Resorcinol Crystallization from the Melt: A New Ambient Phase and New "Riddles".
Structures of the a and ß 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 atmospheri...
| Main Authors: | , , , , , , , , , , , , , , |
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| Format: | Journal Article |
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American Chemical Society
2016
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| Online Access: | http://purl.org/au-research/grants/arc/FT130100463 http://hdl.handle.net/20.500.11937/47672 |
| _version_ | 1848757898594746368 |
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| author | Zhu, Q. Shtukenberg, A. Carter, Damien Yu, T. Yang, J. Chen, M. Raiteri, Paolo Oganov, A. Pokroy, B. Polishchuk, I. Bygrave, P. Day, G. Rohl, Andrew Tuckerman, M. Kahr, B. |
| author_facet | Zhu, Q. Shtukenberg, A. Carter, Damien Yu, T. Yang, J. Chen, M. Raiteri, Paolo Oganov, A. Pokroy, B. Polishchuk, I. Bygrave, P. Day, G. Rohl, Andrew Tuckerman, M. Kahr, B. |
| author_sort | Zhu, Q. |
| building | Curtin Institutional Repository |
| collection | Online Access |
| description | Structures of the a and ß 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, e, through a combination of optical and X-ray crystallography and by computational crystal structure prediction algorithms. a-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 ß phase. The e phase only grows from the melt, concomitant with the ß 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 ß resorcinol (e, point symmetry 222, does not have a polar axis) with additives that stereoselectively modify growth velocities. Both ß and e 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. |
| first_indexed | 2025-11-14T09:35:25Z |
| format | Journal Article |
| id | curtin-20.500.11937-47672 |
| institution | Curtin University Malaysia |
| institution_category | Local University |
| last_indexed | 2025-11-14T09:35:25Z |
| publishDate | 2016 |
| publisher | American Chemical Society |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | curtin-20.500.11937-476722019-02-19T05:35:23Z Resorcinol Crystallization from the Melt: A New Ambient Phase and New "Riddles". Zhu, Q. Shtukenberg, A. Carter, Damien Yu, T. Yang, J. Chen, M. Raiteri, Paolo Oganov, A. Pokroy, B. Polishchuk, I. Bygrave, P. Day, G. Rohl, Andrew Tuckerman, M. Kahr, B. Structures of the a and ß 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, e, through a combination of optical and X-ray crystallography and by computational crystal structure prediction algorithms. a-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 ß phase. The e phase only grows from the melt, concomitant with the ß 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 ß resorcinol (e, point symmetry 222, does not have a polar axis) with additives that stereoselectively modify growth velocities. Both ß and e 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. 2016 Journal Article http://hdl.handle.net/20.500.11937/47672 10.1021/jacs.6b01120 http://purl.org/au-research/grants/arc/FT130100463 http://purl.org/au-research/grants/arc/DP140101776 American Chemical Society fulltext |
| spellingShingle | Zhu, Q. Shtukenberg, A. Carter, Damien Yu, T. Yang, J. Chen, M. Raiteri, Paolo Oganov, A. Pokroy, B. Polishchuk, I. Bygrave, P. Day, G. Rohl, Andrew Tuckerman, M. Kahr, B. Resorcinol Crystallization from the Melt: A New Ambient Phase and New "Riddles". |
| title | Resorcinol Crystallization from the Melt: A New Ambient Phase and New "Riddles". |
| title_full | Resorcinol Crystallization from the Melt: A New Ambient Phase and New "Riddles". |
| title_fullStr | Resorcinol Crystallization from the Melt: A New Ambient Phase and New "Riddles". |
| title_full_unstemmed | Resorcinol Crystallization from the Melt: A New Ambient Phase and New "Riddles". |
| title_short | Resorcinol Crystallization from the Melt: A New Ambient Phase and New "Riddles". |
| title_sort | resorcinol crystallization from the melt: a new ambient phase and new "riddles". |
| url | http://purl.org/au-research/grants/arc/FT130100463 http://purl.org/au-research/grants/arc/FT130100463 http://hdl.handle.net/20.500.11937/47672 |