CN101035845A - N-乙烯基吡咯烷酮的均聚物及共聚物的水溶液的稳定 - Google Patents
N-乙烯基吡咯烷酮的均聚物及共聚物的水溶液的稳定 Download PDFInfo
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- CN101035845A CN101035845A CNA2005800337531A CN200580033753A CN101035845A CN 101035845 A CN101035845 A CN 101035845A CN A2005800337531 A CNA2005800337531 A CN A2005800337531A CN 200580033753 A CN200580033753 A CN 200580033753A CN 101035845 A CN101035845 A CN 101035845A
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- Prior art keywords
- vinyl
- solution
- methyl
- hydrogen peroxide
- multipolymer
- Prior art date
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- 239000007864 aqueous solution Substances 0.000 title claims abstract description 21
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- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 68
- 239000000243 solution Substances 0.000 claims abstract description 33
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical class C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims abstract description 19
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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Abstract
本发明涉及N-乙烯基吡咯烷酮的均聚物及共聚物的水溶液,其中所述溶液通过含量为100-5000ppm的过氧化氢进行物理稳定。
Description
本发明涉及用过氧化氢来改进N-乙烯基吡咯烷酮的均聚物及共聚物的水溶液的物理稳定性,以及一种生产该溶液的方法。
呈水溶液形式的N-乙烯基吡咯烷酮的均聚物及共聚物用于许多应用领域。使用者通常将该溶液储存一定的时间。这要求溶液物理性质的稳定,即气味、颜色、不透明性的稳定。粘度的稳定对于该溶液的应用性能也是重要的。这里稳定的一个重要方面是对短期热应力的稳定。热应力例如可导致颜色的减弱,这由碘色数的增加而表明。另外,甚至在进一步处理聚合物溶液以形成含水体系如凝胶之后,也应确保聚合物的物理稳定性而不会导致下游产物的性质受到不利影响。同时,还必需保护该溶液免受细菌攻击。使用过氧化氢与在水溶液中的N-乙烯基吡咯烷酮的均聚物或共聚物来生产灭菌剂配合物是本身已知的。为此,首先制备聚合物与H2O2的溶液,然后将其转化为粉状配合物。该产物包含百分数范围的配合键接的过氧化氢。该配合物例如描述于DE-A 43 44 131中。
然而人们担心在相应聚合物溶液中使用过氧化氢可能导致这些聚合物的交联,因为过氧化氢也用于生产交联的PVP。因此,例如由WO 98/58990中已知聚乙烯基吡咯烷酮可用过氧化氢交联。
此外,已知可以用对羟基苯甲酸烷基酯稳定该聚合物的水溶液。虽然所述对羟基苯甲酸酯例如可用于化妆品的应用,它们也具有与应用有关的缺点。尤其在用于低分子量VP聚合物时,相容性较低。此外,观察到混浊,这意味以此方式稳定的产物不适于例如发胶的应用。此外,通常必需将该组合物以百分数范围的量用于有效的稳定,并且该组合物以未变量存在于最终产物中。也不可能排除该组合物的过敏反应。
本发明的目的是找到一种使聚合物溶液稳定的改进方法。
