Hydrophobically and hydrophilically modified maleated natural oils and compositions thereof

Abstract

The present invention provides a composition comprising the reaction product of the following (a) and (b): (a) a maleated natural oil, including a natural oil having a maleated functional group; and (b) a functionalized or unfunctionalized moiety selected from the group consisting of a hydrophobic moiety, a hydrophilic moiety, and combinations thereof; with the proviso that the hydrophilic moiety is not a glycerol moiety. In another aspect of the invention, the present invention provides a composition comprising the reaction product of the following (a), (b), and (c): (a) maleated natural oils, including natural oils having maleated functional groups; (b) a functionalized or unfunctionalized hydrophobic moiety; and (c) a glycerol moiety. In yet another aspect, the present application provides a composition comprising the reaction product of the following (a) and (b): (a) a maleated natural oil, including a natural oil having a maleated functional group; (b) two hydrophilic moieties that are functionalized or not functionalized. The composition can also comprise a functional system active ingredient. Modified maleated natural oils are widely used in a variety of compositions and applications. In yet another aspect of the invention, the invention provides compounds of the following structure: (Formula). # imgabs0 #

Description

Technical Field

[0001] The present application provides a composition comprising a modified maleated natural oil. The modified maleated natural oil does not have many of the limited properties of the maleated natural oil. The modified maleated natural oil is used in a variety of compositions and applications. Background Art

[0002] The modified natural oils are non-dispersible in water or alcohol. Therefore, these oils can be added to a variety of compositions. Such compositions include, but are not limited to, personal care (e.g., hair care, sun protection, skin care, oral care), adhesives, coatings, paints, electronic products, household, industrial and institutional (HI&I) compositions, inks, films, metalworking fluids, oilfield chemicals, plastics and plasticizers, textiles, industrial products, biocides, pharmaceuticals / nutraceuticals, and agricultural chemical compositions.

[0003] Natural oils such as soybean oil and linseed oil are one of the most promising raw materials for synthesizing renewable compounds including polymers, plastics and plasticizers. These natural materials are low in price, abundant in reserves, reliable in source and sustainable and have high modification potential. Natural oils are blends of different triglycerides (esterification products of fatty acids and glycerol) normally, containing different degrees of unsaturation (i.e. double bonds). Oil can be characterized by hydroxyl value and fatty acid composition. Both natural fatty acids and natural oils must be chemically modified so that they have enough activity, so that structural changes and polymerization can occur, because olefin functional groups are relatively inactive. The unsaturated double bonds in these compounds have been converted into epoxy functional groups and succinic anhydride functional groups, thereby many hydroxyl-containing materials to be introduced are joined in the natural oil.

[0004] Maleated natural oils are natural oils that have been chemically functionalized by chemical addition of epoxide (ethylene oxide) and succinic anhydride functional groups. Examples include epoxidized and maleated soybean and linseed oils, unsaturated natural oils lend themselves favorably to these chemical functionalizations.

[0005] US Patent 9809538B2 describes a modified natural compound synthesized from epoxidized natural fatty acid, maleated natural fatty acid, epoxidized natural oil or maleated natural oil; and a lactam compound having a hydroxyl group to form, for example, an adhesive or a beverage composition.

[0006] Gripp, Anna A., Steinberg, David C., "Maleated soybean oil and its multifunctional properties", published in Cosmetics Exhibition & Conference Proceedings, Barcelona, ​​Mar. 22-24, 1994, discussed the reaction scheme of maleation reaction in vegetable oils.

[0007] The article "Microwave Assisted Syntheses of Vegetable Oil Based Monomer" published by Rafael T. Alarcon et al. in Journal of Polymers and the Environment 28:1265–1278, 2020 discusses the reaction scheme of maleation reaction in vegetable oil.

[0008] The general reaction between maleic anhydride and unsaturated vegetable oils is discussed in Chapter 3, page 166 of Handbook of maleic anhydride based materials-syntheses, properties and applications, published by Osama M. Musa, Springer International Publishing Switzerland 2016.

[0009] US Patent 2754306A describes the reaction with soybean oil, maleic anhydride group and isooctyl alcohol to provide an improved plasticizer for nitrocellulose compositions.

[0010] PCT applications 2019113068A1 and 2005071050A1 describe technology related to metalworking fluids containing maleated soybean oil derivatives.

[0011] The article "Polymerization of Maleic Anhydride-Modified Plant Oils with Polyols" by Tarik Eren, Selim H. Kusefoglu, and Richard Wool, published in Journal of Applied Polymer Science, Barcelona, ​​Volume 90, Issue 1, Pages 197-202, 2003, discusses maleic anhydride polymerization and plant oils modified with polyols.

[0012] EP Patent 2754306A describes an adhesive comprising a polycondensate and a dienophile-modified fatty acid as a crosslinking agent.

[0013] US Publication No. 20180070584A1 describes an adjuvant composition that incorporates a maleated natural oil derivative into an agrochemical formulation and is applied to a target substrate to kill, inhibit or repel pests.

[0014] PCT Application 2005071050A1 describes a metalworking fluid comprising an oil-in-water emulsion derived from the reaction product of maleic anhydride and a triglyceride oil derived from a plant or terrestrial animal, further reacted with water, Group IA and Group IIA metals, ammonium hydroxide, various amines, alkanolamines, polyols, alkoxylated alkanolamines, polyalkylene oxides, or polyamines, or mixtures.

[0015] Although natural fatty acids, natural oils and their maleated counterparts have reproducibility, biodegradability, sustainability and beneficial functions, the properties they exhibit may limit their applications. For example, maleated soybean oil is insoluble and non-dispersible in water or alcohol. Therefore, these oils may often ooze out or separate from the formulated composition. This feature makes its preparation more difficult, and other ingredients are usually required to promote the formation of solutions, emulsions or dispersants. Natural oils and maleated natural oils may not be able to impart the desired properties required for end-uses, such as solubilizing power, glass transition, flexibility, gloss and / or plasticizing. Therefore, its performance (including but not limited to stability, resistance to phase separation, absorption, cleaning, dissolution potential, dyeing potential, lubricity, film-forming property, spreading uniformity, acne-causing tendency, easy removal) and aesthetic characteristics (such as skin feel, greasy feeling, shiny appearance) may not meet expectations. Finally, although such natural oils are an important renewable material, they are not always the first choice of formulators. In fact, they are usually not considered at all.

