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Polycyclic fused ring type ?- conjugated organic materials, intermediate therefor, process for producing polycyclic fused ring type ?- conjugated organic materials, and process for producing intermediate of polycyclic fused ring type ?- conjugated organic materials

外国特許コード F110004861
整理番号 K05604WO
掲載日 2011年7月22日
出願国 大韓民国
出願番号 20067011173
公報番号 102006-0111560
公報番号 100757636
出願日 平成18年6月7日(2006.6.7)
公報発行日 平成18年10月27日(2006.10.27)
公報発行日 平成19年9月10日(2007.9.10)
国際出願番号 JP2004016433
国際公開番号 WO2005044826
国際出願日 平成16年11月5日(2004.11.5)
国際公開日 平成17年5月19日(2005.5.19)
優先権データ
  • 2004JP16433 (2004.11.5) WO
  • 特願2003-378923 (2003.11.7) JP
  • 特願2004-224771 (2004.7.30) JP
発明の名称 (英語) Polycyclic fused ring type ?- conjugated organic materials, intermediate therefor, process for producing polycyclic fused ring type ?- conjugated organic materials, and process for producing intermediate of polycyclic fused ring type ?- conjugated organic materials
発明の概要(英語) Polycyclic fused ring type n- conjugated organic materials (VIIa to VIId). These are obtained, as shown in the following scheme (1), by subjecting the starting material (I) to dimetalation with an organometallic base and trapping the resultant organometallic compound with an organosilicon reagent (i: 1) n-BuLi or t- BuLi; 2) HMe[2]SiCl) to obtain the intermediate (II), subsequently reacting the intermediate with a metallic reducing agent to cause an intramolecular reductional cyclization reaction to proceed to thereby yield a dianion intermediate, and then trapping the dianion intermediate with an electrophilic agent (ii: 1) LiNaph, THF, rt, 5 min; 2) electrophile or NH[4]Cl). The polycyclic fused ring type n- conjugated organic materials are excellent in luminescent properties and charge-transporting properties.
(C) KIPO WIPO 2007
従来技術、競合技術の概要(英語) BACKGROUND ART
Typically, electroluminescent elements employ a liquid crystal display (electroluminescenece; EL element) the device with less power consumption and thinner thickness since it enables to obtain variously have been investigated. Furthermore, an element made of organic material is lighter than the EL weight and large size can be easily obtain actively studied.
In particular, studies have been one of the three primary colors (i) has a color such as blue light-emitting properties of organic materials, organic polymeric compounds such as (ii) and either a low molecular weight compounds or for whatever, such as holes and electrons have the ability to transfer charge (i.e., semiconductor or superconductor may be used with potential) for the purpose of the development of organic materials have been carried out for as long as the present invention.
(Non Patent document 1 (Non CH Patent) ) M. Serby, S, T.J.Barton, XXXIIIrd Symposium on Organosilicon Chemistry, Abstrat No. PA-35, April 6-8, 2000, Saginaw, Michigan, USA. Ijadi field Maghoodis,
特許請求の範囲(英語) [claim1]
1. Represented by formula 1 has the structure of a polycyclic fused ring type π - conjugated organic material:
Formula 1
In the above formula 1, Ar1(arylene) group is arylene, substituted arylene group, an arylene group (oligoarylene) an oligonucleotide, an oligopeptide optionally substituted arylene group, divalent heterocyclic group (heterocyclic), a divalent heterocyclic group optionally substituted, divalent heterocyclic group or a divalent oligo (oligoheterocyclic) substituted heterocyclic group and an oligonucleotide;
R1 and R2are each a hydrogen atom, an alkyl group, alkoxy group (alkoxy), alkylthio group, an aryl group (arly), aryloxy (arlyoxy) group, an arylthio group (arlythio), arylalkyl (arlyalkyl) group, an arylalkoxy group (arlyalkoxy), arylalkylthio (arlyalkylthio) group, arylalkenyl group (arlyalkenyl), arylalkynyl group (arlyalkynyl), allyl group, an amino group, a substituted amino group, silyl group (silyl), a substituted silyl group, silyloxy group (siloxy), a substituted silyloxy group, arylsulfonyloxy group (arlysulfonyloxy), an alkylsulfonyloxy group (alkylsulfonyloxy), and a monovalent heterocyclic group or a halogen atom;
R3represents a hydrogen group, alkyl group, an alkylthio group, aryl group, an arylthio group, allylalkyl group, allyl alkyl thio group, allylalkenyl group, arylalkynyl group, an allyl group, (hydroxyalkyl) alkyl group, a hydroxymethyl group (hydroxymethyl), a substituted hydroxymethyl group, a silyl group, substituted silyl group, a stannyl group (stannyl), a substituted stannyl group, magnesium halide, zinc halide, boronic acid, boronic ester, boryl group (boryl), a monovalent heterocyclic group or a halogen element;
R4is a hydrogen atom, alkyl group, alkoxy group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, characterized in that the, amino group, a substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, a substituted boryl group, a monovalent heterocyclic group or a halogen element and;
L is an integer of 0 or 1; and
N is an integer of 0 to 4.

