CN110235892A - 一种赤霉酸可溶液剂及其制备方法 - Google Patents
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- IXORZMNAPKEEDV-UHFFFAOYSA-N gibberellic acid GA3 Natural products OC(=O)C1C2(C3)CC(=C)C3(O)CCC2C2(C=CC3O)C1C3(C)C(=O)O2 IXORZMNAPKEEDV-UHFFFAOYSA-N 0.000 title claims abstract description 61
- 239000005980 Gibberellic acid Substances 0.000 title claims abstract description 60
- IXORZMNAPKEEDV-OBDJNFEBSA-N gibberellin A3 Chemical compound C([C@@]1(O)C(=C)C[C@@]2(C1)[C@H]1C(O)=O)C[C@H]2[C@]2(C=C[C@@H]3O)[C@H]1[C@]3(C)C(=O)O2 IXORZMNAPKEEDV-OBDJNFEBSA-N 0.000 title claims abstract description 60
- 239000004550 soluble concentrate Substances 0.000 title claims abstract description 41
- 238000002360 preparation method Methods 0.000 title claims description 14
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- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 12
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical group CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 9
- -1 ether ester Chemical class 0.000 claims description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 8
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 claims description 7
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- 229940051841 polyoxyethylene ether Drugs 0.000 claims description 6
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- QYMFNZIUDRQRSA-UHFFFAOYSA-N dimethyl butanedioate;dimethyl hexanedioate;dimethyl pentanedioate Chemical group COC(=O)CCC(=O)OC.COC(=O)CCCC(=O)OC.COC(=O)CCCCC(=O)OC QYMFNZIUDRQRSA-UHFFFAOYSA-N 0.000 claims description 4
- 238000004090 dissolution Methods 0.000 claims description 4
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- HNXNKTMIVROLTK-UHFFFAOYSA-N n,n-dimethyldecanamide Chemical compound CCCCCCCCCC(=O)N(C)C HNXNKTMIVROLTK-UHFFFAOYSA-N 0.000 claims description 3
- RCEAADKTGXTDOA-UHFFFAOYSA-N OS(O)(=O)=O.CCCCCCCCCCCC[Na] Chemical compound OS(O)(=O)=O.CCCCCCCCCCCC[Na] RCEAADKTGXTDOA-UHFFFAOYSA-N 0.000 claims description 2
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- SIXOAUAWLZKQKX-UHFFFAOYSA-N carbonic acid;prop-1-ene Chemical compound CC=C.OC(O)=O SIXOAUAWLZKQKX-UHFFFAOYSA-N 0.000 claims description 2
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- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 2
- 229930182470 glycoside Natural products 0.000 claims description 2
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims description 2
- 229920000053 polysorbate 80 Polymers 0.000 claims description 2
- 229910052710 silicon Inorganic materials 0.000 claims description 2
- 239000010703 silicon Substances 0.000 claims description 2
- 239000001384 succinic acid Substances 0.000 claims description 2
- 150000003457 sulfones Chemical class 0.000 claims description 2
- 150000003014 phosphoric acid esters Chemical class 0.000 claims 2
