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公开(公告)号:CA714579A
公开(公告)日:1965-07-27
申请号:CA714579D
Applicant: BASF AG
Inventor: FRIEDERICH HERBERT , BARON HUBERTUS
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公开(公告)号:CA699335A
公开(公告)日:1964-12-08
申请号:CA699335D
Applicant: BASF AG
Inventor: MINSINGER MANFRED , FRIEDERICH HERBERT
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公开(公告)号:GB958889A
公开(公告)日:1964-05-27
申请号:GB3012160
申请日:1960-09-01
Applicant: BASF AG
Inventor: HRUBESCH ADOLF , FRIEDERICH HERBERT
IPC: A41D19/00
Abstract: The reaction products of hexachlorocyclopentadiene with a dienophilic ester or ether are used as extreme-pressure lubricating oils (see also Division C5). Specified dienophiles are vinyl acetate, propionate, butyrate, hexanoate, 2-ethylhexanoate, oleate and palmitate; n- and iso-butyl, 2-ethylhexyl and lauryl acrylate; butyl crotonate and dibutyl and dilauryl maleate; and n- and iso-butyl, ethyl and 2-ethylhexyl vinyl ethers. The ester products may alternatively be prepared by reacting hexachlorocyclopentadiene with the dienophilic acid or nitrile followed by esterification. In examples, the dienophile is (1) acrylic acid and the product is esterified with a C8 fatty alcohol; (2) n-butyl, lauryl or octadecyl acrylate; (3) isobutyl vinyl ether; (4) vinyl propionate. ALSO:Extreme-pressure lubricating oils comprise a hydrocarbon-based lubricating oil, the reaction product of hexachloropentadiene with a dienophilic ester or ether and optionally a polymer of acrylic esters, methacrylic esters, isobutylene or styrene.
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公开(公告)号:GB933364A
公开(公告)日:1963-08-08
申请号:GB3549461
申请日:1961-10-02
Applicant: BASF AG
Inventor: POLSTER RUDOLF , FRIEDERICH HERBERT
IPC: C07F5/06
Abstract: Olefins (e.g. ethylene and styrene) may be polymerized using as a catalyst a compound of a metal of Group IVb, Vb and VIb (Deming) together with a 3,3-dialkylpentylene-1,5-aluminium compound of formula wherein R1 is C1-C4 alkyl, R2 is C2-C4 alkyl, R3 is hydrogen or C2-C4 alkyl and n is 1 or an integer greater than 1 (see particularly Example 6).ALSO:The invention comprises 3,3-dialkylpentylene-1,5-aluminium compounds of formula: where R1 is C1-C4 alkyl, R2 is C2-C4 alkyl, R3 is hydrogen or C2-C4 alkyl, and n is 1 or an integer greater than 1. They may be prepared by reacting a diolefine of formula wherein R1 is C1-C4 alkyl with an organo aluminium compound of formula Al(R2)2R3 where R2 is C2-C4 alkyl and R3 is hydrogen or C2-C4 alkyl. The reaction may be carried out at temperatures between 20 DEG and 160 DEG C., with or without a solvent and at normal, increased or reduced pressure. Solvents specified include benzene, toluene, ethylbenzene, the xylenes, heptane, octane and decane. The products may be used together with compounds of metals of Group IVb, Vb and VIb (Deming) as catalysts for the polymerisation of olefines (see Group IV(a)).
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公开(公告)号:GB898378A
公开(公告)日:1962-06-06
申请号:GB2556060
申请日:1960-07-22
Applicant: BASF AG
Inventor: FUST KLAUS JUERGEN , FRIEDERICH HERBERT
IPC: C07C17/25
Abstract: A process for the production of 5,6-dimethyl ene - 1, 2, 3, 4, 7, 7 - hexachlorobicyclo - [2,2,1]-heptene-(2) comprises reacting 5,6-bis-chloromethyl - hexachlorobicyclo - [2,2,1] - heptadien-of the formula with zinc or magnesium as a dehalogenating metal in an organic solvent which contains chemically bound oxygen and which is inert or substantially inert under the conditions of the reaction. The term "substantially inert" is employed to mean that there may be a reaction between the solvent and one of the reactants or the reaction product but the velocity of this reaction is so slow compared with the velocity of the dehalogenation reaction that this side reaction does not influence the dehalogenation reaction to an undesired degree. Solvents specified include alkanols having 1 to 6 carbon atoms, fatty acids having 2 to 4 carbon atoms, anhydrides thereof and their esters with alcohols having 1 to 4 carbon atoms, ketones containing 3 to 9 carbon atoms, aliphatic ethers containing 4 to 8 carbon atoms, cyclic ethers containing 4 to 6 carbon atoms, formamide and N-mono-and N,N-dimethylformamide, lactams having 6 or 7 ring members and which may be M-substituted by alkyl radicals with 1 to 4 carbon atoms. In addition a hydrocarbon solvent such as benzene, toluene, cyclohexane, petroleum ether, ligroin and gasoline may be employed in admixture with the oxygen-containing solvent. The oxygen-containing solvents may contain water up to 10% by weight of the total mixture. Hydroquinone and p-tertiary butyl pyrocatechol may be employed in the reaction mixture as polymerization inhibitions. Examples are furnished. 5, 6 - Bis (chloromethyl) - 1, 2, 3, 4, 7, 7 - hexa - chlorobicyclo - [2, 2, 1] - heptadiene - (2, 5) is produced by heating 1,4-dichlorobutine-(2) and hexachlorocyclopentadiene together. Specification 878,650 is referred to.
