Di(ethylene glycol) methyl ether methacrylate (MeO2MA 95%, Aldrich), oligo(ethylene glycol) methyl ether methacrylate (OEGMA, terminated by 8 EG units with Mn = 475 g·mol−1), methacrylic acid (MAA) and oligo(ethylene glycol) diacrylate (OEGDA, number average weight Mn = 250 g·mol−1) were supplied by Sigma-Aldrich (St. Louis, MI, USA) and used without any purification. Potassium persulfate (KPS 99%, ABCR), as initiator, was used as received. Buffers were prepared using citric acid and sodium phosphate dibasic (Na2HPO4), both supplied by Sigma-Aldrich. Diethylamino hydroxybenzoyl hexyl benzoate (DBBH), benzophenone-4, and salicylic acid were kindly supplied by LVMH (St Jean de Braye, France). Purified water from the Millipore Milli-Q system (Lormont, France) and ethanol (VWR Chemicals, Rosny-sous-Bois, France) were used throughout the work.
Methyl ether methacrylate
Manufactured by Merck Group
Sourced in United States
Methyl ether methacrylate is a chemical compound used in the production of various materials, including polymers, coatings, and adhesives. It is a colorless, volatile liquid with a characteristic odor. The compound is commonly used in industrial and laboratory settings for its specific properties and applications.
Automatically generated - may contain errors
Lab products found in correlation
N isopropylacrylamide, by Merck Group (2 mentions)
Hydrazine hydrate, by Merck Group (2 mentions)
Potassium persulfate, by Merck Group (2 mentions)
Ethanol, by Avantor (2 mentions)
Sodium phosphate dibasic na2hpo4, by Merck Group (2 mentions)
Citric acid, by Merck Group (2 mentions)
Methacrylic acid, by Merck Group (2 mentions)
2 hydroxyethyl methacrylate, by Merck Group (2 mentions)
Hoechst 33342, by Thermo Fisher Scientific (2 mentions)
Ethyl alcohol, by Avantor (1 mentions)
4 dimethylaminopyridine, by Merck Group (1 mentions)
Copper 1 chloride, by Merck Group (1 mentions)
Ethyl α bromoisobutyrate, by Merck Group (1 mentions)
Methyl alcohol, by Avantor (1 mentions)
2 2 bipyridine, by Thermo Fisher Scientific (1 mentions)
Triethylamine, by Merck Group (1 mentions)
Dichloromethane, by Avantor (1 mentions)
Tetrahydrofuran, by Avantor (1 mentions)
N n dimethylformamide dmf, by Avantor (1 mentions)
2 aminoethyl methacrylate hydrochloride, by Polysciences (1 mentions)
17 protocols using methyl ether methacrylate
1
Synthesis of Photosensitive Hydrogel Polymers
2
Synthesis of Stimuli-Responsive Polymers
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Di(ethylene glycol) methyl ether methacrylate (2 , DEGMA, 95%), oligo(ethylene glycol) methyl ether methacrylate (3 , OEGMA) and trimethyl-2-methacroyloxyethylammonium chloride (5 , TMEC, ca. 80% in water) were purchased from Sigma-Aldrich (St. Louis, MO, USA) and passed through a basic aluminum oxide column to remove inhibitors prior to use. 2,2′ Azobis(isobutyronitrile) (4 , AIBN) was purchased from Wako Chemicals (Richmond, VA, USA) and crystallized twice from methanol prior to use. 1,4-Dioxane, N,N-dimethylformamide (DMF) and diethyl ether from Sigma-Aldrich were used without further purification. The synthesis of benzyl 4-cyano-4-(ethylthiocarbonothioylthio)-pentanoate (1 , CTA) was previous reported [23 (link)]. Poly-thymine oligonucleotides (dT25) and fluorescent poly-thymine oligonucleotides labelled with rhodamine X (dT25-ROX), both with 25 thymine units, were purchased from Thermo (Darmstadt, Germany) in the lyophilized form (HPLC grade). Milli-Q water, from a Millipore system, with a resistivity of 18.2 MΩ·cm was used for samples preparation.
3
Synthesis of Poly(OEGMA-co-DEGMA) Hydrogels
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Oligo (ethylene glycol) methyl ether methacrylate (OEGMA, Mn 500), di (ethylene glycol) methyl ether methacrylate (DEGMA, Mn 188), potassium persulfate (KPS, 99%), and N,N,N'N'-tetramethylethylenediamine (TEMED, 99%) were used as purchased (Sigma-Aldrich, St. Louis, MO, USA) without further purification. Laponite ® nanoclay (XLG, LAP) was purchased from BYK (Wesel, Germany).