因此,已经发现为了稳定N-乙烯基吡咯烷酮的均聚物及共聚物的聚合物水溶液,将过氧化氢的含量调节为100-5000ppm。
此外,已经发现了一种生产该稳定溶液的方法,其中用含水过氧化氢将聚合物水溶液调节至过氧化氢的含量为100-5000ppm。
为了存在100-2500ppm过氧化氢,优选将足够的过氧化氢加入聚合物溶液中。这些数据指起始含量,即在添加两天之后可测量的含量。取决于热应力或其它影响,可测量的含量可能在延长的储存时下降。然而,在延长的期间内保持了稳定效果。
过氧化氢的用量可由溶液中聚合物的类型决定。在聚合物例如包含季铵化N-乙烯基咪唑作为共聚单体的情况下,仅100-500ppm,优选至多300ppm,非常特别优选至多200ppm的较少量足以用来稳定。然而,在聚乙烯基吡咯烷酮的情况下,建议加入量大于500ppm,尤其大于700ppm,特别优选1000-2500ppm。
除未交联的聚乙烯基吡咯烷酮以外,合适的N-乙烯基吡咯烷酮的均聚物及共聚物原则上为N-乙烯基吡咯烷酮与以下可自由基共聚的单体的所有共聚物:
合适的单体例如为丙烯酸和取代丙烯酸及其盐、酯和酰胺,其中碳原子上的取代基在丙烯酸的二位和三位上并且相互独立地选自C1-C20烷基、-CN、COOH,特别优选甲基丙烯酸、乙基丙烯酸、丙烯酰胺、甲基丙烯酰胺、N,N-二甲基丙烯酰胺和N,N-二甲基甲基丙烯酰胺。
其它合适的单体为丙烯酸的酰胺及其衍生物,例如乙基丙烯酰胺、N-甲基丙烯酰胺、N-乙基丙烯酰胺、N-异丙基丙烯酰胺、N-丁基丙烯酰胺、N-叔丁基丙烯酰胺、N-辛基丙烯酰胺、N-叔辛基丙烯酰胺、N-十八烷基丙烯酰胺、N-苯基丙烯酰胺、N-甲基甲基丙烯酰胺、N-乙基甲基丙烯酰胺、N-异丙基甲基丙烯酰胺、N-十二烷基甲基丙烯酰胺、N-[3-(二甲基氨基)丙基]甲基丙烯酰胺、N-[3-(二甲基氨基)丙基]丙烯酰胺、N-[3-(二甲基氨基)丁基]甲基丙烯酰胺、N-[8-(二甲基氨基)辛基]甲基丙烯酰胺、N-[12-(二甲基氨基)十二烷基]甲基丙烯酰胺、N-[3-(二乙基氨基)丙基]甲基丙烯酰胺、N-[3-(二乙基氨基)丙基]丙烯酰胺,不饱和磺酸如丙烯酰胺基丙烷磺酸;3-氰基丙烯酸。
丙烯酸酯及其衍生物,例如丙烯酸甲酯、丙烯酸乙酯、丙烯酸丙酯、丙烯酸正丁酯、丙烯酸异丁酯、丙烯酸叔丁酯、丙烯酸2-乙基己酯、丙烯酸癸酯、甲基丙烯酸甲酯、甲基丙烯酸乙酯、甲基丙烯酸丙酯、甲基丙烯酸正丁酯、甲基丙烯酸异丁酯、甲基丙烯酸正丁酯、甲基丙烯酸2-乙基己酯、甲基丙烯酸癸酯、(甲基)丙烯酸十八酯、丙烯酸2,3-二羟基丙酯、甲基丙烯酸2,3-二羟基丙酯、丙烯酸2-羟乙酯、丙烯酸羟丙酯、甲基丙烯酸2-羟乙酯、乙基丙烯酸2-羟乙酯、丙烯酸2-甲氧基乙酯、甲基丙烯酸2-甲氧基乙酯、乙基丙烯酸2-甲氧基乙酯、甲基丙烯酸2-乙氧基乙酯、乙基丙烯酸2-乙氧基乙酯、甲基丙烯酸羟丙酯、甘油单丙烯酸酯、甘油单甲基丙烯酸酯、聚烷撑二醇(甲基)丙烯酸酯、(甲基)丙烯酸N,N-二甲基氨基甲酯、(甲基)丙烯酸N,N-二乙基氨基甲酯、(甲基)丙烯酸N,N-二甲基氨基乙酯、(甲基)丙烯酸N,N-二乙基氨基乙酯、(甲基)丙烯酸N,N-二甲基氨基丁酯、(甲基)丙烯酸N,N-二乙基氨基丁酯、(甲基)丙烯酸N,N-二甲基氨基己酯、(甲基)丙烯酸N,N-二甲基氨基辛酯、(甲基)丙烯酸N,N-二甲基氨基十二酯。
其它合适单体为C1-C40线性羧酸、C3-C40支链羧酸或C3-C40碳环羧酸的乙烯基酯和烯丙基酯如乙酸乙烯酯、丙酸乙烯酯;以及其水解产物如乙烯醇;卤代乙烯或烯丙基卤,优选氯乙烯和烯丙基氯;乙烯基醚,优选甲基乙烯基醚、乙基乙烯基醚、丁基乙烯基醚或十二烷基乙烯基醚;乙烯基甲酰胺;N-乙烯基-N-甲基乙酰胺;乙烯基胺;甲基乙烯基酮;乙烯基内酰胺,优选乙烯基吡咯烷酮、乙烯基己内酰胺和乙烯基哌啶酮;乙烯基或烯丙基取代的杂环化合物,优选乙烯基吡啶、乙烯基唑啉和烯丙基吡啶,以及乙烯基呋喃和烯丙基醇。
N-乙烯基咪唑也是合适的,其中R9-R11相互独立地为氢、C1-C4烷基或苯基:
实例为1-乙烯基咪唑、1-乙烯基-2-甲基乙烯基咪唑、3-甲基-1-乙烯基咪唑氯化物和3-甲基-1-乙烯基咪唑甲基硫酸盐。
其它合适的单体为如下通式的二烯丙基胺:
其中,R12=C1-C24烷基,例如二烯丙基二甲基氯化铵。
其它合适的单体为马来酸、富马酸、马来酸酐及其半酯和半酰胺及酰亚胺、马来酰亚胺、巴豆酸、衣康酸、乙烯基醚(例如甲基乙烯基醚、乙基乙烯基醚、丁基乙烯基醚或十二烷基乙烯基醚)、二氯乙烯和具有至少一个碳-碳双键的烃,优选苯乙烯、α-甲基苯乙烯、叔丁基苯乙烯、苯乙烯磺酸及其盐、丁二烯、异戊二烯、环己二烯、乙烯、丙烯、1-丁烯、2-丁烯、异丁烯、乙烯基甲苯。
