225243-10-7

Upstream product

• 123-31-9 hydroquinone 
• 122-95-2 1,4-diethoxybenzene 

Downstream Products

• 1588943-15-0 1,4-bis(3-methyl-3-hydroxybut-1-ynyl)-2,5-diethyloxybenzene 
• 1450626-43-3 1,2-bis(5-(2-(2,5-bisethoxy-4-(2-(4-acetylsulfanylphenyl)ethynyl)phenyl)ethynyl)-2-methylfuran-3-yl)perfluorocyclopentene 
• 1450626-48-8 iodo-2,5-bis-ethoxy-4-(2-(4-acetylsulfanylphenyl)ethynyl)benzene 
• 1407152-26-4 1,4-diethoxy-2,5-bis(tellurophen-2-yl)benzene 
• 1126410-18-1 2,5-diethoxy-1,4-bis[(trimethylsilyl)ethynyl]benzene 

Relevant academic research and scientific papers

Synthesis and surfactochromicity of 1,4-diketopyrrolo[3,4-c]pyrrole(DPP)- based anionic conjugated polyelectrolytes

Two novel anionic conjugated copolyelectrolytes PSDPPPV and PSDPPPE were synthesized via Heck/Sonogashira coupling reactions and characterized by FT-IR, 1H NMR, UV-vis, and PL spectroscopy. The two polymers are respectively constituted of 2,5-diethoxy-1,4-phenyleneethynylene (DPV) and 2,5-diethoxy-1,4-phenyleneethynylene (DPE) with 1,4-diketo-2,5-bis(4- sulfonylbutyl)-3,6-diphenylpyrrolo[3,4-c]pyrrole (SDPP) which is a novel water soluble diketopyrrolopyrrole derivative. PSDPPPV and PSDPPPE show broad absorption band in visible region and they exhibit strong fluorescence quenching in aqueous solution. The fluorescence of their aqueous solutions can be enhanced in the presence of cationic surfactant or polymer nonionic surfactant. Fluorescence enhancement by introduction of polyvinylpyrrolidone (PVP) shows linear response. This result provides a controllable method to increase fluorescence intensity of dipyrrolopyrrole-based conjugate polyelectrolytes in aqueous phase. The optical properties suggested that PSDPPPV and PSDPPPE which are negatively charged conjugated polymers can assemble with positively charged photovoltaic materials to form ionic photoactive layer.

Tuning the moisture and thermal stability of metal-organic frameworks through incorporation of pendant hydrophobic groups

An isostructural series of NbO-type porous metal-organic frameworks (MOFs) with different dialkoxy-substituents of formula Cu2(TPTC-OR) (TPTC-OR = 2′,5′-di{alkyl}oxy-[1,1′:4′,1″-terphenyl]-3, 3″,5,5″-tetracarboxylate, R = Me, Et, nPr, nHex) has been synthesized and characterized. The moisture stability of the materials has been evaluated, and a new superhydrophobic porous MOF has been identified. The relationship between pendant side chain length and thermal stability has been analyzed by in situ synchrotron powder X-ray diffraction, showing decreased thermal stability as the side chain length is increased, contradictory to thermogravimetric decomposition studies. Additionally, the four materials exhibit moderate Brunauer-Emmett-Teller (BET) and Langmuir surface areas (1127-1396 m2 g-1 and 1414-1658 m2 g -1) and H2 capacity up to 1.9 wt % at 77 K and 1 bar.

Copper(II) ion-sensing mechanism of oligo-phenylene vinylene derivatives: Syntheses and theoretical calculations

Oligo-phenylene vinylene (oligo-PV) with two picolinamide side-groups and six methoxy end-groups was synthesized in order to be a fluorescent sensing molecule. Various metal ion solutions (1.5×10-4 M) were added to the 1.5×10-6 M acetonitrile solution of the fluorescent molecule. The fluorescent emission spectra showed that, at about the same concentration (1.5×10-4 M), only Cu(II) ion can quench the fluorescent emission of the picolinamide-PV solution. Possible metal ion-sensing mechanisms could be either the binding at picolinamide side-groups or methoxy end-groups, or interchain-stacking driven by the metal ions. Hence, oligo-PVs with six methoxy end-groups but without substituted side-groups, and another oligo-PV with six methoxy end-groups and two ethoxy side-groups were synthesized for comparison. These molecules turned out to be inactive to any metal ion solutions. Moreover, quantum calculation was used to confirm the result. Binding energy and conformation were calculated and simulated. It could be concluded that nitrogen and oxygen atoms of the picolinamide group and one oxygen atom from the methoxy group are involved in the metal ion-binding process.

Influence of heteroaryl group on electrochemical and spectroscopic properties of conjugated polymers

During our search for novel conjugated compounds, novel monomers and their polymers with selenophene and tellurophene group were synthesized and characterized. Conjugated poly(p-phenylenevinylenes)s (PPV) derivatives attracted a large attention due to their photolouminescence properties. The stereocontrolled synthesis of 1,4-bis(2-(heteroar-2-yl) ethenyl)benzenes and 1,4-bis(heteroar-2-yl)benzenes with tellurophene, selenophene, thiophene and furan-based monomers has been successfully performed. Eight of p-phenylene derivatives have been synthesized, electrochemically polymerized and characterized.

Substituted poly(p-phenylene) thin films via Surface-Initiated Kumada-Type catalyst transfer polycondensation

Conjugated polymer films of unsubstituted and alkoxy-substituted poly(p-phenylene) have been prepared via a Kumada-type catalyst-transfer polycondensation in a grafting-from configuration. A surface-bound external initiator was formed by reacting a Ni(O) complex with a thienyl bromide monolayer, and this surface-bound initiator was used to polymerize several Grignard monomers prepared from the corresponding 1,4-dihalobenzenes resulting in surface-bound, conjugated polymer chains with thickness up to 30 nm. A series of 1,4-diodo monomers with alkoxy side chains ranging from unsubstituted 1,4-diiodobenzene to 1,4-diiodo-2,5-dihexyloxybenzene were polymerized in order to explore the influence of steric bulk on the surface-initiated polymerization process. Within the series of molecules, it was observed that monomers with smaller, less bulky side chains were more easily polymerized from the surface, resulting in smooth, regular films for unsubstituted and methoxy-substituted polyphenylene. Islands of polymer growth were observed with the ethoxy-substituted material and only sparse, irregular growth for the hexyloxysubstituted polymer. The resulting films were characterized by AFM., infrared spectroscopy, ellipsometry, and UV-vis spectroscopy.

A facile synthesis of 1,4-dialkoxy-2,5-diiodobenzenes: reaction of dialkoxybenzenes with iodine monochloride in alcoholic solvents

A facile synthesis of 1,4-dialkoxy-2,5-diiodobenzenes via diiodination of the corresponding dialkoxybenzenes with iodine monochloride has been developed. Employment of ah alcoholic solvent as a reaction medium is crucial for attaining a high yield; the reaction in a nonalcoholic solvent usually resulted in a poor yield. The diiodobenzene derivatives are useful intermediates in the synthesis of such advanced materiais as soluble phenylenevinylene polymers anal dialkoxy derivatives of 7,7,8,8-tetracyanoquinodimethane.