CN104137288B

CN104137288B - Light-emitting component

Info

Publication number: CN104137288B
Application number: CN201380011001.XA
Authority: CN
Inventors: 长尾和真; 市桥泰宜; 富永刚
Original assignee: Toray Industries Inc
Current assignee: Toray Industries Inc
Priority date: 2012-03-05
Filing date: 2013-03-04
Publication date: 2017-04-05
Anticipated expiration: 2033-03-04
Also published as: KR20140141573A; KR20140143357A; WO2013133224A1; JPWO2013133223A1; JP6361138B2; TW201343628A; CN104137289B; TW201346007A; WO2013133219A1; JP6504743B2; TW201341360A; CN104137288A; CN104137289A; TWI589561B; WO2013133223A1; JPWO2013133219A1; JP6464555B2; TWI567163B; JPWO2013133224A1; KR102044720B1

Abstract

The present invention provides a kind of while realizing the light-emitting component of high-luminous-efficiency and durability.The light-emitting component of the present invention at least possesses hole transmission layer and luminescent layer between the anode and cathode, lighted using electric energy, it is characterized in that, above-mentioned hole transmission layer contains the compound with specific carbazole skelton, and above-mentioned luminescent layer contains the compound of the aromatic heterocycle with the nitrogen of acceptance containing electronics.

Description

Light-emitting component

Technical field

The present invention relates to a kind of light-emitting component that can convert electrical energy into light.More specifically, the present invention relates to available In display element, flat faced display, backlight, illumination, interior decoration, mark, billboard, Electrofax and optical signal generator Deng the light-emitting component in field.

Background technology

By negative electrode injected electrons with tied in the organic fluorescence body clamped by the two poles of the earth again by anode injected holes As lighting during conjunction, the research of organic film light-emitting component, is just actively carried out in recent years.The light-emitting component is characterised by, Slim and high brightness under low driving voltage is luminous, and produced by selecting fluorescent material it is multicolor luminous, this lights Element just receives much concern.

The research has been disclosed since organic thin film device brightly lights from C.W.Tang of Kodak Company et al., is carried out Substantial amounts of practical research, application of the organic film light-emitting component in the basic display unit etc. of mobile phone etc. are practical just steadily Carry out.But, still have many technical tasks, wherein simultaneously realize the high efficiency and long lifetime of element be important topic it One.

The driving voltage of element by by the carrier transmission material of carrier transmission to luminescent layer as hole, electronics very It is big to affect.The known material with carbazole skelton of material (hole mobile material) wherein, as transporting holes (for example, with reference to Patent documentation 1～2).

In addition, the above-mentioned material with carbazole skelton has high triplet energy level, therefore it is known as the main body of luminescent layer Material (for example, with reference to patent documentation 3).Further, disclose indolocarbazole derivatives with phosphorescence photism dopant in the lump Containing the organic electroluminescent device as material of main part (for example, with reference to patent documentation 4).

【Patent documentation 1】Japanese Unexamined Patent Publication 8-3547 publication

【Patent documentation 2】Korean Patent application discloses 2010-0079458 publications

【Patent documentation 3】Japanese Unexamined Patent Publication 2003-133075 publications

【Patent documentation 4】International Publication No. 2008/056746

The content of the invention

But, it is difficult to fully reduce the driving voltage of element in prior art.In addition, allowing to reduce the driving of element Voltage, the luminous efficiency of element, endurance life are also insufficient.Thus, not yet find simultaneously to realize high-luminous-efficiency and durable The technology in life-span.

It is an object of the present invention to solve above-mentioned problem of the prior art, there is provided improve luminous efficiency and endurance life Organic film light-emitting component.

In order to solve above-mentioned problem, reached purpose, the light-emitting component of the present invention at least possess sky between the anode and cathode Cave transport layer and luminescent layer, are lighted using electric energy, it is characterised in that above-mentioned hole transmission layer contains following formulas (1) table The compound for showing, and above-mentioned luminescent layer contains following compounds, and the compound has the aromatic series of the nitrogen of acceptance containing electronics Heterocyclic radical and with following formulas (2)～(4) any one represent.

(in formula (1), R¹～R⁴Can distinguish it is identical can also be different, selected from hydrogen, alkyl, cycloalkyl, heterocyclic radical, alkene Base, cycloalkenyl group, alkynyl, alkoxyl, alkyl sulfenyl, aryl ether, aryl thioethers base, aryl, heteroaryl, halogen, carbonyl, carboxylic Base, Epoxide carbonyl, carbamoyl, amino, silicyl ,-P (=O) R⁵R⁶。R⁵And R⁶For aryl or heteroaryl.L is singly-bound Or the linking group of bivalence.

In formula (2)～(4), R⁷～R¹¹, and R²¹～R²⁷Can distinguish it is identical can also be different, be hydrogen, alkyl, cycloalkanes Base, heterocyclic radical, alkenyl, cycloalkenyl group, alkynyl, alkoxyl, alkyl sulfenyl, aryl ether, aryl thioethers base, aryl, heteroaryl, Halogen, carbonyl, carboxyl, Epoxide carbonyl, carbamoyl, amino or silicyl.Ring A or ring B are represented with adjacent ring any Phenyl ring that position is condensed, with substituent group or that there is no substituent group.Y¹～Y³For-N (R²⁸)-,-C (R²⁹R³⁰)-, oxygen Atom or sulphur atom.R²⁸～R³⁰Can distinguish it is identical can also be different, be alkyl, aryl or heteroaryl.R²¹～R³⁰In it is adjacent Substituent group between can form ring.L¹¹～L¹⁷For singly-bound or arlydene.X¹～X⁵Represent carbon atom or nitrogen-atoms, X¹～X⁵For In the case of nitrogen-atoms, the R of the substituent group on nitrogen-atoms is not existed as⁷～R¹¹.Wherein, X¹～X⁵In nitrogen-atoms number For 1 or 2.)

In accordance with the invention it is possible to provide with high-luminous-efficiency and also have both the organic electroluminescence of sufficient endurance life Light-emitting component.

Specific embodiment

The present invention is a kind of light-emitting component, the light-emitting component at least possess between the anode and cathode hole transmission layer and Luminescent layer, is lighted using electric energy, it is characterised in that above-mentioned hole transmission layer contains the compound that following formulas (1) are represented, And above-mentioned luminescent layer contains the compound of the aromatic heterocycle with the nitrogen of acceptance containing electronics.

Compound used in the present invention, the aromatic heterocycle with the nitrogen of acceptance containing electronics has high electron injection Transmission energy, therefore by the organic film light-emitting component of high-luminous-efficiency and low driving voltage can be provided as luminescent layer.But It is, as the luminescent layer has very high electron injection transmission energy, therefore according to the species of the hole transmission layer being applied in combination Difference, occasionally there are following situations：In luminescent layer in conjunction with region localization in hole transmission layer side, triplet energy state and Electronics leakage to hole transmission layer, therefore become element luminous efficiency reduce and durability deterioration will be because.

In contrast, the present inventor etc. has found the compound represented by using formula (1) as hole transmission layer, it is occurred frequently Light efficiency and greatly improving for durability are possibly realized.That is, the compound that formula (1) is represented has high electronic blocking, high by three Line state energy, though in luminescent layer in conjunction with region localization in hole transmission layer side, also can be by triplet energy state and electronics It is enclosed in luminescent layer, therefore high efficiency and long lifetime is possibly realized.

That is, the compound that hole transmission layer is represented using formula (1), and luminescent layer is using with the nitrogen of acceptance containing electronics Aromatic heterocycle compound, this is preferred compositions for simultaneously high-luminous-efficiency and durability is realized.

The compound represented for the formula (1) of the present invention is described in detail.

In formula (1), R¹～R⁴Can distinguish it is identical can also be different, selected from hydrogen, alkyl, cycloalkyl, heterocyclic radical, alkene Base, cycloalkenyl group, alkynyl, alkoxyl, alkyl sulfenyl, aryl ether, aryl thioethers base, aryl, heteroaryl, halogen, carbonyl, carboxylic Base, Epoxide carbonyl, carbamoyl, amino, silicyl ,-P (=O) R⁵R⁶。R⁵And R⁶For aryl or heteroaryl.L is singly-bound Or the linking group of bivalence.

In the substituent group, hydrogen can also be deuterium.

