WO2016002808A1 - Composition adhésive et plaque polarisante la comprenant - Google Patents

Composition adhésive et plaque polarisante la comprenant Download PDF

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Publication number
WO2016002808A1
WO2016002808A1 PCT/JP2015/068892 JP2015068892W WO2016002808A1 WO 2016002808 A1 WO2016002808 A1 WO 2016002808A1 JP 2015068892 W JP2015068892 W JP 2015068892W WO 2016002808 A1 WO2016002808 A1 WO 2016002808A1
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WO
WIPO (PCT)
Prior art keywords
polyvinyl alcohol
adhesive composition
weight
polarizer
water
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PCT/JP2015/068892
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English (en)
Japanese (ja)
Inventor
天煕 趙
▲恵▼琳 權
重萬 朴
武藤　清
Original Assignee
住友化学株式会社
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
Priority claimed from KR1020150015914A external-priority patent/KR102282040B1/ko
Application filed by 住友化学株式会社 filed Critical 住友化学株式会社
Priority to JP2016531405A priority Critical patent/JP7121466B2/ja
Priority to CN201580034603.6A priority patent/CN106471403B/zh
Publication of WO2016002808A1 publication Critical patent/WO2016002808A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/04—Non-macromolecular additives inorganic
    • 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
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/06—Non-macromolecular additives organic
    • 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
    • C09J129/00—Adhesives based on 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; Adhesives based on hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Adhesives based on derivatives of such polymers
    • C09J129/02—Homopolymers or copolymers of unsaturated alcohols
    • C09J129/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements

Definitions

  • the present invention relates to an adhesive composition and a polarizing plate in which a polarizer and a polarizer protective film are bonded using the adhesive composition.
  • the polarizing plate is useful as one of the optical components constituting the liquid crystal display device.
  • a polarizing plate usually has a structure in which protective films are laminated on both sides of a polarizer, and is inserted into a liquid crystal display device. It is also known that a protective film is provided only on one side of a polarizer, but in many cases, a protective film is not provided on the other side, but a layer having an optical function, for example, as a separate function. Also joined together.
  • an iodine-based film in which iodine is adsorbed and oriented in polyvinyl alcohol and a dye-based film in which dichroic dye is adsorbed and oriented in polyvinyl alcohol are used as a polarizer, and an aqueous solution of a polyvinyl alcohol-based resin on at least one side of the film
  • TAC triacetyl cellulose
  • a polarizing plate having improved resistance to moisture and heat by bonding a polarizer (polarizing film) and a protective film using a polyvinyl alcohol-based adhesive and then drying by heating at a temperature of 90 to 100 ° C.
  • polarizer polarizing film
  • a protective film using a polyvinyl alcohol-based adhesive
  • JP-A-07-134212 discloses an adhesive composition containing a polyvinyl alcohol resin, glyoxal, and zinc chloride.
  • This invention provides the adhesive composition for polarizing plates which improved water resistance, without the adhesive force and polarization degree falling.
  • the present invention includes an acetoacetyl group-modified polyvinyl alcohol resin, a dialdehyde, and a water-soluble chelate compound, does not include a crosslinking regulator, and the average degree of polymerization of the acetoacetyl group-modified polyvinyl alcohol resin is 1500 or less.
  • the adhesive composition for polarizing plates is provided.
  • the acetoacetyl group-modified polyvinyl alcohol resin may be included in an amount of 3 to 9% by weight based on the solid content weight of the adhesive composition.
  • dialdehydes are contained in an amount of 20 to 50 parts by weight and a water-soluble chelate compound is contained in an amount of 2 to 10 parts by weight with respect to 100 parts by weight of an acetoacetyl group-modified polyvinyl alcohol resin. It may be.
  • dialdehyde may be glyoxal.
  • the water-soluble chelate compound may be one or more selected from the group consisting of zinc chloride, cobalt chloride, magnesium chloride, magnesium acetate, aluminum nitrate, zinc nitrate, and zinc sulfate. .
