CN108350329A - 压敏粘合剂组合物及其制备方法 - Google Patents
压敏粘合剂组合物及其制备方法 Download PDFInfo
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- CN108350329A CN108350329A CN201680045734.9A CN201680045734A CN108350329A CN 108350329 A CN108350329 A CN 108350329A CN 201680045734 A CN201680045734 A CN 201680045734A CN 108350329 A CN108350329 A CN 108350329A
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- Prior art keywords
- methyl
- ethyl
- ester
- oxo
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- 229920002799 BoPET Polymers 0.000 description 2
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
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- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
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- FDENMIUNZYEPDD-UHFFFAOYSA-L disodium [2-[4-(10-methylundecyl)-2-sulfonatooxyphenoxy]phenyl] sulfate Chemical compound [Na+].[Na+].CC(C)CCCCCCCCCc1ccc(Oc2ccccc2OS([O-])(=O)=O)c(OS([O-])(=O)=O)c1 FDENMIUNZYEPDD-UHFFFAOYSA-L 0.000 description 2
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- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 description 1
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- GTZCVFVGUGFEME-IWQZZHSRSA-N cis-aconitic acid Chemical compound OC(=O)C\C(C(O)=O)=C\C(O)=O GTZCVFVGUGFEME-IWQZZHSRSA-N 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
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- 230000000694 effects Effects 0.000 description 1
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- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
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- 125000000524 functional group Chemical group 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
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- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
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- YPHQUSNPXDGUHL-UHFFFAOYSA-N n-methylprop-2-enamide Chemical compound CNC(=O)C=C YPHQUSNPXDGUHL-UHFFFAOYSA-N 0.000 description 1