In the compound that formula (1) is represented, so-called alkyl for example, represents methyl, ethyl, n-pro-pyl, isopropyl, positive fourth The saturated aliphatic hydrocarbons such as base, sec-butyl, the tert-butyl group, they can have substituent group can not also have substituent group.It is substituted When add substituent group be not particularly limited, for example, alkyl, aryl, heteroaryl etc. can be enumerated, this point is in following record Similarly.In addition, the carbon number of alkyl is not particularly limited, from being readily available, from the aspect of cost, usually more than 1 20 Below, more preferably less than more than 18 scope.

In the compound that formula (1) is represented, so-called cycloalkyl for example, represents cyclopropyl, cyclohexyl, norborny, Buddha's warrior attendant The saturation alicyclic type hydrocarbon such as alkyl, they can have substituent group can not also have substituent group.The carbon number of moieties It is not particularly limited, usually less than more than 3 20 scope.

In the compound that formula (1) is represented, so-called heterocyclic radical for example, represents the rings such as pyranoid ring, piperidine ring, cyclic amide The aliphatic ring of the interior atom with beyond carbon, they can have substituent group can not also have substituent group.The carbon of heterocyclic radical Atomic number is not particularly limited, generally more than 2 in less than 20 scope.

In the compound that formula (1) is represented, so-called alkenyl for example, represents that vinyl, pi-allyl, butadienyl etc. contain There is the unsaturated fatty hydrocarbons base of double bond, they there can be substituent group there can not also be substituent group.The carbon atom of alkenyl Number is not particularly limited, generally, more than 2 in less than 20 scope.

In the compound that formula (1) is represented, so-called cycloalkenyl group for example, represents cyclopentenyl, cyclopentadienyl group, cyclohexene The unsaturated alicyclic type hydrocarbon containing double bond such as base, they can have substituent group can not also have substituent group.Cycloalkenyl group Carbon number is not particularly limited, generally, more than 2 in less than 20 scope.

In the compound that formula (1) is represented, so-called alkynyl for example, represents the unsaturated fatty acidss containing three keys such as acetenyl Race's alkyl, they can have substituent group can not also have substituent group.The carbon number of alkynyl is not particularly limited, generally, Less than 20 scope more than 2.

In the compound that formula (1) is represented, so-called alkoxyl, for example, represent methoxyl group, ethyoxyl, propoxyl group etc. via Functional group obtained by ehter bond bonding aliphatic alkyl, the aliphatic alkyl can have substituent group can not also have substituent group. The carbon number of alkoxyl is not particularly limited, generally, more than 1 in less than 20 scope.

In the compound that formula (1) is represented, so-called alkyl sulfenyl is that the oxygen atom of the ehter bond of alkoxyl is substituted by sulfur original The group of son.The alkyl of alkyl sulfenyl can have substituent group can not also have substituent group.The carbon number of alkyl sulfenyl does not have It is particularly limited to, generally, more than 1 in less than 20 scope.

In the compound that formula (1) is represented, so-called aryl ether for example, represents phenoxy group etc. via ehter bond bonding fragrance Functional group obtained by race's alkyl, aromatic hydrocarbyl can have substituent group can not also have substituent group.The carbon of aryl ether is former Subnumber is not particularly limited, generally, more than 6 in less than 40 scope.

In the compound that formula (1) is represented, so-called aryl thioethers base is that the oxygen atom of the ehter bond of aryl ether is substituted by The group of sulphur atom.Aromatic hydrocarbyl in aryl ether can have substituent group can not also have substituent group.Aryl ether Carbon number be not particularly limited, generally, more than 6 in less than 40 scope.

In the compound that formula (1) is represented, so-called aryl for example, represents phenyl, naphthyl, xenyl, fluorenyl, phenanthryl, anthracene The aromatic hydrocarbyls such as base, triphenylenyl, terphenyl, pyrenyl.Aryl can have substituent group can not also have substituent group.Virtue The carbon number of base is not particularly limited, generally, more than 6 in less than 40 scope.

In the compound that formula (1) is represented, so-called heteroaryl represents furyl, thienyl, pyridine radicals, pyrimidine radicals, triazine Base, quinolyl, pyrazinyl, naphthyridinyl, benzofuranyl, benzothienyl, indyl, dibenzofuran group, dibenzothiophenes The cyclic aromatic groups of the atom having in one or more rings such as base, carbazyl beyond carbon, its can with it is unsubstituted can also It is substituted.The carbon number of heteroaryl is not particularly limited, generally, more than 2 in less than 30 scope.

In the compound that formula (1) is represented, so-called halogen represents fluorine, chlorine, bromine, iodine.

In the compound that formula (1) is represented, carbonyl, carboxyl, Epoxide carbonyl, carbamoyl can have substituent group also may be used Not have substituent group, as substituent group, for example, alkyl, cycloalkyl, aryl etc. can be enumerated, the substituent group can also enter one Step is substituted.

In the compound that formula (1) is represented, amino can have substituent group can not also have substituent group, used as replacement Base, for example, can enumerate aryl, heteroaryl etc., and the substituent group further can also be substituted.

In the compound that formula (1) is represented, so-called silicyl for example, represents that trimethyl silyl etc. has and silicon The functional group of the key of atom connection, they can have substituent group can not also have substituent group.The carbon number of silicyl It is not particularly limited, generally, more than 3 in less than 20 scope.In addition, silicon atom number generally more than 1 less than 6 scope It is interior.

In the compound that formula (1) is represented, L is the linking group of singly-bound or bivalence, used as the linking group of bivalence, example Such as, the sub- virtues such as phenylene, naphthylene, biphenylene, fluorenylidene, phenanthrylene, sub- terphenyl, anthrylene, sub- pyrenyl can be illustrated Base, furylidene, sub- thienyl (thiophenylene), pyridylidene, quinolinediyl, sub- isoquinolyl, sub- pyrazinyl, Asia Pyrimidine radicals, sub- naphthyridinyl, benzo furylidene, benzo Asia thienyl, sub- indyl (indolylene), dibenzo Asia furan The heteroarylidenes such as base, dibenzo Asia thienyl, sub- carbazyl (carbazolylene).They can have substituent group can also There is no substituent group.

Further, light-emitting component of the invention is characterised by, luminescent layer contains following compounds, and the compound has and contains The aromatic heterocycle of electronics acceptance nitrogen and with following formulas (2)～(4) any one represent.If luminescent layer contains work Be the aromatic heterocycle with the nitrogen of acceptance containing electronics compound, following formula (2)～(4) in any one represent change Compound, then show high electron injection transporting, therefore luminous efficiency is improved.Further, since stable thin film can be formed, therefore So that durability is improved, therefore it is preferred that.

Describe the compound of the aromatic heterocycle with the nitrogen of acceptance containing electronics in the present invention in detail.

Herein, so-called electronics acceptance nitrogen, represents the nitrogen-atoms that multiple bond is formed between adjacent atom.Due to nitrogen Atom has a high electronegativity, therefore the multiple bond has and connects nucleophobic property.Therefore, the aromatic series of the nitrogen of acceptance containing electronics are miscellaneous Ring has high electron affinity.The compound of the present invention with electronics acceptance nitrogen shows high electron injection transporting, therefore Raise in conjunction with probability, so as to luminous efficiency is improved.

The aromatic heterocycle of the so-called nitrogen of acceptance containing electronics, represent pyridine radicals, quinolyl, isoquinolyl, quinoxalinyl, Pyrazinyl, pyrimidine radicals, pyridazinyl, phenanthroline, imidazopyridyl, acridinyl, benzimidazolyl, benzoxazolyl, benzo Thiazolyl, bipyridyl, three pyridine radicals etc., at least there is in above-mentioned heteroaryl electronics acceptance nitrogen in one or more rings Aromatic heterocycle of the atom as the atom beyond carbon.The heteroaromatic with the nitrogen of acceptance containing electronics that the present invention is used In the compound of base, the number of the electronics acceptance nitrogen contained in 1 heteroaromatic is 1 or 2.Wherein, with connecing containing electronics When there is the heteroaromatic of multiple nitrogen of acceptance containing electronics by the compound of the aromatic heterocycle of property nitrogen, there can be 3 Electronics acceptance nitrogen above.It should be noted that the aromatic heterocycle of the nitrogen of acceptance containing electronics can also have alkyl or Cycloalkyl is used as substituent group.

