CN117616063A - 用于膜层压的聚氨酯粘合剂组合物 - Google Patents
用于膜层压的聚氨酯粘合剂组合物 Download PDFInfo
- Publication number
- CN117616063A CN117616063A CN202180100581.4A CN202180100581A CN117616063A CN 117616063 A CN117616063 A CN 117616063A CN 202180100581 A CN202180100581 A CN 202180100581A CN 117616063 A CN117616063 A CN 117616063A
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- CN
- China
- Prior art keywords
- polyol
- adhesive composition
- polyurethane adhesive
- isocyanate
- bis
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- 239000000853 adhesive Substances 0.000 title claims abstract description 114
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 114
- 239000000203 mixture Substances 0.000 title claims abstract description 91
- 239000004814 polyurethane Substances 0.000 title claims abstract description 29
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 29
- 238000003475 lamination Methods 0.000 title abstract description 4
- 238000004519 manufacturing process Methods 0.000 claims abstract description 6
- 229920005862 polyol Polymers 0.000 claims description 66
- -1 heterocyclic polyol Chemical class 0.000 claims description 62
- 239000012948 isocyanate Substances 0.000 claims description 62
- 150000002513 isocyanates Chemical class 0.000 claims description 54
- 229920005906 polyester polyol Polymers 0.000 claims description 50
- 150000003077 polyols Chemical class 0.000 claims description 47
- 150000001875 compounds Chemical class 0.000 claims description 44
- 239000011888 foil Substances 0.000 claims description 22
- 229910052751 metal Inorganic materials 0.000 claims description 22
- 239000002184 metal Substances 0.000 claims description 22
- 125000001931 aliphatic group Chemical group 0.000 claims description 21
- 239000011541 reaction mixture Substances 0.000 claims description 19
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 17
- 125000003700 epoxy group Chemical group 0.000 claims description 17
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 17
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 13
- 239000007795 chemical reaction product Substances 0.000 claims description 12
- 150000001412 amines Chemical class 0.000 claims description 11
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- 239000002904 solvent Substances 0.000 claims description 11
- 238000003860 storage Methods 0.000 claims description 10
- 230000001954 sterilising effect Effects 0.000 claims description 9
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- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 8
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- 229920000098 polyolefin Polymers 0.000 claims description 7
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 7
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- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 6
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 5
- KLDXJTOLSGUMSJ-JGWLITMVSA-N Isosorbide Chemical compound O[C@@H]1CO[C@@H]2[C@@H](O)CO[C@@H]21 KLDXJTOLSGUMSJ-JGWLITMVSA-N 0.000 claims description 5
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 claims description 5
- 229960002479 isosorbide Drugs 0.000 claims description 5
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 5
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- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 4
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 4
- 239000005642 Oleic acid Substances 0.000 claims description 4
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- GTZOYNFRVVHLDZ-UHFFFAOYSA-N dodecane-1,1-diol Chemical compound CCCCCCCCCCCC(O)O GTZOYNFRVVHLDZ-UHFFFAOYSA-N 0.000 claims description 4
