CN1377227A - 微胶囊剂 - Google Patents
微胶囊剂 Download PDFInfo
- Publication number
- CN1377227A CN1377227A CN00813683A CN00813683A CN1377227A CN 1377227 A CN1377227 A CN 1377227A CN 00813683 A CN00813683 A CN 00813683A CN 00813683 A CN00813683 A CN 00813683A CN 1377227 A CN1377227 A CN 1377227A
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- CN
- China
- Prior art keywords
- microcapsule formulations
- capsule
- oil
- soluble
- mixture
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- 239000003094 microcapsule Substances 0.000 title claims abstract description 75
- 239000007788 liquid Substances 0.000 claims abstract description 44
- 239000002775 capsule Substances 0.000 claims abstract description 42
- 229920000642 polymer Polymers 0.000 claims abstract description 23
- 239000007787 solid Substances 0.000 claims abstract description 18
- 239000000654 additive Substances 0.000 claims abstract description 9
- 239000000203 mixture Substances 0.000 claims description 99
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- 239000000178 monomer Substances 0.000 claims description 19
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- 230000000361 pesticidal effect Effects 0.000 claims description 16
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- 208000035126 Facies Diseases 0.000 claims description 10
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- YZHUMGUJCQRKBT-UHFFFAOYSA-M sodium chlorate Chemical compound [Na+].[O-]Cl(=O)=O YZHUMGUJCQRKBT-UHFFFAOYSA-M 0.000 claims description 4
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- 239000011734 sodium Substances 0.000 description 9
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- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
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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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/26—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests in coated particulate form
- A01N25/28—Microcapsules or nanocapsules
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
-
- 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
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Abstract
本发明涉及新的微胶囊剂,其包括I)由聚合物材料制成的囊皮以及II)由下列制成的囊核a1)连续的固体聚合物相,a2)液体油相,a3)至少一种农药活性成分,a4)至少一种油溶性分散剂和a5)任选的添加剂,其中以胶囊的总重量计,农药活性成分的含量为1-75%重量。本发明还涉及所述新微胶囊剂的制备方法及其用于施用农药活性成分的用途。
Description
本发明涉及新的含有农药活性成分的微胶囊剂,这种微胶囊剂的制备方法及其用于施用农药活性成分的用途。
微囊包封技术是早已应用的将,例如染料、油墨、香料、药物活性成分或农药转化为制剂的一种方法,其中用胶囊包起来的组分在控制条件下释放。
因此,WO 95/13698公开了一种含有分散于液体中的固体生物活性成分的微胶囊剂。
WO 92/10285公开了一种含有农药活性成分如除草剂、杀虫剂或杀真菌剂或肥料的微胶囊剂以及该微胶囊剂具有热变渗透性分布。而且,WO 91/12884公开了热敏-和/或光敏微胶囊剂的制备方法。
另外,EP-A 0 270 742涉及微胶囊剂,其中包含的成分为杀真菌剂,以及该囊皮是由聚酰胺或聚氨酯组成。
GB-A 2 011 341涉及一种通过相界面聚合进行微囊包封的特殊方法,其中活性胺组分通过盐释放。
US-A 4 285 720公开了一种水不混溶材料的微囊包封方法,其中囊皮是由异氰酸酯单体和水形成的聚脲囊皮,并没有进一步加入活性成分。
