Bis-oxalic acid ester amides for use as stabilisers
    2.
    发明授权
    Bis-oxalic acid ester amides for use as stabilisers 失效
    用作稳定剂的双酚A酸酯酯

    公开(公告)号:US3843716A

    公开(公告)日:1974-10-22

    申请号:US18221571

    申请日:1971-09-20

    Applicant: CIBA GEIGY AG

    Abstract: Bis-oxalic acid amide esters of the formula A5-O-CO-CO-NH-W2-NHCO-CO-O-A5 in which A5 represents an alkyl group containing 7 to 18 carbon atoms, a phenylalkyl group whose alkyl residue contains 1 to 4 carbon atoms, an alkoxyalkyl group containing 1 to 8 carbon atoms and 1 to 3 oxygen bridges, an ally group or a cyclohexyl group, and W2 represents a 1,3- or 1,4-phenylene group, a 4,4''diphenylene group, a 1,4- or 1,5-naphthylene group or a group

    IN WHICH X2 is a bridge member -SO2- or a linear or branched alkylene group containing 1 to 4 carbon atoms, and phenylene nuclei of the said groupings may contain one or two substituents Z2, Z2 being an alkyl or alkoxy group containing 1 to 4 carbon atoms or a halogen atom, and m 0, 1 or 2. In connection with these and the preceding formulae it should also be said that the alkyl groups mentioned may be branched so that compounds thus constituted may be particularly valuable in certain cases.

    8.
    发明专利
    未知

    公开(公告)号:SE346770B

    公开(公告)日:1972-07-17

    申请号:SE164167

    申请日:1967-02-06

    Applicant: CIBA GEIGY AG

    Abstract: 1,170,115. Sunscreen compositions. CIBA Ltd. 26 Jan., 1967 [7 Feb., 1966], No. 4023/67. Heading A5B. [Also in Divisions C2, C3 and C5] A cosmetic composition capable of absorbing ultraviolet radiation comprises an inert physiologically acceptable carrier for topical application and an oxalic acid ester amide of the formula in which X is a substituted or unsubstituted C 1-18 alkyl, alkenyl, aralkyl or aliphatic or aromatic acyl group; Y is a C 1-12 alkyl, halogenalkyl, phenyl, nitrile, nitro, alkylamino, phenylalkyl group whose alkyl residue is C 1-4 sulphonic acid or sulphonamide group or halogen atom or in which two ortho-positioned Y residues together form a fused-on six-membered aromatic carbon ring, and R is a C 1-18 alkyl, C 1-6 alkoxy-alkyl, benzyl, a phenyl group which may be substituted by OH or C 1-8 alkyl, a cyclohexyl or a furylmethyl group and u and v=0, 1 or 2 and n+v=1 to 3. In examples a cosmetic sunburn preparation comprises (10) cetyl alcohol, stearyl alcohol, sodium lauryl sulphate, polyethylene glycol distearate, diethylene glycol monostearate, isopropyl myristates, paraffin oil, polyethylene glycol, phydroxybenzoic acid methyl ester, water and a compound of formula respectively; and (11) a compound of formula (19), (27) respectively.

