JPS5832673A - Aqueous ink composition - Google Patents

Abstract

PURPOSE:The titled composition, containing a water-soluble dye, a compound as a humectant and solubilizing agent and water, having improved stability with time without causing the clogging of a nozzle, and capable of giving a recorded material without blurring. CONSTITUTION:A composition containing (A) a water-soluble dye, preferably a direct, basic, reactive or acid dye, (B), a compound of formulaI[R1, R2, R3 and R4 are H, alkyl, hydroxyalkyl or group of formula II (X2 is alkylene; m is >=1); two or more of R1, R2, R3 and R4 are hydroxyalkyl or group of formula II; X1 is alkylene or phenylene; n is 1 or 2], e.g. synthesized by reacting a carboxylic ester with an alkanolamine, etc. as a humectant and solubilizing agent and (C) water. The amounts of the components (A) and (B) are preferably 0.5- 7pts.wt. and 5-25pts.wt. based on the weight of the total composition respectively. USE:Aqueous coloring inks for ink jet printing.

Description

[Detailed description of the invention]

The present invention relates to a water-based ink composition suitable for printing, gong markings, recording needles, and stamps, and more particularly, to printing materials that do not cause clogging of nozzles and are clear and do not bleed. The present invention relates to improved aqueous ink compositions. The present invention will be explained in detail below using an inkjet printing ink as an example. In the inkjet printing method, ink is ejected as ink droplets from a fine nozzle (usually a few microns to several hundred microns), each ink droplet is given a predetermined static electricity by an electric signal, and is electrostatically deflected by a high-voltage deflection electrode. In this method, letters and figures are formed on the surface of the printed material according to a predetermined dot matrix.The ink droplets are drawn electrostatically from a fine nozzle using a high-voltage electrode, accelerated, and deflected by a deflection electrode. is electrostatically deflected to form letters or shapes according to a predetermined dot matrix.

[Typical methods include a method in which ink is formed on the surface of a printed material, and a method in which ink droplets are ejected in response to electrical signals to form characters and figures on the surface of a printed material according to a predetermined dot matrix. known as. In other words, in inkjet printing, ink is ejected as ink droplets from a fine nozzle on the substrate 1, and the charged ink droplets are electrostatically controlled, or the ink droplets are ejected from the fine nozzle in response to an electrical signal. Discharging and forming characters and figures on the surface of a printing medium is time-consuming. This sophisticated water-based ink for inkjet printing is based on water and has a composition containing hydrophilic organic compounds, coloring dyes, and various other additives as required. It is used to print letters, figures, and pictures on the surfaces of metal, paper, cloth, etc. By the way, the water-based ink for inkjet printing used in this process is required to have the following characteristics. (1) Characteristics necessary to obtain uniform ink droplets sprayed from fine nozzles. ((A) The viscosity of the ink is /-/ Oc, p, (20@C
). (b) The surface tension of the ink must be λ0dyne/(H or more. G = 1) The ink must be homogeneous and contain no irregular particles. (2) Characteristics required on the surface of the printing medium. (a) Stamping The ink has good penetration into the font, and the ink has good drying properties, so that the ink penetrates or dries quickly after inkjet printing, and the letters, figures, and pictures are not damaged. (b) Inkjet printed letters and figures. The ink must be water resistant to the extent that it will not run off even if water adheres to the picture. (c) The ink must have good adhesion to the printing surface during inkjet printing. (3) The surface of the wt print body Characteristics of the ink necessary to obtain the desired coloring properties. (a) The dye contained in the ink must be at least the color required for the final coloring. (0) The dye contained in the ink must be color-reducing. (c) Obtained by inkjet printing. The colored image must be sufficiently clear and free from K bleeding.b) The dye contained in the ink exhibits high saturation and density on the surface of the printing medium, and when it is stored as an ink, Even after being printed and adhered to the surface of the printing object, the color does not change, and it has high light resistance and is not sacrificial. - (e) The dye contained in the ink must have a high solubility in water to form an ink with high color saturation. (f) The dye