Chitosan–carboxymethylcellulose/flavylium salt (Ch–CMC/FS) films were obtained at different flavylium salt (FS) concentrations under acidic conditions in order to maintain de benzopyrylium form of the flavylium organic cation. Films were characterized by Fourier-transform infrared spectroscopy (FTIR), Raman spectroscopy, UV–Vis diffuse reflectance (DRUV) and emission spectroscopy. Thermal properties were also recorded by means of thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC) techniques. FTIR and Raman spectra showed shifting of the carbonyl vibrations after addition of flavylium salt compound. Thermal stability prevailed even after addition of FS as was determined by TGA and DSC analysis. Ch–CMC/FS showed strong absorption in the visible part of the electromagnetic spectrum centred around λ = 450 nm. Luminescence profile after excitation at λ = 450 nm showed an emission centred around λ = 507 nm. FS appears to be chemically stabilized by the interaction with polyelectrolyte chains.
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Luo Y, Wang Q (2014) Recent development of chitosan-based polyelectrolyte complexes with natural polysaccharides for drug delivery. Int J Biol Macromol 64:353–367. https://doi.org/10.1016/j.ijbiomac.2013.12.017
Conzatti G, Faucon D, Castel M et al (2017) Alginate/chitosan polyelectrolyte complexes: a comparative study of the influence of the drying step on physicochemical properties. Carbohydr Polym 172:142–151. https://doi.org/10.1016/j.carbpol.2017.05.023
Argüelles-Monal W, Peniche-Covas C (1988) Study of the interpolyelectrolyte reaction between chitosan and carboxymethyl cellulose. Makromol Chem Rapid Commun 9:693–697. https://doi.org/10.1002/marc.1988.030091004
Liuyun J, Yubao L, Chengdong X (2009) A novel composite membrane of chitosan-carboxymethyl cellulose polyelectrolyte complex membrane filled with nano-hydroxyapatite I. Preparation and properties. J Mater Sci Mater Med 20:1645–1652. https://doi.org/10.1007/s10856-009-3720-6
Zhu S, Song Y, Shao J et al (2015) Non-conjugated polymer dots with crosslink-enhanced emission in the absence of fluorophore units. Angew Chem Int Ed 54:14626–14637. https://doi.org/10.1002/anie.201504951
Song J, Zhou H, Gao R et al (2018) Selective determination of Cr(VI) by glutaraldehyde cross-linked chitosan polymer fluorophores. ACS Sens 3:792–798. https://doi.org/10.1021/acssensors.8b00038
Urreaga JM, de la Orden MU (2006) Chemical interactions and yellowing in chitosan-treated cellulose. Eur Polym J 42:2606–2616. https://doi.org/10.1016/j.eurpolymj.2006.05.002
Choi I, Lee JY, Lacroix M, Han J (2017) Intelligent pH indicator film composed of agar/potato starch and anthocyanin extracts from purple sweet potato. Food Chem 218:122–128. https://doi.org/10.1016/j.foodchem.2016.09.050
Bettini S, Valli L, Santino A et al (2012) Spectroscopic investigations, characterization and chemical sensor application of composite Langmuir–Schäfer films of anthocyanins and oligophenylenevinylene derivatives. Dyes Pigm 94:156–162. https://doi.org/10.1016/j.dyepig.2011.12.010
Aguilar-Castillo BA, Sánchez-Bojorge NA, Chávez-Flores D et al (2018) Naphtyl- and pyrenyl-flavylium dyads: synthesis, DFT and optical properties. J Mol Struct 1155:414–423. https://doi.org/10.1016/j.molstruc.2017.11.028
Rosca C, Popa MI, Lisa G, Chitanu GC (2005) Interaction of chitosan with natural or synthetic anionic polyelectrolytes. 1. The chitosan-carboxymethylcellulose complex. Carbohydr Polym 62:35–41. https://doi.org/10.1016/j.carbpol.2005.07.004