Generally, when being deposited with organic material, in order to long-time is deposited with high temperature, decomposition temperature and sublimation temperature are expected Difference it is big.In the compound of the aromatic heterocycle with the nitrogen of acceptance containing electronics, the electronics contained in 1 heteroaromatic connects When being more than 3 by the number of property nitrogen, if must be deposited with high temperature, the thermic load for being applied to compound itself becomes big, one Part may thermally decompose and is deposited with.Being mixed into for such analyte may be to element characteristic, particularly bring larger to the life-span Affect.In order to suppress this possibility, the number of the electronics acceptance nitrogen contained in expecting 1 heteroaromatic is less than 2.

If the compound of the aromatic heterocycle with the nitrogen of acceptance containing electronics is the electronics contained in 1 heteroaromatic The number of acceptance nitrogen is less than 2 single piperazine compound or diazine compound, then from electron transfer layer electronics acceptance change Obtain easily, electronics is raised to the injection of luminescent layer, therefore improve in conjunction with probability raising, luminous efficiency, therefore it is preferred that.

If the compound of the aromatic heterocycle with the nitrogen of acceptance containing electronics is the change that following formulas (2)～(4) represent Compound, then show high electron injection transporting, therefore luminous efficiency is improved.Further, since stable thin film can be formed, so So that durability is improved, therefore it is preferred that.

In formula (2)～(4), R⁷～R¹¹, and R²¹～R²⁷Can distinguish it is identical can also be different, be singly-bound, hydrogen, alkyl, It is cycloalkyl, heterocyclic radical, alkenyl, cycloalkenyl group, alkynyl, alkoxyl, alkyl sulfenyl, aryl ether, aryl thioethers base, aryl, miscellaneous Aryl, halogen, carbonyl, carboxyl, Epoxide carbonyl, carbamoyl, amino or silicyl.In addition, R⁷～R¹¹In adjacent take Ring can be formed between Dai Ji.Ring A or ring B are represented being condensed with adjacent ring at an arbitrary position, with substituent group or are not had The phenyl ring of substituent group.Y¹～Y³For-N (R²⁸)-,-C (R²⁹R³⁰)-, oxygen atom or sulphur atom.R²⁸～R³⁰Phase can be distinguished With can also be different, it be alkyl, aryl or heteroaryl.R²¹～R³⁰In can form ring between adjacent substituent group.L¹¹～L¹⁷ For singly-bound or arlydene.X¹～X⁵Represent carbon atom or nitrogen-atoms, X¹～X⁵In the case of for nitrogen-atoms, nitrogen is not existed as former The R of the substituent group on son⁷～R¹¹.Wherein, X¹～X⁵In nitrogen-atoms number be 1 or 2.

In formula (2)～(4), so-called L¹¹～L¹⁷Arlydene, refer to 2 ring carbons from aromatic compound (aromatic hydrocarbons) The divalent group for removing 1 hydrogen atom on atom respectively and generating, for example, can illustrate phenylene, naphthylene, biphenylene, sub- fluorenes Base, phenanthrylene, sub- terphenyl, anthrylene, sub- pyrenyl etc..They can have substituent group can not also have substituent group.

The compound phase that the explanation of other substituent groups is represented with formula (1) is same.

In formula (2)～(4), X¹～X⁵In the number of nitrogen-atoms be 1 or 2, and there is no X¹～X⁵In adjacent 2 It is individual while for the situation of nitrogen-atoms.Due to there is no X¹～X⁵In adjacent 2 situations simultaneously for nitrogen-atoms, therefore do not exist Intolerant to the nitrogen being heated-nitrogen double bond, the overall heat stability of molecule is improved.In addition, by making X¹～X⁵In nitrogen-atoms number For 1 or 2, the acceptance from the electronics of electron transfer layer becomes easy, and electronics is raised to the injection of luminescent layer, therefore in conjunction with Probability is improved, luminous efficiency is improved, therefore it is preferred that.

Wherein, from from the aspect of realizing heat stability and electron injection transmission characteristic simultaneously, more preferably X¹And X⁵、X³ And X⁵, or X¹And X³For nitrogen-atoms.

Further, preferred R⁷～R¹¹In at least 2 be aryl.By making R⁷～R¹¹In at least 2 be aryl, can press down System is by X¹～X⁵The easiness of the height and stacking of the flatness of the ring structure constituted with carbon atom, can form stable thin film, Energy can be delivered to into dopant efficiently, therefore, it is possible to high efficiency light-emitting.

Wherein, consider from the easiness of synthesis, by making R⁷～R¹¹In at least 2 for not with substituent group phenyl, With alkyl as substituent group phenyl, with halogen as the phenyl of substituent group or with phenyl as substituent group phenyl, Can form stable thin film, therefore it is preferred that.

As indolocarbazole skeleton has a high triplet, thus formula (2)～(4) represent with indole simultaneously The compound of carbazole skelton can also maintain high triplet, can suppress readily inactivation, therefore reach high-luminous-efficiency.

Wherein, from the point of view of the easiness of synthesis, preferred L¹¹～L¹⁷For singly-bound, R²¹～R²⁶For the compound of hydrogen.

Further, from the point of view of the easiness of synthesis, R²⁷Preferably aryl.Wherein, by making R²⁷For phenyl, can form steady Fixed thin film, therefore it is preferred that.

As the compound of the aromatic heterocycle with the nitrogen of acceptance containing electronics, International Publication No. 2011/ can be enumerated No. 148909 description, No. 2011/132683 description of International Publication No., International Publication No. No. 2011/132684 description, states Border discloses No. 2008/056746 description, No. 2009/084546 description of International Publication No., International Publication No. 2010/ No. 136109 description, No. 2011/019156 description of International Publication No., International Publication No. No. 2011/139055 description, states Border discloses No. 2011/055934 description, Korean Patent Publication No. 2011-120075 publication, International Publication No. 2011/ No. 136755 description, No. 2011/136520 description of International Publication No., International Publication No. No. 2011/132865 description, states Border discloses No. 2012/023947 compound described in description, can specifically enumerate following such compound.

For the compound that formula (1) is represented, from the viewpoint of the easiness, hole transport ability from synthesis, preferably It is connected between carbazole as following formulas (5) are represented.

Further, from the viewpoint of improving from the durability of light-emitting component, preferably asymmetrical carbazole dimer.This be because For in symmetrical structure, crystallinity is high, and the stability of thin film is not enough, and the durability of element is reduced.

In addition, the R from from the viewpoint of thermostability, more preferably in formula (1)¹、R²Be with substituent group or not have take The aryl of Dai Ji.

As the compound that above-mentioned formula (1) is represented, International Publication No. 2011/122132, International Publication No. can be enumerated No. 2011/125680, International Publication No. 2011/48821, International Publication No. 2011/48822, International Publication No. 2011/ No. 24451, International Publication No. 2012/1986, described in Korean Patent Publication 2010-79458 publication with carbazole bone The compound of frame, specifically, can enumerate following such compound.

The compound that formula (1) is represented can be manufactured by known method.The bromo of 9 substituted carbazoles can be passed through The Suzuki coupling reaction of single boric acid of the thing carbazole substituted with 9 and be easily synthesized, but manufacture method not limited to this.

Then, describe the embodiment of the light-emitting component of the present invention in detail.The light-emitting component of the present invention has anode, the moon Pole and hole transmission layer and luminescent layer between above-mentioned anode and negative electrode, the luminescent layer are lighted using electric energy.

Rotating fields between anode and negative electrode in above-mentioned light-emitting component are except being formed by hole transmission layer and luminescent layer Outside structure, following such laminate structures can be also enumerated.

1) hole transmission layer/luminescent layer/electron transfer layer

2) hole injection layer/hole transmission layer/luminescent layer/electron transfer layer

3) hole transmission layer/luminescent layer/electron transfer layer/electron injecting layer

4) hole injection layer/hole transmission layer/luminescent layer/electron transfer layer/electron injecting layer

In addition, above layers can be any one in monolayer, multilamellar respectively, it is also possible to be doped.

In the light-emitting component of the present invention, anode and negative electrode are with the work that the luminous electric current of element is sufficiently used for for supply With in order to derive light, expecting at least one party for transparent or semitransparent.Generally, the anode being formed on substrate is made to be transparency electrode.

