Article
Multidisciplinary Sciences
Shiwei Lu, Zipeng Wang, Shifa Zhu
Summary: Thiol-yne coupling is a reliable method to connect two molecular units, and this study demonstrates its application in synthesizing diverse macrocycles using gaseous acetylene under photocatalytic conditions. The efficient synthesis of macrocycles is challenging in organic synthesis, but this photocatalyzed thiol-yne click reaction provides a practical route to forge diverse sulfur-containing macrocycles and functionalized molecules.
NATURE COMMUNICATIONS
(2022)
Article
Biochemistry & Molecular Biology
Yen-Hao Hsu, Derek Luong, Darya Asheghali, Andrew P. Dove, Matthew L. Becker
Summary: Biodegradable shape memory elastomers show great potential for various applications such as soft tissue engineering, drug delivery, and device fabrication. In this study, a series of unsaturated polyurethanes were designed and synthesized to meet the requirements of long-term implantable devices in terms of degradation and mechanical properties. The alkene stereochemistry of the materials could be tuned, and the materials showed cyclic shape memory behavior. The in vitro degradation properties were found to be highly dependent on the alkene stereochemistry.
Article
Chemistry, Multidisciplinary
Alexis Lossouarn, Chloe Puteaux, Laetitia Bailly, Vincent Tognetti, Laurent Joubert, Pierre-Yves Renard, Cyrille Sabot
Summary: This study reports a protein-directed synthesis method for synthesizing carbonic anhydrase inhibitors and discovers unexpected photophysical properties. Fine-tuning of substituents on the coumarin moiety allows for bidirectional photochemical reactions, leading to the discovery of a new photoswitch moiety with fluorescence properties.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Materials Science, Multidisciplinary
Flavia Lupi, Daniele Martella, Sara Nocentini, Diego Antonioli, Michele Laus, Diederik S. Wiersma, Camilla Parmeggiani
Summary: Liquid crystalline elastomers (LCEs) have attracted significant attention from researchers due to their anisotropic molecular structure for building artificial muscles. Recent studies have shown that the main chain structure plays a crucial role in modulating the thermomechanical properties of LCEs, while the side-chain structure greatly influences the mechanical response. These findings not only enhance understanding of the chemical-physical properties of LCEs, but also pave the way for the development of multicomponent actuators capable of deformation at different temperature ranges.
ACS APPLIED POLYMER MATERIALS
(2021)
Article
Nanoscience & Nanotechnology
Sudheendran Mavila, Jasmine Sinha, Yunfeng Hu, Maciej Podgorski, Parag K. Shah, Christopher N. Bowman
Summary: This study presents a scalable method for synthesizing high refractive index, optically transparent photopolymers using low-viscosity multifunctional thiol and alkyne monomers through thiol-yne click reactions. These reactions create sulfide linkages, allowing for the production of cross-linked high optical quality photopolymers compared to thiol-ene systems.
ACS APPLIED MATERIALS & INTERFACES
(2021)
Article
Polymer Science
Michael Zanon, Laura Montalvillo-Jimenez, Paula Bosch, Raquel Cue-Lopez, Enrique Martinez-Campos, Marco Sangermano, Annalisa Chiappone
Summary: Surgical interventions play a crucial role in modern medicine, but the rehabilitation process is essential for patients with post-treatment consequences. This study proposes a sodium alginate hydrogel, synthesized using a thiol-yne reaction, which demonstrates good self-standing properties and desirable mechanical, rheological, and topographical behavior. The hydrogels are also cytocompatible and have the potential to be used in tissue engineering and regenerative medicine.
Article
Chemistry, Physical
Volkan Findik, Betul Tuba Varinca, Isa Degirmenci, Safiye Sag Erdem
Summary: Thiol-yne reactions have been studied systematically to understand the structural influences of thiol and alkyne functionalities on the reaction pathways, shedding light on the reaction kinetics, structure-reactivity relations, and E/Z diastereoselectivity of the products. Results suggest that spin density, stability of sulfur radicals, and intramolecular p-p stacking interactions are key factors affecting the reaction rates and Z diastereoselectivity.
