JPH0314877B2 - - Google Patents
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- Publication number
- JPH0314877B2 JPH0314877B2 JP10897887A JP10897887A JPH0314877B2 JP H0314877 B2 JPH0314877 B2 JP H0314877B2 JP 10897887 A JP10897887 A JP 10897887A JP 10897887 A JP10897887 A JP 10897887A JP H0314877 B2 JPH0314877 B2 JP H0314877B2
- Authority
- JP
- Japan
- Prior art keywords
- mol
- fulgide
- added
- concentrated
- film
- 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.)
- Expired
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- 239000000463 material Substances 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 21
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 11
- 239000000243 solution Substances 0.000 description 9
- 239000010408 film Substances 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 239000012044 organic layer Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 238000000862 absorption spectrum Methods 0.000 description 3
- 150000008065 acid anhydrides Chemical class 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000004440 column chromatography Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 125000001165 hydrophobic group Chemical group 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000010409 thin film Substances 0.000 description 3
- GSNUFIFRDBKVIE-UHFFFAOYSA-N 2,5-dimethylfuran Chemical compound CC1=CC=C(C)O1 GSNUFIFRDBKVIE-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- RHDGNLCLDBVESU-UHFFFAOYSA-N but-3-en-4-olide Chemical compound O=C1CC=CO1 RHDGNLCLDBVESU-UHFFFAOYSA-N 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 239000012312 sodium hydride Substances 0.000 description 2
- 229910000104 sodium hydride Inorganic materials 0.000 description 2
- 239000006228 supernatant Substances 0.000 description 2
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical group C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 description 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 1
- 239000012346 acetyl chloride Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 125000001118 alkylidene group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- VNMOLXCZHAEEMR-UHFFFAOYSA-J benzene;tin(4+);tetrachloride Chemical compound Cl[Sn](Cl)(Cl)Cl.C1=CC=CC=C1 VNMOLXCZHAEEMR-UHFFFAOYSA-J 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 150000001990 dicarboxylic acid derivatives Chemical class 0.000 description 1
- -1 diethyl succinate anhydride Chemical class 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- WTBAHSZERDXKKZ-UHFFFAOYSA-N octadecanoyl chloride Chemical compound CCCCCCCCCCCCCCCCCC(Cl)=O WTBAHSZERDXKKZ-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 239000011043 treated quartz Substances 0.000 description 1
Landscapes
- Furan Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Description
【発明の詳細な説明】 産業上の利用分野 本発明はフオトクロミツク材料に関する。[Detailed description of the invention] Industrial applications The present invention relates to photochromic materials.
従来の技術
従来、可逆的な色の変化を生ずる材料としてフ
オトクロミツク材料が知られている。フオトクロ
ミツク材料の一つとしてフルギドが挙げられる。
（１）がフルギドの一般式である。つまりフルギ
ドは、無水こはく酸あるいはその誘導体の二つの
メチレン炭素に、それぞれアルキリデン基がつい
ている化合物である。BACKGROUND ART Conventionally, photochromic materials have been known as materials that produce reversible color changes. Fulgide is one of the photochromic materials.
(1) is the general formula of fulgide. In other words, fulgide is a compound in which alkylidene groups are attached to each of the two methylene carbons of succinic anhydride or its derivatives.
（ただし、R2，R3のうち少なくとも一つは芳香
環、Ｘ＝Ｏ、Ｎ−Ｒ）
現在までに数多くのフルギドが発表されてい
る。フルギド（２）はその中においてもつとも優
れたフオトクロミツク特性を有したフルギドのひ
とつである。このフルギド（２）に337nmの紫外
光を照射すると閉環して、ベンゾフラン形（３）
に変化し、赤色を呈する。473nmの可視光をあて
ると再び（２）に戻る。 (However, at least one of R 2 and R 3 is an aromatic ring, X=O, NR) Many fulgides have been published to date. Fulgide (2) is one of the fulgides that has excellent photochromic properties. When this fulgide (2) is irradiated with 337 nm ultraviolet light, the ring closes and the benzofuran form (3) is formed.
The color changes to red. When exposed to visible light of 473 nm, it returns to (2) again.
この性質を用いて、フルギドの光記憶媒体、光
量子検知素子、光エネルギー変換素子などへの応
用研究が行われている。 Using this property, research is being conducted to apply fulgide to optical storage media, photon detection devices, optical energy conversion devices, etc.
