Method of producing tert-butylphenol from c4-raffinate stream

FIELD: chemistry.

SUBSTANCE: one version of method involves reaction of phenol with a stream of C4-raffinate containing (a) isobutylene and (b) 1-butene and/or 2-butene, in reaction conditions, including reaction temperature in range from approximately 70 to approximately 130 °C and pressure in range from 0 to 35.2 kg/cm2, enabling selective reaction of isobutylene with phenol to obtain 2,6-di-tert-butylphenol without substantial reaction of 1-butene or 2-butene with phenol. Wherein molar ratio of isobutylene and phenol ranges from approximately 0.5:1 to approximately 3:1 and phenol reacts with isobutylene to produce at least 76 wt% 2,6-di-tert-butylphenol.

EFFECT: present invention relates to versions of a method of producing 2,6-di-tert-butylphenol, which can be used as raw material in production of plasticisers, resins, flavouring agents, polymerisation inhibitors, antioxidants, molecular weight regulators.

25 cl, 15 ex

 



 

Same patents:

FIELD: chemistry.

SUBSTANCE: invention relates to an improved method of producing para-tert-butylphenol by alkylation of phenol with isobutylene on a heterogeneous sulphocationite catalyst, separating the reaction mass containing phenol, para-tert-butylphenol, ortho-tert-butylphenol, 2,4-di-tert-butylphenol and high-boiling impurities by vacuum rectification in two columns with collection of phenol and ortho-tert-butylphenol in distillate form. The reaction mass is subjected to rotory-film evaporation to separate high-boiling impurities therefrom; the commercial product is separated in an additional rectification column in distillate form; absorption trapping of uncondensed para-tert-butylphenol vapour is carried out on a vacuum line; the bottom residue of the commercial product separating column, which contains 2,4-di-tert-butylphenol and para-tert-butylphenol, is recycled to the step for alkylating phenol with isobutylene. The invention also relates to an apparatus for realising the method of producing para-tert-butylphenol.

EFFECT: method enables to obtain a product with high purity and high output.

2 cl, 1 dwg

FIELD: medicine, pharmaceutics.

SUBSTANCE: present invention refers to a new (-)-stereoisomer of formula (I) wherein X is H, or its pharmaceutically acceptable salt which agonise GABA receptor, to a pharmaceutical composition on the basis of the presented compound, to a method for preparing the (-)-stereoisomer of formula (I) or its pharmaceutically acceptable salt, to a method for inducing or maintaining general anaesthesia, to a method for promoting pain management and to a method for promoting pain management and to a method for prototyping antiemetic activity with the use of the presented (-)-stereoisomer or its pharmaceutically acceptable salt, as well as to a new diastereoisomer (-)-2,6-di-fluoro-butylphenyl ester of carbamic acid of formula (II) wherein R1 represents a chiral amino group, and X is H, or to its pharmaceutically acceptable salt.

EFFECT: preparing the pharmaceutically acceptable salt which agonise GABA receptor.

14 cl, 15 ex, 8 tbl, 3 dwg

FIELD: medicine, pharmaceutics.

SUBSTANCE: present invention refers to a new (-)-stereoisomer of formula (I) wherein X is H, or its pharmaceutically acceptable salt which agonise GABA receptor, to a pharmaceutical composition on the basis of the presented compound, to a method for preparing the (-)-stereoisomer of formula (I) or its pharmaceutically acceptable salt, to a method for inducing or maintaining general anaesthesia, to a method for promoting pain management and to a method for promoting pain management and to a method for prototyping antiemetic activity with the use of the presented (-)-stereoisomer or its pharmaceutically acceptable salt, as well as to a new diastereoisomer (-)-2-fluoro-butyl-6-isopropylphenyl ester of carbamic acid of formula (II) wherein R1 represents a chiral amino group, and X is H.

EFFECT: preparing the pharmaceutically acceptable salt which agonise GABA receptor.

16 cl, 12 ex, 6 tbl, 4 dwg

FIELD: chemistry.

SUBSTANCE: present invention relates to a method for desalination of phenol resin and apparatus to that end. The disclosed method involves mixing starting components - phenol resin, diisopropyl ether, water and concentrated sulphuric acid at temperature 20-60°C, phase separation of the mixture into a top organic layer, which is a mixture of desalinated phenol resin and ether, and a bottom aqueous layer with subsequent removal of the aqueous layer and distillation of ether from the organic layer and obtaining desalinated phenol resin, wherein the obtained ether is fed to the step for mixing components. The starting components are used in the following weight ratio: resin : ether : water : sulphuric acid = 1 : (0.2-0.6) : (0.7-1.0) : (0.007-0.018), wherein mixing is carried out in turbulent conditions.

