US3535139A - Pressure-sensitive copying papers - Google Patents

Pressure-sensitive copying papers Download PDF

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Publication number
US3535139A
US3535139A US682787A US3535139DA US3535139A US 3535139 A US3535139 A US 3535139A US 682787 A US682787 A US 682787A US 3535139D A US3535139D A US 3535139DA US 3535139 A US3535139 A US 3535139A
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United States
Prior art keywords
colour
paper
formers
pressure
capsules
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Expired - Lifetime
Application number
US682787A
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English (en)
Inventor
Akio Watanabe
Masayoshi Imai
Yasuzo Murata
Hiroshi Hyodo
Takayuki Maruya
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Pilot Corp
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Pilot Pen Co Ltd
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Publication date
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Publication of US3535139A publication Critical patent/US3535139A/en
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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
    • B41M5/1363—Leuco dyes forming a complex with a metal cation
    • 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
    • B41M5/155—Colour-developing components, e.g. acidic compounds; Additives or binders therefor; Layers containing such colour-developing components, additives or binders
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
    • Y10T428/2984—Microcapsule with fluid core [includes liposome]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
    • Y10T428/2984—Microcapsule with fluid core [includes liposome]
    • Y10T428/2985—Solid-walled microcapsule from synthetic polymer
    • Y10T428/2987—Addition polymer from unsaturated monomers only

