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10 th International Symposium on Wood and Pulping Chemistry Main Symposium, Yokohama, Japan June 7-10, 1999 IBWPC UB/TIB Hannover 89 119 816 008

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10th InternationalSymposium onWood and PulpingChemistry

Main Symposium, Yokohama, JapanJune 7-10, 1999

IBWPC

UB/TIB Hannover 89119 816 008

CONTENTS

— Oral Session —

Keynote Lecture 1 Knut Lundquist

Structural analysis of lignin and lignin degradation products 1-2K. Lundquist, S. Li

Keynote Lecture 2 Hou-min Chang

The chemistry of lignin model compound reactions with peroxy oxidants I-12H.-M. Chang, J. F. Kadla, H. Jameel

Keynote Lecture 3 Fumiaki Natatsubo

The first chemical synthesis of cellulose and its future prospects 1-20F. Nakatsubo

Wood Chemistry I

19F NMR spectroscopy for the quantitative analysis of carbonyl groups in lignin 1-28R. M. Sevillano, M. Barrelle, G. Mortha, D. Lachenal

I9F NMR spectroscopy for the quantitative detection and classification of carbonyl groups in 1-34lignins

B. C. Ahvazi, C. Crestini, D. S. Argyropoulos

The content of lignin on pulp fiber surfaces 1-40U. Westermark

Absolute molecular weight determination of polysaccharides and lignins by MALDI-TOF-MS 1-44A. Jacobs, O. Dahlman

Procedure for molar mass distribution measurements of lignins of different origin 1-48B. Hording, E. Turunen, P. Kokkonen

New investigations on solubility and molar mass distribution of hemicelluloses 1-54J. Puls, Th. Kruse, B. Saake

Wood Chemistry II

Non-destructive determination of wood properties by FT-Raman spectroscopy 1-58T. Ona, T. Sonoda, K. Ito, M. Shibata

Developing new analytical techniques for the characterisation of lignocellulosics based on 1-62multivariate chemometric analysis of whole fluorescence spectra (AFFLUENCE)

E. Billa, E. Koutsoula, E. G. Koukios

Synthetic trial of stereoregular xylan by ring-opening polymerization 1-68M. Hori, F. Nakatsubo

Application of methylation analysis to samples derived from spruce kraft pulp 1-72C. Laine, S. Haakana, B. Hording, T. Tamminen

Characteristics of the fluorescence in pine and spruce 1-78I. Forsskahl, C. Olkkonen, H. Tylli

Contribution of carbohydrate-derived chromophores to kraft pulping liquor colour 1-84I. D. Suckling, M. F. Pasco

Spatial distribution and chemical attachments of metal ions in spruce wood 1-90A. Berglund, H. Brelid, R. Simonson

Wood Chemistry III

A Raman microprobe investigation of the molecular architecture of loblolly pine tracheids 1-96J. S. Bond, R. H. Atalla

Presentation of a novel carbohydrate matrix system for fundamental investigations of wood 1-102cell wall components and their chemistry

M. Lindstrom, F. Berthold, B. Pettersson

Proposed 3D structural model for softwood lignin I-106N. Terashima, J. Hafren, U. Westermark, Y. Xie, K. Fukushima, C. Lapierre,D. L. VanderHart

Formation of lignans and neolignans by enantioselective phenoxy radical coupling in I-110Eucommia ulmoides

T. Katayama, Y. Kado, Y. Shimizu

Dirigent proteins. Tissue specific expression of genes and subcellular localization of proteins. 1-114Correlation with lignan and lignin formation.

V. Burlat, M. Kwon, L. B. Davin, N. G. Lewis

Are lignins optically active? 1-120J. Ralph, J. Peng, F. Lu, R. D. Hatfield

Proof of the presence of racemic forms of arylglyceroI-P-aryl ether structure in lignin 1-126— Studies on stereo structure of lignin by ozonation —

Y. Matsumoto, T. Akiyama, A. Ishizu, G. Meshitsuka, K. Lundquist

Monolignol coupling and the structure of lignin 1-130G. Brunow, K. Syrjanen, J. Sipila

u

The actual route in the biosynthesis of lignin precursors 1-134F. Chen, K. Fukushima, S. Yasuda

Lignin structure in lignin-biosynthetic-pathway mutants and transgenics; 1-138New opportunities for engineering lignin?

