All chemicals and reaction solvents were of analytical grade and were used without further purification. N-(2-hydroxyethyl)-4-bromine-1,8-naphthalimide, 3-amino-1,2,4-triazole 6-bromohexanoic acid , dichloromethane, methanol, triethylamine, methacryloyl chloride, N, N’-dimethylformamide (DMF), dimethyl sulfoxide (DMSO), -2-propanol, [2-(methacryloyloxy)ethyl]trimethylammonium chloride (MAETMA), 4-dimethylaminopyridine (DMAP), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC), and azobisisobutyronitrile (AIBN) were commercially available from Sigma-Aldrich (St. Louis, MO) and used without further purification. 2-(Methacryloyloxy)ethylsulfonic acid sodium salt (MAESA) was purchased from Fisher Scientific. N-(2-hydroxypropyl)methacrylamide (HPMA) was synthesized and purified according to a published method 25 , 50 (link). The pH sensing probe ANNA, which was named by Zhou J. et al (Scheme 1 ), was synthesized according to a modified procedure in the literature 41 . Deionized water was used for the preparation of buffer solutions. The pH values were determined with a digital pH meter (Thermo Electron Corporation, Beverly, MA) and calibrated at room temperature with standard buffers.
2 methacryloyloxy ethyl trimethylammonium chloride
Manufactured by Merck Group
Sourced in United States
[2-(methacryloyloxy)ethyl]trimethylammonium chloride is a monomer compound used in the synthesis and production of various polymers. It contains a methacrylate group and a trimethylammonium chloride functional group. The compound is commonly utilized in the development of materials for applications in the life sciences and medical research fields.
Automatically generated - may contain errors
Lab products found in correlation
Poly ethylene glycol diacrylate, by Merck Group (2 mentions)
4 dimethylaminopyridine, by Merck Group (1 mentions)
Digital ph meter, by Thermo Fisher Scientific (1 mentions)
Dimethyl sulfoxide (dmso), by Merck Group (1 mentions)
2 propanol, by Merck Group (1 mentions)
Azobisisobutyronitrile, by Merck Group (1 mentions)
N dimethylformamide, by Merck Group (1 mentions)
1 ethyl 3 3 dimethylaminopropyl carbodiimide, by Merck Group (1 mentions)
Bromothymol blue btb, by Merck Group (1 mentions)
Sodium tungstate dihydrate, by Thermo Fisher Scientific (1 mentions)
Zn otf 2, by Merck Group (1 mentions)
Bromoethane, by Merck Group (1 mentions)
Ammonium persulfate, by Carl Roth (1 mentions)
1 vinylimidazole, by Thermo Fisher Scientific (1 mentions)
Poly ethylene glycol diacrylate pegda, by Merck Group (1 mentions)
2 methacryloyloxyethyl phosphorylcholine, by Merck Group (1 mentions)
2 methacryloyloxy ethyl dimethyl 3 sulfopropyl ammoniumhydroxide, by Merck Group (1 mentions)
2 hydroxyethyl methacrylate, by Thermo Fisher Scientific (1 mentions)
3 sulfopropylmethacrylate potassium, by Merck Group (1 mentions)
Methacrylic anhydride, by Thermo Fisher Scientific (1 mentions)
6 protocols using 2 methacryloyloxy ethyl trimethylammonium chloride
1
Synthesis and Characterization of pH-Sensitive Polymers
2
Hydrogel-based pH Sensing Platform
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2-Hydroxyethyl methacrylate (HEMA, 97%, Sigma–Aldrich, St. Louis, MO, USA) and [2-(methacryloyloxy)ethyl] trimethylammonium chloride (MAETC, 80 wt% in H2O, Sigma–Aldrich, St. Louis, MO, USA) were used as co-monomer scaffolds to prepare the hydrogel sensor. Ethylene glycol dimethacrylate (EGDMA, 98%, Sigma–Aldrich) and 2,2-dimethoxy-2-phenylacetophenone (DMPA, trade name-IRGACURE 651, BASF, Floham Park, NJ, USA) were used as the cross-linking agent and photo-initiator, respectively. PAN (Mw = 150,000, Sigma–Aldrich, St. Louis, MO, USA) was applied as a viscosity control agent and ion transport matrix. Bromothymol blue (BTB, Sigma–Aldrich, pH 6.0: yellow, pH 7.6: blue) was used as the pH indicator. Dimethyl sulfoxide (DMSO), ammonium hydroxide solution, acetic acid, chloroform, and ethyl alcohol, and pH 4/11 buffer solutions were purchased from Daejung (Siheung, Gyonggi, Korea) and used as received.
