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    • 专利摘要:
    1394437 Light-desensitizable imaging sheet MINNESOTA MINING & MFG CO 12 Sept 1972 [13 Sept 1971] 42382/72 Heading G2C An imaging sheet has a light-sensitive layer comprising a film-forming binder, a reactant which is reactive with a coreactant to provide a visible image but which is desensitized on imagewise exposure with excited molecular oxygen, and an oxygen-sensitizing polycyclic aromatic dye having at least two moieties in conjugated relationship as part of a single chromophore, each moiety comprising three linearly kata condensed 6- membered aromatic rings, an OZ group being attached to the mess position of each moiety wherein Z is a monovalent group which is stable under ambient conditions, does not cause decomposition of the chromophore and is a solubilizing group for the compound, at least one auxochromic group comprising an atom having an atomic weight of at least 31 being bonded to the chromophore by that atom and the dye exhibiting visible fluorescence when a 0.001 molar solution thereof is exposed to ultraviolet light in the 200 to 400 nm wavelength range. The light-sensitive layer may be self-supporting or be coated on a support which may be transparent. The reactant may be an alphanaphthol, substituted hydrazone, compound having a diene unsaturation which is capable of reacting in a Diels-Alder reaction with a dienophile e.g. maleic anhydride, such as furan, difurfuryldithiooxamide and 1,3-diphenylisobenzofuran, olefin substituted with electron-donating groups e.g. tetramethylethylene, enamines and tetramethoxy-ethylene, substituted oxazazole or substituted imidazole. The coreactant may be in a receiving sheet (see Ex 1 to 4 and 6) or may be in the light-sensitive material (see Ex 7) and may be silver behenate, silver stearate, nickel stearate or nickel acetate and an image may be formed by imagewise exposure followed by overall heating. Where the reactant is a compound which exhibits strong fluorescence in ultraviolet light e.g. 2, 5-diphenyloxazole, 2-(1- naphthyl)-5-phenyloxazole or 1,3-diphenylisobenzofuran the image may be formed by imagewise exposure followed by viewing in ultraviolet light, the ultraviolet photons acting as coreactant (see Ex 5). The polycyclic aromatic dye may have one of the formulae: where Z and Z', which may be the same or different, may be 1-4C alkyl, an acyl group or -SO 3 -Y<SP>+</SP> where Y is alkali metal, alkaline earth metal or ammonium ion; X is an auxochromic group e.g. Cl or Br; and n is 2, 3 or 4.
    公开号:SU878210A3
    申请号:SU1829497
    申请日:1972-09-12
    公开日:1981-10-30
    发明作者:Б.Барлей Малькольм
    申请人:Миннесота Майнинг Энд Мануфактуринг Компани (Фирма)；
    IPC主号:
    专利说明:

    (54) SHEET MATERIAL FOR OBTAINING The invention relates to light-desensitized sheet materials used for imaging and related to a type of material containing a reagent capable of quickly desensitizing or becoming unreactive by the treatment of an excitable molecular oxygen. This image is known. Sheet material for obtaining images is known, which contains a substrate, for example a transparent, photosensitive layer, including film-forming and its binder reagent and a receiving layer comprising a coreactant that interacts with a reagent in a reagent said material may comprise volatile sredineni such as, for example, 1,3-digydrooksinaftalin, N, N-didodetsilditiooksamid and other substituted dithio Oxamides. The receiving layer of the specified material may contain heavy metal soaps such as nickel, cobalt or copper benzoate, iron stearate, etc., as a co-agent interacting with the reagent. Sensitization or desensitizing dyes, for example methyl, may be introduced into the layers of the known material blue, phenosafranin, Bengal pink; various film-forming polymeric compounds, plasticizers and other materials can also be added to the layers of this material. O ther excipients. All of these components can be introduced as a mixture and in one layer; however, for some purposes a material is prepared with several layers in which the reagent and coagent are separated. In addition, receiving and fresh. The sensitive layer can be deposited on separate substrates, which only during the image acquisition process are put together. Methods for obtaining images on a known material (and similar) in a room for graphic originals in a state of contact with a film or sheet material desensitized by light, containing a volatile reagent or acceptor and sensitizing dye, followed by exposure of the original to light through an intermediate sheet material sufficient time
    Ro is desensitized by the action of excited molecular oxygen and reacting with a co-reagent to form a clear visible image. The polycyclic aromatic dye, after being produced in accordance with the character of the image, exposes the sheet material serving to obtain the image in the light, excites or sensitizes molecular oxygen in the exposed areas of the sheet material, due to which excited oxygen desensitizes the acceptor present in the sheet material in accordance with the character of the image. The sheet material thus exposed, depending on the individual type of acceptor present in the sheet material, may be heated in the contact in a suitable, heat-sensitized sheet material that perceives an image containing a co-agent, to / get a copy of the original, or it may be illuminated invisible ( ultraviolet rays to produce a fluorescent image on the sheet material itself, which serves as an image if the acceptor gives a strong visible fluorescence from the head clear absorption bands, preferably in the UV region of the spectrum,
    A coagent for an acceptor that exhibits strong visible fluorescence emits photons with sufficient energy to excite the fluorescent acceptor, i.e. photons of UV light in the wavelength range of 200-400 nm.
