JPH0263025A - Organic nonlinear optical material - Google Patents
Organic nonlinear optical materialInfo
- Publication number
- JPH0263025A JPH0263025A JP21611888A JP21611888A JPH0263025A JP H0263025 A JPH0263025 A JP H0263025A JP 21611888 A JP21611888 A JP 21611888A JP 21611888 A JP21611888 A JP 21611888A JP H0263025 A JPH0263025 A JP H0263025A
- Authority
- JP
- Japan
- Prior art keywords
- nonlinear optical
- org
- optical material
- organic
- 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.)
- Granted
Links
- 230000003287 optical effect Effects 0.000 title claims abstract description 57
- 239000000463 material Substances 0.000 title claims abstract description 38
- 239000000126 substance Substances 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 abstract description 8
- 239000010409 thin film Substances 0.000 abstract description 4
- 230000015572 biosynthetic process Effects 0.000 abstract description 3
- 239000004065 semiconductor Substances 0.000 abstract description 3
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 abstract 1
- 150000004056 anthraquinones Chemical class 0.000 abstract 1
- 238000001228 spectrum Methods 0.000 description 11
- 150000002894 organic compounds Chemical class 0.000 description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000011521 glass Substances 0.000 description 5
- 238000004891 communication Methods 0.000 description 4
- 238000011161 development Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 230000010355 oscillation Effects 0.000 description 2
- GUEIZVNYDFNHJU-UHFFFAOYSA-N quinizarin Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=CC=C2O GUEIZVNYDFNHJU-UHFFFAOYSA-N 0.000 description 2
- OGIQUQKNJJTLSZ-UHFFFAOYSA-N 4-butylaniline Chemical compound CCCCC1=CC=C(N)C=C1 OGIQUQKNJJTLSZ-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- -1 aromatic secondary amine Chemical class 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 230000002250 progressing effect Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 230000001360 synchronised effect Effects 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/35—Non-linear optics
- G02F1/355—Non-linear optics characterised by the materials used
- G02F1/361—Organic materials
Landscapes
- Physics & Mathematics (AREA)
- Nonlinear Science (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
Abstract
Description
【発明の詳細な説明】
（ａ梁上の利用分野）
この発明は、電気光学素子、光高調波発生素子、又光導
波路等を形成する材料として重要な、有機非線形光学材
料に関するものである。DETAILED DESCRIPTION OF THE INVENTION (Field of Application on A-Beam) The present invention relates to an organic nonlinear optical material that is important as a material for forming electro-optical elements, optical harmonic generation elements, optical waveguides, and the like.
（従来の技術）
系外からの入力光に対し、入力光以外の成分の光を発生
する物質は、いわゆる非線形光学材料として注目されて
いる。この種の材料のいくつかについて又非線形光学効
果については、例えば文献（「有機非線形光学材料」加
藤政雄、中西へ部監修（＋９８５．７．２５第１版）シ
ーエムシー）に開示されている。(Prior Art) Materials that generate components of light other than the input light when input light is input from outside the system are attracting attention as so-called nonlinear optical materials. Some of these materials and their nonlinear optical effects are disclosed, for example, in the literature ("Organic Nonlinear Optical Materials" edited by Masao Kato and Hebe Nakanishi (+985.7.25 1st edition) CMC).
非線形光学材料は、この文献にも開示されている如く、
有機のものと無機のものとがあるが、今までのところは
、二オフ酸リチウム（Ｌ １Ｎｂ０３）、ＫＣ）Ｐ（に
Ｈ２ＰＯ４）又ＫＴＰ（にＴｉ０ＰＯ４）等に代表され
る無機の非線形光学材料の開発のほうが有機のものより
先行している。これは、従来の非線形光学材料の主な用
途が、大出力レーザ光の波長変換等を中心として考えら
れてきたためであり、無機の非線形光学材料においては
このような用途に適した大きさと品質とを具えた単結晶
が得られ易かつたためである。As disclosed in this document, the nonlinear optical material is
There are organic and inorganic materials, but so far, inorganic nonlinear optical materials such as lithium diophate (L 1Nb03), KC)P (H2PO4), and KTP (Ti0PO4) have been used. The development of organic products is ahead of that of organic products. This is because the main uses of conventional nonlinear optical materials have been focused on wavelength conversion of high-power laser beams, etc., and inorganic nonlinear optical materials have a size and quality suitable for such uses. This is because it is easy to obtain a single crystal with .
