Synthesis and Plasticization Performance of Reactive Plasticizers Utilizing Catalyst-Free Azide-Alkyne Click Reaction

Shen, Yechen; Kwon, Yong Hoon

doi:10.1166/jnn.2019.15920

Cited by 2 publications

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“…The synthesis of two types of NRP, ((1S,4R)‐bicyclo[2.2.1]heptan‐2‐yl)methyl propiolate (BCHMP) and ((1S,4R)‐bicyclo[2.2.1]heptan‐2‐yl)methyl but‐3‐ynoate (BCHMB) is reported elsewhere (Scheme ) …”

Section: Methodsmentioning

confidence: 99%

“…In this study, the pristine PU binder prepared by PGT with an approximately 3:7 molar ratio of epichlorohydrin (ECH) and THF exhibited superior mechanical and thermal properties compared to GAP. In a previous study, norbornane‐based reactive plasticizers (NRPs) capable of preventing the migration of plasticizer via a catalyst‐free click reaction, was synthesized by replacing the nitro groups with the norbornane moiety . Herein, the RSE of the NRPs was predicted successfully for the first time.…”

Section: Introductionmentioning

confidence: 99%

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Fabrication of polyurethane binders grafted with functional reactive plasticizers by a catalyst‐free click reaction

Shen

Kwon

2020

Journal of Polymer Science

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The design of nonmigratory energetic plasticizers with low sensitivity and high performance is of great significance but challenging. Herein, two nonmigratory norbornanebased reactive plasticizers (NRPs) are attached covalently to poly(glycidyl azide-co-tetrahydrofuran) (PGT)-based polyurethanes (PUs), offering a reliable, self-stable, and alternative energy source originating from ring strain, while mitigating the dangers to the environment by preventing migration. A binary mixture of PGT and NRPs is thermodynamically miscible up to 50/50 w/w. The catalyst-free click reactivity of the NRPs toward PGT evaluated by the activation energy is verified by calculating the frontier molecular orbital energy levels.The absent weight loss of the pure NRPs evident from the measured thermal stability of the NRP/PGT-based PU binders indicated that the NRPs react completely with the PGT matrix. The tensile properties of the PGT-based PU binder by the inclusion of NRPs increased with increasing NRP content because of the increased number of triazole groups and the norbornane moiety.

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Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Fabrication of polyurethane binders grafted with functional reactive plasticizers by a catalyst‐free click reaction

Shen

Kwon

2020

Journal of Polymer Science

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“…At present, the industrial production of plasticizers is dominated mainly by chemical synthesis, which has an adverse effect on the natural environment [Abrishami et al 2018, Chizari and Bayat 2019, Shen and Kwon 2019.…”

Section: Introductionmentioning

confidence: 99%

Influence of permeabilization on the catalytic activity of yeast cells Yarrowia lipolytica kkp 379 in the synthesis of plasticizer – dioctyl adipate

Małajowicz¹,

Try

Wacławek³

2019

Zeszyty Problemowe Postępów Nauk Rolniczych

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Synthesis and Plasticization Performance of Reactive Plasticizers Utilizing Catalyst-Free Azide-Alkyne Click Reaction

Cited by 2 publications

References 0 publications

Fabrication of polyurethane binders grafted with functional reactive plasticizers by a catalyst‐free click reaction

Fabrication of polyurethane binders grafted with functional reactive plasticizers by a catalyst‐free click reaction

Influence of permeabilization on the catalytic activity of yeast cells Yarrowia lipolytica kkp 379 in the synthesis of plasticizer – dioctyl adipate

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