  • the present invention also provides a polyvinyl alcohol polarizer; an adhesive layer laminated on one or both sides of the polarizer and containing the adhesive composition; and a polarization laminated on one or both sides on the adhesive layer.
  • a polarizing plate comprising a child protective film.
  • the adhesive composition for polarizing plates of this invention has the effect that water resistance improves, without the adhesive force and polarization degree falling.
  • FIG. 1 is a diagram schematically showing a water resistance evaluation test method according to an experimental example.
  • the present invention includes an acetoacetyl group-modified polyvinyl alcohol resin, a dialdehyde, and a water-soluble chelate compound, does not include a crosslinking regulator, and the average degree of polymerization of the acetoacetyl group-modified polyvinyl alcohol resin is 1500 or less.
  • the polarizing plate adhesive composition for polarizing plates and the polarizing plate by which the polarizer and the polarizer protective film were joined using the said adhesive composition are provided.
  • the adhesive composition of the present invention solves the problem of liquid preparation stability by improving the process of charging the adhesive, and is adhesive and durable without the addition of a crosslinking regulator that causes a decrease in the degree of polarization due to wet heat deterioration. It has the effect of having sex. That is, the present invention increases the content of acetoacetyl group-modified polyvinyl alcohol resins, dialdehydes, and water-soluble chelate compounds, which are the composition of the adhesive excluding the cross-linking regulator, so that the water resistance is maintained without decreasing the degree of polarization. Is characterized by an improvement.
  • the acetoacetyl group-modified polyvinyl alcohol (PVA) resin contains functional groups that are more reactive than modified polyvinyl alcohol resins such as carboxyl group modified, methylol group modified, amino group modified, etc. Excellent in terms of improving the performance.
  • the acetoacetyl group-modified polyvinyl alcohol resin can be obtained by reacting a polyvinyl alcohol resin and diketene by a known method. Specifically, after the polyvinyl alcohol resin is dispersed in a solvent such as acetic acid, a method of adding diketene thereto, after the polyvinyl alcohol resin is previously dissolved in a solvent such as dimethylformamide or dioxane, It can be obtained by a method of adding diketene or a method of directly contacting a diketene gas or liquid diketene with a polyvinyl alcohol resin.
  • the acetoacetyl group-modified polyvinyl alcohol resin is not particularly limited as long as the degree of acetoacetyl group modification is 0.1 mol% or more, preferably 0.1 to 40 mol%, more preferably 1 to 20 mol. %, More preferably 2 to 7 mol%.
  • the degree of modification of acetoacetyl group is less than 0.1 mol%, the adhesive layer has insufficient water resistance and is incompatible, and when the degree of modification of acetoacetyl group exceeds 40 mol%, The improvement effect can be insignificant.
  • the saponification degree of the acetoacetyl group-modified polyvinyl alcohol resin is not particularly limited, but is preferably 80 mol% or more, and more preferably 85 mol% or more. If the degree of saponification of the polyvinyl alcohol-based resin contained in the adhesive composition is low, sufficient water solubility is hardly expressed, and thus the adhesiveness tends to be insufficient.
  • the average polymerization degree of the acetoacetyl group-modified polyvinyl alcohol resin is 1500 or less, preferably 1400 or less, more preferably 1300 or less.
  • the reaction rate is delayed and the stability of liquid preparation is improved.
  • Examples of products include Z-100, Z-200, Z-200H, Z-210, Z-220 and Z-320 (Nippon Synthetic Chemical Industry).
  • the acetoacetyl group-modified polyvinyl alcohol resin may be contained in an amount of 3 to 9% by weight based on the solid content of the adhesive composition. If it is less than 3% by weight based on the above criteria, there is a problem that the water resistance is lowered due to insufficient curing, and if it exceeds 9% by weight, the viscosity increases and bubbles are mixed in during the joining process. Can occur.
