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    12.
    发明专利
    未知

    公开(公告)号：DE1204824B

    公开(公告)日：1965-11-11

    申请号：DEB0064098

    申请日：1961-09-22

    Applicant: BASF AG

    Inventor： NAARMANN DR HERBERT ,  KASTNING DR ERNST-GUENTHER ,  SCHROEDER DR GERD

    IPC: C08F10/00 ,  C08F20/54 ,  C08F22/36

    Abstract: Copolymers of ethylene with up to 50% by weight of one or more polymerizable ethylenically unsaturated compounds that are non-gaseous under the conditions of polymerization, at least 1% by weight of the total monomers being a carboxylic amide ethylenically unsaturated in the a ,b position to the carboxylic amide group and if desired, substituted on the amide nitrogen atom, are obtained by polymerizing, in the presence of free radical catalysts, at pressures from 50-600 atmospheres and at temperatures between 50 DEG and 200 DEG C. in a trickle-type reactor or a coil-type reactor, by contacting the ethylene with a thin layer of the polymerizable ethylenically unsaturated compound, which layer contains also the catalyst used. The copolymers produced by this method are waxy and may be readily emulsified in water. Carboxylic amides used are the amide of maleic acid, N-methylol derivatives of carboxylic acids, and alkyl ethers of the above. A long list of vinyl and vinylidene compounds suitable as co-monomers is supplied. Examples relate to the polymerization of ethylene with (1) acrylamide, (2) N-methylol methacrylamide, (3) N-methylol methacrylamide butyl ether, (4) crotonamide, (5) imide of maleic acid, (6) acrylamide and methyl acrylate, (7) methacrylamide and vinyl acetate, (8) N-methylol methacrylamide and ethyl acrylate, (9) N-methylol acrylamide methyl ether, or ethyl ether or hexyl ether, (10) monoamide of maleic acid, (11) N,N1-dimethylol diamide of maleic or fumaric acid, (12) N-hydroxyethyl monoamide of maleic acid.

    13.
    发明专利
    未知

    公开(公告)号：DE1185816B

    公开(公告)日：1965-01-21

    申请号：DEB0068113

    申请日：1962-07-20

    Applicant: BASF AG

    Inventor： NAARMANN DR HERBERT ,  KASTNING DR ERNST-GUENTHER

    IPC: C08F10/00 ,  C08F16/00

    Abstract: In a process for the production of ethylene copolymers containing hydroxyl groups, ethylene is polymerized using free radical forming catalysts at temperatures between 30 DEG and 300 DEG C. and pressures of more than 10 atmospheres in admixture with up to 50% by weight of the monomers of an ethylenically unsaturated alcohol of formula where R1 and R2 are hydrocarbon radicals which may together form components of a carbocyclic ring. Specified alcohols are 3-methylbuten-1-ol-3, 3 - methylpenten - 1 - ol - 3, 3 - methylhexen - 1 - ol - 3, 3 - methylhepten - 1 - ol - 3, 3 - phenylbuten - 1 - ol - 3, 3 - ethylpenten-1-ol-3, 3 - phenylpenten - 1 - ol - 3, diphenylvinyl carbinol, 1 - vinylcyclohexanol - 1, 3 - n - butylbuten - 1 - ol - 3 and 3 - n - butylpenten - 1 - ol-3. Additional comonomers may also be present, many suitable compounds being listed including vinyl esters, vinyl ethers, acrylic and methacrylic esters, amides and N-methylol amides, maleic acid or anhydride, fumaric acid, itaconic acid, vinyl sulphonic acids and their aryl esters. Specified catalysts are benzoyl peroxide, lauroyl peroxide, di-t-butyl peroxide, t-butyl hydroperoxide, t-butyl perbenzoate, azodiisobutyronitrile, azo bis-cyclohexanecarboxylic nitrile, azo bis-dimethylbutyronitrile, methyl azo bis-isobutyrate, azo bis-isobutyramide, redox systems of potassium or ammonium persulphate and ascorbic acid or sodium hydrosulphite, or benzoyl peroxide and dimethyl aniline, and oxygen. Polymerization may be effected in bulk, in emulsion or in the presence of organic solvents, e.g. methanol, ethanol, propanol, t-butanol, glycol, acetone, methyl ethyl ketone, diisobutyl ether, tetrahydrofuran, dioxane, cyclohexane, benzene, toluene, xylene, ethylbenzene, isopropylbenzene, formamide and dimethylformamide. The copolymers may be mixed with polyethylene, polyacrylates, polyamides, copolymers of ethylene and vinyl acetate, natural and synthetic rubbers, cellulose acetate and fillers, e.g. diatomaceous earth, titanium dioxide and carbon black, and used for moulding, coating and improving paper and textiles. The polymers may be cross-linked with diisocyanates and dicarboxylic acids. Examples describe the copolymerization of ethylene with (1) and (2) 3-methylbuten-1-ol-3, 3-phenylbuten - 1 - ol - 3, 3 - ethylpenten - 1 - ol - 3, 1-vinylcyclohexanol - 1 and 3 - methylocten - 1 -ol-3; (3) 3 - methylpenten - 1 ol - 3; (4) 3-methylbuten-1-ol-3 and the curing of the product with hexamethylene diisocyanate; (5) 3-methylbuten-1-ol-3 and acrylic acid; (6) 3-phenylbuten-1-ol-3 and vinyl acetate; (7) 3,4-dimethylpenten-1-ol-3 and the cross-linking of the product with tolylene diisocyanate; (8) 3-phenylbuten-1-ol-3, the cross-linking of the product with hexamethylene diisocyanate and the formation of sulphur vulcanizable products by treating with acetic acid; (9) 3-methylbuten-1-ol-3 and vinyl acetate; (10) 3-isobutylbuten-1-ol - 3; (11) 3 - n - butylbuten - 1 - ol - 3 and n-butyl acrylate and the cross-linking of the product with hexamethylene diisocyanate; and (12) 3-cyclohexylbuten-1-ol-3 and vinyl acetate.

