JPS629271B2 - - Google Patents
Info
- Publication number
- JPS629271B2 JPS629271B2 JP54141099A JP14109979A JPS629271B2 JP S629271 B2 JPS629271 B2 JP S629271B2 JP 54141099 A JP54141099 A JP 54141099A JP 14109979 A JP14109979 A JP 14109979A JP S629271 B2 JPS629271 B2 JP S629271B2
- Authority
- JP
- Japan
- Prior art keywords
- parts
- weight
- solvent
- oil
- black
- 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.)
- Expired
Links
- 239000002904 solvent Substances 0.000 claims description 17
- 239000011347 resin Substances 0.000 claims description 9
- 229920005989 resin Polymers 0.000 claims description 9
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 5
- 229910052731 fluorine Inorganic materials 0.000 claims description 5
- 239000011737 fluorine Substances 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 claims description 3
- 239000004094 surface-active agent Substances 0.000 claims description 3
- 230000001476 alcoholic effect Effects 0.000 claims 1
- 239000000975 dye Substances 0.000 description 18
- 239000000976 ink Substances 0.000 description 14
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 9
- 239000005456 alcohol based solvent Substances 0.000 description 6
- 230000002087 whitening effect Effects 0.000 description 6
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 4
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 3
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000000295 complement effect Effects 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- QNVRIHYSUZMSGM-UHFFFAOYSA-N hexan-2-ol Chemical compound CCCCC(C)O QNVRIHYSUZMSGM-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- AQIXEPGDORPWBJ-UHFFFAOYSA-N pentan-3-ol Chemical compound CCC(O)CC AQIXEPGDORPWBJ-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- QWOZZTWBWQMEPD-UHFFFAOYSA-N 1-(2-ethoxypropoxy)propan-2-ol Chemical compound CCOC(C)COCC(C)O QWOZZTWBWQMEPD-UHFFFAOYSA-N 0.000 description 1
- RRQYJINTUHWNHW-UHFFFAOYSA-N 1-ethoxy-2-(2-ethoxyethoxy)ethane Chemical compound CCOCCOCCOCC RRQYJINTUHWNHW-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- -1 2-ethyl Chemical group 0.000 description 1
- CRWNQZTZTZWPOF-UHFFFAOYSA-N 2-methyl-4-phenylpyridine Chemical compound C1=NC(C)=CC(C=2C=CC=CC=2)=C1 CRWNQZTZTZWPOF-UHFFFAOYSA-N 0.000 description 1
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 1
- QCAHUFWKIQLBNB-UHFFFAOYSA-N 3-(3-methoxypropoxy)propan-1-ol Chemical compound COCCCOCCCO QCAHUFWKIQLBNB-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229940019778 diethylene glycol diethyl ether Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 235000010985 glycerol esters of wood rosin Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Inks, Pencil-Leads, Or Crayons (AREA)
Description
本発明は、油性インキに関し、更に詳細には、
隠蔽力のある白化し難い油性インキに関する。
従来、油性インキは、溶剤としてトルエン・キ
シレンなどの芳香族系のものを主溶剤として使用
していたため、臭気、毒性に問題があつた。その
ため臭気、毒性の少ないアルコール系のものを溶
剤とし、該溶剤に溶解性のよい含金属染料を用い
たインキが使用されてきているが、該染料を用い
たインキは、プラスチツク、ポリオレフインフイ
ルムなどに非吸収面に筆記した際の隠蔽力が弱い
という問題があつた。そこで、隠蔽力のある染料
としてニグロシン系染料を使用することが考えら
れるが、溶剤としてアルコール系溶剤を使用した
場合、染料の溶解性が悪く、又、高湿度の時非吸
収面に筆記した際、筆跡が失透し、いわゆる白化
現象(筆記後、溶剤が蒸発する際に蒸発のために
筆跡上で温度が低下して大気中の水分が凝縮し、
筆跡が白くなること。)が見られることがあつ
た。
本発明者は、上述せる問題を基本的には、ニグ
ロシン系染料を着色剤とし、溶剤、樹脂、添加剤
などについて種々検討することによつて、解決せ
んとしたものであつて、即ち、本発明は、ニグロ
シン系染料と、油溶性樹脂と、セルソルブ系溶剤
60〜80重量%と、炭素数4以上のアルコール系溶
剤5〜15重量%と、弗素系界面活性剤とを少なく
とも含有せる油性インキを要旨とするものであ
る。
本発明で特に重要なことは、セルソルブ系の溶
剤と炭素数4以上のアルコール系の溶剤の使用量
であり、これによりなぜ白化現象の防止効果があ
るかは定かではないが、蒸発速度が緩やかにな
り、蒸発潜熱による温度低下を極力防止できるこ
と、又、炭素数4以上のアルコール系溶剤を使用
しているところから、吸水性もほとんど有してい
ないことなどにより、筆跡上での水分の凝縮を防
止し、ひいては白化現象を防止することができる
ものと考えられる。
以下、本発明について更に詳細に説明する。
ニグロシン系染料は、着色剤として使用せられ
るもので、その具体例としては、C.I.ソルベント
ブラツク5、同7などのC.I.で表わされる染料
や、ソルボンブラツクBPL、同SEL、同PUL(以
上オリエント化学工業(株)製)、Sprit、BIack
3000、同MB、(以上中央合成化学(株)製)などの
商品名で表わされる染料が挙げられ、単独又は組
み合わせて使用可能であり、その使用量としては
インキ全量に対して5〜35重量%が好ましい。
又、補色のために他の染料を適宜添加してもよ
い。
油溶性樹脂はバインダーとして主に使用せられ
るもので、従来から知られているものなら、ほと
んど使用可能であるが具体例を挙げれば、ロジン
樹脂、ロジン変性樹脂、ケトン樹脂、アルキツド
樹脂、フエノール樹脂などがあり、その使用量
は、他の素材を考慮するとインキ全量に対して、
5〜20重量%が好ましい。
セルソルブ系溶剤は、染料の溶解あるいは粘度
調整のため、及びアルコール系溶剤と相俟つて白
化を防止するために主に使用せられるもので、そ
の具体例としてはエチレングリコールモノメチル
エーテル、エチレングリコールモノエチルエーテ
ル、エチレングリコールモノブチルエーテル、ジ
エチレングリコールモノメチルエーテル、ジエチ
レングリコールジエチルエーテル、ジエチレング
リコールジブチルエーテル、トリエチレングリコ
ールモノメチルエーテル、ジプロピレングリコー
ルモノメチルエーテル、ジプロピレングリコール
モノエチルエーテル、エチレングリコールフエニ
ールエーテルなどが挙げられ、その単独又は組み
合わせて使用可能である。
セルソルブ系溶剤の使用量としては、60重量%
以下では、粘度が高くなりすぎ、80重量%以上で
は、白化しやすくなるため60〜80重量%であり、
更に好適には60〜70重量%である。
炭素数4以上のアルコール系溶剤は、染料の溶
解と白化防止のために主に使用されるもので、ブ
タノール、n−アミルアルコール、3−ペンタノ
ール、n−ヘキサノール、メチルアミルアルコー
ル、2−エチルブタノール、n−ヘプタノール、
ベンジルアルコールなどが挙げられ、その単独又
は組み合わせて使用可能であり、その使用量は5
重量%以下では染料の溶解力が弱くなり、且つ、
白化しやすくなり、15重量%以上では粘度が高く
なりすぎるため5〜15重量%である。
弗素系界面活性剤は、表面張力を低下させて染
料と溶剤とのぬれをよくするものであつて、ノニ
オン系、アニオン系、カチオン系の各種の活性剤
が使用可能であるが、溶剤との相溶性を考慮すれ
ばノニオン系のものが好ましい。又、その使用量
は、インキ全量に対して、2.0量量%以下が好ま
しく、染料と溶剤とのぬれを考慮すれば、0.5〜
1.0重量%が好適である。
その他必要に応じて、防腐剤、防カビ剤、防錆
剤などを適宜添加してもよい。
本発明のインキは、上記した成分を公知公用の
装置で常温あるいは加温し、撹拌することによつ
て得られる。
以下、本発明の実施例について述べるが、実施
例中「部」とあるのは「重量部」を示す。
実施例 1
ソルボンブラツクSEL(ニグロシン系染料、オリ
エント化学工業(株)製) 10.0部
バリフアーストイエロー#3104(補色用染料、オ
リエント化学工業(株)製) 0.8部
ロジン樹脂 6.0部
エチレングリコールモノメチルエーテル 64.0部
ジエチレングリコールモノメチルエーテル 5.0部
n−ブタノール 5.0部
ベンジルアルコール 2.5部
フロラードFc−431(弗素系ノニオン界面活性
剤、住友3M社製) 0.1部
上記成分を常温で撹拌することにより黒色油性
インキを得た。
比較例 1
ソルボンブラツクSEL10.0部の代わりにバリフ
アーストブラツク#3806(含金属染料)を同量使
用した他は実施例1と同様にして黒色油性インキ
を得た。
実施例 2
ソルボンブラツクSEL 14.0部
エステルガム(ロジン変性樹脂) 11.0部
エチレングリコールモノメチルエーテル 65.0部
n−ブタノール 9.5部
フタージエント200(弗素系ノニオン活性剤、ネ
オス社製) 0.5部
上記成分を加温(50℃)で撹拌し、黒色油性イ
ンキを得た。
比較例 2
実施例2のエチレングリコールモノメチルエー
テル65.0部を71.5部に、n−ブタノール9.5部を3
部にしたほかは、実施例2と同様にして黒色イン
キを得た。
The present invention relates to oil-based inks, and more particularly,
Related to oil-based ink that has hiding power and does not easily whiten. Conventionally, oil-based inks have used aromatic solvents such as toluene and xylene as the main solvent, which has caused problems with odor and toxicity. Therefore, inks using alcohol-based solvents with low odor and toxicity and metal-containing dyes that are highly soluble in the solvents have been used. There was a problem that the hiding power was weak when writing on a non-absorbing surface. Therefore, it is possible to use nigrosine dye as a dye with hiding power, but when alcohol-based solvent is used as a solvent, the dye has poor solubility, and when writing on a non-absorbing surface in high humidity. , the handwriting becomes devitrified, and the so-called whitening phenomenon occurs (after writing, when the solvent evaporates, the temperature drops on the handwriting due to evaporation, and moisture in the atmosphere condenses,
Handwriting turning white. ) was sometimes seen. The inventor of the present invention basically attempted to solve the above-mentioned problem by using nigrosine dye as a coloring agent and conducting various studies on solvents, resins, additives, etc. The invention consists of nigrosine dye, oil-soluble resin, and cellosolve solvent.
