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3 protocols using 4 4 dinonyl 2 2 bipyridine

1

Synthesis and Characterization of VBBPA

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4-Vinylbenzyl chloride (VBC, 90%), 4,4’-dinonyl-2,2’-bipyridine (dNbpy, 97%), N,N,N′,N′′,N′′-pentamethyldiethylenetriamineethanol (PMDETA, 99%), chloroform (99%), anisole (99%), methanol (99.9%), N,N-dimethylformamide (DMF, 99.5%), diethyl ether (99.9%), ethyl acetate (EA, 100%), n-hexane (95%), ), pyrene (97%), and potassium ethyl xanthate (PEX, 97%) were purchased from Sigma–Aldrich (St. Louis, MO, US) and used without purification. Synthesis of 4-vinylbenzyl 2-bromo-2-phenylacetate (VBBPA) was according to previous literature [56 (link)]. Tetrahydrofuran (THF, 99%) and dichloromethane (DCM, 99.9%) were distilled and stored in molecular sieve prior to use. Madin-Darby Canine Kidney (MDCK) epithelial cells were grown at pH 7.3 in DMEM high glucose medium containing 5% fetal bovine serum (FBS) and 10 mM HEPES-KOH at 37 °C with an atmosphere inlet of ca. 5% CO2. CellTiter 96® AQueous Non-Radioactive Cell Proliferation Assay (g5421) was used to stain the cells.
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2

Synthesis of POEGMA-Coated Magnetic Nanoparticles

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The BPE coated particles were used for growing poly (oligo (ethylene glycol) methyl ether methacrylate) (POEGMA) brushes from the MNPs’ surface through ATRP technique. 60 mg of BPE coated MNPs were suspended in 616 mmol THF. 0.134 mmol of copper chloride (Sigma-Aldrich) was added to the nanoparticle solution and the contents were sonicated until the solution was well dispersed and uniform. 2.8 kmol of oligo (ethylene glycol) methyl ether methacrylate (300 Da MW, Sigma-Aldrich) were added to the reaction. Prior to use, the monomer was purified to remove inhibitors using a prepacked inhibitor column (Sigma-Aldrich) for hydroquinone and monomethyl ether hydroquinone. The flask was sealed, set in an oil bath maintained at 60 °C, and N2 gas was flushed while the reaction was continuously stirred. Once the solution had reached 60 °C, 0.4 mmol of 4–4’dinonyl-2–2’bipyridine (Sigma-Aldrich) were added to the reaction and the flask was again sealed and flushed with N2 gas for 30 minutes. The reaction was let to run for overnight at 60 °C. On next day, the reaction was cool down and the MNPs were precipitated by centrifugation, and washed 3X with THF, 3X with acetone and 3X with Millipore water. Finally, the POEGMA coated MNPs (MNPs-POEGMA) were lyophilized and stored as powder for further experiments. The obtained MNPs-POEGMA are water soluble (Figure S1).
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3

Synthesis of Magnetic Nanoparticles

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Iron(III)
acetylacetonate (99.99%), cobalt(II)
acetylacetonate (99.99%), oleylamine (OAM, > 70%), benzyl ether
(BE,
technical grade 99%), oleic acid (OAC, technical grade, 90%), 4,4′-dinonyl-2,2′-bipyridine
(dNbipy, 97%), copper(I) bromide (Cu(I)Br, 99.9%), p-toluene sulfonyl chloride (TsCl, 99%), methyl methacrylate (MMA,
99%), hydrochloric acid (HCl), nitric acid, extra dry toluene (99.99%),
extra dry diethyl ether (99.99%), hexane, ethanol, tetrahydrofuran,
and acetone were purchased from Sigma-Aldrich. 1,2-Hexadecandiol (99%)
was purchased from TCI. 2-(4-chlorosulfonylphenyl)ethyltrichlorosilane
(CTCS, 50% solution in CH2Cl2) was purchased
from ABCR. P(VDF-TrFE) (65–35%) was purchased from Solvay and
used as received.
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