Polycarbonate is one of the most widely used engineering plastics because of its superior physical, chemical, and mechanical properties. Understanding the biodegradation of this polymer is of great importance to answer the increasing problems in waste management of this polymer. Aliphatic polycarbonates are known to biodegrade either through the action of pure enzymes or by bacterial whole cells. Very little information is available that deals with the biodegradation of aromatic polycarbonates. Biodegradation is governed by different factors that include polymer characteristics, type of organism, and nature of pretreatment. The polymer characteristics such as its mobility, tacticity, crystallinity, molecular weight, the type of functional groups and substituents present in its structure, and plasticizers or additives added to the polymer all play an important role in its degradation. The carbonate bond in aliphatic polycarbonates is facile and hence this polymer is easily biodegradable. On the other hand, bisphenol A polycarbonate contains benzene rings and quaternary carbon atoms which form bulky and stiff chains that enhance rigidity. Even though this polycarbonate is amorphous in nature because of considerable free volume, it is non-biodegradable since the carbonate bond is inaccessible to enzymes because of the presence of bulky phenyl groups on either side. In order to facilitate the biodegradation of polymers few pretreatment techniques which include photo-oxidation, gamma-irradiation, or use of chemicals have been tested. Addition of biosurfactants to improve the interaction between the polymer and the microorganisms, and blending with natural or synthetic polymers that degrade easily, can also enhance the biodegradation.
Two fungal strains isolated from soil and a commercial white-rot fungus, Phanerochaete chrysosporium NCIM 1170 (SF2), were tested for biodegradation of untreated, UV-, and thermal-treated bisphenol A polycarbonate (PC). The isolated strains based on 18S rDNA analysis were characterized as Engyodontium album MTP091 (SF1) and Pencillium spp. MTP093 (SF3). About 5.4% weight loss and 40% reduction in M(n) were observed for UV-treated polycarbonate in one year with SF2 strain. An increase in surface energy and oxygen content and a reduction in methyl index indicated oxidation of PC during this period. PC exposed to the SF1 strain showed a 15 degrees C decrease in glass transition temperature, indicating an increase in the number of chain ends and, hence, an increase in the free volume of polymer. No bisphenol A, the monomer of PC, was detected during the study. NMR and FTIR spectra showed the formation of methyl groups due to pretreatments. EDAX analysis exhibited surface oxidation of the PC. The current study advocates that biodegradation of PC can be enhanced by pretreatments.
This is the first report of bisphenol A release from polycarbonate during biodegradation by marine microorganisms. Bisphenol A is a monomer in polycarbonate and an endocrine disruptor toxic for marine organisms. Biodegradation of polycarbonate is poorly documented. Here, we have tested the possible release of bisphenol A and metabolites during biodegradation of polycarbonate by marine microorganisms. Polycarbonate degradation was carried out in vitro using a mixed marine microbial consortium isolated from the Bay of Bengal, India, 1 year under controlled laboratory conditions. The degradation was monitored by elemental analysis (EA), Fourier transform infrared spectroscopy (FTIR), nuclear magnetic resonance spectroscopy (NMR), and gas chromatography-mass spectrometry (GC-MS). The organic soluble metabolites were analyzed by high-performance liquid chromatography (HPLC). We found that bisphenol A was released. The amount of bisphenol A released during 1 year is higher than the half-maximal effective concentration (EC 50 ) values reported for marine organisms. We also identified the following bisphenol A metabolites: 4-hydroxyacetophenone, 4-hydroxybenzaldehyde, and 4-hydroxybenzoic acid. Polycarbonate biodegradation was evidenced by gravimetric weight loss and Fourier transform infrared spectroscopy. The reduction of methyl and carbonyl indices suggests oxidation and hydrolysis of the polymer, respectively. 2D NMR showed an aromatic C-C cleavage.
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