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- KCAMXZBMXVIIQN-UHFFFAOYSA-N octan-3-yl 2-methylprop-2-enoate Chemical compound CCCCCC(CC)OC(=O)C(C)=C KCAMXZBMXVIIQN-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
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- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 1
- LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
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- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 1
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- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
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- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- GTZCVFVGUGFEME-UHFFFAOYSA-N trans-aconitic acid Natural products OC(=O)CC(C(O)=O)=CC(O)=O GTZCVFVGUGFEME-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 150000003628 tricarboxylic acids Chemical class 0.000 description 1
- 239000012855 volatile organic compound Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
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Abstract
本发明公开了具有增强的耐热性的压敏粘合剂组合物,其通过(a)一种或多种丙烯酸酯或(甲基)丙烯酸酯、(b)一种或多种羟基官能化(甲基)丙烯酸单体和(c)一种或多种脲基取代的(甲基)丙烯酸酯单体的乳液聚合获得。
Description
技术领域
本发明涉及具有改进的耐热性的压敏粘合剂(PSA)。具体地,本发明涉及具有增强的耐热性的丙烯酸乳液PSA。
背景技术
由于丙烯酸PSA具有高固含量、低挥发性有机物含量、良好的紫外(UV)/热稳定性和高涂布速度,丙烯酸PSA可用于将柔性材料粘合到表面的许多应用中,例如胶带和标签工业中。在一些应用中,特别是在需要耐热性的特种胶带中,通常使用溶剂和UV PSA。
丙烯酸PSA通常通过乳液聚合或溶液聚合制备,优选乳液聚合。聚合过程中使用的单体的类型和相对量会影响丙烯酸乳液PSA的粘合性。
因此,需要具有与溶剂和UV PSA相当的增强的耐热性的丙烯酸乳液PSA。
发明内容
在一个实施方案中,提供一种压敏粘合剂组合物,其包括单体混合物的乳液聚合产物,所述单体混合物包括:(a)一种或多种丙烯酸酯或(甲基)丙烯酸酯((meth)acrylateacid ester);(b)一种或多种羟基官能化(甲基)丙烯酸单体;(c)一种或多种脲基取代的(甲基)丙烯酸酯单体;(d)任选地一种或多种烃单体;和(e)任选地一种或多种烯属不饱和羧酸。
在另一个实施方案中,提供了一种压敏粘合剂组合物,其包括单体混合物的乳液聚合产物,所述单体混合物包括:(a)等于或大于约50wt%的一种或多种丙烯酸酯或(甲基)丙烯酸酯;(b)约0.1wt%至约5wt%的一种或多种羟基官能化(甲基)丙烯酸单体;(c)约0.05wt%至约3wt%的一种或多种脲基取代的(甲基)丙烯酸酯单体;(d)0至约10wt%或0至约3wt%的任选地一种或多种烃单体;和(e)0至约6wt%的任选地一种或多种烯属不饱和羧酸。其中wt%为基于单体混合物的总重量。
在另一个实施方案中,提供一种压敏粘合剂组合物,其包括单体混合物的乳液聚合产物,所述单体混合物包括:(a)一种或多种丙烯酸酯或甲基丙烯酸酯,其为丙烯酸C1-C17烷基酯或甲基丙烯酸C1-C17烷基酯;(b)一种或多种羟基官能化(甲基)丙烯酸单体,其为丙烯酸C1-C17羟基官能化烷基酯或甲基丙烯酸C1-C17羟基官能化烷基酯,或者为由C2-C12羧酸的缩水甘油酯制得的丙烯酸酯;和(c)一种或多种脲基取代的(甲基)丙烯酸酯单体,其为丙烯酸C8-C17脲基烷基酯或甲基丙烯酸C8-C17脲基烷基酯。
