Active layer, organic photovoltaic cell comprising the same and manufacturing method thereof
US-9299937-B2 · Mar 29, 2016 · US
US10312444B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10312444-B2 |
| Application number | US-201615287713-A |
| Country | US |
| Kind code | B2 |
| Filing date | Oct 6, 2016 |
| Priority date | Oct 6, 2016 |
| Publication date | Jun 4, 2019 |
| Grant date | Jun 4, 2019 |
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An organic semiconducting donor-acceptor (D-A) small molecule, as well as a semiconductor device that can incorporate the D-A small molecule, are disclosed. The D-A small molecule can have electron deficient substituents and R group substituents that can be C 1 -C 20 linear alkyl chains, C 2 -C 24 branched alkyl chains, hydrogen atoms, etc. The D-A small molecule can be can be synthesized in a reaction between a dithienofuran (DTF) core monomer and an electron deficient monomer. Additionally, the D-A small molecule can be part of an organic semiconducting copolymer. A semiconductor device that can incorporate the D-A small molecule in a photoactive layer is also disclosed herein. Additionally, 3,4-dibrominated furan compound that can, in some embodiments, be a precursor for the D-A small molecule is disclosed. The 3,4-dibrominated furan compound can be synthesized in a reaction involving a furan-2,5-dicarboxylic dimethyl ester (FDME), which can have a bio-renewable precursor.
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What is claimed is: 1. A semiconducting compound of the formula: wherein each of R is selected from a group consisting of a C 1 -C 20 linear alkyl chain, a C 2 -C 24 branched alkyl chain, and a hydrogen atom; and wherein each of E is an electron deficient monomer attached in a reaction between the electron deficient monomer and a dithienofuran core monomer of the formula: wherein each of R is selected from the group consisting of the C 1 -C 20 linear alkyl chain, the C 2 -C 24 branched alkyl chain, and the hydrogen atom, and each of Z is selected from a group consisting of a bromo substituent, a boronic ester substituent, and a trimethylstannyl substituent, and wherein the electron deficient monomer is selected from a group consisting of a bromoalkylthienyl-pyridylthiazole, a benzodithiazole, a pyridyldithiazole, a diketopyrrolopyrrole, a thienopyrrolodione, a thienothiophene ester, a fluorinated thienothiophene ester, a dithienotetrazine, a thienoquinoxaline, a benzoquinoxaline, and a pyridylquinoxaline. 2. The semiconducting compound of claim 1 , wherein the semiconducting compound is part of a semiconducting copolymer. 3. A 3,4-dibrominated furan compound of the formula: wherein each of R is selected from a group consisting of a C 1 -C 20 linear alkyl chain, a and C 2 -C 24 branched alkyl chain; and wherein the 3,4-dibrominated furan compound is synthesized in a reaction involving a compound having a bio-renewable precursor selected from a group consisting of fructose, an aldaric acid, and furan-2,5-dicarboxylic acid. 4. The 3,4-dibrominated furan compound of claim 3 , wherein the compound having the bio-renewable precursor is a furan-2,5-dicarboxylic dimethyl ester.
containing heteroatoms · CPC title
containing one or more sulfur atoms as the only heteroatom, e.g. benzothiophene · CPC title
Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen · CPC title
Stille reactions · CPC title
Ortho-condensed systems · CPC title
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