Abstract: Provided are a compound having an excellent semiconductor property and a method for producing the compound, an intermediate of the compound and a method for producing the intermediate, and an organic semiconductor material and an organic semiconductor device each obtained with use of the organic semiconductor material. A compound represented by general formula (2): where: A1 and A2 are CM1 or N, and M1 is H or the like; J1 and J2 are each independently a skeleton giving an electron donating property or an electron accepting property; and X1 and X2 are where: M2 to M4 are H or the like, and M3 and M4 may be bonded to each other to form a ring.

Abstract: An object of the present invention is to provide a novel fullerene derivative usable in n-type semiconductor materials for organic thin-film solar cells and the like. The object is achieved by a fullerene derivative represented by formula (1) wherein R1 represents aryl optionally substituted with at least one substituent, R2 represents an organic group, R3 represents an organic group, with the proviso that at least one of R2 and R3 is alkyl optionally substituted with at least one substituent or alkyl ether optionally substituted with at least one substituent, R4 represents hydrogen or an organic group, and a ring A represents a fullerene ring.

Abstract: In order to provide a naphthobischalcogenadiazole derivative that can be used as an intermediate for producing a naphthobischalcogenadiazole compound into which a fluorine atom has been introduced, the naphthobischalcogenadiazole derivative in accordance with an aspect of the present invention is represented by a formula (I): where each of A1 and A2 is independently an oxygen atom, a sulfur atom, a selenium atom, or a tellurium atom; and each of X1 and X2 is independently a hydrogen atom, a halogen atom, a boronic acid group, a boronic acid ester group, a boronic acid diaminonaphthalene amide group, an N-methyliminodiacetic acid boronate group, a trifluoroborate salt group, or a triolborate salt group.

Abstract: In order to provide a naphthobischalcogenadiazole derivative that can be used as an intermediate for producing a naphthobischalcogenadiazole compound into which a fluorine atom has been introduced, the naphthobischalcogenadiazole derivative in accordance with an aspect of the present invention is represented by a formula (I): where each of A1 and A2 is independently an oxygen atom, a sulfur atom, a selenium atom, or a tellurium atom; and each of X1 and X2 is independently a hydrogen atom, a halogen atom, a boronic acid group, a boronic acid ester group, a boronic acid diaminonaphthalene amide group, an N-methyliminodiacetic acid boronate group, a trifluoroborate salt group, or a triolborate salt group.

Abstract: The present invention is a material having excellent performance as an n-type semiconductor material, in particular for organic thin-film solar cells. The present invention provides an n-type semiconductor consisting of a fullerene derivative having a purity of 99% or more, the fullerene derivative being represented by formula (1): wherein ring A represents C60 fullerene; R1 represents a hydrogen atom, alkyl optionally having at least one substituent, or aryl optionally having at least one substituent; and Ar represents aryl optionally substituted with at least one alkyl group.

Abstract: An object of the present invention is to provide a novel fullerene derivative usable in n-type semiconductor materials for organic thin-film solar cells and the like. The object is achieved by a fullerene derivative represented by formula (1) wherein R1 represents aryl optionally substituted with at least one substituent, R2 represents an organic group, R3 represents an organic group, with the proviso that at least one of R2 and R3 is alkyl optionally substituted with at least one substituent or alkyl ether optionally substituted with at least one substituent, R4 represents hydrogen or an organic group, and a ring A represents a fullerene ring.

Abstract: The present invention is a material having excellent performance as an n-type semiconductor material, in particular for organic thin-film solar cells. The present invention provides an n-type semiconductor consisting of a fullerene derivative having a purity of 99% or more, the fullerene derivative being represented by formula (1): wherein ring A represents C60 fullerene; R1 represents a hydrogen atom, alkyl optionally having at least one substituent, or aryl optionally having at least one substituent; and Ar represents aryl optionally substituted with at least one alkyl group.

Abstract: The present invention is a material that exhibits excellent properties as an n-type semiconductor, in particular for use in organic thin-film solar cells. The present invention relates to a fullerene derivative represented by formula (1): wherein R1a and R1b are the same or different, and each represents a hydrogen atom or a fluorine atom; R1c and R1d are the same or different, and each represents a hydrogen atom, a fluorine atom, alkyl, alkoxy, ester, or cyano; R2 represents (1) phenyl optionally substituted with at least one substituent selected from the group consisting of fluorine, alkyl, alkoxy, ester, and cyano, or (2) a 5-membered heteroaryl group optionally substituted with 1 to 3 methyl groups; and ring A represents a fullerene ring.

Abstract: Nitrogen-containing fused ring compound having at least one structural unit selected from the group consisting of a structural unit represented by the formula (1-1) and a structural unit represented by the formula (1-2).

Abstract: It is an object of the present invention to provide a nitrogen-containing condensed ring compound, which can be used as an organic n-type semiconductor having an excellent electron transport property and which is also excellent in terms of solubility in an organic solvent. The nitrogen-containing condensed ring compound of the present invention has a structural unit represented by the following formula (1-1) or formula (1-2): wherein Ar1 represents an aromatic ring; one of Y1 and Y2 represents a single bond, and the other represents —C(R11)(R12)— or —C(?X1)—; one of Y3 and Y4 represents a single bond, and) the other represents —C(R21)(R22)— or —C(?X2)—, and one of Y1 to Y4 represents —C(R11)(R12)— or —C(R21)(R22)—; at least one of W1 and W2 represents —N?; and Z1 and Z2 each represent any one of the groups represented by the formula (i) to the formula (ix).

Abstract: It is an object of the present invention to provide a nitrogen-containing condensed ring compound, which can be used as an organic n-type semiconductor having an excellent electron transport property and which is also excellent in terms of solubility in an organic solvent. The nitrogen-containing condensed ring compound of the present invention has a structural unit represented by the following formula (1-1) or formula (1-2): wherein Ar1 represents an aromatic ring; one of Y1 and Y2 represents a single bond, and the other represents —C(R11)(R12)— or —C(?X1)—; one of Y3 and Y4 represents a single bond, and the other represents —C(R21)(R22)— or —C(?X2)—, and one of Y1 to Y4 represents —C(R11)(R12)— or —C(R21)(R22)—; at least one of W1 and W2 represents —N?; and Z1 and Z2 each represent any one of the groups represented by the formula (i) to the formula (ix).

Abstract: According to the first invention group there are provided conjugated compounds having two or more groups represented by the following formula (I) or the following formula (II): wherein one of Ar and Ar? represents a C6 or greater divalent aromatic hydrocarbon group and the other represents a C4 or greater divalent heterocyclic group, wherein the groups each may have a substituent, with the proviso that the groups as a whole contain no fluorine atoms, R1 and R2 each independently represent a hydrogen atom, a halogen atom or a monovalent group, and Ar? represents a trivalent aromatic hydrocarbon or trivalent heterocyclic group; when the conjugated compound has two or more groups represented by formula (I), the portion excluding these groups contain no fluorine atoms.

Abstract: Nitrogen-containing fused ring compound having at least one structural unit selected from the group consisting of a structural unit represented by the formula (1-1) and a structural unit represented by the formula (1-2).

Abstract: A condensation compound of a fluorinated cyclopentane ring and an aromatic ring, which is useful, for example, for electronic materials, and a process for producing the same are provided. For instance, according to Scheme 1 below, a compound (68) containing a condensed structure formed of a hexafluorocyclopentane ring and an aromatic ring is synthesized. The aromatic ring is not limited to a thiophene ring but can be any ring and any substituent can be used. Thus a compound containing a condensed ring structure formed of a hexafluorocyclopentane ring and an aromatic ring, particularly, for instance, a thiophene ring, which was impossible to produce conventionally, can be produced easily with high yield. The compound of the present invention is particularly suitable to be applied to, for example, electronic materials or semiconductors.

Abstract: An object of the present invention is to provide a polymer having a low LUMO, a high charge transport property, and further high solubility in a solvent. The present invention provides a polymer having a repeating unit represented by the formula (I): wherein Ar0 means an aromatic ring that may have a substituent or substituents, or a heterocycle that may have a substituent or substituents, and X1 and X2 are the same or different and each mean an oxygen atom or a sulfur atom.

Abstract: Fluorinated compounds of the invention are represented by the following general formula (I): (in formula (I), Ar1 and Ar2 each independently represent a C10 or greater aromatic hydrocarbon or C4 or greater heterocyclic group, R1 represents hydrogen or a monovalent substituent, R2 and R3 each independently represent a monovalent substituent, and s1 and t1 each independently represent an integer of 0 or greater. When s1 is 2 or greater, the multiple R2 groups may be the same or different, and when t1 is 2 or greater the multiple R3 groups may be the same or different.

Abstract: An object of the invention is to provide a fluorine-containing polymer that is superior in both stability against doping of oxygen and solubility in an organic solvent. The invention provides a fluorine-containing polymer including a structure represented by formula (I) in a repeating unit. wherein R1 and R2 are the same or different and each mean a hydrogen atom, a halogen atom, or a monovalent group.

Abstract: A condensation compound of a fluorinated cyclopentane ring and an aromatic ring, which is useful, for example, for electronic materials, and a process for producing the same are provided. For instance, according to Scheme 1 below, a compound (68) containing a condensed structure formed of a hexafluorocyclopentane ring and an aromatic ring is synthesized. The aromatic ring is not limited to a thiophene ring but can be any ring and any substituent can be used. Thus a compound containing a condensed ring structure formed of a hexafluorocyclopentane ring and an aromatic ring, particularly, for instance, a thiophene ring, which was impossible to produce conventionally, can be produced easily with high yield. The compound of the present invention is particularly suitable to be applied to, for example, electronic materials or semiconductors.

Abstract: A conjugated compound having a group represented by formula (I) and/or formula (II). [In the formulas, Ar represents an optionally substituted trivalent aromatic hydrocarbon or optionally substituted trivalent heterocyclic group, and A represents hydrogen, a halogen atom or a monovalent group. When multiple A groups are present they may be the same or different, and at least one A represents an electron-withdrawing group. Ar? represents an optionally substituted C6 or greater divalent aromatic hydrocarbon or optionally substituted C4 or greater divalent heterocyclic group, and R1 and R2 are the same or different and each represents hydrogen, a halogen atom or a monovalent group, while A? represents hydrogen, a halogen atom or a monovalent group. When multiple A? groups are present they may be the same or different, and at least one A? represents an electron-withdrawing group.

Abstract: A branched compound having a construction with a core portion, at least 3 side chain portions bonded to the core portion, and end portions bonded to each of the side chain portions, wherein the side chain portions arc groups in which a plurality of conjugated units are linked, at least one of the conjugated units being a divalent heterocyclic group, at least one of the end portions is a group represented by formula (1), and the side chain portions and the end portions are conjugated with the core portion. [In the formula, Ar represents a trivalent aromatic hydrocarbon or a trivalent heterocyclic group, and X represents oxygen, sulfur, or a group represented by formula (a).] [In the formula, A represents hydrogen, a halogen or a monovalent group, and at least one A group is an electron-withdrawing group.