Aluminum chelate method for manufacturing the same, and photo cured ink including the same

09580612 ยท 2017-02-28

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Inventors

Cpc classification

International classification

Abstract

An aluminum chelate, a method for manufacturing the same and a photo cured ink including the same are revealed. First rosin resin is modified by epoxy and acrylic acid to get acrylic acid modified rosin resin. Then an aluminum chelating agent undergoes a chelation reaction with the acrylic acid modified rosin resin to form a plastic fluid whose chemical structure contains a photoreactive group and a chelate structure with aluminum. The plastic fluid can be added into photo cured inks so that the photo cured inks have better ink tack, ink flow, color density and stability.

Claims

1. A photo cured ink including an aluminum chelate comprising: 0.15 percent of the aluminum chelate by weight; 540 percent of polyester acrylate by weight; 1326 percent of pigment by weight; 530 percent of modified epoxy acrylate by weight; and the rest including trimethylolpropane triacrylate (TMPTA), polypropylene wax, HYPER dispersant, photoinitiator mix, talc and glycerol(propylene oxide)triacrylate (GPOTA) less than 15 percent by weight.

Description

BRIEF DESCRIPTION OF THE DRAWINGS

(1) FIG. 1 is a structural formula of an aluminum chelate according to the present invention;

(2) FIG. 2 shows a chemical reaction carried out in step S10 of a method for manufacturing an aluminum chelate according to a preferred embodiment of the present invention:

(3) FIG. 3 shows a chemical reaction carried out in step S11 of a method for manufacturing an aluminum chelate according to a preferred embodiment of the present invention:

(4) FIG. 4 shows a chemical reaction carried out in step S12 of a method for manufacturing an aluminum chelate according to a preferred embodiment of the present invention.

DETAILED DESCRIPTION

(5) In order to make the structure and characteristics as well as the effectiveness of the present invention to be further understood and recognized, the detailed description of the present invention is provided as follows along with embodiments and accompanying figures.

(6) Refer to FIG. 1, an aluminum chelate of the present invention is a plastic fluid having an aluminum central atom and used as an addictive for photo cured ink for improving ink tack (adhesiveness), fluidity, and ink stability. The good color density is also maintained.

(7) Refer to FIG. 2, FIG. 3 and FIG. 4, a method for manufacturing an aluminum chelate of the present invention comprising the steps of: Step S10: use modified rosin resin with dicarboxylate to react with bisphenol A diglycidyl ether and get a product (1). Step S11: take the product (1) to react with acrylic acid and get a product (2) that is acrylic acid modified rosin resin; and Step S12: add an aluminum chelating agent into the product (2) to make acrylic acid modified rosin resin undergo a chelation reaction with the aluminum chelating agent and get a product (3). The product (3) is the aluminum chelate of the present invention.
According to the above steps, the aluminum chelate obtained is a plastic fluid and gel-like substance used for modification of ink properties.

(8) In the step 10, the modified rosin resin with dicarboxylate is used as the starting reactant, reacting with epoxy. In this embodiment, the epoxy used is bisphenol A diglycidyl ether while the modified rosin resin with dicarboxylate used is maleic modified rosin resin, however, the present invention can use bisphenol F diglycidyl ether, aliphatic diglycidyl ether, or aromatic diglycidyl ether instead, which are belong to diglycidyl ether group. Furthermore, the carbon atoms in the aliphatic diglycidyl ether is less than 20, and the carbon atoms in the aromatic diglycidyl ether is less than 600 in preferred embodiments.

(9) aromatic diglycidyl ether, wherein R.sub.2 is linear alkyl having from 1 to 5 carbon atoms, and x is from 1 to 50

(10) ##STR00003##
bisphenol F diglycidyl ether, wherein y is from 1 to 50

(11) ##STR00004##
aliphatic diglycidyl ether, wherein z is from 1 to 19

(12) ##STR00005##

(13) Dicarboxylic acid or acid anhydride is used to modify rosin resin for preparation of the modified rosin resin with dicarboxylate. The dicarboxvlic acid can be maleic acid mentioned above, also called cis-butenedioic acid, having two carboxyl groups. The dicarboxylic acid can also be saturated dicarboxylic acids, aromatic dicarboxylic acids, or unsaturated dicarboxylic acids used to modify rosin resin. The number of carbon atoms of the dicarboxylic acid is ranging from 2 to 10 and is able to be trans-butenedioic acid (fumaric acid), 2,4-hexadienedioic acid (muconic acid), ortho-phthalic acid (phthalic acid), tetrahydrophthalic acid, hexahydrophthalic acid, isophthalic acid, oxalic acid, propandioic acid (malonic acid) or adipic acid.

