JPS6152869B2 - - Google Patents
Info
- Publication number
- JPS6152869B2 JPS6152869B2 JP54052203A JP5220379A JPS6152869B2 JP S6152869 B2 JPS6152869 B2 JP S6152869B2 JP 54052203 A JP54052203 A JP 54052203A JP 5220379 A JP5220379 A JP 5220379A JP S6152869 B2 JPS6152869 B2 JP S6152869B2
- Authority
- JP
- Japan
- Prior art keywords
- ink
- water
- dyes
- solvents
- imidazolidinone
- 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
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 claims 1
- 239000000976 ink Substances 0.000 description 30
- 239000000975 dye Substances 0.000 description 14
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 12
- 238000001035 drying Methods 0.000 description 9
- CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-UHFFFAOYSA-N 0.000 description 8
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 235000019645 odor Nutrition 0.000 description 3
- 239000003755 preservative agent Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- LLWJPGAKXJBKKA-UHFFFAOYSA-N victoria blue B Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C(C=1C=CC(=CC=1)N(C)C)=C(C=C1)C2=CC=CC=C2C1=[NH+]C1=CC=CC=C1 LLWJPGAKXJBKKA-UHFFFAOYSA-N 0.000 description 3
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 239000000980 acid dye Substances 0.000 description 2
- 239000000981 basic dye Substances 0.000 description 2
- 239000000982 direct dye Substances 0.000 description 2
- 239000003759 ester based solvent Substances 0.000 description 2
- 239000004210 ether based solvent Substances 0.000 description 2
- XLLIQLLCWZCATF-UHFFFAOYSA-N ethylene glycol monomethyl ether acetate Natural products COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 2
- 150000002484 inorganic compounds Chemical class 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- 230000002335 preservative effect Effects 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- AMPCGOAFZFKBGH-UHFFFAOYSA-O [4-[[4-(dimethylamino)phenyl]-[4-(methylamino)phenyl]methylidene]cyclohexa-2,5-dien-1-ylidene]-dimethylazanium Chemical compound C1=CC(NC)=CC=C1C(C=1C=CC(=CC=1)N(C)C)=C1C=CC(=[N+](C)C)C=C1 AMPCGOAFZFKBGH-UHFFFAOYSA-O 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000001110 calcium chloride 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
- 150000001875 compounds Chemical class 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- MCPLVIGCWWTHFH-UHFFFAOYSA-M disodium;4-[4-[[4-(4-sulfoanilino)phenyl]-[4-(4-sulfonatophenyl)azaniumylidenecyclohexa-2,5-dien-1-ylidene]methyl]anilino]benzenesulfonate Chemical compound [Na+].[Na+].C1=CC(S(=O)(=O)O)=CC=C1NC1=CC=C(C(=C2C=CC(C=C2)=[NH+]C=2C=CC(=CC=2)S([O-])(=O)=O)C=2C=CC(NC=3C=CC(=CC=3)S([O-])(=O)=O)=CC=2)C=C1 MCPLVIGCWWTHFH-UHFFFAOYSA-M 0.000 description 1
- VYXSBFYARXAAKO-UHFFFAOYSA-N ethyl 2-[3-(ethylamino)-6-ethylimino-2,7-dimethylxanthen-9-yl]benzoate;hydron;chloride Chemical compound [Cl-].C1=2C=C(C)C(NCC)=CC=2OC2=CC(=[NH+]CC)C(C)=CC2=C1C1=CC=CC=C1C(=O)OCC VYXSBFYARXAAKO-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Landscapes
- Inks, Pencil-Leads, Or Crayons (AREA)
Description
【発明の詳細な説明】
本発明は耐乾燥性に優れた水性インキに関する
ものである。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a water-based ink with excellent drying resistance.
従来より例えば筆記具、具体的には繊維、フエ
ルト、モノフイラメント使用のペン先付筆記具、
又は万年筆等の毛細管型筆記具において、その保
存中又はキヤツプを筆記具本体からはずし、ペン
先が大気中に長時間露出されていてもペン先のイ
ンキ流通路を詰らせることなく常にインキが円滑
に流出し、筆記を極めて円滑に行なわしめること
ができるような水性インキが要望されていた。 Traditionally, for example, writing instruments, specifically writing instruments with pen nibs made of fiber, felt, or monofilament,
Or, for capillary type writing instruments such as fountain pens, even if the pen tip is exposed to the atmosphere for a long time during storage or when the cap is removed from the writing instrument body, ink always flows smoothly without clogging the ink flow path of the pen tip. There was a need for a water-based ink that would flow and allow extremely smooth writing.
