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1231160-83-0

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  • High Quality 99% 1231160-83-0 1,3-BibroMo-5-(2-ethylhexyl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione Manufacturer

    Cas No: 1231160-83-0

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1231160-83-0 Usage

Uses

Different sources of media describe the Uses of 1231160-83-0 differently. You can refer to the following data:
1. suzuki reaction
2. This monomer is used in the synthesis of low band gap polymers for numerous OPV devices including bulk heterojunction solar cells.Used as an electron acceptor material (n-type semiconductor) in Polymer Solar Cells.

General Description

1,3-Dibromo-5-(2-ethylhexyl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione is a thienopyrrolodione (TPD) based electron acceptor material (n-type semiconductor) which is used widely for organic photovoltaic (OPV) applications. They have very powerful electron withdrawing capability. TPD based conjugated polymers have exhibited a Power Conversion Efficiency (PCE) of as high as 7.3% in bulk heterojunction polymer solar cells.

Check Digit Verification of cas no

The CAS Registry Mumber 1231160-83-0 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,2,3,1,1,6 and 0 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1231160-83:
(9*1)+(8*2)+(7*3)+(6*1)+(5*1)+(4*6)+(3*0)+(2*8)+(1*3)=100
100 % 10 = 0
So 1231160-83-0 is a valid CAS Registry Number.
InChI:InChI=1S/C14H17Br2NO2S/c1-3-5-6-8(4-2)7-17-13(18)9-10(14(17)19)12(16)20-11(9)15/h8H,3-7H2,1-2H3

1231160-83-0 Well-known Company Product Price

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  • TCI America

  • (D5021)  2,5-Dibromo-N-(2-ethylhexyl)-3,4-thiophenedicarboximide  >98.0%(GC)

  • 1231160-83-0

  • 200mg

  • 890.00CNY

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  • TCI America

  • (D5021)  2,5-Dibromo-N-(2-ethylhexyl)-3,4-thiophenedicarboximide  >98.0%(GC)

  • 1231160-83-0

  • 1g

  • 3,250.00CNY

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  • Aldrich

  • (759910)  1,3-Dibromo-5-(2-ethylhexyl)-4H-thieno[3,4-c]pyrrole- 4,6(5H)-dione  97%

  • 1231160-83-0

  • 759910-1G

  • 2,366.91CNY

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1231160-83-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,3-Dibromo-5-(2-ethylhexyl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

1.2 Other means of identification

Product number -
Other names 1,3-dibromo-5-(2-ethylhexyl)thieno[3,4-c]pyrrole-4,6-dione

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

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More Details:1231160-83-0 SDS

1231160-83-0Relevant articles and documents

Development of novel naphtho[1,2-b:5,6-b′]dithiophene and thieno[3,4-c]pyrrole-4,6-dione based small molecules for bulk-heterojunction organic solar cells

Bagde, Sushil S.,Park, Hanok,Han, Jang-Gun,Li, Yinji,Ambade, Rohan B.,Ambade, Swapnil B.,Kim, ByeongCheol,Lee, Soo-Hyoung

, p. 117 - 125 (2017)

Two new small molecules, composed of naphthodithiophene (NDT) donor core and thienopyrroledione (TPD) group acceptor group end-capped with and without an alkyl-bithiophene, defined as NDT(TPD)2 and NDT(TPDTT)2 were designed and synthesized by stille coupling reactions. The thermal and electrochemical analyses carried out for both the small molecules revealed good thermal stability along with high decomposition temperature (>350?°C). NDT(TPD)2 showed a deep HOMO level (?5.38?eV), compared to slightly upshifted HOMO (?5.26?eV) of NDT(TPDTT)2. While X-ray diffractometry suggests crystalline and amorphous nature of NDT(TPD)2 and NDT(TPDTT)2 respectively, the space charge limited current analysis revealed high hole mobility in the former and appreciable charge balance in the later. The conventional organic solar cell (OSC) devices fabricated using NDT(TPD)2 and NDT(TPDTT)2 as donor show power conversion efficiency (PCE) of 0.26% and 0.8% respectively. While NDT(TPDTT)2 device after blending with additive, owing to the improved D-A heterojunction yielded maximum PCE of 1.31% resulting from enhanced Jsc 3.32?mA/cm2, Voc 0.75?V and FF of 52.44.

Structural Insight into Aggregation and Orientation of TPD-Based Conjugated Polymers for Efficient Charge-Transporting Properties

Lim, Dae-Hee,Kim, Yeon-Ju,Kim, Yeong-A,Hwang, Kyoungtae,Park, Jong-Jin,Kim, Dong-Yu

, p. 4629 - 4638 (2019/05/08)

In this study, we obtained a new structural insight into the charge-transporting properties in TPD-based polymers that cannot be solely explained in terms of the type of orientation. We synthesized two types of copolymers comprising mono-TPD or bis-TPD as the accepting unit. Although the planarity and energy levels are similar with the mono-TPD unit, the aggregation state is quite different, and the X-aggregation tendency seems to be stronger when the bis-TPD unit is incorporated. In the case of TPD1, an effective π-πorbital overlap is found to originate from the H-aggregates, and 3D charge transport pathways are formed with a bimodal orientation of edge-on and face-on, resulting in an efficient charge transportation (1.84 cm2·V-1·s-1 of hole and 0.31 cm2·V-1·s-1 of electron). In contrast, despite the well-aligned edge-on orientation of TPD2, it exhibited a relatively very low mobility and splitted emission characteristics in photoluminescence spectra because of the tilted intermolecular stacking pattern with an X-shape (0.015 cm2·V-1·s-1 for hole and 0.16 cm2·V-1·s-1 for electron). An overall characterization of the semiconducting polymers was performed, and it was found that the type of aggregation in the final thin films, such as H- or X-aggregation, is indeed important and perhaps more important than the orientation to obtain polymers with a high charge carrier mobility.

A method for synthesizing DBTPD

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Paragraph 0043; 0045; 0047, (2017/02/17)

The invention discloses a synthetic method of 1,3-dibromo-5-alkyl-4H-thiophene [3,4-c]-pyrroles-4,6(5H)-dione (DBTPD), which is characterized by comprising the following steps: taking 3,4-thiophene dimethylbenzene anhydride and alkylamine as raw materials, taking toluene as a solvent, reacting for 15-24 hours under 90-130 DEG C and then cooling to room temperature, then adding thionyl bromide and organic base under 0 DEG C, stirring for 1-5 hours under room temperature, and heating to 110-130 DEG C and reacting for 15-24 hours. The method can realize one-step synthesis, further separation and purification of an intermediate are not required; thionyl bromide during a synthesis process has dehydration effect and has effect as a brominating agent, anhydrous organic base is taken as a catalyst, so that usage of strong acid such as concentrated sulfuric acid and trifluoroacetic acid can be avoided, reaction security is greatly increased, and the products yield by the method can reach 90%.

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