Classifications

• • G—PHYSICS
  • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
  • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
  • G03C1/00—Photosensitive materials
  • G03C1/695—Compositions containing azides as the photosensitive substances

Definitions

• the total invention is related to new chemical compounds, namely, to ⁇ -diazoacetyl derivatives of heterocycle ⁇ v, as well as to the light-sensitive material made on the basis of the named new compounds.
• structural analogues of the proposed new compounds can be considered: ⁇ and ⁇ l-diaz ⁇ acetylpyridines ⁇ mules: ⁇ 2
• diazo-type compounds sensitive to ultraviolet light, form a simple image, requiring the process of ammonia ts ⁇ phenomena. ⁇ ashennaya ⁇ ma spirepi ⁇ an ⁇ v s ⁇
• the spectral luminosity of salicylideneaniline is ⁇ 0.6 J/ ⁇ . 15
• a significant disadvantage of the indicated light-sensitive materials is the fragility of the stitching process - the most fading fading the coloration in the dark is ⁇ 30 hours, while the discoloration of the grown ph ⁇ my is significantly intensified in the light, which significantly limits the time of ⁇ réelle the application and use of for ⁇ shsanny information.
• the task is to create new compounds that have light sensitivity both in ultraviolet and in the visible 25 In the field of spectrum, on the basis of ⁇ g ⁇ , it would be possible to create non-ferrous light-sensitive materials that provide stable, high ⁇ - ⁇ .
• ⁇ and ⁇ d-can have the same or different meanings and represent the elements of the input, groups
• ⁇ 7 ⁇ 9 and represent with ⁇ b ⁇ y atom in ⁇ d ⁇ da pr ⁇ i r- - representing the group ⁇ 0 2 or ⁇ 3 ,
• ⁇ d ⁇ d and represent the presence of an atom in the water, possessing light-sensitiveness, both in the ultra- and
• a light-sensitive material which is made of soft and light ⁇ sensitively ⁇ g ⁇ poly ⁇ stallic ⁇ g ⁇ layer, ⁇ braz ⁇ -bath ⁇ g ⁇ ⁇ -diaz ⁇ acetyl color
• ⁇ a
• I?- ⁇ 3' ⁇ 4 represent with ⁇ m ⁇ d ⁇ - ⁇ da or the group ⁇ 0 2 » ⁇ -,, ⁇ and - can have
• photosensitive material photosensitive polyetallic
• photosensitive material for the storage of optical information with the help of lasers, sources of UV radiation and visible radiation ( ⁇ 450 nm) with the receipt of stable, diverse images using comfort, according to the present invention, photosensitive material, photosensitive polycrystalline layer of glass - acetylic pr ⁇ dnshli aromatic nitrogen heterocycles in ⁇ mules:
• a light-sensitive material is used, photosensitive ⁇ Poly ⁇ g ⁇ ⁇ br ⁇ van Z- ⁇ enyl-4-diaz ⁇ acetylsidn ⁇ m ⁇ g ⁇ :
• the luminosity of the materials, according to the invention is ⁇ ⁇ 0.1 J / em ⁇ (p ⁇ and R - 300 nm), ⁇ is 6 times 15 higher than that of analogs on the basis of anil c.
• ⁇ ⁇ , ⁇ , * and ⁇ represent with ⁇ ⁇ m v ⁇ d ⁇ da or grugash ⁇ , ⁇ ⁇ ⁇ , ⁇ and ⁇ may have ⁇ din ⁇ ye or different values and preds s ⁇ b ⁇ y atom ⁇ l ⁇ réelle, groups 0 ⁇ , ⁇ , ⁇ Operations, ⁇ -piperidyl, ⁇ ⁇ ⁇ I, ⁇ ⁇ u003d ⁇ b, ⁇ b,
• the compounds proposed in the present invention can be prepared in known ways, such as, for example, 2-diazoacetyl hin ⁇ lines of the general ⁇ mula:.
• ⁇ ⁇ - piperidil, 8-me ⁇ réelle ⁇ in ⁇ lil, 2-mer ⁇ réelle ⁇ in ⁇ lil, and ⁇ i % ⁇ ⁇ represent the 0 ⁇ or ⁇ group using different methods (see U.S. Patent 4025515, class 260-256.4, published 1977 ) through the interaction of 2,4-di ⁇ l ⁇ -6-diaz ⁇ acetylpyrimi- ⁇ dyne with nucleophylline reagents of the general ⁇ mula:
• ⁇ g ⁇ ⁇ for example, METAN ⁇ L
• ⁇ r without neg ⁇ in 2-5 ⁇ m excess zero ⁇ il-nog ⁇ reagent in the presence of 2-3 ⁇ atn ⁇ excess of ⁇ i-° ethylamine (or without it ) at a temperature of ⁇ 0 to 80°C for a time of ⁇ 30 min to 10 hours depending on
