1 2 hexadecanediol

Manufactured by Merck Group

Sourced in United States, Germany

1,2-hexadecanediol is a chemical compound used in various industrial and laboratory applications. It is a long-chain diol with the chemical formula C16H34O2. This product is commonly used as a reagent, intermediate, or additive in various chemical processes and formulations.

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Hexadecanediol (2 citations)

55 protocols using 1 2 hexadecanediol

Synthesis of Au Nanocrystals and Composites

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The Au NCs were synthesized by colloidal method.⁴³ In detail, 20 mL of 1-octadecene (90%, Aldrich) was loaded in a three-neck flask and degassed with nitrogen at 130 °C for 30 min. After cooling down to room temperature, 1.316 mL (4 mmol) oleylamine (90%, Aldrich), 1 g (4 mmol) 1,2-hexadecanediol (90%, Aldrich) and 299.2 mg (0.8 mmol) anhydrous gold(iii) acetate (99%, Alfa Aesar) were added into the flask. Then the temperature was increased to 200 °C under nitrogen flow for 2 h, after which the solution was cooled down again to room temperature. 35 mL ethanol (99.95%, Geyer Chemsolute GmbH) was added into the solution to precipitate the NCs and centrifuged at 12 000 rpm for 20 min. The Au NCs were redispersed in hexane after being washed once with ethanol. The composites CNC/TiO₂-NRs(90)/Au NCs and CNC/TiO₂-NRs(150)/Au NCs were fabricated by adding the respective CNC/TiO₂-NRs powder to a hexane dispersion of Au NCs. The mixture was sonicated for 5 min and dried under ambient atmosphere for 24 h.

Nair S.S., Chen J., Slabon A, & Mathew A.P. (2020). Converting cellulose nanocrystals into photocatalysts by functionalisation with titanium dioxide nanorods and gold nanocrystals. RSC Advances, 10(61), 37374-37381.

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Synthesis of 6 nm FePt Nanoparticles

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The synthesis of FePt NPs with 6 nm in diameter was in accordance with the previous study.21 (link) Briefly, platinum acetylacetonate (Pt(acac)₂, ACROS, 97%) and iron pentacarbonyl (Fe(CO)₅, Aldrich, 99.99%) 1,2-hexadecanediol (Aldrich, 90%), dioctyl ether (ACROS, 90%), oleyl amine (Aldrich, 70%), oleic acid (Aldrich, 90%), cysteamine (Sigma, 95%). Pt(acac)₂ (97 mg), 1,2-hexadecanediol (195 mg), dioctyl ether (10 mL), Fe(CO)₅ (66 µL), oleyl amine (100 µL), and oleic acid (100 µL) were mixed. The reaction mixture was heated to 240°C at a heating rate of 15°C/min. After 30 minutes under nitrogen, the heating source was removed and the product was cooled to room temperature. Then, the product was precipitated by adding ethanol and separated by centrifugation. For ligand exchange to form water dispersion, FePt NPs (100 mg) were dispersed in ethanol by sonication. cysteamine (~1 g) was added and dissolved into the solution at room temperature. The mixture was sonicated at 40−50°C overnight and washed by ethanol to remove adsorbent ligands. Finally, the modified particles were collected and stored in bottles filled with N₂.

Tsai T.L., Lai Y.H., HW Chen H, & Su W.C. (2021). Overcoming Radiation Resistance by Iron-Platinum Metal Alloy Nanoparticles in Human Copper Transport 1-Overexpressing Cancer Cells via Mitochondrial Disturbance. International Journal of Nanomedicine, 16, 2071-2085.

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Synthesis of Magnetic Nanoparticles

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Dimethylformamide (DMF), dimethyl sulfoxide (DMSO), hydrogen bromide (HBr, 33% solution on acetic acid), dichloromethane (DCM), tetraethylorthosilicate (TEOS), CuBr (99%), N,N′,N′,N″-pentamethyldiethylenetriamine (PMDETA) (99%), dry tetrahydrofuran (THF). 1,2-Hexadecanediol (97%), oleic acid (90%), oleylamine (>70%), and polyethylenimine (anhydrous, average M_w ca. 25 000) were purchased from Aldrich. Iron(III) acetylacetonates, Fe(acac)₃, was purchased from Strem Chemicals, Inc. (3-Bromopropyl)trichlorosilane was purchased from Gelest. All other reagent grade chemicals were used as is without further purification. Analytical thin-layer-chromatography (TLC) was performed on polyester-backed TLC plates 254 (precoated, 200 µm, Sorbent Technologies) and silica gel 60 (70–230 mesh, Merk) was used for column chromatography. ¹H NMR and ¹³C NMR spectra were obtained using a Bruker AV-4 400 MHz; chemical shifts are expressed in ppm relative to (CD₃)₂CO (2.05 ppm, ¹H and 29.84 and 206.26 ppm, ¹³C). Mass analyses were conducted at the LSU Mass Spectrometry Facility, on a Bruker Omniflex MALDI-TOF mass spectrometer.

