How to synthesis Resorcinol

Description

Resorcinol chemistry has seen an enormous leap in polymer and coating technology. Resins such as epoxy, aromatic polyesters, polyamides, and formaldehyde-based on Resorcinol and its derivatives are commercially manufactured polymers. These resorcinol-based polymers have established a diverse profile for their applications as adhesives, coatings, plastic moldings, rubber composites, etc[1].

Importance of Resorcinol Production

Resorcinol is a kind of application of meticulous Organic Chemicals widely, and it has extremely important effects in agriculture, dyestuff, coating, medicine, plastics, rubber and electronic chemical product fields. In the field of medicaments, Resorcinol has certain germicidal actions, can treat the dermatosis of fungi infestation or be used as an enteron aisle sterilizing agent; in addition, Resorcinol or an important medicine intermediate, such as it is the initial feed of antitubercular agent para-aminosalicylic acid medicine[2].

There are Si Peike chemical companies in Germany and Britain, the U.S. and SUMITOMO CHEMICAL Chemistry in the enterprise that can produce more than ten thousand tons in the world per year. In the U.S., the consumption of domestic Resorcinol in 2004 reached 1.6 ten thousand tons, with resorcinol consumption being 6 kilotons, estimated to be an annual 3.5% speed increment. Along with raising people's living standards, the domestic demand for Resorcinol is also continuously increasing, and this sought-after Resorcinol price that makes rises sharply, the domestic upsurge in construction rising Resorcinol.

Synthesis method

The industrial process of domestic Resorcinol comprises the benzene sulfonated alkali fusion method, group method of substitution, arylation method, hydroxylating phenol, and m-Diisopropylbenzene oxidation style.

The group method of substitution is the group on hydroxyl-substituted ring, the general designation of a class reaction of the Resorcinol system. The raw material of the method comprises orthodichlorobenzene, Meta Dichlorobenzene, mphenylenediamine.In the method, orthodichlorobenzene utilizes a substitution reaction to reset to produce Resorcinol, and its other product is o-phenol, which greatly limits this reaction application industrially. Raw material production Resorcinol needs High-Temperature High Pressure, rare metal lanthanum makes catalyzer, and the productive rate is too low with Meta Dichlorobenzene, be not suitable for carrying out suitability for industrialized production. The production of the Resorcinol method is widely applied at home. First, m-nitro is reduced to a mphenylenediamine at high temperature under high pressure, and the Resorcinol substitution reaction occurs with water and acid. However, two amido reactive behaviours of mphenylenediamine are poor in the method; the process of preparing Resorcinol often needs longer reaction times and a more acidic medium to promote the carrying out of the reaction. Another kind of group method of substitution is hydrolyzed under certain temperature and pressure by mphenylenediamine to obtain the Resorcinol, the defect of the method is, need higher temperature of reaction and longer reaction times, the inwall of reaction vessel also needs to plate one deck rare metal, and cost is high.

An invention discloses a synthesis method of Resorcinol. M-phenylenediamine used as raw material is subjected to a one-pot process under the actions of NaNO2 and solid-supported acid to obtain the Resorcinol. The method has the advantages of mild reaction conditions, no need for an expensive catalyst, short reaction time and environment friendliness; the other product, nitrogen, does not influence the product purity; and the used solid-supported acid catalyst can be reutilized, thereby lowering the cost and reducing the acid consumption in the reaction step.

References

[1] Prashil. Dharmesh. Desai*, Ramanand. Namdev. Jagtap. “Synthesis and Characterization of Fiber-Reinforced Resorcinol Epoxy Acrylate Applied to Stereolithography 3D Printing.” ACS Omega 6 46 (2021): 31122–31131.

[2] Jie Liu. “Synthesis and Thermal Properties of Resorcinol–Furfural Thermosetting Resin.” ACS Omega 5 17 (2020): 10011–10020.