CN109609070A

CN109609070A - Display adhesive, optical component, touch panel, liquid crystal sealing agent or encapsulant and liquid crystal display

Info

Publication number: CN109609070A
Application number: CN201811094247.9A
Authority: CN
Inventors: 寺田究; 桑原博; 桑原博一; 桥本昌典
Original assignee: Nippon Kayaku Co Ltd
Current assignee: Nippon Kayaku Co Ltd
Priority date: 2017-09-19
Filing date: 2018-09-19
Publication date: 2019-04-12
Also published as: KR20190032222A; TW201915129A

Abstract

The present invention relates to display adhesive and optical components.The present invention provides a kind of display adhesive, to the high sensitivity of light, remains to be sufficiently hardened even if by low-energy light and high the hardenability of the part of inabundant irradiation.Display adhesive of the invention contains ingredient (A): Photoepolymerizationinitiater initiater shown in following formula (1)；And ingredient (B): the display adhesive of photo-polymerization type compound；In formula (1), X indicates to remove substituent group shown in the resulting residue of n hydrogen atom or following formula (1-1) from the saturated hydrocarbons containing circular structure；When X is to remove the resulting residue of n hydrogen atom from the saturated hydrocarbons containing circular structure, n indicates 1 to 6 integer, when X is substituent group shown in formula (1-1), n expression 1.R₁To R₇Indicate set substituent group；In formula (1-1), R₈Indicate alkylidene or arlydene；R₉Indicate the alkyl of hydrogen atom or carbon number 1 to 4；Y indicates oxygen atom or sulphur atom.

Description

Display adhesive, optical component, touch panel, liquid crystal sealing agent or encapsulant And liquid crystal display

Technical field

The present invention relates to a kind of display adhesive, in particular to a kind of light containing the compound comprising specific structure The display adhesive of polymerization initiator and photo-polymerization type compound.Adhesive bonding agent

Background technique

Photocurable resin composition is widely used in display encapsulant, solar cell encapsulant and semiconductor package Fill the purposes of the electronic components encapsulants such as agent.For the particular use of display encapsulant, it can be mentioned, for example: liquid crystal is used Sealant or encapsulant, organic el display encapsulant and touch panel adhesive etc., but described on the way, it is desirable that It is few with outgassing that is excellent indurative while generating, and the common characteristic of damage will not be caused to display component.

Commonly known photocurable resin composition has the advantages that outgassing is few simultaneously with excellent hardenability.However, Due to not carrying out sclerous reaction in the part that light can not arrive at, therefore use the design of the object part of photocurable resin composition Freedom degree is limited, this thing is considered as very big disadvantage.

Engineering method liquid crystal sealing agent (hereinafter, being recorded as " liquid crystal sealing agent " or " sealant ") is used on the way under liquid crystal drop, Can because the wiring part of the multiple substrate of LCD assembly, base plate of color light filter black matrix part due to result from liquid crystal close Envelope agent does not shine the light shielding part of light, and the bad problem of the display near sealing becomes more deep than in the past also.I.e. because hiding The presence in light portion and make to be become inadequate by a photogenic underhardening, remained in liquid crystal sealing agent a large amount of unhardened Ingredient.It is carried out in this case by when post-curing step, will lead to Yin Re caused by heat and promote the unhardened ingredient pair The dissolution of liquid crystal as a result, and having the bad problem of display caused near sealing.

In addition, display unit and touch sensor are given although motion has in touch panel adhesive applications Touch panel structure provided made of fitting, wherein the touch sensor is pasted in optical substrates such as the glass plates for being formed with transparent electrode Made by the transparent protection plate for closing glass system or resin.However, promoting pair of display image in the transparent protection plate Than and band-like light shielding part is formed in outer most edge, therefore the hardening of the adhesive of light shielding part becomes inadequate, the result is that there is generation aobvious Show non-uniform problem.

In order to solve this problem, it just improves heat reactivity and carries out various self-criticism.

For example, making the not rapid reaction from low temperature by the adequately hardened liquid crystal sealing agent of light in light shielding part, with suppression The trial of liquid crystal pollution processed.The open method for using hot radical polymerization initiator of patent document 1 and 2.In addition, patent document 3 Method of the polybasic carboxylic acid as hardening accelerator is used to 5 disclosures.

However, hot radical polymerization initiator efficiency to be made generates free radicals well, molecular weight small must arrive certain Degree is easy to be dissolved in liquid crystal though the reactivity of low molecular compound is excellent, therefore caused by hot radical polymerization initiator itself Liquid crystal pollution can become problem.

In addition, also having the situation not being available according to purposes using moisture-proof reliability may be undermined when polybasic carboxylic acid.

Patent document 6 is open to make uv-hardening resin contain organic peroxide, heat after uv irradiation and Carry out the technology of the hardening of resin of light shielding part part.Damage is caused to liquid crystal display etc. however, having heating stepses Doubt.In addition, in order to make resin become adequately hardened state, it usually needs 60 minutes or more heating stepses, therefore have production Property difference problem.

In addition, the outer side surface side of the open forming face from light shielding part of patent document 7 irradiates ultraviolet light and carries out light shielding part Hardening of resin technology.However, can be difficult to irradiate ultraviolet light from side according to the shape of liquid crystal display, therefore this method It is restricted.

[existing technical literature]

[patent document]

[patent document 1] Japanese Unexamined Patent Publication 2004-126211 bulletin

[patent document 2] Japanese Unexamined Patent Publication 2009-8754 bulletin

[patent document 3] International Publication 2007/138870

[patent document 4] Japanese Unexamined Patent Publication 2008-15155 bulletin

[patent document 5] Japanese Unexamined Patent Publication 2009-139922 bulletin

[patent document 6] Japanese Patent No. 4711354

[patent document 7] Japanese Unexamined Patent Publication 2009-186954 bulletin.

Summary of the invention

(the invention project to be solved)

The present invention relates to the light by ultraviolet light, luminous ray to irradiate the display adhesive hardened, and the present invention Even if technical solution remain to adequately hardened display adhesive to the high sensitivity of light, by low-energy light.The bonding The hardenability of the part of the inabundant irradiation of agent is also high, even and being shone in view of the damage to other components with low-energy light Penetrating still has sufficient hardenability, therefore can be used for the sealant of liquid crystal display structure cell (Liquid crystal display cell) Or the displays part purposes such as fitting of encapsulant and touch panel.

(mode for solving project)

It is that the inventors of the present invention attentively examine as a result, discovery by using contain the compound comprising specific structure photopolymerization The display of initiator and photo-polymerization type compound is able to solve the above problem with adhesive (photocurable resin composition), then Complete the present invention.

I.e. the present invention relates to following the description:

(1) a kind of display adhesive, contains: ingredient (A): Photoepolymerizationinitiater initiater shown in following formula (1)；And ingredient (B): photo-polymerization type compound；

In formula (1), X indicates to remove the resulting residue of n hydrogen atom or following formula (1- from the saturated hydrocarbons containing circular structure 1) substituent group shown in,

In formula (1-1), R₈Indicate alkylidene or arlydene.R₉Indicate the alkyl of hydrogen atom or carbon number 1 to 4.Y indicates that oxygen is former Son, sulphur atom or NR₁₀。R₁₀Indicate the alkyl of hydrogen atom or carbon number 1 to 4.

When X is to remove the resulting residue of n hydrogen atom from the saturated hydrocarbons containing circular structure, the integer of n expression 1 to 6.R₁ Indicate hydrogen atom, hydroxyl, alkoxy or other organic groups.R₂To R₆Separately indicate hydrogen atom, halogen atom, hydroxyl, alkane Oxygroup, sulfydryl, sulfide base, silylation, silanol group, nitro, nitroso, cyano, sulfinic acid base, sulfonic group, sulfonic acid foundation (sulfonato), phosphino-, phosphinyl (phosphinyl), phosphono (phosphono), phosphonic acids foundation (phosphonato), Amido, ammonium or other organic groups, there are multiple each R₂To R₆Group that can be identical each other or different.In addition, from same R present on one phenyl ring₂To R₆In more than the two for selecting can be bonded and form ring structure.R₇Indicate hydrogen atom.

When the substituent group shown in X expression (1-1), n indicates 1.R₁It indicates hydrogen atom, hydroxyl, alkoxy or other is organic Group.R₂、R₃、R₅And R₆Separately indicate hydrogen atom, halogen atom, hydroxyl, alkoxy, sulfydryl, sulfide base, silylation, Silanol group, nitro, nitroso, cyano, sulfinic acid base, sulfonic group, sulfonic acid foundation, phosphino-, phosphinyl, phosphono, phosphonic acids foundation, Amido, ammonium or other organic groups, there are multiple each R₂、R₃、R₅And R₆Group that can be identical each other or different.In addition, In R present on same phenyl ring₂With R₃It can be bonded and be formed ring structure, in R present on same phenyl ring₅With R₆Simultaneously shape can be bonded At ring structure.R₄In an expression sulfur-bearing ehter bond organic group, others indicate the organic groups of hydrogen atoms or sulfur-bearing ehter bond.This Outside, R₄The organic group of represented sulfur-bearing ehter bond can be with R₃Or R₅It is bonded and forms ring structure.R₇Indicate hydrogen atom or carbon number 1 to 4 Alkyl.

(2) the display adhesive as described in preceding paragraph (1), wherein X is substituent group shown in formula (1-1).

(3) the display adhesive as described in preceding paragraph (1), wherein X is to remove n from the saturated hydrocarbons containing circular structure The resulting residue of hydrogen atom.

(4) the display adhesive as described in preceding paragraph (3), wherein compound shown in formula (1) is shown in following formula (2) Compound,

In formula (2), R₁To R₆It indicates and the R in preceding paragraph (1) described above-mentioned formula (1)₁To R₆Identical meaning.A indicates sub- ring Alkane (cycloalkylene) base.D indicates alkylidene.

(5) the display adhesive as described in any one of preceding paragraph (1) to (4), wherein the ingredient (B) include at Divide (B-1): acyclic compound and/or (methyl) acyclic compound.

(6) the display adhesive as described in preceding paragraph (5), wherein the ingredient (B-1) includes acrylate monomer And/or (methyl) acrylate monomer.

(7) the display adhesive as described in preceding paragraph (5), wherein the ingredient (B-1) includes selected from by amine ester (first Base) acrylate oligomer, (methyl) acrylate oligomer with polyisoprene skeleton and have polybutadiene skeleton One or more of the group that is constituted of (methyl) acrylate oligomer (methyl) acrylate oligomer.

(8) the display adhesive as described in any one of preceding paragraph (1) to (4), wherein the ingredient (B) include at Divide (B-2): epoxide.

(9) the display adhesive as described in any one of preceding paragraph (1) to (4) also contains ingredient (C): organic filler And/or ingredient (D): inorganic filler.

(10) the display adhesive as described in preceding paragraph (9), wherein the ingredient (C) includes selected from by amine ester particle One of the group that son, acrylic particles, styrene particulate, styrene alkene particulate and poly- silicon oxygen particulate are constituted Above organic filler.

(11) the display adhesive as described in any one of preceding paragraph (1) to (4) also contains ingredient (E): silane coupling Agent.

(12) a kind of optical component is formed comprising display described in any one of preceding paragraph (1) to (11) with adhesive Hardening thing.

(13) a kind of touch panel has optical component described in preceding paragraph (12).

(14) a kind of liquid crystal sealing agent or liquid crystal display structure cell encapsulant use any one of preceding paragraph (1) to (11) The display adhesive.And

(15) a kind of liquid crystal display structure cell includes liquid crystal sealing agent described in preceding paragraph (14) or the encapsulation of liquid crystal display structure cell Dosage form at hardening thing.

(The effect of invention)

Even if display of the invention still shows sufficient hardenability by low-energy light with adhesive, therefore has for liquid crystal The sealant or encapsulant and the fitting of touch panel etc. of display structure cell have the display part purposes of shading light part.

Detailed description of the invention

The signal for the step of Fig. 1 (a), Fig. 1 (b) and Fig. 1 (c) are the embodiments to manufacture optical component of the invention Figure.

Fig. 2 is the schematic diagram for indicating the constructive embodiment of optical component of the invention.

Fig. 3 (a) is the effect picture that only UV irradiates of embodiment 1 of display adhesive of the invention.

Fig. 3 (b) is the effect picture that only UV irradiates of comparative example 1 of display adhesive of the invention.

Fig. 3 (c) be display adhesive of the invention embodiment 1 UV irradiation after, 120 DEG C thermmohardening 1 hour Effect picture.

Fig. 3 (d) be display adhesive of the invention comparative example 1 UV irradiation after, 120 DEG C thermmohardening 1 hour Effect picture.

Fig. 4 (a) be display adhesive of the invention embodiment 2 UV irradiation after, 120 DEG C thermmohardening 1 hour Effect picture.

Fig. 4 (b) be display adhesive of the invention embodiment 3 UV irradiation after, 120 DEG C thermmohardening 1 hour Effect picture.

