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    Production of N-Acyl Ethionimides
    22.
    发明专利
    Production of N-Acyl Ethionimides 未知

    公开(公告)号：GB1170683A

    公开(公告)日：1969-11-12

    申请号：GB287567

    申请日：1967-01-19

    Applicant: BASF AG

    Inventor： DISTLER HARRY

    IPC: C07D291/06

    Abstract: 1,170,683. N-Acyl ethionimides. BADISCHE ANILIN- & SODA-FABRIK A.G. 19 Jan., 1967 [20 Jan., 1966], No. 2875/67. Heading C2. [Also in Divisions Cl and C3] The invention comprises N-acyl ethionimides of the formula where R 1 is hydrogen or an aliphatic hydrocarbon radical and R 2 is hydrogen or an aliphatic, cycloaliphatic, araliphatic or aromatic hydrocarbon radical or the group where R 3 is a phenylene or C 1-10 alkylene radical. The compounds are prepared by reacting a carbyl sulphate of the formula with a nitrile R 4 -CN, where R 4 is hydrogen, or an aliphatic, cycloaliphatic, araliphatic or aromatic hydrocarbon radical or the group -R 3 -CN. When R 2 is one of the above hydrocarbon radicals it may be substituted by one or more groups which are inert under the reaction conditions, e.g. halogen, nitro and alkoxy groups. It is preferred to effect the reaction at 0-150‹ C. in the presence of an inert solvent using equimolar amounts of reactants. The carbyl sulphate may be prepared in situ from the appropriate α-olefin and sulphur trioxide. Alkaline hydrolysis of the ethionimides yields an amide R 3 CONH 2 and a salt of a vinyl sulphonic acid. Examples relate to the preparation of acetyl ethionimide, acryloyl ethionimide, benzoyl methyl ethionimide, acetyl octyl ethionimide and adipoyl-bis-ethionimide and the hydrolysis thereof.

    Production of carboxylic acid monoesters of vicinal diols
    23.
    发明专利
    Production of carboxylic acid monoesters of vicinal diols 未知

    公开(公告)号：GB1139634A

    公开(公告)日：1969-01-08

    申请号：GB2388666

    申请日：1966-05-27

    Applicant: BASF AG

    Inventor： DISTLER HARRY ,  MUENSTER WILHELM

    IPC: C07C67/26 ,  C07C69/16 ,  C07C69/28 ,  C07C69/54 ,  C07C69/76 ,  C07C69/78 ,  C07C69/82

    Abstract: 1,139,634. Glycol monoesters. BADISCHE ANILIN- & SODA-FABRIK A.G. 27 May, 1966 [29 May, 1965; 23 Oct., 1965], No. 23886/66. Heading C2C. Carboxylic acid monoesters of aliphatic, cycloaliphatic or arylaliphatic vicinal diols are obtained by reacting a carboxylic acid with an epoxide derived from an aliphatic, cycloaliphatic or arylaliphatic olefine at elevated temperature in the presence of a thioether or a sulphoxide. Suitable carboxylic acids are aliphatio mono- or poly-carboxylic acids, cycloaliphatic, araliphatic and aromatic mono- or poly-carboxylio acids. Suitable epoxides are aliphatic, cycloaliphatic and araliphatic epoxides. Specified thioethers and sulphoxides are those of the formulµ R-S-R 1 and R-SO-R 1 wherein R and R 1 represent organic radicals and they may together form a ring. The thioethers may be formed in situ from H 2 S, mercaptans or thiophenols and alkylene oxide reactant. The sulphoxides may also be formed in situ from thioethers and oxidizing agents. Examples are given for the production of glycol monoacetate, glycol monoacrylate, glycol monobenzoate, bis- (hydroxyethyl)-terephthalate and the monoglycol ester of terephthalic acid.

    Production of polysulfonates
    27.
    发明专利
    Production of polysulfonates 未知

    公开(公告)号：GB909367A

    公开(公告)日：1962-10-31

    申请号：GB304361

    申请日：1961-01-26

    Applicant: BASF AG

    Inventor： DEMMLER KURT ,  DISTLER HARRY ,  MILLER FRANZ-FREIDRICH ,  WUERTELE LOTHAR

    IPC: C08G65/34

    Abstract: It is stated that the reaction products of compounds containing 2 or more active hydrogen atoms with vinyl sulphonic esters of polyhydroxy compounds may be used in varnishes or lacquers. In examples 12, 14, 18, 19, and 23-26, metal sheets are coated with solutions of such reaction products, in example 12, with the addition of an epoxy resin, dried at room temperature for 18 hours, 3 days, 1 day, 16 hours, 3 days, 1 day, 1 day and 3 days respectively and cured for 1 hour at 70 DEG C. in Example 12 and at 100 DEG C. in other cases.ALSO:The esters are prepared by reacting at between -50 DEG and +200 DEG C., a vinyl sulphonic acid ester of an organic polyol with an organic compound which contains at least two hydrogen atoms in the molecule, other than as water or alcohol of crystallization or as acidic groups, capable of reacting with the vinyl esters to form polysulphonates, e.g. alkenols, phenols, amines, alkanolamines, amides, imines, bislactams, ureas, thioureas, guanidines, hydrazides, sulphonamides or mercaptans; many compounds are listed. The vinyl sulphonic acid esters may be prepared from aromatic, aliphatic acyclic, or heterocyclic polyols, from hydroxyaryl alkanes, bis(hydroxyaryl) sulphones, bis-(hydroxybenzyl) benzenes, novolacs, and phenol-acrolein condensates. Many specific compounds are listed. In some cases, particularly when polyols or polythiols are used, 0,1 to 10% mol. based on the polyol or polythiol, of a basic-reacting substance may be added as catalyst, e.g. oxides, hydroxides, carbonates, borates and phosphates of alkali and alkaline earth metals; tertiary amines; quaternary ammonium salts which dissociate in hot water; alcoholates and phenolates. When phenols or alkanols are the reactants, the preferred catalyst is the phenolate or alcoholate derived therefrom, which may be prepared in situ, e.g. by addition of KOH or NaOH. Alcoholates of monohydric alcohols also act as chain-stoppers when bifunctional reactants are used, particularly when the active hydrogen atoms are attached to nitrogen atoms. The process may be carried out in solution, in aqueous emulsion, or in suspension, or without the presence of diluents. Suitable solvents are: H2O, butanol, benzene, toluene, methylene chloride, ethylene chloride, chloroform, carbon tetrachloride, or mixtures thereof. Alcohols are not suitable when polyols are being used as reactants. The reaction may be carried out in the presence of compounds which tend to form resins under the same conditions, e.g. epoxides (Example 4) and isocyanates. Polysulphonic esters prepared from nitrogenous compounds and containing excess NH groups may be used to cure epoxy resins (Examples 12, 13). Resins having excess vinyl groups may be cured by resins having excess active hydrogen and vice versa.ALSO:It is stated that the reaction products of vinyl sulphonic esters of polyhydroxy compounds with compounds containing 2 or more active hydrogen atoms may be used to make "expanded porous articles." Example 21 discloses the reaction of 20 parts finely divided carbonate prepared from bis-(4-amino-cyclohexyl)-methane, and 48 parts of resorcinol di-(vinyl sulphonic ester) on heating at 130 DEG C. for 1 hour to give a large-pored, brittle foam.

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