一方、有機非線形光学材料については、材料開発並びに
その材料の単結晶化、配列化及び薄膜化等の基本的な研
究がなされているのが現状でありデバイス化はこれから
のテーマであるが、無機のものに比し、大きな非線形光
学定数を有すること、応答性が速いこと、光損傷強度が
高いこと、薄膜化が容易なこと、微細加工が容易なこと
等の特長を有することが知られるようになってきている
。このため、有機非線形光学材料は、有望な非線形光学
材料としで注目されてきている。On the other hand, with regard to organic nonlinear optical materials, basic research such as material development, single crystallization, arraying, and thin film formation of the materials is currently being conducted, and the development of devices is a future theme. It is known that it has features such as having a large nonlinear optical constant, fast response, high optical damage intensity, easy to form a thin film, and easy to microfabricate. It is becoming. For this reason, organic nonlinear optical materials are attracting attention as promising nonlinear optical materials.
ところで、非線形光学材料の用途を考えたとき、情報化
社会の発展又半導体レーザの急速な進歩に伴い進歩して
いる光通信や光集積回路を見逃すことは出来ない、この
理由は、光通信等においても、光源としで用いるレーザ
光の周波数変換、光変調、又光偏向を行なうための基盤
技術に非線形光学効果が利用されるからである。即ち、
光通信等においては、レーザ光のような強い光と、非線
形光学材料との相互作用（こ基いて現われる光高調波発
生（第二高調波発生： Ｓ ＨＧ （ＳｅｃｏｎｄＨａ
ｒｍｏｎｉｃ Ｇｅｎｅｒａｔｉｏｎ）、第三高調波発
生（ＴｈｉｒｄＨａｒｍｏｎｉｃ Ｇｅｎｅｒａｔｉｏ
ｎ）） 、光混合、電気磁気光学効果、或は光パラメト
リツク発振等の現象を利用して非線形光学素子を形成し
利用するからである。By the way, when considering the uses of nonlinear optical materials, we cannot overlook optical communication and optical integrated circuits, which are progressing with the development of the information society and the rapid progress of semiconductor lasers.The reason for this is that optical communication, etc. This is because nonlinear optical effects are utilized in the basic technology for frequency conversion, optical modulation, and optical deflection of laser light used as a light source. That is,
In optical communications, optical harmonic generation (SHG) occurs due to the interaction between strong light such as laser light and nonlinear optical materials.
rmonic Generation), Third Harmonic Generation
This is because a nonlinear optical element is formed and utilized by utilizing phenomena such as optical mixing, electromagneto-optical effect, or optical parametric oscillation.
このように光通信や光集積回路等に非線形光学材料を利
用する場合、この非線形光学材料に対しては、出力パワ
ー密度がそれ程大きくない半導体レーザてあっても非線
形光学効果を顕著に示させることが出来るよう、高い変
換効率即ち高い非線形感受率が要求される。ざらに、回
路作製をする上で薄膜化が容易でかつ微細加工が容易で
あることが望まれる。In this way, when nonlinear optical materials are used in optical communications, optical integrated circuits, etc., it is necessary to make the nonlinear optical materials exhibit noticeable nonlinear optical effects even if the output power density is not so high as a semiconductor laser. High conversion efficiency, that is, high nonlinear susceptibility is required to achieve this. In general, it is desired that the film be easily thinned and microfabricated in order to fabricate circuits.
（発明が解決しようとする課題）
しかしながら、上述したような無機非線形光学材料のい
ずれにおいても、変換効率、加工性を満足できるものは
得られでいない。(Problems to be Solved by the Invention) However, none of the above-mentioned inorganic nonlinear optical materials has been able to satisfy conversion efficiency and processability.
