CN103929962B - 包含活性成分、油和离子液体的组合物 - Google Patents
包含活性成分、油和离子液体的组合物 Download PDFInfo
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- CN103929962B CN103929962B CN201280050619.2A CN201280050619A CN103929962B CN 103929962 B CN103929962 B CN 103929962B CN 201280050619 A CN201280050619 A CN 201280050619A CN 103929962 B CN103929962 B CN 103929962B
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- Prior art keywords
- acid
- oil
- surfactant
- alkyl
- compositions
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- 239000000203 mixture Substances 0.000 title claims abstract description 176
- 239000002608 ionic liquid Substances 0.000 title claims abstract description 44
- -1 anion ion Chemical class 0.000 claims abstract description 150
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- 239000007788 liquid Substances 0.000 claims abstract description 18
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- 238000000034 method Methods 0.000 claims abstract description 13
- 239000004480 active ingredient Substances 0.000 claims abstract description 11
- 239000012530 fluid Substances 0.000 claims abstract description 8
- 239000002253 acid Substances 0.000 claims description 45
- 239000000194 fatty acid Substances 0.000 claims description 31
- 125000000217 alkyl group Chemical group 0.000 claims description 29
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 29
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- 230000000694 effects Effects 0.000 claims description 9
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- 239000001257 hydrogen Substances 0.000 claims description 9
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- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
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- 125000003118 aryl group Chemical group 0.000 description 6
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- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 5
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Classifications
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
-
- A—HUMAN NECESSITIES
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- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
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Abstract
包含活性成分、油和离子液体的组合物。本发明涉及一种液体组合物,其包含:A)呈溶解形式的微水溶性且微油溶性的有机活性成分,B)在20℃下以至多20g/l可溶于水中的油,和C)下文所述的包含阳离子和阴离子的离子液体。还提供了一种制备所述液体组合物的方法,其中使所述活性成分、所述油和所述离子液体接触;以及所述离子液体在提高所述活性成分在油中的溶解度中的用途。
Description
本发明涉及一种液体组合物,其包含:A)呈溶解形式的微水溶性且微油溶性的有机活性成分,B)在20℃下以至多20g/l可溶于水中的油,和C)下文所述的包含阳离子和阴离子的离子液体。还提供了一种制备所述液体组合物的方法,其中使所述活性成分、油和离子液体接触;还提供了所述离子液体在提高所述活性成分在油中的溶解度中的用途。本发明涵盖优选特征和其他优选特征的组合。
包含活性成分、离子液体和油的组合物是公知的:
WO2007/144286描述了一种包含离子液体的抗微生物组合物,所述离子液体包含作为阳离子的N-羧基烷基咪唑基团和作为阴离子的烷基磺酸根、烷基磷酸根或烷基羧酸根。所述组合物可包含烃油或抗微生物活性成分。
包含活性成分、离子液体和油的已知组合物的缺点尤其在于离子液体仅可复杂地制备;它们具有低农业化学效果;必须添加非离子或阴离子表面活性剂;不能将高浓度活性成分引入溶液中;所述组合物毒性较高;活性成分可被离子液体化学降解。本发明的目的是克服这些缺点。
所述目的通过一种液体组合物实现,其包含:
A)呈溶解形式的微水溶性且微油溶性的有机活性成分,
B)在20℃下以至多20g/l可溶于水中的油,和
C)包含阳离子和阴离子的离子液体,其中所述阳离子包括式(I)的铵:
N+R1R2R3R4 (I)
R1、R2、R3和R4彼此独立地为可被杂官能团取代且可彼此形成脂族环体系的烷基;
式(II)的咪唑
R5为氢或烷基,R6为烷基,且R7为氢或烷基,
N-取代的吡啶衍生物;
N,N’-二取代的吡唑衍生物;或
胍(guanidinium)衍生物。
所述活性成分为有机活性成分。除所述至少一种有机活性成分之外,还可存在其他活性成分。所述其他活性成分可为有机或无机的。
所述组合物可包含一种或多种不同的活性成分,如农业化学、化妆品或药物活性成分。在优选形式中,活性成分为农业化学活性成分。在另一优选形式中,活性成分为化妆品活性成分。在再一优选形式中,活性成分为药物活性成分。在又一优选形式中,活性成分为农业化学活性成分或UV吸收剂。在又一形式中,活性成分排除香料和芳香物质。
所述活性成分为微水溶性的。在大多数情况下,其在20℃下以至多10g/l,优选至多3g/l,尤其是至多0.5g/l可溶于水中。
所述活性成分为微油溶性的。在大多数情况下,其在20℃下以至多10重量%,优选至多5重量%,尤其是至多3重量%可溶于己二酸二丁酯(如B)中。
所述活性成分,尤其是至少一种活性成分以溶解形式存在于所述组合物中。所述组合物还可包含其他活性成分,所述其他活性成分可以以溶解或未溶解形式存在。
