메뉴 건너뛰기




Volumn 19, Issue 2, 2004, Pages 146-154

Photoyellowing behavior of non-phenolic lignin models representative of end groups and β-ether structures

Author keywords

Chromophores; End groups; Lignin model compounds; NMR; Photoyellowing; Ethers

Indexed keywords

DISCOLORATION; ETHERS; IRRADIATION; ISOMERS; MECHANICAL PULP; PHENOLS; PHOTOOXIDATION; ULTRAVIOLET RADIATION;

EID: 3042692470     PISSN: 02832631     EISSN: None     Source Type: Journal    
DOI: 10.3183/npprj-2004-19-02-p146-154     Document Type: Article
Times cited : (3)

References (46)
  • 1
    • 0001056614 scopus 로고
    • The beta-guaiacyl ether of alpha-veratryl-glycerol as a lignin model
    • Adler, E., Lindgren, B.O. and Saedén, U. (1952): The beta-guaiacyl ether of alpha-veratryl-glycerol as a lignin model, Svensk Papperstidn. 55(7), 245.
    • (1952) Svensk Papperstidn , vol.55 , Issue.7 , pp. 245
    • Adler, E.1    Lindgren, B.O.2    Saedén, U.3
  • 2
    • 0031069321 scopus 로고    scopus 로고
    • Photoycllowing of thermomechanical pulps: Looking beyond α-carbonyl and ethylenic groups as the initiating structures
    • Agarwal, U.P. and McSweeny, J.D. (1997): Photoycllowing of thermomechanical pulps: looking beyond α-carbonyl and ethylenic groups as the initiating structures, J. Wood Chem. Technol. 17(1&2), 1.
    • (1997) J. Wood Chem. Technol. , vol.17 , Issue.1-2 , pp. 1
    • Agarwal, U.P.1    McSweeny, J.D.2
  • 3
    • 0030466754 scopus 로고    scopus 로고
    • Photochemically induced solid-state degradation, condensation, and rearrangement in lignin model compounds and milled wood lignin
    • Argyropoulos, D.S. and Sun, Y. (1996): Photochemically induced solid-state degradation, condensation, and rearrangement in lignin model compounds and milled wood lignin, Photochem. Photobiol. 64(3), 510.
    • (1996) Photochem. Photobiol. , vol.64 , Issue.3 , pp. 510
    • Argyropoulos, D.S.1    Sun, Y.2
  • 4
    • 0001277591 scopus 로고
    • Photochemical reactions of alcohols-II. Irradiation of aromatic alcohols
    • Balsells, R.E. and Frasca, A.R. (1982): Photochemical reactions of alcohols-II. Irradiation of aromatic alcohols, Tetrahedron 38(16), 2525.
    • (1982) Tetrahedron , vol.38 , Issue.16 , pp. 2525
    • Balsells, R.E.1    Frasca, A.R.2
  • 5
    • 0001628903 scopus 로고
    • Quinone dehydrogenation. Oxidation of benzylic alcohols with 2,3-dichlora-5,6-dicyanobenzoquinone
    • Becker, H.-D., Björk, A. and Adler, E. (1980): Quinone dehydrogenation. Oxidation of benzylic alcohols with 2,3-dichlora-5,6- dicyanobenzoquinone, J. Org. Chem. 45(9), 1596.
    • (1980) J. Org. Chem. , vol.45 , Issue.9 , pp. 1596
    • Becker, H.-D.1    Björk, A.2    Adler, E.3
  • 6
    • 0023981305 scopus 로고
    • A photoyellowing simulation of bleached high yield wood pulp by lignin models included in a solid carbohydrate matrix
    • Castellan, A., Girard, P. and Vanucci, C. (1988): A photoyellowing simulation of bleached high yield wood pulp by lignin models included in a solid carbohydrate matrix, J. Wood Chem. Technol. 8(1), 73.
    • (1988) J. Wood Chem. Technol. , vol.8 , Issue.1 , pp. 73
    • Castellan, A.1    Girard, P.2    Vanucci, C.3
  • 7
    • 0000664479 scopus 로고
    • Photodegradation of lignin: A photochemical study of a phenolic α-carbonyl β-0-4 lignin model dimer 4-hydroxy-3-methoxy-α- (2′-methoxyphenoxy)-acetophenone
    • Castellan, A., Colombo, N., Cucuphat, C. and Fornier de Violet, P. (1989): Photodegradation of lignin: A photochemical study of a phenolic α-carbonyl β-0-4 lignin model dimer 4-hydroxy-3-methoxy-α- (2′-methoxyphenoxy)-acetophenone, Holzforschung 43(3), 179.
    • (1989) Holzforschung , vol.43 , Issue.3 , pp. 179
    • Castellan, A.1    Colombo, N.2    Cucuphat, C.3    Fornier de Violet, P.4
  • 8
    • 0345040580 scopus 로고
    • Discoloration of phenolic carbonl-free lignin model molecules, milled wood lignin (MWL) and peroxide MWL in the solid state; approach to the mechanism of protection of high-yield pulps against photoyellowing by reducing agents using 3,4-dimethoxy-α-(2′melhoxyphenoxy)acetophenone as a lignin model
    • Melbourne, Australia, April 24-May 3
    • Castellan, A., Nourmamode, A., Colombo, N., Jaeger, C., Noutary, C. and Zhu, J.H. (1991): Discoloration of phenolic carbonl-free lignin model molecules, milled wood lignin (MWL) and peroxide MWL in the solid state; approach to the mechanism of protection of high-yield pulps against photoyellowing by reducing agents using 3,4-dimethoxy-α-(2′melhoxyphenoxy)acetophenone as a lignin model, Proc. 6th Int. Symp. Wood Pulp. Chem., Melbourne, Australia, April 24-May 3, Vol.1, 151.
    • (1991) Proc. 6th Int. Symp. Wood Pulp. Chem. , vol.1 , pp. 151
    • Castellan, A.1    Nourmamode, A.2    Colombo, N.3    Jaeger, C.4    Noutary, C.5    Zhu, J.H.6
  • 9
    • 0030012973 scopus 로고    scopus 로고
    • The photodegradation of some naturally occuring polymers
    • Davidson, R.S. (1996): The photodegradation of some naturally occuring polymers, J. Photochem. Photobiol. B 33(1), 3.
    • (1996) J. Photochem. Photobiol. B , vol.33 , Issue.1 , pp. 3
    • Davidson, R.S.1
  • 10
    • 0000250357 scopus 로고    scopus 로고
    • Brightness reversion. Edited P. Stenius. Fapet Oy, Helsinki, Finland
    • Forsskåhl, I. (2000): In: "Forest Products Chemistry," Brightness reversion. Edited P. Stenius. Fapet Oy, Helsinki, Finland, pp. 279-332.
    • (2000) Forest Products Chemistry , pp. 279-332
    • Forsskåhl, I.1
  • 11
    • 0001675071 scopus 로고
    • PhotostabilizatJon of thermomechanical pulps by alkylation and borohydride reduction
    • Francis, R.C., Dence, C.W., Alexander, T.C., Agnemo, R. and Omori, S. (1991): PhotostabilizatJon of thermomechanical pulps by alkylation and borohydride reduction, Tappi J. 74(12), 127.
    • (1991) Tappi J. , vol.74 , Issue.12 , pp. 127
    • Francis, R.C.1    Dence, C.W.2    Alexander, T.C.3    Agnemo, R.4    Omori, S.5
  • 12
    • 0026220436 scopus 로고
    • Photoreaction of phcnacyl aryl ether type lignols
    • Fukagawa, N. and Ishizu, A. (1991): Photoreaction of phcnacyl aryl ether type lignols, J. Wood Chem. Technol. 11(3), 263.
    • (1991) J. Wood Chem. Technol. , vol.11 , Issue.3 , pp. 263
    • Fukagawa, N.1    Ishizu, A.2
  • 13
    • 0000086303 scopus 로고
    • Light-induced oxidation of lignin. The behaviour of structural units containing a ring-conjugated double bond
    • Gellerstedt, G. and Pettersson, E.-L. (1975): Light-induced oxidation of lignin. The behaviour of structural units containing a ring-conjugated double bond, Acta Chem. Scand. B29(10), 1005.
