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3-(2-Ethylhexyl)thiophene is an organic compound that serves as a crucial intermediate in the synthesis of various polymers and materials. It is characterized by its unique chemical structure, which includes a thiophene ring with an ethylhexyl side chain, providing it with specific properties that make it suitable for a range of applications.

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  • 121134-38-1 Structure
  • Basic information

    1. Product Name: 3-(2-Ethylhexyl)thiophene
    2. Synonyms: Thiophene, 3-(2-ethylhexyl)-;3-isooctyl thiophene
    3. CAS NO:121134-38-1
    4. Molecular Formula: C12H20S
    5. Molecular Weight: 196.3522
    6. EINECS: 1308068-626-2
    7. Product Categories: OPV,OLED
    8. Mol File: 121134-38-1.mol
  • Chemical Properties

    1. Melting Point: -19.15°C (estimate)
    2. Boiling Point: 30°C/0.98mmHg(lit.)
    3. Flash Point: >110℃
    4. Appearance: /
    5. Density: 0.915 g/mL at 25℃
    6. Refractive Index: n/D1.494
    7. Storage Temp.: 0-10°C
    8. Solubility: N/A
    9. CAS DataBase Reference: 3-(2-Ethylhexyl)thiophene(CAS DataBase Reference)
    10. NIST Chemistry Reference: 3-(2-Ethylhexyl)thiophene(121134-38-1)
    11. EPA Substance Registry System: 3-(2-Ethylhexyl)thiophene(121134-38-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 121134-38-1(Hazardous Substances Data)

121134-38-1 Usage

Uses

Used in Polymer Synthesis:
3-(2-Ethylhexyl)thiophene is used as an intermediate for the synthesis of all-conjugated diblock copolymers. Its role in this process is to provide a building block for the formation of these copolymers, which are known for their unique electronic and optical properties.
Used in Organic Field Effect Transistors (OFETs):
In the electronics industry, 3-(2-Ethylhexyl)thiophene is used as a 3-alkylthiophene monomer for the formation of conjugated highly regio-regular block polymers. These polymers are essential components in the development of organic field effect transistors, which are increasingly being used in flexible electronics and other advanced applications due to their unique properties, such as high mobility and mechanical flexibility.
Used in Organic Photovoltaics (OPVs):
3-(2-Ethylhexyl)thiophene is also utilized in the development of organic photovoltaics. The conjugated block polymers formed using this monomer are integral to the construction of OPV devices, which are known for their potential to provide clean, renewable energy through the conversion of sunlight into electricity. These polymers contribute to the efficiency and performance of the photovoltaic devices, making them a valuable component in the field of renewable energy.

Check Digit Verification of cas no

The CAS Registry Mumber 121134-38-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,1,1,3 and 4 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 121134-38:
(8*1)+(7*2)+(6*1)+(5*1)+(4*3)+(3*4)+(2*3)+(1*8)=71
71 % 10 = 1
So 121134-38-1 is a valid CAS Registry Number.

121134-38-1 Well-known Company Product Price

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  • TCI America

  • (E0973)  3-(2-Ethylhexyl)thiophene  >97.0%(GC)

  • 121134-38-1

  • 200mg

  • 1,150.00CNY

  • Detail
  • TCI America

  • (E0973)  3-(2-Ethylhexyl)thiophene  >97.0%(GC)

  • 121134-38-1

  • 1g

  • 3,890.00CNY

  • Detail
  • Aldrich

  • (798312)  3-(2-Ethylhexyl)thiophene  

  • 121134-38-1

  • 798312-1G

  • 2,170.35CNY

  • Detail
  • Aldrich

  • (798312)  3-(2-Ethylhexyl)thiophene  

  • 121134-38-1

  • 798312-5G

  • 7,324.20CNY

  • Detail

121134-38-1SDS

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 3-(2-Ethylhexyl)thiophene

1.2 Other means of identification

Product number -
Other names Thiophene,3-(2-ethylhexyl)

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:121134-38-1 SDS

121134-38-1Relevant articles and documents

π-Conjugated fluorescent azomethine copolymers: Opto-electronic, halochromic, and doping properties

Barik, Satyananda,Bletzacker, Thomas,Skene

, p. 1165 - 1173 (2012)

