CN104781283A - 用于测量疏水性活性剂的囊封效率的方法 - Google Patents
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Abstract
本发明描述测定水性调配物中的游离疏水性活性剂的方法,其包含将疏水性活性剂囊封;制备包含经囊封的疏水性活性剂的调配物;将环糊精添加到所述调配物中,由此夹带任何游离疏水性活性剂;并且对游离疏水性活性剂的量进行定量。
Description
相关申请案的交叉参考
本申请案要求2012年9月24日提交的美国临时专利申请案第61/704,664号的优先权,所述申请案以全文引用的方式并入本文中。
背景技术
疏水性活性剂的囊封是一个无比重要的研究领域,影响个人护理、家庭护理、抗微生物、生命科学和农业工业。通常,囊封是微米尺度上的,且保护疏水性活性剂免于分解或与调配物中的其它材料有非所需的相互作用,以及有时提供控制释放。
存在许多常规囊封技术,如水性聚氨基甲酸酯分散液、聚脲分散液、三聚氰胺-甲醛分散液、聚(甲基)丙烯酸酯分散液和脲-甲醛分散液,且重要的是测试囊封效率以便测定哪里可以进行改进。然而,视壳层厚度和交联化学和密度而定,一些囊封粒子太过脆弱而无法通过常规有机溶剂萃取方法测试。应理解,通过常规方法测试所述粒子会引起疏水性活性剂的破裂或释放,且因此不经囊封(或游离)的疏水性活性剂的测定不准确。
因此,所需的是破坏性较小的新测试方法。
具体实施方式
在一个实施例中,本发明包括测定水性调配物中的游离疏水性活性剂的方法,其包含将疏水性活性剂囊封;制备包含经囊封的疏水性活性剂的调配物;将环糊精添加到所述调配物中,由此夹带任何游离疏水性活性剂;并且对游离疏水性活性剂的量进行定量。
“疏水性活性剂”是指被所属领域公认为有益试剂(即,在个人护理、家庭护理、抗微生物、生命科学或农业用途中赋予直接性能益处的试剂)的非水溶性成分。借助于一个非限制性实例,阿伏苯宗(avobenzone)是用于防晒调配物的疏水性活性剂成分,然而白矿脂不是,不过其适用作润肤剂。
“水性调配物”是指水基调配物。在一个实施例中,水性调配物为水基乳液或水基微乳液。本发明的水性调配物的非限制性实例包括防晒剂、水性芳香剂调配物、抗微生物控制调配物、农药、杀昆虫剂调配物、织物软化剂、去垢剂、个人护理和卫生产品、抗结垢调配物和除草剂。
在一个实施例中,疏水性活性剂经由常规囊封技术囊封,如水性聚氨基甲酸酯分散液、聚脲分散液、三聚氰胺-甲醛分散液、聚(甲基)丙烯酸酯分散液和脲-甲醛分散液。囊封活性剂的方法的非限制性实例包括尤其专利公开案US 2010/0260687、US2011/0059144、US 2010/0310671、WO98/03065中描述的那些。在一个实施例中,疏水性活性剂经由新发展的囊封技术囊封。
在操作中,本发明描述的方法找到用途,因为没有囊封技术是百分之百有效的,且有必要量化多少疏水性活性剂保持不经囊封,这一不经囊封的部分在本文中被称作“游离疏水性活性剂”。
环糊精是具有较大疏水性腔的环状多糖。在一个实施例中,环糊精为α-环糊精(参见结构I,下文)。在一个实施例中,环糊精为β-环糊精(参见结构II,下文)。
在一个实施例中,环糊精为α-环糊精和β-环糊精的混合物。在一个实施例中,环糊精为γ-环糊精。在一个实施例中,环糊精为环糊精衍生物的甲基、三乙酰基羟丙基或羟乙基衍生物。
在一个替代实施例中,环糊精与具有疏水性腔的环状寡糖组合,如环菊粉己糖(cycloinulohexose)、环菊粉庚糖(cycloinuloheptose)、环菊粉辛糖(cycloinuloctose)、杯芳烃(calyxarene)和或穴状配体(cavitand)。在一个替代实施例中,环糊精经环菊粉己糖、环菊粉庚糖、环菊粉辛糖、杯芳烃和或穴状配体中的至少一者替换。
不受理论束缚,人们相信在水性环境中,任何不经囊封的疏水性活性剂变得与环糊精的疏水性内部络合。无关于理论,我们已观察到在水中疏水性活性剂与环糊精之间的极高结合常数。因此,所述方法的基本特征是与水性调配物一起使用。
在一个实施例中,环糊精以固体形式添加。然而,在一个优选实施例中,环糊精以水溶液形式添加。在一个实施例中,环糊精溶液为25%固体。在一个实施例中,环糊精以水溶液形式添加且相对于含有微囊封组分的调配物稀释到25%固体。
在一个实施例中,在将环糊精添加到含有微囊封组分的调配物中之后,进行离心所述调配物的额外步骤。将含有环糊精和络合的疏水性活性剂的部分移出。所获得的络合物可使用常规的用于检测所需疏水性活性剂的HPLC方法分析。
本发明的一个优势在于不经囊封的疏水性活性剂在相对温和的条件下在不使用有机溶剂(例如二甲苯、甲苯、苯等)的情况下萃取。
实例
以下实例说明本发明的一些实施例。
实例1
为了测试本发明的方法,含有微囊封的防晒活性剂的调配物(“批料A”)通过以下方式制备:通过首先将聚乙烯醇(PVA;CELVOL 205,来自塞拉尼斯(Celanese))溶解在水中且加热到90℃以形成PVA溶液来制造水相。将PVA溶液冷却到55℃。油相通过以下方式制备:首先混合UV吸收剂、1份胡莫柳酯(Homosalate,2-羟基苯甲酸3,3,5-三甲基环己酯())、1份奥克立林(octocrylene,2-氰基-3,3-二苯基-2-丙烯酸2-乙基己酯(340))和2份阿伏苯宗(丁基甲氧基二苯甲酰基甲烷(1789))且加热到80℃。在55℃下将7g聚亚甲基聚苯基异氰酸酯(PAPITM27)添加到93g UV吸收剂的混合物,且平缓混合以形成油相。将水相缓慢转移到油相,同时将两者维持在50℃的温度下。混合物用Silverson高剪切均质机以9000rpm的剪切速率经历剪切5到10分钟。接着,乳液用4.6g乙二胺于41.8g水中的溶液处理,且在50℃下混合20分钟,以形成微囊封的阿伏苯宗浆料(11.92%阿伏苯宗)。
实例2(比较)
为了常规地测定实例1的囊封方法的效率,即,对批料A中不经囊封的阿伏苯宗的量进行定量,制备实质上根据实例1的调配物。
使用常规溶剂(二甲苯)萃取工艺,向小瓶中依序添加100-200mg批料A和5mLDI水。将稀释的浆料用定轨振荡器混合30分钟。接着,将5mL二甲苯添加到浆料中,接着进行混合持续表1中所列出的时间。
有机(顶部)层经由在16,000rpm下离心15分钟分离。用移液管虹吸澄清的上清液,且将其用于HPLC分析。HPLC分析的条件描述如下:
柱:Restek Ultra C18 150×4mm(或等效物)。
流动相:乙腈:水(V/V):73:27
流速:2.5mL/min
运行时间:8分钟等度
检测:310nm(胡莫柳酯/奥克立林/阿伏苯宗)或360nm(仅阿伏苯宗)。
表1展示随时间推移所检测的不经囊封的阿伏苯宗的百分比(以所检测的阿伏苯宗水平相较于总理论阿伏苯宗水平的比率计算)。
表1
时间(小时) | 所检测的不经囊封的阿伏苯宗的百分比(比较) |
0.5 | 5.8 |
1 | 20.6 |
2 | 25.9 |
3 | 34.5 |
4 | 39.2 |
6 | 43.6 |
24 | 83.4 |
因此,常规溶剂萃取似乎具有定量不经囊封的阿伏苯宗(其不其随时间推移递增)的严重问题。在不希望受理论束缚的情况下,似乎有机溶剂最初使游离活性剂低于检测限,且接着随时间推移从微胶囊中溶解出或不当萃取出阿伏苯宗。
实例3
为了测定实例1的囊封方法的效率,即,对批料A中不经囊封的阿伏苯宗的量进行定量,根据本发明的一个实施例,制备实质上根据实例1的调配物。
如下实现经由与环糊精络合来对不经囊封的阿伏苯宗的测量。向小瓶中依序添加100-200mg批料A和5mL DI水和5mL环糊精的水溶液(50重量%,Cavasol W7M TL,由瓦克化学(Wacker Chemical)供应)。稀释的浆料用定轨振荡器分别混合1、2、3和4小时。移出1mL混合物,且在16,000rpm下离心15分钟。用移液管虹吸澄清的上清液,且将其用于HPLC分析。HPLC分析的条件如上所述(柱:Restek Ultra C18 150×4mm(或等效物);流动相:乙腈:水(V/V):73:27;流速:2.5mL/min;运行时间:8分钟等度;检测:310nm(胡莫柳酯/奥克立林/阿伏苯宗)或360nm(仅阿伏苯宗))。
表2展示随时间推移所检测的不经囊封的阿伏苯宗的百分比(以所检测的阿伏苯宗水平相较于总理论阿伏苯宗水平的比率计算)。
表2
时间(小时) | 所检测的不经囊封的阿伏苯宗的百分比 |
1 | 22.7 |
2 | 25.0 |
3 | 22.0 |
4 | 24.3 |
如可见,本发明的这一实施例提供了一种对随时间推移合理稳定的不经囊封的阿伏苯宗进行定量的方法。
Claims (7)
1.一种测定水性调配物中的游离疏水性活性剂的方法,其包含:
将疏水性活性剂囊封,
制备包含经囊封的疏水性活性剂的调配物,
将环糊精添加到所述调配物中,由此夹带任何游离疏水性活性剂;并且
对游离疏水性活性剂的量进行定量。
2.根据权利要求1所述的方法,其进一步包含在将环糊精添加到所述调配物中之后将所述调配物离心的额外步骤。
3.根据权利要求1所述的方法,其中所述环糊精为α-环糊精。
4.根据权利要求1所述的方法,其中所述环糊精为β-环糊精。
5.根据权利要求1所述的方法,其进一步包含将至少一种环糊精衍生物、环菊粉己糖、环菊粉庚糖、环菊粉辛糖、杯芳烃或穴状配体添加到所述调配物中。
6.根据权利要求1所述的方法,其中所述对游离疏水性活性剂的量进行定量的步骤使用HPLC进行。
7.根据权利要求1所述的方法,其中所述疏水性活性剂为个人护理活性剂。
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- 2013-09-18 US US14/429,662 patent/US9575036B2/en not_active Expired - Fee Related
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- 2013-09-18 CN CN201380049194.8A patent/CN104781283A/zh active Pending
- 2013-09-18 BR BR112015006177A patent/BR112015006177A2/pt not_active IP Right Cessation
- 2013-09-18 EP EP13770770.9A patent/EP2882780A1/en not_active Withdrawn
- 2013-09-18 WO PCT/US2013/060277 patent/WO2014047101A1/en active Application Filing
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Also Published As
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EP2882780A1 (en) | 2015-06-17 |
US20150233871A1 (en) | 2015-08-20 |
BR112015006177A2 (pt) | 2017-07-04 |
JP2015537189A (ja) | 2015-12-24 |
WO2014047101A1 (en) | 2014-03-27 |
US9575036B2 (en) | 2017-02-21 |
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