CN114982757A - Method for preparing ester or tertiary amine plant growth regulator aqueous solution - Google Patents

Method for preparing ester or tertiary amine plant growth regulator aqueous solution Download PDF

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Publication number
CN114982757A
CN114982757A CN202210496721.0A CN202210496721A CN114982757A CN 114982757 A CN114982757 A CN 114982757A CN 202210496721 A CN202210496721 A CN 202210496721A CN 114982757 A CN114982757 A CN 114982757A
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plant growth
ester
growth regulator
tertiary amine
stirring
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Chinese (zh)
Inventor
吴桐
梁玉洁
薛靖文
曾淼
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Zhengzhou Nietzsche Biotechnology Co ltd
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Zhengzhou Nietzsche Biotechnology Co ltd
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Priority to CN202210496721.0A priority Critical patent/CN114982757A/en
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N37/00Biocides, 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
    • A01N37/12Biocides, 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 containing the group, wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, 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
    • A01N25/02Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N33/00Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/02Amines; Quaternary ammonium compounds
    • A01N33/08Amines; Quaternary ammonium compounds containing oxygen or sulfur
    • A01N33/10Amines; Quaternary ammonium compounds containing oxygen or sulfur having at least one oxygen or sulfur atom directly attached to an aromatic ring system
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N39/00Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
    • A01N39/02Aryloxy-carboxylic acids; Derivatives thereof
    • A01N39/04Aryloxy-acetic acids; Derivatives thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01PBIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P21/00Plant growth regulators
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02ATECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A40/00Adaptation technologies in agriculture, forestry, livestock or agroalimentary production
    • Y02A40/10Adaptation technologies in agriculture, forestry, livestock or agroalimentary production in agriculture

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Zoology (AREA)
  • Pest Control & Pesticides (AREA)
  • Environmental Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Agronomy & Crop Science (AREA)
  • Dentistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Botany (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Toxicology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The invention belongs to the technical field of plant growth regulator preparation, and particularly relates to a preparation method of an ester or tertiary amine plant growth regulator aqueous solution, which comprises the following steps of: 46-55 parts of liquid organic acid: 37-44 parts, alkyl glycoside 0810: 8-10 parts; the manufacturing method comprises the following steps: adding the ester plant growth regulator into a stirring kettle at room temperature, adding water-soluble liquid organic acid into the stirring kettle, and stirring for the first time; and finally, adding the emulsifier into the stirring kettle, and stirring for the second time. The plant growth regulator aqua provided by the invention enables a plurality of common ester and tertiary amine plant growth regulators to be dissolved in water on the premise of not changing the liquid state character of the compound, and the solubility in water at room temperature is more than 2 times higher than that of the ester and tertiary amine plant growth regulators salified on the market under the same condition, thereby widening the application of the ester and tertiary amine plant growth regulators in the aqua system.

