JPH03126787A - Polymeric luminescent material - Google Patents
Polymeric luminescent materialInfo
- Publication number
- JPH03126787A JPH03126787A JP1266444A JP26644489A JPH03126787A JP H03126787 A JPH03126787 A JP H03126787A JP 1266444 A JP1266444 A JP 1266444A JP 26644489 A JP26644489 A JP 26644489A JP H03126787 A JPH03126787 A JP H03126787A
- Authority
- JP
- Japan
- Prior art keywords
- group
- polymer
- main chain
- light emitter
- light
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000463 material Substances 0.000 title claims abstract description 17
- 229920000642 polymer Polymers 0.000 claims abstract description 37
- 230000005684 electric field Effects 0.000 claims abstract description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 6
- 125000005037 alkyl phenyl group Chemical group 0.000 claims abstract description 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 4
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- 125000003277 amino group Chemical group 0.000 claims abstract description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 3
- 230000005284 excitation Effects 0.000 claims abstract 3
- 239000002245 particle Substances 0.000 claims description 20
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 125000003368 amide group Chemical group 0.000 claims description 2
- 125000004185 ester group Chemical group 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium group Chemical group [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 claims description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000000524 functional group Chemical group 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical group 0.000 claims 1
- 230000000694 effects Effects 0.000 description 6
- 229920000548 poly(silane) polymer Polymers 0.000 description 4
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 238000000295 emission spectrum Methods 0.000 description 3
- 238000002347 injection Methods 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
- 230000004888 barrier function Effects 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000004020 conductor Substances 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 230000027756 respiratory electron transport chain Effects 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000003989 dielectric material Substances 0.000 description 1
- 238000005401 electroluminescence Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 238000004020 luminiscence type Methods 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
Landscapes
- Electroluminescent Light Sources (AREA)
- Silicon Polymers (AREA)
Abstract
Description
【発明の詳細な説明】
産業上の利用分野
本発明（よ エレクトロルミネッセンスに用いるＳｉを
主鎖とする、新規な高分子を用いた発光体に関する。DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention relates to a light emitting material using a novel polymer having Si as a main chain and used for electroluminescence.
従来の技術
従来 電場発光体（ＥＬ）には大きく分けて、内部ＥＬ
と注入型ＥＬのに種類がある。Conventional technology Conventional electroluminescent bodies (EL) can be roughly divided into internal EL
There are two types of injection type EL.
注入型（よ 電極からのキャリヤの注入によって発光す
るもので、ｐｎ接合型ＥＬもこれに属す。Injection type EL emits light by injecting carriers from an electrode, and pn junction type EL also belongs to this category.
内部Ｅ Ｌ （Ｉｎｔｒｉｎｓｉｃ Ｅ Ｌ） Ｌｔ
、 電極間に蛍光体を挟んだものと、誘電体中に蛍光
体を分散して構成した分散型とがある。この蛍光体には
ドナーあるいはアクセプターを発光中心としてドープし
たＺｎＳが主に使われる。Intrinsic E L Lt
There are two types: one in which the phosphor is sandwiched between electrodes, and the other in a dispersed type in which the phosphor is dispersed in a dielectric. ZnS doped with a donor or acceptor as a luminescent center is mainly used for this phosphor.
ＺｎＳは３ 、７ ｅＶのエネルギーギャップをもち、
Ｃｕ”、Ｍｎ”″もしくはＣ１−などをドープして発光
中心を形成させ、種々の色の発光をさせる。ZnS has an energy gap of 3,7 eV,
It is doped with Cu'', Mn'' or C1- to form a luminescent center and emit light of various colors.