Fig. 4 (c) be display adhesive of the invention embodiment 4 UV irradiation after, 120 DEG C thermmohardening 1 hour Effect picture.

Fig. 4 (d) be display adhesive of the invention comparative example 2 UV irradiation after, 120 DEG C thermmohardening 1 hour Effect picture.

Description of symbols

1 liquid crystal display

2 transparent substrates with light shielding part

3 transparent substrates

4 light shielding parts

5 display adhesives

The 6 hardening nitride layer with uncured part

7 hardening of resin nitride layer

8 ultraviolet lights.

Specific embodiment

[Photoepolymerizationinitiater initiater of the ingredient (A) containing compound shown in formula (1)]

Photoepolymerizationinitiater initiater contained by display adhesive of the invention (ingredient (A)) contains following formula (1) shownization Close object.

In formula (1), X is indicated from the saturated hydrocarbons removal resulting residue of n hydrogen atom containing circular structure (hereinafter, also referred to as For " saturation hydrocarbon residue ") or following formula (1-1) shown in substituent group.

In compound shown in formula (1), when X indicates saturation hydrocarbon residue and when expression (1-1), R₁To R₇And n expression Meaning is different, hereinafter, being divided into situation (i) with (ii) to illustrate.

(i) X indicates the case where removing n hydrogen atom resulting residue from the saturated hydrocarbons containing circular structure

For being saturated ring structure contained by hydrocarbon residue represented by X, three to ten Yuans ring filling hydrocarbon, the saturation can be enumerated Ring structure contained by hydrocarbon residue is one or more.It can be enumerated with regard to the concrete example of ring structure contained by saturation hydrocarbon residue: ring The structures such as propane ring, cyclobutane ring, pentamethylene ring, cyclohexane ring, adamantane ring.The ring structure can have substituent group.

When X indicates to remove n hydrogen atom resulting residue from the saturated hydrocarbons containing circular structure, the integer of n expression 1 to 6.Compared with Preferably n is 2 (integers).

Illustrate that X indicates R when removing the resulting residue of n hydrogen atom from the saturated hydrocarbons containing circular structure₁To R₇。

In formula (1), R₁Indicate hydrogen atom, hydroxyl, alkoxy or other organic groups.

The R of formula (1)₁Represented alkoxy is more preferably the alkoxy of carbon number 1 to 18, for its concrete example, can be arranged It lifts: methoxyl group, ethyoxyl, positive propoxy, isopropoxy, n-butoxy, isobutoxy, sec-butoxy, tert-butoxy, positive penta oxygen Base, isoamoxy, neopentyl oxygen, positive hexyloxy and positive dodecyl oxygroup etc..

With regard to the R of formula (1)₁For the concrete example of represented organic group, can enumerate: the alkyl of carbon number 1 to 18, carbon number 2 to 18 alkenyl, the alkynyl of carbon number 2 to 18, the aryl of carbon number 6 to 12, the acyl group of carbon number 1 to 18, the aroyl of carbon number 7 to 18, nitre Base, cyano, the alkylthio group of carbon number 1 to 18 and halogen atom, substituted or unsubstituted amido etc..

With regard to the R as formula (1)₁For the alkyl of the carbon number 1 to 18 of the concrete example of represented organic group, it can enumerate: first It is base, ethyl, n-propyl, isopropyl, normal-butyl, isobutyl group, sec-butyl, tert-butyl, n-pentyl, n-hexyl, n-heptyl, just pungent The straight-chains such as base, n-nonyl, positive decyl, positive hendecyl and positive dodecyl or branch's chain state alkyl and cyclopropyl, cyclobutyl, The cyclic alkyls such as cyclopenta and cyclohexyl are more preferably the alkyl of carbon number 2 to 6, more preferably the straight-chain of carbon number 2 to 6 or point Branched-chain alkyl.

With regard to the R as formula (1)₁For the alkenyl of the carbon number 2 to 18 of the concrete example of represented organic group, it can enumerate: second Alkenyl, acrylic, 1- cyclobutenyl, isobutenyl, 1- pentenyl, 2- pentenyl, 2-methyl-1-butene alkenyl, 3-methyl-1-butene Base, 2- methyl-2-butene base, 2,2- dicyanoethenyl, 2- cyano -2- methyl carboxy vinyl and 2- cyano -2- methyl sulfone Vinyl etc..

With regard to the R as formula (1)₁For the alkynyl of the carbon number 2 to 18 of the concrete example of represented organic group, acetylene can be enumerated Base, 1- propinyl and 1- butynyl etc..

With regard to the R as formula (1)₁For the aryl of the carbon number 6 to 12 of the concrete example of represented organic group, benzene can be enumerated Base, naphthalene and tolyl etc. are more preferably the aryl of carbon number 6 to 10.

With regard to the R as formula (1)₁For the acyl group of the carbon number 1 to 18 of the concrete example of represented organic group, it can enumerate: first Acyl group, acetyl group, ethylcarbonyl group, n-propyl carbonyl, Isopropylcarbonyl, n-butylcarbonyl, n-pentylcarbonyl, isopentyl carbonyl, Neopentyl carbonyl, 2- methylbutylcarbonyl and nitrobenzene methyl carbonyl etc..

With regard to the R as formula (1)₁For the aroyl of the carbon number 7 to 18 of the concrete example of represented organic group, benzene can be enumerated Formoxyl, toluyl groups, naphthoyl and phthalyl etc..

With regard to the R as formula (1)₁For the alkylthio group of the carbon number 1 to 18 of the concrete example of represented organic group, it can enumerate: Methyl mercapto, ethylmercapto group, positive rosickyite base, isopropyisulfanyl, positive butylthio, isobutylthio, secondary butylthio, tertiary butylthio, positive penta sulfenyl, Isopentylthio, 2- methylbutylthio, 1- methylbutylthio, new penta sulfenyl, 1,2- dimethyl propylene sulfenyl and 1,1- dimethyl rosickyite Base etc..

With regard to the R as formula (1)₁For the halogen atom of the concrete example of represented organic group, it is former that fluorine atom, chlorine can be enumerated Son, bromine atom and iodine atom.

R in formula (1)₁It is more preferably hydroxyl, alkoxy or dialkyl group substituted amido, more preferably hydroxyl, carbon number 1 to 18 Alkoxy or dialkyl group substituted amido (carbon number of a substitution alkyl is 1 to 12), still more preferably from hydroxyl, carbon number 1 to 6 Alkoxy or dialkyl group substituted amido (carbon number of a substitution alkyl is 1 to 6), are particularly preferably hydroxyl, the alcoxyl of carbon number 1 to 4 Base or dialkyl group substituted amido (carbon number of a substitution alkyl is 1 to 4), most preferably hydroxyl.

In formula (1), R₂To R₆Separately indicate hydrogen atom, halogen atom, hydroxyl, alkoxy, sulfydryl, sulfide base, silicon Alkyl, silanol group, nitro, nitroso, cyano, sulfinic acid base, sulfonic group, sulfonic acid foundation, phosphino-, phosphinyl, phosphono, phosphonic acids Foundation, amido, ammonium or other organic groups, there are multiple each R₂To R₆Group that can be identical each other or different.In addition, From in R present on same phenyl ring₂To R₆In more than the two for selecting can be bonded and be formed ring structure, which may include miscellaneous The bond of atom.

With regard to the R of formula (1)₂To R₆For represented halogen atom, it can enumerate and the R as formula (1)₁Represented organic group Concrete example the identical halogen atom of halogen atom.

With regard to the R of formula (1)₂To R₆For represented alkoxy, it can enumerate and the R of formula (1)₁Represented alkoxy is identical Alkoxy.

With regard to the R of formula (1)₂To R₆It for the concrete example of represented organic group, can enumerate: alkyl, aryl, aralkyl, halogenation Alkyl, isocyano group, cyanato- (cyanato group), isocyanate group (isocyanato group), thiocyano, isothiocyano, Alkoxy carbonyl, amine formyl, amine formyl sulfide base, carboxyl, carboxylate, acyl group, acyloxy, hydroxyl imide base etc..

With regard to the R as formula (1)₂To R₆For the alkyl of the concrete example of represented organic group, aryl and acyl group, it can enumerate With the R as formula (1)₁The alkyl of the concrete example of represented organic group, aryl and the identical alkyl of acyl group, aryl and acyl group.

The organic group can bond containing hetero atom other than hydrocarbon etc. in the organic group, and the organic group can have Substituent group other than alkyl, the either straight-chain or branch's chain state all may be used.R₂To R₆In organic group be usually that monovalence is organic Base, but when forming aftermentioned cyclic structure etc., the above organic group of divalent can be become.

The R of formula (1)₂To R₆Bond other than the alkyl that represented organic group can contain in its structure, as long as will not damage And effect of the present invention is not particularly limited, but it can be mentioned, for example: ehter bond, thioether bond, carbonyl key, thion key, ester bond, amido bond, amine Ester bond, carbonic acid ester bond, sulphonyl key, sulfenyl key, azo bond etc..For an example, when the alkyl for belonging to organic group includes thioether " organic group containing the bond other than alkyl " when key can enumerate alkylthio group, alkylthio group alkylidene and mercaptan and replace alkyl.Just For the point of heat resistance, the bond other than alkyl in organic group be more preferably ehter bond, thioether bond, carbonyl key, thion key, ester bond, Amido bond, amine ester bond, imine linkage (- N=C (- R)-,-C (=NR)-: here, R is hydrogen atom or organic group), carbonic acid ester bond, sulphur Acyl key, sulfenyl key.

The R of formula (1)₂To R₆Substituent group other than the alkyl that represented organic group can contain in its structure, as long as will not Effect of the present invention is undermined to be not particularly limited, it can be mentioned, for example: halogen atom, hydroxyl, sulfydryl, sulfide base, cyano, isocyano group, Cyanato-, isocyanate group, thiocyano, isothiocyano, silylation, silanol group, alkoxy, alkoxy carbonyl, amine formyl, amine sulphur Formoxyl, nitro, nitroso, carboxyl, carboxylate, acyl group, acyloxy, sulfinic acid base, sulfonic group, sulfonic acid foundation, phosphino-, oxygen Phosphino-, phosphono, phosphonic acids foundation, hydroxyl imide base, saturation or unsaturated alkyl ether, saturation or unsaturated alkyl sulfenyl ether Base, aryl ether and artyl sulfo ether, amido (- NH₂,-NHR ,-NRR ': here, R and R ' separately be alkyl), Ammonium etc..Hydrogen atom contained by substituent group described above can replace through alkyl.In addition, alkyl contained by substituent group described above can For any one of straight-chain, branch's chain state and ring-type.Wherein, with regard to R₂To R₆Represented organic group can contain in its structure Alkyl other than substituent group for, be more preferably halogen atom, hydroxyl, sulfydryl, sulfide base, cyano, isocyano group, cyanato-, Isocyanate group, thiocyano, isothiocyano, silylation, silanol group, alkoxy, alkoxy carbonyl, amine formyl, amine formyl sulfide base, Nitro, nitroso, carboxyl, carboxylate, acyl group, acyloxy, sulfinic acid base, sulfonic group, sulfonic acid foundation, phosphino-, phosphinyl, phosphine Acyl group, phosphonic acids foundation, hydroxyl imide base, saturation or unsaturated alkyl ether, saturation or unsaturated alkyl sulfenyl ether, aryl ether Base and artyl sulfo ether.

In addition, R₂To R₆Both of above can be bonded and become cyclic structure.The cyclic structure can be saturation or insatiable hunger With ester ring type hydrocarbon, heterocycle and condensed ring and two or more group in the group being made of the ester ring type hydrocarbon, heterocycle and condensed ring Structure made of conjunction.Such as R₂To R₆Both of above can be bonded and share R₂To R₆The atom on phenyl ring that is bonded and shape At condensed ring such as naphthalene, anthracene, phenanthrene, indenes.

The X of formula (1) is when removing the resulting residue of n hydrogen atom from the saturated hydrocarbons containing circular structure, more preferably to take For base R₂To R₆Middle importing 1 or more substituent group (for changing, R₂To R₆And not all is all hydrogen atom).That is R₂To R₆In at least 1 can have halogen atom, hydroxyl, sulfydryl, sulfide base, silylation, silanol group, nitro, nitroso, sulfinic acid base, sulfonic group, Sulfonic acid foundation, phosphino-, phosphinyl, phosphono, phosphonic acids foundation, amido, ammonium or other organic groups.By in substituent R₂Extremely R₆Middle importing at least one substituent group as described above can adjust the wavelength of the light absorbed, can also be absorbed by importing substituent group Desired wavelength.In addition, the substituent group of the conjugated chain of aromatic ring can be extended by importing, absorbing wavelength can be converted to length Wavelength.In particular, for can absorbing and being substantially converted to the point of long wavelength, more preferably for by the sulfydryl of sulfur atom-containing, sulfide Base, which imports, is used as substituent R₂To R₆The case where.In addition, dissolubility can be promoted, mix with combined macromolecule predecessor by having The situation of property.Also there is the absorbing wavelength it is contemplated that combined macromolecule predecessor as a result, while promoting display and using and gluing The situation of the sensitivity of the composition of mixture.

