Category: 146370-51-6

Kleybolte, Moritz E. published the artcileHigh-Molecular-Weight Bisalkoxy-Substituted Poly(para)phenylenes by Kumada Polymerization, Related Products of ethers-buliding-blocks, the publication is Macromolecules (Washington, DC, United States) (2022), 55(13), 5361-5370, database is CAplus.

Substituted poly(para)phenylenes (PPPs) are conjugated polymers with an attractive application potential in various fields of materials science. They are synthesized nearly exclusively using catalytic cross-coupling polymerization reactions based on Pd- or Ni-catalysts. Among these synthetic approaches to access alkoxy-substituted PPPs, Kumada catalyst transfer polymerization (KCTP or GRIM polymerization) would offer certain economic advantages over Suzuki-type polymerization as it relies on the utilization of a non-precious metal for catalysis. It also results in less total costs of the utilized reagents, avoiding addnl. preparative steps such as synthesis, isolation, and purification of boronic acid derivatives necessary for the Suzuki reaction. In fact, KCTP is nowadays the state-of-the-art method for the synthesis of polythiophenes. However, the application of KCTP for the synthesis of alkoxy-substituted PPPs leads to polymers with low mol. weights, limiting their practical applicability. Here, we developed a synthesis protocol that resulted in MEH-PPP with a mol. weight of M_n = 133 kg/mol and BHex-PPP with M_n = 153 kg/mol relative to polystyrene, outperforming the previous state of the art by a factor more than 5. Also, a tetra(ethylene glycol)-substituted PPP has been prepared by this procedure, with a mol. weight exceeding the previously reported results for analogous structures. Such mol. weights can be obtained in a reasonable reaction time (5 days) using low concentrations of an N-heterocyclic carbene-coordinated Ni complex. The polymerization kinetics suggested a chain-growth mechanism with a chain transfer step. The latter is caused most likely by a bimol. interaction of the Ni-species at the polymer chain ends.

Macromolecules (Washington, DC, United States) published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C15H24O2, Related Products of ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Khoshkhoo, Mahdi Samadi published the artcileContribution of chromophores with different numbers of repeat units to overall emission of MEH-PPV: An experimental and simulation study, Formula: C15H24O2, the publication is Polymer (2013), 54(15), 4017-4029, database is CAplus.

In the present study, poly[1-methoxy-4-(2′-ethylhexyloxy)-p-phenylenevinylene] (MEH-PPV) was synthesized, modified and characterized by FTIR, NMR, GPC, UV/vis absorption, fluorescence, and mass spectroscopy. The effective conjugation length was controlled by introducing phys. and chem. defects into the chain backbone. It was observed that absorption and emission spectra of polymer chains were blue-shifted by importing structural deficiencies. Chem. defects were introduced by controlled oxidation of vinylene double bonds using m-chloroperbenzoic acid and phys. defects were induced by tuning polymer-solvent interactions (varying solvent quality). It was shown for the first time that the recorded fluorescence spectrum of MEH-PPV can be reconstructed using the emission data of oligomeric constituents and the contribution of chromophores with different numbers of repeat units to overall emission can be quantified. The effect of excitation energy on the emission pattern was also investigated. It was shown that the emission contribution of shorter chromophores to overall emission is detectable using high excitation energies. Finally, atomistic mol. dynamic (MD) simulation was used to investigate the polymer chain conformation in methanol and chloroform. The results obtained from torsional angles studies confirmed the presence of a great number of induced phys. defects in the backbone and, hence, a collapsed conformation of polymer chains in methanol. Evaluations of phys. defects along the chain proposed the average number of coplanar Ph rings of ∼5 and 14 for polymer chains in methanol and chloroform resp.

Polymer published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C15H24O2, Formula: C15H24O2.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Thavornsin, Nopparat published the artcileDirect synthesis of poly(p-phenyleneethynylene)s from calcium carbide, Recommanded Product: 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, the publication is Polymer Chemistry (2014), 5(1), 48-52, database is CAplus.

An efficient method for the preparation of poly(p-phenyleneethynylene)s (PPEs) from direct coupling reactions between aryl diiodides and the inexpensive chem. feedstock calcium carbide was developed. A variety of PPEs can be prepared in high yields (71-93%) with the d.p. between 36 and 128, offering fluorescence quantum efficiencies in the range of 0.34-0.71.

Polymer Chemistry published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C18H12ClNO, Recommanded Product: 1-((2-Ethylhexyl)oxy)-4-methoxybenzene.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Wang, Hualin published the artcileSynthesis and optical properties of an alternating copolymer composed of MEHPV and 1,3,4-oxadiazole, Quality Control of 146370-51-6, the publication is Journal of Southeast University (English Edition) (2008), 24(2), 238-242, database is CAplus.