具体实施方式
本发明的PSA组合物通过(a)一种或多种丙烯酸酯或(甲基)丙烯酸酯、(b)一种或多种羟基官能化(甲基)丙烯酸单体、(c)一种或多种脲基取代的(甲基)丙烯酸酯单体、(d)任选地一种或多种烃单体、和(e)任选地一种或多种烯属不饱和羧酸的乳液聚合获得。已经发现,羟基官能化(甲基)丙烯酸单体与脲基取代的(甲基)丙烯酸酯单体的组合产生具有优异的高温性能的乳液PSA。
适用于本发明的丙烯酸酯或甲基丙烯酸酯(组分(a))的实例包括丙烯酸C1-C17烷基酯或甲基丙烯酸C1-C17烷基酯。典型的实例包括丙烯酸甲酯、甲基丙烯酸甲酯、丙烯酸乙酯、甲基丙烯酸乙酯、丙烯酸异丙酯、甲基丙烯酸异丙酯、丙烯酸正丁酯、甲基丙烯酸正丁酯、丙烯酸异丁酯、甲基丙烯酸异丁酯、丙烯酸叔丁酯、甲基丙烯酸叔丁酯、丙烯酸己酯、甲基丙烯酸己酯、丙烯酸乙基己酯、甲基丙烯酸乙基己酯、甲基丙烯酸3,3-二甲基丁酯、丙烯酸月桂酯及它们的任何组合或子集。
在一个实施方案中,组分(a)包括一种或多种丙烯酸酯或(甲基)丙烯酸酯,其均聚物具有小于或等于-20℃的玻璃化转变温度(Tg)。在另一个实施方案中,组分(a)仅包括一种或多种丙烯酸酯或(甲基)丙烯酸酯,其均聚物具有小于或等于-10℃或者小于或等于-20℃或者更低的玻璃化转变温度(Tg)。
基于组分(a)-(e)的重量,用于本发明的PSA组合物的单体混合物可以包括等于或大于约50wt%、或约50wt%至约99wt%、或约50wt%至约95wt%、或约60wt%至95wt%、或约75wt%至约95wt%、或约75wt%至90wt%的丙烯酸酯或(甲基)丙烯酸酯。在另一个实施方案中,基于组分(a)-(e)的重量,用于本发明PSA组合物的单体混合物包括大于约50wt%或约60-95wt%或约75wt%至约95wt%或约75wt%至90wt%的丙烯酸酯或(甲基)丙烯酸酯,其均聚物具有-20℃或更低的玻璃化转变温度(Tg)。在另一个实施方案中,丙烯酸酯或(甲基)丙烯酸酯均聚物的Tg在约-100℃至10℃之间、或约-70℃至10℃之间、或约-70℃至-10℃之间。
羟基官能化(甲基)丙烯酸单体(组分(b))的实例包括丙烯酸C1-C17羟基官能化烷基酯或甲基丙烯酸C1-C17羟基官能化烷基酯。典型实例包括丙烯酸羟乙酯、甲基丙烯酸羟乙酯、丙烯酸羟丙酯、甲基丙烯酸羟丙酯、丙烯酸羟丁酯、(甲基)丙烯酸羟丁酯、丙烯酸羟己酯、甲基丙烯酸羟己酯、丙烯酸羟乙基己酯、甲基丙烯酸羟乙基己酯及它们的任何组合或子集。羟基官能化(甲基)丙烯酸酯单体的其它实例包括由C2-C12羧酸的缩水甘油酯制得的丙烯酸酯,例如可从Hexion Inc.商购获得的ACETM羟基丙烯酸酯单体。
基于组分(a)-(e)的重量,用于本发明的PSA组合物的单体混合物可包括约0.1wt%至约5wt%或0.5wt%至约3wt%的羟基官能化(甲基)丙烯酸单体。
脲基取代的(甲基)丙烯酸酯单体(组分(c))的实例包括丙烯酸C7-C17(优选C8-C17)脲基烷基酯或甲基丙烯酸C7-C17(优选C8-C17)脲基烷基酯。典型的实例包括:
2-甲基丙-2-烯酸2-(2-氧代咪唑烷-1-基)乙酯;
2-甲基丙-2-烯酸2-(1-甲基-2-氧代咪唑烷-1-鎓-1-基)乙酯;
二甲基-[2-(2-甲基丙-2-烯酰氧基)乙基]-[2-(2-氧代咪唑烷-1-基)乙基]铵;
二甲基-[2-(2-甲基丙-2-烯酰氧基)乙基]-[2-(2-氧代咪唑烷-1-基)乙基]氯化铵;
二甲基-[2-(2-甲基丙-2-烯酰氧基)乙基]-[1-(2-氧代咪唑烷-1-基)乙基]铵;
二甲基-[2-(2-甲基丙-2-烯酰氧基)乙基]-[1-(2-氧代咪唑烷-1-基)乙基]氯化铵;
2-甲基丙-2-烯酸2-(4-甲基-2-氧代咪唑烷-1-基)乙酯;
2-甲基丙-2-烯酸1-(2-氧代咪唑烷-1-基)乙酯;
2-亚甲基丁酸2-(2-氧代咪唑烷-1-基)乙酯;
2-甲基丙-2-烯酸[1-乙酰胺基-2-(2-氧代咪唑烷-1-基)乙基]酯;
2-甲基丙-2-烯酸[2-氧代-2-[2-(2-氧代咪唑烷-1-基)乙胺基]乙基]酯;
2-甲基丙-2-烯酸2-(3-甲基-2-氧代咪唑烷-1-基)乙酯;
2-甲基丙-2-烯酸[2-氧代-2-[2-(2-氧代咪唑烷-1-基)乙氧基]乙基]酯;
2-甲基丙-2-烯酸[2-氧代-2-[1-(2-氧代咪唑烷-1-基)乙胺基]乙基]酯;以及诸如此类,包括它们的任何组合或子集。
基于组分(a)-(e)的重量,用于本发明的PSA组合物的单体混合物可包括约0.05wt%至约3wt%或0.1wt%至1wt%或0.05wt%至0.9wt%的脲基取代的(甲基)丙烯酸酯单体。
当使用时,适用于本发明的任选的烃单体(组分(d))的实例包括苯乙烯类化合物(例如苯乙烯、羧化苯乙烯和α-甲基苯乙烯)、乙烯、丙烯、丁烯和共轭二烯类(例如丁二烯、异戊二烯,以及丁二烯和异戊二烯的共聚物)及它们的任何组合或子集。