在这些单体中特别优选丙烯酸、甲基丙烯酸、马来酸、富马酸、巴豆酸、马来酸酐及其半酯和半酰胺和酰亚胺、丙烯酸甲酯、甲基丙烯酸甲酯、丙烯酸乙酯、甲基丙烯酸乙酯、丙烯酸正丁酯、甲基丙烯酸正丁酯、丙烯酸叔丁酯、甲基丙烯酸叔丁酯、丙烯酸异丁酯、甲基丙烯酸异丁酯、丙烯酸2-乙基己酯、丙烯酸十八酯、甲基丙烯酸十八酯、N-叔丁基丙烯酰胺、N-辛基丙烯酰胺、N-叔辛基丙烯酰胺、丙烯酸2-羟乙酯、丙烯酸2-羟丙酯、甲基丙烯酸2-羟乙酯、甲基丙烯酸3-羟丙酯、丙烯酸3-羟丙酯、烷撑二醇(甲基)丙烯酸酯、苯乙烯、不饱和磺酸及其盐如丙烯酰胺基丙烷磺酸和苯乙烯磺酸、乙烯基吡咯烷酮、乙烯基己内酰胺、乙烯基醚(例如甲基乙烯基醚、乙基乙烯基醚、丁基乙烯基醚或十二烷基乙烯基醚)、乙烯基甲酰胺、N-乙烯基-N-甲基乙酰胺、乙烯基胺、1-乙烯基咪唑、1-乙烯基-2-甲基咪唑、甲基丙烯酸N,N-二甲基氨基甲酯和N-[3-(二甲基氨基)丙基]甲基丙烯酰胺;3-甲基-1-乙烯基咪唑氯化物、3-甲基-1-乙烯基咪唑甲基硫酸盐、甲基丙烯酸N,N-二甲基氨基乙酯、N-异丙基甲基丙烯酰胺、用氯代甲烷季铵化的N-[3-(二甲基氨基)丙基]甲基丙烯酰胺、VCAp、VI、1-乙烯基-3-甲基咪唑盐如氯化物和甲基硫酸盐(QVI)、VAC、(甲基)丙烯酰胺、(甲基)丙烯酸二甲基氨基乙酯和二甲基氨基乙基(甲基)丙烯酰胺及其季铵化的类似物、二烯丙基二甲基氯化铵、乙烯醇(聚合后通过乙酸乙烯酯的水解)、VFA、乙烯基胺(聚合后通过VFA的水解)、(甲基)丙烯酸二甲基氨基丙酯、二甲基氨基丙基(甲基)丙烯酰胺、(甲基)丙烯酸、乙烯基哌啶酮、N,N-二甲基(甲基)丙烯酰胺、叔丁基(甲基)丙烯酰胺、N-叔辛基(甲基)丙烯酰胺、十八烷基(甲基)丙烯酰胺、(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸丁酯、(甲基)丙烯酸叔丁酯、(甲基)丙烯酸2,3-二羟基丙酯、N-异丙基丙烯酰胺、丙酸乙烯酯、1-乙烯基-2-甲基咪唑、乙烯基吡啶、(甲基)丙烯酸的酯或烯丙基醇的醚以及总共具有2-200个EO或PO单元或EO/PO单元且链端为甲氧基或羟基的聚氧化乙烯或聚氧化丙烯或共聚(氧化乙烯-氧化丙烯)、甲基乙烯基醚、(甲基)丙烯酸羟乙酯、(甲基)丙烯酸羟丙酯、乙烯基内酰胺,乙烯基唑啉如乙烯基唑啉、乙烯基甲基唑啉、乙烯基乙基唑啉,丙烯酰胺基丙烷磺酸、烯丙基醇。
其它合适的单体为多官能单体如三烯丙基胺、三乙烯基醚、二乙烯基亚乙基脲、3-乙烯基-N-乙烯基吡咯烷酮、4-乙烯基-N-乙烯基吡咯烷酮、5-乙烯基-N-乙烯基吡咯烷酮、季戊四醇三烯丙基醚、亚甲基双丙烯酰胺、二丙烯酸丁二醇酯、二丙烯酸己二醇酯、二丙烯酸双丙甘醇酯、甲基丙烯酸烯丙酯、二乙烯基苯、二甲基丙烯酸乙二醇酯、三甘醇二甲基丙烯酸酯和三甘醇二乙烯基醚。
所述单体通常以0.01-10重量%的少量而使用并导致聚合物交联。
非常特别优选的共聚单体为N-乙烯基己内酰胺(VCAp)、N-乙烯基-咪唑(VI)、1-乙烯基-3-甲基咪唑盐(QVI),例如通过用氯代甲烷或硫酸二甲酯季铵化而得到的盐,乙酸乙烯酯、(甲基)丙烯酰胺、(甲基)丙烯酸二甲基氨基乙酯和二甲基氨基乙基(甲基)丙烯酰胺及其季铵化的类似物、二烯丙基二甲基氯化铵。
也可以使用除VP以外还包含所述共聚单体混合物的共聚物,例如三元共聚物或四元共聚物。因此,例如可处理VP/VI/甲基丙烯酰胺或VP/VCap/VI三元共聚物。
因此,非常特别优选的共聚物是VP/VAc重量比为20∶80-80∶20(例如30∶70、50∶50、60∶40、70∶30)且根据Fikentscher的K值为20-100的N-乙烯基-吡咯烷酮(VP)与乙酸乙烯酯的共聚物,以及例如VP/VI重量比为1∶1的VP和VI的共聚物,以及VP/VCap重量比例如为1∶1且根据Fikentscher的K值为20-100的VP和VCap的共聚物。
也优选VP/QVI的重量比为5∶95-95∶5的VP和1-乙烯基-3-甲基咪唑氯化物(通过用氯代甲烷季铵化1-乙烯基咪唑而得到)的共聚物,其中所述共聚物可以具有10-100的K值。
具体而言,根据本发明也稳定了根据Fikentscher的K值为10-130(例如K12、K15、K17、K25、K30、K60、K80、K85、K90、K115、K120)的VP均聚物水溶液。
