Catalytic alkylation of aromatic amines with alkanols
    11.
    发明授权
    Catalytic alkylation of aromatic amines with alkanols 失效
    芳烃与烷醇的催化烷基化

    公开(公告)号:US4599449A

    公开(公告)日:1986-07-08

    申请号:US624522

    申请日:1984-06-25

    Inventor: Duane C. Hargis

    CPC classification number: C07C209/18 B01J23/889

    Abstract: Aromatic amines are alkylated by reaction with an alcohol in the presence of a Group VII-B metal oxide alkylation catalyst, preferably a major proportion of a Group VII-B metal oxide such as MnO.sub.2 in combination with a minor proportion of a Group VIII metal oxide such as Fe.sub.2 O.sub.3, so that alkylation of the aromatic amine occurs. Under most reaction conditions a considerable portion of the alcohol alkylating agent such as ethanol not consumed in the alkylation reaction passes through the reaction zone undecomposed and thus can be readily recovered for recycle or other use.

    Abstract translation: 芳族胺通过在Ⅶ-B族金属氧化物烷基化催化剂存在下与醇反应而烷基化,优选主要比例的Ⅶ-B族金属氧化物如MnO 2与少量VIII族金属氧化物 例如Fe 2 O 3,从而发生芳族胺的烷基化。 在大多数反应条件下,在烷基化反应中未消耗的相当大量的醇烷基化试剂如乙醇通过未分解的反应区,因此可以容易地回收再循环或其它用途。

    Alkylation of aromatic amines
    14.
    发明授权
    Alkylation of aromatic amines 失效
    芳香胺的烷基化

    公开(公告)号:US4929764A

    公开(公告)日:1990-05-29

    申请号:US776753

    申请日:1985-09-16

    Inventor: Duane C. Hargis

    Abstract: By reacting a primary aromatic amine with a dialkyl ether in the presence of a titanium dioxide alkylation catalyst having a surface area below about 130 square meters per gram, preferably in the anatase crystallographic form, at a suitably elevated temperature above about 300.degree. C., the amount of exclusively ring-alkylated product formed exceeds the amount of exclusively N-alkylated product formed.

    Abstract translation: 在二氧化钛烷基化催化剂存在下,通过使伯芳基胺与二烷基醚反应,其表面积低于约130平方米/克,优选锐钛矿晶体形式,在高于约300℃的适当升高的温度下, 形成的专用环烷基化产物的量超过所形成的N-烷基化产物的量。

    Gem cyclodialkylation of amines and amides
    16.
    发明授权
    Gem cyclodialkylation of amines and amides 失效
    宝石环烷基化胺和酰胺

    公开(公告)号:US4798894A

    公开(公告)日:1989-01-17

    申请号:US48585

    申请日:1987-05-11

    Inventor: Duane C. Hargis

    CPC classification number: C07D295/023

    Abstract: Compounds containing at least one N,N-dialkylatable amino or amido group (e.g., aniline, dodecylamine, acetamide) are converted in a highly efficient manner into gem cyclodialkylated compounds by reaction with an unstrained cyclic ether (e.g., tetrahydrofuran) or a polyol (e.g., 1,4-butane diol) cyclizable to an unstrained ether using titanium dioxide catalysts that have prior to use:(1) a surface area of at least 70 square meters per gram (as determined by the BET method), and(2) the capability of chemically adsorbing at 100.degree. C. at least 35.times.10.sup.4 millimoles of gaseous ammonia per square meter of surface area.

    Abstract translation: 含有至少一个N,N-二烷基化氨基或酰氨基的化合物(例如苯胺,十二烷基胺,乙酰胺)通过与未应变的环醚(例如四氢呋喃)或多元醇(例如四氢呋喃)反应,以高效的方式转化为环氧烷基化化合物, 例如1,4-丁二醇)可以使用在使用前的二氧化钛催化剂可环化成未应变的乙醚:(1)表面积至少为70平方米/克(通过BET法测定)和(2 )在100℃下化学吸附至少35x104毫摩尔气态氨/平方米表面积的能力。

    Alkylation process
    17.
    发明授权
    Alkylation process 失效
    烷基化方法

    公开(公告)号:US4605766A

    公开(公告)日:1986-08-12

    申请号:US650807

    申请日:1984-09-14

    Inventor: Duane C. Hargis

    CPC classification number: C07C209/18 C07C209/68

    Abstract: Alkylation of aromatic amines with ethers in the presence of iron oxide catalysts is described. By means of the process aniline, o-toluidine, and the like can be selectively orthoalkylated with such ethers as dimethyl ether, diethyl ether, tetrahydrofuran, and 1,4-dioxane at elevated temperatures in the presence of a catalyst containing iron oxide. With ethers such as dipropyl ether, diisopropyl ether and dibenzyl ether, N-alkylation is the predominant reaction. By appropriately modifying the iron oxide catalyst the process can be rendered selective for the para-alkylation of the amine. An advantage of the process is that the unreacted ether is not extensively decomposed in the process and thus can be recovered for recycle or other use.

    Abstract translation: 描述了在氧化铁催化剂存在下芳族胺与醚的烷基化。 在含有氧化铁的催化剂的存在下,借助于该方法,苯胺,邻甲苯胺等可以用诸如二甲醚,二乙醚,四氢呋喃和1,4-二恶烷的醚在升高的温度下选择性正烷基化。 对于醚类如二丙醚,二异丙醚和二苄醚,N-烷基化是主要的反应。 通过适当地改性氧化铁催化剂,该方法可以对胺的对烷基化产生选择性。 该方法的优点是未反应的醚在该方法中没有广泛分解,因此可以回收再循环或其他用途。

    Production of aldehydes and ketones
    18.
    发明授权
    Production of aldehydes and ketones 失效
    醛和酮的生产

    公开(公告)号:US4562296A

    公开(公告)日:1985-12-31

    申请号:US671172

    申请日:1984-11-13

    Inventor: Duane C. Hargis

    CPC classification number: B01J23/835 C07C45/00 C07C45/512 C07C45/673 B01J37/03

    Abstract: One or more aldehydes or ketones, or both, are produced by pyrolyzing an alcohol having at least two carbon atoms or an aldehyde having at least two carbon atoms, or both, over a Group VIII metal oxide catalyst, preferably a catalyst composed predominantly of iron oxide, notably ferric oxide. Preferably, the catalyst additionally contains a minor proportion of a Group IV-A metal oxide, most preferably germanium dioxide. The process provides a good yield of lower molecular weight aldehydes, such as formaldehyde, or higher molecular weight ketones, such as acetone, 2-pentanone and the like. Selective manufacture of products enriched either in aldehyde or in ketone can be achieved by a simple adjustment in the reaction conditions employed.

    Abstract translation: 通过在第Ⅷ族金属氧化物催化剂上,优选主要由铁组成的催化剂,通过将具有至少两个碳原子的醇或具有至少两个碳原子的醛或二者的二醇热解而制备一种或多种醛或酮, 氧化物,特别是氧化铁。 优选地,催化剂另外含有少量IV-A族金属氧化物,最优选二氧化锗。 该方法提供了较低分子量的醛如甲醛或较高分子量的酮如丙酮,2-戊酮等的良好产率。 在醛或酮中富集的产物的选择性制造可以通过简单的调整所用的反应条件来实现。

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