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6 protocols using p dioxane

1

Synthesis and Characterization of PPO Polymer Solutions

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Poly(propylene oxide) (PPO) and the utilized solvents were acquired from Sigma Aldrich (now Merck), St. Louis, MO, USA. The chemical structure of the polymer is displayed in Scheme 1.
The polymer solutions were prepared by dissolving 2.5 g of PPO powder in 100 mL of each of the following solvents, acquired from Sigma Aldrich (now Merck): benzonitrile (anhydrous, ≥99%), carbon disulfide (anhydrous, ≥99%), chloroform (anhydrous, ≥99%, contained 0.5–1.0% ethanol as a stabilizer), ethyl acetate (anhydrous, ≥99.8%), and p-dioxane (anhydrous, ≥99.8%). The pH of the polymer solutions did not vary intentionally during experiments, and the small variations were caused by the combination of PPO (pH = 4) with the selected solvents having pH values comprised between 4 and 7.
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2

Synthesis of Copper-Cobalt-Zinc Complexes

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Copper nitrate hemi-pentahydrate (99%), bromine, and tetraphenylethene (TPE, 98%) were purchased from Alfa Aesar. Cobalt nitrate hexahydrate was purchased from J. T. Baker. Zinc nitrate hexahydrate (99%) was purchased from Beantown Chemical. Nitric acid and tetrahydrofuran were purchased from Fisher Scientific. N,N-dimethylformamide (DMF) was purchased from MilliporeSigma, while N,N-dimethylacetamide (DMAc), potassium hydroxide, p-dioxane, dichloromethane (DCM), ethanol, and methanol were purchased from EMD Millipore. (3-(methoxycarbonyl)phenyl)boronic acid (95%) was purchased from Oxchem. Cesium fluoride and pyrazine were purchased from Oakwood Chemical. Tetrakis(triphenylphosphine)palladium(0) (99%) was purchased from Strem Chemicals. Nanopure water was made using a Barstead Nanopure with a D5026 organic free filter kit. All chemicals were used as received without further purification.
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3

Functionalized Silicone Rubber for Cell Culture

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Silicone rubber (SR) (1 mm in thickness) was provided by Goodfellow (HuntingdonUK). We washed the SR with ethyl alcohol for 24 h to remove the impurities and dried it under a vacuum (60 °C) for 3 h. All the synthesis reagents (methacrylic anhydride, salicylic acid, dimethylaminopyridine (DMAP), dichloromethane, triethylamine, magnesium sulfate, ethyl ether, p-dioxane, ethanol, toluene, and petroleum ether) were from Sigma-Aldrich (San Luis, MO, USA), DMEM medium, fetal bovine serum, streptomycin solution, gentamicin, HPLC acetonitrile and HPLC methanol, and distilled water were used as received Sigma-Aldrich (San Luis, MO, USA). The MTT kit was from Roche (Basel, Switzerland)
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4

Synthesis and Characterization of 2MBA Polymer Films

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SR of a 1 mm thickness was obtained from Goodfellow Cambridge Ltd (Huntingdon, UK). It was cut into 5 × 2 cm2 films. The SR films were washed with ethyl alcohol to remove impurities for 2 h. Subsequently, the films were dried under a vacuum at a temperature of 60 °C overnight. N-vinylcaprolactam 98% was obtained from Sigma-Aldrich (St. Louis, MO, USA) and purified by vacuum distillation. Salicylic acid, dimethylaminopyridine (DMAP), methacrylic anhydride, triethylamine, ethyl ether, dichloromethane (CH2Cl2), p-dioxane, ethanol, magnesium sulfate, and petroleum ether (2MBA synthesis reagents) were acquired from Sigma-Aldrich. The reagents for HPLC (acetonitrile and methanol) were purchased from Sigma-Aldrich. A Hypersil GOLD C18 column (250 × 4.6 mm2) was obtained from Thermo Scientific (Waltham, MA, USA). A 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MMT) kit was obtained from Roche (Basel, Switzerland).
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5

Synthesis of Metal-Organic Frameworks

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Zinc
nitrate hexahydrate (98%), cobalt nitrate hexahydrate (99%), 2-methylimidazole
(99%; HMIm), 1-methylimidazole (99%; 1MIm), 2-nitroimidazole (98%),
4,5-dichloroimidazole, 5-chlorobenzimidazole (96%), 2′-hydroxyacetophenone
(99%; 2HAP), 2-chlorophenol (99%; 2CP), Cyrene (dihydrolevoglucosenone,
DHLC), dimethyl isosorbide (99%; DMI), p-dioxane
(p-diox), 1-propanol, N,N-dimethylformamide
(99.8%; DMF), 15-crown-5 (98%, 15C5), and ethylene glycol (99.8%;
EG) were purchased from Sigma-Aldrich. Methanol was purchased from
CMC Materials, and zinc acetate hexahydrate (98%) was purchased from
Acros Organics. He (99.999%) and N2 (99.999%) gases were
purchased from Matheson Trigas. All chemicals were used as received.
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6

Synthesis and Characterization of DEAEM-based Nanomaterials

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The monomer N,N-diethylaminoethyl methacrylate (DEAEM, Sigma-Aldrich, Toluca, México) was distilled under reduced pressure before use. Tetrachloroauric acid trihydrate (HAuCl4.3H2O), hexadecyltrimethyl-ammonium bromide (CTAB), ascorbic acid, silver nitrate (AgNO3), sodium borohydride (NaBH4), methoxy-poly(ethylene glycol) (Mn = 2000 g/mol and Mn = 5000 g/mol), p-dioxane (anhydrous), 4-dimethylamino pyridine (DMAP), 4,4-azobis(4-cyanovaleric acid) (ACVA), doxorubicin hydrochloride (DOX), and N,N’-dicyclohexylcarbodiimide (DCC) were purchased from Sigma-Aldrich, Toluca, México, and used as received. The following solvents were provided by FERMONT, Monterrey, México, and used as received: dichloromethane (DCM), tetrahydrofurane (THF), dimethyl sulfoxide (DMSO), toluene, diethylether and petroleum ether. Purification of synthetic products by column chromatography was performed using silica gel (70–230 mesh, Acros Organics, Geel, Belgium).
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