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1,4-Phenylenediacetic Acid Sale

(Synonyms: 1,4-苯二乙酸) 目录号 : GC46399

A building block

1,4-Phenylenediacetic Acid Chemical Structure

Cas No.:7325-46-4

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产品描述

1,4-Phenylenediacetic acid is a building block.1,2 It has been used in the synthesis of metal-ligand coordination polymers.

1.Braverman, M.A., and LaDuca, R.L.Luminescent two- and three-dimensional zinc coordination polymers containing isomers of phenylenediacetate and a kinked tethering organodiimineCryst. Growth Des.7(11)2343-2351(2007) 2.Yang, G.-P., Wang, Y.-Y., Zhang, W.-H., et al.A series of Zn(II) coordination complexes derived from isomeric phenylenediacetic acid and dipyridyl ligands: syntheses, crystal structures, and characterizationsCrystEngComm12(5)1509-1517(2010)

Chemical Properties

Cas No. 7325-46-4 SDF
别名 1,4-苯二乙酸
Canonical SMILES OC(CC1=CC=C(CC(O)=O)C=C1)=O
分子式 C10H10O4 分子量 194.2
溶解度 DMF: 5 mg/ml,Ethanol: 30 mg/ml 储存条件 Store at -20°C
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1 mM 5.1493 mL 25.7467 mL 51.4933 mL
5 mM 1.0299 mL 5.1493 mL 10.2987 mL
10 mM 0.5149 mL 2.5747 mL 5.1493 mL
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Research Update

A novel nickel(II) coordination polymer incorporating 1,4-Phenylenediacetic Acid and 1,10-phenanthroline

Acta Crystallogr C 2006 Feb;62(Pt 2):m48-50.PMID:16456271DOI:10.1107/S0108270105042575.

The title nickel(II) coordination polymer, viz. poly[[bis(1,10-phenanthroline)tris(mu3-1,4-phenylenediacetato)trinickel(II)] dihydrate], {[Ni3(C10H8O4)3(C12H8N2)2].2H2O}(n), consists of linear trinuclear building blocks with two crystallographically unique Ni atoms. One Ni(II) atom and the geometric centre of one 1,4-phenylenediacetate ligand in the trinuclear unit both lie on inversion centres, while the other unique Ni(II) atom lies near the inversion centre, together with another 1,4-phenylenediacetate ligand. Each pair of adjacent trinuclear units is bridged by 1,4-phenylenediacetate ligands, forming two kinds of infinite chains along the a and b axes, respectively. These two kinds of chains crosslink to yield a two-dimensional network in the ab plane. The two-dimensional sheets further stack along the c axis via pi-pi stacking interactions and hydrogen bonds, forming a three-dimensional supramolecular structure.

A one-dimensional Zn(II) coordination polymer: poly[dichlorido(μ₂-1,4-phenylenediacetato-κ²O:O')bis{μ₂-1,3-bis[(1H-1,2,4-triazol-1-yl)methyl]benzene-κ²N³:N³'}dizinc(II)]

Acta Crystallogr C Struct Chem 2014 Nov;70(Pt 11):1033-5.PMID:25370101DOI:10.1107/S2053229614022177.

In the title one-dimensional Zn(II) coordination polymer, [Zn(C10H8O4)(0.5)Cl(C12H12N6)]n, the asymmetric unit consists of a Zn(II) cation, a 1,3-bis[(1H-1,2,4-triazol-1-yl)methyl]benzene ligand and half of a fully deprotonated centrosymmetric 1,4-Phenylenediacetic Acid ligand. The crystal structure shows a one-dimensional rotaxane-like structure. This coordination polymer is reinforced by C-H···O and C-H···Cl hydrogen bonds and π-π interactions.

Study of the influence of the bridge on the magnetic coupling in cobalt(II) complexes

Inorg Chem 2009 Dec 7;48(23):11342-51.PMID:19888744DOI:10.1021/ic901843r.

