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Journal articles on the topic 'Functionalized maleimide'

Author: Grafiati

Published: 4 June 2021

Last updated: 8 February 2022

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1

Shrestha, Tej B., Mausam Kalita, Megh Raj Pokhrel, et al. "Maleimide-Functionalized Photochromic Spirodihydroindolizines." Journal of Organic Chemistry 78, no. 5 (2012): 1903–9. http://dx.doi.org/10.1021/jo301894s.

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2

Wendler, Felix, Tobias Rudolph, Helmar Görls, et al. "Maleimide-functionalized poly(2-ethyl-2-oxazoline): synthesis and reactivity." Polymer Chemistry 7, no. 13 (2016): 2419–26. http://dx.doi.org/10.1039/c6py00033a.

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Poly(2-ethyl-2-oxazoline)s end-functionalized with a maleimide moiety were prepared from azide-terminated PEtOx<sub>x</sub>-N<sub>3</sub>viacopper-catalyzed azide–alkyne cycloaddition (CuAAC) with an alkyne-bearing maleimide (MI).

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3

Duval, Antoine, Heiko Lange, Martin Lawoko, and Claudia Crestini. "Reversible crosslinking of lignin via the furan–maleimide Diels–Alder reaction." Green Chemistry 17, no. 11 (2015): 4991–5000. http://dx.doi.org/10.1039/c5gc01319d.

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4

Decker, Christian, and Catherine Bianchi. "Photocrosslinking of a maleimide functionalized polymethacrylate." Polymer International 52, no. 5 (2003): 722–32. http://dx.doi.org/10.1002/pi.1119.

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5

Hu, Shu-Man, Chin-Yun Lee, Yu-Ming Chang, et al. "Vapor-Phase Fabrication of a Maleimide-Functionalized Poly-p-xylylene with a Three-Dimensional Structure." Coatings 11, no. 4 (2021): 466. http://dx.doi.org/10.3390/coatings11040466.

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A vapor-phase process, involving the sublimation of an ice substrate/template and the vapor deposition of a maleimide-functionalized poly-p-xylylene, has been reported to synthesize an advanced porous material, with readily clickable chemical interface properties, to perform a Michael-type addition of a maleimide functionality for conjugation with a thiol group. In contrast to the conventional chemical vapor deposition of poly-p-xylylenes on a solid surface that forms thin film coatings, the process reported herein additionally results in deposition on a dynamic and sublimating ice surface (te

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6

Mousa Kareem, Mohanad, and Layali Abdullah Abbas. "New prodrug polymers functionalized based on Maleimide." Journal of Physics: Conference Series 1294 (September 2019): 052031. http://dx.doi.org/10.1088/1742-6596/1294/5/052031.

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7

Wu, Jingbo, Yang Xi, Gregory T. McCandless, Oleg V. Kulikov, Remya Menon, and Bruce M. Novak. "Synthesis and characterization of a novel fluorinated bismaleimide via a nucleophilic addition–elimination reaction and its polymeric networks." RSC Advances 5, no. 92 (2015): 75547–54. http://dx.doi.org/10.1039/c5ra13771c.

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8

Swanepoel, A., I. du Preez, T. Mahlangu, A. Chetty, and B. Klumperman. "Development of bioconjugated dye-doped poly(styrene-co-maleimide) nanoparticles as a new bioprobe." Journal of Materials Chemistry B 3, no. 13 (2015): 2635–40. http://dx.doi.org/10.1039/c4tb01520g.

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9

Galli, Marco, Andrea Guerrini, Silvia Cauteruccio, et al. "Superparamagnetic iron oxide nanoparticles functionalized by peptide nucleic acids." RSC Advances 7, no. 25 (2017): 15500–15512. http://dx.doi.org/10.1039/c7ra00519a.

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10

Schmidt and Eschig. "Hydrophobilization of Furan-Containing Polyurethanes via Diels–Alder Reaction with Fatty Maleimides." Polymers 11, no. 8 (2019): 1274. http://dx.doi.org/10.3390/polym11081274.

