Oleyl alcohol

Manufactured by Merck Group

Sourced in United States, Germany

Oleyl alcohol is a long-chain fatty alcohol used in various industrial and commercial applications. It is a colorless, oily liquid with a high boiling point and low viscosity. Oleyl alcohol is commonly employed as a raw material in the production of surfactants, emulsifiers, and other chemical intermediates.

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Lab products found in correlation

11 protocols using oleyl alcohol

Synthesis of Semiconductor Nanocrystals

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CdO (≥99.99%), oleyl alcohol (85%) was obtained from Sigma-Aldrich. N-octadecylphosphonic acid (≥97%) and N-tetradecylphosphonic acid (≥97%) from PlasmaChem GmbH. Trioctylphosphine (TOP, ≥97%) and sulfur (99.999%) were purchased from Strem Chemicals. Trioctylphosphine oxide was purchased from Merck Millipore. Selenium (200 mesh, 99.999%) and oleic acid (90%) were obtained from Alfa Aesar. The reaction solutions of TOP-Se (2 M) and TOP-S (2.4 M) were prepared by dissolving 1.56 g of the Selenium powder and 0.77 g of sulfur in 10 mL of TOP.

Mohammadimasoudi M., Geiregat P., Van Acker F., Beeckman J., Hens Z., Aubert T, & Neyts K. (2022). Quantum dot lasing from a waterproof and stretchable polymer film. Light, Science & Applications, 11, 275.

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Synthesis and Characterization of Oleic Acid Nanoparticles

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Oleic acid (99%), sodium oleate (98%) iron chloride hexahydrate [(FeCl₃ 6H₂O), 99%)], oleyl alcohol (85%), 1-tetradecene (>98%), bovine serum albumin (BSA, Cohn fraction V, as a model protein) and glutaraldehyde (25%) were purchased from Sigma Aldrich, USA. EDC [1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride], NHS (N-hydroxysuccinimide), and Alexa Fluor^™ 488 NHS Ester (Succinimidyl Ester) were procured from Thermo-Fisher Scientific, USA. Ethyl alcohol, hexane, chloroform, diethyl ether, hydrochloric acid (HCl), sodium hydroxide (NaOH) and other chemicals were procured from Alfa-Aesar, USA. For cell culture, Dulbecco’s Modified Eagle Medium (DMEM), fetal bovine serum (FBS), trypsin, and penicillin-streptomycin solution were acquired from Fisher Scientific, USA. All chemicals were not further purified. All experiment protocols, methods, and procedures were performed in accordance with the relevant guidelines and regulations of Yale University, USA.

Mishra S.K., Herman P., Crair M., Constable R.T., Walsh J.J., Akif A., Verhagen J.V, & Hyder F. (2022). Fluorescently-Tagged Magnetic Protein Nanoparticles for High-Resolution Optical and Ultra-High Field Magnetic Resonance Dual-Modal Cerebral Angiography. Nanoscale, 14(47), 17770-17788.

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Synthesis of Alkyl and Alkenyl Glycerols

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1-O-Octadecyl-rac-glycerol (alkyl-glycerol) (ref B402) and 1-O-1′-(Z)-Octadecenyl-sn-glycerol (alkenyl-glycerol) (ref 852650P) were obtained from Sigma-Aldrich and Avanti Polar. Vitride^® (sodium bis(2-methoxyethoxy)aluminiumhydride) (ref 196193), hydrochloric acid (ref 524525), oleyl alcohol (fatty alcohol) (ref 369314), deuterated chloroform (ref 151823), tetramethylsilane (ref 87920) and butylated hydroxytoluene (ref W218405, BHT) were purchased from Sigma-Aldrich (Saint-Quentin, France). All solvents used were of analytical grade.

Papin M., Guimaraes C., Pierre-Aue B., Fontaine D., Pardessus J., Couthon H., Fromont G., Mahéo K., Chantôme A., Vandier C, & Pinault M. (2022). Development of a High-Performance Thin-Layer Chromatography Method for the Quantification of Alkyl Glycerolipids and Alkenyl Glycerolipids from Shark and Chimera Oils and Tissues. Marine Drugs, 20(4), 270.

