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Oligo ethylene glycol methyl ether methacrylate oegma

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Oligo(ethylene glycol) methyl ether methacrylate (OEGMA) is a polymeric compound used in various laboratory applications. It is a methacrylate-based monomer with a polyethylene glycol (PEG) side chain. OEGMA exhibits properties such as water solubility and biocompatibility, making it a versatile material for various research and development purposes.

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5 protocols using oligo ethylene glycol methyl ether methacrylate oegma

1

Synthesis and Characterization of BSPMA

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BSPMA was synthesized according
to a previously reported literature procedure.22 (link),34 (link),35 (link) Anhydrous N,N-dimethylformamide (DMF; 99.8%), poly(4-vinylpyridine) (P4VP; Mw = 60,000 g mol–1), iodomethane
(MeI; 99.0%), deuterated solvents, the RAFT agent 4-cyano-4-(thiobenzoylthio)pentanoic
acid (CTBPA), and sodium chloride (NaCl) were acquired from Sigma-Aldrich.
Oligo(ethylene glycol) methyl ether methacrylate (OEGMA; Mn = 300 g mol–1) was obtained from Sigma-Aldrich
and passed through a short activated basic alumina column prior to
polymerization. Sodium iodide (NaI) (99.5%, anhydrous) was obtained
from Acros-Organics. Azobisisobutyronitrile (AIBN) was obtained from
Sigma-Aldrich and recrystallized twice from methanol. All other analytical
grade solvents were obtained from Boom. Water was of R.O. quality
(10 μS cm–1, equivalent to 10–4 M NaCl).
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2

Synthesis and Characterization of PEDOT-Based Polymer

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3,4-Ethylenedioxythiophene (EDOT) and (2,3-dihydrothieno [3,4-b][1,4]dioxin-2-yl)methanol were obtained from AK scientific, oligoethylene glycol methyl ether methacrylate (OEGMA), 2-bromopropionyl bromide, copper bromide, 2,2′-bipyridine and lithium perchlorate were purchased from Sigma-Aldrich (Auckland, New Zealand). Dichloromethane, acetonitrile, sodium bicarbonate, magnesium sulphate, ethanol and methanol were provided by ECP Ltd. (Auckland, New Zealand). Triethylamine (TEA) was purchased from BDH (Poole, UK). Bovine serum albumin (BSA) was acquired from pH Scientific (Auckland, New Zealand). PierceTM Bicinchoninic acid (BCA) Protein Assay Kit was purchased from ThermoFisher Scientific (Auckland, New Zealand). Iron (III) chloride was obtained from ECP Ltd. and all the deionised water was obtained from MilliQ (18.2 MΩ cm) system (Arium Pro Ultrapure Water Systems, Sartorius, Germany).
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3

Synthesis of Glycol Ester Derivatives

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Oligo(ethylene glycol) methyl ether methacrylate (OEGMA) with an average molecular weight of 300 g/mol was obtained from Sigma-Aldrich and purified by passing through a neutral alumina column prior to use. HEBiB, CuBr and Bpy, mucic acid, tartaric acid, lauroyl chloride, zinc chloride, dimethyl amino pyridine (DMAP), p-toluene sulphonic acid, and DCC were purchased from Aldrich and used as received. Dimethyl amino pyridine ptoluene sulphonate (DPTS), M12 (acylated mucic acid derivative with four twelve carbon aliphatic chains (Figure 2)), and T12 (acylated tartaric acid derivative with two twelve carbon aliphatic chains (Figure 2)) were prepared as previously published.17
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4

Purification and Radical Polymerization Protocol

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All chemicals were purchased from Sigma-Aldrich (Overijse, Belgium), Acros (Geel, Belgium) and TCI (Zwijndrecht, Belgium). 2,2,6,6-Tetramethyl-1-piperidyl methacrylate (TMPM, 98%, TCI), oligo(ethylene glycol) methyl ether methacrylate (OEGMA, average molar mass of 300 g/mol, Sigma-Aldrich) and di(ethylene glycol) dimethacrylate (OEGMA2, 98%, Sigma-Aldrich) were purified on a AlOx-filtration column prior use in order to remove the inhibitor. The 2,2′-azobisisobutyronitrile (AIBN, 98% purity, Sigma Aldrich) initiator was recrystallized twice from methanol (Acros, 99%) prior use. Acetylsalicylic acid (ASA, 99.9%, Sigma-Aldrich), isopropanol (IPA, Acros, 99.5%), methanol (Acros, 99.8%), diethyl ether (Acros, 99%), NaHCO3 (Sigma Aldrich, 99%), Na2WO4.2H2O (Sigma-Aldrich, 99%), H2O2 (Sigma-Aldrich, 30 wt% solution in water), ethylene diamine tetraacetic acid disodium salt dihydrate (EDTA, Sigma Aldrich, 99%), NaClO (Sigma Aldrich, 99%), HBF4 (Sigma Aldrich, 48 wt% solution in water), NaClO4 (Sigma Aldrich, 98%), acetonitrile (ACN, 99.9%, Sigma Aldrich), formic acid (98%, Sigma Aldrich), benzylic alcohol (Sigma Aldrich, 99%) and tert-butyl nitrite (Sigma Aldrich, 90%) were used as received.
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5

Synthesis of OEGMA Polymer

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5‐Aminoquinoline (>99 %) was purchased from TCI Deutschland GmbH. Methacryloyl chloride (97 %) was purchased from Alfa Aesar. Triethylamine (99.0 %) was purchased from Chem Solute. Dichloromethane was purified using a PureSolv‐EN solvent purification system (Innovative Technology). Oligo(ethylene glycol)methyl ether methacrylate (OEGMA, Mn=500 g mol−1) was purchased from Sigma–Aldrich and passed over a short column of inhibitor remover packing (Sigma–Aldrich) to remove the inhibitor prior to use. 2,2’‐Azobis(iso‐butyronitrile) (AIBN, Sigma–Aldrich) was recrystallized from ethanol and stored in a freezer until use. 4‐Cyanopentanoic acid dithiobenzoate (CPADB, ≥97.0 %) was obtained from Strem Chemicals and used as received. N,N‐Dimethylformamide (DMF, peptide grade) was purchased from Acros Organics. All other chemicals and solvents were purchased from Sigma–Aldrich and used without further purification unless stated otherwise.
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