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    Vicinal glycol ester preparation process
    2.
    发明授权
    Vicinal glycol ester preparation process 失效
    乙二醇酯制备方法

    公开(公告)号：US3907874A

    公开(公告)日：1975-09-23

    申请号：US27890372

    申请日：1972-08-09

    Applicant: HALCON INTERNATIONAL INC

    Inventor： HARVEY ROBERT JOSEPH ,  KOLLAR JOHN ,  SCHMIDT JOHN PHILIP

    IPC: C07C67/05 ,  B01J27/00 ,  B01J27/08 ,  B01J31/00 ,  C07B61/00 ,  C07C69/02 ,  C07C67/08 ,  C07C69/16

    CPC classification number: B01J27/08 ,  C07C67/05 ,  Y02P20/582 ,  C07C69/16 ,  C07C69/28

    Abstract: When vicinal glycol esters are prepared by the liquid phase reaction of (a) ethylene or propylene, (b) molecular oxygen and (c) a carboxylic acid in the presence of a catalyst system which is tellurium cation plus bromide anion or selenium cation plus chloride anion or selenium cation plus bromide anion, significant improvements in selectivity and operability are obtained by employing, in conjunction with these catalyst systems, a basicity control cation of specified characteristics. This cation is employed in an amount at least sufficient to provide at least 0.05 equivalent of cation per gram-atom of halogen present.

    Abstract translation: 当连环乙二醇酯通过（a）乙烯或丙烯的液相反应，（b）分子氧和（c）羧酸在催化剂体系的存在下制备，所述催化剂体系是碲阳离子加溴化物阴离子或硒阳离子加氯化物 阴离子或硒阳离子加溴化物阴离子，通过与这些催化剂体系结合使用具有特定特征的碱性控制阳离子，可以获得显着的选择性和可操作性的改善。 该阳离子的使用量至少足以提供每克原子卤素存在至少0.05当量的阳离子。

    Vicinal glycol ester purification process
    3.
    发明授权
    Vicinal glycol ester purification process 失效
    维甘酯酯纯化工艺

    公开(公告)号：US3884965A

    公开(公告)日：1975-05-20

    申请号：US35584373

    申请日：1973-04-30

    Applicant: HALCON INTERNATIONAL INC

    Inventor： KOLLAR JOHN

    IPC: C07C67/48 ,  C07C67/06

    CPC classification number: C07C67/60 ,  C07C67/055 ,  C07C67/29 ,  C07C69/16

    Abstract: Esters of C2-C3 vicinal glycols with C1-C5 hydrocarbon carboxylic acids are at least partially freed from organic halogen compound impurities by introducing the impuritycontaining glycol esters into contact with compounds of selected metals, the ratio of total equivalents of metal to total equivalents of halogen during such contact being in excess of 1: 1. Following such contact, the vicinal glycol ester possesses a reduced concentration of organo-halogen compound impurities and can readily be separated from inorganic halogen residues.

    Abstract translation: 具有C1-C5烃羧酸的C2-C3连位二醇的酯通过将含杂质的二醇酯引入与所选金属的化合物接触而至少部分地除去有机卤素化合物杂质，金属的总当量比与总当量的比率 的卤素在这种接触过程中超过1：1。 在这种接触之后，连位乙二醇酯具有降低的有机卤素化合物杂质浓度，并且可容易地与无机卤素残基分离。

    Process for preparing glycol esters from olefinically unsaturated compounds
    7.
    发明授权
    Process for preparing glycol esters from olefinically unsaturated compounds 失效
    从烯烃不饱和化合物制备甘油酯的方法

    公开(公告)号：US3668239A

    公开(公告)日：1972-06-06

    申请号：US3668239D

    申请日：1970-04-23

    Applicant: HALCON INTERNATIONAL INC

    Inventor： KOLLAR JOHN

    IPC: C07C69/28 ,  C07C67/04

    CPC classification number: C07C67/05 ,  C07C69/16 ,  C07C69/28 ,  C07C69/63 ,  C07C69/40 ,  C07C69/78 ,  C07C69/76 ,  C07C69/614 ,  C07C69/84 ,  C07C69/612 ,  C07C69/616

