TWI747925B - 水基壓敏黏著劑組合物及其製備方法 - Google Patents
水基壓敏黏著劑組合物及其製備方法 Download PDFInfo
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- TWI747925B TWI747925B TW106124025A TW106124025A TWI747925B TW I747925 B TWI747925 B TW I747925B TW 106124025 A TW106124025 A TW 106124025A TW 106124025 A TW106124025 A TW 106124025A TW I747925 B TWI747925 B TW I747925B
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- Prior art keywords
- unsaturated monomer
- water
- aqueous medium
- interpolymer
- acid
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Classifications
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- C—CHEMISTRY; METALLURGY
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/22—Emulsion polymerisation
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
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- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L91/00—Compositions of oils, fats or waxes; Compositions of derivatives thereof
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Abstract
揭示一種組合物,其包括至少一種分散於水性介質中之互聚物,所述互聚物包括至少一種不飽和單體及至少一種選自以下之化合物:至少一種共軛酸、共軛酸之至少一種酯及其混合物;及視情況存在之至少一種經組態以使所述水性介質中之所述互聚物穩定的界面活性劑。所述共軛酸可衍生自天然存在之無水油,諸如桐油。所述酯可為桐油。亦提供一種製備組合物之方法,其包括形成互聚物,所述互聚物包括所述至少一種不飽和單體及至少一種選自以下之化合物:至少一種共軛酸、共軛酸之至少一種酯及其混合物。又進一步提供一種壓敏黏著劑,其包括根據所揭示之方法製備之組合物。
Description
本發明係關於壓敏黏著劑組合物。更特定言之,本發明係關於具有改良的耐水增白性的水基壓敏黏著劑組合物及其製備方法。
黏著劑組合物適用於多種目的。黏著劑組合物之一個尤其適用之子集為水基壓敏黏著劑。水基壓敏黏著劑在不同最終用途應用中之用途一般為已知的。舉例而言,水基壓敏黏著劑可與標籤紙、記事本、膠帶、貼花、繃帶、裝飾性及保護性片材及多種其他產品一起使用。
如此項技術中所用,術語「壓敏黏著劑」指代包括一或多種聚合物組合物(其在乾燥時在室溫下強力地且永久性地保持黏性)之材料。此外,術語「水基」指示壓敏黏著劑藉由水性載劑製造。典型的水基壓敏黏著劑當僅僅為接觸且不需要多於手指或手部施加的壓力時將牢固地黏著於各種不同表面。
經由壓敏黏著劑工業(尤其暴露於濕氣之彼等者)辨識之一個壓敏黏著劑特性為耐水增白性。改良壓敏黏著劑之耐水增白性之嘗試(諸如藉由使用可聚合界面活性劑
替代傳統界面活性劑)在商業上尚不理想。此係因為可聚合界面活性劑與傳統界面活性劑相比相對更昂貴,且不為廣泛可獲得的。當黏著劑欲用於需要良好的光學件(例如,透明膜標籤)的應用中時,水基壓敏黏著劑之水增白特性為尤其重要的。
因此,具有改良的耐水增白性及良好黏著力及內聚力的水基壓敏黏著劑組合物,及其製備方法為所期望的。
揭示一種組合物,其包括至少一種分散於水性介質中之互聚物,所述互聚物包括至少一種不飽和單體及至少一種選自由以下組成之群的化合物:至少一種共軛酸(conjugated acid)、共軛酸的至少一種酯及其混合物。組合物可進一步包括至少一種界面活性劑。
