JPH11269317A - Immersion oil - Google Patents
Immersion oilInfo
- Publication number
- JPH11269317A JPH11269317A JP10315141A JP31514198A JPH11269317A JP H11269317 A JPH11269317 A JP H11269317A JP 10315141 A JP10315141 A JP 10315141A JP 31514198 A JP31514198 A JP 31514198A JP H11269317 A JPH11269317 A JP H11269317A
- Authority
- JP
- Japan
- Prior art keywords
- immersion oil
- liquid
- immersion
- compound
- aromatic compound
- 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
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- Compositions Of Macromolecular Compounds (AREA)
- Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
- Microscoopes, Condenser (AREA)
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、透明性、粘度、耐
久性等の諸項目において良好な特性を持たせることがで
きる液浸油に関し、特に蛍光顕微鏡用液浸油として好適
な低蛍光性と、光学測定分野やその類似分野等における
光学用液浸油として好適である広範囲な屈折率の調整可
能性とを併せて有する液浸油に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an immersion oil capable of imparting good characteristics in various items such as transparency, viscosity and durability, and more particularly to a low luminescence oil suitable as an immersion oil for a fluorescence microscope. The present invention also relates to an immersion oil having both a wide range of refractive index adjustability suitable as an optical immersion oil in the optical measurement field and similar fields.
【０００２】[0002]
【従来の技術】液浸油は、顕微鏡分野、光学測定分野及
びその類似分野の光学系において極めて一般的に用いら
れている。かかる分野で液浸油がよく使用される理由
は、液浸油を光学系に使用すると、液浸油を使用しない
光学系と比較して、実質的に少ない面収差が得られるだ
けでなく、対物レンズの開口数を大きくして、光学系の
倍率を高めることができるからである。BACKGROUND OF THE INVENTION Immersion oils are very commonly used in optical systems in the field of microscopy, optical measurement and the like. The reason that immersion oil is often used in such a field is that when immersion oil is used for an optical system, compared with an optical system that does not use immersion oil, not only is substantially less surface aberration obtained, This is because the magnification of the optical system can be increased by increasing the numerical aperture of the objective lens.
【０００３】この液浸油としては従来から、ツェーデル
油とカーギル油がよく知られている。ツェーデル油は、
杉油をトルエンにより溶解させたものであるが、例えば
顕微鏡の観察に使用すると、トルエンが時間経過ととも
に次第に蒸発してしまい、液浸油としての光学性能が保
持できなくなるばかりか、杉油と空気との酸化反応によ
る重合が起こって、固化するという欠点があった。As the immersion oil, Zedel oil and Cargill oil have been well known. Zedel oil is
Cedar oil is dissolved in toluene.For example, when used for microscopic observation, toluene gradually evaporates with the passage of time. However, there is a disadvantage that polymerization occurs due to an oxidation reaction with and solidifies.
【０００４】また、カーギル油は、その中に多量のポリ
塩化ビフェニル（ＰＣＢ）を含んでいるため、人体に対
する毒性を有するという欠点があった。そこで、近年で
は、前記欠点を有しない顕微鏡用液浸油として、フタル
酸ベンジルブチルと塩素化パラフィンとからなる液浸油
（米国特許第4,465,621号明細書）や、液状ジエン系重
合体と流動パラフィンとからなる液浸油（特公平4-1368
7号）、さらには液状炭化水素重合体とジフェニルメタ
ン誘導体、ビス−（α−アルキルベンジル）−アルキル
ベンゼン誘導体または２，４−ジフェニル−４−ジメチ
ルフェニルブタンとからなる液浸油（特公昭55-35053
号）が使用されている。[0004] Cargill oil has a drawback that it is toxic to the human body because it contains a large amount of polychlorinated biphenyl (PCB) therein. Therefore, in recent years, immersion oils for microscopes that do not have the above-mentioned disadvantages include immersion oils composed of benzyl butyl phthalate and chlorinated paraffin (US Pat. No. 4,465,621), and liquid diene polymers and liquid paraffin. Immersion oil consisting of
No. 7), and an immersion oil comprising a liquid hydrocarbon polymer and a diphenylmethane derivative, a bis- (α-alkylbenzyl) -alkylbenzene derivative or 2,4-diphenyl-4-dimethylphenylbutane (JP-B-55-35053).
No.) is used.
【０００５】また、光学測定分野及びその類似分野の光
学系において、液浸油として１−ペンタノール、１，２
−ジブロモプロパン、サリチル酸メチル、ニトロベンゼ
ン等が使用されている。これらは、使用時に要求される
屈折率の物質を任意に選定して使用するのである。しか
し、これらは粘性が低く液浸油の保持が困難であり、使
用時に液切れが生じるのである。さらには、所望の屈折
率が得られない場合がある。In optical systems in the field of optical measurement and similar fields, 1-pentanol, 1,2
-Dibromopropane, methyl salicylate, nitrobenzene and the like are used. These are used by arbitrarily selecting a substance having a refractive index required at the time of use. However, these materials have low viscosity and are difficult to hold the immersion oil, so that they run out during use. Further, a desired refractive index may not be obtained in some cases.
【０００６】そこで、石油とテレビン油、テレビン油と
１，２−ジブロモエチレン、１−ブロモエチレンとチョ
ウジ油など、屈折率の異なる２種類以上の相溶性のある
物質を混合し、使用時に要求される屈折率の液浸油を得
てこれを使用しているのである。Therefore, two or more compatible substances having different refractive indices, such as petroleum and turpentine, turpentine and 1,2-dibromoethylene, and 1-bromoethylene and clove oil, are mixed to obtain a refraction required for use. The immersion oil is obtained and used.
