CN101848948A - Sma接枝共聚物在液体组合物中的应用 - Google Patents
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Abstract
本发明的主题是来自以下接枝的接枝共聚物的用途:一种由至少两种单体共聚产生的SMA共聚物(II)上,其中(i)第一种单体选自苯乙烯及其衍生物,(ii)第二种单体含有至少一个酸酐官能团,用或者(iii)M-R-X分子(I)接枝,其含有至少一个选自单元(1)-(4)的单元(M):式(I),其中A=氧、硫或NH;且其含有至少一个选自卤素、伯胺或仲胺官能团、醇官能团、硫醇官能团、羧酸官能团或这些官能团的衍生物以及环氧官能团的化学官能团(X),所述官能团(M)与所述官能团(X)由刚性或柔性链(R)连接;或者(iv)属于三唑类分子接枝;其作为旨在用于纸张或纸板中、纸张或纸板上、坚硬表面上、皮革上或织物上的液体组合物的主要成分或添加剂。
Description
本发明涉及基于苯乙烯和酸酐单元的聚合物添加剂领域,其由接枝有含氮杂环类分子的大分子链构成。本发明还特别涉及含有这种添加剂的组合物及其特别地在造纸领域中的用途。含有由苯乙烯或苯乙烯衍生物产生的单元以及由酸酐,特别地马来酸酐产生的单元的聚合物被称为SMA。
SMA共聚物在造纸中的应用为人们所熟知。
实际上,基于苯乙烯和酸酐单元的聚合物添加剂能够改善纸张的性能,例如改善其疏水性、耐水性、可打印性、及其表面外观。这些添加剂通常作为给纸张上浆或涂胶的液体组合物中的成分,其同样能够有利地改善流变学性能,同时有助于粘度的降低,特别是在高剪切下,或能够有助于提高填料或颜料的浓度。在制纸过程中用于处理纸张的这些液体组合物是填料或颜料的含水悬浊液,其还可含有粘合剂和其它添加剂。
申请WO 02/48459公开了由苯乙烯和马来酸酐聚合生成的聚合物,其在高速方法中参于给纸张涂胶的组合物配方中。
然而,基于苯乙烯和酸酐单元的共聚物不能解决特别地在制造纸张时遇到的某些问题。
本申请人现发现将用含氮杂环的分子如UDETA接枝基于苯乙烯和酸酐单元的共聚物上能够控制共聚物的亲水-疏水平衡,其例如使富含苯乙烯的共聚物能够更好的溶解,其表现为经处理的纸张的疏水性能的改善。此外,使用诸如UDETA的含氮杂环的分子进行接枝将赋予纸浆纤维以更优良的相容性,并使颜料和/或填料更好的分散于用于造纸的液体组合物中。在根据本发明的其它应用中,同样得益于将诸如UDETA的分子接枝到基于苯乙烯和酸酐单元的共聚物上而获得了更好的表面活性和分散性。
本发明的聚合添加剂是由以下接枝获得的一种接枝共聚物:
·在至少两种单体共聚产生的SMA共聚物(II)上,其中(i)第一种单体选自苯乙烯及其衍生物,(ii)第二种单体含有至少一个酸酐官能团,用
·或者(iii)M-R-X分子(I)的接枝,其含有至少一个选自单元(1)-(4)的单元(M):
其中A=氧、硫或NH;
且其含有至少一个选自卤素、伯胺或仲胺官能团、醇官能团、硫醇官能团、羧酸官能团或这些官能团的衍生物和环氧官能团的化学官能团(X),单元(M)与所述官能团(X)由刚性或柔性链(R)连接。
或者(iv)属于三唑类分子的接枝。
在SMA共聚物(II)情况下,其中还可存在来自其它单体的单元,这不从SMA名称中排除这些聚合物。SMA共聚物也可通过共价键与其它聚合物连结,尤其与能够化学连接到SMA上的弹性聚合物连结。酸酐单元由于保持共聚物的反应性或官能化位点,从而能够与其它类型的分子发生化学反应。
当酸酐基团参与任何涉及使酸酐基团打开的改性反应时,所生成的产物将被称为改性SMA或经过官能化的SMA衍生物。看起来中肯地明确指出的是,在水性介质中溶解SMA共聚物的过程中加入无机或有机碱是常规的操作方式,对于所述有机碱最通常为胺。在此种情况下,酸酐基团能够打开并与有机或无机碱形成羧酸盐。该成盐作用引起或促进SMA共聚物的溶解。根据本发明的通过接枝分子(I)来改性SMA共聚物(II)并非简单对应于酸-碱成盐反应,而更准确地对应于,在分开的接枝步骤中,分子(I)在共聚物(II)上的真实的化学接枝,其在使用改性的SMA添加剂之前进行,所述分开的接枝步骤在适当溶剂中的溶液中进行(随后对接枝的共聚物进行分离)或在熔融状态进行,则无需溶剂,且使得它可在本领域技术人员熟知的热塑性聚合物的转化设备中实施操作,例如挤压机、压延机和其它混合器。
SMA共聚物(II)由至少两种不同单体共聚产生,即苯乙烯单体,优选为苯乙烯,和含有酸酐基团的单体,优选为马来酸酐。SMA共聚物同样可通过与一种或多种其它另外的单体共聚而成,例如,丙烯酸类共单体,如(甲基)丙烯酸烷基酯。SMA共聚物还可通过化学键与其它聚合物连结,尤其与弹性聚合物连结。
