WO2016127460A1 - 有机电致发光元件 - Google Patents

有机电致发光元件 Download PDF

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WO2016127460A1
WO2016127460A1 PCT/CN2015/073844 CN2015073844W WO2016127460A1 WO 2016127460 A1 WO2016127460 A1 WO 2016127460A1 CN 2015073844 W CN2015073844 W CN 2015073844W WO 2016127460 A1 WO2016127460 A1 WO 2016127460A1
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organic electroluminescence
electroluminescence device
light
organic
organic electroluminescent
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PCT/CN2015/073844
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English (en)
French (fr)
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张贯京
陈兴明
葛新科
张少鹏
方静芳
高伟明
梁艳妮
周荣
梁昊原
周亮
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深圳市前海安测信息技术有限公司
深圳市易特科信息技术有限公司
深圳市贝沃德克生物技术研究院有限公司
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Publication of WO2016127460A1 publication Critical patent/WO2016127460A1/zh

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    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/531—Production of immunochemical test materials
    • G01N33/532—Production of labelled immunochemicals
    • G01N33/533—Production of labelled immunochemicals with fluorescent label
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H10K50/80—Constructional details

Definitions

  • the present invention relates to the field of biodetection technology, and in particular to an organic electroluminescence device.
  • organic electroluminescent materials have been used in the fields of display, imaging, etc. due to their special luminescent properties, but the existing applications only utilize the luminescent properties of organic electroluminescent materials, and simply utilize them in components that require luminescence.
  • the detection methods of biomarkers, DNA, antibodies, viruses, microorganisms, enzymes, pesticides and other biological macromolecules are constantly updated.
  • the existing detection methods usually use detection instruments.
  • these detection instruments have the disadvantages of large volume, low detection sensitivity, high price, and narrow application fields.
  • a main object of the present invention is to provide an organic electroluminescence device capable of improving detection sensitivity to biological macromolecules.
  • the present invention provides an organic electroluminescence device comprising a light-emitting body, the light-emitting body comprising a light-emitting layer, the light-emitting layer being made of an organic electroluminescent material;
  • the organic electroluminescent material is represented by the following general formula (I):
  • A represents an organic electroluminescent compound molecule
  • B represents a functional group
  • AB represents a product after A is functionalized by B
  • C represents an antibody
  • C is bonded to A through B to obtain an organic electroluminescent material.
  • the A is a macrocyclic conjugated organic compound molecule.
  • the B is a carbon chain structure containing one or more of -OH, -SH, -CHO, -COOH, -SO 3 H, -NH 2 , -CH 2 -, RCO-.
  • the luminescent layer contains a fluorescent luminescent material or a phosphorescent luminescent material.
  • a microchannel for carrying a biomarker to be tested is disposed in the luminescent layer, and the biomarker to be tested flows in the microchannel.
  • the A is a macrocyclic conjugated organic compound molecule.
  • the B is a carbon chain structure containing one or more of -OH, -SH, -CHO, -COOH, -SO 3 H, -NH 2 , -CH 2 -, RCO-.
  • the luminescent layer contains a fluorescent luminescent material or a phosphorescent luminescent material.
  • the antigen in the biomarker to be tested binds to C in the general formula (I).
  • the A is a macrocyclic conjugated organic compound molecule.
