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WO2025181769A1 - Adhésifs durcissables aux uv et procédés associés - Google Patents

Adhésifs durcissables aux uv et procédés associés

Info

Publication number
WO2025181769A1
WO2025181769A1 PCT/IB2025/052221 IB2025052221W WO2025181769A1 WO 2025181769 A1 WO2025181769 A1 WO 2025181769A1 IB 2025052221 W IB2025052221 W IB 2025052221W WO 2025181769 A1 WO2025181769 A1 WO 2025181769A1
Authority
WO
WIPO (PCT)
Prior art keywords
adhesive composition
multifunctional
acrylate
composition according
aliphatic urethane
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/IB2025/052221
Other languages
English (en)
Inventor
Xiaochuan Hu
Christian K. Oelsner
Griffin SORDO
Samantha STRANGE
JR. Peter M. TRENCH
Michael T. Waterman
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.)
Avery Dennison Corp
Original Assignee
Avery Dennison 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 Avery Dennison Corp filed Critical Avery Dennison Corp
Publication of WO2025181769A1 publication Critical patent/WO2025181769A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/46—Polymerisation initiated by wave energy or particle radiation
    • C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
    • C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00—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 a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/10—Esters
    • C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
    • C08F222/106—Esters of polycondensation macromers
    • C08F222/1065—Esters of polycondensation macromers of alcohol terminated (poly)urethanes, e.g. urethane(meth)acrylates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C08G75/02—Polythioethers
    • C08G75/04—Polythioethers from mercapto compounds or metallic derivatives thereof
    • C08G75/045—Polythioethers from mercapto compounds or metallic derivatives thereof from mercapto compounds and unsaturated compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J181/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur, with or without nitrogen, oxygen, or carbon only; Adhesives based on polysulfones; Adhesives based on derivatives of such polymers
    • C09J181/02—Polythioethers; Polythioether-ethers