最后,JP-A 1998-059 811和JP-A 1998-182 319涉及一种微胶囊剂,该微胶囊剂具有聚脲囊皮和聚氨酯凝胶囊核,其中包括异硫氰酸烯丙酯作为液体活性成分。
上述微胶囊剂的缺点是它们的机械稳定性相对较低,因此在很多应用中都是不理想的。因此,在含有农药活性成分微胶囊剂的情况下,通常其中的农药活性成分使用水分散液,在泵送,运输,搅拌或喷雾过程中受到的机械应力可导致囊皮破损,这与不希望的活性成分的过早释放密切相关。已知微胶囊剂的另一个缺点是在户外使用胶囊分散液时,由于天气原因,干燥或经历干燥和再次湿润的循环后,囊皮易于破损或甚至破裂。
现在本发明提供了一种由下述物质组成的微胶囊剂,
I)由聚合物材料制成的囊皮以及
II)囊核
a1)连续的固体聚合物相,
a2)液体油相,
a3)至少一种农药活性成分,
a4)至少一种油溶性分散剂和
a5)任选的添加剂,
其中以胶囊的总重量计,农药活性成分的含量为1-75%重量。
另外,已发现本发明微胶囊剂可通过下述方法获得,即将
A)由下列组成的有机相
a0)可形成连续固体聚合物相的单体,
a2)液体油相,
a3)至少一种农药活性成分,
a4)至少一种油溶性分散剂和
a5)任选的添加剂,
a6)任选的引发剂和催化剂以及
a7)任选的至少一种油溶性成壁组分
B)由下列组成的水相
b1)水,
b2)至少一种水溶性分散剂和
b3)至少一种水溶性成壁组分
在0℃-80℃下边搅拌边分散成细液滴,
C)然后进行反应生成微胶囊以及
D)然后在高温条件下固化。
最后,发现本发明微胶囊剂非常适用于农药活性成分,特别是用于喷雾施用以及拌种。
特别令人惊奇的是本发明微胶囊剂比组成最接近的现有制剂,更适用于农药活性成分,特别是固体活性成分。尤其预料不到的是本发明微胶囊剂,尽管它们具有很薄的囊皮,但它们比上述类型的现有类似制剂具有显著更高的机械稳定性。
本发明微胶囊剂具有很多优点。因此,它们可在更长的时间内以均一速率释放活性成分。最后,本发明微胶囊剂还具有一个特别的优点是在实际应用中受到机械应力时基本上是稳定的。
用于本发明微胶囊剂的囊皮(I)的聚合物材料优选聚氨酯、聚脲、聚酰胺、三聚氰氨-甲醛缩合物、苯酚-甲醛-脲缩合物以及明胶包括硬化明胶和明胶络合凝聚层,例如明胶和阿拉伯树胶的络合凝聚层。特别优选的是聚脲囊皮。
这种聚脲囊皮优选通过将二异氰酸酯和/或聚异氰酸酯和二元胺和/或多胺进行相界面加聚反应制备。
本发明微胶囊剂中存在的固体聚合物相(a1)可属于不同种类的聚合物。因此,聚合物可由,例如乙烯单体和交联剂的聚合单元组成。
根据本发明目的,乙烯单体主要是芳香族乙烯化合物如苯乙烯、α-甲基苯乙烯、乙基乙烯基苯、乙烯基萘和(甲基)丙烯酸酯,如甲基丙烯酸甲酯、丙烯酸乙酯和甲基丙烯酸羟乙酯、丙烯酸苄酯、甲基丙烯酸苄酯、丙烯酸苯乙酯、甲基丙烯酸苯乙酯、丙烯酸苯丙酯、甲基丙烯酸苯丙酯、丙烯酸苯基壬基酯、甲基丙烯酸苯基壬基酯、丙烯酸3-甲氧基丁酯、甲基丙烯酸3-甲氧基丁酯、丙烯酸丁氧基乙酯、甲基丙烯酸丁氧基乙酯、二甘醇一丙烯酸酯、二甘醇一甲基丙烯酸酯、三甘醇一丙烯酸酯、三甘醇一甲基丙烯酸酯、四甘醇一丙烯酸酯、四甘醇一甲基丙烯酸酯、丙烯酸糠酯、甲基丙烯酸糠酯、丙烯酸四氢糠酯和甲基丙烯酸四氢糠酯。其它适合的乙烯单体是丙烯腈、氯乙烯、二氯乙烯、乙烯基乙酸酯和丙酸乙烯酯。
优选含有C4-C22-烷基的乙烯单体,例如丙烯酸正丁酯、甲基丙烯酸正丁酯、丙烯酸异丁酯、甲基丙烯酸异丁酯、丙烯酸正己酯、甲基丙烯酸正己酯、丙烯酸乙基己基酯、甲基丙烯酸乙基己基酯、丙烯酸正辛酯、甲基丙烯酸正辛酯、丙烯酸癸酯、甲基丙烯酸癸酯、丙烯酸十二烷基酯、甲基丙烯酸十二烷基酯、丙烯酸十八烷基酯、甲基丙烯酸十八烷基酯、丙烯酸环己酯、甲基丙烯酸环己酯、甲基丙烯酸4-叔丁基环己酯、月桂酸乙烯酯、硬脂酸乙烯酯和己二酸乙烯酯。
还优选不同乙烯单体的混合物。
特别优选的(甲基)丙烯酸酯的实例是:
丙烯酸正丁酯、甲基丙烯酸正丁酯、丙烯酸异丁酯、甲基丙烯酸异丁酯、丙烯酸正已酯、甲基丙烯酸正已酯、丙烯酸乙基己基酯、甲基丙烯酸乙基己基酯、丙烯酸正辛酯、甲基丙烯酸正辛酯、丙烯酸癸酯、甲基丙烯酸癸酯、丙烯酸十二烷基酯、甲基丙烯酸十二烷基酯、丙烯酸十八烷基酯、甲基丙烯酸十八烷基酯、丙烯酸环己酯、甲基丙烯酸环己酯、甲基丙烯酸4-叔丁基环己酯、丙烯酸苄酯、甲基丙烯酸苄酯、丙烯酸苯乙酯、甲基丙烯酸苯乙酯、丙烯酸苯丙酯、甲基丙烯酸苯丙酯、丙烯酸苯基壬基酯、甲基丙烯酸苯基壬基酯、丙烯酸3-甲氧基丁酯、甲基丙烯酸3-甲氧基丁酯、丙烯酸丁氧基乙酯、甲基丙烯酸丁氧基乙酯、二甘醇一丙烯酸酯、二甘醇一甲基丙烯酸酯、三甘醇一丙烯酸酯、三甘醇一甲基丙烯酸酯、四甘醇一丙烯酸酯、四甘醇一甲基丙烯酸酯、丙烯酸糠酯、甲基丙烯酸糠酯、丙烯酸四氢糠酯和甲基丙烯酸四氢糠酯。
可提及的交联剂的实例是甲基丙烯酸烯丙酯、二甲基丙烯酸乙二醇酯、二丙烯酸乙二醇酯、二丙烯酸丁二醇酯、二甲基丙烯酸丁二醇酯、二甲基丙烯酸新戊二醇酯、二甲基丙烯酸己二醇酯、二甲基丙烯酸三甘醇酯、二甲基丙烯酸四甘醇酯、三羟甲基丙烷三丙烯酸酯、季戊四醇四甲基丙烯酸酯和二乙烯基苯。
连续固体聚合物相(a1)还可由聚氨酯或聚脲组成。优选聚氨酯。适合的聚氨酯可由脂族和/或芳族异氰酸酯和二元或多元醇制备。本发明中,异氰酸酯可以理解为表示双官能和多官能的芳族和脂族异氰酸酯。可提及的实例是:间亚苯基异氰酸酯、对亚苯基异氰酸酯、2,4-亚甲苯基二异氰酸酯、3,3′-二甲基-4,4′-亚联苯基二异氰酸酯、4,4′-亚甲基双(2-甲基苯基异氰酸酯)、六亚甲基二异氰酸酯;4,4′-亚甲基双(环己基二异氰酸酯)。使用的二元醇可以是聚酯和聚醚二元醇。优选基于聚环氧乙烷、聚环氧乙烷/聚环氧丙烷和四氢呋喃的聚醚二醇。为获得交联,还可以使用适当量的多元醇化合物,如环氧乙烷-延伸的三羟甲基丙烷或蓖麻油。
其它适合的聚合物(a1)是聚酯、聚酰胺以及苯酚、脲和甲醛的缩合物。
适合的液体油相(a2)是植物油和动物油、合成油和矿物油。优选矿物油。经蒸馏纯化的矿物油以及未经蒸馏纯化的油即渣油都是适用的。优选沸点为75-370℃,特别是100-370℃的矿物油。很多情况下,含有高比例的链烷烃和异链烷烃的矿物油是更适合的。
本发明中,农药活性成分(a3)可以理解为表示用于处理植物的所有常用物质。例如可以使用杀真菌剂、杀细菌剂、杀虫剂、杀螨剂、杀线虫剂、杀软体动物剂、除草剂、植物生长调节剂、植物营养物质和驱避剂。优选固体农药活性成分。
杀真菌剂的实例包括:
2-苯胺基-4-甲基-6-环丙基嘧啶;2′,6′-二溴-2-甲基-4′-三氟甲氧基-4′-三氟甲基-1,3-噻唑-5-甲酰苯胺(carboxanilid);2、6-二氯-N-(4-三氟甲基苄基)苯甲酰胺;(E)-2-甲氧亚氨基-N-甲基-2-(2-苯氧基苯基)乙酰胺;8-羟基喹啉硫酸盐;(E)-2-{2-[6-(2-氰基苯氧基)嘧啶-4-基氧基]苯基}-3-甲氧基丙烯酸甲酯;(E)-甲氧亚氨基[α1-(邻甲苯氧基)-邻-甲苯基]乙酸甲酯;2-苯基苯酚(OPP)、Aldimorph、氨丙膦酸、敌菌灵、氧环唑、苯霜灵、麦锈灵、苯菌灵、乐杀螨、联苯、联苯三唑醇、灭瘟素、糠菌唑、乙嘧酚磺酸酯、丁硫啶、石硫合剂、敌菌丹、克菌丹、多菌灵、萎锈灵、灭螨猛、地茂散、氯化苦、百菌清、乙菌利、硫杂灵、霜脲氰、环丙唑醇、酯菌胺、双氯酚、苄氯三唑醇、苯氟磺胺、哒菌酮、氯硝胺、乙霉威、苯醚甲环唑、二甲嘧酚、烯酰吗啉、烯唑醇、敌螨普、二苯胺、吡菌硫、灭菌磷、二氰蒽醌、多果定、敌菌酮、敌瘟磷、氧唑菌、乙嘧酚、土菌灵、氯苯嘧啶醇、腈苯唑、呋菌胺、种衣酯、拌种咯、苯锈啶、丁苯吗啉、醋酸三苯基锡、羟基三苯锡、福美铁、嘧菌腙、氟啶胺、咯菌腈、氟氯菌核利、氟喹唑、氟硅唑、磺菌胺、氟酰胺、粉唑醇、灭菌丹、三乙膦酸铝、四氯苯酞、麦穗宁、呋霜灵、拌种胺、双胍盐、六氯苯、己唑醇、噁霉灵、抑霉唑、亚胺唑、双胍辛胺、异稻瘟净(IBP)、异菌脲、稻瘟灵、春雷霉素、含铜制剂如:氢氧化铜、萘酸铜、王铜、硫酸铜、氧化铜、喹啉酮和波尔多液、代森锰铜、代森锰锌、代森锰、嘧菌胺、灭锈胺、甲霜灵、叶菌唑、磺菌威、呋菌胺、代森联、噻菌胺、腈菌唑、福美镍、异丙消、氟苯嘧啶醇、呋酰胺、噁霜灵、Oxamocarb、氧化萎锈灵、稻瘟酯、戊菌唑、戊菌隆、氯瘟磷、多马霉素、哌丙灵、多抗霉素、烯丙苯噻唑、咪鲜胺、腐霉利、霜霉威、丙环唑、丙森锌、吡菌磷、啶斑肟、嘧霉胺、咯喹酮、五氯硝基苯(PCNB)、喹氧灵、硫磺粉和硫制剂、戊唑醇、叶枯酞、四氯硝基苯、四氟醚唑、噻菌灵、噻菌腈、甲基硫菌灵、福美双、甲基立枯磷、甲苯氟磺胺、三唑酮、三唑醇、咪唑嗪、水杨菌胺、三环唑、十三吗啉、氟菌唑、嗪胺灵、灭菌唑、有效霉素、乙烯菌核利、代森锌、福美锌、8-叔丁基-2-(N-乙基-N-正丙基-氨基)-甲基-1,4-二噁螺[4.5]癸烷、N-(R)-[1-(4-氯苯基)-乙基]-2,2-二氯-1-乙基-3t-甲基-1r-环丙烷甲酰胺(非对映异构体混合物或单一异构体)、[2-甲基-1-[[[1-(4-甲基苯基)-乙基]-氨基]-羰基]-丙基]-氨基甲酸(1-甲基乙基)酯、1-甲基-环己基-1-甲酰(2,3-二氯-4-羟基)苯胺、2-[2-(1-氯-环丙基)-3-(2-氯苯基)-2-羟丙基]-2,4-二氢-[1,2,4]-三唑-3-硫酮和1-(3,5-二甲基-异噁唑-4-磺酰基)-2-氯-6,6-二氟-[1,3]-二氧戊环并-[4,5-f]-苯并咪唑。
可提及的杀细菌剂的实例是:
溴硝醇、双氯酚、三氯甲基吡啶、福美镍、春雷霉素、辛噻酮、呋喃羧酸、土霉素、烯丙苯噻唑、链霉素、叶枯酞、硫酸铜和其它铜制剂。
可提及的杀虫剂,杀螨剂和杀线虫剂的实例是:
阿维菌素、乙酰甲胺磷、氟丙菊酯、棉铃威、涕灭威、甲体氯氰菊酯、双甲脒、齐墩螨素、AZ60541、艾扎丁、谷硫磷A、谷硫磷M、三唑锡、苏云金杆菌、4-溴-2-(4-氯苯基)-1-(乙氧基甲基)-5-(三氟甲基)-1H-吡咯-3-甲腈、噁虫威、丙硫克百威、杀虫磺、高效氟氯氰菊酯、联苯菊酯、仲丁威、Brofenprox、溴硫磷A、合杀威、噻嗪酮、丁酮威、Butylpyridaben、硫线磷、甲萘威、克百威、三硫磷、丁硫克百威、杀螟丹、Chloethocarb、氯氧磷、毒虫畏、氟啶脲、氯甲磷、N-[(6-氯-3-吡啶基)-甲基]-N’-氰基-N-甲基-乙烷酰亚胺酰胺、毒死蜱、甲基毒死蜱、顺式苄呋菊酯、Clocythrin、四螨嗪、杀螟腈、乙氰菊酯、氟氯氰菊酯、氯氟氰菊酯、三环锡、氯氰菊酯、灭蝇胺、溴氰菊酯、甲基内吸磷、内吸磷硫赶式异构体、甲基内吸磷硫赶式异构体、丁醚脲、二嗪磷、除线磷、敌敌畏、Dicliphos、百治磷、乙硫磷、除虫脲、乐果、甲基毒虫畏、敌杀磷、乙拌磷、Emamectin、S-氰戊聚酯、乙硫苯威、乙硫磷、醚菊酯、灭克磷、乙嘧硫磷、苯线磷、喹螨醚、苯丁锡、杀螟硫磷、仲丁威、苯硫威、苯氧威、甲氰菊酯、Fenpyrad、唑螨酯、倍硫磷、氰戊菊酯、氟虫腈、啶蜱脲、氟环脲、氟氰戊菊酯、氟虫脲、氟丙苯醚、氟胺氰菊酯、地虫硫磷、安果、噻唑磷、Fubfenprox、呋线威、六六六、庚烯磷、氟铃脲、噻螨酮、吡虫啉、氯唑磷、异柳磷、异丙威、噁唑磷、齐墩螨素、高效氯氟氰菊酯、氟丙氧脲、马拉硫磷、灭蚜磷、速灭磷、甲亚砜磷、四聚乙醛、虫螨畏、甲胺磷、杀扑磷、甲硫威、灭多威、速灭威、米尔螨素、久效磷、Moxidectin、二溴磷、NC184、烯啶虫胺、氧乐果、杀线威、亚砜磷、异亚砜磷、对硫磷A、甲基对硫磷、氯菊酯、稻丰散、甲拌磷、伏杀硫磷、亚胺硫磷、磷胺、辛硫磷、抗蚜威、甲基嘧啶磷、嘧啶磷A、丙溴磷、猛杀威、丙虫磷、残杀威、丙硫磷、发硫磷、吡蚜酮、吡唑硫磷、打杀磷、反灭虫菊、除虫菊素、哒螨灵、嘧螨醚、蚊蝇醚、喹硫磷、杀抗松、硫线磷、氟硅菊酯、治螟磷、硫丙磷、虫酰肼、吡螨胺、嘧丙磷、氟苯脲、七氟菊酯、双硫磷、叔丁威、特丁硫磷、杀虫畏、Thiacloprid、Thiafenox、Thiamethoxam、硫双威、久效威、甲基乙拌磷、硫磷嗪、敌贝特、四溴菊酯、四氟菊酯、苯螨噻、三唑磷、Thiazuron、敌百虫、杀铃脲、混杀威、蚜灭多、二甲威、灭杀威、Zetamethrin。
可提及的杀软体动物剂的实例是四聚乙醛和甲硫威。
可提及的除草剂的实例是:
N-(某)酰苯胺类,例如吡氟酰草胺和敌稗;芳基羧酸类,例如二氯皮考啉酸,麦草畏和氨氯吡啶酸;芳氧基链烷酸类,例如2,4-D、2,4-DB、2,4-DP、氯氟吡氧乙酸、MCPA、MCPP和三氯吡氧乙酸;芳氧基-苯氧基-链烷酸酯、例如禾草灵甲酯、噁唑禾草灵乙酯、吡氟禾草灵丁酯、氟吡甲禾灵和喹禾灵乙酯;嗪酮类,例如氯草敏和氟草敏;氨基甲酸酯类,例如氯苯胺灵、甜菜安、甜菜宁和苯胺灵;氯乙酰苯胺类,例如甲草胺、乙草胺、丁草胺、吡唑草胺、异丙甲草胺、丙草胺和毒草胺;二硝基苯胺类,例如氨磺乐灵、二甲戊灵和氟乐灵;二苯醚类,例如三氟羧草醚、甲羧除草醚、乙羧氟草醚、氟磺胺草醚、氟硝磺酰胺、乳氟禾草灵和乙氧氟草醚;脲类,例如绿麦隆、敌草隆、氟草隆、异丙隆、利谷隆和甲基苯噻隆;羟胺类,例如禾草灭、烯草酮、噻草酮、稀禾啶和三甲苯草酮;咪唑啉酮类,例如咪唑乙烟酸、咪草酸、咪唑烟酸和咪唑喹啉酸;腈类,例如溴苯腈、敌草腈和碘苯腈;氧乙酰胺类,例如苯噻酰草胺;磺酰脲类,例如酰嘧磺隆、苄嘧黄隆、氯嘧磺隆、氯磺隆、醚磺隆、甲磺隆、烟嘧磺隆、氟嘧磺隆、吡嘧黄隆、噻吩磺隆、醚苯磺隆和Tribenuron-methyl;硫代氨基甲酸酯类,例如丁草敌、环草敌、燕麦敌、茵草敌、戊草丹、禾草敌、苄草丹、禾草丹和野麦畏;三嗪类,例如莠去津、氰草津、西玛津、西草净、特丁净和特丁津;三嗪酮类,例如环嗪酮、Metamitron和嗪草酮;其它例如杀草强、呋草黄、噻草坪、环庚草醚、异噁草松、二氯吡啶酸、野燕枯、氟硫草定、乙氧呋草黄、氟咯草酮、草铵膦、草甘膦、异噁草胺、哒草特、二氯喹啉酸、氯甲喹啉酸、草硫膦和灭草环。还可以使用4-氨基-N-(1,1-二甲基乙基)-4,5-二氢-3-(1-甲基乙基)-5-氧代-1H-1,2,4-三唑-1-甲酰胺和苯甲酸,2-((((4,5-二氢-4-甲基-5-氧代-3-丙氧基-1H-1,2,4-三唑-1-基)羰基)氨基)磺酰基)-,甲基酯。