[0016] Mineral oil and vegetable oil are often used as the composition of personal care compositions. Therefore, it is necessary to have renewable, natural, biodegradable materials with different and controllable chemical, physical and / or mechanical properties, thereby minimize or eliminate the limitations of natural oils and maleated natural oils. Most personal care compositions all contain more than one inert ingredient, to help deliver active ingredients, thereby achieve the desired skin care properties. Others persist in skin care, with toxic products or other undesirable side effects. In addition, whenever a new active ingredient enters the market, it is necessary to develop a unique composition, so that the active ingredient is put into use. Therefore, it is necessary to develop a new functionalized maleated natural oil for personal care inert ingredients, which is nontoxic and stimulated or produced by renewable resources. Summary of the invention

[0017] The present invention provides a composition comprising the reaction product of (a) a maleated natural oil, including a natural oil having a maleated functional group; and (b) a functionalized or unfunctionalized moiety selected from a hydrophobic moiety, a hydrophilic moiety, and combinations thereof; provided that the hydrophilic moiety is not a glycerol moiety.

[0018] In another aspect of the invention, the invention provides a composition comprising the reaction product of (a), (b) and (c): (a) a maleated natural oil, including a natural oil having a maleated functional group; (b) a functionalized or unfunctionalized hydrophobic portion; and (c) a glycerol portion.

[0019] In yet another aspect, the present application provides a composition comprising (A) and (B): (A) the reaction product of (a) and (b): (a) a maleated natural oil, including a natural oil having a maleated functional group; and (b) a functionalized or unfunctionalized portion selected from a hydrophobic portion, a hydrophilic portion, and a combination thereof; and (B) (a) a functional system active ingredient.

[0020] In yet another aspect, the present application provides a composition comprising the reaction product of the following (a) and (b):

[0021] (a) Maleated natural oils, including natural oils having maleated functional groups;

[0022] (b) Two functionalized or unfunctionalized hydrophilic moieties.

[0023] In yet another aspect, the present application provides a composition comprising the following (A) and (B):

[0024] (A) The reaction product of (a) and (b) below

[0025] (a) Maleated natural oils, including natural oils having maleated functional groups;

[0026] (b) two functionalized or unfunctionalized hydrophobic moieties; and

[0027] (B) Functional system active ingredients.

[0028] In another aspect of the present invention, the present invention provides a compound represented by the following structure:

[0029]

[0030] Modified maleated natural oils are used in a wide variety of compositions and applications. DETAILED DESCRIPTION

[0031] The present application provides a composition comprising a modified maleated natural oil which does not have many of the limited properties of the maleated natural oil. The modified maleated natural oil is widely used in a variety of compositions and applications.

[0032] Natural oils are abundant in reserves, low in price and available from sustainable sources. Natural oils can be used for synthesizing renewable compounds such as polymers, plastics and plasticizers, and these compounds are used in multiple compositions. A difficult point in utilizing natural oils is that they are blends of triglycerides containing unsaturated groups of varying degrees, and these unsaturated groups are relatively inactive. In order to make these natural oils active, these unsaturated groups are usually chemically modified to make them active. For example, these unsaturated groups can react with maleate to provide epoxy functional groups and succinic anhydride functional groups. Despite these chemical modifications, maleated natural oils can still show limited properties, such as insolubility or non-dispersibility in water and alcohol. Therefore, further modified maleated natural oils are needed, which do not have the limited properties of maleated natural oils.

[0033] Unless otherwise defined herein, the technical terms used in connection with the disclosed and / or claimed inventive concepts shall have the meanings commonly understood by those of ordinary skill in the art. In addition, unless the context otherwise requires, singular terms shall include plural terms and plural terms shall include the singular.

[0034] The singular forms "a," "an," and "the" include the plural forms unless the context clearly dictates otherwise or the cited context clearly implies otherwise. The terms "comprising" and "comprises of" include more restrictive claims, such as "consisting essentially of" and "consisting of."

[0035] For purposes of the following detailed description, except in any operating examples, or where otherwise indicated, the numbers expressing, for example, quantities of ingredients used in the specification and claims are to be understood as being modified in all instances by the term "about". The numerical parameters described in the specification and attached claims are approximations that may vary depending upon the desired properties to be obtained in practicing the present invention.

[0036] All percentages, parts, ratios and proportions used herein are by weight of the total composition, unless otherwise specified. All such weights as they pertain to listed ingredients are based on the active level and, therefore, do not include solvents or by-products that may be included in commercially available materials, unless otherwise specified.

[0037] All publications, articles, treatises, patents, patent disclosures, and other references cited herein are incorporated herein in their entirety for all purposes to the extent consistent with the disclosure herein.

[0038] The use of the term "at least one" will be understood to include any number of one and more than one, including but not limited to 1, 2, 3, 4, 5, 10, 15, 20, 30, 40, 50, 100, etc. The term "at least one" can be extended to 100 or 1000 or more, depending on the term attached to it. In addition, the number of 100 / 1000 should not be regarded as limiting, as lower or higher limits may also produce satisfactory results.

[0039] The term "branched alkyl group and unbranched alkyl group" refers to an alkyl group which may be straight chain or branched. Branched groups include isopropyl, tert-butyl, and the like.

[0040] As used herein, the words "comprising" (and any forms thereof, such as "comprise" and "comprises"), "having" (and any forms thereof, such as "have" and "has"), "including" (and any forms thereof, such as "includes" and "include"), or "containing" (and any forms thereof, such as "contains" and "contain") are inclusive or open-ended, and do not exclude additional, unrecited elements or method steps.

[0041] The term "each independently selected from..." means that when a group occurs more than once in a structure, the group can be independently selected at each occurrence.

[0042] The term "polymer" refers to a compound comprising repeating structural units (monomers) connected by covalent chemical bonds. The polymer may be further derivatized, cross-linked, grafted or end-capped. Non-limiting examples of polymers include copolymers, terpolymers, tetrapolymers, quaternary polymers and homologs. The term "copolymer" refers to a copolymer obtained by polymerizing a polymer consisting essentially of two or more different types of monomers.

[0043] The term "reaction product" refers to a substance formed by a chemical reaction of one or more reactants.