With regard to the R of formula (1)₂To R₆It for the more preferably concrete example of represented organic group, can enumerate: methyl, ethyl, propyl The alkyl of equal carbon numbers 1 to 20；The naphthenic base of the carbon numbers 4 to 23 such as cyclopenta, cyclohexyl；The carbon numbers such as cyclopentenyl, cyclohexenyl group 4 to 23 cycloalkenyl；The aryloxy alkyl (- ROAr of the carbon numbers 7 to 26 such as phenoxymethyl, 2- Phenoxyethyl, 4- phenoxy group butyl Base)；The aralkyl of the carbon numbers 7 to 20 such as benzyl, 3- phenyl propyl；Cyano methyl, beta-cyano ethyl etc. have the carbon number 2 of cyano To 21 alkyl；Hydroxymethyl etc. has the alkyl of the carbon number 1 to 20 of hydroxyl；The alcoxyl of the carbon numbers 1 to 20 such as methoxyl group, ethyoxyl Base；Acetamido, benzene sulfonamido (C₆H₅SO₂NH₂) etc. carbon numbers 2 to 21 amide groups；The carbon numbers such as methyl mercapto, ethylmercapto group 1 to 20 alkylthio group (- SR base)；The acyl group of the carbon numbers 1 to 20 such as acetyl group, benzoyl；The carbon numbers such as methoxycarbonyl, acetoxyl group 2 To 21 ester group (- COOR base and-OCOR base)；The aryl of the carbon numbers 6 to 20 such as phenyl, naphthalene, xenyl, tolyl；Through pushing away electricity The aryl for the carbon number 6 to 20 that subbase and/or electron withdrawing group replace；Pushed away benzyl, cyanogen that electronics base and/or electron withdrawing group replace Base and methyl mercapto (- SCH₃).In addition, the moieties can be straight-chain, branch's chain state or ring-type.

In addition, the X of formula (1) is R when removing the resulting residue of n hydrogen atom from the saturated hydrocarbons containing circular structure₂To R₆, For the point of absorbing wavelength meeting long wavelengthization, also it is bonded with above-mentioned 2 or more and shares R₂To R₆On the phenyl ring being bonded Atom and for more preferably the case where form the condensed ring such as naphthalene, anthracene, phenanthrene or indenes.

In addition, and R₂To R₆In the compound of not hydroxyl compare, in R₂To R₆Middle at least one is the compound of hydroxyl In the case of, the dissolubility of alkaline aqueous solution etc. is promoted, the absorbing wavelength of compound shown in same up-to-date style (1) can long wavelengthization.

R in formula (1)₂To R₆More preferably being is all hydrogen atom or R₂、R₃、R₅And R₆For hydrogen atom and R₄For alkane The organic group of oxygroup or sulfur-bearing ehter bond.

More specifically, the X of formula (1) is formula when removing n hydrogen atom resulting residue from the saturated hydrocarbons containing circular structure (1) R in₂To R₆More preferably being is all hydrogen atom or R₂、R₃、R₅And R₆For hydrogen atom and R₄For alkoxy.

In addition, the X of formula (1) is when removing the resulting residue of n hydrogen atom from the saturated hydrocarbons containing circular structure, in formula (1) R₇Indicate hydrogen atom.

(ii) the case where substituent group shown in X expression (1-1)

Firstly, illustrating substituent group shown in following formula represented by X (1-1).

In formula (1-1), R₈Indicate alkylidene or arlydene.

The R of formula (1-1)₈Represented alkylidene, which refers to from saturated hydrocarbons, removes two resulting bivalence linking bases of hydrogen atom, Other than the saturated hydrocarbons is if ring-type, be then not limited to any of straight-chain or branch's chain state, but more preferably for from carbon number 1 to 6 straight-chain or the saturated hydrocarbons of branch's chain state remove two resulting bivalence linking bases of hydrogen atom, more preferably from carbon number 1 to 4 Straight-chain or branch's chain state saturated hydrocarbyl in remove two resulting bivalence linking bases of hydrogen atom, still more preferably from methylene Base, ethylidene or sub- n-propyl.

The R of formula (1-1)₈Represented arlydene refers to two hydrogen atoms resulting two of removal from aromatic hydrocarbon compound Valence concatenating group.For the concrete example for the aromatic hydrocarbon compound that arlydene can be become, benzene, naphthalene, anthracene, phenanthrene, pyrene and Fluorene can be enumerated Deng.

With regard to the R of formula (1-1)₉For the alkyl of represented carbon number 1 to 4, it can enumerate in the R as formula (1)₁Represented The alkyl that carbon number is 1 to 4 in the alkyl recorded in the paragraph of the alkyl of the carbon number 1 to 18 of the concrete example of organic group.

With regard to the R in formula (1-1)₉For, more preferably to be separately hydrogen atom or methyl.

In formula (1-1), Y indicates oxygen atom, sulphur atom or NR₁₀, R₁₀Indicate the alkyl of hydrogen atom or carbon number 1 to 4.

With regard to R₁₀For the alkyl of represented carbon number 1 to 4, it can enumerate in the R as formula (1)₁Represented organic group The alkyl that carbon number is 1 to 4 in the alkyl recorded in the paragraph of the alkyl of the carbon number 1 to 18 of concrete example.

It is more preferably oxygen atom or sulphur atom, more preferably oxygen atom for the Y in formula (1-1).

Illustrate R when X is substituent group shown in formula (1-1)₁To R₇。

When X is substituent group shown in formula (1-1), R₁Indicate hydrogen atom, hydroxyl, alkoxy or other organic groups.R₁It is specific Example can be enumerated and above-mentioned " (i) X indicates the case where removing n hydrogen atom resulting residue from the saturated hydrocarbons containing circular structure " place The R of explanation₁The identical organic group of the concrete example of represented organic group.

In addition, the R for preferred embodiment, when the X of formula (1) is substituent group shown in formula (1-1), in formula (1)₁More preferably For hydroxyl or alkoxy, the more preferably alkoxy of hydroxyl or carbon number 1 to 6, still more preferably from hydroxyl or the alcoxyl of carbon number 1 to 4 Base is particularly preferably hydroxyl.

When X is substituent group shown in formula (1-1), R₂、R₃、R₅And R₆Separately indicate hydrogen atom, halogen atom, hydroxyl, alkane Oxygroup, sulfydryl, sulfide base, silylation, silanol group, nitro, nitroso, cyano, sulfinic acid base, sulfonic group, sulfonic acid foundation, Phosphino-, phosphinyl, phosphono, phosphonic acids foundation, amido, ammonium or other organic groups, there are multiple each R₂、R₃、R₅And R₆ Group that can be identical each other or different.In R present on same phenyl ring₂With R₃It can be bonded and be formed ring structure, on same phenyl ring Existing R₅With R₆It can be bonded and form ring structure.

R₂、R₃、R₅And R₆Concrete example can enumerate with it is above-mentioned " (i) X indicate from containing circular structure saturated hydrocarbons remove n hydrogen The case where atom resulting residue " R that illustrates of place₂To R₆The identical example of concrete example.

When the X of formula (1) is substituent group shown in formula (1-1), R₄Separately indicate the organic of hydrogen atom or sulfur-bearing ehter bond Base, but R₄In at least one be sulfur-bearing ehter bond organic group.That is R₄In one expression sulfur-bearing ehter bond organic group, other tables Show the organic group of hydrogen atom or sulfur-bearing ehter bond.In addition, R₄The organic group of represented sulfur-bearing ehter bond can be with R₃Or R₅It is bonded and is formed Ring structure.

For organic group described herein, can enumerate with it is above-mentioned " (i) X indicate from containing circular structure saturated hydrocarbons remove n The case where a hydrogen atom resulting residue " R that illustrates of place₂To R₆The identical organic group of organic group, but more preferably for alkyl or Aryl.R when being substituent group shown in formula (1-1) with regard to the X of formula (1)₄For, it is more preferably alkylthio group or fragrant sulphur at least one Base, more preferably at least one alkylthio group for carbon number 1 to 20.

R₄For sulfur-bearing ehter bond organic group when, R₄It can be with R₃Or R₅It is bonded and forms cyclic structure.R₄With R₃Or R₅Bond is simultaneously The cyclic structure of formation can be saturation or unsaturated ester ring type hydrocarbon, heterocycle and condensed ring, and selected from by the ester ring type hydrocarbon, heterocycle and Structure made of combined by two or more in the group that condensed ring is constituted.

When X is substituent group shown in formula (1-1), R₇Indicate the alkyl of hydrogen atom or carbon number 1 to 4, R₇There are it is multiple when, it is each R₇Group that can be identical each other or different.But the X of formula (1) is to remove obtained by n hydrogen atom from the saturated hydrocarbons containing circular structure Residue when, R₇Indicate hydrogen atom.

With regard to the R of formula (1)₇For the alkyl of represented carbon number 1 to 4, it can enumerate in the R as formula (1)₁Represented has The alkyl that carbon number is 1 to 4 in the alkyl recorded in the paragraph of the alkyl of the carbon number 1 to 18 of the concrete example of machine base.

With regard to the R in formula (1)₇For, more preferably to be separately hydrogen atom or methyl.

When X is substituent group shown in formula (1-1), n indicates 1 (integer).

[preferred embodiment of formula (1)]

For the compound shown in formula (1), more preferably compound shown in following formula (2) or (3).

Formula (2) first.

In formula (2), R₁To R₆It indicates and above-mentioned " (i) X indicates to remove n hydrogen atom gained from the saturated hydrocarbons containing circular structure Residue the case where " R in the formula (1) that illustrates of place₁To R₆Identical meaning, more preferably also with above-mentioned " X is indicated from containing ring The saturated hydrocarbons of structure removes the case where n hydrogen atom resulting residue " R in the formula (1) that illustrates of place₁To R₆It is identical.A in formula Indicate cycloalkylidene.D indicates alkylidene.

Cycloalkylidene represented by the A of formula (2) refers to from cyclopropane ring, cyclobutane ring, pentamethylene ring, cyclohexane ring and gold The saturated cyclics hydrocarbon such as rigid alkane ring remove 2 resulting bivalence linking bases of hydrogen atom, are more preferably 1,3- cyclopentylene or Isosorbide-5-Nitrae-Asia Cyclohexyl, more preferably 1 or 4 cyclohexylidene.

Alkylidene represented by the D of formula (2) refers to from saturated aliphatic hydrocarbon (such as methane, ethane, propane, butane, penta Alkane, hexane, heptane and octane etc.) two resulting bivalence linking bases of hydrogen atom of middle removal are more preferably the alkylene of carbon number 1 to 18 Base, the more preferably alkylidene of carbon number 1 to 12, still more preferably from straight-chain alkylidene (the specifically methylene of carbon number 1 to 8 Base, ethylidene, propylidene, butylidene, pentylidene, hexylidene, heptamethylene and octamethylene), it is particularly preferably the alkylene of carbon number 1 to 4 Base, the most preferably alkylidene (i.e. methylene) of carbon number 1.

I.e. shown in formula (2) for compound, more preferably compound shown in following formula (2-1).

In formula (2-1), R₁To R₆It indicates and the R in formula (2)₁To R₆(i.e. above-mentioned " (i) X is indicated from full containing circular structure The R in formula (1) that the case where removing n hydrogen atom resulting residue with hydrocarbon " place illustrates₁To R₆) identical meaning, more preferably Also with the R in formula (2)₁To R₆(i.e. above-mentioned " (i) X indicates to remove the resulting residue of n hydrogen atom from the saturated hydrocarbons containing circular structure The case where " R in the formula (1) that illustrates of place₁To R₆) identical.

Secondly formula (3).Formula (3) is as described below.

In formula (3), R₁To R₃And R₅To R₆Indicate with it is above-mentioned " (i) X indicate from containing circular structure saturated hydrocarbons remove n hydrogen R in the case where atom resulting residue " formula (1) for illustrating of place₁To R₃And R₅To R₆Identical meaning, more preferably also with it is upper State the formula (1) that " (i) X indicates the case where removing n hydrogen atom resulting residue from the saturated hydrocarbons containing circular structure " place illustrates In R₁To R₃And R₅To R₆It is identical.Such as the explanation in above-mentioned " the case where substituent group shown in (ii) X expression (1-1) ", R₇Table Show that the alkyl of hydrogen atom or carbon number 1 to 4, concrete example are also identical.

In formula (3), R₄In an expression sulfur-bearing ehter bond organic group, others indicate having for hydrogen atoms or sulfur-bearing ehter bond Machine base.In addition, R₄The organic group of represented sulfur-bearing ehter bond can be with R₃Or R₅It is bonded and forms ring structure.

