[go: up one dir, main page]

WO2014174775A1 - Méthode de collage et inhibiteur de perte de liquide - Google Patents

Méthode de collage et inhibiteur de perte de liquide Download PDF

Info

Publication number
WO2014174775A1
WO2014174775A1 PCT/JP2014/001940 JP2014001940W WO2014174775A1 WO 2014174775 A1 WO2014174775 A1 WO 2014174775A1 JP 2014001940 W JP2014001940 W JP 2014001940W WO 2014174775 A1 WO2014174775 A1 WO 2014174775A1
Authority
WO
WIPO (PCT)
Prior art keywords
liquid
image display
cone
translucent member
polymerizable composition
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2014/001940
Other languages
English (en)
Japanese (ja)
Inventor
快 鈴木
誠 新津
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.)
Resonac Holdings Corp
Original Assignee
Showa Denko KK
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 Showa Denko KK filed Critical Showa Denko KK
Publication of WO2014174775A1 publication Critical patent/WO2014174775A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Images

Classifications

    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/133528—Polarisers
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F2202/00—Materials and properties
    • G02F2202/02—Materials and properties organic material
    • G02F2202/022—Materials and properties organic material polymeric
    • G02F2202/023—Materials and properties organic material polymeric curable
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F2202/00—Materials and properties
    • G02F2202/28—Adhesive materials or arrangements

