Cargando…
Alternating Ring-Opening Metathesis Polymerization (AROMP) of Hydrophobic and Hydrophilic Monomers Provides Oligomers with Side-Chain Sequence Control
[Image: see text] We report the formation of oligomers with side-chain sequence control using ruthenium-catalyzed alternating ring-opening metathesis polymerization (AROMP). These oligomers are prepared through sequential, stoichiometric addition of bicyclo[4.2.0]oct-1(8)-ene-8-carboxamide (monomer...
Autores principales: | , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American
Chemical Society
2018
|
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6262599/ https://www.ncbi.nlm.nih.gov/pubmed/30524145 http://dx.doi.org/10.1021/acs.macromol.8b00562 |
_version_ | 1783375141333368832 |
---|---|
author | Li, Guofang Sampson, Nicole S. |
author_facet | Li, Guofang Sampson, Nicole S. |
author_sort | Li, Guofang |
collection | PubMed |
description | [Image: see text] We report the formation of oligomers with side-chain sequence control using ruthenium-catalyzed alternating ring-opening metathesis polymerization (AROMP). These oligomers are prepared through sequential, stoichiometric addition of bicyclo[4.2.0]oct-1(8)-ene-8-carboxamide (monomer A) at 85 °C and cyclohexene (monomer B) at 45 °C to generate sequences up to 24 monomeric units composed of (A-alt-B)(n) and (A′-alt-B)(n) microblocks, where n ranges from 1 to 6. Herein, monomer A has an alkyl side chain, and monomer A′ has a glycine methyl ester side chain. Increasing microblock size from one to six results in an increasing water contact angle on spin-coated thin films, despite the constant ratio of hydrophilic and hydrophobic moieties. However, a disproportionately high contact angle was observed when n equals 2. Thus, the unique all-carbon backbone formed in the AROMP of bicyclo[4.2.0]oct-1(8)-ene-8-carboxamides and cyclohexene provides a platform for the nontemplated preparation of materials with specific sequences of side chains. |
format | Online Article Text |
id | pubmed-6262599 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | American
Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-62625992019-05-15 Alternating Ring-Opening Metathesis Polymerization (AROMP) of Hydrophobic and Hydrophilic Monomers Provides Oligomers with Side-Chain Sequence Control Li, Guofang Sampson, Nicole S. Macromolecules [Image: see text] We report the formation of oligomers with side-chain sequence control using ruthenium-catalyzed alternating ring-opening metathesis polymerization (AROMP). These oligomers are prepared through sequential, stoichiometric addition of bicyclo[4.2.0]oct-1(8)-ene-8-carboxamide (monomer A) at 85 °C and cyclohexene (monomer B) at 45 °C to generate sequences up to 24 monomeric units composed of (A-alt-B)(n) and (A′-alt-B)(n) microblocks, where n ranges from 1 to 6. Herein, monomer A has an alkyl side chain, and monomer A′ has a glycine methyl ester side chain. Increasing microblock size from one to six results in an increasing water contact angle on spin-coated thin films, despite the constant ratio of hydrophilic and hydrophobic moieties. However, a disproportionately high contact angle was observed when n equals 2. Thus, the unique all-carbon backbone formed in the AROMP of bicyclo[4.2.0]oct-1(8)-ene-8-carboxamides and cyclohexene provides a platform for the nontemplated preparation of materials with specific sequences of side chains. American Chemical Society 2018-05-15 2018-06-12 /pmc/articles/PMC6262599/ /pubmed/30524145 http://dx.doi.org/10.1021/acs.macromol.8b00562 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Li, Guofang Sampson, Nicole S. Alternating Ring-Opening Metathesis Polymerization (AROMP) of Hydrophobic and Hydrophilic Monomers Provides Oligomers with Side-Chain Sequence Control |
title | Alternating Ring-Opening Metathesis Polymerization
(AROMP) of Hydrophobic and Hydrophilic Monomers Provides Oligomers
with Side-Chain Sequence Control |
title_full | Alternating Ring-Opening Metathesis Polymerization
(AROMP) of Hydrophobic and Hydrophilic Monomers Provides Oligomers
with Side-Chain Sequence Control |
title_fullStr | Alternating Ring-Opening Metathesis Polymerization
(AROMP) of Hydrophobic and Hydrophilic Monomers Provides Oligomers
with Side-Chain Sequence Control |
title_full_unstemmed | Alternating Ring-Opening Metathesis Polymerization
(AROMP) of Hydrophobic and Hydrophilic Monomers Provides Oligomers
with Side-Chain Sequence Control |
title_short | Alternating Ring-Opening Metathesis Polymerization
(AROMP) of Hydrophobic and Hydrophilic Monomers Provides Oligomers
with Side-Chain Sequence Control |
title_sort | alternating ring-opening metathesis polymerization
(aromp) of hydrophobic and hydrophilic monomers provides oligomers
with side-chain sequence control |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6262599/ https://www.ncbi.nlm.nih.gov/pubmed/30524145 http://dx.doi.org/10.1021/acs.macromol.8b00562 |
work_keys_str_mv | AT liguofang alternatingringopeningmetathesispolymerizationarompofhydrophobicandhydrophilicmonomersprovidesoligomerswithsidechainsequencecontrol AT sampsonnicoles alternatingringopeningmetathesispolymerizationarompofhydrophobicandhydrophilicmonomersprovidesoligomerswithsidechainsequencecontrol |