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JP2007335696A5
JP2007335696A5 JP2006166966A JP2006166966A JP2007335696A5 JP 2007335696 A5 JP2007335696 A5 JP 2007335696A5 JP 2006166966 A JP2006166966 A JP 2006166966A JP 2006166966 A JP2006166966 A JP 2006166966A JP 2007335696 A5 JP2007335696 A5 JP 2007335696A5
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light emitting
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上記目的を達成するため電荷輸送ポリマーに関し鋭意検討した結果、特定の電荷輸送性ポリエステルが、有機電界発光素子として好適な電荷注入特性、電荷移動度、薄膜形成能、発光特性に加え、発光時の熱安定性、保存安定性を有することを見出し、本発明を完成するに至った。
即ち、本発明は、
<1>
少なくとも一方が透明又は半透明である陽極及び陰極よりなる一対の電極と、前記一対の電極間に挾持された一つ又は複数の有機化合物層と、を含んで構成され、
前記有機化合物層の少なくとも一層が、下記一般式(I−1)で示される構造から選択された少なくとも1種を部分構造として含む繰り返し単位よりなる電荷輸送性ポリエステルを少なくとも1種含有し、
且つ前記電荷輸送性ポリエステルが、下記一般式(II−1)又は(II−2)で示される電荷輸送性ポリエステルであることを特徴とする有機電界発光素子。
As a result of intensive studies on charge transporting polymers to achieve the above-mentioned object, specific charge transporting polyesters are suitable for organic electroluminescence devices, in addition to charge injection characteristics, charge mobility, thin film forming ability, and light emission characteristics, It has been found that it has thermal stability and storage stability, and the present invention has been completed.
That is, the present invention
<1>
A pair of electrodes composed of an anode and a cathode, at least one of which is transparent or translucent, and one or a plurality of organic compound layers sandwiched between the pair of electrodes,
At least one of the organic compound layers contains at least one charge transporting polyester composed of a repeating unit containing at least one selected from the structure represented by the following general formula (I-1) as a partial structure ,
The charge transporting polyester is a charge transporting polyester represented by the following general formula (II-1) or (II-2) .


<1>に記載の有機電界発光素子をマトリクス及びセグメント状の少なくとも一方に配置したことを特徴とする画像表示媒体。
< 6 >
An organic electroluminescent element according to <1> is arranged in at least one of a matrix and a segment shape.


<1>に記載の有機電界発光素子を製造する有機電界発光素子の製造方法であって、前記有機化合物層の構成成分を溶媒中に溶解させた塗布溶液をインクジェット法により塗布する塗布工程を少なくとも有することを特徴とする有機電界発光素子の製造方法。
< 7 >
<1> A method for producing an organic electroluminescent device according to <1>, wherein at least a coating step in which a coating solution prepared by dissolving the constituent components of the organic compound layer in a solvent is applied by an inkjet method. A method for producing an organic electroluminescent element, comprising:

一般式(I−1)で示される構造から選択された少なくとも1種を部分構造として含む繰り返し構造を有する電荷輸送性ポリエステルとしては、下記一般式(II−1)及び(II−2)で示されるものである。 The charge transporting polyester having a repeating structure containing at least one selected from the structure represented by the general formula (I-1) as a partial structure is represented by the following general formulas (II-1) and (II-2). it is intended to be.

Claims (7)

少なくとも一方が透明又は半透明である陽極及び陰極よりなる一対の電極と、前記一対の電極間に挾持された一つ又は複数の有機化合物層と、を含んで構成され、
前記有機化合物層の少なくとも一層が、下記一般式(I−1)で示される構造から選択された少なくとも1種を部分構造として含む繰り返し単位よりなる電荷輸送性ポリエステルを少なくとも1種含有し、
且つ前記電荷輸送性ポリエステルが、下記一般式(II−1)又は(II−2)で示される電荷輸送性ポリエステルであることを特徴とする有機電界発光素子。
Figure 2007335696

