Some Features of Alkylation Reaction of Phenol With Dimerization Products of C 4-Fraction of Pyrolysis Process

Mirzoyev, V.H.

doi:10.32737/2221-8688-2017-2-186-191

Cited by 4 publications

(4 citation statements)

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“…After rectification of the alkylate at low pressure (10 mm Hg), the target products were obtained with a purity of 97.6-98.2% and their physico-chemical properties were determined. [1][2][3][4][5][6][7][8][9][10]. В последнее время их широко применяют как лиганды к каталитическим прекурсорам для процесса олигомеризации этилена, а также в виде лекарственных препаратов против вредителей и болезней растений в сельском хозяйстве [11][12][13][14][15][16][17][18][19][20].…”

Section: The Yield Of the Target Product The Reaction Temperature Was Varied From 80 To 140 °C The Reaction Time -From 2 To 8 H Molar Ratunclassified

Synthesis and Properties of 2-Hydroxy-5[1(3)-Methylcycloalkyl]-Benzylaminoethylnonylimidazolines

Rasulov¹,

Aghamaliyev²,

Nagiyeva³

et al. 2021

IVKKT

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The paper deals with the results of cycloalkylation of phenol with 1-methylcyclopentene, 1(3)-methylcyclohexene in the presence of KU-23 catalyst and influence of various parameters on the yield of the target product. The reaction temperature was varied from 80 to 140 °C, the reaction time - from 2 to 8 h, molar ratio of phenol to cyclene – from 1:2 to 2:1 mol/mol, the catalyst amount – from 5 to 15%. Maximum yield of para-[1(3)-methylcycloalkyl] phenols is obtained under the following conditions: temperature – 110-120 °C, duration – 5-6 h, molar ratio of phenol to 1(3)-methylcycloalkene – 1:1 mol/mol and the catalyst amount is 10% based on taken phenol. Simultaneously, the yield of the target products – para-[1(3)-methylcycloalkyl] phenols is 68.6-73.5% per taken phenol, the selectivity is 91.8-94.3% on the target product. As a result of the chromatographic studies of the products of phenol cycloalkylation with 1(3)-methylcycloalkenes in the presence of KU-23 catalyst it becames clear that the alkylate mainly contains paracycloalkyl-substituted phenols (89.6-94.1%). After rectification of the alkylate at low pressure (10 mm Hg), the target products were obtained with a purity of 97.6-98.2% and their physico-chemical properties were determined. The resulting para-[1(3)-methylcycloalkyl] phenols were aminomethylated by formaldehyde and aminoethylnonylimidazoline at the ratio of 1:2:2. As a result, Mannich bases were obtained with yield of 68.3-76.7% from theory. The synthesized methylcycloalkylbenzylaminoethylnonylimidazolines were tested as antioxidants of M-8 engine oil. The oxidation resistance of the oil has been investigated without the addition and with the addition of ИХП-21 antioxidants, known benzylphenylamines and the compounds of the invention. Addition of the obtained compounds to the base oil leads to enhancement of its antioxidant properties, at application of which viscosity increase is 14.07-15.28%, and precipitate - 0.45-0.57%.

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Section: The Yield Of the Target Product The Reaction Temperature Was Varied From 80 To 140 °C The Reaction Time -From 2 To 8 H Molar Ratunclassified

Synthesis and Properties of 2-Hydroxy-5[1(3)-Methylcycloalkyl]-Benzylaminoethylnonylimidazolines

Rasulov¹,

Aghamaliyev²,

Nagiyeva³

et al. 2021

IVKKT

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“…Among a large number of petrochemical products, alkylphenols are widely used as initial reagents in the synthesis of fuel additives and stabilizers, inhibitors of freeradical oxidation of organic and bioorganic substrates, herbicides, fragrances, etc. [1][2][3][4][5][6].…”

Section: Introductionmentioning

confidence: 99%

SYNTHESIS AND STUDY OF ANTIOXIDATIVE PROPERTIES OF AMINOMETHYLATED DERIVATIVES OF p-(CYCLOHEXENE3-YL-ETHYLPHENOL)

