74684-36-9

Usage

Uses

Used in Polymer and Plastic Industry:
5,10,15,20-tetrakis(3,5-di-tert-butyl-4-hydroxyphenyl)porphyrin is used as an antioxidant stabilizer for polymers and plastics to prevent degradation due to heat and UV radiation. Its strong antioxidant properties help maintain the integrity and performance of these materials over time.
Used in Photodynamic Therapy:
5,10,15,20-tetrakis(3,5-di-tert-butyl-4-hydroxyphenyl)porphyrin is studied for its potential applications in photodynamic therapy. It is a light-sensitive compound that can be used to target and destroy cancer cells when activated by specific wavelengths of light. This makes it a promising candidate for the development of new cancer treatments.
Used in Antioxidant Applications:
Due to its strong antioxidant properties, 5,10,15,20-tetrakis(3,5-di-tert-butyl-4-hydroxyphenyl)porphyrin can be used in various applications where protection against oxidative stress is required. This includes protecting sensitive materials, such as electronic components, from damage caused by reactive oxygen species.

Upstream product

• 109-97-7 pyrrole 
• 555-16-8 4-nitrobenzaldehdye 
• 1620-98-0 3,5-di-t-butyl-4-hydroxybenzaldehyde 
• 591-31-1 3-methoxy-benzaldehyde 
• 872-85-5 pyridine-4-carbaldehyde 
• 126128-54-9 4,4',4'',4'''-porphine-5,10,15,20(21H,22H,23H,24H)-tetraylidenetetrakis(2,6-di-tert-butylcyclohexa-2,5-dien-1-one) 
• 82934-49-4 C₇₆H₉₀N₄O₄ 
• 87140-58-7 5,15-di-(3,5-di-tert-butyl-4-hydroxyphenyl)-10,20-di-(3,5-di-tert-butyl-4-quinomethene) porpho-10,20-dimethene 
• 82934-47-2 C₇₆H₉₂N₄O₄ 

Downstream Products

• 142596-39-2 C₇₆H₉₀N₄O₄^(3-) 
• 82934-47-2 C₇₆H₉₂N₄O₄ 
• 82934-47-2 C₇₆H₉₂N₄O₄ 
• 82934-49-4 C₇₆H₉₀N₄O₄ 
• 126128-54-9 4,4',4'',4'''-porphine-5,10,15,20(21H,22H,23H,24H)-tetraylidenetetrakis(2,6-di-tert-butylcyclohexa-2,5-dien-1-one) 
• 515821-59-7 meso-tetrakis-5,10,15,20-(3,5-di-t-butyl-4-oxo-cyclohexa-2,5-dienylidene)-N₂₁,N₂₃-di((ethoxycarbonyl)methyl)porphyrinogen 
• 515821-50-8 meso-tetrakis-5,10,15,20-(3,5-di-t-butyl-4-oxo-cyclohexa-2,5-dienylidene)-N-((ethoxycarbonyl)methyl)porphyrinogen 

Relevant academic research and scientific papers

Alkylation of 5,10,15-tris(3,5-di-t-butyl-4-hydroxyphenyl)-20-(4-pyridyl)porphyrin

The title porphyrin was prepared and alkylated with heptyl bromide, benzyl bromide and 4-nitrobenzyl bromide in DMF. Only with benzyl bromide did atrial oxidation occur, leading to further alkylation on the macrocyclic nitrogens and N-oxide formation on t

THE FACILE AERIAL OXIDATION OF A PORPHYRIN

Meso-tetrakis(3,5-di-tert-butyl-4-hydroxyphenyl)porphyrin (1a) undergoes rapid, non-photosensitised, aerial oxidation in basic solutions.The product (3) is shown by NMR, UV/visible and Fast-atom Bombardment spectroscopy, to be a novel tetrapyrrolic macroc

How molecules accommodate a 2D crystal lattice mismatch: An unusual 'mixed' conformation of tetraphenylporphyrin

Tetraphenylporphyrin molecules adopt unusual unsymmetrical conformations in order to achieve perfect order at the region between differing 2-D crystal phases. the Owner Societies 2006.