SMA共聚物(II)油单体的混合物共聚而成,该混合物含有0.5-65%的具有酸酐官能团的单体件(相对于全部单体混合物的重量百分比)。
本发明的SMA共聚物的分子量对于数均分子量Mn为500-500000道尔顿。优选地,用于本发明的SMA共聚物的数均分子量为2000-100000道尔顿。
苯乙烯单元与酸酐单元的比例可为0.6/1-29/1,优选为1/1-6/1。
分子M-R-X(I)由脲与至少一种选自烯化胺、胺、氨基醇和酰胺的化合物反应而成。所述化合物有利地含有至少一个伯胺(-NH2)和至少一个仲胺(-NH-)官能团,所述官能团由含有至少2个碳原子的碳链连接。刚性或柔性链(R)是一个能够承载一个或多个杂原子的烃链。其可为1-30个碳原子组成的线性或支化烃链、可为环或可为一系列由-C(O)O-、O(C)O、C(O)、-O-、-S-、-NH-桥键连接的烷基或芳基单元。
例如可列举:
●UTETA分子:1-(2-[(2-氨基乙基)氨基]乙基)咪唑-2-酮,由脲与三乙基四胺(TETA)反应生成;
●UTEPA分子:1-(2-{2-[(2-氨基乙基氨基)乙基]氨基}乙基)咪唑烷2-酮,由脲与四乙基五胺(TEPA)反应生成;
●UDETA分子:2-氨基乙基咪唑烷酮或1-(2-氨基乙基)咪唑烷-2-酮,由脲与二乙基三胺(DETA)反应生成;
1-(2-氨基乙基)咪唑烷-2-酮
●UDETA分子(上式):2-氨基乙基咪唑烷酮或1-(2-氨基乙基)咪唑烷-2-酮,由脲与二乙基三胺(DETA)反应生成。
分子(I)的官能团(X)有利地为伯胺或仲胺官能团。
分子(I)的单元(M)有利地为其中A=氧的咪唑烷酮类杂环的单元(1)。
分子(I)优选为1-(2-氨基乙基)咪唑烷-2-酮或UDETA。
1-(2-氨基乙基)咪唑烷-2-酮或UDETA
关于三唑类分子,可列举:
●4-氨基-1,2,4-三唑
●3-氨基-1,2,4-三唑
分子(I)与共聚物(II)之间的反应可在溶液中或在熔融状态下进行。分子(I)与共聚物(II)可在诸如氯仿的适当溶剂中形成溶液,同时选择反应温度以使反应在几分钟至几小时的合理时间内发生。或者也可使分子(I)与共聚物(II)在熔融状态下接触,此时无需溶剂,并使得其可在本领域技术人员熟知的热塑性聚合物的转化设备中实施操作,例如挤压机、压延机和其它混合器中操作。
关于本发明改性SMA聚合物的应用,可列举如下:
●作为在制纸领域中的添加剂。该添加剂是用在纸张中或纸张上的液体组合物中的一种成分。这些组合物可被用于纸张的上浆或涂胶。它们也可用在制纸的收尾工艺中,例如为纸张加覆涂层以使纸张上的后面的印刷变得容易。这种添加剂还使经过涂胶的纸张在可印刷性、色彩真实性、清晰度、耐机械性和触感方面的性能得以提高。获得了具有用添加本发明添加剂的涂层覆盖的涂胶纸张的强度和柔性之间的有利折衷,和纸张上的一层或多层涂层具有很好的附着性。此外,由于该添加剂,还能实现更好的印刷清晰度。其还赋予纸张以耐受性,例如耐水(使纸张疏水)、耐油或耐其它物质。其提高了纸张中的持水量(水/粘合剂与填料或颜料的相容性)。
●作为主要成分或作为添加剂,其用于制造可应用在表面上的涂层或液体组合物,所述表面如在地面表面,特别是在瓷砖或地板制成的地面表面上,以使其具有光亮崭新的外观。这些涂层在其载体上表现出优异的附着性以及优良的机械稳定性,这使经过处理的载体(如地面)性能更佳。
●作为表面活性剂尤其用于稳定化发生在分散介质中的聚合反应,分散介质为如正相和反相乳化液(常规、细乳液(mini-émulsion)、微乳液)、正相和反相悬浊液和分散或沉淀形式。参见《Les latex synthétiques.Elaboration-Propriétés-Applications》(该书由Jean-Claude Daniel与Christian Pichot协同编写,由EditionsTec&Doc Lavoisier 2006出版,ISBN 2-7430-0741-9)一书的第7章,其描写了各种类型的在分散介质中发生的聚合反应。
●作为助-表面活性剂:-在通过适当的乳液聚合合成丙烯酸粘合剂的过程中制造油墨、颜料或清漆的水性组合物;
-用于制造用于皮革、编织型或非编织型织物的粘合剂或涂层。
●作为无机或有机颜料的分散剂,尤其在油墨组合物中。其还能够使颜料的研磨变得容易。
●作为诸如碳酸钙、高岭土、二氧化钛或水泥的无机填料在诸如灰浆、砂浆、混凝土、颜料和清漆的组合物中的分散剂。其也可为另一类涂层(例如用于纸张的涂层)中的分散剂。