EFFECT: present invention enables to obtain desalinated resin with high degree of purity while reducing the cost of the process and the obtained product.

13 cl, 24 ex, 6 tbl, 2 dwg

FIELD: chemistry.

SUBSTANCE: said compound is a clear phenol antioxidant from 2,6-di-tert-butyl-phenol through successive aminomethylation, hydrogenolysis and extraction of the desired product. The process is carried out in the presence of 2,6-di-tert-butyl-phenol and 2,4-di-tert-butyl-phenol in amount of 0.015-0.04 wt % and 0.1-0.2 wt % respectively, to the initial 2,6-di-tert-butyl-phenol.

EFFECT: method enables to obtain a compound having guaranteed colour index for a long storage period.

1 tbl, 7 ex

FIELD: chemistry.

SUBSTANCE: invention refers to method of reaction of alkene(s) contained in hydrocarbon stream, and in a reaction-rectifying system provided with rectifying sections and in between reaction zones with subnatant catalyst. The fluid is poured from the top of each overlying zone to the bottom of underlying zone. It is followed with partial disperse passing of vapour flow from underlying zone through each reaction zone. Thus residual vapour flow from each underlying zone is backflow to the top of overlying reaction zone through overflow space to poured fluid. As a rule, higher-boiling reagent is nontertiary alcohol, carboxylic acid or benzene, while essential reaction product is ether, ester or alkylbenzene.

EFFECT: improved method.

7 cl, 3 dwg, 6 ex

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to a method for preparing hydroxyaromatic compounds by oxidation of aromatic compounds with nitrous oxide in gaseous phase in the presence of zeolites. Method is realized by interaction of aromatic compounds of the formula (I): Ar-Rn wherein Ar means benzene or naphthalene; R means bromine, chlorine, fluorine atom, -NO2, -CN, -NH2, hydroxy-group, alkyl with 1-6 carbon atoms or phenyl; n = 0, 1 or 2 with nitrous oxide in gaseous phase in the presence of zeolites taken among the following order: pentasil, ferrierite and zeolite-β. Zeolite crystallites size is less 100 nm that is calcined before using at temperature from 500°C to 1350°C for 0.5-18 h. Before the calcination process zeolite is modified preferably by precipitation of silane or borane. Method provides realization of the process for a single step with high yield of the end compound and minimal formation of by-side substances.

EFFECT: improved preparing method.

11 cl, 3 tbl, 13 ex

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to phenolic compounds, derivatives of dialkoxyethanals that are intermediate substances in organic synthesis and can be used as cross-linking agents of phenolic type no evolving formaldehyde also. Phenolic compounds are described of the general formula (I):

wherein: R means (C3-C17)-dialkoxymethyl, 1,3-dioxolan-2-yl substituted possibly at positions 4 and/or 5 with one or some (C1-C8)-alkyls, or 1,3-dioxane-2-yl substituted possibly at positions 4 and/or 5, and/or 6 with one or some (C1-C8)-alkyls; n = 1, 2 or 3, and group or groups of the formula: -CH(OH)-R are at ortho-position and/or at para-position with respect to OH in the cycle group; m = from 0 to 4-n; X means the functional group, such as OH or Hal, or (C1-C8)-alkyl, or (C1-C8)-alkoxyl, or (C5-C12)-aryl comprising in the known cases 1 or 2 heteroatoms, such as nitrogen or oxygen, or carboxy-group, or the group -CO-Y wherein Y means (C1-C8)-alkyl or (C1-C8)-alkoxyl, or amido-group, or amino-group, or thiol-group under condition that at least on of ortho- or para-positions in phenol cycle must be substituted with hydrogen atom, and their salts with alkaline metals, earth-alkaline metals and amines also. Method for preparing indicated phenolic compounds involves interaction of the corresponding substituted phenol wherein at least one ortho- or para-position in phenol cycle must be substituted with hydrogen atom with substituted aldehyde in the presence of a base. Invention provides preparing new compounds that can be used as cross-linking agents no evolving formaldehyde and as intermediate compounds used in organic synthesis.

EFFECT: improved method for preparing.

13 cl, 1 dwg, 10 ex

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to a method for synthesis of phenols alkylated at ortho-position as parent substances used in preparing organic compounds. Method for preparing o-alkylphenols is carried out by interaction of phenol with alkanol at increased temperature in gaseous phase in the presence of metal oxide as a catalyst. Process is carried out for at least two stages in the molar ratio alkanol : phenol about ≤0.4, preferably, from 0.2 to 0.4 at each stage. Methanol is used as alkanol usually using aluminum gamma-oxide as a catalyst and process is carried out at temperature 300-400°C. Reaction products are separated by distillation. Invention provides increasing yield the end product due to enhancing selectivity with respect to o-alkylphenol.