  • Dialdehydes contained in the adhesive composition include an acetoacetyl group-modified polyvinyl alcohol (PVA) resin, a polyvinyl alcohol (PVA) polarizer and a protective film such as a cellulose film, an olefin film, and the like. It plays a role of improving the adhesive strength and water resistance.
  • Examples of dialdehydes include glyoxal, propane dial, butane dial, and the like. In particular, glyoxal having a simple structure and high reactivity is preferable.
  • glyoxal is demonstrated, as a dialdehyde, conventionally well-known things can be used as mentioned above, and it is not limited to glyoxal.
  • Glyoxal is presumed that the aldehyde part of glyoxal undergoes a condensation reaction with the acetoacetyl group of the polyvinyl alcohol resin and functions as a crosslinking agent.
  • the weight ratio of glyoxal contained in the adhesive composition is preferably in the range of 20 to 50 parts by weight with respect to 100 parts by weight of the acetoacetyl group-modified polyvinyl alcohol resin.
  • the weight ratio of glyoxal is less than 20 parts by weight based on the above criteria, the water resistance of the adhesive layer when it is made into a polarizing plate is not sufficiently exhibited, and the weight ratio of glyoxal exceeds 50 parts by weight The preparation stability decreases.
  • the water-soluble chelate compound contained in the adhesive composition increases the degree of crosslinking between the adhesive layer and a protective film such as a polyvinyl alcohol (PVA) polarizer and a protective film such as a cellulose film or an olefin film. It can serve to improve water resistance, and can serve as an additive with no problem with optical durability.
  • a protective film such as a polyvinyl alcohol (PVA) polarizer and a protective film such as a cellulose film or an olefin film. It can serve to improve water resistance, and can serve as an additive with no problem with optical durability.
  • the water-soluble chelate compound is added to accelerate the curing of glyoxal.
  • type of chelate compound zinc chloride, cobalt chloride, magnesium chloride, magnesium acetate, aluminum nitrate, zinc nitrate, zinc sulfate and the like can be added.
  • zinc chloride, zinc nitrate, and aluminum nitrate, which are excellent in the role of a crosslinking catalyst, are preferable.
  • the weight ratio of the water-soluble chelate compound contained in the adhesive composition is preferably in the range of 2 to 10 parts by weight with respect to 100 parts by weight of the acetoacetyl group-modified polyvinyl alcohol resin.
  • the weight ratio of the water-soluble chelate compound is less than 2 parts by weight based on the above criteria, the water resistance of the adhesive layer when it is made into a polarizing plate is not sufficiently exhibited, and the weight ratio exceeds 10 parts by weight.
  • the optical characteristics deteriorate.
  • Crosslinking regulator The adhesive composition for polarizing plates according to this embodiment does not contain a crosslinking regulator.
  • the crosslinking regulator is a polyvinyl alcohol resin having no acetoacetyl group, and examples thereof include a polyvinyl alcohol resin and a carboxylic acid-modified polyvinyl alcohol resin.
  • the viscosity of the adhesive composition at 20 ° C. is preferably in the range of 3 to 25 mPa ⁇ sec.
  • the viscosity of the adhesive composition is less than 3 mPa ⁇ sec, the water resistance when the polarizing plate is formed cannot be sufficiently expressed, and when the viscosity exceeds 25 mPa ⁇ sec, the optical properties of the polarizing plate Decreases.
  • the adhesive composition in the present invention is a conventionally known appropriate addition such as a plasticizer, a silane coupling agent, an antistatic agent, fine particles, an alcohol for improving diffusibility, and a leveling agent, as long as the effects of the present invention are not impaired. You may form using what added the agent.
  • the form of the adhesive composition is not particularly limited, but is preferably a liquid type in order to form a uniform adhesive layer on the surface of the polarizer or protective film that is the adherend.
  • a liquid type adhesive a solution type or a dispersion type of various solvents can be used.
  • a solution type is preferable in consideration of the coating property of the substrate, and water is considered in consideration of stability.
