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    Method of producing ethynyl aromatic compounds
    2.
    发明授权
    Method of producing ethynyl aromatic compounds 失效
    制备乙炔基芳族化合物的方法

    公开(公告)号：US4665246A

    公开(公告)日：1987-05-12

    申请号：US588087

    申请日：1984-03-09

    申请人： Chris Anderson

    发明人： Chris Anderson

    IPC分类号： C07C15/48 ,  C07C15/50 ,  C07C33/46 ,  C07C45/46 ,  C07C49/80 ,  C07C49/813 ,  C07C13/00 ,  C07C1/253 ,  C07C1/26 ,  C07C1/30 ,  C07C15/00 ,  C07C15/12

    CPC分类号： C07C49/80 ,  C07C15/48 ,  C07C15/50 ,  C07C33/46 ,  C07C45/46 ,  C07C49/813

    摘要： The process of producing ethynyl aromatic compounds which are useful as intermediates in the preparation of 3-dimensional carbon-carbon structures for aerospace and military applications and as starting materials in the preparation of organic semi-conductors. The ethynyl aromatic compounds may be any of the classes illustrated in FIGS. 1, 2 and 3 of the drawing. Starting compounds for the process may by any compound from the classes illustrated in FIGS. 4, 5 and 6. The starting compound is reacted in the presence of a Friedel-Crafts catalyst in a suitable solvent with an acyl compound from the class illustrated in FIG. 7 to yield a compound within the classes illustrated in FIGS. 8, 9 and 10. The carbonyl groups in this compound are reduced to yield a corresponding alcohol. Each hydroxy group in the alcohol is converted to an easily eliminatable group, e.g., by reacting it with methane sulfonyl chloride, when subjected to basic conditions. The chlorine and the easily eliminatable groups are then eliminated under basic conditions to yield the desired ethynyl aromatic compound.Illustrative examples of products produced by the process of the invention include 4-4'-diethynyldiphenyl methane; 1,2-(4,4'-diethynyldiphenyl) ethane; 1,1-(4,4'-diethynyldiphenyl) ethane; tris(4-ethynyl phenyl) methane; 4-ethynyl toluene; 2,2'-(4,4'-diethynyldiphenyl) propane; and 4-ethynyl biphenyl.

    摘要翻译： 制造乙炔芳族化合物的方法，其可用作制备用于航空航天和军事应用的三维碳 - 碳结构的中间体，并且作为制备有机半导体的起始材料。 乙炔基芳族化合物可以是图1和图2所示的任何一种。 图1,2和3。 用于该方法的起始化合物可以由图1至图6所示的任何化合物进行。 在Friedel-Crafts催化剂存在下，在合适的溶剂中使起始化合物与图1所示的酰基化合物反应。 以产生图1和图2所示的类别的化合物。 8,9和10.将该化合物中的羰基还原，得到相应的醇。 当经受基本条件时，醇中的每个羟基被转化成易消除的基团，例如通过使其与甲磺酰氯反应。 然后在碱性条件下除去氯和易消除的基团，得到所需的乙炔基芳族化合物。 通过本发明方法生产的产品的说明性实例包括4-4'-二乙炔基二苯基甲烷; 1,2-（4,4'-二乙炔基二苯基）乙烷; 1,1-（4,4'-二乙炔基二苯基）乙烷; 三（4-乙炔基苯基）甲烷; 4-乙炔基甲苯; 2,2' - （4,4'-二乙炔基二苯基）丙烷; 和4-乙炔基联苯。

    Purification of diethynylbenzenes
    3.
    发明授权
    Purification of diethynylbenzenes 失效
    二丁基苯酚的纯化

    公开(公告)号：US3594437A

    公开(公告)日：1971-07-20

    申请号：US3594437D

    申请日：1969-11-28

    申请人： GEN ELECTRIC

    发明人： WHITE DWAIN M

    IPC分类号： C07C7/14 ,  C07C15/02

    CPC分类号： C07C7/14 ,  C07C15/48

    摘要： IMPURE DIETHYNYLBENZENES ARE PURIFIED BY COOLING A SOLUTION OF THE MATERIAL IN A LIQUID ALKANE, MAINTAINING THE TEMPERATURE OF THE SOLUTION AT LEAST AS LOW AS -50*C., UNTIL THE PURIFIED DIETHYNYLBENZENE PRECIPITATES FROM THE SOLUTION AND ISOLATING THE PRECIPITATE FROM THE SOLUTION.

