JPH08239615A - Water-erasable marking-pen ink composition - Google Patents
Water-erasable marking-pen ink compositionInfo
- Publication number
- JPH08239615A JPH08239615A JP7730295A JP7730295A JPH08239615A JP H08239615 A JPH08239615 A JP H08239615A JP 7730295 A JP7730295 A JP 7730295A JP 7730295 A JP7730295 A JP 7730295A JP H08239615 A JPH08239615 A JP H08239615A
- Authority
- JP
- Japan
- Prior art keywords
- water
- phosphoric acid
- ink composition
- phosphoric ester
- pen ink
- 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 12
- -1 polyoxyethylene Polymers 0.000 claims abstract description 24
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims abstract description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000002253 acid Substances 0.000 claims abstract description 5
- 230000002378 acidificating effect Effects 0.000 claims description 8
- 239000003960 organic solvent Substances 0.000 claims description 6
- 150000002894 organic compounds Chemical class 0.000 claims description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 10
- 229910019142 PO4 Inorganic materials 0.000 abstract description 6
- 239000010452 phosphate Substances 0.000 abstract description 6
- 239000002904 solvent Substances 0.000 abstract description 3
- 150000001875 compounds Chemical class 0.000 abstract description 2
- 150000002148 esters Chemical class 0.000 abstract 4
- 238000004040 coloring Methods 0.000 abstract 2
- 150000005215 alkyl ethers Chemical class 0.000 abstract 1
- 238000013329 compounding Methods 0.000 abstract 1
- 239000000976 ink Substances 0.000 description 17
- 239000000975 dye Substances 0.000 description 11
- 239000004744 fabric Substances 0.000 description 4
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- UCQFCFPECQILOL-UHFFFAOYSA-N diethyl hydrogen phosphate Chemical compound CCOP(O)(=O)OCC UCQFCFPECQILOL-UHFFFAOYSA-N 0.000 description 2
- HVBMYHDTXIDFKE-UHFFFAOYSA-N diethyl hydrogen phosphate;ethyl dihydrogen phosphate Chemical compound CCOP(O)(O)=O.CCOP(O)(=O)OCC HVBMYHDTXIDFKE-UHFFFAOYSA-N 0.000 description 2
- FWQHNLCNFPYBCA-UHFFFAOYSA-N fluoran Chemical compound C12=CC=CC=C2OC2=CC=CC=C2C11OC(=O)C2=CC=CC=C21 FWQHNLCNFPYBCA-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- GNPWYHFXSMINJQ-UHFFFAOYSA-N 1,2-dimethyl-3-(1-phenylethyl)benzene Chemical compound C=1C=CC(C)=C(C)C=1C(C)C1=CC=CC=C1 GNPWYHFXSMINJQ-UHFFFAOYSA-N 0.000 description 1
- JOLQKTGDSGKSKJ-UHFFFAOYSA-N 1-ethoxypropan-2-ol Chemical compound CCOCC(C)O JOLQKTGDSGKSKJ-UHFFFAOYSA-N 0.000 description 1
- UYMBCDOGDVGEFA-UHFFFAOYSA-N 3-(1h-indol-2-yl)-3h-2-benzofuran-1-one Chemical compound C12=CC=CC=C2C(=O)OC1C1=CC2=CC=CC=C2N1 UYMBCDOGDVGEFA-UHFFFAOYSA-N 0.000 description 1
- MFKRHJVUCZRDTF-UHFFFAOYSA-N 3-methoxy-3-methylbutan-1-ol Chemical compound COC(C)(C)CCO MFKRHJVUCZRDTF-UHFFFAOYSA-N 0.000 description 1
- LPEKGGXMPWTOCB-UHFFFAOYSA-N 8beta-(2,3-epoxy-2-methylbutyryloxy)-14-acetoxytithifolin Natural products COC(=O)C(C)O LPEKGGXMPWTOCB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- INDBQWVYFLTCFF-UHFFFAOYSA-L cobalt(2+);dithiocyanate Chemical compound [Co+2].[S-]C#N.[S-]C#N INDBQWVYFLTCFF-UHFFFAOYSA-L 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- TXEDBPFZRNBYGP-UHFFFAOYSA-N dimethyl hydrogen phosphate;methyl dihydrogen phosphate Chemical compound COP(O)(O)=O.COP(O)(=O)OC TXEDBPFZRNBYGP-UHFFFAOYSA-N 0.000 description 1