Definitions

  • This invention relates to a pressure-sensitive copying paper capable of forming one or more copies by means of a writing instrument or a typewriter, and more pertainularly to a pressure-sensitive copying paper wherein two types of colour formers are used which react with each other to form black colour and either one of the colour formers is in the form of a solution and contained in minute capsules which are ruptured when subjected to pressure, whereby the copying paper is not coloured at all in the absence of pressure, but the capsules are ruptured when subjected to pressure to form pure black colour at portions subjected to pressure.
  • a known pressure sensitive copying of the type referred to above is a colourless capsule type copying paper comprising a first base paper having on one side thereof a transfer coating including numerous minute capsules which are ruptured when subjected to pressure, each capsule containing a colourless solution of a first colour former consisting of a leuco compound such as crystal violet lactone, benzoyl leuco methylene blue and the like; and a second base paper having on one side thereof a receptive coating including a second colour former consisting of an inorganic clay such as activated clay, bentonite, attupulgite and the like, said first and second base papers being superposed one upon the other with the transfer and receptive coatings facing each other, whereby upon application of local pressure and rupture of capsules in localized areas, said two types of colour formers contact each other to produce coloured marks, thus producing a copy. It is also known to use various leuco compounds which form colour upon contact with clay for these copying papers. Various methods of manufacturing minute capsules which are
  • a still further object of this invention is to provide a new and improved capsule type copying paper which can obviate various disadvantages of prior copying papers and can provide black coloured clear copies which can be used as the originals in photosensitive or temperaturesensitive copying machines.
  • a more specific object of this invention is to provide a novel capsule type copying paper which can provide one or more copies having marks of real black colour which do not fade with time, have a high concentration, and are durable with respect to daylight and chemicals, so that copies produced therefrom can be used as originals in photosensitive or temperature-sensitive copying machines to form clear duplicates.
  • prior copying papers utilizing combinations of previously known colour formers could not provide copies of holographs of black colour, we have found that a greatly improved copying paper can be obtained by utilizing a combination of novel colour formers.
  • novel copying paper according to the invention is characterized in that it utilizes a combination of colour formers radically different from the known combinations of colour formers consisting of colourless derivatives of basic dyes of the leuco type and clay utilized in conventional copying papers.
  • FIG. 1 shows a section of a portion of a copying paper embodying this invention.
  • FIG. 2 shows a section of a modified embodiment of this invention.
  • the pressure-sensitive copying paper of this invention illustrated in FIG. 1 consists of two sheets of base papers.
  • One of them is a first base paper 1 having on one side thereof a transfer coating 2 including numerous minute pressure-rupturable capsules 3 each containing a solution of a first colour former which is colourless or only slightly coloured and which reacts with a second colour former to form dark black colour.
  • the other base paper is a second base paper 4 having on one side thereof a receptive coating 5 containing a second colour former which is colourless or only slightly coloured.
  • the first base paper 1 is superposed upon the second base paper 4 with transfer and receptive coatings 2 and 5 contacting each other.
  • capsules 3 subjected to said localized pressures are ruptured to release the first colour former solution contained therein.
  • the released first colour former reacts with the second colour former contained in the receptive coating 5 to produce dark colour marks which are durable, do not fade, and undergo no colour change.
  • the novel copying paper is illustrated as comprising only two base papers to form one copy, and the modification shown in FIG. 2 comprises three base papers for forming two copies at a time.
  • the modification shown in FIG. 2 comprises three base papers for forming two copies at a time.
  • a third base paper 6 having a receptive coating 5 on the upper side and a transfer coating 2,, containing numerous capsules on the lower side.
  • more than two sheets of said third base paper 6 are sandwiched between base papers 1 and 4, more than three copies can be formed simultaneously.
  • the novel capsule type copying paper utilizes a new combination of two types of colour formers which have never been known in the art.
  • the other of the colour formers is a substance selected from the group consisting of iron compounds and vanadium compounds, said substance eifecting colour forming reaction when contacted with the first mentioned colour former consisting of a polyhydric phenol derivative.
  • polyhydric phenol having the atomic group COOC ,H (11:2-18) employed as one of the colour formers in this invention are as follows:
  • iron compounds employed as the other colour former include iron oleate, iron stearate, iron caprylate, iron naphthenate, ferric chloride, and ferrous sulfate.
