Photodegradation of three benzotriazoles induced by four FeIII–carboxylate complexes in water under ultraviolet irradiation
You-Sheng Liu A , Guang-Guo Ying A C , Ali Shareef B and Rai S. Kookana BA State Key Laboratory of Organic Geochemistry, Guangzhou Institute of Geochemistry, Chinese Academy of Sciences, Guangzhou 510640, P. R. China. Email: liuyousheng@gig.ac.cn
B CSIRO Land and Water, Water for a Healthy Country Flagship, PMB 2, Glen Osmond, SA 5064, Australia. Email: ali.shareef@csiro.au; rai.kookana@csiro.au
C Corresponding author. Email address: guangguo.ying@gmail.com; guang-guo.ying@gig.ac.cn
Environmental Chemistry 10(2) 135-143 https://doi.org/10.1071/EN13054
Submitted: 8 March 2013 Accepted: 23 April 2013 Published: 30 May 2013
Environmental context. Benzotriazoles are chemicals widely used to inhibit corrosion in various industrial processes and in household products. They persist in aquatic environments, even under UV irradiation, and thus there is a need to improve their photolytic degradation to minimise the environmental exposure risks. We investigated the effects of four iron–carboxylate complexes on the UV photodegradation of three benzotriazoles in aqueous solutions and show that they significantly increase the degradation rates of benzotriazoles.
Abstract. The effects of FeIII–carboxylate complexes on the photodegradation of three benzotriazoles (BTs), i.e. benzotriazole (BT), 5-methylbenzotriazole (5-TTri) and 5-chlorobenzotriazole (CBT) in aqueous solutions were investigated under exposure to UV irradiation at 254 nm in the presence of FeIII and four carboxylate ions (oxalate, tartrate, succinate and citrate). The results showed that the presence of FeIII–carboxylate complexes significantly enhanced the photodegradation rates of all three selected BTs. The photodegradation of BT, 5-TTri and CBT followed first-order reaction kinetics with half-lives ranging from 0.57 to 3.98 h for BT, 6.08 to 8.25 h for 5-TTri and 2.63 to 5.50 h for CBT in the four systems of the FeIII–carboxylate complexes. In comparison, the half-lives ranged between 3.40 and 4.81 h for BT, 6.42 and 11.55 h for 5-TTri and 4.13 and 6.79 h for CBT in pure aqueous solution and in the presence of FeIII or carboxylate. The degradation rates of these BTs were dependent on the pH values, type of carboxylate and FeIII/carboxylate ratios. Both BT and CBT showed the highest photodegradation rates with the shortest respective half-lives of 0.57 and 2.63 h at the initial FeIII/oxalate ratio of 10/200 µmol L–1 in aqueous solutions at pH 3, whereas 5-TTri had the highest photodegradation rate with the shortest half life of 6.08 h at the initial FeIII/succinate ratio of 10/10 µmol L–1.
Additional keywords: carboxylic acid, UV irradiation.
References
[1] D. S. Hart, L. C. Davis, L. E. Erickson, T. M. Callender, Sorption and partitioning parameters of benzotriazole compounds. Microchem. J. 2004, 77, 9.| Sorption and partitioning parameters of benzotriazole compounds.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2cXislSrurw%3D&md5=02e49aa5fd057e5a9e72a41c9db54220CAS |
[2] S. Weiss, J. Jakobs, T. Reemtsma, Discharge of three benzotriazole corrosion inhibitors with municipal wastewater and improvements by membrane bioreactor treatment and ozonation. Environ. Sci. Technol. 2006, 40, 7193.
| Discharge of three benzotriazole corrosion inhibitors with municipal wastewater and improvements by membrane bioreactor treatment and ozonation.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD28XhtFGnsLvM&md5=dc5b56467836c2eca8f9dc5b1fdcaaefCAS | 17180966PubMed |
[3] E. Kadar, S. Dashfield, T. H. Hutchinson, Developmental toxicity of benzotriazole in the protochordate Ciona intestinalis (Chordata, Ascidiae). Anal. Bioanal. Chem. 2010, 396, 641.