(一般式(I−1)中、R及びRは、それぞれ独立に水素、置換もしくは未置換の炭素数1〜20の1価の直鎖状炭化水素基、置換もしくは未置換の環数3〜10の1価の環状炭化水素基、置換もしくは未置換の炭素数3〜20の1価の分枝鎖状炭化水素基、置換もしくは未置換の炭素数1〜20の1価の直鎖状パーフルオアルキル基、置換もしくは未置換の環数3〜10の1価の環状パーフルオアルキル基、置換もしくは未置換の炭素数3〜20の1価の分枝鎖状パーフルオアルキル基、置換もしくは未置換の1価のフェニル基、置換もしくは未置換の芳香環数2〜10の1価の多核芳香族炭化水素、置換もしくは未置換の芳香環数2〜10の1価の縮合芳香族炭化水素、又は置換もしくは未置換の1価の芳香族複素環を表す。但し、該アルキル基中の1つ以上のCHはO、CO、NHに置き換わって良い。また、該パーフルオアルキル基中の1つ以上のCFはCH、O、CO、NHに置き換わって良い。Tは炭素数1〜10の2価の直鎖状炭化水素基、又は炭素数2〜10の2価の分枝鎖状炭化水素基を表す。aは1〜4の整数、bは0〜3を表す。)
Figure 2007335696

(一般式(II−1)及び(II−2)中、A は前記一般式(I−1)で示される構造から選択された少なくとも1種以上を表し、Y は2価のアルコール残基を表し、Z は2価のカルボン酸残基を表し、mは1〜5の整数を表し、R は、−O−(Y −O)m−H、または基−O−(Y −O)m−CO−Z −CO−OR’で表される基(但し、Y 、Z 、mは上記と同じ意味を有し、R’は、水素原子、アルキル基、置換もしくは未置換のアリール基、または、置換もしくは未置換のアラルキル基を表す)を表し、pは5〜5000の整数を表す。)
A pair of electrodes composed of an anode and a cathode, at least one of which is transparent or translucent, and one or a plurality of organic compound layers sandwiched between the pair of electrodes,
At least one of the organic compound layers contains at least one charge transporting polyester composed of a repeating unit containing at least one selected from the structure represented by the following general formula (I-1) as a partial structure ,
The charge transporting polyester is a charge transporting polyester represented by the following general formula (II-1) or (II-2) .
Figure 2007335696

(In General Formula (I-1), R 1 and R 2 are each independently hydrogen, a substituted or unsubstituted monovalent linear hydrocarbon group having 1 to 20 carbon atoms, or a substituted or unsubstituted ring number. 3-10 monovalent cyclic hydrocarbon group, substituted or unsubstituted monovalent branched hydrocarbon group having 3 to 20 carbon atoms, substituted or unsubstituted monovalent straight chain having 1 to 20 carbon atoms Perfluoroalkyl group, substituted or unsubstituted monovalent cyclic perfluoroalkyl group having 3 to 10 rings, substituted or unsubstituted monovalent branched chain perfluoroalkyl group having 3 to 20 carbon atoms, substituted Or an unsubstituted monovalent phenyl group, a substituted or unsubstituted monovalent polynuclear aromatic hydrocarbon having 2 to 10 aromatic rings, a substituted or unsubstituted monovalent condensed aromatic carbon having 2 to 10 aromatic rings Represents hydrogen or a substituted or unsubstituted monovalent aromatic heterocycle; One or more CH 2 in the alkyl group O, CO, or replaced by NH. Also, one or more CF 2 in the perfluorooctanol alkyl group CH 2, O, CO, or replaced with NH T represents a divalent linear hydrocarbon group having 1 to 10 carbon atoms or a divalent branched hydrocarbon group having 2 to 10 carbon atoms, a is an integer of 1 to 4, and b is 0. Represents ~ 3)
Figure 2007335696