    Although the proposed material does not require the presence of a separate supporting substrate, in a typical case it is provided with film substrates (for example, a mylar polyester film, polished paper, etc.). If intermediate sheet materials are desired, the substrate is typically a thin, translucent transparent flexible film or paper, and the film-forming binder, the acceptor and the sensitizing dye are in the form of a thin face coating associated with the flexible film or paper.
    The light reagents (or acceptors) that can be used in the proposed material can be of many and various types. For example, alpha-naphthols, such as 4-methoxy-1-naphthol, are quite suitable; 1-hydroxy-2-methyl-4-methoxy-naphthalene; 1-hydroxy-4-ethoxy-naphthalene; 4,4-dimethoxy-1, l-dioxy-2, 2-binaphthyl) 1,1-dioxy-2, 2-zinaftil; 1,4-dioxynaphthalene, 1, 3-dioxy-naphthalene; 1,5-dioxy-naphthalene / 1,5-dioxy-naphthalene condensation product with acetone or alkyladipinate chloride. Typically, these alpha-naphthol photosensitive reagents can be characterized as alpha-naphthols, directly bound to. oxy-substituted aromatic rings, with the predominant electron donors being, for example, alkyl, aryl, alkoxy, aryloxy,
    0 strong, hydroxy or amino groups ..
    Another useful class of photosensitive reagents or acceptors are substituted g terazons in which the amino group is either not substituted or substituted by groups serving as electron donors, such as aryl and alkyl radicals. Representative reagents of this class are phenylhydrozones, simple hydrazones, and N, N -dimethylhydrazones. Valuable photosensitive reagents or acceptors also include those compounds that have diene unsaturation and are able to interact in accordance with the reaction.
    5 Diels-Alder reaction with typical dienofila-, E (maleic anhydride), nayrimer, furan, and difurfurilditiooksamid 1,3difenilizobenzofuran, B predlagaeNMX for imaging x listo0 O materials may be used as olefins, substituted sufficiently effective groups is-expandable electron donors, to give them photosensitivity. Typical examples of such olefins are teu. ramethylethylene, enamines and tetramethoxyethylene.
    Other photosensitive reagents or acceptors include substituted oxazoles and substituted dazoles, such as 2,5-diphenyloxazole, 2- (1-naphthyl) -5-phenyloxazole, and triphenylimidazole, other useful acceptors, such as substituted dithioxamides, can also be added. .
    5 Photosensitive reagents or acceptor 1 ml, showing strong fluorescence when exposed to ultraviolet rays, include i, b-diphenyloxaol / 2- (1-naphthyl) -5-phenyl 0 oxazole and 1,3-diphenyl isobenzofuran.
    The proposed material includes a film-forming binder, an acceptor and a sensitizing dye, which are in the form of a thin face coating on a thin translucent substrate of a film-like material. The front coating is usually very thin (2.5-13 microns).
    Although the amount of sensitizing dye used in the sheet material may vary widely, it is recommended that minimal amounts be used, the outcome; FROM economic considerations (to
    five
    the light can easily penetrate the coating (in which the dye is present), although it dries to consume a sufficient amount of dye to ensure a high desensitization rate of the acceptor when irradiated with visible light from commercially available sources of visible light, the amount of sensitizing dye is approximately in the range of 0.052 weight. % based on the total weight and face coating. For intermediate sheets used to obtain the image, the amount of sensitizing dye is preferably in the range of about 0.2-0.6% by weight based on the total weight of the face coating. Mixtures of these polycyclic dyes can be used in the preparation of such sheet materials with similar efficiency. In the manufacture of these sheet materials, mixtures of polycyclic dyes with other known dyes sensitizing oxygen can also be used.
