Cholinium-Based Poly(ionic liquid)s: Synthesis, Characterization, and Application as Biocompatible Ion Gels and Cellulose Coatings

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Abstract

Cholinium-based ionic liquid methacrylic monomers having halide, lactate and acetate counter-anions were synthesized and polymerized by using conventional free radical polymerization. The polymer properties were characterized by NMR, SEC/GPC, TGA, and DSC and compared among eight different cationic polymethacrylic analogs. Polycations with different methacrylic alkylammonium backbones having lactate anion displayed comparatively better thermal stability than those having the acetate counter-anions and they also exhibited lower glass transition temperatures than their counterparts having acetate and halide counteranions. As an application, cholinium lactate methacrylate ionic liquid monomer was used to prepare ion gels by photopolymerization. Interestingly, these are the first examples of ion gels which are fully composed of low toxicity and biocompatible cholinium ionic liquids. Furthermore, the same ionic liquid monomer, cholinium lactate methacrylate, showed the ability to dissolve cellulose. This facilitated the preparation of transparent poly(ionic liquid)/cellulose composite coatings by photopolymerization.
Original languageUnknown
Pages (from-to)975-979
JournalACS MACRO LETTERS
Volume2
Issue number11
DOIs
Publication statusPublished - 1 Jan 2013

Cite this

@article{0e6f1f58493e48478e5fdccdd72fdea9,
title = "Cholinium-Based Poly(ionic liquid)s: Synthesis, Characterization, and Application as Biocompatible Ion Gels and Cellulose Coatings",
abstract = "Cholinium-based ionic liquid methacrylic monomers having halide, lactate and acetate counter-anions were synthesized and polymerized by using conventional free radical polymerization. The polymer properties were characterized by NMR, SEC/GPC, TGA, and DSC and compared among eight different cationic polymethacrylic analogs. Polycations with different methacrylic alkylammonium backbones having lactate anion displayed comparatively better thermal stability than those having the acetate counter-anions and they also exhibited lower glass transition temperatures than their counterparts having acetate and halide counteranions. As an application, cholinium lactate methacrylate ionic liquid monomer was used to prepare ion gels by photopolymerization. Interestingly, these are the first examples of ion gels which are fully composed of low toxicity and biocompatible cholinium ionic liquids. Furthermore, the same ionic liquid monomer, cholinium lactate methacrylate, showed the ability to dissolve cellulose. This facilitated the preparation of transparent poly(ionic liquid)/cellulose composite coatings by photopolymerization.",
keywords = "TRIBLOCK COPOLYMER, COMPOSITE, SEPARATION MEMBRANES, CONDUCTIVITY, POLYELECTROLYTES, BIOMATERIALS, ELECTROLYTES, CYTOTOXICITY, TRANSITION, DISSOLUTION",
author = "{Marrucho Ferreira}, {Isabel Maria}",
year = "2013",
month = "1",
day = "1",
doi = "10.1021/mz400451g",
language = "Unknown",
volume = "2",
pages = "975--979",
journal = "ACS Macro Letters",
issn = "2161-1653",
publisher = "American Chemical Society",
number = "11",

}

TY - JOUR

T1 - Cholinium-Based Poly(ionic liquid)s: Synthesis, Characterization, and Application as Biocompatible Ion Gels and Cellulose Coatings

AU - Marrucho Ferreira, Isabel Maria

PY - 2013/1/1

Y1 - 2013/1/1

N2 - Cholinium-based ionic liquid methacrylic monomers having halide, lactate and acetate counter-anions were synthesized and polymerized by using conventional free radical polymerization. The polymer properties were characterized by NMR, SEC/GPC, TGA, and DSC and compared among eight different cationic polymethacrylic analogs. Polycations with different methacrylic alkylammonium backbones having lactate anion displayed comparatively better thermal stability than those having the acetate counter-anions and they also exhibited lower glass transition temperatures than their counterparts having acetate and halide counteranions. As an application, cholinium lactate methacrylate ionic liquid monomer was used to prepare ion gels by photopolymerization. Interestingly, these are the first examples of ion gels which are fully composed of low toxicity and biocompatible cholinium ionic liquids. Furthermore, the same ionic liquid monomer, cholinium lactate methacrylate, showed the ability to dissolve cellulose. This facilitated the preparation of transparent poly(ionic liquid)/cellulose composite coatings by photopolymerization.

AB - Cholinium-based ionic liquid methacrylic monomers having halide, lactate and acetate counter-anions were synthesized and polymerized by using conventional free radical polymerization. The polymer properties were characterized by NMR, SEC/GPC, TGA, and DSC and compared among eight different cationic polymethacrylic analogs. Polycations with different methacrylic alkylammonium backbones having lactate anion displayed comparatively better thermal stability than those having the acetate counter-anions and they also exhibited lower glass transition temperatures than their counterparts having acetate and halide counteranions. As an application, cholinium lactate methacrylate ionic liquid monomer was used to prepare ion gels by photopolymerization. Interestingly, these are the first examples of ion gels which are fully composed of low toxicity and biocompatible cholinium ionic liquids. Furthermore, the same ionic liquid monomer, cholinium lactate methacrylate, showed the ability to dissolve cellulose. This facilitated the preparation of transparent poly(ionic liquid)/cellulose composite coatings by photopolymerization.

KW - TRIBLOCK COPOLYMER

KW - COMPOSITE

KW - SEPARATION MEMBRANES

KW - CONDUCTIVITY

KW - POLYELECTROLYTES

KW - BIOMATERIALS

KW - ELECTROLYTES

KW - CYTOTOXICITY

KW - TRANSITION

KW - DISSOLUTION

U2 - 10.1021/mz400451g

DO - 10.1021/mz400451g

M3 - Article

VL - 2

SP - 975

EP - 979

JO - ACS Macro Letters

JF - ACS Macro Letters

SN - 2161-1653

IS - 11

ER -