公开(公告)号：DE1157616B

公开(公告)日：1963-11-21

申请号：DEST017583

申请日：1961-03-15

Applicant: STANDARD OIL CO

Inventor： COOPERSMITH JOHN MAYER ,  LINSK JACK ,  FIELD EDMUND ,  CARL RALPH WILLIAM ,  MAYERLE EVAN AUBARY

IPC: C07D215/26 ,  C07D215/28 ,  C07D241/04 ,  C07D263/32 ,  C07D295/067 ,  C07F7/24 ,  C25B3/13

Abstract: 1,142,337. Nitro amines. MERCK & CO. Inc. 18 May, 1966 [21 May, 1965; 5 May, 1966], No. 22126/66. Heading C2C. [Also in Divisions A5, C4 and D2] The invention comprises nitro amines of the formulµ wherein R 1-3 and R 1 1-3 represent hydrogen or a cycloalkyl, nitro, amino, C 1-8 alkylamino or hydroxy radical or an optionally substituted alkoxy, aryl, heterocyclic or C 1-30 alkyl group, R 4 and R 1 4 are hydrogen or hydroxymethyl groups, Z is a piperazine radical attached through N to the nitroalkane residue or an alkylene diamine radical of the formula -NH(CH 2 ) n NH 2 , and Z 1 is a piperazine radical attached through N atoms to each nitroalkane residue or an alkylene diamine radical -NH(CH 2 ) n NH- where n is 2-8, provided that when Z 1 is a piperazine radical the carbon atoms ortho to the N atoms are unsubstituted, and the acid addition, metal, amine and quaternary ammonium salts thereof. The nitro amines in which R 4 and R 1 4 are hydrogen may be prepared by reacting a nitro-olefin of the formula with amines of the formulµ ZH or Z 1 H 2 , any aromatic amino groups in the nitro-olefin being blocked before the reaction and unblocked after the reaction, followed, if required, by reaction with formaldehyde to obtain the products in which R 4 and R 1 4 are hydroxy-methyl groups. The nitro-olefin reactant is prepared by condensing a carbonyl compound R 1 R 2 CO with a nitroalkane R 3 CH 2 NO 2 , preferably in the presence of an acid aralkaline catalyst, and this condensation may be effected in the presence of the amine ZH or Z 1 H 2 with immediate formation of the nitro amine. The salts of the nitro amines are prepared by conventional methods. Any secondary amino groups may be acylated to yield nitro amides. Numerous examples are provided. The nitro amines possess antimicrobial properties (see Division AS).

公开(公告)号：GB942749A

公开(公告)日：1963-11-27

申请号：GB4327059

申请日：1959-12-21

Applicant: STANDARD OIL CO

Inventor： COOPERSMITH JOHN MAYER ,  PETERSON KENNETH CARL ,  SUTTON MACK

IPC: C08F10/00

Abstract: A cyclic process for polymerizing an olefin comprises passing the olefin through a cooling zone and then into a reaction zone, introducing catalyst at the inlet of the reaction zone, diluting a major portion of the reaction zone effluent with incoming olefin charge comprising fresh charge and recycled unreacted olefin in an amount sufficient to stop the reaction, recycling the thus diluted portion of the reaction zone effluent through the cooling zone and reaction zone, withdrawing the residual minor portion of the reaction zone effluent for product recovery and recycling unreacted olefin from said residual minor portion to the incoming olefin charge. Catalyst in the withdrawn stream may be converted to an adduct (e.g. by the use of NH3) which is then removed prior to the addition of an oil to form a solution of polymer in lubricating oil. The process is applicable to the polymerization of propylene, alpha-methyl styrene, butene and butene/isobutene mixture, but is advantageously applied to the polymerization of isobutylene using BF3 as catalyst. Up to 20% of closely boiling hydrocarbons also may be present. The invention is illustrated by reference to a suitable apparatus.

公开(公告)号：DE1153753B

公开(公告)日：1963-09-05

申请号：DEST018771

申请日：1962-01-19

Applicant: STANDARD OIL CO

Inventor： COOPERSMITH JOHN MAYER

IPC: C25B3/13 ,  C25B15/00

Abstract: In an electrolytic process employing an alkyl Grignard electrolyte, heat produced during electrolysis is removed by circulating a coolant stream of alkyl halide in indirect heat exchange relationship with the electrolyte, the alkyl group of the alkyl halide coolant corresponding to the alkyl group of the alkyl Grignard reagent. Thus, should there be any leakage, the electrolyte and coolant will be non-reactive. The coolant is circulated through coils in the electrolytic cell and is itself cooled externally of the cell. In one example the coolant is maintained liquid throughout its circulation, Fig. 1 (not shown). As illustrated, in Fig. 2, the coolant acts as a vapour type refrigeration system. The coolant liquid vaporizes in the electrolytic cell under pressure controlled by a valve 32 and the vapour is then withdrawn and compressed at 34, cooled at 37 to condense it and the resultant liquid recycled through the cell. The controlled pressure of the coolant vapour determines the temperature to which the electrolyte is cooled. The cooling coils may be finned and connected in parallel or series parallel arrangements. Consumable anodes are used, e.g. of Pb, which may be in the form of plates or Pb shot in foraminous baskets. The electrolyte comprises the alkyl Grignard reagent in a solvent including an ether or tertiary amine. It may also include an additional ether, e.g. tetrahydrofuran and benzene, toluene or xylenes for increasing electrolyte conductivity and excess alkyl halide to react with Mg plating out at the anode. In preparing (C2H5)4Pb the electrolysis was run at 20-100 DEG C., an anode and cathode current density of 0.2-100 A/foot2, 20-50 volts and higher and at a subatmospheric to low superatmospheric pressure, e.g. 60 p.s.i.g. Organometallic compounds of Zn, Al, Mg, Cd and Sn and (CH3)4Pb and (C2H5)4Pb are referred to as are also Grignard reagents having alkyl groups with 1-8 carbon atoms. Examples of alkyl halides which may be used with alkyl Grignard electrolytes having the same alkyl group are CH3Cl, CH3Br, C2H5Cl, C2H5I, n-C3H7Cl, n-C3H7Br and n-C4H9Cl. Specifications 839,172 and 882,005 are referred to.