    The amount of acceptor that can be used in the manufacture of the proposed sheet materials can vary over a wide range depending on the molecular weight and solubility of the individual acceptor used, and is usually in the range of about 18% by weight. % based on the total weight of the face coating, although it is possible to use both large and smaller quantities of the acceptor.
    As a film-forming binder in the proposed material, it is possible to use ethoxylated cellulose derivatives marketed by the company Hercules. In this case, the solvent may be acetone, methyl ethyl ketone, methanol or ethanol, or combinations thereof, from which a binder, an acceptor and a dye are applied. For various reasons, small amounts (for example less than 10 wt.%) Of other solvents can be introduced into the solvent system. This may be desirable to pre-solubilize the dye or to improve the surface characteristics of the finished coating. These additional solvents include chloroform, normal butanol, toluene, and heptane.
    The proposed material can be used in combination with many different sheet materials that perceive the image to produce finished copies of the originals, since the photosensitive acceptor present in the intermediate sheet material forms a clearly visible reaction product together with the coagent present in it. So
    For example, in the case where the photosensitive acceptor is alpha-naphthol or a substituted hydrazone, suitable co-reagents are usually long-chained fatty acid soaps, such as silver behenate and silver stearate. These soaps are light resistant, do not dissolve in many volatile liquid media, are moisture resistant, and these materials, both individually and in blends with additional fatty acids, are very useful when used in combination with imaging sheet materials, in which Alpha-naphthol-type acceptors are used, although many other easily recoverable, usually solid salts of organic acids and noble metals can be used. When using substituted dithiooxamides as photosensitive acceptors, nickel stearate is the most commonly used coagent, although other nickel salts, such as nickel acetate, can be used.
    Pigments (zinc oxide), fillers (silica powder), resins (high melting powder terpene resin; tinting agents (phthalazinone) and various other modifying agents: and additives can be added to the proposed sheet material.
    In making single heat sensitive sheets that serve to produce an image, two chemically interacting components (acceptor and co-agent) and polycyclic sensitizing dye are distributed in the sheet material so that the two chemically interacting components are physically individual and are chemical interaction for its rapid implementation at a conversion temperature in the range of about 90-150 ° C to obtain a visible reaction product.
    Typically, a single sheet that serves to form an image includes at least two separate coatings on a thin flexible film or paper substrate. The bottom layer usually includes a film-forming binder (for example, an acrylate resin or polyvinyl butyral) and a coagent for a photosensitive acceptor. The coating or top layer typically includes a film-forming binder (e.g., ethyl cellulose), a photosensitive acceptor and an oxygen-sensitizing polycyclic aromatic dye of structural formula I. The top layer is applied to the bottom layer using a solvent or mixture of solvents that are not solvents for the bottom layer, so that the interaction of the acceptor and co-reagent is eliminated.
    In the manufacture of sheets of material with a long shelf life, it is recommended to use three layers, of which the bottom one is of the type described above, the middle one is a barrier layer and the top one is also of the type described above. The barrier layer prevents the acceptor from diffusing to the co-reagent located in the lower layer and thus prevents the reaction between the upper and lower layers in the boundary surface. A suitable barrier layer comprises a vinyl resin that is applied from a solvent, which is not a solvent for the binder present in the lower layer.
    Single sheets of the image of the type described above can be made by dispersing the heat-sensitive, co-reactant in the form of individual particles in the acceptor layer or by dispersing the co-reactant insoluble, in the form of separate particles of co-reactant in the acceptor layer.
    Example 1.Polycyclic aromatic dye was prepared using vat blue 18 (color index 59815) as starting material.
    In the Pyrex six-liter Erlenmeyer (conical) glass flask, equipped with a stirrer and a source of nitrogen, the following ingredients are introduced with stirring, in the indicated sequence and in the indicated amounts, under a hood with good ventilation.
    Isopropanol, ml 1500
    Powdered vat blue, g1850
    Alkaline hyposulphite solution
    (200 g of sodium hydroxide and 180 g of sodium hyposulfite Na ,, S, dissolved in 1500 ml of distilled water). Stirring is continued for 30 minutes at ambient temperature. Then, 200 g of diethyl sulfate is added and stirred for 2 hours at ambient temperature, after which another 200 g of diethyl sulfate is added and stirring is continued for another 2 hours. Product dye is formed. Then, 200 ml of distilled water heated to 200 ml are added to the reaction flask, after which 200 ml of concentrated ammonium hydroxide are introduced. Stirring is continued for another 30 minutes.
