CN103025704A - 配制品 - Google Patents

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CN103025704A
CN103025704A CN2011800361663A CN201180036166A CN103025704A CN 103025704 A CN103025704 A CN 103025704A CN 2011800361663 A CN2011800361663 A CN 2011800361663A CN 201180036166 A CN201180036166 A CN 201180036166A CN 103025704 A CN103025704 A CN 103025704A
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hydrogen
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CN103025704B (zh
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G·A·贝尔
A·沃勒
J·S·韦尔斯
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Syngenta Ltd
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Zeneca Ltd
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, 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
    • A01N25/02Biocides, 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
    • A01N25/04Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, 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
    • A01N25/02Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/541,3-Diazines; Hydrogenated 1,3-diazines
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/561,2-Diazoles; Hydrogenated 1,2-diazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647Triazoles; Hydrogenated triazoles
    • A01N43/6531,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/78Benzoic acid esters
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/10Esters; Ether-esters
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L101/00Compositions of unspecified macromolecular compounds

Abstract

Description

配制品
本发明涉及某些亚烷基二醇苯甲酸脂化合物作为溶剂,尤其是在配制品中,特别是在农用化学配制品以及在环境友好型配制品中的的用途;并且涉及某些新颖化合物。在溶解甲氧基丙烯酸酯、三唑以及琥珀酸脱氢酶抑制剂(SDHI)族的杀虫剂(特别是吡唑;适当地是哌拉赞(pyrazam)化学物)时,发现本发明的这些溶剂特别有效。
现在,要求配制品化学师在研发新的配制品时满足许多环境标准。理想地,适当的溶剂将展示出以下特性中的多个或全部:对多种杀虫剂或其他有机分子的卓越的溶解力;由植物或动物可再生资源制备;低皮肤刺激;低生态毒性,例如对水蚤;低挥发有机成分;以及高闪点。本发明的这些化合物每一个展示出这些特性中的全部或多个,特别是卓越的溶解力;这些化合物可以被有效地用作溶剂。
因此,本发明提供了一种包括具有化学式(I)的化合物的配制品
Figure BDA00002767613800011
其中R1是氢、甲基、乙基、丙基或丁基;R2是甲基或乙基;R3是氢、甲基或乙基;并且n是1、2或3。
丙基与丁基是直链或者是支链。实例是异丙基、正丙基、正丁基、仲丁基以及叔丁基。
适当地,R1是H。
适当地,R2是甲基。
适当地,R3是H。
适当地,n是1。
适当地,本发明提供了一种具有化学式(I)的化合物在农用化学配制品中的用途。
本发明的化合物可以被用作溶剂。
通过本发明披露的许多化合物都是新颖的。
因此,在一个另外的方面中,本发明提供了一种如在上文定义的具有化学式(I)的化合物;其条件是该化合物不是2-羟丙基苯甲酸脂、2-羟基-l-甲基乙基苯甲酸脂、1,2丁二醇-2-苯甲酸脂、1,2丁二醇-1-苯甲酸脂或1-丙醇-2(2-羟丙氧基)-1-苯甲酸脂。
表1提供了针对适当的具有化学式(I)的化合物的结构和某些光谱数据:
表1
Figure BDA00002767613800031
本发明的这些化合物易于制备;例如,将乙二醇醚与具有适当的离去基团的芳香族化合物(例如,苯甲酰氯)进行反应。
本发明的这些化合物可以用于多种终端使用应用(包括农用化学配制品),特别是用作溶剂。这些溶剂可以与广泛的多种材料一起使用,这些材料包括除草剂、杀真菌剂、杀螨剂、杀线虫剂以及杀昆虫剂[并且还有植物生长调节剂]。
本发明包括具有化学式(I)的化合物的所有同分异构体或同分异构体的混合物,并且还包括两种或更多种不同的具有化学式(I)的化合物的混合物。
本发明的这些化合物可以被用于配制多种材料(包括农用化学品)的溶液,可以将其配制为乳剂或分散体浓缩物、水乳剂或油乳剂、微囊化的配制品、气溶胶喷雾或造雾配制品;并且这些可以被进一步配制为颗粒材料或粉末,例如用于干法施用或作为水可分散的配制品。还可以将这样形成的溶液直接用在土壤或植物上,或用在其他非农用化学品的应用中。
此类应用的实例包括造纸,水处理,林业应用,公共卫生处理,在市政水池以及其他水道中的用途,在河流、湖泊、水库或海洋附近的应用中以及在其中向大气的释放已经被最小化或受到控制与其中不希望对大气造成损害的情况下的应用中。实例包括用在外部和内部涂剂、包衣、牙科用腔洞衬料、蜡类或其他保护剂层或遮光剂、着色剂或防晒剂(screens)中;用在染色、色素沉着或墨水的使用中;用在设计用于家庭、花园或工业应用的清洁产品中;以及用在用于在工业、家庭或环境使用中应用的肥皂或洗涤剂中。本发明的化合物还可以用在洗发剂、日常去污剂中并且可以用在日常清洁剂[例如,烘箱清洁剂以及表面清洁剂]中。
本发明的化合物对广泛多种的农用化学品、药物制剂以及其他商业上有价值的化合物具有超常的溶解力,加上该溶解力还延伸至污垢、脂膏或蜡类的溶解。
本发明通过以下制备实例来说明,其中:
g=克°C=摄氏度数
除非另外说明,每一浓度被表示为按重量计的百分数。
在溶解属于这些家族:甲氧基丙烯酸酯、三唑以及琥珀酸脱氢酶抑制剂(SDHI)族的杀虫剂(特别是吡唑;适当地是哌拉赞化学物)时,本发明的这些溶剂特别有效。在这些实例中证明了这一事实,其中表明杀虫剂嘧菌酯、苯醚甲环唑以及异哌拉赞(isopyrazam)在溶剂丙二醇苯甲酸酯中的溶解度高于在一系列的通常使用的溶剂中的溶解度。出人意料地,嘧菌环胺、百菌清以及二环吡草酮在丙二醇苯甲酸酯中的溶解度低于在相同系列的常见溶剂中的溶解度。将溶解度引指为在20°C的w/w百分数。
实例1
这个实例说明一些农用化学活性成分的每一个在本发明的溶剂中的高溶解度[表1中的化合物1和2]。
使一个玻璃小瓶中充满约八分之一的一种活性成分[AI]并且然后添加溶剂[在这个实例中,丙二醇苯甲酸酯或丁二醇苯甲酸酯]直到该小瓶约三分之一满。将生成物样品与WhirlimixerTM混合并且然后储存在25°C。每隔几天检查该样品;如果没有固体活性成分存在那么添加另外的活性成分;如果没有液体剩余那么添加另外的溶剂。重复这一步骤直到最后添加活性成分或溶剂之后已经将该样品进行平衡4周。然后通过气相层析法针对活性成分的浓度对上清液层进行分析;结果在表2中给出:
表2
Figure BDA00002767613800051
实例2
这个实例表明在溶解属于这些家族:甲氧基丙烯酸酯、三唑以及琥珀酸脱氢酶抑制剂(SDHI)的杀虫剂(特别是吡唑;适当地是哌拉赞化学物)时,本发明的这些溶剂特别有效。表3a和3b显示杀虫剂嘧菌酯、苯醚甲环唑、异哌拉赞、嘧菌环胺、百菌清以及二环吡草酮在溶剂丙二醇苯甲酸酯[表1中的化合物1]中的溶解度。为了比较还列表显示了在一系列通常使用的溶剂中的溶解度。这些数据表明在大多数情况下,对前三种杀虫剂(分别是三唑、SDHI以及甲氧基丙烯酸酯)而言,丙二醇苯甲酸酯是一种比其他常用溶剂更好的溶剂。将溶解度引指为在20°C的w/w百分数。
表3a
Figure BDA00002767613800061
表3b
Figure BDA00002767613800062
Figure BDA00002767613800071