| Developmental toxicity of benzotriazole in the protochordate Ciona intestinalis (Chordata, Ascidiae).Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1MXhsVKlsLvN&md5=27fc4c21137d12aa5ed478812b044eacCAS | 19937003PubMed |
[4] D. A. Pillard, J. S. Cornell, D. L. Dufresne, M. T. Hernandez, Toxicity of benzotriazole and benzotriazole derivatives to three aquatic species. Water Res. 2001, 35, 557.
| Toxicity of benzotriazole and benzotriazole derivatives to three aquatic species.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3cXotlarsLw%3D&md5=10a7d8e0579bcbc2704128c26757332dCAS | 11229011PubMed |
[5] C. A. Harris, E. J. Routledge, C. Schaffner, J. V. Brian, W. Giger, J. P. Sumpter, Benzotriazole is antiestrogenic in vitro but not in vivo. Environ. Toxicol. Chem. 2007, 26, 2367.
| Benzotriazole is antiestrogenic in vitro but not in vivo.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2sXht1eku7rN&md5=7a9d01c8431ff46f41f9fff678a7b283CAS | 17941727PubMed |
[6] M. Farre, S. Perez, L. Kantiani, D. Barcelo, Fate and toxicity of emerging pollutants, their metabolites and transformation products in the aquatic environment. TrAC – Trend. Anal. Chem. 2008, 27, 991.
| 1:CAS:528:DC%2BD1cXhsVKhsLzI&md5=a07ffd7c0e49a3572a1fc23e6ccc9c21CAS |
[7] T. Reemtsma, S. Weiss, J. Mueller, M. Petrovic, S. Gonzalez, D. Barcelo, F. Ventura, T. P. Knepper, Polar pollutant entry into the water cycle by municipal wastewater: a European perspective. Environ. Sci. Technol. 2006, 40, 5451.
| Polar pollutant entry into the water cycle by municipal wastewater: a European perspective.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD28XnslKmu7s%3D&md5=fb4c051ed8cad61104062f9c91051592CAS | 16999124PubMed |
[8] D. Voutsa, P. Hartmann, C. Schaffner, W. Giger, Benzotriazoles, alkylphenols and bisphenol A in municipal wastewaters and in the Glatt River, Switzerland. Environ. Sci. Pollut. Res. 2006, 13, 333.
| Benzotriazoles, alkylphenols and bisphenol A in municipal wastewaters and in the Glatt River, Switzerland.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD28XhtFCrtbzM&md5=a827837a779e1faadfec0daf12cbae29CAS |
[9] S. Weiss, T. Reemtsma, Determination of benzotriazole corrosion inhibitors from aqueous environmental samples by liquid chromatography electrospray ionization tandem mass spectrometry. Anal. Chem. 2005, 77, 7415.
| Determination of benzotriazole corrosion inhibitors from aqueous environmental samples by liquid chromatography electrospray ionization tandem mass spectrometry.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2MXhtV2nurfO&md5=1f4505a015e66862d9a140c566836468CAS | 16285694PubMed |
[10] W. Giger, C. Schaffner, E. K. Hans-Peter, Benzotriazole and tolyltriazole as aquatic contaminants. 1. Input and occurrence in rivers and lakes. Environ. Sci. Technol. 2006, 40, 7186.
| Benzotriazole and tolyltriazole as aquatic contaminants. 1. Input and occurrence in rivers and lakes.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD28XhtFKjs77E&md5=86aaa48a0bb5efdc0132b7915f7f58e5CAS | 17180965PubMed |
[11] A. Kiss, E. F. Fries, Occurrence of benzotriazoles in the rivers Main, Hengstbach, and Hegbach (Germany). Environ. Sci. Pollut. Res. 2009, 16, 702.
| Occurrence of benzotriazoles in the rivers Main, Hengstbach, and Hegbach (Germany).Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1MXhtV2ntr7K&md5=751e2d96310ad6ea0d95424403e91f16CAS |
[12] D. A. Cancilla, J. Martinez, G. C. V. Aggelen, Detection of aircraft de-icing/anti-icing fluid additives in aperched water monitoring well at an international airport. Environ. Sci. Technol. 1998, 32, 3834.
