TWI694107B - 包含親水性奈米顆粒之輻射可固化組成物 - Google Patents
包含親水性奈米顆粒之輻射可固化組成物 Download PDFInfo
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- TWI694107B TWI694107B TW104142462A TW104142462A TWI694107B TW I694107 B TWI694107 B TW I694107B TW 104142462 A TW104142462 A TW 104142462A TW 104142462 A TW104142462 A TW 104142462A TW I694107 B TWI694107 B TW I694107B
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- Prior art keywords
- acrylate
- weight
- metal
- meth
- methacrylate
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- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 125
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- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims description 9
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
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- C08F222/102—Esters of polyhydric alcohols or polyhydric phenols of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
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- C08J5/18—Manufacture of films or sheets
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
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- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
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Abstract
本發明係關於一種輻射可固化組成物。特定而言，本發明係關於一種具有親水性奈米粒子之輻射可固化組成物，其用於供保護敏感裝置抵抗濕氣之障壁堆疊中。
Description
本發明係關於一種輻射可固化組成物。特定而言，本發明係關於一種具有親水性奈米粒子之輻射可固化組成物，其用於供保護敏感裝置抵抗濕氣之障壁堆疊中。
眾所周知濕氣對濕敏裝置(比如，有機發光二極體及有機光伏打裝置)之效能產生不良作用。因此，包含有機及無機層之障壁堆疊用於囊封該等敏感裝置且保護其免遭濕氣滲透。
EP2445029A1揭示多層保護性層，其用於例如有機發光二極體(organic light emitting diode；OLED)中之有機光電裝置。OLED中之陰極通常藉由充當防水障壁的厚鋁層覆蓋。然而，由於該鋁層之針孔缺陷，水滲透至陰極層中且在陰極聚合物界面處氧化金屬，從而在操作裝置期間阻止電子自陰極注入至聚合物中。因此，黑點出現在電致發光之明視場中。藉由將有機層施加在OLED之頂部上，黑點之數目可減少，但隨時間之流逝仍出現顯著大量黑點，其影響裝置之使用及因此裝置之壽命。若此有機層含有吸濕粒子，則其有助於將該濕氣結合於該有機層中。如用於以上專利申請案之有機層中的粒子之典型濃度為約5重量%。
由於高濃度之吸水粒子，在有機層之粒子處的光散射導致當
用可見光照射時產生混濁。只要該等層例如在OLED裝置上且在不發光之側面上，光散射不成問題。另一方面，若該層在OLED之發光側面上，則混濁常常為非所需的，且要求降低混濁出現率。
US8044584B2描述有機電致發光裝置以及用於製備吸濕層之具有金屬氧化物與金屬鹽粒子、黏合劑及分散劑的組成物。其教示若金屬氧化物及/或金屬鹽之濃度相對於黏合劑之量少於2重量%，則吸濕能力降低。本發明人提出藉由將金屬氧化物及金屬鹽粒子之平均粒徑減少至小於100nm來避免混濁。另外將分散劑用於組成物以避免在最終吸濕層中聚集粒子。由於較小粒徑，可見光之散射並未發生。然而，製備平均直徑小於100nm之粒子具有挑戰性且增加製備成本。
隨著持續要求在不損害裝置之光學效能之情況下使用該等層改良障壁層效能，需要開發克服現有問題的經改良之組成物。亦持續要求在不犧牲所採用裝置之電光效能之情況下，減少製造有機層組成物之成本。
本發明之目標為提供一種製造用於障壁堆疊之有機層的材料組成物，其不造成針對可見光之混濁且提供尤其用於濕敏光電裝置之極佳障壁效能。
因此，本發明提供一種包含可固化材料及親水性奈米粒子之輻射可固化組成物，其中親水性奈米粒子相對於可固化材料之重量之比率在0.01重量%至0.9重量%範圍內。
本發明之組成物較佳用於製造供保護濕敏光電裝置之障壁
堆疊之有機層。
由於奈米粒子之親水性性質，吸濕能力得以改良。一種特性化材料之親水性性質的已確立方法為所計算之分配係數之對數(calculated logarithm of the partition coefficient；cLogP)，如例如於「Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings」,C.A.Lipinski等人，Advanced Drug Delivery Reviews 46(2001)3-26中所描述。本發明之奈米粒子在正辛醇與水之間的cLogP值較佳在0至+0.5範圍內。已發現在此範圍內之奈米粒子吸收濕氣尤其有效。
