CN101677571B - 杀虫组合物及由其获得的制品 - Google Patents
杀虫组合物及由其获得的制品 Download PDFInfo
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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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
-
- 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
- A01N25/08—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 solids as carriers or diluents
- A01N25/10—Macromolecular compounds
-
- 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
- A01N25/34—Shaped forms, e.g. sheets, not provided for in any other sub-group of this main group
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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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing acyclic or cycloaliphatic radicals
-
- 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/14—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing aromatic radicals
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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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic radicals
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- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
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Abstract
具有杀虫和杀螨特性的物质，所述物质包含：A)99.95％重量至70.0％重量的丙烯基聚合物，所述聚合物具有以下特性：iii)熔体流动速率(MFR)(ISO 1133)在11至40之间；iv)全同立构五元组(mmmm)高于90％；B)0.05％重量至30％重量的由T1和T2缩合而成的式T1-T2加合物，其中T1包含至少一种拟除虫菊酯物质，其在高达至少150℃的温度时充分稳定；T2是选自以下的烯属不饱和物质：(a)表面活性剂(b)磷酸乙烯基酯以及(c)其混合物。
Description
本发明涉及具有杀虫和杀螨特性的包含拟除虫菊酯物质和丙烯聚合物的物质。
WO2004/089086涉及包含拟除虫菊酯物质和具有烯属不饱和基团的化合物的组合物。该专利申请中描述的组合物可用作聚合物组合物的添加剂，以获得可释放出杀虫性流体(insecticidal flux)的最终物质。这种物质可用于生产各种制品，诸如纤维和蚊帐。但也可用于其它的挤出物品，例如薄膜、热成型物品或注射成型物品。
丙烯聚合物是适用于许多工艺技术的通用的热塑性物质，对于许多应用而言，它成本适中并具有有利特性。
因此，它对于生产WO2004/089086中所述物质而言，是有效的可选物质。
WO2004/089086仅泛泛地提及可使用聚丙烯等多种聚合物。没有给出将聚丙烯与WO 2004/089086中所教导的组合物一起使用的实施例。仅在比较例中使用了一般的全同立构聚丙烯。在该比较例中，未对所述聚丙烯聚合物进行表征。丙烯聚合物对于生产WO2004/089086中所描述物质而言，是经济的可选物。
因此，本申请人已发现，当使用具有特殊的熔体流动速率(MFR)范围的特定聚丙烯聚合物时，可改进这种杀虫物质的特性。实际上，如本申请的实施例中所示，当使用本发明的丙烯聚合物时，相对于用其它丙烯聚合物可得到的流量而言，所述杀虫组合物的流量更高。
本发明的一个主题为具有杀虫和杀螨特性的物质，所述物质包含：
A)99.95％重量至70.0％重量的丙烯基聚合物，所述聚合物具有以下特性：
i)熔体流动速率(MFR)(ISO 1133)在10至40之间；优选12至35之间，更优选15至33之间；
ii)全同立构五元组(pentads，mmmm)高于90％；优选高于91％；并且更优选高于92％；
B)0.05％重量至30％重量的由T1和T2缩合而成的式T1-T2加合物，其中
T1包含至少一种拟除虫菊酯物质，其在高达至少150℃的温度时充分稳定，优选在高达至少300℃的温度时充分稳定；
T2是选自以下的烯属不饱和物质：
(a)表面活性剂
(b)磷酸乙烯酯以及
(c)其混合物。
优选使用99.9％重量至80％重量的(A)和0.1％重量至20％重量的B；更优选使用99.5％重量至85％重量的A和0.5％重量至15％重量的B，甚至更优选使用99％重量至95％重量的A和1％重量至5％重量的B。
所述丙烯基聚合物(A)为丙烯均聚物、丙烯共聚物或其混合物。所述丙烯共聚物包含0.1％摩尔至50％摩尔的乙烯衍生单元或式CH2＝CHZ的α-烯烃，其中Z为直链或支链的C2-C20基；所述丙烯共聚物优选包含1％摩尔至15％摩尔的乙烯或所述α-烯烃；优选的共聚单体为乙烯或1-丁烯。
所述丙烯基聚合物(A)为商品聚丙烯聚合物。它可通过使用基于钛和镁的催化剂体系来获得，或者通过使用金属茂基催化剂体系来获得。
所述加合物T1-T2在WO 2004/089086中已有描述。所述加合物T1-T2在乙醇中的溶解度优选大于或等于75％重量，更优选在75％重量至90％重量之间。
所述加合物T1-T2优选包含75％重量至96％重量的T1和25％重量至4％重量的T2。T1优选选自拟除虫菊酯以及其混合物，所述拟除虫菊酯在高达至少150℃的温度下充分稳定，优选在高达至少300℃的温度下充分稳定。
T2为烯属不饱和物质，并且优选在高于或等于150℃的温度下充分稳定，T2更优选在高于或等于300℃的温度下充分稳定；
所述加合物T1-T2通过在等于或高于80℃的温度下，优选在80℃至150℃的温度下，使T1和T2接触来形成。
所述拟除虫菊酯物质T1优选具有式(II)
其中Y1、Y2、Y3为氢原子，或包含1至40个碳原子并任选包含属于元素周期表第13-17族的杂原子的烃基，或卤原子；Y4为包含1至40个碳原子并任选包含属于元素周期表第13-17族的杂原子的烃基，或卤原子；
T1优选选自(i)丙烯菊酯、瓜菊酯、茉莉菊酯、除虫菊族(pyrethrin family)的化合物；(ii)式III化合物：
其中
R10，和R20，彼此相同或不同，选自H、CH、OCH、SCH、CF、OCF、F、Cl或Br；
R30选自H、CH、CN、CF、F、Cl或Br；
R40选自H、CH、CF、OH、SH、F、Cl或Br；以及
符号
表示具有R或S构型的键；
以及(iii)其混合物。
所述拟除虫菊酯物质T1更优选选自溴氰菊酯、氯氰菊酯(更有利的是α-氯氰菊酯)、氯氟氰菊酯(更有利的是h-氯氟氰菊酯)和丙烯菊酯I。
所述烯属不饱和物质T2为表面活性剂(a)，优选选自式IV和式V的胺和聚胺，式VI的聚氧化烯基化的胺和聚胺，以及式VII的聚氧化烯基化的烯基苯酚：
其中：
R为直链(优选)或支链的C8-C22不饱和脂族烃基，
k为1至8的整数，
m为2至8的整数，
n为0至8的整数，
p为1至8的整数，
q为1至8的整数，
r为2或3的整数，
s为0至8的整数，
t为1至8的整数，
u为0至8的整数，以及
v为0至8的整数，
w为3至8的整数。
所述烯属不饱和物质T2也可以为具有分子结构VIII的磷酸乙烯基酯(b)：
其中
Y7和Y8，彼此相同或不同，选自C1-C4烷基，
Y9表示氧原子或硫原子，以及
Y4、Y5和Y6为氢原子，或包含1至40个碳原子并任选包含属于周期表第13-17族的杂原子的烃基，或卤原子；条件是Y4、Y5和Y6中不多于两个为氢原子，Y4、Y5和Y6中的两个基团也可结合在一起形成包含氮、氧或硫原子的杂环。
磷酸乙烯基酯(b)优选为敌敌畏、虫螨磷、毒死蜱、毒虫畏和/或丁烯磷。
本发明的物质可通过混合组分A)和组分B)并加热和挤出所获得的混合物来简易制备。在所述挤出之前，可任选混合其它常用于聚合物领域的物质，诸如抗氧化剂、稳定剂等。
优选可首先将组分B)与小部分的组分A)混合，加热并挤出，以使获得母炼胶。可进一步将包含15％重量至30％重量的组分B)的所述母炼胶与组分A)混合，以获得本发明物质。
本发明物质可以片材、薄膜、长丝或纤维的形式来使用。因此，本发明的其它主题为通过本发明物质获得的片材、薄膜、长丝或纤维。
本发明物质优选以长丝或纤维的形式使用，以获得例如非织造织物。本发明物质还特别适于生产蚊帐。因此本发明的又一主题为包含本发明物质的蚊帐。
采用本发明物质可获得高浓度的所述杀虫物质和杀螨物质。特别是，当MFR在上述公开的范围时，杀虫物质或杀螨物质的流量增加，因此，其中的一个优点为当使用所述丙烯基聚合物(A)时，所述杀虫剂的活性相对于其它可使用物质的而言，具有更宽的作用范围。
实施例