此处可提及的药物活性成分的实例为:苯并二氮杂类、抗高血压药、维生素、细胞抑制剂,尤其是紫杉醇,麻醉剂、精神安定药、抗抑郁药,抗病毒剂如抗HIV剂、抗生素、抗真菌药、抗老年痴呆药、杀真菌剂、化学治疗剂、泌尿科用药、血小板聚集抑制剂、磺胺类、解痉药、激素、免疫球蛋白、血清、甲状腺治疗剂、精神活性药、治疗帕金森病的药剂和其他抗运动机能亢进剂、眼科用药、神经病制剂、钙代谢调节剂、肌肉松弛剂、***、降脂剂、肝脏治疗剂、冠状动脉治疗剂、强心剂、免疫治疗药、调节肽及其抑制剂、***、镇静药、妇科用药、痛风治疗剂、溶纤维蛋白药、酶制剂和转运蛋白质、酶抑制剂、催吐药、循环促进剂、利尿药、诊断剂、类皮质激素、胆碱能药物、胆管治疗药、平喘药、抗支气管病药物、β-受体阻断剂、钙拮抗剂、ACE抑制剂、动脉硬化治疗药、消炎药、抗凝血药、抗高张药(antihypotonics)、抗高血糖药、抗高血压药、抗纤维蛋白溶解药、抗癫痫药、止吐药、解毒药、抗糖尿病药、抗心律失常药、抗贫血药、抗过敏药、驱肠虫药、镇痛药、苏醒药、醛固酮拮抗剂、减肥药。
化妆品活性成分的实例为香料和芳香物质、维生素或UV吸收剂。优选的化妆品活性成分为维生素和UV吸收剂,尤其是UV吸收剂。
UV吸收剂的实例为:
-对氨基苯甲酸衍生物,例如4-二甲氨基苯甲酸2-乙基己酯;
-水杨酸衍生物,例如水杨酸2-乙基己酯;
-二苯甲酮衍生物,例如2-羟基-4-甲氧基二苯甲酮;二乙氨基羟基苯甲酰基己基苯甲酸酯(Uvinul A Plus)和下式化合物:
-二苯甲酰基甲烷衍生物,例如1-(4-叔丁基苯基)-3-(4-甲氧基苯基)丙烷-1,3-二酮;
-丙烯酸二苯酯类,例如2-氰基-3,3-二苯基丙烯酸2-乙基己酯和2-氰基丙烯酸3-(苯并呋喃基)酯;
-3-咪唑-4-基丙烯酸和酯;
-苯并呋喃衍生物,尤其是2-(对氨基苯基)苯并呋喃衍生物,其描述于EP-A-582,189、US-A-5,338,539、US-A-5,518,713和EP-A-613,893中;
-聚合物UV吸收剂,例如EP-A-709,080中所述的丙二酸亚苄基酯;
-肉桂酸衍生物,例如4-甲氧基肉桂酸2-乙基己酯或异戊酯或US-A-5,601,811和WO97/00851中所公开的肉桂酸衍生物;
-樟脑衍生物,例如3-(4'-甲基)亚苄基莰烷-2-酮,3-亚苄基莰烷-2-酮,N-[2(和4)-2-氧代冰片-3-亚基甲基)苄基]丙烯酰胺聚合物,3-(4'-三甲基铵)亚苄基莰烷-2-酮甲基硫酸酯,3,3'-(1,4-亚苯基二次甲基)-双(7,7-二甲基-2-氧代双环[2.2.1]庚烷-1-甲烷磺酸)和盐,3-(4'-磺基)亚苄基莰烷-2-酮和盐;樟脑苯扎铵甲基硫酸盐;
-羟基苯基三嗪化合物,例如2-(4’-甲氧基苯基)-4,6-双(2’-羟基-4’-正辛氧基苯基)-1,3,5-三嗪;2,4-双{[4-(3-(2-丙氧基)-2-羟基丙氧基)-2-羟基]苯基}-6-(4-甲氧基苯基)-1,3,5-三嗪;2,4-双{[4-(2-乙基己氧基)-2-羟基]苯基}-6-[4-(2-甲氧基乙基羧基)苯基氨基]-1,3,5-三嗪;2,4-双{[4-(三(三甲基甲硅烷氧基甲硅烷基丙氧基)-2-羟基]苯基}-6-(4-甲氧基苯基)-1,3,5-三嗪;2,4-双{[4-(2"-甲基丙烯基氧基)-2-羟基]苯基}-6-(4-甲氧基苯基)-1,3,5-三嗪;2,4-双{[4-(1',1',1',3',5',5',5'-七甲基三甲硅烷-2"-甲基丙氧基)-2-羟基]苯基}-6-(4-甲氧基苯基)-1,3,5-三嗪;2,4-双{[4-(3-(2-丙氧基)-2-羟基丙氧基)-2-羟基]苯基}-6-[4-乙基羧基)苯基氨基]-1,3,5-三嗪;和双-乙基己氧基苯酚甲氧基苯基三嗪(Tinosorb S);
-多苯基取代的三嗪化合物,例如三-联苯基三嗪(Tinosorb A2B);
-苯并***类化合物,例如2,2'-亚甲基双(6-(2H-苯并***-2-基)-4-(1,1,3,3-四甲基丁基)苯酚
-三苯胺基-s-三嗪衍生物,例如2,4,6-三苯胺基-(对-羰-2'-乙基-1'-氧)-1,3,5-三嗪,以及US-A-5,332,568、EP-A-517,104、EP-A-507,691、WO93/17002和EP-A-570,838中所公开的UV吸收剂;和乙基己基三嗪酮(Uvinul T150);
-2-苯基苯并咪唑-5-磺酸及其盐;
-邻氨基苯甲酸基酯;
-部花青类化合物。
优选的UV吸收剂为(在下文中以INCI名称表示):3-亚苄基樟脑、4-甲基亚苄基樟脑、二苯甲酮-10、二苯甲酮-1、二苯甲酮-2、二苯甲酮-3、二苯甲酮-4、二苯甲酮-6、二苯甲酮-8、亚苄基樟脑磺酸、丁基甲氧基二苯甲酰基甲烷、樟脑苯扎铵甲基硫酸盐、桂醚酯、甲氧基肉桂酸DEA盐、甲基肉桂酸二异丙酯、二丙二醇水杨酸酯、二羟丙基对氨基苯甲酸乙酯、二异丙基肉桂酸乙酯、甲氧基肉桂酸乙酯、甘油辛酸酯二甲氧基肉桂酸酯、对氨基苯甲酸甘油酯、胡莫柳酯、对甲氧基肉桂酸异戊酯、异丙基二苯甲酰基甲烷、甲氧基肉桂酸异丙酯、2-羟基-1,4-萘醌、邻氨基苯甲酸基酯、水杨酸基酯、2-氰基-3,3-二苯基丙烯酸2-乙基己酯、对二甲氨基苯甲酸乙基己酯、甲氧基肉桂酸乙基己酯、水杨酸乙基己酯、乙基己基三嗪酮、对氨基苯甲酸、PEG-25对氨基苯甲酸酯、对二甲氨基苯甲酸戊基酯、聚丙烯酰胺基甲基亚苄基樟脑、水杨酸TEA盐、二氧化钛、双棓酰三油酸酯、氧化锌、亚甲基双-苯并***基四甲基丁基苯酚、双-乙基己氧基苯酚甲氧基苯基三嗪、二乙氨基羟基苯甲酰基己基苯甲酸酯、三-联苯基三嗪、苯基二苯并咪唑四磺酸酯二钠(BISIMIDAZYLATE)、二乙基己基丁酰胺基三嗪酮、甲酚曲唑三硅氧烷、亚苄基丙二酸酯聚硅氧烷。
上述UV吸收剂可以以彼此的混合物形式使用。该混合物可用于提高UV吸收性能和/或光稳定性。
香料和芳香物质的实例描述于WO01/49817或“Flavors and Fragrances”,Ullmann's Encyclopedia of Industrial Chemistry,Wiley-VCH,2002中,在此明确引作参考。
维生素的实例为选自组A、C、E和F的维生素、维生素原和维生素前体,尤其是3,4-二去氢视黄醇,β-胡萝卜素(维生素A的维生素原),抗坏血酸(维生素C)以及抗坏血酸的棕榈酸酯、葡糖苷或磷酸酯,生育酚类,尤其是α-生育酚及其酯如乙酸酯、烟酸酯、磷酸酯和琥珀酸酯;以及维生素F,其应理解为包括必需脂肪酸,尤其是亚油酸、亚麻酸和花生四烯酸。其他合适的维生素为辅酶Q10(泛醌-10)。
术语农业化学活性成分(在下文中也称为农药)是指至少一种选***真菌剂、杀昆虫剂、杀线虫剂、除草剂、安全剂和/或生长调节剂的活性成分。优选的农药为杀真菌剂、杀昆虫剂和除草剂,尤其是杀昆虫剂。也可使用两种或更多种上述类别的农药的混合物。该类农药是本领域技术人员所熟知的,它们例如可参见Pesticide Manual,第15版(2011),TheBritish Crop Protection Council,London。合适的杀昆虫剂为选自如下类别的杀昆虫剂:氨基甲酸酯类、有机磷酸酯类、有机氯杀昆虫剂、苯基吡唑类、拟除虫菊酯类、新烟碱类、斯皮诺素类(spinosins)、阿维菌素类(avermectins)、米尔霉素类(milbemycins)、保幼激素类似物、烷基卤、有机锡化合物、沙蚕毒素类似物、苯甲酰脲类、二酰基肼类、METI杀螨剂以及诸如如下的杀昆虫剂:氯化苦(chloropicrin)、拒嗪酮(pymetrozine)、氟啶虫酰胺(flonicamid)、四螨嗪(clofentezine)、噻螨酮(hexythiazox)、特苯唑(etoxazole)、杀螨硫隆(diafenthiuron)、克螨特(propargite)、三氯杀螨砜(tetradifon)、氟唑虫清(chlorfenapyr)、二硝酚(DNOC)、噻嗪酮(buprofezin)、灭蝇胺(cyromazine)、双甲脒(amitraz)、灭蚁腙(hydramethylnon)、灭螨醌(acequinocyl)、嘧螨酯(fluacrypyrim)、鱼藤酮(rotenone)或其衍生物。