KR20040055238A - Light emitting polymers having improved electron and hole transport, and electroluminescent devices including the same - Google Patents

Abstract

PURPOSE: Provided are an electroluminescent polymer improving the transfer of holes and electrons and preventing the lifetime reduction of an electroluminescent device and the electroluminescent device using the electroluminescent polymer. CONSTITUTION: The electroluminescent polymer is a copolymer comprising 1-99wt% of a compound represented by the formula 1a and 1-99wt% of a compound represented by the formula 1c or a copolymer comprising 1-98wt% of the compound represented by the formula 1a, 1-98wt% of a compound represented by the formula 1b, and 1-98wt% of the compound represented by the formula 1c, wherein R1 and R2 are identically or differently C1-C30 alkyl or alkoxy, R3, R4, and R7-R10 are identically or differently hydrogen, C1-C30 alkyl or alkoxy, R5 and R6 are S or O, i, j, and k are integers of 0-3, wherein Ar2 is CN if k is 0. And the electroluminescent device uses the electroluminescent polymer as a material of a luminescent layer or a hole transfer layer.

Description

Light emitting polymers having improved electron and hole transport, and electroluminescent devices including the same}

The present invention relates to an electroluminescent molecule having improved hole and electron mobility and an electroluminescent device using the same, and more particularly, by introducing a substituent that improves the movement of electrons to triphenylamine. The present invention relates to an improved electroluminescent molecule and an electroluminescent device using the same.

Recently, due to the rapid growth of the optical communication and multimedia fields, the development into a highly information society has been accelerated. Accordingly, optoelectronic devices using the conversion of photons to electrons or the conversion of electrons to photons have become the core of the modern information electronics industry.

Such semiconductor optoelectronic devices can be broadly classified into electroluminescent devices, light receiving devices, and devices in which they are combined. Until now, most displays are light-receiving, while self-emissive electroluminescence displays have fast response and self-illumination, so they don't need backlighting and have excellent brightness. It is attracting attention as a next generation display device.

Electroluminescent devices are classified into inorganic and organic light emitting devices according to the material for forming the light emitting layer. Organic electroluminescence (EL) is a phenomenon in which when an electric field is applied to an organic material, electrons and holes are transferred from the cathode and the anode, respectively, to be combined within the material, and the energy generated is emitted as light. The electroluminescence of these organic materials was reported by Pope et al in 1963, and in 1987 by Tang et al at Eastmann Kodak, π-, called alumina-quinone. Many studies have been conducted since a light emitting device having a multilayer structure having a quantum efficiency of 1% and a luminance of 1000 cd / m 2 at 10 V or less as a device made of a dye having a conjugated structure has been reported. These light emitting polymers have a simple synthesis path, so that various types of materials can be easily synthesized, and color tuning is possible. However, when the processability and thermal stability are low and the voltage is applied, Joule heat is generated in the light emitting layer, and as the molecules are rearranged, the device is destroyed and causes problems in the luminous efficiency or life of the device. Substitution is proceeding with the organic electroluminescent device having.

On the other hand, the organic electroluminescent device is classified into a polymer organic electroluminescent device and a low molecular organic electroluminescent device according to the molecular weight of the material for forming an organic film.

In general, in the case of using a low molecule when forming an organic film, the low molecule is easy to purify and can almost remove impurities, it is excellent in the light emission characteristics. However, there is a problem in that spin coating is not possible and heat resistance is poor, thereby deteriorating or recrystallizing by driving heat generated when driving the device. On the other hand, when the polymer is used to form the organic film, the energy level is separated into the conduction band and the electrical appliance diagram by the superposition of the π-electron wave function in the polymer backbone, and the band gap energy corresponding to the energy difference is used. The semiconducting properties of the polymer are determined and full color can be achieved. Such polymers are called π-conjugated polymers.

An electroluminescent device using poly (p-phenylenevinylene) (PPV), a polymer having conjugated double bonds, was first introduced in 1990 by a team of professors from RH Friend at the University of Cambridge, UK. After being announced, researches using organic polymers have been actively conducted.

