How to explain low molar masses in PolyHydroxyUrethanes (PHUs)

Besse, Vincent; Camara, Fatoumata; Méchin, Françoise; Fleury, Étienne; Caillol, Sylvain; Pascault, Jean‐Pierre; Boutevin, Bernard

doi:10.1016/j.eurpolymj.2015.07.020

Cited by 113 publications

(137 citation statements)

References 37 publications

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“…The origin of the low MW values associated with PHU is not fully resolved in the literature. One possible reason could be due to the presence of side reactions leading to urea formation and oxazolidinone as well as dehydration products as outlined by Besse et al [79]. Further studies are needed to investigate the origin of this phenomenon and to improve the MW range attainable in PHU synthesis.…”

Section: Synthesis and Characterizationmentioning

confidence: 95%

“…The apparent M n values of these PHUs range from 3.1 to 10.0 kg/mol whereas the apparent M w values range from 12.2 to 48.3 kg/mol. The challenge in obtaining high MW polymers from aminolysis of 5-membered ring carbonate is commonly observed [45,46,52,79]. The origin of the low MW values associated with PHU is not fully resolved in the literature.…”

Section: Synthesis and Characterizationmentioning

confidence: 97%

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Novel thermoplastic polyhydroxyurethane elastomers as effective damping materials over broad temperature ranges

Beniah

Liu

Heath

et al. 2016

European Polymer Journal

101

111

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a b s t r a c tNon-isocyanate thermoplastic polyhydroxyurethane (PHU) elastomers were synthesized from cyclic carbonate aminolysis using polytetramethylene oxide (PTMO) as soft segment and divinylbenzene dicyclocarbonate and three diamine chain extenders as hard segment with a range of hard-segment content. Characterization was done via Fourier transform infrared spectroscopy, small-angle X-ray scattering (SAXS), uniaxial tensile testing, and dynamic mechanical analysis (DMA). SAXS reveals that these PHUs possess nanophaseseparated morphology with 10-20 nm interdomain spacings. These PHUs display elastomeric response and tunable tensile properties with Young's modulus ranging from 27 to 200 MPa, tensile strength from 0.3 to 9.7 MPa and elongation at break ranging up to greater than 2000%. DMA reveals that nanophase separation in these PHUs is accompanied by broad interphases having a wide range of local composition; this nanophase separation differs significantly from that manifested by thermoplastic polyurethane elastomer (TPU) due to hydrogen bonding of hydroxyl groups in the hard segments to the PTMO soft segment. These PHUs show very good damping performance with tan d P 0.30 over broad temperature ranges (P60°C), which are tunable through simple variation of hardsegment content and chain extender structures.

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Section: Synthesis and Characterizationmentioning

confidence: 95%

Section: Synthesis and Characterizationmentioning

confidence: 97%

Novel thermoplastic polyhydroxyurethane elastomers as effective damping materials over broad temperature ranges

Beniah

Liu

Heath

et al. 2016

European Polymer Journal

101

111

View full text Add to dashboard Cite

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“…According to literatures, most PHUs were able to form amorphous phases, which could be attributed to the presence of hydroxyl groups along the polymer backbones. 3,31 Since both primary and secondary hydroxyl groups could be formed, depending on which direction the ve-membered cyclic carbonate rings were opened, the random distribution of the primary and secondary hydroxyl groups could hinder the ordering between the polymer chains, therefore preventing the crystallization of PHUs.…”

Section: Synthesis and Characterization Of Fdca-derived Phusmentioning

confidence: 99%

A novel 2,5-furandicarboxylic acid-based bis(cyclic carbonate) for the synthesis of biobased non-isocyanate polyurethanes

et al. 2017

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This paper describes the synthesis of a new biobased bis(cyclic carbonate) derived from 2,5-furandicarboxylic acid (FDCA) with the incorporation of CO 2 . The bis(cyclic carbonate) was then used to synthesize non-isocyanate polyurethanes (NIPUs) via polyaddition reactions with a series of diamines. The chemical structures of the bis(cyclic carbonate) and the NIPUs were characterized by Fourier transform infrared spectroscopy (FT-IR) and proton nuclear magnetic resonance spectroscopy

