TY - JOUR A1 - Choi, Ching-Yi A1 - Lossada, F. A1 - Walter, K. A1 - Fleck-Kunde, T. A1 - Behrens, S. A1 - Meinelt, T. A1 - Falkenhagen, Jana A1 - Hiller, M. A1 - Oschkinat, H. A1 - Dallmann, A. A1 - Taden, A. A1 - Börner, H.G. T1 - Organic transformation of lignin into mussel-inspired glues: next-generation 2K adhesive for setting corals under saltwater N2 - The 2-methoxyphenol units (G-units) in lignin are modified by demethylation and oxidation to provide the activated lignin as one part of an advanced biobased two-component (2K) adhesive system, which exhibits promising shear strengths in dry and underwater applications. The activation of lignin is straightforward and generates quinones via demethylation and periodate oxidation. These act as Michael acceptors and react smoothly with multi-thiol-star polymers to yield thiol-catechol connectivities (TCCs). The mussel-inspired material platform acts as a very robust and versatile adhesive, combining low-cost and readily available lignin with multi-thiols to achieve outstanding adhesion strengths of up to 15 MPa in dry application. In particular, the 2K system is compatible with the marine biological environment and shows no acute toxicity to sensitive organisms such as fish eggs. Thus, one possible application of this material could be an adhesive for setting temperature-resistant corals in damaged reefs. KW - Lignin modification KW - Mussel-inspired adhesive systems PY - 2023 UR - https://nbn-resolving.org/urn:nbn:de:kobv:b43-594588 DO - https://doi.org/10.1039/d3gc03680d SN - 1463-9270 SP - 1 EP - 15 PB - RSC CY - Cambridge AN - OPUS4-59458 LA - eng AD - Bundesanstalt fuer Materialforschung und -pruefung (BAM), Berlin, Germany ER - TY - JOUR A1 - Artner, J. A1 - Ciesielski, M. A1 - Ahlmann, M. A1 - Walter, O. A1 - Döring, M. A1 - Perez, R.M. A1 - Altstädt, V. A1 - Sandler, J.K.W. A1 - Schartel, Bernhard T1 - A novel and effective synthetic approach to 9,10-Dihydro-9-oxa-10-phosphaphenanthrene-10-oxide (DOPO) Derivatives N2 - Starting from trivalent 10-alkoxy-10H-9-oxa-10-phosphaphenanthrenes, a broad range of DOPO derivatives was synthesized via transesterification with aliphatic alcohols and subsequent Michaelis-Arbuzov rearrangement using catalytic amounts of p-toluenesulfonic acid methylester. Due to the considerable differences in the nature of the alcohols employed, several procedures for processing them are presented. KW - DOPO KW - Flame retardant KW - Michaelis-Arbuzov rearrangement KW - Transesterification PY - 2007 DO - https://doi.org/10.1080/10426500701407417 SN - 1042-6507 SN - 0308-664X VL - 182 IS - 9 SP - 2131 EP - 2148 PB - Taylor & Francis CY - Philadelphia, USA AN - OPUS4-15705 LA - eng AD - Bundesanstalt fuer Materialforschung und -pruefung (BAM), Berlin, Germany ER - TY - JOUR A1 - Artner, J. A1 - Ciesielski, M. A1 - Walter, O. A1 - Döring, M. A1 - Perez, R.M. A1 - Sandler, J.K.W. A1 - Altstädt, V. A1 - Schartel, Bernhard T1 - A novel DOPO-based diamine as hardener and flame retardant for epoxy resin systems N2 - 10-Ethyl-9-oxa-10-phosphaphenanthrene-10-oxide (1) can be nitrated using acetic anhydride and fuming nitric acid. The nitro group is reduced using palladium on charcoal and hydrogen. These reaction conditions are used for the synthesis of an analogous DOPO-based diaminic hardener (7). An evaluation of the curing behavior, mechanical properties and flammability of a neat resin made of DGEBA and 7 (DGEBA + 7) and of a carbon fiber-reinforced resin made of DGEBA, 4,4-diaminodiphenylsulfon (DDS) and 7 (DGEBA + DDS + 7) shows the potential of this hardener to lead to flame-retardant systems while keeping relevant properties on a high level; especially when compared to a similar system (DGEBA + DDS + 1). KW - Composites KW - Epoxy resins KW - Synthesis KW - Flame retardancy KW - Mechanical properties PY - 2008 DO - https://doi.org/10.1002/mame.200700287 SN - 1438-7492 SN - 1439-2054 VL - 293 IS - 6 SP - 503 EP - 514 PB - Wiley-VCH Verl. CY - Weinheim AN - OPUS4-17624 LA - eng AD - Bundesanstalt fuer Materialforschung und -pruefung (BAM), Berlin, Germany ER -