    • (1975) Acta Chem. Scand. , vol.B29 , Issue.10 , pp. 1005
    • Gellerstedt, G.1    Pettersson, E.-L.2
  • 14
    • 0000950355 scopus 로고
    • Photodegradation of lignin. A contribution to the mechanism of chromophorc formation
    • Gierer, J. and Lin, S.Y. (1972): Photodegradation of lignin. A contribution to the mechanism of chromophorc formation, Svensk Papperstidn. 75(7), 233.
    • (1972) Svensk Papperstidn , vol.75 , Issue.7 , pp. 233
    • Gierer, J.1    Lin, S.Y.2
  • 15
    • 0007711234 scopus 로고
    • Lichtinduzierte Vergilbung von Zellstoffen - Ursachen und Verhütung
    • Gratzl, J.S. (1985): Lichtinduzierte Vergilbung von Zellstoffen - Ursachen und Verhütung, Papier, 39(10A), V14.
    • (1985) Papier , vol.39 , Issue.10 A
    • Gratzl, J.S.1
  • 16
    • 0001843647 scopus 로고
    • Light-induced yellowing of wood-containing papers. Edited by C. Heitner and U.C. Scaiano. ACS Symposium Series 531, Washington, DC, USA
    • Heitner, C. (1993): In: "Photochemistry of Ugnocellulosic Materials," Light-induced yellowing of wood-containing papers. Edited by C. Heitner and U.C. Scaiano. ACS Symposium Series 531, Washington, DC, USA, pp. 2-26.
    • (1993) Photochemistry of Ugnocellulosic Materials , pp. 2-26
    • Heitner, C.1
  • 17
    • 0040544592 scopus 로고
    • Fundamental properties of mechanical pulp lignins II. Behaviors of coniferaldehyde type structures in pulp lignin
    • Hirashima, H. and Sumimoto, M. (1987): Fundamental properties of mechanical pulp lignins II. Behaviors of coniferaldehyde type structures in pulp lignin, Mokuzai Gakkaishi, 33(1), 31 -41.
    • (1987) Mokuzai Gakkaishi , vol.33 , Issue.1 , pp. 31-41
    • Hirashima, H.1    Sumimoto, M.2
  • 18
    • 0026900063 scopus 로고
    • Degradation products for med during light and heat treatment of spruce groundwood
    • Holmbom, B., Ekman, R. and Eckerman, C. (1992): Degradation products for med during light and heat treatment of spruce groundwood, J. Pulp Paper Sci. 18(4), J146.
    • (1992) J. Pulp Paper Sci. , vol.18 , Issue.4
    • Holmbom, B.1    Ekman, R.2    Eckerman, C.3
  • 19
    • 0026880928 scopus 로고
    • Thermomechanical pulp and light. Photoactivity of α-carbonyl group in solid lignin
    • Hon, D.N.S (1992): Thermomechanical pulp and light. Photoactivity of α-carbonyl group in solid lignin, J. Wood Chem. Tecnnol. 12(2), 179.
    • (1992) J. Wood Chem. Tecnnol. , vol.12 , Issue.2 , pp. 179
    • Hon, D.N.S.1
  • 20
    • 0000930264 scopus 로고
    • Synthesis of erythro and threo forms of lignin model compounds of the arylglycerol β-guaiacyl ether type
    • Ibrahim, W. and Lundquist, K. (1994): Synthesis of erythro and threo forms of lignin model compounds of the arylglycerol β-guaiacyl ether type, Acta Chem. Scand. 49(8), 149.
    • (1994) Acta Chem. Scand. , vol.49 , Issue.8 , pp. 149
    • Ibrahim, W.1    Lundquist, K.2
  • 21
    • 0000402057 scopus 로고    scopus 로고
    • Synthesis of cinnamaldehydes by oxidation of arylpropenes with 2,3-dichloro-5,6-dicyanoquinone
    • Iliefski, T., Li, S. and Lundquist, K. (1998): Synthesis of cinnamaldehydes by oxidation of arylpropenes with 2,3-dichloro-5,6- dicyanoquinone, Acta Chem. Scand.52(9), 1177.
    • (1998) Acta Chem. Scand. , vol.52 , Issue.9 , pp. 1177
    • Iliefski, T.1    Li, S.2    Lundquist, K.3
  • 22
    • 0002223419 scopus 로고
    • Photodegradation of lignin: A photochemical study of phenolic coniforyl alcohol lignin model molecules
    • Jaeger, C., Nourmamode, A. and Castellan, A. (1993): Photodegradation of lignin: A photochemical study of phenolic coniforyl alcohol lignin model molecules, Holzforschung 47(5), 375.
    • (1993) Holzforschung , vol.47 , Issue.5 , pp. 375
    • Jaeger, C.1    Nourmamode, A.2    Castellan, A.3
  • 23
    • 0033778970 scopus 로고    scopus 로고
    • Photo- and radiation chemical induced degradation of lignin model compounds
    • Lanzalunga, O. and Bietti, M. (2000): Photo- and radiation chemical induced degradation of lignin model compounds, J. Pholochem. Photobiol. B 56(2-3), 85.
    • (2000) J. Pholochem. Photobiol. B , vol.56 , Issue.2-3 , pp. 85
    • Lanzalunga, O.1    Bietti, M.2
  • 24
    • 0028446488 scopus 로고
    • Recent progress in understanding and inhibiting the light-induced yellowing
    • Leary, G.J. (1994): Recent progress in understanding and inhibiting the light-induced yellowing, J. Pulp Paper Sci. 20(8), J154.
    • (1994) J. Pulp Paper Sci. , vol.20 , Issue.8
    • Leary, G.J.1
  • 25
    • 0009229753 scopus 로고
    • Synthesis of 1,2-bis(3,4 dimethoxyphenyl)-1,3-propanediol starting from trans-1,3-bis(3,4-dimelhoxylphenyl)-2,3-epoxy-l-prapanone
    • Li, S., Lundquist K. and Stomberg, R. (1993): Synthesis of 1,2-bis(3,4 dimethoxyphenyl)-1,3-propanediol starting from trans-1,3-bis(3,4- dimelhoxylphenyl)-2,3-epoxy-l-prapanone, Acta Chem. Scand. 47(9), 867.
    • (1993) Acta Chem. Scand. , vol.47 , Issue.9 , pp. 867
    • Li, S.1    Lundquist, K.2    Stomberg, R.3
  • 26
    • 0005145871 scopus 로고
    • Reactions of lignin-related cinnamyl alcohols with borane and sodium tetrahydridoborate
    • Li, S. and Lundquist, K. (1995): Reactions of lignin-related cinnamyl alcohols with borane and sodium tetrahydridoborate, Acta Chem. Scand. 49(1), 64.
    • (1995) Acta Chem. Scand. , vol.49 , Issue.1 , pp. 64
    • Li, S.1    Lundquist, K.2
  • 27
    • 0000860950 scopus 로고
    • Synthesis of guaiacylglycerol β-guaiacyl ether
    • Li, S., Lundquist, K. and Paulsson, M. (1995): Synthesis of guaiacylglycerol β-guaiacyl ether, Acta Chem. Scand. 49(8), 623.
    • (1995) Acta Chem. Scand. , vol.49 , Issue.8 , pp. 623
    • Li, S.1    Lundquist, K.2    Paulsson, M.3
  • 28
    • 0005224530 scopus 로고    scopus 로고
    • Synthesis of lignin models of β-5 type
    • Li, S. and Lundquist, K. (1997): Synthesis of lignin models of β-5 type, Acta Chem. Scand, 51 (12), 1224.
    • (1997) Acta Chem. Scand , vol.51 , Issue.12 , pp. 1224
    • Li, S.1    Lundquist, K.2
  • 29
    • 0002936758 scopus 로고
    • 1H) NMR spectroscopy. Edited by S.Y. Lin and C.W. Dence. Springer Series in Wood Science, Springer-Verlag, Berlin, Heidelberg. Germany
    • 1H) NMR spectroscopy. Edited by S.Y. Lin and C.W. Dence. Springer Series in Wood Science, Springer-Verlag, Berlin, Heidelberg. Germany, pp. 242-249.
    • (1992) Methods in Lignin Chemistry , pp. 242-249
    • Lundquist, K.1
  • 30
    • 0344177932 scopus 로고    scopus 로고
    • Accelerated aging of wood-containing papers is a poor predictor of end-use aging
    • Madison, WI, USA, June 9-12
    • McGarry, P.F., Schmidt, J.A. and Heitner, C. (2003): Accelerated aging of wood-containing papers is a poor predictor of end-use aging, Proc. 12th Int. Symp. Wood Pulp. Chem.. Madison, WI, USA, June 9-12, Vol. 3, 223.
    • (2003) Proc. 12th Int. Symp. Wood Pulp. Chem. , vol.3 , pp. 223
    • McGarry, P.F.1    Schmidt, J.A.2    Heitner, C.3
  • 31
    • 0007563595 scopus 로고
    • Studies on the mechanism of the photoyellowing of bleached mechanical and chemimecnanical pulps. II. The role of photosensitizers
    • Omori, S., Francis, R.C. and Dence, C.W. (1991): Studies on the mechanism of the photoyellowing of bleached mechanical and chemimecnanical pulps. II. The role of photosensitizers, Holzforschung 45(Suppl.), 93.
    • (1991) Holzforschung , vol.45 , Issue.SUPPL. , pp. 93
    • Omori, S.1    Francis, R.C.2    Dence, C.W.3
  • 32
    • 0002015619 scopus 로고
    • Studies on the mechanism of the photoyellowing of bleached mechanical and chemimechanical pulps. IV. The role of ring-conjugated ethylenic groups
    • Omori, S., Takagi, H., Francis, R.C. and Dence, C.W. (1992): Studies on the mechanism of the photoyellowing of bleached mechanical and chemimechanical pulps. IV. The role of ring-conjugated ethylenic groups. Holzforschung 46(1), 47.
    • (1992) Holzforschung , vol.46 , Issue.1 , pp. 47
    • Omori, S.1    Takagi, H.2    Francis, R.C.3    Dence, C.W.4
  • 33
    • 0026880930 scopus 로고
    • Structure and reactivity of spruce mechanical pulp lignins. Part I. Bleaching and photoyellowing of in situ lignins
    • Pan, X., Lachenal, D., Lapienre, C. and Monties, B. (1992): Structure and reactivity of spruce mechanical pulp lignins. Part I. Bleaching and photoyellowing of in situ lignins, J. Wood Chem.Technol. 12(2), 135.
    • (1992) J. Wood Chem. Technol. , vol.12 , Issue.2 , pp. 135
    • Pan, X.1    Lachenal, D.2    Lapienre, C.3    Monties, B.4
  • 38
    • 0032092047 scopus 로고    scopus 로고
    • Chemical modification of lignin rich paper. Part 8. Effect of light source on the accelerated light-induced yellowing of untreated and acetylated high-yield pulps
    • Paulsson, M. and Ragauskas, A.J. (1998): Chemical modification of lignin rich paper. Part 8. Effect of light source on the accelerated light-induced yellowing of untreated and acetylated high-yield pulps, Nordic Pulp Paper Res. J. 13(2), 132.
    • (1998) Nordic Pulp Paper Res. J. , vol.13 , Issue.2 , pp. 132
    • Paulsson, M.1    Ragauskas, A.J.2
  • 39
    • 0040195689 scopus 로고    scopus 로고
    • "Lignin: Historical, Biological, and Materials Perspectives" Chemical modification of lignin-rich paper. Lignt-induced changes of softwood and hardwood chemithermomechanical pulps: The effect of irradiation source. Edited by W.G. Glasser, R.A. Northey, and T.P. Schultz. Washington, DC, USA
    • Paulsson, M. and Ragauskas, A.J. (2000): In: "Lignin: Historical, Biological, and Materials Perspectives," Chemical modification of lignin-rich paper. Lignt-induced changes of softwood and hardwood chemithermomechanical pulps: The effect of irradiation source. Edited by W.G. Glasser, R.A. Northey, and T.P. Schultz. ACS Symposium Series 742. Washington, DC, USA, pp. 490-504.
    • (2000) ACS Symposium Series , vol.742 , pp. 490-504
    • Paulsson, M.1    Ragauskas, A.J.2
  • 40
    • 0001984029 scopus 로고
    • Intermolecular photoreductions of ketones
    • Scaiano, J.C. (1973): Intermolecular photoreductions of ketones, J. Photochem. 2(2), 81.
