TW200811267A - Electroluminescent polymer, and light-emitting element and light-emitting device using the same - Google Patents

Abstract

Disclosed is an electroluminescent polymer having a structure represented by the following formula (I), wherein n is a positive integer, x is mole fraction between 0.005 and 0.99, A represents a substituted or unsubstituted fluorine, R1 and R2 each represents a hydrogen atom, a halogen atom or a cyanide group, Ar1, Ar2 and Ar3 each represent a substituted or unsubstituted aryl or heteroaryl group. The electroluminescent polymer of the present invention may be used as an electroluminescent medium in a light-emitting element or a light-emitting device.

Description

200811267 IX. Invention Description - ....... -People: :,:. : -· - - ' . [Technical Field] The present invention relates to a polymer electroluminescent material, and the use of the high It is a light-emitting element and a light-emitting device of a sub-electroluminescent material. • [Prior Art] Due to the wide viewing angle and faster response time of conventional liquid crystal displays, the development of light-emitting elements using organic light-emitting materials has recently become quite active. In particular, when an organic compound is used as the luminescent material, it is expected to realize a self-luminous source and a flat display having a high reaction speed regardless of the viewing angle. When these light-emitting elements are incorporated in consumer electronic devices such as digital cameras, personal digital assistants (PDAs), and video telephones, they provide advantages such as low power consumption, high brightness, and slim design. Representative examples of the light-emitting element are a light-emitting diode device such as an Organic Light-Emitting Diode (OLED) and a high-resolution φ sub-light-emitting diode (PLED). In general, an organic light-emitting diode device has a film disposed between a transparent anode and a metal cathode, and the film includes a light-emitting material that can emit light via an applied current. In order to manufacture a full-color light-emitting diode display panel, it is necessary to have high-efficiency red, green, and blue electroluminescent materials having sufficient luminous efficiency and appropriate chromaticity. A red light material 4-(dicyanomethylene)-2-methyl-6-(/7-dimethylaminostryl)-.4 //-pyran (DCM) and its derivatives have been proposed by Kodak Company in U.S. Patent 4,769,292, but the material The luminous efficiency and the wavelength of the light are still to be improved. 7 200811267 Therefore, it is necessary to propose a red light material having a higher luminous efficiency and a longer wavelength of light emission for use in an organic light emitting diode device, so that the organic light emitting device has a more display quality. SUMMARY OF THE INVENTION A primary object of the present invention is to provide an electroluminescent material which can serve as a light-emitting layer of a light-emitting element.

Another main object of the present invention is to provide an electroluminescent material which can serve as a red-emitting luminescent member light-emitting layer. To achieve the above and other objects, the present invention provides a polymer electroluminescent material having the structure represented by the following formula (I): wherein 11 is a positive integer, preferably a positive integer greater than 丨, most preferably w A positive integer between 20 and 90, where χ is the molar fraction, between 〇〇〇5 and 〇99, Α represents a substituted or unsubstituted oxime group, and Β represents as formula (H), formula ( III) or a group of formula (IV): (II)

8 (III) 200811267

(iv)

To achieve the above and other objects, the present invention further provides an electroluminescent material having the structure represented by the following formula (V), formula (VI) or formula (VII): (V)

(VI) 9 200811267

NC\^CN τ101

Wherein U R2 each represents a hydrogen atom, a _ atom or a cyano group, and each of Ari, Ar2 and Ar3 represents a ring of fragrant base. The gas A unsubstituted aromatic group or heteronuclear aryl snow and other objects' the present invention further provides a light-emitting element or a light-emitting device manufactured by using the above-mentioned electroluminescent material. [Embodiment] The present invention relates to an electroluminescent material which can be used to manufacture a light-emitting element. The light-emitting element can be applied to a light-emitting device such as a display (television or screen), a backlight, a light source, and the like. The present invention provides a polymer electroluminescent material having a structure as shown in formula (I): hereinafter, 200811267

Wherein n is a positive integer, preferably a positive integer greater than 1, preferably a positive integer between 20 and 90, and χ is a molar fraction, between 〇〇〇5 and 〇.99. In the formula (I), fluorene represents a substituted or unsubstituted fluorene group, and its structure is as follows:

It is understood that the hydrogen atom in the above structure may be optionally substituted by a γ, a pyridyl group, a thioalkyl group, an alkoxy group, an alkenyl group, an alkynyl group, an alkenyloxy group, an alkynyloxy group or an aromatic group. Wherein the alkyl group, the alkoxy group, the alkynyl group, the alkynyl group, the alkenyloxy group, the alkynyl group preferably has an i-丨2 carbon atom and may be a straight chain or a bond.

