TWI862842B - Sealant for liquid crystal display element, upper and lower conductive material and liquid crystal display element - Google Patents
Sealant for liquid crystal display element, upper and lower conductive material and liquid crystal display element Download PDFInfo
- Publication number
- TWI862842B TWI862842B TW110119474A TW110119474A TWI862842B TW I862842 B TWI862842 B TW I862842B TW 110119474 A TW110119474 A TW 110119474A TW 110119474 A TW110119474 A TW 110119474A TW I862842 B TWI862842 B TW I862842B
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- TW
- Taiwan
- Prior art keywords
- liquid crystal
- meth
- crystal display
- acrylate
- sealant
- Prior art date
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 122
- 239000000565 sealant Substances 0.000 title claims abstract description 94
- 239000004020 conductor Substances 0.000 title claims abstract description 11
- 229920005992 thermoplastic resin Polymers 0.000 claims abstract description 31
- 229920005989 resin Polymers 0.000 claims abstract description 24
- 239000011347 resin Substances 0.000 claims abstract description 24
- 229920000642 polymer Polymers 0.000 claims abstract description 20
- 239000002518 antifoaming agent Substances 0.000 claims abstract description 19
- 229920000098 polyolefin Polymers 0.000 claims abstract description 18
- 239000003505 polymerization initiator Substances 0.000 claims abstract description 14
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000010419 fine particle Substances 0.000 claims description 3
- 239000000758 substrate Substances 0.000 abstract description 36
- 238000000576 coating method Methods 0.000 abstract description 19
- 239000011248 coating agent Substances 0.000 abstract description 18
- 238000011109 contamination Methods 0.000 abstract description 17
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 109
- -1 polyethylene terephthalate Polymers 0.000 description 96
- 239000004593 Epoxy Substances 0.000 description 66
- 150000001875 compounds Chemical class 0.000 description 58
- 239000000126 substance Substances 0.000 description 23
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 20
- 239000003795 chemical substances by application Substances 0.000 description 20
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 19
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 13
- 238000000034 method Methods 0.000 description 13
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- 150000001412 amines Chemical class 0.000 description 12
- 229920001577 copolymer Polymers 0.000 description 12
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 11
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 11
- FVCSARBUZVPSQF-UHFFFAOYSA-N 5-(2,4-dioxooxolan-3-yl)-7-methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C(C(OC2=O)=O)C2C(C)=CC1C1C(=O)COC1=O FVCSARBUZVPSQF-UHFFFAOYSA-N 0.000 description 10
- 239000006087 Silane Coupling Agent Substances 0.000 description 10
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- 239000003999 initiator Substances 0.000 description 6
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- 125000006850 spacer group Chemical group 0.000 description 5
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 5
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 4
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- 239000004305 biphenyl Substances 0.000 description 4
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 4
- 125000003700 epoxy group Chemical group 0.000 description 4
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- DMKSVUSAATWOCU-HROMYWEYSA-N loteprednol etabonate Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)OCCl)(OC(=O)OCC)[C@@]1(C)C[C@@H]2O DMKSVUSAATWOCU-HROMYWEYSA-N 0.000 description 4
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 4
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- 239000011164 primary particle Substances 0.000 description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 3
- VFXXTYGQYWRHJP-UHFFFAOYSA-N 4,4'-azobis(4-cyanopentanoic acid) Chemical compound OC(=O)CCC(C)(C#N)N=NC(C)(CCC(O)=O)C#N VFXXTYGQYWRHJP-UHFFFAOYSA-N 0.000 description 3
- 229920000178 Acrylic resin Polymers 0.000 description 3
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- 229920002799 BoPET Polymers 0.000 description 3
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- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 3
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 3
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
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- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 2
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 2
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- YPCHGLDQZXOZFW-UHFFFAOYSA-N [2-[[4-methyl-3-[[3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propoxy]carbonylamino]phenyl]carbamoyloxymethyl]-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound CC1=CC=C(NC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C)C=C1NC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C YPCHGLDQZXOZFW-UHFFFAOYSA-N 0.000 description 2
- VZTQQYMRXDUHDO-UHFFFAOYSA-N [2-hydroxy-3-[4-[2-[4-(2-hydroxy-3-prop-2-enoyloxypropoxy)phenyl]propan-2-yl]phenoxy]propyl] prop-2-enoate Chemical compound C=1C=C(OCC(O)COC(=O)C=C)C=CC=1C(C)(C)C1=CC=C(OCC(O)COC(=O)C=C)C=C1 VZTQQYMRXDUHDO-UHFFFAOYSA-N 0.000 description 2
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- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1339—Gaskets; Spacers; Sealing of cells
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Nonlinear Science (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Mathematical Physics (AREA)
- Crystallography & Structural Chemistry (AREA)
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Abstract
本發明之目的在於提供一種對可撓性基板之接著性、塗佈性及低液晶污染性優異之液晶顯示元件用密封劑。又，本發明之目的在於提供一種使用該液晶顯示元件用密封劑而成之上下導通材料及液晶顯示元件。 本發明係一種液晶顯示元件用密封劑，其含有硬化性樹脂、熱塑性樹脂、聚合起始劑及消泡劑，且上述消泡劑為選自由乙烯醚聚合物及烯烴聚合物所組成之群中之至少1種。The purpose of the present invention is to provide a sealant for liquid crystal display elements that has excellent adhesion to flexible substrates, coating properties, and low liquid crystal contamination. In addition, the purpose of the present invention is to provide an upper and lower conductive material and a liquid crystal display element formed using the sealant for liquid crystal display elements. The present invention is a sealant for liquid crystal display elements, which contains a curable resin, a thermoplastic resin, a polymerization initiator, and a defoaming agent, and the defoaming agent is at least one selected from the group consisting of vinyl ether polymers and olefin polymers.
Description
本發明係關於一種對可撓性基板之接著性、塗佈性及低液晶污染性優異之液晶顯示元件用密封劑。又，本發明係關於一種使用該液晶顯示元件用密封劑而成之上下導通材料及液晶顯示元件。The present invention relates to a sealant for a liquid crystal display element having excellent adhesion to a flexible substrate, coating properties and low liquid crystal contamination properties. The present invention also relates to an upper and lower conductive material and a liquid crystal display element formed by using the sealant for a liquid crystal display element.
近年來，就縮短產距時間、使用液晶量之最佳化等觀點而言，液晶顯示單元等液晶顯示元件之製造方法使用如專利文獻1、專利文獻2所揭示之被稱為滴下工法之液晶滴下方式，該液晶滴下方式使用光熱並用硬化型密封劑。 於滴下工法中，首先，藉由點膠（dispense），於2片附電極之透明基板之一者上形成框狀之密封圖案。繼而，於密封劑未硬化之狀態下將液晶之微小液滴滴下至透明基板之框內整面，立即貼合另一片透明基板，向密封部照射紫外線等光而進行暫時硬化。其後，於液晶退火時進行加熱而進行正式硬化，製作液晶顯示元件。若於減壓下進行基板之貼合，則可以極高之效率製造液晶顯示元件，目前，該滴下工法為液晶顯示元件之製造方法之主流。 先前技術文獻 專利文獻In recent years, from the perspective of shortening the production time and optimizing the amount of liquid crystal used, the manufacturing method of liquid crystal display elements such as liquid crystal display units uses a liquid crystal dripping method called a dripping method as disclosed in Patent Documents 1 and 2, which uses light and heat and a curing sealant. In the dripping method, first, a frame-shaped sealing pattern is formed on one of two transparent substrates with electrodes by dispensing. Then, in the uncured state of the sealant, tiny droplets of liquid crystal are dripped onto the entire surface of the frame of the transparent substrate, and the other transparent substrate is immediately attached, and the sealing part is irradiated with light such as ultraviolet rays for temporary curing. Thereafter, the liquid crystal is heated during annealing to perform formal curing to produce a liquid crystal display element. If the substrates are bonded under reduced pressure, liquid crystal display devices can be manufactured with extremely high efficiency. Currently, this dripping method is the mainstream method for manufacturing liquid crystal display devices. Previous technical literature Patent literature
專利文獻1：日本特開2001-133794號公報 專利文獻2：日本特開平5-295087號公報Patent document 1: Japanese Patent Publication No. 2001-133794 Patent document 2: Japanese Patent Publication No. 5-295087
[發明所欲解決之課題][The problem that the invention wants to solve]
以往，液晶顯示元件之基板主要使用玻璃基板，但近年來，使用聚對苯二甲酸乙二酯、聚醯亞胺、三乙醯纖維素等之可撓性基板受到關注。然而，以往之密封劑存在對此種可撓性基板之接著性不充分之問題。又，於將以往之密封劑用於製造使用可撓性基板之可撓性顯示器之情形時，存在容易產生顯示不良之問題。In the past, glass substrates were mainly used as substrates for liquid crystal display elements, but in recent years, flexible substrates using polyethylene terephthalate, polyimide, triacetyl cellulose, etc. have attracted attention. However, conventional sealants have problems with insufficient adhesion to such flexible substrates. In addition, when conventional sealants are used to manufacture flexible displays using flexible substrates, there is a problem that display defects are easily generated.
本發明之目的在於提供一種對可撓性基板之接著性、塗佈性及低液晶污染性優異之液晶顯示元件用密封劑。又，本發明之目的在於提供一種使用該液晶顯示元件用密封劑而成之上下導通材料及液晶顯示元件。 [解決課題之技術手段]The purpose of the present invention is to provide a sealant for liquid crystal display elements that has excellent adhesion to flexible substrates, coating properties, and low liquid crystal contamination. In addition, the purpose of the present invention is to provide an upper and lower conductive material and a liquid crystal display element formed by using the sealant for liquid crystal display elements. [Technical means to solve the problem]
本發明係一種液晶顯示元件用密封劑，其含有硬化性樹脂、熱塑性樹脂、聚合起始劑及消泡劑，且上述消泡劑為選自由乙烯醚聚合物及烯烴聚合物所組成之群中之至少1種。 以下，對本發明進行詳述。The present invention is a sealant for a liquid crystal display element, which contains a curable resin, a thermoplastic resin, a polymerization initiator and a defoaming agent, and the defoaming agent is at least one selected from the group consisting of vinyl ether polymers and olefin polymers. The present invention is described in detail below.
為了使液晶顯示元件用密封劑對應於可撓性顯示器，本發明人等對向密封劑中摻合熱塑性樹脂進行了研究。然而，所獲得之密封劑存在容易產生液晶污染之問題。本發明人等發現，該液晶污染之原因在於為了適合於製造可撓性顯示器時通常用作密封劑之塗佈方法之網版印刷而摻合於密封劑中之消泡劑，特別是於使用聚矽氧系消泡劑之情形時，顯著產生液晶污染。因此，本發明人等對摻合選自由乙烯醚聚合物及烯烴聚合物所組成之群中之至少1種作為含有熱塑性樹脂之密封劑中所摻合之消泡劑進行了研究。結果發現，可獲得對可撓性基板之接著性、塗佈性及低液晶污染性優異之液晶顯示元件用密封劑，從而完成本發明。In order to make the sealant for liquid crystal display elements compatible with flexible displays, the inventors of the present invention have studied the blending of thermoplastic resins into the sealant. However, the sealant obtained has the problem of easily generating liquid crystal contamination. The inventors of the present invention have found that the cause of the liquid crystal contamination is the defoaming agent blended into the sealant in order to be suitable for screen printing, which is a coating method commonly used for sealants in the manufacture of flexible displays. In particular, when a silicone-based defoaming agent is used, liquid crystal contamination is significantly generated. Therefore, the inventors of the present invention have studied the blending of at least one selected from the group consisting of vinyl ether polymers and olefin polymers as a defoaming agent blended into a sealant containing a thermoplastic resin. As a result, it was found that a sealant for liquid crystal display elements having excellent adhesion to flexible substrates, coating properties, and low liquid crystal contamination properties could be obtained, thereby completing the present invention.
本發明之液晶顯示元件用密封劑含有消泡劑。 上述消泡劑為選自由乙烯醚聚合物及烯烴聚合物所組成之群中之至少1種。藉由含有選自由乙烯醚聚合物及烯烴聚合物所組成之群中之至少1種作為上述消泡劑，本發明之液晶顯示元件用密封劑之塗佈性（特別是網版印刷性）優異，且可抑制液晶污染。其中，較佳為乙烯醚聚合物。 再者，於本說明書中，上述「消泡劑」意指表面張力為35 mN/m以下之化合物。又，上述表面張力意指利用動態潤濕性試驗機藉由Wilhelmy法所測得之值。作為上述動態潤濕性試驗機，例如可例舉WET-6100型（Rhesca公司製造）等。The sealant for liquid crystal display elements of the present invention contains a defoaming agent. The above-mentioned defoaming agent is at least one selected from the group consisting of vinyl ether polymers and olefin polymers. By containing at least one selected from the group consisting of vinyl ether polymers and olefin polymers as the above-mentioned defoaming agent, the sealant for liquid crystal display elements of the present invention has excellent coating properties (especially screen printing properties) and can inhibit liquid crystal contamination. Among them, vinyl ether polymers are preferred. Furthermore, in this specification, the above-mentioned "defoaming agent" means a compound having a surface tension of 35 mN/m or less. In addition, the above-mentioned surface tension means the value measured by the Wilhelmy method using a dynamic wettability tester. Examples of the dynamic wettability tester include WET-6100 (manufactured by Rhesca Corporation).
作為上述乙烯醚聚合物，例如可例舉：聚(甲基乙烯基醚)、聚(乙基乙烯基醚)、聚(異丙基乙烯基醚)、聚(正丙基乙烯基醚)、聚(異丁基乙烯基醚)、聚(正丁基乙烯基醚)、聚(第三丁基乙烯基醚)、聚(正辛基乙烯基醚)、聚(環己基乙烯基醚)、聚(苯基乙烯基醚)、聚(苄基乙烯基醚)、聚(2-乙氧基乙基乙烯基醚)、聚(苯氧基乙基乙烯基醚)、聚(2-氯乙基乙烯基醚)、聚(三甲基矽基乙烯基醚)、聚(三乙基矽基乙烯基醚)、聚(三苯基矽基乙烯基醚)等或該等之改質體或共聚物。其中，較佳為聚(甲基乙烯基醚)、聚(乙基乙烯基醚)。Examples of the vinyl ether polymer include poly(methyl vinyl ether), poly(ethyl vinyl ether), poly(isopropyl vinyl ether), poly(n-propyl vinyl ether), poly(isobutyl vinyl ether), poly(n-butyl vinyl ether), poly(tert-butyl vinyl ether), poly(n-octyl vinyl ether), poly(cyclohexyl vinyl ether), poly(phenyl vinyl ether), poly(benzyl vinyl ether), poly(2-ethoxyethyl vinyl ether), poly(phenoxyethyl vinyl ether), poly(2-chloroethyl vinyl ether), poly(trimethylsilyl vinyl ether), poly(triethylsilyl vinyl ether), poly(triphenylsilyl vinyl ether), and the like, or modified forms or copolymers thereof. Among them, poly(methyl vinyl ether) and poly(ethyl vinyl ether) are preferred.
上述乙烯醚聚合物之重量平均分子量之較佳之下限為200，較佳之上限為5000。藉由使上述乙烯醚聚合物之重量平均分子量為該範圍，所獲得之液晶顯示元件用密封劑之塗佈性（特別是網版印刷性）更加優異。上述乙烯醚聚合物之重量平均分子量之更佳之下限為300，更佳之上限為2000。 再者，於本說明書中，上述重量平均分子量係利用凝膠滲透層析法（GPC）且使用四氫呋喃作為溶劑來進行測定，並藉由聚苯乙烯換算所求出之值。作為藉由GPC測定基於聚苯乙烯換算之重量平均分子量時之管柱，例如可例舉Shodex LF-804（昭和電工公司製造）等。The preferred lower limit of the weight average molecular weight of the above-mentioned vinyl ether polymer is 200, and the preferred upper limit is 5000. By making the weight average molecular weight of the above-mentioned vinyl ether polymer within this range, the coating property (especially screen printing property) of the obtained sealant for liquid crystal display elements is more excellent. The preferred lower limit of the weight average molecular weight of the above-mentioned vinyl ether polymer is 300, and the preferred upper limit is 2000. In addition, in this specification, the above-mentioned weight average molecular weight is measured by gel permeation chromatography (GPC) using tetrahydrofuran as a solvent, and the value is obtained by polystyrene conversion. As a column when measuring the weight average molecular weight based on polystyrene conversion by GPC, for example, Shodex LF-804 (manufactured by Showa Denko K.K.) can be cited.
作為上述烯烴聚合物中之直鏈狀者，例如可例舉：聚乙烯、聚丙烯、聚甲基戊烯、聚丁二烯、聚(1-己烯)、聚(1-辛烯)等或該等之改質體或共聚物。其中，較佳為聚丙烯、聚(1-己烯)。 作為上述烯烴聚合物中之環狀者，例如可例舉：乙烯/降莰烯共聚物、或乙烯/四環十二烯共聚物等或該等之改質體或共聚物。 又，就與液晶顯示元件用密封劑之相容性之觀點而言，上述烯烴聚合物較佳為具有親水性結構及疏水性結構。作為具有親水性結構及疏水性結構之上述烯烴聚合物，例如可例舉：藉由使聚乙酸乙烯酯與上述所例示之烯烴聚合物共聚之方法而獲得之烯烴聚合物等。Examples of the linear olefin polymers include polyethylene, polypropylene, polymethylpentene, polybutadiene, poly(1-hexene), poly(1-octene), etc., or their modified forms or copolymers. Among them, polypropylene and poly(1-hexene) are preferred. Examples of the cyclic olefin polymers include ethylene/norbornene copolymers, ethylene/tetracyclododecene copolymers, etc., or their modified forms or copolymers. In addition, from the perspective of compatibility with the sealant for liquid crystal display elements, the olefin polymers preferably have a hydrophilic structure and a hydrophobic structure. Examples of the olefin polymer having a hydrophilic structure and a hydrophobic structure include olefin polymers obtained by copolymerizing polyvinyl acetate with the olefin polymers exemplified above.
上述烯烴聚合物之重量平均分子量之較佳之下限為200，較佳之上限為5000。藉由使上述烯烴聚合物之重量平均分子量為該範圍，所獲得之液晶顯示元件用密封劑之塗佈性（特別是網版印刷性）更加優異。上述烯烴聚合物之重量平均分子量之更佳之下限為300，更佳之上限為2000。The preferred lower limit of the weight average molecular weight of the olefin polymer is 200, and the preferred upper limit is 5000. By making the weight average molecular weight of the olefin polymer within this range, the coating property (especially screen printing property) of the obtained sealant for liquid crystal display elements is more excellent. The more preferred lower limit of the weight average molecular weight of the olefin polymer is 300, and the more preferred upper limit is 2000.
相對於下述熱塑性樹脂100重量份，上述消泡劑之含量之較佳之下限為0.1重量份，較佳之上限為5重量份。藉由使上述消泡劑之含量為該範圍，所獲得之液晶顯示元件用密封劑之塗佈性（特別是網版印刷性）更加優異。上述消泡劑之含量之更佳之下限為0.2重量份，更佳之上限為3重量份，進而較佳之上限為2重量份。The preferred lower limit of the content of the defoamer is 0.1 parts by weight and the preferred upper limit is 5 parts by weight relative to 100 parts by weight of the thermoplastic resin described below. By making the content of the defoamer within this range, the coating property (especially screen printing property) of the obtained sealant for liquid crystal display elements is more excellent. The preferred lower limit of the content of the defoamer is 0.2 parts by weight, the preferred upper limit is 3 parts by weight, and the further preferred upper limit is 2 parts by weight.
本發明之液晶顯示元件用密封劑含有硬化性樹脂。 上述硬化性樹脂較佳為含有(甲基)丙烯酸化合物。 作為上述(甲基)丙烯酸化合物，例如可例舉：(甲基)丙烯酸酯化合物、環氧(甲基)丙烯酸酯、胺酯(甲基)丙烯酸酯（urethane (meth)acrylate）等。 再者，於本說明書中，上述「(甲基)丙烯酸」意指丙烯酸或甲基丙烯酸，上述「(甲基)丙烯酸化合物」意指具有(甲基)丙烯醯基之化合物，上述「(甲基)丙烯醯基」意指丙烯醯基或甲基丙烯醯基。又，上述「(甲基)丙烯酸酯」意指丙烯酸酯或甲基丙烯酸酯，上述「環氧(甲基)丙烯酸酯」意指使環氧化合物中之所有環氧基與(甲基)丙烯酸反應而成之化合物。The sealant for liquid crystal display elements of the present invention contains a curable resin. The curable resin preferably contains a (meth) acrylic acid compound. Examples of the (meth) acrylic acid compound include (meth) acrylic acid ester compounds, epoxy (meth) acrylic acid esters, and urethane (meth) acrylates. Furthermore, in the present specification, the above-mentioned "(meth) acrylic acid" means acrylic acid or methacrylic acid, the above-mentioned "(meth) acrylic acid compound" means a compound having a (meth) acryloyl group, and the above-mentioned "(meth) acryloyl group" means an acryloyl group or a methacryloyl group. In addition, the above-mentioned "(meth) acrylate" means an acrylate or a methacrylate, and the above-mentioned "epoxy (meth) acrylate" means a compound formed by reacting all epoxy groups in an epoxy compound with (meth) acrylic acid.
作為上述(甲基)丙烯酸酯化合物中之單官能者，例如可例舉：(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸丙酯、(甲基)丙烯酸正丁酯、(甲基)丙烯酸異丁酯、(甲基)丙烯酸第三丁酯、(甲基)丙烯酸2-乙基己酯、(甲基)丙烯酸正辛酯、(甲基)丙烯酸異辛酯、(甲基)丙烯酸異壬酯、(甲基)丙烯酸異癸酯、(甲基)丙烯酸月桂酯、(甲基)丙烯酸異肉豆蔻酯、(甲基)丙烯酸硬脂酯、(甲基)丙烯酸2-羥基乙酯、(甲基)丙烯酸2-羥基丙酯、(甲基)丙烯酸2-羥基丁酯、(甲基)丙烯酸4-羥基丁酯、(甲基)丙烯酸環己酯、(甲基)丙烯酸異莰酯、(甲基)丙烯酸二環戊烯酯、(甲基)丙烯酸苄酯、(甲基)丙烯酸2-甲氧基乙酯、(甲基)丙烯酸2-乙氧基乙酯、(甲基)丙烯酸2-丁氧基乙酯、(甲基)丙烯酸2-苯氧基乙酯、甲氧基乙二醇(甲基)丙烯酸酯、甲氧基聚乙二醇(甲基)丙烯酸酯、苯氧基二乙二醇(甲基)丙烯酸酯、苯氧基聚乙二醇(甲基)丙烯酸酯、(甲基)丙烯酸四氫呋喃甲酯、乙基卡必醇(甲基)丙烯酸酯、(甲基)丙烯酸2,2,2-三氟乙酯、(甲基)丙烯酸2,2,3,3-四氟丙酯、(甲基)丙烯酸1H,1H,5H-八氟戊酯、醯亞胺(甲基)丙烯酸酯、(甲基)丙烯酸二甲胺基乙酯、(甲基)丙烯酸二乙胺基乙酯、琥珀酸2-(甲基)丙烯醯氧基乙酯、六氫鄰苯二甲酸2-(甲基)丙烯醯氧基乙酯、鄰苯二甲酸2-(甲基)丙烯醯氧基乙基2-羥基丙酯、磷酸2-(甲基)丙烯醯氧基乙酯、(甲基)丙烯酸環氧丙酯等。Examples of the monofunctional (meth)acrylate compounds include methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, n-octyl (meth)acrylate, isooctyl (meth)acrylate, isononyl (meth)acrylate, isodecyl (meth)acrylate, and 2-ethylhexyl (meth)acrylate. Lauryl (meth)acrylate, isomyristyl (meth)acrylate, stearyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, cyclohexyl (meth)acrylate, isoborneol (meth)acrylate, dicyclopentenyl (meth)acrylate, benzyl (meth)acrylate, 2-methoxyethyl (meth)acrylate, 2-ethoxyethyl (meth)acrylate, Ester, 2-butoxyethyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, methoxyethylene glycol (meth)acrylate, methoxypolyethylene glycol (meth)acrylate, phenoxydiethylene glycol (meth)acrylate, phenoxypolyethylene glycol (meth)acrylate, tetrahydrofuranmethyl (meth)acrylate, ethyl carbitol (meth)acrylate, 2,2,2-trifluoroethyl (meth)acrylate, 2,2,3,3-tetrafluoroethyl (meth)acrylate Fluoropropyl ester, 1H,1H,5H-octafluoropentyl (meth)acrylate, imide (meth)acrylate, dimethylaminoethyl (meth)acrylate, diethylaminoethyl (meth)acrylate, 2-(meth)acryloyloxyethyl succinate, 2-(meth)acryloyloxyethyl hexahydrophthalate, 2-(meth)acryloyloxyethyl 2-hydroxypropyl phthalate, 2-(meth)acryloyloxyethyl phosphate, glycidyl (meth)acrylate, etc.
