JPS6053564A - Heat-sensitive transfer recording styryl coloring matter - Google Patents

Abstract

NEW MATERIAL:A compound of formula I (R is arly, methyl, ethyl, propyl or butyl: A is -CH2-, -CH2CH2-, -CH2CH2O-, -CH2CH2OCH2-, or -CH2CH2OCH2 CH2-). EXAMPLE:A compound of formula II. USE:Coloring matter fo heat-sensitive transfer recording ink manufacture, having clear yellow color, suitable for obtaining full-color through the combination with both fachsine and cyan-colored coloring matters. PREPARATION:For example, a formyl compound of formula III is made to react with malonitrile in an organic solvent such as ethanol, DMF.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a styryl dye for thermal transfer recording.

Currently, TVs and CRT color displays.

A dye sublimation thermal transfer recording method has been proposed as a method for obtaining color hard copies from color facsimiles, magnetic cameras, and the like.

In this method, a transfer sheet coated with a sublimable dye is heated with a thermal recording head, and the dye is sublimated and transferred to the recording medium to obtain color recording. Since the amount of sublimation of the dye can be controlled, it is easy to express gradation, and compared to other recording methods, it is especially useful for obtaining full-color hard copies! It is.

By the way, the dye used in this recording method must meet the following conditions.

■ It must sublimate easily under the operating conditions of a thermal recording head ■ It must not thermally decompose under the operating conditions of a thermal recording head ■ It must have a desirable color a for color reproduction ■ It must have a large molecular absorption coefficient ■ Light and moisture The present invention provides a yellow pigment that satisfies Q, ■, and ■ at 1% of the essential conditions for a pigment used in the above-mentioned heat-sensitive recording method. The purpose is to

That is, one aspect of the present invention is a compound represented by the following general formula [I] (wherein R is an allyl group, a methyl group, or an ethyl group.

Represents a linear or branched 7p pyl group or butyl group, A is 10H2-, -0H2(3I(,-,-OR,
OR, O-.

-OH,OR,OOH,-,-OH,OH,OOH,O
The gist of the invention is a styryl dye for thermal transfer recording, which is represented by H, -.

The dyes of the invention can be prepared according to known methods, e.g.

After one reaction, a formyl compound represented by the following general formula [11] (in which %R and % are the same as defined above) is reacted with malonitrile in an organic solvent such as ethanol, N,N-dimethylformamide, etc.
It can be easily obtained by treating the target substance to be precipitated. If the target product does not precipitate after the reaction, the target product can be precipitated by adding a solvent or water that has low solubility to the target product.

Furthermore, the target product can be purified by conventional means such as recrystallization or column chromatography, if necessary.

As a method for producing a thermal transfer recording ink using the dye of the present invention, the dye is mixed with a suitable resin.

The recording ink may be prepared by mixing with a solvent, water, etc.
In the thermal transfer method, the ink obtained above is coated on a suitable base material to make a transfer sheet, the sheet is overlapped with the recording material, and then heated and heated from the back side of the sheet with a thermal recording head. One example is a method of applying pressure, and in this way, the dye on the sheet is transferred onto the recording medium.

The resin used to prepare the above ink may be one used in normal printing, including rosin, phenol, xylene, and petroleum.

Oil-based resins such as vinyl, polyamide, alkyd, nitrocellulose, alkylcellulose, maleic acid, acrylic acid,
Water-based resins such as casein, shellac, and glue can be used. Also, methanol is used as a solvent for ink preparation.

Alcohols such as ethanol, propatool and butanol, cellosolves such as methyl cellosolve and ethyl cellosolve, aromatics such as benzene, toluene and xylene, esters such as ethyl acetate and butyl acetate, acetone, methyl ethyl ketone, Schiff's hexanone, etc. Chthones, hydrocarbons such as ligroin, cyclohexane, and kerosene, dimethylformamide, etc. can be used.
When using an aqueous resin, water or a mixture of water and the above-mentioned solvents may be used.

Suitable base materials for applying ink include thin paper such as condenser paper and glassine paper, and glass films with good heat resistance such as polyester, polyamide, and polyimide.

These base materials improve the efficiency of heat transfer from the thermal recording head to the dye! A thickness of about .about.0.mu.m is appropriate.

Also, plain paper can be used for the recording medium and L2, but in order to improve the color development of the dye, it may be coated or impregnated with a resin that is compatible with the dye, or coated with a resin film. Good recording can be achieved by using laminated paper or special processed paper treated with acetylation. It is also possible to use films of various resins or synthetic papers made from them.

Furthermore, by heat-pressing and laminating, for example, a polyester film on the transfer recording surface after transfer recording, it is possible to improve the color development of the dye and stabilize the storage of the record.The dye of the present invention has a bright yellow color. Therefore, it is suitable for obtaining full color by combining, for example, a magenta dye represented by the following structural formula ljR and a cyan dye represented by the following structural formula. It can also be used in combination with other yellow pigments.

The above magenta pigment is tetracyanoethylene and N-
It can be easily produced by reacting with butyl-N-hydroxyaniline. Further, the above cyan color complex can be produced by reacting /-amino-cocarboxy Z-methylaminoantho-2quinone with methanol in concentrated sulfuric acid.

The present invention will be specifically described in the following examples, but the one-size-fits-all example does not limit the present invention.

Example/1) Method for polishing ink for thermal transfer recording (maximum absorption wavelength: nm: chloroform) (melting point: 1
60-763℃) Above dye -2 Ethylcellulose? The ink was prepared by mixing the above-mentioned pigment mixture in a paint conditioner using glass beads for about 3θ minutes.

H) Method for creating a transfer sheet The above ink was applied to a capacitor paper (10 μm) using a gravure proofing machine (plate strip 3θ μm).

111) Method for making image receiving paper Aqueous dispersion of saturated polyester 3-weight (manufactured by Toyobo Co., Ltd., Pyronal MD-/1.2θθ)/θ-rito calcium bicarbonate (Maruo Calcium Manufacturing Co., Ltd., SUHA I,
soθ)! Mix θM amount of Water Sunli J-Of and apply the sea bream coating paint to Kamiga paper (thickness θθμm) using a bar coater (
Coated using RK Pr1nt Coat Instruments Co., Ltd.

Iv) Transfer recording method Lay the ink cloth side of the above transfer sheet on the above image receiving paper paint IP coated side, -2! A thermal transfer recording was carried out using a thermal head having a heating resistor of OΩ at a dadot/fin density to obtain a yellow recording with a color accuracy of θO. At this time, a voltage of /J'V was applied to the thermal head for milliseconds.

The density of one color is measured using a densitometer RD manufactured by Macbeth Co., Ltd. in the United States.
It was measured using a j/g type (filter m: Utsuten A4te).

The chromatic a degree was calculated using the following formula: Color density - "g + o (mm./l) F0: intensity of reflected light from the standard white reflector F: intensity of reflected light from the test object The light resistance test of the recorded material was carried out using a carbon arc fade meter (manufactured by Suga Test Instruments Co., Ltd.) at a black panel temperature of 63 °C, but there was almost no discoloration after 90 hours of irradiation.

Using the pigment 2 shown in Table 1, prepare the ink (by the same method as in Example/F), prepare the transfer sheet and image receiving paper, and perform each transfer. Obtained a yellow colored tsuba. All of these records were tested for light resistance in the same manner as in Examples, and in this test, the records obtained using the dye of the present invention hardly changed color.

Claims (1)

[Claims] (1) General formula [I] (wherein R is an allyl group, a methyl group, an ethyl group, a linear or branched propyl group, a butyl group, and A is -CH20H, - .Dye.