CN1125222A - Method for synthetisizing 4,4'-diethylamine benzophenone - Google Patents

Abstract

The present invention relates to a synthetic method of 4,4'-2 diethylamine benzophenone. It is made up by using N,N-diethyl phenylamine and formaldehyde, and making them pass through two-step reaction consisting of condensation and oxidation. Said invention is simple in preparation process, low in cost and high in yield.

Description

A kind of synthetic method of 4.4 '-two pairs of ethamine benzophenone

The present invention relates to a kind of synthetic method of 4.4 '-two pairs of ethamine benzophenone.

At present, domestic production 4.4 '-two pair ethamine benzophenone adopts phosgenation, and it is with N.N-diethyl-aniline and phosgene synthetic under catalyzer tri-chlorination lead or zinc chloride effect. Its shortcoming is an extremely poison, dangerous big of phosgene, produces equipment used and invests high.Another kind of method of producing 4.4 '-two pairs of ethamine benzophenone is to be raw material with N.N-Diethyl Aniline, becomes to make catalyzer with alkyls through formaldehyde condensation, and this product is made in oxidation, but this method facility investment is big, the unstable product quality of production.

The present invention is exactly at above shortcoming, and a kind of technology that proposes is simple, easy to operate, is convenient to suitability for industrialized production, steady quality, the method for closing 4.4 '-two pairs of ethamine benzophenone that cost is low.

The present invention is achieved in that a kind of synthetic method of 4.4 '-two pairs of ethamine benzophenone, it is characterized in that this synthesis technique is:

(1) it is 1000: 555: 5.8 with N.N-Diethyl Aniline and formalin N.N-Diethyl Aniline, formaldehyde, catalyst molar ratio, 80-115 ℃ of termites, reaction 8-40h, standing demix, crystallization, promptly getting condensation product solution is raw material, in the presence of catalyzer, and 4.4 '-two pairs of ethamine ditane condensation intermediates wherein.

(2) condensation product 4.4 '-two bis-ethylamino hexichol are dissolved in solvent methanol, ethanol, propyl alcohol or the butanols with alkane, add catalyzer temperature-elevating to 20-100 ℃, stirring under pressurization 0.2-1 (MPa), logical oxygen, reaction 12-30h, through cooling, crystallization, filtration, drying, pulverizing and obtain finished product, solvent ratios is 1.33 times (w/h) of condenses, and catalyst levels is at least 6% of condenses.

Concrete technology of the present invention is:

1, be that (W/W at 110 ± 5 ℃ of 8-24h that reflux down, made condensation product 4.4 '-two pair ethamine ditane in the presence of catalyzer in 3.3: 1 with N.N-Diethyl Aniline and 37% poly with aldehyde solution, the two ratio.

2, condensation product 4.4 '-two pair ethamine ditane in 1 is dissolved in the solvent methanol, be heated to 20-100 ℃, feed oxygen, be pressurized to 0.2-1 MPa, keep reaction 24h, through cooling, crystallization, filtration, drying, pulverize product 4.4 '-two pair ethamine benzophenone, the recyclable utilization of methanol solvate.

Adopt above technology, solvent methanol is recyclable, thereby has reduced cost widely, and product does not need special purifying, thereby is convenient to suitability for industrialized production.

Below in conjunction with technology the present invention is described in detail.

Example one: 1, in the flask that condenser, agitator are housed, add the basic aniline 74.5g of N.N-two, formalin 22.5g, catalyzer 0.5g, heat, stir, reflux, cool off, separate, get 4.4 '-two couples of ethamine ditane 74.8g, productive rate 96.5%, molten 41 ℃.

2, with product 24g, catalyzer 1.4g, methyl alcohol 40ml in 1, add and be equipped with in the pressure vessel of agitator, heating, aerating oxygen, pressurization, reaction 24h, cooling, filter, with methanol wash, product 21g, 90-92 ℃ of productive rate 83.7%, fusing points.

Embodiment two: 1, get N.N-Diethyl Aniline 74.5g, 37% formalin 22.5g, add nitrogen base Phenylsulfonic acid 1g, heating, backflow, stirring 10h, steam distillation to distillate does not have oily matter, debris is poured in the capacity, cooling, suction filtration, is used washing with alcohol, solid phase prod 4.4 '-two couple ethamine ditane 74.8g, productive rate 96.5%.

2, get in 1 product 24 grams and add methyl alcohol 40ml, add 54 ℃ of catalyzer, temperature of reaction, logical oxygen pressurization 0.3MPa, reaction 10-30h puts into capacity with reaction solution, cooling, suction filtration, solid crystal, heavy 21g, productive rate 83.7%.

The index of this product:

Outward appearance: dull gray green---blue toner end

Content: 〉=90%

Fusing point: 90-92 ℃

Benzene insoluble :≤0.40%

Moisture content: 0.20%.

Claims (1)

1, a kind of synthetic method of 4.4 '-two pairs of ethamine benzophenone is characterized in that this synthesis technique is:

(1) it is 1000: 555: 5.8 with N.N-Diethyl Aniline and formalin N.N-ethylaniline, formaldehyde, catalyst molar ratio, 80-115 ℃ of termites, reaction 8-40h, standing demix, crystallization, promptly getting condensation product solution is raw material, in the presence of catalyzer, and 4.4 '-two pairs of ethamine ditane condensation intermediates wherein.

(2) condensation product 4.4 '-two bis-ethylamino hexichol are dissolved in solvent methanol, ethanol, propyl alcohol or the butanols with alkane, add catalyzer temperature-elevating to 20-100 ℃, stirring under pressurization 0.2-1 (MPa), logical oxygen, reaction 12-30h, through cooling, crystallization, filtration, drying, pulverizing and obtain finished product, solvent ratios is 1.33 times (w/h) of condenses, and catalyst levels is at least 6% of condenses.