Inclusion Polymerization in Polymorphic Crystals of Cholic Acid

Nakano, K.; Sada, Kazuki; Miyata, Mikiji

doi:10.1295/polymj.33.172

Cited by 13 publications

(9 citation statements)

References 24 publications

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“…Molecular tectonics allows predictable covalent capture to occur in the solid state by using permeable crystals with internally exposed reactive groups that can be cross‐linked by external agents. This strategy extends conceptually related polymerizations, such as the cross‐linking of porous protein crystals17 and coordination complexes joined by metals,18 to the realm of small molecular monomers and the production of single crystals of well‐defined polymers 19…”

Section: Methodsmentioning

confidence: 97%

Designing Permeable Molecular Crystals That React with External Agents To Give Crystalline Products

et al. 2003

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Section: Methodsmentioning

confidence: 97%

Designing Permeable Molecular Crystals That React with External Agents To Give Crystalline Products

et al. 2003

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“…In case 2, monomer assemblies can get restricted mobility and anisotropic properties in the confined spaces. The typical polymerizations can be recognized in various organized media such as micelles, vesicles, mono- and multilayers, liquid crystals, inorganic porous materials, and inclusion compounds . The mobility and anisotropy affect polymerization reactivities, structures of polymer chains, and assembly formation.…”

Section: Introductionmentioning

confidence: 99%

Formation of Bundle Assemblies of Stereoregular Polymers in Thermal Solid-State Polymerization of 7,7,8,8-Tetrakis(aryloxycarbonyl)-p-quinodimethanes

et al. 2016

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7,7,8,-p-quinodimethanes with bulky aryloxy groups such as benzyloxy (1a), pentafluorobenzyloxy (1b), and both benzyloxy and pentafluorobenzyloxy (1c) were synthesized. We investigated effects of these bulky groups on thermal solid-state polymerization reactivities on the basis of crystal structures of 1a−1c. Thermal polymerizations gave 1,6-trans-type stereoregular polymers in quantitative yields in 1 day at 110°C for 1a, 1 day at 150°C for 1b, and 6 days at 110°C for 1c. Their initial crystal shapes were retained in appearance during polymerization to yield solid bundle assemblies of their polymeric chains. X-ray single-crystal structure analysis indicates that their crystals adopt molecular arrangements suitable for one-dimensional polymerization with the 1,6-trans-type addition along one crystallographic axis. Such arrangements led to expansion polymerization of 1b and contraction one of 1c. The resulting stereoregular polymers form less ordered bundle assemblies than those prepared by the conventional topochemical polymerization. In this manner, the bulky aryloxy groups enabled us to observe a close relation between the molecular assembly modes and the polymerization behaviors, providing the first example for proving diversity of thermal solid-state polymerizations.

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“…For example, the polymorphs of CA/methacrylonitrile have the crossing and bilayer (α‐trans type) structures. γ‐Irradiation of the inclusion crystals generated its polymer only from the bilayer structure but not from the crossing structure 28. That is, the polymerization occurred in the 1‐D cavity, but not in the 0‐D cavity.…”

Section: Inclusion Polymerization In Cavitiesmentioning

confidence: 98%

Flexible host frameworks with diverse cavities in inclusion crystals of bile acids and their derivatives

Nakano

Aburaya

Hisaki

et al. 2009

The Chemical Record

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We have systematically investigated structures and properties of inclusion crystals of bile acids and their derivatives. These steroidal compounds form diverse host frameworks having zero-, one- and two-dimensional cavities, causing various inclusion behaviors towards many organic compounds. The diverse host frameworks exhibit the following guest-dependent flexibility. First, the frameworks mainly depend on the included guests in size and shape. The size-dependence is quantitatively estimated by the parameter PCcavity, which is the volume ratio of a guest molecule to a host cavity. The resulting values of PCcavity lie in the range of 42-76%. Second, each of the host frameworks has its own range of the values. Some guests can employ two different frameworks with the boundary values, explaining formation of polymorphic crystals. Third, the host frameworks are selected by host-guest interactions through weak hydrogen bonds, such as NH/pi and CH/O. The weak hydrogen bonds play an important role for various selective inclusion processes. Fourth, the host frameworks are dynamically exchangeable, resulting in intercalation and polymerization in the cavities. These static and dynamic structures of the frameworks demonstrate great potential of crystalline organic inclusion compounds as functional materials.

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Inclusion Polymerization in Polymorphic Crystals of Cholic Acid

Cited by 13 publications

References 24 publications

Designing Permeable Molecular Crystals That React with External Agents To Give Crystalline Products

Designing Permeable Molecular Crystals That React with External Agents To Give Crystalline Products

Formation of Bundle Assemblies of Stereoregular Polymers in Thermal Solid-State Polymerization of 7,7,8,8-Tetrakis(aryloxycarbonyl)-p-quinodimethanes

Flexible host frameworks with diverse cavities in inclusion crystals of bile acids and their derivatives

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