| Detection of aircraft de-icing/anti-icing fluid additives in aperched water monitoring well at an international airport.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK1cXmvVKlsbo%3D&md5=07611255c6a6beeed7c4b29ca6422413CAS |
[13] D. A. Cancilla, J. C. Baird, R. Rosa, Detection of aircraft de-icing additives in groundwater and soil samples from Fairchild Air Force Base, a small to moderate user of de-icing fluids. Bull. Environ. Contam. Tox. 2003, 70, 868.
| Detection of aircraft de-icing additives in groundwater and soil samples from Fairchild Air Force Base, a small to moderate user of de-icing fluids.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3sXjsVWktLs%3D&md5=cc8b92155c5521959350e9e8569a271cCAS |
[14] G. D. Breedveld, R. Roseth, M. Sparrevik, T. Hartnik, L. J. Hem, Persistence of the de-icing additive benzotriazole at an abandoned airport. Water Air Soil Pollut. Focus 2003, 3, 91.
| Persistence of the de-icing additive benzotriazole at an abandoned airport.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3sXktFGrs70%3D&md5=5b789384e7a7c9fcbde47f97cde3c026CAS |
[15] Y. Jia, G. D. Breedveld, P. Aagaard, Column studies on transport of de-icing additive benzotriazole in a sandy aquifer and a zerovalent barrier. Chemosphere 2007, 69, 1409.
| Column studies on transport of de-icing additive benzotriazole in a sandy aquifer and a zerovalent barrier.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2sXhtFGrs73N&md5=d77611bf9d96feb28800ac50ecd496a3CAS | 17588639PubMed |
[16] J. Hollingsworth, R. Sierra-Alvarez, M. Zhou, K. L. Ogden, J. A. Field, Anaerobic biodegradability and methanogenic toxicity of key constituents in copper chemical mechanical planarization effluents of the semiconductor industry. Chemosphere 2005, 59, 1219.
| Anaerobic biodegradability and methanogenic toxicity of key constituents in copper chemical mechanical planarization effluents of the semiconductor industry.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2MXjs1Ckt7Y%3D&md5=a1c2c40bd73051097454547480625b7dCAS | 15857633PubMed |
[17] Z. Zhang, N. Ren, Y. F. Li, T. Kunisue, D. Gao, K. Kannan, Determination of benzotriazole and benzophenone UV filters in sediment and sewage sludge. Environ. Sci. Technol. 2011, 45, 3909.
| Determination of benzotriazole and benzophenone UV filters in sediment and sewage sludge.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXksV2mtb0%3D&md5=bce0b58ed75c7927e316261796b13b1dCAS | 21480589PubMed |
[18] A. G. Asimakopoulos, A. A. Bletsou, Q. Wu, N. S. Thomaidis, K. Kannan, Determination of benzotriazoles and benzothiazoles in human urine by liquid chromatography-tandem mass spectrometry. Anal. Chem. 2013, 85, 441.
| Determination of benzotriazoles and benzothiazoles in human urine by liquid chromatography-tandem mass spectrometry.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC38XhslOlsr3E&md5=b91d9f4f8b480ca00f3c0a46d0e28077CAS | 23210804PubMed |
[19] H. Nakata, R. Shinohara, Y. Nakazawa, T. Isobe, A. Sudaryanto, A. Subramanian, S. Tanabe, M. P. Zakaria, G. J. Zheng, P. K. S. Lam, E. Y. Kim, B. Y. Min, S. U. We, P. H. Viet, T. S. Tana, M. Prudente, D. Frank, G. Lauenstein, K. Kannan, Asia-Pacific mussel watch for emerging pollutants: distribution of synthetic musks and benzotriazole UV stabilizers in Asian and US coastal waters. Mar. Pollut. Bull. 2012, 64, 2211.