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We describe new hydrophobic functionalized linear polyurethane resins by combining N-alkyl maleimides via the Diels–Alder reaction with linear furan-modified polyurethanes. This procedure provides the opportunity for the post-polymerization-functionalizing of polyurethanes. Access to furan-bearing polyurethanes is achieved via the reaction of a furan-containing diol, polyethylenglycol (PEG), and different diisocyanates. The furan-containing diol is obtained from the reaction of furfurylamine and two equivalents of hydroxyalkyl acrylate. The resulting furan-bearing polyurethanes are reacted wit

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11

Ahokas, Mia, and Carl-Eric Wilén. "Modified and functionalized maleimide copolymers for paper coatings." Polymer Bulletin 66, no. 4 (2010): 491–501. http://dx.doi.org/10.1007/s00289-010-0289-7.

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12

Chisholm, Michael S., John G. Carey, Michael E. B. Jones, and Philip Wade. "Novel maleimide functionalized oligomers: 1. Model compound studies." Polymer 33, no. 4 (1992): 838–41. http://dx.doi.org/10.1016/0032-3861(92)90346-x.

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13

Chisholm, Michael S., John G. Carey, Michael E. B. Jones, and Philip Wade. "Novel maleimide functionalized oligomers: 2. Co-oligomerization studies." Polymer 33, no. 4 (1992): 842–46. http://dx.doi.org/10.1016/0032-3861(92)90347-y.

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14

Rudolph, Tobias, Pieter Espeel, Filip E. Du Prez, and Felix H. Schacher. "Poly(thiolactone) homo- and copolymers from maleimide thiolactone: synthesis and functionalization." Polymer Chemistry 6, no. 23 (2015): 4240–51. http://dx.doi.org/10.1039/c5py00329f.

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We describe the synthesis of a thiolactone-functionalized maleimide (MITla), its copolymerization into poly(thiolactone) homo- and copolymers via controlled or free radical polymerization (CRP or FRP) techniques, and subsequent modification.

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15

García-Astrain, C., I. Ahmed, D. Kendziora, et al. "Effect of maleimide-functionalized gold nanoparticles on hybrid biohydrogels properties." RSC Advances 5, no. 62 (2015): 50268–77. http://dx.doi.org/10.1039/c5ra06806a.

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16

Lee, Won-Ji, and Sang-Ho Cha. "Improvement of Mechanical and Self-Healing Properties for Polymethacrylate Derivatives Containing Maleimide Modified Graphene Oxide." Polymers 12, no. 3 (2020): 603. http://dx.doi.org/10.3390/polym12030603.

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In this paper, a self-healable nanocomposite based on the Diels-Alder reaction is developed. A graphene-based nanofiller is introduced to improve the self-healing efficiency, as well as the mechanical properties of the nanocomposite. Graphene oxide (GO) is modified with maleimide functional groups, and the maleimide-modified GO (mGO) enhanced the compatibility of the polymer matrix and nanofiller. The tensile strength of the nanocomposite containing 0.030 wt% mGO is improved by 172%, compared to that of a polymer film incorporating both furan-functionalized polymer and bismaleimide without any

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17

Ishida, Hatsuo, and Sharon Ohba. "Synthesis and characterization of maleimide and norbornene functionalized benzoxazines." Polymer 46, no. 15 (2005): 5588–95. http://dx.doi.org/10.1016/j.polymer.2005.04.080.

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18

Pérez-Camacho, O., S. Sepúlveda-Guzmán, M. Pérez-Álvarez, M. García-Zamora, and G. Cadenas-Pliego. "Synthesis, characterization and properties of functionalized styrene-maleimide copolymers." Polymer International 54, no. 12 (2005): 1626–31. http://dx.doi.org/10.1002/pi.1891.

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19

Chisholm, Michael S., John G. Carey, Michael E. B. Jones, and James E. Maguire. "Novel maleimide functionalized oligomers: 3. Functionalization of preformed oligomers." Polymer 33, no. 4 (1992): 847–51. http://dx.doi.org/10.1016/0032-3861(92)90348-z.

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20

Pitchaimari, Gnanasekar, and Chinnaswamy Thangavel Vijayakumar. "Functionalized monomers based on N-(4-hydroxy phenyl)maleimide." Journal of Thermal Analysis and Calorimetry 114, no. 3 (2013): 1351–61. http://dx.doi.org/10.1007/s10973-013-3174-4.

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21

Gil Alvaradejo, Gabriela, Mathias Glassner, Richard Hoogenboom, and Guillaume Delaittre. "Maleimide end-functionalized poly(2-oxazoline)s by the functional initiator route: synthesis and (bio)conjugation." RSC Advances 8, no. 17 (2018): 9471–79. http://dx.doi.org/10.1039/c8ra00948a.

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22

Da Pieve, Chiara, Ata Makarem, Stephen Turnock, Justyna Maczynska, Graham Smith, and Gabriela Kramer-Marek. "Thiol-Reactive PODS-Bearing Bifunctional Chelators for the Development of EGFR-Targeting [18F]AlF-Affibody Conjugates." Molecules 25, no. 7 (2020): 1562. http://dx.doi.org/10.3390/molecules25071562.

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Site-selective bioconjugation of cysteine-containing peptides and proteins is currently achieved via a maleimide–thiol reaction (Michael addition). When maleimide-functionalized chelators are used and the resulting bioconjugates are subsequently radiolabeled, instability has been observed both during radiosynthesis and post-injection in vivo, reducing radiochemical yield and negatively impacting performance. Recently, a phenyloxadiazolyl methylsulfone derivative (PODS) was proposed as an alternative to maleimide for the site-selective conjugation and radiolabeling of proteins, demonstrating im

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23

Lee, Jung Hyo, Moon Soo Choi, and Taek Seung Lee. "Synthesis of Maleimide-Functionalized Water-Soluble Poly(arylene ethynylene)s." Molecular Crystals and Liquid Crystals 492, no. 1 (2008): 192/[556]—199/[563]. http://dx.doi.org/10.1080/15421400802330648.

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24

Tsai, Meng-Yu, Ching-Yu Lin, Chi-Hui Huang, et al. "Vapor-based synthesis of maleimide-functionalized coating for biointerface engineering." Chemical Communications 48, no. 89 (2012): 10969. http://dx.doi.org/10.1039/c2cc35892a.

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25

Seo, Jeong-Min, and Jong-Beom Baek. "A solvent-free Diels–Alder reaction of graphite into functionalized graphene nanosheets." Chem. Commun. 50, no. 93 (2014): 14651–53. http://dx.doi.org/10.1039/c4cc07173e.

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A solvent-free Diels–Alder reaction between graphite as a diene and a typical dienophile, maleic anhydride or maleimide is developed. The functionalization of graphite with dienophiles is efficient enough for delamination of graphitic layers into graphene nanosheets upon dispersion in a polar solvent.

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26

Ol'shevskaya, Valentina A., Victoria M. Alpatova, Anton V. Makarenkov, et al. "Synthesis of maleimide-functionalized carboranes and their utility in Michael addition reactions." New Journal of Chemistry 45, no. 27 (2021): 12159–67. http://dx.doi.org/10.1039/d1nj02499j.

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27

Kaiser, Katharina M. A., Johann Ewender, and Frank Welle. "Recyclable Multilayer Packaging by Means of Thermoreversibly Crosslinking Adhesive in the Context of Food Law." Polymers 12, no. 12 (2020): 2988. http://dx.doi.org/10.3390/polym12122988.

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Lacking recyclability of multilayer packaging can be overcome by using a thermoreversible crosslinking adhesive consisting of maleimide- and furan-functionalized polyurethane-(PU-)prepolymers, reacting in a Diels–Alder-reaction. Here, the furan-functionalized PU-prepolymer carries furan-side-chains to avoid the usage of an additional crosslinking agent. Thus, N‑(2‑hydroxyethyl)maleimide and furfurylamine are the only two chemicals contained in the adhesive that are not listed in the appendix of EU Regulation 10/2011. Using migration modelling, it could be shown that, at 23 °C, both chemicals h

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28

Elliott, John T., and Glenn D. Prestwich. "Maleimide-Functionalized Lipids that Anchor Polypeptides to Lipid Bilayers and Membranes." Bioconjugate Chemistry 11, no. 6 (2000): 832–41. http://dx.doi.org/10.1021/bc000022a.

