Biodegradable Plastics from Cellulose and Lignocellulosics
Part 9. Miscellaneous Biopolymers and Biodegradation of Polymers
Dr. Mariko Yoshioka,
Dr. Mariko Yoshioka
- [email protected]
- +81-75-753-6253, Fax: +81-75-753-6300
Kyoto University, Division of Forest and Biomaterials Science, Graduate School of Agriculture, Kyoto, Japan, 606-8502
Search for more papers by this authorDr. Mariko Yoshioka,
Dr. Mariko Yoshioka
- [email protected]
- +81-75-753-6253, Fax: +81-75-753-6300
Kyoto University, Division of Forest and Biomaterials Science, Graduate School of Agriculture, Kyoto, Japan, 606-8502
Search for more papers by this authorAbstract
- Introduction
- Historical Outline
- Plastics from Cellulose Acetate
- Plasticization of CA with Dibasic Acid Anhydrides and Monoepoxides during Melt-processing, and Their Biodegradabilities
- Cellulose Acetate Plasticized by Grafting with Cyclic Esters
- Plastics from Lignocellulose and Applications to Biodegradable Polymers
- Plasticization of Wood by Benzylation and Blending with Polycaprolactone
- Bio- and Photo-degradabilities of BzW and BzW/PCL Composites
- Production
- Outlook and Perspectives
- Patents
References
- Andrady, A. L., Parthasarathy, V. R., Song, Y. (1992) Biodegradation of paperboard, Tappi J., April 203–215.
- Benabdillah, K. M., Coudane, J., Boustta, M., Engel, R., Vert, M. (1999) Synthesis and characterization of novel degradable polyesters derived from D-gluconic and glycolic acids, Macromolecules 32, 8774–8780.
- Brodman, B., Devine, M. (1981) Microbial attack of nitrocellulose, J. Appl. Polym. Sci., 26, 997–1000.
- Buchanan, C. M., Gedon, S. C., White, A. W., Wood, M. D. (1992) Cellulose acetate butyrate and poly(hydroxybutyrate-co-valerate) copolymer blends, Macromolecules 25, 7373–7381.
- Buchanan, C. M., Gardner, R. M., Komarek, R. J. (1993a) Aerobic biodegradation of cellulose acetate, J. Appl. Polym. Sci. 47, 1709–1719.
- Buchanan, C. M., Gedon, S. C., White, A. W., Wood, M. D. (1993b) Cellulose acetate propionate and poly(tetramethylene glutarate) blends, Macromolecules 26, 2963–2967.
- Buchanan, C. M., Gedon, S. C., Pearcy, B. G., White, A. W., Wood, M. D. (1993c) Cellulose ester-aliphatic polyester blends: The influence of diol length on blend miscibility, Macromolecules 26, 5704–5710.
- Buchanan, C. M., Gardner, R. M., Wood, M. D., White, A.W., Gedon, S.C., Barlow, F. D. (1994) Aliphatic-aromatic copolyesters and cellulose ester/polymer blends, US Patent 5,292,783.
- Buchanan, C. M., Dorschel, D. D., Gardner, R. M., Komarek, R. J., White, A. W. (1995a) Biodegradation of cellulose esters: composting of cellulose ester-diluent mixtures, J. M. S. -Pure Appl. Chem. A32, 683–697.
- Buchanan, C. M., Boggs, C. N., Dorschel, D. D., Gardner, R. M., Komarek, R. J., Watlerson, T. L., White, A. W. (1995b) Composting of miscible cellulose acetate propionate-aliphatic polyester blends, J. Environ. Polym. Degrad. 3, 1–11.
- Buchanan, C. M., Dorschel, D., Gardner, R. M., Komarek, R. J., Matosky, A. J., White, A. W., Wood, M. D. (1996) The influence of degree of substitution on blend miscibility and biodegradation of cellulose acetate blends, J. Environ. Polym. Degrad. 4, 179–195.
-
Cantor, P. A.,
Mechalas, B. J.
(1969)
Biological degradation of cellulose acetate reverse-osmosis membranes,
J. Polymer Sci., Part C. 28,
225–241.
