2 hydroxypropyl methacrylate

Manufactured by Thermo Fisher Scientific

Sourced in United Kingdom, United States

2-Hydroxypropyl methacrylate is a monomer used in the production of various polymers and copolymers. It is a colorless, viscous liquid with a characteristic odor. The compound is utilized as a raw material in the manufacturing of coatings, adhesives, and other industrial applications.

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Lab products found in correlation

4 4 azobis 4 cyanopentanoic acid, by Merck Group (3 mentions) 2 cyano 2 propyl dithiobenzoate, by Strem Chemicals (3 mentions) N isopropylacrylamide, by Thermo Fisher Scientific (3 mentions) 4 4 azobis 4 cyanopentanoicacid acva v 501, by Merck Group (2 mentions) Ethanol, by Merck Group (2 mentions) 2 hydroxy 4 2 hydroxyethoxy 2 methylpropiophenone pp oh, by Merck Group (2 mentions) 2 2 azobis 2 imidazolin 2 yl propane dihydrochloride vazo 44, by Fujifilm (2 mentions) Maldi tof ms matrix 2 6 dihydroxyaceto phenone, by Merck Group (2 mentions) Trifluoroacetic acid sodium salt natfa, by Merck Group (2 mentions) Dichloromethane, by Thermo Fisher Scientific (1 mentions) N n dimethylformamide (dmf), by Thermo Fisher Scientific (1 mentions) Dimethyl sulfoxide (dmso), by Thermo Fisher Scientific (1 mentions) Sodium hydroxide pellets, by Avantor (1 mentions) 2 2 azobis 2 2 imidazolin 2 yl propane dihydrochloride va 044, by Fujifilm (1 mentions) 3 aminopropyltriethoxysilane aptes, by Merck Group (1 mentions) Glycidyl methacrylate, by Merck Group (1 mentions) 2 cyano 2 propyl benzodithioate, by Merck Group (1 mentions) Hplc grade solvents, by Thermo Fisher Scientific (1 mentions) 2 2 azobisisobutyronitrile, by Merck Group (1 mentions) 4 carboxyphenylboronic acid, by Merck Group (1 mentions)

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2-Hydroxypropyl methacrylate (HPMA) (2 citations)

15 protocols using 2 hydroxypropyl methacrylate

Synthesis and Characterization of Polymeric Materials

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All reagents were used as received unless otherwise stated. Benzyl methacrylate (BzMA), n-dodecane and 4,4′-azobis-4-cyanopentanoic acid (ACVA) were purchased from Sigma-Aldrich (UK). BzMA inhibitor was removed by passing this monomer through an inhibitor removal column. Ethanol, dichloromethane, DMSO and DMF were purchased from Fisher Scientific (UK). Glycerol monomethacrylate (GMA) was kindly donated by GEO Specialty Chemicals (Hythe) and used without further purification. 2-Hydroxypropyl methacrylate (HPMA) was purchased from Alfa Aesar (UK) and contained 0.07 mol% dimethacrylate impurity, as judged by high performance liquid chromatography (HPLC). CD₃OD and d₆-DMSO NMR solvents were purchased from Goss Scientific (UK). 4-Cyano-4-(2-phenylethanesulfanylthiocarbonyl)sulfanyl-pentanoic acid (PETTC) was synthesized in-house.37 Deionized water was obtained using an Elga Elgastat Option 3A water purifier; its pH was approximately 6.2 and its surface tension was 72.0 mN m^–1 at 20 °C.

Mable C.J., Warren N.J., Thompson K.L., Mykhaylyk O.O, & Armes S.P. (2015). Framboidal ABC triblock copolymer vesicles: a new class of efficient Pickering emulsifier †Electronic supplementary information (ESI) available: Details of the structural model used for SAXS analysis, DMF GPC traces, assigned 1H NMR spectra, SAXS data and fittings in aqueous sucrose solution, schematic for three-layer model for SAXS analysis, SEM images of Pickering emulsions, visible absorption spectra and calibration plots for G63H350Bz vesicles and two tables summarizing SAXS fitting parameters. See DOI: 10.1039/c5sc02346g. Chemical Science, 6(11), 6179-6188.

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Synthesis and Characterization of Glycerol Methacrylate Polymers

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Glycerol monomethacrylate (GMA; 99.8%) was
donated by GEO Specialty Chemicals (Hythe, UK) and was used without
further purification. 2-Hydroxypropyl methacrylate (HPMA) was purchased
from Alfa Aesar (UK) and was used as received. 4,4′-Azobis(4-cyanopentanoic
acid) (ACVA; V-501; 99%), ethanol (99%, anhydrous grade), methanol,
and dichloromethane were purchased from Sigma-Aldrich UK and were
used as received. All solvents were of HPLC quality and were purchased
from Fisher Scientific (Loughborough, UK). 4-Cyano-4-(2-phenylethanesulfanylthiocarbonyl)sulfanylpentanoic
acid (PETTC) was prepared and purified as reported elsewhere.^{78 (link)}

Lovett J.R., Warren N.J., Armes S.P., Smallridge M.J, & Cracknell R.B. (2016). Order–Order Morphological Transitions for Dual Stimulus Responsive Diblock Copolymer Vesicles. Macromolecules, 49(3), 1016-1025.

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RAFT Polymerization of HPMA and GMA

Cited 1 time

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2-Hydroxypropyl methacrylate (HPMA, 97%)
and 4,4′-azobis(4-cyanopentanoic acid) (ACVA; V-501; 99%) were
purchased from Alfa Aesar (Heysham, U.K.) and used as received. Glycerol
monomethacrylate (GMA, 99.8%) was kindly donated by GEO Specialty
Chemicals (Hythe, U.K.) and used without further purification. 3-Methylidene-1,9-dioxa-5,12,13-trithiacyclopentadecane-2,8-dione
(MTC) was synthesized as described elsewhere.^{80 (link)} 2-Cyano-2-propyl benzodithioate (CPDB) was purchased from Strem
Chemicals (Cambridge, U.K.) and tris(2-carboxyethyl)phosphine (TCEP
hydrochloride, 99%) was purchased from Amresco (Solon, Ohio, U.S.A.).
Deuterated methanol (CD₃OD) was purchased from Goss Scientific
(Nantwich, U.K.). Sodium hydroxide pellets were purchased from VWR
(Lutterworth, U.K.). Deionized water was used for all dispersion polymerizations.
All other solvents were of HPLC quality, purchased from Fisher Scientific
(Loughborough, U.K.) and used as received.

Ratcliffe L.P., Couchon C., Armes S.P, & Paulusse J.M. (2016). Inducing an Order–Order Morphological Transition via Chemical Degradation of Amphiphilic Diblock Copolymer Nano-Objects. Biomacromolecules, 17(6), 2277-2283.

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Synthesis and Characterization of PEG-based Polymers

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The photoinitiator 2-hydroxy-4′-2-(hydroxyethoxy)-2-methylpropiophenone (PP-OH) was purchased from Sigma Aldrich and used as received. The thermal initiator 2,2′-azobis [2-(imidazolin-2-yl)propane]dihydrochloride (VAZO-44) was purchased from Wako Chemicals GmbH and used as received. The monomer 2-hydroxypropyl methacrylate (mixture of isomers, HPMA) was purchased from Alfa Aesar and was passed through a column of basic alumina prior to use. The synthesis of the PEG₁₁₃ mCTA from PEG₁₁₃ monomethyl ether and 4-cyano-4-(((ethylthio)carbonothioyl)thio)pentanoic acid (CEPA) has been described by Tan, Sumerlin and Zhang et al. in a previous report.26 The MALDI-ToF MS matrix 2′,6′-dihydroxyaceto-phenone and trifluoroacetic acid sodium salt (NaTFA) were purchased from Sigma Aldrich and used as received. Formvar coated copper grids were purchased from EM Resolutions.

