CN101700012A - O-(4-chloro) benzylthio benzoic acid preparation and preparation method as well as application - Google Patents

O-(4-chloro) benzylthio benzoic acid preparation and preparation method as well as application Download PDF

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Publication number
CN101700012A
CN101700012A CN200910071161A CN200910071161A CN101700012A CN 101700012 A CN101700012 A CN 101700012A CN 200910071161 A CN200910071161 A CN 200910071161A CN 200910071161 A CN200910071161 A CN 200910071161A CN 101700012 A CN101700012 A CN 101700012A
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benzylthio
benzoic acid
chlorine
neighbour
preparation
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赵国锋
陈波
李永红
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Nankai University
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Nankai University
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Abstract

The invention relates to O-(4-chloro) benzylthio benzoic acid preparation and a preparation method as well as application, in particular to the preparation method of a 10% O-(4-chloro) benzylthio benzoic acid preparation (10% NK-II plant growth regulation emulsion in water for short) and application thereof in plantlet cutting propagation. The O-(4-chloro) benzylthio benzoic acid preparation comprises the following raw materials by weight: 100 parts of O-(4-chloro) benzylthio benzoic acid, 180-220 parts of surfactant of NP-2 and the like, 360-440 parts of polar organic solvent of alcohol and the like, 9-11 parts of stabilizer glacial acetic acid and 230-350 parts of the balance of water. The emulsion in water has good water-solubility, can effectively promote plant rooting and plant growth, in particular to the propagation of cutting plants, and can more effectively improve plant survival rate, thereby solving the technical problem of hard survival of detached plant vegetative organs and the like.

Description

Adjacent-(4-chlorine) benzylthio benzoic acid preparation and preparation method and application
Technical field
The present invention relates to plant growing adjusts, particularly a kind of neighbour-(4-chlorine) benzylthio benzoic acid preparation and preparation method and application is specially 10% neighbour-(4-chlorine) benzylthio benzoic acid preparation preparation method and the application in the nursery stock cottage propagation thereof of (being called for short 10%NK-II plant growth regulating aqueous emulsion).
Background technology
Plant growth regulator (plant growth regulators) is the material that a class and plant hormone have similar physiology and biological effect, be divided into six big classes, plant growth promoter, plant growth retardent, plant growth inhibitor, compound or Compositional type plant growth regulator, antistaling agent and male gametocide from function.Wherein, plant growth promoter can promote taking root of plant, and especially for the cuttage plant, plant growth promoter is its indispensable important element that grows especially.
Cottage propagation is to utilize the vegetable nutritorium who exsomatizes, as the part of root, stem (branch), leaf etc., insert in soil, sand or other matrix under certain conditions, utilize the regeneration capacity of plant, through artificial culture, make it to develop into the propagation method of a complete new plant.In the cottage propagation process, rationally inject an amount of plant growth promoter, just can effectively promote the formation of adventive root or the indefinite bud of cuttage plant, regulate the plant metabolism action intensity, reach the purpose that improves the breeding and afforestation survival rate.
Common plant rooting promoter have heteroauxin, indolebutyric acid, methyl etc. a few; kind is few; and synthetic complicated, price is more expensive, safety in utilization is short of relatively, can not satisfy the requirement of agricultural production and the environmental protection requirement to greening, artificial afforestration.Therefore low price, drug effect height, novel root-inducing promoter that usability is good are starved of, especially at aspects such as desert treatment, afforestation, flowers and plants transplanting.
Chinese patent CN 02116858.X has reported neighbour-substituted benzene (alkane) methylthio benzoic acid plant growth regulator, and this product is synthetic convenient, and cost is low, and good drug efficacy can promote taking root of cucumber cotyledons effectively; CN 200610130710.1 has reported thio-ether type compounds plant growth regulator, only reported for the cucumber cotyledons activity of taking root obvious especially, just concept nature indication neighbour-thio-ether type compounds such as (4-chlorine) benzylthio benzoic acid have hestening rooting activity preferably, and do not relate to practical application on a large scale such as nursery stock cottage propagation.Simultaneously, because simple neighbour-benzoic water-soluble relatively poor difficult problem of (4-chlorine) benzylthio does not solve so far, the large tracts of land that has influenced it is promoted and use.