合适的杀真菌剂为如下类别的杀真菌剂:二硝基苯胺类、烯丙基胺类、苯胺基嘧啶类、抗生素、芳族烃、苯磺酰胺类、苯并咪唑类、苯并异噻唑类、二苯甲酮类、苯并噻二唑类、苯并三嗪类、苄基氨基甲酸酯类、氨基甲酸酯类、羧酰胺类、羧酸酰胺类、氯代腈类、氰基乙酰胺肟类、氰基咪唑类、环丙烷羧酰胺类、二羧酰亚胺类、二氢二嗪类、二硝基苯基巴豆酸酯类、二硫代氨基甲酸酯类、二硫戊环类、乙基膦酸酯类、乙基氨基噻唑羧酰胺类、胍类、羟基-(2-氨基)嘧啶类、羟基酰替苯胺类、咪唑类、咪唑啉酮类、无机物质、异苯并呋喃酮类、甲氧基丙烯酸酯类、甲氧基氨基甲酸酯类、吗啉类、N-苯基氨基甲酸酯类、唑烷二酮类、肟基乙酸酯类、肟基乙酰胺类、肽基嘧啶核苷、苯基乙酰胺类、苯基酰胺类、苯基吡咯类、苯基脲类、膦酸酯类、硫代磷酸酯类、邻氨甲酰苯甲酸类、苯邻二甲酰亚胺类、哌嗪类、哌啶类、丙酰胺类、哒嗪酮类、吡啶类、吡啶基甲基苯甲酰胺类、嘧啶胺类、嘧啶类、嘧啶酮腙类、吡咯并喹啉酮类、喹唑啉酮类、喹啉类、醌类、磺酰胺类、氨磺酰***类、噻唑羧酰胺类、硫代氨基甲酸酯类、托布津类(thiophanates)、噻吩羧酰胺类、甲苯甲酰胺类、三苯基锡化合物、三嗪类、***类。合适的除草剂为如下类别的除草剂:乙酰胺类、酰胺类、芳氧基苯氧基丙酸酯类、苯甲酰胺类、苯并呋喃、苯甲酸类、苯并噻二嗪酮类、联吡啶、氨基甲酸酯类、氯代乙酰胺类、氯代羧酸类、环己烷二酮类、二硝基苯胺类、二硝基苯酚类、二苯基醚类、甘氨酸类、咪唑啉酮类、异唑类、异唑烷酮类、腈类、N-苯基苯邻二甲酰亚胺类、二唑类、唑烷二酮类、氧乙酰胺类、苯氧基羧酸类、苯基氨基甲酸酯类、苯基吡唑类、苯基吡唑啉类、苯基哒嗪类、次膦酸类、氨基磷酸酯类、二硫代磷酸酯类、邻氨甲酰苯甲酸酯类、吡唑类、哒嗪酮类、吡啶类、吡啶羧酸类、吡啶羧酰胺类、嘧啶二酮类、嘧啶基(硫代)苯甲酸酯类、喹啉羧酸类、缩氨基脲类、磺酰氨基羰基***啉酮类、磺酰脲类、四唑啉酮类、噻二唑类、硫代氨基甲酸酯类、三嗪类、三嗪酮类、***类、***啉酮类、***羧酰胺类、***并嘧啶类、三酮类、尿嘧啶类、脲类。
所述油在20℃下以至多20g/l可溶于水中。优选所述油以至多5g/l,尤其优选至多1g/l可溶于水中。
在大多数情况下,所述油的沸点为至少80℃,优选至少100℃,尤其为至少150℃。
合适的油例如为脂族化合物、芳族化合物(也称为芳烃)、蜡、植物油、植物油的酯和酰胺、硅酮油、链烷酸烷基酯、脂肪酸酰胺、缩醛,或烷基二酸的二烷基酯。同样可能的是这些油的混合物。优选的油为芳族化合物或烷基二酸的二烷基酯。
植物油、植物油的酯和酰胺实例为油菜籽油、大豆油、棕榈油、向日葵油、玉米籽油、亚麻籽油、菜子油、橄榄油、棉籽油、油菜籽油甲酯、油菜籽油乙酯、菜子油甲酯、菜子油乙酯、杏仁油、霍霍巴油、橙油、小麦胚芽油、桃仁油、椰油的液体馏分以及植物油和/或其酯和酰胺的混合物。
芳族化合物的实例为苯、甲苯、二甲苯、萘、联苯、邻或间三联苯、单-或多C1-C20烷基取代的芳烃,例如十二烷基苯、十四烷基苯、十六烷基苯、甲基萘、二异丙基萘、己基萘或癸基萘。合适的还有沸点为30-250℃的工业级芳族混合物以及上述芳族化合物的混合物。优选的芳族化合物为具有30-250℃沸点的工业级芳族混合物。
脂族化合物的实例为支化或优选直链的饱和或不饱和C10-C40烃如正十四烷、正十五烷、正十六烷、正十七烷、正十八烷、正十九烷、正二十烷、正二十一烷、正二十二烷、正二十三烷、正二十四烷、正二十五烷、正二十六烷、正二十七烷、正二十八烷,以及环状烃如环己烷、环辛烷、环癸烷,包含饱和烃的矿物油或高压氢化矿物油(所谓的白油)。合适的还有上述脂族化合物的混合物。优选的脂族化合物为矿物油。
蜡的实例为天然或合成蜡,如褐煤酸蜡、褐煤酯蜡、巴西棕榈蜡、聚乙烯蜡、氧化蜡、聚乙烯基醚蜡、乙烯-乙酸乙烯酯蜡以及上述蜡的混合物。优选低熔点蜡,尤其是在30-100℃,尤其在35-70℃下为液体的那些。
链烷酸烷基酯的实例为C2-C40链烷酸的C1-C40烷基酯,优选C8-C40链烷酸的C1-C40烷基酯或C2-C40链烷酸的C6-C40烷基酯。所述烷基或链烷酸可任选被双键和/或羟基官能化。尤其合适的是乳酸乙基己酯。链烷酸烷基酯的其他实例为直链C6-C24脂肪酸与直链C3-C24醇的酯、支化C6-C13羧酸与直链C6-C24脂肪醇的酯、直链C6-C24脂肪酸与支化醇(尤其是2-乙基己醇)的酯、羟基羧酸与直链或支化C6-C22脂肪醇的酯(尤其是苹果酸二辛酯)、直链和/或支化脂肪酸与多元醇(例如丙二醇、二聚二醇或三聚三醇)和/或Guerbet醇的酯、基于C6-C10脂肪酸的甘油三酯、基于C6-C18脂肪酸的液态甘油单酯/甘油二酯/甘油三酯混合物、C6-C24脂肪醇和/或Guerbet醇与芳族羧酸(尤其是苯甲酸)的酯、C2-C12二羧酸与具有1-22个碳原子的直链或支化醇或具有2-10个碳原子和2-6个羟基的多元醇的酯。重要的还有脂肪酸与具有3-24个碳原子的醇的单酯。该组物质为具有8-24个碳原子的脂肪酸如己酸、辛酸、2-乙基己酸、癸酸、月桂酸、异十三烷酸、肉豆蔻酸、棕榈酸、棕榈油酸、硬脂酸、异硬脂酸、油酸、反油酸、岩芹酸、亚油酸、亚麻酸、桐酸、花生酸、顺9-二十碳烯酸、山嵛酸和芥酸及其工业级混合物(其例如在压榨断裂天然脂肪和油期间、在还原获自Roelen羰基合成法的醛期间或在不饱和脂肪酸二聚期间获得)与醇如异丙醇、己醇、辛醇、2-乙基己醇、癸醇、月桂醇、异十三烷醇、肉豆蔻醇、鲸蜡醇、棕榈油醇、硬脂醇、异硬脂醇、油醇、反油醇、岩芹醇、亚油醇、亚麻醇、桐醇、花生醇、顺9-二十碳烯醇、山嵛醇、瓢儿菜醇和巴惟(brassidyl)醇及其工业级混合物(其例如在基于脂肪和油的工业级甲酯或获自Roelen羰基合成法的醛的高压氢化期间获得,以及在不饱和脂肪醇二聚期间作为单体级分获得)的酯化产物。
脂肪酸酰胺的实例为N,N-二-C1-C12烷基-C8-C22烷基酰胺,例如N,N-二甲基癸酰胺或N,N-二甲基十二烷酰胺。
烷基二酸的二烷基酯实例为C4-C32烷基二酸的二-C2-C32烷基酯,优选为C6-C16烷基二酸的二-C2-C18烷基酯。尤其合适的是琥珀酸二丁酯、己二酸二丁酯和邻苯二甲酸二丁酯,其中特别好的为己二酸二丁酯。
脂肪醇的实例为基于具有6-18个,优选8-10个碳原子的脂肪醇的Guerbet醇。
脂肪族碳酸酯的实例为直链和支化C6-C22脂肪醇碳酸酯和Guerbet碳酸酯。
二烷基醚的实例为总计具有12-36个碳原子,尤其是12-24个碳原子的直链或支化、对称或不对称二烷基醚,例如二正辛醚、二正癸醚、二正壬醚、二正十一烷基醚、二正十二烷基醚、正己基正辛基醚、正辛基正癸基醚、正癸基正十一烷基醚、正十一烷基正十二烷基醚、正己基正十一烷基醚、二叔丁基醚、二异戊基醚、二(3-乙基癸基)醚、叔丁基正辛基醚、异戊基正辛基醚和2-甲基戊基正辛基醚。
缩醛的实例为芳族缩醛,例如式(A)的那些:
其中R11和R12彼此独立地为C1-C20烷基或一起为C2-C14亚烷基,且R13为C1-C20烷基。优选地,R11和R12彼此独立地为C1-C4烷基或一起为C2-C6亚烷基。特别优选R11、R12和R13为甲基。
所述离子液体包含阳离子和阴离子。通常以使得电荷中和的方式选择阴离子和阳离子的化学计量组成。离子液体本身及其制备是公知的。
在大多数情况下,所述离子液体可溶于油中。油溶解度可例如在20℃下在作为油的B(己二酸二丁酯)中测定。所述离子液体优选以至少0.05重量%,尤其优选至少0.1重量%,尤其优选至少1重量%,尤其是至少10重量%可溶于B中。
在大多数情况下,所述离子液体的熔点低于220℃,优选低于150℃,尤其优选低于100℃,尤其低于30℃。所述离子液体可包含多种不同的阴离子或不同的阳离子。
合适的阳离子包括式(I)的铵:
N+R1R2R3R4 (I)
其中R1、R2、R3和R4彼此独立地为可被杂官能团取代且可彼此形成脂族环体系的烷基。优选地,R1、R2、R3和R4彼此独立地为烷基和/或羟基烷基。特别优选地,R1、R2、R3和R4彼此独立地为C1-C20烷基和/或C1-C20羟基烷基。非常特别优选地,R1、R2、R3和R4彼此独立地为C1-C8烷基和/或C1-C8羟基烷基。实例为四丁基铵(TBA)或胆碱(cholimium)(N,N,N-三甲基-N-羟乙基铵)。
在另一形式中,R1、R2、R3和R4彼此独立地为可被杂官能团取代且彼此形成脂族环体系的烷基。实例为N,N-二-C1-C12吡咯烷5-氮杂螺[4.4]壬烷或N,N-二甲基吡咯烷