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公开(公告)号:GB895192A
公开(公告)日:1962-05-02
申请号:GB3563360
申请日:1960-10-18
Applicant: BASF AG
Inventor: HRUBESCH ADOLF , FRIEDERICH HERBERT
IPC: C07C51/58
Abstract: Polychloropropionic acid chlorides are prepared by reacting at least 3 moles of chlorine per mole of maleic anhydride at 80 DEG C.-250 DEG C. in the presence of a catalyst selected from barbituric acids, N,N1,N11,N111-tetrachloroglyoxaldiureide, N,N1-dialkyl ureido carboxylic acids (the alkyl groups containing 1-4 carbon atoms and the acids being monobasic aliphatic carboxylic acids with 1-18 carbon atoms), acylated quaternary ammonium compounds derived from a tertiary amine and acid chlorides of fatty acids containing 1-4 carbon atoms, benzoic acid amides, monoamides of monobasic aliphatic carboxylic acids having 1-18 carbon atoms (the amine portion being derived from ammonia, a primary or secondary mono-amine or a diamine of the saturated aliphatic, araliphatic, or cycloaliphatic series or the aromatic series having the amino groups attached to the aromatic ring), and diamides derived from diamines and monobasic aliphatic carboxylic acids having 1-18 carbon atoms. Many examples of suitable catalysts are given. The acid amide catalysts may be formed in situ, e.g. from the amine and the acid chloride or anhydride. In general 0.2%-10% of catalyst, based on maleic anhydride, is used. The chlorination may be effected in the liquid or vapour phase and may be continuous. The reaction product contains trito pentachloropropionic acid chlorides; the triis mainly a ,b ,b - and the tetrais mainly a ,b ,b ,b - with some a ,a ,b ,b -. Inert solvents may be used. The product acid chlorides or the corresponding polychloropropionic acids obtained by hydrolysis can be reacted with organic bases such as urea, dimethylurea, phenylurea, hydrazine, a -methylphenylhydrazine, aromatic or heterocyclic amines or with carbamic acid, phenthiazine, acridine, chlorophenolates, or naphtholates, to obtain insecticidal or herbicidal substances. Thus the products in examples are reacted to form 3,4-dichloroanilides.
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37.
公开(公告)号:GB891638A
公开(公告)日:1962-03-14
申请号:GB1152460
申请日:1960-04-01
Applicant: BASF AG
Inventor: BARON HUBERTUS , FRIEDERICH HERBERT
IPC: C07C67/24 , C07C67/26 , C07C69/653 , C08F20/22 , C08F20/28
Abstract: The invention comprises (4-chlor-n-butoxy)-n-butyl acrylate, 2,2-dimethyl-3-chlorpropyl acrylate, 2-(tris-chlormethyl)-ethyl acrylate and 2-chlorethoxyethyl acrylate. Chloralkyl esters of acrylate acid are made by reacting an acrylic acid chloride, which may be substituted in alpha- or beta-position by halogen or an alkyl radical containing 1 to 4 carbon atoms, with a cyclic ether containing only carbon and oxygen in a ring of at least 4 atoms, in the presence of an acid-reacting catalyst. Suitable cyclic ethers are trimethylene oxide, 3,3-dimethyl-trimethyleneoxide, 3,3 - bis - (chlormethyl) - oxa - cyclobutane, tetrahydrofurane, tetrahydropyran, dihydropyran, and dioxane. Besides acrylic acid chloride, a-chlor- and a-brom-acrylic acid chlorides, methacrylic acid chloride, crotonic acid chloride and b-methylcrotonic acid chloride are mentioned. Acid reacting catalysts are aluminium chloride, tin tetrachloride, sulphuric acid or concentrated hydrochloric acid. The reaction proceeds to completion in the temperature range between 20 DEG C. and 150 DEG C. In order to avoid premature polymerization, it is advantageous to discontinue the reaction when a 50% to 70% conversion is attained and to distil off and re-use unreacted material. Continuous operation may be employed
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公开(公告)号:BE608133A
公开(公告)日:1962-01-02
申请号:BE608133
申请日:1961-09-13
Applicant: BASF AG
Inventor: WITTENBERG DIETMAR , FRIEDERICH HERBERT , WILHELM HANS
IPC: C08F
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公开(公告)号:GB885450A
公开(公告)日:1961-12-28
申请号:GB3961158
申请日:1958-12-09
Applicant: BASF AG
Inventor: FRIEDERICH HERBERT , LEHNERER WOLFGANG , SEPP KARL
