Forensic engineering of advanced polymeric materials. Part 1 - Degradation studies of polylactide blends with atactic poly[(R,S)-3-hydroxybutyrate] in paraffin

Chemical and Biochemical Engineering Quarterly

Volumn 29, Issue 2, 2015, Pages 247-259

  Rydz, J ^a,b   Wolna Stypka, K ^a   Adamus, G ^a   Janeczek, H ^a   Musiol M ^a   Sobota, M ^a   Marcinkowski, A ^a   Krzan A ^c   Kowalczuk, M ^a,d  

^a CENTRE OF POLYMER AND CARBON MATERIALS   (Poland)

^b INSTITUTE OF POLYMERS   (Bulgaria)

^c NATIONAL INSTITUTE OF CHEMISTRY   (Slovenia)

^d UNIVERSITY OF WOLVERHAMPTON   (United Kingdom)

Author keywords

(bio)degradable polymer; Aliphatic polyesters; Degradation; Forensic science; Paraffin; Polylactide blend; Poly (R,S) 3 hydroxybutyrate

Indexed keywords

ATOMIC FORCE MICROSCOPY; DEGRADATION; DIFFERENTIAL SCANNING CALORIMETRY; GEL PERMEATION CHROMATOGRAPHY; GRAVIMETRIC ANALYSIS; MASS SPECTROMETRY; PARAFFINS; POLYESTERS; POLYMERS; THERMOGRAVIMETRIC ANALYSIS;

ALIPHATIC POLYESTER; DEGRADABLE POLYMERS; FORENSIC SCIENCE; HYDROXYBUTYRATE; POLY LACTIDE;

FORENSIC ENGINEERING;

EID: 84920088306     PISSN: 03529568     EISSN: None     Source Type: Journal    
DOI: 10.15255/CABEQ.2014.2258     Document Type: Article

References (67)