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 claims 1
- 150000007942 carboxylates Chemical class 0.000 claims 1
- 239000007788 liquid Substances 0.000 description 5
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- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 239000001089 [(2R)-oxolan-2-yl]methanol Substances 0.000 description 2
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- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 239000002798 polar solvent Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 2
- 229930191978 Gibberellin Natural products 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000004141 diterpene derivatives Chemical class 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 230000000857 drug effect Effects 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003448 gibberellin Substances 0.000 description 1
- 230000012010 growth Effects 0.000 description 1
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- 239000005648 plant growth regulator Substances 0.000 description 1
- 229920005646 polycarboxylate Polymers 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
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- 238000013517 stratification Methods 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
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
- A01N25/02—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
-
- 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
- A01N25/22—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 ingredients stabilising the active ingredients
-
- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/12—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings condensed with a carbocyclic ring
-
- 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
- A01N45/00—Biocides, pest repellants or attractants, or plant growth regulators, containing compounds having three or more carbocyclic rings condensed among themselves, at least one ring not being a six-membered ring
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- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Medicinal Preparation (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
本发明赤霉酸可溶液剂，以质量百分数计，所述可溶液剂由赤霉酸0.4％～40.5％，溶剂5％～65％，乳化剂5％～15％，增效剂2％～5％和余量的稳定剂组成；所述稳定剂和所述溶剂均为高闪点有机物；所述稳定剂为分子中没有质子，或自身无质子转移的物质；所述赤霉酸可溶液剂分解率低，稳定性佳，利于运输安全，降低运输成本。
Description
技术领域
本发明涉及农药技术领域，具体涉及一种赤霉酸可溶液剂及其制备方法。
背景技术
赤霉酸是一种低毒广谱的双萜类植物生长调节剂，可促进作物生长发育，使之提早成熟、提高产量、改进品质；能迅速打破种子、块茎和鳞茎等器官的休眠，促进发芽；减少雷、花、铃、果实的脱落，提高果实结果率或形成无籽果实。
遵循农药剂型特点，根据赤霉酸原药的理化性质，将其开发成液体制剂较为理想，目前以乳油及可溶液剂居多，针对乳油剂型，国内产品多采用赤霉酸发酵液经提取后的母液加入乳化剂配置；母液中含有大量乙醇及乙酸乙酯等溶剂为主，对环境不友好，且气味重，闪点低不利大量贮存与运输。且近年来登记政策趋于完善，国内已经明确规定不能用低廉的母药加工成制剂。
发明内容
有鉴于此，本申请提供一种赤霉酸可溶液剂及其制备方法，所述赤霉酸可溶液剂分解率低，稳定性佳，利于运输安全，降低运输成本。
为解决以上技术问题，本申请提供的技术方案是一种赤霉酸可溶液剂，以质量百分数计，所述可溶液剂由赤霉酸0.4％～40.5％，溶剂5％～65％，乳化剂5％～15％，增效剂2％～5％和余量的稳定剂组成；所述稳定剂和所述溶剂均为高闪点有机物；所述稳定剂分子中没有质子或自身无质子转移。