Abstract: In a process for the production of flexible isocyanate polymers a mixture in the ratio of 1:1 to 1:0,06 of a monomeric or partly polymerized aliphatic diisocyanate and a saturated aliphatic or cycloaliphatic compound consisting of a hydrocarbon or halogenated hydrocarbon radical and one functional group capable of adding on to an isocyanate, said compound being a monohydric alcohol with 3 to 18 carbon atoms, a halogenated monohydric alcohol with 2 to 18 carbon atoms, a primary or secondary monoamine with 3 to 18 carbon atoms or a monocarboxylic acid with 3 to 18 carbon atoms is polymerized with the aid of a catalyst containing metal. Up to 40% of aromatic or hydroaromatic isocyanates, e.g. phenyl isocyanate, naphthylene, 1,5-diisocyanate, cyclohexyl-1,4-diisocyanate or dicyclohexyl-4, 41-diisocyanate may also be present in the mixture. Specified aliphatic and cycloaliphatic derivatives are propanol, normal and tertiary butanols, 2-ethyl-hexanol, cyclohexanol, beta-decahydronaphthol, hexylamine, iso-octylamine, dibutylamine, cyclohexyl-amine, dicyclohexylamine, butyric acid, stearic acid, ethylene chlorhydrin and chlorbutanol. As catalysts there can be used aluminium alcoholates, e.g. aluminium beta-decalolate, butylate or dimethylamino-propylate; sodium methylate or stearylate; titanium tetrachloride; calcium acetate, aluminium stearate or aluminium oxybutyrate; or tin acetylacetone. Reaction temperatures of 50 DEG -200 DEG C. are suitable. The products can be used as adhesives and coatings. Suitable solvents are hydrocarbons, chloro-hydrocarbons, acetone, esters or ethers. In Example (1) crude hexamethylene diisocyanate is heated at 140 DEG C. with butanol solution of aluminium butylate and the product is heated further with 2-ethylhexanol. The product as a thin layer dries in air at 130 DEG C. or without external heating when aluminium butylate is added. Specification 809,809 is referred to.ALSO:In a process for the production of flexible isocyanate polymers a mixture in the ratio of 1 : 1 to 1 : 0.06 of a monomeric or partly polymerised aliphatic diisocyanate and a saturated aliphatic or cycloaliphatic compound consisting of a hydrocarbon or halogenated hydrocarbon radical and one functional group capable of adding on to an isocyanate, said compound being a monohydric alcohol with 3 to 18 carbon atoms, a halogenated monohydric alcohol with 2 to 18 carbon atoms, a primary or secondary monoamine with 3 to 18 carbon atoms or a monocarboxylic acid with 3 to 18 carbon atoms is polymerised with the aid of a catalyst containing metal. Up to 40% of aromatic or hydroaromatic isocyanates, e.g. phenyl isocyanate, naphthylene-1,5-diisocyanate, cyclohexyl-1,4-diisocyanate or dicyclohexyl-4,41-diisocyanate may also be present in the mixture. Specified aliphatic and cycloaliphatic derivatives are propanol, normal and tertiary butanols, 2-ethyl-hexanol, cyclohexanol, beta-decahydronaphthol, hexylamine, iso-octylamine, dibutylamine, cyclohexylamine, dicyclohexylamine, butyric acid, stearic acid, ethylene chlorohydrin and chlorbutanol. As catalysts there can be used aluminium alcoholates, e.g. aluminium beta-decalolate, butylate or dimethylamino-propylate; sodium methylate or stearylate; titanium tetrachloride; calcium acetate, aluminium stearate or oxybutyrate; or tin acetyl-acetonate. Reaction temperatures of 50 DEG C.-200 DEG C. are suitable. In an example (1) crude hexamethylene diisocyanate is heated at 140 DEG C. with a butanol solution of aluminium butylate and the product is heated further with 2-ethyl-hexanol. The product, as a thin layer, dries on heating at 130 DEG C. in air, or with heat when aluminium butylate is added. Specification 809,809 is referred to.
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公开(公告)号:GB867565A
公开(公告)日:1961-05-10
申请号:GB660060
申请日:1960-02-25
Applicant: BASF AG
Inventor: FUST KLAUS JUERGEN , FISCHER ADOLF , FRIEDERICH HERBERT , STUMMEYER HERBERT
IPC: C07C23/30
Abstract: The invention comprises 5-methylene-1,2,3, 4,7,7-hexachloro-bicyclo-(2,2,1)-heptene-2, useful as a herbicide and defoliant. The compound may be prepared by splitting off hydrogen halide from the corresponding 5-halomethyl compound which itself may be obtained from hexachlorocyclopentadiene and an allyl halide.ALSO:A herbicide and defoliating agent comprises a phytotoxic amount of 5-methylene-1,2,3,4,7,7-hexachloro - bicyclo - (2,2,1) - heptene - 2 and a carrier. The compound may be formulated as an aqueous emulsion using any of the usual surfactants and organic solvents or as a dusting agent using an inert solid carrier such as talc &c. or a fertilizer such as calcium nitrate. In examples an aqueous emulsion formulated with sodium lignin sulphonate is used to inhibit the growth of wild oats and other monocotyledons and a dust containing 12% active compound is used to cause defoliation of dwarf beans.
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