JP2880312B2 - Ink jet ink composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an ink-jet ink composition. More specifically, the present invention relates to an ink-jet ink composition which is excellent in mold resistance in a wide range of pH, and has excellent ejection stability and dissolution storage stability.

[0002]

2. Description of the Related Art Conventionally, ink used in an ink jet recording system does not cause clogging of nozzles (ejection stability), and does not cause change in physical properties or precipitates upon storage (solution stability). In addition to the above properties, it is necessary to be Ames-test negative for safety.

As a fungicide used in ink-jet inks, sodium dehydroacetate (JP-A-52-12008)
No. JP-A-55-65268), 2-pyridinethiol-1-
Oxide sodium salt (sodium omazine)
57-174359), 1,2-benzisothiazoline-3-
ON (JP-A-52-12009), 6-acetoxy-2,4-
Dimethyl-m-dioxane (JP-A-59-215369), sodium sorbate (JP-A-61-179275), isopropylmethylphenol, 4-chloro-3,5-dimethylphenol (JP-A-54-81902) ), Alkali benzoate, chlorhexidine gluconate, 5-chloro-2-methyl-
4-Isothiazolin-3-one, p-oxybenzoic acid esters and the like are known.

[0004]

However, among these antifungal agents, those having no problem in safety have a low antifungal effect, so that it is necessary to use a large amount of the antifungal agent, or the antifungal effect is not effective. There are drawbacks (problems), such as a short period and a limited pH range to be used. In addition, when used in large quantities, it may cause clogging of the ink or adversely affect the physical properties of the ink. And so on. In addition, those having a high antifungal effect are often positive for the Ames test, and there is a strong demand for ink-jet ink compositions that satisfy all the problems.

An object of the present invention is to solve these problems and to provide an ink-jet ink composition that is negative for the Ames test and has an excellent antifungal effect in a wide pH range.

[0006]

Means for Solving the Problems The present inventors have conducted various studies in order to solve these problems, and as a result, completed the present invention. That is, the present invention relates to an ink-jet ink composition comprising a water-soluble dye, an organic solvent and water, which comprises 4-chloro-3-methylphenol and / or 4-chloro-2.
-An inkjet ink composition comprising methyl phenol.

The water-soluble dye used in the ink-jet ink composition of the present invention includes a conventionally known direct dye,
Acid dyes, reactive dyes and the like are widely used.

Specifically, for example, CIDirect Yellow 142, 144 CIDirect Blue 86 (CI74180), 199 (CI74190) CIDirect Black 154, 168 CIFood Yellow 3 (CI15985), 4 (CI19140) CIFood Red 9 (CI16185) CIFood Blue 2 (CI42090) CIFood Black 2 (CI27755) CIAcid Red 14 (CI14720), 249 (CI18134) CIAcid Blue 249 (CI42080) CIReactive Red 114 , 180, 184 and the like.

As the organic solvent used in the ink composition for ink jet of the present invention, specifically, ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol (MW 200, 300, 400, 600), Polyhydric alcohols such as propylene glycol, dipropylene glycol, tripropylene glycol, and glycerin; ethers of polyhydric alcohols such as diethylene glycol monomethyl ether, diethylene glycol monobutyl ether; phenyl cellosolve and benzyl cellosolve; alkanolamines such as diethanolamine and triethanolamine And organic solvents such as alcohols such as benzyl alcohol.

The amount of 4-chloro-3-methylphenol and / or 4-chloro-2-methylphenol contained in the ink-jet ink composition of the present invention depends on the type of mold, but may vary depending on the type of mold. The weight ratio is preferably 30 to 10,000 ppm based on the weight of the product. If it is less than 30 ppm, the antifungal effect will be low, and if it exceeds 10,000 ppm, its dissolution will be poor and the ejection stability and storage stability will tend to be poor.

The ink-jet ink composition of the present invention may further contain a surfactant, a specific conductivity adjuster,
An H adjuster, a solubilizer and the like are used in combination and added.

[0012]

According to the present invention, as can be seen from the examples, it is possible to obtain an inkjet ink composition which is excellent in ejection stability and storage stability, has a large antifungal effect, and is negative for the Ames test. I can do it.

[0013]

EXAMPLES The present invention will be described below with reference to examples, but the present invention is not limited to the examples. Parts and ppm in the examples mean parts by weight and ppm by weight, respectively.

Examples 1 to 7 and Comparative Example 1 Inks were prepared according to the following methods and subjected to a fungicide test. Table 1 shows the results.

Preparation of ink: CIFood yellow 4 (CI19140) 5 parts Polyethylene glycol # 200 15 parts 4-Chloro-3-methylphenol (4C3MP) Addition amount shown in Table 1 80 parts of ion-exchanged water was dissolved, and a 0.45 μm membrane filter was dissolved. To prepare an ink.

Antifungal effect Test method: 0.2% by weight of Polypepton based on ink and
0.5% by weight of Glucose was added. This sample (2
ml) was inoculated with the following bacterial spore suspension (final spore concentration: about 10 ⁶ cells / ml), and cultured with shaking for 6 days. The degree of bacterial growth (fungicidal effect) was determined according to the following criteria. Judged.

-: No growth of bacteria is observed. +: Inhibition of 80% or more. ++: Inhibition of about 50%. +++: Growth equivalent to control test.

Types of test bacteria An-2: Aspergillus niger (JIS 1-1) Pc: Penicillium citrinum (JIS 2-1) Clh: Cladosporium cladosporioides (JIS 4-1) Apu: Aureobasidium pullulans (JIS 4-2) Cg: Chaetomium globosum (JIS 5-1)

[0019]

[Table 1]

Examples 8 to 14 and Comparative Example 2 Inks were prepared by the following methods. Preparation of ink: CIFood Blue 2 (CI42090) 4 parts Polyethylene glycol # 200 15 parts 4-Chloro-2-methylphenol (4C2MP) Addition amount in Table 2 Diethanolamine 1 part Dissolve 80 parts of ion-exchanged water, 0.45 μm membrane filter To prepare an ink. Hereinafter, the antifungal test described in Examples 1 to 7 was performed, and the results are shown in Table 2 below.

[0022]

[Table 2]

Examples 15 to 21 and Comparative Examples 3 to 9 Preparation of Inks 5 parts of dyes described in Tables 3-1 and 4-1 5 parts of polyethylene glycol # 200 15 parts 4C3MP or 4C2MP or as described in Table 4-1 below Known antifungal agents Addition amounts shown in Tables 3-1 and 4-1 80 parts ion-exchanged water

Was dissolved and adjusted to the pHs shown in Tables 3-1 and 4-1 with a pH adjuster, followed by filtration through a 0.45 μm membrane filter to prepare an ink. The pH of each ink was measured. The following tests were performed using these inks. The results are shown in Tables 3-1 to 4-2.
Shown in

Anti-mildew effect: Performed according to the methods described in Examples 1 to 7. Ames test The Ames test of the ink was carried out using two strains, TA98 and TA100, according to the method of "Environmental Mutagenesis", edited by Shotaro Tajima et al. (Kodansha). + (Positive) when the number of revertant colonies is more than twice the number of colonies in the control test;
(Negative).

Discharge stability Ink jet printer IO72 manufactured by Sharp Corporation
Using 0, the ink jet recording was continuously performed for 500 hours, and the clogging of the nozzle and the change of the ejection direction were observed, and the judgment was made according to the following criteria. No abnormality ○ Abnormal in 200 to 500 hours △ Abnormal in less than 200 hours ×

Storage stability The ink was sealed in a glass container and stored at 40 ° C for 6 months.
Ink jet recording was performed with the above printer, and clogging of nozzles and changes in the jetting direction were observed, and the results were judged according to the following criteria. No abnormality ○ Abnormal ×

[0028]

[Table 3-1]

[0029]

[Table 3-2]

[0030]

[Table 4-1]

[0031]

[Table 4-2]

Continuation of the front page Examiner Susumu Sugihara (56) References JP-A-2-265977 (JP, A) (58) Fields investigated (Int. Cl. ⁶ , DB name) C09D 11/00-11/20

Claims (5)

(57) [Claims] 1. An ink-jet ink composition comprising a water-soluble dye, an organic solvent and water, wherein 4-chloro-3-
An inkjet ink composition comprising methylphenol and / or 4-chloro-2-methylphenol. 2. The ink-jet ink composition according to claim 1, further comprising 4-chloro-3-methylphenol. 3. The composition according to claim 1, wherein 4-chloro-3-methylphenol is added to the ink composition for ink jet at a weight ratio of 30 to 1000.
The inkjet ink composition according to claim 2, which contains 0 ppm. 4. The ink composition according to claim 1, further comprising 4-chloro-2-methylphenol. 5. The composition of claim 1, wherein 4-chloro-2-methylphenol is added to the ink composition for ink jet at a weight ratio of 30 to 1000.
The ink composition for inkjet according to claim 4, which contains 0 ppm.