【０００７】[0007]
【発明が解決しようとする課題】しかしながら、フタル
酸ベンジルブチルと塩素化パラフィンとからなる液浸油
や、液状ジエン系重合体と流動パラフィンとからなる液
浸油、さらには液状炭化水素重合体とジフェニルメタン
誘導体、ビス−（α−アルキルベンジル）−アルキルベ
ンゼン誘導体または２，４−ジフェニル−４−ジメチル
フェニルブタンとからなる液浸油は、屈折率、アッベ
数、解像度など、液浸油としての諸性能を十分満足する
ものの、紫外線励起により発する蛍光量が大きく、蛍光
顕微鏡用の液浸油として使用すると、観察精度が低下す
るという問題があった。However, immersion oils composed of benzyl butyl phthalate and chlorinated paraffin, immersion oils composed of a liquid diene polymer and liquid paraffin, and a liquid hydrocarbon polymer. An immersion oil composed of a diphenylmethane derivative, a bis- (α-alkylbenzyl) -alkylbenzene derivative or 2,4-diphenyl-4-dimethylphenylbutane has various properties as an immersion oil such as a refractive index, an Abbe number and a resolution. However, there is a problem that the amount of fluorescence emitted by ultraviolet excitation is large, and when used as immersion oil for a fluorescence microscope, observation accuracy is reduced.
【０００８】蛍光顕微鏡は、紫外線等の励起光を検体に
照射し、観察対象（生物の組織や細胞、細菌等）の発す
る蛍光を観察するものであり、生物学、医療等の分野に
おいて利用されている。特に近年は、非常に少量の細
菌、細胞等による微弱な蛍光を検出する蛍光顕微鏡の技
術が盛んに研究されており、かかる微弱な蛍光を検出す
る場合に、蛍光顕微鏡の光学系に用いられる液浸油が紫
外線励起により発する蛍光量が大きいと、観察（検出）
時のノイズとなって、観察（検出）精度が低下するので
問題となる。The fluorescence microscope irradiates a specimen with excitation light such as ultraviolet rays and observes fluorescence emitted from an object to be observed (organism tissues, cells, bacteria, etc.), and is used in the fields of biology, medicine and the like. ing. In particular, in recent years, the technology of a fluorescence microscope that detects faint fluorescence due to a very small amount of bacteria, cells, etc. has been actively studied, and when detecting such faint fluorescence, a liquid used in the optical system of the fluorescence microscope has been developed. Observation (detection) if the amount of fluorescence emitted from oil immersion by ultraviolet excitation is large
This is a problem because it becomes noise at the time and the observation (detection) accuracy is reduced.
【０００９】また、石油とテレビン油、テレビン油と
１，２−ジブロモエチレン、１−ブロモエチレンとチョ
ウジ油など、屈折率の異なる２種類以上の相溶性のある
物質を混合して得た液浸油の場合には、テレビン油やチ
ョウジ油が酸化によって着色したり固化するという問題
と、引火点の低い物質や環境及び人体に悪影響を与える
物質を含む組み合わせが多いという問題があった。Also, immersion oil obtained by mixing two or more compatible substances having different refractive indices, such as petroleum and turpentine oil, turpentine and 1,2-dibromoethylene, 1-bromoethylene and clove oil, and the like. In this case, there is a problem that turpentine or clove oil is colored or solidified by oxidation, and there is a problem that there are many combinations including a substance having a low flash point and a substance having a bad influence on the environment and the human body.
【００１０】本発明はかかる問題に鑑みてなされたもの
であり、紫外線励起による蛍光発生量がきわめて小さ
く、任意の屈折率に調整可能であり、特に熱と光に対し
て非常に高い耐久性を示し、環境や人体へ与える悪影響
（毒性等）が極めて小さく、しかも光学特性（透明性、
屈折率、分散性等）、粘度、不乾性、耐久性、等の諸項
目において良好な特性を持たせることができる液浸油を
提供することを目的とする。The present invention has been made in view of such a problem, and has a very small amount of fluorescent light generated by excitation of ultraviolet light, can be adjusted to an arbitrary refractive index, and has a particularly high durability against heat and light. Adverse effects on the environment and the human body (toxicity, etc.) are extremely small, and the optical properties (transparency,
It is an object of the present invention to provide an immersion oil capable of giving good characteristics in various items such as refractive index, dispersibility, viscosity, non-dryness, and durability.
【００１１】[0011]
【課題を解決するための手段】そのため、本発明は第一
に「液状ポリオレフィンに、芳香族化合物を配合してな
る液浸油（請求項１）」を提供する。また、本発明は第
二に「液状ポリオレフィンに、芳香族化合物と飽和炭化
水素化合物とを配合してなる液浸油（請求項２）」を提
供する。Accordingly, the present invention firstly provides an "immersion oil (claim 1) comprising a liquid polyolefin and an aromatic compound." The present invention secondly provides an "immersion oil comprising a liquid polyolefin and an aromatic compound and a saturated hydrocarbon compound (claim 2)".
【００１２】また、本発明は第三に「前記液状ポリオレ
フィンが液状ポリブテン（ポリブチレン）であることを
特徴とする請求項１または２記載の液浸油（請求項
３）」を提供する。また、本発明は第四に「ブチレン
（α-ブチレン、β-ブチレン）と他のオレフィン炭化水
素との液状共重合体に、芳香族化合物を配合してなる液
浸油（請求項４）」を提供する。The present invention thirdly provides "the immersion oil according to claim 1 or 2, wherein the liquid polyolefin is liquid polybutene (polybutylene)." The present invention is also directed to a fourth "immersion oil obtained by blending an aromatic compound with a liquid copolymer of butylene (α-butylene, β-butylene) and another olefin hydrocarbon (claim 4)." I will provide a.
