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    Disperse azo dyes containing N-phenoxyalkyleneanilines as coupling components
    1.
    发明授权
    Disperse azo dyes containing N-phenoxyalkyleneanilines as coupling components 失效
    分散含有N-苯氧基亚烷基苯胺的偶氮染料作为偶联组分

    公开(公告)号：US4910299A

    公开(公告)日：1990-03-20

    申请号：US127813

    申请日：1987-12-02

    申请人： Angelo D. Casa ,  Peter Liechti ,  Max Dempfle

    发明人： Angelo D. Casa ,  Peter Liechti ,  Max Dempfle

    IPC分类号： C09B31/02 ,  C09B33/02 ,  C09B43/28

    CPC分类号： C09B43/28 ,  C09B33/02 ,  Y10S534/01

    摘要： Disperse dyes suitable for dyeing textile material composed of polyester dyes of the formula ##STR1## in which D is the radical of a substituted or unsubstituted, homocyclic or heterocyclic diazo component belonging to the series comprising thienyl, thiazolyl, isothiazolyl, 1,2,4-thiadiazolyl, 1,3,4-thiadiazolyl, benzothiazolyl, benzoisothiazolyl, pyrazolyl, imidazolyl or phenyl,X is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, acylamino, halogen or a group of the formula -NH-CO-NHQ in which Q is hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl,Y is hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.4 -alkoxy,R is hydrogen, C.sub.1 -C.sub.12 -alkyl, C.sub.2 -C.sub.12 -alkenyl or phenyl, or Y and R, together with the nitrogen atom and the two C atoms linking them, form a 5-membered ring or 6-membered ring,B is a l inear or branched C.sub.2 -C.sub.6 -alkylene radical,W is halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy,Z is halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or nitro and m and n are each, 0, 1, 2 or 3.

    摘要翻译： 适用于染色纺织材料的分散染料，其由式（1）的聚酯染料组成，其中D是属于包含噻吩基，噻唑基，异噻唑基，异噻唑基，异噻唑基， 2,4-噻二唑基，1,3,4-噻二唑基，苯并噻唑基，苯并异噻唑基，吡唑基，咪唑基或苯基，X是氢，C1-C4-烷基，C1-C4-烷氧基，酰氨基，卤素或式 - NH-CO-NHQ，其中Q是氢，C1-C4-烷基或苯基，Y是氢，卤素，C1-C4-烷基，C1-C4-烷氧基，C1-C4-烷氧基-C1-C4-烷基或C1 C 1-4烷氧基-C 1 -C 4 - 烷氧基，R 2为氢，C 1 -C 12烷基，C 2 -C 12 - 烯基或苯基，或Y和R与氮原子和连接它们的两个C原子一起形成5 B是不饱和的或支链的C 2 -C 6亚烷基，W是卤素，C 1 -C 4 - 烷基或C 1 -C 4 - 烷氧基，Z是卤素，C 1 -C 4 - 烷基，C 1 -C 4 - C4烷氧基或硝基，m和n分别为0,1,2或3。

    N-phenoxyalkylene anilines as coupling components
    3.
    发明授权
    N-phenoxyalkylene anilines as coupling components 失效
    N-苯氧亚烷基苯胺作为偶联组分

    公开(公告)号：US5037967A

    公开(公告)日：1991-08-06

    申请号：US433072

    申请日：1989-11-07

    申请人： Angelo D. Casa ,  Peter Liechti ,  Max Dempfle

    发明人： Angelo D. Casa ,  Peter Liechti ,  Max Dempfle

    IPC分类号： C09B31/02 ,  C09B33/02 ,  C09B43/28

    CPC分类号： C09B43/28 ,  C09B33/02 ,  Y10S534/01

    摘要： Disperse dyes containing a monoazo coupling component of the formula ##STR1## in which X is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, acylamino, halogen or a group of the formula --NH--CO--NHQ in which Q is hydrogen, C.sub.1 -C.sub.4 alkyl or phenyl,Y is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkoxy,R is hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.2 -C.sub.12 alkenyl or phenyl, or Y and R, together with the nitrogen atom and the two C atoms linking them, form a 5-membered or 6-membered ring,B is a linear or branched C.sub.2 -C.sub.6 alkylene radical,W is halogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy,Z is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or nitro andm and n are each 0, 1, 2 or 3.

