Styrene-spaced copolymers including anthraquinone and β-O-4 lignin model units: Synthesis, characterization and reactivity under alkaline pulping conditions

Biomacromolecules

Volumn 13, Issue 5, 2012, Pages 1652-1662

  Megiatto, Jackson D ^a,c   Cazeils, Emmanuel ^a,d   Ham Pichavant, Frédérique ^a,b   Grelier, Stéphane ^a,b   Gardrat, Christian ^a,b   Castellan, Alain ^a,b  

^a UNIVERSITÉ DE BORDEAUX   (France)

^b UNIVERSITÉ BORDEAUX 1   (France)

^c ARIZONA STATE UNIVERSITY   (United States)

^d Dérivés Résiniques et Terpéniques DRT   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALINE PULPING; ANTHRAHYDROQUINONE; DISTANCE EFFECTS; ELECTRON TRANSFER; ELECTRON TRANSFER MECHANISMS; ELECTRON-TRANSFER REACTIONS; FUNCTIONALIZED; LIGNIN DEGRADATION; LIGNIN MODELS; MACROMOLECULAR STRUCTURES; MALDI-TOF MASS SPECTROMETRY; MOLECULAR CHARACTERIZATION; PULPING CONDITIONS; QUANTITATIVE INFORMATION; REDOX-ACTIVE; SIDE-CHAINS; SPACER GROUPS; STYRENE POLYMERS; TGA AND DSC; THERMALLY STABLE; UV-VIS SPECTROSCOPY;

COPOLYMERS; DEGRADATION; ELECTRON TRANSITIONS; GLUCOSE; KETONES; MASS SPECTROMETRY; PHENOLS; REDOX REACTIONS; STYRENE; THERMOANALYSIS; ULTRAVIOLET VISIBLE SPECTROSCOPY;

LIGNIN;

ANTHRAQUINONE; BETA O 4 LIGNIN; COPOLYMER; GLUCOSE; GUAIACOL; LIGNIN; MONOMER; STYRENE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL COMPOSITION; CHEMICAL STRUCTURE; CONTROLLED STUDY; DEGRADATION; ELECTRON TRANSPORT; GEL PERMEATION CHROMATOGRAPHY; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; PHOSPHORUS NUCLEAR MAGNETIC RESONANCE; POLYMERIZATION; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; PULPING; QUANTITATIVE ANALYSIS; SYNTHESIS; THERMOGRAVIMETRY; THERMOSTABILITY; ULTRAVIOLET SPECTROSCOPY;

ALKALIES; ANTHRAQUINONES; LIGNIN; MODELS, MOLECULAR; MOLECULAR STRUCTURE; POLYMERIZATION; POLYSTYRENES; TEMPERATURE;

EID: 84861117221     PISSN: 15257797     EISSN: 15264602     Source Type: Journal    
DOI: 10.1021/bm300367b     Document Type: Article

References (50)

