liquids in amodel chemical processes

d [ppm]

d [ppm]

d [ppm]

c_H2SO4 = 0.50

PROTIC IONIC LIQUIDS

c HA + (1- c) B [BH] _{(1- c)} + [ A] _c

Ionic liquids structure

χ

= 0.5 χ

= 0.67 χ

= 0.75

Literature

1. M.P. Atkins et al. Chem. Commun. 2010, 46, 1745 2. C. Chiappe et al. Green Chem. 2013, 15, 137.

3. D.- J. Tao et al. Ind. Eng. Chem. Res. 2011, 50, 1989.

4. A. Chrobok et al. Appl. Catal. 2009, 366, 22.

Author of this project is a beneficiary from

DoktoRIS - Scholarship program for innovative Silesia co-financed by the European Union in the

framework of the ESF This work was financially supported by the National Science Centre ”Harmonia”

(Nr UMO-2012/06/M/ST8/00030)

STRUCTURE STUDY:

• NMR spectroscopy

• Acceptor numer

• IR spectroscopy

• Elementaty analysis

• Substrates miscibility studies

2-picoline

N-methylimidazolium N,N,N-triethyloammonium

N-methylpyrrolidine

Silesian University of Technology, Department of Chemical Organic Technology and Petrochemistry,

Krzywoustego 4, 44-100 Gliwice, Poland Karolina.Matuszek@polsl.pl

Karolina Matuszek, Anna Chrobok,

Kenneth Seddon, Małgorzata Swadźba-Kwaśny

1 H NMR

Acceptor number (AN) is a measure of Brønsted

acidity. It is determined from the

P NMR chemical shift of

a triethylphosphine oxide (tepo) probe molecule.

Complexing tepo with a Brønsted acid induces a change in the chemical shift

of the

P nucleus.

A study on the catalytic performance of Brønsted acidic ionic liquids in a model chemical processes

0,50

0,67 0,75 0

20 40 60 80 100 120

2mpy

Nmpyrr

mim

TEA

χ_H2SO4

AN

base

Where:

HA – sulfuric acid B – base

c - mole fraction

IR spectra

3 2

1

Wavenumbers [cm^-1]

Transmittance[%]

100 100 100 100 100

N-methylpyrrolidine

c_H2SO4 = 0.50

c_H2SO4 = 0.67

c_H2SO4 = 0.75

Sulfuric acid

13 C NMR

c_H2SO4 = 0.50 c_H2SO4 = 0.67 c_H2SO4 = 0.75

c_H2SO4 = 0.67

c_H2SO4 = 0.75

d [ppm]

d [ppm]

9 8 6 5

12 10 8 4 2 0

d [ppm]

d [ppm]

20 60

40 20 50

N-methylpyrrolidine c_H2SO4 = 0.50

c_H2SO4 = 0.67 c_H2SO4 = 0.75 Sulfuric acid

Transmittance[%]

Wavenumbers [cm^-1]

40 60 20

40 20

60

12 10 8 4 2 0 40

12 10 8 4 2 0

d [ppm]

3500 3000 2500 2000 1500 1000

0 60

40

20 80 100

3500 3000 2500 2000 1500 1000