313648-56-5

Usage

Uses

Used in Polymer Production:
DiMethyl 5-ethynylisophthalate is used as a monomer in the production of polymers for its ability to contribute to the formation of high-performance materials with enhanced properties.
Used in Resin Manufacturing:
In the resin industry, DiMethyl 5-ethynylisophthalate is utilized as a component to improve the thermal stability and cross-linking capabilities of resins, leading to products with superior performance characteristics.
Used in Synthesis of Functional Materials:
Due to its unique chemical structure, DiMethyl 5-ethynylisophthalate is used as a building block in the synthesis of functional materials, where its ethynyl group plays a crucial role in creating materials with specific properties for targeted applications.
Used in Cross-linking Agents for High-Performance Polymers:
DiMethyl 5-ethynylisophthalate is employed as a cross-linking agent in the production of high-performance polymers, where its high thermal stability ensures the creation of robust and durable materials suitable for demanding applications.

Upstream product

• 313648-72-5 dimethyl 5-(trimethylsilylethynyl)benzene-1,3-dicarboxylate 
• 51839-15-7 5-iodo-isophthalic acid dimethyl ester 
• 99-27-4 dimethyl 5-aminoisophthalate 
• 51760-21-5 dimethyl 5-bromoisophthalate 
• 168619-21-4 3,5-bis(methoxycarbonyl)phenyl trifluoromethanesulfonate 
• 67-56-1 methanol 
• 432025-97-3 5-ethynyl-1,3-benzenedicarboxylic acid 
• 857250-41-0 dimethyl 5-(3-hydroxy-3-methyl-1-butynyl)isophthalate 
• 121-91-5 isophthalic acid 
• 23351-91-9 5-bromoisophthalic acid 
• 944392-68-1 dimethyl 5-(pinacolboryl)isophthalate 
• 13036-02-7 Dimethyl 5-hydroxyisophthalate 

Downstream Products

• 350670-89-2 1,4-bis(3,5-bis(methoxycarbonyl)phenylethynyl)benzene 
• 432025-97-3 5-ethynyl-1,3-benzenedicarboxylic acid 
• 1138342-00-3 zinc(II) 5,15-bis(3,5-di-tert-butylphenyl)-10-(bis(4-tert-butylphenyl)amino)-20-(4-carboxylphenylethynyl)porphyrin 
• 1314941-51-9 tetramethyl 1,1'-butadiynebenzene-3,3',5,5'-tetracarboxylate 
• 1403744-66-0 tetramethyl 5,5'-(1H-1,2,3-triazole-1,4-diyl)diisophthalate 
• 1422182-20-4 C₆₄H₇₄O₁₂ 
• 1444603-91-1 dimethyl 5-((2,5-dibutoxy-4-((trimethylsilyl)ethynyl)phenyl)ethynyl)isophthalate 
• 1444603-92-2 dimethyl 5-((2,5-dibutoxy-4-ethynylphenyl)ethynyl)isophthalate 
• 1350901-58-4 tetramethyl 5,5'-((([2,2'-bipyridine]-4,4'-diylbis(ethyne-2,1-diyl))bis(2,5-dibutoxy-4,1-phenylene))bis(ethyne-2,1-diyl))diisophthalate 
• 1542480-24-9 dimethyl 5'-((3,5-bis(methoxycarbonyl)phenyl)ethynyl)-[1,1':3',1''-terphenyl]-4,4''-dicarboxylate 
• 1542480-30-7 5'-((3,5-dicarboxyphenyl)ethynyl)-[1,1':3',1''-terphenyl]-4,4''-dicarboxylic acid 

Relevant academic research and scientific papers

Synthesis of rigid-rod linkers to anchor chromophores to semiconductor nanoparticles

Four rigid-rod sensitizers, made of a phenylethynyl spacer substituted with a chromophore and two COOR binding groups, were prepared to study dynamics of electron injection at the interface of metal oxide semiconductor nanoparticles. Dimethyl Ru(bpy)

Catalytic Performance and Electrophoretic Behavior of an Yttrium-Organic Framework Based on a Tricarboxylic Asymmetric Alkyne

A new Y-based metal-organic framework (MOF) GR-MOF-6 with a chemical formula of {[YL(DMF)2]·(DMF)}n {H3L = 5-[(4-carboxyphenyl)ethynyl] isophthalic acid; DMF = N,N-dimethylformamide} has been prepared by a solvothermal route. Structural characterization reveals that this novel material is a three-dimensional MOF in which the coordination of the tritopic ligand to Y(III) metal ions leads to an intercrossing channel system extending over three dimensions. This material has proven to be a very efficient catalyst in the cyanosilylation of carbonyls, ranking second in catalytic activity among the reported rare earth metal-based MOFs described so far but with the lowest required catalyst loading. In addition, its electrophoretic behavior has been studied in depth, providing a zero-charge point between pH 4 and 5, a peak electrophoretic mobility of -1.553 μm cm V-1 s-1, and a ζ potential of -19.8 mV at pH 10.

Two isostructural URJC-4 materials: From hydrogen physisorption to heterogeneous reductive amination through hydrogen molecule activation at low pressure

Herein, two novel isostructural metal-organic frameworks (MOFs) M-URJC-4 (M = Co, Ni; URJC = "Universidad Rey Juan Carlos") with open metal sites, permanent microposity, and large surface areas and pore volumes have been developed. These novel MOFs, with polyhedral morphology, crystallize in the monoclinic P21/c space group, exhibiting a three-dimensional structure with microporous channels along the c axis. Initially, they were fully characterized and tested in hydrogen (H2) adsorption at different conditions of temperature and pressure. The physisorption capacities of both materials surpassed the gravimetric H2 uptake shown by most MOF materials under the same conditions. On the basis of the outstanding adsorption properties, the Ni-URJC-4 material was used as a catalyst in a one-pot reductive amination reaction using various carbonyl compounds and primary amines. A possible chemical pathway to obtain secondary amines was proposed via imine formation, and remarkable performances were accomplished. This work evidences the dual ability of M-URJC-4 materials to be used as a H2 adsorbent and a catalyst in reductive amination reactions, activating molecular H2 at low pressures for the reduction of C=N double bonds and providing reference structural features for the design of new versatile heterogeneous materials for industrial application.

Tailoring the pore geometry and chemistry in microporous metal-organic frameworks for high methane storage working capacity

We realized that tailoring the pore size/geometry and chemistry, by virtue of alkynyl or naphthalene replacing phenyl within a series of isomorphic MOFs, can optimize methane storage working capacities, affording an exceptionally high working capacity of

Isosteric Substitution of 4 H-1,2,4-Triazole by 1 H-1,2,3-Triazole in Isophthalic Derivative Enabled Hydrogel Formation for Controlled Drug Delivery

In this work, we demonstrated that the simple substitution of the 1,2,4-triazole moiety in 5-(4H-1,2,4-triazol-4-yl)isophthalic acid (5-TIA) by the 1H-1,2,3-triazol-5-yl unit enables the preparation of a hydrogelator (click-TIA). In sharp contrast to 5-TIA, its isostere click-TIA undergoes self-assembly in water upon sonication, leading to the formation of stable supramolecular viscoelastic hydrogels with a critical gelation concentration of 6 g/L. Hydrogels made of click-TIA as well as hybrid hydrogels made of the mixture click-TIA + 5-TIA (molar ratio 1:0.2) were used to compare different properties of the materials (i.e., rheological properties, thermal properties, mechanical stability, morphology). In terms of toxicity, neither click-TIA nor 5-TIA showed cytotoxic effects on cellular viability of HeLa cells up to 2.3 × 10-3 g/L when compared to untreated cells incubated with DMSO. Furthermore, the hydrogels were used for the encapsulation and in vitro controlled release of oxytetracycline that followed first-order kinetics. For the hydrogel made of click-TIA, a maximum drug release of ～60% was reached after ～8 h within a pH range between 6.5 and 10. However, the release rate was reduced to approximately half of its value at pH values between 1.2 and 5.0, whereas the use of hybrid hydrogels made of click-TIA + 5-TIA allowed to reduce the original rate at pH ≤ 6.5.

Two Functional Porous Metal-Organic Frameworks Constructed from Expanded Tetracarboxylates for Gas Adsorption and Organosulfurs Removal

Two fof-type porous metal-organic frameworks (MOFs), [Cu2(bdfdpa)(H2O)2]·8DMF·2H2O (JLU-Liu29) and [Cu2(btadpa)(H2O)2]·7DMF·8H2O (JLU-Liu30) (H4bdfdpa = 5,5

A NbO-type metal-organic framework exhibiting high deliverable capacity for methane storage

A copper-based NbO-type metal-organic framework ZJNU-50 constructed from a tetracarboxylate incorporating phenylethyne as a spacer exhibited an exceptionally high methane working capacity of 184 cm3 (STP) cm-3 for methane storage. The value is among the highest reported for MOF materials. This journal is

Homoleptic "star" Ru(II) polypyridyl complexes: Shielded chromophores to study charge-transfer at the sensitizer-TiO2 interface

Three homoleptic star-shaped ruthenium polypyridyl complexes, termed Star YZ1, Star YZ2, and Star YZ3, where the Ru(II) center is coordinated to three bipyridine ligands each carrying two oligo(phenylene ethynylene) (OPE) rigid linker units terminating wi

Unusual mixed solvent supramolecular crystal framework formed of a new tecton-like tetracarboxylic building block

A new tecton-like tetracarboxylic compound 1 featuring two isophthalic acid groups attached to both ends of a rigid 1,3- butadiyne spacer unit is synthesised using acetylene blocking/deblocking and coupling techniques. Crystallisation of 1 from DMSO-chloroform solution gives rise to the formation of an unusual mixed solvent crystalline framework structure 1a containing DMSO and chloroform as secondary and tertiary components in 1:2:1 stoichiometric ratio. The X-ray crystal structure of 1a shows interesting stacking mode and hydrogen-bonded, 3D network architecture with the two solvent species being involved in different behaviour pattern.

Two- and three-dimensional silver(I)-organic networks generated from mono- and dicarboxylphenylethynes

Three phenylethynes bearing methyl carboxylate (HL1), monocarboxylate (H2L2), and dicarboxylate (H2L3) groups were utilized as ligands to synthesize a new class of organometallic silver(I)-ethynide complexes as bifunctional building units to assemble silver(I)-organic networks. X-ray crystallographic studies revealed that in [Ag2(L1) 2?AgNO3]∞ (1) (L1= 4-C 2C6H4CO2CH3), one ethynide group interacts with three silver ions to form a complex unit. These units aggregate by sharing silver ions with the other three units to afford a silver column, which are further linked through argentophilic interaction to generate a two-demensional (2D) silver(I) network. In [Ag2(L2) ?3AgNO3?H2O]∞ (2) (L2 = 4-CO2C6H4C2), the ethynide group coordinates to four silver ions to form a building unit (Ag4C 2C6H4CO2), which interacts through silver(I)-carboxylate coordination bonds to generate a wave-like 2D network and is subsequently connected by nitrate anions as bridging ligands to afford a three-demensional (3D) network. In [Ag3(L3)?AgNO 3]∞ (3) (L3 = 3,5-(CO2)2C 6H3C2), the building unit (Ag4C 2C6H3(CO2)2) aggregates to form a dimer [Ag8(L3)2] through argentophilic interaction. The dimeric units interact through silver(I)-carboxylate coordination bonds to directly generate a 3D network. The obtained results showed that as a building unit, silver(I)-ethynide complexes bearing carboxylate groups exhibit diverse binding modes, and an increase in the number of carboxylate groups in the silver(I)-ethynide complex unit leads to higher level architectures. In the solid state, all of the complexes (1, 2, and 3) are photoluminescent at room temperature.