Tert butyl acrylate

Manufactured by Merck Group

Sourced in United States, Germany

Tert-butyl acrylate is a monomer used in the production of various polymers and copolymers. It functions as a building block for the synthesis of these materials. The core property of tert-butyl acrylate is its ability to polymerize, which is a key characteristic for its use in the manufacturing of polymeric products.

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Lab products found in correlation

19 protocols using tert butyl acrylate

Synthesis of PEO-b-PAA Copolymer by ATRP

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Poly(ethylene oxide)-b-poly(acrylic acid) (PEO-b-PAA, M_PEO = 5000 g·mol⁻¹, M_PAA = 1420 g·mol⁻¹) was synthesized by atom transfer radical polymerization (ATRP) according to published procedures [29 (link)]. All reactions were carried out in the absence of air using standard Schlenk techniques and vacuum-line manipulation. All the chemicals used for the reaction (tert-butyl acrylate 98%, α-methoxy-ω-hydroxy-poly(ethylene oxide) with M_n = 5000 g·mol⁻¹, CuBr 98%, 1,1,1,7,10,10-hexamethyltriethylenetetramine 97%, trifluoroacetic acid 99%, triethylamine 99%, 2-bromoisobutyryl bromide 98%, absolute ethanol, toluene 99.8%, THF 99.9%, acetone 99.5%, diethyl ether 99.5%, glacial acetic acid, dichloromethane, pentane, sodium chloride, DOWEX MSC-H resin, neutral alumina 50–200 µm) were purchased from Sigma-Aldrich and purified when necessary (α-methoxy-ω-hydroxy-poly(ethylene oxide), tert-butyl acrylate, toluene, THF, acetone); the solvents were dried and distilled by routine procedures. Oligochitosan lactate (OC, M < 5000 g·mol⁻¹), tetraethoxysilane (TEOS), nitric acid (HNO₃) and sodium hydroxide (NaOH) were purchased from Aldrich and used as received.

Molina E., Mathonnat M., Richard J., Lacroix-Desmazes P., In M., Dieudonné P., Cacciaguerra T., Gérardin C, & Marcotte N. (2019). pH-mediated control over the mesostructure of ordered mesoporous materials templated by polyion complex micelles. Beilstein Journal of Nanotechnology, 10, 144-156.

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Photocurable Polymeric Biomaterials

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Polyethylene glycol 10k (PEG10k), methacrylic
anhydride (MAA), 4-dimethylaminopyridine (DMAP), polyethylene glycol
4000 (PEG4000), tert-butylacrylate (tBA), polyethylene glycol 400 (PEG400), 2-carboxyethyl acrylate (CEA),
polyethylene glycol diacrylate 250 (PEGDA), diurethane dimethacrylate
(DUDMA), pentaerythritol tetraacrylate (PETA), diphenyl-(2,4,6-trimethylbenzoyl)-phosphinoxide
(TPO), acrylic acid (AA), and Sudan orange G (SOG) were purchased
from Sigma-Aldrich. Aliphatic urethane diacrylate (AUD) or EBECRYL
8413 was obtained from Allnex. Phenol and 2-(5-chloro-2H-benzotriazole-2-yl)-6-(1,1-dimethyl ethyl)-4-methyl (Tinuvin 326)
were supplied by BASF. Tetrahydrofuran (THF) and diethyl ether were
sourced from Carl Roth.
All reagents were used as they were
given without any pre-treatment. The cross-linker PEGDMA10k was synthesized
according to a previous work of our group.^{36 (link)}

Song Q., Chen Y., Slesarenko V., Zhu P., Hamza A., Hou P., Helmer D., Kotz-Helmer F, & Rapp B.E. (2023). 4D Printed Shape-Memory Elastomer for Thermally Programmable Soft Actuators. ACS Applied Materials & Interfaces, 15(34), 40923-40932.

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PVDF-g-tBA Graft Copolymer Synthesis

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PVDF [KF1100; M_n = 168.8 kDa, polydispersity index (PDI) = 2.94] was purchased from Kureha. tert-Butyl acrylate (tBA) was purchased from Sigma-Aldrich and was passed through an aluminum oxide column to remove the inhibitor before use. Copper(I) chloride (CuCl, 99.999%) and 1,1,4,7,10,10-hexamethyltriethylenetetramine (HMTETA) were purchased from Alfa Aesar. 1-Methyl-2-pyrrolidone (NMP) was purchased from JUNSEI. All solvents were reagent grade, and all reagents were used as received. The molecular mass of PVDF and graft copolymers were measured by gel permeation chromatography (GPC) conducted at 23°C in N,N′-dimethylformamide (DMF) at a flow rate of 1 ml/min, using an Agilent 1260 Infinity GPC system equipped with a PLgel 5 μm Mixed B column (Polymer Laboratories) and differential refractive index detectors. Monodisperse PS standard (Polymer Laboratories) was used for calibration. ¹H NMR was performed in deuterated DMF, using a 400-MR DD2 (Agilent) 400-MHz spectrometer. The FTIR spectra were recorded on a 670-IR (Agilent) spectrophotometer.