可提及的植物生长调节剂的实例是矮壮素和乙烯利。
可提及的植物营养剂的实例是常用的可提供植物大量和/或微量营养元素的无机或有机肥料。
可提及的驱避剂的实例是避蚊胺、驱蚊醇和避蚊酮。
本发明微胶囊剂包括一种或多种油溶性分散剂(a4)。
适合的油溶性分散剂(a4)是,例如脂肪酸、脂肪酸酯以及特别是脂肪酸酰胺。举例来说、可以使用癸酰胺和十二烷酰胺。非常适合的还可以是分子量为2000-1,000,000的油溶性聚合物。优选的聚合物是在聚合物中包括部分(甲基)丙烯酸C8-至C22-烷基酯单元和/或C8-至C22-羧酸乙烯酯单元的聚合物。举例来说、可以使用在聚合物中含有甲基丙烯酸硬脂醇酯、甲基丙烯酸月桂酯和硬脂酸乙烯酯单元的聚合物。特别适合的是(甲基)丙烯酸C8-至C22-烷基酯或C8-至C22-羧酸乙烯酯与亲水性单体的共聚物。本发明中、亲水性单体可以理解为表示可聚合的烯属不饱和化合物、该化合物是全部或部分(20℃下大于2.5%重量)水溶的。可提及的实例是:丙烯酸及其碱金属和铵盐、甲基丙烯酸及其碱金属和铵盐、甲基丙烯酸羟乙酯、丙烯酸羟乙酯、二甘醇一丙烯酸酯、二甘醇一甲基丙烯酸酯、三甘醇一丙烯酸酯、三甘醇一甲基丙烯酸酯、四甘醇一丙烯酸酯、四甘醇一甲基丙烯酸酯、一丙烯酸甘油酯、甲基丙烯酸氨乙酯、甲基丙烯酸N、N-二甲基氨基乙酯、丙烯酰胺、甲基丙烯酰胺、乙烯基吡咯烷酮和乙烯基咪唑。优选得是甲基丙烯酸氨乙酯、甲基丙烯酸N、N-二甲基氨基乙酯、丙烯酰胺、甲基丙烯酰胺、乙烯基吡咯烷酮和乙烯基咪唑。
特别优选的油溶性分散剂是下述物质的共聚物
-75-99%重量的(甲基)丙烯酸C8-至C22-烷基酯和/或C8-至C22-羧
酸乙烯酯和
-1-25%重量的选自甲基丙烯酸氨基乙酯、甲基丙烯酸N,N-二甲基
氨基乙酯、丙烯酰胺、甲基丙烯酰胺、乙烯基吡咯烷酮和乙烯基
咪唑的亲水性单体。
本发明微胶囊剂可包括在植物处理制剂中经常用作添加剂的那些添加剂(a5)。这些添加剂包括,例如染料、抗氧化剂和防冻剂。
适合的染料是可溶性染料或微溶染料,例如二氧化钛,着色用炭黑或氧化锌。
适合的抗氧化剂是可在植物处理制剂中常用于该目的的所有物质。优选空间位阻酚和烷基取代的羟基苯甲醚和羟基甲苯。
适合的防冻剂是可在植物处理制剂中常用于该目的的所有物质。优选使用脲、甘油或丙二醇。
本发明微胶囊剂中每个组分的含量可在很宽的范围内变化。因此,各组分在微胶囊剂中的比例如下:
-通常,囊皮(I)的比例为2-20%重量,优选4-16%重量,
-通常,连续固体聚合物相(a1)的比例为10-60%重量,优选20-
40%重量,
-通常,液体油相(a2)的比例为12-60%重量,优选12-50%重量
-通常,农药活性成分(a3)的比例为1-75%重量,优选5-60%重量,
-通常,油溶性分散剂(a4)的比例为0.1-10%重量,优选0.2-5%
重量,各基于微胶囊计以及
-通常,以(I)和(II)的总量计,添加剂的比例为0-20%重量,优
选0-5%重量。
本发明微胶囊剂的颗粒大小可在一定的范围内变化。通常为1-100μm,优选5-50μm,特别优选5-30μm。本发明微胶囊剂的囊核优选多相的特别优选三相的。微胶囊中,聚合物相优选形成开孔海绵结构,孔中用油填充。大多数活性成分是以油相中的细分散相存在。
本发明微胶囊剂可以固体颗粒或固体颗粒分散体的形式存在于水相中。
本发明微胶囊剂的制备是通过将(A)中所述各组分的有机相以细液滴分散于(B)所述的各组分的水相中,在0℃-60℃下搅拌,随后成壁组分(a7)和(b3)反应形成微胶囊囊皮,最后高温固化单体(a0)。
在本发明方法中实施中用于有机相的各组分(a2)-(a5)的特点在于它们是上面所列这些组的组分。
可形成连续固体相的适合的单体(a0)是可适于形成(a1)中所述聚合物的那些单体。这类单体已在组分(a1)的描述中列出。
而且,有机相还任选包括用于固化单体的引发剂和催化剂(a6),以及还包括任选油溶性成壁组分(a7)。
用于固化乙烯单体的适合的引发剂,优选:
过氧化合物如过氧化二苯甲酰、过氧化二月桂酰、双(对氯过氧化苯甲酰)、过氧化二碳酸二环己酯、过氧辛酸叔丁酯、2,5-双-(2-乙基过氧化己酰)-2,5-二甲基己烷和过氧化叔戊基-2-乙基己烷,另外偶氮化合物,如2,2′-偶氮二(异丁腈)和2,2′-偶氮二(2-甲基丁腈)。
使用二-或多元醇用于固化异氰酸酯以获得聚氨酯的适合的催化剂是,例如有机锡化合物,如二月桂酸二丁锡,以及叔胺,如三乙胺。
当制造聚脲或聚酰胺囊皮时使用油溶性成壁组分(a7)。在聚脲囊皮情况下,它们是上述的双官能和多官能芳族或脂族异氰酸酯;在聚酰胺囊皮情况下,它们是二羧酸二氯化物,例如琥珀酸二氯化物、癸二酸二氯化物、对苯二酸二氯化物和己二酸二氯化物。
优选使用磨,特别是球磨和珍珠磨(Perlmühle)将有机相充分混合,使固体农药活性成分(a3)颗粒细碎至粒径为0.1-5μm,优选0.2-2μm。通常所得均化有机相抗沉降,即在几分钟至几小时内活性成分液滴或颗粒不形成沉淀。
将有机相以液滴形式分散于水相中。为此目的,应使用具有高剪切力的混合器,特别是快速混合器和定子转子混合器。这里,形成的液滴大小为1-100μm,优选5-50μm,特别优选5-30μm。可通过剪切力的大小或搅拌器或混合器的速度来调节粒径。
水相包括至少一种水溶性分散剂(b2)。通常适合的分散剂是可用于上述目的的所有物质。举例来说,可由天然和合成水溶性聚合物组成如明胶、淀粉和纤维素衍生物,特别是纤维素酯和纤维素醚,另外还可以是聚乙烯醇、聚乙烯吡咯烷酮、聚丙烯酸、聚甲基丙烯酸以及(甲基)丙烯酸和(甲基)丙烯酸酯的共聚物及木质素磺酸。更适合的还包括不同分散剂的混合物,例如聚乙烯醇和木质素磺酸钠的混合物。通常,基于水相,分散剂的用量为0.2-10%重量,优选0.5-5%重量。
水相包括至少一种水溶性成壁组分(b3)。这些组分可以理解为表示通过物理沉淀或化学反应,任选与油溶性成壁组分(a7)混合,可在有机相和水相之间的界面形成聚合物的那些物质。
特别适用于本发明囊皮的聚合物是聚脲、聚酰胺、明胶和甲醛树脂。