1. Lewis, P. R., Gagg, C., Forensic Polymer Engineering: Why polymer products fail in service, 1st ed., Woodhead Pub. Limited, Cambridge, 2010, pp 1-496. doi: http://dx.doi.org/10.1533/9781845697808.1
2. Siracusa, V., Rocculi, P., Romani, S., Rosa, M. D., Biodegradable polymers for food packaging: a review, Food. Sci. Technol. 19 (2008) 634. doi: http://dx.doi.org/10.1016/j.tifs.2008.07.003
3. Gross, R. A., Kalra, B., Biodegradable polymers for the environment, Science 297 (2002) 803. doi: http://dx.doi.org/10.1126/science.297.5582.803
4. Magoń, A., Pyda, M., Study of crystalline and amorphous phases of biodegradable poly (lactic acid) by advanced thermal analysis, Polymer 50 (2009) 3967. doi: http://dx.doi.org/10.1016/j.polymer.2009.06.052
5. Calafel, M. I., Remiro, P. M., Cortázar, M. M., Calahorra, M. E., Cold crystallization and multiple melting behavior of poly (L-lactide) in homogeneous and in multiphasic epoxy blends, Colloid. Polym. Sci. 288 (2010) 283. doi: http://dx.doi.org/10.1007/s00396-009-2156-3
6. Torres, A., Li, S., Roussos, S., Vert, M., Poly (lactic acid) degradation in soil or under controlled conditions, J. Appl. Polym. Sci. 62 (1996) 2295. doi: http://dx.doi.org/10.1002/(SICI) 1097-4628 (19961226) 62:13<2295::AID-APP14>3.0. CO;2-2
7. Hakkarainen, M., Karlsson, S., Albertsson, A. C., Rapid (bio) degradation of polylactide by mixed culture of compost microorganisms - low molecular weight products and matrix changes, Polymer 41 (2000) 2331. doi: http://dx.doi.org/10.1016/S0032-3861 (99) 00393-6
8. de Jong, S. J., Arias, E. R., Rijkers, D. T. S., van Nostrum, C. F., Kettenes-van den Bosch, J. J., Hennink, W. E., New insights into the hydrolytic degradation of poly (lactic acid): participation of the alcohol terminus, Polymer 42 (2001) 2795. doi: http://dx.doi.org/10.1016/S0032-3861 (00) 00646-7
9. Rychter, P., Biczak, R., Herman, B., Smyłła, A., Kurcok, P., Adamus, G., Kowalczuk, M., Environmental degradation of polyester blends containing atactic poly (3-hydroxybutyrate). biodegradation in soil and ecotoxicological impact, Biomacromolecules 7 (2006) 3125. doi: http://dx.doi.org/10.1021/bm060708r
10. Cairncross, R. A., Becker, J. G., Ramaswamy, S., O'Connor, R., Moisture sorption, transport and hydrolytic degradation in polylactide, Appl. Biochem. Biotech. 131 (2006) 774. doi: http://dx.doi.org/10.1385/ABAB:131:1:774
11. Sikorska, W., Dacko, P., Sobota, M., Rydz, J., Musioł, M., Kowalczuk, M., Degradation study of polymers from renewable resources and their compositions in industrial composting pile, Macromol. Symp. 272 (2008) 132. doi: http://dx.doi.org/10.1002/masy.200851219
12. Musioł, M. T., Rydz, J., Sikorska, W. J., Rychter, P. R., Kowalczuk, M. M., A preliminary study of the degradation of selected commercial packaging materials in compost and aqueous environments, Pol. J. Chem. Tech. 13 (2011) 55. doi: http://dx.doi.org/10.2478/v10026-011-0011-z
13. Sikorska, W., Richert, J., Rydz, J., Musioł, M., Adamus, G., Janeczek, H., Kowalczuk, M., Degradability studies of poly (L-lactide) after multi-reprocessing experiments in extruder, Polym. Degrad. Stabil. 97 (2012) 1891. doi: http://dx.doi.org/10.1016/j.polymdegradstab.2012.03.049
14. Capra, P., Briasco, B., Sorrenti, M., Catenacci, L., Sachet, M., Perugini, P., Preliminary evaluation of packaging-content interactions: Mechanical and physicochemical characterization of polylactide bottles, J. Appl. Polym. Sci. 131 (2014) 40067. doi: http://dx.doi.org/10.1002/app. 40067
15. Khosravi-Darani, K., Mokhtari, Z. B., Amai, T., Tanaka, K., Microbial production of poly (hydroxybutyrate) from C1 carbon sources, Appl. Microb. Biotechnol. 97 (2013) 1407. doi: http://dx.doi.org/10.1007/s00253-012-4649-0
16. Khosravi-Darani, K., Vasheghani-Farahani, E., Tanaka, K., Hydrogen-oxidizing bacteria as poly (hydroxybutyrate) producers, Iran. J. Biotechnol. 4 (2006) 193. doi: http://dx.doi.org/10.5812/ijb
