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15 protocols using toluene

1

Synthesis and Analysis of Inositol Phosphates

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Prostaglandin E1 was obtained from Cayman Chem. Comp. (Ann Arbor, MI, USA); BCA-protein-assay-reagent from Pierce (Rockfield, IL, USA); pentobarbital-sodium (Nembutal R) from Wirtschaftsgenossenschaft dtsch. Tierärzte (Hannover, Germany); ATP, GTP, UTP, CTP, ADP, and GDP were obtained from Roche Diagnostics (Mannheim, Germany); inositol(1,4)P2, inositol(2,4)P2, inositol(4,5)P2, inositol(5,6)P2, inositol(1,4,5)P3, noradrenaline, adrenaline, and silicic acid SIL-350 were purchased from Millipore-Sigma (Darmstadt, Germany); Sephadex G15, HL-Q-Sepharose HP, [5,6(n)-3H] PGE1, [8-3H] GTP, [8-14C] ADP, [2-3H] inositol with stabilizer PT6-271, [2-3H] inositol(1,4)P2, and [3H] inositol(1,4,5)P3 were obtained from GE-Healthcare (Solingen, Germany); activated charcoal, toluene, ethyl acetate, methanol, Rotiscint 11, and Rotiscint 22 were obtained from Carl Roth (Karlsruhe, Germany); all other chemicals of reagent grade were from E. Merck (Darmstadt, Germany).
A regiospecific ionsitol-P5/inositol-P4-phosphohydrolase from Dictyostelium discoideum was exploited for the synthesis of inositol (1,6)-bisphosphate [35 (link)].
Figure 2, Figure 3, Figure 4, Figure 5, Figure 6, Figure 7 and Figure 8 were drawn with Microsoft office Excel 2007 (12.0.6787.5000) SP3 MSO (12.0.6785.5000).
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2

Synthesis and Characterization of Gold Nanoparticles

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The following chemicals and materials were used as received: ethanol (abs. HPLC, Th Geyer), DI H2O (SG water ultra clear UV ultrapure water, 0.055 μS cm−1), HAuCl4·3 H2O (ACS 99.99% metal basis, Au 49.0% min, Alfa Aesar), NaBH4 (99%, Acros Organics), 1-dodecanethiol (>98%, Sigma Aldrich), toluene (>99.5% for synthesis, ROTH), n-hexane (>99% p.a. ACS, ROTH), tetra-n-octylammonium bromide (98+%, Alfa Aesar), Vulcan XC72 (carbon black, Cabot), Nafion 117 (sol. 5%, Sigma Aldrich), Baytubes C 150 P (carbon nanotubes, C-purity >95%, number of walls 3–15, Bayer Material Science), Black Pearls 2000 (carbon black, Cabot), argon (99.999%, Air Liquide), oxygen (99.998%, Air Liquide), hydrogen (99.999%, Air Liquide), potassium hydroxide (99.98%, ROTIMETIC, 3N8), perchloric acid (Supra 70%, ROTH), CO2 (99.995%, Air Liquide).
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3

Synthesis and Functionalization of Polymer Nanocomposites

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The 2-(N,N-diethylamino)ethyl methacrylate (DEAEMA, 99%, Sigma-Aldrich) and methyl methacrylate (MMA, 99%, Sigma-Aldrich) were purified by passing them through a neutral aluminum column; and 2,2′-azobis(isobutyronitrile) (AIBN, 98%, Sigma-Aldrich) was recrystallized from methanol. Aluminum discs (99.999%, Goodfellow), perchloric acid (HClO 4 , 70%, Carl Roth), ethanol (EtOH, 96%, Carl Roth), ortho-phosphoric acid (H 3 PO 4 , 85%, Carl Roth), chromium(IV) oxide (CrO 3 , ≥98%, Sigma-Aldrich), hydrogen peroxide (H 2 O 2 , 35%, Carl Roth), buffer solution pH 5 ± 0.02 (PBS, Carl Roth), sodium dodecyl sulfate (SDS, ≥99%, Fischer), anhydrous 1,4dioxane (99.8%, Acros), toluene (≥99.5%, Roth), anhydrous toluene (99.8%, Acros), silica nanoparticles (SiO 2 NP, 10-20 nm, Sigma-Aldrich), tetraethyl orthosilicate (TEOS, 98%, Sigma-Aldrich), hydrochloric acid (HCl, 37%, Carl Roth), S-(thiobenzoyl)thioglycolic acid (99%, Sigma-Aldrich), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC, >98%, ABCR), N-hydroxysuccinimide (NHS, 98%, ABCR), anhydrous dichloromethane (DCM, 99.8%, Acros), (3-aminopropyl) triethoxysilane (APTES, ≥98%, ABCR) and other chemicals were used as received.
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4

