3 research outputs found
All-Polystyrene 3D-Printed Electrochemical Device with Embedded Carbon Nanofiber â Graphite â Polystyrene Composite Conductor
Influence of Aliphatic Chain Length on Structural, Thermal and Electrochemical Properties of n-alkylene Benzyl Alcohols: A Study of the OddâEven Effect
The century-old, well-known oddâeven effect phenomenon is still a very attractive and
intriguing topic in supramolecular and nano-scale organic chemistry. As a part of our continuous
efforts in the study of supramolecular chemistry, we have prepared three novel aromatic alcohols (1,2-
bis[2-(hydroxymethyl)phenoxy]butylene (Do4OH), 1,2-bis[2-(hydroxymethyl)phenoxy]pentylene
(Do5OH) and 1,2-bis[2-(hydroxymethyl)phenoxy]hexylene (Do6OH)) and determined their crystal
and molecular structures by single-crystal X-ray diffraction. In all compounds, two benzyl alcohol
groups are linked by an aliphatic chain of different lengths (CH2)n; n = 4, 5 and 6. The major differences in the molecular structures were found in the overall planarity of the molecules and the
conformation of the aliphatic chain. Molecules with an even number of CH2 groups tend to be planar
with an all-trans conformation of the aliphatic chain, while the odd-numbered molecule is non-planar,
with partial gauche conformation. A direct consequence of these structural differences is visible in
the melting pointsâodd-numbered compounds of a particular series display systematically lower
melting points. Crystal and molecular structures were additionally studied by the theoretical calculations and the melting points were correlated with packing density and the number of CH2 groups.
The results have shown that the generally accepted rule, higher density = higher stability = higher
melting point, could not be applied to these compounds. It was found that the denser packaging
causes an increase in the percentage of repulsive H· · · H interactions, thereby reducing the stability
of the crystal, and consequently, the melting points. Another interesting consequence of different
molecular structures is their electrochemical and antioxidative propertiesâa non-planar structure
displays the highest oxidation peak of hydroxyl groups and moderate antioxidant activit