[0044] The term "natural oil" refers to a compound comprising triglycerides, and may comprise different levels of fatty acids, monoglycerides, diglycerides, triglycerides, and refer to oils derived from plants or animal sources. Natural oils also include fatty acid glycerides, which are synthesized by reacting glycerol with 1, 2 or 3 molar equivalents of fatty acids or fatty acid mixtures. These compounds may be monoglycerides, diglycerides or triglycerides of a single fatty acid or fatty acid mixture.

[0045] As used herein, the term "maleated natural oil" refers to a natural oil comprising at least one or more maleated functional groups. Therefore, the terms "maleated" or "maleated" used hereinafter should be understood as "functionalized" because functionalizing agents other than maleic anhydride are contemplated for use in the methods of the present invention.

[0046] As used herein, the term "moiety or moieties" refers to a part of a molecule, or one or more functional groups.

[0047] The term "functional system active ingredient" refers to any ingredient that has pharmacological activity or other direct effect in the diagnosis, cure, relief, treatment or prevention of a disease, or affects the structure or any function of the human or animal body. The functional system active ingredient can be present in a personal care product or a household care product. When the functional system active ingredient is present in a personal care product comprising at least one active personal care ingredient, the personal care active ingredient includes, but is not limited to: analgesics, anesthetics, antibiotics, antifungals, disinfectants (antiseptic agents), antidandruff agents, antibacterial agents, vitamins, hormones, antidiarrheal agents, corticosteroids, anti-inflammatory agents, vasodilators, keratolytic agents, dry eye compositions, wound healing agents, anti-infective agents, as well as solvents, diluents, adjuvants and other ingredients such as water, mineral oil, preservatives, surfactants, propellants, fragrances, essential oils and thickeners.

[0048] The term "functionalized" about any part refers to the presence of one or more functional groups in the part. Multiple functional groups can be introduced into the part by one or more functionalization reactions known to those of ordinary skill in the art. The non-limiting examples of functionalization reactions include: alkylation, epoxidation, sulfonation, hydrolysis, amidation, esterification, hydroxylation, dihydroxylation, amination, aminolysis, acylation, nitration, oxidation, dehydration, elimination, hydration, dehydrogenation, hydrogenation, acetalization, halogenation, dehydrohalogenation, Michael addition, aldehyde condensation, Canizzaro reaction, Mannich reaction, Clasien condensation, Suzuki coupling, etc. In a non-limiting embodiment, the term "functionalized" about any part refers to the presence of one or more functional groups in the part, and these functional groups are selected from alkyl, alkenyl, hydroxyl, carboxyl, halogen, alkoxy, amino, imino and combinations thereof.

[0049] As used herein, the term "hydrophilic" refers to a compound having an affinity for water, while "hydrophobic" refers to a compound having no affinity for water.

[0050] These terms are relative terms, and hydrophilic moieties have a higher affinity for water than hydrophobic moieties, but hydrophilic moieties may or may not be completely soluble in water. Likewise, hydrophobic moieties have a lower affinity for water than hydrophilic moieties, but hydrophobic moieties are not necessarily water-repellent. Hydrophilic moieties have an affinity for water and other polar solvents, while hydrophobic moieties tend to have an affinity for oils, fats, and other non-polar solvents.

[0051] The term "unreacted maleated functionality" refers to a composition comprising the reaction product of a maleated natural oil wherein the components of the maleated functionality are completely unreacted and unchanged in nature.

[0052] The term "hydrocarbyl" includes straight and branched alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl groups, and combinations thereof with optional heteroatoms. The hydrocarbyl group may be monovalent, divalent, or polyvalent, and its carbon chain contains at least 2 carbon atoms, preferably 2 to 100 carbon atoms.

[0053] The term "alkyl" refers to a functionalized or unfunctionalized monovalent straight chain, branched or cyclic C1-C 60 A hydrocarbon group optionally having one or more heteroatoms. In a non-limiting embodiment, an alkyl group is C1-C 45 In another non-limiting embodiment, the alkyl group is C1-C 30 Hydrocarbyl groups. Non-limiting examples of alkyl groups include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, n-hexyl, n-heptyl, n-octyl, 2-ethylhexyl, tert-octyl, iso-norbornyl, n-dodecyl, tert-dodecyl, n-tetradecyl, n-hexadecyl, n-octadecyl, n-eicosyl, cyclobutyl, cyclopentyl, cyclohexyl, etc. The definition of "alkyl" also includes groups obtained by combining linear, branched and / or cyclic structures.

[0054] The term "aryl" refers to a functionalized or unfunctionalized monovalent aromatic hydrocarbon group, which optionally has one or more heteroatoms. The definition of aryl includes carbocyclic and heterocyclic aromatic groups. Non-limiting examples of aryl groups include phenyl, naphthyl, indenyl, indanyl, azulenyl, fluorenyl, anthracenyl, furanyl, thienyl, pyridyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, 2-pyrazolyl, pyrazolidinyl, isocyanate Azolyl, isothiazolyl, 1,2,3- oxadiazolyl, 1,2,3-triazolyl, 1,3,4-thiadiazolyl, pyridazinyl, pyrimidinyl, pyrazinyl, 1,3,5-triazinyl, 1,3,5-trithianyl, indolizinyl, indolyl, isoindolyl, 3H-indolyl, indolyl, benzo[b]furanyl, 2,3-dihydrobenzofuranyl, benzo[b]thienyl, 1H-indazolyl, benzimidazolyl, benzothiazolyl, purinyl, 4H-quinolizinyl, isoquinolyl, cinnolinyl, phthalazinyl, quinazolinyl, quinoxalinyl, 1,8-naphthridinyl, pteridinyl, carbazolyl, acridinyl, phenazinyl, phenothiazinyl, phenoxyazinyl, pyrazolo[1,5-c]triazinyl, and the like.

[0055] The term "aralkyl" refers to an alkyl group containing one or more aryl substituents, wherein "aryl" and "alkyl" are as defined above. Non-limiting examples of aralkyl groups include benzyl, 2-phenyl-ethyl, 3-phenyl-propyl, 4-phenyl-butyl, 5-phenyl-pentyl, 4-phenylcyclohexyl, 4-benzylcyclohexyl, 4-phenylcyclohexylmethyl, 4-benzylcyclohexylmethyl, and the like.

