Dynamic covalent polymers: Reorganizable polymers with dynamic covalent bonds

Maeda, Takeshi; Otsuka, Hideyuki; Takahara, Atsushi

doi:10.1016/j.progpolymsci.2009.03.001

Cited by 470 publications

(301 citation statements)

References 126 publications

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“…[3][4][5] In contrast, intrinsic self-healing materials can recover their properties due to the presence of specific reversible chemical bonds, which is beneficial due to the possibility of multiple healing steps at the same location. 6 These binding motifs can be composed of either dynamic covalent bonds, [7][8][9] for example, the Diels-Alder reaction [10][11][12] or radical-based systems, 13 or supramolecular interactions, such as hydrogen or halogen bonds, [14][15][16] ionic interactions, 17 π-π interactions, 18 host-guest interactions 19 or metal-ligand interactions. [20][21][22][23] Often there is a trade-off between the mechanical properties and the healing efficiency (Figure 1).…”

Section: Introductionmentioning

confidence: 99%

Intrinsic self-healing polymers with a high E-modulus based on dynamic reversible urea bonds

et al. 2017

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The straightforward synthesis of a urea polymer network is presented. Commercially available monomers are polymerized using light-induced polymerization, resulting in networks crosslinked by hindered urea molecules. These moieties are reversible and, thus, can be converted into the starting compounds (that is, isocyanate and amine) by a simple thermal treatment. This process is monitored using differential scanning calorimetry as well as Raman and infrared spectroscopy. Furthermore, the self-healing ability of these polymer networks is investigated using scratch-healing tests as well as bulk-healing investigations using tensile testing. The resultant materials have a high E-modulus, are able to heal scratches at temperatures above 70°C multiple times and their mechanical properties can be partially regenerated. The underlying healing mechanism is based on the reversible opening of the urea bonds and exchange reactions between two functional groups, which were confirmed from a spectroscopic analysis. In summary, these new materials are a new type of intrinsically healable polymers and provide a first step toward hard and healable polymers.

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Section: Introductionmentioning

confidence: 99%

Intrinsic self-healing polymers with a high E-modulus based on dynamic reversible urea bonds

et al. 2017

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“…[1][2][3][4][5][6][7][8] They exhibit structural and property changes to external changes such as pH, temperature, and light. The increasing demand for "smartness" in biomedical and material devices has generated an increasing interest for synthetic polymers that can serve as an ideal platform for locating stimuli-responsive molecular elements.…”

Section: Introductionmentioning

confidence: 99%

Well-Defined Thermoresponsive Copolymers with Tunable LCST and UCST in Water

Jung¹,

Lee²

2014

Bulletin of the Korean Chemical Society

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A thermoresponsive polymer, poly(2-(dimethylamino)ethyl methacrylate) (PDMAEMA), was successfully synthesized by atom transfer radical polymerization (ATRP). Different amounts of 1,3-propanesultone were used as quaternization agent to transit the PDMAEMA into partially modified poly(zwitterions), resulting in p[DMAEMA-co-3-dimethyl(methacryloyloxyethyl)ammonium propanesulfonate] (PDMAEMA-co-PDMAPS). Molecular weight, molecular weight distribution, and degree of quarternization were determined by gel permeation chromatography (GPC) and 1 H NMR spectroscopy. The transmission spectra of the 1.0 wt % aqueous solutions of the resulting polymers at 650 nm were measured as a function of temperature. Results showed that the lower critical solution temperature (LCST) and the upper critical solution temperature (UCST) could be easily controlled by the different composition of dimethylamino and zwitterion groups. The effect of partial quaternization on thermoresponsive properties was also studied by dynamic light scattering (DLS) with the same aqueous concentration (1.0 wt %) as employed for turbidimetry studies. The LCST and UCST values measured by DLS correlated well with those determined by turbidimetry.

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“…Particularly, the imine type bonds are formed by reaction of amino-containing groups with carbonyl groups, so that polycondensation of difunctional monomers yields molecular dynamers, such as polyacylhydrazones [13][14][15] . These polymers present particularly attractive features [16][17][18][19][20][21] : (i) they are strict alternating copolymers exhibiting physical properties different from those of the original unexchanged polymer; (ii) they are dynamic covalent polymers (molecular dynamers) due to the reversibility of the acylhydrazone bond, and (iii) they are therefore able to incorporate, decorporate or reshuffle their constituting monomers, in particular in response to external stimuli and environmental physical or chemical factors (heat, light, chemical entities, etc.). ; (iv) they form in high yield under mild and adjustable conditions by mixing different dynamers; (v) they contain an amide group providing hydrogen bonding interactions, as in polyamides.…”

Section: Introductionmentioning

confidence: 99%

New polyacylhydrazone dynamers incorporating furan moieties

et al. 2014

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Solution polycondensation of furanic dihydrazides with different bridging groups, in conjunction with terephthaldehyde or isophthaldehyde, gave high yields of a novel series of furanic polyacylhydrazones with high molecular weights. The polymers were characterized by solubility tests, viscosity measurements, 1 H and 13 C NMR, FTIR spectroscopies and thermogravimetric analysis. The polyacylhydrazones obtained had inherent viscosities in the range of 0.52-1.21 dL/g, and were easily dissolved in common polar solvents. The glasstransition temperatures of these polymers were recorded between 201 and 232°C. Decomposition temperature for 10% weight loss all occurred above 352°C in nitrogen atmosphere.

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Dynamic covalent polymers: Reorganizable polymers with dynamic covalent bonds

Cited by 470 publications

References 126 publications

Intrinsic self-healing polymers with a high E-modulus based on dynamic reversible urea bonds

Intrinsic self-healing polymers with a high E-modulus based on dynamic reversible urea bonds

Well-Defined Thermoresponsive Copolymers with Tunable LCST and UCST in Water

New polyacylhydrazone dynamers incorporating furan moieties

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