儘管根據本發明之組成物包含極低濃度之親水性奈米粒子，包含由該組成物製備之有機層的障壁堆疊與具有由類似但無吸濕粒子之組成物製備之有機層的堆疊相比，出乎意料地展示經強有力地改良之障壁效能。同時，具有自根據本發明之組成物製造之有機層之障壁堆疊幾乎不展示混濁。自該組成物製造之有機層的渾濁度小於0.2為典型的。
親水性奈米粒子可選自以下中之任一者：金屬、金屬氧化物、類金屬、類金屬氧化物、金屬碳化物、類金屬碳化物、金屬鹵化物、金屬鹽、金屬過氯酸鹽、金屬氮化物、類金屬氮化物、金屬氧氮化物、類金屬氧氮化物、金屬氧硼化物或類金屬氧硼化物粒子、沸石、矽膠、活性氧化鋁及活性炭。其宜為金屬氧化物粒子，較佳鹼土金屬氧化物粒子且較佳氧化鈣(CaO)或氧化鋇(BaO)或氧化鎂(MgO)。組成物可含有不同類型之奈米粒子。
該等奈米粒子之尺寸可在1至1000nm之間。然而，較佳為親水性奈米粒子之平均粒徑小於300nm且更佳小於200nm。進一步較佳為
該平均粒徑在100nm至250nm之間且最佳在150至200nm之間。
根據本發明之輻射可固化組成物較佳包含在可固化材料之重量之0.05重量%至0.9重量%，更佳可固化材料之重量之0.05重量%至0.2重量%且最佳0.05重量%至0.1重量%範圍內的親水性奈米粒子。
可固化材料可包含單體、寡聚物及/或聚合物。該可固化材料較佳可利用輻射聚合或交聯。輻射可固化組成物可包含一種以上單體、寡聚物及/或聚合物。可固化材料可具有單官能及/或多官能基，其可獨立地選自氫、丙烯酸酯、甲基丙烯酸酯、鹵素丙烯酸酯(諸如，氟丙烯酸酯、氯丙烯酸酯)；氧雜環丁烷基、順丁烯二醯亞胺基、烯丙基、烯丙氧基、乙烯基、乙烯基氧基及環氧基；較佳丙烯酸酯、甲基丙烯酸酯、鹵素丙烯酸酯、氧雜環丁烷基、順丁烯二醯亞胺基、烯丙基、烯丙氧基、乙烯基、乙烯基氧基及環氧基；且更佳丙烯酸酯或甲基丙烯酸酯基團。可使用不同可固化材料之混合物，以便控制該組成物之性質，諸如黏度、交聯程度及熱機械性質。可固化材料之濃度典型地在該組成物之總重量之1重量%至99重量%範圍內。可固化材料可單獨或在與其他化合物之混合物中或當聚合時展現中間相行為。
包含丙烯酸酯或甲基丙烯酸酯或其任何混合物之輻射可固化組成物可進一步包含可具有高疏水性之丙烯酸酯或甲基丙烯酸酯成分；及/或單官能丙烯酸酯或甲基丙烯酸酯成分或其任何混合物；及/或官能基大於1之丙烯酸酯或甲基丙烯酸酯成分或其任何混合物；及/或另外丙烯酸酯或甲基丙烯酸酯，比如聚丁二烯丙烯酸酯、聚丁二烯甲基丙烯酸酯、矽丙烯酸酯、矽甲基丙烯酸酯、兩莫耳乙氧基化物雙酚A二丙烯酸酯、兩莫耳
乙氧基化物雙酚A二甲基丙烯酸酯或任何其混合物。
丙烯酸酯或甲基丙烯酸酯成分為例如1,12-十二烷二醇二甲基丙烯酸酯，由多元醇及烯系不飽和酸組成之甲基丙烯酸酯包括各由多元醇及烯系不飽和羧酸組成之二酯單體，諸如1,3-丙二醇二甲基丙烯酸酯、1,4-丁二醇二甲基丙烯酸酯、1,5-戊二醇二丙烯酸酯、1,5-戊二醇二甲基丙烯酸酯、1,6-己二醇二丙烯酸酯、1,6-己二醇二甲基丙烯酸酯、1,7-庚二醇二丙烯酸酯、1,7-庚二醇二甲基丙烯酸酯、1,8-辛二醇二丙烯酸酯、1,8-辛二醇二甲基丙烯酸酯、1,9-壬二醇二丙烯酸酯、1,9-壬二醇二甲基丙烯酸酯、1,10-癸二醇二丙烯酸酯、1,10-癸二醇二甲基丙烯酸酯、1,12-十二烷二醇二丙烯酸酯、1,12-十二烷二醇二甲基丙烯酸酯、1,14-十四烷二醇二丙烯酸酯、1,14-十四烷二醇二甲基丙烯酸酯、丙烯酸己酯、丙烯酸2-乙基己酯、丙烯酸第三辛酯、丙烯酸異戊酯、丙烯酸癸酯、丙烯酸異癸酯、丙烯酸硬脂酯、丙烯酸異硬脂酯、丙烯酸環己酯、丙烯酸4-正丁基環己酯、丙烯酸莰酯、丙烯酸異莰酯、丙烯酸苯甲酯、2-乙基己基二甘醇丙烯酸酯、丙烯酸丁氧基乙酯、丙烯酸2-氯乙酯、丙烯酸4-溴丁酯、丙烯酸丁氧基甲酯、丙烯酸3-甲氧基丁酯、丙烯酸烷氧基甲酯、丙烯酸烷氧基乙酯、丙烯酸2-(2-甲氧基乙氧基)乙酯、丙烯酸2-(2-丁氧基乙氧基)乙酯、丙烯酸2,2,2-三氟乙酯、丙烯酸1H,1H,2H,2H-全氟癸酯、丙烯酸4-丁基苯酯、丙烯酸苯酯、丙烯酸2,3,4,5-四甲基苯酯、丙烯酸4-氯苯酯、丙烯酸苯氧基甲酯、丙烯酸苯氧基乙酯、丙烯酸縮水甘油酯、丙烯酸縮水甘油基丁酯、丙烯酸縮水甘油基乙酯、丙烯酸縮水甘油基氧基丙酯、丙烯酸四氫呋喃甲酯、丙烯酸羥基烷酯、丙烯酸2-羥基乙酯、丙烯酸3-羥基丙酯、丙烯酸2-羥基丙酯、丙烯酸2-羥基丁
酯、丙烯酸4-羥基丁酯、CHMA、CD421A、丙烯酸二甲基胺基乙酯、丙烯酸二乙基胺基乙酯、丙烯酸二甲基胺基丙酯、丙烯酸二乙基胺基丙酯、丙烯酸三甲氧基矽烷基丙酯、丙烯酸三甲基矽烷基丙酯、聚氧化乙烯單甲醚丙烯酸酯、寡聚氧化乙烯單甲醚丙烯酸酯、聚氧化乙烯丙烯酸酯、寡聚氧化乙烯丙烯酸酯、寡聚氧化乙烯單烷基醚丙烯酸酯、聚氧化乙烯單烷基醚丙烯酸酯、二丙二醇丙烯酸酯、聚氧化丙烯單烷基醚丙烯酸酯、寡聚氧化丙烯單烷基醚丙烯酸酯、2-甲基丙烯醯基氧基乙基丁二酸、2-甲基丙烯醯基氧基六氫鄰苯二甲酸、鄰苯二甲酸2-甲基丙烯醯氧基乙基-2-羥基丙酯、丁氧基二伸乙甘醇丙烯酸酯、丙烯酸三氟乙酯、丙烯酸全氟辛基乙酯、丙烯酸2-羥基-3-苯氧基丙酯、EO-變性之苯酚丙烯酸酯、EO-變性之甲酚丙烯酸酯、EO-變性之壬基苯酚丙烯酸酯、PO-變性之壬基苯酚丙烯酸酯、EO-變性之丙烯酸2-乙基己酯、甲基丙烯酸己酯、甲基丙烯酸2-乙基己酯、甲基丙烯酸第三辛酯、甲基丙烯酸異戊酯、甲基丙烯酸癸酯、甲基丙烯酸異癸酯、甲基丙烯酸硬脂酯、甲基丙烯酸異硬脂酯、甲基丙烯酸環己酯、甲基丙烯酸4-正丁基環己酯、甲基丙烯酸莰酯、甲基丙烯酸異莰酯、甲基丙烯酸苯甲酯、甲基丙烯酸2-乙基己基二甘醇酯、甲基丙烯酸丁氧基乙酯、甲基丙烯酸2-氯乙酯、甲基丙烯酸4-溴丁酯、甲基丙烯酸丁氧基甲酯、甲基丙烯酸3-甲氧基丁酯、甲基丙烯酸烷氧基甲酯、甲基丙烯酸烷氧基乙酯、甲基丙烯酸2-(2-甲氧基乙氧基)乙酯、甲基丙烯酸2-(2-丁氧基乙氧基)乙酯、甲基丙烯酸2,2,2-三氟乙酯、甲基丙烯酸1H,1H,2H,2H-全氟癸酯、甲基丙烯酸4-丁基苯酯、甲基丙烯酸苯酯、甲基丙烯酸2,3,4,5-四甲基苯酯、甲基丙烯酸4-氯苯酯、甲基丙烯酸苯氧基甲酯、甲基丙烯酸苯氧基乙酯、甲基丙烯酸縮