又，作為上述(甲基)丙烯酸酯化合物中之二官能者，例如可例舉：1,3-丁二醇二(甲基)丙烯酸酯、1,4-丁二醇二(甲基)丙烯酸酯、1,6-己二醇二(甲基)丙烯酸酯、1,9-壬二醇二(甲基)丙烯酸酯、1,10-癸二醇二(甲基)丙烯酸酯、乙二醇二(甲基)丙烯酸酯、二乙二醇二(甲基)丙烯酸酯、四乙二醇二(甲基)丙烯酸酯、聚乙二醇二(甲基)丙烯酸酯、2-正丁基-2-乙基-1,3-丙二醇二(甲基)丙烯酸酯、二丙二醇二(甲基)丙烯酸酯、三丙二醇二(甲基)丙烯酸酯、聚丙二醇二(甲基)丙烯酸酯、新戊二醇二(甲基)丙烯酸酯、環氧乙烷加成雙酚A二(甲基)丙烯酸酯、環氧丙烷加成雙酚A二(甲基)丙烯酸酯、環氧乙烷加成雙酚F二(甲基)丙烯酸酯、二(甲基)丙烯酸二羥甲基雙環戊二烯酯、環氧乙烷改質異三聚氰酸二(甲基)丙烯酸酯、(甲基)丙烯酸2-羥基-3-(甲基)丙烯醯氧基丙酯、碳酸酯二醇二(甲基)丙烯酸酯、聚醚二醇二(甲基)丙烯酸酯、聚酯二醇二(甲基)丙烯酸酯、聚己內酯二醇二(甲基)丙烯酸酯、聚丁二烯二醇二(甲基)丙烯酸酯等。In addition, examples of the bifunctional (meth)acrylate compounds include 1,3-butanediol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, 1,9-nonanediol di(meth)acrylate, 1,10-decanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, 2-n-butyl-2-ethyl-1,3-propanediol di(meth)acrylate, dipropylene glycol di(meth)acrylate, tripropylene glycol di(meth)acrylate, Polypropylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, ethylene oxide added bisphenol A di(meth)acrylate, propylene oxide added bisphenol A di(meth)acrylate, ethylene oxide added bisphenol F di(meth)acrylate, dihydroxymethyl dicyclopentadienyl di(meth)acrylate, ethylene oxide modified isocyanuric acid di(meth)acrylate, (meth)acrylate 2-hydroxy-3-(meth)acryloyloxypropyl ester, carbonate diol di(meth)acrylate, polyether diol di(meth)acrylate, polyester diol di(meth)acrylate, polycaprolactone diol di(meth)acrylate, polybutadiene diol di(meth)acrylate, etc.
又，作為上述(甲基)丙烯酸酯化合物中之三官能以上者，例如可例舉：三羥甲基丙烷三(甲基)丙烯酸酯、環氧乙烷加成三羥甲基丙烷三(甲基)丙烯酸酯、環氧丙烷加成三羥甲基丙烷三(甲基)丙烯酸酯、己內酯改質三羥甲基丙烷三(甲基)丙烯酸酯、環氧乙烷加成異三聚氰酸三(甲基)丙烯酸酯、甘油三(甲基)丙烯酸酯、環氧丙烷加成甘油三(甲基)丙烯酸酯、新戊四醇三(甲基)丙烯酸酯、磷酸三(甲基)丙烯醯氧基乙酯、二-三羥甲基丙烷四(甲基)丙烯酸酯、新戊四醇四(甲基)丙烯酸酯、二新戊四醇五(甲基)丙烯酸酯、二新戊四醇六(甲基)丙烯酸酯等。In addition, examples of the trifunctional or higher functional (meth)acrylate compounds include trihydroxymethylpropane tri(meth)acrylate, ethylene oxide added trihydroxymethylpropane tri(meth)acrylate, propylene oxide added trihydroxymethylpropane tri(meth)acrylate, caprolactone modified trihydroxymethylpropane tri(meth)acrylate, ethylene oxide added isocyanuric acid tri(meth)acrylate, glycerol tri(meth)acrylate, propylene oxide added glycerol tri(meth)acrylate, pentaerythritol tri(meth)acrylate, tri(meth)acryloyloxyethyl phosphate, di-trihydroxymethylpropane tetra(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, and the like.
作為上述環氧(甲基)丙烯酸酯，例如可例舉：藉由使環氧化合物與(甲基)丙烯酸按照常規方法於鹼性觸媒之存在下反應而獲得者等。Examples of the epoxy (meth)acrylate include those obtained by reacting an epoxy compound with (meth)acrylic acid in the presence of an alkaline catalyst according to a conventional method.
關於作為用於合成上述環氧(甲基)丙烯酸酯之原料之環氧化合物，例如可例舉：雙酚A型環氧化合物、雙酚F型環氧化合物、雙酚S型環氧化合物、2,2'-二烯丙基雙酚A型環氧化合物、氫化雙酚型環氧化合物、環氧丙烷加成雙酚A型環氧化合物、間苯二酚型環氧化合物、聯苯型環氧化合物、硫醚型環氧化合物、二苯醚型環氧化合物、雙環戊二烯型環氧化合物、萘型環氧化合物、苯酚酚醛清漆型環氧化合物、鄰甲酚酚醛清漆型環氧化合物、雙環戊二烯酚醛清漆型環氧化合物、聯苯酚醛清漆型環氧化合物、萘酚酚醛清漆型環氧化合物、環氧丙胺型環氧化合物、烷基多元醇型環氧化合物、橡膠改質型環氧化合物、環氧丙酯化合物等。Examples of the epoxy compound used as a raw material for synthesizing the epoxy (meth) acrylate include bisphenol A type epoxy compounds, bisphenol F type epoxy compounds, bisphenol S type epoxy compounds, 2,2'-diallylbisphenol A type epoxy compounds, hydrogenated bisphenol type epoxy compounds, propylene oxide addition bisphenol A type epoxy compounds, resorcinol type epoxy compounds, biphenyl type epoxy compounds, thioether type epoxy compounds, Diphenyl ether type epoxy compounds, dicyclopentadiene type epoxy compounds, naphthalene type epoxy compounds, phenol novolac type epoxy compounds, o-cresol novolac type epoxy compounds, dicyclopentadiene novolac type epoxy compounds, biphenyl novolac type epoxy compounds, naphthol novolac type epoxy compounds, glycidylamine type epoxy compounds, alkyl polyol type epoxy compounds, rubber modified epoxy compounds, glycidyl ester compounds, etc.
作為上述雙酚A型環氧化合物中之市售者，例如可例舉：jER828EL、jER1004（均為三菱化學公司製造）、EPICLON EXA-850CRP（DIC公司製造）等。 作為上述雙酚F型環氧化合物中之市售者，例如可例舉：jER806、jER4004（均為三菱化學公司製造）等。 作為上述雙酚S型環氧化合物中之市售者，例如可例舉：EPICLON EXA1514（DIC公司製造）等。 作為上述2,2'-二烯丙基雙酚A型環氧化合物中之市售者，例如可例舉：RE-810NM（日本化藥公司製造）等。 作為上述氫化雙酚型環氧化合物中之市售者，例如可例舉：EPICLON EXA7015（DIC公司製造）等。 作為上述環氧丙烷加成雙酚A型環氧化合物中之市售者，例如可例舉：EP-4000S（ADEKA公司製造）等。 作為上述間苯二酚型環氧化合物中之市售者，例如可例舉：EX-201（長瀨化成公司製造）等。 作為上述聯苯型環氧化合物中之市售者，例如可例舉：jER YX-4000H（三菱化學公司製造）等。 作為上述硫醚型環氧化合物中之市售者，例如可例舉：YSLV-50TE（日鐵化學材料公司製造）等。 作為上述二苯醚型環氧化合物中之市售者，例如可例舉：YSLV-80DE（日鐵化學材料公司製造）等。 作為上述雙環戊二烯型環氧化合物中之市售者，例如可例舉：EP-4088S（ADEKA公司製造）等。 作為上述萘型環氧化合物中之市售者，例如可例舉：EPICLON HP4032、EPICLON EXA-4700（均為DIC公司製造）等。 作為上述苯酚酚醛清漆型環氧化合物中之市售者，例如可例舉：EPICLON N-770（DIC公司製造）等。 作為上述鄰甲酚酚醛清漆型環氧化合物中之市售者，例如可例舉：EPICLON N-670-EXP-S（DIC公司製造）等。 作為上述雙環戊二烯酚醛清漆型環氧化合物中之市售者，例如可例舉：EPICLON HP7200（DIC公司製造）等。 作為上述聯苯酚醛清漆型環氧化合物中之市售者，例如可例舉：NC-3000P（日本化藥公司製造）等。 作為上述萘酚酚醛清漆型環氧化合物中之市售者，例如可例舉：ESN-165S（日鐵化學材料公司製造）等。 作為上述環氧丙胺型環氧化合物中之市售者，例如可例舉：jER630（三菱化學公司製造）、EPICLON 430（DIC公司製造）、TETRAD-X（三菱瓦斯化學公司製造）等。 作為上述烷基多元醇型環氧化合物中之市售者，例如可例舉：ZX-1542（日鐵化學材料公司製造）、EPICLON 726（DIC公司製造）、EPOLIGHT 80MFA（共榮社化學公司製造）、DENACOL EX-611（長瀨化成公司製造）等。 作為上述橡膠改質型環氧化合物中之市售者，例如可例舉：YR-450、YR-207（均為日鐵化學材料公司製造）、EPOLEAD PB（大賽璐公司製造）等。 作為上述環氧丙酯化合物中之市售者，例如可例舉：DENACOL EX-147（長瀨化成公司製造）等。 作為上述環氧化合物中之其他市售者，例如可例舉：YDC-1312、YSLV-80XY、YSLV-90CR（均為日鐵化學材料公司製造）、XAC4151（旭化成公司製造）、jER1031、jER1032（均為三菱化學公司製造）、EXA-7120（DIC公司製造）、TEPIC（日產化學公司製造）等。Examples of commercially available bisphenol A epoxy compounds include jER828EL, jER1004 (both manufactured by Mitsubishi Chemical Corporation), and EPICLON EXA-850CRP (manufactured by DIC Corporation). Examples of commercially available bisphenol F epoxy compounds include jER806 and jER4004 (both manufactured by Mitsubishi Chemical Corporation). Examples of commercially available bisphenol S epoxy compounds include EPICLON EXA1514 (manufactured by DIC Corporation). Examples of commercially available 2,2'-diallylbisphenol A epoxy compounds include RE-810NM (manufactured by Nippon Kayaku Co., Ltd.). Examples of commercially available products of the above-mentioned hydrogenated bisphenol type epoxy compounds include: EPICLON EXA7015 (manufactured by DIC Corporation). Examples of commercially available products of the above-mentioned propylene oxide addition bisphenol A type epoxy compounds include: EP-4000S (manufactured by ADEKA Corporation). Examples of commercially available products of the above-mentioned resorcinol type epoxy compounds include: EX-201 (manufactured by Nagase Chemicals Co., Ltd.). Examples of commercially available products of the above-mentioned biphenyl type epoxy compounds include: jER YX-4000H (manufactured by Mitsubishi Chemical Corporation). Examples of commercially available products of the above-mentioned thioether type epoxy compounds include: YSLV-50TE (manufactured by Nippon Steel Chemical Materials Co., Ltd.). Examples of commercially available diphenyl ether epoxy compounds include YSLV-80DE (manufactured by Nippon Steel Chemical Materials Co., Ltd.). Examples of commercially available dicyclopentadiene epoxy compounds include EP-4088S (manufactured by ADEKA Co., Ltd.). Examples of commercially available naphthalene epoxy compounds include EPICLON HP4032 and EPICLON EXA-4700 (manufactured by DIC Corporation). Examples of commercially available phenol novolac epoxy compounds include EPICLON N-770 (manufactured by DIC Corporation). Examples of commercially available products of the above-mentioned o-cresol novolac epoxy compounds include EPICLON N-670-EXP-S (manufactured by DIC Corporation). Examples of commercially available products of the above-mentioned dicyclopentadiene novolac epoxy compounds include EPICLON HP7200 (manufactured by DIC Corporation). Examples of commercially available products of the above-mentioned biphenyl novolac epoxy compounds include NC-3000P (manufactured by Nippon Kayaku Co., Ltd.). Examples of commercially available products of the above-mentioned naphthol novolac epoxy compounds include ESN-165S (manufactured by Nippon Steel Chemical Materials Co., Ltd.). Examples of commercially available epoxy compounds of the above-mentioned epoxy propylamine type include jER630 (manufactured by Mitsubishi Chemical Corporation), EPICLON 430 (manufactured by DIC Corporation), and TETRAD-X (manufactured by Mitsubishi Gas Chemical Corporation). Examples of commercially available epoxy compounds of the above-mentioned alkyl polyol type include ZX-1542 (manufactured by Nippon Steel Chemical Materials Co., Ltd.), EPICLON 726 (manufactured by DIC Corporation), EPOLIGHT 80MFA (manufactured by Kyoeisha Chemical Co., Ltd.), and DENACOL EX-611 (manufactured by Nagase Chemicals Co., Ltd.). Examples of the commercially available rubber-modified epoxy compounds include YR-450, YR-207 (both manufactured by Nippon Steel Chemical Materials Co., Ltd.), EPOLEAD PB (manufactured by Daicellul Corporation), etc. Examples of the commercially available glycidyl compounds include DENACOL EX-147 (manufactured by Nagase Chemicals Co., Ltd.), etc. Other commercially available epoxy compounds include, for example, YDC-1312, YSLV-80XY, and YSLV-90CR (all manufactured by Nippon Steel Chemical Materials Co., Ltd.), XAC4151 (manufactured by Asahi Kasei Corporation), jER1031 and jER1032 (all manufactured by Mitsubishi Chemical Corporation), EXA-7120 (manufactured by DIC Corporation), and TEPIC (manufactured by Nissan Chemical Co., Ltd.).
作為上述環氧(甲基)丙烯酸酯中之市售者，例如可例舉：DAICEL-ALLNEX公司製造之環氧(甲基)丙烯酸酯、新中村化學工業公司製造之環氧(甲基)丙烯酸酯、共榮社化學公司製造之環氧(甲基)丙烯酸酯、長瀨化成公司製造之環氧(甲基)丙烯酸酯等。 作為上述DAICEL-ALLNEX公司製造之環氧(甲基)丙烯酸酯，例如可例舉：EBECRYL860、EBECRYL3200、EBECRYL3201、EBECRYL3412、EBECRYL3600、EBECRYL3700、EBECRYL3701、EBECRYL3702、EBECRYL3703、EBECRYL3708、EBECRYL3800、EBECRYL6040、EBECRYL RDX63182等。 作為上述新中村化學工業公司製造之環氧(甲基)丙烯酸酯，例如可例舉：EA-1010、EA-1020、EA-5323、EA-5520、EA-CHD、EMA-1020等。 作為上述共榮社化學公司製造之環氧(甲基)丙烯酸酯，例如可例舉：EPOXYESTER M-600A、EPOXYESTER 40EM、EPOXYESTER 70PA、EPOXYESTER 200PA、EPOXYESTER 80MFA、EPOXYESTER 3002M、EPOXYESTER 3002A、EPOXYESTER 1600A、EPOXYESTER 3000M、EPOXYESTER 3000A、EPOXYESTER 200EA、EPOXYESTER 400EA等。 作為上述長瀨化成公司製造之環氧(甲基)丙烯酸酯，例如可例舉：Denacol Acrylate DA-141、Denacol Acrylate DA-314、Denacol Acrylate DA-911等。Examples of commercially available epoxy (meth)acrylates include epoxy (meth)acrylate manufactured by DAICEL-ALLNEX, epoxy (meth)acrylate manufactured by Shin-Nakamura Chemical Industry, epoxy (meth)acrylate manufactured by Kyoeisha Chemical, and epoxy (meth)acrylate manufactured by Nagase Chemicals. Examples of epoxy (meth) acrylates manufactured by the above-mentioned DAICEL-ALLNEX include EBECRYL860, EBECRYL3200, EBECRYL3201, EBECRYL3412, EBECRYL3600, EBECRYL3700, EBECRYL3701, EBECRYL3702, EBECRYL3703, EBECRYL3708, EBECRYL3800, EBECRYL6040, and EBECRYL RDX63182. Examples of epoxy (meth) acrylates manufactured by the above-mentioned Shin-Nakamura Chemical Industry include EA-1010, EA-1020, EA-5323, EA-5520, EA-CHD, and EMA-1020. Examples of epoxy (meth) acrylates manufactured by Kyoeisha Chemical Co., Ltd. include EPOXYESTER M-600A, EPOXYESTER 40EM, EPOXYESTER 70PA, EPOXYESTER 200PA, EPOXYESTER 80MFA, EPOXYESTER 3002M, EPOXYESTER 3002A, EPOXYESTER 1600A, EPOXYESTER 3000M, EPOXYESTER 3000A, EPOXYESTER 200EA, EPOXYESTER 400EA, etc. Examples of epoxy (meth) acrylates manufactured by Nagase Chemical Co., Ltd. include Denacol Acrylate DA-141, Denacol Acrylate DA-314, Denacol Acrylate DA-911, etc.
上述胺酯(甲基)丙烯酸酯例如可藉由如下方式獲得：使具有羥基之(甲基)丙烯酸衍生物於觸媒量之錫系化合物存在下與多官能異氰酸酯化合物反應。The amine (meth)acrylate can be obtained, for example, by reacting a (meth)acrylic acid derivative having a hydroxyl group with a polyfunctional isocyanate compound in the presence of a catalytic amount of a tin-based compound.
作為上述多官能異氰酸酯化合物，例如可例舉：異佛酮二異氰酸酯、2,4-甲苯二異氰酸酯、2,6-甲苯二異氰酸酯、六亞甲基二異氰酸酯、三甲基六亞甲基二異氰酸酯、二苯基甲烷-4,4'-二異氰酸酯（MDI）、氫化MDI、聚合MDI、1,5-萘二異氰酸酯、降莰烷二異氰酸酯、聯甲苯胺二異氰酸酯、伸茬基二異氰酸酯（XDI）、氫化XDI、離胺酸二異氰酸酯、三苯基甲烷三異氰酸酯、硫代磷酸三(異氰酸基苯基)酯、四甲基伸茬基二異氰酸酯、1,6,11-十一烷三異氰酸酯等。Examples of the polyfunctional isocyanate compound include isophorone diisocyanate, 2,4-toluene diisocyanate, 2,6-toluene diisocyanate, hexamethylene diisocyanate, trimethylhexamethylene diisocyanate, diphenylmethane-4,4′-diisocyanate (MDI), hydrogenated MDI, polymeric MDI, 1,5-naphthalene diisocyanate, norbornane diisocyanate, tolidine diisocyanate, stilbene diisocyanate (XDI), hydrogenated XDI, lysine diisocyanate, triphenylmethane triisocyanate, thiophosphoric acid tris(isocyanatophenyl), tetramethylstilbene diisocyanate, and 1,6,11-undecane triisocyanate.
又，上述多官能異氰酸酯化合物亦可使用藉由多元醇與過量之多官能異氰酸酯化合物之反應而獲得之經擴鏈的多官能異氰酸酯化合物。 作為上述多元醇，例如可例舉：乙二醇、丙二醇、甘油、山梨醇、三羥甲基丙烷、碳酸酯二醇、聚醚二醇、聚酯二醇、聚己內酯二醇等。Furthermore, the above-mentioned polyfunctional isocyanate compound may be an expanded polyfunctional isocyanate compound obtained by reacting a polyol with an excess of the polyfunctional isocyanate compound. Examples of the above-mentioned polyol include ethylene glycol, propylene glycol, glycerin, sorbitol, trihydroxymethylpropane, carbonate diol, polyether diol, polyester diol, polycaprolactone diol, and the like.
作為上述具有羥基之(甲基)丙烯酸衍生物，例如可例舉：單(甲基)丙烯酸羥基烷基酯、二元醇之單(甲基)丙烯酸酯、三元醇之單(甲基)丙烯酸酯或二(甲基)丙烯酸酯、環氧(甲基)丙烯酸酯等。 作為上述單(甲基)丙烯酸羥基烷基酯，例如可例舉：(甲基)丙烯酸2-羥基乙酯、(甲基)丙烯酸2-羥基丙酯、(甲基)丙烯酸2-羥基丁酯、(甲基)丙烯酸4-羥基丁酯等。 作為上述二元醇，例如可例舉：乙二醇、1,2-丙二醇、1,3-丙二醇、1,3-丁二醇、1,4-丁二醇、聚乙二醇等。 作為上述三元醇，例如可例舉：三羥甲基乙烷、三羥甲基丙烷、甘油等。 作為上述環氧(甲基)丙烯酸酯，例如可例舉：雙酚A型環氧丙烯酸酯等。Examples of the (meth)acrylic acid derivatives having a hydroxyl group include: hydroxyalkyl mono(meth)acrylate, mono(meth)acrylate of a diol, mono(meth)acrylate or di(meth)acrylate of a triol, epoxy(meth)acrylate, etc. Examples of the hydroxyalkyl mono(meth)acrylate include: 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, etc. Examples of the diols include: ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, 1,3-butylene glycol, 1,4-butylene glycol, polyethylene glycol, etc. Examples of the triols include: trihydroxymethylethane, trihydroxymethylpropane, glycerol, etc. Examples of the epoxy (meth)acrylate include bisphenol A type epoxy acrylate and the like.
作為上述胺酯(甲基)丙烯酸酯中之市售者，例如可例舉：東亞合成公司製造之(胺酯(甲基)丙烯酸酯、DAICEL-ALLNEX公司製造之胺酯(甲基)丙烯酸酯、根上工業公司製造之胺酯(甲基)丙烯酸酯、新中村化學工業公司製造之胺酯(甲基)丙烯酸酯、共榮社化學公司製造之胺酯(甲基)丙烯酸酯等。 作為上述東亞合成公司製造之胺酯(甲基)丙烯酸酯，例如可例舉：M-1100、M-1200、M-1210、M-1600等。 作為上述DAICEL-ALLNEX公司製造之胺酯(甲基)丙烯酸酯，例如可例舉：EBECRYL210、EBECRYL220、EBECRYL230、EBECRYL270、EBECRYL1290、EBECRYL2220、EBECRYL4827、EBECRYL4842、EBECRYL4858、EBECRYL5129、EBECRYL6700、EBECRYL8402、EBECRYL8803、EBECRYL8804、EBECRYL8807、EBECRYL9260等。 作為上述根上工業公司製造之胺酯(甲基)丙烯酸酯，例如可例舉：Artresin UN-330、Artresin SH-500B、Artresin UN-1200TPK、Artresin UN-1255、Artresin UN-3320HB、Artresin UN-7100、Artresin UN-9000A、Artresin UN-9000H等。 作為上述新中村化學工業公司製造之胺酯(甲基)丙烯酸酯，例如可例舉：U-2HA、U-2PHA、U-3HA、U-4HA、U-6H、U-6HA、U-6LPA、U-10H、U-15HA、U-108、U-108A、U-122A、U-122P、U-324A、U-340A、U-340P、U-1084A、U-2061BA、UA-340P、UA-4000、UA-4100、UA-4200、UA-4400、UA-5201P、UA-7100、UA-7200、UA-W2A等。 作為上述共榮社化學公司製造之胺酯(甲基)丙烯酸酯，例如可例舉：AH-600、AI-600、AT-600、UA-101I、UA-101T、UA-306H、UA-306I、UA-306T等。Examples of the commercially available amine (meth) acrylates include: amine (meth) acrylates manufactured by Toagosei Co., Ltd., amine (meth) acrylates manufactured by DAICEL-ALLNEX Co., Ltd., amine (meth) acrylates manufactured by Negami Kogyo Co., Ltd., amine (meth) acrylates manufactured by Shin-Nakamura Chemical Co., Ltd., and amine (meth) acrylates manufactured by Kyoeisha Chemical Co., Ltd. Examples of the amine (meth) acrylates manufactured by Toagosei Co., Ltd. include: M-1100, M-1200, M-1210, M-1600, etc. Examples of the amine (meth) acrylates manufactured by DAICEL-ALLNEX Co., Ltd. , for example: EBECRYL210, EBECRYL220, EBECRYL230, EBECRYL270, EBECRYL1290, EBECRYL2220, EBECRYL4827, EBECRYL4842, EBECRYL4858, EBECRYL5129, EBECRYL6700, EBECRYL8402, EBECRYL8803, EBECRYL8804, EBECRYL8807, EBECRYL9260, etc. As the amine (meth) acrylate manufactured by the above-mentioned Negami Industrial Co., Ltd., for example: Artresin UN-330, Artresin SH-500B, Artresin UN-1200TPK, Artresin UN-1255, Artresin UN-3320HB, Artresin UN-7100, Artresin UN-9000A, Artresin UN-9000H, etc. Examples of the amine (meth)acrylates manufactured by Shin-Nakamura Chemical Industry Co., Ltd. include: U-2HA, U-2PHA, U-3HA, U-4HA, U-6H, U-6HA, U-6LPA, U-10H, U-15HA, U-108, U-108A, U-122A, U-122P, U-324A, U-340A, U-340P, U-1084A, U-2061BA, U- A-340P, UA-4000, UA-4100, UA-4200, UA-4400, UA-5201P, UA-7100, UA-7200, UA-W2A, etc. Examples of the amine (meth)acrylates manufactured by the aforementioned Kyoeisha Chemical Co., Ltd. include AH-600, AI-600, AT-600, UA-101I, UA-101T, UA-306H, UA-306I, UA-306T, etc.