In the light-emitting component of the present invention, for the material that anode is used, as long as hole can efficiently be injected Material in organic layer and be transparent or semitransparent to derive light, is not particularly limited in Zinc Oxide, oxidation The conductive metal oxides such as stannum, Indium sesquioxide., indium tin oxide target (ITO), indium zinc oxide (IZO), or the metal such as gold, silver, chromium, iodine Change electric conductive polymers such as the inorganic conductive materials such as copper, copper sulfide, polythiophene, polypyrrole, polyaniline etc., but be especially desired to make With ito glass, nesa glass.Above-mentioned electrode material can be used alone, it is also possible to by multiple material lamination or be mixed into enforcement With.For the resistance of transparency electrode, if can supply to element it is luminous for be sufficient electric current, therefore do not have There is restriction, from from the viewpoint of the power consumption of element, be desired for low resistance.For example, if the ito substrate of 300 Ω/below is then made Play a role for element electrode, but the substrate of 10 Ω/ or so can also be supplied now, therefore be especially desired to using 20 Ω/ Following low-resistance substrate.The thickness of ITO can correspond to resistance value arbitrarily to select, but generally be entered with 50～300nm more Exercise and use.

In addition, the mechanical strength in order to keep light-emitting component, preferably forms light-emitting component on substrate.Substrate can be adapted to make With glass substrates such as soda-lime glass, alkali-free glasss.As long as the thickness of glass substrate is sufficient thickness for keeping mechanical strength Degree, as long as therefore more than 0.5mm is then abundant.For the material of glass, as the ion from glass dissolution is less it is It is good, therefore preferably alkali-free glass.Or, due to being applied with SiO₂Soda-lime glass Deng barrier coat is also commercially available, therefore also may be used With using the soda-lime glass.Further, as long as the first electrode effect of playing consistently, then substrate is not necessarily glass, for example, it is also possible to Anode is formed on plastic base.Ito film forming method is not particularly limited to electronic beam method, sputtering method and chemical reaction method etc..

The present invention light-emitting component in, as long as negative electrode using material electronic high-effective can be injected into luminescent layer Material, is not particularly limited.The generally preferably metal such as platinum, gold, silver, copper, ferrum, stannum, aluminum, indium, or these metals and lithium, sodium, The alloy of the low workfunction metals such as potassium, calcium, magnesium formation, multiple-layer laminated etc..Wherein, it is as main constituent, easy from resistance value, masking From the aspect of degree, the stability of film, luminous efficiency etc., preferred aluminum, silver, magnesium.If being made up of magnesium and silver, in the present invention Electronics is injected in electron transfer layer and electron injecting layer becomes easy, and low voltage drive is possibly realized, therefore particularly preferably.

Further, in order to protect negative electrode, as preference, can enumerate gold such as platinum, gold, silver, copper, ferrum, stannum, aluminum and indiums Category, or the inorganic matters such as alloy, silicon dioxide, titanium dioxide and the silicon nitride of above-mentioned metal, polyvinyl alcohol, polychlorostyrene second are used The organic high molecular compounds such as alkene, hydrocarbon system polymer compound are laminated on negative electrode, used as protection film layer.Wherein, for from the moon For the situation of the component structure (top lighting structure) of light is derived in pole side, protection film layer has printing opacity selected from visible region The material of property.The manufacture method of the electrode is not particularly limited to resistance heating, electronic beam method, sputtering, ion plating method and coating Deng.

In the light-emitting component of the present invention, hole injection layer is inserted into the layer between anode and hole transmission layer.Hole Implanted layer can be one layer, or multilamellar is carried out into lamination, any one.If depositing between hole transmission layer and anode In hole injection layer, then it is driven with lower voltage, endurance life also improves, moreover, and the carrier of element (carrier) balance is improved, and luminous efficiency is also improved, therefore it is preferred that.

Material for hole injection layer is not particularly limited, it is, for example possible to use 4,4 '-bis- (N- (3- methylbenzene Base)-N- phenyl aminos) biphenyl (TPD), 4,4 '-bis- (N- (1- naphthyls)-N- phenyl aminos) biphenyl (NPD), 4, 4 '-bis- (N, N- double (4- xenyls) amino) biphenyl (TBDB), double (N, N '-diphenyl -4- aminophenyls)-N, N- Diphenyl -4,4 '-diaminostilbene, benzidine derivative as 1 '-biphenyl (TPD232), 4,4 ', 4 "-three (3- first Base phenyl (phenyl) amino) triphenylamine (MTDATA), 4,4 ', 4 "-three (1- naphthyls (phenyl) amino) triphenylamine (1-TNATA) etc. it is referred to as the material group of tree-shaped arylamine (starburst arylamine), double (N- aryl carbazoles) or double Double carbazole derivates such as (N- alkyl carbazoles), pyrazoline derivative, Stilbene based compound, hydrazone based compound, benzofuran derive In heterocyclic compound, the polymer systems such as thing, thiophene derivant, oxadiazole derivatives, phthalocyanine derivates, derivatives of porphyrin in side Chain has Merlon, styrene derivative, polythiophene, polyaniline, polyfluorene, polyvinylcarbazole and the polysilane of above-mentioned monomer Deng.The compound that formula (1) or (5) represent is equally applicable to hole injection layer, wherein, for the material with shallow HOMO energy levels For material, from from the viewpoint of successfully to inject hole from anode, more preferably use.

The material can be used alone, it is also possible to use two or more material mixing.Alternatively, it is also possible to will be various Material lamination makes hole injection layer.And the hole injection layer can be separately formed by acceptor's property material, if or above-mentioned Acceptor's property material that adulterates in such hole-injecting material is used, then can significantly more obtain the effect above, therefore more preferably. So-called acceptor's property material, is the material for forming charge transfer complex in the case of as monofilm with the hole transmission layer for contacting Material, be doped and in the case of use with constitute hole injection layer material formed charge transfer complex material.If Using such material, then the electric conductivity raising of hole injection layer, the driving voltage for being more conducive to element are reduced, it is possible to obtain carried High-luminous-efficiency, effect as raising endurance life.

As the example of acceptor's property material, can enumerate iron chloride (III), aluminum chloride, gallium chloride, indium chloride, antimony chloride this The metal chloride of sample, molybdenum oxide, vanadium oxide, tungsten oxide, metal-oxide, three (4- bromobenzenes of chlordene metaantimmonic acid as ruthenium-oxide Base) charge transfer complex as ammonium (TBPAH).Furthermore it is also possible to there is nitro, cyano group, halogen using intramolecular suitably Or the organic compound of trifluoromethyl, quinone based compound, anhydride based compound, fullerene etc..As the concrete of the compound Example, can enumerate hexacyanobutadiene, six cyano group benzene, TCNE, four cyano quinone bismethane (TCNQ), tetrafluoro Quinone bismethane (F4-TCNQ), axle ene derivative, tetrafluoro 1,4-benzoquinone, chloranil, tetrabromo 1,4-benzoquinone, 1,4-benzoquinone, 2,6- bis- Chloranil, 2,5- dichloro quinones, tetramethyl-benzoquinone, 1,2,4,5- four cyano benzene, adjacent dicyanobenzenes, to dicyanobenzenes, Isosorbide-5-Nitrae- Dicyano phenyl tetrafluoride, 2,3-, bis- chloro- 5,6- dicyano benzoquinones, paradinitrobenzene, meta-dinitro-benzent, o-dinitrobenzene, to cyanogen Base Nitrobenzol, a cyanonitrobenzene, adjacent cyanonitrobenzene, 1,4-naphthoquinone, 2,3- dichlone, 1- nitronaphthalenes, 2- nitros Naphthalene, 1,3- dinitronaphthalene, 1,5- dinitronaphthalene, 9- cyano group anthracenes, 9- nitroanthracenes, 9,10- anthraquinones, 1,3,6,8- tetranitros Carbazole, 2,4,7- trinitro-s -9-Fluorenone, 2,3,5,6- four cyano pyridines, maleic anhydride, phthalic anhydride, C60 and C70 etc..

In above-mentioned substance, metal-oxide, the compound of cyano-containing are easily processed, and are also easily deposited with, therefore are readily available The effect above, therefore it is preferred that.In the case that hole injection layer is separately formed by acceptor's property material, or adulterates in hole injection layer and receive Under the either case of main property material, hole injection layer can be one layer, it is also possible to which multiple layers carry out lamination and constitute.

Acceptor's property material is not particularly limited, preferably with respect to the compound that formula (1) or (5) represent, in 0.1～50 matter Measure part, more preferably use in the range of 0.5～20 mass parts.