その要望に応えるべくエチレングリコール、プ
ロピレングリコール等のグリコール系溶剤、エチ
レングリコールモノメチルエーテル等のグリコー
ルエーテル系溶剤、エチレングリコールモノメチ
ルエーテルアセテート等のグリコールエーテルエ
ステル系溶剤、トリエタノールアミン等のアミン
系溶剤、ホルムアミド等のアミド系溶剤等の水溶
性有機溶剤、又は塩化リチウム等の吸湿性無機化
合物等を水溶性染料の水溶液に包含させ、耐乾燥
性を向上せしめんとした水性インキが知られてい
るが、耐乾燥性を十分に満足するものが得られな
かつた。その理由としては、グリコール系溶剤は
一般に高粘度、高沸点を有するため多量に使用す
るとインキの粘度が上昇し、低粘度を要求される
筆記具に使用した場合インキの流出が阻害され、
インキ切れの原因になり、又、筆跡が乾燥しにく
く、使用量にも限度があり耐乾燥性を十分に満た
すだけの量を添加することができない。 In order to meet these demands, glycol solvents such as ethylene glycol and propylene glycol, glycol ether solvents such as ethylene glycol monomethyl ether, glycol ether ester solvents such as ethylene glycol monomethyl ether acetate, amine solvents such as triethanolamine, and formamide. Water-based inks are known that improve drying resistance by incorporating water-soluble organic solvents such as amide solvents such as amide solvents, or hygroscopic inorganic compounds such as lithium chloride into an aqueous solution of water-soluble dyes. It was not possible to obtain a product that satisfactorily satisfies drying resistance. The reason for this is that glycol solvents generally have a high viscosity and a high boiling point, so when used in large quantities, the viscosity of the ink increases, and when used in writing instruments that require low viscosity, the outflow of the ink is inhibited.
It causes the ink to run out, and it also makes handwriting difficult to dry, and there is a limit to the amount that can be used, making it impossible to add enough to satisfy drying resistance.
グリコールエーテル系溶剤及びグリコールエー
テルエステル系溶剤は、一般に表面張力が低いた
め筆跡が滲み易く、紙の裏面にまでインキが浸透
したり或いは表面にて滲んで明瞭な筆跡が得られ
ないこと、水溶性染料に対する溶解力が低く十分
な発色が得られないこと、臭気が強いことなどの
欠点があり、前記同様に耐乾燥性を十分に満たす
だけの量を添加することができない。 Glycol ether solvents and glycol ether ester solvents generally have low surface tension, so handwriting tends to smear, and the ink may penetrate to the back side of the paper or smudge on the surface, making it impossible to obtain clear handwriting. It has drawbacks such as low dissolving power for dyes, making it impossible to obtain sufficient color development, and strong odor, and similarly to the above, it is not possible to add it in an amount sufficient to satisfy drying resistance.
アミン系溶剤はアミン特有の不快臭があるた
め、耐乾燥性を満たすだけの量を添加することが
できない。 Since amine solvents have an unpleasant odor peculiar to amines, they cannot be added in an amount sufficient to satisfy drying resistance.
アミド系溶剤は加水分解が著しく、PHが低下す
るためPH依存性が強い染料には使用できない。更
には金属に対する腐食性が強いため、使用できる
筆記具材料に自ずと制限があるという欠点があ
る。 Amide solvents undergo significant hydrolysis and lower PH, so they cannot be used for dyes that are highly PH-dependent. Furthermore, since it is highly corrosive to metals, it has the disadvantage that there are limits to the materials that can be used for writing instruments.
塩化リチウムや塩化カルシウム等の吸湿性無機
化合物は染料と反応して塩を形成し、染料の溶解
度を低下させるため高濃度のインキを調整し難
く、かつ耐乾燥性を十分に満たすだけの量を添加
することができない。 Hygroscopic inorganic compounds such as lithium chloride and calcium chloride react with dyes to form salts and reduce the solubility of dyes, making it difficult to prepare highly concentrated inks and requiring only a sufficient amount to satisfy drying resistance. cannot be added.
本発明者等は叙上せる従来の問題点を解消すべ
く種々研究を重ねた結果、水溶性染料の水溶液に
ある種の物質を包含せしめた場合、耐乾燥性が良
好で急激に粘度が上昇することなく、染料の溶解
度もすぐれた水性インキが得られることを見い出
し本発明を完成したものである。 The inventors of the present invention have conducted various studies to solve the conventional problems mentioned above, and have found that when a certain substance is included in an aqueous solution of water-soluble dye, the drying resistance is good and the viscosity increases rapidly. The present invention was completed based on the discovery that a water-based ink with excellent dye solubility can be obtained without the above-mentioned methods.
すなわち、本発明は、水、水溶性染料および
1・3−ジメチル−2−イミダゾリジノンを少な
くとも含有する水性インキを要旨とするものであ
る。 That is, the gist of the present invention is a water-based ink containing at least water, a water-soluble dye, and 1,3-dimethyl-2-imidazolidinone.
