JPH01297292A - Porphin-series optical recording material - Google Patents
Porphin-series optical recording materialInfo
- Publication number
- JPH01297292A JPH01297292A JP63126987A JP12698788A JPH01297292A JP H01297292 A JPH01297292 A JP H01297292A JP 63126987 A JP63126987 A JP 63126987A JP 12698788 A JP12698788 A JP 12698788A JP H01297292 A JPH01297292 A JP H01297292A
- Authority
- JP
- Japan
- Prior art keywords
- ionic
- group
- guest
- silicate glass
- content
- 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
- 239000000463 material Substances 0.000 title claims abstract description 25
- 230000003287 optical effect Effects 0.000 title claims abstract description 13
- 239000005368 silicate glass Substances 0.000 claims abstract description 14
- 125000003010 ionic group Chemical group 0.000 claims abstract description 10
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 125000003118 aryl group Chemical group 0.000 claims abstract description 3
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 3
- 239000000203 mixture Substances 0.000 claims abstract description 3
- JZRYQZJSTWVBBD-UHFFFAOYSA-N pentaporphyrin i Chemical group N1C(C=C2NC(=CC3=NC(=C4)C=C3)C=C2)=CC=C1C=C1C=CC4=N1 JZRYQZJSTWVBBD-UHFFFAOYSA-N 0.000 claims description 33
- 239000000126 substance Substances 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000000129 anionic group Chemical group 0.000 abstract description 7
- 230000002427 irreversible effect Effects 0.000 abstract description 5
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 abstract description 5
- 150000001768 cations Chemical class 0.000 abstract description 4
- 239000002253 acid Substances 0.000 abstract description 3
- 125000002091 cationic group Chemical group 0.000 abstract description 3
- 150000001875 compounds Chemical class 0.000 abstract description 3
- 239000006185 dispersion Substances 0.000 abstract description 3
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 abstract description 2
- 229910001413 alkali metal ion Inorganic materials 0.000 abstract description 2
- 229910001420 alkaline earth metal ion Inorganic materials 0.000 abstract description 2
- 239000002585 base Substances 0.000 abstract description 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 2
- 239000001257 hydrogen Substances 0.000 abstract description 2
- 239000000178 monomer Substances 0.000 abstract description 2
- 238000006116 polymerization reaction Methods 0.000 abstract description 2
- RKCAIXNGYQCCAL-UHFFFAOYSA-N porphin Chemical class N1C(C=C2N=C(C=C3NC(=C4)C=C3)C=C2)=CC=C1C=C1C=CC4=N1 RKCAIXNGYQCCAL-UHFFFAOYSA-N 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 abstract 1
- 150000002500 ions Chemical class 0.000 abstract 1
- 239000001307 helium Substances 0.000 description 7
- 229910052734 helium Inorganic materials 0.000 description 7
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- -1 cationic porphine derivatives Chemical class 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 235000011114 ammonium hydroxide Nutrition 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000001879 gelation Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 230000001771 impaired effect Effects 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 230000001678 irradiating effect Effects 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 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
- 230000009257 reactivity Effects 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- YNHJECZULSZAQK-UHFFFAOYSA-N tetraphenylporphyrin Chemical compound C1=CC(C(=C2C=CC(N2)=C(C=2C=CC=CC=2)C=2C=CC(N=2)=C(C=2C=CC=CC=2)C2=CC=C3N2)C=2C=CC=CC=2)=NC1=C3C1=CC=CC=C1 YNHJECZULSZAQK-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001351 alkyl iodides Chemical class 0.000 description 1
- 150000003935 benzaldehydes Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000013068 control sample Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- OWMJAQBUFVTERI-UHFFFAOYSA-N n-(2-formylphenyl)acetamide Chemical compound CC(=O)NC1=CC=CC=C1C=O OWMJAQBUFVTERI-UHFFFAOYSA-N 0.000 description 1
- 238000006552 photochemical reaction Methods 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
Classifications
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording 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
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/242—Record 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
- G11B7/244—Record 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
- G11B7/246—Record 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
- G11B7/248—Record 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 porphines; azaporphines, e.g. phthalocyanines
Landscapes
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Optical Record Carriers And Manufacture Thereof (AREA)
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野］
本発明は、光化学ホールバーニング現象を利用して、同
一材料の同一場所に異なる波長の光で多重に記録可能な
光記録材料に関するものである。[Detailed Description of the Invention] [Industrial Application Field] The present invention relates to an optical recording material that is capable of multiplex recording with light of different wavelengths at the same location on the same material by utilizing the photochemical hole burning phenomenon. .
