JPS636061A - Dye composition - Google Patents
Dye compositionInfo
- Publication number
- JPS636061A JPS636061A JP61149359A JP14935986A JPS636061A JP S636061 A JPS636061 A JP S636061A JP 61149359 A JP61149359 A JP 61149359A JP 14935986 A JP14935986 A JP 14935986A JP S636061 A JPS636061 A JP S636061A
- Authority
- JP
- Japan
- Prior art keywords
- composition
- letters
- dye
- developer
- vapor pressure
- 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
- 239000000203 mixture Substances 0.000 title claims description 29
- 239000006185 dispersion Substances 0.000 claims abstract description 8
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims description 6
- 229910052753 mercury Inorganic materials 0.000 claims description 6
- 239000003960 organic solvent Substances 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 6
- 235000019441 ethanol Nutrition 0.000 abstract description 4
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 abstract description 3
- 239000002245 particle Substances 0.000 abstract description 3
- 239000000049 pigment Substances 0.000 abstract description 3
- 239000002904 solvent Substances 0.000 abstract 2
- GSCLSACFHWKTQU-UHFFFAOYSA-N 2'-chloro-6'-(diethylamino)spiro[2-benzofuran-3,9'-xanthene]-1-one Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC(Cl)=CC=C1OC1=CC(N(CC)CC)=CC=C21 GSCLSACFHWKTQU-UHFFFAOYSA-N 0.000 abstract 1
- 239000000975 dye Substances 0.000 description 19
- 239000004744 fabric Substances 0.000 description 7
- -1 2.4-dichlorophenol Chemical compound 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000123 paper Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QPVRKFOKCKORDP-UHFFFAOYSA-N 1,3-dimethylcyclohexa-2,4-dien-1-ol Chemical compound CC1=CC(C)(O)CC=C1 QPVRKFOKCKORDP-UHFFFAOYSA-N 0.000 description 2
- YCOXTKKNXUZSKD-UHFFFAOYSA-N 3,4-xylenol Chemical compound CC1=CC=C(O)C=C1C YCOXTKKNXUZSKD-UHFFFAOYSA-N 0.000 description 2
- TUAMRELNJMMDMT-UHFFFAOYSA-N 3,5-xylenol Chemical compound CC1=CC(C)=CC(O)=C1 TUAMRELNJMMDMT-UHFFFAOYSA-N 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- YQUQWHNMBPIWGK-UHFFFAOYSA-N 4-isopropylphenol Chemical compound CC(C)C1=CC=C(O)C=C1 YQUQWHNMBPIWGK-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 2
- NHJNEVDNUSFTSG-UHFFFAOYSA-N 1,5-dimethylcyclohexa-2,4-dien-1-ol Chemical compound CC1=CC=CC(C)(O)C1 NHJNEVDNUSFTSG-UHFFFAOYSA-N 0.000 description 1
- UMPSXRYVXUPCOS-UHFFFAOYSA-N 2,3-dichlorophenol Chemical compound OC1=CC=CC(Cl)=C1Cl UMPSXRYVXUPCOS-UHFFFAOYSA-N 0.000 description 1
- HOLHYSJJBXSLMV-UHFFFAOYSA-N 2,6-dichlorophenol Chemical compound OC1=C(Cl)C=CC=C1Cl HOLHYSJJBXSLMV-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
- DNUYOWCKBJFOGS-UHFFFAOYSA-N 2-[[10-(2,2-dicarboxyethyl)anthracen-9-yl]methyl]propanedioic acid Chemical compound C1=CC=C2C(CC(C(=O)O)C(O)=O)=C(C=CC=C3)C3=C(CC(C(O)=O)C(O)=O)C2=C1 DNUYOWCKBJFOGS-UHFFFAOYSA-N 0.000 description 1
- ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 description 1
- CRBJBYGJVIBWIY-UHFFFAOYSA-N 2-isopropylphenol Chemical compound CC(C)C1=CC=CC=C1O CRBJBYGJVIBWIY-UHFFFAOYSA-N 0.000 description 1
- IQUPABOKLQSFBK-UHFFFAOYSA-N 2-nitrophenol Chemical compound OC1=CC=CC=C1[N+]([O-])=O IQUPABOKLQSFBK-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 description 1
- HORNXRXVQWOLPJ-UHFFFAOYSA-N 3-chlorophenol Chemical compound OC1=CC=CC(Cl)=C1 HORNXRXVQWOLPJ-UHFFFAOYSA-N 0.000 description 1