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- IIZCZUMIXHRLAO-UHFFFAOYSA-N 1,2,3,4,5,6,7,7a-octahydroindene-3a,4-diol Chemical compound OC1CCCC2CCCC12O IIZCZUMIXHRLAO-UHFFFAOYSA-N 0.000 claims description 3
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 claims description 3
- TZZGHGKTHXIOMN-UHFFFAOYSA-N 3-trimethoxysilyl-n-(3-trimethoxysilylpropyl)propan-1-amine Chemical compound CO[Si](OC)(OC)CCCNCCC[Si](OC)(OC)OC TZZGHGKTHXIOMN-UHFFFAOYSA-N 0.000 claims description 3
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 claims description 3
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims description 3
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- PMMYEEVYMWASQN-IMJSIDKUSA-N cis-4-Hydroxy-L-proline Chemical compound O[C@@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-IMJSIDKUSA-N 0.000 claims description 3
- 125000000524 functional group Chemical group 0.000 claims description 3
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims description 2
- XBWJJGBWRQIKJF-UHFFFAOYSA-N 2-butylcyclohexane-1,1-diol Chemical compound CCCCC1CCCCC1(O)O XBWJJGBWRQIKJF-UHFFFAOYSA-N 0.000 claims description 2
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 claims description 2
- MOLCWHCSXCKHAP-UHFFFAOYSA-N adamantane-1,3-diol Chemical compound C1C(C2)CC3CC1(O)CC2(O)C3 MOLCWHCSXCKHAP-UHFFFAOYSA-N 0.000 claims description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 2
- NBBUYPNTAABDEY-UHFFFAOYSA-N cyclobutane-1,1-diol Chemical compound OC1(O)CCC1 NBBUYPNTAABDEY-UHFFFAOYSA-N 0.000 claims description 2
- CYZQPSLPZSTBHD-UHFFFAOYSA-N cycloheptane-1,1-diol Chemical compound OC1(O)CCCCCC1 CYZQPSLPZSTBHD-UHFFFAOYSA-N 0.000 claims description 2
- SUGGJLOBTAREMB-UHFFFAOYSA-N cyclooctane-1,1-diol Chemical compound OC1(O)CCCCCCC1 SUGGJLOBTAREMB-UHFFFAOYSA-N 0.000 claims description 2
- UYDJAHJCGZTTHB-UHFFFAOYSA-N cyclopentane-1,1-diol Chemical compound OC1(O)CCCC1 UYDJAHJCGZTTHB-UHFFFAOYSA-N 0.000 claims description 2
- LUHFNMZIUWHSET-UHFFFAOYSA-N spiro[3.4]octane-3,3-diol Chemical compound OC1(O)CCC11CCCC1 LUHFNMZIUWHSET-UHFFFAOYSA-N 0.000 claims description 2
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 claims 6
- TYGVAZQPJREAGH-UHFFFAOYSA-N 2-dimethylsilyloxypropan-1-amine Chemical compound NCC(C)O[SiH](C)C TYGVAZQPJREAGH-UHFFFAOYSA-N 0.000 claims 2
- SUKDLHIPTSZFPO-UHFFFAOYSA-N 3-[diethoxy(methyl)silyl]-n-[3-[diethoxy(methyl)silyl]propyl]propan-1-amine Chemical compound CCO[Si](C)(OCC)CCCNCCC[Si](C)(OCC)OCC SUKDLHIPTSZFPO-UHFFFAOYSA-N 0.000 claims 1
- HXLAEGYMDGUSBD-UHFFFAOYSA-N 3-[diethoxy(methyl)silyl]propan-1-amine Chemical compound CCO[Si](C)(OCC)CCCN HXLAEGYMDGUSBD-UHFFFAOYSA-N 0.000 claims 1
- ZYAASQNKCWTPKI-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propan-1-amine Chemical compound CO[Si](C)(OC)CCCN ZYAASQNKCWTPKI-UHFFFAOYSA-N 0.000 claims 1
- GLISOBUNKGBQCL-UHFFFAOYSA-N 3-[ethoxy(dimethyl)silyl]propan-1-amine Chemical compound CCO[Si](C)(C)CCCN GLISOBUNKGBQCL-UHFFFAOYSA-N 0.000 claims 1
- MCLXOMWIZZCOCA-UHFFFAOYSA-N 3-[methoxy(dimethyl)silyl]propan-1-amine Chemical compound CO[Si](C)(C)CCCN MCLXOMWIZZCOCA-UHFFFAOYSA-N 0.000 claims 1
- 229930195725 Mannitol Natural products 0.000 claims 1
- FNTHQRXVZDCWSP-UHFFFAOYSA-N cyclohexane-1,1,2-triol Chemical compound OC1CCCCC1(O)O FNTHQRXVZDCWSP-UHFFFAOYSA-N 0.000 claims 1
- 229930182830 galactose Natural products 0.000 claims 1
- 235000010355 mannitol Nutrition 0.000 claims 1
- 239000000594 mannitol Substances 0.000 claims 1
- 235000013305 food Nutrition 0.000 abstract description 28
