CN103476882A - 含有超支化聚酯的印刷油墨 - Google Patents
含有超支化聚酯的印刷油墨 Download PDFInfo
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- CN103476882A CN103476882A CN2012800182367A CN201280018236A CN103476882A CN 103476882 A CN103476882 A CN 103476882A CN 2012800182367 A CN2012800182367 A CN 2012800182367A CN 201280018236 A CN201280018236 A CN 201280018236A CN 103476882 A CN103476882 A CN 103476882A
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Abstract
本发明涉及用于制备包装的多层材料,其包括至少两层薄膜以及用包装印刷油墨印刷的一层,所述包装印刷油墨包含一种含有官能团的特定超支化聚酯。本发明还涉及一种包含含有官能团的特定超支化聚酯的包装印刷油墨,以及所述印刷油墨用于制备多层材料的用途。
Description
本发明涉及制备印刷油墨,特别是用于包装应用的印刷油墨。层压包装由多层材料组成。其包括至少两层聚合物薄膜以及用包装印刷油墨来印刷的一层,所述包装印刷油墨包含含有官能团的特定超支化聚酯。本发明还涉及一种包含含有官能团的特定超支化聚酯的包装印刷油墨,以及所述印刷油墨用于制备多层材料的用途。
用于制备包装(特别是食品包装)的多层材料是已知的。这种多层材料由两层或更多层聚合物薄膜(例如聚烯烃薄膜)、金属箔或金属化聚合物薄膜组成,所述薄膜例如通过借助合适的层压粘合剂层压而彼此结合。所述薄膜(包括箔)均可为通过共挤压而制备的单层或多层薄膜。这种层压材料还可包括其他功能层,实例为气味阻隔层或水蒸气阻隔层。
用于制备包装的多层材料通常被印刷或涂覆。可将印刷油墨涂覆至一层所述薄膜的内表面(即背面印刷)或两层薄膜之间。可将印刷清漆涂覆至作为底漆的印刷基底上从而改善油墨对基底的粘附。印刷清漆不包含着色剂,但是通常与印刷油墨组成上相似的着色剂除外。
对于适用于制备多层包装材料的印刷清漆和印刷油墨有多种要求。当印刷至无吸收性印刷基底(例如聚合物薄膜或金属箔)上时,所述印刷油墨不能渗透到基底,而是在溶剂蒸发后在基底上留下一层干膜。因此,用于这种基底的印刷油墨必须具有极好的成膜性能和良好的粘合强度,以使印刷油墨薄膜不会在机械应力下从基底薄膜剥离。印刷油墨还必须对不同种类的基底具有同样良好的粘附,因为层压材料通常包括化学上彼此不同的薄膜,实例为极性聚酰胺或PET薄膜和非极性聚烯烃薄膜。因此,借助粘合剂,层压结构必须具有使多层保持在一起的最小粘合强度。层压材料的粘合强度通过测定使薄膜层彼此剥离所需的力来评估,通常使用拉力试验机。
树枝状大分子(dendrimer)、树枝醇(arborol)、星形聚合物(starburstpolymer)和超支化聚合物为这一类聚合结构的代称,其特征在于具有许多分支位点和高官能度的支化结构。树枝状大分子为具有高度对称结构的分子均匀的大分子。但是,其仅能用大量的合成步骤极复杂地合成,并因此仅以少量和极大的成本获得。
与此相反,超支化聚合物在分子上和结构上都是非均匀的。其包含长度和分支不同的臂。超支化聚合物的一般定义可见于P.J.Flory,J.Am.Chem.Soc.1952,74,第2718-2723页和H.Frey et al.,Chem.Eur.J.2000,6,14,第2499至2506页中,其通过引用方式纳入本说明书。
用包含超支化聚合物的印刷油墨来印刷的多层材料公开于US2005/0147834 A1中。所述文件公开了通常的超支化聚酯及其用于印刷油墨的用途,尤其用于制备多层材料的用途。明确公开了通过将己二酸分别与三羟甲基丙烷和甘油缩合而制备的聚酯。明确公开了包含超支化聚酯和作为共粘合剂的硝化纤维的印刷油墨。但是,超支化聚酯与所有粘合剂的比例低且在实施例中不超过0.43。
US2007/0213501 A1公开了通过将至少一种二酸、至少一种二醇以及至少一种至少三官能的醇或至少一种至少三官能的酸缩聚而制备的超支化聚酯。此外,还教导了这种超支化聚酯在印刷油墨中的用途。而且,还明确公开了包含超支化聚酯和作为共粘合剂的硝化纤维的印刷油墨。但是,超支化聚酯与所有粘合剂的比例低且在实施例中不超过0.43(在US2007/0213501 A1中的公式1)。
本发明的目的是提供用于制备包装的多层材料,所述材料展现出至少与市售可得产品可比拟的层压粘合强度。同时,用本发明树脂制备的印刷油墨应当满足柔性版印刷或凹版印刷的基本要求;例如胶带粘附力(tape adhesion)和抗粘连性(blocking resistance property)至少与所引用现有技术的印刷油墨水平相当。本发明使油墨在不高于现有技术印刷油墨的粘度下具有更高的不挥发浓度或更低的VOC,以及更高的颜料负载。所述更高的不挥发浓度导致更高的色密度、更好的光泽度和/或更高的不透明度。
发明人发现该目的已通过用于制备包装的多层材料实现,所述材料包括至少
一层聚合物材料薄膜1,
一层可通过用包装印刷油墨印刷或涂覆而得到的印刷层,
另外一层薄膜2,
所述包装印刷油墨包含至少两种粘合剂,第一种粘合剂包含至少一种含有选自OH基、COOH基和COOR基的官能团的超支化聚酯,
其中在酯化羧基中的基团R包含具有1至60个碳原子的基团并任选还可包含杂原子或其他取代基,
其中超支化聚酯通过以下反应而获得:
至少一种脂环族或芳族二羧酸(A2)或其衍生物,其选自邻苯二甲酸、间苯二甲酸、对苯二甲酸、1,2-环己烷二羧酸、1,3-环己烷二羧酸、1,4-环己烷二羧酸和甲基六氢化邻苯二甲酸或其衍生物,
与
至少一种包含x个OH基的至少三价的脂族醇(Cx),其选自三羟甲基丙烷、甘油和季戊四醇,
其中基本上不存在含有2个OH基的二醇(B2),
所述聚酯的分子量Mn为至少300g/mol并且多分散度Mw/Mn为1.2-10,并且
将反应混合物中所有这些组分的活性基团的比例选择设置为羟基与羧基或其衍生物的摩尔比为2:1至1:2,
第二种粘合剂选自聚乙烯醇缩丁醛、硝化纤维、聚酰胺、聚氨酯、聚氯乙烯、聚酮、聚碳酸酯、聚丙烯酸酯和聚丙烯酸酯共聚物,