contained in the ink must not increase the viscosity of the ink excessively. It must have low crystallinity so as not to solidify and cause nozzle clogging.In order to meet these characteristics, 1) In particular, to prevent clogging of the nozzle portion of an inkjet printing device, Many hydrophilic organic bath agents have been known to prevent dye agglomeration and sedimentation over time in ink.The alkylene glycol solvents that have become known so far generally have high viscosity and low vapor pressure. Therefore, when water-based inkjet printing ink containing a temporary alkylene glycol bath agent dries and solidifies at the nozzle when the jetting sound is interrupted, it can be suppressed to some extent, but when jetting for a long time? About a week's worth of jetting [Under severe usage conditions, such as printing after an interruption, solids such as dyes, dyes, or dyes and ink additives may precipitate inside the nozzle, causing nozzle clogging. In this case, increasing the content of the alkylene glycol solvent will improve the drying and solidification of the ink remaining near the nozzle to some extent, but it will not be a fundamental improvement. On the other hand, as the viscosity of the ink increases, the ink cannot flow through the nozzle at a sufficient speed, resulting in print irregularities. Since the ink droplet is low, the ink droplets adhering to the surface of the printing object th easily smudge, and in the case of printing objects such as paper and cloth, the ink droplets permeate from the front to the back side, and the final mark obtained by k smearing on the surface becomes unclear. Furthermore, the dissolving power for water-soluble dyes is low, making it difficult to obtain sufficient color development and increasing the viscosity of the ink.Other known hydrophilic organic solvents are also required for the above-mentioned water-based ink for inkjet printing. It does not necessarily satisfy various objects.The first object of the present invention is to use a device for printing, a recorder, a bell meter,
To provide a water-based ink for stamps. A second object of the present invention is to provide an improved water-based color ink cartridge that does not cause clogging of nozzles. A third object of the present invention is to provide a water-based ink that exhibits excellent stability over time and is free from aggregation or sedimentation of dyes over time. A fourth object of the present invention is to provide a water-based ink that has excellent ink permeability to a printing medium, has excellent drying properties, and provides bleeding-free recording performance. A fifth object of the present invention is that the printing medium 1 has sufficient saturation and color density, and that the color saturation and color density do not change even after being left unused for yellow, magenta, cyan, and black colors. An object of the present invention is to provide a water-based color ink for inkjet printing. These objects of the present invention are based on water dyes. IF was achieved using a water-based ink containing a compound represented by the general formula (I) and water gold. General formula (I) where R1. t't2. kL3 and L4 may be the same or different, and each represents a hydrogen atom, an alkyl group, a hydroxyalkyl group, or -XZ-(J+cH2CH20+mH group (wherein, XZ is an alkylene group, and m represents an integer of 1 or more)
1r, and at least two of Ru1, R2, t't3 and Ru4 are hydroxyalkyl or -X2-
U(-CH2CHz ()+m represents a H group; X] represents an alkylene group or a phenylene group; n represents 1 or 2
f represents. In the general formula (i), the alkyl group or human oxyalkyl group represented by tl to 4 preferably contains up to about 2 carbon atoms χ, and may be branched. Does the alkylene group represented by XZ have up to 6 carbon atoms? It is appropriate to include, and this may be branched. The alkylene group represented by XI suitably contains up to about io carbon atoms, and may be branched. Also, is this alkylene group a substituted alkylene group that has Km substitution i instead of the hydrogen atom of the alkylene group? It also includes those substituted with a methine chain t-substituent atom or a ψ yellow atom. As a substituent for a substituted alkylene group, an alkyl group (
Preferred examples include charcoal (from 1 to 3 carbon atoms), 7 hydrocarbon groups, and halogen atoms. The phenylene group represented by Xl includes a substituted phenylene group i. As a substituent for the phenylene group, an alkyl group (preferably having 1 to 3 carbon atoms),
Alkoxy? (preferably carbon number/J), halogen atom, etc. In general formula (I), "1 * "2 * R3 or R
4 is a hydrogen atom, an alkyl group with 1-1 carbon atoms, and 6 carbon atoms are -X2-U+CH2C.