- 238000000034 method Methods 0.000 abstract description 13
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- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 19
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- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 1
- ARKBFSWVHXKMSD-UHFFFAOYSA-N trimethoxysilylmethanamine Chemical compound CO[Si](CN)(OC)OC ARKBFSWVHXKMSD-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- MDDPTCUZZASZIQ-UHFFFAOYSA-N tris[(2-methylpropan-2-yl)oxy]alumane Chemical compound [Al+3].CC(C)(C)[O-].CC(C)(C)[O-].CC(C)(C)[O-] MDDPTCUZZASZIQ-UHFFFAOYSA-N 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 238000009849 vacuum degassing Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003752 zinc compounds Chemical class 0.000 description 1
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Abstract
本发明涉及一种特别是在食品柔性包装中用于膜层压的聚氨酯粘合剂组合物。此外,本发明涉及使用聚氨酯粘合剂组合物制造层压体的方法以及可通过所述方法获得的层压体。
Description
技术领域
本发明涉及一种特别是在食品柔性包装中用于膜层压的聚氨酯粘合剂组合物。此外,本发明涉及使用所述聚氨酯粘合剂组合物制造层压体的方法以及可通过所述方法获得的层压体。
背景技术
产品包装已经正从密封的金属罐和玻璃瓶向密封的柔性包装如小袋转变。作为一个实例,动物或人类食品目前在传统的金属罐和柔性小袋中都可获取。柔性包装在装入食品或其它产品并封闭或密封时可以很容易地发生形状改变。柔性包装典型地由两层柔性包装材料叠置并围绕其大部分周边密封以在内部形成空腔而制成。典型地,这两层柔性包装材料通过施加热和压力以使各层围绕包装周边的较薄部分熔合在一起而被热密封。食品或其它产品通过开口放置到空腔中,并且通过使各层热密封在一起来封闭开口。出于保存的目的,可对密封的包装和封闭的产品进行加热。在一些高要求的应用中,能够将密封的包装和封闭的产品在高达135℃的温度下灭菌。
柔性包装材料通过对膜的两层或更多层进行层压而制备。每种膜均根据特定的特性进行选择。例如,柔性包装材料可以为三层的层压结构。内层将接触所包装的产品。聚丙烯具有期望的产品接触特性以及热密封性,可被用作内层。中间层将提供对湿气、氧气和/或光的屏障。金属膜或箔具有期望的阻隔特性,金属膜如铝箔可以用作中间层。外层将为包装提供保护,并且也提供用于印刷信息如内容物、包装日期、警告等的表面。聚酯膜坚韧,可接收印刷油墨,可被用作外层。柔性包装材料的厚度范围可为约1μm至约75μm。
柔性包装材料的每个层均通过粘合剂与相邻的层粘结。可以将粘合剂使用凹版印刷或光辊涂布圆筒由合适溶剂的溶液施加到层上或者使用特殊施用机械由无溶剂状态施加到层上,并将该层层压到另一层上。使层压的包装材料根据需要干燥并成卷堆积。将这些卷储存预定的时间量,以使粘合剂在用于某些应用之前固化。
尽管存在许多可能的粘合剂类型,但聚氨酯基粘合剂优选用于柔性包装材料,这是由于它们许多期望的性能,包括对每层中的材料良好的粘附性、高粘结强度、耐热性如耐受热密封或加压蒸煮,以及耐受化学侵蚀性产品。典型地,将通过使过量二异氰酸酯与每分子含有两个或更多个活性氢基团的聚醚和/或聚酯反应所获得的含异氰酸酯的聚氨酯预聚物与第二组分组合使用。第二组分通常为聚醚多元醇和/或聚酯多元醇。将这两种组分在临用前以预定比率组合并施加到膜表面之一上,并将涂布的膜层压到另一基材上。
对于被制造成用作食品包装的柔性包装材料,一个关注点是政府法规。政府法规要求食品包装在与食品接触时是安全的。根据欧盟塑料法规第11次修正案(11thAmendment to the EU Plastics Regulation)(EU 10/2011),在目前用于粘结柔性包装材料的粘合剂产品中通常用作增粘剂的3-缩水甘油氧基丙基三甲氧基硅烷(GLYMO)已被评估为具有潜在遗传毒性。规定了0.15μg/kg的限值,以确保其在食品应用中的安全使用。该物质被明确允许使用。然而,这也意味着包装生产商必须验证其浓度及其衍生物在使用条件下保持在规定的迁移限值以下。
然而,用于高要求应用的聚氨酯粘合剂必须承受较高的热和化学要求,而不降低粘合强度和施加的容易程度。因此,期望提供一种不含GLYMO或其它环氧化硅烷的聚氨酯粘合剂组合物用于粘结包装用柔性膜,尤其是在高温食品接触和医疗杀菌应用中。
发明内容
本发明的第一目的是提供一种聚氨酯粘合剂组合物、其固化的粘合剂及其制造方法,所述聚氨酯粘合剂组合物包含多元醇组分和异氰酸酯组分,其中所述多元醇组分包含至少一种聚酯多元醇,该聚酯多元醇为至少一种脂环族多元醇、至少一种杂环多元醇、至少一种直链或支链脂族多元醇与至少一种多官能羧酸的反应产物,并且所述异氰酸酯组分包含至少一种脂族或脂环族异氰酸酯官能化化合物和至少一种不具有环氧基团的可水解烷氧基硅烷化合物的组合和/或至少一种脂族或脂环族异氰酸酯官能化化合物与至少一种不具有环氧基团的可水解烷氧基硅烷化合物的反应产物。
本发明的另一个目的是提供一种包含固化的粘合剂的柔性包装层压体及其制造方法。
具体实施方式
在以下段落中,对本发明进行更详细地描述。如此描述的每个方面可以与任何其他一个或多个方面组合,除非明确相反的指示。特别地,被指示为优选或有利的任何特征可以与被指示为优选或有利的任何其他一个或多个特征组合。
除非另有定义,否则在公开本发明中使用的所有术语,包括技术和科学术语,具有本发明所属领域的普通技术人员通常理解的含义。借助于进一步的指导,术语定义被包括在内以更好地理解本发明的教导。
如本文所用,单数形式“一个”、“一种”和“所述”包括单数和复数指代两者,除非上下文另有明确规定。
如本文所用,术语“包含”与“包括”或“含有”同义,为包括性或开放性的,并且不排除额外的未列举的成员、要素或方法步骤。
数值端点的列举包括包含在相应范围内的所有数字和分数,以及所列举的端点。
本说明书中引用的所有参考文献据此全文以引用方式并入。
如果在本文中提及聚合物的分子量,则除非另行指出,该提及是指数均分子量Mn。聚合物的数均分子量Mn可以例如通过凝胶渗透色谱法(GPC)根据DIN 55674用THF作为洗脱剂来测定。如果没有另行指出,则所有给出的分子量是通过GPC测定的那些,用聚苯乙烯标准校准。平均分子量Mw也可通过如对Mn所描述的GPC进行测定。
所公开的聚氨酯粘合剂组合物包含多元醇组分和异氰酸酯组分或由多元醇组分和异氰酸酯组分组成,其中所述多元醇组分包含至少一种聚酯多元醇,该聚酯多元醇为至少一种脂环族多元醇、至少一种杂环多元醇、至少一种直链或支链脂族多元醇与至少一种多官能羧酸的反应产物,并且所述异氰酸酯组分包含至少一种脂族或脂环族异氰酸酯官能化化合物和至少一种不具有环氧基团的可水解烷氧基硅烷化合物的组合和/或至少一种脂族或脂环族异氰酸酯官能化化合物与至少一种不具有环氧基团的可水解烷氧基硅烷化合物的反应产物。所述粘合剂组合物基本上不包含,并且优选不包含具有环氧基团的烷氧基硅烷,例如GLYMO。
多元醇组分
根据本发明的聚氨酯粘合剂组合物中的多元醇组分包含聚酯多元醇,所述聚酯多元醇由包含至少一种脂环族多元醇、至少一种杂环多元醇、至少一种直链或支链脂族多元醇,以及至少一种多官能羧酸的反应混合物获得。