[0056] The term "alkylene" refers to a functionalized or unfunctionalized divalent linear, branched or cyclic C1-C 40 A hydrocarbon group optionally having one or more heteroatoms. In a non-limiting embodiment, an alkylene group is C1-C 30 In another non-limiting embodiment, the alkylene group is C1-C 20 Group. Non-limiting examples of alkylene groups include:

[0057]

[0058] The term "arylene" refers to a functionalized or unfunctionalized divalent aromatic hydrocarbon group, which optionally has one or more heteroatoms. The definition of arylene includes carbocyclic groups and heterocyclic groups. Non-limiting examples of arylene groups include phenylene, naphthylene, pyridylene, etc.

[0059] The term "heteroatom" refers to oxygen, nitrogen, sulfur, silicon, phosphorus or halogen. Heteroatom can exist as a part of a functional group comprising one or more heteroatoms. Non-limiting examples of heteroatomic functional groups include ether, hydroxyl, epoxy, carbonyl, carboxamide, carboxylate, carboxylic acid, imines, imide, amine, sulfonic acid, sulfonamide, phosphonic acid and silane groups. Heteroatom can also exist as a part of a ring, for example in a heteroaryl group and a heteroarylene group.

[0060] The structures listed below may refer to the first structure, the second structure, or the third structure, or a combination thereof.

[0061] The succinic anhydride groups can be present in the top chain, the middle chain, or the lower chain.

[0062]

[0063] In one non-limiting embodiment, the hydrophobic portion and the hydrophilic portion are hydrocarbyl alcohols, hydrocarbyl amines, silicon-based compounds, or combinations thereof.

[0064] Hydrocarbyl alcohols can be classified as primary, secondary, and tertiary alcohols, depending on the number of carbon atoms attached to the carbon atom bearing the hydroxyl group. Each type of alcohol can have a general formula. For example,

[0065] The general formula of primary alcohol is

[0066]

[0067] The general formula of secondary alcohol is

[0068] as well as

[0069] The general formula of tertiary alcohol is

[0070]

[0071] wherein R, R' and R" represent hydrogen, different alkyl groups, alkylene groups, aryl groups, aralkyl groups, arylene groups, and heteroatom groups.

[0072] The present invention provides a composition comprising the reaction product of (a) and (b): (a) a maleated natural oil, including a natural oil having a maleated functional group; and (b) a functionalized or unfunctionalized moiety selected from a hydrophobic moiety, a hydrophilic moiety, and a combination thereof; provided that the hydrophilic moiety is not a glycerol moiety. Preferably, the reaction product comprises unreacted maleated functional groups, or maleated functional groups functionalized by a hydrophobic moiety, a hydrophilic moiety, or a combination thereof.

[0073] Preferably, the hydrophobic moiety is a moiety selected from unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl alcohols, wherein any of the foregoing groups may be a moiety containing from about C6 to about C1 with or without heteroatoms. 36 Atoms of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl amines, wherein any of the foregoing groups may be from about C6 to about C8 with or without heteroatoms. 36 Atomic silicon-based compounds, and combinations thereof.

[0074] Preferably, the hydrophilic moiety is a moiety selected from unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl alcohols, wherein any of the foregoing groups may be unsubstituted or substituted alkyl, cycloalkyl, alkenyl and arylamines containing from about C1 to about C5 atoms with or without heteroatoms, wherein any of the foregoing groups may be unsubstituted or substituted polyols containing from about C1 to about C5 atoms with or without heteroatoms, wherein any of the foregoing groups may be unsubstituted or substituted polyols containing from about C2 to about C5 atoms with or without heteroatoms. 36 Atoms of silane, and combinations thereof.

[0075] Preferably, silane is functionalized by alcohol or amine, and combination thereof. More preferably, hydrophobic alcohol is selected from heptanol, nonanol, decanol, dodecanol, phenol, ethylbenzyl alcohol, 2-ethyl-1-hexanol, 1-octanol, 2-octanol, 2-octyl-1-dodecanol, 2-tetradecanol, 2-hexadecanol, 3,7-dimethyl-1-octanol, 2-propyl-1-pentanol, 4-methyl-1-pentanol, and mixtures thereof. More preferably, hydrophilic alcohol is selected from methanol, ethanol, propanol, isopropanol, butanol, ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, dibutylene glycol, polyethylene glycol, methoxypolyethylene glycol, polypropylene glycol, hexylene glycol, sorbitol, neopentyl glycol, erythritol, mannitol, xylitol, threitol, pentaerythritol, β-cyclodextrin, L-ribose, 2-deoxy-D-galactose, and mixtures thereof.

[0076] Preferably, the hydrophobic amine is selected from benzylamine, cyclohexylamine, hexylamine, methylhexylamine, phenylethylamine, octylamine, oleylamine, decylamine, dodecylamine, octadecylamine, undecylamine, pentadecylamine, 2-methylbutylamine, dimethylamine, and mixtures thereof. Preferably, the hydrophilic amine is selected from 2-methylpentane-1,5-diamine, diethanolamine, diisopropanolamine, serinol hydrochloride, 2-amino-2-ethyl-1,3-propanediol, N-methyl-D-glucosamine, D-galactosamine hydrochloride, D-glucosamine hydrochloride, D-mannosamine hydrochloride, and mixtures thereof.

[0077] Preferably, the silicon-based compound is a hydrophobic compound selected from the following: aminopropylmethylsiloxane-dimethylsiloxane, N-ethylaminoisobutyl end-capped polydimethylsiloxane, poly(1,1-dimethylsilazane) telomer, aminopropyl end-capped polydimethylsiloxane, monoaminopropyl end-capped polydimethylsiloxane, (tetramethylpiperidinyloxy)propylmethylsiloxane]-dimethylsiloxane copolymer, polydimethylsiloxane, hydroxyalkyl di-end-capped polydimethylsiloxane, monohydroxyalkyl end-capped polydimethylsiloxane, monohydroxyalkyl end-capped functionalized polydimethylsiloxane, [bis(hydroxyethyl)amine] end-capped polydimethylsiloxane, silanol end-capped polydimethylsiloxane, silanol end-capped polydiphenylsiloxane, dodecylmethylsiloxane-hydroxypolyalkyleneoxypropylmethylsiloxane, and mixtures thereof. Preferably, the silane is a hydrophilic compound selected from the group consisting of 3-aminopropylsilanetriol, N-(2-aminoethyl)-3-aminopropylsilanetriol, and mixtures thereof.

