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234 条记录 (耗时 0.016 秒)

    Photochromic naphthopyran compounds
    21.
    发明授权
    Photochromic naphthopyran compounds 失效
    光致变色萘并吡喃化合物

    公开(公告)号：US5066818A

    公开(公告)日：1991-11-19

    申请号：US490031

    申请日：1990-03-07

    申请人： Barry V. Gemert ,  Maria P. Bergomi

    发明人： Barry V. Gemert ,  Maria P. Bergomi

    IPC分类号： C07D311/92 ,  C09K9/02 ,  G02C7/02 ,  G03C1/685 ,  G03C1/73

    CPC分类号： C07D311/92 ,  G03C1/685

    摘要： Described are novel reversible photochromic naphthopyran compounds having at least one ortho substituted phenyl group at the 3-position of the pyran ring. Also described are organic host materials that contain or that are coated with such compounds. Articles such as ophthalmic lenses or other plastic transparencies that incorporate the novel naphthopyran compounds or combinations thereof with complementary photochromic compounds, e.g., spiro(indolino)-oxazine type compounds, are also described.

    摘要翻译： 描述了在吡喃环的3-位具有至少一个邻位取代的苯基的新型可逆光致变色萘并吡喃化合物。 还描述了含有或涂覆有这些化合物的有机主体材料。 还描述了诸如将眼用透镜或其它塑料透明胶片掺入到新的萘并吡喃化合物或其组合与互补的光致变色化合物如螺（吲哚）恶嗪类化合物的物品。

    Manufacture of photochromic articles
    23.
    发明授权
    Manufacture of photochromic articles 失效
    光致变色制品的制造

    公开(公告)号：US4889413A

    公开(公告)日：1989-12-26

    申请号：US195873

    申请日：1988-05-19

    申请人： Mary E. Ormsby ,  William R. Maltman

    发明人： Mary E. Ormsby ,  William R. Maltman

    IPC分类号： B32B27/40 ,  B32B17/10 ,  B32B27/08 ,  C08G18/08 ,  C08K5/1545 ,  C08K5/34 ,  C08K5/46 ,  C08L75/00 ,  C08L75/04 ,  G03C1/685 ,  G03C1/73

    CPC分类号： G03C1/685 ,  G03C1/73 ,  Y10S359/90

    摘要： A process for producing a polyurethane plastics having photochromic properties, characterized in that the process comprises in a first step incorporating a reversible cleavage photochromic compound into at least one di-isocyanate compound or at least one polyol or a mixture of a di-isocyanate and one or more polyols or into any other component of a mixture which, when polymerized, will yield a polyurethane; combining the mixture from the first step with any other necessary components to enable polymerization to occur; and polymerizing the resultant mixture to form a polyurethane incorporating the said photochromic compound. The photochromic polyurethane plastics of the invention are useful as intermediate layers in glass or plastics laminates for architectural applications or for use in vehicle windows or roof-lights.

    Process for manufacturing photochromic articles
    25.
    发明授权
    Process for manufacturing photochromic articles 失效
    光致变色制品的制造方法

    公开(公告)号：US4851471A

    公开(公告)日：1989-07-25

    申请号：US942770

    申请日：1986-12-17

    申请人： William R. Maltman ,  Ian M. Threlfall

    发明人： William R. Maltman ,  Ian M. Threlfall

    IPC分类号： G02C7/10 ,  B29C39/02 ,  C08F2/44 ,  C09K9/02 ,  G02F1/17 ,  G03C1/685

    CPC分类号： G03C1/685 ,  C08F2/44

    摘要： A direct casting process for manufacturing a shaped synthetic plastic article, such as an ophthalmic lens, which has photochromic properties, the process comprising incorporating a photochromic spiro-oxazine compound into a mixture comprising a highly reactive polyfunctional monomer and a low amount of a polymerization catalyst, and curing the composition in a mould to form the shaped synthetic plastic article.

