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1,4,8,11,15,18,22,25-Octaphenylphthalocyanine (referred to as (α-Ar)8Pc in the abstract) is a non-planar phthalocyanine derivative with eight aryl substituents, which exhibits structural flexibility depending on its coordination state. When complexed with phosphorus(V), it adopts a ruffled conformation due to the small atomic radius of phosphorus, contrasting with the saddled structure of its free-base form. The phosphorus complexes display intense near-IR absorption (Q-bands), with further red-shifting possible through electron-donating peripheral substituents. This red-shift arises from a reduced HOMO-LUMO gap, driven by LUMO stabilization and moderate HOMO stabilization. Additionally, the phosphorus(V) center enhances electronic coupling between the aryl groups and the phthalocyanine core.

376647-05-1

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376647-05-1 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 376647-05-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,7,6,6,4 and 7 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 376647-05:
(8*3)+(7*7)+(6*6)+(5*6)+(4*4)+(3*7)+(2*0)+(1*5)=181
181 % 10 = 1
So 376647-05-1 is a valid CAS Registry Number.

376647-05-1Downstream Products

376647-05-1Relevant articles and documents

Structural changes in non-planar octaaryl substituted phthalocyanine phosphorus complexes

Furuyama, Taniyuki,Harako, Ryosuke,Kobayashi, Nagao

, p. 500 - 509 (2015)

Phosphorus complexes of non-planar α-octaaryl phthalocyanine derivatives ((α-Ar)8Pc), 3a and 3b have been synthesized by introduction of phosphorus(V) ions into free-base Pcs 2a and 2b. 3a and 3b were characterized by MS, 1H and 31P NMR spectra. The solid state structure of 3a indicated a ruffled Pc structure due to the small atomic radius of phosphorus, although the corresponding free-base Pc 2a has a saddled Pc structure. The phosphorus complexes showed intense absorption bands (Q-bands) in the near-IR region, while the introduction of electron-donating groups at the peripheral phenyl groups was efficient for additional red-shifting of the Q-band. Electrochemical data revealed that the red-shift of the Q-band is attributable to a decrease in the HOMO-LUMO gap due to significant and moderate stabilization of the LUMO and HOMO, respectively. MO calculations suggested that the phosphorus(V) ion intensified the electronic interaction between the peripheral aryl moieties and the Pc macrocyclic core.

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