4
Hyaluronic Acid Hydrogel for Drug Delivery
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Poly(ethylene glycol) methyl ether methacrylate (OEGMA, average Mw = 300 g/mol), di(ethylene glycol) methyl ether methacrylate (MEO2MA), hyaluronic acid methacrylate (MeHA, degree of substitution: 20%-50%, MW 120,000-150,000), di(ethylene glycol) diacrylate (DEGDA 75.00%), hyaluronidase from bovine testes (Type I-S, 400-1000 units/mg, solid), potassium persulfate (KPS, 99,99%), sodium dodecyl sulfate (SDS), sodium hydroxide (NaOH), sodium chloride (NaCl), potassium chloride (KCl), monosodium phosphate (NaH2PO4) and disodium phosphate (Na2HPO4), were purchased from Sigma Aldrich (Saint Louis, Missouri, MO, USA). Doxorubicin hydrochloride (DOX) was purchased from LC Laboratories (Woburn, MA, USA). Mitoxantrone dihydrochloride (MTX) was purchased from MCE (NJ, USA). For the preparation of all solutions, deionized water (Hydrolab/HLP, Straszyn, Poland) with conductivity 0.055 μS·cm−1 was used.
5
Synthesis of Functional Polymers
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Di(ethylene glycol) methyl ether methacrylate (95%, D), copper (I) chloride (98%, CuCl), ethyl α-bromoisobutyrate (EBB, 98%), propargyl chloroformate (96%), 4-dimethylaminopyridine (99%, DMAP), 2-azido-1,3-dimethylimidazoliniumhexafluoro phosphate (97%, ADMP), and triethylamine (98%, TEA) were purchased from Sigma-Aldrich (Poznan, Poland). The 2-aminoethyl methacrylate hydrochloride (>98%, A) was received from Polysciences Inc. (Warrington, PA, USA). The 2,2′-bipyridine (99%, Bpy) was purchased from Alfa Aesar (Karlsruhe, Germany). Methyl alcohol (99.8%), ethyl alcohol (98%), dichloromethane (99.8%, DCM), N,N-dimethylformamide (DMF), and tetrahydrofuran (99.5%, THF) were purchased from Avantor™ Performance Materials (Gliwice, Poland). The DCM and DMF were distilled before use. The THF was distilled over potassium hydroxide before use. The water used to prepare polymer solutions was purified using a commercial ion exchange system (Hydrolab Company, Straszyn, Poland). The polymer solutions were kept overnight at 8 °C before use. Other reagents were used as received.
6
Lycopodium-based Stimuli-responsive Particles
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Lycopodium clavatum pollen (Flinn Scientific Canada Inc.), Lotus pollen, N-Isopropylacrylamide, di(ethylene glycol) methyl ether methacrylate,
cerium(IV) ammonium nitrate, potassium hydroxide, phosphoric acid,
acetone, ethanol, and rhodamine B were used as received from Sigma-Aldrich.
All chemicals were used without additional purification, unless stated
otherwise. Milli-Q water (resistivity of 18.2 MΩ cm) was used
to prepare the aqueous dispersions.
cerium(IV) ammonium nitrate, potassium hydroxide, phosphoric acid,
acetone, ethanol, and rhodamine B were used as received from Sigma-Aldrich.
All chemicals were used without additional purification, unless stated
otherwise. Milli-Q water (resistivity of 18.2 MΩ cm) was used
to prepare the aqueous dispersions.