其中超支化聚酯与所有粘合剂总量的重量比为至少50重量%。
本发明还提供一种用于柔性版印刷和/或凹版印刷的包装印刷油墨,其包含至少一种溶剂或不同溶剂的混合物、至少一种颜料和/或染料、至少一种高分子粘合剂以及任选的添加剂。至少一种高分子粘合剂包含如上定义的含有选自OH基、COOH基和COOR基的官能团的超支化聚酯。
本发明还提供一种将所述包装印刷油墨印刷至印刷聚合物薄膜或金属箔上并用于制备多层材料的方法。
本发明还提供一种用于柔性版印刷和/或凹版印刷的印刷清漆,其包含至少一种溶剂或不同溶剂的混合物、至少一种高分子粘合剂以及任选的添加剂。至少一种高分子粘合剂包含至少一种如上定义的含有选自OH基、COOH基和COOR基的官能团的超支化聚酯。
通过一起使用包装印刷油墨与包含上述含有OH基、COOH基和COOR基的超支化聚酯的粘合剂,可显著降低印刷油墨的VOC含量,因为超支化聚酯粘合剂能使印刷油墨相对于衍生自市售可得的高分子聚氨酯粘合剂或现有技术的聚氨酯粘合剂(例如公开于EP1743911A中的聚氨酯粘合剂)的印刷油墨而言粘度降低。此外,上述超支化聚酯可在印刷油墨中以更高的量使用以使其他粘合剂(特别是硝化纤维)的量降低,并使颜料含量增高。
本发明具体说明如下。
用于多层材料的薄膜1由聚合物材料组成。适用于包装材料的薄膜公开于例如Ullmann's Encyclopedia of Industrial Chemistry,第6版,2000,Electronic Release中。它们包括例如聚烯烃薄膜,例如聚乙烯、聚丙烯或聚(4-甲基-1-戊烯)或聚苯乙烯薄膜。聚乙烯薄膜可为HDPE、LDPE或LLDPE薄膜。它们可为共聚物,例如乙烯-乙酸乙烯酯共聚物(EVA)、乙烯-乙烯醇共聚物(EVOH)、乙烯-丙烯酸共聚物(EAA)、乙烯-甲基丙烯酸共聚物(EMM)或苯乙烯/丁二烯共聚物。
此外,可使用聚丙烯薄膜,优选定向聚丙烯(OPP)或双向拉伸(BOPP)薄膜。
还可使用聚苯乙烯(PS)、PVC、PVdC、聚乳酸(PLA)薄膜或聚碳酸酯薄膜。
此外,还可使用极性材料薄膜,实例为玻璃纸薄膜、聚酯薄膜(例如聚对苯二甲酸乙二醇酯、聚对苯二甲酸丁二醇酯或聚萘二甲酸乙二醇酯)或聚酰胺薄膜(例如PA66、PA6、PA12、PA6/66、PA6/12或PA11薄膜)。
薄膜1优选为聚乙烯、聚丙烯、聚苯乙烯、聚酯或聚酰胺薄膜,极特别优选PET、PEN和聚酰胺薄膜。
薄膜1可为单层薄膜。或者,可为多层薄膜。多层薄膜优选通过共挤压制备。所述层可由化学上相同、相似或不同的聚合物组成。例如,可将聚乙烯醇层嵌入两层聚烯烃薄膜之间或LLDPE与LDPE之间。术语“多层薄膜”还包括聚合物薄膜和金属箔(特别是铝箔)的层压材料。
还可涂覆所述薄膜。此处可提及的实例包括金属化薄膜,特别是汽化涂覆Al的薄膜或(汽化)涂覆氧化硅(SiO2)或氧化铝(Al2O3)的薄膜。
对于薄膜2而言,可使用聚合物薄膜,包括金属化聚合物薄膜,或金属箔。合适的聚合物薄膜特别包括所公开的用于薄膜1的材料。所用的金属箔特别为铝箔,尽管这些箔也可以是例如锡箔、铜箔或金箔。
特别优选的多层材料包括至少一种极性薄膜与非极性薄膜相结合。可提及的实例包括聚酰胺薄膜或聚酯薄膜与聚烯烃薄膜(特别是聚乙烯或聚丙烯薄膜)的层压材料。还优选聚酰胺和聚酯薄膜的多层材料或分别仅包含聚酰胺或聚酯薄膜的层压材料。
优选薄膜1选自PE、PP、PET和聚酰胺,更优选选自PE、PP和PET,以及甚至更优选选自PE、OPP和PET。
优选薄膜2选自任选金属化的PE、非金属化PE、OPP和PET,更优选选自任选金属化或非金属化的PE、OPP和PET,以及甚至更优选选自PE、OPP和PET。
在一个本发明的实施方案中,薄膜1和薄膜2均为OPP。
在另一个本发明的实施方案中,薄膜1为PET且薄膜2为PE。
本发明的多层材料还包含至少一层印刷层,所述印刷层可通过用包装印刷油墨来印刷或涂覆至少一层薄膜而获得。
所述印刷层可位于多层材料的外侧。但是,优选地,所述印刷层位于两层薄膜之间,即嵌入层压材料中。所述印刷层可直接位于一层薄膜上或可在薄膜和印刷层之间具有一层或多层其他层。优选将所述印刷层直接印刷至薄膜1或薄膜2上。
多层材料还可包含两层或更多层印刷层。优选地,所有印刷层均包含本发明含有初始定义官能团的超支化聚酯。但是,最低要求是至少一层印刷层包含所述超支化聚酯。可将印刷层印刷于另一层印刷层上。例如,第一层为颜料,可印刷于薄膜上,随后第二层用白色或多色装饰。或者,可将底漆印刷于一层薄膜上并在其他薄膜上装饰,或者将底漆印刷于一面并在同一薄膜的另一面装饰。
当然,除薄膜1和2之外,多层层压材料还可包含其他薄膜。薄膜在层压材料中的次序通过本领域技术人员根据所需性能和多层材料的预期用途来测定。
多层材料还可包含额外层,用所述额外层在不同情况下可达到特定的性能。此处可特别提及的是粘合层,其可用于将部分或全部所述层彼此粘合。此外,还可并入其他阻隔层。例如,可将聚乙烯醇层或乙烯-聚乙烯醇层作为水蒸汽阻隔层并入。还可设置臭味或香味阻隔层。用于该目的的合适的材料公开于例如EP-A707 956或EP-A802 045中。
多层材料中的印刷层可通过用合适的包装印刷油墨来印刷或涂覆薄膜而获得。印刷优选通过柔性版印刷法或凹版印刷法进行,尽管在特定情况下可用丝网印刷或喷墨印刷。
在本发明中,术语“包装印刷油墨”或“用于包装的印刷油墨”意指用于柔性版印刷和/或凹版印刷的包含溶剂的印刷油墨,其可通过将溶剂蒸发来固化。术语“用于包装的印刷油墨”即是不言自明的又是限制性的。用于包装的印刷油墨为快速干燥印刷油墨,该油墨根据ASTMD2196(Brookfield)在25℃下在剪切速率30rpm、主轴数62下具有约50-200mPa(毫帕斯卡)、优选80-150mPa的低粘度。因此,该油墨包含沸点相对较低的溶剂。其沸点在1013hPa(百帕斯卡)下通常为50℃至140℃。
丝网印刷油墨以与柔性版或凹版油墨基本相同的方式配制,然而粘度稍微调高并通常包含在1013hPa下沸点60℃至170℃的溶剂。
根据本发明,包含粘合剂组分的印刷油墨基于初始定义的含有选自OH基、COOH基和COOR基的官能团的超支化聚酯。术语“粘合剂”同样即是不言自明的同时又是限制性的。粘合剂是印刷油墨的一种主要成分并且是薄膜实际形成的原因。粘合剂使颜料和填料固定在油墨薄膜中并粘附于基底上,并以必要量使用以实现该效果。
