TWI297039B - Luminescent polymer - Google Patents

Description

!297〇39 Ministry of Economic Affairs Intellectual Property Office Staff Consumer Cooperative Printed A7 B7 V. INSTRUCTION DESCRIPTION (1) The present invention relates to a light-emitting polymer, particularly for an optical device such as an optical device comprising an electroluminescent device. An electroluminescent device is a structure that emits light when subjected to an applied electric field. In its simplest form, the electroluminescent device comprises a light-emitting layer between the two electrodes. The cathode electrode is injected with a negative charge carrier (electron), and the anode electrode is injected with a positive charge carrier (electron hole) in the light-emitting layer. Light is emitted when electrons and electron holes combine to produce protons in the luminescent layer. In practical terms, an electrode is typically transparent to allow protons to escape the device. The luminescent layer needs to be made of a luminescent material that can be deposited by film without substantially affecting the luminescent properties of the material and the operating temperature of the device. The color of the light produced by the luminescent material is the optical gap or band gap of the organic luminescent material (ie, the "highest occupied molecular orbital (HOMO)" and "the lowest unoccupied molecular orbital domain, the energy difference between the two). Decide. Effectively, the band gap is the energy difference between the valence and the conduction band. These quantities can be evaluated by photoemission measurements and electrochemical electromotive force measurements of oxidation and reduction. The content of these energies is affected by several factors. Therefore, the use of such numerical values is indicative rather than quantitative. Organic electroluminescent devices using organic materials as luminescent materials are known in the art. Among organic materials, simple aromatic molecules such as ruthenium and corenine are known to exhibit electroluminescence. U.S. Patent No. 4,539,507 discloses the use of small molecular organic materials as luminescent materials. When used in optical devices, the polymer is superior to small molecules because the polymer device can be fabricated on flexible substrates and the polymer layer can be applied to the Chinese National Standard (CNS) A4 specification by economical paper scale. (210 X 297 mm) —.—t—--------^---------^ (Please read the notes on the back and fill out this page.) *M industrial consumer cooperative printing 1297039 A7 _:______B7 _ five, invention description (2) the application of the method of placement. Furthermore, as discussed below, polymers have the potential to adjust band gaps by structural improvements. PCT/WO90/13148 discloses an electroluminescent device comprising a semiconductor layer comprising a polymer as a light-emitting layer comprising at least one conjugated polymer. In this case, the polymer film comprises a poly(p-phenylenevinylene) (PPV) film. σ uses a semiconductor co-host polymer as the luminescent layer in an electroluminescent device, for example, ΕΡ 0544795. The semiconducting conjugated copolymer comprises at least two chemically distinct monomer units which, when present in their individual homopolymer form, typically have different semiconductor band spectral gaps. The ratio of chemically different monomer units within the copolymer can be selected to control the semiconductor band spectral gap of the copolymer to control the optical properties of the copolymer. To a certain extent, the degree of conjugation of the copolymer can be considered to affect the spectral gap of the copolymer. Increasing the degree of conjugation has the effect of reducing the spectral gap up to the spectral gap transition point. Therefore, the choice of a suitable polymer structure is one way to select a spectral gap. This imparts the desired characteristics of controlling the color of the light output from the polymer when prepared to illuminate. This property is particularly useful when constructing electroluminescent devices. ΕΡ 0686662 discloses a device for emitting green light. The anode is a layer of transparent indium-tin oxide. Cathode LiAl layer. Between the electrodes is a ppv luminescent layer. The apparatus also includes an electron hole transport layer of polyethylene dioxythiophene (pED〇T) which provides an intermediate level which facilitates electron injection from the anode to achieve a HOMO level within the PPV. Efficient blue light emitting device from a total of polymer blends", this paper scale applies to China National Standard (CNS) A4 specification (210x297 mm) I--------^------I --^ (Please read the notes on the back and fill out this page) 1297039 A: _-____B7__ V. Invention description (3)