EFFECT: improved method for preparing.

9 cl, 4 tbl, 2 ex

FIELD: chemical technology.

SUBSTANCE: invention relates to preparing antioxidants of phenolic type. Method involves using alkylation products of mixture of para- and ortho-isomers of isononylphenol with isobutylene as an antioxidant. Alkylation reaction is carried out at 40-120°C and 0.02-0.4 MPa in the presence of acid catalyst in batch and continuous feeding isobutylene to reactor unit providing maintaining isobutylene concentration in reaction mass 0.8 mole/l, not above, and the total amount of isobutylene feeding to alkylation 1.82-2.0 mole per 1 mole parent alkylphenols. Method provides preparing antioxidant showing good technological properties and high effectiveness of protective effect for rubbers of emulsion polymerization and rubbers based on thereof, and simple method for its synthesis also.

EFFECT: improved method for preparing.

6 cl, 3 tbl, 7 ex

FIELD: chemistry.

SUBSTANCE: invention refers to a method for the one-stage production of (3-hydroxypropyl)naphthols of having a structure of R1=CH2CH2CH2OH, R2=OH, R3=H; R1=OH, R2=CH2CH2CH2OH, R3=H; R1=OH, R2=CH2CH2CH2OH, R3=CH2CH2CH2OH; R1=OH, R2=T-Bu, R3=CH2CH2CH2OH, effective biologically active substances of neutropic action. The method consists in conducting a reaction of α-, β-naphthols, their derivatives or their sodium salts with allyl alcohol and alkali at temperature 100-170°C. A purified product yield is 40-60%.

EFFECT: higher yield.

4 ex

FIELD: chemistry.

SUBSTANCE: invention relates to a method of producing 2,6-diisobornyl-4-methylphenol, which is of interest as an antioxidant and stabiliser of polymer materials. The method involves alkylation of p-cresol with camphene as a terpene while heating in the presence of a catalyst selected from a group of aluminium-containing compounds. The reaction mixture is diluted with an organic solvent selected from saturated hydrocarbons (octane, heptane, hexane), petroleum ether, aromatic hydrocarbons, chloroform, dichloromethane, methyl-tert-butyl ether, diethyl ether; aluminium oxide (neutral) and activated carbon are added in ratio of 1-100-0.1-1 in amount of 1-20 wt % to the reaction mixture; after mixing and settling, the sorbents are filtered, washed with an organic solvent and the solvent is evaporated at low pressure.

EFFECT: invention increases technological effectiveness of the process by avoiding formation of large amount of flush water.

9 ex

FIELD: chemistry.

SUBSTANCE: present invention relates to a stabilised composition containing thermoplastic, thermoplastic elastomer, rubber or lubricant, and a liquid composition of a styrene-containing phenol compound in amount ranging from about 0.01 wt % to about 10 wt % with respect to total weight of the stabilised composition, wherein said composition of a phenol compound contains: (a) at least one 2,6-distyrene-containing p-cresol in amount ranging from about 80% to about 95% per total gas-chromatographic area; (b) at least one monostyrene-containing p-cresol in amount of more than 1% per total gas-chromatographic area; and (c) at least one tristyrene-containing p-cresol in amount of more than 1% per total gas-chromatographic area, wherein the composition contains monostyrene-containing p-cresol and tristyrene-containing p-cresol in a combination in amount ranging from 5 to 20% per total gas-chromatographic area. The present invention also relates to a polymer article and a lubricant containing said composition of a phenol compound.

EFFECT: obtaining stabilisers for polymers and lubricants with high efficiency while maintaining the required fluidity and parameters for storage at normal transportation temperatures.

13 cl, 1 dwg, 19 tbl, 14 ex

FIELD: chemistry.

SUBSTANCE: process of alkylating phenols with alkenyl-hem-dichlorocyclopropanes is carried out in the presence of a boron trifluoride etherate catalyst at temperature 50-65°C. The process with phenol is carried out with the following ratio of components in wt %: boron trifluoride etharate 18-19; alkenyl-hem-dichlorocyclopropanes 18-21. The process with 2,6-di-tert-butylphenol is carried out with the following ratio of components in wt %: boron trifluoride etherate 10-11; alkenyl-hem-dichlorocyclopropanes 10-13.

EFFECT: high output as well as quality of the end product.

3 cl, 1 ex, 1 tbl

FIELD: chemistry.

