Industrial-grade resorcinol purification process

FIELD: industrial organic synthesis.

SUBSTANCE: purification of industrial-grade resorcinol mainly comprises removal of phenol by way of disintegrating product at 40-60°C in inert gas or air flow to particle size 0.01-0.1 mm. Depending on pollution and content of phenol in starting resorcinol, disintegration is preceded by extraction of resorcinol with alcohol or ketone, or ether, or water, after which resorcinol is dried in inert gas flow at 20-40°C. Purified product has melting point 110°C and is characterized by phenol level not exceeding 0.001 wt %.

EFFECT: improved quality of product and simplified purification process.

2 cl, 2 ex

 

The invention relates to the chemical industry and relates to a method of purification of resorcinol, which is widely used in the tire industry, aniline dye, leather and pharmaceutical industries.

Technical resorcinol still contains a significant amount of residual phenol that significantly impairs his trademark properties, as it leads to rapid caking and makes use of it. Also contained in the technical resorcinol phenol volatile and has poisonous properties, i.e. refers to toxic substances.

The currently known methods for removal of resorcinol directly in the process of getting it, so already received resorcinol as a technical product mainly based on the separation of the extraction of various organic solvents and subsequent allocation of crystallization, as well as using adsorbents such as activated carbon (SU 516669, 05.06.1976, description, column 1).

So, from SU 192824, 02.08.1967 known purification method of resorcinol in the process of its receipt, in which resorcinol is already obtained after extraction of its solvent, neutralized with potash, caustic soda or sodium carbonate.

In SU 188509, 01.11.1966 described a method of producing resorcinol, which includes a stage of separation of resorcinol (already received) and the o enable increases salts by fractional crystallization of its aqueous solution, using evaporation and cooling.

In the patent FR 2210598, 16.08.1974 described the method of allocation of resorcinol containing mixtures by selective solvent extraction.

The above known methods mostly do not aim at purification from phenol resorcinol, in addition, involve the use of a large number of toxic solvents.

In the patent FR 2430927, 14.03.1980 describes the purification of the resulting resorcinol by recrystallization of resorcinol from a mixture of substances with a boiling point above the boiling point of resorcinol.

In SU 740739, 15.06.1980 described allocation method 5-methylresorcinol from a mixture of diatomic phenols, in which the first mixture is dissolved in water, the resulting solution at 40-70°extracted With cyclohexane, benzene or toluene; separating the raffinate and extracted his diisopropyl ether or butyl acetate at 20-40°the solvent is distilled off, cooling the melt and produce the product. This method is quite complicated and technologically derived resorcinol contains unwanted phenol.

The closest in technical essence and the achieved technical result is a well-known method of purification of technical resorcinol from impurities of the condensation products of resorcinol and m-isopropylphenol, according to which a hot solution of resorcinol in toluene cooled to 65-95°Since, according to the scientists when two phases are separated delamination in high-boiling hydrocarbon phase and toluene and then from the latter produce crystallization of resorcinol (SU 516669, 05.06.1976).

The output of resorcinol as a result of this purification is 94-97%. The method is quite complicated technologically, in addition, resorcinol contains unwanted residual impurities.

The technical objective of the claimed invention is to simplify the process of cleaning resorcinol, improving the efficiency of cleaning it and the quality of the target product of resorcinol.

Set the technological objective is achieved in that the cleaning method of resorcinol is carried out by grinding the source of resorcinol at a temperature of 40-60°With up to a particle size of 0.01-0.1 mm in a stream of inert gas or air.

If the original technical resorcinol contains increased amount of impurities phenols, before grinding his first extracted with alcohol, or ketone, or simply ether, or water, then dried in a current of inert gas or air at 20-40°C.

As alcohol use, for example, ethanol, isopropanol; ethers, such as butyl acetate, diisopropyl ether, as ketones, for example acetone.

The essence of the claimed invention is as follows.

If technical resorcinol has a faintly pinkish or light yellow color, clean it as follows:

- grind such resorcinol in a ball mill or mill type grinder, heat is th 40-60° In an atmosphere of air or inert gas.

