2 dimethylamino ethyl methacrylate

Manufactured by Merck Group

Sourced in United States, Germany, United Kingdom

2-(dimethylamino)ethyl methacrylate is a chemical compound used in the production of various laboratory equipment and materials. It is a methacrylate ester with a dimethylaminoethyl group. The compound serves as a functional monomer in the synthesis of polymers and copolymers for specialized applications in the laboratory setting.

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Lab products found in correlation

Camphorquinone, by Merck Group (6 mentions) Triethylamine, by Merck Group (5 mentions) Toluene, by Merck Group (4 mentions) 2 bromoisobutyryl bromide, by Merck Group (4 mentions) Methacrylic acid, by Merck Group (4 mentions) Methyl methacrylate, by Merck Group (4 mentions) Triethylene glycol dimethacrylate, by Merck Group (4 mentions) Bis gma, by Merck Group (3 mentions) Tegdma, by Merck Group (3 mentions) Sodium azide, by Merck Group (3 mentions) N isopropylacrylamide, by Merck Group (3 mentions) N hydroxyethyl acrylamide, by Merck Group (3 mentions) Copper 2 bromide, by Merck Group (3 mentions) 2 2 azobis 2 methylpropionitrile, by Merck Group (3 mentions) Copper 1 bromide, by Merck Group (3 mentions) Tetrahydrofuran, by Merck Group (3 mentions) N n n n n pentamethyldiethylenetriamine, by Merck Group (2 mentions) Ascorbic acid, by Merck Group (2 mentions) Methacryloyl chloride, by Merck Group (2 mentions) Glycidyl methacrylate, by Merck Group (2 mentions)

43 protocols using 2 dimethylamino ethyl methacrylate

Customized Composite Resin Formulations

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The composite resin used in this study was custom made. The composition of the matrix was as follows: a resin matrix of 39.5% Bisphenol A glycerolate dimethacrylate (Bis-GMA, Sigma-Aldrich, Steinheim, Germany), 59.5% Triethylene glycol dimethacrylate (TEGDMA, Sigma-Aldrich), 0.33% Camphorquinone (CQ, Sigma-Aldrich), and 0.67% 2-(Dimethylamino)ethyl methacrylate (Sigma-Aldrich).
The filler was a silane-processed manufactured product, and its composition (as provided by the manufacturer) is provided below (Table 1). To produce the composite resin for this experiment, fillers of three sizes (0.7, 1.0, and 1.5 µm) were mixed manually at each of the weight contents of 60, 70, 75, and 80%. There were 12 types of resins and each type had five samples.

Suh Y.R., Ahn J.S., Ju S.W, & Kim K.M. (2017). Influences of filler content and size on the color adjustment potential of nonlayered resin composites. Dental materials journal, 36(1).

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Synthesis of Experimental Dental Composites

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Seven experimental composites were prepared cont a i n i ng 40 wt% OX-50 si l ica (Deg ussa, Americana, Brazil), previously silanized by the manufacturer and averaging 0.04 μm in size; BisGMA (2,2bis[4-(2-hydroxy-3-methacryloxypropoxy)phenyl]propane) (ESSTECH Technology Inc., Essington, Engla nd), a nd TEGDMA (t r iet hyleneglycol dimethacrylate) (ESSTECH Technology Inc., Essington, England) at the ratios of 2:8, 3:7, 4:6, 5:5, 6:4, 7:3 and 8:2. The photoinitiator system was composed of 2 mol% of 2-(dimethylamino) ethyl methacrylate (Sigma-Aldrich Inc., St. Louis, USA) and 2 mol% of camphorquinone (Sigma-Aldrich Inc., St. Louis, USA). The composites were prepared in a dark room. Resin-based composites were kept under refrigeration until two hours before use and then used at room temperature.

Gonçalves F., Boaro L.C., Miyazaki C.L., Kawano Y, & Braga R.R. (2015). Influence of polymeric matrix on the physical and chemical properties of experimental composites. Brazilian oral research, 29(1).

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Synthesis of Multifunctional Polymeric Materials

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Poly(ethylene glycol) methacrylate (M_n = 360, PEGMA), 4-vinylbenzyl chloride (90%), sodium azide (99.5%, NaN₃), 2-cyano-2-propyl benzodithioate (97%, CPBD), 2-(dimethylamino)ethyl methacrylate (98%, DMAEMA), styrene (99%, St), propargyl ether (98%, dipropargyl ether), azobisisobutyronitrile (98%, AIBN), tin (II) ethyl hexanoate (95%), hexamethylene diisocyanate (99%, HMDI) copper (II) chloride (97%, CuCl2), N,N,N′,N′,N″-pentamethyldiethylenetriamine (99%, PMDETA) and ascorbic acid (reagent grade) were purchased from Sigma Aldrich. PEGMA, DMAEMA, and St were purified with activated alumina (basic, Brockman I); AIBN was recrystallized twice from methanol. All other reagents were used as received.