- WXNZTHHGJRFXKQ-UHFFFAOYSA-N 4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1 WXNZTHHGJRFXKQ-UHFFFAOYSA-N 0.000 description 1
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 1
- CYYZDBDROVLTJU-UHFFFAOYSA-N 4-n-Butylphenol Chemical compound CCCCC1=CC=C(O)C=C1 CYYZDBDROVLTJU-UHFFFAOYSA-N 0.000 description 1
- BTJIUGUIPKRLHP-UHFFFAOYSA-N 4-nitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1 BTJIUGUIPKRLHP-UHFFFAOYSA-N 0.000 description 1
- NTDQQZYCCIDJRK-UHFFFAOYSA-N 4-octylphenol Chemical compound CCCCCCCCC1=CC=C(O)C=C1 NTDQQZYCCIDJRK-UHFFFAOYSA-N 0.000 description 1
- ZUTYZAFDFLLILI-UHFFFAOYSA-N 4-sec-Butylphenol Chemical compound CCC(C)C1=CC=C(O)C=C1 ZUTYZAFDFLLILI-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- IPAJDLMMTVZVPP-UHFFFAOYSA-N Crystal violet lactone Chemical compound C1=CC(N(C)C)=CC=C1C1(C=2C=CC(=CC=2)N(C)C)C2=CC=C(N(C)C)C=C2C(=O)O1 IPAJDLMMTVZVPP-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 239000005844 Thymol Substances 0.000 description 1
- 229920002433 Vinyl chloride-vinyl acetate copolymer Polymers 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- IJFXRHURBJZNAO-UHFFFAOYSA-N meta--hydroxybenzoic acid Natural products OC(=O)C1=CC=CC(O)=C1 IJFXRHURBJZNAO-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 229960000790 thymol Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/124—Duplicating or marking methods; Sheet materials for use therein using pressure to make a masked colour visible, e.g. to make a coloured support visible, to create an opaque or transparent pattern, or to form colour by uniting colour-forming components
- B41M5/132—Chemical colour-forming components; Additives or binders therefor
- B41M5/155—Colour-developing components, e.g. acidic compounds; Additives or binders therefor; Layers containing such colour-developing components, additives or binders
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Color Printing (AREA)
Abstract
Description
【発明の詳細な説明】
産業上の利用分野
本発明は染料組成物に関する。更に詳しくは紙、布、プ
ラスチック類等の基材に一時的に文字、標識等を付与す
るかあるいは既に付与されている文字、標識等を一時的
に隠蔽したシするに適した染料組成物に関する。DETAILED DESCRIPTION OF THE INVENTION Field of the Invention The present invention relates to dye compositions. More specifically, it relates to a dye composition suitable for temporarily adding characters, signs, etc. to base materials such as paper, cloth, plastics, etc., or for temporarily hiding characters, signs, etc. that have already been applied. .
従来の技術 紙、布、プラスチック類等の基材に文字。Conventional technology Letters on base materials such as paper, cloth, and plastics.
標識等を付与する方法として、ロイコ染料とそれを顕色
せしめる顕色剤を予め前記したような基材に付与してお
きこれに所望の部分にのみ熱の変化を加え発色させたり
あるいはそ丸
をを消色させたりする方法は既に開発されている。（紙
パルグ技術タイムス、昭和５７年９月号、ロイコ染料の
傾向とその応用１０１頁）
又、特定の光源によってのみ識別出来る特殊な色素（例
えばブラックライトの照射下で識別可能な螢光染料）を
付与しておき該光源下で文字、標識等を識別するという
方法も用いられている。As a method of applying labels, etc., leuco dye and a color developer for developing the color are applied to the base material as described above in advance, and then heat is applied only to the desired areas to develop the color. Methods have already been developed to erase the color of . (Paper Pulg Technology Times, September 1980 issue, Trends in Leuco Dyes and Their Applications, p. 101) Also, special dyes that can only be identified by a specific light source (for example, fluorescent dyes that can be identified under black light) A method is also used in which characters, signs, etc. are identified under the light source.
