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11 protocols using 1 2 4 trichlorobenzene

1

Printing diF-TESADT:PMMA Blend Solutions

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2,8-Difluoro-5,11-bis(triethylsilylethynyl)anthradithiophene (diF-TESADT) was purchased from Lumtec in Taiwan and used without any further purification. Poly(methyl methacrylate) (PMMA Mw = 996 kgmol−1), and 1,2,4-trichlorobenzene were purchased from Sigma Aldrich Co. diF-TESADT and PMMA (1:1, 1:2, 1:4, 1:6, and 1:8 w/w ratio) were dissolved in 1,2,4-trichlorobenzene to produce 10 wt% solutions. A new batch of diF-TESADT and PMMA with a fixed 1:6 w/w ratio was dissolved in 1,2,4-trichlorobenzene to make 1, 3, 5, 8, and 10 wt% solutions. The diF-TESADT:PMMA blend solutions were printed into lines using a picoliter fluidic dispenser (SonoPlot Inc.) with a 50 μm orifice glass tip on a heavily doped n-type silicon wafer (with a 300 nm thick thermally grown SiO2 layer) under ambient room temperature conditions. The blend solutions were ejected and drawn from the glass tip by controlling the piezoelectrics. The line printings were performed by moving the glass tip across the wafer at speeds of approximately 70, 200, 400, and 1,000 μm/s. After printing, the samples were transferred to a vacuum oven at 60 °C and left overnight to remove the residual solvent. For the selective removal of the diF-TESADT layers, the printed lines were soaked in cyclohexane.
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2

Polyolefin Film Fabrication and Characterization

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Four different commercial grades of polyolefins were supplied as pellets from shamsjavid Co. Ltd. Tehran, Iran (Table 1). Polymer films were made from pellets using a hot press (Dr. Collin GMBH P400P, Maitenbeth, Germany) at a predetermined 180 and 195 °C for PEs and PP, respectively, at a pressure of 100 bar (10 MPa) for 3 min. The films were cut into pieces (2.5 × 2.5 cm). 1,2,4-Trichlorobenzene (TCB, ≥ 99%) and butylated hydroxytoluene (BHT, ≥ 99%) were purchased from Merck Co.
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3

Porosity and Wettability Studies of Zeonex

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Cyclic olefin polymer, Zeonex ® 480R (density: 1.01 g/cm3, Melt Flow Index (MFI): 21 g/10 min obtained under a load of 2.16 kg at 280 °C) was supplied by Zeon Europe GmbH (Düsseldorf, Germany). POREFIL® with a surface tension 16 mN/m was employed as a wetting liquid for the porometry measurements.
Other used chemicals in this study were the solvents chloroform (CF, purity, 99–99.4% (GC)), 1,2,4-trichlorobenzene (TCB, anhydrous, ≥99%), chlorobenzene (CB, Synthesis grade, ≥99%), and toluene (T, purity, ≥99.9 (GC)) obtained from Merck. Some properties of interest for these solvents (e.g., density, boiling point, solubility parameter, dipole moment, and dielectric constant) are summarized in Table 1. N,N-dimethylacetamide (DMAc, Synthesis grade, ≥99%) used in this study as non-solvent was also purchased from Merck.
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4

STM Characterization of Boronic Acid Benzene

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1,3,5-Tris(4-phenylboronic acid) benzene (BLDpharm, 98%), heptanoic acid (Sigma-Aldrich, ≥99%), octanoic acid (Sigma-Aldrich, ≥ 99%), methyl octanoate (TCI, >99%), 1,2,4-trichlorobenzene (Sigma-Aldrich, ≥99%), 1-phenyloctane(Thermo scientific, 99%) and dimethylsulfoxide (Sigma-Aldrich, ≥99%) were used directly without further purification. Solutions of 1,3,5-tris(4-phenylboronic acid) benzene were prepared by dissolving the solid compound in dimethylsulfoxide at a ratio of 1 mg/ml. The DMSO stock solution was further diluted using a specific solvent listed above to generate a concentration series (the amount of DMSO in each solution is less than 1.1%V/V) for the STM experiments. For a few STM experiments, OA was dried by stirring over freshly activated molecular sieves (Carl Rot) for 48 h and was stored in a round bottom flask over anhydrous sodium sulfate.
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5

Activated Carbon Textile Composites

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Activated carbon YP-80F was obtained from Kuraray Chemical (Tokyo, Japan), EVA beads (vinyl acetate 25 wt. %), PMMA powder (Mw = 120,000 g/mol), carbon nano-powder additive (<100 nm particle size), 1,2,4-trichlorobenzene, ethanol, dimethyl sulfoxide and Isoamyl acetate were acquired from Sigma-Aldrich (Gillingham, UK). Polyester (denoted as P), two polyester cotton textiles (denoted as PC and PC (thin) and silk (denoted as S) were obtained from Klopman (Frosinone, Italy). The textiles were all plain weaves, with further characteristics presented in Table 1.
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6