3
Synthesis of Redox-Active Polymer Electrolytes
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All materials were purchased from commercial sources. For the syntheses of active materials, 2,2,6,6‐tetramethylpiperidinyl‐N‐oxyl‐methacrylate (TCI), 2‐(methacryloyloxy)‐ethyl]‐trimethyl ammonium chloride (Sigma Aldrich), poly(ethylene glycol) diacrylate (Sigma Aldrich) were used, and inhibitors were removed using an inhibitor remover for hydroquinone and hydroquinone monomethyl ether (Sigma Aldrich). 2,2′‐Azobis[2‐methylpropionamidin]‐dihydrochloride (V‐50; Sigma Aldrich) was utilized as received. For the oxidation step, sodium tungstate dihydrate (Acros Organics) and H2O2 (50 %; ROTH) were used. The utilized zinc‐based electrolyte salts ZnTFSI2 (TCI) and Zn(OTf)2 (Sigma Aldrich) were used as received.
4
Hydrogel Polymer Synthesis Protocols
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N,Nʼ-methylenebis(acrylamide) (MBAA, 99%; Sigma-Aldrich), poly(ethyleneglycol)diacrylate (PEGDA, Mn = 250, 575, 700; Sigma-Aldrich); ethyleneglycoldimethacrylate (≥97%; TCI), N,N,Nʼ,Nʼ-tetramethylethylendiamine (TMEDA, ≥99.5%; Sigma-Aldrich), ammoniumpersulfate (APS, 98%; Roth), 3-sulfopropylmethacrylate potassium (98%; Sigma-Aldrich), 3-sulfopropylacrylate potassium (Sigma-Aldrich), 2-acrylamido-2-methyl-1-propanesulfonicacid (99%; Sigma-Aldrich), (vinylbenzyl)trimethylammonium chloride (99%; ACROS Organics), [2-(acryloyloxy)ethyl]trimethylammonium chloride (80 wt.% in H2O; Aldrich), [2-(methacryloyloxy)ethyl]trimethylammonium chloride (75 wt.% in H2O; Aldrich), 2-hydroxyethylmethacrylate (97%; Alfa Aesar), [2-(methacryloyloxy)ethyl]dimethyl-(3-sulfopropyl)ammoniumhydroxide (95%; Sigma-Aldrich), 2-methacryloyloxyethylphosphorylcholine (97%; Sigma-Aldrich), 1-vinylimidazole (≥99%; Alfa Aesar), bromoethane(≥99%; Sigma-Aldrich), amino-2-propanol(93%; TCI), methacrylicanhydride (94%; Alfa Aesar) were all used as received without further treatment. 1-Vinyl-3-ethyl-imidazoliumbromide (VEtImBr) and 2-Hydroxypropyl methacrylamide (HPMAA) were prepared according to published procedures.[21 (link),22 (link)]
5
Synthesis of Polystyrene Beads and Colloidal Clusters
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For the synthesis of polystyrene beads, styrene monomer (99 %), and initiator such as α,α’-azobis(isobutyronitrile) (AIBN: 99 %) were purchased from Daejung Chemicals and Sigma-Aldrich, respectively. 2-(methacryloyloxy)ethyltrimethylammonium chloride (MTC: 72 % aq) was used as cationic comonomer and bought from Aldrich Chemicals. Polyvinylpyrrolidone (PVP K30, Mw = 40,000) was used as stabilizer and purchased from Junsei Chemicals. Ethanol (99.9 %, HPLC grade, Daejung Chemicals) was used as reaction medium.
For the synthesis of colloidal clusters of polystyrene nanospheres, Abil EM 90 (modified polyether-polysiloxane/dimethicone copolyol) was used as emulsifier and purchased from Cosnet. Hexadecane (anhydrous, 99 %) was used as continuous oil phase and bought from Sigma-Aldrich.
For the synthesis of colloidal clusters of polystyrene nanospheres, Abil EM 90 (modified polyether-polysiloxane/dimethicone copolyol) was used as emulsifier and purchased from Cosnet. Hexadecane (anhydrous, 99 %) was used as continuous oil phase and bought from Sigma-Aldrich.
6
Photocurable Hydrogel for Drug Delivery
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N,N′-Methylenebis(acrylamide) (MBAA; 99%; Sigma-Aldrich), poly(ethyleneglycol)diacrylate (PEGDA, Mn = 250; Sigma-Aldrich); ethylene glycol dimethacrylate (EGDA, ≥99.5%; TCI), N,N,N′,N′-tetramethylethylenediamine (TMEDA; ≥99.5%; Sigma-Aldrich), ammonium persulfate (APS; 98%; ROTH), 3-sulfopropylmethacrylate potassium salt (MAESO 3 ; 98%; Sigma-Aldrich), [2-(methacryloyloxy) ethyl]trimethylammonium chloride (MAETMA; 75 wt%; Aldrich) were used as received. Timolol maleate (TM; technical grade; LKT Laboratories) and ibuprofen sodium salt (technical grade, Sigma) were used as received without further treatment. Solvents for HPLC analysis were of HPLC grade and used without further purification. PBS with pH = 7.4 was provided from Morphisto GmbH and used without treatment. For pH adjusting of commercially available PBS buffer to pH = 5.5, 0.1 m HCl was used. Isot. NaCl infusion solution was purchased from B. Braun and used as received.
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