The grinding is performed until the state of dispersion of 0.01-0.1 mm

If technical resorcinol color has a pinkish-brown, the phenol from it can be removed as follows:

- extracted with resorcinol alcohols, ketones, ethers or water. While the choice of solvent depends on the degree of purification of resorcinol. The higher yield obtained with the use of alcohol is isopropyl or ethyl alcohol.

After extraction, the resorcinol is dried in an atmosphere of inert gas (nitrogen, argon or dry air at a temperature of from room temperature, but not above 40°C.

Then it is ground in a ball mill or mill type grinder to a size of 0.01-0.1 mm

Output is up to 99%, purified resorcinol almost white in color and contains not more than 0.001% phenol, contains no water and has a melting point 110-112°C. the Powder does not cake in two years.

The following examples illustrate the invention.

EXAMPLE 1

Technical resorcinol with slightly pink or slightly yellow in color, heated to 40-60°and grind in a ball mill or mill type grinder until the particle size of 0.01-0.1 mm, the Yield of purified product is 99%.

EXAMPLE 2

One kilogram of pinkish-brown resorcinol washed with ethyl alcohol (200 g) at room te is the temperature, for example, 25°C.

The alcohol is separated in a Buechner funnel, and the solvent is then used for re-washing five times.

Separated from the solvent resorcinol washed with 50 g of pure ethyl alcohol on a Buechner funnel and sucked until then, until it dries.

Washed and dried on the funnel resorcinol was loaded into a ball mill and was razmalyvanija the same way as described in Example 1.

The content of phenol in a purified in this way the resorcinol did not exceed about 0.001 wt.%, TPL 110°C. Yield 90%.

Thus, the method of purification of technical resorcinol according to the invention allows to minimize (almost to the “footprints”) the content of the phenol to resorcinol, which leads to an improvement in the quality of the target product, used in medicine, pharmaceuticals and fine chemical synthesis.

1. The purification method of resorcinol, namely, that resorcinol is milled at a temperature of 40-60°With up to a particle size of 0.01-0.1 mm in a stream of inert gas or air.

2. The method according to claim 1, characterized in that before chopping carry out the extraction of resorcinol alcohol, or ketone, or simply ether, or water, and then dried in a current of inert gas or air at a temperature of 20-40°C.



 

Same patents:

The invention relates to organic synthesis, in particular to a method of producing dihydroxybenzene catalytic oxidation of phenol by nitrous oxide in the presence of benzene

The invention relates to the derivatives of resorcinol used to obtain cosmetic preparations

The invention relates to a method for the synthesis of hydroxylated aromatic compounds by the oxidation of aromatic compounds with hydrogen peroxide in an organic solvent in the presence of synthetic zeolites

The invention relates to an improved method for producing 2,3,5-trimethylhydroquinone - intermediate production of vitamin E.

The invention relates to the synthesis of a derivative of hydroquinone, namely, 2,5-di-(N,N-dimethylaminomethyl)-hydroquinone, which may find application as a colorless treatment of thermo stabilizer rubber stamps SKI-3, representing a synthetic isoprene rubber with a high content of parts of CIS-1,4

The invention relates to the field of organic synthesis, more specifically to a method for production of phenol and its derivatives by catalytic partial oxidation of benzene and its derivatives with nitrous oxide

(-=62kcal/mol)where X=H, HE, F, Cl, CH3C2H5or any other radical, the replacement of the hydrogen atom in the benzene molecule

The invention relates to substituted phenols, in particular the joint receiving pyrocatechin and hydroquinone

The invention relates to deoxybenzoin, in particular to an improved method of obtaining pyrocatechin and hydroquinone, which are used as independent inhibitors and in pictures, and as intermediates in the synthesis of antioxidants, vanilla, papaverine, and are used when painting fur

The invention relates to chemical technology and can be used in the production of pyrocatechin and hydroquinone, which are widely used as intermediates for the production of antioxidants, medicinal substances, dyes and so on

The invention relates to methods of rational use of phenolic resin and obtaining useful products from it, in particular drugs for the protection of forest plantations from pests

FIELD: industrial organic synthesis.