In the light-emitting component of the present invention, hole transmission layer is that the layer to luminescent layer will be transmitted by anode injected holes.It is logical The compound that formula (1) or (5) represent has high triplet energy level, high hole transport characteristic and thin film stability, therefore is adapted to use In the hole transmission layer of light-emitting component.Hole transmission layer can carry out lamination for monolayer, or multiple layers and constitute, arbitrary Kind.

When being made up of the hole transmission layer of multilamellar, the hole transmission layer of the compound that formula (1) or (5) represent is preferably comprised Directly contact luminescent layer.This is because, the compound that formula (1) or (5) represent has high electronic blocking, can prevent by sending out The intrusion of the electronics that photosphere flows out.Further, the compound that formula (1) or (5) represent has high triplet energy level, therefore also has The excitation energy of triplet emitter is enclosed in into effect therein.Therefore, the feelings containing triplet emitter in luminescent layer Under condition, it is also preferred that the hole transmission layer directly contact luminescent layer of the compound represented containing formula (1) or (5).

The compound that hole transmission layer only can be represented by formula (1) or (5) is constituted, it is also possible to do not damaging the present invention's Mix other materials in the range of effect.In this case, can enumerate and the material identical used in above-mentioned hole injection layer Material group is used as preference, but in the case of being used for hole transmission layer, makes in more preferably selecting HOMO energy levels and hole injection layer Material is equal or the material deeper than which.In this case, 4,4 ' as the other materials for using, for example, can be enumerated-it is bis- (N- (3- aminomethyl phenyls)-N- phenyl aminos) biphenyl (TPD), 4,4 '-bis- (N- (1- naphthyls)-N- phenyl aminos) Biphenyl (NPD), 4,4 '-bis- (N, N- double (4- xenyls) amino) biphenyl (TBDB), it is double (N, N '-diphenyl -4- amino Phenyl)-N, N- diphenyl -4,4 '-diaminostilbene, benzidine derivative as 1 '-biphenyl (TPD232), 4,4 ', 4 "-three (3- aminomethyl phenyls (phenyl) amino) triphenylamine (MTDATA), 4,4 ', 4 "-three (1- naphthyls (phenyl) ammonia Base) triphenylamine (1-TNATA) etc. is referred to as the material group of tree-shaped arylamine, double (N- aryl carbazoles) or double (N- alkyl clicks Azoles) etc. double carbazole derivates, pyrazoline derivative, Stilbene based compound, hydrazone based compound, benzofuran derivatives, thiophene derive Having in side chain in heterocyclic compound, the polymer systems such as Wu, oxadiazole derivatives, phthalocyanine derivates, derivatives of porphyrin is above-mentioned The Merlon of monomer, styrene derivative, polythiophene, polyaniline, polyfluorene, polyvinylcarbazole and polysilane etc..

In the light-emitting component of the present invention, luminescent layer is any one of monolayer, multilamellar.When luminescent layer is multilamellar, each Photosphere is formed respectively by luminescent material (material of main part, dopant material), and each luminescent layer can be material of main part and dopant material The mixture of material, material of main part individually, two kinds of material of main parts and a kind of mixture of dopant material, any one.I.e., originally In the light-emitting component of invention, in each luminescent layer, can only material of main part or only dopant material light, it is also possible to material of main part Light with dopant material.From efficient utilization electric energy, obtain high color purity it is luminous from the viewpoint of, preferred luminescent layer is by leading Body material is mixed to form with dopant material.In addition, material of main part can be one kind with dopant material respectively, or Various combinations, any one.Dopant material is may be embodied in whole material of main part, it is also possible to be included in portion body In material, any one.Dopant material can be with laminated, it is also possible to is disperseed, any one.Dopant material can be with Control illuminant color.If the amount of dopant material is crossed at most causes concentration quenching under high doping, therefore relative to material of main part preferably with 30 Used below quality %, below more preferably 20 mass %.For doping method, can be by being total to material of main part Vapour deposition method is formed, it is also possible to mixed with material of main part in advance, is deposited with simultaneously afterwards.

The compound of the aromatic heterocycle with the nitrogen of acceptance containing electronics has high electron-transporting and thin film stability, Therefore it is suitable for the luminescent layer of light-emitting component.In addition, the compound tool of the aromatic heterocycle with the nitrogen of acceptance containing electronics There are high electron-transporting and thin film stability, therefore be preferred for material of main part.

Further, there is the compound of the aromatic heterocycle with the nitrogen of acceptance containing electronics high triplet energy level more, therefore The material of main part of the element for being preferably used as having used triplet emitter.It is miscellaneous as the aromatic series with the nitrogen of acceptance containing electronics The compound of ring group, particularly suitable compound can enumerate the compound that formula (2)～(4) represent.

In the light-emitting component of the present invention, luminescent material is except the chemical combination of the aromatic heterocycle with the nitrogen of acceptance containing electronics Outside thing, before it is also possible to use as fused-ring derivatives such as anthracene, pyrene known to luminous body, with three (8-hydroxyquinoline) aluminum as generation The metal chelating combination copper 8hydroxyquinolate compound of table, bisstyryl anthracene derivant, diphenylethyllene benzene (distyrylbenzene) the double styrene radical derivative such as derivant, tetraphenylbutadiene derivant, indene derivative, coumarin Derivant, oxadiazole derivative, Pyrrolopyridine derivatives, purple cyclic ketone derivative, cyclopentadiene derivant, oxadiazoles derive In thing, thiadiazoles pyridine derivate, dibenzofuran derivative, carbazole derivates, indolocarbazole derivatives, polymer system P-phenylene vinylene (Polyphenylene vinylene) derivant, polyparaphenylene's derivative and polythiofuran derivative etc., It is not particularly limited.

The material of main part contained in luminescent material is not necessarily solely a kind of compound, can be used in mixed way various formulas (2) The compound that～(4) represent, or the compound that formula (2)～(4) are represented is used in mixed way with other material of main parts.In addition, The compound that the compound that formula (2)～(4) represent can be carried out lamination or represent formula (2)～(4) and other main bodys Material carries out lamination and uses.As other material of main parts, be not particularly limited, can using naphthalene, anthracene, phenanthrene, pyrene,And four Benzene, benzo [9,10] Fei, perylenes, fluoranthene, fluorenes, indenes etc. with the condensation compound of aryl rings, its derivant, N, N '-dinaphthyl- N, N '-diphenyl -4,4 '-diphenyl -1, the aromatic amine derivative such as 1 '-diamidogen, with three (8-hydroxyquinoline) aluminum (III) be the double styrene radical derivatives such as metal chelating combination copper 8hydroxyquinolate compound, the diphenylethyllene benzene derivative of representative, Tetraphenylbutadiene derivant, indene derivative, coumarin derivative, oxadiazole derivatives, Pyrrolopyridine derivatives, purple cyclic ketones Derivant, cyclopentadiene derivant, Pyrrolopyrrole derivatives, thiadiazoles pyridine derivate, dibenzofuran derivative, click Poly (p phenylene vinylene) derivatives, polyparaphenylene in Zole derivatives, indolocarbazole derivatives, pyrrolotriazine derivatives, polymer system spread out Biology, polyfluorene derivative, polyvinylcarbazole derivant, polythiofuran derivative etc., but it is not limited to above-claimed cpd.Wherein, as Luminescent layer carries out the main body used during triplet emission (phosphorescence lights), can be adapted to using metal chelating combination copper 8hydroxyquinolate Compound, dibenzofuran derivative, dibenzothiophene derivatives, carbazole derivates, indolocarbazole derivatives, triazine derivatives Thing, benzo [9,10] phenanthrene derivative etc..