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29

Okhay, Nidhal, Nathalie Mignard, Corinne Jegat, and Mohamed Taha. "Diels–Alder thermoresponsive networks based on high maleimide-functionalized urethane prepolymers." Designed Monomers and Polymers 16, no. 5 (2012): 475–87. http://dx.doi.org/10.1080/15685551.2012.747166.

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30

Kükrer Kaletas, Basak, Valery N. Kozhevnikov, Mikhail Zimine, René M. Williams, Burkhard König, and Luisa De Cola. "Sensitization of Nanocrystalline TiO2 Films with Carboxy-Functionalized Bis(indolyl)maleimide." European Journal of Organic Chemistry 2005, no. 16 (2005): 3443–49. http://dx.doi.org/10.1002/ejoc.200500043.

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31

Ishida, Hatsuo, and Sharon Ohba. "Thermal analysis and mechanical characterization of maleimide-functionalized benzoxazine/epoxy copolymers." Journal of Applied Polymer Science 101, no. 3 (2006): 1670–77. http://dx.doi.org/10.1002/app.22499.

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32

Gaina, Constantin, Viorica Gaina, and Constantin Ciobanu. "Thermal and mechanical characterization of maleimide-functionalized copoly(urethane-urea)s." Journal of Applied Polymer Science 113, no. 5 (2009): 3245–54. http://dx.doi.org/10.1002/app.30092.

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33

Pitchaimari, G., K. S. S. Sarma, Lalit Varshney, and C. T. Vijayakumar. "Electron beam curing of functionalized N-(4-hydroxy phenyl)maleimide monomers." High Performance Polymers 27, no. 3 (2014): 299–311. http://dx.doi.org/10.1177/0954008314545522.

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34

Gevrek, Tugce Nihal, Tugba Bilgic, Harm-Anton Klok, and Amitav Sanyal. "Maleimide-Functionalized Thiol Reactive Copolymer Brushes: Fabrication and Post-Polymerization Modification." Macromolecules 47, no. 22 (2014): 7842–51. http://dx.doi.org/10.1021/ma5015098.

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35

He, Guan Zhen, and Wen Jen Lin. "Peptide-Functionalized Nanoparticles-Encapsulated Cyclin-Dependent Kinases Inhibitor Seliciclib in Transferrin Receptor Overexpressed Cancer Cells." Nanomaterials 11, no. 3 (2021): 772. http://dx.doi.org/10.3390/nano11030772.

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Seliciclib, a broad cyclin-dependent kinases (CDKs) inhibitor, exerts its potential role in cancer therapy. For taking advantage of overexpressive transferrin receptor (TfR) on most cancer cells, T7 peptide, a TfR targeting ligand, was selected as a targeting ligand to facilitate nanoparticles (NPs) internalization in cancer cells. In this study, poly(d,l-lactide-co-glycolide) (PLGA) was conjugated with maleimide poly(ethylene glycol) amine (Mal-PEG-NH2) to form PLGA-PEG-maleimide copolymer. The synthesized copolymer was used to prepare NPs for encapsulation of seliciclib which was further dec

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36

Nakamura, Hiroyuki, Shunsuke Kikuchi, Kazuki Kawai, Satomu Ishii, and Shinichi Sato. "closo-Dodecaborate-conjugated human serum albumins: preparation and in vivo selective boron delivery to tumor." Pure and Applied Chemistry 90, no. 4 (2018): 745–53. http://dx.doi.org/10.1515/pac-2017-1104.