●作为适用于纸张或纸板中、纸张或纸板上、坚硬表面上、皮革上或织物上的液体组合物的主要成分或添加剂。
坚硬表面优选选自地面、墙壁和天花板。
以下实施例详细说明本发明,并不限制其范围:
实施例1:在挤压机中使SMA共聚物与UDETA接枝
接枝前的SMA共聚物是含有14重量%马来酸酐的产品。其数均分子量Mn为85000g/mol,重均分子量Mw为188000g/mol。接枝过程在型号为DSM Micro 15 Compounder的微型挤压机中在氮气流下进行。SMA在恒温箱中在真空下以120℃预先处理12小时,以重新形成能够发生水解的酸酐。然后将12g SMA与400mg摩尔纯度高于85%的UDETA混合。挤压温度为220℃,转速为50转/分钟。该材料保持优良的可处理性。
热力学分析:
10mg接枝SMA和非接枝SMA样品分别经过量热法进行分析,该分析利用DSC TA Q1000型设备在T4模式下进行。这两种材料的玻璃化转变温度在10℃/min的升温和降温速率下测定。接枝SMA的玻璃化转变温度比非接枝SMA高5.4℃(分别为135.5℃和130.1℃)。
实施例2:在挤压机中使SMA共聚物与更少量的UDETA接枝
接枝前的SMA共聚物与实施例1中相同。接枝在型号为DSM Micro 15Compounder的微型挤压机中在氮气流下进行。SMA在恒温箱中在真空下以120℃预先处理12小时,以重新形成能够发生水解的酸酐。然后将12g SMA与170mg摩尔纯度高于85%的UDETA混合。挤压温度为220℃,转速为50转/分钟。所得材料保持良好的可处理性。
热力学分析:
10mg接枝SMA和非接枝SMA样品分别经过量热分析,该分析利用DSC TAQ1000型设备在T4模式下进行。这两种材料的玻璃化转变温度在10℃/min的升温和降温速率下测定。接枝SMA的玻璃化转变温度比非接枝SMA高2.7℃(分别为132.7℃和130.1℃)。
实施例3:纸张上的疏水效果
使实施例1和2的聚合物在软化水中在搅拌下形成5重量%的水分散体。向聚合物悬浊液中混合35°SR的精制纸纤维浆料,和阳离子聚合物试剂(所谓的保留剂(agent de rétention))用于在造纸机中制造纸张,该聚DADMAC(聚二烯丙基二甲基氯化铵),其用量为所述纤维的0.3重量%。调节本发明接枝共聚物的分散体量以使聚合物的量为相对于纤维约5%。使该悬浊液随后通过实验室造纸机(formette de laboratoire)以获得60-70g/m2且厚度为80-100微米的纸张。作为参照,制备不含有实施例1和2的聚合物,但含有聚DADMAC的纸张。
如此制得的纸张的疏水性可通过COBB实验测得,该实验为本领域技术人员所熟知且根据标准NF EN 20535-ISO 535进行;参照纸张和含有本发明接枝组合物的纸张间的比较结果列于表1:
COBB值(g/m2)
参照纸浆 160
具有实施例1聚合物 100
具有实施例2聚合物 80
聚合物的疏水效果表现为COBB值的减小。
实施例4:低分子量的SMA共聚物的接枝以及所得聚合物的表面活性性质
接枝前的SMA共聚物为SARTOMER SMA 1000产品,其包含苯乙烯单元:马来酸酐单元的比例为1∶1。将SMA 1000颗粒在研钵或磨碎机中研磨以获得细粉,其随后在恒温箱中在真空下以120℃对其处理12小时,以重新形成能够发生水解的酸酐。在型号为DSM Micro 15Compounder的微型挤压机中在氮气流下使12g所述粉末与170mg摩尔纯度高于85%的UDETA混合。挤压在220℃、转速为50转/分钟的条件下实施。该材料非常流动的。
为了测定稀释有实施例1所得接枝共聚物的水溶液的表面活性性质,在软化水中的水溶液被制备为1重量%的接枝共聚物。用0.8微米的滤器过滤该溶液。然后将过滤后的1%溶液依次稀释制备0.1重量%、0.05重量%、0.01重量%和0.001重量%的溶液。利用商标为的液滴张力计(通过软件控制)使用具有直径20微米的针测量这些溶液的表面张力。表2列出进行测量的结果:
表2
浓度(%) | 0.0010 | 0.010 | 0.045 | 0.10 | 1.0 |
张力(mN/m) | 69 | 69 | 67 | 58 | 45 |
表中的结果表明实施例1所得接枝共聚物的表面活性与其两性特性相关。其因此可以用于提供给纸张或纸板一定的疏水性,同时由于其亲水部分,可以使填料和颜料良好分散并使其与构成纸张的纸浆纤维(亲水)间具有良好的亲和性。
Claims (17)
1.接枝共聚物的用途,该接枝共聚物来自以下接枝:
·在至少两种单体共聚产生的SMA共聚物(II)上,其中(i)第一种单体选自苯乙烯及其衍生物,和(ii)第二种单体含有至少一个酸酐官能团,用