B of the formula (I) represents a group of the formula (π), formula (m) or formula (IV): (II)

(III) 200811267

(ιν)

The present invention further provides an electroluminescent material (V), a formula (VI) or a formula (VII): the structure is as follows

(V)

(VI)

12 (VII) (VII) 200811267

In the structural formula (II) to the structural formula (VII), R1 and R2 may be the same or different and each represents a hydrogen atom, a γ atom or a cyano group. Ar!, Ar2 and Ar3 in the formula (Π) to the formula (VII) may be the same or different and each represents a substituted or unsubstituted c6~c3g aryl group or a substituted or none Substituted c6~c3G heteroaryl group 〇The aforementioned aromatic group includes phenyl, naphthyl, diphenyl, anthryl, and stupidin ( Pyrenyl), phenanthryl and dibenzopentarene or other forms of polyphenyl ring substituents. The spectacleous heteronuclear fragrant group may be thiophene, pyridine, quin〇Hne, isquinoline, pyrimidine, pyrrole. ), pyrazole, imidaz〇le,, (ind〇le), 嗟w (10) (4), isothiazole, benzothiazole or other forms of heteronuclear aromatic rings . Preferably, Ari, gossip and may be a group of the formula AM, Ar-2, Ar-3 or Ar-4 as follows: 13 200811267 (Ar-l) (Αγ·2)

(Αγ^3) (Αγ-4)

And each represents a hydrogen atom or wherein Rs and R4 may be the same or different and are a substituent.

The structural formula (Π) to the structural formula (VII) is such that zl z is the same or different, and each represents one of the 4, _ J 乂 phase 7 into a substituted or unsubstituted naphthene (CyCl〇alkyl dng) At〇mic group. Electroluminescent materials which can be used in the structures of the present invention will be listed below for these compounds. B-1 is of formula (V), formula (VI) or formula (VII) but the invention is inferred to be limited

B-3 200811267

B-7 15 200811267

The polymer electroluminescent materials used in the examples of the present invention will be listed below, but the present invention should not be construed as being limited to these polymers. (1)

16 200811267 (2)

17 (5) 200811267

The compound represented by the formula (i) according to the present invention can be copolymerized with a compound represented by the following structural formula: Al, A-2 or A-3 with a compound represented by the following structural formula Π-1, III-1 or IV-1. Made by:

A-1

Br-A-Br A represents a substituted or unsubstituted fluorene group. (Π-1)

(ΠΜ) 18 200811267

Br A『2 Ar2 IV-1 )

And Z102

Ar2 and Ar3 with z1. The definition is the same as the above structural formula (II) to structural formula (νΠ). The synthesis examples of the compounds of the present invention will be described below. Example 1 Synthesis of ('bromophenyl)diphenylamine The synthetic reaction scheme is shown in the following formula 1. Take 2.06 g (ι〇·〇8真毛万耳) Triphenylamine (Triphenylamine) dissolved in 20 ml of dimethylformamide (N, N-Dimethylformamide, DMF), mixed with nitrogen , take *^*12 g (11.91 mmol), N-Bromosuccinimide (NBS) dissolved in 20 ml of DMF, slowly, high into the reactor, plus Warm to 1 〇〇 ° C for 3 hours. After purification, the product was obtained in a yield of 86.2%. Melting point: 1〇7~108 °C. 1H-NMR (Acetone-d6, ppm) ·· δ 7·44~7.24 (m, 6H, Ar-£L), 7.13~6·91 (m, 8Η,

