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6 protocols using 1 bromohexane

1

Synthesis of 1-Bromohexane and 1-Vinylimidazole Derivatives

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1-Bromohexane (99%) and 1-vinylimidazole (>99%) were purchased from Alfa Assar (Alfa Aesar GmbH & Co KG, Haverhill, MA, USA). Propylene carbonate (99.7%), lithium bis(trifluoromethylsulfonyl)imide (LiTFSI, 99%) and α,α-azoisobutyronitrile (AIBN, 98%) were obtained from Sigma-Aldrich (Taufkirchen, Germany) and used as received. All other solvents, diethylether, acetonitrile, acetone and methanol, were HPLC grade and purchased from Sigma-Aldrich (Taufkirchen, Germany). Milli-Q+ water (high-resistance ultra-purified water, Tallinn, Estonia) was used as supplied.
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2

Synthesis of Polymerized Acrylamide Compounds

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Acrylamide, polyAcrylamide (average MW 10,000) and trifluoroacetic acid were obtained from Acros Organics (Geel, Antwerp, Belgium). Potassium persulfate, sodium alginate and methacrylic anhydride were purchased from Sigma-Aldrich (St. Louis, MO, USA). N,N′-MethylenebisAcrylamide, 1-vinylimidazole, bromoethane, 1-bromobutane, 1-bromohexane and 1-bromooctane were gained from Alfa Aesar (Ward Hill, MA, USA). Calcium chloride and Boc-Lys-OH were obtained from Merck (Darmstadt, Germany) and Carbosynth (Compton, UK), respectively. Deionized water was used in all the experiments.
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3

Synthesis and Characterization of Surfactant-Coated Microparticles

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All chemicals were used as received. 1-bromopentane (99%) (Alfa Aesar); 1-bromohexane (99%) (Alfa Aesar); 1-bromoheptane (>98%) (Toyoko Chemical Industry); 1-bromooctane (>98%) (Toyoko Chemical Industry); 1-bromononane (99%) (Alfa Aesar); 1-bromodecane (>98%) (Toyoko Chemical Industry); 1bromododecane (>98%) (Alfa Aesar); 1-iodohexadecane (>98%, stabilized with copper) (Alfa Aesar); Tergitol NP-9 (Sigma); Tergitol NP-12 (The Dow Chemical Company); Tergitol NP-15 (The Dow Chemical Company); Tergitol NP-30 (The Dow Chemical Company); Makon TD-12 (Stepan Company); polybead carboxylate 1.0 micron microspheres (Polysciences Inc.); 1-(ethoxy)nonafluorobutane, mixture of n-and iso-butyl (Synquest); sodium dodecyl sulfate (Sigma-Aldrich); N-(triethoxysilylpropyl)-o-polyethylene oxide urethane (95%) (Gelest); hexadecyltrimethoxysilane (>85%) (Sigma-Aldrich).
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4

Photopolymerization of Acrylate Coatings

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p-Coumaric acid, potassium hydroxide and Darocur (Speedcure 73) were obtained from Sigma Aldrich, city, country. 1-Bromohexane was obtained from Acros, Geel, Belgium. Oxybis(propane-1,2-diyl) diacrylate, dipropylene glycol diacrylate, trimetylpropyl triacrylate, cyclic trimethylolpropane formal acrylate and acid-based adhesion promotors were gifted by Arkema/Sartomer, Colombes, France. Mild Steel AS1020, NaCl aqueous solution, HCl aqueous solution, MiliQ water, methanol, and ethanol were used without further purification.
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5

Polymer Functionalization and Characterization

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Polyvinyl alcohol (22,000 g/mol and 88% degree of hydrolysis) was purchased from MP Biomedicals LLC. Glutaraldehyde (8% by mass aqueous solution), sodium sulfate (anhydrous, 99%), tributylhexadecylphosphonium bromide (97%), sodium bicarbonate (ACS reagent, 99.7%), and triphenylphosphine (ReagentPlus, 99%) were obtained from the Sigma – Aldrich Company. Sulfuric acid (95–98%), ethyl acetate (certified ACS, 99.5%), acetonitrile (certified ACS, 99.8%), malachite green chloride (95% dye content), activated carbon (Darco G-60), heptane (Reagent grade) and hydrochloric acid (certified, 1 N) were purchased from Fisher Scientific. Water (HPLC grade) and methanol (HPLC grade, 99.9%) were obtained from JT Baker. 1-Bromohexane (99%), ethanol (OmniPur, 200 proof), and 1-hexadecyltriphenylphosphonium bromide (98% were purchased from Acros Organics, Calbiochemical, and Alfa Aesar. Sodium montmorillonite (Na-MT) was kindly donated by Southern Clay Products Inc. (now BYK Additives).
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6

Photocurable Polymer Coatings for Corrosion Protection

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p-Coumaric acid, 2-(dimethylamino)ethyl
methacrylate, potassium hydroxide, potassium iodide, 2-bromoethyl
methacrylate, triethylamine, and Darocur (Speedcure 73) were obtained
from Sigma-Aldrich. 1-Bromohexane was obtained from Acros Organics.
Oxybis(propane-1,2-diyl) diacrylate, dipropylene glycol diacrylate,
trimethylpropyl triacrylate, cyclic trimethylolpropane formal acrylate,
and acid-based adhesion promoters were obtained from Arkema/Sartomer.
Mild steel AS1020, NaCl aqueous solution, concentrated HCl, Milli-Q
water, methanol, and ethanol were used without further purification.
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