为制备聚脲囊皮和聚酰胺囊皮,将二元胺或多元胺加入水相中,其中所述二元胺或多元胺可与有机相的异氰酸酯或二羧酸二氯化物反应生成聚脲或聚酰胺。特别提及的二元胺是乙二胺。优选的多元胺是二亚乙基三胺和三亚乙基四胺。当多元胺用量达到至少某一程度时可获得特别致密的囊皮。上述反应的反应温度为20-80℃,优选40-60℃。反应时间为0.5-5小时。
制备含明胶囊皮时,在大于37℃的凝胶温度,例如40℃下,将明胶溶解在碱性或中性介质的水相中,加入阴离子聚合物形成凝聚层,例如通过加入柠檬酸将pH调节至3.5-5.0,以及将混合物冷却至0℃-20℃。
本发明中,适合的阴离子聚合物既可以是天然聚合物,如阿拉伯树胶,也可以是合成聚合物。适合的合成阴离子聚合物是已制成碱性并含有例如马来酸、丙烯酸、甲基丙烯酸、丙烯酰胺、甲基丙烯酰胺和/或羧甲基纤维素单元的共聚物。
含明胶胶囊可通过常规固化剂,例如甲醛或戊二醛进行固化,其中将pH调节至碱性pH以获得有效地固化。明胶囊皮的形成和固化通常需要多个小时。
为形成甲醛树脂囊皮,将甲醛和酚和/或胺活性组分加入水相中。本发明中,适合的酚活性组分是,例如苯酚,间苯二酚和邻苯二酚。胺活性组分的实例是脲,三聚氰胺和氨-甲醛缩合物,如六亚甲基四胺。在高温,例如50-90℃,酸性pH条件下生成甲醛树脂。
本发明方法的步骤(D)的单体固化过程中,温度可在一定的范围内变化。一般,固化是在60℃-100℃,优选70℃-100℃下进行。固化需要1至几小时。在该反应步骤中,对搅拌器的速度要求不高。只要能够保证形成的胶囊充分悬浮的低速搅拌速度就足够了。
固化后,微胶囊可保持在分散液中或通过常规方法,例如过滤或滗析分离,以及任选,经过一次或多次洗涤后进行干燥。
本发明微胶囊剂更适于施用农药活性成分至植物和/或它们的环境。它们确保在相对长时间内以各自所需数量释放活性成分。而且,它们具有更高的机械稳定性。
本发明微胶囊剂可以固体形式或悬浮剂使用,任选在实际应用时预先用水稀释后使用。本发明,通过常规方法施用,即例如通过灌溉,喷雾,弥雾或撒播方式施用。
本发明微胶囊剂的施用比例可在很宽的范围内变化。根据微胶囊剂中所含农药活性成分以及它们的含量确定施用比例。
通过下列实施例进一步解释本发明。
制备实施例
实施例1
a)活性成分的分散体
在30℃-40℃下,将750g吡虫啉,1550g矿物油(工业用白油Enerpar T017),188g烷芳基聚乙二醇醚和2.5g防沫剂(硅氧烷类物质)的混合物在珍珠磨中研磨3小时。形成抗沉降分散液,其中90%活性成分颗粒的粒径为1-4μm。
b)微胶囊剂
室温下,将102g上述a)分散液,27.1g甲基丙烯酸十八烷基酯,3.0g六亚甲基二甲基丙烯酸酯,0.3g 2,2′-偶氮二(2-甲基丁腈),4.9g甲苯二异氰酸酯和3.7g 4,4′-亚甲基二(异氰酸环己酯)充分混合。室温下,将上述混合物在205g去离子水,1.8g聚乙烯醇(Mowiol 26-88)和5.3g木素磺酸盐(Borresperse Na)的溶液中使用定子转子混合器(Silverson L4R)乳化。将所得乳状液转入搅拌反应器中。将该混合物与5.8g 50%浓度的二亚乙基三胺水溶液混合。搅拌速度设定为每分钟350转。经过1小时,温度由室温升至55℃,然后保持在55℃2小时。然后将混合物加热至60℃并保持该温度4小时。由此获得350g微胶囊分散液;粒径为2-25μm;活性成分含量为8.4%重量。
实施例2
a)活性成分的分散体
在30℃-40℃下,将760g苯甲酸,2-((((4,5-二氢-4-甲基-5-氧代-3-丙氧基-1H-1,2,4-三唑-1-基)羰基)氨基)磺酰基)-甲基酯钠盐,1550g矿物油(工业用白油Enerpar T017),188g烷芳基聚乙二醇醚和2.5g防沫剂(硅氧烷类物质)的混合物在珍珠磨中研磨3小时。形成抗沉降分散液,其中90%活性成分颗粒的粒径为1-4μm。
b)微胶囊剂
室温下,将102g上述a)分散液,27.1g甲基丙烯酸十八烷基酯,3.0g六亚甲基二甲基丙烯酸酯,0.3g 2,2′-偶氮二(2-甲基丁腈),4.9g甲苯二异氰酸酯和3.7g 4,4′-亚甲基二(异氰酸环己酯)充分混合。室温下,将上述混合物在205g去离子水,1.8g聚乙烯醇(Mowiol 26-88)和5.3g木素磺酸盐(Borresperse Na)的溶液中使用定子转子混合器(Silverson L4R)乳化。将所得乳状液转入搅拌反应器中。将该混合物与5.8g 50%浓度的二亚乙基三胺水溶液混合。搅拌速度设定为每分钟350转。经过1小时,温度由室温升至55℃,然后保持在55℃2小时。然后将混合物加热至60℃并保持该温度4小时。由此获得350g微胶囊分散液;粒径为2-10μm;活性成分含量为7.5%重量。
实施例3
a)活性成分的分散体
在30℃-40℃下,将760g戊唑醇,1550g矿物油(工业用白油Enerpar T017),188g烷芳基聚乙二醇醚和2.5g防沫剂(硅氧烷类物质)的混合物在珍珠磨中研磨3小时。形成抗沉降分散液,其中90%活性成分颗粒的粒径为1-4μm。
b)微胶囊剂
室温下,将102g上述a)分散液,27.1g甲基丙烯酸十八烷基酯,3.0g六亚甲基二甲基丙烯酸酯,0.3g 2,2′-偶氮二(2-甲基丁腈),4.9g甲苯二异氰酸酯和3.7g 4,4′-亚甲基二(异氰酸环己酯)充分混合。室温下,将上述混合物在205g去离子水,1.8g聚乙烯醇(Mowiol 26-88)和5.3g木素磺酸盐(Borresperse Na)的溶液中使用定子转子混合器(Silverson L4R)乳化。将所得乳状液转入搅拌反应器中。将该混合物与5.8g 50%浓度的二亚乙基三胺水溶液混合。搅拌速度设定为每分钟350转。经过1小时,温度由室温升至55℃,然后保持在55℃2小时。然后将混合物加热至60℃并保持该温度4小时。由此获得350g微胶囊分散液;粒径为2-10μm;活性成分含量为8.5%重量。
实施例4
a)活性成分的分散体
在30℃-40℃下,将760g敌草腈,1550g矿物油(工业用白油Enerpar T017),188g烷芳基聚乙二醇醚和2.5g防沫剂(硅氧烷类物质)的混合物在珍珠磨中研磨3小时。形成抗沉降分散液,其中90%活性成分颗粒的粒径为1-4μm。
b)微胶囊剂
室温下,将102g上述a)分散液,27.1g甲基丙烯酸十八烷基酯,3.0g六亚甲基二甲基丙烯酸酯,0.3g 2,2′-偶氮二(2-甲基丁腈),4.9g甲苯二异氰酸酯和3.7g 4,4′-亚甲基二(异氰酸环己酯)充分混合。室温下,将上述混合物在205g去离子水,1.8g聚乙烯醇(Mowiol 26-88)和5.3g木素磺酸盐(Borresperse Na)的溶液中使用定子转子混合器(Silverson L4R)乳化。将所得乳状液转入搅拌反应器中。将该混合物与5.8g 50%浓度的二亚乙基三胺水溶液混合。搅拌速度设定为每分钟350转。经过1小时,温度由室温升至55℃,然后保持在55℃2小时。然后将混合物加热至60℃并保持该温度4小时。由此获得350g微胶囊分散液;粒径为2-20μm;活性成分含量为8.5%重量。
