TY - JOUR
T1 - The brønsted-lowry reaction revisited
T2 - Glass-forming properties of salts of 1,5-dimexylbiguanide
AU - Carvalho, Simão P.
AU - Wang, Ruiyao
AU - Wang, Haotian
AU - Ball, Brian
AU - Lebel, Olivier
PY - 2010/6/2
Y1 - 2010/6/2
N2 - Ionic molecular glasses can be conveniently prepared by reacting 1,5-dimexylbiguanide with a wide variety of carboxylic and sulfonic acids. A library of 51 salts has been prepared and studied by differential scanning calorimetry, 25 of which readily form glassy phases and do not recrystallize upon heating or standing. The crystal structures of 1,5-dimexylbiguanide and six of its salts have been solved and studied, and show extended hydrogen-bonded networks. Curiously, 1,5-dimexylbiguanide, which is extremely stable toward crystallization, crystallized in a close-packed, regular structure, unlike most related glass-forming compounds. This apparent paradox was probed with density functional theory calculations which revealed the presence of two conformers of similar energy, thus contributing to frustrate crystallization.
AB - Ionic molecular glasses can be conveniently prepared by reacting 1,5-dimexylbiguanide with a wide variety of carboxylic and sulfonic acids. A library of 51 salts has been prepared and studied by differential scanning calorimetry, 25 of which readily form glassy phases and do not recrystallize upon heating or standing. The crystal structures of 1,5-dimexylbiguanide and six of its salts have been solved and studied, and show extended hydrogen-bonded networks. Curiously, 1,5-dimexylbiguanide, which is extremely stable toward crystallization, crystallized in a close-packed, regular structure, unlike most related glass-forming compounds. This apparent paradox was probed with density functional theory calculations which revealed the presence of two conformers of similar energy, thus contributing to frustrate crystallization.
UR - http://www.scopus.com/inward/record.url?scp=77953145423&partnerID=8YFLogxK
U2 - 10.1021/cg1002435
DO - 10.1021/cg1002435
M3 - Article
AN - SCOPUS:77953145423
SN - 1528-7483
VL - 10
SP - 2734
EP - 2745
JO - Crystal Growth and Design
JF - Crystal Growth and Design
IS - 6
ER -