NDLI: Oriented crystallization of xanthine derivatives sublimated on self-assembled monolayers

Content Provider	Springer Nature Link
Author	Chung, Jihae Kim, Il Won
Copyright Year	2010
Abstract	The oriented crystallization of caffeine and theobromine on self-assembled monolayers (SAMs) is reported. The SAMs were prepared by reacting 1-decanethiol, 11-mercapto-1-undecanol, or 11-mercaptoundecanoic acid on flat Au surfaces to form methyl, hydroxyl, or carboxylic acid functionalities on the substrates. Crystallization was conducted by sublimating the xanthine alkaloids on the SAMs. X-ray diffraction and morphology observation/simulation were combined to identify the preferred orientation of caffeine and theobromine crystals. Also, the identified crystal orientation was examined through molecular models to understand the nature of the interfacial interactions that direct the nucleation process. CH/π interaction as well as strong hydrogen bonding appeared to act as the specific interactions to control the molecular orientation of caffeine and theobromine in stereochemically determined manners that persisted during the crystallization process. More importantly, the stability of the orientational regulation showed a clear correlation to the cohesiveness of the xanthine molecular layer parallel to the nucleating substrate. We believe this indicates that the structural coherence of the precursors or nuclei of the crystallization is essential to effectively utilize the interfacial interactions in a cooperative manner to firmly control the crystal orientation.
Starting Page	232
Ending Page	238
Page Count	7
File Format	PDF
ISSN	02561115
Journal	Korean Journal of Chemical Engineering
Volume Number	28
Issue Number	1
e-ISSN	19757220
Language	English
Publisher	Springer US
Publisher Date	2010-12-23
Publisher Place	Boston
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Crystallization Nucleation Xanthine Sublimation Self-assembled Monolayer Materials Science Industrial Chemistry/Chemical Engineering Biotechnology Catalysis
Content Type	Text
Resource Type	Article
Subject	Chemistry Chemical Engineering

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