In Situ Synthesis of a Double-Layer Chitosan Coating on Cotton Fabric to Improve the Color Fastness of Sodium Copper Chlorophyllin
Abstract
:1. Introduction
2. Experimental
2.1. Materials
2.2. Cross-Linking of Chitosan
2.3. Dyeing of Cross-Linked Fabric
2.4. Pre-Treatment Optimization and Dyeing
2.5. Adsorption Kinetics and Isotherms
2.6. Post-Treatment Optimization
2.7. Characterization of Cross-Linked Cotton
3. Results and Discussion
3.1. Pretreatment Optimization
3.2. Adsorption Kinetics and Isotherms
3.3. Post-Treatment Optimization
3.4. Characterization
3.5. Handle and Flexibility
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Acknowledgments
Conflicts of Interest
References
- Yoon, S.; Choi, B.; Rahman, M.M.; Kumar, S.; Mamun Kabir, S.M.; Koh, J. Dyeing of Polyester with 4-Fluorosulfonylphenylazo-5-pyrazolone Disperse Dyes and Application of Environment-Friendly Aftertreatment for Their High Color Fastness. Materials 2019, 12, 4209. [Google Scholar] [CrossRef] [PubMed] [Green Version]
- Shahid, M.; Shahid ul, I.; Mohammad, F. Recent advancements in natural dye applications: A review. J. Clean. Prod. 2013, 53, 310–331. [Google Scholar] [CrossRef]
- Norman, M.; Bartczak, P.; Zdarta, J.; Tylus, W.; Szatkowski, T.; Stelling, A.; Ehrlich, H.; Jesionowski, T. Adsorption of C.I. Natural Red 4 onto Spongin Skeleton of Marine Demosponge. Materials 2014, 8, 96–116. [Google Scholar] [CrossRef] [PubMed] [Green Version]
- Shahidi, S.; Ghoranneviss, M. Investigation on dye ability and antibacterial activity of nanolayer platinum coated polyester fabric using DC magnetron sputtering. Prog. Org. Coat. 2011, 70, 300–303. [Google Scholar] [CrossRef]
- Domijan, A.M.; Gajski, G.; Novak Jovanovic, I.; Geric, M.; Garaj-Vrhovac, V. In vitro genotoxicity of mycotoxins ochratoxin A and fumonisin B(1) could be prevented by sodium copper chlorophyllin—Implication to their genotoxic mechanism. Food Chem. 2015, 170, 455–462. [Google Scholar] [CrossRef]
- Deb, D.; Mallick, N.; Bhadoria, P.B.S. Analytical studies on carbohydrates of two cyanobacterial species for enhanced bioethanol production along with poly-β-hydroxybutyrate, C-phycocyanin, sodium copper chlorophyllin, and exopolysaccharides as co-products. J. Clean. Prod. 2019, 221, 695–709. [Google Scholar] [CrossRef]
- Coultate, T.; Blackburn, R.S. Food colorants: Their past, present and future. Coloration Technol. 2018, 134, 165–186. [Google Scholar] [CrossRef]
- Hou, X.; Yang, R.; Xu, H.; Yang, Y. Adsorption Kinetic and Thermodynamic Studies of Silk Dyed with Sodium Copper Chlorophyllin. Ind. Eng. Chem. Res. 2012, 51, 8341–8347. [Google Scholar] [CrossRef]
- Park, S.J.; Park, Y.M. Eco-dyeing and antimicrobial properties of chlorophyllin copper complex extracted from Sasa veitchii. Fibers Polym. 2010, 11, 357–362. [Google Scholar] [CrossRef]
- Xia, J.; Ni, L.; Han, J.; Wang, Y.; Li, Y.; Li, Y.; Tian, Y. Simultaneous aqueous two-phase flotation of sodium chlorophyllin and removal of sugars from saponified solution of bamboo leaves. Chem. Eng. Process. Process Intensif. 2016, 101, 41–49. [Google Scholar] [CrossRef]