(14) As to the acid anhydride, the number of carbon atoms of the acid anhydride ranging from 4 to 7 is preferred such as cis-butenedioic anhydride (maleic anhydride), trans-butenedioic anhydride, acetic anhydride, o-Phthalic anhydride, tetrahydrophthalic anhydride, hexahydrophthalic anhydride, etc.

(15) In the step S11, besides acrylic acid, 1,6-hexandiol-diacrylate (HDDA) can also be added. Mono methyl ether of hydroquinone (MEHQ) is used as an inhibitor while dimethylethanolamine (DMEA) is used as a catalyst. The reaction temperature of this step is 80180 degrees Celsius ( C.), preferred at 120 C., and the reaction time is 3 hours.

(16) After acrylic acid modified rosin resin being formed by using modified rosin resin with dicarboxylate (maleic modified rosin resin) to react with epoxy and acrylic acid to modify and before taking the step S12, the amount of the inhibitor MEHQ added can be increased depending on the situations (reaction conditions). Then the reaction temperature is maintained at 80180 C., preferred at 140 C., for 30 minutes. Next oxoaluminum octoate used as aluminum chelating agent is added. The reaction temperature of chelation is 100190 C., preferred at 140C, and the reaction time is 1 hour.

(17) The aluminum chelating agent used in the present invention is not limited to oxoaluminum octoate mentioned above. The aluminum chelating agent including following formula can be used in the present invention:

(18) ##STR00006##
wherein R.sub.3, R.sub.4, and R.sub.5 are an organic group respectively. For example, the product of American FEDChem such as manalox130, manalox360, etc. all having the above structure and able to be used as aluminum chelating agent in the present invention.

(19) The following is an embodiment of the present invention. In practice, 100 g maleic modified rosin resin (EASTMAN KODAK Co., LEWISOL 28-M), 67.04 g bisphenol A diglycidyl ether (Chang Chung group BE-188, epoxy equivalent weight (EEW) 185 g), 30.8 g acrylic acid (Glacial acrylic acid (GAA) produced by Formosa plastic group) and 244 g HDDA are added into a 1-liter three neck flask. Moreover, 1.77 g MEHQ used as inhibitor and 1.0 g DMEA used as catalyst are also added. Then air is introduced into the mixture, stirred at 500 rpm and heated to 120 C. for 3 hours. Next 1.77 g MEHQ is added and the temperature is increased to 140 C. for 30 minutes. Then add 9.04 g oxoaluminum octoate (Fedchem LLC Manalox230) and the temperature is maintained at 140 C. for an hour. Later when the temperature is down to 70 C., the product discharged and obtained is an aluminum chelate of the present invention.

(20) The aluminum chelate of the present invention is applied to photocured inks. The novel photo cured ink including a mixture of oligomer, reactive monomer, and photoinitiator has good properties. The tack, viscosity and yield value of the photo cured ink can be adjusted by the radio of the aluminum chelate.

(21) The photo cured ink of the present invention is formed by following components: 0.15 percent of aluminum chelate by weight, 540 percent of polyester acrylate by weight, 1326 percent of pigment by weight, 530 percent of modified epoxy acrylate by weight and the rest components including trimethylolpropane triacrylate (TMPTA), polypropylene wax, HYPER dispersant, photoinitiator mix, talc and glycerol(propylene oxide)triacrylate (GPOTA) less than 15 percent by weight.