↓
発明解決しようとする問題点
特定の光源下のみで識別し得る色素は、それによって付
与された文字、標識等を識別するためには特定の光源が
必要であり、また付与された色素は何等かの洗滌作用が
行なわれない限り付着しており、その光源が存在すると
不必要な時点にも識別されてしまうという欠点がある。↓ Problems to be solved by the invention Pigments that can be identified only under a specific light source require a specific light source to identify the characters, signs, etc. that are applied using them, and the dye that has been applied must be Unless the cleaning action is performed, the particles will remain attached, and if the light source is present, they will be identified at unnecessary times.
また、このような色素では、基材上に既に記されている
可視光線で識別出来る文字、標識などを隠蔽することは
出来ない。Furthermore, such dyes cannot hide characters, labels, etc. that are already written on the substrate and can be identified with visible light.
又、ロイコ染料を用いた従来の一時的に発色、更にそれ
を消色させる方法は、あくまでも温度変化を必要とする
現象であシー定温度のもとて発色、消色させることは出
来ない。また−たん消色したものに熱が加わると再び発
色し、熱の変化なくして不必要となった時点で消し去る
ことが出来ない。Furthermore, the conventional method of temporarily developing color and then decoloring it using leuco dyes is a phenomenon that requires a temperature change, and cannot be colored or decolorized at a constant temperature. Furthermore, if heat is applied to something that has been decolored, it will recolor, and without a change in heat it cannot be erased once it is no longer needed.
問題点を解決するための手段
本発明者は前記したような問題点を解決すべく鋭意研究
を行った結果、本発明に至ったものである。即ち本発明
は微粒子化されたロイコ染料の水分散液と蒸気圧２０ｍ
ｍ（水銀柱）を示す温度が６５〜１６０℃であるか、蒸
気圧７６０ｍｍ（水銀柱）を示す温度が１７０〜２９０
℃である顕色剤の揮発性有機溶剤溶液を混合してなる経
時消色用染料組成物を提供する。Means for Solving the Problems The present inventor has conducted extensive research to solve the above-mentioned problems, and as a result, has arrived at the present invention. That is, the present invention uses an aqueous dispersion of finely divided leuco dye and a vapor pressure of 20 m.
The temperature that indicates m (mercury column) is 65 to 160 °C, or the temperature that indicates vapor pressure of 760 mm (mercury column) is 170 to 290 °C
Provided is a dye composition for decoloring over time, which is formed by mixing a solution of a color developer in a volatile organic solvent at a temperature of .degree.
本発明に使用されうるロイコ染料の具体例には、３，３
−ビス（Ｐ−ジメチルアミノフェニル）−６−シメチル
アミノフタリドが例示される一般式（１）
（式中Ｒｘ 、 ＲＹ ＋及びＲｚは水素、水酸基、ハ
ロゲン、アルキル基、ニトロ基、アミン基、ジアルキル
アミノ基、アリル基である）で表されるトリフェニルメ
タン系染料のロイコ体ヘース、３−ジエチルアミノ−７
−クロルフルオランが例示される一般式（旧（式中Ｒｘ
、Ｒｙ、Ｒｚは上記（Ｉ）の場合と同じである）で表さ
れるフルオラン系染料のロイコ体ペース
などがあげられる。Specific examples of leuco dyes that can be used in the present invention include 3,3
General formula (1) exemplified by -bis(P-dimethylaminophenyl)-6-dimethylaminophthalide (where Rx, RY + and Rz are hydrogen, hydroxyl group, halogen, alkyl group, nitro group, amine group) , dialkylamino group, allyl group), leuco haze of triphenylmethane dye, 3-diethylamino-7
- General formula (old (formula Rx
, Ry, and Rz are the same as in the case of (I) above).
これらのロイコ染料は必要によシ、例えばポリビニルア
ルコール、アニオン系界面活性剤、ノニオン系界面活性
剤のような添加剤と共に水を媒体として常法によシ微粒
子化処理（分散液）して本発明の組成物の調製に供され
る。These leuco dyes are made into fine particles (dispersion) by a conventional method using water as a medium along with additives such as polyvinyl alcohol, anionic surfactants, and nonionic surfactants as necessary. Subjected to the preparation of compositions of the invention.
なお微粒子化されたロイコ染料の粒径は１〜１０ミクロ
ン好ましくは２〜５ミクロンであることが好ましい。The particle size of the micronized leuco dye is preferably 1 to 10 microns, preferably 2 to 5 microns.
