Effect of Regioisomerism on Processability and Mechanical Properties of Amine/Urea Exchange Based Poly(urea-urethane) Vitrimers

被引:27
作者
Erice, Ainara [1 ]
Azcune, Itxaso [1 ]
Ruiz de Luzuriaga, Alaitz [1 ]
Ruiperez, Fernando [2 ]
Irigoyen, Mikel [2 ]
Mattin Matxain, Jon [3 ,4 ]
Maria Asua, Jose [2 ]
Grande, Hans-Jurgen [1 ,2 ]
Rekondo, Alaitz [1 ]
机构
[1] CIDETEC, Polymers & Composites, Paseo Miramon 196, Donostia San Sebastian 20014, Spain
[2] Univ Basque Country, UPV EHU, POLYMAT, Joxe Mari Korta Ctr, Avda Tolosa 72, Donostia San Sebastian 20018, Spain
[3] Euskal Herriko Unibertsitatea, UPV EHU, Kim Fac, PK 1072, Donostia San Sebastian 20080, Spain
[4] DIPC, PK 1072, Donostia San Sebastian 20080, Spain
关键词
dynamic covalent chemistry; reversible covalent bond; vitrimers; CAN; poly(urea-urethane) elastomer; regioisomerism; COVALENT ADAPTABLE NETWORKS; HYDROGEN-BONDING PROPERTIES; SHAPE-MEMORY POLYURETHANE; EPOXY VITRIMERS; CATALYST; POLY(URETHANE-UREA); REPROCESSABILITY; SYSTEMS;
D O I
10.1021/acsapm.9b00589
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
In this paper, three analogous poly(urea-urethane) elastomers were thoroughly characterized to determine the effect of regioisomerism on the processability and mechanical properties of the final materials. The polymers were synthesized starting from the same isocyanate-terminated polyol and the three positional isomers of phenylenediamine hardener. The main differences on the supramolecular hydrogen-bond network, as well as on the outcome of the dynamic amine/urea exchange reaction, were determined by experimental measurements (FTIR, rheology, DMA, tensile tests) and molecular quantum chemical calculations.
引用
收藏
页码:2472 / 2481
页数:19
相关论文
共 40 条
[1]   Epoxy vitrimers with a covalently bonded tertiary amine as catalyst of the transesterification reaction [J].
Altuna, Facundo I. ;
Hoppe, Cristina E. ;
Williams, Roberto J. J. .
EUROPEAN POLYMER JOURNAL, 2019, 113 :297-304
[2]   Epoxy Vitrimers: The Effect of Transesterification Reactions on the Network Structure [J].
Altuna, Facundo Ignacio ;
Hoppe, Cristina Elena ;
Williams, Roberto Juan Jose .
POLYMERS, 2018, 10 (01)
[3]   Polymers through Reshuffling of Trithiocarbonate Units [J].
Amamoto, Yoshifumi ;
Kamada, Jun ;
Otsuka, Hideyuki ;
Takahara, Atsushi ;
Matyjaszewski, Krzysztof .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (07) :1660-1663
[4]   Aromatic diselenide crosslinkers to enhance the reprocessability and self-healing of polyurethane thermosets [J].
An, Xiaowei ;
Aguirresarobe, Robert H. ;
Irusta, Lourdes ;
Ruiperez, Fernando ;
Matxain, Jon M. ;
Pan, Xiangqiang ;
Aramburu, Nora ;
Mecerreyes, David ;
Sardon, Haritz ;
Zhu, Jian .
POLYMER CHEMISTRY, 2017, 8 (23) :3641-3646
[5]  
[Anonymous], 2014, AMBER
[6]   Aromatic disulfide crosslinks in polymer systems: Self-healing, reprocessability, recyclability and more [J].
Azcune, Itxaso ;
Odriozola, Ibon .
EUROPEAN POLYMER JOURNAL, 2016, 84 :147-160
[7]   A WELL-BEHAVED ELECTROSTATIC POTENTIAL BASED METHOD USING CHARGE RESTRAINTS FOR DERIVING ATOMIC CHARGES - THE RESP MODEL [J].
BAYLY, CI ;
CIEPLAK, P ;
CORNELL, WD ;
KOLLMAN, PA .
JOURNAL OF PHYSICAL CHEMISTRY, 1993, 97 (40) :10269-10280
[8]   Covalent Adaptable Networks: Reversible Bond Structures Incorporated in Polymer Networks [J].
Bowman, Christopher N. ;
Kloxin, Christopher J. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (18) :4272-4274
[9]   HYDROGEN-BONDING PROPERTIES OF HARD-SEGMENT MODEL COMPOUNDS IN POLYURETHANE BLOCK COPOLYMERS [J].
BRUNETTE, CM ;
HSU, SL ;
MACKNIGHT, WJ .
MACROMOLECULES, 1982, 15 (01) :71-77
[10]   Long-range corrected hybrid density functionals with damped atom-atom dispersion corrections [J].
Chai, Jeng-Da ;
Head-Gordon, Martin .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2008, 10 (44) :6615-6620