  • a solution type or a dispersion type using a solvent is suitable.
  • a polyvinyl alcohol resin for forming a polarizer can be obtained by saponifying a polyvinyl acetate resin.
  • the polyvinyl acetate resin include a copolymer of vinyl acetate and another monomer copolymerizable therewith in addition to polyvinyl acetate which is a homopolymer of vinyl acetate.
  • examples of other monomers copolymerized with vinyl acetate include unsaturated carboxylic acids, unsaturated sulfonic acids, olefins, vinyl ethers, and acrylamides having an ammonium group.
  • the saponification degree of the polyvinyl alcohol resin is usually 85 to 100 mol%, preferably 98 mol% or more.
  • This polyvinyl alcohol-based resin may be further modified, and for example, a polyvinyl polymer or polyvinyl acetal modified with aldehydes may be used.
  • the average degree of polymerization of the polyvinyl alcohol resin constituting the polarizer is usually 1,000 to 10,000, preferably 1,500 to 5,000.
  • a film obtained by forming such a polyvinyl alcohol-based resin into a film is used as an original film of a polarizer (polarizing film).
  • the method for forming the polyvinyl alcohol-based resin is not particularly limited, and a known film forming method can be employed.
  • the film thickness of the polyvinyl alcohol-type resin film used as a raw material is not specifically limited, For example, it is 10 to 150 micrometers.
  • a polarizer (polarizing film) is usually a process of uniaxially stretching a polyvinyl alcohol-based resin film that becomes such a raw material, and the polyvinyl alcohol-based resin film is dyed with a dichroic dye to adsorb the dichroic dye. And a step of treating the polyvinyl alcohol resin film on which the dichroic dye is adsorbed with a boric acid aqueous solution and a step of washing with water after the treatment with the boric acid aqueous solution.
  • Uniaxial stretching may be performed before dyeing, may be performed simultaneously with dyeing, or may be performed after dyeing.
  • uniaxial stretching may be performed before boric acid treatment, may be performed during boric acid treatment, or may be performed after boric acid treatment.
  • the raw film may be uniaxially stretched between different rolls or may be uniaxially stretched using a hot roll.
  • it may be dry stretching such as stretching in the air, or may be wet stretching in which stretching is performed in a state swollen with a solvent.
  • the draw ratio is usually 3 to 8 times.
  • the polyvinyl alcohol resin film can be immersed in an aqueous solution containing the dichroic dye.
  • iodine or a dichroic dye is used as the dichroic dye.
  • the polyvinyl alcohol-type resin film is immersed in water before the dyeing process.
  • iodine When iodine is used as the dichroic dye, a method of immersing and dyeing a polyvinyl alcohol-based resin film in an aqueous solution containing iodine and potassium iodide is usually employed.
  • the content of iodine in this aqueous solution is usually 0.01 to 1 part by weight per 100 parts by weight of water, and the content of potassium iodide is usually 0.5 to 20 parts by weight per 100 parts by weight of water.
  • the temperature of the aqueous solution used for dyeing is usually 20 to 40 ° C., and the immersion time in this aqueous solution is usually 20 to 1800 seconds.
  • a method of immersing and dyeing a polyvinyl alcohol-based resin film in an aqueous solution containing a water-soluble dichroic dye is usually employed.
  • the content of the dichroic dye in this aqueous solution is usually 1 ⁇ 10 ⁇ 4 to 10 parts by weight, preferably 1 ⁇ 10 ⁇ 3 to 1 part by weight per 100 parts by weight of water.
  • This aqueous solution may contain an inorganic salt such as sodium sulfate as a dyeing assistant.
  • the temperature of the aqueous dye solution used for dyeing is usually 20 to 80 ° C., and the immersion time in this aqueous solution is usually 10 to 1800 seconds.
  • the boric acid treatment after dyeing with the dichroic dye is performed by immersing the dyed polyvinyl alcohol resin film in a boric acid-containing aqueous solution.