水甘油酯、甲基丙烯酸縮水甘油基氧基丁酯、甲基丙烯酸縮水甘油基乙酯、甲基丙烯酸縮水甘油基氧基丙酯、甲基丙烯酸四氫呋喃甲酯、甲基丙烯酸羥基烷酯、甲基丙烯酸2-羥基乙酯、甲基丙烯酸3-羥基丙酯、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、甲基丙烯酸二甲基胺基乙酯、甲基丙烯酸二乙基胺基乙酯、甲基丙烯酸二甲基胺基丙酯、甲基丙烯酸二乙基胺基丙酯、甲基丙烯酸三甲氧基矽烷基丙酯、甲基丙烯酸三甲基矽烷基丙酯、聚氧化乙烯單甲醚甲基丙烯酸酯、寡聚氧化乙烯單甲醚甲基丙烯酸酯、聚氧化乙烯甲基丙烯酸酯、寡聚氧化乙烯甲基丙烯酸酯、寡聚氧化乙烯單烷基醚甲基丙烯酸酯、聚氧化乙烯單烷基醚甲基丙烯酸酯、二丙二醇甲基丙烯酸酯、聚氧化丙烯單烷基醚甲基丙烯酸酯、寡聚氧化丙烯單烷基醚甲基丙烯酸酯、2-甲基丙烯醯基氧基乙基丁二酸、2-甲基丙烯醯基氧基六氫鄰苯二甲酸、鄰苯二甲酸2-甲基丙烯醯氧基乙基-2-羥基丙酯、丁氧基二伸乙甘醇甲基丙烯酸酯、甲基丙烯酸三氟乙酯、甲基丙烯酸全氟辛基乙酯、甲基丙烯酸2-羥基-3-苯氧基丙酯、EO-變性之苯酚甲基丙烯酸酯、EO-變性之甲酚甲基丙烯酸酯、EO-變性之壬基苯酚甲基丙烯酸酯、PO-變性之壬基苯酚甲基丙烯酸酯、EO-變性之甲基丙烯酸2-乙基己酯、SR307、CN301、SR348L、CN9800、SR351、三官能丙烯酸酯、三羥甲基丙烷三丙烯酸酯、三羥甲基乙烷三丙烯酸酯、環氧烷變性之三羥甲基丙烷三丙烯酸酯、季戊四醇三丙烯酸酯、二季戊四醇三丙烯酸酯、三羥甲基丙烷參(丙烯醯基氧基丙基)醚、伸烷基變性之異三聚氰酸之三丙烯酸酯、二季戊四醇丙酸酯三丙烯酸酯、參(丙烯醯氧基乙基)異氰尿酸酯、羥基特戊醯基醛變性之二羥甲基丙烷三丙烯酸酯、山梨醇三丙烯酸酯、丙氧基化三羥
甲基丙烷三丙烯酸酯及乙氧基化丙三醇三丙烯酸酯、四官能丙烯酸酯(包括季戊四醇四丙烯酸酯、山梨醇四丙烯酸酯、二(三羥甲基丙烷)四丙烯酸酯、二季戊四醇丙酸酯四丙烯酸酯及乙氧基化季戊四醇四丙烯酸酯)。五官能丙烯酸酯包括山梨醇五丙烯酸酯及二季戊四醇五丙烯酸酯。六官能丙烯酸酯包括二季戊四醇六丙烯酸酯、山梨醇六丙烯酸酯、環氧烷變性之磷氮烯六丙烯酸酯及己內酯變性之二季戊四醇六丙烯酸酯、三官能甲基丙烯酸酯、三羥甲基丙烷三甲基丙烯酸酯、三羥甲基乙烷三甲基丙烯酸酯、環氧烷變性之三羥甲基丙烷之三甲基丙烯酸酯、季戊四醇三甲基丙烯酸酯、二季戊四醇三甲基丙烯酸酯、三羥甲基丙烷參(甲基丙烯醯氧基丙基)醚、伸烷基變性之異三聚氰酸之三甲基丙烯酸酯、二季戊四醇丙酸酯三甲基丙烯酸酯、參(甲基丙烯醯氧基乙基)異氰尿酸酯、羥基特戊醯基醛變性之二羥甲基丙烷三甲基丙烯酸酯、山梨醇三甲基丙烯酸酯、丙氧基化三羥甲基丙烷三甲基丙烯酸酯及乙氧基化丙三醇三丙烯酸酯。四官能甲基丙烯酸酯包括季戊四醇四甲基丙烯酸酯、山梨醇四甲基丙烯酸酯、二(三羥甲基丙烷)四甲基丙烯酸酯、二季戊四醇丙酸酯四甲基丙烯酸酯及乙氧基化季戊四醇四甲基丙烯酸酯。五官能甲基丙烯酸酯包括山梨醇五甲基丙烯酸酯及二季戊四醇五甲基丙烯酸酯。六官能甲基丙烯酸酯包括二季戊四醇六甲基丙烯酸酯、山梨醇六甲基丙烯酸酯、環氧烷變性之磷氮烯之六甲基丙烯酸酯及己內酯變性之二季戊四醇六甲基丙烯酸酯。
根據本發明之輻射可固化組成物可進一步包含一或多種輻射活性起始劑以起始自由基聚合。輻射活性起始劑較佳為自由基起始劑，更佳自由基光起始劑。輻射活性起始劑之含量較佳在該組成物之總重量之
0.01%至10%，更佳0.01%至2%範圍內。
起始自由基光聚合之自由基光起始劑為例如Omnirad 248或Irgacure ®369；安息香，比如安息香、安息香醚，諸如安息香甲醚、安息香乙醚、安息香異丙醚、安息香苯醚及安息香乙酸酯；苯乙酮，比如苯乙酮、2,2-二甲氧基苯乙酮、2,2-二甲氧基-2-苯基苯乙酮及1,1-二氯苯乙酮；苯甲基縮酮，比如苯甲基二甲基縮酮及苯甲基二乙基縮酮；蒽醌，比如2-甲基蒽醌、2-乙基蒽醌、2-第三丁基蒽醌、1-氯蒽醌及2-戊基蒽醌；三苯膦；苯甲醯基膦氧化物，比如2,4,6-三甲基苯甲醯基二苯基膦氧化物(Lucirin TPO)；乙基-2,4,6-三甲基苯甲醯基苯基亞膦酸酯；雙醯基膦氧化物；二苯甲酮，比如二苯甲酮及4,4'-雙(N,N'-二甲基胺基)二苯甲酮；硫
酮及
酮(xanthone)；吖啶衍生物；吩嗪衍生物；喹喏啉衍生物；1-苯基-1,2-丙二酮2-O-苯甲醯基肟；4-(2-羥基乙氧基)苯基-(2-丙基)酮(Irgacure® 2959)；2-甲基-1-[4-(甲硫基)苯基]-2-(4-嗎啉基)-1-丙酮；1-胺基苯基酮或1-羥基苯基酮，比如1-羥基環己基苯基酮、2-羥基異丙基苯基酮、苯基1-羥基異丙基酮及4-異丙基苯基1-羥基異丙基酮；脂族丙烯酸胺基甲酸酯、脂族甲基丙烯酸胺基甲酸酯及其組合。
起始自由基熱聚合之自由基光起始劑為例如偶氮化合物、有機過氧化物及無機過氧化物。
輻射固化樹脂組成物可包括其他成分，例如單官能或多官能硫醇、陽離子可聚合環氧聚矽氧烷化合物、陽離子光起始劑、有機分散劑、有機/無機複合分散劑、穩定劑、調節劑、增韌劑、消泡劑、均染劑、增稠劑、阻燃劑、抗氧化劑、顏料、染料及其組合。
根據本發明之輻射可固化組成物較佳包含：- 1重量%至99.98重量%可聚合丙烯酸酯及/或甲基丙烯酸酯材料；- 親水性奈米粒子，相對於該可聚合材料之重量之比率為0.01重量%至0.9重量%，較佳0.05重量%至0.5重量%，更佳0.05重量%至0.2重量%且最佳0.05重量%至0.1重量%；及- 0.01重量%至10重量%之自由基光起始劑此按該組成物之總重量計。