    Thereafter, the reaction mixture is filtered through a Whatman coarse-type filter in a funnel.
    Bukner with a diameter of 38 cm with suction. The product dye precipitate is then washed with distilled water (the product dye precipitate should not be allowed to dry out or crack for any period of time). The precipitate of the product dye is then washed with ethanol in a funnel until the color of the ethanol wash solution becomes pinkish. After that, the product dye is collected and dried, the yield is about 80%.
    The formula of the product dye is as follows
    qosfls
    Example 2. An iolycyclic dye was prepared using the vat dye orange vat 2 (color index 59705) in an amount of 50 g as the starting material in accordance with the method described in example 1. The dye product precipitate was washed with water and ethanol, as in example 1 until the ethanol wash solution turns yellow. Product dye is described by the formula
    BEGIN
    Example 3. A polycyclic dye was prepared analogously to example 1, using 50 g of cubic violet 1 (color index 60010) as a starting material. The dye of the product dye was washed with water and ethanol in accordance with the method described in example 1, until the reference the wash solution will not turn pinkish; Food dye is described by the formula
    ZgNa
    C1
    C1
    OOgHs Example 4: A polycyclic dye was prepared as in Example 1, using 30 g of cubic orange 3 (color index 59300) as starting material. The precipitate of the product dye was washed with water and ethanol, in Example 1, until the ethanol wash solution turned yellow. The product dye is described by the formula of Example 5. A polycyclic dye is prepared in accordance with the method described in Example 1, using 50 g of cubic orange 1 as the starting material (color index 59105). The precursor dye precipitate is washed with water and ethanol in accordance with the method described in Example 1 until the ethanol sold is turned yellow. Product dye is described by Formula Example b. The intermediate film element is obtained by applying a thin (1 mil) transparent polyester film of a mylar of a coating solution containing a film-forming binder, an acceptor and a sensitizing dye. The coating solution is prepared by dissolving 0.02 wt. sensitizing dye described by the formula
    OOgNb
    in 2,. About weight. including chloroform, and this solution was added to a solution of 8 wt. h normal butanol at 87 weight.h.
    权利要求:
    Claims (1)
    [1]
    and initially dissolved in methanol (2 wt. h), and not in chloroform. This sensitizing dye (color index 60011) is marketed under the Firm Name of Algozol Brylacetone. Thereafter, 5 weight parts of ethoxylated cellulose (target number 100) is dissolved in a solution containing a dye, and then 0.2 weight is added. including 4-methoxy-1-naphthol (reagent). The resulting solution is used to apply (a hole with a diameter of 1 mil) to the polyester film in the dark, and the coating is allowed to dry at room temperature for 15 minutes. An element of the intermediate, pink, translucent, sensitized film was obtained. The intermediate film element is first placed with the coated side in contact with a multi-color original having parts of a light-absorbing colored image on a white paper reflective substrate, and then subjected to uniform exposure through the film under conditions of intense illumination originating from a group of tungsten incandescent lamps for a period a time sufficient for complete desensitization of the coating in the background areas. Typical exposure times can be 12-15 seconds. The exposed intermediate film element is then placed with the coated side in contact with the coated surface of the sheet material serving to obtain the image or perceiving the image and ki. PU is heated, for example, between the rollers or plates for 4-5 s at 125-140 ° C. A copy of the graphic original appears on the coated sheet material. Image areas are dense black, while background areas remain unchanged. Example. The element of the intermediate film is prepared in accordance with the method and using the same ingredients as were given in iB Example 6, except that the sensitizing dye (0.02 wt. H.) Is of the type described by the formula OSOjNa OSOsNa violet 14 Geneleral Eniline & Fili Corp. Copy is made in accordance with the method shown in example b, using the intermediate film element described in this example. The resulting copy has dense black areas of the image, and the background areas remain unchanged. Example 8 An intermediate film element was prepared in accordance with the method described in Example 6, except that the sensitizing dye used is described by the formula and the acceptor used is vinyl phenyl hydrazone. In accordance with the method described in Example 6, a copy of a graphic original was obtained using an intermediate film element, the fabrication of which is described in this method. The resulting copy has dense black areas of the image, and the 5g parts of the background remain unchanged. EXAMPLE 9 