JOURNAL OF PHYSICAL CHEMISTRY A
(2021)
Article
Chemistry, Multidisciplinary
Laura J. Macdougall, Maria M. Perez-Madrigal, Joshua E. Shaw, Joshua C. Worch, Christopher Sammon, Stephen M. Richardson, Andrew P. Dove
Summary: The stereochemistry of polymers significantly influences their mechanical properties, and by manipulating the stereochemistry of a double bond, materials with diverse mechanical properties but comparable physical properties can be obtained. Human mesenchymal stem cells can be used as a substrate stiffness cell reporter to study mechanotransduction, without the influence of other external factors.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Polymer Science
Shuyu Xue, Xingfeng Lei, Yuyang Xiao, Guo Xiong, Ruhe Lian, Xiangze Xin, Yutian Peng, Qiuyu Zhang
Summary: In this study, polyimides with vinylene sulfide linkages were synthesized efficiently through a catalyst-free thiol-yne click polymerization method. These PIs exhibited high tensile strength, glass transition temperature, thermal decomposition temperature, and good solubility, making them promising candidates for advanced optical applications.
Article
Materials Science, Multidisciplinary
Monika A. Jedrzejczyk, Panos D. Kouris, Michael D. Boot, Emiel J. M. Hensen, Katrien Bernaerts
Summary: This study demonstrates the development of lignin-based resins for wood adhesion applications. Lignin was functionalized with terminal alkyne groups and cross-linked with a multifunctional thiol to form polymeric networks. The curing conditions and reactive monomeric diluents were varied to study their influence on resin characteristics and performance. The lignin-based resins showed comparable performance to phenol-formaldehyde resins and have the advantages of higher lignin loadings and no volatile emissions.
ACS APPLIED POLYMER MATERIALS
(2022)
Article
Nanoscience & Nanotechnology
Mark Mitmoen, Ofer Kedem
Summary: Chemical coatings play a vital role in controlling surface interactions and properties. This study focuses on a maskless photopatterning process that uses the photocatalyzed thiolyne click reaction to create various patterns on thiolated surfaces. The technique enables the grafting of molecules onto the surface in tunable concentrations and has shown promising results for a wide range of applications.
ACS APPLIED MATERIALS & INTERFACES
(2022)
Article
Biochemistry & Molecular Biology
Jessica S. Brand, Leonard Forster, Thomas Boeck, Philipp Stahlhut, Joerg Tessmar, Juergen Groll, Krystyna Albrecht
Summary: This article introduces a hydrogel prepared from pig gastric mucin (PGM), which has good biocompatibility and functional groups for chemical modifications. Compared to bovine submaxillary gland mucin, this hydrogel is more cost-efficient and easily accessible.
MACROMOLECULAR BIOSCIENCE
(2022)
Article
Chemistry, Inorganic & Nuclear
Sonia Bruna, Antonio Valverde-Gonzalez, M. Merced Montero-Campillo, Otilia Mo, Isabel Cuadrado
Summary: The thiol-yne coupling chemistry of diferrocenylacetylene has been investigated, showing dependence on initiation method and yielding unique stereochemical outcomes. The study also compared the reactivities of internal -C C- bond in diferrocenylacetylene and external triple bond in ethynylferrocene, providing insight into their different behaviors.
DALTON TRANSACTIONS
(2022)
Article
Chemistry, Applied
Wanjing Liu, Pan Tian, Yisen Huang, Junhua Zhang
Summary: This study proposed the synthesis of alkyne-modified unsaturated resins by reacting reactive monomers containing carbon-carbon triple bonds with epoxy resin, and explored their potential applicability in photocurable resins. Resins modified with propargylic acid exhibited higher photosensitivity and the addition of thiols resulted in excellent triple bond conversion.
PROGRESS IN ORGANIC COATINGS
(2022)
Review
Biochemistry & Molecular Biology
Qian Xiao, Qing-Xiao Tong, Jian-Ji Zhong
Summary: Visible-light photoredox catalysis is an environmentally friendly and sustainable tool for organic transformations. It has shown great efficiency and atom economy in the thiol-ene/yne reactions. Recent advancements in visible-light photoredox catalysis have made significant contributions to this field.