当使用时,基于组分(a)-(e)的重量,用于本发明的PSA组合物的单体混合物可包括约5wt%至约10wt%的烃单体。
当使用时,任选地烯属不饱和羧酸(组分(e))的实例包括单烯属不饱和单羧酸,例如丙烯酸、甲基丙烯酸、乙基丙烯酸、丁烯酸和丙烯酸羧乙酯;单烯属不饱和二羧酸,例如马来酸、富马酸、衣康酸和柠康酸;单烯属不饱和三羧酸,如乌头酸;以及卤素取代的衍生物(例如α-氯丙烯酸);和这些酸的酸酐(例如马来酸酐和柠康酸酐)。或者,单体混合物不含烯属不饱和羧酸。
当使用时,基于组分(a)-(e)的重量,用于本发明的PSA组合物的单体混合物可包括约0.5wt%至约3wt%的单烯属不饱和羧酸。
除上述以外,在另一个实施方案中,用于本发明的PSA组合物的单体混合物可任选地包括不同于组分(a)-(e)的其他单体。其它单体的实例包括上述烯属不饱和羧酸的腈,例如丙烯腈、α-氯丙烯腈和甲基丙烯腈。实例包括这些羧酸的酰胺,例如未取代的酰胺(例如(甲基)丙烯酰胺)和其它α取代的丙烯酰胺,以及通过上述羧酸的酰胺与醛(例如甲醛)反应获得的n取代的酰胺。典型的n-取代的酰胺包括n-羟甲基丙烯酰胺、n-羟甲基甲基丙烯酰胺、烷基化的n-羟甲基丙烯酰胺和烷基化的n-羟甲基甲基丙烯酰胺(例如n-甲氧基甲基丙烯酰胺和n-甲氧基甲基甲基丙烯酰胺)。当存在时,基于组分(a)-(e)的重量,用于本发明的PSA组合物的单体混合物可包括约0.5wt%至约5wt%的单烯属不饱和羧酸的腈和/或酰胺。
其他单体的实例包括羧酸的乙烯基酯,例如C2-C12羧酸的乙烯基酯,例如VeoVaTM 9乙烯基酯或VeoVaTM 10乙烯基酯,均可从Hexion Inc.商购获得。当存在时,基于组分(a)-(e)的重量,本发明的PSA组合物可包括约0.5wt%至约6wt%的羧酸乙烯基酯。
在本发明的另一个实施方案中,制备本发明的分散体的方法可以使用连续相(通常为水),并且可以包括本领域中标准和已知的其他组分,例如引发剂、还原剂、表面活性剂、消泡剂、润湿剂、交联剂、防腐剂等。例如,可以使用任何适用于乳液聚合的常规水溶性聚合引发剂。基于单体的总重量,所述引发剂的典型wt%为0.01wt%至2.0wt%,优选为0.01wt%至约1.0wt%。引发剂的实例包括但不限于:过硫酸盐、过氧化物、偶氮化合物及它们的混合物。水溶性引发剂可单独使用或与一种或多种常规还原剂(例如但不限于:甲醛次硫酸钠、偏亚硫酸氢钠、抗坏血酸、亚铁盐、螯合铁盐等)组合使用。
在一个实施方案中,水溶性聚合引发剂体系为与常规还原剂组合使用的过氧化物,例如基于叔丁基过氧化氢-甲醛次硫酸氢钠的体系与螯合的三价铁络合物催化剂一起使用。
合适的表面活性剂体系的实例为本领域已知的那些,包括阴离子乳化剂、非离子乳化剂、阳离子乳化剂或两性乳化剂及它们的混合物。阴离子表面活性剂的实例包括但不限于:烷基硫酸盐、乙氧基化醇的硫酸盐、芳基磺酸盐、乙氧基化醇的磷酸盐、磺基琥珀酸盐、乙氧基化烷基酚的硫酸盐和磺酸盐及它们的混合物。非离子表面活性剂的实例包括但不限于:乙氧基化醇、乙氧基化烷基酚及它们的混合物。阳离子表面活性剂的实例包括但不限于:乙氧基化脂肪胺。在一个实施方案中,使用具有反应性碳-碳双键的反应性表面活性剂化学物质。反应性化学物质的实例包括但不限于:含链烯基取代基的烷基酚乙氧基化物、聚氧化烯-1-(烯丙氧基甲基)烷基醚硫酸盐化合物、聚(氧-1,2-乙二基)(poly(oxy-1,2-ethanediyl))的盐、α-磺基-ω-[1-(羟甲基)-2-(2-丙烯氧基)乙氧基](Adeka SR系列,可从Adeka Corporation商购获得)及它们的混合物或子集。在一个实施方案中,反应性表面活性剂包括Adeka SR系列反应性表面活性剂。表面活性剂的典型重量为0.2-5.0wt%,更优选为1.0-5.0wt%,最优选1.0-3.0wt%。表面活性剂通过本领域公知的常规方法使用。在一个实施方案中,制备PSA的方法包括在聚合反应之前使单体混合物与表面活性剂体系乳化。
聚合之后,用合适的碱调整乳胶乳液的pH,合适的碱包括但不限于:金属氢氧化物、氢氧化铵、胺及它们的混合物。将pH调节到至少6.0,更优选6.5-9.5,最优选7.0-9.0。在一个实施方案中,合适的碱为氢氧化铵。
本发明的PSA乳液具有约30-70%、优选40-55%的典型固含量。聚合可以在用于乳液聚合的典型温度下进行。聚合优选在110℉(43.3℃)至210℉(99℃)、更优选130℉(54℃)至190℉(88℃)的范围内进行。
本发明的PSA组合物可包括其他添加剂以调节PSA组合物的所需性质。例如,可以添加增粘剂和/或聚烯烃乳液以改善在某些基材(例如不锈钢和高密度聚乙烯)上的粘结性能。基于PSA组合物的总固体,增粘剂和聚烯烃乳液可以以1-60wt%、优选5-40wt%、最优选10-25wt%固体的量加入。