SUBSTANCE: invention relates to a method of producing isocamphylphenols which are widely used in different industries as antioxidants and stabilisers. The method involves alkylation of monohydric phenols with camphene as terpene while heating to temperature not lower than 100°C. The catalyst of the process is montmorillonite KSF which is taken in amount of 50-200% of the weight of the initial phenol. The molar ratio of phenol to camphene is equal to 1:1-2.

EFFECT: method increases selectivity of the process and increases output of isocamphylphenols.

1 tbl, 4 ex

FIELD: chemistry.

SUBSTANCE: invention relates to a method of producing 2,6-diisobornyl-4-methylphenol which is widely used in different industries as an antioxidant, as well as an initial component in synthesis of surfactants and fragrance compounds. The method involves alkylation of p-cresol with camphene while heating in the presence of a catalyst. Alkylation is carried out while heating to 20-180°C and with molar ratio of p-cresol to camphene equal to 1:2. The catalyst used is an aluminium-containing compound taken in amount of 0.5-100 wt % aluminium to the mass of the initial phenol.

EFFECT: method enables to obtain an end product with high selectivity and output.

5 cl, 1 tbl, 9 ex

FIELD: chemistry.

SUBSTANCE: invention refers to method of reaction of alkene(s) contained in hydrocarbon stream, and in a reaction-rectifying system provided with rectifying sections and in between reaction zones with subnatant catalyst. The fluid is poured from the top of each overlying zone to the bottom of underlying zone. It is followed with partial disperse passing of vapour flow from underlying zone through each reaction zone. Thus residual vapour flow from each underlying zone is backflow to the top of overlying reaction zone through overflow space to poured fluid. As a rule, higher-boiling reagent is nontertiary alcohol, carboxylic acid or benzene, while essential reaction product is ether, ester or alkylbenzene.

EFFECT: improved method.

7 cl, 3 dwg, 6 ex

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to a method for synthesis of fluorinated ester. The process involves the re-esterification step wherein compound of the formula: RAF-COOCF2-RAF and compound of the formula: RA-CH2OH are subjected for the re-esterification reaction in the molar ratio = 1:(1-2) to yield RAF-COOCH2-RA, and the fluorination step wherein the synthesized compound is fluorinated with yielding the reaction product in the amount exceeding the mole amount before the re-esterification reaction and comprising compound of the formula: RAF-COOCF2-RAF wherein RA means a monovalent (C1-C20)-hydrocarbon group, monovalent halogen-containing (C1-C20)-hydroarbon group, monovalent heteroatom-containing (C1-C20)-hydrocarbon group or monovalent (C1-C20)-hydrocarbon group containing halogen atom and heteroatom, and RAF means the same group as RA group or monovalent hydrocarbon group prepared by fluorination of RA group.

EFFECT: improved method of synthesis.

FIELD: chemical technology.

SUBSTANCE: invention relates to preparing antioxidants of phenolic type. Method involves using alkylation products of mixture of para- and ortho-isomers of isononylphenol with isobutylene as an antioxidant. Alkylation reaction is carried out at 40-120°C and 0.02-0.4 MPa in the presence of acid catalyst in batch and continuous feeding isobutylene to reactor unit providing maintaining isobutylene concentration in reaction mass 0.8 mole/l, not above, and the total amount of isobutylene feeding to alkylation 1.82-2.0 mole per 1 mole parent alkylphenols. Method provides preparing antioxidant showing good technological properties and high effectiveness of protective effect for rubbers of emulsion polymerization and rubbers based on thereof, and simple method for its synthesis also.

EFFECT: improved method for preparing.

6 cl, 3 tbl, 7 ex

The invention relates to the field of reception of terpenophenols, which are widely used in various industries as antioxidants but also as the source components in the synthesis of surfactants and aromatic substances

FIELD: chemical technology.

SUBSTANCE: invention relates to preparing antioxidants of phenolic type. Method involves using alkylation products of mixture of para- and ortho-isomers of isononylphenol with isobutylene as an antioxidant. Alkylation reaction is carried out at 40-120°C and 0.02-0.4 MPa in the presence of acid catalyst in batch and continuous feeding isobutylene to reactor unit providing maintaining isobutylene concentration in reaction mass 0.8 mole/l, not above, and the total amount of isobutylene feeding to alkylation 1.82-2.0 mole per 1 mole parent alkylphenols. Method provides preparing antioxidant showing good technological properties and high effectiveness of protective effect for rubbers of emulsion polymerization and rubbers based on thereof, and simple method for its synthesis also.

EFFECT: improved method for preparing.

6 cl, 3 tbl, 7 ex

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