Classifications

• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
  • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
  • B41M5/00—Duplicating or marking methods; Sheet materials for use therein
  • B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
  • B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
  • B41M5/333—Colour developing components therefor, e.g. acidic compounds
  • B41M5/3333—Non-macromolecular compounds
  • B41M5/3335—Compounds containing phenolic or carboxylic acid groups or metal salts thereof
  • B41M5/3336—Sulfur compounds, e.g. sulfones, sulfides, sulfonamides
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
  • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
  • B41M5/00—Duplicating or marking methods; Sheet materials for use therein
  • B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
  • B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
  • B41M5/337—Additives; Binders
  • B41M5/3377—Inorganic compounds, e.g. metal salts of organic acids

Definitions

• the invention relates to a heat-sensitive recording sheet which has a superior oil resistance and a very good storage stability.
• a heat-sensitive recording sheet using a heat color reaction between a colorless or weakly colored chromogenic dye and a phenolic substance or an organic acid is disclosed in Japanese Patent Publications 4160/1968 and 14039/1970, among others, and in Japanese Publication 27736/1973. There is currently a wide variety of practical applications.
• a heat-sensitive recording sheet is generally prepared by applying a coating color to the surface of the support such as paper, film, etc., which is prepared by grinding and finely dispersing a colorless chromogenic dye and a color developing material such as phenolic substances, by mixing the dispersions obtained and was obtained by adding a binder, filler, sensitizer, lubricant and other auxiliaries.
• the coating When exposed to heat, the coating undergoes an instantaneous chemical conversion, which leads to color formation leads. Different clear colors can be created depending on the selection of the specific colorless chromogenic dyes.
• heat-sensitive recording sheets are widely used in practice, including medical and technical recording equipment, terminal printers of computers and information systems, printers of facsimile machines and electronic calculating machines, ticket machines and the like.
• heat-sensitive recording sheets must meet the following basic requirements: Clear
• JP Application 175374/1984 and JP-OS 9699V1984 is described that 4 4-isopropoxy-1-hydroxydiphenyl sulfone or the use of 4-methyl-4'hydroxydiphenyl- sulfone obtained as a color developing agent in the heat-sensitive recording sheets, the above-mentioned properties will.
• a heat-sensitive recording sheet with 4-isopropoxy-4-hydroxydiphenyl sulfone as a color developing agent has advantageous properties, but has a slightly poorer stability to oily materials than the known color developing agent of the biphenol series.
• the invention has for its object to provide a heat-sensitive recording sheet which contains 4-isopropoxy-4'-hydroxydiphenylsulfone as an organic color developing agent and gives a superior stability of the recording image against the action of oily materials such as hair oil, fat etc., and an improved stability of the degree of whiteness of the background at high temperature and humidity without impairing the basic requirements, in particular the superior stability of the degree of whiteness.
• the zinc salt of the phthalic monobenzyl ester can also be used instead of the calcium salt or together with the calcium salt as stabilizer, with an advantageous effect being achieved.
• the 4-isopropoxy-4'-hydroxydiphenylsulfone of the formula (I) as a color developing agent according to the invention has a melting point of 129-130 ° C.
• 4-methyl-4'-hydroxydiphenylsulfone of the formula (II) as a color developing agent according to the invention has a melting point of 130-145 ° C.
• the calcium salt of the P thalcicremonobenzylesters of formula (IIn is a colorless substance with a high melting point (above 250 ° C) and is prepared by reacting the sodium salt of Pthalklamonobenzylesters with calcium chloride.
• the calcium salt is the Pthalklamonobenzylesters as an inventive stabilizer is a substance with a particular molecular structure, from the many metal salts of organic carboxylic acids has been selected.
• the addition of the calcium salt of the phthalic acid monobenzyl ester as a stabilizer is preferably 10-60 percent by weight, based on the organic color developing agent according to the invention.
• basic colorless dyes The choice of the basic colorless or slightly colored chromogenic dyes according to the invention (hereinafter referred to as basic colorless dyes) is not subject to any particular restrictions; the dyes of the triphenylmethane, fluorane and azaphthalide series, which e.g. are the following.
• a sensitizer for example dibenzyl terephthalate, benzyl p-benzyloxybenzoate, di-p-tolyl carbonate, p-benzyl biphenyl, phenyl-a-naphthyl carbonate, etc.
• a sensitizer for example dibenzyl terephthalate, benzyl p-benzyloxybenzoate, di-p-tolyl carbonate, p-benzyl biphenyl, phenyl-a-naphthyl carbonate, etc.
• the above-mentioned organic color developing agent, the above-mentioned basic colorless dye and stabilizer are mixed by means of a grinding device such as a ball mill, grater mill, sand grinder, etc. or by means of a suitable emulsifying machine to a particle size of several microns or smaller.
• additives are added, depending on the intended use, in order to produce the coating composition.
• the additives which can be used according to the invention are e.g. the following: binders such as polyvinyl alcohol, modified polyvinyl alcohol, hydroxyethyl cellulose, methyl cellulose, starch, styrene-maleic anhydride copolymers, vinyl acetate-maleic anhydride copolymers, styrene-butadiene copolymers, etc .; inorganic or organic fillers such as kaolin, baked kaolin, diatomaceous earth, talc, titanium dioxide, aluminum hydroxide, etc .; Release agents such as metal salts of fatty acids; Lubricants such as waxes; UV absorbers of the benzophenone and triazole series; waterproofing agents such as glyoxal, etc .; Dispersing agents, anti-foaming agents, anti-mottling agents (e.g. fatty acid amide, e
• the type and the amount of the organic color developing agent, the basic colorless dye, the stabilizer and the other constituents, which are determined depending on the desired effect and suitability for recording purposes are not particularly limited.
• 4-isopropoxy-4'hydroxydiphenylsulfon as a color developing agent, it is generally advantageous, 4-isopropoxy-4'hydroxydiphenylsulfon 3 to 12 parts by weight as F arbstandingsstoff, 1 to 4 parts by weight of stabilizer and 1 to 20 parts by weight filler, based on 1 To use parts by weight of the basic colorless dye, and to use 10 to 25 parts by weight of binder, based on the total substance content.
• the calcium salt of the phthalic acid monobenzyl ester is a calcium salt with a fairly large hydrophobic group (benzyl group) in the molecule; the hydrophilic and hydrophobic properties are therefore fairly balanced.
• the color formation composition by a physi Kalisch-chemical reaction of 4-isopropoxy-4'hydroxydiphenylsulfone and / or 4-methyl-4'-hydroxydiphenylsulfone with the leuco dye and the calcium salt of phthalic acid monobenzyl ester is formed when heat is applied, poorly soluble in oil, and it leads to superior durability of the Background, so that you get the surprising effects of the invention.
• parts As an abbreviation for parts by weight, “parts” is used.
• Solution B (dispersion of a color developing agent):
• Solution C (dispersion of the stabilizer):
• a heat sensitive recording sheet was prepared according to Example 1, but without using solution C. The result is shown in Table 1.
• the heat-sensitive recording sheets were produced according to Example 1, but with solution D (ground in an attritor) instead of solution C.
• the test results are summarized in Table 1. Comparative experiment 6
• a heat sensitive recording sheet was prepared according to Comparative Experiment 6, but without using the solution C. The result is shown in Table 1.
• Solution F (dispersion of a color developing agent):
• Solution C (dispersion of the stabilizer):
• a heat sensitive recording sheet was prepared according to Comparative Experiment 12, but without using Solution C. The result is shown in Table 1.
• the heat-sensitive recording sheets were produced according to comparative experiment 12, but with solution D instead of solution C.
• the test results are summarized in Table 1.
• Solution B (dispersion of a color developing agent):
• coating compositions were applied in a coating amount of 6.0 g / m 2 to a base paper with a weight of 50 g / m 2 , dried and supercalendered in order to achieve a smoothness of 200 to 600 seconds. You got a heat sensitive recording sheet.
• a heat sensitive recording sheet was prepared according to Example 2, but without using Solution C.
• the heat-sensitive recording sheets were produced according to Example 2, but with solution D (ground in an attritor) instead of solution C.
• thermosensitive recording sheet was, however, (grinding the mixture in an attritor) according to Example 2 with the solution E instead of solution B prepared.
• a heat-sensitive recording sheet was prepared according to comparative experiment 23, but without using solution C.
• Heat-sensitive recording sheets were produced according to comparative experiment 23, but with solution D instead of solution C.

Landscapes

• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• General Chemical & Material Sciences (AREA)
• Physics & Mathematics (AREA)
• Optics & Photonics (AREA)
• Inorganic Chemistry (AREA)
• Heat Sensitive Colour Forming Recording (AREA)
• Color Printing (AREA)

Applications Claiming Priority (4)

Publications (3)

Family

ID=26535629

Family Applications (1)

Country Status (3)

Cited By (3)

Families Citing this family (9)

Family Cites Families (9)

• 1985
  • 1985-11-06 US US06/795,991 patent/US4630080A/en not_active Expired - Lifetime
  • 1985-11-15 EP EP85114546A patent/EP0181646B1/fr not_active Expired
  • 1985-11-15 DE DE8585114546T patent/DE3573565D1/de not_active Expired

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