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Synthesis of Iron Oxide Nanoparticles

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Ingredients for the synthesis of iron oxide such as 90% oleic acid, 98% iron chloride hexahydrate (FeCl₃·6H₂O), 95% sodium oleate, oleyl alcohol, 90% oleylamine, ethanol and chloroform (CHCl₃) were purchased from Sigma-Aldrich. DSPE-PEG-NHS, RGD (Arg-Gly-Asp) peptides and fluorescent dyes containing DCFH-DA, AM/PI and Cy5.5 were purchased from Aladdin. HCC Huh 7 cells were bought from the Cell Bank of the Committee of Type Culture Collection of Chinese Academy of Sciences.

Wu H., Xing H., Wu M.C., Shen F., Chen Y, & Yang T. (2021). Extracellular-vesicles delivered tumor-specific sequential nanocatalysts can be used for MRI-informed nanocatalytic Therapy of hepatocellular carcinoma. Theranostics, 11(1), 64-78.

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Evaluation of Surfactants and Phospholipids

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Bis(2-ethylhexyl) phosphate,
dibenzyl phosphate, mono-n-dodecyl phosphate, n-octanol, sodium 1-dodecane sulfonate, sodium n-hexadecyl sulfate, sodium n-octyl sulfate, sodium
1-pentyl sulfate, and taurocholic acid sodium salt hydrate were purchased
from Alfa Aesar (Germany). Sodium 1-octanesulfonic acid sodium salt
monohydrate (sodium 1-octane sulfonate) was received from MP Biomedicals
(France). 6, 9-Diamino-2-ethoxyacridine-dl-lactate monohydrate
(ethacridine lactate salt), dihexadecyl phosphate, 1,2-dioleoyl-sn-glycero-3-phosphate
sodium salt (DOPA), 4-(2-hydroxyethyl)piperazine-1-ethanesulfonic
acid (HEPES), hexadecyl phosphonic acid, oleyl alcohol, potassium
cetyl phosphate, sodium 1-butanesulfonate suitable for ion pair chromatography,
sodium docusate (purum), sodium dodecylbenzene sulfonate, sodium 1-heptane
sulfonate, sodium hexane sulfonate, and Tween 80 (polyoxyethylene
(20) sorbitan monooleate) were obtained from Sigma Aldrich (Austria).
Kolliphor EL (Cremophor EL) and medium chain triglycerides (Labrafac
lipophile WL 1349) were kind gifts from BASF (Germany) and Gattefossé
(France), respectively. SpectraPor Float-A-Lyzer G2 Dialysis Devices
(MWCO 3.5–5 kD) were purchased from Lactan (Austria).

Spleis H., Federer C., Claus V., Sandmeier M, & Bernkop-Schnürch A. (2023). Hydrophobic Ion Pairing of Small Molecules: How to Minimize Premature Drug Release from SEDDS and Reach the Absorption Membrane in Intact Form. ACS Biomaterials Science & Engineering, 9(3), 1450-1459.

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Synthesis of Colloidal Metal Nanoparticles

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Manganese(II) chloride (reagent grade, ≥99%), tetramethylammonium hydroxide pentahydrate, sulfur powder (99.98%), dimanganese decacarbonyl (98%), oleic acid (90%), stearic acid (99%), oleylamine (technical grade, 70%), dodecylamine (98%), hexadecylamine (90%), octadecylamine (≥99%), dodecanthiol (98%), oleylalcohol (≥85%), tryoctylphosphine (97%), and octadecene (purum, ≥95.0%) were purchased from Sigma-Aldrich. stearic acid (99%) was purchased from Calbiochem. All chemicals were used as received without further purification.

Capetti E., Ferretti A.M., Dal Santo V, & Ponti A. (2015). Surfactant-controlled composition and crystal structure of manganese(II) sulfide nanocrystals prepared by solvothermal synthesis. Beilstein Journal of Nanotechnology, 6, 2319-2329.

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Synthesis of Colloidal Nanocrystals

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Cadmium acetylacetonate, (

Image 9

, 99.5%), 1-octadecene (ODE, 90%), oleic acid (OA, 90%), oleylamine (OAm, 70%), selenium dioxide (

Image 1

, 99.9%), 1,2-Hexadecanediol (HDD, 90%), oleyl alcohol (85%), and rhodamine 6G were purchased from Sigma-Aldrich. Methyl alcohol (Met–OH, anhydrous), ethyl alcohol (Et–OH, anhydrous), and 1-octanol (Oct–OH, anhydrous) were purchased from J.T. Baker. All other solvents used were ACS reagent grade and were purchased from Labsynth (Brazil).

