KR-20260066129-A - Modified maleated natural oil-based reaction product and slurry composition containing the reaction product

KR20260066129AKR 20260066129 AKR20260066129 AKR 20260066129AKR-20260066129-A

Abstract

The present application provides a reaction product of (a) a maleated natural oil comprising a natural oil having a maleating functional group, (b) a crosslinking agent, and (c) a base. Another aspect of the present application relates to a reaction product of (a) a maleated natural oil comprising a natural oil having a maleating functional group, (b) a crosslinking agent, and (c) a base. The present application also provides a ceramic-coated separator for a battery comprising (i) a reaction product of (a) a maleated natural oil comprising a natural oil having a maleating functional group as a dispersant, (b) a crosslinking agent, and (c) a base, and (ii) a ceramic slurry composition comprising a separator, wherein the ceramic slurry composition is in contact with at least a portion of the separator. Furthermore, the present application provides a battery comprising the aforementioned ceramic-coated separator and a method for manufacturing the ceramic-coated separator.

Inventors

무사, 오사마 엠.
쉬놀트, 헨리 키스
고쉬, 무수미
펑, 수푸

Assignees

아이에스피 인베스트먼츠 엘엘씨

Dates

Publication Date: 20260512
Application Date: 20240905
Priority Date: 20230908

Claims (20)

(a) Maleated natural oil comprising a natural oil having a maleating functional group, (b) crosslinking agent, and (c) base The reaction product of.
In paragraph 1, the reaction product in which the maleating functional group has reacted completely or partially with the base.
In paragraph 1, the maleated natural oil is maleated avocado oil, maleated coconut oil, maleated corn oil, maleated cottonseed oil, maleated jojoba oil, maleated linseed oil, maleated nut oil, maleated olive oil, maleated palm oil, maleated leucine oil, maleated rapeseed oil, maleated safflower oil, maleated sesame oil, maleated soybean oil, maleated squash oil, maleated sunflower oil, maleated almond oil, maleated canola oil, maleated flaxseed oil, maleated grapeseed oil, maleated palm kernel oil, maleated peanut oil, maleated walnut oil, A reaction product selected from the group consisting of maleated clary sage oil, maleated chickpea oil, and mixtures thereof.
In paragraph 3, the reaction product is maleated natural oil, which is maleated soybean oil.
The reaction product according to claim 1, wherein the crosslinking agent is selected from the group consisting of polyols, polyamines, amino alcohols, amino polyols, and polyamino alcohols.
In paragraph 1, the crosslinking agent (a) Polyols: diols, triols, tetraols, pentaols, and hexaols; (b) Polyamines: diamines, triamines, tetramines, phentermines, and hexamines; and (c) Aminopolyols: aminodiol, aminotriol, aminotetraol, and aminopentaol Selected from a group consisting of Reaction product.
In paragraph 1, the crosslinking agent (a) Diol: ethylene glycol, 1,3-propanediol, 1,2-propylene glycol, 1,4-butanediol, 1,2-butylene glycol, 1,5-pentanediol, 1,2-pentylene glycol, 1,6-hexanediol, 1,2-hexanediol, 1,8-octanediol, 1,2-octanediol, ethoxylate of one of the above-mentioned diols and propoxylate of one of the above-mentioned diols; (b) Triol: Glycerol, 1,2,4-butanetriol, trimethylolpropane, castor oil, an ethoxylate of one of the aforementioned triols and a propoxylate of one of the aforementioned triols; (c) Tetraol: erythritol, threitol, diglycerol, pentaerythritol, an ethoxylate of one of the aforementioned tetraols and a propoxylate of one of the aforementioned tetraols; (d) Pentahol: xylitol, ribitol, arabitol, triglycerol, an ethoxylate of one of the aforementioned pentahols and a propoxylate of one of the aforementioned pentahols; (e) Hexaol: sorbitol, mannitol, galactitol, thalitol, alitol, iditol, tetraglycerol, an ethoxylate of one of the aforementioned hexaols and a propoxylate of one of the aforementioned hexaols; (f) Diamines: ethylenediamine, 1,4-butanediamine, 1,6-hexanediamine, piperazine, N-aminoethylpiperazine, isophoronediamine, xylenediamine, phenylenediamine, 4,4'-methylenedicyclohexanamine, 2,2'-dimethyl-4,4'-methylenebis(cyclohexylamine), diglucosamine and lysine; (g) Triamines: diethylenetriamine, triglucosamine, dilysine; (h) Tetramine: triethylenetetramine; and (i) Aminopolyols: Serinol, 3-amino-1,2-propanediol, 2-amino-1,4-butanediol and 2-amino-1,5-pentanediol Selected from a group consisting of Reaction product.
A reaction product according to claim 1, wherein the base is selected from the group consisting of inorganic bases, organic bases, and mixtures thereof.
A reaction product in which the inorganic base in paragraph 8 is selected from the group consisting of oxides of alkali metals and alkaline earth metals, hydroxides of alkali metals and alkaline earth metals, carbonates of alkali metals and alkaline earth metals, bicarbonates of alkali metals and alkaline earth metals, oxides of transition metals, hydroxides of transition metals, carbonates of transition metals, bicarbonates of transition metals, and combinations thereof.
In paragraph 9, the reaction product in which the alkali metal is selected from the group consisting of lithium, sodium, potassium, rubidium, cesium, francium, and mixtures thereof.
In paragraph 9, the reaction product is one in which the alkaline earth metal is selected from the group consisting of beryllium, magnesium, calcium, strontium, barium, radium, and mixtures thereof.
In paragraph 9, the transition metals are scandium (Sc), titanium (Ti), vanadium (V), chromium (Cr), manganese (Mn), iron (Fe), cobalt (Co), nickel (Ni), copper (Cu), zinc (Zn), yttrium (Y), zirconium (Zr), niobium (Nb), molybdenum (Mo), technetium (Tc), ruthenium (Ru), rhodium (Rh), palladium (Pd), silver (Ag), cadmium (Cd), hafnium (Hf), tantalum (Ta), tungsten (W), rhenium (Re), osmium (Os), iridium (Ir), platinum (Pt), gold (Au), mercury (Hg), rutherfordium (Rf), dubnium (Db), sieborgium (Sg), bohrium (Bh), hassium (Hs), meitnerium (Mt), darmstadtium (Ds), and A reaction product selected from the group consisting of roentgenium (Rg) and mixtures thereof.
In paragraph 8, the reaction product is one inorganic base selected from the group consisting of sodium hydroxide, potassium hydroxide, calcium hydroxide, calcium oxide, calcium carbonate, sodium carbonate, potassium carbonate, and combinations thereof.
A reaction product according to claim 8, wherein the organic base is selected from the group consisting of ammonia, primary amines, secondary amines, tertiary amines, pyridine, imidazole, benzimidazole, histidine, guanidine, and mixtures thereof.
In claim 1, a reaction product comprising the following structure: Here, R1 is a substituted or unsubstituted, linear, branched, or cyclic, saturated, unsaturated, aryl or alkaryl hydrocarbyl group containing 2 to 60 carbon atoms and, optionally, an oxa, aza, ester, or amide group; X1 and X2 are independently -O- or -NH-; Y is -OH or -X2 - R1 - X1H ; y + z ≥ 2; and z = 0 or 1.
In claim 1, a reaction product comprising the following structure: Here, x = 0 or 1; x + y + z ≥ 2; and z = 0 or 1.
(a) Maleated natural oil comprising a natural oil having a maleating functional group, (b) crosslinking agent, and (c) base A composition comprising the reaction product of
In claim 17, a composition selected from the group consisting of skin care compositions, oral care compositions, hair care compositions, energy compositions, battery compositions, construction compositions, biocidal compositions, preservative compositions, functional food compositions, food compositions, agricultural compositions, coating compositions, cosmetic compositions, home care compositions, industrial and institutional compositions, metalworking compositions, textile compositions, laundry compositions, cleaning compositions, slurry compositions, and disinfection compositions.
(a) the reaction product of claim 1 as a dispersant; (b) dispersed particles; and (c) solvent A slurry composition comprising
A slurry composition according to claim 19, wherein the dispersed particles are selected from the group consisting of alumina, alumina oxide hydroxide, SiO₂ , BaSO₄ , TiO₂ , SnO₂ , CeO₂ , ZrO₂ , BaTiO₃, Y₂O₃ , B₂O₃ , carbon nanotubes, ZnO , aluminum - doped lithium lanthanum zirconate (Al-doped LLZO), and combinations thereof.

Description

Modified maleated natural oil-based reaction product and slurry composition containing the reaction product The process(s), procedure(s), method(s), product(s), result(s), and/or concept(s) disclosed herein (hereinafter collectively referred to as “the present disclosure or the present invention”) generally relate to a modified maleated natural oil-based reaction product. The present invention also relates to a slurry composition containing the reaction product, and to the use of the slurry composition in various applications. This application relates to a modified maleated natural oil-based reaction product. It also relates to a slurry composition containing the reaction product and the use of the slurry composition in various applications. Modified natural oils can be incorporated into a wide variety of compositions. These compositions include, but are not limited to, personal care (e.g., hair care, sun care, skin care, oral care), adhesives, coatings, paints, electronic products, household, industrial and institutional (HI&I) compositions, inks, membranes, metalworking fluids, petrochemicals, plastics and plasticizers, textiles, industrial products, biocides, pharmaceutical/nutritional agents, and pesticide compositions. Natural oils, such as soybean and linseed oils, are among the most promising raw materials for the synthesis of renewable compounds, including polymers, plastics, and plasticizers. These natural materials are inexpensive, derived from very abundant, reliable, and sustainable sources, and possess high potential for modification. Natural oils are generally blends of different triglycerides, which are esterification products of fatty acids and glycerol, and contain varying degrees of unsaturation (i.e., double bonds). Oils can be characterized by their hydroxyl value and fatty acid composition. Both natural fatty acids and natural oils must be chemically modified to make them sufficiently reactive for structural changes and polymerization to occur, as their olefin functional groups are relatively non-reactive. In these compounds, unsaturated double bonds are converted into epoxide and succinic anhydride functional groups, enabling the addition of numerous hydroxyl-containing species to natural oils. U.S. Patent 9809538B2 describes an epoxidized natural fatty acid, a maleated natural fatty acid, an epoxidized natural oil or a modified natural compound synthesized from a maleated natural oil, and a lactam compound having at least one hydroxyl group, wherein the modified natural compound has utility, for example, in adhesives or beverage compositions. A discussion of the reaction scheme for the maleation reaction in vegetable oils is provided in the literature ["Maleated soybean oil and its multifunctional properties," by Gripp, Anna A., Steinberg, David C., published in Cosmetics Exhibition & Conference Proceedings, Barcelona, Mar. 22-24, 1994]. A discussion of reaction schemes for the maleation reaction in vegetable oils is provided in the literature ["Microwave Assisted Syntheses of Vegetable Oil Based Monomer," by Rafael T. Alarcon et al., published in Journal of Polymers and the Environment 28:1265-1278, 2020]. A discussion of generalized reactions between maleic anhydride and unsaturated vegetable oils is provided in the literature [the Handbook of Maleic Anhydride Based Materials: Syntheses, Properties and Applications by Osama M. Musa in chapter 3, page 166, published in Springer International Publishing Switzerland 2016]. US Patent 2754306A describes the reaction of soybean oil, maleic anhydride, and iso-octyl alcohol to provide an improved plasticizer for a nitrocellulose composition. PCT application 2019113068A1 describes technology related to metalworking fluids containing maleated soybean oil derivatives. A discussion on maleic anhydride polymerization and modified vegetable oils using polyols is provided in the literature ["Polymerization of Maleic Anhydride-Modified Plant Oils with Polyols," by Tarik Eren, Selim H. Kusefoglu, Richard Wool published in Journal of Applied Polymer Science, Barcelona, Volume 90, Issue 1, Pages 197-202, 2003]. EP Patent 2754306A describes an adhesive containing a polycondensate and a diene-modified fatty acid as a crosslinking agent. PCT application 2005071050A1 describes a metalworking fluid comprising an oil-in-water emulsion from the reaction product of triglyceride oil and maleic anhydride from plants or terrestrial animals, which further reacts with water, Group IA and IIA metals, ammonium hydroxide, various amines, alkanolamines, polyols, alkoxylated alkanolamines, poly(alkylene oxides), or polyamines or mixtures. US Patent 5733970 A discloses an aqueous dispersed, epoxy-crosslinked maleated oil (maleated glyceride oil) microgel polymer for protective coatings. US Publication 20130210630 A1 discloses a vegetable oil (maleated soybean oil) modified by reacting with a moiety more polar than the vegetable oil; and a self-emulsifying oil having an