[claim2]
2. Represented by formula 2 having a structure in which a polycyclic fused ring type π - conjugated organic material:
Formula 2
Wherein in formula 2, R1 and R2each represent a hydrogen atom, an alkyl group, alkoxy group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, an amino group, a substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, a monovalent heterocyclic group or a halogen element of;
R3represents a hydrogen group, alkyl group, an alkylthio group, aryl group, an arylthio group, arylalkyl group, arylalkyl thio group, arylalkenyl group, arylalkynyl group, an allyl group, a hydroxyalkyl group, a hydroxymethyl group, a substituted hydroxymethyl group, a silyl group, substituted silyl group, a stannyl group, a substituted stannyl group, magnesium halide, zinc halide, boronic acid, boronic ester, boryl group, and a monovalent heterocyclic group or a halogen atom;
R4 and R5each represent a hydrogen atom, alkyl group, alkoxy group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, an amino group, a substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, a substituted boryl group, a monovalent heterocyclic group or the halogen element;
M is an integer of 0 to 4; and
N is an integer of 0 to 4.

[claim3]
3. A structure represented by formula 3 and having a polycyclic fused ring type π - conjugated organic material:
Formula 3
Wherein in formula 3, Ar3is an aryl group, a substituted aryl group, a divalent arylene group of the oligonucleotide, the oligonucleotide divalent substituted arylene group, a monovalent heterocyclic group, a monovalent heterocyclic group is substituted, monovalent heterocyclic group or a substituted or an oligomer of the heterocyclic group and the oligonucleotide;
R1 and R2are each a hydrogen atom, an alkyl group, alkoxy group, an alkylthio group, aryl group, aryloxy group, eralthio group, an arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, amino group (amino), substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, and a monovalent heterocyclic group or a halogen atom;
R3represents a hydrogen group, alkyl group, an alkylthio group, aryl group, an arylthio group, arylalkyl group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, a hydroxyalkyl group, a hydroxymethyl group, a substituted hydroxymethyl group, a silyl group, substituted silyl group, a stannyl group, a substituted stannyl group, magnesium halide, zinc halide, boronic acid, boronic ester, boryl group, and a monovalent heterocyclic group or a halogen atom;
R5hydrogen elements, ikill group, an alkoxy group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, an amino group, a substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, a substituted boryl group, a monovalent heterocyclic group or a halogen element; and
O is an integer of 0 to 2.