Souza Junior J.B., Mouriño B., Gehlen M.H., Moraes D.A., Bettini J, & Varanda L.C. (2023). Acid selenites as new selenium precursor for CdSe quantum dot synthesis. Heliyon, 10(1), e23837.

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Extraction and Characterization of Pitaya Seed Oil

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Red pitaya fruit was obtained locally from the vicinity of Sepang, Malaysia. Red pitaya seeds were then manually separated from the red flesh and pulp in the lab. The seeds were cleaned and washed under running water until all the flesh and pulp were removed. The seeds were then dried, crushed into small particles in a mill and kept in a desiccator until further analysis. Liquefied CO₂ (99.9% purity) was supplied by Poly Gas Sdn. Bhd. in a pressurized deep tube cylinder. Immobilized lipase from Rhizomucor miehei (Lipozyme RM IM) was purchased from Novo Nordisk (Denmark). Oleyl alcohol (≥85% purity), n-hexane (≥99% purity) and isopropanol were supplied by Merck (Darmstadt, Germany). Reference standards of fatty acid oleyl esters, including oleyl palmitate, oleyl stearate, oleyl oleate, oleyl linoleate and methyl arachidate, were obtained from Sigma Aldrich (St. Louis, USA). MTT [(3-4,5 dimethyl triazole-2-yl)-2,5-diphenyltetrazolium bromide] was also purchased from Sigma Aldrich (St. Louis, USA), while reconstructed human epidermal model EpiDermTM (EPI-200) and 5% sodium dodecyl sulfate (SDS) solution were obtained from Mattek Corporation (Ashland, USA). All other chemicals were of analytical grade.

Abdullah A., Abd Gani S.S., Yun Hin T.Y., Haiyee Z.A., Zaidan U.H., Kassim M.A, & Effendi Halmi M.I. (2019). Lipase-catalyzed synthesis of red pitaya (Hylocereus polyrhizus) seed oil esters for cosmeceutical applications: process optimization using response surface methodology. RSC Advances, 9(10), 5599-5609.

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Enzymatic Modification of Palm Oil

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Immobilized enzyme, Lipozyme TL IM (commercial lipase from Thermomyces lanuginosus immobilized on silica gel) and Lipozyme RM IM (commercial lipase from Rhizomucor miehei immobilized on microporous anionic exchange resin) were purchased from Novo-Nordisk, Denmark. Refined bleached deodorized (RBD) palm oil was obtained from Golden Jomalina Sime Darby, Malaysia. Fatty acids in Malaysian palm oil are 0.1-0.3％ of lauric acid, 0.9-1.5％ of myristic acid, 39.2-45.2％ of palmitic acid, 3.7-5.1％ of stearic acid, 37.5-44.1％ of oleic acid and 8.7-12.5％ of linoleic acid. Oleyl alcohol, n-hexane and ethanol were purchased from Merck, Germany. All other chemicals were used without further purification and were of analytical grade.

Basri M., Rahman N.F.A., Kassim M.A., Shahruzzaman R.M.H.R, & Mokles M.S.N. (2019). Lipase-catalyzed Production and Purification of Palm Esters Using Stirred Tank Reactors (STR). Journal of oleo science, 68(4).

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Synthesis of Nanoparticles Using Chemical Reagents

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Absolute ethanol, methanol, hexane, ferric chloride hexahydrate (> 99.0%), manganese chloride tetrahydrate (> 99.0%), sodium hydroxide (> 96%), tetrahydrofuran (> 99.0%), chloroform (> 99.0%) were used as received. Benzyl ether (98%), oleic acid (90%), oleyl alcohol (65.0%) and Poly (ethylene glycol) methyl ether (flakes, average Mn ~1,000, ~2,000 and ~5,000) were purchased from Aldrich Chemical Co. Erucic acid was purchased from Aladdin Industrial Corporation.

Miao Y., Xie Q., Zhang H., Cai J., Liu X., Jiao J., Hu S., Ghosal A., Yang Y, & Fan H. (2019). Composition-Tunable Ultrasmall Manganese Ferrite Nanoparticles: Insights into their In Vivo T1 Contrast Efficacy. Theranostics, 9(6), 1764-1776.

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