (e.g., portions derived from glycidyl (meth)acrylate for introducing epoxy groups).
  • the high molecular weight olefin polymer having an acid anhydride group and/or a carboxyl group is similar to component (A) above, except that it has a high molecular weight.
  • a tackifier also called a tackifier, is a resin that is blended with a plastic polymer to impart tackiness.
  • the tackifier is not particularly limited, and preferred examples include terpene resins, modified terpene resins (hydrogenated terpene resins, terpene-phenol copolymer resins, aromatic-modified terpene resins, etc.), coumarone resins, indene resins, and petroleum resins (aliphatic petroleum resins, hydrogenated alicyclic petroleum resins, aromatic petroleum resins, aliphatic-aromatic copolymer petroleum resins, alicyclic petroleum resins, dicyclopentadiene petroleum resins and their hydrogenated products, etc.).
  • Terpene resins such as YS Resin PX and YS Resin PXN (both manufactured by Yasuhara Chemical Co., Ltd.); aromatic modified terpene resins such as YS Resin TO and TR series (both manufactured by Yasuhara Chemical Co., Ltd.); hydrogenated terpene resins such as Clearon P, Clearon M and Clearon K series (all manufactured by Yasuhara Chemical Co., Ltd.); terpene phenol copolymer resins such as YS Polystar 2000, Polystar U, Polystar T, Polystar S and Mighty Ace G (all manufactured by Yasuhara Chemical Co., Ltd.); and hydrogenated alicyclic petroleum resins such as Examples of suitable petroleum resins include Escorez 5300 series and 5600 series (both manufactured by ExxonMobil Corporation), aromatic petroleum resins include ENDEX 155 (manufactured by Eastman Co.), aliphatic aromatic copolymer petroleum resin
  • the softening point of the tackifier is preferably 50 to 200°C, more preferably 90 to 180°C, and even more preferably 100 to 150°C, from the viewpoint of softening the polymer composition sheet during the lamination process and maintaining the desired heat resistance.
  • the softening point is measured by the ring and ball method in accordance with JIS K2207.
  • Tackifiers may be used singly or in combination of two or more. There are no particular restrictions on the amount of tackifier in the polymer composition. However, from the perspective of maintaining good moisture resistance of the polymer composition, when a tackifier is used, the amount is preferably 80% by mass or less, more preferably 60% by mass or less, even more preferably 50% by mass or less, and particularly preferably 40% by mass or less, relative to 100% by mass of the non-volatile content of the polymer composition.
  • the amount is preferably 5% by mass or more, more preferably 10% by mass or more, and even more preferably 15% by mass or more, relative to 100% by mass of the non-volatile content of the polymer composition.
  • petroleum resins are preferred from the viewpoints of adhesiveness, moisture resistance, transparency, etc. of the polymer composition.
  • Examples of petroleum resins include aliphatic petroleum resins, aromatic petroleum resins, aliphatic-aromatic copolymer petroleum resins, and alicyclic petroleum resins.
  • aromatic petroleum resins, aliphatic-aromatic copolymer petroleum resins, and alicyclic petroleum resins are more preferred from the viewpoints of adhesiveness, moisture resistance, compatibility, etc. of the polymer composition.
  • alicyclic petroleum resins are particularly preferred from the viewpoint of improving transparency.
  • an aromatic petroleum resin obtained by hydrogenation treatment can also be used as the alicyclic petroleum resin.
  • the hydrogenation rate of the alicyclic petroleum resin is preferably 30 to 99%, more preferably 40 to 97%, and even more preferably 50 to 90%. If the hydrogenation rate is too low, problems such as reduced transparency due to coloration tend to occur, while if the hydrogenation rate is too high, production costs tend to increase.
  • the hydrogenation rate can be determined from the ratio of the 1H -NMR peak intensities of hydrogen on the aromatic ring before and after hydrogenation.
  • the alicyclic petroleum resin particularly preferred are cyclohexane ring-containing hydrogenated petroleum resins and dicyclopentadiene hydrogenated petroleum resins.
  • One or more types of petroleum resins may be used in combination.
  • the number average molecular weight (Mn) of the petroleum resin is preferably 100 to 2,500, more preferably 200 to 2,000, and even more preferably 300 to 1,500.
  • antioxidant an antioxidant
  • known antioxidants can be used. Adding an antioxidant can improve the light resistance of the polymer composition layer that is formed. Examples include "Irganox 1010" (a hindered phenol-based antioxidant) manufactured by BASF.
  • the content thereof is preferably 0.01 to 5% by mass, more preferably 0.05 to 2.5% by mass, and even more preferably 0.10 to 2% by mass, relative to 100% by mass of the nonvolatile content of the polymer composition.
