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Synthesis and polymorphism evaluation of the 3,5-bis(decyloxy)benzaldehyde

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Abstract

In this work, 3,5-bis(decyloxy)benzaldehyde, a precursor of long chain amphiphilic BODIPYs, was synthesized and its polymorphic behavior was characterized by differential scanning calorimetry, polarized light thermo microscopy, infrared spectroscopy, and XRPD. From the combined use of these techniques, an interesting polymorphic behavior was observed, and four polymorphs were identified. The initial compound melts around room temperature, ca. 30 °C, and several polymorphic forms of lower melting point are obtained by cooling the melt. A thermal program could be developed that allows obtaining each form independently.

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Acknowledgements

This work was supported by PEst-C/QUI/UI0313/2011, PEst-OE/SAU/UI0177/2011 FCT (FEDER), PEst-C/FIS/UI0036/2011, and FCT/QREN-COMPETE through projects PTDC/AAC-CLI/098308/2008, PTDC/AAC-CLI/118092/2010, and SFRH/BD/48269/2008.

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Authors and Affiliations

  1. CQC, Department of Chemistry, University of Coimbra, 3004-535, Coimbra, Portugal

    Cláudia T. Arranja, Mariana Marcos, M. Ermelinda S. Eusébio & Abílio J. F. N. Sobral

  2. CEMDRX, Department of Physics, University of Coimbra, Coimbra, Portugal

    Manuela R. Silva

  3. CEF, Faculty of Pharmacy, University of Coimbra, 3000-548, Coimbra, Portugal

    Ricardo A. E. Castro

Authors
  1. Cláudia T. Arranja
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  2. Mariana Marcos
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  3. Manuela R. Silva
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  4. M. Ermelinda S. Eusébio
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  5. Ricardo A. E. Castro
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  6. Abílio J. F. N. Sobral
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Correspondence to Ricardo A. E. Castro or Abílio J. F. N. Sobral.

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Arranja, C.T., Marcos, M., Silva, M.R. et al. Synthesis and polymorphism evaluation of the 3,5-bis(decyloxy)benzaldehyde. J Therm Anal Calorim 117, 1375–1383 (2014). https://doi.org/10.1007/s10973-014-3904-2

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  • DOI: https://doi.org/10.1007/s10973-014-3904-2

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