OPD Manufacturing Process with PEDOT:PSS, P3HT, and PCBM

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For the OPD manufacturing process, PEDOT:PSS (poly(2,3-dihydrothieno-1,4-dioxin)-poly (styrenesulfonate)), P3HT (poly(3-hexylthiophene-2,5-diyil)), MDMO-PPV (poly[2-methoxy-5-(3’,7’-dimethyloctyloxy)-1,4- phenylenevinylene]), PCBM ([6,6]-phenyl C61 butyric acid methyl ester), 1-2-4-trichlorobenzene, acetone, chlorobenzene, and isopropyl alcohol were purchased from Sigma-Aldrich and used without further purification.
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7

Cucurbit[7]uril Synthesis Protocol

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Cucurbit[7]uril (CB[7]) was synthesized following a procedure published by Day's group (Day et al., 2001 (link)). Gold wire, sodium chloride, sodium dihydrogen phosphate, dibasic sodium phosphate, sodium hydroxide, hydrochloric acid and absolute ethanol were purchased from Sinopharm Chemical Reagent Co., Ltd. Melphalan was purchased from aladdin. 1, 2, 4-trichlorobenzene was purchased from Sigma-Aldrich. All the purchased chemicals were used directly without further purification. Deionized water from a Milli-Q water purifying system was used to prepare all of the solutions (18.2 MΩ).
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8

Aromatic Complexation Protocol

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The following chemicals were used for ππ complexation. π electron acceptors were 1,3-dinitrobenzene (1,3-DNB, 97%, Sigma-Aldrich); nitrobenzene (NB, 99%, Acros); 1,3-bis(trifluoromethyl)benzene (1,3-BTFMB, 98%, Sigma-Aldrich); 1,2,4-trichlorobenzene (1,2,4-TCB, 99%, Sigma-Aldrich); 1,2-dichlorobenzene (1,2-DCB, 98.6%, Sigma-Aldrich); terephthalaldehyde (TA, 99%, Sigma-Aldrich); pyridine (Py, 99% Sigma-Aldrich) π electron donor was mesitylene (MSTL, 97%, JT Baker). Structures for all acceptors and donor are shown in Fig. 1. The solvent was cyclohexane (99%, Acrose).

The structures of seven aromatic molecules (acceptors) used to interact with MSTL

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9

Characterization of Polyolefin Stereoisomers

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Three PP stereoisomers (iPP, aPP and sPP) were obtained from Sigma-Aldrich, South Africa, and used as received. Ethylene-co-1-octene copolymers with comonomer contents of 0.6–14.0 mol% were kindly provided by Borealis Polyolefine GmbH (Linz, Austria). 1-Octanol (>99%), 1-decanol (≥98%), 1-undecanol (≥99%), 1-dodecanol (≥98%), n-decane (≥99%), n-undecane (≥99%), n-dodecane (≥99%), n-tetradecane (≥99%) and 1,2,4-trichlorobenzene (>99%) were obtained from Sigma-Aldrich South-Africa and used as received.
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10

Ambient STM Imaging of SAMs

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Materials and methods: STM measurements were carried out under ambient conditions (20-22°C) with a Bruker Nanoscope MultiMode Scanning Probe Microscope equipped with a lowcurrent STM head or an RHK STM (SPM1000) running under ambient conditions. In situ STM imaging was performed at the liquid/solid interface; the substrate was freshly cleaved highly oriented pyrolytic graphite (HOPG; ZYB quality; NT-MDT Castletroy, Limerick, Ireland). Mechanically sharpened Pt/Ir (80/20; NanoScience Instruments, Phoenex, AZ) tips were tested by obtaining atomic resolution images of graphite and subsequently a drop (ca. 4 μL) of sample solutions in 1,2,4trichlorobenzene (Aldrich, 99%) was added. Self-assembled monolayers (SAMs) were observed immediate after the tip was engaged. Solutions of C18m, C22m and (C18m)2Ni were heated prior to deposition to improve the solubility. For other derivatives, saturated solutions were used. The specific tunneling conditions are given in the figure captions. All the images were corrected for drift by WSxM software 89 , using the recorded graphite images for calibration purposes. A detailed and useful tutorial showing how images were calibrated can be found in the ESI. For the synthesis of the alkylated aminoquinone derivatives that were employed in this study, see the Supporting Information.
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