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Firpic, also known as Bis[2-(4,6-difluorophenyl)pyridinato-C2,N](picolinato)iridium, is a light blue heteroleptic triplet emitter and a bis-cyclometallated iridium complex. It is widely investigated for its attractive sky-blue emission, high emission efficiency, and suitable energy levels as a phosphorescent dopant material.

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    Cas No: 376367-93-0

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  • 376367-93-0 Structure
  • Basic information

    1. Product Name: Firpic
    2. Synonyms: Firpic;Bis(4,6-difluorophenylpyridinato-N,C2)picolinatoiridium;bis[3,5-difluoro-2-(2-pyridinyl-kn)phenyl-kc](2-pyridinecarboxylato-kn1,ko2)-iridium;Bis(4,6-difluorophenylpyridine)( picolinate) iridiuM(Ⅲ);FIrPic , Firpic Produkt Beschreibung;IridiuM(III) bis[(4,6-difluorophenyl)-pyridinato-N,C2']picolate;iridiuM(III)bis[2-(4',6'-difluorophenyl)pyridinato-N,C(2')]-picolinate;FPicIr
    3. CAS NO:376367-93-0
    4. Molecular Formula: C28H16F4IrN3O2
    5. Molecular Weight: 694.665
    6. EINECS: N/A
    7. Product Categories: olde Materials;oled materials;fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis, functional materials
    8. Mol File: 376367-93-0.mol
    9. Article Data: 7
  • Chemical Properties

    1. Melting Point: 330-335°C
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: Sealed in dry,Room Temperature
    8. Solubility: N/A
    9. CAS DataBase Reference: Firpic(CAS DataBase Reference)
    10. NIST Chemistry Reference: Firpic(376367-93-0)
    11. EPA Substance Registry System: Firpic(376367-93-0)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 376367-93-0(Hazardous Substances Data)

376367-93-0 Usage

Uses

Used in Organic Light Emitting Diodes (OLEDs):
Firpic is used as a phosphorescent dopant material for its attractive sky-blue emission, high emission efficiency, and suitable energy levels. It is typically doped into host matrices such as tetra-aryl silanes and short conjugation length carbazole derivatives, showing a good quantum efficiency.
Used in Suzuki Reaction:
Firpic is also utilized in the Suzuki reaction, a widely used method in organic chemistry for the formation of carbon-carbon bonds, particularly in the synthesis of various organic compounds and materials.

Classification

Iridium complex, Phosphorescent blue emitter, Organic light-emitting diodes, Organic electronics.

Check Digit Verification of cas no

The CAS Registry Mumber 376367-93-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,7,6,3,6 and 7 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 376367-93:
(8*3)+(7*7)+(6*6)+(5*3)+(4*6)+(3*7)+(2*9)+(1*3)=190
190 % 10 = 0
So 376367-93-0 is a valid CAS Registry Number.

376367-93-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name Bis[2-(4,6-difluorophenyl)pyridinato-C2,N](picolinato)iridium(III)

1.2 Other means of identification

Product number -
Other names F2Irpic FIrpic

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:376367-93-0 SDS

376367-93-0Downstream Products

376367-93-0Relevant articles and documents

Molecular-engineered [Ir(Fppy)2(Mepic)] towards efficient blue-emission

Zanoni, Kassio P. S.,Ito, Akitaka,Murakami Iha, Neyde Y.

, p. 6367 - 6376 (2015)