·或者(iii)M-R-X分子(I)的接枝,其含有至少一个选自单元(1)-(4)的单元(M):
其中A=氧、硫或NH;
且其含有至少一个选自卤素、伯胺或仲胺官能团、醇官能团、硫醇官能团、羧酸官能团或这些官能团的衍生物和环氧官能团的化学官能团(X),单元(M)与所述官能团(X)通过刚性或柔性链(R)连接;
或者(iv)属于三唑类的分子的接枝;
该接枝共聚物作为旨在应用于纸张或纸板中、纸张或纸板上、坚硬表面上、皮革上或织物上的液体组合物的主要成分或添加剂。
2.根据权利要求1的用途,特征在于所述纸张为印刷-书写纸张或包装纸,特别是由脱墨的机械浆纸的纸浆或再生纸的纸浆制造的包装纸。
3.根据权利要求1的用途,特征在于坚硬表面选自地面、墙壁和天花板。
4.根据权利要求1-3任一项的用途,特征在于其为油墨、颜料或清漆的水性液体组合物的添加剂。
5.根据权利要求4的用途,特征在于该添加剂为表面活性剂或助-表面活性剂。
6.根据权利要求4的用途,特征在于该添加剂为无机或有机颜料和/或无机填料的分散剂。
7.根据权利要求6的用途,特征在于该添加剂为选自碳酸钙、高岭土、二氧化钛或水泥的无机填料的分散剂。
8.根据权利要求6或7的用途,特征在于该添加剂为一种在选自灰浆、砂浆、混凝土的组合物中的分散剂。
9.根据前述任一权利要求所述的用途,特征在于SMA(II)共聚物由单体混合物共聚获得,该混合物含有0.5-65%的包含酸酐官能团的单体(相对于全部单体混合物的重量百分比)。
10.根据前述任一权利要求所述的用途,特征在于SMA共聚物(II)的数均分子量Mn为500-500000道尔顿,优选为2000-100000道尔顿。
11.根据前述任一权利要求所述的用途,特征在于含有酸酐官能团的单体为马来酸酐。
12.根据前述任一权利要求所述的用途,特征在于分子(I)由脲与至少一种选自烯基胺、胺、氨基醇和酰胺的化合物反应获得。
13.根据前述任一权利要求所述的用途,特征在于分子(I)由脲与至少一种含有至少一个伯胺(-NH2)和至少一个仲胺(-NH-)官能团的化合物反应生成,所述官能团由含有至少2个碳原子的碳链连接。
14.根据前述任一权利要求所述的用途,特征在于官能团(X)为伯胺或仲胺官能团。
15.根据前述任一权利要求所述的用途,特征在于分子(I)中的单元(M)为其中A=氧的咪唑烷酮类杂环的单元(1)。
17.根据权利要求1-11中任一项的用途,特征在于该三唑类由4-氨基-1,2,4-三唑和3-氨基-1,2,4-三唑构成。
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FR0756223A FR2918381B1 (fr) | 2007-07-02 | 2007-07-02 | Utilisation de copolymeres sma greffes dans des compositions liquides |
FR0756223 | 2007-07-02 | ||
PCT/FR2008/051121 WO2009004264A1 (fr) | 2007-07-02 | 2008-06-23 | Utilisation de copolymeres sma greffes dans des compositions liquides |
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EP (1) | EP2162477B1 (zh) |
JP (1) | JP5158550B2 (zh) |
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GB1053791A (zh) | 1900-01-01 | |||
US2980652A (en) * | 1958-09-19 | 1961-04-18 | Rohm & Haas | Unsaturated derivatives of n-(omega-aminoalkyl)-1, 3-cyclodiazolidin-2-ones and copolymers thereof |
US2971939A (en) | 1959-01-30 | 1961-02-14 | Monsanto Chemicals | Process for preparing homogeneous copolymers of a vinylidene monomer and a maleic monomer and product thereof |
