125422-03-9 Purity
98%
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A strategy for the preparation of synchronized interpenetrating polymer networks (sIPNs) is proposed by simultaneously performing copper(I)-catalyzed azide-alkyne cycloaddition "click chemistry" and atom transfer radical polymerization (ATRP). The prepared sIPNs exhibit high swelling ratios and good mechanical and antifouling properties, making them potential candidates for biomedical materials.
Preparation procedure of sIPN hydrogels
· The semi-sIPN of poly(ethylene glycol)/poly(2-hydroxyethyl methacrylate) (semi-PEG/PHEMA-sIPN) was initially synthesized through the concurrent use of "click chemistry" and ATRP. This was achieved by utilizing a combination of poly(ethylene glycol)-diazide (N3-PEG-N3, Mn = 4000 g/mol), tetrakis(2-propynyloxymethyl)methane (TPOM), ethyl-2-bromobutyrate (EBB), CuBr, pentamethyldiethylenetriamine (PMDETA), and 2-hydroxyethyl methacrylate (HEMA) in dimethylformamide (DMF).
· Subsequently, the full interpenetrating polymer network (IPN) of PEG/PHEMA (full-PEG/PHEMA-sIPN) was prepared using the same technique with a mixture of N3-PEG-N3 (Mn = 4000 g/mol), TPOM, EBB, CuBr, PMDETA, HEMA, and poly(ethylene glycol) diacrylate (PEGDA, Mn = 575) in DMF. Both the semi- and full-sIPNs demonstrated a rapid gelation rate and achieved a high gel yield.
This work reported the preparation of three-arm, four-arm, or eight-arm star polymers containing polystyrene, polymethyl methacrylate (PMMA), or polycaprolactone (PCL). On the one hand, azide-terminated polystyrene (PSt-N) and PMMAN, as well as alkyne-terminated PCL-alkyne were used as the integrated arms of the star polymers. On the other hand, tri-(1,1,1-tris[4-(2-propyny-loxy)phenyl]-ethane), tetra-alkynyl (tetrakis(2-propynyloxy-methyl) methane) compounds and octakis-azido-POSS were prepared as the multifunctional cores. Finally, clickable linear polymer chains were simply attached to the multifunctional core to produce the corresponding star polymers via a photoinduced CuAAC reaction.
General procedure for the synthesis of star polymers via photoinduced CuAAC
· Tri-arm star polymer, four-arm star polymer, and eight-arm star polymer were dissolved in DMF in Pyrex tubes, with different molar ratios of tri-alkynyl:PMMA-N3:CuBr2:PMDETA:DMPA, tetra-alkynyl:PSt-N3:CuBr2:PMDETA:DMPA, and octakis-azidoPOSS:PCL-alkyne:CuBr2:PMDETA:DMPA, respectively.
· The solutions were deaerated with nitrogen and then irradiated for 24 hours using a merry-go-round type reactor with specific light-emitting lamps. After the irradiation, the mixture was precipitated in methanol, filtered, dried, and weighed.
The molecular formula of Tetrakis(2-propynyloxymethyl)methane is C17H20O4.
The synonyms of Tetrakis(2-propynyloxymethyl)methane include 127751-08-0, tetrakis(2-propynyloxymethyl)methane, and 1,3-bis(prop-2-ynoxy)-2,2-bis(prop-2-ynoxymethyl)propane.
The molecular weight of Tetrakis(2-propynyloxymethyl)methane is 288.34 g/mol.
The IUPAC name of Tetrakis(2-propynyloxymethyl)methane is 1,3-bis(prop-2-ynoxy)-2,2-bis(prop-2-ynoxymethyl)propane.
The InChI of Tetrakis(2-propynyloxymethyl)methane is InChI=1S/C17H20O4/c1-5-9-18-13-17(14-19-10-6-2,15-20-11-7-3)16-21-12-8-4/h1-4H,9-16H2.
The InChIKey of Tetrakis(2-propynyloxymethyl)methane is PBIYZQCDULGYAW-UHFFFAOYSA-N.
The canonical SMILES of Tetrakis(2-propynyloxymethyl)methane is C#CCOCC(COCC#C)(COCC#C)COCC#C.
The XLogP3-AA value of Tetrakis(2-propynyloxymethyl)methane is 0.2.
Tetrakis(2-propynyloxymethyl)methane has 4 hydrogen bond acceptor count.
Tetrakis(2-propynyloxymethyl)methane has 12 rotatable bond count.