聚合物溶液通常具有5-80重量%,优选10-60重量%的固含量。可以使用直接由聚合物的生产而得到的溶液,或者也可将粉状聚合物溶解于水中。
过氧化氢以H2O2含量为5-70重量%,优选10-50重量%的水溶液形式使用。
为了生产根据本发明稳定的溶液,将聚合物水溶液与含水过氧化氢混合并调节至所需含量。
所述加入可在10-95℃,优选20-85℃的温度下进行。
根据本发明的优选实施方案,含水过氧化氢向聚合物溶液中的加入在聚合完成之后并在升高温度下进行,尤其在70-100℃,特别优选75-95℃下搅拌加入仍然热的聚合物溶液中,然后冷却。尤其在聚乙烯基吡咯烷酮溶液的情况下优选该实施方案。
为了稳定包含QVI作为共聚单体的共聚物,建议在20-50℃的温度下加入过氧化氢。
由于在升高温度下的加入可以导致加入的过氧化氢的分解,建议使用几个简单的手动实验以确定在希望的储存温度下的分解,并且选择过氧化氢的量,从而在冷却聚合物溶液并储存2天以后,在聚合物溶液中存在所需含量的过氧化氢。过氧化氢的含量例如可通过用碘化钾还原过氧化物,随后用硫代硫酸盐溶液进行电位滴定而碘量测定。另一种测定过氧化物含量的方法为用硫酸铈VI溶液进行电位滴定。
含水过氧化氢可以在标准大气下加入。然而,所述加入优选在氧气减少的条件下进行,优选在氧气<10体积%,特别优选<5体积%的条件下进行。所用的保护气体优选氮气。
相应聚合物溶液可用于许多应用领域。
例如,它们适用于清洁皮肤的化妆品组合物。该类化妆品清洁组合物选自块皂如香皂、凝乳皂、透明皂、高级香皂、除臭皂、膏皂、小儿皂、护肤皂、擦洗皂和合成洗涤剂,液体皂如膏状皂、软皂和洗涤膏以及液体洗涤制剂及洗浴和盆浴制剂如洗液、沐浴露和凝胶、泡沫沐浴露、油浴剂和擦洗制剂。
优选将本发明的溶液用于皮肤护理和保护的化妆品组合物、指甲护理组合物以及化妆用化妆品制剂中。
特别优选用于护肤组合物、卫生组合物、足部护理组合物、除臭剂、防晒组合物、驱虫剂、剃须组合物、除毛组合物、防粉刺组合物、化妆品、睫毛油、口红、眼影、眼线笔、眼线膏、胭脂、粉和眉笔。
护肤组合物尤其呈如下形式:W/O或O/W护肤霜、日霜或晚霜、眼霜、面霜、抗皱霜、保湿霜、漂白霜、维他命霜、护肤液、护理液和保湿乳液。
取决于应用领域,本发明的组合物可以以适于护肤的形式例如作为霜、泡沫、凝胶、棒、粉、摩丝、乳剂或洗剂而使用。
头发化妆品制剂尤其包括头发化妆品制剂中的定型组合物和调理组合物,例如头发处理剂、摩丝、(发)胶或喷发胶、美发乳、护发素、洗发液、发用乳液、发端用流体、用于长效卷发剂的中和剂、染发剂和漂白剂、焗油处理剂、调理剂、定型液或喷发胶。取决于应用领域,头发化妆品制剂可以以(气溶胶)喷雾剂、(气溶胶)摩丝、凝胶、凝胶喷雾剂、霜、洗剂或蜡使用。
另一个应用领域是口腔护理,即牙膏、漱口液、粘着膏等。
该稳定溶液同样也可用于药物应用。它们首先作为增稠剂,其次也作为成膜剂。除用作导管涂料以外,具体应用包括例如在缓释形式、胶凝剂、立刻释放涂料及涂料助剂中用作湿粘合剂(wet binder)、基体阻滞剂或涂料阻滞剂。
此外,所述稳定的聚合物溶液也适于以下应用:用于纺织品染色的剥色助剂和匀染助剂、(贵)金属和多价阳离子的浓缩/分离、光亮剂(纺织品印花)、记录介质、混凝土添加剂、转印粘合剂、电荷迁移阴极、聚烯烃涂料、涂料、灭菌剂和防腐剂、重氮盐成像法、分散助剂、印刷油墨、导电层、电极胶和皮肤粘合胶(skin adhesion gel)、从含油水中回收石油、提高表面润湿性、聚烯烃的染色、扩散转移材料、颜色转移抑制剂、固体电池(例如锂电池)、固体电解质、鱼食粒料、香料固定剂、柔性版印版、絮凝剂、照相工业中的助剂(照相方法、相纸)、用于沉淀银的贵金属结晶种、气体分析、石膏绷带、玻璃和玻璃纤维(粘合剂、涂料、润滑剂)、染料的助粘剂、用于石油和天然气回收以及石油和天然气运输的助剂、螯合物的抑制、表面的亲水化、喷墨油墨、印刷油墨及所有圆珠笔膏、离子交换剂、异构化抑制剂、催化剂、导管涂料、防垢剂或除垢剂、陶瓷(粘合剂、增稠剂、增溶剂、分散剂)、营养介质粘合剂、粘合剂原料、粘合剂和粘合棒,与有机化合物如清蛋白、抗氧化剂、多酚、酚、丹宁酸、酶、蛋白质和聚合物的配合物,从液体中去除丹宁酸/酚和多酚,与无机化合物如卤素、金属、金属盐以及过氧化物如有机过氧化物和过氧化氢的配合物,防腐剂、隐形眼睛、腐蚀保护、塑料添加剂、涂料助剂、光敏材料、平版印刷、增溶剂(增溶)、空气过滤器、膜生产、金属铸造及金属硬化、金属胶体及其稳定、用于可逆氧吸收的金属配合物、金属骤冷浴、微胶囊化、从水中去除油和染料、油回收、纸辅助剂(特种纸、相纸)、有色纸条、相转移催化剂、成像、颜料分散剂、质子导体(无水的)、废水清洁剂、金属表面的防锈剂或除锈剂、拌种及种子包衣、润滑剂添加剂、保护胶体、卤化银乳液、缓释肥料配制剂、提高吸收性/疏水性的增溶剂、疏水性物质的增溶、去污、合成纤维、三次采油、纺织品助剂、喷墨记录介质(喷墨纸和膜)、烃混合物的分离、纤维染色的改进、耐热涂层、热敏涂层、热敏电阻器、洗涤剂添加剂、水溶性膜、香烟过滤嘴。