    Purification of acetylenically unsaturated hydrocarbons
    6.
    发明授权
    Purification of acetylenically unsaturated hydrocarbons 失效
    乙烯不饱和烃的纯化

    公开(公告)号：US3720727A

    公开(公告)日：1973-03-13

    申请号：US3720727D

    申请日：1971-12-22

    申请人： COSDEN OIL & CHEM CO

    发明人： DANIELS C ,  WATSON J

    IPC分类号： C07C1/00 ,  C07C7/148 ,  C07C15/48 ,  C07C67/00 ,  C07C7/02

    CPC分类号： C07C7/14825 ,  C07C15/48

    摘要： A process for the separation of acetylenically unsaturated aromatic hydrocarbons from mixtures containing such hydrocarbons in admixture with vinyl substituted aromatic hydrocarbons, said process comprising contacting said mixture with a halogen selected from the group consisting of bromine, chlorine and mixtures thereof, under halogenation conditions, said halogen being present in an amount such as to halogenate the vinyl substituents of said vinyl substituted aromatic hydrocarbons, and thereafter separating and recovering said acetylenically unsaturated aromatic hydrocarbons.

    摘要翻译： 一种从乙烯基取代芳烃混合物中混合含有烯属不饱和芳烃的方法，所述方法包括在卤化条件下使所述混合物与选自溴，氯及其混合物的卤素接触，所述方法包括： 卤素以使所述乙烯基取代的芳族烃的乙烯基取代基卤化，然后分离和回收所述炔属不饱和芳族烃的量存在。

    Conversion of acetylbenzenes to unsaturated derivatives
    7.
    发明授权
    Conversion of acetylbenzenes to unsaturated derivatives 失效
    乙酰苯转化为不饱和衍生物

    公开(公告)号：US3696158A

    公开(公告)日：1972-10-03

    申请号：US3696158D

    申请日：1970-08-26

    申请人： GEN ELECTRIC

    发明人： RELLES HOWARD M

    IPC分类号： C07C15/48 ,  C07C17/00 ,  C07C22/04 ,  C07C15/04

    CPC分类号： C07C22/04 ,  C07C15/48 ,  C07C17/00 ,  Y10S585/935 ,  C07C25/24

    摘要： Although phosgene itself does not react with the carbonyl group of acetylbenzenes, the adduct of phosgene and pyridine will react converting the acetyl group to either the Alpha -chlorovinyl or Alpha , Alpha -dichloroethyl group. The Alpha , Alpha dichloroethyl group can be converted to the Alpha -chlorovinyl group and the latter can be dehydrohalogenated to the ethynyl group. This reaction permits low cost phosgene to be substituted for the much more expensive phosphorus pentachloride thereby providing an economical process for converting acetylbenzenes to the corresponding ethynylbenzenes which are useful in making polyacetylenes.

    摘要翻译： 虽然光气本身不与乙酰苯的羰基反应，但光气和吡啶的加合物将反应将乙酰基转化为α-氯乙烯基或α，α-二氯乙基。 α，α-二氯乙基可以转化成α-氯乙烯基，后者可以被脱卤化氢化成乙炔基。 该反应允许将低成本光气替代为更加昂贵的五氯化磷，从而提供了将乙酰苯转化成可用于制备聚乙炔的相应乙炔基苯的经济方法。