H2UmH (wherein, XZ is an alkylene group having -2 to 6 carbon atoms, and m is an integer of l-coO) is preferred. %
351 is a water S atom, an alkyl group having 1 to 3 carbon atoms (for example, a methyl group, an ethyl group, a propyl group, etc.) 1. carbon number -~<1!( Hard hydroxyalkyl groups (e.g., λ-hydroxyethyl group, 3-hydroxypropyl group, l-methyl-λ-hydroxy-7ethyl group, -1(/, J-i:/hydroxy-comethyl)propyl group) , l-ethyl-λ-human + diethyl group, etc.) or -X2-0÷CH2CHgt) → aIH
(where X s is an alkylene group with k word carbon number λ ~
m is an integer from 7 to io). In addition, as Xl, an alkylene group having 1.1 carbon atoms, a substituted alkylene group having 2 to 1 carbon atoms (as a substituent, an alkyl group having 1 to 3 carbon atoms, a hydroxy group, a halogen atom, etc.) , the number of carbon atoms substituted with methylene chain acid atoms is ~i. An alkylene group or a phenylene group is preferred. % is preferably an alkylene group having 1 to 5 carbon atoms, or an alkylene group having 2 to 1 carbon atoms in which the methylene chain is substituted with an oxygen atom. It is preferable that n is . Next, a specific example of the compound represented by the general formula (1) used in the present invention will be shown. However, the compounds used in the present invention are not limited to these. (Li 0 1 (3) 0 1 1 (3) O 1 1 (4) 0 1 HO-CH-CNH(CH,)got-tCHzCNH
(CH2) 201-1 1 (A) 0 1 MNH (C) 12) 2uH CNH (CH2) fiUH 1 (s) ' u 1 υ 04 U 1 (sl U 11 1 (B) O 1! 1 n + m== J~t n +m= 4t~7 40 1 \ CNHCHzCHs+CH2O+Cf-1s C1h(
The synthesis of the compound represented by the general formula (1) used in the present invention will be described below. Exemplary compounds (1) to (11)
, Amer, Chem, Soc,,
7J, 1117 (lPj/), same-Otsu! ,
It can be easily synthesized by reacting a carboxylic acid ester with a carboxylic acid ester according to Jl. Exemplary Compounds (Corresponding Exemplary Compounds (1) to 0) can be synthesized by adding ethylene oxide in the presence of an alkali (e.g. F ethylate).General formula (1) It is a compound that can be mixed with water at any ratio, and has the remarkable effect of increasing the solubility of the dye used in the present invention in water and increasing the saturation and color density on the printing medium. It was found that the compound represented by the general formula (1) in the present invention can be mixed with water in any proportion, but the compound represented by the general formula (1) in the present invention can be mixed with water in any proportion, but the present invention The amount added depends on the type of water-soluble dye used, but it is from 08-2 to 60 parts by weight, preferably from 1 to 30 parts by weight, based on the total weight of the ink composition. Preferably 1 to 23
Parts by weight. The compound represented by the general formula (l) in the present invention has a low viscosity and a small change in surface tension, so even if the amount added as a humectant and solubilizer is changed, the viscosity 1 (1-jc , p, (-0°C
), and further 4COdyn6/an
It is possible to maintain a surface tension r higher than that. Therefore, it is a liquid organic solvent suitable for high-speed T diagnosis of ink droplets of uniform particle size. The compound represented by the general formula (1) in the present invention' exhibits a remarkable effect as a moisturizing agent and solubilizing agent, but it has a remarkable effect as a moisturizing agent and solubilizing agent.
Sort of? Alkyl ethers of lekylene glycol, 7.
3-Dialkyl-2-imidazolidinones, carboxylic acid phosphorite derivatives, lactones, dioxyethylene sulfur compounds, tylcholamines, N-formyllactam fatty conductors, -monopyridones, sulfolane, -valent or Concomitant use with dihydric alcohols does not show any reduction in these effects. In the present invention, in order to enable continuous and stable jetting over a long period of time, in other words, in order to prevent drying and solidification of dyestuffs and other compounds, which is one of the causes of nozzle clogging, a moisturizing agent expressed by the general formula (1) is used. However, another cause of nozzle clogging is thought to be the formation of images and the resulting formation of aggregates, and fungicides are also added. Mold or bacteria live in all parts of the ink flow path, storage tank, nozzle, etc., and if conditions suitable for growth such as nutrient sources, temperature, and concentration are met, mold or bacteria will multiply significantly, causing colonies to form and dyes to grow. This causes aggregates that incorporate components such as 1. Dioxin (J, J-dimethyl--acetokikuji-txin-1, J), which is disclosed in the American AIW Compilation 170!0 Yume J No. 1, for the prevention of blemishes caused by conventional machines or bacteria, Japanese Patent Application Publication No. 1973-? Sodicum Omazine (Kopari Punthiol), which is disclosed in the root issue.