Blackman L.D., Doncom K.E., Gibson M.I, & O'Reilly R.K. (2017). Comparison of photo- and thermally initiated polymerization-induced self-assembly: a lack of end group fidelity drives the formation of higher order morphologies †Electronic supplementary information (ESI) available: Additional NMR spectra, SEC, TEM and DLS data as well as histograms for the PEG113–PHPMA400 formulations and MALDI-ToF data for the oligomer study. See DOI: 10.1039/c7py00407a. Polymer Chemistry, 8(18), 2860-2871.

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Synthesis of glycerol monomethacrylate polymers

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Glycerol monomethacrylate
(GMA; 99.8%) was
donated by GEO Specialty Chemicals (Hythe, UK) and used without further
purification. 2-Hydroxypropyl methacrylate (HPMA) and 4,4′-azobis(4-cyanopentanoic
acid) (ACVA; V-501; 99%) were purchased from Alfa Aesar (Heysham,
UK). 2-Cyano-2-propyl dithiobenzoate (CPDB, 80% as judged by ¹H NMR spectroscopy) was purchased from Strem Chemicals (Newton,
UK). CD₃OD (99.8%) was purchased from Goss Scientific (Nantwich,
UK) and used as received. All solvents were of HPLC quality; they
were purchased from Fisher Scientific (Loughborough, UK) and used
as received.

Canton I., Warren N.J., Chahal A., Amps K., Wood A., Weightman R., Wang E., Moore H, & Armes S.P. (2016). Mucin-Inspired Thermoresponsive Synthetic Hydrogels Induce Stasis in Human Pluripotent Stem Cells and Human Embryos. ACS Central Science, 2(2), 65-74.

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Synthesis and Characterization of PEG-HPMA Copolymer

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The photoinitiator 2-hydroxy-4′-2-(hydroxyethoxy)-2-methylpropiophenone (PP-OH) was purchased from Sigma Aldrich and used as received. The thermal initiator 2,2′-azobis[2-(imidazolin-2-yl)propane]dihydrochloride (VAZO-44) was purchased from Wako Chemicals GmbH and used as received. The monomer 2-hydroxypropyl methacrylate (mixture of isomers, HPMA) was purchased from Alfa Aesar and was passed through a column of basic alumina prior to use. The synthesis of the PEG₁₁₃ mCTA from PEG₁₁₃ monomethyl ether and 4-cyano-4-(((ethylthio)carbonothioyl)thio)pentanoic acid (CEPA) has been described by Tan, Sumerlin and Zhang et al. in a previous report.26 The MALDI-ToF MS matrix 2′,6′-dihydroxyacetophenone and trifluoroacetic acid sodium salt (NaTFA) were purchased from Sigma Aldrich and used as received. Formvar coated copper grids were purchased from EM Resolutions.

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Synthesis and Characterization of Polymeric Materials

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Glycerol
monomethacrylate (GMA; 99.8% purity)
was kindly donated by GEO Specialty Chemicals (Hythe, UK) and used
without further purification. 2-Hydroxypropyl methacrylate (HPMA)
was purchased from Alfa Aesar and used as received. 2,2′-Azobis[2-(2-imidazolin-2-yl)propane]
dihydrochloride (VA-044) was purchased from Wako Pure Chemical Industries
(Japan) and used as received. Glycidyl methacrylate (GlyMA), 2-cyano-2-propyl
benzodithioate (CPDB), 4,4′-azobis(4-cyanopentanoic acid) (ACVA;
V-501; 99%), 3-aminopropyltriethoxysilane (APTES), d₄-sodium trimethylsilyl propanoate (TMSP), sodium dodecyl
sulfate (SDS), deuterated methanol-d₄,
ethanol (99%, anhydrous grade), methanol and dichloromethane were
purchased from Sigma-Aldrich UK and were used as received. All solvents
were of HPLC-grade quality.