J. Ralph, R. D. Hatfield, J. M. Marita, F. Lu, J. Peng, H. Kim, J. H. Grabber, J. J. MacKay,D. M. O'Malley, R. R. Sederoff, C. Chappie, V. Chiang, A. M. Boudet

A computational study of steric and electronic effects in hardwood lignin in an aqueous 1-146environment

L. A. Dunn

Pectic polysaccharide, rhamnogalacturonan II, is borate location site in cell walls of higher 1-152plants

T. Ishii, T. Matsunaga, K. Kakegawa, T. Shimokawa

Bonding site of hydroxycinnamic acids to lignin in cell walls of temperate and tropical 1-158grasses

K. Iiyama, K. Kadoya, T. B. T. Lam

Wood Chemistry IV

Confirmation of endwise lignin fraction by TMSil treatment 1-162K. Hori, G. Meshitsuka

Analysis of the native lignin structure using FT-ICR-MS 1-166H. Onnerud, M. Palmblad, T. Eriksson, G. Gellerstedt

Determination of the aromatic units in the lignin of eucalypt woods I-172A. F. A. Wallis, A. I. Hibberd, R. H. Wearne

Ozonation of lignin-carbohydrate complex model compounds of the benzyl ether type 1-178O. Karlsson, T. Ikeda, T. Kishimoto, K. Magara, Y. Matsumoto, S. Hosoya

Studies on the structure of lignin-carbohydrate complexes by selective carbon 13-enrichment 1-182Y.-M. Xie, H. Wu, H.-B. Liu, S. Yasuda

Xylan structure and distribution in kraft pulp fibers 1-186O. Dahlman, A. Jacobs, J. Sjoberg

Electrospray ionization mass spectrometry (ESI/MS) - a new instrument in lignin and 1-190pulping chemistry

D. V. Evtuguin, P. C. Pinto, C. Pascoal Neto, P. Domingues, F. M. L. Amado, A. J. FerrerCorreia

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Environmental Chemistry

Ecological chemistry of Japanese cedar (sugi) forest in special reference to bioactivity of the 1-194extractives

K. Ogiyama, H. Hayakawa, H. Ogata, N. Terasawa, T. Takagi, H. Tange

The dissolved and colloidal fractions of white water: impact on paper quality and 1-200degradation by enzymes

R. P. Beatson, X. Zhang, D. Stebbing, J. N. Saddler, K. Kruus

Towards identification of pitch - Analysis by simultaneous dechlorination and extraction 1-204using supercritical carbon dioxide

B. B. Sithole, B. Aikawa, R. C. Burk

Biological effects of wood extractives in Japanese pulp and paper mill effluents 1-208H. Araki, K. Toyota, N. Tatarazako, H. Sotobayashi

Bleaching Chemistry I

Reaction selectivity of active oxygen species produced by an oxygen-alkali oxidation of a 1-214phenolic compound

T. Yokoyama, Y. Matsumoto, G. Meshitsuka

Kinetics of the catalytic oxidation of vanillin 1-218N. Popova, K. Bogolitsyn

Mechanisms of oxidative degradation of carbohydrates during oxygen delignification 1-222D. Guay, B. J. W. Cole, R. C. Fort, J. M. Genco, M. C. Hausman

Kinetic study of the oxidation of lignin model dimers and monomers with oxygen in acidic 1-228media

A. R. Goncalves, U. Schuchardt

UV-Vis spectra of lignin model compounds in the presence of transition metal ions and 1-232chelants

C. Peart, Y. Ni

Effect of oxygen on residual lignin : ways to improve lignin removal 1-238C. Chirat, D. Cardona-Barrau, D. Lachenal