本发明用实际意义上的超支化聚酯进行,即分子组成和结构不均匀的高度支化的聚酯。
超支化聚酯可从中心分子开始以与树枝状大分子相同的方式合成,但是分支的链长缺乏均匀性。另一方面,超支化聚酯还可为具有功能性侧基的线性结构,或者,作为两种极端的结合,可包含线型和支化部分。对于树枝状大分子和超支化聚合物的定义还参见P.J.Flory,J.Am.Chem.Soc.1952,74,2718和H.Frey et al.,Chemistry-A EuropeanJournal,2000,6,14,2499中。关于获得超支化聚合物的不同合成方案的研究参见C.Gao,D.Yan,Prog.Polym.Sci.29(2004),183-275。
超支化聚合物可通过其支化度(DB)表征。
DB定义为
DB(%)=(T+Z)/(T+Z+L)x100,其中
T末端结合单体的平均数目,
Z形成分支的单体的平均数目,
L线性结合单体的平均数目。
“超支化”在本发明中意指支化度(DB),即每分子树枝状键的平均数与端基的平均数之和,其为10%至99.9%,优选20%至95%,更优选25%至90%,以及最优选30%至80%。
“树枝状大分子”在本发明的上下文中意指支化度为99.9%-100%。关于支化度的定义参见H.Frey et al.,Acta Polym.1997,48,30-35。
本发明的超支化聚酯包含选自OH基、COOH基和COOR基中的一种或多种官能团。
酯化羰基中的基团R优选包含具有1至60个碳原子的基团。所述基团还可包含杂原子或其他取代基。
基团R可选自烷基、环烷基、芳基和芳烷基,其还可包含杂原子或其他取代基,优选选自C1至C20烷基、C3至C12环烷基、C6至C20芳基以及C7至C20芳烷基,其还可包含杂原子或其他取代基,更优选选自不含杂原子或其他取代基的C1至C8烷基、C5至C12环烷基、C6至C12芳基以及C7至C10芳烷基,以及最优选不含杂原子或其他取代基的C1至C8烷基。
R的实例包括C1至C8烷基(例如甲基、乙基、丙基、异丙基、正丁基、异丁基、叔丁基、己基、辛基)或C6至C12芳基或芳烷基(例如苄基)。优选扩展到链中包含氧原子且具有式-(CHR’-CHR’’O)nH的基团,其中n通常为1-20的自然数并且R’和R’’彼此独立地为H或甲基或乙基,优选氢原子。
COOR基可已存在于聚合物的单体单元中;或者,可由随后COOH基或其衍生物的功能化而产生。
所述官能团基本上为端基,尽管这些官能团还可为侧基。
特别优选地,本发明所用的超支化聚酯包含OH基和COOH基。
所用聚酯通常可通过其羟基数及其酸值来表征。优选使用酸值10至200mg KOH/g、优选20至180KOH/g、极优选50至150KOH/g及特别优选70至130KOH/g以及羟基值50至500KOH/g、优选100至400KOH/g、极优选120至300及特别优选150至250KOH/g的超支化聚酯,尽管本发明并未限于此。
酸值根据先前DIN53402测定。羟基值根据DIN53240,第2部分来测定。
摩尔质量通过本领域技术人员根据本申请预期的类型来选择。已证明合适的产物为数均分子量Mn至少300、优选至少400、更优选至少500以及特别优选至少600g/mol的产物。分子量Mn的上限优选为25,000g/mol,更优选不超过15,000g/mol,极特别优选不超过10,000,以及特别优选不超过5,000g/mol。
所述超支化聚酯的均一性通常可用比例Mw/Mn表示。Mw/Mn通常为1.1至20,优选1.2至15,极特别优选1.2至10,以及特别1.3至5。
本文所提及的多分散度以及数均和重均分子量Mn和Mw的数据通过凝胶渗透色谱法用聚甲基丙烯酸甲酯作为标准液以及四氢呋喃、二甲基乙酰胺或六氟代异丙醇作为洗脱液来测定。该方法描述于AnalytikerTaschenbuch第4卷,第433至442页,Berlin1984中。
根据本发明优选的聚酯的玻璃化转变温度为0至100℃,优选25至55℃以及极优选30至50℃。
所述玻璃化转变温度Tg通过DSC法(差示扫描量热法)根据ASTM3418/82来测定。
所述超支化聚酯的合成可优选根据以下所述进行,对此本发明不限制通过该制备方法合成的聚酯的用途。
本发明的超支化聚酯通过至少一种脂环族或芳族二羧酸(A2)(选自邻苯二甲酸、间苯二甲酸、对苯二甲酸、1,2-环己烷二羧酸、1,3-环己烷二羧酸、1,4-环己烷二羧酸和甲基六氢化邻苯二甲酸或其衍生物)与至少一种包含x个OH基的至少三价的脂族醇(Cx)(选自三羟甲基丙烷、甘油和季戊四醇)反应而获得。
二羧酸(A2)可为脂环族或芳族的,优选脂环族的。
根据本发明二羧酸(A2)选自邻苯二甲酸、间苯二甲酸、对苯二甲酸、1,2-环己烷二羧酸、1,3-环己烷二羧酸、1,4-环己烷二羧酸和甲基六氢化邻苯二甲酸或其衍生物,优选选自1,2-环己烷二羧酸、1,3-环己烷二羧酸、1,4-环己烷二羧酸和甲基六氢化邻苯二甲酸或其衍生物,极优选选自1,2-环己烷二羧酸和1,4-环己烷二羧酸及其衍生物以及特别优选1,2-环己烷二羧酸或其衍生物。
所述脂环族二羧酸中的羧酸基可为顺式构型或反式构型,优选顺式构型。所用的脂环族二羧酸还可为顺式构型和反式构型产物的混合物,其中顺式构型为主要异构体。
对于1,2-环己烷二羧酸酐而言,顺式异构体优选为主要异构体。
所述二羧酸可以其本身使用或以衍生物的形式使用。
衍生物优选意指
-相应的以单体或聚合形式的酸酐,
-单烷基或二烷基酯,优选单-或二-C1-C4烷基酯,更优选单甲基或二甲基酯或相应的单乙基或二乙基酯,
-另外的单乙烯基或二乙烯基酯,以及
-混合酯,优选不同的C1-C4烷基组分的混合酯,更优选混合的甲基乙基酯。
本说明书中C1-C4烷基意指甲基、乙基、异丙基、正丙基、正丁基、异丁基、仲丁基和叔丁基,优选甲基、乙基和正丁基,更优选甲基和乙基以及极优选甲基。
二羧酸(A2)优选可以游离酸、酸酐或二-C1-C4烷基酯的形式使用,极优选酸酐或二-C1-C4烷基酯,特别酸酐或二甲基酯,以及特别酸酐。
分子内酐通常仅可能在芳族1,2-二羧酸以及顺式构型的脂环族1,2-和1,3-羧酸中形成。
为清楚起见,应当提及的是,当二羧酸(A2)以酸酐的形式使用来测定羟基与羧基的摩尔比时,一个酸酐基视为两个羧基。
在本发明的上下文中,还可使用二羧酸与一种或多种其衍生物的混合物。同样可在本发明的上下文中使用一种或多种二羧酸的两种或更多种不同衍生物的混合物。