これに対し有機非線形光学材料は上述した如く変換効率
、加工性共に要求を満足できる可能性を秘めていると云
え、注目に値するものである。In contrast, organic nonlinear optical materials are worthy of attention because they have the potential to satisfy the requirements for both conversion efficiency and processability as described above.
従って、新規な有機非線形光学材料が望まれている。Therefore, novel organic nonlinear optical materials are desired.
この発明は上述した点に鑑みなされたものであり、従っ
てこの発明の目的は非線形光学材料として優れる新規な
有機非線形光学材料を提供することにある。This invention has been made in view of the above points, and therefore, an object of the invention is to provide a novel organic nonlinear optical material that is excellent as a nonlinear optical material.
・（課題を解決するための手段）
この目的の達成を図るため、この発明の有機非線形光学
材料は、次の一般式（１）で表される１、４−ジ［ｐ−
アルキルフェニルアミノコアントラキノンであることを
特徴とする（但し、ｎ ｆ（ｔＯ又は正の整数。）。- (Means for Solving the Problem) In order to achieve this object, the organic nonlinear optical material of the present invention is a 1,4-di[p-
It is characterized by being an alkylphenylaminocoanthraquinone (provided that n f (tO or a positive integer)).
（実施例）
以下、この発明の有機非線形光学材料の実施例につき説
明する。(Examples) Examples of the organic nonlinear optical material of the present invention will be described below.
の合
先ず、−例として下記（２）式で示されるこの発明の有
機化合物の合成方法の一例につき説明する。しかしなが
ら、以下の合成側中で述べる使用薬品名、数値的粂件、
処理方法等は、単なる一例にすぎないことは理解された
い。First, an example of the method for synthesizing the organic compound of the present invention represented by the following formula (2) will be explained. However, the names of the chemicals used, numerical values, and
It should be understood that the processing method etc. is merely an example.
（作用）
上述の（１）式で示される有機化合物は、後述する実験
結果からも明らかなように、この物質に入射された光の
第二高調波及び第三高調波に相当する光を発する。ざら
に、この物質は再現性良く合成でき、然も高調波発生も
再現性良く起こる。(Function) As is clear from the experimental results described below, the organic compound represented by formula (1) above emits light corresponding to the second and third harmonics of the light incident on the substance. . In general, this material can be synthesized with good reproducibility, and harmonic generation occurs with good reproducibility.
先ず、２．４９のキニザリンと、１０９のｐ−ブチルア
ニリンと、１ｍｌの塩酸と、０．５９の硼酸とを混合し
、この混合物を８５℃の温度に加熱する。これに、０．
５９の亜鉛粉末を加え１００℃の温度で５時間攪拌しな
がら反応させる。次いで、これを放置冷却した後これに
メタノールを加えると、生成物が沈殿する。この生成物
を濾過によって取り、ざら（こ、メタノール及び水で洗
浄した後乾燥する。これを再結晶法によって精製する。First, 2.49 of quinizarin, 109 of p-butylaniline, 1 ml of hydrochloric acid, and 0.59 of boric acid are mixed and the mixture is heated to a temperature of 85°C. To this, 0.
Zinc powder No. 59 was added and reacted at a temperature of 100° C. for 5 hours with stirring. Next, when this is allowed to cool and methanol is added thereto, the product precipitates. The product is filtered, washed with sieve, methanol and water, and then dried. It is purified by recrystallization.
このようにして上述の（２）式で示される１、４−ジ［
ｐ−ブチルフェニルアミノコアントラキノンなる有機化
合物を得る。この物質は、幅及び厚さがそれぞれ１００
〜２００μｍでその長さが約１ｍｍの棒状の結晶であっ
た。下記（３）式は、上述の合成方法を示す反応式であ
る。In this way, 1,4-di[
An organic compound p-butylphenylaminocoanthraquinone is obtained. This material has a width and a thickness of 100
It was a rod-shaped crystal with a diameter of ~200 μm and a length of about 1 mm. The following formula (3) is a reaction formula showing the above-mentioned synthesis method.
上述のように合成した有機〕ヒ合物を元素分析及びＦＴ
ＩＲ（赤外）スペクトルζこよってそれぞれ同定した。The organic] arsenide synthesized as described above was subjected to elemental analysis and FT.
