Improvement of nanodispersibility of oven-dried TEMPO-oxidized celluloses in water

Cellulose

Volumn 21, Issue 6, 2014, Pages 4093-4103

  Takaichi, Satoshi ^a   Saito, Tsuguyuki ^a   Tanaka, Reina ^a   Isogai, Akira ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

2,2,6,6 tetramethylpiperidine 1 oxyl (TEMPO); Carbonyl group; NaBH4 reduction; Nanodispersibility; TEMPO oxidized cellulose

Indexed keywords

ALDEHYDES; CARBOXYLATION; CELLULOSE; CELLULOSE NANOCRYSTALS; DISINTEGRATION; KETONES; OVENS; OXIDATION; SODIUM BOROHYDRIDE; WOOD;

2 ,2 ,6 ,6-TETRAMETHYLPIPERIDINE-1-OXYL; CARBONYL GROUPS; CARBOXYLATE CONTENTS; INDUCED DISCOLORATION; NANO-DISPERSIBILITY; OXIDIZED CELLULOSE; SPECIFIC UV ABSORBANCE; SUITABLE CONDITIONS;

WATER TREATMENT;

ABSORPTION; ALDEHYDES; CELLULOSE; WATER;

EID: 84911910012     PISSN: 09690239     EISSN: 1572882X     Source Type: Journal    
DOI: 10.1007/s10570-014-0444-7     Document Type: Article

References (32)

1. Albertsson U, Samuelson O (1962) A colorimetric method for the determination of carbonyl groups in cellulose. Anal Chim Acta 27:434–440
2. Azizi Samir MAS, Alloin F, Dufresne A (2005) Review of recent research into cellulosic whiskers, their properties and their application in nanocomposite field. Biomacromolecules 6:612–726
3. Bode JW, Carreira EM (2001) Stereoselective syntheses of epothilones A and B via nitrile oxide cycloadditions and related studies. J Org Chem 66:6410–6424
4. Chiou WH, Chen GT, Kao CL, Gao YK (2012) Syntheses of (−)-pelletierine and (−)-homopipecolic acid. Org Biomol Chem 10:2518–2520
5. Csuk R, Siewert B, Dressel C, Schäfer R (2012) Tormentic acid derivatives: synthesis and apoptotic activity. Eur J Med Chem 56:237–245
6. De Souza Lima MM, Borsali R (2004) Rodlike cellulose microcrystals: structure, properties, and applications. Macromol Rapid Commun 25:771–787
7. Habibi Y, Lucia LA, Rojas OJ (2010) Cellulose nanocrystals: chemistry, self-assembly, and applications. Chem Rev 110:3479–3600
8. Hesse M, Meier H, Zeeh B (1979) Spektroscopische Methoden in der organischen Chemie. Thieme, Stutgart, pp 1–32
9. Hirota M, Saito T, Kawada T, Isogai A (2010) Glucose/glucuronic acid alternating copolysaccharides prepared from TEMPO-oxidized native celluloses by surface peeling. Angew Chem Int Ed 42:7836–7838
10. Isogai A (2013) Wood nanocelluloses: fundamentals and applications as new bio-based nanomaterials. J Wood Sci 59:449–459
11. Isogai A, Saito T, Fukuzumi H (2011) TEMPO-oxidized cellulose nanofibrils. Nanoscale 3:71–85
12. Iwabuchi Y (2008) Exploration and exploitation of synthetic use of oxoammonium ions in alcohol oxidation. J Synth Org Chem Jpn 66:1076–1084
13. Kim UJ, Kuga S, Wada M, Okano T, Kondo T (2000) Periodate oxidation of crystalline cellulose. Biomacromolecules 1:488–492
14. Kim UJ, Wada M, Kuga S (2004) Solubilization of dialdehyde cellulose by hot water. Carbohydr Polym 56:7–10
15. Kinney WA, Zhang X, Williams JI, Johnston S, Michalak RS, Deshpande M, Dostal L, Rosazza JPN (2000) Org Lett 45:2921–2922
16. 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 50:5438–5466
17. Leonard NJ, Mader PM (1950) The influence of steric configuration on the ultraviolet absorption of 1, 2-diketones. J Am Chem Soc 72:5388–5397
18. Lewin M, Epstein JA (1962) Functional groups and degradation ocotton oxidized by hypochlorite. J Polym Sci 58:1023–1037
19. Moon RJ, Martini A, Nairn J, Simonsen J, Youngblood J (2011) Cellulose nanomaterials review: structure, properties and nanocomposites. Chem Soc Rev 40:3941–3994
20. Okita Y, Saito T, Isogai A (2010) Entire surface oxidation of various cellulose microfibrils by TEMPO-mediated oxidation. Biomacromolecules 11:1696–1700
21. Palombo E, Audran G, Monti H (2005) Straightforward enantioselective synthesis of (+)-ancistrofuran. Tetrahedron 61:9545–9549
22. Potthast A, Röhrling J, Rosenau T, Borgards A, Sixta H, Kosma P (2003) A novel method for the determination of carboxyl groups in celullosics by fluorescence labeling. 3. Monitoring oxidative processes. Biomacromolecules 4:743–749
23. Pretsch E, Simon W, Seibl J, Clerc T (1989) Tables of spectral data for structure determination of organic compounds, 2nd edn. Springer-Verlag, New York, pp U5–U155
24. Reese ET, Siu RGH, Levinson HS (1950) The biological degradation of soluble cellulose derivatives and its relationship to the mechanism of cellulose hydrolysis. J Bacteriol 59:485–497
25. 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 5:1983–1989
26. Saito T, Nishiyama Y, Putaux JL, Vignon M, Isogai A (2006) Homogeneous suspensions of individualized microfibrils from TEMPO-catalyzed oxidation of native cellulose. Biomacromolecules 7:1687–1691
27. Saito T, Kimura S, Nishiyama Y, Isogai A (2007) Cellulose nanofibers prepared by TEMPO-mediated oxidation of native cellulose. Biomacromolecules 8:2485–2491
28. Shingh RB, Grag BS, Singh RP (1978) Analytical applications of thiosemicarbazones and semicarbazones: a review. Talanta 25:619–632
29. Shinoda R, Saito T, Okita Y, Isogai A (2012) Relationship between length and degree of polymerization of TEMPO-oxidized cellulose nanofibrils. Biomacromolecules 13:842–849
30. Takaichi S, Isogai A (2013) Oxidation of wood cellulose using 2-azaadamantane N-oxyl (AZADO) or 1-methyl-AZADO catalyst in NaBr/NaClO system. Cellulose 20:1979–1988
31. Tsuchikama K, Lowery CA, Janda KD (2011) Probing autoinducer-2 based quorum sensing: the biological consequences of molecules unable to traverse equilibrium states. J Org Chem 76:6981–6989
32. Veelart S, Wit D, Gotlieb KF, Verhe R (1997) Chemical and physical transition of periodate oxidized potato starch in water. Carbohydr Polym 33:153–162