Effects of carboxyl-group counter-ions on biodegradation behaviors of TEMPO-oxidized cellulose fibers and nanofibril films
Source abstract
Abstract
The biodegradation behaviors of 2,2,6,6-tetramethylpiperidine-1-oxyl radical (TEMPO)-oxidized cellulose fibers (TOCs) and TEMPO-oxidized cellulose nanofibril (TOCN) films containing various carboxyl-group counter-ions were studied. Na+, H+, Ca2+, NH4 +, Cu2+, K+, and Cs+ were introduced into the TOCs or TOCN films, by ion-exchange treatment, as the carboxyl-group counter-ions. TOCs suspended in distilled water were treated with a commercial crude cellulase, and the TOCN films were subjected to soil burial tests. The crude-cellulase-treated products obtained from the TOCs were separated into water/ethanol-insoluble and -soluble fractions, i.e., high- and low-molecular-weight fractions, respectively. The degradation behaviors of the TOCs were evaluated from the weight recovery ratios of the water/ethanol-insoluble fractions and their viscosity-average degrees of polymerization. The results showed that the degradation behaviors of the TOCs were greatly influenced by the counter ion, and the counter-ion order of degradability was Na+ ≈ NH4 + ≈ K+ ≈ Cs+ ≫ Ca2+ > H+ > Cu2+. These degradability differences were influenced by the swelling behavior of the corresponding TOCs in distilled water; the higher the swelling degree of the TOC, the higher the degradation efficiency of the TOC in the reaction with crude cellulase. Similar biodegradation behaviors were observed in soil burial tests for TOCN films containing various carboxyl-group counter-ions in soil burial test; again the counter ion greatly influenced the resultant biodegradability. The biodegradation behaviors of TOCs and TOCN films can therefore be controlled by selecting an appropriate carboxyl-group counter-ion.
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Research context
OpenAlex topics: Advanced Cellulose Research Studies · Electrospun Nanofibers in Biomedical Applications · Nanocomposite Films for Food Packaging
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
References (45)
Show source-provided references
1. Buchert J, Tamminen T, Viikari L (1997) Impact of the Donnan effect on the action of xylanases on fibre substrates. J Biotechnol 57:217–22210.1016/S0168-1656(97)00101-6 ↗
2. Delattre C, Michaud P, Elboutachfaiti R, Courtois B, Courtois J (2006) Production of oligocellouronates by biodegradation of oxidized cellulose. Cellulose 13:63–7110.1007/s10570-005-9031-2 ↗
3. Elboutachfaiti R, Delattre C, Petit E, Michaud P (2011) Polyglucuronic acids: structures, functions and degrading enzymes. Carbohydr Polym 84:1–1310.1016/j.carbpol.2010.10.063 ↗
4. Evans R, Wallis AFA (1989) Cellulose molecular weights determined by viscometry. J Appl Polym Sci 37:2331–234010.1002/app.1989.070370822 ↗
5. Fujisawa S, Isogai T, Isogai A (2010) Temperature and pH stability of cellouronic acid. Cellulose 17:607–61510.1007/s10570-010-9407-9 ↗
6. Fujisawa S, Ikeuchi T, Takeuchi M, Saito T, Isogai A (2012) Super reinforcement effect of TEMPO-oxidized cellulose nanofibrils in polystyrene matrix: optical, thermal, and mechanical studies. Biomacromolecules 13:2188–219410.1021/bm300609c ↗
7. Fukuzumi H, Saito T, Iwata T, Kumamoto Y, Isogai A (2009) Transparent and high gas barrier films of cellulose nanofibers prepared by TEMPO-mediated oxidation. Biomacromolecules 10:162–16510.1021/bm801065u ↗
8. Fukuzumi H, Saito T, Iwamoto S, Kumamoto Y, Ohdaira T, Suzuki R, Isogai A (2011) Pore size determination of TEMPO-oxidized cellulose nanofibril films by positron annihilation lifetime spectroscopy. Biomacromolecules 12:4057–406210.1021/bm201079n ↗