一般来说,粘合剂组合物中使用的聚酯多元醇的分子量不受限制,只要其对粘合剂组合物和固化的粘合剂的性能没有负面影响即可。优选地,聚酯多元醇具有200至20,000g/mol,特别是1,000至10,000g/mol的分子量Mn。
在本发明中,聚酯多元醇优选地可具有0.1至2mg KOH/g的酸值。当聚酯多元醇的酸值在以上范围内时,本发明的用于食品包装膜的粘合剂组合物具有更适合施用的粘度,并且对膜的粘附性优异。假设1g树脂中包括的所有酸性基团均为游离酸,则根据本发明的聚酯多元醇的“酸值”用中和酸所需的氢氧化钾毫克数的计算值表示。因此,即使酸性基团在实际体系中作为碱存在,它们也被假定为游离酸。根据本发明的“酸值”根据DIN 53240,通过将聚酯多元醇溶解于溶剂中,添加酚酞作为指示剂,并用0.1mol/l氢氧化钾-乙醇溶液滴定进行测定。
在本发明中,聚酯多元醇可具有5至350mg KOH/g的羟值。当聚酯多元醇的羟值在以上范围内时,本发明的用于食品包装膜的粘合剂组合物具有更适合施用的粘度,并且对膜的粘附性更优异。如本文所用,羟值意指当1g树脂被乙酰化时,中和与羟基结合的乙酸所需的氢氧化钾的mg数。
根据本发明的“羟值”根据DIN 51558,通过向聚酯多元醇中添加乙酰化试剂,用甘油溶液加热,允许冷却,然后添加酚酞作为指示剂,并用氢氧化钾-乙醇溶液滴定进行测定。
在本发明中,聚酯多元醇可具有-20℃至100℃的玻璃化转变温度。聚酯多元醇的玻璃化转变温度使用差示扫描量热仪进行测量。对于适量的样品,以10℃/分钟的升温速率测量DSC曲线,并将所获得的DSC曲线的拐点温度视为玻璃化转变温度。
在本发明中,聚酯多元醇在室温下呈现液体形式。这样的聚酯多元醇可以在配制粘合剂组合物中为进一步加工提供容易性。
脂环族多元醇可具有一个、两个或更多个环以及两个或更多个羟基。优选地,脂环族多元醇选自1,4-环己烷二甲醇、环丁二醇、环戊二醇、1,4-环己二醇、环庚二醇、环辛二醇、环己烷二甲醇、三环[5.2.1.0.2.6]癸烷二甲醇、双环[4.3.0]-壬烷二醇、二环己二醇、三环[5.3.1.1]十二烷二醇、双环[4.3.0]壬烷二甲醇、三环[5.3.1.1]十二烷二乙醇、螺[3.4]辛烷二醇、丁基环己二醇、1,1'-双亚环己基二醇、环己三醇、氢化双酚A、1,3-金刚烷二醇、以及它们的混合物。更优选地,脂环族多元醇选自1,4-环己烷二甲醇、1,4-环己二醇、以及它们的混合物。特别地,脂环族多元醇是1,4-环己烷二甲醇(CHDM)。
环脂族多元醇基于反应混合物的重量以1重量%至25重量%,并优选地2重量%至20重量%的量存在于聚酯多元醇的反应混合物中。如果该量较低,则粘附性能可能劣化。如果该量较高,则所获得的聚酯多元醇即使在反应温度下也可能呈固体形式并且不能进一步处理。
杂环多元醇可具有一个、两个或更多个环,并且优选具有两个或更多个环以及两个或更多个羟基。其可选自1,4:3,6-二脱水己糖醇(如异山梨醇、异甘露糖醇、或L-艾杜糖醇(isoidide))、螺环二醇、2,4:3,5-二-O-亚甲基甘露糖醇、以及2,3:4,5-二-O-亚甲基半乳糖,并且优选地选自如下所显示的异山梨醇、螺环二醇、2,4:3,5-二-O-亚甲基甘露糖醇、以及2,3:4,5-二-O-亚甲基半乳糖,并且特别是异山梨醇。
杂环多元醇基于反应混合物的重量以1重量%至40重量%,优选地1.5重量%至30重量%的量存在于聚酯多元醇的反应混合物中。
对直链或支链脂族多元醇没有限制,只要其不对聚酯多元醇的性能产生负面影响即可。直链或支链脂族多元醇可具有低分子量以及两个或更多个羟基。直链或支链脂族多元醇的实例是乙二醇、丙二醇(如1,2-丙二醇和1,3-丙二醇)、甘油、季戊四醇、三羟甲基丙烷、1,4,6-辛三醇、丁二醇、戊二醇、己二醇、十二烷二醇、辛二醇、氯戊二醇、甘油单烯丙基醚、甘油单乙醚、二乙二醇、2-乙基己烷-1,4-二醇、1,2,6-己三醇、1,3,5-己三醇、1,3-双-(2-羟基乙氧基)丙烷。在一个实施方案中,由于考虑到迁移可能性,在粘合剂组合物中不使用新戊二醇和己二醇。在另一个实施方案中,更优选的是使用直链或支链脂族多元醇如二乙二醇和/或丙二醇。
直链或支链脂族多元醇基于反应混合物的重量以1重量%至40重量%,优选地2重量%至25重量%的量存在于聚酯多元醇的反应混合物中。
聚酯多元醇可根据本领域已知的制备方法通过以上所提及的多元醇与亚化学计量的量的多官能羧酸缩聚形成聚酯多元醇来制备。优选地,多官能羧酸具有2至14个碳原子,如二羧酸和/或三羧酸、或它们的反应性衍生物。二羧酸的实例包括草酸、丙二酸、琥珀酸、戊二酸、己二酸、庚二酸、辛二酸、壬二酸、癸二酸、辛二甲酸、2-甲基琥珀酸、2-甲基己二酸、3-甲基己二酸、3-甲基戊二酸、2-甲基辛二酸、3,8-二甲基癸二酸、3,7-二甲基癸二酸、邻苯二甲酸、对苯二甲酸、间苯二甲酸、萘二甲酸、偏苯三甲酸、均苯三甲酸、环己烷二甲酸等。这些二羧酸单独或者组合使用。羧酸酐的实例包括乙酸酐、丙酸酐、琥珀酸酐、马来酸酐、邻苯二甲酸酐、以及偏苯三酸酐。这些二羧酸酐单独或组合使用。在一个实施方案中,多官能羧酸选自己二酸、壬二酸、对苯二甲酸、间苯二甲酸以及它们的混合物。
多官能羧酸基于反应混合物的重量以30重量%至70重量%,优选地35重量%至60重量%的量存在于聚酯多元醇的反应混合物中。
反应混合物可任选地包含至少一种催化剂,以加速多元醇和多官能羧酸的反应。
可以在催化剂的存在下进行多元醇和多官能羧酸的缩聚。
合适的催化剂为例如对应于通式I的化合物:
M(OR1)x (I)
其中M是选自铝、钛、镁或锆的金属,并且R1代表相同或不同的含有1至8个碳原子的直链或支链烃基,以及x具有2、3或4的值。合适的催化剂为例如烷醇铝、烷醇钛、烷醇镁和烷醇锆。特别合适的催化剂例如为三甲醇铝、三乙醇铝、三异丙醇铝、三仲丁醇铝、三叔丁醇铝、甲醇钛(IV)、乙醇钛(IV)、异丙醇钛(IV)、丁醇钛(IV)、2-乙基己醇钛(IV)、乙醇锆(IV)、丙醇锆(IV)、丁醇锆(IV)、异丙醇锆(IV)、叔丁醇锆(IV)、甲醇镁、乙醇镁、丁醇镁、丙醇镁或苯酚镁。
用于根据本发明的方法的其它合适的催化剂是锡化合物,更特别是有机锡羧酸盐,如二月桂酸二丁基锡、二乙酸二丁基锡、双-(2-乙基己酸)二丁基锡或其它有机锡化合物,如二丁基氧化锡、二丁基二甲氧基锡、二溴化二丁基锡、二氯化二丁基锡、二氯化二叔丁基锡、二溴化二甲基锡、二氯化二甲基锡、二氯化二苯基锡或辛酸锡。在所提及的催化剂中,二月桂酸二丁基锡、二丁基氧化锡和二乙酸二丁基锡是优选的。
其它合适的催化剂是含有至少一种选自锑、铁、钴、镍、铜、铬、锰、钼、钨或铅的金属的化合物。所提及的金属的氧化物、卤化物、羧酸盐、磷酸盐或有机金属化合物是特别合适的。特别合适的催化剂的实例包括乙酸铁、苯甲酸铁、环烷酸铁;乙酰丙酮酸铁、乙酸锰、环烷酸锰和乙酰丙酮酸锰。
催化剂基于反应混合物的重量以0重量%至0.1重量%,优选地0.0001重量%至0.05重量%的量存在于聚酯多元醇的反应混合物中。
制备根据本发明的聚酯多元醇是本领域的技术人员已知的。典型的制备方法包括以下步骤:(1)提供至少一种脂环族多元醇、至少一种杂环多元醇、至少一种直链或支链脂族多元醇以及至少一种多官能羧酸,以形成混合物,(2)将混合物逐步加热到200℃至220℃,并在氮气流下维持20至40小时,(3)逐步减压至10-300毫巴以完成反应,以及(4)当反应混合物的酸值不超过2时,使反应混合物冷却,并获得聚酯多元醇,其中在步骤(1)和/或(2)的混合物中任选地添加至少一种催化剂。
除了聚酯多元醇之外,聚缩醛和聚醚多元醇也可用于多元醇组分中。聚缩醛意指可由二醇与醛反应获得的化合物,例如二乙二醇或己二醇或它们的混合物与甲醛缩合。可在本公开的上下文中使用的聚缩醛同样可通过环缩醛的聚合获得。
聚醚多元醇优选是包含伯羟基或伯和仲羟基的混合物的聚醚二醇。合适的聚醚多元醇的实例为聚氧化烯多元醇,如聚乙二醇、聚丙二醇、聚四亚甲基二醇和聚丁二醇。而且,所列聚氧化烯多元醇的均聚物或共聚物以及它们的混合物适用于本发明的目的。特别合适的共聚物是包含选自乙二醇、丙二醇、二乙二醇、丙二醇、三乙二醇、2-乙基己二醇-1,3-甘油、三羟甲基丙烷、三羟甲基乙烷、三(羟基苯基)丙烷、三乙醇胺和三异丙胺的化合物与至少一种选自环氧乙烷、环氧丙烷和环氧丁烷的化合物的加合物的那些。
可用于多元醇组分中的其它合适的多元醇包括聚碳酸酯。聚碳酸酯可以例如通过使二醇如丙二醇、丁烷-1,4-二醇或己-1,6-二醇、二乙二醇、三乙二醇或四乙二醇、或它们中的两种或更多种的混合物与碳酸二芳酯例如碳酸二苯酯、或光气进行反应来获得。