Compared with the low molecular weight polymer, the polymer has excellent heat resistance and can be spin coated to easily increase the size of the display device. By introducing various suitable substituents, polyphenylenevinylene (PPV) derivatives, polythiophene (Pth) derivatives, and the like, which can improve processability and express various colors, have been reported. However, the light emitting polymer may be used in an electroluminescent device, but is in a state in which performance improvement such as light emission efficiency and light emission at low voltage is required.

For example, U.S. Patent No. 6,309,763 uses a copolymer of triphenylamine and fluorene having an alkyl or alkoxy group introduced therein as a blend in a copolymer of fluorene and benzothiadiazole. The light emitting polymer which improved the hole movement by this is disclosed. However, according to the patent, when used as a blend there is a problem that can have a fatal effect on the life of the biggest problem of the electroluminescent device.

Accordingly, in the present invention, as a result of various studies to solve the problems described above, it was found that by introducing a substituent that improves the movement of electrons to triphenylamine, it is possible to improve the movement of electrons and electrons at the same time. The invention has been completed based on this.

Accordingly, an object of the present invention is to provide an electroluminescent molecule capable of preventing the reduction of the life of the electroluminescent device and improving the flow of electrons as well as the flow of holes at the same time.

Another object of the present invention to provide an electroluminescent device using the electroluminescent molecules.

In order to achieve the above object, an electro-adhesive molecule according to an embodiment of the present invention is a copolymer of 1 to 99% by weight of a compound represented by Formula 1a and 1 to 99% by weight of a compound represented by Formula 1c:

Wherein R ₁ and R ₂ are the same as or different from each other or an alkyl or alkoxy group having 1 to 30 carbon atoms, and Ar ₁ is And Ar ₂ is , , , , Or CN, Ar ₃ is ego,

Wherein R ₃ , R _4, and R ₇ to R ₁₀ are the same as or different from each other, hydrogen, or an alkyl or alkoxy group having 1 to 30 carbon atoms, R ₅ and R ₆ are S or O, i, j and k Is an integer of 0 to 3, provided that when k is 0, Ar ₂ is CN.

According to another embodiment of the present invention for achieving the above object, an electro-adhesive molecule is represented by 1 to 98% by weight of the compound represented by Formula 1a, 1 to 98% by weight of the compound represented by Formula 1b, and represented by the following Formula 1c: Compound 1-98 weight percent copolymer:

Formula 1a

Formula 1c

Wherein R ₁ and R ₂ are the same as or different from each other or an alkyl or alkoxy group having 1 to 30 carbon atoms, and Ar ₁ is And Ar ₂ is , , , , Or CN, Ar ₃ is ego,

Wherein R ₃ , R _4, and R ₇ to R ₁₀ are the same as or different from each other, hydrogen, or an alkyl or alkoxy group having 1 to 30 carbon atoms, R ₅ and R ₆ are S or O, i, j and k Is an integer of 0 to 3, provided that when k is 0, Ar ₂ is CN.

Electroluminescent device according to the present invention for achieving the above another object is characterized in that for using the electroluminescent advertising molecules as a light emitting layer or a hole transport layer material.

1 is a diagram showing an EL spectrum of an electroluminescent device according to a fifth embodiment of the present invention.

2 is a diagram showing an EL spectrum of the electroluminescent device according to Example 6 of the present invention.

3 is a diagram showing an EL spectrum of the electroluminescent device according to Example 7 of the present invention.

4 is a diagram showing an EL spectrum of the electroluminescent device according to the eighth embodiment of the present invention.

Looking at the present invention in more detail as follows.

As described above, in the present invention, 9,9-dialkyl fluorine and triphenylamine having excellent luminescence properties are used as the main chain, or 9,9-dialkyl fluorene, 9,9-dialkylflorenyldibromostilbene and triphenylamine as the main chain, and substituents are introduced into triphenylamine to improve the flow of electrons, thereby simultaneously improving the mobility of electrons and electrons to emit light An electroluminescent molecule having improved performance and an electroluminescent device using the same are provided.

As described above, the electro-adhesive molecule according to an embodiment of the present invention is 1 to 99% by weight of the 9,9-dialkyl flowene compound represented by Formula 1a and triphenylamine compounds 1 to 1 represented by Formula 1c. 99% by weight of copolymer. Preferably they are 50-95 weight% and 5-50 weight% of copolymers, respectively.