Aqueous emulsion, have heat storage stability, sloppy heat stability and water dilution stability as a kind of pesticidal preparations, prescription is complicated, usually contain active ingredient, solvent, emulsifier or dispersant, be total to emulsion, water, antifreeze, stabilizing agent, density adjuster etc., it is essential wherein to have plenty of, and has plenty of not essential.Agricultural chemicals is mixed with the problem such as poorly water-soluble, poor stability that aqueous emulsion can effectively solve agricultural chemicals.
Summary of the invention
The purpose of this invention is to provide a kind of new plant growth regulating aqueous emulsion neighbour-(4-chlorine) benzylthio benzoic acid preparation, promptly 10% neighbour-(4-chlorine) benzylthio benzoic acid plant growth regulating aqueous emulsion [abbreviates 10%NK-II plant growth regulating aqueous emulsion as, down together], can overcome the defective of prior art, solve the difficult problem of neighbour-(4-chlorine) benzylthio benzoic acid poorly water-soluble effectively.This aqueous emulsion can effectively promote taking root, growing of plant, especially for the breeding of cuttage plant, effectively improves the survival rate of plant especially, waits the difficult technical problem of survival thereby solved the vegetable nutritorium who exsomatizes.
Another object of the present invention provides a kind of preparation method of above-mentioned plant growth regulating aqueous emulsion, and operating procedure is simple, and is convenient and reliable.
A further object of the present invention provides the application method of a kind of above-mentioned plant growth regulating aqueous emulsion in the nursery stock cottage propagation, can be widely used in the nursery stock cottage propagation, can effectively promote the plant establishment growth.
The quality group of plant growth regulating aqueous emulsion neighbour provided by the invention-(4-chlorine) benzylthio benzoic acid preparation becomes:
100 parts in neighbour-(4-chlorine) benzylthio benzoic acid
Surfactant 150-250 part
Organic solvent 300-500 part
Stabilizing agent 7-13 part
Surplus is distilled water or deionized water 130-440 part
Above-mentioned being preferably:
100 parts in neighbour-(4-chlorine) benzylthio benzoic acid
Surfactant 180-220 part
Organic solvent 360-440 part
Stabilizing agent 9-11 part
Surplus is distilled water or deionized water 230-350 part
Surfactant is a non-ionic surface active agent in the said components, as 4209 (Nanjing Teva-Chem. Co., Ltd., public offerings), 6501 (cocoa butter alkanolamides), NP (TX)-2 (ethyl phenol APEO), NP (TX)-12 (dodecyl phenol polyethenoxy ether) etc.
Organic solvent is a polar solvent in the said components, as methyl alcohol, and N, dinethylformamide, ethanol or their mixing.
Stabilizing agent is a glacial acetic acid in the said components.
The benzoic mass content of neighbour-(4-chlorine) benzylthio is 10% in plant growth regulating aqueous emulsion neighbour provided by the invention-(4-chlorine) benzylthio benzoic acid preparation.
The step that the preparation method of neighbour provided by the invention-(4-chlorine) benzylthio benzoic acid preparation comprises:
Neighbour-(4-chlorine) benzylthio benzoic acid is dissolved in polar organic solvent according to proportioning, add surfactant and stabilizing agent, fully dissolving and mixing add water again, and stirring 30min-60min gets final product.
The above-mentioned preparation water (distilled water or deionized water) that obtains is diluted 2000-10000 doubly, form uniform solution, obtain the 10-50 μ g/mL NK-II plant growth regulating aqueous emulsion of actual use.
The plant growth regulating aqueous emulsion neighbour provided by the invention-using method of (4-chlorine) benzylthio benzoic acid preparation in the nursery stock cottage propagation comprises the steps:
1) select to shear as older 15-20cm, a bud 2-3 branch is arranged, otch cuts flat;
2) the plugged ear base portion is immersed in the NK-II plant growth regulating aqueous emulsion solution of content 10-50 μ g/mL submergence 2-3cm, soak time 30-60 minute; According to the difference of seeds, the soak time difference.
3) with plugged ear cuttage on the seedbed immediately behind the dipping in 0.1% liquor potassic permanganate, cutting spacing 2-3cm.
