Abstract
Dissertation:
„Salts of trifluoromethanesulfonic acid with selected amino acids.
Structural, spectroscopic and thermal properties.”
Łukasz Wołoszyn, MSc
supervisor: Maria M. Ilczyszyn, DSc
The subjects of the presented PhD thesis were: (1) a description of the structural
and spectroscopic properties in the series of crystalline salts of trifluoromethanesulfonic acid with
selected amino acids; (2) finding the relationship between them; (3) an attempt to describe the
phase transitions and the dehydration processes mechanisms in compounds from the studied
series.
Ten new salts of trifluoromethanesulfonic acid with amino acids (glycine, betaine, L-αalanine, β-alanine, DL-α-phenylglycine, L-valine and sarcosine) were synthesized and
crystallized from 1:1 and 2:1 ratio of substrates. Each of them was characterized by elemental
analysis, XRD study, vibrational spectroscopy (IR, Raman) and calorimetry (DSC, TG).
Moreover the theoretical calculations for trifluoromethansulfonic anion were carried out
(DFT/B3LYP/aug-cc-pVTZ, MP2/aug-cc-pVTZ).
The obtained compounds exhibited interesting structural properties: in two of them amino
acids cations formed the cyclic dimers, in three of them the open dimers were created, in the one
case a presence of amino acid chain was observed.
Only two of the studied crystalline salts exhibited the solid state-solid state phase transitions:
 L-α-alaninium trifluoromethanesulfonate crystal exhibited the reversible phase transitions at
about 193 K. This type of the phase transitions is isostructural. In the temperature-depends IR
spectra only subtle changes were noticed.
 DL-α-phenylglycinium
trifluoromethanesulfonate
monohydrate
crystal
exhibited
the
dehydration process at about 353 K. The consequence of this behaviour was a change of the
crystal system and the space group. In the vibrational spectra changes connected with the
water of crystallization escape, the hydrogen bonds network rearrangement and the
modification of the carboxylic groups geometries were observed.