10.1002/polc.5070280119 Google Scholar
- Ceccorulli, G., Pizzoli, M., Scandola, M. (1993) Effect of a low molecular weight plasticizer on the thermal and viscoelastic properties of miscible blends of bacterial poly(3-hydroxybutyrate) with cellulose acetate butyrate, Macromolecules 26, 6722–6726.
- Domb, A. J., Lost, J., Wiseman, D. M. (1997) Handbook of Biodegradable Polymers, Australia: Harwood Academic Publishers.
- Dong, C.-M., Qiu, K.-Y., Gu, Z.-W., Feng, X.-D. (2001) Synthesis of star-shaped poly(ɛ-caprolactone)-b-poly(DL-lactic acid-alt-glycolic acid) with multifunctional initiator and stannous octoate catalyst, Macromolecules 34, 4691–4696.
- Fordyce, C. R., Meyer, L. W. A. (1940) Plasticizers for cellulose acetate and cellulose acetate butylate, Ind. Eng. Chem. 32, 1053–1060.
- Gardner, R. M., Buchanan, C. M., Komarek, R., Dorschel, D., Boggs, C., White, A. W. (1994) Compostability of cellulose acetate films, J. Appl. Polym. Sci. 52, 1477–1488.
- Glasser, W. G., McCartney, B. K., Samaranayake, G. (1994) Cellulose derivatives with low degree of substitution. 3. The biodegradability of cellulose esters using a simple enzyme assay, Biotechnol. Prog. 10, 214–219.
- Glasser, W. G., Ravindran, R., Jain, R. K., Samaranayake, G., Todd, T. (1995) Comparative enzyme biodegradability of xylan, cellulose, and starch derivatives, Biotechnol. Prog. 11, 552–557.
-
Griffin, G. J. L.
(1994)
Chemistry and Technology of Biodegradable Polymers, London: Blackie Academic & Professional.
10.1007/978-94-011-1330-4 Google Scholar
- Gu, J. -D., Eberiel, D. T., McCarthy, S. P., Gross, R. A. (1993a) Cellulose acetate biodegradability upon exposure to simulated aerobic composting and anaerobic bioreactor environments, J. Environ. Polym. Degrad. 1, 143–153.
- Gu, J. -D., Eberiel, D. T., McCarthy, S. P., Gross, R. A. (1993b) Degradation and mineralization of cellulose acetate in simulated thermophilic compost environments, J. Environ. Polym. Degrad. 1, 281–291.
- Ikada, Y. (1995) Polylactic acid, in: Handbook of Biodegradable Plastics ( Y. Doi, M. Saito, H. Sawada, K. Tanaka, Y. Tokiwa, K. Hukuda, S. Matsumura, Y. Yoshida, Eds.), Tokyo: N. T. S. Ltd., 279–280.
- Itoh, M., Kiyose, A., Hirao, M. (1995) Biodegradable cellulose ester composites and their moldings, Japan Patent, Unexamined 1995–76632.
- Kasperczyk, J., Bero, M. (1991) Coordination polymerization of lactides, 2 Microstructure determination of poly(L, L-lactide)-co-(ɛ-caprolactone) with 13C nuclear magnetic resonance spectroscopy, Macromol. Chem. 192, 1777–1787.
- Kita, M. (1996) Cellulose derivatives as resin materials, in: Handbook of Nobel Wooden Materials ( , Ed.), Tokyo: Gihodo Publishers, 594–604.
- Komarek, R. J., Gardner, R. M., Buchanan, C. M., Gedon, S. C. (1993) Biodegradation of radiolabeled cellulose acetate and cellulose propionate, J. Appl. Polym. Sci. 50, 1739–1746.
-
Kowalski, A.,
Duda, A.,
Penczek, S.
(1998)
Kinetics and mechanism of cyclic esters polymerization initiated with tin(II) octoate, 1,
Macromol. Rapid Commun. 19,
567–572.
10.1002/(SICI)1521-3927(19981101)19:11<567::AID-MARC567>3.0.CO;2-T CAS Web of Science® Google Scholar
- Kricheldorf, H. R., Boettcher, C., Tonnes, K.-U. (1992) Polylactones: 23. Polymerization of racemic and meso D,L-lactide with various organotin catalysts – stereochemical aspects, Polymer 33, 2817–2824.