The gist is an oil-based ink containing at least 60 to 80% by weight, 5 to 15% by weight of an alcohol solvent having 4 or more carbon atoms, and a fluorine surfactant. What is particularly important in the present invention is the amount of cellosolve-based solvents and alcohol-based solvents with carbon atoms of 4 or more used, and although it is not clear why this has the effect of preventing the whitening phenomenon, it slows down the evaporation rate. This makes it possible to prevent the temperature drop due to latent heat of vaporization as much as possible, and because it uses an alcohol-based solvent with carbon numbers of 4 or more, it has almost no water absorption, so moisture condensation on the handwriting is prevented. It is thought that this can prevent the phenomenon of whitening. The present invention will be explained in more detail below. Nigrosine dyes are used as coloring agents, and specific examples include dyes represented by CI such as CI Solvent Black 5 and 7, and Solvent Black BPL, Solvent Black SEL, and Solvent Black PUL (Orient Chemical Co., Ltd.). (manufactured by Kogyo Co., Ltd.), Sprit, BIack
Examples include dyes represented by trade names such as 3000, MB, and (manufactured by Chuo Gosei Kagaku Co., Ltd.), which can be used alone or in combination, and the amount used is 5 to 35% by weight based on the total amount of ink. % is preferred.
Further, other dyes may be added as appropriate for complementary colors. Oil-soluble resins are mainly used as binders, and most of the conventionally known ones can be used, but specific examples include rosin resins, rosin-modified resins, ketone resins, alkyd resins, and phenol resins. etc., and the amount used is, considering other materials, relative to the total amount of ink.
5 to 20% by weight is preferred. Cellsolve solvents are mainly used to dissolve dyes or adjust viscosity, and to prevent whitening when combined with alcohol solvents. Specific examples include ethylene glycol monomethyl ether and ethylene glycol monoethyl. Examples include ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol diethyl ether, diethylene glycol dibutyl ether, triethylene glycol monomethyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, ethylene glycol phenyl ether, etc. Or they can be used in combination. The amount of Cellsolve solvent used is 60% by weight.
Below, the viscosity will become too high, and above 80% by weight, whitening will occur easily, so the range is 60 to 80% by weight.
More preferably, it is 60 to 70% by weight. Alcohol-based solvents having 4 or more carbon atoms are mainly used to dissolve dyes and prevent whitening, and include butanol, n-amyl alcohol, 3-pentanol, n-hexanol, methylamyl alcohol, and 2-ethyl alcohol. butanol, n-heptanol,
Examples include benzyl alcohol, which can be used alone or in combination, and the amount used is 5
If the amount is less than % by weight, the dissolving power of the dye becomes weak, and
The content is 5 to 15% by weight because it tends to whiten and the viscosity becomes too high if it exceeds 15% by weight. Fluorine-based surfactants reduce surface tension and improve wetting of dyes and solvents. Various types of nonionic, anionic, and cationic surfactants can be used, but they do not interact well with solvents. In consideration of compatibility, nonionic materials are preferred. In addition, the amount used is preferably 2.0% by weight or less based on the total amount of ink, and if wetting of the dye and solvent is taken into consideration, it is 0.5 to 0.5%.
