Partially Biosourced Poly(1,2,3-triazolium)-Based Diblock Copolymers Derived from Levulinic Acid

被引:19
作者
Elloumi, Amira Kallel [1 ,2 ]
Miladi, Imen Abdelhedi [2 ]
Serghei, Anatoli [1 ]
Taton, Daniel [3 ]
Aissou, Karim [3 ]
Ben Romdhane, Hatem [2 ]
Drockenmuller, Eric [1 ]
机构
[1] Univ Lyon 1, Univ Lyon, CNRS, Ingn Mat Polymeres,UMR 5223, F-69003 Lyon, France
[2] Univ Tunis El Manar, Fac Sci Tunis, Lab Chim Bio Organ Struct & Polymeres Synth & Etu, El Manar 2092, Tunisia
[3] Univ Bordeaux, IPB, ENSCBP, CNRS,Lab Chim Polymeres Organ, F-33607 Pessac, France
关键词
POLYMERIZED IONIC LIQUID; MEDIATED RADICAL POLYMERIZATION; TRANSFER RAFT POLYMERIZATION; POLY(IONIC LIQUID)S; BLOCK-COPOLYMERS; TRIBLOCK COPOLYMERS; SOLID ELECTROLYTES; VINYL LEVULINATE; SEPARATION; MEMBRANES;
D O I
10.1021/acs.macromol.8b00962
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Partially biobased poly(1,2,3-triazolium)s are synthesized by reversible additionfragmentation chain transfer (RAFT) polymerization of tailor-made 1,2,3-triazole-functionalized (meth)acrylate monomers derived from levulinic acid, followed by N-alkylation of the 1,2,3-triazole moieties by methyl iodide (CH3I) and subsequent anion exchange with lithium bis(trifluoromethylsulfonyl)imide (LiTFSI). Chain extension of a 1,2,3-triazole-functionalized polymethacrylate by RAFT polymerization of styrene followed by N-alkylation with CH3I and anion exchange with LiTFSI affords two poly(1,2,3-triazole)- and two poly(1,2,3-triazolium)-based diblock copolymers (BCPs) with different weight fractions of each block. Discussion of the structure/properties relationships of all obtained materials is based on NMR spectroscopy, size exclusion chromatography, differential scanning calorimetry, thermogravimetric analysis, and broadband dielectric spectroscopy. The morphological and self-assembling properties of neutral and charged BCPs in bulk and in thin films are investigated by small-angle X-ray scattering and atomic force microscopy experiments, respectively.
引用
收藏
页码:5820 / 5830
页数:11
相关论文
共 75 条
[1]   1,2,3-Triazolium-Based Poly(ionic liquid)s Obtained Through Click Chemistry Polyaddition [J].
Abdelhedi-Miladi, Imen ;
Obadia, Mona M. ;
Allaoua, Imene ;
Serghei, Anatoli ;
Ben Romdhane, Hatem ;
Drockenmuller, Eric .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 2014, 215 (22) :2229-2236
[2]   Ionic Supramolecular Networks Fully Based on Chemicals Coming from Renewable Sources [J].
Aboudzadeh, Ali ;
Fernandez, Mercedes ;
Eugenia Munoz, Maria ;
Santamaria, Antxon ;
Mecerreyes, David .
MACROMOLECULAR RAPID COMMUNICATIONS, 2014, 35 (04) :460-465
[3]   New supramolecular ionic networks based on citric acid and geminal dicationic ionic liquids [J].
Aboudzadeh, M. Ali ;
Munoz, M. Eugenia ;
Santamaria, Antxon ;
Mecerreyes, David .
RSC ADVANCES, 2013, 3 (23) :8677-8682
[4]   Modular polymerized ionic liquid block copolymer membranes for CO2/N2 separation [J].
Adzima, Brian J. ;
Venna, Surendar R. ;
Klara, Steven S. ;
He, Hongkun ;
Zhong, Mingjiang ;
Luebke, David R. ;
Mauter, Meagan S. ;
Matyjaszewski, Krzysztof ;
Nulwala, Hunaid B. .
JOURNAL OF MATERIALS CHEMISTRY A, 2014, 2 (21) :7967-7972
[5]   (Co)Polymerization of vinyl levulinate by cobalt-mediated radical polymerization and functionalization by ketoxime click chemistry [J].
Allaoua, Imene ;
Goi, Beatriz Eleuterio ;
Obadia, Mona M. ;
Debuigne, Antoine ;
Detrembleur, Christophe ;
Drockenmuller, Eric .
POLYMER CHEMISTRY, 2014, 5 (08) :2973-2979
[6]   Renewable polymers: Synthesis and characterization of poly(levulinic acid-pentaerythritol) [J].
Amarasekara, Ananda S. ;
Ha, Uyen ;
Okorie, Nnaemeka C. .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2018, 56 (09) :955-958
[7]   RAFT polymerization of bromotyramine-based 4-acryloyl-1,2,3-triazole: a functional monomer and polymer family through click chemistry [J].
Andjouh, Sofyane ;
Bressy, Christine ;
Blache, Yves .
RSC ADVANCES, 2016, 6 (18) :14496-14504
[8]   All-solid state supercapacitors operating at 3.5 V by using ionic liquid based polymer electrolytes [J].
Ayalneh Tiruye, Girum ;
Munoz-Torrero, David ;
Palma, Jesus ;
Anderson, Marc ;
Marcilla, Rebeca .
JOURNAL OF POWER SOURCES, 2015, 279 :472-480
[9]   Photophysical and photochemical investigations on triazole ring linked chalcone containing polymethacrylates [J].
Balamurugan, S. ;
Nithyanandan, S. ;
Selvarasu, C. ;
Yeap, G. Y. ;
Kannan, P. .
POLYMER, 2012, 53 (19) :4104-4111
[10]   Influence of Chain Rigidity and Dielectric Constant on the Glass Transition Temperature in Polymerized Ionic Liquids [J].
Bocharova, V. ;
Wojnarowska, Z. ;
Cao, Peng-Fei ;
Fu, Y. ;
Kumar, R. ;
Li, Bingrui ;
Novikov, V. N. ;
Zhao, S. ;
Kisliuk, A. ;
Saito, T. ;
Mays, Jimmy W. ;
Sumpter, B. G. ;
Sokolov, A. P. .
JOURNAL OF PHYSICAL CHEMISTRY B, 2017, 121 (51) :11511-11519