Burgesson et al., Adv. Mater 1996, 8, No. 12, No. 982-985 (please read the note on the back and then fill out this page). The page describes a blue light emitting device using a conjugated polymer blend. . The luminescent layer of this device consists of a blend of PDHPT and PDPP. The light system is emitted separately from the PDHPT. Low-band gap materials that are less than good for optics when used in optical devices are known. These characteristics include the quantum efficiency when excited to luminescence' the solubility and processing properties and lifetime of the material when used in the device. Other relevant characteristics considered include the use of the device and the stability of the polymer during storage. A further disadvantage associated with low band material is that it is difficult to manufacture. It is noted that polymers made by electrochemical oxidative coupling are generally unsuitable as illuminants and for electroluminescent devices. It is because of its poor device characteristics. For example, such polymers have a large number of so-called deletions. Furthermore, it is insoluble in the process and difficult to process. Examples of the polymer prepared in this manner are disclosed in Chem Mater, 1996, 8, pp. 570-578. The polymers disclosed therein are obtained as insoluble deposits. The polymer disclosed in this document can be represented by [A-Q-A]n, wherein A is an aromatic donor unit and Q is a quinone-type acceptor unit. The band range of the polymer disclosed by the optical absorption spectrum printed by the Intellectual Property Office of the Intellectual Property Office of the Ministry of Economic Affairs is 〇5 to h4 electron volts.

Macromol· Rapid· Commun. 18, 1009-1016 (1997) discloses a series of conjugated polymers based on eosin, which contain a guanidine bipyridine complex synthesized by a Suzuki coupling reaction. This document is particularly relevant for the desired properties of metal-containing polymers and their promising applications. ρ 6 This paper scale applies to the Chinese National Standard (CNS) A4 specification (21G X 297 mm). 1297039 Α7 Β7 5. Inventions ( 4 Synthetic Metals, 76, (1996), 105-108 Reveals Poly(phenylquinoxaline). The electron-deficient quinoxaline group reveals that such polymers of particular interest can be used as multilayers and composite membranes. Materials for transporting electrons in electroluminescent devices. Despite efforts in the field of narrowband spectral polymers, there is still a need for electroluminescent polymers that emit red light regions with chemically adjustable properties. In particular, they need to be additionally excellent as above. Such polymers of the characteristics of the device in question. For the purposes of the present invention, "red light region" refers to wavelengths in the range of 550 nm to 800 nm. The object of the present invention is to overcome the deficiencies of the prior art and to provide this A polymer further aims to provide the use of the polymer. Accordingly, a first aspect of the invention provides a soluble luminescent polymerization comprising a first repeating unit [Ar]], and A double repeating unit comprising a unit of formula I substituted or unsubstituted:

N N (I) ------------- loaded -------- set -! I I--I-line (please read the note on the back and fill out this page). Ministry of Economic Affairs, Ministry of Finance, Bureau of Industry, Consumer Co., Ltd.

X wherein X is RC=CR, S, Ο or NR; and An, 八1*2 and 八1*3 are each an aromatic or heteroaromatic group; and each R is individually nitrogen or Any suitable substituent. Preferably, the first repeating unit is different from the second repeating unit. The application has unexpectedly found that the polymer structure of the present invention can be selected. The paper scale is applicable to the Chinese National Standard (CNS) A4 specification (21〇X 297 mm). 1297039 A7 B7 5. Inventive Note (5) It is used as a low-band spectrum illuminant when used in optical devices. Furthermore, the Applicant has found that the polymer structure of the present invention can be selected such that the polymer produces a good red light region (i.e., 550 nm to 800 nm), especially 550 nm to 750 nm, or with a CIE coordinate Χ = 0. 66 and Υ = 0.33 are defined. The polymers of the present invention have properties that produce good device characteristics. These properties include solubility, processability, and the efficacy and usefulness of the device. Organic materials having a smaller optical gap (to the red end of the visible spectrum) are of particular interest to the present invention. It is suggested that a conjugated polymer having a narrow band gap will be used not only for optical devices, but also for inherent organic conductors, Nonlinear optics, solar cells and IR emitters, detectors and sensors. The polymers of the invention do not comprise a metal complex. Therefore, the polymer system according to the present invention has substantially no structural defects. In other words, it is essentially a structural area rule. This is advantageous because it provides a certain degree of certainty when the different samples of the same polymer are currently used in optical devices. Typically, this will result in a fully conjugated polymer. In one embodiment, the excluded polymer is one in which the X system is RC=CR, and both An and Ar3 comprise ruthenium, such that the ruthenium is directly bonded to the porphyrin, and the porphyrin is one of the following: This paper size is applicable to China National Standard (CNS) A4 specification (210 X 297 mm). Please read the notes on the back and fill out this page. Order---------Line· Ministry of Economic Affairs Intellectual Property Bureau staff consumption Cooperative printing 1297039 V. Invention description (A7