発明が解決しようとする課題
しかし 本発明に関わる内部ＥＬに使用されている従来
のＥＬζよ 蛍光体粒子界面の障壁を利用するたム 蛍
光体粒子の粒径や粒度分布によってＥ Ｌ特性が大きく
依存し ばらつくと言う課題があっ九
また一方従来の高分子１１ＥＬ用無機蛍光体粒子のバイ
ンダあるいは分散用誘電体として、弗素僧服 シアノ樹
脂等の高誘電率の高分子が用いられていたバ これらは
高分子自身が発光するものではなかっｔも
これに対して、本発明は新規な高分子を発光体として用
いることによって、発光特性に優れる電場発光体を提供
するものである。Problems to be Solved by the Invention However, compared to the conventional ELζ used in the internal EL related to the present invention, the EL characteristics are largely dependent on the particle size and particle size distribution of the phosphor particles. On the other hand, conventional polymers with high dielectric constants such as fluorine resin and cyano resin have been used as binders or dispersing dielectrics for inorganic phosphor particles for EL. However, the polymer itself does not emit light.In contrast, the present invention provides an electroluminescent material with excellent luminescent properties by using a novel polymer as a luminescent material.
課題を解決するための手段
本発明の高分子発光体（よ Ｓｉを主鎖とし 全ての側
鎖基が炭素数１以上の炭素鎖よりなる重合体 すなわち
ポリシランを発光体として構成される。Means for Solving the Problems The polymer light-emitting material of the present invention is composed of a polymer having Si as the main chain and all the side chain groups consisting of carbon chains having one or more carbon atoms, that is, polysilane as the light-emitting material.
作用
本発明の高分子発光体の用いる高分子（よ 炭素主鎖の
有機高分子と次のような２つの大きな違いを持っている
。Function The polymer used in the polymeric light emitter of the present invention has two major differences from organic polymers with a carbon main chain as follows.
（イ）Ｓｉの連鎖よりなる主鎖のび電子結合が共役して
おり、電場によって高分子の主鎖方向に大きく電子が移
動する。(a) The main chain consisting of a chain of Si has conjugated electron bonds, and electrons move largely in the direction of the main chain of the polymer due to the electric field.
（ロ）全ての側鎖基は炭素数１以上の炭素鎖よりなり、
高分子の耐安定性に寄与していると共に絶縁性が高く分
子間の電子移動を妨げるエネルギー障壁の働きをもつ。(b) All side chain groups consist of carbon chains having one or more carbon atoms,
It contributes to the stability of polymers, has high insulating properties, and acts as an energy barrier that prevents electron transfer between molecules.
つまり、本発明の高分子は電場により分子内では大きな
電子移動を生じるが、 分子間では極めて高いエネルギ
ー障壁を持っている。In other words, the polymer of the present invention causes large electron transfer within the molecule due to an electric field, but has an extremely high energy barrier between molecules.
また そのエネルギーギャップは約３〜４ｅＶで、ラダ
ーポリマでは約２ｅＶである。Moreover, the energy gap is about 3 to 4 eV, and about 2 eV for ladder polymers.
従って本発明の高分子（よ 直接遷移型の半導体で発光
性を持ち、分子中にドナーまたはアクセプター準位をつ
くることによって、種々の色に発光する優れた発光体と
なる。Therefore, the polymer of the present invention (direct transition type semiconductor) has luminescent properties, and by creating a donor or acceptor level in the molecule, it becomes an excellent light emitter that emits light in various colors.
ドナーまたはアクセプター準位（よ 電子供与基や電子
受容基を側鎖に導入することによって形成できる。Donor or acceptor levels can be formed by introducing an electron-donating or electron-accepting group into the side chain.
極性基を置換したフェニル基よりなる側鎖（よポリシラ
ン主鎖のσ共役電子系準位のエネルギーギャップ中に
ＬＵＭ○（最低空軌道）準位をつくり、発光に寄与する
。A side chain consisting of a phenyl group substituted with a polar group (in the energy gap of the σ-conjugated electron system level of the polysilane main chain)
Creates LUM○ (lowest unoccupied orbital) level and contributes to light emission.
また これらの高分子を電界方向に配向すると電場によ
る電子の分子内移動が非常に大きくなるたべ さらに良
い発光効率を与えることになる。In addition, when these polymers are oriented in the direction of the electric field, the intramolecular movement of electrons by the electric field becomes very large, resulting in even better luminous efficiency.