発明が解決しようとする問題点
エレクトロニクス部品の小型化にともない、フ
オトクロミツク化合物を光記録媒体、光量子検知
素子などへ利用する場合、薄膜化することが望ま
れる。有機化合物の規則正しい薄膜であるLB（ラ
ンニングミユアーブロジエツト）膜を形成するた
めには、分子の中に、疎水性を有する基（例え
ば、炭化水素鎖）及び、親水性を有する基（例え
ば、カルボニル基）を含む必要がある。ところ
が、従来のフルギド（２）は、疎水性を有しない
ため、LB法で薄膜化することができなかつた。
また、フルギド（２）への疎水基の導入、合成す
る上で、困難を伴うことが多かつた。Problems to be Solved by the Invention With the miniaturization of electronic components, it is desired that photochromic compounds be made into thin films when used in optical recording media, photon detection elements, etc. In order to form an LB (running strand) film, which is an ordered thin film of an organic compound, it is necessary to combine hydrophobic groups (e.g., hydrocarbon chains) and hydrophilic groups (e.g., carbonyl group). However, since conventional fulgide (2) does not have hydrophobicity, it has not been possible to make it into a thin film using the LB method.
Furthermore, it was often difficult to introduce and synthesize a hydrophobic group into fulgide (2).
問題点を解決するための手段 下記一般式で示されるフオトクロミツク材料。Means to solve problems A photochromic material represented by the general formula below.
（ただしＲはＣ＝５〜31のアルキル基）
作 用
親水基と疎水基を合わせ持つ本フオトクロミツ
ク材料は、合成が容易であり、フルギドの有する
フオトクロミツク特性を全く損なうことなくLB
法による薄膜化が可能である。(However, R is an alkyl group with C=5 to 31) Function This photochromic material, which has both hydrophilic and hydrophobic groups, is easy to synthesize and can be used for LB without impairing the photochromic properties of fulgide.
It is possible to make the film thinner by the method.
実施例
本発明におけるフルギドの一例（以下FIF−Ｏ
と称する。）の化学構造式を以下に示す。Example An example of fulgide in the present invention (hereinafter FIF-O
It is called. ) is shown below.
F1F−Ｏの合成法を以下に示す。 The synthesis method of F1F-O is shown below.
（ステツプ １）
２、５−ジメチルフラン１モルと無水酢酸1.5
モルのベンゼン溶液に、０℃で無水塩化すず
（IV）１モルのベンゼン溶液を、１時間かけて加
えた。数時間かくはんしたのち、氷（1.5Kg）と、
5Mの塩酸（500ml）にあけた。水層を酢酸エチル
で抽出し、あわせた有機層を水で洗浄し、濃縮し
た。メタノールから再結晶することによつて、ケ
トフラン0.8モルを得た。(Step 1) 1 mol of 2,5-dimethylfuran and 1.5 mol of acetic anhydride
Anhydrous tin(IV) chloride (1 molar) in benzene was added to the molar benzene solution over a period of 1 hour at 0°C. After stirring for several hours, add ice (1.5 kg) and
Pour into 5M hydrochloric acid (500ml). The aqueous layer was extracted with ethyl acetate, and the combined organic layers were washed with water and concentrated. 0.8 mol of ketofuran was obtained by recrystallization from methanol.
（ステツプ ２）
水素化ナトリウム１モルに石油エーテルを加
え、５分間かくはんした。静置して上澄みを除い
た後、アセトン1.5モルと無水こはく酸ジエチル
１モルの混合物を加えた。そこへエタノールを１
滴加えると反応が始まり、激しく水素が発生し
た。水素発生がおさまつたのち、ジエチルエーテ
ルを加え更にかくはんした。１時間後反応混合物
を酢酸エチルで薄め、1Mの炭酸ナトリウム水溶
液で抽出して注意深く酸性にすると、有機層が遊
離してきた。それを酢酸エチルで抽出し、無水硫
酸マグネシウムで乾燥、濃縮してハーフエステル
0.8モルを得た。 (Step 2) Petroleum ether was added to 1 mol of sodium hydride and stirred for 5 minutes. After standing still and removing the supernatant, a mixture of 1.5 mol of acetone and 1 mol of diethyl succinate anhydride was added. Add 1 ethanol to it
When added dropwise, the reaction started and hydrogen was violently evolved. After hydrogen generation had subsided, diethyl ether was added and further stirred. After 1 hour, the reaction mixture was diluted with ethyl acetate and carefully acidified by extraction with 1M aqueous sodium carbonate solution to liberate the organic layer. It was extracted with ethyl acetate, dried over anhydrous magnesium sulfate, and concentrated to form a half ester.
0.8 mol was obtained.
