EP0629511B1 - Matériau d'enregistrement - Google Patents
Matériau d'enregistrement Download PDFInfo
- Publication number
- EP0629511B1 EP0629511B1 EP94303938A EP94303938A EP0629511B1 EP 0629511 B1 EP0629511 B1 EP 0629511B1 EP 94303938 A EP94303938 A EP 94303938A EP 94303938 A EP94303938 A EP 94303938A EP 0629511 B1 EP0629511 B1 EP 0629511B1
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- EP
- European Patent Office
- Prior art keywords
- oil
- color former
- recording material
- glyceride
- developer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Revoked
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Classifications
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- 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
- B41M5/124—Duplicating or marking methods; Sheet materials for use therein using pressure to make a masked colour visible, e.g. to make a coloured support visible, to create an opaque or transparent pattern, or to form colour by uniting colour-forming components
- B41M5/165—Duplicating or marking methods; Sheet materials for use therein using pressure to make a masked colour visible, e.g. to make a coloured support visible, to create an opaque or transparent pattern, or to form colour by uniting colour-forming components characterised by the use of microcapsules; Special solvents for incorporating the ingredients
- B41M5/1655—Solvents
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- 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
- B41M5/124—Duplicating or marking methods; Sheet materials for use therein using pressure to make a masked colour visible, e.g. to make a coloured support visible, to create an opaque or transparent pattern, or to form colour by uniting colour-forming components
- B41M5/132—Chemical colour-forming components; Additives or binders therefor
- B41M5/136—Organic colour formers, e.g. leuco dyes
- B41M5/145—Organic colour formers, e.g. leuco dyes with a lactone or lactam ring
- B41M5/1455—Organic colour formers, e.g. leuco dyes with a lactone or lactam ring characterised by fluoran compounds
Definitions
- the present invention relates to a recording material which is employable for a pressure sensitive material and a heat sensitive material.
- color former an electron-donating color former
- developer an electron-accepting developer
- the pressure sensitive material utilizes the mechanisms that the microcapsule containing the color former is ruptured by application of pressure to form a color image through the reaction of the color former with the developer.
- the pressure sensitive recording material includes a no-carbon-paper-type recording material that a color former layer comprising a microcapsule containing a color former (hereinafter may be referred to as " color former layer " ) and a developer layer containing an electron-accepting developer (hereinafter may be referred to as "developer layer”) are respectively formed on surfaces of separate supports or separate surfaces of one support and are in contact with each other to be used; and a self-coloring-type pressure sensitive recording material (e.g., pressing-type paper or self-contained paper) comprising a self-coloring layer having both the color former and the developer provided on one side surface of a support.
- a self-coloring-type pressure sensitive recording material e.g., pressing-type paper or self-contained paper
- the no-carbon-paper-type recording material consists of a upper paper having a color former layer provided on one side surface of a support (which usually is paper sheet), an intermediate paper having a color former layer provided on one side surface of a support and a developer layer on another side surface of the support, and a lower paper having a developer layer provided on one side surface of a support.
- the intermediate paper is usually used in the form of two or more sheets.
- Such no-carbon-paper-type recording material is employed by bringing the color former into contact with the developer to form a colored image.
- the self-coloring-type pressure sensitive recording material when pressure is applied to a surface having a self-coloring layer, a microcapsule in the layer is ruptured to form a color image on the self-coloring layer through the reaction of the color former with the developer. Therefore, the material is usually employed for writing or drawing an image such as a letter on a paper placed on the self-coloring layer with writing instruments or a typewriter, for directly printing a colored image on the self-coloring layer with a printer or a typewriter, or for printing a letter for OCR (optical character reader) on the self-coloring layer.
- OCR optical character reader
- a self-coloring-type pressure sensitive recording material using a upper paper having a self-coloring layer provided on one side surface of a support and a color former layer on another side surface of the support, in combination with an intermediate paper having a color former layer and developer layer and a lower paper having a developer layer is occasionally employed.
- Types of the self-coloring layer of the self-coloring-type pressure sensitive recording material includes a two layers-type layer consisting of a color former layer containing a microcapsule containing a color former and a developer layer containing a developer which are superposed upon each other, and a one layer-type layer consisting of one layer containing a color former and a developer.
