145483-68-7

Usage

Uses

1. Used in Polymer Synthesis:
1,4-Diiodo-2,5-bis(octyloxy)benzene is used as an intermediate in the synthesis of hybrid block copolymers. The compound plays a crucial role in the formation of these copolymers, which are composed of conjugated poly(phenyleneethylene) (PPE) and stereoregular poly(Ph isocyanide) (PPI) segments. The use of a palladium(II) complex as a single catalyst in the synthesis process allows for the efficient and controlled formation of these hybrid copolymers.
2. Used in the Chemical Industry:
In the chemical industry, 1,4-diiodo-2,5-bis(octyloxy)benzene can be utilized as a building block for the development of new materials with specific properties. Its unique structure and functional groups make it a valuable component in the synthesis of various compounds, including those with potential applications in electronics, pharmaceuticals, and other advanced technologies.
3. Used in Research and Development:
Due to its unique structure and properties, 1,4-diiodo-2,5-bis(octyloxy)benzene is also used in research and development for exploring new chemical reactions, mechanisms, and applications. Scientists and researchers can leverage 1,4-DIIODO-2,5-BIS(OCTYLOXY)BENZENE to study its reactivity, stability, and potential interactions with other molecules, leading to the discovery of new chemical processes and materials.

Upstream product

• 111-83-1 1-bromo-octane 
• 629-27-6 1-Iodooctane 
• 51560-21-5 1,4-diiodo-2,5-dimethoxybenzene 
• 13064-64-7 2,5-diiodo-1,4-hydroquinone 
• 123-31-9 hydroquinone 
• 150-78-7 1,4-dimethoxybezene 
• 67399-94-4 1,4-bis(octyloxy)benzene 

Downstream Products

• 153033-27-3 1,4-diethynyl-2,5-bis(octoxy)benzene 
• 347307-94-2 1,4-bis(octyloxy)-2,5-bis(1-trimethyl-silylethenyl)benzene 
• 7342-47-4 tributyltin iodide 
• 173428-81-4 1,4-bis[(trimethylsilyl)-ethynyl]-2,5-bis-(octoxy)benzene 
• 123440-34-6 2,5-bis(octyloxy)-1,4-benzenecarboxaldehyde 
• 916081-51-1 4,4'-(2,5-bis(octyloxy)-1,4-phenylene)bis(ethyne-2,1-diyl)dibenzonitrile 
• 916081-52-2 4,4'-(4,4'-(2,5-bis(octyloxy)-1,4-phenylene)bis(ethyne-2,1-diyl)bis(4,1-phenylene))bis(ethyne-2,1-diyl)dibenzonitrile 
• 350230-73-8 2,5-bis(octyloxy)-4-[(triisopropylsilyl)ethynyl]benzaldehyde 
• 350230-75-0 {[4-ethynyl-2,5-bis(octyloxy)phenyl]ethynyl}triisopropylsilane 
• 350230-74-9 {[4-(2,2-dibromoethenyl)-2,5-bis(octyloxy)phenyl]ethynyl}triisopropylsilane 
• 350230-76-1 4-{{2,5-bis(octyloxy)-4-[(triisopropylsilyl)ethynyl]phenyl}ethynyl}-2,5-bis(octyloxy)benzaldehyde 
• 350230-77-2 {{4-{[4-ethynyl-2,5-bis(octyloxy)phenyl]ethynyl}-2,5-bis(octyloxy)phenyl}ethynyl}triisopropylsilane 
• 839683-71-5 {{4-{[4-(2,2-dibromoethenyl)-2,5-bis(octyloxy)phenyl]ethynyl}-2,5-bis(octyloxy)phenyl}ethynyl}triisopropylsilane 
• 350230-78-3 4-{{4-{{2,5-bis(octyloxy)-4-[(triisopropylsilyl)ethynyl]phenyl}ethynyl}-2,5-bis(octyloxy)phenyl}ethynyl}-2,5-bis(ocyloxy)benzaldehyde 

Relevant academic research and scientific papers

Coordinating Electron Transport Chains to an Electron Donor

Two electron transport chains (2 and 3) featuring two fullerenes with different electron acceptor strengths have been synthesized, characterized, and coordinated to a light harvesting/electron donating zinc porphyrin. Electrochemical assays corroborate th

Solvent-Modulated Emission Properties in a Superhydrophobic Oligo(p-phenyleneethynylene)-Based 3D Porous Supramolecular Framework

A chromophoric oligo(p-phenyleneethynylene) (OPE) bola-amphiphile with dioxyoctyl side chains (H2OPE-C8) has been self-assembled with CdII to form a 1D coordination polymer, {Cd(OPE-C8)(DMF)2(H2O)} (1), which is further interdigitated to form a 2D network. Such 2D networks are further interwoven to form a 3D supramolecular framework with surface-projected alkyl chains. The desolvated framework showed permanent porosity, as realized from the CO2 adsorption profile. 1 showed high water contact angles, portraying its superhydrophobic nature. 1 also showed a linker-based cyan luminescence. Solvent removal led to a bathochromic shift in emission into the green region. Resolvation with N,N-dimethylformamide brought back the original cyan emission, whereas for tetrahydrofuran, ethanol, and methanol, it persisted at an intermediate state. Density functional theory calculations unraveled that, twisting of the OPE phenyl rings generated the red shift in emission.

Boron ketoiminate-based conjugated polymers with tunable AIE behaviours and their applications for cell imaging

Three new boron ketoiminate-based conjugated polymers P1, P2, and P3 were designed and synthesized through the Sonogashira coupling reaction of 4,6-bis(4-bromophenyl)-2,2-difluoro-3-phenyl-2H-1,3,2-oxazaborinin-3-ium-2-uide (M1) with 1,4-diethynyl-2,5-bis

Highly enantioselective recognition of alaninol via the chiral BINAM-based fluorescence polymer sensor

A novel chiral polymer P1 was designed and synthesized by the polymerization of (S)-2, 2′-binaphthyladiamine (BINAM) derivative monomer (S-M-1) with 2, 5-diiodo-1, 4-dioctyloxybenzene (M-2) via Pd(II)-catalyzed Sonogashira coupling reaction, and P2 could

White light emission from fluorene-EDOT and phenothiazine-hydroquinone based D-π-A conjugated systems in solution, gel and film forms

Two conjugated D-π-A organic molecules, one fluorene-ethylene dioxythiophene (FL-E) based and another phenothiazine-hydroquinone (PT-Hq) based, were synthesized and observed to form 1-dimensional microstructures in the solid state. These two molecules whe

Functional phenylethynylene side arm poly(arylene ethynylene) conjugated polymers: Optical and electrochemical behavior for enrichment of electronic applications

The poly(arylene ethynylene) (PAE) conjugated polymers (CPs) with a donor-acceptor (D-A) side arm have been designed and synthesized using Sonogashira cross coupling in the presence of cyano methylene, or cyano thiophene gave diethynyl (A) and alkoxy and alkyl substituted diiodo aryl monomers (D). An interesting electronic response in optical measurements such as UV-visible (UV-vis) and fluorescence (FL) spectra was observed in tetrahydrofuran solvent. From the FL spectra, it was observed that the CP solutions possess an interesting long bathochromic shift when compared with the UV-vis spectra, because of the electron withdrawing, electron releasing and conjugation effects. The electrochemical and thin film UV-vis spectral measurements provided highest occupied molecular orbital-lowest unoccupied molecular orbital (HOMO-LUMO) electronic energy levels and their corresponding semiconducting electronic energy gaps (Eg) of the PAE CPs. Among the side arm CPs, polymers P1 and P5 have low Eg of 2.14 eV and 2.17 eV. The new PAE CPs are reliable for use in electronic and photonics applications.

Five-component trigonal nanoprism with six dynamic corners

The metallo-supramolecular trigonal prism P is based on five different components and three unlike dynamic coordination motifs: the heteroleptic phenanthroline-terpyridine complex [Zn(1)(4)]2+ (HETTAP), the heteroleptic phenanthroline-pyridine

How Large Can We Build a Cyclic Assembly? Impact of Ring Size on Chelate Cooperativity in Noncovalent Macrocyclizations

Self-assembled systems rely on intramolecular cooperative effects to control their growth and regulate their shape, thus yielding discrete, well-defined structures. However, as the size of the system increases, cooperative effects tend to dissipate. We analyze here this situation by studying a set of oligomers of different lengths capped with guanosine and cytidine nucleosides, which associate in cyclic tetramers by complementary Watson–Crick H-bonding interactions. As the monomer length increases, and thus the number of C(sp)–C(sp2) σ-bonds in the π-conjugated skeleton, the macrocycle stability decreases due to a notable reduction in effective molarity (EM), which has a clear entropic origin. We determined the relationship between EM or ΔS and the number of σ-bonds, which allowed us to predict the maximum monomer lengths at which cyclic species would still assemble quantitatively, or whether the cyclic species would not able to compete at all with linear oligomers over the whole concentration range.

A fishing rod-like conjugated polymer bearing pillar[5]arenes

A novel diethynyl functionalized pillar[5]arene, that is a pentabenzenacyclodecaphane derivative, has been synthesized and polymerized with p-dihalobenzene to form a fishing rod-like conjugated polymer, where one of the benzenes in the pillar[5]arene ring

Polymer-based fluorescence sensor incorporating thiazole moiety for direct and visual detection of Hg2+ and Ag+

A thiazole-based conjugated polymer was synthesized by the polymerization reaction of 4,7-dibromo-2-methylbenzo[d]thiazole with 1,4-diethynyl-2,5-bis(octyloxy)benzene via Pd-catalyzed Sonogashira coupling reaction. The conjugated polymer emits bright green fluorescence and exhibits 'turn-off' fluorescent quenching responses towards both Hg2+ and Ag+ over other cations, such as Li+, K+, Ca2+, Mg2+, Ba2+, Zn2+, Cd2+, Co2+, Ni2+, Pb2+, Cu2+, Al3+ and Fe3+. More importantly, the color change of this polymer solution could be clearly observed by the naked eyes upon the addition of Hg2+ (green to colorless) and Ag+ (green to yellow), indicating that this thiazole-based conjugated polymer material could be used as a colorimetric sensor for directly visual detection of Hg2+ and Ag+.