根據本發明之一較佳具體實例，該輻射可固化組成物包含：- 親水性奈米粒子，相對於該可聚合材料之重量之比率為0.01重量%至0.9重量%，較佳0.05重量%至0.5重量%，更佳0.05重量%至0.2重量%且最佳0.05重量%至0.1重量%；- 至少一種光起始劑，較佳自由基光起始劑；- 成分A：至少一種丙烯酸酯或甲基丙烯酸酯成分，其clogP大於2，較佳大於4，更佳大於5；- 成分B：至少一種單官能丙烯酸酯或甲基丙烯酸酯稀釋劑成分，其黏度在20℃下較佳小於40mPa‧s；- 成分C：至少一種丙烯酸酯或甲基丙烯酸酯成分，其官能基等於或大於3，較佳為3或4。
該輻射可固化組成物較佳亦包含：- 成分D：聚丁二烯丙烯酸酯或聚丁二烯甲基丙烯酸酯、聚矽氧丙烯酸酯或聚矽氧甲基丙烯酸酯或兩莫耳乙氧基化雙酚A二(甲基)丙烯酸酯或其任何混合物，由此該成分D較佳展現兩個(甲基)丙烯酸酯官能基。
較佳地，成分B展現大於2之cLogP。
較佳地，成分C展現大於1之cLogP，及/或成分D展現大於4，較佳大於6或7之cLogP。
較佳地，成分A為具有式HO-(CH2)n-OH之二醇之1,n-二醇二(甲基)丙烯酸酯，其中n大於3，較佳大於6，更佳大於10。
以上具體實例之更特定較佳輻射可固化組成物包含：-親水性奈米粒子，相對於該可聚合材料之重量之比率為0.01重量%至0.9重量%，較佳0.05重量%至0.5重量%，更佳0.05重量%至0.2重量%且最佳0.05重量%至0.1重量%；-0.1-10重量%之光起始劑；-30-80重量%之成分A，其較佳展現兩個(甲基)丙烯酸酯官能基；-5-40重量%之單官能(甲基)丙烯酸酯稀釋劑成分B；-5-30重量%之(甲基)丙烯酸酯成分C，其官能基等於或大於3；及視情況存在之-0.1-30重量%之成分D；此按該組成物之總重量計。
以上具體實例之另一更特定較佳輻射可固化組成物包含：-親水性奈米粒子，相對於該可聚合材料之重量之比率為0.01重量%至0.9重量%，較佳0.05重量%至0.5重量%，更佳0.05重量%至0.2重量%且最佳0.05重量%至0.1重量%；-0.1-5重量%之光起始劑；-40-70重量%之成分A，其展現較佳兩個(甲基)丙烯酸酯官能基；
-10-30重量%之單官能(甲基)丙烯酸酯稀釋劑成分B；-7-20重量%之(甲基)丙烯酸酯成分C，其官能基等於或大於3；及視情況存在之-0.3-25重量%之成分D；此按該組成物之總重量計。
親水性奈米粒子可選自以下中之任一者：金屬、金屬氧化物、類金屬、類金屬氧化物、金屬碳化物、類金屬碳化物、金屬鹵化物、金屬鹽、金屬過氯酸鹽、金屬氮化物、類金屬氮化物、金屬氧氮化物、、類金屬氧氮化物、金屬氧硼化物或類金屬氧硼化物粒子、沸石、矽膠、活性氧化鋁及活性炭。其宜為金屬氧化物粒子，較佳鹼土金屬氧化物粒子且較佳氧化鈣(CaO)或氧化鋇(BaO)或氧化鎂(MgO)。組成物可含有不同類型之奈米粒子。
奈米粒子之尺寸可在1至1000nm之間。然而，親水性奈米粒子之平均粒徑較佳小於300nm且更佳小於200nm。平均粒徑進一步較佳在100nm至250nm之間且最佳在150至200nm之間。
成分A之實例包括CD262(=1,12-十二烷二醇二甲基丙烯酸酯)、由多元醇及烯系不飽和酸組成之甲基丙烯酸酯包括各由多元醇及烯系不飽和羧酸組成之二酯單體，諸如1,3-丙二醇二甲基丙烯酸酯、1,4-丁二醇二甲基丙烯酸酯、1,5-戊二醇二丙烯酸酯、1,5-戊二醇二甲基丙烯酸酯、1,6-己二醇二丙烯酸酯、1,6-己二醇二甲基丙烯酸酯、1,7-庚二醇二丙烯酸酯、1,7-庚二醇二甲基丙烯酸酯、1,8-辛二醇二丙烯酸酯、1,8-辛二醇二甲基丙烯酸酯、1,9-壬二醇二丙烯酸酯、1,9-壬二醇二甲基丙烯酸酯、1,10-癸二醇二
丙烯酸酯、1,10-癸二醇二甲基丙烯酸酯、1,12-十二烷二醇二丙烯酸酯、1,12-十二烷二醇二甲基丙烯酸酯、1,14-十四烷二醇二丙烯酸酯、1,14-十四烷二醇二甲基丙烯酸酯及其類似物。
成分B之實例包括CHMA、CD421A、(甲基)丙烯酸己酯、(甲基)丙烯酸2-乙基己酯、(甲基)丙烯酸第三辛酯、(甲基)丙烯酸異戊酯、(甲基)丙烯酸癸酯、(甲基)丙烯酸異癸酯、(甲基)丙烯酸硬脂酯、(甲基)丙烯酸異硬脂酯、(甲基)丙烯酸環己酯、(甲基)丙烯酸4-正丁基環己酯、(甲基)丙烯酸莰酯、(甲基)丙烯酸異莰酯、(甲基)丙烯酸苯甲酯、(甲基)丙烯酸2-乙基己基二甘醇酯、(甲基)丙烯酸丁氧基乙酯、(甲基)丙烯酸2-氯乙酯、(甲基)丙烯酸4-溴丁酯、(甲基)丙烯酸丁氧基甲酯、(甲基)丙烯酸3-甲氧基丁酯、(甲基)丙烯酸烷氧基甲酯、(甲基)丙烯酸烷氧基乙酯、(甲基)丙烯酸2-(2-甲氧基乙氧基)乙酯、(甲基)丙烯酸2-(2-丁氧基乙氧基)乙酯、(甲基)丙烯酸2,2,2-三氟乙酯、(甲基)丙烯酸1H,1H,2H,2H-全氟癸酯、(甲基)丙烯酸4-丁基苯酯、(甲基)丙烯酸苯酯、(甲基)丙烯酸2,3,4,5-四甲基苯酯、(甲基)丙烯酸4-氯苯酯、(甲基)丙烯酸苯氧基甲酯、(甲基)丙烯酸苯氧基乙酯、(甲基)丙烯酸縮水甘油酯、(甲基)丙烯酸縮水甘油基氧基丁酯、(甲基)丙烯酸縮水甘油基乙酯、(甲基)丙烯酸縮水甘油基氧基丙酯、(甲基)丙烯酸四氫呋喃甲酯、(甲基)丙烯酸羥基烷酯、(甲基)丙烯酸2-羥乙酯、(甲基)丙烯酸3-羥基丙酯、(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)丙烯酸二甲基胺基乙酯、(甲基)丙烯酸二乙基胺基乙酯、(甲基)丙烯酸二甲基胺基丙酯、(甲基)丙烯酸二乙基胺基丙酯、(甲基)丙烯酸三甲氧基矽烷基丙酯、(甲基)丙烯酸三甲基矽烷基丙酯、聚氧化乙烯單甲醚(甲基)丙烯酸酯、
寡聚氧化乙烯單甲醚(甲基)丙烯酸酯、聚氧化乙烯(甲基)丙烯酸酯、寡聚氧化乙烯(甲基)丙烯酸酯、寡聚氧化乙烯單烷基醚(甲基)丙烯酸酯、聚氧化乙烯單烷基醚(甲基)丙烯酸酯、二丙二醇(甲基)丙烯酸酯、聚氧化丙烯單烷基醚(甲基)丙烯酸酯、寡聚氧化丙烯單烷基醚(甲基)丙烯酸酯、2-甲基丙烯醯基氧基乙基丁二酸、2-甲基丙烯醯基氧基六氫鄰苯二甲酸、鄰苯二甲酸2-甲基丙烯醯氧基乙基-2-羥基丙酯、丁氧基二伸乙甘醇(甲基)丙烯酸酯、(甲基)丙烯酸三氟乙酯、(甲基)丙烯酸全氟辛基乙酯、(甲基)丙烯酸2-羥基-3-苯氧基丙酯、EO變性之苯酚(甲基)丙烯酸酯、EO變性之甲酚(甲基)丙烯酸酯、EO變性之壬基苯酚(甲基)丙烯酸酯、PO變性之壬基苯酚(甲基)丙烯酸酯及EO變性之(甲基)丙烯酸2-乙基己酯。
