Classifications

• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
  • C09B11/00—Diaryl- or thriarylmethane dyes
  • C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
  • C09B11/10—Amino derivatives of triarylmethanes
  • C09B11/24—Phthaleins containing amino groups ; Phthalanes; Fluoranes; Phthalides; Rhodamine dyes; Phthaleins having heterocyclic aryl rings; Lactone or lactame forms of triarylmethane dyes
• • 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
  • B41M5/323—Organic colour formers, e.g. leuco dyes
  • B41M5/327—Organic colour formers, e.g. leuco dyes with a lactone or lactam ring
  • B41M5/3275—Fluoran compounds
• • 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
• • 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

Definitions

• R is selected from the group consisting of hydrogen, a lower alkyl group of 1 to carbon atoms, a lower alkoxy group of 1 to 5 carbon atoms, amino group, a lower alkyl amino group of l to 5 carbon atoms and benzyl amino group;
• R and R are selected from the group consisting of the same members as above defined on R except that benzyl amino group is excluded; at least one of R and R are selected from amino group, a lower alkyl amino group of 1 to 5 carbon atoms and benzyl amino group;
• R is selected from the group consisting of hydrogen, a lower alkyl group of 1 to 5 carbon atoms, a lower alkoxy group of 1 to 5 carbon atoms, halogenes, a lower alkyl amino group of 1 to 5 carbon atoms, benzyl amino group and aryl amino group; and
• R R and R are selected from the group consisting of the same members as above defined on R except that aryl amino group is excluded
• This invention concerns a heat sensitive composition for heat sensitive recording material and a heat sensitive recording material containing the same. More particularly, it relates to a heat sensitive recording material containing phenol compounds and usually colorless lactone compounds capable of being colored by reaction with said phenol compound when heated.
• the heat sensitive recording material containing phenol compounds and lactone compounds as reaction color former is prepared by applying to a support a mixture of solutions which are obtained by separately dispersing said phenol compound and lactone compound in mediums containing binders of water or petroleum system in finely divided particle form.
• the recording material may be produced by first impregnating either one component of said color former in a paper and thereafter applying to said paper a solution obtained by dispersing the other component in a binder.
• it may be produced 3,825,432 Patented July 23, 1974 by separately applying said two components to two separate supports and putting one upon another in such a manner that the applied coatings of the two supports contact with each other. In any case, it is necessary that the reaction color former be dispersed in binder and the like in finely divided particle form.
• the color forming mechanism of this heat sensitive recording material is considered that since phenol compounds and lactone compounds are dispersed in the heat sensitive recording material produced as mentioned above, application of heat thereto causes melting or sublimation of one or both of said two components to form color. Therefore, it is required that each component of the reaction color former used in this invention is in colorless crystal form at normal temperature and it has not so low melting point to prevent formation of color during storage of the heat sensitive recording material.
• lactone compounds used in this invention have the general formula,
• R1 R1 R2 I ⁇ l/ ⁇ / Re Ra I (wherein R is selected from the group consisting of hydrogen, a lower alkyl group of 1 to 5 carbon atoms, a lower alkoxy group of 1 to 5 carbon atoms, amino group, a lower alkyl amino group of 1 to 5 carbon atoms and benzyl amino group; R and R are selected from the group consisting of the same members as above defined on R; except that benzyl amino group is excluded; at least one of R and R are selected from amino group, a lower alkyl amino group of 1 to 5 carbon atoms and benzyl amino group; R is selected from the group consisting of hydrogen, a lower alkyl group of 1 to 5 carbon atoms, a lower alkoxy group of l to 5 carbon atoms, halogenes, a lower alkyl amino group of 1 to 5 carbon atoms, benzyl amino group and aryl amino group; and R R and R are selected from the group consisting of the same members as
• lactone compounds shown in said general formula are shown in the following table.
• N o'rE The formed color tones are those obtained by mixing lactone compounds and bisphenol A in a weight ratio 1:1:2 and heating and melting the mixture.
• lactone compound (19) As the phenol compound which is the other component N of the reaction color former, those containing OH group in aromatic ring are especially preferable. Representative thereof are as follows:
• Phenol compounds Melting polnt Number Structural formula Rational formula C.
• the phenol compounds and lactone compounds used as a reaction color former should be ground as fine as possible, specifically as fine as serveral ,u to increase resolving power of the recorded image.
• white pigments of strong covering power such as titanium oxide, zinc oxide, diatomaceous earth, clay, silica, talc, etc. may be incorporated to prevent stain of background and improve whiteness.
• the heat sensitive recording paper of this invention as obtained in accordance with the above mentioned manner has various characteristics such as higher concentration of formed color, little color formation of background, little color formation due to friction, etc. as compared with the conventional recording paper of this kind.
• EXAMPLE 2 A heat sensitive recording paper was obtained by the same process as in Example 1 except that lactone compound (8) was substituted for lactone compound (1) and phenol compound (I) was substituted for phenol compound (B). Said heat sensitive recording paper formed bluish green color and showed little color formation in background and little color formation due to friction.
• EXAMPLE 3 A heat sensitive recording paper was obtained by the same procedure as in Example 1 except that lactone compound (14) was substituted for lactone compound 1) and phenol compound (L) was substituted for phenol compound (B). Application of heat to said heat sensitive recording paper caused formation of greenish black to exhibit the similar effect.
• EXAMPLE A base paper containing about 1% by weight of lactone compound (13) was produced by adding finely powdered lactone compound (13) at paper making. To this base paper, the solution in which liquid (II) of Example 4 was dispersed was applied so that the application amount after drying was about 1.5 g./m. and was dried to obtain a heat sensitive recording paper. Application of heat thereto caused formation of green color to exhibit the similar effect.
• EXAMPLE 6 Said liquids (I) and (II) were separately ground and dispersed with ball mill for about 12 hours and then they were mixed. The mixture which was a heat sensitive coating liquid was applied to a general raw paper of 50 g./m. so that the application amount thereof after drying was about 3 g./m. and dried to obtain a heat sensitive recording paper. Application of heat thereto caused formation of orange yellow color to exhibit the similar effect.
• EXAMPLE 8 Liquid I G. Lactone compound (3) 1 5% aqueous gum arabic solution 50 Clay Liquid( II) G. Phenol compound (M) 6 5% aqueous gum arabic solution 30 A heat sensitive recording paper was obtained in accordance with the procedure of Example 1 using said liquids (I) and (II). Application of heat thereto caused formation of yellow color to exhibit the similar effect.
• a heat sensitive composition suitable for heat sensitive recording material which comprises at least one lactone compound having the general formula
• R and R are selected from the group consisting of hydrogen, a lower alkyl group of 1 to 5 carbon atoms, a lower alkoxy group of 1 to 5 carbon atoms, an amino group and a lower alkyl amino group of 1 to 5 carbon atoms;
• R is selected from the group consisting of hydrogen, a lower alkyl group of 1 to 5 carbon atoms, a lower alkoxy group of l to 5 carbon atoms, an amino group, a lower alkyl amino group of 1 to 5 carbon atoms and a benzyl amino group; wherein at least one of R and R are selected from the group consisting of an amino group, a lower alkyl amino group of 1 to 5 carbon atoms and a benzyl amino group; R and R are selected from the group consisting of hydrogen, a lower alkyl group of 1 to 5 carbon atoms, a lower alkoxy group of 1 to 5 carbon atoms, halogen, a lower alkyl amino group of l to 5 carbon atom
• a heat sensitive composition according to Claim 1 wherein titanium oxide, zinc oxide, diatomaceous earth, clay, silica or talc is incorporated.
• a heat sensitive recording material comprising a su port and the composition of Claim 1 applied to said support.
• a heat sensitive composition according to Claim 1 wherein the blending ratio of lactone compound and phenol compound is 1:0.5-10 parts by weight.
• a heat sensitive composition according to Claim 1 wherein R is hydrogen or amino, R is hydrogen, amino, lower alkyl amino having 1 to 2 carbon atoms in the alkyl group or benzylamino, R is hydrogen, methyl or methoxy, R is hydrogen or methyl, R is hydrogen, lower alkyl of 1 to 4 carbon atoms, methoxy, chlorine, lower alkyl amino of 2 carbon atoms, benzylamino, phenylamino, methylphenylamino, phenylaminophenylamino or tolyl methyl amino, R is hydrogen or methyl and R is hydrogen or methyl.

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• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• General Chemical & Material Sciences (AREA)
• Physics & Mathematics (AREA)
• Optics & Photonics (AREA)
• Organic Chemistry (AREA)
• Heat Sensitive Colour Forming Recording (AREA)
• Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Applications Claiming Priority (1)

Publications (1)

Family

ID=12008228

Family Applications (1)

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Cited By (13)

• 1970
  • 1970-03-10 JP JP1975870A patent/JPS5416863B1/ja active Pending
• 1971
  • 1971-03-09 US US00122521A patent/US3825432A/en not_active Expired - Lifetime

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