Dataset Information

Continuous-Flow Synthesis of Pyrylium Tetrafluoroborates: Application to Synthesis of Katritzky Salts and Photoinduced Cationic RAFT Polymerization.

ABSTRACT: Katritzky salts have emerged as effective alkyl radical sources upon metal- or photocatalysis. These are typically prepared from the corresponding triarylpyrylium ions, in turn an important class of photocatalysts for small molecules synthesis and photopolymerization. Here, a flow method for the rapid synthesis of both pyrylium and Katrizky salts in a telescoped fashion is reported. Moreover, several pyrylium salts were tested in the photoinduced RAFT polymerization of vinyl ethers under flow and batch conditions.

SUBMITTER: Sambiagio C

PROVIDER: S-EPMC8041383 | biostudies-literature | 2021 Mar

REPOSITORIES: biostudies-literature

ACCESS DATA

Publications

Continuous-Flow Synthesis of Pyrylium Tetrafluoroborates: Application to Synthesis of Katritzky Salts and Photoinduced Cationic RAFT Polymerization.

Sambiagio Carlo C Ferrari Matteo M van Beurden Koen K Ca' Nicola Della ND van Schijndel Jack J Noël Timothy T

Organic letters 20210302 6

Katritzky salts have emerged as effective alkyl radical sources upon metal- or photocatalysis. These are typically prepared from the corresponding triarylpyrylium ions, in turn an important class of photocatalysts for small molecules synthesis and photopolymerization. Here, a flow method for the rapid synthesis of both pyrylium and Katrizky salts in a telescoped fashion is reported. Moreover, several pyrylium salts were tested in the photoinduced RAFT polymerization of vinyl ethers under flow an ...[more]

PMID: 33650879

Similar Datasets

Project description:Synthesis of cationic polyacrylamides (CPAMs) by introducing cationic polymer precursors followed by chain extension of acrylamide (AM) homopolymer blocks via RAFT polymerization is a promising approach for engineering high-performance CPAMs. However, the aqueous solution polymerization of AM usually leads to high viscosity, thus limiting the solid content in the polymerization system. Herein a novel approach is introduced that uses a random copolymer of AM and methacryloxyethyltrimethyl ammonium chloride (DMC) as a macro RAFT chain transfer agent (mCTA) and stabilizer for aqueous RAFT dispersion polymerization of AM. The AM/DMC random copolymers synthesized by RAFT solution polymerization, having narrow dispersities (Đ s) at different molecular weights and cationic degrees (C s), could serve as the mCTA, which was confirmed by mCTA chain extension in aqueous solution polymerization of AM under different C s, solid contents, AM addition contents, extended PAM block lengths, and mCTA chain lengths. The block CPAMs had a Đ value of less than 1.2. A model was developed using the method of moments with consideration of the diffusion control effect, for further understanding the chain extension kinetics. Predicted polymerization kinetics provided an accurate fit of the experimental data. The AM/DMC random copolymers were further used for aqueous RAFT dispersion polymerization of AM under different polymerization temperatures, C s, and mCTA chain lengths. The resulting products had a milky appearance, and the block copolymers had Đ s of less than 1.3. Higher C s and longer chain lengths on mCTAs were beneficial for stabilizing the polymerization systems and produced smaller particle sizes and less particle aggregation. The products remained stable at room temperature storage for more than a month. The results indicate that aqueous RAFT dispersion polymerization using random copolymers of AM and DMC at moderate cationic degrees as a stabilizer and mCTA is a suitable approach for synthesizing CPAM block precursors at an elevated solid content.

Dataset Information

Continuous-Flow Synthesis of Pyrylium Tetrafluoroborates: Application to Synthesis of Katritzky Salts and Photoinduced Cationic RAFT Polymerization.

Publications

Continuous-Flow Synthesis of Pyrylium Tetrafluoroborates: Application to Synthesis of Katritzky Salts and Photoinduced Cationic RAFT Polymerization.

Similar Datasets

OmicsDI is part of the ELIXIR infrastructure

Tweets