- the heat sensitive recording materials containing a microcapsule are those having a heat sensitive layer which contains a microcapsule containing a color former and a developer, as described in Japanese Patent Provisional Publications No. 63(1988)-265682 and No. 1(1989)-105782.
- Such recording material has the advantages that can be designed for OHP (over head projector) or multicolor type.
- the microcapsule which is contained in the above recording materials, contains a color former dissolved in a solvent. It is necessary that such solvent is capable of dissolving the color former.
- the solvents generally include kerosine, paraffin, naphthene oil, alkylated biphenyl, alkylated terphenyl, chlorinated paraffin, alkylated napthalene, diaryl alkane and phthalic acid ester.
- such solvents generally give off ill smell. Some of them are harmful to living things so that they have the danger that bring out enivornment pollution (e.g., poor working condition).
- the recording material is prepared using such solvents or the recording material containing the solvents is used, the above problem occur.
- a heat sensitive recording material composed of an electron donating colorless dye and an electron accepting compound is known from US 4583104.
- Japanese Patent Provisional Publication No. 50(1975)-90409 describes a process for preparation of a pressure sensitive recording paper comprising the steps of dissolving a color former in an animal or vegetable oil heated at 105 to 260°C to prepare a color former solution, and forming a microcapsule layer containing the color former solution on support.
- the animal or vegetable oils used in the process are natural edible materials mainly composed of triglyceride. Such oils have no ill smell and assured safety from the viewpoint of ecology, and further are available at low prices. Therefore, the oils are suitable for a solvent for the color former solution contained in the microcapsule.
- the animal or vegetable oils generally do not have a sufficient dissolving power required for dissolving a color former and therefore it is difficult to increase a concentration of the color former in its solution.
- a color former is dissolved in an animal or vegetable oil by heating the oil at a high temperature of 105 to 260°C.
- heating brings about deterioration of quality of the oil due to oxidation, and the heated oil occasionally gives off ill smell.
- the oil itself inhibits occasionally coloring of the color former (i.e., desensitizes the color former).
- the present inventor has studied to find a color former that easily dissolves in glycerides such as vegetable oils in high concentration at relatively low temperature. In more detail, finding of such color former enables the glycerides to use as a solvent for the color former solution contained in the microcapsule.
- the invention resides in a recording material which comprises a support, microcapsules containing an electron-donating color former dissolved in a solvent and an electron-accepting developer, the color former and the developer being provided on the support;
- the solvent comprises a glyceride and the electron-donating color former comprises a fluoran compound of the formula (I): in which R 1 represents an alkyl group of 1 to 4 carbon atoms, R 2 represents a branched alkyl group of 4 to 12 carbon atoms or a tetrahydrofurfuryl group, and each of R 3 and R 4 represents independently a hydrogen atom, a halogen atom or a methyl group, provided that R 1 differs from R 2 , the fluoran compound of the formula (I) being contained in the glyceride in an amount of 3 to 8% by weight based on the amount of the glyceride with the proviso that the glyceride is not an animal oil.
- R 1 represents an alkyl group of 1 to 4 carbon atoms
- R 2 represents a branched alkyl group of 4 to 12 carbon atoms or a tetrahydrofurfuryl group
- each of R 3 and R 4 represents independently a hydrogen
- Preferred embodiments of the recording material are as follows:
- a pressure sensitive recording material comprising a support, a pressure rupturable color former layer comprising microcapsules which contains an electron-donating color former dissolved in a solvent and a developer layer comprising an electron-accepting developer;
- a pressure sensitive recording material which comprises a upper paper comprising a paper sheet and a pressure rupturable color former layer provided on the paper sheet, and a lower paper comprising a paper sheet and a developer layer provided on the paper sheet, said color former layer comprising a microcapsule which contains an electron-donating color former dissolved in a solvent and said developer layer comprising an electron-accepting developer;
- Preferred embodiment of the above pressure sensitive recording material are as follows:
- the recording material of the invention employs glycerides according to claim 1 as a solvent for dissolving the color former.
- the glycerides generally give off no ill smell and are not harmful to living things. Therefore, they do not bring out poor working condition, and naturally do not environmental pollution.
- the recording material shows coloring of high density due to use of the specific fluoran compound (color former) in combination with the glycerides because the fluoran compound is not desensitized by the glycerides.
- the recording material of the invention is one that has assured safety and shows coloring of high density. Particularly, it is useful for a pressure sensitive recording material.