- Kricheldorf, H. R., Kreiser-Saunders, I., Boettcher, C. (1995) Polylactones: 31. Sn(II)octoate-initiated polymerization of L-lactide: a mechanistic study, Polymer 36, 1253–1259.
- Marusawa, H., Uda, K. (Eds.) (1970) The history of cellulosic plastics, in: Plastic Materials Series [17], Cellulosic Resins, Tokyo: Nikkan Kogyo Shinbun Ltd., 1–7.
-
Moller, M.,
Kange, R.,
Hedrick, J. L.
(2000)
Efficient and versatile catalysts for the controlled polymerization of lactones,
J. Polym. Sci.: Part A: Polym. Chem., 38,
2067–2074.
10.1002/(SICI)1099-0518(20000601)38:11<2067::AID-POLA150>3.0.CO;2-1 CAS Web of Science® Google Scholar
- Mori, H. (2001) The development of foamed acetate, Cellulose Commun. 8, 80–82.
- Murphy, A. P., Moody, C. D., Riley, R. L., Lin, S. W., Murugaverl, B., Rusin, P. (2001) Microbiological damage of cellulose acetate RO membranes, J. Membrane Sci. 193, 111–121.
- Nishio, Y., Matsuda, K., Miyashita, Y., Kimura, N., Suzuki, H. (1997) Blends of poly(ɛ-caprolactone) with cellulose alkyl esters: effect of the alkyl side-chain length and degree of substitution on miscibility, Cellulose 4, 131–145.
- Ratajska, M., Boryniec, S. (1998) Physical and chemical aspects of biodegradation of natural polymers, Reactive & Functional Polymers 38, 35–49.
- Reese, E. T. (1957) Biological degradation of cellulose derivatives, Ind. Eng. Chem. 49, 89–93.
- Sakai, K., Yamauchi, T., Nakasu, F., Ohe, T. (1996) Biodegradation of cellulose acetate by Neisseria sicca, Biosci. Biotechnol. Biochem. 60, 1617–1622.
- Samios, E., Dart, R. K., Dawkins, J. V. (1997) Preparation, characterization and biodegradation studies on cellulose acetates with varying degrees of substitution, Polymer 38, 3045–3054.
- Sawada, H. (1992) Biodegradable plastics making use of cellulose and polycaprolactone, in: Practical Biodegradable Plastics ( , Ed.), Tokyo: CMC Co. Ltd., 38.
- Scandola, M., Ceccorulli, G., Pizzoli, M. (1992) Miscibility of bacterial poly(3-hydroxybutyrate) with cellulose esters, Macromolecules 25, 6441–6446.
- Scott, G., Gilead, G. (1995) Degradable Polymers – Principles and Application, London: Chapman & Hall.
- Sharma, A., Sundaram, S. T., Zhang, Y.-Z., Brodman, B. W. (1995) Biodegradation of nitrate esters. II. Degradation of nitrocellulose by a fungus isolated from a double-base propellant, J. Appl. Polym. Sci., 55, 1847–1854.
- Shiraishi, N. (1983) Plasticization of wood, in: Chemistry of Wood Utilization ( H. Imamura, H. Okamoto, T. Goto, Y. Yasue, T. Yokota, T. Yoshimoto, Eds.), Tokyo: Kyoritsu Publisher Inc., 294–305.
- Shiraishi, N. (1989) Plasticization of wood and its application, in: Cellulose Utilization, Research and Rewards in Cellulosics ( H. Inagaki, G. O. Phillips, Eds.), London & New York: Elsevier Applied Science, 97–309.
- Shiraishi, N. (1991) Wood plasticization, in: Wood and Cellulosic Chemistry ( D. N. S. Hon, N. Shiraishi, Eds.), New York, Basel: Marcel Dekker, 861–965.
- Shiraishi, N., Matsunaga, T., Yokota, T. (1979) Thermal softening and melting of esterified wood prepared in an N2O4-DMF cellulose solvent medium, J. Appl. Polymer Sci. 24, 2361–2368.
- Shiratsuchi, K., Matsumoto, T., Yao, S., Shiraishi, N. (1987) Dynamic viscoelastic properties in the molten state for cellulose acylates and (cellulose oligo-oxymethylene ether) acylates, J. Appl. Polym. Sci., 34, 1217–1234.