Xie YL, Wang MJ, Yao SJ (2009) Preparation and characterization of biocompatible microcapsules of sodium cellulose sulfate/chitosan by means of layer-by-layer self-assembly. Langmuir 25:8999–9005. https://doi.org/10.1021/la9014338
Osman Z, Arof AK (2003) FTIR studies of chitosan acetate based polymer electrolytes. Electrochim Acta 48:993–999. https://doi.org/10.1016/S0013-4686(02)00812-5
Zaja̧c A, Hanuza J, Wandas M, Dymińska L (2015) Determination of N-acetylation degree in chitosan using Raman spectroscopy. Spectrochim Acta A Mol Biomol Spectrosc 134:114–120. https://doi.org/10.1016/j.saa.2014.06.071
Taubner T, Synytsya A, Čopíková J (2015) Preparation of amidated derivatives of carboxymethylcellulose. Int J Biol Macromol 72:11–18. https://doi.org/10.1016/j.ijbiomac.2014.07.049
Aswathy RG, Sivakumar B, Brahatheeswaran D et al (2012) Multifunctional biocompatible fluorescent carboxymethyl cellulose nanoparticles. J Biomater Nanobiotechnol 03:254–261. https://doi.org/10.4236/jbnb.2012.322031
Golbaghi L, Khamforoush M, Hatami T (2017) Carboxymethyl cellulose production from sugarcane bagasse with steam explosion pulping: experimental, modeling, and optimization. Carbohydr Polym 174:780–788. https://doi.org/10.1016/j.carbpol.2017.06.123
Georgieva V, Zvezdova D, Vlaev L (2012) Non-isothermal kinetics of thermal degradation of chitosan. Chem Cent J 6:81. https://doi.org/10.1186/1752-153X-6-81
Zhao Q, Qian J, An Q et al (2009) Synthesis and characterization of soluble chitosan/sodium carboxymethyl cellulose polyelectrolyte complexes and the pervaporation dehydration of their homogeneous membranes. J Membr Sci 333:68–78. https://doi.org/10.1016/j.memsci.2009.02.001
Appelqvist IAM, Cooke D, Gidley MJ, Lane SJ (1993) Thermal properties of polysaccharides at low moisture: 1—an endothermic melting process and water-carbohydrate interactions. Carbohydr Polym 20:291–299. https://doi.org/10.1016/0144-8617(93)90102-A
Yuan RB, Thompson D (1994) Sub-Tg thermal properties of amorphous waxy starch and its derivates. Carbohydr Polym 25:1–6. https://doi.org/10.1016/0144-8617(94)90155-4
Thiewes HJ, Steeneken PAM (1997) The glass transition and the sub-Tg endotherm of amorphous and native potato starch at low moisture content. Carbohydr Polym 32:123–130. https://doi.org/10.1016/S0144-8617(96)00133-6
Yu HL, Feng ZQ, Zhang JJ et al (2018) The evaluation of proanthocyanidins/chitosan/lecithin microspheres as sustained drug delivery system. BioMed Res Int 2018:1–11. Article ID 9073420. https://doi.org/10.1155/2018/9073420
Zhang C, Ma Y, Zhao X, Mu J (2009) Influence of copigmentation on stability of anthocyanins from purple potato peel in both liquid state and solid state. J Agric Food Chem 57:9503–9508. https://doi.org/10.1021/jf901550u
GZG thanks to Consejo Nacional de Ciencia y Tecnología (CONACyT) for support (CB-2013-01-222847 and INFRA-2015-01-251400). ASEM thanks CONACyT for a postdoctoral scholarship. DEV acknowledges the support given by PRODEP (OF-178204) and CONACyT (Grant No. 207363). Thanks to Raúl Orozco-Mena from Universidad Nacional Autónoma de Chihuahua for the recording of Raman spectroscopy.
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Estrada-Montaño, A.S., Espinobarro-Velázquez, D., Sauzameda, M. et al. Photoluminescence in non-conjugated polyelectrolyte films containing 7-hydroxy-flavylium cation. Polym. Bull. 77, 5051–5063 (2020). https://doi.org/10.1007/s00289-019-02975-w
- Flavylium salt