- the recording material of the invention contains both a microcapsule containing an electron-donating color former dissolved in a solvent and an electron-accepting developer.
- the recording material is not restricted in its form so long as it contains a microcapsule containing a color former comprising a fluoran compound of the formula (I) dissolved in a glyceride with the proviso that the glyceride is not animal oil.
- the heat sensitive recording material has the same structure as that shown in Fig. 3.
- the self-coloring layer 14 corresponds to a heat sensitive layer.
- the recording material of the invention is characterized by the use of and the amount used of the specific compound as the color former contained in the microcapsule and glyceride as the solvent for dissolving the color former, as defined in claim 1.
- the specific compound as the color former contained in the microcapsule and glyceride as the solvent for dissolving the color former, as defined in claim 1.
- Glyceride employed in the invention is used for dissolving the color former. Any natural glycerides and synthesis glycerides are employable in the invention. Further, any of triglycerides, diglycerides, monoglycerides and a mixture thereof are employable in the invention. It is preferred that the glyceride is mainly composed of triglyceride. The glyceride preferably is a ester of glycerin and saturated fatty acid.
- Examples of the glycerides include 1-monocaprin, 1-monoundecanoin, 1-monolaurin, 1-monotridecanoin, 1-monomyristin, 1-monopentadecanoin, 1-monopalmitin, 1-monostearin, 1-monoolein, 1-monoelaidin, 1-monolinolenin, 1-monoarachin, 1-monobutyrin, 2-monocaprin, 2-monolaurin, 2-monomyristin, 2-monopalmitin, 2-monostearin,
- these glycerides may be synthesis glycerides or natural oil, it is convenience to use the natural oil.
- Preferred examples of the natural oil include vegetable oils such as soybean oil, sesame oil, corn oil, rapeseed oil, cotton seed oil, olive oil, peanut oil, castor oil, palm oil, coconut oil, sunflower oil, camellia oil and palm kernel oil. These oils are employable singly or in combination.
- hardened oil prepared by hydrogenation of unsaturated glyceride and epoxidated oil prepared by epoxidation of unsaturated bond of unsaturated glyceride are also employable as glyceride of the invention.
- a conventional solvent mentioned previously is employable in an amount of not more than 30 weight % per glyceride), in combination with the glyceride.
- the color former employed in the invention is a fluoran compound of the formula (I) mentioned previously.
- Examples of the alkyl group of 1 to 4 carbon atoms represented by R 1 include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl and tert-butyl. Preferred are methyl, ethyl, n-propyl and isopropyl. Particularly, ethyl is preferred.
- Examples of the branched alkyl group of 4 to 12 carbon atoms represented by R 2 include isobutyl, sec-butyl, tert-butyl, isopentyl, sec-pentyl, tert-pentyl, isohexyl, 2-methylhexyl, 2-ethylhexyl and 2-ethyldecyl.
- Preferred examples of the group represented by R 2 include isobutyl, sec-butyl, isopentyl, isohexyl, 2-methylhexyl, 2-ethylhexyl, 2-ethyldecyl and tetrahydrofurfuryl. Particularly, isobutyl and tetrahydrofurfuryl are preferred.
- Preferred examples of the group represented by R 3 include hydrogen, chlorine and methyl. Particularly, methyl is preferred.
- Preferred examples of the group represented by R 4 include hydrogen, chlorine and methyl. Particularly, hydrogen is preferred.
- fluoran compound of the formula (I) include 2-anilino-3-methyl-6-N-ethyl-N-isobutylaminofluoran, 2-anilino-3-methyl-6-N-ethyl-N-isopentylaminofluoran, 2-anilino-3-methyl-6-N-methyl-N-isobutylaminofluoran, 2-anilino-3-methyl-6-N-methyl-N-isopentylaminofluoran, 2-anilino-3-methyl-6-N-ethyl-N-isohexylaminofluoran, 2-anilino-3-methyl-6-N-ethyl-N-(2-ethylhexyl)aminofluoran, 2-toluidino-3-methyl-6-N-ethyl-N-isobutylaminofluoran, 2-anilino-3-methyl-6-Nethyl-N-(2-ethyldecyl
- known color formers can be employed together with the fluoran compound for purpose of controlling tone.
- known color formers include triphenylmethanphthalide compounds, fluoran compounds other than the fluoran compounds of formula (I), phenothiazine compounds, indolylphthalide compounds, leucoauramine compounds, rhodaminelactam compounds, triphenylmethan compounds, triazene compounds and spiropyran compounds.
- the fluoran compound of formula (I) is preferably used in the amount of not less than 70 weight % based on the total amount of the used color formers to give an image of high coloring density.
- the microcapsule containing the color former of the fluoran compound having the formula (I) is prepared by dissolving the color former in the solvent of the glyceride.
- the fluoran compound is preferably dissolved in a solvent of the glyceride at a temperature of 80 to 100°C. In the case of a temperature lower than 80°C, the fluoran compound is not easily dissolved in the glyceride. In the case of a temperature higher than 100°C, the glyceride is occasionally deteriorated.
- the fluoran compound of the formula (I) is contained in the solution of the color former in the amount of 3 to 8 % by weight based on the amount of the glyceride.
- Color formers other than the fluoran compound of the formula (I) are dissolved in the glyceride at the temperature within the above range so long as in the amount of lower than 1 weight %. For dissolving these color formers in the above amount (3 to 8 weight %), it is required to heat a mixture containing them to approx. 150°C.
- microcapsule used in the invention and containing the color former dissolved in the solvent is prepared according to the known method such as an interfacial polymerization method, an internal polymerization method, a phase separation method, an external polymerization method or a coacervation method.
- the shell material of the microcapsule water-insoluble or oil-insoluble polymers which is used in the conventional pressure sensitive material are employable.
- the shell material is preferred to be polyurethane/polyurea resin having high resistance to heat-fogging.
- the microcapsule dispersion for forming the shell of polyurethane/polyurea resin to incorporate the color former is prepared by, for example, the steps of dissolving a multi-functional isocyanate compound and a multi-functional hydroxyl compound (further UV absorbent if desired) in the solution prepared by dissolving the color former in glyceride as above, dispersing the resultant solution to a hydrophilic liquid, adding a multi-functional amine to the resultant dispersing solution, and coating the polyurethane/polyurea resin around a drop of the glyceride solution.
- the multi-functional hydroxyl compound and the multi-functional amine may be used in combination as above, or either of them may be used.
- the dispersing solution of the microcapsule prepared above is directly employed as a coating solution for forming the color former layer. Otherwise, the coating solution is prepared by adding further a binder and/or an agent for protecting a capsule to the dispersing solution.
- the resultant coating solution is coated on the support according to a known coating method and the coated layer is dried.
- the color former layer for the no-carbon-paper-type pressure sensitive recording material is formed.
- the binder include a water-soluble binder and a latex binder and examples of the agent for protecting a capsule include powders of cellulose, powders of starch and talc.
- materials of the support materials employed for the support of the conventional pressure sensitive recording material and the conventional heat sensitive recording material.
- materials of the support include a paper made of pulp, a surface treated paper, a synthetic paper made of plastic and a plastic film.
- the coated amount of the color former layer formed on the support after drying generally is in the range of 0.05 to 0.30 g/m 2 , and preferably is in the range of 0.08 to 0.20 g/m 2 .
- Examples of the developer contained in the developer layer of the no-carbon-paper-type pressure sensitive recording material include clay materials such as acid clay, activated clay, attapulgite, zeolite, bentonite and kaolin, metal salts of aromatic carboxylic acids (e.g., salicylic acid derivatives), and a phenol formaldehyde resin.
- the developer preferably is clay materials from the viewpoint of ecology.
- a coating solution for forming the above developer layer is prepared according a known method.
- the coating solution may further contain a binder.
- the binder include natural or synthetic polymers such as styrene/butadiene copolymer latex, polyvinyl acetate latex, polyacrylate latex, polyvinyl alcohol, polyacrylic acid, maleic anhydride/styrene copolymer, starch, casein, carboxymethyl cellulose and methyl cellulose.
- the developer layer is formed on the support utilizing a known coating method.
- the coated amount of the developer layer formed on the support after drying generally is in the range of 0.1 to 4.0 g/m 2 , and preferably is in the range of 0.2 to 3.0 g/m 2 .
- the no-carbon-paper-type pressure sensitive recording material according to the invention has a composition similar to a conventional one except for employing the fluoran compound of the formula (I) as color former and the glyceride as the solvent for dissolving the color former. Therefore, the no-carbon-paper-type pressure sensitive material of the invention can be prepared utilizing the known process.
- the recording materials such as the self-coloring-type pressure sensitive recording material and the heat sensitive recording material described previously, they have a composition similar to conventional one except for employing the above specific compounds as color former in the amount mentioned in claim 1 and for employing a glyceride as defined in claim 1 as the solvent for dissolving the color former which are contained in the microcapsule. Therefore, the recording materials can be prepared utilizing the known processes.
- the above coating solution for forming a color former layer was so coated as to have 4.0 g/m 2 in terms of solid content using an air-knife coater, and dried to prepare the color former sheet.
- This color former sheet scarcely gave off smell.
- a mixture of 200 g of activated clay, 20 g of sodium carbonate, 8 g of magnesium oxide, 1 g of sodium hexametaphosphate, 20 g of 20 weight % sodium hydroxide and 500 g of water was dispersed by means of a cady mill.
- 40 g (solid content) of a carboxyl-modified SBR (styrene butylene rubber) latex and 60 g of a starch aqueous solution (10 weight %) were added to prepare the coating solution " A " for forming a developer layer.
- the above coating solution " A " for forming a developer layer was so coated as to have 6.0 g/m 2 in terms of solid content using an air-knife coater, and dried to prepare the developer sheet " A " .
- the resultant color former sheet was placed on the resultant developer sheet " A " in such a manner that the color former layer and the developer layer came into contact each other.
- Load of 300 kg/cm 2 was applied to the resultant composite to form a developed image on the developer layer.
- Example 1 Procedures of Example 1 was repeated except for using the same amount of soybean oil instead of cotton seed oil to prepare the coating solution for forming a color former layer and then to prepare the color forming sheet.
- the resultant color former sheet scarcely gave off smell.
- Example 1 Using the resultant color former sheet and the developer sheet " A " prepared in the same manner as Example 1, the evaluation of the developed color density was performed in the same manner as Example 1. The result is set forth in Table 1.
- Example 1 Procedures of Example 1 was repeated except for using the same amount of corn oil instead of cotton seed oil to prepare the coating solution for forming a color former layer and then to prepare the color forming sheet.
- the resultant color former sheet scarcely gave off smell.
- Example 1 Using the resultant color former sheet and the developer sheet " A " prepared in the same manner as Example 1, the evaluation of the developed color density was performed in the same manner as Example 1. The result is set forth in Table 1.
- Example 1 Procedures of Example 1 was repeated except for using the same amount of epoxidated soybean oil instead of cotton seed oil to prepare the coating solution for forming a color former layer and then to prepare the color forming sheet.
- the resultant color former sheet scarcely gave off smell.
- Example 1 Using the resultant color former sheet and the developer sheet " A " prepared in the same manner as Example 1, the evaluation of the developed color density was performed in the same manner as Example 1. The result is set forth in Table 1.
- Example 1 Procedures of Example 1 was repeated except for using the same amount of 1,2-dilaurin instead of cotton seed oil to prepare the coating solution for forming a color former layer and then to prepare the color forming sheet.
- the resultant color former sheet scarcely gave off smell.
- Example 1 Using the resultant color former sheet and the developer sheet " A " prepared in the same manner as Example 1, the evaluation of the developed color density was performed in the same manner as Example 1. The result is set forth in Table 1.
- Example 1 Procedures of Example 1 was repeated except for using the same amount of 1-phenyl-1-xylylethane instead of cotton seed oil to prepare the coating solution for forming a color former layer and then to prepare the color forming sheet.
- the resultant color former sheet gave off a stimulative smell.
- Example 1 Using the resultant color former sheet and the developer sheet " A " prepared in the same manner as Example 1, the evaluation of the developed color density was performed in the same manner as Example 1. The result is set forth in Table 1.
- Example 1 Procedures of Example 1 was repeated except for using the oily solution prepared above instead of one of Example 1, to prepare the coating solution for forming a color former layer and then to prepare the color forming sheet.
- Example 1 Using the resultant color former sheet and the developer sheet " A " prepared in the same manner as Example 1, the evaluation of the developed color density was performed in the same manner as Example 1. The result is set forth in Table 1.
- Example 1 Procedures of Example 1 was repeated except for using the oily solution prepared above instead of one of Example 1, to prepare the coating solution for forming a color former layer and then to prepare the color forming sheet.
- Example 1 Using the resultant color former sheet and the developer sheet " A " prepared in the same manner as Example 1, the evaluation of the developed color density was performed in the same manner as Example 1. The result is set forth in Table 1.
- a vessel having the emulsion therein was cooled from the outside with stirring the emulsion to set a colloid wall deposited on the oil drop to gel.
- the temperature of the emulsion became 10°C with continuously stirring, 3.0 g of formaldehyde 37 % solution was added to the emulsion and further 40 g of 7 weight % aqueous solution of sodium salt of carboxymethylcellulose (etherification degree: 0.75) was added.
- sodium hydroxide 10 weight % aqueous solution was dropwise added to the emulsion till the pH became 10, and the vessel having the emulsion therein was heated from the outside to raise its temperature to 40°C.
- the emulsion was kept at this temperature for 1 hour to prepare a capsule solution containing the color former.
- the coating solution for forming a color former layer which contains the microcapsule containing the color former was prepared.
- the above coating solution for forming the color former layer was so coated as to have 4.5 g/m 2 in terms of solid content using an air-knife coater, and was dried to prepare the color former sheet.
- This color former sheet scarcely gave off smell.
- a mixture of 120 g of calcium carbonate, 20 g of zinc oxide, 5 g of zinc 3,5-bis( ⁇ -methylbenzyl)salicylate, 1 g of sodium hexametaphosphate and 200 g of water was subjected to atomization treatment using a sand mill to prepare a dispersing solution.
- the above coating solution " B " for forming a developer layer was so coated as to have 4.5 g/m 2 in terms of solid content using an air-knife coater, and dried to prepare the developer sheet " B " .
- the obtained color former sheet was placed on the resultant developer sheet " B " in such a manner that the color former layer and the developer layer came into contact.
- the evaluation of the developed color density was performed in the same manner as that of Example 1. The result is set forth in Table 1.
- Example 6 Procedures of Example 6 was repeated except for using the same amount of monoisopropylbiphenyl instead of rapeseed oil to prepare the coating solution for forming a color former layer and then to prepare the color forming sheet.
- the resultant color former sheet gave off a stimulative smell.
- Example 6 Using the resultant color former sheet and the developer sheet " B " prepared in the same manner as Example 6, the evaluation of the developed color density was performed in the same manner as Example 1. The result is set forth in Table 1.
- any recording materials prepared in the Examples scarcely gave off smell. Further, these materials showed the color images of high color densities with combination of the developer sheets.
- the recording materials of Comparison Examples 1 and 4 which used materials other than glyceride as a solvent gave off a stimulative smell to give unpleasant feeling to users, although they showed the color images of high color densities similar to those of Examples.
- the color formers were little dissolved or were insoluble in the triglyceride and therefore the use of them did not result in formation of capsule, or merely resulted in formation of capsule which gave the color image of an extremely low density on the developer sheet.
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- Heat Sensitive Colour Forming Recording (AREA)
Claims (17)
- Matériau d'enregistrement qui comprend un support, des microcapsules contenant un copulant chromogène donneur d'électrons dissous dans un solvant, et un révélateur accepteur d'électrons, le copulant chromogène et le révélateur étant fournis sur le support ;
caractérisé en ce que le solvant comprend un glycéride, et le copulant chromogène donneur d'électrons comprend un fluoranne de formule (I) : dans laquelle R1 représente un groupe alkyle ayant de 1 à 4 atomes de carbone, R2 représente un groupe alkyle ramifié ayant de 4 à 12 atomes de carbone ou un groupe tétrahydrofurfuryle, et chacun des radicaux R3 et R4 représente indépendamment de l'autre un atome d'hydrogène, un atome d'halogène ou un groupe méthyle, à la condition que R1 soit différent de R2, le fluoranne de formule (I) étant dissous dans le glycéride en une quantité de 3 à 8 % en poids par rapport à la quantité du glycéride, à la condition que le glycéride ne soit pas une huile d'origine animale. - Matériau d'enregistrement selon la revendication 1, caractérisé en ce que R1 représente le groupe méthyle, éthyle, n-propyle ou isopropyle, R2 représente le groupe isobutyle, sec-butyle, isopentyle, isohexyle, 2-méthylhexyle, 2-éthylhexyle, 2-éthyldécyle et tétrahydrofurfuryle, et chacun des radicaux R3 et R4 représente indépendamment de l'autre un atome d'hydrogène ou de chlore, ou le groupe méthyle.
- Matériau d'enregistrement selon la revendication 1 ou 2, caractérisé en ce que le solvant est une huile végétale, une huile durcie ou une huile époxydée.
- Matériau d'enregistrement selon la revendication 3, caractérisé en ce que l'huile végétale est au moins une huile choisie dans l'ensemble constitué de l'huile de soja, de l'huile de sésame, de l'huile de maïs, de l'huile de colza, de l'huile de graine de coton, de l'huile d'olive, de l'huile d'arachide, de l'huile de ricin, de l'huile de palme, de l'huile de copra, de l'huile de tournesol, de l'huile de camellia, et de l'huile de palmiste.
- Matériau d'enregistrement selon l'une quelconque des revendications précédentes, caractérisé en ce que le solvant est essentiellement constitué d'un triglycéride.
- Matériau d'enregistrement selon l'une quelconque des revendications précédentes, caractérisé en ce que l'on obtient les microcapsules en dissolvant le copulant chromogène donneur d'électrons dans le glycéride à une température de 80 à 100°C, et en encapsulant la solution obtenue.
- Matériau d'enregistrement selon l'une quelconque des revendications précédentes, caractérisé en ce que le révélateur comprend des matériaux à base d'argile.
- Matériau d'enregistrement sensible à la pression, qui possède tant une couche de copulant chromogène comprenant des microcapsules pouvant se rompre sous l'effet d'une pression, qui contiennent un copulant chromogène donneur d'électrons dissous dans un solvant, qu'une couche d'un révélateur comprenant un révélateur accepteur d'électrons,
caractérisé en ce que le solvant comprend un glycéride et le copulant chromogène donneur d'électrons comprend un fluoranne de formule (I) selon la revendication 1, le fluoranne de formule (I) étant contenu dans le glycéride en une quantité de 3 à 8 % en poids par rapport au poids du glycéride, à la condition que le glycéride ne soit pas une huile d'origine animale. - Matériau d'enregistrement sensible à la pression selon la revendication 8, caractérisé en ce que R1 représente le groupe méthyle, éthyle, n-propyle ou isopropyle, R2 représente le groupe isobutyle, sec-butyle, isopentyle, isohexyle, 2-méthylhexyle, 2-éthylhexyle, 2-éthyldécyle et tétrahydrofurfuryle, et chacun des radicaux R3 et R4 représente indépendamment de l'autre un atome d'hydrogène ou de chlore, ou le groupe méthyle.
- Matériau d'enregistrement sensible à la pression selon la revendication 8 ou 9, caractérisé en ce que le solvant est une huile végétale, une huile durcie ou une huile époxydée.
- Matériau d'enregistrement sensible à la pression selon la revendication 10, caractérisé en ce que l'huile végétale est au moins une huile choisie dans l'ensemble constitué de l'huile de soja, de l'huile de sésame, de l'huile de maïs, de l'huile de colza, de l'huile de graine de coton, de l'huile d'olive, de l'huile d'arachide, de l'huile de ricin, de l'huile de palme, de l'huile de copra, de l'huile de tournesol, de l'huile de camellia, et de l'huile de palmiste.
- Matériau d'enregistrement sensible à la pression selon l'une quelconque des revendications 8 à 11, caractérisé en ce que le solvant est essentiellement constitué d'un triglycéride.
- Matériau d'enregistrement sensible à la pression selon l'une quelconque des revendications 8 à 12, caractérisé en ce que l'on obtient les microcapsules en dissolvant le copulant chromogène donneur d'électron dans le glycéride a une température de 80 à 100°C, et en encapsulant la solution obtenue.
- Matériau d'enregistrement sensible à la pression selon l'une quelconque des revendications 8 à 13, caractérisé en ce que le révélateur comprend des matériaux à base d'argile.
- Matériau d'enregistrement sensible à la pression, qui comprend un papier supérieur, comprenant une feuille de papier comportant une couche d'un copulant chromogène disposée sur la feuille de papier, et un papier inférieur comprenant une feuille de papier avec une couche de révélateur disposée sur la feuille de papier, ladite couche de copulant chromogène comprenant des microcapsules pouvant se rompre sous l'effet d'une pression, qui contiennent un copulant chromogène donneur d'électrons dissous dans un solvant, et ladite couche de révélateur comprenant un accepteur d'électrons, caractérisé en ce que le solvant comprend un glycéride et le copulant chromogène donneur d'électrons comprend un fluoranne de formule (I) selon la revendication 1, le fluoranne de formule (I) étant contenu dans le glycéride en une quantité de 3 à 8 % en poids par rapport au poids du glycéride, à la condition que le glycéride ne soit pas une huile d'origine animale.