    14.
    发明专利
    未知

    公开(公告)号：DE1176864B

    公开(公告)日：1964-08-27

    申请号：DEB0069557

    申请日：1962-11-09

    Applicant: BASF AG

    Inventor： NAARMANN DR HERBERT ,  KASTNING DR ERNST-GUENTHER

    IPC: C08F2/00 ,  C08F2/02 ,  C08F4/06 ,  C08F10/00 ,  C08F36/04

    Abstract: One or more polymerizable olefins alone or with one or more other copolymerizable ethylenically unsaturated monomers are polymerized in the presence of a catalyst consisting of a mixture of (a) one or more metal chelate complex compounds of one or more metals of Groups Ib, IIb, IVa, Va, Vb, VIa, VIIa and VIII of the Mendeleeff Periodic Table and the rare earths and (b) one or more di- or higher multi-ethylenically unsaturated aliphatic cyclic hydrocarbons having from 5 to 12 carbon atoms in the ring. Long lists of suitable olefins, copolymerizable monomers and catalyst components are given. Those exemplified are: olefins-ethylene, propylene, isobutylene, styrene, 2 - methyl - 4,4 - dimethyl pentene - 1, butadiene and isoprene; copolymerizable monomers-acrylamide, maleic anhydride, vinyl acetate, maleic N-hydroxyethylmonoamide and methacrylic N-hydroxyethylmonoamide; metal chelates-AgI, CeIV, CoII, CuII, Hgic, MnII, MoIII, PbII, RhIII, TlI, VIII and ZnII acetylaceton-ates, CoII and MnII histidinates, MnII and RhIII o-amino phenolates, CuII and MnII aceto acetic acid ethyl ester complexes, Ag phenanthrolinate, CrIII glycinate, MnII anthranilate, NiII aceto-acetic acid-3-methylbutene-(1)-ol-(3)-ester, NiII acetoacetic acid propargyl ester, NiII salicylaldehyde, and SbV tetrachloroacetyl acetonate; unsaturated aliphatic cylic hydrocarbons-cyclopentadiene, cyclohexadiene, cyclopentatriene, cyclooctadiene - 1,3, cyclooctadiene - 1,4, cyclooctadiene - 1,5, cyclooctatetraene, and cyclododecatriene - 1,5,9- (trans, trans, trans). In the examples the polymerization is effected in bulk or in benzene or cyclohexane solution. Organic halogen compounds may be added to the polymerization mixture, of which chloroform and hexachloroethane are exemplified. In one example cyclopentadiene acts both as the catalyst component (b) and as a comonomer. The polymers formed are precipitated with methanol.

