Diindenoperylene
- Product Name
- Diindenoperylene
- CAS No.
- 188-94-3
- Chemical Name
- Diindenoperylene
- Synonyms
- DIP;SIZ2;ARIP3;ZMIZ4;PIASX-BETA;PIASX-ALPHA;Periflanthen;PERIFLANTHENE;Einecs 205-875-4;DIINDENOPERYLENE
- CBNumber
- CB2752798
- Molecular Formula
- C32H16
- Formula Weight
- 400.47
- MOL File
- 188-94-3.mol
Diindenoperylene Property
- Melting point:
- >400 °C
- Density
- 1.467
- Flash point:
- 6 °C
- storage temp.
- Sealed in dry,Room Temperature
- InChI
- InChI=1S/C32H16/c1-2-6-18-17(5-1)21-9-13-25-27-15-11-23-19-7-3-4-8-20(19)24-12-16-28(32(27)30(23)24)26-14-10-22(18)29(21)31(25)26/h1-16H
- InChIKey
- BKMIWBZIQAAZBD-UHFFFAOYSA-N
- SMILES
- C1C2C3C(=C4C5=C6C(=C7C(=C6C=C4)C=CC=C7)C=CC5=2)C=CC2=C4C(=C(C2=3)C=1)C=CC=C4
Safety
- Hazard Codes
- F,Xn
- Risk Statements
- 11-38-48/20-63-65-67
- Safety Statements
- 36/37-62
- RIDADR
- 2811
- HazardClass
- 6.1(b)
- PackingGroup
- III
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- Z3657
- Product name
- Diindeno(1,2,3-c,d-1',2',3'-l,m)perylene
- Packaging
- 5mg
- Price
- $98
- Updated
- 2021/12/16
- Product number
- CHM0164808
- Product name
- DIINDENO[1,2,3-CD-1',2',3'-LM]PERYLENE
- Purity
- 98.00%
- Packaging
- 5G
- Price
- $1882.65
- Updated
- 2021/12/16
- Product number
- A143011
- Product name
- Diindeno[1,2,3-cd:1',2',3'-lm]perylene
- Purity
- 97%
- Packaging
- 250mg
- Price
- $86
- Updated
- 2021/12/16
- Product number
- CM131685
- Product name
- diindeno[1,2,3-cd:1'',2'',3''-lm]perylene
- Purity
- 95+%
- Packaging
- 1g
- Price
- $206
- Updated
- 2021/12/16
- Product number
- A143011
- Product name
- Diindeno[1,2,3-cd:1',2',3'-lm]perylene
- Purity
- 97%
- Packaging
- 1g
- Price
- $214
- Updated
- 2021/12/16
Diindenoperylene Chemical Properties,Usage,Production
Description
Diindenoperylene (DIP), also known as diindeno[1,2,3-cd:1',2',3'-lm]perylene, is an organic semiconductor which receives attention because of its potential application in optoelectronics (solar cells, OLEDs) and electronics (RFID tags). DIP is a planar perylene derivative with two indeno-groups attached to opposite sides of the perylene core. Its chemical formula is C32H16, the full chemical name is diindeno[1,2,3-cd:1',2',3'-lm]perylene. Its chemical synthesis has been described.
Uses
DIP is a red dye and has been used as active material for optical recording.Because of its "perylene-type" optical emission in the visible spectrum, it has also been used in organic light emitting diodes.
Synthesis
206-44-0
188-94-3
1. Pre-grind the sodium amide flakes into powder, preventing moisture absorption during handling. 2. Under the protection of nitrogen, 20 g of fluoranthene, 10 g of powdered sodium amide and 60 g of N,N-dimethylacetamide were added to the first reaction vessel. The temperature was slowly raised to 164±1.5°C and the reaction was continuously stirred for 10 hours to obtain a dark blue to black mixed solution containing indeno[1,2,3-cd:1',2',3'-lm]hydrazone. 3. The reaction mixture was cooled to 10 °C, 60 g of anhydrous ethanol was added slowly dropwise, and the temperature of the solution was controlled not to exceed 20 °C. The reaction mixture was cooled to 10 °C, and 60 g of anhydrous ethanol was added slowly. After the temperature was stabilized, 80 g of water was added slowly to produce a deep red solid precipitate. Keep the temperature ≤ 20 ℃ during dropwise addition and stir at room temperature for 6 hours. 4. The precipitate was collected by filtration, washed to neutral, and dried at 80 °C for 6 h. 15 g of crude indeno[1,2,3-cd:1',2',3'-lm]perylene was obtained in 75.7% yield. 5. The crude product was crushed and added to the second reactor, 1 g of toluene was added, heated to reflux and kept for 3 hours. After filtration, the filter cake was dried at 80°C for 4 hours to give 6 g of magenta colored solid powder (first material) in 40% yield. After liquid chromatography analysis, the content of indeno[1,2,3-cd:1',2',3'-lm]hydrazone was 96.2%. 6. The first material was added to the third reaction vessel with 90 g of toluene and heated to reflux for 3 hours. After filtration, the filter cake was dried at 80 °C for 4 h. 2.8 g of magenta solid powder (second material) was obtained in 46.7% yield. The content of indeno[1,2,3-cd:1',2',3'-lm]hydrazone was analyzed by liquid chromatography as 98.4%.
References
1. High structural order in thin films of the organic semiconductor diindenoperylene DOI:10.1063/1.1508436
2. Optical properties and morphology of thin diindenoperylene films DOI:10.1016/J.JLUMIN.2004.08.023
3. High Fill Factor and Open Circuit Voltage in Organic Photovoltaic Cells with Diindenoperylene as Donor Material, Adv. Funct. Mater. 2010, 20, 4295–4303；DOI:10.1002/adfm.201001028
4. Rapid roughening in thin film growth of an organic semiconductor (diindenoperylene). DOI:10.1103/PHYSREVLETT.90.016104
Diindenoperylene Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Diindenoperylene manufacturers
- Product
- Diindenoperylene 188-94-3
- Price
- US $0.00/KG
- Min. Order
- 0.1KG
- Purity
- 98%
- Supply Ability
- 1000KGS
- Release date
- 2025-11-24
- Product
- Diindenoperylene 188-94-3
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 1000KG
- Release date
- 2024-07-24
- Product
- DIINDENO[1,2,3-C,D-1',2',3'-I,M]PERYLENE 188-94-3
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%-99.9%
- Supply Ability
- 200kg
- Release date
- 2020-01-12