又、蒸気圧２０ｍｍ（水銀柱）を示す温度が６５〜１６
０℃であるか、蒸気圧７６０ｍｍ（水銀柱）を示す温度
が１７０〜２９０℃である顕色剤の具体例としては２．
３−キシレノール、２．５−キシレノール、３，４−キ
シレノール、３．５−キシレノール、２．４−ジクロロ
フェノール、２．６−ジクロロフェノール、チモール、
２，４．５−１リクロルフエノール、２，４．６−）ジ
クロロフェノール、Ｐ−二トロフェノール１ｍ−ニトロ
フェ／ −ｋ、０−ニトロフェノール、フェノール、ｐ
−ｓ−ブチルフェノール、ｐ−ｔ−ブチルフェノール、
Ｏ−クロロフェノール、ｍ−クロロフェノール、Ｐ−ク
ロロフェノール、０−イソプロピルフェノール、ｍ−イ
ンプロピルフェノール、Ｐ−イソプロピルフェノール、
０−クレゾール、ｍ−クレゾール、Ｐ−クレゾール、Ｏ
−ｔｅｒｔ−ブチ／ｌ／ ７ ｘノール、Ｐ −ｔｅｒ
ｔ−ブチルフェノール、０−ブチルフェノール、Ｐ−ブ
チルフェノール、Ｐ −ｔｅｒｔ−アミノフェノール、
Ｐ−オクチルフェノール
０−ヒドロキシ安息香酸、ｍ−ヒドロキシ安息香酸、Ｐ
−ヒドロキシ安息香酸、安息香酸、マレイン酸、コハク
酸、無水マレイン酸、無水コハク酸などがあげられる。In addition, the temperature indicating a vapor pressure of 20 mm (mercury column) is 65 to 16
Specific examples of color developers whose temperature is 0°C or whose temperature at which the vapor pressure is 760 mm (mercury column) is 170 to 290°C are 2.
3-xylenol, 2.5-xylenol, 3,4-xylenol, 3.5-xylenol, 2.4-dichlorophenol, 2.6-dichlorophenol, thymol,
2,4.5-1-lichlorophenol, 2,4.6-)dichlorophenol, P-nitrophenol 1m-nitrophenol/-k, 0-nitrophenol, phenol, p
-s-butylphenol, pt-butylphenol,
O-chlorophenol, m-chlorophenol, P-chlorophenol, 0-isopropylphenol, m-inpropylphenol, P-isopropylphenol,
0-cresol, m-cresol, P-cresol, O
-tert-buty/l/7 xnor, P-ter
t-butylphenol, 0-butylphenol, P-butylphenol, P-tert-aminophenol,
P-octylphenol 0-hydroxybenzoic acid, m-hydroxybenzoic acid, P
-Hydroxybenzoic acid, benzoic acid, maleic acid, succinic acid, maleic anhydride, succinic anhydride, and the like.
これらは希望する文字、標識が消失するまでの時間の長
短に応じて適宜単独で又は混合して用いられる。These may be used alone or in combination as appropriate depending on the desired characters and the length of time until the mark disappears.
又、本発明において前記顕色剤を溶解するために使用さ
れる揮発性有機溶剤の具体例としてはメタノール、エタ
ノール、プロピルアルコールのようなアルコール類、ア
セトンのようなケトン類、酢酸メチルエステル、酢酸エ
チルエステルのような酢酸エステル類が挙げられる。Further, specific examples of volatile organic solvents used to dissolve the color developer in the present invention include alcohols such as methanol, ethanol, and propyl alcohol, ketones such as acetone, methyl acetate, and acetic acid. Examples include acetate esters such as ethyl ester.
前記した顕色剤はこれらの有機溶剤に溶解した上で本発
明の組成物、調製に供される。The above-mentioned color developer is dissolved in these organic solvents and then used for preparing the composition of the present invention.
本発明の組成物は前記したロイコ染料の分散液と顕色剤
の溶液をロイコ染料に対して顕色剤がＯ０°５〜２倍好
ましくは０．７５〜１．５倍になるように（重量比）混
合して調製される。The composition of the present invention is prepared by preparing a solution of the above-mentioned leuco dye dispersion and color developer in such a manner that the amount of developer is 5 to 2 times, preferably 0.75 to 1.5 times, relative to the leuco dye. weight ratio).