［従来の技術］
光化学ホールバーニング（ＰＨＢ）現象は、液体ヘリウ
ム温度程度の橿低渦において光化学反応を起こす材料に
単色性の良い光を照射することにより、その光を吸収す
るゲスト分子のみを選択的に励起し、光化学変化を生じ
させるものである。[Conventional technology] The photochemical hole burning (PHB) phenomenon involves irradiating monochromatic light onto a material that undergoes a photochemical reaction in a low vortex at about the temperature of liquid helium, and selecting only guest molecules that absorb the light. It excites the substance and causes a photochemical change.
この光化学変化により材料の吸収スペクトルに鋭いホー
ルが形成できることから、ホールの有無によりフォトン
モードでの光記録が可能である。しかも、照射する光の
波長を変えて順次記録することにより、同一材料の同一
場所に波長多重記録を行うことができる。このＰＨＢ現
染を利用すると、従来用いられてきた光学式デジタル記
録媒体であるコンパクトディスクやレーザーディスクな
どに比べて約１０００倍の記録密度向上の可能性がある
。This photochemical change can form sharp holes in the material's absorption spectrum, so optical recording in photon mode is possible depending on the presence or absence of holes. Furthermore, by sequentially recording while changing the wavelength of the irradiated light, wavelength multiplexing recording can be performed at the same location on the same material. By using this PHB dyeing, there is a possibility of improving the recording density by about 1000 times compared to conventionally used optical digital recording media such as compact discs and laser discs.
このようなＰＨＢ現象を用いる光記録材料は、光反応性
化合物であるゲスト分子と、それを分散するためのホス
トとから構成される。光記録に際して波長多重度を大き
くするためには、ゲストの分散状態に多様性を持たせる
意味から、ホストとして非晶質を用いるのがよい。この
目的から、従来ホストとして、ケイ酸ガラスが好適に用
いられてきた。例えば、ゲストをキニザリン、ホストを
ケイ酸ガラスとする材料（Ｊ、 Ａｐｐｌ、 Ｐｈｙｓ
、 、 ５８（９）３５５９−３５６５ ）が知られて
いる。An optical recording material using such a PHB phenomenon is composed of guest molecules, which are photoreactive compounds, and a host for dispersing the guest molecules. In order to increase the wavelength multiplicity during optical recording, it is preferable to use an amorphous host as a host in order to provide diversity in the dispersion state of the guest. For this purpose, silicate glass has conventionally been suitably used as a host. For example, materials with quinizarin as the guest and silicate glass as the host (J, Appl, Phys.
, 58(9) 3559-3565) are known.
また、ＰＨ８材料の特性については、Ｔｈｉ ｊｓｓｅ
ｎらによって、３０に以下でのホールの形成について、
（Ｃｈｅｍ、Ｐｈｙｓ、Ｌｅｔｔ、、９２（２）７−１
２） 、また谷らによって６０に以下でのホールの保存
について（Ｊ、ＡＩ）１．Ｐｈｙｓ、 、 ５Ｂ（９）
３５５９−３５６５）の報告がある。Also, regarding the characteristics of PH8 material, see
For the formation of holes below 30 by n et al.
(Chem, Phys, Lett, 92(2) 7-1
2), and also on the conservation of holes in 60 by Tani et al. (J, AI) 1. Phys, , 5B(9)
3559-3565) have been reported.
［本発明が解決しようとする課題］
しかしながら、従来のＰＨＢ材料は液体ヘリウム温度よ
りも高温になると不安定になり、記録の書込み・保存・
読出しが不確実となるという欠点を有していた。これは
、ＰＨ８材料中において不可逆的な構造変化が熱的に誘
起され、各々のゲスト分子周辺のミクロ構造が異なって
しまうことに一因がある。[Problems to be solved by the present invention] However, conventional PHB materials become unstable at temperatures higher than liquid helium, making it difficult to write, store, and record records.
This has the disadvantage that reading becomes uncertain. One reason for this is that irreversible structural changes are thermally induced in the PH8 material, resulting in different microstructures around each guest molecule.