Neighbour provided by the invention-(4-chlorine) benzylthio benzoic acid aqueous emulsion, good water solubility, effective attached plant body, absorbed by root system of plant fast, can more effectively promote taking root, growing of plant, especially for the breeding of cuttage plant, effectively improve the survival rate of plant especially, wait the difficult technical problem of survival thereby solved the vegetable nutritorium who exsomatizes.And have characteristics such as cheap, good drug efficacy, noresidue, low toxicity, can large tracts of land promote and use.
Embodiment
The present invention will be described further by following embodiment.But this should be interpreted as limitation of the present invention.
Embodiment 1:
10%NK-II plant growth regulating water emulsion formula is as follows:
The quality of each component is respectively in every 1000g10%NK-II plant growth regulating aqueous emulsion:
Neighbour-(4-chlorine) benzylthio benzoic acid: 100 grams;
Surfactant: 4209 (Nanjing Teva-Chem. Co., Ltd., public offering) 200 grams
Organic solvent: methyl alcohol 160 grams, N, dinethylformamide 240 grams;
Stabilizing agent: glacial acetic acid 10 grams;
Distilled water 290 grams.
Present embodiment 10%NK-II plant growth regulating aqueous emulsion can be prepared by the method for following step:
Take by weighing neighbour-(4-chlorine) benzylthio benzoic acid 100g, with 160 gram methyl alcohol and 240 gram N, dinethylformamide dissolving; In the solution of gained, add 200 gram surfactants 4209 and glacial acetic acid 10 grams, fully mixing; Slowly drip 290 gram distilled water in the solution of gained, after dropwising, continue to stir 60 minutes, get final product.
20 μ g/mL NK-II plant growth regulating aqueous emulsion dilutions can dilute by the method for following step: take by weighing 10%NK-II plant growth regulating aqueous emulsion 100 grams; Add 500L distilled water while stirring, form uniform solution.
Plant growth regulating aqueous emulsion of the present invention is used for the nursery stock cottage breeding experiment of pale reddish brown Lindley Butterflybush Herb (Buddleja ' Lochinch ', Loganiaceae Lindley Butterflybush Herb platymiscium):
Concrete grammar is as follows:
In mid-August, 2008, in Lingering Garden nursery, Tianjin, shear pale reddish brown Lindley Butterflybush Herb branch, select the plugged ear of branch shearing then, the long 15-20cm of plugged ear has bud 2-3, and otch cuts flat; The plugged ear base portion immerses in the above-mentioned 20 μ g/mLNK-II plant growth regulating aqueous emulsion dilutions that obtain that prepare, and submergence 2-3cm soaked 1 hour; After immersion finishes, with plugged ear cuttage on the seedbed immediately behind the dipping in 0.1% liquor potassic permanganate, cutting spacing 2-3cm.
Normal Exposure to Sunlight, water and temperature condition management down, experiment is established 20 μ g/mL NK-II plant growth regulating aqueous emulsion dilutions and is soaked and two processing of blank.
After 15 days, 20 plugged ears of sampling, the result shows, compare with blank, with the pale reddish brown Lindley Butterflybush Herb plugged ear that 20 μ g/mL NK-II plant growth regulating aqueous emulsion dilutions were handled, it is all right to take root, and radical promotion rate reaches 43.1%, the long promotion rate of total root is 86.7%, and the scope of taking root promotion rate is 65.0%.
Embodiment 2:
10%NK-II plant growth regulating water emulsion formula is as follows:
The quality of each component is respectively in this 10%NK-II plant growth regulating aqueous emulsion of every 1000g:
Neighbour-(4-chlorine) benzylthio benzoic acid: 100 grams;
Surfactant: 6501 (cocoa butter alkanolamide) 200 grams;
Organic solvent: ethanol 180 grams, N, dinethylformamide 200 grams;
Stabilizing agent: glacial acetic acid 12 grams;
Deionized water 308 grams.
Compound method:
Take by weighing neighbour-(4-chlorine) benzylthio benzoic acid 100 grams, with 180 gram ethanol and 200 gram N, dinethylformamide dissolving; Add 200 gram surfactants 6501 and stabilizing agent glacial acetic acid 12 grams, fully mixing in the solution of gained; Slowly drip the 308g deionized water in the solution of gained, dropwise, stirred 30 minutes, get final product.
20 μ g/mLNK-II plant growth regulating aqueous emulsion dilutions can dilute by the method for following step: take by weighing 10%NK-II plant growth regulating aqueous emulsion 100g; Add 500L distilled water while stirring, form uniform solution and get final product.
