Phthalocyanine Lead

Base Information

• Chemical Name: Phthalocyanine Lead
• CAS No.: 15187-16-3
• Molecular Formula: C32H16N8Pb
• Molecular Weight: 719.733
• Hs Code.: 29319090
• Mol file: 15187-16-3.mol

Synonyms:Phthalocyanine Lead;Phthalocyanine lead salt;BCP18983;MFCD00053951;Lead, [29H,31H-phthalocyaninato(2-)-N29,N30,N31,N32]-, (SP-4-1)-;Lead(II) phthalocyanine, Dye content 80 %

Chemical Property of Phthalocyanine Lead

Chemical Property:

• PSA: 99.02000
• Density: 1.39 g/cm3
• LogP: 2.27510
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 720.12644
• Heavy Atom Count: 41
• Complexity: 1150

Purity/Quality:

98.00% ^*data from raw suppliers

Lead(II) Phthalocyanine (purified by sublimation) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, N
• Hazard Codes: T,N
• Statements: 61-20/22-33-50/53-62
• Safety Statements: 53-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=NC4=C5C=CC=CC5=C6N4[Pb]N7C(=NC2=N3)C8=CC=CC=C8C7=NC9=NC(=N6)C1=CC=CC=C19
• General Description: Phthalocyanine lead (PbPc) derivatives, particularly octaalkyl-substituted variants, exhibit distinct structural and chemical properties influenced by the position and length of alkyl substituents. Peripherally substituted PbPcs demonstrate greater lead ion lability and columnar liquid crystalline behavior compared to non-peripheral isomers, attributed to pronounced core distortion. The demetalation rates are faster for peripherally substituted compounds, further modulated by alkyl chain length, highlighting their tunable reactivity. These properties make PbPcs promising for applications in gas sensing, photovoltaics, and optical limiting technologies.

Technology Process of Phthalocyanine Lead

There total 9 articles about Phthalocyanine Lead which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

lead acetate (301-04-2) + 29H,31H-Phthalocyanine (574-93-6) → lead(II) phthalocyanine (15187-16-3)

Guidance literature:

With butyl(2-hydroxyethyl)dimethylammonium acetate; at 100 ℃; Ionic liquid; Inert atmosphere;

DOI:10.1080/00397911.2013.867505

Reference yield: 77.0%

phthalonitrile (91-15-6) + lead(II) chloride (7758-95-4) → lead(II) phthalocyanine (15187-16-3)

Guidance literature:

With 1,8-diazabicyclo{5.4.0}undec-7-ene; In pentan-1-ol; a mixt. of the Cu salt, phthalonitrile, and the base (molar ratio 2.5:10:10) was refluxed in n-pentanol for 6 h;; the ppt. was filtered off, washed with 3% HCl soln., water, and ethanol and purified by extrn. with CHCl3; IR, UV, XRD, and elem.anal.;;

DOI:10.1246/cl.1983.313

Reference yield: 65.0%

lead (7439-92-1) + phthalonitrile (91-15-6) → lead(II) phthalocyanine (15187-16-3)

Guidance literature:

With sodium methylate; In acetonitrile; Sonication; Pb sheet added to a CH3CN soln. containing an equivalent quantity of phthalonitrile and 5 drops of 30% soln of CH3ONa in methanol; flask put into an ultrasonic cleaner and maintained at 50°C for 24-72 h; blue product separated from unreacted metal by shaking and decanting with the solvent, washed with ethanol in Soxhlet equipment and dried in air; purity of 95-97%; elem. anal.;

DOI:10.1016/j.inoche.2004.10.006

upstream raw materials:

phthalonitrile

1-Chloronaphthalene

lead

lead(II) chloride

Downstream raw materials:

phthalonitrile

silver phthalocyanine

lead⁽²⁺⁾ cation

Refernces

Synthesis and characterization of some octaalkyl substituted lead phthalocyanines and unexpected variations in lead lability arising from the position of substituents and their chain length

10.1142/S108842461350020X

The study investigates the synthesis, characterization, and lead ion lability of peripherally and non-peripherally octaalkyl substituted lead(II) phthalocyanines (PbPcs) with different alkyl chain lengths (6, 7, 8, or 9 carbons). The peripherally substituted compounds exhibit columnar liquid crystal behavior and greater lead ion lability compared to the non-peripherally substituted isomers. X-ray structure analyses reveal significant differences in the distortion of the phthalocyanine core between the two series, with the peripheral derivatives showing more pronounced distortion. The demetalation rates of the compounds, monitored by 1H NMR spectrometry under specific acidic conditions, vary depending on the position of the substituents and the chain length of the alkyl groups, with the peripheral series undergoing faster demetalation. The study provides insights into the structural and chemical properties of these PbPc derivatives, which have potential applications in various fields including gas sensors, photovoltaic devices, and optical limiting.

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