    16.
    发明专利
    未知

    公开(公告)号：DE1570307A1

    公开(公告)日：1969-08-28

    申请号：DE1570307

    申请日：1965-10-23

    Applicant: BASF AG

    Inventor： DAUMILLER DR GUENTER ,  KASTNING DR ERNST-GUENTHER ,  NAARMANN DR HERBERT

    IPC: C08F255/10 ,  C08D9/04

    Abstract: 1,154,699. Grafted isobutylene polymers. BADISCHE ANILIN- & SODA-FABRIK A.G. 21 Oct., 1966 [23 Oct., 1965], No. 47232/66. Heading C3G. A 1,3-diene is grafted on to the reaction product of a halogenated isobutylene polymer with a Lewis acid. The diene is e.g. butadiene, isoprene or chloroprene; a mixture of a diene with styrene, α-methyl styrene or a vinyl ether such as ethyl, n-propyl, isobutyl or n-hexyl vinyl ether may be used. The isobutylene polymer, which is a homopolymer, or a copolymer of at least 80% isobutylene with butadiene, isoprene, styrene, α-methyl styrene or a vinyl ether, is halogenated conventionally. A list is given of suitable Lewis acids and of Ziegler- Natta catalysts which may be used for the polymerization. The graft polymers may he vulcanized with conventional agents and then compounded with fillers. In Examples 1 and 2 a brominated polyisobutylene is dissolved in toluene and reacted with AlCl 3 prior to grafting with butadiene and isoprene respectively, using Et 3 AlCl and cobalt (II) acetylacetonate as catalyst. Examples 3 to 18 describe processes in which a chlorinated isobutylene-isoprene rubber is dissolved in an n-hexane/toluene mixture and reacted with TiCl 4 , ZrOCl 2 , TiBr 4 , TiI 4 , AlBr 3 , HClO 4 , SnCl 4 , NbCl 5 , TaCl 5 , VCl 4 , MoCl 4 , palladium (II) hydrochloride, gold (III) hydrochloride, platinum (IV) hydrochloride or FeCl 3 and grafted with butadiene using AlEt 3 and cobalt (II) acetylacetonate as catalyst. In Example 19 a brominated isobutyleneisoprene rubber is dissolved in a p-diisopropyl benzene/pentane mixture and grafted with butadiene using AlBr 3 as the Lewis acid and AlEt 3 and chromium (III) acetyl acetonate as catalyst.

    19.
    发明专利
    未知

    公开(公告)号：DE1237320B

    公开(公告)日：1967-03-23

    申请号：DEB0041430

    申请日：1956-08-17

    Applicant: BASF AG

    Inventor： WISSEROTH DR KARL ,  KASTNING DR ERNST-GUENTHER ,  TRIESCHMANN DR HANS-GEORG

    IPC: C08F6/02 ,  C08F10/00

    Abstract: Crude olefin polymers containing inorganic catalyst residues are purified by treating a solution obtained by the polymerization process or by subsequent dissolution of a crude polymer in an organic solvent at elevated temperature, with a precipitate to precipitate the inorganic catalyst residues, adding an inorganic surface-active compound of porous structure having a large internal surface to remove the solid substance and then separating mechanically. Specified olefins are ethylene, propylene and ethylene - alpha - butylene mixture. Specified solvents are xylene, ethyl benzene, diethyl benzene isopropyl benzene, and di- and triisopropyl benzene. Specified surface - active compounds are gamma-aluminium oxide, silicon dioxide, kieselguhr, bleaching earths, bentonite and montmorillonite; these may also be added before or during polymerization. Water, preferably in the form of steam or superheated steam, is the preferred precipitant.

    20.
    发明专利
    未知

    公开(公告)号：DE1236198B

    公开(公告)日：1967-03-09

    申请号：DEB0066939

    申请日：1962-04-21

    Applicant: BASF AG

    Inventor： BERDING DR CHRISTOPH ,  HOFMANN DR HERMANN PANKRAZ ,  KASTNING DR ERNST-GUENTHER ,  NAARMANN DR HERBERT ,  REIS DR HERMANN

    IPC: C08F2/00 ,  C08F4/06 ,  C08F12/08 ,  C08F36/04

    Abstract: Polymers of olefins are obtained by the use as sole catalystic material of metal chelates of Group IVb, Vb, VIb, VIIb, or VIII metals and b -diketones, b -ketocarboxylic esters, acetylacetonimide, salicylaldehyde, chloromalondialdehyde, a -hydroxypropionic acid, dihydroxymalonic acid, histidine or 1,3-diaminobutyric acid. Copolymers with a wide variety of monomers may be obtained. Optional ingredients are catalyst carriers, such as charcoal, carbon black, aluminium oxide, silica gel and aluminium silicate, and organic amines or carboxylic acids or amides. The reaction may be in bulk, in water, or preferably in an organic medium. Most of the examples illustrate the use of acetylacetonate complexes. The products may be of high crystallinity or enhanced 1,4-cis or 1,4-trans structure.

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