Description

Method for preparing ester or tertiary amine plant growth regulator aqueous solution
Technical Field
The invention belongs to the technical field of plant growth regulator preparation processes, and particularly relates to a preparation method of an ester or tertiary amine plant growth regulator aqueous solution.
Background
Most of common ester and tertiary amine plant growth regulators in the market are prepared by dissolving the compounds in water in the form of powder salifying, but the salts are not stable enough, and are easy to produce floating oil after being dissolved in water and stored for a long time or changed in conditions, and the solubility is not high, so that more difficulties are caused in application of the plant growth regulators, and the application and popularization of the plant growth regulators are not facilitated.
In order to facilitate the application of the plant growth regulator containing the ester and the tertiary amine, the other parts of the plant growth regulator are salified by using liquid strong acid so that the plant growth regulator can be fully dissolved in water, but the raw materials belong to dangerous goods and are not easy to obtain, and the production process has a large risk, the plant growth regulator containing the ester and the tertiary amine is definitely improved so as to meet the requirement of not changing the liquid property of the ester compound
(ii) a The solubility and stability of the ester and tertiary amine plant growth regulator compound in water are improved; the complex formulation is simple, complex physical conditions are not needed, only stirring and shearing are needed, no dangerous and difficult-to-obtain raw materials are involved, such as liquid hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid and other strong acids, and the requirement of dangerous processes is avoided.
Disclosure of Invention
In view of the above, the present invention provides a method for preparing an aqueous solution of an ester or tertiary amine plant growth regulator, so as to solve the aforementioned problems in the prior art.
In order to achieve the purpose, the invention is realized by the following technical scheme: a method for preparing an ester or tertiary amine plant growth regulator aqueous solution comprises the following steps: 46-55 parts of liquid organic acid: 37-44 parts, alkyl glycoside 0810: 8-10 parts; the manufacturing method comprises the following steps: step two, adding water-soluble liquid organic acid into the stirring kettle, and carrying out primary stirring; and step three, finally, adding the emulsifier into the stirring kettle, and carrying out secondary stirring.
In the above method for preparing the aqueous solution of an ester or tertiary amine plant growth regulator, as a preferred scheme, in the first step, the ester plant growth regulator is diethyl aminoethyl hexanoate and other structures of compounds derived from different fatty acids, such as diethyl aminoethyl octanoate, diethyl aminoethyl butyrate, bis-diethyl aminoethyl succinate, 2, 4-dichlorophenoxy diethyl aminoethyl hexanoate, and diethyl aminoethyl p-nitrophenoxy acetate.
In the above method for preparing an aqueous solution of an ester or tertiary amine plant growth regulator, as a preferred embodiment, in the first step, the tertiary amine plant growth regulator is 2- (3, 4-dichlorophenoxy) triethylamine and compounds derived from different functional groups thereof.
In the above method for producing an aqueous solution of an ester or tertiary amine plant growth regulator, preferably, the liquid organic acid in the second step includes lactic acid, liquid lower fatty acids, liquid hydroxy acids, and liquid phenolic acid.
In the above method for preparing the aqueous solution of an ester or tertiary amine plant growth regulator, as a preferred embodiment, the emulsifier in step three includes tween series, alkyl glycoside series, and castor oil polyoxyethylene ether.
In the above method for preparing the ester or tertiary amine plant growth regulator aqueous solution, as a preferred scheme, the content of the ester plant growth regulator aqueous solution is 30-60%.
In the above method for producing the aqueous solution of the ester or tertiary amine plant growth regulator, as a preferred embodiment, the content of the aqueous solution of the tertiary amine plant growth regulator is 30% to 60%.
In the above method for producing an aqueous solution of an ester or tertiary amine plant growth regulator, as a preferred embodiment, the primary stirring in the second step is to put the ester or tertiary amine plant growth regulator into a stirring kettle at a temperature of 20 ℃ and room temperature, add a water-soluble organic acid in a liquid state, stir for 2 hours to fully mix the solution, and release heat and stand to room temperature.