NL6903485A (zh) | 1968-01-23 | 1970-09-08 | Roehm & Haas Gmbh | |
US3444151A (en) * | 1965-09-07 | 1969-05-13 | Sinclair Research Inc | Styrene-maleic anhydride-amine polymers as emulsifiers in polymerization of vinyl monomers |
US3363029A (en) * | 1965-11-24 | 1968-01-09 | Sinclair Research Inc | Amine and ammonium salts of allylic esters of styrene/maleic anhydride polymers as stabilizer in aqueous polymerization processes |
DE3162325D1 (en) | 1980-12-12 | 1984-03-22 | Bayer Ag | Paper-sizing agents and a process for their preparation |
DE3447824C2 (de) | 1984-12-29 | 1986-12-11 | Heinz Georg Hünibach Thun Baus | Einrichtung mit einem ersten Speicher für Informationen |
US4868259A (en) | 1986-05-15 | 1989-09-19 | The Goodyear Tire & Rubber Company | Emulsion polymerization process |
US5115018A (en) * | 1987-08-24 | 1992-05-19 | Allied-Signal Inc. | High-impact, styrenic polymer/thermoplastic polymer grafted blends |
CA2013891C (en) | 1989-04-18 | 2003-01-14 | Joseph M. Bollinger | Dispersant polymethacrylate viscosity index improvers |
EP0412832A3 (en) | 1989-08-11 | 1992-03-04 | Nippon Petrochemicals Company, Limited | Graft-modified substance, process for preparing same, and thermoplastic resin composition using the graft-modified substance |
US5270399A (en) * | 1992-09-22 | 1993-12-14 | Basf Corporation | Urea-modified copolymers as dispersants for pigments in coating compositions |
US5290849A (en) | 1992-11-06 | 1994-03-01 | Monsanto Company | Polymer solution for sizing paper |
US6846525B2 (en) * | 1993-03-19 | 2005-01-25 | Xerox Corporation | Recording sheets containing purine, pyrimidine, benzimidazole, imidazolidine, urazole, pyrazole, triazole, benzotriazole, tetrazole, and pyrazine compounds |
US5514502A (en) | 1993-08-16 | 1996-05-07 | Fuji Photo Film Co., Ltd. | Photopolymerizable composition, color filter, and production of color filter |
GB9607570D0 (en) * | 1996-04-12 | 1996-06-12 | Sandoz Ltd | Improvements in or relating to organic compounds |