【００１３】また、本発明は第五に「ブチレン（α-ブ
チレン、β-ブチレン）と他のオレフィン炭化水素との
液状共重合体に、芳香族化合物と飽和炭化水素化合物と
を配合してなる液浸油（請求項５）」を提供する。ま
た、本発明は第六に「前記オレフィン炭化水素がＣｍＨ
２ｍ（ｍ＝２〜６）で表せる化合物であることを特徴と
する請求項４または５記載の液浸油（請求項６）」を提
供する。Fifth, the present invention provides a liquid copolymer of butylene (α-butylene, β-butylene) and another olefin hydrocarbon, which is blended with an aromatic compound and a saturated hydrocarbon compound. Immersion oil (Claim 5) "is provided. In addition, the present invention relates to a sixth aspect, wherein the olefin hydrocarbon is CmH
A liquid immersion oil according to claim 4 or 5, wherein the compound is a compound that can be represented by 2m (m = 2 to 6).
【００１４】また、本発明は第七に「前記芳香族化合物
がエーテル結合を有することを特徴とする請求項１〜６
のいずれかに記載の液浸油（請求項７）」を提供する。
また、本発明は第八に「前記液状ポリオレフィンまたは
前記液状共重合体を３０〜９０体積部、前記芳香族化合
物を７０〜１０体積部、前記飽和炭化水素化合物を０〜
６０体積部配合してなることを特徴とする請求項１〜７
のいずれかに記載の液浸油（請求項８）」を提供する。[0014] The present invention provides a seventh aspect of the present invention wherein the aromatic compound has an ether bond.
The immersion oil according to any one of claims (claim 7) "is provided.
Eighth, the present invention provides "30 to 90 parts by volume of the liquid polyolefin or the liquid copolymer, 70 to 10 parts by volume of the aromatic compound, and 0 to 10 parts by volume of the saturated hydrocarbon compound.
8. The composition according to claim 1, wherein 60 parts by volume are blended.
The immersion oil according to any one of claims (claim 8) "is provided.
【００１５】また、本発明は第九に「前記液状ポリオレ
フィンまたは液状共重合体の数平均分子量が３００〜２
０００であることを特徴とする請求項１〜８のいずれか
に記載の液浸油（請求項９）」を提供する。また、本発
明は第十に「前記液状ポリオレフィンまたは液状共重合
体の数平均分子量が５００〜２０００であることを特徴
とする請求項９記載の液浸油（請求項１０）」を提供す
る。Further, the present invention ninthly states that the number average molecular weight of the liquid polyolefin or liquid copolymer is 300 to 2
Immersion oil according to any one of claims 1 to 8 (claim 9). " The present invention tenthly provides "the immersion oil according to claim 9 (the claim 10), wherein the liquid polyolefin or the liquid copolymer has a number average molecular weight of 500 to 2,000".
【００１６】また、本発明は第十一に「顕微鏡分野、蛍
光顕微鏡分野、光学測定分野及びその類似分野の光学系
に用いられることを特徴とする請求項１〜１０のいずれ
かに記載の液浸油（請求項１１）」を提供する。Further, the present invention provides an eleventh aspect of the present invention, wherein the liquid is used for an optical system in the field of microscopes, the field of fluorescence microscopes, the field of optical measurement, and similar fields. Oil immersion (Claim 11) is provided.
【００１７】[0017]
【発明の実施の形態】本発明（請求項１〜１１）にかか
る液浸油は、液状ポリオレフィンまたは前記液状共重合
体に、芳香族化合物を配合して、或いは芳香族化合物と
飽和炭化水素化合物とを配合して構成されている。その
ため、本発明（請求項１〜１１）にかかる液浸油は、紫
外線励起による蛍光発生量がきわめて小さい。DETAILED DESCRIPTION OF THE INVENTION The immersion oil according to the present invention (claims 1 to 11) is obtained by mixing an aromatic compound with a liquid polyolefin or the above liquid copolymer or by mixing an aromatic compound with a saturated hydrocarbon compound. And is compounded. Therefore, the immersion oil according to the present invention (claims 1 to 11) has a very small amount of fluorescence generated by ultraviolet excitation.
【００１８】即ち、本発明（請求項１〜１１）にかかる
液浸油は、非常に少量の細菌、細胞等による微弱な蛍光
を検出する蛍光顕微鏡用の液浸油として用いた場合に
も、紫外線励起により発する蛍光量がきわめて小さいの
で、観察（検出）時のノイズにより観察（検出）精度の
低下が問題となることがない。また、本発明（請求項１
〜１１）にかかる液浸油は、人体や環境に与える悪影響
が少ない。That is, the immersion oil according to the present invention (claims 1 to 11) can be used as an immersion oil for a fluorescence microscope for detecting weak fluorescence by a very small amount of bacteria, cells, etc. Since the amount of fluorescence emitted by ultraviolet excitation is extremely small, there is no problem that the observation (detection) accuracy is deteriorated due to noise at the time of observation (detection). The present invention (Claim 1)
The liquid immersion oil according to (11) has little adverse effect on the human body and the environment.
【００１９】本発明にかかる液状ポリオレフィンとして
は、例えば液状ポリブテン（ポリブチレン）が好ましい
（請求項３）。本発明にかかるオレフィン炭化水素とし
ては、例えばプロピレン、イソブチレン、１−ペンテ
ン、２−ペンテンが好ましい（請求項６）。本発明にか
かる芳香族化合物としては、一つの分子内に、液状ポリ
オレフィンまたは前記液状共重合体と相溶性の高い脂環
式炭化水素基や水酸基、鎖状飽和炭化水素基、高い屈折
率を与えるフェニル基を有するものであると、屈折率調
整剤や界面活性剤などの第三成分である化合物を配合す
る必要がないので好ましい。As the liquid polyolefin according to the present invention, for example, liquid polybutene (polybutylene) is preferable (claim 3). As the olefin hydrocarbon according to the present invention, for example, propylene, isobutylene, 1-pentene, and 2-pentene are preferable (claim 6). As the aromatic compound according to the present invention, in one molecule, a high alicyclic hydrocarbon group or hydroxyl group compatible with the liquid polyolefin or the liquid copolymer, a hydroxyl group, a chain saturated hydrocarbon group, and a high refractive index are provided. A compound having a phenyl group is preferable because it is not necessary to add a compound as a third component such as a refractive index adjuster or a surfactant.