Definitions

  • the present invention relates to a bonding method by interposing a polymer obtained by polymerizing a liquid polymerizable composition between a base having an image display portion and a translucent member. Further, the present invention provides a bonding method in which a liquid polymerizable composition is interposed between a base portion having an image display portion and a translucent member, and the base portion having the image display portion and the translucent member are bonded together. The present invention relates to a liquid loss prevention agent for preventing the liquid polymerizable composition from flowing out between a base portion having the image display portion and the translucent member.
  • a translucent member are known to be bonded together with a liquid polymerizable composition or a liquid adhesive.
  • an image display device is formed by interposing a photocurable resin composition between a base having an image display unit and a translucent member and photocuring to form a cured resin layer.
  • a method of manufacturing has been proposed.
  • the base portion having the image display portion and the translucent member in order to control the thickness when the photocurable resin composition is interposed between the base portion having the image display portion and the translucent member, the base portion having the image display portion and the light-transmitting portion having the light shielding portion Spacers are used on the outer periphery between the members.
  • this spacer is interposed only in a very small part of the outer peripheral portion, when the photocurable resin composition is applied, there is a possibility that the photocurable resin composition may be washed out of the region to be applied.
  • the stress on the base having the image display portion and the translucent member becomes non-uniform, which may cause defects such as display defects and thickness unevenness due to the stress. .
  • Patent Document 1 further describes a method of manufacturing an image display device without using a spacer as shown in FIG. 9, but it is difficult to control the thickness without using a spacer, and thickness unevenness. May occur, or it may not be possible to prevent loss when the photocurable resin composition is applied.
  • the present invention has been made in view of the above-described circumstances, and the object of the present invention is to perform liquid polymerization when bonding a base having an image display portion and a translucent member using a liquid polymerizable composition. Display of high brightness and high contrast without preventing the composition from flowing out between the base having the image display portion and the translucent member and causing display defects due to deformation of the image display portion It is to provide a technology that makes it possible.
  • the inventors of the present invention have a thermosetting type and / or a photocurable type having a specific shape retention force at the base portion having the image display portion and the outer peripheral portion of the translucent member. It has been found that the liquid polymerizable composition is prevented from being washed away by applying a liquid runaway preventing agent. That is, the present invention provides a bonding method in which a polymer obtained by polymerizing a liquid polymerizable composition is interposed between a base having an image display and a translucent member, and / or a base having an image display and / or The liquid polymerizable composition is prevented from flowing out by applying a liquid loss preventive agent to the outer peripheral portion of the translucent member.
  • the liquid anti-flow agent is defined as an area value after 30 seconds from potting, where 100 is the area immediately after the liquid anti-flow agent is potted on the base having the image display part or the translucent member. It has been found that when the area spreading characteristic value is 103 to 150, the liquid flow-preventing agent has excellent shape retention and can effectively prevent the liquid polymerizable composition from flowing out.
  • the gist of the present invention is as follows [1] to [10]. [1] In a laminating method in which a liquid polymerizable composition is interposed between a base portion having an image display portion and a translucent member, and the base portion having the image display portion and the translucent member are bonded together.
  • the laminating method is a photo-curing and / or thermo-curing liquid loss prevention agent that prevents the liquid polymerizable composition from flowing out between the base having the image display portion and the translucent member.
  • the base part having the image display part or the outer peripheral part of the translucent member After potting the base part having the image display part or the outer peripheral part of the translucent member, the base part having the image display part or the region including the center of gravity of the bonding area of the translucent member A step of applying a liquid polymerizable composition; and the liquid polymerizable composition between the base having the image display unit and the translucent member by overlapping the base having the image display unit and the translucent member. And a step of interposing the liquid loss prevention agent, and a step of polymerizing and curing the liquid polymerizable composition and the liquid loss prevention agent interposed between the base having the image display portion and the translucent member.
  • the liquid run-off preventing agent is defined by an area value after 30 seconds from potting, where 100 is the area immediately after potting the base having the image display unit or the translucent member.
  • a bonding method characterized in that the spread characteristic value is 103 to 150.
  • a liquid anti-flow agent used in the laminating method according to any one of [1] to [6] above, potted on the base having the image display part or the translucent member A liquid run-off preventing agent characterized in that an area spreading characteristic value defined by an area value after 30 seconds has elapsed after potting is 103 to 150, assuming that the area immediately after is 100.
  • the base having the image display unit and the translucent member are bonded using the liquid polymerizable composition
  • the base having the image display unit and / or the translucent member of the translucent member are used.
  • the liquid polymerizable composition is applied between the base having the image display portion and the translucent member by applying a liquid flow-off preventing agent having a specific shape holding power of thermosetting type and / or photocurable type to the outer peripheral portion. Can be prevented from flowing out.
  • the polymer obtained by polymerizing the liquid polymerizable composition existing between the base having the image display portion and the translucent member has a curing shrinkage rate equal to or less than a specific value. Therefore, it is possible to reduce internal stress caused by curing shrinkage at the time of polymerization of the polymer, and to allow the polymer to follow the warp of the base having the image display portion and the translucent member. Therefore, display failure of the image display part and peeling from the base part and / or the translucent member having the image display part of the polymer obtained by polymerizing the liquid polymerizable composition can be greatly suppressed.
  • the refractive index of the liquid polymerizable composition of the present invention is compared with the gap formed between the base having the conventional image display unit and the translucent member, and the constituent panel and translucency of the image display unit It can be adjusted to a value close to the refractive index of the component panel.
  • the liquid loss preventive agent is provided separately from the liquid polymerizable composition, whereby the selection of the components of the liquid polymerizable composition and the adjustment of the amount can be performed more flexibly.
  • reflection of light at the interface between the translucent member and the polymer of the liquid polymerizable composition or at the interface between the polymer of the liquid polymerizable composition and the image display unit can be suppressed.
  • the image display device manufactured by the bonding method of the present invention can display with high luminance and high contrast without display defects.
  • the base portion having the image display portion is a liquid crystal display panel
  • display defects such as disorder of alignment of the liquid crystal material can be surely prevented and high-quality image display can be performed.
  • the image display device manufactured by the bonding method of the present invention since the polymer of the liquid polymerizable composition is interposed between the base having the image display portion and the translucent member, it is resistant to impact. Become.
  • the image display device of the present invention the image display device is thinner than the conventional example in which a gap is provided between the base having the image display portion and the translucent member.
  • FIG. 1 An example of an embodiment of a display device 1 to which the bonding method of the present invention is applied is shown in FIG.
  • a base 2 having an image display portion and a translucent member 3 are bonded together via a liquid polymerizable composition 4, and the base 2 having an image display portion and an outer peripheral portion of the translucent member 3 are attached.
  • a liquid loss prevention agent 5 for preventing the liquid polymerizable composition 4 from flowing away.
  • the base 2 having the image display unit is made of a substrate such as a glass substrate, and forms an image display unit of the display device 1 by forming a structure having various image functions on the substrate.
  • the display device to be applied is not particularly limited and can be applied to various types.
  • a liquid crystal display device such as a mobile phone terminal, a mobile game device, a tablet PC, or a smartphone terminal can be given.
  • a case where a liquid crystal display device is manufactured will be described.
