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Synthesis and characterization of novel liquid crystalline cholesteryl-modified hydroxypropyl cellulose derivatives

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Abstract

Two new series of cholesteryl-modified hydroxypropyl cellulose (HPC) derivatives were synthesized by performing reactions involving HPC, a cholesterol-based mesogenic dimer (HPC-G1-Chol), or cholesteryl chloroformate (HPC-Chol), all with different degrees of substitution (D Chol). All of the compounds obtained were characterized by conventional spectroscopic methods. The D Chol values of the modified HPCs was obtained using 1H NMR spectroscopy. Thermogravimetric analysis and differential scanning calorimetry (DSC) in combination with polarizing optical microscopy (POM) were used to investigate the thermal properties of the compounds obtained. The glass transitions of the modified HPCs occurred at lower temperatures than the glass transition temperature for HPC, but the glass transition temperatures increased with increasing D Chol. All of the synthesized polymers formed thermotropic liquid crystalline phases. Polymers with a mesogenic side chain (i.e., the HPC-G1-Chol series) had wider mesophases than HPC and polymers that were derived from HPC-Chol. These compounds were found to be soluble in a variety of organic solvents, so they formed lyotropic liquid crystal mesophases in acetone. The critical concentrations above which liquid crystalline order was observed were 20 and 25 wt% for a sample from each series (HPC-G1-Chol and HPC-Chol, respectively) in acetone. It can therefore be hypothesized that HPC-G1-Chol has a greater propensity to exhibit specific chain–chain association phenomena than HPC-Chol in acetone.

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Acknowledgements

The authors would like to thank the Vice Chancellor of Research of Azarbaijan University of Tarbiat Moallem for financially supporting this research. The authors’ warm thanks are also extended to Ms. Veghar Barri, whose suggestions on the English to use in parts of the paper were helpful.

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Authors and Affiliations

  1. Chemistry Department, Science Faculty, Azarbaijan University of Tarbiat Moallem, 5375171379, P.O. Box: 53714-161, Tabriz, Iran

    Massoumeh Bagheri & Shaghayegh Shateri

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  1. Massoumeh Bagheri
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  2. Shaghayegh Shateri
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Correspondence to Massoumeh Bagheri.

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Bagheri, M., Shateri, S. Synthesis and characterization of novel liquid crystalline cholesteryl-modified hydroxypropyl cellulose derivatives. J Polym Res 19, 9842 (2012). https://doi.org/10.1007/s10965-012-9842-4

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  • DOI: https://doi.org/10.1007/s10965-012-9842-4

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