[claim4]
4. Having a structure represented by formula 4 and having a polycyclic fused ring type π - conjugated organic material:
Formula 4
In the above formula 4, R1 and R2each represent a hydrogen atom, an alkyl group, alkoxy group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, amino group (amio), substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, and a monovalent heterocyclic group or a halogen atom;
R3represents a hydrogen group, alkyl group, a group aikill thio, an aryl group, an arylthio group, arylalkyl group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, a hydroxyalkyl group, a hydroxymethyl group, a substituted hydroxymethyl group, a silyl group, substituted silyl group, a stannyl group, a substituted stannyl group, magnesium halide, zinc halide, boronic acid, boronic ester, boryl group, or a monovalent heterocyclic group or a halogen group;
R4 and R5each represent a hydrogen atom, an alkyl group, alkyloxy group, alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, amino group (amio), substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, a substituted boryl group, or a monovalent heterocyclic group or a halogen element;
N is an integer of 0 to 5; and
O is an integer of 0 to 2.

[claim5]
5. A polycyclic fused ring type π - conjugated organic material as an intermediate for the synthesis of, as represented by the following formula 5 of the intermediate having the structure:
Formula 5
In formula 5, elemental X is hydrogen, halogen, an alkylthio group, aryloxy group, arylthio group, a silyl group, substituted silyl group, stannyl group or a substituted stannyl group;
Ar1is arylene group, substituted arylene group, heteroarylene group oligomer, the substituted oligo arylene group, divalent heterocyclic group, divalent heterocyclic group optionally substituted, divalent heterocyclic group or an oligomer of the divalent heterocyclic group and a substituted oligonucleotide;
R1 and R2each represent a hydrogen atom, alkyl group, alkoxy group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, an amino group, a substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, ylchulylsulfonyloxy group, monovalent heterocyclic group or a halogen element and;
R4represents a hydrogen atom, alkyl group, an alkyl oxy group, ikill thiou group, an aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, an amino group (amio) one, or an optionally substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, a substituted boryl group, or a monovalent heterocyclic group or a halogen element;
L is an integer of 0 or 1; and
N is an integer of 0 to 4.

[claim6]
6. A polycyclic fused ring type π - conjugated organic material as an intermediate for synthesizing a structure represented by formula 6 having an intermediate:
Formula 6
In the above formula 6, elemental X is hydrogen, halogen, an alkylthio group, aryloxy group, arylthio group, a silyl group, substituted silyl group, stannyl group or a substituted stannyl group;
R1 and R2are each a hydrogen atom, an alkyl group, alkoxy group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, amino group (amio), substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, and a monovalent heterocyclic group or a halogen atom;
R4 and R5elements are each independently hydrogen, alkyl groups, alkoxy groups, ikill thiou group, an aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, an amino group, a substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, a substituted boryl group, and a monovalent heterocyclic group or a halogen atom; and
M and n are each an integer of 0 to 4.

[claim7]
7. A polycyclic fused ring type π - conjugated organic material as an intermediate for the synthesis of a structure represented by the following formula 7 with an intermediate:
Formula 7
In the above formula 7, elemental X is hydrogen, halogen, an alkylthio group, aryloxy group, arylthio group, a silyl group, substituted silyl group, stannyl group or a substituted stannyl group;
Ar3is an aryl group, a substituted aryl group, a divalent arylene group of the oligonucleotide, the oligonucleotide of the divalent substituted arylene group, a monovalent heterocyclic group, a monovalent heterocyclic group is substituted, monovalent heterocyclic group or a substituted or an oligomer of the heterocyclic group and the oligonucleotide;
R1 and R2each represent a hydrogen atom, an alkyl group, alkoxy group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, an amino group, a substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, a monovalent heterocyclic group or a halogen element and;
R5represents a hydrogen atom, an alkyl group, alkoxy group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, an amino group of the same, the substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, boryl group, a substituted boryl group, or a monovalent heterocyclic group or a halogen element; and
O is an integer of 0 to 2.