    摘要翻译： 用于制造具有光致变色特性的成形合成塑料制品（例如眼镜片）的直接铸造方法，该方法包括将光致变色螺恶嗪化合物掺入包含高活性多官能单体和少量聚合催化剂的混合物中 并在模具中固化组合物以形成成形的合成塑料制品。

    Radiation sensitive recording material
    27.
    发明授权
    Radiation sensitive recording material 失效
    辐射敏感记录材料

    公开(公告)号：US3942996A

    公开(公告)日：1976-03-09

    申请号：US427535

    申请日：1973-12-26

    申请人： Gunther Arnold ,  Gabor Paal ,  Alfred Wilhelm ,  Kurt Halfar ,  Hans Peter Vollmer

    发明人： Gunther Arnold ,  Gabor Paal ,  Alfred Wilhelm ,  Kurt Halfar ,  Hans Peter Vollmer

    IPC分类号： G03C1/685 ,  C08K5/15 ,  C08L1/08

    CPC分类号： G03C1/685

    摘要： A radiation sensitive recording material contains a layer of a layer-forming substance and incorporated therein an organic halogen compound capable of producing hydrogenhalide when struck by high energy radiation, and a chromogenic arylvinyl pyran or arylvinylthio pyran which changes its color by reaction with hydrolide. The material provides records with high stability.

    摘要翻译： 辐射敏感记录材料含有层形成物质层，并且其中掺入能够通过高能量辐射而产生氢卤化物的有机卤素化合物，以及通过与氢化物反应而改变其颜色的显色芳基乙烯基吡喃或芳基乙烯基硫代吡喃。 该材料提供高稳定性的记录。

    Photochromic material containing a spiropyran compound a polyhalogenated hydrocarbon photoactivator and an acetanilide sensitizer and the use thereof in photoimaging
    29.
    发明授权
    Photochromic material containing a spiropyran compound a polyhalogenated hydrocarbon photoactivator and an acetanilide sensitizer and the use thereof in photoimaging 失效
    含有螺旋体化合物的聚合物的光致变色材料聚偏二氯乙烯光催化剂和乙腈敏化剂及其在光电转换中的应用

    公开(公告)号：US3820995A

    公开(公告)日：1974-06-28

    申请号：US28375672

    申请日：1972-08-25

    申请人： AGFA GEVAERT NV

    发明人： VAN ROYEN F ,  MERTENS L ,  VAN DEN HOUTE J

    IPC分类号： G03C1/00 ,  C08F2/00 ,  G03C1/675 ,  G03C1/685 ,  G03C5/56 ,  G03C5/24 ,  G03C1/52

    CPC分类号： G03C1/675 ,  G03C1/685 ,  Y10S430/163

    摘要： Spiropyran compounds suited for photographic image formation according to the present invention are spiropyrans containing at least one pyran ring having in the ortho- and meta-position to the oxygen atom a condensed benzo, naphtho or other higher aromatic polycyclic condensed ring system including these condensed rings or ring systems in substituted state e.g. an anthraceno or a phenanthreno ring system e.g. as present in a spirodibenzopyran, a spirodinaphthopyran, a spirobenzonaphthopyran, a 1,3,3-trimethylindolinobenzospiropyran, a 1,3,3-trimethylindolinonaphthospiropyran or such spiropyrans containing condensed aromatic nuclei of the anthracene or phenanthrene type. In said spiropyrans the pyran rings, the condensed benzo, the condensed higher aromatic rings as well as the 1,3,3trimethylinodolino ring may be substituted. Suitable substituents therefore are e.g. hydrocarbon groups such as alkyl groups, e.g. lower alkyl groups such as methyl, substituted alkyl groups e.g. halogen, or phenyl substituted alkyl groups, alkylene ester groups e.g. a -CH2-COOC2H5 group, alkylene carboxyl groups e.g. a -CH2-COOH group, carbonamide groups or substituted carbonamide groups e.g. a


    group in which each of R3 and R4 represent an alkyl group or an aryl group e.g. a phenyl group including these groups in substituted form, and R2 represents hydrogen or an organic group e.g. an alkyl group, an aryl group e.g. phenyl group or a heterocyclic group including these groups in substituted form. Preferred sensitizing agents according to the above general formula are acetanilide and acetanilide derivatives. Examples of useful sensitizing agents according to the general formula are listed in the following Table 1.