- ODQWQRRAPPTVAG-GZTJUZNOSA-N doxepin Chemical compound C1OC2=CC=CC=C2C(=C/CCN(C)C)/C2=CC=CC=C21 ODQWQRRAPPTVAG-GZTJUZNOSA-N 0.000 description 1
- ZJXZSIYSNXKHEA-UHFFFAOYSA-L ethyl phosphate(2-) Chemical compound CCOP([O-])([O-])=O ZJXZSIYSNXKHEA-UHFFFAOYSA-L 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 150000003903 lactic acid esters Chemical class 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229940057867 methyl lactate Drugs 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- MHZDONKZSXBOGL-UHFFFAOYSA-N propyl dihydrogen phosphate Chemical compound CCCOP(O)(O)=O MHZDONKZSXBOGL-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 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
Landscapes
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
Description
【０００１】[0001]
【従来の技術】この種の筆跡が消去可能なマーキングペ
ン用インキ組成物については、特開平５−３０２０５３
号にロイコ色素（電子供与性呈色性有機化合物）をビス
フェノールＡ、フェノールレジン等の酸性有機顕色剤に
より有機溶剤中で発色させ、アルカリ金属塩又はアルカ
リ土類金属塩で安定化させてなる筆記具用インキが開示
されている。このインキの筆跡は鮮明であるが、水では
消去されず、特殊な消去液でしか消去されない。また特
開平５−２５４１２号にはチオシアン酸コバルト水溶液
に発色助剤としてポリアルキレングリコールモノ（メ
タ）アクリレートを添加してなるインキが開示されてい
るが、このインキの筆跡は水消去できるが、青色に限定
され、しかも色がうすい。2. Description of the Related Art An ink composition for marking pens capable of erasing handwriting of this kind is disclosed in JP-A-5-302053.
No. 1 is a leuco dye (electron-donating color-developing organic compound) developed in an organic solvent with an acidic organic developer such as bisphenol A or phenol resin, and stabilized with an alkali metal salt or an alkaline earth metal salt. Ink for writing instruments is disclosed. The handwriting of this ink is clear, but it is not erased with water and only with a special erasing liquid. Further, JP-A-5-25412 discloses an ink obtained by adding polyalkylene glycol mono (meth) acrylate as a color-forming aid to an aqueous cobalt thiocyanate solution. The handwriting of this ink can be erased with water, but it is blue. Limited to, and light in color.
【０００３】[0003]
【発明が解決しようとする課題】本発明は色種が限定さ
れることなく、鮮明な筆跡をもたらし、紙、布、皮革、
プラスチック、フィルム、筆記ボード面に水消去可能な
筆跡を与えるマーキングペン用インキ組成物を提供しよ
うとするものである。DISCLOSURE OF THE INVENTION The present invention provides clear handwriting with no limitation on the color species, and can be applied to paper, cloth, leather,
It is an object of the present invention to provide an ink composition for a marking pen which gives water-erasable handwriting on the surface of plastics, films and writing boards.
【０００４】[0004]
【課題を解決するための手段】本発明の水消去性マーキ
ングペン用インキ組成物は、必須成分として電子供与性
呈色性有機化合物、親水性燐酸エステル化合物及び有機
溶剤を含有してなる。電子供与性呈色性有機化合物は酸
性物質により顕色化される実質的に無色の化合物であ
り、一般にロイコ染料と通称されているので、以下この
名称を用いる。ロイコ染料はトリフェニルメタン系、フ
ルオラン系、アザフタリド系、インドリルフタリド系の
ものが使用され、インキ組成中０．１乃至１０重量％、
好ましくは０．５乃至５重量％の範囲で用いられる。親
水性燐酸エステル化合物は酸型ポリオキシエチレンアル
キルエーテル燐酸エステル、酸型ポリオキシエチレンア
ルキルフェノールエーテル燐酸エステル、及び酸性燐酸
メチルエステル、酸性燐酸エチルエステル、酸性燐酸プ
ロピルエステル等の酸性燐酸アルキルエステルから選ば
れる。酸型ポリオキシエチレンアルキル（アルキルフェ
ノール）エステル燐酸エステルはＨＬＢ値１０以上を示
すものが望ましい。親水性燐酸エステル化合物はインキ
組成中５乃至５０重量％の範囲で用いられる。有機溶剤
はエタノール、イソプロパノール、プロピレングリコー
ルモノメチルエーテル、プロピレングリコールモノエチ
ルエーテル、３−メトキシ−３−メチルブタノール、乳
酸メチル、乳酸エスル等の低沸点乃至中沸点の有機溶剤
が用いられる。有機溶剤はインキ組成中５０乃至９５重
量％の範囲で用いられる。また必要に応じて、ポリビニ
ルピロリドン、セルロース誘導体等の樹脂、レベリング
剤等の界面活性剤を添加してもよい。The ink composition for a water erasable marking pen of the present invention comprises an electron donative color-forming organic compound, a hydrophilic phosphoric acid ester compound and an organic solvent as essential components. The electron-donating color-developing organic compound is a substantially colorless compound that is developed by an acidic substance, and is commonly called a leuco dye. Therefore, this name will be used below. As the leuco dye, triphenylmethane-based, fluorane-based, azaphthalide-based, and indolylphthalide-based dyes are used, and 0.1 to 10% by weight of the ink composition,