Fabrication of Gold Nanoparticle-Functionalized PEG Hydrogels

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Poly(ethylene glycol)diacrylate
(PEG, Mw 575) and 2-hydroxy-4′-(2-hydroxyethoxy)-2-methylpropiophenone
(photo-initiator—Irgacure 2959), octadecyl-trichlorosilane
(octadecyl-silane), trichloro(1H,1H,2H,2H-perfluorooctyl)silane (perfluoro-silane),
tetrachloroaurate trihydrate (HAuCl4·3H2O), and trisodium citrate (Na3C6H5O7) were purchased from Sigma-Aldrich Chemie GmbH (Steinheim,
Germany). Eight-arm PEG was purchased from Jenkem technology (Plano,
TX, USA). Silicon wafers were purchased from Microchemicals GmbH (Ulm,
Germany). Isopropanol, acetone, ammonia (25%), hydrogen peroxide (H2O2 30%), concentrated sulfuric acid (H2SO4 98%), and toluene were purchased from Carl Roth (Karlsruhe,
Germany). (3-Aminopropyl)trimethoxysilane (amino-silane) was from
abcr GmbH (Karlsruhe, Germany), and PDMS and the curing agent were
from Dow Corning GmbH (Wiesbaden, Germany). All chemicals were used
without further purification.
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5

Methylation of Sodium Bituminosulfonate

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Authentic production batches of sodium bituminosulfonate (Ichthyol-Natrium Hell®) were provided by Ichthyol-Gesellschaft Cordes, Hermanni & Co. (GmbH & Co.) KG, Germany. The derivatisation agent tetramethylammonium hydroxide (TMAH) (25% solution in water, Sigma-Aldrich, USA) and trimethylsilyldiazomethane (TMSDAM) (2 M in diethyl ether, Acros, USA) were used for the methylation of sodium bituminosulfonate. For the extraction and dissolving of the samples, toluene (> 99.5%, Roth, Karlsruhe, Germany), methanol (> 99.9%, Roth, Karlsruhe, Germany), and acetone (99.9%, Roth, Karlsruhe, Germany) were used. The adjustments of the pH values were performed with trimethylamine (> 99%, Sigma-Aldrich, France) and concentrated hydrogen chloride (37%, Roth, Karlsruhe, Germany). The used water was produced by a Milli-Q® water purification system (Merck, Darmstadt, Germany). Sigma-Aldrich made the standards used for the TGA: benzenesulfonic acid (98%, Sigma-Aldrich, USA), sodium benzenesulfonate (97%, Sigma-Aldrich, Switzerland), and methyl benzenesulfonate (98%, Sigma-Aldrich, India).
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6

Colloidal Quantum Dot Synthesis

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CdO (>99.5%), tri-n-octylphosphine (TOP, 97%), tri-n-octylphosphine oxide (TOPO, 99%), thioglycolic acid (TGA, 98%), gelatin (Type B, ~225 g Bloom), m-Cresol, deuterium oxide, and methanol were purchased from Sigma-Aldrich. N-Octadecylphosphonic acid (ODPA, >99%) was purchased from PCI Synthesis, selenium shot (99.999%) from Alfa Aesar, potassium hydroxide (85–100%) from VWR and toluene (>99.5%) from Carl Roth. All chemicals were used as received without further purification.
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7

Synthesis of Colloidal Metal Nanocrystals

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Cadmium oxide (CdO, 99.998%), methanol (anhydrous, 99.9%), and selenium (Se, 99.999%) were purchased from Alfa Aesar. Bis(trimethylsilyl)sulfide (97%), silver nitrate (99.85%), tri-n-butylphosphine (97%), tri-n-octylphosphine oxide (TOPO, 99%) and tri-n-octylphosphine (TOP, 97%) were purchased from ABCR. Toluene (99.9%) and methanol (≥99.5%) were purchased from Carl Roth. Octadecylphosphonic acid (ODPA, ≥99%), hexylphosphonic acid (HPA, ≥99%), and tributyl phosphine (97%) were purchased from PCI Synthesis. Cadmium nitrate tetrahydrate (99%), hydrogen peroxide (H 2 O 2 , 35%), lead acetate trihydrate (>99%), mercaptopropionic acid (MPA, 99%), mercury chloride (99.5%), octadecene (ODE, 90%), potassium hydroxide (KOH, ≥85%), sulfur (S, 99.98%), tetrakis (acetonitrile)copper hexafluorophosphate ([Cu(CH 3 CN) 4 ]PF 6 , 97%) were purchased from Sigma Aldrich. Acetone (dried, 99.9%) was purchased from Merck.
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8

Synthesis of Colloidal Semiconductor Nanocrystals

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Cadmium oxide (CdO, 99.99%)
and selenium (Se, 99.99%) were purchased from Alfa Aesar. Tri-n-octylphosphine oxide (TOPO, 99%) and tri-n-octylphosphine (TOP, 97%) were purchased from ABCR. Hexylphosphonic
acid (HPA, ≥99%) and octadecylphosphonic acid (ODPA, ≥99%)
were purchased from PCI synthesis. Hydrogen peroxide (H2O2, 35%), n-hexane (≥99%), 3-mercaptopropionic
acid (MPA, ≥99%), (3-mercaptopropyl)trimethoxysilane (MPTMS,
95%), 1-octadecene (ODE, 90%), sodium sulfite (≥98%), and sulfur
(S, 99.98%) were purchased from Sigma-Aldrich. Methanol (≥99.5%)
and toluene (99.9%) were purchased from Carl Roth. Tin-doped indium
oxide glass (ITO glass), which is based on 1.1 mm coated unpolished
soda lime float glass was purchased from VisionTek and applied as
electrode substrate. The substrate shows a surface resistance of 12
ohms/sq. Disposable cuvettes of the type Macro 2.5 to 4.5 mL (PMMA)
were purchased from VWR. A silicon sealing mass of the type Toolcraft
Transil Silikon was purchased from Conrad Electronic SE. The inkjet
printer model was Epson Expression Premium XP-620.
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9

Silicone Resin Composite Formulation

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In the research, the following materials were used:

Silicone resin DOWSIL™ 7358 (Q2-7358) from Dow Corning (Midland, MI, USA).

NOVIPER DB 50—Bis(2,4-dichlorobenzoyl) peroxide (DClBPO) from Novichem (Chorzów, Poland)—cross-linking agent.

Toluene from Carl Roth (Karlsruhe, Germany)—solvent.

Talc from Elementis UK Ltd. (Cologne, Germany)—filler.

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10

Analytical Protocol for Arsenic Speciation

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Water was obtained from a Milli-Q
system (18.2 MΩ cm, Millipore GmbH, Vienna, Austria). Methanol
(≥99.9%, MeOH), dichloromethane (≥99.9%, DCM), chloroform
(≥99.9%), methyl-tertiary-butyl ether (≥99.5%, MTBE),
acetonitrile (≥99.9%, AcN), toluene (≥99.8%), formic
acid (≥98%), and ammonia (25%) were obtained from Carl Roth
GmbH (Karlsruhe, Germany); hexane (≥95%), ethyl acetate (≥99.5%,
EtOAc), diethyl ether (≥99.5%, Et2O), and acetone
(≥99.5%) were purchased from Sigma-Aldrich (Vienna, Austria);
and ethanol (≥99.9%, EtOH) and silica gel 60 were obtained
from Merck (Buchs, Switzerland). Arsenic(V) standard solution (998
± 5 mg As L–1) was also obtained from Merck.
The certified reference material (CRM) was NMIJ CRM 7405-a (Trace
Elements and Arsenic Compounds in Seaweed—Hijiki) from the
Natural Metrology Institute of Japan (Tsukuba, Ibaraki, Japan). Saturated
hydrogen sulfide (H2S) solution was prepared by bubbling
H2S gas (produced by a Kipp’s apparatus) through
EtOH for 10 min. Standard compounds of AsHC332, AsHC360 and AsHC388
were synthesized in-house according to Taleshi et al.18 (link) and prepared by dissolving 7.5 ± 0.2 μg (as
As) in Methanol (1 mL).
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