Or X * ofs is replaced or unsubstituted

or

Substituted or unsubstituted. Preferably, the present invention comprises a group having the formula of Formula II which is substituted or unsubstituted:

Ari _Ar2

(II) Γ4 Read the precautions on the back and then fill out this page> Install X, An, Ar2 and Ars as defined above. This arrangement increases the conjugation along the backbone of the polymer and can result in a fully conjugated backbone. Further, preferably, the polymer of the present invention has the following composition: - Line, Ministry of Economics, Ministry of Economic Affairs, Bureau of Labor, and Consumers' Printing Co., Ltd. -Ar; y

(IV) wherein x is from 0. 1 to 99.9 mol%, and y is from 〇·丨 to 99 9 mol 0/〇. More preferably, X is from 0.1 to 50 mol%, and y is from 50 to 99.9% mol%. Best, χ This paper scale applies to China National Standard (CNS) A4 specification (210 X 297 mm) 9 1297039 Α7 Β7 5. Invention description (7) is 5 to 1 〇%, and >^9 〇 to 95% by mole. These preferred compositions have been found to form a polymer having a favorable low band spectrum which produces good luminescence in the red region. In another aspect of the invention, preferably, the second repeating unit of the polymer of the invention comprises, or even consists of, a unit of formula III:

Ministry of Economic Affairs, Intellectual Property Office, Staff Consumer Cooperative, Printed Clothing, in which Ri and R2 are the same or different, and each contains η or substituted or unsubstituted alkyl, aryl, heteroaryl, alkoxy, Alkylaryl, arylalkyl, alkoxyaryl or alkoxyheteroaryl. Preferably, at least one of the heart and the heart will comprise a substituted or unsubstituted aryl or heteroaryl group. The choice of different substituents can be used to select the nature of the polymer, such as its solubility and degree of conjugation. Therefore, this can also be usefully selected to adjust the semiconductor band spectrum of the polymer. As discussed above, this facilitates the bonding of the polymer to the HOMO/LUMO of the cathode, anode and host materials of the device. This adjusts the wavelength and quantum efficiency of the polymer. Therefore, preferably, the core and the oxime may comprise one or more selected from the group consisting of an alkyl group, an aryl group, a perfluoroalkyl group, a thioalkyl group, a cyano group, an alkoxy group, a heteroaryl group, an alkylaryl group, and a substituent of a group consisting of arylalkyl groups. In particular, preferred substituents of: ^ and !^ are substituted or unsubstituted phenyl groups. Preferably, for ease of synthesis, the proposed core is the same as the 1^2 system. I II I II IIIIII ·1111111 ·11111111 <Please read the notes on the back and fill out this page.) This paper size applies to the Chinese National Standard (CNS) A4 specification (210 X 297 mm) 10 Ministry of Economic Affairs Zhisu^ Property Bureau of Industry and Consumer Cooperatives Printed 1297039