本発明の組成物にはロイコ染料の分散液及び顕色剤の溶
液の他にポリビニルアルコール、ポリアクリル酸、ポリ
アクリルアミド、ポリスチレン、塩化ビニル−酢酸ビニ
ル共重合体、ポリ塩化ビニルなどの有機高分子化合物や
、デンプン類、カルボキシメチルセルローズのようなセ
ルローズ誘導体が補助成分として加えられてもよい。又
、基材に本発明泡組成物を付与する方法としてインクジ
ェットプリンタが用いられる場合は乾燥によるノズルつ
まりを防ぐために、エチレングリコール、ジエチレング
リコール、トリエチレングリコール、グリセリンのよう
な吸湿性物質を補助成分として添加することも出来る。In addition to the leuco dye dispersion and developer solution, the composition of the present invention contains organic polymers such as polyvinyl alcohol, polyacrylic acid, polyacrylamide, polystyrene, vinyl chloride-vinyl acetate copolymer, and polyvinyl chloride. Compounds, starches, cellulose derivatives such as carboxymethyl cellulose may be added as auxiliary ingredients. In addition, when an inkjet printer is used to apply the foam composition of the present invention to a substrate, a hygroscopic substance such as ethylene glycol, diethylene glycol, triethylene glycol, or glycerin may be used as an auxiliary ingredient to prevent nozzle clogging due to drying. It can also be added.
本発明の組成物を基材に付与する方法としてはペン、筆
、その他通常の筆記具が使用出来るほか、前記し次イン
クジェットプリンタによる印捺方法も採用することが出
来る。As a method for applying the composition of the present invention to a substrate, pens, brushes, and other ordinary writing implements can be used, and the above-mentioned printing method using an inkjet printer can also be employed.
本発明の組成物が付与されうる基材としては紙、布、プ
ラスチック類のほか、木材、モルタル、金属、石などが
適用されるが、それら基材の種類に応じ、前記したよう
な補助成分か適宜選択される。Substrates to which the composition of the present invention can be applied include paper, cloth, plastics, as well as wood, mortar, metal, stone, etc. Depending on the type of the substrate, the above-mentioned auxiliary components may be added. or selected as appropriate.
本発明の組成物で表示した文字、標識等はそのまま放置
すれば、用いた顕色剤の種類に応じ通常は２ないし２４
時間で消失するが、より短時間で消失させるために加熱
されたぶんいきに置いても良い。If characters, signs, etc. displayed with the composition of the present invention are left as they are, they will usually have a color content of 2 to 24% depending on the type of color developer used.
It disappears over time, but you can heat it up and leave it there to make it disappear more quickly.
実施例 本発明を実施例によシより具体的に説明する。Example The present invention will be explained in more detail with reference to Examples.
実施例１゜
３−ジブチルアミノ−７−（２−フルオロフェニルアミ
ノ）−２ルオラン（日本化薬製、以下ＴＧと略記する）
２５ｇにゴーセノルＧＬ−０５（日本合成製ポリビニル
アルコール）の２５チ溶液（重量％）８ｇを加えたもの
に水を加え１００ｇとし、ガラスピーズを加えてサンド
グラインダで３０分間分散化を行いＴＯの水分散液をえ
た。こうして得られた溶解してえた溶液を加えて十分攪
拌して本発明の組成物（Ａ）をえた。Example 1 3-dibutylamino-7-(2-fluorophenylamino)-2-luoran (manufactured by Nippon Kayaku, hereinafter abbreviated as TG)
To 25g of Gosenol GL-05 (polyvinyl alcohol manufactured by Nippon Gohsei), 8g of a 25% solution (wt%) was added, water was added to make 100g, glass beads were added, and the mixture was dispersed with a sand grinder for 30 minutes to obtain TO water. A dispersion was obtained. The thus obtained dissolved solution was added and sufficiently stirred to obtain a composition (A) of the present invention.
この組成物をペン先に付けて白い紙に模様を画くと黒色
の模様が明瞭に識別できた。この本のを室温（２４℃）
に５時間放置したところ、黒色の模様は全く消失した。When this composition was applied to the pen tip and a pattern was drawn on white paper, the black pattern was clearly discernible. Store this book at room temperature (24℃)
When it was left for 5 hours, the black pattern completely disappeared.