  • the translucent member 3 is made of, for example, a rectangular flat plate-shaped translucent material having the same size as the base 2 having the image display unit.
  • plastic such as optical glass or acrylic resin can be suitably used.
  • the liquid polymerizable composition 4 may contain a polymerizable compound and a non-polymerizable compound, and is a composition in which the polymerizable compound and the non-polymerizable compound are uniformly mixed. There is no particular limitation as long as it is possible. Also, the type of polymerization reaction is not particularly limited, and examples thereof include thermal polymerization and photopolymerization, and photopolymerization is particularly preferable.
  • the liquid loss prevention agent 5 includes a polymerizable compound and / or a non-polymerizable compound, a thermal polymerization initiator and / or a photopolymerization initiator, and is polymerized by heat and / or light, and has a base portion having an image display portion.
  • 2 or the area immediately after potting on the translucent member 3 is defined as 100, as long as the area expansion characteristic value defined by the area value after 30 seconds from potting has a value of 103 to 150. Is not to be done.
  • the area expansion characteristic value can usually be measured at 22 to 24 ° C.
  • the area immediately after potting the liquid runaway preventing agent 5 on the base 2 or the translucent member 3 and the area after 30 seconds have elapsed after potting are the liquid runoff on the base 2 or the translucent member 3 (for example, a glass plate). It is a value obtained by measuring the area where the liquid runout preventing agent 5 is in contact with the base 2 or the translucent member 3 after potting the inhibitor 5, and can be easily measured from the back side of the potting surface, for example. .
  • the liquid runout preventing agent 5 can achieve the above-mentioned area expansion characteristic value more advantageously by further including inorganic fine particles and / or organic fine particles.
  • Inorganic fine particles and organic fine particles include not only fine particles, but also organic / inorganic composite-based fine particles in which an organic compound is physically coated on a powdery inorganic compound or chemically surface-treated with an organic compound. it can.
  • the inorganic fine particles and the organic fine particles used in the liquid run-off preventing agent 5 are dispersed in a liquid run-out preventing agent composed of a polymerizable compound and / or a non-polymerizable compound, a thermal polymerization initiator and / or a photopolymerization initiator. If it is a thing, there will be no restriction
  • the area spreading characteristic value defined above of the liquid runaway preventing agent 5 is 103 to 135, and 103 to 135 is used. Most preferred is 125. If the area expansion characteristic value defined above is 150 or less, the shape retention of the liquid loss prevention agent 5 is sufficient, so that the translucent member 3 and the base 2 having the image display portion are combined with a liquid polymerizable composition. The function of preventing the liquid polymerizable composition 4 from flowing out can be sufficiently obtained when the materials 4 are bonded together. Moreover, if the area expansion characteristic value defined above is 103 or more, the fluidity of the liquid anti-flow agent 5 is suitable, so that handling is unlikely to occur.
  • the liquid flow-inhibiting agent In order to make the liquid flow-inhibiting agent have an area expansion characteristic value of 103 to 150, a structure having polarity such as urethane bond or ester bond is introduced into the resin skeleton of the polymerizable compound or non-polymerizable compound contained in the liquid flow-out preventing agent. It is preferable to do. Further, the ratio of the viscosity of the liquid run-off preventive at 25 ° C. at a cone rotation speed of 1 rpm to the viscosity of the cone rotation speed at 10 rpm, that is, a value represented by the following (formula 1) is 1.1 to 5. The range is preferably 0, more preferably 1.2 to 4.5. (Viscosity measured at a rotational speed of 1 rpm) / (Viscosity measured at a rotational speed of 10 rpm) (Equation 1)
  • required from (Formula 1) is 1.1 or more, sufficient shape retention power will be obtained in order to prevent the liquid polymerizable composition from flowing out. Moreover, if it is 5.0 or less, handling property is favorable. In order to adjust the viscosity ratio (1 rpm / 10 rpm) of the liquid loss preventive agent to 1.1 to 5.0, 1 to 20% of inorganic fine particles and / or organic fine particles should be contained in the total mass of the liquid flow preventive agent. preferable.
  • the viscosity of the liquid runaway inhibitor at 25 ° C. and a rotation speed of 5 rpm is preferably 12000 mPa ⁇ s to 200000 mPa ⁇ s, more preferably 12000 mPa ⁇ s to 160000 mPa ⁇ s, and more preferably 15000 mPa ⁇ s to 120,000 mPa ⁇ s. Most preferred.
  • the viscosity is 12000 mPa ⁇ s or more, when the translucent member and the base portion having the image display portion are bonded together with the liquid polymerizable composition, a function of preventing the liquid polymerizable composition from flowing out is easily exhibited.
  • the viscosity is less than 200,000 mPa ⁇ s, the handling efficiency is improved because the handling property is less likely to deteriorate due to the increase in the spinnability when applying the liquid loss preventive agent.
  • the viscosity described in the present specification is determined using a cone / plate viscometer (manufactured by Brookfield, model: DV-II + Pro, cone model: CPE-42 or CPE-52). It is the value of the viscosity measured on condition of rotational speed 5rpm.
  • the curing shrinkage rate when the liquid runout inhibitor is cured is preferably 3.5% or less, more preferably 2.5% or less, and most preferably less than 2.0%. If the cure shrinkage is 3.5% or less, for example, in the case of a smartphone terminal, when a film such as a polarizing plate is mounted on a base having an image display unit, image display is caused by distortion in the polarizing plate. Display failure of the device is unlikely to occur.
  • the viscosity of the liquid polymerizable composition in the present specification is preferably 500 mPa ⁇ s to 10000 mPa ⁇ s, more preferably 800 mPa ⁇ s to 8000 mPa ⁇ s, and preferably 1000 mPa ⁇ s to 6000 mPa ⁇ s. Most preferred.
  • the viscosity is 500 mPa ⁇ s or more
  • the portion where the liquid loss preventive agent is not applied For example, the liquid polymerizable composition is unlikely to be washed away from a rectangular light-transmitting member and a base having the image display portion.
  • the viscosity is 10000 mPa ⁇ s or less, it does not take a long time to uniformly spread the liquid polymerizable composition between the base having the image display portion and the translucent member. Become.
  • the curing shrinkage ratio when the liquid polymerizable composition is cured is preferably 3.5% or less, more preferably 3.0% or less, and most preferably less than 2.5%. If the cure shrinkage is 3.5% or less, for example, in the case of a smartphone terminal, when a film such as a polarizing plate is mounted on a base having an image display unit, image display is caused by distortion in the polarizing plate. Display failure of the device is unlikely to occur.
  • the refractive index of the polymer obtained by polymerizing the liquid polymerizable composition is preferably 1.45 to 1.55. If the refractive index at 25 ° C.
  • the thickness of the applied liquid polymerizable composition is preferably 0.05 mm to 5 mm, more preferably 0.05 mm to 4 mm, and most preferably 0.05 mm to 3 mm.
  • the thickness of the liquid polymerizable composition is 0.05 mm or more, an impact resistance effect is easily obtained. Moreover, if it is 5 mm or less, a liquid run-off prevention agent and / or a liquid polymerizable composition do not become hard to cure poorly.
  • the polymer obtained by polymerizing the liquid polymerizable composition preferably has a tensile modulus at 23 ° C. of 1 ⁇ 10 8 or less, more preferably 1 ⁇ 10 3 Pa to 1 ⁇ 10 7 Pa, and more preferably 1 ⁇ 10 3 Pa. 1 ⁇ 10 6 Pa is most preferable. If the tensile modulus of the cured resin obtained by curing the liquid polymerizable composition is 1 ⁇ 10 8 or less, the liquid polymerizable composition is polymerized with respect to the base having the image display portion and the translucent member. Distortion due to the influence of stress due to volume shrinkage hardly occurs.
  • the liquid polymerizable composition 4 of the present invention is preferably applied to a region 7 constituting a base portion having an image display portion and / or a gravity center portion of the translucent member 6.
  • the position where the liquid runout preventing agent 5 is applied in this specification is preferably the outer peripheral portion of the base portion 6 having a translucent member and an image display portion.
  • the application width of the liquid runout preventing agent 5 is not particularly limited as long as it is not applied to a portion that affects the visibility of image display of the image display device. Moreover, when performing a bonding process in air
  • the application length of the liquid loss preventive agent to the translucent member or the base having the image display portion may be wider than the above range, and there are areas that are not applied at the four corners. It is not necessary.
  • An example of a more specific bonding method is shown below. If the method includes a step of applying a liquid polymerizable composition after applying a liquid anti-flow agent to the outer peripheral portion, the bonding described in this specification is performed. It is not limited only to the matching order.
  • the step (I) of applying the liquid loss preventing agent 5 to the outer peripheral portion of the translucent member 3, the liquid polymerizable composition 4 is permeable.
  • Step (IV) for spreading the composition 4 to a predetermined thickness the polymerization reaction of the liquid polymerizable composition 4 and the liquid run-off preventing agent 5 is initiated by UV light 8, and the liquid polymerizable composition 4 and liquid run-out prevention It is comprised in order of the process (V) which hardens the agent 5.
