Schupp Thomas, Allmendinger Hans, Boegi Christian, Bossuyt Bart T A, Hidding Bjoern, Shen Summer, Tury Bernard, West Robert J
Faculty of Chemical Engineering, Muenster University of Applied Science, Steinfurt, Germany.
Currenta GmbH & Co. OHG, Leverkusen, Germany.
Rev Environ Contam Toxicol. 2018 Jun 24. doi: 10.1007/398_2018_13.
Methylene-4,4'-dianiline (MDA, CAS-No. 101-77-9) is a high production volume intermediate that is mainly processed to diisocyanates and finally polyurethanes. This review summarizes available data concerning the environmental behavior. When released into the environment, MDA distributes into water and subsequently sediment and soil compartments; the air is of little relevance, owed to the low vapor pressure and short atmospheric half-life, which renders MDA non-critical for long-range transport. Biodegradation data present a diverged picture; in some tests, MDA is not readily biodegradable or even not inherent biodegradable; in other tests, MDA turned out to be readily biodegradable (but failing the 10-d window). The history and composition of the inoculum used for testing seem to play an important role, which is underlined by good test results with adapted inoculum. In soil, initially a rapid mineralization is observed, which slows down within the first days due to competitive chemical absorption. The latter results in degradation rates comparable to that of natural organic matter. Under anaerobic conditions, mineralization is poor. Irreversible chemisorption occurs unless soils/sediments are highly reduced. Half-lives due to primary decay do not indicate MDA to be persistent according to the regulatory guidance used in then EU, Canada, or the USA; in Japan, however, due to test results in MITI degradation tests, MDA would be regarded as persistent. The identification of microbial MDA metabolites deserves further research. MDA is not bioaccumulative, but it is toxic to aquatic organisms and mammals. MDA in pore water of soils is rapidly adsorbed on the surface of plant roots. Test runs were too short to draw a final conclusion with regards to transport to stem, leaves, and fruits. Data from structurally similar compounds indicate that such transport would account for less than 1% of the root-adsorbed material.
亚甲基-4,4'-二苯胺(MDA,化学物质登录号:101-77-9)是一种大量生产的中间体,主要用于加工生产二异氰酸酯,最终制成聚氨酯。本综述总结了有关其环境行为的现有数据。当释放到环境中时,MDA会分布到水相中,随后进入沉积物和土壤中;由于其蒸气压低且大气半衰期短,因此在空气中的分布情况不太重要,这使得MDA不太可能进行长距离迁移。生物降解数据呈现出不同的情况;在一些测试中,MDA不易生物降解,甚至不具有内在生物降解性;而在其他测试中,MDA却很容易生物降解(但未通过10天的测试窗口)。用于测试的接种物的历史和组成似乎起着重要作用,使用适应性接种物的良好测试结果也证实了这一点。在土壤中,最初会观察到快速的矿化作用,但由于竞争性化学吸附作用,在最初几天内矿化速度会减慢。后者导致降解速率与天然有机物相当。在厌氧条件下,矿化作用较差。除非土壤/沉积物高度还原,否则会发生不可逆的化学吸附。根据当时欧盟、加拿大或美国使用的监管指南,一级衰变的半衰期并不表明MDA具有持久性;然而,在日本,由于通产省降解测试的结果,MDA会被视为持久性物质。对微生物MDA代谢产物的鉴定值得进一步研究。MDA不会生物累积,但对水生生物和哺乳动物有毒。土壤孔隙水中的MDA会迅速吸附在植物根部表面。测试时间过短,无法就其向茎、叶和果实的转运得出最终结论。来自结构相似化合物的数据表明,这种转运量占根部吸附物质的比例不到1%。