Ai «_ _______ B7 V. Inventive Note (8) The 'better' is the same as the proposed Ri and R2 systems, and each is a stupid base that is replaced or unsubstituted. The choice of the X-series HC=CH or RC=CR (wherein the R-substituent) can be selected to determine the extent of the polymer's total band and spectral gap, and thereby adjust the wavelength and quantum efficiency of the polymer. Again, this option can be used to improve the solubility of the polymer. Thus, in a preferred embodiment, X is HC=CH 〇1. In another embodiment, X is RC=CR, and R comprises an alkyl group, an alkoxy group, an unfused alkyl group, an unfused impurity. Aryl, aryloxy or heteroaryloxy. In other words, in a preferred embodiment, each R is part of a fusion ring system. Applicants have discovered that Ar!, Ah and Ah may advantageously comprise substituted or unsubstituted, fused or unfused, σ-septe's alpha sulphate, fluorene, triarylamine, bistriarylamine or sigma ratio Pyridyl. In particular, each of An, Ar2 and Αγ3 may independently comprise 2,3-, 2,5- or 2,6-substituted benzene; 3,4-substituted porphin; 3,4_substituted furan; 9-disubstituted oxime; unsubstituted acridine; benzo-, thio- or β-fumanyl-2,3-substituted diterpene; unsubstituted phenanthrene. Diterpenoid; or unsubstituted triarylamine or bistriarylamine. Advantageously, each of Ar!, gossip and 八 1*3 may have one or more substituents individually. Preferred substituents include anthracene, amine, alkyl, aryl, heteroaryl, alkoxy, alkylaryl, arylalkyl, alkyloxy, aryloxy, alkoxyaryl or pyrene Oxyheteroaryl.

The choice of Ari, Ar2 and Αγ3 for the different substituents on Ari, Ar2 and Αγ3 can be used to select the properties of the polymer, such as, for example, the solubility and co-paper scales applicable to the Chinese National Standard (CNS) A4 specification (210) X 297 mm) 11 -------------Installation--------Book---------Line (Please read the notes on the back and fill in the form) Page) Ministry of Economic Affairs Intellectual Property Bureau Staff Consumer Cooperative Printed 1297039 Α / _ Β 7 V. Invention Description (9) Degree of yoke. Again, they can be usefully selected to adjust the semiconductor spectral gap of the polymer. As discussed above, this aids in the agreement of the polymer with the HOMO/LUMO of the cathode, anode and host materials of the device. This adjusts the wavelength and quantum efficiency of the polymer. In a preferred embodiment, the Αγ2 and the erbium are the same for ease of synthesis. In a further preferred embodiment, Ar2 and Ar3 are the same, and each is an unsubstituted thienyl group. It has been found that a polymer which produces a particularly good red light region emission and which has good efficiency and useful life in the device has been formed. In another embodiment, the Aq system is different from Αγ2 and Αγ3, and the selective ' Ah is the same as the Ah system. Preferably, An is a substituted or unsubstituted triarylamine group. Furthermore, it has been found to form polymers which produce particularly good red light region emission and which have good efficiency and useful life in the device. In one embodiment, Ar:j is the same as the Ar3 system, and each is not a fluorenyl group. It is proposed that the polymer of the present invention may further comprise a third repeating unit [Αι*4]' which is an aromatic or heteroaromatic group. This can be used to maintain a degree of conjugation along the length of the polymer backbone.

Aq can be the same or different from any of Ari, Ah, and An. When the polymer of the present invention comprises a third repeating unit, it is preferred that the polymer comprises a base having the formula shown in Formula V: This paper scale applies to the Chinese National Standard (CNS) A4 specification (210 X 297 mm) 12 ! ____'___·-----.,,-------^---------^ ^ (Please read the notes on the back and fill out this page) Ϊ297039

V. Description of invention (10) ΆAr Guang Ar

(V> wherein Aq, Ar2, Ar3, Αγ4, 心4, and ^^ are defined as any of the above specific examples. In a further preferred embodiment, when the polymer of the present invention comprises the second repeating unit, The polymer has the following composition:

(VI) Ministry of Economic Affairs, Hui 1 Production Bureau, Employee Consumption Cooperative, where X, Ar!, Ar2, Ar3, Ar4, 1^, and 112 are defined as any of the above specific examples, and \system〇 To 99 8 m. /(), y is 99 to 99 8 mol%, and z is 0·1 to 99.8 mol%. More preferably, the \ is about 25 mole %, the y is about 25 mole %, and the 2 series is about 50 moles /. . Such preferred compositions have been found to form polymers which produce good red light region emission. In particular, the present inventors have discovered that the polymer according to the present invention exhibits excellent red light emission when excited to luminescence. This excellent red light emission can be defined by the CIE coordinate Χ = = 0.66 and Υ = 0.33. These polymers are expected to have exceptionally useful illuminants for use as optical devices, particularly optical devices comprising electroluminescent devices. As described above, the degree of conjugation of the polymer of the present invention affects the half-size of the polymer to the Chinese National Standard (CNS) A4 specification (21〇χ297 mm) 13 ------------- ^--------^---------Line (please read the notes on the back and fill out this page) 1297039 Ministry of Economic Affairs Intellectual Property Bureau employee consumption cooperative printed A7 B7 V. Invention Description (11) Conductor with spectral gap. Thus, the polymer is typically at least partially conjugated, or even substantially or completely conjugated. The polymers according to the present invention provide materials which have attractive physical and processing properties of the polymer and the ability to select aryl or heteroaryl groups and their substituents in their synthesis to adjust the spectral band gap of the polymer. In general, the degree of polymerization of the polymer according to the invention is at least 3^, and the polymer according to the invention has an average molecular weight of at least mn = i〇〇〇〇. Higher molecular weight polymers have improved properties such as improved processability and phase separation behavior. The polymers according to the invention comprise linear polymers, oligomers, homopolymers, copolymers and terpolymers. Preferably, the polymer copolymer or ternary 5 compound, rather than the homopolymer β, in this regard, the structural unit or repeating unit is distinguished from the monomer unit. A homopolymer (i.e., prepared by polymerization of a single type of monomer) can be defined as having more than one different structure or repeating unit. Films or coatings comprising the polymer according to the invention are also provided. According to a second aspect of the invention, there is provided the use of the polymer of the invention as a component of an optical device. In particular, the optical device can comprise an electroluminescent device. In order for the polymer to have good device properties, it is soluble. Substituents can be usefully selected to impart solubility to the polymer in a particular solvent system, e.g., to deposit a polymer onto a substrate. Solvents typically comprise a common organic solvent such as toluene, xylene, THF and an organic ink jet ink formulation. This paper scale applies to China National Standard (CNS) A4 specification (21〇x 297 mm) --------^« — — — — — 1 — <Please read the notes on the back and fill out this page. 14 1297039 A7 B7 Ministry of Economic Affairs Zhimin 'Property Bureau • Employee Consumption Cooperative Printing 5, Invention Description (l2) According to a third aspect of the present invention, there is provided an electroluminescent device comprising a first object for injecting a positive charge carrier a charge injection layer, a second charge injection layer for injecting a negative charge carrier, and a light-emitting layer between the first and second charge injection layers, comprising a light-emitting material for accepting and combining positive and negative charge carriers to generate light . The luminescent layer comprises a polymer according to the first aspect of the invention for (1) transporting a negative charge carrier from a second charge injection layer to a luminescent layer, (ii) transporting a positive charge carrier from a first charge injection layer to luminescence The material, or optimally, (iii) accepts and combines positive and negative charge carriers to produce light. It is to be understood that the luminescent layer can be formed from a blend of materials comprising one or more polymers according to the invention and further different polymers of selectivity. The one or more polymers according to the present invention as described above may be included to improve the efficiency of transport of electron holes and/or electrons from the electrodes to the luminescent material. Further, at least one of the preferred systems is included as the luminescent material itself. In this case, the blend may comprise from 0.1 to 100% by weight (generally from 1 to 20%, or from about 1%) of the polymer according to the invention, and the remainder of the blend comprises electron holes and/or Electron transport of polymers. Accordingly, the present invention also provides a composition comprising a mixture/blend of one or more polymers according to the first aspect of the invention. Alternatively, the polymer according to the present invention may be disposed within the electroluminescent device in an individual layer disposed between the first or second charge injection layer and the individual layers comprising the luminescent material. Furthermore, it can be provided in individual layers, which are luminescent materials. These individual layers are selectively contactable with one or more (extra) layers of electron transport holes and/or layers of electrons. This paper size applies to the Chinese National Standard (CNS) A4 specification (210 x 297 mm) 15 -------------Installation ------II order ·------ line (Please read the precautions on the back and then fill out this page) 1297039 A7 B7 V. INSTRUCTIONS (i) Those skilled in the art will be able to understand how to prepare the general knowledge of the first and first repeating units according to the present invention. 