17. Mokhtari-Hosseini, Z. B., Vasheghani-Farahani, E., Heidarzadeh-Vazifekhoran, A., Shojaosadati, S. A., Karimzadeh, R., Khosravi-Darani, K., Statistical media optimization for growth and PHB production from methanol by a methylotrophic bacterium, Bioresour. Technol. 100 (2009) 2436. doi: http://dx.doi.org/10.1016/j.biortech.2008.11.024
18. Mokhtari-Hosseini, Z. B., Vasheghani-Farahani, E., Shojaosa dati, S. A., Karimzadeh, R., Heidarzadeh-Vazifekhoran, A., Effect of feed composition on PHB production from methanol by HCDC of Methylobacterium extorquens (DSMZ 1340), J. Chem. Technol. Biotechnol. 84 (2009) 1136. doi: http://dx.doi.org/10.1002/jctb.2145
19. Shah-Hosseini, Sh., Sadeghi, M. T., Khosravi-Darani, K., Simulation and model validation of batch phb production process using Ralstonia eutropha Iran. J. Chem. Chemical Eng. 22 (2003) 35.
20. Khosravi-Darani, K., Vasheghani-Farahani, E., Shojaosadati, S. A., Application of the plackett-burman design for the optimization of poly (β-hydroxybutyrate) production by Ralstonia eutropha Iran. J. Biotechnol. 1 (2003) 155. doi: http://dx.doi.org/10.5812/ijb
21. Khosravi-Darani, K., Vasheghani-Farahani, E., Shojaosadati, S. A., Application of the Taguchi Design for Production of Poly (b-hydroxybutyrate) by Ralstonia eutropha, Iran. J. Chem. Chemical Eng. 23 (2004) 131.
22. Khosravi-Darani, K., Vasheghani-Farahani, E., Application of supercritical fluid extraction in biotechnology, Crit. Rev. Biotechnol. 25 (2005) 1. doi: http://dx.doi.org/10.1080/07388550500354841
23. Khosravi-Darani, K., Vasheghani-Farahani, E., Yamini, Y., Solubility of poly (β-hydroxybutyrate) in supercritical carbon dioxide, J. Chem. Eng. Data 48 (2003) 860. doi: http://dx.doi.org/10.1021/je020168v
24. Khosravi-Darani, K., Vasheghani-Farahani, E., Shojaosadati, S. A., Yamini Y., Effect of process variables on supercritical fluid disruption of Ralstonia eutropha cells for poly (R-hydroxybutyrate) recovery, Biotechnol. Prog. 20 (2004) 1757. doi: http://dx.doi.org/10.1021/bp0498037
25. Focarete, M. L., Scandola, M., Dobrzyński, P., Kowalczuk, M., Miscibility and mechanical properties of blends of (l)-lactide copolymers with atactic poly (3-hydroxybutyrate) Macromolecules, 35 (2002) 8472. doi: http://dx.doi.org/10.1021/ma020940z
26. Reichardt, R., Rieger, B., Poly (3-hydroxybutyrate) from carbon monoxide, Adv. Polym. Sci. 245 (2012) 49. doi: http://dx.doi.org/10.1007/12-2011-127
27. Jedliński, Z., Kowalczuk, M., Kurcok, P., Adamus, G., Matuszowicz, A., Sikorska, W., Stereochemical control in the anionic polymerization of β-butyrolactone initiated with alkalimetal alkoxides, Macromolecules 29 (1996) 3773. doi: http://dx.doi.org/10.1021/ma951888s
28. Freier, T., Kunze, C., Nischan, C., Kramer, S., Sternberg, K., Sa, M., Hopt, U. T., Schmitz K. P., In vitro and in vivo degradation studies for development of a biodegradable patch based on poly (3-hydroxybutyrate), Biomaterials 23 (2002) 2649. doi: http://dx.doi.org/10.1016/S0142-9612 (01) 00405-7
29. Kurcok, P., Kowalczuk, M., Adamus, G., Jedliński, Z., Lenz, R. W., Degradability of poly (β-hydroxybutyrate) s. Correlation with chemical microstucture, JMS-Pure Appl. Chem. A32 (1995) 875. doi: http://dx.doi.org/10.1080/10601329508010300
30. Seebach, D., Brunner, A., Bachmann, B. M., Hoffmann, T., Kuhnle, F. N. M., Lengweiler, U. D., Biopolymers and oligomers of (R)-3-hydroxyalkanoic acids: contributions of synthetic organic chemists, Ernst Schering Research Foundation, Berlin, 1995, pp 1-105.
31. Pawan, G. L. S., Semple, S. J. G., Effect of 3-hydroxybutyrate in obese subjects on very-lowenergy diets and during therapeutic starvation, Lancet 321 (1983) 15. doi: http://dx.doi.org/10.1016/S0140-6736 (83) 91560-X
32. Siparsky, G. L., Voorhees, K. J., Miao, F., Hydrolysis of polylactic acid (PLA) and polycaprolactone (PCL) in aqueous acetonitrile solutions: autocatalysis, J. Polym. Environ. 6 (1998) 31. doi: http://dx.doi.org/10.1023/A:1022826528673
33. Yu, G. E., Marchessault, R. H., Characterization of low molecular weight poly (β-hydroxybutyrate) s from alkaline and acid hydrolysis, Polymer 41 (2000) 1087. doi: http://dx.doi.org/10.1016/S0032-3861 (99) 00230-X