  • the B is a carbon chain structure containing one or more of -OH, -SH, -CHO, -COOH, -SO 3 H, -NH 2 , -CH 2 -, RCO-.
  • the illuminating body further comprises a cathode layer above the luminescent layer and an anode layer below the luminescent layer.
  • the organic electroluminescent element has a concave lens structure.
  • the organic electroluminescent device provided by the embodiment of the invention is made of a light-emitting layer comprising an organic electroluminescent material, and the luminescent property of the organic electroluminescent material is applied to the field of biological macromolecule detection, thereby improving the biological macromolecule. Detection sensitivity.
  • Figure 1 is a schematic view showing the structure of a preferred embodiment of an organic electroluminescent device of the present invention.
  • the main object of the present invention is to solve the shortcomings of the detection method of the existing biomacromolecules, such as high detection cost, low detection sensitivity, narrow application field, etc.
  • the innovation of the present invention is to provide an organic electroluminescence device capable of organic electricity.
  • the luminescent properties of the luminescent material are applied to the field of biomacromolecule detection, thereby achieving the above object.
  • FIG. 1 there is shown a schematic view of a preferred embodiment of an organic electroluminescent device of the present invention.
  • the organic electroluminescent element comprises a light-emitting body 1.
  • the light-emitting body comprises a light-emitting layer 101, and the light-emitting layer 101 is made of an organic electroluminescent material; the organic electroluminescent material is represented by the following general formula (I):
  • A represents an organic electroluminescent compound molecule
  • B represents a functional group
  • AB represents a product obtained by B functionalization with B
  • C is bonded to A by B to obtain an organic electroluminescent material.
  • A is a macrocyclic conjugated organic compound molecule
  • B is a functional group contained on A, and -OH, -SH, -CHO, -COOH, -SO 3 H, -NH 2 may be selected.
  • the organic electroluminescent material can be specifically expressed as follows:
  • R 1 and R 2 are functional groups
  • Ar 1 and Ar 2 each independently represent a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms;
  • Ar 3 represents a substituted or unsubstituted monocyclic hydrocarbon group having 6 or less ring carbon atoms or a substituted or unsubstituted monocyclic heterocyclic group having 6 or less ring atoms;
  • n an integer from 0 to 3;
  • X 1 ⁇ X 8 and Y 1 ⁇ Y 8 respectively represent N or CRa;
  • R a each independently represents a hydrogen atom, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, and a substituted or unsubstituted group.
  • One of X 5 ⁇ X 8 and one of Y 1 ⁇ Y 4 are bonded or directly bonded via AR3;
  • At least one of Ar 1 and Ar 2 is an aromatic hydrocarbon group having 6 to 30 ring carbon atoms substituted by a cyano group or a ring-constituting atom having 5 to 30 ring atoms substituted by a cyano group. Heterocyclic group;
  • X 1 ⁇ X 4 and Y is at least a 5 ⁇ Y 8 is at least one CRa, X 1 ⁇ X 4 and Y Ra 5 ⁇ Y 8 is cyano in a substituted ring carbon
  • the plurality of Ras may be the same or different.
  • an aromatic hydrocarbon group having 6 to 30 ring carbon atoms substituted by a cyano group and a heterocyclic group having 5 to 30 ring atoms substituted by a cyano group are further There may be a substituent other than a cyano group.
  • the organic electroluminescent element is provided as a concave lens structure.
  • a plurality of micro vias are disposed in the light emitting layer 101, and the plurality of micro vias constitute the microchannel 1011.
