8-Hydroxyquinoline

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8-Hydroxyquinoline
Category Others
Catalog number BBF-03989
CAS 148-24-3
Molecular Weight 145.16
Molecular Formula C9H7NO
Purity 95 %

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Description

8-Hydroxyquinoline, a monoprotic bidentate chelating agent, has antiseptic, disinfectant, and pesticide properties. It can be used as the electron-transporting and chromaticity-tuning layer.

Specification

Synonyms quinolin-8-ol
Storage Store at -20 °C
IUPAC Name quinolin-8-ol
Canonical SMILES C1=CC2=C(C(=C1)O)N=CC=C2
InChI InChI=1S/C9H7NO/c11-8-5-1-3-7-4-2-6-10-9(7)8/h1-6,11H
InChI Key MCJGNVYPOGVAJF-UHFFFAOYSA-N
Source Synthetic

Properties

Appearance White to light yellow powder
Antibiotic Activity Spectrum fungi
Boiling Point 267.0±10.0 °C at 760 mmHg
Melting Point 70-74 °C
Density 1.26 g/cm3
Solubility Soluble in DMSO
LogP 1.94040

Reference Reading

1.[Pretreatment of Aluminum-Lithium Alloy Sample and Determination of Argentum and Lithium by Spectral Analysis].
Zhou H, Tan Q, Gao YL, Sang SH, Chen W. Guang Pu Xue Yu Guang Pu Fen Xi. 2015 Oct;35(10):2886-90.
Inductively Coupled Plasma Optical Emission Spectrometry (ICP-OES), Flame Atomic Absorption Spectrometry (FAAS) and Visible Spectrometry (VS) was applied for determination of Ag and Li in lithium-aluminium alloy standard sample and test sample, their respective advantages and disadvantages were compared, the excellent selectivity of ICP-OES was confirmed by analyses of certified standard sample. Three different sample digestion methods were compared and discussed in this study. It was found that the better accuracy would be obtained by digesting sample with chloroazotic acid while the content of Li was measured by FAAS, and it was better to digest sample with hydrochloric acid and hydrogen peroxide while determining Ag and Li by ICP-OES simultaneously and determining Ag by FAAS and VS. The interference of co-existing elements and elimination methods was detailedly discussed. Ammonium hydroxide was added to adjust the sample solution into alkalescent and Al, Ti, Zr was precipitated by forming hydroxide precipitation, Mg and Cu was formed complex precipitation with 8-hydroxyquinoline in this condition, then the interference from matrix element to determinate Ag by FAAS was eliminated.
2.Red Phosphorescent Bis-Cyclometalated Iridium Complexes with Fluorine-, Phenyl-, and Fluorophenyl-Substituted 2-Arylquinoline Ligands.
Kim J1, Lee KH1, Lee SJ2, Lee HW2, Kim YK3, Kim YS4, Yoon SS5. Chemistry. 2016 Mar 14;22(12):4036-45. doi: 10.1002/chem.201504392. Epub 2016 Feb 16.
Red phosphorescent iridium(III) complexes based on fluorine-, phenyl-, and fluorophenyl-substituted 2-arylquinoline ligands were designed and synthesized. To investigate their electrophosphorescent properties, devices were fabricated with the following structure: indium tin oxide (ITO)/4,4',4''-tris[2-naphthyl(phenyl)amino]triphenylamine (2-TNATA)/4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (NPB)/4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP): 8 % iridium (III) complexes/bathocuproine (BCP)/tris(8-hydroxyquinolinato)aluminum (Alq3 )/8-hydroxyquinoline lithium (Liq)/Al. All devices, which use these materials showed efficient red emissions. In particular, a device exhibited a saturated red emission with a maximum luminance, external quantum efficiency, and luminous efficiency of 14200 cd m(-2) , 8.44 %, and 6.58 cd A(-1) at 20 mA cm(-2) , respectively. The CIE (x, y) coordinates of this device are (0.67, 0.33) at 12.0 V.
3.Efficient blue and white polymer light emitting diodes based on a well charge balanced, core modified polyfluorene derivative.
Das D1, Gopikrishna P, Singh A, Dey A, Iyer PK. Phys Chem Chem Phys. 2016 Mar 14;18(10):7389-94. doi: 10.1039/c6cp00113k. Epub 2016 Feb 22.
Fabrication of efficient blue and white polymer light-emitting diodes (PLEDs) using a well charge balanced, core modified polyfluorene derivative, poly[2,7-(9,9'-dioctylfluorene)-co-N-phenyl-1,8-naphthalimide (99:01)] (PFONPN01), is presented. The excellent film forming properties as observed from the morphological study and the enhanced electron transport properties due to the inclusion of the NPN unit in the PFO main chain resulted in improved device properties. Bright blue light was observed from single layer PLEDs with PFONPN01 as an emissive layer (EML) as well as from double layer PLEDs using tris-(8-hydroxyquinoline) aluminum (Alq3) as an electron transporting layer (ETL) and LiF/Al as a cathode. The effect of ETL thickness on the device performance was studied by varying the Alq3 thickness (5 nm, 10 nm and 20 nm) and the device with an ETL thickness of 20 nm was found to exhibit the maximum brightness value of 11 662 cd m(-2) with a maximum luminous efficiency of 4.
4.A series of dinuclear Dy(iii) complexes bridged by 2-methyl-8-hydroxylquinoline: replacement on the periphery coordinated β-diketonate terminal leads to different single-molecule magnetic properties.
Zhang WY1, Tian YM, Li HF, Chen P, Sun WB, Zhang YQ, Yan PF. Dalton Trans. 2016 Mar 7;45(9):3863-73. doi: 10.1039/c5dt04449a. Epub 2016 Feb 1.
A series of HMq-bridged dinuclear dysprosium complexes, namely, [Dy(acac)2(CH3OH)]2(μ-HMq)2 (1), [Dy(DBM)2]2(μ-HMq)2(n-C6H14) (2), [Dy(hmac)2]2(μ-HMq)2 (3) and [Dy(hfac)3]2(μ-HMq)2 (4) (HMq = 2-methyl-8-hydroxyquinoline, acac = acetylacetone, DBM = dibenzoylmethane, hmac = hexamethylacetylacetonate and hfac = hexafluoroacetylacetonate), were structurally and magnetically characterized. X-ray crystallographic analyses of the structures reveal that HMq serves as the effective bridge to link two Dy(iii) centers by means of the phenoxyl oxygen and nitrogen atoms and the periphery β-diketonate ligands complete the coordination sphere by bidentate oxygen atoms. The different substituents on the β-diketonate terminal lead to different coordination models mostly due to the steric hindrance of these substituents, and the electron-withdrawing or donating effects likely influence the strength of the ligand fields and the Dy(iii) ion anisotropy. Measurements of alternating-current (ac) susceptibility on complexes 1-4 reveal that complexes 3 and 4 display significant zero-field single-molecule magnetic (SMM) behavior with barrier energy Ueff/kB = 14.

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