所述至少一种包含x个OH基的三价脂族醇(Cx)选自三羟甲基丙烷、甘油和季戊四醇,优选所述三价脂族醇是三羟甲基丙烷或季戊四醇以及极优选三羟甲基丙烷。
根据本发明,至少三价的脂族醇(Cx)为三价或四价的,优选三价的。
可使用不同的至少三价的脂族醇(Cx)的混合物,例如1至3种,优选1或2种,以及极优选1种脂族醇的混合物。
本发明的超支化聚酯基本上不包含二醇(B2)。根据本发明优选的超支化聚酯基本上由二羧酸(A2)和脂族醇(Cx)构成,根据本发明极优选的超支化聚酯仅由二羧酸(A2)和脂族醇(Cx)构成。
二醇(B2)可为包含两个羟基的脂族、脂环族或芳族化合物。根据本发明聚酯中来自二醇(B2)的羟基与来自醇(Cx)和二醇(B2)的羟基的总量的比例通常不大于0.2,优选不大于0.1以及极优选0。
至少三价的脂族醇(Cx)中的羟基与二羧酸(A2)中的羧基的摩尔比为2:1至1:2,优选1.5:1至1:2,特别1.5:1至1:1.5。
在最简单的情况下,反应混合物仅由彼此反应的组分的混合物组成。但是,所述反应混合物还可包含溶剂、合适的酯化或酯交换催化剂以及——如果合适——其他添加剂。
制备上述超支化聚酯的方法可本体进行或在溶剂的存在下进行。合适的溶剂的实例包括烃类,例如链烷烃或芳烃。特别合适的链烷烃为正庚烷和环己烷。特别合适的芳烃为甲苯、邻二甲苯、间二甲苯、对二甲苯、二甲苯异构体混合物、乙苯、氯苯和邻二氯苯和间二氯苯。在酸性催化剂的存在下,其他合适的溶剂极特别为醚(例如二噁烷或四氢呋喃),以及酮(例如甲基乙基酮和甲基异丁基酮)。
根据本发明溶剂的加入量为至少0.1重量%,优选至少1重量%以及更优选至少10重量%,基于所用待反应起始物料的重量计。还可使用过量溶剂,例如1.01至10倍的溶剂,基于所用待反应起始物料的重量计。大于100倍的溶剂量是不利的,基于所用待反应起始物料的重量计,因为在显著更低的反应物浓度下,反应速率显著下降,导致不经济的长反应时间。
在一个优选的实施方案中,该反应在无溶剂添加下进行。
该方法使得超支化聚合物具有比其他方法更高的固体含量。
为进行本发明的方法,可在除水剂的存在下进行,所述除水剂在反应开始作为添加剂加入。合适的实例包括分子筛,特别是分子筛4、MgSO4和Na2SO4。还可在反应中加入其它除水剂或用新的除水剂代替除水剂。还可通过蒸馏以及例如使用水分离器来去除反应中形成的水和/或醇,其中在水分离器的情况下借助共沸生成物去除水。
水的分离还可通过汽提进行:例如通过将在反应条件下惰性的气体穿过反应混合物,以及额外地如果合适蒸馏进行。合适的惰性气体优选包括氮气、稀有气体、二氧化碳、燃烧气体或氧含量例如4至10体积%的贫氧空气(oxygen depleted air)(稀薄空气(lean air))。
本发明方法可在无催化剂的情况下进行。
在本发明的一个实施方案中,所述反应在至少一种催化剂的存在下进行。所述催化剂优选酸性无机、有机金属或有机催化剂或选自酸性无机、有机金属或有机催化剂中的两种或更多种的混合物。
本发明中酸性无机催化剂为例如硫酸(H2SO4)、硫酸盐和硫酸氢盐(例如硫酸氢钠(NaHSO4))、磷酸(H3PO4)、膦酸(H3PO3)、高磷酸(H3PO2)、水合硫酸铝、明矾、酸性硅胶(pH≤6,特别≤5)以及酸性氧化铝。其他可用的酸性无机催化剂包括例如通式Al(OR1)3的铝化合物和通式Ti(OR1)4的钛酸酯,其中基团R1可各自相同或不同且彼此独立地选自
C1-C20烷基,例如甲基、乙基、正丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基、正戊基、异戊基、仲戊基、新戊基、1,2-二甲基丙基、异戊基、正己基、异己基、仲己基、正庚基、异庚基、正辛基、2-乙基己基、正壬基、正癸基、正十二烷基、正十六烷基或正十八烷基。
C3-C12环烷基,例如环丙基、环丁基、环戊基、环己基、环庚基、环辛基、环壬基、环癸基、环十一烷基和环十二烷基;优选环戊基、环己基和环庚基。
在Al(OR1)3和/或Ti(OR1)4中基团R1优选各自相同且选自正丁基、异丙基和2-乙基己基。
优选的酸性有机金属催化剂选自例如二烷基锡氧化物R1 2SnO或二烷基锡酯R1 2Sn(OR2)2,其中R1为如上所定义且可相同或不同。
R2可具有与R1相同的定义并且还可为例如C6-C12芳基;苯基、邻甲苯基、间甲苯基、对甲苯基、二甲苯基或萘基。R2可各自相同或不同。
有机锡催化剂的实例为正辛酸锡(II)、2-乙基己酸锡(II)、月桂酸锡(II)、二丁基氧化锡、二苯基氧化锡、二丁基二氯化锡、二乙酸二丁基锡、二月桂酸二丁基锡、二马来酸二丁基锡或二乙酸二辛基锡。
特别优选的酸性有机金属催化剂的代表为二丁基氧化锡、二苯基氧化锡和二月桂酸二丁基锡。其他可能的有机金属催化剂为有机金属铋或锆化合物。
优选的酸性有机催化剂为例如包含磷酸基、磺酸基、硫酸基或膦酸基的酸性有机化合物。特别优选磺酸,例如对甲苯磺酸、苯磺酸、十二烷基苯磺酸、甲磺酸和三氟代甲磺酸。酸性离子交换剂也可用作酸性有机催化剂,实例为包含磺酸基且用约2mol%的二乙烯基苯交联的聚苯乙烯树脂。
还可将两种或更多种上述催化剂组合使用。还可使用以固定化形式的分散分子形式的有机或有机金属或无机催化剂,例如固定在硅胶或沸石上。
如果想要使用酸性无机、有机金属或有机催化剂,则根据本发明所用催化剂的量为0.1重量%至10重量%,优选0.2重量%至2重量%。
在一个实施方案中,酯化催化剂为酶。优选使用脂肪酶和酯酶。特别合适的实例为南极假丝酵母脂肪酶B(Candida antarctica lipase B)。该酶市售可得于例如Novozymes Biotech Inc.,Denmark。
所述酶优选以固定化形式使用,例如固定在硅胶或上。将酶固定化的方法本身已知于Kurt Faber,“Biotransformations in organicchemistry”,第3版1997,Springer Verlag,第3.2部分“Immobilization”第345-356页。固定化酶市售可得于例如Novozymes Biotech Inc.,Denmark。所述酶的用量通常为1重量%至20重量%,特别10-15重量%,基于所用起始物料的质量总和计。
为了进行本发明的方法,一个优选的实施方案是不使用酶。
在另一个优选的实施方案中,使用含非金属的催化剂来进行该方法。