Definitions

  • the present subject matter relates to methods of preparing architecture polymers, and pressure-sensitive adhesives, including such polymers.
  • the present subject matter also relates to the pressure-sensitive adhesives formed from the methods. Additionally, the present subject matter relates to articles including the pressure sensitive adhesives.
  • Acrylic, pressure-sensitive adhesives are used for high-performance applications because of their excellent balance of peel adhesion and cohesive strength.
  • acrylic-based PSAs are used for high-temperature applications.
  • a disadvantage associated with conventional acrylic-based adhesives is that they are typically characterized by either ultra violet (UV) curability or high temperature resistance. This is disadvantageous in applications where it is desired to apply the PSA and then cure it via UV curing, as well as subject the PSA to high temperatures during application and/or use.
  • a first aspect of the present disclosure provides an adhesive composition comprising the crosslinkable reaction product of a mixture comprising: 20 to 50 wt% of a multifunctional aliphatic urethane acrylate, wherein the multifunctional aliphatic urethane acrylate comprises 2 to 3 functional groups, 3 to 40 wt% of a monofunctional aliphatic urethane acrylate, 5 to multifunctional acrylate.
  • Another aspect of the present disclosure provides a method of making the adhesive composition according to the first aspect, comprising the steps of providing a crosslinkable mixture comprising: 20 to 50 wt% of a multifunctional aliphatic urethane acrylate, wherein the multifunctional aliphatic urethane acrylate comprises 2 to 3 functional groups; 3 to 40 wt% of a monofunctional aliphatic urethane acrylate; 5 to 15 wt% of a UV reactive adhesion promoter; 5 to 20 wt% of a multifunctional thiol; and 3 to 15% of a multifunctional acrylate; mixing the crosslinkable mixture; and exposing the crosslinkable mixture to UV radiation, thereby forming the reaction product of the crosslinkable mixture
  • a further aspect of the present disclosure provides an article comprising the adhesive composition of the first aspect.
  • compositions and methods described herein overcome the limitations of current commercial products by creating controlled architecture polymers that are high temperature resistant and UV curable, and that can be tuned for use in different applications.
  • compositions that comprises “an” additive can be interpreted to mean that the composition includes “one or more” additives.
  • weight percent refers to the concentration of a component or composition based on the total weight of the composition, expressed as a percentage.
  • parts by weight refers to the concentration of a component or composition based on the total weight of the composition.
  • component refers to any part of a composition, polymer or coating that includes a particular feature or structure.
  • components include compounds, monomers, oligomers, polymers, and organic groups contained there.
  • aliphatic is defined as including alkyl, alkenyl, alkynyl, halogenated alkyl, and cycloalkyl groups as described above.
  • a "lower aliphatic” group is a branched or unbranched aliphatic group having from 1 to 10 carbon atoms.
  • alkyl refers to a branched or unbranched saturated hydrocarbon group of 1 to 24 carbon atoms, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, t-butyl, pentyl, hexyl, heptyl, octyl, decyl, tetradecyl, hexadecyl, eicosyl, tetracosyl, and the like.
  • a "lower alkyl” group is a saturated branched or unbranched hydrocarbon having from 1 to 10 carbon atoms.
  • alkyl groups have 1 to 4 carbon atoms may be used.
  • Alkyl groups may be "substituted alkyls" wherein one or more hydrogen atoms are substituted with a substituent such as halogen, cycloalkyl, alkoxy, amino, hydroxyl, aryl, or carboxyl.
  • aryl refers to any carbon-based aromatic group including, but not limited to, phenyl, naphthyl, and other suitable aryl compounds.
  • aryl also includes "heteroaryl group,” which is defined as an aromatic group that has at least one heteroatom incorporated within the ring of the aromatic group. Examples of heteroatoms include, but are not limited to, nitrogen, oxygen, sulfur, and phosphorus.
  • the aryl group may be substituted with one or more groups including, but not limited to, alkyl, alkynyl, alkenyl, aryl, halide, nitro, amino, ester, ketone, aldehyde, hydroxy, carboxylic acid, or alkoxy, or the aryl group may be unsubstituted.
  • cycloalkyl refers to a non-aromatic carbon-based ring composed of at least three carbon atoms.
  • examples of cycloalkyl groups include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and the like.
  • heterocycloalkyl group is a cycloalkyl group as defined above in which at least one of the carbon atoms of the ring is substituted with a heteroatom such as, but not limited to, nitrogen, oxygen, sulfur, or phosphorous.
  • oligomer refers to a molecule that has an average molecular weight (Mw) within a range of from about 300 to about 40,000 g/mol.
  • the term “syrup” refers to a composition having a viscosity of from about 10 to about 10,000 cPs at room temperature.
  • room temperature or “ambient temperature” are used interchangeably and refer to temperatures within the range of from about 15° to about 25°C, more typically about 22° C. (72° F.).
  • (meth)acrylate refers to acrylate and/or methacrylate monomers or polymers.
