CN115485357A - 烷基酰氨基胺聚甘油表面活性剂 - Google Patents
烷基酰氨基胺聚甘油表面活性剂 Download PDFInfo
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- CN115485357A CN115485357A CN202180031254.8A CN202180031254A CN115485357A CN 115485357 A CN115485357 A CN 115485357A CN 202180031254 A CN202180031254 A CN 202180031254A CN 115485357 A CN115485357 A CN 115485357A
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- 239000004094 surface-active agent Substances 0.000 title claims abstract description 89
- -1 Alkyl amido amine Chemical class 0.000 title description 21
- 229920000223 polyglycerol Polymers 0.000 title description 18
- 239000012872 agrochemical composition Substances 0.000 claims abstract description 23
- 239000003905 agrochemical Substances 0.000 claims abstract description 13
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 claims description 54
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- 238000000034 method Methods 0.000 claims description 11
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
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- CJPQIRJHIZUAQP-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(phenylacetyl)alaninate Chemical compound CC=1C=CC=C(C)C=1N(C(C)C(=O)OC)C(=O)CC1=CC=CC=C1 CJPQIRJHIZUAQP-UHFFFAOYSA-N 0.000 description 1
- CIEXPHRYOLIQQD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-2-furoylalaninate Chemical compound CC=1C=CC=C(C)C=1N(C(C)C(=O)OC)C(=O)C1=CC=CO1 CIEXPHRYOLIQQD-UHFFFAOYSA-N 0.000 description 1
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- 239000011785 micronutrient Substances 0.000 description 1
- 235000013369 micronutrients Nutrition 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000005065 mining Methods 0.000 description 1
- OZGNYLLQHRPOBR-DHZHZOJOSA-N naftifine Chemical compound C=1C=CC2=CC=CC=C2C=1CN(C)C\C=C\C1=CC=CC=C1 OZGNYLLQHRPOBR-DHZHZOJOSA-N 0.000 description 1
- 229960004313 naftifine Drugs 0.000 description 1
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- 229960002009 naproxen Drugs 0.000 description 1
- 229960002715 nicotine Drugs 0.000 description 1
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- IOXAXYHXMLCCJJ-UHFFFAOYSA-N oxetan-3-yl 2-[(4,6-dimethylpyrimidin-2-yl)carbamoylsulfamoyl]benzoate Chemical compound CC1=CC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(=O)OC2COC2)=N1 IOXAXYHXMLCCJJ-UHFFFAOYSA-N 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- AMEKQAFGQBKLKX-UHFFFAOYSA-N oxycarboxin Chemical compound O=S1(=O)CCOC(C)=C1C(=O)NC1=CC=CC=C1 AMEKQAFGQBKLKX-UHFFFAOYSA-N 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- OGYFATSSENRIKG-UHFFFAOYSA-N pencycuron Chemical compound C1=CC(Cl)=CC=C1CN(C(=O)NC=1C=CC=CC=1)C1CCCC1 OGYFATSSENRIKG-UHFFFAOYSA-N 0.000 description 1
- 239000003090 pesticide formulation Substances 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 description 1