また 本発明に用いる導電性粒子（よ 白色 また（よ
透明導電体 針状導電体などを使用する。In addition, conductive particles used in the present invention (white, transparent conductors, needle-like conductors, etc.) are used.
この導電性粒子を用いる場合（よ 導電性粒子中の電子
が電場によって加速され 粒界から本発明の高分子中に
注入さｈ ＥＬ現象を示すことになる。When these conductive particles are used, electrons in the conductive particles are accelerated by an electric field and injected into the polymer of the present invention from the grain boundaries, resulting in an EL phenomenon.
また 本発明の重合体中に有機色素を分散すると、 こ
の色素と本発明の重合体の電子共役主鎖の電子との相互
作用で、新規な発光をさせることも可能である。Further, when an organic dye is dispersed in the polymer of the present invention, novel light emission can be caused by the interaction between this dye and the electrons of the electron-conjugated main chain of the polymer of the present invention.
さらに（よ 本発明の重合体に従来の蛍光体粒子を分散
してもその複合作用により、新規な発光作用を持つ発光
体を形成できる。この場合（よ 重合体 蛍光体粒子の
両方で発光することになる。Furthermore, even if conventional phosphor particles are dispersed in the polymer of the present invention, a luminescent material with a novel luminescent effect can be formed due to their combined action. In this case, both the polymer and the phosphor particles emit light. It turns out.
実施例
本発明の高分子発光体ｌａｔ、、Ｓｉを主鎖とし 全て
の側鎖基が炭素数１以上の炭素鎖よりなる重合体を発光
体として構成される。EXAMPLE The polymer light emitting material of the present invention is composed of a polymer having Si as the main chain and in which all side chain groups are carbon chains having 1 or more carbon atoms.
側鎖としては アルキノｋ アルキルフェニル、シクロ
アルキル、アラルキルより選ばれた少なくとも１種を用
いる。As the side chain, at least one selected from alkylphenyl, cycloalkyl, and aralkyl is used.
アルキル基としては炭素数１〜８のものが適する。As the alkyl group, those having 1 to 8 carbon atoms are suitable.
また 極性基によって置換されたフェニル基を側鎖基と
して用いる場合もある。この場合、極性基として（よ
シアノ基 アミノ基 ニトロ基 ｔブチル基 、スルフ
ォニウム基 アミド基 水酸莱エステル基 ハロゲンよ
り選ばれた少なくともｌ種を用いる力＼ これらの基に
より電子エネルギー準位か変わり、発光色が変えられる
。Furthermore, a phenyl group substituted with a polar group may be used as a side chain group. In this case, as a polar group (
The power of using at least one species selected from cyano group, amino group, nitro group, t-butyl group, sulfonium group, amide group, hydroxyl ester group\\ These groups change the electronic energy level and change the emission color.
次に 本発明の具体的実施例を図面に基づき述べる。Next, specific embodiments of the present invention will be described based on the drawings.
