CN110922510B - Preparation method of sustained and controlled release planting soil coating agent - Google Patents
Preparation method of sustained and controlled release planting soil coating agent Download PDFInfo
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- CN110922510B CN110922510B CN201910374268.4A CN201910374268A CN110922510B CN 110922510 B CN110922510 B CN 110922510B CN 201910374268 A CN201910374268 A CN 201910374268A CN 110922510 B CN110922510 B CN 110922510B
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08C19/00—Chemical modification of rubber
- C08C19/08—Depolymerisation
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- C—CHEMISTRY; METALLURGY
- C05—FERTILISERS; MANUFACTURE THEREOF
- C05C—NITROGENOUS FERTILISERS
- C05C9/00—Fertilisers containing urea or urea compounds
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- C—CHEMISTRY; METALLURGY
- C05—FERTILISERS; MANUFACTURE THEREOF
- C05C—NITROGENOUS FERTILISERS
- C05C9/00—Fertilisers containing urea or urea compounds
- C05C9/005—Post-treatment
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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
- C08F8/00—Chemical modification by after-treatment
- C08F8/50—Partial depolymerisation
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08C19/00—Chemical modification of rubber
- C08C2019/09—Metathese
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Abstract
The invention relates to a preparation method of a coating agent, in particular to a preparation technology of a macromolecular coating agent with hydrophilic groups and wide molecular weight distribution for a controlled release fertilizer. The sustained and controlled release of the fertility of the planting soil is realized by regulating and controlling the hydrophilic groups and the molecular weight distribution of the coating agent. The preparation method of the sustained and controlled release coating agent comprises the following steps: dispersing 100g of polymer containing unsaturated bonds into 100-2000g (preferably 500-1000g) of solvent to form solution or suspension, adding 1-50g (preferably 20-40g) of hydrophilic monomer containing double bonds, adding 0.0001-10g (preferably 0.001-1g) of olefin metathesis catalyst, and reacting for 12-48h (preferably 24-36h) at the temperature of 15-60 ℃ (preferably 20-4060 ℃) and the stirring action of 100-1000rpm (preferably 300-600rpm) to obtain the coating agent containing hydrophilic functional groups with wide molecular weight distribution. The invention adopts the recycled unsaturated resin and rubber as main raw materials, and the hydrophilic group is used as the sustained and controlled release coating material of the coating channel, the material source is the recycled material, the cost is low, the product is easy to further naturally decompose after the degradation reaction, and the environmental pollution is small.
Description
Technical Field
The invention relates to a preparation method of a coating agent, in particular to a preparation technology of a macromolecular coating agent with hydrophilic groups and wide molecular weight distribution for a controlled release fertilizer. The sustained and controlled release of the fertility of the planting soil is realized by regulating and controlling the hydrophilic groups and the molecular weight distribution of the coating agent.
Background
The definition of the chemical industry standard HG/T3931-2007 in China on the slow controlled release fertilizer is as follows: the nutrient is released and delayed initially by various regulation mechanisms, the effective period of the plant for absorbing and utilizing the effective nutrient is prolonged, and the nutrient is released according to the set release rate or controlled release fertilizer. The European standards institute (CEN) has described the evaluation of slow release fertilizers as follows: if the nutrient release is at 25 ℃, the fertilizer can meet the following three conditions, and the fertilizer is called a slow release fertilizer: 1d internal release amount is not more than 15%; 28d release no more than 75%; at least 75% is released over the specified time. Coated fertilizers (coated fertilizer): also known as coated fertilizers and film fertilizers. The fertilizer is prepared by wrapping quick-acting fertilizer granules with semi-permeable or impermeable film material. It is a type of slow or controlled release fertilizer. The united states is the source of coated fertilizers in the world. In the middle of the 60's of the 20 th century, Sulfur Coated Urea (SCU) was first developed in the united states, and its coating layer consisted of a sulfur-coated layer, a sealing layer (paraffin-coal tar), and a dusting powder layer. Among the current coated fertilizers, sulfur coated urea is an important coated fertilizer, is especially suitable for sulfur-deficient soil, can provide sulfur nutrient elements required by plant growth, and can sterilize and improve soil permeability. In 1964, dicyclopentadiene and glycerol are copolymerized by ADM company to produce a polymer coated slow-release fertilizer with the trade name of Osmocote; the SCU and Osmocote are the most influential coated fertilizers in the world, and the Osmocote fertilizer is mainly applied to economic crops such as lawns, flowers and the like. DuPont company, U.S. in 