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    Improvements in the production of 2,5-diarylamino-3,6-dihydroterephthalic acid esters
    3.
    发明专利
    Improvements in the production of 2,5-diarylamino-3,6-dihydroterephthalic acid esters 未知

    公开(公告)号：GB866762A

    公开(公告)日：1961-05-03

    申请号：GB3059559

    申请日：1959-09-08

    Applicant: BASF AG

    Inventor： DEUSCHEL WERNER

    IPC: C09B48/00

    Abstract: In a process for the production of esters of 2,5-diarylamino - 3,6-dihydroterephthalic acid wherein an ester of succinic acid is treated with an alkali metal alcoholate to give an alkali metal salt of an ester of succinylosuccinic acid, which is acidified to form the free ester and condensed with the appropriate arylamino compound, the first stage of the process is carried out in a solvent comprising a dialkylamide of a carboxylic acid such as dimethylformamide or diethylacetamide, or a N-alkyl lactam such as N-methyl-pyrrolidone, or N-methylpiperidone. The subsequent stages of the process may be carried out in the same solvent as the first stage. The product of the process may be converted into the corresponding 2,5-diarylamino-terephthalic acid by dehydrogenation and saponification. In example 1, a suspension of sodium methylate in N-methyl-pyrrolidone is stirred into diethyl succinate, and the mixture is heated at 110 DEG C. for about 8 hours in an atmosphere of nitrogen. A mixture of aniline and aniline-hydrochloride is then added, and the mixture is maintained at 120 DEG C. for 1 1/2 hours. Water is then added in small portions whereupon crystals of the diethyl ester of 2,5-dianilino-3,6-dihydroterephthalic acid are precipitated. This ester can be converted, without separating it from the pyrrolidone solution, into 2,5-dianilinoterephthalic acid by heating the solution with an aqueous alkaline solution of the sodium salt of meta-nitrobenzenesulphonic acid. The mixture is then diluted with water and acidified in order to precipitate the 2,5-dianilinoterephthalic acid. The following amines may also be condensed with the ester of succinylosuccinic acid:- p-toluidine, o- and p-chloraniline, 2,5-, 2,4, and 3,4-dichloroaniline, p-anisidine, alpha-naphthylamine, and o-, m- and p-aminobenzoic acids. Specifications 742,949 and 751,035 are referred to.

    Dyebaths and printing pastes
    5.
    发明专利
    Dyebaths and printing pastes 未知

    公开(公告)号：GB962860A

    公开(公告)日：1964-07-08

    申请号：GB2774262

    申请日：1962-07-19

    Applicant: BASF AG

    Inventor： VILSMEIER WOLFGANG ,  DEUSCHEL WERNER

    IPC: C09B67/32

    Abstract: Fluorobins of formula in which R1 and R2 are H, halogen, alkyl or alkoxy and rings A and/or E may have further fused rings are quaternized on one or more ring nitrogen atoms by heating at 150-200 DEG C. with alkyl- or aryl-sulphonic acid esters or other alkylating, cycloalkylating or aralkylating agents such as dialkyl sulphates or p-toluene-sulphonates, with or without addition of an inert diluent. Specified compounds are fluorobin and 2,9(10)-dichloro-, -dimethyl- or -dimethoxy-fluorobins quaternized with dimethyl sulphate; and fluorobin and 2,3,9,10-dibenzofluorubin quaternized with diethyl sulphate. U.S.A. Specification 2,495,202 is referred to.ALSO:Cotton materials mordanted with tannic acid, leather and acrylonitrite polymers are dyed or printed with a composition characterised by the presence of a fluorubin of formula which is quaternised with alkylating, cycloalkylating or aralkylating agents on one or more ring nitrogen atoms and in which R1 and R2 are H, halogen, alkoxy or alkyl; rings A and/or E may have further fused rings. Other specified ingredients of dyebaths are sperm oil alcohol/80 mols ethylene oxide reaction product, acetic acid and optionally (a) sodium sulphate, sodium bicarbonate, sodium chloride, potassium bromide or potassium iodide, or (b) tannic or phosphotungstic acid; sulphonated sperm oil alcohols and quaternary amines of palm oil are also mentioned. Other specified ingredients of printing pastes are crystal gum thickening, thiodiethylene glycol, tartaric acid, and sodium sulphate, acetic acid and the sodium salt of the sulphate of sperm oil alcohol/80 moles ethylene oxide reaction product. U.S.A. Specification 2,495,202 is referred to.

