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4 protocols using 2 2 azobis 2 methylpropionitrile aibn

1

Synthesis of Polymeric Monomers

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Monomers for polymerization such as acrylamide (AcAm, Mn = 71.08 g/mol) and poly(oxyethylene methacrylate) (POEM, Mn = 500 g/mol) were purchased from Sigma-Aldrich (St. Louis, MO, USA). The initiator of the free radical polymerization, 2,2-azobis(2-methylpropionitrile) (AIBN, 98%), was obtained from Acros Organics. N,N-Dimethylformamide (DMF), isopropyl alcohol (IPA), hexane (n-hexane, 95%), and absolute ethanol were purchased from J. T. Baker (Phillipsburg, NJ, USA). All solvents and chemicals were of reagent grade and were used without further purification.
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2

Comb Copolymer Synthesis and Purification

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The monomers for the comb copolymer were poly(ethylene glycol) behenyl ether methacrylate (PEGBEM, Mn ∼ 1500 g mol−1) and poly(oxyethylene methacrylate) (POEM, Mn = 500 g mol−1), which were purchased from Sigma-Aldrich. The initiator for the free radical polymerization was 2,2′-azobis(2-methylpropionitrile) (AIBN, 98%), which was obtained from Acros Organics. Ethyl acetate (HPLC grade) was obtained from DUKSAN and used as the solvent for polymerization. Hexane (95%, n-hexane) and absolute ethanol were purchased from J. T. Baker, which were used for precipitation. Whatman cellulose filter paper (pore size 0.2 μm) was purchased from Merck. The porous polysulfone membrane was kindly provided by LG chemistry. All materials were used in the inert state without further purification or modification.
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3

Synthesis of Functionalized Polymers

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2,2′-Azobis(2-methylpropionitrile) (AIBN; Acros Organics, Geel, Belgium, 98%) was recrystallized in MeOH before used. Triisopropylsilyl acrylate (TIPSA; CHEMOS GmbH, Regenstauf, Germany), 4-cyano-4-(phenylcarbonothioylthio)pentanoic acid (Sigma-Aldrich, St. Louis, MO, USA, 97%), sodium dodecyl sulfate (SDS; Alfa Aesar, Ward Hill, MA, USA, 99%), sodium chloride (Sigma-Aldrich, 99.5%, St. Louis, MO, USA), 1,4-diaminobutane (DAB; Fluka, 98%, Buchs, Switzerland), toluene-2,4-diisocyanate (TDI; Fluka, 99.9%, Buchs, Switzerland), and toluene (Sigma-Aldrich, anhydrous 99.8%, St. Louis, MO, USA) were used as received. The solvents tetrahydrofuran (THF), methanol (MeOH), and cyclohexane were of analytical grade. Formamide (Fluka, 99%, Buchs, Switzerland) was dried over 4 Å molecular sieves before used. Dichlormethane-d2 (Roth, 99.5% atom%D, Karlsruhe, Germany), dimethylsulfoxide-d6 (Roth, 99.8% atom%D, Karlsruhe, Germany), deuterium oxide-d2 (Sigma-Aldrich, 99.9% atom%D, St. Louis, MO, USA) and cyclohexane-d12 (Sigma-Aldrich, 99.6% atom%D, St. Louis, MO, USA) were used as received.
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4

Sulfanilamide and Hydrogels Synthesis

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For sulfanilamide and hydrogels synthesis, chlorosulfonic acid, 99% (Sigma Aldrich, Taufkirhen, Germany), acetanilide, 97% (Sigma Aldrich, Taufkirhen, Germany), hydrochloric acid (Alkaloid, Skoplje, Macedonia), ammonium hydroxide (Alkaloid, Skoplje, Macedonia), sodium hydroxide (Alkaloid, Skoplje, Macedonia), N-isopropylacrylamide, NIPAM, 99% (Acros Organics, Morris Plains, NJ, USA), 2,2′-azobis(2-methylpropionitrile), AIBN, 98% (Acros Organics, Morris Plains, NJ, USA) and ethylene glycol dimethacrylate, EGDM, 97% (Fluka Chemie AG, Buchs, Switzerland), were used. Methanol, 99.9% (Sigma-Aldrich GmbH, Steinheim, Germany), potassium bromide (KBr; spectroscopic purity) (Merck, Darmstadt, Germany), hydrochloric acid (HCl; ≥36.5%), sodium hydroxide (NaOH) and acetone, 99.5%, (Centrohem, Belgrade, Serbia) were used as well.
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