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“…For instance, polypropylene glycol diglycidyl ether (PPGDGE) can be obtained from renewable glycerol which is a by-product during the preparation process of biodiesel. [26][27][28] However, due to side reaction and low reactivity between 5CC and amine, 29 it is difficult to obtain high molar masses and form the cross-linkage among the main chain as traditional PU. The formation of urea, oxazolidinone and dehydration products is seriously suspected to be responsible for the low molar masses during the NIPU syntheses.…”

mentioning

confidence: 99%

Non-isocyanate polyurethane/epoxy hybrid materials with different and controlled architectures prepared from a CO₂-sourced monomer and epoxy via an environmentally-friendly route

Wang

et al. 2017

RSC Adv.

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Polyurethane/epoxy hybrid materials from CO 2 -sourced monomer were prepared via an environmentallyfriendly and non-toxic route, which avioded the use of toxic isocyanate. A series of non-isocyanate polyurethane (NIPU)/epoxy hybrid materials, with different and controlled architectures, were synthesized from CO 2 , polypropylene glycol diglycidyl ether (PPGDGE), amines and diglycidyl ether of bisphenol-A (BADGE). Around 12 wt% CO 2 was incorporated into PPGDGE to form a five-membered cyclic carbonate (5CC-PPGDGE). The complete conversion and selectivity of PPGDGE were obtained.The kinetics of 5CC-PPGDGE was investigated by reacting it with 1,2-ethylenediamine (EDA) at different temperatures. NH 2 -terminated pre-polymers were obtained by reacting 5CC-PPGDGE with various excessive amines. Finally, the hybrid materials were obtained by curing pre-polymers with BADGE. The results showed that a high content of amine with more functional groups led to better mechanical performances than diamine-based hybrid materials. This is the first time that architectures have been controlled by altering the amine ratio and functionality. And these hybrid materials exhibited satisfactory mechanical performances. The DETA-based and TETA-based materials with high amine ratio exhibited a tensile strength of 15.0 MPa and 12.5 MPa, accompanied with elongation at break of 151.3% and 170.9%, respectively. The gel content, glass transition temperature and thermodynamic stability went up first and then declined with the increase of amine ratio, which demonstrated the architectures of hybrid materials ranged from defective to cross-linked and linear structures.

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How to explain low molar masses in PolyHydroxyUrethanes (PHUs)

Cited by 113 publications

References 37 publications

Novel thermoplastic polyhydroxyurethane elastomers as effective damping materials over broad temperature ranges

Novel thermoplastic polyhydroxyurethane elastomers as effective damping materials over broad temperature ranges

A novel 2,5-furandicarboxylic acid-based bis(cyclic carbonate) for the synthesis of biobased non-isocyanate polyurethanes

Non-isocyanate polyurethane/epoxy hybrid materials with different and controlled architectures prepared from a CO₂-sourced monomer and epoxy via an environmentally-friendly route

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How to explain low molar masses in PolyHydroxyUrethanes (PHUs)

Cited by 113 publications

References 37 publications

Novel thermoplastic polyhydroxyurethane elastomers as effective damping materials over broad temperature ranges

Novel thermoplastic polyhydroxyurethane elastomers as effective damping materials over broad temperature ranges

A novel 2,5-furandicarboxylic acid-based bis(cyclic carbonate) for the synthesis of biobased non-isocyanate polyurethanes

Non-isocyanate polyurethane/epoxy hybrid materials with different and controlled architectures prepared from a CO2-sourced monomer and epoxy via an environmentally-friendly route

Contact Info

Product

Resources

About

Non-isocyanate polyurethane/epoxy hybrid materials with different and controlled architectures prepared from a CO₂-sourced monomer and epoxy via an environmentally-friendly route