14055-02-8

Basic information

• Product Name: NICKEL PHTHALOCYANINE
• Synonyms: (Phthalocyaninato(2-))nickel;[29H,31H-phthalocyaninato(2-)-N29,N30,N31,N32]-,(SP-4-1)-Nickel;2,1-Phthalocyaninato nickel;2,1-Phthalocyaninatonickel;31h-phthalocyaninato(2-)-n29,n39,n31,n32]-[29(sp-4-1)-nicke;Nickel phthalocyanine blue;Nickel, (phthalocyaninato(2-))-;Nickel, [29H,31H-phthalocyaninato(2-)-N(29)-,N(30)-,N(31)-,N(32)-]-, (SP-4-1)-
• CAS NO: 14055-02-8
• Molecular Formula: C₃₂H₁₆N₈*Ni
• Molecular Weight: 571.22
• EINECS: 237-893-3
• Product Categories: Organometallics;phthalocyanines;OLED
• Mol File: 14055-02-8.mol
• Article Data: 32

Chemical Properties

• Melting Point: >300°C
• Appearance: Very dark blue/Crystalline Powder
• CAS DataBase Reference: NICKEL PHTHALOCYANINE(CAS DataBase Reference)
• NIST Chemistry Reference: NICKEL PHTHALOCYANINE(14055-02-8)
• EPA Substance Registry System: NICKEL PHTHALOCYANINE(14055-02-8)

Safety Data

• Hazard Codes: T
• Statements: 45-20/21/22
• Safety Statements: 53-36/37-45
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 14055-02-8(Hazardous Substances Data)

Usage

Chemical Properties

very dark blue crystalline powder

Purification Methods

Wash it well with H2O and boiling EtOH and sublime it at high vacuum in a slow stream of CO2. A special apparatus is used (see reference), with the phthallocyanine being heated to red heat. The sublimate is in the form of needles with an extremely bright red lustre. The powder is dull greenish blue in colour. [Barrett et al. J Chem Soc 1719 1936, Beilstein 26 III/IV 4255.]

InChI:InChI=1/C32H18N8.Ni/c1-2-10-18-17(9-1)25-33-26(18)38-28-21-13-5-6-14-22(21)30(35-28)40-32-24-16-8-7-15-23(24)31(36-32)39-29-20-12-4-3-11-19(20)27(34-29)37-25;/h1-5,8-16H,6-7H2;/q-4;

Upstream product

• 85-44-9 phthalic anhydride 
• 3349-06-2 nikel(II) formate 
• 12125-02-9 ammonium chloride 
• 57-13-6 urea 
• 574-93-6 29H,31H-phthalocyanine 
• 7440-02-0 nickel 
• 111716-29-1 lithium phthalocyanine 
• 83864-14-6 nickel dichloride 
• 27641-79-8 {NiC₃₂H₃₂N₈} 
• 91-15-6 phthalonitrile 
• 373-02-4 nickel diacetate 
• 123-31-9 hydroquinone 
• 184303-72-8 phthalanhydride 
• 96-29-7 ethyl methyl ketone oxime 

Relevant articles and documents

Unveiling the genesis of the high catalytic activity in nickel phthalocyanine for electrochemical ammonia synthesis

Electrochemical ammonia synthesis by the nitrogen reduction reaction (NRR) using an economically efficient electrocatalyst can provide a substitute for the Haber-Bosch process. However, identification of active sites responsible for the origin of catalytic activity in transition metal phthalocyanine is a difficult task due to its complex structure. Herein, density functional theory (DFT) is applied to identify the probable active sites of nickel phthalocyanine (NiPc) for the NRR as well as the origin of catalytic activity which is associated with the d band center and density of states (DOS) of Ni in NiPc. Accordingly, NiPc nanorods (NRs), synthesized by a solvothermal method in large scale, exhibit an NH3yield rate about 85 μg h?1mgcat?1and a faradaic efficiency (FE) of 25% at ?0.3 Vvs.RHE. Moreover, the catalyst shows long term stability up to 30 hours while maintaining the NH3yield and FE. The isotopic labelling experiment and other control investigation led to validation of the nitrogen source in NH3formation. This study provides brand new insightful understanding of the active sites and the origin of the catalytic activity of NiPc for their NRR applications.

UNUSUAL BAND-FILLING AND COUNTERION ORDERING EFFECTS IN A PHTHALOCYANINE MOLECULAR METAL. SINGLE CRYSTAL STUDIES OF Ni(Pc)(ClO//4)//y.

