Exxon Chemical Patents, Inc.

Koch-glitsch, Inc.

Exxon Chemical Company

William B Eckstrom

Jacob I Emert

Keith R Gorda

Joseph V Cusumano

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

Ramesh R Hemrajani

Salvatore Rea

Harold Wilbur Margo

Chris F Meyer

William H Cross

Michael J Kennan

A continuous process for functionalizing polymers is disclosed, wherein (A) a liquid comprising the polymer and a gas comprising a functionalizing agent are continuously introduced into a dispersing zone operated in laminar flow with high intensity mixing of the liquid and the gas under functionalization conditions, wherein the mixing is conducted for a period of the dispersing zone residence time at a shear rate effective to form a stable gas-liquid dispersion in which the gas is substantially dissolved or dispersed in the liquid for functionalization, and wherein the shear rate is less than about 5 s.sup.-1 for no more than about 30% of the residence time; (B) the gas-liquid dispersion is continuously passed to a blending zone operated in laminar flow with low intensity mixing under functionalization conditions, wherein the mixing is conducted at a shear rate effective to further dissolve the gas into the liquid for further functionalization; and (C) continuously recovering functionalized polymer. The process can be used to carbonylate unsaturated polymers, and is particularly useful in reacting unsaturated polymers with carbon monoxide in the presence of a catalyst and a co-reactant selected from water, H.sub.2 S, alcohols, and thiols to produce functionalized polymer containing carboxylic (thio)acid or carboxylic (thio)ester functional groups.

Process for the continuous production of functionalized polymers

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

Fanwood, NJ, United States of America

William B Eckstrom