34. Yu, J., Plackett, D., Chen, L. X. L., Kinetics and mechanism of the monomeric products from abiotic hydrolysis of poly[(R)-3-hydroxybutyrate] under acidic and alkaline conditions, Polym. Degrad. Stab. 89 (2005) 289. doi: http://dx.doi.org/10.1016/j.polymdegradstab.2004.12.026
35. Rydz, J., Zawidlak-Wegrzyńska, B., Christova, D., Degradable Polymers, in Mishra M. K. (Ed.), Encyclopedia of Biomedical Polymers and Polymeric Biomaterials, CRC Press, New York, USA, 2015 (DOI: 10.1081/E-EBPP-120051258).
36. Abe, H., Matsubara, I., Doi, Y., Physical properties and enzymic degradability of polymer blends of bacterial poly[(R)-3-hydroxybutyrate] and poly[(R, S)-3-hydroxybutyrate] stereoisomers, Macromolecules 28 (1995) 844. doi: http://dx.doi.org/10.1021/ma00108a007
37. Focarete, M. L., Ceccorulli, G., Scandola, M., Kowalczuk, M., Further evidence of crystallinityinduced biodegradation of synthetic atactic poly (3-hydroxybutyrate) by PHB-depolymerase A from Pseudomonas lemoignei. blends of atactic poly (3-hydroxybutyrate) with crystalline polyesters, Macromolecules 31 (1998) 8485. doi: http://dx.doi.org/10.1021/ma981115e
38. Ha, C. S., Cho, W. J., Miscibility, properties and biodegradability of microbial polyester containing blends, Prog. Polym. Sci. 27 (2002) 759. doi: http://dx.doi.org/10.1016/S0079-6700 (01) 00050-8
39. Kikkawa, Y., Suzuki, T., Tsuge, T., Kanesato, M., Doi, Y., Abe, H., Phase, structure and enzymatic degradation of poly (L-lactide)/atactic poly (3-hydroxybutyrate) blends: an atomic force microscopy study, Biomacromolecules 7 (2006) 1921. doi: http://dx.doi.org/10.1021/bm0600163
40. Kalnins, M., Øics, I., Savenkova, L., Viesturs, U., Environmentally degradable polymeric composite materials, British J. Sci. 1 (2011) 89.
41. Arias, V., Höglund, A., Odelius, K., Albertsson, A. C., Tuning the degradation profiles of poly (L-lactide)-based materials through miscibility, Biomacromolecules 15 (2014) 391. doi: http://dx.doi.org/10.1021/bm401667b
42. Koyama, N., Doi, Y., Miscibility of binary blends of poly[(R)-3-hydroxybutyric acid] and poly[(S)-lactic acid], Polymer 38 (1997) 1589. doi: http://dx.doi.org/10.1016/S0032-3861 (96) 00685-4
43. Gazzano, M., Focarete, M. L., Riekel, C., Scandola, M., Structural study of poly (L-lactic acid) spherulites, Biomacromolecules 5 (2004) 53. doi: http://dx.doi.org/10.1021/bm0343951
44. Furukawa, T., Sato, H., Murakami, R., Zhang, J., Noda, I., Ochiai, S., Ozaki, Y., Comparison of miscibility and structure of poly (3-hydroxybutyrate-co-3-hydroxyhexanoate)/poly (l-lactic acid) blends with those of poly (3-hydroxybutyrate)/poly (l-lactic acid) blends studied by wide angle X-ray diffraction, differential scanning calorimetry, and FTIR microspectroscopy, Polymer 48 (2007) 1749. doi: http://dx.doi.org/10.1016/j.polymer.2007.01.020
45. Gerard, T., Budtova, T., Morphology and molten-state rheology of polylactide and polyhydroxyalkanoate blends, Eur. Polym. J. 48 (2012) 1110. doi: http://dx.doi.org/10.1016/j.eurpolymj.2012.03.015
46. Bartczak, Z., Galeski, A., Kowalczuk, M., Sobota, M., Malinowski, R., Tough blends of poly (lactide) and amorphous poly ([R, S]-3-hydroxy butyrate) - morphology and properties, Eur. Polym. J. 49 (2013) 3630. doi: http://dx.doi.org/10.1016/j.eurpolymj.2013.07.033
47. Huda, M. S., Yasui, M., Mohri, N., Fujimura, T., Kimura, Y., Dynamic mechanical properties of solution-cast poly (L-lactide) films, Mater. Sci. Eng., A333 (2002) 98. doi: http://dx.doi.org/10.1016/S0921-5093 (01) 01834-2
48. Rydz, J., Adamus, G., Wolna-Stypka, K., Marcinkowski, A., Misiurska-Marczak, M., Kowalczuk, M. M., Degradation of polylactide in paraffin and selected protic media, Polym. Degrad. Stab. 98 (2013) 316. doi: http://dx.doi.org/10.1016/j.polymdegradstab.2012.09.010
49. Rydz, J., Wolna-Stypka, K., Musioł, M., Szeluga, U., Janeczek, H., Kowalczuk, M., Further evidence of polylactide degradation in paraffin and in selected protic media. A thermal analysis of eroded polylactide films, Polym. Degrad. Stab. 98 (2013) 1450. doi: http://dx.doi.org/10.1016/j.polymdegradstab.2013.05.005