在一个特别优选的实施方案中,不使用催化剂来进行该方法。在本发明的多层材料用作食品包装的情况下,特别优选不使用催化剂。此外,在化合物(A2)为酸酐的情况下,特别优选不使用催化剂。
用于制备上述超支化聚酯的方法优选在惰性气氛(即一种在反应条件下呈惰性的气体)下进行,惰性气体例如二氧化碳、燃烧气体、氧含量例如4至10体积%的贫氧空气(稀薄空气)、氮气或稀有气体,其中可特别提及的是氩气。
本发明方法在温度60至250℃下进行。优选在80至200℃、更优选在100至180℃下操作。当使用酶时,应当不超过100℃。
本发明方法的压力条件通常并不关键。可在显著减压(例如10至500毫巴)下操作。本发明方法还可在高于500毫巴的压力进行。在简易性的考虑上,优选在大气压力下反应;然而,还可在稍微高压(例如最高达1200毫巴)下实施。还可在显著高压(例如最高达10巴的压力)下操作。优选在减压或大气压力下反应,特别优选大气压力。
本发明方法的反应时间通常为10分钟至48小时,优选30分钟至24小时以及更优选1至12小时。
反应结束后,可简单分离出高官能度超支化聚酯,例如通过滤出催化剂以及如果合适汽提出溶剂,在汽提的情况下,溶剂的汽提通常在减压下进行。其他非常适合的后处理法是在加入水后将聚合物沉淀出并随后洗涤和干燥。
在本发明的上下文中,本发明的超支化聚酯还可以与其他粘合剂的混合物形式使用。
用于本发明印刷油墨的其他粘合剂的实例包括聚乙烯醇缩丁醛、硝化纤维、聚酰胺、聚氨酯、聚氯乙烯、聚酮、聚碳酸酯、聚丙烯酸酯或聚丙烯酸酯共聚物。优选的其他粘合剂选自硝化纤维、聚氨酯和聚乙烯醇缩丁醛,特别优选作为其他粘合剂的为硝化纤维和/或聚氨酯。已证明特别有利的结合是超支化聚酯与硝化纤维的结合。在本发明印刷油墨中所有粘合剂的总量通常为5重量%-35重量%,优选6重量%-30重量%以及更优选10重量%-25重量%,基于所有成分的总和计。
超支化聚酯与所有粘合剂的总量的重量比为至少50重量%,优选至少60重量%以及特别优选至少70重量%。
超支化聚酯与所有粘合剂的总量的重量比为小于100重量%,优选不超过90重量%,特别优选不超过80重量%。
可使用氮含量最多不超过12.6重量%(硝化度最高达85%)的硝化纤维作为粘合剂。优选的硝化纤维为氮含量11.88至12.2重量%的脂溶性硝化纤维和氮含量10.9至11.3重量%的醇溶性硝化纤维,极优选醇溶性硝化纤维。
作为粘合剂的硝化纤维描述于例如EP 1743911 A1,第[0018]至[0070]段或US5,556,925第4列,第9行至第9列,第24行中,这两个公开物以引用方式纳入本说明书。
使用单一溶剂或两种或更多种溶剂的混合物。原则上合适的溶剂包括用于印刷油墨的常规溶剂,特别是包装油墨。特别适合作为本发明印刷油墨的溶剂为醇(例如乙醇、1-丙醇、2-丙醇、乙二醇、丙二醇、二乙二醇)、取代的醇(例如乙氧基丙醇)和酯(例如乙酸乙酯、乙酸异丙酯和乙酸正丙酯、乙酸正丁酯或乙酸叔丁酯)。水也是原则上合适的溶剂。特别优选的溶剂为乙醇或主要由乙醇和乙酸乙酯组成的混合物。在原则上可能的溶剂中,本领域技术人员可根据超支化聚酯的溶解性能和印刷油墨所需的干燥速度而做出适当的选择。还可在本发明中配制慢干燥溶剂。典型的慢干燥溶剂为乙二醇醚,例如DowanolTM PM(单丙二醇单甲基醚)或DPM(二丙二醇甲基醚)或乙氧基丙醇。通常使用40重量%至80重量%的溶剂,相对于印刷油墨所有成分的总和计。
由常规线型聚氨酯配制的常规层压包装白色油墨包括40重量%至70重量%的溶剂。可比性的本发明基于超支化聚酯的白色油墨在相等的印刷粘度下具有5至20重量%,优选10至12重量%的更少的溶剂。在该测量中,基于超支化聚酯的油墨与基于常规线型聚氨酯的油墨相比,VOC量更少。
可用的着色剂包括常规染料和(尤其)常规颜料。实例为无机颜料,例如二氧化钛颜料或氧化铁颜料、干涉颜料、炭黑、金属粉末(例如特别是铝粉、黄铜粉或铜粉);以及有机颜料,例如偶氮颜料、酞菁颜料或异吲哚啉颜料,但不限于此。优选的有机颜料的实例为酞菁蓝15:4、酞菁绿7、绿36、黄12、黄14、红57:1以及红52:1。当然还可使用不同染料或着色剂的混合物,以及可溶性有机染料。通常可使用5重量%至25重量%的着色剂,相对于所有成分的总和计。
本发明的包装油墨可任选包括其他添加剂和助剂。添加剂和助剂的实例为填料,例如碳酸钙、水合氧化铝或硅酸铝和/或硅酸镁。蜡提高耐磨性并用于提高润滑性。实例特别为聚乙烯蜡、氧化聚乙烯蜡、石油蜡或地蜡。脂肪酸酰胺可用来提高表面平滑度。增塑剂用于提高干膜的弹性。实例为邻苯二甲酸酯(例如邻苯二甲酸二丁酯、邻苯二甲酸二异丁酯、邻苯二甲酸二辛酯)、柠檬酸酯或己二酸酯。为了分散颜料,可使用分散助剂。为了提高油墨对其基底薄膜的粘附力,可使用助粘剂。实例为钛螯合物。对于本发明的印刷油墨,可有利地在不含助粘剂的情况下进行,然而这不意味排除使用助粘剂。通常所有添加剂和助剂的总量不超过20重量%,优选0重量%至10重量%,相对于印刷油墨所有成分的总和计。
本发明的包装油墨可以原则上已知的方式通过将所述成分在在常规设备(例如溶解装置、搅拌球磨机或三辊轧机)中剧烈混合和/或分散来制备。有利地,首选用一部分组分和一部分溶剂制备浓缩的颜料分散体,随后用另外的成分和另外的溶剂进一步处理以形成最终的印刷油墨。
在另一个优选的方面中,本发明提供印刷清漆,其包含至少一种溶剂或不同溶剂的混合物、至少一种高分子粘合剂以及任选的其他添加剂,其中至少一种高分子粘合剂包含本发明的超支化高官能度聚酯,本发明还提供本发明印刷清漆作为保护清漆用于底漆的用途和用于制备多层材料的用途。
本发明的印刷清漆必然不含着色剂,但是具有与本发明已经指出的印刷油墨相同的成分的着色剂除外。剩余组分的量相应增加。
出乎意料地,通过使用印刷油墨(特别是包装油墨)和含有基于超支化聚酯的粘合剂的印刷清漆,获得了在单层之间具有优异粘附力的多层材料。优选不再需要添加助粘剂。
本发明的多层材料包含至少两层薄膜1和薄膜2、至少一层用本发明的油墨印刷的层和其它任选地在油墨与所述薄膜之一之间的至少一层粘合层。在本发明的一个优选的实施方案中,在油墨与所述薄膜之一之间存在一层粘合层。
所述粘合剂可选自通常用于该目的的粘合剂,例如但不限于聚氨酯分散体、聚丙烯酸酯、单包装聚氨酯粘合剂、双组分聚氨酯粘合剂和挤出层压工序中的低熔点聚乙烯。
本发明的印刷清漆本身不包含着色剂,但是具有与本发明已经指出的印刷油墨相同的成分的着色剂除外。其他组分的量相应增加。