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Abstract Maleimide-functionalized closo-dodecaborate (MID) and isothiocyanate-functionalized closo-dodecaborate (ISD) were synthesized from closo-dodecaborate via ring opening reaction of 1,4-dioxane-closo-dedecaborate complex 1 with ammonia. MID was found to possess highest conjugation efficacy to bovine serum albumin among three closo-dodecaborate derivatives, MID, ISD, and 1. The conjugation reaction of MID to human serum albumin (HSA) proceeded under PBS buffer conditions (pH 7.4). Boron distribution studies in colon 26 tumor-bearing mice revealed that HSA-MID was highly accumulated in tum

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37

Durand, Pierre-Luc, Etienne Grau, and Henri Cramail. "Bio-Based Thermo-Reversible Aliphatic Polycarbonate Network." Molecules 25, no. 1 (2019): 74. http://dx.doi.org/10.3390/molecules25010074.

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Aliphatic polycarbonates represent an important class of materials with notable applications in the biomedical field. In this work, low Tg furan-functionalized bio-based aliphatic polycarbonates were cross-linked thanks to the Diels–Alder (DA) reaction with a bis-maleimide as the cross-linking agent. The thermo-reversible DA reaction allowed for the preparation of reversible cross-linked polycarbonate materials with tuneable properties as a function of the pendent furan content that was grafted on the polycarbonate backbone. The possibility to decrosslink the network around 70 °C could be an a

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38

Rajkumar, Thangamani, Nagamuthu Muthupandiyan, and Chinnaswamy Thangavel Vijayakumar. "Synthesis and investigation of thermal properties of PMMA-maleimide-functionalized reduced graphene oxide nanocomposites." Journal of Thermoplastic Composite Materials 33, no. 1 (2018): 85–96. http://dx.doi.org/10.1177/0892705718804595.

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Reduced graphene oxide (RGEO) and N-[4-(chlorocarbonyl)phenyl]maleimide-functionalized reduced graphene oxide (MFRGEO) were used as nanofillers for polymethyl methacrylate (PMMA) matrix nanocomposites to enhance thermal stability. Methyl methacrylate containing nanofiller of four different weight percent (0.2, 0.4, 0.6, and 0.8) was polymerized using ultrasonic radiation-assisted bulk polymerization. The Fourier-transform infrared spectra showed the absence of chemical interaction between the filler and the matrix phase. Morphology of nanocomposites studied using scanning electron microscope c

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39

Gao, Meng, Wenting Zhao, Hongyi Zhao, Ziyun Lin, Dongfeng Zhang, and Haihong Huang. "An efficient and facile access to highly functionalized pyrrole derivatives." Beilstein Journal of Organic Chemistry 14 (April 20, 2018): 884–90. http://dx.doi.org/10.3762/bjoc.14.75.

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A straightforward and one-pot synthesis of pyrrolo[3,4-c]pyrrole-1,3-diones via Ag(I)-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with N-alkyl maleimide, followed by readily complete oxidation with DDQ, has been successfully developed. Further transformation with alkylamine/sodium alkoxide alcohol solution conveniently afforded novel polysubstituted pyrroles in good to excellent yields. This methodology for highly functionalized pyrroles performed well over a broad scope of substrates. It is conceivable that this efficient construction method for privileged pyrrole scaffolds could

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40

Bertin, Paul A., Michael J. Ahrens, Kinjal Bhavsar, et al. "Ferrocene and Maleimide-Functionalized Disulfide Scaffolds for Self-Assembled Monolayers on Gold." Organic Letters 12, no. 15 (2010): 3372–75. http://dx.doi.org/10.1021/ol101180r.

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41

Zhang, Shouxiang, Mengjie Liu, Lewis Yi Fong Tan, et al. "A Maleimide‐functionalized Tetraphenylethene for Measuring and Imaging Unfolded Proteins in Cells." Chemistry – An Asian Journal 14, no. 6 (2019): 904–9. http://dx.doi.org/10.1002/asia.201900150.