聚合物的质子谱和碳谱采用Bruker DPX 400光谱仪，在以下条件下操作：傅立叶变换模式，120℃，分别为400.13MHz和100.61MHz。将所述样品溶解于C2D2Cl4中。将C2DHCl4在1H谱(5.95ppm)中的残留峰(residual peak)和mmmm五元组在13C谱(21.8ppm)中的峰用作参比。质子谱采用45°脉冲和5秒的脉冲间隔来获得；每谱存储256个瞬态。碳谱采用90°脉冲和12秒的脉冲间隔来获得，采用CPD(16瓦)来消除1H-13C耦合。每谱储存约3000个瞬态。
对本发明组合物中的一些商品丙烯聚合物样品进行评定。将所述被评定聚合物记载于下表1中。
表1
| 样品 | 品级 | MFR(ISO 1133)g/10’ | Mmmm％ |
| 1 | Moplen HP552L | 6 | ＞92 |
| 2 | Moplen HP561R | 25 | ＞92 |
| 3 | Metocene HM562S | 30 | ＞92 |
| 4 | Moplen H552N | 12 | ＞92 |
| 5 | Moplen HP648T | 55 | ＞92 |
杀虫组分(B)的制备
在搅拌、130℃下，将包含溴氰菊酯(85重量份)和敌敌畏(15重量份)的混合物加热。
物质的制备
将1重量份的组分B和99重量份的表1中的聚合物混合，在双螺杆挤出机中将所获得的组合物造粒，获得5个样品，分别标记为R1、R2、R3、R4和R5。
片材的制备
采用NMR/Kaufmann挤出生产线，将树脂R1、R2、R3、R4和R5挤成约1.5mm厚度的薄片，分别获得薄板S1、S2、S3、S4和S5。
物质的测试
将已称量的所述物质S1、S2、S3、S4和S5的样品(所有样品的重量相同)存放于不同的具备通气孔的箱中。将每个箱存放于不同空间中。这样避免了各个箱之间的污染。通过每周关闭所述孔和分析每个箱中的空气样品来测量每个箱中的杀虫剂浓度。将每周的样品S1中的浓度认定为1，而所有其它的经计算得到结果。将四周后的结果记载于表2中。
表2
| S1* | S2 | S3 | S4 | S5* | |
| 周1 | 1.00 | 1.32 | 1.35 | 1,28 | 1.15 |
| 周2 | 1.00 | 1.34 | 1.37 | 1,28 | 1,14 |
| 周3 | 1.00 | 1.34 | 1.37 | 1.27 | 1,15 |
| 周4 | 1.00 | 1.34 | 1.33 | 1,28 | 1,15 |
*对比
表1显示，当使用本发明的丙烯聚合物时，相对于使用不具备以上所列所有特性的聚合物而言，空气中的所述杀虫剂的浓度更高。因此，使用本发明丙烯聚合物的结果更加有效。
Claims (9)
1.具有杀虫和杀螨特性的物质，所述物质包含：
A)99.95％重量至70.0％重量的丙烯基聚合物，所述聚合物具有以下特性：
i)根据ISO 1133所测的熔体流动速率(MFR)在10g/10’至40g/10’之间；
ii)全同立构五元组(mmmm)高于90％；
B)0.05％重量至30％重量的由T1和T2缩合而成的式T1-T2加合物，其中
T1包含至少一种拟除虫菊酯物质，其在高达至少150℃的温度时充分稳定；
T2是选自以下的烯属不饱和物质：
(a)表面活性剂，
(b)磷酸乙烯基酯，以及
(c)其混合物。
2.权利要求1的物质，其中使用了99.5％重量至85％重量的A和0.5％重量至15％重量的B。
3.权利要求1或2的物质，其中组分A)的MFR在12g/10’至35g/10’之间。
4.权利要求1的物质的获取方法，其中将组分A)和组分B)混合，加热并挤出。
5.权利要求4的方法，其中将15％重量至30％重量的组分B)与70％重量至85％重量的组分A)混合，然后将该混合物加热并挤出以形成母炼胶。
6.由权利要求1-2中任一项的物质获得的片材或薄膜。
7.由权利要求1-2中任一项的物质获得的长丝或纤维。
8.由权利要求7的长丝或纤维获得的非织造物质。
9.通过使用权利要求1-2的物质获得的蚊帐。
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| EP07108783.7 | 2007-05-23 | ||
| EP07108783 | 2007-05-23 | ||
| US93256507P | 2007-05-31 | 2007-05-31 | |
| US60/932,565 | 2007-05-31 | ||
| PCT/EP2008/055562 WO2008141928A1 (en) | 2007-05-23 | 2008-05-06 | Insecticidal composition and articles obtained thereof |
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| EP (1) | EP2146579A1 (zh) |