FR2749328B1 (fr) | 1996-05-31 | 1998-07-17 | Atochem Elf Sa | Collage du papier au moyen de dispersions-latex de copolymeres monomeres hydrophobes/polymeres de type styrene- anhydride maleique a faible masse moleculaire |
NL1016845C2 (nl) * | 2000-12-11 | 2002-06-28 | Topchim N V | Papierbekledingssamenstelling. |
FR2836480B1 (fr) | 2002-02-26 | 2005-04-01 | Atofina | Adhesifs thermofusibles a base de copolymeres greffes a blocs polyamides |
FR2878265B1 (fr) | 2004-11-25 | 2007-02-23 | Arkema Sa | Utilisation d'une composition thermoplastique comme additif pour la coloration ou l'impression de resines thermoplastiques apolaires, telles que le polypropylene |
FR2882060B1 (fr) | 2005-02-11 | 2007-12-28 | Arkema Sa | Utilisation de compositions thermoplastiques pour la protection thermique de substrats |
US20070117909A1 (en) | 2005-10-27 | 2007-05-24 | Dow Global Technologies Inc. | Process for forming a reinforced polymeric material and articles formed therewith |
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2007
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2008
- 2008-06-23 EP EP08806053A patent/EP2162477B1/fr not_active Not-in-force
- 2008-06-23 JP JP2010514055A patent/JP5158550B2/ja not_active Expired - Fee Related
- 2008-06-23 CN CN200880023044A patent/CN101848948A/zh active Pending
- 2008-06-23 WO PCT/FR2008/051121 patent/WO2009004264A1/fr active Application Filing
- 2008-06-23 US US12/667,256 patent/US8133944B2/en not_active Expired - Fee Related
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US8133944B2 (en) | 2012-03-13 |
FR2918381B1 (fr) | 2010-02-26 |
JP2010531936A (ja) | 2010-09-30 |
US20100249281A1 (en) | 2010-09-30 |
JP5158550B2 (ja) | 2013-03-06 |
EP2162477A1 (fr) | 2010-03-17 |
WO2009004264A1 (fr) | 2009-01-08 |
US20120136095A1 (en) | 2012-05-31 |
EP2162477B1 (fr) | 2012-08-22 |
FR2918381A1 (fr) | 2009-01-09 |
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