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    Production of n-substituted amides of ª‡,ª‰-olefinically unsaturated carboxylic acids
    152.
    发明专利
    Production of n-substituted amides of ª‡,ª‰-olefinically unsaturated carboxylic acids 未知

    公开(公告)号：GB980755A

    公开(公告)日：1965-01-20

    申请号：GB1098062

    申请日：1962-03-22

    Applicant: BASF AG

    Inventor： BRANDEIS JOHANN ,  FIKENTSCHER ROLF ,  WILHELM HANS

    IPC: C07C233/16

    Abstract: The invention comprises N-substituted amides of a ,b -olefinically unsaturated carboxylic acids of the general formula wherein R is alkyl, alkenyl, aryl, aralkyl, or aralkenyl, and R1 is hydrogen or alkyl. These compounds may be obtained by reacting the corresponding alcoholic compound in which R is H with an alkylating agent in aqueous alkali solution in equimolar amounts at 0-40 DEG C., or with a halogenating agent in the presence of a N-disubstituted carboxylic acid amide at 10-150 DEG C. and then treating the halogenated compound with an alcohol or phenol in excess at 10-200 DEG C. Alkylating agents specified are dialkyl sulphates, halo-alkyls, and p-toluene sulphonic acid esters. The initial alcoholic compound may be a N-(a -hydroxy-b ,b ,b -trichloroethyl)-amide of acrylic or methacrylic acid. The amides of the invention may also be prepared by reacting a mixture of chloral, an amide of an a ,b -unsaturated carboxylic acid, and an alkylating agent at 40-110 DEG C., preferably in presence of an acid catalyst such as sulphuric acid and, after condensation of the amide with the chloral has occurred, cooling the reaction mixture to 10-40 DEG C. and making the solution alkaline so as to cause the alkylation to occur. When the amides of the invention are obtained by way of the corresponding halogen compounds, the halogenating agent may be thionyl chloride, sulphuryl chloride, phosgene, or a corresponding brominating agent. N-di-methyl formamide, N-methyl pyrrolidone, or tetramethyl urea may be used as catalyst for the halogenation. A polymerization-inhibitor such as 2,6-ditertiarybutyl cresol may be present during the reaction. In examples, the production of N-(a -methoxy-b ,b ,b -trichloroethyl)-acrylamide and the corresponding methacrylamide and a -n-butoxy, and a -allyloxy compounds is described. Other examples describe the production of N-(a -benzoyloxy-b ,b ,b ,-trichloroethyl)-methacrylamide and the corresponding a -isopropyloxy, a -tert.-butyloxy, a -cyclohexyloxy, a -phenoxy, a -o - and p-chlorophenoxy, and a - o ,p - dichloro - phenoxy compounds.

    Simultaneous dyeing and resin finishing of polypropylene textile materials
    157.
    发明专利
    Simultaneous dyeing and resin finishing of polypropylene textile materials 未知