- Jesionowski, T.; Przybylska, A.; Kurc, B.; Ciesielczyk, F. The preparation of pigment composites by adsorption of C.I. Mordant Red 11 and 9-aminoacridine on both unmodified and aminosilane-grafted silica supports. Dye. Pigment. 2011, 88, 116–124. [Google Scholar] [CrossRef]
- Ferreira, E.S.; Hulme, A.N.; McNab, H.; Quye, A. The natural constituents of historical textile dyes. Chem. Soc. Rev. 2004, 33, 329–336. [Google Scholar] [CrossRef] [PubMed]
- Wang, C.; Wang, J.; Wang, S.; Yang, R.; Wang, H. Preparation of Mg(OH)2/Calcined Fly Ash Nanocomposite for Removal of Heavy Metals from Aqueous Acidic Solutions. Materials 2020, 13, 4621. [Google Scholar] [CrossRef] [PubMed]
- Zhang, F.; Pang, Z.; Dong, C.; Liu, Z. Preparing cationic cotton linter cellulose with high substitution degree by ultrasonic treatment. Carbohydr. Polym. 2015, 132, 214–220. [Google Scholar] [CrossRef]
- Guesmi, A.; Ladhari, N.; Sakli, F. Ultrasonic preparation of cationic cotton and its application in ultrasonic natural dyeing. Ultrason. Sonochem. 2013, 20, 571–579. [Google Scholar] [CrossRef]
- Liu, Z.-T.; Yang, Y.; Zhang, L.; Liu, Z.-W.; Xiong, H. Study on the cationic modification and dyeing of ramie fiber. Cellulose 2007, 14, 337–345. [Google Scholar] [CrossRef]
- Wang, Y.; Zhang, C.; Zhao, L.; Meng, G.; Wu, J.; Liu, Z. Cellulose-based porous adsorbents with high capacity for methylene blue adsorption from aqueous solutions. Fibers Polym. 2017, 18, 891–899. [Google Scholar] [CrossRef]
- Fu, F.; Wang, Q. Removal of heavy metal ions from wastewaters: A review. J. Environ. Manag. 2011, 92, 407–418. [Google Scholar] [CrossRef]
- Farrell, M.J.; Ormond, R.B.; Gabler, W.J. Quantitative analysis of trimethyl amine in cotton fabrics cationized with 3-chloro-2-hydroxypropyltrimethylammonium chloride. Cellulose 2015, 22, 3435–3439. [Google Scholar] [CrossRef]
- Rather, L.J.; Shahid ul, I.; Shabbir, M.; Bukhari, M.N.; Shahid, M.; Khan, M.A.; Mohammad, F. Ecological dyeing of Woolen yarn with Adhatoda vasica natural dye in the presence of biomordants as an alternative copartner to metal mordants. J. Environ. Chem. Eng. 2016, 4, 3041–3049. [Google Scholar] [CrossRef]
- Safapour, S.; Sadeghi-Kiakhani, M.; Doustmohammadi, S. Chitosan-cyanuric chloride hybrid as an efficient novel bio-mordant for improvement of cochineal natural dye absorption on wool yarns. J. Text. Inst. 2018, 1–8. [Google Scholar] [CrossRef]
- Vankar, P.S.; Shanker, R.; Mahanta, D.; Tiwari, S.C. Ecofriendly sonicator dyeing of cotton with Rubia cordifolia Linn. using biomordant. Dye. Pigment. 2008, 76, 207–212. [Google Scholar] [CrossRef]
- Titov, V.; Nikitin, D.; Naumova, I.; Losev, N.; Lipatova, I.; Kosterin, D.; Pleskunov, P.; Perekrestov, R.; Sirotkin, N.; Khlyustova, A.; et al. Dual-Mode Solution Plasma Processing for the Production of Chitosan/Ag Composites with the Antibacterial Effect. Materials 2020, 13, 4821. [Google Scholar] [CrossRef] [PubMed]
- Roy, J.C.; Giraud, S.; Ferri, A.; Mossotti, R.; Guan, J.; Salaun, F. Influence of process parameters on microcapsule formation from chitosan-Type B gelatin complex coacervates. Carbohydr. Polym. 2018, 198, 281–293. [Google Scholar] [CrossRef]
