Two-dimensional assembly of functionalized 4-aryl-1-alkenyl-3,5-dioxo-1,2,4-triazolidines

Seidel, U.; Hellman, Jörg; Schollmeyer, Dieter; Hilger, Christopher; Stadler, Reimund

doi:10.1016/0968-5677(96)85640-9

Cited by 17 publications

(29 citation statements)

References 26 publications

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“…The X-ray structure analysis of a single crystal of this compound shows hydrogen bonds between two carboxylic groups and two urazole units forming an "association polymer" [8]. Instead of the dipole-dipole interactions, a third hydrogen bond may also be considered [31]. 10a).…”

Section: Molecular Mobility Of Supramolecular Aggregates In the Tbu-dmentioning

confidence: 97%

Local motions in polymeric and low molar mass supramolecular hydrogen bond assemblies: One‐ and two‐dimensional ²H‐NMR studies, full papers

et al. 1995

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Supramolecular structures based on 4-(3,5-dioxo-1,2,4-triazolidin-4-yl) benzoic acid (U4A) units act as effective junction zones in functionalized polybutadienes, resulting in the formation of thermoplastic elastomers. The dynamics on a molecular scale of the phenyl rings have been probed by 'H-NMR. In the polymeric system, there are three spatially separated environments, which are reflected in the mobility of the polar units. Phenyl rings which are incorporated in the structures are either rigid or undergo 180" phenyl flips. The small fraction of free functional groups move isotropically and their mobility is coupled to the dynamics of the polybutadiene matrix. In two model compounds, where the polymer backbone is replaced by a 1-butenyl (tBu-dU4A) or a C,?H,,-chain (C,,-dU4A), the packing of the single molecules is more perfect, resulting in better-defined dynamics of the molecules. The one-dimensional 'H-NMR spectra can be described quantitatively assuming a distribution of correlation times over 3 decades for the C,,-dU4A and 2 decades for the tBu-dU4A, respectively. From the average jump rates the activation energies are determined as 101 kJ/mol and 102 kJ/mol. The geometry of the motional processes is defined by the environment in the clusters up to the order-disorder transition temperature as determined by DSC. The two-dimensional spectra of the model compounds show an elliptical exchange pattern, indicating well-defined slow 180" phenyl flips on a time scale of 100 ms up to 3 s.

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Section: Molecular Mobility Of Supramolecular Aggregates In the Tbu-dmentioning

confidence: 97%

Local motions in polymeric and low molar mass supramolecular hydrogen bond assemblies: One‐ and two‐dimensional ²H‐NMR studies, full papers

et al. 1995

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“…4,[15][16][17][18][19][20] Not only the functionalization of the precursor building blocks (telechelic units) for the polymer chains and networks is today synthetically quite feasible, 21,22 but also the post modification of a polymer along the chain. This offers the possibility to tune the properties of the polymer [23][24][25][26][27] and thus widens the range of potential applications eminently. 26,[28][29][30][31] For instance, the combination of thermoplastic polystyrene and elastomeric polybutadiene provides thermoplastic elastomers (TPEs) with the advantage of a good and adjustable balance between elasticity and rigidity in the resulting material.…”

Section: Introductionmentioning

confidence: 99%

Hydrogen bonding and thermoplastic elastomers – a nice couple with temperature-adjustable mechanical properties

et al. 2018

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ab Styrene-butadiene copolymers are modified with varying fractions of benzoic acid moieties being able to perform hydrogen bonding. This is done by using a simple synthetic approach which utilizes click chemistry. Temperature-dependent dynamic mechanical properties are studied, and it turns out that even the apparently rather simple hydrogen bonding motif has a marked impact on the material properties due to the fact that it facilitates the formation of a supramolecular polymer network. Besides a glass transition, the investigated functionalized copolymers exhibit a second endothermic transition, known as a quasi-melting. This is related to the opening of the hydrogen bonding complexes.Additionally to dynamic mechanical analysis (DMA), differential scanning calorimetry (DSC), temperaturedependent infrared (IR) spectroscopy and small angle X-ray scattering (SAXS) are used to understand the structure-property relationships.

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“…Self-complementary hydrogen bonding units [37,38,39] and complementary hydrogen bonding donors and acceptors have been used for the formation of supramolecular polymers before [40,41,42]. This might be also a promising way to new block copolymer blends.…”

Section: Resultsmentioning

confidence: 99%

Superlattices in block copolymer blends with attractive interactions

Markgraf

Abetz

2001

E-Polymers

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Blends of microphase separated polystyrene-block-polybutadiene-blockpoly(methacrylic acid) triblock copolymers (SBA) with polystyrene-block-poly(2-vinylpyridine) (SV) or poly(2-vinylpyridine)-block-poly(cyclohexyl methacrylate) (VC) diblock copolymers were prepared and characterized. Attractive segmental interactions through hydrogen bonds between A and V could be monitored by infrared spectroscopy and dynamic mechanical analysis. Common superlattices were obtained by casting from a mixed solution of these block copolymers in tetrahydrofuran and were investigated by transmission electron microscopy. Varying the amount of hydrogen bonding donors via controlled saponification of an SBT triblock copolymer (T: poly(tert-butyl methacrylate)) lead to different superlattices in blends with a VC diblock copolymer.

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Two-dimensional assembly of functionalized 4-aryl-1-alkenyl-3,5-dioxo-1,2,4-triazolidines

Cited by 17 publications

References 26 publications

Local motions in polymeric and low molar mass supramolecular hydrogen bond assemblies: One‐ and two‐dimensional ²H‐NMR studies, full papers

Local motions in polymeric and low molar mass supramolecular hydrogen bond assemblies: One‐ and two‐dimensional ²H‐NMR studies, full papers

Hydrogen bonding and thermoplastic elastomers – a nice couple with temperature-adjustable mechanical properties

Superlattices in block copolymer blends with attractive interactions

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Two-dimensional assembly of functionalized 4-aryl-1-alkenyl-3,5-dioxo-1,2,4-triazolidines

Cited by 17 publications

References 26 publications

Local motions in polymeric and low molar mass supramolecular hydrogen bond assemblies: One‐ and two‐dimensional 2H‐NMR studies, full papers

Local motions in polymeric and low molar mass supramolecular hydrogen bond assemblies: One‐ and two‐dimensional 2H‐NMR studies, full papers

Hydrogen bonding and thermoplastic elastomers – a nice couple with temperature-adjustable mechanical properties

Superlattices in block copolymer blends with attractive interactions

Contact Info

Product

Resources

About

Local motions in polymeric and low molar mass supramolecular hydrogen bond assemblies: One‐ and two‐dimensional ²H‐NMR studies, full papers

Local motions in polymeric and low molar mass supramolecular hydrogen bond assemblies: One‐ and two‐dimensional ²H‐NMR studies, full papers