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Benzene, 1,4-bis(dodecyloxy)-2,5-diethynyl-, also known as 1,4-bis(dodecyloxy)-2,5-diethynylbenzene, is a chemical compound characterized by a benzene ring with two ethynyl groups and two dodecyloxy (C12H25O-) substituents. This type of diethynylbenzene features long alkyl chains, which contribute to its surfactant or emulsifier properties in various industrial applications. Its unique electronic and optical properties make it a versatile compound for use in the manufacturing of liquid crystals, organic electronics, polymers, and in the development of organic semiconductors and optoelectronic devices. It is also recognized as a promising candidate for molecular electronics and organic photovoltaics.

152270-00-3

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152270-00-3 Usage

Uses

Used in Liquid Crystal Manufacturing:
Benzene, 1,4-bis(dodecyloxy)-2,5-diethynylis used as a key component in the production of liquid crystals for their unique electronic and optical properties, which are essential in creating high-quality displays and sensors.
Used in Organic Electronics:
Benzene, 1,4-bis(dodecyloxy)-2,5-diethynylserves as a crucial material in the development of organic electronics, where its long alkyl chains and electronic properties contribute to the performance and efficiency of electronic devices.
Used in Polymer Production:
Benzene, 1,4-bis(dodecyloxy)-2,5-diethynylis used as a building block in the synthesis of various polymers, leveraging its surfactant properties and chemical structure to enhance polymer properties and applications.
Used in Organic Semiconductors and Optoelectronic Devices:
Benzene, 1,4-bis(dodecyloxy)-2,5-diethynylis utilized in the field of organic semiconductors and optoelectronic devices due to its potential to improve the performance and functionality of these advanced technologies.
Used in Molecular Electronics and Organic Photovoltaics:
Benzene, 1,4-bis(dodecyloxy)-2,5-diethynylis considered a promising candidate in molecular electronics and organic photovoltaics, where its unique properties can be harnessed to improve energy conversion efficiency and device performance.

Check Digit Verification of cas no

The CAS Registry Mumber 152270-00-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,2,2,7 and 0 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 152270-00:
(8*1)+(7*5)+(6*2)+(5*2)+(4*7)+(3*0)+(2*0)+(1*0)=93
93 % 10 = 3
So 152270-00-3 is a valid CAS Registry Number.

152270-00-3Relevant academic research and scientific papers

Synthesis of novel π-conjugated polymers having [2.2]paracyclophane skeleton in the main chain. Extension of π-conjugated length via the through-space

Morisaki, Yasuhiro,Chujo, Yoshiki

, p. 587 - 589 (2002)

Novel π-conjugated polymers having [2.2]paracyclophane in the main chain were synthesized. The extension of π-conjugation via the through-space was observed according to the UV-vis absorption spectral data in comparison with those of the model compounds.

Diethynylbenzene-based liquid crystalline semiconductor for solution-processable organic thin-film transistors

Kandoth Madathil, Pramod,Heinrich, Benoit,Donnio, Bertrand,Mathevet, Fabrice,Fave, Jean-Louis,Guillon, Daniel,Attias, Andre-Jean,Lee, Changjin,Kim, Tae-Dong,Lee, Kwang-Sup

, p. 6800 - 6804 (2010)

We report here the synthesis and characterization of novel diethynylbenzene-based liquid crystalline semiconductor (P1) for organic thin-film transistors (OTFTs), Compound P1 was synthesized by the Sonogashira coupling reaction between 2-bromo-5-(4-hexylt

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

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Paragraph 0102; 0103, (2020/02/22)

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

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

Shi, Wei,Xu, Linxian,Xie, Zhengfeng,Chen, Xin

, p. 406 - 414 (2016/07/06)

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?).

Eumelanin-inspired core derived from vanillin: A new building block for organic semiconductors

Selvaraju, Subhashini,Sachinthani, K. A. Niradha,Hopson, RaiAnna A.,McFarland, Frederick M.,Guo, Song,Rheingold, Arnold L.,Nelson, Toby L.

, p. 2957 - 2959 (2015/02/19)

An eumelanin-inspired core derived from the natural product, vanillin (vanilla bean extract) was utilized for the synthesis of eumelanin-inspired small molecules and polymer via Sonogashira cross coupling. The materials demonstrate that the methyl 4,7-dibromo-5,6-dimethoxy-N-methyl-1H-indole-2-carboxylate core can serve as a new building block for organic semiconductors.

Supramolecular ruthenium-alkynyl multicomponent architectures: Engineering, photophysical properties, and responsiveness to nitroaromatics

Gatri, Rafik,Ouerfelli, Ines,Efrit, Mohamed Lofti,Serein-Spirau, Francoise,Lere-Porte, Jean-Pierre,Valvin, Pierre,Roisnel, Thierry,Bivaud, Sebastien,Akdas-Kilig, Huriye,Fillaut, Jean-Luc

supporting information, p. 665 - 676 (2014/03/21)

A series of H-bonded supramolecular architectures were built from monofunctional M-Ci - C-R and bifunctional R-Ci - C-M-Ci - C-R trans-alkynylbis(1,2-bis(diphenylphosphino)ethane)ruthenium(II) complexes and π-conjugated modules containing 2,5-dialkoxy-p-p

Modular engineering of H-bonded supramolecular polymers for reversible functionalization of carbon nanotubes

Llanes-Pallas, Anna,Yoosaf,Traboulsi, Hassan,Mohanraj, John,Seldrum, Thomas,Dumont, Jacques,Minoia, Andrea,Lazzaroni, Roberto,Armaroli, Nicola,Bonifazi, Davide

, p. 15412 - 15424 (2011/11/12)

A H-bond-driven, noncovalent, reversible solubilization/functionalization of multiwalled carbon nanotubes (MWCNTs) in apolar organic solvents (CHCl 3, CH2Cl2, and toluene) has been accomplished through a dynamic combinatio

Oligo(p-phenylene ethynylene)-BODIPY derivatives: Synthesis, energy transfer, and quantum-chemical calculations

Yin, Shouchun,Leen, Volker,Jackers, Carine,Beljonne, David,Van Averbeke, Bernard,Van Der Auweraer, Mark,Boens, Noel,Dehaen, Wim

experimental part, p. 13247 - 13257 (2012/02/06)

The synthesis and energy-transfer properties of a series of oligo(p-phenylene ethynylene)-BODIPY (OPEB) cassettes are reported. A series of oligo(p-phenylene ethynylene)s (OPEs) with different conjugated chain lengths as energy donor subunit in the energy-transfer system were capped at both ends with BODIPY chromophores as energy-acceptor subunits. The effect of the conjugated chain of OPEs on energy transfer in the OPEB cassettes was investigated by UV/Vis and fluorescence spectroscopy and modeling. With increasing number n of phenyl acetylene units (n=1-7), the absorption and emission maxima of OPEn are bathochromically shifted. In the OPEBn analogues, the absorption maximum assigned to the BODIPY moieties is independent of the length of the OPE spacer. However, the relative absorption intensity of the BODIPY band decreases when the number of phenyl acetylene units is increased. The emission spectra of OPEBn are dominated by a band peaking at 613 nm, corresponding to emission of the BODIPY moieties, regardless of whether excitation is at 420 or 550 nm. Furthermore, a very small band is observed with a maximum between 450 and 500 nm, and its intensity relative to that of the BODIPY emission increases with increasing n, that is, the excited state of OPE subunits is efficiently quenched in OPEBn by energy transfer to the BODIPY moieties. Energy transfer (ET) from OPEn to BODIPY in OPEBn is very efficient (all φET values are greater than 98 %) and only slightly decreases with increasing length of the OPE units. These results are supported by theoretical studies that show very high energy transfer efficiency (φET>75 %) from the OPE spacer to the BODIPY end-groups for chains with up to 15-20 units.

New soluble rigid rod copolymers comprising alternating 2-amino-pyrimidine and phenylene repeat units: Syntheses, characterization, optical and electrochemical properties

Mamtimin, Xirali,Matsidik, Rukiya,Nurulla, Ismayil

scheme or table, p. 437 - 446 (2011/02/24)

A new type - π-conjugated copolymers of 2-amino-pyrimidine was prepared between 2-amino-4,6-diiodidepyrimidine and 1,4-dibromo-2,5-dialkoxybenzene by Sonogashira polycondensation. The structures of the copolymers were elucidated by FT-IR, 1H NMR and 13C NMR, fluorescence spectroscopy, gel permeation chromatography, thermal analysis and element analysis. The derived polymers were soluble in common organic solvents and trifloroacetic acid and exhibited good thermal stability. They emitted green light under UV irradiation in solid state and blue or green light in solution phase, respectively. Electrochemical behavior of these new polymers depicted facile p-doping and good electron-transporting properties. These polymers displayed bathochromic shift when protonated with CH3SO3H acid in chloroform solutions or m-cresol solutions and the red-shifted peaks were observed from 490 nm to 652 nm. XRD patterns of copolymers showed that the intensity of peaks was enhanced with increasing alkyloxy chain length.

Synthesis of click-chelator via Cu(I)-catalyzed alkyne-azide cycloaddition

Fu, Yang,Liu, Yan,Fu, Xiaoping,Zou, Li,Li, Hua,Li, Ming,Chen, Xingguo,Qin, Jingui

body text, p. 2226 - 2232 (2011/09/16)

The click-ligands based on 1,2,3-triazole and pyridine unit has been synthesized via Cu(I)-catalyzed alkyne-azide cycloaddition from corresponding organic azides and terminal alkynes. The ligand structure was characterized by NMR, IR and elemental analysis as well as single crystal diffractions. The single crystal structure of the complexes from two different ligands coordinating to Cu(II) and Co(II) ions indicated that the N(2) atom in 1,2,3-triazole unit can act as an efficient donor to metals through the rational molecular design. Copyright

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