本発明は、かかる従来技術の欠点を解消しようとするも
のであり、熱的な不可逆変化を抑え、熱的に安定な光記
録材料を提供することを目的とする。The present invention aims to eliminate the drawbacks of the prior art, and aims to suppress irreversible thermal changes and provide a thermally stable optical recording material.
［課題を解決するための手段］
上記目的を達成するために、本発明は下記の構成を有す
る。[Means for Solving the Problems] In order to achieve the above object, the present invention has the following configuration.
［ゲスト成分とホスト成分を主成分としてなる組成物で
あって、
（イ）ゲスト成分が、下記一般式［Ａ］で示されるイオ
ン性基を有するポルフィン誘導体であり、
（ロ）ホスト成分が、ケイ酸ガラスで必ることを特徴と
するポルフィン系光記録材料。[A composition comprising a guest component and a host component as main components, wherein (a) the guest component is a porphine derivative having an ionic group represented by the following general formula [A], and (b) the host component is A porphine-based optical recording material that is unique to silicate glass.
（式中、Ｘｌ 、Ｘ２、Ｘ３、Ｘ４から選ばれる少なく
とも１つは、イオン性基を有するアリール基または炭素
数１〜６のアルキル基を有するイオン性へテロ環基であ
り、その他は、水素原子または非イオン性基である。）
」
すなわち、従来のポルフィン系ゲストを用いた記録材料
と比べ、イオン性基を有するポルフィン誘導体とケイ壊
ガラスとからなる材料の場合には、前者の有する電荷に
基づく相互作用のためにゲスト・ホスト間の親和性がよ
く、したがって、昇温時の不可逆的な構造変化が少なく
なると推定される。この結果、材料の吸収スペクトルに
形成されたホールの半値幅の増大が抑制され、記録の熱
安定性が向上する。(In the formula, at least one selected from Xl, X2, X3, and X4 is an aryl group having an ionic group or an ionic heterocyclic group having an alkyl group having 1 to 6 carbon atoms, and the others are hydrogen atoms or nonionic groups).
In other words, compared to recording materials that use conventional porphine-based guests, in the case of materials made of porphine derivatives with ionic groups and silicon-fractured glass, the interaction between the guest and host is based on the charge of the former. It is presumed that there is good affinity between the two, and therefore, irreversible structural changes occur less when the temperature is increased. As a result, an increase in the half width of a hole formed in the absorption spectrum of the material is suppressed, and the thermal stability of recording is improved.
ゲスト成分の有するイオン性基は、カチオン性基、アニ
オン性基、両性イオン性基のいずれであってもよい。The ionic group contained in the guest component may be a cationic group, an anionic group, or an amphoteric ionic group.
カチオン性基としては、４級アミノ基やＮ−アルキルピ
リジニウム基などが好ましく用いられる。As the cationic group, a quaternary amino group, an N-alkylpyridinium group, etc. are preferably used.
ホスト中で安定に電離状態を保つからである。特に好ま
しくは、一般式［Ｂ］
（ただし、式中Ｒ１〜Ｒ１２はアルキル基である。）で
表される５、１０，１５．２０−テトラ（ｆｉ−Ｎ、Ｎ
、Ｎ−トリアルキルアミノフェニル）ポルフィン、また
は、−般式［Ｃ］
ＲＩ５
（ただし、式中Ｒ１３〜Ｒ１６は炭素数１〜６のアルキ
ル基である。）で表される５、 １０．１５．２０−テ
トラ（４−Ｎ−フルキルピリジニウム）ポルフィンが用
いられる。これは、一般式［Ｂ］のポルフィン誘導体に
おいてはポルフィン環と４級アミノ基がフェニル基によ
り隔てられていることから、また一般式［Ｃ］のポルフ
ィン誘導体においてはピリジニウム基の電荷が共役系に
分散することから、カチオン部の影響がポルフィン環の
光化学反応性に及びにくいからでおる。一般式［８］の
Ｒ１−Ｒ１２゜および、一般式［Ｃ］のＲ１３〜Ｒ１６
で表されたアルキル基はメチル基であることが更に好ま
しい。This is because it maintains a stable ionized state in the host. Particularly preferably, 5,10,15.20-tetra(fi-N, N
, N-trialkylaminophenyl)porphine, or 5, 10.15. 20-tetra(4-N-furkylpyridinium)porphine is used. This is because in the porphine derivative of general formula [B], the porphine ring and the quaternary amino group are separated by a phenyl group, and in the porphine derivative of general formula [C], the charge of the pyridinium group is transferred to the conjugated system. This is because the cation moiety is less likely to affect the photochemical reactivity of the porphine ring since it is dispersed. R1-R12° of general formula [8] and R13-R16 of general formula [C]
It is more preferable that the alkyl group represented by is a methyl group.
