Synthesis of New Potential Hydrophobic Agents Composed of Three-Module Type Molecules
- Authors: Dyachenko V.I.1, Nikitin L.N.1, Igumnov S.M.1
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Affiliations:
- Nesmeyanov Institute of Organoelement Compounds
- Issue: Vol 481, No 1 (2018)
- Pages: 139-144
- Section: Chemistry
- URL: https://journals.rcsi.science/0012-5008/article/view/154249
- DOI: https://doi.org/10.1134/S0012500818070017
- ID: 154249
Cite item
Abstract
A new synthetic route was developed to three-module type potential hydrophobic agents, with the molecule consisting of an N-[3-(triethoxysilyl)propyl]amide anchor part (I), a connecting unit formed upon 1,3-propansultone ring cleavage (II), and a polyfluoroheptyloxy functional hydrophobic spacer (III). Proceeding from commercially available polyfluorinated heptanols 1a and 1b and 1,3-propanesultone 3, potassium sulfonates 4a and 4b were prepared. The reaction of 4a and 4b with phosphorus oxychloride resulted in the first synthesis of fluorine-containing sulfonyl chlorides 5a and 5b, which were reacted with 3-aminopropyltriethoxysilane 6 to give the target N-[3-(triethoxysilyl)propyl]-3-(polyfluoroheptyloxy)propane-1-sulfonamides 7a and 7b. The structures of the compounds were proved by NMR spectroscopy, mass spectrometry, and elemental analysis. The studies of their hydrophobizing properties are in progress.
About the authors
V. I. Dyachenko
Nesmeyanov Institute of Organoelement Compounds
Author for correspondence.
Email: vic-d.60@mail.ru
Russian Federation, Moscow, 119991
L. N. Nikitin
Nesmeyanov Institute of Organoelement Compounds
Email: vic-d.60@mail.ru
Russian Federation, Moscow, 119991
S. M. Igumnov
Nesmeyanov Institute of Organoelement Compounds
Email: vic-d.60@mail.ru
Russian Federation, Moscow, 119991