用包装印刷油墨所得的印刷层具有与印刷油墨基本相同的组成,除了经过蒸发后存在部分或全部溶剂和任何挥发物外。
因此,由此一般性描述的本发明技术将通过参考以下实施例更容易地理解,所述实施例以说明的方式提供但并不意于限制本发明。
实施例:
一般步骤:
分子量通过凝胶渗透色谱法(GPC)测定;
洗脱液:四氢呋喃(THF);标准物:PMMA。
酸值(AN)根据上述DIN53402测定。
羟基值(OH值)根据DIN53240,第二部分测定。
玻璃化转变温度(Tg)用差示扫描量热法(DSC)测定。在该测定中,以10℃/min的速率将样品降温至低于预期Tg约50℃的初始温度,然后升温至高于预期Tg约50℃的终止温度。所给定的Tg代表第二加热循环的结果。
DBTL=二月桂酸二丁基锡
TMP=三羟甲基丙烷
HPAA=1,2-环己烷二羧酸酐(CAS85-42-7)
超支化聚酯的合成
对比实施例1(类似于US2005/0147834A1实施例1的产物):
在2升配有机械搅拌器、温度计、进气口和具有收集瓶的蒸馏装置的圆底烧瓶中,加入680g(4.65mol)己二酸和520g(3.88mol)TMP。加入0.36g DBTL作为催化剂并将该反应混合物搅拌加热至160℃。将该混合物在160℃下搅拌3h并收集反应水。随后测定该反应的酸值,当酸值达到87mg KOH/g聚合物时,通过降温至环境温度使反应停止。
获得作为无色树脂的产物。AN=87mg KOH/g聚合物,OH值=226mg KOH/g聚合物,Mn=2200g/mol,Mw=13100g/mol,Tg=-30℃。
对比实施例2(类似于US2005/0147834A1实施例2的产物):
在2升配有机械搅拌器、温度计、进气口和具有收集瓶的蒸馏装置的圆底烧瓶中,加入680g(4.65mol)己二酸和520g(3.88mol)TMP。加入0.36g DBTL作为催化剂并将该反应混合物搅拌加热至160℃。将该混合物在160℃下搅拌4h并收集反应水。随后测定该反应的酸值,当酸值达到100mg KOH/g聚合物时,通过降温至环境温度使反应停止。
获得作为无色树脂的产物。AN=100mg KOH/g聚合物,OH值=215mg KOH/g聚合物,Mn=1100g/mol,Mw=4900g/mol,Tg=-31℃。
对比实施例3(类似于US2007/213501A1实施例12的产物):
在2升配有机械搅拌器、温度计、进气口和具有收集瓶的蒸馏装置的圆底烧瓶中,加入742g(5.10mol)己二酸和257g(2.80mol)甘油和201g(1.40mol)1,4-二羟甲基-环己烷。加入0.6g DBTL作为催化剂并将该反应混合物搅拌加热至160℃。将该混合物在160℃下搅拌8h并收集反应水。随后测定该反应的酸值,当酸值达到95mg KOH/g聚合物时,通过降温至环境温度使反应停止。
获得作为无色树脂的产物。AN=95mg KOH/g聚合物,OH值=151mg KOH/g聚合物,Mn=1920g/mol,Mw=10220g/mol,Tg<-35℃。
实施例4:
在2升配有机械搅拌器、温度计、进气口和具有收集瓶的蒸馏装置的圆底烧瓶中,加入580g(3.76mol)HPAA和420g(3.13mol)TMP。加入0.3g DBTL作为催化剂并将该反应混合物搅拌加热至160℃。将该混合物在180℃下搅拌6h并收集反应水。随后测定该反应的酸值,当酸值达到92mg KOH/g聚合物时,通过降温至环境温度使反应停止。
获得作为无色脆性固体的产物。AN=92mg KOH/g聚合物,OH值=187mg KOH/g聚合物,Mn=500g/mol,Mw=2200g/mol,Tg=44℃。
实施例5:
在1升配有机械搅拌器、温度计、进气口和具有收集瓶的蒸馏装置的圆底烧瓶中,加入348g(2.26mol)HPAA和252g(1.88mol)TMP并在5.5h内加热至180℃并在该时间内移除反应水。随后测定该反应的酸值,当酸值达到93mg KOH/g聚合物时,通过降温至环境温度使反应停止。
获得作为无色脆性固体的产物。AN=92mg KOH/g聚合物,OH值=191mg KOH/g聚合物,Mn=740g/mol,Mw=2400g/mol,Tg=35℃。
实施例6:
在2升配有机械搅拌器、温度计、进气口和具有收集瓶的蒸馏装置的圆底烧瓶中,加入551g(3.7mol)1,2-邻苯二甲酸酐和500g(3.7mol)TMP。加入0.3g DBTL作为催化剂并在7h内将该反应混合物搅拌加热至180℃并收集反应水。随后测定该反应的酸值,当酸值达到40mgKOH/g聚合物时,通过降温至环境温度使反应停止。
获得作为黄色脆性固体的产物。AN=36mg KOH/g聚合物,OH值=236mg KOH/g聚合物,Mn=1590g/mol,Mw=6530g/mol,Tg=44℃。
通过混合基于硝化纤维的着色分散体和上述步骤实施例来制备一些柔性版印刷油墨。
油墨配剂和测试:油墨通常通过将包含着色剂、分散树脂、分散添加剂和溶剂的着色分散体和由聚合物粘合剂、添加剂和溶剂组成的兑稀用漆料(letdown vehicle)混合来制备。
着色分散体通过用LauTMDisperser DAS H200-K paint shaker用直径2mm的玻璃珠作为研磨介质研磨颜料而制备。以下是用于白色和彩色油墨的典型分散体制剂。
本发明中所用的氧化钛为Kemari RODI。酞菁蓝15:4为Toyo blue7400G。
兑稀用漆料使用如上述实施例所列的超支化聚酯样品通过在标准溶剂(通常为正丙醇)中溶解至少50重量%但不超过75重量%的超支化聚酯来制备。基础油墨(base ink)通过将着色分散体与兑稀用漆料以标准比用适量溶剂混合来获得。所述基础油墨的基础油墨粘度用Brookfield(ASTM D2196)测定然后通过混入溶剂将其调节至在25℃下接近100mPas的印刷粘度以进行柔性版印刷。对于白色和蓝色油墨,印刷粘度下的最终油墨组分(重量%)列于下表。所有实施例均可溶于正丙醇并使油墨稳定,除实施例1、2和3的聚酯外。根据实施例1、2和3的聚酯制备的油墨在25℃下静置24小时呈现相分离。对照油墨(control ink)由聚氨酯U335油墨载色体制成。U335(得自DSM NeoResins Inc.,Wilmington)为用于柔性版印刷以及用于凹版印刷油墨制剂的非活性高分子量半脂族聚氨酯。