A series of new conjugated copolyazomethines consisting of alternating fluorene and thiophenes were prepared. Different thiophenes were incorporated for examining their effect on the polymer's opto-electronic properties. Blue, red, and green emissions were possible contingent on the thiophene comonomer and the placement of the azomethine nitrogen. Most notably, the polyazomethines were fluorescent both in solution and thin films with measured absolute fluorescent quantum yields (Φfl) ca. 10%. Their fluorescence could be enhanced to near unity at 77 K. High Φfl were also measured with the addition of trifluoroacetic acid (TFA). The polyazomethines' color could also be reversible altered with protonation/neutralization with TFA/triethylamine. Similar to the halochromic effect, the polyazomethines could be reversibly oxidized/neutralized with FeCl3/hydrazine, resulting in reversible color changes between red and blue. The oxidation potentials and the reversibility of the anodic process were contingent on the type of thiophene incorporated into the copolymer. The stability of the electrochemically produced radical cation and the azomethine's resistance toward hydrolysis were also investigated with a model thiophene-fluorene-thiophene bisazomethine.

An amorphous polythiophene as a binder material for organic thin-film transistor channel applications

Lee, Jaemin,Kwon, Jiyoung,Lim, Jongsun,Lee, Changjin

, p. 179 - 186 (2010)

Blending of crystalline low molecular-weight organic semiconductors, e.g., 6,13-bis (triisopropylsilylethynyl)pentacene (TIPS-Pentacene), and binder polymers has recently been known to be an effective way to achieve high performance organic thin-film transistors (OTFTs). However, only limited number of examples has been reported as binder materials for OTFT applications, e.g., poly(triarylamine), poly(-methylstyrene), and etc. In this work, an amorphous polythiophene derivative, poly(3-(2-ethylhexyl)thiophene) (P3EHT), was prepared by introducing 2-ethylhexyl group as a side-chain to the polythiophene. The P3EHT was synthesized by Grignard metathesis (GRIM) polymerization to give a molecular weight (Mn) of 4,100 (PDI=3.4), and it was readily soluble in common organic solvents, such as chloroform, tetrahydrofuran, toluene, and etc. An amorphous nature of the P3EHT was confirmed from differential scanning calorimetry (DSC) and ultraviolet-visible spectroscopy results. A mobility of 2.5×10-4cm2/Vs, an on/off ratio of 0.57×103 and a threshold voltage of 1.6V have been obtained with OTFTs using a P3EHT/TIPS-Pentacene blend.

Polythiophenoazomethines - Alternate photoactive materials for organic photovoltaics

Bolduc, Andreanne,Barik, Satyananda,Lenze, Martin R.,Meerholz, Klaus,Skene

, p. 15620 - 15626 (2014)

Solution-processable polyazomethines containing thiophenes were synthesized and used as the donor material in bulk heterojunction solar cells. The blue polymers exhibited similar electrochemical properties to the benchmark P3HT with the advantage of absor

Novel 4,8-benzobisthiazole copolymers and their field-effect transistor and photovoltaic applications

Conboy, Gary,Taylor, Rupert G. D.,Findlay, Neil J.,Kanibolotsky, Alexander L.,Inigo, Anto R.,Ghosh, Sanjay S.,Ebenhoch, Bernd,Krishnan Jagadamma, Lethy,Thalluri, Gopala Krishna V. V.,Sajjad, Muhammad T.,Samuel, Ifor D. W.,Skabara, Peter J.

, p. 11927 - 11936 (2017)

A series of copolymers containing the benzo[1,2-d:4,5-d′]bis(thiazole) (BBT) unit has been designed and synthesised with bisthienyl-diketopyrrolopyrrole (DPP), dithienopyrrole (DTP), benzothiadiazole (BT), benzodithiophene (BDT) or 4,4′-dialkoxybithiazole (BTz) comonomers. The resulting polymers possess a conjugation pathway that is orthogonal to the more usual substitution pathway through the 2,6-positions of the BBT unit, facilitating intramolecular non-covalent interactions between strategically placed heteroatoms of neighbouring monomer units. Such interactions enable a control over the degree of planarity through altering their number and strength, in turn allowing for tuning of the band gap. The resulting 4,8-BBT materials gave enhanced mobility in p-type organic field-effect transistors of up to 2.16 × 10-2 cm2 V-1 s-1 for pDPP2ThBBT and good solar cell performance of up to 4.45% power conversion efficiency for pBT2ThBBT.

