Process for preparing a haze-free detergent and corrosion inhibiting
additive for motor fuels
    11.
    发明授权
    Process for preparing a haze-free detergent and corrosion inhibiting additive for motor fuels 失效
    制备无雾洗涤剂和汽车燃料腐蚀抑制添加剂的方法

    公开(公告)号:US4364846A

    公开(公告)日:1982-12-21

    申请号:US248169

    申请日:1981-03-30

    CPC classification number: C10L1/14 C10L1/1832 C10L1/1835 C10L1/224

    Abstract: A method is provided for preventing haze formation in a carburetor detergent and corrosion inhibiting fuel additive which is prepared by reacting a mole of maleic anhydride with from about 2 to 4 moles of a mixture of N-alkyl propane diamines of a specific alkyl chain distribution in the presence of from about 0.5 to 5 weight percent based on the N-alkyl propane diamine mixture of a phenolic antioxidant.

    Abstract translation: 提供了一种防止化油器洗涤剂和腐蚀抑制燃料添加剂中的雾化形成的方法,其通过使马来酸酐摩尔数与约2-4摩尔特定烷基链分布的N-烷基丙烷二胺的混合物反应制备 基于酚类抗氧化剂的N-烷基丙二胺混合物的存在为约0.5至5重量%。

    Polycyclic polyphenols
    14.
    发明授权
    Polycyclic polyphenols 失效
    多环多酚

    公开(公告)号:US3047503A

    公开(公告)日:1962-07-31

    申请号:US4173560

    申请日:1960-07-11

    Applicant: SHELL OIL CO

    Abstract: As anti-oxidants for gasoline, kerosene, furnace oils, mineral lubricating oils and greases, use is made of polynuclear phenols in which an aromatic hydrocarbon group having condensed benzene nuclei is linked to one or more 3, 5-dialkyl-4-hydroxybenzyl substituents attached directly to the ring system. The specified products include 9, 10-bis (3, 5-di-tert.-butyl-4-hydroxybenzyl) anthracene, 1, 4-bis(3, 5-diisopropyl-4-hydroxybenzyl) naphthalene, alpha-3, 5-diisopropyl-4-hydroxybenzyl-naphthalene, 1-methyl-3 (3-methyl-5-tert.-butyl-4-hydroxybenzyl)naphthalene, 1,4,5,8- tetra(3,5-di-tert. butyl-4-hydroxybenzyl) naphthalene, 9,10-bis(3-methyl-5-tert.-hexyl-4-hydroxybenzyl) phenanthrene, 1,4,5,8,9,10-hexa (3,5-diisopropyl-4-hydroxybenzyl) anthracene, and 5, 6, 11, 12-tetra (3,5-di-tert.-butyl-4-hydroxybenzyl) naphthacene. Products derived from chrysene, pyrene, benzanthracene, pentacene, dibenzanthracene and coronene are also specified. A synergistic effort is produced if the antioxidants described above are used in association with sulphur compounds of the following types. (1) Compounds of the type R1-Sx-R2, where X is a whole number and R1 and R2 are similar or dissimilar organic groups bound to Sx by means of carbon atoms, e.g. compounds of the foumula where R and R1 are similar or dissimilar hydrocarbon groups of 6-20 carbon atoms and n is 1-6, e.g. dilaurylthio-dipropionate, or sulphides of the types R1-CH2-CH2-Sx-R2 or R1-CH2-CH2- Sx-CH2-CH2 -R2, where X is a whole number and R1 and R2 are similar or dissimilar aliphatic or aromatic groups. (2) Compounds of the general formula where M is a metal of Group II of the Periodic System and R1 and R2 are hydrocarbon groups of 1-6 carbon atoms. (3) Trialkyl trithiophosphites having 6-20 carbon atoms in the alkyl groups. (4) Polymeric products su:h as polyalkoxyalkyl sulphides (-R1-O-R1-S-)x,polyalkoxy=alkoxyalkyl sulphides (-R1-O-R2-O-R1-S-)x and polyhydroxyalkyl sulphides (-R1 (OH)-S-)x, such products being obtainable by reacting an unsaturated ether, e.g. diallyl ether, with hydrogen sulphide.ALSO:As anti-oxidants for polyolefines, synthetic rubbers and liquid ethylenically unsaturated monomers, use is made of polynuclear phenols in which an aromatic hydrocarbon group having condensed benzene nuclei is linked to a 3,5-dialkyl-4-hydroxybenzyl substituent attached directly to the ring system. The aromatic hydrocarbon group preferably contains 2-6 benzene nuclei and may be substituted with alkyl groups preferably having not more than 4 carbon atoms. The alkyl groups in the 3,5-dialkyl-4-hydroxybenzyl residue preferably contain not more than 8 carbon atoms. The specified products includes 9,10-bis(3,5-di-tert.-butyl-4-hydroxybenzyl) anthracene, 1,4-bis(3,5-diisopropyl-4-hydroxybenzyl) naphthalene, alpha - 3,5 - diisopropyl - 4 - hydroxybenzyl - naphthalene, 1-methyl-3(3-methyl-5-tert.-butyl-4-hydroxybenzyl) naphthalene, 1,4,5,8-tetra(3,5-ditert.