令人惊讶的是仅使用ppm范围的非常低浓度的过氧化氢可物理稳定所述聚合物的水溶液。虽然某些起始使用的过氧化氢在延长的储存下或由于热应力而分解,聚合物溶液仍保持稳定。在进一步加工时,仍保留稳定效果。同样令人意外的是尽管过氧化氢浓度低,同时仍观察到足够的抗微生物保护效果。
还尤为有利的是在热应力中颜色稳定。
令人惊讶的是甚至在发现较高H2O2浓度和较高温度下,也没有出现明显的胶凝作用。
实施例
所用缩写:
VP:N-乙烯基吡咯烷酮
VCap:N-乙烯基己内酰胺
VAc:乙酸乙烯酯
VI*MeCl:1-乙烯基-3-甲基咪唑氯化物
使用Brookfield粘度计在23℃下测定粘度。
实施例1
K值为30(浓度为1重量%的水溶液)且固含量为30重量%的聚乙烯基吡咯烷酮水溶液的稳定。
将聚合物溶液调节为不同的过氧化氢含量。将起始溶液在7℃下储存。其它样品在40℃下储存2天,然后在7℃下储存4周。
表1:在7℃下储存
H2O2含量[ppm] | 粘度(4号转子/60rpm)[mPas] | 碘色数 |
未处理 | 110-120 | 1.1 |
200 | 120 | 0.7 |
400 | 120 | 0.6 |
800 | 120 | 0.5 |
1500 | 120 | 0.4 |
表2:在40℃下储存
H2O2含量[ppm] | 粘度[mPas] | 碘色数 |
未处理 | 110-120 | 1.1 |
200 | 120 | 0.7 |
400 | 120 | 0.6 |
800 | 120 | 0.5 |
1500 | 120 | 0.4 |
储存4周后,根据欧洲药典对样品进行微生物污染研究。未证实有微生物污染。
实施例2
K值为45(在浓度为3重量%的NaCl水溶液中的浓度为1重量%的溶液)且重量比为7∶3的VP/VI*MeCl共聚物水溶液的处理。
起始样品:
样品编号 | H2O2量 | 温度[℃] | 粘度(3号转子,12rpm)[mPas] | 碘色数 |
1 | - | 20 | 3355 | 1.8 |
2 | 150ppm | 20 | 3289 | 1.7 |
3 | 300ppm | 20 | 3259 | 1.7 |
储存:在如下温度[℃]下储存2天
样品编号 | H2O2量 | 温度[℃] | 粘度[mPas] | 碘色数 |
1 | - | 20 | 3429 | 1.6 |
2 | 150ppm | 20 | 3349 | 1.4 |
3 | 300ppm | 20 | 3379 | 1.4 |
样品编号 | H2O2量 | 温度[℃] | 粘度[mPas] | 碘色数 |
1 | - | 40 | 3270 | 1.8 |
2 | 150ppm | 40 | 3260 | 1.4 |
3 | 300ppm | 40 | 3250 | 1.5 |
实施例3
K值为72(浓度为1重量%的水溶液)且重量比为1∶1的VP/VI共聚物水溶液的处理。
起始样品:
样品编号 | H2O2量 | 温度[℃] | 粘度(3号转子,12rpm)[mPas] | 碘色数 |
1 | - | 20 | 20 000 | 0.8 |
2 | 2000ppm | 20 | 20 700 | 0.6 |
储存:在如下温度[℃]下储存2天
样品编号 | 温度[℃] | 粘度[mPas] | 碘色数 |
1 | 20 | 20 800 | 0.8 |
2 | 20 | 21 700 | 0.5 |
实施例4
K值为65(浓度为1重量%的水溶液)且重量比为1∶1的VP和VCap的共聚物水溶液的处理。
起始样品:
样品编号 | H2O2量 | 温度[℃] | 粘度(3号转子,10rpm)[mPas] | 碘色数 |
1 | - | 20 | 30 300 | 0.8 |
2 | 2000ppm | 20 | 28 500 | 0.8 |
储存:在如下温度[℃]下储存2天
样品编号 | 温度[℃] | 粘度[mPas] | 碘色数 |
1 | 20 | 31 543 | 0.9 |
2 | 20 | 32 639 | 0.7 |
样品编号 | 温度[℃] | 粘度[mPas] | 碘色数 |
1 | 40 | 31 990 | 0.7 |
2 | 40 | 28 800 | 0.7 |
实施例5
K值为30(浓度为1重量%的乙醇溶液)且重量比为6∶4的VP/VAc共聚物水溶液的处理。
起始样品:
样品编号 | H2O2量 | 温度[℃] | 粘度(3号转子,12rpm)[mPas] | 碘色数 |
1 | - | 20 | 2920 | 0 |
2 | 2000ppm | 20 | 2600 | 0 |
储存:在如下温度[℃]下储存2天
样品编号 | 温度[℃] | 粘度[mPas] | 碘色数 |
1 | 20 | 3039 | 0 |
2 | 20 | 2859 | 0 |
样品编号 | 温度[℃] | 粘度[mPas] | 碘色数 |
1 | 40 | 2549 | 0 |
2 | 40 | 2529 | 0 |
样品编号 | 温度[℃] | 粘度[mPas] | 碘色数 |
1 | 80 | 2240 | 0 |
2 | 80 | 1790 | 0 |
实施例6
由聚乙烯基吡咯烷酮K30水溶液生产PVP含量为3重量%且卡波姆(carbomer)含量为0.5重量%的凝胶。该PVP溶液用不同含量的过氧化氢进行了稳定。为了对比,用未处理的PVP溶液生产了凝胶。在25℃下储存4周后,对凝胶的物理性质进行评估。发现用过氧化氢进行稳定对后面的应用没有任何不利影响。
起始样品:
H2O2含量 | 外观 | pH | 气味 |
1090ppm | 基本清澈 | 6.9 | 卡波姆气味 |
1310ppm | 基本清澈 | 7.05 | 卡波姆气味 |
- | 基本清澈 | 7.6 | 卡波姆气味 |
储存后
外观 | pH | 气味 | 粘度[mPas] |
基本清澈 | 6.9 | 卡波姆气味 | 32 400 |
基本清澈 | 7.0 | 卡波姆气味 | 34 100 |
基本清澈 | 7.55 | 卡波姆气味 | 34 050 |
Claims (10)
1.一种N-乙烯基吡咯烷酮的均聚物及共聚物的水溶液,其中为了物理稳定将过氧化氢的含量调节为100-5000ppm。
2.根据权利要求1的溶液,其包含聚乙烯基吡咯烷酮作为聚合物。
3.根据权利要求1的溶液,其包含含有至少20重量%的N-乙烯基吡咯烷酮的N-乙烯基吡咯烷酮共聚物。
4.根据权利要求1的溶液,其包含N-乙烯基吡咯烷酮与至少一种选自甲基丙烯酰胺、乙烯基己内酰胺、乙烯基咪唑、1-乙烯基-3-甲基咪唑盐和乙酸乙烯酯的共聚单体的共聚物作为聚合物。
5.根据权利要求1的溶液,其包含重量比为20∶80-80∶20的N-乙烯基吡咯烷酮和乙酸乙烯酯的共聚物。
6.根据权利要求1的溶液,其包含重量比为20∶80-80∶20的N-乙烯基吡咯烷酮和N-乙烯基咪唑的共聚物。
7.根据权利要求1的溶液,其包含重量比为5∶95-95∶5的N-乙烯基吡咯烷酮和1-乙烯基-3-甲基咪唑盐的共聚物。
8.用量为100-5000ppm的过氧化氢在N-乙烯基吡咯烷酮的均聚物及共聚物水溶液的物理稳定中的用途。
9.一种生产物理稳定的N-乙烯基吡咯烷酮的均聚物及共聚物水溶液的方法,其中用含水过氧化氢将所述聚合物水溶液调节至过氧化氢的含量为100-5000ppm。
10.根据权利要求5的方法,其中所述含水过氧化氢的加入在10-95℃的温度下进行。
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DE102004049344A DE102004049344A1 (de) | 2004-10-08 | 2004-10-08 | Stabilisierung von wässrigen Lösungen von Homo- und Copolymeren des N-Vinylpyrrolidons |
DE102004049344.8 | 2004-10-08 | ||
PCT/EP2005/010763 WO2006040067A1 (de) | 2004-10-08 | 2005-10-06 | Stabilisierung von wässrigen lösungen von homo- und copolymeren des n-vinylpyrrolidons |
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JP (1) | JP5014997B2 (zh) |
