1190438-53-9

Upstream product

• 1190438-55-1 dimethyl 4,4'-((2,5-dimethoxy-1,4-phenylene)bis(ethyne-2,1-diyl))dibenzoate 
• 75867-41-3 4-trimethylsilanylethynyl-benzoic acid methyl ester 
• 619-44-3 methyl 4-iodobenzoate 
• 3034-86-4 4-ethynylbenzoic acid methyl ester 
• 51560-21-5 1,4-diiodo-2,5-dimethoxybenzene 
• 619-58-9 4-iodobenzoic acid 
• 74029-40-6 1,4-diethynyl-2,5-bis(methoxyl)benzene 
• 294674-95-6 1,4-bis(tri-methylsilylethynyl)-2,5-bis(methoxyl)benzene 
• 150-78-7 1,4-dimethoxybezene 
• 150969-54-3 ethyl 4-(trimethylsilylethynyl)benzoate 
• 10602-03-6 ethyl 4-ethynylbenzoate 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 1332849-04-3 C₃₀H₂₆O₆ 

Relevant academic research and scientific papers

Expanding the group of Porous Interpenetrated Zr-Organic Frameworks (PIZOFs) with linkers of different lengths

A Zr-based MOF of the PIZOF type, which consists of two independent and mutually interpenetrating UiO-type frameworks with [Zr6O4(OH)4(O2C)12] nodes, does not only form with a PEPEP dicarboxylic acid (P = phenylene, E = ethynylene). Also dicarboxylic acids with the shorter PPPP and PEPP spacers were found to give PIZOFs, denoted PPPP-PIZOF and PEPP-PIZOF, respectively. Reducing the spacer length even further to a PEEP segment caused a switchover to the formation of a UiO framework. The hysteresis in the Ar sorption curve of PEPP-PIZOF-1 and the slightly too large amount of combustion residue from PPPPPIZOF- 1 suggest structural defects. These hint at a mismatch between the requirement of the optimal linker length for PIZOF formation and the lengths of the PEPP and PPPP dicarboxylates. Nevertheless, these dicarboxylates prefer the formation of a PIZOF over the formation of a UiO structure. PEPEP-PIZOF-2, PPPP-PIZOF-1, and PEPP-PIZOF-1 are stable in air up to 325, 350, and 300 °C, respectively, and have BET surface areas of 2350, 2020, and 1650 m2 g-1, respectively. PEPEP-PIZOFs, even those with very hydrophilic oligo(ethylene glycol) side chains on the linkers, are very stable in water and also during drying from a water-wetted state. On the contrary, PEPP-PIZOF-1 and PPPP-PIZOF-1 that had been exposed to water required exchange of water for ethanol before drying to mostly preserve the framework. The results emphasize the importance of differentiating between framework damage caused through hydrolysis in water and through drying from a water-wetted state. The sensitivity of PEPP-PIZOF-1 and PPPP-PIZOF-1 against drying from a water-wetted state may be the consequence of defects. The drying stability of water-wetted PEPEP-PIZOFs lets us suggest that reversible bending of the linkers contributes to the stability of the PEPEP-PIZOFs.

A novel fluorescence probe based on: P -acid-Br and its application in thiourea detection

In this paper, a novel phenyleneethynylene derivative 4,4′-(2,5-dimethoxy-1,4-phenylene)bis(ethyne-2,1-diyl) dibenzoic acid (p-acid) and its derivative p-acid-Br were synthesized. Infrared spectroscopy (IR), fluorescence (FL) spectroscopy and ultraviolet

Solvent Adaptive Dynamic Metal-Organic Soft Hybrid for Imaging and Biological Delivery

A solvent responsive dynamic nanoscale metal-organic framework (NMOF) [Zn(1 a)(H2O)2] has been devised based on the self-assembly of ZnII and asymmetric bola-amphiphilic oligo-(p-phenyleneethynylene) (OPE) dicarboxylate linker 1 a having dodecyl and triethyleneglycolmonomethylether (TEG, polar) side chains. In THF solvent, NMOF showed nanovesicular morphology (NMOF-1) with surface decorated dodecyl chains. In water and methanol, NMOF exhibited inverse-nanovesicle (NMOF-2) and nanoscroll (NMOF-3) morphology, respectively, with surface projected TEG chains. The pre-formed NMOFs also unveiled reversible solvent responsive transformation of different morphologies. The flexible NMOF showed cyan emission and no cytotoxicity, allowing live cell imaging. Cisplatin (14.4 wt %) and doxorubicin (4.1 wt %) were encapsulated in NMOF-1 by non-covalent interactions and, in vitro and in vivo drug release was studied. The drug loaded NMOFs exhibited micromolar cytotoxicity.