For organic group described herein, the R with the formula (1) can be enumerated₂To R₆Represented organic group is identical to be had Machine base, but be more preferably alkyl or aryl.I.e. with regard to the R of formula (1)₄For, it is more preferably alkylthio group or arylthio, more preferably carbon The alkylthio group of number 1 to 20.

R₄The organic group and R of represented sulfur-bearing ehter bond₃Or R₅It is bonded and the cyclic structure formed can be saturation or unsaturation Ester ring type hydrocarbon, heterocycle and condensed ring, and it is two or more in the group formed by the ester ring type hydrocarbon, heterocycle and condensed ring The structure being composed.

In formula (3), R₈、R₉And Y (NR represented by Y₁₀In R₁₀) indicate and the R in substituent group shown in formula (1-1)₈、R₉And Y (NR represented by Y₁₀In R₁₀) identical meaning, more preferably also with the R in substituent group shown in formula (1-1)₈、R₉And Y (Y institute table The NR shown₁₀In R₁₀) identical.

[reaction of compound shown in formula (1)]

Compound shown in formula (1) with cleavage reaction and can be taken off by irradiation active energy ray mode as shown in following formula Carboxylic reacts and generates free radical and alkali compounds, and starts have radically polymerizable group by the free radical of the generation The free radical polymerization of macromolecule predecessor, therefore belong to as Photoepolymerizationinitiater initiater and play a role.In addition, being produced simultaneously with free radical Raw alkali compounds is not merely able to carry out cross-linking reaction with aftermentioned macromolecule predecessor, can also pass through the catalysis of the alkali of the generation Agent acts on and reduces the hardening initiation temperature of macromolecule predecessor.

In particular, the case where compound shown in formula (3), level-one possessed by the alkali compounds generated together with free radical Or secondary amine also has the reactivity with macromolecule predecessor, therefore can prevent from being firmly embedded in the cross-linked structure of hardening thing simultaneously It is dissolved out as unreacted reactant.

Compound shown in formula (1) can be synthesized using known method, such as using J.Photopolym.Sci.Technol Method documented by 27,2,2014 synthesizes.For example, can be by making benzene shown in following formula (21) in the presence of metal hydroxides Acyloin Derivatives and polyformaldehyde class react at room temperature 30 minutes and production (22) shown in after midbody compound, in tin, lead The midbody compound is set to react and obtain with isocyanates in the presence of the catalyst of equal organic compounds, but formula (1) shownization The synthetic method for closing object is not limited to the method.For the high compound of crystallinity, method for refining is suitably for crystallization.Alternatively, It can be refined and being cleaned with solvent etc..In addition, X, R in formula (21) and (22)₁To R₇And n is indicated and X, R in formula (1)₁Extremely R₇And the identical meaning of n.

Though the concrete example of compound shown in formula (1) is shown in following formula (A) to (t), the present invention is not limited to the tools Body example.

It is just workable when the X for synthesizing formula (1) is the compound of substituent group shown in formula (1-1) that more preferably there is alkene It for the isocyanates of unsaturated group, can enumerate: methacrylic acid 2- isocyanatoethyl methacrylate and acrylic acid 2- isocyanate group second Ester etc. has the acryloyl groups such as the isocyanatoalkyl ester of the carboxylic acids of alkene unsaturated group, methacryloyl isocyanate different Other alkene unsaturated isocyanates such as compound documented by cyanate and U.S. Patent No. 5,130,347 (Mitra) Functional monomer.In the isocyanates with alkene unsaturated group, methacrylic acid 2- isocyanatoethyl methacrylate (IEM) because Its utilizability and be more preferably.To those skilled in the art, modulation has the isocyanates of alkene unsaturated group When to be able to use many electrophilicities and nucleophilic functional groups be obvious to a thing.

In display adhesive of the invention, ingredient (A) can be used alone or mix two or more and uses.Mixing It is two or more and in use, can hybrid (1) two or more compounds for being included and use, if effect of the present invention will not be undermined The range of fruit, then Photoepolymerizationinitiater initiater other than hybrid (1) and even use.

Can be mixed with compound shown in formula (1) and Photoepolymerizationinitiater initiater for, it can be mentioned, for example 1- hydroxyl rings Hexyl phenyl ketone (Irgacure 184；BASF system), 2- hydroxy-2-methyl -1- phenyl-propan -1- ketone (Darocur 1173； BASF system), 1- [4- (2- hydroxyl-oxethyl)-phenyl -] -2- hydroxy-2-methyl -1- propane -1- ketone (Irgacure 2959； BASF system), phenylglyoxalates methyl ester (Darocur MBF；BASF system) etc..

In addition, compound shown in formula (1) can be mixed with hydrogen-abstraction optical free radical polymerization initiator and used.Hydrogen-abstraction light Radical polymerization initiator, which refers to, by the irradiation of ultraviolet light, visible light to be seized the hydrogen of other molecules and is generated free radicals The cracking type optical free radical polymerization initiator of Photoepolymerizationinitiater initiater, the mechanism generated free radicals and the compound as shown in formula (1) The mechanism generated free radicals is not identical.Made and mixing free radical generation mechanism so different Photoepolymerizationinitiater initiater With the photoreactivity of display adhesive of the invention can be improved.

For hydrogen-abstraction optical free radical polymerization initiator, it can be mentioned, for example: benzophenone, acridone, 2- ethyl hydrazine, 2- chlorothiaxanthenone, 2- isopropyl anthraquinone, 2,4- diethyl thioxanthone etc..

In addition, intramolecular documented by such as International Publication 2012/011220 has the thioxanthone chemical combination of reactive base Object can also be mixed with compound shown in formula (1) and be used.

For the content of the ingredient (A) in display adhesive of the invention, in the solid of display adhesive It is usually 0.1 to 95 quality % in ingredient (ingredient in addition to solvents), is more preferably 0.5 to 60 quality %.Photopolymerization is drawn When sending out the content of agent not up to 0.1 mass %, the anxiety that the deliquescent comparison of exposure portion and unexposed portion can not be allowed sufficiently large is had, When more than 95 mass %, the every characteristic for having the hardening thing of sensing optical activity resin combination becomes difficult to the anxiety shown.

In addition, when being combined with aftermentioned epoxide etc., using logical from the ingredient (A) containing compound shown in formula (1) When crossing light irradiation and the alkali compounds of generation as curing agent, the ingredient (A) in the solid component of display adhesive Content is usually 0.1 to 95 quality %, is more preferably 0.5 to 60 quality %.

[ingredient (B) photo-polymerization type compound]

Display of the invention use adhesive contain photo-polymerization type compound as ingredient (B) (hereinafter, also referred to as " at Divide (B) ").

For ingredient (B), if the compound hardened by light, heat etc. i.e. be not particularly limited, but more preferably for containing There is (B-1): (methyl) acyclic compound.For ingredient (B-1), it can be mentioned, for example: (methyl) acrylate monomer, amine ester (methyl) acrylate oligomer, has polybutadiene bone at (methyl) acrylate oligomer with polyisoprene skeleton (methyl) acrylate oligomer, (methyl) acrylate compounds and epoxy group (methyl) acrylate compounds of frame etc..

In addition, " (methyl) acrylic acid " means " acrylic acid and/or methacrylic acid ", " (methyl) propylene in this specification Acyl group " means " acryloyl group and/or methylacryloyl ".

[ingredient (B-1) (methyl) acyclic compound]

As ingredient (B-1), (methyl) acrylate monomer of (methyl) acyclic compound can be to have 1 in a molecule With (methyl) propylene of multiple (methyl) acryloyl groups in (methyl) acrylate and a molecule of a (methyl) acryloyl group Any one of acid esters.

For the concrete example of (methyl) acrylate in a molecule with 1 (methyl) acryloyl group, it can enumerate: (methyl) Isooctyl acrylate monomer, (methyl) isoamyl acrylate, (methyl) lauryl acrylate, (methyl) isodecyl acrylate, (methyl) stearyl acrylate, (methyl) acrylic acid cetyl, the different myristin of (methyl) acrylic acid, (methyl) acrylic acid are different hard Arrcostab, (methyl) benzyl acrylate, (first of (methyl) the acrylic acid carbon numbers 5 to 25 such as rouge ester, (methyl) tridecyl acrylate Base) tetrahydrofurfuryl acrylate, acryloyl morpholine, (methyl) phenylethyl polyglycidyl, tristane (methyl) acrylic acid Ester, acrylic acid dicyclopentenyl ester, (methyl) acrylic acid dicyclopentenyl oxygroup ethyl ester, the different camphane ester of (methyl) acrylic acid, (methyl) Acrylic acid bicyclopentane ester, acrylic acid 1- Buddha's warrior attendant alkyl ester, acrylic acid 2- methyl -2- Buddha's warrior attendant alkyl ester, acrylic acid 2- ethyl -2- Buddha's warrior attendant Alkyl ester, methacrylic acid 1- Buddha's warrior attendant alkyl ester, polypropylene oxide modify (methyl) nonylphenol acrylate phenyl ester, two ring of (methyl) acrylic acid (methyl) acrylate with cyclic skeleton such as pentadiene oxygroup ethyl ester, (methyl) the acrylic acid carbon number 5 to 7 with hydroxyl Arrcostab, ethoxydiglycol (methyl) acrylate, polypropylene glycol (methyl) acrylate, polypropylene oxide modify (first Base) poly- alkylene glycols (methyl) acrylate such as nonylphenol acrylate phenyl ester, ethylene oxide modifies benzene oxidatoin phosphoric acid (methyl) propylene Acid esters, ethylene oxide modification fourth oxidation phosphoric acid (methyl) acrylate and ethylene oxide modify pungent oxidation phosphoric acid (methyl) acrylic acid Ester, caprolactone modification (methyl) tetrahydrofurfuryl acrylate etc..

For the concrete example of (methyl) acrylate in a molecule with multiple (methyl) acryloyl groups, it can enumerate: Two (methyl) acrylic acid tristane dihydroxy methyl esters, dioxanes glycol two (methyl) acrylate, polypropylene glycol two (methyl) third Olefin(e) acid ester, polytetramethylene glycol two (methyl) acrylate, alkylene oxide modification bisphenol A-type two (methyl) acrylate, in oneself Ester modifies hydroxyl trimethylace tonitric neopentyl glycol two (methyl) acrylate and ethylene oxide modifies di(2-ethylhexyl)phosphate (methyl) acrylic acid The trihydroxy methyls carbon numbers 2 such as ester, trimethylolpropane tris (methyl) acrylate, trihydroxy methyl octane three (methyl) acrylate to 10 alkane three (methyl) acrylate, trimethylolpropane polyethoxy three (methyl) acrylate, trimethylolpropane poly- third The trihydroxy methyls C2 such as poly- propoxyl group three (methyl) acrylate of oxygroup three (methyl) acrylate, trimethylolpropane polyethoxy To C10 alkane poly-alkoxyl three (methyl) acrylate, ginseng [(methyl) acryloyl-oxyethyl] isocyanuric acid ester, Ji Wusi Alcohol three (methyl) acrylate, ethylene oxide modification trimethylolpropane tris (methyl) acrylate, propylene oxide modify three hydroxyls The alkylene oxides such as methylpropane three (methyl) acrylate modify trimethylolpropane tris (methyl) acrylate, the poly- second of pentaerythrite Poly- propoxyl group four (methyl) acrylate of oxygroup four (methyl) acrylate, pentaerythrite, pentaerythrite four (methyl) acrylic acid Ester, two-trimethylolpropane four (methyl) acrylate, dipentaerythritol four (methyl) acrylate, five (first of dipentaerythritol Base) acrylate, dipentaerythritol six (methyl) acrylate etc..

As ingredient (B-1), amine ester (methyl) acrylate oligomer of (methyl) acyclic compound can be more by making First alcohol, polyisocyanate and hydroxyl (methyl) acrylate reactions and obtain.

For polyalcohol, it can be mentioned, for example: polybutadiene diol, hydrogenated polybutadiene diol, poly- isoprene, hydrogenation Poly- isoprene, neopentyl glycol, 3- methyl-1,5- pentane diol, ethylene glycol, propylene glycol, 1,4- butanediol, 1,6- hexane two The triols such as alkylene glycols, trimethylolpropane, the pentaerythrite of the carbon numbers 1 to 10 such as alcohol, tristane dihydroxymethyl, double-[hydroxyl Methyl] alcohol etc. with cyclic skeleton such as-hexamethylene；And pass through the polyalcohol and polyacid (such as succinic acid, O-phthalic Acid, hexahydrophthalic anhydride, terephthalic acid (TPA), adipic acid, azelaic acid, tetrabydrophthalic anhydride etc.) reaction it is resulting Polyester polyol reacts resulting caprolactone alcohol, polycarbonate polyol (such as 1,6- hexane two by polyalcohol and 6-caprolactone Alcohol reacts resulting polycarbonate glycol etc. with diphenyl carbonate) or polyether polyol (such as it is polyethylene glycol, polypropylene glycol, poly- Tetramethylene glycol, ethylene oxide modification bisphenol-A etc.) etc..From the viewpoint of Bonding strength and moisture-proof, with regard to the polyalcohol For, it is more preferably propylene glycol, polybutadiene diol, hydrogenated polybutadiene diol, poly- isoprene, the poly- isoprene of hydrogenation, From the transparency and flexibility from the viewpoint of, particularly preferably for weight average molecular weight be 2,000 or more propylene glycol, hydrogenated butadiene polymer Glycol, the poly- isoprene of hydrogenation.It is more preferably hydrogenation polybutadiene from the viewpoint of the discolourations such as heat-resisting coloring, intermiscibility Enediol.The upper limit of weight average molecular weight at this time is not particularly limited, but more preferably for 10,000 hereinafter, more preferably 5,000 Below.In addition, can be optionally and and with two or more polyalcohols.

