JPS5998896A - Recording medium - Google Patents

Recording medium

Info

Publication number
JPS5998896A
JPS5998896A JP57207751A JP20775182A JPS5998896A JP S5998896 A JPS5998896 A JP S5998896A JP 57207751 A JP57207751 A JP 57207751A JP 20775182 A JP20775182 A JP 20775182A JP S5998896 A JPS5998896 A JP S5998896A
Authority
JP
Japan
Prior art keywords
recording
near infrared
recording medium
color forming
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
Application number
JP57207751A
Other languages
Japanese (ja)
Inventor
Shoichi Hayashida
尚一 林田
Koji Sato
弘次 佐藤
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nippon Telegraph and Telephone Corp
Original Assignee
Nippon Telegraph and Telephone Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Nippon Telegraph and Telephone Corp filed Critical Nippon Telegraph and Telephone Corp
Priority to JP57207751A priority Critical patent/JPS5998896A/en
Publication of JPS5998896A publication Critical patent/JPS5998896A/en
Pending legal-status Critical Current

Links

Classifications

    • GPHYSICS
    • G11INFORMATION STORAGE
    • G11BINFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
    • G11B7/24Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • GPHYSICS
    • G11INFORMATION STORAGE
    • G11BINFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
    • G11B7/24Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • G11B7/242Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
    • G11B7/244Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
    • GPHYSICS
    • G11INFORMATION STORAGE
    • G11BINFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
    • G11B7/24Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • G11B7/242Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
    • G11B7/244Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
    • G11B7/246Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes
    • G11B7/247Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes methine or polymethine dyes
    • G11B7/2472Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes methine or polymethine dyes cyanine

Landscapes

  • Thermal Transfer Or Thermal Recording In General (AREA)
  • Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
  • Optical Record Carriers And Manufacture Thereof (AREA)

Abstract

PURPOSE:To form a recording medium capable of performing recording by near infrared rays such as semiconductor laser and having high sensitivity, high resolving power and excellent storage stability, by compounding a 3,3-di-substituted-2-oxo-2,3-dihydroindole derivative and a near infrared ray absorber. CONSTITUTION:A, 3,3-di-substituted-2-oxo-2,3-dihydroindole derivative shown by a formula I (wherein R1 and R2 are same or different and shows a heterocyclic group containing at least one nitrogen atom and R3 is a hydrogen atom or an alkyl group) and a near infrared absorber having absorption wavelength in a near infrared region of 0.8-2mum are compounded. Because the compound used as the color forming component shown by the formula I is present in a molecularly dispersed state, when recording is performed by near infrared rays, high sensitivity and high resolving power are obtained and the production of a recording medium is made extremely easy. In addition, because the color forming component comprises only one component, fog caused by the contact of color forming components is not generated and high storage stability is obtained.

Description

【発明の詳細な説明】 本発明は熱記録ヘッド等の直接加熱手段を用いることな
く、近赤外光の照射によ少記録を行う記録媒体に関する
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a recording medium that performs small recording by irradiation with near-infrared light without using direct heating means such as a thermal recording head.

感熱記録方式は現像・定着のいらない直接記録方式で、
操作性、保守性が良いところからプリンタ、ファクシミ
リに応用されている。
The thermal recording method is a direct recording method that does not require development or fixing.
It is applied to printers and facsimiles because of its ease of operation and maintainability.

しかしながら、記録用発熱ヘッドや発熱ペンを感熱記録
紙に直接接触させて加熱記録するために、記録ヘッド及
びペンに記録材のかす等が付着し、記録品質を損う問題
点があった。また、記録ヘッドが記録材料に密着しなが
ら移動するため、記録ヘッド発熱体の摩耗による解像度
の低下も避けることができなかった。
However, because the heat-generating recording head and heat-generating pen are brought into direct contact with the heat-sensitive recording paper for heating recording, there is a problem in that recording material residue and the like adhere to the recording head and pen, impairing recording quality. Furthermore, since the recording head moves while being in close contact with the recording material, a decrease in resolution due to wear of the recording head heating element cannot be avoided.