Pale reddish brown liquor-saturated barna (Buddleja ahernifolia Maxim, Loganiaceae Lindley Butterflybush Herb platymiscium) nursery stock cottage breeding:
Concrete grammar is as follows:
In mid-August, 2008 (place is with embodiment 1), shear pale reddish brown liquor-saturated barna branch, select the plugged ear of branch shearing then, the long 15-20cm of plugged ear has bud 2-3, and otch cuts flat; The plugged ear base portion immerses in the 20 μ g/mL NK-II plant growth regulating aqueous emulsion dilutions that prepare, and submergence 2-3cm soaked 1 hour; After immersion finishes, with plugged ear cuttage on the seedbed immediately behind the dipping in 0.1% liquor potassic permanganate, cutting spacing 2-3cm.
Experiment is established 20 μ g/mLNK-II plant growth regulating aqueous emulsion dilutions and is soaked and two processing of blank.
Normal Exposure to Sunlight, water and temperature condition management down, after 33 days, 20 plugged ears of sampling, the result shows, compares the pale reddish brown liquor-saturated barna plugged ear of handling with 20 μ g/mLNK-II plant growth regulating aqueous emulsion dilutions with blank, it is all right to take root, radical promotion rate reaches 115.4%, and the long promotion rate of total root is 328.4%, and the scope of taking root promotion rate is 36.2%.
Embodiment 3:
10%NK-II plant growth regulating water emulsion formula is as follows:
The quality of each component is respectively in this 10%NK-II plant growth regulating aqueous emulsion of every 1000g:
Neighbour-(4-chlorine) benzylthio benzoic acid: 100 grams;
Surfactant: NP-12 (dodecyl phenol polyethenoxy ether) 220 grams,
Organic solvent: ethanol 400 grams
Stabilizing agent: glacial acetic acid 9 grams,
Deionized water 271 grams.
Compound method: take by weighing neighbour-(4-chlorine) benzylthio benzoic acid 100 grams, with 400 gram dissolve with ethanol; Add 220 gram surfactant NP-12 and stabilizing agent glacial acetic acid 9 grams, fully mixing in the solution of gained; Drip 271 gram deionized waters, after dropwising, continue to stir 45 minutes.Dilution can dilute by the method for following step: take by weighing 10%NK-II plant growth regulating aqueous emulsion 100g; Add 1000L distilled water; Stir, form uniform solution and get final product.
Be used for the nursery stock cottage breeding experiment of the gold leaf capsule of weeping forsythia (Oleaceae forsythia):
Concrete grammar is as follows:
In mid-August, 2008 (place is with embodiment 1), shear gold leaf capsule of weeping forsythia branch, select the plugged ear of branch shearing then, the long 15-20cm of plugged ear has bud 2-3, and otch cuts flat; The plugged ear base portion immerses in the 10 μ g/mL NK-II plant growth regulating aqueous emulsion dilutions that prepare, and submergence 2-3cm soaked 1 hour; After immersion finishes, with plugged ear cuttage on the seedbed immediately behind the dipping in 0.1% liquor potassic permanganate, cutting spacing 2-3cm.
Experiment is established 10 μ g/mL NK-II plant growth regulating aqueous emulsions and is soaked and two processing of blank.
After 21 days, 20 plugged ears of sampling, the result shows, compare with blank, with the gold leaf capsule of weeping forsythia plugged ear that 10 μ g/mL NK-II plant growth regulating aqueous emulsion dilutions were handled, it is all right to take root, and radical promotion rate reaches 83.1%, the long promotion rate of total root is 25.4%, and the scope of taking root promotion rate is 116.0%.
Embodiment 4:
10%NK-II plant growth regulating water emulsion formula is as follows:
The quality of each component is respectively in every 1000g 10%NK-II plant growth regulating aqueous emulsion:
Neighbour-(4-chlorine) benzylthio benzoic acid: 100 grams;
Surfactant: NP-2 (ethyl phenol APEO) 190 grams;
Organic solvent: ethanol 200 grams, methyl alcohol 190 grams;
Stabilizing agent: glacial acetic acid 10 grams;
Distilled water 310 grams.