  • multifunctional means including more than one functional group.
  • polymer may refer to a polymeric compound prepared by polymerizing monomers, whether of the same or a different type.
  • the generic term “polymer” embraces the terms “homopolymer,” “copolymer”, and the like.
  • the term "derived from” or “prepared by the reaction of” or “reaction product of” refers to the polymerization of monomers to form the product being referred to. That is, upon polymerization, the monomer, as present in the polymer, is chemically different from the unreacted monomer.
  • cure refers to polymerization and/or crosslinking.
  • the term "100% solids" means a composition containing no non- reactive carrier, such as for example water or solvents, that could evaporate while curing. Such compositions maintain 100% of their body and shape after curing. Accordingly, the wet film thickness of a 100% solids composition (thickness of the composition when applied wet), will be equal or substantially equal to the dry film thickness of the composition (thickness of the composition when cured and dry).
  • adheresion promoter means a substance or chemical compound that is used to enhance the bonding between two surfaces. It works by providing a reactive surface for the adhesive material to attach to, thereby increasing the strength and durability of the bond.
  • architecture polymer As used here, the term "architecture polymer”, “architectured polymer” or “polymer architecture” in polymer science relates to polymers that are intentionally designed to exhibit characteristics that deviate from a strictly linear polymer chain.
  • the present subject matter provides a pressure sensitive adhesive composition that is UV curable and that has high heat resistance.
  • the adhesive composition can be applied at ambient or elevated temperatures.
  • the pressure sensitive adhesive composition comprises the crosslinkable reaction product of a mixture comprising: 20 to 50 wt% of a multifunctional aliphatic urethane acrylate, wherein the multifunctional aliphatic urethane acrylate comprises 2 to 3 functional groups; 20 to 40 wt% of a monofunctional aliphatic urethane acrylate; 5 to 15 wt% of a UV reactive adhesion promoter; 5 to 20 wt% of a multifunctional thiol; and 3 to 15% of a multifunctional acrylate.
  • the pressure sensitive adhesive composition includes at least one multifunctional aliphatic urethane acrylate.
  • the multifunctional aliphatic urethane acrylate forms the polymer backbone of the PSA.
  • the multifunctional aliphatic urethane acrylate includes 2 to 3 functional groups.
  • the multifunctional aliphatic urethane acrylate includes 2 functional groups.
  • the multifunctional aliphatic urethane acrylate includes 3 functional groups.
  • the multifunctional aliphatic urethane acrylate is present in an amount of from 20 to 50 wt%, based on the total weight of the adhesive composition.
  • the multifunctional aliphatic urethane acrylate is present in an amount of from 20 to 45 wt%, 20 to 40 wt%; from 20 to 35 wt%, from 20 to 30 wt%, from 25 to 50 wt%, from 30 to 50 wt%, from 35 to 50 wt%, from 40 to 50 wt%, from 35 to 45 wt%, or from 30 to 40 wt%, based on the total weight of the adhesive composition.
  • the multifunctional aliphatic urethane acrylate is an oligomer.
  • the multifunctional aliphatic urethane acrylate has a viscosity of from 2000 to 20000 mPa.s; from 2000 to 4000 mPa.s, from 2000 to 5000 mPa.s, from 3000 to 5000 mPa.s, from 4000 to 6000 mPa.s, from 5000 to 10000 mPa.s, from 5000 to 15000 mPa.s, or from 8000 to 20000 mPa.s, at 60 °C.
  • the multifunctional aliphatic urethane acrylate has viscosity of from 25000 to 65000 mPa.s; from 30000 to 60000 mPa.s, or from 35000 to 55000 mPa.s, at 60 °C. at 60 °C In some embodiments, the multifunctional aliphatic urethane acrylate has viscosity of from 2000 to 65000 mPa.s; from 3000 to 60000 mPa.s, from 4000 to 55000 mPa.s, or from 8000 to 50000 mPa.s, at 60 °C.
  • the multifunctional aliphatic urethane acrylate has a glass transition temperature (Tg) of from -80 to 0 °C. Accordingly, the multifunctional aliphatic urethane acrylate has a low Tg.
  • Tg glass transition temperature
  • the use of a high Tg multifunctional aliphatic urethane acrylate would disadvantageously not provide an adhesive that is pressure sensitive.
  • Examples of commercially available lowTg multifunctional aliphatic urethane acrylates include but are not limited to SHIKOHTM UV-3000B, SHIKOHTM UV-3300B, and SHIKOHTM UV-3700B (commercially available from Mitsubishi Chemical Corporation located in Japan); Photomer 6010, Photomer 6630, Photomer 6643, Photomer 6644 and Photomer 6645 from IGM Resins; Ebecryl’ 230, Ebecryl’ 270 and Ebecryl’ 8411 (commercially available from Allnex located in Germany).
  • the composition includes at least one monofunctional aliphatic urethane acrylate.
  • the end use, and application method of the PSA will generally be determined by the viscosity of the adhesive.
  • the adhesive viscosity can be adjusted by adjusting the amount of the monofunctional aliphatic urethane acrylate.
  • the monofunctional aliphatic urethane acrylate is present in an amount of from 3 wt% to 40 wt%, based on the total weight of the adhesive composition.
  • the monofunctional aliphatic urethane acrylate is a monomer.
