“…The cyclic carbonate group reacts with the OH group of the AHOPA and leads to evolution of CO 2 gas, which then plays the role of a blowing agent for generating PHU foam. 57 Monie and co-workers prepared recyclable self-blown PHU foams using a combination of thiolactone, triscyclic carbonate, and diamine; these cross-linked foams are reprocessible into films or structural coatings by thermal treatment without necessarily requiring catalysts. 58 We aim to adopt the bisphenol A ring carbonate monomer to synthesize NIPUs comprising varying concentrations of hexamethylene diamine (HMDA) and C 36alkylenediamine (C 36 DDA) to manage the thermal and mechanical properties of NIPUs as foaming materials.…”
Section: Introductionmentioning
confidence: 99%
“…Anitha et al synthesized a self‐blowing poly(hydroxyurethane) (PHU) foam from cyclic carbonate with amine‐terminated oligomeric phenylhydroxyamine (AOPHA) in the presence of a catalyst. The cyclic carbonate group reacts with the OH group of the AHOPA and leads to evolution of CO 2 gas, which then plays the role of a blowing agent for generating PHU foam 57 . Monie and co‐workers prepared recyclable self‐blown PHU foams using a combination of thiolactone, triscyclic carbonate, and diamine; these cross‐linked foams are reprocessible into films or structural coatings by thermal treatment without necessarily requiring catalysts 58 …”
Nonisocyanate polyurethane (NIPU) was synthesized using different concentrations of C36‐alkylenediamine (C36DDA), hexamethylene diamine, and a cyclic carbonate monomer synthesized from bisphenol A epoxy resin and carbon dioxide. The structures, molecular weights, thermal behaviors, and stabilities of the NIPU copolymers were evaluated using 1H nuclear magnetic resonance, Fourier transform infrared spectroscopy, gel permeation chromatography, thermogravimetric analysis, and differential scanning calorimetry measurements. All synthesized NIPUs were amorphous and exhibited good Td−5% thermal stabilities above 250°C; Tg decreased from 73 to 51°C as C36DDA content increased from 0% to 10% based on dynamic mechanical analysis tests. Furthermore, ethylenediamine (EDA) as a chain extender incorporating a small amount of crosslinker 1,2,4,5‐benzenetetracarboxylic acid (PMA) can enhance the melt strength of a partially three‐dimensional network, and the attained NIPU showed elastic properties. Thus, the NIPU synthesized with 7.5% and 10% C36DDA containing small amounts of EDA and PMA were suitable choices for supercritical CO2 foaming; their morphologies and mechanical behaviors were examined by scanning electron microscopy and DMA, and the densities of foamed NIPU with 7.5% and 10% C36DDA were calculated as 432 and 215 kg m−3 with pore sizes of 10–20 μm, respectively. The maximum stresses were attained at 149.5 and 123.4 kPa, and the foamed NIPU displayed rigid foam behaviors owing to the compression behaviors of the stress–strain curves.
“…The cyclic carbonate group reacts with the OH group of the AHOPA and leads to evolution of CO 2 gas, which then plays the role of a blowing agent for generating PHU foam. 57 Monie and co-workers prepared recyclable self-blown PHU foams using a combination of thiolactone, triscyclic carbonate, and diamine; these cross-linked foams are reprocessible into films or structural coatings by thermal treatment without necessarily requiring catalysts. 58 We aim to adopt the bisphenol A ring carbonate monomer to synthesize NIPUs comprising varying concentrations of hexamethylene diamine (HMDA) and C 36alkylenediamine (C 36 DDA) to manage the thermal and mechanical properties of NIPUs as foaming materials.…”
Section: Introductionmentioning
confidence: 99%
“…Anitha et al synthesized a self‐blowing poly(hydroxyurethane) (PHU) foam from cyclic carbonate with amine‐terminated oligomeric phenylhydroxyamine (AOPHA) in the presence of a catalyst. The cyclic carbonate group reacts with the OH group of the AHOPA and leads to evolution of CO 2 gas, which then plays the role of a blowing agent for generating PHU foam 57 . Monie and co‐workers prepared recyclable self‐blown PHU foams using a combination of thiolactone, triscyclic carbonate, and diamine; these cross‐linked foams are reprocessible into films or structural coatings by thermal treatment without necessarily requiring catalysts 58 …”
Nonisocyanate polyurethane (NIPU) was synthesized using different concentrations of C36‐alkylenediamine (C36DDA), hexamethylene diamine, and a cyclic carbonate monomer synthesized from bisphenol A epoxy resin and carbon dioxide. The structures, molecular weights, thermal behaviors, and stabilities of the NIPU copolymers were evaluated using 1H nuclear magnetic resonance, Fourier transform infrared spectroscopy, gel permeation chromatography, thermogravimetric analysis, and differential scanning calorimetry measurements. All synthesized NIPUs were amorphous and exhibited good Td−5% thermal stabilities above 250°C; Tg decreased from 73 to 51°C as C36DDA content increased from 0% to 10% based on dynamic mechanical analysis tests. Furthermore, ethylenediamine (EDA) as a chain extender incorporating a small amount of crosslinker 1,2,4,5‐benzenetetracarboxylic acid (PMA) can enhance the melt strength of a partially three‐dimensional network, and the attained NIPU showed elastic properties. Thus, the NIPU synthesized with 7.5% and 10% C36DDA containing small amounts of EDA and PMA were suitable choices for supercritical CO2 foaming; their morphologies and mechanical behaviors were examined by scanning electron microscopy and DMA, and the densities of foamed NIPU with 7.5% and 10% C36DDA were calculated as 432 and 215 kg m−3 with pore sizes of 10–20 μm, respectively. The maximum stresses were attained at 149.5 and 123.4 kPa, and the foamed NIPU displayed rigid foam behaviors owing to the compression behaviors of the stress–strain curves.