- QXJKBPAVAHBARF-BETUJISGSA-N procymidone Chemical compound O=C([C@]1(C)C[C@@]1(C1=O)C)N1C1=CC(Cl)=CC(Cl)=C1 QXJKBPAVAHBARF-BETUJISGSA-N 0.000 description 1
- FLVBXVXXXMLMOX-UHFFFAOYSA-N proquinazid Chemical compound C1=C(I)C=C2C(=O)N(CCC)C(OCCC)=NC2=C1 FLVBXVXXXMLMOX-UHFFFAOYSA-N 0.000 description 1
- YRRBXJLFCBCKNW-UHFFFAOYSA-N prothiocarb Chemical compound CCSC(=O)NCCCN(C)C YRRBXJLFCBCKNW-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 description 1
- VJFUPGQZSXIULQ-XIGJTORUSA-N pyrethrin II Chemical compound CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 VJFUPGQZSXIULQ-XIGJTORUSA-N 0.000 description 1
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- CRFYLQMIDWBKRT-LPYMAVHISA-N pyribencarb Chemical compound C1=C(Cl)C(CNC(=O)OC)=CC(C(\C)=N\OCC=2N=C(C)C=CC=2)=C1 CRFYLQMIDWBKRT-LPYMAVHISA-N 0.000 description 1
- VTRWMTJQBQJKQH-UHFFFAOYSA-N pyributicarb Chemical compound COC1=CC=CC(N(C)C(=S)OC=2C=C(C=CC=2)C(C)(C)C)=N1 VTRWMTJQBQJKQH-UHFFFAOYSA-N 0.000 description 1
- GPKJTRJOBQGKQK-UHFFFAOYSA-N quinacrine Chemical compound C1=C(OC)C=C2C(NC(C)CCCN(CC)CC)=C(C=CC(Cl)=C3)C3=NC2=C1 GPKJTRJOBQGKQK-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229960005322 streptomycin Drugs 0.000 description 1
- 229960005453 strychnine Drugs 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- WOSNCVAPUOFXEH-UHFFFAOYSA-N thifluzamide Chemical compound S1C(C)=NC(C(F)(F)F)=C1C(=O)NC1=C(Br)C=C(OC(F)(F)F)C=C1Br WOSNCVAPUOFXEH-UHFFFAOYSA-N 0.000 description 1
- BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 description 1
- XOPFESVZMSQIKC-UHFFFAOYSA-N triasulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)OCCCl)=N1 XOPFESVZMSQIKC-UHFFFAOYSA-N 0.000 description 1
- BQZXUHDXIARLEO-UHFFFAOYSA-N tribenuron Chemical compound COC1=NC(C)=NC(N(C)C(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(O)=O)=N1 BQZXUHDXIARLEO-UHFFFAOYSA-N 0.000 description 1
- GSQYAWMREAXBHF-UOYQFSTFSA-N validamine Chemical compound N[C@H]1C[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O GSQYAWMREAXBHF-UOYQFSTFSA-N 0.000 description 1
Classifications
-
- 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
- A01N25/30—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 characterised by the surfactants
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/42—Amino alcohols or amino ethers
-
- 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
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P17/00—Pest repellants
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium 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
- A01N2300/00—Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Zoology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Agronomy & Crop Science (AREA)
- Dentistry (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Toxicology (AREA)
- General Chemical & Material Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
本发明公开了一种农用化学品组合物,其包含农用化学品和具有结构(I)‑(VI)的表面活性剂。所述表面活性剂可描述为烷基酰氨基胺甘油表面活性剂、其氧化物,或为其季铵化合物。
Description
相关申请的交叉引用
