PMID- 24659436 OWN - NLM STAT- MEDLINE DCOM- 20150513 LR - 20211021 IS - 1614-7499 (Electronic) IS - 0944-1344 (Linking) VI - 21 IP - 13 DP - 2014 TI - Copolymerization of 2,4-dichlorophenol with humic substances by oxidative and photo-oxidative biomimetic catalysis. PG - 8016-24 AB - We evaluated the catalytic activity of a water-soluble iron-porphyrin in an oxidative coupling reaction to form covalent bonds between 2,4-dichlorophenol (2,4-DCP) and humic molecules. The biomimetic catalysis in the presence of H(2)O(2) was tested in the dark and in daylight, and changes in reaction products were revealed by high-performance liquid chromatography (HPLC) and nuclear magnetic resonance (NMR) spectroscopy. In all conditions, iron-porphyrin was effective in promoting complete disappearance of 2,4-DCP, although catalyst activity was enhanced in daylight (with a maximum turnover number of 85.13). Further evidence of the occurred covalent coupling between 2,4-DCP and humic molecules was revealed by diffusion-ordered nuclear magnetic resonance (DOSY-NMR) spectroscopy that showed a reduced diffusivity of 2,4-DCP after the catalytic reaction. These findings indicate that iron-porphyrin is an efficient catalyst for the covalent binding of polyhalogenated phenols to humic molecules, thereby suggesting that the copolymerization reactions may become a useful technology to remediate soils and waters contaminated by halogenated phenols and their analogues. FAU - Fontaine, Barbara AU - Fontaine B FAU - Drosos, Marios AU - Drosos M FAU - Mazzei, Pierluigi AU - Mazzei P LA - eng PT - Journal Article DEP - 20140323 PL - Germany TA - Environ Sci Pollut Res Int JT - Environmental science and pollution research international JID - 9441769 RN - 0 (Chlorophenols) RN - 0 (Humic Substances) RN - 0 (Metalloporphyrins) RN - 25875-11-0 (ferroporphyrin) RN - BBX060AN9V (Hydrogen Peroxide) RN - R669TG1950 (2,4-dichlorophenol) SB - IM MH - Biomimetic Materials/*chemistry MH - Catalysis MH - Chlorophenols/*chemistry MH - Chromatography, High Pressure Liquid MH - Environmental Restoration and Remediation/*methods MH - Humic Substances/*analysis MH - Hydrogen Peroxide/chemistry MH - Magnetic Resonance Spectroscopy/methods MH - Metalloporphyrins/*chemistry MH - Polymerization EDAT- 2014/03/25 06:00 MHDA- 2015/05/15 06:00 CRDT- 2014/03/25 06:00 PHST- 2014/01/23 00:00 [received] PHST- 2014/03/07 00:00 [accepted] PHST- 2014/03/25 06:00 [entrez] PHST- 2014/03/25 06:00 [pubmed] PHST- 2015/05/15 06:00 [medline] AID - 10.1007/s11356-014-2757-3 [doi] PST - ppublish SO - Environ Sci Pollut Res Int. 2014;21(13):8016-24. doi: 10.1007/s11356-014-2757-3. Epub 2014 Mar 23.