Copper(II) phthalocyanine

Base Information

• Chemical Name: Copper(II) phthalocyanine
• CAS No.: 147-14-8
• Molecular Formula: C32H16CuN8
• Molecular Weight: 576.079
• Hs Code.: 32041300
• ICSC Number: 1638
• Mol file: 147-14-8.mol

Synonyms:copper phthalocyanine;cuprolinic blue;cupromeronic blue;Monastral Blue B;Monastral blue dye;Monastral Fast Blue;phthalocyanine blue

Chemical Property of Copper(II) phthalocyanine

Chemical Property:

• Appearance/Colour: dark blue fine crystalline powder
• Melting Point: 600 °C (dec.)
• PSA: 84.02000
• Density: 1.62[at 20℃]
• LogP: 1.46190
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: <0.1 g/100 mL at 20℃
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 575.079390
• Heavy Atom Count: 41
• Complexity: 1180

Purity/Quality:

99.5% ^*data from raw suppliers

Copper(II) phthalocyanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• 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=NC(=NC6=NC(=NC2=N3)C7=CC=CC=C76)C8=CC=CC=C85)C9=CC=CC=C94.[Cu]
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached.
• Description: Copper(II) phthalocyanine, known as CuPc, has been used as an electron donor?with fullerene-C60 or phenyl-C61-butyric acid methyl ester (PCBM) in vacuum-deposited organic photovoltaics (OPV).?Power conversion efficiency of about 1% has been achieved [2] and improved efficiency of 4% with pentacene-doped CuPc layer . CuPc has also been used as a hole-injection material for light-emitting diodes. It has been reported that a thin CuPc layer may effectively enhance the hole injection from the anode to the emissive-polymer layer, resulting in a dramatic decrease of operating voltage of the device . Device stability was achieved by?depositing a copper phthalocyanine CuPc hole-injection layer?HIL on the ITO anode.
• Uses: Copper(II) phthalocyanine are involved in the study of photosensitizer chemistry for uniform polymerization, luminescence chemistry and spectrophotometric analysis, organic synthesis and polymerization. This pigment is used in enamels, linoleum, inks, plastics, and rubber goods. Photoisomerizable phthalocyanines are used in rewritable CD or DVD printing.Other applications in organic solar cells, biosensitizers and display devices such as OLED , OTFT, Wearable Display, and e-paper.

Technology Process of Copper(II) phthalocyanine

There total 112 articles about Copper(II) 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: 98.0%

phthalonitrile (91-15-6) → copper phthalocyanine (147-14-8)

Guidance literature:

With CuCl₂*2H₂O; for 0.166667h; microwave irradiation;

DOI:10.3390/61000831

Reference yield: 94.0%

phthalic anhydride (85-44-9) + urea (57-13-6) + copper(l) chloride → copper phthalocyanine (147-14-8)

Guidance literature:

With ammonium molibdate; In nitrobenzene; Heating; Industrial scale;

Reference yield: 93.0%

phthalic anhydride (85-44-9) → copper phthalocyanine (147-14-8)

Guidance literature:

With ammonium molybdate tetrahydrate; urea; for 0.0833333h; microwave irradiation;

DOI:10.3390/61000831

upstream raw materials:

phthalic anhydride

phthalonitrile

phthalimide

benzene-1,2-dicarboxylic acid

Downstream raw materials:

copper(II) phthalocyaninetetrasulfonyl chloride

Cu(C₈H₃N₂SO₂NH(C₆H₁₁))4

C32Cl16CuN8, β

hydrogen cyanide

Refernces

• 1、 Fukuda, Takamitsu,Kikukawa, Yuu,Tsuruya, Ryota,Fuyuhiro, Akira,Ishikawa, Naoto,Kobayashi, Nagao. "Effect of chain length on thermal conversion of alkoxy-substituted copper phthalocyanine precursors". . p. 11832 - 11837. Retrieved 2011.
• 2、 Wang, Heng-guo,Wang, Haidong,Si, Zhenjun,Li, Qiang,Wu, Qiong,Shao, Qi,Wu, Lanlan,Liu, Yu,Wang, Yinghui,Song, Shuyan,Zhang, Hongjie. "A Bipolar and Self-Polymerized Phthalocyanine Complex for Fast and Tunable Energy Storage in Dual-Ion Batteries". . p. 10204 - 10208. Retrieved 2019.
• 3、 Kubiak, Ryszard,Janczak, Jan. "X-ray analysis of phthalocyanines formed in the reaction of Au-Cu and Au-Sn alloys with 1,2-dicyanobenzene". . p. 107 - 112. Retrieved 1992.
• 4、 Gardberg, Anna S.,Doan, Peter E.,Hoffman, Brian M.,Ibers, James A.. "Singly and Doubly Oxidized Phthalocyanine (pc) Rings: [Cu(pc)(ReO4)] and [Cu(pc)(ReO4)2]". . . Retrieved 2001.
• 5、 Barrett, P. A.,Frye, D. A.,Linstead, R. P.. "". . . Retrieved 1938.
• 6、 Tomoda, Haruhiko,Saito, Shojiro,Ogawa, Shojiro,Shiraishi, Shinsaku. "SYNTHESIS OF PHTHALOCYANINES FROM PHTHALONITRILE WITH ORGANIC STRONG BASES". . p. 1277 - 1280. Retrieved 1980.
• 7、 Ma, Guohong,Guo, Lijun,Mi, Jun,Liu, Ye,Qian, Shixiong,Pan, Daocheng,Huang, Yue. "Femtosecond nonlinear optical response of metallophthalocyanine films". . p. 633 - 638. Retrieved 2001.
• 8、 Achar,Lokesh. "Studies on polymorphic modifications of copper phthalocyanine". . p. 1987 - 1993. Retrieved 2004.
• 9、 Imperatori, Patrizia,Paoletti, Anna Maria,Pennesi, Giovanna,Zanotti, Gloria. "Sustainable approaches to the synthesis of metallophthalocyanines in solution". supporting information. . Retrieved 2021/06/15.
• 10、 Farahmand, Shohreh,Ghiaci, Mehran,Razavizadeh, Jala.S.. "Copper phthalocyanine as an efficient and reusable heterogeneous catalyst for direct hydroxylation of benzene to phenol under mild conditions". . p. 174 - 179. Retrieved 2018/09/29.