本申请要求美国临时申请第63/017,830;63/017,835;和63/017,836号的权益,这些专利中每一个都于2020年4月30日提交,并且每一个都明确地通过引用整体并入本文。
技术领域
一般而言,本公开涉及烷基酰氨基胺聚甘油表面活性剂。更具体而言,本公开涉及具体为烷基酰氨基胺聚甘油、其氧化物和季铵化合物的表面活性剂。
背景技术
许多表面活性剂用作农药组合物中的助剂。助剂例如可以用作能够增强农药的生物效力的增效剂、润湿剂、乳化剂、铺展剂、沉积助剂、飘移控制剂、水调节剂、晶体抑制剂、悬浮助剂、增稠剂或分散剂。通过添加适当的表面活性剂助剂可以提高农药的生物效力。例如,众所周知,含氮表面活性剂诸如烷基胺烷氧基化物表面活性剂可以增强除草剂、杀真菌剂和杀虫剂的生物效力。作为除草剂的增效剂助剂的含氮表面活性剂的实例可以见述于US4528023和US5226943。US5226943还公开了可以通过掺入某些含氮表面活性剂来提高杀真菌剂组合物的活性。作为杀虫剂的增效剂助剂的含氮表面活性剂的实例可以见述于WO201280099。作为农药乳液中的乳化剂的含氮表面活性剂的实例可以见述于US5565409和US8097563。作为草甘膦组合物中的增稠剂的含氮表面活性剂的实例可以见述于WO201020599。作为农药乳液中的飘移控制剂的含氮表面活性剂的实例可以见述于WO2013098220。
烷基酰氨基胺烷氧基化物及其进一步的衍生物为众所周知的表面活性剂,可用于许多行业,诸如农用化学品、采矿、清洁等。特别是,乙氧基化烷基酰氨基胺已被公开作为农药制剂中的助剂(WO199705779、US8828911和US2010279870))。
烷基酰氨基胺乙氧基化物的生产需要高度的谨慎和精湛的技术。烷基酰氨基胺乙氧基化物通过使环氧乙烷与烷基酰氨基胺反应来制备。环氧乙烷(EO)为一种危险的气态化学品(沸点为10.7℃)。在室温下,环氧乙烷为一种易燃、刺激性和麻醉性气体。由于其挥发性,环氧乙烷通常作为冷冻液体来处置和运输以降低火灾或***的风险。这增加了运输和储存成本。由于环氧乙烷的危险性,烷基酰氨基胺乙氧基化物的生产需要对反应器进行特殊设计,需要带有气体进料管的加压反应器。
尽管烷基酰氨基胺乙氧基化物难以制造,但它们为农药组合物中最常用的助剂之一。烷基酰氨基胺乙氧基化物分子包含亲水部分(具有各种环氧乙烷单元的叔氮)和疏水部分(烃基),例如如以下通式所示:
其中R为具有各种链长的烃基(即疏水部分),(AO)x为线性或支化的C2至C4烷氧基化物基团,x>0,m通常为0至4。正是这种分子结构可以在农业应用中用作助剂。
为了生产烷基酰氨基胺衍生物,具有各种链长的烃很容易获得,但是亲水基团除了环氧乙烷之外的选择有限。期望有与烷基酰氨基胺乙氧基化物性质类似但还具有以下性质的烷基酰氨基胺衍生物:(1)在处置各组分时危险性较小;(2)允许更容易的制造条件;(3)在高负载农药组合物中具有更好的相容性。
发明内容
本公开提供了一种农用化学品组合物,其包含农用化学品和至少一种具有以下结构的表面活性剂:
其中每个R独立地为C6至C22线性或支化的、饱和或不饱和的烃基;
其中每个m独立地为约0至约4;
其中每个Z独立地为甘油基残基(甘油基)a((甘油)a残基,(glycerol)a)或H,只要至少一个Z为甘油基残基(甘油基)a;
其中每个a独立地为约1至约30;
其中每个O独立地任选存在,只要存在至少一个O;
其中每个B-独立地任选存在并且当存在时为R1X-,只要存在至少一个B-;
其中每个R1独立地任选存在并且当存在时为甲基或乙基;和
其中每个X-独立地为Cl-、Br-、CH3OSO3 -、CH3CH2OSO3 -,或者如果R1不存在则不存在。
本公开还提供了一种或多种独立于所述农用化学品组合物的上述表面活性剂。
发明详述
本公开提供了一种农用化学品组合物,其包含至少一种如下所述的表面活性剂。本公开还提供了所述表面活性剂本身。
在各种实施方案中,表面活性剂具有以下结构:
其中每个R独立地为C6至C22线性或支化的、饱和或不饱和的烃基;
其中每个m独立地为约0至约4;
其中每个Z独立地为甘油基残基(甘油基)a或H,只要至少一个Z为甘油基残基(甘油基)a;和
其中每个a独立地为约1至约30;
其中每个O独立地任选存在,只要存在至少一个O;
其中每个B-独立地任选存在并且当存在时为R1X-,只要存在至少一个B-;
其中每个R1独立地任选存在并且当存在时为甲基或乙基;和
其中每个X-独立地为Cl-、Br-、CH3OSO3 -、CH3CH2OSO3 -,或者如果R1不存在则不存在。
在一个实施方案中,表面活性剂具有结构(I):
其中每个R独立地为C6至C22线性或支化的、饱和或不饱和的烃基;
其中每个m独立地为约0至约4;
其中每个Z独立地为甘油基残基(甘油基)a或H,只要至少一个Z为甘油基残基(甘油基)a;和
其中每个a独立地为约1至约30。
在一个实施方案中,表面活性剂具有结构(II):
其中每个R独立地为C6至C22线性或支化的、饱和或不饱和的烃基;
其中每个m独立地为约0至约4;
其中每个Z独立地为甘油基残基(甘油基)a或H,只要至少一个Z为甘油基残基(甘油基)a;和
其中每个a独立地为约1至约30。
在一个实施方案中,表面活性剂具有结构(III):
其中每个R独立地为C6至C22线性或支化的、饱和或不饱和的烃基;
其中每个m独立地为约0至约4;
其中每个Z独立地为甘油基残基(甘油基)a或H,只要至少一个Z为甘油基残基(甘油基)a;
其中每个a独立地为约1至约30;和
其中每个O独立地任选存在,只要存在至少一个O。
在一个实施方案中,表面活性剂具有结构(IV):
其中每个R独立地为C6至C22线性或支化的、饱和或不饱和的烃基;
其中每个m独立地为约0至约4;
其中每个Z独立地为甘油基残基(甘油基)a或H,只要至少一个Z为甘油基残基(甘油基)a;
其中每个a独立地为约1至约30;
其中每个O独立地任选存在,只要存在至少一个O;
其中每个B-独立地任选存在并且当存在时为R1X-,只要存在至少一个B-;
其中每个R1独立地任选存在并且当存在时为甲基或乙基;和
其中每个X-独立地为Cl-、Br-、CH3OSO3 -、CH3CH2OSO3 -,或者如果R1不存在则不存在。
在一个实施方案中,表面活性剂具有结构(V):
其中每个R独立地为C6至C22线性或支化的、饱和或不饱和的烃基;
其中每个m独立地为约0至约4;
其中每个Z独立地为甘油基残基(甘油基)a或H,只要至少一个Z为甘油基残基(甘油基)a;
其中每个a独立地为约1至约30;和
其中每个O独立地任选存在,只要存在至少一个O。
在一个实施方案中,表面活性剂具有结构(VI):
其中每个R独立地为C6至C22线性或支化的、饱和或不饱和的烃基;
其中每个m独立地为约0至约4;
其中每个Z独立地为甘油基残基(甘油基)a或H,只要至少一个Z为甘油基残基(甘油基)a;
