公开(公告)号：US20230170107A1

公开(公告)日：2023-06-01

申请号：US17922108

申请日：2021-04-27

Applicant: THE UNIVERSITY OF TOKYO ,  DAICEL CORPORATION

Inventor： Toshihiro OKAMOTO ,  Tadanori KUROSAWA ,  Yu YAMASHITA ,  Junichi TAKEYA ,  Daiji IKEDA ,  Takeshi YOKOO ,  Yasuyuki AKAI

IPC: H01B1/12

CPC classification number: H01B1/127

Abstract: Provided is a conductor material having high conductivity. The conductor material according to an embodiment of the present disclosure has a configuration in which a conjugated polymeric compound having an electron donating group containing a heteroatom in a side chain is doped with a dopant containing an anion selected from a nitrogen anion, a boron anion, a phosphorus anion and an antimony anion, and a counter cation. The anion is preferably an anion represented by Formula (1) below: where R1 and R2 are identical or different, and each represent an electron withdrawing group; and R1 and R2 may be bonded to each other to form a ring with an adjacent nitrogen atom.

公开(公告)号：US20190214580A1

公开(公告)日：2019-07-11

申请号：US16308352

申请日：2017-05-17

Applicant: DAICEL CORPORATION

Inventor： Takeshi YOKOO ,  Youji SUZUKI ,  Yasuyuki AKAI

IPC: H01L51/00

CPC classification number: H01L51/0074 ,  H01L51/0004 ,  H01L51/05

Abstract: Provided is a composition for manufacturing an organic semiconductor device, the composition enabling formation of an organic semiconductor device that stably shows high carrier mobility.A composition for manufacturing an organic semiconductor device contains 2,3-dihydrobenzofuran as a solvent and an organic semiconductor material below, in which the water content of the solvent is 0.25 wt % or less.The organic semiconductor material: at least one compound selected from the group consisting of a compound represented by formula (1-1), a compound represented by formula (1-2), a compound represented by formula (1-3), a compound represented by formula (1-4), a compound represented by formula (1-5), and a compound represented by formula (1-6). wherein X1 and X2 are the same or different and each represent an oxygen atom, a sulfur atom, or a selenium atom, m is 0 or 1, n1 and n2 are the same or different and each represent 0 or 1, and R1 and R2 are the same or different and each represent a fluorine atom, a C1-20 alkyl group, a C6-13 aryl group, a pyridyl group, a furyl group, a thienyl group, or a thiazolyl group, in which 1 or 2 or more hydrogen atoms contained in the alkyl group may be substituted by a fluorine atom, and in which 1 or 2 or more hydrogen atoms contained in the aryl group, the pyridyl group, the furyl group, the thienyl group, and the thiazolyl group may be substituted by a fluorine atom or an alkyl group having 1 to 10 carbon atoms.)

公开(公告)号：US20170271041A1

公开(公告)日：2017-09-21

申请号：US15508772

申请日：2015-08-25

Applicant: DAICEL CORPORATION

Inventor： Yasuyuki AKAI ,  Youji SUZUKI ,  Takeshi YOKOO

IPC: H01B3/44 ,  C09D7/00 ,  C09D145/00

CPC classification number: H01B3/441 ,  C08L2201/56 ,  C09D7/20 ,  C09D145/00 ,  H01L21/02118 ,  H01L21/02282

Abstract: Provided is an insulating coating composition. The composition is highly safe, in which an organic material to form an insulating film is dissolved highly stably. The composition can form an insulating film by coating, where the insulating film has a low relative permittivity, a high insulation resistance, and high wettability and allows an upper layer to be formed thereon by coating. The insulating coating composition according to the present invention contains a cyclic olefin copolymer and a solvent. The cyclic olefin copolymer is a copolymer between a cyclic olefin and a chain olefin. The solvent includes a compound represented by Formula (1) and having a normal boiling point of 100° C. to lower than 300° C. In Formula (1), Ring Z is a ring selected from a 5- or 6-membered saturated or unsaturated cyclic hydrocarbon and a benzene ring; and R1 is selected from a hydrocarbon group and acyl. Ring Z has a substituent or substituents including the R1O group. When Ring Z has two or more substituents, two of the substituents may be linked to each other to form a ring with a carbon atom or atoms constituting Ring Z.