[claim8]
8. A polycyclic fused ring type π - conjugated organic material as an intermediate for the synthesis of a structure represented by formula 8 having an intermediate:
Formula 8
In the above formula 8, an element X is hydrogen, a halogen atom, an alkylthio group, aryloxy group, arylthio group, a silyl group, substituted silyl group, stannyl group or a substituted stannyl group;
R1 and R2each represent a hydrogen atom, an alkyl group, alkoxy group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, an amino group, a substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, a monovalent heterocyclic group or a halogen element and;
R4 and R5are each a hydrogen atom, an alkyl group, alkoxy group, aikill thio group, an aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, an amino group (amio) one, or an optionally substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, an alkyl sulfonyloxy group, a substituted boryl group, a monovalent heterocyclic group or a halogen element of;
N is an integer of 0 to 5; and
O is an integer of 0 to 2.

[claim9]
9. 5 the method according to the first intermediate with a reducing agent to the metal diaphragm is age (dianion) to prepare an intermediate; and
An intermediate diaphragm age using an electrophilic trap 1 according to the first polycyclic fused ring type π - conjugated organic material includes the step of obtaining the polycyclic fused ring type π - conjugated organic material production method.

[claim10]
10. 7 the method according to the first intermediate with a reducing agent to a metal diaphragm to produce an intermediate age; and
The use of an intermediate diaphragm electrophiles age trap according to claim 3 of which the first polycyclic fused ring type π - conjugated organic material to obtain a polycyclic fused ring type π - is a conjugated organic material production method.

[claim11]
11. Having a structure represented by formula 9 with an organometallic base material through a die to a metal plating (dimetalating); and
Formula 9
Wherein in formula 9, Ar1(arylene) group is arylene, substituted arylene group, an arylene group (oligoarylene) an oligonucleotide, an oligopeptide optionally substituted arylene group, divalent heterocyclic group (heterocyclic), a divalent heterocyclic group optionally substituted, divalent heterocyclic group or a divalent oligo (oligoheterocyclic) heterocyclic group optionally substituted oligo;
Is a bromine atom or iodine Z elements;
R4represents a hydrogen atom, alkyl group, alkoxy group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, an amino group, a substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, boryl group, a substituted boryl group, or a monovalent heterocyclic group or a halogen element;
L is an integer of 0 or 1; and
N is an integer of 0 to 4;
Using a die made of silicone material in an organic metal-rated to yield a second intermediate according to claim 5 comprising the step of obtaining, a polycyclic fused ring type π - conjugated organic material in the synthesis method for the preparation of intermediates.

[claim12]
12. Comprising the steps of a polycyclic fused ring type π - conjugated organic material to produce an intermediate for the synthesis of the method:
Organometallic bases represented by the following formula 10 having a structure in which the metal rating of the material to a die; and
Formula 10
In the above formula 10, an iodine or bromine is Z is;
Ar3is an aryl group, a substituted aryl group, a monovalent oligoarylene group, a monovalent substituted oligoarylene group, a monovalent heterocyclic group, a monovalent heterocyclic group is substituted, monovalent heterocyclic group or a substituted or an oligomer of the heterocyclic group and the oligonucleotide;
R5represents a hydrogen atom, an alkyl group, alcohol group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, amino group (amio), substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, boryl group, a substituted boryl group, or a monovalent heterocyclic group or a halogen element;
O is an integer of 0 to 2;
Using a die made of silicone material in an organic metal-rated by trapping agent according to claim 7 to obtain an intermediate.

[claim13]
13. Represented by formula 11 has the structure of a polycyclic fused ring type π - conjugated organic material:
Formula 11
Wherein in formula 11, R1 and R2each represent a hydrogen atom, alkyl group, alkoxy group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, amino group (amio), substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, and a monovalent heterocyclic group or a halogen atom;
R4 and R5each represent a hydrogen atom, an alkyl group, alkoxy group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, amino group (amio), substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, boryl group, a substituted boryl group, or a monovalent heterocyclic group or a halogen group;
R6 and R7(i) each is a hydrogen atom, alkyl group, aryl group, a substituted aryl group, monovalent heterocyclic group or a heteroaryl, a monovalent heterocyclic group optionally substituted, an alkoxy group, allyloxy group, an arylalkyl group, arylalkoxy group, arylalkenyl group, arylalkynyl group or an allyl group or a divalent (ii) a common group of the biaryl;
M is an integer of 0 to 2; and
N is an integer of 0 to 4.

