Mesomorphic properties of resorcinol

Ossowska‐Chruściel, M. D.; Juszyńska-Gałązka, Ewa; Zając, Wojciech; Rudzki, A.; Chruściel, J.

doi:10.1016/j.molstruc.2014.10.080

Cited by 12 publications

(7 citation statements)

References 29 publications

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“…But, for polycrystalline samples, the determination of the structure of new polymorphs remains a challenge. , Herein, we determine the structure of a third form of crystalline resorcinol, the ε polymorph, by comparing computed structure predictions with available powder diffraction data. We had previously associated the third ambient pressure phase as γ, yet two high pressure phases have already claimed the γ and δ identifiers. − Therefore, we denote the new ambient phase ε.…”

Section: ε-Resorcinolmentioning

confidence: 99%

Resorcinol Crystallization from the Melt: A New Ambient Phase and New “Riddles”

et al. 2016

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Structures of the α and β phases of resorcinol, a major commodity chemical in the pharmaceutical, agrichemical, and polymer industries, were the first polymorphic pair of molecular crystals solved by X-ray analysis. It was recently stated that "no additional phases can be found under atmospheric conditions" (Druzbicki, K. et al. J. Phys. Chem. B 2015, 119, 1681). Herein is described the growth and structure of a new ambient pressure phase, ε, through a combination of optical and X-ray crystallography and by computational crystal structure prediction algorithms. α-Resorcinol has long been a model for mechanistic crystal growth studies from both solution and vapor because prisms extended along the polar axis grow much faster in one direction than in the opposite direction. Research has focused on identifying the absolute sense of the fast direction-the so-called "resorcinol riddle"-with the aim of identifying how solvent controls crystal growth. Here, the growth velocity dissymmetry in the melt is analyzed for the β phase. The ε phase only grows from the melt, concomitant with the β phase, as polycrystalline, radially growing spherulites. If the radii are polar, then the sense of the polar axis is an essential feature of the form. Here, this determination is made for spherulites of β resorcinol (ε, point symmetry 222, does not have a polar axis) with additives that stereoselectively modify growth velocities. Both β and ε have the additional feature that individual radial lamellae may adopt helicoidal morphologies. We correlate the appearance of twisting in β and ε with the symmetry of twist-inducing additives.

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Section: ε-Resorcinolmentioning

confidence: 99%

Resorcinol Crystallization from the Melt: A New Ambient Phase and New “Riddles”

et al. 2016

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“…In their solid phases, only m -dHBZ and p -dHBZ are known to exhibit polymorphism. 13,14 In particular, the ambient-temperature α-phase of m -dHBZ undergoes a weak transition into a β phase just before melting at ca. 369 K, involving a subtle rearrangement of intermolecular HBs.…”

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confidence: 99%

Metastability and polymorphism in dihydroxybenzenes – implications for thermal energy storage

Northam de la Fuente,

Gaboardi,

Ismail

et al. 2024

Energy Adv.

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“…In the literature, irreversible phase transition from α-form to β-form of resorcinol above 98 °C is very well documented. 25 POM images of solids obtained after melt crystallization over a glass slide and sandwiched between two glass slides before the thermal gradient experiment are shown in Figure S9 in SI. In the first case (Figure S9(a)), spherulite growth is observed whereas crystallization between two sandwiched glass slides (Figure S9(b)) demonstrates randomly oriented small crystals.…”

mentioning

confidence: 99%

“…Resorcinol occurs in three polymorphs at atmospheric pressure, classified as α, β, − and, recently observed, ε-resorcinol (see SI). These forms have been well studied in the literature. − Crystallization of resorcinol from melt provides β- and ε-polymorphs wherein ε-resorcinol is obtained only in the presence of an additive. Furthermore, it was established recently that there exists asymmetric growth along polar axis, i.e., + c or − c- axis in the case of the β-form wherein growth along {011} was observed to be faster than {011̅} .…”

mentioning

confidence: 99%

“…Results from DSC (Figure S4) and PXRD (Figures S6–S7) experiments confirm the phase transition at 100 °C from the bulk phase of resorcinol (which is α-form) to another phase, and it remains unchanged during the subsequent heating cycle. In the literature, irreversible phase transition from α-form to β-form of resorcinol above 98 °C is very well documented …”

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confidence: 99%

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Crystal Growth Alignment of β-Polymorph of Resorcinol in Thermal Gradient

Panini

Chattopadhyay

Werzer

et al. 2018

Crystal Growth & Design

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Crystallization of an organic compound, namely, resorcinol, has been studied in a thermal gradient over a substrate where samples are, in addition, mechanically displaced at a constant rate. In such an experiment, nucleation and growth occur in well-defined dissipative conditions. The results show the capability of this method to produce thin films in the resorcinol β-form. Further, the alignment of the crystals within these films is along a preferred orientation. Employing polarized optical microscopy and X-ray diffraction measurements in terms of specular diffraction and pole figures shows that the crystals alignment follows the thermal gradient. Variation of the displacement rate, i.e., the sample velocity in the gradient field, shows additionally strong variation of the crystal orientations, showing that the kinetic of the crystal formation is crucial for the alignment in the thermal gradient.

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Mesomorphic properties of resorcinol

Cited by 12 publications

References 29 publications

Resorcinol Crystallization from the Melt: A New Ambient Phase and New “Riddles”

Resorcinol Crystallization from the Melt: A New Ambient Phase and New “Riddles”

Metastability and polymorphism in dihydroxybenzenes – implications for thermal energy storage

Crystal Growth Alignment of β-Polymorph of Resorcinol in Thermal Gradient

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