Liquefaction of Wood Residues and Its Utilization Liquefaction of Cunninghamia lanceolata and Preparation of Liquefied Wood Adhesives
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1 Quart. J. For. Res. of Taiwan.24 (1) : 11 20(2002) H2SO4 5 % min HCl H2SO4 S-5-60 S-5-90 DSC HCl C C S-5-60 S-5-90 Liquefaction of Wood Residues and Its Utilization Liquefaction of Cunninghamia lanceolata and Preparation of Liquefied Wood Adhesives Wen-Jau Lee 2 Cheng-Tzu Liu 3 Chia-Hsiang Hou 4 Abstract This study investigated the condition of liquefaction of China fir (Cunninghamia lanceolata) in phenol by acid as catalyst. The variance changed in this study including weight ratio of phenol to wood, kind and amount of catalyst, dimension of wood flour and time of liquefaction. The feasibility of adhesives prepared from liquefied wood was investigated too. Kind of catalyst and temperature of reaction were the most important factors influenced the effect of liquefaction. If H2SO4 was used as catalyst with 1. (NSC Z ) This project was sponsored by the National Science Council R.O.C.[Grant number (NSC Z )] 2. Associate Professor, Department of Forestry, NCHU. 3. Professor, Department of Forestry, NCHU. 4. Graduate Student, Department of Forestry, NCHU. 11
2 5 % concentration in phenol, wood flour would almost fully dissolved after 60 minutes of liquefaction with reaction temperature of 130. If HCl was used as catalyst, it had good liquefaction efficiency at reaction temperature of 110 but bad at 130, its efficiency would depend on the particle dimension of wood flour. Partialness of phenol would combine with wood after the reaction of liquefaction. Adhesives prepared from liquefied wood that used H2SO4 as catalyst, e.g. S-5-60 and S-5-90, had higher viscosity and shorter gel time. They appeared two exothermic peaks in their DSC thermograme, one at lower temperature with sharp and narrow shape, the other at higher temperature with small and broad shape. Adhesive prepared from liquefied wood that used HCl as catalyst, C-10-60, had lower viscosity and longer gel time. It appeared only one exothermic peak with flat and broad shape in DSC thermograme. Plywood made with C and hot-pressed both at 135 or 145 had good dry and wet bonding strength. But plywood made with S-5-60 and S-5-90 were not so good as C-10-60, and their bonding strength was effected by the condition of hot pressing. Key words Wood residue, Liquefied wood, Phenolation, Liquefied wood adhesive. Alma Alma et al., 1996 Kurimoto Kurimoto et al., 1999 Lin Lin et al., 1994; 1997 Mitsunaga BF3 Mitsunaga et al., 1995 Pu Shiraishi Pu and Shiraishi, 1993; 1994 Santana Santana et al., 1995; 1996 Sano RF Sano and Yamane,
3 Quart. J. For. Res. of Taiwan.24 (1) : 11 20(2002) 1. (HCl) (H2SO4) (phenol) (formalin) (NaOH) (methanol) 2. Cunninghamia lanceolata, China fir 3. Shorea spp. lauan 1. 2 mm H2SO4 HCl / % min 5 g 100 ml G (g) (%) = 100 % (g) (%) = (%) (%) (%) = (%) (%) 3. H2SO4 HCl / NaOH NaOH 30 % 30 min min NaOH 85 NaOH 85 1 hr 1 3 NaOH NaOH 20 min 5 4. ph Perkin-Elmer DSC-7 24 O 20 mg min 6. 2 mm 1 mm 13
4 200 g/m 2 10 min min 5 min 10 kg/cm % 2.5 cm 1.3 cm CNS HCl H2SO4 / 3 1 H2SO HCl / Table 1. Liquefaction effect of China fir wood. (%) / (%) (mesh) (%) (%) ( ) (min) (%) H2SO4 HCl 5 3/ / / / /
5 Quart. J. For. Res. of Taiwan.24 (1) : 11 20(2002) / 3 1 H2SO4 HCl 30 mesh 30 mesh 100 mesh 100 mesh H2SO4 5 % min HCl min 0.65 % 90 min HCl 130 HCl 130 HCl % 24.1 % 23.3 % 22.9 % 22.5 % 1 H2SO % 60 min 90 min HCl H2SO HCl % 47.1 % H2SO % HCl 30.9 % Table 2. Properties of liquefied China fir wood adhesives. ph (min) (cps) (min) (%) (%) S-5-60 H2SO S-5-90 H2SO C HCl
6 H2SO4 60 min 600 cps min 90 min 375 cps 6.5 min HCl 80 cps 22.1 min H2SO4 3 DSC 1 DSC S-5-60 S-5-90 C H2SO4 S-5-60 S HCl C (onset) C S-5-60 S C HCl C J/g H2SO4 S-5-60 S J/g J/g w/g w/g C w/g 3 C DSC 2 3 S-5-60 C DSC 2 S-5-60 H2SO4 2 S Table 3. Heat-setting properties of liquefied China fir wood adhesives. ( ) (J/g) (w/g) ( ) S S C
7 Quart. J. For. Res. of Taiwan.24 (1) : 11 20(2002) 1. DSC Fig. 1. DSC thermograms of various liquefied China fir wood adhesives. 2. S-5-60 DSC Fig. 2. DSC thermograms of S-5-60 at various time of adhesive synthesis. ( 1 1/3 NaOH 2 5 NaOH min ) 17
8 3. C DSC Fig. 3. DSC thermograms of C at various time of adhesive synthesis. ( 1 1/3 NaOH 2 5 NaOH min ) 3 C S-5-60 HCl 4 HCl C CNS kgf/cm 2 H2SO4 S-5-60 S kgf/cm 2 C min 5 min H2SO
9 Quart. J. For. Res. of Taiwan.24 (1) : 11 20(2002) 4. Table 4. Bonding strength of plywood made with liquefied China fir adhesive. (kgf/cm 2 )* ( ) (min) S (2) 6.0 (0) 3.5 (0) (0) 9.5 (0) 6.4 (0) (44) 11.5 (40) 7.4 (8) (0) 10.0 (9) 8.2 (13) S (0) 9.3 (0) 4.4 (0) (4) 11.2 (0) 8.0 (0) (33) 10.2 (11) 7.3 (0) (12) 10.4 (7) 7.3 (0) C (58) 16.0 (70) 14.6 (23) (2) 15.2 (0) 15.6 (0) (13) 16.1 (3) 13.9 (0) (24) 14.8 (0) 12.6 (13) ( ) % H2SO4 130 HCl H2SO4 3. H2SO4 4. H2SO4 S-5-60 S-5-90 DSC HCl C C CNS kgf/cm 2 S-5-60 S (4) Alma, M.H., M. Yoshioka, Y. Yao and N. Shiraishi (1996) The preparation and flow properties of HCl catalyzed phenolated wood and its blends with commercial novolak resin. Holzforschung 50(1): Kurimoto, Y., S. Doi and Y. Tamura (1999) Species effects on wood-liquefaction in 19
10 polyhydric alcohols. Holzforschung 53(6): Lin, L., M. Yoshioka, Y. Yao and N. Shiraishi (1997) Liquefaction mechanism of lignin in the presence of phenol at elevated temperature without catalysts--studies on -O-4 lignin model compound..reaction pathway. Holzforschung 51(4): Lin, L., M.Yoshioka, Y.Yao and N.Shiraishi (1994) Liquefaction of wood in the presence of phenol using phosphoric acid as a catalyst and the flow properties of the liquefied wood. J.Appl.Polym.Sci Mitsunaga, T., O. Kondo and I. Abe (1995) The Phenolations of bark extracts in the presence of boron trifluoride and the reactivities of the products with formaldehyde. Mokuzai Gakkaishi 41(2): Pu, S and N. Shiraishi (1993) Liquefaction of wood without a catalyst I. Time course of wood liquefaction with phenols and effects wood/phenol ratios. Mokuzai Gakkaishi 39(4): Pu, S and N. Shiraishi (1994) Liquefaction of without a catalyst. Effect of additives, such as acid, salt, and neutral organic solvent. Mokuzai Gakkaishi 40(8): Santana, M.A.E., M.G.D. Baumann and A.H. Conner (1995) Resol resins prepared with tannin liquefied in phenol. Holzforschung 49(2): Santana, M.A.E. and M.G.D. Baumann (1996) Phenol-formaldehyde plywood adhesive resins prepared with liquefied bark of black wattle. J. Wood Chem. and Technol. 16(1):1-19. Sano, Y. and N. Yamane (1987) Preparation of lignin-based resorcinol resin adhesives from solvolysis lignins. Mokuzai Gakkaishi 33(1):
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