合适的增粘剂可以选自松香酸、松香酯、萜烯或烃基增粘剂。可商购的实例为来自亚利桑那化学(Arizona Chemical)的Aquatac 6085、来自Lawter Inc的Snowtack FH95G、来自伊士曼化工公司(Eastman Chemical Company)的Tacolyn 1070和来自DRT的Dermulsene TR501。
合适的聚烯烃乳液可以选自聚乙烯或聚丙烯分散体。聚烯烃可以包含酸官能团(functionality)。可商购的实例为来自霍尼韦尔(Honeywell)的Cohesa 0001、来自麦可门(Michelman)的Michem Prime 499OR和来自陶氏化学公司(Dow Chemical Company)的Hypod 4501。
为了更好地理解本发明,包括其代表性的优点,提供以下实施例。
实施例
实施例1(比较)
通过将231.3g水、25.4g Dowfax 2A1(来自陶氏)、4.6g Abex 2535(来自索尔维(Solvay))、380.4g丙烯酸2-乙基己酯、270.1g丙烯酸正丁酯、72.3g甲基丙烯酸甲酯、22.8g苯乙烯和15.2g丙烯酸2-羟乙酯混合形成预乳液。制备两种单独的溶液:(A)2.3g过硫酸钠在54.8g水中的溶液和(B)1.5g过硫酸钠在13.7g水中的溶液。将349g水和1.0g Dowfax 2A1表面活性剂装入反应器中。开始氮气吹扫并且加热到78℃。在78℃下,将31g预乳液加入到反应器中。将溶液B装入釜中并用3g水冲洗。关闭氮气吹扫,开始反应放热。在达到放热峰值15分钟后,使来自预乳液罐的混合物和溶液A流入反应器中,持续3.5小时,并将反应器温度控制在85℃。流动结束后,用8g水冲洗预乳液,反应器在87℃保持45分钟,然后冷却。制备溶液(C)2.7g叔丁基过氧化氢在20g水中的溶液和溶液(D)1.2g甲醛次硫酸氢钠在16g水中的溶液。开始在45分钟内使溶液C和D流入反应器,并将反应器再保持15分钟。将反应器冷却至室温,用28%氨水溶液将pH调节至6.0-8.0。加入基于总重量的1%的Aerosol OT-75(来自Cytec)并混合1小时。
实施例2-9
使用与实施例1相同的方法以及如表1中所列的不同单体组合物制备
实施例2-9。
通过以下步骤来测试样品:将样品涂布到2-密耳的PET膜上,在室温下风干30分钟并在110℃的烘箱中干燥3分钟,使目标干燥粘合剂涂层重量为50g/m2。将经涂布的PET层压到离型衬里上。将PET/粘合剂/衬里结构切割成1英寸宽的带条,去除离型衬里,并且将具有粘合剂的PET膜层压到不锈钢(SS)上以基于方法PSTC-101进行剥离测试,停留时间为15分钟和24小时。粘附在测试板上后,通过2kg重量辊滚动两次。用Instron测试仪在指定的停留时间运行180度剥离。还使用方法PSTC-17对样品带条进行SAFT(剪切粘接失效温度)测试。两种PSTC方法均来自压敏胶带委员会(Pressure Sensitive Tape Council,美国)。切割出1英寸宽6英寸长的带条并在背面用铝箔胶带加强以避免在高温下撕裂。将其粘附在具有1英寸×1英寸接触面积的不锈钢板上,然后用2kg重量的辊滚动两次。将带有带条的钢板放置在40℃的烘箱中的架子上,使面板形成178°-180°的角度。一将带有粘合带条的钢板放入烤箱,就使其在烤箱中停留30分钟。然后将1kg重物悬挂在带条上。在重物悬挂后立即将烤箱程序控制为在40℃下保持20分钟。保持20分钟后,烘箱温度以每分钟0.5℃的速率增加。当烤箱温度达到200℃时,测试完成,烤箱开始冷却。当由于钢板上的测试带条失效而导致1kg重量掉下时,温度记录为SAFT。如果测试带条在整个升温过程中没有失效,SAFT记录为200+℃。
结果列于表2中。
表1
在表1中,使用了以下缩写:
2-EHA:丙烯酸2-乙基己酯
BA:丙烯酸正丁酯
MMA:甲基丙烯酸甲酯
ST:苯乙烯
AA:丙烯酸
HPA:丙烯酸2-羟丙酯
HEA:丙烯酸2-羟乙酯
HBA:丙烯酸4-羟丁酯
UM:N-(2-甲基丙烯酰氧乙基)乙烯脲(与2-甲基丙-2-烯酸2-(2-氧代咪唑烷-1-基)乙酯相同)
表2
实施例10-12
实施例10为实施例8的重复。在实施例11的组合物中,将从霍尼韦尔商购的聚烯烃分散体Cohesa 0001以表3中所示的量添加。在实施例12中,将从Lawter商购的松香类增粘剂分散体Snowtack FH95G以表3中所示的量添加。不锈钢(SS)和高密度聚乙烯(HDPE)基材上的Pl 15剥离强度结果(磅/英寸)记录在表3中。
表3:
Claims (9)
1.压敏粘合剂组合物,其包括单体混合物的乳液聚合产物,所述单体混合物包括:
(a)等于或大于约50wt%的一种或多种丙烯酸酯或(甲基)丙烯酸酯;
(b)约0.1wt%至约5wt%的一种或多种羟基官能化(甲基)丙烯酸单体;