For organic polyisocyanates, it can be mentioned, for example: isophorone diisocyanate, hexa-methylene diisocyanate Ester, toluene di-isocyanate(TDI), xylylene diisocyanate, diphenyl methane -4,4 '-diisocyanate or bicyclopentane base are different Cyanate etc..It wherein, is more preferably different Buddhist ketone diisocyanate from the viewpoint of obdurability.

For (methyl) acrylate of hydroxyl, it can be used for example: (methyl) Hydroxyethyl Acrylate, (methyl) third 2 to 4 Arrcostab of (methyl) the dihydroxypropyl carbon number such as olefin(e) acid hydroxy propyl ester, (methyl) hydroxy butyl acrylate, single (methyl) third Olefin(e) acid dihydroxymethyl cyclohexyl, hydroxyl caprolactone (methyl) acrylate, the poly- alkylene glycols of C-terminal (methyl) acrylate Deng.

Reaction to obtain amine ester (methyl) acrylate oligomer can be carried out by such as following manner.I.e. relative to more For every 1 equivalent of the hydroxyl of first alcohol, so that the isocyanate group of organic polyisocyanates is more preferably as 1.1 to 2.0 equivalents The mode polyols blend and organic polyisocyanates of (more preferably become 1.1 to 1.5 equivalents), reaction temperature be more preferably 70 to 90 DEG C make its reaction, synthesize amine ester oligomer.Secondly, every 1 equivalent of isocyanate group relative to amine ester oligomer, by hydroxyl Base (methyl) acrylate compounds are mixed in such a way that its hydroxyl is more preferably as 1 to 1.5 equivalent, and 70 to 90 DEG C make its reaction, amine ester (methyl) acrylate oligomer of target can be obtained.

The weight average molecular weight of amine ester (methyl) acrylate oligomer is more preferably 7,000 to 100,000 or so, more Preferably 10,000 to 60,000.When weight average molecular weight is less than 7,000, contraction becomes larger, when weight average molecular weight is greater than 100,000, Become to lack hardenability.

As ingredient (B-1), (methyl) acrylate with polyisoprene skeleton of (methyl) acyclic compound Oligomer has (methyl) acryloyl group in the end of polyisoprene molecule or side chain.(first with polyisoprene skeleton Base) acrylate oligomer can obtain in the form of " UC-203 " (KURARAY corporation) etc..

Similarly, as ingredient (B-1), (methyl) propylene with polybutadiene skeleton of (methyl) acyclic compound Acid esters oligomer has (methyl) acryloyl group in the end of polybutadiene molecule or side chain.(first with polybutadiene skeleton Base) acrylate oligomer can obtain in the form of " BAC-45 " (Osaka Organic Chemical Industry corporation) etc..

(methyl) acrylate oligomer with polyisoprene skeleton and (methyl) third with polybutadiene skeleton Olefin(e) acid ester oligomer be more preferably polystyrene conversion number-average molecular weight be 1,000 to 50,000, more preferably 25,000 to 45,000 or so.

In addition, also including in the scope of (methyl) acrylate oligomer with polyisoprene skeleton in the present invention (methyl) acrylate oligomer with hydrogenated polyisoprene skeleton, (methyl) acrylate with polybutadiene skeleton Also comprising (methyl) acrylate oligomer with hydrogenated butadiene polymer skeleton in the scope of oligomer.

With regard to as ingredient (B-1), for the concrete example of (methyl) acrylate compounds of (methyl) acyclic compound, It can enumerate: N- acryloyl-oxyethyl hexahydrophthalic phthalimide, acryloyl morpholine, (methyl) acrylic acid 2- hydroxyl third Ester, (methyl) acrylic acid 4- hydroxybutyl, hexamethylene -1,4- dimethanol list (methyl) acrylate, (methyl) acrylic acid tetrahydro Chaff ester, (methyl) phenoxyethyl acrylate, phenyl polyethoxy (methyl) acrylate, (methyl) acrylic acid 2- hydroxyl -3- Phenoxy-propyl, o-phenyl phenol monosubstituted ethoxy (methyl) acrylate, o-phenyl phenol polyethoxy (methyl) acrylate, (methyl) acrylic acid is to cumenyl phenoxy ethyl, the different camphane ester of (methyl) acrylic acid, (methyl) acrylic acid tribromophenoxy second Ester, (methyl) acrylic acid bicyclopentane ester, (methyl) acrylic acid dicyclopentenyl ester, (methyl) acrylic acid dicyclopentenyl oxygroup second Ester, 1,4- butanediol two (methyl) acrylate, 1,6- hexane diol two (methyl) acrylate, 1,9- nonane glycol two It is (methyl) acrylate, Tricyclodecane Dimethanol (methyl) acrylate, bisphenol-A polyethoxy two (methyl) acrylate, double Poly- propoxyl group two (methyl) acrylate of phenol A, Bisphenol F polyethoxy two (methyl) acrylate, ethylene glycol two (methyl) propylene Acid esters, polyethylene glycol two (methyl) acrylate, ginseng (acryloyl-oxyethyl) isocyanuric acid ester, pentaerythrite four (methyl) Acrylate, dipentaerythritol six (methyl) acrylate, dipentaerythritol five (methyl) acrylate, tripentaerythritol six (methyl) acrylate, tripentaerythritol five (methyl) acrylate, trimethylolpropane tris (methyl) acrylate, three hydroxyl first Base propane polyethoxy three (methyl) acrylate, two-trimethylolpropane four (methyl) acrylate, neopentyl glycol and hydroxyl The two of the 6-caprolactone addition product of the ester of the diacrylate and neopentyl glycol and hydroxyl trimethylace tonitric of the ester of trimethylace tonitric The monomers class such as acrylate.N- acryloyl-oxyethyl hexahydrophthalic phthalimide, (methyl) acrylic acid can more preferably be enumerated Phenoxy ethyl, (methyl) acrylic acid dicyclopentenyl oxygroup ethyl ester.

As ingredient (B-1), epoxy group (methyl) acrylate compounds of (methyl) acyclic compound can pass through ring Oxygen compound is obtained with (methyl) reacting with known method for acrylic acid.For becoming the epoxide of raw material, without especially It limits, but is more preferably epoxides more than 2 functional groups, it can be mentioned, for example: resorcinol bisglycidyl ethers, bisphenol-A Type ring oxygen compound, bisphenol F type epoxy compound, bisphenol S type epoxy compound, phenol novolak-type epoxy compound, first Phenol novolak type epoxy compounds, bisphenol A novolac type ring oxygen compound, bisphenol F phenolic type epoxy compound, rouge Ring type epoxide, aliphatic chain epoxide, glycidyl ester type epoxide, glycidyl amine type epoxidation Close object, hydantoins type ring oxygen compound, isocyanuric acid ester type ring oxygen compound, the phenol phenol with tris-phenol skeleton Novolac type ring oxygen compound, other there are also the bisglycidyl ethers compounds of two function phenols, two such as catechol, resorcinol The bisglycidyl ethers compound of function alcohols and halide, the hydride of the epoxide etc..The epoxide it In, it is more preferably bisphenol A type epoxy compound, resorcinol bisglycidyl ethers from the viewpoint of liquid crystal pollution.This Outside, epoxy group and the ratio of (methyl) acryloyl group do not limit, and from the viewpoint of step adaptability, properly select i.e. Can, but work as and display of the invention is used for liquid crystal sealing agent purposes or liquid crystal display structure cell encapsulant purposes with adhesive When, it is suitble to using a part of epoxy group through PART EPOXY base (methyl) acrylate of acroleic acid esterification.Acrylic acid at this time The ratio of change is more preferably 30 to 70% or so.

[ingredient (B-2) epoxide]

In addition, for ingredient (B), more preferably to contain ingredient (B-2): epoxide.

Epoxide is not particularly limited, but is more preferably epoxides more than 2 functional groups, it can be mentioned, for example: Benzenediol bisglycidyl ethers, bisphenol A type epoxy resin, bisphenol f type epoxy resin, bisphenol-s epoxy resin, phenol novolac are clear Paint shaped epoxy resin, cresol novolak type epoxy resin, phenol novolak type epoxy resin, bisphenol A novolac type epoxy resin, bisphenol F phenolic varnish type ring Oxygen resin, alicyclic epoxy resin, aliphatic chain epoxy resin, glycidyl ester type epoxy resin, glycidyl amine type ring Oxygen resin, hydantoins type epoxy resin, isocyanuric acid ester type epoxy resin, the phenol novolac with tris-phenol skeleton Type epoxy resin, other there are also bisglycidyl ethers compound, two functions of the two function phenols such as catechol, resorcinol The bisglycidyl ethers compound of alcohols and halide, the hydride of the epoxide etc..Among the epoxide, It is more preferably bisphenol A type epoxy resin, resorcinol bisglycidyl ethers from the viewpoint of liquid crystal pollution.

Ingredient (B) can be used alone or mix two or more and be used in display adhesive of the invention, but more excellent It is selected as using selected from one or more of group being made of the ingredient (B-1) and ingredient (B-2) as ingredient (B), it is more excellent Being selected as will be selected from by amine ester (methyl) acrylate oligomer, (methyl) acrylate oligomers with polyisoprene skeleton One or more of group that object, (methyl) acrylate oligomer with polybutadiene skeleton and epoxide are constituted with (methyl) acrylate oligomer is mixed and is used.

The content of ingredient (B) in display adhesive of the invention (is removed in the solid component of display adhesive Ingredient other than solvent) in be usually 5 to 80 quality %, be more preferably 5 to 70 quality %, more preferably 5 to 50 quality %.

[ingredient (C) organic filler]

When display of the invention is used for the purposes such as liquid crystal sealing agent with adhesive, ingredient (C) can be contained according to need: Organic filler (hereinafter, also referred to as " ingredient (C) ").For organic filler, it can be mentioned, for example: amine ester particulate (or Microparticle), acrylic particles, styrene particulate, styrene alkene particulate and poly- silicon oxygen particulate.In addition, poly- silicon oxygen Particulate is more preferably KMP-594, KMP-597, KMP-598 (SHIN-ETSU HANTOTAI's chemical industry system), TORAYFIL^RTME-5500、9701、 EP-2001 (Dow Corning Toray corporation), amine ester particulate are more preferably JB-800T, HB-800BK (industrial on root Joint-stock company), styrene particulate be more preferably RABALON^RTMT320C、T331C、SJ4400、SJ5400、SJ6400、 SJ4300C, SJ5300C, SJ6300C (Mitsubishi Chemical's system), styrene alkene particulate is more preferably SEPTON^RTMSEPS2004、 SEPS2063。

The organic filler can be used alone or be used in combination of two or more.Furthermore, it is possible to use two or more and become nucleocapsid Construction.It is more preferably acrylic particles, poly- silicon oxygen particulate among the organic filler.

Acrylic rubber using the acrylic particles period of the day from 11 p.m. to 1 a.m, more preferably for the core-shell construction as made of 2 kinds of acrylic rubbers The case where, particularly preferably for stratum nucleare be n-butyl acrylate and shell is methyl methacrylate.It is as ZEFIAC^RTMF-351 and It is sold by AICA Industry Stock Company.

In addition, the poly- silicon of dimethyl of organic silicone cross powder, straight chain can be enumerated for poly- silicon oxygen particulate Oxygen alkane is crosslinked powder etc..In addition, can enumerate and be coated on the surface of the poly- silicone rubber for compound poly- silicone rubber Polysilicone (such as Polyorganosilsesquioande resin).It is particularly preferably the poly- silicon oxygen of the dimethyl of straight chain in the particulate The compound poly- silicon oxygen of poly- silicone rubber or polysilicone the cladding straight chain dimethyl polysiloxane cross-linked powder of alkane cross-linked powder Rubber particle.The particulate can be used alone or be used in combination of two or more.In addition, the shape of rubber powder is more preferably addition Few spherical of the increasing stick of viscosity afterwards.

The content of ingredient (C) in display adhesive of the invention (is removed in the solid component of display adhesive Ingredient other than solvent) in be usually 50 mass % hereinafter, being more preferably 5 to 40 quality %.

[ingredient (D) inorganic filler]

When display of the invention is used for the purposes such as liquid crystal sealing agent with adhesive, ingredient (D) can be contained according to need: Inorganic filler (hereinafter, also referred to as " ingredient (D) ").It for inorganic filler, can enumerate: silica, silicon carbide, nitridation Silicon, boron nitride, calcium carbonate, magnesium carbonate, barium sulfate, calcium sulfate, mica, talcum, clay, aluminium oxide, magnesia, zirconium oxide, hydrogen Aluminium oxide, magnesium hydroxide, calcium silicates, alumina silicate, lithium aluminium silicate, zirconium silicate, barium titanate, glass fibre, carbon fiber, curing Molybdenum, asbestos etc. can more preferably be enumerated: dissolve silica, crystalline silica, silicon nitride, boron nitride, calcium carbonate, barium sulfate, sulfuric acid Calcium, mica, talcum, clay, aluminium oxide, aluminium hydroxide, calcium silicates, alumina silicate are more preferably silica, aluminium oxide, talcum.Institute Two or more can be mixed and use by stating inorganic filler.

When inorganic filler is excessive, the glass base above and below the border fitting of the liquid crystal display structure cell of manufacture narrow gap can be become Can not be successfully to form the main reason for gap etc. is bad when plate, thus its average grain diameter with 2,000nm the following are appropriate, more preferably for 1,000nm hereinafter, more preferably 300nm or less.In addition, the more preferably lower limit value of average grain diameter is 10nm or so, more preferably 100nm or so.Partial size can pass through laser diffraction/scattering formula size distribution analyzer (dry type) (SEISHIN enterprise stock company System；LMS-30 it) measures.

The content of ingredient (D) in display adhesive of the invention (is removed in the solid component of display adhesive Ingredient other than solvent) in be usually 50 mass % hereinafter, being more preferably 5 to 40 quality %.The content of inorganic filler is super When crossing 50 mass %, there is the anxiety that can not form desired cell gap because filling agent content excessively.Ingredient (D) can also at (C) is divided to be used in combination.

[ingredient (E) silane coupling agent]

Display of the invention uses adhesive that can add silane coupling agent as ingredient (E), to seek adhesive strength, moisture-proof Property promotion (hereinafter, also referred to as " ingredient (E) ").

It for ingredient (E), can enumerate: 3- glycidoxypropyltrime,hoxysilane, 3- glycidoxypropyl group first Base dimethoxysilane, 3- glycidoxypropyl diethoxy silane, 2- (3,4- expoxycyclohexyl) ethyl front three Oxysilane, N- phenyl-γ-aminocarbonyl propyl trimethoxy silane, N- (2- amido ethyl) 3- aminocarbonyl propyl methyl dimethoxy oxygroup Silane, N- (2- amido ethyl) 3- aminocarbonyl propyl methyltrimethoxysilane, 3- aminocarbonyl propyl triethoxysilane, 3- sulfydryl third Base trimethoxy silane, vinyltrimethoxysilane, N- (2- (vinyl benzene methylamino) ethyl) 3- aminocarbonyl propyl front three Oxysilane hydrochloride, 3- methacryloxypropyl trimethoxy silane, 3- chloropropylmethyldimethoxysilane, 3- chlorine Propyl trimethoxy silicane etc..The silane coupling agent is public by SHIN-ETSU HANTOTAI's chemical industry share with KBM series, KBE series etc. Department etc. is sold, therefore can easily be obtained from market.

The content of the ingredient (E) of display adhesive of the invention display adhesive solid component (in addition to Ingredient other than solvent) in be usually 5 mass % hereinafter, more preferably be 0.05 to 3 quality %.

Display adhesive of the invention can contain thermoinitiators, hardening accelerator, hot radical polymerization according to need Initiator, photopolymerization initiator, coupling agent, organic solvent, antioxidant, radical polymerization inhibitor, light stabilizer and soft Various additives such as softening ingredient etc. are as any other component.The additive can use with no particular limitation in response to purpose Existing additive.

If the content of the additive in display adhesive of the invention is in the model that will not undermine effect of the present invention It encloses, is not limited, but in the solid component of display adhesive (ingredient in addition to solvents), the additive contains Amount is usually 75 mass % hereinafter, being more preferably 0.1 to 75 quality % or so.

Any ingredient that display adhesive of the invention can add and by the essential component and according to need exists Room temperature is mixed to 80 DEG C, and according to need obtains field trash the operations removal such as to filter.When mixing, three rollers can be used according to need Mixing arrangement well known to grinding machine, sand mixer, ball mill etc., filter method are then in the composition in view of display adhesive Under the premise of appearance, properly selected from known method.In addition, when mixing, more preferably in view of display adhesive Particular use, the operation etc. when using and suitably adjust the blending amount of each ingredient.

Secondly explanation has used the manufacturing step of the optical component of display adhesive of the invention.

In the manufacturing method of optical component of the invention, more preferably for pass through following step 1 to 3, be bonded at least two optics Substrate.In addition, when the stage in step 2 be judged as can ensure that sufficient Bonding strength when, step 3 can also be omitted.

(step 1) step 1 is to form coating by being coated with the display adhesive at least one optical substrate Layer, and ultraviolet light is irradiated to the coating layer and obtains having the step of optical substrate of hardening nitride layer, wherein hardening nitride layer tool Have: the cured section for being present in the optical substrate side (lower side of coating layer) of the coating layer (hereinafter referred to as " hardens nitride layer Cured section " or referred to as " cured section ") and be present in the side opposite with optical substrate side (upper side of coating layer, usually For atmospheric side) uncured part (hereinafter referred to as the uncured part of nitride layer " hardening " or referred to as " uncured part ").This Outside, in step 1, the hardening ratio of the coating layer after ultraviolet light irradiation is not particularly limited, as long as in the side opposite with optical substrate side (upper side of coating layer, usually atmospheric side) there are uncured parts on surface.After ultraviolet light irradiation, touched with finger The side opposite with optical substrate side (upper side of coating layer, usually atmospheric side), when liquid-like constituents are attached to finger, can sentence Break as with uncured part.

(step 2) step 2 is the other optics of uncured part fitting in the hardening nitride layer of the resulting optical substrate of step 1 The step of uncured part of the hardening nitride layer of substrate or fitting other optical substrates as obtained from step 1.

(step 3) step 3 is via the optical substrate with light shielding part, to the optical substrate being bonded with unhardened The step of partial hardening nitride layer irradiates ultraviolet light, hardens the hardening nitride layer.

Hereinafter, by liquid crystal display for being bonded of transparent substrate with light shielding part, and be explained with reference to Via the specific implementation form of the manufacturing method of the optical component of the invention of step 1 to 3.

Here, display adhesive of the invention is coated at least when being bonded 2 or more substrates with liquid One substrate, and for another substrate with liquid or with uncured part state (semi-hardened state) fitting after, pass through purple In the case that outside line hardens it, especially excellent then effect is played, and can prevent air from intervening, therefore particularly preferably for such In the case of use.

Fig. 1 (a), Fig. 1 (b) and Fig. 1 (c) are to manufacture the optical component using display adhesive of the invention The schematic diagram of the step of one embodiment.

This method is the method for obtaining optical component by fitting liquid crystal display 1 and transparent substrate 2.

Liquid crystal display 1 refers to that envelope has liquid crystal material between a pair of of the substrate for being formed with electrode, and has polarizer, drives Employ the liquid crystal display of circuit, signal input cable, back light unit.

Transparent substrate 2 is glass plate, polymethyl methacrylate (PMMA) plate, polycarbonate (PC) plate, ester ring type polyene The transparent substrates such as hydrocarbon polymer (COP) plate.

Here, transparent substrate 2 can be adapted for use with the transparent base on the surface of transparent substrate with black frame-shaped light shielding part 4 Plate, light shielding part 4 are formed by the attaching of adhesive tape, the coating of coating or printing etc..In addition, for the present invention, can also answer For not having the transparent substrate of light shielding part 4, but in the explanation of implementation form below, to have the case where light shielding part 4 work It is illustrated for concrete example.In the case where not having light shielding part 4, " transparent substrate with light shielding part " is changed into referred to as " transparent substrate " can be directly as the example for not having the case where light shielding part.

(step 1)

Firstly, display is coated on the display surface of liquid crystal display 1 with adhesive and there is screening as shown in Fig. 1 (a) The formation of the transparent substrate 2 in light portion 4 has the surface in the face of light shielding part 4, forms display following layer 5.It, can for coating method Enumerate slot coated device, roller spreader, spin coater, screen printing etc..Here, being coated on liquid crystal display 1 and tool The display adhesive for having the surface of the transparent substrate 2 of light shielding part 4 can be identical, it is possible to use different display bondings Agent.Usually by same display adhesive of the two for more preferably.

The film thickness of the hardening thing of each display adhesive is so that the hardening of resin nitride layer 7 after fitting becomes 50 to 500 μm The mode of (being more preferably 50 to 350 μm, still more preferably from 100 to 350 μm) adjusts.Here, being present in the saturating of light shielding part 4 Although the film thickness of the hardening nitride layer of the display adhesive on the surface of bright substrate 2 is depending on its film thickness, usually more preferably For be present in liquid crystal display 1 surface on display adhesive hardening nitride layer film thickness be same degree or compared with Its thick one.In later-mentioned step 3, in order to make still to keep unhardened and remaining part minimum limit after irradiating ultraviolet light, with It avoids hardening bad.

Ultraviolet light 8 is irradiated to the display adhesive phase 5 after coating and obtains hardening nitride layer 6, which has It is present in the hardening of the lower side (liquid crystal display side or transparent substrate side are seen as with adhesive from display) of coating layer Partially (be not depicted in attached drawing) and be present in coating layer upper side (side opposite with liquid crystal display side or with it is transparent The opposite side of substrate-side) while carrying out (in an atmosphere be atmospheric side) uncured part (being not depicted in attached drawing).Exposure compared with Preferably 5 to 2,000mJ/cm², it is particularly preferably 10 to 1,000mJ/cm².When exposure is very few, the optical component of fitting is had The anxiety that hardening of resin degree finally becomes inadequate, when exposure is excessive, have unhardened ingredient tail off and liquid crystal display 1 with The fitting of transparent substrate 2 with light shielding part becomes bad anxiety.

In the present invention, " unhardened " refers to state of the display with mobility under 25 DEG C of environment.In addition, ultraviolet light irradiates Being touched afterwards with finger, there is the hardening nitride layer 6 of uncured part to be judged as when liquid-like constituents are attached to finger with unhardened Part.

Hardening caused by ultraviolet light irradiation of the ultraviolet light to black light, if the light of meeting irradiating ultraviolet light to black light The lamp of line then unlimited light source.It can be mentioned, for example Cooper-Hewitt lamp, high-pressure mercury-vapor lamp, extra-high-pressure mercury vapour lamp, metal halid lamp, (arteries and veins Punching) xenon lamp or electrodeless lamp etc..

In step 1 of the invention, the wavelength for the ultraviolet light that display is irradiated with adhesive is not particularly limited, but when will be When the maximal illumination of 320 to 450nm range is set as 100, more preferably in the ratio (illumination of 200 to 320nm maximal illumination Than) it is 30 hereinafter, being particularly preferably 10 or less for the illumination 200 to 320nm.When will 320 to 450nm range maximum shine When degree is set as 100, if the ratio (illumination ratio) of the maximal illumination 200 to 320nm is higher than 30, finally obtained optical component Bonding strength it is poor.Think the hard of display adhesive when this is the hardening because when the illumination of low wavelength is high, in step 1 Change can be carried out excessively, and the reducing when hardening of the ultraviolet light irradiation in step 3 to the help of adherence is caused.

Here, being full by using such as application for the mode for becoming the illumination ratio irradiates the method for ultraviolet light Foot the illumination than condition lamp as irradiating ultraviolet light to black light light lamp method, or even if lamp itself not Meet in the case where the illumination conditions that (such as shortwave is purple using the substrate that can end short wavelength ultraviolet in the irradiation of step 1 Outside line cut-off filter, glass plate, film etc.), and can be irradiated with illumination ratio so.Adjust the base of the illumination ratio of ultraviolet light Material is not particularly limited, and can be for for example: applying glass plate, soda-lime glass, the PET film etc. of short wave ultraviolet cut-off processing. In addition, the attenuating plate etc. that concave-convex processing is applied on the surface of quartz glass etc. is less effective fruit.Described attenuating plate etc. can be such that light scatters And illumination is reduced, therefore be not suitable for selectively making the illumination of 320nm short wavelength below small.

