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Isonicotinic acid ester and preparation method thereof

A technology of isonicotinic acid ester and isonicotinic acid is applied in the field of new isonicotinic acid ester compounds and their preparation, and can solve the problems of difficult separation of concentrated sulfuric acid and products, inability to regenerate concentrated sulfuric acid, strong oxidizing property of concentrated sulfuric acid, and the like, To achieve the effect of low equipment investment and operating costs, short response time and good product quality

Active Publication Date: 2013-04-17
HUNAN HONGBANG NEW MATERIAL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, there is no manufacturer producing isonicotinate in my country, and most foreign manufacturers use concentrated sulfuric acid as a catalyst. Although concentrated sulfuric acid has ideal catalytic activity as an esterification catalyst, it has the following disadvantages: (1) concentrated sulfuric acid is strong in acidity, and the production process The corrosion of the equipment in the middle is serious, resulting in frequent equipment replacement and increased production costs; (2) concentrated sulfuric acid has strong oxidative properties, resulting in the reaction of alcohol and water to form ether and coke, which affects product quality; (3) a large amount of waste acid, Wastewater pollutes the environment; (4) Concentrated sulfuric acid cannot be recycled as a catalyst, which increases the production cost accordingly; (5) Concentrated sulfuric acid is not easy to separate from the product, the post-treatment process is complicated, and the product cost increases

Method used

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  • Isonicotinic acid ester and preparation method thereof
  • Isonicotinic acid ester and preparation method thereof
  • Isonicotinic acid ester and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] In a 1-liter four-neck flask equipped with a stirrer, a reflux condenser, and a dropping funnel, add 1.0 mol of isonicotinic acid and 1 mol of n-butanol, fill with nitrogen for protection, and add 100% of the total volume of the water-carrying agent in the water separator. 1 / 3 of the hexane with water agent is heated with an oil bath, and the stirrer is started, and 5.0g of stannous oxalate solid acid catalyst is added, heated and stirred under normal pressure, and when the water produced by the reaction flows out from the water separator, start Timing, the reaction temperature is maintained at 120 ° C ~ 130 ° C, when no more water enters the water separator, the reaction is complete, the reaction solution is filtered, the filter cake is isonicotinic acid and a solid catalyst can be used for recycling, and the filtrate is firstly treated with 20% carbonic acid Washing with sodium solution to weak alkalinity, then washing with water until the washing water is neutral, sta...

Embodiment 2

[0035] In a 1-liter four-neck flask equipped with a stirrer, a reflux condenser, and a dropping funnel, add 1.0 mol of isonicotinic acid and 2 mol of n-butanol, fill with nitrogen for protection, and add 100% of the total volume of the water-carrying agent in the water separator. 1 / 3 of the cyclohexane with water agent is heated with an oil bath, and the stirrer is started, and the 5.0g stannous oxalate solid acid catalyst that is recycled after the reaction of Example 1 is added, and heated under normal pressure to reflux and stir. When the water flows out of the water separator, start timing, and keep the reaction temperature at 120°C to 130°C. When no more water enters the water separator, the reaction is complete, and the reaction liquid is filtered, and the filter cake is isonicotinic acid and solid menstrual catalyst. It can be used for recovery and circulation. The filtrate is first washed with 20% sodium carbonate solution to weak alkalinity, and then washed with water ...

Embodiment 3

[0037] In a 1-liter four-neck flask equipped with a stirrer, reflux condenser, and dropping funnel, add 1.0 mol of isonicotinic acid and 3 mol of n-butanol, fill with nitrogen for protection, do not add water-carrying agent, heat with an oil bath, and start Stirrer, add the 5.0g stannous oxalate solid acid catalyst that embodiment 2 has reacted and recycles, carry out normal pressure heating and reflux stirring, when the water that is to be reacted flows out from the water trap, start timing, and the reaction temperature is maintained at 120° C. to 130° C. ℃, when no more water enters the water separator, the reaction is complete, and the reaction solution is filtered, and the filter cake is isonicotinic acid and solid menstrual catalyst can be used for recycling, and the filtrate is first washed with 20% sodium carbonate solution to weak alkalinity , and then washed with water until the washing water is neutral, standing for stratification, distilling the upper organic layer u...

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Abstract

The invention discloses isonicotinic acid ester and a preparation method thereof. The method comprises the following steps that isonicotinic acid, alcohols and a solid acid catalyst react at 120-280 DEG C for 8-18h; water generated in a reaction process is separated by a water separator in the reaction process; a mixture after reaction is subjected to filtering, alkaline washing, water washing and reduced pressure distillation; and then isonicotinic acid ester is obtained. The mass ratio of isonicotinic acid and alcohols is 1:(1-3) (mole / mole); solid acid is stannous oxalate, SO4<2-> / ZrO2-Al2O3 or SO4<2-> / SnO2-Al2O3; and the dosage of the solid acid catalyst is 2-8% of the total mass of isonicotinic acid and alcohols. The method is mild in reaction condition and high in yield; solid acid serves as the catalyst and can be reused; equipment is not corroded; and the equipment investment and operating cost are low.

Description

technical field [0001] The invention relates to a novel isonicotinate compound and a preparation method thereof, in particular to a method for preparing isonicotinate by using solid acid as a catalyst. Background technique [0002] Isonicotinate, the solution is brownish red or brown transparent, has no irritating smell, is not easy to oxidize, does not change color, has good stability, and has good emollient, extensibility and permeability. It is a non-toxic, non-irritating, Nonionic surfactant that does not produce allergic reactions. [0003] The skin has a good absorption of isonicotinate, and it can be in close contact with the hair follicles in the cortex, penetrate deep into the cortex, and bring the active components into it, so as to fully exert the effect of the active ingredients. Adding isonicotinate to cosmetics (amount of 2% to 5%) can make the product evenly spread on the skin, making the skin feel smooth but not greasy, and it is an excellent emollient; addi...

Claims

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Application Information

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IPC IPC(8): C07D213/79C07D213/803
Inventor 曹佐英肖连生王一舟宋晓凤李立冬王伟民
Owner HUNAN HONGBANG NEW MATERIAL
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