Ring-opened products from reaction of lignin model compounds with UV-assisted peroxide

Holzforschung

Volumn 52, Issue 1, 1998, Pages 61-66

  Sun, Yan Ping ^a   Nguyen, Kien Loi ^b   Wallis, Adrian F A ^a  

^a CSIRO   (Australia)

^b MONASH UNIVERSITY   (Australia)

Author keywords

Aliphatic hydroxy acids; Gas chromatography mass spectrometry; Lignin model compounds; UV peroxide photolysis

Indexed keywords

EID: 0003164046     PISSN: 00183830     EISSN: None     Source Type: Journal    
DOI: 10.1515/hfsg.1998.52.1.61     Document Type: Article

References (27)

1. Abbot, J. and Y.-P. Sun. 1993. Delignification and brightening of eucalypt kraft pulp with hydrogen peroxide and UV radiation. Appita J. 46 (3), 198-202.
2. Alén, R., K. Niemelä and E. Sjöström. 1984. Gas-liquid chromatographic separation of hydroxy monocarboxylic acids and dicarboxylic acids on a fused-silica capillary column. J. Chromatogr. 301, 273-276.
3. Bailey, C.W. and C.W. Dence. 1969. Reactions of alkaline hydrogen peroxide with softwood lignin model compounds, spruce milled-groundwood lignin and spruce groundwood. Tappi 52 (3), 491-500.
4. -) in aqueous solution. J. Phys. Chem. Ref. Data 17 (2), 513-531.
5. Davis, R. and M. Frearson. 1987. Mass Spectrometry. Analytical Chemistry by Open Learning. John Wiley & Sons, Chichester, pp. 311-312.
6. Gierer, J., E. Yang and T. Reitberger. 1992. The reactions of hydroxyl radicals with aromatic rings in lignins, studied with creosol and 4-methylveratrol. Holzforschung 46 (6), 495-504.
7. -) Holzforschung 48 (5), 405-414.
8. Kempf, A.W. and C.W. Dence. 1975. The reaction of hardwood lignin model compounds with alkaline hydrogen peroxide. Tappi 58 (6), 104-108.
9. Legrini, O., E. Oliveros and A.M. Braun. 1993. Photochemical processes for water treatment. Chem. Rev. 93, 671-698.
10. Machado, A.E.H., R. Ruggiero and M. Neumann. 1994a. The photodegradation of lignins in the presence of hydrogen peroxide. J. Photochem. Photobiol. A: Chem. 81 (2), 107-115.
11. g) in reactions in alkaline media. Quim. Nova 17 (2), 111-118.
12. Machado, A.E.H., R. Ruggiero, M.G.H. Terrones, A. Nourmamode, S. Grelier and A. Castellan. 1996. Photodelignification of Eucalyptus grandis organosolv chemical pulp. J. Photochem. Photobiol. A: Chem. 94 (2, 3), 253-262.
13. Nascimento, E.A., A.E.H. Machado, S.A.L. Morais, L.B. Brasileiro and D. Piló-Veloso. 1995. Photochemical hydrogen peroxide bleaching of eucalyptus organosolv pulp. J. Braz. Chem. Soc. 6(4), 365-371.
14. Omori, S and C.W. Dence. 1981. The reaction of alkaline hydrogen peroxide with lignin model dimers. Part 1: Phenacyl α-aryl ethers. Wood Sci. Technol. 15, 67-79.
15. Pearl, I.A. 1948. Synthesis of syringaldehyde. J. Amer. Chem. Soc. 70, 1746-1748.
16. Sun Y.-P., J. Abbot and C.-L. Chen. 1994. UV-peroxide bleaching of peroxyformic acid pretreated kraft eucalypt pulp: TCF bleaching. Appita J. 47 (6), 459-462.
17. Sun, Y.-P., K.L. Nguyen and A.F.A. Wallis. 1995. TCF bleaching of eucalypt kraft pulp with modern sequences involving a UV-peroxide stage. Appita J. 48 (5), 363-366.
18. Sun, Y.-P., K.L. Nguyen and A.F.A. Wallis. 1996a. TCF bleaching of radiata pine kraft pulp with modern sequences involving a UV-peroxide stage. Appita J. 49 (2), 96-99.
19. Sun, Y.-P., B. Yates and C.-L. Chen. 1996b. Oxidation of lignin model compounds containing an α-carbonyl group and a ring-conjugated double-bond by hydrogen peroxide-UV photolysis. Holzforschung 50 (3), 226-232.
20. Sun, Y.-P., B. Yates and C.-L. Chen. 1996c. ESR study of lignin model compounds irradiated by UV (254 nm photons) in the presence of hydrogen peroxide. Holzforschung 50 (3), 233-236.
21. Sun, Y.-P, A.F.A. Wallis and K.L. Nguyen. 1997. Reactivity of lignin and lignin models towards UV-assisted peroxide. J. Wood Chem. Technol. 17 (1,2), 163-178.
22. Tatsumi, K. and N. Terashima. 1981. Oxidative degradation of lignin IV. Reactivities of monomeric lignin model compounds with hydrogen peroxide. Mokuzai Gakkaishi 27(12), 873-878.
23. Tatsumi, K. and N. Terashima. 1983. Oxidative degradation of lignin V. Reaction of the aromatic ring in lignin with a hydroxyl radical. Mokuzai Gakkaishi 29 (8), 530-536.
24. Tatsumi, K. and N. Terashima. 1984. Oxidative degradation of lignin VI. Demethylation mechanism of lignin with a hydroxyl radical. Mokuzai Gakkaishi 30 (7), 580-586.
25. Tatsumi, K. and N. Terashima. 1985a. Oxidative degradation of lignin VII. Cleavage of the β-O-4 linkage of guaiacylglycerol-β-guaiacyl ether by hydroxyl radicals. Mokuzai Gakkaishi 31 (4), 316-317.
26. Tatsumi, K. and N. Terashima. 1985b. Oxidative degradation of lignin VIII. Degradation of dehydrodivanillic acid with hydroxyl radicals. Mokuzai Gakkaishi 31 (9), 761-765.
27. Tatsumi, K. and N. Terashima. 1986. Effects of pH and ultraviolet light on the oxidation of vanillic acid with hydrogen peroxide under ultraviolet irradiation. Kogai Shigen Kenkyusho Iho 16 (2), 27-35.