- Lerner, D.A.; Bégu, S.; Aubert-Pouëssel, A.; Polexe, R.; Devoisselle, J.-M.; Azaïs, T.; Tichit, D. Synthesis and Properties of New Multilayer Chitosan@layered Double Hydroxide/Drug Loaded Phospholipid Bilayer Nanocomposite Bio-Hybrids. Materials 2020, 13, 3565. [Google Scholar] [CrossRef] [PubMed]
- Silvestro, I.; Francolini, I.; Di Lisio, V.; Martinelli, A.; Pietrelli, L.; Scotto d’Abusco, A.; Scoppio, A.; Piozzi, A. Preparation and Characterization of TPP-Chitosan Crosslinked Scaffolds for Tissue Engineering. Materials 2020, 13, 3577. [Google Scholar] [CrossRef]
- Balart, R.; Montanes, N.; Dominici, F.; Boronat, T.; Torres-Giner, S. Environmentally Friendly Polymers and Polymer Composites. Materials 2020, 13, 4892. [Google Scholar] [CrossRef]
- Macczak, P.; Kaczmarek, H.; Ziegler-Borowska, M. Recent Achievements in Polymer Bio-Based Flocculants for Water Treatment. Materials 2020, 13, 3951. [Google Scholar] [CrossRef]
- Rizzi, V.; Gubitosa, J.; Fini, P.; Romita, R.; Nuzzo, S.; Cosma, P. Chitosan Biopolymer from Crab Shell as Recyclable Film to Remove/Recover in Batch Ketoprofen from Water: Understanding the Factors Affecting the Adsorption Process. Materials 2019, 12, 3810. [Google Scholar] [CrossRef] [Green Version]
- Ceja, I.; González-Íñiguez, K.J.; Carreón-Álvarez, A.; Landazuri, G.; Barrera, A.; Casillas, J.E.; Fernández-Escamilla, V.V.A.; Aguilar, J. Characterization and Electrical Properties of PVA Films with Self-Assembled Chitosan-AuNPs/SWCNT-COOH Nanostructures. Materials 2020, 13, 4138. [Google Scholar] [CrossRef]
- Arimoto-Kobayashi, S.; Harada, N.; Tokunaga, R.; Odo, J.-I.; Hayatsu, H. Adsorption of mutagens to chlorophyllin–chitosan, an insoluble form of chlorophyllin. Mutat. Res. Fundam. Mol. Mech. Mutagenesis 1997, 381, 7. [Google Scholar] [CrossRef]
- Alonso, D.; Gimeno, M.; Olayo, R.; Vázquez-Torres, H.; Sepúlveda-Sánchez, J.D.; Shirai, K. Cross-linking chitosan into UV-irradiated cellulose fibers for the preparation of antimicrobial-finished textiles. Carbohydr. Polym. 2009, 77, 536–543. [Google Scholar] [CrossRef]
- Mehrparvar, L.; Safapour, S.; Sadeghi-Kiakhani, M.; Gharanjig, K. Chitosan-polypropylene imine dendrimer hybrid: A new ecological biomordant for cochineal dyeing of wool. Environ. Chem. Lett. 2016, 14, 533–539. [Google Scholar] [CrossRef]
- Cheng, X.; Ma, K.; Li, R.; Ren, X.; Huang, T.S. Antimicrobial coating of modified chitosan onto cotton fabrics. Appl. Surface Sci. 2014, 309, 138–143. [Google Scholar] [CrossRef]
- Wu, Y.; Bian, Y.; Yang, F.; Ding, Y.; Chen, K. Preparation and Properties of Chitosan/Graphene Modified Bamboo Fiber Fabrics. Polymers 2019, 11, 1540. [Google Scholar] [CrossRef] [Green Version]
- Dehabadi, V.A.; Buschmann, H.-J.; Gutmann, J.S. Durable press finishing of cotton fabrics: An overview. Text. Res. J. 2013, 83, 1974–1995. [Google Scholar] [CrossRef]
- Li, H.; Wang, Z.; Zhang, H.; Pan, Z. Nanoporous PLA/(Chitosan Nanoparticle) Composite Fibrous Membranes with Excellent Air Filtration and Antibacterial Performance. Polymers 2018, 10, 1085. [Google Scholar] [CrossRef] [Green Version]