  • vanadium compounds similarly employed as the other colour former include vanadium naphthenate, vanadium caprylate, vanadium oleate, vanadium stearate, sodium metavanadate, and vanadyl sulfate.
  • the two types of colour formers react with each other to produce dark black marks of a chelated compound having the above described desirable properties.
  • Another feature of the pair of colour formers employed in this invention is that one of the colour formers is substantially insoluble in water but soluble in oil or is dispersible in oil.
  • one of the colour formers is substantially insoluble in water but soluble in oil or is dispersible in oil.
  • a combination of ammonium metavanadate and gallic acid or of ferric sulfate and tannic acid and other combinations form black colour in aqueous solution.
  • these colour formers are used in copying papers, as both of them are soluble in Water, the resistances to water and chemicals of the copying papers are low. In addition, copies obtained therefrom are not durable.
  • the polyhydric phenol having the atomic group or SO C H is essentially insoluble or scarcely soluble in water, and is soluble or dispersible in nonvolatile hydrophobic liquids, so that it can react with an iron compound or a vanadium compound in the absence of water to form black colour of sufliciently high concentration.
  • the polyhydric phenol derivatives can be used as the colour formers in the capsule type copying papers mainly due to their hydrophobic property.
  • a solution of a colourless colour former prepared by dissolving it in a non-volatile oily liquid is contained in capsules.
  • the colour former employed in this invention can be encapsulated by any one of many known methods of encapsulating non-volatile oily liquids.
  • a nonvolatile oily liquid to be encapsulated is emulsified in an aqueous solution of gelatin, and then the gelatin solution is diluted or its pH is adjusted to cause it to coacervate, thus forming walls of capsules.
  • the colour former employed in this invention may be encapsulated by forming walls of capsules either by the polymerization of a monomer in the presence of a catalyst or by an inter-surface reaction.
  • the method of encapsulation should be selected in accordance with the conditions required for a particular copying paper. Both two colour formers employed in this invention may be encapsulated.
  • the novel copying papers are classified in the following types dependent upon which one of the colour formers is encapsulated.
  • a non-volatile liquid solution of the colour former selected from the group consisting of iron compounds and vanadium compounds is encapsulated.
  • This invention is characterized in that either one or both of two colour formers are insoluble or scarcely soluble in water. Consequently, in addition to an iron compound or vanadium compound insoluble to water, an iron compound or vanadium compound soluble in water may be used in combination with a polyhydric phenol having the atomic group COOC H or which is insoluble or scarcely soluble in water to provide durable black coloured copies of holographs with the same desirable properties.
  • water insoluble iron compounds or vanadium compounds of naphthenic acid, caprylic acid, stearic acid, oleic acid as well as water soluble ferric chloride, ferrous sulfate, sodium metavanadate, vanadyl sulfate or like metal compound may be used in combination with the polyhydric phenol having the atomic group COOC H2 01' SO3C H +1
  • the novel copying paper comprises a first base paper having on one side thereof a transfer coating including numerous minute pressure rupturable capsules, each containing an aqueous solution of a first colour former consisting of an iron compound or a vanadium compound together with a substance which prevents water from evaporating, and which is selected from the group consisting of calcium chloride, sodium bromide, potassium bromide, magnesium chloride, aluminum chloride, lithium nitrate, potassium carbonate, sodium hydroxide, glycerine, ethylene glycol, polyethylene glycol, sorbitol and the like,
  • the copy of the holograph produced from this copying paper is comprised by a compound produced by the reaction between the water insoluble polyhydric phenol having the atomic group or -SO C,,H (11 2-18) and a metal compound, it is extremely durable.
  • the invention can be modified in various ways.
  • a substance or substances may be added to one or both of the colour formers in order to add various characteristics to the novel copying paper. It is intended that all such modifications are included in the scope of this invention.
  • colour formers consisting of a known colour former of a colourless derivative of a basic dye of the leuco type such as crystal violet lactone, benzoyl leuco methylene blue or the like and the other colour former consisting of clay that forms a colour when placed in contact with said colour former may be used together with a pair of colour formers according to this invention.
  • this invention includes the following two types as its variations.
  • the other type of the pressure sensitive copying paper comprises a first base paper having on one side thereof a transfer coating including numerous minute pressurerupturable capsules, each containing a non-volatile hydrophobic liquid solution of a mixture of first and second colour formers, said first colour former being se lected from the group consisting of iron compounds and vanadium compounds which are soluble in hydrophobic liquid, and which cause colour forming reaction when placed in contact with a polyhydric phenol derivative selected from the group consisting of polyhydric phenols having the atomic group COOC,,H (12:2-18) and polyhydric phenols having the atomic group (n:2l8), and said second colour former consisting of a colourless leuco compound which causes a colour change when placed in contact with an inorganic substance selected from the group consisting of attapulgite, zeolite, halloysite, bentonite, kaolinite, activated clay, colloidal silica, and aluminosilicate; and a second base paper having on one side