Porous interpenetrated zirconium-organic frameworks (PIZOFs): A chemically versatile family of metal-organic frameworks

We present the synthesis and characterization of porous interpenetrated zirconium-organic frameworks (PIZOFs), a new family of metal-organic frameworks obtained from ZrCl4 and the rodlike dicarboxylic acids HO 2C[PE-P(R1,R2)-EP]CO2H that consist of alternating phenylene (P) and ethynylene (E) units. The substituents R 1,R2 were broadly varied (alkyl, Oalkyl, oligo(ethylene glycol)), including postsynthetically addressable substituents (amino, alkyne, furan). The PIZOF structure is highly tolerant towards the variation of R 1 and R2. This together with the modular synthesis of the diacids offers a facile tuning of the chemical environment within the pores. The PIZOF structure was solved from single-crystal X-ray diffraction analysis. The PIZOFs are stable under ambient conditions. PIZOF-2, the PIZOF prepared from HO2C[PE-P(OMe,OMe)-EP]CO2H, served as a prototype to determine thermal stability and porosity. It is stable up to 325°C in air as determined by using thermogravimetry and powder X-ray diffraction. Argon sorption isotherms on PIZOF-2 revealed a Brunauer-Emmett-Teller (BET) surface area of 1250 m2 g-1 and a total pore volume of 0.68 cm3 g-1. Copyright

CHEMICAL FRAMEWORK COMPOSITIONS AND METHODS OF USE

The disclosure provides metal organic frameworks useful for sensing, gas sorption, microelectronics and switches.

Rigid-Strut-Containing crown ethers and [2]catenanes for incorporation into Metal-Organic frameworks

To introduce crown ethers into the struts of metal - organic frameworks (MOFs), general approaches have been developed for the syntheses of dicarboxylic acid dibenzo[30]crown-10 (DB30C10DA), dicarboxylic acid di-2,3-naphtho[30] crown-10 (DN30C10DA), dicarboxylic acid bisparaphenylene[34]crown-10 (BPP34C10DA), and dicarboxylic acid 1, 5-naphthoparaphenylene[36]crown-10 (NPP36C10DA). These novel crown ethers not only retain the characteristics of their parent crown ethers since they can 1) bind cationic guests and 2) serve as templates for making mechanically interlocked molecules (MIMs), such as catenanes and rotaxanes, but they also present coordination sites to connect with secondary building units (SBUs) in MOFs. The binding behavior of BPP34C10DA with 1,1′-dimethy 1-4, 4′-bipyridinium bis(hexafluorophosphate) (DMBP·2PF6) has been investigated by means of UV/ Vis, fluorescence, and NMR spectroscopic techniques. The crystal superstructure of the complex DMBP·2PF6C BPP34C10DA was determined by X-ray crystallography. The NPP36C10DA-based [2]catenane (H 2NPP36C10DC·CAT4PFfi) and the BPP34C10DA-based [2]catenane (H2BPP34C10DC-CAT-4PF6) were prepared in DMF at room temperature by the template-directed clipping reactions of the planarly chiral NPP36C10DA and BPP34C10DA with 1, 1′-[1,4-phenylenebis(methylene)]di4, 4′-bipyridin-l-ium bis(hexafluorophosphate) and 1,4-bis(bromomethyl) benzene, respectively. The crystal structure of the dimethyl ester (BPP34C10DE-CAT·4PF6) of the [2]catenane H 2BPP34C10DC-CAT·4PF6 was investigated by X-ray crystallography, which revealed racemic R and S isomers with planar chirality present in the crystal in a 1:1 ratio. These crown ether based struts serve as excellent organic ligands to bind with transition metal ions in the construction of MOFs: the crown ethers BPP34C10DA and NPP36C10DA in the presence of Zn(NO3)2·4H2O afforded the MOF-1001 and MOF-1002 frameworks, respectively. The crystal structures of MOF-1001 and MOF-1002 are both cubic and display Fm3m symmetry. The unit cell parameter of the metal - organic frameworks is α= 52.9345 A. Since such MOFs, containing electron-donating crown ethers are capable of docking incoming electronaccepting substrates in a stereoelectronically controlled fashion, the present work opens a new access to the preparation and application of MOFs.