  • the monofunctional aliphatic urethane acrylate monomer is present in an amount of from 20 to 40 wt%, based on the total weight of the adhesive composition. In some embodiments, the monofunctional aliphatic urethane acrylate is present in an amount of from 20 to 35 wt%, from 20 to 30 wt%, from 25 to 40 wt%, from 30 to 40 wt%, or from 35 to 40 wt%, based on the total weight of the adhesive composition. In some embodiments, the monofunctional aliphatic urethane acrylate is an oligomer.
  • the monofunctional aliphatic urethane acrylate oligomer is present in an amount of from 3 to 15 wt%, based on the total weight of the adhesive composition. In some embodiments, the monofunctional aliphatic urethane acrylate oligomer is present in an amount of from 3 to 10 wt% or from 3 to 5 wt%, based on the total weight of the adhesive composition. In some embodiments, the monofunctional aliphatic urethane acrylate is a monomer. In some embodiments, the monofunctional aliphatic urethane acrylate has a Tg of from -80 to 0 °C.
  • the multifunctional aliphatic urethane acrylate has viscosity of from 20 to 60 mPa.s; from 25 to 50 mPa.s, from 30 to 50 mPa.s at 25 °C.
  • Examples of commercially available monofunctional aliphatic urethane acrylates include but are not limited to Photomer 4184 (commercially available from IGM Resins located in Netherlands); Genomer 1122 and Genomer 4188/EHA (commercially available from Rahn-Group located in Switzerland).
  • the composition includes at least one UV reactive adhesion promoter.
  • the UV reactive adhesion promoter improves the adhesion properties and temperature resistance of the PSA. Any suitable adhesion promoter can be used.
  • the UV reactive adhesion promoter is at least one of a (meth)acrylic acid, Beta-carboxyethyl acrylate, 2-hydroxyethyl acrylate, N-vinyl pyrrolidone, N-vinyl caprolactam, vinyl methyl oxazolidinone, methacryloxy functional trimethoxy silane, vinyltrimethoxysilane, methacrylated phosphate ester, and any combination thereof.
  • the composition includes at least one multifunctional thiol.
  • the multifunctional thiol enables the construction of the highly branched polymer chain architecture of the PSA, enhancing the adhesive's pressure sensitive adhesion and temperature resistance.
  • the multifunctional thiol has a functionality of greater than 2.
  • the multifunctional thiol has a functionality of from 2 to 6.
  • the multifunctional thiol is a difunctional thiol.
  • the multifunctional thiol is a trifunctional thiol.
  • the multifunctional thiol is selected from at least one of a tetraethylene glycol bis(3-mercaptopropionate, pentaerythritol tetrakis(3-mercaptopropionate), pentaerythritol tetrathioglycolate, pentaerythritol tetrathiolactate, pentaerythritol tetrathiobutyrate, dipentaerythritol Hexakis(3-mercaptopropionate), dipentaerythritol hexathioglycolate, trimethylolpropane tris(3-mercaptopropionate), and tris[2-(3-mercaptopropionyloxy)ethyl] isocyanurate, tripentaerythritol octa(3-mercaptopropionate), tripentaerythritol octathioglycolate
  • the multifunctional acrylate provides the adhesive composition with enhanced temperature resistance.
  • the multifunctional acrylate links highly branched polymer chains generated by the multifunctional thiol, thereby completing the assembly of the adhesive's polymer architecture.
  • the multifunctional acrylate includes from 2 to 8 functional groups. In some embodiments, the multifunctional acrylate includes from 2 to 6 functional groups.
  • the adhesive viscosity can be adjusted by adjusting the amount of the multifunctional acrylate.
  • the multifunctional acrylate is selected at least one of a hexanediol diacrylate, polyethylene glycol diacrylate, tripropylene glycol diacrylate, dipropylene glycol diacrylate, ethoxylated hexanediol diacrylate, trimethylolpropane triacrylate, ethoxylated trimethylolpropane triacrylate, propoxylated trimethylolpropane triacrylate, pentaerythritol triacrylate, pentaerythritol tetraacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate and any combination thereof.
  • the multifunctional thiol and multifunctional acrylate generate the polymer architecture of the adhesive.
  • the ratio of each of these components influences the final polymer architecture.
  • the weight ratio of the multifunctional acrylate to the multifunctional thiol is 1:7 to 3:1.
  • the ratio of the multifunctional acrylate to the multifunctional thiol is 1:1 to 1:4, 2:1 to 1:2, or 3:1 to 1:1.3.
  • At least 30 wt% of the adhesive includes the multifunctional aliphatic urethane acrylate, the multifunctional acrylate, and the multifunctional thiol.
  • the adhesive composition further includes a monofunctional acrylate.
  • the monofunctional acrylate is selected from the group of an acrylic acid adduct of the epoxy ester of a highly branched and aliphatic structure, monofunctional aliphatic acrylate, ethoxylated aromatic acrylate, dihydrodicyclopentadienyl acrylate, isobornyl acrylate, and any combination thereof.
  • the adhesive further includes a photoinitiator. In some embodiments, the adhesive further includes at least one photoinitiator. In some embodiments, the adhesive further includes at least two photoinitiators. In some embodiments, the adhesive further includes two photoinitiators. In some embodiments, the photoinitiators have different wavelengths. The use of two or more photoinitiators that are capable of absorbing different wavelengths enables a higher line speed during manufacturing, as the ability of the photoinitiators within the adhesive to absorb multiple wavelengths ensures the generation of free radicals to initiate crosslinking, thereby providing efficient curing of the adhesive. Suitable photonitiators include, for example, phosphine oxides; benzophenone and substituted benzophenones, acetophenone and substituted acetophenones, benzoin and its alkyl ethers and combinations thereof.