  • a curing accelerator may be used to open the acid anhydride group of component (A) to promote the chelate crosslinking reaction and to disperse the water-absorbing filler well in the polymer composition.
  • the curing accelerator include imidazole compounds, tertiary and quaternary amine compounds, dimethylurea compounds, and organic phosphine compounds.
  • imidazole compounds include Curesol 2MZ, 2P4MZ, 2E4MZ, 2E4MZ-CN, C11Z, C11Z-CN, C11Z-CNS, C11Z-A, 2PHZ, 1B2MZ, 1B2PZ, 2PZ, C17Z, 1.2DMZ, 2P4MHZ-PW, 2MZ-A, and 2MA-OK (all manufactured by Shikoku Chemicals Corporation).
  • Tertiary and quaternary amine compounds are not particularly limited, but examples include quaternary ammonium salts such as tetramethylammonium bromide, tetrabutylammonium bromide, and triethylmethylammonium 2-ethylhexanoate; diazabicyclo compounds such as DBU (1,8-diazabicyclo[5.4.0]undecene-7), DBN (1,5-diazabicyclo[4.3.0]nonene-5), DBU-phenolate, DBU-octylate, DBU-p-toluenesulfonate, DBU-formate, and DBU-phenol novolac resin salt; tertiary amines or salts thereof such as benzyldimethylamine, 2-(dimethylaminomethyl)phenol, and 2,4,6-tris(dimethylaminomethyl)phenol (TAP); and dimethylurea compounds such as aromatic dimethylurea and aliphatic
  • dimethylurea compounds examples include aromatic dimethylureas such as DCMU (3-(3,4-dichlorophenyl)-1,1-dimethylurea) and U-CAT3512T (manufactured by San-Apro Co., Ltd.); and aliphatic dimethylureas such as U-CAT3503N (manufactured by San-Apro Co., Ltd.). Among these, aromatic dimethylureas are preferred from the standpoint of curability.
  • aromatic dimethylureas such as DCMU (3-(3,4-dichlorophenyl)-1,1-dimethylurea) and U-CAT3512T (manufactured by San-Apro Co., Ltd.)
  • aliphatic dimethylureas such as U-CAT3503N (manufactured by San-Apro Co., Ltd.).
  • aromatic dimethylureas are preferred from the standpoint of curability.
  • organic phosphine compounds include triphenylphosphine, tetraphenylphosphonium tetra-p-tolylborate, tetraphenylphosphonium tetraphenylborate, tri-tert-butylphosphonium tetraphenylborate, (4-methylphenyl)triphenylphosphonium thiocyanate, tetraphenylphosphonium thiocyanate, butyltriphenylphosphonium thiocyanate, and triphenylphosphine triphenylborane.
  • Specific examples of organic phosphine compounds include TPP, TPP-MK, TPP-K, TTBuP-K, TPP-SCN, and TPP-S (all manufactured by Hokko Chemical Industry Co., Ltd.).
  • a curing accelerator When a curing accelerator is used, its content is preferably 0.001 to 5% by mass, more preferably 0.001 to 2.5% by mass, and even more preferably 0.001 to 1% by mass, based on 100% by mass of the nonvolatile content of the polymer composition, in order to promote the crosslinking reaction of the acid anhydride groups and/or carboxyl groups of component (A).
  • organic solvents examples include ketones such as acetone, methyl ethyl ketone (MEK), and cyclohexanone; acetate esters such as ethyl acetate, butyl acetate, cellosolve acetate, propylene glycol monomethyl ether acetate, and carbitol acetate; cellosolves such as cellosolve; carbitols such as butyl carbitol; aromatic hydrocarbons such as toluene and xylene; dimethylformamide, dimethylacetamide, and N-methylpyrrolidone. Only one organic solvent may be used, or two or more may be used in combination.
  • ketones such as acetone, methyl ethyl ketone (MEK), and cyclohexanone
  • MEK methyl ethyl ketone
  • acetate esters such as ethyl acetate, butyl acetate, cellosolve acetate, propylene
  • the support used for the polymer sheet is preferably a support having a barrier layer (e.g., a plastic film having a barrier layer).
  • a support with low moisture permeability can prevent the polymer composition layer from absorbing moisture during storage of the polymer sheet.
  • barrier layers include inorganic films such as silica vapor deposition films, silicon nitride films, and silicon oxide films.
  • the barrier layer may be composed of multiple layers of multiple inorganic films (e.g., silica vapor deposition films).
  • the barrier layer may also be composed of organic and inorganic materials, or may be a composite multilayer of organic and inorganic layers.
  • Examples of the protective film include the plastic films mentioned above. It is preferable that the surface of the protective film that is bonded to the polymer composition layer has been subjected to a release treatment.
  • release treatments include those using a release agent such as a silicone resin-based release agent, an alkyd resin-based release agent, or a fluororesin-based release agent.
  • Example 3 A polymer sheet having a 50 ⁇ m thick polymer composition layer was obtained in the same manner as in Example 1, except that the styrene-ethylene-ethylene-propylene-styrene copolymer (HYBRAR 7311F, manufactured by Kuraray Co., Ltd.), component (C), was not blended.
  • styrene-ethylene-ethylene-propylene-styrene copolymer (HYBRAR 7311F, manufactured by Kuraray Co., Ltd.), component (C)