“…Therefore, research efforts have been devoted to the development of methods for self-blowing PHU. The creation of self-blown PHU foams was proven in a recent study conducted by Anitha et al based on selected cyclic carbonates and amines [ 47 ]. The reaction of amine-terminated oligomeric phenyl hydroxy amine (AOPHA) with cyclic carbonate of resorcinol diglycidyl ether (RDGCC) results in the release of carbon dioxide and in a parallel reaction of the hydroxyl groups and amino groups with the cyclic carbonate groups that compete during polymerization to produce PHU foams.…”
Section: Self-blowing Nipu Foamsmentioning
confidence: 99%
“…The reaction of amine-terminated oligomeric phenyl hydroxy amine (AOPHA) with cyclic carbonate of resorcinol diglycidyl ether (RDGCC) results in the release of carbon dioxide and in a parallel reaction of the hydroxyl groups and amino groups with the cyclic carbonate groups that compete during polymerization to produce PHU foams. The CO 2 gas responsible for foaming was detected using FTIR and GC-MS [ 47 ].…”
Polyurethane foams (PUFs) are a significant group of polymeric foam materials. Thanks to their outstanding mechanical, chemical, and physical properties, they are implemented successfully in a wide range of applications. Conventionally, PUFs are obtained in polyaddition reactions between polyols, diisoycyanate, and water to get a CO2 foaming agent. The toxicity of isocyanate has attracted considerable attention from both scientists and industry professionals to explore cleaner synthesis routes for polyurethanes excluding the use of isocyanate. The polyaddition of cyclic carbonates (CCs) and polyfunctional amines in the presence of an external blowing agent or by self-blowing appears to be the most promising route to substitute the conventional PUFs process and to produce isocyanate-free polyurethane foams (NIPUFs). Especially for polyhydroxyurethane foams (PHUFs), the use of a blowing agent is essential to regenerate the gas responsible for the creation of the cells that are the basis of the foam. In this review, we report on the use of different blowing agents, such as Poly(methylhydrogensiloxane) (PHMS) and liquid fluorohydrocarbons for the preparation of NIPUFs. Furthermore, the preparation of NIPUFs using the self-blowing technique to produce gas without external blowing agents is assessed. Finally, various biologically derived NIPUFs are presented, including self-blown NIPUFs and NIPUFs with an external blowing agent.
“…Physical blowing agents such as Solkane − (hydrofluorocarbon) and supercritical CO 2 , chemical blowing agents such as CO 2 generated from maleic acid/citric acid , and NaHCO 3 were also studied for preparing NIPU foams. Self-blown NIPU foams were reported based on the in situ carbon dioxide generation from partial decarboxylation of sorbitol-derived bis(cyclic carbonate)s or resorcinol-based bis(cyclic carbonate)s at high temperature (>100 °C). Monie et al reported a self-blown NIPU foams based on decarboxylation of cyclic carbonates by thiols or latent thiol via S-alkylation at 80–100 °C. , Bourguignon et al reported self-blown NIPU foams by water-induced decarboxylation of cyclic carbonate at 80–100 °C .…”
Polyurethane (PU) foams are produced from toxic, petrochemical-
and phosgene-derived isocyanates. Although nonisocyanate polyurethane
(NIPU) has shown promise as a replacement for traditional PU, the
synthesis of NIPU foams has not been widely studied due to the difficulties
in replicating the foaming process of PU, in situ CO2 production
through the hydrolysis of isocyanates. Hereby, we report the synthesis
of amine-CO2 adducts and their CO2 adsorption–desorption
characteristics under different conditions. The results show that
the amine-CO2 adducts can exhibit up to 87% CO2 desorption at 60 °C after aminolysis with cyclic carbonate.
The amine-CO2 adduct is used as both a foaming agent and
a comonomer to obtain low-density foams (0.203–0.239 g·cm–3) after heating at 50–60 °C for 24–48
h. This marks the successful synthesis of in situ CO2-blown
NIPU foams using an amine-CO2 adduct.
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