共軛酸可包括脂族酸。此外,共軛酸可包括脂族羧酸,諸如包括至少三個共軛碳-碳雙鍵之脂族羧酸。再者,共軛酸可衍生自天然存在之無水油,諸如桐油。甚至進一步,組合物可進一步包含視情況存在之一或多種增稠劑、視情況存在之一或多種消泡劑、視情況存在之一或多種濕潤劑、視情況存在之一或多種機械穩定劑、視情況存在之一或多種顏料、視情況存在之一或多種填充劑、視情況存在之一或多種凍融劑、視情況存在之一或多種中和劑、視情況存在之一或多種塑化劑、視情況存在之一或多種增黏劑、視情況存在之一或多種助黏劑及其組合。
亦揭示用於製備組合物之方法。所述方法包括將至少一種不飽和單體及視情況存在之至少一種界面活性劑分
散於水性介質中以形成乳化混合物。所述方法進一步包括將至少一種引發劑引入至乳化混合物,藉此使至少一種不飽和單體聚合,且在至少一種不飽和單體聚合期間將至少一種選自由以下組成之群的化合物引入至乳化混合物:至少一種共軛酸、共軛酸的至少一種酯及其混合物,藉此形成包括至少一種不飽和單體及所述化合物的互聚物。
藉由至少一種界面活性劑使互聚物於乳化混合物中穩定。此外,當不飽和單體引入至水性介質時,將至少一種選自由以下組成之群的化合物引入至乳化混合物:至少一種共軛酸、共軛酸的至少一種酯及其混合物。在一些實施例中,在至少50%之不飽和單體引入至水性介質之後、或至少70%之不飽和單體引入至水性介質之後或至少90%之不飽和單體引入至水性介質之後,將所述化合物引入至水性介質。當單體乳液進料至水性介質時,所述化合物可在任何時間引入至水性介質。
亦揭示包括根據上文之方法製備之組合物的水基壓敏黏著劑。
本發明係關於具有改良的耐水增白性及良好黏著力及內聚力的水基壓敏黏著劑組合物,及其製備方法。根據本發明之一個實施例,水基壓敏黏著劑組合物包括乳液,所述乳液包括至少一種分散於水性介質中之互聚物。互聚物包括至少一種不飽和單體及至少一種選自由以下組成之群的
化合物:至少一種共軛酸、共軛酸的至少一種酯及其混合物。互聚物可經由乳液聚合形成。
一般而言,至少一種不飽和單體與界面活性劑一起分散於整個水性介質中,藉此形成乳化混合物。界面活性劑充當乳化劑且使得至少一種不飽和單體之小液滴(其為疏水性的)能夠在整個水性介質中形成。引發劑隨後引入至乳化混合物中。引發劑經組態以與至少一種不飽和單體反應,藉此形成包括不飽和單體子單元之聚合物。引發劑與分散於整個水性介質中之至少一種不飽和單體反應直至所有或大體上所有至少一種不飽和單體聚合。最終結果為聚合物粒子分散於水性介質中,聚合物粒子包括至少一種不飽和單體子單元。
根據本發明,至少一種選自由以下組成之群的化合物:至少一種共軛酸、至少一種共軛酸的至少一種酯及其混合物,在引發劑引入至乳化混合物之後,但在所有至少一種不飽和單體進料至水性介質之前引入至乳化混合物。當不飽和單體添加至混合物時,所述化合物可在任何時間添加至混合物。在一些實施例中,所述化合物在至少50%之至少一種不飽和單體引入至水性介質之後添加。在一些實施例中,所述化合物在至少70%之不飽和單體引入至水性介質之後添加。在一些實施例中,所述化合物在至少80%之不飽和單體引入至水性介質之後添加。在一些實施例中,所述化合物在至少90%之不飽和單體引入至水性介質之後添加。
在添加至乳化混合物中時,至少一種選自由以下組成之群的化合物:至少一種共軛酸、至少一種共軛酸的至
少一種酯及其混合物,充當共單體且與至少一種不飽和單體一起形成互聚物。最終結果為聚合物(僅包括至少一種不飽和單體子單元)及互聚物(包括至少一種不飽和單體子單元及包括至少一種選自由以下組成之群的化合物的子單元:至少一種共軛酸、至少一種共軛酸的至少一種酯及其混合物)兩者均分散於整個水性介質中。
如將在下文進一步詳細論述且藉助於實例說明,形成包括不飽和單體子單元及至少一種化合物子單元兩者之互聚物,產生組合物,當應用於壓敏黏著劑應用中時,所述組合物提供相對於現有壓敏黏著劑調配物而言改良的耐水增白性。
在一些實施例中,至少一種不飽和單體可引入至水性介質中且聚合,形成聚合物及/或互聚物。至少一種不飽和單體之實例包含但不限於丙烯酸酯,諸如丙烯酸丁酯、丙烯酸乙基己酯、丙烯酸乙酯、丙烯酸甲酯、丙烯酸辛酯、丙烯酸異辛酯、丙烯酸癸酯、丙烯酸異癸酯、丙烯酸十二酯及丙烯酸環己酯;甲基丙烯酸酯,諸如甲基丙烯酸甲酯、甲基丙烯酸異丁酯、甲基丙烯酸辛酯、甲基丙烯酸異辛酯、甲基丙烯酸癸酯、甲基丙烯酸異癸酯、甲基丙烯酸十二酯、甲基丙烯酸十五酯、甲基丙烯酸硬脂醯酯、甲基丙烯酸C12至C18烷基酯及甲基丙烯酸環己酯;苯乙烯、乙烯酯及其組合。以混合物之總重量計,至少一種不飽和單體以30至70重量百分比存在於最終乳化混合物中。30至70之所有子範圍均包含且揭示於本文中。舉例而言,範圍可為下限30、35、40或45重量百分比至上限63、65或70。