50. Li, S., Vert, M., Biodegradation of aliphatic polyesters, in Scott G. (Ed.), Degradable polymers. Principles and applications, 2nd ed., Kluwer Academic Publishers, Netherlands, 2002, pp 71-131. doi: http://dx.doi.org/10.1007/978-94-017-1217-0-5
51. Li, S. M., Garreau, H., Vert, M., Structure-property relationships in the case of the degradation of massive aliphatic poly-(a-hydroxy acids) in aqueous media, J. Mater. Sci.: Mater. Med. 1 (1990) 123. doi: http://dx.doi.org/10.1007/BF00700871
52. Kikkawa, Y., Suzuki, T., Kanesato, M., Doi, Y., Abe, H., Effect of phase structure on enzymatic degradation in poly (L-lactide)/atactic poly (3-hydroxybutyrate) blends with different miscibility, Biomacromolecules 10 (2009) 1013. doi: http://dx.doi.org/10.1021/bm900117j
53. Kowalczuk, M., Kurcok, P., Kawalec, M., Sobota, M., Michalak, M. (Centre of Polymer and Carbon Materials Polish Academy of Sciences) Polish Pat. Appl. P-393751, 27 Jan 2011.
54. Scandola, M., Focarete, M. L., Adamus, G., Sikorska, W., Baranowska, I., ͆wierczek, S., Gnatowski, M., Kowalczuk, M., Jedliński, Z., Polymer blends of natural poly (3-hydroxybutyrate-co-3-hydroxyvalerate) and a synthetic atactic poly (3-hydroxybutyrate). characterization and biodegradation studies, Macromolecules 30 (1997) 2568. doi: http://dx.doi.org/10.1021/ma961431y
55. Andersson, S. R., Hakkarainen, M., Inkinen, S., Södergård, A., Albertsson, A. C., Leads to higher hydrolytic stability but more acidic hydrolysis product pattern, Biomacromolecules 11 (2010) 1067. doi: http://dx.doi.org/10.1021/bm100029t
56. Cam, D., Suong-Hyu, H., Ikada, Y., Degradation of high molecular weight poly (L-lactide) in alkaline medium, Biomaterials 16 (1995) 833. doi: http://dx.doi.org/10.1016/0142-9612 (95) 94144-A
57. Wu, T. M., Hsu, S. F., Shih, Y. F., Liao, C. S., Thermal degradation kinetics of biodegradable poly (3-hydroxybutyrate)/layered double hydroxide nanocomposites, J. Polym. Sci. Part A: Polym. Chem. 46 (2008) 1207. doi: http://dx.doi.org/10.1002/polb.21454
58. Grizzi, I., Garreau, H., Li, S., Vert, M., Hydrolytic degradation of devices based on poly (DLlactic acid) size-dependence, Biomaterials 16 (1995) 305. doi: http://dx.doi.org/10.1016/0142-9612 (95) 93258-F
59. Reliance Industries Limited. Marketing Technical Services 2003; http://www.ril.com/downloads/pdf/drying.pdf (10.9.2013.).
60. Adamus, G., Kowalczuk, M., Anionic ring-opening polymerization of β-alkoxymethylsubstituted β-lactones, Biomacromolecules 9 (2008) 696. doi: http://dx.doi.org/10.1021/bm701077v
61. Kawalec, M., Adamus, G., Kurcok, P., Kowalczuk, M., Foltran, I., Focarete, M., Scandola, M., Carboxylate-induced degradation of poly (3-hydroxybutyrate) s Biomacromolecules 8 (2007) 1053. doi: http://dx.doi.org/10.1021/bm061155n
62. Ohkoshi, I., Abe, H., Doi, Y., Miscibility and solid-state structures for blends of poly[(S)-lactide] with atactic poly[(R, S)-3-hydroxybutyrate, Polymer 41 (2000) 5985. doi: http://dx.doi.org/10.1016/S0032-3861 (99) 00781-8
63. Santonja-Blasco, L., Moriana, R., Badía, J. D., Ribes-Greus, A., Thermal analysis applied to the characterization of degradation in soil of polylactide: I. Calorimetric and viscoelastic analyses, Polym. Degrad. Stab. 95 (2010) 2185. doi: http://dx.doi.org/10.1016/j.polymdegradstab.2010.08.005
64. Malinowski, R., Zenkiewicz, M., Richert, S., Niektóre włas̈ciwos̈ci modyfikowanego polilaktydu, in Wróbel G. (Ed.), Polimery i kompozyty konstrukcyjne, Logos Press, Cieszyn, Gliwice, Poland, 2011, pp 299-305.
65. Di Lorenzo, M. L., Sajkiewicz, P., Gradys, A., La Pietra, P., Optimization of melting conditions for the analysis of crystallization kinetics of poly (3-hydroxybutyrate), e-Polymers 27 (2009) 1.
66. Thirtha, V., Lehman, R., Nosker, T., Glass transition effects in immiscible polymer blends. Proceedings of the Society of Plastics Engineers, ANTEC Conference, Boston, 2005, p 303-307. doi: http://dx.doi.org/10.1063/1.2989086
67. Wang, Y., Mano, J. F., Influence of melting conditions on the thermal behavior of poly (L-lactic acid), Eur. Polym. J. 41 (2005) 2335. doi: http://dx.doi.org/10.1016/j.eurpolymj.2005.04.030