The effect of metal ions on the reaction of hydrogen peroxide with kraft lignin model 1-242compounds

Y. Sun, M. Fenster, A. Yu, R. M. Berry, D. S. Argyropoulos

IV

Bleaching Chemistry II

Peroxide decomposition and its relation to the effect of pulp consistency on peroxide 1-248bleaching of mechanical pulp

W. Yang, Y.Ni

Hydrogen peroxide bleaching of pine pulp catalyzed by a binuclear manganese complex 1-256Y. Cui, P. Puthson, C.-L. Chen, J. Gratzl, A. Kirkman, R. Patt

Catalytic activation of hydrogen peroxide (PF«) for kraft pulp bleaching 1-262J. A. Hall, L. D. Vuocolo, I. D. Suckling, C. P. Horwitz, R. W. Allison, L. J. Wright,T.J.Collins

Reactions of lignin with cyanamide activated hydrogen peroxide 1-268J. F. Kadla, H.-M. Chang, H. Jameel

Influence of filtrate recycling on the transition metal ion induced peroxide decomposition 1-274G. J. Kang, Y. Ni, A. R. P. van Heiningen

Fate of EDTA and DTPA in the pulp and paper industries 1-280J. Virtapohja, R. Alen

Lignin degradation by low molecular mass iron chelating compounds: application in the pulp 1-286and paper industry

N. Duran, M. Santiago, J. Rodriguez, C. Parra, R. Oses, J. Freer, J. Baeza

Chlorine dioxide reactions with a non-phenolic lignin model compound at high pH: a study of 1-290organic and inorganic reactions

D. R. Svenson, H.-M. Chang, H. Jameel, J. F. Kadla

ECF bleachability of softwood and hardwood kraft pulps made with altered liquor 1-296concentration profiles

T. J. McDonough, G. A. Krishnagopalan, N. Rawat, V. M. Saucedo, A. J. Ragauskas,M. Melander, M. Zawadzki

Radical formation in ozone bleaching 1-302T. Reitberger, T. Eriksson, M. Ragnar, P. Brandt

Bleaching Chemistry III

Free radical degradation of fibers during HC pulp ozonation conditions 1-308E. Johansson, J. Lind

Structural changes in kraft pulp residual lignin upon peracetic acid treatment 1-314S. T. Moe, A. J. Ragauskas

Improving selectivity of TCF^ bleaching by combining ozone and peracetic acid in novel 1-320bleaching sequences

A. Fuhrmann, S. Panula-Ontto, R. Rautonen

Laboratory experiments on oxalic acid formation in hardwood pulp TCF bleaching 1-324J. Fiskari, J. Gullichsen

Heteropolyanions catalysis in TCF bleaching of kraft pulp 1-330D. V. Evtuguin, C. Pascoal Neto

Effect of transition metal ions on reactions of peroxymonosulfate with lignin and 1-336carbohydrate model compounds

K. G. McGrouther, T. Delagoutte, I. D. Suckling

Pulping Chemistry I

Understanding the role and fate of lignin's condensed structures during pulping and oxygen 1-340delignification

D. S. Argyropoulos, B. C. Ahvazi, G. Pageau, Y. Liu

On the structure of residual lignins in alkaline pulps 1-346G. Gellerstedt, W. Wafa Al-Dajani, L. Zhang

A comparison of the reactivity of lignin diphenylmethane model dimers in nitrobenzene and 1-350permanganate oxidation

Y.-Z. Lai, N. Saito, N. Kasuya, H. Xu, S. Meguro, R. Yang, S. Omori

Understanding the structure of residual lignin. A key to progress in pulping and bleaching 1-354D. Lachenal, R. M. Sevillano, J. George, C. Chirat

Solid state NMR studies of residual lignin 1-358T. Liitia, S. L. Maunu, B. Hording

Pulping Chemistry II

On the chemical structure of lignins in situ and in pulps revealed by multidimensional NMR 1-364studies