7
Synthesis of Stimuli-Responsive Polymers
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Hydrophobic slides made
of glass with a PTFE
coating were purchased from Thermo Scientific, stored at 80 °C,
and allowed to cool to ambient temperature prior to use. 4,4′-Azobis(4-cyanovaleric
acid) (98%), dextran (9–10 kDa, 98%), hydrazine hydrate (80%)
solution, N-hydroxyethyl acrylamide (97%), N-isopropylacrylamide (98%), poly(ethylene glycol) (Mn = 300), methyl ether methacrylate (99%), poly(vinyl
alcohol) (75–100 kg mol–1, 98%), poly(vinyl
alcohol) (85–124 kg mol–1, 98%), and vinyl
acetate (99%) were purchased from Sigma-Aldrich. Hexane, methanol,
and tetrahydrofuran were purchased from Fluka. O-Ethyl-S-1-phenyl carbonodithioate, 2-(pyridyldisulfanyl) ethyl
2-(dodecylthiocarbonothioylthio)-2-methylpropanoic acid, and poly(hydroxy
ethyl acrylate) were synthesized using previously reported methods.38 (link),39 (link)
of glass with a PTFE
coating were purchased from Thermo Scientific, stored at 80 °C,
and allowed to cool to ambient temperature prior to use. 4,4′-Azobis(4-cyanovaleric
acid) (98%), dextran (9–10 kDa, 98%), hydrazine hydrate (80%)
solution, N-hydroxyethyl acrylamide (97%), N-isopropylacrylamide (98%), poly(ethylene glycol) (Mn = 300), methyl ether methacrylate (99%), poly(vinyl
alcohol) (75–100 kg mol–1, 98%), poly(vinyl
alcohol) (85–124 kg mol–1, 98%), and vinyl
acetate (99%) were purchased from Sigma-Aldrich. Hexane, methanol,
and tetrahydrofuran were purchased from Fluka. O-Ethyl-S-1-phenyl carbonodithioate, 2-(pyridyldisulfanyl) ethyl
2-(dodecylthiocarbonothioylthio)-2-methylpropanoic acid, and poly(hydroxy
ethyl acrylate) were synthesized using previously reported methods.38 (link),39 (link)
8
Synthesis of Functional Polymer Materials
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Furfuryl alcohol (FA; 98%), poly(ethylene glycol) methyl ether methacrylate(PEGMMA; average Mn = 500, contains 100 ppm MEHQ and 200 ppm BHT as inhibitor), dibutyltin dilaurate (95%), 1,1′-(methylenedi-4,1-phenylene)bismaleimide (bM; 95%) and 2-hydroxyethyl methacrylate(HEMA; contains 250 ppm monomethyl ether hydroquinone as inhibitor, 97%) were purchased from Sigma-Aldrich and used as received. 2-Furoyl chloride (FC; 98%) and 2-isocyanato ethyl methacrylate (NCO-MA, stabilized with BHT; 98%) were purchased from Tokyo Chemical Industry and used as received. α,α′-Azobis(isobutyronitrile) (AIBN; 98%) was purchased from Tokyo Chemical Industry and recrystallized with ethanol before used. Methylene chloride (MC), N,N-dimethylformamide (DMF), tetrahydrofuran (THF), n-hexane, chloroform, diethyl ether and pyridine (99.5%) were purchased from Daejung Chemicals and used after dehydration with molecular sieves.
9
Polymerization of Ethylene Glycol Monomers
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The monomers used were oligo(ethylene glycol) methyl ether methacrylate with 4–5 ethylene oxide units, (OEGMMA, Mn = 300, d = 1.05 g/mL, purity > 98%) and oligo(ethylene glycol) hydroxyl ethyl methacrylate with nearly 6 ethylene oxide units (OEGHEMA, Mn = 360, d = 1.105 g/mL, purity > 97%), both from Sigma-Aldrich (St. Louis, MI, USA). The free radical initiator used in the polymerization experiments was benzoyl peroxide (BPO) (purity > 97 %, from Fluka, Buchs, Switzerland), and it was purified by fractional recrystallization twice from methanol (Merck, Rahway, NJ, USA). AgNO3 used as a precursor for the formation of AgNPs was supplied by Mallinckrodt (C = 0.05 mol/L). ZnO was purchased from Aldrich in the form of nanopowder with a size < 100 nm (d = 5.61 g/mL). TiO2 was also supplied by Aldrich in the form of nanopowder with a size < 100 nm (d = 3.8 g/mL). All other chemicals used were of reagent grade.
10
Synthesis and Characterization of Responsive Hydrogels
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Di(ethylene glycol) methyl ether methacrylate (DEGMA, 95%), poly(ethylene glycol) methyl ether methacrylate (PEGMA, M n 950 g mol À1 ), ethylene glycol dimethacrylate (EGDMA, 98%), 1dodecanethiol (DDT, 99%), D 2 O (99.9 atom% D) and anhydrous dodecane (99%) were purchased from Sigma-Aldrich (UK). Alpha, alpha-azoisobutyronitrile (AIBN, 499%) was obtained from Molekula (UK). Ethanol and dimethylformamide (DMF) were supplied by VWR (UK). LAPONITE s -RD was provided by BYK (Germany). Lithium bromide (99%) was purchased from Acros Organics (UK). Dialysis tubing with molecular weight cut off (MWCO) of 14 kg mol À1 was purchased from Sigma Aldrich (UK). GPC EasiVial poly(methyl methacrylate) mixed standards were procured from Agilent (UK). Deionised H 2 O was employed in all experiments. All chemicals were used as received.
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