Macromolecules, volume 54, issue 6, pages 2921-2935

Acid-Catalyzed Rearrangement of Azidopropyl-Siloxane Monomers for the Synthesis of Azidopropyl-Polydimethylsiloxane and Their Carboxylic Acid Derivatives

Publication typeJournal Article
Publication date2021-03-08
Journal: Macromolecules
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor5.5
ISSN00249297, 15205835
Materials Chemistry
Organic Chemistry
Inorganic Chemistry
Polymers and Plastics
Abstract
In this work, we were the first to show the possibility of synthesizing polydimethylsiloxanes (PDMSs) with azidopropyl-functional groups at the silicon atom by the classical methods for PDMS synthesis, that is, ring-opening polymerization (ROP) and catalytic rearrangement of siloxanes in the presence of a strong acid (CF3SO3H). The suggested method was used to obtain PDMSs containing azidopropyl-functional groups at both ends of the polymer chain (telechelics) as well as PDMSs with irregular structures containing different fractions (5–50%) of azidopropyl-functional groups in the main polymer chain. The suggested method also proved to be efficient for synthesizing PDMSs containing both azidopropyl- and hydridosilyl-functional groups simultaneously. As a result, PDMSs with different mutual arrangements of two types of functional groups along the PDMS chain were obtained. The method for the catalytic rearrangement of low-molecular-weight siloxanes that we used made it possible to obtain azidopropyl-functional PDMSs in a wide range of molecular weights from 2000 to 88,000 according to gel permeation chromatography (GPC) data. The possibility of further modification of the resulting azidopropyl-functional PDMS, as well as multifunctional PDMSs containing azidopropyl- and hydridosilyl-functional groups simultaneously, by azide-alkyne cycloaddition reactions was demonstrated. The polymers obtained were characterized by 1H and 29Si NMR spectroscopy and by GPC.

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Milenin S. A. et al. Acid-Catalyzed Rearrangement of Azidopropyl-Siloxane Monomers for the Synthesis of Azidopropyl-Polydimethylsiloxane and Their Carboxylic Acid Derivatives // Macromolecules. 2021. Vol. 54. No. 6. pp. 2921-2935.
GOST all authors (up to 50) Copy
Milenin S. A., Drozdov F. V., Bezlepkina K. A., Majorov V. Yu., Muzafarov A. M. Acid-Catalyzed Rearrangement of Azidopropyl-Siloxane Monomers for the Synthesis of Azidopropyl-Polydimethylsiloxane and Their Carboxylic Acid Derivatives // Macromolecules. 2021. Vol. 54. No. 6. pp. 2921-2935.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1021/acs.macromol.0c02790
UR - https://doi.org/10.1021%2Facs.macromol.0c02790
TI - Acid-Catalyzed Rearrangement of Azidopropyl-Siloxane Monomers for the Synthesis of Azidopropyl-Polydimethylsiloxane and Their Carboxylic Acid Derivatives
T2 - Macromolecules
AU - Bezlepkina, Kseniya A
AU - Majorov, Valeriy Yu
AU - Milenin, Sergey A
AU - Muzafarov, Aziz M.
AU - Drozdov, Fedor V
PY - 2021
DA - 2021/03/08 00:00:00
PB - American Chemical Society (ACS)
SP - 2921-2935
IS - 6
VL - 54
SN - 0024-9297
SN - 1520-5835
ER -
BibTex |
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BibTex Copy
@article{2021_Milenin,
author = {Kseniya A Bezlepkina and Valeriy Yu Majorov and Sergey A Milenin and Aziz M. Muzafarov and Fedor V Drozdov},
title = {Acid-Catalyzed Rearrangement of Azidopropyl-Siloxane Monomers for the Synthesis of Azidopropyl-Polydimethylsiloxane and Their Carboxylic Acid Derivatives},
journal = {Macromolecules},
year = {2021},
volume = {54},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://doi.org/10.1021%2Facs.macromol.0c02790},
number = {6},
pages = {2921--2935},
doi = {10.1021/acs.macromol.0c02790}
}
MLA
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MLA Copy
Milenin, Sergey A., et al. “Acid-Catalyzed Rearrangement of Azidopropyl-Siloxane Monomers for the Synthesis of Azidopropyl-Polydimethylsiloxane and Their Carboxylic Acid Derivatives.” Macromolecules, vol. 54, no. 6, Mar. 2021, pp. 2921-2935. https://doi.org/10.1021%2Facs.macromol.0c02790.
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