The great discovery of 1927: How was copper phthalocyanine born from a colorless substance?

Copper phthalocyanine (CuPc), also known as phthalocyanine blue or blue-green, is a bright synthetic blue pigment widely used in paintings and dyes. Copper phthalocyanine has a bright color, excellent light stability, coloring ability and acid and alkali resistance, so it is highly valued in the industrial and artistic fields. It usually occurs as a blue powder and is insoluble in most solvents, including water. How was such a pigment derived from a colorless compound discovered?

History

The discovery of copper phthalocyanine dates back to 1927, when scientists accidentally synthesized this bright pigment by reacting copper(I) cyanide with o-dibromobenzene. In this reaction, the main product is colorless phthalonitrile, but a strong blue by-product, copper phthalocyanine, is also produced. Soon afterwards, some researchers in Scotland observed the formation of a small amount of phthalocyanine dye during the synthesis of phthalamide, which further promoted the research and application of copper phthalocyanine.

In 1937, DuPont began producing copper phthalocyanine blue in the United States and launched it under the trademark "Monastral Blue". It was subsequently widely used in the industrial markets in the United Kingdom and Germany.

Manufacturing Process

The production of copper phthalocyanine mainly relies on two processes: the phthalonitrile method and the phthalic anhydride/urea method. Both methods have their own advantages and disadvantages. The phthalonitrile method is mainly used in Germany, while the phthalic anhydride/urea method was developed in the United Kingdom and the United States. Among them, the phthalonitrile method is to heat and react phthalonitrile and copper salt to generate copper phthalocyanine.

Another method is to mix and heat phthalic anhydride and urea. The output of this process is usually higher than that of the phthalonitrile method. However, with the rise of environmental awareness, solvent-free baking processes have received more and more attention in recent years.

Application fields

Copper phthalocyanine is not only a pigment, but also plays an important role in catalytic reactions. For example, it is widely studied for use in oxygen reduction reactions and those gas treatments where hydrogen sulfide removal is required.

The pigment's stability makes it also ideal for printing inks, coatings and many plastics.

Potential research directions

Copper phthalocyanine has also shown potential in the field of molecular electronics, where its high chemical stability makes it highly suitable as a material for organic solar cells. As an electron donor, copper phthalocyanine has important application value in a variety of electronic devices.

Toxicity and Safety

Research shows that copper phthalocyanine is not toxic to fish and plants, and its potential harm to humans has been confirmed to be minimal. Animal experimental data show that the oral LD50 value of this compound is greater than 5 g/kg, showing good safety.

Conclusion

The discovery and application of copper phthalocyanine proved the unexpectedness and creativity of chemical reactions, transforming it from a colorless substance into a magnificent pigment, and its impact on modern industry and art has been profound. This is not only a success in scientific research, but also an improvement in human understanding of material properties. So, what other unexpected chemical discoveries will appear in the future?

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