    Disperse dyes containing a tricyanovinyl grouping bonded to a N,N-disubstituted aniline
    7.
    发明授权
    Disperse dyes containing a tricyanovinyl grouping bonded to a N,N-disubstituted aniline 失效
    分散染料含有结合到N，N-二取代苯胺上的三氰基乙烯基

    公开(公告)号：US4992558A

    公开(公告)日：1991-02-12

    申请号：US376790

    申请日：1989-07-07

    申请人： Peter Liechti ,  Antoine Clement

    发明人： Peter Liechti ,  Antoine Clement

    IPC分类号： C09B23/00 ,  C09B23/14 ,  D06P3/36

    CPC分类号： C09B23/143

    摘要： Novel disperse dyes particularly suitable for dyeing textile material made of polyester fibers, said dyes being of the formula ##STR1## wherein X is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen,Y is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkoxy,R is hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.2 -C.sub.12 alkenyl or phenyl, or Y and R, when taken together with the nitrogen atom and the two carbon atoms linking them, form a 5- or 6-membered ring,B is straight-chain or branched C.sub.2 -C.sub.6 alkylene,A is a radical of formula ##STR2## in which W is C.sub.1 -C.sub.9 alkyl, C.sub.5 -C.sub.7 cycloalkyl, phenyl, halogen or C.sub.1 -C.sub.4 alkoxy,n is 0, 1, 2, or 3,Q is hydrogen or C.sub.1 -C.sub.4 alkyl,V is halogen, andm is 0, 1, 2, 3 or 4.

    摘要翻译： 特别适用于染色由聚酯纤维制成的纺织材料的新型分散染料，所述染料具有式（1）其中X是氢，C 1 -C 4烷基，C 1 -C 4烷氧基或卤素，Y是氢，卤素，C 1 -C 4烷基 ，C 1 -C 4烷氧基，C 1 -C 4烷氧基-C 1 -C 4烷基或C 1 -C 4烷氧基-C 1 -C 4烷氧基，R为氢，C 1 -C 12烷基，C 2 -C 12烯基或苯基，或Y和R与氮原子一起 连接它们的碳原子形成5-或6-元环，B是直链或支链C 2 -C 6亚烷基，A是式（2）的基团（3）或图像（4） ）其中W是C 1 -C 9烷基，C 5 -C 7环烷基，苯基，卤素或C 1 -C 4烷氧基，n是0,1,2或3，Q是氢或C 1 -C 4烷基，V是卤素，m是0,1 ，2,3或4。

    Aromatic compounds containing ethylene double bonds, processes for their manufacture and use
    9.
    发明授权
    Aromatic compounds containing ethylene double bonds, processes for their manufacture and use 失效
    含有乙烯双键的芳族化合物，其制造和使用的方法

    公开(公告)号：US3991049A

    公开(公告)日：1976-11-09

    申请号：US506663

    申请日：1974-09-16

    申请人： Adolf Emil Siegrist ,  Peter Liechti ,  Hans Rudolf Meyer ,  Kurt Weber

    发明人： Adolf Emil Siegrist ,  Peter Liechti ,  Hans Rudolf Meyer ,  Kurt Weber

    IPC分类号： C07C2/86 ,  C07C17/26 ,  C07C41/30 ,  C07C43/215 ,  C07C63/66 ,  C07D213/06 ,  C07D213/16 ,  C07D213/30 ,  C07D317/50 ,  C07D317/54 ,  C07D333/08 ,  C07D333/16 ,  C08K5/00 ,  C09B23/14 ,  C07C25/18

    CPC分类号： C07D213/16 ,  C07C17/263 ,  C07C2/86 ,  C07C41/30 ,  C07C63/66 ,  C07D213/06 ,  C07D213/30 ,  C07D317/50 ,  C07D317/54 ,  C07D333/08 ,  C07D333/16 ,  C08K5/0041 ,  C09B23/141 ,  C09B23/148 ,  C07C2103/24 ,  C07C2103/26 ,  C07C2103/50

