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Method of producing n-propyl acetate and allyl acetate

A technology of allyl acetate and n-propyl acetate, which is applied in chemical instruments and methods, preparation of carboxylic acid esters, preparation of hydroxyl compounds, etc., can solve the problem of inability to shift the reaction balance, difficult raw material conversion rate and reaction rate, and large consumption Energy and other issues

Inactive Publication Date: 2010-10-06
SHOWA DENKO KK
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in this type of esterification reaction, the reaction equilibrium cannot be shifted to the product (ester) side unless the by-product in the form of water is removed from the system, thus it is industrially difficult to obtain high raw material conversion and reaction rate
Since the latent heat of water vaporization is much higher than that of other organic compounds, there is also a problem of consuming a lot of energy when separating by water vaporization

Method used

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  • Method of producing n-propyl acetate and allyl acetate
  • Method of producing n-propyl acetate and allyl acetate
  • Method of producing n-propyl acetate and allyl acetate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0195] 13 liters of the extraction column overhead liquid 10 as described above was taken and analyzed in detail. Its composition is shown in Table 1.

[0196] [Table 1]

[0197] components

(weight%)

C3 gas

0.1598

Propionaldehyde

0.0162

acrolein

0.1001

Isopropyl acetate

0.0110

Isopropanol

0.0278

[0198] components

(weight%)

diallyl ether

0.1034

Isopropenyl acetate

0.0049

1-propenyl acetate

0.0303

Allyl acetate

89 to 91

Propyl n-propionate

0.0303

Allyl propionate

0.0880

2-Methylcrotonaldehyde

1.0869

2-Methylbutyraldehyde

0.0000

Allyl alcohol

0.0561

Allyl acrylate

3.0708

Acetic acid

0.0795

h 2 o

4.5000

Hazen value

＞100

[0199] High-purity allyl acetate was obtained by subjecting the sample liquid to a distillation procedu...

Embodiment 2

[0262] The same procedure of Example 1 was repeated through the hydrogenation step to obtain compositions as shown in Table 3, and the liquid was then subjected to ozonation according to the method described below.

[0263] Ozone generator: POX-10 / Oxygen (Fuji Electric Co., Ltd.)

[0264] Ozone treatment method: 1.0 liter of the composition shown in Table 3 was charged into a 1 liter graduated cylinder, and ozone-containing gas generated by an ozone generator was diffused from the lower part of the graduated cylinder to allow gas-liquid contact for 2 hours. In addition, the above-mentioned treatment is performed at normal temperature and normal pressure.

[0265] Ozone generator oxygen feed rate: 2.0 L / min

[0266] Ozone generation rate: 2.0 g / h

[0267] The above treatment was repeated five times to treat a total of 4.5 liters of the compositions shown in Table 3 with ozone. The composition of the resulting liquid is shown in Table 5.

[0268] [table 5]

[0269] ...

Embodiment 3

[0296] Approximately 4 liters of the composition of Table 2 described in Example 1 (Fourth Distillation Column Distillate 16) was treated at room temperature between 305 and 515 nm at 4 to 7 mW using the specific wavelength radiation apparatus described below. Irradiate for 25.25 hours at a specified wavelength in wavelength increments of 30 nm, and then measure the optical absorbance of the irradiated liquid at 350 to 500 nm using the optical absorbance measuring device described below. The results are shown in image 3 middle.

[0297] Specific wavelength radiation device: CRM-FD multi-wavelength radiation spectrometer (JASCO Corp.; a device equipped with a 300 W xenon lamp, a focusing parabolic mirror, and a diffraction grating spectrometer, and emits relatively strong monochromatic light. Wavelength accuracy: about 12 nm )

[0298] Optical absorbance measurement device: MPS-2450 spectrophotometer (Shimadzu Corp., double-beam self-recording spectrophotometer, wavelength a...

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Abstract

The present invention provides a method of producing n-propyl acetate comprising producing allyl acetate by using propylene, oxygen and acetic acid as raw materials, and subsequently carrying out a hydrogenation reaction by using the allyl acetate as raw material that is an intermediate of a process for producing allyl alcohol by hydrolyzing the allyl acetate; wherein, the method comprises a photoirradiation treatment step and / or ozone treatment step, hi addition, the present invention provides a method of producing allyl acetate comprising producing allyl acetate by using propylene, oxygen and acetic acid as raw materials, and subsequently carrying out photoirradiation treatment on allyl acetate that is an intermediate of a process for producing allyl alcohol by hydrolyzing the allyl acetate.

Description

technical field [0001] The present invention relates to the method for manufacturing n-propyl acetate and allyl acetate [0002] This application claims priority from Japanese Patent Application No. 2007-295709 filed on November 14, 2007, the contents of which are hereby incorporated by reference. Background technique [0003] Saturated esters such as n-propyl acetate, isobutyl acetate and n-butyl acetate are traditionally commonly used as solvents and reaction solvents and are industrially important compounds. These saturated esters are generally prepared by esterification reactions resulting from condensation of the corresponding alcohols and carboxylic acids. However, in this type of esterification reaction, the reaction equilibrium cannot be shifted to the product (ester) side unless by-products in the form of water are removed out of the system, whereby it is industrially difficult to obtain high raw material conversion and reaction rate. Since the latent heat of wate...

Claims

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Application Information

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IPC IPC(8): C07C67/283C07C69/14
CPCC07C67/283C07C67/055C07C29/095C07C67/60C07C69/007C07C69/14C07C69/155C07C33/03
Inventor 畑中滋藤本正幸
Owner SHOWA DENKO KK
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