J. Sipila, G. Brunow, E. Ammalahti, I. Kilpelainen, B. Bujanovic, B. Hording

Investigation on residual lignins and residual carbohydrates and the covalent bonds between 1-368them

J.-W. Choi, O. Faix

Application of the principles of extended delignification : effects on softwood kraft residual 1-374lignin

D. Robert, J. George, D. Lachenal

VI

Rapid pulp kappa number determination using spectrophotometry 1-378X. S. Chai, J. Y. Zhu

A new method for quantifying hexeneuronic acid groups in chemical pulps 1-384Z.-H. Jiang, A. Audet, J. Sullivan, B. van Lierop, R. Berry

A simple and rapid method to determine hexeneuronic acid groups in chemical pulps 1-390X. S. Chai, J. Y. Zhu, J. Li

A kappa number mathematical model for the modified kraft cooking 1-396Q. Luo, H.-B. Liu

Pulping Chemistry III

Nonuniformity of carbohydrate degradation during kraft pulping - measurement and 1-400modeling using a modified G-factor

J. Li, G. Moeser, L. Rosen

Effect of alkali profiles on carbohydrate chemistry during kraft pulping of hardwoods 1-406J. E. Jiang, A. Kettunen, K. Henricson, T. Hankaniemi, T. Vuorinen

Improving extended delignification technology for kraft pulping. Part IV. Strength and 1-412selectivity improvement with a low-temperature/high-alkali stage

J. Li, M. MacLeod, R. Berry

Identification of organic compounds in different scales from black liquor evaporation 1-418K. Niemela

High-yield chemical TCF pine pulp by oxidative delignification 1-422O. Pekkala, K. Poppius-Levlin, S. Kauliomaki, L. Toikkanen

Super catalysis of oxygen delignification of the ultra-high yield ligno-cellulosic semiproducts 1-428by some transition metals complexes

E. Germer

Fiber Science and Pulp Quality

Fibre engineering 1-432M. Mitikka-Eklund, M. Halttunen, M. Melander, K. Ruuttunen, T. Vuorinen

Effect of carbohydrates on the properties of reinforcement fibers 1-440T. Oksanen, A. Suurnakki, C. Schonberg, J. Buchert

Effects of high temperatures of short duration on optical properties of pre-aged TCF- 1-446bleached chemical pulps

U. Suppanen, I. Forsskahl

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Structural aspects of the heat-induced yellowing of TCF-pulps 1-452M. Beyer, V. Heller, H. Koch, K. Fischer

Equilibrium of metal ions in hardwood kraft pulp suspensions 1-458E. Rasanen, P. Stenius

Inorganic and organic comodification of wood by the sol-gel process for its property- 1-464enhancement

S. Saka

Biomass Utilization

Stabilization of cellulase with amphiphilic acetic acid lignin derivative 1-470Y. Uraki, N. Ishikawa, M. Nishida, Y. Sano

Synthesis and thermal properties of lignin-based polycapro-lactones and polyurethanes 1-474H. Hatakeyama, Y. Izuta, S. Hirose, T. Hatakeyama

Thermal and viscoelastic properties of in situ lignin 1-478T. Hatakeyama, T. Yoshida, H. Hatakeyama

Effects of tin- and amine-catalysts on the urethane formation from bark-tannin model 1-482compounds

M. Oyadomari, K. Ueno, K. Sakai, J.-J. Ge

Mechanical properties of the polyurethane films prepared from liquefied wood with 1-486polymeric isocyanates (PMDI)

Y. Kurimoto, M. Takeda, A. Koizumi, S. Doi, Y. Tamura

Plasticizers that transform alkylated kraft lignins into versatile thermoplastics 1-492Y. Li, S. Sarkanen

The relationship between lignosulfonate physical properties and the ability to reduce 1-496inorganic slurry viscosity

R. A. Northey, E>. Lee, C. R. Matz, S. D. Kramer

Biochemistry and Biotechnology I

Function of cellobiose dehydrogenase in cellulose biodegradation by fungi 1-500K. Igarashi, M. Samejima, K.-E. L. Eriksson