Ar-ii).Anal· Calcd· for C18H14BrN: C, 66·68 %; Η, 4·35 19 200811267 %; N, 4.32 %. Found: C5 66.00 %; H, 4.28 %; N, 4.25 %. Formula 1

Example 2 Synthesis of 4-(4-bromophenyl)aniline benzaldehyde The synthesis reaction scheme is as shown in the following formula 2. Take 1,2-dichloroethane (8 ml) and add 65·65 g (2·00 mmol) (4-bromophenyl)diphenylamine (4 in an ice bath) -Bromophenyl) diphenylamine), 0.92 g (5·96 mM) Phosphorus oxychloride (POC13), 0.447 g (6.11 mmol), N,N-Dimethylformamide (DMF) The mixture was stirred under nitrogen and slowly heated to 90 ° C for 24 hours. After purification, the product was obtained in a yield of 92.12% JH-NMR (Acetone-d6, ppm): 5 9.86~9.81 (t, 1H, -CHO), 7.79~7·70 (m, 2H, Ar-ϋ) ),7·56~7.52 (m,2H, Ar-H)? 7.44~7.39 (t,2 H,Ar-H), 7.25~6·94 (m,7 H,

Anal. Calcd. for C19H14BrNO: C5 64.79 %; H, 4.01%; N5 3.96 %. Found: C, 65.52%; H? 4.16%; N, 3.96%. Equation 2 20 200811267

Example 3 Synthesis of (2,6-dimethyl-4-hydro-furan-4-yl) malononitrile The synthetic reaction scheme is shown in the following formula 3. Take 1·2 5 g (10.06 mmol) 2,6--methyl-y-0 ratio σ南酉同(2,6-dimethylnyr〇ne), 0.783 g (11.85 house moles) propyl-nitrile ( Malononitrile) was dissolved in 5 ml of Acetic anhydride, stirred under nitrogen, and heated to 14 Torr for 1 hour. After purification, the product was obtained in a yield of 65.8 %. Melting point: 192~195 °C. ^-NMR (Acetone-d6, ppm): δ 6.60 (s5 1Η5 Ar-H)5 2.74 (s5 3H? -CH3). Anal. Calcd. for C10H8N2O: C, 69.76 %; H,4·68 %; N , 16.27 %· Found: C,69.43 %; H,4.76 %· N,16.12 % 〇式3

Example 4 Synthesis of Compound Bl-Br The synthetic reaction scheme is shown in the following formula 4. Take 0.634 g (1·80 mmol) of 4-(4-bromophenyl)phenylbenzin (benzaldehyde) and 0.148 g (0.86 mmol) 2, 6-Methyl-4,4-dimethyl-4H-pyran-4-ylidine propanedintrile 21 21201111267 In 10 ml of acetonitrile (Acetonitrile), stir under nitrogen, wait After all the solids were dissolved, 5 drops of pentylamine (Piperidine) was added and reacted at 8 ° C for 1 day. After purification, the product 4-dinitrite methyl-2,6-bis((4-bromophenyl)aniline)-styryl-4 hydrogen-shout (4-dicyanomethylene-2,6-bis((4-bromophenyl)) was obtained. ) 'phenylamino)-styryl-4/ir-pyran, DADP-Br, compound Bl-Br) 'yield·· 75.1%. h-NMR (Acetone-d6, ppm) ··············· (m, 16H, Ar-HJ, 6.39 (s, 2H, Ar-ii) · Anal Calcd· for C48H32Br2N4〇: C, 68.58 %; H, 3.84 %. n 6·67 %· Found: C, 67.34 %; H,4·07 %; N,6·35 % 〇In the solvent (Chloroform, CHC13) as solvent, ultrasonically dissolve B1-Br at room temperature 25, then spin coating by spin coater Spread on quartz glass, spin at l转速rpm! Minutes, the coated quartz glass was placed in a vacuum oven and evacuated for 3 minutes. The photoluminescence (PL) spectrum was measured on a Hitachi F 4500 fluorescence spectrometer, see Figure 1. Equation 4