在一些實施例中,至少一種界面活性劑可視情況引入至水性介質中,用於使至少一種不飽和單體穩定且使至少一種互聚物分散於整個水性介質中。至少一種界面活性劑之實例包含但不限於陽離子界面活性劑、陰離子界面活性劑、兩性離子界面活性劑、非離子界面活性劑及其組合。陰離子界面活性劑之實例包含但不限於磺酸鹽、羧酸鹽及磷酸鹽。陽離子界面活性劑之實例包含但不限於四級胺。非離子界面活性劑之實例包含但不限於含有環氧乙烷之嵌段共聚物及聚矽氧界面活性劑,諸如乙氧基化醇、乙氧基化脂肪酸、脫水山梨糖醇衍生物、羊毛蠟衍生物、乙氧基化壬基酚或烷氧基化聚矽氧烷。至少一種界面活性劑以0.05至10重量百分比存在於乳化混合物中。0.05至10之所有子範圍均包含於本文中且揭示於本文中。舉例而言,範圍可為下限0.05、0.07、0.1或0.2至上限0.5、0.7、1、2或10。
在一些實施例中,至少一種選自由以下組成之群的化合物:至少一種共軛酸、至少一種共軛酸的至少一種酯及其混合物,可引入至水性介質中且與不飽和單體子單元一起聚合。至少一種共軛酸之實例包含但不限於不飽和脂肪酸。適合之不飽和脂肪酸包含衍生自天然存在之脫水油(諸如桐油)之脂肪酸。特定言之,桐油包括α-桐酸、亞麻油酸、棕櫚酸及油酸之丙三醇酯,適用於本發明之目的。至少一種共軛酸之酯之實例包含天然衍生之油,諸如桐油。
至少一種共軛酸之實例進一步包含但不限於脂族酸,尤其包括三個或多於三個共軛碳-碳雙鍵之脂族羧酸。特定言之,α-桐酸適用於本發明之目的。至少一種共軛酸以0.01至5重量百分比存在於乳化混合物中。0.01至5之所有個別比值及子範圍均包含於本文中且揭示於本文中。舉例而言,比率可為下限0.01、0.05、0.10或0.25至上限1、2、3、4或5。
在一些實施例中,多於一種引發劑可引入至乳化混合物中,用於使至少一種不飽和單體聚合。至少一種引發劑可為熱引發劑或氧化還原系統引發劑。至少一種熱引發劑之一個實例包含但不限於過硫酸銨。在引發劑為氧化還原系統引發劑之情況下,還原劑可為例如抗壞血酸、次硫酸鹽或異抗壞血酸,而氧化劑可為例如過氧化物或過硫酸鹽。至少一種引發劑以0.05至2重量百分比存在於乳化混合物中。0.05至2之所有子範圍均包含於本文中且揭示於本文中。舉例而言,範圍可為下限0.05、0.07、0.09或0.1至上限0.8、1、1.3、
1.8或2。
如上文所論述,互聚物包括至少一種不飽和單體子單元及包括至少一種選自由以下組成之群的化合物的子單元:至少一種共軛酸、至少一種共軛酸的至少一種酯及其混合物。壓敏黏著劑組合物可進一步包含視情況存在之一或多種添加劑。一或多種添加劑之實例包含但不限於至少一種增稠劑、至少一種消泡劑、至少一種濕潤劑、至少一種機械穩定劑、至少一種顏料、至少一種填充劑、至少一種凍融劑、至少一種中和劑、至少一種塑化劑、至少一種增黏劑、至少一種助黏劑及/或其組合。
水基壓敏黏著劑組合物可包括0至5重量百分比之至少一種增稠劑。0至5重量百分比之所有個別值及子範圍均包含於本文中且揭示於本文中。舉例而言,至少一種增稠劑之重量百分比可為下限0、0.1、0.2、0.3或0.5重量百分比至上限1、2、3、4或5重量百分比。實例增稠劑包含但不限於可購自密歇根州米德蘭(Midland,Michigan)陶氏化學公司(The Dow Chemical Company)之ACRYSOLTM、UCARTM及CELOSIZETM。
水基壓敏黏著劑組合物可包括0至2重量百分比至少一種中和劑。0至2重量百分比之所有個別值及子範圍均包含於本文中且揭示於本文中。舉例而言,至少一種中和劑之重量百分比可為下限0、0.2、0.3或0.5重量百分比至上限0.5、1、1.5或2重量百分比。中和劑通常用於控制pH,以向所調配之壓敏黏著劑組合物提供穩定性。至少一種中和劑之實例包含但不限於氨水、水性胺及其他水性無機鹽。
水基壓敏黏著劑組合物可包括小於50重量百分比至少一種增黏劑。小於50重量百分比之所有個別值及子範圍均包含於本文中且揭示於本文中。舉例而言,至少一種增黏劑之重量百分比可為下限0、0.1、0.2、0.3、0.5、1、2、3、4或5重量百分比至上限10、20、30、40或50重量百分比。至少一種增黏劑之實例包含但不限於松香樹脂(包含松香酸及/或藉由松香酸與醇酯化獲得之松香酯,環氧化合物及/或其混合物)、未氫化之脂族C5樹脂、氫化之脂族C5樹脂、芳族改質之C5樹脂、萜類樹脂、氫化之C9樹脂及其組合。
水基壓敏黏著劑組合物可包括小於5重量百分比之至少一種助黏劑。小於5重量百分比之所有個別值及子範圍均包含於本文中且揭示於本文中。舉例而言,至少一種助黏劑之重量百分比可為下限0、0.1、0.2、0.3、0.5、1、2、3或4重量百分比至上限0.1、0.2、0.3、0.5、1、2、3、4、5重量百分比。