- Oxydnacilium salt), 4I Kaisho 1J-11170
l-quinolinol query ν11)j disclosed in No. 7
JI, 'll14: Showa I--l4-lJ issue and Oka! −
16, using sodium acetate and l.benzisodezoline-J-onteden salt and co(tei-chichozolyl)-benzidapur etc. In the present invention, the eye infection caused by bacteria or bacteria is
If it is necessary to prevent this, well-known compounds of #1 era can be added. The amount added to the ink can be within a range that maintains the antifungal effect and does not impair the inkjet properties. Suitable water-soluble dyes used in the present invention include direct dyes, basic dyes, reactive dyes, and acid dyes. The amount of these dyes added to the ink composition is determined by the color intensity of the ink jetted onto the surface of the printing medium.
The color intensity of gI is determined by the interaction between the ink and the object to be printed, and the amount of these dyes added to the ink is determined in relation to the object to be printed. For this reason, for yellow, magenta, cyan, and black ink mh, each color ink contains 01-2 to 12 NJ or more of water-soluble dye based on the weight of the total ink composition. Parts by weight are desirable, and more preferably 7 parts by weight of O0S-d. Examples of direct dyes, basic dyes, reactive dyes, and acidic dyes that can be used in the present invention include, for example, Japanese Patent Application Publication No. 2003-140011, published in Japanese Patent Application Publication No. 2003-140003, [, t, 2-94101, J.
b307 issue, j1-1911/issue, same! j-4JJ?
, / issue, 1l-4IJIjJ issue, special public show SO-λ/7
In addition to the dyes disclosed in No. 61, the following dyes 'P+gs' can be produced. [1] Direct dye C, I, Direct Ye mouth OW λ7 (C, I,
,/JrijO'jC, 1, Dlrect Ye mouthow
Jf(C,1,/Dej!C,I, Direct Y
e%low JJ(C,1,λPO20)C,1,Di
rect Yel, Iow 39C, 1, Dice
ct Yellow IIC+1. Direct
Yellow 14C, 1, Direct Ye eyes c)
WlooC,1,D%rect Red iJ#
# # 7k (C, I, 21310
)1, 1t y 7ta (C, I, J
P+74j)t, y y 10
(C, I,, JJ710')y t
, t II (C,, ■, -ta λkoj) l l l light t
y#220C,I,
D(rect Red 224Al l
l Reference 7 (C0I, λzaio) l
l l da r (C, 1, kota l ko j) # # t 1
1 (C, 1, core 90 l l l
ta01 1 1
Haty Blue /(
C01, J$1/<7)# y
#1#y
t 7/(C, I, j reference 1470) t
y t 74 (C0■, λ41
//)1 # #71
(C11, J reference oo) # p z, I
O t t tt 76 (C
, I, 7 da 1 ro) l l
11 ty z 104 (C,
■, j/300) t y t
10r(<:, 1.j/JjJj# I
# /JJ(C,1,J67Qj)y
y1. / Otsu J (C6i, jJ
j, 40) # t t
/4jt I Black
/9(C,I,JJ2!j)C,I,Direct
Blast Jl(C,I,!0233)#
#t7/(C, ■,
230 reference O) # t t
74I(C,LJu/Iθ)#t
t 73 (C, I, Jj17o),・
l l ll Jl1 #
= # //7 [■] Acidic dye C, 1, Acjd Yellow /7 (C11
, /r9Aj)l # l /ril I l coz(C,
V, 1rr3z) 1, I l
Kota (C, 1, #rioo') #'# y
Jff(C,1,ko!/Jrizy
p 4I # y
p 391 1
-1 1/y y
t 72C01, Ac1d R
ed /(C,1,/l0sO)1
#-'# I (900 to C, 1, /4) # # # jλ (C1 ■, 1
706j) # # # 37'(
C,1,/70 daj) C,1,Ac1d le
II (C01,7707)y
＃＃j7＃
t p //j (C81, core, 200) l l I
ll de # # #
/J/z I #
/JJ((', 1./7P?j)t I
# /J! (C61, oriQ) #
# # /j reference (C01
, 2 Sanza 0O) I # #
Jl6(C6I, /ll10)l f
I λ4'P(C, 1, /11341)t
z I 2!