Two new cobalt(II) complexes of formula [Co(2)(bta)(H(2)O)(6)](n) x 2nH(2)O (1) and [Co(phda)(H(2)O)](n) x nH(2)O (2) [H(4)bta = 1,2,4,5-benzenetetracarboxylic acid, H(2)phda = 1,4-Phenylenediacetic Acid] have been characterized by single crystal X-ray diffraction. Compound 1 is a one-dimensional compound where the bta(4-) ligand acts as 2-fold connector between the cobalt(II) ions through two carboxylate groups in para-conformation. Triply bridged dicobalt(II) units occur within each chain, a water molecule, a carboxylate group in the syn-syn conformation, and an oxo-carboxylate with the mu(2)O(1);kappa(2)O(1),O(2) coordination mode acting as bridges. Compound 2 is a three-dimensional compound, where the phda(2-) group acts as a bridge through its two carboxylate groups, one of them adopting the mu-O,O' coordination mode in the syn-syn conformation and the other exhibiting the single mu(2)-O'' bridging mode. As in 1, chains of cobalt(II) ions occur in 2 with a water molecule, a syn-syn carboxylate group, and an oxo-carboxylate constitute the triply intrachain bridging skeleton. Each chain is linked to other four ones through the phda(2-) ligand, giving rise to the three-dimensional structure. The values of the intrachain cobalt-cobalt separation are 3.1691(4) (1) and 3.11499(2) A (2) whereas those across the phenyl ring of the extended bta(4-) (1) and phda(2-) (2) groups are 10.1120(6) and 11.4805(69 A, respectively. The magnetic properties of 1 and 2 have been investigated in the temperature range 1.9-300 K, and their analysis has revealed the occurrence of moderate intrachain ferromagnetic couplings [J = +5.4 (1) and +2.16 cm(-1) (2), J being the isotropic magnetic coupling parameter], the magnetic coupling through the extended bta(4-) and phda(2-) with cobalt-cobalt separations larger than 10 A being negligible. The nature and magnitude of the magnetic interactions between the high-spin cobalt(II) ions in 1 and 2 are compared to those of related systems and discussed as a function of the complementarity-countercomplementarity effects of the triple bridges.

Host-Guest Engineering of Coordination Polymers for Highly Tunable Luminophores Based on Charge Transfer Emissions

ACS Appl Mater Interfaces 2017 Jan 25;9(3):2662-2668.PMID:28035801DOI:10.1021/acsami.6b14554.

Aiming at the targeted construction of coordination polymer luminophores, the engineering of host-guest architectures with charge transfer based emissions is performed by utilizing the interactions between the electron-deficient 2,4,6-tri(pyridin-4-yl)-1,3,5-triazine (tpt) and electron-rich polycyclic aromatic hydrocarbons (PAHs) motifs as acceptors and donors, respectively. Through guest modulation of a prototype coordination polymer [Cd(tpt)(1,4-pda)(H2O)2]·(tpt)·(H2O)2 (1) (1,4-H2pda = 1,4-Phenylenediacetic Acid), a series of coordination polymers with different PAHs as guests, [Cd2(tpt)2(1,4-pda)2]·guest (2-5) (guest = triphenylene for 2, pyrene for 3, coronene for 4, and perylene for 5), are successfully fabricated. Distinct from 1, coordination polymers 2-5 reveal unique bilayer structures with PAHs interlayer and good stability, owing to the enhanced stacking interactions between tpt motifs and PAH guests. Moreover, their emissions cover a wide range of wavelength due to the effective guest to host charge transfer interactions between donor and acceptor motifs. Their readily tunable host-guest charge transfer based emissions make them good candidates as potential luminophores.

Tunable drug-loading capability of chitosan hydrogels with varied network architectures

Acta Biomater 2014 Feb;10(2):821-30.PMID:24157693DOI:10.1016/j.actbio.2013.10.014.

Advanced bioactive systems with defined macroscopic properties and spatio-temporal sequestration of extracellular biomacromolecules are highly desirable for next generation therapeutics. Here, chitosan (CT) hydrogels were prepared with neutral or negatively charged cross-linkers in order to promote selective electrostatic complexation with charged drugs. CT was functionalized with varied dicarboxylic acids, such as tartaric acid, poly(ethylene glycol) bis(carboxymethyl) ether, 1,4-Phenylenediacetic Acid and 5-sulfoisophthalic acid monosodium salt (PhS), whereby PhS was hypothesized to act as a simple mimetic of heparin. Attenuated total reflectance Fourier transform infrared spectroscopy showed the presence of CO amide I, N-H amide II and CO ester bands, providing evidence of covalent network formation. The cross-linker content was reversely quantified by proton nuclear magnetic resonance on partially degraded network oligomers, so that 18 mol.% PhS was exemplarily determined. Swellability (SR: 299 ± 65-1054 ± 121 wt.%), compressibility (E: 2.1 ± 0.9-9.2 ± 2.3 kPa), material morphology and drug-loading capability were successfully adjusted based on the selected network architecture. Here, hydrogel incubation with model drugs of varied electrostatic charge, i.e. allura red (AR, doubly negatively charged), methyl orange (MO, negatively charged) or methylene blue (MB, positively charged), resulted in direct hydrogel-dye electrostatic complexation. Importantly, the cationic compound, MB, showed different incorporation behaviours, depending on the electrostatic character of the selected cross-linker. In light of this tunable drug-loading capability, these CT hydrogels would be highly attractive as drug reservoirs towards e.g. the fabrication of tissue models in vitro.