In the above method for preparing the aqueous solution of the ester or tertiary amine plant growth regulator, as a preferred scheme, the second stirring in the third step is to add the emulsifier into a stirring kettle which is kept still to room temperature, fully stir for 30 minutes, shear for 1 hour by a high-speed shearing machine, and keep still to room temperature to complete the preparation.
The invention provides a method for preparing an ester or tertiary amine plant growth regulator aqueous solution, which has the following beneficial effects:
the preparation method of the ester or tertiary amine plant growth regulator aqua provided by the invention enables a plurality of common ester or tertiary amine plant growth regulators to be dissolved in water on the premise of not changing the liquid state characters of the compounds, and the solubility in water at room temperature is more than 2 times higher than that of the ester or tertiary amine plant growth regulators salified on the market under the same condition, thereby widening the application of the ester or tertiary amine plant growth regulators in the aqua system.
The solubility of the ester or tertiary amine plant growth regulator aqueous solution is better than that of the conventional citrate or hydrochloride in water, and the liquid properties of the ester or tertiary amine plant growth regulator are not changed; the complex formulation with a liquid system is easier, and floating oil is not easy to appear when the conditions are changed; complex reaction conditions are not needed, and shearing is carried out after simple stirring and compounding; no danger is involved, raw materials such as liquid hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid and other strong acids are not easy to obtain, and the process is not dangerous.
Drawings
FIG. 1 is a schematic diagram of a synthesis procedure provided in an embodiment of the present invention;
FIG. 2 is a data table diagram of the application of the diethylaminoethanol caproate aqua in promoting wheat germination provided by the embodiment of the invention;
FIG. 3 is a table of statistical data of experimental data of a pakchoi containing aqueous diethylaminoethanol caprylate solution according to an embodiment of the present invention;
FIG. 4 is a table of data of applications of the aqueous solution of 2- (3, 4-dichlorophenoxy) triethylamine in beet according to the embodiment of the present invention.
Detailed Description
In order to make the objects, technical solutions and advantages of the embodiments of the present invention clearer, the technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are a part of the embodiments of the present invention, but not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Exemplary embodiments of the present invention are described in detail with reference to the following drawings.
Exemplary embodiments of the present invention are described below in conjunction with specific cases:
example 1: as shown in fig. 1, the invention provides a method for preparing an ester or tertiary amine plant growth regulator aqueous solution, which comprises the following steps: 46-55 parts of liquid organic acid: 37-44 parts, alkyl glycoside 0810: 8-10 parts; the manufacturing method comprises the following steps:
adding an ester plant growth regulator into a stirring kettle at room temperature, wherein the ester plant growth regulator is in a structure of other compounds evolved from caproic acid diethylamino ethanol ester and different fatty acids thereof, such as caprylic acid diethylamino ethanol ester, butyric acid diethylamino ethanol ester, succinic acid bisdiethylamino ethanol ester, 2, 4-dichlorophenoxy diethylamino ethanol ester and p-nitrophenoxy acetic acid diethylamino ethanol ester. The tertiary amine plant growth regulator is 2- (3, 4-dichlorophenoxy) triethylamine and compounds derived from different functional groups thereof.
Secondly, adding water-soluble liquid organic acid into the stirring kettle, and stirring for the first time; wherein the liquid organic acid comprises lactic acid, liquid lower fatty acids, liquid hydroxy acids and liquid phenolic acid. The primary stirring is to put the ester or tertiary amine plant growth regulator into a stirring kettle at the room temperature of 20 ℃, add water-soluble liquid organic acid, stir for 2 hours to ensure that the solution is fully mixed, and release heat and stand to the room temperature.