优选的，所述稳定剂分子为不具酸碱性质或酸碱性极弱的物质。
优选的，所述稳定剂和所述溶剂均为闪点≥60℃的溶剂。
优选的，所述高闪点有机物所述高闪点有机物选自芳烃溶剂、烷烃溶剂、环烷烃溶剂、醚类溶剂、聚醚类、醚酯类溶剂、酯类、氟代溶剂、砜类溶剂和环状羧酸酯溶剂的任意一种或多种。
优选的，所述稳定剂选自二价酸酯、乙二醇二乙酸酯、碳酸丙烯酯、二甲基亚砜、N-甲基吡咯烷酮和磷酸三乙酯中的任意一种。
优选的，所述溶剂选自丙二醇、四氢糠醇、磷酸三乙酯、N，N-二甲基癸酰胺、二甲基亚砜和二乙二醇丁醚中的任意一种。
优选的，所述乳化剂选自吐温-80、聚羧酸盐、琥珀酸聚氧乙烯醚、磷酸酯聚氧乙烯醚、蓖麻油聚氧乙烯醚和烷基酚聚氧乙烯醚中的任意一种。
优选的，所述增效剂选自有机硅增效剂、烷基糖苷、十二烷基硫酸钠、磷酸酯聚氧乙烯醚和硅聚醚中的任意一种。
优选的，所述赤霉酸可溶液剂PH值为3.0～8.0。
更优选的，所述赤霉酸可溶液剂PH值为3.21～7.56。
优选的，所述赤霉酸可溶液剂在52℃～56℃条件下储存到密闭试管中储存14～22天后，热储分解率小于1％。
本发明提供了上述赤霉酸可溶液剂的制备方法，包括：用所述溶剂溶解赤霉酸后，与所述乳化剂，所述增效剂，所述稳定剂混合即得。
术语：非质子性溶剂分为非质子极性溶剂和惰性溶剂；(1)非质子极性溶剂(非质子亲质子性溶剂)分子中无质子，(2)惰性溶剂这类溶剂不具酸碱性质或酸碱性极弱，自身无质子转移过程。
本申请与现有技术相比，其详细说明如下：
本发明提供了一种赤霉酸可溶液剂及其制备方法，制得的赤霉酸可溶液剂PH值为3.0～8.0，无需再加入PH调节剂即能达到稳定，通过加入稳定剂分子中没有质子或自身无质子转移的物质抑制赤霉酸分解。解决了现有固体赤霉酸制剂，为促进赤霉酸溶解会加入碱进行促溶，不利药效的发挥，且固体赤霉酸制剂粉尘大，易漂移的问题。
本发明赤霉酸可溶液剂由赤霉酸0.4％～40.5％，溶剂5％～65％，乳化剂5％～15％，增效剂2％～5％和余量的稳定剂组成，所述稳定剂和所述溶剂均为高闪点有机物；赤霉酸可溶液剂分解率低，稳定性佳，利于运输安全，降低运输成本。经热储稳定性试验，赤霉酸分解率小于1％。现有市售赤霉酸乳油普遍存在的问题就是其热储后分解率达20-50％，不符合《农药登记产品规格制定规范》，现有液体赤霉酸分解率高达15％，不符合《农药登记产品规格制定规范》的问题。解决了现有赤霉酸乳油制剂和液体赤霉酸，赤霉酸热稳定性差且低闪点，产品生产成本高，管理成本高，生产与运输时人员及设备安全性差问题。
具体实施方式
为了使本领域的技术人员更好地理解本发明的技术方案，下面结合具体实施例对本发明作进一步的详细说明。
实施例1～14，对照例1～4：赤霉酸可溶液剂、制备方法及各项质量指标测定
一种赤霉酸可溶液剂，以质量百分数计，所述可溶液剂由赤霉酸，溶剂，乳化剂，增效剂和余量的稳定剂组成；
上述赤霉酸可溶液剂由以下制备方法制得:将赤霉酸用溶剂溶解完全后，加入乳化剂乳化搅拌均匀，再加入增效剂，最后加入稳定剂补足100g，制得赤霉酸可溶液剂。参照行业标准GB/T 28146-2011对上述赤霉酸可溶液剂进行检测各质量指标检测，检测结果见表1；赤霉酸，溶剂，乳化剂，增效剂和稳定剂用量，见表1；溶剂，乳化剂，增效剂和稳定剂见表1。
表1
实施例1～14，赤霉酸可溶液剂稳定剂选自二价酸酯、乙二醇二乙酸酯、碳酸丙烯酯、二甲基亚砜、N-甲基吡咯烷酮和磷酸三乙酯中的任意一种，溶剂选自丙二醇、四氢糠醇、磷酸三乙酯、N，N-二甲基癸酰胺、二甲基亚砜和二乙二醇丁醚中的任意一种。稳定剂和溶剂为高闪点溶剂(闪点≥60℃，利于运输安全，降低运输成本。
实施例1～14赤霉酸可溶液剂分解率低，小于1％，稳定性佳。制得的赤霉酸可溶液剂PH值为3.0～8.0，通过加入不传递质子的溶剂或是可以捕捉质子的溶剂来抑制赤霉酸分解，且无需再加入PH调节剂即能达到稳定。实施例1～14中二价酸酯、乙二醇二乙酸酯、碳酸丙烯酯、二甲基亚砜、N-甲基吡咯烷酮和磷酸三乙酯均为稳定剂分子中没有质子或自身无质子转移的物质，对照例1～4稳定剂为质子性溶剂，且为质子给予体，对照例1～4赤霉酸可溶液剂分解率高，稳定性差，本发明赤霉酸可溶液剂通过加入稳定剂分子中没有质子或自身无质子转移的物质，抑制赤霉酸分解，使赤霉酸可溶液剂稳定性佳。
以上仅是本发明的优选实施方式，应当指出的是，上述优选实施方式不应视为对本发明的限制，本发明的保护范围应当以权利要求所限定的范围为准。对于本技术领域的普通技术人员来说，在不脱离本发明的精神和范围内，还可以做出若干改进和润饰，这些改进和润饰也应视为本发明的保护范围。
Claims (10)
1.一种赤霉酸可溶液剂，其特征在于，以质量百分数计，所述可溶液剂由赤霉酸0.4％～40.5％，溶剂5％～65％，乳化剂5％～15％，增效剂2％～5％和余量的稳定剂组成；所述稳定剂和所述溶剂均为高闪点有机物；所述稳定剂为分子中没有质子，或自身无质子转移的物质。
2.根据权利要求1所述的赤霉酸可溶液剂，其特征在于，所述稳定剂和所述溶剂均为闪点≥60℃的溶剂。
3.根据权利要求1所述的赤霉酸可溶液剂，其特征在于，所述高闪点有机物选自芳烃溶剂、烷烃溶剂、环烷烃溶剂、醚类溶剂、聚醚类、醚酯类溶剂、酯类、氟代溶剂、砜类溶剂和环状羧酸酯溶剂的任意一种或多种。
4.根据权利要求1所述的赤霉酸可溶液剂，其特征在于，所述稳定剂选自二价酸酯、乙二醇二乙酸酯、碳酸丙烯酯、二甲基亚砜、N-甲基吡咯烷酮和磷酸三乙酯中的任意一种。
5.根据权利要求1所述的赤霉酸可溶液剂，其特征在于，所述溶剂选自丙二醇、四氢糠醇、磷酸三乙酯、N，N-二甲基癸酰胺、二甲基亚砜和二乙二醇丁醚中的任意一种。
6.根据权利要求1所述的赤霉酸可溶液剂，其特征在于，所述乳化剂选自吐温-80、聚羧酸盐、琥珀酸聚氧乙烯醚、磷酸酯聚氧乙烯醚、蓖麻油聚氧乙烯醚和烷基酚聚氧乙烯醚中的任意一种。
7.根据权利要求1所述的赤霉酸可溶液剂，其特征在于，所述增效剂选自有机硅增效剂、烷基糖苷、十二烷基硫酸钠、磷酸酯聚氧乙烯醚和硅聚醚中的任意一种。
8.根据权利要求1所述的赤霉酸可溶液剂，其特征在于，所述赤霉酸可溶液剂PH值为3.0～8.0。
9.根据权利要求1所述的赤霉酸可溶液剂，其特征在于，所述赤霉酸可溶液剂在52℃～56℃条件下储存到密闭试管中储存14～22天后，热储分解率小于1％。
10.权利要求1～9任意一项所述赤霉酸可溶液剂的制备方法，其特征在于，包括：用所述溶剂溶解赤霉酸后，与所述乳化剂，所述增效剂，所述稳定剂混合即得。
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