JPS58105928A - Removal of amine from phenol and its homologue - Google Patents

Abstract

PURPOSE:To remove amines from phenol and its homologue, completely, with remarkably suppressed initial and running costs, by adsorbing the amine with a strongly acidic cation exchange resin. CONSTITUTION:Amines are removed from crude phenol and its homologue (e.g. phenol, cresol, etc.) obtained by the fractional distillation of coal tar and containing the amine as impurities by adsorbing the amines with a strongly acidic cation exchange resin (i.e. an ion exchange resin having a copolymer of styrene and divinylbenzene as the matrix resin and sulfonic acid group as the exchange group). Preferably the resin is macroporous for continuous adsorption process wherein the liquid is passed continuously through the resin column, and is gel for batch process.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for removing amines contained in phenol and its analogues, and more specifically, it is characterized by adsorbing and removing amines using a strongly acidic cation exchange resin. This invention relates to a method for removing amines contained in phenol and its analogues.

There are two ways to create phenol and its congeners: fractional distillation of coal tar and synthesis, and although the latter has become more common in recent years, the method of fractional distillation of coal tar is also quite widely used. It is.

In the production of phenol and its homologs by fractional distillation of coal tar, amines are mixed in as impurities, so these amines are usually removed by distillation. However, as is well known, such a distillation method is very expensive in terms of equipment costs and running costs, and furthermore, if the amines are completely removed, a reduction in the yield of phenol and its congeners is inevitable.

In view of these circumstances, the inventors of the present invention have conducted intensive studies on a method that requires very low equipment and running costs and can completely remove such amines. The present invention was completed based on the discovery that a method of adsorbing and removing such substances is extremely effective.

That is, the present invention aims to provide a method for removing amines, which is characterized in that when removing amines contained in phenol and its homologues, the amines are adsorbed and removed using a strongly acidic cation exchange resin. It is something to do.

In the present invention, phenol and its homologs include, for example, phenol produced by fractional distillation of coal tar,
These are ortho, meta, and para isomers of cresol, and amines include those contained in nuclear phenols and their analogs, such as pyridine and aniline.

The strongly acidic cation exchange resin used in the present invention is -
An ion exchange resin having a copolymer of styrene and divinylbenzene as a resin base and a sulfonic acid as an exchange group, which may be a gel type or a macroporous type. For example, Duolite C-20, Duolite C-26 (both manufactured by Diamond Jam Rock Co., Ltd.), Diamond 8 to 2 Diaion PK-220 (both manufactured by Mitsubishi Kasei Co., Ltd.), and Amberlite IR are used as resins. -1201
3. Amberlight 200G (both manufactured by Organo) etc. are failing.

Next, adsorption methods for removing amines include a continuous method in which a resin column is filled with the above-mentioned ion exchange resin and phenol and its congeners are passed through it, and a tank containing phenol and its congeners. Amines can be completely removed by any method such as a batch method in which an ion exchange resin is added and stirred. However, it is effective for passing liquid through the resin column, and on the other hand, a gel lid is more suitable for the bunch method. This is because the gel-type strongly acidic cation exchange resin shrinks considerably in phenol and its congeners, so an adsorption method that passes the liquid through a resin column would result in a large pressure loss, requiring a large flow rate and separation. .

The conditions for passing the liquid through the resin column are the same as those for the normal ion exchange method, and no special operations are required. The temperature must not exceed 120° C., which does not cause deterioration.Also, the adsorption tower, adsorption tank, etc. must be made of materials that are not affected by phenol and its congeners.

Hereinafter, it will be explained in more detail with reference to Examples.

Further, the method of the present invention is not limited to the following examples unless the gist thereof is exceeded.

Example-1 A glass column with an outer diameter of 26 and a height of 50 G and equipped with a heat-insulating outer cylinder was filled with 100 units of Duolite C-26 (manufactured by Diamond Jamrock Co., Ltd.).

Backwashing was carried out for 10 minutes at a flow rate such that the backwash development rate was 604, and after 'te', it was left standing for 5 minutes.

Next, use 54 weight sulfuric acid and regenerate level 180g -H.
2804/z-R Te8 Regenerate in a downward flow at V = 'l (Hr-1) 1st Remaining sulfuric acid is regenerated in a downward flow at 5V = 2 (Hrl) for 60 minutes using ion-exchanged water Extrusion, followed by amine content of 250 ppm (pyridine equivalent)
sv-, 1 g of O-cresol containing O-cresol was passed in a downward flow at 50 to 55°C. The results are shown in Table 1,
5 p for 7 in until the liquid flow rate is 70 (t/L-R)
It was possible to remove it to below pm.

Table 1 Example-2 Example-1 except that the phenol containing amine content 2001) I)m (pyridine equivalent) was passed through, but the amine content was increased to a flow rate of ++411 (t/L-R). 61) E1
It was possible to remove it to less than m.

Table 2 Implementation #8 O- containing 850 ppm amine (calculated as pyridine)
Place Cresol 100- in an Erlenmeyer flask, and add 5 f of Duolite C-20 (Diamond Jamrock).
r was added and stirred at room temperature for 1 hour. Thereafter, the resin was passed through the furnace solution, and the amine content in the 0-cresol was measured, and it was found to be 1 ppm or less.

Claims (1)

[Claims] A method for removing amines contained in phenol and its analogs, which comprises adsorbing and removing the amines using a strongly acidic cation exchange resin. .