これは、メチル基が最も構造がコンパクトであり、ホス
トに分散したときの運動の自由度が小さく、低温で不可
逆的構造変化を起こすことが少ないと推定されるからで
ある。This is because the methyl group has the most compact structure, has a small degree of freedom of movement when dispersed in the host, and is presumed to be less likely to undergo irreversible structural changes at low temperatures.
これらのカチオン性ポルフィン誘導体は材料中では適当
なアニオンとともに存在する。アニオンの選択はホスト
成分との相溶性の観点からなされるへきものであるが、
ｐ−トルエンスルフォネートイオン、ｌ−１Ｂｒ−１Ｃ
Ｉ−１Ｃｕｂ４−１ＣＨＩＣＯ２−１ＢＦａ−などが好
ましく用いられる。These cationic porphine derivatives are present in the material together with appropriate anions. The selection of the anion is a difficult decision made from the viewpoint of compatibility with the host component.
p-toluenesulfonate ion, l-1Br-1C
I-1Cub4-1CHICO2-1BFa- and the like are preferably used.
５、１０．１５．２０−テトラ（４−Ｎ、Ｎ、Ｎ−トリ
アルキルアミノフェニル）ポルフィンは、アセトアミノ
ベンズアルデヒドとビロールから合成した５、 １０．
１５．２０−テトラ（４−アセトアミノフェニル）ポル
フィンを酸で加水分解した後、ヨウ化アルキルなどの４
級化剤と反応させて得られる。また、５，１０，１５．
２０−テトラ（４−Ｎ−アルキルピリジニウム）ポルフ
ィンは、５．１０．１５．２０−テトラ（４−Ｎ−ピリ
ジル）ポルフィンをヨウ化アルキルなどの４級化剤で４
級化して得られる。5,10.15.20-Tetra(4-N,N,N-trialkylaminophenyl)porphine was synthesized from acetaminobenzaldehyde and virol5,10.
15. After hydrolysis of 20-tetra(4-acetaminophenyl)porphine with acid, 4
Obtained by reacting with a grading agent. Also, 5, 10, 15.
20-tetra(4-N-alkylpyridinium)porphine is produced by converting 5.10.15.20-tetra(4-N-pyridyl)porphine with a quaternizing agent such as alkyl iodide.
Obtained by grading.
アニオン性基としては、３０３−基、ＣＯ２−基、〇−
基などが好ましく用いられる。ホスト中で安）で表され
るポルフィン誘導体が好ましく用いられる。これは、一
般式［Ｄ］のポルフィン誘導体においては、ポルフィン
環とアニオン性基がフェニル基により隔てられているこ
とから、アニオン部の影響がポルフィン環の光化学反応
性に及びにくいからである。Examples of anionic groups include 303- group, CO2- group, 〇-
and the like are preferably used. Porphine derivatives represented by the following formula in the host are preferably used. This is because in the porphine derivative of general formula [D], the porphine ring and the anionic group are separated by the phenyl group, so that the anion moiety is less likely to affect the photochemical reactivity of the porphine ring.
このアニオン性基を有するポルフィン誘導体は材料中で
は適当なカチオンとともに存在する。カチオンの選択は
ホスト成分との相溶性の観点からなされるべきものでお
るが、アルカリ金属イオン、水素イオン、アルカリ土類
金属イオン、アンモニウムイオンが好ましく用いられる
。This porphine derivative having an anionic group is present in the material together with a suitable cation. The cation should be selected from the viewpoint of compatibility with the host component, and alkali metal ions, hydrogen ions, alkaline earth metal ions, and ammonium ions are preferably used.
また、このアニオン性基を有するポルフィン誘導体は、
５，１０，１５．２０−テトラフェニルポルフィンを多
塩基酸と反応させるか、または、アニオン性基となりう
る基を有するベンズアルデヒド誘導体とピロールとから
合成した前駆体から得られる。In addition, this porphine derivative having an anionic group is
It can be obtained by reacting 5,10,15.20-tetraphenylporphine with a polybasic acid, or from a precursor synthesized from pyrrole and a benzaldehyde derivative having a group that can be an anionic group.
