{"author":[{"first_name":"Johannes","full_name":"Ahrens, Johannes","last_name":"Ahrens"},{"last_name":"Bian","full_name":"Bian, Tong","first_name":"Tong"},{"last_name":"Vexler","full_name":"Vexler, Tom","first_name":"Tom"},{"full_name":"Klajn, Rafal","first_name":"Rafal","last_name":"Klajn","id":"8e84690e-1e48-11ed-a02b-a1e6fb8bb53b"}],"language":[{"iso":"eng"}],"user_id":"2DF688A6-F248-11E8-B48F-1D18A9856A87","page":"230-236","date_created":"2023-08-01T09:41:43Z","publication":"ChemPhotoChem","date_published":"2017-05-01T00:00:00Z","article_processing_charge":"No","year":"2017","issue":"5","title":"Irreversible bleaching of donor-acceptor stenhouse adducts on the surfaces of magnetite nanoparticles","month":"05","doi":"10.1002/cptc.201700009","publication_identifier":{"eissn":["2367-0932"]},"_id":"13383","citation":{"mla":"Ahrens, Johannes, et al. “Irreversible Bleaching of Donor-Acceptor Stenhouse Adducts on the Surfaces of Magnetite Nanoparticles.” ChemPhotoChem, vol. 1, no. 5, Wiley, 2017, pp. 230–36, doi:10.1002/cptc.201700009.","ieee":"J. Ahrens, T. Bian, T. Vexler, and R. Klajn, “Irreversible bleaching of donor-acceptor stenhouse adducts on the surfaces of magnetite nanoparticles,” ChemPhotoChem, vol. 1, no. 5. Wiley, pp. 230–236, 2017.","chicago":"Ahrens, Johannes, Tong Bian, Tom Vexler, and Rafal Klajn. “Irreversible Bleaching of Donor-Acceptor Stenhouse Adducts on the Surfaces of Magnetite Nanoparticles.” ChemPhotoChem. Wiley, 2017. https://doi.org/10.1002/cptc.201700009.","ista":"Ahrens J, Bian T, Vexler T, Klajn R. 2017. Irreversible bleaching of donor-acceptor stenhouse adducts on the surfaces of magnetite nanoparticles. ChemPhotoChem. 1(5), 230–236.","ama":"Ahrens J, Bian T, Vexler T, Klajn R. Irreversible bleaching of donor-acceptor stenhouse adducts on the surfaces of magnetite nanoparticles. ChemPhotoChem. 2017;1(5):230-236. doi:10.1002/cptc.201700009","apa":"Ahrens, J., Bian, T., Vexler, T., & Klajn, R. (2017). Irreversible bleaching of donor-acceptor stenhouse adducts on the surfaces of magnetite nanoparticles. ChemPhotoChem. Wiley. https://doi.org/10.1002/cptc.201700009","short":"J. Ahrens, T. Bian, T. Vexler, R. Klajn, ChemPhotoChem 1 (2017) 230–236."},"type":"journal_article","oa_version":"None","keyword":["Organic Chemistry","Physical and Theoretical Chemistry","Analytical Chemistry"],"scopus_import":"1","publisher":"Wiley","publication_status":"published","extern":"1","status":"public","abstract":[{"lang":"eng","text":"Two novel donor–acceptor Stenhouse adducts (DASAs) featuring the catechol moiety were synthesized and characterized. Both compounds bind strongly to the surfaces of magnetite nanoparticles. An adrenaline-derived DASA renders the particles insoluble in all common solvents, likely because of poor solvation of the zwitterionic isomer generated on the nanoparticle surfaces. Well-soluble nanoparticles were successfully obtained using dopamine-derived DASA equipped with a long alkyl chain. Upon its attachment to nanoparticles, this DASA undergoes an irreversible decoloration reaction owing to the formation of the zwitterionic form. The reaction follows first-order kinetics and proceeds more rapidly on large nanoparticles. Interestingly, decoloration can be suppressed in the presence of free DASA molecules in solution or at high nanoparticle concentrations."}],"date_updated":"2023-08-07T12:08:05Z","intvolume":" 1","quality_controlled":"1","day":"01","article_type":"original","volume":1}