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Figovsky, Oleg; Shapovalov, L.

doi:10.1002/1521-3900(200209)187:1<325::aid-masy325>3.0.co;2-l

Cited by 82 publications

(59 citation statements)

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“…The cyclic carbonate/amine reaction, already studied in the past by Whelan et al and Mikheev et al [26,27], avoids the use of isocyanates and diamines and permits the formation of poly(hydroxyurethane)s (PHUs) with hydroxyl groups. This method was tremendously studied and has recently attracted much attention, particularly by Endo et al [23,[28][29][30][31] and Figovsky et al [32,33]. The main problem concerning NIPU synthesis relates to the low reactivity of carbonate/amine reaction.…”

Section: Introductionmentioning

confidence: 99%

A new way of creating cellular polyurethane materials: NIPU foams

Cornille¹,

Dworakowska²,

Bogdał³

et al. 2015

European Polymer Journal

142

119

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Section: Introductionmentioning

confidence: 99%

A new way of creating cellular polyurethane materials: NIPU foams

Cornille¹,

Dworakowska²,

Bogdał³

et al. 2015

European Polymer Journal

142

119

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“…Recently, Figovsky et al have developed a hybrid NIPU-like coating marketed under the name Green Polyurethane™, which is based on cyclocarbonates and amines with epoxy functions. [21][22][23] Cyclic carbonates can be synthesized by various methods 24 such as the direct esterication of carboxylic acids with glycerol carbonate. The latter appears to be a promising route in the frame of a new emerging challenge based on the use of renewable resources.…”

Section: Introductionmentioning

confidence: 99%

Original biobased nonisocyanate polyurethanes: solvent- and catalyst-free synthesis, thermal properties and rheological behaviour

2014

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Novel biobased NonIsocyanate PolyUrethanes (NIPUs) were synthesized from dimer-based diamines and sebacic biscyclocarbonate in bulk, and without catalyst. All synthesized NIPUs present biobased contents around 80%. Biscyclocarbonates and final NIPUs were characterized by FTIR and NMR spectroscopy. A specific study was conducted to determine the best carbonate to amine ratio. The influence on the structures and properties of NIPUs with different average amine functionalities, varying from 2.0 to 2.2, was investigated by DSC, SEC and dynamic rheological analyses. Based on FTIR analyses, it was found that the stoichiometric ratio is optimal for the NIPU synthesis to obtain the highest molar masses with appropriate kinetics. However, the results show that the molar masses (up to 22 000 g mol À1 ) were lower than conventional polyurethanes. A specific structuration due to a higher crosslink degree was observed when the average functionality of the diamine dimer increased. As expected, the glass transition temperature rises in this case. Crosslinked samples were synthesized with an average amine functionality of 2.15 and 2.2. A promising elastomer sample with elongation higher than 600% was then obtained.

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“…Moreover, this ring‐opening NIR reaction is mild without generating volatile byproducts in the course of the reaction, which should help to form nonporous PUs . Major difficulties were encountered in the urethane‐making step, however, because of incomplete cyclic carbonate consumption and some noncarbamate byproduct formation . As a result, the molar mass of NIR–PU rarely exceeded 20,000 g mol −1 , which is a necessary factor to be useful for robust thermal plastic.…”

Section: Introductionmentioning

confidence: 99%

High-performance segmented polyurea by transesterification of diphenyl carbonates with aliphatic diamines

Pan

Lin

Dai

2014

J. Polym. Sci. Part A: Polym. Chem.

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In an effort to develop a green process for the production of elastomeric polyurethane–urea (PUaE) through a nonisocyanate route, a highly practical method was found using diphenyl carbonate (DPC) instead of diisocyanate as the carbonylation agent. The transesterification of aliphatic diamines in a solvent such as tetramethylene sulfone (TMS) with DPC results in a new process obtaining new segmented PUaE with high molecular weights and excellent mechanical performance. The key to the present success lies in the timing and sequence of the diamine addition forming initial carbamate intermediates in situ and then in shifting the equilibrium toward polyurea product formation by phenol removal from the TMS solution so that high‐molecular‐weight polyurea could be formed favorably. The most optimized polyurea films made in this study has a ηinh of 0.64, with high‐performance characteristics showing tensile strength of greater than 30 MPa and elongation exceeding 400% with decomposition temperature (5%) of >280 °C. Well‐defined soft‐ and hard‐segment domains were observed for the products as determined by atomic force microscope. This new improved process to produce segmented polyurea thereby complies fully with the principles of green chemistry using readily available chemicals. © 2014 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 2781–2790

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Cited by 82 publications

References 0 publications

A new way of creating cellular polyurethane materials: NIPU foams

A new way of creating cellular polyurethane materials: NIPU foams

Original biobased nonisocyanate polyurethanes: solvent- and catalyst-free synthesis, thermal properties and rheological behaviour

High-performance segmented polyurea by transesterification of diphenyl carbonates with aliphatic diamines

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