| Asia-Pacific mussel watch for emerging pollutants: distribution of synthetic musks and benzotriazole UV stabilizers in Asian and US coastal waters.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC38XhsVams7fK&md5=7f66aead0389fa417ee7f81b9b29ed5aCAS | 22910332PubMed |
[20] C. L. Gruden, S. M. Dow, M. T. Hernandez, Fate and toxicity of aircraft de-icing fluid additives through anaerobic digestion. Water Environ. Res. 2001, 73, 72.
| Fate and toxicity of aircraft de-icing fluid additives through anaerobic digestion.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3MXhvVCjsbk%3D&md5=bd3123a31e8f8b41a273fb21e222d27aCAS | 11558306PubMed |
[21] R. Andreozzi, V. Caprio, A. Insola, G. Longo, Photochemical degradation of benzotriazole in aqueous solution. J. Chem. Technol. Biotechnol. 1998, 73, 93.
| Photochemical degradation of benzotriazole in aqueous solution.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK1MXltFahsg%3D%3D&md5=0ecaf2b3864a543cccb9c6b15999d2fdCAS |
[22] S. A. Snyder, P. Westerhoff, Y. Yoon, D. L. Sedlak, Pharmaceuticals, personal care products and endocrine disrupters in water: implications for the water industry. Environ. Eng. Sci. 2003, 20, 449.
| Pharmaceuticals, personal care products and endocrine disrupters in water: implications for the water industry.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3sXntV2msr8%3D&md5=5a38364fc9de200aea1d388f9231eedaCAS |
[23] G. G. Ying, R. S. Kookana, A. Kumar, Fate of estrogens and xenoestrogens in four sewage treatment plants with different technologies. Environ. Toxicol. Chem. 2008, 27, 87.
| Fate of estrogens and xenoestrogens in four sewage treatment plants with different technologies.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1cXotlKh&md5=aae33033bb944f2d1d56e8729eb668b0CAS | 18092854PubMed |
[24] G. G. Ying, R. S. Kookana, D. W. Kolpin, Occurrence and removal of pharmaceutically active compounds in sewage treatment plants with different technologies. J. Environ. Monit. 2009, 11, 1498.
| Occurrence and removal of pharmaceutically active compounds in sewage treatment plants with different technologies.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1MXpsVaqtrw%3D&md5=39912fd66be1e978fc23613f615cb580CAS | 19657534PubMed |
[25] Y. S. Liu, G. G. Ying, A. Shareef, R. S. Kookana, Photolysis of benzotriazole and formation of its polymerized photoproducts in aqueous solutions under UV irradiation. Environ. Chem. 2011, 8, 174.
| Photolysis of benzotriazole and formation of its polymerized photoproducts in aqueous solutions under UV irradiation.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXmt1yisro%3D&md5=f283d87e3a0f8f4e8e5a3647f958c1b1CAS |
[26] Y. Zuo, J. Hoigne, Formation of hydrogen peroxide and depletion of oxalic acid in atmospheric water by photolysis of iron(III)–oxalato complexes. Environ. Sci. Technol. 1992, 26, 1014.
| Formation of hydrogen peroxide and depletion of oxalic acid in atmospheric water by photolysis of iron(III)–oxalato complexes.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK38XitVSku7c%3D&md5=501ce956962dc4cc2db57917c908f938CAS |
[27] B. C. Faust, R. G. Zepp, Photochemistry of aqueous iron(III)–polycarboxylate complexes: roles in the chemistry of atmospheric and surface waters. Environ. Sci. Technol. 1993, 27, 2517.
| Photochemistry of aqueous iron(III)–polycarboxylate complexes: roles in the chemistry of atmospheric and surface waters.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK3sXmtV2ru78%3D&md5=32670119616626c86d8463b13da60f7dCAS |
[28] K. Kuma, S. Nakabayashi, K. Matsunaga, Photoreduction of FeIII by hydroxycarboxylic acids in seawater. Water Res. 1995, 29, 1559.
| Photoreduction of FeIII by hydroxycarboxylic acids in seawater.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK2MXlsVGhtrY%3D&md5=8c3f2224baf093c48351d2b13a621d75CAS |
[29] M. R. A. Silva, A. G. Trovio, R. F. P. Nogueira, Degradation of the herbicide tebuthiuron using solar photo-Fenton process and ferric citrate complex at circumneutral pH. J. Photochem. Photobiol. A. 2007, 191, 187.
| Degradation of the herbicide tebuthiuron using solar photo-Fenton process and ferric citrate complex at circumneutral pH.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2sXpslyrtLk%3D&md5=57d00782454a8b7a5db8df0925975fc6CAS |
[30] E. M. Perdue, E. T. Gjessing, Organic Acids in Aquatic Ecosystems 1990 (Wiley: New York).
