JPS63296005A - Filter for absorbing infrared ray - Google Patents
Filter for absorbing infrared rayInfo
- Publication number
- JPS63296005A JPS63296005A JP13259087A JP13259087A JPS63296005A JP S63296005 A JPS63296005 A JP S63296005A JP 13259087 A JP13259087 A JP 13259087A JP 13259087 A JP13259087 A JP 13259087A JP S63296005 A JPS63296005 A JP S63296005A
- Authority
- JP
- Japan
- Prior art keywords
- group
- dye
- filter
- absorption
- formula
- 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
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 9
- 238000010521 absorption reaction Methods 0.000 claims description 29
- 125000005843 halogen group Chemical group 0.000 claims description 9
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 239000000049 pigment Substances 0.000 claims description 6
- 125000005083 alkoxyalkoxy group Chemical group 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 150000002964 pentacenes Chemical class 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims 4
- 125000004970 halomethyl group Chemical group 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 14
- 239000002985 plastic film Substances 0.000 abstract description 8
- 238000004519 manufacturing process Methods 0.000 abstract description 7
- 229920006255 plastic film Polymers 0.000 abstract description 6
- 238000004043 dyeing Methods 0.000 abstract description 4
- SLIUAWYAILUBJU-UHFFFAOYSA-N pentacene Chemical compound C1=CC=CC2=CC3=CC4=CC5=CC=CC=C5C=C4C=C3C=C21 SLIUAWYAILUBJU-UHFFFAOYSA-N 0.000 abstract description 3
- 239000000463 material Substances 0.000 abstract description 2
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 239000000975 dye Substances 0.000 description 33
- 239000011347 resin Substances 0.000 description 15
- 229920005989 resin Polymers 0.000 description 15
- -1 thiocarbonylamino group Chemical group 0.000 description 13
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 11
- 239000004926 polymethyl methacrylate Substances 0.000 description 11
- 239000010408 film Substances 0.000 description 10
- 239000000758 substrate Substances 0.000 description 9
- 230000031700 light absorption Effects 0.000 description 8
- 239000002904 solvent Substances 0.000 description 6
- 239000010409 thin film Substances 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 5
- 230000008033 biological extinction Effects 0.000 description 5
- 229920003023 plastic Polymers 0.000 description 5
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 125000003277 amino group Chemical group 0.000 description 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000011230 binding agent Substances 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 125000004093 cyano group Chemical group *C#N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 239000004417 polycarbonate Substances 0.000 description 3
- 229920000515 polycarbonate Polymers 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 description 2
- 239000001000 anthraquinone dye Substances 0.000 description 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 2
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 2
- 229920006217 cellulose acetate butyrate Polymers 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 2
- 229920006267 polyester film Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 125000006296 sulfonyl amino group Chemical group [H]N(*)S(*)(=O)=O 0.000 description 2
- 125000000858 thiocyanato group Chemical group *SC#N 0.000 description 2
- JXPDNDHCMMOJPC-UHFFFAOYSA-N 2-hydroxybutanedinitrile Chemical compound N#CC(O)CC#N JXPDNDHCMMOJPC-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 229920001747 Cellulose diacetate Polymers 0.000 description 1
- 229920002284 Cellulose triacetate Polymers 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 229920001328 Polyvinylidene chloride Polymers 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 229920002433 Vinyl chloride-vinyl acetate copolymer Polymers 0.000 description 1
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
- 125000005138 alkoxysulfonyl group Chemical group 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 1
- 125000005336 allyloxy group Chemical group 0.000 description 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000004391 aryl sulfonyl group Chemical group 0.000 description 1
- 125000004104 aryloxy group Chemical group 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 125000005997 bromomethyl group Chemical group 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical group I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 239000000434 metal complex dye Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005447 octyloxy 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])C([H])([H])O* 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 125000004115 pentoxy group Chemical group [*]OC([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- HIEHAIZHJZLEPQ-UHFFFAOYSA-M sodium;naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 HIEHAIZHJZLEPQ-UHFFFAOYSA-M 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 238000001771 vacuum deposition Methods 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000001238 wet grinding Methods 0.000 description 1
Landscapes
- Optical Filters (AREA)
Abstract
Description
【発明の詳細な説明】
［ａ業上の利用分野］
本発明は赤外線吸収フィルターに係り、特に９．１９−
ジオキサジナフト−［３，２，１−ｄｅ；３，２．１−
〇Ｐ］ペンタセン系色素骨格を有する化合物を含有する
赤外線吸収フィルターに関する。[Detailed Description of the Invention] [Field of Application in A Business] The present invention relates to an infrared absorption filter, and particularly relates to an infrared absorption filter.
Dioxazinaphtho-[3,2,1-de;3,2.1-
〇P] This invention relates to an infrared absorption filter containing a compound having a pentacene dye skeleton.
詳しくは、波長７００〜１１０００ｎの近赤外光ないし
遠赤外光を吸収し、熱線の遮断、植物の生育の制御、赤
外線カットフィルター、セーフライトフィルター等に有
用な赤外線吸収フィルターに関するものである。Specifically, the present invention relates to an infrared absorption filter that absorbs near-infrared light or far-infrared light with a wavelength of 700 to 11,000 nm, and is useful for blocking heat rays, controlling plant growth, infrared cut filters, safelight filters, and the like.
［従来の技術］
波−＆７００〜１１０００ｎの近赤外光ないし遠赤外光
を吸収する赤外線吸収フィルターに用いられる色素とし
ては、従来、種々のものが知られている。[Prior Art] Various dyes have been known to be used in infrared absorption filters that absorb near-infrared light to far-infrared light of wavelengths from 700 to 11,000 nm.
例えば、特公昭４６−３４５２号公報、特開昭５６−１
３５５５１号公報、特開昭６１−６４７６１号公報、特
開昭８１−２６６８６号公報には、金属錯体系色素が開
示されており、また、特開昭６０−４３６０５号公報に
は、アントラキノン系色素が開示されている。更に、ポ
リメチン系色素も知られている。For example, Japanese Patent Publication No. 46-3452, Japanese Patent Publication No. 56-1
35551, JP 61-64761, and JP 81-26686 disclose metal complex dyes, and JP 60-43605 discloses anthraquinone dyes. is disclosed. Furthermore, polymethine dyes are also known.
［発明が解決しようとする問題点］
従来提案されている色素のうち、金属錯体系のものは、
分子吸光係数が低いために、多量に使用しなくてはなら
ないという欠点がある。しかも、溶媒や樹脂などへの溶
解あるいは相溶性に乏しく、かつ、製造が困難であると
いう問題点も有している。[Problems to be solved by the invention] Among the pigments proposed so far, those based on metal complexes are
Due to its low molecular extinction coefficient, it has the disadvantage of having to be used in large amounts. Moreover, they also have the problem of poor solubility or compatibility in solvents, resins, etc., and are difficult to manufacture.
また、アントラキノン系色素は、耐光性が優れている反
面、やはり分子吸光係数が低いために多量に使用しなけ
ればならず、溶媒や樹脂などへの溶解あるいは相溶性に
も乏しいという問題点を有している。Furthermore, although anthraquinone dyes have excellent light resistance, they also have low molecular extinction coefficients, so they must be used in large quantities, and they also have the problem of poor solubility or compatibility in solvents, resins, etc. are doing.
更に、ポリメチン系色素は、分子吸光係数は高いが、耐
光性・耐熱性が劣り、しかも、製造が困難であるという
問題点を有している。Further, although polymethine dyes have a high molecular extinction coefficient, they have poor light resistance and heat resistance, and they are difficult to manufacture.
本発明は、このような従来の問題点を解決し、耐光性・
耐熱性に優れ、分子吸光係数が高く、溶媒への溶解性、
樹脂との相溶性にも優れている色素を含有する赤外線吸
収フィルターを提供することを目的とするものである。The present invention solves these conventional problems and improves light resistance and
Excellent heat resistance, high molecular extinction coefficient, solubility in solvents,
The object of the present invention is to provide an infrared absorbing filter containing a dye that has excellent compatibility with resin.
［問題点を解決するための手段］
本発明は、下記色素骨格
λ
（式中、ＸはＣく 又はＯを示す、）Ｎ
で表わされる９、１９−ジオキサジナフト−［３，２，
１−ｄｅ；３，２ｊ １−ＯＰ］ペンタセン系誘導体を
含有することを特徴とする赤外線吸収フィルターを、そ
の要旨とするものである。[Means for Solving the Problems] The present invention provides 9,19-dioxazinaphtho-[3,2,
1-de;3,2j 1-OP] An infrared absorption filter characterized by containing a pentacene derivative.
以下に本発明の詳細な説明する。The present invention will be explained in detail below.
上記色素骨格に付く置換基としては、水素原子、置換も
しくは非置換のアルキル基、置換もしくは非置換のアル
コキシ基、置換もしくは非置換のアリール基、置換もし
くは非置換のシクロヘキシル基、置換もしくは非置換の
アミノカルボニル基、置換もしくは非置換のカルボニル
アミノ基、置換もしくは非置換のアミノ基、置換もしく
は非置換のアミノスルホニル基、置換もしくは非置換の
スルホニルアミノ基、置換もしくは非置換のチオカルボ
ニルアミノ基、ハロゲン原子、シアノ基、ニトロ基、チ
オシアナト基等が挙げられる。Substituents attached to the above dye skeleton include a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group, a substituted or unsubstituted cyclohexyl group, a substituted or unsubstituted cyclohexyl group, or a substituted or unsubstituted aryl group. Aminocarbonyl group, substituted or unsubstituted carbonylamino group, substituted or unsubstituted amino group, substituted or unsubstituted aminosulfonyl group, substituted or unsubstituted sulfonylamino group, substituted or unsubstituted thiocarbonylamino group, halogen Atom, cyano group, nitro group, thiocyanato group and the like.
これらのうち、アルキル基、アルコキシ基、アリール基
、シクロヘキシル基の置換基としては、例えば、アルコ
キシ基、アルコキシアルコキシ基、アルコキシアルコキ
シアルコキシ基、アリルオキシ基、ハロゲン原子、アリ
ール基、アリールオキシ基、シアノ基、ヒドロキシ基、
テトラヒドロフリル基等が挙げられる。アミノカルボニ
ル基、カルボニルアミノ基、アミノ基、アミノスルホニ
ル基、スルホニルアミノ基、チオカルボニルアミノ基の
置換基としては、例えば、フェニル基、ナフチル基等の
アリール基が挙げられ、これらは、チオシアナト基、ニ
トロ基、ハロゲン原子、シアノ基、アルキル基、アルキ
ルスルホニル基、ヒドロキシアルキルスルホニル基、ア
ルコキシスルホニル基、アルコキシアルコキシスルホニ
ル基、アリールスルホニル基、アルコキシカルボニル基
、アルコキシアルコキシカルボニル基、アルコキシアル
コキシアルコキシカルボニル基、アルコキシ基、アルコ
キシアルコキシ基、アルコキシアルコキシアルコキシ基
等で置換されていてもよい。Among these, substituents for alkyl groups, alkoxy groups, aryl groups, and cyclohexyl groups include, for example, alkoxy groups, alkoxyalkoxy groups, alkoxyalkoxyalkoxy groups, allyloxy groups, halogen atoms, aryl groups, aryloxy groups, and cyano groups. , hydroxy group,
Examples include tetrahydrofuryl group. Examples of substituents for the aminocarbonyl group, carbonylamino group, amino group, aminosulfonyl group, sulfonylamino group, and thiocarbonylamino group include aryl groups such as phenyl group and naphthyl group, and these include thiocyanato group, Nitro group, halogen atom, cyano group, alkyl group, alkylsulfonyl group, hydroxyalkylsulfonyl group, alkoxysulfonyl group, alkoxyalkoxysulfonyl group, arylsulfonyl group, alkoxycarbonyl group, alkoxyalkoxycarbonyl group, alkoxyalkoxyalkoxycarbonyl group, alkoxy may be substituted with a group, an alkoxyalkoxy group, an alkoxyalkoxyalkoxy group, or the like.
前記色素骨格に付く置換基としては、アルキル基；ベン
ジル基等のアラルキル基；テトラヒドロフルフリル基；
シクロヘキシル基等のシクロアルキル基；フェニルアミ
ノ基、アルキルアミノ基、ジアルキルアミノ基等のアミ
ノ基；ニトロチアゾリル基、ニトロベンゾチアゾリル基
、アルキルチオチアジアゾリル基、ジシアノアルキルジ
アゾリル基、ブロモベンゾチアゾール基等の窒素原子、
酸素原子もしくは硫黄原子を含む５員または６員の置換
もしくは非置換の複素環残基等も挙げることができる。Substituents attached to the dye skeleton include an alkyl group; an aralkyl group such as a benzyl group; a tetrahydrofurfuryl group;
Cycloalkyl groups such as cyclohexyl groups; amino groups such as phenylamino, alkylamino, and dialkylamino groups; nitrothiazolyl, nitrobenzothiazolyl, alkylthiothiadiazolyl, dicyanoalkyldiazolyl, and bromobenzothiazole groups Nitrogen atoms, such as
Also included are 5- or 6-membered substituted or unsubstituted heterocyclic residues containing an oxygen atom or a sulfur atom.
本発明において、前記色素骨格で表わされる９、１９−
ジオキサジナフト−［３，２，１−ｄｅ：３，２．１−
ＯＰ］ペンタセン系話導体としては、好ましくは、下記
一般式［Ｉ］Ｒ３，Ｒ４は水素原子、アルキル基、アル
コキシ基、アルコキシアルコキシ基、へロメチル基又は
ハロゲン原子を示し、Ｒ８，Ｒ６は水素原子又はハロゲ
ン原子を示す。）
で表わされる色素が挙げられる。In the present invention, 9,19- represented by the dye skeleton
Dioxazinaphtho-[3,2,1-de:3,2.1-
OP] As a pentacene-based conductor, preferably the following general formula [I] R3 and R4 represent a hydrogen atom, an alkyl group, an alkoxy group, an alkoxyalkoxy group, a heromethyl group, or a halogen atom, and R8 and R6 are hydrogen atoms. Or represents a halogen atom. ).
上記一般式［Ｉ］で表わされる色素において、１Ｒ１，
Ｒ２，Ｒ３，Ｒ４で示されるアルキル基としては、メチ
ル基、エチル基、直鎖状又は分岐状のプロピル基、ブチ
ル基、ペンチル基、ヘプチル基、ヘキシル基、オクチル
基等のＣｌ−１１のアルキル基が挙げられる。アルコキ
シ基としては、メトキシ基、エトキシ基、直鎮状又は分
岐状のプロポキシ基、ブトキシ基、ペンチルオキシ基、
ヘプチルオキシ基、ヘキシルオキシ基、オクチルオキシ
基等のＣＩ〜６のアルコキシ基が挙げられる。また、ア
ルコキシアルコキシ基としては、メトキシエトキシ基、
エトキシエトキシ基、メトキシプロポキシ基、ブトキシ
エトキシ基等が挙げられ、へロメチル基としては、クロ
ロメチル基、ブロモメチル基等が挙げられる。ハロゲン
原子としては、フッ素原子、臭素原子、塩素原子、ヨウ
門原子が挙げられる。In the dye represented by the above general formula [I], 1R1,
Examples of the alkyl group represented by R2, R3, and R4 include Cl-11 alkyl groups such as methyl group, ethyl group, linear or branched propyl group, butyl group, pentyl group, heptyl group, hexyl group, and octyl group. Examples include groups. Examples of alkoxy groups include methoxy group, ethoxy group, straight or branched propoxy group, butoxy group, pentyloxy group,
Examples include alkoxy groups having CI to 6, such as heptyloxy, hexyloxy, and octyloxy groups. In addition, as the alkoxyalkoxy group, methoxyethoxy group,
Examples include ethoxyethoxy group, methoxypropoxy group, butoxyethoxy group, and examples of the heromethyl group include chloromethyl group and bromomethyl group. Examples of the halogen atom include a fluorine atom, a bromine atom, a chlorine atom, and an iodide atom.
また、Ｒａ 、 Ｒ６で示されるハロゲン原子としては
、フッ素原子、臭素原子、塩素原子、ヨウ素原子が挙げ
られる。Further, examples of the halogen atom represented by Ra and R6 include a fluorine atom, a bromine atom, a chlorine atom, and an iodine atom.
前記一般式［Ｉ］で示される色素は、一般に７００〜９
００ｎｍの波長帯域で吸収を有し、しかも分子吸収係数
が１０４〜１０’ｃｍ−’である。The dye represented by the general formula [I] generally has a molecular weight of 700 to 9
It has absorption in a wavelength band of 00 nm, and has a molecular absorption coefficient of 104 to 10'cm-'.
前記一般式［Ｉ］で示されるジオキサジナフトベンタセ
ン系化合物は、例えば、下記一般式［
（式中、Ｒ１，Ｒ２，Ｒ３，Ｒ４，Ｒ８，Ｒ６は前記定
義に同じ。）
で表わされる化合物に、クロロホルム中、ピリジン、四
塩化チタンの存在下、下記構造式で表わされるマロンニ
トリルを反応させることによフて製造することができる
。The dioxazinaphthobentacene compound represented by the general formula [I] is, for example, represented by the following general formula [(wherein, R1, R2, R3, R4, R8, and R6 are the same as defined above)] It can be produced by reacting a compound with malonitrile represented by the following structural formula in the presence of pyridine and titanium tetrachloride in chloroform.
本発明の赤外線吸収フィルターで用いる支持体としては
、ガラス、プラスチック、紙、板状または箔状の金属等
が挙げられ、通常は、透明なプラスチックフィルム又は
板を支持体とし、その表面ないし内部に色素を付与せし
めて用いられる。プラスチックとしては、赤外線をよく
透過し、強度に優れたものがよく、ポリエチレンテレフ
タレートで代表されるポリエステル類；セルロースジア
セテート、セルローストリアセテート、セルロースアセ
テートブチレートなどのセルロースエステル類；ポリエ
チレン、ポリプロピレンなどのポリオレフィン類；ポリ
塩化ビニル、ポリ塩化ビニリデン、塩化ビニル−酢酸ビ
ニル共重合体、ポリスチレンなどのポリビニル化合物；
ポリメチルメタクリレート（ＰＭＭＡ）などのアクリル
系付加重合体；ポリ炭酸エステルからなるポリカーボネ
ート；フェノール樹脂；ポリビニルブチラール樹脂：ボ
リビニルアルコール樹脂；ウレタシ系樹脂；ゼラチンな
どが挙げられる。Examples of the support used in the infrared absorption filter of the present invention include glass, plastic, paper, plate-shaped or foil-shaped metal, etc. Usually, a transparent plastic film or plate is used as the support, and the surface or inside of the support is It is used by adding a pigment. Plastics that transmit infrared rays well and have excellent strength are good, such as polyesters such as polyethylene terephthalate; cellulose esters such as cellulose diacetate, cellulose triacetate, and cellulose acetate butyrate; polyolefins such as polyethylene and polypropylene. Polyvinyl compounds such as polyvinyl chloride, polyvinylidene chloride, vinyl chloride-vinyl acetate copolymer, and polystyrene;
Examples include acrylic addition polymers such as polymethyl methacrylate (PMMA); polycarbonates made of polycarbonate esters; phenol resins; polyvinyl butyral resins; polyvinyl alcohol resins; uretaceous resins; and gelatin.
これらのプラスチックのフィルム又は板の表面ないし内
部に色素を付与させる方法としては、例えば、次の５つ
の方法が挙げられる。Examples of methods for imparting pigment to the surface or inside of these plastic films or plates include the following five methods.
（１） フィルム作成時にプラスチック中に配合する方
法。即ち、色素を各種の添加剤とともにポリマー粉末も
しくはベレットに混合し、溶融してＴダイ法又はインフ
レーション法で押出すか、あるいはカレンダー法でフィ
ルム化する方法。(1) Method of blending into plastic during film production. That is, a method in which a dye is mixed with various additives into a polymer powder or pellet, melted and extruded by a T-die method or an inflation method, or formed into a film by a calendar method.
（１１） 透明なプラスチックフィルム又は板の上に
、色素を単独あるいはバインダーと共に溶解した溶液を
塗布し、その後、溶剤を蒸発させてフィルム又は板上で
色素を含有する薄膜を形成する方法、用いられるバイン
ダーとしては、ポリメチルメタアクリレート、セルロー
スアセテートブチレート、ポリビニルブチラール、ポリ
カーボネートなど既知のものが用いられる。(11) A method of applying a solution containing a dye alone or together with a binder onto a transparent plastic film or plate, and then evaporating the solvent to form a thin film containing the dye on the film or plate. As the binder, known binders such as polymethyl methacrylate, cellulose acetate butyrate, polyvinyl butyral, and polycarbonate can be used.
接着性を向上させるため、下塗りを行なってもよい。An undercoat may be applied to improve adhesion.
（ｆｉｔ ） 色素を分散剤等と共に微粒子イヒして
得た分散化粒子を、水に分散させ、これにプラスチック
フィルム又は板を高温で浸漬し、色素をプラスチックフ
ィルム又は板の内部に染着６行させる方法。(fit) The dispersed particles obtained by dispersing the pigment into fine particles together with a dispersant, etc. are dispersed in water, and a plastic film or board is immersed in this at high temperature, and the pigment is dyed into the inside of the plastic film or board in 6 lines. How to do it.
（ｉｖ ） 色素と重合性子ツマ−を混合し、適当な
重合開始剤を加え、熱又は光を加えて重合させ、ポリマ
ーを形成せしめる方法。(iv) A method in which a dye and a polymerizable polymer are mixed, a suitable polymerization initiator is added, and the mixture is polymerized by applying heat or light to form a polymer.
（ｖ） 色素を適当な支持体上に蒸着する方法。(v) A method of vapor depositing a dye onto a suitable support.
この方法では必要に応じて、更に、保護層を設けること
ができる。In this method, a protective layer can be further provided if necessary.
このようにして赤外線吸収プラスチックフィルム又は吸
収板を調製するにあたって用いられる色素の量は、吸収
フィルム又は吸収板に対して重量比で０．０１〜２０％
が適当であり、好ましくは０．０５〜２％である。また
、吸収フィルム又は吸収板の厚みは通常０．１μｍ〜１
’Ｏｍｍであり、好ましくは１μｍ〜２ｍｍである。The amount of dye used in preparing the infrared absorbing plastic film or absorption plate in this way is 0.01 to 20% by weight based on the absorption film or absorption plate.
is appropriate, preferably 0.05 to 2%. In addition, the thickness of the absorption film or absorption plate is usually 0.1 μm to 1 μm.
'0mm, preferably 1 μm to 2 mm.
なお、本発明の赤外線吸収フィルターには、前記一般式
［Ｉ］で表わされる色素を２種以上併用してもよい。ま
た、有機もしくは金Ｒｔ＃体の公知の赤外線吸収色素と
併用することもできる。特に吸収極大の異なった吸収色
素と併用することにより吸収波長域を広げることができ
る。In addition, in the infrared absorption filter of the present invention, two or more kinds of dyes represented by the general formula [I] may be used in combination. It can also be used in combination with known infrared absorbing dyes of organic or gold Rt# type. In particular, the absorption wavelength range can be expanded by using in combination with absorption dyes having different absorption maximums.
本発明の赤外線吸収フィルターは、耐光性を更に改良す
るために、公知の紫外線吸収剤、酸化防止剤あるいは一
重項酸素クエンチャーを添加することもできる。In order to further improve the light resistance of the infrared absorption filter of the present invention, a known ultraviolet absorber, antioxidant, or singlet oxygen quencher may be added.
［作 用］
前記色素骨格で表わされる９、１９−ジオキサジナフト
−［３，２，１−ｄｅＨ３，２，１−〇Ｐ］ペンタセン
系誘導体は、７００〜９００ｎｍの波長帯域の光を良く
吸収し、耐光性、耐熱性に優れ、分子吸光係数も高く、
溶媒への溶解性、樹脂との相溶性に優れる上に、製造も
容易である。[Function] The 9,19-dioxazinaphtho-[3,2,1-deH3,2,1-〇P]pentacene derivative represented by the dye skeleton absorbs light in the wavelength band of 700 to 900 nm well, Excellent light resistance, heat resistance, and high molecular extinction coefficient.
It has excellent solubility in solvents and compatibility with resins, and is easy to manufacture.
このため、このような色素を含有する本発明の赤外線吸
収フィルターは、製造が容易で任意の形態に調製するこ
とができ、色素使用量も比較的少量で良く、耐久性にも
著しく優れたものとなる。Therefore, the infrared absorbing filter of the present invention containing such a dye is easy to manufacture, can be prepared in any form, requires only a relatively small amount of dye, and has outstanding durability. becomes.
［実施例］
以下、実施例を挙げて本発明をより具体的に説明するが
、本発明はその要旨を超えない限り、以下の実施例に限
定されるものではない。[Examples] Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited to the following Examples unless it exceeds the gist thereof.
実施例１
下記構造式
％式％
クロロホルム溶液中のλＩＩＩ□ ニア９０ｎｍマスス
ペクトル： ６４８ （Ｍ” ）融点：２７０〜２７５
℃
で表わされる色素１．０ｇをテトラクロロエタン５０ｇ
に溶解し、０．２２μｍのフィルターで濾過し、溶解液
を得た。この溶液２ｍｊ２を、ポリメチルメタアクリレ
ート（ＰＭＭＡ）樹脂基板（５０ｍｍφ）上に滴下し、
スピナー法により１１０００ｒｐの回転数で塗布した。Example 1 Structural formula below % Formula % λIII□ Near 90 nm mass spectrum in chloroform solution: 648 (M”) Melting point: 270-275
1.0g of the dye expressed in °C was added to 50g of tetrachloroethane.
and filtered through a 0.22 μm filter to obtain a solution. 2 mj2 of this solution was dropped onto a polymethyl methacrylate (PMMA) resin substrate (50 mmφ),
Coating was performed using a spinner method at a rotation speed of 11,000 rpm.
塗布後、６０℃で１０分間乾燥した。同一条件でガラス
板に塗布して、タリステップによる膜厚測定を行なった
ところ、７５０人であった。After coating, it was dried at 60°C for 10 minutes. When the film was coated on a glass plate under the same conditions and the film thickness was measured using Talystep, the results were 750 people.
得られた暗緑色のＰＭＭＡ樹脂基板の、分光光度計によ
る吸収特性を第１図に示す。第１図より明らかなように
、このものの最大吸収波長は７６０ｎｍであり、波長６
００〜９００ｎｍに巾広い吸収スペクトルを有し、近赤
外線を有効に吸収していることが認められる。The absorption characteristics of the obtained dark green PMMA resin substrate measured by a spectrophotometer are shown in FIG. As is clear from Figure 1, the maximum absorption wavelength of this material is 760 nm, and the wavelength 6
It is recognized that it has a wide absorption spectrum from 00 to 900 nm, and effectively absorbs near-infrared rays.
実施例２
で表わされる色素０．５ｇをテトラクロロエタン５０ｇ
に溶解し、０．２２μｍのフィルターで濾過し、溶解液
を得た。この溶液２ｍ１をＰＭＭＡ樹脂（５０ｍｍφ）
の円板上に滴下し、スピナー法により５００ｒＰｍの回
転数で塗布した。塗布後、６０℃で１０分間乾燥し、膜
厚７５０人の暗緑色の薄膜を有するＰＭＭＡ樹脂の円板
を得た。Example 2 0.5g of the dye represented by 50g of tetrachloroethane
and filtered through a 0.22 μm filter to obtain a solution. Add 2ml of this solution to PMMA resin (50mmφ)
The mixture was dropped onto a disk and coated using a spinner at a rotation speed of 500 rPm. After coating, it was dried at 60° C. for 10 minutes to obtain a PMMA resin disk having a dark green thin film of 750 mm thick.
本品の光吸収特性は最大吸収波長７６０ｎｍの巾広いス
ペクトルで、波長６００〜９００ｎｍの近赤外線を有効
に吸収していることを示した。The light absorption characteristics of this product showed a wide spectrum with a maximum absorption wavelength of 760 nm, and it effectively absorbed near-infrared rays with wavelengths of 600 to 900 nm.
実施例３
下記構造式
で表わされる色素５ｇをナフタリンスルホン酸ソーダ・
フォルマリン縮合物５ｇ１水４０ｇとともに湿式粉砕し
、微細に分散させた染色液を得た０次いで、水４１を加
え、この液を酢酸及び酢酸ソーダにてｐＨ５に調整し、
ポリエステルフィルム（ダイヤホイル社製、３７μｍ厚
）１００ｇを浸漬し、高温染色法にて１３０℃で、３０
分間染色したところ、透明で暗緑色に着色したポリエス
テルフィルムを得た。Example 3 5 g of a dye represented by the following structural formula was mixed with sodium naphthalene sulfonate.
Wet grinding with 5g of formalin condensate and 40g of water to obtain a finely dispersed dyeing solution.Next, 41ml of water was added, and this solution was adjusted to pH 5 with acetic acid and sodium acetate.
100 g of polyester film (manufactured by Diafoil Co., Ltd., 37 μm thick) was immersed and dyed at 130°C using a high temperature dyeing method.
After dyeing for a minute, a transparent dark green colored polyester film was obtained.
本品の光吸収特性は、波長６００〜８００ｎｍの近赤外
線を有効に吸収していることを示した。The light absorption characteristics of this product showed that it effectively absorbed near-infrared rays with a wavelength of 600 to 800 nm.
実施例４
下記構造式
で表わされる色素０．０５ｇをボリスチレン１００ｇと
充分に混合し、次いで、２００℃に加熱融解し、型に入
れて成型することにより厚さｉｎｍの暗緑色に着色した
ポリスチレン板を得た。Example 4 A polystyrene plate colored dark green with a thickness of inm was obtained by thoroughly mixing 0.05 g of a dye represented by the following structural formula with 100 g of boristyrene, then heating and melting the mixture at 200° C., placing it in a mold and molding it. I got it.
氷晶の光吸収特性は、波長６００〜９００ｎｍの近赤外
線を有効に吸収していることを示した。The light absorption characteristics of ice crystals showed that they effectively absorbed near-infrared rays with a wavelength of 600 to 900 nm.
実施例５
下記構造式
で表わされる色素０．１ｇをＰＭＭＡｌｏｏｇと充分に
混合し、次いで、２２０℃に加熱融解し、型に入れて成
型することにより、厚さ０．７５ｍｍの暗緑色に着色し
たＰＭＭＡ板を得た。Example 5 0.1 g of a dye represented by the following structural formula was thoroughly mixed with PMMAloog, then heated and melted at 220°C, placed in a mold, and molded to give a dark green color with a thickness of 0.75 mm. A PMMA board was obtained.
氷晶の光吸収特性は、波長８００〜９００ｎｍの近赤外
線を有効に吸収していることを示した。The light absorption characteristics of ice crystals showed that they effectively absorbed near-infrared rays with a wavelength of 800 to 900 nm.
実施例６
実施例１において、色素として下記第１表に示す色素を
使用したこと以外は同様にして薄膜基板の調製を行なっ
たところ、第１表に示す最大吸収波長をもつ薄膜基板を
得た。これらの光吸収特性は、いずれも波長６００〜８
００ｎｍの近赤外線を有効に吸収していることを示した
。Example 6 A thin film substrate was prepared in the same manner as in Example 1 except that the dyes shown in Table 1 below were used as the dyes, and a thin film substrate having the maximum absorption wavelength shown in Table 1 was obtained. . All of these light absorption characteristics have wavelengths of 600 to 8
It was shown that near-infrared rays of 00 nm were effectively absorbed.
第１表
実施例７
下記構造式
で表わされる色素を１．６ｘｌＯ−’Ｔｏｒｒの真空下
で、約８０〜１５０℃に加熱し、板厚１．２ｍｍのＰＭ
ＭＡ樹脂基板上に真空蒸着した。蒸着膜厚は、水晶振動
式膜厚計による真空蒸着膜厚測定の結果、６００人であ
った。Table 1 Example 7 A dye represented by the following structural formula was heated to about 80 to 150°C under a vacuum of 1.6xlO-'Torr, and a PM plate with a thickness of 1.2 mm was
Vacuum deposition was performed on an MA resin substrate. The thickness of the deposited film was 600 as a result of measuring the thickness of the vacuum deposited film using a quartz crystal film thickness meter.
得られた暗緑色のＰＭＭＡ樹脂基板の分光光度計による
最大吸収波長は７６０ｎｍであり、波長６００〜９００
ｎｍに巾広い吸収スペクトルを有し、近赤外線を有効に
吸収していることを示した。The maximum absorption wavelength of the obtained dark green PMMA resin substrate measured by a spectrophotometer was 760 nm, and the wavelength range was 600 to 900 nm.
It has a broad absorption spectrum in the nanometer range, indicating that it effectively absorbs near-infrared rays.
実施例８
実施例７において用いた色素の代わりに、下記第２表に
示す色素を用いたこと以外は同様にして薄膜基板を調製
したところ、第２表に示す最大吸収波長をもつ薄膜基板
を得た。これらの光吸収特性は、いずれも波長６００〜
８００ｎｍの近赤外線を有効に吸収していることを示し
た。Example 8 A thin film substrate was prepared in the same manner except that the dye shown in Table 2 below was used instead of the dye used in Example 7. A thin film substrate having the maximum absorption wavelength shown in Table 2 was obtained. Obtained. All of these light absorption characteristics have a wavelength of 600~
It was shown that near-infrared rays of 800 nm were effectively absorbed.
