Classifications

• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
  • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
  • C07D493/10—Spiro-condensed systems
• • 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
• • 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
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S428/00—Stock material or miscellaneous articles
  • Y10S428/914—Transfer or decalcomania
• • 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
  • Y10T428/31504—Composite [nonstructural laminate]
  • Y10T428/31844—Of natural gum, rosin, natural oil or lac
  • Y10T428/31848—Next to cellulosic

Definitions

• R and R each represents an alkyl group having less than 5 carbon atoms and R and R each represents a member selected from the group consisting of a hydrogen atom, a benzyl group and an alkyl group having less than 5 carbon atoms.
• This invention relates to a pressure sensitive copying paper, and more particularly, it is concerned with a pressure sensitive copying paper containing a fluoran derivative as a color former.
• the ordinary pressure sensitive copying paper consists of an upper sheet coated with an electron donating, colorless organic compound which will be referred to as color former in such a form that it is dissolved in an oil and enveloped in fine capsules, and an under sheet coated with an electron accepting, solid acid by the use of a suitable binder.
• the sheets are superposed in such a manner that the coating surfaces are faced.
• the capsules in the pressed part are ruptured and the colorless color former is adsorbed on the solid acid, followed by color forming.
• Other pressure-sensitive copying paper has been proposed in which an intermediate sheet carrying a color former on the back side and a solid acid on the right side is held between an upper sheet and an under sheet.
• clays such as acid clay, active clay, bentonite, attapulgite, zeolite, kaolin, organic acids, and phenols.
• Rhodamine Lactone As an electron donating color former are known Rhodamine Lactone, Rhodamine Anilinolactam, Crystal Violet Lactone, Malachite Green Lactone and Benzoyl Leucomethylene Blue.
• Rhodamine Lactone has the defect that a red-color fog is rapidly formed with the passage of time due to its instability
• Rhodamine Anilinolactam has the defect that it requires several minutes until a partially pressed part be completely colored in red although it is stable
• Crystal Violet Lactone has the defect that a pressed and color-formed part be rapidly faded with moisture or sunlight although it is rapidly colorformed in violet-blue
• Malachite Green Lactone has a defect that, although it is color-formed in blue, it requires about 2 minutes until color-formed completely, the color density is relatively low and the light resistance is weak
• Benzoyl Leucomethylene Blue is color formed in blue-green and excellent in the water and light resistance, but its color forming speed is very slow (longer than about 1 hour).
• the feature of the invention consists in a pressure sensitive copying paper in which a fluoran derivative represented by the following general formula is incorporated as a color former,
• R and R each is an alkyl group having less than 5 carbon atoms and R and R each is a hydrogen atom, a benzyl group or an alkyl group having less than 5 carbon atoms.
• R R R and R have the same meaning as in the general formula and R is a hydrogen atom or a lower alkyl group.
• R R and R have the same meaning as in the general formula, R is hydrogen atom or a lower alkyl group and R is a lower alkyl group or aryl group.
• This example is similar to the synthesis Example 1 except using the intermediate product A and intermediate product B corresponding to each color former.
• Color former No. 2 One mole of ortho-(4-diethylamino-2-hydroxybenzoyl)- benzoic acid and 1 mole of para-acetamino (or benzoylamino) phenol are used and processed as in the other synthesis method to give Color Former No. 2.
• Color former No. 2 This crystal is identical with that of Synthesis Example 2 (color former No. 2) obtained by the general synthesis method in respect of M.P., infrared analysis, C.H.N. analysis and HMR. Color formers No. l-No. 8 except No. 5 are similarly synthesized by the use of the corresponding raw material.
• the method well known in the art from US. Patent 2,548,366; 2,800,457 and 2,800,458, that is, for making microcapsules by utilizing the phenomenon of composite coacervation is employed.
• the present invention provides a pressure sensitive copying paper containing a special compound having the foregoing general formula as a color former, which characteristics are independent upon the process for producing a pressure sensitive copying paper.
• the amount of color former to be added is ordinarily 1-5% by weight of an oily solvent.
• Thep ressure sensitive copying paper is colorless before color forming and stable without formation of the natural color forming fog even though allowed to stand in the air.
• the color forming occurs instantaneously in a color tone of black to green-black.
• This is a color tone capable of being copied on the diazo sensitive paper, since almost the whole visible region of about 410 mg to 650 m is absorbed, the absorbing extending to the spectrum region of about 350 mg to 420 m corresponding to the sensitive region of diazo sensitive paper.
• the color density of black is high and the water and light resistances are excellent.
• a pressure sensitive copying paper having simultaneously the color former represented by the foregoing general formula and the known color former of yellow, red, violet, blue or blue-green can color form in a suitable blackish color so as to be adapted to use, without meeting the desensitizing due to their interaction.
• EXAMPLE 1 Three g. of each of Color Former No. l-No. 8 was taken and processed by the following procedure. It was dissolved in 100 g. of diphenyl trichloride and added to a solution of 20 g. of gum arabic and 160 g. of water to cause emulsification. Then, a solution of 20 g. of acid treated gelatin and 160 g. of water was added thereto, acetic acid was added With stirring to lower the pH to 5 and 500 g. of water was added to cause coacervation. At that time, a thickened liquid film of gelatin and gum arabic was formed round the oil drops dissolving the color former. Then, the pH was lowered to 4.4 and 4 g.
• EXAMPLE 2 This example is similar to Example 1 except that 1 g. of Color Former No. 3, 1 g. of Color Former No. 5, 0.5 g. of Malachite Green Lactone (or 0.3 g. of N-Phenyl Leuco Auramine, blue color former) and 0.5 g. of Benzoyl Leucomethylene Blue are jointly used.
• a pressure sensitive copying paper was obtained color forming in blue-black on the clay paper.
• a pressure sensitive transferring sheet adapted to be used in conjunction with a receiving sheet having an electron accepting layer to form a pressure-sensitive copying assembly, said transferring sheet comprising a support and coated on said support, a layer containing pressure-rupturable microcapsules, said microcapsules containing oil and dissolved therein a coloring agent comprising at least one of the fiuoran derivatives represented by the general formula,
• R and R each represents an alkyl group having less than 5 carbon atoms and R and R, each represents a member selected from the group consisting of a hydrogen atom, a benzyl group and an alkyl group having less than 5 carbon atoms.
• fiuoran derivative is selected from the group consisting of 3-dimethylamino-7-methylaminofiuoran, 3-diethylamino-7-amino-fiuoran, 3-diethylamino- 7-methylamino-fluoran, 3-diethylamino 7 ethylaminofiuoran, 3,7-bis-diethylamino-fiuoran, 3-diethylamino-7- (n-butylamino)-fluoran, 3-diethylamino 7 (sec-butyl- 7 8 A amino)-fiuoran, and 3-diethylamino 7 benzylamiiio- 3,336,337 8/1967 Gosnell 117-36.2 fluoran. 3,427,180 2/1969 Phillips 117-36.2

Landscapes

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

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Publications (1)

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Country Status (4)

Cited By (25)

Families Citing this family (5)

Citations (4)

Family Cites Families (2)

• 1968
  • 1968-01-25 FR FR1553291D patent/FR1553291A/fr not_active Expired
  • 1968-01-26 GB GB4300/68A patent/GB1182743A/en not_active Expired
  • 1968-01-26 DE DE1671545A patent/DE1671545C2/de not_active Expired
  • 1968-01-29 US US701118A patent/US3501331A/en not_active Expired - Lifetime

Patent Citations (4)

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