• the most expedient in terms of technical and economic indicators is the use of the proposed new substances as your photosensitive components in the materials
• the proposed photosensitive materials with a polycrystalline layer based on the proposed new compounds have a number of advantages in comparison with the known ones: ⁇ I.
• the proposed new connections allow images to be stable in the dark. As shown by the experimental data, a decrease in the frequency of images in the dark was not observed for 6 months.
• the weakening of the ⁇ n ⁇ ast-n ⁇ sti is on average ⁇ 2 d ⁇ 40 days, which ⁇ ⁇ z- allows you to use the recorded information for a long time without a noticeable decrease in its quality.
• Diaziasid is in the same way of lighting, the number of revealed in the a ⁇ inommexation in the ⁇ -radiation, ⁇ -eaten, the ⁇ distances for naughty. , ⁇ the increase of radiation
• the resolving power of the layers on the basis of the proposed daaz ⁇ réelle ⁇ b ⁇ nil'nyh connections was determined by ⁇ l ⁇ l ⁇ r ⁇ lv ⁇ gle ⁇ e with the following study of ⁇ radiation products ⁇ d mi ⁇ s ⁇ Brass ⁇ m. For all the materials studied, K. ⁇ 900 mm.
• the proposed compounds are also visual, polymerization, free radical,
• the proposed light-sensitive materials produce various ⁇ classes of known chemical silver-free photosensitive systems.
• Example I 2-diaz ⁇ acetyl ⁇ in ⁇ line . ⁇ ethereal distribution of diaz ⁇ methane, received pr ⁇ and ⁇ alkaline decomposition of 12 g of ni ⁇ z ⁇ methylurea pr ⁇ and intensive stirring and cooling for temperature temperatures -15°, drip for 20 minutes.
• etheric solution 4.5 g (0.024 mole) At the end of the infusion, the reaction mixture is stirred for another 30 minutes without cooling, bringing the temperature to U ⁇ U D ⁇ 0 ° 0, the ether is evaporated and the crystallized garden ⁇ re-crystallize from hexane.
• Example 2 4-methyl-2-diaz ⁇ cetyl ⁇ in ⁇ line the connection ⁇ ray ⁇ in the conditions of ⁇ analogous to . 0 indicated in Example I. Sample 72 . T.sh ⁇ .68° ⁇ . Found %:
• Example 3 4- ⁇ and ⁇ -2-diaz ⁇ acetyl ⁇ in ⁇ line - naldine acid in 40 ml of abs.ether for 20 min. ⁇ mu from 20 g of ni ⁇ z ⁇ - • 30 methylurea, with intensive stirring. After that, the reaction mixture is cooled to a temperature of -3 ⁇ -40°C and maintained at this temperature for one hour.
• Example 15 is indicated in Example 3 from 8-nitrodi acid chloranhydride and diazomethane. ⁇ y ⁇ d 58%. ⁇ .pl. 155- ⁇ 57°C (with ⁇ decomp.) . Daily calculation: C 54.55, ⁇ benz ⁇ l-ethyl acetate, 6:1) strength ⁇ l U -254. 0 Example 6. 2-diaz ⁇ ac
• Stage I Obtaining ⁇ l ⁇ ide with ⁇ -pi ⁇ lin ⁇ in ⁇ ⁇ ta. 0.5 ml dimethyl ⁇ ma yes for 10 hours. izbyt ⁇ n 5 yut. ⁇ stat ⁇ extract twice with 40 ml of hexane. Hesan is evaporated and the stat is overheated, collecting the ⁇ share of ⁇ .boil. 76-82°C (10 mm ⁇ .st. ) . ⁇ d ⁇ l ⁇ anhydride 15.7 g (69%).
• Stage I Di ⁇ l ⁇ anhydride of 2,6-pyridine dikarb ⁇ n ⁇ y in ⁇ y ⁇ yym ⁇ réellem 6. ⁇ y ⁇ d 75 .
• Step 2 2,6-bisdiaz ⁇ acetylpyridine is obtained under conditions similar to those indicated in Example 6, from 8 g of di- ⁇ l ⁇ ayahyd ⁇ ide 2,6-pyridium ⁇ ab ⁇ ya ⁇ in acidic you and ethereal solution diaz ⁇ metayaa, obtained from 40 g of urea ni ⁇ z ⁇ meta. The falling crystal plant is filtered and
• Stage I Obtaining 3-ni ⁇ -2,6-pyridium carb ⁇ ya ⁇ - voi ⁇ ta.
• 83 g of permayagayaata potassium dissolve in - 1.4 liters of water during heating and add 17.6 g of 3-yaipr ⁇ -5-2,6-lutidine.