    摘要： The invention provides a new process for the manufacture of aromatic compounds which at least once contain a benzene ring of an aromatic carbocyclic ring system bonded by an ethylene double bond in conjugation with a further aromatic ring system, i.e. contain the stilbene skeleton or stilbene analogon as central structural element, as well as certain classes of new compounds of this type. The process is characterized by the reaction of a Schiff base of an aromatic aldehyde with an aromatic carbocyclic six-membered ring compound which contains one to four methyl groups bonded to ring carbon atoms of a benzene ring, which furthermore contains aromatic rings which are exclusively six-membered carbocyclic rings, and wherein those benzene rings whose methyl groups are to be caused to react are free of other substituents which contain atoms which are replaceable by alkali metal. The reaction is carried out in the presence of (a) a strongly basic alkali compound and (b) an N-dialkyl-acylamide as solvent. The compounds obtainable according to this process show a marked fluorescence emission and therefore are suitable for all purposes where fluorescence properties are used, as for instance optical brighteners, scintillators fluorescence dyes, etc.

    摘要翻译： 本发明提供了一种制备芳族化合物的新方法，所述芳族化合物至少一次含有通过乙烯双键与另外的芳族环系统共轭的芳族碳环系统的苯环，即含有二苯乙烯骨架或1,2-二苯乙烯类似物作为 中心结构元素，以及某些类型的这类新化合物。 该方法的特征在于芳族醛的席夫碱与芳族碳环六元环化合物的反应，所述芳族碳环六元环化合物含有与苯环的环碳原子键合的一至四个甲基，其还包含仅六个芳环的芳环 并且其中要使甲基反应的那些苯环不含有可被碱金属替代的原子的其它取代基。 反应在（a）强碱性碱性化合物和（b）N-二烷基 - 酰基酰胺作为溶剂的存在下进行。 根据该方法可获得的化合物显示出显着的荧光发射，因此适用于所有使用荧光性质的目的，例如荧光增白剂，闪烁体荧光染料等。

    Bis-oxazoles
    10.
    发明授权
    Bis-oxazoles 失效
    BIS-OXAZOLES

    公开(公告)号：US3687880A

    公开(公告)日：1972-08-29

    申请号：US3687880D

    申请日：1964-08-24

    申请人： SIEGRIST ADOLF E ,  ERWIN MAEDER ,  PETER LIECHTI ,  LEONARDO GUGLIELMETTI

    发明人： SIEGRIST ADOLF EMIL ,  MAEDER ERWIN ,  LIECHTI PETER ,  GUGLIELMETTI LEONARDO

    IPC分类号： C01B31/30 ,  C07D263/62 ,  C07D263/64 ,  C08K5/35 ,  C09B23/14 ,  H01J37/32 ,  C07D85/48

    CPC分类号： C07D263/64 ,  B82Y30/00 ,  C01B32/90 ,  C01P2002/77 ,  C01P2004/50 ,  C01P2004/62 ,  C01P2004/64 ,  C01P2006/10 ,  C01P2006/12 ,  C08K5/35 ,  C09B23/14 ,  H01J37/32055

    摘要： Alternatively, the new bis-oxazoles may also be prepared by reacting at least one ortho-hydroxyamino compound in the molecular ratio of 2:1 with a para-carboxycinnamic acid of the formula (13) HOOC - HC = CH - R - COOH, (where R has the meaning indicated above) at an elevated temperature, for example at 120* to 260* C and preferably in the presence of a catalyst, especially boric acid, using ortho-hydroxyamino compounds of the formulas where A1 and A2 each represents a possibly substituted benzene radical. This process, which is preferably used for manufacturing compounds of the formula (1) where A1 and A2 are identical, may be represented schematically by the following formulas