    Abstract: Glycol esters derived from olefinically unsaturated compounds are prepared by contacting the olefinically unsaturated compound and molecular oxygen in a carboxylic acid medium in the presence of a catalyst. The particular catalyst employed is a combination of tellurium and an appropriate form of bromine which will insure that the pH of the reaction medium when determined at 25* C. is maintained at less than 2.0, after a 10:1 weight dilution with water. Improved selectivities to the vicinal glycol diester are obtained when operating within the specified reaction conditions.

    Abstract translation: 通过使烯属不饱和化合物和分子氧在羧酸介质中在催化剂存在下接触来制备衍生自烯属不饱和化合物的乙二醇酯。 所使用的特定催化剂是碲和适当形式的溴的组合，这将确保在用水稀释10:1之后，在25℃下测定时反应介质的pH值保持在小于2.0。 当在指定的反应条件下操作时，获得对邻位二醇二酯的改进的选择性。

    Process for preparing glycidol
    8.
    发明授权
    Process for preparing glycidol 失效
    制备甘油的方法

    公开(公告)号：US3625981A

    公开(公告)日：1971-12-07

    申请号：US3625981D

    申请日：1968-04-18

    Applicant: HALCON INTERNATIONAL INC

    Inventor： KOLLAR JOHN

    IPC: C07D301/19 ,  C07D1/18

    CPC classification number: C07D301/19

    Abstract: This invention relates to a process for preparing glycidol, by epoxidation of allyl alcohol with an organic hydroperoxide in the presence of an inorganic vanadium compound. Glycidol can be readily hydrolyzed to produce glycerine an important chemical of commerce.

    10.
    发明专利
    未知

    公开(公告)号：DK134009B

    公开(公告)日：1976-08-30

    申请号：DK268666

    申请日：1966-05-25

    Applicant: HALCON INTERNATIONAL INC

    Inventor： KOLLAR JOHN

    IPC: C07C1/00 ,  C07C1/24 ,  C07C5/333 ,  C07C11/18 ,  C07C27/00 ,  C07C29/132 ,  C07C31/125 ,  C07C51/285 ,  C07C67/00 ,  C07C239/00 ,  C07C251/46 ,  C07C407/00 ,  C07C409/04 ,  C07D301/19 ,  C07D303/04

    Abstract: 1,128,094. Conversion of isopentane to isoprene. HALCON INTERNATIONAL Inc. 20 May, 1966 [25 May, 1965], No. 22660/66. Heading C2C. [Also in Division C5] In a process scheme for yielding isoprene starting from isopentane hydroperoxide (see Division C5), the first stage involves reacting the hydroperoxide with a second reactant (e.g. an olefin, amine or unsaturated aldehyde) under conditions such that the second reactant is oxidized while the hydroperoxide is converted to t-amyl alcohol. Numerous second reactants are specified, as also are suitable reaction conditions and catalysts for each type of reactant, the following reactions occurring in specific examples (one product being t-amyl alcohol in each case):- (1) Propylene -# propylene oxide, using molybdenum naphthenate as catalyst. Byproduct methyl isopropyl ketone is hydrogenated over copper chromite catalyst to give further t-amyl alcohol. (2) Cyclohexylamine --> cyclohexanone oxime, using tetra-n-butyl titanate as catalyst. (3) Methacrolein --> methacrylic acid, using chromic oxide as catalyst. The following reactions, occurring at different stages of the process scheme, are also exemplifled:- (a) Isopentane --> isopentane hydroperoxide, using O 2 in the presence of butyl hydroperoxide. (b) Isopentene --> isopentene epoxides, using air in the presence of cobalt naphthenate.

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