We report here single crystal structural, charge transport, and optical studies of the metallophthalocyanine 'metal' Ni(Pc)(ClO//4)//y, y equals 0. 42**4**,**5, which provide the first detailed glimpse of how the collective properties of a molecular left bracket M(Pc)** plus ** rho right bracket X// rho ** minus material vary in an essentially isostructural series as rho is displaced from the more typical value of minus 0. 33**1**2. We also report here a counterion order-disorder transition which is unprecedented for a phthalocyanine conductor and evidence that caution must be exercised in reporting left bracket M(Pc)** plus ** rho right bracket X// rho ** minus stoichiometries based upon analyses of bulk (multicrystal) samples.

Solventothermal synthesis and X-ray crystal structures of two nickel complexes with novel alkoxy-substituted phthalocyanine ligands

Solventothermal reactions of nickel acetate tetrahydrate with 1,2-dicyanobenzene in methanol and ethanol yield novel complexes in which nickel atoms are coordinated by modified phthalocyanine ligands with inner rings bearing methoxy and ethoxy substituents, respectively.

Low-temperature synthesis of phthalocyanine and its metal complexes

Conditions for synthesizing unsubstituted phthalocyanine and its metal complexes from phthalonitrile at low temperatures (0-50°C) are optimized. Phthalocyanine and phthalocyaninates are produced under these conditions using activated Rieke metals, metals on inert substrate, sources of soluble metals in the form of unstable metal complexes, zeolites, solid-phase electrosynthesis of phthalonitrile, and UV irradiation. The use of pyrophoric metals is found to be the most efficient due to a large number of defects in their structure favoring the initial stage of phthalonitrile cyclization on a metal matrix. The suggested mechanism of formation of phthalocyanine macrocycle assumes participation of metal agglomerates occurring in activated metals. Pleiades Publishing, Inc., 2006.

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Accurate molecular structure of nickel phthalocyanine (NiN 8C32H16): Gas-phase electron diffraction and quantum-chemical calculations

The molecular structure of the nickel phthalocyanine (NiPc) was determined using the combination of gas-phase electron diffraction (GED), mass spectrometry and quantum chemical calculations. The DFT calculations with employing different functionals and ba

Nanosized charge-transfer salts of metal phthalocyanine iodides ([MPc]I) produced by direct reaction of MPc-silica hybrid nanoparticles with iodine

An efficient preparation of nanosized charge-transfer (CT) salts of metal phthalocyanine iodides has been achieved by direct reaction of metal phthalocyanine-silica hybrid nanoparticles with iodine. The direct reaction was enabled by the enhanced reactivity of the nanoparticles, which possess enlarged surface areas. TEM observation revealed that the [MPc]I salts thus formed separate from the shell layers of the nanoparticles during the reaction to form rod-shaped nanostructures of hundreds of nanometres in length and about 30 nm in diameter.

Nanostructural catalyst: Metallophthalocyanine and carbon nano-onion with enhanced visible-light photocatalytic activity towards organic pollutants

Metallophthalocyanine (MPc) and carbon nano-onion (CNO) derivatives were synthesized and characterized by using ultraviolet-visible spectroscopy, infrared and Raman spectroscopy, scanning electron microscopy with energy-dispersive X-ray spectroscopy and X-ray powder diffraction. The unmodified CNOs and MPc-CNO derivatives were used as photocatalysts for rhodamine B (RhB) degradation under visible-light irradiation. The photocatalytic studies revealed that the MPc-CNO nanostructural materials simultaneously exhibited a high absorption capacity and an excellent visible-light-driven photocatalytic activity towards RhB. These nanostructures possess great potential for use as active photocatalysts for organic pollutant degradation.

Systematic study of transition-metal (Fe, Co, Ni, Cu) phthalocyanines as electrocatalysts for oxygen reduction and their evaluation by DFT

In this work, a facile approach is reported to prepare a series of transition-metal phthalocyanines (TMPc) supported on graphitized carbon black (TMPc/GCB, TM: Fe, Co, Ni and Cu) as oxygen reduction reaction (ORR) electrocatalysts, via π-π interaction self-assembly. Through transmission electron microscopy (TEM), Raman spectroscopy and UV spectroscopy, it was found that TMPc was coated on graphitized carbon black with non-aggregated morphology. The catalytic activity, both in terms of the onset potential (0.98 V to 0.76 V) and half-wave potential (0.90 V to 0.55 V) follows the trend of FePc/GCB > CoPc/GCB > CuPc/GCB > NiPc/GCB. However, the catalytic durability follows the decreasing order of NiPc/GCB > CoPc/GCB > FePc/GCB > CuPc/GCB. To better elucidate the ORR catalytic mechanism for TMPc/GCB, we employed density functional theory (DFT) calculations and drew the following conclusions: (i) the -O2 adsorption is the major step to determine the ORR catalytic activity; (ii) the way O2 is adsorbed on TMPc is the key point affecting the Tafel slope; (iii) the -H2O2 desorption determines the transfer electron number; and (iv) the -OH desorption and the central metal atom removal leads to the damage affecting catalytic durability.