為了提昇所獲得之液晶顯示元件用密封劑之接著性等，上述硬化性樹脂可含有環氧化合物。作為上述環氧化合物，例如可例舉：作為用於合成上述環氧(甲基)丙烯酸酯之原料之環氧化合物或部分(甲基)丙烯酸改質環氧化合物等。 再者，於本說明書中，上述部分(甲基)丙烯酸改質環氧化合物例如意指於1個分子中具有環氧基及(甲基)丙烯醯基各1個以上之化合物，該化合物可藉由使於1個分子中具有2個以上之環氧基之環氧化合物之一部分環氧基與(甲基)丙烯酸反應而獲得。In order to improve the adhesion of the obtained sealant for liquid crystal display elements, the curable resin may contain an epoxy compound. Examples of the epoxy compound include epoxy compounds used as raw materials for synthesizing the epoxy (meth) acrylates or partially (meth) acrylic acid-modified epoxy compounds. Furthermore, in the present specification, the partially (meth) acrylic acid-modified epoxy compound refers to, for example, a compound having one or more epoxy groups and one or more (meth) acrylic acid groups in one molecule, which can be obtained by reacting a part of the epoxy groups of an epoxy compound having two or more epoxy groups in one molecule with (meth) acrylic acid.
上述硬化性樹脂可單獨使用，亦可組合2種以上使用。The above-mentioned hardening resins may be used alone or in combination of two or more.
本發明之液晶顯示元件用密封劑含有熱塑性樹脂。 藉由使用上述熱塑性樹脂，本發明之液晶顯示元件用密封劑對可撓性基板之接著性優異。The sealant for liquid crystal display elements of the present invention contains a thermoplastic resin. By using the above-mentioned thermoplastic resin, the sealant for liquid crystal display elements of the present invention has excellent adhesion to a flexible substrate.
上述熱塑性樹脂較佳為玻璃轉移溫度（以下，亦稱為「Tg」）為30℃以下。藉由使上述熱塑性樹脂之Tg為30℃以下，所獲得之液晶顯示元件用密封劑對可撓性基板之接著性更加優異。上述熱塑性樹脂之Tg之更佳之上限為25℃，進而較佳之上限為21℃，進而更佳之上限為10℃，特佳之上限為7℃，最佳之上限為4℃。 又，上述熱塑性樹脂之Tg之較佳之下限為-30℃。 再者，於本說明書中，上述玻璃轉移溫度意指藉由基於JIS K 7121之「塑膠之轉移溫度測定方法」之示差掃描熱量測定（DSC）所測得之值。The thermoplastic resin preferably has a glass transition temperature (hereinafter, also referred to as "Tg") of 30°C or less. By making the Tg of the thermoplastic resin below 30°C, the obtained sealant for liquid crystal display elements has better adhesion to the flexible substrate. The upper limit of the Tg of the thermoplastic resin is preferably 25°C, the upper limit is further preferably 21°C, the upper limit is further preferably 10°C, the upper limit is particularly preferably 7°C, and the best upper limit is 4°C. In addition, the lower limit of the Tg of the thermoplastic resin is preferably -30°C. In this specification, the glass transition temperature refers to a value measured by differential scanning calorimetry (DSC) based on JIS K 7121 "Determination of transition temperature of plastics".
上述熱塑性樹脂之重量平均分子量之較佳之下限為5000，較佳之上限為10萬。藉由使上述熱塑性樹脂之重量平均分子量為5000以上，所獲得之液晶顯示元件用密封劑之塗佈性更加優異。藉由使上述熱塑性樹脂之重量平均分子量為10萬以下，所獲得之液晶顯示元件用密封劑之塗佈性及對可撓性基板之接著性更加優異。上述熱塑性樹脂之重量平均分子量之更佳之下限為2萬，更佳之上限為8萬。The preferred lower limit of the weight average molecular weight of the thermoplastic resin is 5000, and the preferred upper limit is 100,000. By making the weight average molecular weight of the thermoplastic resin above 5000 or more, the coating property of the obtained sealant for liquid crystal display elements is more excellent. By making the weight average molecular weight of the thermoplastic resin below 100,000, the coating property of the obtained sealant for liquid crystal display elements and the adhesion to the flexible substrate are more excellent. The preferred lower limit of the weight average molecular weight of the thermoplastic resin is 20,000, and the preferred upper limit is 80,000.
作為上述熱塑性樹脂，例如可例舉：聚烯烴、聚酯、(甲基)丙烯酸樹脂、聚醯胺、聚胺酯、ABS樹脂、AES樹脂、AAS樹脂、MBS樹脂、陰離子/苯乙烯共聚物、苯乙烯/(甲基)丙烯酸甲酯共聚物、聚苯乙烯、聚碳酸酯、聚苯醚、苯氧基樹脂等。 作為上述聚烯烴，例如可例舉：聚乙烯、聚丙烯、乙烯/乙酸乙烯酯共聚物、乙烯/(甲基)丙烯酸共聚物、乙烯/(甲基)丙烯酸甲酯共聚物、乙烯/(甲基)丙烯酸乙酯共聚物、乙烯/乙烯醇共聚物、乙烯/(甲基)丙烯酸乙酯/順丁烯二酸酐共聚物等。 作為上述(甲基)丙烯酸樹脂，例如可例舉：聚(甲基)丙烯酸甲酯等。 作為上述熱塑性樹脂，其中，較佳為聚酯、(甲基)丙烯酸樹脂，更佳為聚酯，進而較佳為共聚聚酯，特佳為飽和聚酯樹脂、飽和共聚聚酯樹脂。 上述熱塑性樹脂可單獨使用，亦可組合2種以上使用。Examples of the thermoplastic resin include polyolefins, polyesters, (meth)acrylic resins, polyamides, polyurethanes, ABS resins, AES resins, AAS resins, MBS resins, anion/styrene copolymers, styrene/methyl (meth)acrylate copolymers, polystyrene, polycarbonate, polyphenylene ether, phenoxy resins, etc. Examples of the polyolefin include polyethylene, polypropylene, ethylene/vinyl acetate copolymers, ethylene/(meth)acrylic acid copolymers, ethylene/methyl (meth)acrylate copolymers, ethylene/ethyl (meth)acrylate copolymers, ethylene/vinyl alcohol copolymers, ethylene/ethyl (meth)acrylate/maleic anhydride copolymers, etc. Examples of the (meth)acrylic resin include polymethyl (meth)acrylate, etc. As the above-mentioned thermoplastic resin, polyester and (meth) acrylic resin are preferred, polyester is more preferred, copolyester is further preferred, and saturated polyester resin and saturated copolyester resin are particularly preferred. The above-mentioned thermoplastic resin can be used alone or in combination of two or more.
為了使所獲得之液晶顯示元件用密封劑之硬化物之柔軟性及強韌性更加優異，上述熱塑性樹脂較佳為非晶性樹脂，自使所獲得之液晶顯示元件用密封劑對可撓性基板之接著性更加優異之觀點而言，更佳為非晶性聚酯。 作為上述非晶性聚酯中之市售者，例如可例舉：Vylon 300（Tg為7℃，重量平均分子量約為55000）、Vylon 500（Tg為4℃，重量平均分子量約為55000）、Vylon 550（Tg為-15℃，重量平均分子量約為60000）、Vylon 560（Tg為7℃，重量平均分子量約為40000）、Vylon 630（Tg為7℃，重量平均分子量約為55000）、Vylon 650（Tg為10℃，重量平均分子量約為55000）、Vylon 670（Tg為7℃，重量平均分子量約為80000）（均為東洋紡織公司製造）等。 再者，於本說明書中，上述「非晶性」意指藉由基於JIS K 7121之「塑膠之轉移溫度測定方法」之示差掃描熱量測定（DSC）未見到明確之熔點峰。In order to make the obtained liquid crystal display element sealant's cured product more flexible and tough, the above-mentioned thermoplastic resin is preferably an amorphous resin, and from the perspective of making the obtained liquid crystal display element sealant's adhesion to the flexible substrate more excellent, it is more preferably an amorphous polyester. Examples of commercially available amorphous polyesters include Vylon 300 (Tg of 7°C, weight average molecular weight of about 55,000), Vylon 500 (Tg of 4°C, weight average molecular weight of about 55,000), Vylon 550 (Tg of -15°C, weight average molecular weight of about 60,000), Vylon 560 (Tg of 7°C, weight average molecular weight of about 40,000), Vylon 630 (Tg of 7°C, weight average molecular weight of about 55,000), Vylon 650 (Tg of 10°C, weight average molecular weight of about 55,000), and Vylon 670 (Tg of 7°C, weight average molecular weight of about 80,000) (all manufactured by Toyobo Co., Ltd.). In this specification, the term "amorphous" means that no clear melting point peak is observed by differential scanning calorimetry (DSC) based on JIS K 7121 "Determination of transition temperature of plastics".
上述硬化性樹脂與上述熱塑性樹脂之合計100重量份中，上述熱塑性樹脂之含量之較佳之下限為10重量份，較佳之上限為80重量份。藉由使上述熱塑性樹脂之含量為10重量份以上，所獲得之液晶顯示元件用密封劑對可撓性基板之接著性更加優異。藉由使上述熱塑性樹脂之含量為80重量份以下，所獲得之液晶顯示元件用密封劑之塗佈性更加優異。上述熱塑性樹脂之含量之更佳之下限為20重量份，更佳之上限為70重量份，進而較佳之下限為30重量份。In the total of 100 parts by weight of the above-mentioned curable resin and the above-mentioned thermoplastic resin, the preferred lower limit of the content of the above-mentioned thermoplastic resin is 10 parts by weight, and the preferred upper limit is 80 parts by weight. By making the content of the above-mentioned thermoplastic resin more than 10 parts by weight, the obtained sealant for liquid crystal display elements has better adhesion to flexible substrates. By making the content of the above-mentioned thermoplastic resin less than 80 parts by weight, the coating property of the obtained sealant for liquid crystal display elements is better. The preferred lower limit of the content of the above-mentioned thermoplastic resin is 20 parts by weight, the preferred upper limit is 70 parts by weight, and the further preferred lower limit is 30 parts by weight.
本發明之液晶顯示元件用密封劑含有聚合起始劑。 作為上述聚合起始劑，例如可例舉：藉由光照射而產生自由基之光自由基聚合起始劑或藉由加熱而產生自由基之熱自由基聚合起始劑等。The sealing agent for liquid crystal display elements of the present invention contains a polymerization initiator. Examples of the above-mentioned polymerization initiator include: a photoradical polymerization initiator that generates free radicals by light irradiation or a thermal radical polymerization initiator that generates free radicals by heating.
