CN106797938A - A kind of porous temperature-sensitive hydrogel sustained-release pesticides and preparation method thereof - Google Patents
A kind of porous temperature-sensitive hydrogel sustained-release pesticides and preparation method thereof Download PDFInfo
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- CN106797938A CN106797938A CN201611251564.8A CN201611251564A CN106797938A CN 106797938 A CN106797938 A CN 106797938A CN 201611251564 A CN201611251564 A CN 201611251564A CN 106797938 A CN106797938 A CN 106797938A
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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
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
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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
- A01N37/00—Biocides, 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
- A01N37/10—Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
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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
- 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
- A01N43/14—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 six-membered rings
- A01N43/16—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 six-membered rings with oxygen as the ring hetero atom
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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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
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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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B31/00—Preparation of derivatives of starch
- C08B31/02—Esters
- C08B31/04—Esters of organic acids, e.g. alkenyl-succinated starch
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F251/00—Macromolecular compounds obtained by polymerising monomers on to polysaccharides or derivatives thereof
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- Dentistry (AREA)
- Plant Pathology (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
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- Materials Engineering (AREA)
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Abstract
The invention discloses a kind of porous temperature-sensitive hydrogel sustained-release pesticides, it is made up of the raw material of following weight portion：38 parts of forulic acid, 12 19 parts of starch, appropriate dimethyl sulfoxide (DMSO), 14 parts of p-methyl benzenesulfonic acid, 5 15 parts of sodium acid carbonate, appropriate absolute ether, 19 28 parts of N piperidines acrylamide, appropriate deionized water, 25 parts of lauryl sodium sulfate, 22 31 parts of pesticide activity component, 27 parts of azodiisobutyronitrile, 12 parts of tetramethylethylenediamine, 13 parts of polyethylene glycol, 4 10 parts of lignin, 2mol/L sodium hydroxide solutions are appropriate.Present invention forulic acid starch ester with forulic acid and starch as Material synthesis, there is Raolical polymerizable with N piperidines acrylamide, temperature-sensitive hydrogel is obtained, reversible expansion and contraction can occur with the change of environment temperature using it, so as to realize the continual and steady release to pesticide activity component.
Description
Technical field
The invention belongs to pesticide production technology field, and in particular to a kind of porous temperature-sensitive hydrogel sustained-release pesticides and its system
Preparation Method.
Background technology
Fruit tree budworm is the general designation of the moth class larva that brill moth fruit is endangered, common to have the small food of oriental fruit months, peach
The species of heart worm, dichocrocis punctiferalis, pear fruit borer etc. more than 10, is a class Occurrence in production of fruit trees.Wherein, oriental fruit months
Also known as the small moth fruit moth of pears, the moth-eaten moth of east fruit, peach folding tip worm etc., referred to as " pears are small ", pomaceous fruit and many planting fruit-trees of kernel approaches can be endangered,
Such as pears, apple, peach, the fruit of Lee fruit tree and tender tip.There are for 5 generations within 1 year in Central China area, mainly existed with mature larva
Cocoond in limb tertia grain husk and survived the winter.March in next year starts to pupate, April adult eclosion, general five June, first and second generation children
The worm main harm peach tip, gradually shifts, late July to September main harm the operatic circle after July on pears.Its time of origin is long,
And occur close with temperature relation.
Drug delivery system is most important for the effect of medicine, especially controls agricultural chemicals, the system of insecticide release, by
There is very strong toxicity in agricultural chemicals, insecticide, its toxicity how is reduced, the utilization rate and insecticidal effect of medicine is improved, need
Suitable pharmaceutical carrier is prepared, suitable drug delivery system is developed.Can be discharged quickly when insoluble drug release is needed,
Produce effect, it is not necessary to can be coated within carrier when discharging, preserve for a long time.
Shi Meng, power wait people quietly at it《The preparation of N- caprolactam thermo-sensitive sugar-containing copolymer nanofibers and its load
Medicine releasing research》It is drug model that ferulic acid derivative prodrug is selected in one text, has developed a kind of simple and convenient preparation and has contained
The nano drug-carrying fiber of Thermo-sensitive comonomer N VCL.Temperature-responsive material N- caprolactams, the phase of its homopolymers
Transformetion range at 30-40 DEG C, with stronger coordination ability and suitable film forming, good biocompatibility.
