Abstract
4-(ω-(methylimidazole) hexyloxy)-4′-(cyano)-biphenyl (CbP) as a mesogenic unit was dissolved in 1-allyl-3-methylimidazolium chloride (AMIMCl) to generate cellulose side-chain liquid crystal. The influence of CbP on AMIMCl and cellulose/AMIMCl was investigated. Turbidity tests and Fourier-transform infrared spectra (FTIR) indicated that homogeneous solution of CbP/AMIMCl was formed and there was no chemical reaction between CbP and AMIMCl. The steady and dynamic shear measurements, polarized optical microscopy, differential scanning calorimetry and X-ray diffractomer were used to study the rheological behaviors and phase transition of cellulose/CbP/AMIMCl system. The results showed that there was an obvious liquid crystal phenomenon in cellulose/CbP/AMIMCl solution when the mass fraction of CbP in AMIMCl ranges between 2.5 and 3.5%, and solution temperature is 40–80 °C. The deviations from Cox–Merz rules suggested the destruction of intra- and intermolecular hydrogen bonds among cellulose, CbP and AMIMCl under shear deformation.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Ao GY, Nepal D, Aono M, Davis VA (2011) Cholesteric and nematic liquid crystalline phase behavior of double-stranded DNA stabilized single-walled carbon nanotube dispersions acs. NANO 5:1450–1458. https://doi.org/10.1021/nn103225r
Boerstoel H, Maatman H, Westerink JB, Koenders BM (2001) Liquid crystalline solutions of cellulose in phosphoric acid. Polymer 42:7371–7379
Chanzy H, Peguy A, Chaunis S, Monzie P (1980) Oriented cellulose films and a mesophase system. J Polym Sci Polym Phys Ed 18:1137–1144
Chen X, Zhang YM, Wang HP, Wang SW, Liang SW, Colby RH (2011) Solution rheology of cellulose in 1-butyl-3-methyl imidazolium chloride. J Rheol 55:485–494. https://doi.org/10.1122/1.3553032
Davé V, Glasser WG (1992) Cellulose-based fibers from liquid crystalline solutions, solution properties of cellulose esters, Glasser and Hatakeyama; viscoelasticity of biomaterials ACS Symposium Series. American Chemical Society, Washington, D C, pp 146–165
Dykes LMC, Torkelson JM, Burghardt WR (2012) Shear-induced orientation in well-exfoliated polystyrene/clay nanocomposites. Macromolecules 45:1622–1630. https://doi.org/10.1021/ma2012738
Granstrom M, Havimo M, Heikkila M, Kilpelainen I (2009) Synthesis, characterisation and application of novel self-assembled comb-like liquid crystalline biphenyl-cellulose as UV absorber for paper. J Mater Chem 19:639–644. https://doi.org/10.1039/b815600j
Jiang JH, Xiao YF, Huang WJ, Gong PX, Peng SH, He JP, Fan MM, Wang K (2017) A insight into influence of hydrogen bond acceptors on cellulose/1-allyl-3-methyl imidazolium chloride solution. Carbohydr Polym 178:295–301
Kato T, Kihara H, Ujiie S (1996) Structures and properties of supramolecular liquid-crystalline side-chain polymers built through intermolecular hydrogen bonds. Macromolecules 29:8734–8739. https://doi.org/10.1021/ma9609341
Kawakami T, Kato T (1998) Use of intermolecular hydrogen bonding between imidazolyl moieties and carboxylic acids for the supramolecular self-association of liquid-crystalline side-chain polymers and networks. Macromolecules 31:4475–4479. https://doi.org/10.1021/ma980271i
Kondo T, Togawa E, Brown RM (2001) “Nematic ordered cellulose”: a concept of glucan chain association. Biomacromolecules 2:1324–1330. https://doi.org/10.1021/bm0101318
Kosan B, Schwikal K, Meister F (2010) Solution states of cellulose in selected direct dissolution agents. Cellulose 17:495–506. https://doi.org/10.1007/s10570-010-9402-1
Kuang QL, Zhao JC, Niu YH, Zhang J, Wang ZG (2008) Celluloses in an ionic liquid: the rheological properties of the solutions spanning the dilute and semidilute regimes. J Phys Chem B 112:10234–10240. https://doi.org/10.1021/jp804167n
Kulichikhin VG, Makarova VV, Tolstykh MY, Picken SJ, Mendes E (2011) Structural evolution of liquid-crystalline solutions of hydroxypropyl cellulose and hydroxypropyl cellulose-based nanocomposites during flow. Polym Sci Ser A 53:748–764. https://doi.org/10.1134/s0965545x11090070
Kulicke W-M, Porter RS (1980) Relation between steady shear flow and dynamic rheology. Rheol Acta 19:601–605. https://doi.org/10.1007/bf01517513
