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    PREPARATION OF GRANULAR VITAMIN A ESTERS
    5.
    发明专利
    PREPARATION OF GRANULAR VITAMIN A ESTERS 未知

    公开(公告)号：GB1300166A

    公开(公告)日：1972-12-20

    申请号：GB1980270

    申请日：1970-04-24

    Applicant: BASF AG

    Inventor： REIF WERNER ,  NUERRENBACH AXEL ,  FREYSCHLAG HERWIG

    IPC: C07C403/00

    Abstract: 1300166 Granular Vitamin A esters BADISCHE ANILIN- & SODA-FABRIK AG 24 April 1970 19802/70 Heading C2V Granular Vitamin A esters are prepared by dripping molten Vitamin A ester into an organic liquid at -10 to -70‹ C., the liquid being one in which the ester is insoluble and which has a lower density than the esters, the resultant granules then being separated and dried. The liquid may be an alcohol or a gasoline. An antioxidant may be added to the melt. In examples, molten Vitamin A acetate and Vitamin A palmitate are dripped into cooled methanol to form granules.

    Ylenals and process for their production
    7.
    发明专利
    Ylenals and process for their production 未知

    公开(公告)号：GB1079216A

    公开(公告)日：1967-08-16

    申请号：GB4822664

    申请日：1964-11-27

    Applicant: BASF AG

    Inventor： FREYSCHLAG HERWIG ,  REIF WERNER ,  NUERRENBACH AXEL ,  SARNECKI WILHELM

    IPC: A01N57/22 ,  C07F9/535

    Abstract: The invention comprises ylenals, (i.e. compounds which in the same molecule contain a phosphorylene group and an aldehyde group in conjunction) of the formula where Ar is an aryl radical which may be substituted by alkyl or alkoxy groups; R1, R2 and R3 are H or alkyl groups and n is an integer from 1 to 6. They may be obtained by reacting a proton acceptor in liquid phase with a quaternary phosphonium salt of the formula where X(-) is a monovalent anion. Suitable proton acceptors are bases having a pK value below or about 9 such as alcoholates, ammonia, amines, e.g. alkylamines or heterocyclic amines, or aqueous alkali. Suitable solvents are water, dimethyl-formamide or sulphoxide, acetonitrile, alcohol, hydrocarbons, halogenated hydrocarbons or mixtures thereof. Specified products are triphenylphosphine-2-formylpropen-1-yl-1-methylene, triphenylphosphine-3-formylpropen-(2)-yl-2-methylene, triphenylphosphine-2 - methyl - 4 - formylbutadien - (1,3) - yl - 1 - methylene, triphenylphosphine-1-methyl-4-formylbutadiene - (1,3) - yl - 1 - methylene, and triphenylphosphine - 2,6 - dimethyl - 6 - formylhexatrien - (1,3,5) - yl - 1 - methylene. Examples are given for the preparation of triphenylphosphine - 2 - formylpropen - 1 - yl-methylene. The products are intermediates for the synthesis of dyes, pharmaceuticals, plant protection agents, food dyes and carolenoids. The phosphonium salts of Formula I may be obtained by reacting a suitable halogen compound with a triarylphosphine in an organic solvent.

    Separating tertiary phosphines from olefinic compounds
    10.
    发明专利
    Separating tertiary phosphines from olefinic compounds 未知

    公开(公告)号：GB1100250A

    公开(公告)日：1968-01-24

    申请号：GB3810166

    申请日：1966-08-25

    Applicant: BASF AG

    Inventor： REIF WERNER ,  HAUG PETER ,  FREYSCHLAG HERWIG ,  POMMER HORST

    IPC: C07C11/00 ,  C07C403/00

    Abstract: Olefinic compounds of formula where R4, R5, R6 and R7 are hydrogen atoms or saturated or unsaturated aliphatic, cycloaliphatic, araliphatic or aromatic radicals, the total number of carbon atoms being at least eight, and in which radicals R4 and R5 and/or R6 and R7 may form a fiveto eight-membered ring, said compounds being contaminated by tertiary phosphines of formula where R1, R2 and R3 are aliphatic, cycloaliphatic, araliphatic or aromatic hydrocarbon radicals having one to eight carbon atoms, are purified by contacting water-insoluble organic solutions of the olefinic compounds with aqueous solutions of peroxides or with redox resins bearing peroxide groups to convert the phosphines to tertiary phosphine oxides of formula and then separating the tertiary phosphine oxides, e.g. by extraction with suitable solvents. Olefinic compounds which may be purified include axerophthene and lycopene.ALSO:Olefinic compounds of formula where R4, R5, R6 and R7 are hydrogen atoms or saturated or unsaturated aliphatic, cyclo-aliphatic, araliphatic or aromatic radicals which may contain ester, ether, nitrile, carbonyl or hydroxyl groups, the total number of carbon atoms being at least eight, and in which radicals R4 and R5 and/or R6 and R7 may form a fiveto eight-membered ring, said compounds being contaminated by tertiary phosphines of formula where R1, R2 and R3 are aliphatic, cycloaliphatic, araliphatic or aromatic hydrocarbon radicals having one to eight carbon atoms, are purified by contacting water-insoluble organic solutions of the olefinic compounds with aqueous solutions of peroxides or with redox resins bearing peroxide groups to convert the phosphines to tertiary phosphine oxides of formula and then separating the teritary phosphine oxides, e.g. by extraction with suitable solvents. In examples, Vitamin A acid ethyl ester, Vitamin A acetate and Vitamin A palmitate, all containing triphenyl phosphine, are dissolved in octane, cyclohexane and light naphtha, and contacted with aqueous solutions of potassium hydrogen permonosulphate, hydrogen peroxide and permonosulphuric acid and with a peroxide redox resin, the phosphine oxides then being removed by extraction with mixtures of methanol and water and ethanol and water. Other olefinic compounds which may be purified are linalool, dehydrolinalool, a -ionone, b -ionone, Vitamin A aldehyde, Vitamin A2 acetate, Vitamin A2 acid ethyl ester, axeropthene, b - apo - 121 - carotenal, b - apo-121-carotenal acetate, b -apo-121-carotenic acid ethyl ester, b -apo-81-carotenal, b -apo-81-caro-tenal acetate, b -apo-81-carotenic acid ethyl ester, a -carotene, b -carotene, lycopene, farnesylacetone and isophytol.

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