94827-58-4

Upstream product

• 111-83-1 1-bromo-octane 
• 51094-17-8 5,10,15,20-tetrakis(4'-hydroxyphenyl)porphyrin 
• 109-97-7 pyrrole 
• 24083-13-4 4-octyloxybenzaldehyde 
• 714951-81-2 2-[α-(p-3-methyl-3-hydroxybut-1-yn-1-yl)phenyl-α-hydroxymethyl]thiophene 

Downstream Products

• 118494-29-4 zinc 5,10,15,20-tetra(4-octyloxyphenyl)porphyrin 
• 118494-30-7 cobalt 5,10,15,20-tetra(4-octyloxyphenyl)porphyrin 

Relevant academic research and scientific papers

Donor-π-acceptor type porphyrins with large two-photon absorption cross section

The third-order nonlinear optical properties of 5-(4-pyrenylalkynylphenyl)-10,15,20-tris(4-octyloxyphenyl)porphyrin (1) and 5-(4-iodophenyl)-10,15,20-tris(4-octyloxyphenyl)porphyrin (2) have been comparatively investigated with symmetrical 5,10,15,20-tetra(4-octyloxyphenyl)porphyrin (3) and pyrene (4) as reference using femtosecond-pulsed Z-scan technique. Due to the D-π-A structure, both A3B type asymmetric porphyrins 1 and 2 were revealed to exhibit larger two-photon absorption (2PA) cross sections over the symmetrical analogue 3 with the largest value of 6.1 × 105 GM revealed for 1 because of the intramolecular energy transfer from the excited pyrene moiety to the porphyrin moiety as indicated by the fluorescence spectroscopic result. The good 2PA properties of these A3B type porphyrins with ultrafast response indicate their good application potential in nonlinear photonic devices.

Investigation of Morphology-Controlled Ultrafast Relaxation Processes of Aggregated Porphyrin

Here, we have synthesized rod and flake shaped morphology of porphyrin aggregates from 5, 10, 15, 20-tetra (4-n-octyloxyphenyl) porphyrin (4-opTPP) molecule which are evident from scanning electron microscopy (SEM). The formation of J-type aggregation is evident from steady state and time-resolved fluorescence spectroscopic studies. Ultrafast transient absorption spectroscopic studies reveal that the excited state lifetime is controlled by the morphology and the time constant for S1→S0 relaxation changes from 3.05 ps to 744 ps with changing the shape from rod to flake, respectively. In spite of similar exciton coupling energy in both the aggregates, the flake shaped aggregates undergo a faster exciton relaxation process and the non-radiative relaxation channels are found to depend on the shape of aggregates. The fundamental understanding of morphology controlled ultrafast relaxation processes of aggregated porphyrin is important for designing efficient light harvesting devices.

Side chain modified porphyrin molecules and application thereof

The invention discloses side chain modified porphyrin molecules and application thereof. According to the side chain modified porphyrin molecules, porphyrin molecules with electron enriching functionsare adopted as a core of capturing charges, an alkoxy chain segment is adopted as an inhibition part of a charge transfer process, and the molecules are ensured to be applied to flexible structures for solution processing. Molecule structures are reasonably designed from the view of film morphologies, preparation processes and performance regulation and control, and properties of organic field effect transistor storage devices are compared. The invention provides a material and device preparation method which is feasible in commercial popularization, low in cost and simple in process while properties of storage devices are regulated.

Engineering the optoelectronic properties of MoS2 photodetectors through reversible noncovalent functionalization

We present an easy noncovalent functionalization of MoS2-based photodetectors that results in an enhancement of the photoresponse by about four orders of magnitude, reaching responsivities up to 100 A W?1. The functionalization is te

Synthesis and mesomorphism of tetraphenylporphyrin derivatives

Tetra-meso-phenylporphyrins with higher alkoxy substituents at 4-positions of 5,15- or 5,10,15,20-phenyl groups have been synthesised; their liquid-crystal properties have been studied, and compounds that can undergo vitrification with retention of the me

NOVEL COMPOUNDS AND USES THEREOF

A compound of formula (I): wherein X1, X2, X3, X4, Y1, Y2, Y3, Y4 and Z have meanings given in the description, and metallated forms of such compounds, which are usefu

One-flask synthesis of mono- and trifunctionalized 21-thia and 21-oxaporphyrin building blocks and their application in the synthesis of covalent and noncovalent unsymmetrical porphyrin arrays

A rapid synthetic route has been developed to synthesize mono- and trifunctionalized 21-thia and 21-oxaporphyrin systems using simple precursors such as 2[α-(aryl)-α-hydroxvmethyl] thiophene (thiophene mono-ol) and 2[α-(aryl)-α-hydroxvmethyl] furan (furan mono-ol), respectively. Condensation of one equivalent of thiophene or furan mono-ol with two equivalents of aryl aldehyde and three equivalents of pyrrole under porphyrin forming conditions followed by column chromatography resulted in functionalized 21-thia or 21-oxaporphyrins. To synthesize monofunctionalized porphyrins, the mono-ol containing the functionalized aryl group was used. The functionalized aldehydes were used to synthesize trifunctionalized porphyrins. The mono-ol method is versatile and applicable to synthesize mono- and trifunctionalized 21-thia and 21-oxaporphyrins containing functional groups such as iodophenyl, ethynylphenyl, hydroxyphenyl, bromophenyl, and pyridyl groups. The monofunctionalized porphyrin building blocks containing iodophenyl and ethynylphenyl groups were used further to synthesize four unsymmetrical covalent porphyrin dimers containing two different porphyrin cores such as N 3S-N4, N3O-N4, and N 3S-N3O bridged via diaryl ethyne group and one symmetrical phenylethyne bridged dimer containing two N3S cores. A preliminary photophysical study on these dimers indicated a possibility of energy transfer from one subunit to another. We also demonstrated the use of trifunctionalized porphyrins in the synthesis of two noncovalent unsymmetrical porphyrin tetramers containing one N3S and three N4 porphyrin subunits.

Rothemund and Adler-Longo Reactions Revisited: Synthesis of Tetraphenylporphyrins under Equilibrium Conditions

We present a new synthetic strategy for preparing tetraphenylporphyrins that should greatly expand synthetic entries into porphyrin containing model systems.Pyrrole and the desired benzaldehyde react reversibly at room temperature with trace acid catalysis to form the cyclic tetraphenylporphyrinogen at thermodynamic equilibrium.An oxidant is then added to irreversibly convert the porphyrinogen to the porphyrin.The greater stability of the cyclic porphyrinogen over the open-chain polypyrrylmethanes occurs when the reaction is performed at moderate dilution (10-2 M).The reaction at high dilution or high concentration affords a negligible yield of the cyclic porphyrinogen.Porphyrinogen exchange reactions provide proof of equilibrium.This methodology is complementary to the Adler-Longo procedure, allowing small quantities of porphyrins to be prepared from sensitive aldehydes in 30-40percent yield without difficult purification problems.This methodology is also extended to the preparation of meso-tetraalkylporphyrins and one hybrid porphyrin containing both aryl and alkyl substituents.The mild reaction conditions and convenience of this method permit consideration of new design strategies in preparing complex porphyrins.

SYNTHESIS OF TETRAPHENYLPORPHYRINS UNDER VERY MILD CONDITIONS

Reaction of pyrrole and an aromatic aldehyde at room temperature affords the corresponding tetraarylporphyrinogen in high yield at thermodynamic equilibrium.Oxidation yields the porphyrin.The reactions conditions are of broad scope.