  • another embodiment of the laminating method of the present invention is a step (i) of applying a liquid runout preventing agent 5 to the outer peripheral portion of the base portion 2 having an image display portion, and a liquid polymerizable property.
  • the lamp used in the step of polymerizing and curing the liquid polymerizable composition 4 and the liquid run-off preventing agent 5 is not particularly limited as long as it is a lamp capable of initiating the polymerization reaction of the liquid polymerizable composition 4, but for example, a metal halide A lamp, a high-pressure mercury lamp, an ultra-high pressure UV lamp, a deep UV lamp, a xenon lamp, or the like can be used.
  • the exposure method using a lamp is not particularly limited as long as light from the lamp does not hit locally, such as a conveyor method or a batch method.
  • the illuminance of the light used in this step is preferably in the range of 10 to 400 mW / cm 2 in terms of energy observed using an illuminometer that detects light with a wavelength of 365 nm, and preferably 30 to 300 mW / cm 2.
  • the range of 2 is more preferable, and the range of 50 to 200 mW / cm 2 is particularly preferable. If it is 10 mW / cm ⁇ 2 > or more, it will become sufficient illumination intensity required for superposition
  • the illuminance of light used in this step is energy observed using a luminometer that detects light with a wavelength of 365 nm, and is 400 mW / cm 2 or less, regardless of the type of the liquid polymerizable composition.
  • the curing rate can be advanced to 80% or more.
  • Examples of the illuminance meter that detects light having a wavelength of 365 nm include a UV integrated light meter UIT-250 manufactured by Ushio Electric Co., Ltd.
  • the liquid anti-flow agent is not particularly limited as long as it is polymerized by heat and / or light. As long as it contains a polymerizable compound and a non-polymerizable compound as described above, and contains a mixture of a polymerizable compound and a non-polymerizable compound or a polymerizable compound, a thermal polymerization initiator and / or a photopolymerization initiator is included. good. Moreover, in the bonding method of this invention, it is preferable that the thickness at the time of application
  • Liquid polymerization between the base having the image display portion and the translucent member is achieved when the thickness at the time of application of the liquid anti-flow agent is thicker than the target thickness of the polymer after polymerization of the liquid polymerizable composition.
  • the liquid polymerizable composition can be bonded without protruding from the base having the image display portion and the translucent member.
  • the thickness of the liquid runout preventing agent is preferably 0.05 mm or more and 5 mm or less, more preferably 0.05 mm or more and 4 mm or less, and most preferably 0.05 mm or more and 3 mm or less.
  • the thickness of the liquid loss prevention agent is 0.05 mm or more, when the liquid polymerizable composition is sandwiched between the base having the image display portion and the translucent member, the base having the image display portion and the translucent member Protrusion of the liquid polymerizable composition from between the layers is easily prevented.
  • the thickness is 5 mm or less, the liquid loss preventive agent and / or the liquid polymerizable composition is cured when the liquid polymerizable composition is sandwiched between the base having the image display portion and the translucent member and then cured. Defects are less likely to occur.
  • the refractive index of the polymer obtained by polymerizing the liquid loss preventive agent is preferably 1.45 to 1.55. If the refractive index at 25 ° C.
  • the polymer obtained by polymerizing the liquid anti-flow agent has a tensile modulus at 23 ° C. of preferably 1 ⁇ 10 8 or less, more preferably 1 ⁇ 10 3 Pa to 1 ⁇ 10 7 Pa, and more preferably 1 ⁇ Most preferably, it is 10 3 Pa or more and 5 ⁇ 10 6 Pa. If the tensile modulus of the polymer obtained by polymerizing the liquid loss preventive agent is 1 ⁇ 10 8 or less, the volume shrinkage when the liquid loss preventive agent is polymerized with respect to the base having the image display portion and the translucent member is reduced. Distortion due to the effect of stress is less likely to occur.
  • the curing method in the present invention is more preferably main curing after temporary curing.
  • the curing rate of the temporary curing is preferably greater than 0% and less than 80%, more preferably 5% to 75%, and most preferably 15% to 60%. If the curing rate of the temporary curing is less than 80%, local stress hardly remains in the polymer obtained by polymerizing the liquid polymerizable composition until the main curing.
  • the curing rate of the main curing is preferably 80% or more and 100% or less, more preferably 85% to 100%, and most preferably 90% to 100%. If the curing rate of the main curing is 80% or more, the uncured product of the liquid polymerizable composition has a base portion having an image display portion and translucency due to insufficient polymerization of the liquid polymerizable composition. There is almost no risk of leakage from between the members.
  • the optimum curing method for the liquid polymerizable composition in the present invention is most preferably performed after the temporary curing step with a curing rate of 15 to 60%, followed by a main curing step with a curing rate of 90 to 100%.
  • the method of polymerizing and curing in the bonding method of the present invention is most preferably photocuring from the viewpoint of work efficiency and from the viewpoint of environmental load.
  • liquid polymerizable composition described in the present specification is a composition in which a polymerizable compound and a non-polymerizable compound may be contained, and the polymerizable compound and the non-polymerizable compound are uniformly mixed. There is no particular limitation as long as it loses fluidity after the reaction and can retain its shape. Also, the type of polymerization reaction is not particularly limited, and examples thereof include thermal polymerization and photopolymerization, and photopolymerization is more preferable.
  • thermopolymerizable polymerizable composition is not particularly limited as long as it contains a polymerizable compound and a non-polymerizable compound containing a thermal polymerization initiator and cures by polymerization reaction. Is not to be done.
  • the thermal polymerization initiator an organic peroxide that acts as an initiator by heat can be suitably used.
  • plastic materials such as an acrylic resin
  • the heat resistance is about 80 degreeC. Therefore, as the thermal polymerization initiator, it is preferable to use an organic peroxide having a 10-hour half-life temperature of 100 ° C. or lower.
  • the half-life of the organic peroxide refers to the time until the concentration of the organic peroxide is reduced to half of the initial value, and the temperature at which this half-life is 10 hours is referred to as the 10-hour half-life temperature.
  • thermal polymerization initiator having a 10-hour half-life temperature of 100 ° C. or lower
  • thermal polymerization initiator having a 10-hour half-life temperature of 100 ° C. or lower
  • examples of the thermal polymerization initiator having a 10-hour half-life temperature of 100 ° C. or lower include NOF Corporation trade name Perbutyl O (C 12 H 24 O 3 ), NOF Corporation trade name Parroyl TCP (C 22 H). 38 O 6 ) and the like.
  • the names perbutyl and paroyl are registered trademarks.
  • the photopolymerizable polymerizable composition is not particularly limited as long as it contains a photopolymerization initiator in a polymerizable compound and a non-polymerizable compound described below and the polymerization reaction proceeds and cures.
  • the photopolymerization initiator include acetophenone, 2,2-dimethoxy-2-phenylacetophenone, diethoxyacetophenone, 1-hydroxycyclohexyl phenyl ketone, 1,2-hydroxy-2-methyl-1-phenylpropane-1- ON, ⁇ -hydroxycyclohexyl phenyl ketone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, 2-hydroxy-2-methyl-1- (4-isopropylphenyl) propan-1-one, 2- Hydroxy-2-methyl-1- (4-dodecylphenyl) propan-1-one, 2-hydroxy-2-methyl-1-[(2-hydroxyethoxy) phenyl] propanone, benzophenone, 2-methylbenzophenone, 3- Methylbenzophenone, 4-methylbenzophenone, 4-methyl Xylbenzophenone, 2-chlorobenzophenone, 4-chlorobenzophenone, 4-bromobenzophenone, 2-carboxybenz
  • bisacylphosphine oxides include bis- (2,6-dichlorobenzoyl) phenylphosphine oxide, bis- (2,6-dichlorobenzoyl) -2,5-dimethylphenylphosphine oxide, bis- (2, 6-dichlorobenzoyl) -4-propylphenylphosphine oxide, bis- (2,6-dichlorobenzoyl) -1-naphthylphosphine oxide, bis- (2,6-dimethoxybenzoyl) phenylphosphine oxide, bis- ( 2,6-dimethoxybenzoyl) -2,4,4-trimethylpentylphosphine oxide, bis- (2,6-dimethoxybenzoyl) -2,5-dimethylphenylphosphine oxide, bis- (2,4,6- Trimethylbenzoyl) phenyl phosphite Oxide, (2,5,6-trimethylbenzo
  • a metallocene compound can also be used as a photopolymerization initiator.
  • the metallocene compound a compound whose central metal is a transition element represented by Fe, TI, V, Cr, Mn, Co, Ni, Mo, Ru, Rh, Lu, Ta, W, Os, Ir, or the like is used. Examples thereof include bis ( ⁇ 5-2,4-cyclopentadien-1-yl) -bis [2,6-difluoro-3- (pyrrol-1-yl) phenyl] titanium.
  • These photopolymerization initiators may be used alone or in combination of two or more.
  • An example is 5,6-tetramethylbenzoyldiphenylphosphine oxide.
  • Particularly preferred are 1-hydroxycyclohexyl phenyl ketone and 2,4,6-trimethylbenzoyldiphenylphosphine oxide, and most preferred is 2,4,6-trimethylbenzoyldiphenylphosphine oxide used alone or 1-hydroxycyclohexyl ketone.
  • a combination of cyclohexyl phenyl ketone and 2,4,6-trimethylbenzoyldiphenylphosphine oxide is
  • the translucent member is often provided with a function of cutting the ultraviolet region from the viewpoint of ultraviolet protection.
  • 2,4,6-trimethylbenzoyldiphenylphosphine oxide and 2,3,5,6-tetramethylbenzoyldiphenylphosphine oxide which are photopolymerization initiators that can be sensitive even in the visible light region. It is particularly preferred to use 1,4,6-trimethylbenzoyldiphenylphosphine oxide.