-butyl-4-hydroxybenzyl) naphthalene, 9,10-bis(3-methyl-5-tert.-hexyl-4-hydroxybenzyl) phenanthrene, 1,4,5,8,9,10-hexa(3,5-diisopropyl-4-hydroxybenzyl) anthracene, and 5,6,11,12-tetra-(3,5-di-tert.-butyl-4-hydroxybenzyl) naphthacene. Products derived from chrysene, pyrene, benzanthracene, pentacene, dibenzanthracene and coronene are also specified. A number of materials to which the phenols may be applied are specified. The proportion of antioxidant may be 0,0001-10% by weight. A synergistic effect is produced if the antioxidants described above are used in association with sulphur compounds of the following types. (1) Compounds of the type R1-Sx-R2, where X is a whole number and R1 and R2 are similar or dissimilar organic groups bound to Sx by means of carbon atoms, e.g. compounds of the formula where R and R1 are similar or dissimilar hydro-carbon groups of 6-20 carbon atoms and n is 1-6, e.g. dilaurylthiodipropionate, or sulphides of the types R1-CH2-CH2-Sx-R2 or R1-CH2-CH2-Sx-CH2-CH2 -R2, where X is a whole number and R1 and R2 are similar or dissimilar aliphatic or aromatic groups. (2) Compounds of the general formula where M is a metal of Group II of the periodic system and R1 and R2 are hydrocarbon groups of 1-6 carbon atoms. (3) Trialkyl trithiophosphites having 6-20 carbon atoms in the alkyl groups. (4) Polymeric products such as polyalkoxyalkyl sulphides (-R1-O-R1-S-)x, polyalkoxyalkoxyalkyl sulphides (-R1-O-R2-O-R1-S-)x and polyhydroxyalkyl sulphides (-R1(OH)-S-)x, such products being obtainable by reacting an unsaturated ether, e.g. diallyl ether, with hydrogen sulphide. Rubber and plastic compositions treated according to the invention may contain pigments, fillers, antiozonants and curing agents.ALSO:The invention comprises polynuclear phenols in which an aromatic hydrocarbon group having condensed benzene nuclei is linked to a 3,5-dialkyl-4-hydroxybenzyl substituent attached directly to the ring system. The aromatic hydrocarbon group preferably contains 2-6 benzene nuclei and may be substituted with alkyl groups preferably having not more than 4 carbon atmos. The alkyl groups in the 3,5-dialkyl-4-hydroxybenzyl residue preferably contain not more than 8 carbon atoms. The products may be prepared by condensing an aromatic hydrocarbon having condensed benzene nuclei with a 3,5-dialkyl-4-hydroxybenzyl alcohol in the presence of a Friedel-Crafts catalyst or sulphuric acid, preferably in the presence of a dehydrating agent, e.g. phosphorus pentoxide, and optionally in the presence of an inert solvent, a number of which are specified. The reaction may be effected at -15-100 DEG C., preferably at atmospheric pressure. The specified Friedel-Crafts catalysts include zirconium tetrachloride, tantalum pentachloride, beryllium chloride, titanium tetrachloride and tin tetrachloride. The specified products include 9,10-bis(3,5-di-tert.-butyl-4-hydroxybenzyl)anthracene, 1,4-bis(3,5- diisoprophyl-4- hydroxybenzyl-naphthalene, alpha-3,5-diisopropyl- 4-hydroxybenzyl-naphthalene, 1-methyl- 3(3-methyl- 5-tert.-butyl- 4-hydroxybenzyl)-naphthalene, 1,4,58- tetra(3,5-di-tert.-butyl- 4-hydroxybenzyl)naphthalene, 9,10-bis(3-methyl- 5-tert.-hexyl- 4-hydroxybenzyl) phenanthrene, 1,4,5,8,9,10- hexa(3,5-diisopropyl-4-hydroxybenzyl)anthracene, and 5,6,11, 12-tetra(3,5- di-tert.- butyl-4- hydroxybenzyl) naphthacene. Products derived from chrysene, pyrene, benzanthracene, pentacene, dibenzanthracene and coronene are also specified. The products are useful as antioxidants and for protecting materials against thermal and ultra-violet degradation. Materials to which the products may be applied include polyolefines, synthetic rubbers and liquid ethylenically unsaturated monomers, a number of each of which are specified, and also natural rubber, gasoline, kerosine, furnace oils, lubricating oils and greases. A synergistic effect is produced if the antioxidants described above are used in association with certain sulphur compounds (see Groups III and IV(a)).

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