Example 5 Synthesis of Polymer (1) 22 200811267 Take 0.256 g (0.5 mM) 9,9-dihexyl-2,7·di(trimethylenefluorene-2) (9,9-dihexylfluorene-2) ,7-bis(trimethyleneborate), HFB), 0.241 g (0·49 mmol) 9,9-dihexyl-2,7-dibromoindole (9,9-dihexyl-2,7-dibr〇mofluorene , HBrF) and 4 mg (0.01 mmol) of compound B, Br, were placed in the reactor, and 6 ml of Toluene, 4 ml of 2M Potassium carbonate (K2C03) and 2 ml of ethanol were added. The mixture was stirred under nitrogen to dissolve, and o. oi gram catalyst Pd (PPh3) 4 was added, and the mixture was heated to 80 ° C for 48 hours to obtain a copolymer of 1% copolymer (polymer (1)) 0.296 g. The product can be used as an organic electroluminescent material by reprecipitation and Soxhlet extraction. Element Anal. Found: C,88.97 %; Ν, 0·14 %; Η, 9·57 %. The synthesis of the polymer (2) of Example 6 is taken from 128 g (0.25 mmol) of 9,9-dihexyl-2,7-di (three-pronged shed) (9,9-dihexyinuorene-2, 7-bis(trimethyleneborate), HFB), 0.114 g (0.225 mmol) 9,9-dihexyl-2,7-dibromofluorene (HBrF) and 21 Mg (0.025 mmol) of compound Bl-Br was placed in the reactor, and 3 ml of Toluene, 2 M 2 Carbonic Acid If (Possium carbonate, K2C〇3) and 1 ml of ethanol were added and stirred under nitrogen. To dissolve, 5 mg of catalyst Pd(PPh3)4 was added, and the temperature was raised to 80 for 48 hours, and 5% copolymerized south molecule (polymer (2)) 〇·ιΐ 9 g was obtained. The product can be used as an organic electroluminescent material by reprecipitation and Soxhlet extraction. Element Anal. Found C, 85.62 %; Ν, 〇·7〇 5%; H, 8.90%. 23 200811267 Example 7 Synthesis of polymer (3) Take 0.128 g (0.25 mmol) of 9,9-dihexyl _2,? _二(三甲叉棚)(9,9 dihexylfluorene-2,7-bis(trimethyleneborate), HFB ), 0.101 g (〇·2〇 mmol) 9,9_dihexyl_2,7_dibromofluorene ( 9,9-dihexyl-2,7-dibi:omoflu〇rene,HBrF) and 42 mg (〇.〇5 耄mol) compound Bl-Br were placed in the reaction sheet, and 3 ml of toluene was added. Add 21V [potassium carbonate (K2C〇3) and 1 ml of ethanol, stir to dissolve under nitrogen, add 5 mg of catalyst Pd(PPh3)4, heat up to 80 and react for 48 hours, get 1 〇% Copolymer (polymer (3)) 〇·ΐ 8 g. The product can be used as an organic electroluminescent material by reprecipitation and Soxhlet extraction. Element Anal. Found: C,83·1 %; Ν,1·18 %; Η, 8.37%. Example 8 Synthesis of Polymer (4) 0.128 g (〇·25 mmol) of 9,9-dihexyl-2,7-di(tri-n-hexylfluorene-2) (9,9-dihexylfluorene-2) 7-bis(trimethyleneborate), HFB), 61.5 mg (0·125 mmol) 9,9-dihexyl-2,7-dibromofluorene (9,9-dihexyl-2,7-dibromofluorene, HBrF) and 105 mg (0.125 mmol) of compound Bl-Br were placed in the reactor, and 3 ml of Toluene, 2 M potassium carbonate (Potassium carbonate, K2C〇3) and 1 ml of ethanol were added. The mixture was stirred until dissolved by nitrogen, and 5 mg of catalyst Pd(PPh3)4 was added thereto, and the mixture was heated to 80 ° C for 48 hours to obtain 25% copolymerized ruthenium molecule (polymer (4)) 0.223 g. The product can be used as an organic electroluminescent material after reprecipitation and Soxhlet 24 200811267 extraction and purification. Element Anal· Found: C, 84·25 %; Ν, 3·04 %; Η, 7·51 % 〇 Example 9 Synthesis of polymer (5) Take 77 mg (0.15 mmol) 9,9·2 Has been implanted in the reaction of bismuth-2,7-dihexylfluorene-2,7-bis(trimethyleneborate,HFB) and 126 mg (0,15 mmol) of compound Bl-Br. Add 3 ml of Toluene, 2 ml of Potassium carbonate (KAO3) and 1 ml of ethanol, stir to dissolve under nitrogen, add 3 mg of catalyst Pd(PPh3)4, and warm to 80 °. C reaction for 48 hours, 50% copolymerized polymer (polymer (5)) 〇.118 g was obtained. The product can be used as an organic electroluminescent material by reprecipitation and Soxhlet extraction.