    10.
    发明专利
    未知

    公开(公告)号:SE340079B

    公开(公告)日:1971-11-08

    申请号:SE1364464

    申请日:1964-11-12

    Applicant: CIBA GEIGY AG

    Abstract: Bis-oxazolyl-stilbene compounds of the general formula in which W represents a stilbene residue linked with the oxazole rings in positions 4 and 41, and A1 and A2 are alike or different and each represents a naphthalene or benzene nucleus, which may carry substituents, are used as optical brightening agents in combination with detergents, e.g. soaps, salts of sulphonate detergents, non-ionic detergents such as polyglycol ethers derived from ethylene oxide, and higher fatty alcohols, alkyl phenols or fatty amines. In an example (No. 39) cotton is washed in a detergent containing anhydrous sodium carbonate, sodium pyrophosphate, sodium perborate, magnesium silicate and a stilbene derivative of the above formulaALSO:The invention comprises bis-oxazolylstilbene compounds of the general formula in which W represents a stilbene residue linked with the oxazole rings in positions 4 and 41 and A1 and A2 are identical or different and each represents a naphthalene or benzene residue, which may be substituted, joined to the oxazole ring in the manner indicated. Substituents on the naphthalene or benzene nucleus may be, for example, hydrocarbon groups, halogen atoms, carboxylic or carboxylic ester groups, acid chloride groups, acid amide groups (including those in which the nitrogen atom forms part of a heterocyclic ring), which may be N-substituted by hydrocarbon groups or hydroxy-alkyl groups, alkoxy groups, sulphonyl chloride groups, sulphonamido groups and sulphonic acid groups. A preferred class of compounds are those of formula in which X1 and X3 are the same or different and each represents a hydrogen or halogen atom, an alkenyl or alkoxy group containing up to 6 carbon atoms, a saturated non-aromatic hydrocarbon residue containing up to 12 carbon atoms, an aryl or aralkyl radical or a residue of the formula -(alkylene)n- Y in which n is 0 or 1, the alkylene group contains 1-6 carbon atoms, and Y represents a free or etherified hydroxyl group, a free or neutralized carboxyl group or a functionally modified carboxylic group, at X2 and X4 are hydrogen, C1-C6 alkyl or C1-C4 alkoxy. The new compounds may be prepared by one of the following methods: (a) by reacting a suitable o -hydroxyamino compound with a stilbene dicarboxylic acid or a functional derivative thereof, e.g. an acid chloride, in one or two stages in the presence of a catalyst such as boric acid and an organic solvent, if desired; (b) by heating a mixture of sulphur and a 2-(p-methylphenyl)-benzoxazole or -naphthoxazole; (c) by reacting an aldehyde of formula with a 2-(p-methylphenyl)-benzoxazole or naphthoxazole of formula the starting aldehydes in this method may be obtained by reacting a suitable derivative of the p-carboxyl benzaldehyde with an o -hydroxyamino compound or from a 2-(p-methylphenyl)-benzoxazole or -naphthoxazole by oxidation or by dihalogenation and subsequent hydrolysis; or (d) by treating a compound of formula with a dehydrogenating agent, e.g. sulphur or palladium and air; the starting material in this method may be obtained by condensing a dibenzyl -4,41-dicarboxylic acid dichloride with an o-hydroxyamino compound of the benzene or naphthalene series. A large number of detailed examples is given. Acid chlorides used as starting materials in some of the examples may be obtained by converting the stilbene-4,41-dicarboxylic acid diethyl ester to the mono-carboxylic acid mono-ester, treating this with thionyl chloride to produce the mono-acid chloride; reacting this with an o -hydroxyamine of the benzene or naphthalene series to give a mono-oxazole compound, e.g. of formula which is hydrolysed to the acid and converted to the acid chloride by treatment with thionyl chloride.ALSO:Bis - oxazolyl - stilbene compounds of the general formula in which W is a stilbene residue linked with the oxazole rings in positions 4 and 41, and A1 and A2 are alike or different and each represents a naphthalene or benzene nucleus, which may be substituted, are used as optical brightening agents. They may be used, for example, in brightening alkyd resin lacquers, acrylic resin lacquers and cellulose ester lacquers, synthetic fibres, films, foils & c. made from cellulose esters, polyamides, polyesters, polyolefines and films, foils, tapes and mouldings made from polystyrene, polyvinylchloride, polyvinylidene chloride, polyvinyl alcohol and polyvinyl esters. Examples are given of the use of the stilbene derivatives in the brightening of (a) Nylon 66 and TiO2 in chip form (Ex. 33); (b) a polyester granulate from polyterephthalic acid ethylene glycol ester (Ex. 34); (c) polyvinyl chloride fibres (Ex. 35); (d) polyvinyl chloride foil (Ex. 36); (e) polyethylene foil (Ex. 37); and Nylon 6 and TiO2 in chip form (Ex. 38).ALSO:Bis-oxazolyl - stilbene compounds of the in which W is a stilbene residue linked with the oxazole rings in position 4 and 4\sv, and A1 and A2 are alike or different and each represents a benzene or naphthalene residue which may carry substituents, are used as optical brightening agents for synthetic fibres, e.g. those made from polyamides such as nylon, polyesters and polyolefines, and also natural fibres such as cotton and wool. The fibres may be in the form of staple fibres, monofils, hanks or woven fabrics and are preferably treated in an aqueous medium in which the brightening agent in suspended. The treatment may be carried out in the presence of a dispersant. Examples are given of the use of the stilbene derivatives in the treatment of (a) polyvinyl chloride fibres (Ex. 35), (b) cotton (Ex. 39) and (c) a bleached fabric from polyamide staple fibre (Ex. 40).

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