It is preferably used in the range of 0.5 to 5% by weight. The hydrophilic phosphoric acid ester compound is selected from acid-type polyoxyethylene alkyl ether phosphoric acid ester, acid-type polyoxyethylene alkylphenol ether phosphoric acid ester, and acidic phosphoric acid alkyl ester such as acidic phosphoric acid methyl ester, acidic phosphoric acid ethyl ester, and acidic phosphoric acid propyl ester. . The acid type polyoxyethylene alkyl (alkylphenol) ester phosphate preferably has an HLB value of 10 or more. The hydrophilic phosphoric acid ester compound is used in the range of 5 to 50% by weight in the ink composition. As the organic solvent, low-to-medium-boiling organic solvents such as ethanol, isopropanol, propylene glycol monomethyl ether, propylene glycol monoethyl ether, 3-methoxy-3-methylbutanol, methyl lactate, and lactic acid ester are used. The organic solvent is used in the range of 50 to 95% by weight in the ink composition. If necessary, a resin such as polyvinylpyrrolidone or a cellulose derivative, or a surfactant such as a leveling agent may be added.
【０００５】[0005]
【作 用】ロイコ染料は親水性燐酸エステル化合物によ
り顕色化され、これを含むインキによる筆跡が水消去
（水を含む布等により拭う）されると前記親水性燐酸エ
ステルが水に溶解または乳化されて水中に移行して筆跡
から取り除かれ、それによりロイコ染料は無色化し、筆
跡は不可視となる。[Operation] The leuco dye is developed by a hydrophilic phosphate compound, and when the ink containing the leuco dye is erased with water (wipe with a cloth containing water), the hydrophilic phosphate ester is dissolved or emulsified in water. It is transferred to water and removed from the handwriting, whereby the leuco dye becomes colorless and the handwriting becomes invisible.
【０００６】[0006]
【実施例】表１に実施例インキ及び比較例インキの組成
を示す。尚、比較例インキは前記特開平５−３０２０５
３号の記載に基づいた例である。EXAMPLES Table 1 shows the compositions of the example inks and the comparative example inks. The comparative ink is the same as that of the above-mentioned JP-A-5-30205.
This is an example based on the description of No. 3.
【表１】 [Table 1]
【０００７】表１中の組成の数値は全て重量部で表され
ている。原料の内容を表中の注番号に沿って以下に説明
する。 （１）赤色発色フルオラン系ロイコ染料（日本曹達
（株）商品名ＰＳＤ−２Ｐ） （２）黒色発色フルオラン系ロイコ染料（保土ヶ谷化学
工業（株）商品名ＴＨ１０７） （３）青色発色アザフタリド系ロイコ染料（山本化成
（株）商品名ＮＢＰ−３） （４）酸型ポリオキシエチレンアルキルエーテル燐酸エ
ステル（東邦化学（株）商品名フォスファノールＬＰ−
７００） （５）酸型ポリオキシエチレンアルキルフェノールエー
テル燐酸エステル（東邦化学（株）商品名 フォスファ
ノールＲＥ−６１０，ＨＬＢ１２．６） （６）酸性燐酸エチルエステル，燐酸モノエチルと燐酸
ジエチルの混合物 （７）プロピレングリコールモノメチルエーテル （８）高沸点芳香族炭化水素溶剤（日本石油化学（株）
商品名 日石ハイゾールＳＡＳ−２９６） （９）ヒドロキシプロピルセルロースAll compositional values in Table 1 are expressed in parts by weight. The contents of the raw materials will be described below according to the note numbers in the table. (1) Red-colored fluoran-based leuco dye (Nippon Soda Co., Ltd., trade name PSD-2P) (2) Black-colored fluoran-based leuco dye (Hodogaya Chemical Co., Ltd., trade-name TH107) (3) Blue-colored azaphthalide-based leuco dye (Yamamoto Kasei Co., Ltd. trade name NBP-3) (4) Acid type polyoxyethylene alkyl ether phosphate (Toho Chemical Co., Ltd. trade name Phosphanol LP-
700) (5) Acid-type polyoxyethylene alkylphenol ether phosphate (trade name: Toho Chemical Co., Ltd. Phosphanol RE-610, HLB12.6) (6) Acidic phosphoric acid ethyl ester, a mixture of monoethyl phosphate and diethyl phosphate (7) ) Propylene glycol monomethyl ether (8) High boiling aromatic hydrocarbon solvent (Nippon Petrochemical Co., Ltd.)