A novel Ir(III) complex, [Ir(Fppy)2(Mepic)] (Fppy = 2-(2,4-difluorophenyl)pyridinate; Mepic = 3-methylpyridine-2-carboxylate) was engineered to show a blue phosphorescence with an impressive unitary quantum yield in our search for luminescent metal complexes for low cost displays and efficient lighting devices. Application of the Golden rule through Franck-Condon spectral analyses along with TD-DFT calculations and comparisons to the [Ir(Fppy)2(pic)] complex have provided insights on the mixing extension between charge-transfer (CT) and ligand-centered (LC) excited states in the emissive lowest-energy triplet transition for different media. The relatively narrow and vibronically-structured emission of [Ir(Fppy)2(Mepic)] at 298 K mainly arises from a spin-orbit-induced mixed 3MLCT-LCIr(Fppy)→Fppy/3LLCTFppy→Mepic excited state, with an enhanced MLCT character because of the methyl addition to pic. In frozen media at 77 K, the CT contribution is extinguished, leading to a pure LCFppy emission, with a similar emissive spectral profile to the free ligand, FppyH. The efficient blue emission shows that the complex is suitable for high-performance light-emitting devices and for thermo- and rigidity-sensors.

Highly efficient phosphorescence from cyclometallated iridium(III) compounds: Improved syntheses of picolinate complexes and quantum chemical studies of their electronic structures

Sanner, Robert D.,Cherepy, Nerine J.,Martinez, H. Paul,Pham, Hung Q.,Young, Victor G.

, (2019)

We report a new method to make heteroleptic cyclometallated iridium(III) complexes that employs 1,2-dimethoxyethane (DME) instead of the commonly used 2-ethoxyethanol for the addition of ancillary ligands to chloro-bridged dimeric iridium species. Thus, p

Inter-ligand energy transfer and related emission change in the cyclometalated heteroleptic iridium complex: Facile and efficient color tuning over the whole visible range by the ancillary ligand structure

You, Youngmin,Park, Soo Young

, p. 12438 - 12439 (2005)

We report a novel color tuning methodology in the electrophosphorescent iridium complex by substituting one cyclometalating ligand to an ancillary ligand as an emitting center. Highly efficient exothermic inter-ligand energy transfer (ILET) from the MLCT

METHOD FOR THE SYNTHESIS OF IRIDIUM ORGANOMETALLIC MATERIAL

-

Paragraph 0059-0060, (2020/02/16)

According to one embodiment, a method of synthesizing an organometallic iridium monomer compound includes obtaining a dimeric iridium compound having a halogenated bridge, refluxing a mixture comprising the dimeric iridium compound, a base, an ancillary ligand, and 1,2-dimethoxyethane for forming a precipitate of an organometallic iridium monomer, and filtering the refluxed mixture to collect the organometallic iridium monomer precipitate.

Synthetic method of organometallic iridium compound

-

Page/Page column 3-4, (2012/12/14)

A synthetic method for preparing organometallic iridium compounds is provided and includes the two steps of (1) synthesizing a di-iridium compound with a halogenated bridge: L2Ir(μ?X)2IrL2, L; and (2) reacting L2Ir(μ?X)2IrL2 with a ligand to give the product [C?]N]2Ir (LX). The invention is an improvement over the traditional method for preparing such compounds and has the advantages of shortened reaction time, increased yield, and products of over 99% purity obtained without chromatography.

Substituent effect of ancillary ligands on the luminescence of bis[4,6-(di-fluorophenyl)-pyridinato-N,C2′]iridium(iii) complexes

Zhou, Yuyang,Li, Wanfei,Liu, Yang,Zeng, Liqiang,Su, Wenming,Zhou, Ming

, p. 9373 - 9381 (2012/09/05)

Two series of (dfppy)2Ir(LN^O) with different substituents were designed and successfully synthesized and the effect of substitution at the ancillary ligand on the photophysical and electrochemical properties of (dfppy)2Ir

PRODUCTION OF IRIDIUM COMPLEXES

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Page/Page column 67-68, (2010/02/07)

The invention relates to a process for producing a trivalent hexadentate ortho-metallated iridium complex with an iridium compound and a coordination compound as starting materials, which is characterized in that a monovalent iridium dinulear complex represented by the following formula (I)is used:(wherein A represents a non-conjugated diene compound; and X represents a halogen atom).According to the invention, it is possible to carry out the successive reactions in the same reaction vessel (i.e., one-pot reaction) by using the complex produced in the above process in the next step without isolation and purification.

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