Triethylamine

Standard Ciprofloxacin hydrochloride was purchased from Sigma-Aldrich (Munich, Germany). O-phosphoric acid (85%) and triethylamine (99.5%) were purchased from Scharlau, Spain. HPLC-grade methanol and acetonitrile were obtained from Scharlau, Spain. Other chemicals used in this study were of higher analytical grade and purity.

The monomers, 2-(2-methoxyethoxy)ethyl methacrylate (MEO₂MA, Aldrich 95%) was purified by passing through a neutral alumina column; N-isopropylacrylamide (NIPAM) was purified by recrystallization, from a hexane/toluene mixture (90/10 vol. %); Styrene (St, Merck > 99%) and methyl methacrylate (MMA, Merck > 99%) were used as received. For the synthesis of 2-(2-(2-(acetylthio)ethoxy)ethoxyl)ethyl methacrylate (AcSEO₂MA), 2-(2-(2-chloroethoxy)ethoxy)ethan-1-ol (96%, Aldrich), methacryloyl chloride (97%, Aldrich), triethylamine (99%, Scharlau), dichlorometane (DCM) (99%, Aldrich), anhydrous sodium sulfate (99%, Qemical), potassium iodide (99.5%, Panreac), potassium thioacetate (98%, Aldrich) and acetonitrile (99.9%, Scharlau) were employed as received. All chemical reagents: ammonium persulfate (APS) (>98%, Fluka); tetraethylene glycol dimethacrylate (TEGDMA) (>90%, Fluka); sodium dodecyl sulfate (SDS) (Fluka); tetrachloroauric (III) acid (HAuCl₄·3H₂O) (≥99.9%, Aldrich) and trisodium citrate dihydrate (Sigma-Aldrich)] were used as received. Milli-Q water was used in all experiments. Solvents were dried by standard methods or by elution through a Pure Solv Innovative Technology column drying system.

α-tocopherol (Sigma-Aldrich, Saint Louis, MO, USA), methacryloyl chloride (Sigma-Aldrich, Saint Louis, MO, USA), triethylamine (Scharlau, Barcelona, Spain), tetrabutylammonium iodide (Sigma-Aldrich, Saint Louis, MO, USA), dichloromethane (Sigma-Aldrich, Saint Louis, MO, USA), hexane (Sigma-Aldrich, Saint Louis, MO, USA), hydrochloric acid (VWR, Rochester, NY, USA), sodium hydroxide (Sigma-Aldrich, Saint Louis, MO, USA), 1,4-dioxane (Panreac, Barcelona, Spain), anhydrous dioxane (Sigma-Aldrich, Saint Louis, MO, USA), N-vinylcaprolactam (VC, Sigma-Aldrich), 1-vinyl-2-pyrrolidone (VP, Sigma-Aldrich) and 2,2′-azobisisobutyronitrile (AIBN, Sigma-Aldrich) were used for the preparation of a terpolymer (poly(MVE-co-VP-co-VC)), as described in a previous work [40 (link)].
Celecoxib (CLX, Sigma-Aldrich), dexamethasone (DEX, Sigma-Aldrich), tenoxicam (TNX, Alfa Aesar, Kandel, Germany) and ethanol (VWR, Matsonford Road, Radnor, PA, USA) were used as received for the synthesis of the NPs. Sodium chloride (NaCl, Sigma-Aldrich, Saint Louis, MO, USA) and sodium phosphate dibasic (Na₂HPO₄, Sigma-Aldrich, Saint Louis, MO, USA) were used for the preparation of a phosphate buffered saline (PBS) solution in which NPs were synthesized and diluted.