And step three, finally, adding the emulsifier into the stirring kettle, and carrying out secondary stirring. Wherein the emulsifier includes Tween series, alkyl glycoside series, and castor oil polyoxyethylene ether. And the secondary stirring is specifically that the emulsifier is added into a stirring kettle which is kept still to room temperature, the stirring kettle is fully stirred for 30 minutes, then the shearing is carried out for 1 hour by a high-speed shearing machine, and the stirring kettle is kept still to room temperature to complete the preparation.
In the preparation method of the ester or tertiary amine plant growth regulator aqueous solution, as a preferred scheme, the content of the ester plant growth regulator aqueous solution is 30-60%; the content of the tertiary amine plant growth regulator water agent is 30-60%.
Example 2: preparing 54% diethyl aminoethyl hexanoate aqueous solution; raw materials: 55 parts of 98% diethyl aminoethyl hexanoate; 37 parts of lactic acid; 08108 parts of alkyl glycoside; pouring 55 kg of 98% diethyl aminoethyl hexanoate into a stirring tank, slowly adding 37 kg of lactic acid, stirring while releasing heat, fully stirring, adding 08108 kg of alkyl glycoside, and fully stirring again to obtain 54% diethyl aminoethyl hexanoate aqueous solution; the preparation is clear and transparent when dissolved in water, and can be compounded with most of liquid fertilizers; application effects refer to fig. 2.
Example 3: preparing 49% of caprylic acid diethylaminoethanol ester aqueous solution; raw materials: 50 parts of 98% caprylic acid diethylamino ethanol ester; 40 parts of lactic acid; 081010 parts of alkyl glycoside; pouring 50 kg of 98% diethylaminoethanol caprylate into a stirring tank, slowly adding 40 kg of lactic acid, stirring while releasing heat, fully stirring, adding 081010 kg of alkyl glycoside, and fully stirring again to obtain a diethylaminoethanol caprylate aqueous solution with the content of 49%; the preparation is clear and transparent when dissolved in water, and can be compounded with most of liquid fertilizers; application effects refer to fig. 3.
Example 4: preparing a 45.5% 2- (3, 4-dichlorophenoxy) triethylamine water aqua; raw materials: 46 parts of 98%2- (3, 4-dichlorophenoxy) triethylamine; 44 parts of lactic acid; 121410 parts of alkyl glycoside; pouring 46 kg of 98%2- (3, 4-dichlorophenoxy) triethylamine into a stirring tank, slowly adding 44 kg of lactic acid, stirring while releasing heat, adding 081010 kg of alkyl glycoside after fully stirring, and fully stirring again to obtain a 45.5% content 2- (3, 4-dichlorophenoxy) triethylamine aqua; the preparation is clear and transparent when dissolved in water, and can be compounded with most of liquid fertilizers; application effects refer to fig. 4.
Example 5: preparing a 50% content 2- (3, 4-dichlorophenoxy) triethylamine water aqua; raw materials: 51 parts of 98%2- (3, 4-dichlorophenoxy) triethylamine; 39 parts of levulinic acid; 081010 parts of alkyl glycoside; the method comprises the following steps: pouring 51 kg of 98%2- (3, 4-dichlorophenoxy) triethylamine into a stirring tank, slowly adding 39 kg of levulinic acid, stirring while releasing heat, fully stirring, adding 081010 kg of alkyl glycoside, and fully stirring again to obtain a 50% 2- (3, 4-dichlorophenoxy) triethylamine water aqua; the preparation is clear and transparent when dissolved in water, and can be compounded with most of liquid fertilizers; application effects refer to fig. 2.
Finally, it should also be noted that, herein, relational terms such as first and second, and the like may be used solely to distinguish one entity or action from another entity or action without necessarily requiring or implying any actual such relationship or order between such entities or actions. Also, the terms "comprises," "comprising," or any other variation thereof, are intended to cover a non-exclusive inclusion, such that a process, method, article, or apparatus that comprises a list of elements does not include only those elements but may include other elements not expressly listed or inherent to such process, method, article, or apparatus. Without further limitation, an element defined by the phrase "comprising an … …" does not exclude the presence of other identical elements in a process, method, article, or apparatus that comprises the element.
The principle and the implementation of the present invention are explained above by applying specific examples, and the above description of the embodiments is only used to help understanding the method and the core idea of the present invention; meanwhile, for a person skilled in the art, according to the idea of the present invention, the specific embodiments and the application range may be changed, and in summary, the content of the present specification should not be construed as a limitation to the present invention.