Element Anal· Found: C, 82.2 %; Ν, 5·13 %; Η, 6·20 〇/〇. Fabrication of Light Emitting Element The electroluminescent material of the present invention can be used as an electroluminescent medium for a light emitting element. The light-emitting element of the present invention may comprise a light-emitting layer disposed between an anode and a cathode or a plurality of organic compound layers containing the light-emitting layer. Further, an element comprising an electron transporting layer and an electromotive transfer layer may be further formed, wherein the electroluminescent material of the present invention acts as an electroluminescent layer interposed between the electron conducting layer and the hole conducting layer. The light-emitting element of the present invention is not limited to the system, the driving method, and the utilization form as long as it contains the polymer electroluminescent material of the present invention. A representative example of the illuminating τ is a light-emitting diode device such as an organic luminescent body (Organic Ught_Emitting Di〇de) and a high score 25 200811267 sub-lighting diode (PLED). The structure is generally classified into (1) Bottom Emission type and (2) Cathodic Emission type. The anode of the Bottom Emission type device is a transparent electrode, for example, on a substrate. Indium tin oxide (ITO) electrode on (for example, glass or plastic substrate); cathode is opaque or reflective low work function metal such as Ming or calcium aluminum alloy; electroluminescent layer is set between anode and cathode And the light is emitted from the transparent anode surface. The anode of the cathode Emission type device is opaque or reflective metal such as aluminum/nickel or aluminum/titanium oxide; the cathode is a transparent low work function metal obtained by adjusting the thickness. About, Ming 'Magnesium alloy, ITO, etc.; electroluminescent layer is set between the anode and cathode, and light is emitted from the transparent cathode surface. The anode light transmission (Bottom Emission) type device can be made in the following way: The device is formed by a glass substrate, and a transparent anode, a hole injection modification layer (may be omitted), a hole transmission layer, a light-emitting layer, a hole barrier layer, an electron transport layer, and an electron injection layer (KF, fluorine) are sequentially formed on the substrate. The potassium can be omitted) and the cathode. The electroluminescent medium of the present invention is formed by dissolving the above-mentioned polymer electroluminescent material into a solution by a solvent, and then spin coating, inkjet or screen printing, etc. The method of coating the above solution into a film is positive. In addition, the electroluminescent medium of the present invention can also be deposited by vapor deposition according to the electroluminescent material represented by the formula (7), the formula (VI) or the formula (VII). The following is a fabrication example of an anode light-transmitting type element. First, a glass substrate is provided, which is plated with a first electrode as a first electrode, and then a conductive region is formed through a yellow etching process to clean 26 200811267, Deionized water, acetone, and isopropyl alcohol are used to clean the ιτο substrate in ultrasonic vibration, and then the hole transport material is coated by spin coating. The hole transport material may be PEDOT:PSS (poly(3,4)- e Thylendioxythiophene-poly styrenesulfonate) (rotation speed 3000 rpm), and then the substrate was baked at 1501. A solution of polymer (1) to polymer (5) at a concentration of 1 wt% was prepared using benzene as a solvent to spin coating ( An organic electroluminescent layer is formed on the substrate by a method of 1 000 rpm, and then the substrate is placed in a vacuum to drain the solution, and finally a second electrode aluminum (A1) is plated at 1 〇 5 Pa to complete the light-emitting element. Production. The results of all the elements (Examples 10 to 14) are listed in Table 1, and the structure of the elements is as follows: Example 10: (1)) / A1 Example 11 (7)) / A1 Example 12 ( 3)) /A1 Embodiment 13 (4)) /A1 Example 14 (5)) /A1