Compound method: take by weighing neighbour-(4-chlorine) benzylthio benzoic acid 100 grams, with 200 gram ethanol and 190 gram dissolve with methanol; Add 190 gram surfactant NP-2 and stabilizing agent glacial acetic acid 10 grams, fully mixing in the gained solution; Slowly dropping 310 gram distilled water dropwise, and stir to get final product in 30 minutes.
40 μ g/mLNK-II plant growth regulating aqueous emulsion dilutions can dilute by the method for following step:
Take by weighing 10%NK-II plant growth regulating aqueous emulsion 100 grams; Add 250L distilled water, stir, form uniform solution and get final product.
The nursery stock cottage breeding that is used for red autumnal leaves poplar (Chinese red autumnal leaves poplar, Salicaceae willow platymiscium):
Concrete grammar is as follows:
In mid-August, 2008 (place is with embodiment 1), shear red autumnal leaves poplar branch, select the plugged ear of branch shearing then, the long 15-20cm of plugged ear has bud 2-3, and otch cuts flat; The plugged ear base portion immerses in the 40 μ g/mL NK-II plant growth regulating aqueous emulsion dilutions that prepare, and submergence 2-3cm soaked 1 hour; After immersion finishes, with plugged ear cuttage on the seedbed immediately behind the dipping in 0.1% liquor potassic permanganate, cutting spacing 2-3cm.
Experiment is established 40 μ g/mL NK-II plant growth regulating aqueous emulsion dilutions and is soaked and two processing of blank.
Normal management, after 33 days, 20 plugged ears of sampling, the result shows, compares the red autumnal leaves poplar plugged ear of handling with 40 μ g/mLNK-II plant growth regulating aqueous emulsion dilutions with blank, it is all right to take root, radical promotion rate reaches 75.0%, and the long promotion rate of total root is 67.7%, and the scope of taking root promotion rate is 84.6%.
Embodiment 5:
10%NK-II plant growth regulating water emulsion formula is as follows:
The quality of each component is respectively in every 1000g 10%NK-II plant growth regulating aqueous emulsion:
Neighbour-(4-chlorine) benzylthio benzoic acid: 100 grams;
Surfactant: 4209 (Nanjing Teva-Chem. Co., Ltd., public offering) 220 grams;
Organic solvent: methyl alcohol 160 grams, N, dinethylformamide 220 grams;
Stabilizing agent: glacial acetic acid 10 grams;
Distilled water 290 grams.
Compound method:
(1) take by weighing neighbour-(4-chlorine) benzylthio benzoic acid 100 grams, with 220 gram N, N-(dimethyl) formamide and 160 gram dissolve with methanol; (2) in the solution of (1) gained, add 220 gram surfactants 4209 and stabilizing agent glacial acetic acid 10 grams, fully mixing; (3) the slow 290 gram distilled water that drip in the solution of (2) gained dropwise, and stir to get final product in 60 minutes.
20 μ g/mLNK-II plant growth regulating aqueous emulsion dilutions can dilute by the method for following step:
Take by weighing 10%NK-II plant growth regulating aqueous emulsion 100 grams; Add 500L distilled water; Stir, form uniform solution and get final product.
The nursery stock cottage breeding that is used for red autumnal leaves (flower) crape myrtle (Lagerstroemia indica, Lythraceae, Lagerstroemia plant):
Concrete grammar is as follows:
In mid-August, 2008 (place is with embodiment 1), shear red autumnal leaves crape myrtle branch, select the plugged ear of branch shearing then, the long 15-20cm of plugged ear has bud 2-3, and otch cuts flat, by 10 plugged ear/processing; The plugged ear base portion immerses in the 20 μ g/mLNK-II plant growth regulating aqueous emulsion dilutions that prepare, and submergence 2-3cm soaked 1 hour; After immersion finishes, with plugged ear cuttage on the seedbed immediately behind the dipping in 0.1% liquor potassic permanganate, cutting spacing 2-3cm.
Experiment is established 20 μ g/mL NK-II plant growth regulating dilution aqueous emulsions and is soaked and two processing of blank.
After 33 days, 20 plugged ears of sampling, the result shows, compare with blank, with the red autumnal leaves crape myrtle plugged ear that 20 μ g/mL NK-II plant growth regulating aqueous emulsion dilutions were handled, it is all right to take root, and radical promotion rate reaches 16.7%, the long promotion rate of total root is 21.0%, and new leave promotion rate is 66.7%.

