![1-[(4-Methylphenyl)sulfonyl]-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile structure](https://static.chemtradehub.com/structs/143/1434747-57-5-fc0d.webp "1-[(4-Methylphenyl)sulfonyl]-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile structure")
1-[(4-Methylphenyl)sulfonyl]-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile
CAS Number:
1434747-57-5
Molecular Formula:
C21H22BN3O4S
Synthesis of novel trithiocarbonate and allyl sulfide containing monomers
Literature Information
Publication Date
2013-08-14
DOI
10.1039/C3PY00709J
Impact Factor
5.582
Authors
Christopher R. Fenoli
View Original
Abstract
In this study, we present a mild, efficient, and high yield synthesis of a variety of trithiocarbonates and allyl sulphide-containing AFT (addition–fragmentation termination) monomers containing terminal (meth)acrylate functional groups. The trithiocarbonate moiety core was synthesized with reaction yields often above 95%. Synthesis of monomers with allyl sulphide cores gave yields ranging from 48–92%. These monomers, designated as CRAFT (Controllable Reversible Addition Chain Transfer) monomers, offer the ability to control the mechanical and polymerization properties of the resulting thiol-Michael and chain-growth polymer networks in a previously unattainable manner. The triothiocarbonates reached 70–81% acrylate conversion in 10–200 s of light exposure while the allyl sulphide monomers reached 74–85% conversion in 10–50 s.
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Source Journal
Polymer Chemistry
CiteScore:
8.6
Self-citation Rate:
7.3%
Articles per Year:
457
Polymer Chemistry welcomes submissions in all areas of polymer science that have a strong focus on macromolecular chemistry. Manuscripts may cover a broad range of fields, yet no direct application focus is required.
Recommended Compounds
![(2E)-3-(3-Chlorophenyl)-N-{2-[4-(methylsulfonyl)-1-piperazinyl]-2-oxoethyl}acrylamide structure](https://static.chemtradehub.com/structs/250/2505001-54-5-c1e9.webp "(2E)-3-(3-Chlorophenyl)-N-{2-[4-(methylsulfonyl)-1-piperazinyl]-2-oxoethyl}acrylamide structure")
(2E)-3-(3-Chlorophenyl)-N-{2-[4-(methylsulfonyl)-1-piperazinyl]-2-oxoethyl}acrylamide
CAS Number:
2505001-54-5
Molecular Formula:
C16H20ClN3O4S
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