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A kind of di-n-butyltin o-phthaloacetate and its preparation method and application

A technology of di-n-butyltin o-phthalic acid ester and o-phthalic acid ester is applied in the application field of di-n-butyl tin o-phthalic acid ester in plant growth regulation, which can solve the problem of producing drug resistance and the like. problem, to achieve the effect of low cost, simple preparation method and high herbicidal activity

Active Publication Date: 2018-02-02
HENGYANG NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, if a herbicide or its combination is used in large quantities for a long period of time, weeds will develop resistance to it, so people need to constantly invent new herbicides

Method used

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  • A kind of di-n-butyltin o-phthaloacetate and its preparation method and application
  • A kind of di-n-butyltin o-phthaloacetate and its preparation method and application
  • A kind of di-n-butyltin o-phthaloacetate and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Preparation of di-n-butyltin phthalate:

[0039] Add 0.226g (1.0mmol) phthalic acid, 0.496g (2.0mmol) dibutyltin oxide, and 25ml anhydrous methanol to a 50mL three-necked flask protected by nitrogen, stir and reflux for 5h, after the reaction is complete, cool to room temperature , filtered, and at a pressure of 0.005MPa and a temperature of 30°C, the filtrate was evaporated to dryness with a rotary evaporator to obtain a white solid, which was recrystallized with a dichloromethane-methanol mixed solvent, wherein the volume ratio of dichloromethane to methanol was 1: 10. Under the condition of 15-35°C, control solvent volatilization and crystallization to obtain colorless transparent crystals, which are di-n-butyltin phthalate of the present invention. Yield: 58.7%. Melting point: 280℃~282℃.

[0040] Elemental analysis (C 52 h 88 o 14 sn 4 ): Theoretical: C 44.23, H 6.28; Found: C 44.25, H 6.27.

[0041] IR(KBr,cm -1): 2956(s), 2928(s), 1654(vs), 1506(s), 1340(s...

Embodiment 2

[0046] Preparation of di-n-butyltin phthalate:

[0047] Add 0.226g (1.0mmol) of phthalic acid, 0.570g (2.3mmol) of dibutyltin oxide, and 25ml of absolute ethanol into a 50mL three-necked flask protected by nitrogen, stir and reflux for 7h, after the reaction is completed, cool to room temperature , filtered, and at a pressure of 0.007MPa and a temperature of 40°C, the filtrate was evaporated to dryness with a rotary evaporator to obtain a white solid, which was recrystallized with a dichloromethane-methanol mixed solvent, wherein the volume ratio of dichloromethane to methanol was 1: 15. Under the condition of 15-35°C, control solvent volatilization and crystallization to obtain colorless transparent crystals, which are di-n-butyltin phthalate of the present invention. Yield: 58.9%. Melting point: 280℃~282℃.

[0048] Elemental analysis (C 52 h 88 o 14 sn 4 ): Theoretical: C 44.23, H 6.28; Found: C 44.25, H 6.27.

[0049] IR(KBr,cm -1 ): 2956(s), 2928(s), 1654(vs), 1506...

Embodiment 3

[0054] Preparation of di-n-butyltin phthalate:

[0055] Add 1.130g (5.0mmol) of phthalic acid, 2.728g (11.0mmol) of dibutyltin oxide, and 70ml of anhydrous benzene into a 150mL three-necked flask protected by nitrogen, stir and reflux for 10h. After the reaction is completed, cool to room temperature , filtered, and at a pressure of 0.006MPa and a temperature of 38°C, the filtrate was evaporated to dryness with a rotary evaporator to obtain a white solid, which was recrystallized with a dichloromethane-methanol mixed solvent, wherein the volume ratio of dichloromethane to methanol was 1: 6. Under the condition of 15-35°C, control solvent volatilization and crystallization to obtain colorless transparent crystals, which are the di-n-butyltin phthalate of the present invention. Yield: 57.6%. Melting point: 280℃~282℃.

[0056] Elemental analysis (C 52 h 88 o 14 sn 4 ): Theoretical: C 44.23, H 6.28; Found: C 44.25, H 6.27.

[0057] IR(KBr,cm -1 ): 2956(s), 2928(s), 1654(vs...

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Abstract

The invention discloses a di-n-butyltin phthalate, which is a compound of structural formula (I), wherein Bu is n-butyl. The invention also discloses a preparation method of the di-n-butyltin phthalate. Di-n-butyltin phthalate of the present invention shows good growth inhibitory effect on purslane, retroflexus, cassia, amaranthus, red amaranth, alfalfa, etc., and di-n-butyltin phthalate of the present invention Dioxyacetate has the characteristics of high herbicidal activity, low cost, and simple preparation method, which provides a new way for the development of new herbicides.

Description

technical field [0001] The invention relates to a di-n-butyltin phthalate and a preparation method thereof, and the application of the di-n-butyltin phthalate in plant growth regulation. Background technique [0002] After the discovery and application of 2,4-dichlorophenoxyacetic acid in 1942, phenoxycarboxylic acid herbicides have always been the herbicides with the largest output and the most widely used area. Phenoxycarboxylic acid herbicides are hormone-type Herbicides have systemic properties and can be quickly transmitted to the whole body of plants to fully exert their efficacy; in addition, they are easy to manufacture, easy to biodegrade, less harmful to the environment, low in toxicity to humans and animals, and safe to use. However, if a herbicide or its composition is used in large quantities for a long period of time, weeds will develop resistance to it. Therefore, people need to continuously invent new herbicides. [0003] Organotin is a class of metal-organi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/22A01N55/04A01P21/00A01P13/00
Inventor 邝代治谭宇星冯泳兰庾江喜蒋伍玖张复兴朱小明
Owner HENGYANG NORMAL UNIV
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