  • the microchannel is used for carrying the test. Biomarkers, biomarkers to be tested can flow in microchannels.
  • C represents an antibody; the antigen in the biomarker to be tested binds to C, such as a biological macromolecule such as a virus, a bacterium, an enzyme, or a biomarker protein; When the substance flows in the microchannel, the biomacromolecules therein selectively bind to C.
  • a biological macromolecule such as a virus, a bacterium, an enzyme, or a biomarker protein
  • the light-emitting body 10 further includes a cathode layer 102 above the light-emitting layer 101 and an anode layer 103 under the light-emitting layer. among them:
  • the anode layer 103 undertakes the task of injecting holes into the hole transport layer or the light-emitting layer, using 4.5 eV.
  • the anode of the above work function is effective.
  • the anode material indium tin oxide alloy (ITO), tin oxide (NESA), indium zinc oxide, gold, silver, platinum, copper, or the like can be selected.
  • the anode can be produced by forming a film of these electrode materials by a vapor deposition method, a sputtering method, or the like.
  • the light emitted from the light-emitting layer is taken out from the anode, it is preferably 10% larger than the transmittance of light in the visible region of the anode.
  • the film thickness of the anode varies depending on the material, and is usually selected from the range of 10 nm to 1 ⁇ m, preferably 10 nm to 200 nm.
  • the cathode layer 102 is responsible for injecting electrons into the electron injection layer, the electron transport layer, or the light-emitting layer, and is preferably formed of a material having a small work function.
  • the cathode material is not particularly limited, and specifically, a metal material such as indium, aluminum, magnesium, magnesium-indium alloy, magnesium-aluminum alloy, aluminum-lithium alloy, aluminum-niobium-lithium alloy, or magnesium-silver alloy can be used.
  • the cathode can be produced by forming a film by a method such as a vapor deposition method or a sputtering method. Further, the emitted light can be taken out from the cathode side as needed.
  • the light-emitting layer 101 functions as an organic layer having a light-emitting function, and includes a host material and a dopant material when a doping system is employed.
  • the host material mainly has a function of promoting recombination of electrons and holes, and closing excitons in the light-emitting layer
  • the dopant material has a function of efficiently emitting excitons obtained by recombination.
  • the light-emitting layer 101 may be a double body in which the carrier balance in the light-emitting layer is adjusted by, for example, combining an electron-transporting body and a hole-transporting body.
  • Host also known as host-cohost).
  • the luminescent layer 101 may include a fluorescent luminescent material and/or a phosphorescent luminescent material, preferably a fluorescent luminescent material.
  • the organic electroluminescent element in this embodiment may be a fluorescent or phosphorescent illuminating monochromatic luminescent element. It may be a fluorescent/phosphorescent hybrid white light-emitting element, and may be a single type having a single light-emitting unit or a tandem type having a plurality of light-emitting units, and among them, a fluorescent light-emitting type is preferable.
  • the organic electroluminescent device provided by the embodiment is made of a light-emitting layer comprising an organic electroluminescent material, and the luminescent property of the organic electroluminescent material is applied to the field of biological macromolecule detection, thereby improving detection of biological macromolecules. Sensitivity.