Article
Polymer Science
Kajari Mazumder, Hartmut Komber, Eva Bittrich, Brigitte Voit, Susanta Banerjee
Summary: A series of novel sulfur containing high refractive index polymers were synthesized and their physico-chemical properties were investigated. The polymers showed high transparency and refractive index, along with high thermal stability and excellent mechanical properties, making them promising candidates for opto-electronic devices.
Article
Chemistry, Multidisciplinary
Sarah Tassinari, Silvia Moreno, Hartmut Komber, Riccardo Carloni, Michela Cangiotti, Maria Francesca Ottaviani, Dietmar Appelhans
Summary: This study demonstrates the potential of glycodendrimers and oligopeptides in inhibiting the formation of immunocomplexes and breaking down preformed immunocomplexes in Systemic Lupus Erythematosus (SLE). The 3(rd) generation poly(propyleneimine) (PPI) dendrimer exhibits the most promising anti-SLE activity.
Article
Polymer Science
Nikolai Liubimtsev, Tom Koesterke, Yunjiao Che, Dietmar Appelhans, Jens Gaitzsch, Brigitte Voit
Summary: In this study, a novel redox-sensitive ferrocene functionalised double cross-linked hydrogel was developed by combining responsive double cross-linked hydrogels with supramolecular chemistry. The reversible changes in swelling and shrinkage were achieved by dissociation and re-formation of the complex, influencing the rheology of the hydrogel and providing potential applications in microfluidics and diagnostics.
Article
Thermodynamics
Dan Xiao, Uwe Gohs, Udo Wagenknecht, Brigitte Voit, De-Yi Wang
Summary: A novel fire-retardant system containing AAPP/PER was used to enhance fire safety of PP, and the PP-AAPP/PER system showed improved fire resistance after melt blending and electron-beam irradiation treatment. LOI and UL 94 testing confirmed the enhanced fire safety of PP with AAPP/PER, while cone-calorimeter testing demonstrated reduced heat release, smoke production, and toxic gas emission. Incorporation of PER and AAPP was efficient for enhancing fire safety of PP composites, and sustainable electron-beam irradiation was used to improve the thermal performance without thermal stabilizers.
THERMOCHIMICA ACTA
(2022)
Article
Polymer Science
Chen Jiao, Franziska Obst, Martin Geisler, Yunjiao Che, Andreas Richter, Dietmar Appelhans, Jens Gaitzsch, Brigitte Voit
Summary: In this study, we integrated stimuli-responsive hydrogel dots into a microfluidic device through photopolymerization. The hydrogel dots, containing both a permanent cross-linker and a redox responsive reversible cross-linker, could swell or shrink in response to the cleavage and re-formation of disulfide bonds introduced by the reversible cross-linker. Rheological measurements were used to select hydrogels that could withstand long-term shear forces under continuous flow. The hydrogel dots were able to successfully capture and release proteins, demonstrating their potential for use in lab-on-a-chip devices for detection and delivery.
Retraction
Chemistry, Multidisciplinary
Xiaoling Liu, Petr Formanek, Brigitte Voit, Dietmar Appelhans
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Correction
Chemistry, Multidisciplinary
Xiaoling Liu, Dietmar Appelhans, Brigitte Voit
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Materials Science, Multidisciplinary
Christian Mielke, Justus Kuhnigk, Doris Pospiech, Hartmut Komber, Regine Boldt, Albena Lederer, Miroslawa El Fray, Tobias Standau, Holger Ruckdaeschel, Volker Altstaedt, Brigitte Voit
Summary: This study successfully synthesized PBT copolyesters with short-chain branched units, which achieved high expansion and homogeneous cell morphology by altering the crystallinity, glass transition temperatures, and rheological behavior of PBT. The new terpolyesters have properties comparable to PBT treated with chain extenders.
MACROMOLECULAR MATERIALS AND ENGINEERING
(2022)
Article
Polymer Science
Carolin Bunk, Lucas Loser, Nora Fribiczer, Hartmut Komber, Lothar Jakisch, Reinhard Scholz, Brigitte Voit, Sebastian Seiffert, Kay Saalwachter, Michael Lang, Frank Bohme
Summary: A new method for synthesizing model amphiphilic polymer co-networks using heterocomplementary coupling reactions was investigated, showing nearly model-like gel structure with only a small amount of pending arms as the most significant network defects.