成分C之實例包括SR351、三羥甲基丙烷三(甲基)丙烯酸酯、三羥甲基乙烷三(甲基)丙烯酸酯、環氧烷-變性之三羥甲基丙烷之三(甲基)丙烯酸酯、季戊四醇三(甲基)丙烯酸酯、二季戊四醇三(甲基)丙烯酸酯、三羥甲基丙烷參((甲基)丙烯醯基氧基丙基)醚、伸烷基變性之異三聚氰酸之三(甲基)丙烯酸酯、二季戊四醇丙酸酯三(甲基)丙烯酸酯、參((甲基)丙烯醯氧基乙基)異氰尿酸酯、羥基特戊醯基醛變性之二羥甲基丙烷三(甲基)丙烯酸酯、山梨醇三(甲基)丙烯酸酯、丙氧基化三羥甲基丙烷三(甲基)丙烯酸酯及乙氧基化丙三醇三丙烯酸酯。
四官能(甲基)丙烯酸酯之特定實例包括季戊四醇四(甲基)丙烯酸酯、山梨醇四(甲基)丙烯酸酯、二(三羥甲基丙烷)四(甲基)丙烯酸酯、二季戊四醇丙酸酯四(甲基)丙烯酸酯及乙氧基化季戊四醇四(甲基)丙烯酸酯。
五官能(甲基)丙烯酸酯之特定實例包括山梨醇五(甲基)丙烯
酸酯及二季戊四醇五(甲基)丙烯酸酯。
六官能(甲基)丙烯酸酯之特定實例包括二季戊四醇六(甲基)丙烯酸酯、山梨醇六(甲基)丙烯酸酯、環氧烷-變性之磷氮烯之六(甲基)丙烯酸酯及己內酯變性之二季戊四醇六(甲基)丙烯酸酯。
成分D之實例為聚二烯(甲基)丙烯酸酯(比如，聚丁二烯(甲基)丙烯酸酯)、聚二烯二(甲基)丙烯酸酯(比如，聚丁二烯二(甲基)丙烯酸酯，如來自Sartomer之SR307及CN301)、聚異戊二烯二丙烯酸酯及其類似物、2莫耳烷氧基化雙酚A二(甲基)丙烯酸酯(如作為SR348L之2莫耳乙氧基化雙酚A二(甲基)丙烯酸酯)、聚矽氧(甲基)丙烯酸酯及聚矽氧二(甲基)丙烯酸酯(比如，CN9800)。
較佳地，在根據本發明之輻射可固化組成物中，超過80重量%之組成物為在760mmHG下沸點大於180℃，更佳在760mmHG下沸點大於200℃且最佳在760mmHG下沸點大於220℃之成分。
在根據本發明之輻射可固化組成物中，更佳為超過90重量%之組成物為在760mmHG下沸點大於180℃，更佳在760mmHG下沸點大於200℃且最佳在760mmHG下沸點大於220℃之成分。
在根據本發明之輻射可固化組成物中，甚至更佳為超過95重量%之組成物為在760mmHG下沸點大於180℃，更佳在760mmHG下沸點大於200℃且最佳在760mmHG下沸點大於220℃之成分。
在根據本發明之輻射可固化組成物中，最佳為超過99重量%之組成物為在760mmHG下沸點大於180℃，更佳在760mmHG下沸點大於200℃且最佳在760mmHG下沸點大於220℃之成分。
本發明之輻射可固化組成物較佳不含溶劑，其具有不需要移除該溶劑之處理步驟的優勢，由此避免該溶劑蒸氣截留在其中該組成物用於製備保護性層之層或元件內的任何風險。此外，用於製備有機層之時間及成本降低。在本申請案之上下文中，溶劑應意謂該組成物之部分的材料，但其在塗佈或印刷該組成物之後例如藉由加熱經移除以形成層。
較佳地，根據本發明之輻射可固化組成物在20℃下展現小於500mPa‧s，較佳小於200mPa‧s且最佳小於60mPa‧s之黏度。
根據本發明之另一態樣，提供一種使用根據本發明之輻射可固化組成物製造有機層之方法，其包含以下步驟：- 將該組成物沈積在剛性或可撓性基板或無機層上，視情況加熱該組成物及；- 用輻射，較佳光化輻射聚合該組成物。
可使用任何已知塗佈及印刷技術，諸如旋塗、滾塗法、噴墨印刷、蒸氣沈積、噴塗及狹縫型擠壓式塗佈來沈積該組成物。
該組成物之塗佈可在真空中完成。組成物之塗佈較佳在低於100毫巴或低於10毫巴，更佳低於1毫巴或低於0.1毫巴且最佳低於0.01毫巴之壓力下完成。
經塗佈組成物之聚合利用輻射進行。輻射意謂例如加熱或光化輻射。對於光化輻射，UV及/或可見光較佳。
根據本發明之另一態樣，本發明之輻射可固化組成物用於在光電裝置，例如有機發光二極體裝置中製造抵抗濕氣之保護層。該輻射可固化組成物較佳用於製造作為保護濕敏光電元件或裝置之障壁堆疊之一部
分的有機層。該有機層之混濁度較佳小於0.3%且更佳小於0.2%。儘管該組成物中親水性奈米粒子之濃度在可固化材料之重量之0.01至0.9%範圍內，但對應障壁堆疊展示優良吸水能力。類似水準之濃度之親水性奈米粒子亦存在於自該等組成物處理之有機層中。
使用以上組成物製備之有機層例如以多二分體組態，較佳以單一二分體組態且更佳以雙重二分體組態用於供囊封的障壁堆疊中。如用於本申請案之上下文之二分體應意謂包含夾在兩個無機層之間的有機層的堆疊。在該等無機層中之任一者與該有機層之間可存在另外層。該有機層為以上組成物之聚合產物。雙重二分體應意謂包含兩個二分體之組態。在兩個二分體之間可存在另外層，或該等兩個二分體可直接接觸。在後一情況中，該等兩個二分體可共用一個無機層，使得該雙重二分體包含兩個有機層及三個無機層，比如圖1及圖2之組態中。
較佳地，包含由本發明之組成物製備之有機層之二分體對光，較佳對可見光為透明的。
較佳地，由本發明之組成物製備之有機層的厚度在1μm至100μm之間。
一種用於製造二分體組態之方法包含以下步驟：沈積第一無機層，且接著將根據本發明之組成物沈積至該第一無機層上，用輻射固化此組成物以製備第一有機層，且進一步沈積第二無機層。視所需二分體之數目而定，夾在兩個無機層之間的有機層之此堆疊可逐步處理。雙重二分體組態充當具有有機層之雙重障壁堆疊，且例如以圖1如中所示之頂部發射模式及如圖2中所示之底部發射模式可用於各個有機發光裝置(諸如，
OLED)及其他光電裝置。
親水性奈米粒子在有機層中較佳均勻分佈。
根據以上描述之有機層可具有與上文所述相比的另外光學及/或電功能特徵。用根據本發明之組成物製備之有機層可維持足夠儲存模數以防止該層之劣化，或維持對無機層之足夠黏著強度，且具有較小固化收縮率。
根據本發明之以上組成物及有機層可用於任何有機發光二極體、有機光伏打裝置、有機場效電晶體、可撓性電子裝置、可撓性基板、電池、醫藥封裝、食品封裝及液晶顯示器。
即使根據本發明之組成物包含極低量之親水性奈米粒子，但觀測到優良吸水性質。