The dopant material contained in luminescent material is not particularly limited, and can enumerate naphthalene, anthracene, phenanthrene, pyrene, benzo [9,10] The compounds with aryl rings such as Fei, perylenes, fluorenes, indenes, its derivant (for example, 2- (benzothiazole -2- bases) -9,10- bis- Phenylanthracene, Rubrene etc.), furan, pyrroles, thiophene, thiophene cough up, 9- silicon heterofluorenes, 9,9 '-spiral shell, two silicon Miscellaneous fluorenes, benzothiophene, benzofuran, indole, dibenzothiophenes, dibenzofurans, imidazopyridine, phenanthroline, pyrazine, naphthalene The compound with heteroaryl ring such as pyridine, quinoxaline, pyrrolopyridine, thioxanthene, its derivant, diphenylethyllene benzene derivative, 4,4 '-bis- (2- (4- diphenylaminophenyls) vinyl) biphenyl, 4,4 '-bis- (N- (Stilbene -4- bases)-N- phenylaminos Base) aminostyryl derivatives, aromatic series acetylene-derivative, tetraphenylbutadiene derivant, stilbene derivative, the aldazine such as Stilbene Derivant, pyrroles's methine (pyrromethene) derivant, diketone pyrrolo- [3,4-c] azole derivatives, 2,3,5,6-1H, Coumarin derivative, imidazoles, the thiophenes such as 4H- tetrahydrochysene -9- (2 '-benzothiazolyl) quinolizino [9,9a, 1-gh] coumarins Zole derivatives and its metal complexs such as azoles, thiadiazoles, carbazole, oxazole, oxadiazoles, triazole and with N, N '-diphenyl-N, - two (3- aminomethyl phenyls) -4 of N ', 4 '-diphenyl -1,1 '-diamidogen are aromatic amine derivative of representative etc..

Wherein, the dopant used when carrying out triplet emission (phosphorescence light) as luminescent layer, preferably containing being selected from Iridium (Ir), ruthenium (Ru), palladium (Pd), platinum (Pt), osmium (Os), and rhenium (Re) at least one metal metal complex chemical combination Thing.Part preferably has the nitrogenous heteroaromatics such as phenylpyridine skeleton, phenylchinoline skeleton or N- heterocycle shape Cabbeen skeletons. But, this is not limited to, can select to be adapted to according to the relation of required illuminant color, element function and host compound Complex.Specifically, three (2- phenylpyridyls) iridium complex, three { 2- (2- thienyls) pyridine radicals } iridium can be enumerated Complex, three { 2- (2- benzothienyls) pyridine radicals } iridium complex, three (2- phenylbenzothiazols) iridium complex, three (2- benzene base benzoxazoles) iridium complex, three benzoquinoline iridium complexs, double (2- phenylpyridyls) (acetylacetone,2,4-pentanedione) iridium networks Compound, double { 2- (2- thienyls) pyridine radicals } iridium complexs, double { 2- (2- benzothienyls) pyridine radicals } (acetylacetone,2,4-pentanediones) Iridium complex, double (2- phenylbenzothiazols) (acetylacetone,2,4-pentanedione) iridium complexs, double (2- Ben base benzoxazoles) (acetylacetone,2,4-pentanediones) Iridium complex, dibenzoquinoline (acetylacetone,2,4-pentanedione) iridium complex, double { 2- (2,4 difluorobenzene base) pyridine radicals } (acetylacetone,2,4-pentanediones) Iridium complex, tetraethyl porphyrin platinum complex, { three (thenoyltrifluoroacetone) single (1,10- phenanthroline) } europium complex, { three (thenoyltrifluoroacetone) are single (bathophenanthroline) } europium complex, three (1,3- diphenyl- 1,3- propanedione) single (1,10- phenanthroline) } europium complex, triacetyl acetone terbium complex etc..In addition, it is also preferred that using Phosphorescent dopants described in Japanese Unexamined Patent Publication 2009-130141 publications.But above-claimed cpd is not limited to, due to being readily obtained High efficiency light-emitting, therefore preferably use iridium complex or platinum complex.

For the above-mentioned triplet emitter used as dopant material, both each only can contain in luminescent layer It is a kind of, it is also possible to be used in mixed way two or more.During using two or more triplet emitters, the gross mass of dopant material Below material of main part preferably 30 mass %, below more preferably 20 mass %.As preferred dopant, Ke Yiju Go out example below.

Further, in luminescent layer, in addition to aforementioned body material and triplet emitter, for the current-carrying in luminescent layer The stabilized purpose of the adjustment of quantum balancing or the Rotating fields of luminescent layer can also contain the 3rd composition.Can specifically enumerate with Lower such example.

In the light-emitting component of the present invention, so-called electron transfer layer is to inject electronics from negative electrode and then transmit the layer of electronics. For electron transfer layer, expect that electron injection efficiency height, efficiency transmit the electronics being injected into well.Therefore, electronics is passed Defeated layer is required as following substances：Electron affinity is big, and electron mobility is big, and excellent in stability, during fabrication and makes Used time is not likely to produce the impurity for becoming trap.When particularly making thickness carry out lamination thicker, as the compound of low-molecular-weight enters Row crystallization etc., film quality is easily deteriorated, therefore preferably keeps the compound of the molecular weight more than 400 of stable film quality.But, it is contemplated that When the transmission of hole and electronics is balanced, if electron transfer layer is primarily served efficiently can to prevent not carry out from the hole of anode In conjunction with the effect that ground flows to cathode side, even if then not so high material is constituted by electron transport ability, improve luminous The effect of efficiency is also equal with when being made up of the high material of electron transport ability.Therefore, the electron transfer layer in the present invention is also made Be with the synonymous layer of hole trapping layer that can efficiently prevent hole movement and contained.

As the electron transport material used in electron transfer layer, can enumerate the condensed polycyclc aromatic derivant such as naphthalene, anthracene, With styrene base system aromatic rings derivant that 4,4 '-bis- (diphenylacetylene) biphenyl are representative, anthraquinone, diphenylquinone (diphenoquinone) the hydroxyquinoline complexation such as quinone derivative, phosphinoxide, three (8-hydroxyquinoline) aluminum (III) such as Thing, benzo hydroxyquinoline complex, hydroxypyrrole (hydroxylazole) complex, azomethine complex, cycloheptatriene phenol The various metal complexs such as ketone metal complex and flavonol metal complex.As the electricity of the electron transfer layer for the present invention Sub- transmission material, due to reducing driving voltage, obtain high efficiency light-emitting, therefore preferably uses with by selected from electronics acceptance Property nitrogen and carbon, hydrogen, nitrogen, oxygen, silicon and phosphorus in element constitute heteroaromatic structure compound.

So-called electronics acceptance nitrogen, represents the nitrogen-atoms that multiple bond is formed between adjacent atom herein.Due to nitrogen Atom has a high electronegativity, therefore the multiple bond has and connects nucleophobic property.Therefore, the aromatic series of the nitrogen of acceptance containing electronics are miscellaneous Ring has high electron affinity.Electron transport material with electronics acceptance nitrogen is acceptant from high electron affinity Negative electrode electronics, can be driven with lower voltage.In addition, the electronics to luminescent layer supply increases, in conjunction with probability Improve, therefore luminous efficiency is improved.

As the heteroaryl ring containing electronics acceptance nitrogen, for example, pyridine ring, pyrazine ring, pyrimidine ring, quinoline can be enumerated Ring, quinoxaline ring, naphthyridines ring, pyrimido-pyrimidine ring, benzoquinoline ring, phenanthroline ring, imidazole ring, oxazole ring, oxadiazole rings, three Azoles ring, thiazole ring, Thiadiazole, benzoxazole ring, benzothiazole ring, benzimidazole ring, phenanthro- imidazole ring etc..

As the compound with above-mentioned heteroaryl ring structure, for example, benzimidizole derivatives, benzoxazole can be enumerated and spread out Biology, benzothiazole derivant, oxadiazole derivatives, thiadiazoles derivative, triazole derivative, pyrazines derivatives, phenanthroline spread out Oligomerization pyridine derivate, the quinolines such as biology, quinoxaline derivant, quinoline, benzoquinoline derivative, bipyridyl, three pyridines Quinoline derivant and 7-naphthyridine derivatives etc. are used as preferred compound.Wherein, from from the viewpoint of electric transmission energy, preferably use Double [(4- tert-butyl-phenyls) -1,3, the 4- Evil bis- of imdazole derivatives, 1, the 3- such as three (N- phenylbenzimidazol -2- bases) benzene The triazole derivatives such as oxazolyl] Ben Deng oxadiazole derivatives, N- naphthyl -2,5- diphenyl -1,3,4- triazoles, bathocuproine, 1, Phenanthroline derivant, 2,2 '-bis- (benzo [h] quinoline -2- bases) -9 such as double (1, the 10- phenanthroline -9- bases) benzene of 3-, Benzoquinoline derivative, 2, the 5- such as 9 '-spiral shell, two fluorenes pair (6 '-(2 ', 2 "-bipyridyl)) -1,1- dimethyl -3,4- Diphenyl thiophene such as coughs up at dipyridyl derivatives, 1, the 3- double (4 '-(2,2 '：6 ' 2 "-three pyridine radicals)) three pyridine derivates such as benzene, The 7-naphthyridine derivatives such as double (1- naphthyls) -4- (1,8- naphthyridines -2- bases) phenyl phosphine oxides.If in addition, their derivant With condensed polycyclc aromatic skeleton, then vitrification point raising, and electron mobility also becomes big, the low-voltage of light-emitting component The effect of change is big, therefore more preferably.Further, if being held in view of the raising of element endurance life, the easy degree of synthesis, raw material Easily, then condensed polycyclc aromatic skeleton is particularly preferably anthracene skeleton, pyrene skeleton or phenanthroline skeleton.Above-mentioned electron transport material can To be used alone, but it is also possible to which two or more above-mentioned electron transport materials is used in mixed way, or can also be by more than one Other electron transport materials be blended in above-mentioned electron transport material in used.