Lee J.W., Cho H.J., Chun J., Kim K.N., Kim S., Ahn C.W., Kim I.W., Kim J.Y., Kim S.W., Yang C, & Baik J.M. (2017). Robust nanogenerators based on graft copolymers via control of dielectrics for remarkable output power enhancement. Science Advances, 3(5), e1602902.

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Synthesis of Polymeric Nanocomposites

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Vinyl benzyl chloride (Fluka),
divinylbenzene (Fluka), styrene (Fluka), and tert-butyl acrylate (Sigma-Aldrich) were passed through an alumina column
to remove the inhibitors. FeCl₃ (anhydrous, Merck), calcium
chloride dihydrate (CaCl₂·2H₂O, Sigma-Aldrich),
1,2-dichloromethane (Lab-Scan Analytical Sciences), potassium persulfate
(K₂S₂O₈, Sigma-Aldrich), nitric acid
(Merck), ethanol (95%, Carlo Elba), isopropyl alcohol (IPA, technical
grade), and acetone (technical grade) were used as received.

Üzüm G., Akın Özmen B., Tekneci Akgül E, & Yavuz E. (2022). Emulsion-Templated Porous Polymers for Efficient Dye Removal. ACS Omega, 7(18), 16127-16140.

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Synthesis and Characterization of BMAT-Terminated pNIPAm

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2,2′-Azobis(2-methylpropionitrile)
(AIBN, 98%), N-isopropylacrylamide (NIPAm,
97%), tert-butyl acrylate (tBuAc,
contains 10–20 ppm monomethyl ether hydroquinone as inhibitor,
98%), trioxane (⩾99.9%), trifluoroacetic acid (TFA, ⩾99%),
concentrated HCl (37% solution in water), and dioxane (anhydrous,
99.8%) were obtained from Sigma-Aldrich, Germany, and used without
further purification unless noted otherwise. NIPAm was recrystallized
twice from a mixture of hexane and acetone. tBuAc
was passed over a short column of Al₂O₃ to remove
the inhibitor. AIBN was recrystallized thrice from MeOH. Bis(2-methylpropionic
acid)trithiocarbonate^{20 (link),21 (link)} (BMAT) and BMAT-terminated pNIPAm^{21 (link)} were synthesized as described in the literature,
with NMR and SEC characterization described in Table S1. Hexafluoroisopropanol (HFIP, AR), dichloromethane
(DCM, AR), tetrahydrofuran (THF, HPLC-grade), and methanol (MeOH,
HPLC) were obtained from Biosolve, France.

Filippov A.D., van Hees I.A., Fokkink R., Voets I.K, & Kamperman M. (2018). Rapid and Quantitative De-tert-butylation for Poly(acrylic acid) Block Copolymers and Influence on Relaxation of Thermoassociated Transient Networks. Macromolecules, 51(20), 8316-8323.

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Synthesis of Multifunctional Polymer Materials

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N-Isopropylacrylamide (NIPAm, 97%), tert-butyl acrylate (tBA, 98%), β-cyclodextrin
(β-CD), 2-bromoisobutyryl bromide (BiBB, 98%), 1-methyl-2-pyrrolidone
(NMP), dichloromethane (DCM), copper powder (Cu⁰, 99.7%,
45 cm² g^–1), crystal violet (CV, ≥90.0%),
ethyl 2-bromoisobutyrate (EBiB, 98%), copper(I) bromide (CuBr, ≥99.995%),
copper(II) bromide (CuBr₂, ≥99.995%), potassium
fluoride (KF, 99%), trifluoroacetic acid (TFA, ≥98%), spermidine
(99%), basic alumina, and chloroform-d (CDCl₃) were obtained
from Sigma-Aldrich. The (2-trimetylsiloxy)ethyl methacrylate (HEMA-TMS)
was purchased from Scientific Polymer Products. The tris(2-dimethylaminoethyl)amine
(Me₆TREN, ≥99%), gadolinium(III) chloride hexahydrate
(GdCl₃·6H₂O, 99%), anisole (99%), and N,N-dimethylformamide
(DMF, 99%) were purchased from Alfa Aesar. HNO₃ (70%, trace
metal grade) and H₂O₂ (30%, ACS grade) were
purchased from Fisher Scientific. Dialysis bags with desired molecular
weight cutoffs were purchased from Spectrum Lab (Spectra/Por 7). The tBA monomer was purified by passing through basic alumina
to remove inhibitors. Other chemicals were used as received without
further purification.

Zhang Y., Fu L., Martinez M.R., Sun H., Nava V., Yan J., Ristroph K., Averick S.E., Marelli B., Giraldo J.P., Matyjaszewski K., Tilton R.D, & Lowry G.V. (2023). Temperature-Responsive Bottlebrush Polymers Deliver a Stress-Regulating Agent In Vivo for Prolonged Plant Heat Stress Mitigation. ACS Sustainable Chemistry & Engineering, 11(8), 3346-3358.