[31] N. Deng, T. Fang, S. Tian, Photodegradation of dyes in aqueous solutions containing FeIII–hydroxy complex. I. Photodegradation kinetics. Chemosphere 1996, 33, 547.
| Photodegradation of dyes in aqueous solutions containing FeIII–hydroxy complex. I. Photodegradation kinetics.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK28Xkt1Ckt7c%3D&md5=f97ca7792d7605514c0fdec267103c59CAS |
[32] F. Wu, N. S. Deng, Photochemistry of hydrolytic iron(III) species and photoinduced degradation of organic compounds. A minireview. Chemosphere 2000, 41, 1137.
| Photochemistry of hydrolytic iron(III) species and photoinduced degradation of organic compounds. A minireview.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3cXksF2ntr4%3D&md5=cfc965f8d0a383d06de2afbaa2cb7029CAS |
[33] Y. Liu, L. Deng, Y. Chen, F. Wu, N. S. Deng, Simultaneous photocatalytic reduction of CrVI and oxidation of bisphenol A induced by Fe III–OH complexes in water. J. Hazard. Mater. 2007, 139, 399.
| Simultaneous photocatalytic reduction of CrVI and oxidation of bisphenol A induced by Fe III–OH complexes in water.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD28XhtlWqu7jF&md5=3631a999c0c4865d929ab99151bd035bCAS | 16844289PubMed |
[34] C. S. Liu, F. B. Li, X. M. Li, G. Zhang, Y. Q. Kuang, The effect of iron oxides and oxalate on the photodegradation of 2-mercaptobenzothiazole. J. Mol. Catal. Chem. 2006, 252, 40.
| The effect of iron oxides and oxalate on the photodegradation of 2-mercaptobenzothiazole.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD28Xkt1ygsr4%3D&md5=e9f820433b034d51fdfd8ae782f52d60CAS |
[35] D. N. Zhou, F. Wu, N. S. Deng, FeIII–oxalate complexes induced photooxidation of diethylstilbestrol in water. Chemosphere 2004, 57, 283.
| FeIII–oxalate complexes induced photooxidation of diethylstilbestrol in water.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2cXmslOisbs%3D&md5=38b16ab486538f966a89ba4fdae36aa8CAS |
[36] D. N. Zhou, F. Wu, N. S. Deng, W. Xiang, Photooxidation of bisphenol A (BPA) in water in the presence of ferric and carboxylate salts. Water Res. 2004, 38, 4107.
| Photooxidation of bisphenol A (BPA) in water in the presence of ferric and carboxylate salts.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2cXosFSmu70%3D&md5=5a772894f74fb4484b5a593d033917d7CAS |
[37] X. X. Ou, X. Quan, S. Chen, F. J. Zhang, Y. Z. Zhao, Photocatalytic reaction by FeIII–citrate complex and its effect on the photodegradation of atrazine in aqueous solution. J. Photochem. Photobiol. A. 2008, 197, 382.
| Photocatalytic reaction by FeIII–citrate complex and its effect on the photodegradation of atrazine in aqueous solution.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1cXls1Kqsbw%3D&md5=a2a6466c674edd49b397330c64c8a7a0CAS |
[38] J. Šima, J. Makánová, Photochemistry of iron(III) complexes. Coord. Chem. Rev. 1997, 160, 161.
| Photochemistry of iron(III) complexes.Crossref | GoogleScholarGoogle Scholar |
[39] J. Jeong, J. Yoon, pH effect on OH radical production in photo/ferrioxalate system. Water Res. 2005, 39, 2893.