Lovett J.R., Ratcliffe L.P., Warren N.J., Armes S.P., Smallridge M.J., Cracknell R.B, & Saunders B.R. (2016). A Robust Cross-Linking Strategy for Block Copolymer Worms Prepared via Polymerization-Induced Self-Assembly. Macromolecules, 49(8), 2928-2941.

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Synthesis of GMA-based Polymers

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Materials. Glycerol monomethacrylate (GMA; 99.8%) was provided by GEO Specialty Chemicals (Hythe, UK) and used as received. 2-Hydroxypropyl methacrylate (HPMA) and 4,4′-azobis(4-cyanopentanoic acid) (ACVA, a.k.a. V-501; 99%) were obtained from Alfa Aesar (Heysham, UK). 2-Cyano-2-propyl dithiobenzoate (CPDB, 80% purity) was purchased from Strem Chemicals (Newton, UK). CD3OD (99.8%) was sourced from Goss Scientific (Nantwich, UK). HPLC-grade solvents were purchased from Fisher Scientific (Loughborough, UK) and were used as received.

Binch A.L.A., Ratcliffe L.P.D., Milani A.H., Saunders B.R., Armes S.P, & Hoyland J.A. (2021). Site-Directed Differentiation of Human Adipose-Derived Mesenchymal Stem Cells to Nucleus Pulposus Cells Using an Injectable Hydroxyl-Functional Diblock Copolymer Worm Gel. Biomacromolecules, 22(2).

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Synthesis and Characterization of Glycerol Monomethacrylate Copolymers

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Glycerol monomethacrylate (GMA; 99.8%) was donated by GEO Specialty Chemicals (Hythe, UK) and was used without further purification. 2-Hydroxypropyl methacrylate (HPMA) was purchased from Alfa Aesar (UK) and was used as received. 4,4′-Azobis(4-cyanopentanoic acid) (ACVA; V-501; 99%), 2,2′-azobisisobutyronitrile (AIBN), 2-cyano-2-propyl dithiobenzoate (CPDB), 4-carboxyphenylboronic acid (CPBA; ≥90%), ethanol (99%, anhydrous grade), methanol, and dichloromethane were purchased from Sigma-Aldrich (UK) and were used as received. Deuterated methanol (CD₃OD) was purchased from Goss Scientific (Nantwich, UK). Buffer solutions were purchased from Thermo Fisher Scientific (Chelmsford, USA). All solvents were HPLC-grade and were purchased from Fisher Scientific (Loughborough, UK).

Deng R., Ning Y., Jones E.R., Cunningham V.J., Penfold N.J, & Armes S.P. (2017). Stimulus-responsive block copolymer nano-objects and hydrogels via dynamic covalent chemistry †Electronic supplementary information (ESI) available: GPC date, additional TEM images and DLS data. See DOI: 10.1039/c7py01242j. Polymer Chemistry, 8(35), 5374-5380.

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Synthesis of Graphene Oxide-Polymer Composites

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All reagents were purchased from Sigma-Aldrich (UK) and used as received, unless otherwise noted. Glycerol monomethacrylate (GMA) was kindly donated from GEO Specialty Chemicals (UK), 2-Hydroxypropyl methacrylate (HPMA, 97%) was purchased from Alfa Aesar (UK). Benzyl methacrylate (BzMA) was purchased from Alfa Aesar (UK) and passed through a column of activated basic alumina to remove inhibitors and impurities before use. Methanol (499.9%) and ethanol (95%) were purchased from Fisher Scientific (UK) and used as received. Graphene oxide aqueous dispersion was purchased form Graphena (Spain) and purified before use. 4-Cyano-4-(2phenylethane sulfanylthiocarbonyl) sulfanylpentanoic acid (PETTC) was prepared in-house using previously published methods. 76, 77 Deionised water was used in all experiments.

Yue Q., Wen S.P, & Fielding L.A. (2022). Preparation and characterisation of graphene oxide containing block copolymer worm gels. Soft matter, 18(12).

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