    The new bis-oxazoles of the general formula (1) are valuable products suitable, for example, as intermediates for the manufacture of dyestuffs and optical brighteners, as scintillators for ultraviolet light, as sensitizers for various photographic purposes, such as electrophotographic reproduction or for supersensitizing. In the form of finely disperse solutions the new bis-oxazoles of the composition defined above display a more or less distinct fluorescence and may be used above all for optically brightening a wide variety of organic materials. Good results are obtained, for example, in brightening acrylic resin lacquers, alkyd resin lacquers, cellulose ester lacquers, for example acetylcellulose lacquers or nitrocellulose lacquers. The new bis-oxazoles are especially suitable for optically brightening synthetic fibers, for example from cellulose esters such as cellulose propionate or acetylcellulose (cellulose diacetate or triacetate; acetate rayon), from polyamides (for example nylon) and especially those from polyesters or from polyolefines such as polyethylene and polypropylene, as well as films, foils, ribbons or shaped articles from these materials or other materials such as polystyrene, polyvinyl cHloride, polyvinylidene chloride, polyvinyl alcohol or polyvinyl esters of organic acids, for example polyvinyl acetate. The new bis-oxazoles may also be used for brightening natural fibers, such, for example, as cotton and wool. If the present process is to be used for optically brightening fibers - which may be in the form of staple fibers or filaments, in the crude state or in the form of hanks or woven fabrics - it is advantageously carried out in an aqueous medium in which the compounds concerned are suspended. If desired, the treating liquors may further contain a dispersant, for example soaps, polyglycol ethers of fatty alcohols, fatty amines or alkylphenols, cellulose sulfite waste liquor or condensation products of formaldehyde with (possibly alkylated) naphthalenesulfonic acids. It has been found to be especially advantageous to work in a neutral, weakly alkaline or acid bath. Likewise, it is advantageous to perform the treatment at an elevated temperature from about 50* to 100* C for example at the boiling temperature of the bath or near it (at about 90* C). The improvement according to this invention can also be achieved with solutions in organic solvents. The new bis-oxazoles to be used in the present process may also be added to, or incorporated with, the materials before or during their shaping. Thus, they may be added to the moulding compositions used for the manufacture of films, foils, ribbons or shaped articles, or they may be dissolved or finely dispersed in the spinning mass before spinning. The new brighteners may also be added to the reaction mixtures before or during the polycondensation leading, for example, to polyamides or polyesters, or before or during the polymerization of monomers, for example vinyl acetate or styrene, to the polymerization masses. The new bis-oxazoles are distinguished by their especially good thermostability. The proportion of the new bis-oxazoles to be used, referred to the weight of the material to be optically brightened, may vary within wide limits. Even a very small amount, in certain cases for instance as little as 0.01%, may produce a distinct and durable effect. It is, however, also possible to use an amount of up to about 1%. The new bis-oxazoles may be used as brighteners also as follows: a. In admixture with dyestuffs or pigments or as additives to dyebaths, or printing, discharge or resist pastes. Furthermore also for after-treating dyeings, prints or discharge effects. b. In admixture with chemical bleaches or as additives to bleaching baths. c. In admixture with dressing agents such as starch or synthetic dressings. The products of this invention may also be used with advantage to produce a crease-resistant finish by adding them to the liquors used for this purpose. d. In combination with detergents. The detergents and brighteners may be added to the washing liquors separately. It is also of advantage to use detergents that as such contain the brightener. Suitable detergents are, for example, soaps, salts of sulfonate detergents, for example of sulfonated benzimidazoles substituted on the two-carbon atom by higher alkyl radicals; also salts of monocarboxylic acid esters of the 4-sulfophthalic acid with higher fatty alcohols; also salts of fatty alcohol sulfonates, alkyl-aryl-sulfonic acids or condensation products of higher fatty acids with aliphatic hydroxysulfonic or aminosulfonic acids. Furthermore, there may be used nonionic detergents, for example polyglycol ethers derived from ethylene oxide and higher fatty alcohols, alkylphenols or fatty amines. If the present process is combined with other treatment or improving operations, the combined treatment is advantageously carried out with the aid of suitable preparations. These stable preparations contain compounds of the above formula (1) as well as dispersants, detergents, dyestuffs, pigmentS or dressing agents. The compounds of the above formula (1) may also be used after having been fixed on a finely dispersed vehicle. Parts and percentages in the following Examples are by weight unless otherwise indicated.