表1:白色油墨的油墨组成
样品编号 | TiO2 | 硝化纤维 | 粘合剂 | 溶剂 | 总计 |
实施例-4 | 35.2 | 4.4 | 11.8 | 48.6 | 100 |
实施例-5 | 36.9 | 4.6 | 12.3 | 46.2 | 100 |
实施例-6 | 34.5 | 4.3 | 11.6 | 49.6 | 100 |
对照 | 29.0 | 3.6 | 9.7 | 57.7 | 100 |
表2:蓝色油墨的油墨组成
样品编号 | Blue15:4 | 硝化纤维 | 粘合剂 | 溶剂 | 总计 |
实施例-4 | 19.3 | 4.8 | 11.9 | 64.0 | 100 |
实施例-5 | 19.4 | 4.9 | 12.0 | 63.7 | 100 |
实施例-6 | 18.7 | 4.7 | 11.6 | 65.0 | 100 |
对照 | 16.2 | 4.0 | 10.0 | 69.8 | 100 |
在表面张力42dyne/cm的PET薄膜(DupontTM48LBT)上用K-Coater(来自RK Print-Coat Instruments Ltd)和线径0.08mm的K-1棒来压延油墨得到6微米的湿膜沉积物。
以下测试方案用于测定印刷油墨的物理性能。
胶带粘附力试验
在印刷业中,一种检测油墨在印刷薄膜上的粘附力的通用方法是胶带粘附力(ASTM F2252-03)。在室温下压延油墨一小时后进行测定以确保溶剂完全蒸发。结果用1-5级评估;5代表无油墨从薄膜上剥离,1代表100%从薄膜上剥离。
抗粘连性
抗粘连性通过使用购自Koehler Instrument的弹簧加压(springloaded press)K53000I.C.block tester来测定。该试验仿制在高温和加压储存条件下的一卷印刷薄膜。该抗粘性试验设置为10psi,50℃下16小时。等级为1-5级;5代表最优,无油墨剥离,1代表100%从薄膜上剥离。
层压材料的剥离强度
层压油墨的一个关键性能是借助粘合剂将印刷薄膜与密封薄膜(通常为熔点更低的聚烯烃薄膜,例如LDPE、低密度聚乙烯)结合来形成完整层压材料的能力。TycelTM UR7975/UR6029(来自LiofolCorporation)用作粘合剂。层压材料样品的粘合强度通过InstronTM(一种拉力试验机)评估。最常见配置是标准T-peel,其包括拉开两条粘附在一起的基片从而形成T构型(ASTM D1876)。
常规剥离力测定在1至20英寸每分钟、优选6至15英寸每分钟的恒定剥离速率下进行。粘合强度的临界值为撕裂包装薄膜的最小力。通常优选破坏性粘合强度。对于常规层压包装而言,该临界值为约135克力每厘米衬垫(gram-force per liner centimeter)。粘合强度测定超过135gm/cm即是破坏性粘合强度的最小力。
白色和蓝色油墨的油墨性能总结于表3和4。
表3:白色油墨的油墨性能
表4:蓝色油墨的油墨性能
本文中示例性描述的实施方案可在缺乏任何一个元素或多个元素、任何一个限制或多个限制(本文中未具体公开)下适当地实施。因此,例如术语“包含(comprising)”“包含(including)”“包含(containing)”等应当被宽泛地、无限制地理解。此外,本文中所用的术语和表述已经以描述性术语使用而非限制性术语,而且并不意味着在使用这些术语和表述时,排除所指出和所描述的特征的任何等同物或其部分,然而应该认识到在所要求保护的技术范围内可有多种改变。此外,短语“基本上由……组成”将理解为包括具体说明的元素和不显著影响所要求保护技术的主要的、新颖的特征的元素。短语“由……组成”不包括任何未指定的元素。
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此外,本公开的特征和方面根据马库什群组(Markush group)来描述,因此本领域技术人员会意识到本公开还可以马库什群组的任何独立元素或元素的亚组来描述。
本领域技术人员会理解到,对于任何及所有目的而言,特别在提供书面描述方面,本文所有公开范围还包括任何及所有可能的子范围及其子范围的组合。若任何所列范围被充分描述并使相同范围划分成至少相同的两部分、三部分、四部分、五部分、十部分等,则可被容易地理解。作为非限制性实例,本文所述的每个范围均可容易地分解成下面三分之一、中间三分之一和上面三分之一等。本领域技术人员还会理解到,所有表达例如“最高达”、“至少”、“大于”、“小于”等均包括所列数字并且是指可如上所述随后可划分成如子范围的范围。最后,本领域技术人员会理解到,范围包括每个单独的元素。
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Claims (10)
1.用于制备包装的多层材料,其包括至少
一层聚合物材料薄膜1,
一层可通过用包装印刷油墨印刷或涂覆而得到的印刷层,
另外一层薄膜2,
所述包装印刷油墨包含至少两种粘合剂,第一种粘合剂包含至少一种含有选自OH基、COOH基和COOR基的官能团的超支化聚酯,
其中在酯化羧基中的基团R包含具有1至60个碳原子的基团并任选还可包含杂原子或其他取代基,
其中超支化聚酯通过以下反应而获得:
至少一种脂环族或芳族二羧酸(A2)或其衍生物,其选自邻苯二甲酸、间苯二甲酸、对苯二甲酸、1,2-环己烷二羧酸、1,3-环己烷二羧酸、1,4-环己烷二羧酸和甲基六氢化邻苯二甲酸或其衍生物,与
至少一种包含x个OH基的至少三价的脂族醇(Cx),其选自三羟甲基丙烷、甘油和季戊四醇,
其中基本上不存在含有2个OH基的二醇(B2),
所述聚酯的分子量Mn为至少300g/mol并且多分散度Mw/Mn为1.2-10,并且
将反应混合物中所有这些组分的活性基团的比例选择设置为羟基与羧基或其衍生物的摩尔比2:1至1:2,
第二种粘合剂选自聚乙烯醇缩丁醛、硝化纤维、聚酰胺、聚氨酯、聚氯乙烯、聚酮、聚碳酸酯、聚丙烯酸酯和聚丙烯酸酯共聚物,
其中超支化聚酯与所有粘合剂总量的重量比为至少50重量%。
2.根据权利要求1的多层材料,其特征在于薄膜1选自聚乙烯、聚丙烯、聚苯乙烯、聚酯和聚酰胺。
3.根据权利要求1的多层材料,其特征在于薄膜2选自聚乙烯、聚丙烯、聚苯乙烯、聚酯、聚酰胺和铝箔。
4.根据权利要求1的多层材料,其特征在于所述超支化聚酯的玻璃化转变温度为20至60℃。