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| CN101979433B (zh) * | 2010-10-22 | 2012-12-26 | 浙江金海环境技术股份有限公司 | 含有防螨虫剂的聚合物母粒、防螨虫空气过滤网的单丝及其制备工艺和用途 |
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| US5534593A (en) * | 1993-04-27 | 1996-07-09 | Norton Performance Plastics Corporation | Polymethylpentene/polypropylene blend and film |
| WO2004089086A1 (fr) * | 2003-04-01 | 2004-10-21 | Jacques Jean | Composition a base d’une substance pyrethroide de solubilite ameliore, prmix et article insecticide et acaricide notamment fibreux ou en feuille. |
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| IT1203862B (it) * | 1987-04-06 | 1989-02-23 | Paolo Bert | Procedimento di filatura e stiro in continuo di filati sintetici e relativo impianto di produzione |
| EP0700464A1 (en) * | 1993-05-25 | 1996-03-13 | Exxon Chemical Patents Inc. | Novel polyolefin fibers and their fabrics |
| CH689228A5 (de) * | 1994-10-07 | 1998-12-31 | Novartis Ag | Oximether, sowie diese enthaltende Pflanzenschutzmittel. |
| DE19917985A1 (de) * | 1999-04-21 | 2000-10-26 | Targor Gmbh | Katalysatorsystem |
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2008
- 2008-05-06 BR BRPI0811940-6A2A patent/BRPI0811940A2/pt not_active Application Discontinuation
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| US5534593A (en) * | 1993-04-27 | 1996-07-09 | Norton Performance Plastics Corporation | Polymethylpentene/polypropylene blend and film |
| WO2004089086A1 (fr) * | 2003-04-01 | 2004-10-21 | Jacques Jean | Composition a base d’une substance pyrethroide de solubilite ameliore, prmix et article insecticide et acaricide notamment fibreux ou en feuille. |
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| Publication number | Publication date |
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| WO2008141928A1 (en) | 2008-11-27 |
| EP2146579A1 (en) | 2010-01-27 |
| TW200904334A (en) | 2009-02-01 |
| RU2463789C2 (ru) | 2012-10-20 |
| RU2009147738A (ru) | 2011-06-27 |
| BRPI0811940A2 (pt) | 2014-12-30 |
| US20100119567A1 (en) | 2010-05-13 |
| CN101677571A (zh) | 2010-03-24 |
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