同样适合用于多元醇组分的是带有羟基的聚丙烯酸酯。这些聚丙烯酸酯可例如通过使带有OH基团的烯键式不饱和单体聚合而获得。该类单体可例如通过使烯键式不饱和羧酸和二官能醇酯化而获得,醇通常略微过量存在。适用于该目的的烯键式不饱和羧酸的实例是丙烯酸、甲基丙烯酸、巴豆酸或马来酸。相应的带有OH基团的酯为例如丙烯酸2-羟乙酯、甲基丙烯酸2-羟乙酯、丙烯酸2-羟丙酯、丙烯酸2-羟丙酯、甲基丙烯酸2-羟丙酯、丙烯酸3-羟丙酯或甲基丙烯酸3-羟丙酯或它们中的两种或更多种的混合物。
在一个优选的实施方案中,由其获得根据本发明的聚酯多元醇的反应混合物基于反应混合物的总重量包含:
i)30重量%至70重量%,优选地35重量%至60重量%的至少一种多官能羧酸;
ii)1重量%至40重量%,优选地1.5重量%至30重量%的至少一种杂环多元醇;
iii)1重量%至25重量%,优选地2重量%至20重量%的至少一种脂环族多元醇;
iv)1重量%至40重量%,优选地2重量%至25重量%的至少一种直链或支链脂族多元醇;以及
v)0重量%至0.1重量%,优选地0.0001重量%至0.05重量%的至少一种催化剂。
异氰酸酯组分
异氰酸酯组分与多元醇组分反应以延长多元醇的链长,从而获得预聚物或聚氨酯粘合剂。根据本发明,所述异氰酸酯组分包含以下或由以下组成:至少一种脂族或脂环族异氰酸酯官能化化合物和至少一种不具有环氧基团的可水解烷氧基硅烷化合物的组合和/或至少一种脂族或脂环族异氰酸酯官能化化合物与至少一种不具有环氧基团的可水解烷氧基硅烷化合物的反应产物。在一个实施方案中,异氰酸酯组分包含以下或由以下组成:至少一种脂族或脂环族异氰酸酯官能化化合物和至少一种不具有环氧基团的可水解烷氧基硅烷化合物。在另一个实施方案中,异氰酸酯组分包含以下或由以下组成:至少一种脂族或脂环族异氰酸酯官能化化合物与至少一种不具有环氧基团的可水解烷氧基硅烷化合物的反应产物。
至少一种脂族或脂环族异氰酸酯官能化化合物与至少一种不具有环氧基团的可水解烷氧基硅烷化合物的反应产物可以根据EP 0158893 A1通过例如使至少一种不具有环氧基团的可水解烷氧基硅烷化合物与过量的所述脂族或脂环族异氰酸酯官能化化合物反应来制备。
脂族或脂环族异氰酸酯官能化化合物可为脂族异氰酸酯和脂环族异氰酸酯单体和/或低聚物如二聚体或三聚体中的任一种,只要可获得本发明的目标粘合剂即可。考虑到粘合剂用于食品包装应用,优选的是包括脂族异氰酸酯或脂环族异氰酸酯单体或低聚物。
如本文所用,“脂族异氰酸酯”意指具有异氰酸酯基直接键合到其上的链状烃链且不具有环状烃链的单体或低聚物。“脂族异氰酸酯”可具有芳族环,但异氰酸酯基团不直接与芳族环键合。此外,如本文所用,环状烃链不包含芳族环。
“脂环族异氰酸酯”意指具有环状烃链且可具有链状烃链的单体或低聚物。异氰酸酯基团可以直接键合到环状烃链上,或者可以直接键合到可能存在的链状烃链上。尽管“脂环族异氰酸酯”可以具有芳族环,但异氰酸酯基团不直接与芳族环键合。
因此,例如,4,4’-二苯基甲烷二异氰酸酯对应于芳族异氰酸酯,因为异氰酸酯基团直接键合到芳族环上。另一方面,例如,亚二甲苯二异氰酸酯虽然具有芳族环,但由于异氰酸酯基团不直接与芳族环键合而是与亚甲基键合,其对应于脂族异氰酸酯。芳族环可具有两个或更多个苯环缩合而成的稠环结构。
脂族异氰酸酯的实例包括1,2-亚乙基二异氰酸酯、1,4-四亚甲基二异氰酸酯、1,6-六亚甲基二异氰酸酯(HDI)、2,2,4(2,4,4)-三甲基-1,6-六亚甲基二异氰酸酯(TMDI)、1,9-二异氰酸酯基-5-甲基壬烷、1,8-二异氰酸酯基-2,4-二甲基辛烷、1,12-十二烷二异氰酸酯、ω,ω’-二异氰酸酯基二丙醚、3-异氰酸酯基甲基-3,5,5-三甲基环己基异氰酸酯(异佛尔酮二异氰酸酯,IPDI)、1,4-二异氰酸酯基甲基-2,3,5,6-四甲基环己烷、2-甲基-1,5-二异氰酸酯基戊烷(MPDI)、2-乙基-1,4-二异氰酸酯基丁烷、1,10-二异氰酸酯基癸烷、1,5-二异氰酸酯基己烷、1,3-二异氰酸酯基甲基环己烷、1,4-二异氰酸酯基甲基环己烷、二甲苯基二异氰酸酯(XDI)、四甲基二甲苯基二异氰酸酯(TMXDI)、2,6-二异氰酸酯基己酸甲酯(赖氨酸二异氰酸酯),以及它们的二聚体或三聚体,如IPDI三聚体和HDI三聚体。
脂环族异氰酸酯的实例包括5-异氰酸酯基-1-异氰酸酯基甲基-1,3,3-三甲基环己烷(异佛尔酮二异氰酸酯)、1,3-双(异氰酸酯基甲基)环己烷(氢化亚二甲苯二异氰酸酯)、双(4-异氰酸酯基环己基)甲烷(氢化二苯甲烷二异氰酸酯)、1,4-二异氰酸酯基环己烷以及它们的低聚物。
脂族或脂环族异氰酸酯官能化化合物也优选地为具有3个或更多个异氰酸酯基团的化合物。这样的异氰酸酯官能化化合物优选地为各种多异氰酸酯与多元醇如2-甲基戊烷-2,4-二醇和三羟甲基丙烷的加合物,如二异氰酸酯如HDI、XDI和IPDI与三羟甲基丙烷的加合物,以及具有异氰脲酸酯环的三聚体。作为多异氰酸酯改性的产物,可以使用碳二亚胺基、异氰酸酯二聚体基团、脲酮亚胺基、与水反应的缩二脲基(burette group)、异氰脲酸酯基、或具有两个或更多个这些基团的改性产物。
在一个优选的实施方案中,脂族或脂环族异氰酸酯官能化化合物选自IPDI、HDI、XDI、它们的加合物、它们的低聚物、以及以上物质的混合物。
所述可水解硅烷化合物可具有至少一种对异氰酸酯基呈反应性的官能团并且是技术人员已知的。对异氰酸酯基呈反应性的官能团特别地为OH基团、巯基、羧基、伯氨基和仲氨基、以及它们的混合物,优选地羧基、伯氨基和仲氨基、以及它们的混合物,更优选地伯氨基和仲氨基。
这样的含有至少一个伯和/或仲氨基的可水解硅烷化合物的实例为3-氨基丙基三甲氧基硅烷(APS)、3-氨基丙基三乙氧基硅烷、3-氨基丙基三异丙氧基硅烷、2-氨基乙基-三甲氧基硅烷、2-氨基乙基三乙氧基硅烷、2-氨基乙基三异丙氧基硅烷、氨基甲基三甲氧基硅烷、氨基甲基三乙氧基硅烷、氨基甲基-三异丙氧基硅烷、3-(2-氨基乙基)氨基丙基三甲氧基硅烷、3-(2-氨基乙基)氨基丙基三乙氧基硅烷、3-(2-氨基乙基)氨基丙基三异丙氧基硅烷、2-(2-氨基乙基)氨基乙基三甲氧基硅烷、2-(2-氨基乙基)-氨基乙基三乙氧基硅烷、2-(2-氨基乙基)氨基乙基三异丙氧基硅烷、3-(3-氨基丙基)氨基丙基三甲氧基硅烷、3-(3-氨基丙基)氨基丙基-三乙氧基硅烷、3-(3-氨基丙基)氨基丙基三异丙氧基硅烷、二亚乙基-三氨基丙基三甲氧基硅烷、二亚乙基三氨基丙基三乙氧基硅烷、N-(正丁基)-3-氨基丙基三甲氧基硅烷、N-(正丁基)-3-氨基丙基三乙氧基硅烷、N-环己基氨基甲基三乙氧基硅烷、N-环己基氨基甲基三甲氧基硅烷、N-乙基-γ-氨基异丁基三甲氧基硅烷、N-乙基-γ-氨基异丁基三乙氧基硅烷、N-(乙烯基苄基)-2-氨基乙基-3-氨基丙基三甲氧基硅烷盐酸盐、N-苯基-γ-氨基丙基三甲氧基硅烷、N-苯基-γ-氨基丙基三乙氧基硅烷、γ-脲丙基三甲氧基硅烷、γ-脲丙基三乙氧基硅烷、N-甲基[3-(三甲氧基甲硅烷基)丙基]氨基甲酸酯、和/或N-三甲氧基甲硅烷基甲基-O-甲基氨基甲酸酯,以及双[γ-(三乙氧基甲硅烷基)丙基]胺和双[γ-(三甲氧基甲硅烷基)丙基]胺。
含有至少一个巯基的可水解硅烷化合物的实例为3-巯基丙基三甲氧基硅烷、3-巯基丙基三乙氧基硅烷、3-巯基丙基三异丙氧基硅烷、2-巯基乙基三甲氧基硅烷、2-巯基乙基三乙氧基硅烷和/或2-巯基乙基三异丙氧基硅烷。
在一个优选的实施方案中,双[γ-(三乙氧基甲硅烷基)丙基]胺和双[γ-(三甲氧基甲硅烷基)丙基]胺特别优选作为可水解硅烷化合物。
异氰酸酯组分通常具有10至25重量%(根据Spielberger,DIN EN ISO11909:2007-05测定),优选地15至20重量%的NCO含量,并且具有1至3的平均NCO官能度。
如果存在,至少一种脂族或脂环族异氰酸酯官能化化合物与至少一种不具有环氧基团的可水解烷氧基硅烷化合物的反应产物基于异氰酸酯组分的重量以1重量%至40重量%,优选地5重量%至20重量%的量存在于异氰酸酯组分中。
如果存在,用作单一组分的至少一种脂族或脂环族异氰酸酯官能化化合物基于异氰酸酯组分的重量以1重量%至50重量%,优选地10重量%至40重量%的量存在于异氰酸酯组分中。
如果存在,不具有环氧基团的可水解烷氧基硅烷化合物基于异氰酸酯组分的重量以1重量%至10重量%,优选2重量%至8重量%的量存在于异氰酸酯组分中。