i The interstitial film element is prepared in accordance with the method described in Example 6, except that the dye used is described by the formula: is the phenylhydrazone of furyl aldehyde. In accordance with the method described in Example 6, a copy of the graphic original is prepared using an intermediate film element, the preparation of which is described in this example. The resulting copy has areas of dense black color, and the background areas remain unchanged with the Trimmer. The sheet material used to obtain the image is prepared in accordance with the method described in example b, except that the sensitizer is described by the formula and the acceptor is 2- (1-Ftil) -5-phenyl-oxaol, highly fluorescent compound with the main absorption in the UV spectral region, but with the main fluorescence in the visible region of the spectrum. The sheet material serving to obtain the image is placed on that side, which is coated, in contact with the multicolor. The original original, which has painted the light-absorbing areas on the reflective background of white paper, and then is uniformly exposed through the film under the action of intense radiation, the source of which is a group of tungsten incandescent lamps, for a period of time sufficient for complete desensitization of the coating on the background areas, but not exceeding this period. Typical exposure times may be as follows. After exposure, the sheet material that serves to capture the image is exposed under the source of invisible UV radiation, due to which I have a negative fluorescence image on the sheet material used to obtain the image, caused by the fluorescence of 2- (1-naphthyl) -6-phenyloxazole in the section corresponding to the image. UV photons therefore behave as a coagent with 2- {1-naphthyl) -5-phenyloxazole in the sheeting used for imaging. Example 11. An intermediate film element was prepared by applying a film-forming binder solution, an acceptor and a sensitizing dye to a thin (26 µm) polyether Mylar film. The coating solution was prepared by dissolving 0.02 wt. including senibilizing dye, described by the formula 2.0 weight. including chloroform, and this solution was added to a solution of 8 wt. ch.normal butanol in 87 weight.h. acetone. Thereafter, 5 weight is dissolved in the dye solution, including ethoxylated cellulose (etom 100), and then 0.2 weight is added. including difur Furildithiooxamide. The resulting solution applied a hole diameter of 25 µm) to the polyester film in the dark and the coating was allowed to dry at room temperature for 15 minutes. At the same time, an element was obtained about an interstitial pinkish, light-sensitively sensitized film. The intermediate film element is first placed on the side on which the coating is placed in contact with a multi-color original having colored light absorbing portions of the image on a white paper reflective substrate. Then it is evenly exposed through the film under intense radiation, the source of which is tungsten incandescent lamps for a period of time sufficient to completely desensitize the coating in the background areas, but not exceeding this period. Typical exposure times may be 1215 seconds. The exposed element of the intermediate film is then placed with its coated side, in contact with the coated surface of the sheet material, perceiving the image, prepared by grinding in a ball mill and then applying a mixture of the composition to the resulting paper with a knife. h: nickel stearate 3; powdered silica 2) polyvinyl acetate resin 4; and methyl ethyl ketone 46. The resulting material is heated, for example, between rollers or plates for 45 seconds at 125-14 ° C. A copy of the original was obtained on the coated sheet material. The image areas were magenta, while the background areas remained unchanged. Example 12. A mixture of composition, wt. h: methyl ethyl ketone 38; tetrachlorophthalic anhydride O, 24 / divalent tin stearate 0.0072 and silver 12 beatenate are homogenized twice under a pressure of 8000 psi. inch. To this mixture was added a solution of the composition, parts by weight: methyl ethyl ketone 68; lucite acrylate resin 2042 b; cellulose ester resin PZFS 1306 phthalazinone 1.8; bottled oxytoluene 1.44 and an antioxidant ethyl corporation 702 0.10. The mixture is stacked with a knife on a Mailer polyester film substrate with a thickness of 50 µm with a wet coating thickness of 75 µm and the coating is dried for 15 minutes. To a solution of acetone (20.4 parts by weight) and tetrahydrofuran (1.2 parts by weight), 2.4 parts by weight were added with stirring. VYNS-3 vinyl resin and vinyl resin are allowed to dissolve. After that, the solution is applied with a knife over the previous coating with a wet coating thickness of 2 mils (50 µm) and allowed to dry for an additional 15 minutes. The third solution is prepared as follows. K 91 wt. ethanol added 0.02 weight with stirring. including the compounds described by the following formula OgOjNa OSOjNa and the sensitizing dye are allowed to