145483-66-5

Usage

Chemical structure

1,4-DIIODO-2,5-BIS(DODECYLOXY)BENZENE consists of a benzene ring with two dodecyloxy groups attached at the 2 and 5 positions, and two iodine atoms attached at the 1 and 4 positions.

Building block

It is often used as a building block in the synthesis of advanced materials, such as liquid crystals and polymers.

Long hydrophobic chains

It is known for its long hydrophobic chains, which make it useful for applications requiring water resistance or barrier properties.

Surfactants

It is used as an ingredient in the manufacturing of surfactants.

Personal care products

It is used in the formulation of personal care products.

Safety

It is important to handle this chemical with care, as it may be harmful if ingested or inhaled, and it can cause skin and eye irritation upon contact.

Upstream product

• 3230-09-9 1,4-bis-dodecyloxy-benzene 
• 123-31-9 hydroquinone 
• 143-15-7 1-dodecylbromide 
• 13064-64-7 2,5-diiodo-1,4-hydroquinone 
• 4292-19-7 1-Iodododecane 
• 150-78-7 1,4-dimethoxybezene 
• 51560-21-5 1,4-diiodo-2,5-dimethoxybenzene 

Downstream Products

• 152270-00-3 1,4-bis(dodecyloxy)-2,5-diethynylbenzene 
• 645414-30-8 4-iodo-2,5-didodecyloxy-1-(phenylethynyl)benzene 
• 523978-90-7 1,4-bis(dodecyloxy)-2-[(trimethylsilyl)ethynyl]-5-iodobenzene 
• 152270-19-4 ((2,5-bis(dodecyloxy)-1,4-phenylene)bis(ethyne-2,1-diyl))bis(trimethylsilane) 
• 123415-45-2 1,4-di(n-dodecyloxy)benzene-2,5-dicarboxaldehyde 
• 209050-49-7 1,4-bis(dodecyloxy)-2,5-divinylbenzene 
• 530135-84-3 1,4-bis(3-formylphenylethynyl)-2,5-didodecyloxybenzene 
• 916981-50-5 C₃₈H₆₃O₄I 
• 1052690-40-0 C₇₆H₈₀N₆O₂ 
• 1000864-06-1 C₆₂H₉₀O₂Si₂ 
• 1055194-46-1 (C₁₂H₂₅O)2C₆H₂(C₂C₆H₃(OH)CHO)2 
• 1035343-16-8 1-iodo-2,5-didodecyloxy-4-{[(4-trimethylsilylethynyl)phenyl]ethynyl}benzene 
• 1146410-47-0 4,4'-(2,5-bis(dodecyloxy)-1,4-phenylene)bis(ethyne-2,1-diyl)bis(nitrobenzene) 
• 1159610-76-0 1,4-bis(dodecyloxy)-2,5-bis[(2,6-di(acetylamino)pyridine-4-yl-)ethynyl]benzene 

Relevant academic research and scientific papers

Synthesis of oligoferrocenylenearylenes and the X-ray structure of 1,4-bis(tricarbonylmethyltungstentetramethylcyclopentadienyl)benzene

Soluble oligo-(1,1′-ferrocenylene-2,5-dihexylphenylene) and oligo-(1,1′-ferrocenylene-2,5-didodecyloxylphenylene) were prepared by the Suzuki coupling of the ferrocene diboronic acid and the 1,4-phenylene diiodide. Direct reaction of lithium 1,4-bis(tetramethylcyclopentadienide)benzene or lithium 2,5-bis(tetramethylcyclopentadienide)thiophene with Fe(II) halides afforded insoluble ferrocenylenearylene oligomers, and with W(CO)6 followed by MeI gave a model dimer whose crystal structure was determined. The magnetic properties of the ferrocene oligomers exhibit anomalous behavior that is explained in terms of the properties of the individual ferrocene groups, rather than to cooperative behavior.

Bi-directional synthesis of a series of 2,5-dodecanoxy-phenyleneethynylene oligomers

A family of rigid rod like 2,5-dodecanoxy-phenyleneethynylene oligomers having 3, 5, 7, and 9 repeating units was selectively synthesized by a bi-directional iterative divergent-convergent approach. Starting from a central 1,4-bis(dodecanoxy)-2,5-diiodobe

Benzylidenecyclohexanone-triazole-based conjugated polymer: Click synthesis, Staudinger end-capping and application as optical probe scaffold

A type of benzylidenecyclohexanone-triazole based conjugated polymer (P5) was successfully synthesized by Cu+-catalyzed Click reaction. The THF solution of P5 exhibited specific optical response (increase in absorption and decrease in fluorescence) toward I?. With the further addition of Hg2+ into the assembly of P5-I?, distinctive recovery of optical properties was detected, suggests that P5-I? adduct can act as fluorescence turn-on probing platform for Hg2+. Post-polymerization of P5 was implemented by catalyst-free Staudinger reaction between P5 and triphenylphosphine to afford phosphinimine-endcapped polymer (P5-TPP). Different from the blue-greenish emission (～490?nm) of P5, P5-TPP emitted yellow light (～550?nm) in THF–water mixture (VTHF/Vwater?=?2/8). P5-TPP displayed specific fluorescence ratiometric alteration toward hypochlorite ion in THF–water mixture (VTHF/Vwater?=?2/8, pH?=?7.4), which might be due to the hypochlorite-induced hydrolysis of phosphinimine energy-transfer acceptors in P5-TPP. The results suggest that P5 can act as structure scaffold for the construction of optical probe for triple analytes (I?, Hg2+ and ClO?).

Column chromatographic purification free synthesis of long-chain monodisperse oligo(1,4-phenyleneethynylene)s: Towards large-scale automatic synthesis of molecular wires

A facile, mild and rapid solid phase synthetic route free of column chromatographic purification to the synthesis of soluble monodisperse long-chain oligo(1,4-phenyleneethynylene)s is presented.

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.

COMPOUND, DETECTION MATERIAL AND DETECTION METHOD OF SUGAR COMPOUND USING THE SAME

PROBLEM TO BE SOLVED: To provide a novel compound suitable for detection of a sugar compound, and detection means of the sugar compound using the same. SOLUTION: There is provided a compound represented by the general formula (A1) or (B1). Ar1 is a substituent and/or an aromatic ring which may have a hetero group in a ring; each Ar2 each independently is an aromatic ring which may have a substituent, Ar3 is an aromatic ring which has at least one -B(OH)2 and may have a substituent; R1 is H or a C1 to 20 alkyl group or an alkyloxy group which may have a hetero atom in a middle of a carbon chain; n is an integer of 1 to 5; and a bond represented by a combination of a double bond and a dash line each independently is a double bond or a triple bond. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

Photoswitchable J-aggregated processable organogel by integrating a photochromic acceptor

A novel αchromophoric 1,4-bis(anthracenylethynyl)benzene (BAB)-based highly emissive J-aggregated organogel has been synthesized and characterized. Single-crystal structure determination of asymmetric π-chromophoric bola-amphiphilic BAB1 (dodecyl and triethyleneglycolmonomethylether containing side chains of bis(anthracenylethynyl)benzene) supports J-aggregation. Further, a photochromic acceptor chromophore, 4,4′-(perfluorocyclopent-1-ene-1,2-diyl)bis(5-methylthiophene-2-carbaldehyde), is noncovalently encapsulated in the gel and photoswitching studies have been performed based on photochromic F?rster resonance energy transfer. The modulated emission of the processable soft material is further exploited for rewritable display. However, BAB2 (dodecyl side chain on both sides) does not show gelation property due to its low solubility.

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.

Pure white light emission and charge transfer in organogels of symmetrical and unsymmetrical π-chromophoric oligo-: P -(phenyleneethynylene) bola-amphiphiles

Two novel bola-amphiphilic oligo-p-(phenyleneethynylene) (OPE) dicarboxylates have been synthesized having non-polar and mixed-polar side chains. This led to gelation in both with vesicular morphology. Upon in situ loading of a suitable dye and redox-active molecule, pure white light emitting and charge transfer (CT)-gels, respectively, were realized.

PHOTOCHROMIC COMPOUND, AND REWRITABLE OPTICAL RECORDING MOLECULAR MATERIAL, FLUORESCENCE LABEL MATERIAL, AND SECURITY INK PREPARED THEREWITH

PROBLEM TO BE SOLVED: To provide a photochromic molecule showing light emission in both isomers of a ring-opened body and a ring-closed body. SOLUTION: A photochromic compound comprises a photochromism unit having a hexatriene skeleton, and a fluorescence emission unit bound to carbon at a ring-forming position of the hexatriene skeleton of the photochromism unit. SELECTED DRAWING: Figure 3 COPYRIGHT: (C)2016,JPO&INPIT