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37 protocols using dodecanethiol

1

Synthesis of Quantum Dot Materials

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Copper(II) acetylacetonate (Cu(acac)2, 98%), gallium(III) acetylacetonate (Ga(acac)3, 99.99%), trioctylphosphine oxide (TOPO, 99%), zinc chloride (ZnCl2, ≥98%), oleylamine (OAm, 70%), sulfur powder (99.998%), thioglycolic acid (TGA, ≥98%), 11-mercaptoundecanoic acid (MUA, 95%), tetramethylammonium hydroxide pentahydrate (TMAOH, ≥97%), dodecanethiol (DDT, ≥98%), tert-dodecanethiol (t-DDT, 98.5%), tetranitromethane (TNM, 95%), sodium sulfate (Na2SO4, ≥99%) and potassium chloride (KCl, ≥99%) were purchased from Sigma-Aldrich (Madrid, Spain). Hexane, methanol and acetone were of analytical grade and were purchased from Panreac (Barcelona, Spain). Glass substrates coated with fluorine doped tin oxide (FTO, ~8 Ω/sq) were acquired from VWR (Leuven, Belgium). All the syntheses were carried out using standard air-free Schlenk-line techniques.
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2

Synthesis of Metal Nanoparticles

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All chemicals i.e. acetylacetone, hydrazine, ethanol, copper(ii)chloride, tin(ii)chloride, dodecanethiol (DT), oleylamine (OLA), were obtained from Sigma Aldrich and used without any further purification.
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3

Synthesis of Chalcogenide Nanocrystals

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Mercury chloride (HgCl2, Strem Chemicals, 99%), tellurium powder (Te, Sigma-Aldrich, 99.99%), selenium powder (Se, Sigma-Aldrich, 99,99%), trioctylphosphine (TOP, Cytek, 90%), oleylamine (Acros, 80–90%), dodecanethiol (Sigma-Aldrich, 98%), EDT (Fluka, 98.0%), lithium perchlorate (LiClO4, Sigma-Aldrich, 98%), polyethylene glycol (PEG, Mw = 6 kg mol−1), chloroform (VWR), ethanol absolute anhydrous (VWR), methanol (Carlo Erba, 99.8%), acetone (VWR), n-hexane (VWR), n-octane (SDS, 99%), and toluene (Carlo Erba, 99.3%) were used. All chemicals were used as received, except oleylamine, which was centrifuged before use. Mercury compounds are highly toxic and must be handled with special care.
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4

Synthesis and Characterization of Glyco-Nanoparticles

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All chemicals were used as supplied unless otherwise stated. Acetone, dichloromethane, toluene, methanol, diethyl ether were purchased from Fischer Scientific at laboratory grade. Dodecane thiol (≥98%), potassium phosphate tribasic (≥98%), carbon disulfide (99%), N-hydroxethyl acrylamide (97%), 4,4′-azobis(4-cyanovaleric acid) (98%), mesitylene (reagent grade), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (≥98%) were all purchased from Sigma-Aldrich. 2-Bromo-2-methylpropionic acid (98%), 4-(dimethylamino)pyridine (99%), pentafluorophenol (99%), triethylamine (99%) were purchased from Acros. Microtitre plates were purchased from Greiner Bio-one. 10 mmol HEPES buffer containing 0.05 M NaCl, 0.1 mM CaCl2 and 0.01 mM MnCl2 (pH 7.5, HEPES) was prepared in 200 mL of milliQ water (with a resistance > 19 mOhms). 60 nm gold nanoparticles were obtained from BBI solutions. Concanavalin A and soybean agglutinin and Ricinus communis agglutinin-120 were purchased from Vector Labs.
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5

Synthesis of Lead-Based Perovskite Nanocrystals

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1-octadecene (ODE, technical grade, 90%), oleic acid (OA, technical grade, 90%), oleylamine (OLA, technical grade, 70%), lead(II) chloride (PbCl2, 98%), lead(II) bromide (PbBr2, 98%), lead(II) iodide (PbI2, 98%), lead(II) thiocyanate (Pb(SCN)2, 99.5%), lead(II) acetate trihydrate (Pb(OAc)2·3H2O, 99.99%), cesium(I) carbonate (Cs2CO3, 99%), dodecanethiol (DDT, 99.9%), and sulfur powder (S, 99.99%) were purchased from Sigma‐Aldrich. All reagents were used as received without any further purification.
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6

Synthesis and Functionalization of Gold Nanoparticles

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Tetrachloridoauric acid was either purchased from Merck KGaA, Germany, or prepared by dissolving gold powder in hot hydrochloric acid while a stream of chlorine was passed through. The zeolite beads (zeolite X, average pore diameter 10 Å) were obtained from Roth, Germany. Dodecanethiol, hexadecanethiol, and Ellman’s reagent (5,5'-dithiobis-(2-nitrobenzoic acid)) were purchased from Sigma-Aldrich. Technical ethanol (99%, denatured with 1% petroleum ether) was supplied by Brenntag, Germany. Ethanol “for spectroscopy” (Uvasol), “pro analysi”, and “HPLC grade” (LiChrosolv) were purchased from Merck KGaA, Germany.
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7

Synthesis and Purification of Metallic Nanostructures

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All chemicals were used as purchased, without
any further purification: tetrachloroauric (III) acid trihydrate (Sigma-Aldrich,
≥99.9% trace metals basis), formaldehyde solution 37–41%
(Fischer Chemical, analytical reagent grade, stabilized with ca. 12%
methanol), dodecylamine (Acros Organics, 98%), dodecanethiol (Sigma-Aldrich,
≥98%), oleylamine (TCI, >50%), 1,2,3,4-tetrahydronaphthalene
(Fisher Chemicals, ≥97%), tetrabutylammonium bromide (Sigma-Aldrich,
ACS reagent, ≥98.0%). All reagents for organic synthesis were
obtained from Sigma-Aldrich. The reaction products were purified by
column chromatography using SiliCycle Silia Flash P60 (40–63
μm, 60 Å) at an atmospheric pressure or by crystallization.
Thin-layer chromatography was performed using a silica gel 60 Å
F254 (Merck) precoated aluminum substrate and visualized using iodine
vapor and/or a UV lamp (254 nm). All solvents were obtained from Sigma-Aldrich.
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8

Polymer Nanoparticle Synthesis and Characterization

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The following chemicals were obtained from commercial suppliers and used as received: the polymer poly(d,l-lactic-co-glycolic acid) 50 : 50 (PLGA; MW 38 000–54 000 Da, Tg 46–50 °C), under the commercial name of Resomer® RG 504 was purchased from Boehringer Ingelheim (Ingelheim, Germany) and Evonik Industries (Evonik Röhm GmbH, Germany). Sodium cholate, chloroauric acid (HAuCl4·3H2O), sodium citrate tribasic dehydrate ≥99.0% (Na3C6H5O7·2H2O), PVA (polyvinyl alcohol) MW 85 000–124 000 Da, 97–99% hydrolyzed, taurocholic acid sodium salt hydrate ≥95% (TLC), ethyl acetate ACS reagent, dodecanethiol, phosphotungstic acid hydrate as a contrast agent for microscopy and fluorescent molecule pyrene ≥99.0% were purchased from Sigma Aldrich (St Louis, MO, USA).
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9

Synthesis of Colloidal Nanomaterials

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Bismuth chloride (BiCl3, 98% purity),
antimony chloride (SbCl3, 98% purity), Te powder (99.8%
purity), oleic acid (CH3(CH2)7CH=CH(CH2)7COOH), 1-octadecene (CH3(CH2)15CH=CH2, ≥95.0% purity), thioglycolic
acid (TGA, HSCH2COOH, 98% purity), tributyl phosphate (TBP,
(CH3(CH2)3O)3PO, 97%), (1-methoxy-2-propyl)
acetate (MPA, CH3COOCH(CH3)CH2OCH3, ≥96.0% purity), dodecanethiol (DDT, CH3(CH2)11SH, 98% purity), and poly (methyl methacrylate)
(PMMA, [CH2C(CH3)(CO2CH3)]n, average Mw ∼ 15 kDa) were all received from Sigma-Aldrich (Sweden) and
used as-received, without further purification.
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10

Glycan Engineering via Metabolic Labeling

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Ammonium fluoroborate (NH4BF4), dodecanethiol, tripotassium phosphate (K3PO4), 2-bromo-2-methylpropionic acid, dichloromethane (DCM), hydrochloric acid (HCl), magnesium sulfate (MgSO4), hexane, 4-(dimethylamino) pyridine, N-(3-(dimethylamino)propyl)-N′-ethylcarbodiimide hydrochloride, penta-fluorophenol (PFP), sodium bicarbonate (NaHCO3), sodium chloride (NaCl), N-hydroxyethyl acrylamide (HEA), 4,4′-azobis(4-cyanovaleric acid) (ACVA), toluene, methanol, mesitylene, dibenzocyclooctyne-amine (DBCO-NH2), propyl amine, paraformaldehyde, phosphate-buffered saline preformulated tablets, dimethylformamide, N-(5-fluoresceinyl)maleimide, calcium chloride (CaCl), and magnesium chloride (MgCl) were purchased from Sigma-Aldrich Co Ltd. (Gillingham, UK) and used without further purification. Dulbecco phosphate buffered saline (DPBS), N-azidoacetylmannosamine-tetraacylated (Ac4ManNAz), and BD FACSFlow Sheath Fluid were purchased from Fisher Scientific (Loughborough, UK). α2-3,6,8,9 Neuraminidase A (316 000 units·mg−1) was purchased from New England BioLabs (UK) LTD (Hitchin).
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