また、記録ヘッドで熱記録を行う場合、感熱材料の種類
にもよるが通常記録ヘッド部の400℃以上の加熱が必
要であシ、記録に要する消費電力は1〜5 yn:r 
/ドツトと非常に大きかった。
Furthermore, when performing thermal recording with a recording head, it is usually necessary to heat the recording head section to 400°C or higher, although it depends on the type of heat-sensitive material, and the power consumption required for recording is 1 to 5 yn:r.
/ It was very large.

この問題は記録ヘッドの高密度化、大型化に伴って顕著
になると共に、高熱に加熱される記録ヘッド上の加熱ド
ツト間の熱的隔離あるいは高速に記録ドツト部が記録材
を移動する際の熱履歴が解決されない限シA−4判記録
に要する時間全1分以下とすることは困難であシ、これ
を解決するには電源の大型化など、他の問題が生ずる。
This problem becomes more prominent as the recording head becomes denser and larger, and also due to thermal isolation between the heated dots on the recording head that are heated to high temperatures or when the recording dots move the recording material at high speed. Unless the thermal history is resolved, it will be difficult to reduce the total time required for A-4 size recording to less than one minute, and solving this problem will create other problems such as increasing the size of the power supply.

上述した欠点の解決のため、例えば、感熱記録材料下部
に記録転写用原稿全型ね、光源からの光で露光し、原稿
の光吸収部に吸収された光による発熱によって、発色剤
を感熱発色させる方式が提案された。しかし、この記録
方法では光吸収層で発生した熱の拡散が犬きく記録画像
にボケが生じ、解像性が悪かった。
In order to solve the above-mentioned drawbacks, for example, all types of originals for recording and transfer are placed at the bottom of a thermosensitive recording material, and the coloring agent is thermosensitively colored by exposing it to light from a light source and generating heat from the light absorbed by the light absorption part of the original. A method was proposed to do this. However, in this recording method, the heat generated in the light absorption layer is diffused, causing blurring of the recorded image and poor resolution.

また、光吸収層を用いる代シに、光源の波長を吸収する
色素全発色層中に含有させることにより、記録する試み
もある。しかしながら、この用途に用いられてきた色素
はメチレンブルー、ローダミンB等の可視光吸収色素で
、自分自身が着色しておシ、記録後のコントラストが不
十分である問題点があった。
Furthermore, instead of using a light-absorbing layer, there has been an attempt to record by incorporating a dye that absorbs the wavelength of the light source into the entire color-forming layer. However, the dyes that have been used for this purpose are visible light absorbing dyes such as methylene blue and rhodamine B, which have the problem of being colored themselves and resulting in insufficient contrast after recording.

また、NCRタイプと呼ばれるロイコ染料と顕色剤の組
合せからなる記録材料自身に、近赤外吸収剤を含ませた
記録媒体も検討されつつあるが、こうした記録媒体には
以下の問題点があつた0 (1)  発色成分が分散塗工されているため、解像性
に限界があシ、20本/fi以上は困難である0 (2)  ロイコ染料は、一般に水を媒体として塗工さ
れるが、近赤外吸収剤は、水に難溶であシ、同一層中に
存在させるには、分散粒子とする必要がある。このため
解像性の低下、発色効率の低下が生ずる。
In addition, a recording medium called NCR type, which is made of a combination of a leuco dye and a color developer and contains a near-infrared absorber, is also being considered, but such recording media have the following problems. (1) Since the coloring component is dispersed and coated, there is a limit to the resolution, and it is difficult to achieve a resolution of 20 lines/fi or more.0 (2) Leuco dyes are generally coated using water as a medium. However, the near-infrared absorber is poorly soluble in water, and in order to exist in the same layer, it is necessary to make it into dispersed particles. This results in a decrease in resolution and color development efficiency.