SUBSTANCE: purification of industrial-grade resorcinol mainly comprises removal of phenol by way of disintegrating product at 40-60°C in inert gas or air flow to particle size 0.01-0.1 mm. Depending on pollution and content of phenol in starting resorcinol, disintegration is preceded by extraction of resorcinol with alcohol or ketone, or ether, or water, after which resorcinol is dried in inert gas flow at 20-40°C. Purified product has melting point 110°C and is characterized by phenol level not exceeding 0.001 wt %.

EFFECT: improved quality of product and simplified purification process.

2 cl, 2 ex

FIELD: chemistry.

SUBSTANCE: invention relates to a method for the production of 5-tert-butyl-3-methyl-1,2-phenylene dibenzoate, comprising an interaction under reaction conditions between 5-tert-butyl-3-methylcatechol (BMC) and triethylamine and a member selected from the group consisting of an aromatic carboxylic acid and an aromatic carboxylic acid derivative, where the derivative of the aromatic carboxylic acid is an aromatic acyl halide, an aromatic anhydride, an aromatic carboxylate salt or any combination thereof; and where the aromatic carboxylic acid is benzoic acid; and forming a composition comprising 5-tert-butyl-3-methyl-1,2-phenylene dibenzoate (BMPD). Synthesis pathways for a precursor to 5-tert-butyl-3-methyl-1,2-phenylene dibenzoate are provided. The precursor is 5-tert-butyl-3-methylcatechol.

EFFECT: simple and cost-effective method with high yield.

10 cl, 2 dwg, 6 ex

FIELD: industrial organic synthesis.

SUBSTANCE: purification of industrial-grade resorcinol mainly comprises removal of phenol by way of disintegrating product at 40-60°C in inert gas or air flow to particle size 0.01-0.1 mm. Depending on pollution and content of phenol in starting resorcinol, disintegration is preceded by extraction of resorcinol with alcohol or ketone, or ether, or water, after which resorcinol is dried in inert gas flow at 20-40°C. Purified product has melting point 110°C and is characterized by phenol level not exceeding 0.001 wt %.

EFFECT: improved quality of product and simplified purification process.

2 cl, 2 ex

FIELD: analytical methods.

SUBSTANCE: invention is directed to controlling treated waste waters from varnish-and-paint industry enterprises and discloses a method of separately determining resorcinol and 2,4-dinitroresorcinol involving potentiometric titration in dimethylformamide medium, determination being carried out in aqueous sample preliminarily acidified to pH 2-3 and treated with acetone in presence of ammonium sulfate as salting-out agent in amount 36.5-40.0% of the weight of sample. Organic layer containing resorcinol and 2,4-dinitroresorcinol is then separated, diluted with dimethylformamide at volume ratio 1:5, and titrated with solution of potassium hydroxide in isopropyl alcohol. Content of each of resorcinols is calculated from differential titration curves in according to formula: C = Co100/R wherein C and Co are concentrations of resorcinols in initial aqueous sample and in extract, respectively, mg/dm3, and R degree of recovery of resorcinols in acetone/water-salt solution, %.

EFFECT: enabled selective determination of resorcinol and 2,4-dinitroresorcinol, reduced detection limits (extraction concentration operation), and expanded application area.

2 tbl, 12 ex

FIELD: analytical chemistry of organic compounds; in particular quality controlling of alcohol products.

SUBSTANCE: claimed method includes catechol extraction from ground oak wood with organic solvent aqueous solution followed by determination of content thereof, wherein as organic solvent ethanol aqueous solution is used in ethanol/water ratio of 50:50. Then catechols are concentrated into organic phase at pH 2.0-3.0; ammonium sulfate is added in amount of 18-20 % based of probe mass and catechols are determined by extract conductance-measuring titration. Catechol content in aqueous alcohol solution as calculated to quercetine is determined according formula wherein C is catechol concentration in solution, g/dm3; C(PB(NO3)2) is molar concentration of titrant equivalent, g/dm3; V(PB(NO3)2) is titrant volume required for catechol titration, cm3; Mk - molar mass of quercetine, g/mol; Ve - extract volume, cm3; r is equilibrium volume ratio of aqueous and organic phases; R is catechol recovery degree in ethanol/aqueous-salt solution, % (96).

EFFECT: simplified and inexpensive method with increased selectivity, and enhanced applications.

9 ex, 2 tbl, 1 dwg

FIELD: chemistry.