Electrochemical determination of antioxidant properties of a series of tetraphenylporphyrin derivatives and their zinc complexes

Zinc complexes of a series of substituted tetraphenylporphyrins containing OH-groups in the phenyl rings were synthesized. Their antioxidant capacity was estimated in reaction of the porphyrins with 2,2′-diphenyl-1-picrylhydrazyl (DPPH) by cyclic voltamme

Toward volatile and nonvolatile molecular memories: Fluorescence switching based on fluoride-triggered interconversion of simple porphyrin derivatives

A study was conducted to demonstrate the development of volatile- and nonvolatile-type memory elements due to fluorescence switching and based on structural modifications of dye molecules. These memory elements were operated by using fluoride anions as writing components. The study used simple porphyrin derivatives 1 and 2 that possessed four and two redox-active 3,5-di-tert-butyl-4-hydroxyphenyl groups. These derivatives exhibited optical properties, including intense fluorescence of their solutions. Porphyrin derivative 1 was prepared by the condensation of pyrrole with 3,5-di-tert-butyl-4- hydroxybenzaldehyde in propionic acid at reflux, while derivative 2 was prepared by a similar method using a mixture of the appropriate benzaldehydes. Memory cycling of the two derivatives was carried out by a 10-5M solution of 1 in dichloromethane, prepared from a 5×10-4M stock solution and an addition of tetra-n-butylammonium fluoride to the solution.

Facile Aerial Oxidation of a Porphyrin. Part 4. Unsymmetrical meso-Tetra Aryl Porphyrins with 3,5-Di-t-Butyl-4-Hydroxyphenyl and 4-Hydroxyphenyl Substituents

A series of porphyrins (2a)-(5a), unsymmetrically substituted in their meso-positions with 3,5-di-t-butyl-4-hydroxyphenyl (DtB4HP) and 4-hydroxyphenyl (4HP) groups, has been synthesised and characterised.The two di-DtB4HP di-4HP isomeric porphyrins, (3a) and (4a) (called 'cis' and 'trans', respectively), in particular are distinguishable by 1H n.m.r. spectroscopy.In basified dichloromethane (DCM) solutions, the porphyrins undergo drastic colour and u.v.-visible changes which, in 1 mol dm-3 methanolic potassium hydroxide, is indicative of irreversible aerial oxidation that is slower and less extensive than for the symmetrically tetrakis-DtB4HP substituted porphyrin (1).Cyclic voltammetry supports this, indicating that in basified DCM solutions, one-electron oxidation of porphyrins (2a)-(5a) becomes increasingly more difficult than for (1), as the DtB4HP groups are replaced by 4HP.An explanation of the relative redox activity of these porphyrins compared with (1), is offered in terms of the different electron-releasing properties of the two types of phenolic substituent.

FACILE AERIAL OXIDATION OF UNSYMMETRICAL MESO-TETRAARYL PORPHYRINS WITH 3,5-DI-t-BUTYL-4-HYDROXYPHENYL (DtB4HP) AND 4-NITROPHENYL (4-NP) SUBSTITUENS.

Porphyrins unsymmetrically substituted with 3,5-di-t-butyl-4-hydroxyphenyl (DtB4HP) and 4-nitrophenyl (4-NP) groups, have been synthesised and characterised.Their aerial oxydation in basified dichloromethane solution has been studied, using u.v.-visible spectroscopy, and compared with their half-wave potentials (E0) obtained from cyclic voltammetry.

IMROVED METHOD FOR SYNTHESIS OF SUBSTUTUTED TETRAPHENYLPORPHINS

Condensation of pyrrole with benzaldehydes in a mixture of xylene and chloroacetic acid gives a series of substituted tetraphenylporphins with yields exeeding the yields of porphyrins synthetized according to known preparative methods.