Eastman Chemical Company

Eastman-Kodak Company

Sterling Winthrop Inc.

Johnson & Johnson Consumer Inc.

Sanofi

Chanel Parfums Beaute

Johnson Matthey Public Limited Company

Chenango Zero LLC

Neil Warren Boaz

Stephanie Kay Clendennen

Richard P Dunlap

Chakrapani Subramanyam

Ranjit C Desai

Dennis J Hlasta

Albert J Mura, Jr

Matthew Allen Boone

Sheryl Davis Debenham

Malcolm R Bell

Virendra Kumar

Michael James Fevola

John J Court

Eric P Lodge

Manohar T Saindane

John C Hubbs

Lee H Latimer

Liu Deng

Tobias J Fuetterer

M Todd Coleman

Damon Ray Billodeaux

Kristof Moonen

Kim Dumoleijn

Vasudev R Bhonde

Stacey E York

Sabine Delaire

Albert Joseph Mura

Theresa Sims Barnette

Stijn Simonne Paul Van De Vyver

Timothy R Hightower

Jennifer Michelle Lloyd

Robert P Farrell

Lee Hamilton Latimer

Robert Joseph Maleski

Michael Fitzpatrick Wempe

Christopher Harlan Burk

John Thorton Maddox

David Carl Attride

Tobias Johannes Fütterer

William D Nottingham

Jeffrey Michael Clauson

James Charles Ciula

David Chris Spencer

Jean-Michel Rabasse

Ranjit Chimanlal Desai

Eric Piatt Lodge

Yuan Zhang

Dennis John Hlasta

Thomas Nabih

Michael J Fevola

Tobias Johannes FÜTTERER

Jeffery Michael Clauson

Disclosed are a variety of amphoteric compounds containing a quaternary nitrogen group, a covalently bound counterion, and an ester or amide group. These amphoteric compounds can be advantageously prepared via a chemoenzymatic green process, and exhibit good surfactant properties.

Amphoteric compounds

Disclosed are a variety of amphoteric ester sulfonates, including 3-(N, N-dimethyl-cocoylpropylammonio-1-yl)-2-hydroxypropanesulfonate. These amphoteric ester sulfonates can be advantageously prepared in high yield and purity by a two-step chemoenzymatic process, and have excellent surfactant properties.

Amphoteric ester sulfonates

The invention provides branched trialkylamine oxides with improved properties. The trialkylamine oxides of the invention produced from branched trialkylamines, in one embodiment, can be made using certain branched C10-12 enals and aldehydes. The invention also provides an trialkylamine oxide having the formula: wherein R5, R6 and R7 are independently at least one of C3H7, C2H5, CH3, or H, or mixtures thereof; and wherein R5 and R6 are not H at the same time. In one embodiment, the trialkylamine oxides of the invention can be useful in making various products, for example, as surfactants.

Branched trialkyl amine oxides

A process for preparing Propamocarb is presented. The preparation of Propamocarb (propyl 3-(dimethylamino)propylcarbamate) from 3-dimethylaminopropylamine and dipropyl carbonate is performed using an enzyme catalyst. In certain embodiments, the catalyst is a lipase enzyme, immobilized on a solid support. Advantages of the process include the avoidance of the use of chloroformate or vinyl carbonate.

Enzymatic preparation of Propamocarb

The surfactants which can be produced from the trialkylamine intermediates include the quaternary ammonium compounds of formula: 

Branched trialkyl quaternary ammonium compounds

The present invention provides compositions utilizing a first zwitterionic ammonio-alkanamide and/or zwitterionic ammonio-alkanoate surfactant according to Formula 1 and an ingredient selected from the group consisting a surfactant other than the first zwitterionic surfactant, emulsifiers, conditioning agents, emollients, moisturizers, humectants, thickeners, lubricants, chelating agents, fillers, binding agents, anti-oxidants, preservatives, active ingredients, fragrances, dyes, buffering agents, exfoliates, pH adjusters, inorganic salts, solvents, viscosity controlling agents and opacifying agents, wherein the composition is substantially free of alkylamidoamine and aminoalkylamine.

Compositions comprising zwitterionic alkyl-alkanoylamides and/or alkyl alkanoates

Disclosed are a variety of amphoteric ester sulfonates, including 3-(N,N-dimethyl-cocoylpropylammonio-1-yl)-2-hydroxypropanesulfonate. These amphoteric ester sulfonates can be advantageously prepared in high yield and purity by a two-step chemoenzymatic process, and have excellent surfactant properties.

The present invention provides compositions utilizing a zwitterionic ester ammonioalkanoate surfactant according to Formula 1 and an ingredient selected from the group consisting a surfactant other than said zwitterionic ester ammonioalkanoate surfactant, emulsifiers, conditioning agents, emollients, moisturizers, humectants, thickeners, lubricants, chelating agents, fillers, binding agents, anti-oxidants, preservatives, active ingredients, fragrances, dyes, buffering agents, exfoliates, pH adjusters, inorganic salts, solvents, viscosity controlling agents and opacifying agents, wherein the composition is substantially free of alkylamidoamine and aminoalkylamine.

Compositions comprising zwitterionic ester ammonioalkanoates containing a heterocyclic group

Disclosed are a variety of amphoteric compounds having a heterocyclic quaternary nitrogen group. The heterocycle includes pyridines, piperidines, and pyrrolidines, and is linked to the hydrophobe via either an amide or an ester linkage. These heterocyclic amphoteric compounds can be advantageously prepared in high yield and purity by a two-step chemoenzymatic process, and have excellent surfactant properties.

Heterocyclic amphoteric compounds

This disclosure describes a low temperature process for the preparation of dimethyl amines from nitriles via reductive amination. In some embodiments, the process proceeds under mild conditions with aqeuous dimethylamine and show an unexpected rate acceleration by the inclusion of an acid addition salt of the dimethylamine.

Reductive preparation of tertiary dimethylamines from nitriles

Esters of O-substituted hydroxy carboxylic acids are provided having Formula 1, or 2, or both Formulas 1 and 2: wherein R and Rare independently selected from the group consisting of substituted and unsubstituted, branched- and straight-chain, saturated, unsaturated, and polyunsaturated C-Calkyl, substituted and unsubstituted C-Ccycloalkyl, substituted and unsubstituted C-Ccarbocyclic aryl, and substituted and unsubstituted C-Cheterocyclic; wherein the heteroatoms are selected from sulfur, nitrogen, and oxygen; and wherein n is 1-6. Process of producing esters of O-substituted hydroxy carboxylic acids are also provided.

Esters of O-substituted hydroxy carboxylic acids and preparations thereof

A variety of betaine esters, including dialkylaminoalkyl cocoate betaines and dialkylaminoalkyl hydrogenated cocoate betaines are disclosed. These betaines can be advantageously prepared in high yield and purity by a three-step transiterification chemoenzymatic process or a two-step direct esterficiation chemoenzymatic process. These betaine esters have excellent surfactant properties.

Betaine esters and process for making and using

This disclosure describes a low temperature process for the preparation of tertiary amines from nitriles and secondary amines via reductive amination using transfer hydrogenation. The process can use a nitrile and a dialkylamine and proceeds under surprisingly mild conditions using a palladium catalyst and the corresponding dialkylammonium formate as the hydrogen donor, and show a pronounced acceleration in the presence of water.

Reductive amination of nitriles using transfer hydrogenation

Compositions comprising zwitterionic ester ammonioalkanoates

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Kingsport, TN, United States of America

Neil Warren Boaz