The light emitting polymer of the present invention containing the compound represented by Chemical Formula 1a and the compound represented by Chemical Formula 1c as a main chain includes a compound represented by Chemical Formula 2 and Chemical Formula 3 below:

Wherein n and m are each an integer of 1 to 1000.

The compound represented by the formula (2) is preferably a content of 5 to 40% by weight of triphenylamine, that is 4-cyanophenyldiphenylamine in the monomer component of the copolymer, preferably 5 to 30 It is good to be weight%. At this time, when the content is less than 5% by weight, the electron and hole transfer capacity is lowered, when the content exceeds 40% by weight solubility is lowered, the excimer is formed under the influence of the amine portion to reduce the efficiency.

In addition, the compound represented by Formula 3 is triphenylamine, that is, 2-phenyl-5- (4-tert-butylphenyl) -1,3,4-oxadiazolyldiphenylamine in the monomer component of the copolymer ( The content of 2- (phenyl) -5- (4-tert-butylphenyl) -1,3,4-oxadiazolyldiphenylamine) is preferably 5 to 40% by weight, preferably 5 to 30% by weight. At this time, when the content is less than 5% by weight, the electron and hole transfer capacity is lowered, when the content exceeds 40% by weight solubility is lowered, the excimer is formed under the influence of the amine portion to reduce the efficiency.

The electro-adhesive molecule according to another embodiment of the present invention is 1 to 98% by weight of the compound represented by Formula 1a, 1 to 98% by weight of the compound represented by Formula 1b, and 1 to 98% by weight of the compound represented by Formula 1c. % Of copolymer is:

In this case, the luminescent polymer is 1 to 98% by weight of the 9,9-dialkylflorene compound represented by Formula 1a, and 9 to 9,9-dialkylflorenyldibromostilbene compound represented by Formula 1b. The copolymer of 1% to 98% by weight of the triphenylamine compound represented by the following Chemical Formula 1c is preferable, and more preferably 30 to 50% by weight, 30 to 50% by weight, and 1 to 40% by weight of air, respectively. It is coalescing.

The light emitting polymer of the present invention comprising a compound represented by Formula 1a, a compound represented by Formula 1b, and a compound represented by Formula 1c as a main chain includes compounds represented by Formulas 4 and 5 below:

In the above formula, l, m and n are each an integer of 1 to 1000.

Compound represented by the formula (4) is triphenylamine, that is, the content of 2-phenyl-5- (4-3 tert-butylphenyl) -1,3,4-oxadiazolyldiphenylamine in the monomer component of the copolymer It is good that it is 5-40 weight%, Preferably it is good that it is 5-30 weight%. At this time, when the content is less than 5% by weight, the electron and hole transfer capacity is lowered, when the content exceeds 40% by weight solubility is lowered, the excimer is formed under the influence of the amine portion to reduce the efficiency.

In addition, the compound represented by the formula (5) is preferably a content of 5 to 40% by weight of triphenylamine, that is, 4-cyanophenyldiphenylamine in the copolymer, preferably 5 to 30% by weight. At this time, when the content is less than 5% by weight, the electron and hole transfer capacity is lowered, when the content exceeds 40% by weight solubility is lowered, the excimer is formed under the influence of the amine portion to reduce the efficiency.

In the above-described copolymer of the present invention, the solubility by the disordered molecular backbone is increased, and energy transfer is facilitated by chromophores of different bandgaps synthesized in the backbone, and the injection and transfer of holes and electrons is easy. In addition, high luminous efficiency can be expected by the introduction of amines containing an electron withdrawing body which can maintain the balance.

On the other hand, as a method for producing the above-described electrophoretic molecules of the present invention Progress in Polymer Science, Vol. 17, p. Yamamoto coupling method disclosed in 1153 (1992), or Chemical Reviews, Vol. 95, pp. The Suzuki reaction disclosed in 2457 to 2483 (1995) may be used, but is not particularly limited thereto. On the other hand, the weight average molecular weight of the electroadhesive molecule of the present invention is preferably 1,000 to 1000,000, and preferably has a molecular weight distribution of 1 to 30.