[0078] Preferably, the maleated natural oil is selected from 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 raisin oil, maleated rapeseed oil, maleated safflower oil, maleated sesame oil, maleated soybean oil, maleated pumpkin oil, maleated sunflower oil, maleated almond oil, maleated canola oil, maleated sesame seed oil, maleated grape seed oil, maleated palm oil, maleated palm kernel oil, maleated peanut oil, maleated walnut oil, maleated chickpea oil, and mixtures thereof. More preferably, the maleated natural oil is maleated soybean oil.

[0079] Preferably, the composition is selected from the group consisting of skin care compositions, oral care compositions, hair care compositions, energy compositions, building compositions, biocidal compositions, preservative compositions, nutraceutical compositions, food compositions, agricultural compositions, coating compositions, cosmetic compositions, home care compositions, industrial and institutional compositions, textile compositions, laundry compositions, cleaning compositions and disinfecting compositions.

[0080] In another aspect, the present invention provides a composition comprising the reaction product of (a), (b) and (c): (a) a maleated natural oil, including a natural oil having a maleated functional group; (b) a functionalized or unfunctionalized hydrophobic moiety; and (c) a glycerol moiety. Preferably, the reaction product comprises an unreacted maleated functional group, or a maleated functional group functionalized with a hydrophobic moiety, a hydrophilic moiety, or a combination thereof.

[0081] Preferably, the hydrophobic moiety is a moiety selected from unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl alcohols, wherein any of the foregoing groups may be a moiety containing from about C6 to about C1 with or without heteroatoms.36 Atoms of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl amines, wherein any of the foregoing groups may be from about C6 to about C8 with or without heteroatoms. 36 A silicon-based compound of an atom, and combinations thereof. Preferably, the hydrophobic portion is an alcohol selected from the group consisting of heptanol, nonanol, decanol, dodecanol, phenol, ethylbenzyl alcohol, 2-ethyl-1-hexanol, 1-octanol, 2-octanol, 2-octyl-1-dodecanol, 2-tetradecanol, 2-hexadecanol, 3,7-dimethyl-1-octanol, 2-propyl-1-pentanol, 4-methyl-1-pentanol, and mixtures thereof. Preferably, the hydrophobic portion is an amine selected from the group consisting of benzylamine, cyclohexylamine, hexylamine, methylhexylamine, phenylethylamine, octylamine, oleylamine, decylamine, dodecylamine, octadecylamine, undecylamine, pentadecylamine, 2-methylbutylamine, dimethylamine, and mixtures thereof.

[0082] Preferably, the silicon-based compound is a hydrophobic compound selected from the following: aminopropylmethylsiloxane-dimethylsiloxane, N-ethylaminoisobutyl end-capped polydimethylsiloxane, poly(1,1-dimethylsilazane) telomer, aminopropyl end-capped polydimethylsiloxane, monoaminopropyl end-capped polydimethylsiloxane, (tetramethylpiperidinyloxy)propylmethylsiloxane]-dimethylsiloxane copolymer, polydimethylsiloxane, hydroxyalkyl di-end-capped polydimethylsiloxane, monohydroxyalkyl end-capped polydimethylsiloxane, monohydroxyalkyl end-capped functionalized polydimethylsiloxane, [bis(hydroxyethyl)amine] end-capped polydimethylsiloxane, silanol end-capped polydimethylsiloxane, silanol end-capped polydiphenylsiloxane, dodecylmethylsiloxane-hydroxypolyalkyleneoxypropylmethylsiloxane, and mixtures thereof.

[0083] Preferably, the maleated natural oil is selected from 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 raisin oil, maleated rapeseed oil, maleated safflower oil, maleated sesame oil, maleated soybean oil, maleated pumpkin oil, maleated sunflower oil, maleated almond oil, maleated canola oil, maleated sesame seed oil, maleated grape seed oil, maleated palm oil, maleated palm kernel oil, maleated peanut oil, maleated walnut oil, maleated chickpea oil, and mixtures thereof. More preferably, the maleated natural oil is maleated soybean oil.

[0084] Preferably, the composition is selected from the group consisting of skin care compositions, oral care compositions, hair care compositions, energy compositions, building compositions, biocidal compositions, preservative compositions, nutraceutical compositions, food compositions, agricultural compositions, coating compositions, cosmetic compositions, home care compositions, industrial and institutional compositions, textile compositions, laundry compositions, cleaning compositions and disinfecting compositions.

[0085] Preferred compositions include compounds selected from the group consisting of:

[0086]

[0087] Preferred compounds can be selected from the structures shown in the following structures:

[0088]

[0089] In yet another aspect, the present invention provides a composition comprising (A) and (B): (A) the reaction product of (a) and (b): (a) a maleated natural oil, including a natural oil having a maleated functional group; and (b) a functionalized or unfunctionalized moiety selected from a hydrophobic moiety, a hydrophilic moiety, and combinations thereof; provided that the hydrophilic moiety is not a glycerol moiety; and (B) a functional system active ingredient.

[0090] The preferred items listed in the present invention described above for "a composition comprising the reaction product of the following (a) and (b): (a) a maleated natural oil, including a natural oil having a maleated functional group; and (b) a functionalized or unfunctionalized part selected from a hydrophobic part, a hydrophilic part and a combination thereof; provided that the hydrophilic part is not a glycerol part" also apply to this aspect of the present invention.

[0091] The composition may be selected from skin care compositions, oral care compositions, hair care compositions, energy compositions, building compositions, biocidal compositions, preservative compositions, nutraceutical compositions, food compositions, agricultural compositions, coating compositions, cosmetic compositions, home care compositions, industrial and institutional compositions, textile compositions, laundry compositions, cleaning compositions and disinfecting compositions.

[0092] In yet another aspect, the present invention provides a composition comprising (A) and (B): the reaction product of (A) (a), (b) and (c), (a) a maleated natural oil, including a natural oil having a maleated functional group; (b) a functionalized or unfunctionalized hydrophobic portion; (c) a glycerol portion; and (B) a functional system active ingredient.

[0093] The preferred items listed in the present invention described above for "a composition comprising the following (A) and (B): (A) the reaction product of the following (a), (b) and (c), (a) maleated natural oil, including natural oil with maleated functional groups; (b) a functionalized or unfunctionalized hydrophobic part; (c) a glycerol part; and (B) a functional system active ingredient" also apply to this aspect of the present invention.

[0094] The composition can be selected from skin care compositions, oral care compositions, hair care compositions, energy compositions, building compositions, biocidal compositions, preservative compositions, nutraceutical compositions, food compositions, agricultural compositions, coating compositions, cosmetic compositions, home care compositions, industrial and institutional compositions, textile compositions, laundry compositions, cleaning compositions and disinfecting compositions.

[0095] Preferred compositions include compounds selected from the group consisting of

[0096]

[0097] In yet another aspect, the present invention provides a personal care composition comprising (A) and (B): (A) the reaction product of (a) and (b): (a) a maleated natural oil, including a natural oil having a maleated functional group; and (b) a functionalized or unfunctionalized moiety selected from a hydrophobic moiety, a hydrophilic moiety, and combinations thereof; provided that the hydrophilic moiety is not a glycerol moiety; and (B) a personal care functional system active ingredient.

[0098] The preferred items listed in the present invention described above for "a composition comprising the reaction product of the following (a) and (b): (a) a maleated natural oil, including a natural oil having a maleated functional group; and (b) a functionalized or unfunctionalized part selected from a hydrophobic part, a hydrophilic part and a combination thereof; provided that the hydrophilic part is not a glycerol part" also apply to this aspect of the present invention.

[0099] The amount of the composition may be from about 0.01% to about 10%, and the amount of (B) may be from about 90% to about 99.99%.

[0100] The personal care functional system active ingredients may be selected from colorants, hair conditioners, skin care agents and sunscreen agents.

[0101] In yet another aspect, the present invention provides a personal care composition comprising (A) and (B): (A) the reaction product of (a), (b) and (c): (a) a maleated natural oil, including a natural oil having a maleated functional group; (b) a functionalized or unfunctionalized hydrophobic portion; and (c) a glycerol portion; and (B) a personal care functional system active ingredient.

[0102] The preferred items listed in the present invention described above for "a composition comprising the following (A) and (B): (A) the reaction product of the following (a), (b) and (c), (a) maleated natural oil, including natural oil with maleated functional groups; (b) a functionalized or unfunctionalized hydrophobic part; (c) a glycerol part; and (B) a functional system active ingredient" also apply to this aspect of the present invention.

[0103] The amount of (A) of the composition may be from about 0.01% to about 10%, and the amount of (B) may be from about 90% to about 99.99%.

[0104] The personal care functional system active ingredients may be selected from colorants, hair conditioners, skin care agents and sunscreen agents.

[0105] The personal care composition can be a formulation selected from the group consisting of sprays, lotions, mousses, fluids, serums, solutions, suspensions, perms, emulsions, gels, mists, vesicles, dispersions, pastes, creams, solid sticks, shampoos, balms, wipes, emulsions, foams, jelly and liquids.

[0106] In yet another aspect, the present invention provides a skin care composition comprising (A) and (B): (A) the reaction product of (a) and (b): (a) a maleated natural oil, including a natural oil having a maleated functional group; and (b) a functionalized or unfunctionalized portion selected from a hydrophobic portion, a hydrophilic portion, and a combination thereof; provided that the hydrophilic portion is not a glycerol portion; and (B) a skin care functional system active ingredient.

[0107] The preferred items listed in the present invention described above for "a composition comprising the following (A) and (B): (A) the reaction product of the following (a), (b) and (c), (a) maleated natural oil, including natural oil with maleated functional groups; (b) a functionalized or unfunctionalized hydrophobic part; (c) a glycerol part; and (B) a functional system active ingredient" also apply to this aspect of the present invention.

[0108] The amount of (A) of the composition may be from about 0.01% to about 10%, and the amount of (B) may be from about 90% to about 99.99%.

[0109] The active ingredients of the skin care functional system can be selected from coloring agents, hair care agents, skin care agents and sunscreen agents.

[0110] In another aspect, the present invention provides a skin care composition comprising (A) and (B): (A) the reaction product of (a), (b) and (c), (a) a maleated natural oil, including a natural oil having a maleated functional group; (b) a functionalized or unfunctionalized hydrophobic portion; and (c) a glycerol portion; and (B) a skin care functional system active ingredient.

[0111] The preferred items listed in the present invention described above for "a composition comprising the following (A) and (B): (A) the reaction product of the following (a), (b) and (c), (a) maleated natural oil, including natural oil with maleated functional groups; (b) a functionalized or unfunctionalized hydrophobic part; (c) a glycerol part; and (B) a functional system active ingredient" also apply to this aspect of the present invention.

[0112] The amount of (A) of the composition may be from about 0.01% to about 10%, and the amount of (B) may be from about 90% to about 99.99%.

[0113] Preferably, the active ingredients of the skin care functional system are selected from dyes, hair care agents, skin care agents and sunscreen agents.

[0114] Preferably, the skin care functional system active ingredient is a preparation selected from the following: sprays, lotions, mousses, fluids, essences, solutions, suspensions, perms, emulsions, gels, mists, vesicles, dispersions, pastes, creams, solid sticks, shampoos, ointments, wipes, lotions, foams, jelly and liquids.

[0115] In yet another aspect, the present application provides a composition comprising the reaction product of the following (a) and (b):

[0116] (a) Maleated natural oils, including natural oils having maleated functional groups;

[0117] (b) Two functionalized or unfunctionalized hydrophilic moieties.

[0118] In yet another aspect, the present application provides a composition comprising the following (A) and (B):

[0119] (A) The reaction product of (a) and (b) below:

[0120] (a) Maleated natural oils, including natural oils having maleated functional groups;

[0121] (b) two functionalized or unfunctionalized hydrophilic moieties; and

[0122] (B) Functional system active ingredients.

[0123] In one non-limiting embodiment, the hydrophobic portion of the alkyl alcohol comprises C2 to C 36 carbon atoms, and is linear, branched, saturated, unsaturated, aliphatic, aromatic, monofunctional or polyfunctional.

[0124] In a non-limiting embodiment, the hydrocarbyl alcohol is selected from the group consisting of monohydric alcohols, dihydric alcohols, polyhydric alcohols, and combinations thereof.

[0125] In a non-limiting embodiment, the hydrocarbyl amine is selected from the group consisting of primary amines, secondary amines, and combinations thereof.