1. Fengel, D.; Wegener, G. Wood Chemistry, Ultrastructure, Reactions; W. de Gruyter: Berlin, 1989.
2. Ragauskas, A. J.; Williams, C. K.; Davison, B. H.; Britovsek, G.; Cairney, J.; Eckert, C. A.; Frederick, W. J., Jr.; Hallett, J. P.; Leak, D. J.; Liotta, C. L.; Mielenz, J. R.; Murphy, R.; Templer, R.; Tschaplinski, T. Science 2006, 311, 484-489
3. Stöcker, M. Angew. Chem., Int. Ed. 2008, 48, 9200-9211
4. Zakzeski, J.; Bruijnincx, P. C. A.; Jongerius, A. L.; Weckhuysen, B. M. Chem. Rev. 2010, 110, 3552-3599
5. Rydholm, S. A. Pulping Process; Wiley-Interscience: New York, 1965.
6. Dimmel., D. R. Pulping with Anthraquinone: Fundamental Chemistry . In Tappi Pulping Conference Proceedings; Tappi Press: Atlanta, 1996; pp 53-58.
7. Dimmel, D. R.; Anderson, S.; Izsak, P. J. Wood Chem. Technol. 1993, 23, 141-159
8. Vuorinen, T. J. Wood Chem. Technol. 1993, 13, 97-125
9. Nimz, H. Angew. Chem., Int. Ed. 1966, 5, 843
10. Sakakibara, A. Wood Sci. Technol. 1980, 14, 89-100
11. Roblin, J.-P.; Duran, H.; Duran, E.; Gorrichon, L.; Donnadieu, B. Chem.-Eur. J. 2000, 6, 1229-1235
12. Li, S.; Lundquist, K. Holzforschung 2001, 55, 296-301
13. Crestini, C.; Jurasek, L.; Argyropoulos, D. S. Chem.-Eur. J. 2003, 9, 5371-5378
14. Cathala, B.; Saake, B.; Faix, O.; Monties, B. J. Chromatogr., A 2003, 1020, 229-239
15. Chakar, F. S.; Ragauskas, A. J. Ind. Crops Prod. 2004, 20, 131-141
16. Capanema, E. A.; Balakshin, M. Y.; Kadla, J. F. J. Agric. Food Chem. 2004, 52, 1850-1860
17. Holmgren, A.; Brunow, G.; Henriksson, G.; Zhang, L.; Ralph, J. Org. Biomol. Chem. 2006, 4, 3456-3461
18. Kishimoto, T.; Uraki, Y.; Ubukata, M. Org. Biomol. Chem. 2006, 4, 1343-1347
19. Satoh, K.; Saitoh, S.; Kamigaito, M. J. Am. Chem. Soc. 2007, 129, 9586-9587
20. Beste, A.; Buchanan, A. C. J. Org. Chem. 2009, 74, 2837-2841
21. Son, S.; Toste, F. D. Angew. Chem., Int. Ed. 2010, 49, 3791-3794
22. Nichols, J. M.; Bishop, L. M.; Bergman, R. G.; Ellman, J. A. J. Am. Chem. Soc. 2010, 132, 12554-12555
23. Sergeev, A. G.; Hartwig, J. F. Science 2011, 332, 439-443
24. Dimmel, D. R.; Perry, L.; Palasz, P.; Chum, H. L. J. Wood Chem. Technol. 1985, 5, 15-36
25. Dimmel, D. R.; Schuller, L. F. J. Wood Chem. Technol. 1986, 6, 565-564
26. Dimmel, D. R.; Schuller, L. F.; Apfeld, P. B. J. Wood Chem. Technol. 1987, 7, 97-113
27. Katz, G. Anthraquinone and Anthraquinone-Polysulfide Pulping for Extended Delignification. In Tappi Pulping Conference Proceedings; Tappi Press: Atlanta, 1993; pp 323-331.
28. Cazeils, E.; Megiatto, J. D., Jr.; Gardrat, C.; Pichavant, F.; Grelier, S.; Boulin, B.; Sagorin, G.; Arbicha, P.; Castellan, A. Holzforschung 2012, 10.1515/hf-2011-0253
29. Cazeils, E.; Megiatto, J. D., Jr.; Gardrat, C.; Pichavant, F.; Grelier, S.; Castellan, A. Holzforschung 2012, not supplied.
30. Cazeils, E.; Megiatto, J. D., Jr.; Gardrat, C.; Pichavant, F.; Grelier, S.; Castellan, A. Holzforschung 2012, not supplied.
31. Astruc, D. Electron Transfer and Radical Processes in Transition-Metal Chemistry; Wiley: New York, 1995.
32. Balzani, V. Electron Transfer in Chemistry: Principles and Theories, Methods and Techniques; Wiley-VCH: Berlin, 2001.
33. Roberts, J. L.; Sugimoto, H.; Barette, W. C. J. Am. Chem. Soc. 1985, 107, 4556-4557
34. Archipov, Y.; Argyropoulos, D. S.; Bolker, H. I.; Heitner, C. Carbohydr. Res. 1991, 220, 49-61
35. Argyropoulos, D. S. J. Wood Chem. Technol. 1994, 14, 45-63
36. Granata, A.; Argyropoulos, D. S. J. Agric. Food Chem. 1995, 43, 1538-1544
37. Argyropoulos, D. S. J. Wood Chem. Technol. 1994, 14, 65-82
38. Zhi-Hua, J.; Argyropoulos, D. S.; Granata, A. Magn. Reson. Chem. 1995, 33, 375-382
39. Guerra, A.; Norambuena, M.; Freer, J.; Argyropoulos, D. S. J. Nat. Prod. 2008, 71, 836-841
40. King, A. W. T.; Zoia, L.; Filpponen, I.; Olszewska, A.; Xie, H.; Kilpeläinen, I.; Argyropoulos, D. S. J. Agric. Food Chem. 2009, 57, 8236-8243
41. Megiatto, J. D., Jr.; Cazeils, E.; Grelier, S.; Gardrat, C.; Pichavant, F.; Castellan, A. Holzforschung 2009, 63, 681-689
42. Kubel, C.; Chen, S. L.; Mullen, K. Macromolecules 1998, 31, 6014-6021
43. Zammit, M. D.; Davis, T. P.; Haddleton, D. M.; Suddaby, K. G. Macromolecules 1997, 30, 1915-1920
44. Adler, E.; Hernestam, S.; Walldren, I. Svensk Papperstidn. 1958, 61, 641-647
45. DiCosimo, R.; Szabo, H. C. J. Org. Chem. 1988, 53, 1673-1679
46. Bohlin, C.; Andersson, P.; Lundquist, K.; Jonhsson, L. J. J. Mol. Catal. B: Enzym. 2007, 45, 21-26
47. Sales, F. G.; Maranhão, L. C. A.; Lima Filho, N. M.; Abreu, C. A. M. Chem. Eng. Sci. 2007, 62, 5386-5391
48. Zabkova, M.; Borges da Silva, E. A.; Rodrigues, A. E. Sep. Purif. Technol. 2007, 55, 56-68
49. Gierer, J. Svensk Papperstid. 1980, 73, 75-82
50. Tabaranko, V. E.; Formova, N. A.; Kuznetsov, B. N.; Ivanchenko, N. M.; Kudryashev, A. V. React. Kinet. Catal. Lett. 1995, 55, 161-170