In step 1, ultraviolet irradiation is more preferably top side surface in common atmosphere from coated side (by showing Device is seen as the side opposite with 1 side of liquid crystal display or the side opposite with 2 side of transparent substrate with adhesive) (usually Atmosphere face) it is irradiated.In addition, obstructive gas atomization can also will hardened in the upper surface of coating layer table after being set as vacuum Ultraviolet irradiation is carried out while face.It is opposite with 1 side of liquid crystal display when hardening display with adhesive in an atmosphere Side or the side opposite with 2 side of transparent substrate can become atmospheric side.In addition, step 1 to be made is formed by painting layer surface It, can also under vacuum conditions or nitrogen etc. will not cause to hinder to irradiate ultraviolet light in the environment of the gas hardened when stickiness is promoted.

On the other hand, in the case where omitting step 3, it is suitble in a vacuum or in the gas (such as nitrogen) that can promote hardening It is hardened while spraying.Even if omitting step 3 as a result, can still carry out adequately then.

When ultraviolet light irradiates, it can be adjusted by making oxygen or ozone brush display with (coating layer) surface of adhesive phase 5 The film thickness of the state of uncured part, uncured part.I.e. by making oxygen or ozone brush the surface of coating layer, and in the surface The oxygen that the hardening of display adhesive 5 can be generated hinders, therefore can control the hardenability on the surface or make the film of uncured part Thickness thickens.

(step 2)

Then, the form with uncured part toward each other by liquid crystal display 1 and has screening as shown in Fig. 1 (b) The transparent substrate 2 in light portion 4 is bonded.Fitting can be in atmosphere and any one of vacuum.Gas is generated when here, being bonded in order to prevent Bubble is suitble to be bonded in a vacuum.In this way, respectively at liquid crystal display 1 and the setting of transparent substrate 2 with cured section and not It is bonded after the display of the cured section layer of adhesive 5, and it can be expected that the promotion of adhesion.Fitting can pass through pressurization, press Deng progress.

(step 3)

Then, as shown in Fig. 1 (c), for optical component obtained by fitting transparent substrate 2 and liquid crystal display 1, from tool There is 2 side of the transparent substrate irradiation ultraviolet light 8 of light shielding part 4, hardens display adhesive phase 5 (coating layer).The photograph of ultraviolet light The amount of penetrating is calculated with accumulated light, is more preferably about 100 to 4,000mJ/cm², it is particularly preferably 200 to 3,000mJ/cm²Left and right.Just For light source used in hardening caused by light irradiation of the ultraviolet light to black light, if irradiating ultraviolet light to black light Light lamp, that is, unlimited light source.It can be mentioned, for example: Cooper-Hewitt lamp, high-pressure mercury-vapor lamp, extra-high-pressure mercury vapour lamp, metal halogen Lamp, (pulse) xenon lamp or electrodeless lamp etc..In this way, optical component as shown in Figure 2 can be obtained.

Though the manufacturing step is to be related to " being formed in both liquid crystal display 1 and the transparent substrate 3 with light shielding part 4 After display adhesive phase 5, the manufacturing method for the optical component that the two is bonded " but it is also possible to be " by only in Liquid crystal display 1 is formed after display adhesive phase 5, and the method with the transparent substrate 3 of light shielding part 4 is bonded " or " only after the transparent substrate 3 with light shielding part 4 forms display adhesive phase 5, the method for fitting liquid crystal display 1 " Optical component is obtained Deng well known manufacturing method.Furthermore, it is possible to use aftermentioned various components come replace liquid crystal display 1 make Use aftermentioned various components as transparent substrate 2 for optical substrate, in optical substrate.

For the optical substrates such as liquid crystal display 1 and transparent substrate 2, it can also be further used in the various components Other optical substrate layers (such as display adhesive the film that is bonded of hardening nitride layer or be laminated with other optical substrates Layer).

In addition, the film of the forming method for the display adhesive phase 5 recorded at the paragraph of implementation form, hardening of resin object Exposure and light source when thick, ultraviolet light irradiation and brush oxygen or nitrogen or ozone caused by display adhesive layer surface The film thickness method of adjustment of uncured part etc., not can be only applied to the implementation form, moreover it is possible to apply and be wrapped in the present invention Any manufacturing method contained.

Indicate to include the liquid crystal display in lower, with the specific reality for the optical component that the implementation form can manufacture Apply example.

(i) optical substrate with light shielding part is the transparent glass substrate being selected from by with light shielding part, with light shielding part At least one of the group that transparent resin substrate and the glass substrate for being formed with light shielding part and transparent electrode are constituted optics base Material, and the optical substrate being bonded with it liquid crystal display, plasma-based display unit and organic EL units selected from being made of At least one of group display unit, resulting optical component have the reality of the display unit of the optical substrate with light shielding part Apply example.

(ii) wherein an optical substrate is the protection substrate with light shielding part, and the other optical substrates being bonded with it are touchings Panel or the display unit with touch panel are controlled, optical component made of the fitting of at least two optical substrate is that have to have to hide The touch panel of the protection substrate in light portion or the embodiment of the display unit with the touch panel.

At this point, in step 1, more preferably in face equipped with light shielding part of protection substrate with light shielding part or touch-control Any surface or the two in the touch surface of panel are coated with the display adhesive.

(iii) wherein an optical substrate is that have the optical substrate of light shielding part, and the other optical substrates being bonded with it are Display unit, optical component made of the fitting of at least two optical substrate is the display list for having the optical substrate with light shielding part The embodiment of member.

At this point, in step 1, more preferably in face of the optical substrate with light shielding part equipped with light shielding part side or aobvious Show that any of display surface of unit or the two are coated with the display adhesive.

For the concrete example of the optical substrate with light shielding part, it can be mentioned, for example: the display picture use with light shielding part Protection board or equipped with light shielding part protection substrate touch panel etc..

When the optical substrate for example with light shielding part is the display picture protection board with light shielding part, there is light shielding part Optical substrate the face equipped with light shielding part side be the protection board the face equipped with light shielding part side.In addition, the light with light shielding part Learning substrate is when having the touch panel of the protection substrate with light shielding part, and the protection substrate with light shielding part is with light shielding part Face paste together in the touch surface of touch panel, therefore the face equipped with light shielding part side of optical substrate with light shielding part means the " touching The substrate surface with touch surface is opposite side touch panel that is controlling panel ".

In the present invention, " optical substrate " means that surface does not have the optical substrate of light shielding part and surface and has light shielding part Both optical substrates, optical substrate can be enumerated: transparent panel, thin slice, touch panel and display unit etc..

For the material of optical substrate, a variety of materials can be used.Specifically, can enumerate: PET, PC, PMMA, PC with The resins such as complex, glass, COC, COP, the plastics (acrylic resin etc.) of PMMA.For example with regard to optical substrate used in the present invention For transparent panel or thin slice, polarizer etc. can be used to be laminated with thin slice made of multiple films or thin slice or transparent panel, be not laminated Thin slice or transparent panel and the transparent panel being made by unorganic glass (unorganic glass plate and its processed goods, for example, lens, prism, Ito glass) etc..

In addition, optical substrate used in the present invention other than described polarizer etc., also includes touch panel (touch panel Input pickup) or the laminated body as formed by multiple feature boards or thin slice such as following display units (hereinafter also referred to as " functional Laminated body ").

With regard to can be used as optical substrate used in the present invention come using thin slice for, icon piece (icon can be enumerated Sheet), cosmetic sheet, screening glass.Plate (transparent panel) in the manufacturing method of optical component for use in the present invention can enumerate decoration Plate, protection board.It, can be using the material being listed as transparent panel for the material of the thin slice and plate.

With regard to can be used as optical substrate used in the present invention come using touch panel surface material for, can enumerate: glass Glass, the complex of PET, PC, PMMA, PC and PMMA, COC, COP.

For the resulting more preferably optical component of the manufacturing method of the present invention, can enumerate: with light shielding part plate or Laminar transparent optical substrate is bonded with the functional layer stack through the hardening thing of display of the invention adhesive Optical component.

In addition, in the manufacturing method of the present invention, by using the display units such as liquid crystal display as optical substrate it One, and use optical functional materials as other optical substrates, can manufacture attached optical functional materials display unit (hereinafter, Referred to as display panel).For the display unit, it can be mentioned, for example: LCD, EL display, the EL of polarizer are attached in glass Illumination, Electronic Paper, plasma display panel etc. show equipment.In addition, can be enumerated for optical functional materials: acrylic panel, PC The transparent plastic sheets such as plate, PET sheet, PEN plate, strengthened glass, contact panel input pickup.

For the more preferably embodiment of the resulting optical component of the manufacturing method of the present invention, following (i) can be enumerated extremely (vii)。

(i) a kind of optical component is the hardening thing using display adhesive of the invention by the light with light shielding part Substrate is learned to be bonded with the functional layer stack.

(ii) optical component as described in (i), wherein the optical substrate with light shielding part is selected from by with shading The transparent glass substrate in portion, the transparent resin substrate with light shielding part and the glass substrate for being formed with shade and transparent electrode The optical substrate in group constituted, functional layer stack are display unit or touch panel.

(iii) optical component as described in (ii), wherein display unit is liquid crystal display, plasma-based display list Any one of first and organic EL display unit.

(iv) a kind of touch panel (or contact panel input pickup) is using display adhesive of the invention Hardening thing forms the surface of plate or the laminar optical substrate touch-control surface side that fits in touch panel with light shielding part.

(v) a kind of display panel is the hardening thing using display adhesive of the invention by the plate with light shielding part Shape or laminar optical substrate are fitted on the display picture of display unit and are formed.

(vi) display panel as described in (v), wherein plate or laminar optical substrate with light shielding part are to use To protect the protection substrate or touch panel of the display picture of display unit.

(vii) optical component, touch panel or the display panel as described in any one of described (i) to (vi), wherein aobvious Show device with adhesive be any one of (1) to (18) described in display adhesive.

By the resulting optical component comprising display unit and the optical substrate with light shielding part of the manufacturing method of the present invention It can be installed in the e-machine such as TV, mini game machine, mobile phone, personal computer.

Display of the invention use adhesive just as flexible printed circuit adhesive, TAB adhesive, partly lead The electronic components encapsulant such as body adhesive and various display adhesives, liquid crystal display structure cell encapsulant, especially It is highly useful for liquid crystal sealing agent.Explanation uses display of the invention to use adhesive close as liquid crystal below Seal the liquid crystal display structure cell of agent.

It is that will be formed with set electricity in substrate using liquid crystal display structure cell manufactured by display adhesive of the invention A pair of of substrate of pole is configured in opposite directions with predetermined distance, and by surrounding with the display adhesive seal, therebetween gap encloses liquid Crystalline substance forms.The type of enclosed liquid crystal is not particularly limited.Here, substrate refers to by forming from glass, quartz, plastics, silicon etc. At least one combined substrate with light peneration constituted.It for its preparation method, is added in the display adhesive Add glass fibre at equal intervals after object (spacer) (gap control material), uses distributor (dispenser) or screen printing apparatus It is coated on one of a pair of substrate substrate with adhesive Deng by the display, optionally and at 80 to 120 DEG C is carried out later temporary Hardening.Then, drip liquid crystal on the inside of the weir wall of display adhesive, overlaps another glass substrate in a vacuum, production Gap out.After gap is formed, hardened 1 to 2 hour at 90 to 130 DEG C, this makes it possible to obtain liquid crystal display structure cells of the invention.This Outside, as photo-thermal and with type and in use, being to irradiate ultraviolet light to display adhesive portion by ultraviolet irradiation machine to make Its photo-hardening.Ultraviolet irradiation amount is more preferably 500 to 6,000mJ/cm², more preferably 1,000 to 4,000mJ/cm²Irradiation Amount.Then, it optionally and at 90 to 130 DEG C hardens 1 to 2 hour, this makes it possible to obtain liquid crystal display structure cells of the invention.Such institute The liquid crystal display structure cell of the invention obtained does not have display caused by liquid crystal pollution bad, and followability, moisture-proof are excellent in reliability.Just For spacer, it can be mentioned, for example: glass fibre, oxidation silicon beads, polymer beads etc..Though its diameter is different because of purpose, Usually 2 to 8 μm, be more preferably 4 to 7 μm.For display of the invention 100 mass parts of adhesive, use Amount is usually 0.1 to 4 mass parts, is more preferably 0.5 to 2 mass parts, more preferably 0.9 to 1.5 mass parts or so.

Display of the invention be very suitable to be used in adhesive the design with light shielding part electronic component, must be with such as The encapsulant purposes that the low-energy light of visible light is hardened.Such as liquid crystal sealing agent, the organic EL under wiring light shielding part With encapsulant, touch panel adhesive.

[embodiment]

Hereinafter, the present invention is described in more detail with embodiment, but the present invention is not limited to the embodiment.In addition, if without special note It carries, then " part " and " % " herein is quality criteria.