[claim14]
14. Represented by formula 12 has the structure of polycyclic fused ring type π - conjugated organic material:
Formula 12
Wherein in formula 12, R1 and R2 each represent a hydrogen atom, an alkyl group, alkoxy group, aikill thio group, an aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, amino group (amio), substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, and a monovalent heterocyclic group or a halogen atom;
R4 and R5are each a hydrogen atom, alkyl group, alkoxy group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, amino group (amio), substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, boryl group, a substituted boryl group, is a halogen atom and a monovalent heterocyclic group;
R6 and R7(i) each is a hydrogen atom, an alkyl group, aryl group, a substituted aryl group, monovalent heterocyclic group, a monovalent heterocyclic group optionally substituted, an alkoxy group, aryloxy group, arylalkyl group, arylalkoxy group, arylalkenyl group, arylalkynyl group or an allyl group or a divalent (ii) a biaryl group having a common;
O is an integer of 0 to 2; and
N is an integer of 0 to 4.

[claim15]
15. Represented by formula 13 has the structure of a polycyclic fused ring type π - conjugated organic material intermediate for the synthesis of:
Formula 13
Wherein in formula 13, R1 and R2are each a hydrogen atom, an alkyl group, alkoxy group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, amino group (amio), substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group arylsulfonyloxy group, alkylsulfonyloxy group, is a halogen atom and a monovalent heterocyclic group;
R8 and R9(a) a are each hydrogen atoms, alkyl group, alkoxy group, an alkylthio group, aryl group, a substituted aryl group, arylalkyl group, arylalkenyl group, arylalkynyl group, an allyl group, a silyl group, substituted silyl group, acyl group or monovalent heterocyclic group (acyl) or a divalent (b) is a biaryl group having a common; and
Elemental X is hydrogen, an alkoxy group, an alkylthio group, aryloxy group, arylthio group, a silyloxy group, substituted silyloxy group, arylsulfonyloxy group or alkylsulfonyloxy group.

[claim16]
16. Having a structure represented by formula 14 has a ring type π - conjugated polycyclic organic material:
Formula 14
In the above formula 14, R1 and R2each represent a hydrogen atom, an alkyl group, alkoxy group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, amino group (amio), substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyl group, arylsulfonyloxy group, alkylsulfonyloxy group, is a halogen atom and a monovalent heterocyclic group;
R6 and R7(i) each is a hydrogen atom, an alkyl group, aryl group, a substituted aryl group, monovalent heterocyclic group, a monovalent heterocyclic group optionally substituted, an alkoxy group, aryloxy group, arylalkyl group, arylalkoxy group, arylalkenyl group, arylalkynyl group or an allyl group or a divalent (ii) a biaryl group having a common; and
R8 and R9(a) each is a hydrogen atom, alkyl group, alkoxy group, an alkylthio group, aryl group, a substituted aryl group, arylalkyl group, arylalkenyl group, arylalkynyl group, an allyl group, a silyl group, substituted silyl group, an acyl group or monovalent heterocyclic group or divalent (b) is a biaryl group having in common.

[claim17]
17. Having a structure represented by formula 15 has a polycyclic fused ring type π - conjugated organic material is:
Formula 15
Wherein in formula 15, R1 and R2are each a hydrogen atom, an alkyl group, alkoxy group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, amino group (amio), substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, and a monovalent heterocyclic group or a halogen atom;
R6 and R7(i) each is a hydrogen atom, alkyl group, aryl group, a substituted aryl group, monovalent heterocyclic group, a monovalent heterocyclic group optionally substituted, an alkoxy group, aryloxy group, arylalkyl group, arylalkoxy group, arylalkenyl group, arylalkynyl group or an allyl group or a divalent (ii) a biaryl group having a common; and
R8 and R9(a) each is a hydrogen atom, an alkyl group, alkoxy group, an alkylthio group, aryl group, a substituted aryl group, arylalkyl group, arylalkenyl group, arylalkynyl group, an allyl group, a silyl group, substituted silyl group, an acyl group or monovalent heterocyclic group or divalent (b) is a biaryl group having in common.