両性イオン性基を有するポルフィン誘導体としては、テ
トラ［３−（Ｎ−スルフォナトアルキルートアルキルア
ミノ）フェニル］ポルフィン、テトラ［３−（Ｎ−カル
ボナトアルキル−Ｎ−フルキルアミノ）フェニル］ポル
フィン、テトラ［４−（Ｎ−スルフォナトアルキル〉ピ
リジニウム］ポルフィン、テトラ［４−（Ｎ−カルボナ
トアルキル）ピリジニウム］ポルフィンなどが好ましく
用いられる。Examples of porphine derivatives having a zwitterionic group include tetra[3-(N-sulfonatoalkyrootalkylamino)phenyl]porphine, tetra[3-(N-carbonatoalkyl-N-fulkylamino)phenyl]porphine, tetra [4-(N-sulfonatoalkyl)pyridinium]porphine, tetra[4-(N-carbonatoalkyl)pyridinium]porphine, and the like are preferably used.
本発明におけるケイ酸ガラスとしては、ゲスト成分であ
るイオン性基を有するポルフィン誘導体と相溶するもの
であればいかなるものでもよいが、ケイ酸ガラスのモノ
マ溶液にゲスト化合物が分散でき、しかも、その分散状
態が弱酸あるいは弱塩基による重合反応においても損な
われないことから、テトラメトキシシランあるいはテト
ラエトキシシランから合成したケイ酸ガラスが好ましく
用いられる。The silicate glass in the present invention may be of any type as long as it is compatible with the porphine derivative having an ionic group as a guest component, but it is preferable that the guest compound can be dispersed in the monomer solution of the silicate glass. Silicate glass synthesized from tetramethoxysilane or tetraethoxysilane is preferably used because the dispersion state is not impaired even in a polymerization reaction with a weak acid or base.
本発明の光記録材料中におけるゲスト成分の濃度は、こ
れが高すぎるとゲスト分子間でのエネルギ移動によりホ
ール生成特性が劣化し、また、低すぎると記録読取時の
Ｓ／Ｎが小さくなることから制限を受ける。したがって
、ゲスト分子間はホストでおるケイ酸ガラスの体積を基
準として１０−１〜１０−５Ｍであり、特に、１０−２
〜１０″４Ｍであることが好ましい。If the concentration of the guest component in the optical recording material of the present invention is too high, hole generation characteristics will deteriorate due to energy transfer between guest molecules, and if it is too low, the S/N during recording and reading will decrease. subject to restrictions. Therefore, the distance between guest molecules is 10-1 to 10-5 M based on the volume of silicate glass as a host, and in particular, 10-2
~10″4M is preferred.
また、本発明の記録材料には、イオン性基を有するポル
フィン誘導体の吸収帯に重なる吸収帯をもたない安定剤
などの添加物を加えてもよいが、ゲスト成分とホスト成
分が主成分として、仝休の９５％以上含まれていること
が好ましい。これは、添加物によって、ホスト・ゲスト
間の相互作用が損なわれないようにするためである。Furthermore, the recording material of the present invention may contain additives such as stabilizers that do not have an absorption band that overlaps with the absorption band of the porphine derivative having an ionic group, but the guest component and the host component may be the main components. , it is preferable that 95% or more of the rest is contained. This is to prevent the interaction between host and guest from being impaired by the additive.
「実施例］
以下に、実施例に基づいてさらに詳細に説明するが、本
発明はこれに限定されるものではない。"Examples" The present invention will be described in more detail based on Examples below, but the present invention is not limited thereto.
（実施例１）
テトラソデイウム５．１０．１５．２０−テトラ（４−
スルフォナトフェニル）ポルフィン（和光紬薬製）０゜
０４ｇを、テトラメトキシシラン（信越化学工業製＞１
０ｍ１、メタノール２０ｍ１および水２０ｍ１の混合溶
液に溶解させた後、０．１Ｎアンモニア水０．５ｍｌを
触媒としてゲル化させた。これをシャーレ中で乾燥させ
て厚６０．５ｍｍのフィルムを得た。このフィルムを液
体ヘリウム温度まで冷却後、波長６４５ｎｍ、強度１ｍ
Ｗ／−のレーザー光を１分間照射してＰＨＢホールを形
成した。この後、フィルムを所定の温度まで昇温し、再
び液体ヘリウム温度まで冷却してＰ）−１８ホールの半
値幅を測定した。(Example 1) Tetrasodium 5.10.15.20-tetra(4-
0.04 g of sulfonatophenyl)porphine (manufactured by Wako Tsumugi Co., Ltd.) was added to tetramethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd. > 1
After dissolving in a mixed solution of 0 ml, 20 ml of methanol, and 20 ml of water, gelation was performed using 0.5 ml of 0.1N ammonia water as a catalyst. This was dried in a Petri dish to obtain a film with a thickness of 60.5 mm. After cooling this film to liquid helium temperature, the wavelength was 645 nm and the intensity was 1 m.