其中每个a独立地为约1至约30;
其中每个O独立地任选存在,只要存在至少一个O;
其中每个B-独立地任选存在并且当存在时为R1X-,只要存在至少一个B-;
其中每个R1独立地任选存在并且当存在时为甲基或乙基;和
其中每个X-独立地为Cl-、Br-、CH3OSO3 -、CH3CH2OSO3 -,或者如果R1不存在则不存在。
预期上述表面活性剂(I)-(VI)中的任何一种可以与上述表面活性剂(I)-(VI)中的任何一种或多种组合。因此,本文预期两种或三种或更多种上述表面活性剂(I)-(VI)的组合。此外,上述表面活性剂(I)-(VI)中的每一种可以作为单一表面活性剂使用,或者作为以上(I)-(VI)类型的每种表面活性剂中的两种或更多种的组合使用。此外,只要使用了上述表面活性剂(I)-(VI)中的至少一种,任何组合物或制剂可以不含其他上述表面活性剂(I)-(VI)中的任何一种或多种或其变体,或者可以包含其他上述表面活性剂(I)-(VI)中的一种或多种的一种或多种变体。
预期可以在本文中使用表面活性剂组分,例如在制剂或农用化学品组合物中,其中表面活性剂组分包括上述表面活性剂(I)-(VI)中的一种或多种。例如,表面活性剂组分可以包括一种或多种上述表面活性剂(I)-(VI)、为一种或多种上述表面活性剂(I)-(VI)、基本上由一种或多种上述表面活性剂(I)-(VI)组成或由一种或多种上述表面活性剂(I)-(VI)组成。
在前述实施方案中,每个R独立地为C6至C22线性或支化的、饱和或不饱和的烃基。例如,每个R可具有约6至约22、约7至约21、约8至约20、约9至约19、约10至约18、约11至约17、约12至约16、约13至约15、约14至约15、或约6、7、8、9、10、11、12、13、14、15、16、17、18、19、20、21或22个碳原子。在各种非限制性实施方案中,所有数值(包括整数和小数)和数值范围,包括上述数值和介于上述数值之间的数值,均在此明确考虑使用。
在一个实施方案中,一个或多个R基团为线性的烃基。
在一个实施方案中,一个或多个R基团为支化的烃基。
在一个实施方案中,一个或多个R基团为饱和的烃基。
在一个实施方案中,一个或多个R基团为不饱和的烃基。
在一个实施方案中,每个R独立地为C8-C18基团。在另一个实施方案中,每个R独立地为C8-C16基团。在另一个实施方案中,每个R独立地为C8-C14基团。在另一个实施方案中,每个R独立地为C8-C12基团。在另一个实施方案中,每个R独立地为C8-C10基团。在另一个实施方案中,每个R独立地为C10-C18基团。在另一个实施方案中,每个R独立地为C10-C16基团。在另一个实施方案中,每个R独立地为C10-C14基团。在另一个实施方案中,每个R独立地为C10-C12基团。在另一个实施方案中,每个R独立地为C12-C18基团。在另一个实施方案中,每个R独立地为C12-C16基团。在另一个实施方案中,每个R独立地为C12-C14基团。在另一个实施方案中,每个R独立地为C14-C18基团。在另一个实施方案中,每个R独立地为C14-C16基团。在另一个实施方案中,每个R独立地为C16-C18基团。在另一个实施方案中,每个R独立地为C10-C18基团。
在另一个实施方案中,每个R独立地为源自动物来源、植物来源、微生物/藻类来源的烃基及其组合。在一个实施方案中,每个R独立地为源自植物来源的烃基。在一个实施方案中,每个R独立地为源自动物来源的烃基。在一个实施方案中,每个R独立地为源自微生物/藻类来源的烃基。
在其他实施方案中,每个m独立地为0、1、2、3或4,例如约0至约4、约0至约2、约0至约1、约1至约4、约1至约3、约1至约2、约2至约4、约2至约3或约3至约4。在各种非限制性实施方案中,所有数值(包括整数和小数)和数值范围,包括上述数值和介于上述数值之间的数值,均在此明确考虑使用。
在一个实施方案中,表面活性剂具有结构(I)且m为1并且a为1至15。在另一个实施方案中,表面活性剂具有结构(II)并且m为1且a为1至15。在各种实施方案中,每个Z独立地为甘油基残基(甘油基)a或H。在各种实施方案中,至少一个Z必须为(甘油基)a((甘油)a残基,(glyceryl)a)。在各种实施方案中,每个a独立地为约1至约30例如,在各种实施方案中,每个α独立地为约2至约29、约3至约28、约4至约27、约5至约26、约6至约27、约7至约26、约8至约25、约9至约24、约10至约23、约11至约22、约12至约21、约13至约20、约14至约19、约15至约18或约16至约17。在其他实施方案中,每个a独立地为1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、16、17、18、19、20、21、22、23、24、25、26、27、28、29或30。在各种非限制性实施方案中,所有数值(包括整数和小数)和数值范围,包括上述数值和介于上述数值之间的数值,均在此明确考虑使用。
在一个实施方案中,每个甘油基残基独立地包含线性部分、支化部分和环状部分。在另一个实施方案中,每个甘油基残基独立地包含线性部分。在另一个实施方案中,每个甘油基残基独立地包含支化部分。在另一个实施方案中,每个甘油基残基独立地包含环状部分。
在一个实施方案中,聚甘油基部分可以为线性的或支化的或环状的。在另一个实施方案中,线性的聚甘油基部分可以具有下式:
在又一个实施方案中,支化的聚甘油基部分可以具有下式:
聚甘油基部分的增长可以从甘油基残基的末端伯羟基开始(产生线性的链段),或从甘油基残基的非末端仲羟基开始(产生支化的链段)。
在其他实施方案中,每个O独立地任选存在,只要存在至少一个O。
此外,在各种实施方案中,每个B-独立地任选存在并且当存在时为R1X-,只要存在至少一个B-。因此,每个R1独立地什么都不是,例如任选地存在,并且如果存在,则为甲基或乙基。在一个实施方案中,一个或多个R1基团为甲基。在另一个实施方案中,一个或多个R1基团为乙基。在进一步的实施方案中,一个或多个R1基团为甲基且一个或多个R1基团为乙基。
如上所述,每个R1独立地任选存在并且当存在时为甲基或乙基。此外,每个X-独立地为Cl-、Br-、CH3OSO3 -或CH3CH2OSO3 -,或者如果R1不存在则不存在,只要至少一个R1X-作为B-存在。在一个实施方案中,每个X-独立地为Cl-、Br-、CH3OSO3 -、CH3CH2OSO3 -。在一个实施方案中,每个X-独立地为Cl-。在另一个实施方案中,每个X-独立地为Br-。在另一个实施方案中,每个X-独立地为CH3OSO3 -。在另一个实施方案中,每个X-独立地为CH3CH2OSO3 -。备选地,一个或多个X-可以什么都不是,只要存在至少一个R1X-。
