29116-34-5

Upstream product

• 557-34-6 zinc diacetate 
• 29162-73-0 5,10,15,20-tetrakis(p-bromophenyl)porphyrin 
• 5970-45-6 zinc(II) acetate dihydrate 

Downstream Products

• 150805-46-2 5,10,15,20-tetrakis(4-formylphenyl)-21H,23H-porphyrin 
• 937802-61-4 5,10,15,20-tetra(4-triethoxysilylsynphenyl)porphyrinatezinc(II) 
• 19229-79-9 zinc(II) cation 

Relevant academic research and scientific papers

Bromine-lithium exchange as a straightforward method to obtain meso-tetrakis(4-formylphenyl)porphyrin: A versatile intermediate

A three step, one-pot reaction has been developed for the introduction of the formyl functional group to the meso position of porphyrins. Symmetric meso-tetrakis(4-formylphenyl)porphyrin ((CHO)4TPPH2), an important cornerstone in porphyrin chemistry, was obtained selectively in good yields via bromine-lithium exchange and subsequent Bouveault reaction. The meso-tetrakis(4-formylphenyl)porphyrin was fully characterized by HR-ESI, UV-vis, NMR, and single crystal X-ray diffraction.

Synthesis and network-like self-assembly of porphyrin-polyselenophene complexes

A hexagonal network structure fabricated by self-assembly of a branched conjugated polymer with a porphyrin core and P3HT or P3HS arms is presented (see picture). Polymer symmetry is very important to the network structure formation probably due to the different viscosities in linear and branched polymers. Copyright

Zinc tetraphenylporphyrin-fluorene branched copolymers: Synthesis and light-emitting properties

Three novel branched zinc tetraphenylporphyrin (ZnTPP)-fluorene copolymers P12, P100, and P1000, with different ZnTPP content, were designed and synthesized by a "A2 + A2′ + B 4" approach based on a facile one-pot Suzuki polycondensation reaction. The molar ratio of ZnTPP to fluorene units in the copolymers is 5.50% for P12, 0.91 % for P100, and 0.08% for P1000. The copolymers are thermally stable, readily soluble in common organic solvents, and show ZnTPP content-dependent absorption and emission properties. The band gap of the copolymers decreased with increasing content of ZnTPP from P1000 to P12, and the emission color of the copolymers changed from purplish pink to red. The OLED device using P12 as emitter showed pure red emission (CIE coordinates of x = 0.64, y = 0.30) with a maximum luminance of 740 cd/m2, which is among the highest values for pure red light-emission OLEDs based on porphyrin-containing copolymers. It is noteworthy that these devices all show reasonably stable efficiency over a broad current range, which is a satisfactory performance meeting the need for active-matrix-driven devices.

Porphyrin-based systems containing polyaromatic fragments: Decoupling the synergistic effects in aromatic-porphyrin-fullerene systems

In this work, we report a two-step synthesis that allows the introduction of four pyrene or corannulene fragments at the para position of meso-tetraarylporphyrins using a microwave-assisted quadruple Suzuki-Miyaura reaction. Placing the PAHs at this position, further from the porphyrin core, avoids the participation of the porphyrin core in binding with fullerenes. The fullerene hosting ability of the four new molecular receptors was investigated by NMR titrations and DFT studies. Despite having two potential binding sites, the pyrene derivatives did not associate with C60 or C70. In contrast, the tetracorannulene derivatives bound C60 and C70, although with modest binding constants. In these novel para-substituted systems, the porphyrin core acts as a simple linker that does not participate in the binding process, which allows the system to be considered as two independent molecular tweezers; i.e., the first binding event is not transmitted to the second binding site. This behavior can be considered a direct consequence of the decoupling of the porphyrin core from the binding event.

A copper(II) ion-selective on-off-type fluoroionophore based on zinc porphyrin-dipyridylamino

A new copper(II) fluorescent sensor 5,10,15,20-tetra((p-N,N-bis(2-pyridyl) amino)phenyl)porphyrin zinc (1) has been designed and synthesized by the Ullmann-type condensation of bromoporphyrin zinc with 2,2′-dipyridylamine (dpa) under copper powder as a catalyst as well as with K2CO 3 as the base in a DMF solution. It consists of two separately functional moieties: the zinc porphyrin performs as a fluorophore, and the dpa-linked-to-zinc porphyrin acts as a selected binding site for metal ions. It displays a high selectivity and antidisturbance for the Cu2+ ion among the metal ions examined (Na+, Mg2+, Cr3+, Mn2+, Fe2+, Co2+, Ni2+, Cu 2+, Ag+, Zn2+, Cd2+, Hg 2+, and Fe3+) and exhibits fluorescence quenching upon the binding of the Cu2+ ion with an on-off -type fluoroionophoric switching property. The detection limit is found to be 3.3 × 10-7 M (3s blank) for Cu2+ ion in methanol solution, and its fluorescence can be revived by the addition of EDTA disodium solution. The design strategy and remarkable photophysical properties of sensor 1 help to extend the development of fluorescent sensors for metal ions.

Bromination of β-positions of tetra(4-bromphenyl)porphyrin and its complex with Zn(II)

The reaction of 5,10,15,20-tetra(4-bromophenyl)porphyrin with N-bromosuccinimide in a mixture of chloroform with dimethylformamide afforded 2-bromo-5,10,15,20-tetra(4-bromophenyl)porphyrin. In similar conditions the bromination of Zn(II) 5,10,15,20-tetra(

Liquid crystals from shape-persistent porphyrin stars with intrinsic free space

A small library of shape-persistent, conjugated star-shaped liquid crystals (LCs) with a zinc porphyrin core was successfully synthesized. Different conjugated arms are attached in themeso-positions. The self-assembly is at the limit between liquid crystals and soft crystal phases owing to the space-filling requirement. A model indicates the formation of dimers in double helices. A remarkable mesogen with thiophene linked directly to the porphyrin core generates J-aggregates in solution, which persist in the solid state. In the liquid crystal the J-aggregates disappear but can be reversibly reobtained by solvent treatment.

Conjugated microporous polymers with azide groups: A new strategy for postsynthetic fluoride functionalization and effectively enhanced CO2 adsorption properties

A series of conjugated microporous polymers (CMPs) have been synthesized based on zinc-porphyrin building blocks. Azide groups incorporated within the pores of the CMPs were subjected to alkyne click conditions via a facile, one-step quantitative procedure, the resultant porous frameworks exhibited enhanced CO2 sorption properties.

4D-π-1A type β-substituted ZnII-porphyrins: Ideal green sensitizers for building-integrated photovoltaics

Two novel green β-substituted ZnII-porphyrins, G1 and G2, based on a 4D-π-1A type substitution pattern have been synthesized. Their enhanced push-pull character, by reduction of H-L energy gaps, promotes broadening and red-shifting of absorption bands. The effective synthetic pathway and the remarkable spectroscopic properties make G2 ideal for BIPV application.

Super absorbent conjugated microporous polymers: A synergistic structural effect on the exceptional uptake of amines

Conjugated microporous polymers exhibit a synergistic structural effect on the exceptional uptake of amines, whereas the dense porphyrin units facilitate uptake, the high porosity offers a large interface and the swellability boosts capacity. They are efficient in the uptake of both vapor and liquid amines, are applicable to various types of amines, and are excellent for cycle use.