【００２０】即ち、かかる場合には、液浸油自体が単純
な構成となり、液浸油を製造する際の屈折率調整が非常
に簡単になる。また、本発明にかかる芳香族化合物とし
ては、エーテル結合を有するものが好ましい（請求項
７）。本発明にかかる芳香族化合物としては、例えば、
ジフェニルエーテル、ジベンジルエーテル、ベンジルフ
ェニルエーテル、フェノキシトルエン、フェノキシ安息
香酸、のように芳香族を２以上有する化合物や、メチル
フェニルエーテル、エチルフェニルエーテル、ブチルフ
ェニルエーテル、のように芳香族を一つだけ有する化合
物が挙げられる。That is, in such a case, the immersion oil itself has a simple structure, and the adjustment of the refractive index when manufacturing the immersion oil becomes very simple. Further, as the aromatic compound according to the present invention, those having an ether bond are preferable (claim 7). As the aromatic compound according to the present invention, for example,
Compounds having two or more aromatics, such as diphenyl ether, dibenzyl ether, benzyl phenyl ether, phenoxytoluene, phenoxybenzoic acid, and only one aromatic compound, such as methylphenyl ether, ethylphenyl ether, butylphenylether Compounds.
【００２１】これらの化合物は単独で使用できるが、２
種類以上を任意の割合で組み合わせて使用しても良い。
また、本発明にかかる飽和炭化水素化合物としては、例
えば、飽和炭化水素基が環状であるジシクロヘキシル、
エチルシクロヘキサン、飽和炭化水素基が鎖状であるｎ
−オクタン、ｎ−ノナン、ｎ−デカンや側差があるジメ
チルヘキサンやイソオクタン等が挙げられる。These compounds can be used alone, but 2
More than one kind may be used in combination at any ratio.
Further, as the saturated hydrocarbon compound according to the present invention, for example, dicyclohexyl wherein the saturated hydrocarbon group is cyclic,
Ethylcyclohexane, n in which the saturated hydrocarbon group is a chain
-Octane, n-nonane, n-decane, dimethylhexane and isooctane having side differences, and the like.
【００２２】なお、本発明にかかる飽和炭化水素化合物
としては、この他にも、熱と光に対して非常に高い耐久
性を示し、人体や環境へ与える悪影響が極めて小さい物
質であれば、オクタノール、デカノールのような末端に
水酸基を有する化合物を選択しても良い。これらの化合
物は単独で使用できるが、２種類以上を任意の割合で組
み合わせて使用しても良い。The saturated hydrocarbon compound according to the present invention may be octanol, which is a substance exhibiting extremely high heat and light durability and having a very small adverse effect on the human body and the environment. Alternatively, a compound having a hydroxyl group at a terminal such as decanol may be selected. These compounds can be used alone, but two or more kinds may be used in combination at an arbitrary ratio.
【００２３】また、前記芳香族化合物や飽和炭化水素化
合物は、前記したものに限らず、その他の構造のものを
任意に選択して配合しても良い。特に、高屈折率（例え
ば、ｎｄ＝１．５１７以上）の液浸油を得る場合には、
屈折率の高い前記芳香族化合物や飽和炭化水素化合物を
選択することが好ましい。本発明にかかる液浸油は、各
成分の配合比を調整することにより、紫外線励起による
蛍光発生量がきわめて小さく、特に、熱と光に対して非
常に高い耐久性を示し、環境や人体へ与える悪影響が極
めて小さく、しかも光学特性（透明性、屈折率、分散性
等）、粘度、不乾性、耐久性、等の諸項目において良好
な特性を持たせることができる。The aromatic compound and the saturated hydrocarbon compound are not limited to those described above, but may have any other structure. In particular, when obtaining an immersion oil having a high refractive index (for example, nd = 1.517 or more),
It is preferable to select the aromatic compound or the saturated hydrocarbon compound having a high refractive index. The immersion oil according to the present invention, by adjusting the compounding ratio of each component, has an extremely small amount of fluorescence generated by ultraviolet excitation, and particularly exhibits extremely high heat and light durability, and is suitable for the environment and the human body. The adverse effect on the application is extremely small, and good characteristics can be provided in various items such as optical characteristics (transparency, refractive index, dispersibility, etc.), viscosity, non-dryness, durability and the like.
【００２４】例えば、液状ポリオレフィンまたは前記液
状共重合体を３０〜９０体積部、前記芳香族化合物を７
０〜１０体積部、前記飽和炭化水素化合物を０〜６０体
積部配合してなる顕微鏡用液浸油は、紫外線励起による
蛍光発生量が非常に小さく、特に、熱と光に対して非常
に高い耐久性を示し、環境や人体へ与える悪影響が極め
て小さく、しかも光学特性（透明性、屈折率、分散性
等）、粘度、不乾性、耐久性、等の諸項目において良好
な特性を有するので好ましい（請求項８）。For example, 30 to 90 parts by volume of the liquid polyolefin or the liquid copolymer and 7
The immersion oil for a microscope containing 0 to 10 parts by volume of the saturated hydrocarbon compound and 0 to 60 parts by volume of the microscope has a very small amount of fluorescence generated by ultraviolet excitation, and is particularly high in heat and light. It is preferable because it shows durability, has very small adverse effects on the environment and the human body, and has good characteristics in various items such as optical characteristics (transparency, refractive index, dispersibility, etc.), viscosity, non-dryness, durability, etc. (Claim 8).