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Abstract

一种有机电致发光元件，包括发光本体，发光本体包括发光层，发光层由有机电致发光材料制成；有机电致发光材料由以下通式表示：AB C；该通式中，A表示有机电致发光化合物分子，B表示官能团，AB表示A经B官能团化后的产物；C表示抗体，C通过B与A结合以获得有机电致发光材料。所提供的有机电致发光元件，能够将有机电致发光材料的发光特性应用于生物大分子检测领域，能够提高对生物大分子的检测灵敏度。

Description

有机电致发光元件
技术领域
本发明涉及生物检测技术领域，尤其涉及一种有机电致发光元件。
背景技术
目前，有机电致发光材料因其特殊的发光特性，已经应用于显示、成像等领域，但是现有的应用，仅仅只是利用有机电致发光材料的发光特性，简单将其利用在需要发光的元件中；然而，随着生物技术的发展，生物标记物蛋白、DNA、抗体、病毒、微生物、酶、农药等多种生物大分子的检测方法不断更新，现有的检测方法通常是使用检测仪器，但是这些检测仪器存在体积大、检测灵敏度低、价格昂贵、应用领域窄等缺点。因此，有必要将有机电致发光材料的发光特性应用于发光元件中，并将该发光元件利用在对生物大分子的检测领域，来解决现有的检测方法存在检测成本高、检测灵敏度低、应用领域窄等缺点。
发明内容
本发明的主要目的在于提供一种有机电致发光元件，能够提高对生物大分子的检测灵敏度。
为实现上述目的，本发明提供了一种有机电致发光元件，所述有机电致发光元件包括发光本体，所述发光本体包括发光层，所述发光层由有机电致发光材料制成；所述有机电致发光材料由以下通式（Ⅰ）表示：
AB C （Ⅰ）
式（Ⅰ）中，A表示有机电致发光化合物分子，B表示官能团，AB表示A经B官能团化后的产物；C表示抗体，C通过B与A结合以获得有机电致发光材料。
优选地，所述A为大环共轭有机化合物分子。
优选地，所述B为含-OH、-SH、-CHO、-COOH、-SO3H、-NH2、-CH2-、RCO-中一种或几种的碳链结构。
优选地，所述发光层中含有荧光发光材料或磷光发光材料。
优选地，所述发光层内设置有用于承载待测生物标志物的微通道，所述待测生物标志物在所述微通道中流动。
优选地，所述A为大环共轭有机化合物分子。
优选地，所述B为含-OH、-SH、-CHO、-COOH、-SO3H、-NH2、-CH2-、RCO-中一种或几种的碳链结构。
优选地，所述发光层中含有荧光发光材料或磷光发光材料。
优选地，所述待测生物标志物中的抗原与所述通式（Ⅰ）中的C结合。
优选地，所述A为大环共轭有机化合物分子。
优选地，所述B为含-OH、-SH、-CHO、-COOH、-SO3H、-NH2、-CH2-、RCO-中一种或几种的碳链结构。
优选地，所述发光本体还包括位于所述发光层上方的阴极层和位于所述发光层下方的阳极层。
优选地，所述有机电致发光元件呈凹透镜结构。
本发明实施例所提供的有机电致发光元件，由包括有机电致发光材料的发光层制成，将有机电致发光材料的发光特性应用于生物大分子检测领域，从而提高对生物大分子的检测灵敏度。
附图说明
图1为本发明有机电致发光元件较佳实施例的结构示意图。
本发明目的的实现、功能特点及优点将结合实施例，参照附图做进一步说明。
具体实施方式
应当理解，此处所描述的具体实施例仅仅用以解释本发明，并不用于限定本发明。
本发明的主要目的在于解决现有的生物大分子的检测方法存在检测成本高、检测灵敏度低、应用领域窄等缺点，本发明的创新点在于提供一种有机电致发光元件，能够将有机电致发光材料的发光特性应用于生物大分子检测领域，从而实现上述目的。
参照图1，图1为本发明有机电致发光元件较佳实施例的结构示意图。
在本发明实施例中，有机电致发光元件包括发光本体1发光本体包括发光层101，发光层101由有机电致发光材料制成；有机电致发光材料由以下通式（Ⅰ）表示：
AB C
式（Ⅰ）中，A表示有机电致发光化合物分子，B表示官能团，AB表示A经B官能团化后的产物；C通过B与A结合以获得有机电致发光材料。
进一步地，在上述通式中，A为大环共轭有机化合物分子；B为包含于A上的官能团，可选择-OH、-SH、-CHO、-COOH、-SO3H、-NH2、-CH2、RCO-中的一种或几种。