    • (1973) J. Photochem. , vol.2 , Issue.2 , pp. 81
    • Scaiano, J.C.1
  • 41
    • 0025458438 scopus 로고
    • Diffuse reflectance laser-flash photolysis of mechanical pulp. Part 1: Detection and identification of transient species in the photolysis of thermomechanical pulp
    • Schmidt, J.A. Heitner, C., Kelly, G.P. and Wilkingson, F. J. (1990): Diffuse reflectance laser-flash photolysis of mechanical pulp. Part 1: Detection and identification of transient species in the photolysis of thermomechanical pulp, J. Pulp Paper Sci. 16(4), J111.
    • (1990) J. Pulp Paper Sci. , vol.16 , Issue.4
    • Schmidt, J.A.1    Heitner, C.2    Kelly, G.P.3    Wilkingson, F.J.4
  • 42
    • 0027154477 scopus 로고
    • Light induced yellowing of mechanical and ultra-high yield pulps. Part 2. Radical-induced cleavage of etherified guaiacylglycerol β-arylether groups is the main degradative pathway
    • Schmidt, J.A. and Heitner, C. (1993): Light induced yellowing of mechanical and ultra-high yield pulps. Part 2. Radical-induced cleavage of etherified guaiacylglycerol β-arylether groups is the main degradative pathway, J. Wood Chem. Technol. 13(3), 309.
    • (1993) J. Wood Chem. Technol. , vol.13 , Issue.3 , pp. 309
    • Schmidt, J.A.1    Heitner, C.2
  • 43
    • 0012395799 scopus 로고
    • Stereochemistry of lignin structures of the β-0-4 type. Crystal structures of model compounds
    • Stomberg, R. and Lundquist (1994): Stereochemistry of lignin structures of the β-0-4 type. Crystal structures of model compounds, Nordic Pulp Paper Res. J. 9(1), 37.
    • (1994) Nordic Pulp Paper Res. J. , vol.9 , Issue.1 , pp. 37
    • Stomberg, R.1    Lundquist2
  • 44
    • 0001267669 scopus 로고
    • Photodegradation of lignin: A photopnysical and photochemical study of a non-phenolic α-carbonyl β-0-4 lignin model dimer. 3.4-dimelhoxy-α-(2′-methoxyphenoxy)acetophenone
    • Vanucci, C., Fornier de Violet, P., Bouas-Laurent, H. and Castellan, A. (1988): Photodegradation of lignin: A photopnysical and photochemical study of a non-phenolic α-carbonyl β-0-4 lignin model dimer. 3.4-dimelhoxy-α-(2′-methoxyphenoxy)acetophenone, J. Photochem. Photobiol. A 41 (2), 251.
    • (1988) J. Photochem. Photobiol. A , vol.41 , Issue.2 , pp. 251
    • Vanucci, C.1    Fornier de Violet, P.2    Bouas-Laurent, H.3    Castellan, A.4
  • 45
    • 0002451807 scopus 로고
    • The photooegradation of milled wood lignin. Part III. The effect of solvent and light intensity
    • Helsinki. Finland, June 6-9
    • Wang, J., Heitner, C. and Manley, R.St.J. (1995): The photooegradation of milled wood lignin. Part III. The effect of solvent and light intensity, Proc. 8th Int. Symp. Wood Pulp. Chem., Helsinki. Finland, June 6-9. Vol. 3, 27.
    • (1995) Proc. 8th Int. Symp. Wood Pulp. Chem. , vol.3 , pp. 27
    • Wang, J.1    Heitner, C.2    Manley, R.St.J.3
  • 46
    • 0009991487 scopus 로고
    • Studies on lignin and related compounds. LV. Synthesis and properties of β-hydroxypropioveratrone
    • West, K.A., Hawkins, W.L. and Hibbert, H. (1941): Studies on lignin and related compounds. LV. Synthesis and properties of β- hydroxypropioveratrone. J. Am. Chem. Soc. 63, 3035.
    • (1941) J. Am. Chem. Soc. , vol.63 , pp. 3035
    • West, K.A.1    Hawkins, W.L.2    Hibbert, H.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.