Hollingsworth J.V., Bhupathiraju N.V., Sun J., Lochner E., Vicente M.G, & Russo P.S. (2016). Preparation of Metalloporphyrin-Bound Superparamagnetic Silica Particles via “Click” Reaction. ACS applied materials & interfaces, 8(1), 792-801.

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Synthesis of Multifunctional Nanoparticles

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Platinum acetylacetonate (Pt(acac)2, ACROS, 97 %), iron pentacarbonyl (Fe(CO)₅, Aldrich, 99 %), 1,2-hexadecanediol (Aldrich, 90 %), oleyl amine (ACROS, C18 content 80∼90 %), oleic acid (Aldrich, 90 %), 1-octadecene (ACROS, 90 %), cysteamine (Sigma, 95 %), ethyl-3-[3-dimethylaminopropyl] carbodiimide hydrochloride (Aldrich, 98 %), N-hydroxysuccinimide (Acros, 98 %) and anti-VEGFR antibody (Ebioscience, anti-mouse-cd309 biotin, 500 μg/mL)

Liu Y., Wu P.C., Guo S., Chou P.T., Deng C., Chou S.W., Yuan Z, & Liu T.M. (2020). Low-toxicity FePt nanoparticles for the targeted and enhanced diagnosis of breast tumors using few centimeters deep whole-body photoacoustic imaging. Photoacoustics, 19, 100179.

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Synthesis and Characterization of Ce6 Nanoparticles

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Chlorin e6 (Ce6, MW = 596.68) was purchased from Santa Cruz Biotechnology, iron (III) acetylacetonate, 1,2-hexadecanediol, benzyl ether, oleylamine, and anhydrous dimethyl sulfoxide (DMSO) were obtained from Aldrich. Oleic acid was purchased from Chem-Impex International, Inc. Ethanol was purchased from Decon Labs, Inc. All other chemicals and solvents were of analytical grade and were used without further purification. All the buffer solutions were prepared with deionized water.

Amirshaghaghi A., Yan L., Miller J., Daniel Y., Stein J.M., Busch T.M., Cheng Z, & Tsourkas A. (2019). Chlorin e6-Coated Superparamagnetic Iron Oxide Nanoparticle (SPION) Nanoclusters as a Theranostic Agent for Dual-Mode Imaging and Photodynamic Therapy. Scientific Reports, 9, 2613.

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Synthesis of Metallic Nanoparticles

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Platinum(II) acetylacetonate (97%), palladium(II) acetylacetonate (99%), copper(II) acetylacetonate (98%), benzyl ether (99%), oleylamine (70%), oleic acid (99%), and 1,2-hexadecanediol (90%) were purchased from Aldrich. Other chemicals used, such as ethanol and hexane, were purchased from Fisher Scientific. Vulcan carbon XC-72 was purchased from Cabot. Commercial Pt/C catalyst (E-tek 20 wt% loading) was obtained from Strem Chemicals. All chemicals were used as received. Gases such as N₂, O₂, and H₂ were obtained from Airgas. Millipore Milli-Q water was used.

Wu Z.P., Caracciolo D.T., Maswadeh Y., Wen J., Kong Z., Shan S., Vargas J.A., Yan S., Hopkins E., Park K., Sharma A., Ren Y., Petkov V., Wang L, & Zhong C.J. (2021). Alloying–realloying enabled high durability for Pt–Pd-3d-transition metal nanoparticle fuel cell catalysts. Nature Communications, 12, 859.

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Synthesis of Multifunctional Nanoparticles

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All chemicals were used as received, without further purification: hydrogen tetrachloroaurate(III) trihydrate (99.99%, Alfa Aesar), oleylamine (80-90%, Acros Organics), 1-octadecene (90%, Aldrich), oleic acid (90%, Aldrich), iron(0) pentacarbonyl (99.99%, Aldrich), 1,2-hexadecanediol (90%, Aldrich), methoxypolyethylene glycol acetic acid (PEG, 80%, Mn = 5000 g/mol), polyvinylpyrrolidone (PVP, Mn=10000 g/mol, Aldrich), additional solvents were reagent grade from Aldrich.