Substrate/IT0/PED0T: PSS/Light Emitting Layer (Polymer: Substrate/ITO/PEDOT: PSS/Light Emitting Layer (High Score: Substrate/IT0/PED0T: PSS/Light Emitting Layer (High Score··Substrate/ITO/PEDOT:PSS) / luminescent layer (high score: substrate / IT0 / PED0T: PSS / luminescent layer (high score 27 200811267 embodiment maximum radiant wavelength (nm) electrical excitation (EL) spectrum ten 572 See Figure 2 XI 1 ----- ---- 593 See Figure 3 12 1 "-------- 626 Ί See Figure 4 Ten = \ "^----- 628 See Figure 5 Figure 14635 See Section 6 The present invention has been described above with respect to at least one preferred embodiment, and is not intended to limit the invention, and may be used in various ways without departing from the spirit and scope of the invention. The above and other objects, features and advantages of the present invention will become more apparent from the scope of the appended claims. The following is a detailed description of the preferred embodiment, and the following is a detailed description of the following: · Xin Figure 1: Light excitation of the compound Bl-Bi* ( PL) Spectrum. Fig. 2: Photoexcitation (PL) spectrum of the light-emitting element of Example 10. Fig. 3 is a photoexcitation (PL) spectrum of the light-emitting element of Example 11. Fig. 4: Example 10 Photoexcitation (pL) spectrum of the light-emitting element of Fig. 5. Fig. 5: Photoexcitation (pL) spectrum of the light-emitting element of Example 13. Fig. 6 is a photoexcitation (pL) spectrum of the light-emitting element of Example 14. [Main components include 彳虎况明] 28

Claims (1)

