Abstract
Copolyesters composed of aliphatic and aromatic compounds were synthesized by the polycondensation of 1,2-ethanediol, 1,3-propanediol, 1,4-butanediol, sebacic acid, adipic acid, and terephthalic acid. By applying an appropriate ratio of aliphatic to aromatic acids, the synthesized materials proved to be biodegradable, as was verified by several degradation test methods such as aqueous polymer suspension inoculated by a soil eluate (Sturm test), a soil burial test (at ambient temperature), and a composting simulation test at 60°C. The degradability of the polyester-copolymers (measured as weight loss) was investigated with respect to the aliphatic monomer components and the fraction of terephthalic acid. Excellent biodegradability was observed even for copolymers with a content of terephthalic acid up to 56 mol% (of the acid fraction) and melting points in the range up to 140°C. Degradation by chemical hydrolysis of the polyesters was determined independently and was found to facilitate microbial attack significantly only at higher temperatures. The findings demonstrate that biodegradable polymers with advantageous usage properties can easily be manufactured by conventional techniques from commodity chemicals (adipic acid, terephthalic acid, and ethylene glycol or 1,4-butanediol).
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References
Y. Doi (1990)Microbial Polyester, VCH, New York.
R. W. Lenz (1993)Adv. Polym. Sci. 107, 1.
H. Utz. M. Korn, and D. Brune (1991) BMFT Report No. 01-ZV 8904.
S. J. Huang (1989)Comp. Polym. Sci. 6, 597.
T. F. Cooke (1989) Report No. 32, Technical Information Center, Princeton, NJ.
H. Biebl, S. Marten, H. Hippe, and W.-D. Deckwer (1992)Appl. Microbiol. Biotechnol. 36, 592.
B. Günzel, S. Yonsel, and W.-D. Deckwer (1991)Appl. Microbiol. Biotechnol. 36, 289.
T. H. C. Tag, H. Biebl, W.-D. Deckwer, and B. Schink (1990)Appl. Microbiol. Biotechnol. 33, 121.
H. Baumann, M. Bühler, H. Fochem, F. Hirsinger, H. Zoebelein, and J. Falbe (1988)Angew. Chem. 100, 41.
J. M. Mayer, A. J. Allen, A. Dellp, L. E. McCassie, A. E. Shupe, P. J. Stenhouse, E. A. Welsh, and D. L. Kaplan (1993)ASC Polym. Prepr. Polym. Chem. 7.
Y. Tokiwa, T. Suzuki, and K. Takeda (1988)Agr. Biol. Chem. 52, 1937.
Y. Tokiwa, T. Ando, and T. Suzuki (1976)J. Ferment. Technol. 54, 603.
Y. Tokiwa and T. Suzuki (1987)Agr. Biol. Chem. 42, 1071.
U. Witt, R.-J. Müller, J. Augusta, H. Widdecke, and W.-D. Deckwer (1994)Macromol. Chem. Phys. 195, 793.
Y. Tokiwa, T. Ando, T. Suzuki, and K. Takeda (1990) in J. E. Glass and G. Swift (Eds.),Agricultural and Synthetic Polymers—Biodegradability and Utilization, ASC Symposium Series 433, Washington, DC.
H. S. Jun, B. O. Kim, Y. C. Kim, H. N. Chang, and S. I. Woo (1994)J. Environ. Polym. Deg. 2, 9.
M. Mohammadian, N. S. Allen, and M. Edge (1991)Textile Res. J. 11, 690.
Y. Tokiwa and T. Suzuki (1991)J. Appl. Polym. Sci. 26, 441.
R. Smith, C. Oliver, and D. F. Williams (1987)J. Biomed. Mater. Res. 21, 991.
OECD Guidelines for Testing of Chemicals 301B (1992).
DIN 53739 (1984).
S. Urstadt, J. Augusta, R.-J. Müller, and W.-D. Deckwer (1995)J. Environm. Polym. Degrad. 3, 121.
P. Raschle (1992) IBRG/PLA92/06, International Biodeterioration Research Group.
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Dedicated to Prof. J. Klein's 60th birthday.
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Witt, U., Müller, RJ. & Deckwer, WD. New biodegradable polyester-copolymers from commodity chemicals with favorable use properties. J Environ Polym Degr 3, 215–223 (1995). https://doi.org/10.1007/BF02068676
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DOI: https://doi.org/10.1007/BF02068676