本实施例中，有机电致发光材料具体可表示为如下通式：
（Ⅱ）
式（Ⅱ）中，R1，R2＝-(CH2)n-X，n＝0-32，X＝OH，SH，NH2，CH3，CHO，COOH，SO3H，R΄CO；
R1、R2为官能团；
Ar1和Ar2分别独立地表示取代或未取代的成环碳原子数为6~30的芳香族烃基、或者取代或未取代的成环原子数为5~30的杂环基；
Ar3表示取代或未取代的成环碳原子数为6以下的单环烃基、或者取代或未取代的成环原子数为6以下的单环杂环基；
m表示0~3的整数；
X1~X8和Y1~Y8分别独立地表示N或者CRa；
Ra分别独立地表示氢原子、取代或未取代的成环碳原子数为6~30的芳香族烃基、取代或未取代的成环原子数为5~30的杂环基、取代或未取代的碳原子数为1~30的烷基、取代或未取代的甲硅烷基或者卤素原子；
X5~X8中的一个与Y1~Y4中的一个介由AR3键合或者直接键合；
进而，式（Ⅱ）满足下述（1）、（2）中的至少任一项：
（1）Ar1、Ar2中的至少1个是被氰基取代了的成环碳原子数为6~30的芳香族烃基、或者被氰基取代了的成环原子数为5~30的杂环基；
（2）X1~X4和Y5~Y8中的至少1个是CRa，X1~X4和Y5~Y8的Ra中的至少1个是被氰基取代了的成环碳原子数为6~30的芳香族烃基、或者被氰基取代了的成环原子数为5~30的杂环基；
其中，Ra存在多个时，多个Ra可以分别相同或不同。
需要说明的是，式（Ⅱ）中，被氰基取代了的成环碳原子数为6~30的芳香族烃基、被氰基取代了的成环原子数为5~30的杂环基还可以具有除了氰基以外的取代基。
在上述实施例中，有机电致发光元件设置为凹透镜结构。
在上述实施例中，在发光层101中设置多个微通孔，多个微通孔组成微通道1011，在检测待测生物标志物中的生物大分子时，该微通道用于承载待测生物标志物，待测生物标志物可在微通道中流动。
在上述实施例中，通式（Ⅰ）中，C表示抗体；待测生物标志物中的抗原与C结合，例如病毒、细菌、酶、或生物标记蛋白等生物大分子；当待测生物标志物在微通道中流动时，其中的生物大分子会选择性的与C结合。
在上述实施例中，发光本体10还包括位于发光层101上方的阴极层102和位于发光层下方的阳极层103。其中：
阳极层103承担将空穴注入空穴传输层或发光层的任务，使用具有4.5eV 以上的功函数的阳极是有效果的。作为阳极材料，可选择氧化铟锡合金（ITO）、氧化锡（NESA）、氧化铟锌氧化物、金、银、铂、铜等。阳极可以通过用蒸镀法、溅射法等方法使这些电极物质形成薄膜来制作。将由发光层发出的光从阳极取出时，优选比阳极的可见区域的光的透射率大10%。阳极的膜厚因材料而异，通常在10nm~1μm、优选在10nm~200nm的范围内选择。
阴极层102承担向电子注入层、电子传输层或发光层注入电子的任务，优选由功函数小的材料形成。阴极材料没有特别限定，具体而言，可以使用铟、铝、镁、镁-铟合金、镁-铝合金、铝-锂合金、铝-钪-锂合金、镁-银合金等金属材料。阴极也与阳极同样地可以通过用蒸镀法、溅射法等方法形成薄膜来制作。另外，根据需要也可以从阴极侧取出所发出的光。
发光层101作为具有发光功能的有机层，在采用掺杂系统时，包含主体材料和掺杂材料。此时，主体材料主要具有促进电子与空穴的再结合、将激子关闭在发光层内的功能，掺杂材料具有使再结合而得到的激子有效地发光的功能。发光层101也可以采用例如将电子传输性的主体与空穴传输性的主体组合等来调整发光层内的载流子平衡的双重主体（double host）（也称为主体－共主体（host-cohost））。本实施例中，发光层101中可含有荧光发光材料和/或磷光发光材料，优选含有荧光发光材料；另外，本实施例中有机电致发光元件可以是荧光或磷光发光型的单色发光元件，也可以是荧光/磷光混合型的白色发光元件，可以是具有单独的发光单元的单型，也可以是具有多个发光单元的串联型，其中，优选为荧光发光型。
本实施例所提供的有机电致发光元件，由包括有机电致发光材料的发光层制成，将有机电致发光材料的发光特性应用于生物大分子检测领域，从而提高对生物大分子的检测灵敏度。
以上仅为本发明的优选实施例，并非因此限制本发明的专利范围，凡是利用本发明说明书及附图内容所作的等效结构或等效流程变换，或直接或间接运用在其他相关的技术领域，均同理包括在本发明的专利保护范围内。