  • These sulfur compounds act to prevent a portion of the polyhydric phenol derivative from being gradually oxidized by the oxygen in air, thus colouring the surface of the copying paper to a pale yellowish brown without decreasing the copying ability of the copying paper.
  • Gradual oxidation of the polyhydric phenol derivative results in a decrease in the concentration of the copied holograph, but a suitable quality of said sulfur compound prevents such phenomenon, thus assuring the production of copying papers which do not degrade.
  • a mixture of the polyhydric phenol derivative and sulfur compound may be used for the novel copying paper, directly or after encapsulation.
  • capsules containing the polyhydric phenol derivative may be mixed with a sulfur compound.
  • the speed of colour forming of receptive surface which forms black colour upon contact with the liquid contained in capsules is very slow, and, in addition, the concentration is low where the colour former is merely applied thereto. Accordingly in order to improve the colour forming speed and concentration of copying papers required to have higher copying capability, it is advantageous to incorporate a white inorganic powder which will absorb the liquid contained in the capsules, such as a powder of silicon oxide, calcium carbonate, titanium oxide, zinc oxide, barium sulfate, magnesium carbonate, and the like into the receptive coating together with the colour former. While these white powders do not directly participate in the colour forming reaction they absorb the liquid contained in the capsules to accelerate the colour forming reaction on the surface of the powder thus providing a clear copy having high concentration. In addition, where the colour former employed in this invention is slightly coloured, the white powder improves the whiteness of the surface of copying paper.
  • any one of many well known bonding agents may be used including water soluble binder such as gelatin, dextrin, etc., emulsions of a synthetic resin such as polyvinyl acetate, acrylic resin, etc., a volatile organic solvent solution of polyvinyl acetate, vinyl chloride-vinyl acetate copolymer, and the like.
  • EXAMPLE 1 12 g. of vanadium naphthenate was dissolved in 150 g. of dibutyl phthalate, and 20 g. of the initial polymerization product of epoxy resin was added to the solution to obtain a homogeneous solution.
  • This solution was homogeneously emulsified in 600 g. of a 10% aqueous solution of gelatin containing 8 g. of diethylene triamine and the resulted emulsion was heated to a temperature of C. for 8 hours under agitation to form capsules containing a solution of vanadium naphthenate and dibutyl phthalate.
  • the resulting paper was designated as paper A. lFurther, 200 g. of dodecyl-3,4,5-trihydroxy benzoate, 60 g. of polyvinyl acetate emulsion, and 800 g. of water were mixed. The mixture was uniformly dissolved and dispersed and then applied to another base paper by a suitable coating machine so that a dry content of 6 g./m. could be obtained.
  • the paper thus prepared was designated as paper B.
  • the paper A was superposed upon paper B with their coated surfaces contacting each other.
  • handwriting was made on the top of paper A, a durably black colour copy of the holograph was obtained.
  • EXAMPLE 2 8 g. of iron stearate, 1 g. of crystal violet lactone, I g. of benzoyl leuco methylene blue, and 1 g. of Apo rhodamine were dissolved and dispersed in g. of diphenyl chloride, and then the solution was emulsified in an aqueous solution consisting of 320 g. of water, 20 g. of gum arabic, and 20 g. of gelatin. 500 g.
  • the coated paper was designated as paper A.
  • Paper A was superposed upon paper B with the thinly coated surfaces in contact with each other. Upon writing on the top of paper A, a durable black coloured copy of the holograph was obtained.
  • the 2-mercaptoirnidazoline utilized in this example may be omitted where the completed copying paper is not required to be stored over a long period.
  • EXAMPLE 3 8 g. of 1,2-dihydroxy benzene-3,5-disulfonic acid-dipropyl ester, 1 g. of mercapto benzothiazole, 1 g. of crystal violet lactone, 1 g. of benzoyl leuco methylene blue, and 1 g. of Apo rhodamine were dissolved and dispersed in 80 g. of diphenyl chloride, and the mixture was emulsified in an aqueous solution in 320 g. of Water of 20 g. of gum arabic and 20 g. of gelatin dissolved therein. 50 g.
  • paper A 150 g. of bentonite, 50 g. of iron stearate and 1 kg. of a 5% aqueous solution of polyvinyl alcohol were uniformly dissolved and dispersed, and the mixture was uniformly applied onto one side of another base paper by means a suitable coating machine to obtain a dry content of 6 g./m.
  • the resulting paper was designated as paper B.
  • the mercaptobenzothiazole may be omitted.
  • EXAMPLE 4 8 g. of 2,3-dihydroxy naphthalene-S-carboxylic acid dodecyl ester and 1 g. of mercaptobenzothiazole were dissolved and dispersed in g. of diphenyl chloride. The mixture was then emulsified in an aqueous solution in 320 g. of water of 20 g. of gum arabic and 20 g. of gelatin dissolved therein. 500 g. of water was added to the emulsion, and the pH thereof was adjusted to 4.5 by using a 10% aqueous solution of acetic acid to cause coacervation, thus forming thin walls around small particles of diphenyl chloride containing said colour formers dissolved therein.
