Thermally reversible cross-linked polyamides and thermo-responsive gels by means of Diels–Alder reaction

Liu, Ying‐Ling; Hsieh, Chia‐Yun; Chen, Yiwen

doi:10.1016/j.polymer.2006.02.057

Cited by 154 publications

(106 citation statements)

References 16 publications

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“…For self-healing different concepts have been introduced and followed [20]. One of them exploits thermoreversible Diels-Alder (DA) reactions [21,22]. Due to the thermal reversibility and mild reaction conditions of the Diels-Alder (DA) reaction widely used in the polymer syntheses.…”

Section: Introductionmentioning

confidence: 99%

Segmented linear shape memory polyurethanes with thermoreversible Diels-Alder coupling: Effects of polycaprolactone molecular weight and diisocyanate type

Lakatos¹,

Czifrák²,

Papp³

et al. 2016

Express Polym. Lett.

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Abstract. Segmented linear polyurethanes (PUs) containing Diels-Alder (DA) adduct were synthesized in toluene solution from poly("-caprolactone) (PCL, M n = 10, 25 and 50 kg/mol), diisocyanate (methylene diphenyl diisocyanate (MDI), 2,4-toluene diisocyanate (TDI), 1,6-hexamethylenediisocyanate, (HDI)), furfurylamine (FA) and bismaleimide (BMI). The order of the segments in the PUs was -PCL-MDI-FA-BMI-. The PUs were characterized by size-exclusion chromatography (SEC), different spectroscopic ( 1 H-NMR, attenuated total reflectance Fourier-transform infrared, AT-FTIR), thermal and mechanical analysis (differential scanning calorimetry, DSC, dynamical mechanical analysis, DMA). The DA and retro-DA reactions were identified by 1 H-NMR for both the synthesized PU and the coupling components (i.e. FA and BMI). Tensile mechanical and shape memory (SM) properties of the PUs were also determined. The DA coupling in the PU was improved by heat treatment above the melting temperature (T m ) of PCL. DMA traces showed a plateau-like region above T m of PCL confirming the presence of a physical network the netpoints of which are given by the hard segments including the DA couplers. This feature suggested good SM behavior that was confirmed both qualitatively and quantitatively.

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Section: Introductionmentioning

confidence: 99%

Segmented linear shape memory polyurethanes with thermoreversible Diels-Alder coupling: Effects of polycaprolactone molecular weight and diisocyanate type

Lakatos¹,

Czifrák²,

Papp³

et al. 2016

Express Polym. Lett.

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“…The Kissinger equation can be obtained by derivation and differential treatment to eqn (1), and the Kissinger equation was shown in eqn (2). Here, the value of ln[df(a)/d(a)] is approximately 0, as a consequence the eqn (2) can be further simplied to eqn (3).…”

Section: The Kinetic Parameters Of Ep/obpa/fge Systemmentioning

confidence: 98%

Study on the curing reaction kinetics of a novel epoxy system

et al. 2017

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The anhydride curing agent of 3,6-enodro-1,2,3,6-tetrahydrophthalic anhydride (OBPA) and the reactive epoxy diluent of furfuryl glycidyl ether (FGE) were prepared and characterized by Fourier transform infrared spectroscopy (FTIR) and nuclear magnetic resonance ( 1 H NMR). The curing reaction kinetics process of an EP/OBPA/FGE epoxy system was studied by non-isothermal DSC methods. The parameters of the kinetics were calculated using the Kissinger model, Crnae model, Ozawa model and b-T (temperature-heating speed) extrapolation, respectively. In addition, the effect of FGE on the thermomechanical properties (glass transition temperature) and mechanical properties (flexural strength and the tensile strength) in the EP/OBPA/FGE were studied, indicating that when the content of FGE was 10 wt% the epoxy system reaches the best mechanical properties.

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“…The reversibility of DA reaction is widely applied to the preparation of remarkable polymers. Thermallyreversible DA reactions have been used in numerous studies including polymer synthesis from multifunctional monomers [4,[7][8][9][10][11][12][13][14][15] or by cross-linking of functional copolymers containing maleimide or furan pendant groups [16][17][18][19][20][21][22], surface modifications [16,23], organic-inorganic polymer hybrids [24,25], reversible crosslinking polymer chains/ gels [5,16,24,26] and remendable/self-healing polymers [11,12,27]. Due to the fact that these reactions can proceed under mild conditions without a catalyst, this makes them attractive for designing covalently reversible bonds in which furan and maleimide functional groups are responsible for association and dissociation [28][29][30][31].…”

Section: Introductionmentioning

confidence: 99%

Investigation on the thermal properties of new thermo-reversible networks based on poly(vinyl furfural) and multifunctional maleimide compounds

Găină¹,

Ursache²,

Gaina³

et al. 2012

Express Polym. Lett.

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Abstract. New thermo-reversible networks were obtained from poly(vinyl furfural) and multifunctional maleimide monomers by Diels-Alder (DA) and retro-DA reactions. The poly(vinyl furfural) having acetalization degree of 15 and 25% were obtained by the acid-catalyzed homogenous acetalization of poly(vinyl alcohol) with 2-furfural in a nonaqueous media. The thermal and viscoelastic behaviour of the cross-linked materials have been studied via differential scanning calorimetry, dynamic mechanical analysis and thermogravimetric analysis. The networks exhibit considerable swelling in those organic solvents that dissolve both poly(vinyl furfural) and bismaleimides; by heating in aprotic dipolar solvents at 150°C, they become soluble.

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Thermally reversible cross-linked polyamides and thermo-responsive gels by means of Diels–Alder reaction

Cited by 154 publications

References 16 publications

Segmented linear shape memory polyurethanes with thermoreversible Diels-Alder coupling: Effects of polycaprolactone molecular weight and diisocyanate type

Segmented linear shape memory polyurethanes with thermoreversible Diels-Alder coupling: Effects of polycaprolactone molecular weight and diisocyanate type

Study on the curing reaction kinetics of a novel epoxy system

Investigation on the thermal properties of new thermo-reversible networks based on poly(vinyl furfural) and multifunctional maleimide compounds

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