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CDT-EH-Sn, namely 4,4-Bis(2-ethylhexyl)-2,6-bis(trimethylstannyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene, is the intermediate for the synthesis of low bandgap semiconducting polymers which are widely used in OLED, OPV and OFET devices.

920504-00-3

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  • [7,7-bis(2-ethylhexyl)-10-(trimethylstannyl)-3,11-dithiatricyclo[6.3.0.02, ]undeca-1(8),2(6),4,9-tetraen-4-yl]trimethylstannane

    Cas No: 920504-00-3

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920504-00-3 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 920504-00-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,2,0,5,0 and 4 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 920504-00:
(8*9)+(7*2)+(6*0)+(5*5)+(4*0)+(3*4)+(2*0)+(1*0)=123
123 % 10 = 3
So 920504-00-3 is a valid CAS Registry Number.

920504-00-3SDS

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 4,4-bis(2-ethylhexyl)-4H-cyclopenta-[2,1-b:3,4-b']dithiophene

1.2 Other means of identification

Product number -
Other names -

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:920504-00-3 SDS

920504-00-3Downstream Products

920504-00-3Relevant articles and documents

Developing conjugated polymers with high electron affinity by replacing a c-c unit with a b←n unit

Dou, Chuandong,Ding, Zicheng,Zhang, Zijian,Xie, Zhiyuan,Liu, Jun,Wang, Lixiang

, p. 3648 - 3652 (2015)

The key parameters of conjugated polymers are lowest unoccupied molecular orbital (LUMO) and highest occupied molecular orbital (HOMO) energy levels. Few approaches can simultaneously lower LUMO and HOMO energy levels of conjugated polymers to a large ext

Development of low bandgap polymers for red and near-infrared fullerene-free organic photodetectors

Jeong, WonJo,Kang, Jinhyeon,Jeong, Moon-Ki,Won, Jong Ho,Jung, In Hwan

, p. 10872 - 10879 (2021/06/25)

Two photoconductive conjugated polymers (PDTPTT and PCPDTTT) were synthesized to be utilized in red and near-infrared (NIR) organic photodetectors (OPDs). The low bandgap was achieved by stabilizing the quinoidal structure of the conjugated backbone, and both donor polymers showed strong red and NIR absorption in the range of 500-900 nm. To enhance the exciton separation and intensify the red and NIR absorption, p-n bulk heterojunction OPDs were fabricated by blending a PDTPTT (or PCPDTTT) and a low bandgap nonfullerene acceptor (IDIC). The PCPDTTT:IDIC devices showed excellent OPD performances with a detectivity (D*) of 1.14 × 1012Jones and a ?3 dB bandwidth (f?3dB) of 211.7 Hz at ?1 V, whereas the PDTPTT:IDIC devices were not successful due to the high dark current density (JD) at negative bias. The interfacial energies of the PDTPTT:IDIC and PCPDTTT:IDIC blends were calculated by measuring the solvent contact angles and we found that the lower interfacial energy of the PCPDTTT:IDIC blends could make a well-mixed nanomorphology in the blend films, resulting in superior OPD properties. On the other hand, the shallow HOMO energy level (?4.66 eV) of PDTPTT could make substantialJD, which showed suboptimal OPD performances.

Rational design of pyrrolopyrrole-aza-BODIPY-based acceptor-donor-acceptor triads for organic photovoltaics application

Feng, Ru,Sato, Narumi,Yasuda, Takuma,Furuta, Hiroyuki,Shimizu, Soji

, p. 2975 - 2978 (2020/03/19)

Acceptor-donor-acceptor triads consisting of diketopyrrolopyrrole (DPP) or pyrrolopyrrole aza-BODIPY (PPAB) or both as acceptors and cyclopentadithiophene as a donor were rationally designed for near infrared (NIR) photovoltaics application. Among them, the PPAB-based triad exhibited the highest power conversion efficiency of 3.88% owing to the panchromatic absorption in the UV/vis/NIR regions.