[0126] Hydrocarbyl amines are classified as primary, secondary, and tertiary alcohols, depending on the number of carbon atoms attached to the carbon atom bearing the hydroxyl group. Each type of alcohol may have a general formula. For example,

[0127] The general formula of primary amine is

[0128] as well as

[0129] The general formula of a secondary amine is

[0130]

[0131] Wherein R and R' represent hydrogen, different alkyl groups, alkylene groups, aryl groups, aralkyl groups, arylene groups, and heteroatom groups.

[0132] In one non-limiting embodiment, the hydrophobic moiety alkyl amine comprises C2 to C 36 carbon atoms, and is linear, branched, saturated, unsaturated, aliphatic, aromatic, monofunctional or polyfunctional.

[0133] In one non-limiting embodiment, the silicon-based compound is

[0134]

[0135] Wherein, R represents different alkyl, alkylene, aryl, aralkyl, arylene, hetero groups, which are functionalized with at least one or more alcohols, amines or combinations thereof, and the value of n is 1 to 10.

[0136] In one non-limiting embodiment, the silicon-based compound is a siloxane, a silane functionalized with an alcohol, an amine, or a combination thereof.

[0137] In a non-limiting embodiment, the silicon-based compound is a linear, branched, saturated, unsaturated, aliphatic, aromatic, monofunctional or polyfunctional compound.

[0138] In a non-limiting embodiment, the hydrocarbyl alcohol is selected from the group consisting of monohydric alcohols, dihydric alcohols, polyhydric alcohols, and combinations thereof.

[0139] In a non-limiting embodiment, the hydrocarbyl alcohol is a hydrophobic alcohol selected from the group consisting of propanol, butanol, pentanol, heptanol, nonanol, decanol, dodecanol, phenol, ethylbenzyl alcohol, 2-ethyl-1-hexanol, 1-octanol, 2-octanol, 2-octyl-1-dodecanol, 2-tetradecanol, 2-hexadecanol, 3,7-dimethyl-1-octanol, 2-propyl-1-pentanol, 4-methyl-1-pentanol, and mixtures thereof.

[0140] In a non-limiting embodiment, the hydrocarbyl alcohol is a hydrophilic alcohol selected from the group consisting of methanol, ethanol, propanol, isopropanol, butanol, ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, dibutylene glycol, polyethylene glycol, methoxypolyethylene glycol, polypropylene glycol, hexylene glycol, glycerol, sorbitol, octanol, methyl ethyl pentanol, trimethyl pentanol, ethyl hexanol, methyl heptanol, nonanol, methyl octanol, ethyl heptanol, methyl ethyl hexanol, cyclohexanol, dimethyl heptanol, decanol, methyl nonanol, ethyl octanol, trimethyl heptanol, undecanol, methyl decanol, ethyl nonanol, dodecanol, tetradecanol, hexadecanol, octadecyl alcohol, benzyl alcohol, phenoxyethanol, neopentyl glycol, trimethylolpropane, methyldiethanolamine, erythritol, mannitol, xylitol, pentaerythritol, threitol, pentaerythritol, β-cyclodextrin, L-ribose, 2-deoxy-D-galactose, and mixtures thereof.

[0141] In a non-limiting embodiment, the hydrocarbyl amine is a hydrophobic amine selected from the group consisting of amine, cyclohexylamine, hexylamine, methylhexylamine, phenylethylamine, octylamine, oleylamine, decylamine, dodecylamine, octadecylamine, undecylamine, pentadecylamine, 2-methylbutylamine, dimethylamine, and mixtures thereof.

[0142] In a non-limiting embodiment, the hydrocarbyl amine is a hydrophilic amine selected from the group consisting of 2-methylpentane-1,5-diamine, diethanolamine, diisopropanolamine, serinol hydrochloride, 2-amino-2-ethyl-1,3-propanediol, N-methyl-D-glucamine, D-galactosamine hydrochloride, D-glucosamine hydrochloride, D-mannosamine hydrochloride, and mixtures thereof.

[0143] In a non-limiting embodiment, the silicon-based compound is a hydrophobic compound selected from the following: aminopropylmethylsiloxane-dimethylsiloxane, N-ethylaminoisobutyl end-capped polydimethylsiloxane, poly(1,1-dimethylsilazane) telomer, aminopropyl end-capped polydimethylsiloxane, monoaminopropyl end-capped polydimethylsiloxane, (tetramethylpiperidinyloxy)propylmethylsiloxane]-dimethylsiloxane copolymer, polydimethylsiloxane, hydroxyalkyl di-end-capped polydimethylsiloxane, monohydroxyalkyl end-capped polydimethylsiloxane, monohydroxyalkyl end-capped functionalized polydimethylsiloxane, [bis(hydroxyethyl)amine] end-capped polydimethylsiloxane, silanol end-capped polydimethylsiloxane, silanol end-capped polydiphenylsiloxane, dodecylmethylsiloxane-hydroxypolyalkyleneoxypropylmethylsiloxane, and mixtures thereof.

[0144]

[0145]

[0146]

[0147] In a non-limiting embodiment, the silicon-based compound is a hydrophilic compound selected from the group consisting of 3-aminopropylsilanetriol, N-(2-aminoethyl)-3-aminopropylsilanetriol, and mixtures thereof.

[0148]

[0149] In a non-limiting embodiment, the maleated natural oil is selected from the group consisting of 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 raisin oil, maleated rapeseed oil, maleated safflower oil, maleated sesame oil, maleated soybean oil, maleated pumpkin oil, maleated sunflower oil, maleated almond oil, maleated canola oil, maleated sesame seed oil, maleated grapeseed oil, maleated palm oil, maleated palm kernel oil, maleated peanut oil, and maleated walnut oil.

[0150] The reaction according to the present application can be easily synthesized by steps known to those skilled in the art, and its non-limiting examples include free radical solution polymerization, dispersion polymerization, emulsion polymerization, ionic chain polymerization, living polymerization, bulk polymerization, suspension polymerization or precipitation polymerization. In particular, polymerization is disclosed in "Principles of Polymerization" 4th edition, 2004, Wiley (the entire contents of which are cited and disclosed herein), and in any one of the methods described in "Decomposition Rate of Organic Free Radical Polymerization" (section II in Polymer Handbook, volume 1, 4th edition, Wiley-Interscience, 1999) (the entire contents of which are incorporated herein by reference) by George Odian.