Each was identified based on its IR (infrared) spectrum ζ.
元素分析の結果は、以下に示す通りであった。The results of elemental analysis were as shown below.
Ｃ：８１．３０
Ｈ：６．７８
Ｎ：５．６１
尚、計算値は、Ｃ：８１．２４、Ｈ：６．８２、Ｎ：５
．５７である。C: 81.30 H: 6.78 N: 5.61 The calculated values are C: 81.24, H: 6.82, N: 5
．． It is 57.
又、赤外線吸収スペクトルの測定の結果は、波数３４５
０ｃｒｒｒ’付近及び１２６０ｃｍ−’付近に芳香族第
二アミンの吸収、波数２９００ｃｍ−’付近にブチル基
の吸収、波数１６３０ｃｍ−’付近にカルボニル基の吸
収がそれぞれ認められた。In addition, the results of the measurement of the infrared absorption spectrum show that the wave number is 345.
Absorption of an aromatic secondary amine was observed near 0 crrr' and 1260 cm-', absorption of a butyl group was observed near a wave number of 2900 cm-', and absorption of a carbonyl group was observed near a wave number of 1630 cm-'.
１ 形゛′ の・査
上述の合成例で得た１、４−ジ［ｐ−ブチルフェニルア
ミノコアントラキノンなる有機化合物を用い光高調波発
生素子を作製し、光高調波の発生の有無を確認する。1. Investigation of form ゛' An optical harmonic generation element was prepared using the organic compound 1,4-di[p-butylphenylaminocoanthraquinone obtained in the above synthesis example, and the presence or absence of generation of optical harmonics was confirmed. do.
先ず、素子作製についてであるが、この実施例の場合以
下に説明するように行なう。First, regarding device fabrication, in this example, it is performed as described below.
大きさが１３ｘ３８ｍｍで厚さが０．８ｍｍのガラス板
を二枚用意し、これらガラス板間に０．１〜０．３ｍｍ
の間隙を設けこの間隙内に上述の如く合成した有機化合
物を封入して素子を得る。尚、ガラス板の寸法やガラス
板間の隙間寸法は一例であり、設計に応じ変更出来る。Prepare two glass plates with a size of 13 x 38 mm and a thickness of 0.8 mm, with a distance of 0.1 to 0.3 mm between these glass plates.
A gap is provided and the organic compound synthesized as described above is sealed in the gap to obtain an element. Note that the dimensions of the glass plates and the dimensions of the gaps between the glass plates are merely examples, and can be changed depending on the design.
次に、高調波発生の有無を測定する装置であるが、この
実施例の場合以下ｌこ示すような装Ｍを用いる。第１図
は、この測定装置！を概略的に示すプロ・ンク図である
。尚、測定装置は他の構成であっても良いことは明らか
である。Next, regarding a device for measuring the presence or absence of harmonic generation, in this embodiment, a device M as shown below is used. Figure 1 shows this measuring device! FIG. It is clear that the measuring device may have other configurations.
第１図において、１１はレーザ光を発するレーザ光源を
示す。この実施例の場合のレーザ光源は、Ｎｄ：ＹＡＧ
レーザ（波長１１０６４ｎで尖頭出力１６にＷのもの）
を用いている。１３は集光レンズ、１５は分光器、１７
は光電子増倍管、１９は電流増幅器、２１は積分器、２
３は記録計をそれぞれ示す、又、２５はレーザ光源１１
と積分器２１とを同期させるための同期回路を示す。In FIG. 1, reference numeral 11 indicates a laser light source that emits laser light. The laser light source in this example is Nd:YAG
Laser (wavelength 11064n, peak output 16W)
is used. 13 is a condenser lens, 15 is a spectrometer, 17
is a photomultiplier tube, 19 is a current amplifier, 21 is an integrator, 2
3 indicates a recorder, and 25 indicates a laser light source 11.
A synchronization circuit for synchronizing the integrator 21 and the integrator 21 is shown.