  • the amount of boric acid in the boric acid-containing aqueous solution is usually 2 to 15 parts by weight, preferably 5 to 12 parts by weight per 100 parts by weight of water.
  • the boric acid-containing aqueous solution preferably contains potassium iodide.
  • the amount of potassium iodide in the boric acid-containing aqueous solution is usually 0.1 to 15 parts by weight, preferably 5 to 12 parts by weight, per 100 parts by weight of water.
  • the immersion time in the boric acid-containing aqueous solution is usually 60 to 1,200 seconds, preferably 150 to 600 seconds, more preferably 200 to 400 seconds.
  • the temperature of the boric acid-containing aqueous solution is usually 50 ° C. or higher, preferably 50 to 85 ° C., more preferably 60 to 80 ° C.
  • the polyvinyl alcohol-based resin film after the boric acid treatment is usually washed with water.
  • the water washing treatment is performed, for example, by immersing a boric acid-treated polyvinyl alcohol resin film in water.
  • the temperature of water in the washing treatment is usually 5 to 40 ° C., and the immersion time is usually 1 to 120 seconds.
  • a drying process is performed to obtain a polarizer (polarizing film).
  • the drying process is usually performed using a hot air dryer or a far infrared heater.
  • the temperature of the drying treatment is usually 30 to 100 ° C, preferably 50 to 80 ° C.
  • the drying time is usually 60 to 600 seconds, preferably 120 to 600 seconds.
  • the polyvinyl alcohol-based resin film is uniaxially stretched, dyed with a dichroic dye, and treated with boric acid to obtain a polarizer (polarizing film).
  • the thickness of this polarizer (polarizing film) is usually in the range of 5 to 40 ⁇ m, preferably in the range of 10 to 35 ⁇ m.
  • the protective film is laminated
  • a protective film various transparent resin films, such as a cellulose resin film, a cycloolefin resin film, an acrylic resin film, and a polyester resin film, can be used, for example.
  • a cellulose resin film When a cellulose resin film is used as the protective film, a cellulose acetate resin in which at least a part of cellulose is esterified is preferable.
  • a cellulose acetate resin in which at least a part of cellulose is esterified is preferable.
  • triacetyl cellulose, diacetyl cellulose, cellulose acetate propionate and the like can be mentioned.
  • the cycloolefin resin is a thermoplastic resin having a cycloolefin monomer unit such as norbornene or a polycyclic norbornene monomer, and the cycloolefin ring-opening polymer or two or more kinds of cycloolefins. It may be a hydrogenated product of a ring-opening copolymer using, and may be an addition copolymer of a cycloolefin with a chain olefin or an aromatic compound having a vinyl group. Moreover, the polar group may be introduce
  • Bonding of a polarizer (polarizing film) using an adhesive composition and a protective film can be performed by an appropriate method, for example, casting method, Mayer bar coating method, gravure coating method, die coating method, dip coating method. And a method of applying an adhesive composition to the adhesive surface of a polarizer (polarizing film) and / or a protective film by a spraying method and superimposing the two. With the casting method, the adhesive composition is applied to the surface of the object to be coated while the polarizer (polarizing film) or protective film is moved in a generally vertical direction, a generally horizontal direction, or an oblique direction between the two. It is a method to do.
  • a polarizer polarizing film
  • a protective film are pinched
  • the surface of the polarizer (polarizing film) and / or protective film may be appropriately subjected to surface treatment such as plasma treatment, corona treatment, ultraviolet irradiation treatment, frame treatment, and saponification treatment.
  • surface treatment such as plasma treatment, corona treatment, ultraviolet irradiation treatment, frame treatment, and saponification treatment.
  • saponification treatment include a method of immersing in an aqueous solution of an alkali such as sodium hydroxide or potassium hydroxide.
  • a drying process is performed.
  • the drying process is performed, for example, by spraying hot air, and the temperature at that time is appropriately selected in the range of 50 to 100 ° C.
  • the drying time is usually 30 to 1,000 seconds.
  • a 75 ⁇ m-thick polyvinyl alcohol film having an average degree of polymerization of 2,400 and a saponification degree of 99.9 mol% or more is uniaxially stretched about 5 times in a dry manner and maintained at 60 ° C. while maintaining the stretched state. After being immersed in (distilled water) for 1 minute, it was immersed in a 28 ° C. aqueous solution having a weight ratio of iodine / potassium iodide / distilled water of 0.05 / 5/100 for 60 seconds. Then, after immersing in a 72 ° C.
  • aqueous solution having a weight ratio of potassium iodide / boric acid / distilled water of 8.5 / 8.5 / 100 for 300 seconds and washing with 26 ° C. distilled water for 20 seconds, 65 ° C. And a polarizer having iodine adsorbed and oriented on a PVA film.
  • KC8UX (Konica, T), which is a triacetyl cellulose film, was used after saponification.
  • Acetate group-modified polyvinyl alcohol resin (Z200, Nippon Synthetic Chemical Industry Co., Ltd., average polymerization degree 1200) having a saponification degree of 99.2 mol% is dissolved in water (distilled water) to form a solid adhesive composition.
  • An acetoacetyl group-modified polyvinyl alcohol-based resin aqueous solution was obtained by adding 6% by weight of acetoacetyl group-modified polyvinyl alcohol on a weight basis.
  • the acetoacetyl group-modified polyvinyl alcohol-based resin aqueous solution and glyoxal (40% aqueous solution, gold tejonate) are mixed so as to be 20 parts by weight with respect to 100 parts by weight of the acetoacetyl group-modified polyvinyl alcohol-based resin.
  • the compound zinc chloride (gold gold) was mixed at 2 parts by weight with respect to 100 parts by weight of the acetoacetyl group-modified polyvinyl alcohol resin to produce an adhesive composition.
  • a cellulose-based protective film Konica, KC8UX (trade name), triacetyl cellulose) Film
  • the bonded polarizing plate was dried with a hot air dryer at 80 ° C. for 5 minutes to produce a polarizing plate.
  • the adhesive composition was manufactured by changing only the ratio in the same manner as in Example 1 (unit: parts by weight, see Table 1).
  • Example 9 An adhesive composition was produced under the same conditions as in Example 1 except that the water-soluble chelate compound aluminum sulfate (Aldrich) was mixed to 5 parts by weight with respect to 100 parts by weight of the acetoacetyl group-modified polyvinyl alcohol resin. (See Table 1).
  • Example 9 the water-soluble chelate compound aluminum sulfate (Aldrich) was mixed to 5 parts by weight with respect to 100 parts by weight of the acetoacetyl group-modified polyvinyl alcohol resin. (See Table 1).
  • Aldrich water-soluble chelate compound aluminum sulfate
  • An adhesive composition was produced under the same conditions as in Example 1 except that 3% by weight of acetoacetyl group-modified polyvinyl alcohol was included based on the weight of the solid content of the adhesive composition (see Table 1).
  • An adhesive composition was produced under the same conditions as in Example 1 except that 9% by weight of acetoacetyl group-modified polyvinyl alcohol was included based on the solid content weight of the adhesive composition (see Table 1).
  • An adhesive composition was produced under the same conditions as in Example 1 except that 2% by weight of acetoacetyl group-modified polyvinyl alcohol was included based on the solid content weight of the adhesive composition (see Table 1).
  • An adhesive composition was produced under the same conditions as in Example 1 except that 10% by weight of acetoacetyl group-modified polyvinyl alcohol was included based on the weight of the solid content of the adhesive composition (see Table 1).
  • An adhesive composition was produced under the same conditions as in Example 1 except that sodium glyoxylate (Sigma Aldrich) was mixed with acetoacetyl group-modified polyvinyl alcohol resin instead of glyoxal (see Table 1).