- Matériau d'enregistrement sensible à la pression selon la revendication 15, caractérisé en ce que le matériau comprend en outre au moins un papier intermédiaire qui possède une feuille de papier, une couche de copulant chromogène disposée sur une face de la feuille de papier et une couche de révélateur sur l'autre face de la feuille de papier, entre le papier supérieur et le papier inférieur.
- Matériau d'enregistrement selon l'une quelconque des revendications précédentes, dans lequel le solvant comprend le glycéride et un solvant choisi dans l'ensemble comprenant le kérosène, la paraffine, les huiles naphthéniques, le biphényle alkylé, le terphényle alkylé, la paraffine chlorée, le napthalène alkylé, les diarylalcanes et des phtalates, en une quantité non supérieure à 30 % en poids du glycéride.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP15613293 | 1993-06-01 | ||
JP15613293A JP3172332B2 (ja) | 1993-06-01 | 1993-06-01 | 記録材料 |
JP156132/93 | 1993-06-01 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0629511A2 EP0629511A2 (fr) | 1994-12-21 |
EP0629511A3 EP0629511A3 (fr) | 1996-01-10 |
EP0629511B1 true EP0629511B1 (fr) | 1999-12-01 |
Family
ID=15621028
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP94303938A Revoked EP0629511B1 (fr) | 1993-06-01 | 1994-06-01 | Matériau d'enregistrement |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP0629511B1 (fr) |
JP (1) | JP3172332B2 (fr) |
ES (1) | ES2142376T3 (fr) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH08169179A (ja) * | 1994-12-19 | 1996-07-02 | Fuji Photo Film Co Ltd | 記録材料 |
JP3746350B2 (ja) * | 1996-04-26 | 2006-02-15 | 三菱製紙株式会社 | ノーカーボン感圧複写紙 |
DE19748053C2 (de) * | 1997-10-30 | 2000-01-20 | Henkel Kgaa | Verwendung von alkoxylierten Triglyceriden und Verfahren zur Herstellung von Durchschreibpapier |
EP1564019B1 (fr) * | 2004-02-17 | 2007-08-15 | Sensient Imaging Technologies S.A. | Feuille à copier et méthode pour créer ou augmenter la qualité de copie d'une feuille à copier |
EP2919998B1 (fr) * | 2012-11-14 | 2019-12-25 | Active Device Development Limited | Matériaux de formation de couleur |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5090409A (fr) * | 1973-12-12 | 1975-07-19 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6054884A (ja) * | 1983-09-05 | 1985-03-29 | Fuji Photo Film Co Ltd | 記録材料 |
EP0176161A1 (fr) * | 1984-08-24 | 1986-04-02 | Taoka Chemical Co., Ltd | Composés de fluorane, leur production et leur utilisation |
JPH0741742B2 (ja) * | 1987-10-02 | 1995-05-10 | 富士写真フイルム株式会社 | 感熱記録材料 |
JP2632004B2 (ja) * | 1988-06-15 | 1997-07-16 | 富士写真フイルム株式会社 | 感圧記録シート用マイクロカプセルの製造法 |
GB9113086D0 (en) * | 1991-06-18 | 1991-08-07 | Wiggins Teape Group Ltd | Solvent compositions for use in pressure-sensitive copying paper |
-
1993
- 1993-06-01 JP JP15613293A patent/JP3172332B2/ja not_active Expired - Lifetime
-
1994
- 1994-06-01 ES ES94303938T patent/ES2142376T3/es not_active Expired - Lifetime
- 1994-06-01 EP EP94303938A patent/EP0629511B1/fr not_active Revoked
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5090409A (fr) * | 1973-12-12 | 1975-07-19 |
Also Published As
Publication number | Publication date |
---|---|
EP0629511A2 (fr) | 1994-12-21 |
JPH06340169A (ja) | 1994-12-13 |
EP0629511A3 (fr) | 1996-01-10 |
JP3172332B2 (ja) | 2001-06-04 |
ES2142376T3 (es) | 2000-04-16 |
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