公开(公告)号：US20160293849A1

公开(公告)日：2016-10-06

申请号：US15033787

申请日：2014-11-13

Applicant: DAICEL CORPORATION

Inventor： Youji SUZUKI ,  Takeshi YOKOO ,  Yasuyuki AKAI

IPC: H01L51/00 ,  C07D307/79 ,  C07C211/35 ,  C07C49/403 ,  C07C43/205 ,  H01L51/05 ,  C07C43/184

Abstract: Provided is a solvent for organic transistor production. The solvent has excellent solubility for organic semiconductor materials and enables formation of an organic transistor having high crystallinity. The solvent according to the present invention for organic transistor production includes a solvent A represented by Formula (a). In the formula, Ring Z represents a ring selected from an aromatic carbon ring, a 5- to 7-membered alicyclic carbon ring, and a 5- to 7-membered heterocyclic ring; R1 represents a group selected from oxo, thioxy, —ORa, —SRa, —O(C═O)Ra, —RbO(C═O)Ra, and substituted or unsubstituted amino; and R2 represents a group selected from hydrogen, C1-C7 alkyl, aryl, and —ORa, where R1 and R2 may be linked to each other to form a ring with one or more carbon atoms constituting Ring Z.

Abstract translation: 提供一种用于生产有机晶体管的溶剂，该溶剂具有优异的溶解有机半导体材料的能力并且能够形成具有高结晶度的有机晶体管。 用于生产有机晶体管的溶剂含有一种或多种由式（a）表示的溶剂（A）。 在该式中，环Z表示选自芳族碳环，5-7成员脂环族碳环和5-7元杂环的环。 R1表示选自氧代基，硫代基，-ORa基，-SRa基，-O（C = O）Ra基，-RbO（C = O）Ra基，以及取代或 未取代的氨基。 R2表示选自氢原子，C1-7烷基，芳基和-ORa基的基团。 R 1和R 2可以彼此键合并与构成环Z的碳原子形成环。

公开(公告)号：US20230151141A1

公开(公告)日：2023-05-18

申请号：US17917491

申请日：2021-04-15

Applicant: THE UNIVERSITY OF TOKYO ,  DAICEL CORPORATION

Inventor： Toshihiro OKAMOTO ,  Tadanori KUROSAWA ,  Junichi TAKEYA ,  Daiji IKEDA ,  Takeshi YOKOO ,  Yasuyuki AKAI

IPC: C08G61/12 ,  C08K5/18 ,  H01B1/12

CPC classification number: C08G61/126 ,  C08K5/18 ,  H01B1/12

Abstract: Provided is a dopant with which a conductor material having high electrical conductivity can be formed. The present disclosure relates to a dopant containing a radical cation represented by Formula (1) and a counter anion. In Formula (1), R1 to R3 may be the same or different, and each denotes a monovalent aromatic group or a group represented by Formula (r). at least one of R1 to R3 is a group represented by Formula (r), and n indicates the valence of the radical cation and is equal to the quantity (n) of nitrogen atoms in the formula. In Formula (r), Ar1, Ar2, and Ar3 may be the same or different, and each denotes a divalent aromatic group, and Ar4, Ar5, Ar6, and Ar7 may be the same or different, and each denotes a monovalent aromatic group optionally having a substituent represented by Formula (sb) below. Furthermore, m and n may be the same or different, and each represents an integer of 0 or greater.

公开(公告)号：US20230128569A1

公开(公告)日：2023-04-27

申请号：US17800692

申请日：2020-02-19

Applicant: DAICEL CORPORATION ,  THE UNIVERSITY OF TOKYO

Inventor： Daiji IKEDA ,  Takeshi YOKOO ,  Yasuyuki AKAI ,  Toshihiro OKAMOTO ,  Tadanori KUROSAWA ,  Junichi TAKEYA ,  Dinghai CEN

IPC: C07D495/14 ,  H10K85/60 ,  H10K10/46

Abstract: Provided is a compound that is excellent in chemical stability, has a high solubility in a solvent, and exhibits an excellent carrier mobility.
A compound represented by Formula (1): where in Formula (1), X1, X2, X3, and R1 to R10 are as defined in the specification.

