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@article{1809778, author = {Strasser, Paul and Russo, Marina and Stadler, Pauline and Breiteneder, Patrick and Redhammer, Guenther and Himmelsbach, Markus and Bruggemann, Oliver and Monkowius, Uwe and Klán, Petr and Teasdale, Ian}, article_number = {47}, doi = {http://dx.doi.org/10.1039/d1py01245b}, keywords = {PHOTOREMOVABLE PROTECTING GROUPS; PHOTOPROTECTING GROUPS; POLYMER; DERIVATIVES; REACTIVITY; COPOLYMER; MICELLES; RELEASE}, language = {eng}, issn = {1759-9954}, journal = {POLYMER CHEMISTRY}, title = {Green-light photocleavable meso-methyl BODIPY building blocks for macromolecular chemistry}, url = {https://pubs.rsc.org/en/content/articlelanding/2021/PY/D1PY01245B}, volume = {12}, year = {2021} }
TY - JOUR ID - 1809778 AU - Strasser, Paul - Russo, Marina - Stadler, Pauline - Breiteneder, Patrick - Redhammer, Guenther - Himmelsbach, Markus - Bruggemann, Oliver - Monkowius, Uwe - Klán, Petr - Teasdale, Ian PY - 2021 TI - Green-light photocleavable meso-methyl BODIPY building blocks for macromolecular chemistry JF - POLYMER CHEMISTRY VL - 12 IS - 47 SP - 6927-6936 EP - 6927-6936 PB - Royal Society of Chemistry SN - 17599954 KW - PHOTOREMOVABLE PROTECTING GROUPS KW - PHOTOPROTECTING GROUPS KW - POLYMER KW - DERIVATIVES KW - REACTIVITY KW - COPOLYMER KW - MICELLES KW - RELEASE UR - https://pubs.rsc.org/en/content/articlelanding/2021/PY/D1PY01245B N2 - We report the design of easily accessible, photocleavable meso-methyl BODIPY monomers suitably functionalised for incorporation into macromolecules. Firstly a BODIPY-diol as a novel AA-type bifunctional monomer is reported. Secondly, from the same common BODIPY precursor, a clickable, azide functionalised AB-type hetero-bifunctional monomer was prepared. Photochemical studies of model compounds confirmed the ability of these compounds to undergo photocleavage in green light (lambda > 500 nm). Their usefulness for photoclippable macromolecular systems is then demonstrated: firstly by incorporating the diols into polyurethane hydrogels shown to undergo photocleavage and hence dissolution under visible light irradiation and secondly, the preparation of water-soluble macromolecular photocages able to photorelease small molecules. Thus the results presented herein describe a proof-of-principle for BODIPY-based photoresponsive materials, for example, for use as degradable polymers, sacrificial materials for lithography or for the delivery of caged pharmaceuticals. ER -
STRASSER, Paul, Marina RUSSO, Pauline STADLER, Patrick BREITENEDER, Guenther REDHAMMER, Markus HIMMELSBACH, Oliver BRUGGEMANN, Uwe MONKOWIUS, Petr KLÁN a Ian TEASDALE. Green-light photocleavable meso-methyl BODIPY building blocks for macromolecular chemistry. \textit{POLYMER CHEMISTRY}. Royal Society of Chemistry, 2021, roč.~12, č.~47, s.~6927-6936. ISSN~1759-9954. Dostupné z: https://dx.doi.org/10.1039/d1py01245b.
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