200811267 X. Patent Application Range 1. An electroluminescent material comprising a compound represented by the following formula (I): (I) wherein "_η is a positive integer; X is a molar fraction; Α represents a substituted or An unsubstituted anthracene group; B represents a group as shown in formula (II), formula (III) or formula (IV): (II) NC^ XN (HD NC ~CN 29 200811267 Wherein R1 and R2 may be the same or a sub or a cyano group; < /, and each represents a hydrogen atom, a halogen atom Ari, Ar2 and a substituted or unsubstituted c6~c3::冋 or a different 'and each represents a substituted Or unsubstituted C6~cj di group (4) 1 g is P) or once taken 0 ', t square aryl group (Ζter aryl group); Ζ101 ^ Ζ102 στ is the same or different, and each representative is used to form - by An atomic group of a substituted or unsubstituted cycloalkyl ring. 2. The electroluminescent material according to claim 1, wherein B represents the following structural formula, B_2, B-3, B-4, B-5, B-6, B_7, or B-9 Show group: B-1 30 200811267 B-5 31 200811267 B-6 B-8 B-9 32 200811267 The electroluminescent material described in the following structural formula Ar-Ar-2, Ar-3 3 · As in the scope of patent application, Ari, Ar2 and Αγ3 represent groups such as or represented by Ar-4: Wherein I and R4 may be the same or different and each represents a hydrogen atom or a substituent. 4. The electroluminescent material of claim 1, wherein η is greater than 1. 5. The electroluminescent material of claim 1, wherein n is between 20 and 90. 6_ The electroluminescent material of claim 1, wherein X is between 0.005 and 0.99. 33. The electroluminescent material of claim 1, wherein the luminescent material comprises a compound represented by the following structural formula (1), (2), (3), (4) or (5) : (1) (2) (3) 34 200811267 (4) 8. A light-emitting element comprising: a substrate; a first electrode disposed on the substrate; a second electrode; and an electroluminescent medium sandwiched between the first electrode and the second electrode Medium), wherein the electroluminescent medium comprises a compound represented by the following formula (I): 35 200811267 wherein: η is a positive integer; X is a molar fraction; Α represents a substituted or unsubstituted first group; B represents a group as shown in formula (II), formula (III) or formula (IV): • (II) (III) (IV) 36 200811267 where: R! and R2 may be the same or different, and the sub or cyano group; each of the representative scorpions, arsenic prime Ar!, Ar2 and Α γ3 may be the same bite, ψ ^ ^ subphase /, and Each representative has a substituted or unsubstituted C6~C30 aromatic beauty. 】 ary group ( ary group ) or a substituted or unsubstituted C6 ~ c30 桉芸夭 桉芸夭 / / u 30 ” child aryl group (heteroaryl gr〇up); and m 7 1 〇 1 U ry\ 〇2 ^ may be the same or different, and each represents an atomic group of a cyclopentalkyl Hng group formed by hydrazine. 广子基, 9· The light-emitting element according to item 8, wherein b represents a group represented by the following structural formula H, β-2, B-3, B-4, B-5, β, 6, Β_8 or 19: ... 7, Β -1 37 200811267 B-3 38 200811267 B-9 10. The light-emitting element according to claim 8, wherein An, Ar2 and Ar3 each represent a group represented by the following structural formula: Ar-1, Ar-2, Ar_3 or Ar-4: (Ar-1) ) (Ar-2) (Ar-3) (Ar - 4) 39 200811267 wherein r3 and r4 may be the same or different and each represents a hydrogen atom or a substituent. 11. The light-emitting element of claim 8, wherein η is greater than one. The light-emitting element of claim 8, wherein n is between 20 and 90. 13. The light-emitting element of claim 8, wherein X is between 0.005 and 0.99. 14. The luminescent element of claim 8, wherein the electroluminescent medium comprises a compound represented by the following structural formula (1), (2), (3), (4) or (5): 1) 40 (2) 200811267 41 (5) 200811267 The light-emitting element of claim 8, wherein the light-emitting element generates red light when a voltage is applied to the first electrode and the second electrode. a light-emitting device comprising: a substrate; a first electrode disposed on the substrate; a second electrode; The electroluminescence medium is sandwiched between the first electrode and the second electrode, wherein the electroluminescent medium comprises the following formula: Wherein: η is a positive integer; 42 200811267 X is a molar fraction; A represents a substituted or unsubstituted anthracene group; and B represents a group represented by formula (II), formula (III) or formula (IV) Mission: (II) Wherein: Ri and R2 may be the same or different and each represents a nitrogen atom, a halogen atom or a cyano group; 43 200811267 Ar!, Αι*2 and Ars may be the same or different, and each represents a substituted or unsubstituted ~ (: 3 〇 aromatic group (aryl gr〇Up) or a substituted or unsubstituted c6~c30 heteronuclear aromatic group (heteroaryi gr〇up); and ^10 1 rt 7IO2 a ^ may be the same or different And each of the representatives is used to form a substituted or unsubstituted cycloalkyl ring atomic group. The light-emitting device of claim 16, wherein B represents The following structural formulas B-1, B-2, B-3, B-4, B-5, and R 6 are traced to groups of 9 to 4: Β-1 44 200811267 B-7 45 200811267 B-8 B-9 18. The light-emitting device of claim 16, wherein Ari, Ar2 and Ar3 each represent a group represented by the following structural formula: Ar-1, Ar-2, Ar-3 or Ar-4: Ar-1) (Ar-2) (Ar-3) (Ar-4) Wherein R3 and R4 may be the same or different and each represents a hydrogen atom 46 200811267 or a substituent. 