9. Fukuzumi H, Fujisawa S, Saito T, Isogai A (2013) Selective permeation of hydrogen gas using cellulose nanofibrils film. Biomacromolecules 14:1705–170910.1021/bm400377e ↗
10. Geiger G, Brandl H, Furrer G, Schulin R (1998) The effect of copper on the activity of cellulase and β-glucosidase in the presence of montmorillonite or Al-montmorillonite. Soil Biol Biochem 30(12):1537–154410.1016/S0038-0717(97)00231-9 ↗
11. Grignon J, Scallan AM (1980) Effect of pH and neutral salts upon the swelling of cellulose gels. J Appl Polym Sci 25:2829–284310.1002/app.1980.070251215 ↗
12. Habibi Y, Lucia LA, Rojas OJ (2010) Cellulose nanocrystals: chemistry, self-assembly, and applications. Chem Rev 110:3479–350010.1021/cr900339w ↗
13. Håkansson H, Ahlgren P (2005) Acid hydrolysis of some industrial pulps, effect of hydrolysis conditions and raw material. Cellulose 12:177–18310.1007/s10570-004-1038-6 ↗
14. Hirota M, Furihata K, Saito T, Kawada T, Isogai A (2010) Glucose/glucuronic acid alternating co-polysaccharides prepared from TEMPO-oxidized native celluloses by surface peeling. Angew Chem Int Ed 49:7670–767210.1002/anie.201003848 ↗
15. Homma I, Isogai T, Saito T, Isogai A (2013) Degradation of TEMPO-oxidized cellulose fibers and nanofibrils by crude cellulase. Cellulose 20:795–80510.1007/s10570-013-9872-z ↗
16. Hori R, Wada M (2005) The thermal expansion of wood cellulose crystals. Cellulose 12:479–48510.1007/s10570-005-5967-5 ↗
17. Isogai A, Saito T, Fukuzumi H (2011) TEMPO-oxidized cellulose nanofibers. Nanoscale 3:71–8510.1039/C0NR00583E ↗
18. Kato Y, Habu N, Yamaguchi J, Kobayashi Y, Shibata I, Isogai A, Samejima M (2002) Biodegradation of β-1,4-linked polyglucuronic acid (cellouronic acid). Cellulose 9:75–8110.1023/A:1015877416414 ↗
19. Klemm D, Kramer F, Moritz S, Lindström T, Ankerfors M, Gray D, Dorris A (2011) Nanocelluloses: a new family of nature-based materials. Angew Chem Int Ed 50:5438–546610.1002/anie.201001273 ↗
20. Konno N, Habu N, Maeda I, Azuma N, Isogai A (2006) Cellouronate (β-1,4-linked polyglucuronate) lyase from Brevundimonas sp. SH203: purification and characterization. Carbohydr Polym 64:589–59610.1016/j.carbpol.2005.11.015 ↗
21. Konno N, Habu N, Iihashi N, Isogai A (2008) Purification and characterization of exo-type cellouronate lyase. Cellulose 15:453–46310.1007/s10570-007-9195-z ↗
22. Konno N, Ishida T, Igarashi K, Fushinobu S, Habu N, Samejima M, Isogai A (2009) Crystal structure of polysaccharide lyase family 20 endo-b-1,4-glucuronan lyase from the filamentous fungus Trichoderma reesei. FEBS Lett 583:1323–132610.1016/j.febslet.2009.03.034 ↗
23. Liu P, Peng J, Li J, Wu J (2005) Radiation crosslinking of CMC-Na at low doses and its application as substitute for hydrogel. Radiat Phys Chem 72:635–63810.1016/j.radphyschem.2004.03.090 ↗
24. Nemoto J, Soyama T, Saito T, Isogai A (2012) Nanoporous networks prepared by simple air drying of aqueous TEMPO-oxidized cellulose nanofibril dispersions. Biomacromolecules 13:943–94610.1021/bm300041k ↗
25. Nishiyama Y, Kim UJ, Kim DY, Katsumata KS, May RP, Langan P (2003) Periodic disorder along ramie cellulose microfibrils. Biomacromolecules 4:1013–101710.1021/bm025772x ↗
26. Okita Y, Saito T, Isogai A (2010) Entire surface oxidation of various cellulose microfibrils by TEMPO-mediated oxidation. Biomacromolecules 11:1696–170010.1021/bm100214b ↗
27. Qi ZD, Saito T, Fan Y, Isogai A (2012) Multifunctional coating films by layer-by-layer deposition of cellulose and chitin nanofibrils. Biomacromolecules 13:553–55810.1021/bm201659b ↗