応用例１゜
実施例１で調製した組成物（Ａ）を用いてペン先で赤色
に染色したポリニステルトａピカル布に文字を書くと黒
い文字が明瞭に識別できた。この布を３０℃に保った恒
温機中に２時間入れておいた所、文字は全く消失した。Application Example 1 When letters were written using the composition (A) prepared in Example 1 on polynisterpical cloth dyed red with a pen tip, the black letters were clearly distinguishable. When this cloth was placed in a constant temperature machine kept at 30° C. for 2 hours, the letters completely disappeared.
さらにこの布［１６０℃に加熱したアイロンでアイロン
掛けを行なったが、文字が再び現れることはなかった。Furthermore, this cloth was ironed with an iron heated to 160° C., but the letters did not appear again.
実施例２゜
実施例１で使用したＰ −ｔｅｒｔ−ブチルフェノール
の代シに３，５−ジメチルフェノールを用い、実施例１
と全く同様にして本発明の組成物（Ｂ）をえた。Example 2 3,5-dimethylphenol was used in place of P-tert-butylphenol used in Example 1, and Example 1
Composition (B) of the present invention was obtained in exactly the same manner.
この組成物（Ｂ）を用いて白い羊毛モスリンに筆で文字
を書くと黒い文字が明瞭知識別出来た。この布を１００
℃に加熱したアイロンの底面に乗せたところ１文字はた
ちまち消失し、再び現れることはなかった。When letters were written with a brush on white wool muslin using this composition (B), the black letters were clearly distinguishable. 100 pieces of this cloth
When placed on the bottom of an iron heated to ℃, the single letter immediately disappeared and never reappeared.
実施例３゜
実施例１で使用したＰ −ｔｅｒｔ−ブチルフェノール
の代シにＯ−とドロキシ安息香酸を用い、実施例１と全
く同様にして本発明の組成物（Ｃ）をえた。この組成物
をペン先につけ白い紙に文字を書いたところ、黒色の文
字が明瞭に識別出来た。Example 3 A composition (C) of the present invention was obtained in exactly the same manner as in Example 1 except that O- and droxybenzoic acid were used in place of P-tert-butylphenol used in Example 1. When this composition was applied to the pen tip and characters were written on white paper, the black characters were clearly discernible.
この紙を３０℃に保った恒温機中に５時間入れておいた
所、文字は全く消失した。When this paper was placed in a constant temperature machine kept at 30° C. for 5 hours, the letters completely disappeared.
実施例４゜
実施例１で用いたＴＧＯ代シに３−ジエチルアミノ−６
−メチル−７−アニリノフルオランを用い、実施例１と
全く同様にして本発明の組成物（Ｄ）をえ之。この組成
物を用いて実施例１と同様に白い紙に文字を書いた所、
黒い文字が明瞭知識別出来た。このものを室温（２４℃
ンに１５時間放置した所、文字は全く消失した。Example 4 3-diethylamino-6 was added to the TGO used in Example 1.
A composition (D) of the present invention was prepared in exactly the same manner as in Example 1 using -methyl-7-anilinofluorane. When letters were written on white paper using this composition in the same manner as in Example 1,
The black letters clearly marked the knowledge classification. Store this at room temperature (24℃
After leaving it for 15 hours, the letters completely disappeared.
実施例５゜
実施例１で用いたＴＧの代シに３．３−ビス（Ｐ −ジ
メチルアミノフェニル）−６−シメチルアミノフタリド
（以下ＣＶＬと略記すルン、３−ジエチルアミン−７−
クロルフルオラン（以下ＣＲＬと略記する）、３，６−
シメトキシフルオラン（以下ＣＹＬと略記すル）、３−
ジエチルアミノ−７−ジベンジルアミノフルオラン（以
下ＣＧＬと略記する）を用い、実施例１と全く同様にし
て本発明の組成物（それぞれＥ、Ｆ、Ｇ）をえた。これ
らの組成物をペン先につけて白いポリエステルトロピカ
ルに文字を書くと、Ｅを用いた場合には青色の、Ｆを用
いた場合には赤色のＧを用いた場合には黄色のＣＧＬを
用いた場合には緑色の文字がそれぞれ明瞭に識別出来た
。Example 5 In place of TG used in Example 1, 3,3-bis(P-dimethylaminophenyl)-6-dimethylaminophthalide (hereinafter abbreviated as CVL), 3-diethylamine-7-
Chlorfluorane (hereinafter abbreviated as CRL), 3,6-
Cymethoxyfluorane (hereinafter abbreviated as CYL), 3-
Compositions of the present invention (E, F, and G, respectively) were obtained in exactly the same manner as in Example 1 using diethylamino-7-dibenzylaminofluorane (hereinafter abbreviated as CGL). When these compositions are applied to the pen tip and letters are written on white polyester tropical, it is blue when E is used, red when F is used, and yellow when G is used. In some cases, the green letters could be clearly identified.