Product name Nisseki Hysol SAS-296) (9) Hydroxypropyl cellulose
【０００８】表１に示された組成の各成分を混合、均質
になるまで攪拌することにより試料インキを調製した。
各試料インキをポリエステル繊維束樹脂加工体からなる
ペン体を備えたマーキングペンに所定量充填して試料ペ
ンを作成し、以下のテストに供した。 テスト 各試料ペンで紙、布及びホーロー表面ボードに所定の文
字を筆記し、水で濡らした布で拭うことにより各筆跡の
消去性を調べた。テスト結果を表２に示す。Sample inks were prepared by mixing the components having the compositions shown in Table 1 and stirring until homogeneous.
A predetermined amount of each sample ink was filled in a marking pen provided with a pen body made of a polyester fiber bundle resin processed body to prepare a sample pen, and the sample pen was subjected to the following test. Test The erasability of each handwriting was examined by writing predetermined characters on paper, cloth and enamel surface board with each sample pen and wiping with a cloth moistened with water. The test results are shown in Table 2.
【０００９】[0009]
【表２】 [Table 2]
【００１０】表２中の評価の記号の意味は以下のとおり
である。 ○：きれいに消去される ×：消去されないThe meanings of the evaluation symbols in Table 2 are as follows. ○: Clearly erased ×: Not erased
【００１１】[0011]
【発明の効果】本発明の水消去性マーキングペン用イン
キ組成物は、ロイコ染料の選択により所望の色種の鮮明
な筆跡をもたらし、前記筆跡は種々の材料表面において
特別の消去液を用いることなく、水で消去可能である。
したがって、一般家庭、学校、オフィス、及び工業用途
において、一時的表記、及び例えば筆記板のような表記
と消去の繰り返しが行われるような用途等の種々の応用
が考えられる。The ink composition for a water-erasable marking pen of the present invention provides clear handwriting of a desired color species by selecting a leuco dye, and the handwriting uses a special erasing liquid on the surface of various materials. No, it can be erased with water.
Therefore, in general households, schools, offices, and industrial applications, various applications such as temporary writing and applications in which writing and erasing are repeated, such as a writing board, are conceivable.
Claims (1)
機化合物、（ロ）酸型ポリオキシエチレンアルキルエー
テル燐酸エステル、酸型ポリオキシエチレンアルキルフ
ェノールエーテル燐酸エステル、酸性燐酸アルキルエス
テルから選ばれる親水性燐酸エステル化合物、（ハ）有
機溶剤を含有してなる水消去性マーキングペン用インキ
組成物。1. An essential component selected from (a) an electron-donating color-developing organic compound, (b) an acid type polyoxyethylene alkyl ether phosphoric acid ester, an acid type polyoxyethylene alkylphenol ether phosphoric acid ester, and an acidic phosphoric acid alkyl ester. A water-erasable marking pen ink composition comprising a hydrophilic phosphoric acid ester compound and (c) an organic solvent.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7730295A JPH08239615A (en) | 1995-03-07 | 1995-03-07 | Water-erasable marking-pen ink composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7730295A JPH08239615A (en) | 1995-03-07 | 1995-03-07 | Water-erasable marking-pen ink composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH08239615A true JPH08239615A (en) | 1996-09-17 |
Family
ID=13630119
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7730295A Pending JPH08239615A (en) | 1995-03-07 | 1995-03-07 | Water-erasable marking-pen ink composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH08239615A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103694794A (en) * | 2013-12-26 | 2014-04-02 | 济南蓝贝思特科技有限公司 | Water whiteboard ink and preparation method thereof |
-
1995
- 1995-03-07 JP JP7730295A patent/JPH08239615A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103694794A (en) * | 2013-12-26 | 2014-04-02 | 济南蓝贝思特科技有限公司 | Water whiteboard ink and preparation method thereof |
| CN103694794B (en) * | 2013-12-26 | 2015-01-21 | 济南蓝贝思特科技有限公司 | Water whiteboard ink and preparation method thereof |
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