Li L et al (2012) Preparation of high strength chitosan fibers by using ionic liquid as spinning solution. J Mater Chem 22:8585–8593. https://doi.org/10.1039/c2jm30555k
Luo ZQ, Wang AQ, Wang CZ, Qin WC, Zhao NN, Song HZ, Gao JG (2014) Liquid crystalline phase behavior and fiber spinning of cellulose/ionic liquid/halloysite nanotubes dispersions. J Mater Chem A 2:7327–7336. https://doi.org/10.1039/c4ta00225c
Mazza M, Catana DA, Vaca-Garcia C, Cecutti C (2009) Influence of water on the dissolution of cellulose in selected ionic liquids. Cellulose 16:207–215. https://doi.org/10.1007/s10570-008-9257-x
Oertel R, Kulicke W-M (1991) Viscoelastic properties of liquid crystals of aqueous biopolymer solutions. Rheol Acta 30:140–150. https://doi.org/10.1007/bf01134603
Patel DL, Gilbert RD (1981) Lyotropic mesomorphic formation of cellulose in trifluoroacetic acid- chlorinated- alkane solvent mixtures at room temperature. J Polym Sci Polym Phys Ed 19:1231–1236
Philippe V, Claude J (1985) Anisotropic compositions of cellulose esters; Processes for obtainning said compositions; fibers of cellulosic esters or cellulose WO8505115
Rwei SP, Nguyen TA (2015) Formation of liquid crystals and behavior of LCST upon addition of xanthan gum (XG) to hydroxypropyl cellulose (HPC) solutions. Cellulose 22:53–61. https://doi.org/10.1007/s10570-014-0469-y
Singh M, Agarwal V, De Kee D, McPherson G, John V, Bose A (2004) Shear-induced orientation of a rigid surfactant mesophase. Langmuir 20:5693–5702. https://doi.org/10.1021/la049700y
Song HZ, Zhang J, Niu YH, Wang ZG (2010) Phase transition and rheological behaviors of concentrated cellulose/ionic liquid solutions. J Phys Chem B 114:6006–6013. https://doi.org/10.1021/jp1013863
Song HZ, Niu YH, Wang ZG, Zhang J (2011) Liquid crystalline phase and gel-sol transitions for concentrated microcrystalline cellulose (MCC)/1-ethyl-3-methylimidazolium acetate (emimac) solutions. Biomacromolecules 12:1087–1096. https://doi.org/10.1021/bm101426p
Song HZ, Luo ZQ, Wang CZ, Hao XF, Gao JG (2013a) Preparation and characterization of bionanocomposite fiber based on cellulose and nano-SiO2 using ionic liquid. Carbohyd Polym 98:161–167. https://doi.org/10.1016/j.carbpol.2013.05.079
Song HZ, Niu YH, Yu J, Zhang J, Wang ZG, He JS (2013b) Preparation and morphology of different types of cellulose spherulites from concentrated cellulose ionic liquid solutions. Soft Matter 9:3013–3020. https://doi.org/10.1039/c3sm27320b
Sun N, Li WY, Stoner B, Jiang XY, Lu XM, Rogers RD (2011) Composite fibers spun directly from solutions of raw lignocellulosic biomass dissolved in ionic liquids. Green Chem 13:1158–1161. https://doi.org/10.1039/c1gc15033b
Wang BG, Lou WJ, Wang XB, Hao JC (2012) Relationship between dispersion state and reinforcement effect of graphene oxide in microcrystalline cellulose-graphene oxide composite films. J Mater Chem 22:12859–12866. https://doi.org/10.1039/c2jm31635h
Wu LM, Tong DS, Zhao LZ, Yu WH, Zhou CH, Wang H (2014) Fourier transform infrared spectroscopy analysis for hydrothermal transformation of microcrystalline cellulose on montmorillonite. Appl Clay Sci 95:74–82. https://doi.org/10.1016/j.clay.2014.03.014
Zhang H, Wu J, Zhang J, He J (2005) 1-Allyl-3-methylimidazolium chloride room temperature ionic liquid: a new and powerful nonderivatizing solvent for cellulose. Macromolecules 38:8272–8277
Zhang QX, Jiao LS, Shan CS, Hou P, Chen B, Xu XY, Niu L (2008) Synthesis and characterisation of novel imidazolium-based ionic liquid crystals with a p-nitroazobenzene moiety. Liq Cryst 35:765–772. https://doi.org/10.1080/02678290802130264
Acknowledgments
The authors gratefully acknowledge the financial support from the Natural Science Foundation of Tianjin city (No. 14JCQNJC03600) and the National Basic Research Program of China (No. 2014CB660813).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Song, J., Liu, F., Cheng, B. et al. Phase transition and rheological behaviors of a novel cellulose solution with 4-(ω-(methylimidazole)alkyloxy)-4′-(cyano)-biphenyls as a mesogenic unit. Cellulose 25, 941–951 (2018). https://doi.org/10.1007/s10570-017-1616-z
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10570-017-1616-z