Espinosa A., Reguera J., Curcio A., Muñoz-Noval Á., Kuttner C., Van de Walle A., Liz-Marzán L.M, & Wilhelm C. (2020). Janus Magnetic-Plasmonic Nanoparticles for Magnetically Guided and Thermally Activated Cancer Therapy. Small (Weinheim an der Bergstrasse, Germany), 16(11).

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Synthesis of Magnetic Nanoparticles in Polymer Matrix

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The telechelic polymer used for the polymer matrix is the so-called TAFIGEL s PUR 61 (25% water emulsion), M w = 8900 g mol À1 (with M w /M n = 1.04) which was purchased from Mu ¨nzing Chemie GmbH.
For the MNP synthesis, iron(III) acetylacetonate (Fe(acac) 3 , 99.9%), 1,2-hexadecanediol (C 14 H 29 CH(OH)CH 2 (OH), 90%), oleylamine (OAM, C 6 H 18 QC 9 H 17 NH 2 , 70%), oleic acid (OA, C 9 H 18 QC 8 H 15 COOH, 99%) phenyl ether (C 12 H 10 O, 99%), and solvents (hexane, ethanol) were purchased from Sigma Aldrich.

Campanella A., Holderer O., Raftopoulos K.N., Papadakis C.M., Staropoli M.P., Appavou M.S., Müller-Buschbaum P, & Frielinghaus H. (2016). Multi-stage freezing of HEUR polymer networks with magnetite nanoparticles. Soft matter, 12(13).

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Multifunctional Biomaterial Synthesis

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Gelatin from porcine skin (type A 300 bloom), hexanoic anhydride, absolute ethanol (99.5%), sodium hydroxide, 2,4,6-Trinitrobenzene Sulfonic Acid (TNBS), 1,2-hexadecanediol (97%), oleic acid (90%), oleylamine (>70%), and iron(III) acetylacetonate (Fe(acac)3) were purchased from Sigma-Aldrich Co. (St. Louis, MO, USA) Hyaluronic acid (Hyalo-Oligo) was purchased from Tannmer Enterprise Co., Ltd. (New Taipei City, Taiwan). N-hydroxysuccinimide (NHS) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDC) were purchased from Echo Chemical Co., Ltd. (Miaoli, Taiwan). Platinum^® PCR SuperMix and GScript First-Strand Synthesis Kit were purchased from Thermo Fisher Scientific (Waltham, MA, USA).

Hou K.T., Liu T.Y., Chiang M.Y., Chen C.Y., Chang S.J, & Chen S.Y. (2020). Cartilage Tissue-Mimetic Pellets with Multifunctional Magnetic Hyaluronic Acid-Graft-Amphiphilic Gelatin Microcapsules for Chondrogenic Stimulation. Polymers, 12(4), 785.

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Synthesis of Fluorescent Iron Oxide Nanoparticles

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Dextran T40 (Mw = 40 000 Da) and sodium periodate (NaIO₄, AR, 99.5%) were purchased from Aladdin CO. Ltd. (Shanghai, China). Sulfo-Cyanine 5 amine (sulfo-Cy5-NH₂) and Sulfo-Cyanine 5.5 amine (sulfo-Cy5.5-NH₂) were purchased from Xi’an Ruixi Biological Technology CO. Ltd (Xi’an, China). Iron (III) acetylacetonate (Fe(acac)₂, AR, 97%), 1,2-hexadecanediol (AR, 90%), benzyl ether (AR, 98%), potassium ferrocyanide (AR, 99%), oleic acid (AR, 70%) and oleylamine (OA, AR, 70%) were purchased from Sigma-Aldrich Corporation. All solvents and reagents were used as received. Dulbecco’s modified Eagle medium and fetal bovine serum were purchased from Invitrogen (California). The human liver cancer cell line HepG2 was obtained from the American Type Culture Collection.

Jiang L., Zheng R., Zeng N., Wu C, & Su H. (2022). In situ self-assembly of amphiphilic dextran micelles and superparamagnetic iron oxide nanoparticle-loading as magnetic resonance imaging contrast agents. Regenerative Biomaterials, 10, rbac096.

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