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Synthesis of Polymeric Materials

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The following synthetic materials were obtained from Sigma Aldrich (St. Louis, MO, USA) at the denoted purities: methacrylamide (98%), methacrylic acid (99%), ethylene glycol diacrylate (EGDA, 90%), tert-butyl acrylate (98%, 10–20 ppm monomethyl ether hydroquinone), and 2,2-azobis(methyl propionamidine) dihydrochloride (AAPD, 97%). Zinc chloride (ZnCl₂) was obtained from Fischer Scientific (Pittsburgh, PA, USA) at 99.9% purity. Calcium chloride (CaCl₂) was obtained from EM Science (Norwood, OH, USA) at 90% purity. Deionized ultrafiltered (DIUF) water was obtained from an E-pure water filtration system (Pittsburgh, PA, USA) and was collected at 18 MOhms.

Mann S., Johnson T., Medendorp E., Ocomen R., DeHart L., Bauer A., Li B., Tecklenburg M, & Mueller A. (2018). Pressure-Stable Imprinted Polymers for Waste Water Remediation. Polymers, 10(7), 704.

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Multifunctional Antimicrobial Polymer Scaffolds

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Polycaprolactone, PCL (MW = 80 kDa), gelatin from bovine skin (CAS 9000-70-8), and tert-butyl acrylate were purchased from Sigma Aldrich, Milan, Italy. Graphite, sulfuric acid, phosphoric acid, hydrogen peroxide, hydrochloric acid, chloroform, methanol, 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP), acrylic acid, diallylamine, nutrient broth, nutrient agar, and sodium chloride (NaCl) were purchased from Merck, Darmstadt, Germany. Potassium permanganate was obtained from Bendosen Laboratory Chemicals, Johor Malaysia. The Live/Dead Baclight Bacterial Viability Kit (L7007) was purchased from Thermo Fisher Scientific, Bleiswijk, The Netherlands. The bacterial strains of S.aureus (ATCC 25293) and E.coli (ATCC25922) were received from the Department of Biotechnology, Kulliyah of Science, International Islamic University, Pahang, Malaysia.

Hamdan N., Khodir W.K., Hamid S.A., Nasir M.H., Hamzah A.S., Cruz-Maya I, & Guarino V. (2023). PCL/Gelatin/Graphene Oxide Electrospun Nanofibers: Effect of Surface Functionalization on In Vitro and Antibacterial Response. Nanomaterials, 13(3), 488.

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Synthesis of PNIPAM-b-PDMAEMA Copolymer

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1,4-Dioxane (99.8%), NIPAM (97%), azobisisobutyronitrile (AIBN) (98%), tert-butyl acrylate (98%, 10–20 ppm monomethyl ether hydroquinone inhibitor), aluminium oxide (neutral, Brockmann I) and hydrochloric acid (37%, RG) were purchased from Sigma Aldrich and used as received, unless mentioned otherwise. Sodium chloride (>99.5%) was bought from Acros Organics. Methanol (HPLC grade), dichloromethane (DCM) (AR), diethyl ether (AR), 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) (AR) and n-hexane (HPLC grade) were purchased from Biosolve and used as received, unless mentioned otherwise. Sodium hydroxide solution (TitriPUR, 0.1 M) was bought from Merck Chemicals. PNIPAM-b-PDMAEMA was purchased from Polymer Source, M_n 38.2 kDa and PDI 1.05, ESI Fig. 1.† The chain transfer agent S,S′-bis(α,α′-dimethyl-α′′-acetic acid) trithiocarbonate (BDAT) was synthesized using a previously described method.^{26,27 (link)}

van Hees I.A., Swinkels P.J., Fokkink R.G., Velders A.H., Voets I.K., van der Gucht J, & Kamperman M. (2019). Self-assembly of oppositely charged polyelectrolyte block copolymers containing short thermoresponsive blocks. Polymer Chemistry, 10(23), 3127-3134.

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Atom Transfer Radical Polymerization

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Copper powder (Cu(0), 99.5%, 150 mesh), copper(I) chloride (CuCl, 97%), copper(I) bromide (CuBr, 99%), N,N,N′,N″,N″-pentamethyldiethylenetriamine (PMDETA), alumina (Al₂O₃ neutral), benzyl alcohol (BzOH), 4-vinylbenzyl chloride (VBC), styrene (St), and tert-butyl acrylate (tBA, 98%) were purchased from Sigma–Aldrich (St. Louis, MO, USA) . 2-Bromoisobutyryl bromide (BiB, 97%), ε-caprolactone (CL, 98%), tin(II) 2-ethylhexanoate (Sn(oct)₂), and triethylamine (TEA, 99.5%) were purchased from Acros (Geel, Belgium). All solvents and monomers were purified and stored with dried molecular sieves prior to use.

Sathesh V., Chen J.K., Chang C.J., Aimi J., Chen Z.C., Hsu Y.C., Huang Y.S, & Huang C.F. (2018). Synthesis of Poly(ε-caprolactone)-Based Miktoarm Star Copolymers through ROP, SA ATRC, and ATRP. Polymers, 10(8), 858.

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