scholarly journals Synthesis of a polycaprolactone-based material with shape-memory and mendability

2016 ◽  
Vol 19 (3) ◽  
pp. 90-98
Author(s):  
Tri Minh Phan ◽  
Thuy Thu Truong ◽  
Thanh Dac Nguyen

new thermoset has been prepared from a bismaleimidic terminated polycaprolactone polyester and a tris-furan compound acting as a crosslinker via the Diels-Alder reaction between the furan and maleimide functionalities. Owing to the reversibility of the Diels-Alder chemistry and the increased mobility of the crosslinked polyester chains, this material had the ability to mend scratches under mild temperature conditions. The synthesized precursors and resulting crosslinked material were characterized using 1H NMR, FT-IR, GPC, TGA and DSC methods. The scratch mendability of the material was investigated using optical microscopy.

2011 ◽  
Vol 421 ◽  
pp. 136-139 ◽  
Author(s):  
Jun Seong Park ◽  
Hyun Chul Oh ◽  
Yong Sung Park ◽  
Je Wan Woo

Cyclopentadiene is an important material for making norbornene, and can synthesize norbornene dicarboxylic ester through the maleate and Diels-Alder reaction. Also, a structure similar to that of the representative PVC plasticizer dioctyl phthalate(DOP) was synthesized, so as to confirm the structure of compounds through 1H-NMR, FT-IR, Mass, and HPLC, and to compare the basic properties with those of DOP.


2021 ◽  
pp. 095400832110522
Author(s):  
Kai Ma ◽  
Hanzhou Jiang ◽  
Guofei Chen ◽  
Wei Wang ◽  
Yonggang Zhang

Several polyimides were prepared via two-step polycondensation from novel 2,5-furandicarboxylic acid–based diamine, 2,5-bis[4-(4-aminophenoxy)benzoyl]furan, with commercial dianhydrides. The chemical structures of the monomers and polymers were characterized by FT-IR and NMR in detail, respectively. The polyimides exhibited high performances with 5 wt% weight loss temperatures of over 410 oC, glass transition temperatures of over 214 oC, and tensile strengths and Young’s moduli of up to 130 MPa and 3.2 GPa, respectively. The thermal crosslinking mechanism was studied by FT-IR, Raman spectroscopy, and model reaction analysis, which showed the Diels–Alder reaction between the furan group and diphenylethylene group was the main reaction. The crosslinked polyimide films showed improved solvent resistance, and thermal and mechanical properties.


2013 ◽  
Vol 634-638 ◽  
pp. 642-646 ◽  
Author(s):  
Sung Ho Park ◽  
Jun Seong Park ◽  
Tae Won Ko ◽  
Yong Sung Park ◽  
Je Wan Woo

Norbornene dicarboxylate was synthesized through esterification under titanium catalyst. The alcohols are 2-ethyl-1-hexanol, n-octanol, 3,5,5-trimethyl-1-hexanol, and n-decanol. The Structures of compounds were identified by 1H-NMR, and then components were identified by high performance liquid chromatography (HPLC). The yield and purity was over 90 % and 95 %, and color of compounds was colorless or light yellow. The maleate as a by-product was occured by the retro Diels-Alder reaction.


2020 ◽  
Vol 55 (25) ◽  
pp. 11325-11338 ◽  
Author(s):  
Ying Cao ◽  
Jiatian Zhang ◽  
Dandan Zhang ◽  
Yan Lv ◽  
Jie Li ◽  
...  

Molecules ◽  
2020 ◽  
Vol 25 (2) ◽  
pp. 243 ◽  
Author(s):  
Jamerson Carneiro de Oliveira ◽  
Marie-Pierre Laborie ◽  
Vincent Roucoules

The study of Diels–Alder reactions in materials science is of increasing interest. The main reason for that is the potential thermoreversibility of the reaction. Aiming to predict the behavior of a material modified with maleimido and furyl moieties, 1H NMR and UV-Vis solution studies of the Diels–Alder reaction between furfuryl alcohol and two N-hydroxymaleimides are explored in the present study. Rate constants, activation energy, entropy, and enthalpy of formation were determined from each technique for both reacting systems. Endo and exo isomers were distinguished in 1H NMR, and the transition from a kinetic, controlled Diels–Alder reaction to a thermodynamic one could be observed in the temperature range studied. A discussion on the effect of that on the application in a material was performed. The approach selected considers a simplified equilibrium of the Diels–Alder reaction as the kinetic model, allowing materials scientists to evaluate the suitability of using the reacting molecules for the creation of thermoresponsive materials. The proposed approach determines the kinetic constants without the direct influence of the equilibrium constant value, thereby allowing a more objective data analysis. The effects of the selection of kinetic model, analytical method, and data treatment are discussed.


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