在一个实施方案中,表面活性剂可以进一步定义为如上所述的烷基酰氨基胺聚甘油或烷基酰氨基多胺聚甘油或烷基酰氨基聚甘油基多胺。也如上所述,在另一个实施方案中,表面活性剂可以进一步定义为氧化胺。在另一个实施方案中,表面活性剂可以进一步定义为季铵盐或季铵化合物。
在各种实施方案中,每个a独立地为约1至约20。例如,在各种实施方案中,每个a独立地为约1至约10或约1至约4。在另一个实施方案中,每个甘油基残基独立地包括线性部分、支化部分和环状部分。在另一个实施方案中,每个R独立地为C8-C18基团。在另一个实施方案中,每个R独立地为C10-C18基团。在另一个实施方案中,每个R独立地为源自动物来源、植物来源、微生物/藻类来源的烃基及其组合。在另一个实施方案中,m为1,Z为(甘油基)a,并且其中每个a为1至7。在另一个实施方案中,R1为CH3且X-为Cl-。
在各种实施方案中,表面活性剂为缩水甘油与至少一种酰氨基胺的反应产物的衍生物或反应产物,所述酰氨基胺具有以下结构:
其中每个R独立地为C6至C22线性或支化的、饱和或不饱和的烃基;并且其中每个m独立地为约0至约4。
如本领域已知,对于聚合物,下标通常不为整数并且可以为分数值,例如因为它们为平均值。因此,在各种非限制性实施方案中,明确地预计本文中所有下标值可以为平均值或可以为包括本文所述的所有值和值范围在内以及介于其间的分数值。备选地,一个或多个下标可以为整数值,也可以为平均值。
在各种实施方案中,与缩水甘油反应以获得烷基酰氨基胺聚甘油的条件类似于本领域已知的烷基胺与缩水甘油的反应条件。通常,反应在约65℃至约165℃的温度下进行,有或没有氮气气氛。反应可以在没有催化剂的情况下或在碱催化剂的情况下进行,所述碱催化剂例如为氢氧化钠、氢氧化钾、碳酸钠、碳酸钾、甲醇钠、甲醇钾等。
在其他实施方案中,烷基酰氨基胺胺聚甘油的氧化反应的反应条件类似于众所周知的烷基胺烷氧基化物的氧化反应条件。例如,烷基酰氨基胺聚甘油与过氧化氢的氧化反应可以在优选低于70℃的温度下进行。通常使用诸如水、二醇或醇的溶剂来降低产品的粘度。该反应可以在没有任何催化剂的情况下进行。
在其他实施方案中,烷基酰氨基胺聚甘油的季铵化条件类似于众所周知的烷基胺烷氧基化物的季铵化条件。例如,烷基酰氨基胺聚甘油与甲基氯的季铵化反应可以在低于110℃的温度下在密封反应器中进行。反应可以在没有催化剂的情况下进行。可以使用诸如水、二醇或醇的溶剂来降低产品的粘度。
预期本发明的表面活性剂不限于任何一种特定的形成方法并且可以涉及任何已知的合适反应物和反应条件,这点为本领域技术人员所理解。除了上述反应之外,可以利用形成氧化物和季铵化合物的其他反应。例如,这些反应可以如上所述或通过本领域技术人员理解的任何机制进行。
在各种实施方案中,表面活性剂可通过使烷基酰氨基胺与缩水甘油反应获得,这是相对于烷基酰氨基胺乙氧基化物的改进。缩水甘油为一种液体,根据各个政府机构的分类,其危害性低于环氧乙烷。因此,与环氧乙烷的处置和烷基酰氨基乙氧基化物的制造相比,本公开的缩水甘油的处置和所述表面活性剂的制造更容易。期望有在各种应用中的表现类似于烷基酰氨基胺乙氧基化物的烷基酰氨基胺聚甘油衍生物,而且:(1)在处置各组分时危险性较小;(2)允许更容易的制造条件。
农用化学品组合物:
本公开还提供了一种农用化学品组合物,其包含上述表面活性剂中的一种或多种和农用化学品。在一个实施方案中,农用化学品组合物基本上由上述表面活性剂中的一种或多种和农用化学品组成。在这样的实施方案中,组合物可以不含任何不属于本文所述表面活性剂范围内的表面活性剂。
如本文所用,农用化学品为用于农用组合物中的化学品。农用化学品的非限制性实例包括肥料、微量营养素、活化剂助剂或增效剂、飘移控制剂、乳化剂、沉积助剂、水调节剂、润湿剂、分散剂、相容剂、悬浮助剂、农药(诸如除草剂、杀真菌剂和杀虫剂)以及生长抑制剂。
在一个实施方案中,农用化学品选自除草剂、杀真菌剂、杀虫剂及其组合。在另一个实施方案中,除草剂选自草甘膦、麦草畏(dicamba)、草铵膦、2,4-D及其组合。
在另一个实施方案中,农用化学品为草甘膦或草铵膦。
本公开的一个实施方案为包含一种或多种本公开的表面活性剂的除草剂组合物。合适的除草剂包括但不限于乙草胺(acetochlor)、氟锁草醚(acifluorfen)、苯草醚(aclonifen)、甲草胺(alachlor)、莠灭净(Ametryn)、磺氨黄隆(amidosulfuron)、氯氨吡啶酸(aminopyralid)、杀草强(amitrole)、莎稗磷(anilofos)、黄草灵(asulam)、莠去津(atrazine)、唑啶炔草(azafenidin)、四唑黄隆(azimsulfuron)、草除灵(benazolin)、氟草胺(Benfluralin)、苄嘧黄隆(bensulfuron-methyl)、噻草平(bentazone)、治草醚(bifenox)、binalafos、双嘧苯甲酸钠盐(bispyribac-sodium)、除草定(bromacil)、溴苯腈(bromoxynil)、丁草胺(butachlor)、butroxidim、唑草胺(cafenstrole)、长杀草(carbetamide)、氟酮唑草-乙酯(carfentrazone-ethyl)、杀草敏(chloridazon)、氯嘧黄隆(chlorimuron-ethyl)、氯溴隆(chlorobromuron)、绿麦隆(chlorotoluron)、绿黄隆(chlorsulfuron)、吲哚酮草酯(cinidon-ethyl)、醚黄隆(cinosulfuron)、烯草酮(clethodim)、异恶草酮(clomazone)、二氯皮考啉酸(clopyralid)、唑嘧磺胺盐(cloransulam-methyl)、氯磺隆(Clorsulfuron)、草净津(Cyanazine)、草灭特(cycloate)、环丙黄隆(cyclosulfamuron)、噻草酮(cycloxydim)、茅草枯(dalapon)、异苯敌草(desmedipham)、麦草畏(dicamba)、敌草腈(dichlobenil)、抑害胺(dichlormid)、唑嘧磺胺(diclosulam)、吡氟草胺(diflufenican)、丁隆(dimefuron)、Dimepipeate、克草胺(dimethachlor)、噻吩草胺(dimethenamid)、敌草快(Diquat)、敌草隆(diuron)、禾草畏(esprocarb)、丁氟消草(ethalfluralin)、胺苯黄隆(ethametsulfuron-methyl)、乙呋草黄(Ethofumesate)、乙氧嘧黄隆(Ethoxysulfuron)、四唑酰草胺(fentrazamide)、啶嘧黄隆(flazasulfuron)、双氟磺草胺(florasulam)、氟消草(fluchloralin)、氟噻草胺(flufenacet)、氟唑啶草(flumetsulam)、氟嗪酮(flumioxazin)、伏草隆(fluometuron)、氟啶磺隆(flupyrsulfuron-methyl)、氟咯草酮(flurochloridone)、氟草烟(fluroxypyr)、呋草酮(flurtamone)、氟黄胺草醚(fomesafen)、甲酰氨磺隆(Foramsulfuron)、草铵膦、六嗪同(hexazinone)、咪草酯-甲酯(imazamethabenz-m)、咪草啶酸(imazamox)、甲基咪草烟(mazapic)、灭草烟(imazapyr)、灭草喹(imazaquin)、咪草烟(imazethapyr)、啶咪黄隆(imazosulfuron)、碘黄隆(iodosulfuron)、碘苯腈(ioxynil)、异丙隆(isoproturon)、异恶草胺(isoxaben)、异氟草(Isoxaflutole)、乳氟禾草灵(Lactofen)、环草定(lenacil)、利谷隆(linuron)、苯噻草胺(mefenacet)、甲磺胺黄隆(Mesosulfuron-Methyl)、硝磺酮(mesotrione)、苯嗪草(metamitron)、吡草胺(Metazachlor)、噻唑隆(methabenzthiazuron)、秀谷隆(metobromuron)、异丙甲草胺(metolachlor)、唑草磺胺(metosulam)、甲氧隆(metoxuron)、赛克津(metribuzin)、甲黄隆(metsulfuron-methyl)、草达灭(Molinate)、MSMA、草萘胺(Napropamide)、烟嘧黄隆(Nicosulfuron)、达草灭(Norflurazon)、黄草消(oryzalin)、炔丙唑草(oxadiargyl)、恶草灵(oxadiazon)、环丙氧黄隆(oxasulfuron)、乙氧氟草醚(oxyfluorfen)、对草快(paraquat)、胺硝草(Pendimethalin)、苯敌草(phenmedipham)、毒莠定(picloram)、丙草胺(pretilachlor)、环苯草酮(Profoxydim)、扑草净(Prometryn)、敌稗(propanil)、异丙草胺(propisochlor)、丙苯磺隆(propoxycarbazone)、拿草特(propyzamide)、苄草丹(Prosulfocarb)、氟丙黄隆(prosulfuron)、氟唑草酯-乙酯(pyraflufen-ethyl)、吡嘧黄隆(Pyrazosulfuron)、达草止(pyridate)、嘧硫苯甲酸(pyrithiobac)、二氯喹啉酸(quinclorac)、喹草酸(quinmerac)、玉嘧黄隆(rimsulfuron)、稀禾定(Sethoxydim)、西玛津(simazine)、S-异丙甲草胺(S-metolachlor)、磺草酮(Sulcotrione)、磺胺草唑(sulfentrazone)、乙黄黄隆(Sulfosulfuron)、丁唑隆(tebuthiuron)、醌肟草(Tepraloxydim)、特丁津(Terbuthylazine)、去草净(terbutryn)、噻黄隆(thifensulfuron-methyl)、杀草丹(thiobencarb)、肟草酮(Tralkoxydim)、野麦畏(tri-allate)、醚苯黄隆(Triasulfuron)、苯黄隆(tribenuron-methyl)、定草酯(triclopyr)、三氟啶黄隆(trifloxysulfuron)、氟乐灵(trifluralin)、氟胺黄隆(triflusulfuron-methyl)、三氟甲磺隆(Tritosulfuron),及其混合物和组合。典型的除草剂为乙草胺(Acetochlor)、莠去津(Atrazine)、麦草畏(Dicamba)、草铵膦(glufosinate)、对草快(paraquat)、草甘膦、2,4-D及其混合物和组合。更典型的除草剂为2,4-D、莠去津(Atrazine)、麦草畏(dicamba)、草甘膦和草铵膦及其混合物和组合。最典型的除草剂为草甘膦和草铵膦。当除草剂为酸时,它可以以酸形式使用,但是典型的除草剂为选自胺、锂、钠、铵或钾中至少一种的盐的形式。应当指出在整个说明书中,当除草剂在本文中作为通用名显示而不指定抗衡离子时,意指它的酸形式和盐形式。
本公开的另一个实施方案为包含一种或多种本公开的表面活性剂的杀真菌剂组合物。合适的杀真菌剂的实例包括但不限于:噻二唑素(acibenzolar-S-methyl)、4-十二烷基-2,6-二甲基吗啉(aldimorph)、amisulbrom、敌菌灵(anilazine)、戊环唑(azaconazole)、腈嘧菌酯(azoxystrobin)、苯霜灵(benalaxyl)、麦锈灵(benodanil)、苯菌灵(benomyl)、苯噻菌胺(benthiavalicarb)、乐杀螨(binapacryl)、联苯、双苯***醇(bitertanol)、灭瘟素(blasticidin-S)、啶酰菌胺(boscalid)、糠菌唑(bromuconazole)、磺嘧菌灵(bupirimate)、敌菌丹(captafol)、克菌丹(captan)、多菌灵(carbendazim)、萎锈灵(carboxin)、氯环丙酰胺(carpropamid)、地茂散(Chloroneb)、百菌清(chlorothalonil)、乙菌利(chlozolinate)、铜、氰霜唑(cyazofamid)、环氟菌胺(cyflufenamid)、清菌脲(cymoxanil)、环唑醇(cyproconazole)、环丙嘧啶(cyprodinil)、抑菌灵(dichlofluanid)、双氯氰菌胺(diclocymet)、哒菌清(diclomezine)、氯硝胺(dicloran)、乙霉威(diethofencarb)、醚唑(difenoconazole)、氟咪菌胺(diflumetorim)、甲菌定(dimethirimol)、烯酰吗啉(dimethomorph)、醚菌胺(dimoxystrobin)、烯唑醇(Diniconazole)、敌螨普(dinocap)、二噻农(dithianon)、吗菌灵(dodemorph)、多果定(dodine)、克瘟散(edifenphos)、enestrobin、氧唑菌(epoxiconazole)、乙环唑(etaconazole)、噻唑菌胺(ethaboxam)、乙菌定(ethirimol)、氯唑灵(etridiazole)、唑酮菌(famoxadone)、咪唑菌酮(fenamidone)、异嘧菌醇(fenarimol)、腈苯唑(fenbuconazole)、呋菌胺(fenfuram)、环酰菌胺(fenhexamid)、氰菌胺(fenoxanil)、拌种咯(fenpiclonil)、苯锈啶(fenpropidin)、丁苯吗啉(fenpropimorph)、薯瘟锡(fentinacetate)、三苯基锡氯(fentin chloride)、毒菌锡(fentin hydroxide)、福美铁(ferbam)、嘧菌腙(ferimzone)、氟啶胺(fluazinam)、氟菌(fludioxonil)、氟吗啉(flumorph)、氟吡菌胺(Fluopicolide)、氟嘧菌酯(fluoxastrobin)、喹唑菌酮(fluquinconazole)、氟硅唑(flusilazole)、磺菌胺(flusulfamide)、氟酰胺(flutolanil)、粉唑醇(flutriafol)、灭菌丹(folpet)、乙膦铝(fosetyl-Al)、四氯苯酞(fthalide)、麦穗宁(fuberidazole)、呋霜灵(furalaxyl)、呋吡唑灵(furametpyr)、双胍盐(guazatine)、己唑醇(hexaconazole)、土菌消(hymexazole)、烯菌灵(imazalil)、酰胺唑(imibenconazole)、双胍辛醋酸盐(iminoctadine)、iodocarb、环戊唑醇(ipconazole)、异稻瘟净(iprobenfos)(IBP)、异丙定(iprodione)、异丙菌胺(iprovalicarb)、稻瘟灵(isoprothiolane)、异噻菌胺(isotianil)、春雷素(kasugamycin)、亚胺菌(kresoxim-methyl)、海带多糖(laminarin)、代森锰锌(mancozeb)、双炔酰菌胺(Mandipropamid)、代森锰(maneb)、生物材料、嘧菌胺(mepanipyrim)、丙氧灭绣胺(mepronil)、meptyldinocap、甲霜灵(metalaxyl)、精甲霜灵(metalaxyl-M)、环戊唑菌(metconazole)、磺菌威(methasulfocarb)、代森联(metiram)、叉氨苯酰胺(metominostrobin)、苯菌酮(苯菌酮)、矿物油、有机油、腈菌唑(myclobutanil)、naftifine、氟苯嘧啶醇(nuarimol)、异噻菌酮(octhilinone)、甲呋酰胺(ofurace)、origin、肟醚菌胺(orysastrobin)、霜灵(oxadixyl)、喹菌酮(oxolinic acid)、咪唑(oxpoconazole)、氧化萎锈灵(oxycarboxin)、土霉素(oxytetracycline)、稻瘟酯(pefurazoate)、戊菌唑(penconazole)、戊菌隆(pencycuron)、吡噻菌胺(penthiopyrad)、亚磷酸(phophorous acid)和啶氧菌酯(picoxystrobin)、粉病灵(piperalin)、多氧霉素(polyoxin)、碳酸氢钾、噻菌灵(probenazole)、丙氯灵(prochloraz)、杀菌利(procymidone)、百维灵(propamocarb)、丙环唑(propiconazole)、甲基代森锌(propineb)、丙氧喹啉(proquinazid)、胺丙威(prothiocarb)、丙硫菌唑(prothioconazole)、唑菌胺酯(pyraclostrobin)、定菌磷(pyrazophos)、pyribencarb、稗草畏(pyributicarb)、啶斑肟(pyrifenox)、二甲嘧菌胺(pyrimethanil)、咯喹酮(pyroquilon)、喹氧灵(quinoxyfen)、五氯硝基苯(quintozene)(PCNB)、盐、硅噻菌胺(silthiofam)、硅氟唑(simeconazole)、螺茂胺(spiroxamine)、链霉素(streptomycin)、硫、戊唑醇(戊唑醇)、叶枯酞(teclofthalam)、四氯硝基苯(tecnazene)(TCNB)、特比萘芬(terbinafine)、氟醚唑(tetraconazole)、涕必灵(thiabendazole)、溴氟唑菌(thifluzamide)、托布津(托布津)、甲基托布津(thiophanate-methyl)、福美双(thiram)、噻酰菌胺(tiadinil)、甲基立枯磷(tolclofosmethyl)、对甲抑菌灵(tolylfluanid)、***酮(triadimefon)、唑菌醇(triadimenol)、唑菌嗪(triazoxide)、三环唑(tricyclazole)、克啉菌(tridemorph)、肟菌酯(trifloxystrobin)、氟菌唑(triflumizole)、嗪氨灵(triforine)、戊叉唑菌(triticonazole)、有效霉素(validamycin)、valiphenal、烯菌酮(vinclozolin)、代森锌(zineb)、福美锌(ziram)和苯酰菌胺(zoxamide)及其混合物和组合。
本公开的又一个实施方案为一种杀虫剂组合物,其包含本公开的烷基多胺聚甘油表面活性剂。合适的杀虫剂的实例包括但不限于煤油或硼砂、植物性药材或天然有机化合物(诸如烟碱(nicotine))、除虫菊(pyrethrin)、土的宁(strychnine)和鱼藤酮(rotenone))、氯代烃(诸如DDT、林丹(lindane)、氯丹(chlordane))、有机磷酸酯(诸如马拉硫磷(malathion)和二嗪农(diazinon))、氨基甲酸酯(诸如甲萘威(carbaryl)和残杀威(propoxur))、薰剂(诸如萘)和苯(诸如樟脑丸)、合成拟除虫菊酯(诸如联苯菊酯(bifenthrin)和苄氯菊酯(permethrin))、新烟碱(诸如吡虫啉(imidacloprid)、噻虫胺(clothianidin)、萜类化合物(诸如甲氧普林(methoprene))及其混合物和组合。
本公开的一个实施方案为一种表面活性剂组合物,其包含表面活性剂和稀释剂,其中表面活性剂的浓度为约30至约90%,通常为约40至约80%,或更通常为约50约75%。通常,稀释剂选自水、二醇、液体醇烷氧基化物及其组合。在各种非限制性实施方案中,所有数值(包括整数和小数)和数值范围,包括上述数值和介于上述数值之间的数值,均在此明确考虑使用。
本公开的又一个实施方案为包含选自上述类别的任何除草剂、杀真菌剂和杀虫剂并且还包含一种或多种本公开的表面活性剂的组合。
本公开的表面活性剂可以用作罐混添加剂或配制在罐内组合物中。它们适用于固体农药组合物中,特别是液体农药组合物中。
可以存在于本公开的组合物中的其他添加剂为消泡剂、稀释剂、相容剂、杀生物剂、增稠剂、飘移控制剂、染料、香料和螯合剂。由于表面活性剂在高负载农药组合物中的高相容性,可能不需要使用相容剂。
本公开的表面活性剂在罐内农药组合物中的使用浓度可以为约0.005%至约30%,通常为约0.05%至约20%,且更通常为约0.5%至约15%重量。农药浓度为约5%至约30%,通常为约10%至约60%,且更通常为约30%至约55%(以%重量农用化学品计)。在各种非限制性实施方案中,所有数值(包括整数和小数)和数值范围,包括上述数值和介于上述数值之间的数值,均在此明确考虑使用。
本公开的表面活性剂在罐混农药组合物中的使用浓度可以为约0.001%至约5%,通常为约0.01%至约2%,且更通常为约0.1%至约1%(以%重量表面活性剂计)。在各种非限制性实施方案中,所有数值(包括整数和小数)和数值范围,包括上述数值和介于上述数值之间的数值,均在此明确考虑使用。
还公开了一种用本公开的组合物处理植物或植被的方法。所述方法包括将有效量的农用组合物施用于植物(特别是作物)以杀死或防治害虫。上文列出的农用组合物与害虫接触。农用组合物可以上述形式使用或用水或适当的稀释剂稀释。
通常,本文所述的所有单位均以重量百分比(即,重量%)表示。
本公开的表面活性剂还可以与其他表面活性剂诸如烷氧基化烷基胺和它们的季铵盐、阴离子表面活性剂诸如烷基或醚硫酸盐、烷基或芳基磺酸盐、磷酸酯和乙氧基化磷酸酯、非离子表面活性剂诸如醇烷氧基化物、烷基(C6-C18)多葡糖苷、两性表面活性剂、季型表面活性剂和有机硅表面活性剂一起使用。
给出以下非限制性实例以进一步说明和解释本公开。
实施例
使用的原材料
使用的缩写
“xG”是指分子中具有x摩尔甘油的烷基酰氨基胺聚甘油。
表1.烷基酰氨基胺聚甘油表面活性剂的合成/化合物实例
TOFA DETA Amide可从Nouryon购得。其他三种根据下文所述的参考文献中所述来制备,相对于各种非限制性实施方案,每个参考文献明确地通过引用并入本文:
脂肪酰氨基胺衍生物:N,N-二甲基-N-(3-烷基酰氨基丙基)胺及其盐,T.M.Muzyczko,S.Shore&J.A.Loboda,Journal of the American Oil Chemists’Society第45卷,第720-725页(1968);和
Stern等人,Method of preparing amidoamine alkoxylates and compositionsthereof,US210279870和US2018289002。
制备烷基酰氨基-胺聚甘油表面活性剂的合成程序
在氮气气氛下经约2小时向在圆底烧瓶中的经搅拌的TOFA DETA Amide(58.72g,0.16mol)中逐滴添加缩水甘油(纯度为96%)(37g,0.48mol,经纯度校正后),将反应混合物的温度保持在130℃至155℃之间。反应混合物在120-130℃左右再搅拌约1小时,直到IR分析表明在840cm-1附近不再有归因于缩水甘油的环氧化物峰。收集得到的澄清的浅棕色粘稠液体产物。
以如表1所示的相关摩尔比使用指定烷基酰氨基胺与缩水甘油重复对样品#1的过程以制备样品#2-9。例如,对于样品#2,使用摩尔比为1:6的TOFA DETA Amide和缩水甘油重复对样品#1的过程,样品#3使用摩尔比为1:9的TOFA DETA Amide和缩水甘油重复对样品#1的过程,样品#4使用摩尔比为1:12的TOFA DETA Amide和缩水甘油重复对样品#1的过程。同时使用如上文对样品#1所述的相同程序以如表1所示的规定摩尔比使用Soya DETA Amide和缩水甘油制备样品#5和6,使用Oleic DETA Amide制备样品7,使用Tallow DETA Amide制备样品#8和9。
可以任选地通过添加必要量的水或其他溶剂/稀释剂将由此获得的产物进一步稀释。
对于缩水甘油的添加,可以使用约60℃至约160℃的各种添加温度范围。此外,根据反应规模,添加速率可以从每小时至约3至4天约5ml。预计在最终产品中会形成副产物诸如聚甘油。本文和以下实施例中描述的样品无需进一步纯化即可使用。
表2.包含烷基酰氨基胺聚甘油的农药制剂
*APA-7:C7脂肪酸的烷基-酰氨基丙基胺
结果表明本公开的表面活性剂与各种农药相容。
尽管在前面的详细描述中已经给出了至少一个示例性实施方案,但是应该理解存在大量的变型。还应理解,该示例性实施方案或多个示例性实施方案仅仅是实例,并不旨在以任何方式限制范围、适用性或配置。相反,前面的详细描述将为本领域技术人员提供用于实现示例性实施方案的方便路线图。应当理解,可以在不脱离所附权利要求书中阐述的范围的情况下对示例性实施方案中描述的元件的功能和布置进行各种改变。
Claims (25)
2.根据权利要求1所述的农用化学品组合物,其中每个a独立地为约1至约20。
3.根据权利要求1或2所述的农用化学品组合物,其中每个a独立地为约1至约4。
4.根据前述权利要求中任一项所述的农用化学品组合物,其中每个甘油基残基独立地包含线性部分、支化部分和环状部分。
5.根据前述权利要求中任一项所述的农用化学品组合物,其中每个R独立地为C8-C18基团。
6.根据权利要求1至5中任一项所述的农用化学品组合物,其中每个R独立地为C10-C18基团。
7.根据权利要求1至6中任一项所述的农用化学品组合物,其中每个R独立地为源自动物来源、植物来源、微生物/藻类来源的烃基及其组合。
8.根据权利要求1所述的农用化学品组合物,其中所述表面活性剂具有结构(I)并且其中m为1且a为1至15。
9.根据权利要求1所述的农用化学品组合物,其中所述表面活性剂具有结构(II)并且其中m为1且a为1至15。
11.根据前述权利要求中任一项所述的农用化学品组合物,其中所述农用化学品选自除草剂、杀真菌剂、杀虫剂及其组合。
12.根据权利要求11所述的农用化学品组合物,其中所述除草剂选自草甘膦、麦草畏、草铵膦、2,4-D或其组合。
13.根据权利要求1至10中任一项所述的农用化学品组合物,其中所述农用化学品为草甘膦或草铵膦。
14.一种形成根据权利要求1至13中任一项所述的农用化学品组合物的方法,所述方法包括将所述至少一种表面活性剂和所述农用化学品组合的步骤。
15.一种处理植被的方法,其包括将根据权利要求1至14中任一项所述的农用化学品组合物施用于植被的步骤。
17.根据权利要求16所述的表面活性剂,其中每个a独立地为约1至约20。
18.根据权利要求16或17所述的表面活性剂,其中每个a独立地为约1至约4。
19.根据权利要求16至18中任一项所述的表面活性剂,其中每个甘油基残基独立地包含线性部分、支化部分和环状部分。
20.根据权利要求16至19中任一项所述的表面活性剂,其中每个R独立地为C8-C18基团。
21.根据权利要求16至19中任一项所述的表面活性剂,其中每个R独立地为C10-C18基团。
22.根据权利要求16至21中任一项所述的表面活性剂,其中每个R独立地为源自动物来源、植物来源、微生物/藻类来源的烃基及其组合。
23.根据权利要求16所述的表面活性剂,其具有结构(I)并且其中m为1且a为1至15。
24.根据权利要求16所述的表面活性剂,其具有结构(II)并且其中m为1且a为1至15。
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