【００２５】本発明にかかる液状ポリオレフィンまたは
液状共重合体の数平均分子量は、３００〜２０００であ
ることが好ましい（請求項９）。液状ポリオレフィンま
たは液状共重合体の数平均分子量が３００以上である
と、形成される液浸油の粘度が低すぎることがない（粘
調である）ので好ましい。また、液状ポリオレフィンま
たは液状共重合体の数平均分子量が２０００以下である
と、所望特性の液浸油を得るための成分調整が容易とな
り、また調整により得られた液浸油に所望の粘度を持た
せることも容易となるので好ましい。The liquid polyolefin or liquid copolymer according to the present invention preferably has a number average molecular weight of 300 to 2,000 (claim 9). When the number average molecular weight of the liquid polyolefin or liquid copolymer is 300 or more, the viscosity of the immersion oil to be formed is not too low (it is viscous), which is preferable. Further, when the number average molecular weight of the liquid polyolefin or liquid copolymer is 2,000 or less, component adjustment for obtaining an immersion oil having desired characteristics becomes easy, and a desired viscosity is obtained for the immersion oil obtained by the adjustment. It is preferable because it can be easily provided.
【００２６】即ち、液状ポリオレフィンまたは液状共重
合体の数平均分子量が高すぎて調製が極めて困難とな
り、また調整後得られた液浸油がワックス状や固体状に
なるという問題が発生することがないので好ましい。本
発明にかかる液状ポリオレフィンまたは液状共重合体の
数平均分子量は、特に好適な粘度の液浸油が得られるよ
うに、５００〜２０００とすることがより好ましい（請
求項１０）。That is, the number average molecular weight of the liquid polyolefin or liquid copolymer is too high to make the preparation extremely difficult, and the immersion oil obtained after the adjustment becomes waxy or solid. Not preferred. The number average molecular weight of the liquid polyolefin or liquid copolymer according to the present invention is more preferably 500 to 2,000 so as to obtain a particularly suitable viscosity of immersion oil (claim 10).
【００２７】本発明の液浸油にかかる光学特性のうち、
光の分散性はアッベ数によりその良否が示され、その値
（νｄ）は３０〜６５の範囲が適当である。特に蛍光顕
微鏡用液浸油のアッベ数は、ＪＩＳにて設定されてお
り、νｄ＝４３±３の範囲内が最適である。また、前記
光学特性のうち、液浸油の屈折率は一般にｎｄ＝１．３
〜１．６の物質が用いられている。特に蛍光顕微鏡用液
浸油の屈折率は、蛍光顕微鏡の対物レンズの屈折率と同
一に、或いは近似するようにすればよい。Among the optical characteristics of the immersion oil of the present invention,
The quality of light dispersion is indicated by Abbe number, and the value (νd) is suitably in the range of 30 to 65. In particular, the Abbe number of the immersion oil for a fluorescence microscope is set by JIS, and the optimum is within the range of νd = 43 ± 3. Further, among the optical characteristics, the refractive index of the immersion oil is generally nd = 1.3.
~ 1.6 substances are used. In particular, the refractive index of the immersion oil for a fluorescent microscope may be the same as or approximate to the refractive index of the objective lens of the fluorescent microscope.
【００２８】顕微鏡の対物レンズは一般に、屈折率がｎ
ｄ＝１．５〜１．６のものが用いられるが、その中でも
ｎｄ＝１．５１５のものが最も多く用いられている。従
って、顕微鏡用液浸油の屈折率は、ＪＩＳにも規定され
ているが、ｎｄ＝１．５１５±０．００１が目標とな
る。なお、液浸油のアッベ数は、液状ポリオレフィンま
たは液状共重合体の含有量を変化させることにより、ま
た液浸油の屈折率は、前記芳香族化合物や、前記飽和炭
化水素化合物の種類や配合比を変化させることにより、
それぞれ調整することができる。The objective lens of a microscope generally has a refractive index of n
Those with d = 1.5 to 1.6 are used, and among them, those with nd = 1.515 are most frequently used. Therefore, the refractive index of the microscope immersion oil is specified in JIS, but the target is nd = 1.515 ± 0.001. Incidentally, the Abbe number of the immersion oil is changed by changing the content of the liquid polyolefin or the liquid copolymer, and the refractive index of the immersion oil is changed according to the type or blend of the aromatic compound or the saturated hydrocarbon compound. By changing the ratio,
Each can be adjusted.
【００２９】本発明の液浸油は、従来の液浸油と比較し
て、人体や環境に対する悪影響が無いか或いは極めて低
く、高温環境や光照射環境での長期間放置に於いても経
時変化がほとんど見られない上、屈折率やアッベ数等の
光学特性の調整が容易である。さらには、非常に小さな
自発蛍光量しか示さないため、一般顕微鏡用液浸油や光
学測定分野及びその類似分野の光学系用の液浸油として
だけでなく、例えば蛍光顕微鏡用液浸油としても最適な
液浸油となる（請求項１１）。The immersion oil of the present invention has no or extremely low adverse effects on the human body and the environment as compared with the conventional immersion oil, and changes with time even when left for a long time in a high temperature environment or a light irradiation environment. Is hardly observed, and it is easy to adjust optical characteristics such as refractive index and Abbe number. Furthermore, since it shows only a very small amount of spontaneous fluorescence, it can be used not only as immersion oil for general microscopes and immersion oil for optical systems in the optical measurement field and similar fields, but also as immersion oil for fluorescence microscopes. The optimal immersion oil is obtained (claim 11).
【００３０】以下、本発明を実施例により更に具体的に
説明するが、本発明はこれらの例に限定されるものでは
ない。Hereinafter, the present invention will be described more specifically with reference to examples, but the present invention is not limited to these examples.