根据本发明,多元醇与异氰酸酯组分的重量比为15:1至1:5,优选地12:1至1:3,并且更优选地10:1至2:1。
令人惊奇地,发明人发现在不使用GLYMO作为增粘剂的情况下,粘合剂组合物维持了优异的性能组合,例如粘度,初始、老化和灭菌粘结强度以及耐溶剂性。
本发明的另一方面涉及一种两部分或多部分粘合剂体系,优选两部分粘合剂体系,其包含根据本发明的粘合剂组合物。这种两部分或多部分粘合剂体系可以含有至少一种如上所描述的溶剂或不含有溶剂。将多元醇组分和异氰酸酯组分单独储存在不同的部分中,并且在就要使用之前以预定的比率混合。粘合剂体系的交联是基于异氰酸酯组分中的反应性异氰酸酯基团与多元醇组分中含有的OH基团的反应。另一种交联方法涉及NCO基团与来自所施用的粘合剂组合物、基材或周围环境的水分的反应,伴随有脲基团的形成。这些交联反应是已知的,并且它们还可以同时进行。
本发明的另一方面涉及一种单部分、两部分或多部分粘合剂体系,其包含预聚物,所述预聚物是根据本发明的粘合剂组合物的反应产物。这种粘合剂体系通过NCO基团与来自所施用的粘合剂组合物、基材或周围环境的水分的反应而固化。这种粘合剂体系可以含有至少一种如上所描述的溶剂或不含有溶剂。这种粘合剂体系可以是反应性热熔型粘合剂体系。在一个实施方案中,粘合剂体系是单部分反应性热熔粘合剂体系,其包含所述预聚物。在另一个实施方案中,粘合剂体系是两部分粘合剂体系,其包含所述预聚物作为异氰酸酯部分和至少一种多元醇作为多元醇部分。对与预聚物反应的多元醇没有限制。实例可以是上文描述的用于产生聚酯多元醇的多元醇或用于粘合剂组合物的多元醇组分的其他多元醇。
相应的预聚物通常具有10至25重量%(根据Spielberger,DIN EN ISO 11909:2007-05测定),优选15至20重量%的NCO含量,并且具有1至3的平均NCO官能度。
预聚物的分子量(Mn)为300至20,000g/mol,优选小于12,000,特别地小于8,000g/mol。
根据本发明的粘合剂组合物或体系还可以包含添加剂。
这些添加剂可用于影响组合物的性能,例如机械性能和热导率。优选地,一种或多种添加剂选自填料、颜料、流变改性剂、干燥剂、阻燃剂、固化剂、表面活性剂和消泡剂。这些添加剂可以包含在多元醇组分和/或异氰酸酯组分和/或粘合剂体系中,只要它们对其它组分呈惰性即可。
催化剂能够与脂族或脂环族异氰酸酯官能化化合物或预聚物组合使用。当使用催化剂时,羟基与脂族或脂环族异氰酸酯官能化化合物或预聚物的异氰酸酯基之间的交联反应得到促进。催化剂的实例包括叔胺化合物和有机金属化合物。
叔胺化合物的实例包括三乙胺、三亚乙基二胺、N,N-二甲基苄胺、N-甲基吗啉、二氮杂双环十一碳烯(也称为DBU)等。
有机金属化合物的实例包括锡化合物和非锡化合物。
锡化合物的实例包括二氯化二丁基锡、二丁基氧化锡、二溴化二丁基锡、二马来酸二丁基锡、二月桂酸二丁基锡(也称为DBTDL)、二乙酸二丁基锡、硫化二丁基锡、硫化三丁基锡、三丁基氧化锡等。实例包括乙酸三丁基锡、三乙基乙醇锡(triethyltin ethoxide)、三丁基乙醇锡(tributyltin ethoxide)、二辛基氧化锡、氯化三丁基锡、三氯乙酸三丁基锡以及2-乙基己酸锡。
非锡化合物的实例包括钛化合物如二氯化二丁基钛、钛酸四丁酯以及三氯化丁氧基钛,铅化合物如油酸铅、2-乙基己酸铅、苯甲酸铅以及环烷酸铅,铁化合物如乙基己酸铁以及2,4-乙酰丙酮铁(iron 2,4-pentadionate),钴化合物如苯甲酸钴以及2-乙基己酸钴,锌化合物如环烷酸锌和2-乙基己酸锌,以及环烷酸锆。其中,二氮杂双环十一碳烯(别名:DBU)、二月桂酸二丁基锡(别名:DBTDL)、2-乙基己酸锌等在反应性和卫生方面是优选的。
催化剂可以单独使用或者以两种或更多种的组合使用。
根据本发明的粘合剂组合物或粘合剂体系可含有溶剂或不含溶剂。如果存在,有机溶剂的实例将包括杂环烃、脂族烃或芳族烃如甲苯、异佛尔酮、二甲苯,一元或多元醇如乙基己醇、丁氧基丙醇、异丙醇、丁基二甘醇、甲醇、乙醇、丙醇和丁醇,醚如二乙二醇二甲醚和二丙二醇甲醚、乙二醇和丁二醇,酯如乙酸乙酯、乙酸丁酯、乙酸戊酯、或乙氧基丙酸乙酯,酮如环己酮、甲乙酮(MEK)、甲基戊基酮、甲基异丁基酮(MIBK)和丙酮,以及酰胺如N-甲基吡咯烷酮、N-乙基吡咯烷酮以及二甲基甲酰胺。
本发明的用于食品包装膜的粘合剂组合物或粘合剂体系可以通过将各组分/部分和任选存在的添加剂混合来产生。对混合方法没有特别限制,只要可获得本发明的用于食品包装膜的目标粘合剂即可。对混合各组分/部分的顺序也没有特别限制。根据本发明的用于食品包装膜的粘合剂组合物可以在不需要特殊混合方法和特殊混合顺序的情况下产生。因此,所获得的用于食品包装膜的粘合剂在粘结强度和内容物抗性方面均是优异的。
在一个优选的实施方案中,固化的粘合剂根据DIN 53357在储存7天后具有不小于3N/15mm,并且优选地不小于4N/15mm的粘结强度。
在另一个优选的实施方案中,根据DIN 53357,固化的粘合剂在40℃下储存7天并在131℃下灭菌30分钟后,具有不小于5N/15mm,优选不小于6N/15mm的粘结强度。
在又一个优选的实施方案中,根据DIN 53357,固化的粘合剂在40℃下储存7天并在131℃下用油酸灭菌30分钟后,具有不小于4N/15mm,优选不小于5N/15mm的粘结强度。
在另一方面,本发明涉及一种柔性包装材料,该柔性包装材料包含含第一聚烯烃或第一聚酯的第一层;含可与所述第一聚烯烃相同或不同的第二聚烯烃、可与所述第一聚酯相同或不同的第二聚酯、或金属箔的第二层;以及使所述第一层与第二层粘结的本发明的固化粘合剂。
在另一方面,本发明涉及一种制备柔性膜层压体的方法,该方法包括:将根据本发明的聚氨酯粘合剂体系的各组分以预定重量比组合,以形成粘合剂混合物;将所述粘合剂混合物设置在第一柔性膜的一个表面的至少一部分上;使第一柔性膜与第二柔性膜接合,其中所述粘合剂混合物插置在第一柔性膜与第二柔性膜之间;以及固化该粘合剂混合物。
使用粘合剂组合物/体系涂布并彼此粘附的一个或多个膜可以包含本领域已知的适合用于柔性包装的任何材料,包括聚合物材料和金属材料以及纸材(包括经处理或涂布的纸材)。热塑性塑料特别优选用作至少一个层。选择用于层压体中各个层的材料被选择成用于实现特定期望的性能组合,例如机械强度、抗撕裂性、伸长率、耐刺穿性、柔性/刚性、气体和水蒸汽渗透性、油和油脂渗透性、热密封性、粘合性、光学性能(例如透明、半透明、不透明)、可成形性、适销性以及相对成本。各个层可为纯聚合物或不同聚合物的共混物。聚合物层通常与着色剂、防滑剂、防结块剂,以及抗静电加工助剂、增塑剂、润滑剂、填料、稳定剂等一起配制以增强某些层特性。
特别优选使用的聚合物包括但不限于聚乙烯(包括低密度聚乙烯(LDPE)、中密度聚乙烯(MDPE)、高密度聚乙烯(HPDE)、高分子量高密度聚乙烯(HMW-HDPE)、线性低密度聚乙烯(LLDPE)、线性中密度聚乙烯(LMPE))、聚丙烯(PP)、定向聚丙烯、聚酯如聚(对苯二甲酸乙二醇酯)(PET)和聚(对苯二甲酸丁二醇酯)(PBT)、乙烯-乙酸乙烯酯共聚物(EVA)、乙烯-丙烯酸共聚物(EAA)、乙烯-甲基丙烯酸甲酯共聚物(EMA)、乙烯-甲基丙烯酸盐(离聚物)、水解的乙烯-乙酸乙烯酯共聚物(EVOH)、聚酰胺(尼龙)、聚氯乙烯(PVC)、聚(偏二氯乙烯)共聚物(PVDC)、聚丁烯、乙烯-丙烯共聚物、聚碳酸酯(PC)、聚苯乙烯(PS)、苯乙烯共聚物、高抗冲聚苯乙烯(HIPS)、丙烯腈-丁二烯-苯乙烯聚合物(ABS)、丙烯腈共聚物(AN)、聚酰胺(尼龙)、聚乳酸(PLA)、再生纤维素膜(赛璐玢)。
如果需要,可对聚合物表面进行处理或涂布。例如,聚合物膜可以通过将薄金属蒸气如铝沉积到膜的表面上来金属化。金属化可以增强成品层压体的阻隔性。聚合物膜表面还可以用防雾添加剂等涂布,或者用电或电晕放电、或臭氧或其它化学试剂进行预处理,以增加其粘合接受性。无机氧化物如SiOx或AlOx的涂层也可存在于聚合物表面上(例如,SiOx-或AlOx-涂布的PET膜)。
层压体的一个或多个层还可包含金属膜或箔,如铝箔等。金属箔优选地具有约5至100μm的厚度。
