ZINC PHTHALOCYANINE

Base Information

• Chemical Name: ZINC PHTHALOCYANINE
• CAS No.: 14320-04-8
• Molecular Formula: C32H16N8Zn
• Molecular Weight: 577.923
• Hs Code.: 29269095
• European Community (EC) Number: 238-262-5
• NCI Thesaurus Code: C79758
• Mol file: 14320-04-8.mol

Synonyms:Zinc, [29H,31H-phthalocyaninato(2-)-N29,N30,N31,N32]-, (SP-4-1)-;Zinc, [phthalocyaninato(2-)]- (8CI);29H,31H-Phthalocyanine, zinc complex;29H,31H-Phthalocyanine, zinc deriv.;CGP 55847;Ciaftalan zinc;Phthalocyaninatozinc;Zinc phthalocyanine complex;Zinc(2+) phthalocyaninate;Zinc(II) phthalocyanine;Phthalocyanine,zinc deriv. (6CI);

Chemical Property of ZINC PHTHALOCYANINE

Chemical Property:

• Appearance/Colour: purple powder
• Vapor Pressure: 0.01-1.8Pa at 20-475℃
• PSA: 99.94000
• Density: 1.614-1.62g/cm3 at 20℃
• LogP: 1.14850
• Water Solubility.: Insoluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 576.078934
• Heavy Atom Count: 41
• Complexity: 1080

Purity/Quality:

98% ^*data from raw suppliers

Zinc phthalocyanine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Dyes -> Phthalocyanine Dyes
• Canonical SMILES: C1=CC=C2C(=C1)C3=NC4=NC(=NC5=C6C=CC=CC6=C([N-]5)N=C7C8=CC=CC=C8C(=N7)N=C2[N-]3)C9=CC=CC=C94.[Zn+2]
• General Description: Zinc phthalocyanine (ZnPc) is a metallophthalocyanine complex where zinc(II) is coordinated by four nitrogen atoms of the phthalocyanine (Pc) ligand, forming a stable planar structure. It exhibits strong π-π stacking interactions, leading to supramolecular assemblies, and demonstrates notable electrochemical properties, including solvent-dependent redox behavior under variable pressure conditions. ZnPc can also be synthesized under mild conditions, such as via room-temperature condensation or metal insertion methods, and is often studied for its optical, structural, and coordination characteristics, including fluorescence and absorption spectroscopy.

Technology Process of ZINC PHTHALOCYANINE

There total 58 articles about ZINC PHTHALOCYANINE 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: 100.0%

phthalonitrile (91-15-6) + zinc (7440-66-6) → zinc(II) phthalocyanine (14320-04-8)

Guidance literature:

With sodium methylate; In methanol; Sonication; Zn added to a methanol 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

Reference yield: 95.0%

zinc(II) acetate dihydrate (5970-45-6) + phthalonitrile (91-15-6) → zinc(II) phthalocyanine (14320-04-8)

Guidance literature:

In N,N-dimethyl-formamide; at 200 ℃; for 0.166667h; Microwaves;

Reference yield: 92.0%

zinc(II) acetate dihydrate (5970-45-6) + 29H,31H-Phthalocyanine (574-93-6) → zinc(II) phthalocyanine (14320-04-8)

Guidance literature:

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

DOI:10.1080/00397911.2013.867505

upstream raw materials:

phthalonitrile

phthalimide

3-[4-(hydroxymethyl)phenoxy]phthalonitrile

4-[4-(hydroxymethyl)phenoxy]phthalonitrile

Downstream raw materials:

bis(triphenylphosphine)iminium nitrito(phralocyaninato)zincate hydrate

29H,31H-phthalocyanine

Refernces

Synthesis of novel functionalised zinc phthalocyanines applicable in photodynamic therapy

10.1002/(SICI)1099-0690(199912)1999:12<3441::AID-EJOC3441>3.0.CO;2-Y

The research focuses on the synthesis of novel functionalized zinc phthalocyanines, which are compounds with potential applications in photodynamic therapy (PDT) for cancer treatment. The purpose of the study is to develop water-soluble zinc phthalocyanines that can selectively bind to tumor-selective antibodies, thereby increasing the selectivity of PDT. The researchers successfully synthesized several new phthalonitriles and phthalocyaninatozinc compounds, including those with carboxyl groups and amino acid derivatives, which were found to be sufficiently soluble in water and exhibited weak tendencies to form stacked aggregates. In vitro experiments demonstrated that some of the new compounds, such as compound 27, showed good phototoxicity towards cancer cells, while others exhibited acute toxicity. The chemicals used in the synthesis process include 4,5-dibromocatechol, phthalonitriles, zinc(II) acetate, DBU, and various amino acid derivatives, among others. The conclusions drawn from the research suggest that these newly synthesized zinc phthalocyanines could be excellent sensitizers for singlet oxygen generation in PDT, and further investigations involving tumor-selective antibodies are ongoing.