    公开(公告)号：GB952147A

    公开(公告)日：1964-03-11

    申请号：GB1898662

    申请日：1962-05-17

    Applicant: BASF AG

    Inventor： MAHLING DIETER ,  LEUBE HERBERT ,  LANGE GUENTER ,  WEIDINGER HANS ,  LOUIS GERD ,  WILHELM HANS

    IPC: D06P1/00 ,  D06P3/79

    Abstract: Coloured solution or aqueous dispersion polymers are obtained by copolymerization of dyes which contain a polymerizable olefinic group (chromophoric monomers), non-coloured polymerizable compounds which contain groups accessible to condensation or addition reactions as well as olefinic groups (reactive monomers) and, optionally, other known polymerizable compounds (inert monomers). The chromophoric monomers may be derived from dyes of the azo, anthraquinone, triarylmethane, phthalocyanine, phenazine and oxazine series and may contain a group of the formula: wherein R is a hydrogen or halogen atom, a lower alkyl, hydroxyalkyl, cyano, carboxy or carboxylic acid ester group, X is a hydrogen or halogen atom, an alkyl, substituted or unsubstituted aromatic radical and Y a hydrogen or halogen atom or an alkyl group. The polymerizable group may be attached to the dye molecule by way of a phenylene, -C(O)-, -SO2- or -NR1- radical, R1 being a hydrogen atom or an alkyl radical. Numerous suitable inert and reactive monomers are listed. Polymerization may be carried out by bulk, precipitation, emulsion, suspension or solution polymerization. Usual polymerization initiators may be used as well as the usual emulsifiers and protective colloids. The coloured polymers may be applied to textile materials of polypropylene in combination with number of other substances (see Division D2). In the examples copolymers are prepared from (1) butyl acrylate, butanediol monoacrylate, and 2, 4-dichloroaniline-->N-b -acryloylhydroxyethyl-N-ethylaniline in emulsion, (3) butyl acrylate, acrylonitrile, butanediol monoacrylate and 2-amino anisole-4-sulpho-n-butylamide--> N-ethyl-N-b -acryloyloxyethylaniline in emulsion, (4) butyl acrylate ethyl acrylate, N-methylol-methacrylamide and the dye from (1) in emulsion, (6) butyl acrylate, methyl methacrylate, N-methylolmethacryl-amide and N-acryloyl-p-phenylenediamine--> 1-(2-chloro-5-sulphophenyl)-3-methyl-5-pyrazolone in emulsion, (7) butyl acrylate, acrylonitrile, methyl methacrylate, N-methylolmethacrylamide and the dye from (6) in emulsion, (8) butyl acrylate, acrylamide, methyl methacrylate, butanediol monoacrylate and 2, 4-dichloroaniline--> N-ethyl-N-vinyloxy-ethylaniline in ethanol solution and (9) methyl methacrylate, butyl acrylate, acrolein, the dye from (1) in ethanol/toluene solution. Specifications 830,876, 858,183, 875,946 and 877,402 are referred to.ALSO:Textile materials of polypropylene are coated with solutions or aqueous dispersions of a coloured polymer obtainable by copolymerization of chromophoric monomers (i.e. dyes which contain a polymerizable olefinic group) with uncoloured polymerizable compounds at least some of which also contain groups capable of entering into cross-linking reactions (reactive monomers), and cross-linking the copolymers after application either alone or with the aid of suitable bi- or poly-functional compounds. The chromophoric monomers may be based on dyes of the azo, anthraquinone, triarylmethane, phthalocyamine, phenazine and oxazine series which contain a polymerizable group of the formula in which R is a hydrogen or halogen atom, a lower alkyl, hydroxyalkyl, cyano, carboxy or carboxylic acid ester group, X is a hydrogen or halogen atom, an alkyl or a substituted or unsubstituted aromatic radical and Y is a hydrogen or halogen atom or an alkyl group and in which the polymerizable group is attached to the dyestuff molecule by way of a phenylene, -C(O)-, -SO2- or -NR1-radical where R1 is a hydrogen atom or an alkyl group. Numerous reactive and inert monomers are specified as are suitable cross-linking agents which include hexamethylenediisocyanate and its bisulphite compound, N,N1-dimethylol - butanediol - 1,4 - diurethane, tetramethylolacetylene - tetramethylolacetyleneurea and its tetrabutyl ether. Cross-linking without a cross-linking agent may be accomplished by raising the temperature or changing the pH. Numerous suitable catalysts are specified. The cross-linking agents and/or catalysts may be applied before, after or with the coloured copolymer. The coated fabric may be dried and heated to 110-200 DEG C. to effect the cross-linking. The coloured copolymers may also be used together with other resins, e.g. aminoplasts and water-soluble natural, synthetic and semi-synthetic substances such as starches, cellulose ethers, vegetable gums and polymers of carboxylic acids or their salts or amides. Non-woven fabrics of polypropylene may be prepared with the present copolymers which then act as binding agent and dye. With the aid of embossing rollers or graining presses artificial leathers may be prepared. Specifications 830,876, 858,183, 875,946 and 877,402 are referred to.ALSO:Textile materials of polypropylene are simultaneously dyed and finished by treatment with solutions or aqueous dispersions of a coloured polymer obtainable by copolymerization of chromophoric monomers (i.e. dyes which contain a polymerizable olefinic group) with uncoloured polymerizable compounds at least some of which also contain groups capable of entering into cross-linking reactions (reactive monomers), and cross-linking the copolymers after application either alone or with the aid of suitable bi- or poly-functional compounds. The chromophoric monomers may be based on dyes of the azo, anthraquinone, triarylmethane, pthalocyamine, phenazine and oxazine series which contain a polymerizable group of the formula in which R is a hydrogen or halogen atom, a lower alkyl, hydroxyalkyl, cyano, carboxy or carboxylic acid ester group, X is a hydrogen or halogen atom, an alkyl or a substituted or unsubstituted aromatic radical and Y is a hydrogen or halogen atom or an alkyl group and in which the polymerizable group is attached to the dye-stuff molecule by way of a phenylene, -C(0)-, -SO2- or -NR1- radical where R1 is a hydrogen atom or an alkyl group. Numerous reactive and inert monomers are specified as are suitable cross-linking agents which include hexamethylenediisocyanate and its bisulphite compound, N, N1 -dimethylol-butanediol-1, 4-diurethane, tetramethylolacetyleneurea and its tetrabutyl ether. Cross-linking without a cross-linking agent may be accomplished by raising the temperature or changing the pH. Numerous suitable catalysts are specified. The cross-linking agents and/or catalysts may be applied before, after or with the coloured copolymer. The impregnated fabric may be dried and heated to 110-200 DEG C. to effect the cross-linking. The coloured copolymers may also be used together with other textile finishes, e.g. aminoplasts and water-soluble natural, synthetic and semi-synthetic substances such as starches, cellulose ethers, vegetable gums and polymers of carboxylic acids or their salts or amids. Examples are given. Non-woven fabrics of polypropylene may be prepared with the present copolymers which act as binding agent and dye. With the aid of embossing rollers or graining presses artificial leathers may be prepared. Specifications 830,876, 858,183, 875,946 and 877,402 are referred to.

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