(3)  ロイコ染料と顕色剤を多層栓塗シ分ける試み
もあるが、界面で発色しやすぐ、これを防ぐには5層以
上の多層化が必要であるため、製造が困難であシ、且つ
発色感度の低下が生ずる。
(3) There has been an attempt to separate the leuco dye and color developer using multilayer plug coating, but the color develops quickly at the interface, and to prevent this, five or more layers are required, making it difficult to manufacture. , and a decrease in color development sensitivity occurs.

本発明の目的は、従来技術の欠点なく、半導体レーザ等
の近赤外光で記録できる高感度、高解像性且つ保存安定
性に優れた記録媒体全提供することにある。
An object of the present invention is to provide a complete recording medium that can be recorded with near-infrared light such as a semiconductor laser and has high sensitivity, high resolution, and excellent storage stability without the drawbacks of the prior art.

すなわち本発明を概説すれば、本発明は記録媒体の発明
であって、下記一般式1 (式中R1及びR2は同−又は異なり、少なくとも1個
の窒素原子を含有する複素環状基金示し、R3は水素原
子又はアルキル基を示す)で表される5、5−ジ置換−
2−オキソ−2,5−ジヒドロインドール誘導体と、α
8〜2μmの近赤外領域に吸収波長を持つ近赤外吸収剤
とを含むことを特徴とする。
That is, to summarize the present invention, the present invention is an invention of a recording medium, comprising the following general formula 1 (wherein R1 and R2 are the same or different and represent a heterocyclic group containing at least one nitrogen atom, R3 represents a hydrogen atom or an alkyl group)
2-oxo-2,5-dihydroindole derivative and α
It is characterized by containing a near-infrared absorber having an absorption wavelength in the near-infrared region of 8 to 2 μm.

以下、本発明の記録媒体をよシ詳細に説明する0 本発明では前記一般式Iで表される6、5−ジ置換−2
−オキソ−2,5−ジヒドロインドール類を発色成分と
して使用する。これらの化合物は単一成分のままで縮合
反応又は加熱により深青色の色素に変化する。〔詳細に
ついてはA、 J。
Hereinafter, the recording medium of the present invention will be explained in detail. In the present invention, the 6,5-disubstituted-2
-Oxo-2,5-dihydroindoles are used as coloring components. These compounds remain as single components and change into deep blue pigments through condensation reactions or heating. [For details see A, J.

ジョンソン(Johnson )らの報告、ジャーナル
オプ ザ ケミカル ンサイエテイ(J。
A report by Johnson et al., Journal of Chemical Science (J.

Chem、 5oc−)  1957年、5470頁が
参照できる。〕このため、多成分系の発色材料を用いる
必要がなく、溶液系で均一に塗工することができ、また
近赤外吸収剤と発色成分を同一層内に含めた一層構成の
記録媒体を実現することもできる。これらの媒体中では
、分散系で見られるような粒子は存在せず、発色成分は
分子分散状に存在するため、記録時における発色成分の
拡散や記録後の着色物質粒子径全考慮する必要がない。
Chem, 5oc-) 1957, p. 5470. ] Therefore, there is no need to use a multi-component coloring material, and it is possible to coat uniformly using a solution system, and it is also possible to use a single-layer recording medium that contains a near-infrared absorber and a coloring component in the same layer. It can also be achieved. In these media, there are no particles like those found in dispersion systems, and the coloring components exist in a molecularly dispersed form, so it is necessary to take into account the diffusion of the coloring components during recording and the total particle size of the colored material after recording. do not have.

したがって近赤外光で記録した場合、高感度、高解像性
が得られる。また、記録媒体中での発色成分の分離が不
要であるため、記録媒体の製造が極めて容易である。更
に、発色成分が一成分のみからなるため、発色成分の接
触によるかぶシが生ずることはなく、高い保存安定性が
得られる。
Therefore, when recording with near-infrared light, high sensitivity and high resolution can be obtained. Furthermore, since it is not necessary to separate the coloring components in the recording medium, the production of the recording medium is extremely easy. Furthermore, since the color-forming component is composed of only one component, fogging due to contact with the color-forming component does not occur, and high storage stability can be obtained.

