Background and overview[1]
Molecular formula of triphenyltin acetate (C6H5)3SnO2CCH 3, the pure product is colorless crystal. Melting point 121~122℃. Insoluble in water, soluble in general organic solvents. The vapor pressure is small and stable to sunlight. Prepared by the reaction of triphenyltin chloride and sodium acetate. It has bactericidal activity and is used as a plant protection agent in agriculture; it can prevent beet brown spot and potato late blight; it is more effective than Bordeaux mixture in controlling celery leaf spot, but has a slight phytotoxicity. Triphenyltin aldehyde is converted through reaction with triphenyltin chloride as an intermediate. The method of preparing triphenyltin chloride is to first obtain tetraphenyltin and then disproportionate it into triphenylchloride. Tin. There are roughly four preparation methods for tetraphenyltin, which are described below: (1) Direct method: This method is theoretically feasible, but due to extremely demanding requirements for tin powder particles and very difficult processing, it is difficult to industrialize production. (2) Alkyl aluminum method: This method requires high temperature and high pressure, has high requirements on process equipment conditions, and is difficult to implement. (3) Green Yacht method: Due to the reaction rate problem, four types of compounds are produced simultaneously during the reaction, which is difficult to separate and purify.
Apply[2-4]
Phenyltin acetate, commonly known as potato weed tin, was originally a protective fungicide produced by the German company Hoechst. Studies have shown that triphenyltin acetate prevents sugar beet brown spot from two-year test results in two places. The effect is obvious. Compared with the control, the yield is increased by 10.8% to 52.0%, the sugar content is increased by 0.8 to 1.9 degrees, and the sugar production is increased by 17.4% to 72.4%. The occurrence of brown spot disease was effectively controlled, and the incidence was only grade 1 to 2.6.
1) In addition, it can also be used to prepare an environmentally friendly rodent-proof and termite-proof cable sheathing material, which is characterized in that it consists of the following components by weight: 82 parts of nitrile silicone rubber, 65 parts of styrene-butadiene rubber, ethylene-propylene rubber 29 parts of rubber, 0.5-1 part of dilauryl thiodipropionate, 3-7 parts of phthaloctyl ester, 2-8 parts of silicon hydroxide, 3-7 parts of calcium carbonate, 8-15 parts of talc, chlorine 1-4 parts of paraffin wax, 0.5-1.5 parts of zinc stearate, 3-8 parts of tetrabasic lead sulfate, 2-6 parts of triphenyltin acetate, 5-10 parts of phenyl salicylate, calcium and zinc composite stability 2-5 parts of agent, 3-9 parts of bamboo powder compound, 10-15 parts of camphor, 11-19 parts of pyrethroids, 4-8 parts of carbamate, 3-6 parts of epoxidized soybean oil. The present invention uses pyrethroids and carbamates, which are particularly effective against rodents and termites. It has no “three hazards” (carcinogenic, teratogenic, mutagenic) to the human body, and effectively prevents rodents or termites from eating and corroding wires and cables. The high hardness of this material makes it more difficult for termites to bite, and can be used in areas with Various occasions where rodent and ant prevention is required.
2) Used to prepare a high specific capacitance SnO2/C porous microsphere and its preparation method. The invention uses triphenyltin acetate, ethanol and potassium hydroxide as raw materials, and adopts an alcohol thermal synthesis-activation method to prepare SnO2/C porous microspheres. The obtained SnO2/C porous microspheres have large specific capacitance, wide potential window and good cycle stability. Moreover, the alcohol-thermal synthesis-activation method used is safe, non-toxic, simple and easy to operate, has high efficiency, low cost, and is easy for industrial application.
Preparation[5]
Wurtz method: This method has mild reaction conditions and fast reaction speed. The tetraphenyltin produced is of good quality and high purity. Although trichlorophenyltin and di-phenyltin are produced during the reaction, they all react with phenylsodium during the cycle reaction, and finally tetraphenyltin is completely generated. Therefore, the Wurtz synthesis process route has the characteristics of high yield, good product quality, and less three wastes. The reaction formula is as follows:
The generated tetraphenyltin is disproportionated with tin tetrachloride to produce triphenyltin chloride:
The final product triphenyltin acetate can be synthesized in one step by reacting triphenyltin chloride with sodium acetate in a suitable solvent:
The specific steps are as follows:
1) Dispersion of metallic sodium: Evacuate the specially equipped dispersing kettle and replace it with nitrogen to ensure that there is no oxygen and water in the kettle, and then add the weighed toluene. After starting stirring, stop stirring. Add the weighed and washed active metal sodium at one time and vent it under nitrogen protection. Open the jacket for steam heating, adjust the mixer from low speed to high speed through the frequency conversion speed control device, keep the high speed running for a few minutes, and then stop stirring. Start stirring again and repeat dispersion several times, take samples for inspection, and provide materials after passing the test.
2) Synthesis of sodium phenyl: replace the synthesis kettle with nitrogen, put in the dispersed metal sodium, and cool it with jacket cooling water. First add a certain amount of chlorobenzene to initiate the reaction, cool it, and then add chlorobenzene dropwise. When the specified amount of chlorobenzene is added, maintain the reaction temperature and continue stirring.
3) Synthesis of tetraphenyltin: At a certain temperature, put accurately weighed tin tetrachloride into the sodium synthesis kettle, add it and continue the heat preservation reaction. In the hydrolysis kettle that has been replaced with nitrogen several times, first add a certain amount of water, start stirring, continue to flow in nitrogen, then slowly add the reaction materials from the synthesis kettle, heat it to a certain reaction temperature with jacketed steam, and then stir and react for a certain period of time. , and then cooled with cold water through a jacket to bring the reaction material down to room temperature. The hydrolyzed material is filtered through a filter, and the filter cake tetraphenyltin is dried in a drying room. After the brine is separated from the filtrate, toluene is recovered through distillation.
4) Synthesis of triphenyltin chloride: In a dry disproportionation reaction kettle, put accurately weighed and dried tetraphenyltin and solvent, and turn on the condenser to cool.Water, enter the jacketed steam of the synthesis kettle, raise the temperature, stir the reaction, stop stirring, cool down the material, add the weighed catalyst and tin tetrachloride, keep stirring, release the material and press filter while it is hot, filter out the catalyst and other filter residues, and the filtrate Enter the cooling crystallization kettle, cool it, and put the crystallization liquid into the suction filter tank for suction filtration. The mother liquor is recovered and recycled. The filter cake is washed twice with solvent and filtered until dry. It is dried in a drying room, weighed, and the content is measured.
5) Synthesis of triphenyltin acetate: In the synthesis kettle, put the weighed triphenyltin chloride, anhydrous sodium acetate and mixed solvent respectively. Turn on the stirring, pass the jacket steam, heat the materials, reflux the reaction, the evaporated solvent is condensed and returned to the synthesis kettle. After the reaction is completed, cool it with water, let the filtrate cool and crystallize, then put the material into the suction filter and suction it to dryness, and circulate the mother liquor Use: The filter cake is dried in a drying room, and the finished product triphenyltin acetate is weighed and the content is measured. The product purity reaches more than 95%, and the total yield averages 64.59%.
Main reference materials
[1] Dictionary of Chemical Substances
[2] Test on the prevention and treatment of sugar beet brown spot with triphenyltin acetate
[3] CN201810633022.X An environmentally friendly rodent-proof and termite-proof cable sheathing material
[4] CN201310599174.X A high specific capacitance SnO2/C porous microsphere and its preparation method
[5] New process production of triphenyltin acetate by Wurtz method