As preferred electron transport material, it is not particularly limited, can specifically enumerates following such example.

Above-mentioned electron transport material can be used alone, but it is also possible to mixes donor material and is used.Herein, it is so-called Donor material, is by improving electron injection barrier, making from negative electrode or electron injecting layer to hold to electron transfer layer injection electronics Easily carry out, and then improve the compound of the electric conductivity of electron transfer layer.

As the preferred example of donor material, can enumerate alkali metal, containing alkali-metal inorganic salt, alkali metal with it is organic The complex of thing, alkaline-earth metal, complex of the inorganic salt containing alkaline-earth metal or alkaline-earth metal and Organic substance etc..As alkali gold Category, the preferred kind of alkaline-earth metal, can enumerate the big lithium of effect that low work function and electric transmission can improve, sodium, potassium, rubidium, caesium Alkaline-earth metal as such alkali metal, magnesium, calcium, cerium, barium.

Further, since evaporation in vacuum is easy and operability is excellent, therefore compared with metallic monomer, it is more preferably inorganic Salt or the state with the complex of Organic substance.Further, the processing ease from air carries out, adds the appearance of the control of concentration Easily from the aspect of degree, more preferably it is the state with the complex of Organic substance.As the example of inorganic salt, can enumerate LiO, Li₂The fluoride such as the oxides such as O, nitride, LiF, NaF, KF, Li₂CO₃、Na₂CO₃、K₂CO₃、Rb₂CO₃、Cs₂CO₃In carbonate Deng.In addition, as alkali metal or the preferred example of alkaline-earth metal, from from the viewpoint of big low voltage drive effect is obtained, Lithium, caesium can be enumerated.In addition, as the preferred example of the Organic substance in the complex with Organic substance, hydroxyquinoline, benzo can be enumerated Hydroxyquinoline, pyridine radicals phenol, flavonol, hydroxy imidazole pyridine, oxyindole (hydroxybenzazol), hydroxyl triazole Deng.Wherein, from the effect of the lower voltage of light-emitting component it is bigger from the viewpoint of, the complex of preferred as alkali and Organic substance, And then from the viewpoint of the easy degree from synthesis, heat stability are such, the more preferably complex of lithium and Organic substance, particularly preferably The hydroxyquinoline lithium that more inexpensively can be obtained.

The ionization potential of electron transfer layer is not particularly limited, preferably more than 5.6eV below 8.0eV, more preferably for More than 6.0eV below 7.5eV.

The forming method for constituting the above layers of light-emitting component is not particularly limited to resistance heating evaporation, electron beam evaporation plating, splashes Penetrate, molecular layer area method, rubbing method etc., generally from from the aspect of element characteristic, preferred resistance heating evaporation or electron beam evaporation plating.

In the light-emitting component of the present invention, for the thickness that the total of above layers is organic layer, due to also depending on The resistance value of luminescent substance, therefore can not be defined, but preferably 1～1000nm.Luminescent layer, electron transfer layer, hole pass The thickness of defeated layer is respectively preferably more than 1nm below 200nm, more preferably more than 5nm below 100nm.

The light-emitting component of the present invention has the function that can convert electrical energy into light.Direct current is used mainly as electric energy herein Electric current, but it is also possible to using pulse current, alternating current.Current value and magnitude of voltage are not particularly limited, if in view of element Power consumption, life-span, then should be selected so that and can try one's best with low energy and obtain the brightness of maximum.

The light-emitting component of the present invention is for example suitable as the display shown with matrix and/or segmented mode.

In the light-emitting component of the present invention, so-called matrix-style is with clathrate, mosaic shape etc. two for the pixel for showing Dimension mode is configured, and word, image are represented with the set of pixel.The shape of pixel, size depend on purposes.For example, it is individual In people's computer, monitor, the image of TV and text importing, the pixel of the tetragon for less than 300 μm is usually used, separately Outward, in the case of giant display as display floater, using the pixel that one side is mm levels.In the case of monochromatic display, only The pixel arranged by same color, in the case of colored display, the pixel for arranging red, green, blue is shown.Such case Under, typically there are triangle and stripe-shaped.The driving method of the matrix can be line sequential driving method, appointing in active matrix It is a kind of.Line order drives its simple structure, but when considering acting characteristic, active matrix is excellent sometimes, therefore this also needs Use is distinguished according to purposes.

In the light-emitting component of the present invention, so-called segmented mode is being formed in the way of showing the information that is previously determined Pattern, makes the region determined by the configuration of the pattern carry out luminous mode.For example, digital clock, thermometer can be enumerated In moment, temperature shows, the operating state such as audio equipment, electromagnetic cooker shows and the instrumental panel of automobile shows.It is above-mentioned Matrix is shown.

The light-emitting component of the present invention is preferably used as the backlight of various machines etc..Backlight is aobvious primarily for the unautogenous light of raising The purpose of the visibility of showing device and use, in liquid crystal indicator, clock and watch, PA-system, automobile instrument panel, display panel and mark Used in knowledge etc..The light-emitting component of the present invention is studying the individual of slimming particularly preferred for liquid crystal indicator, especially The backlight of people's computer purposes, can provide the backlight compared with prior art for slim and lightweight.

Embodiment

Hereinafter, the embodiment explanation present invention is enumerated, but the invention is not restricted to the embodiment.

Embodiment 1

The glass substrate (GEOMATEC (strain) systems, 11 Ω/, sputtering product) of the ITO nesa coating of 50nm will be piled up 38 × 46mm is cut into, is etched.By the substrate for obtaining " Semico Clean56 " (trade name, Furuuchi Chemical Corporation systems) ultrasound wave clean 15 minutes after, cleaned with ultra-pure water.The substrate is carried out 1 little before it will make element When UV- ozone process, be arranged in vacuum deposition apparatus, the vacuum being vented in device becomes 5 × 10^{- 4}Below Pa. Afterwards, the HI-1 of 10nm is deposited with substrate as hole injection layer by the use of electrical resistance heating.Then, pass as the first hole Defeated layer, is deposited with the NPD of 100nm.Then, as the second hole transmission layer, it is deposited with the HT-1 of 20nm.Then, as luminescent layer, Material of main part uses compound D-1 using compound H-1, dopant material, is deposited with the thickness for 40nm, makes dopant material Doping content become 5 mass %.Then, as electron transfer layer, by the thickness that compound E-1 lamination is 20nm.

Then, lithium fluoride, the aluminum of 60nm of 0.5nm are deposited with, as negative electrode, the element of 5 × 5mm square is made.This place The thickness stated is crystal oscillation formula thickness monitor show value.By the light-emitting component with 10mA/cm²DC driven is carried out, as a result The green emitting of luminous efficiency 25.0lm/W is obtained.By the light-emitting component with 10mA/cm²Direct current carry out Continuous Drive, tie Fruit halves in brightness in 2500 hours.It should be noted that compound N PD, HI-1, HT-1, H-1, D-1, E-1 are following Shown compound.

Embodiment 2～11

As the second hole transmission layer, material of main part, dopant material, using the material described in table 1, in addition with Embodiment 1 similarly makes light-emitting component.Show the result in table 1.It should be noted that HT-2～HT-6, H-2～H-4, D-2, D-3 are compound shown below.

Comparative example 1～9

It is as the second hole transmission layer, material of main part, using the material described in table 1, in addition, same with embodiment 1 Sample ground makes light-emitting component.Show the result in table 1.It should be noted that HT-7, H-5～H-7 is chemical combination shown below Thing.

