Abstract: Ketal lactones of and methods for making such ketal lactones are disclosed. Also described are methods for making isolated cis- and trans-stereoisomers of hydroxyester ketals of oxocarboxylic acids and polymers having ketal units of such stereoisomers within the polymer backbone.
Type:
Application
Filed:
September 27, 2010
Publication date:
April 4, 2013
Applicant:
SEGETIS, INC.
Inventors:
Sergey Selifonov, Ning Zhou, Brian D. Mullen
Abstract: Disclosed herein are ketal amide compounds. The ketal amide compounds are synthesized by the reaction of ketal acids or ketal esters with amine functional compounds. Also disclosed are methodologies useful to make the ketal amide compounds. Also disclosed herein are formulations and articles containing the ketal amide compounds.
Type:
Application
Filed:
February 10, 2012
Publication date:
February 28, 2013
Applicant:
SEGETIS, INC.
Inventors:
Sergey SELIFONOV, Adam E. GOETZ, Marc D. SCHOLTEN, Ning ZHOU
Abstract: Glyceryl ether compounds prepared by the reaction of glycerol and olefin epoxides are disclosed. The compounds are renewable biomass-based surfactants useful as detergents and emulsifiers in formulations for cleaning, laundry, personal care, cosmetics, and industrial uses.
Abstract: A ketal ester of an oxocarboxylic acid and a process to make the same, where the ketal ester is of Structure (I): wherein a is 0 or an integer from 1 to 12; n is 0 or 1; R1 is a linear alkyl, aryl, arylalkylene, or branched alkyl group with 1-18 carbon atoms; R2 and R5 can be hydrogen, C1-6 straight chain or branched alkyl, phenyl, substituted phenyl, C1-6 alkyl substituted with up to four OH groups, C1-6 alkyl, or acetyl optionally substituted hydrocarbon radicals, or R2 and R4 together with the ?-carbon form a cycloaliphatic or heterocyclic ring with 3-6 carbon atoms and 0-3 heteroatoms, provided that only one of R2 and R5 is hydrogen; R3 is a linear alkyl or branched alkyl group with 1-18 carbon atoms; and R4 is hydrogen, or an alkyl, aryl, aralkyl or branched alkyl group with 1-10 carbon atoms.
Type:
Application
Filed:
September 13, 2010
Publication date:
December 20, 2012
Applicant:
SEGETIS, INC.
Inventors:
Douglas A. Wicks, Sergey Selifonov, Marc Davis Scholten
Abstract: Glyceryl ether compounds prepared by the reaction of glycerol and olefin epoxides are disclosed. The compounds are renewable biomass-based surfactants useful as detergents and emulsifiers in formulations for cleaning, laundry, personal care, cosmetics, and industrial uses.
Abstract: The present disclosure relates to the preparation of ketal compounds from glycerol and levulinic acid and esters, and uses thereof, in particular the manufacture of polyurethanes.
Abstract: Disclosed herein is a fabric softener composition comprising a fabric softener active compound that comprises a quarternary ammonium salt and/or an imidazolinium salt, and a ketal adduct of formula (12) wherein R1 is C1-6 alkyl, R2 is hydrogen or C1-3 alkyl, each R3 and R4, is independently hydrogen or C1-6 alkyl, each R5 and R6 is independently hydrogen or C1-6 alkyl, or hydroxymethyl, R7 is hydrogen, C1-6 alkyl, C1-6 alkyl substituted with up to four OR8 groups wherein R8 is hydrogen, C1-6 alkyl, or acetyl, a is 0-3, and b is 0-1.
Type:
Grant
Filed:
September 13, 2011
Date of Patent:
May 29, 2012
Assignee:
Segetis, Inc.
Inventors:
Lee Richard Rieth, Dorie J. Yontz, Daniel Warren Gilbert
Abstract: A cleaning composition can comprise aqueous, nonaqueous liquid, or solid formulations The formulations can contain a surfactant and a solvent The solvent has been shown to have utility in promoting removal, solubilizing or cleaning undesirable soil residues from a number of substrates The solvent materials can be used as a component of an aqueous solution, can be combined in a solid or powdered formulation as an encapsulated solvent or can be combined in a solid or powdered formulation as a solvent absorbed on a solid earner The aqueous formulations can be made in the form of a concentrate The cleaner can be combined with water to form an active cleaning solution that can be applied in a variety of cleaning processes The cleaner can contain additional ingredients including surfactants, builders, sequestrates, bleaches, biocides, to be found in cleaners of general and specific applications Personal care cleaning products are also described.
Type:
Application
Filed:
May 28, 2010
Publication date:
May 24, 2012
Applicant:
SEGETIS, INC.
Inventors:
Lee R. Rieth, Dorie J. Yontz, Cora M. Leibig, Matthew J. Tjosaas, Benjamin Sean Murrin
Abstract: Disclosed herein is a polyhydroxy ketal adduct obtained by the esterification of a hydrocarbon polyol by at least 1.5 equivalents of a ketocarboxy to produce an intermediate ketocarboxylic ester. The intermediate polyketocarboxylic ester is then ketalized to produce the polyhydroxyketal adduct, which can be used to provide a polymeric composition.
Type:
Application
Filed:
November 11, 2011
Publication date:
May 17, 2012
Applicant:
SEGETIS, INC.
Inventors:
Brian D. Mullen, Marc D. Scholten, Dorie J. Yontz, Cora M. Leibig, Matthew J. Tjosaas
Abstract: Various esterified alkyl ketal ester or hydroxyalkyl ketal ester products are useful as components of organic polymer compositions. The ketal esters are produced in certain transesterifications between alkyl ketal esters and/or hydroxyalkyl ketal esters and polyols, aminoalcohols, polyamines and/or polycarboxylic acids. The products are excellent plasticizers for a variety of organic polymers, notable poly(vinyl chloride) plastisols. The products are also very good lubricants for many lubrication applications.
Type:
Application
Filed:
December 21, 2011
Publication date:
May 17, 2012
Applicant:
SEGETIS, INC.
Inventors:
Brian D. MULLEN, Chunyong WU, Tara J. MULLEN, Marc D. SCHOLTEN, Vivek BADARINARAYANA
Abstract: An ionic polymer of formula VI wherein each b=0 or 1; X is hydrogen, 1/z of a metal ion of charge z, a protonated nitrogen base, or a tetrasubstituted organic ammonium compound; the molar ratio of q:r:s:t=(100-0.1):(0-99.9):(0-50):(0-30); R1, R2 and R3 are hydrogen or C1-4 alkyl; R4, R5, R6 and R7 are hydrogen, C1-4 alkyl or F, wherein F is a functional group that imparts a property to polymer VI, at least one and no more than two of R4, R5, R6 and R7 are F and F is the same or different; G is a single bond or a C1-30 hydrocarbyl group; and for each instance of t when t is not zero, c=0-5 and d=0-5, provided that c+d=1-5, and wherein q, r and s as present in c are independent of any other value of q, r and s.
Type:
Application
Filed:
November 11, 2011
Publication date:
May 17, 2012
Applicant:
SEGETIS, INC.
Inventors:
Dorie J. Yontz, Brian D. Mullen, Cora M. Leibig, Marc D. Rodwogin, Vivek Badarinarayana, Feng Jing, Friederike T. Stollmaier
Abstract: Disclosed herein is a polyketal adduct obtained by forming an ester between a hydrocarbon polyol and a ketocarboxylic acid to produce an intermediate polyketocarboxylic ester. The intermediate polyketocarboxylic ester can be purified via crystallization to achieve purities of greater than 99.0% and then ketalized to produce the polyketal adduct, which can be used in polymer compositions. The polyketal adduct I is obtained at high purity and at high yield.
Type:
Application
Filed:
November 11, 2011
Publication date:
May 17, 2012
Applicant:
SEGETIS, INC.
Inventors:
Brian D. Mullen, Marc D. Scholten, Tara J. Mullen, Cora M. Leibig, Vivek Badarinarayana
Abstract: Ketocarboxylic acids such as levulinic acid can be efficiently purified in high yield by esterification with a hydrocarbon polyol to the corresponding polyketocarboxylic ester, which can be readily purified, for example recrystallized. After purification, the ketocarboxylic ester can be hydrolyzed to provide pure ketocarboxylic acid, or a salt thereof, after removal of the esterifying hydrocarbon polyol, or used for other synthetic transformations. Advantageously, the polyketocarboxylic esters, ketocarboxylic acids, and salts thereof produced by this method are obtained in high purity.
Type:
Application
Filed:
November 11, 2011
Publication date:
May 17, 2012
Applicant:
SEGETIS, INC.
Inventors:
Brian D. MULLEN, Cora M. LEIBIG, Leo E. MANZER
Abstract: Glyceryl ether compounds prepared by the reaction of glycerol and olefin epoxides are disclosed. The compounds are renewable biomass-based surfactants useful as detergents and emulsifiers in formulations for cleaning, laundry, personal care, cosmetics, and industrial uses.
Abstract: A water-reducible coating composition includes a water-reducible polymer binder; water; and a ketal adduct of formula (1) as well as coated substrates and films formed from the compositions. The films are useful as paints, stains, and clear-coats.
Type:
Application
Filed:
October 18, 2011
Publication date:
April 19, 2012
Applicant:
SEGETIS, INC.
Inventors:
Dorie J. YONTZ, Daniel Warren GILBERT, Lee R. RIETH, Cora M. LEIBIG, Mike JACKSON
Abstract: Disclosed herein is a fabric softener composition comprising a fabric softener active compound that comprises a quarternary ammonium salt and/or an imidazolinium salt, and a ketal adduct of formula (12) wherein R1 is C1-6 alkyl, R2 is hydrogen or C1-3 alkyl, each R3 and R4, is independently hydrogen or C1-6 alkyl, each R5 and R6 is independently hydrogen or C1-6 alkyl, or hydroxymethyl, R7 is hydrogen, C1-6 alkyl, C1-6 alkyl substituted with up to four OR8 groups wherein R8 is hydrogen, C1-6 alkyl, or acetyl, a is 0-3, and b is 0-1.
Type:
Application
Filed:
September 13, 2011
Publication date:
March 15, 2012
Applicant:
SEGETIS, INC.
Inventors:
Lee Richard RIETH, Dorie J. YONTZ, Daniel Warren GILBERT
Abstract: A removal composition is described, having a plurality of abrasive particles, an organic amine, antioxidant, biocide, colorant, corrosion inhibitor, cosolvent, defoamer, dye, enzyme, light stabilizer, odor masking agent, plasticizer, preservative, rust inhibitor, surfactant, thickener, or a combination comprising at least one of the foregoing; from 0 to 1% water, based on the total weight of the removal composition; and a ketal adduct of formula (1) wherein R1 is C1-6 alkyl, R2 is hydrogen or C1-3 alkyl, each R3, R4, and R5 is independently hydrogen or C1-6 alkyl, R6 and R7 are each independently hydrogen or C1-6 alkyl, a=0-3, and b=0-1.
Type:
Application
Filed:
August 12, 2011
Publication date:
February 16, 2012
Applicant:
SEGETIS, INC.
Inventors:
Lee R. RIETH, Matthew J. TJOSAAS, Dorie J. YONTZ
Abstract: A latex coating composition is disclosed, comprising a latex polymer binder; water; and a ketal adduct of formula (1) wherein R1 is C1-6 alkyl, R2 is hydrogen or C1-3 alkyl, each R3, R4, and R5 is independently hydrogen or C1-6 alkyl, R6 and R7 are each independently hydrogen or C1-6 alkyl, a is 0-3, and b is 0-1.
Type:
Application
Filed:
August 12, 2011
Publication date:
February 16, 2012
Applicant:
SEGETIS, INC.
Inventors:
Lee R. RIETH, Cora M. LEIBIG, Jason D. PRATT, Mike JACKSON
Abstract: A method for producing a product that comprises glycerol ketal of ethyl levulinate or propylene glycol ketal of ethyl levulinate comprises reacting either glycerol or propylene glycol with ethyl levulinate in the presence of a homogenous or heterogeneous catalyst system in a reactor system. The ethyl levulinate and either glycerol or propylene glycol are heated to remove water, polyol, and excess ethyl levulinate. The excess ethyl levulinate and polyol is recycled back to the reactor. The product is distilled in a specific fashion and optionally treated by means of a stabilizing agent or acid species removal bed, to obtain a composition comprising glycerol ketal of ethyl levulinate or propylene glycol ketal of ethyl levulinate wherein the composition comprises less than or equal to about 2 wt % contaminants.
Type:
Application
Filed:
August 3, 2011
Publication date:
February 9, 2012
Applicant:
SEGETIS, INC.
Inventors:
Brian D. Mullen, Marc D. Scholten, Andrew J. Louwagie, Steven A. Donen, Feng Jing, Vivek Badarinarayana