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34 protocols using 1 octanethiol

1

Synthesis and Characterization of Functionalized Gold Nanoparticles

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Chloro(triphenylphosphine)gold(I) (≥99.9% trace metals basis, Aldrich), 1-Octanethiol (≥98.5%, Aldrich), 3-Mercaptopropionic acid (HPLC, ≥99.0%, Aldrich), 3-Mercaptopropionic-2,2,3,3-d4 Acid (98 atom % D, C/D/N Isotopes Inc.), borane t-butylamine complex (97%, Aldrich), Acetone(HPLC, ≥99.8%, Aldrich), MEthanol (HPLC, ≥99.9%, Aldrich), Ethanol (HPLC, ≥99.8%, Aldrich), Chloroform (HPLC, ≥99.9%, Aldrich), Toluene (HPLC, 99.8%, Aldrich), Sulfuric acid (98.0%, Aldrich), (3-Mercaptopropyl)trimethoxysilane (95%, Aldrich), Hexane (99%, Aldrich), Iodine (≥99.99% trace metals basis, Aldrich), Tetrahydrofuran-d8 (≥99.5 atom % D, Aldrich), Chloroform-d (99.8 atom % D, Aldrich), MEthanol-d4 (99.96 atom % D, Aldrich). All chemicals were used as received.
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2

Synthesis of Colloidal Quantum Dots

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Cadmium oxide (CdO, 99.998%, powder), zinc oxide (ZnO, 99.9%, powder), sulfur (S, 99.998%, powder), oleic acid (OA, 90%), 1-octanethiol (OT, 98%), 1-octadecene (ODE, 90%), zinc acetate (Zn(OA)2, 99.99%), dimethyl sulfoxide (DMSO, 99.7%), tetramethylammoniumhydroxide (TMAH, 98%), chlorobenzene (99%), magnesium acetate tetrahydrate (Mg(OAc)2·4H2O, 99.98%), zinc(II) acetate dihydrate (Zn(OAc)2·2H2O, 99.99%), paraffin oil, n-Octane (99%), ethanol (99.8%) and N,N-Dimethylformamide (DMF, 99.89%) were purchased from Aldrich. Paraffin oil (analytical grade), hexanes (analytical grade), acetone (analytical grade), isopropanol (analytical grade), and methanol (analytical grade) were obtained from Beijing Chemical Reagent Co. Ltd, China. TFB was purchased from American Dye Source, Inc. All materials were used as received.
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3

Synthesis of Colloidal Semiconductor Nanocrystals

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Copper (I) iodide (CuI, 99.99%), indium acetate (In (AC)3, 99.99%), zinc acetate (Zn (ac)2, 99.99%), 1-octadecence (ODE, 90%), 1-octanethiol (OT, 98%), zinc stearate (Zn-St, 99.99%), oleic acid (OA, 90%) and 2-Ethylhexanoic acid (EHA, 99%) were purchased from Sigma-Aldrich. Octane, ethanol and acetone were purchased from Aladdin. All the chemicals were used without further purification.
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4

Synthesis of Highly Luminescent Quantum Dots

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Oleylamine (OAm, 70%), oleic acid (OA, 99%), 1-octadecene (ODE, 90%), cadmium oxide (CdO, ≥99.99%), selenium (Se, 99.99%), Trioctylphosphine oxide (TOPO, 99%), 1-octanethiol (≥98.5%), pentaerythritol-tetrakis(3-mercapto-propionate) (95%), ammonia aqueous (28.5%), tetrahydrofuran (THF, ≥99.9%), N-methylformamide (NMF, 99%), toluene (99.8%), hydrofluoric acid (HF, 48%), polyvinylpyrrolidone (PVP, 10k), ethanol (99%), tetraethyl orthosilicate (TEOS, 98%), hexane (95%) and (3-Mercaptopropyl) trimethoxysilane (MPTMS, 95%) were obtained from Sigma Aldrich. Trioctylphosphine (TOP, 97%) was purchased from Strem Chemicals. Octadecylphosphonic acid (ODPA, >99% was purchased from PCI synthesis. All the reagents were used as received without further purification.
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5

Fabrication of Nanohole Array Sensor Chip

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Nanohole array sensor chip surfaces were cleaned in the order of isopropanol, acetone and deionized water, and dried at room temperature with nitrogen gas prior to chemical modifications. An amine-reactive self-assembly monolayer (SAM) was formed by incubating the sensor chips in ethanolic solution of 0.4 mM of 10-carboxy-1-decanethiol (Dojindo Laboratories, Japan) and 1.6 mM of 1-octanethiol (Sigma-Aldrich, MO, USA) for 12 h at room temperature, then washed thoroughly with pure ethanol and dried in room temperature. Subsequently, the sensor was incubated in a mixture of 75 mM of sulfo-N-hydroxysuccinimide (sulfo-NHS) and 15 mM of 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC) (Bio-Rad, Hercules, CA, USA), to activate the carboxylic group of the SAM for 15 min. Next, 50 μl of 200 μg/ml anti-troponin antibody 560 (Hytest, Finland) solution (acetate buffer, pH 4.5) was spotted on the sensor surface and incubated for 30 min. Finally, the sensor chip was immersed in 1 M of ethanolamine-HCl solution (Bio-Rad, Hercules, CA, USA) for 15 min to deactivate the unreacted esters, followed by a rinse with deionized water and dried with nitrogen gas at room temperature.
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6

Synthesis of Semiconductor Nanocrystals

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Cd(II) acetate (CdAc2, 98%), zinc
acetate (ZnAc2, 99.999%), selenium powder (Se, 99.999%),
trioctylphosphine oxide (TOPO, 90%), trioctylphosphine (TOP, 97%),
1-octadecene (ODE, 90%), octadecylamine (ODA, 90%), sulfur powder
(S, 99.98%), oleic acid (OA, 90%), oleylamine (OLAM, 70%), 1-octanethiol
(98.5%) 1,7-diaminoheptane (7DA, 98%), 1,8-octanedithiol (8DT, 97%),
lithium perchlorate (LiClO4, 99.99%), ferrocene (Fc, 98%),
and anhydrous solvents (toluene, 99.8%, methanol, MeOH, 99.8%, 1-butanol,
BuOH, 99.9%, acetonitrile, 99.99%) were all purchased from Sigma-Aldrich
and used as received, except for the acetonitrile, which was dried
before use in an Innovative Technology PureSolv Micro column. The
indium-doped tin oxide (ITO) substrates (film thickness 100 μm, Rsq ≤ 120 Ω/cm2) were
purchased from PGO Germany and used as received.
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7

Alkylation of C16 uPAO Dimer with 1-Octanethiol

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Example 4

A C16 uPAO dimer was alkylated with 1-octanethiol by acid catalyst as shown below in Scheme 3 to form Product III containing Compound-V and Compound-VI.

[Figure (not displayed)]

A glass reactor under N2 atmosphere was charged with C16 uPAO dimer (200.0 g, 0.89 mol), 1-octanethiol (157.0 g, 1.07 mol) (obtained from Sigma-Aldrich), and Amberlyst-15H (10.0 g, 2.7 wt %) (obtained from Sigma-Aldrich) to form a mixture. The mixture was heated to 120° C. for 20 hours. The mixture was filtered through Celite to remove catalyst. The filtrate was distilled under vacuum to 220° C. to remove unreacted thiol and olefin. The distillation pot bottoms were treated with decolorizing carbon and filtered through Celite. The filtrate was collected as Product III containing Compound-V and Compound-VI in a molar ratio of approximately 78:22 of V:VI. The lube properties of Product III were determined as provided above and are shown below in TABLE VII.

TABLE VII
Lube Properties
KV100 (cSt)2.68
KV40 (cSt)9.96
VI106
Noack volatility (%)21.01

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8

Peptide Synthesis and Characterization

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All the peptides (purity, >95%) were synthesized by GL Biochem (Shanghai, China). 1-Octanethiol, 1-dodecanethiol, 1H,1H,2H,2H-perfluoro-1-Octanethiol, GEN, MβCD, CPZ, trypan blue, and Hoechst 33258 were obtained from Sigma-Aldrich (St. Louis, MO, USA). DTT and DTNB were purchased from Aladdin (Shanghai, China). 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT), acridine orange (AO), and ethidium bromide (EB) were purchased from Sangon Biotech (Shanghai, China). 2,2′-Dithiodipyridine, calcein, and chymotrypsin were obtained from Macklin (Shanghai, China). EIPA was provided by MedChemExpress (Monmouth Junction, NJ, USA).
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9

Synthesis of Colloidal Nanocrystals

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Cadmium oxide (CdO, ≥99.99%), selenium (≥99.99%), trioctylphosphine oxide (TOPO, 90%), trioctylphosphine (TOP, 97%), hexadecylamine (HDA, 90%), oleic acid (OLA, 90%), 1-octadecene (ODE, 90%), 1-octanethiol (≥98%) and 3-mercaptopropionic acid (MPA, ≥99%) were purchased from Sigma-Aldrich. PEG5000k-methoxy (PEG-OMe, PLS-604), and PEG5000k-hydroxyl (PEG-OH, PBL-8083) were purchased from Creative PEGWorks. Hexanes (≥98.5%), toluene (≥99.5%), acetone (≥99.5%), methanol (≥99.8%) and citric acid (≥99.5%) were purchased from Fischer Scientific. All reagents were used as received, without further purification.
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10

Synthesis of Semiconductor Nanocrystals

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Cadmium oxide (CdO, 99.99%, trace metals), trioctylphosphine (TOP, 90% technical grade), sulfur (S, 99.98%), 1-octadecene (ODE, 90%, technical grade), iso-Octane (99.7%, HPLC grade), 1-Octanethiol (> 98.5%), trimethylammonium chloride (TMACl, > 98%), potassium hydroxide (KOH, 99.99%), dimethyl sulfoxide (DMSO, > 99.9%) magnesium acetate tetrahydrate (99%), zinc acetate dihydrate (> 98%), lithium acetate (99.95%) and 1-butanol (anhydrous, 99.8%) were purchased from Sigma-Aldrich. Zinc acetate anhydrous (+ 99.9%) and ethyl acetate (> 99.5%, ACS certified) were purchased from Thermoscientific. Selenium (Se, 99.999%, metals basis) and oleic acid (90%, technical grade) were purchased from Alfa-Aesar. Octane (+ 99%, extra pure) was purchased from Acros Organics. All the reagents were used as received. Poly(ethylene dioxythiophene): polystyrene sulfonate (PEDOT: PSS) was purchased from Ossila. Poly[(9,9-dioctylfluorenyl-2,7-diyl)-co-(4,4’-(N-(p-butylphenyl)) diphenylamine)] (TFB) was purchased from American Dye Source. Polyvinylpyrrolidone (PVP10) with an average molecular weight of 10,000 was purchased from Sigma-Aldrich. Patterned ITO-glass substrates with 15 Ω resistance and 25.4 mm × 25.4 mm × 0.7 mm were purchased from Luminescence Technology Corp.
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