JPH01242579A - Benzothiopyrylium compound - Google Patents
Benzothiopyrylium compoundInfo
- Publication number
- JPH01242579A JPH01242579A JP63068880A JP6888088A JPH01242579A JP H01242579 A JPH01242579 A JP H01242579A JP 63068880 A JP63068880 A JP 63068880A JP 6888088 A JP6888088 A JP 6888088A JP H01242579 A JPH01242579 A JP H01242579A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- benzothiopyrylium
- acid
- alkyl
- 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
- -1 Benzothiopyrylium compound Chemical class 0.000 title claims abstract description 14
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 13
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 9
- 150000001450 anions Chemical class 0.000 claims abstract description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 12
- 150000001875 compounds Chemical class 0.000 abstract description 11
- 239000000463 material Substances 0.000 abstract description 11
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 4
- 239000001257 hydrogen Substances 0.000 abstract description 4
- 239000002904 solvent Substances 0.000 abstract description 4
- NASMJMJQAAQVHI-UHFFFAOYSA-N thiochromenylium Chemical compound [S+]1=CC=CC2=CC=CC=C21 NASMJMJQAAQVHI-UHFFFAOYSA-N 0.000 abstract description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract description 3
- 239000002253 acid Substances 0.000 abstract description 3
- 238000004040 coloring Methods 0.000 abstract description 3
- NXPHGHWWQRMDIA-UHFFFAOYSA-M magnesium;carbanide;bromide Chemical compound [CH3-].[Mg+2].[Br-] NXPHGHWWQRMDIA-UHFFFAOYSA-M 0.000 abstract description 3
- 239000002994 raw material Substances 0.000 abstract description 3
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 230000003287 optical effect Effects 0.000 abstract description 2
- 239000004065 semiconductor Substances 0.000 abstract description 2
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- XTEGARKTQYYJKE-UHFFFAOYSA-N chloric acid Chemical compound OCl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-N 0.000 abstract 1
- 229940005991 chloric acid Drugs 0.000 abstract 1
- 238000005520 cutting process Methods 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000000049 pigment Substances 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 239000013078 crystal Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000000921 elemental analysis Methods 0.000 description 3
- UKUVVAMSXXBMRX-UHFFFAOYSA-N 2,4,5-trithia-1,3-diarsabicyclo[1.1.1]pentane Chemical compound S1[As]2S[As]1S2 UKUVVAMSXXBMRX-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- GIQPSSZMIZARDW-UHFFFAOYSA-N 2-phenylthiochromen-4-one Chemical compound S1C2=CC=CC=C2C(=O)C=C1C1=CC=CC=C1 GIQPSSZMIZARDW-UHFFFAOYSA-N 0.000 description 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
- BGNGWHSBYQYVRX-UHFFFAOYSA-N 4-(dimethylamino)benzaldehyde Chemical compound CN(C)C1=CC=C(C=O)C=C1 BGNGWHSBYQYVRX-UHFFFAOYSA-N 0.000 description 1
- RUKJCCIJLIMGEP-ONEGZZNKSA-N 4-dimethylaminocinnamaldehyde Chemical compound CN(C)C1=CC=C(\C=C\C=O)C=C1 RUKJCCIJLIMGEP-ONEGZZNKSA-N 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- 229940071870 hydroiodic acid Drugs 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011232 storage material Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- LEMQFBIYMVUIIG-UHFFFAOYSA-N trifluoroborane;hydrofluoride Chemical compound F.FB(F)F LEMQFBIYMVUIIG-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0622—Heterocyclic compounds
- G03G5/0624—Heterocyclic compounds containing one hetero ring
- G03G5/0635—Heterocyclic compounds containing one hetero ring being six-membered
- G03G5/0637—Heterocyclic compounds containing one hetero ring being six-membered containing one hetero atom
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0664—Dyes
- G03G5/0666—Dyes containing a methine or polymethine group
- G03G5/0668—Dyes containing a methine or polymethine group containing only one methine or polymethine group
- G03G5/067—Dyes containing a methine or polymethine group containing only one methine or polymethine group containing hetero rings
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Photoreceptors In Electrophotography (AREA)
- Thermal Transfer Or Thermal Recording In General (AREA)
- Optical Filters (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は新規なベンゾチオピリリウム系化合物：（関す
るものであり、詳しくは、染料、高分子の着色材料又は
液晶用二色性色素、電子写真プリンターの電子写真感光
材料、光デイスク用記録材料、近赤外線カットフィルタ
ー用材料等の半導体レーザー利用分野で有用なペンゾチ
オビＩＪ ＩＪウム系化合物およびその製造原料となる
ペンゾチオビＩＪ ＩＪウム系化合物に関するものであ
る。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a novel benzothiopyrylium compound (specifically, a dye, a polymeric coloring material or a dichroic dye for liquid crystals, Related to penzothiobi-IJ-IJium-based compounds that are useful in semiconductor laser application fields such as electrophotographic photosensitive materials for electrophotographic printers, recording materials for optical disks, and materials for near-infrared cut filters, and penzothiobi-IJ-IJium-based compounds that are raw materials for their production. It is.