ORGANIC SOLAR CELL AND PHOTODETECTOR MATERIALS AND DEVICES

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Paragraph 0087, (2020/11/30)

Narrow bandgap n-type small molecules are attracting attention in the near-infrared organic optoelectronics field, due to their easy tunable energy band with a molecular design flexibility. However, only a few reports demonstrate narrow bandgap non-fullerene acceptors (NFAs) that perform well in organic solar cells (OSCs), and the corresponding benefits of NFA photodiodes have not been well investigated in organic photodetectors (OPDs). Here, the ultra-narrow bandgap NFAs CO1-4F, CO1-4Cl and o-IO1 were designed and synthesized for the achieved efficient near-infrared organic photodiodes such as solar cells and photodetectors. Designing an asymmetrical CO1-4F by introducing two different π-bridges including alkylthienyl and alkoxythienyl units ultimately provides an asymmetric A-D′-D-D″-A molecular configuration. This enables a delicate modulation in energy band structure as well as maintains an intense intramolecular charge transfer characteristic of the excited state.

Semi-transparent low-donor content organic solar cells employing cyclopentadithiophene-based conjugated molecules

Lee, Jungho,Hernandez, Jeff L.,Pelse, Ian,Reynolds, John R.,Yang, Changduk

, p. 10532 - 10537 (2018/10/24)

Considering the facile synthesis of the cyclopentadithiophene (CPDT) building block, this study aims to synthesize and characterize two donor-acceptor type conjugated molecules, 2EH-CPDT(FBTTh2)2 and 5EN-CPDT(FBTTh2)2, with different branching points from the backbone. It was found that the branching point variation strategy slightly tunes the optical and electrochemical properties of the resulting conjugated molecule films owing to the difference between their intermolecular packing. When used as a donor material in PC71BM-based organic solar cells (OSCs), the power conversion efficiency of 2EH-CPDT(FBTTh2)2 is twice that of the ones processed using 5EN-CPDT(FBTTh2)2. Interestingly, with no post treatments, OSCs were optimized with especially low-donor content within the active layer (donor:acceptor weight ratio = 1:9), which allows construction of a highly transparent film with a visible transmittance over 50%, showing potential for application in integrated photovoltaics.

Electronic area comprising rich and lean of electronic area of the organic compounds and their use in the application of electronic (by machine translation)

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Paragraph 0094; 0095, (2016/10/10)

The donor-acceptor strategy based on a semiconductive or conductive organic small molecule, oligomer and polymer, characterized in that the receptor unit core of heavy section 16 group element (Se and Te). Small molecule, oligomer and polymer can have the

PROCESS FOR PRODUCING FUSED-RING AROMATIC COMPOUND, AND CONJUGATED POLYMER

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Paragraph 0213; 0214; 0215; 0216; 0217; 0221 - 0224, (2014/09/29)

The invention addresses a problem of purifying a monomer to be a precursor according to a simpler and milder method so as to obtain a polymer having a higher molecular weight. The invention relates to a method for producing a condensed polycyclic aromatic compound having n active groups (wherein n is an integer of 1 or more and 4 or less), which comprises bringing a composition containing the condensed polycyclic aromatic compound and a solvent into contact with zeolite.

Conjugated polymers based on C, Si and N-bridged dithiophene and thienopyrroledione units: Synthesis, field-effect transistors and bulk heterojunction polymer solar cells

Zhang, Yong,Zou, Jingyu,Yip, Hin-Lap,Sun, Ying,Davies, Josh A.,Chen, Kung-Shih,Acton, Orb,Jen, Alex K.-Y.

, p. 3895 - 3902 (2013/01/10)

A series of low band-gap conjugated polymers (PDTC, PDTSi and PDTP) containing electron-rich C-, Si-, and N-bridged bithiophene and electron-deficient thienopyrroledione units were synthesized via Stille coupling polymerization. All these polymers possess a low-lying energy level for the highest occupied molecular orbital (HOMO) (as low as -5.44 eV). As a result, photovoltaic devices derived from these polymers show high open circuit voltage (Voc as high as 0.91 V). These rigid polymers also possess respectable hole mobilities of 1.50 × 10-3, 6.0 × 10 -4, and 3.9 × 10-4 cm2 V-1 s-1 for PDTC, PDTSi, and PDTP, respectively. The combined high V oc and good hole mobility enable bulk hetero-junction photovoltaic cells to be fabricated with relatively high power conversion efficiency (PCE as high as 3.74% for the PDTC-based device). The Royal Society of Chemistry 2011.

Polymers with low band gaps and high charge mobility

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Page/Page column 12, (2010/08/11)

This disclosure relates to a polymer containing a first comonomer repeat unit and a second comonomer repeat unit different from the first comonomer repeat unit. The first comonomer repeat unit includes a cyclopentadithiophene moiety. The polymer can be used as a photoactive material in a photovoltaic cell. This disclosure also relates to such photovoltaic cells, as well as modules containing such photovoltaic cells.

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