合适的阳离子进一步包括式(II)的咪唑
其中R5为氢或烷基,R6为烷基,且R7为氢或烷基。烷基由碳和氢构成。其不含官能团。所述烷基可为直链、环状或支化的。优选地,R5为氢或C1-C20烷基,R6为C1-C20烷基,且R7为H或C1-C20烷基。特别优选地,R5为氢或C1-C6烷基,R6为C1-C6烷基,且R7为H或C1-C6烷基。R7优选为H或甲基,尤其为H。实例为N-乙基-N’-甲基咪唑(EMIM)、N-甲基咪唑(MEHIM)、N-丁基-N’-甲基咪唑(BMIM)、N-乙基-N’-乙基咪唑(EEIM)、N-正丙基-N’,N-丙基咪唑(PPIM)。
合适的阳离子还包括N-取代的吡啶衍生物如N-烷基吡啶其中烷基优选为C1-C12烷基,尤其为C1-C6烷基。
合适的阳离子还包括N,N’-二取代的吡唑衍生物如N,N’-二烷基吡唑衍生物,其中所述烷基优选为C1-C12烷基,尤其为C1-C6烷基。所述二烷基吡唑衍生物可任选被C1-C4烷基取代,例如1,2,5-三甲基吡唑
合适的阳离子还包括胍衍生物,例如胍六甲基胍精氨酸阳离子或肌酸(creatinium)。
优选的阳离子为式(I)的铵和式(II)的咪唑
合适的阴离子为所有用于离子液体的常规阴离子。例如,阴离子包括羧酸根、磺酸根、硫酸根、膦酸根、磷酸根、卤素、双(三氟磺酰基)亚胺根、四氯铝酸根(aluminumtetrachloride)、氟化磷根(例如六氟化磷根)或双氰胺根及其混合物。优选的阴离子为羧酸根、硫酸根、烷基磺酸根、卤离子(例如碘离子或氯离子)、膦酸根、磷酸根、双(三氟磺酰基)亚胺根或双氰胺根(也称为2-氰基胍)及其混合物。优选的阴离子为羧酸根和烷基磺酸根。特别优选的阴离子为烷基羧酸根、含聚醚的羧酸根和烷基磺酸根。在另一特别优选的形式中,所述阴离子为烷基羧酸根。在另一特别优选的形式中,所述阴离子为含聚醚的羧酸根。在另一特别优选的形式中,所述阴离子为烷基磺酸根。
合适的羧酸根为C1-C30烷基羧酸根、C1-C20羟基烷基羧酸根、含聚醚的羧酸根、芳基羧酸根和聚羧酸根及其混合物。优选的羧酸根为C1-C30烷基羧酸根、C1-C20羟基烷基羧酸根和含聚醚的羧酸根。
优选的烷基羧酸根为C2-C32烷基羧酸根。例如乙酸根、丙酸根、己酸根、2-乙基己酸根、庚酸根、辛酸根、异壬酸根、癸酸根、月桂酸根、油酸根、棕榈酸根、硬脂酸根或十八烷酸根。
优选的羟基烷基羧酸根为C2-C6羟基烷基羧酸根,例如甘醇酸根、葡糖酸根、葡庚糖酸根、葡糖醛酸根、甘油酸根、乳酸根、乳糖酸根、甲羟戊酸根。
含聚醚的羧酸根的实例公开于WO2008/135482第5页第25行至第6页第20行中。优选的含聚醚的羧酸根具有式(III):
(RaO(CH2CH2O)nCH2CO2 - (III)
其中n为0-3的值,且Ra为C1-C8烷基或乙酸酯基;
或者式(IV):
Rb-O-CH2CO2 - (IV)
其中Rb为C1-C18烷基。Rb优选为C3-C12烷基,尤其为己基。
特别优选式(III)的含聚醚的羧酸根,其中n的值为2,且Ra为甲基(即[2-(2-甲氧基乙氧基)乙氧基]乙酸根)。
优选的聚羧酸根为具有2-32个碳原子的脂族二羧酸根和三羧酸根,如乌头酸根、己二酸根、天冬氨酸根、柠檬酸根、富马酸根、粘酸根、谷氨酸根、戊二酸根、氧代戊二酸根、马来酸根、苹果酸根、丙二酸根、草酸根、癸二酸根、琥珀酸根、酒石酸根。
优选的芳基羧酸根为苯甲酸根、肉桂酸根、马尿酸根。
合适的烷基磺酸根为C1-C20烷基磺酸根,尤其为C1-C10烷基磺酸根,及其混合物。实例为乙烷磺酸根或辛烷磺酸根。
合适的硫酸根为式Rc-OSO3 -的那些,其中Rc为C1-C18烷基或C6-C12芳基,优选为C1-C8烷基或C6芳基,及其混合物。
合适的磷酸根为C1-C10二烷基磷酸根及其混合物,其中所述两个烷基可相同或不同。优选二甲基磷酸根或二丁基磷酸根。
合适的卤离子为氯离子、溴离子或碘离子,优选为氯离子。
特别合适的离子液体为[2-(2-甲氧基乙氧基)乙氧基]乙酸四丁基铵、乙酸N-乙基-N’-甲基咪唑异壬酸N-乙基-N’-甲基咪唑辛酸N-乙基-N’-甲基咪唑二丁基磷酸N-乙基-N’-甲基咪唑乙酸N-丁基-N’-甲基咪唑丙酸N-乙基-N’-乙基咪唑乙酸N-丙基-N’-丙基咪唑辛酸胆碱硬脂酸四丁基铵。
所述离子液体可通过已知方法制备。其实例由Wasserscheid and Welton,Ionicliquids in synthesis,第二版,2007,Wiley-VCH或WO2008/135482描述。
所述组合物通常包含0.5-90重量%的离子液体,基于活性成分、油和离子液体的总量。其优选包含1-80重量%,特别优选1-40重量%,特别是1-15重量%的离子液体。在另一形式中,所述组合物可包含至多35重量%,优选至多20重量%,特别优选至多10重量%,非常特别优选至多5重量%,特别是至多3重量%的离子液体,基于活性成分、油和离子液体的总量。
油与离子液体的重量比通常为1000/1-1/100。油与离子液体的重量比优选为100/1-1/1,尤其为50/1-3/1。
所述组合物通常包含至少1重量%的活性成分。其优选包含至少10重量%,尤其是至少20重量%的活性成分,基于所述组合物的总量。所述组合物可包含至多60重量%,优选至多50重量%的活性成分。
所述组合物可以以溶液或作为分散体形式(此时,所述油和离子液体优选可存在于两个独立的液相中)存在。此时,所述活性成分可溶于所述油、所述离子液体或二者中。在优选形式中,所述组合物呈溶液形式。在另一优选形式中,所述组合物呈分散体形式。
所述组合物通常呈浓缩物形式,其可包含至多10重量%,优选至多5重量%,尤其是至多1重量%的水。
所述组合物可用水稀释以获得(在如此做的情况下)包含本发明组合物的含水分散体。例如,就农业化学应用场合而言,在施用前,向所述组合物中添加水以获得可喷雾的含水分散体。所述含水分散体可包含至少10重量%的水,优选至少20重量%,尤其是至少40重量%的水。所述含水分散体可为含水悬浮液、含水乳液或含水悬乳液。所述分散体优选为含水乳液。
本发明进一步涉及一种制备本发明液体组合物的方法,其中使所述活性成分、油和离子液体接触。为此,所述组分可以以任何所需的顺序混合。所述方法可在5-100℃的温度下进行。
本发明组合物(尤其当所述有机活性成分为农业化学活性成分时)可包含配制助剂,尤其是农业化学配制助剂。合适配制助剂为溶剂、液体载体、固体载体或填料、表面活性剂、分散剂、乳化剂、润湿剂、助剂、加溶剂、渗透促进剂、保护性胶体、粘着剂、增稠剂、湿润剂、驱避剂、引诱剂、取食刺激剂、相容性试剂、杀菌剂、防冻剂、抑泡剂、着色剂、粘附剂和粘合剂,其中优选表面活性剂。
合适的表面活性剂为表面活性化合物,例如阴离子、阳离子、非离子和两性表面活性剂,嵌段聚合物,聚电解质及其混合物。该类表面活性剂可用作乳化剂、分散剂、加溶剂、润湿剂、渗透促进剂、保护性胶体或助剂。表面活性剂的实例可参见McCutcheon’s,第1卷:Emulsifiers&Detergents,McCutcheon’s Directories,Glen Rock,美国,2008(国际版或北美版)。优选的表面活性剂为非离子表面活性剂和阴离子表面活性剂。
本发明组合物可包含任何所需量的表面活性剂。其可包含基于所述组合物总量为0.1-40重量%,优选1-30重量%,尤其是2-20重量%的表面活性剂(例如非离子表面活性剂和任选的阴离子表面活性剂)总量。
合适的阴离子表面活性剂为磺酸、硫酸、磷酸、羧酸的碱金属盐、碱土金属盐或铵盐及其混合物。磺酸盐的实例为烷基芳基磺酸盐、二苯基磺酸盐、α-烯烃磺酸盐、木素磺酸盐、脂肪酸和油的磺酸盐、乙氧基化烷基酚的磺酸盐、烷氧基化芳基酚的磺酸盐、稠合萘的磺酸盐、十二烷基苯磺酸盐和十三烷基苯磺酸盐、萘和烷基萘的磺酸盐、磺基琥珀酸盐或磺基琥珀酰胺。硫酸盐的实例为脂肪酸和油的硫酸盐,乙氧基化烷基酚的硫酸盐、醇的硫酸盐、乙氧基化醇的硫酸盐或脂肪酸酯的硫酸盐。磷酸盐的实例为磷酸盐酯。羧酸盐的实例为烷基羧酸盐以及羧化醇或烷基酚乙氧基化物。优选的阴离子表面活性剂包括硫酸盐或磺酸盐。
