CN1807416A - Ethoxy chinoline production method - Google Patents

Abstract

The invention discloses a Method for production of ethyoxyl quinoline, using phenetidine and acetone to be raw matetial, doing dehydration condensation reaction between 140-160 deg C in the condition of acid catalyst and dissolvent exist. In response anaphase, replacing the dissolvent of water separater, transforming the phenetidine completely in one reaction. Using this method can omit the step of rectification; this will improve the production efficiency, make the p-phenetidine of ethyoxyl quinoline less than 1wt% and make the quality of product reach the standard of food additive.

Description

A kind of production method of ethoxyquinoline

Technical field: the present invention relates to a kind of production method of organic compound, particularly a kind of production method that is used for the ethoxyquinoline of fodder additives.

Background technology: well-known, ethoxyquinoline is widely used in the antioxidant addn of feed in fodder industry, and its chemical name is a 6-oxyethyl group-2,2,4-trimethylammonium-1,2-dihydroquinoline.

The production method of ethoxyquinoline is a raw material with p-phenetidine and acetone, in the presence of acid catalyst and solvent, under 120 ℃～240 ℃ condition, carry out dehydration condensation, in the production method as Chinese patent 92100074 introductions, after the primary first-order equation, wherein p-phenetidine does not transform fully, after so just causing reaction, rectifying separation to go out p-phenetidine, recirculation is used, reduced production efficiency, p-phenetidine content in the product ethoxyquinoline will surpass 1wt% simultaneously, has influence on the quality of ethoxyquinoline, because p-phenetidine is a kind of primary amine, toxicity is very big, and is a kind of carcinogenic substance.

Summary of the invention: the object of the invention just provides a kind of p-phenetidine that makes and transforms fully in primary first-order equation, and the p-phenetidine content in the product ethoxyquinoline is less than 1wt% simultaneously.The production method of ethoxyquinoline of the present invention is as follows:

In reactor, drop into p-phenetidine, the p-phenetidine that a last still reclaims, solvent and acid catalyst, start stir and heat temperature raising to 140 ℃～160 ℃, after the water in the reactive system is most by solvent bank, at this moment constantly add acetone by the spinner-type flowmeter dominant discharge, fast back is slow before the flow of acetone, at this moment reaction is constantly carried out, from water trap, constantly tell the water that reaction generates, solvent in the water trap is released after 22～24 hours in reaction, again change new solvent, continue to drip acetone reaction 8～10 hours again, at this moment from the reactive system gas chromatography analysis for sampling, p-phenetidine content is less than 1wt% in the reactive system, and reaction just finishes; Then reaction solution is cooled off, the solubilizing agent dilution adds alkali lye and neutralizes, and is washed to neutrality again; Carry out underpressure distillation and remove the p-phenetidine that desolvates and reclaim, obtain ethoxyquinoline buttery liquid at last.

The solvent that the present invention uses has toluene or dimethylbenzene, and they are also as the band aqua simultaneously.

The acid catalyst that the present invention uses has tosic acid, Phenylsulfonic acid or hydrochloric acid.

In the production method of ethoxyquinoline of the present invention, key is the solvent in reaction later stage replacing water trap, this is because in the reaction later stage, contain acetone in the solvent in the water trap, and contain water in the acetone, at this moment the solvent in the water trap contains water, be back in the reactor again, can not in time take away the water of reactive system, according to the chemical reaction equilibrium principle, reaction will stop, and p-phenetidine just can not transform in primary first-order equation fully, in water trap, change solvent after, the solvent that is back to like this in the reactor does not just contain water, on the contrary the water that generates in the reactive system is constantly brought out, just impel reaction to carry through to the end, p-phenetidine is transformed in primary first-order equation fully.

Use the production method of ethoxyquinoline of the present invention to enhance productivity, p-phenetidine is existed

Transform fully in the primary first-order equation, save this fractionating step of rectifying, make simultaneously in the product ethoxyquinoline to ammonia

Base phenyl ethyl ether content can reach the requirement of foodstuff additive or higher feed grade requirement below 1wt%.

Embodiment: following embodiment is to the further specifying of the inventive method, rather than limitation of the scope of the invention.

Embodiment 1

In 2 cubic metres reactor, add 1000 kilograms of p-phenetidines, reclaim p-phenetidine

200 kilograms, 125 kilograms of 100 kilograms of toluene and tosic acid start and stir and heat temperature raising to 140 ℃

After, beginning to drip acetone by spinner-type flowmeter, acetone drips flow and is divided into four-stage:

Fs is 70 kilograms/hour, and the time is 6 hours

Subordinate phase is 50 kilograms/hour, and the time is 6 hours

Phase III is 30 kilograms/hour, and the time is 10 hours

The quadravalence section is 12 kilograms/hour, and the time is 10 hours

The entire reaction course time is 32 hours, temperature of reaction is controlled at 140 ℃～160 ℃, the total consumption of acetone is 1140 kilograms, the water that generates in the reaction is constantly discharged from water trap, after reaction 24 hours, at this moment change the toluene in the water trap, continuing to drip acetone reaction 8 hours, after reaction reaches 32 hours, extract reaction solution and do gas chromatographic analysis, at this moment in the reaction solution content of p-phenetidine when 1wt% is following, reaction just stops, go to then and be chilled to 100 ℃ in the cooling reactor, add 800 kilograms of dilutions of toluene, add the alkali lye neutralization again, carry out underpressure distillation after the washing, steam toluene and reclaim use, then steam and reclaim 200 kilograms of p-phenetidines, feeding intake as next still recycles, and steams 1300 kilograms of ethoxyquinoline crude oil at last, wherein p-phenetidine content is 0.4wt%, and ethoxyquinoline content is 95.8wt%.

Claims (3)

1. the production method of an ethoxyquinoline is characterized in that its production method is as follows:

In reactor, drop into p-phenetidine, the p-phenetidine that a last still reclaims, solvent and acid catalyst, start stir and heat temperature raising to 140 ℃～160 ℃, after the water in the reactive system is most by solvent bank, at this moment constantly add acetone by the spinner-type flowmeter dominant discharge, fast back is slow before the flow of acetone, at this moment reaction is constantly carried out, from water trap, constantly tell the water that reaction generates, solvent in the water trap is released after 22～24 hours in reaction, again change new solvent, continue to drip acetone reaction 8～10 hours again, at this moment from the reactive system gas chromatography analysis for sampling, p-phenetidine content is less than 1wt% in the reactive system, and reaction just finishes; Then reaction solution is cooled off, the solubilizing agent dilution adds alkali lye and neutralizes, and is washed to neutrality again; Carry out underpressure distillation and remove the p-phenetidine that desolvates and reclaim, obtain ethoxyquinoline buttery liquid at last.

2. the production method of a kind of ethoxyquinoline according to claim 1 is characterized in that solvent has toluene or dimethylbenzene.

3. the production method of a kind of ethoxyquinoline according to claim 1 is characterized in that acid catalyst has tosic acid, Phenylsulfonic acid or hydrochloric acid.