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Environment-friendly preparation process of N-(4-ethoxy carbonyl phenyl)-N'-methyl-N'-phenyl formamidine intermediate

A technology of ethoxycarbonylphenyl and phenylformamidine, which is applied in the field of fine chemicals, can solve problems such as environmental pollution, lower esterification yield, large and high-salt wastewater, etc., to reduce production costs, reduce pollution, and improve esterification. The effect of chemical reaction yield

Active Publication Date: 2016-02-10
CHANGZHOU YONGHE FINE CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the concentrated sulfuric acid used in the prior art is commercially available pure concentrated sulfuric acid, so that the cost is relatively high, and the concentrated sulfuric acid directly enters the acid-base neutralization process after the esterification reaction, which will not only produce a large amount of high-salt wastewater, but also cause environmental damage. Larger pollution, but also cause the hydrolysis of ethyl p-nitrobenzoate, resulting in a reduction in the yield of esterification

Method used

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Examples

Experimental program
Comparison scheme
Effect test

example 1)

[0025] This example is the ethanol recovery treatment method that collects in step 3. and step 4. of comparative example 1:

[0026] First, carry out rectification on the collected ethanol to obtain preliminary recovered ethanol with a purity of 96% to 97%; then add sodium hydroxide (the addition amount is about 1% of the weight of ethanol) to the preliminary recovered ethanol, heat to reflux, Insulate for 2 hours; finally start atmospheric distillation, collect fractions, stop heating when the internal temperature reaches 85°C, and obtain recycled ethanol with a purity ≥ 99.5%.

Embodiment 1)

[0028] This embodiment is a green preparation process of N-(4-ethoxycarbonylphenyl)-N'-methyl-N'-phenylformamidine intermediate, and the specific steps are as follows:

[0029] ①Put 80kg of commercially available anhydrous ethanol (1.74kmol) into the reaction kettle, then add 50kg of p-nitrobenzoic acid (0.30kmol) and 10kg of commercially available concentrated sulfuric acid (0.10kmol) while stirring, and stir after adding Heat up to 80±2°C, reflux for 6h.

[0030] After the reaction is finished, ethanol is distilled out at normal pressure first, and when it is steamed to 95-98°C, the ethanol is distilled out under reduced pressure.

[0031] Move the upper catalyst layer (that is, the concentrated sulfuric acid layer) to the still, and distill under reduced pressure (vacuum degree <-0.09MPa). After steaming to 120-122°C, control the temperature to distill until anhydrous distills out to obtain Recycling concentrated sulfuric acid.

[0032] Keep the lower organic layer warm a...

Embodiment 2)

[0036] The rest of this embodiment are the same as in Example 1, except that the concentrated sulfuric acid used in step 1. is the recovered and processed concentrated sulfuric acid obtained according to the recovery and treatment method in step 1. Sulfuric acid), the reaction results are shown in Table 1.

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Abstract

The invention discloses an environment-friendly preparation process of an N-(4-ethoxy carbonyl phenyl)-N'-methyl-N'-phenyl formamidine intermediate. The process comprises the steps of making p-nitrobenzoic acid and ethyl alcohol be subjected to an esterification reaction under the catalysis of concentrated sulphuric acid, conducting aftertreatment and catalytic hydrogenation on materials generated after the esterification reaction, and obtaining ethyl p-aminobenzoate; an aftertreatment procedure comprises the steps of removing ethyl alcohol in the materials generated after the esterification reaction through evaporation, then leaving remaining materials standing still for layering, and conducting neutralization treatment on materials on the lower layer. According to the environment-friendly preparation process, the concentrated sulfuric acid is separated out before neutralization treatment is conducted on the materials obtained after the esterification reaction, a great amount of high salinity waste water cannot be generated, environment pollution is reduced, and the yield of the esterification reaction can be raised.

Description

technical field [0001] The invention belongs to the technical field of fine chemicals, and specifically relates to a green preparation process of N-(4-ethoxycarbonylphenyl)-N'-methyl-N'-phenylformamidine intermediate ethyl p-aminobenzoate . Background technique [0002] N-(4-ethoxycarbonylphenyl)-N'-methyl-N'-phenylformamidine is a highly efficient anti-ultraviolet additive, which can efficiently absorb ultraviolet light in the 240-340nm band. N-(4-ethoxycarbonylphenyl)-N'-methyl-N'-phenylformamidine has good compatibility with organic macromolecules, and has good light and heat stability, and is widely used in polyurethane, Adhesives, foams and other polymer materials. N-(4-ethoxycarbonylphenyl)-N'-methyl-N'-phenylformamidine is liquid at room temperature, has good processability, and is compatible with ultraviolet light of benzophenone or benzotriazole Compared with absorbents, N-(4-ethoxycarbonylphenyl)-N'-methyl-N'-phenylformamidine has better anti-ultraviolet perform...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C229/60C07C227/04
Inventor 栾永勤陆海峰姜友林许晓春
Owner CHANGZHOU YONGHE FINE CHEM
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