合适的非离子表面活性剂为烷氧基化物,N-取代的脂肪酸酰胺、氧化胺、酯、糖基表面活性剂、聚合物表面活性剂及其混合物。烷氧基化物的实例为用1-100(优选1-50)当量烷氧基化的化合物如醇、烷基酚、胺、酰胺、芳基酚、脂肪酸或脂肪酸酯。对烷氧基化而言,可使用氧化乙烯和/或氧化丙烯,优选氧化乙烯。N-取代脂肪酸酰胺的实例为脂肪酸葡糖酰胺或脂肪酸链烷醇酰胺。酯的实例为脂肪酸酯、甘油酯或甘油单酯。糖基表面活性剂的实例为失水山梨糖醇、乙氧基化的失水山梨糖醇、蔗糖和葡萄糖酯或烷基多葡糖苷。聚合物表面活性剂的实例为乙烯基吡咯烷酮、乙烯醇或乙酸乙烯酯的均聚物或共聚物。优选的非离子表面活性剂包括烷氧基化物。
合适的阳离子表面活性剂为季盐表面活性剂,例如具有一个或两个疏水基团的季铵化合物,或者长链伯胺的盐。合适的两性表面活性剂为烷基甜菜碱和咪唑啉类。合适的嵌段聚合物为包含聚氧化乙烯嵌段和聚氧化丙烯嵌段的A-B或A-B-A型嵌段聚合物,或者包含链烷醇、聚氧化乙烯和聚氧化丙烯的A-B-C型嵌段聚合物。合适的聚电解质为聚酸或聚碱。聚酸的实例为聚丙烯酸的碱金属盐或聚酸梳状聚合物。聚碱的实例为聚乙烯基胺或聚乙烯胺。
合适的助剂为本身具有可忽略的少量或者甚至不具有农药效果且提高化合物I对目标的生物效果的化合物。实例为表面活性剂、矿物油或植物油和其他助剂。其他实例可参见Knowles,Adjuvants and additives,Agrow Reports DS256,T&F Informa UK,2006,第5章。
合适的增稠剂为多糖(如黄原胶、羧甲基纤维素)、无机粘土(有机改性或未改性)、聚羧酸盐和硅酸盐。
合适的杀菌剂为溴硝丙二醇(bronopol)以及异噻唑啉衍生物如烷基异噻唑啉酮类和苯并异噻唑啉酮类。
合适的防冻剂为乙二醇、丙二醇、尿素和甘油。
合适的消泡剂为硅酮、长链醇和脂肪酸盐。
合适的染料(例如着红色、蓝色或绿色)为难水溶性颜料和水溶性染料。实例为无机着色剂(例如氧化铁、二氧化钛、六氰基高铁酸铁)和有机着色剂(例如茜素、偶氮和酞菁着色剂)。
合适的粘着剂或粘合剂为聚乙烯基吡咯烷酮、聚乙酸乙烯酯、聚乙烯醇、聚丙烯酸酯、生物或合成蜡和纤维素醚。
在优选形式中,所述组合物包含至少一种表面活性剂。在更优选的形式中,所述有机活性成分为农业化学活性成分,且所述组合物包含至少一种表面活性剂。
优选地,所述表面活性剂包含至少一种非离子表面活性剂(例如1、2或3种非离子表面活性剂)和任选的阴离子表面活性剂。更优选地,所述表面活性剂包含至少一种选自烷氧基化物(例如用至少1当量(优选2-100当量)氧化乙烯烷氧基化的醇、脂肪酸或脂肪酸酯)的非离子表面活性剂和任选的选自硫酸盐或磺酸盐的阴离子表面活性剂。
在一个优选形式中,所述表面活性剂包含至少两种非离子表面活性剂,例如至少两种烷氧基化物。更优选地,所述表面活性剂包含用至少20当量(优选至少30当量,尤其是至少40当量)氧化乙烯烷氧基化的烷氧基化物A。甚至更优选地,所述表面活性剂包含用至少20当量(优选至少30当量,尤其是至少40当量)氧化乙烯烷氧基化的烷氧基化物A和用至多20当量(优选至多15当量,尤其是至多10当量)氧化乙烯烷氧基化的烷氧基化物B。烷氧基化物A与烷氧基化物B的重量比可为1:10-10:1,优选为1:5-5:1,尤其为1:3-3:1。
在优选实施方案中,所述活性成分为化妆品活性成分,且本发明组合物以化妆品配制剂形式存在。实例为乳油、洗发水、喷发胶、洗剂。所述制剂和其他配制剂助剂是本领域技术人员所已知的。
所述化妆品配制剂例如乳油、凝胶、洗剂、醇和水/醇溶液、乳液、蜡/脂肪块、棒制剂、粉末或者膏剂也可包含作为其他助剂和添加剂的温和表面活性剂、富脂(super-fatting)剂、珠光蜡、稠度调节剂、增稠剂、聚合物、硅酮化合物、脂肪、蜡、稳定剂、除臭活性成分、抗头皮屑剂、成膜剂、溶胀剂、其他UV吸收剂、抗氧化剂、水溶助长剂、防腐剂、昆虫驱避剂、自晒黑剂、增溶剂、香料油、染料、着色剂、抗微生物剂等。
可使用的富脂剂为诸如如下的物质:羊毛脂和卵磷脂,以及聚乙氧基化或丙烯酸化的羊毛脂和卵磷脂衍生物,多元醇脂肪酸酯,单甘油酯和脂肪酸链烷醇酰胺,后者同时用作泡沫稳定剂。
合适的珠光蜡例如为亚烷基二醇酯,尤其是乙二醇二硬脂酸酯;脂肪酸链烷醇酰胺,尤其是椰油脂肪酸二乙醇酰胺;偏甘油酯,尤其是硬脂酸甘油单酯;任选羟基取代的多元羧酸与具有6-22个碳原子的脂肪醇的酯,尤其是酒石酸的长链酯;脂肪物质,例如脂肪醇、脂肪酮、脂肪醛、脂肪醚和脂肪碳酸酯,其总共具有至少24个碳原子,尤其是月桂酮和二硬脂基醚;脂肪酸,如硬脂酸、羟基硬脂酸或山酸,具有12-22个碳原子的烯烃环氧化物与具有12-22个碳原子的脂肪醇和/或具有2-15个碳原子和2-10个羟基的多元醇的开环产物,及其混合物。
合适的稠度调节剂主要为具有12-22,优选16-18个碳原子的脂肪醇或羟基脂肪醇,以及偏甘油酯、脂肪酸和羟基脂肪酸。优选这些物质与具有相同链长的烷基低聚葡糖苷和/或脂肪酸N-甲基葡糖酰胺和/或聚甘油聚-12-羟基硬脂酸酯的组合。合适的增稠剂例如为Aerosil品级(亲水性二氧化硅),多糖,尤其是黄原胶、瓜耳胶、琼脂、藻酸盐和纤基乙酸钠、羧甲基纤维素和羟甲基纤维素,以及脂肪酸的较高分子量聚乙二醇单酯和二酯、聚丙烯酸酯(例如获自Goodrich的或获自Sigma的)、聚丙烯酰胺、聚乙烯醇和聚乙烯基吡咯烷酮,表面活性剂,例如乙氧基化脂肪酸甘油酯,脂肪酸与多元醇如季戊四醇或三羟甲基丙烷的酯、具有窄同系物分布的脂肪醇乙氧基化物或烷基低聚葡糖苷,以及电解质如氯化钠或氯化铵。
合适的硅酮化合物例如为二甲基聚硅氧烷,甲基苯基聚硅氧烷,环状硅酮,以及氨基-、脂肪酸-、醇-、聚醚-、环氧-、氟-、苷-和/或烷基-改性的硅酮化合物,其在室温下可以以液体或树脂形式存在。合适的还有二甲基硅油(simethicone),其是平均链长为200-300个二甲基硅氧烷单元的聚二甲基硅氧烷与氢化硅酸盐的混合物。此外,合适的挥发性硅酮的详细综述可参见Todd等,Cosm.Toil.91,27(1976)。
合适的除臭活性成分例如为止汗剂,如氯化铝水合物(aluminiumchlorohydrate)(参见J.Soc.Cosm.Chem.24,281(1973))。以商品名由HoechstAG,Frankfurt商购获得的例如为对应于式Al2(OH)5Cl×2.5H2O的氯化铝水合物,该化合物的使用是特别优选的(参见J.Pharm.Pharmacol.26,53l(1975))。除所述水合氯化物之外,也可使用羟基乙酸铝以及酸性铝/锆盐。酯酶抑制剂可作为其他除臭活性成分添加。这些优选为柠檬酸三烷基酯,如柠檬酸三甲酯、柠檬酸三丙酯、柠檬酸三异丙酯、柠檬酸三丁酯,尤其是柠檬酸三乙酯(CAT,Henkel KGaA,Dusseldorf/FRG)。所述物质抑制酶活性,因此减少气味产生。适于作为酯酶抑制剂的其他物质为甾醇硫酸酯或磷酸酯,例如羊毛甾醇、胆固醇、菜油甾醇、豆甾醇和谷甾醇的硫酸酯或磷酸酯;二羧酸及其酯,例如戊二酸、戊二酸单乙酯、戊二酸二乙酯、己二酸、己二酸单乙酯、己二酸二乙酯、丙二酸和丙二酸二乙酯;羟基羧酸及其酯,例如柠檬酸、苹果酸、酒石酸或酒石酸二乙酯。影响菌群并杀灭汗分解细菌或抑制其生长的抗菌活性成分同样可存在于所述制剂中(尤其是存在于棒状制剂中)。其实例为脱乙酰壳多糖、苯氧基乙醇和葡糖酸洗必泰。已证实5-氯-2-(2,4-二氯苯氧基)苯酚(Ciba Specialty Chemicals Inc.)是特别有效的。
可使用的抗头皮屑剂例如为同菌唑(climbazole),吡啶酮乙醇胺(octopirox)和吡啶硫酮锌。常规成膜剂例如为脱乙酰壳多糖、微晶脱乙酰壳多糖、季盐化脱乙酰壳多糖、聚乙烯基吡咯烷酮、乙烯基吡咯烷酮-乙酸乙烯酯共聚物、丙烯酸系列的聚合物、季盐化纤维素衍生物、胶原、透明质酸或其盐及类似化合物。可用于水相的溶胀剂为蒙脱石、粘土矿物质、pemulen和烷基改性carbopol级(Goodrich)。其他合适的聚合物和/或溶胀剂可参见R.Lochhead Cosm.Toil.108,95(1993)的综述。