作為上述光自由基聚合起始劑，例如可例舉：二苯甲酮系化合物、苯乙酮系化合物、醯基膦氧化物系化合物、二茂鈦系化合物、肟酯系化合物、安息香醚系化合物、9-氧硫𠮿等。 作為上述光自由基聚合起始劑，具體而言，例如可例舉：1-羥基環己基苯基酮、2-苄基-2-二甲胺基-1-(4-啉基苯基)丁酮、1,2-(二甲胺基)-2-((4-甲基苯基)甲基)-1-(4-(4-啉基)苯基)-1-丁酮、2,2-二甲氧基-1,2-二苯基乙烷-1-酮、雙(2,4,6-三甲基苯甲醯基)苯基膦氧化物、2-甲基-1-(4-甲基苯硫基)-2-啉基丙烷-1-酮、1-(4-(2-羥基乙氧基)-苯基)-2-羥基-2-甲基-1-丙烷-1-酮、1-(4-(苯硫基)苯基)-1,2-辛二酮2-(O-苯甲醯肟)（1-(4-(phenylthio)phenyl)-1,2-octanedione 2-(O-benzoyloxime)）、2,4,6-三甲基苯甲醯基二苯基膦氧化物等。 上述光自由基聚合起始劑可單獨使用，亦可組合2種以上使用。Examples of the photoradical polymerization initiator include benzophenone compounds, acetophenone compounds, acylphosphine oxide compounds, titanocene compounds, oxime ester compounds, benzoin ether compounds, 9-oxysulfide compounds, As the above-mentioned photoradical polymerization initiator, specifically, for example, 1-hydroxycyclohexyl phenyl ketone, 2-benzyl-2-dimethylamino-1-(4- 1,2-(dimethylamino)-2-((4-methylphenyl)methyl)-1-(4-(4- 1-Butanone, 2,2-dimethoxy-1,2-diphenylethane-1-one, bis(2,4,6-trimethylbenzyl)phenylphosphine oxide, 2-methyl-1-(4-methylphenylthio)-2- The photo-radical polymerization initiators include 1-(4-(2-hydroxyethoxy)-phenyl)-2-hydroxy-2-methyl-1-propane-1-one, 1-(4-(phenylthio)phenyl)-1,2-octanedione 2-(O-benzoyloxime), and 2,4,6-trimethylbenzyldiphenylphosphine oxide. The photo-radical polymerization initiators may be used alone or in combination of two or more.
作為上述熱自由基聚合起始劑，例如可例舉：由偶氮化合物或有機過氧化物等所構成者。其中，就抑制液晶污染之觀點而言，較佳為由偶氮化合物所構成之起始劑（以下，亦稱為「偶氮起始劑」），更佳為由高分子偶氮化合物所構成之起始劑（以下，亦稱為「高分子偶氮起始劑」）。 上述熱自由基聚合起始劑可單獨使用，亦可組合2種以上使用。 再者，於本說明書中，上述「高分子偶氮化合物」意指具有偶氮基，且藉由熱會生成可使(甲基)丙烯醯基硬化之自由基的數量平均分子量為300以上之化合物。As the above-mentioned thermal free radical polymerization initiator, for example, there can be cited: those composed of azo compounds or organic peroxides. Among them, from the viewpoint of suppressing liquid crystal contamination, the initiator composed of azo compounds (hereinafter, also referred to as "azo initiator") is preferred, and the initiator composed of polymer azo compounds (hereinafter, also referred to as "polymer azo initiator") is more preferred. The above-mentioned thermal free radical polymerization initiator can be used alone or in combination of two or more. Furthermore, in this specification, the above-mentioned "polymer azo compound" means a compound having an azo group and having a number average molecular weight of 300 or more that generates free radicals that can harden (meth)acrylic groups by heat.
上述高分子偶氮化合物之數量平均分子量之較佳之下限為1000，較佳之上限為30萬。藉由使上述高分子偶氮化合物之數量平均分子量為該範圍，可防止對液晶產生不良影響，且容易混合至硬化性樹脂中。上述高分子偶氮化合物之數量平均分子量之更佳之下限為5000，更佳之上限為10萬，進而較佳之下限為1萬，進而較佳之上限為9萬。 再者，於本說明書中，上述數量平均分子量係利用凝膠滲透層析法（GPC）且使用四氫呋喃作為溶劑來進行測定，並藉由聚苯乙烯換算所求出之值。作為藉由GPC測定基於聚苯乙烯換算之數量平均分子量時之管柱，例如可例舉Shodex LF-804（昭和電工公司製造）等。The preferred lower limit of the number average molecular weight of the above-mentioned high molecular weight azo compound is 1000, and the preferred upper limit is 300,000. By making the number average molecular weight of the above-mentioned high molecular weight azo compound within this range, it is possible to prevent adverse effects on liquid crystals and to easily mix into curable resins. The preferred lower limit of the number average molecular weight of the above-mentioned high molecular weight azo compound is 5000, and the preferred upper limit is 100,000, and the further preferred lower limit is 10,000, and the further preferred upper limit is 90,000. Furthermore, in this specification, the above-mentioned number average molecular weight is measured by gel permeation chromatography (GPC) using tetrahydrofuran as a solvent, and is the value obtained by polystyrene conversion. Examples of columns used when measuring the number average molecular weight based on polystyrene conversion by GPC include Shodex LF-804 (manufactured by Showa Denko K.K.).
作為上述高分子偶氮化合物，例如可例舉：具有經由偶氮基鍵結有複數個聚環氧烷或聚二甲基矽氧烷等單元之結構者。 作為上述具有經由偶氮基鍵結有複數個聚環氧烷等單元之結構的高分子偶氮化合物，較佳為具有聚環氧乙烷結構者。 作為上述高分子偶氮化合物，具體而言，例如可例舉：4,4’-偶氮雙(4-氰基戊酸)與聚伸烷基二醇之縮聚物或4,4’-偶氮雙(4-氰基戊酸)與末端具有胺基之聚二甲基矽氧烷之縮聚物等。 作為上述高分子偶氮起始劑中之市售者，例如可例舉：VPE-0201、VPE-0401、VPE-0601、VPS-0501、VPS-1001（均為富士膠片和光純藥公司製造）等。 又，作為並非高分子之偶氮起始劑，例如可例舉：V-65、V-501（均為富士膠片和光純藥公司製造）等。As the above-mentioned high molecular weight azo compound, for example, there can be cited: a structure having a plurality of units such as polyoxane or polydimethylsiloxane bonded via an azo group. As the above-mentioned high molecular weight azo compound having a structure having a plurality of units such as polyoxane bonded via an azo group, it is preferably a structure having polyethylene oxide. As the above-mentioned high molecular weight azo compound, specifically, for example, there can be cited: a condensate of 4,4'-azobis(4-cyanovaleric acid) and polyalkylene glycol or a condensate of 4,4'-azobis(4-cyanovaleric acid) and polydimethylsiloxane having an amino group at the end. Examples of the commercially available polymer azo initiators include VPE-0201, VPE-0401, VPE-0601, VPS-0501, and VPS-1001 (all manufactured by Fuji Film and Koshun Chemical). In addition, examples of non-polymer azo initiators include V-65 and V-501 (all manufactured by Fuji Film and Koshun Chemical).
作為上述有機過氧化物，例如可例舉：酮過氧化物、過氧縮酮（peroxy ketal）、氫過氧化物、二烷基過氧化物、過氧酯、二醯基過氧化物（diacyl peroxide）、過氧化二碳酸酯等。Examples of the organic peroxide include ketone peroxide, peroxyketal, hydroperoxide, dialkyl peroxide, peroxyester, diacyl peroxide, and peroxydicarbonate.
上述聚合起始劑之含量相對於上述硬化性樹脂100重量份，較佳之下限為0.01重量份，較佳之上限為10重量份。藉由使上述聚合起始劑之含量為該範圍，所獲得之液晶顯示元件用密封劑抑制液晶污染，並且保存穩定性或硬化性更加優異。上述聚合起始劑之含量之更佳之下限為0.1重量份，更佳之上限為5重量份。The content of the polymerization initiator is preferably 0.01 parts by weight and 10 parts by weight relative to 100 parts by weight of the curable resin. By making the content of the polymerization initiator within this range, the obtained sealant for liquid crystal display elements suppresses liquid crystal contamination and has better storage stability or curability. The lower limit of the content of the polymerization initiator is more preferably 0.1 parts by weight and the upper limit is more preferably 5 parts by weight.
本發明之液晶顯示元件用密封劑可含有熱硬化劑。 作為上述熱硬化劑，例如可例舉：有機酸醯肼、咪唑衍生物、胺化合物、多酚系化合物、酸酐等。其中，適宜使用有機酸醯肼。 上述熱硬化劑可單獨使用，亦可組合2種以上使用。The sealant for liquid crystal display elements of the present invention may contain a thermosetting agent. Examples of the thermosetting agent include organic acid hydrazides, imidazole derivatives, amine compounds, polyphenol compounds, acid anhydrides, etc. Among them, organic acid hydrazides are preferably used. The thermosetting agents may be used alone or in combination of two or more.
作為上述有機酸醯肼，例如可例舉：癸二酸二醯肼、間苯二甲酸二醯肼、己二酸二醯肼、丙二酸二醯肼等。 作為上述有機酸醯肼中之市售者，例如可例舉：大塚化學公司製造之有機酸醯肼、Ajinomoto Fine-Techno.Co.Inc.製造之有機酸醯肼等。 作為上述大塚化學公司製造之有機酸醯肼，例如可例舉：SDH、ADH等。 作為上述Ajinomoto Fine-Techno.Co.Inc.製造之有機酸醯肼，例如可例舉：Amicure VDH、Amicure VDH-J、Amicure UDH、Amicure UDH-J等。Examples of the organic acid hydrazides include sebacic acid dihydrazide, isophthalic acid dihydrazide, adipic acid dihydrazide, malonic acid dihydrazide, and the like. Examples of commercially available organic acid hydrazides include organic acid hydrazide manufactured by Otsuka Chemical Co., Ltd., organic acid hydrazide manufactured by Ajinomoto Fine-Techno. Co., Inc., and the like. Examples of organic acid hydrazides manufactured by Otsuka Chemical Co., Ltd. include SDH, ADH, and the like. Examples of organic acid hydrazides manufactured by Ajinomoto Fine-Techno. Co., Inc. include Amicure VDH, Amicure VDH-J, Amicure UDH, Amicure UDH-J, and the like.
上述熱硬化劑之含量相對於上述硬化性樹脂100重量份，較佳之下限為1重量份，較佳之上限為50重量份。藉由使上述熱硬化劑之含量為該範圍，可不使所獲得之液晶顯示元件用密封劑之塗佈性等變差而使熱硬化性更加優異。上述熱硬化劑之含量之更佳之上限為30重量份。The content of the thermosetting agent is preferably 1 part by weight and 50 parts by weight relative to 100 parts by weight of the curable resin. By making the content of the thermosetting agent within this range, the coating properties of the obtained sealant for liquid crystal display elements can be improved. The more preferred upper limit of the content of the thermosetting agent is 30 parts by weight.
為了提昇黏度、進一步提昇由應力分散效應帶來之接著性、改善線膨脹率、提昇硬化物之耐濕性等，本發明之液晶顯示元件用密封劑較佳為含有填充劑。In order to increase viscosity, further improve adhesion due to stress dispersion effect, improve linear expansion rate, and improve moisture resistance of cured product, the sealant for liquid crystal display element of the present invention preferably contains a filler.
上述填充劑可使用無機填充劑或有機填充劑。 作為上述無機填充劑，例如可例舉：氧化矽、滑石、玻璃珠、石棉、石膏、矽藻土、膨潤石、膨潤土、蒙脫石、絹雲母、活性白土、氧化鋁、氧化鋅、氧化鐵、氧化鎂、氧化錫、氧化鈦、碳酸鈣、碳酸鎂、氫氧化鎂、氫氧化鋁、氮化鋁、氮化矽、硫酸鋇、矽酸鈣等。 作為上述有機填充劑，例如可例舉：聚酯微粒子、聚胺酯微粒子、乙烯聚合物微粒子、丙烯酸聚合物微粒子等。 上述填充劑可單獨使用，亦可組合2種以上使用。The filler may be an inorganic filler or an organic filler. Examples of the inorganic filler include silica, talc, glass beads, asbestos, gypsum, diatomaceous earth, bentonite, bentonite, montmorillonite, sericite, activated clay, aluminum oxide, zinc oxide, iron oxide, magnesium oxide, tin oxide, titanium oxide, calcium carbonate, magnesium carbonate, magnesium hydroxide, aluminum hydroxide, aluminum nitride, silicon nitride, barium sulfate, calcium silicate, etc. Examples of the organic filler include polyester microparticles, polyurethane microparticles, vinyl polymer microparticles, acrylic polymer microparticles, etc. The fillers may be used alone or in combination of two or more.