    wherein: R1 represents an organic group e.g. of the type present in a carboxylic acid chloride e.g. an alkyl group, an aryl group or heterocyclic group including these groups in substituted form, or a -NHR3 or
    In order to illustrate in more details the preparation of the diarylo spiro-pyran compounds and the indolino-arylospiropyran compounds the following preparation receipts are given: Preparation 1 Preparation of 3-methyldi- Beta -naphthospiropyran (compound 2 of Table 2) In a 2 litre three-necked flask, fitted with a reflux condenser and a gas inlet tube reaching nearly the bottom of the flask are introduced:

    The flask is shaken until partial dissolution of the ingredients. Dry hydrogen chloride gas is introduced at a rate, which allows complete absorption and the start of ethanol reflux. Thereupon the already highly blue coloured mixture is cooled down in a mixture of ice and sodium chloride and the introduction of hydrogen chloride gas is continued until saturation. In the reaction mixture green crystals of pyrylium salt are formed and the crystallization is allowed to proceed overnight in a refrigerator. The pyrylium salt formed is separated by suction, is washed with ethanol, and thereupon suspended in 300 ml of ethanol. Whilst stirring a 10 percent by weight aqueous solution of ammonium hydroxide is added until the mixture is definitely alkaline. During this operation the mixture becomes colourless. The obtained crystalline product is separated by suction, washed with water, and dried. Finally the spiropyran compound is recrystallized from 600 ml of benzene, separated again, and dried under reduced pressure at 50*-60*C. Yield: 45 g. Melting point: 204*C. Preparation 2 Preparation of 1,3,3-trimethylindolinobenzopyrylospiran (compound 22 of Table 2) In a 100 ml flask fitted with a reflux condenser the following ingredients are introduced:

    The solution is refluxed for 2 hours, whereupon the mixture is cooled and filtered. Water is added to the filtrate. The solid is then separated by suction, washed with water, and dried in vacuo. The spiran compound is recrystallized from 15 ml of hexane. Yield: 5 g. Melting point: 93*-94*C. For use according to the present invention the compound capable of producing a dye salt with a spiropyran on exposure to activating electromagnetic radiation is preferably an organic polyhalogen compound, from which a halogen-containing radical can be separated photolytically. Compounds possessing this property are within the scope of the following general formula:

    wherein: each of A, B, X, and Y are halogen atoms of the group of chlorine, bromine, or iodine, or wherein one of said groups A, B, X, or Y represents an alkyl group, including a substituted alkyl group e.g. a halogen substituted alkyl group, a hydroxyalkyl group or an aralkyl group e.g. a benzyl group, an aryl group, a substituted aryl group or an aroyl group and the other groups chlorine, bromine, or iodine, or wherein at least two of said groups A, B, X, or Y represent an aromatic acyl group e.g. a benzoyl group and the other groups chlorine, bromine, or iodine. Suitable representatives falling within the scope of the general formula are organic halides such as carbon tetrabromide,

