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Title: Synthesis and application of a metal ion coordinating ionic liquid monomer: Towards size and dispersity control of nanoparticles formed within a structured polyelectrolyte

Abstract

The design, synthesis, and characterization of an amphiphilic ionic liquid (IL) monomer possessing a transition metal coordinating acrylamide moiety is described. Incorporation of the acrylamide moiety is achieved by converting l-histidine into an imidazolium, followed by alkylation to introduce a decyl chain, and acrylation of the α-amino group. The acrylamide containing IL monomer and a co-monomer, poly(ethylene glycol) diacrylate (PEGDA Mn 575), self-assembles into a weakly ordered 2D hexagonal lyotropic mesophase in water (34 ± 2 (w/w)%). Upon photo-irradiation of the mesophase a nanostructured polyelectrolyte retaining the 2D hexagonal structure is produced. Doping the mesophase with Au 3+ ions prior to photo-irradiation produces plasmonic Au NP copolymer composites only at a threshold mole ratio of IL monomer to gold ions (i.e., onset at 1740:1 mole ratio). At higher monomer to Au 3+ mole ratios plasmonic NPs are not formed. Evaluation of the in-situ synthesized plasmonic Au NPs by SAXS and optical spectroscopy indicate they are smaller, more uniform spherical particles that resist aggregation upon swelling and de-swelling in ethanol when compared to previously reported composites employing an IL monomer that lacks a metal ion coordination site (e.g., 3-decyl-1-vinylimidazolium IL).

Authors:
ORCiD logo [1];  [1];  [2]; ORCiD logo [1]
  1. Los Alamos National Lab. (LANL), Los Alamos, NM (United States)
  2. Argonne National Lab. (ANL), Argonne, IL (United States). X-ray Sciences Division
Publication Date:
Research Org.:
Los Alamos National Lab. (LANL), Los Alamos, NM (United States); Argonne National Lab. (ANL), Argonne, IL (United States)
Sponsoring Org.:
USDOE Laboratory Directed Research and Development (LDRD) Program; USDOE National Nuclear Security Administration (NNSA); USDOE Office of Science (SC), Basic Energy Sciences (BES); Los Alamos National Laboratory (LANL); Argonne National Laboratory - Advanced Photon Source
OSTI Identifier:
1473822
Alternate Identifier(s):
OSTI ID: 1508371; OSTI ID: 1703153
Report Number(s):
LA-UR-18-27591
Journal ID: ISSN 0014-3057
Grant/Contract Number:  
AC52-06NA25396; AC02-06CH11357
Resource Type:
Journal Article: Accepted Manuscript
Journal Name:
European Polymer Journal
Additional Journal Information:
Journal Volume: 107; Journal Issue: C; Journal ID: ISSN 0014-3057
Publisher:
Elsevier
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; 77 NANOSCIENCE AND NANOTECHNOLOGY; Inorganic and Physical Chemistry; Material Science; Poly(ionic liquid)s; Metal coordinating; Nanostructured; Plasmonic nanoparticles; Acrylamide IL; acrylamide IL; nanostructured; plasmonic nanoparticles

Citation Formats

Dreier, Timothy A., Ringstrand, Bryan S., Seifert, Sönke, and Firestone, Millicent A. Synthesis and application of a metal ion coordinating ionic liquid monomer: Towards size and dispersity control of nanoparticles formed within a structured polyelectrolyte. United States: N. p., 2018. Web. doi:10.1016/j.eurpolymj.2018.08.017.
Dreier, Timothy A., Ringstrand, Bryan S., Seifert, Sönke, & Firestone, Millicent A. Synthesis and application of a metal ion coordinating ionic liquid monomer: Towards size and dispersity control of nanoparticles formed within a structured polyelectrolyte. United States. https://doi.org/10.1016/j.eurpolymj.2018.08.017
Dreier, Timothy A., Ringstrand, Bryan S., Seifert, Sönke, and Firestone, Millicent A. Tue . "Synthesis and application of a metal ion coordinating ionic liquid monomer: Towards size and dispersity control of nanoparticles formed within a structured polyelectrolyte". United States. https://doi.org/10.1016/j.eurpolymj.2018.08.017. https://www.osti.gov/servlets/purl/1473822.
@article{osti_1473822,
title = {Synthesis and application of a metal ion coordinating ionic liquid monomer: Towards size and dispersity control of nanoparticles formed within a structured polyelectrolyte},
author = {Dreier, Timothy A. and Ringstrand, Bryan S. and Seifert, Sönke and Firestone, Millicent A.},
abstractNote = {The design, synthesis, and characterization of an amphiphilic ionic liquid (IL) monomer possessing a transition metal coordinating acrylamide moiety is described. Incorporation of the acrylamide moiety is achieved by converting l-histidine into an imidazolium, followed by alkylation to introduce a decyl chain, and acrylation of the α-amino group. The acrylamide containing IL monomer and a co-monomer, poly(ethylene glycol) diacrylate (PEGDA Mn 575), self-assembles into a weakly ordered 2D hexagonal lyotropic mesophase in water (34 ± 2 (w/w)%). Upon photo-irradiation of the mesophase a nanostructured polyelectrolyte retaining the 2D hexagonal structure is produced. Doping the mesophase with Au3+ ions prior to photo-irradiation produces plasmonic Au NP copolymer composites only at a threshold mole ratio of IL monomer to gold ions (i.e., onset at 1740:1 mole ratio). At higher monomer to Au3+ mole ratios plasmonic NPs are not formed. Evaluation of the in-situ synthesized plasmonic Au NPs by SAXS and optical spectroscopy indicate they are smaller, more uniform spherical particles that resist aggregation upon swelling and de-swelling in ethanol when compared to previously reported composites employing an IL monomer that lacks a metal ion coordination site (e.g., 3-decyl-1-vinylimidazolium IL).},
doi = {10.1016/j.eurpolymj.2018.08.017},
url = {https://www.osti.gov/biblio/1473822}, journal = {European Polymer Journal},
issn = {0014-3057},
number = C,
volume = 107,
place = {United States},
year = {2018},
month = {8}
}

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Cited by: 3 works
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Works referencing / citing this record:

Multiscale additive manufacturing of polymers using 3D photo-printable self-assembling ionic liquid monomers
journal, January 2019