实施例5
a)活性成分的分散体
在30℃-40℃下,将760g戊唑醇,1550g矿物油(工业用白油Enerpar T017),188g烷芳基聚乙二醇醚和2.5g防沫剂(硅氧烷类物质)的混合物在珍珠磨中研磨3小时。形成抗沉降分散液,其中90%活性成分颗粒的粒径为1-4μm。
b)微胶囊剂
室温下,将107g上述a)分散液,28.1g甲基丙烯酸十八烷基酯,3.1g六亚甲基二甲基丙烯酸酯,0.3g 2,2′-偶氮二(2-甲基丁腈),2.5g甲苯二异氰酸酯和1.8g 4,4′-亚甲基二(异氰酸环己酯)充分混合。室温下,将上述混合物在205g去离子水,1.8g聚乙烯醇(Mowiol 26-88)和5.3g木素磺酸盐(Borresperse Na)的溶液中使用定子转子混合器(Silverson L4R)乳化。将所得乳状液转入搅拌反应器中。将该混合物与5.8g 50%浓度的二亚乙基三胺水溶液混合。搅拌速度设定为每分钟350转。经过1小时,温度由室温升至55℃,然后保持在55℃2小时。然后将混合物加热至60℃并保持该温度4小时。由此获得350g微胶囊分散液;粒径为2-10μm;活性成分含量为8.5%重量。
实施例6
a)活性成分的分散体
在30℃-40℃下,将760g Thiacloprid,1550g矿物油(工业用白油Enerpar T017),188g烷芳基聚乙二醇醚和2.5g防沫剂(硅氧烷类物质)的混合物在珍珠磨中研磨3小时。形成抗沉降分散液,其中90%活性成分颗粒的粒径为1-4μm。
b)微胶囊剂
室温下,将107g上述a)分散液,28.1g甲基丙烯酸十八烷基酯,3.1g六亚甲基二甲基丙烯酸酯,0.3g 2,2′-偶氮二(2-甲基丁腈),2.5g甲苯二异氰酸酯和1.8g 4,4′-亚甲基二(异氰酸环己酯)充分混合。室温下,将上述混合物在205g去离子水,1.8g聚乙烯醇(Mowiol 26-88)和5.3g木素磺酸盐(Borresperse Na)的溶液中使用定子转子混合器(Silverson L4R)乳化。将所得乳状液转入搅拌反应器中。将该混合物与5.8g 50%浓度的二亚乙基三胺水溶液混合。搅拌速度设定为每分钟350转。经过1小时,温度由室温升至55℃,然后保持在55℃2小时。然后将混合物加热至60℃并保持该温度4小时。由此获得350g微胶囊分散液;粒径为2-30μm;活性成分含量为8.5%重量。
实施例7
a)活性成分的分散体
在30℃-40℃下,将760g戊唑醇,1550g矿物油(工业用白油Enerpar T017),188g烷芳基聚乙二醇醚和2.5g防沫剂(硅氧烷类物质)的混合物在珍珠磨中研磨3小时。形成抗沉降分散液,其中90活性成分颗粒的粒径为1-4μm。
b)微胶囊剂
室温下,将102g上述a)分散液,28g聚丁二烯二醇(R45 HT),0.7g双(新癸酰基氧基)二辛基锡烷(Fomrez UL-38),6.2g甲苯二异氰酸酯和4.7g 4,4′-亚甲基二(异氰酸环己酯)充分混合。室温下,将上述混合物在205g去离子水,1.9g聚乙烯醇(Mowiol 26-88)和5.7g木素磺酸盐(Borresperse Na)的溶液中使用定子转子混合器(Silverson L4R)乳化。将所得乳状液转入搅拌反应器中。将该混合物与5.9g 50%浓度的二亚乙基三胺水溶液混合。搅拌速度设定为每分钟350转。经过1.5小时,温度由室温升至55℃,然后保持在55℃1.5小时。然后将混合物加热至60℃并保持该温度4小时。由此获得350g微胶囊分散液;粒径为3-40μm;活性成分含量为8.4%重量。
实施例8
a)活性成分的分散体
在30℃-40℃下,将760g敌草腈,1550g矿物油(工业用白油Enerpar T017),188g烷芳基聚乙二醇醚和2.5g防沫剂(硅氧烷类物质)的混合物在珍珠磨中研磨3小时。形成抗沉降分散液,其中90%活性成分颗粒的粒径为1-4μm。
b)微胶囊剂
室温下,将102g上述a)分散液,28g聚丁二烯二醇(R45 HT),0.7g双(新癸酰基氧基)二辛基锡烷(Fomrez UL-38),6.2g甲苯二异氰酸酯和4.7g 4,4′-亚甲基二(异氰酸环己酯)充分混合。室温下,将上述混合物在205g去离子水,1.9g聚乙烯醇(Mowiol 26-88)和5.7g木素磺酸盐(Borresperse Na)的溶液中使用定子转子混合器(Silverson L4R)乳化。将所得乳状液转入搅拌反应器中。将该混合物与5.9g 50%浓度的二亚乙基三胺水溶液混合。搅拌速度设定为每分钟350转。经过1.5小时,温度由室温升至55℃,然后保持在55℃1.5小时。然后将混合物加热至60℃并保持该温度4小时。由此获得350g微胶囊分散液;粒径为7-90μm;活性成分含量为8.5%重量。
实施例9
a)活性成分的分散体
在30℃-40℃下,将760g Thiacloprid,1550g矿物油(工业用白油Enerpar T017),188g烷芳基聚乙二醇醚和2.5g防沫剂(硅氧烷类物质)的混合物在珍珠磨中研磨3小时。形成抗沉降分散液,其中90%活性成分颗粒的粒径为1-4μm。
b)微胶囊剂
室温下,将102g上述a)分散液,28g聚丁二烯二醇(R45HT),0.7g双(新癸酰基氧基)二辛基锡烷(Fomrez UL-38),6.2g甲苯二异氰酸酯和4.7g 4,4′-亚甲基二(异氰酸环己酯)充分混合。室温下,将上述混合物在205g去离子水,1.9g聚乙烯醇(Mowiol 26-88)和5.7g木素磺酸盐(Borresperse Na)的溶液中使用定子转子混合器(Silverson L4R)乳化。将所得乳状液转入搅拌反应器中。将该混合物与5.9g 50%浓度的二亚乙基三胺水溶液混合。搅拌速度设定为每分钟350转。经过1.5小时,温度由室温升至55℃,然后保持在55℃1.5小时。然后将混合物加热至60℃并保持该温度4小时。由此获得350g微胶囊分散液;粒径为3-45μm;活性成分含量为8.5%重量。
实施例10
a)活性成分的分散体
在30℃-40℃下,将760g吡虫啉,1550g矿物油(工业用白油Enerpar T 017),188g烷芳基聚乙二醇醚和2.5g防沫剂(硅氧烷类物质)的混合物在珍珠磨中研磨3小时。形成抗沉降分散液,其中90%活性成分颗粒的粒径为1-4μm。
b)微胶囊剂
室温下,将102g上述a)分散液,27.1g甲基丙烯酸十八烷基酯,3.0g六亚甲基二甲基丙烯酸酯和0.3g 2,2′-偶氮二(2-甲基丁腈)充分混合。室温下,将上述混合物在240g去离子水,5.7g明胶(Bloom 240)和5.7g阿拉伯树胶的溶液中,在40℃和pH10条件下使用定子转子混合器(Silverson L4R)乳化。将所得乳状液转入搅拌反应器中。搅拌速度调至每分钟350转。边搅拌边用1.4g 50%浓度柠檬酸水溶液将pH调至4.1。4小时后,将混合物冷却至低于10℃并保持在该温度下2小时。然后加入0.6g 25%浓度的戊二醛水溶液和3.5g 36%浓度的甲醛水溶液。经过12小时,使混合物的温度升至室温。然后将混合物在55℃下加热4小时,然后冷却至室温并使用50%浓度氢氧化钠水溶液中和。由此获得400g微胶囊分散液;粒径为77μm;活性成分含量为7.5%重量。
稳定性试验
为模拟例如拌种时在转鼓式混合器中受到的机械应力,进行了下列试验。
每种情况下将7.5g微胶囊分散液用水补足至75ml,并与30g直径各自为3mm的玻璃珠一起转入可封闭的250ml聚乙烯制广口瓶中。25℃下将广口瓶在摇床上摇动20分钟。
摇动前和后分别用显微镜观察微胶囊。至少计数50个颗粒,计数完好和破损的胶囊数并计算百分率。将已漏油和/或其囊皮变形或破裂的胶囊归入破损胶囊类中。
使用的微胶囊分散液和试验结果列于下表中。
表
实施例的微胶囊分散液 | 摇动后完好的胶囊比例(%) |
本发明实施例245 | 949694 |
WO95/1368中公开的:实施例2 | 14 |
Claims (8)
1.一种微胶囊剂,其包括
I)由聚合物材料制成的囊皮以及
II)由下列组分构成的囊核
a1)连续的固体聚合物相,
a2)液体油相,
a3)至少一种农药活性成分,
a4)至少一种油溶性分散剂和
a5)任选的添加剂,
其中以胶囊的总重量计,农药活性成分的含量为1-75%重量。
2.权利要求1的微胶囊剂,其特征在于其中含有的农药活性成分(a3)是杀真菌剂、杀细菌剂、杀虫剂、杀螨剂、杀线虫剂、杀软体动物剂、除草剂、植物生长调节剂、植物营养物质和驱避剂。
3.权利要求1的微胶囊剂,其特征在于囊皮(I)由聚脲组成。
4.权利要求1的微胶囊剂,其特征在于囊皮(I)是由明胶,硬化明胶或明胶复合凝聚层组成。
5.权利要求1的微胶囊剂,其特征在于连续固体聚合物相(a1)是由乙烯基单体和交联剂的聚合单元组成。
6.权利要求1的微胶囊剂,其特征在于连续固体聚合物相(a1)是由聚氨酯组成。
7.权利要求1的微胶囊剂的制备方法,其特征在于将
A)由下列组成的有机相
a0)可形成连续固体聚合物相的单体,
a2)液体油相,
a3)至少一种农药活性成分,
a4)至少一种油溶性分散剂和
a5)任选的添加剂,
a6)任选的引发剂和催化剂以及
a7)任选的至少一种油溶性成壁组分
B)由下列组成的水相
b1)水,
b2)至少一种水溶性分散剂和
b3)至少一种水溶性成壁组分
在0℃-60℃下搅拌分散成细液滴,
C)然后进行反应生成微胶囊以及
D)然后在高温条件下固化。
8.权利要求1的微胶囊剂用于施用农药活性成分至植物和/或它们的环境的用途。
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DE19947147.9 | 1999-10-01 | ||
DE19947147A DE19947147A1 (de) | 1999-10-01 | 1999-10-01 | Mikrokapseln |
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EP (1) | EP1221838A1 (zh) |
JP (1) | JP2003517464A (zh) |
KR (1) | KR20020029123A (zh) |
CN (1) | CN1377227A (zh) |
AU (1) | AU7421100A (zh) |
BR (1) | BR0014674A (zh) |
CA (1) | CA2385991A1 (zh) |
DE (1) | DE19947147A1 (zh) |
IL (1) | IL148410A0 (zh) |
MX (1) | MXPA02003256A (zh) |
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CN100444733C (zh) * | 2004-03-22 | 2008-12-24 | 侯金荣 | 天然除虫菊素微胶囊剂植物农药及其应用 |
CN100444732C (zh) * | 2004-03-22 | 2008-12-24 | 侯金荣 | 天然除虫菊素微胶囊剂植物农药的制备方法 |
CN102239831A (zh) * | 2011-05-03 | 2011-11-16 | 谭晓辉 | 噻唑磷微胶囊悬浮剂及制备方法 |
CN103037688A (zh) * | 2010-06-07 | 2013-04-10 | 陶氏益农公司 | 包含高水平的农业活性成分的微囊混悬液 |
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CN108575993A (zh) * | 2018-04-19 | 2018-09-28 | 河北威远生物化工有限公司 | 一种草铵膦可分散微囊油悬浮剂及其制备方法 |
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DE10117784A1 (de) * | 2001-04-10 | 2002-10-17 | Bayer Ag | Mikrokapseln |
DE10223916A1 (de) | 2002-05-29 | 2003-12-11 | Bayer Cropscience Ag | Mikrokapsel-Formulierungen |
EP1519995B1 (de) | 2002-06-19 | 2016-02-24 | THOR GmbH | Beschichtungsmasse mit biozidmikrokapseln |
DE10359792A1 (de) * | 2003-12-19 | 2005-07-21 | Bayer Technology Services Gmbh | Mehrphasige Wirkstoffformulierung |