Article
Polymer Science
Kajari Mazumder, Hartmut Komber, Eva Bittrich, Kai Uhlig, Brigitte Voit, Susanta Banerjee
Summary: This study reports the synthesis of sulfur-containing polyimides with high refractive index and their potential applications in optoelectronics. The polyimides exhibited high thermodynamic stability and flexibility, with the ability to tune their optical properties. The increase in sulfur and aromatic contents in the polymer backbone resulted in higher refractive index values.
Article
Polymer Science
Marco Paolino, Paola Varvara, Mario Saletti, Annalisa Reale, Mariangela Gentile, Eugenio Paccagnini, Germano Giuliani, Hartmut Komber, Mariano Licciardi, Andrea Cappelli
Summary: A coating technology using low molecular weight hyaluronic acid (HA) and ferulic acid (FA) was applied to coat low generation poly(propylene imine) dendrimers, and the resulting HA-FA-HEG-PPID dendrimeric materials showed excellent loading capability for the anticancer drug doxorubicin. The stable nanostructured loaded delivery systems were able to internalize into CD44-expressing cells and exhibit high cytotoxicity comparable to free doxorubicin.
JOURNAL OF APPLIED POLYMER SCIENCE
(2023)
Article
Chemistry, Physical
Johannes U. Lenz, Doris Pospiech, Hartmut Komber, Andreas Korwitz, Oliver Kobsch, Maxime Paven, Rolf W. Albach, Martin Guenther, Bernhard Schartel
Summary: The impact of phosphorus-containing flame retardants on rigid polyisocyanurate foams was studied by varying the chemical structure of the flame retardants. Different compounds, including non-NCO-reactive and NCO-reactive dibenzo[d,f][1,3,2]dioxaphosphepine 6-oxide (BPPO) and 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide (DOPO), were compared in terms of foam properties, thermal decomposition, and fire behavior. The results showed that DOPO was more effective when the flame retardant acted as a filler or dangling end in the foam polymer network, while BPPO was superior when incorporated as a subunit in the network.
Article
Chemistry, Multidisciplinary
Rukiya Matsidik, Hartmut Komber, Martin Brinkmann, Karl Sebastian Schellhammer, Frank Ortmann, Michael Sommer
Summary: Efficient organic electronic devices can be fabricated from discrete oligomers, which can be synthesized at gram scale. The properties of these oligomers, including optical, electronic, thermal, and structural properties, depend on their length. The results of this study provide a basis for investigating the length-structure-function relationships of oligomers.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Polymer Science
Enrique Caldera-Cruz, Takuya Tsuda, Nataliya Kiriy, Heidi Thomas, Paulius Imbrasas, Roman Tkachov, Tim Achenbach, Sebastian Reineke, Anton Kiriy, Brigitte Voit
Summary: This study presents three novel host materials for OLEDs, which enable the fabrication of low-cost electronic devices using low-temperature solution-processing methods. These materials possess important properties and play a crucial role in OLEDs.
Article
Polymer Science
Carolin Bunk, Hartmut Komber, Michael Lang, Nora Fribiczer, Martin Geisler, Petr Formanek, Lothar Jakisch, Sebastian Seiffert, Brigitte Voit, Frank Boehme
Summary: In this study, two well-defined amphiphilic tetra-arm star block copolymers were prepared by a hetero-complementary linking reaction. The behavior of the two copolymers was studied in water, and it was found that spherical micelles formed at elevated temperatures for the copolymer with longer PEG arms. However, the copolymer with shorter PEG arms formed cloudy suspensions in water.
Article
Polymer Science
Paige A. Shaw, Maxime Klausen, Mark Bradley
Summary: A light-responsive polymer capable of controlled release of camptothecin and generation of reactive oxygen species (ROS) was developed, which exhibited high cancer cell killing activity through both camptothecin release and ROS generation.
Article
Polymer Science
Donghui Zhang, Shiqi Liu, Zhihao Cai, Weizhe Luo, Guojian Liu, Runhui Liu
Summary: A straightforward and efficient method for synthesizing NPC monomers has been developed in this study, which enhances the availability of NPC monomers and facilitates the synthesis of polypeptides.