Antioxidants
    31.
    发明授权
    Antioxidants 失效
    抗氧化剂

    公开(公告)号:US4186105A

    公开(公告)日:1980-01-29

    申请号:US817673

    申请日:1977-07-21

    CPC分类号: C07C209/18

    摘要: Diphenylamine-formaldehyde containing N,N,N',N'-tetraphenyldiaminomethane as the principal product of reaction is obtained by:(1) In a first stage, heating together a mixture of diphenylamine and formaldehyde in a molecular ratio of from 3:1 to 1:1.5 at a temperature of up to 110.degree. C. until evolution of water is substantially complete, then in a second stage,(2) heating the resultant mixture at a temperature of from 120.degree. C. to a maximum of 140.degree. C. with exclusion of oxygen or oxidizing agents, and removing water and formaldehyde from the reaction mixture until the proportion of bis-(N,N-diphenylaminomethyl)ether present in the mixture falls to below 10% by weight.The molten reaction product is preferably converted to a solid product by pouring into a stirred, relatively cool immiscible liquid, and coating the resulting granules with a small amount of magnesium oxide or magnesium carbonate.

    摘要翻译: 含有N,N,N',N'-四苯基二氨基甲烷的二苯胺甲醛作为反应的主要产物是通过以下方法获得的:(1)在第一阶段中,以三分之一比例将二苯胺和甲醛的混合物一起加热 在高达110℃的温度下加热至1:1.5,直到水的放出基本上完成,然后在第二阶段中,(2)将所得混合物在120℃的温度下加热到最大值140℃ C.除去氧气或氧化剂,并从反应混合物中除去水和甲醛,直到混合物中存在的双 - (N,N-二苯基氨基甲基)醚的比例降至低于10重量%。 熔融反应产物优选通过倒入搅拌的相对较冷的不混溶液中而转化为固体产物,并用少量的氧化镁或碳酸镁涂覆所得的颗粒。

    Stabilization of organic substances

    公开(公告)号:US3238177A

    公开(公告)日:1966-03-01

    申请号:US40170164

    申请日:1964-10-05

    发明人: CHENICEK JOSEPH A

    摘要: N - (1,3 - dimethyl - 3 - methoxybutyl)-N1-R-p-phenylene diamines in which R is an alkyl or alkoxyalkyl group of 3-12 carbon atoms, a phenalkyl group of 7-14 carbon atoms, a phenyl or alkyphenyl group of 6-10 carbon atoms, or a cycloalkyl group of 5 or 6 carbon atoms, are used for stabilizing organic substances against oxidative deterioration. Specified organic substances which may be stabilized include gasoline, hydro-reformed gasoline, thermally-cracked and catalytically cracked gasolines, coker gasoline, polymer gasoline, naphtha, kerosene, jet fuel, gas oil, diesel oil, lubricating oil, fuel oil, grease, edible mineral oils, edible and non-edible animal and vegetable fats and oils, e.g. lard, beef tallow, soya bean oil, linseed oil, castor oil, menhaden oil, hydrogenated oils, and solid food products containing oils or fats. The anti-oxidant may be incorporated in a proportion of 0.0001 to 5% by weight of the substance to be stabilized. The preferred phenylene diamine is N,N1-bis-(1,3 - dimethyl - 3 - methoxybutyl) - p - phenylene diamine, and examples describe the use of this substance for stabilizing gasoline, dioctyl sebacate to be used as a high temperature lubricant, and a grease comprising mineral oil and lithium stearate.ALSO:Substituted phenylene diamines of the constitution N - (1,3 - dimethyl - 3 - methoxybutyl) - N1 - R - p - phenylene diamine in which R is an alkyl or alkoxyalkyl group of 3-12 carbon atoms, a phenalkyl group of 7-14 carbon atoms, a phenyl or alkphenyl group of 6-10 carbon atoms, or a cycloalkyl group of 5 or 6 carbon atoms, are used for stabilizing organic substances which are subject to oxidative deterioration, including natural rubber, butyl rubber, neoprene rubber, styrenebutadiene copolymer rubber, silicone rubber, thiokol rubber, polyethylene, polypropylene, and polybutylene. The natural rubber may be Hevea rubber, caoutchouc, balata, or guttapercha. The preferred phenylene diamine compound is N,N1 - bis - (1,3 - dimethyl - 3 - methoxybutyl) -p-phenylene diamine. The proportion of stabilizer incorporated may be in the range of 0.0001 to 5% by weight of the substance to be stabilized. It may be used together with other stabilizers and additives.ALSO:N - (1,3 - dimethyl - 3 - methoxybutyl) - N1 - R - p - phenylene - diamines in which R is an alkyl or alkoxyalkyl group of 3-12 carbon atoms, a phenalkyl group of 7-14 carbon atoms, a phenyl or alkphenyl group of 6-10 carbon atom, or a cycloalkyl group of 5 or 6 carbon atoms, are used for stabilizing organic substances which are subject to oxidative deterioration. The preferred anti-oxidant is N,N1-bis-(1,3-dimethyl - 3 - methoxy - butyl) - p - phenylenediamine. This compound may be obtained by reductive alkylation of p-phenylene diamine, p-nitroaniline, or 1,4-dinitrobenzene with 4-methyl - 4 - methoxy - 2 - pentanone in presence of a catalyst such as a mixture of oxides of chromium, cobalt, and barium. Other catalysts containing cobalt, nickel, platinum, or molybdenum may be used. The reaction may be effected at 93-260 DEG C. and at a hydrogen pressure of 3.4 to 204 atmospheres. In an example, a platinum-alumina catalyst is used. Other substituted p-phenylenediamines specified are those in which the group R in the general formula is a phenyl, tolyl, xylyl, ethylphenyl, propylphenyl, butylphenyl, isopropyl, sec.-butyl, sec. alkyl of 5-12 carbon atoms, benzyl, phenethyl, phenalkyl of 9-14 carbon atoms, cyclopentyl, or cyclohexyl group, Substances stabilized by the phenylene diamines include mineral oils and spirits, greases, natural and synthetic rubber, animal and vegetable oils. Dioctyl sebacate to stabilized may be used as a lubricating oil under high temperature conditions. N,N1-bis-(1,3-dimethyl-3-methoxy-butyl)-p-phenylenediamine may be resolved into two isomers by fractional crystallization from its solutions in pentane-acetone solvent.