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Title: | Exploring the Photochemical Reactivity of Multifunctional Photocaged Dienes in Continuous Flow | Authors: | ZAQUEN, Neomy HAVEN, Joris RUBENS, Maarten Altintas, Ozcan Bohländer, Peggy Offenloch, Janin T. Barner‐Kowollik, Christopher JUNKERS, Tanja |
Issue Date: | 2019 | Publisher: | WILEY-V C H VERLAG GMBH | Source: | CHEMPHOTOCHEM, | Abstract: | Flowreactorsbecomemoreand moreautomatedby enablingon-linereactionmonitoringand adjustingthe processparame-ters. On-linemonitoringof chemicalprocessesis a valuabletoolto steerprocesses,leadingto preciseengineeringof macro-molecularmaterials.Detailedinformationaboutspecificprod-uct patterns,end-groupfunctionalityor materialcompositioncan be obtainedby couplinga flowreactorto a massspectrometer(e.g. ESI-MS).In this work,we studythe depro-tectionof maleimidesand its subsequentphotoenolfunctional-izationto synthesizecomplexmacromoleculesusinga photoflow reactorcoupledto an ESI-MS.Usinga trappingagent(TA),furanis efficientlyremovedfromthe maleimideDielsAlderadductwithinjustminutesat 175°C andquantitativelyconvertedinto an unreactivespeciesthat doesnot interferewith furtherreactionsof the maleimide.The photoenolreactionwaslikewiseshownto be highlyeffectiveto proceedinmicroreactors,reachingquantitativeconversionof trifunctionalmoleculesin as little as 2 min | Notes: | Junkers, T (reprint author), Univ Hasselt, OBPC, Agoralaan Bldg D, B-3590 Diepenbeek, Belgium, Monash Univ, Sch Chem, Polymer React Design Grp, 19 Rainforest Walk, Clayton, Vic 3800, Australia, Queensland Univ Technol, Sch Chem Phys & Mech Engn, 2 George St, Brisbane, Qld 4000, Australia, Karlsruhe Inst Technol, Inst Tech & Polymerchem, Macromol Architectures, Engesserstr 18, D-76128 Karlsruhe, Germany. christopher.barnerkowollik@qut.edu.au; tanja.junkers@monash.edu | Keywords: | continuous flow reactors;Diels-Alder reactions;mass spectrometry;on-line monitoring;photopolymerisation | Document URI: | http://hdl.handle.net/1942/29087 | Link to publication/dataset: | https://onlinelibrary.wiley.com/doi/abs/10.1002/cptc.201900142 | ISSN: | 2367-0932 | e-ISSN: | 2367-0932 | DOI: | 10.1002/cptc.201900142 | ISI #: | 000481011100001 | Rights: | 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinhei | Category: | A1 | Type: | Journal Contribution |
Appears in Collections: | Research publications |
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Exploring the Photochemical Reactivity of Multifunctional Photocaged Dienes in Continuous Flow.pdf Restricted Access | Published version | 2.18 MB | Adobe PDF | View/Open Request a copy |
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