    Process for the production of fluorubin
    6.
    发明专利
    Process for the production of fluorubin 未知

    公开(公告)号：GB926245A

    公开(公告)日：1963-05-15

    申请号：GB3133961

    申请日：1961-08-31

    Applicant: BASF AG

    Inventor： DEUSCHEL WERNER ,  RIEDEL GUENTHER

    IPC: C09B57/00

    Abstract: 2-Amino-3-chloro-quinoxaline is made by passing dry ammonia gas through 2:3-dichloroquinoxaline in N-methylpyrrolidone at 140-143 DEG C. 2-Amino-3:6-dichloroquinoxaline is similarly prepared from 2:3:6-trichloroquinoxaline.ALSO:Fluorubin and its substitution products containing halogen atoms and/or alkyl radicals of 1 to 4 carbon atoms in the 1 to 4 and 8 to 11 positions are made by heating 2-amino-3-chloroquinoxaline or an appropriate substitution product thereof to a temperature from 140 DEG to 300 DEG C. An organic solvent such as dimethyl formamide, N-methyl- or N-ethyl-pyrrolidone-(2) or -piperidone-(2), di- or tri-chlorobenzene, nitrobenzene, methylnaphthalene, diphenyl or diphenyl oxide and an acid-binding agent such as sodium or potassium carbonate may be present. The 2-amino-3-chloroquinoxaline may be formed from 2:3-dichloroquinoxaline and heated in situ. Examples are given. The products are yellow pigments for varnishes and printing inks.

    Pigment dyes
    7.
    发明专利
    Pigment dyes 未知

    公开(公告)号：GB970471A

    公开(公告)日：1964-09-23

    申请号：GB4315560

    申请日：1960-12-15

    Applicant: BASF AG

    Inventor： RIEDEL GUENTHER ,  DEUSCHEL WERNER

    IPC: C07D513/04 ,  C07D513/14 ,  C08K5/3465 ,  C09B5/24 ,  C09B17/00 ,  C09B57/00 ,  C09B67/00

    Abstract: Plaster of Paris and cement are coloured by incorporating a reddish-yellow pigment of the formula wherein X is NH, R1 is Cl and R2 is H.ALSO:In examples, a yellow pigment of the formula wherein X is NH is (2) ground with nitrocellulose, dibutyl phthalate and an ethyl alcohol/ethyl glycol mixture to form a printing colour; (3) mixed with a lacquer made from nitrocellulose, dibutyl phthalate, benzyl butyl phthalate, the product obtained by reacting cyclohexanone with sodium hydroxide, butyl acetate, methyl acetate and toluene; (4) mixed with polystyrene or polyethylene and homogenized by extrusion; and (5) mixed with a rubber mixture containing pale crepe rubber, sulphur, stearic acid, 2-mercaptobenzothiazole, hexamethylene tetramine, zinc oxide chalk and titanium dioxide and the mix vulcanized.ALSO:The invention comprises pigments of the general formula in which X is NH or O and which may be substituted by alkyl, alkoxy and/or halogen and in which the rings A and/or E may be fused with a further benzene ring, having a mean particle size in the range of from 0.02 to 1 micron. The pigments are made by reacting 2 : 3-dichlorquinoxalines with 2 : 3-diamino quinoxalines or 2 : 3-aminohydroxy quinoxalines followed if necessary by a particle-size reduction treatment such as acid-pasting and/or salt-milling in the presence or absence of water or solvents. The pigments colour a variety of materials in yellow shades. In examples (1) a yellow printing ink is made by grinding together aluminium hydroxide and a linseed oil varnish with a pigment of the above formula carrying no substituents or fused rings and wherein X is NH (fluorubin); and (6) a yellow wallpaper colour is made by adding a paste of the same pigment to a mixture of heavy spar, aluminium sulphate and sodium carbonate in water, adding a barium chloride solution and mixing the precipitate obtained with glue solution.

    Production of 3-chlorquinoxalines substituted in 2-position by amino nitrogen, aryl sulphonamido groups aryloxy groups or arylthio groups
    8.
    发明专利
    Production of 3-chlorquinoxalines substituted in 2-position by amino nitrogen, aryl sulphonamido groups aryloxy groups or arylthio groups 未知

    公开(公告)号：GB963036A

    公开(公告)日：1964-07-08

    申请号：GB2737861

    申请日：1961-07-28

    Applicant: BASF AG

    Inventor： DEUSCHEL WERNER ,  RIEDEL GUENTHER

    IPC: C07D241/44

    Abstract: 2, 3 dichloroquinozalines are reacted, in the presence of an N di alkyl carboxylic acid amide (including an N-alkyl-lactam) which is liquid under the conditions chosen, with ammonia, an amine having at least one hydrogen atom on nitrogen, an aryl sulphonamide, a hydroxy aryl or aryl mercapto compound to give a 3 chloroquinozaline substituted in the 2-position by an amino, sulphonamide, aryloxy or arylthio group. The product has the general formula in which R1, R2, R3 and R4 are hydrogen, alkyl, alkoxy and/or halogen, or two of these radicles which are adjacent form a carboxylic ring with the benzene ring of the quinoxaline and R is amino (which may be substituted) arylsulphonamide, aryloxy or arylthio. In examples the preparation of 2-amino-6 [chloro, methyl or methoxyl] 3 chloroquinoxalines 2-(p nitroanilino)-2-(pmethyl anilino)-, 2-(p chloranilino)-2 (N methyl anilino) 2-(p methylphenoxy)-, 2-(p chlorophenoxy)-, 2-(p nitrophenoxy)-, and 2(p toluene sulphonamido)-3 chloroquinoxalines is given. A mixture of solvents together with other solvents can be used, and are specified. Products of the above formula, except those having R as amino or substituted amino, are claimed as novel.

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