  • urethane acrylate, urethane methacrylate, polyisoprene acrylate, polyisoprene methacrylate, polybutadiene acrylate, polybutadiene methacrylate, hydrogenated polyisoprene acrylate At least one polymer selected from the group consisting of hydrogenated polyisoprene methacrylate, hydrogenated polybutadiene acrylate, and hydrogenated polybutadiene methacrylate, an acryloyl group-containing compound having a molecular weight of 500 or less, and a molecular weight of 500 or less It is preferable to use at least one compound selected from the group consisting of methacryloyl group-containing compounds in combination.
  • the urethane acrylate is not particularly limited as long as it is a compound having one or more urethane bonds and one or more acrylate groups.
  • As the urethane acrylate polyester polyol urethane acrylate, polyisoprene urethane acrylate, polybutadiene urethane acrylate and hydrogenated polyisoprene urethane acrylate are preferable.
  • the urethane methacrylate is not particularly limited as long as it is a compound having one or more urethane bonds and one or more methacrylate groups.
  • polyester polyol type urethane methacrylate polyisoprene type urethane methacrylate, polybutadiene type urethane methacrylate and hydrogenated polyisoprene type urethane methacrylate are preferably used.
  • the polyisoprene acrylate is not particularly limited as long as it is a compound having a polyisoprene structure and an acrylate group in the molecule.
  • polyisoprene-based acrylate a hydroxyl group-containing acrylate adduct of isoprene-maleic anhydride copolymer, an esterified product of polyisoprene polyol and acrylic acid, a transesterification product of polyisoprene polyol and acrylic acid ester, etc. are preferably used. Is done.
  • the polyisoprene methacrylate is not particularly limited as long as it is a compound having a polyisoprene structure and a methacrylate group in the molecule.
  • a hydroxyl group-containing methacrylate adduct of isoprene-maleic anhydride copolymer, an esterified product of polyisoprene polyol and methacrylic acid, a transesterification product of polyisoprene polyol and methacrylic acid ester, etc. are preferably used. Is done.
  • Commercially available products include Claprene UC-102 and UC-203 (manufactured by Kuraray Co., Ltd.), which are methacryloyl group-containing compounds having a polyisoprene structural unit.
  • the polybutadiene acrylate is not particularly limited as long as it is a compound having a polybutadiene structure and an acrylate group in the molecule.
  • a hydroxyl group-containing acrylate adduct of a butadiene-maleic anhydride copolymer, an esterified product of a polybutadiene polyol and acrylic acid, a transesterification product of a polybutadiene polyol and an acrylic ester, and the like are preferably used.
  • Examples of commercially available products include NISSO-PB TEA-1000 (manufactured by Nippon Soda Co., Ltd.), which is an acrylate having a polybutadiene structural unit.
  • the polybutadiene methacrylate is not particularly limited as long as it is a compound having a polybutadiene structure and a methacrylate group in the molecule.
  • a hydroxyl group-containing methacrylate adduct of a butadiene-maleic anhydride copolymer, an esterified product of polybutadiene polyol and methacrylic acid, a transesterification product of polybutadiene polyol and methacrylic acid ester, and the like are preferably used.
  • Examples of commercially available products include NISSO-PB TE-2000 (manufactured by Nippon Soda Co., Ltd.), which is a methacrylate having a polybutadiene structural unit.
  • the hydrogenated polyisoprene acrylate is not particularly limited as long as it is a compound having a hydrogenated polyisoprene structure and an acrylate group in the molecule.
  • Examples of the hydrogenated polyisoprene acrylate include esterified products of hydrogenated polyisoprene polyol and acrylic acid, transesterification products of hydrogenated polyisoprene polyol and acrylic acid ester, and adducts of hydrogenated polyisoprene polyol and isocyanato group-containing acrylate. Adducts of hydrogenated polyisoprene polyol, polyisocyanate and alcoholic hydroxyl group-containing acrylate are preferably used.
  • the hydrogenated polyisoprene methacrylate is not particularly limited as long as it is a compound having a hydrogenated polyisoprene structure and a methacrylate group in the molecule.
  • Examples of the hydrogenated polyisoprene methacrylate include esterified products of hydrogenated polyisoprene polyol and methacrylic acid, transesterification products of hydrogenated polyisoprene polyol and methacrylic acid ester, and adducts of hydrogenated polyisoprene polyol and isocyanato group-containing methacrylate. Adducts of hydrogenated polyisoprene polyol, polyisocyanate, and alcoholic hydroxyl group-containing methacrylate are preferably used.
  • the hydrogenated polybutadiene acrylate is not particularly limited as long as it is a compound having a hydrogenated polybutadiene structure and an acrylate group in the molecule.
  • Examples of hydrogenated polybutadiene acrylates include esterified products of hydrogenated polybutadiene polyol and acrylic acid, transesterification products of hydrogenated polybutadiene polyol and acrylic acid ester, adducts of hydrogenated polybutadiene polyol and isocyanate containing acrylate, hydrogenated polybutadiene. Adducts of polyols, polyisocyanates, and alcoholic hydroxyl group-containing acrylates are preferably used. Examples of commercially available products include NISSO-PB TEAI-1000 (manufactured by Nippon Soda Co., Ltd.), which is an acrylate having a polybutadiene structural unit.
  • the hydrogenated polybutadiene methacrylate is not particularly limited as long as it is a compound having a hydrogenated polybutadiene structure and a methacrylate group in the molecule.
  • Examples of the hydrogenated polybutadiene methacrylate include esterified products of hydrogenated polybutadiene polyol and methacrylic acid, transesterification products of hydrogenated polybutadiene polyol and methacrylic acid ester, adducts of hydrogenated polybutadiene polyol and isocyanato group-containing methacrylate, hydrogenated polybutadiene. Adducts of polyols, polyisocyanates, and alcoholic hydroxyl group-containing methacrylates are preferably used.
  • the acryloyl group-containing compound having a molecular weight of 500 or less is not particularly limited as long as it is a compound having an acryloyl group in one molecule and having a molecular weight of 500 or less.
  • Examples of the acryloyl group-containing compound having a molecular weight of 500 or less include cyclohexyl acrylate, isobornyl acrylate, dicyclopentenyl acrylate, dicyclopentenyloxyethyl acrylate, dicyclopentanyl acrylate, dicyclopentanyl ethyl acrylate, 4-tert- Acrylates having a cyclic aliphatic group such as butylcyclohexyl acrylate and isobornyl methacrylate, hexyl acrylate, lauryl acrylate, isononyl acrylate, 2-propylheptyl acrylate, 4-methyl-2-propylhexyl acrylate, isooctadecyl acrylate, 2- Acrylate having a chain aliphatic group such as heptyl undecyl acrylate, methoxyethyl acrylate, diethylene glycol Monoethyl ether
  • the methacryloyl group-containing compound having a molecular weight of 500 or less is not particularly limited as long as it is a compound having a methacryloyl group in one molecule and having a molecular weight of 500 or less.
  • Examples of the methacryloyl group-containing compound having a molecular weight of 500 or less include isobornyl methacrylate, dicyclopentenyl methacrylate, dicyclopentenyloxyethyl methacrylate, dicyclopentanyl methacrylate, dicyclopentanylethyl methacrylate, 4-tert-butylcyclohexyl methacrylate.
  • Chain aliphatic groups such as methacrylates having a cyclic aliphatic group such as methacrylate, lauryl methacrylate, isononyl methacrylate, 2-propylheptyl methacrylate, 4-methyl-2-propylhexyl methacrylate, isooctadecyl methacrylate, 2-heptylundecyl methacrylate Methacrylate, methoxyethyl methacrylate, diethylene glycol monoethyl ether methacrylate, phenoxy Ethyl methacrylate, 3-methyl-3-oxetanylmethyl methacrylate, 1,4-dioxaspiro [4.5] dec-2-ylmethyl methacrylate, (2-methyl-2-ethyl-1,3-dioxolan-4-yl) Methacryloyl group-containing compound having a cyclic ester such as methacrylate having an ether bond in the molecule such as methyl
  • Lucol hydroxyl group-containing methacrylate N, N-dimethylmethacrylamide, N, N-diethylmethacrylamide, N-methacryloylmorpholine, N-isopropylmethacrylamide, N-tert-butylmethacrylamide, N-methoxymethylmethacrylamide, N And methacrylamide compounds such as -ethoxymethyl methacrylamide, Nn-butoxymethyl methacrylamide, and N-isobutoxymethyl methacrylamide.
  • acryloyl group-containing compounds having a molecular weight of 500 or less and methacryloyl group-containing compounds having a molecular weight of 500 or less, preferred combinations are cyclohexyl acrylate, isobornyl acrylate, dicyclopentenyl acrylate, dicyclopentenyloxyethyl acrylate, dicyclopentanyl.
  • non-polymerizable compound As a non-polymerizable compound, it has neither an acryloyl group nor a methacryloyl group, and also has a function of inhibiting radical polymerization, a function of inhibiting radical polymerization, and a function of initiating photopolymerization,
  • a compound composed of a carbon atom and a hydrogen atom, and neither an acryloyl group nor a methacryloyl group, and a function of suppressing radical polymerization, a function of inhibiting radical polymerization, and a function of initiating photopolymerization Examples thereof include at least one compound selected from the group consisting of compounds that do not have any of them and are composed of carbon atoms, hydrogen atoms, and oxygen atoms. These are used for the purpose of suppressing the curing shrinkage during polymerization. Moreover, it may be used for the purpose of increasing the adhesion of the polymer to the adherend such as glass or acrylic resin, in addition to suppressing the curing shrink
  • compounds that can be used as non-polymerizable compounds and are liquid at 25 ° C. include poly ( ⁇ -olefin) liquid, ethylene-propylene copolymer liquid, propylene- ⁇ -olefin copolymer liquid, and ethylene- ⁇ .