Claims (9)

1. neighbour-(4-chlorine) benzylthio benzoic acid preparation is characterized in that its quality group becomes:
100 parts in neighbour-(4-chlorine) benzylthio benzoic acid
Surfactant 150-250 part
Organic solvent 300-500 part
Stabilizing agent 7-13 part
Surplus is water 130-440 part.
2. neighbour according to claim 1-(4-chlorine) benzylthio benzoic acid preparation is characterized in that its quality group becomes: 100 parts in neighbour-(4-chlorine) benzylthio benzoic acid
Surfactant 180-220 part
Organic solvent 360-440 part
Stabilizing agent 9-11 part
Surplus is water 230-350 part.
3. neighbour according to claim 1 and 2-(4-chlorine) benzylthio benzoic acid preparation is characterized in that described surfactant is a non-ionic surface active agent.
4. neighbour according to claim 3-(4-chlorine) benzylthio benzoic acid preparation is characterized in that described non-ionic surface active agent is: 4209,6502, and NP-2 or NP-12.
5. neighbour according to claim 1 and 2-(4-chlorine) benzylthio benzoic acid preparation is characterized in that described organic solvent is a polar solvent.
6. neighbour according to claim 5-(4-chlorine) benzylthio benzoic acid preparation is characterized in that described polar solvent is: methyl alcohol, N, dinethylformamide, ethanol or their mixing.
7. neighbour according to claim 1 and 2-(4-chlorine) benzylthio benzoic acid preparation is characterized in that described stabilizing agent is a glacial acetic acid.
8. the preparation method an of claim 1 or 2 described neighbours-(4-chlorine) benzylthio benzoic acid preparation is characterized in that the step that comprises:
Neighbour-(4-chlorine) benzylthio benzoic acid is dissolved in polar organic solvent according to proportioning, add surfactant and stabilizing agent, fully dissolving and mixing add water again, and stirring 30min-60min gets final product; With the above-mentioned preparation dilute with water 2000-10000 that obtains doubly, form uniform solution, obtain the 10-50 μ g/mL NK-II plant growth regulating aqueous emulsion of actual use.
9. a claim 1 or the 2 described neighbours-using method of (4-chlorine) benzylthio benzoic acid preparation in the nursery stock cottage propagation is characterized in that comprising the steps:
1) select to shear as older 15-20cm, a bud 2-3 branch is arranged, otch cuts flat;
2) the plugged ear base portion is immersed in the aqueous emulsion solution of content 10-50 μ g/mL neighbour-(4-chlorine) benzylthio benzoic acid preparation submergence 2-3cm, soak time 30-60 minute;
3) with plugged ear cuttage on the seedbed immediately behind the dipping in 0.1% liquor potassic permanganate, cutting spacing 2-3cm.
CN200910071161A 2009-11-05 2009-11-05 O-(4-chloro) benzylthio benzoic acid preparation and preparation method as well as application Pending CN101700012A (en)

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102440245A (en) * 2010-10-14 2012-05-09 南开大学 O- (2-chloro) benzylthio benzoic acid preparation, preparation method and application
CN102731354A (en) * 2012-07-10 2012-10-17 南开大学 Preparation and plant growth-regulating activity of water-oil soluble o-(4-chloro) benzylthio-benzoate derivatives
CN103355294A (en) * 2012-04-05 2013-10-23 南开大学 O-(4-fluorine) thiophenyl benzoic acid water dispersible granule and preparation method thereof
CN103596421A (en) * 2011-06-03 2014-02-19 先正达参股股份有限公司 Method of cultivation in water deficit conditions

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102440245A (en) * 2010-10-14 2012-05-09 南开大学 O- (2-chloro) benzylthio benzoic acid preparation, preparation method and application
CN103596421A (en) * 2011-06-03 2014-02-19 先正达参股股份有限公司 Method of cultivation in water deficit conditions
CN103355294A (en) * 2012-04-05 2013-10-23 南开大学 O-(4-fluorine) thiophenyl benzoic acid water dispersible granule and preparation method thereof
CN102731354A (en) * 2012-07-10 2012-10-17 南开大学 Preparation and plant growth-regulating activity of water-oil soluble o-(4-chloro) benzylthio-benzoate derivatives

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Application publication date: 20100505