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42

Tao, Lei, Catherine S. Kaddis, Rachel R. Ogorzalek Loo, Gregory N. Grover, Joseph A. Loo, and Heather D. Maynard. "Synthesis of Maleimide-End-Functionalized Star Polymers and Multimeric Protein−Polymer Conjugates." Macromolecules 42, no. 21 (2009): 8028–33. http://dx.doi.org/10.1021/ma901540p.

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43

Oswald, Mira, Simon Geissler, and Achim Goepferich. "Determination of the activity of maleimide-functionalized phospholipids during preparation of liposomes." International Journal of Pharmaceutics 514, no. 1 (2016): 93–102. http://dx.doi.org/10.1016/j.ijpharm.2016.06.116.

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44

Wu, Dan, Shane Cheung, Marc Devocelle, Li-Jun Zhang, Zhi-Long Chen, and Donal F. O'Shea. "Synthesis and assessment of a maleimide functionalized BF2 azadipyrromethene near-infrared fluorochrome." Chemical Communications 51, no. 93 (2015): 16667–70. http://dx.doi.org/10.1039/c5cc06137g.

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45

Burns, David A., Angelica Benavidez, Jessica L. Buckner, and V. Sara Thoi. "Maleimide-functionalized metal–organic framework for polysulfide tethering in lithium–sulfur batteries." Materials Advances 2, no. 9 (2021): 2966–70. http://dx.doi.org/10.1039/d1ma00084e.

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46

He, Siyang, and Guido Kickelbick. "Reversible Diels–Alder Reactions with a Fluorescent Dye on the Surface of Magnetite Nanoparticles." Molecules 26, no. 4 (2021): 877. http://dx.doi.org/10.3390/molecules26040877.

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Diels–Alder reactions on the surface of nanoparticles allow a thermoreversible functionalization of the nanosized building blocks. We report the synthesis of well-defined magnetite nanoparticles by thermal decomposition reaction and their functionalization with maleimide groups. Attachment of these dienophiles was realized by the synthesis of organophosphonate coupling agents and a partial ligand exchange of the original carboxylic acid groups. The functionalized iron oxide particles allow a covalent surface attachment of a furfuryl-functionalized rhodamine B dye by a Diels–Alder reaction at 6

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47

Magli, Sofia, Lorenzo Rossi, Cesare Consentino, Sabrina Bertini, Francesco Nicotra, and Laura Russo. "Combined Analytical Approaches to Standardize and Characterize Biomaterials Formulations: Application to Chitosan-Gelatin Cross-Linked Hydrogels." Biomolecules 11, no. 5 (2021): 683. http://dx.doi.org/10.3390/biom11050683.

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A protocol based on the combination of different analytical methodologies is proposed to standardize the experimental conditions for reproducible formulations of hybrid hydrogels. The final hybrid material, based on the combination of gelatin and chitosan functionalized with methylfuran and cross-linked with 4-arm-PEG-maleimide, is able to mimic role, dynamism, and structural complexity of the extracellular matrix. Physical–chemical properties of starting polymers and finals constructs were characterized exploiting the combination of HP-SEC-TDA, UV, FT-IR, NMR, and TGA.

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48

Park, Chul Soon, Han Ju Lee, Andrew C. Jamison, and T. Randall Lee. "Robust Maleimide-Functionalized Gold Surfaces and Nanoparticles Generated Using Custom-Designed Bidentate Adsorbates." Langmuir 32, no. 29 (2016): 7306–15. http://dx.doi.org/10.1021/acs.langmuir.6b01299.

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49

Kim, Hyun-Sik, Hyeon-Deuk Hwang, and Kwan-Young Han. "Ink-Step Adaptability and Reliability of Maleimide-Functionalized UV-Curable Optically Clear Adhesives." Nanoscience and Nanotechnology Letters 9, no. 8 (2017): 1146–52. http://dx.doi.org/10.1166/nnl.2017.2461.

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50

Gobbo, Pierangelo, and Mark S. Workentin. "Improved Methodology for the Preparation of Water-Soluble Maleimide-Functionalized Small Gold Nanoparticles." Langmuir 28, no. 33 (2012): 12357–63. http://dx.doi.org/10.1021/la302168g.

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