実施例１
第１図（よ 本発明の高分子発光体を用いた電場発光素
子の、一実施例の構成を示す断面概念図である。白色の
電極２上に 表に示す三種のポリシラン膜の高分子発光
体３を厚み約１０μｍ形Ｆ＆Ｌその」二に透明電極ｌを
設けた
なお表中の（ロ）（ヨ ポリ （メチル（クロロベン
ジル）シリレン）と、ポリ （メチル（ｔ−ブチルフェ
ニル）シリレン）とを１対１で混練し 高分子発光体と
した
これに電源５により交流電圧を印加し発光させたとこム
表に示したような発光スペクトル玄第３図に示すよう
な明るい発光が観測された（以下余白）
実施例２
第２図（よ 本発明の高分子発光体を用いた電場発光素
子Ｑ 別の実施例の構成を示す断面概念図である。白色
の電極２上に 粒径的３μｍの白色導電粒子４を分散し
た ポリ（メチルにトロベンジル）シリレン膜の高分子
発光体３を厚み約１０μｍ形成し その上に透明電極１
を設けたこれに電源５により交流電圧を印加し実施例１
と同様に発光させたとこ＆ 発光スペクトルは実施例１
の（ハ）と変化せず、第３図に示したように実施例１の
（ハ）より明るい発光が観測されたこれは本発明の高分
子発光体に混入させた導電粒子により、電子が粒界から
高分子発光体中に注入された効果である。Example 1 FIG. 1 is a cross-sectional conceptual diagram showing the structure of an example of an electroluminescent device using a polymeric light emitter of the present invention. Three types of polysilane films shown in the table were applied on a white electrode 2. The polymer light emitter 3 is approximately 10 μm thick F&L with a transparent electrode l. When a polymeric luminescent material was made by kneading silylene) in a one-to-one ratio, an alternating current voltage was applied to it using a power source 5 to cause it to emit light. Observed (blank space below) Example 2 Figure 2 Electroluminescent device Q using the polymer emitter of the present invention This is a cross-sectional conceptual diagram showing the structure of another example. Particles on the white electrode 2 A polymer light emitter 3 of poly(methyl-trobenzyl)silylene film with a thickness of about 10 μm is formed, in which white conductive particles 4 with a diameter of 3 μm are dispersed, and a transparent electrode 1 is placed on it.
Example 1
The light was emitted in the same manner as above and the emission spectrum is as in Example 1.
As shown in Fig. 3, luminescence brighter than (c) of Example 1 was observed. This is an effect caused by injection into the polymer light emitter from the grain boundaries.
実施例３
実施例２の導電粒子の代わりに 粒径的３μｍの蛍光体
粒子（ＣｕドープＺｎ５）を分散しム ポリ（メチルに
トロベンジル）シリレン膜の高分子発光体を厚み約１０
μｍ形成し 透明電極をその上に設は九
これに交流電圧を印加し実施例１と同様に発光させたと
ころ、明るく、色合いの異なる発光が観測された
これは本発明の高分子発光体に混入させた蛍光体粒子に
より、発光が助長され 同時に蛍光体粒子自体の発光ス
ペクトルが加味された効果である。Example 3 Instead of the conductive particles in Example 2, fluorescent particles (Cu-doped Zn5) with a particle size of 3 μm were dispersed.The polymer luminescent material of the poly(methyl-trobenzyl)silylene film was made to have a thickness of about 10 μm.
When an alternating current voltage was applied to this and a transparent electrode was placed on it to emit light in the same manner as in Example 1, bright light emission with different hues was observed. The effect is that the mixed phosphor particles promote light emission and at the same time take into account the emission spectrum of the phosphor particles themselves.
発明の効果
このように本発明１；ＬＳｉを主鎖とし 全ての側鎖基
が炭素数１以上の炭素鎖よりなる重合体すなわちポリシ
ラン自身を発光体として構成されるため、従来に比べる
と高効率の発光が得られる効果がある。Effects of the Invention As described above, the present invention 1 is composed of a polymer in which LSi is the main chain and all the side chain groups are carbon chains having 1 or more carbon atoms, that is, polysilane itself is used as a light emitting body, so it is highly efficient compared to conventional methods. This has the effect of emitting light.
また本発明の高分子発光体ｃｉ、新規な機構によ９− る発光体を提供するものである。Moreover, the polymeric light emitter ci of the present invention has 9- The present invention provides a luminous body that
そして側鎖基にアルキ八 アルキルフェニル、シクロア
ルキル、アラルキルより選ばれた少なくとも１檻 ある
いは極性基によって置換されたフェニル基を用いること
によって、種々の色に発光する優れた発光体を提供する
効果もある。By using a phenyl group substituted with at least one cage selected from alkylphenyl, cycloalkyl, and aralkyl as a side chain group or a polar group, it is possible to provide an excellent luminescent material that emits light in various colors. be.