The content of the invention
In view of the shortcomings of the prior art, the present invention provides a kind of porous temperature-sensitive hydrogel sustained-release pesticides and its preparation side
Method.
A kind of porous temperature-sensitive hydrogel sustained-release pesticides, it is characterised in that be made up of the raw material of following weight portion：Forulic acid
3-8 parts, starch 12-19 parts, appropriate dimethyl sulfoxide (DMSO), p-methyl benzenesulfonic acid 1-4 parts, sodium acid carbonate 5-15 parts, absolute ether is fitted
Amount, 19-28 parts of N- piperidines acrylamides, appropriate deionized water, lauryl sodium sulfate 2-5 parts, pesticide activity component 22-31
Part, azodiisobutyronitrile 2-7 parts, tetramethylethylenediamine 1-2 parts, polyethylene glycol 1-3 parts, lignin 4-10 parts, 2mol/L hydrogen-oxygens
Change sodium solution appropriate.
Comprise the following steps that：
（1）The synthesis of forulic acid starch ester：
Forulic acid and dimethyl sulfoxide (DMSO) are added with heating for dissolving in the three-neck flask for stirring, starch stirring mixing is added afterwards
Uniformly, the dimethyl sulphoxide solution of p-methyl benzenesulfonic acid is instilled, 110-130 DEG C of temperature control reacts 3-5 hours, cold after the completion of reaction
But to room temperature, washed 2-3 times with 15% sodium bicarbonate aqueous solution, organic phase distills, sticky paste is concentrated to give, through anhydrous
Ether carrying out washing treatment, obtains forulic acid starch ester；
（2）Premixing is processed：
1., take lignin to be dissolved in 2mol/L sodium hydroxide solutions, form the solution that mass fraction is 4-10%, filtering takes filter
Liquid adjusts pH to neutrality, is added thereto to N- piperidines acrylamides, stirs to form mixed liquor；
2., step（1）The forulic acid starch ester of preparation is added in deionized water, and above-mentioned mixed liquor is added under stirring condition, is made into
Homogeneous solution, adds polyethylene glycol dissolving mixing, is transferred in polymerization pipe, leads to nitrogen 5-13 minutes after being vacuumized with oil pump, instead
It is multiple reaction bulb is in anaerobic state, generate mixed aqueous solution；
（3）Lauryl sodium sulfate is dissolved in deionized water, then under conditions of rotating speed is 1500-3000rpm, is added
Pesticide activity component is well mixed, and obtains pesticide activity component dispersion liquid；
（4）To step（2）Above-mentioned pesticide activity component dispersion liquid is slowly added in mixed aqueous solution, dispersed with stirring is uniform, adds
Azodiisobutyronitrile continues logical nitrogen 5-10 minutes as initiator, and tetramethylethylenediamine is added afterwards, and reaction system is placed in
Under the conditions of 50-70 DEG C, cross-linking polymerization 4-7 hours under nitrogen protection, then cool down, filter, with deionized water rinsing two
Secondary solid formation, after filtering is drained, is dried under vacuum to constant weight, obtains final product.
Wherein, described pesticide activity component is the mixing of effective cypermethrin and emamectin-benzoate
Thing, the weight ratio of the two is 10:1-1:3, preferably 2:1.
Compared with prior art, the present invention has advantages below：
（1）There is Raolical polymerizable, system with forulic acid starch ester with N- piperidines acrylamides as monomer material in the present invention
Temperature-sensitive hydrogel cladding pesticide activity component is obtained, using the temperature sensitivity of hydrogel, can be occurred with the change of environment temperature
Reversible expansion and contraction, so as to realize the continual and steady release to pesticide activity component, can reach long-acting, reduction dirty
Dye, the purpose of economic control oriental fruit months.
（2）The present invention has synthesized forulic acid with forulic acid and starch as raw material under the catalytic action of p-methyl benzenesulfonic acid
Starch ester, both contains ferulic acid group, and with hydrophilic oligosaccharide group, had the dual work of forulic acid and oligosaccharide concurrently
Property, with coordinate plant growth development and bacteriostasis, its antioxygenic property has certain preservation to fruits and vegetables, in addition originally
Inventive gel carrier organism compatibility is high, and fully biodegradable is nontoxic to person poultry safety, free from environmental pollution, noresidue.