- Wegrzynowska-Drzymalska, K.; Grebicka, P.; Mlynarczyk, D.T.; Chelminiak-Dudkiewicz, D.; Kaczmarek, H.; Goslinski, T.; Ziegler-Borowska, M. Crosslinking of Chitosan with Dialdehyde Chitosan as a New Approach for Biomedical Applications. Materials 2020, 13, 3413. [Google Scholar] [CrossRef]
- Azeredo, H.M.; Mattoso, L.H.; Avena-Bustillos, R.J.; Filho, G.C.; Munford, M.L.; Wood, D.; McHugh, T.H. Nanocellulose reinforced chitosan composite films as affected by nanofiller loading and plasticizer content. J. Food Sci. 2010, 75, N1–N7. [Google Scholar] [CrossRef]
- Coma, V.; Sebti, I.; Pardon, P.; Pichavant, F.H.; Deschamps, A. Film properties from crosslinking of cellulosic derivatives with a polyfunctional carboxylic acid. Carbohydr. Polym. 2003, 51, 265–271. [Google Scholar] [CrossRef]
- Naebe, M.; Tester, D.; McGregor, B.A. The effect of plasma treatment and loop length on the handle of lightweight jersey fabrics as assessed by the Wool HandleMeter. Text. Res. J. 2014, 85, 1190–1197. [Google Scholar] [CrossRef] [Green Version]
- Wang, F.-F.; Zhang, Y.; Zhang, H.; Xu, L.; Wang, P.; Guo, C.-b. The influence of graphene nanoplatelets (GNPs) on the semi-blunt puncture behavior of woven fabrics impregnated with shear thickening fluid (STF). RSC Adv. 2018, 8, 5268–5279. [Google Scholar] [CrossRef] [Green Version]
- Barbooti, M.M.; Al-Sammerrai, D.A. Thermal decomposition of citric acid. Thermochim. Acta 1986, 98, 8. [Google Scholar] [CrossRef]
- Tsai, H.-S.; Wang, Y.-Z. Properties of hydrophilic chitosan network membranes by introducing binary crosslink agents. Polym. Bull. 2007, 60, 103–113. [Google Scholar] [CrossRef]
- Rutnakornpituk, M.; Ngamdee, P.; Phinyocheep, P. Preparation and properties of polydimethylsiloxane-modified chitosan. Carbohydr. Polym. 2006, 63, 229–237. [Google Scholar] [CrossRef]
- Valverde, J.C.; Moya, R. Correlation and modeling between color variation and quality of the surface between accelerated and natural tropical weathering in Acacia mangium, Cedrela odorata and Tectona grandis wood with two coating. Color Res. Appl. 2014, 39, 519–529. [Google Scholar] [CrossRef]
- Lin, S.; Chen, L.; Huang, L.; Cao, S.; Luo, X.; Liu, K. Novel antimicrobial chitosan–cellulose composite films bioconjugated with silver nanoparticles. Ind. Crop. Prod. 2015, 70, 395–403. [Google Scholar] [CrossRef]
- Chen, Z.; Mo, X.; He, C.; Wang, H. Intermolecular interactions in electrospun collagen–chitosan complex nanofibers. Carbohydr. Polym. 2008, 72, 410–418. [Google Scholar] [CrossRef]
- Kweon, H.; Um, I.C.; Park, Y.H. Structural and thermal characteristics of Antheraea pernyi silk fibroin/chitosan blend film. Polymer 2001, 42, 6. [Google Scholar] [CrossRef]
- Cai, Y.; Su, S.; Navik, R.; Wen, S.; Peng, X.; Pervez, M.N.; Lin, L. Cationic modification of ramie fibers in liquid ammonia. Cellulose 2018, 25, 4463–4475. [Google Scholar] [CrossRef]
- Ndong Ntoutoume, G.M.; Grassot, V.; Bregier, F.; Chabanais, J.; Petit, J.M.; Granet, R.; Sol, V. PEI-cellulose nanocrystal hybrids as efficient siRNA delivery agents-Synthesis, physicochemical characterization and in vitro evaluation. Carbohydr. Polym. 2017, 164, 258–267. [Google Scholar] [CrossRef] [PubMed]