• the mixture is boiled for 2 hours, the mixture is filtered, and the mother solution is evaporated to 150 ml, acidification is added to the center and ⁇ vanya and sour 2, they fertilize and the fallen-out crystalline garden of the brown color is filtered and dried.
• the emerging plant is filtered, washed with soil and dried on the filter.
• Example 13 30 To dissolve 1.08 g of sodium methylate in 20 ml of methanol, add 1.08 g (5 mm ⁇ l 2, 4-di ⁇ l ⁇ -6-diazoacetylpyrsh. temperature of the reaction mixture 0-5 ° C. After 4 hours The fluffy garden is filtered, washed with methanol, dried on the filter and 35 steelized from benzol. il ⁇ sh ⁇ shlid ⁇ for 0.33 g ($ 75) ⁇ .pl. ⁇ 38- ⁇ 40 ° C. ⁇ aG ⁇ . . . - 28 - money C 39, 67; ⁇ 2.29. C 7 ⁇ 5 C 4 0 2 C ⁇ . Calculated $: From 39.53; ⁇ 2.35.
• Example 16 ehlhydraz ⁇ -6-diaz ⁇ -acetylshrimidine, obtained in example 15, is boiled in 10 ml of benz ⁇ l in the presence of active bath ⁇ sh ⁇ -
• P ⁇ she ⁇ 20 A polycrystalline layer of 8-str ⁇ -2-diazacetyl ⁇ in ⁇ line is applied over barite paper at a concentration of 1.6 mg/sg.
• Stability and image coloring are similar to those indicated in Example 19.
• Barite paper is coated with a photosensitive layer containing 2-diazacetylquinine at a concentration of 3.5 MU/S ⁇ .
• Example 23 Between two quartz layers, a polycrystalline layer of 2,4-bis-diacetylshridine with a thickness of 1.5-2.5 m is applied from the solution.
• the resulting images are black in color on a faint yellow background.
• the image is stable when stored in the dark - density decline for 6 months is not observed - 31 - gave.
• the half-life of the incidence of occultness is 5 days.
• Example 26 A polycrystalline layer of 2,6-bis-diazoacetyl-3-sh ⁇ -pyridine pr ⁇ and a concentration of 2.5 mg / s ⁇ is applied to a plate of ⁇ £ and ⁇ € W ⁇ -254.
• Example 27 Between two quartz plates, a polycrystalline layer of 2,4-dichl ⁇ -6-diazacetyl shrimidine with a thickness of 2.0-2.7 m ⁇ is applied from the stratum of the v ⁇ a.
• the resulting images are bright-colored on a faint yellow background. The choice is stable - 32 - earlier in the dark - falling in the dark for 6 months there were no sightings. When it is stored in diffuse daylight, the duration of the fall of ⁇ n ⁇ astn ⁇ sti is 25 days. 5
• the resulting images are bright-
• a light-sensitive layer is applied to baritone paper by the method of pouring, including 3-* ⁇ enyl-4-diazoacetylside ⁇ n in ⁇ l ⁇ me pr and ⁇ concentration 0.95 mg/cm.
• the applied layer dries.
• the obtained sample is used as an actinometer for measuring

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• Chemical & Material Sciences (AREA)
• Engineering & Computer Science (AREA)
• Materials Engineering (AREA)
• Physics & Mathematics (AREA)
• General Physics & Mathematics (AREA)
• Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
• Pyridine Compounds (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
• Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
• Quinoline Compounds (AREA)
• Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
• Plural Heterocyclic Compounds (AREA)

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Citations (3)

• 1981
  • 1981-12-25 JP JP82500892A patent/JPS57502259A/ja active Pending
  • 1981-12-25 DE DE19813152651 patent/DE3152651T/de not_active Withdrawn
  • 1981-12-25 WO PCT/SU1981/000079 patent/WO1982002258A1/ru not_active Ceased
  • 1981-12-25 CH CH501882A patent/CH651023A5/de not_active IP Right Cessation
  • 1981-12-26 NL NL8120511A patent/NL8120511A/nl not_active Application Discontinuation
• 1982
  • 1982-08-18 SE SE8204755A patent/SE8204755D0/xx not_active Application Discontinuation

Patent Citations (3)

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