除主要的光防护物质之外,还可使用抗氧化剂类型的次级光防护物质,其在UV辐射渗入皮肤或毛发中时阻止所引发的光化学反应链。该类抗氧化剂的典型实例为氨基酸(例如甘氨酸、组氨酸、酪氨酸、色氨酸)及其衍生物;咪唑类(例如尿刊宁酸)及其衍生物;肽,如D,L-肌肽、D-肌肽、L-肌肽及其衍生物(例如鹅肌肽);类胡萝卜素、胡萝卜素(例如?-胡萝卜素、?-胡萝卜素、番茄红素)及其衍生物;绿原酸及其衍生物;硫辛酸及其衍生物(例如二氢硫辛酸);金硫葡萄糖,丙基硫尿嘧啶和其它硫醇(例如硫氧还蛋白、谷胱甘肽、半胱氨酸、胱氨酸、胱胺及其糖基酯、N-乙酰基酯、甲基酯、乙基酯、丙基酯、戊基酯、丁基酯和月桂基酯、棕榈酰基酯、油基酯、?-亚油基酯、胆甾烯基酯和甘油基酯)及其盐;硫代二丙酸二月桂酯,硫代二丙酸二硬脂基酯,硫代二丙酸及其衍生物(酯、醚、肽、类脂、核苷酸、核苷和盐);以及极低耐受剂量(例如pmol-?mol/kg)的亚磺酰亚胺(sulfoximine)化合物(例如丁硫氨酸亚磺酰亚胺,高半胱亚磺酰亚胺,丁硫氨酸砜,戊-、己-、庚硫氨酸亚磺酰亚胺);还有(金属)螯合剂(例如?-羟基脂肪酸、棕榈酸、植酸、乳铁蛋白),?-羟基酸(例如柠檬酸、乳酸、苹果酸),腐殖酸,胆汁酸,胆汁提取物,胆红素,胆绿素,EDTA,EGTA及其衍生物;不饱和脂肪酸及其衍生物(例如?-亚麻酸、亚油酸、油酸);叶酸及其衍生物;泛醌和泛醇以及它们的衍生物;维生素C和衍生物(例如抗坏血酰棕榈酸酯、磷酸抗坏血酸酯Mg盐、乙酸抗坏血酸酯);生育酚及其衍生物(例如乙酸维生素E)、维生素A和衍生物(例如棕榈酸维生素A);以及安息香树脂的苯甲酸松柏醇酯,芸香亭酸及其衍生物,?-糖基芸香苷,阿魏酸,亚糠基葡糖醇,肌肽,丁基羟基甲苯,丁基羟基苯甲醚,去甲二氢愈创木酸(nordihydroguaiacic acid),去甲二氢愈创木酸,三羟基苯丁酮,尿酸及其衍生物,甘露糖及其衍生物,超氧化物歧化酶,N-[3-(3,5-二叔丁基-4-羟基苯基)丙酰基]对氨基苯磺酸(及其盐,例如钠盐),锌及其衍生物(例如ZnO、ZnSO4)、硒及其衍生物(例如硒代蛋氨酸)、及其衍生物(例如氧化物、反式氧化物)以及这些特定活性成分的适于本发明的衍生物(盐、酯、醚、糖、核苷酸、核苷、肽和类脂)。此外还可提及HALS(=“受阻胺光稳定剂”)化合物。此处,抗氧化剂的比例基于UV吸收剂的重量通常为0.001-30重量%,优选为0.01-3重量%。
为了改善流动行为,还可使用水溶助长剂,例如乙醇、异丙醇或多元醇。此处合适的多元醇优选具有2-15个碳原子和至少2个羟基。所述多元醇也可含有其他官能团,尤其是氨基,和/或用氮改性。典型实例为:
-甘油;
-亚烷基二醇,如乙二醇、二甘醇、丙二醇、丁二醇、己二醇以及平均分子量为100-1000道尔顿的聚乙二醇;
-自缩合度为1.5-10的工业级低聚甘油混合物,例如二甘油含量为40-50重量%的工业级二甘油混合物;
-羟甲基化合物,例如尤其是三羟甲基乙烷、三羟甲基丙烷、三羟甲基丁烷、季戊四醇和二季戊四醇;
-低级烷基葡糖苷,尤其是在烷基中具有1-8个碳原子的那些,例如甲基葡糖苷和丁基葡糖苷;
-具有5-12个碳原子的糖醇,例如山梨糖醇或甘露糖醇;
-具有5-12个碳原子的糖,例如葡萄糖或蔗糖;
-氨基糖,如葡糖胺;
-二醇胺,如二乙醇胺或2-氨基-1,3-丙二醇。
合适的防腐剂例如为苯氧基乙醇、甲醛溶液、对羟基苯甲酸酯、戊二醇或山梨酸以及Cosmetics Ordinance,附件6,部分A和B中所列的其他物质类别。
可提及的香料油为天然和/或合成香料的混合物。天然香料例如为下列物质的提取物:花(百合、熏衣草、玫瑰、茉莉、橙花、依兰)、茎和叶(老鹳草、广藿香、橙叶)、果实(茴香、芫荽、枯茗、刺柏)、果皮(香柠檬、柠檬、橙)、根(肉豆蔻、当归、芹菜、小豆蔻、广木香、鸢尾、菖蒲)、木材(松木、檀香木、愈创木、柏木、玫瑰木)、草本和禾草(龙蒿、香茅、鼠尾草、百里香)、针叶和细枝(云杉、冷杉、松树、中欧山松)、树脂和香脂(白松香、榄香脂、安息香、没药树脂、乳香、红没药)。还合适的有动物原料,如灵猫香和海狸香。典型的合成香料例如为酯、醚、醛、酮、醇或烃类产品。
酯类的香料化合物例如为乙酸苄基酯、异丁酸苯氧基乙酯、环己基乙酸对叔丁基酯、乙酸里哪醇酯、乙酸二甲基苄基原酯、乙酸苯乙基酯、苯甲酸里哪醇酯、甲酸苄基酯、甘氨酸乙基甲基苯基酯、丙酸烯丙基环己基酯、丙酸苏合香酯和水杨酸苄基酯。所述醚包括例如苄基乙基醚;所述醛例如为具有8-18个碳原子的直链烷醛、柠檬醛、香茅醛、香茅基氧基乙醛、仙客来醛、羟基香茅醛、铃兰醛和对叔丁基苯丙醛;所述酮例如为紫罗兰酮、??异甲基紫罗兰酮和甲基柏木基酮;所述醇例如为茴香脑、香茅醇、丁子香酚、异丁子香酚、香叶醇、芳樟醇、苯乙基醇和萜品醇;所述烃主要包括萜类和香脂。然而,优选使用一起产生有令人愉悦的香调的不同香料的混合物。在大多数情况下用作芳香组分的较低挥发性精油也适于作为香料油,如鼠尾草油、春黄菊油、丁香油、蜂花油、肉桂叶油、椴花油、刺柏油、岩兰油、乳香油、白松香油、岩蔷薇油和杂熏衣草油。优选使用香柠檬油、二氢月桂烯醇、铃兰醛、新铃兰醛(lyral)、香茅醇、苯乙基醇、己基肉桂醛、香叶醇、苄基丙酮、仙客来醛、芳樟醇、乙氧基甲氧基环十一烷(boisambrene forte)、龙涎呋喃(ambroxan)、吲哚、二氢茉莉酮酸甲酯(hedione)、2-甲基-4-(2,2,3-三甲基-3-环戊烯-1-基)-2-丁烯-1-醇(sandelice)、柠檬油、橘子油、橙油、乙醇酸烯丙基戊基酯、Cyclovertal、杂熏衣草油、香紫苏油、?-突厥酮、波旁香叶油(geranium oil bourbon)、水杨酸环己基酯、甲基柏木酮、龙涎酮、Fixolide NP、合成橡苔(evernyl)、甲基紫罗兰酮γ、苯基乙酸、乙酸香叶醇酯、乙酸苄基酯、玫瑰醚、romillat、依罗酯(irotyl)和2-叔丁基环己基乙基碳酸酯(floramat),单独或呈混合物形式。
可使用的染料为经批准的且适于化妆品目的的物质,例如如出版物“Kosmetische”[化妆品着色剂],Dyes Commission of the German Research Society,Verlag Chemie,Weinheim,1984,第81-106页所列。染料通常以基于全部混合物为0.001-0.1重量%的浓度使用。
抗微生物剂的典型实例为对***具有特异性作用的防腐剂,如2,4,4’-三氯-2’-羟基二苯醚,洗必泰(1,6-二(4-氯苯基二胍基)己烷)或TCC(3,4,4’-三氯卡班)。许多香料和精油也具有抗微生物性能。典型实例为丁子香油中的活性成分丁子香酚、薄荷醇和百里酚。令人感兴趣的天然除臭剂为存在于椴花油中的萜烯醇法呢醇(3,7,11-三甲基-2,6,10-十二烷三烯-1-醇)。已证实甘油单月桂酸酯可用作抑菌剂。其他抗微生物剂的比例基于所述制剂的固体分通常为0.1-2重量%。
此外,所述化妆品组合物可包含作为助剂的消泡剂,如硅酮;结构化剂如马来酸;增溶剂,如乙二醇、丙二醇、甘油或二甘醇;遮光剂,如胶乳、苯乙烯/PVP或苯乙烯/丙烯酰胺共聚物;配位剂,如EDTA、NTA、丙氨酸二乙酸或膦酸;推进剂,如丙烷/丁烷混合物、N2O、二甲醚、CO2、N2或空气;作为氧化染料前体的所谓偶联剂和显影剂组分;还原剂,如硫代乙醇酸及其衍生物、硫代乳酸、半胱胺、硫代苹果酸或?-巯基乙烷磺酸;或氧化剂,如过氧化氢、溴酸钾或溴酸钠。
合适的昆虫驱避剂例如为N,N-二乙基间甲苯酰胺,1,2-戊二醇或昆虫驱避剂3535;合适的自晒黑剂例如为二羟基丙酮、赤藓酮糖或二羟基丙酮与赤藓酮糖的混合物。
化妆品配制剂包括极宽范围的化妆品组合物。特别地,下述组合物是合适的,例如:
-用于皮肤护理的组合物,例如呈条状或液体皂、合成洗涤剂或洗涤膏形式的皮肤洗涤和清洁组合物,
-沐浴制剂,例如液体沐浴制剂(泡沫浴、浴乳、淋浴制剂)或固体沐浴制剂,例如浴片或浴盐;
-皮肤护理组合物,例如护肤乳液、多相乳状液或护肤油;
-修饰性护体组合物,例如呈日霜或粉霜形式的脸部化妆品;搽脸粉(松散或压制的);胭脂或霜状化妆品;护眼组合物,例如眼影制剂、睫毛膏、眼线膏、眼霜或眼部修护霜;护唇组合物,例如口红、透明高光亮唇膏、唇线笔;指甲护理组合物,例如指甲油、指甲油去除剂、指甲硬化剂或指甲脱膜剂;
-脚部护理组合物,如洗脚液、脚粉、脚霜和脚油,尤其是除臭剂和止汗剂或老茧去除组合物;
-光防护组合物,如防晒乳、防晒液、防晒霜、防晒油、阳光阻挡剂或热带制剂(tropical),预晒黑制剂或晒后制剂;
-皮肤晒黑组合物,如自晒黑霜;
-脱色制剂,如用于漂白皮肤的制剂或用于使皮肤光亮的制剂;
-昆虫驱避组合物(“驱避剂”),如驱虫油、驱虫液、驱虫喷雾剂或驱虫棒;
-除臭剂,如除臭喷雾剂、泵送喷雾剂、除臭凝胶、除臭棒或除臭走珠;