[claim18]
18. Represented by formula 16 has the structure of a polycyclic fused ring type π - conjugated organic material intermediate for the synthesis of:
Formula 16
In the above formula 16, R1 and R2are each a hydrogen atom, alkyl group, alkoxy group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, amino group (amio), substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, is a halogen atom and a monovalent heterocyclic group;
R8 and R9(a) a are each hydrogen atoms, alkyl group, alkoxy group, an alkylthio group, aryl group, a substituted aryl group, arylalkyl group, arylalkenyl group, arylalkynyl group, an allyl group, a silyl group, substituted silyl group, acyl group or a monovalent heterocyclic group or divalent (b) commonly biaryl group; and
X hydrogen elements, an alkoxy group, an alkylthio group, aryloxy group, arylthio group, a silyloxy group, substituted silyloxy group, arylsulfonyloxy group or alkylsulfonyloxy group.

[claim19]
19. Having a structure represented by formula 17 having a polycyclic fused ring type π - conjugated organic material:
Formula 17
Wherein in formula 17, R1 and R2are each a hydrogen atom, an alkyl group, alkoxy group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, amino group (amio), substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, is a halogen atom and a monovalent heterocyclic group;
R6 and R7(i) each is a hydrogen atom, an alkyl group, aryl group, a substituted aryl group, monovalent heterocyclic group, a monovalent heterocyclic group optionally substituted, an alkoxy group, aryloxy group, an arylalkoxy group or an arylalkyl group, arylalkenyl group, arylalkynyl group or an allyl group or a divalent (ii) a biaryl group having a common; and
R8 and R9is (a) are each hydrogen atoms, alkyl groups, alkoxy groups, ikill thiou group, an aryl group, a substituted aryl group, arylalkyl group, arylalkenyl group, arylalkynyl group, an allyl group, a silyl group, substituted silyl group, an acyl group or a divalent heterocyclic group or divalent (b) is a biaryl group having in common.

[claim20]
20. Represented by formula 18 having a structure in which a polycyclic fused ring type π - conjugated organic material:
Formula 18
Wherein in formula 18, R1 and R2are each a hydrogen atom, an alkyl group, alkoxy group, an alkylthio group, aryl group, aryloxy group, arylthio group, arylalkyl group, arylalkoxy group, arylalkylthio group, arylalkenyl group, arylalkynyl group, an allyl group, amino group (amio), substituted amino group, silyl group, substituted silyl group, silyloxy group, substituted silyloxy group, arylsulfonyloxy group, alkylsulfonyloxy group, and a monovalent heterocyclic group or a halogen atom;
R6 and R7(i) each is a hydrogen atom, an alkyl group, aryl group, a substituted aryl group, heterocyclic group or a monovalent, alkoxy group, aryloxy group, arylalkyl group, arylalkoxy group, arylalkenyl group, arylalkynyl group or an allyl group or a divalent (ii) a biaryl group having a common; and
R8 and R9(a) each is a hydrogen atom, alkyl group, alkoxy group, an alkylthio group, aryl group, a substituted aryl group, arylalkyl group, arylalkenyl group, arylalkynyl group, an allyl group, a silyl group, substituted silyl group, a monovalent heterocyclic group or acyl group or a divalent (b) is a biaryl group having in common.
  • 出願人(英語)
  • JAPAN SCIENCE AND TECHNOLOGY AGENCY
  • 発明者(英語)
  • YAMAGUCHI SHIGEHIRO
  • XU CAIHONG
国際特許分類(IPC)
参考情報 (研究プロジェクト等) PRESTO Synthesis and Control AREA
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