（3）The lignin adulterated in the present invention is a kind of natural polymer, is synthesis containing substantial amounts of phenolic hydroxyl group
The important source material of hydrogel, has the advantages that raw material is renewable, product is degradable, the pore-foaming agent polyethylene glycol compounding with addition,
There are a large amount of holes in the gel for making preparation, the temperature sensitive speed of response is very fast, and swelling ratio is higher.
Specific embodiment
A kind of porous temperature-sensitive hydrogel sustained-release pesticides, it is characterised in that be made up of the raw material of following weight portion：Forulic acid
6 parts, 15 parts of starch, appropriate dimethyl sulfoxide (DMSO), 2 parts of p-methyl benzenesulfonic acid, 10 parts of sodium acid carbonate, appropriate absolute ether, N- piperidines
23 parts of acrylamide, appropriate deionized water, 3 parts of lauryl sodium sulfate, 23 parts of pesticide activity component, 4 parts of azodiisobutyronitrile,
2 parts of tetramethylethylenediamine, 8 parts of lignin, 2mol/L sodium hydroxide solutions are appropriate.
Comprise the following steps that：
（1）The synthesis of forulic acid starch ester：
Forulic acid and dimethyl sulfoxide (DMSO) are added with heating for dissolving in the three-neck flask for stirring, starch stirring mixing is added afterwards
Uniformly, the dimethyl sulphoxide solution of p-methyl benzenesulfonic acid is instilled, 120 DEG C of temperature control is reacted 4 hours, and room is cooled to after the completion of reaction
Temperature, is washed 3 times with 15% sodium bicarbonate aqueous solution, and organic phase distills, is concentrated to give sticky paste, is washed through absolute ether
Treatment, obtains forulic acid starch ester；
（2）Premixing is processed：
1., take lignin to be dissolved in 2mol/L sodium hydroxide solutions, form the solution that mass fraction is 6%, filter, take filtrate tune
Section pH is added thereto to N- piperidines acrylamides to neutrality, stirs to form mixed liquor；
2., step（1）The forulic acid starch ester of preparation is added in deionized water, and above-mentioned mixed liquor is added under stirring condition, is made into
Homogeneous solution, adds polyethylene glycol dissolving mixing, is transferred in polymerization pipe, leads to nitrogen 10 minutes after being vacuumized with oil pump, repeatedly
Reaction bulb is in anaerobic state, generate mixed aqueous solution；
（3）Lauryl sodium sulfate is dissolved in deionized water, then under conditions of rotating speed is 2000rpm, agricultural chemicals is added
Active component is well mixed, and obtains pesticide activity component dispersion liquid；
（4）To step（2）Above-mentioned pesticide activity component dispersion liquid is slowly added in mixed aqueous solution, dispersed with stirring is uniform, adds
Azodiisobutyronitrile continues logical nitrogen 8 minutes as initiator, and tetramethylethylenediamine is added afterwards, and reaction system is placed in into 60
Under the conditions of DEG C, cross-linking polymerization 6 hours, then cool down under nitrogen protection, filtering, with deionized water rinsing solid phase twice
Thing, after filtering is drained, is dried under vacuum to constant weight, obtains final product.
Wherein, described pesticide activity component is the mixing of effective cypermethrin and emamectin-benzoate
Thing, the weight ratio of the two is 10:1-1:3, preferably 2:1.
Claims (3)
1. a kind of porous temperature-sensitive hydrogel sustained-release pesticides, it is characterised in that be made up of the raw material of following weight portion：Forulic acid 3-
8 parts, starch 12-19 parts, appropriate dimethyl sulfoxide (DMSO), p-methyl benzenesulfonic acid 1-4 parts, sodium acid carbonate 5-15 parts, appropriate absolute ether,
19-28 parts of N- piperidines acrylamides, appropriate deionized water, lauryl sodium sulfate 2-5 parts, pesticide activity component 22-31 parts,
Azodiisobutyronitrile 2-7 parts, tetramethylethylenediamine 1-2 parts, polyethylene glycol 1-3 parts, lignin 4-10 parts, 2mol/L NaOH
Appropriate solution.
2. the preparation method of a kind of porous temperature-sensitive hydrogel sustained-release pesticides according to claims 1, it is characterised in that
Comprise the following steps that：
（1）The synthesis of forulic acid starch ester：
Forulic acid and dimethyl sulfoxide (DMSO) are added with heating for dissolving in the three-neck flask for stirring, starch stirring mixing is added afterwards
Uniformly, the dimethyl sulphoxide solution of p-methyl benzenesulfonic acid is instilled, 110-130 DEG C of temperature control reacts 3-5 hours, cold after the completion of reaction
But to room temperature, washed 2-3 times with 15% sodium bicarbonate aqueous solution, organic phase distills, sticky paste is concentrated to give, through anhydrous
Ether carrying out washing treatment, obtains forulic acid starch ester；
（2）Premixing is processed：
1., take lignin to be dissolved in 2mol/L sodium hydroxide solutions, form the solution that mass fraction is 4-10%, filtering takes filter
Liquid adjusts pH to neutrality, is added thereto to N- piperidines acrylamides, stirs to form mixed liquor；
2., step（1）The forulic acid starch ester of preparation is added in deionized water, and above-mentioned mixed liquor is added under stirring condition, is made into
Homogeneous solution, adds polyethylene glycol dissolving mixing, is transferred in polymerization pipe, leads to nitrogen 5-13 minutes after being vacuumized with oil pump, instead
It is multiple reaction bulb is in anaerobic state, generate mixed aqueous solution；
（3）Lauryl sodium sulfate is dissolved in deionized water, then under conditions of rotating speed is 1500-3000rpm, is added
Pesticide activity component is well mixed, and obtains pesticide activity component dispersion liquid；
（4）To step（2）Above-mentioned pesticide activity component dispersion liquid is slowly added in mixed aqueous solution, dispersed with stirring is uniform, adds
Azodiisobutyronitrile continues logical nitrogen 5-10 minutes as initiator, and tetramethylethylenediamine is added afterwards, and reaction system is placed in
Under the conditions of 50-70 DEG C, cross-linking polymerization 4-7 hours under nitrogen protection, then cool down, filter, with deionized water rinsing two
Secondary solid formation, after filtering is drained, is dried under vacuum to constant weight, obtains final product.
3. the preparation method of a kind of porous temperature-sensitive hydrogel sustained-release pesticides according to claims 1,2, its feature exists
In described pesticide activity component is effective cypermethrin and the mixture of emamectin-benzoate, the weight of the two
Amount is than being 10:1-1:3, preferably 2:1.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201611251564.8A CN106797938A (en) | 2016-12-30 | 2016-12-30 | A kind of porous temperature-sensitive hydrogel sustained-release pesticides and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201611251564.8A CN106797938A (en) | 2016-12-30 | 2016-12-30 | A kind of porous temperature-sensitive hydrogel sustained-release pesticides and preparation method thereof |
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| CN106797938A true CN106797938A (en) | 2017-06-06 |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108887265A (en) * | 2018-05-03 | 2018-11-27 | 金华市景和科技有限公司 | Promote the regulator of plant failure cell fast-growth |
| CN115381795A (en) * | 2022-08-20 | 2022-11-25 | 中南林业科技大学 | Lignin-based temperature-sensitive nano hollow capsule and preparation and application thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104839198A (en) * | 2015-03-20 | 2015-08-19 | 山西省农业科学院植物保护研究所 | Thermosensitive pesticide slow release agent for preventing and treating carposina niponensis walshingham |
| CN105837861A (en) * | 2016-04-03 | 2016-08-10 | 苏鑫 | Composite natural polymer gel material |
-
2016
- 2016-12-30 CN CN201611251564.8A patent/CN106797938A/en not_active Withdrawn
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104839198A (en) * | 2015-03-20 | 2015-08-19 | 山西省农业科学院植物保护研究所 | Thermosensitive pesticide slow release agent for preventing and treating carposina niponensis walshingham |
| CN105837861A (en) * | 2016-04-03 | 2016-08-10 | 苏鑫 | Composite natural polymer gel material |
Non-Patent Citations (1)
| Title |
|---|
| 蓝志东: "阿魏酸及其衍生物的合成研究", 《中国优秀博硕士学位论文全文数据库（硕士）工程科技I辑（半年刊）》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108887265A (en) * | 2018-05-03 | 2018-11-27 | 金华市景和科技有限公司 | Promote the regulator of plant failure cell fast-growth |
| CN115381795A (en) * | 2022-08-20 | 2022-11-25 | 中南林业科技大学 | Lignin-based temperature-sensitive nano hollow capsule and preparation and application thereof |
| CN115381795B (en) * | 2022-08-20 | 2024-07-05 | 中南林业科技大学 | Lignin-based temperature-sensitive nano hollow capsule and preparation and application thereof |
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Application publication date: 20170606 |