Synthesis example 1 (synthesis of compound shown in formula (1) (ingredient (A)))

The record of embodiment 6 according to Japanese Unexamined Patent Publication 2017-105749 bulletin, obtains compound (A- shown in formula (1) 1)。

Synthesis example 2 (compares the synthesis with compound (A-2))

According to the record of International Publication No. 2006/027982 synthesis example 1, isocyanic acid 2- methacryloxy is obtained The reactant of ethyl ester and 1- [4- (2- hydroxyl-oxethyl)-phenyl] -2- hydroxy-2-methyl -1- propane -1- ketone.

Synthesis example 3 (synthesis of photo-polymerization type compound (ingredient (B)))

160 parts of toluene are dissolved in by 140 parts of resorcinol bisglycidyl ethers resin, in butylated hydroxy-a is wherein added 0.48 part of benzene is used as polymerization inhibitor, is warming up to 60 DEG C.Then, 100 parts of acrylic acid is added (to be equivalent to and glycidyl ether resin In epoxy group be equivalent), further heat up to 80 DEG C, in wherein chlorination trimethyl ammonium of the addition as catalysts 0.96 part, 98 DEG C stir about 50 hours.Resulting reaction solution is washed, distillation toluene, to obtain the epoxy group of resorcinol 241 parts of acrylate (B-1).

Embodiment 1 (modulation of display adhesive of the invention)

(A-1), (B-1) and (B-2) is mixed according to ratio shown in following table 1, after being warming up to 90 DEG C, dissolves (C-1).By institute The mixture obtained is cooled to room temperature, and after adding (D-1) and (E-1) and stirring, further makes its dispersion with three-roll mill.By gained Composition with metallic screen (635 mesh) filtering obtain display adhesive of the invention.

Comparative example 1 (modulation of the display adhesive compared)

In addition to (A-1) is changed to the resulting isocyanic acid 2- methacryloxyethyl ester of synthesis example 2 and 1- [4- (2- Hydroxyl-oxethyl)-phenyl] -2- hydroxy-2-methyl -1- propane -1- ketone reactant (A-2), and be set as other than the composition of table 1, It is to obtain the adhesive compared according to embodiment 1.

[assessment of light shielding part hardenability]

4 μm of glass fibre (Japan Electric Glass share is added in embodiment 1 and the resulting each adhesive of comparative example 1 Corporation) 1 mass %, it is mixed, and be coated on and be alternatively equipped with 50 μm of lines as formed by the etching-film of chromium and 10 μm of intervals Glass substrate after, fitting black matrix substrate assessment sample is obtained as counter substrate.To the resulting sample from setting The glass substrate side at wired/interval is with metal halogen light irradiation 3,000mJ/cm²(100mW/cm², 30 seconds) ultraviolet light after, with The cured section of micro- each sample of sem observation.In addition, further being imposed at 120 DEG C to the resulting each sample for having irradiated ultraviolet light After heat treatment in 1 hour, with the cured section of each sample of micro- sem observation.Show the result in table 1.

The assessment of table 1 composition and assessment result

As shown in table 1, compared with the adhesive of comparative example 1, display adhesive of the invention is even if with visible light There is the hardenability same with ultraviolet light, and the hardenability in the deep of light shielding part (low energy irradiation part) is also good.Confirm There is excellent hardenability in low energy.

Synthesis example 4 (synthesis of compound shown in formula (1) (ingredient (A)))

The synthesis of midbody compound shown in (step 1) formula (31)

By in 10 parts of water and 53 parts of ethyl alcohol, 1.9 parts of potassium cyanide of addition and after dissolving, pass through ultrasonic treatment under nitrogen environment And carry out the degassing of reaction solution.It instills in the solution shown in following formula (30) 10 parts of benzaldehyde of 4- (methylsulfany), at 80 DEG C Heating starts reaction.After stirring 30 minutes, reaction solution is cooled to 3 DEG C and attracts the crystallization of precipitation and filters and recycles.It is logical It crosses and the crystallization of recycling is recrystallized using a large amount of ethyl alcohol and is refined, obtain shown in following formula (31) 7.6 parts of midbody compound.

The synthesis of midbody compound shown in (step 2) formula (32)

In the flask for having blender, reflux cooling tube and agitating device, 9.0 parts of polyformaldehyde and dimethyl sulfoxide is added 170 parts and stir after, will make 1.4 parts of potassium hydroxide be dissolved in 5 parts of ethyl alcohol made of solution instill, it is completely molten to be stirred to polyformaldehyde Until solution.In resulting dimethyl sulphoxide solution, 50 parts of midbody compound dissolutions shown in the resulting formula of step 1 (31) will be made The solution made of 30 parts of dimethyl sulfoxide spends 30 minutes and instills, and is stirred at room temperature 2 hours.Then 35% hydrochloric acid 2.6 is instilled Part and neutralizes, make react terminate.Toluene and saturated salt solution is added in the reaction solution and has been extracted to reaction product After machine layer, the organic layer partial crystallization of separation and concentration is obtained shown in following formula (32) 40 parts of midbody compound.

The synthesis of compound (A-3) shown in (step 3) following formula (A-3)

10.0 parts of midbody compound, 28 parts of toluene shown in the resulting formula of step 2 (32) and 0.08 part of tin octoate are put into In flask, return stirring is carried out until uniformly.Then, isocyanic acid 2- methacryloxyethyl is added at 60 DEG C of liquid temperature 5.6 parts of ester (Showa electrician joint-stock company, Karenz MOI), after persistently stirring 3 hours, by cooling down reaction solution partial crystallization, Obtain 10.7 parts of compound (A-3) shown in following formula (A-3).

(the synthesis of compound shown in formula (1) (ingredient (A)) of synthesis example 5

The synthesis of compound (A-4) shown in (step 4) following formula (A-4)

It is different in addition to using isocyanic acid 2- acryloyloxyethyl isocyanate (Showa electrician joint-stock company, Karenz AOI) to replace Other than cyanic acid 2- methacryloxyethyl ester, remaining with step 3 the same manner, obtain chemical combination shown in following formula (A-4) 6.4 parts of object (A-4).

Embodiment 2 to 4 (modulation of display adhesive of the invention)

According to the mixing of ratio shown in following table 2 or 3 (A-1), (A-3) or (A-4) and (B-1) and (B-2), it is warming up to 90 DEG C Afterwards, (C-1) is dissolved.Resulting mixture is cooled to room temperature, after adding (D-1) and (E-1) and stirring, further with three rollers Grinding machine makes its dispersion.Resulting composition is obtained into display adhesive of the invention with metallic screen (635 mesh) filtering.

Comparative example 2 (modulation of the adhesive compared)

According to the mixing of ratio shown in following Table 3 (A-2) and (B-1) and (B-2), after being warming up to 90 DEG C, dissolve (C-1).It will Resulting mixture is cooled to room temperature, and after adding (D-1) and (E-1) and stirring, further makes its dispersion with three-roll mill.By institute The composition obtained obtains the display adhesive compared with metallic screen (635 mesh) filtering.

[assessment of light shielding part hardenability]

4 μm of glass fibre (Japan Electric Glass stock is added in embodiment 2 to 4 and the resulting each adhesive of comparative example 2 Part corporation) 1 mass %, it is mixed, and be coated on and be alternatively equipped between 50 μm of lines and 10 μm as formed by the etching-film of chromium Every glass substrate after, be bonded black matrix substrate as counter substrate, and obtain assessment sample.To resulting sample from being equipped with Line/interval glass substrate side is with metal halogen light irradiation 3,000mJ/cm²(100mW/cm², 30 seconds) ultraviolet light after, with aobvious Micro mirror observes the cured section of each sample.In addition, further imposing 1 at 120 DEG C to the resulting each sample for having irradiated ultraviolet light After the heat treatment of hour, with the cured section of each sample of micro- sem observation.Show the result in table 2 and 3.

The assessment of table 2 composition and assessment result

The assessment of table 3 composition and assessment result

As shown in table 2 and 3, compared with the adhesive of comparative example 2, even if display adhesive of the invention is with visible light Also there is the hardenability same with ultraviolet light, and the hardenability in the deep of light shielding part (low energy irradiation part) is also good.I.e. Confirmation has excellent hardenability in low energy.

[industrial availability]

Even if display of the invention still shows sufficient hardenability by low-energy light with adhesive, therefore can be used for liquid crystal Show the display part purposes with shading light part such as fitting of sealant or encapsulant and touch panel of structure cell.

Claims

1. a kind of display adhesive contains ingredient (A): Photoepolymerizationinitiater initiater shown in following formula (1)；And ingredient (B): light is poly- Mould assembly compound；

In formula (1), X indicates to remove the resulting residue of n hydrogen atom or following formula (1-1) institute from the saturated hydrocarbons containing circular structure Show substituent group,

When X is to remove the resulting residue of n hydrogen atom from the saturated hydrocarbons containing circular structure, the integer of n expression 1 to 6；R₁It indicates Hydrogen atom, hydroxyl, alkoxy or other organic groups；R₂To R₆Separately indicate hydrogen atom, halogen atom, hydroxyl, alcoxyl Base, sulfydryl, sulfide base, silylation, silanol group, nitro, nitroso, cyano, sulfinic acid base, sulfonic group, sulfonic acid foundation, phosphine Base, phosphinyl, phosphono, phosphonic acids foundation, amido, ammonium or other organic groups, there are multiple each R₂To R₆It can phase each other Same or different group；In addition, from R present on same phenyl ring₂To R₆In more than the two for selecting can be bonded and form ring knot Structure；R₇Indicate hydrogen atom；

When the substituent group shown in X expression (1-1), n indicates 1；R₁Indicate hydrogen atom, hydroxyl, alkoxy or other organic groups； R₂、R₃、R₅And R₆Separately indicate hydrogen atom, halogen atom, hydroxyl, alkoxy, sulfydryl, sulfide base, silylation, silanol Base, nitro, nitroso, cyano, sulfinic acid base, sulfonic group, sulfonic acid foundation, phosphino-, phosphinyl, phosphono, phosphonic acids foundation, amine Base, ammonium or other organic groups, there are multiple each R₂、R₃、R₅And R₆Group that can be identical each other or different；In addition, R present on same phenyl ring₂With R₃It can be bonded and be formed ring structure, in R present on same phenyl ring₅With R₆It can be bonded and be formed Ring structure；R₄In an expression sulfur-bearing ehter bond organic group, another indicates the organic group of hydrogen atom or sulfur-bearing ehter bond；This Outside, R₄The organic group of represented sulfur-bearing ehter bond can be with R₃Or R₅It is bonded and forms ring structure；R₇Indicate hydrogen atom or carbon number 1 to 4 Alkyl；

In formula (1-1), R₈Indicate alkylidene or arlydene, R₉Indicate that the alkyl of hydrogen atom or carbon number 1 to 4, Y indicate oxygen atom, sulphur Atom or NR₁₀, R₁₀Indicate the alkyl of hydrogen atom or carbon number 1 to 4.

2. display adhesive according to claim 1, wherein X is substituent group shown in formula (1-1).

3. display adhesive according to claim 1, wherein X is to remove n hydrogen from the saturated hydrocarbons containing circular structure The resulting residue of atom.

4. display adhesive according to claim 3, wherein compound shown in formula (1) is following formula (2) shownization Object is closed,

In formula (2), R₁To R₆It indicates and the R in formula (1) described in claim 1₁To R₆Identical meaning, A indicate cycloalkylidene, D indicates alkylidene.

5. display adhesive according to any one of claim 1 to 4, wherein the ingredient (B) includes ingredient (B-1): (methyl) acyclic compound.

6. display adhesive according to claim 5, wherein the ingredient (B-1) includes (methyl) acrylate Monomer.

7. display adhesive according to claim 5, wherein the ingredient (B-1) includes selected from by amine ester (first Base) acrylate oligomer, (methyl) acrylate oligomer with polyisoprene skeleton and have polybutadiene skeleton One or more of the group that is constituted of (methyl) acrylate oligomer (methyl) acrylate oligomer.

8. display adhesive according to any one of claim 1 to 4, wherein the ingredient (B) includes ingredient (B-2): epoxide.

9. display adhesive according to any one of claim 1 to 4 also contains ingredient (C): organic filler, And/or ingredient (D): inorganic filler.

10. display adhesive according to claim 9, wherein the ingredient (C) includes selected from by amine ester particle One of the group that son, acrylic particles, styrene particulate, styrene alkene particulate and poly- silicon oxygen particulate are constituted Above organic filler.

11. display adhesive according to any one of claim 1 to 4 also contains ingredient (E): silane coupling agent.

12. a kind of optical component is formed hard comprising the adhesive of the display as described in any one of claims 1 to 11 Compound.

13. a kind of touch panel has optical component described in claim 12.

14. a kind of liquid crystal sealing agent or liquid crystal display structure cell encapsulant, using described in any one of any one of claims 1 to 11 11 Display adhesive.

15. a kind of liquid crystal display structure cell is encapsulated comprising the liquid crystal sealing agent as described in claim 14 or liquid crystal display structure cell Dosage form at hardening thing.