このような装置に、作製した試料素子を、この実施例の
場合、試料素子の一方のガラス基板の主面に直角な方向
かうレーザ光源１１の集光レンズ１３で集光されたレー
ザ光が照射されるように組み込む（第１図参照、尚、第
１図において３１は試料素子を示す、）。In this example, the fabricated sample element is irradiated with a laser beam focused by a condenser lens 13 of a laser light source 11 directed perpendicular to the main surface of one of the glass substrates of the sample element in such an apparatus. (See FIG. 1; in FIG. 1, numeral 31 indicates the sample element.)
尚、測定の原理は次の通りである。試料素子３１からの
散乱光を分光器１５で分光し、この分光光を光電子増倍
管１７によって受光させる。この分光器１５は、分解能
が可変できるものとしてあり、この実施例の場合ある分
解能で波長３００〜９００ｎｍにわたって順次走査する
。そして、その時の波長否を示す情報（第１図中、Ｓｓ
で示す）を記録計２３にその都度出力する。又、この受
光光に対応する電流は電流増幅器１９で増幅した後、レ
ーザ発振に同期させである積分器２１で平均化処理し、
この積分器２１からの出力を記録計２３で記録する。The principle of measurement is as follows. Scattered light from the sample element 31 is separated into spectra by a spectroscope 15, and this spectroscopic light is received by a photomultiplier tube 17. The spectroscope 15 is of variable resolution, and in this embodiment, it sequentially scans wavelengths from 300 to 900 nm with a certain resolution. Then, information indicating whether the wavelength is present at that time (in Fig. 1, Ss
) is output to the recorder 23 each time. The current corresponding to the received light is amplified by a current amplifier 19, and then averaged by an integrator 21 in synchronization with laser oscillation.
The output from this integrator 21 is recorded by a recorder 23.
このようにして、散乱光スペクトルを得る。In this way, a scattered light spectrum is obtained.
第２図及び第３図は、このようにして得た散乱光スペク
トルを示す図であり、特に第２図は分光器１５の分解能
＠３ｎｍとして測定したＴＨＧスペクトルを示す１図、
第３図は、分解能！６ｎｍとして測定したＳＨＧスペク
トルを示す図である。2 and 3 are diagrams showing the scattered light spectra obtained in this way, in particular, FIG. 2 is a diagram showing the THG spectrum measured with the resolution of the spectrometer 15 @ 3 nm,
Figure 3 shows resolution! It is a figure which shows the SHG spectrum measured as 6 nm.
尚、いずれの図も、横軸は波長（ｎｍ）、縦軸は強度（
任意単位）を示している。In both figures, the horizontal axis is wavelength (nm), and the vertical axis is intensity (nm).
(arbitrary unit).
第２図及び第３図からも明らかなように、試料素子３１
からは、波長３５５ｎｍのところと、波長５３２ｎｍの
ところにのみ鋭いスペクトルが現われることが分った。As is clear from FIGS. 2 and 3, the sample element 31
It was found that sharp spectra appeared only at a wavelength of 355 nm and a wavelength of 532 nm.
波長３５５ｎｍのスペクトルは波長が１０６４ｎｍであ
る入射光の第三高調波に対応し、波長５３２ｎｍのスペ
クトルはこの入射光の第二高調波に対応することから、
この発明にかかる有機化合物は、非線形光学特性を有す
ることが分る。Since the spectrum with a wavelength of 355 nm corresponds to the third harmonic of the incident light with a wavelength of 1064 nm, and the spectrum with the wavelength of 532 nm corresponds to the second harmonic of this incident light,
It can be seen that the organic compound according to the present invention has nonlinear optical properties.
尚、この発明の有機非線形光学材料は、大きなＳＨＧ！
発するが、これは結晶が反転対称中心を持たない構造と
なっているためであると考えられる。Incidentally, the organic nonlinear optical material of this invention has a large SHG!
This is thought to be because the crystal has a structure that does not have a center of inversion symmetry.