これらの布を室温で１５時間放置したところ、書かれた
文字は消失した。When these cloths were left at room temperature for 15 hours, the written characters disappeared.
実施例６゜
実施例１で使用したエチルアルコールの代りにイソプロ
ピルアルコールを用い、実施例１と全く同様にして本発
明の組成物（Ｈ）をえた。このものを用い実施例１と同
様にペンを用いて紙に文字を書いたところ、黒い文字が
明瞭に識別でき、これを室温に５時間放置したところ文
字は全く消失した。Example 6 A composition (H) of the present invention was obtained in exactly the same manner as in Example 1 except that isopropyl alcohol was used in place of the ethyl alcohol used in Example 1. When this product was used to write letters on paper using a pen in the same manner as in Example 1, the black letters were clearly discernible, and when this was left at room temperature for 5 hours, the letters completely disappeared.
応用例２゜
実施例１で調製した組成物（Ａ）を、既に黒で文字が印
刷された書類の不要文字の個所に筆で塗付した。不要文
字は黒く塗りつぶされ、これを静電式複写機（ＲＩＣＯ
ＰＹ ＦＴ ５０５０■リコー製）で複写したところ、
不要文字は黒く塗シつぶされて判読出来ない複写が出来
比。Application Example 2 The composition (A) prepared in Example 1 was applied with a brush to unnecessary characters on a document on which characters had already been printed in black. Unnecessary characters are painted black, and this is printed on an electrostatic copying machine (RICO).
When I copied it with PY FT 5050 (manufactured by Ricoh),
Unnecessary characters are painted black and the copies are unreadable.
その書類をそのまま放置したところ、３時間後にはもと
の文字が現れ、これを前記と同じ静電式複写機で複写し
たところ、全部の文字が明瞭に判読出来る複写が得られ
た。When the document was left as it was, the original characters appeared after three hours, and when this was copied using the same electrostatic copying machine as above, a copy was obtained in which all the characters were clearly legible.
発明の効果
通常の可視光線下で明瞭に識別出来、しかも経時的にそ
の文字、標識などが消失する染料組成物が得られた。Effects of the Invention A dye composition was obtained that can be clearly identified under ordinary visible light and whose letters, marks, etc. disappear over time.
また、この染料組成物は既に付されている文字や標識な
どを一時的に隠蔽することも可能にした。Furthermore, this dye composition also made it possible to temporarily hide letters and signs that had already been attached.
Claims (1)
ｍｍ（水銀柱）を示す温度が６５〜１６０℃であるか、
蒸気圧７６０ｍｍ（水銀柱）を示す温度が１７０〜２９
０℃である顕色剤の揮発性有機溶剤溶液を混合してなる
経時消色用染料組成物1. Aqueous dispersion of micronized leuco dye and vapor pressure 20
The temperature in mm (mercury column) is 65 to 160°C,
The temperature indicating a vapor pressure of 760 mm (mercury column) is 170 to 29
A dye composition for decoloring over time, which is prepared by mixing a solution of a color developer in a volatile organic solvent at 0°C.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61149359A JPS636061A (en) | 1986-06-27 | 1986-06-27 | Dye composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61149359A JPS636061A (en) | 1986-06-27 | 1986-06-27 | Dye composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS636061A true JPS636061A (en) | 1988-01-12 |
Family
ID=15473406
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61149359A Pending JPS636061A (en) | 1986-06-27 | 1986-06-27 | Dye composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS636061A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2571804A (en) * | 2018-07-31 | 2019-09-11 | Additive Manufacturing Tech Ltd | Additive manufacturing |
-
1986
- 1986-06-27 JP JP61149359A patent/JPS636061A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2571804A (en) * | 2018-07-31 | 2019-09-11 | Additive Manufacturing Tech Ltd | Additive manufacturing |
| US11628623B2 (en) | 2018-07-31 | 2023-04-18 | Shawbrook Bank Limited | Additive manufacturing |
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