dissolve. Then to the solution of pribavl 4 weight. including normal butanol and 5 wt. ethotele 300, ethoxylated cellulose. The resin is allowed to dissolve with subsequent stirring. Shortly before coating, 0.12% weight is added. including 4-methoxy-1 naphthol and allowed to dissolve under dim light. Also, under darkened light, the above solution is applied with a knife over the two previous coatings with a wet coating thickness of 2 mils (50 µm), and the coating is allowed to dry in darkened light for 15 minutes. The resulting product is a pinkish, transparent light-desensitized and heat-sensitized sheet material serving to obtain an image suitable for making excellent transparencies in the following method. The sheet material used to obtain the image is placed on that side. The co-painted surface is coated, in contact with the printed original, which has painted light-absorbing areas of the image on the reflective white background of the paper backing, and then produces a uniform exposure through the film, i.e. in the reflection position, under the action of intense radiation, the source of which is a group of tungsten incandescent lamps, for a period of time sufficient for complete desensitization of the coating in the background areas. Typical exposure times can be 12-15 seconds. During such an exposure, areas of the image and on the sheet material are partially desensitized by light, but they are less desensitized than areas without the image due to the absorption by the parts of the image on the graphic original of that part of the actinic radiation that was not previously absorbed in the sensitive coating of the sheet material image acquisition. Exposed sheet material, after this heating | ) T for 4-5 s at 125-140 C, for example, between rolls or plates. A copy of the graphic original is formed on the coated sheet material. The image areas are dense black, the background remains unchanged and transparent. After this copy can be used in an overhead film projector to obtain perfect projections. As can be seen from the above examples, the use in the proposed material of dyes of formula 1 in combination with the indicated reagents jH. Reactants allows to obtain a stable image with a low level of the veil and a high maximum optical density. Claims Sheet imaging material containing a transparent additional layer, a photosensitive layer comprising a film-forming Binder and a reagent, and a receiving layer comprising a co-agent interacting with a reagent, characterized in that, in order to increase image stability and reduce the formation of a veil, the photosensitive layer contains as a reagent 4-methoxy-1-naphthol and additionally oxygen-sensitizing polycyclic aromatic dye of the general formula / 02 V where: -condensation on an aromatic group lower alkyl, for example ethyl, or lower acyl group S0.j3, wherein at petty ion or alkaline earth metal or ammonium group X - chloro or bromo; P 2-4, in the amount of 0.02-2.0 weight. %, based on the total weight of the layer, and the receiving layer contains the silver salt of behenic or stearic acid as a co-reactant. Sources of information taken into account in the examination 1. US Patent No. 3094417, cl. 96-28, published, 1963 (prototype).
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    同族专利:
    公开号 | 公开日
    DE2245234A1|1973-03-22|
    ES435651A1|1977-02-01|
    NL176400B|1984-11-01|
    IT966032B|1974-02-11|
    SE382509B|1976-02-02|
    CH589871A5|1977-07-15|
    JPS4838136A|1973-06-05|
    DK144305B|1982-02-08|
    CA999469A|1976-11-09|
    JPS5129929B2|1976-08-28|
    NL176400C|1985-04-01|
    ES406330A1|1976-01-16|
    BR7206281D0|1973-07-24|
    DE2245234B2|1974-08-01|
    AU444925B2|1974-02-07|
    AT322976B|1975-06-25|
    FR2152879B1|1976-08-13|
    NL7212024A|1973-03-15|
    FR2152879A1|1973-04-27|
    DE2245234C3|1975-03-27|
    US3799779A|1974-03-26|
    PH9678A|1976-02-10|
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    ZA725130B|1974-02-27|
    GB1394437A|1975-05-14|
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    BE788695A|1973-03-12|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    JPS49102328A|1973-01-31|1974-09-27|
    DE2634893A1|1975-08-04|1977-02-17|Minnesota Mining & Mfg|STABILIZED TRANSPARENT RECEIVING MATERIAL FOR THERMOGRAPHIC IMAGE RECORDING|
    JPS5265425A|1975-11-24|1977-05-30|Minnesota Mining & Mfg|Image forming composition|
    US4508810A|1984-02-28|1985-04-02|Minnesota Mining And Manufacturing Company|Light-desensitizable transfer medium with photooxidizable reactant and oxygen-sensitizing dye|
    US5241276A|1989-04-28|1993-08-31|Kabushiki Kaisha Toshiba|Surface potential measuring system|
    WO2009056344A1|2007-11-02|2009-05-07|MAX-PLANCK-Gesellschaft zur Förderung der Wissenschaften e.V.|Core-shell macromolecules for specific cell nucleus or/and cell matrix staining|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    US00180215A|US3799779A|1971-09-13|1971-09-13|Light-desensitizable imaging sheet|
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