尚、上述の実施例においては、一般式（１）中のｎが３
である物質につき説明しているが、ｎが３以タトの物質
に関しても実施例と同様な特性を示すと思われる。ざら
に、ｎが１４以上のものになるとこの物質は分子が両親
媒性を示すようになり、このため、ラングミュア・ブロ
ジエ・シト法による薄膜作製に適するものとなることが
期待出来る。In addition, in the above-mentioned example, n in general formula (1) is 3
Although the description is given for a substance where n is 3 or more, it is thought that the same characteristics as in the example will be exhibited with respect to a substance where n is 3 or more. Roughly speaking, when n is 14 or more, the molecules of this substance exhibit amphiphilic properties, and therefore, it can be expected that it will be suitable for thin film production by the Langmuir-Brosier-Cito method.
（発明の効果）
上述した説明からも明らかなように、この発明に係る有
機化合物は、ＳＨＧ、ＴＨＧなる高調波を良好に発する
ことから、新規な非線形光学材料であると云え、従って
、高調波発生素子等の有用な非線形光学素子の実現に寄
与する。(Effects of the Invention) As is clear from the above explanation, the organic compound according to the present invention can be said to be a novel nonlinear optical material because it emits harmonics such as SHG and THG well, and therefore, it can be said to be a novel nonlinear optical material. Contributes to the realization of useful nonlinear optical elements such as generation elements.
第１図は、この発明に係る有機化合物か非線形光学効果
を示すか否かの確認をするため、光高調波発生特性を測
定するために用いた装百ヲ概略的に示すブロック図、
第２図は、この発明の有機非線形光学材料のＴＨＧスペ
クトルを示す図、
第３図は、この発明の有機非線形光学材料のＳＨＧスペ
クトルを示す図である。
１１・・・レーザ光源、
１５・・・分光器、
１．９・・・電流増幅器、
２３・・・記録計、
３１・・・試料素子。
１３・・・集光レンズ
１７・・・光電子増倍管
２１・・・積分器
２５・・・同期回路FIG. 1 is a block diagram schematically showing the equipment used to measure the optical harmonic generation characteristics in order to confirm whether the organic compound according to the present invention exhibits a nonlinear optical effect. The figure shows the THG spectrum of the organic nonlinear optical material of the invention, and FIG. 3 shows the SHG spectrum of the organic nonlinear optical material of the invention. DESCRIPTION OF SYMBOLS 11... Laser light source, 15... Spectrometer, 1.9... Current amplifier, 23... Recorder, 31... Sample element. 13... Condenser lens 17... Photomultiplier tube 21... Integrator 25... Synchronous circuit
Claims (1)
（但し、ｎは０又は正の整数。）。 ▲数式、化学式、表等があります▼…（１）(1) An organic nonlinear optical material represented by the following general formula (1) (where n is 0 or a positive integer). ▲There are mathematical formulas, chemical formulas, tables, etc.▼…(1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21611888A JP2685828B2 (en) | 1988-08-30 | 1988-08-30 | Organic nonlinear optical material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21611888A JP2685828B2 (en) | 1988-08-30 | 1988-08-30 | Organic nonlinear optical material |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0263025A true JPH0263025A (en) | 1990-03-02 |
| JP2685828B2 JP2685828B2 (en) | 1997-12-03 |
Family
ID=16683530
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP21611888A Expired - Lifetime JP2685828B2 (en) | 1988-08-30 | 1988-08-30 | Organic nonlinear optical material |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2685828B2 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1994018601A1 (en) * | 1993-02-05 | 1994-08-18 | Sumitomo Electric Industries, Ltd. | Third-order nonlinear optical material |
| US5966932A (en) * | 1996-05-31 | 1999-10-19 | Toyota Jidosha Kabushiki Kaisha | Joint structure for exhaust pipes of internal combustion engine |
-
1988
- 1988-08-30 JP JP21611888A patent/JP2685828B2/en not_active Expired - Lifetime
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1994018601A1 (en) * | 1993-02-05 | 1994-08-18 | Sumitomo Electric Industries, Ltd. | Third-order nonlinear optical material |
| US5679808A (en) * | 1993-02-05 | 1997-10-21 | Sumitomo Electric Industries, Ltd. | Tertiary non-linear optical material |
| US5966932A (en) * | 1996-05-31 | 1999-10-19 | Toyota Jidosha Kabushiki Kaisha | Joint structure for exhaust pipes of internal combustion engine |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2685828B2 (en) | 1997-12-03 |
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