Temperature-induced polymorphism in methyl stearate

Liu, Xiaojiao; Gibbs, Alexandra S.; Nichol, Gary S.; Tang, Chiu C.; Knight, Kevin S.; Dowding, P.; More, Iain; Pulham, Colin R.

doi:10.1039/c8ce01055b

Cited by 9 publications

(4 citation statements)

References 31 publications

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“…Fortunately, many polymorphic forms only exist under conditions far from equilibrium, such as extremes of temperature, pressure, − or their combination . In many other cases, polymorphic forms can be generated at, or recovered to, ambient conditions. − These cases are troublesome for industry, particularly where a metastable polymorphic form is isolated under ambient conditions as a result of the processing conditions. , In such cases, aging of the structure can lead to spontaneous polymorphic transformations, and as in the case of Ritonavir, have potentially detrimental effects on its function . Furthermore, it is common for multiple polymorphs to occur concomitantly .…”

Section: Introductionmentioning

confidence: 99%

Tuning the Apparent Stability of Polymorphic Cocrystals through Mechanochemistry

Kulla

Becker

Michalchuk

et al. 2019

Crystal Growth & Design

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Mechanochemistry has become a valuable method for the synthesis of new materials and molecules, with a particular strength for screening and preparing multicomponent crystals. In this work, two novel cocrystals of pyrazinamide (PZA) with pimelic acid (PA) were prepared mechanochemically. Their formation was monitored in real time by in situ synchrotron powder X-ray diffraction. Control over the polymorphic form was obtained through the selective choice of liquid additive via liquid assisted grinding. Slurry experiments and dispersion-corrected density functional theory calculations suggest that Form I is the thermodynamically stable form under ambient conditions. Upon aging, Form II converts to Form I. The stability of Form II upon aging was found to depend strongly on the milling duration, intensity, and material of the milling vessels. Longer or higher energy milling drastically increased the lifetime of the Form II product. For the first time, this work also demonstrates that the choice of milling jar can have a decisive effect on the aging stability of a bulk polymorphic powder. In contrast to material prepared in steel milling vessels, the preparation of Form II in Perspex (PMMA) vessels increased its lifetime 3-fold. These findings offer a new dimension to garnering control over mechanochemical cocrystallization and demonstrate the critical importance of the careful and timely ex situ screening of ball mill grinding reactions. This will be of importance for potential industrial applications of mechanochemical cocrystallization where understanding polymorph longevity is crucial for the development of a robust preparative protocol.

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Section: Introductionmentioning

confidence: 99%

Tuning the Apparent Stability of Polymorphic Cocrystals through Mechanochemistry

Kulla

Becker

Michalchuk

et al. 2019

Crystal Growth & Design

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“…The low-temperature phase behavior of BD components may be complicated by polymorphism and pressure-induced crystallization of FAMEs. To date, very little research has been done on this problem; for example, Liu et al detected and characterized five crystal modifications of methyl stearate with pressure-dependent stability [ 92 , 93 ], whereas Prathapa et al studied the crystal package of C8–C13 saturated FAMEs systematically [ 94 ].…”

Section: Cold-flow Properties Of Bdmentioning

confidence: 99%

Polymer Cold-Flow Improvers for Biodiesel

Nifant’ev

Ivchenko

2021

Polymers

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In recent decades, biodiesel has been explored as a prospective comparable fuel to petroleum diesel for compression ignition engines. However, several drawbacks have limited the wide application of biodiesel as motor fuel, and the poor cold-flow property is one of the major problems. This problem is compounded by the diversity of the biodiesel characteristics arising from a variety of chemical compositions of biodiesel from different sources. Among the methods investigated to improve the cold-flow properties of biodiesel, the use of additives seems highly promising. Despite the significant number of publications, the potential of this method is still far from having been completely discovered or exploited. In the present review, we briefly describe the sources, chemical composition, and physico-chemical characteristics of the main types of biodiesel. Next, we discuss the examples of the use of different polymer additives for the improvement of the cold-flow characteristics of biodiesel and biodiesel/petroleum diesel blends. Additionally, we tried to assess the prospects of the polymer additives to enhance biodiesel performance. The main conclusion of this survey is that innovative and high-efficiency cold-flow improvers for biodiesel should be further developed.

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“… 5 It almost goes without saying that it is crucial to retain the same form of a drug in order not to be surprised by sudden changes in properties caused by the appearance of another form. 6 It is broadly known that various synthetic/crystallisation conditions (solvent effect, 7 the level of supersaturation, 8 temperature 9 and pressure 10 ) can lead to the occurrence of polymorphism. The phenomenon is related to the interplay of noncovalent intermolecular forces, for example hydrogen bonds, 11 halogen bonds 12 and π–π interactions, 13 different combinations of which can lead to the formation of disparate crystalline phases.…”

Section: Introductionmentioning

confidence: 99%

Solvent-induced polymorphism in dipodal N-donor ligands containing a biphenyl core

Chaudhary,

Kędziera,

Rafiński

et al. 2023

RSC Adv.

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Temperature-induced polymorphism in methyl stearate

Abstract: Different temperature conditions can induce different crystallisation behaviours of methyl stearate. Three new polymorphs have been identified and structural characterised.

Cited by 9 publications

References 31 publications

Tuning the Apparent Stability of Polymorphic Cocrystals through Mechanochemistry

Tuning the Apparent Stability of Polymorphic Cocrystals through Mechanochemistry

Polymer Cold-Flow Improvers for Biodiesel

Solvent-induced polymorphism in dipodal N-donor ligands containing a biphenyl core

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