Lubricants comprising novel cyclopentanes, cyclopentadienes, cyclopentenes, and mixtures thereof and methods of manufacture
AssigneePennzoil Products Company
InventorsClifford G. Venier, Edward W. Casserly
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Abstract
Hydrocarbyl substituted cyclopentadienes, cyclopentenes, and cyclopentanes are synthetic lubricating compositions. The preferred structures contain 1 to 6 alkyl groups which have 4 to 36 carbon atoms and may have different and varying carbon chain structures. The cyclopentenes and cyclopentanes are prepared by hydrogenation from the corresponding cyclopentadiene intermediates. The cyclopentadienes are prepared by reaction with hydrocarbylating agents or alcohols. Mixtures are also disclosed.
Claims8
A method for the production of a hydrocarbylated cyclopentadiene which comprises reaction of a hydrocarbyl-substituted or hydrocarbyl-unsusbtituted cyclopentadiene starting material with a molar excess of at least 3:1 of at least one primary or secondary alcohol of the formula:
- R.sub.2 OH
- wherein R.sub.2 is individually and independently selected from the group consisting of hydrocarbyl groups of 4 to 36 carbon atoms, the reaction being conducted in the presence of a basic catalyst and in closed vessel at temperatures ranging from about 180.degree. to 300.degree. C., by addition of the cyclopentadiene starting material to a reaction vessel containing the basic catalyst in a solution of said alcohol, heating the reaction vessel while removing water from the reaction mixture as it is formed during the reaction, and recovering the hydrocarbylated cyclopentadiene which contains at least one more hydrocarbyl substituent than the cyclopentadiene starting material.
In a method for the production of a hydrocarbylated cyclopentadiene, which comprises reaction of a hydrocarbyl-substituted or unsubstituted cyclopentadiene starting material with at least one primary or secondary alcohol of the formula:
- R.sub.20 H
- wherein R.sub.2 is individually and independently selected from hydrocarbyl groups of 4 to 36 atoms, in the presence of a basic catalyst, the improved process comprising reacting the cyclopentadiene with a molar excess of said alcohol of at least 3:1, by adding the cyclopentadiene to a solution of the basic catalyst in said alcohol in a closed vessel, heating the resulting mixture to a temperature of at least 180.degree. C. in said closed vessel so that water is removed from the reaction mixture as it is formed and recovering the hydrocarbylated cyclopentadiene in high yields.
Dependencies are inferred from the claim text.