Liu J., Uhlir C., Shah P.K., Sun F, & Stansbury J.W. (2016). Controlled nanogel and macrogel structures from self-assembly of a stimuli-responsive amphiphilic block copolymer. RSC advances, 6(69), 64791-64798.

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Synthesis and Characterization of Dental Monomers

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Eugenol (Eg, 98.5%), glycidyl methacrylate (GMA, 98%), methacryloyl chloride (MAC, 97%), camphorquinone (CQ, 97%), BisGMA (>98%), TEGDMA (>95%), tetraethyl orthosilicate (TEOS, 99%), 2-(dimethylamino)ethyl methacrylate (DMAEMA; 98%), (3-(trimethoxysilyl)propyl methacrylate (γ-MPS, 98%), hydroquinone (HQ, >99%), triethylamine (Et₃N, >99%), and ethanol absolute (EtOH, ≥99.8%), were obtained from Sigma-Aldrich (Taufkirchen, Germany). Triphenylphosphine (Ph₃P, 99%) was purchased from Cica-reagent (Kanto Chemical, Tokyo, Japan). Hexane (Hx, 95%) was purchased from Avonchem (Macclesfield, UK). Ethyl acetate (EA, ≥99.5%), ammonium hydroxide (NH₄OH, 35%), sodium sulfate anhydrous (Na₂SO₄, >99%), and dichloromethane (DCM, 99%) were purchased from Fisher Scientific (Loughborough, England, UK). Sodium hydroxide pellets NaOH (98%) was obtained from Alfa Aesar (Karlsruhe, Germany). All materials were used as received.

Al-Kahtani H.M., Al-Odayni A.B., Saeed W.S., Robaian A., Al-Kahtani A., Aouak T, & Alrahlah A. (2023). Novel 1,2-Bismethacrylate-3-Eugenyl Propane for Resin Composites: Synthesis, Characterization, Rheological, and Degree of Conversion. Polymers, 15(6), 1481.

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Synthesizing Functional Polymeric Materials

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Monomers like AAm, dimethylacrylamide (DMA), N‐isopropylacrylamide (NIPAm), N‐hydroxyethyl acrylamide (HEAm), acrylic acid (AA), 2‐(dimethylamino)‐ethyl methacrylate (DMAEMA), poly(ethylene glycol) methacrylate (PEGMA), 1‐vinyl‐3‐ethyl‐imidazolium bromide (ViEt), and 3‐[2‐(methacryloyloxy)ethyl](dimethyl)ammonio‐1‐propanesulfonate (MPS) are purchased from Sigma‐Aldrich. Unless specified, all the chemicals used in this work were used without further purification.

Liu J., Soo Yun Tan C., Lan Y, & Scherman O.A. (2017). Toward a versatile toolbox for cucurbit[n]uril‐based supramolecular hydrogel networks through in situ polymerization. Journal of Polymer Science. Part A, Polymer Chemistry, 55(18), 3105-3109.

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Synthesis of Sulfabetaine Methacrylate Polymer

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Di(ethylene glycol)methyl ether methacrylate (EG2MA, 95%), ethylene glycol methyl ether methacrylate (EGMA, 99%), 4,4′-azobis(4-cyanovaleric acid) (ACVA, ≥98%), 4-cyano-4-(phenylcarbonothioylthio)pentanoic acid (CPA, ≥97%), [2-(methacryloyloxy)ethyl]dimethyl-(3-sulfopropyl)ammonium hydroxide (SB, 97%), 2-(dimethylamino)ethyl methacrylate (DMAEMA, 98%), 1,3-propanediol cyclic sulfate (TMS, 98%) were purchased from Sigma-Aldrich (Darmstadt, Germany) and used as received. Sulfabetaine methacrylate (ZB) was synthesized according to a previously published protocol.^{44 (link)}

Küffner A.M., Linsenmeier M., Grigolato F., Prodan M., Zuccarini R., Capasso Palmiero U., Faltova L, & Arosio P. (2021). Sequestration within biomolecular condensates inhibits Aβ-42 amyloid formation. Chemical Science, 12(12), 4373-4382.

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Stimuli-Responsive Polymer Hydrogels for Bone Regeneration

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Tin 2-ethylhexanoate [Sn(Oct)₂ 95%], toluene (99.8%, anhydrous), m ethanol (99.8%, anhydrous), 2-bromoisobutyryl bromide (98%), 2-(dimethylamino)ethyl methacrylate (99%), 1,4-dioxane (99.8%, anhydrous), copper bromide (I) (CuBr 99%), 1,1,4,7,10,10-hexamethyltriethylenetetraamine (dHMTETA, 97%), alumina (neutral), N-isopropyl (NIPAAm, 97%), trisodium citrate dihydrate, sodium acetate (anhydrous, >99%), ethylene glycol (anhydrous, 99%), ethanol (>99 %), acetonitrile (anhydrous, 99.8%), and tetrahydrofuran (anhydrous, 99.8%) were purchased from Sigma-Aldrich (St. Louis, CA, USA). Benzyl alcohol and chloroform were distilled on calcium hydride (CaH₂) before use. _D-Lactide (_D-LA) and _L-lactide (_L-LA) were purchased from Purac Biochem (Gorinchem, Netherlands). Epimedium (>98%) was purchased from Baoji Chenguang Biotechnology Co., Ltd. (Baoji, China); F127 was purchased from the St. Louis, CA, USA; Wistar rats were purchased from the Xiamen University Animal Center (Xiamen, China).