Embodiment 12

The material described in table 1 is used as electron transport material, compares 100 with evaporation rate：1 (=0.2nm/s： 0.002nm/s) using compound E-1 and donor metal (Li：Lithium) common evaporation film replacing compound E-1, except this it Outward, light-emitting component is made similarly to Example 1.Show the result in table 1.

Embodiment 13

Make electron transfer layer be two layers of laminate structures, as the first electron transfer layer, be 10nm by compound E-2 evaporations Thickness, as the second electron transfer layer, by compound E-1 and donor metal (Li：Lithium) common evaporation film with evaporation rate Than 100：1 (=0.2nm/s：0.002nm/s) evaporation is the thickness of 25nm, carries out lamination, in addition, similarly to Example 1 Ground makes light-emitting component.Show the result in table 1.It should be noted that E-2 is compound shown below.

Embodiment 14

Make electron transfer layer be two layers of laminate structures, as the first electron transfer layer, be 10nm by compound E-2 evaporations Thickness, as the second electron transfer layer, by compound E-1 and donor material (Cs₂CO₃：Cesium carbonate) common evaporation film with Evaporation rate compares 100：1 (=0.2nm/s：0.002nm/s) evaporation is the thickness of 25nm, carries out lamination, in addition, with enforcement Example 1 similarly makes light-emitting component.Show the result in table 1.

Embodiment 15

The material described in table 1 is used as electron transfer layer, compares 1 with evaporation rate：1 (=0.05nm/s：0.05nm/ S) using compound E-3 and donor material (Liq：Hydroxyquinoline lithium) common evaporation film replacing compound E-1, except this it Outward, light-emitting component is made similarly to Example 1.Show the result in table 1.It should be noted that E-3 is change shown below Compound.

Embodiment 16～17

The material described in table 1 is used as electron transfer layer, in addition, luminous unit is made similarly to Example 15 Part.Show the result in table 1.It should be noted that E-4, E-5 are compound shown below.

Embodiment 18～19

The material described in table 1 is used as electron transfer layer, in addition, luminous unit is made similarly to Example 1 Part.Show the result in table 1.

【Table 1】

Embodiment 20

The glass substrate (GEOMATEC (strain) systems, 11 Ω/, sputtering product) for piling up 50nm ITO nesa coatings is cut Into 38 × 46mm, it is etched.The substrate for obtaining is utilized into " Semico Clean56 " (trade name, Furuuchi Chemical Corporation systems) ultrasound wave clean 15 minutes, cleaned with ultra-pure water afterwards.By the substrate in the advance that will make element The process of the row UV- ozone of 1 hour, is arranged in vacuum deposition apparatus, and the vacuum being vented in device becomes 5 × 10^{- 4}Pa Below.Afterwards, the compound HI-1 for being deposited with 10nm by electrical resistance heating on substrate is used as hole injection layer.Then, as First hole transmission layer, is deposited with the NPD of 100nm.Then, as the second hole transmission layer, it is deposited with the HT-1 of 50nm.Then, make For luminescent layer, material of main part uses compound D-4 using compound H-8, dopant material, is deposited with the thickness for 30nm, makes The doping content of dopant material becomes 5 mass %.Then, as electron transfer layer, by compound E-1 lamination for 35nm's Thickness.

Then, the lithium fluoride of 0.5nm is deposited with, the aluminum of 1000nm is deposited with afterwards, as negative electrode, the unit of 5 × 5mm square is made Part.Thickness described herein is crystal oscillation formula thickness monitor show value.By the light-emitting component with 10mA/cm²Carry out direct current Drive, the high efficiency emitting red light of luminous efficiency 14.0lm/W is as a result obtained.By the light-emitting component with 10mA/cm²Direct current Continuous Drive is carried out, is as a result halved in brightness in 3000 hours.It should be noted that compound H-8 is chemical combination shown below Thing.

Embodiment 21～25

As the second hole transmission layer, using the material described in table 2, in addition, make similarly to Example 20 Light-emitting component, evaluated.Show the result in table 2.It should be noted that compound HT-8, HT-9 are change shown below Compound.

Comparative example 10～13

As the second hole transmission layer, material of main part, using the compound described in table 2, in addition, with embodiment 20 Similarly make light-emitting component, evaluated.Show the result in table 2.It should be noted that compound HT-10, H-9 be with Lower shown compound.

Embodiment 26～27

As the 2nd hole transmission layer and electron transport material, using the material described in table 2, in addition, with enforcement Example 20 similarly makes light-emitting component, is evaluated.Show the result in table 2.

Embodiment 28～36

As the second hole transmission layer, material of main part, using the compound described in table 2, in addition, with embodiment 20 Similarly make light-emitting component, evaluated.Show the result in table 2.It should be noted that compound H-10～H-18 be with Lower shown compound.

【Table 2】

Claims

1. a kind of light-emitting component, at least possesses hole transmission layer and luminescent layer between the anode and cathode, carries out sending out using electric energy Light, it is characterised in that

The hole transmission layer contains the compound that following formulas (1) are represented, and the luminescent layer contains useful following formulas (2) In～(4) any one represent, and with comprising electronics acceptance nitrogen aromatic heterocycle compound,

In formula (1), R¹～R⁴Can distinguish it is identical can also be different, selected from hydrogen, alkyl, cycloalkyl, heterocyclic radical, alkenyl, ring Thiazolinyl, alkynyl, alkoxyl, alkyl sulfenyl, aryl ether, aryl thioethers base, aryl, heteroaryl, halogen, carbonyl, carboxyl, epoxide Carbonyl, carbamoyl, amino, silicyl ,-P (=O) R⁵R⁶, R⁵And R⁶For aryl or heteroaryl, L is singly-bound or sub- virtue Base,

In formula (2)～(4), R⁷～R¹¹Can distinguish it is identical can also be different, R²¹～R²⁷Can distinguish it is identical can also be different, R⁷～R¹¹And R²¹～R²⁷For hydrogen, alkyl, cycloalkyl, heterocyclic radical, alkenyl, cycloalkenyl group, alkynyl, alkoxyl, alkyl sulfenyl, virtue Base ether, aryl thioethers base, aryl, heteroaryl, halogen, carbonyl, carboxyl, Epoxide carbonyl, carbamoyl, amino or first silicon Alkyl；In addition, R⁷～R¹¹In can form ring between adjacent substituent group, ring A or ring B are represented and are contracted with adjacent ring at an arbitrary position Phenyl ring closing, with substituent group or that there is no substituent group；Y¹～Y³For-N (R²⁸)-,-C (R²⁹R³⁰)-, oxygen atom or Sulphur atom；R²⁸～R³⁰Can distinguish it is identical can also be different, be alkyl, aryl or heteroaryl；R²¹～R³⁰In adjacent replacement Ring can be formed between base；L¹¹～L¹⁷For singly-bound or arlydene；X¹～X⁵Represent carbon atom or nitrogen-atoms, X¹～X⁵For nitrogen-atoms In the case of, do not exist as the R of the substituent group on nitrogen-atoms⁷～R¹¹；Wherein, X¹～X⁵In nitrogen-atoms number be 1 or 2.

2. light-emitting component as claimed in claim 1, it is characterised in that the following formulas (5) of the hole transmission layer represent Compound,

In formula (5), R¹～R⁴With the R in the formula (1) of the claims 1¹～R⁴Definition it is identical.

3. light-emitting component as claimed in claim 1 or 2, it is characterised in that in the formula (1) or formula (5), R¹And R²For Different groups.

4. light-emitting component as claimed in claim 1 or 2, it is characterised in that in the formula (1) or formula (5), R¹And R² Be with substituent group or with substituent group aryl.

5. light-emitting component as claimed in claim 1 or 2, it is characterised in that in the formula (1) or formula (5), R¹For phenyl, R²For diphenyl phenyl, triphenyl phenyl, tetraphenyl phenyl or pentapheneyl phenyl.

6. light-emitting component as claimed in claim 1 or 2, it is characterised in that in formula (2)～(4), X¹And X⁵, or X³And X⁵, or X¹And X³For nitrogen-atoms.

7. light-emitting component as claimed in claim 1 or 2, it is characterised in that at least have between the anode and the negative electrode Standby electron transfer layer, the electron transfer layer contain the compound with heteroaryl ring structure, and the heteroaryl ring structure includes electricity Sub- acceptance nitrogen.