【００３１】[0031]
【実施例】＜実施例１＞数平均分子量１０００のポリブ
テン６２ｖｏｌ％と、ジフェニルエーテル２７ｖｏｌ％
及び流動パラフィン１１ｖｏｌ％をビーカーに採り、大
気開放下４０℃に加熱し３０分間混合した後、室温まで
冷却してｎｄ＝１．５１５、νｄ＝４２の蛍光顕微鏡用
の液浸油を得た。 ＜実施例２＞数平均分子量１０００のポリブテン２２ｖ
ｏｌ％と、ジフェニルエーテル６２ｖｏｌ％及びデカノ
ール１６ｖｏｌ％をビーカーに採り、大気開放下４０℃
に加熱して３０分間混合した後、室温まで冷却してｎｄ
＝１．５４０、νｄ＝３２の蛍光顕微鏡用の液浸油を得
た。 ＜実施例３＞数平均分子量１０００のポリブテン２０ｖ
ｏｌ％と、ジフェニルエーテル８ｖｏｌ％及びデカノー
ル７２ｖｏｌ％をビーカーに採り、大気開放下４０℃に
加熱して３０分間混合した後、室温まで冷却してｎｄ＝
１．４６０、νｄ＝５１の液浸油を得た。 ＜比較例１、２＞蛍光顕微鏡用の液浸油として市販の低
蛍光オイルを２種類選定し、実施例の比較対象とした。<Example 1> 62 vol% of polybutene having a number average molecular weight of 1,000 and 27 vol% of diphenyl ether
Then, 11 vol% of liquid paraffin was placed in a beaker, heated to 40 ° C. in the open to the atmosphere, mixed for 30 minutes, and cooled to room temperature to obtain an immersion oil for nd = 1.515 and vd = 42 for a fluorescence microscope. <Example 2> Polybutene 22v having a number average molecular weight of 1,000
ol%, 62 vol% of diphenyl ether and 16 vol% of decanol were placed in a beaker, and opened at 40 ° C.
And mix for 30 minutes, then cool to room temperature and nd
= 1.540, νd = 32, an immersion oil for a fluorescent microscope was obtained. Example 3 Polybutene 20v having a number average molecular weight of 1000
ol%, 8 vol% of diphenyl ether and 72 vol% of decanol were placed in a beaker, heated to 40 ° C. under open air, mixed for 30 minutes, cooled to room temperature, and nd =
1.460, immersion oil of νd = 51 was obtained. <Comparative Examples 1 and 2> Two types of commercially available low fluorescent oils were selected as immersion oils for a fluorescent microscope, and were used as comparative objects of the examples.
【００３２】上記の各実施例及び各比較例の液浸油につ
いて、下記に記した各評価を行った。その評価結果を表
１に示す。光学的特性は、ＪＩＳ Ｋ２１０１に準拠
し、屈折率（ｎｄ９23）、アッベ数（νｄ９23）の測定
を行った。動粘度については、ＪＩＳ Ｋ２２８３に基
づき、２５℃における動粘度測定を行い、１２０〜６０
０ｃＳｔの範囲内のものを良好（○）とした。The immersion oils of the above Examples and Comparative Examples were evaluated as described below. Table 1 shows the evaluation results. Optical properties conforming to JIS K2101, the refractive index (ND9 23), was measured Abbe number (νd9 23). The kinematic viscosity was measured at 25 ° C. based on JIS K2283, and the kinematic viscosity was measured at 120 to 60.
Those within the range of 0 cSt were evaluated as good (○).
【００３３】不乾性については、ＪＩＳ Ｃ２１０１電
気絶縁油に記載の１３項（蒸発試験）の手順に従い、３
０℃の雰囲気下に２４時間放置する試験を行い、蒸発量
１ｗｔ％未満のものを良好（○）とした。外観について
は、液浸油自身の濁りの有無を確認し、濁りのないもの
を良好（○）とした。Regarding the non-dryness, according to the procedure of Section 13 (evaporation test) described in JIS C2101 electrical insulating oil, 3
A test was performed in which the sample was allowed to stand for 24 hours in an atmosphere of 0 ° C., and a sample having an evaporation amount of less than 1 wt% was evaluated as good (○). Regarding the appearance, the presence or absence of turbidity of the immersion oil itself was confirmed, and those without turbidity were evaluated as good (○).
【００３４】耐候性については、次に示す光照射試験及
び加熱劣化試験の結果が良好であり、かつ当該試験後の
屈折率、アッベ数、色相の変化が無いものを良好（○）
とした。光照射試験は、４０ｇの試料を直径９ｃｍのシ
ャーレに採り、２０Ｗの白色ランプを光源として、試料
と白色ランプの間隔を１５ｃｍに保った状態で、光を１
２０時間照射した後の屈折率、アッベ数、色相の変化を
調査して、いずれも変化が無いものを良好（○）とし
た。[0034] Regarding the weather resistance, those having good results of the following light irradiation test and heat deterioration test and having no change in the refractive index, Abbe number and hue after the test are good (O).
And In the light irradiation test, a 40 g sample was taken in a 9 cm-diameter dish, and a 20 W white lamp was used as a light source, and the light was irradiated for 1 while keeping the distance between the sample and the white lamp at 15 cm.
Changes in the refractive index, Abbe number, and hue after irradiation for 20 hours were examined, and those having no change were evaluated as good (○).
【００３５】加熱劣化試験は、４０ｇの試料を５０ｍｌ
の共栓付三角フラスコに採り、７０℃に調整した高温槽
中に２４時間放置した後の屈折率、アッベ数、色相の変
化を調査して、いずれにも変化が見られなかったものを
良好（○）とした。解像力は、屈折率がｎｄ＝１．５１
４０〜１．５１６０の範囲内のものを良好（○）とし
た。In the heat deterioration test, a 40 g sample was weighed in 50 ml.
Was taken in a high-temperature bath adjusted to 70 ° C. for 24 hours, and examined for changes in the refractive index, Abbe number, and hue. (O) The resolving power is such that the refractive index is nd = 1.51.
Those within the range of 40 to 1.5160 were evaluated as good (○).
【００３６】色収差は、アッベ数がνｄ＝３０〜６５の
範囲内のものを良好とした。透明度は、ＪＩＳ Ｋ０１
１５により、透過率が９５％以上を示すものを良好
（○）とした。また、蛍光顕微鏡では通常の場合、光源
として超高圧水銀ランプなどを使用して蛍光を励起させ
るための紫外線を発する。この場合に用いられる励起光
としては、３４０ｎｍ励起、３６５ｎｍ励起、４１０ｎ
ｍ励起、５１０ｎｍ励起、５４６ｎｍ励起の各励起光が
あり、各励起光において蛍光の発生量が少ないことが望
ましい。The chromatic aberration is preferably good when the Abbe number is in the range of νd = 30 to 65. Transparency is JIS K01
According to No. 15, a sample having a transmittance of 95% or more was evaluated as good (○). In a fluorescent microscope, an ultra-high pressure mercury lamp or the like is used as a light source to emit ultraviolet light for exciting fluorescence. The excitation light used in this case is 340 nm excitation, 365 nm excitation, 410 n
There are excitation light of m excitation, 510 nm excitation, and 546 nm excitation, and it is desirable that the amount of generated fluorescence in each excitation light is small.
【００３７】実施例１〜３及び比較例１、２の各励起光
における蛍光強度（相対強度）を表２に示す。表１及び
表２に示したように、本実施例の液浸油は市販の顕微鏡
用液浸油や光学測定分野及びその類似分野の光学系用の
液浸油と比べて、蛍光発生において特に優れた性能を有
する。Table 2 shows the fluorescence intensities (relative intensities) of the excitation lights of Examples 1 to 3 and Comparative Examples 1 and 2. As shown in Tables 1 and 2, the immersion oil of the present embodiment is particularly superior in the generation of fluorescence as compared with commercially available immersion oil for microscopes and immersion oils for optical systems in the optical measurement field and similar fields. Has excellent performance.
【００３８】即ち、本実施例の液浸油は、非常に少量の
細菌、細胞等による微弱な蛍光を検出する蛍光顕微鏡用
の液浸油として用いた場合にも、紫外線の前記各励起に
より発する蛍光量がきわめて小さいので、観察（検出）
時のノイズにより観察（検出）精度の低下が問題となる
ことがない。また、本実施例の液浸油は、紫外線励起に
よる蛍光発生量がきわめて小さく、特に熱と光に対して
非常に高い耐久性を示し、環境や人体へ与える悪影響が
極めて小さく、しかも光学特性（透明性、屈折率、分散
性等）、粘度、不乾性、耐久性、等の諸項目において良
好な特性を有する。That is, the immersion oil of this embodiment is also emitted by the above-described excitation of ultraviolet rays even when used as an immersion oil for a fluorescence microscope for detecting weak fluorescence caused by a very small amount of bacteria, cells and the like. Observation (detection) because the amount of fluorescence is extremely small
A decrease in observation (detection) accuracy due to noise at the time does not cause a problem. Further, the immersion oil of the present embodiment has a very small amount of fluorescence generated by ultraviolet excitation, exhibits extremely high durability especially against heat and light, has a very small adverse effect on the environment and the human body, and has optical characteristics ( It has good characteristics in various items such as transparency, refractive index, dispersibility, etc., viscosity, non-dryness, and durability.
【００３９】[0039]
【表１】 [Table 1]
【００４０】[0040]
【表２】 [Table 2]
【００４１】[0041]
【発明の効果】以上説明したように、本発明の液浸油
は、紫外線励起による蛍光発生量がきわめて小さく、特
に熱と光に対して非常に高い耐久性を示し、環境や人体
へ与える悪影響が極めて小さく、しかも光学特性（透明
性、屈折率、分散性等）、粘度、不乾性、耐久性、等の
諸項目において良好な特性を持たせることができる。As described above, the immersion oil of the present invention has a very small amount of fluorescence generated by ultraviolet excitation, exhibits extremely high durability against heat and light, and has an adverse effect on the environment and the human body. Is extremely small, and good characteristics can be provided in various items such as optical characteristics (transparency, refractive index, dispersibility, etc.), viscosity, non-dryness, durability and the like.
【００４２】即ち、本発明の液浸油は、それ自体の蛍光
発生量がきわめて小さく、かつ、屈折率、アッベ数、粘
度、解像力などの他の諸特性も良好であり、例えば蛍光
顕微鏡用液浸油として好適な特性を有する。 以上That is, the immersion oil of the present invention has a very small amount of fluorescence generation itself, and also has other favorable properties such as a refractive index, an Abbe number, a viscosity and a resolving power. It has properties suitable for oil immersion. that's all
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 ＦＩ Ｇ０２Ｂ 21/16 Ｇ０２Ｂ 21/16 ──────────────────────────────────────────────────続 き Continued on front page (51) Int.Cl. 6 Identification code FI G02B 21/16 G02B 21/16
Claims (11)
配合してなる液浸油。1. An immersion oil obtained by blending an aromatic compound with a liquid polyolefin.
飽和炭化水素化合物とを配合してなる液浸油。2. An immersion oil obtained by blending an aromatic compound and a saturated hydrocarbon compound with a liquid polyolefin.
ン（ポリブチレン）であることを特徴とする請求項１ま
たは２記載の液浸油。3. The immersion oil according to claim 1, wherein the liquid polyolefin is liquid polybutene (polybutylene).
と他のオレフィン炭化水素との液状共重合体に、芳香族
化合物を配合してなる液浸油。4. Butylene (α-butylene, β-butylene)
Immersion oil obtained by blending an aromatic compound with a liquid copolymer of olefin and another olefin hydrocarbon.
と他のオレフィン炭化水素との液状共重合体に、芳香族
化合物と飽和炭化水素化合物とを配合してなる液浸油。5. Butylene (α-butylene, β-butylene)
Immersion oil comprising an aromatic compound and a saturated hydrocarbon compound mixed with a liquid copolymer of olefin and another olefin hydrocarbon.
（ｍ＝２〜６）で表せる化合物であることを特徴とする
請求項４または５記載の液浸油。6. The olefin hydrocarbon is CmH2m
The immersion oil according to claim 4, wherein the immersion oil is a compound represented by (m = 2 to 6).
ることを特徴とする請求項１〜６のいずれかに記載の液
浸油。7. The immersion oil according to claim 1, wherein the aromatic compound has an ether bond.