The electroluminescent molecules of the present invention described above may be used as a light emitting layer or a hole transport layer material in the electroluminescent device. In addition, the structure of the electroluminescent device using the electroluminescent molecules of the present invention may be composed of an anode / light emitting layer / cathode, anode / hole transport layer / light emitting layer / cathode, or anode / hole transport layer / light emitting layer / electron transport layer / cathode.

Hereinafter, the present invention will be described in detail with reference to Examples, but the scope of the present invention is not limited to the following Examples.

Example 1

Preparation of a compound represented by formula (2)

A. Preparation of 4-cyanophenyl-di (4-bromophenyl) amine

It is prepared as shown in Scheme 1 below.

1) 4-formylphenyl diphenylamine (a)

18.8 g of POCl ₃ is slowly injected into 28 ml of DMF at 0 ° C. and then stirred for 2.5 hours. After stirring, 150 ml of DMF and triphenylamine were injected, followed by reaction for 6 hours while maintaining the temperature at 60 ° C. After the reaction was completed, the temperature was lowered to room temperature, poured into an aqueous solution of NaHCO ₃ dissolved in ice water, and stirred for one hour. It is extracted with methylene chloride (CH ₂ Cl ₂ ) and treated with magnesium sulfoxide (MgSO ₄ ). The solvent was evaporated and then recrystallized in diethylether to give 4-formylphenyl diphenylamine (a) in a yield of 65 to 75%.

2) 4-cyanophenyl diphenyl amine (b)

20 g of 4-formylphenyl diphenylamine (a) obtained in 1), 3.67 ml of NH ₂ OH.HCl, 14.80 ml of acetic acid, and 8.70 g of pyridine were added to 55 ml of DMF, and the reaction was performed at 138 ° C. for 2 hours and a half. Proceed. After completion of the reaction, the temperature was lowered to room temperature, distilled water was injected to terminate the reaction, extracted with ethyl acetate, and treated with magnesium sulfoxide (MgSO ₄ ). The solvent was evaporated, washed with normal hexane and ethanol, filtered and dried to obtain 4-cyanophenyl diphenyl amine (b).

3) 4-cyanophenyl-di (4-bromophenyl) amine (c)

After dissolving 2 g of 4-cyanophenyl diphenyl amine (b) obtained in 2) in 40 ml of DMF, 2.77 g of NBS was dissolved in 20 ml of DMF and slowly injected at 0 ° C. After reaction for 3 hours, the mixture was extracted with diethylether and treated with magnesium sulfoxide (MgSO ₄ ). Silica gel was used, and the column was purified using ethyl acetate and hexane, and recrystallized from ethanol to obtain 4-cyanophenyl-di (4-bromophenyl) amine (c).

B. Synthesis of Compound Represented by Formula 2

0.014 g of nickel chloride (NiCl ₂ ), 0.017 g of 2,2-bipyridine, 0.932 g of triphenylphosphine, and 1.395 g of zinc powder were added to a 20 ml reactor several times with nitrogen. After purging, 5 ml of N, N-dimethylformamide was injected, and then heated to 80 ° C. to activate. After holding for 30 minutes, 2,7-dibromo-9,9-dihexylflorene and 4-cyanophenyl-di (4-bromophenyl) amine (c) obtained in the above A were added in an equivalent ratio of 7: After injection to 3 and polymerization for 24 hours at 90 ℃ a small amount of bromobenzene (bromobenzene) was injected and reacted for 24 hours. After completion of the reaction, the mixture was precipitated several times in methanol / acetone mixture, dissolved in chloroform, precipitated in methanol, and dried in a vacuum oven at 50 ° C. for 48 hours to obtain a reaction product having a molecular weight of 31,476 and a PDI (poly dispersity index) of 2.54.

Example 2

Preparation of a compound represented by formula (3)

A. Preparation of 2- (4-bromophenyl) -5- (4-tert-butylphenyl) -1,3,4-oxadiazolyl di (4-bromophenyl) amine

It is prepared as shown in Scheme 2 below.