SUBSTANCE: process includes resorcinol extraction with organic solvent tributyl phosphate (TBPh). The well-milled hard foamed polyurethane (FPU) will be modified at that with tributyl phosphate in the mass ratio FPU:TBPh = 1:(2.0-2.5), the extraction will be performed prior to establishing the interphase balance with subsequent isolation of organic phase from the water phase.

EFFECT: process enables one to enhance the concentrating coefficient and reduce expenditure of the organic solvent tributyl phosphate.

1 tbl, 2 ex

FIELD: chemistry.

SUBSTANCE: flow of water solution of dioxybenzole with concentration from 5 to 60 wt % with volume rate, expressed in kg of dioxybenzole/hour/kg of catalyst 0.1 - 10 hours-1, and hydrogen flow are supplied to adiabatic reactor with immobile layer of catalyst. Reaction of hydrodeoxygenation in vapour phase working in continuous regime in presence of catalyst is performed. Flow of dioxybenzole water solution and hydrogen flow are supplied in such amount that ratio between total quantity of hydrogen and dioxubenzole moles was within range from 2:1 to 50:1. Reaction is carried out at temperature within range from 250 to 500°C and pressure 0.1-10 MPa. Used catalyst represents catalyst on carrier, containing element of group VIB, or their mixture, or element of group VIII of periodic system, or their mixture and promoter.

EFFECT: invention allows to increase decree of dioxybenzole conversion, selectivity in relation to phenol and process productivity.

21 cl, 27 ex, 1 dwg

FIELD: chemistry.

SUBSTANCE: invention relates to chemistry of organic compounds and a method of concentrating resorcinol from aqueous solutions, involving extraction-sorption concentration of resorcinol using a sorbent in form of elastic foamed polyurethane modified with a solution of tributylphosphate in hexane in volume ratio of tributylphophate: hexane equal to 1:(0.5-1) and weight ratio of elastic foamed polyurethane: tributylphosphate equal to 1:(0.5-0.75).

EFFECT: high coefficient of extraction-sorption concentration, increase in degree of extraction to 98,6% and low consumption of tributylphosphate.

1 tbl, 3 ex

FIELD: chemistry.

SUBSTANCE: invention relates to a method of purifying crude hydroquinone HQ0, essentially containing hydroquinone and small amounts of impurities, containing both: (i) impurities having a lower evaporation temperature than that of hydroquinone, referred to as light impurities, including resorcinol; and (ii) impurities having a higher evaporation temperature than that of hydroquinone, referred to as heavy impurities, including pyrogallol. Said method is characterised by that is includes the following steps: (A) distillation in the top part of the column, in which the crude hydroquinone HQ0 is injected into a distillation column, having reflux ratio from 300 to 2000, and where the resorcinol is removed in the top part of the column, optionally in conjunction with all or part of the other light impurities, whereby a crude mixture M, containing hydroquinone and heavy impurities, is recovered in the bottom part of the column; and (B) distillation in the bottom part of the column, in which the crude mixture M obtained in step (A) is injected into the distillation column and where pyrogallol is removed in the bottom part of the column, optionally in conjunction with all or part of the other heavy impurities, whereby hydroquinone in purified form (HQ), having impurity content less than 4000 ppm, is recovered in the top part of the column.

EFFECT: invention is a cost-effective method for purifying hydroquinone.

18 cl, 1 ex, 2 dwg

FIELD: chemistry.

SUBSTANCE: invention relates to a novel form of hydroquinone, characterised by that it has the form of flakes - dense particles, having the shape of plates, characterised by that the flakes have length which varies from 0.5 to 6 cm and width which varies from 0.5 to 3 cm. The invention also relates to use of said flakes as an intermediate product for producing hydroquinone in form of isotropic particles, as well as a method of producing said flakes. The method involves the following steps: if necessary, spraying hydroquinone powder, depositing hydroquinone in liquid state in form of a film onto a substrate made from material or coated with a material which conducts heat, solidifying the hydroquinone by bringing the substrate to a suitable temperature and collecting the solidified product in form of flakes using any suitable means.

EFFECT: use of the novel form of hydroquinone enables to solve dust and cleaning problems arising during production of hydroquinone.

24 cl, 5 ex, 1 tbl, 4 dwg

Up!