共重合体を３０〜９０体積部、前記芳香族化合物を７０
〜１０体積部、前記飽和炭化水素化合物を０〜６０体積
部配合してなることを特徴とする請求項１〜７のいずれ
かに記載の液浸油。8. The liquid polyolefin or the liquid copolymer is 30 to 90 parts by volume, and the aromatic compound is 70 to 90 parts by volume.
The immersion oil according to any one of claims 1 to 7, characterized in that the immersion oil is a mixture of 10 to 10 parts by volume and 0 to 60 parts by volume of the saturated hydrocarbon compound.
合体の数平均分子量が３００〜２０００であることを特
徴とする請求項１〜８のいずれかに記載の液浸油。9. The immersion oil according to claim 1, wherein the liquid polyolefin or the liquid copolymer has a number average molecular weight of 300 to 2,000.
重合体の数平均分子量が５００〜２０００であることを
特徴とする請求項９記載の液浸油。10. The immersion oil according to claim 9, wherein the liquid polyolefin or the liquid copolymer has a number average molecular weight of 500 to 2,000.
定分野及びその類似分野の光学系に用いられることを特
徴とする請求項１〜１０のいずれかに記載の液浸油。11. The immersion oil according to claim 1, wherein the immersion oil is used for an optical system in a microscope field, a fluorescence microscope field, an optical measurement field, and similar fields.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10315141A JPH11269317A (en) | 1998-01-23 | 1998-11-05 | Immersion oil |
| US09/289,976 US6221281B1 (en) | 1998-11-05 | 1999-04-13 | Liquid immersion oil |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1103198 | 1998-01-23 | ||
| JP10-11031 | 1998-01-23 | ||
| JP10315141A JPH11269317A (en) | 1998-01-23 | 1998-11-05 | Immersion oil |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH11269317A true JPH11269317A (en) | 1999-10-05 |
Family
ID=26346403
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10315141A Pending JPH11269317A (en) | 1998-01-23 | 1998-11-05 | Immersion oil |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH11269317A (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004531765A (en) * | 2001-05-11 | 2004-10-14 | エボテック・オーアーイー・アーゲー | Apparatus for testing chemical and / or biological samples |
| JP2005252239A (en) * | 2004-01-23 | 2005-09-15 | Air Products & Chemicals Inc | Immersion lithographic fluid |
| WO2005119371A1 (en) * | 2004-06-01 | 2005-12-15 | E.I. Dupont De Nemours And Company | Ultraviolet-transparent alkanes and processes using same in vacuum and deep ultraviolet applications |
| EP1610165A1 (en) * | 2003-04-02 | 2005-12-28 | Idemitsu Petrochemical Co., Ltd. | Immersion oil for microscope |
| WO2008015960A1 (en) | 2006-08-04 | 2008-02-07 | Idemitsu Kosan Co., Ltd. | Microscope immersion oil |
| US7602556B2 (en) | 2005-06-20 | 2009-10-13 | Olympus Corporation | Microscope using oil immersion system objective and its microscopy |
| DE102012014091A1 (en) | 2011-07-15 | 2013-01-17 | Idemitsu Kosan Co., Ltd. | Immersion oil, useful for a microscope, preferably fluorescence microscope, comprises an olefin-based polymer, which is subjected to hydrogenation treatment, a liquid diene polymer, a diarylalkane and an alkyl benzene |
| EP2762976A1 (en) * | 2004-01-23 | 2014-08-06 | Air Products And Chemicals, Inc. | Use of immersion liquids |
| WO2020153463A1 (en) * | 2019-01-24 | 2020-07-30 | 国立研究開発法人理化学研究所 | Microscope immersion liquid and method for observing sample by employing immersion liquid |
-
1998
- 1998-11-05 JP JP10315141A patent/JPH11269317A/en active Pending
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004531765A (en) * | 2001-05-11 | 2004-10-14 | エボテック・オーアーイー・アーゲー | Apparatus for testing chemical and / or biological samples |
| EP1610165A1 (en) * | 2003-04-02 | 2005-12-28 | Idemitsu Petrochemical Co., Ltd. | Immersion oil for microscope |
| EP1610165A4 (en) * | 2003-04-02 | 2007-08-15 | Idemitsu Kosan Co | Immersion oil for microscope |
| JP2005252239A (en) * | 2004-01-23 | 2005-09-15 | Air Products & Chemicals Inc | Immersion lithographic fluid |
| EP2762976A1 (en) * | 2004-01-23 | 2014-08-06 | Air Products And Chemicals, Inc. | Use of immersion liquids |
| WO2005119371A1 (en) * | 2004-06-01 | 2005-12-15 | E.I. Dupont De Nemours And Company | Ultraviolet-transparent alkanes and processes using same in vacuum and deep ultraviolet applications |
| US7589242B2 (en) | 2004-06-01 | 2009-09-15 | E. I. Du Pont De Nemours And Company | Use of highly purified hydrocarbons in vacuum ultraviolet applications |
| US7602556B2 (en) | 2005-06-20 | 2009-10-13 | Olympus Corporation | Microscope using oil immersion system objective and its microscopy |
| WO2008015960A1 (en) | 2006-08-04 | 2008-02-07 | Idemitsu Kosan Co., Ltd. | Microscope immersion oil |
| US8502002B2 (en) | 2006-08-04 | 2013-08-06 | Idemitsu Kosan Co., Ltd. | Microscope immersion oil |
| DE102012014091A1 (en) | 2011-07-15 | 2013-01-17 | Idemitsu Kosan Co., Ltd. | Immersion oil, useful for a microscope, preferably fluorescence microscope, comprises an olefin-based polymer, which is subjected to hydrogenation treatment, a liquid diene polymer, a diarylalkane and an alkyl benzene |
| WO2020153463A1 (en) * | 2019-01-24 | 2020-07-30 | 国立研究開発法人理化学研究所 | Microscope immersion liquid and method for observing sample by employing immersion liquid |
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