-止汗剂,如止汗棒、止汗霜或止汗走珠;
-用于清洁和护理玷污皮肤的组合物,如合成洗涤剂(固体或液体),剥离或擦洗制剂或剥离面膜;
-呈化学品形式的脱毛组合物(脱毛),如去毛粉,液体脱毛剂,乳状或糊状脱毛剂,呈凝胶或气溶胶泡沫形式的脱毛剂;
-剃须组合物,如剃须皂,起泡剃须膏,不起泡剃须膏、泡沫和凝胶,用于干剃须的剃前制剂,剃后剂或剃后液;
-加香组合物,如香水(古龙水(eau de Cologne)、淡香水(eau de toilette)、香水(eau de parfum)、浓香水(parfum de toilette)、香料),香料油或香料膏;
-用于处理毛发的化妆品组合物,例如呈洗发剂形式的毛发洗涤组合物,毛发调理剂,护发组合物如预处理组合物、养发剂、造型膏、造型凝胶、发脂、毛发冲洗剂、处理包、毛发深度处理剂,毛发造型用组合物,如用于产生永久卷发的烫发组合物(热烫、温烫、冷烫),毛发柔顺制剂、液体毛发定型组合物、发用泡沫、喷发胶、漂白组合物如过氧化氢溶液、增亮洗发剂、漂白乳、漂白粉末、漂白糊或油,暂时、半永久或永久毛发着色剂,具有自氧化染料的制剂,或天然毛发着色剂如指甲花染料或春黄菊。
这些所列的最终配制剂可以以许多种表现形式存在,例如:
-液体制剂形式,如W/O、O/W、O/W/O、W/O/W、PIT以及所有类型的微乳液,
-凝胶形式,
-油、霜、乳或液体形式,
-粉末、漆、片剂或化妆品形式,
-棒形式,
-喷雾剂(使用推进气体的喷雾剂或泵送喷雾剂)或气溶胶形式,
-泡沫形式,或
-糊形式。
此处作为皮肤用化妆品组合物,特别重要的是光防护组合物,如防晒乳、防晒液、防晒霜、防晒油、阳光阻挡剂或热带制剂,预晒黑制剂或晒后制剂;以及皮肤晒黑组合物,如自晒黑霜。此处,特别令人感兴趣的是防晒霜、防晒液、防晒油、防晒乳和喷雾剂形式的防晒制剂。
此处作为毛发用化妆品组合物,特别重要的是上述用于毛发处理的组合物,尤其是洗发剂形式的毛发洗涤组合物,毛发调理剂,毛发护理组合物如预处理组合物、养发剂、造型膏、造型凝胶、发脂、毛发冲洗剂、处理包、毛发深度处理剂、毛发柔顺制剂、液体毛发定型组合物、发用泡沫和喷发胶。此处特别令人感兴趣的是呈洗发剂形式的毛发洗涤组合物。洗发剂例如具有如下组成:0.01-5重量%一种本发明的UV吸收剂,12.0重量%月桂基聚氧乙烯(2)醚硫酸钠,4.0重量%椰油酰氨基丙基甜菜碱,3.0重量%NaCl,以及加至100%的水。
在优选实施方案中,所述活性成分为农药,且本发明的组合物呈农业化学配制剂形式。在大多数情况下,在施用前将所述农业化学配制剂稀释以制备所谓的桶混制剂。对稀释而言,合适的是中至高沸点矿物油馏分如煤油或柴油,还有煤焦油,以及植物或动物来源的油,脂族、环状和芳族烃,例如甲苯、二甲苯、石蜡、四氢化萘、烷基化萘及其衍生物、甲醇、乙醇、丙醇、丁醇、环己醇、环己酮、异佛尔酮,强极性溶剂如二甲亚砜、N-甲基吡咯烷酮或水。优选使用水。还可仅向桶混制剂中添加两亲性试剂。在该实施方案中,本发明组合物呈桶混制剂形式。
经稀释组合物通常用于喷雾或雾化。可在紧临施用前向所述桶混制剂中添加如下物质(桶混制剂):各种类型的油、润湿剂、助剂、除草剂、杀菌剂、杀真菌剂。这些组合物可以以1:100-100:1,优选1:10-10:1的重量比添加至本发明的组合物中。所述桶混制剂中的农药浓度可在较宽范围内变化。其通常为0.0001-10%,优选为0.01-1%。取决于所需的效果类型,作物保护施用的施用率为0.01-2.0kg活性成分/ha。
所述农业化学配制剂可用于防治植物病原性真菌和/或不希望的植物生长和/或不希望的昆虫或螨虫侵袭和/或调节植物生长,其中使所述组合物作用于所述特定害虫、其栖息地或待保护以免相应害虫侵袭的植物、土壤和/或不希望的植物和/或有用植物和/或其生长地。此外,所述农业化学配制剂可用于防治不希望的昆虫或螨虫对植物的侵袭和/或防治植物病原性真菌和/或控制不希望的植物生长,此时用所述组合物处理有用植物的种子。
本发明进一步涉及所述离子液体在提高所述活性成分在所述油中的溶解度中的用途。合适且优选的实施方案(如所述油、所述离子液体和所述活性成分)如上所述。溶解度可提高至少10%,优选30%,尤其优选100%,尤其是500%,在每种情况下基于在纯油中的溶解度。在另一形式中,所述活性成分的溶解度提高10%,优选30%,尤其优选100%,尤其是500%,在每种情况下基于相应混合物在油和离子液体中的线性内插溶解度。线性内插的溶解度在理论上由在所述活性成分于纯油中的溶解度和纯离子液体中的溶剂度之间的直线连线确定。
本发明的优点在于可将高浓度的活性成分引入溶液中;所述组合物仅稍具毒性;所述活性成分不被所述离子液体化学降解;所述离子液体仅可容易地制备;其具有高农业化学效果;可将极高浓度的活性成分引入溶液中;可使用在室温下为固体的离子液体;所述组合物仅具有低粘度,即对相同活性成分浓度而言,需要向所述组合物中添加更少量的有机溶剂或油;可用油,尤其是植物油、植物油的酯或植物油的酰胺代替有机溶剂。
下文实施例阐述本发明,并非限制本发明。
实施例
B:购自BASF SE的己二酸二丁酯的化妆品用油。
氟唑菌酰胺(Fluxapyroxad):抗真菌剂,3-(二氟甲基)-1-甲基-N-(3′,4′,5′-三氟联苯-2-基)吡唑-4-甲酰胺。
T150:2,4,6-三苯胺基对(羰-2′-乙基己基-1′-氧基)-1,3,5-三嗪;CAS号88122-99-0,购自BASF SE。
S:双-乙基己氧基苯酚甲氧基苯基三嗪(也称为bemotrizinol)。
表面活性剂A:乙氧基化蓖麻油(~40EO)
表面活性剂B:聚氧基40氢化蓖麻油
表面活性剂C:乙氧基化三苯乙烯基苯酚
表面活性剂D:乙氧基化聚芳基苯酚硫酸铵盐
表面活性剂E:C10Guerbet醇乙氧基化物(7EO)
表面活性剂F:C10Guerbet醇乙氧基化物(3EO)
表面活性剂G:C13C15羰基合成醇(3EO)
表面活性剂H:异C12烷基苯磺酸Ca盐
表面活性剂I:C13羰基合成醇乙氧基化物(+3EO)
表面活性剂J:C13羰基合成醇乙氧基化物(+7EO)
表面活性剂K:C13羰基合成醇乙氧基化物(+10EO)
表面活性剂L:C13羰基合成醇乙氧基化物(+12EO)
表面活性剂M:C10C18链烷醇乙氧基化物(+5EO)
实施例1:提高的农业化学活性成分溶解度
溶解度在21℃下测试。为此,将提高量的活性成分逐步添加至包含离子液体的油(B或)中,直至达到最高溶解度。或者,用所述活性成分使包含所述离子液体的油饱和并借助HPLC定量测定活性成分的可溶比例。
结果总结于表1-3中。在所述表的第一行中,在每种情况下给出了油与IL的重量比。
表1:在作为油的B下氟唑菌酰胺的溶解度[g/l]
表2:在作为油的200ND下氟唑菌酰胺的溶解度[g/l]
表3:在作为油的Agnique AMD(N,N-二甲基十二酰胺、月桂基N,N-二甲基酰胺)下氟唑菌酰胺的溶解度[g/l]
实施例2:提高的UV吸收剂溶解度
溶解度如实施例1所述测定,结果汇总于表4和5中。
表4:在作为油的B下T150的溶解度[g/l]
表5:在作为油的B下S的溶解度[g/l]
实施例3:含水稀释剂
制备8重量%乙酸N-丁基-N’-甲基咪唑(BMIM)、20重量%氟唑菌酰胺、72重量%B和表6所列表面活性剂的混合物。在室温下用水以1份所述混合物:100份水的重量比稀释所述混合物,从而获得了均质分散体。表6:混合物的组成(重量%)
表面活性剂1 | 浓度1 | 表面活性剂2 | 浓度2 | 表面活性剂3 | 浓度3 |
表面活性剂A | 8 | ||||
表面活性剂A | 3.8 | 表面活性剂I | 10.4 | ||
表面活性剂A | 4.2 | 表面活性剂I | 10.4 | 表面活性剂E | 2.5 |
表面活性剂A | 3.8 | 表面活性剂F | 10.5 | ||
表面活性剂A | 3.8 | 表面活性剂G | 10.5 | ||
表面活性剂B | 6 | 表面活性剂I | 8.3 | ||
表面活性剂C | 5.9 | 表面活性剂H | 8.2 | ||
表面活性剂C | 5.8 | 表面活性剂H | 8.4 | 表面活性剂E | 2.7 |
表面活性剂D | 12.7 | 表面活性剂I | 4.4 | ||