現將藉由論述說明性實例及比較實例進一步詳細解釋本發明。然而,本發明之範疇當然不限於此等說明性實例。
乳液聚合程序
一般而言,根據本發明之乳液混合物如下製備。配備有冷凝器、機械攪拌器、溫度受控熱電耦及引發劑及單體之入口的4公升5頸反應器進料有675g的去離子(「DI」)水且在輕微N2流動下加熱至88℃。在單獨容器中,單體乳液(「ME」)藉由混合以下製備:275g之DI水、10g之十二烷
基苯磺酸鈉界面活性劑(諸如來自比利時布魯塞爾(Brussels,Belgium)Solvay S.A.之RHODACALTM DS-4(「DS-4」))、11.9g之脂肪醇醚硫酸酯界面活性劑(諸如來自德國路德維希港(Ludwigshafen,Germany)BASF SE之DISPONILTM FES77界面活性劑(「FES-77」))、2.5g之Na2CO3、及1,672g之包括丙烯酸2-乙基己酯(「2-EHA」)、丙烯酸丁酯(「BA」)、丙烯酸乙酯(「EA」)、甲基丙烯酸甲酯(「MMA」)及丙烯酸(「AA」)之單體混合物。
隨後,將Na2CO3與過硫酸銨(「APS」)之混合物於40g DI水中之溶液添加至反應器中。緊接在添加Na2CO3及APS之溶液之後,將單體乳液進料至反應器中。進料進行80分鐘。為獲得所揭示之組合物,將包括桐酸、桐酸與丙三醇之單官能酯、桐酸與丙三醇之二官能酯之桐酸混合物(「T-160」),或桐油(兩者均可購自中國安徽省瑞芬得油脂深加工有限公司(Anhui Refined Oil and Fatty Co.,Ltd))添加至單體中
在完成單體乳液添加時,將反應混合物冷卻至60℃,隨後經由兩個獨立管道歷經30分鐘逐漸添加第三丁基氫過氧化物(70%)(「t-BHP」)(9.2g於32g DI水中)之溶液及於34.5g DI水中之6.8g之還原劑,諸如來自Brüggemann Chemical US Company,Chadds Ford,Pennsylvania之BRUGGOLITETM FF6 M(「FF6」)。在完成進料時,將反應物冷卻至室溫。所獲得之組合物隨後藉由325目濾布過濾,以製備用於後續評估工作之組合物。
壓敏黏著劑調配物
除非另外規定,否則所有樣品均藉由濕潤劑輕微調配,諸如基於總乳液0.5%(濕潤/濕潤)獲自Cytec,Woodland Park,New Jersey之AEROSOLTM GPG濕潤劑(「GPG」),以改良浸透以供實驗室消耗。黏度隨後使用增稠劑(諸如來自密歇根州米德蘭陶氏化學公司之ACRYSOLTM RM-2020(「RM-2020」))調節至約600cp(Brookfield,RVDV,30rpm,63#),且最終pH使用氨調節至7.0至7.5。
實驗室消耗
聚乙烯(「PE」)膜在層壓之前藉由電暈處理預處理。調配之黏著劑以乾物質重量計以18g/m2之量塗佈至離型襯墊且在80℃下乾燥6分鐘。PE膜藉由壓敏黏著劑塗佈之離型襯墊以一定方式層壓,使得黏著劑層與PE膜之電暈處理側接觸,以得到黏著劑層製品。
耐水增白性測試
效能測試在黏著劑層製品於受控環境(22-24℃,50-60%相對濕度)測試實驗室中調節至少隔夜之後進行。
自製備之層製品移除襯墊之後,在室溫下將黏著劑塗佈之PE膜浸入於水中3小時。隨後,在BYK Haze Gard Plus量測設備上評估黏著劑塗佈之PE膜之透明度及渾濁度特性。透明度及渾濁度根據ASTM方法D1003量測。較高透明度指示較佳耐水增白性,而較低渾濁度指示較佳耐水增白性。
方法允許在製程內添加及不添加桐油或桐酸而製備之樣品之間的比較。在各情況下,發現添加桐酸或桐油顯著改良耐水增白性效能。
黏著劑組合物調配物
說明性實例(「IE」)及比較實例(「CE」)(統稱為「實例」)根據表1中所列舉之調配物製備,單位指示重量份。
效能結果
在如上文所論述之BYK Haze Gard Plus量測設備上測試之實例之效能結果概述於表2中。表2中詳述之渾濁度及透明度值表示渾濁度%及透明度%。
如表2中所指示,出人意料地發現在IE中在聚合期間使用共軛酸或共軛酸之酯(諸如桐油及/或桐酸)改良
黏著劑組合物的耐水增白性。特定言之,不含有桐油或桐酸之CE1呈現實例之最高渾濁度及實例之低透明度。含有在其餘組分摻合之後添加之桐油之CE2呈現實例的最高渾濁度及次最低透明度。IE1-IE7各者與CE1或CE2相比呈現顯著較低渾濁度。另外,IE1及IE3-IE6各者與CE1或CE2相比呈現較高透明度。而IE2及IE7僅類似於CE1之透明度,其與CE1相比呈現顯著較低渾濁度。
根據實例之比較表明根據本發明製備之用於壓敏黏著劑應用之組合物與現有組合物相比呈現增加的耐水增白性。基於上文之比較,可看出此有利特徵可歸因於在乳液聚合期間包含至少一種選自由以下組成之群的化合物:共軛酸、共軛酸的酯或其混合物,尤其當衍生自桐油時。
Claims (5)
- 一種水基黏著劑組合物,其包括:至少一種分散於水性介質中之互聚物,所述互聚物包括至少一種包括丙烯酸酯之不飽和單體及至少一種選自由以下組成之群的化合物:至少一種共軛酸、共軛酸的至少一種酯及其混合物;其中所述至少一種共軛酸衍生自桐油;其中所述至少一種酯為桐油;及其中所述至少一種化合物構成所述互聚物之0.01至5重量百分比。
- 一種用於製備水基黏著劑組合物之方法,其包括:將至少一種包括丙烯酸酯之不飽和單體及至少一種界面活性劑分散於水性介質中以形成乳化混合物;將至少一種引發劑引入至所述乳化混合物,藉此使所述至少一種不飽和單體聚合;及在所述至少一種不飽和單體之聚合期間將至少一種選自以下之化合物引入至所述乳化混合物:至少一種共軛酸、共軛酸之至少一種酯及其混合物,藉此形成包括所述至少一種不飽和單體及所述至少一種化合物之互聚物;其中所述至少一種共軛酸衍生自桐油;其中所述至少一種酯為桐油;及其中所述至少一種化合物構成所述互聚物之0.01至5重量百分比。
- 如請求項2所述的方法,其中所述至少一種化合物在至少50%之所述至少一種不飽和單體引入至所述水性介質之後 引入至所述乳化混合物。
- 如請求項2所述的方法,其中所述至少一種化合物在至少90%之所述至少一種不飽和單體引入至所述水性介質之後引入至所述乳化混合物。
- 一種水基壓敏黏著劑,其包括如請求項2所述製備之黏著劑組合物。
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Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS536193B1 (zh) * | 1967-12-11 | 1978-03-06 | ||
JP2004026909A (ja) * | 2002-06-21 | 2004-01-29 | Nippon Shokubai Co Ltd | アクリル系エマルション型粘着剤 |
TW200844203A (en) * | 2007-02-28 | 2008-11-16 | Sumitomo Bakelite Co | Adhesive film for semiconductor device and semiconductor device using same |
CN102361893A (zh) * | 2009-03-24 | 2012-02-22 | 赢创罗姆有限公司 | (甲基)丙烯酸酯聚合物和其作为聚合物键接的uv引发剂或可uv固化树脂的添加剂的用途 |
JP2012116986A (ja) * | 2010-12-02 | 2012-06-21 | Nitto Denko Corp | 光学フィルム用粘着剤層、粘着型光学フィルム、画像表示装置 |
CN104017457A (zh) * | 2014-06-30 | 2014-09-03 | 株洲飞鹿高新材料技术股份有限公司 | 含改性桐油的涂料组合物及其制备方法 |
CN104151485A (zh) * | 2014-07-17 | 2014-11-19 | 江苏十松新材料科技有限公司 | 一种长链不饱和脂肪酸改性的丙烯酸酯乳液及其制备方法 |
Family Cites Families (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2410089A (en) * | 1944-08-17 | 1946-10-29 | Minnesota Mining & Mfg | Pressure-sensitive adhesive tape |
FR959023A (zh) * | 1946-02-15 | 1950-03-23 | ||
JPS5065873A (zh) * | 1973-10-13 | 1975-06-03 | ||
JPS59149913A (ja) | 1983-02-16 | 1984-08-28 | Nippon Paint Co Ltd | 酸化重合型水性エマルシヨンならびにその製造法 |
JP2000044870A (ja) | 1998-07-31 | 2000-02-15 | Dainippon Ink & Chem Inc | 缶外面水性塗料用樹脂組成物 |
US6177510B1 (en) * | 1999-04-12 | 2001-01-23 | Michigan Molecular Institute | Air curing water base copolymers and method of preparation |
JP2000290634A (ja) | 1999-04-13 | 2000-10-17 | Mitsubishi Chemicals Corp | 水分散型粘着剤 |
JP2002194271A (ja) | 2000-12-22 | 2002-07-10 | Dainippon Ink & Chem Inc | 塗料組成物 |
US6747084B2 (en) * | 2002-09-30 | 2004-06-08 | Air Products Polymers, L.P. | Process to prepare pressure-sensitive hybrid composite latex adhesives |
CN1329463C (zh) | 2003-01-28 | 2007-08-01 | 关西油漆株式会社 | 水性树脂组合物和含该水性树脂组合物的水性涂料组合物 |
US20060100357A1 (en) | 2004-11-09 | 2006-05-11 | Bunn Andrew G | Water-based adhesives for difficult substrates and low temperatures |
US7863485B2 (en) * | 2004-12-10 | 2011-01-04 | Omnitech Environmental, Llc | Additive and vehicle for inks, paints, coatings and adhesives |
US20060235131A1 (en) | 2005-04-15 | 2006-10-19 | Hughes Kathleen A | Process for preparing aqueous dispersions of multistage emulsion polymers |
FI119431B (fi) * | 2006-03-06 | 2008-11-14 | Upm Kymmene Oyj | Luonnonrasvahappopohjainen akrylaattihybridipolymeeri ja menetelmä sen valmistamiseksi |
JP2009538952A (ja) * | 2006-06-01 | 2009-11-12 | サイテック サーフェース スペシャリティーズ、エス.エイ. | 感圧接着剤 |
US7723396B2 (en) * | 2006-12-22 | 2010-05-25 | Rohm And Haas Company | Foam composites with emulsion polymer films |
US20100286642A1 (en) * | 2009-05-11 | 2010-11-11 | Allen Jr William Maxwell | Water-stable, oil-modified, nonreactive alkyd resin construction adhesives, and use thereof |
BR112012028282A2 (pt) * | 2010-05-12 | 2016-11-01 | Akzo Nobel Chemicals Int Bv | processo para preparar um polímero através de um processo de polimerização de emulsão ou suspensão aquosa, emulsão, pó de polímero redispensável, uso da emulsão, composição de material de construção, processo para hidrofobizar uma composição de material de construção curada e processo para melhorar a estabilidade de congelamento e descongelamento de uma composição de material de construção curada |
WO2012021721A2 (en) * | 2010-08-11 | 2012-02-16 | Regents Of The University Of Minnesota | Pressure-sensitive adhesives having high bio-based content and macromonomers for preparing same |
