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N n n n tetramethyl ethylenediamine tmeda

Manufactured by Merck Group
Sourced in Germany

N,N,N′,N′-tetramethyl ethylenediamine (TMEDA) is a colorless, volatile liquid chemical compound. It is used as a complexing agent and as a catalyst in various organic synthesis reactions.

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5 protocols using n n n n tetramethyl ethylenediamine tmeda

1

Synthesis of Diarylethane Derivatives

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All dyes were purchased from chemical
suppliers (Sigma-Aldrich, Alfa Aesar, TCI America, Fisher Scientific)
and used without further purification. meso-1,2-Dibromo-1,2-diphenylethane
and N,N,N′,N′-tetramethyl ethylenediamine (TMEDA) were purchased
from Sigma-Aldrich and Acros Organics, respectively, and used as received.
All reactions were irradiated with two 90 W warm-white LEDs purchased
from LedEngin unless otherwise noted. (See the SI for the power spectrum.) Flash column chromatography was
performed using 230–400 mesh silica gel. All 1H
and 13C NMR spectra were recorded on a Bruker AVANCE 400
spectrometer. Chemical shifts (δ) are reported in ppm from the
solvent resonance as the internal standard (CDCl3: δ
7.26 ppm).
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2

Photopolymerizable Hydrogel Fabrication

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N-isopropylacrylamide (NiPAAm, ≥99%), N,N′-methylenebisacrylamide (BIS, 99%), lithium phenyl-2,4,6-trimethylbenzoylphosphinate (LAP, ≥95%), tris(2-carboxyethyl)phosphine hydrochloride (TCEP), dimethyl sulfoxide (DMSO), cystamine hydrochloride (≥98%), 2,2′-dipyridyl disulfide (98%), iron(III) chloride hexahydrate (≥99%), bovine serum albumin (BSA, ≥96%), rhodamine B isothiocyanate (RhB), phosphate buffered saline tablet (PBS), N-ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDAC, ≥99%), 2-(N-morpholino)ethanesulfonic acid (MES, ≥99%), sodium peroxodisulfate (99%), N,N,N′,N′-tetramethylethylenediamine (TMEDA, 99%) were purchased from Sigma-Aldrich (Damstadt, Germany). N,N′-Bis(acryloyl)cystamine (BAC, 98%) was purchased from Alfa Aesar (Kandel, Germany). Sodium bicarbonate (99.5%) was purchased from ACROS Organics (Geel, Belgium). Sodium carbonate anhydrous (≥99.5%) was purchased from Honeywell Fluka (Seelze, Germany). Ethanol absolute (≥99.5%) was purchased from VWR Chemicals BDH (London, UK). Silicone elastomer kit (PDMS) was purchased from DOW Corning (Midland, MI, USA). Deionized water was used for all experiments. All chemicals were used as received without further purification.
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3

Synthesis of Stimuli-Responsive Hydrogels

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N-isopropylacrylamide (NIPAm), N-(2-hydroxylethylpropyl)acrylamide (HEAA), ammonium persulphate (APS), N,N′-methylenebisacrylamide (BIS), LiF, HCl (Conc.), and N,N,N′,N′-tetramethyl ethylenediamine (TMEDA) were purchased from Sigma-Aldrich (St. Louis, MO, USA) at the highest purity available and used without further purification. MiliQ water from an ultra-pure Milli Q water system from Direct-Q (Billerica, MA, USA) was used in all experiments and is denoted as DI water.
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4

Synthesis of Fluorescent Polymer Beads

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Styrene (St, 99%, Shanghai Linfeng Chemical Reagent Ltd. Co.), divinylbenzene (DVB 80%, the remainder being m- and p-ethylstyrene, Aldrich) and glycidyl methacrylate (GMA 97%, Shanghai Macklin Biochemical Co., Ltd) were purified by passing through basic chromatographic aluminum oxide to eliminate the inhibitor before use. 2,2′-Azobis-(isobutyronitrile) (AIBN) (Adamas, Shanghai, China) was recrystallized from ethanol, then dried under vacuum at room temperature before use. Ethylenediamine (EDA), fluorescein isothiocyanate (FITC) and poly(vinylpolypyrrolidone) (PVP k-30) were obtained from J&K Chemical Ltd. Shanghai, China, and used as received. Acrylamide (AM), N,N′-methylenebis(acrylamide) (MBAM), and N,N,N′,N′-tetramethylethylenediamine (TMEDA) were purchased from Sigma-Aldrich and used as received. Paraffin (Admas, Shanghai, China) was used as received. Cyclohexane, and Tween85 were purchased from Sinopharm Chemical Reagent Co., Ltd., and used as received. Ammonium persulfate (APS, Lingfeng Chemical Reagents Co., Ltd. Shanghai, China) was recrystallized twice before use. Deionized water was used.
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5

Synthesis of functionalized silane compounds

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Sulfuric acid (98% for analysis), aqueous hydrogen peroxide (30% for synthesis), benzene (ACS, ISO, Reag. Ph. Eur. for analysis), dichloromethane (DCM; ACS, ISO, Reag. Ph. Eur. for analysis), ethanol (>96% not denaturized), and chloroform (ACS, ISO, Reag. Ph. Eur. for analysis) were purchased from VWR international® (Darmstadt, Germany) and 3-iodopropyltrimethoxysilane, 3-aminopropyltrimethoxysilane (97%) and (N-methylaminopropyl)trimethoxysilane from abcr® (Karlsruhe, Germany). Poly(ethylene oxide) (PEO4600, nominal MW = 4600 g/mol), N,N,N′,N′-tetramethylethylenediamine (TMEDA) (ReagentPlus®, 99%, freshly distilled), 3-sulfopropylmethacrylate potassium salt (SPM) (98%), triethylamine (≥99%) and 2M lithium diisopropylamine (LDA) in tetrahydrofurane (THF), N-propyl gallate and α-bromoisobutyryl bromide (98%) were purchased from Sigma Aldrich® (Taufkirchen, Germany). HL5c medium was obtained from Formedium (Hunsanton, UK), 24 well cell culture plates from Sarstedt (Nümbrecht, Germany), glutaraldehyde (0.5%) from Plano (Wetzlar, Germany), and the silicon wafer with diameter of 150 mm and <100> orientation from SI-MAT (Kaufering, Germany). All chemicals were used as received.
Ultrapure water with a resistivity of 18.2 MΩ∙cm was obtained fresh from an ELGA Pure Lab ultra machine (Celle, Germany). Dry solvents were prepared according to previously published procedures [17 ].
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