  • the poly ( ⁇ -olefin) liquid is a liquid produced by polymerization of ⁇ -olefin.
  • An ⁇ -olefin is a hydrocarbon compound having one carbon-carbon double bond at the molecular end, such as 1-butene, 1-pentene, 1-hexene, 1-octene, 1-decene, 1-dodecene, Examples thereof include 1-tetradecene, 1-hexadecene, 1-octadecene and the like.
  • the ethylene- ⁇ -olefin copolymer liquid is a liquid polymer produced by copolymerizing ethylene and ⁇ -olefin.
  • An ⁇ -olefin is a hydrocarbon compound having one carbon-carbon double bond at the molecular end, such as 1-butene, 1-pentene, 1-hexene, 1-octene, 1-decene, 1-dodecene, Examples thereof include 1-tetradecene, 1-hexadecene, 1-octadecene and the like.
  • the propylene- ⁇ -olefin copolymer liquid material is a liquid polymer produced by copolymerizing propylene and ⁇ -olefin.
  • An ⁇ -olefin is a hydrocarbon compound having one carbon-carbon double bond at the molecular end, such as 1-butene, 1-pentene, 1-hexene, 1-octene, 1-decene, 1-dodecene, Examples thereof include 1-tetradecene, 1-hexadecene, 1-octadecene and the like.
  • the liquid polybutene is a liquid polymer containing isobutene or n-butene as a (co) polymerization component such as a homopolymer of isobutene, a homopolymer of n-butene, a copolymer of isobutene and n-butene, and a terminal polymer.
  • a (co) polymerization component such as a homopolymer of isobutene, a homopolymer of n-butene, a copolymer of isobutene and n-butene, and a terminal polymer.
  • One of the compounds has a carbon-carbon unsaturated bond.
  • Examples of commercially available liquid polybutene include Nisseki Polybutene LV-7, LV-50, LV-100, HV-15, HV-35, HV-50, HV-100, manufactured by JX Nippon Mining & Energy Corporation. And HV-300.
  • the liquid hydrogenated polybutene is a liquid material having a side chain obtained by hydrogenating the liquid polybutene.
  • palm reel 4, palm reel 6, palm reel 18, palm reel 24 manufactured by NOF Corporation, Palm reel EX etc. can be mentioned.
  • Liquid polybutadiene is a butadiene polymer that is liquid at room temperature.
  • POLYVEST110, POLYVEST130 manufactured by Evonik Degussa NISSO-PB B-1000, NISSO-PB B-2000, NISSO-PB B manufactured by Nippon Soda Co., Ltd. -3000 and the like.
  • Liquid hydrogenated polyptadiene is a compound that is obtained by reducing hydrogenation of a butadiene polymer and is liquid at room temperature. Examples thereof include NISSO-PB BI-2000 and NISSO-PB B-3000 manufactured by Nippon Soda Co., Ltd. be able to.
  • Liquid polyisoprene is an isoprene polymer that is liquid at room temperature, and examples thereof include Kuraprene LIR-30 manufactured by Kuraray Co., Ltd.
  • Liquid hydrogenated polyisoprene is a compound that is liquid at room temperature and obtained by reductive hydrogenation of an isoprene polymer, and examples thereof include LIR-200 manufactured by Kuraray Co., Ltd.
  • the liquid polybutadiene polyol is a polymer that is liquid at room temperature and has two or more hydroxyl groups at the molecular ends and has a polybutadiene structural unit.
  • Examples thereof include G-2000, NISSO-PB G-3000, and Poly bd manufactured by Idemitsu Kosan Co., Ltd.
  • the liquid hydrogenated polybutadiene polyol is a liquid polyol having a structure obtained by reductive hydrogenation of polybutadiene polyol or polybutadiene polycarboxylic acid.
  • NISSO-PB GI-3000 The liquid polyisoprene polyol is a polymer that is liquid at room temperature and has two or more hydroxyl groups at the molecular terminals and has a polyisoprene structural unit, and examples thereof include poly ip manufactured by Idemitsu Kosan Co., Ltd. .
  • the liquid hydrogenated polyisoprene polyol is a liquid polyol having a structure obtained by reductive hydrogenation of polyisoprene polyol or polyisoprene polycarboxylic acid, and examples thereof include Epolle manufactured by Idemitsu Kosan Co., Ltd.
  • polyether polyols include polypropylene glycol, polytetramethylene glycol, and propylene oxide-tetrahydrofuran copolymer.
  • polyester polyol examples include a polycondensate of a polyol and a polycarboxylic acid, a transesterification product of an ester of a polyol and a polycarboxylic acid, a ring-opening polymer of a cyclic ester into a polyol, and the like.
  • polycarbonate polyol examples include a polycondensate of polyol and phosgene, or a transesterification product of a polyol with an organic carbonate such as dimethyl carbonate, diethyl carbonate, or ethylene carbonate.
  • a compound that is solid at 25 ° C. can be used as the non-polymerizable compound.
  • the compound that is solid at 25 ° C. is preferably a compound having no carbon-carbon unsaturated bond in the molecule.
  • Such compounds include epoxy resins that are solid at 25 ° C., polyester resins that are solid at 25 ° C., polyol resins that are solid at 25 ° C., hydrogenated petroleum resins that are solid at 25 ° C., terpene hydrogenated resins, hydrogenated Examples thereof include rosin esters.
  • hydrogenated rosin esters are particularly preferred when used in liquid polymerizable compositions intended for high dielectric constant polymers.
  • hydrogenated petroleum resins and terpene-based hydrogenated resins are particularly preferred when used in a liquid polymerizable composition intended for a polymer having a low dielectric constant.
  • a hydrogenated petroleum resin is a resin obtained by hydrogen reduction of a petroleum resin. Examples of petroleum resins that are raw materials for hydrogenated petroleum resins include aliphatic petroleum resins, aromatic petroleum resins, aliphatic-aromatic copolymer petroleum resins, alicyclic petroleum resins, dicyclopentadiene resins, and the like. Modified products such as hydrogenated products of The petroleum resin may be C5 or C9.
  • the terpene-based hydrogenated resin is a resin obtained by reductive hydrogenation of a terpene-based resin.
  • Terpenic resins that are raw materials for terpene hydrogenated resins include ⁇ -pinene resins, ⁇ -pinene resins, ⁇ -limonene resins, ⁇ -limonene resins, pinene-limonene copolymer resins, and pinene-limonene-styrene copolymer resins.
  • the hydrogenated rosin ester is a resin obtained by esterifying a hydrogenated rosin obtained by hydrogenating a rosin resin, or by hydrogen reduction of a rosin ester obtained by esterifying a rosin.
  • rosin resins include gum rosin, tall oil rosin, wood rosin, disproportionated rosin, polymerized rosin, and modified rosin such as maleated rosin.
  • a compound in which some alcoholic hydroxyl groups of polyhydric alcohol are esterified with hydrogenated rosin, and a compound in which all alcoholic hydroxyl groups of polyhydric alcohol are esterified with hydrogenated rosin Both are defined as being included in the hydrogenated rosin ester.
  • the liquid polymerizable composition used in the present invention is a compound that is liquid at 25 ° C. and a solid at 25 ° C. in order to balance the viscosity and adhesion of the polymer to the adherend.
  • Compounds can be used in combination and are preferred.
  • a preferred combination ratio when a compound that is liquid at 25 ° C. and a compound that is solid at 25 ° C. is used in a mass ratio of 90:10 to 10:90, and more preferably 80:20 to 20: 80.
  • the amount of the non-polymerizable compound used in the liquid polymerizable composition used in the present invention is preferably 25 to 75% by mass based on the total amount of the polymerizable compound and the non-polymerizable compound, and preferably 30 to 70%. More preferably, it is mass%, and most preferably 35 to 65 mass%. If the amount of the non-polymerizable compound used in the liquid polymerizable composition used in the present invention is 25% by mass or more based on the total amount of the polymerizable compound and the non-polymerizable compound, the non-polymerizable compound is added. Effect (that is, the effect of reducing the volumetric shrinkage during polymerization) is easily obtained.
  • the usage-amount of the nonpolymerizable compound in the liquid polymerizable composition used for this invention is 75 mass% or less with respect to the total amount which combined the polymeric compound and the nonpolymerizable compound, a liquid polymerizable composition
  • the film strength of the polymer obtained by polymerizing the product becomes sufficiently high.
  • a polymerization inhibitor, an antioxidant, an antifoaming agent, a modifier and the like can be arbitrarily added to the liquid polymerizable composition as necessary.
  • the polymerization inhibitor is not particularly limited.
  • the polymerization inhibitor can be added to the liquid polymerizable composition of the present invention so as to have an addition amount of 0.01 to 5% by mass.
  • the antioxidant is not particularly limited.
  • pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate]
  • octadecyl-3- (3,5 -Di-tert-butyl-4-hydroxyphenyl) propionate
  • thiodiethylenebis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate]
  • 3,5-di-tert-butyl-4 7-C9 alkyl ester of hydroxybenzenepropanoic acid 4,6-bis (octylthiomethyl) -o-cresol, 3,9-bis [2- [3- (3-tert-butyl-4- Hydroxy-5-methylphenyl) propionyloxy] -1,1-dimethylethyl] -2,4,8,10-tetraoxa Spiro [5,5] -undecane, 2,
  • pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate]
  • oct Decyl-3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate most preferred is pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) ) Propionate].
  • the antioxidant can be added to the liquid polymerizable composition used in the present invention so as to have an addition amount of 0.01 to 5% by mass.
  • the modifier include a leveling agent for improving leveling properties.
  • leveling agents include polyether-modified dimethylpolysiloxane copolymers, polyester-modified dimethylpolysiloxane copolymers, polyether-modified methylalkylpolysiloxane copolymers, aralkyl-modified methylalkylpolysiloxane copolymers, and acrylic ester copolymers. Polymers can be used. These may be used alone or in combination of two or more.
  • the leveling agent can be added in an amount of 0.01 to 5% by mass based on the total amount of the liquid polymerizable composition of the present invention. If it is 0.01 mass% or more, the addition effect of a leveling agent will fully express. Moreover, if it is 5 mass% or less, turbidity will not arise easily in a liquid polymeric composition.