1966, proposed the preparation of urea-formaldehyde coated urea by condensing formaldehyde gas with urea granulated fertilizer under the action of an acidic catalyst. Still another academician in the united states suggests that small capsules made of polyethylene film are wrapped around granular fertilizer, and that holes are made in the capsules to control nutrient release by the number and size of the holes. After the 80 s, the united states improved the sulfur coated urea process by adding a polymer layer on the outside of the sulfur coated layer to further control fertilizer release. These polymers mainly include rosin resins, alkyd resins and unsaturated fats and their copolymers. In 1970, showa electrician first developed a thermosetting resin-coated fertilizer, and then many japanese companies developed a thermosetting resin-coated fertilizer having japanese features. Research shows that the slow release fertilizer produced by the thermosetting resin film has better nutrient release control effect. The coated slow release fertilizer produced by the POCF process of Chisso-Asahi fertilizer company of Japan is named as MEISTER, is mainly used for lawn, flower and greenhouse cultivation, and is the leading brand of Asian gardening market. The coated slow-release fertilizer was studied in China in the early 70 s of the 20 th century. As early as 1974, the Nanjing soil institute of Chinese academy of sciences led by Li Qing Kui academy, adopted calcium magnesium phosphate as a coating agent to coat granular ammonium bicarbonate, and had better effect in farmland tests. In the late 80 s, the research on the coated fertilizer is emphasized again by domestic fertilizer academics and industry, the coated fertilizer develops quickly, and a plurality of research units have test equipment for trial production of the coated fertilizer. At present, the research of slow release fertilizers in China mainly takes inorganic matter coated type and polymer coated type as main materials, and the coated inorganic matter mainly comprises calcium magnesium phosphate fertilizer, sulfur, gypsum and zeolite.
CN201510588126.X a method for preparing a slow/controlled release fertilizer by using potassium feldspar, and the invention discloses a method for preparing a slow/controlled release fertilizer by using potassium feldspar, belonging to the field of slow/controlled release fertilizers. The slow/controlled release fertilizer consists of slow release particles and a coating agent. The slow release granule consists of potassium nitrate, modified potassium feldspar and clay, and the coating agent consists of oil tea polyphenol, acrylamide, potassium persulfate, isocyanate and the like. Mixing acrylamide, potassium persulfate and oil tea polyphenol, raising the temperature for reaction for a period of time, cooling to room temperature, and adding toluene diisocyanate to obtain the coating agent. And (3) putting the granulated fertilizer into a rotary drum coating machine, spraying a coating agent on the surfaces of the fertilizer granules by using a spray gun, ventilating, drying, cooling, sieving, sealing and packaging to obtain the slow-release fertilizer.
The invention discloses a controlled release fertilizer with a degradable film modified by CN201610124899.7 agricultural organic wastes and a preparation method thereof, and relates to a controlled release fertilizer with a degradable film modified by agricultural organic wastes and a preparation method thereof; uniformly mixing agricultural organic waste, a liquefying agent and a catalyst, liquefying and modifying the mixture to obtain a coating material to obtain a coated controlled-release fertilizer; the coated controlled-release fertilizer produced by the invention has good and accurate controlled-release performance, and the controlled-release period of the nutrients of the product can be controlled within 1-6 months by adjusting the thickness of the coating. Meanwhile, the product produced by the invention adopts agricultural organic waste as a raw material, and the raw material is a renewable resource, can be degraded when applied to soil, and is an environment-friendly material. The product adopts a novel renewable coating material, so that the coating material gets rid of dependence on chemical materials such as petroleum, reduces resource waste and realizes sustainable development.
The traditional coating technology of the slow controlled release fertilizer is divided into an inorganic coating agent and an organic coating agent, wherein the inorganic coating material mainly comprises sulfur, calcium magnesium phosphate fertilizer, phosphogypsum, kaolin and the like. When the inorganic coating material is formed into a film, the film is easily decomposed by microorganisms due to incomplete holes, so that the nutrient controlled release performance is unstable, the elasticity is poor, the film is easy to be brittle, and the nutrient controlled release is difficult to realize in a real sense. The organic coating material mainly comprises synthetic polymer materials: urea-formaldehyde resin, polyester, polyvinyl alcohol urea phosphate, polypropylene, and the like. Natural polymer material: starch, flour, fiber and derivatives thereof. The organic coating material has high production cost, and the residue can pollute the environment.
The scheme of the invention adopts the recycled unsaturated resin and rubber as main raw materials, the functionalized hydrophilic group is used as the sustained and controlled release coating material of the coating channel, the material source is the recycled material, the cost is low, the product is easy to further naturally decompose after the degradation reaction, and the environmental pollution is small.
Disclosure of Invention
The invention aims to provide a preparation method of a sustained and controlled release coating agent, which is characterized in that under the action of an olefin metathesis catalyst, rubber, resin products or reclaimed materials containing unsaturated double bonds are subjected to cross metathesis reaction by taking an olefin-containing hydrophilic monomer as an additional micromolecule, so that unsaturated high polymers are controllably degraded, and hydrophilic functional groups are endowed to degraded products, thereby obtaining the functionalized coating agent with wide molecular weight distribution. The specific implementation principle is shown in the attached drawing, and figure 1 is a schematic diagram of the preparation principle of the sustained and controlled release planting soil coating agent.
The technical principle of the invention is to take degradation and functionalization of crosslinked styrene-butadiene rubber as an example, the crosslinked styrene-butadiene rubber can generate olefin metathesis reaction, and the reaction between the conventional non-crosslinked rubber and resin is easier. The crosslinked styrene-butadiene rubber is difficult to dissolve in a solvent, the rubber powder is dispersed in a chloroform solvent to form a suspended substance, an olefin double decomposition catalyst and an allyl alcohol monomer are added, as shown in the attached drawing of the specification, under the action of the olefin double decomposition catalyst, a cross double decomposition reaction occurs between double bonds in the styrene-butadiene rubber and double bonds in the allyl alcohol, so that the rubber is degraded, the molecular weight of the rubber is reduced, and the functionalization of a degradation product is realized. The process enables the insoluble cross-linked rubber to be dispersed into a chloroform solvent, and can realize the coating of the fertilizer or the planting soil material in a subsequent coating machine.
The molecular weight and the functionality of the coating agent are controllable, coating agent products with different molecular weights, distributions and functionalities can be designed, the effect of the coating agent on releasing fertilizer is enhanced along with the reduction of the molecular weight and the increase of hydrophilic functional groups, and vice versa. The coating agent designed in the way is used for coating fertilizers, and can prepare slow and controlled release fertilizers with different fertility release requirements.
Specifically, the preparation method of the sustained and controlled release coating agent of the invention is mainly a process of olefin cross metathesis of a polymer, and comprises the following steps:
dispersing 100g of polymer containing unsaturated bonds into 100-2000g (preferably 500-1000g) of solvent to form solution or suspension, adding 1-50g (preferably 20-40g) of hydrophilic monomer containing double bonds, adding 0.0001-10g (preferably 0.001-1g) of olefin metathesis catalyst, and reacting for 12-48h (preferably 24-36h) at the temperature of 15-60 ℃ (preferably 20-40 ℃) and the stirring action of 100-1000rpm (preferably 300-600rpm) to obtain the coating agent containing hydrophilic functional groups with wide molecular weight distribution.
The polymer containing unsaturated bonds can be styrene-butadiene resin SBS, styrene-butadiene rubber SBR, butadiene rubber BR, natural rubber NR, nitrile-butadiene rubber NBR and the like, can also be a mixture of the rubbers, and can also be vulcanized cross-linked products, reclaimed materials and the like of the rubbers; preferably a styrene-butadiene resin;
the solvent can be toluene, chlorobenzene, cyclohexane, hexane, chloroform, acetone and other solvents capable of dissolving rubber raw materials or degradation products, and chloroform is preferred;
the hydrophilic monomer containing double bonds can be allyl alcohol, acrylic acid, butenol, butenic acid, vinyl benzene sulfonate, propenyl sulfate and the like, and the preferable is the allyl alcohol;
the olefin metathesis catalyst of the invention can be benzylidene dichloro bis (tricyclohexylphosphine) ruthenium, benzylidene [1, 3-bis (trimethylphenyl) -2-imidazolinylidene ] dichloro (tricyclohexylphosphine) ruthenium;
the solvent amount of the invention is 100-2000g, preferably 500-1000 g;
the amount of the double-bond-containing hydrophilic monomer is 1-50g, preferably 20-40 g;
the olefin metathesis catalysts of the invention are used in amounts of 0.0001 to 10g, preferably 0.001 to 1 g;
the olefin metathesis reaction temperature of the invention is 15-60 ℃, and preferably 20-40 ℃;
the stirring speed of the olefin metathesis reaction is 100-1000rpm, preferably 300-600 rpm;
the olefin metathesis reaction time is 12 to 48 hours, preferably 24 to 36 hours;
the method for evaluating the use performance of the coating agent is to adopt a drum type coating machine to carry out coating treatment on granular urea and test the content of water-soluble nitrogen elements eluted by the coated fertilizer.
Detailed Description
The raw material auxiliaries required for the specific implementation of the invention are as follows:
(1) styrene butadiene rubber, nitrile butadiene rubber, natural rubber, styrene butadiene resin, technical grade, commercially available;
(2) allyl alcohol, acrylic acid, butenol, butenoic acid, sodium vinylbenzene sulfonate, sodium propenyl sulfate, reagent grade, and the like, wherein the reagent grade is commercially available;
(3) toluene, chlorobenzene, cyclohexane, hexane, chloroform, acetone, solvents, technical grade, commercially available;
(4) the hydrocarbon metathesis catalyst can be benzylidene-dichloro-bis (tricyclohexylphosphine) ruthenium, benzylidene- [1, 3-bis (trimethylphenyl) -2-imidazolinylidene ] -dichloro- (tricyclohexylphosphine) ruthenium, reagent grade, commercially available;
(5) other reagents not mentioned were reagent grade and commercially available.
The performance test of the controlled release fertilizer is carried out according to the corresponding standard.
Example 1:
100g of styrene-butadiene resin SBS is dispersed in 100 cyclohexane to form a solution, 15g of propylene alcohol monomer is added, 0.001g of olefin metathesis catalyst benzylidene-dichloro-bis (tricyclohexylphosphine) ruthenium is added, and the mixture reacts for 12 hours (preferably 24 to 36 hours) at the temperature of 20 ℃ and the stirring action of 100rpm to obtain the coating agent with wide molecular weight distribution and containing the hydrophilic functional group. And (3) coating the granular urea by using a rotary drum type coating machine, and testing the content of the water-soluble nitrogen element eluted from the coated fertilizer.
Comparative example 1: saturated polymer PE
100g of polyethylene PE powder was dispersed in 100g of cyclohexane to form a suspension, 15g of a monomer containing propylene alcohol was added, 0.001g of an olefin metathesis catalyst (benzylidene-dichloro-bis (tricyclohexylphosphine) ruthenium was added, and the mixture was reacted at 20 ℃ for 12 hours (preferably 24 to 36 hours) with stirring at 100rpm, whereby no film-coating agent could be obtained.
Example 2:
100g of cross-linked styrene butadiene rubber SBR powder is dispersed into 2000g of toluene solvent to form suspension, 50g of acrylic monomer is added, 10g of olefin metathesis catalyst of benzylidene [1, 3-bis (trimethylphenyl) -2-imidazolinylidene ]. dichloro (tricyclohexylphosphine) ruthenium is added, and the mixture reacts for 48 hours under the stirring action of 60 ℃ and 1000rpm to obtain the coating agent with wide molecular weight distribution and containing hydrophilic functional groups. And (3) coating the granular urea by using a rotary drum type coating machine, and testing the content of the water-soluble nitrogen element eluted from the coated fertilizer.
Comparative example 2: butyric acid
100g of cross-linked styrene butadiene rubber SBR powder is dispersed into 2000g of toluene solvent to form suspension, 50g of butyric acid monomer is added, 10g of olefin metathesis catalyst of benzylidene [1, 3-bis (trimethylphenyl) -2-imidazolinylidene ]. dichloro (tricyclohexylphosphine) ruthenium is added, and the mixture reacts for 48 hours under the stirring action of 60 ℃ and 1000rpm to obtain the coating agent with wide molecular weight distribution and containing hydrophilic functional groups. And (3) coating the granular urea by using a rotary drum type coating machine, and testing the content of the water-soluble nitrogen element eluted from the coated fertilizer.
Example 3:
100g of nitrile rubber NBR is dispersed into 500g of acetone solvent to form a solution, 25g of sodium vinylbenzenesulfonate monomer is added, 0.005 of olefin metathesis catalyst of benzylidene-dichloro-bis (tricyclohexylphosphine) ruthenium is added, and the mixture reacts for 36 hours under the stirring action of 600rpm at the temperature of 15 ℃ to obtain the coating agent with wide molecular weight distribution and containing hydrophilic functional groups. And (3) coating the granular urea by using a rotary drum type coating machine, and testing the content of the water-soluble nitrogen element eluted from the coated fertilizer.