10:頂部發射光電裝置
11:無機層
12:有機層
13:光電元件
14:基板
20:底部發射光電裝置
21:外殼
22:光電元件
23:無機層
24:有機層
25:基板
30:黑點
進一步由隨附繪圖說明本發明。應強調，各種特徵未必係按比例繪製。
圖1展示具有包含雙重二分體組態之囊封堆疊之頂部發射光電裝置10，其具有包含低濃度之親水性奈米粒子之有機層12以及無機層11、基板14及光電元件13。
圖2展示具有囊封堆疊之底部發射光電裝置20中的雙重二分體組態，該底部發射光電裝置20包含兩個具有低濃度之親水性奈米粒子之有機層24、外殼21、基板25、光電元件22及無機層23。
圖3展示在底部發射光電裝置中黑點之出現。
圖4展示在可靠性測試之前三個底部發射光電裝置之俯視圖。
圖5展示在可靠性測試之後三個底部發射光電裝置之俯視圖。
圖6展示在可靠性測試時間期間在60℃及90%相對濕度下黑點不良品
率之曲線圖。在由無(0.00%)與具有0.1重量%用於製備有機層之親水性奈米粒子之組成物製備的堆疊之間進行比較。
即使根據本發明之組成物包含極低量之親水性奈米粒子，但觀測到優良吸水性質。
表1中所列市售成分用於製備實施例中所使用之組成物。
所計算之CaO、MgO及Bao在正辛醇與水之間的分配係數之對數cLogP為+0.33。
實施例1：
組成物1之製備
初步組成物藉由將SR595、SR351、SR307、SR421A及Omnirad248根據表2中的重量%混合在一起，且在300rpm下在室溫下攪拌2小時來製備。混合物接著在24小時期間經4Å分子篩乾燥(在真空烘箱中在140℃下初步活化24小時)，接著過濾，然後用於製備最終組成物。
如WO 2014/012931中所述將氧化鈣粒子在烘箱中乾燥，且接著根據表2中的重量%與該以上初步組成物混合以便獲得分散液。分散液接著使用DynoMill設備研磨約兩小時，獲得平均尺寸<200nm之粒子的分散液，且獲得最終組成物1。
實施例2：
組成物2之製備
除使用如表2中該組成物之總重量之0.1%之氧化鈣粒子以外，組成物2以與實施例1中相同之方式製備。
實施例3：
組成物3之製備
除使用如表2中該組成物之總重量之0.05%之氧化鈣粒子以外，組成物3以與實施例1中相同之方式製備。
組成物1-3中之每一者均不含溶劑。
組成物4之製備
除成分如表3中混合且使用氧化鋇粒子以外，組成物4以與實施例1中相同之方式製備。
組成物5之製備
除使用如表3中該組成物之總重量之0.1%之氧化鋇粒子以外，組成物5以與實施例4中相同之方式製備。
組成物6之製備
除使用如表3中該組成物之總重量之0.05%之氧化鋇粒子以外，組成物6以與實施例4中相同之方式製備。
組成物4-6中之每一者均不含溶劑。
組成物7之製備
除成分如表4中混合且使用氧化鎂粒子以外，組成物7以與實施例1中相同之方式製備。
組成物8之製備
除使用如表4中該組成物之總重量之0.1%之氧化鎂粒子以外，組成物8以與實施例7中相同之方式製備。
組成物9之製備
除使用如表4中該組成物之總重量之0.05%之氧化鎂粒子以外，組成物9以與實施例7中相同之方式製備。
組成物7-9中之每一者均不含溶劑。
組成物1至9中粒子分散液之平均直徑使用來自malvern instruments之動態光散射設備(dynamic light scattering equipment；DLS)、zetasizer Nano S量測。關於量測粒子直徑之此方法的詳情可見於以下中：「Nanomaterials：Processing and Characterization with Lasers」，第8章，Size determination of Nanoparticles by Dynamic Light Scattering from S.C.Singh,H.Zeng,C.Guo及W.Cai；DOI：10.1002/9783527646821.ch8。
平均粒徑之量測結果列舉於表5中。平均粒徑在100nm至200nm之間。
量測使用組成物1至9製備之膜的混濁度及吸水率。將組成物使用具有50μm之線棒的棒塗佈機塗覆在玻璃基板上，接著將均勻塗膜用UV光(395nm)用4J/cm2之暴露劑量在惰性氣氛中固化，得到具有30μm至35μm之厚度準備用於量測的經固化之膜。結果概述於表6中。
混濁度之測定
量測根據標準ASTM D1003「Standard Test Method for Haze and Luminous Transmittance of Transparent Plastics」完成。透射混濁度為自入射光束之方向散射超過2.5°的透射光之百分比。混濁度大於30%之材料視為漫射。
透射混濁度如下計算：H=T漫射/T總×100%。
塗佈在基板上之膜之透射混濁度之量測用Kontron分光光度計UVIKON 810(P12/301142)進行。將組成物1至9塗佈在玻璃上，且用UV光在惰性氣氛下使用UV LED在395nm下用4J/cm2之UV能量劑量固化，且量測混濁度。量測誤差為+/-0.1%。
吸水率之量測
量測組成物1至9之經固化之樣品之吸水率，以便測定各材料能夠吸收的水量。將組成物1至9之樣品置放於不同鋁杯(約1.5g之組成物)中，且在惰性氣氛下使用UV LED在395nm下用4J/cm2之UV劑量固化。將經固化之固體部分接著置放於40℃/90% RH儲存條件中。由於吸水率，樣品之重量隨時間之流逝增加。隨時間之流逝監測樣品重量直至重量變得恆定，其代表飽和水準，自其計算吸水率(重量%)。此本質上為分
散液之吸水能力之測定。
當濕氣滲透至OLED裝置中時，黑點30如圖3中所示出現，其例如藉由降低光強度影響該裝置之效能。良好OLED當在60℃/90% RH下經受可靠性測試較長持續時間時應具有極低黑點不良品。
製備如圖2中具有雙重二分體組態之底部發射型OLED裝置20，其中呈雙重二分體組態形式之有機層24由組成物2製備。
製備三個如圖1中具有雙重二分體組態之頂部發射型OLED裝置10，其中呈雙重二分體組態形式之有機層12使用組成物2製備。OLED裝置接著在60℃及90%相對濕度(RH)下經受可靠性測試持續2000h，觀測到關於由於黑點出現而光學效能退化。