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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)
  • General Chemical & Material Sciences (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention fournit une composition de polymère qui permet de former une couche de composition de polymère (en tant que matériau de scellement) qui présente des propriétés élevées de barrière face à la pénétration d'une vapeur d'eau, et qui ne présente pas de baisse d'adhérence vis-à-vis d'une feuille arrière dans un essai d'accélération. Plus précisément, l'invention concerne une composition de polymère qui comprend les composants suivants : (A) un polymère à base d'oléfine de faible masse moléculaire possédant un groupe anhydride d'acide et/ou un groupe carboxyle ; (B) une charge absorbant l'eau ; et (C) un polymère à base de styrène et oléfine de masse moléculaire élevée ne contenant aucune double liaison dans sa portion oléfine. La teneur en (A) polymère à base d'oléfine de faible masse moléculaire possédant un groupe anhydride d'acide et/ou un groupe carboxyle, est supérieure ou égale à 12% en moles pour 100% en masse des composants non-volatiles de la composition de polymère.
PCT/JP2025/012108 2024-03-27 2025-03-26 Composition de polymère, et feuille de polymère Pending WO2025205993A1 (fr)

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JP2024-052476 2024-03-27

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011062167A1 (fr) * 2009-11-18 2011-05-26 味の素株式会社 Composition de résine
WO2019151142A1 (fr) * 2018-01-31 2019-08-08 日本ゼオン株式会社 Composition de résine, film de résine, et dispositif électroluminescent organique
JP2022021714A (ja) * 2020-07-22 2022-02-03 味の素株式会社 封止用シートおよびポリマー組成物層
JP2023106860A (ja) * 2022-01-21 2023-08-02 味の素株式会社 封止用組成物およびその製造方法、並びに封止用シート
WO2024185690A1 (fr) * 2023-03-03 2024-09-12 味の素株式会社 Composition de résine et son procédé de production, et feuille de résine

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011062167A1 (fr) * 2009-11-18 2011-05-26 味の素株式会社 Composition de résine
WO2019151142A1 (fr) * 2018-01-31 2019-08-08 日本ゼオン株式会社 Composition de résine, film de résine, et dispositif électroluminescent organique
JP2022021714A (ja) * 2020-07-22 2022-02-03 味の素株式会社 封止用シートおよびポリマー組成物層
JP2023106860A (ja) * 2022-01-21 2023-08-02 味の素株式会社 封止用組成物およびその製造方法、並びに封止用シート
WO2024185690A1 (fr) * 2023-03-03 2024-09-12 味の素株式会社 Composition de résine et son procédé de production, et feuille de résine

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