Novel carbon dioxide based poly(hydroxyurethane-urea)s: Synthesis and properties

被引:11
作者
Jiang, Shan [1 ]
Liu, Li [1 ]
机构
[1] Shanghai Univ, Sch Mat Sci & Engn, Shanghai 200444, Peoples R China
关键词
Carbon dioxide; Non-isocyanate; Poly(hydroxyurethane-urea); Hydrogen bond; Interchain interactions; NON-ISOCYANATE POLYURETHANES; CO2-SOURCED MONOMER; POLYMERIZATION; POLYUREAS; RECOVERY; DIAMINES; ROUTE; UREAS; FILMS; CO2;
D O I
10.1016/j.polymer.2022.124652
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Poly(hydroxyurethane-urea)s (PHUUs), which have complementary thermal and mechanical properties with poly(hydroxyurethane)s (PHUs) and polyureas, are of great potential for practical applications. Herein, several novel PHUUs were synthesized through polyaddition reaction from 5-membered dicyclic carbonates and amino terminal polyurea oligomers, and corresponding PHUs were also synthesized as controls. It was worth noting that carbon dioxide was starting materials in the synthesis of both 5-membered dicyclic carbonates and amino terminal polyurea oligomers. The structures and properties of PHUUs and PHUs were characterized by FTIR, H-1 NMR, SEC, water contact angle measurement, TGA, DSC, and tensile test. The urethane-to-urea ratio of PHUUs depended on the diamines used in the synthesis of amino-terminal polyurea oligomers. With the introduction of urea moieties, PHUUs exhibited improved surface hydrophobicity and thermal properties. Meanwhile, the introduction of urea moieties and the structure of selected diamine influenced glass transition temperature (T-g) and mechanical properties of PHUUs. This work offered a fascinating option for preparing PHUUs and might contribute to tackling climate change.
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页数:8
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共 52 条
[1]   One-Pot Synthesis of Dimethyl Hexane-1,6-diyldicarbamate from CO2, Methanol, and Diamine over CeO2 Catalysts: A Route to an Isocyanate-Free Feedstock for Polyurethanes [J].
Alferov, Kirill A. ;
Fu, Zhongwei ;
Ye, Shuxian ;
Han, Dongmei ;
Wang, Shuanjin ;
Xiao, Min ;
Meng, Yuezhong .
ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2019, 7 (12) :10708-10715
[2]   How to explain low molar masses in PolyHydroxyUrethanes (PHUs) [J].
Besse, Vincent ;
Camara, Fatoumata ;
Mechin, Francoise ;
Fleury, Etienne ;
Caillol, Sylvain ;
Pascault, Jean-Pierre ;
Boutevin, Bernard .
EUROPEAN POLYMER JOURNAL, 2015, 71 :1-11
[3]   Water-based non-isocyanate polyurethane-ureas (NIPUUs) [J].
Bizet, Boris ;
Grau, Etienne ;
Cramail, Henri ;
Asua, Jose M. .
POLYMER CHEMISTRY, 2020, 11 (23) :3786-3799
[4]   Multifunctional β-amino alcohols as bio-based amine curing agents for the isocyanate- and phosgene-free synthesis of 100% bio-based polyhydroxyurethane thermosets [J].
Blattmann, H. ;
Muelhaupt, R. .
GREEN CHEMISTRY, 2016, 18 (08) :2406-2415
[5]   Multifunctional POSS Cyclic Carbonates and Non-Isocyanate Polyhydroxyurethane Hybrid Materials [J].
Blattmann, Hannes ;
Muelhaupt, Rolf .
MACROMOLECULES, 2016, 49 (03) :742-751
[6]   Unexpected Synthesis of Segmented Poly(hydroxyurea-urethane)s from Dicyclic Carbonates and Diamines by Organocatalysis [J].
Bossion, Amaury ;
Aguirresarobe, Roberto H. ;
Irusta, Lourdes ;
Taton, Daniel ;
Cramail, Henri ;
Grau, Etienne ;
Mecerreyes, David ;
Su, Cui ;
Liu, Guoming ;
Mueller, Alejandro J. ;
Sardon, Haritz .
MACROMOLECULES, 2018, 51 (15) :5556-5566
[7]   Solubility in CO2 and carbonation studies of epoxidized fatty acid diesters: towards novel precursors for polyurethane synthesis [J].
Boyer, Aurelie ;
Cloutet, Eric ;
Tassaing, Thierry ;
Gadenne, Benoit ;
Alfos, Carine ;
Cramail, Henri .
GREEN CHEMISTRY, 2010, 12 (12) :2205-2213
[8]   Reprocessable polyhydroxyurethane networks exhibiting full property recovery and concurrent associative and dissociative dynamic chemistry via transcarbamoylation and reversible cyclic carbonate aminolysis [J].
Chen, Xi ;
Li, Lingqiao ;
Jin, Kailong ;
Torkelson, John M. .
POLYMER CHEMISTRY, 2017, 8 (41) :6349-6355
[9]   A new way of creating cellular polyurethane materials: NIPU foams [J].
Cornille, Adrien ;
Dworakowska, Sylwia ;
Bogdal, Dariusz ;
Boutevin, Bernard ;
Caillol, Sylvain .
EUROPEAN POLYMER JOURNAL, 2015, 66 :129-138
[10]   The improved synthesis of carbonated soybean oil using supercritical carbon dioxide at a reduced reaction time [J].
Doll, KM ;
Erhan, SZ .
GREEN CHEMISTRY, 2005, 7 (12) :849-854