  • inorganic fine particles and / or organic fine particles include not only fine particles but also organic / inorganic composite fine particles such as powdery inorganic compounds physically coated with organic compounds or chemically surface-treated with organic compounds. Define. As long as the inorganic fine particles used in the liquid run-off preventing agent are dispersed in the liquid run-off preventing agent composed of a polymerizable compound and / or a non-polymerizable compound, a thermal polymerization initiator and / or a photopolymerization initiator. There is no particular limitation.
  • inorganic fine particles examples include silica (SiO 2 ), alumina (Al 2 O 3 ), titania (TiO 2 ), tantalum oxide (Ta 2 O 5 ), zirconia (ZrO 2 ), silicon nitride (Si 3 ).
  • the inorganic fine particles whose surface is organically treated can also be suitably used.
  • silica (SiO 2 ), alumina (Al 2 O 3 ), titania (TiO 2 ) fine particles whose surfaces have been treated with dimethyl silicone oil, octyl silane, trimethyl silyl, propyl methacrylate, or alkyl. can give.
  • silica (SiO 2 ), alumina (Al 2 O 3 ) and titania (TiO 2 ) are preferable, silica (SiO 2 ) and alumina (Al 2 O 3 ) are more preferable, and silica (SiO 2 ). 2 ) is most preferred.
  • the organic fine particles used in the liquid run-off preventing agent are dispersed in a liquid run-off preventing agent composed of a polymerizable compound and / or a non-polymerizable compound, a thermal polymerization initiator and / or a photopolymerization initiator. If there is, there is no particular limitation.
  • Such organic fine particles are preferably heat-resistant resin fine particles having an amide bond, an imide bond, an ester bond or an ether bond.
  • a polyimide resin or a precursor thereof, a polyamideimide resin or a precursor thereof, and a polyamide resin are preferable.
  • the average primary particle diameter of the inorganic fine particles is preferably 1 nm to 1.0 ⁇ m, more preferably 3 nm to 400 nm, and most preferably 5 nm to 20 nm. When the average primary particle size is 1.0 ⁇ m or less, it easily mixes uniformly with other constituents of the liquid anti-flow-off agent and does not easily precipitate. If the thickness is 1 nm or more, the desired effect can be easily obtained.
  • the average primary particle diameter of the organic fine particles is preferably 0.5 ⁇ m to 100 ⁇ m, more preferably 1.0 ⁇ m to 70 ⁇ m, and most preferably 2.0 ⁇ m to 25 ⁇ m. If the average primary particle size is 100 ⁇ m or less, it is easy to mix uniformly with other components of the liquid anti-flow-off agent, and precipitation is difficult. Moreover, if it is 0.5 micrometer or more, the target effect will be easy to be acquired.
  • the inorganic fine particles and / or the organic fine particles are preferably contained in an amount of 1% to 20%, more preferably 2% to 18%, and most preferably 2% to 15%, based on the total mass of the liquid loss preventive agent.
  • the average primary particle diameter of the inorganic fine particles is preferably 5 nm to 15 nm.
  • ⁇ Measurement method of viscosity> The viscosity was measured by the following method.
  • a liquid run-off preventing agent 0.5 ml of the sample was used and measured using a cone / plate viscometer (Brookfield model: DV-II + Pro cone model: CPE-52). At this time, measurement was performed under the conditions of a temperature of 25.0 ° C. and a cone rotation speed of 5 rpm, and a value when the viscosity became almost constant was measured.
  • a 1.0 ml sample was used and measured using a cone / plate viscometer (Brookfield model: DV-II + Pro cone model: CPE-42). At this time, measurement was performed under the conditions of a temperature of 25.0 ° C. and a cone rotation speed of 5 rpm, and a value when the viscosity became almost constant was measured.
  • (Liquid polymerizable composition A1) 25.0 parts by mass of a (meth) acryloyl group-containing compound having a hydrogenated polyolefin structural unit, pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate] (manufactured by BASF) Name: IRGANOX 1010) 1.0 part by mass, 2-hydroxypropyl methacrylate (trade name; HPMA, manufactured by Mitsubishi Rayon Co., Ltd.) 3.5 parts by mass, terpene-based hydrogenated resin CLEARON (registered trademark) K100 (manufactured by Yasuhara Chemical Co., Ltd.) 24 1.0 part by mass, 14.5 parts by mass of lauryl acrylate (trade name: LA, manufactured by Osaka Organic Chemical Industry), hydrogenated polybutadiene polyol NISSO-PB GI-1000 (manufactured by Nippon Soda Co.,
  • Liquid spill prevention agent B1 (Meth) acryloyl group-containing compound having a polyolefin structural unit 70.0 parts by mass, isostearyl acrylate (trade name: ISTA, manufactured by Osaka Organic Chemical Industry Co., Ltd.) 10.0 parts by mass, 1-hydroxycyclohexyl phenyl ketone (manufactured by BASF) Name: Irgacure 184) 0.8 part by mass and 2,4,6-trimethylbenzoyldiphenylphosphine oxide (product name: SpeedCure TPO) 0.4 part by mass with a rotating / revolving mixer (Sinky Co., Ltd., product name) : Awatori Netaro ARE-310).
  • This blend was designated as a liquid runout inhibitor B1.
  • the viscosity at 25 ° C. of the liquid anti-flow agent B1 was 65000 mPa ⁇ s.
  • Liquid spill prevention agent B2 60.0 parts by mass of a (meth) acryloyl group-containing compound having a polyolefin structural unit, 10.0 parts by mass of isostearyl acrylate (trade name: ISTA, manufactured by Osaka Organic Chemical Industry Co., Ltd.), silica fine particles (manufactured by Nippon Aerosil Co., Ltd., AEROSIL) R974) 8 parts by mass, 1-hydroxycyclohexyl phenyl ketone (trade name: Irgacure 184) manufactured by BASF and 2,4,6-trimethylbenzoyldiphenylphosphine oxide (trade name: SpeedCure TPO) manufactured by Lambson.
  • Irgacure 184 1-hydroxycyclohexyl phenyl ketone
  • SpeedCure TPO 2,4,6-trimethylbenzoyldiphenylphosphine oxide
  • Curing rate indicates the reaction rate of the radical polymerizable compound, [(Number of charged functional groups of radical polymerizable compound) ⁇ (Number of unreacted functional groups of radical polymerizable compound)] / (Number of functional groups charged of radical polymerizable compound) It can ask for.
  • the radical polymerizable functional group is an acryloyl group
  • the acryloyl group can be quantified using a peak area in the vicinity of 810 cm ⁇ 1 by infrared spectroscopy, and this peak area and a reference peak area (845 to 820 cm).
  • Example 1 A bonded sample was prepared using a semi-automatic bonding apparatus JE1010B-D4 manufactured by Joyo Engineering Co., Ltd. As shown in FIG. 8, the bonded sample is prepared by preventing liquid loss between two glass plates (EG-XG manufactured by Dow Corning) having a short side of 50 mm, a long side of 80 mm, and a thickness of 0.7 mm. Bonding was performed by the following method with an agent and a liquid polymerizable composition interposed.
  • B2 is used as a liquid loss prevention agent and applied to the outer periphery of one glass plate.
  • the application shape at this time is as shown in FIG. That is, for the short side, the four corners are spaced by 4 mm and applied to the other part (width 2 mm, length 42 mm), and for the long side, the four corners are spaced by 4 mm and the other part (width 2 mm, length). 72 mm).
  • 3.5 mL of the liquid polymerizable composition A1 was applied to the portion constituting the center of gravity inside the glass plate.
  • the glass plate was turned upside down so that the surface coated with the liquid polymerizable composition A1 and the liquid run-off preventing agent B2 was on the lower side, and the other glass plate was lifted from the lower side at a rate of 0.5 mm / s.
  • the rising speed was changed to 0.11 mm / s at the timing when the liquid polymerizable composition A1 contacted another glass plate.
  • liquid polymeric composition A1 was pushed and expanded, making it raise at the speed
  • liquid polymerizable composition A1 spreads uniformly between two glass plates, a metal halide lamp is used and a condition of 180 mW / cm 2 with energy observed using an ultraviolet integrated photometer that detects light having a wavelength of 365 nm
  • the liquid polymerizable composition A1 and the liquid runout inhibitor B2 were polymerized and cured.
  • Example 1 A sample was prepared by the same method as in Example 1 except that B1 was used as the liquid loss prevention agent, and then the degree of protrusion was confirmed. The results are shown in Table 1.
  • Example 2 In the same manner as in Example 1, two glass plates (EG-XG manufactured by Dow Corning) having a short side of 50 mm ⁇ long side of 80 mm and a thickness of 0.7 mm were prepared and bonded together by the following method.
  • the liquid polymerizable composition A1 was applied to one glass surface.
  • the glass plate is turned upside down so that the surface to which the liquid polymerizable composition A1 is applied is on the lower side, and the other glass plate is raised from the lower side at a rising speed of 0.5 mm / s to obtain a liquid.
  • the rising speed was changed to a speed of 0.11 mm / s when the polymerizable composition A1 contacted another glass plate.
  • liquid polymeric composition A1 was pushed and expanded, making it raise at the speed
  • a metal halide lamp is used and a condition of 180 mW / cm 2 with energy observed using an ultraviolet integrated photometer that detects light having a wavelength of 365 nm.
  • the liquid polymerizable composition A1 was polymerized and cured.
  • the protruding state of the liquid polymerizable composition A1 when bonded by the above bonding method was confirmed by the same method as in Example 1.
  • the laminating method of the present invention can minimize the amount of the liquid polymerizable composition used during the production of the image display device, and the liquid polymerizable composition is less leaked. Can greatly contribute to sex.
  • a liquid flow-out preventing agent having a high shape-retaining power it is possible to minimize the thickness unevenness of the polymer after polymerization of the liquid polymerizable composition. It is possible to suppress the occurrence of defective products when manufacturing a product having a device, which is industrially useful.