Combined action of hemicellulases and oxidases in bleaching 1-504L. Viikari, T. Oksanen, J. Buchert, M. Amann, A. Candussio

Cloning and characterization of transcription factor Ntliml involved in lignin biosynthesis 1-510A. Kawaoka, H. Ebinuma

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Repression of lignin biosynthesis in transgenic trees results in high-cellulose and accelerated 1-516growth phenotypes

W.-J. Hu, S. A. Harding, J. Lung, J. L. Popko, C.-J. Tsai, V. L. Chiang, J. Ralph,D. D. Stokke

Lignin structure in a mutant pine deficient in cinnamyl alcohol dehydrogenase 1-520C. Lapierre, B. Pollet, J. J. MacKay, D. Dimmel, R. R. Sederoff

Pulping, bleaching, and characterization of CAD-deficient wood 1-524D. R. Dimmel, J. MacKay, E. Althen, C. Parks, J. J. Boon

Biochemistry and Biotechnology II

Peroxidation of extracellular lipid produced by selective white-rot fungi: possible roles in 1-528lignolysis at the site far from enzymes

T. Watanabe, M. Enoki, S. Katayama, S. Nakagame, Y. Honda, M. Kuwahara, K. Koller,K. Messner

In situ hybridization and immunocytochemistry in electron microscopy to study the 1-534expression of ligninolytic enzymes in fungi growing in wood

K. Ruel, H. Zhang, M.-L. Niku-Paavola, M. Saloheimo, S. Moukha, J.-P. Joseleau

New enzymatically mediated delignification and bleaching systems 1-540H. P. Call

Biobleaching of hardwood kraft pulp without contribution of known lignin-degrading 1-546enzymes

D. Ishimura, R. Kondo, K. Sakai, H. Hirai

Pulp bleaching by a copper based lignin depolymerisation system 1-550K. Messner, K. Koller, K. Fackler, E. Srebotnik, T. Watanabe

Suitability of laccase/mediator systems for hardwood kraft pulp delignification 1-556K. Poppius-Levlin, T. Tamminen, K. Rajanen, A.-S. Jaaskelainen, L. Viikari

A new biomimetic kraft pulp bleaching with Mn and peracetic acid 1-562M. Shimada, T. Shigemoto, T. Hattori, M. Takano, K. Saitaka, T. Higuchi

Biochemistry and Biotechnology III

Fundamental investigation of laccase mediator delignification on high lignin content kraft 1-566pulps

F. S. Chakar, A. J. Ragauskas

Lignin reactions in pulp biobleaching with laccase-mediator system 1-572M. Balakshin, E. Capanema, C.-L. Chen, J. Gratzl, A. Kirkman, H. Gracz

IX

Delignification mechanisms for the bleaching of kraft pulps with the enzymes laccase and 1-578manganese peroxidase

M. G. Paice, R. Bourbonnais, F. S. Archibald, I. D. Reid, S. Renaud, D. Rochefort

Enhanced bleachability of spruce kraft pulp by mechanical and enzymatic treatments 1-584T. Tamminen, B. Hording, M. Ranua, E. Luonteri, A. Suurnakki, M. Tenkanen, J. Buchert

Enzymatic enhancement of the manufacture of packaging grade papers and boards 1-590S. D. Mansfield, K. K. Y. Wong

Chemistry and kinetics of the laccase-mediator system 1-596A. Potthast, T. Rosenau, P. Kosma, K. Fischer

Cellulose Chemistry I

Structural elements in cellulose I 1-602P. T. Larsson, K. Wickholm, T. Iversen

The individual structures of native celluloses 1-608R. H. Atalla

The structure of native cellulose: a clue about inter- and intramolecular interactions 1-616B. Hinterstoisser, L. Salmen

Molecular conformations at the cellulose-water interface 1-620R. H. Newman

Supermolecular architecture of wood cell wall cellulose: characterization using infrared 1-624microspectroscopy and aqueous-mode atomic force microscopy

