Back to results
US 10,056,563 B2Granted
Synthetic method of fused heteroaromatic compound and fused heteroaromatic compound, and intermediate thereof
AssigneeSamsung Electronics Co., Ltd.
InventorsEigo Miyazaki, Jeong Il Park, Hyun Bum Kang, Eun Kyung Lee
Life of this patent
Estimating the term…
Abstract
A method of synthesizing a fused heteroaromatic compound includes obtaining a first intermediate from a first compound represented by Chemical Formula 1 and a second compound represented by Chemical Formula 2, obtaining a second intermediate including a ring having a chalcogen element from the first intermediate, and obtaining a fused heteroaromatic compound by a cyclization reaction of the second intermediate.
Claims10
A method of synthesizing a fused heteroaromatic compound, the method comprising:
- obtaining a first intermediate by reaction of a first compound represented by Chemical Formula 1 and a second compound represented by Chemical Formula 2;
- obtaining a second intermediate including a chalcogen-containing ring by reaction of the first intermediate;
- and
- obtaining a fused heteroaromatic compound by a cyclization reaction of the second intermediate:
- wherein, in Chemical Formula 1 or 2,
- each of Ar1 and Ar2 are independently one of a substituted or unsubstituted aromatic ring, a substituted or unsubstituted heteroaromatic ring, and a fused ring of two or more rings therefrom,
- X1 is a chalcogen element,
- each of R1 and R2 are independently one of hydrogen, a substituted or unsubstituted C1 to C20 alkyl group, a C1 to C20 fluoroalkyl group, a substituted or unsubstituted C6 to C20 aryl group, a halogen, and a combination thereof,
- L1 is one of an ethenyl group and an ethynyl group, and
- Y1 is a halogen,
- wherein the first intermediate is represented by Chemical Formula 3:
- wherein, in Chemical Formula 3,
- each of Ar1 and Ar2 are independently one of a substituted or unsubstituted aromatic ring, a substituted or unsubstituted heteroaromatic ring, and a fused ring of two or more rings therefrom,
- X1 is a chalcogen element,
- R1 is independently one of hydrogen, a substituted or unsubstituted C1 to C20 alkyl group, a C1 to C20 fluoroalkyl group, a substituted or unsubstituted C6 to C20 aryl group, a halogen, and a combination thereof,
- Z is one of an ethene group and an ethyne group, and
- Y1 is a halogen,
- the second intermediate is represented by Chemical Formula 4:
- wherein, in Chemical Formula 4,
- each of Ar1 and Ar2 are independently one of a substituted or unsubstituted aromatic ring, a substituted or unsubstituted heteroaromatic ring, and a fused ring of two or more rings therefrom,
- X1 is a chalcogen element, and
- each of Y1 and Y2 are independently a halogen, and
- the fused heteroaromatic compound is represented by Chemical Formula 5:
- wherein, in Chemical Formula 5,
- each of Ar1 and Ar2 are independently one of a substituted or unsubstituted aromatic ring, a substituted or unsubstituted heteroaromatic ring, and a fused ring of two or more rings therefrom, and
- each of X1 and X2 are independently a chalcogen element.
23 more elements
A method of synthesizing an intermediate, the method comprising:
- obtaining an intermediate represented by Chemical Formula 3 by reaction of a first compound represented by Chemical Formula 1 and a second compound represented by Chemical Formula 2:
- wherein, in Chemical Formula 1 or 2,
- each of Ar1 and Ar2 are independently one of a substituted or unsubstituted aromatic ring, a substituted or unsubstituted heteroaromatic ring, and a fused ring of two or more rings therefrom,
- X1 is a chalcogen element,
- each of R1 and R2 are independently one of hydrogen, a substituted or unsubstituted C1 to C20 alkyl group, a C1 to C20 fluoroalkyl group, a substituted or unsubstituted C6 to C20 aryl group, a halogen, and a combination thereof,
- L1 is one of an ethenyl group and an ethynyl group, and
- Y1 is a halogen,
- wherein, in Chemical Formula 3,
- each of Ar1 and Ar2 are independently one of a substituted or unsubstituted aromatic ring, a substituted or unsubstituted heteroaromatic ring, and a fused ring of two or more rings therefrom,
- X1 is a chalcogen element,
- R1 is independently one of hydrogen, a substituted or unsubstituted C1 to C20 alkyl group, a C1 to C20 fluoroalkyl group, a substituted or unsubstituted C6 to C20 aryl group, a halogen, and a combination thereof,
- Z is one of an ethene group and an ethyne group, and
- Y1 is a halogen.
10 more elements
A method of synthesizing an intermediate, the method comprising:
- obtaining a first intermediate represented by Chemical Formula 3 by reaction of a first compound represented by Chemical Formula 1 and a second compound represented by Chemical Formula 2;
- and
- obtaining a second intermediate represented by Chemical Formula 4 by reaction of the first intermediate and a halogen molecule:
- wherein, in Chemical Formula 1 or 2,
- each of Ar1 and Ar2 are independently one of a substituted or unsubstituted aromatic ring, a substituted or unsubstituted heteroaromatic ring, and a fused ring of two or more rings therefrom,
- X1 is a chalcogen element,
- each of R1 and R2 are independently one of hydrogen, a substituted or unsubstituted C1 to C20 alkyl group, a C1 to C20 fluoroalkyl group, a substituted or unsubstituted C6 to C20 aryl group, a halogen, and a combination thereof,
- L1 is one of an ethenyl group and an ethynyl group, and
- Y1 is a halogen,
- wherein, in Chemical Formula 3,
- each of Ar1 and Ar2 are independently one of a substituted or unsubstituted aromatic ring, a substituted or unsubstituted heteroaromatic ring, and a fused ring of two or more rings therefrom,
- X1 is a chalcogen element,
- R1 is independently one of hydrogen, a substituted or unsubstituted C1 to C20 alkyl group, a C1 to C20 fluoroalkyl group, a substituted or unsubstituted C6 to C20 aryl group, a halogen, and a combination thereof,
- Z is one of an ethene group and an ethyne group, and
- Y1 is a halogen, and
- wherein, in Chemical Formula 4,
- each of Ar1 and Ar2 are independently one of a substituted or unsubstituted aromatic ring, a substituted or unsubstituted heteroaromatic ring, and a fused ring of two or more rings therefrom,
- X1 is a chalcogen element, and
- each of Y1 and Y2 are independently a halogen.
16 more elements
Dependencies are inferred from the claim text.