Claims (9)

1. A method for preparing an ester or tertiary amine plant growth regulator aqueous solution is characterized by comprising the following steps: comprises ester or tertiary amine plant growth regulators by weight: 46-55 parts of liquid organic acid: 37-44 parts, alkyl glycoside 0810: 8-10 parts; the manufacturing method comprises the following steps:
step one, adding an ester plant growth regulator into a stirring kettle at room temperature;
secondly, adding water-soluble liquid organic acid into the stirring kettle, and carrying out primary stirring;
and step three, finally adding the emulsifier into the stirring kettle, and carrying out secondary stirring.
2. The method for preparing the ester plant growth regulator aqueous solution according to claim 1, wherein the method comprises the following steps: in the first step, the ester plant growth regulator is a structure of diethyl aminoethyl hexanoate and other compounds evolved from different fatty acids, such as diethyl aminoethyl octanoate, diethyl aminoethyl butyrate, bis-diethyl aminoethyl succinate, 2, 4-dichlorophenoxy diethyl aminoethyl succinate and p-nitrophenoxy diethyl aminoethyl acetate.
3. The method for producing an ester or tertiary amine plant growth regulator aqueous solution according to claim 1, characterized in that: in the first step, the tertiary amine plant growth regulator is 2- (3, 4-dichlorophenoxy) triethylamine and compounds derived from different functional groups thereof.
4. The method for producing an ester or tertiary amine plant growth regulator aqueous solution according to claim 1, characterized in that: the liquid organic acid in the second step comprises lactic acid, liquid lower fatty acids, liquid hydroxy acids and liquid phenolic acid.
5. The method for producing an ester or tertiary amine plant growth regulator aqueous formulation according to claim 1, wherein: the emulsifier in the third step comprises Tween series, alkyl glucoside series and castor oil polyoxyethylene ether.
6. The method for producing an ester or tertiary amine plant growth regulator aqueous solution according to claim 1, characterized in that: the content of the ester plant growth regulator water agent is 30-60%.
7. The method for producing an ester or tertiary amine plant growth regulator aqueous formulation according to claim 1, wherein: the content of the tertiary amine plant growth regulator water agent is 30-60%.
8. The method for producing an ester or tertiary amine plant growth regulator aqueous formulation according to claim 1, wherein: and the primary stirring in the second step is to put the ester or tertiary amine plant growth regulator into a stirring kettle at the room temperature of 20 ℃, add water-soluble liquid organic acid, stir for 2 hours to fully mix the solution, release heat and stand to the room temperature.
9. The method for producing an ester or tertiary amine plant growth regulator aqueous solution according to claim 1, characterized in that: and the second stirring in the third step is specifically that the emulsifier is added into the stirring kettle which is kept still to room temperature, the mixture is fully stirred for 30 minutes, then the mixture is sheared for 1 hour by a high-speed shearing machine, and the mixture is kept still to room temperature to complete the preparation.
CN202210496721.0A 2022-05-09 2022-05-09 Method for preparing ester or tertiary amine plant growth regulator aqueous solution Pending CN114982757A (en)

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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1280766A (en) * 1999-07-16 2001-01-24 吴少宁 Plant growth regulator and its preparing process
CN103636602A (en) * 2013-12-26 2014-03-19 青岛科技大学 Application of naphthaleneacetamide type compounds and salts thereof as plant growth regulators
CN103719082A (en) * 2014-01-22 2014-04-16 杭州宇龙化工有限公司 Application of taking cinnamamides compound as plant growth regulator
CN105906516A (en) * 2016-05-24 2016-08-31 苏州科技学院 Plant growth regulator succinic bis-diethylamino glycolate citrate compound and preparation method thereof
CN111362817A (en) * 2020-03-06 2020-07-03 河南福联生物科技有限公司 Preparation and application of plant growth regulator caprylic-N, N-diethylaminoethyl ester salt
CN113173914A (en) * 2021-05-06 2021-07-27 田庆功 N-substituted glycine derivative and preparation method and application thereof

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1280766A (en) * 1999-07-16 2001-01-24 吴少宁 Plant growth regulator and its preparing process
CN103636602A (en) * 2013-12-26 2014-03-19 青岛科技大学 Application of naphthaleneacetamide type compounds and salts thereof as plant growth regulators
CN103719082A (en) * 2014-01-22 2014-04-16 杭州宇龙化工有限公司 Application of taking cinnamamides compound as plant growth regulator
CN105906516A (en) * 2016-05-24 2016-08-31 苏州科技学院 Plant growth regulator succinic bis-diethylamino glycolate citrate compound and preparation method thereof
CN111362817A (en) * 2020-03-06 2020-07-03 河南福联生物科技有限公司 Preparation and application of plant growth regulator caprylic-N, N-diethylaminoethyl ester salt
CN113173914A (en) * 2021-05-06 2021-07-27 田庆功 N-substituted glycine derivative and preparation method and application thereof

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Title
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洪盈等: "有机化学", vol. 2, 30 November 1986, 人民卫生出版社, pages: 494 *
荣国斌等: "大学有机化学基础", 31 August 2000, 华东理工大学出版社, pages: 453 *

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