28. Saito T, Isogai A (2004) TEMPO-mediated oxidation of native cellulose. The effect of oxidation conditions on chemical and crystal structures of the water-insoluble fractions. Biomacromolecules 5:1983–198910.1021/bm0497769 ↗
29. Saito T, Isogai A (2005) Ion-exchange behavior of carboxylate groups in fibrous cellulose oxidized by the TEMPO-mediated system. Carbohydr Polym 61:183–19010.1016/j.carbpol.2005.04.009 ↗
30. Saito T, Nishiyama Y, Putaux JL, Vignon M, Isogai A (2006) Homogeneous suspensions of individualized microfibrils from TEMPO-catalyzed oxidation of native cellulose. Biomacromolecules 7:1687–169110.1021/bm060154s ↗
31. Saito T, Kimura S, Nishiyama Y, Isogai A (2007) Cellulose nanofibers prepared by TEMPO-mediated oxidation of native cellulose. Biomacromolecules 8:2485–249110.1021/bm0703970 ↗
32. Saito T, Hirota M, Tamura N, Kimura S, Fukuzumi H, Heux L, Isogai A (2009) Individualization of nano-sized plant cellulose fibrils by direct surface carboxylation using TEMPO catalyst under neutral conditions. Biomacromolecules 10:1992–199610.1021/bm900414t ↗
33. Saito T, Uematsu T, Kimura S, Enomae T, Isogai A (2011) Self-aligned integration of native cellulose nanofibrils towards producing diverse bulk materials. Soft Matter 7:8804–880910.1039/c1sm06050c ↗
34. Saito T, Kuramae R, Wohlert J, Berglund LA, Isogai A (2012) An ultrastrong nanofibrillar biomaterial: the strength of single cellulose nanofibrils revealed via sonication-induced fragmentation. Biomacromolecules 14:248–25310.1021/bm301674e ↗
35. Sakurada I, Nukushina Y, Ito T (1962) Experimental determination of the elastic modulus of crystalline regions in oriented polymers. J Polym Sci 57:651–66010.1002/pol.1962.1205716551 ↗
36. Sannino A, Demitri C, Madaghiele M (2009) Biodegradable cellulose-based hydrogels: design and applications. Materials 2:353–37310.3390/ma2020353 ↗
37. Sehaqui H, Salajková M, Zhou Q, Berglund LA (2010) Mechanical performance tailoring of tough ultra-high porosity foams prepared from cellulose I nanofiber suspensions. Soft Matter 6:1824–183210.1039/b927505c ↗
38. Sharples A (1971) Chapter XVIII, A. Acid hydrolysis and alcoholysis. In: Bikales NM, Segal L (eds) Cellulose and cellulose derivatives part V. Wiley, USA, pp 991–1006
39. Shimizu M, Fukuzumi H, Saito T, Isogai A (2013) Preparation and characterization of TEMPO-oxidized cellulose nanofibrils with ammonium carboxylate groups. Submitted to Int J Biol Macromol 59:99–10410.1016/j.ijbiomac.2013.04.021 ↗
40. Shinoda R, Saito T, Okita Y, Isogai A (2012) Relationship between length and degree of polymerization of TEMPO-oxidized cellulose nanofibrils. Biomacromolecules 13:842–84910.1021/bm2017542 ↗
41. Siró I, Plackett D (2010) Microfibrillated cellulose and new nanocomposite materials: a review. Cellulose 17:459–49410.1007/s10570-010-9405-y ↗
42. Sridewi N, Bhubalan K, Sudesh K (2006) Degradation of commercially important polyhydroxyalkanoates in tropical mangrove ecosystem. Polym Degrad Stab 91:2931–294010.1016/j.polymdegradstab.2006.08.027 ↗
43. Tavernier ML, Delattre C, Petit E, Michaud P (2008) Beta-(1,4)-polyglucuronic acids an overview. Open Biotechnol J 2:73–8610.2174/1874070700802010073 ↗
44. Wu CN, Saito T, Fujisawa S, Fukuzumi H, Isogai A (2012) Ultrastrong and high gas-barrier nanocellulose/clay-layered composites. Biomacromolecules 13:1927–193210.1021/bm300465d ↗
45. Yachi T, Hayashi J, Takai M, Shimizu YJ (1983) Supermolecular structure of cellulose: stepwise decrease in LODP and particle size of cellulose hydrolyzed after chemical treatment. Appl Polym Sci Appl Polym Symp 37:325–343