(22) The followings are test results of properties of three different kinds of photo cured ink prepared. Sample A doesn't include any substance with aluminum chelate. Sample B includes other chelate structure with aluminum different from the chelate structure with aluminum of the present invention while Sample C has an aluminum chelate revealed in and prepared by the present invention. The rest components are selected from the materials and their ranges mentioned above respectively and are the same in each sample. In other words, the three samples are only different in the aluminum chelate related substances and pigment while the rest components are all the same in each test sample. After all the above components being mixed, the mixture is stirred by a high speed agitator for 30 minutes and mixed 4 times by a cylinder. The test results of the samples are shown in the Table 1.

(23) TABLE-US-00001 TABLE 1 Sample A Sample B Sample C Yellow Tack 13.9 12.0 12.9 Ink Flow 2.70/2.87 2.80/2.90 2.84/2.90 Color density 112 118 116 Stability (day) 14 2 14 Magenta Tack 18.2 16.1 17.2 Ink Flow 3.24/3.48 3.30/3.50 3.21/3.45 Color density 140 176 175 Stability (day) 14 2 14 Cyan Tack 14.6 12.6 13.3 Ink Flow 3.20/3.37 3.30/3.52 3.30/3.51 Color density 160 165 164 Stability (day) 14 2 14 Black Tack 16.3 14.5 15.2 Ink Flow 3.35/3.55 3.31/3.57 3.31/3.55 Color density 135 154 152 Stability (day) 14 1 14

(24) Refer to Table 1, RIGO's Spread Meter is a parallel plate viscometer used for measuring fluidity of inks. This instrument is used to determine spread of ink. A certain amount of ink is placed into a specimen hole between two parallel plates and is scraped by a plastic scraper. Then glass plates are set on the rack to be fixed. After fixing bolts being pushed upward, start timing and the test time is 60 sec/120 sec respectively. Observe deformation of the ink caused by the glass plates. The ink spreads in circular shape and a diameter (mm) of the spread ink is measured. Yield value is determined from the ink spreading speed. The tack is tested by Thwing Albert inkometer Model 106. Ink is applied to a center area of a vibrator roller of the inkometer. The area is a circle of about 5 cm around the center of the roller and the amount of the ink is usually about 1.32 cc. Then perform the test. As to color density measurement, AKIRA RI-2 tester for color proof, setting is used. The ink is evenly applied to 70 mm*15 mm white synthetic paper. In the stability test, 50.0 g prepared ink is set into a 0.1 L black polypropylene (PP) bottle and sealed. Then the bottle is put into a thermostatic oven set at 60 C. Use a glass rod to check whether there is mass in the ink each day. If the answer is no, record the day and continue the test until day 14.

(25) Compared with the substance having no aluminum chelate (Sample A), the color density of the color inks with the aluminum chelate of the present invention is significantly increased. As to the Sample B with the substance having other chelate structure with aluminum, it also has improved color density but its stability is dramatically reduced. After being set at room temperature after 3-4 weeks, gelation occurs in Sample B. Thus Sample B can't be commercialized. Thus not all kinds of aluminum chelates are suitable for inks. Only the photo cured inks added with the aluminum chelate prepared by the present invention have good tack, ink flow, color density and stability.

(26) In summary, the present invention reveals an aluminum chelate, a method for manufacturing the same, and a photo cured ink including the same. Modified rosin resin with dicarboxylate is modified by epoxy and acrylic acid to get photo cured acrylic acid modified rosin resin. Then an aluminum chelating agent is reacted with the acrylic acid modified rosin resin to carry out a chelation reaction and get a planographic printing ink. This ink is a plastic fluid cured after being radiated by UV light. Not only tack, viscosity and yield value of the photo cured ink can be adjusted, the photo cured ink also has good performance on color density and stability. Thus an aluminum chelate, a method for manufacturing the same, and a photo cured ink including the same of the present invention are with high economic values.

(27) Accordingly, the present invention conforms to the legal requirements owing to its novelty, nonobviousness, and utility. However, the foregoing description is only embodiments of the present invention, not used to limit the scope and range of the present invention. Those equivalent changes or modifications made according to the shape, structure, feature, or spirit described in the claims of the present invention are included in the appended claims of the present invention.