本發明之液晶顯示元件用密封劑100重量份中，上述填充劑之含量之較佳之下限為10重量份，較佳之上限為70重量份。藉由使上述填充劑之含量為該範圍，不使塗佈性等變差而使改善接著性等效果更加優異。上述填充劑之含量之更佳之下限為20重量份，更佳之上限為60重量份。In 100 parts by weight of the sealant for liquid crystal display elements of the present invention, the preferred lower limit of the content of the filler is 10 parts by weight, and the preferred upper limit is 70 parts by weight. By making the content of the filler within this range, the coating property and the like are not deteriorated, and the effect of improving the adhesion and the like is more excellent. The preferred lower limit of the content of the filler is 20 parts by weight, and the preferred upper limit is 60 parts by weight.
本發明之液晶顯示元件用密封劑可含有矽烷偶合劑。上述矽烷偶合劑主要具有作為接著助劑之作用，用於將密封劑與基板等良好地接著。The sealant for liquid crystal display element of the present invention may contain a silane coupling agent. The silane coupling agent mainly serves as a bonding aid for good bonding between the sealant and the substrate.
上述矽烷偶合劑例如適宜使用3-胺基丙基三甲氧基矽烷、3-巰丙基三甲氧基矽烷、3-環氧丙氧基丙基三甲氧基矽烷、3-異氰酸基丙基三甲氧基矽烷等。其等提昇與基板等之接著性之效果優異，藉由與硬化性樹脂化學鍵結，可抑制硬化性樹脂流出至液晶中。 上述矽烷偶合劑可單獨使用，亦可組合2種以上使用。The above-mentioned silane coupling agent is preferably 3-aminopropyltrimethoxysilane, 3-butyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-isocyanatopropyltrimethoxysilane, etc. They are excellent in improving the adhesion with the substrate, etc., and can inhibit the curable resin from flowing out into the liquid crystal by chemically bonding with the curable resin. The above-mentioned silane coupling agent can be used alone or in combination of two or more.
本發明之液晶顯示元件用密封劑100重量份中，上述矽烷偶合劑之含量之較佳之下限為0.1重量份，較佳之上限為10重量份。藉由使上述矽烷偶合劑之含量為該範圍，抑制液晶污染之產生，並且提昇接著性之效果更加優異。上述矽烷偶合劑之含量之更佳之下限為0.3重量份，更佳之上限為5重量份。In 100 parts by weight of the sealant for liquid crystal display elements of the present invention, the preferred lower limit of the content of the silane coupling agent is 0.1 parts by weight, and the preferred upper limit is 10 parts by weight. By making the content of the silane coupling agent within this range, the generation of liquid crystal contamination is suppressed, and the effect of improving adhesion is more excellent. The preferred lower limit of the content of the silane coupling agent is 0.3 parts by weight, and the preferred upper limit is 5 parts by weight.
本發明之液晶顯示元件用密封劑可含有遮光劑。藉由含有上述遮光劑，本發明之液晶顯示元件用密封劑適宜用作遮光密封劑。The sealant for liquid crystal display element of the present invention may contain a light-shielding agent. By containing the light-shielding agent, the sealant for liquid crystal display element of the present invention is suitable for use as a light-shielding sealant.
作為上述遮光劑，例如可例舉：氧化鐵、鈦黑、苯胺黑、花青黑、富勒烯、碳黑、樹脂被覆型碳黑等。其中，較佳為鈦黑。Examples of the light-shielding agent include iron oxide, titanium black, aniline black, cyanine black, fullerene, carbon black, resin-coated carbon black, etc. Among them, titanium black is preferred.
上述鈦黑係對於紫外線區域附近、特別是波長370 nm以上450 nm以下之光之穿透率高於對波長300 nm以上800 nm以下之光之平均穿透率的物質。即，上述鈦黑係具有如下性質之遮光劑：藉由充分地遮蔽可見光區域之波長之光而對本發明之液晶顯示元件用密封劑賦予遮光性，另一方面，使紫外線區域附近之波長之光穿透。因此，上述光自由基聚合起始劑使用可藉由上述鈦黑之穿透率較高之波長（370 nm以上450 nm以下）之光使反應開始者，藉此可進一步增大本發明之液晶顯示元件用密封劑之光硬化性。又，另一方面，作為本發明之液晶顯示元件用密封劑中所含有之遮光劑，較佳為絕緣性較高之物質，作為絕緣性較高之遮光劑，鈦黑亦適宜。 上述鈦黑較佳為每1 μm之光學密度（OD值）為3以上，更佳為4以上。上述鈦黑之遮光性越高越好，上述鈦黑之OD值並無特佳之上限，通常為5以下。The titanium black is a substance whose transmittance to light near the ultraviolet region, especially light with a wavelength of 370 nm to 450 nm, is higher than the average transmittance to light with a wavelength of 300 nm to 800 nm. That is, the titanium black is a light-shielding agent having the following properties: by fully shielding light with a wavelength in the visible light region, the sealant for the liquid crystal display element of the present invention is provided with light-shielding properties, while on the other hand, light with a wavelength near the ultraviolet region is transmitted. Therefore, the photo-radical polymerization initiator is used, which can start the reaction by light with a wavelength (370 nm to 450 nm) with a higher transmittance of the titanium black, thereby further increasing the light curing property of the sealant for the liquid crystal display element of the present invention. On the other hand, as the light-shielding agent contained in the sealant for the liquid crystal display element of the present invention, it is preferably a substance with high insulation, and titanium black is also suitable as a light-shielding agent with high insulation. The optical density (OD value) of the titanium black is preferably 3 or more per 1 μm, and more preferably 4 or more. The higher the light-shielding property of the titanium black, the better. There is no particularly good upper limit for the OD value of the titanium black, and it is usually 5 or less.
上述鈦黑即便未經表面處理亦可發揮充分之效果，但亦可使用表面經偶合劑等有機成分處理者或被氧化矽、氧化鈦、氧化鍺、氧化鋁、氧化鋯、氧化鎂等無機成分覆蓋者等經表面處理之鈦黑。其中，就可進一步提昇絕緣性之方面而言，較佳為經有機成分處理者。 又，使用摻合有上述鈦黑作為遮光劑之本發明之液晶顯示元件用密封劑而製造之液晶顯示元件具有充分之遮光性，因此可實現不漏光且具有較高之對比度，具有優異之圖像顯示品質之液晶顯示元件。The titanium black mentioned above can exert sufficient effects even without surface treatment, but titanium black that has been treated with an organic component such as a coupling agent or covered with an inorganic component such as silicon oxide, titanium oxide, germanium oxide, aluminum oxide, zirconium oxide, and magnesium oxide can also be used. Among them, in terms of further improving the insulation, it is preferred to be treated with an organic component. In addition, the liquid crystal display element manufactured using the sealant for liquid crystal display elements of the present invention mixed with the above-mentioned titanium black as a light-shielding agent has sufficient light-shielding properties, so that a liquid crystal display element with no light leakage and a high contrast and excellent image display quality can be realized.
作為上述鈦黑中之市售者，例如可例舉：三菱綜合材料公司製造之鈦黑、赤穗化成公司製造之鈦黑等。 作為上述三菱綜合材料公司製造之鈦黑，例如可例舉：12S、13M、13M-C、13R-N、14M-C等。 作為上述赤穗化成公司製造之鈦黑，例如可例舉：Tilack D等。Examples of the titanium blacks on the market include titanium blacks manufactured by Mitsubishi Materials Corporation and titanium blacks manufactured by Ako Chemicals Co., Ltd. Examples of the titanium blacks manufactured by Mitsubishi Materials Corporation include 12S, 13M, 13M-C, 13R-N, and 14M-C. Examples of the titanium blacks manufactured by Ako Chemicals Co., Ltd. include Tilack D.
上述鈦黑之比表面積之較佳之下限為13 m2 /g，較佳之上限為30 m2 /g，更佳之下限為15 m2 /g，更佳之上限為25 m2 /g。 又，上述鈦黑之體積電阻之較佳之下限為0.5 Ω･cm，較佳之上限為3 Ω･cm，更佳之下限為1 Ω･cm，更佳之上限為2.5 Ω･cm。The preferred lower limit of the specific surface area of the titanium black is 13 m 2 /g, the preferred upper limit is 30 m 2 /g, the more preferred lower limit is 15 m 2 /g, and the more preferred upper limit is 25 m 2 /g. In addition, the preferred lower limit of the volume resistivity of the titanium black is 0.5 Ω･cm, the more preferred upper limit is 3 Ω･cm, the more preferred lower limit is 1 Ω･cm, and the more preferred upper limit is 2.5 Ω･cm.
上述遮光劑之一次粒徑為液晶顯示元件之基板間之距離以下即可，並無特別限定，較佳之下限為1 nm，較佳之上限為5000 nm。藉由使上述遮光劑之一次粒徑為該範圍，可不使所獲得之液晶顯示元件用密封劑之塗佈性等變差而使遮光性更加優異。上述遮光劑之一次粒徑之更佳之下限為5 nm，更佳之上限為200 nm，進而較佳之下限為10 nm，進而較佳之上限為100 nm。 再者，上述遮光劑之一次粒徑可使用NICOMP 380ZLS（PARTICLE SIZING SYSTEMS公司製造），使上述遮光劑分散於溶劑（水、有機溶劑等）中來進行測定。The primary particle size of the above-mentioned light-shielding agent can be less than the distance between the substrates of the liquid crystal display element, and there is no particular limitation. The preferred lower limit is 1 nm, and the preferred upper limit is 5000 nm. By making the primary particle size of the above-mentioned light-shielding agent within this range, the coating property of the obtained liquid crystal display element sealant can be improved without deteriorating. The preferred lower limit of the primary particle size of the above-mentioned light-shielding agent is 5 nm, the preferred upper limit is 200 nm, the further preferred lower limit is 10 nm, and the further preferred upper limit is 100 nm. The primary particle size of the sunscreen can be measured by dispersing the sunscreen in a solvent (water, organic solvent, etc.) using NICOMP 380ZLS (manufactured by PARTICLE SIZING SYSTEMS).
本發明之液晶顯示元件用密封劑100重量份中，上述遮光劑之含量之較佳之下限為5重量份，較佳之上限為80重量份。藉由使上述遮光劑之含量為該範圍，可不大幅度降低所獲得之液晶顯示元件用密封劑之接著性、硬化後之強度及描繪性而發揮更加優異之遮光性。上述遮光劑之含量之更佳之下限為10重量份，更佳之上限為70重量份，進而較佳之下限為30重量份，進而較佳之上限為60重量份。In 100 parts by weight of the sealant for liquid crystal display elements of the present invention, the lower limit of the content of the above-mentioned light-shielding agent is preferably 5 parts by weight, and the upper limit is preferably 80 parts by weight. By making the content of the above-mentioned light-shielding agent within this range, the adhesion, strength after curing and drawing properties of the obtained sealant for liquid crystal display elements can be not significantly reduced, and a more excellent light-shielding property can be exerted. The lower limit of the content of the above-mentioned light-shielding agent is more preferably 10 parts by weight, and the upper limit is more preferably 70 parts by weight, and the lower limit is further preferably 30 parts by weight, and the upper limit is further preferably 60 parts by weight.
本發明之液晶顯示元件用密封劑可視需要進一步含有應力緩和劑、反應性稀釋劑、觸變劑、間隔劑、硬化促進劑、調平劑、聚合抑制劑等添加劑。The sealant for liquid crystal display elements of the present invention may further contain additives such as stress relaxants, reactive diluents, thixotropic agents, spacers, curing accelerators, levelers, polymerization inhibitors, etc. as needed.
作為製造本發明之液晶顯示元件用密封劑之方法，例如可例舉：使用混合機，將硬化性樹脂、熱塑性樹脂、聚合起始劑、消泡劑及視需要使用之矽烷偶合劑等添加劑加以混合之方法等。作為上述混合機，例如可例舉：勻相分散機、均質攪拌機、萬能混合機、行星式混合機、捏合機、三輥研磨機等。As a method for producing the sealant for liquid crystal display elements of the present invention, for example, there can be cited a method of mixing a curable resin, a thermoplastic resin, a polymerization initiator, a defoaming agent, and additives such as a silane coupling agent as needed using a mixer, etc. As the above-mentioned mixer, for example, there can be cited a homogeneous disperser, a homogenizing stirrer, a universal mixer, a planetary mixer, a kneader, a three-roll grinder, etc.
藉由向本發明之液晶顯示元件用密封劑中摻合導電性微粒子，可製造上下導通材料。又，含有本發明之液晶顯示元件用密封劑及導電性微粒子之上下導通材料亦為本發明之一。By mixing conductive fine particles into the sealant for liquid crystal display elements of the present invention, a vertical conductive material can be produced. In addition, a vertical conductive material containing the sealant for liquid crystal display elements of the present invention and conductive fine particles is also one of the present invention.