Landscapes

  • Physics & Mathematics (AREA)
  • Nonlinear Science (AREA)
  • Mathematical Physics (AREA)
  • Chemical & Material Sciences (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Devices For Indicating Variable Information By Combining Individual Elements (AREA)

Abstract

L'invention concerne une méthode de collage consistant à placer une composition polymérisable liquide entre une partie base ayant une partie d'affichage d'image et un élément translucide, la perte de la composition polymérisable liquide étant éliminée. La méthode de collage consiste à placer la composition polymérisable liquide (4) entre la partie base (2) avec la partie d'affichage d'image et l'élément translucide (3), ce qui colle la partie base et l'élément translucide. La méthode de collage a une étape dans laquelle un inhibiteur de perte de liquide photodurcissable et/ou un inhibiteur de perte de liquide thermodurcissable (5) sont collés à la périphérie extérieure de la partie base (2) avec la partie d'affichage d'image ou l'élément translucide (3). L'inhibiteur de perte de liquide (5) a une valeur caractéristique d'aire d'étalement, qui est définie par la valeur de l'aire 30 secondes après le collage, de 103 à 150, lorsque l'aire immédiatement après le collage à la partie base (2) avec la partie d'affichage d'image ou l'élément translucide (3) est définie comme étant 100.
PCT/JP2014/001940 2013-04-26 2014-04-03 Méthode de collage et inhibiteur de perte de liquide Ceased WO2014174775A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2013094280 2013-04-26
JP2013-094280 2013-04-26

Publications (1)

Publication Number Publication Date
WO2014174775A1 true WO2014174775A1 (fr) 2014-10-30

Family

ID=51791364

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2014/001940 Ceased WO2014174775A1 (fr) 2013-04-26 2014-04-03 Méthode de collage et inhibiteur de perte de liquide

Country Status (2)

Country Link
TW (1) TW201504720A (fr)
WO (1) WO2014174775A1 (fr)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001083531A (ja) * 1999-09-16 2001-03-30 Advanced Display Inc 液晶表示装置用シール剤組成物およびこのシール剤を用いた液晶表示装置
JP2002069160A (ja) * 1999-12-14 2002-03-08 Mitsui Chemicals Inc 液晶表示セル用シール剤、液晶表示セルシール剤用組成物及び液晶表示素子
JP2009186963A (ja) * 2007-07-17 2009-08-20 Sony Chemical & Information Device Corp 樹脂組成物及び画像表示装置
WO2011055799A1 (fr) * 2009-11-05 2011-05-12 旭硝子株式会社 Procédé pour produire un stratifié
WO2013035723A1 (fr) * 2011-09-05 2013-03-14 積水化学工業株式会社 Adhésif pour la liaison d'une plaque avant pour des dispositifs d'affichage, ensemble adhésif pour liaison de la plaque avant pour des dispositifs d'affichage, procédé de fabrication d'un dispositif d'affichage et dispositif d'affichage

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001083531A (ja) * 1999-09-16 2001-03-30 Advanced Display Inc 液晶表示装置用シール剤組成物およびこのシール剤を用いた液晶表示装置
JP2002069160A (ja) * 1999-12-14 2002-03-08 Mitsui Chemicals Inc 液晶表示セル用シール剤、液晶表示セルシール剤用組成物及び液晶表示素子
JP2009186963A (ja) * 2007-07-17 2009-08-20 Sony Chemical & Information Device Corp 樹脂組成物及び画像表示装置
WO2011055799A1 (fr) * 2009-11-05 2011-05-12 旭硝子株式会社 Procédé pour produire un stratifié
WO2013035723A1 (fr) * 2011-09-05 2013-03-14 積水化学工業株式会社 Adhésif pour la liaison d'une plaque avant pour des dispositifs d'affichage, ensemble adhésif pour liaison de la plaque avant pour des dispositifs d'affichage, procédé de fabrication d'un dispositif d'affichage et dispositif d'affichage

Also Published As

Publication number Publication date
TW201504720A (zh) 2015-02-01

Similar Documents

Publication Publication Date Title
JP6072000B2 (ja) 重合性組成物、重合物、画像表示装置およびその製造方法
JP6124916B2 (ja) 重合性組成物、重合物、光学用粘着シート、画像表示装置およびその製造方法
CN105308082B (zh) 光固化性树脂组合物和图像显示装置的制造方法
WO2013146015A1 (fr) Composition polymérisable, polymère, feuille adhésive, procédé de fabrication de dispositif d'affichage d'image et dispositif d'affichage d'image
TW201041747A (en) Optical assembly having a display panel and methods of making and disassembling same
CN107922556B (zh) 光固化性树脂组合物和图像显示装置的制造方法
KR20030025914A (ko) 대전방지 하드코트용 조성물, 대전방지 하드코트, 그제조방법 및 대전방지 하드코트를 갖는 적층체 필름
CN110930864B (zh) 图像显示装置的制造方法
WO2016163153A1 (fr) Composition adhésive photodurcissable
EP3332960A1 (fr) Procédé de fabrication d'un élément optique
CN106459726A (zh) 触控面板用紫外线固化型树脂组合物、使用了该组合物的贴合方法和物品
CN105518764B (zh) 光学构件的制造方法及用于该制造方法的紫外线固化型树脂组合物
WO2014192502A1 (fr) Composition polymérisable, polymère, feuille adhésive optique, dispositif d'affichage d'image et son procédé de production
JP6499406B2 (ja) 光学部材の製造方法及びそれに用いる硬化性樹脂組成物
CN106575052A (zh) 光学构件的制造方法和用于该方法的固化性树脂组合物
US10647895B2 (en) Interlayer filler material for touch panels, and touch panel laminate
WO2014174775A1 (fr) Méthode de collage et inhibiteur de perte de liquide
KR20130040683A (ko) 디스플레이 패널을 갖는 광학 조립체 및 그의 제조 및 분해 방법
JP6904161B2 (ja) 画像表示装置の製造方法
WO2017038845A1 (fr) Composition de résine photodurcissable et procédé de fabrication de dispositif d'affichage d'image
WO2016104525A1 (fr) Composition de résine photodurcissable, dispositif d'affichage d'image et procédé de fabrication de celui-ci
WO2014174774A1 (fr) Procédé de liaison
JP2017052864A (ja) 光硬化性樹脂組成物、画像表示装置及びその製造方法
SG174593A1 (en) Optical assembly having a display panel and methods of making and disassembling same

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 14787946

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 14787946

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: JP