次に、本発明の水性インキの各成分について更
に詳細に説明する。水溶性染料としては、酸性染
料、直接染料、塩基性染料のほとんどの染料が使
用可能であるが、具体例を挙げれば、酸性染料と
してはアイゼンエオシンGH(C.I.45380)、ニグ
ロシンNBconc.(C.I.50420)、ソルブルブルー
OBB(C.I.42780)、ソルブルブルーOBC(C.
I.42755)等があり、直接染料としては、ダイレ
クトデイープブラツクEX(C.I.30235)、カヤラ
スブラツクGconc.(C.I.35225)、ウオーターブラ
ツク#100(C.I.35255)等があり、塩基性染料と
してはビクトリアブルーFB(C.I.44045)、メチ
ルバイオレツトFN(C.I.42535)、ローダミン
F4G(C.I.45160)等があり、これらは単独或は
他の水溶性染料との組合わせにより使用されう
る。而して水溶性染料の使用量は、その使用目的
に応じて種々変更されるが、例えば筆記具用イン
キとして使用する場合、インキ全量に対して、
0.1〜30重量%使用する時が好適な結果が得られ
る。1・3−ジメチル−2−イミダゾリジノンの
使用量はインキ全量に対して、2〜50重量%、但
し筆記具用インキとしては5〜40重量%使用する
時が好適である。 Next, each component of the water-based ink of the present invention will be explained in more detail. As water-soluble dyes, most dyes such as acid dyes, direct dyes, and basic dyes can be used. Specific examples of acid dyes include Eiseneosin GH (CI45380), Nigrosin NBconc. (CI50420), solvable blue
OBB (CI42780), Soluble Blue OBC (C.
Direct dyes include Direct Deep Black EX (CI30235), Kayala Black Gconc. (CI35225), and Water Black #100 (CI35255), and basic dyes include Victoria Blue FB (CI35255). CI44045), Methyl Violet FN (CI42535), Rhodamine
F4G (CI45160) and the like can be used alone or in combination with other water-soluble dyes. The amount of water-soluble dye used varies depending on the purpose of use, but for example, when used as an ink for writing instruments, the amount of water-soluble dye used is
Suitable results are obtained when 0.1 to 30% by weight is used. The amount of 1,3-dimethyl-2-imidazolidinone to be used is 2 to 50% by weight based on the total amount of the ink, however, as an ink for writing instruments, it is preferably used in an amount of 5 to 40% by weight.
以下の如く、本発明は水溶性染料の水溶液に
1・3−ジメチル−2−イミダゾリジノンを含有
させることによつて耐乾燥性を大きく向上させた
ものであるが、該化合物は無臭であり、臭気の心
配も全くない。又、必要に応じてグリコール系、
グリコールエーテル系、アミン系、アミド系等の
溶剤、添加剤として界面活性剤、防腐剤等を適宜
選択して使用することもできる。 As described below, the present invention greatly improves drying resistance by incorporating 1,3-dimethyl-2-imidazolidinone into an aqueous solution of a water-soluble dye, but this compound is odorless. There is no need to worry about odors. Also, if necessary, glycol-based
Glycol ether-based, amine-based, amide-based solvents, and additives such as surfactants and preservatives may be appropriately selected and used.
以下、本発明の実施例を筆記具用インキを例に
挙げて説明する。なお、実施例中単に「部」とあ
るのは「重量部」を示すものである。 Hereinafter, embodiments of the present invention will be described using ink for writing instruments as an example. In the examples, "parts" simply indicate "parts by weight."
実施例 1
(黒色インキ)
カヤラスブラツクGconc.(C.I.35225) 5.0部
1・3−ジメチル−2−イミダゾリジノン35.0〃
水 60.0〃
上記の各成分の配合物を40〜50℃に加温し1時
間撹拌した後、過すると粘度2.4cps(at25℃)
の目的の黒色インキを得ることができた。このイ
ンキを市販のサインペンと同様の筆記具に充填
し、紙面に筆記したところインキの流出は円滑で
あり、かつキヤツプを取り外して大気中に20日間
放置した後、筆記してもカスレを生じることなく
筆記できた。又、紙の裏面にまでインキが浸透し
たり、或はにじんだりすることがなかつた。しか
し1・3−ジメチル−2−イミダゾリジノンの代
りにプロピレングリコールを使用した場合、キヤ
ツプを取り外して大気中に放置した場合4時間で
完全にカスレを生じた。Example 1 (Black ink) Kayarasu Black Gconc. (CI35225) 5.0 parts 1,3-dimethyl-2-imidazolidinone 35.0〃 Water 60.0〃 A mixture of the above components was heated to 40 to 50°C and 1 After stirring for an hour, the viscosity is 2.4 cps (at 25℃)
The desired black ink could be obtained. When this ink was filled into a writing instrument similar to a commercially available felt-tip pen and written on paper, the ink flowed out smoothly, and after removing the cap and leaving it in the air for 20 days, there was no smudging when writing. I was able to write it down. Further, the ink did not penetrate to the back side of the paper or bleed. However, when propylene glycol was used instead of 1,3-dimethyl-2-imidazolidinone, when the cap was removed and left in the atmosphere, complete smearing occurred within 4 hours.