Claims (13)

  1. 一种有机电致发光元件，所述有机电致发光元件包括发光本体，所述发光本体包括发光层，其特征在于，所述发光层由有机电致发光材料制成；所述有机电致发光材料由以下通式（Ⅰ）表示：
    AB C （Ⅰ）
    式（Ⅰ）中，A表示有机电致发光化合物分子，B表示官能团，AB表示A经B官能团化后的产物；C表示抗体，C通过B与A结合以获得有机电致发光材料。
  2. 如权利要求1所述的有机电致发光元件，其特征在于，所述A为大环共轭有机化合物分子。
  3. 如权利要求1所述的有机电致发光元件，其特征在于，所述B为含-OH、-SH、-CHO、-COOH、-SO3H、-NH2、-CH2-、RCO-中一种或几种的碳链结构。
  4. 如权利要求1所述的有机电致发光元件，其特征在于，所述发光层中含有荧光发光材料或磷光发光材料。
  5. 如权利要求1所述的有机电致发光元件，其特征在于，所述发光层内设置有用于承载待测生物标志物的微通道，所述待测生物标志物在所述微通道中流动。
  6. 如权利要求5所述的有机电致发光元件，其特征在于，所述A为大环共轭有机化合物分子。
  7. 如权利要求5所述的有机电致发光元件，其特征在于，所述B为含-OH、-SH、-CHO、-COOH、-SO3H、-NH2、-CH2-、RCO-中一种或几种的碳链结构。
  8. 如权利要求5所述的有机电致发光元件，其特征在于，所述发光层中含有荧光发光材料或磷光发光材料。
  9. 如权利要求5所述的有机电致发光元件，其特征在于，所述待测生物标志物中的抗原与所述通式（Ⅰ）中的C结合。
  10. 如权利要求9所述的有机电致发光元件，其特征在于，所述A为大环共轭有机化合物分子。
  11. 如权利要求9所述的有机电致发光元件，其特征在于，所述B为含-OH、-SH、-CHO、-COOH、-SO3H、-NH2、-CH2-、RCO-中一种或几种的碳链结构。
  12. 如权利要求1所述的有机电致发光元件，其特征在于，所述发光本体还包括位于所述发光层上方的阴极层和位于所述发光层下方的阳极层。
  13. 如权利要求1所述的有机电致发光元件，其特征在于，所述有机电致发光元件呈凹透镜结构。
PCT/CN2015/073844 2015-02-11 2015-03-07 有机电致发光元件 WO2016127460A1 (zh)

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007315779A (ja) * 2006-05-23 2007-12-06 Shinichiro Isobe 診断薬及びそれを用いた診断方法
WO2009016718A1 (ja) * 2007-07-30 2009-02-05 Shinichiro Isobe 診断薬及びそれを用いた診断方法
US20100039647A1 (en) * 2006-10-16 2010-02-18 National Institute Of Advanced Industrial Science And Technology Method for Detecting Trace Substance using Organic Electroluminescent Device
JP2011154034A (ja) * 2011-03-18 2011-08-11 Shinichiro Isobe 診断薬及びそれを用いた診断方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU642444B2 (en) * 1989-11-30 1993-10-21 Mochida Pharmaceutical Co., Ltd. Reaction vessel
US6361958B1 (en) * 1999-11-12 2002-03-26 Motorola, Inc. Biochannel assay for hybridization with biomaterial
JP4579593B2 (ja) * 2004-03-05 2010-11-10 キヤノン株式会社 標的物質認識素子、検出方法及び装置
CN1587344A (zh) * 2004-07-15 2005-03-02 复旦大学 星状双嵌段共轭聚合物及其制备方法
EP1947452B1 (en) * 2005-09-29 2014-05-14 Toto Ltd. Method for specifically detecting a test substance using photocurrent

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007315779A (ja) * 2006-05-23 2007-12-06 Shinichiro Isobe 診断薬及びそれを用いた診断方法
US20100039647A1 (en) * 2006-10-16 2010-02-18 National Institute Of Advanced Industrial Science And Technology Method for Detecting Trace Substance using Organic Electroluminescent Device
WO2009016718A1 (ja) * 2007-07-30 2009-02-05 Shinichiro Isobe 診断薬及びそれを用いた診断方法
JP2011154034A (ja) * 2011-03-18 2011-08-11 Shinichiro Isobe 診断薬及びそれを用いた診断方法

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