圖4展示三個在可靠性測試之前處於發射模式之OLED裝置。
圖5展示三個在60℃/90% RH下可靠性測試持續2000h之
後處於發射模式之OLED裝置。
如圖5所見，在可靠性測試之後在所有該等裝置中未觀測到黑點。
圖6展示描繪具有呈雙重二分體組態形式含有0.1%氧化鈣奈米粒子之有機層24的以上裝置相較於其中該有機層不含親水性奈米粒子之裝置的黑點不良品率之曲線圖。裝置在60℃/90% RH下經受可靠性測試持續較長時間。
如圖6所見，具有極低量之奈米粒子之本發明之輻射可固化組成物當用於光電裝置中時展示優良效能。
組成物10之製備
初步組成物藉由將CN9010EU、SR595、SR351、Omnirad248根據表7中的重量%混合在一起，且在300rpm下在室溫下攪拌2小時來製備。混合物接著在24小時期間經4Å分子篩乾燥(在真空烘箱中在140℃下初步活化24小時)，接著過濾，然後用於製備最終組成物。
沸石粒子(Lucidot NZL 40)在烘箱中在200℃至400℃之間乾燥，且接著根據表7中的重量%與以上初步組成物混合，以便獲得分散液。分散液接著使用DynoMill設備研磨約兩小時，獲得平均尺寸<200nm之粒子的分散液，且獲得最終組成物10。
實施例14：
組成物11之製備
除如表7中使用該組成物之總重量之0.2%之沸石粒子以外，組成物11以與實施例13中相同之方式製備。
實施例15：
組成物12之製備
除如表7中使用該組成物之總重量之0.1%之沸石粒子以外，組成物12以與實施例13中相同之方式製備。
10‧‧‧頂部發射光電裝置
11‧‧‧無機層
12‧‧‧有機層
13‧‧‧光電元件
14‧‧‧基板
Claims (20)
- 一種用於供保護敏感裝置抵抗濕氣之障壁堆疊的輻射可固化組成物，其包含：可固化材料；親水性奈米粒子，其中該等親水性奈米粒子之比例在該可固化材料之重量之0.01重量%至0.9重量%範圍內，且其中該等親水性奈米粒子包含金屬、金屬氧化物、類金屬、類金屬氧化物、金屬碳化物、類金屬碳化物、金屬鹵化物、金屬鹽、金屬過氯酸鹽、金屬氮化物、類金屬氮化物、金屬氧氮化物、類金屬氧氮化物、金屬氧硼化物、或類金屬氧硼化物粒子；至少一種丙烯酸酯或甲基丙烯酸酯之單體；及至少一種輻射活性起始劑。
- 如申請專利範圍第1項之輻射可固化組成物，其中該等親水性奈米粒子之比例在該可固化材料之重量之0.05重量%至0.2重量%範圍內。
- 如申請專利範圍第1項之輻射可固化組成物，其中該單體為單官能性或多官能性。
- 如申請專利範圍第1項或第2項之輻射可固化組成物，其包含：該等親水性奈米粒子，相對於該可固化材料之重量之比率為0.05重量%至0.5重量%；至少一種光起始劑；成分A：至少一種丙烯酸酯或甲基丙烯酸酯成分，其clogP大於2；成分B：至少一種單官能丙烯酸酯或甲基丙烯酸酯稀釋劑成分；及 成分C：至少一種丙烯酸酯或甲基丙烯酸酯成分，其官能度等於或大於3。
- 如申請專利範圍第4項之輻射可固化組成物，其進一步包含成分D，其為以下中之至少一者：聚丁二烯丙烯酸酯或聚丁二烯甲基丙烯酸酯、聚矽氧丙烯酸酯或聚矽氧甲基丙烯酸酯、或兩莫耳乙氧基化雙酚A二(甲基)丙烯酸酯、或任何其等之混合物。
- 如申請專利範圍第4項之輻射可固化組成物，其包含：該等親水性奈米粒子，相對於該可固化材料之重量之比率為0.05重量%至0.2重量%；0.1-10重量%之該至少一種光起始劑；30-80重量%之成分A；5-40重量%之單官能(甲基)丙烯酸酯稀釋劑成分B；5-30重量%之(甲基)丙烯酸酯成分C，其官能度等於或大於3；及視情況存在之0.1-30重量%之成分D，其為以下中之至少一者：聚丁二烯丙烯酸酯或聚丁二烯甲基丙烯酸酯、聚矽氧丙烯酸酯或聚矽氧甲基丙烯酸酯、或兩莫耳乙氧基化雙酚A二(甲基)丙烯酸酯、或任何其等之混合物；此按該組成物之總重量計。
- 如申請專利範圍第4項之輻射可固化組成物，其包含：該等親水性奈米粒子，相對於該可固化材料之重量之比率為0.05重量%至0.1重量%；0.1-5重量%之該至少一種光起始劑； 40-70重量%之成分A；10-30重量%之單官能(甲基)丙烯酸酯稀釋劑成分B；7-20重量%之(甲基)丙烯酸酯成分C，其官能度等於或大於3；及視情況存在之0.3-25重量%之成分D，其為以下中之至少一者：聚丁二烯丙烯酸酯或聚丁二烯甲基丙烯酸酯、聚矽氧丙烯酸酯或聚矽氧甲基丙烯酸酯、或兩莫耳乙氧基化雙酚A二(甲基)丙烯酸酯、或任何其等之混合物；此按該組成物之總重量計。
- 如申請專利範圍第1項或第2項之輻射可固化組成物，其中超過80重量%之該組成物為在760mmHg下沸點大於180℃之成分。
- 如申請專利範圍第1項或第2項之輻射可固化組成物，其中其不含溶劑。
- 如申請專利範圍第1項或第2項之輻射可固化組成物，其中該等親水性奈米粒子之平均粒徑小於200nm。
- 如申請專利範圍第1項或第2項之輻射可固化組成物，其中該等親水性奈米粒子包含沸石。
- 如申請專利範圍第1項或第2項之輻射可固化組成物，其中該等親水性奈米粒子之所計算之在正辛醇與水之間的分配係數之對數在0至+0.5範圍內。
- 如申請專利範圍第11項之輻射可固化組成物，其中該等親水性奈米粒子近一步包含氧化鈣或氧化鋇或氧化鎂或其等之混合物。
- 一種使用如申請專利範圍第1項至第13項中任一項之輻射可固化組成 物製造有機層(12，24)之方法，其包含：使該組成物與剛性或可撓性基板或無機層接觸，視情況加熱該組成物且；用輻射聚合該組成物。
- 一種有機層，其已自如申請專利範圍第1項至第13項中任一項之組成物製造。
- 如申請專利範圍第15項之有機層，其中該層之厚度為1μm至100μm。
- 一種如申請專利範圍第1項至第13項中任一項之輻射可固化組成物之用途，其用於製造作為供保護濕敏光電元件或裝置之障壁堆疊之一部分的有機層(12，24)。
- 一種如申請專利範圍第1項至第13項中任一項之輻射可固化組成物之用途，其用於製造以多重二分體組態囊封光電元件或裝置之有機層(12，24)。
- 一種如申請專利範圍第15項至第16項中任一項之有機層之用途，其用於有機發光二極體、有機光伏打裝置、有機場效電晶體、可撓性電子裝置、可撓性基板、電池、醫藥封裝、食品封裝及液晶顯示器。
- 一種供保護敏感裝置抵抗濕氣之障壁堆疊，其包含：有機層，該有機層包含可固化材料和親水性奈米粒子，其中該等親水性奈米粒子之比例在該可固化材料之重量之0.01重量%至0.9重量%範圍內，且其中該等親水性奈米粒子包含金屬、金屬氧化物、類金屬、類金屬氧化物、金屬碳化物、類金屬碳化物、金屬鹵化物、金屬鹽、金屬過氯酸鹽、金屬氮化物、類金屬氮化物、金屬氧氮化物、類金屬 氧氮化物、金屬氧硼化物、或類金屬氧硼化物粒子；及至少一個與該有機層偶聯的無機層，該至少一個無機層經配置以使其相較於該有機層可置於離該敏感裝置較近的位置。
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| EP2445029A1 (en) | 2010-10-25 | 2012-04-25 | Nederlandse Organisatie voor toegepast -natuurwetenschappelijk onderzoek TNO | Multilayered protective layer, organic opto-electric device and method of manufacturing the same |
| DE102012211335A1 (de) * | 2012-06-29 | 2014-01-02 | Tesa Se | Klebeband für die Kapselung einer organischen elektronischen Anordnung |
| KR102401926B1 (ko) | 2014-07-31 | 2022-05-26 | 바스프 코팅스 게엠베하 | Oled 디스플레이용의 반사방지 성질들을 도입한 캡슐화 구조물 |
| KR101949457B1 (ko) * | 2014-08-04 | 2019-02-19 | 주식회사 엘지화학 | 고흡수성 수지 제조용 표면 개질 무기 나노 입자 및 고흡수성 수지 제조용 중화액 |
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2015
- 2015-12-16 CN CN201580068678.6A patent/CN107109083B/zh active Active
- 2015-12-16 US US15/534,141 patent/US10590291B2/en active Active
- 2015-12-16 KR KR1020177019936A patent/KR102574682B1/ko active IP Right Grant
- 2015-12-16 EP EP15817194.2A patent/EP3234035B1/en active Active
- 2015-12-16 JP JP2017531574A patent/JP6853779B2/ja active Active
- 2015-12-16 WO PCT/EP2015/079913 patent/WO2016096937A1/en active Application Filing
- 2015-12-17 TW TW104142462A patent/TWI694107B/zh active
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| Publication number | Priority date | Publication date | Assignee | Title |
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| TW201231605A (en) * | 2010-11-02 | 2012-08-01 | Lg Chemical Ltd | Adhesive film and encapsulation method of organic electronic device using the same |
| WO2014012931A1 (en) * | 2012-07-19 | 2014-01-23 | Huntsman Advanced Materials (Switzerland) Gmbh | Radiation curable composition for water scavenging layer, and method of manufacturing the same |
Also Published As
| Publication number | Publication date |
|---|---|
| CN107109083A (zh) | 2017-08-29 |
| WO2016096937A1 (en) | 2016-06-23 |
| JP6853779B2 (ja) | 2021-03-31 |
| EP3234035B1 (en) | 2021-06-02 |
| EP3234035A1 (en) | 2017-10-25 |
| JP2018510449A (ja) | 2018-04-12 |
| US10590291B2 (en) | 2020-03-17 |
| CN107109083B (zh) | 2021-01-08 |
| KR20170136492A (ko) | 2017-12-11 |
| US20170342183A1 (en) | 2017-11-30 |
| KR102574682B1 (ko) | 2023-09-05 |
| TW201631007A (zh) | 2016-09-01 |
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