さらに本発明に導電性粒子や蛍光体粒子を分散する事に
よって転 新規な発光作用による発光体を形成できる効
果がある。Furthermore, by dispersing conductive particles or phosphor particles in the present invention, it is possible to form a light-emitting body with a novel light-emitting effect.
このように本発明は工業的価値の犬なるものである。Thus, the present invention is a dog of industrial value.
第１＠ 第２図は本発明の高分子発光体を用いた電場発
光素子の一例を示す断面概念阻 第３図は本発明の高分
子発光体を用いた電場発光素子の発光スペクトルの一例
を示すスペクトル強度図である。Figure 1 @ Figure 2 is a cross-sectional conceptual diagram showing an example of an electroluminescent device using the polymeric luminescent material of the present invention. Figure 3 is an example of the emission spectrum of an electroluminescent device using the polymeric luminescent material of the present invention. FIG.
Claims (7)
素鎖よりなる重合体を、電場により活性化された主鎖内
共役電子の励起によって発光させてなる高分子発光体。(1) A polymer light-emitting material made of a polymer having Si as a main chain and all side chains consisting of carbon chains having one or more carbon atoms, which emits light by excitation of conjugated electrons in the main chain activated by an electric field.
ルキル、アラルキルより選ばれた少なくとも１種よりな
る請求項１記載の高分子発光体。(2) The polymeric light emitter according to claim 1, wherein the side chain comprises at least one selected from alkyl, alkylphenyl, cycloalkyl, and aralkyl.
されたフェニル基よりなり、これが主鎖に結合してなる
請求項１記載の高分子発光体。(3) The polymer light-emitting material according to claim 1, wherein at least one of the side chain groups consists of a phenyl group substituted with a polar group, and this is bonded to the main chain.
ブチル基、スルフォニウム基、アミド基、水酸基、エス
テル基、ハロゲン、およびこれらの内の少なくとも１種
の官能基で置換したフェニル基よりなる群より選ばれた
少なくとも１種である請求項３記載の高分子発光体。(4) The polar group is a cyano group, an amino group, a nitro group, a t-
4. The polymer according to claim 3, which is at least one selected from the group consisting of a butyl group, a sulfonium group, an amide group, a hydroxyl group, an ester group, a halogen, and a phenyl group substituted with at least one functional group among these. Molecular light emitter.
分子発光体。(5) The polymer light emitter according to claim 1, wherein the main chain is oriented in the direction of the electric field.
記載の高分子発光体。(6) Claim 1 comprising conductive particles dispersed in a polymer.
Polymer light emitter described.
記載の高分子発光体。(7) Claim 1 comprising phosphor particles dispersed in a polymer.
Polymer light emitter described.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1266444A JPH03126787A (en) | 1989-10-13 | 1989-10-13 | Polymeric luminescent material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1266444A JPH03126787A (en) | 1989-10-13 | 1989-10-13 | Polymeric luminescent material |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH03126787A true JPH03126787A (en) | 1991-05-29 |
Family
ID=17431020
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1266444A Pending JPH03126787A (en) | 1989-10-13 | 1989-10-13 | Polymeric luminescent material |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH03126787A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005056762A (en) * | 2003-08-06 | 2005-03-03 | Nippon Hoso Kyokai <Nhk> | Sol-gel conductive glass, and photoconductive element and light emitting element equipped with it |
| US7303825B2 (en) | 2003-01-21 | 2007-12-04 | Kyushu Electric Power Co., Inc. | Electroluminescence device |
-
1989
- 1989-10-13 JP JP1266444A patent/JPH03126787A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7303825B2 (en) | 2003-01-21 | 2007-12-04 | Kyushu Electric Power Co., Inc. | Electroluminescence device |
| JP2005056762A (en) * | 2003-08-06 | 2005-03-03 | Nippon Hoso Kyokai <Nhk> | Sol-gel conductive glass, and photoconductive element and light emitting element equipped with it |
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