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Condensed polycyclic π-conjugated organic material, intermediate product therefor, and method of manufacturing condensed polycyclic π-conjugated organic material

Foreign code F110005485
File No. K05602US
Posted date Sep 6, 2011
Country United States of America
Application number 52522103
Gazette No. 20060100433
Gazette No. 7705174
Date of filing Aug 20, 2003
Gazette Date May 11, 2006
Gazette Date Apr 27, 2010
International application number JP2003010538
International publication number WO2004018488
Date of international filing Aug 20, 2003
Date of international publication Mar 4, 2004
Priority data
  • P2002-244315 (Aug 23, 2002) JP
  • 2003WO-JP10538 (Aug 20, 2003) WO
Title Condensed polycyclic π-conjugated organic material, intermediate product therefor, and method of manufacturing condensed polycyclic π-conjugated organic material
Abstract (US7705174)
The invention provides condensed polycyclic &pgr;-conjugated organic materials and manufacturing methods for the materials.
A metal reducing agent is reacted with a straight-chain, triple bond-containing hydrocarbon (aryl acetylene compound, phenyl acetylene compound), the hydrocarbon being a benzene ring with an organic silicon as a substituent, so as to allow an intramolecular reductive cyclization reaction to proceed between the silicon and the triple-bond carbon.
The reaction produces condensed polycyclic &pgr;-conjugated organic materials of the invention.
The invention provides light-emitting materials applicable for organic electroluminescent devices, condensed polycyclic &pgr;-conjugated organic materials applicable for charge transport materials, their intermediate products, and a manufacture method for condensed polycyclic &pgr;-conjugated organic materials.
Scope of claims [claim1]
1. A condensed polycyclic pi -conjugated organic material, being a polymer comprising a compound of formula (4) as a repeating unit and having a number average polystyrene-equivalent molecular weight of 103 to 108:
where each of R1 and R2, independent from the other, is a hydrogen atom, an alkyl group, an alkoxy group, an alkylthio group, an aryl group, an aryloxy group, an arylthio group, an arylalkyl group, an arylalkoxy group, an arylalkylthio group, an arylalkenyl group, an arylalkynyl group, an amino group, a substituted amino group, a silyl group, a substituted silyl group, a silyloxy group, a substituted silyloxy group, a monovalent heterocyclic group, a fluorinated alkyl group, or a halogen atom; R4 is a substituent having ortho position activating effect, such as an alkoxy group, an aryloxy group, an arylalkoxy group, an amino group, a substituted amino group, a substituted silyl group, a substituted silyloxy group, a halogen atom, a trifluoromethyl group, a carbamoyl group, a substituted carbamoyl group, an imino group, a substituted imino group, an oxazoridyl group, an aminoalkyl group, an alkoxyalkyl group, a sulfo group, a substituted sulfo group, a substituted sulfamoyl group, a phosphoric ester group, a cyano group, an aryl group, or an ethynyl group; and m is from 0 to 50.
[claim2]
2. The condensed polycyclic pi -conjugated organic material as set forth in claim 1, wherein the compound has formula (5):
[claim3]
3. The condensed polycyclic pi -conjugated organic material as set forth in claim 1, wherein the compound has formula (6):
[claim4]
4. The condensed polycyclic pi -conjugated organic material as set forth in claim 1, the polymer further comprising at least one repeating unit selected from the group consisting of formulae (7), (8), (9), (10), (11), and (12):
where each of Ar1, Ar2, Ar3, Ar4, Ar5, and Ar6, independent from the others, is an arylene group, a divalent heterocyclic group, or a divalent group having a metal complex structure; each of X1, X2, X3, X4, and X5, independent from the others, is -- CR4.dbd.CR5 -- , -- C≡C -- , -- N(R6) -- , -- B(R7) -- , or -- (SiR8R9)q -- ; each of R4 and R5, independent from the other, is a hydrogen atom, an alkyl group, an aryl group, a monovalent heterocyclic group, a carboxyl group, a substituted carboxyl group, or a cyano group; each of R6, R7, R8, and R9, independent from the others, is a hydrogen atom, an alkyl group, an aryl group, a monovalent heterocyclic group, or an arylalkyl group; each of o, p, and q, independent from the others, is an integer from 1 to 12.
  • Inventor, and Inventor/Applicant
  • YAMAGUCHI SHIGEHIRO
  • XU CAIHONG
  • TAMAO KOHEI
  • JAPAN SCIENCE AND TECHNOLOGY AGENCY
IPC(International Patent Classification)
Reference ( R and D project ) PRESTO Synthesis and Control AREA
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