| pH effect on OH radical production in photo/ferrioxalate system.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2MXms1Olsr8%3D&md5=c67b273ad9b8b9c1451ea4fa791458c4CAS | 15996709PubMed |
[40] O. Bajt, G. Mailhot, M. Bolte, Degradation of dibutyl phthalate by homogeneous photocatalysis with FeIII in aqueous solution. Appl. Catal. B 2001, 33, 239.
| Degradation of dibutyl phthalate by homogeneous photocatalysis with FeIII in aqueous solution.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3MXnt1eitLw%3D&md5=11ec89025b409e8fbb4cf3c97fa80849CAS |
[41] L. Wang, C. B. Zhang, F. Wu, N. S. Deng, Photoproduction and determination of hydroxyl radicals in aqueous solutions of FeIII–tartrate complexes: a quantitative assessment. J. Coord. Chem. 2006, 59, 803.
| Photoproduction and determination of hydroxyl radicals in aqueous solutions of FeIII–tartrate complexes: a quantitative assessment.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD28XlvVChtLc%3D&md5=60994519bcad504ad76c7a6806600c43CAS |
[42] C. B. Zhang, L. Wang, F. Wu, N. S. Deng, Quantitation of hydroxyl radicals from photolysis of FeIII–citrate complexes in aerobic water. Environ. Sci. Pollut. Res. 2006, 13, 156.
| Quantitation of hydroxyl radicals from photolysis of FeIII–citrate complexes in aerobic water.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD28XlsVemtrY%3D&md5=4635899f6e582aa38a8ea17607f8e999CAS |
[43] N. S. Deng, F. Wu, L. Fan, X. Mei, Ferric citrate – induced photodegradation of dyes in aqueous solutions. Chemosphere 1998, 36, 3101.
| Ferric citrate – induced photodegradation of dyes in aqueous solutions.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK1cXjt1Kltro%3D&md5=26ccf8ab4fbce795ecd062f833c1e7b3CAS |
[44] L. Vincze, S. Papp, Individual quantum yield of Fe3+(HCO2–)n complexes (n = 1–4) in aqueous acidic solutions. J. Photochem. 1987, 36, 279.
| Individual quantum yield of Fe3+(HCO2–)n complexes (n = 1–4) in aqueous acidic solutions.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaL2sXhvVKhsbw%3D&md5=ce634be8e41c821f507e628838b97695CAS |
[45] H. B. Abrahamson, A. B. Rezvani, J. G. Brushmiller, Photochemical and spectroscopic studies of complexes of iron(III) with citric acid and other carboxylic acids. Inorg. Chim. Acta 1994, 226, 117.
| Photochemical and spectroscopic studies of complexes of iron(III) with citric acid and other carboxylic acids.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK2MXivVKkt7g%3D&md5=2374f4a3531b411d2feb2ed9bc55de51CAS |
[46] E. M. Rodríguez, B. Núñez, G. Fernández, F. J. Beltrán, Effects of some carboxylic acids on the FeIII/UVA photocatalyic oxidation of muconic acid in water. Appl. Catal. B 2009, 89, 214.
| Effects of some carboxylic acids on the FeIII/UVA photocatalyic oxidation of muconic acid in water.Crossref | GoogleScholarGoogle Scholar |
[47] R. L. Siefert, S. O. Pehkonen, Y. Erel, M. R. Hoffmann, Iron photochemistry of aqueous suspensions of ambient aerosol with added organic acids. Geochim. Cosmochim. Acta 1994, 58, 3271.
| Iron photochemistry of aqueous suspensions of ambient aerosol with added organic acids.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK2cXltlyjt7w%3D&md5=e1aba3175d9bea77fbb7066f510b4607CAS |
[48] Y. G. Zuo, Y. W. Deng, Iron(II)-catalyzed photochemical decomposition of oxalic acid and generation of H2O2 in atmospheric liquid phases. Chemosphere 1997, 35, 2051.
| Iron(II)-catalyzed photochemical decomposition of oxalic acid and generation of H2O2 in atmospheric liquid phases.Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK2sXntFCms7Y%3D&md5=0329a5c5cd5c20c13e581d9079f5183bCAS |