PHB holes were formed by irradiating W/- laser light for 1 minute. Thereafter, the film was heated to a predetermined temperature, cooled again to liquid helium temperature, and the half width of the P)-18 hole was measured.
（比較例１）
アイツタクチイックポリメチルメタクリレート（分子量
＝４０００００＞１０ｇをトルエン１２Ｑｍｌに溶解さ
せた後、テトラフェニルポルフィン０．０５Ｑを加えた
。この溶液をシャーレ中で乾燥させることにより、ゲス
ト濃度１０−２Ｍ、厚さ０．５ｍｍのフィルムを作り、
これを対照試料とした。上と同様にして液体ヘリウム温
度でＰＨ８ホールを形成した後、フィルムを所定の温度
まで昇温、再び液体ヘリウム温度まで冷却してＰＨＢホ
ールの半値幅を測定した。(Comparative Example 1) After dissolving 10 g of tactical polymethyl methacrylate (molecular weight = 400000 > 10 g in 12 Q ml of toluene, 0.05 Q of tetraphenylporphine was added. By drying this solution in a petri dish, the guest concentration was 10 -Made a 2M, 0.5mm thick film,
This was used as a control sample. After forming PH8 holes at liquid helium temperature in the same manner as above, the film was heated to a predetermined temperature, cooled again to liquid helium temperature, and the half width of the PHB hole was measured.
図面は、レーザー光を照射した直後のＰ ｌ−Ｉ Ｂホ
ールの半値幅く「。）と、昇温、再冷却後の半値幅（［
）との差を昇温湿度に対して図示したものである。テト
ラソデイウム５，１０，１５．２０−テトラ（４−スル
フォナトフェニル）ポルフィンをテトラメトキシシラン
から合成したケイ酸ガラスに分散させた実施例１の試料
を用いた場合を・で、テトラフェニルポルフィンをアイ
ツタクチイックポリメチルメタクリレートに分散させた
比較例１の試料を用いた場合をＸで、それぞれ示した。The drawing shows the half-width of the P l-I B hole immediately after laser beam irradiation (.) and the half-width ([
) is illustrated as a function of temperature and humidity. When using the sample of Example 1 in which tetrasodium 5,10,15.20-tetra(4-sulfonatophenyl)porphine was dispersed in silicate glass synthesized from tetramethoxysilane, tetraphenylporphine was dispersed. X indicates the case where the sample of Comparative Example 1 dispersed in tactical polymethyl methacrylate was used.
実施例１の試料の方が昇温、再冷却後のＰＨＢホールの
半値幅の増大が少なく、熱安定性に優れていることが分
かる。It can be seen that the sample of Example 1 shows less increase in the half width of PHB holes after heating and recooling, and has excellent thermal stability.
（実施例２）
５．１０，１５．２０−テトラ（４−Ｎ−メチルピリジ
ニウム）ポルフィンテトラアイオダイド〈和光紬薬Ｍ）
０゜０４ｇを、テトラメトキシシラン（信越化学工業製
＞１０ｍ１、メタノール２０ｍ１および水２０ｍ１の混
合溶液に溶解させた後、０．１Ｎアンモニア水０．５ｍ
ｌを触媒としてゲル化させた。これをシャーレ中で乾燥
させて厚さＱ、５ｍｍのフィルムを得た。このフィルム
を液体ヘリウム温度まで冷却後、波長６４５ｎｍ、強度
１ ｍＷｌｏＴＦのレーザー光を１分間照射することに
よりＰＨＢホ〜ルを形成できた。(Example 2) 5.10,15.20-tetra(4-N-methylpyridinium)porphine tetraiodide (Wako Tsumugi Pharmaceutical M)
After dissolving 0.04 g of tetramethoxysilane (manufactured by Shin-Etsu Chemical > 10 ml) in a mixed solution of 20 ml of methanol and 20 ml of water, 0.5 ml of 0.1N ammonia water was added.