- Sundaram, S. T., Zhang, Y. Z., Sharma, A., NG, Koonwing, Brodman, B. W. (1995) Screening of mycelial fungi for nitrocellulose degradation, J. Appl. Polym. Sci., 58, 2287–2291.
- The Committee for Developing Biodegradable Polymers to Practical Usage, Japan (1995) : Preface, in: Opening of New Plastic Era – Report of the Committee for Developing Biodegradable Polymers to Practical Usage ( Japan The Committee for Developing Biodegradable Polymers to Practical Usage, Ed.), Tokyo: The Committee for Developing Biodegradable Polymers to Practical Usage, Japan, 1.
- Vazquez-Torres, H., Cruz-Ramos, C. A. (1994) Blends of cellulose esters with poly(caprolactone): characterization by DSC, DMA, and WAXS, J. Appl. Polym. Sci. 54, 1141–1159.
- White, A. W., Buchanan, C. M., Pearcy, B. G., Wood, M. D. (1994) Mechanical properties of cellulose acetate propionate/aliphatic polyester blends, J. Appl. Polym. Sci. 52, 525–530.
- Yoshioka, M. (1998) Recent studies concerning biodegradable plastics from cellulose, Preprints of 98–2 Regular Meeting of the Society for the Study of Eco-material, Soc. Polymer Sci. Japan, 1–6.
- Yoshioka, M., Uehori, Y., Toyosaki, H., Hashimoto, T., Shiraishi, N. (1992) Thermoplasticization of wood and its application, New Zealand FRI Bulletin 176, 155–162.
- Yoshioka, M., Miyazaki, T., Shiraishi, N. (1996) Plasticization of cellulose derivatives by reactive plasticizers I. Plasticization of cellulose acetates by kneading reaction using dibasic acid anhydrides and monoexpoxides, Mokuzai Gakkaishi 42, 406–416.
- Yoshioka, M., Mizumoto, H., Hagiwara, N., Shiraishi, N. (1998) Plasticization of cellulose acetate by graft copolymerization, in: Preprints of '98 Cellulose R&D, 5th Annual Meeting of the Cellulose Society of Japan (The steering committee of the 5th Annual meeting of the Cellulose Society of Japan, Ed.), Kyoto: The steering committee of the 5th Annual meeting of the Cellulose Society of Japan, 26–27.
- Yoshioka, M., Hagiwara, N., Ama, S., Hirase, Y., Shiraishi, N. (1999a) Plasticization of cellulose acetate by graft copolymerization II, in: Abstracts of the 49th annual meeting of the Japan Wood Research Society (The steering committee of the 49th annual meeting of the Japan Wood Research Society, Ed.), Tokyo: The Japan Wood Research Society, 301.
- Yoshioka, M., Hagiwara, N., Shiraishi, N. (1999b) Thermoplasticization of cellulose acetates by grafting of cyclic esters, Cellulose 6, 193–212.
- Yoshioka, M., Okajima, K., Miyazaki, T., Shiraishi, N. (2000) Plasticization of cellulose derivatives by reactive plasticizers II: characterization of plasticized cellulose acetates and their biodegradability, J Wood Sci. 46, 22–31.
- Zhang, L., Zhou, Q. (1997) Water-resistant film from polyurethane/nitrocellulose coating to regenerated cellulose, Ind. Eng. Chem. Res., 36, 2651–2656.
- Zhang, L., Deng, X., Zhao, S., Huang, Z. (1997) Biodegradable polymer blends of poly(3-hydroxybutyrate) and hydroxyethyl cellulose acetate, Polymer 38, 6001–6007.
- Zhang, L., Zhou, J., Huang, J., Gong, P., Zhou, Q., Zheng, L., Du, Y. (1999) Biodegradability of Regenerated Cellulose Films Coated with Polyurethane/Natural Polymers Interpenetrating Polymer Networks, Ind. Eng. Chem. Res., 38, 4284–4289.
- Zhang, X., Macdonald, D. A., Goosen, M. F. A., Mcauley, K. B. (1994) Mechanism of lactide polymerization in the presence of stannous octoate: the effect of hydroxy and carboxylic acid substances, J. Polym. Sci.: Part A: Polym. Chem., 32, 2965–2970.
Citing Literature
Biopolymers Online: Biology • Chemistry • Biotechnology • Applications
Browse other articles of this reference work: