JPH0291164A - Water-base ink which absorbs near-infrared ray - Google Patents
Water-base ink which absorbs near-infrared rayInfo
- Publication number
- JPH0291164A JPH0291164A JP63242461A JP24246188A JPH0291164A JP H0291164 A JPH0291164 A JP H0291164A JP 63242461 A JP63242461 A JP 63242461A JP 24246188 A JP24246188 A JP 24246188A JP H0291164 A JPH0291164 A JP H0291164A
- Authority
- JP
- Japan
- Prior art keywords
- water
- ink
- base ink
- infrared rays
- infrared
- 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
- 239000002184 metal Substances 0.000 claims abstract description 10
- 150000003839 salts Chemical class 0.000 claims abstract description 6
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims abstract description 3
- 125000005843 halogen group Chemical group 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 3
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical class N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 27
- 125000005392 carboxamide group Chemical group NC(=O)* 0.000 claims description 2
- 125000000565 sulfonamide group Chemical group 0.000 claims description 2
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 abstract description 4
- 238000012015 optical character recognition Methods 0.000 abstract description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract description 2
- 230000007774 longterm Effects 0.000 abstract 2
- 150000003857 carboxamides Chemical class 0.000 abstract 1
- 229940124530 sulfonamide Drugs 0.000 abstract 1
- 150000003456 sulfonamides Chemical class 0.000 abstract 1
- 239000000976 ink Substances 0.000 description 41
- 150000001875 compounds Chemical class 0.000 description 21
- 238000010521 absorption reaction Methods 0.000 description 11
- 230000003287 optical effect Effects 0.000 description 8
- 239000010866 blackwater Substances 0.000 description 7
- 238000011156 evaluation Methods 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- 239000000975 dye Substances 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000005562 fading Methods 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- XLLIQLLCWZCATF-UHFFFAOYSA-N ethylene glycol monomethyl ether acetate Natural products COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 2
- 238000007639 printing Methods 0.000 description 2
- -1 salt compounds Chemical class 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 241000894007 species Species 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- BJINVQNEBGOMCR-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethyl acetate Chemical compound COCCOCCOC(C)=O BJINVQNEBGOMCR-UHFFFAOYSA-N 0.000 description 1
- 241000972773 Aulopiformes Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- TUVYSBJZBYRDHP-UHFFFAOYSA-N acetic acid;methoxymethane Chemical compound COC.CC(O)=O TUVYSBJZBYRDHP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229940019789 acid black 52 Drugs 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- DGOBMKYRQHEFGQ-UHFFFAOYSA-L acid green 5 Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C=CC(=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 DGOBMKYRQHEFGQ-UHFFFAOYSA-L 0.000 description 1
- APUPEJJSWDHEBO-UHFFFAOYSA-P ammonium molybdate Chemical compound [NH4+].[NH4+].[O-][Mo]([O-])(=O)=O APUPEJJSWDHEBO-UHFFFAOYSA-P 0.000 description 1
- 229940010552 ammonium molybdate Drugs 0.000 description 1
- 235000018660 ammonium molybdate Nutrition 0.000 description 1
- 239000011609 ammonium molybdate Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000000981 basic dye Substances 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- XRPLBRIHZGVJIC-UHFFFAOYSA-L chembl3182776 Chemical compound [Na+].[Na+].NC1=CC(N)=CC=C1N=NC1=CC=C(C=2C=CC(=CC=2)N=NC=2C(=CC3=CC(=C(N=NC=4C=CC=CC=4)C(O)=C3C=2N)S([O-])(=O)=O)S([O-])(=O)=O)C=C1 XRPLBRIHZGVJIC-UHFFFAOYSA-L 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 239000000982 direct dye Substances 0.000 description 1
- LARMRMCFZNGNNX-UHFFFAOYSA-L disodium 7-anilino-3-[[4-[(2,4-dimethyl-6-sulfonatophenyl)diazenyl]-2-methoxy-5-methylphenyl]diazenyl]-4-hydroxynaphthalene-2-sulfonate Chemical compound [Na+].[Na+].COc1cc(N=Nc2c(C)cc(C)cc2S([O-])(=O)=O)c(C)cc1N=Nc1c(O)c2ccc(Nc3ccccc3)cc2cc1S([O-])(=O)=O LARMRMCFZNGNNX-UHFFFAOYSA-L 0.000 description 1
- 150000004662 dithiols Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003759 ester based solvent Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000010365 information processing Effects 0.000 description 1
- 238000007641 inkjet printing Methods 0.000 description 1
- 229910001510 metal chloride Inorganic materials 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- GVKCHTBDSMQENH-UHFFFAOYSA-L phloxine B Chemical compound [Na+].[Na+].[O-]C(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C([O-])=C(Br)C=C21 GVKCHTBDSMQENH-UHFFFAOYSA-L 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 235000019515 salmon Nutrition 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
Landscapes
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は近赤外線を吸収する水性インキに関する。さら
に詳しくは、近赤外線を吸収して近赤外線を読取光とす
る光学式文字読取装置で読取ることのできる筆記共用、
スタンプ用、印刷用、インクツエツト用、記録計用など
に好適な水性インキ１こ関するものである。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a water-based ink that absorbs near-infrared rays. In more detail, it can be read by an optical character reader that absorbs near-infrared rays and uses near-infrared rays as reading light.
This invention relates to a water-based ink suitable for stamps, printing, ink jets, recorders, etc.
（従来の技術）
近年、情報量の増大に伴ない、情報処理の迅速化、省資
源化、省力化などの社会的要請が高まっている。情報記
録の読取りの分野にあっても同様であり、種々の読取方
式の実用化および改良が進められている。その中でも光
学式文字読取装置（ＯＣＲ）は、最近、コンピュータや
ファクシミリなどの入力装置として大きなウェートを占
めてきており、種々の装置が提案されているが、近赤外
線を読取光とするものも広く用いられている。この場合
、通常の水性インキで記録された文字などの画像は読取
光である近赤外線を吸収しないため、画像のない部分に
放射された近赤外線の反射率がほぼ同じになるため読取
りが不可能であり、水性インキに記録された画像を改め
てカーボンを含んだ記録インキを用いｔこ画像に変換し
て、はじめて読取りが可能となる。このため、近赤外線
を吸収して近赤外線を読取光に用いる光学式文字読取装
置で読取り可能な水性インキの開発が強く望まれていた
。このような情況の中で、上記要望に適合する種々の近
赤外線吸収化合物が検討されてきた。(Prior Art) In recent years, with the increase in the amount of information, social demands such as speeding up information processing, resource saving, and labor saving have been increasing. The same is true in the field of reading information records, and various reading methods are being put to practical use and improved. Among them, optical character readers (OCR) have recently become a major input device for computers, facsimile machines, etc., and various devices have been proposed, including those that use near-infrared rays as reading light. It is used. In this case, images such as letters recorded with normal water-based ink do not absorb the near-infrared rays used as reading light, so the reflectance of the near-infrared rays emitted to areas without images becomes almost the same, making it impossible to read them. Therefore, it is possible to read the image only after converting the image recorded in water-based ink into an image using recording ink containing carbon. For this reason, there has been a strong desire to develop a water-based ink that absorbs near-infrared rays and can be read by optical character reading devices that use near-infrared rays as reading light. Under these circumstances, various near-infrared absorbing compounds that meet the above requirements have been studied.
（発明が解決しようとする問題点）
しかしながら、水性インえに十分な溶解性を有し、光学
式文字読取装置で確実に読取れる近赤外線吸収色素はほ
とんど知られていない。例えば、近赤外線吸収色素とし
て、よく知られているジチオール今風錯塩系化合物は水
溶性を有していないため、水性インキに溶解することが
できない。(Problems to be Solved by the Invention) However, there are almost no known near-infrared absorbing dyes that have sufficient solubility in aqueous ink and can be reliably read by optical character reading devices. For example, dithiol modern complex salt compounds, which are well known as near-infrared absorbing dyes, are not water-soluble and cannot be dissolved in water-based inks.
（問題点を解決するための手段）
本発明者等は従来の水性インキに溶解することができ、
水性インえの経時的安定性を維持し、その赤外線の吸収
能も経時的に安定に得ることが可能である化合物を見い
出し、この化合物を従来の水性インキ組成物の構成成分
とする優れた近赤外線吸収インキを発明するに至った。(Means for solving the problem) The inventors have discovered that the present inventors can dissolve in conventional water-based ink,
We have discovered a compound that maintains the stability of water-based inks over time and can stably obtain its infrared absorption ability over time, and we have developed an excellent approach to using this compound as a component of conventional water-based ink compositions. This led to the invention of infrared absorbing ink.
すなわち、本発明は一般式（１）
（式中、Ｒ，、Ｒ２、Ｒ３、Ｒ４は、水素原子またはハ
ロゲン原子、カルボン酸もしくはその塩、カルボキサミ
ド基、スルホン酸もしくはその塩、スルホンアミド基、
ヒドロキシル基、またはニトロ基を示し、ｋ、 ｌ、論
およびｎは、１．２．３または４であり、Ｍは金属を
示す。）で表わされる金属７タロシアニン誘導体を含有
することを特徴とする近赤外線を吸収する水性インキで
ある。That is, the present invention relates to the general formula (1) (wherein R,, R2, R3, R4 are a hydrogen atom or a halogen atom, a carboxylic acid or a salt thereof, a carboxamide group, a sulfonic acid or a salt thereof, a sulfonamide group,
It represents a hydroxyl group or a nitro group, k, l, and n are 1.2.3 or 4, and M represents a metal. ) is a water-based ink that absorbs near-infrared rays and is characterized by containing a metal 7 talocyanine derivative represented by:
−数式（１）で示される化合物の具体例を下記に示す。- Specific examples of the compound represented by formula (1) are shown below.
なおここで使用する化合物Ｎｏ、は実施例においても共
通に使用する。Note that the compound No. used here is also used in common in Examples.
化合物ｈＪｏ、 構 造 式化合物Ｎｏ、
構 造 式しＩＪＩＪＭ
化合物Ｎｏ。Compound hJo, structural formula compound No.
Structural formula: IJIJM Compound No.
化合物Ｎｏ。Compound no.
化合物Ｎｏ。Compound No.
構 泪。Structure Tears.
式
本発明の水性インキに用いる一般式（１）で表わされる
近赤外線吸収化合物は、相当する無水７タル酸または７
タル酸、尿素、金属塩化物、モリブデン酸アンモニウム
を溶媒中で反応させることｌこより容易に得られ、水溶
液中でのこれらの吸収スペクトルは６００〜８００ｎｍ
の近赤外領域に強い吸収を示し、７００ｎｍ付近に吸収
極大が存在し、モル比吸光係数は１０，０．００以上で
ある。さらに、光学式文字読取装置では近赤外線の吸収
度合による反射光の強弱を読取る場合がよ（みられ、こ
の場合、紙等のイン′＋着色面での近赤外線の反射率が
重要である。つまり、固体状態での化合物の近赤外線吸
収の程度が問題となる。−数式（１）で表わされる化合
物の固体での光線反射率を測定すると、近赤外領域全般
にわたって強く吸収し、特に１１０００ｎ主では強い吸
収がある。Formula The near-infrared absorbing compound represented by the general formula (1) used in the aqueous ink of the present invention is the corresponding 7-talic anhydride or 7-talic anhydride.
It is easily obtained by reacting tarric acid, urea, metal chloride, and ammonium molybdate in a solvent, and its absorption spectrum in an aqueous solution is 600 to 800 nm.
It exhibits strong absorption in the near-infrared region, has an absorption maximum near 700 nm, and has a molar specific extinction coefficient of 10.0.00 or more. Furthermore, optical character reading devices often read the intensity of reflected light depending on the degree of absorption of near-infrared rays. In this case, the reflectance of near-infrared rays on a colored surface such as paper is important. In other words, the degree of near-infrared absorption of the compound in the solid state is a problem.-When the light reflectance of the compound represented by formula (1) in the solid state is measured, it is found that it absorbs strongly in the entire near-infrared region, especially at 11,000 nm. There is strong absorption in the main.
本発明の水性インキは、従来の水性イン〜組成物、すな
わち水とこれにエチレングリフール、ブチレングリコー
ルなどのグリフール系溶剤、メチルセロソルブ、エチル
セロソルブなどのセロソルブ１剤、エチレングリフール
モノメチルエーテルアセテート、ジエチレングリコール
モノメチルエーテルアセテートなどのグリコールエーテ
ルエステル系溶剤のうちいずれか１種以上の溶剤との混
合液に、直接染料、塩基性染料、酸性染料などの水溶性
染料およびアニオンまたはノニオン系界面活性剤を加え
、必要に応じて水溶性樹脂を加えたインキに、上述の一
般式（１）で表わされる金属７タロシアニン誘導体の１
種また２種以上を適量加えて溶解させることに上り得る
ことができる。The aqueous ink of the present invention is made of a conventional aqueous ink composition, that is, water, a glyfur-based solvent such as ethylene glyfur or butylene glycol, a cellosolve agent such as methyl cellosolve or ethyl cellosolve, ethylene glyfur monomethyl ether acetate, Water-soluble dyes such as direct dyes, basic dyes, and acid dyes, and an anionic or nonionic surfactant are added to a mixture of one or more glycol ether ester solvents such as diethylene glycol monomethyl ether acetate. , 1 of the metal 7 talocyanine derivative represented by the above general formula (1) is added to the ink to which a water-soluble resin is added as necessary.
It is possible to add and dissolve a species or two or more species in appropriate amounts.
ここで金属７タロシアニン誘導体はインキ全量に対して
、０．１〜３０重量％添加することが望ましい。０．１
重量％未満では近赤外線吸収能が小さくなり、実質的に
光学式読取装置の読取りができないこともあり、３０重
量％をこえると他の染料との添加割合との比から色調的
に不経済であり、１〜１５重量％の添加が好ましい。Here, the metal 7 talocyanine derivative is desirably added in an amount of 0.1 to 30% by weight based on the total amount of the ink. 0.1
If it is less than 30% by weight, the near-infrared absorbing ability will be small and it may be virtually impossible to read it with an optical reader, and if it exceeds 30% by weight, it will be uneconomical in terms of color tone compared to the proportion of other dyes. It is preferable to add 1 to 15% by weight.
かくして、本発明によって得られる水性インキはそれ自
体近赤外線を強（吸収し、これを用いて描いた画像部分
も近赤外線を強く吸収する。したかって、本発明の水性
イン〜を筆記具用、スタンプ用、印刷用、インクジェッ
ト用、記録計用に用いることにより近赤外線を読取光に
用いる光学式読取装置で読取りが可能である。Thus, the water-based ink obtained by the present invention itself strongly absorbs near-infrared rays, and the image portion drawn using it also strongly absorbs near-infrared rays. It can be read by an optical reading device that uses near-infrared rays as the reading light by using it for commercial purposes, printing, inkjet printing, and recorders.
また本発明の近赤外線吸収剤は、いずれら濃緑色で可視
部にも強い吸収を有しており、緑色または黒色の水性イ
ンキとして用いる場合、従来、使用してきた染料の添加
を少なくすることも可能となる。Furthermore, the near-infrared absorber of the present invention is dark green and has strong absorption in the visible region, so when used as a green or black water-based ink, it is possible to reduce the amount of dyes that have been conventionally used. It becomes possible.
（実施例） 以下、実施例１こより本発明の詳細な説明する。(Example) Hereinafter, the present invention will be explained in detail starting from Example 1.
なお、実施例中の部とは、重量部を表わし、ノイデンＰ
は第一工業製薬（株）製の界面活性剤である。In addition, parts in the examples represent parts by weight, and Neuden P
is a surfactant manufactured by Daiichi Kogyo Seiyaku Co., Ltd.
実施例１
エチレングリコール １５部水
７９．９１ノイデンＰ
Ｏ，１部Ｃ，Ｉ、アシッドブラック５２
３ｇｌ！化合物Ｎｏ、１ ２
９上記成分を常温でかきまぜ、黒色の水性インキを調整
した。このインキを、ＩＪマットフート紙Ｓ（三菱ｌｉ
Ｉ紙（株）９１）に塗布し、乾燥後９００ｎｍにおける
光線反射率を測定したところ、インキ着色紙の反射率は
１０％であった。Example 1 Ethylene glycol 15 parts water
79.91 Neuden P
O, 1 part C, I, acid black 52
3gl! Compound No. 1 2
9 The above ingredients were stirred at room temperature to prepare a black water-based ink. This ink was applied to IJ matte foot paper S (Mitsubishi Li
When the ink-colored paper was coated on I Paper Co., Ltd. 91) and the light reflectance at 900 nm was measured after drying, the reflectance of the ink-colored paper was 10%.
次にこの紙を静水中に３０分ｌＪｉ浸漬して、耐水性を
ＩＬ察したが、はとんど色落ちは認められながっｒこ。Next, this paper was immersed in still water for 30 minutes, and the water resistance was examined by IL, but no color fading was observed.
また、このインキの経時安定性を次の方法により調べｒ
こ。つまりインキをガラスびんに入れ、密栓して室温で
１箇月放置後、上述の９０ＯｎＩＯにおける光学測定を
したが、はとんど変化は認められず、０°Ｃでの放置に
よる観察では１箇月後も沈澱物はなかった。In addition, the stability of this ink over time was investigated using the following method.
child. In other words, after putting the ink in a glass bottle, sealing it, and leaving it at room temperature for one month, we performed the optical measurement at 90OnIO as described above, but no change was observed, and when we observed it after one month after leaving it at 0°C. There was no precipitate.
比較例１
実施例１における化合物Ｎｏ、１を加えずに実施例１と
同様にしてかきまぜ、黒色の水性インキを調整した。Comparative Example 1 A black water-based ink was prepared by stirring in the same manner as in Example 1 without adding Compound No. 1 in Example 1.
このインキの光学測定、耐水性及び経時安定性を実施例
１と同様に行なったところ、耐水性及び経時安定性は良
好であったが、インキ着色紙の反射率は７０％であり、
近赤外線の吸収能が悪がった。Optical measurements, water resistance, and stability over time of this ink were performed in the same manner as in Example 1. Although the water resistance and stability over time were good, the reflectance of the ink-colored paper was 70%.
Near-infrared absorption ability deteriorated.
実施例２
エチレングリフール １５部水
７８．７部
／イデンＰ ０．１部Ｃ６
Ｉ、ダイレクトブラック３８ ３．５部Ｃ，Ｉ
、ダイレクトバイオレット５１ ０．７ｇ化合物Ｎｏ
、２ ２部上記成分を常温で
か外まぜ、黒色の水性インキを調整した。このインキに
ついて、実施例１と同様の方法を用いて評価試験を行な
い、第１表に示す結果を得た。Example 2 Ethylene Glyfur 15 parts water
78.7 parts/Iden P 0.1 part C6
I, Direct Black 38 3.5 parts C, I
, Direct Violet 51 0.7g Compound No.
, 2 2 parts The above ingredients were mixed outside at room temperature to prepare a black water-based ink. An evaluation test was conducted on this ink using the same method as in Example 1, and the results shown in Table 1 were obtained.
比較例２
実施例２における化合物Ｎｏ、２を加えずに同様にかき
まぜ、黒色の水性インキを調整し、実施例１と同様の評
価試験を行ない、第１表に示す結果を得た。Comparative Example 2 A black water-based ink was prepared by stirring in the same manner as in Example 2 without adding Compound No. 2, and the same evaluation test as in Example 1 was conducted, and the results shown in Table 1 were obtained.
実施例３
メチルセロソルブ １５部水
７９．９部ノイダンＰ
０．１部Ｃ，１，アシッドレッド９２
３部化合物Ｎｏ、３ ２部上
記成分を常温でかきまぜ、黒色の水性インキを調整した
。このイン〜について実施例１と同様の評価試験を行な
い、第１表に示す結果を得た。Example 3 Methyl cellosolve 15 parts water
79.9 part Noidan P
0.1 part C, 1, Acid Red 92
3 parts Compound No. 3 2 parts The above ingredients were stirred at room temperature to prepare a black water-based ink. The same evaluation test as in Example 1 was conducted for this in-~, and the results shown in Table 1 were obtained.
このインキを使用した着色紙の２５００ｎ１１までの光
線反射率曲線を第１図に示す。なおこの測定には、（株
）日立製作新製のｔＪ−３４１０型自記分光光度計、６
０φ積分球を使用した。第１図より近赤外領域全般にわ
たって強い吸収があり、特に１０００旧ｆｉまでは強い
吸収があることが判った。The light reflectance curve of colored paper using this ink up to 2500n11 is shown in FIG. For this measurement, a tJ-3410 self-recording spectrophotometer, manufactured by Hitachi Seisakusho, Ltd., was used.
A 0φ integrating sphere was used. From FIG. 1, it was found that there was strong absorption throughout the near-infrared region, and particularly strong absorption up to 1000 old fi.
比較例３
実施例３（こおける化合物Ｎｏ、３を加えずに同様にか
きまぜ、黒色の水性インキを調整し、実施例１と同様の
評価試験を行ない、第１表に示す結果を得た。Comparative Example 3 A black water-based ink was prepared by stirring in the same manner as in Example 3 (without adding Compound No. 3), and the same evaluation test as in Example 1 was conducted, and the results shown in Table 1 were obtained.
及１鮭支
エチレングリコールモノメチル
エーテルアセテート １５部水
７９．９部フイデンＰ
Ｏ，１部Ｃ，１，アシッドグリーン２
０ ３部化合物Ｎｏ、４
２部上記成分を常温でかきまぜ、緑色の水性イン〜を
調整した。このインキについて、実施例１と同様の評価
試験を行ない第１表に示す結果を得た。and 1 salmon twig ethylene glycol monomethyl ether acetate 15 parts water
79.9 part Fuiden P
O, 1 part C, 1, acid green 2
0 3-part compound No. 4
Two parts of the above ingredients were stirred at room temperature to prepare a green aqueous ink. This ink was subjected to the same evaluation test as in Example 1, and the results shown in Table 1 were obtained.
○：色落ちなし
×：完全に色流出
既１乱支
実施例４における化合物Ｎｏ、４を加えずに同様かきま
ぜ、緑色の水性インキを調整し、実施例１と同様の評価
試験を行ない第１表に示す結果を得ｒこ。○: No color fading ×: Complete color fading 1 Randomness A green water-based ink was prepared by stirring in the same manner as in Example 4 without adding Compound No. 4, and the same evaluation test as in Example 1 was conducted. Obtain the results shown in the table.
（発明の効果）
本発明の金属７タロシアニン誘導体を含む水性インキは
、従来の水性インキと比較して、水性インキの経時安定
性を維持しつつ、その赤外線の吸収能も経時的に安定に
得られ、その着色も耐水性に優れている。従って、近赤
外線を読取光に用いる光学式読取装置用の水性インキと
して有効である。(Effects of the Invention) Compared to conventional water-based inks, the water-based ink containing the metal 7-talocyanine derivative of the present invention maintains the stability over time of the water-based ink and also stably obtains its infrared absorption ability over time. The coloring is also excellent in water resistance. Therefore, it is effective as a water-based ink for optical reading devices that use near-infrared rays as reading light.
第１図は、実施例３の評価試験に用いたインキ着色紙の
光線反射率曲線である。
特許出願人 日本カーリノド株式会社FIG. 1 is a light reflectance curve of the ink colored paper used in the evaluation test of Example 3. Patent applicant: Nippon Karinodo Co., Ltd.
Claims (1)
またはハロゲン原子、カルボン酸もしくはその塩、カル
ボキサミド基、スルホン酸もしくはその塩、スルホンア
ミド基、ヒドロキシル基、またはニトロ基を示し、ｋ、
ｌ、ｍおよびｎは、１、２、３または４であり、Ｍは金
属を示す。）で表わされる金属フタロシアニン誘導体を
含有することを特徴とする近赤外線を吸収する水性イン
キ。[Claims] The following general formula (I) ▲ Numerical formulas, chemical formulas, tables, etc. ▼ (I) (In the formula, R_1, R_2, R_3, R_4 are hydrogen atoms or halogen atoms, carboxylic acids or salts thereof, Represents a carboxamide group, sulfonic acid or its salt, sulfonamide group, hydroxyl group, or nitro group, k,
l, m and n are 1, 2, 3 or 4, and M represents a metal. ) A water-based ink that absorbs near-infrared rays and is characterized by containing a metal phthalocyanine derivative represented by:
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63242461A JPH0291164A (en) | 1988-09-29 | 1988-09-29 | Water-base ink which absorbs near-infrared ray |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63242461A JPH0291164A (en) | 1988-09-29 | 1988-09-29 | Water-base ink which absorbs near-infrared ray |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0291164A true JPH0291164A (en) | 1990-03-30 |
Family
ID=17089435
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63242461A Pending JPH0291164A (en) | 1988-09-29 | 1988-09-29 | Water-base ink which absorbs near-infrared ray |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0291164A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7198446B2 (en) | 2001-09-28 | 2007-04-03 | Max Kabushiki Kaisha | Connected fastener having separation facilitator |
| GB2433071A (en) * | 2005-12-05 | 2007-06-13 | Kontrakt Technology Ltd | Organic acids comprising planar conjugated heterocyclic molecular system, & photoelectric layer thereof with rodlike supramolecules for use in solar cell |
| CN113773329A (en) * | 2021-09-18 | 2021-12-10 | 哈尔滨工业大学 | Method for realizing passive regulation and control of near-infrared reflectivity of phthalocyanine organic material |
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|---|---|---|---|---|
| JPS55144064A (en) * | 1979-04-26 | 1980-11-10 | Canon Inc | Recording liquid |
| JPS5736693A (en) * | 1980-08-15 | 1982-02-27 | Canon Inc | Recording fluid |
| JPS5922967A (en) * | 1982-07-28 | 1984-02-06 | Taoka Chem Co Ltd | Novel copper phthalocyanine dye and aqueous ink containing the same |
| JPS59161471A (en) * | 1983-03-07 | 1984-09-12 | Ricoh Co Ltd | Ink for ink jet recording |
| JPS59179569A (en) * | 1983-03-29 | 1984-10-12 | Canon Inc | Recording liquid |
| JPS59191775A (en) * | 1983-04-14 | 1984-10-30 | Canon Inc | Recording liquid |
| JPS62149758A (en) * | 1985-03-29 | 1987-07-03 | Taoka Chem Co Ltd | Copper phthalocyanine compound and ink composition using same |
| JPS62198495A (en) * | 1986-02-25 | 1987-09-02 | Ricoh Co Ltd | Recording material |
| JPS6372586A (en) * | 1986-09-17 | 1988-04-02 | Canon Inc | Formation of color image |
| JPS63210175A (en) * | 1987-02-26 | 1988-08-31 | Ricoh Co Ltd | Water color ink composition |
-
1988
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Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS55144064A (en) * | 1979-04-26 | 1980-11-10 | Canon Inc | Recording liquid |
| JPS5736693A (en) * | 1980-08-15 | 1982-02-27 | Canon Inc | Recording fluid |
| JPS5922967A (en) * | 1982-07-28 | 1984-02-06 | Taoka Chem Co Ltd | Novel copper phthalocyanine dye and aqueous ink containing the same |
| JPS59161471A (en) * | 1983-03-07 | 1984-09-12 | Ricoh Co Ltd | Ink for ink jet recording |
| JPS59179569A (en) * | 1983-03-29 | 1984-10-12 | Canon Inc | Recording liquid |
| JPS59191775A (en) * | 1983-04-14 | 1984-10-30 | Canon Inc | Recording liquid |
| JPS62149758A (en) * | 1985-03-29 | 1987-07-03 | Taoka Chem Co Ltd | Copper phthalocyanine compound and ink composition using same |
| JPS62198495A (en) * | 1986-02-25 | 1987-09-02 | Ricoh Co Ltd | Recording material |
| JPS6372586A (en) * | 1986-09-17 | 1988-04-02 | Canon Inc | Formation of color image |
| JPS63210175A (en) * | 1987-02-26 | 1988-08-31 | Ricoh Co Ltd | Water color ink composition |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7198446B2 (en) | 2001-09-28 | 2007-04-03 | Max Kabushiki Kaisha | Connected fastener having separation facilitator |
| GB2433071A (en) * | 2005-12-05 | 2007-06-13 | Kontrakt Technology Ltd | Organic acids comprising planar conjugated heterocyclic molecular system, & photoelectric layer thereof with rodlike supramolecules for use in solar cell |
| CN113773329A (en) * | 2021-09-18 | 2021-12-10 | 哈尔滨工业大学 | Method for realizing passive regulation and control of near-infrared reflectivity of phthalocyanine organic material |
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