- Rizzi, V.; Fini, P.; Fanelli, F.; Placido, T.; Semeraro, P.; Sibillano, T.; Fraix, A.; Sortino, S.; Agostiano, A.; Giannini, C.; et al. Molecular interactions, characterization and photoactivity of Chlorophyll a/chitosan/2-HP-β-cyclodextrin composite films as functional and active surfaces for ROS production. Food Hydrocoll. 2016, 58, 98–112. [Google Scholar] [CrossRef]
- McKee, P.J.; Sokolow, A.C.; Yu, J.H.; Long, L.L.; Wetzel, E.D. Finite element simulation of ballistic impact on single jersey knit fabric. Compos. Struct. 2017, 162, 98–107. [Google Scholar] [CrossRef]
Sample No. | 1 | 2 | 3 | 4 |
---|---|---|---|---|
0.2 g chitosan | / | / | / | ✓ |
2 g citric acid | / | / | ✓ | ✓ |
Washed with 10 g/L sodium citrate | / | ✓ | ✓ | ✓ |
Sample No. | Factor 1 Chitosan (g/L) | Factor 2 Dye Concentration (% o.w.f.) | Factor 3 Curing Time (s) | Factor 4 Pick-up (%) | Rate of Weight Increase (Rw %) | K/S | Dye Exhaustion (%) |
---|---|---|---|---|---|---|---|
1 | 4 | 1.5 | 100 | 100 | 3.1 | 3.2 | 28.9 |
2 | 12 | 1 | 60 | 100 | 4.7 | 11.9 | 96.4 |
3 | 8 | 1.5 | 60 | 85 | 3.9 | 7.3 | 47.2 |
4 | 12 | 1.5 | 80 | 70 | 5.4 | 3.2 | 31.9 |
5 | 4 | 0.5 | 60 | 70 | 1.0 | 3.1 | 43.7 |
6 | 12 | 0.5 | 100 | 85 | 5.6 | 3.2 | 38.0 |
7 | 8 | 1 | 100 | 70 | 3.4 | 3.2 | 37.1 |
8 | 8 | 0.5 | 80 | 100 | 4.7 | 3.4 | 41.2 |
9 | 4 | 1 | 80 | 85 | 1.7 | 3.1 | 38.8 |
Sample No. | Factor 1 | Factor 2 | Factor 3 | Wash Fastness | Light Fastness | Rubbing Fastness | Contact Angle (°) | Color Change (ΔE) | |
---|---|---|---|---|---|---|---|---|---|
Chitosan (g/L) | Curing Time (s) | Pick-up (%) | Dry | Wet | |||||
Control | 0 | 0 | 0 | 3 | 3 | 4-5 | 1–2 | 95 | 2.3 |
1 | 20 | 100 | 100 | 5 | 3–4 | 5 | 3–4 | 126 | 2.5 |
2 | 40 | 60 | 100 | 4 | 3–4 | 5 | 3–4 | 126 | 3.0 |
3 | 20 | 60 | 70 | 4–5 | 3–4 | 5 | 3–4 | 139 | 2.1 |
4 | 30 | 60 | 85 | 4 | 3–4 | 5 | 3–4 | 120 | 2.7 |
5 | 40 | 80 | 70 | 4-5 | 4 | 5 | 3–4 | 132 | 2.9 |
6 | 40 | 100 | 85 | 4-5 | 4 | 5 | 4 | 144 | 2.8 |
7 | 30 | 80 | 100 | 4-5 | 4 | 5 | 3–4 | 128 | 2.9 |
8 | 30 | 100 | 70 | 5 | 4 | 5 | 4 | 124 | 2.8 |
9 | 20 | 80 | 85 | 4-5 | 3–4 | 5 | 3–4 | 133 | 2.9 |
Publisher’s Note: MDPI stays neutral with regard to jurisdictional claims in published maps and institutional affiliations. |
© 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
Share and Cite
Zhao, Z.; Hurren, C.; Zhang, M.; Zhou, L.; Wu, J.; Sun, L. In Situ Synthesis of a Double-Layer Chitosan Coating on Cotton Fabric to Improve the Color Fastness of Sodium Copper Chlorophyllin. Materials 2020, 13, 5365. https://doi.org/10.3390/ma13235365
Zhao Z, Hurren C, Zhang M, Zhou L, Wu J, Sun L. In Situ Synthesis of a Double-Layer Chitosan Coating on Cotton Fabric to Improve the Color Fastness of Sodium Copper Chlorophyllin. Materials. 2020; 13(23):5365. https://doi.org/10.3390/ma13235365
Chicago/Turabian StyleZhao, Zhong, Chris Hurren, Mingwen Zhang, Liming Zhou, Jihong Wu, and Lu Sun. 2020. "In Situ Synthesis of a Double-Layer Chitosan Coating on Cotton Fabric to Improve the Color Fastness of Sodium Copper Chlorophyllin" Materials 13, no. 23: 5365. https://doi.org/10.3390/ma13235365