    GROUP IN WHICH EACH OF R3 and R4 represent an alkyl group or an aryl group, and R2 represents hydrogen, or an organic group. This invention relates to photographic recording and reporduction of information and to materials suited therefor. The use of particular spiropyrans in the manufacture of photographic recording materials is known e.g. from the U.S. Pat. No. 2,953,454 of E. Berman - Nat. Cash Reg., issued Sept. 20, 1960. The spiropyrans described therein are characterized as being reversibly transformable into a coloured form by activating electromagnetic energy. In many applications such reversible transformation is not desirable and therefore efforts have been made to obtain a printout colour image, the colour of which does not fade by keeping it in the dark or by a further irradiation with electromagnetic radiation differing in wavelength from the radiation originally applied. In the German Patent Specification No. 1,274,655 filed Dec. 15, 1965 by Telefunken Patentverwertungs G.m.b.H. a recording material has been described by means of which stable print-out dyestuff images can be obtained by using spiropyrans in admixture with a compound that activated with electromagnetic radiation can yield photolytically formed free radicals. The starting substances for these radicals are preferably halogenated organic compounds. The recording materials described in the latter Patent Specification need rather long exposure times with the conventional ultra-violet radiation sources. It is an object of the present invention to provide a method for increasing the photosensitivity of recording materials containing a photosensitive compound that by information-wise exposure to activating electromagnetic radiation yields a dyestuff image by reaction with a spiropyran compound. It is another object of the present invention to provide a method for making visible or intensifying a latent image or barely visible image produced with said spiropyran and photosensitive compound. Said method is called hereinafter ''''optical development'''' for it operates with an overall exposure in the wavelength range of electromagnetic radiation absorbed by dyestuff traces formed in the imaGe-wise exposure. It is a further object of the present invention to provide photographic materials suited for use in said methods. It has now been found that the photosensitivity for forming a directly visible image or optical development sensitivity of a recording material containing in intimate admixture: 1. at least one spiropyran compound, and 2. at least one ultra-violet radiation-sensitive compound capable of producing an exposure to ultraviolet radiation with said spiropyran compound a dyestuff salt, is increased by using in working relationship with said mixture an organic compound being: an amido, acylamino or ureido compound corresponding to the following general formula:

    WHEREIN: R1 represents an organic group of the type present in a carboxylic acid chloride, a -NHR3 or a

    A photographic process wherein a visible image is formed in a recording material which comprises in intimate admixture: 1. AT LEAST ONE SPIROPYRAN COMPOUND, 2. AT LEAST ONE ULTRA-VIOLET RADIATION-SENSITIVE COMPOUND CAPABLE OF PRODUCING ON EXPOSURE WITH ULTRA-VIOLET RADIATION WITH THE SPIROPYRAN COMPOUND A DYE SALT, AND IN WORKING RELATIONSHIP WITH SAID MIXTURE AN ORGANIC COMPOUND, WHICH IS AN AMIDO, ACYLAMINO OR UREIDO COMPOUND CORRESPONDING TO THE FOLLOWING GENERAL FORMULA:
    wherein: R, R1, R''1, R2, R''2, R3 and R''3 represents hydrogen, an aliphatic group including a substituted aliphatic group e.g. a (C1-C20) alkyl group including such an alkyl group in substituted form, more particularly a methyl, ethyl, propyl, amyl, or hexadecyl group or halogen substituted alkyl group, halogen, nitro, hydroxy, an alkoxy or aryloxy group, a phenyl group, or a substituted phenyl group, piperidyl, an alkylene ester group e.g. a -CH2-COOC2H5 group, an alkylene carboxyl group e.g. a -CH2-COOH group, a carbonamide group or a substituted carbonamide group e.g. a

    group, or R1 and R''1 together represent a -(CH2)n-chain wherein n 2 or 3 to link the carbon atoms in the 3 and 3'' positions. Suited spiropyran ompounds and their preparation are described in the published German Patent Applications 1,274,655 filed Dec. 15, 1965 by Telefunken Patentverwertungs G.m.b.H., 1,269,665, 1,286,110, 1,286,111 and 1,286,112 all filed Sept. 30, 1966 by Telefunken Patentverwertungs G.m.b.H., and by W. Dilthey, Berres, Holterkoff, Wubken, J.Pr.Ch. (2) 114, 187 (1926), by C. F. Koelsch and W. R. Workman in J.A.C.S. 74 6288 (1952) and in J.Chem.Soc. (1934), 1571 by I. M. Heilbron and G. F. Howard. Preferred spiropyran compounds are spirodinaphthopyrans and spirobenzonaphthopyrans including such compounds wherein the naphtho- and/or benzo ring(s) is (are) substituted. An illustrative list of particularly useful spiropyran compounds is given in the following Table 2.

    group, halogen, nitro, hydroxy, alkoxy, aryloxy or a substituent linking the carbon atoms in 3,3''-position in the spiropyran system together e.g. a (CH2)n-chain wherein n is 2 or 3. General formulae covering particularly suited spiropyrans are the following: