The difluoromethylthio moiety lowers the LCST of oligo(ethylene glycol)-based homopolymers was written by Liu, Haoyu;Ding, Aishun;Ma, Chen;Huang, Xiaoyu;Feng, Chun;Wang, Zhiqin;Wang, Zhaolei;Lu, Guolin. And the article was included in Polymer Chemistry in 2020.Application In Synthesis of 2-(2-Methoxyethoxy)ethanol This article mentions the following:
A series of thermo-responsive homopolymers bearing difluoromethylthio and oligo(ethylene glycol) moieties in each repeat unit were firstly synthesized from newly synthesized acrylamide monomers, N-3-(difluoromethylthio)propyl-N-(3-methoxyl-(ethoxy)n-3-oxopropyl)acrylamide, i.e., DFTP-MEOn-AM (n = 2-5). These new DFTP-MEOn-AM monomers were prepared from a key amine intermediate bearing difluoromethylthio through aza-Michael addition reaction followed by amidation with acryloyl chloride. Well-defined poly(DFTP-MEOn-AM) homopolymers obtained via reversible addition-fragmentation chain transfer (RAFT) polymerization exhibited good temperature-responsive properties. The LCSTs of poly(DFTP-MEOn-AM) homopolymers are ~35°C lower than those of corresponding poly(Bu-MEOn-AM) homopolymers without fluorine, which demonstrated that introduction of difluoromethylthio moiety could effectively lower LCST of related polymers. LCSTs of poly(DFTP-MEO4-AM) homopolymers were also affected by isotopic solvent, polymer concentration, salt, urea, etc. Temperature-variable 1H NMR anal. indicated that difluoromethylthio moiety could affect the dehydration process of poly(DFTP-MEO4-AM) homopolymer above LCST. In the experiment, the researchers used many compounds, for example, 2-(2-Methoxyethoxy)ethanol (cas: 111-77-3Application In Synthesis of 2-(2-Methoxyethoxy)ethanol).
2-(2-Methoxyethoxy)ethanol (cas: 111-77-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Application In Synthesis of 2-(2-Methoxyethoxy)ethanol
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem