Exxon Chemical Patents, Inc.

Exxon Chemical Company

Joseph V Cusumano

Jacob I Emert

Keith R Gorda

William B Eckstrom

William D Diana

David C Dankworth

Jon E Stanat

Antonio Gutierrez

Warren A Thaler

Richard Henry Schlosberg

Stephen Zushma

David A Young

Michael J Keenan

Edris Eileen Manry

James Peter Stokes

Albert Ilya Yezrielev

William B Diana

Robert M Koros

Harold Wilbur Margo

William H Cross

Michael J Kennan

The invention pertains to improved lubricating oil dispersants wherein a fractionating polymer is prepared prior to functionalization (e.g., in the Koch reaction) for making dispersant additives. In one aspect, it was discovered that by fractionating a polymer to remove light hydrocarbon and unreacted monomer from the polymer before the carbonylation step of the Koch reaction, the amount of light ester impurities generated was minimized. Light ester is an undesirable byproduct that adversely affects the recycle of the catalyst from the functionalization step of the Koch reaction. The invention also pertains to improved lubricating oil nitrogen-containing dispersant additives derived from fractionated polymer.

Dispersant additives and process

A Koch functionalized product, which is the reaction product of at least one hydrocarbon with carbon monoxide and a nucleophilic trapping agent, is derivatized with a heavy polyamine and a second amine. The hydrocarbon is a hydrocarbon compound or a hydrocarbon polymer. A heavy polyamine is a mixture of polyamines containing small amounts of lower polyamine oligomers such as tetraethylene pentamine and pentaethylenehexamine and containing primarily oligomers with more than 6 nitrogens and more extensive branching. Rubber seals embrittlement is reduced or minimized.

Dispersants derived from heavy polyamine and second amine

A Koch functionalized product, which is the reaction product of at least one hydrocarbon with carbon monoxide and a nucleophilic trapping agent is derivatized with a heavy polyamine. A heavy polyamine is a mixture of polyamines comprising small amounts of lower polyamine oligomers such as tetraethylene pentamine and pentahexamine but primarily oligomers with more than 6 nitrogens and more extensive branching.

Lubricating oil dispersants derived from heavy polyamine

A process for preparing polymeric amides is disclosed. The process comprises sequentially reacting a hydrocarbon polymer functionalized (e.g., via the Koch reaction) to contain acid, ester, thioacid and/or thioester groups with a heavy polyamine to form a partially derivatized product in which at least about 85% of the functional groups are converted to heavy (thio)amide groups, and then reacting the partially derivatized product with an excess of light amine to complete the derivatization by converting substantially all of the remaining functional groups to light (thio)amide groups. Products of the foregoing process are also disclosed, which products are useful as additives in fuels and in lubricants.

Process for preparing polymeric amides useful as additives in fuels and

A hydrocarbon composition functionalized via the Koch reaction which is the reaction product of at least one hydrocarbon having a number average molecular weight of less than 500 and at least one ethylenic double bond per molecule, with carbon monoxide and a nucleophilic trapping agent. The hydrocarbon is usefully functionalized and derivatized, producing, in particular, lubricants suitable for use in two-cycle engines.

Functionalized additives useful in two-cycle engines

A Koch functionalized product which is the reaction product of at least one polymer having a number average molecular weight of at least 500 and at least ethylenic double bond per polymer chain, with carbon monoxide and a nucleophilic trapping agent. The invention includes functionalized polymer, derivatives thereof and methods of making the same.

Functionalization of polymers based on Koch chemistry and derivatives

A Koch functionalized product which is the reaction product of at least one polymer having a number average molecular weight of at least 500 and at least one ethylenic double bond per polymer chain, with carbon monoxide and a nucleophilic trapping agent. The invention includes functionalized polymer, derivatives thereof and methods of making the same.

A continuous process for functionalizing olefins, especially polymer olefins in a CSTR or pipe reactor. Esters are preferably produced by continuous reaction of the olefin with carbon monoxide and a nucleophilic trapping agent. The liquid-filled pipe reactor operates in plug flow with static mixers and the CSTR is operated in the substantial absence of air at constant liquid level.

Continuous process for production of functionalized olefins

A rapid, batch Koch carbonylation/functionalization reaction of at least one polymer olefin, carbon monoxide, and an aliphatic or aryl alcohol in the presence of an acid catalyst with either an alcohol:polymer olefin mole ratio .gtoreq.1:1, or an acid catalyst:polymer olefin mole ratio .gtoreq.0.9:1, or both, and recovering at least 80% functionalized polymer which is predominantly ester.

Batch Koch carbonylation process

A dispersant derivatized from a functionalized hydrocarbon and a polyamine having one primary amine and 1-10, preferably 3-8 secondary or tertiary amines; preferably where said functionalized hydrocarbon is a Koch-derived hydrocarbon.

Growing community of inventors

Watchung, NJ, United States of America

Joseph V Cusumano