1 was used as a catalyst for gelation. This was dried in a petri dish to obtain a film with a thickness Q of 5 mm. After cooling this film to liquid helium temperature, it was irradiated with a laser beam having a wavelength of 645 nm and an intensity of 1 mWloTF for 1 minute, thereby forming PHB holes.
［本発明の効果］
本発明のポルフィン系光記録材料は、従来の光記録材料
に比べて、熱安定性が増大し、昇温後のホール回復率が
高い。[Effects of the Present Invention] The porphine-based optical recording material of the present invention has increased thermal stability and a high hole recovery rate after temperature rise, compared to conventional optical recording materials.
図面は、実施例１と比較例１について、昇温、再冷却後
のＰＨＢホールの半値幅の増加量を図示したものでおる
。実施例１の結果を・、比較例１の結果をＸで示した。The drawings illustrate the amount of increase in half width of PHB holes after heating and recooling for Example 1 and Comparative Example 1. The results of Example 1 are indicated by . and the results of Comparative Example 1 are indicated by X.
Claims (1)
物であって、 （イ）ゲスト成分が、下記一般式［Ａ］で示されるイオ
ン性基を有するポルフィン誘導体であり、 （ロ）ホスト成分が、ケイ酸ガラスである ことを特徴とするポルフィン系光記録材料。 ▲数式、化学式、表等があります▼［Ａ］ （式中、Ｘ＿１、Ｘ＿２、Ｘ＿３、Ｘ＿４から選ばれる
少なくとも１つは、イオン性基を有するアリール基また
は炭素数１〜６のアルキル基を有するイオン性ヘテロ環
基であり、その他は、水素原子または非イオン性基であ
る。）(1) A composition comprising a guest component and a host component as main components, (a) the guest component is a porphine derivative having an ionic group represented by the following general formula [A], and (b) a host component. A porphine-based optical recording material characterized in that it is silicate glass. ▲There are mathematical formulas, chemical formulas, tables, etc.▼ [A] (In the formula, at least one selected from X_1, X_2, X_3, and X_4 has an aryl group having an ionic group or an alkyl group having 1 to 6 carbon atoms. (It is an ionic heterocyclic group, and the others are hydrogen atoms or nonionic groups.)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63126987A JPH01297292A (en) | 1988-05-26 | 1988-05-26 | Porphin-series optical recording material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63126987A JPH01297292A (en) | 1988-05-26 | 1988-05-26 | Porphin-series optical recording material |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH01297292A true JPH01297292A (en) | 1989-11-30 |
| JPH0545933B2 JPH0545933B2 (en) | 1993-07-12 |
Family
ID=14948851
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63126987A Granted JPH01297292A (en) | 1988-05-26 | 1988-05-26 | Porphin-series optical recording material |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH01297292A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2681445A1 (en) * | 1991-09-12 | 1993-03-19 | Inst Optique Theorique Appli | Dynamic optical memory and method for obtaining a local birefringent modification which is permanent but modifiable |
| US7470677B2 (en) | 1993-10-15 | 2008-12-30 | Aeolus Pharmaceuticals, Inc. | Oxidant scavengers |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60136702A (en) * | 1983-12-26 | 1985-07-20 | Seiko Epson Corp | Window pane made of synthetic resin |
| JPS6132051A (en) * | 1984-07-23 | 1986-02-14 | Nippon Telegr & Teleph Corp <Ntt> | Wavelength selecting optical storage material |
-
1988
- 1988-05-26 JP JP63126987A patent/JPH01297292A/en active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60136702A (en) * | 1983-12-26 | 1985-07-20 | Seiko Epson Corp | Window pane made of synthetic resin |
| JPS6132051A (en) * | 1984-07-23 | 1986-02-14 | Nippon Telegr & Teleph Corp <Ntt> | Wavelength selecting optical storage material |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2681445A1 (en) * | 1991-09-12 | 1993-03-19 | Inst Optique Theorique Appli | Dynamic optical memory and method for obtaining a local birefringent modification which is permanent but modifiable |
| US7470677B2 (en) | 1993-10-15 | 2008-12-30 | Aeolus Pharmaceuticals, Inc. | Oxidant scavengers |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0545933B2 (en) | 1993-07-12 |
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