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3 protocols using 2 ethylhexyl acrylate 2 eha

1

Synthesis and Characterization of Ibuprofen Derivatives

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All used in this research reagents were commercially available materials and were used without further purification. (R,S)-Ibuprofen (>98%) was provided from Am-Beed (Arlington Heights, IL, USA). Thionyl chloride (99.5%) was obtained from Acros Organics (Geel, Belgium). l-Histidine (≥99%) and l-phenylalanine (>98.5%) were purchased from Carl Roth (Karlsruhe, Germany). l-Tyrosine, acetonitrile (≥99.9%) for HPLC gradient grade, deuterated DMSO (99.9%), 2-ethylhexyl acrylate (2-EHA) (98%), isobornyl methacrylate (IBOMA) (>99%), azobis(isobutyronitrile) (AIBN) (99%), and n-octanol (≥99%) were provided by Sigma-Aldrich (Steinheim am Albuch, Germany). l-Tryptophan was provided by Tokyo Chemical Industry Co., Ltd (TCI, Tokyo, Japan). Propanol (PrOH), ammonium hydroxide solution 25% (NH3·H2O), anhydrous sodium sulfate, n-hexane, methylene chloride, and diethyl ether were high-purity obtained from Chempur (Gliwice, Poland). 4-Acryloyloxy benzophenone (ABP) was obtained from POLY-CHEM BmbH (Bitterfeld-Wolfen, Germany). Acrylic acid (AA) (>98%), ethanol (EtOH), chloroform, toluene, and ethyl acetate were of analytical grade purchased from StanLab (Lublin, Poland). Deuterated chloroform (CDCl3) (99.8%) (+0.03% TMSCl) was purchased from Eurisotop (Cheshire, England).
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2

Synthesis of Polyurethane-Acrylate Hybrid

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Polypropylene glycol (PPG, Mn = 2000, 4000, 6000 Da) was purchased from KPX green chemical (Seosan, Korea), VALIKAT Bi-1610 (a bismuth catalyst) was purchased from Umicore (Brussels, Belgium), and hexamethylene diisocyanate (HDI, 99%), isophorone diisocyanate (IPDI, 98% isomers), bis(4-isocyanatocyclohexyl)-methane (H12MDI, 90% isomers), diethylene glycol (DEG, 99%), 4-methoxyphenol (MEHQ, 99%), isobornyl acrylate (IBOA), 2-ethylhexyl acrylate (2-EHA), and acrylic acid (AA) were purchased from Sigma Aldrich (Seoul, Korea). Tris(2-hydroxyethyl) isocyanurate triacrylate as a crosslinking agent was purchased from Sartomer (Exton, PA, USA) and AE 700-100 as an NCO-modifier was purchased from Asahi Kasei (Tokyo, Japan). Omnirad 127D was purchased from IGM Resins (Waalwijk, The Netherlands) and used as a photo-initiator.
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3

Synthesis of Acrylate-based Polymers

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2-Ethyl hexyl acrylate (2-EHA, b.p. 91 °C/13 mbar, Sigma Aldrich, St. Louis, MO, USA) was distilled with DPPH as a stabilizer under vacuum prior to use. 2-Hydroxy-2-methylpropiophenone (b.p. 110 °C, Sigma Aldrich, 97%), ethylene glycol dimethacrylate (EGDMA, b.p. 98 °C/5 mmHg, Sigma Aldrich, 98%), tetrahydrofuran (THF, b.p. 66 °C, Sigma Aldrich, 99.9%), and ethanol (b.p. 78.4 °C, Decon Labs, 100%) were used as received.
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