実施例 2
(黒色インキ)
ニグロシンNBconc.(C.I.50420) 4.0部
1・3−ジメチル−2−イミダゾリジノン25.0〃
水 60.6〃
エチレングリコール 10.0〃
イノゲンP(界面活性剤) 0.2〃
ホルマリン(防腐剤) 0.2〃
実施例 3
(赤色インキ)
アイゼンエオシンGH(C.I.45380) 10.0部
1・3−ジメチル−2−イミダゾリジノン20.0〃
水 64.2〃
エチレングリコールモノメチルエーテル 5.0〃
スコアロール900(界面活性剤) 0.4〃
ホルマリン(防腐剤) 0.4〃
実施例 4
(青色インキ)
ビクトリアブルーFB(C.I.44045) 3.0部
1・3−ジメチル−2−イミダゾリジノン35.0〃
水 57.0〃
ジエチレングリコール 5.0〃
上記実施例2、3、4についても実施例1と同
様にしてそれぞれ粘度2.8cps(at25℃)、3.5cps
(at25℃)、4.0cps(at25℃)の目的のインキを得
ることができた。又、そのインキを実施例1と同
様に筆記具に充填して、紙面に筆記したところイ
ンキの流出状態は多少異なる程度で何れも流出状
態はよかつた。その他も実施例1とほぼ同様の結
果が得られた。Example 2 (black ink) Nigrosine NBconc. (CI50420) 4.0 parts 1,3-dimethyl-2-imidazolidinone 25.0〃 Water 60.6〃 Ethylene glycol 10.0〃 Inogen P (surfactant) 0.2〃 Formalin (preservative) 0.2 〃 Example 3 (Red ink) Eiseneosin GH (CI45380) 10.0 parts 1,3-dimethyl-2-imidazolidinone 20.0〃 Water 64.2〃 Ethylene glycol monomethyl ether 5.0〃 Score Roll 900 (surfactant) 0.4〃 Formalin ( Preservative) 0.4〃 Example 4 (Blue ink) Victoria Blue FB (CI44045) 3.0 parts 1,3-dimethyl-2-imidazolidinone 35.0〃 Water 57.0〃 Diethylene glycol 5.0〃 Also carried out for the above Examples 2, 3, and 4 Viscosity 2.8 cps (at 25℃) and 3.5 cps respectively as in Example 1.
(at 25℃) and 4.0 cps (at 25℃) of the desired ink. Further, when the ink was filled in a writing instrument and written on paper in the same manner as in Example 1, the flow of the ink was slightly different, but the flow was good in all cases. In other respects, almost the same results as in Example 1 were obtained.
以上、本発明は筆記具の水性インキについて説
明したが、スタンプ用、印刷用等の水性インキと
しても適用できるものである。 Although the present invention has been described above with respect to a water-based ink for writing instruments, it can also be applied to water-based inks for stamps, printing, etc.
Claims (1)
−イミダゾリジノンを少なくとも含有する水性イ
ンキ。1 Water, water-soluble dye and 1,3-dimethyl-2
- A water-based ink containing at least imidazolidinone.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5220379A JPS55144071A (en) | 1979-04-27 | 1979-04-27 | Aqueous ink |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5220379A JPS55144071A (en) | 1979-04-27 | 1979-04-27 | Aqueous ink |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS55144071A JPS55144071A (en) | 1980-11-10 |
JPS6152869B2 true JPS6152869B2 (en) | 1986-11-14 |
Family
ID=12908211
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP5220379A Granted JPS55144071A (en) | 1979-04-27 | 1979-04-27 | Aqueous ink |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS55144071A (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6040474B2 (en) * | 1980-12-01 | 1985-09-11 | キヤノン株式会社 | recording liquid |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5571768A (en) * | 1978-11-21 | 1980-05-30 | Canon Inc | Recording liquid medium |
-
1979
- 1979-04-27 JP JP5220379A patent/JPS55144071A/en active Granted
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5571768A (en) * | 1978-11-21 | 1980-05-30 | Canon Inc | Recording liquid medium |
Also Published As
Publication number | Publication date |
---|---|
JPS55144071A (en) | 1980-11-10 |
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