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5 protocols using 2 phenylethanethiol

1

Synthesis of Gold Nanoparticles with Thiol Ligands

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All chemicals are commercially available and used as received. Tetraoctylammonium bromide (TOAB, 98.0%), 2-Phenylethanethiol (PhC2H4SH, 99.0%) and phenylmethanethiol (PhCH2SH, 99.0%) were purchased from Sigma-Aldrich. Tetrachloroauric(III) acid (HAuCl4·4H2O, 99.7%), sodium borohydride (NaBH4, 98.0%), acetonitrile (99.0%, AR), dichloromethane (CH2Cl2, 99.0%, AR), tetrahydrofuran (THF, 99.0%, AR), toluene (99.5%, AR), methanol (CH3OH, 99.5%, AR), and petroleum ether (AR) were purchased from Sinopharm Chemical Reagent Co., Ltd.
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2

Synthesis of Gold Nanoparticles with Thiolated Crown Ether

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Hydrogen tetrachloroaurate(iii) trihydrate (ACS, Alfa Aesar, 99.99%), tetraoctylammonium bromide (Sigma-Aldrich, 98%), 2-phenylethanethiol (Sigma-Aldrich-Fluka, 99+%), sodium borohydrate (Aldrich, ≥96%), KBr (Merck, for spectroscopy), gadolinium(iii) chloride hydrate (Sigma-Aldrich-Fluka, 99.99%), europium(iii) chloride hexahydrate (Strem, 99.9%), acetone (Fisher, 99.7%), toluene (Fisher, 99.9%), ethanol (Sigma-Aldrich, >99.8%), methanol (Fisher, 99.9%), dichloromethane (Merck, 99.7+%) were used as received. Milli-Q water was used (18.2 MΩ cm), {N2,N11-bis(3,5-bis(trifluoromethyl)phenyl)-3,12-bis(mercaptomethyl)-1,4,7,10,13,16-hexaoxacyclooctadecane-2,11-dicarboxamide} ligand (thiolated crown ether, abbreviated t-CE).
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3

Synthesis and Characterization of Glycerol-Based Polymers

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glycerol monomethacrylate (GMA, purity 97%) was obtained from GEO speciality chemicals (Hythe, UK) and was used as received. 2,2,2-Trifluoroethylmethacrylate (TFEMA, 99%), lauryl methacrylate (LMA, 96%), n-dodecane (>99%), glycerol (>99%), sucrose (>99.5%), Nile red, CD3OD, tetrahydrofuran (THF), dimethylformamide (DMF) (CD3)2CO, lithium bromide (LiBr), CDCl3, dimethyl sulfoxide (DMSO), triethylamine, 3,5-di-tert-4-butylhydroxytoluene (BHT), toluene, benzyl methacrylate (BzMA, 96%), 4,4′-azobis(4-cyanovaleric acid) (ACVA, >97%), benzophenone (>99%), pyrene (>99%), 2-cyanopropyldithiobenzoate (CPDB, >97%), 2-phenylethanethiol, sodium hydride (60% in mineral oil), diethyl ether, carbon disulfide, iodine, sodium thiosulfate, sodium sulfate, ethyl acetate and n-hexane were purchased from Sigma Aldrich (UK). tert-Butyl peroxy-2-ethylhexanoate (Trigonox 21S or T21s) initiator was supplied by AkzoNobel (The Netherlands) and sodium dodecylsulfate (SDS) was obtained from BDH laboratory supplies (Poole, UK). benzyl methacrylate was passed through basic alumina prior to use; all remaining reagents were used as received unless otherwise stated. Deionized water (pH 6.1 at 20 °C) was used for all experiments described herein. All solvents used were of HPLC grade.
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4

Synthesis and Deposition of Metallic Nanostructures

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Silver nitrate (AgNO3) was purchased from RANKEM. Sodium borohydride (NaBH4), 2-phenylethanethiol (PET), 1,4-benzenedithiol (BDT), 2,4-dimethylbenzenethiol (DMBT), sodium citrate (Cit), ethanethiol (ET), 1-octadecanethiol (ODT), and dodecanethiol (DDT) were purchased from Sigma Aldrich Chemicals. Pure ethanol, methanol, dichloromethane, pyridine, carbon tetrachloride, acetone, diethyl ether, chloroform, acetonitrile, and N,N-dimethylformamide were sourced from Merck India and used as solvents for the electrospray deposition experiments.
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5

Preparation of functionalized SAM surfaces

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To prepare a molecularly smooth gold surface, which has a low root-mean-square roughness of <0.2 nm, gold (∼45 nm) was deposited onto freshly cleaved muscovite mica (grade #1, S&J Trading, Floral Park, NY, USA) with a uniform surface via electron beam evaporation. 22 The gold-coated mica was adhered to cylindrical disks (radius of curvature, R = 2 cm), gold side down, using an optical adhesive (NOA 81, Norland Products, NJ, USA), followed by UV curing for ∼50 min using a UV lamp (UVP B-100AP, AnalytikJena, Germany). The mica was then carefully detached to obtain the molecularly smooth and clean gold layer. 23 To deposit OH-, COOH-, C 6 H 5 -, CH 3 -, and NH 2 -functionalized SAMs onto the prepared gold surfaces, the following alkanethiol solutions (1 mM in ethanol) were prepared: 11-hydroxy-1-undecanethiol (97%), 10-carboxy-1-decanethiol (95%), 2-phenylethanethiol (98%), 1-undecanethiol (98%), and 11-amino-1undecanethiol hydrochloride (99%), respectively, purchased from Sigma-Aldrich (St Louis, MO, USA). Specifically, the prepared gold surfaces were separately immersed in each target alkanethiol solution for ∼18 h. Finally, each SAM-coated disk was weakly sonicated to remove unbound and/or loosely bound molecules, followed by drying with N 2 blowing.
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