Mirzayev¹,

Rasulov²,

Aliyeva³

et al. 2019

Chemical Problems

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The paper deals with the results of research into phenol cycloalkenylation with 3vinylcyclohexene in the presence of modified zeolite-containing catalyst Zeokar-2M on the laboratory batch unit and aminomethylation of the obtained p-(cyclohexene-3-yl-ethyl) phenol with formaldehyde and aniline. The temperature effects, reaction time, molar ratio of phenol to vinylcyclohexene (VCH) and amount of the catalyst on the yield and selectivity of phenol cycloalkenylation with VCH were studied to define optimal conditions that ensure the maximum yield of the target product. The obtained products were tested as antioxidants for diesel fuel and showed satisfactory results, which indicates the effectiveness of their use.

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“…They are used as starting compounds in the preparation of effective antioxidants, stabilizers, additives, etc. for poly-olefins, synthetic rubbers, oils and fuels [1][2][3]. Recently, they have been widely used as ligands for catalysts, as well as in the form of medicines against plant pests and diseases in agriculture [4][5][6].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of 2-Hydroxy-3-(Methylcyclohexenyl-Isopropyl)-5-Methylbenzylaminoethylnonyl Imidazolines - The Thermostabilizers to Polypropylene

Aghamaliyev

Naghiyeva

Rasulov

2018

MSF

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2-hydroxy-3-(methylcyclohexenyl-isopropyl)-5-methylbenzylaminoethylnonylimidazolines were synthesized by the interaction of 2-(methylcyclohexynylisopropyl-4-methylphenols and aminoethylnonylimidazoline. Aminocompounds are purified from cycloalkylphenol by transferring them to hydrochloride salt. Further, aqueous solution of the hydrochloric acid amine salt is treated with a concentrated solution of NH4OH and free aminecompounds are isolated. The resulting amine is separated from water by benzene extraction. After benzene distillation, the residue is undergone to distillation under vacuum. Its physico-chemical characteristics and purity of the products are determined. The obtained products are tested as the thermostabilizers to polypropylene.

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Some Features of Alkylation Reaction of Phenol With Dimerization Products of C 4-Fraction of Pyrolysis Process

Cited by 4 publications

References 1 publication

Synthesis and Properties of 2-Hydroxy-5[1(3)-Methylcycloalkyl]-Benzylaminoethylnonylimidazolines

Synthesis and Properties of 2-Hydroxy-5[1(3)-Methylcycloalkyl]-Benzylaminoethylnonylimidazolines

SYNTHESIS AND STUDY OF ANTIOXIDATIVE PROPERTIES OF AMINOMETHYLATED DERIVATIVES OF p-(CYCLOHEXENE3-YL-ETHYLPHENOL)

Synthesis of 2-Hydroxy-3-(Methylcyclohexenyl-Isopropyl)-5-Methylbenzylaminoethylnonyl Imidazolines - The Thermostabilizers to Polypropylene

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Some Features of Alkylation Reaction of Phenol With Dimerization Products of C 4-Fraction of Pyrolysis Process

Cited by 4 publications

References 1 publication

Synthesis and Properties of 2-Hydroxy-5[1(3)-Methylcycloalkyl]-Benzylaminoethylnonylimidazolines

Synthesis and Properties of 2-Hydroxy-5[1(3)-Methylcycloalkyl]-Benzylaminoethylnonylimidazolines

SYNTHESIS AND STUDY OF ANTIOXIDATIVE PROPERTIES OF AMINOMETHYLATED DERIVATIVES OF p-(CYCLOHEXENE3-YL-ETHYLPHENOL)

Synthesis of 2-Hydroxy-3-(Methyl­cyclo­hexenyl-Isopropyl)-5-Methylbenzyl­amino­ethylnonyl Imidazolines - The Thermostabilizers to Polypropylene

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Synthesis of 2-Hydroxy-3-(Methylcyclohexenyl-Isopropyl)-5-Methylbenzylaminoethylnonyl Imidazolines - The Thermostabilizers to Polypropylene