Claims (13)

1.一种包括具有化学式(I)的化合物的配制品
Figure FDA00002767613700011
其中R1是氢、甲基、乙基、丙基或丁基;R2是甲基或乙基;R3是氢、甲基或乙基;并且n是1、2或3。
2.如在权利要求1中所要求的配制品,其中R1是氢。
3.如在权利要求1或2中所要求的配制品,其中R3是氢。
4.如在权利要求1、2或3中所要求的配制品,其中n是1。
5.如在权利要求1、2、3或4中所要求的配制品,其中该配制品是一种可乳化的浓缩物或乳剂。
6.如在权利要求1、2、3、4或5中所要求的配制品,其中该配制品另外地包含一种农用化学品。
7.如在权利要求6中所要求的配制品,其中该农用化学品是一种甲氧基丙烯酸酯、三唑或琥珀酸脱氢酶抑制剂。
8.如在权利要求7中所要求的配制品,其中该农用化学品是嘧菌酯、苯醚甲环唑或异哌拉赞。
9.一种具有化学式(I)的化合物
Figure FDA00002767613700021
其中R1是氢、甲基、乙基、丙基或丁基;R2是甲基或乙基;R3是氢、甲基或乙基;并且n是1、2或3;其条件是该化合物不是2-羟丙基苯甲酸脂、2-羟基-l-甲基乙基苯甲酸脂、1,2丁二醇-2-苯甲酸脂、1,2丁二醇-1-苯甲酸脂或l-丙醇-2(2-羟丙氧基)-l-苯甲酸脂。
10.如在权利要求9中所要求的具有化学式(I)的化合物,其中R1是氢。
11.如在权利要求9或10中所要求的具有化学式(I)的化合物,其中R3是氢。
12.如在权利要求9、10或11中所要求的具有化学式(I)的化合物,其中n是1。
13.如在权利要求9、10、11或12中所要求的具有化学式(I)的化合物,其中R2是甲基。
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MA34399B1 (fr) 2013-07-03
AR082394A1 (es) 2012-12-05
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AU2011284344A1 (en) 2013-02-21
CN103025704B (zh) 2015-11-25
BR112013001956B1 (pt) 2019-04-09
KR20130041140A (ko) 2013-04-24
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US20160000067A1 (en) 2016-01-07
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ZA201300196B (en) 2013-09-25
CR20130028A (es) 2013-04-29
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AU2011284344B2 (en) 2014-10-02
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UA112844C2 (uk) 2016-11-10

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