Da t t t
236 ・C,1,Ac1
d Violet //(C,I;/7040
) # # - # 31 (C, 1
,'A/7#). 61100) # # #
73C, 1, Ac1d Blue: Kota (C, 1, JOu60)t t
t /26##
I /7/l I
# /7jC,1,Ac
jd Blue /za3C,1,incid
Black / (C9I, 20u70')l
l l J & (C, I, Colo 37
0) # # # 24 (C,
1, λ7070) # t y
4AI (C, 1, lx!006) ## #
j ko (C, I, 1s7t/) # #
T! 1#g
t 40z I
＃107y＃
#109yy
＃ //det t
t /J/z p
t/j! [-] Reactive dye C, I, H, active Blue 7#
p z Jl1
1 ＃＃／
j＃＃I
/rj l I col/ I cojC,1,1
-Leactive Yellow t#
t't 2p
pz
Jz z t
/J# I#
/1e I # /
j −t z
t /7I Hzactive I
(, ed 2y #
＃ &t'y'
t //l t'
t 23 # p
'p'A&p Reactive Viole
t' 2”l #l −μ # # #
1# I' I φCP+') Basic dye C, I, Ba5fc Yellow til
＃ld〃 ＃＃＃
j/C,1,Ba5jc Yellow J
JttBasicLed/ # # I
2# t t
9# It
/λ1 1
# /J# Ba5ic Vio
let-J# I
#7tI
I /4ct Ba5ic
Blue J The water-based ink used in the method of the present invention can be added with an oxygen absorber. As an oxygen absorbent, Japanese Patent Application Laid-Open No. 7174401. Same issue! Sulfurous acid listed in J-A/#/J) IJ
+7 um, hydrogen sulfite) +7 um, hydrogen sulfite, etc.
-20≠7λ D-glucose, L-
Ascorbic acid etc. can be used. Furthermore, as surface tension adjusting agents, cationic surfactants (e.g. alkylpyridium sulfates, etc.), anionic surfactants (e.g. sodium alkyl sulfates, etc.), and nonionic surfactants (e.g. polyoxyethylene alkyl ethers, etc.) Alternatively, amphoteric surfactants can be used. There are no particular restrictions on inkjet printers that can use the ink of the present invention;
, a charge control system as described in the oso issue,
It can be used in any of the pressure and Vrus systems as disclosed in US Pat. No. J, 7≠7°120. Also, using the ink of the present invention, inkjet printing)
Examples of the printing medium used for printing include paper, cloth, and film base, but there are no particular restrictions on the paper, and any paper that is generally used for inkjet printing can be used, but it is particularly preferable to use paper. What can be done is
This is so-called coated paper, which is made by coating a layer of clay on top of the paper. Regarding coated paper, for example,
The description χ in No./4I4417λ and No. 11-/≠A7J'A can be referred to. The present invention will be further explained below with reference to Examples. In the examples, "s" indicates parts by weight. Example L (yellow ink of the present invention-7) C01,A
c1d Ye eyes ow /7 2.3 parts (hrjo
Flavine jQ igo@CIBA-GEI
(manufactured by LjY) Compound (Li) 20.0 parts water
77.1 parts or more of Formulation 11-3-j OIICVC After stirring for 1 hour while heating, the average pore size was 0. l#rn, Rin diameter 7f1m
l micro filter FM type (Fuji Photo Film f
The target ink was obtained by pressure filtration (manufactured by S.S.) (3 Capes/Country). In the same manner, inks of the present invention and comparative inks were obtained using the following formulations. Example 2-(Yellow ink of the present invention-2) C,1,
Ac1d Yel 翫ow <-19
3, Part 3 (Kayanol Yellow NFG
Compound (2) JO, 0 parts triethanol 3.0 parts water
73. 1s
Example 3. (Magenta ink key of the present invention-1) C, L
Ac1d red Js 2.0 copies (Sumi
nol Leveme ng Br1lliantRed
SJB Sumitomo Chemical Co., Ltd.) Compound (3) 20, 0 parts diethylene glycol i, o parts triethanol, 2.5 parts water
7 Hiroshi, js example 4゜(
The invention! Zentainya 2) C, 1, Ac1d r
ed tco 2.0 part (Diacid Alj
zarine I (Iubinol FJG 200%
(manufactured by Mitsubishi Chemical Corporation) Compound (9) λt, o part Diethylene glycol 7-noethyl ether 0.1 part Triethanol Dimin J, 0 part Water
61,! Section Example IL (
Cyan ink of the present invention-7) C, 1, Direct B
lue 14 2.1 part (Lionol Blu
e GS Toyo Ink Manufacturing■'! M) Compound (7), 2 o,
o part triethanolamine 2115 parts water 7 parts Example 6. (Black ink of the present invention-7) (
, ■, υ1rect Black / Ta J, 0 copies (
Kaya+rus Black G conc manufactured by Nippon Kayaku ■) Compound (150 parts J-methylsulfolane 10.0 parts Diethylene glycol heptanoethyl ether 2.3 parts Triethanolamine 3.0 parts Water
41. j@Comparative example 1. (
Comparison ink-7) C, 1, Ac1d Yellow /7 J, j
Part N, N-di (β-hydroxyethyl)-formamide co-O, OS (%-Akihiro 9-ta No. 7620 compound of fine ice) water
77, j part comparative example L (comparative ink - λ) C, 1, Direct Black ty
J, oIBN-hydroxyethyl-virolithone
Ko Otsu,
Part O (compound disclosed in JP-A-11-27)
Diethylene glycol monoethyl 2.3 parts Ether triethanolamine 3.0 parts Water
6j-6 parts comparative example 3. (Comparison ink-3) C, 1, 1) direct Blue fix
2.1 parts thiodiglycol ethylene oxytite adduct 20.0 parts (compound disclosed in JP-A-5I-JI-2) Triethanolamine 2.5 parts water
The viscosity and surface tension of the ink obtained in 7 parts were measured, and the results shown in Table 1 were obtained. Furthermore, pressure filtration (J)t9/c using a microfilter F M type with an average pore size o of 1 μm and a diameter of 4'71 m1
rn") test? It was conducted immediately after ink preparation and after leaving the ink in a refrigerator (≠"C) for one month to check whether it could be filtered without clogging. In addition, in order to check the degree of dryness at the tip of the nozzle of an inkjet printer, we applied it to each inkjet printer "Jet Point" (manufactured by Sharp) and left it at room temperature for 120 days. I checked the island II to see if it would do dAi. The results obtained are summarized in Table 1. Furthermore, using the ink of the present invention and a comparative ink, the characteristics of the recorded images were investigated when inkjet printing was performed on recording papers -■ and -■ made with the following formulations. The obtained results are summarized in Table λ. Creation of recording paper-■ LBKP (Hiroki Exposed Craft Pulp) / (70 copies w
Beat the water to P water level C8E≠JO, add 25 parts of tal, 1 part of saponified rosin, and λ part of sulfuric acid band to give a basis weight of 1009/m.
Paper was made using a fourdrinier paper machine. During paper making, 29 parts m of oxidized starch (solid content) was applied using a size press. 70 parts of synthetic zeolite, 30 parts of synthetic aluminum silicate, 0.1 part of sodium hexametaphosphate, 4270 parts of cold,
Coating liquid with solid content SO@ made of styrene-butadiene copolymer latex IQ, 1 part melamine resin, and polyethylene glycol copolymer? The solution was prepared. One side / Of 7m2 on the above-mentioned base paper with no solid coating liquid.
The coating was coated using a knife-knife coater and dried, and then subjected to a suit case-calendering process to prepare recording paper. Recording paper - ■Basic weight / 0097 m", Size: 2197 m
7j weight - of a basic polymer (di-cho-di-cho-mide condensate (Sunfix 70 manufactured by Sanyo Chemical)) on one side of the base paper.
, gelatin 5M amount % and synthetic aluminum silicate s
Aqueous solution containing heavy I-related material r dry solid content 7, j f
/ m was coated with an air knife coater and calendered to create a recording paper. As is clear from Table 1, the ink of the present invention did not become clogged even after preparation or after being stored in a cold storage for 17 months, indicating that the ink did not change over time. If left open for 120 days at room temperature is also clogged? I was able to print without any problems. Furthermore,
As is clear from Table 2, the ink of the present invention had a high image optical density, did not bleed on the recording paper, and gave a clear record image.

Claims (1)

[Scope of Claims] A water-based ink composition containing a water-soluble dye, a compound represented by the following general formula (1), and water. General formula (1) In the formula, '1 m B21 R3 and Ru4 may be the same or different, and 4! <% each hydrogen atom, alkyl group, human. xyalkyl group or -x=-U(-Cfj2CHfiυ
Now represents mH group (Xl is an alkylene group, m is an integer of 1 or more), ' 1 t '' 2 e R3
and at least two human mixyalkyl groups of R4 or -Xl-C)+CH1CH-C)->mHlM k
Xl represents an alkylene group or a phenylene group; n represents I or Jt-;