1.0% by weight is preferred. In addition, a preservative, a fungicide, a rust preventive, etc. may be added as appropriate. The ink of the present invention can be obtained by heating and stirring the above-mentioned components at room temperature or with a publicly known device. Examples of the present invention will be described below, and "parts" in the examples indicate "parts by weight." Example 1 Sorbon Black SEL (nigrosine dye, manufactured by Orient Chemical Industry Co., Ltd.) 10.0 parts Varifast Yellow #3104 (complementary color dye, manufactured by Orient Chemical Industry Co., Ltd.) 0.8 parts Rosin resin 6.0 parts Ethylene glycol monomethyl ether 64.0 parts Diethylene glycol monomethyl ether 5.0 parts N-butanol 5.0 parts Benzyl alcohol 2.5 parts Florard Fc-431 (fluorine-based nonionic surfactant, manufactured by Sumitomo 3M) 0.1 part A black oil-based ink was obtained by stirring the above components at room temperature. . Comparative Example 1 A black oil-based ink was obtained in the same manner as in Example 1, except that the same amount of Varifast Black #3806 (metallic dye) was used in place of 10.0 parts of Sorbon Black SEL. Example 2 Sorbon Black SEL 14.0 parts Ester gum (rosin modified resin) 11.0 parts Ethylene glycol monomethyl ether 65.0 parts n-butanol 9.5 parts Phtadient 200 (fluorine-based nonionic activator, manufactured by Neos) 0.5 parts The above ingredients were heated ( 50°C) to obtain a black oil-based ink. Comparative Example 2 65.0 parts of ethylene glycol monomethyl ether of Example 2 was changed to 71.5 parts, and 9.5 parts of n-butanol was changed to 3 parts.
A black ink was obtained in the same manner as in Example 2, except that the ink was changed to 50%.
【表】【table】
Claims (1)
ルブ系溶剤60〜80重量%と、炭素数4以上のアル
コール系溶剤5〜15重量%と、弗素系界面活性剤
とを少なくとも含有する油性インキ。1. An oil-based ink containing at least a nigrosine dye, an oil-soluble resin, 60 to 80% by weight of a cellosolve solvent, 5 to 15% by weight of an alcoholic solvent having 4 or more carbon atoms, and a fluorine surfactant.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP14109979A JPS5665060A (en) | 1979-10-31 | 1979-10-31 | Oil ink |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP14109979A JPS5665060A (en) | 1979-10-31 | 1979-10-31 | Oil ink |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5665060A JPS5665060A (en) | 1981-06-02 |
JPS629271B2 true JPS629271B2 (en) | 1987-02-27 |
Family
ID=15284160
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP14109979A Granted JPS5665060A (en) | 1979-10-31 | 1979-10-31 | Oil ink |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5665060A (en) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0772258B2 (en) * | 1986-07-15 | 1995-08-02 | ぺんてる株式会社 | Oil-based ink for overhead projector |
JPS63178176A (en) * | 1987-01-19 | 1988-07-22 | Mitsubishi Pencil Co Ltd | Oil-based ink composition |
JPS63178177A (en) * | 1987-01-19 | 1988-07-22 | Mitsubishi Pencil Co Ltd | Oil-based ink |
DE4107281C2 (en) * | 1991-03-07 | 1994-01-27 | Rotring Int Gmbh | Ink composition, process for its preparation and its use for the preparation of layout markers |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4976626A (en) * | 1972-11-21 | 1974-07-24 | ||
JPS5237107A (en) * | 1975-09-18 | 1977-03-22 | Pilot Pen Co Ltd | Waterrproof ink |
JPS53128404A (en) * | 1977-04-15 | 1978-11-09 | Pentel Kk | Oily ink composition |
-
1979
- 1979-10-31 JP JP14109979A patent/JPS5665060A/en active Granted
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4976626A (en) * | 1972-11-21 | 1974-07-24 | ||
JPS5237107A (en) * | 1975-09-18 | 1977-03-22 | Pilot Pen Co Ltd | Waterrproof ink |
JPS53128404A (en) * | 1977-04-15 | 1978-11-09 | Pentel Kk | Oily ink composition |
Also Published As
Publication number | Publication date |
---|---|
JPS5665060A (en) | 1981-06-02 |
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