构成层压体的各个膜可以制备成差异很大的厚度,例如约5至约200微米。通过使用本领域已知的用于此目的的几种常规程序中的任一种或多种,可以将膜、箔和层压粘合剂组合物组装成层压体。例如,可以借助于挤出、刷、辊、刀片、喷涂等将粘合剂制剂施加到两个膜/箔中的一个或两个的表面,并且将带有粘合剂组合物的膜/箔表面放在一起并通过一组辊(通常称为压料辊)使在膜/箔之间具有粘合剂组合物的膜/箔压在一起。所得的层压体可卷绕或缠绕到卷轴上以进行老化。可以通过常规技术施加粘合剂;例如,在使用无溶剂体系情况下的3/4-辊涂机构,或者在使用含溶剂体系情况下的2-辊涂机构。
粘合剂制剂可施加到膜层表面上的涂层重量为约0.1至约10g/m2,更典型地为约2.0至约6.0g/m2。
根据本公开制备的层压体可以以与常规或已知的柔性层压包装膜相同的方式用于包装目的。该层压体特别适用于成形为能够填充食品并密封的柔性小袋形容器。例如,可将两个矩形或正方形的层压体片材以期望的构型或排列堆积起来;优选地,两个片材的彼此面对的两个层能够彼此热密封。然后,将堆积组件的三个周边部分热密封以形成小袋。热密封可容易地借助于加热棒、加热刀、电热丝、脉冲热封机、超声热合机或感应加热封口机来实现。
此后将食品包装在如此形成的小袋中。如果需要,通过已知的手段如真空脱气、热包装、沸腾脱气、或蒸汽喷射或容器变形来去除对食品有害的气体,如空气。然后用热对小袋开口进行密封。包装的小袋可以稍后加热。
根据本发明的食品包装材料的一个实施方案例示例于图1中,但本发明不限于这些实施方案。图1显示出食品包装膜10的剖视图。该食品包装膜10是包含一个金属箔14以及两个塑料膜12和13的层压体,并且塑料膜12和13分别通过使用粘合层11粘附到金属箔14的两面上。更具体地,塑料膜12优选地为例如聚对苯二甲酸乙二醇酯(PET)膜,膜13优选地为聚烯烃膜,更优选地PE膜。金属箔14插在它们之间。金属箔14可为例如铝箔。分别通过用于食品包装膜的粘合剂层11,将膜12粘结到金属箔14上且将膜13粘结到金属箔14上。所层压的膜的实例包括由聚对苯二甲酸乙二醇酯、尼龙、聚乙烯、聚丙烯以及聚氯乙烯产生的塑料膜;金属箔,如铝箔;沉积膜,如金属沉积膜和二氧化硅沉积膜;由不锈钢、钢、铜以及铅产生的金属膜。此外,所层压的膜例如塑料膜的厚度优选为5至200μm。
本发明将通过以下实施例更详细地说明,这些实施例不应理解为对本发明的概念进行限制。
实施例
在实施例中使用以下材料。
二酸是己二酸、间苯二甲酸、对苯二甲酸和壬二酸的混合物,其可从Sigma-Aldrich商购获得。
二醇是获自SABIC的二乙二醇与获自BASF的1,2-丙二醇的混合物。
1,4-环己烷二甲醇(CHDM)以商品名Eastman CHDM-D获自Eastman。
异山梨醇以商品名POLYSORB PA获自Roquette。
乙酸乙酯获自Brenntag。
1,6-六亚甲基二异氰酸酯(HDI)三聚体以商品名Desmodur N 3300获自Covestro。
双[γ-(三乙氧基甲硅烷基)丙基]胺(bis-AMEO)以商品名Dynasylan 1122获自Evonik。
双[γ-(三甲氧基甲硅烷基)丙基]胺(bis-AMMO)以商品名Dynasylan 1124获自Evonik。
Loctite Liofol LA 6707是可从Henkel商购获得的双官能聚丙二醇。
两部分无溶剂粘合剂组合物
聚酯多元醇的制备
根据表1中的配方制备聚酯多元醇。
将表1中列出的所有成分称重到烧瓶中,并添加氮气。将加热器设置为220℃,缩合反应的进行可跟随水的形成。通过酸值跟踪反应。一旦确定酸值低于2mgKOH/g,就结束反应,并获得产物。在将聚酯多元醇冷却并填充到合适的玻璃器皿中之后,测量OH值以得出最终规格。聚酯多元醇7即使在反应温度下也以固体形式出现,因此不适合于进一步加工。其他制备的聚酯多元醇在室温下呈液体形式,适合于配制粘合剂组合物。
表1.用于制备聚酯多元醇的成分(重量份)
异氰酸酯组分1:
将约90至95重量份的HDI三聚体称重到烧瓶中。将异氰酸酯加热至40℃并搅拌。在1小时内,在一个批次中小心地添加约5至10重量份的Bis-AMMO。持续测量温度,并且温度不应超过80℃,可能需要用水冷却。当氨基硅烷的添加完成时,将混合物再搅拌30分钟以获得异氰酸酯组分。NCO值被测定为约20%。
异氰酸酯组分2:
将约90至95重量份的HDI三聚体称重到烧瓶中。将异氰酸酯加热至40℃并搅拌。在1小时内,在一个批次中小心地添加约5至10重量份的Bis-AMEO。持续测量温度,并且温度不应超过80℃,可能需要用水冷却。当氨基硅烷的添加完成时,将混合物再搅拌30分钟以获得异氰酸酯组分。NCO值被测定为约19%。
异氰酸酯组分3:
将约90至95重量份的HDI三聚体称重到烧瓶中。将异氰酸酯加热至40℃并搅拌。在1小时内,在两个批次中小心地添加约5至10重量份的Bis-AMMO。持续测量温度,并且温度不应超过80℃,可能需要用水冷却。当氨基硅烷的添加完成时,将混合物再搅拌30分钟以获得异氰酸酯组分。NCO值被测定为约18%。
实施例1至5(Ex.1至Ex.5)和比较例1至3(CEx.1至3)
实施例1至5和比较例1至3的用于食品包装膜的粘合剂体系通过在乙酸乙酯中根据表2中示出的配方混合相应的组分来产生。
表2.粘合剂组合物的配方(重量混合比)
配方 | Ex.1 | Ex.2 | Ex.3 | Ex.4 | Ex.5 | CEx.1 | CEx.2 | CEx.3 |
聚酯多元醇1 | 1.7 | - | - | - | - | - | - | - |
聚酯多元醇2 | - | 1.95 | - | - | 1.43 | - | - | - |
聚酯多元醇3 | - | - | 1.80 | - | - | 1.65 | - | - |
聚酯多元醇4 | - | - | - | 1.77 | - | - | - | - |
聚酯多元醇5 | - | - | - | - | - | - | 1.55 | - |
聚酯多元醇6 | - | - | - | - | - | - | - | 1.7 |
异氰酸酯组分1 | 1 | 1 | - | - | - | - | 1 | 1 |
异氰酸酯组分2 | - | - | 1 | - | - | - | - | - |
异氰酸酯组分3 | - | - | - | 1 | 1 | - | - | - |
HDI三聚体 | - | - | - | - | - | 1 | - | - |
用于食品包装膜的粘合剂体系和用于评价测试的样品如下产生。
将根据本发明的聚酯多元醇各自与异氰酸酯组分一起转化为层压粘合剂。选择恒定的添加比NCO/OH。
将待涂覆的基材格式化为DIN A4尺寸。用4g/m2的反应性两部分粘合剂混合物涂覆PET/铝载体箔双层。然后将如此涂覆的载体膜在干燥烘箱中在90℃下干燥1分钟。然后聚乙烯膜被压贴涂层面。将以这种方式产生的复合材料在干燥烘箱中在40℃下在金属板之间的压力(重量为8kg)下固化。
单部分粘合剂组合物
实施例6至8以及比较例4和5
实施例6至8以及比较例4和5的用于食品包装膜的粘合剂组合物通过根据表3中的配方混合相应的组分来产生。
表3.粘合剂组合物的配方(重量份)
配方 | Ex.6 | Ex.7 | Ex.8 | CEx.4 | CEx.5 |
聚酯多元醇3 | 14.4 | - | - | - | - |
聚酯多元醇1 | - | 10.55 | - | - | - |
聚酯多元醇2 | - | - | 12.51 | - | - |
聚酯多元醇6 | - | - | - | - | 14.4 |
Loctite LA 6707 | - | - | - | 20.14 | - |
HDI三聚体 | 81.57 | 85.4 | 83.79 | 85.78 | 81.57 |
Bis-AMMO | 4.03 | 4.05 | 3.70 | 4.08 | 4.03 |
通过以下步骤制备单部分粘合剂体系:(1)用聚酯多元醇对HDI三聚体进行链增长,以及(2)将Bis-AMMO添加到步骤(1)的反应产物中并获得反应性聚氨酯预聚物作为单部分粘合剂体系。
用于食品包装膜的粘合剂体系和用于评价测试的样品如下产生。
将待涂覆的基材格式化为DIN A4尺寸。用4g/m2的粘合剂混合物涂覆PET/铝载体箔双层。然后将如此涂覆的载体膜在干燥烘箱中在90℃下干燥1分钟。然后聚乙烯膜被压贴涂层面。将以这种方式产生的复合材料在干燥烘箱中在40℃下在金属板之间的压力(重量为8kg)下固化。
通过以下测试程序对所获得的用于食品包装膜的单部分和两部分粘合剂体系进行评价,测试结果显示在表4和5中。
在40℃下储存7天之后的粘结强度