(c)约0.05wt%至约3wt%的一种或多种脲基取代的(甲基)丙烯酸酯单体;
(d)任选地0至约10wt%的一种或多种烃单体;和
(e)任选地0至约6wt%的一种或多种烯属不饱和羧酸;
其中wt%为基于单体混合物的总重量。
2.根据权利要求1所述的压敏粘合剂组合物,其中:
(a)所述一种或多种丙烯酸酯或甲基丙烯酸酯包括丙烯酸C1-C17烷基酯或甲基丙烯酸C1-C17烷基酯;
(b)所述一种或多种羟基官能化(甲基)丙烯酸单体包括丙烯酸C1-C17羟基官能化烷基酯或甲基丙烯酸C1-C17羟基官能化烷基酯,或者包括一种或多种由C2-C12羧酸的缩水甘油酯制得的丙烯酸酯;和
(c)所述一种或多种脲基取代的(甲基)丙烯酸酯单体包括丙烯酸C7-C17脲基烷基酯或甲基丙烯酸C7-C17脲基烷基酯。
3.根据前述权利要求中任一项所述的压敏粘合剂组合物,其中:
(b)所述一种或多种羟基官能化(甲基)丙烯酸单体选自丙烯酸羟乙酯、甲基丙烯酸羟乙酯、丙烯酸羟丙酯、甲基丙烯酸羟丙酯、丙烯酸羟丁酯、(甲基)丙烯酸羟丁酯、丙烯酸羟己酯、甲基丙烯酸羟己酯、丙烯酸羟乙基己酯、甲基丙烯酸羟乙基己酯及它们的组合。
4.根据前述权利要求中任一项所述的压敏粘合剂组合物,其中:(c)所述一种或多种脲基取代的(甲基)丙烯酸酯单体选自下组:
2-甲基丙-2-烯酸2-(2-氧代咪唑烷-1-基)乙酯;
2-甲基丙-2-烯酸2-(1-甲基-2-氧代咪唑烷-1-鎓-1-基)乙酯;
二甲基-[2-(2-甲基丙-2-烯酰氧基)乙基]-[2-(2-氧代咪唑烷-1-基)乙基]铵;
二甲基-[2-(2-甲基丙-2-烯酰氧基)乙基]-[2-(2-氧代咪唑烷-1-基)乙基]氯化铵;
二甲基-[2-(2-甲基丙-2-烯酰氧基)乙基]-[1-(2-氧代咪唑烷-1-基)乙基]铵;
二甲基-[2-(2-甲基丙-2-烯酰氧基)乙基]-[1-(2-氧代咪唑烷-1-基)乙基]氯化铵;
2-甲基丙-2-烯酸2-(4-甲基-2-氧代咪唑烷-1-基)乙酯;
2-甲基丙-2-烯酸1-(2-氧代咪唑烷-1-基)乙酯;
2-亚甲基丁酸2-(2-氧代咪唑烷-1-基)乙酯;
2-甲基丙-2-烯酸[1-乙酰胺基-2-(2-氧代咪唑烷-1-基)乙基]酯;
2-甲基丙-2-烯酸[2-氧代-2-[2-(2-氧代咪唑烷-1-基)乙胺基]乙基]酯;
2-甲基丙-2-烯酸2-(3-甲基-2-氧代咪唑烷-1-基)乙酯;
2-甲基丙-2-烯酸[2-氧代-2-[2-(2-氧代咪唑烷-1-基)乙氧基]乙基]酯;
2-甲基丙-2-烯酸[2-氧代-2-[1-(2-氧代咪唑烷-1-基)乙胺基]乙基]酯,及它们的组合。
5.根据前述权利要求中任一项所述的压敏粘合剂组合物,其中(d)所述任选地一种或多种烃单体以基于所述单体混合物总重量的0至约3wt%或约5wt%至约10wt%的量存在,并且选自苯乙烯化合物、乙烯、丙烯、丁烯、共轭二烯及它们的组合。
6.根据前述权利要求中任一项所述的压敏粘合剂组合物,其中(e)所述任选地一种或多种烯属不饱和羧酸以基于所述单体混合物的总重量的约0.5wt%至约3wt%的量存在,并且为单烯属不饱和一元羧酸或其酸酐。
7.根据权利要求1-6中任一项所述的压敏粘合剂组合物,其中(e)在所述单体混合物中不存在烯属不饱和羧酸。
8.根据前述权利要求中任一项所述的压敏粘合剂组合物,其中所述一种或多种脲基取代的(甲基)丙烯酸酯单体(c)以基于所述单体混合物的总重量的0.05wt%-0.9wt%的量存在。
9.根据前述权利要求中任一项所述的压敏粘合剂组合物,其还包括增粘剂或聚烯烃乳液或它们的组合。
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CN110832041A (zh) * | 2017-05-19 | 2020-02-21 | 霍尼韦尔国际公司 | 包含用于改善对低表面能基底的粘附性的共聚物制剂的组合物 |
CN112004896A (zh) * | 2018-11-02 | 2020-11-27 | 株式会社Lg化学 | 用于衣物的水性压敏粘合剂组合物的制备方法 |
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US11306169B2 (en) | 2015-08-05 | 2022-04-19 | Synthomer Usa Llc | Pressure sensitive adhesive compositions and methods for preparing same |
US11345832B2 (en) | 2015-08-05 | 2022-05-31 | Synthomer Usa Llc | Pressure sensitive adhesive compositions and methods for preparing same |