    The invention concerns novel bis-azoles of the general formula WHEREIN R is a para-phenylene radical which may be substituted and A1 and A2 are benzo radicals which may be substituted. 1 The present invention provide new, valuable bis-oxazoles of the general formula WHERE R represents a para-phenylene radical which may be substituted, and A1 and A2 are identical or different and each represents a benzene radical which may be substituted and is condensed with the oxazole ring in the manner indicated by the valency lines. From among these new bis-oxazoles of the formula (1) there may be mentioned, for example, those of the formula WHERE X1 and X3 are identical or different and each represents a hydrogen atom, a halogen atom such as chlorine or fluorine, a phenyl group, a saturated non-aromatic hydrocarbon radical containing up to 12 carbon atoms, a phenylalkyl group, a cyanoalkyl, carboxyalkyl or carbalkoxyalkyl group containing up to 12 carbon atoms, such as cyanoethyl, cyanopropyl, carboxyethyl, carboxypropyl or carbomethoxyethyl, or a carboxylic acid, carboxylic acid ester, carboxylic acid amide or carboxylic acid hydrazide group, and X2 and X4 are identical or different and each represents a hydrogen atom or an alkyl group containing one to four carbon atoms, and X1 and X2 and/or X3 and X4 together with two vicinal carbon atoms of the benzene ring may also form a six-membered alicycle, and X5 stands for a hydrogen atom, a halogen atom, more especially chlorine, or an alkyl group containing one to four carbon atoms. Saturated non-aromatic hydrocarbon radicals containing up to 12 carbon atoms are the linear or branched alkyl groups of the formula (3) -CnH2n 1 where n is a whole positive number from one to 12; furthermore cycloalkyl groups, more especially cyclohexyl; particularly suitable aralkyl radicals are, for example, phenylalkyl radicals of the formula WHERE M 1, 2 OR 3, AND ABOVE ALL PHENYLALKYL RADICALS OF THE FORMULA WHERE W1 and W2 are identical or different and each represents a hydrogen atom or a methyl group. From among the new bis-oxazoles of the composition defined above there may be especially mentioned those of the formula WHERE X6 and X7 are identical or different and each represents a hydrogen or halogen atom, a phenyl or phenylalkyl group, a saturated non-aromatic hydrocarbon radical containing up to 12 carbon atoms, a cyanoalkyl, carboxyalkyl or carbalkoxyalkyl group containing up to 12 carbon atoms, or a carboxylic, carboxylic acid alkyl ester, carboxylic acid amide or carboxylic acid hydrazide group; furthermore the compounds of the formula WHERE ONE OF THE TWO SYMBOLS X8 and X9 represents a branched alkyl group containing three to 12, preferably four to eight, carbon atoms and the other is a hydrogen atom, a halogen atom especially chlorine, a linear or branched alkyl group containing up to 12 carbon atoms such as methyl, ethyl, isopropyl or tertiary butyl or phenyl group; and finally the bis-oxazoles of the formula where one of the two symbols X10 and X11 represents a carboxyl group, a carboxylic acid alkyl ester group containing preferably two to nine carbon atoms, or a carboxylic acid amide group and the other represents a hydrogen atom, a lower alkyl group containing one to four carbon atoms such as methyl or tertiary butyl, or a carboxyl group, a carboxylic acid alkyl ester group containing preferably two to nine carbon atoms or a carboxylic acid amide group. The new bis-oxazoles of the formula (1) can be prepared by known methods. According to one manufacturing process, for example, 1 mol of a para-carboxybenzaldehyde of the formula - where R represents a possibly substituted para-phenylene raidcal-is condensed with 1 mol of a 2-methylbenzoxazole of the formula (where A1 has the same meaning as in formula (1)) to form a carboxylic acid of the formula and then 1 mol of this carboxylic acid of the formula (11) is reacted with 1 mol of an ortho-hydroxyamino compound of the formula (where A2 represents a possibly substituted benzene radical) at an elevated temperature, for example at 120* to 260* C and preferably in the presence of a catalyst, especially boric acid. The two-stage process referred to above, which is particularly suitable for the manufacture of compounds in which the two benzoxazolyl radicals carry different substituents, may be represented by the following scheme of formulas:

    摘要翻译： 本发明涉及通式为新颖的双唑，其中R是可以被取代的对亚苯基，A1和A2是可被取代的苯并基。