  • Paper A was superposed upon paper B with their coated surfaces in contact with each other. Upon writing on the top of paper A, a durable black coloured copy of the holograph was obtained.
  • EXAMPLE 5 10 g. of vanadium caprylate, 8 g. of styrene monomer, 2 g. of divinyl benzene monomer, and 0.003 g. of benzoylperoxide were dissolved and dispersed in 140 g. of diphenyl chloride, and the mixture was maintained at a temperature of C. for 8 minutes to initiate polymerization. Then the mixture was emulsified in 182 g. of 11% aqueous solution of gelatin. The emulsion was in corporated into a solution in 1,220 g. of water of 0.12 g. of potassium persulfate and 20 g. of gum arabic.
  • the coated paper was designated as paper B.
  • Paper A was superposed upon paper B with their coated surfaces in contact with each other. Upon writing on the top of paper A, a durable black coloured copy of the holograph was obtained.
  • EXAMPLE 6 4 g. of ammonium metavanadate was dissolved in g. of a 67% aqueous solution of glycerine. Further, 15 g. of bisphenol A and 30 g. of sodium hydroxide were incorporated into the solution to obtain a homogenous solution. The solution was then emulsified in 250 g. of toluene, and 200 g. of a toluene solution containing 14 g. of terephthaloyl chloride was added dropwisely to the emulsion while it was stirred. After stirring of about 5 hours, capsules were formed containing an aqueous solution of glycerine containing ammonium metavanadate. After the capsules were separated, 300 g.
  • the treated paper was designated as paper A.
  • the treated paper was designated as paper B.
  • Paper A was superposed on paper B with their coated surfaces in contact with each other. Upon writing on the top of paper A, a durable black coloured copy of the holograph was obtained.
  • a vanadium compound may be substituted for a portion or the whole of the iron compound in Examples 2 and 3 wherein only an iron compound is used.
  • a portion or the whole of the vanadium compound utilized in Examples 1, 5, and 6 may be substituted by an iron compound.
  • Example 4 where both iron compound and vanadium compound are used they can be substituted by either an iron compound or a vanadium compound.
  • Copied holographs obtained by using copying papers prepared according to various embodiments of the invent1on manifest a clear durable dark black colour which does not fade, change colour, and is resistant to water and chemicals. Accordingly, these copies can be used as orlginals to obtain clear replicas in a diazo photosensitive copying machine, a temperature-sensitive copying machine, or the like.
  • the transfer coating includes a sulphur compound selected from the group consisting of thiourea, Z-mercapto-imidazoline, mercapto-benzimidazole, and mercaptobenzothiazole.
  • the solution in the capsules contains a sulphur compound selected from the group consisting of thiourea, Z-mercapto-imidazoline, mercapto benzimidazole, and mercapto-benzothiazole.
  • the receptive coating includes a white fine powder of a compound selected from the group consisting of silicon oxide, calcium carbonate, titanium oxide, zinc oxide, barium sulfate, and magnesium carbonate.
  • the transfer coating includes a sulphur compound selected from the group consisting of thiourea, Z-mercapto-imidazoline, mercapto benzimidazole and mercapto-benzothiazole in addition to said numerous capsules containing a solution of the first colour former
  • the receptive coating includes a white fine powder of a compound selected from the group consisting of silicon oxide, calcium carbonate, titanium oxide, zinc oxide, barium sulfate, and magnesium carbonate in addition to the second colour former.
  • the solution in the capsules contains a sulphur compound selected from the group consisting of thiourea, Z-mercapto imidazoline, mercapto-benzimidazole, and mercapto-benzothiazole in addition to the first colour former
  • the receptive coating includes a white fine powder of a compound selected from the group consisting of silicon oxide, calcium carbonate titanium oxide, zinc oxide, barium sulfate, and magnesium carbonate in addition to the second colour former.
  • the receptive coating includes a sulphur compound selected from the group consisting of thiourea, Z-mercapto-imidazoline, mercapto-benzimidazole, and mercapto-benzothiazole.
  • the receptive coating includes a white fine powder of a compound selected from the group consisting of silicon oxide, calcium carbonate, titanium oxide, zinc oxide, barium sulfate, and magnesium carbonate.
  • the receptive coating includes a sulphur compound selected from the group consisting of thiourea, Z-mercapto-imidazoline, mercapto-benzimidazole and mercapto-benzethiazole and a white fine powder of a compound selected from the group consisting of silicon oxide, calcium carbonate, titanium oxide, zinc oxide, barium sulfate, and magnesium carbonate.
  • the solution in the capsule contains a sulphur compound selected from the group consisting of thiourea, 2-mercapto-imidazoline, mercapto benzimid azole, and mercapto-benzothiazole.
  • the receptive coating includes a sulphur compound selected from the group consisting of thiourea, Z-mercapto imidazoline, mercapto-benzimidazole, and mercapto benzothiazole.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Color Printing (AREA)
  • Manufacturing Of Micro-Capsules (AREA)
US682787A 1966-11-17 1967-11-14 Pressure-sensitive copying papers Expired - Lifetime US3535139A (en)