US10297370B1 (en) | 2017-12-14 | 2019-05-21 | Tesa Se | Forming a rigid cable harness with a curable sleeve |
WO2020032932A1 (en) * | 2018-08-07 | 2020-02-13 | Synthomer Usa Llc | Pressure sensitive adhesive compositions and methods for preparing same |
WO2020091467A1 (ko) * | 2018-11-02 | 2020-05-07 | 주식회사 엘지화학 | 의류용 수성 점착제 조성물의 제조 방법 |
KR102524479B1 (ko) * | 2018-11-29 | 2023-04-20 | 주식회사 엘지화학 | 아크릴계 에멀젼 점착제 조성물 |
DE102019103122A1 (de) | 2019-02-08 | 2020-08-13 | Tesa Se | Mit Feuchtigkeit härtbares Klebeband und Verfahren zum Ummanteln von langgestrecktem Gut insbesondere Leitungen |
DE102019103123A1 (de) | 2019-02-08 | 2020-08-13 | Tesa Se | Thermisch erweichbares Klebeband und Verfahren zum Ummanteln von langgestrecktem Gut insbesondere Leitungen |
DE102019103120A1 (de) | 2019-02-08 | 2020-08-13 | Tesa Se | UV-härtbares Klebeband und Verfahren zum Ummanteln von langgestrecktem Gut insbesondere Leitungen |
WO2023107788A1 (en) | 2021-12-07 | 2023-06-15 | Rohm And Haas Company | Waterborne polymers |
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ES2170418T3 (es) | 1996-09-09 | 2002-08-01 | Basf Ag | Procedimiento para la obtencion de dispersiones polimeras acuosas. |
US6713552B1 (en) * | 1999-08-23 | 2004-03-30 | Rohm And Haas Company | Pressure sensitive adhesive with improved peel strength and tack |
DE10218570B4 (de) † | 2002-04-26 | 2007-10-18 | Lohmann Gmbh & Co Kg | Acrylatcopolymere und daraus erhältliche Haftklebemassen zum Verkleben von niederenergetischen Oberflächen sowie ihre Verwendung |
CN100591357C (zh) * | 2004-04-13 | 2010-02-24 | 尼普洛外用药品株式会社 | 交联型皮肤用胶粘剂 |
JP5135662B2 (ja) | 2004-07-27 | 2013-02-06 | 東洋紡株式会社 | 水性樹脂組成物およびその製造方法 |
CN101258176A (zh) † | 2005-09-08 | 2008-09-03 | 氰特表面技术有限公司 | 聚合物和组合物 |
JP2011219616A (ja) | 2010-04-09 | 2011-11-04 | Toray Fine Chemicals Co Ltd | アクリルエマルジョン |
US9365745B2 (en) * | 2011-04-15 | 2016-06-14 | Basf Se | Pressure-sensitive adhesive dispersion comprising polymers with ureido groups or with ureido-analogous groups and prepared by stage polymerization |