Comparative example 3: without addition of metathesis catalysts
100g of nitrile rubber NBR is dispersed into 500g of acetone solvent to form solution, 25g of sodium vinylbenzenesulfonate monomer is added, 0g of olefin metathesis catalyst (benzylidene-dichloro-bis (tricyclohexylphosphine) ruthenium) is added, and the mixture reacts for 36h under the stirring action of 600rpm at the temperature of 15 ℃ to obtain the coating agent with wide molecular weight distribution and containing hydrophilic functional groups. And (3) coating the granular urea by using a rotary drum type coating machine, and testing the content of the water-soluble nitrogen element eluted from the coated fertilizer.
Example 4:
100g of natural rubber NR was dispersed in 800g of hexane solvent to form a solution, 38g of crotonic acid monomer was added, 0.18g of an olefin metathesis catalyst, benzylidene [1, 3-bis (trimethylphenyl) -2-imidazolinylidene ]. dichloro (tricyclohexylphosphine) ruthenium, was added, and the reaction was carried out for 30 hours under stirring at a temperature of 38 ℃ and 550rpm, to obtain a coating agent having a wide molecular weight distribution and containing a hydrophilic functional group. And (3) coating the granular urea by using a rotary drum type coating machine, and testing the content of the water-soluble nitrogen element eluted from the coated fertilizer.
Comparative example 4: double decomposition, coating and adding butenoic acid
100g of natural rubber NR was dispersed in 800g of hexane solvent to form a solution, and 0.18g of ruthenium (tricyclohexylphosphine) dichloride [ benzylidene ] [1, 3-bis (trimethylphenyl) -2-imidazolinylidene ] & was added as an olefin metathesis catalyst, and reacted at 38 ℃ and 550rpm) with stirring for 30 hours to obtain a coating agent having a wide molecular weight distribution and containing a hydrophilic functional group. And (3) coating the granular urea by using a rotary drum type coating machine, supplementing 38g of butenoic acid monomer, and testing the content of the water-soluble nitrogen element eluted from the coated fertilizer.
Example 5:
50g of styrene-butadiene resin and 50g of vulcanized styrene-butadiene rubber are dispersed in 1500g of chloroform solvent to form a suspension, 35g of allyl alcohol monomer is added, 0.5g of olefin metathesis catalyst of benzylidene [1, 3-bis (trimethylphenyl) -2-imidazolinylidene ]. dichloro (tricyclohexylphosphine) ruthenium is added, and the mixture reacts for 24 hours under the stirring action of the temperature of 22 ℃ and the speed of 330rpm to obtain the coating agent with wide molecular weight distribution and containing hydrophilic functional groups. And (3) coating the granular urea by using a rotary drum type coating machine, and testing the content of the water-soluble nitrogen element eluted from the coated fertilizer.
Comparative example 5: adding propylene
50g of styrene-butadiene resin and 50g of vulcanized styrene-butadiene rubber are dispersed in 1500g of chloroform solvent to form a suspension, 35g of propylene monomer is added, 0.5g of olefin metathesis catalyst benzylidene [1, 3-bis (trimethylphenyl) -2-imidazolinylidene ]. dichloro (tricyclohexylphosphine) ruthenium is added, and the mixture reacts for 24 hours under the stirring action of 22 ℃ and 330rpm to obtain the coating agent with wide molecular weight distribution and containing hydrophilic functional groups. And (3) coating the granular urea by using a rotary drum type coating machine, and testing the content of the water-soluble nitrogen element eluted from the coated fertilizer.
Example 6:
50g of styrene-butadiene resin, 10g of butadiene rubber, 20g of styrene-butadiene rubber and 20g of nitrile rubber are dispersed into 700g of chlorobenzene and toluene composite solvent to form a solution, 34g of propenyl sodium sulfate monomer is added, 0.0001-0.81g of olefin metathesis catalyst benzylidene-dichloro-bis (tricyclohexylphosphine) ruthenium is added, and the mixture reacts for 26 hours at the temperature of 30 ℃ and under the stirring action of 400rpm to obtain the coating agent with wide molecular weight distribution and containing hydrophilic functional groups. And (3) coating the granular urea by using a rotary drum type coating machine, and testing the content of the water-soluble nitrogen element eluted from the coated fertilizer.
Comparative example 6: polyethylene wax as coating agent
And (3) coating the granular urea by using a rotary drum type coating machine, wherein the coating agent is polyethylene wax, and the content of the water-soluble nitrogen element eluted from the coated fertilizer is tested.