'The polymer according to the invention can be prepared by one of several polymerization methods. A suitable method (especially for preparing a homopolymer) is disclosed in Macromolecules, 1998, 31, 1〇 99-11〇3 The polymerization reaction involves the adjustment of the dioctagonal monomer. This method is generally referred to as "Yamam〇t〇 polymerization, and the method of applying σ is disclosed in U.S. Patent No. 5,777,070. A monomer having two reactive groups selected from the group consisting of caudate, C1-C6, and c 1-C6 borane, and mixtures thereof, is contacted with an aromatic di-functional monomer, or a boric acid having a reactivity The boric acid, the boric acid ester or the borane group and the monomer of a reactive toothing functional group are in contact with each other. The skilled artisan is known as ''Suzuki Polymerization'.) A preferred method of preparation is disclosed in International Patent Application No. WO 00/53656, the disclosure of which is incorporated herein by reference. And a method comprising polymerizing (a) an aromatic monomer having at least two reactive butterfly derivatives selected from the group consisting of rotten acid groups, octanoate groups, and sulfonate groups, and having at least two reactive halides a functional aromatic monomer; or (b) an aromatic monomer having a reactive toothing functional group and a reactive boron-derived group selected from the group consisting of a boronic acid group, a boronic acid ester group, and a borane group, wherein the reaction The mixture comprises a catalytic amount of a catalyst (e.g., palladium) suitable for catalyzing the polymerization of an aromatic monomer, and a base sufficient to convert the reactive boron-derived functional group to a ?BX/anionic group, wherein the X series are individually selected from the group consisting of The group consisting of ρ and 〇H. This paper scale applies to China National Standard (CNS) A4 specification (210 X 297 mm) -- - - ------, 0 (Please read the note on the back first. Fill in this page) Order --------- Line 1 Ministry of Economics Intellectual Property Employees' Consumption Cooperatives Printed 16 1297039 Α7 Β7 Ministry of Economic Affairs, Hui Property Bureau • Employees' Consumption Cooperatives Printing 5, Invention Description (Μ) The polymer according to the present invention which has been prepared by this method is particularly advantageous. The time is short and the residual catalyst (e.g., palladium) is low in content. Those skilled in the art are believed to have knowledge of which of the above methods is most suitable for preparing a particular polymer in accordance with the present invention. According to a fourth aspect of the present invention, Provided is a process for the preparation of a polymer as defined above, which comprises polymerizing in a reaction mixture: U) a first aromatic monomer comprising (1) a first repeating unit as defined above; and/or (ii) having the above a general formula of the definition; [the second repeating unit, and a reaction shed-derived group selected from the group consisting of a carboxylic acid group, a carboxylic acid δ group, and a flammable base; and (b) a first-party fragrant single Zhao, including other Or a further first and/or second repeating unit and at least two reactive functional groups, wherein the reaction mixture contains a catalytic amount of a palladium catalyst and is sufficient for the reaction Bad derivative is converted into an amount of -B (OH) 3 · anion of an organic base. A further method for preparing a polymer as defined above according to the fourth aspect of the invention is also provided, which comprises polymerizing in a reaction mixture: (a) a first aromatic monomer comprising: (i) a first as defined above a repeating unit; and/or (ii) a second repeating unit of the formula I as defined above, and a reactive functional group and a reactive boron-derived group; and (b) a second aromatic monomer, comprising Other or further first and/or second repeating units, and a reactive toothing functional group and a reactive boron paper size apply to the Chinese National Standard (CNS) A4 specification (21〇x 297 mm) -- -----------Install--------Book-------I line (please read the back first; i want to fill in this page again) 17 1297039 A: B7 V. INSTRUCTION DESCRIPTION (I5) Derivatizing group wherein each borane-derived group is selected from the group consisting of a boric acid group, a boron ester group and a borane group, and the reaction mixture contains a catalytic content of a palladium catalyst and is sufficient for the reactive boron-derived group An organic base converted to the amount of -Β(ΟΗ)3· anion. According to a fifth aspect of the present invention, there is provided a compound: Ε+ first repeating unit second repeating unit 丨丨丨丨丨丨_ Ε1

VII The Ministry of Economics, the Ministry of Finance, and the Bureau of Employees' Consumers' Co., Ltd. printed the 'polymerization' for the preparation of polymers (especially polymers according to the invention). Also provided is the use of the above compounds to prepare a polymer according to the first aspect of the invention for transporting electron holes and/or electrons, and/or for accepting and bonding electron holes and electrons to produce light within the optical device. The first and second repeating units in the compound are as defined in relation to any of the above aspects and specific examples of the present invention, X may be 〇 or 1, and Ε and Ε 1 are the same or different and capable of performing The reactive group of the chain extension. Preferably, Ε and Ε1 are the same or different and are selected from the group consisting of a reactive functional group and a reactive boron-derived group. More preferably, the reactive i-functional group is selected from the group consisting of F, Cl, Br or I, and the cue-derived group is selected from the group consisting of a boronic acid group, a boronic acid ester or a borane group. The invention will now be described in more detail with reference to the accompanying drawings in which: FIG. A preferred polymer according to one of the present invention is a polymer having the following composition: ------------------ Order---------Line - (Please Read the notes on the back and fill out this page. 18 - 1297039 A7 B7 V. Description of invention (l6)

An example of a blend comprising a polymer according to the invention which can be used in an electroluminescent device is the preferred polymer according to the invention described above and a dioctylbenzobenzothiadiazole polymer and poly(2) , 7-(9,9-di-n-octylfluorene)-1,4-stupyl-((4-t-butylphenyl)imido)-1,4-phenylene# Sample Example 1 Preparation of polymer (please read the notes on the back and fill out this page) Ministry of Economic Affairs Zhihui Yi Production Bureau • Employee Consumption Cooperative Printed This paper scale applies to China National Standard (CNS) A4 specification (210 X 297 mm) 1297039 Α7 Β7 V. Invention description (π

〇-

Polymer (please read the notes on the back and fill out this page)

Br Ministry of Economic Affairs Intellectual Property Bureau employee consumption cooperative printed 9,9-dioctyl fluoren-diester (4.82 g, 9.09 mmol), dibromo-benzothiadiazine (1.323 g, 4.5 mmol), ''Ternary Polymer 1, (2.720 g, 4.5 mmol) and tetrakis(triphenylphosphine)palladium (ruthenium) (3 mg) in toluene (90 ml) as a suspension of nitrogen Degas. After 1 hour, tetraethylammonium hydroxide (30 ml) was added to the reaction mixture, and the suspension was heated to ~115 °C (external temperature). After 20 hours, the reaction was capped with bromo (15 mL). The stirring was maintained at Π 5 ° C for 1 hour, then, stupyl boric acid (2.5 g) was added, and the mixture was further stirred for 1.5 hours. Once the reaction mixture was cooled to room temperature, the polymer was precipitated in methanol (4 liters). The polymer is filtered and re-dissolved in the paper. The paper size applies to the Chinese National Standard (CNS) A4 specification (210 X 297 mm). 20 . A7

1297039 _.____B7 V. Description of the invention (is) (500 ml). A solution of dithiocarbamic acid (3 gram) in H2 hydrazine (22 liters) was added to the toluene solution. The salt mixture was heated to 65 ° C for 18 hours and then the aqueous layer was removed. The organic phase is passed through an alumina/fluorine column and the polymer is eluted with toluene. Toluene was concentrated to 350 ml and then precipitated in methanol (4 liters). The polymer was filtered and completely dry. The yield was 62%. Example 3 Electroluminescence Maiden The structure of the device is as shown in Figure 1. The anode 2 is a transparent indium-tin oxide supported on a glass or plastic substrate 1. The 2nd layer of the anode has a thickness of 1000-2000 ( (generally about 1500 Α). The cathode 5 is a Ca layer having a thickness of about 1500 Å. An illuminating layer having a thickness of up to about 1000 Å is interposed between the electrodes. The light-emitting layer 4 contains between 0.5 and 30% by weight of the polymer of the present invention, and the remainder of the light-emitting layer is composed of an electron hole and/or an electron transport material. Advantageously, the device comprises an electron hole transport material layer 3 of pED 〇T having a thickness of about 1 Α. Layer 6 is a coating of suitable thickness. Component label control economy

Production bureau

Workers' consumption cooperatives print 1...substrate 2...anode...electron hole transport material layer 4···light-emitting layer 5 ··.cathode 6...cladding layer 21 This paper scale applies to China National Standard (CNS) A4 specification ( 210 X 297 mm)

Claims (1)

1297039 Patent Application No. 90,115, 399, the entire disclosure of which is incorporated herein by reference in its entirety, the entire disclosure of the entire disclosure of the disclosure of Replace the unit of formula I: X Ar3-- (I) wherein X is ROCR, S, Ο or NR; each of Ari, Ar2 and Ar3 is an aromatic or heteroaromatic group; and each R is individually hydrogen or a substituent; The compound has the formula VII: the first repeating unit -) a second repeating unit _E1 / χ VII wherein x = 0 or 1, and the oxime and oxime 1 are the same or different, and are reactive for chain extension base. 2. The compound of claim 1, wherein X = 1 and the first repeating unit is different from the second repeating unit. 3. If you apply for a patent scope! Or a compound of two, # includes a group having a chemical formula of the formula ,, which is substituted or unsubstituted. 22 • 1297039 (ID wherein X, Arl5 Ah and An are as claimed in claim 1 Defined. 4. A compound as claimed in claim 1 wherein the second repeat unit comprises a unit of formula III: Wherein Ri and R2 are the same or different and each comprises η or a substituted or unsubstituted alkyl, aryl, heteroaryl, alkoxy, aryloxy, alkylaryl, aryl group An alkyl group, an alkoxyaryl group or an alkoxyheteroaryl group. 5. The compound of claim 4, wherein 1 and 112 are the same, and each is a substituted or unsubstituted phenyl group. 6. A compound according to claim 4 or 5 wherein at least one of 1 and 112 comprises a substituted aryl or heteroaryl group. 7 • A compound as claimed in claim 1 wherein X is HC=CH. 23 !297〇39 • A compound of claim 1, wherein X is ROCR, and R comprises an alkyl group, an alkoxy group, an unfused aryl group, an unfused heteroaryl group, an aryloxy group or a hetero Aryloxy. 9. The compound of claim 1, wherein each of Aq, Ar2 and Ar3 comprises a substituted or unsubstituted fused or unfused benzene, thiophene, furan, hydrazine, triarylamine, bis-triaryl Alkylamine or pyridyl group. Workers, such as the compound of claim 9, wherein An, Ar2 and Ar3 are each 2,3-, 2,5 or 2,6-substituted benzene; 3,4-substituted thiophene 3,4-substituted furan; 9,9-disubstituted fluorene; unsubstituted pyridine; benzo-, thio- or furyl-2,3-substituted diazine; unsubstituted phenothiazine Or an unsubstituted triarylamine or a bistriarylamine group. 11. The compound of claim 9 or claim 1, wherein one or more of the substituents of Ari, Ar2 or Ah are each η, an amine, an alkyl group, an aryl group, a heteroaryl group, an alkoxy group, Alkylaryl, arylalkyl, alkyloxy, aryloxy, alkoxyaryl or alkoxyheteroaryl. 12. If the compound of claim 1 is the same, the eight 1*2 and the eight 1*3 are the same. 13. The compound of claim 12, wherein the Ar2 and Ar3 are the same and have no thiol group. 14. A compound according to claim 12 or 13, wherein each of Ar2 and Ar3 is an unsubstituted porphinyl group. 15. A compound according to claim 1 wherein Ar: is a substituted or unsubstituted triarylamine group. 24^297039. The compound of claim 1, wherein the compound is used in the preparation of a conjugated polymer. 17. The compound of claim 1 wherein Ε and Ε 1 are the same or different and are selected from the group consisting of reactive toothing functional groups and reactive boron derivatizing groups. 18. The compound of claim 17, wherein the reactive toothed functional group is selected from the group consisting of F, C, Br, and I, and the boron < a group consisting of a borate group and a borane group. 19. Use of a compound as defined in any one of claims 1 to 18 for the polymerization of a polymer. 2. The use of a compound as defined in any one of claims 1 to 18 for the manufacture of optical elements or components. 21. The use of claim 2, wherein the optical component comprises an electroluminescent component. 25