  • the adhesive composition can be coated onto a substrate by any suitable method.
  • the adhesive composition is suitable for deposition on a substrate by at least one of flexo printing, inkjet printing, screen printing, spraying, die coating, gravure printing, narrow web printing, wide web printing, or letterpress printing.
  • the deposition method will depend on the viscosity of the adhesive.
  • the adhesive can be coated at any suitable thickness. The coating thickness will depend on the viscosity of the adhesive.
  • the adhesive is coated onto a substrate at a thickness of 5 to 50 (gram/m 2 ), 10 to 40 gsm, 15 to 35 gsm, or 20 to 30 gsm.
  • the adhesive has a viscosity of from about 500 to about 10000 cPs at room temperature. In some embodiments, the adhesive composition has a viscosity of less than 10000 cPs at room temperature. In some embodiments, the adhesive composition has a viscosity of less than 5000 cPs at room temperature. In some embodiments, the adhesive composition has a viscosity of less than 1000 cPs at room temperature. In some embodiments, the adhesive composition has a viscosity of from 500 to 9000, 1000 to 8000, 1500 to 7000, 2000 to 6000, 2500 to 5000, or 3000 to 4000 cPs at room temperature. In some embodiments, the adhesive is applied at a temperature greater than room temperature, in order to lower the viscosity upon application.
  • the adhesive composition is a 100% solids adhesive. In some embodiments, the adhesive composition is a substantially 100% solids adhesive. In some embodiments, the adhesive composition contains no non-reactive carrier. In some embodiments, the adhesive composition further includes a non-reactive carrier.
  • the adhesive composition can further include additional additives, such as for example, tackifiers, inhibitors, fillers, pigments, plasticizers, wetting agents, rheology modifiers and defoamers.
  • additional additives such as for example, tackifiers, inhibitors, fillers, pigments, plasticizers, wetting agents, rheology modifiers and defoamers.
  • the adhesive composition is suitable for multiple applications, such as for example, insulation, durable goods, automotive, radio frequency identification devices, electronics, specialized tags, labels and tapes for high temperature use, graphics, industrial, medical, retail, consumer goods, packaging, home care, personal care, and food and beverage.
  • the adhesive can be used in applications where it will be exposed to high temperatures, due to its high temperature resistance.
  • the adhesive composition is resistant to temperatures of greater than 200 °C. In some embodiments, the adhesive composition is resistant to temperatures of greater than 250 °C.
  • the adhesive composition can be made by any suitable means known to those skilled in the art.
  • the adhesive is made by a method of providing a crosslinkable mixture comprising: 20 to 50 wt% of a multifunctional aliphatic urethane acrylate, wherein the multifunctional aliphatic urethane acrylate comprises 2 to 3 functional groups; 3 to 40 wt% of a monofunctional aliphatic urethane acrylate; 5 to 15 wt% of a UV reactive adhesion promoter; 5 to 20 wt% of a multifunctional thiol; and 3 to 15% of a multifunctional acrylate; mixing the crosslinkable mixture; and exposing the crosslinkable mixture to UV radiation, thereby forming the reaction product of the crosslinkable mixture.
  • a 100% solids UV curable pressure sensitive adhesive commercially available from Avery Dennison Corporation (located in Ohio, USA) was provided. It had a viscosity of about 3000 cPs at 25 °C and required 40 mJ/cm2 of UV-C dosage to cure.
  • each formulation was directly coated onto a 50 micron thick MYLAR® at a dry coat weight of 15 g/m2 (grams per square meter), and crosslinked with a UV-C dosage of 15 mJ/cm2 except the control which was crosslinked with a UV-C dosage of 40 mJ/cm2.
  • Pressure sensitive adhesion performance was characterized by measuring 90° peel adhesion, loop-tack, and static shear.
  • 90° Peel adhesion values were measured in Ib/inch at room temperature at 12 inch/minute crosshead speed after the specified dwell time (i.e., 15 minutes) on stainless steel panels.
  • Loop-tack was measured on stainless steel panels, and used to determine adhesion of a pressure sensitive adhesive to a surface after a very short dwell time under minimum application pressure.
  • Static shear values time durations in minutes until failure
  • SAFT shear adhesion failure temperature
  • the present subject matter displayed remarkably higher temperature resistance than the Control and the Comparative Examples as evidenced by the higher SAFT.
  • the subject matter was also characterized by a well-balanced peel adhesion and static shear resistance in comparison to the Control and the Comparative Examples.
  • the present subject matter can be properly cured with much less UV-C dosage than the Control while exhibiting well balanced peel adhesion and static shear, demonstrating the adhesive's high line-speed capability.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