5.根据权利要求1的多层材料,其特征在于二羧酸(A2)为1,2-环己烷二羧酸或1,2-环己烷二羧酸酐。
6.根据权利要求1的多层材料,其特征在于包含x个OH基的至少三价的脂族醇(Cx)为三羟甲基丙烷。
7.根据权利要求1的多层材料,其特征在于第二种粘合剂选自硝化纤维和聚氨酯。
8.根据权利要求1的多层材料,其特征在于所述包装印刷油墨还包含作为粘合剂的硝化纤维,其中超支化聚酯与树脂总量的重量比为至少50重量%且小于100重量%。
9.通过以下反应所得的超支化聚酯在印刷油墨中作为粘合剂的用途:
至少一种脂环族或芳族二羧酸(A2)或其衍生物,其选自邻苯二甲酸、间苯二甲酸、对苯二甲酸、1,2-环己烷二羧酸、1,3-环己烷二羧酸、1,4-环己烷二羧酸和甲基六氢化邻苯二甲酸或其衍生物,与
至少一种包含x个OH基的至少三价的脂族醇(Cx),其选自三羟甲基丙烷、甘油和季戊四醇,
其中基本上不存在含有2个OH基的二醇(B2),
所述聚酯的分子量Mn为至少300g/mol并且多分散度Mw/Mn为1.1-20,并且
将反应混合物中所有这些组分的活性基团的比例选择设置为羟基与羧基或其衍生物的摩尔比2:1至1:2。
10.印刷油墨,其包含
-可通过以下反应获得的至少一种超支化聚酯作为第一种粘合剂:至少一种脂环族或芳族二羧酸(A2),其选自邻苯二甲酸、间苯二甲酸、对苯二甲酸、1,2-环己烷二羧酸、1,3-环己烷二羧酸、1,4-环己烷二羧酸和甲基六氢化邻苯二甲酸或其衍生物,与至少一种包含x个OH基的至少三价的脂族醇(Cx),其选自三羟甲基丙烷、甘油和季戊四醇,其中基本上不存在含有2个OH基的二醇(B2),所述聚酯的分子量Mn为至少300g/mol并且多分散度Mw/Mn为1.1-20,并且将反应混合物中所有这些组分的活性基团的比例选择设置为羟基与羧基或其衍生物的摩尔比2:1至1:2,
-第二种粘合剂,其选自聚乙烯醇缩丁醛、硝化纤维、聚酰胺、聚氨酯、聚氯乙烯、聚酮、聚碳酸酯、聚丙烯酸酯和聚丙烯酸酯共聚物,
-至少一种溶剂,
-任选另外至少一种着色剂,
-任选另外至少一种选自添加剂和助剂的化合物,其中超支化聚酯与所有粘合剂总量的重量比为至少50重量%。
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- 2012-04-13 BR BR112013026092-0A patent/BR112013026092A2/pt not_active Application Discontinuation
- 2012-04-13 CN CN2012800182367A patent/CN103476882A/zh active Pending
- 2012-04-13 EP EP12714316.2A patent/EP2697319A1/en not_active Withdrawn
- 2012-04-13 MX MX2013011753A patent/MX352375B/es active IP Right Grant
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- 2012-04-13 CN CN201711247789.0A patent/CN108034301A/zh active Pending
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Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
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CN104530935A (zh) * | 2014-12-15 | 2015-04-22 | 威海晨源分子新材料有限公司 | 一种含有新型复配树枝状有机颜料分散剂的水性涂料油墨 |
CN104530935B (zh) * | 2014-12-15 | 2017-01-04 | 威海晨源分子新材料有限公司 | 一种含有新型复配树枝状有机颜料分散剂的水性涂料油墨 |
CN107849379A (zh) * | 2015-07-31 | 2018-03-27 | 阪田油墨股份有限公司 | 层压用印刷油墨组合物及易撕裂性层压体 |
CN107921746A (zh) * | 2015-10-23 | 2018-04-17 | 惠普印迪戈股份公司 | 层压件 |
CN107921733A (zh) * | 2015-10-23 | 2018-04-17 | 惠普印迪戈股份公司 | 层压件 |
US10562268B2 (en) | 2015-10-23 | 2020-02-18 | Hp Indigo B.V. | Laminates |
US10759145B2 (en) | 2015-10-23 | 2020-09-01 | Hp Indigo B.V. | Laminates |
CN107921746B (zh) * | 2015-10-23 | 2020-10-02 | 惠普印迪戈股份公司 | 层压件 |
US10877392B2 (en) | 2015-10-23 | 2020-12-29 | Hp Indigo B.V. | Heat transfer printing |
Also Published As
Publication number | Publication date |
---|---|
BR112013026092A2 (pt) | 2020-08-11 |
JP5989090B2 (ja) | 2016-09-07 |
MX2013011753A (es) | 2013-11-04 |
JP2014517090A (ja) | 2014-07-17 |
WO2012140175A1 (en) | 2012-10-18 |
CN108034301A (zh) | 2018-05-15 |
EP2697319A1 (en) | 2014-02-19 |
US9834691B2 (en) | 2017-12-05 |
US20140193619A1 (en) | 2014-07-10 |
MX352375B (es) | 2017-11-22 |
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