311073
2,2′:5′,2′′-Terthiophene
99%
Sinônimo(s):
α-Terthienyl, 2,5-Di(2-thienyl)thiophene
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1 G
R$ 2.132,00
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1 G
R$ 2.132,00
About This Item
Fórmula empírica (Notação de Hill):
C12H8S3
Número CAS:
Peso molecular:
248.39
Beilstein:
178604
Número MDL:
Código UNSPSC:
12352103
ID de substância PubChem:
NACRES:
NA.23
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Ensaio
99%
pf
93-95 °C (lit.)
cadeia de caracteres SMILES
c1csc(c1)-c2ccc(s2)-c3cccs3
InChI
1S/C12H8S3/c1-3-9(13-7-1)11-5-6-12(15-11)10-4-2-8-14-10/h1-8H
chave InChI
KXSFECAJUBPPFE-UHFFFAOYSA-N
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Descrição geral
2,2′:5′,2′′-Terthiophene (TTh) may be prepared by nickel catalysed coupling reaction of grignard′s reagent derived from 2-bromothiophene and magnesium.[1] It generates singlet oxygen.[2] In nature, it is found in the floral extract of Tagetes minuta[3] and Echinops grijisii.[4] It is known to be toxic to mosquitoes.[3] It also exihibits antifungal activity.[4]
Aplicação
3T can be combined with 3,4-ethylenedioxythiophene (EDOT) in a tetrabutylammonium perchlorate solution for use as an electrochromic copolymer for a wide range of applications like photovoltaics[5] and polymer light emitting diodes (LEDs).[6][7] It can also be used to form metal-organic based thin films with metals like aluminum, silver, and calcium which can potentially be used for optoelectronics based applications.[8]
Electrochemical copolymerization of carbazole and TTh in sodium perchlorate/acetonitrile was reported.[9] Electrochromic copolymer based on TTh and 3, 4-ethylenedioxythiophene has been reported.[10] TTh acts as a monomer precursor for polythiophene[11] and as a dopant for polycarbonate.[12] It may function as a photosensitizer.[13]
Código de classe de armazenamento
11 - Combustible Solids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
Equipamento de proteção individual
Eyeshields, Gloves, type N95 (US)
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Kosuke Sawabe et al.
Advanced materials (Deerfield Beach, Fla.), 24(46), 6141-6146 (2012-09-11)
Extremely high current densities are realized in single-crystal ambipolar light-emitting transistors using an electron-injection buffer layer and a current-confinement structure via laser etching. Moreover, a linear increase in the luminance was observed at current densities of up to 1 kA
Synthetic Metals, 62, 233-233 (1994)
Roderick Pernites et al.
Biosensors & bioelectronics, 26(5), 2766-2771 (2010-11-18)
A novel chemosensitive ultrathin film with high selectivity was developed for the detection of naproxen, paracetamol, and theophylline using non-covalent electropolymerized molecular imprinted polymers (E-MIP). A series of monofunctional and bifunctional H-bonding terthiophene and carbazole monomers were compared for imprinting
Jia Du et al.
ACS applied materials & interfaces, 8(48), 33025-33033 (2016-12-10)
Two new donor-acceptor small molecules based on benzo[1,2-b:4,5-b']dithiophene (BDT) and benzo[c][1,2,5]thiadiazole (BT) were designed and synthesized. Small molecules 4,4'-[(4,8-bis(5-(2-ethylhexyl)thiophen-2-yl)benzo[1,2-b:4,5-b']dithiophene-2,6-diyl)bis(2,2'-bithiophene)-5,5'-diyl]bis(benzo[c][1,2,5]thiadiazole) (BDT-TT-BT) and 4,4'-(4,8-bis(5-(2-ethylhexyl)thiophen-2-yl)benzo[1,2-b:4,5-b']dithiophene-2,6-diyl)bis[7-(2,2'-bithiophene-5-yl)benzo[c][1,2,5]thiadiazole] (BDT-BT-TT) are structural isomers with the 2,2-bithiophene unit placed either between the BDT and BT units or at
Process Design and Scale-Up of the Synthesis of 2,2`:5`,2``-Terthienyl
Smeets BJJ, et al.
Organic Process Research & Development, 7(1), 10-16 (2003)
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