本発明の記録媒体の基材としては、プラスチックシート
(マイラー・フィルム等)、プラスチック板(アクリル
樹脂、ポリカーボネート等)及びガラス板、紙等を用い
ることができる。
As the base material of the recording medium of the present invention, a plastic sheet (Mylar film, etc.), a plastic plate (acrylic resin, polycarbonate, etc.), a glass plate, paper, etc. can be used.

α8〜2.0μmの近赤外光領域に吸収極太波長を持つ
化合物としては、シアニン色素、例えば日本感光色素研
究所(株ン製のNK116+(95Q  nm  ) 
、 NK104(794nm) 、 NK1748 (
859nm )、NK427 (805nm)等がある
(括弧内の数字は吸収極太波長を示す)0また三井東圧
ファイン(株ン製の近赤外吸収剤FA−1001(11
0’Onm)、  FA  −1002(895nm 
)、F A −1005(880nm )、FA−10
’05   (850nm)  、  FA−1006
(870nm )  等も挙げられる“(括弧内の数字
は吸収ピーク波長を示す)。
Examples of compounds that have an extremely thick absorption wavelength in the near-infrared light region of α8 to 2.0 μm include cyanine dyes, such as NK116+ (95Q nm) manufactured by Japan Photosensitive Color Research Institute (Co., Ltd.).
, NK104 (794nm), NK1748 (
859nm), NK427 (805nm), etc. (The number in parentheses indicates the thickest absorption wavelength). Also, the near-infrared absorber FA-1001 (11
0'Onm), FA-1002 (895nm
), FA-1005 (880nm), FA-10
'05 (850nm), FA-1006
(870 nm) etc. (The number in parentheses indicates the absorption peak wavelength).

次に、本発明の記録媒体の作製法を説明する0上記、発
色材料と近赤外吸収剤を可視光を透過するバインダ材に
溶解させ、ワイヤバー、スピンナー等を用いて基材上に
塗布したのち乾燥する。基材l用いない場合は基材から
乾燥フィルムをはく離して用いる。発色材料と近赤外吸
収剤を別別に塗布することもできる。
Next, we will explain the method for producing the recording medium of the present invention.0 As described above, the coloring material and the near-infrared absorber were dissolved in a binder material that transmits visible light, and the solution was applied onto the base material using a wire bar, spinner, etc. Dry later. When the base material 1 is not used, the dry film is peeled off from the base material. The coloring material and the near-infrared absorber can also be applied separately.

以上の構成の媒体を用いて記録を行うには、各近赤外吸
収剤の吸収波長に一致した半導体レーザ、発光ダイオー
ド、紫外線吸収フィルタをつけたキセノンランプ等の近
赤外光を照射すればよい。
To perform recording using a medium with the above configuration, it is necessary to irradiate near-infrared light from a semiconductor laser, light-emitting diode, xenon lamp equipped with an ultraviolet absorption filter, etc. that matches the absorption wavelength of each near-infrared absorber. good.

以下に本発明を実施例によシ具体的に説明するが、本発
明はこれら実施例に限定されるものではない。
EXAMPLES The present invention will be specifically explained below using Examples, but the present invention is not limited to these Examples.

