Industrial Consultancy & Sponsored Research (IC&SR) , IIT Madras

A Chromatographic Method for Separation of B-dibromo- and Tribromo-meso-tetraphenylporphyrins

Technology Category/Market

Category – Chemicals, Porphyrinic materials

 

Applications – Porphyrinic materials and medicine, Chemical Synthesis, Materials Science, Catalysis, Renewable energy devices.

Industry – Chemical Manufacturing, Materials and Nanotechnology, Pharmaceuticals.

Market – The global chromatography columns market is projected to surpass US$ 3.3 Billion by 2024, with a CAGR of 8.4% during the forecast period 2023 – 2030.

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Problem Statement

  • A few isomers exist for H2TPPBr2, but their separation is hindered due to poor solubility in low polarity solvents, leading to resolution challenges in column chromatography.
  • Current chromatographic methods involve resin, alumina, silica gel, and reverse phase supports, often demanding large amounts of low polarity solvents and proving to be time-consuming and intricate processes.
  • Hence, there is a need to selectively synthesize and efficiently separate H2TPPBrn (n = 2 and 3) derivatives.

Technology

  • The present invention relates to a combined use of chromatographic method with moderate to more polar solvent / polar solvent mixtures for the separation of porphyrins in particular b-dibromo and tribromo-meso-tetraphenylporphyrins.
  • The main aspect of the present invention is chromatographic separation of H2TPPrn (n = 2 and 3) mixture (as shown in Fig. 1,3) using single column consisting of a mixture of two chromatographic supports such as alumina/silica gel/charcoal/cellulose, with varying composition.
  1. Solvent Selection: Employs moderately to highly polar solvents or solvent mixtures (e.g., CHCl3, CH2Cl2, CCl4, toluene) to achieve precise separation of H2TPPBrn (n = 2 and 3) derivatives.
  2. Rapid and Controlled Process: Enables separation completion within 12 hours, marked by colorless elution, and ensures clear differentiation between H2TPPBr2 and H2TPPBr3 derivatives.
  3. Characterization Tools: Utilizes electronic absorption, 1H NMR spectroscopy, and low-resolution ESI mass spectrometry for accurate identification and validation of separated compounds.
  4. The process is rapid for the separation of 0.5 grams of a porphyrin mixture within few hours and total elution time taken is 10-12 hours.

Key Features/Value Proposition

  • Having facile separation of two brominated porphyrins, H2TPPBrn (n = 2 and 3) from a single column consisting of a mixture of two chromatographic supports with varying composition.
  • Useful for at least 0.5 g scale brominated porphyrin mixture in moderate to more polarity solvents / solvent mixtures within several hours.
Questions about this Technology?

Contact for Licensing

Research Lab

Prof. Bhyrappa, P.

Department of Chemistry

Intellectual Property

  • IITM IDF Ref. 1265
  • IN 338544 – Patent Granted

Technology Readiness Level

TRL – 4

Technology validated in lab scale.

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