SO3H-functionalized ionic liquids for selective alkylation of p-cresol with tert-butanol

Xiumei Liu, Jinxia Zhou, Xinwen Guo, Min Liu, Xiaoliang Ma, Chunshan Song, Chang Wang

Research output: Contribution to journalArticle

41 Citations (Scopus)

Abstract

The SO3H-functionalized ionic liquids were synthesized by using pyridine and 1,4-butane or 1,3-propane sulfone as the source and characterized by NMR and time-of-flight mass spectrometry. The acidity of the ionic liquids determined by the Hammett method is almost the same as that of a conventional acid, such as H2SO4. The catalytic performance of ionic liquids for the tert-butylation of p-cresol with tert-butanol was evaluated; by using the ionic liquids as catalysts at the optimum reaction conditions, 79% of the p-cresol conversion and 92% of the selectivity to 2-tert-buty1-p-cresol can be obtained. The spent ionic liquid can be recovered and recycled. The possible mechanism for this reaction system was discussed based on the reaction results and the ab initio calculation results.

Original languageEnglish (US)
Pages (from-to)5298-5303
Number of pages6
JournalIndustrial and Engineering Chemistry Research
Volume47
Issue number15
DOIs
StatePublished - Aug 6 2008

Fingerprint

tert-Butyl Alcohol
Ionic Liquids
Alkylation
Butenes
Ionic liquids
Propane
Sulfones
Butane
Acidity
Pyridine
Mass spectrometry
Nuclear magnetic resonance
4-cresol
Catalysts
Acids

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Chemical Engineering(all)
  • Industrial and Manufacturing Engineering

Cite this

Liu, Xiumei ; Zhou, Jinxia ; Guo, Xinwen ; Liu, Min ; Ma, Xiaoliang ; Song, Chunshan ; Wang, Chang. / SO3H-functionalized ionic liquids for selective alkylation of p-cresol with tert-butanol. In: Industrial and Engineering Chemistry Research. 2008 ; Vol. 47, No. 15. pp. 5298-5303.
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abstract = "The SO3H-functionalized ionic liquids were synthesized by using pyridine and 1,4-butane or 1,3-propane sulfone as the source and characterized by NMR and time-of-flight mass spectrometry. The acidity of the ionic liquids determined by the Hammett method is almost the same as that of a conventional acid, such as H2SO4. The catalytic performance of ionic liquids for the tert-butylation of p-cresol with tert-butanol was evaluated; by using the ionic liquids as catalysts at the optimum reaction conditions, 79{\%} of the p-cresol conversion and 92{\%} of the selectivity to 2-tert-buty1-p-cresol can be obtained. The spent ionic liquid can be recovered and recycled. The possible mechanism for this reaction system was discussed based on the reaction results and the ab initio calculation results.",
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SO3H-functionalized ionic liquids for selective alkylation of p-cresol with tert-butanol. / Liu, Xiumei; Zhou, Jinxia; Guo, Xinwen; Liu, Min; Ma, Xiaoliang; Song, Chunshan; Wang, Chang.

In: Industrial and Engineering Chemistry Research, Vol. 47, No. 15, 06.08.2008, p. 5298-5303.

Research output: Contribution to journalArticle

TY - JOUR

T1 - SO3H-functionalized ionic liquids for selective alkylation of p-cresol with tert-butanol

AU - Liu, Xiumei

AU - Zhou, Jinxia

AU - Guo, Xinwen

AU - Liu, Min

AU - Ma, Xiaoliang

AU - Song, Chunshan

AU - Wang, Chang

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Y1 - 2008/8/6

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AB - The SO3H-functionalized ionic liquids were synthesized by using pyridine and 1,4-butane or 1,3-propane sulfone as the source and characterized by NMR and time-of-flight mass spectrometry. The acidity of the ionic liquids determined by the Hammett method is almost the same as that of a conventional acid, such as H2SO4. The catalytic performance of ionic liquids for the tert-butylation of p-cresol with tert-butanol was evaluated; by using the ionic liquids as catalysts at the optimum reaction conditions, 79% of the p-cresol conversion and 92% of the selectivity to 2-tert-buty1-p-cresol can be obtained. The spent ionic liquid can be recovered and recycled. The possible mechanism for this reaction system was discussed based on the reaction results and the ab initio calculation results.

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