本発明は、新規な着色・記録素材として有用な新規なペ
ンゾチオピＩＪ ＩＪウム系化合物を提供することを目
的とする。An object of the present invention is to provide a novel penzothiopi-IJium-based compound useful as a novel coloring/recording material.
即ち、本発明の目的は、
（１）−数式〔Ｉ〕
（式中、Ｒ１は、水素原子、アルキル基またはアルコキ
シ基を示し、汐は陰イオンを示す。）で表わされるベン
ゾチオピリリウム系化合物および
（２）−数式［１１）
（式中、Ｒ１は水素原子、アルキル基またはアルコキシ
基を示し、Ｒ２，Ｒ３はアルコキシ基で置換されていて
もよいアルキル基を示し、汐は陰イオンを示し、ｎは／
またはコを示す。）で表わされるベンゾチオピリリウム
系化合物を提供すること忙ある。That is, the object of the present invention is to provide a benzothiopyrylium system represented by (1)-formula [I] (wherein R1 represents a hydrogen atom, an alkyl group, or an alkoxy group, and Shio represents an anion). Compound and (2) - Formula [11] (In the formula, R1 represents a hydrogen atom, an alkyl group or an alkoxy group, R2 and R3 represent an alkyl group which may be substituted with an alkoxy group, and Shio represents an anion. and n is /
Or indicate ko. ) We are currently busy providing benzothiopyrylium compounds represented by:
一般式〔Ｉ〕および一般式（ＩＩ）におけるＲ１で示さ
れるアルキル基の具体例としてはメチル基、エチル基、
ｎ−プロピル基、ｎ−ブチル基、ｔｅｒ ｔ−ブチル基
、ｎ−ヘプチル基またはｎ−オクチル基等の直鎖状もし
くけ分岐状の炭素数ｌ〜ｇのアルキル基を挙げることが
出来、Ｒ’で表されるアルコキシ基の具体例としてはメ
トキシ基、エトキシ基、ｎ−ブトキシ基、ｎ−へブチル
オキシ基、ｎ−オクチルオキシ基等の直鎖状もしくは分
岐状の炭素数／〜ｇのアルコキシ基を挙げることが出来
る。Specific examples of the alkyl group represented by R1 in general formula [I] and general formula (II) include methyl group, ethyl group,
R Specific examples of the alkoxy group represented by I can list some basics.
一般式（ＩＩ）におけるＲ２ 、 Ｒ３で示されるアル
キル基の具体例としては、メチル基、エチル基、ｎ−ブ
チル基、ｎ−ヘプチル基、ｎ−オクチル基、ｎ−デシル
基等の直鎖状又は分岐状の炭素数／〜ＩＯのアルキル基
を挙げることが出来る。Specific examples of the alkyl group represented by R2 and R3 in general formula (II) include linear groups such as methyl group, ethyl group, n-butyl group, n-heptyl group, n-octyl group, and n-decyl group. Alternatively, a branched alkyl group having carbon number/~IO can be mentioned.
Ｒ２、Ｒ３で示されるアルコキシ基で置換されたアルキ
ル基の具体例としては、メトキシエチル基、エトキシエ
チル基、ｎ−ブトキシエチル基、ｔｅｒ ｔ−ブトキシ
エチル基等の直鎖状もしくは分岐状の炭素数−〜／θの
アルコキシアルキル基を挙げることが出来る。Specific examples of alkyl groups substituted with alkoxy groups represented by R2 and R3 include linear or branched carbon atoms such as methoxyethyl group, ethoxyethyl group, n-butoxyethyl group, and tert-butoxyethyl group. Mention may be made of alkoxyalkyl groups ranging from - to /θ.
陰イオンであるＸｏとしてはＣノＯ？ 、 ＢＦ？ 。As an anion, Xo, is CnoO? , BF? .
Ｂｒｅ、１０またはＣＨ３−Ｑ−８ｏ♀ 等を挙げるこ
とが出来る。Examples include Bre, 10, and CH3-Q-8o♀.
また、−数式［Ｉ）の化合物は一般式（ＩＩ）の化合物
を製造する為の原料として使用される。Moreover, the compound of formula [I] is used as a raw material for producing the compound of general formula (II).
本発明の一般式ＣＩ）のベンゾチオピリリウム□ 系化
合物は例えば次の様にして製造することが出来る。The benzothiopyrylium □ compound of the general formula CI) of the present invention can be produced, for example, in the following manner.
すなわち、下記−数式Ｃｕ１ｌ）
（式中、Ｒ＋は前記−数式〔■〕におけると同一の意義
を有する。）で表わされるチオフラボン系化合物と、ま
ず臭化メチルマグネシウムをエーテル系溶媒等の中で１
０〜７０℃の温度で反応させ、引き続き前記−数式（Ｉ
Ｉ）における陰イオンＸ０を与えうる過塩素酸、ホウフ
ッ化水素酸、ヨウ化水素酸、臭化水素酸、ｆ）−）ルエ
ンスルホン酸等の酸で処理することにより製造すること
が出来る。That is, a thioflavone compound represented by the following formula Cu1l) (wherein R+ has the same meaning as in the above formula [■]) and methylmagnesium bromide are mixed in an ether solvent etc.
The reaction is carried out at a temperature of 0 to 70°C, and then the formula (I
It can be produced by treatment with an acid such as perchloric acid, hydrofluoroboric acid, hydroiodic acid, hydrobromic acid, f)-) luenesulfonic acid, etc., which can provide the anion X0 in I).
また、−数式〔旧のベンゾチオピリリウム系化合物は、
前記−数式（１）のペンゾテオビＩＪ ＩＪウム系化合
物と下記−数式（ＩＶ）
（式中、Ｒ２、Ｒ３は、−数式（ＩＩ）におけると同一
の意義を有する。ｍは０又は／の数を表わす。In addition, - formula [old benzothiopyrylium compound is
The above-mentioned penzotheobi-IJ IJium-based compound of formula (1) and the following formula (IV) (wherein, R2 and R3 have the same meanings as in formula (II); m is 0 or the number of /; represent.
但しｍはｎが／のとき、Ｏを表わし、ｎが２のとき／を
表わす。）で表わされるアルデヒド誘導体を例えばエタ
ノール等のアル弓−ル系溶媒中２０〜／θＯ′ｃで反応
させることにより製造することが出来る。However, m represents O when n is /, and represents / when n is 2. ) can be produced by reacting an aldehyde derivative represented by, for example, in an alkyl solvent such as ethanol at a temperature of 20 to /θO'c.
本発明の一般式（１）のベンゾチオピリリウム系化合物
の具体例としては以下のものが挙げられる。Specific examples of the benzothiopyrylium compound of general formula (1) of the present invention include the following.
また、本発明の一般式Ｃｌ１）のベンゾチオピリリウム
系化合物の具体例としては、以下のものを挙げることが
出来る。Further, as specific examples of the benzothiopyrylium compound of the general formula Cl1) of the present invention, the following can be mentioned.
〔実施例］
次に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、下記の実施例に限定されるものではない。[Examples] Next, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited to the following Examples.
実施例／
チオフラボン！、０９の無水テトラヒドロフラン溶液に
、窒素雰囲気下、３Ｎの臭化メチルマグネシウム９ ｍ
ｅを、室温で滴下し、６時間反応させる１９反応終了後
、７０幅の塩化アンモニア水溶液１００ｍ１を加え、エ
ーテルで抽出し無水硫酸マグネシウムで乾燥後、室温で
溶媒を減圧留去する。残渣を酢酸ｔＩｏｍｉに溶解させ
、乙０多過塩素酸ざ−を滴下し、室温で一晩放置後、エ
ーテルを加え析出する結晶をろ過し、アセトンより再結
晶させ、グーメチル−２＝フェニルベンゾ−／−チオピ
リリウム６．２９を得た。Example/ Thioflavone! , 9 m of 3N methylmagnesium bromide in anhydrous tetrahydrofuran solution of 09 under nitrogen atmosphere.
After the completion of the reaction, 100 ml of a 70% ammonia chloride aqueous solution was added, extracted with ether, dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure at room temperature. The residue was dissolved in acetic acid tIomi, and 0.00% perchloric acid solution was added dropwise. After leaving it at room temperature overnight, ether was added and the precipitated crystals were filtered and recrystallized from acetone to give goomethyl-2=phenylbenzo- /- Thiopyrylium 6.29 was obtained.
このものは、／７！；’Ｃで分解し、元素分析の結果は
、次の通りであった。This thing is /7! The results of elemental analysis were as follows.
理論値 測定値
炭素（支））５７゜（Ｂ ！；６．７り水素（働
、３．ｇ？ ３．７ ／実施例２
ｎ ＝ ／ 、 ＸＯ＝ Ｃ４Ｏ’？ ）ｐ−ジメチル
アミノベンズアルデヒドｏ、ｂｇ、’Ｉ−＃ｆルー一一
フェニルベンソ−１−−ｙ−オピリリウム塩／、０１１
、及びエタノール２０−を共にＳＯ℃で６時間反応させ
放冷後、エーテルを加え析出する結晶をろ過し、アセト
ンより再結晶させ、緑色の結晶／、３ｇを得た。Theoretical value Measured value Carbon (support)) 57° (B!; 6.7 hydrogen (working)
, 3. G? 3.7 / Example 2 n = / , XO = C4O'? ) p-dimethylaminobenzaldehyde o, bg, 'I-#f-1-phenylbenzo-1-y-opyrylium salt/, 011
, and ethanol 20- were allowed to react together at SO° C. for 6 hours, and after cooling, ether was added and the precipitated crystals were filtered and recrystallized from acetone to obtain 3 g of green crystals.
このものは、２３３℃で分解し、アセトン中の吸収スペ
クトルおよび元素分析の結果は、次の通りであった。This product decomposed at 233°C, and the absorption spectrum in acetone and elemental analysis results were as follows.
λｍａｘ （ε×１０−’） ｑ、ｕ（ｇ、、：ｚｇ
） ｂｇｓ（７，ｂｓ） ３ｂｑ（／、ｔａｂ）理論値
測定値
炭素（％） ４１１．／７ １．Ｌ／３水素（％）
ダ、７ダ Ｓ、０／
窒素（％） ２．ｑｑ ２．ｇ３実施例３
ｎ−２，Ｘ０＝Ｃ１Ｏ？）
ｐ−ジメチルアミノシンナムアルデヒド０．５ｇ１ｑ−
メチルーコーフェニルベンソー／−チオピリリウム塩０
．９ ｇ 、及びエタノール２０ｍ１を共にＳＯ℃で６
時間反応させ放冷後、エーテルを加え析出する結晶をろ
過し、アセトンより再結晶させ、緑色の結晶へ２ｇを得
た。λmax (ε×10-') q, u(g, , :zg
) bgs (7, bs) 3bq (/, tab) Theoretical value Measured value Carbon (%) 411. /7 1. L/3 hydrogen (%)
da, 7 da S, 0/ Nitrogen (%) 2. qq 2. g3 Example 3 n-2, X0=C1O? ) p-dimethylaminocinnamaldehyde 0.5g 1q-
Methyl-cophenylbenzo/-thiopyrylium salt 0
．． 9 g and 20 ml of ethanol together at SO℃
After allowing the mixture to react for a while and allowing it to cool, ether was added, and the precipitated crystals were filtered and recrystallized from acetone to obtain 2 g of green crystals.
このものは、２２６℃で分解し、アセトン中の吸収スペ
クトルおよび元素分析の結果は、次の通りであった。This product decomposed at 226°C, and the absorption spectrum in acetone and elemental analysis results were as follows.
λｍａｘ （ε×１０−’）ｇ／、ｚ（ｑ、、ｘの ｑ
ｑｑ（ｑ、２／） ３ｇｑ（１，ｔＩｇ）理論値 測
定値
炭素（％） ｂｇ、３ｔａ ｔ、３．２／水素（％
） ｓ、／ｘ ｑ、ｑ。λmax (ε×10-')g/,z(q,,q of x
qq (q, 2/) 3gq (1, tIg) Theoretical value Measured value Carbon (%) bg, 3ta t, 3.2/Hydrogen (%
) s, /x q, q.
窒素（％） コ、７ｔＩ２．３＆
（水−分子を含む）
〔発明の効果〕
本発明は新規なベンゾチオピリリウム系化合物に関する
ものであり、本化合物は染料、着色材料、半導体レーザ
ーを用いた各種の表示、記録、記憶材料に用いるのに極
めて有用である。Nitrogen (%) Co, 7tI2.3 & (contains water molecules) [Effects of the Invention] The present invention relates to a new benzothiopyrylium compound, and this compound It is extremely useful for use in various display, recording, and storage materials.
出 願 人 三菱化成工業株式会社 代 理 人 弁理士長香川 − （ほか７名）Sender: Mitsubishi Chemical Industries, Ltd. Representative Patent Attorney Naga Kagawa - (7 others)
Claims (2)
〕 （式中、Ｒ＾１は、水素原子、アルキル基またはアルコ
キシ基を示し、Ｘ＾■は陰イオンを示す。）で表わされ
るベンゾチオピリリウム系化合物。(1) General formula [I] ▲There are mathematical formulas, chemical formulas, tables, etc.▼・・・・・・[I
] (In the formula, R^1 represents a hydrogen atom, an alkyl group, or an alkoxy group, and X^■ represents an anion.) A benzothiopyrylium compound represented by the following.
シ基を示し、Ｒ＾２、Ｒ＾３はアルコキシ基で置換され
ていてもよいアルキル基を示し、Ｘ＾■は陰イオンを示
し、ｎは１または２を示す。）で表わされるベンゾチオ
ピリリウム系化合物。(2) General formula [II] ▲Mathematical formulas, chemical formulas, tables, etc.▼...[II] (In the formula, R^1 represents a hydrogen atom, an alkyl group, or an alkoxy group, and R^2, R^3 represents an alkyl group which may be substituted with an alkoxy group, X^■ represents an anion, and n represents 1 or 2).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63068880A JPH01242579A (en) | 1988-03-23 | 1988-03-23 | Benzothiopyrylium compound |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63068880A JPH01242579A (en) | 1988-03-23 | 1988-03-23 | Benzothiopyrylium compound |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH01242579A true JPH01242579A (en) | 1989-09-27 |
Family
ID=13386412
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63068880A Pending JPH01242579A (en) | 1988-03-23 | 1988-03-23 | Benzothiopyrylium compound |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH01242579A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000328039A (en) * | 1999-05-19 | 2000-11-28 | Hayashibara Biochem Lab Inc | Light absorber |
-
1988
- 1988-03-23 JP JP63068880A patent/JPH01242579A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000328039A (en) * | 1999-05-19 | 2000-11-28 | Hayashibara Biochem Lab Inc | Light absorber |
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