第２表
［発明の効果］
以上詳述した通り、本発明によれば、耐光性・耐熱性に
優れ、分子吸光係数が高く、溶媒への溶解性、樹脂との
相溶性にも優れ、かつ製造が容易な色素を含有させるこ
とにより、耐久性に優れ、かつ著しく優れた光吸収特性
を有し、しかも様々な形態に製造することが可能な赤外
線吸収フィルターを提供することができる。Table 2 [Effects of the Invention] As detailed above, according to the present invention, the present invention has excellent light resistance and heat resistance, a high molecular absorption coefficient, excellent solubility in solvents, and compatibility with resins. By containing a dye that is easy to manufacture, it is possible to provide an infrared absorption filter that has excellent durability and extremely excellent light absorption characteristics, and can be manufactured in various forms.
第１図は、実施例１で得られたポリメチルメタアクリレ
ート樹脂基板の分光光度計による光吸収特性を示す。第
１図において縦軸は吸光度、横軸は波長（ｎｍ）である
。
代理人 弁理士 重 野 剛
波長 （ｎｍ）FIG. 1 shows the light absorption characteristics of the polymethyl methacrylate resin substrate obtained in Example 1 measured by a spectrophotometer. In FIG. 1, the vertical axis is absorbance, and the horizontal axis is wavelength (nm). Agent Patent Attorney Tsuyoshi Shigeno (nm)
Claims (2)
を示す。） で表わされる９，１９−ジオキサジナフト−［３，２，
１−ｄｅ；３，２，１−ＯＰ］ペンタセン系誘導体を含
有することを特徴とする赤外線吸収フィルター。(1) The following pigment skeleton ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (In the formula, X is ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ or O
shows. ) 9,19-dioxazinaphtho-[3,2,
1-de;3,2,1-OP] An infrared absorption filter containing a pentacene derivative.
、化学式、表等があります▼・・・［ I ］ （式中、Ｘは▲数式、化学式、表等があります▼又はＯ
を示し、Ｒ＾１、Ｒ＾２、Ｒ＾３、Ｒ＾４は水素原子、
アルキル基、アルコキシ基、アルコキシアルコキシ基、
ハロメチル基又はハロゲン原子を示し、Ｒ＾５、Ｒ＾６
は水素原子又はハロゲン原子を示す。） で示される色素であることを特徴とする特許請求の範囲
第１項に記載の赤外線吸収フィルター。(2) The compound used has the following general formula [I] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ ... [ I ] (In the formula, X is ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ or O
, R^1, R^2, R^3, R^4 are hydrogen atoms,
Alkyl group, alkoxy group, alkoxyalkoxy group,
Indicates a halomethyl group or halogen atom, R^5, R^6
represents a hydrogen atom or a halogen atom. ) The infrared absorption filter according to claim 1, which is a dye represented by:
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62132590A JP2518278B2 (en) | 1987-05-28 | 1987-05-28 | Infrared absorption filter- |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62132590A JP2518278B2 (en) | 1987-05-28 | 1987-05-28 | Infrared absorption filter- |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63296005A true JPS63296005A (en) | 1988-12-02 |
| JP2518278B2 JP2518278B2 (en) | 1996-07-24 |
Family
ID=15084900
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62132590A Expired - Lifetime JP2518278B2 (en) | 1987-05-28 | 1987-05-28 | Infrared absorption filter- |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2518278B2 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002234263A (en) * | 2000-12-06 | 2002-08-20 | Mitsubishi Plastics Ind Ltd | Reversible recording medium |
| JP2003136846A (en) * | 2001-11-06 | 2003-05-14 | Mitsubishi Plastics Ind Ltd | Optical recording medium |
| WO2010075836A3 (en) * | 2008-12-15 | 2010-11-11 | Novaled Ag | Heterocyclic compounds and the use thereof in electronic and optoelectronic components |
-
1987
- 1987-05-28 JP JP62132590A patent/JP2518278B2/en not_active Expired - Lifetime
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002234263A (en) * | 2000-12-06 | 2002-08-20 | Mitsubishi Plastics Ind Ltd | Reversible recording medium |
| JP2003136846A (en) * | 2001-11-06 | 2003-05-14 | Mitsubishi Plastics Ind Ltd | Optical recording medium |
| WO2010075836A3 (en) * | 2008-12-15 | 2010-11-11 | Novaled Ag | Heterocyclic compounds and the use thereof in electronic and optoelectronic components |
| CN102317406A (en) * | 2008-12-15 | 2012-01-11 | 诺瓦莱德公开股份有限公司 | Heterocyclic compounds and the use thereof in electronic and optoelectronic components |
| US9062064B2 (en) | 2008-12-15 | 2015-06-23 | Novaled Ag | Heterocyclic compounds and the use thereof in electronic and optoelectronic components |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2518278B2 (en) | 1996-07-24 |
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