title: Anaerobic biodegradability of phthalic acid isomers and related compounds.
abstract: All three phthalic acid isomers (ortho, meta and para benzene dicarboxylic acid) are produced in massive amounts, and used in the chemical industry as plasticizers or for the production of polyester. Wastestreams generated during the production of phthalate isomers generally contain high concentrations of aromatic acids. To study the potential biodegradability of these primarily anthropogenic compounds in anaerobic bioreactors, biodegradability studies were performed. Compounds tested were benzoate, ortho-phthalate, isophthalate, terephthalate, dimethyl phthalate, dimethyl terephthalate, para-toluate and para-xylene. Seed materials tested were two types of granular sludge and digested sewage sludge. It was found that all phthalate isomers and their corresponding dimethyl-esters, could be completely mineralized by all seed materials studied. Lag phases required for 50% degradation of these compounds, ranged from 17 to 156 days. The observed degradation curves could be explained by growth of an initially small amount of organisms in the inoculum with the specific ability to degrade one phthalate isomer. The observed order in the length of the lag phases for the phthalate isomers is: phthalate < terephthalate < isophthalate. This order appears to be related to the environmental abundancy of the different phthalate isomers. The initial step in the degradation pathway of both dimethyl phthalate esters was hydrolysis of the ester sidechain, resulting in the formation of the corresponding mono-methyl-phthalate isomer and phthalate isomer. The rate limiting step in mineralization of both dimethyl phthalate and dimethyl terephthalate was found to be fermentation of the phthalate isomer. Para-toluate was degraded only by digested sewage sludge after a lag phase of 425 days. The observed degradation rates of this compound were very low. No mineralization of para-xylene was observed. In general, the differences in the lag phases between different seed materials were relatively small. These results indicate that the time needed for the start-up of anaerobic bioreactors treating wastewaters containing phthalic acid isomers, depends little on the microbial composition of the seed material applied, but may take several months.
authors.affiliation: Department of Agricultural, Environmental and Systems Technology, Wageningen Agricultural University, The Netherlands. robbert.kleerebezem@algemeen.mt.wau.nl
authors.forename: R
authors.initials: R
authors.lastname: Kleerebezem
authors.forename: L W
authors.initials: LW
authors.lastname: Pol
authors.forename: G
authors.initials: G
authors.lastname: Lettinga
mesh_terms: D000693:Anaerobiosis; D001673:Biodegradation, Environmental; D018533:Biomass; D005285:Fermentation; D016166:Free Radical Scavengers / Q000378:metabolism; D007536:Isomerism; D010795:Phthalic Acids / Q000378:metabolism*; D012722:Sewage; D014871:Water Microbiology
chemical_list: D016166:Free Radical Scavengers; D010795:Phthalic Acids; D012722:Sewage; C011363:terephthalic acid