A poly (p-phenylenevinylene) (PPV) alternating copolymer, poly [(2, 5-diphenylene-1, 3, 4-oxadiazole) 44′ – vinylene-alt-2-methoxy-5-(2-ethylhexyloxy)-1, 4-phenylenevinylene] (oxa-MEHPV), is synthesized by Heck coupling reaction and characterized with UV-vis, Fourier transform IR (FT-IR), ¹H-NMR and photoluminescence (PL) spectroscopy. oxa-MEHPV possesses an outstanding thermal stability and shows excellent solubility in common organic solvents such as dichloromethane, chloroform, toluene, and tetrahydrofuran(THF). The introduction of the electron-deficient 1, 3, 4-oxadiazole units into the MEH-PPV backbone also increases the electron affinities of the conjugated segment, which leads to the blue-shift of the maximum absorption wavelength and makes the polymer have a high optical band-gap energy, good electron-transporting stability and high PL quantum yield.

Journal of Southeast University (English Edition) published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C4H3Cl2N3, Quality Control of 146370-51-6.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Ravnsbaek, Jens B. published the artcileMechanochemical Synthesis of Poly(phenylene vinylenes), Product Details of C15H24O2, the publication is ACS Macro Letters (2014), 3(4), 305-309, database is CAplus and MEDLINE.

We report a simple, rapid, and solvent-free methodol. for solid-state polymerizations yielding poly(phenylene vinylenes) (PPVs) promoted by ball-milling. This solid-state Gilch polymerization method produces PPVs in as little as five minutes of milling. Detailed investigations of the parameter space governing the solid-state polymerization, i.e., milling time, base strength, solid-state dilution, milling frequency, and size of milling balls, revealed that polymerization by ball-milling is a rapid process achieving mol. number average weights of up to 40 kDa in up to 70% yield. To explore the scope, a solid-state polymerization via the dithiocarbamate precursor route is explored.

ACS Macro Letters published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C15H24O2, Product Details of C15H24O2.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Wu, Xufeng published the artcileNew route to poly(2-methoxy-3-(2′-ethyl-hexyloxy)-p-phenylene), Synthetic Route of 146370-51-6, the publication is Gaofenzi Xuebao (2003), 147-149, database is CAplus.

Poly(2-methoxy-5-(2′-ethylhexyloxy)-p-phenylenevinylene) (MEH-PPV) has been prepared by a liquid/solid two-phase reaction. The liquid phase is THF containing 1 ,4-bis(chloromethyl)-2-methoxyl-5-(2′-ethylhexyloxy) benzene as the monomer and a certain amount of tetrabutylanunmmonium bromide (TBAB) as phase transfer catalyst (PTC). The solid phase is potassium hydroxide particles with diameters <0.5 mm. Gelation was found in the polymerization processes. MEH-PPV is partially soluble because of its large molar mass. Soluble MEH-PPV was obtained by using bromomethylbenzene as retardant reagent. The molar mass of soluble MEH-PPV was measured to be 6.4 × 10⁴ g/mol. The Structure of polymer was identified by IR, Raman, UV/vis and PL spectra. A thin compact film of MEH-PPV can be formed by spin-coating and it emit a yellow light.

Gaofenzi Xuebao published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C7H13NO2, Synthetic Route of 146370-51-6.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Ahn, Taek published the artcileSynthesis and luminescent properties of blue light emitting polymers containing both hole and electron transporting units, Recommanded Product: 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, the publication is Macromolecular Chemistry and Physics (2001), 202(16), 3180-3188, database is CAplus.

Poly[(oxy-4,4′-octa-fluoro biphenyl-oxy)-1,4-phenylenevinylene-2-methoxy-5-(2-ethylhexyl-oxy)-1,4-phenylenevinylene-1,4-phenylene], POFB-MEH-PPV, poly[(oxy-4,4′-octa-fluoro biphenyl-oxy)-1,4-phenylenevinylene-9,9-dihexyl-2,7-fluorene diyl-vinylene-1,4-phenylene], POFB-PF, and poly[(oxy-4,4′-octa-fluoro biphenyl-oxy)-1,4-phenylenevinylene-N-ethylhexyl-3,6-carbazole vinylene-1,4-phenylene], POFB-PK, were synthesized by the well-known Wittig condensation polymerization We incorporated the high electron affinity (octa-fluoro biphenyl) and hole-transporting (carbazole, fluorene, and dialkoxy phenyl) units into the conjugated main chain. The conjugation lengths are limited to the blue-emission region by ether linkage. The resulting polymers were completely soluble in common organic solvents such as chloroform, 1,2-dichloroethane, and cyclohexanone, and exhibited good thermal stability up to 300°C. The synthesized polymers showed UV-visible absorbance and photoluminescence (PL) in the ranges of 350-385 nm and 460-490 nm, resp. The fluorene or carbazole containing POFB-PF and POFB-PK showed blue photoluminescence peaks at 470 and 460 nm, resp. The single-layer light-emitting diode was fabricated in a configuration of ITO (indium-tin oxide)/polymer/Al. Electroluminescence (EL) emission of POFB-PF and POFB-PK were shown at 475 and 458 nm, resp., corresponding to the pure blue emissions. And, a dialkoxy-Ph containing POFB-MEH-PPV showed greenish blue light at 494 nm. But, LED devices from synthesized polymers showed poor device performance and high turn on voltage. So, we fabricated light-emitting diodes (LEDs) from blend polymers composed of poly[2-methoxy-5-(2-ethylhexyl-oxy)-1,4-phenylenevinylene] (MEH-PPV) and POFB-MEH-PPV (POFB-PF or POFB-PK) as the emitting layers. The EL emission maxima of each blend polymers were in the range of 573-591 nm, which indicates that the emission is mainly due to MEH-PPV and POFB-MEH-PPV (POFB-PF or POFB-PK) contributes to the enhancement of the luminescence. And each blend polymers exhibited higher EL quantum efficiency compared with MEH-PPV at the same c.d.

Macromolecular Chemistry and Physics published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C15H24O2, Recommanded Product: 1-((2-Ethylhexyl)oxy)-4-methoxybenzene.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Naidu, Ajay B. published the artcileAn efficient intermolecular BINAM-copper(I) catalyzed Ullmann-type coupling of aryl iodides/bromides with aliphatic alcohols, Name: 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, the publication is Tetrahedron Letters (2008), 49(19), 3147-3151, database is CAplus.

A wide range of alkyl aryl ethers are synthesized from the corresponding aryl iodides and aliphatic alcs. through Ullmann-type intermol. coupling reactions in the presence of a catalytic amount of easily available BINAM-CuI complex. Less reactive aryl bromides also reacted with aliphatic alcs. under identical conditions to give good yields of the alkyl aryl ethers without increasing the reaction temperature and time.

Tetrahedron Letters published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C15H24O2, Name: 1-((2-Ethylhexyl)oxy)-4-methoxybenzene.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Ram, M. K. published the artcileFabrication and characterization of poly[(2-methoxy-5-(2′-ethyl-hexyloxy)phenylene vinylene] (MEH-PPV) Langmuir-Schaefer films and their application as photoelectrochemical cells, Product Details of C15H24O2, the publication is Synthetic Metals (2001), 122(2), 369-378, database is CAplus.

The Langmuir monolayer behavior of poly[2-methoxy-5-(2′-ethyl-hexyloxy)phenylenevinylene] (MEH-PPV) conducting polymer in a subphase containing various anions was investigated at the air-water interface. The Langmuir-Schaefer (LS) films were prepared in deionized water that showed the min. area per mol., and were found to be essential for the formation of Langmuir monolayer at the air-water interface of MEH-PPV conjugated polymer. The LS films of MEH-PPV were investigated by using UV-VIS absorption, electrochem. and at. force microscopic techniques. A uniform deposition of monolayers was shown by optical technique, whereas a higher number of monolayers resulted in the tiny island morphol. in MEH-PPV LS films. The influence of concentration of anions on the redox properties of the LS films was studied by cyclic voltammetric measurements. The nature of anions in electrochem. investigation revealed the significant changes in the redox properties of the MEH-PPV LS films. The photoelectrochem. current transient of MEH-PPV LS films was compared with those obtained by the solution cast technique. This work also focused on the influence of the nature of the electrolytes, the applied potential, the type of the film and the presence of dissolved oxygen on the photoelectrochem. properties of MEH-PPV conducting polymer.

Synthetic Metals published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C15H24O2, Product Details of C15H24O2.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Yang, Yong published the artcileUltrasonic synthesis of poly[2-methoxy-5-(2′-ethylhexyloxy)-p-phenylenevinylene], HPLC of Formula: 146370-51-6, the publication is Gaofenzi Xuebao (2006), 892-896, database is CAplus.

Poly[2-methoxy-5-(2′-ethylhexyloxy)-p-phenylenevinylene] (MEH-PPV) is a typical example of solution processable conjugated polymers for polymeric light emitting diodes application, which shows good solubility in common organic solvents. However, gelation or micro-gelation always occurs during the polymerization process. Herein, we report the synthesis of fully soluble MEH-PPV by ultrasonic irradiation method. The raw material was 4-methoxyphenol, and ultrasonic irradiation method was used in the etherification, bromomethylation and polymerization The polymer is prepared from the bis-bromomethyl monomer through the Gilch route. Compared with the conventional mech. stirring, ultrasonic irradiation method has shown great advantages with respect to the shorter reaction time, lower reaction temperature, higher yields and higher mol. weight (M_n) of MEH-PPV. The optimized reaction conditions including reaction solvent, temperature, and time, were determined for the related etherification, bromomethylation and polymerization with ultrasonic method. Especially, using ultrasonic method, the gelation in the polymerization had been overcome. MEH-PPV obtained was fully soluble in THF and chloroform and no gel or micro-gel existed. The structures of the intermediate products and MEH-PPV were determined by IR and ¹H-NMR. It was found the MEH-PPV synthesized by ultrasonic irradiation processes had higher luminescence quantum efficiency than that by mech. stirring.

Gaofenzi Xuebao published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C10H6Br2, HPLC of Formula: 146370-51-6.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem