Catalyzed non-isocyanate polyurethane (NIPU) coatings from bio-based poly(cyclic carbonates)

Yu, Arvin Z.; Setien, Raul A.; Sahouani, Jonas M.; Docken, James; Webster, Dean C.

doi:10.1007/s11998-018-0135-7

Cited by 40 publications

(34 citation statements)

References 41 publications

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“…Webster et al. developed biobased and highly functional CCs from epoxidized sucrose soyate (a combination of sucrose and vegetable oil fatty acids) under supercritical conditions . They optimized the synthetic conditions for coating applications by varying the catalysts, solvents, and curing process.…”

Section: Biobased Phusmentioning

confidence: 99%

“…[86] Webster et al developed biobased and highly functional CCs from epoxidized sucrose soyate (a combinationo fs ucrose and vegetable oil fatty acids) under supercriticalc onditions. [90] They optimized the synthetic conditions forc oating applications by varying the catalysts, solvents, and curing process. Solventr esistanceo ft he coatings has been improved by the choice of ad ual catalyst system of Lewis acid/Lewis base and the use of protic solvents.…”

Section: Synthesiso Fcca Nd Diamines From Vegetable Oilsmentioning

confidence: 99%

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From the Synthesis of Biobased Cyclic Carbonate to Polyhydroxyurethanes: A Promising Route towards Renewable Non‐Isocyanate Polyurethanes

et al. 2019

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Section: Biobased Phusmentioning

confidence: 99%

Section: Synthesiso Fcca Nd Diamines From Vegetable Oilsmentioning

confidence: 99%

From the Synthesis of Biobased Cyclic Carbonate to Polyhydroxyurethanes: A Promising Route towards Renewable Non‐Isocyanate Polyurethanes

et al. 2019

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“…NIPU can also use these sustainable resources as the main raw materials. Specifically, bio-based cyclic carbonates have been an important research topic, including the epoxidation of vegetable oils, terpenes, or vanillin derivates, or by the glycidylization of bio-polyols followed by carbonation with carbon dioxide [26,27].…”

Section: Introductionmentioning

confidence: 99%

Solvent- and Catalyst-free Synthesis, Hybridization and Characterization of Biobased Nonisocyanate Polyurethane (NIPU)

Qian

et al. 2019

Polymers

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Nonisocyanate polyurethane (NIPU) is a research hotspot in polyurethane applications because it does not use phosgene. Herein, a novel method of solvent- and catalyst-free synthesis of a hybrid nonisocyanate polyurethane (HNIPU) is proposed. First, four diamines were used to react with ethylene carbonate to obtain four bis(hydroxyethyloxycarbonylamino)alkane (BHA). Then, BHA reacted with dimer acid under condensation in the melt to prepare four nonisocynate polyurethane prepolymers. Further, the HNIPUs were obtained by crosslinking prepolymers and resin epoxy and cured with the program temperature rise. In addition, four amines and two resin epoxies were employed to study the effects and regularity of HNIPUs. According to the results from thermal and dynamic mechanical analyses, those HNIPUs showed a high degree of thermal stability, and the highest 5% weight loss reached about 350 °C. More importantly, the utilization of these green raw materials accords with the concept of sustainable development. Further, the synthetic method and HNIPUs don’t need isocyanates, catalysts, or solvents.

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“…2,3 Epoxides can be used in the synthesis of resins containing other reactive groups such as hydroxyls, cyclic carbonates or (meth)acrylates. [4][5][6] Additionally, the uses of epoxy and epoxy-derived resins extend to applications in areas such as electronic materials, biomedical systems and the aerospace industry. [7][8][9][10] Biobased resins derived from renewable resources are materials which have amassed a considerable interest.…”

Section: Introductionmentioning

confidence: 99%

“…Epoxy resins lead to a vast array of materials having desirable properties such as good overall mechanical properties, good adhesion to substrates, as well as heat and chemical resistance 2,3 . Epoxides can be used in the synthesis of resins containing other reactive groups such as hydroxyls, cyclic carbonates or (meth)acrylates 4–6 . Additionally, the uses of epoxy and epoxy‐derived resins extend to applications in areas such as electronic materials, biomedical systems and the aerospace industry 7–10 …”

Section: Introductionmentioning

confidence: 99%

Comparison of epoxidation methods for biobased oils: dioxirane intermediates generated from Oxone versus peracid derived from hydrogen peroxide

Setien

Ghasemi

Pourhashem

2021

Polymer International

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A study was carried out to compare the epoxidation of unsaturated vegetable oils using dioxirane intermediates generated in situ using Oxone to that by the peracid/hydrogen peroxide method. Epoxidized oils are typically synthesized using hydrogen peroxide, as well as acetic or formic acid. This synthesis requires heating and catalysts and generates acidic waste. Recently, advances have been made in the process of using Oxone (potassium peroxymonosulfate) and ketones to generate in situ dioxiranes to epoxidize alkenes. The dioxirane method allows for room temperature reactions and eliminates the use of peroxides and acids. Epoxidation of soybean oil, hempseed oil and sucrose soyate using in situ generated dioxiranes was carried out and parameters such as molar ratios and addition rates were studied. The data show that optimum reaction conditions are reached when molar ratios of Oxone and unsaturation are 1.6:1 and the Oxone addition rate is 1 mL min -1 . As a comparison, epoxidations using the acetic acid/hydrogen peroxide method were carried out and cured materials were prepared from the epoxidized compounds. Negligible differences were identified in the materials prepared from both synthetic pathways. An environmental sustainability assessment using green chemistry principles was also conducted for both methods to evaluate their safety and efficiency with respect to multiple criteria including minimizing waste generation and energy consumption. The analysis shows that, although the peracid method is atom economic and generates less waste, the dioxirane method offers better occupational safety and requires less energy, demonstrating the tradeoffs involved with either pathway if one is to be selected.

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Catalyzed non-isocyanate polyurethane (NIPU) coatings from bio-based poly(cyclic carbonates)

Cited by 40 publications

References 41 publications

From the Synthesis of Biobased Cyclic Carbonate to Polyhydroxyurethanes: A Promising Route towards Renewable Non‐Isocyanate Polyurethanes

From the Synthesis of Biobased Cyclic Carbonate to Polyhydroxyurethanes: A Promising Route towards Renewable Non‐Isocyanate Polyurethanes

Solvent- and Catalyst-free Synthesis, Hybridization and Characterization of Biobased Nonisocyanate Polyurethane (NIPU)

Comparison of epoxidation methods for biobased oils: dioxirane intermediates generated from Oxone versus peracid derived from hydrogen peroxide

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