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Conversion of Chitin in Ionic Liquids

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Encyclopedia of Ionic Liquids

Introduction

Present in the exoskeleton of arthropods or in the cell walls of fungi, chitin belongs to the most abundant polysaccharides after cellulose and is composed of linear chains of β-(1 → 4)-N-acetyl-D-glucosamine. There are three types of chitins (α-, β-, γ-chitin) with different crystallographic structures. Among them, α-chitin, the most prominent form, is arranged in an antiparallel fashion and is found in both crustacean and insects’ sources [21]. Despite its excellent biodegradability, biocompatibility, antimicrobial activity, nontoxicity, low immunogenicity, and good mechanical properties, chitin remains underutilized. This limitation in terms of application is mainly due to: (i) the low extraction efficiency, (ii) the extraction costs excessively high and not environmentally friendly, and (iii) the lack of solubility of this hydrophobic biopolymer. To overcome this weak solubility, pretreatments (chemical, mechanical, enzymatic, …) are interesting alternatives by...

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References

  1. Barber PS, Griggs CS, Bonner JR, Rogers RD (2013) Electrospinning of chitin nanofibers directly from an ionic liquid extract of shrimp shells. Green Chem 15:601–607

    Article  CAS  Google Scholar 

  2. Berton P, Shamshina JL, Ostadjoo S, King CA, Rogers RD (2018) Enzymatic hydrolysis of ionic liquid-extracted chitin. Carbohydr Polym 199:228–235

    Article  CAS  Google Scholar 

  3. Devi R, Dhamodharan R (2018) Pretreatment in hot glycerol for facile and green separation of chitin from prawn shell waste. ACS Sustain Chem Eng 6(1):846–853

    Article  CAS  Google Scholar 

  4. Hirayama H, Yoshida J, Yamamoto K (2018) J-I Kadokawa facile acylation of α-chitin in ionic liquid. Carbohydr Polym 200:567–571

    Article  CAS  Google Scholar 

  5. Husson E, Hadad C, Huet H, Laclef S, Lesur D, Lambertyn V, Jamali A, Gottis S, Sarazin C, Nguyen Van Nhien A (2017) The effect of room temperature ionic liquids on the selective biocatalytic hydrolysis of chitin via sequential or simultaneous strategies. Green Chem 19:4122–4131

    Article  CAS  Google Scholar 

  6. King C, Shamshina JL, Gurau G, Berton P, Farahnadiah N, Khan AF, Rogers RD (2017) A platform for more sustainable chitin films from an ionic liquid process. Green Chem 19:117–126

    Article  CAS  Google Scholar 

  7. Melro E, Alves L, Antunes FE, Medronho B (2018) A brief overview on lignin dissolution. J Mol Liq 265:578–584

    Article  CAS  Google Scholar 

  8. Mine S, Izawa H, Kaneko Y, Kadokawa J-I (2009) Acetylation of alpha-chitin in ionic liquids. Carbohydr Res 344(16):2263–2265

    Article  CAS  Google Scholar 

  9. Prasad K, Murakami M-A, Kaneko Y, Takada A, Nakamura Y, Kadokawa J-I (2009) Weak gel of chitin with ionic liquid, 1-allyl-3-methylimidazolium bromide. Int J Biol Macromol 45(3):221–225

    Article  CAS  Google Scholar 

  10. Qin Y, Lu X, Sun N, Rogers RD (2010) Dissolution or extraction of crustacean shells using ionic liquids to obtain high molecular weight purified chitin and direct production of chitin films and fibers. Green Chem 12:968–971

    Article  CAS  Google Scholar 

  11. Remsing RC, Swatloski RP, Rogers RD, Moyna G (2006) Mechanism of cellulose dissolution in the ionic liquid 1-n-butyl-3-methylimidazolium chloride: a 13C and 35/37Cl NMR relaxation study on model systems. Chem Commun 2006:1271–1273

    Article  Google Scholar 

  12. Shamshina JL, Barber PS, Gurau G, Griggs CS, Rogers RD (2016) Pulping of Crustacean Waste Using Ionic Liquids: To Extract or Not To Extract. ACS Sustainable Chem Eng 4:6072–6081

    Article  CAS  Google Scholar 

  13. Shamshina JL, Zavgorodnya O, Choudhary H, Frye B, Newbury N, Rogers RD (2018) In Search of Stronger/Cheaper Chitin Nanofibers through Electrospinning of Chitin-Cellulose Composites Using an Ionic Liquid Platform. ACS Sustainable Chem Eng 6(11):14713–14722

    Article  CAS  Google Scholar 

  14. Shen X, Shamshina JL, Berton P, Bandormir J, Wang H, Gurau G, Rogers RD (2016) Comparison of hydrogels prepared with ionic liquid-isolated vs. commercial chitin and cellulose. ACS Sustain Chem Eng 4(2):471–480

    Article  CAS  Google Scholar 

  15. Silva SS, Manoa JF, Reis RL (2017) Ionic liquids in the processing and chemical modification of chitin and chitosan for biomedical applications. Green Chem 19:1208–1220

    Article  CAS  Google Scholar 

  16. Singh N, Chen J, Koziol KK, Hallam KR, Janas D, Patil AJ, Strachan A, Hanley JG, Rahatekar SS (2016) Chitin and carbon nanotube composites as biocompatible scaffolds for neuron growth. Nanoscale 8:8288–8299

    Article  CAS  Google Scholar 

  17. Swatloski RP, Spear SK, Holbrey JD, Rogers RD (2002) Dissolution of cellose with ionic liquids. J Am Chem Soc 124(18):4974–4975

    Article  CAS  Google Scholar 

  18. Takegawa A, Murakami M-A, Kaneko Y, Kadokawa J-I (2010) Preparation of chitin/cellulose composite gels and films with ionic liquids. Carbohydr Polym 79(1):85–90

    Article  CAS  Google Scholar 

  19. Wu Y, Sasaki T, Irie S, Sakurai K (2008) A novel biomass-ionic liquid platform for the utilization of native chitin. Polymer 49(9):2321–2327

    Article  CAS  Google Scholar 

  20. Xie H, Zhang S, Li S (2006) Chitin and chitosan dissolved in ionic liquids as reversible sorbents of CO2. Green Chem 8:630–633

    Article  CAS  Google Scholar 

  21. Younes I, Rinaudo M (2015) Chitin and chitosan preparation from marine sources, structure, properties and applications. Mar Drugs 13(3):1133–1174

    Article  CAS  Google Scholar 

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Correspondence to Albert Nguyen Van Nhien .

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Hadad, C., Husson, E., Van Nhien, A.N. (2020). Conversion of Chitin in Ionic Liquids. In: Zhang, S. (eds) Encyclopedia of Ionic Liquids. Springer, Singapore. https://doi.org/10.1007/978-981-10-6739-6_80-1

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  • DOI: https://doi.org/10.1007/978-981-10-6739-6_80-1

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