L'invention concerne des adhésifs sensibles à la pression qui comprennent des polymères architecturés. L'invention concerne également des procédés de production desdits polymères et adhésifs sensibles à la pression. De plus, l'invention concerne des articles comprenant les adhésifs sensibles à la pression.
PCT/IB2025/052221 2024-03-01 2025-02-28 Adhésifs durcissables aux uv et procédés associés Pending WO2025181769A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US202463560171P 2024-03-01 2024-03-01
US63/560,171 2024-03-01

Publications (1)

Publication Number Publication Date
WO2025181769A1 true WO2025181769A1 (fr) 2025-09-04

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Country Status (1)

Country Link
WO (1) WO2025181769A1 (fr)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20120270038A1 (en) * 2011-04-21 2012-10-25 Dongwoo Fine-Chem Co., Ltd. Pressure-sensitive adhesive composition for optical use
US20200017623A1 (en) * 2017-03-08 2020-01-16 3M Innovative Properties Company Blue led cure on demand compositions

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20120270038A1 (en) * 2011-04-21 2012-10-25 Dongwoo Fine-Chem Co., Ltd. Pressure-sensitive adhesive composition for optical use
US20200017623A1 (en) * 2017-03-08 2020-01-16 3M Innovative Properties Company Blue led cure on demand compositions

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