19. The illuminating device of claim 16, wherein η is greater than one. The light-emitting device of claim 16, wherein n is between 20 and 90. 21. The illuminating device of claim 16, wherein X is between 0.005 and 0.99. 22. The illuminating device of claim 16, wherein the electroluminescent medium comprises a compound represented by the following structural formula (1), (2), (3), (4) or (5): 1) 47 (2) 200811267 48 (5) 200811267 23. The light-emitting device of claim 16, wherein the light-emitting device generates red light when a voltage is applied to the first electrode and the second electrode. 24. An electroluminescent material comprising a compound of the following formula (V), formula (vi) or formula (VII): (V) (VI) 49 (VII) 200811267 R1A 1 may be the same or different and each represents a hydrogen atom, a halogen atom or a cyano group; An, Anthracene and _ may be the same or different, and each represents a substituted or unsubstituted C6~(:3〇 aromatic The ary1 group is either a substituted or unsubstituted C6~C3 heteroaryl aryl group; and Z101 and ζι〇2 may be the same or different, and each representative is used An atomic group of a substituted or unsubstituted cycloalkyl ring, the electroluminescent material of claim 24, wherein the luminescent material comprises a compound or less Column structure B-1, B-2, B-3, B-4, B-5, B-6, B-7, B-8 or 9 means: B-1 50 200811267 B-2 B-6 51 200811267 B-7 B-8 B-9 26. The electroluminescent material according to claim 24, wherein each of Ar*i, Αι*2 and Ar3 is represented by the following structural formula: Ar-1, Ar-2, Ar-3 or Ar-4. Group: 52 200811267 (Ar-3) (Ar-4) (Ar-l) (Ar-2) Wherein R3 and R4 may be the same or different and each represents a hydrogen atom or a substituent. 27. A light-emitting element, comprising: a substrate; a first electrode disposed on the substrate; a second electrode; and an electroluminescent medium (electroluminescent) interposed between the first electrode and the second electrode Medium), wherein the electroluminescent medium comprises a compound represented by the following formula (V), formula (VI) or formula (VII): (V) NC ... CN 53 (VI) 200811267 (VII) Wherein: R! and R2 may be the same or different from each other and each represents a hydrogen atom, a halogen atom or a cyano group; Ar, Ah and An may be the same or different, and each represents a substituted or unsubstituted C6~C3〇 aromatic An aryl group or a substituted or unsubstituted C6~C30 heteroaryl group; and Z1G1 and Z1G2 may be the same or different, and each represents a substituted or unsubstituted ring. An atomic group of a cycl〇 alkyl ring. The light-emitting element according to claim 27, wherein the electroluminescent medium comprises a compound of the following structural formulas B-1, Β·2, B-3, B-4, B-5, B- 6. B-7, B-8 or B-9 means: 54 200811267 55 200811267 56 200811267 29. The light-emitting element according to claim 27, wherein Ar 1 , Ar 2 and Ar 3 each represent a group represented by the following structural formula Ai*-1, Ar-2, Ar-3 or Ar-4: (Ar-1) (Ar-2) (Ar-3) (Ar-4) Wherein R3 and R4 may be the same or different and each represents a hydrogen atom or a substituent. The light-emitting element of claim 27, wherein the light-emitting element generates red light when a voltage is applied to the first electrode and the second electrode. 3 1. A light-emitting device comprising: a substrate; a first electrode disposed on the substrate; a second electrode; and 57 200811267 an electroluminescence sandwiched between the first electrode and the second electrode An electroluminescent medium, wherein the electroluminescent medium comprises a compound represented by the following formula (v), formula (VII) or formula (VII): (V) 1 is Αγ3 〆 (VII) Wherein: Ri and R2 may be the same as each other and each represents a hydrogen atom, a halogen atom or a cyano group; Ar丨, Ai:2 and Αγ3矸 are the same or different, and each represents a 58 200811267 generation or an unsubstituted one. a C6~C3〇 aromatic group (ar}d group) or a substituted or unsubstituted Cg C30 heteroaryl group; and r zlG1 and zlG2 may be the same or different, and each represents Formation of a substituted or unsubstituted cycloalkyl ring atomic groUp 〇 The light-emitting device of claim 3, wherein the electroluminescent medium comprises a compound having the following structural formula, B-2, B-3, B-4, B-5, B-6 , B-7, B-8 or B...9 means: B-1, · instrument 59 200811267 B-4 _ B-6 B-7 60 200811267 The light-emitting device according to claim 31, wherein An, Ar2 and Ar3 each represent a group represented by the following structural formula: Ar-1, Ar-2, Ar-3 or Ar-4: (Ar -1) (Ar-2) (Ar-3) (Ar-4) Wherein R3 and R4 may be the same or different and each represents a hydrogen atom 61 200811267 or a substituent. 3. The light-emitting device of claim 3, wherein the light-emitting element generates red light when a voltage is applied to the first electrode and the second electrode. 62