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4 protocols using butyl acrylate

1

Synthesis and Characterization of Nanocomposite Materials

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Tetraethyl
orthosilicate (TEOS, Sigma-Aldrich,
98%), n-hexadecane (HD, Alfa Aesar, 99%), thymol
blue (TMB, Sigma-Aldrich), hexadecyltrimethylammonium bromide
(CTAB, Sigma-Aldrich, ≥99%), chitosan (CS, low molecular weight,
Sigma-Aldrich), alginic acid sodium salt from brown algae (ALG, low
viscosity, Sigma-Aldrich), 1H-benzotriazole (BTA,
Fluka, >99%), soybean oil (Sigma-Aldrich), linseed oil (Carl Roth
GmbH), methyl methacrylate (MMA, Acros Organics, 99%), butyl acrylate
(BA, Acros Organics, >99%), potassium persulfate (KPS, Merck),
Lutensol
AT50 (BASF), Nile blue A (Sigma-Aldrich, ≥75%), coumarin 6
(Sigma-Aldrich, 98%), copper sheet (SF-Cu, Jeddeloh, Germany), hydrochloric
acid (HCl, Sigma-Aldrich), sodium chloride (NaCl, Carl Roth GmbH,
≥99.5%), sodium hydroxide (NaOH, Sigma-Aldrich, >98%), acetic
acid (AcOH, VWR), 1-butanol (BuOH, Fisher Chemical, ≥99.5%),
tetrahydrofuran (THF, Fisher Chemical, ≥99.8%), and n-hexane (Fisher Chemical, ≥95%) were used as received.
The water used was deionized.
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2

Synthesis and Characterization of Malonate-based Polymers

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Diethyl methylene malonate (Chemilian™ M1000, DEMM) and hydroxyethyl methacrylate methylene malonate (HEMA-MM) were provided by Sirrus Inc. (Loveland, OH). Methyl methacrylate (MMA, 99%, stabilized, Fisher), butyl acrylate (BA, ≥ 99%, Acros Organics), methacrylic acid (MAA, 99%, Sigma-Aldrich) were used as monomers for latex synthesis. Potassium persulfate (KPS, ≥ 99%, Sigma-Aldrich), 2,2-dimethoxy-2-phenylacetophenone (DMPA, 99%, Acros Organics) were used as initiators, ethanol (≥ 98%, Sigma-Aldrich) was used to dissolve DMPA, sodium hydroxide (NaOH, ≥ 98%, pellets, Certified ACS, Sigma-Aldrich) was used to modify the pH value of the latex, sodium dodecyl sulfate (SDS, 10 wt% in water, Sigma-Aldrich) was used as a surfactant. Aluminum oxide (activated, basic, Brockmann I, Sigma-Aldrich) was used to remove the inhibitor from monomers. N, N-dimethylformamide (DMF, 99.9%, Fisher) was used as an extractor. Deionized (DI) water was used throughout the work.
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3

Synthesis of Functional Latex Polymers

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Diethyl methylene malonate (Chemi-lian M1000, DEMM) and Forza B3100 (DEMM)6 were provided by Sirrus Inc. (Loveland, OH). Methyl methacrylate (MMA, Fisher), butyl acrylate (BA, Acros Organics), and methacrylate acid (MAA, Sigma-Aldrich) were used as monomers for latex synthesis. 2,2′-Azobis[2-(2-imidazolin-2-yl) propane] dihydrochloride (AIBI, TCI) was used as an initiator, and Triton X-405 (Sigma-Aldrich) was used as a surfactant. Acrylic acid (AA, Sigma-Aldrich), catechol (Acros Organics), 2-vinylbenzoic acid (VBA, Fisher), and benzeneboronic acid (BBA, Alfa Aesar) were used to prepare initiators for DEMM polymerization. Aluminum oxide (Sigma-Aldrich) was used to remove the inhibitor from monomers. N,N-Dimethylformamide (DMF, Fisher) was used as an extractor. Deuterium oxide (D2O, 99.8% atom D), chloroform-d (CDCl3, 99.8% atom D), and methyl sulfoxide-d6 (DMSO-d6, 99.5+% atom D) were obtained from Acros Organics. Doubly deionized (DDI) water was used throughout the work.
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4

Copper-Coated Silicon Wafer Synthesis

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Silicon wafers were purchased from Si-Mat (P/B ⟨100⟩, Si-Mat Silicon Wafers, Landsberg, Germany). Copper plates were obtained by coating silicon wafers with 200 nm of Cu 0 by magnetron sputtering (Paul Scherrer Institute, Villigen, Switzerland).
3-(Aminopropyl)triethoxysilane (APTES, 99%, Acros), 2-bromoisobutryl bromide (BiBB, 98%, Sigma-Aldrich), triethylamine (TEA, ≥99%, Merck), dichloromethane (DCM, dry, ≥99.8%, Acros), 2-methacryloyloxyethyl phosphorylcholine (MPC, 97%, Sigma-Aldrich), methanol (> 99%, VWR Chemicals), 2,2'-bipyridine (>=99%, Sigma-Aldrich), diphenyl(2,4,6trimethylbenzoyl)phosphine oxide (TPO, Sigma-Aldrich, 97%), 2-methacryloyloxyethyl phosphorylcholine (MPC, Sigma-Aldrich, 97%), and copper(II) bromide (CuBr 2 , 99.99%, Aldrich) were used as received. Butyl acrylate (BA, 99%, Acros Organics), hydroxyethylmethacrylate (HEMA, 98%, Sigma-Aldrich) and poly(ethylene glycol) dimethacrylate (PEGDMA, M n ~ 550) were purified from inhibitors by filtration through a basic alumina column. All the other chemicals were purchased from Sigma-Aldrich. Water used in all the experiments was Millipore Milli-Q grade.
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