Dibromo compounds containing thiophene and thiazolo[4,5,b]thiazole structure and preparation method thereof

-

Paragraph 0031-0036, (2020/07/02)

The invention belongs to the technical field of organic synthesis, and discloses dibromo compounds containing thiophene and thiazolo[4,5,b]thiazole structures and a preparation method of the dibromo compound. By utilizing the preparation method, the dibromo compounds containing thiophene and thiazolo[4,5,b]thiazole structures can be obtained, the yield of the dibromo compounds reaches up to 99%, and an effective basic preparation material is provided for conjugated polymers PTZ1. Meanwhile, the structures of representative dibromo compounds containing thiophene and thiazolo[4,5,b]thiazole structures, such as 5a, 6a, are confirmed, and structural characterization is carried out.

Novel hetero-cyclic compound and organic light emitting device comprising the same

-

Paragraph 0160-0162, (2020/08/19)

The present invention provides a novel compound and an organic light emitting device using the same. The compound represented by chemical formula 1 can be used as a material for an organic material layer of the organic light emitting device, and can impro

ORGANIC SOLAR CELL AND PHOTODETECTOR MATERIALS AND DEVICES

-

Paragraph 0080; 0257, (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.

C(SP3)-C(SP2) CROSS-COUPLING REACTION OF ORGANOZINC REAGENTS AND HETEROCYCLIC (PSEUDO)HALIDES

-

Paragraph 101; 102, (2018/02/28)

Provided is a method of synthesizing a C(sp3)-C(sp2) cross-coupled compound comprising reacting a C(sp3) coupling partner with a C(sp2) coupling partner, a catalyst, and a solvent; wherein the C(sp3) coupling partner comprises an organic zinc reagent; and wherein the C(sp2) coupling partner comprises a heterocyclic halide or a heterocyclic pseudo halide. The method further comprises synthesis of the organic zinc reagent, wherein the synthesis comprises reacting a zinc powder with an acid, filtering, washing, and drying to obtain an activated zinc powder; and reacting the activated zinc powder with a metal iodide catalyst and a second solvent and heating for a predetermined time to obtain the organic zinc reagent.

Thermoelectric conversion element and thermoelectric conversion material

-

Paragraph 18, (2016/12/16)

In a thermoelectric conversion element comprising a thermoelectric conversion layer formed by using a thermoelectric conversion material, the thermoelectric conversion material includes a polythiophene polymer, which includes a main chain made of a repeating unit represented by the following formula (1), and has a side chain R in a regiorandom array with respect to the main chain, a carbon nanotube, and a non-conjugated macromolecule. In Formula (1), R represents an alkyl group having 1 to 20 carbon atoms.

Synthesis and optical properties of photovoltaic materials based on the ambipolar dithienonaphthothiadiazole unit

Nakanishi, Tatsuaki,Shirai, Yasuhiro,Han, Liyuan

supporting information, p. 4229 - 4238 (2015/03/04)

Dithieno[3′2′:5,6;2′′,3′′:7,8]naphtho[2,3-c][1,2,5]thiadiazole (DTNT) was designed to control the band energies of the polymers for photovoltaic materials. Electrochemical analysis showed that DTNT acts as both an electron donor and an electron acceptor, revealing the ambipolar nature of the DTNT unit. The direct arylation polymerization of DTNT with 2,2′-bithiophene (BTh) and 3,6-bis(2-thienyl)pyrrolo[3,4-c]pyrrole-1,4-dione (DPP) afforded four polymers that differed in either the unit of copolymerization or the chosen side chains. In the PDTNT-BTh series, a shoulder absorption band was observed at a longer wavelength than the intense absorption band. The PDTNT-DPP series exhibited a narrow band gap of less than 1.4 eV and a low HOMO energy of -5.43 eV. An organic photovoltaic cell that contained a PDTNT-BTh polymer with 2-ethylhexyl groups and [6,6]-phenyl-C71-butyric acid methyl ester (PC71BM) as an active layer afforded the best performance among the studied compounds, with a JSC of 6.98 mA cm-3, a VOC of 0.758 V, a FF of 0.52, and a PCE of 2.76%.

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