表面活性剂D | 8.1 | 表面活性剂I | 8.4 | ||
表面活性剂D | 4 | 表面活性剂I | 12.6 |
表7:混合物的组成(重量%)
表面活性剂1 | 浓度1 | 表面活性剂2 | 浓度2 | 比 |
表面活性剂A | 4.1 | 表面活性剂I | 10.2 | 2.5 |
表面活性剂A | 5.2 | 表面活性剂I | 10.6 | 2 |
表面活性剂A | 8.1 | 表面活性剂I | 8 | 1 |
表面活性剂A | 10.4 | 表面活性剂I | 5.4 | 0.5 |
表面活性剂A | 10.7 | 表面活性剂I | 4.5 | 0.4 |
表8:混合物的组成(重量%)
表面活性剂1 | 浓度1 | 表面活性剂2 | 浓度2 | 表面活性剂3 | 浓度3 |
表面活性剂A | 4.7 | 表面活性剂I | 12.4 | 表面活性剂E | 3 |
表面活性剂A | 4.5 | 表面活性剂I | 10.6 | 表面活性剂E | 3.6 |
表面活性剂A | 4.6 | 表面活性剂I | 10.4 | 表面活性剂E | 4.9 |
表面活性剂A | 4.5 | 表面活性剂I | 10.3 | 表面活性剂E | 5.9 |
表9:混合物的组成(重量%)
表面活性剂1 | 浓度1 | 表面活性剂2 | 浓度2 | 表面活性剂3 | 浓度3 |
表面活性剂A | 4.7 | 表面活性剂I | 12.4 | 表面活性剂E | 3 |
表面活性剂A | 4.3 | 表面活性剂I | 10.5 | Lutensol TO7 | 3.2 |
表面活性剂A | 4.5 | 表面活性剂I | 10.6 | 表面活性剂K | 3.3 |
表面活性剂A | 4.2 | 表面活性剂I | 10.2 | 表面活性剂L | 3.4 |
表面活性剂A | 4 | 表面活性剂I | 10.2 | 表面活性剂M | 3.4 |
实施例4:含水稀释剂
制备9重量%辛酸胆碱10重量%氟唑菌酰胺、81重量%B和表6所列表面活性剂的混合物。在室温下用水以1份所述混合物:100份水的重量比稀释所述混合物,从而获得均质分散体。
表10:混合物的组成(重量%)
表面活性剂1 | 浓度1 | 表面活性剂2 | 浓度2 | 表面活性剂3 | 浓度3 |
表面活性剂A | 4.4 | 表面活性剂I | 10.7 | ||
表面活性剂A | 4.2 | 表面活性剂I | 10.5 | 表面活性剂E | 1.8 |
表面活性剂D | 12 | 表面活性剂I | 4 | ||
表面活性剂D | 12 | 表面活性剂I | 4 | 表面活性剂E | 3 |
实施例5:含水稀释剂
制备8.5重量%乙酸N-乙基-N’-甲基咪唑(EMIM)、15重量%氟唑菌酰胺、76.5重量%B和表6所列表面活性剂的混合物。在室温下用水以1份所述混合物:100份水的重量比稀释所述混合物,从而获得均质分散体。
表11:混合物的组成(重量%)
表面活性剂1 | 浓度1 | 表面活性剂2 | 浓度2 | 表面活性剂3 | 浓度3 |
表面活性剂A | 4.4 | 表面活性剂I | 10.7 | ||
表面活性剂A | 4.2 | 表面活性剂I | 10.6 | 表面活性剂E | 2 |
表面活性剂D | 12 | 表面活性剂I | 4 | ||
表面活性剂D | 12 | 表面活性剂I | 4 | 表面活性剂E | 3 |
实施例6:含水稀释剂
制备8重量%辛酸N-乙基-N’-甲基咪唑(EMIM)、20重量%氟唑菌酰胺、72重量%B和表6所列表面活性剂的混合物。在室温下用水以1份所述混合物:100份水的重量比稀释所述混合物,从而获得均质分散体。
表12:混合物的组成(重量%)
表面活性剂1 | 浓度1 | 表面活性剂2 | 浓度2 | 表面活性剂3 | 浓度3 |
表面活性剂A | 4.3 | 表面活性剂I | 10.6 | ||
表面活性剂A | 4.3 | 表面活性剂I | 10.4 | 表面活性剂E | 2 |
表面活性剂D | 12 | 表面活性剂I | 4 | ||
表面活性剂D | 12 | 表面活性剂I | 4 | 表面活性剂E | 3 |
Claims (7)
1.一种液体组合物,包含:
A)至少10重量%的呈溶解形式的在20℃下以至多10g/l可溶于水且在20℃下以至多10重量%可溶于己二酸二丁酯的有机活性成分,其中所述有机活性成分选自(A1)UV吸收剂和(A2)农业化学活性成分,
其中所述(A1)UV吸收剂选自:
-羟基苯基三嗪化合物;
-三苯胺基-s-三嗪衍生物;
其中所述(A2)农业化学活性成分选自
-羧酰胺类杀真菌剂,
B)在20℃下以至多20g/l可溶于水中的油,其选自芳烃、链烷酸烷基酯、脂肪酸酰胺、烷基二酸的二烷基酯,和
C)包含阳离子和阴离子的离子液体,其中阴离子选自烷基羧酸根、含聚醚的羧酸根或烷基磺酸根,其中所述阳离子包括式(I)的铵:
N+R1R2R3R4 (I)
R1、R2、R3和R4彼此独立地为C1-C20烷基和/或C1-C20羟基烷基;
式(II)的咪唑
R5为氢或C1-C20烷基,R6为C1-C20烷基,且R7为C1-C20烷基,
N-取代的吡啶衍生物;
N,N’-二取代的吡唑衍生物;或
胍衍生物,
其中油B)与离子液体C)的重量比为50/1-3/1。
2.根据权利要求1的组合物,其中所述阳离子包括式(I)的铵或式(II)的咪唑
3.根据权利要求1或2的组合物,其中油的沸点为至少80℃。
4.根据权利要求1或2的组合物,其中所述组合物为溶液或分散体且包含至多5重量%的水。
5.根据权利要求1或2的组合物,其中所述组合物为分散体且包含至少5重量%的水。
6.一种制备根据权利要求1-5中任一项的液体组合物的方法,其中使所述活性成分、所述油和所述离子液体接触。
7.根据权利要求1-5中任一项的离子液体在提高根据权利要求1-5中任一项的活性成分在根据权利要求1-5中任一项的油中的溶解度中的用途。
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- 2012-08-14 EP EP12747924.4A patent/EP2744335B1/en active Active
- 2012-08-14 BR BR112014003566A patent/BR112014003566B8/pt active IP Right Grant
- 2012-08-14 US US14/238,928 patent/US9949475B2/en not_active Expired - Fee Related
- 2012-08-14 WO PCT/EP2012/065912 patent/WO2013024099A1/en active Application Filing
- 2012-08-14 CN CN201280050619.2A patent/CN103929962B/zh active Active
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US9949475B2 (en) | 2018-04-24 |
BR112014003566A2 (pt) | 2017-03-21 |
WO2013024099A1 (en) | 2013-02-21 |
KR20140057608A (ko) | 2014-05-13 |
EP2744335A1 (en) | 2014-06-25 |
KR101984330B1 (ko) | 2019-05-30 |
US20150004109A1 (en) | 2015-01-01 |
CN103929962A (zh) | 2014-07-16 |
JP2014527525A (ja) | 2014-10-16 |
AR087556A1 (es) | 2014-04-03 |
EP2744335B1 (en) | 2018-10-10 |
JP6050354B2 (ja) | 2016-12-21 |
BR112014003566B8 (pt) | 2020-08-18 |
BR112014003566B1 (pt) | 2020-07-28 |
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