Han L.Y., Wu Y.L., Zhu C.Y., Wu C.S, & Yang C.R. (2019). Improved Pharmacokinetics of Icariin (ICA) within Formulation of PEG-PLLA/PDLA-PNIPAM Polymeric Micelles. Pharmaceutics, 11(2), 51.

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Synthesis of Functional Polymer Nanoparticles

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The monomers used were 2-(dimethylamino) ethyl methacrylate (DMAEMA) (98%), lauryl methacrylate (LMA) (96%) and (oligo ethylene glycol) methacrylate (OEGMA, average M_n = 475) from Sigma-Aldrich (St. Louis, MO, USA). They were purified by passing through an inhibitor removing mini column. Resins used were 311,340 and 311,332 from Sigma-Aldrich. The 2,2-azobis(isobutyronitrile) (AIBN) was the radical initiator utilized after recrystallization from methanol. The 1,4-dioxane (99.8% pure), from Aldrich, was dried over molecular sieves before use. Tetrahydrofuran (THF, 99.9% pure), 4-cyano-4-(phenylcarbonothioylthio) pentanoic acid (CPAD), fetal bovine serum (FBS) and other reagents from Aldrich were used as received.

Tomara M., Selianitis D, & Pispas S. (2022). Dual-Responsive Amphiphilic P(DMAEMA-co-LMA-co-OEGMA) Terpolymer Nano-Assemblies in Aqueous Media. Nanomaterials, 12(21), 3791.

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Polymerization of Methacrylate Monomers

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The monomers methacrylic acid (MAA, 99%)
and 2-dimethylaminoethyl methacrylate (DMAEMA 98%) were purchased
from Sigma-Aldrich and used without further purification, their structures
are shown in Scheme 1. MAA monomers were polymerized in phosphate-buffered saline (PBS:
10 mM sodium hydrogen phosphate, 10 mM potassium dihydrogen phosphate,
150 mM NaCl) and adjusted to pH 6.0 with HCl. DMAEMA monomers were
polymerized in 10 mM acetate buffer at pH 4.5. 0.1–10 mM monophosphate
buffers (PBs), adjusted from pH 8.0 to 6.1 with HCl, 10 mM 2-(N-morpholino)ethanesulfonic acid (Calbiochem) buffer from
pH 5.3 to 7.2 adjusted by NaOH, and 10 mM acetate buffer at pH 4.5
were used in all wet-state measurements to cover a wide pH range.
11-Mecaptoundecanoic acid (MUA) (99%, Sigma-Aldrich) and 16-thiohexadecanol
(C16OH) (99.5%, gift from Biacore AB, Uppsala (now GE Healthcare))
were used for probe modification.

Tai F.I., Sterner O., Andersson O., Ekblad T, & Ederth T. (2019). Interaction Forces on Polyampholytic Hydrogel Gradient Surfaces. ACS Omega, 4(3), 5670-5681.

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Synthesis and Characterization of CEPA Polymer Hydrogels

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4-cyano-4-{[(ethylthio)carbonothioyl]thio}pentanoic
acid (CEPA) was synthesized following a previously reported method.^{44 (link)} Poly(ethylene glycol) methacrylate (average M_n 360 Da), poly(ethylene glycol) diacrylate
(average M_n 575 Da), N,N-dimethylacrylamide, 2-(dimethylamino)ethyl methacrylate, N,N-methylene-bis-acrylamide, deuterium
oxide, potassium phthalate monobasic, and eosin Y were purchased from
Sigma-Aldrich. Liquid monomers were passed through aluminum oxide
before use to remove the inhibitor. Aluminum oxide was purchased from
Acros Organics. Phosphate buffered saline tables were purchased from
Thermo Scientific and the PBS solution was prepared fresh in deionized
or deuterium oxide water upon use. Murine hepatic progenitor cells
(HPCs) were kindly donated by Ms Melissa Vieira (University of Birmingham).
Dulbecco’s modified eagle medium (DMEM), penicillin–streptomycin,
and l-glutamine were purchased from Gibco. Fetal bovine serum
(FBS) and sterile PBS were purchased from Sigma-Aldrich. Live/Dead
viability/cytotoxicity kit was purchased from Invitrogen.

Rigby A.D., Alipio A.R., Chiaradia V, & Arno M.C. (2023). Self-Healing Hydrogel Scaffolds through PET-RAFT Polymerization in Cellular Environment. Biomacromolecules, 24(7), 3370-3379.

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