EP2606097B1 (en) * | 2010-08-18 | 2014-11-19 | Avery Dennison Corporation | Pressure sensitive adhesives based on renewable resources and related methods |
CN104072665B (zh) * | 2014-06-30 | 2016-04-06 | 株洲飞鹿高新材料技术股份有限公司 | 水性涂料组合物及其制备方法 |
CN104497224A (zh) | 2014-12-04 | 2015-04-08 | 北京金汇利应用化工制品有限公司 | 一种低酸值低voc的水性丙烯酸和脂肪酸改性环氧树脂 |
CN104513343A (zh) | 2014-12-04 | 2015-04-15 | 北京金汇利应用化工制品有限公司 | 一种低酸值低voc的水性丙烯酸和脂肪酸改性环氧树脂的制备方法 |
CN105838267B (zh) * | 2016-05-19 | 2019-01-29 | 江苏泰特尔新材料科技有限公司 | 一种环保型热塑性树脂水性胶粘剂 |
-
2016
- 2016-08-12 RU RU2019105481A patent/RU2741435C2/ru active
- 2016-08-12 EP EP16912345.2A patent/EP3497173B1/en active Active
- 2016-08-12 MX MX2019001725A patent/MX2019001725A/es unknown
- 2016-08-12 JP JP2019507099A patent/JP7029439B2/ja active Active
- 2016-08-12 WO PCT/CN2016/094825 patent/WO2018027890A1/en unknown
- 2016-08-12 CN CN201680089627.6A patent/CN109790428B/zh active Active
- 2016-08-12 US US16/325,065 patent/US11866524B2/en active Active
- 2016-08-12 BR BR112019002649-5A patent/BR112019002649B1/pt active IP Right Grant
-
2017
- 2017-07-18 TW TW106124025A patent/TWI747925B/zh active
- 2017-07-28 AR ARP170102154A patent/AR109201A1/es active IP Right Grant
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS536193B1 (zh) * | 1967-12-11 | 1978-03-06 | ||
JP2004026909A (ja) * | 2002-06-21 | 2004-01-29 | Nippon Shokubai Co Ltd | アクリル系エマルション型粘着剤 |
TW200844203A (en) * | 2007-02-28 | 2008-11-16 | Sumitomo Bakelite Co | Adhesive film for semiconductor device and semiconductor device using same |
CN102361893A (zh) * | 2009-03-24 | 2012-02-22 | 赢创罗姆有限公司 | (甲基)丙烯酸酯聚合物和其作为聚合物键接的uv引发剂或可uv固化树脂的添加剂的用途 |
JP2012116986A (ja) * | 2010-12-02 | 2012-06-21 | Nitto Denko Corp | 光学フィルム用粘着剤層、粘着型光学フィルム、画像表示装置 |
CN104017457A (zh) * | 2014-06-30 | 2014-09-03 | 株洲飞鹿高新材料技术股份有限公司 | 含改性桐油的涂料组合物及其制备方法 |
CN104151485A (zh) * | 2014-07-17 | 2014-11-19 | 江苏十松新材料科技有限公司 | 一种长链不饱和脂肪酸改性的丙烯酸酯乳液及其制备方法 |
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