在制备层压体并将其在40℃下储存7天之后,根据DIN 53357测量粘合剂体系的粘结强度。
在40℃下储存7天并灭菌之后的粘结强度
在制备层压体并将其在40℃下储存7天之后,将层压体在131℃下灭菌30分钟。在灭菌过程之后直接根据DIN 53357测量粘合剂的粘结强度。在40℃下储存7天并用油酸灭菌之后的粘结强度
在制备层压体并将其在40℃下储存7天之后,由层压体制造小袋,并且将小袋填充含有高达0.1%油酸的水基淀粉乳液。然后将小袋在131℃下灭菌30分钟。在灭菌过程之后立即将小袋清空,并根据DIN 53357测量粘合剂的粘结强度。
表4.两部分无溶剂粘合剂体系的测试结果(单位:N/15mm)
表5.单部分粘合剂体系的测试结果(单位:N/15mm)
从表4和5可以看出,本发明实施例的单部分和两部分粘合剂体系即使在高要求条件下被处理之后也表现出优异的粘结强度。然而,使用不是根据本发明的多元醇组分或异氰酸酯组分的比较例在高要求条件下显示出较差的粘结强度甚至粘结失效。
Claims (15)
1.一种聚氨酯粘合剂组合物,其包含:
多元醇组分,所述多元醇组分包含至少一种由反应混合物获得的聚酯多元醇,所述反应混合物基于该反应混合物的总重量包含:
1重量%至25重量%的至少一种脂环族多元醇,
1重量%至40重量%的至少一种杂环多元醇,
1重量%至40重量%的至少一种直链或支链脂族多元醇,和
30重量%至70重量%的至少一种多官能羧酸,以及
异氰酸酯组分,所述异氰酸酯组分包含至少一种脂族或脂环族异氰酸酯官能化化合物和至少一种不具有环氧基团的可水解烷氧基硅烷化合物的组合和/或至少一种脂族或脂环族异氰酸酯官能化化合物与至少一种不具有环氧基团的可水解烷氧基硅烷化合物的反应产物。
2.根据权利要求1所述的聚氨酯粘合剂组合物,其中所述脂环族多元醇具有一个或多个环,优选地选自1,4-环己烷二甲醇、环丁二醇、环戊二醇、1,4-环己二醇、环庚二醇、环辛二醇、环己烷二甲醇、三环[5.2.1.0.2.6]癸烷二甲醇、双环[4.3.0]-壬烷二醇、二环己二醇、三环[5.3.1.1]十二烷二醇、双环[4.3.0]壬烷二甲醇、三环[5.3.1.1]十二烷二乙醇、螺[3.4]辛烷二醇、丁基环己二醇、1,1'-双亚环己基二醇、环己三醇、氢化双酚A和1,3-金刚烷二醇。
3.根据权利要求1或2所述的聚氨酯粘合剂组合物,其中所述杂环多元醇选自1,4:3,6-二脱水己糖醇、螺环二醇、2,4:3,5-二-O-亚甲基甘露糖醇和2,3:4,5-二-O-亚甲基半乳糖,优选是异山梨醇。
4.根据权利要求1至3中任一项所述的聚氨酯粘合剂组合物,其中所述脂族或脂环族异氰酸酯官能化化合物选自1,6-六亚甲基二异氰酸酯(HDI)、异佛尔酮二异氰酸酯(IPDI)、二甲苯基二异氰酸酯(XDI)、它们的加合物、它们的低聚物、以及以上物质的混合物。
5.根据权利要求1至4中任一项所述的聚氨酯粘合剂组合物,其中所述不具有环氧基团的可水解烷氧基硅烷化合物包含对异氰酸酯基团具有反应性的官能团,优选羟基、巯基、羧基、伯氨基和仲氨基、及其混合物,更优选羧基、伯氨基和仲氨基及其混合物,特别是伯氨基和仲氨基。
6.根据权利要求1至5中任一项所述的聚氨酯粘合剂组合物,其中所述不具有环氧基团的可水解烷氧基硅烷化合物选自α-氨基甲基三甲氧基硅烷、α-氨基甲基甲基二甲氧基硅烷、α-氨基甲基二甲基甲氧基硅烷、α-氨基甲基三乙氧基硅烷、α-氨基甲基甲基二乙氧基硅烷、α-氨基甲基二甲基乙氧基硅烷、γ-氨基丙基三甲氧基硅烷、γ-氨基丙基甲基二甲氧基硅烷、γ-氨基丙基二甲基甲氧基硅烷、γ-氨基丙基三乙氧基硅烷、γ-氨基丙基甲基二乙氧基硅烷、γ-氨基丙基二甲基乙氧基硅烷、N-2(氨基乙基)α-氨基甲基三甲氧基硅烷、N-2(氨基乙基)α-氨基甲基甲基二甲氧基硅烷、N-2(氨基乙基)α-氨基甲基二甲基甲氧基硅烷、N-2(氨基乙基)α-氨基甲基三乙氧基硅烷、N-2(氨基乙基)α-氨基甲基甲基二乙氧基硅烷、N-2(氨基乙基)α-氨基甲基二甲基乙氧基硅烷、双-(三甲氧基甲硅烷基丙基)胺、双-(甲基二甲氧基甲硅烷基丙基)胺、双-(二甲基甲氧基甲硅烷基丙基)胺、双-(三乙氧基甲硅烷基丙基)胺、双-(甲基二乙氧基甲硅烷基丙基)胺、双-(二甲基乙氧基甲硅烷基丙基)胺、以及它们的混合物,并且优选地选自双-(三甲氧基甲硅烷基丙基)胺和/或双-(甲基二甲氧基甲硅烷基丙基)胺。
7.根据权利要求1至6中任一项所述的聚氨酯粘合剂组合物,其中所述多元醇组分和所述异氰酸酯组分的重量比为15:1至1:5。
8.一种两部分或多部分聚氨酯粘合剂体系,其包含根据权利要求1至7中任一项所述的聚氨酯粘合剂组合物。
9.一种单部分、两部分或多部分聚氨酯粘合剂体系,其包含聚氨酯预聚物,所述聚氨酯预聚物是根据权利要求1至8中任一项所述的聚氨酯粘合组合物的反应产物。
10.根据权利要求8或9所述的聚氨酯粘合剂体系,其中所述聚氨酯粘合剂体系包含至少一种溶剂或不包含溶剂。
11.根据权利要求8至10中任一项所述的固化的粘合剂,其根据DIN 53357,在40℃下储存7天后具有不小于3N/15mm,优选不小于4N/15mm的粘结强度。
12.根据权利要求8至11中任一项所述的固化的粘合剂,其根据DIN 53357,在40℃下储存7天并在131℃下灭菌30分钟后具有不小于5N/15mm,优选不小于6N/15mm的粘结强度。
13.根据权利要求8至12中任一项所述的固化的粘合剂,其根据DIN 53357,在40℃下储存7天并在131℃下用油酸灭菌30分钟后具有不小于5N/15mm,优选不小于6N/15mm的粘结强度。
14.一种柔性包装材料,其包含含第一聚烯烃或第一聚酯的第一层;含可与所述第一聚烯烃相同或不同的聚烯烃、可与所述第一聚酯相同或不同的第二聚酯、或金属箔的第二层;以及使所述第一层与所述第二层粘结的根据权利要求11至13中任一项所述的固化的粘合剂。
15.一种制备柔性膜层压体的方法,其包括:
将根据权利要求1所述的聚氨酯粘合剂组合物的所述组分以预定重量比组合,以形成粘合剂混合物;
将所述粘合剂混合物设置在第一柔性膜的一个表面的至少一部分上;
使所述第一柔性膜与第二柔性膜接合,其中所述粘合剂混合物插置在所述第一柔性膜与所述第二柔性膜之间;以及
固化所述粘合剂混合物。
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KR (1) | KR20240034754A (zh) |
CN (1) | CN117616063A (zh) |
WO (1) | WO2023284976A1 (zh) |
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CA1271881A (en) | 1984-03-29 | 1990-07-17 | Sui-Wu Chow | Silane containing isocyanate prepolymers |
EP3660072A1 (en) * | 2018-11-30 | 2020-06-03 | Henkel AG & Co. KGaA | Polyester polyol based on renewable raw materials |
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2021
- 2021-07-16 EP EP21751765.5A patent/EP4370571A1/en active Pending
- 2021-07-16 WO PCT/EP2021/069922 patent/WO2023284976A1/en active Application Filing
- 2021-07-16 CN CN202180100581.4A patent/CN117616063A/zh active Pending
- 2021-07-16 KR KR1020247001136A patent/KR20240034754A/ko unknown
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EP4370571A1 (en) | 2024-05-22 |
KR20240034754A (ko) | 2024-03-14 |
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