公开(公告)号：US20150333269A1

公开(公告)日：2015-11-19

申请号：US14651312

申请日：2013-12-02

Applicant: DAICEL CORPORATION

Inventor： Youji SUZUKI ,  Takeshi YOKOO ,  Yasuyuki AKAI

IPC: H01L51/00 ,  C07D307/16

CPC classification number: H01L51/0065 ,  C07D307/16 ,  H01L51/0007 ,  H01L51/0036 ,  H01L51/0074 ,  H01L51/0508

Abstract: Provided is a solvent or solvent composition for organic transistor production. The solvent or solvent composition allows an organic semiconductor material to dissolve therein with high solubility and can form a highly crystalline organic transistor.The solvent or solvent composition for organic transistor production according to the present invention is a solvent or solvent composition for dissolution of an organic semiconductor material and includes a solvent A represented by Formula (A). In Formula (A), R1 is selected from C1-C4 alkyl, C1-C4 acyl, a C5-C6 cycloalkane ring, a C5-C6 cycloalkene ring, C6-C12 aryl, and a group including two or more of them bonded to each other. R2, R3, R4, and R5 are, identically or differently in each occurrence, selected from hydrogen, C1-C4 alkyl, and C1-C4 acyl. R6 is selected from C1-C4 alkyl and C1-C4 acyl. R1 and R3 may be linked to each other to form a ring with the adjacent oxygen atom and carbon atom; n represents 1 or 2; and m represents an integer from 0 to 2.

Abstract translation: 提供了用于有机晶体管生产的溶剂或溶剂组合物。 溶剂或溶剂组合物允许有机半导体材料溶解在其中并且可以形成高结晶的有机晶体管。 根据本发明的用于有机晶体管生产的溶剂或溶剂组合物是用于溶解有机半导体材料的溶剂或溶剂组合物，并且包括由式（A）表示的溶剂A. 在式（A）中，R 1选自C 1 -C 4烷基，C 1 -C 4酰基，C 5 -C 6环烷烃环，C 5 -C 6环烯烃环，C 6 -C 12芳基，和其中两个或多个的基团键合到 彼此。 R 2，R 3，R 4和R 5在每次出现时相同或不同，选自氢，C 1 -C 4烷基和C 1 -C 4酰基。 R 6选自C 1 -C 4烷基和C 1 -C 4酰基。 R1和R3可以彼此连接形成与相邻氧原子和碳原子形成的环; n表示1或2; m表示0〜2的整数。

公开(公告)号：US20210246325A1

公开(公告)日：2021-08-12

申请号：US17271096

申请日：2019-09-12

Applicant: DAICEL CORPORATION

Inventor： Yasuyuki AKAI ,  Takeshi YOKOO

IPC: C09D11/36 ,  C09D11/033 ,  H01L51/00

Abstract: An object of the present invention is to provide an ink composition for manufacturing an organic semiconductor device, the ink composition allowing an organic semiconductor material with a rigid main chain into an ink having an optimal solute concentration for a single-crystal formation process. The present invention provides an ink composition for manufacturing an organic semiconductor device, the ink composition including at least one solvent selected from Naphthalene Compound (A) and at least one solute. The isomer content of Naphthalene Compound (A) is preferably 2% or less in terms of a percentage for peak area with Naphthalene Compound (A) being 100% in gas chromatography. Naphthalene Compound (A): a compound represented by Formula (a), where in Formula (a), R is as defined in the description.

公开(公告)号：US20190006603A1

公开(公告)日：2019-01-03

申请号：US16064999

申请日：2016-12-13

Applicant: DAICEL CORPORATION ,  THE UNIVERSITY OF TOKYO

Inventor： Youji SUZUKI ,  Takeshi YOKOO ,  Yasuyuki AKAI ,  Junichi TAKEYA

IPC: H01L51/00

Abstract: There is provided a composition being excellent in the dissolvability of an organic semiconductor material and being capable of forming an organic semiconductor device having a high carrier mobility by using a printing method under a low-temperature environment. The composition for producing an organic semiconductor device according to the present invention comprises an organic semiconductor material and solvent (A). The organic semiconductor material is an N-shaped fused-ring n-conjugated molecule; and solvent (A) is a compound represented by formula (a). In the formula, L represents a single bond, —O—, —NH—C(═O)—NH—, —C(═O)—, or —C(═S)—; k represents an integer of 0 to 2; R1 represents a group selected from C1-20 alkyl, C2-20 alkenyl, C3-20 cycloalkyl, —ORa, —SRa, —O(C═O)Ra, —RbO(C═O)Ra or substituted or unsubstituted amino; and t represents an integer of 1 or more.