Cosmo Oil Co., Ltd.

Cosmo Research Institute

Maruzen Oil Co. Ltd.

Takashi Hori

Sanae Ueda

Hitoshi Kumagai

Yoshihiro Kojima

Hiroshi Munakata

Masato Goto

Yoshihiro Sugawa

Mitsuharu Hasegawa

Yoko Sato

Suetou Hayashida

A cyclic phenol sulfide represented by the following formula (1) is described: ##STR1## wherein X represents a hydrogen atom, a hydrocarbon group, or an acyl group; Y.sub.1 represents a hydrogen atom, a hydrocarbon group, a halogenated hydrocarbon group, --COR.sup.1, --OR.sup.2, --COOR.sup.3, --CN, --CONH.sub.2, --NO.sub.2, --NR.sup.4 R.sup.5, a halogen atom, --SO.sub.4 R.sup.6, or --SO.sub.3 R.sup.7, in which R.sup.11, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, and R.sup.7 each represents a hydrogen atom or a hydrocarbon group; n is an integer of 3 or more; and m is an integer of 1 to 7, provided that the plural m's of the S.sub.m 's are the same or different; the plural X's are the same or different; and the plural Y.sub.1 's are the same or different. A process for producing the cyclic phenol sulfide is also described.

Cyclic phenol sulfide and process for producing the same

A process for producing an over-based sulfurized alkaline earth metal phenate type detergent, which comprises reacting a phenol and a dihydric alcohol with an alkaline earth metal reagent to carry out a metal addition reaction, and reacting sulfur therewith to carry out a sulfurization reaction, and then reacting carbon dioxide therewith to carry out a carbon dioxide treatment, characterized in that the metal addition reaction and the sulfurization reaction are carried out under pressure and closed conditions. The sulfurization reaction may be carried out simultaneously with the metal addition reaction, or, alternatively, with the carbon dioxide treatment after the metal addition reaction. Furthermore, the sulfurization reaction may be carried out between the metal addition reaction and the carbon dioxide treatment.

Process for producing over-based sulfurized alkaline earth metal phenate

A process for producing a mixture of sulfides of alkaline earth metal salts of an alkylhydroxybenzoic acid and an alkylphenol comprising the steps of: reacting a mixture of a phenol, a dihydric alcohol and an alkaline earth metal oxide and/or hydroxide (hereinafter referred to as an alkaline earth metal reagent) in an amount of no more than 0.99 gram equivalents per gram equivalent of said phenol; distilling off water and the dihydric alcohol until the amount of the dihydric alcohol becomes no more than 0.6 moles per mole of the alkaline earth metal reagent; reacting the resulting distillation residue with carbon dioxide; and reacting the resulting product with elemental sulfur in an amount of 0.1-4.0 moles per mole of the alkaline earth metal reagent.

Process for producing a mixture of sulfides of alkaline earth metal

A process for the production of a basic alkaline earth metal phenate is disclosed. The process comprises reacting a phenol, a dihydric alcohol, and an alkaline earth metal agent selected from alkaline earth metal oxides and hydroxides to achieve the addition of the alkaline earth metal to the phenol, wherein water is added to the reaction system in an amount of from 0.01 to 10 mols per mol of the alkaline earth metal agent. This basic alkaline earth metal phenate is useful as an additive for lubricating oils and fuel oils.

Process for the production of basic alkaline earth metal phenates

A process for producing over-based sulfurized alkaline earth metal phenates useful as lubricating oil or fuel oil additives comprising reacting a phenol, sulfur, a dihydric alcohol and an alkaline earth metal oxide or hydroxide with about 0.99 to about 0.001 gram equivalents per phenolic hydroxyl group, and reacting the reaction product with carbon dioxide at a temperature of about 50.degree. to about 230.degree. C.

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Saitama, Japan

Takashi Hori