EP1795071A1 (en) * | 2005-12-07 | 2007-06-13 | Incotec International B.V. | Modified active-ingredient-containing pellets/capsules |
GB0526416D0 (en) * | 2005-12-23 | 2006-02-08 | Syngenta Ltd | Formulation |
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JP5603645B2 (ja) * | 2009-04-30 | 2014-10-08 | 日本エンバイロケミカルズ株式会社 | マイクロカプセル剤およびその製造方法 |
JP5439952B2 (ja) * | 2009-05-29 | 2014-03-12 | 住友化学株式会社 | マイクロカプセルの製造方法 |
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DE3020781C2 (de) * | 1980-05-31 | 1982-11-18 | Hoechst Ag, 6000 Frankfurt | Druckbeständige Mikrokapseln mit einer Polyamid-Außenhülle und einer durch Polyurethan-Polyharnstoff oder Polyharnstoff strukturierten Innenmasse und Verfahren zu ihrer Herstellung |
US4681806A (en) * | 1986-02-13 | 1987-07-21 | Minnesota Mining And Manufacturing Company | Particles containing releasable fill material and method of making same |
US4727011A (en) * | 1986-10-16 | 1988-02-23 | Xerox Corporation | Processes for encapsulated toner compositions with interfacial/free-radical polymerization |
US5225278A (en) * | 1987-08-26 | 1993-07-06 | Rohm And Haas Company | Process for microencapsulation |
NZ275848A (en) * | 1993-11-15 | 1997-01-29 | Zeneca Ltd | Microencapsulated active agent/liquid suspension containing a non emulsifying dispersant which is active at the solid/organic liquid interface |
JPH09110621A (ja) * | 1995-10-12 | 1997-04-28 | Dai Ichi Kogyo Seiyaku Co Ltd | 白蟻防除剤およびそれを含有する分散液 |
JP3822288B2 (ja) * | 1996-09-12 | 2006-09-13 | 第一工業製薬株式会社 | 防ダニ剤およびそれを含有する防ダニ剤含有分散液 |
-
1999
- 1999-10-01 DE DE19947147A patent/DE19947147A1/de not_active Withdrawn
-
2000
- 2000-09-19 CN CN00813683A patent/CN1377227A/zh active Pending
- 2000-09-19 BR BR0014674-9A patent/BR0014674A/pt not_active Application Discontinuation
- 2000-09-19 JP JP2001527645A patent/JP2003517464A/ja active Pending
- 2000-09-19 KR KR1020027003001A patent/KR20020029123A/ko not_active Application Discontinuation
- 2000-09-19 MX MXPA02003256A patent/MXPA02003256A/es unknown
- 2000-09-19 EP EP00962517A patent/EP1221838A1/de not_active Withdrawn
- 2000-09-19 AU AU74211/00A patent/AU7421100A/en not_active Abandoned
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- 2000-09-19 WO PCT/EP2000/009268 patent/WO2001024631A1/de not_active Application Discontinuation
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CN100444733C (zh) * | 2004-03-22 | 2008-12-24 | 侯金荣 | 天然除虫菊素微胶囊剂植物农药及其应用 |
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EP1221838A1 (de) | 2002-07-17 |
MXPA02003256A (es) | 2002-10-31 |
IL148410A0 (en) | 2002-09-12 |
JP2003517464A (ja) | 2003-05-27 |
ZA200201468B (en) | 2003-04-30 |
WO2001024631A1 (de) | 2001-04-12 |
DE19947147A1 (de) | 2001-04-05 |
KR20020029123A (ko) | 2002-04-17 |
CA2385991A1 (en) | 2001-04-12 |
AU7421100A (en) | 2001-05-10 |
BR0014674A (pt) | 2002-06-11 |
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