T. Kondo, Y. Kataoka

Cellulose Chemistry II

Effects of the axial hydroxyl groups in levoglucosan on its reactivity of ring-opening 1-630glycosidation

H. Kawamoto, H. Joyama, S. Saka

Viscosity and phase separation behavior of microcrystalline cellulose colloid 1-636J. Araki, M. Wada, S. Kuga, T. Okano

TEMPO-mediated oxidation of cellulose 1-640A. Isogai, Y. Kato, T. Kitaoka, F. Onabe

A new approach in the analysis of the substituent distribution in carboxymethyl celluloses 1-644B. Saake, St. Horner, J. Puls

Ethyl-cyanoethyl cellulose/polyacrylic acid EPN molecular composites 1-648J. Zeng, Y. Huang

Chemistry in Non-woody Materials Utilization

Coconut {Cocos nucifera L.) endosperm cell wall polysaccharides 1-652M. E. Flavier, F. E. Merca, B. A. Stone

Steam exploded bamboo fibers structure studies 1-656J. Gravitis, A. Kokorevics, O. Bikovens, U. Kallavus, R. Teeaar

Lignin removal and the development of kenaf fiber during refiner mechanical pulping 1-662D. Mohta, D. N. Roy, P. Whiting

The characteristics of bagasse lignin in situ and in alkaline delignification 1-670M. Funaoka, H.-T. Chen, Y.-Z. Lai

Delignification of wheat straw, rye straw, rice straw, and maize stems using hydrogen 1-674peroxide, peroxymonosulfuric acid, peroxyformic acid, and peracetic acidPart 1: characterization of lignins from wheat straw by alkaline peroxide treatment

R. C. Sun, J. Tomkinson, S. Q. Wang, W. Zhu

Novel utilization of wheat straw organosolv lignin in starch composites 1-680S. Baumberger, C. Lapierre, J. Lora, B. Monties

Tobacco stalks: an agri-waste with potential as fiber resource for pulp and paper 1-684S. C. Agrupis, E. Maekawa, K. Suzuki

Chemistry in High Yield Pulping I

Formation and destruction of chromophores in mechanical pulps by heat and light 1-688I. Forsskahl, T. Korhonen, H. Tylli

On the importance of hydroquinone/p-quinone redox system in the photoyellowing of 1-694mechanical pulps

U. P. Agarwal

A comparative study on the reactions of cinnamaldehyde and stilbene model compounds with 1-698hydrogen peroxide and peracetic acid

G. X. Pan, L. Spencer, G. Leary

A semi-empirical molecular orbital study of intermediates and transition states for peroxide 1-704oxidation of substituted benzaldehydes and acetylphenones

T. M. Garver, Y. F. Wang

The aging of lignin rich papers upon exposure to light: its quantification and prediction 1-710J. S. Bond, R. H. Atalla, U. P. Agarwal, C. G. Hunt

XI

Chemistry in High Yield Pulping II

H2O2 bleaching of mechanical pulps Part 2: pH and temperature 1-712E. C. Xu

Inhibition of brightness reversion of mechanical pulps 1-718G. Cunkle, R. Seltzer, J.-P. Wolf, P. McGarry, Z. Yuan, C. Heitner, J. Schmidt

Photoyellowing of acetylated high-yield pulps under ambient, oxygen, and argon 1-722atmospheres

L. A. Lucia, A. J. Ragauskas, C. Li, M. Paulsson

The effect of acetylation on the photodegradation of lignin 1-728C. Heitner, R. St. J. Manley, B. Ahvazi, J. Wang

Surface treatment of chemithermomechanical pulp (CTMP) to prevent the brightness 1-734reversion

L. Paulino, J. Ramos, E. Delgado, R. Young

Inhibition of light-induced yellowing of aspen CTMP-containing papers by surface sizing 1-740with ascorbic acid and sulphite The influence of metal ions

R. Agnemo

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