31248-39-2

Basic information

• Product Name: PTOEP
• Synonyms: RARECHEM AS SA 0081;PT(II) OCTAETHYLPORPHINE;PT(II) OCTAETHYLPORPHINE(PTOEP)2,3,7,8,12,13,17,18-OCTAETHYL-21H,23H-PORPHINE PLATINUM(II);PTOEP;PLATINUM OCTAETHYLPORPHYRIN;Platin(II)octaethylporphine;Pt(II) Octaethylporphine (PtOEP);PtOEP, Platinum(II) 2,3,7,8,12,13,17,18-octaethyl-21H,23H-porphyrin
• CAS NO: 31248-39-2
• Molecular Formula: C₃₆H₄₄N₄Pt
• Molecular Weight: 727.84
• Product Categories: Porphyrins;Synthetic Porphyrins
• Mol File: 31248-39-2.mol

Chemical Properties

• Melting Point: >300 °C
• Appearance: /
• CAS DataBase Reference: PTOEP(CAS DataBase Reference)
• NIST Chemistry Reference: PTOEP(31248-39-2)
• EPA Substance Registry System: PTOEP(31248-39-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 31248-39-2(Hazardous Substances Data)

Usage

Uses

Used in Oxygen Sensing Applications:
PtOEP is used as a fluorescent dye for the fabrication of polymerand silica-based oxygen sensors. Its oxygen-quenchable luminescent properties make it an ideal candidate for detecting and measuring oxygen levels in different environments.
Used in Organic Light-Emitting Diode (OLED) Applications:
PtOEP is used as a red triplet emitting material with high external quantum yields in OLEDs. Its red emission near 650 nm, depending on the host material and processing conditions, contributes to the development of energy-efficient and high-quality display technologies.
Used in Host Material Doping:
PtOEP is used as a dopant in host materials like CBP (Cesium Biphenylidene) and Alq3 (Aluminum Tris(8-hydroxyquinolinato)). Its incorporation into these materials enhances the performance and efficiency of the resulting devices, such as OLEDs and other optoelectronic applications.

Synthetic route

bis(benzonitrile)dichloroplatinum(II) (14873-63-3, 15617-19-3, 51921-56-3) + 2,3,7,8,12,13,17,18-octaethyl-porphyrin (2683-82-1) → platinum(II) octaethylporphyrin (31248-39-2)

Conditions	Yield
With sodium proprionate In chlorobenzene under 760.051 Torr; for 3.5h; Reflux;	98%

2,3,7,8,12,13,17,18-octaethylporphyrin + dihydrogen hexachloroplatinate(IV) hexahydrate → platinum(II) octaethylporphyrin (31248-39-2)

Conditions	Yield
In further solvent(s) reflux of 2,3,7,8,12,13,17,18-octaethylporphine, H2PtCl6*6H2O and phenolfor 9 h; cooling, dissolving in DMF, pouring into H2O, pptn., filtration, washingwith H2O, drying, chromy. on silica gel (CHCl3:C6H12 (1:2) as eluent); elem. anal.;	76%

platinum(II) octaethylporphyrin (31248-39-2) → PtN4C20H4(C2H5)8Cl2 (74455-57-5)

Conditions	Yield
With hydrogenchloride; dihydrogen peroxide In chloroform refluxed; 30 min;; cooled; washed with water; organic layer dried over MgSO4; filtered; chromd. (SiO2, CH2Cl2, then CHCl3); recrystd. from CHCl3/MeOH;;	95%

platinum(II) octaethylporphyrin (31248-39-2) + [tris{3,5-bis(heptafluoropropyl)-1,2,4-triazolatosilver(I)}] + benzene (71-43-2) → 1.5C6H6*C24Ag3F42N9*C36H44N4Pt

Conditions	Yield
for 0.5h; Heating;	86%

platinum(II) octaethylporphyrin (31248-39-2) + fullerene-C60 (99685-96-8, 161105-99-3, 161106-00-9, 111138-12-6, 133318-63-5, 134053-11-5, 134931-35-4, 134931-36-5, 139703-76-7, 145633-27-8, 175414-73-0, 175414-74-1, 175414-75-2, 175519-12-7, 175519-13-8, 175519-14-9, 175519-15-0, 136376-46-0, 144906-37-6, 144906-38-7, 151767-00-9, 152882-97-8, 152882-98-9, 152882-99-0, 153062-34-1, 154171-74-1, 154171-75-2, 154333-99-0, 154334-00-6, 154397-63-4, 154460-59-0, 199456-56-9, 108739-25-9, 120329-57-9, 120329-58-0) + benzene (71-43-2) → C60*[Pt(octaethylporphyrine dianion)]*2C6H6

Conditions	Yield
In benzene satd. soln. of C60 in benzene was diffused into satd. soln. of Pt complex in benzene;

platinum(II) octaethylporphyrin (31248-39-2) + poly(9,9-dioctylfluorene) → poly(9,9-dioctylfluorene) doped with platinum(II) octaethylporphine

Conditions	Yield
In tetrahydrofuran; water Sonication; polymer dissolved in THF by stirring overnight in inert atmosphere, soln. of polymer and Pt-complex in THF added quickly to water while sonicated, sonicated for additional 10 s;

platinum(II) octaethylporphyrin (31248-39-2) + poly(9,9-dihexylfluorene) → poly(9,9-dihexylfluorene) doped with platinum(II) octaethylporphine

Conditions	Yield
In tetrahydrofuran; water Sonication; polymer dissolved in THF by stirring overnight in inert atmosphere, soln. of polymer and Pt-complex in THF added quickly to water while sonicated, sonicated for additional 10 s;

Upstream product

• 106117-28-6 2,3,7,8,12,13,17,18-octaethylporphyrin 
• 14873-63-3 bis(benzonitrile)dichloroplatinum(II) 
• 2683-82-1 2,3,7,8,12,13,17,18-octaethyl-porphyrin 

Relevant articles and documents

Facile and practical synthesis of platinum(II) porphyrins under mild conditions

A facile and mild method for the preparation of platinum(II) porphyrin complexes is reported. A simple treatment of freebase porphyrins with 1.5 equiv of [PtCl2(PhCN)2] in the presence of sodium propionate in refluxing chlorobenzene (bp: 131°C) affords the corresponding Pt(II) complexes in good yields within a few hours. Furthermore, the work-up processes for our methods are less complex than those for the reported ones because chlorobenzene can be easily removed by simple evaporation.

Effect of the chemical modification of the tetrapyrrole macrocycle on the reactivity of porphyrins in complexation with Pt4+ and Pd 2+ cations

The reactions of 5,10,15,20-tetraphenylporpine, 5,10,15-triphenyl-20-(4- hexadecanoxyphenyl)porphine, 5,10,15,20-tetra-(4-butoxyphenyl)porphine, and 2,3,7,8,12,13,17,18-ocaethylporphine with H2PtCl6 in boiling phenol and with PdCl2 in boiling dimethylformamide are studied by spectrophotometry. Due to a strong electronic effect of the substituents, the reactivity of the tetrapyrrole macrocycle during porphyrinate formation changes by more than two orders of magnitude. Platinum(II) 5,10,15-triphenyl-20-(4-hexadecanoxyphenyl)porphinate and palladium(II) 5,10,15,20-tetra-(4-butoxyphenyl)porphinate have been synthesized and identified for the first time. Nauka/Interperiodica 2007.