1) 4-bromobenzoic hydrazide (d)

80 g of methyl-4-bromo benzoate and 42 g of hydrazide (NH ₂ NH ₂ , H ₂ O) are injected into 800 ml of methanol, followed by reaction at 85 ° C. for 12 hours. After completion of the reaction, methanol was evaporated, distilled water was poured with stirring and washed with distilled water with filtering to obtain 4-bromobenzoic hydrazide (d).

2) 1- (4-bromobenzoyl) -2- (4-tert-butylbenzoyl) hydrazine (e)

75 g of 4-bromobenzoichydrazide (d) and 200 ml of pyridine obtained in 1) were added to a reactor and stirred slowly while heating slowly. 400 ml of distilled water is poured into it, and 4- (tert-butyl) benzoyl chloride is dissolved in 300 ml. The reaction is carried out for 5 hours with vigorous stirring while raising the temperature. After completion of the reaction, the mixture was filtered and washed several times with normal hexane and hot distilled water to obtain 1- (4-bromobenzoyl) -2- (4-tert-butylbenzoyl) hydrazine (e).

3) 2- (4-bromophenyl) -5- (4-tert-butylphenyl) -1,3,4-oxadiazole (f)

100 g of 1- (4-bromobenzoyl) -2- (4-tert-butylbenzoyl) hydrazine (e) obtained in ₂ ) was added to 400 ml of toluene, followed by stirring, followed by 200 ml of zonyl chloride (SOCl ₂ ). . The temperature of the reactor was raised to 120 ° C. and reacted for 12 hours. After completion of the reaction, the sionyl chloride (SOCl ₂ ) and toluene are removed by simple distillation and poured into a mixture of methanol and distilled water to precipitate. The 2- (4-bromophenyl) -5- (4-tert-butylphenyl) -1,3,4-oxadiazole (f) obtained from this is filtered and washed several times with methanol.

4) 2- (4-bromophenyl) -5- (4-tert-butylphenyl) -1,3,4-oxadiazolyldiphenylamine (g)

0.55 g of Pd ₂ (dba) ₃ and 0.75 g of DPPF were injected into toluene and stirred, followed by 2- (4-bromophenyl) -5- (4-tert-butylphenyl) -1,3, obtained in 3). Inject 19.4 g of 4-oxadiazole (f) and stir for 10 minutes. t-BuONa and diphenylamine were injected and reacted for 4 hours while maintaining the temperature at 90 ° C. After completion of the reaction, the mixture was extracted with toluene and columned with methylene chloride and normal hexane to give 2- (4-bromophenyl) -5- (4-tert-butylphenyl) -1,3,4-oxadiazolyldi. Phenylamine (g) was obtained.

5) 2- (4-bromophenyl) -5- (4-tert-butylphenyl) -1,3,4-oxadiazolyldi (4-bromophenyl) amine (h)

2- (4-bromophenyl) -5- (4-tert-butylphenyl) -1,3,4-oxadiazolyldiphenylamine (g) was dissolved in 400 ml of DMF, and then NBS was dissolved at 0 ° C. The solution dissolved in 100 ml of DMF is slowly injected using a dropping funnel. After the reaction for about 3 hours, the reaction was completed by pouring distilled water, and extracted with methylene chloride, and then separated by methylene chloride and normal hexane and column 2- (4-bromophenyl) -5- (4-tert-butylphenyl) -1,3,4-oxadiazolyldi (4-bromophenyl) amine (h) was obtained.

B. Synthesis of Compound Represented by Formula 3

0.014 g of nickel chloride (NiCl ₂ ), 0.017 g of 2,2-bipyridine, 0.932 g of triphenylphosphine, and 1.395 g of zinc powder were added to a 20 ml reactor several times with nitrogen. After purging, 5 ml of N, N-dimethylformamide was injected, and then heated to 80 ° C. to activate. After holding for 30 minutes, 2,7-dibromo-9,9-dihexylflorene and 2- (4-bromophenyl) -5- (4-tert-butylphenyl) -1 obtained in the above A , 3,4-oxadiazolyldi (4-bromophenyl) amine (h) was injected in an equivalence ratio of 7: 3, polymerized at 90 ° C for 24 hours, and then a small amount of bromobenzene was injected. It was further reacted for 24 hours. After completion of the reaction, the mixture was precipitated several times in a methanol / acetone mixture, dissolved in chloroform, precipitated in methanol, and dried in a vacuum oven at 50 ° C. for 48 hours to obtain a reaction product having a molecular weight of 27,548 and a PDI of 2.01.

Example 3

Preparation of a compound represented by formula (4)

0.014 g of nickel chloride (NiCl ₂ ), 0.017 g of 2,2-bipyridine, 0.932 g of triphenylphosphine, and 1.395 g of zinc powder were added to a 20 ml reactor several times with nitrogen. After purging, 5 ml of N, N-dimethylformamide was injected, and then heated to 80 ° C. to activate. After holding for 30 minutes, 2- (4) obtained in 2,7-dibromo-9,9-dihexylflorene, 9,9-dihexylflorenyldibromostilbene, and A of Example 2 above -Bromophenyl) -5- (4-tert-butylphenyl) -1,3,4-oxadiazolyldi (4-bromophenyl) amine (h) in an equivalent ratio of 4: 4: 2 After polymerization at 90 ° C. for 24 hours, a small amount of bromobenzene was injected and further reacted for 24 hours. After completion of the reaction, the copolymer of [Formula 4] dissolved in a methanol / acetone mixture several times and precipitated in chloroform was precipitated in methanol and dried in a vacuum oven at 50 ° C. for 48 hours to obtain a molecular weight of 22,893 and a PDI of 2.05. Got.

Example 4

Preparation of the compound represented by formula (5)

0.014 g of nickel chloride (NiCl ₂ ), 0.017 g of 2,2-bipyridine, 0.932 g of triphenylphosphine, and 1.395 g of zinc powder were added to a 20 ml reactor several times with nitrogen. After purging, 5 ml of N, N-dimethylformamide was injected, and then heated to 80 ° C. to activate. After holding for 30 minutes, 2,7-dibromo-9,9-dihexylflorene, 9,9-dihexylflorenyldibromostilbene, and 4-cyano obtained in A of Example 1 above Phenyl-di (4-bromophenyl) amine (c) was injected in an equivalence ratio of 4: 4: 2 and polymerized at 90 ° C. for 24 hours, followed by a small amount of bromobenzene, followed by further reaction for 24 hours. It was. After completion of the reaction, the mixture was precipitated several times in methanol / acetone mixture, dissolved in chloroform, slowly injected into methanol, precipitated, and dried in a vacuum oven at 50 ° C. for 48 hours to obtain a reaction product having a molecular weight of 28,621 and a PDI of 2.878.

Example 5

-Fabrication of Electroluminescent Device Using Light Emitting Polymer represented by Chemical Formula 2

Using the copolymer obtained in Example 1 to prepare an electroluminescent device as follows.

Baytron 4083 (Bayer's conductive polymer) was spin-coated on a patterned ITO substrate to a thickness of about 500 kPa, and dried on a hot plate at 120 ° C. for 5 minutes. After dissolving with toluene, spin-coating the light emitting layer to a thickness of about 800 kW, vacuum depositing lithium fluoride to about 10 kW thereon, and vacuum-evaporating aluminum to about 700 kW to form an electroluminescent device. Prepared.

The results of measuring the electroluminescent properties of the electroluminescent device thus manufactured are shown in Table 1 below, and the EL spectrum is shown in FIG. 1.

Example 6

-Fabrication of electroluminescent device using light emitting polymer represented by Formula 3

Except that the copolymer obtained in Example 2 was used in the same manner as in Example 5 to produce an electroluminescent device, the electroluminescent properties thereof were measured and the results are shown in Table 1 below, the EL spectrum 2 is shown.

Example 7

-Fabrication of Electroluminescent Device Using Light Emitting Polymer represented by Chemical Formula 4

Except that the copolymer obtained in Example 3 was used in the same manner as in Example 5 to produce an electroluminescent device, the electroluminescent properties thereof were measured and the results are shown in Table 1 below, the EL spectrum 3 is shown.

Example 8

-Fabrication of Electroluminescent Device Using Light Emitting Polymer of Formula 5

Except that the copolymer obtained in Example 4 was used in the same manner as in Example 5 to produce an electroluminescent device, the electroluminescent properties thereof were measured and the results are shown in Table 1 below, the EL spectrum 4 is shown.

Cd / A @ 100cd / ㎡ mA / ㎠ @ 100cd / ㎡ Color coordinates Example 5 0.14 72.6 0.353, 0.416 Example 6 0.14 73.9 0.271, 0.315 Example 7 0.59 17.5 0.211, 0.361 Example 8 0.92 10.8 0.252, 0.407

As can be seen in Table 1 and Figures 1 to 4, the electroluminescent device using the light emitting polymer of the present invention is easy to inject and transfer electrons and holes, the increase in luminous efficiency (cd / A) is remarkable, in particular As shown in Figure 1 and 2, there is an advantage that can be used in the field that requires white light, such as a backlight can be obtained according to the composition of the copolymer.

As described above, in the present invention, a novel light emitting polymer capable of simultaneously improving electron and major movement by introducing a substituent which improves the movement of electrons into triphenylamine, and an electroluminescent device employing the same as a coloring material: EL device) is provided. The electroluminescent molecules of the present invention improve the electron and hole movement of the electroluminescent molecules and at the same time increase the luminous efficiency by balancing the movement speed of the electrons and holes, thereby reducing the power consumption and operating voltage when used in an electroluminescent device. Since this is low, an electroluminescent device having excellent performance can be manufactured.

Claims (8)

1 to 99% by weight of the compound represented by the formula (1a) and 1 to 99% by weight of the compound represented by the formula (1c) is an electro-adhesion molecule with improved hole and electron movement, characterized in that: Formula 1a Formula 1c Wherein R ₁ and R ₂ are the same as or different from each other or an alkyl or alkoxy group having 1 to 30 carbon atoms, and Ar ₁ is And Ar ₂ is , , , , Or CN, Ar ₃ is ego, Wherein R ₃ , R _4, and R ₇ to R ₁₀ are the same as or different from each other, hydrogen, or an alkyl or alkoxy group having 1 to 30 carbon atoms, R ₅ and R ₆ are S or O, i, j and k Is an integer of 0 to 3, provided that when k is 0, Ar ₂ is CN. According to claim 1, wherein the electro-molecular advertising molecule is an electro-molecular advertising molecule, characterized in that the compound represented by the formula (2): Formula 2 Wherein n is an integer of 1 to 1000 and m is an integer of 1 to 1000. According to claim 1, wherein the electro-molecular advertising molecule is an electro-molecular advertising molecule, characterized in that the compound represented by the following formula (3): Formula 3 Wherein n is an integer of 1 to 1000 and m is an integer of 1 to 1000. 1 to 98% by weight of the compound represented by Formula 1a, 1 to 98% by weight of the compound represented by Formula 1b, and 1 to 98% by weight of the compound represented by Formula 1c. Formula 1a Formula 1b Formula 1c Wherein R ₁ and R ₂ are the same as or different from each other or an alkyl or alkoxy group having 1 to 30 carbon atoms, and Ar ₁ is And Ar ₂ is , , , , Or CN, Ar ₃ is ego, Wherein R ₃ , R _4, and R ₇ to R ₁₀ are the same as or different from each other, hydrogen, or an alkyl or alkoxy group having 1 to 30 carbon atoms, R ₅ and R ₆ are S or O, i, j and k Is an integer of 0 to 3, provided that when k is 0, Ar ₂ is CN. The method according to claim 4, wherein the electro-adhesive molecule is an electro-adhesive molecule, characterized in that the compound represented by the formula (4): Formula 4 In the above formula, l, m and n are each an integer of 1 to 1000. The method according to claim 4, wherein the electro-adhesive molecules are electro-molecules, characterized in that the compound represented by the formula (5): Formula 5 In the above formula, l, m and n are each an integer of 1 to 1000. An electroluminescent device using the electroluminescent molecule according to claim 1 or 4 as a light emitting layer or a hole transporting layer material. The electroluminescent device according to claim 7, wherein the structure of the electroluminescent device is an anode / light emitting layer / cathode, an anode / hole transporting layer / light emitting layer / cathode, or an anode / hole transporting layer / light emitting layer / electron transporting layer / cathode.