EP2697324B1 (de) | 2011-04-15 | 2018-06-13 | Basf Se | Haftklebstoffdispersion enthaltend polymere mit ureidogruppen oder ureido-analogen gruppen und mit glycidylgruppen |
JP6133331B2 (ja) | 2012-02-06 | 2017-05-24 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | C1〜c20−アルキル(メタ)アクリレートに基づく乳化重合によって製造可能な接着剤用粘着付与剤として使用可能な水性ポリマー分散液 |
US9605188B2 (en) † | 2012-02-06 | 2017-03-28 | Basf Se | Aqueous polymer dispersion suitable for application as tackifier for adhesives and preparable by emulsion polymerization based on C1 to C20 alkyl (meth)acrylates |
WO2014078793A1 (en) * | 2012-11-19 | 2014-05-22 | Momentive Specialty Chemicals Inc. | Pressure sensitive adhesive compositions |
US20160122597A1 (en) | 2013-05-21 | 2016-05-05 | Basf Se | Preparation of pressure sensitive adhesive dispersions from multi-stage emulsion polymerization for applications of protective films |
US11345832B2 (en) | 2015-08-05 | 2022-05-31 | Synthomer Usa Llc | Pressure sensitive adhesive compositions and methods for preparing same |
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- 2016-08-04 WO PCT/EP2016/068633 patent/WO2017021487A1/en active Application Filing
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN110832041A (zh) * | 2017-05-19 | 2020-02-21 | 霍尼韦尔国际公司 | 包含用于改善对低表面能基底的粘附性的共聚物制剂的组合物 |
CN112004896A (zh) * | 2018-11-02 | 2020-11-27 | 株式会社Lg化学 | 用于衣物的水性压敏粘合剂组合物的制备方法 |
CN112004896B (zh) * | 2018-11-02 | 2022-05-31 | 株式会社Lg化学 | 用于衣物的水性压敏粘合剂组合物的制备方法 |
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CN108350329B (zh) | 2020-12-01 |
EP3331930A1 (en) | 2018-06-13 |
MY188161A (en) | 2021-11-24 |
RU2018107297A (ru) | 2019-09-05 |
TWI794142B (zh) | 2023-03-01 |
JP6829715B2 (ja) | 2021-02-10 |
US20180230340A1 (en) | 2018-08-16 |
TW201716537A (zh) | 2017-05-16 |
EP3331930B2 (en) | 2023-09-20 |
KR102628874B1 (ko) | 2024-01-24 |
KR20180030563A (ko) | 2018-03-23 |
US11345832B2 (en) | 2022-05-31 |
WO2017021487A1 (en) | 2017-02-09 |
ES2828697T5 (es) | 2024-04-09 |
EP3331930B1 (en) | 2020-09-30 |
ES2828697T3 (es) | 2021-05-27 |
JP2018528298A (ja) | 2018-09-27 |
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