TABLE 1 sustained/controlled Release Effect of coating Agents in examples and comparative examples
Claims (9)
1. A preparation method of a sustained and controlled release planting soil coating agent is characterized by comprising the following steps:
dispersing 100g of polymer containing unsaturated bonds into 100-2000g of solvent to form solution or suspension, wherein the solvent is capable of dissolving rubber raw materials or degradation products, and is specifically toluene, chlorobenzene, cyclohexane, hexane, chloroform or acetone;
adding 1-50g of double bond-containing hydrophilic monomer, wherein the double bond-containing hydrophilic monomer is allyl alcohol, acrylic acid, butenol, butenoic acid, vinyl benzene sulfonate and propenyl sulfate;
adding 0.0001-10g of olefin metathesis catalyst,
reacting for 12-48h at the temperature of 15-60 ℃ and under the stirring action of 100-1000rpm to obtain the coating agent with wide molecular weight distribution and containing hydrophilic functional groups.
2. The method for preparing a sustained and controlled release plant soil coating agent according to claim 1, wherein the polymer containing unsaturated bonds is one or a mixture of styrene-butadiene resin SBS, styrene-butadiene rubber SBR, cis-butadiene rubber BR, natural rubber NR, nitrile-butadiene rubber NBR, or a vulcanized cross-linked product or reclaimed material of the above rubber.
3. The method for preparing a sustained-release plant soil coating agent according to claim 1, wherein the olefin metathesis catalyst is benzylidene-dichloro-bis (tricyclohexylphosphine) ruthenium or benzylidene- [1, 3-bis (trimethylphenyl) -2-imidazolinylidene ] -dichloro- (tricyclohexylphosphine) ruthenium.
4. The method for preparing a sustained and controlled release planting soil coating agent as claimed in claim 1, wherein the solvent amount is 500-1000 g.
5. The preparation method of the sustained-release planting soil coating agent of claim 1, wherein the amount of the double bond-containing hydrophilic monomer is 20-40 g.
6. The preparation method of the sustained and controlled release planting soil coating agent of claim 1, wherein the olefin metathesis reaction temperature is 20-40 ℃.
7. The method for preparing a sustained-release planting soil coating agent according to claim 1, wherein the amount of the olefin metathesis catalyst is 0.001-1 g.
8. The method for preparing a sustained and controlled release planting soil coating agent as claimed in claim 1, wherein the stirring speed of olefin metathesis reaction is 300-600 rpm.
9. The preparation method of the sustained and controlled release planting soil coating agent of claim 1, wherein the olefin metathesis reaction time is 24-36 h.
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| CN110304956B (en) * | 2019-05-22 | 2021-09-24 | 淮安市博彦土木工程科学研究院有限公司 | Preparation method of granulated planting soil by coating method |
| WO2023153380A1 (en) * | 2022-02-08 | 2023-08-17 | 株式会社ブリヂストン | Decomposition method for crosslinked rubber |
| WO2023153376A1 (en) * | 2022-02-08 | 2023-08-17 | 株式会社ブリヂストン | Method for decomposing crosslinked rubber |
| CN118696084A (en) * | 2022-02-08 | 2024-09-24 | 株式会社普利司通 | Method for decomposing crosslinked rubber |
| CN116041113B (en) * | 2022-12-30 | 2024-09-24 | 中国热带农业科学院南亚热带作物研究所 | Slow-release fertilizer with soil improvement function and preparation method thereof |
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| CN1923767A (en) * | 2005-09-01 | 2007-03-07 | 南京理工大学 | Degradable polymer integument type slow release fertilizer |
| WO2015082842A1 (en) * | 2013-12-03 | 2015-06-11 | Centre National De La Recherche Scientifique (Cnrs) | Method for producing functionalised telechelic oligomers |
| CN107841009A (en) * | 2016-09-20 | 2018-03-27 | 中国石油天然气股份有限公司 | Easily-processed anti-aging styrene butadiene rubber and preparation method thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN1923767A (en) * | 2005-09-01 | 2007-03-07 | 南京理工大学 | Degradable polymer integument type slow release fertilizer |
| WO2015082842A1 (en) * | 2013-12-03 | 2015-06-11 | Centre National De La Recherche Scientifique (Cnrs) | Method for producing functionalised telechelic oligomers |
| CN107841009A (en) * | 2016-09-20 | 2018-03-27 | 中国石油天然气股份有限公司 | Easily-processed anti-aging styrene butadiene rubber and preparation method thereof |
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