実施例1 下記組成の溶液(A)’に調製し、上質紙上にワイヤバ
ーを用いて塗布したのち、60℃で乾燥した。この試料
に、波長850 nm、出力10mW の半導体レーザ
のパルス光を照射したところ、青色に着色し、その光学
濃度(さくら濃度計、反射モード、アンバーフィルター
使用ンは[1,95であった。また試料にフォトマスク
金賞ね、600nm  より短波長の光をカットしたキ
セノンランプで光照射した場合、50本/−Imの解像
度が得られた。試料の下地濃度は、25℃、RH50%
に5カ月保っても[125からα28に増加したに過ぎ
なかった。
Example 1 A solution (A)' having the following composition was prepared, applied onto high-quality paper using a wire bar, and then dried at 60°C. When this sample was irradiated with pulsed light from a semiconductor laser with a wavelength of 850 nm and an output of 10 mW, it was colored blue, and its optical density (Sakura densitometer, reflection mode, amber filter used) was [1.95]. In addition, when the sample was irradiated with photomask gold medal, a xenon lamp that cut out light with wavelengths shorter than 600 nm, a resolution of 50 lines/-Im was obtained.The base concentration of the sample was 25°C, RH 50%.
Even if I kept it for 5 months, it only increased from [125 to α28].

実施例2 下記組成の溶液(B) ’e調製し、ガラス板上にスピ
ンコードしたのち6o℃で乾燥した。この試料に波長8
50 nm、出力10 mWの半導体レーザのパルス光
を照射したところ青色に着色し、その光学濃度(さくら
濃度計、透過モード、アンバーフィルター使用ンはα8
5であった。また試料にフォトマスクを重ね、60[]
nm  よシ短波長の光をカットしたキセノンランプで
光照射した場合、50本/咽の解像度が得られた。
Example 2 A solution (B)'e having the following composition was prepared, spin-coded onto a glass plate, and then dried at 6oC. This sample has wavelength 8
When irradiated with pulsed light from a semiconductor laser with a wavelength of 50 nm and an output of 10 mW, it was colored blue and its optical density (Sakura densitometer, transmission mode, amber filter used was α8).
It was 5. Also, superimpose a photomask on the sample and
When light was irradiated with a xenon lamp that cut out light with wavelengths as short as nm, a resolution of 50 lines/pharynge was obtained.

試料の下地濃度は25℃、RH5Q%に5カ月保っても
0.25からα5oに増加したに過ぎなかった。
The base concentration of the sample only increased from 0.25 to α5o even if it was kept at 25° C. and RH5Q% for 5 months.

実施例5 下記組成の溶液CC3) k調製し、上質紙上にワイヤ
バーを用いて塗布したのち60℃で乾燥した。
Example 5 A solution CC3)k having the following composition was prepared, coated on high-quality paper using a wire bar, and then dried at 60°C.

これに下記組成の溶液(I’)全ワイヤバーを用いて塗
布し、再び60℃で乾燥した。この試料に、波長850
 nm、出力10 mWの半導体レーザのパルス光を照
射したところ、青色に着色し、その光学濃度は0.92
であった。ま文、試料にフォトマスクを重ね、600n
m  よシ短波長の光をカントしたキセノンランプで光
照射した場合、50本/wm以上の解像度が得られた。
A solution (I') having the following composition was applied to this using a full wire bar and dried again at 60°C. This sample has a wavelength of 850
When irradiated with pulsed light from a semiconductor laser with an output of 10 mW, it was colored blue and its optical density was 0.92.
Met. After that, a photomask was placed on the sample and 600n
When light was irradiated with a xenon lamp that canted light with a short wavelength of m, a resolution of 50 lines/wm or more was obtained.

試料の下地濃度e′i、25℃、R)I50チに5カ月
保っても[1,18から0,20に増加したに過ぎなか
った。
Even if the base concentration of the sample was kept at 25° C. and R)I50 for 5 months, it only increased from 1.18 to 0.20.

実施例4 下記組成の溶液(ト))を調製し、ガラス板上にスピン
コードしたのち60℃で乾燥した0これに下記組成の溶
液(F) ’eスピンコードし、再び60℃で乾燥した
。この試料に波長850 nm、出力10 mW の半
導体レーザのパルス光を照射したところ青色に着色し、
その光学濃度は1.02であった。また、試料にフォト
マスクを重ね、600 nm  よシ短波長の光をカッ
トしたキセノンランプで光照射した場合、50本/瓢以
上の解像度が得られた0試料の下地濃度は25℃、RH
5Q%に5カ月保ってもQ、18から変化しなかった。
Example 4 A solution (F) with the following composition was prepared, spin-coded onto a glass plate, and dried at 60°C.A solution (F) with the following composition was spin-coded on this and dried again at 60°C. . When this sample was irradiated with pulsed light from a semiconductor laser with a wavelength of 850 nm and an output of 10 mW, it was colored blue.
Its optical density was 1.02. In addition, when a photomask was placed on the sample and irradiated with a xenon lamp that cut off light with a wavelength as short as 600 nm, the base density of the sample 0, which obtained a resolution of 50 lines/gourd or more, was at 25°C and RH.
Even after keeping it at 5Q% for 5 months, it did not change from Q18.

Claims (1)

【特許請求の範囲】 1、 下記一般式I 3 (式中R1及びR2は同−又は異なシ、少なくとも1個
の窒素原子を含有する複素環状基を示し、R3は水素原
子又はアルキル基金示す]で表されるる、5−ジ置換−
2−オキソ−2,5−ジヒドロインドール誘導体と、α
8〜2μmの近赤外領域に吸収波長を持つ近赤外吸収剤
とを含むことを特徴とする記録媒傷
[Claims] 1. The following general formula I 3 (wherein R1 and R2 are the same or different, a heterocyclic group containing at least one nitrogen atom, and R3 is a hydrogen atom or an alkyl group) 5-di-substituted-
2-oxo-2,5-dihydroindole derivative and α
A recording medium characterized by containing a near-infrared absorber having an absorption wavelength in the near-infrared region of 8 to 2 μm.
JP57207751A 1982-11-29 1982-11-29 Recording medium Pending JPS5998896A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP57207751A JPS5998896A (en) 1982-11-29 1982-11-29 Recording medium

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP57207751A JPS5998896A (en) 1982-11-29 1982-11-29 Recording medium

Publications (1)

Publication Number Publication Date
JPS5998896A true JPS5998896A (en) 1984-06-07

Family

ID=16544934

Family Applications (1)

Application Number Title Priority Date Filing Date
JP57207751A Pending JPS5998896A (en) 1982-11-29 1982-11-29 Recording medium

Country Status (1)

Country Link
JP (1) JPS5998896A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4876259A (en) * 1987-01-05 1989-10-24 E. I. Du Pont De Nemours And Company 3,3-disubstituted indolines
US5173489A (en) * 1986-04-10 1992-12-22 The Dupont Merck Pharmaceutical Co. α,α-disubstituted aromatics and heteroaromatics as cognition enhancers
US5300642A (en) * 1986-04-10 1994-04-05 The Du Pont Merck Pharmaceutical Company α, α-disubstituted aromatics and heteroaromatics as cognition enhancers
US5434264A (en) * 1988-08-23 1995-07-18 The Du Pont Merck Pharmaceutical Company α,α-disubstituted aromatics and heteroaromatics as cognition enhancers
US20110067810A1 (en) * 2009-09-18 2011-03-24 Canon Kabushiki Kaisha Manufacturing method of liquid discharge head

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5173489A (en) * 1986-04-10 1992-12-22 The Dupont Merck Pharmaceutical Co. α,α-disubstituted aromatics and heteroaromatics as cognition enhancers
US5300642A (en) * 1986-04-10 1994-04-05 The Du Pont Merck Pharmaceutical Company α, α-disubstituted aromatics and heteroaromatics as cognition enhancers
US4876259A (en) * 1987-01-05 1989-10-24 E. I. Du Pont De Nemours And Company 3,3-disubstituted indolines
US5434264A (en) * 1988-08-23 1995-07-18 The Du Pont Merck Pharmaceutical Company α,α-disubstituted aromatics and heteroaromatics as cognition enhancers
US20110067810A1 (en) * 2009-09-18 2011-03-24 Canon Kabushiki Kaisha Manufacturing method of liquid discharge head

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