  • FIG. 1 is a diagram schematically showing a water resistance evaluation test method, in which (A) shows a sample (1) before immersion in warm water, and (B) shows a sample (1) after immersion in warm water. . As shown in FIG.
  • one short side of the sample was gripped by the gripper (5), and about 80% of the length direction was immersed in a 60 ° C. water bath and maintained for 4 hours. Then, the sample (1) was taken out from the water tank and the moisture was wiped off.
  • the polarizer (polarizing film) (4) of the polarizing plate contracts by immersion in warm water.
  • the polarizer (polarizing film) (4) located in the center of a polarizing plate is contracted by immersion in warm water, so that the polarizer (polarizing film) is interposed between protective films.
  • Iodine elutes from the peripheral portion of (4), and a portion (3) where the color is lost is generated at the peripheral portion of sample (1).
  • This degree of decolorization was evaluated by measuring the distance from the end of the contracted polarizer (polarizing film) (4) at the center of the short side of the sample (1) to the region where the color peculiar to the polarizing plate remained, The length was missing.
  • the total of the shrinkage length and the length from which iodine was removed was defined as the total erosion length X.
  • the total erosion length X is the distance from the end (1a) of the sample (1) to the region where the color peculiar to the polarizing plate remains at the center of the short side of the sample (1).
  • Total erosion length X is less than 2 mm
  • Total erosion length X is 2 mm or more and less than 3 mm
  • Total erosion length X is 3 mm or more and less than 5 mm
  • Total erosion length X is 5 mm or more
  • the manufactured polarizing plate was cut into a size of 4 cm ⁇ 4 cm to prepare a specimen, and after attaching the specimen to a measurement holder, an ultraviolet-visible light spectrometer (V-7100, manufactured by JASCO) was used. The results are shown in Table 2.
  • Examples 1 to 14 exhibited superior adhesion, water resistance, and optical properties as compared with Comparative Examples 1 to 8.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Inorganic Chemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Polarising Elements (AREA)

Abstract

L'invention concerne une composition adhésive pour une plaque polarisante contenant une résine d'alcool polyvinylique modifiée par un groupe acétoacétyle, un dialdéhyde, et un composé chélate soluble dans l'eau, et ne contenant pas de modificateur de réticulation, la résine d'alcool polyvinylique modifiée par un groupe acétoacétyle ayant un degré de polymérisation moyen inférieur ou égal à 1500.
PCT/JP2015/068892 2014-07-02 2015-06-30 Composition adhésive et plaque polarisante la comprenant WO2016002808A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP2016531405A JP7121466B2 (ja) 2014-07-02 2015-06-30 接着剤組成物及びこれを含む偏光板
CN201580034603.6A CN106471403B (zh) 2014-07-02 2015-06-30 胶粘剂组合物及包含该胶粘剂组合物的偏振板

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KR10-2014-0082251 2014-07-02
KR20140082251 2014-07-02
KR10-2015-0015914 2015-02-02
KR1020150015914A KR102282040B1 (ko) 2014-07-02 2015-02-02 접착제 조성물 및 이를 포함하는 편광판

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2018025798A (ja) * 2016-08-08 2018-02-15 東友ファインケム株式会社Ｄｏｎｇｗｏｏ Ｆｉｎｅ−Ｃｈｅｍ Ｃｏ．， Ｌｔｄ． 偏光板及びその製造方法
JP2018028077A (ja) * 2016-08-08 2018-02-22 東友ファインケム株式会社Ｄｏｎｇｗｏｏ Ｆｉｎｅ−Ｃｈｅｍ Ｃｏ．， Ｌｔｄ． 接着剤組成物、これを含む偏光板及び画像表示装置
WO2022075148A1 (fr) * 2020-10-05 2022-04-14 住友化学株式会社 Plaque de polarisation, et dispositif d'affichage d'image

Citations (4)

* Cited by examiner, † Cited by third party
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