（ステツプ ３）
ステツプ２で得たハーフエステル0.8モルをエ
タノール500mlに溶かし、濃硫酸50mlを加えて加
熱還流した。３時間後濃縮し、残査をエーテルで
薄めたものを炭酸水素ナトリウム水溶液で洗浄し
て、再び乾燥、濃縮した。得られた残査をカラム
クロマトグラフイーで分取することによつてジエ
ステル0.8モルを得た。 (Step 3) 0.8 mol of the half ester obtained in Step 2 was dissolved in 500 ml of ethanol, 50 ml of concentrated sulfuric acid was added, and the mixture was heated to reflux. After 3 hours, it was concentrated, and the residue was diluted with ether, washed with an aqueous sodium bicarbonate solution, dried and concentrated again. The resulting residue was fractionated by column chromatography to obtain 0.8 mol of diester.
（ステツプ ４）
水素化ナトリウム1.2モルに石油エーテルを加
え５分間かくはんした。静置して上澄みを除いた
後、ステツプ１で得たケトフラン0.8モルと、ス
テツプ３で得たジエステル0.8モルの混合物を、
できるだけ少量の石油エーテルに溶かして加え
た。そこへエタノールを１滴加えると反応が始ま
り、激しく水素が発生した。水素発生がおさまつ
たのち、ジエチルエーテルを加え更にかくはんを
続けた。１時間後反応混合物を酢酸エチルで薄
め、1Mの炭酸ナトリウム水溶液で抽出して注意
深く酸性にすると、有機層が遊離してきた。それ
を酢酸エチルで抽出し、無水硫酸マグネシウムで
乾燥、濃縮した。得られた残査をカラムクロマト
グラフイーで分取することによつて、ハーフエス
テル0.5モルを得た。 (Step 4) Petroleum ether was added to 1.2 mol of sodium hydride and stirred for 5 minutes. After leaving to stand still and removing the supernatant, add a mixture of 0.8 mol of ketofuran obtained in step 1 and 0.8 mol of diester obtained in step 3.
It was dissolved in as little petroleum ether as possible and added. When one drop of ethanol was added thereto, the reaction started and hydrogen was violently generated. After hydrogen generation had subsided, diethyl ether was added and stirring was continued. After 1 hour, the reaction mixture was diluted with ethyl acetate and carefully acidified by extraction with 1M aqueous sodium carbonate solution to liberate the organic layer. It was extracted with ethyl acetate, dried over anhydrous magnesium sulfate, and concentrated. The obtained residue was fractionated by column chromatography to obtain 0.5 mol of half ester.
（ステツプ ５）
得られたハーフエステル0.5モルを５％アルコ
ール性水酸化カリウムに溶かして15時間加熱還流
したのち、6N塩酸にあけて酢酸エチルで抽出し
無水硫酸ナトリウムで乾燥、濃縮することによ
り、ジカルボン酸0.3モルを得た。さらにこのジ
カルボン酸0.3モルに塩化アセチル100mlを加え、
室温で10分間かくはんした。その後反応混合物を
濃縮し、残査をシリカゲルカラムクロマトグラフ
イーを用いて分離精製した。このようにして得ら
れた酸無水物は、Ｅ体とＺ体の混合物であつた。
この混合物を、再結晶によつて分離し、フオトク
ロミズムを示すＥ体酸無水物0.05モルを得た。 (Step 5) 0.5 mol of the obtained half ester was dissolved in 5% alcoholic potassium hydroxide, heated under reflux for 15 hours, poured into 6N hydrochloric acid, extracted with ethyl acetate, dried over anhydrous sodium sulfate, and concentrated. 0.3 mol of dicarboxylic acid was obtained. Furthermore, 100 ml of acetyl chloride was added to 0.3 mol of this dicarboxylic acid,
Stir for 10 minutes at room temperature. Thereafter, the reaction mixture was concentrated, and the residue was separated and purified using silica gel column chromatography. The acid anhydride thus obtained was a mixture of E-form and Z-form.
This mixture was separated by recrystallization to obtain 0.05 mol of E acid anhydride exhibiting photochromism.
（ステツプ ６）
Ｅ体酸無水物0.05モルと塩化ステアロイル0.05
モルのベンゼン溶液に塩化すず0.1モルのベンゼ
ン溶液を加え、室温で１時間かくはんのち、氷
（0.5Kg）と5Mの塩酸（100ml）にあけた。水層を
酢酸エチルで抽出し、あわせた有機層を水で洗
浄、濃縮し、カラムクロマトグラフイーで粗精製
したのち、メタノールから再結晶を２回行うこと
によつて、目的のフルギドF1F−Ｏを0.01モル得
た。 (Step 6) 0.05 mol of E acid anhydride and 0.05 mol of stearoyl chloride
A 0.1 mol tin chloride benzene solution was added to a 0.1 mol tin chloride solution in benzene, and after stirring at room temperature for 1 hour, the mixture was poured into ice (0.5 kg) and 5M hydrochloric acid (100 ml). The aqueous layer was extracted with ethyl acetate, the combined organic layers were washed with water, concentrated, roughly purified by column chromatography, and then recrystallized twice from methanol to obtain the desired fulgide F1F-O. 0.01 mole of was obtained.
以上の方法で合成したフルギドF1F−Ｏのヘキ
サン溶液の紫外可視吸収スペクトルを第１図の曲
線Ａに示す。この溶液にλ＝280nmの紫外光を照
射すると、閉環して黄色に着色した。この紫外可
視吸収スペクトルを第１図の曲線Ｂに示す。さら
にλ＝450nmの可視光を照射すると、再び開環し
て無色形に戻つた。無色形、有色形共に、暗所で
は非常に安定であつた。 Curve A in FIG. 1 shows the ultraviolet-visible absorption spectrum of a hexane solution of fulgide F1F-O synthesized by the above method. When this solution was irradiated with ultraviolet light of λ=280 nm, the ring was closed and colored yellow. This ultraviolet-visible absorption spectrum is shown as curve B in FIG. When further irradiated with visible light of λ = 450 nm, the ring opened again and returned to the colorless form. Both the colorless and colored forms were very stable in the dark.
このフルギドのベンゼン溶液を中性のりん酸バ
ツフアーに展開し、シラン処理を施した石英基板
に累積したところ、良好なLB膜が得られ、さら
にこのLB膜は、ヘキサン溶液中と同様のフオト
クロミズムを示した。 When this benzene solution of fulgide was developed in a neutral phosphoric acid buffer and accumulated on a silane-treated quartz substrate, a good LB film was obtained. showed that.
なお、ＲがＣ＝15〜19のフルギドはまつたく同
様に良好なLB膜が得られ、もつとも望ましい。
Ｃ＝５のフルギドでもLB膜を形成可能であるが、
Ｃ＝４のフルギドでは、良好なLB膜を得ること
ができなかつた。 In addition, fulgide in which R is C=15 to 19 is also desirable since a good LB film can be obtained as well.
Although it is possible to form an LB film with C=5 fulgide,
With fulgide of C=4, it was not possible to obtain a good LB film.
さらに、Ｃ＝31のフルギドでもLB膜の形成は
可能であるが、それ以上の長鎖の化合物について
は、原料の酸塩化物を得るのが困難である。 Furthermore, although it is possible to form an LB film using fulgide with C=31, it is difficult to obtain acid chloride as a raw material for compounds with longer chains.
発明の効果
本発明により、LB膜を形成するフオトクロミ
ツク材料の提供が可能になり、その波乃効果は大
である。Effects of the Invention The present invention makes it possible to provide a photochromic material for forming an LB film, and its effects are significant.
１図は、本発明の実施例で用いたフルギド
（FIF−Ｏ）と、その有色形のヘキサン中におけ
る紫外可視吸収スペクトル図である。
FIG. 1 is an ultraviolet-visible absorption spectrum diagram of fulgide (FIF-O) used in an example of the present invention and its colored form in hexane.
Claims (1)
料。 （ただしＲは炭素数５〜31のアルキル鎖） [Claims] 1. A photochromic material represented by the following general formula. (However, R is an alkyl chain with 5 to 31 carbon atoms)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10897887A JPS63273687A (en) | 1987-05-06 | 1987-05-06 | Photochromic material |
| US07/174,406 US4845240A (en) | 1987-05-06 | 1988-03-28 | Optical recording medium and process for producing the same |
| US07/343,509 US4937120A (en) | 1987-05-06 | 1989-04-27 | Optical recording medium and process for producing the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10897887A JPS63273687A (en) | 1987-05-06 | 1987-05-06 | Photochromic material |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63273687A JPS63273687A (en) | 1988-11-10 |
| JPH0314877B2 true JPH0314877B2 (en) | 1991-02-27 |
Family
ID=14498475
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10897887A Granted JPS63273687A (en) | 1987-05-06 | 1987-05-06 | Photochromic material |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63273687A (en) |
-
1987
- 1987-05-06 JP JP10897887A patent/JPS63273687A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS63273687A (en) | 1988-11-10 |
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