The reaction of phenol with 1-methylcycloalkenes in the presence of phosphorus-containing zeolite Y

Rasulov, Ch. K.; Azizov, A. G.; Zeinalova, L. B.; Azimova, R. K.; Abasova, S. I.; Rashidova, A. A.

doi:10.1134/s0965544107060059

Cited by 3 publications

(2 citation statements)

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“…[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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“…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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Interaction of phenol with isoprene cyclodimers in the presence of zeolite Y impregnated with orthophosphoric acid

et al. 2012

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The reaction of phenol with 1-methylcycloalkenes in the presence of phosphorus-containing zeolite Y

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

Interaction of phenol with isoprene cyclodimers in the presence of zeolite Y impregnated with orthophosphoric acid

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The reaction of phenol with 1-methylcycloalkenes in the presence of phosphorus-containing zeolite Y

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

Interaction of phenol with isoprene cyclodimers in the presence of zeolite Y impregnated with orthophosphoric acid

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