Preparation of non-isocyanate polyurethanes from epoxy soybean oil: dual dynamic networks to realize self-healing and reprocessing under mild conditions

Yang, Xinxin; Wang, Shibo; Liu, Xiuxiu; Huang, Zhen; Huang, Xujuan; Xu, Xu; Li, He; Wang, Dan; Shang, Shibin

doi:10.1039/d1gc01936h

Cited by 92 publications

(79 citation statements)

References 45 publications

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“…[ 137 ] Liu and coworkers replaced the DDM by another fossil‐based diamine featuring a disulfide moiety, i.e., 4,4’‐diaminodiphenyldisulfide (DDS) to adjust the temperature and energy required for the bond exchange reaction. [ 138 ] Such dual dynamic networks benefited from a synergetic effect between the two dynamic covalent chemistries, as the relaxation times at a specific temperature and E a were lower than the ones of single disulfide and PHU‐networks. This combination imparted the network with novel properties such as self‐healing and reprocessing under milder conditions.…”

Section: Transcarbamoylation Reactionsmentioning

confidence: 99%

Fully Biobased Vitrimers: Future Direction toward Sustainable Cross‐Linked Polymers

Vidil

Llevot

2022

Macro Chemistry & Physics

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Improving the sustainability of polymer networks is a crucial challenge in polymer science due to their important role in industry. Their traditional syntheses conflict with several principles of green chemistry as the employed monomers are petroleum-based, their production involves the use of toxic reagents, and their permanently cross-linked structures impede their chemical recycling and reshaping. The development of vitrimers represents a unique solution to address the issue of polymer network end-of-life by enabling reprocessability while maintaining good thermomechanical properties and solvent resistance. Although over the last decades biomass has proved to be an excellent feedstock for the production of permanently cross-linked polymers, the field of biobased vitrimers is still in its infancy. In this review, a comprehensive overview of vitrimers synthesized from biobased monomers is presented. The emphasis is set on the compatibility of the biomass structure with the nature of the dynamic covalent chemistry, as well as the sustainability of the synthetic approaches. Implementing renewable feedstocks and recyclability in the production of polymer networks paves the way for the development of the next generation of sustainable materials.

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Section: Transcarbamoylation Reactionsmentioning

confidence: 99%

Fully Biobased Vitrimers: Future Direction toward Sustainable Cross‐Linked Polymers

Vidil

Llevot

2022

Macro Chemistry & Physics

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“…Yang's team developed bio‐based NIPU with a dual dynamic network using cyclic carbonates derived from epoxy soybean oil and CO 2 ; the sample exhibited reprocessing and shape memory performance 55,56 . 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.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characteristics of nonisocyanate polyurethane composed of bio‐based dimer diamine for supercritical CO₂ foaming applications

Mao

Chen

Yan

et al. 2022

J of Applied Polymer Sci

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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.

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“… 8 Compared to the traditional petroleum-based materials, the development and utilization of bio-based materials have become gradually well-liked owing to their easy processing and renewable characteristics. 9–11 Such as cellulose, 12 cardanol, 13 alginate, 14 soybean oil, 15 and so on. Cardanol, as a natural phenol with abundant yield and easy extraction, was often used in the preparation of anti-corrosion coatings.…”

Section: Introductionmentioning

confidence: 99%

Two-dimensional lamellar polyimide/cardanol-based benzoxazine copper polymer composite coatings with excellent anti-corrosion performance

et al. 2022

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Preparation of non-isocyanate polyurethanes from epoxy soybean oil: dual dynamic networks to realize self-healing and reprocessing under mild conditions

Abstract: Non-isocyanate polyurethanes prepared by cyclic carbonates derived from epoxy soybean oil and CO2 can exhibit the reprocessing ability and facilitate the realization of carbon neutrality, but the relatively high temperature...

Cited by 92 publications

References 45 publications

Fully Biobased Vitrimers: Future Direction toward Sustainable Cross‐Linked Polymers

Fully Biobased Vitrimers: Future Direction toward Sustainable Cross‐Linked Polymers

Synthesis and characteristics of nonisocyanate polyurethane composed of bio‐based dimer diamine for supercritical CO₂ foaming applications

Two-dimensional lamellar polyimide/cardanol-based benzoxazine copper polymer composite coatings with excellent anti-corrosion performance

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Preparation of non-isocyanate polyurethanes from epoxy soybean oil: dual dynamic networks to realize self-healing and reprocessing under mild conditions

Abstract: Non-isocyanate polyurethanes prepared by cyclic carbonates derived from epoxy soybean oil and CO2 can exhibit the reprocessing ability and facilitate the realization of carbon neutrality, but the relatively high temperature...

Cited by 92 publications

References 45 publications

Fully Biobased Vitrimers: Future Direction toward Sustainable Cross‐Linked Polymers

Fully Biobased Vitrimers: Future Direction toward Sustainable Cross‐Linked Polymers

Synthesis and characteristics of nonisocyanate polyurethane composed of bio‐based dimer diamine for supercritical CO2 foaming applications

Two-dimensional lamellar polyimide/cardanol-based benzoxazine copper polymer composite coatings with excellent anti-corrosion performance

Contact Info

Product

Resources

About

Synthesis and characteristics of nonisocyanate polyurethane composed of bio‐based dimer diamine for supercritical CO₂ foaming applications