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CN (1) | CN101035845B (zh) |
AT (1) | ATE388194T1 (zh) |
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CN104520335A (zh) * | 2012-08-08 | 2015-04-15 | 巴斯夫欧洲公司 | 制备乙烯基内酰胺聚合物水溶液及其粉末 |
CN113583331A (zh) * | 2021-07-30 | 2021-11-02 | 上海凯波电缆特材股份有限公司 | 一种新型无卤色母及其制备方法和应用 |
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DE50307705D1 (de) * | 2002-05-03 | 2007-08-30 | Basf Ag | Kosmetisches mittel enthaltend wenigstens ein wasserlösliches copolymer mit (meth)acrylsäureamideinheiten |
US8778386B2 (en) * | 2005-12-13 | 2014-07-15 | Kimberly-Clark Worldwide, Inc. | Anti-microbial substrates with peroxide treatment |
JP5686008B2 (ja) * | 2011-03-17 | 2015-03-18 | 凸版印刷株式会社 | 感熱転写記録媒体 |
JP5862378B2 (ja) * | 2011-03-17 | 2016-02-16 | 凸版印刷株式会社 | 感熱転写記録媒体 |
US9260546B2 (en) | 2012-08-08 | 2016-02-16 | Basf Se | Producing aqueous solutions of vinyllactam polymers and powders thereof |
US9353269B2 (en) * | 2013-03-15 | 2016-05-31 | American Sterilizer Company | Reactive surface coating having chemical decontamination and biocidal properties |
JP5773339B2 (ja) * | 2014-10-29 | 2015-09-02 | 凸版印刷株式会社 | 感熱転写記録媒体 |
JP5751436B2 (ja) * | 2014-10-29 | 2015-07-22 | 凸版印刷株式会社 | 感熱転写記録媒体 |
KR102555874B1 (ko) | 2021-06-18 | 2023-07-17 | 주식회사 엠앤이테크 | 내습성이 강한 상온 co 제거용 촉매 |
KR102663773B1 (ko) * | 2021-09-03 | 2024-05-10 | 김현수 | 포장지 접착제 조성물 및 이를 포함하는 접착성 포장지 |
CN114042341A (zh) * | 2021-09-24 | 2022-02-15 | 山东东阿鑫星钢球股份有限公司 | 一种用于钢球滤油的输送结构及其滤油方法 |
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US2821519A (en) * | 1955-12-30 | 1958-01-28 | Gen Aniline & Film Corp | Stabilization of polymeric n-vinyl pyrrolidones with hydrazino compounds |
US3480557A (en) * | 1967-01-30 | 1969-11-25 | Gaf Corp | Solid stabilized hydrogen peroxide compositions |
DE2218935C3 (de) * | 1972-04-19 | 1980-01-31 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von wäßrigen Lösungen von N-Vinylpyrrolidonpolymerisaten |
DE3532747A1 (de) * | 1985-09-13 | 1987-03-26 | Basf Ag | Verfahren zur herstellung von polyvinylpyrrolidon |
US4646730A (en) * | 1986-05-23 | 1987-03-03 | Johnson & Johnson Products, Inc. | Color stabilized hydrogel dressing and process |
US5130124A (en) * | 1991-05-01 | 1992-07-14 | Isp Investments Inc. | Stabilized, aqueous, film-forming antimicrobial compositions of hydrogen peroxide |
DE4344131A1 (de) | 1993-12-23 | 1995-06-29 | Basf Ag | Verfahren zur Herstellung von Wasserstoffperoxid-, C^1^- bis C^4^-Monopercarbonsäure- und C^4^- bis C^1^^8^-Dipercarbonsäure-Komplexen im Wirbelschichtverfahren |
DE19640364A1 (de) * | 1996-09-30 | 1998-04-02 | Basf Ag | Topische Mittel zur Prophylaxe oder Behandlung bakterieller Hautinfektionen |
WO1998058990A1 (en) | 1997-06-20 | 1998-12-30 | Coloplast A/S | A hydrophilic coating and a method for the preparation thereof |
JP2000507976A (ja) * | 1997-08-29 | 2000-06-27 | ザ、プロクター、エンド、ギャンブル、カンパニー | ヘアコンディショニング組成物 |
JP4420148B2 (ja) * | 1998-12-11 | 2010-02-24 | ライオン株式会社 | 過酸化水素含有組成物 |
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CN104520335A (zh) * | 2012-08-08 | 2015-04-15 | 巴斯夫欧洲公司 | 制备乙烯基内酰胺聚合物水溶液及其粉末 |
CN104520335B (zh) * | 2012-08-08 | 2018-05-29 | 巴斯夫欧洲公司 | 制备乙烯基内酰胺聚合物水溶液及其粉末 |
CN113583331A (zh) * | 2021-07-30 | 2021-11-02 | 上海凯波电缆特材股份有限公司 | 一种新型无卤色母及其制备方法和应用 |
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JP5014997B2 (ja) | 2012-08-29 |
EP1799756A1 (de) | 2007-06-27 |
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CN101035845B (zh) | 2010-05-12 |
US20080033091A1 (en) | 2008-02-07 |
WO2006040067A1 (de) | 2006-04-20 |
US7666935B2 (en) | 2010-02-23 |
KR20070063579A (ko) | 2007-06-19 |
DE502005003137D1 (de) | 2008-04-17 |
EP1799756B1 (de) | 2008-03-05 |
ES2301061T3 (es) | 2008-06-16 |
KR20130045947A (ko) | 2013-05-06 |
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