上述導電性微粒子可使用金屬球、於樹脂微粒子之表面形成有導電金屬層者等。其中，於樹脂微粒子之表面形成有導電金屬層者因樹脂微粒子之彈性優異，能夠不損傷透明基板等而實現導電連接，故而較佳。The conductive particles may be metal spheres, resin particles with a conductive metal layer formed on the surface, etc. Among them, resin particles with a conductive metal layer formed on the surface are preferred because the resin particles have excellent elasticity and can achieve conductive connection without damaging a transparent substrate.
又，使用本發明之液晶顯示元件用密封劑或本發明之上下導通材料而成之液晶顯示元件亦為本發明之一。Furthermore, a liquid crystal display element formed by using the sealant for liquid crystal display element of the present invention or the top-bottom conductive material of the present invention is also one of the present invention.
本發明之液晶顯示元件用密封劑適宜利用液晶滴下工法來製造液晶顯示元件。作為藉由液晶滴下工法製造本發明之液晶顯示元件之方法，例如可例舉以下之方法等。 可藉由如下方法獲得液晶顯示元件：首先，進行如下步驟：將本發明之液晶顯示元件用密封劑塗佈於基板，形成框狀密封圖案。作為本發明之液晶顯示元件用密封劑之塗佈方法，較佳為網版印刷。繼而，進行如下步驟：於本發明之液晶顯示元件用密封劑未硬化之狀態下，將液晶之微小液滴滴下塗佈於密封圖案之框內整面，立即重疊其他基板。其後，進行如下步驟：向密封圖案部分照射紫外線等光而使密封劑光硬化。又，除使密封劑光硬化之步驟以外，亦可進行對密封劑加熱而使其硬化之步驟。The sealant for liquid crystal display elements of the present invention is suitable for manufacturing liquid crystal display elements by liquid crystal dripping method. As a method for manufacturing the liquid crystal display element of the present invention by liquid crystal dripping method, for example, the following method can be cited. The liquid crystal display element can be obtained by the following method: First, the following steps are performed: the sealant for liquid crystal display elements of the present invention is applied to the substrate to form a frame-shaped sealing pattern. As a method for applying the sealant for liquid crystal display elements of the present invention, screen printing is preferred. Then, the following steps are performed: in the uncured state of the sealant for liquid crystal display elements of the present invention, tiny droplets of liquid crystal are applied to the entire surface of the frame of the sealing pattern, and immediately overlapped with other substrates. Thereafter, the sealing pattern portion is irradiated with light such as ultraviolet rays to photo-cure the sealant. In addition to the step of photo-curing the sealant, a step of heating the sealant to cure the sealant may also be performed.
作為上述基板，較佳為可撓性基板。 作為上述可撓性基板，例如可例舉：由聚對苯二甲酸乙二酯（PET）、聚醯亞胺（PI）、三乙醯纖維素（TAC）、聚酯、聚(甲基)丙烯酸酯、聚碳酸酯、聚醚碸等所構成之基板。又，本發明之液晶顯示元件用密封劑亦可於接著通常之玻璃基板時使用。 通常於上述基板形成由氧化銦等所構成之透明電極、由聚醯亞胺等所構成之配向膜、無機離子屏蔽膜等。 [發明之效果]As the above-mentioned substrate, a flexible substrate is preferred. As the above-mentioned flexible substrate, for example, substrates composed of polyethylene terephthalate (PET), polyimide (PI), triacetyl cellulose (TAC), polyester, poly(meth)acrylate, polycarbonate, polyether sulfone, etc. can be cited. In addition, the sealant for liquid crystal display elements of the present invention can also be used when connected to a normal glass substrate. Usually, a transparent electrode composed of indium oxide, etc., an alignment film composed of polyimide, etc., an inorganic ion shielding film, etc. are formed on the above-mentioned substrate. [Effect of the invention]
根據本發明，可提供一種對可撓性基板之接著性、塗佈性及低液晶污染性優異之液晶顯示元件用密封劑。又，根據本發明，可提供一種使用該液晶顯示元件用密封劑而成之上下導通材料及液晶顯示元件。According to the present invention, a sealant for a liquid crystal display element having excellent adhesion to a flexible substrate, coating properties and low liquid crystal contamination can be provided. In addition, according to the present invention, an upper and lower conductive material and a liquid crystal display element formed by using the sealant for a liquid crystal display element can be provided.
以下，例舉實施例進一步對本發明進行詳細說明，但本發明並不僅限於該等實施例。The present invention is further described in detail below with reference to embodiments, but the present invention is not limited to these embodiments.
（實施例1～12、比較例1～7） 使用行星式攪拌機（Thinky公司製造之「去泡攪拌太郎」），按照表1、2中所記載之摻合比，將各材料加以混合後，進而使用三輥研磨機進行混合，藉此，製備實施例1～12及比較例1～7之液晶顯示元件用密封劑。(Examples 1 to 12, Comparative Examples 1 to 7) Using a planetary mixer ("Defoaming Mixer Taro" manufactured by Thinky Co.), each material was mixed according to the blending ratio listed in Tables 1 and 2, and then further mixed using a three-roll grinder, thereby preparing the sealants for liquid crystal display elements of Examples 1 to 12 and Comparative Examples 1 to 7.
＜評價＞ 對於實施例及比較例所獲得之液晶顯示元件用密封劑進行以下之評價。將結果示於表1、2。<Evaluation> The following evaluation was performed on the sealants for liquid crystal display elements obtained in the embodiment and the comparative example. The results are shown in Tables 1 and 2.
（塗佈性（網版印刷性）） 使1重量份之間隔微粒子（積水化學工業公司製造之「Micropearl SI-H050」）分散於100重量份之實施例及比較例所獲得之各液晶顯示元件用密封劑中。繼而，使用手動印製桌上網版印刷機（Newlong精密工業公司製造之「HP-320」），以線寬成為1 mm之方式，將分散有間隔微粒子之密封劑網版印刷塗佈於聚對苯二甲酸乙二酯（PET）膜（Lintec公司製造之「PET5011」）上。使用光學顯微鏡對所塗佈之密封劑之形狀進行目視觀察。 將密封劑沒有斷線且線寬偏差為10%以內之情況設為「◎」，將密封劑沒有斷線且線寬偏差超過10%且為20%以內之情況設為「○」，將密封劑沒有斷線且線寬偏差超過20%之情況設為「△」，將於密封劑確認到斷線之情況設為「×」，而對塗佈性（網版印刷性）進行評價。(Coating property (screen printing property)) 1 part by weight of spacer microparticles ("Micropearl SI-H050" manufactured by Sekisui Chemical Industry Co., Ltd.) was dispersed in 100 parts by weight of each sealant for liquid crystal display elements obtained in the examples and comparative examples. Then, the sealant dispersed with the spacer microparticles was screen-printed on a polyethylene terephthalate (PET) film ("PET5011" manufactured by Lintec Corporation) in a manner that the line width became 1 mm using a manual printing desktop screen printer ("HP-320" manufactured by Newlong Precision Industry Co., Ltd.). The shape of the applied sealant was visually observed using an optical microscope. The coating properties (screen printing properties) were evaluated by rating "◎" when the sealant had no broken lines and the line width deviation was within 10%, "○" when the sealant had no broken lines and the line width deviation exceeded 10% and was within 20%, "△" when the sealant had no broken lines and the line width deviation exceeded 20%, and "×" when the sealant had broken lines.
（對可撓性基板之接著性） 以寬度成為25 mm、厚度成為40 μm之方式，將實施例及比較例所獲得之各液晶顯示元件用密封劑塗佈於25 mm×60 mm之聚對苯二甲酸乙二酯（PET）膜（Lintec公司製造之「PET5011」）上，而製作試驗片。對於所獲得之試驗片，使用拉力試驗機（島津製作所公司製造之「EZ Graph」），於25℃、剝離速度300 mm/min之條件下，測定180度剝離強度。 將180度剝離強度為10 N/cm以上者設為「◎」，將5 N/cm以上且未達10 N/cm者設為「○」，將2 N/cm以上且未達5 N/cm者設為「△」，將未達2 N/cm者設為「×」，而評價對可撓性基板之接著性。(Adhesion to flexible substrate) The liquid crystal display elements obtained in the embodiment and the comparative example were coated with a sealant on a 25 mm × 60 mm polyethylene terephthalate (PET) film ("PET5011" manufactured by Lintec) in a manner of 25 mm in width and 40 μm in thickness to prepare a test piece. The 180-degree peel strength of the obtained test piece was measured using a tensile tester ("EZ Graph" manufactured by Shimadzu Corporation) at 25°C and a peeling speed of 300 mm/min. The 180-degree peel strength was evaluated by setting "◎" for 10 N/cm or more, "○" for 5 N/cm or more but less than 10 N/cm, "△" for 2 N/cm or more but less than 5 N/cm, and "×" for less than 2 N/cm, to evaluate the adhesion to the flexible substrate.
（低液晶污染性） 使1重量份之間隔微粒子（積水化學工業公司製造之「Micropearl SI-H050」）分散於100重量份之實施例及比較例所獲得之各液晶顯示元件用密封劑中。繼而，將分散有間隔微粒子之密封劑填充於點膠用注射器（Musashi Engineering公司製造之「PSY-10E」）中，進行消泡處理。利用點膠機（Musashi Engineering公司製造之「SHOTMASTER300」）將消泡處理後之密封劑以線寬成為1 mm之方式塗佈於附經摩擦處理之配向膜及透明電極之2片PET膜（Lintec公司製造之「PET5011」）之一者上。 繼而，將液晶（Chisso公司製造之「JC-5004LA」）之微小液滴滴下塗佈於PET膜之密封劑之框內整面，立即貼合另一PET膜。其後，使用金屬鹵化物燈向密封劑部分照射100 mW/cm2 之紫外線30秒，獲得液晶顯示元件。 對於所獲得之液晶顯示元件，利用目視確認於60℃、90%RH之環境下施加電壓24小時後之密封劑附近之液晶配向紊亂（顯示不均）。 將液晶顯示元件完全未見顯示不均之情況設為「◎」，將液晶顯示元件之密封劑附近（周邊部）可見顯示不均之情況設為「○」，將顯示不均不僅在周邊部，且擴展至中央部之情況設為「×」，而對低液晶污染性進行評價。 再者，評價為「◎」、「○」之液晶顯示元件在實際應用中完全沒有問題，評價為「×」之液晶顯示元件不堪實用。(Low liquid crystal contamination) Disperse 1 part by weight of spacer microparticles ("Micropearl SI-H050" manufactured by Sekisui Chemical Industries, Ltd.) in 100 parts by weight of the sealant for each liquid crystal display element obtained in the embodiment and the comparative example. Then, fill the sealant dispersed with the spacer microparticles into a dispensing syringe ("PSY-10E" manufactured by Musashi Engineering) and perform a defoaming treatment. Use a dispensing machine ("SHOTMASTER300" manufactured by Musashi Engineering) to apply the defoaming sealant to one of the two PET films ("PET5011" manufactured by Lintec) with a friction-treated alignment film and a transparent electrode in a line width of 1 mm. Next, tiny droplets of liquid crystal ("JC-5004LA" manufactured by Chisso) were applied to the entire surface of the sealant frame of the PET film, and another PET film was immediately attached. After that, the sealant part was irradiated with ultraviolet light of 100 mW/ cm2 for 30 seconds using a metal halide lamp to obtain a liquid crystal display element. For the obtained liquid crystal display element, the disorder of the liquid crystal alignment (uneven display) near the sealant after applying voltage for 24 hours in an environment of 60°C and 90%RH was visually confirmed. The low liquid crystal contamination property was evaluated by setting "◎" when there was no display unevenness in the liquid crystal display element, "○" when there was display unevenness near the sealant of the liquid crystal display element (periphery), and "×" when the display unevenness was not only in the periphery but also extended to the center. In addition, the liquid crystal display elements evaluated as "◎" and "○" had no problems in actual application, and the liquid crystal display elements evaluated as "×" were not practical.
[表1]
[表2]
根據本發明，可提供一種對可撓性基板之接著性、塗佈性及低液晶污染性優異之液晶顯示元件用密封劑。又，根據本發明，可提供一種使用該液晶顯示元件用密封劑而成之上下導通材料及液晶顯示元件。According to the present invention, a sealant for a liquid crystal display element having excellent adhesion to a flexible substrate, coating properties and low liquid crystal contamination can be provided. In addition, according to the present invention, an upper and lower conductive material and a liquid crystal display element formed by using the sealant for a liquid crystal display element can be provided.
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