(In the general formulas (II-1) and (II-2), A 1 represents at least one selected from the structure represented by the general formula (I-1), and Y 1 represents a divalent alcohol residue. Represents a group, Z 1 represents a divalent carboxylic acid residue, m represents an integer of 1 to 5, R 3 represents —O— (Y 1 —O) m—H, or a group —O— ( Y 1 —O) group represented by m—CO—Z 1 —CO—OR ′ (provided that Y 1 , Z 1 and m have the same meaning as described above, R ′ represents a hydrogen atom, an alkyl group, Represents a substituted or unsubstituted aryl group or a substituted or unsubstituted aralkyl group), and p represents an integer of 5 to 5000).
前記有機化合物層が、少なくとも、発光層と、電子輸送層及び電子注入層の少なくとも1層とを含み、前記発光層、電子輸送層及び電子注入層から選択された少なくとも1層が、前記一般式(I−1)で示される構造から選択された少なくとも1種を部分構造として含む繰り返し単位よりなる電荷輸送性ポリエステルを少なくとも1種以上含有することを特徴とする請求項1に記載の有機電界発光素子。   The organic compound layer includes at least a light emitting layer and at least one layer of an electron transport layer and an electron injection layer, and at least one layer selected from the light emitting layer, the electron transport layer and the electron injection layer has the general formula 2. The organic electroluminescence according to claim 1, comprising at least one charge transporting polyester comprising a repeating unit containing at least one selected from the structure represented by (I-1) as a partial structure. element. 前記有機化合物層が、少なくとも、発光層と、正孔輸送層及び正孔注入層の少なくとも1層とを含み、前記発光層、正孔輸送層及び正孔注入層から選択された少なくとも1層が、前記一般式(I−1)で示される構造から選択された少なくとも1種を部分構造として含む繰り返し単位よりなる電荷輸送性ポリエステルを少なくとも1種以上含有することを特徴とする請求項1に記載の有機電界発光素子。   The organic compound layer includes at least a light emitting layer and at least one layer of a hole transport layer and a hole injection layer, and at least one layer selected from the light emitting layer, the hole transport layer and the hole injection layer is 2. The composition according to claim 1, comprising at least one charge transporting polyester comprising a repeating unit containing at least one selected from the structure represented by the general formula (I-1) as a partial structure. Organic electroluminescent element. 前記有機化合物層が、少なくとも、発光層と、正孔輸送層及び正孔注入層の少なくとも1層と、電子輸送層及び電子注入層の少なくとも1層とを含み、前記発光層、正孔輸送層、正孔注入層、電子輸送層及び電子注入層から選択された少なくとも1層が、前記一般式(I−1)で示される構造から選択された少なくとも1種を部分構造として含む繰り返し単位よりなる電荷輸送性ポリエステルを少なくとも1種以上含有することを特徴とする請求項1に記載の有機電界発光素子。   The organic compound layer includes at least a light emitting layer, at least one layer of a hole transport layer and a hole injection layer, and at least one layer of an electron transport layer and an electron injection layer, and the light emitting layer and the hole transport layer , At least one layer selected from a hole injection layer, an electron transport layer, and an electron injection layer is composed of a repeating unit containing at least one selected from the structure represented by the general formula (I-1) as a partial structure The organic electroluminescent element according to claim 1, comprising at least one kind of charge transporting polyester. 前記有機化合物層が、電荷輸送機能を持つ発光層のみから構成され、前記電荷輸送機能を持つ発光層が、前記一般式(I−1)で示される構造から選択された少なくとも1種を部分構造として含む繰り返し単位よりなる電荷輸送性ポリエステルを少なくとも1種以上含有することを特徴とする請求項1に記載の有機電界発光素子。   The organic compound layer is composed only of a light emitting layer having a charge transport function, and the light emitting layer having the charge transport function is a partial structure of at least one selected from the structure represented by the general formula (I-1) The organic electroluminescent device according to claim 1, comprising at least one kind of charge transporting polyester composed of repeating units contained as described above. 請求項1に記載の有機電界発光素子をマトリクス及びセグメント状の少なくとも一方に配置したことを特徴とする画像表示媒体。   An image display medium comprising the organic electroluminescent device according to claim 1 arranged in at least one of a matrix and a segment shape. 請求項1に記載の有機電界発光素子を製造する有機電界発光素子の製造方法であって、前記有機化合物層の構成成分を溶媒中に溶解させた塗布溶液をインクジェット法により塗布する塗布工程を少なくとも有することを特徴とする有機電界発光素子の製造方法。   A method for producing an organic electroluminescent device according to claim 1, wherein a coating solution in which a constituent component of the organic compound layer is dissolved in a solvent is applied by an inkjet method. A method for producing an organic electroluminescent element, comprising:
JP2006166966A 2006-06-16 2006-06-16 Organic electric field light-emitting element, method of manufacturing the same, and image display medium Withdrawn JP2007335696A (en)

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