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JP7521866 1966-11-17

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3864146A (en) * 1971-06-16 1975-02-04 Kanzaki Paper Mfg Co Ltd Sensitized record sheet material
US3912831A (en) * 1970-10-24 1975-10-14 Masao Kan Recording material
DE2612036A1 (de) * 1975-03-24 1976-10-14 Moore Business Forms Inc Kohlefreies mehrfach-kopierblattsystem
US4062567A (en) * 1974-05-03 1977-12-13 Moore Business Forms, Inc. Dual system carbonless paper
US5053277A (en) * 1987-02-18 1991-10-01 Vassiliades Anthony E Microcapsules and their production
US5178949A (en) * 1989-03-27 1993-01-12 Jujo Paper Co., Ltd. Color-former

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5545532B2 (de) * 1972-02-03 1980-11-18
USRE30116E (en) * 1975-03-24 1979-10-16 Moore Business Forms, Inc. Carbonless manifold business forms
JPS51127815A (en) * 1975-04-28 1976-11-08 Ncr Co Recording materials sensitive to pressure
JPS5637189A (en) * 1979-09-05 1981-04-10 Oji Paper Co Ltd Tinting paper for pressure sensitive recording

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3223546A (en) * 1962-01-17 1965-12-14 Minerals & Chem Philipp Corp Color-reactable inorganic adsorbent pigment and coating composition containing the same
US3287154A (en) * 1963-04-24 1966-11-22 Polaroid Corp Pressure responsive record materials
US3389007A (en) * 1962-07-20 1968-06-18 Oda Ryohei Record transfer sheet material, method of making and composition
US3432327A (en) * 1964-03-13 1969-03-11 Pilot Pen Co Ltd Pressure sensitive copying sheet and the production thereof
US3447945A (en) * 1966-04-09 1969-06-03 Fuji Photo Film Co Ltd Process for the preparation of pressure-sensitive copying papers
US3451338A (en) * 1964-05-11 1969-06-24 Ncr Co Thermographic recording system
US3455721A (en) * 1964-12-21 1969-07-15 Ncr Co Color sensitized record material comprising phenolic resin and acid type mineral

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3223546A (en) * 1962-01-17 1965-12-14 Minerals & Chem Philipp Corp Color-reactable inorganic adsorbent pigment and coating composition containing the same
US3389007A (en) * 1962-07-20 1968-06-18 Oda Ryohei Record transfer sheet material, method of making and composition
US3287154A (en) * 1963-04-24 1966-11-22 Polaroid Corp Pressure responsive record materials
US3432327A (en) * 1964-03-13 1969-03-11 Pilot Pen Co Ltd Pressure sensitive copying sheet and the production thereof
US3451338A (en) * 1964-05-11 1969-06-24 Ncr Co Thermographic recording system
US3455721A (en) * 1964-12-21 1969-07-15 Ncr Co Color sensitized record material comprising phenolic resin and acid type mineral
US3447945A (en) * 1966-04-09 1969-06-03 Fuji Photo Film Co Ltd Process for the preparation of pressure-sensitive copying papers

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3912831A (en) * 1970-10-24 1975-10-14 Masao Kan Recording material
US3864146A (en) * 1971-06-16 1975-02-04 Kanzaki Paper Mfg Co Ltd Sensitized record sheet material
US4062567A (en) * 1974-05-03 1977-12-13 Moore Business Forms, Inc. Dual system carbonless paper
DE2612036A1 (de) * 1975-03-24 1976-10-14 Moore Business Forms Inc Kohlefreies mehrfach-kopierblattsystem
US4036511A (en) * 1975-03-24 1977-07-19 Moore Business Forms, Inc. Carbonless manifold business forms
USRE30041E (en) * 1975-03-24 1979-07-03 Moore Business Forms, Inc. Carbonless manifold business forms
US5053277A (en) * 1987-02-18 1991-10-01 Vassiliades Anthony E Microcapsules and their production
US5178949A (en) * 1989-03-27 1993-01-12 Jujo Paper Co., Ltd. Color-former

Also Published As

Publication number Publication date
DE1671642A1 (de) 1971-10-07
DE1671642B2 (de) 1974-02-07
GB1213142A (en) 1970-11-18
DE1796343B2 (de) 1975-05-22
DE1796343A1 (de) 1974-07-04

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