[0151] Maleation in natural oils can occur in three different ways under heating conditions. The first is called the "ene" reaction (a reaction between allylic hydrogen and enophile-pericyclic reaction), which obtains a triglyceride structure with an anhydride portion (succinic anhydride). The second is a free radical addition, which consumes double bonds in fatty acids and incorporates succinic anhydride into the structure of natural oils. The last reaction is also a free radical addition, in which maleic anhydride is incorporated into the structure of natural oils without consuming C=C bonds (fatty acid chains and maleic anhydride), which occurs due to the deprotonation of hydrogen between two olefin groups. Subsequently, the maleated natural oil can react with the hydrophobic and hydrophilic parts of alkyl alcohols, alkyl amines, and silicon-based compounds to form a network structure (see Examples). This reaction has been applied to reactions that occur when heated at 210°C for 6-10 hours.

[0152] Therefore, for the purpose of illustration only, the reaction of the above non-limiting examples can be carried out at high temperatures, such as a temperature of about 150°C to about 300°C, or about 170°C to about 230°C, or about 200°C to about 220°C. The reaction time can be about 0.5 hours to about 10 hours. In one embodiment, the reaction time is about 1 hour to about 5 hours, in another embodiment, the reaction time is about 2 hours to 4 hours, and in another embodiment, the reaction time is about 6 hours to 10 hours.

[0153] During the maleation process, the molar ratio of natural oil to maleic anhydride is equal to 1 in some embodiments, from 1 to 2 in other embodiments, from 1 to 2.8 in other embodiments, and from 1 to 3.2 moles of maleic anhydride per mole of natural oil in other embodiments.

[0154] The maleated natural oil is reacted with the hydrophobic portion, the hydrophilic portion, or a combination mixture thereof at a molar ratio of 1:1 to form a reaction product comprising at least one unreacted maleated functional group.

[0155] In a non-limiting embodiment, the composition is a skin care composition, an oral care composition, a hair care composition, an energy composition, a building composition, a biocidal composition, a preservative composition, a nutraceutical composition, a food composition, an agricultural composition, a coating composition, a cosmetic composition, a home care composition, an industrial and institutional composition, a textile composition, a laundry composition, a cleaning composition, or a disinfecting composition.

[0156] According to another embodiment of the present application, at least one functional systemic active ingredient selected from the group consisting of skin care ingredients, hair care ingredients, oral care ingredients, home care ingredients, energy-based ingredients, building-based ingredients, biocidal-based ingredients, preservative-based ingredients, nutraceutical-based ingredients, food-based ingredients, agriculture-based ingredients, coating-based ingredients, cosmetic-based ingredients, industrial and institutional-based ingredients, textile-based ingredients, laundry-based ingredients, cleaning-based ingredients or disinfecting-based ingredients is contemplated for use.

[0157] According to another embodiment of the present application, at least one personal care ingredient is contemplated for use, which includes a makeup ingredient, a hair care ingredient, a skin care ingredient, or a sunscreen ingredient.

[0158] According to another embodiment of the present application, it is contemplated to use at least one personal care functional system active ingredient selected from the following: surfactants, water-insoluble ingredients, oxidants, conditioners, wetting agents, pH adjusting buffers, waxes, mineral oils, emulsifiers, fatty substances, gelling agents, thickeners, emollients, hydrophilic active agents or lipophilic active agents, antioxidants, chelating agents, preservatives, acidulants or alkalizing agents, fragrances, fillers, dyes, plant extracts, moisturizers, proteins, peptides, neutralizers, solvents, anti-dandruff ingredients, reducing agents and combinations thereof.

[0159] In one embodiment of the present application, at least one primary surfactant, co-surfactant or a surfactant system comprising at least one primary surfactant and at least one co-surfactant is used to prepare a sunscreen composition or a skin care composition, wherein the primary surfactant, co-surfactant or system surfactant can be selected from anionic surfactants, cationic surfactants, nonionic surfactants, zwitterionic surfactants and amphoteric surfactants. Based on the gross weight of the composition, the range of the surfactant can be 0.1 wt % to 20 wt %. Other ranges of the surfactant are 0.1 wt % to 5 wt %, 5 wt % to 10 wt %, 10 wt % to 15 wt %, or 15 wt % to 20 wt % of the gross weight of the composition. The surfactants considered for use herein are as follows:

[0160] (A) Anionic surfactants: According to certain embodiments of the present application, anionic surfactants are particularly useful. Possibly useful anionic surfactants include:

[0161] (1) Sulfonates and sulfates: Suitable anionic surfactants include sulfonates and sulfates, such as alkyl sulfates, alkyl ether sulfates, alkyl sulfonates, alkyl ether sulfonates, alkylbenzene sulfonates, alkylbenzene ether sulfates, alkyl sulfoacetates, secondary alkyl sulfonates, secondary alkyl sulfates, alkyl sulfosuccinates, etc. In addition, examples of anionic surfactants include water-soluble salts of higher fatty acid monoglyceride monosulfates such as sodium salt of monosulfated monoglyceride of hydrogenated coconut fatty acid, higher alkyl sulfates such as sodium dodecyl sulfate, alkyl aryl sulfonates such as sodium dodecylbenzene sulfonate, higher alkyl sulfoacetates, higher fatty acid esters of 1,2-dihydroxypropane sulfonate, and substantially saturated higher aliphatic acyl amides of lower aliphatic aminocarboxylic acid compounds such as those having 12 to 16 carbons in fatty acids, alkyl groups or acyl radicals, and the like.

[0162] (2) Phosphates and Phosphonates: Suitable anionic surfactants also include phosphates such as alkyl phosphates, alkyl ether phosphates, aralkyl phosphates, and aralkyl ether phosphates. Examples include a mixture of mono(alkyltetraethylene glycol ether)-oxy-phosphates, bis(alkyltetraethylene glycol ether)-oxy-phosphates, tri(alkyltetraethylene glycol ether)-oxy-phosphates, commonly known as trilaureth-4-phosphate, commercially available under the trade name HOSTAPHAT 340KL from Clariant Corp., and PPG-5 ceteth 10 phosphate available under the trade name CRODAPHOS SG from Croda Inc., Parsipanny, NJ.

[0163] (3) Amine oxides: Suitable anionic surfactants also include amine oxides. Examples of amine oxide surfactants include lauryl dimethyl amine oxide, lauramidopropyl dimethyl amine oxide and / or cetyl amine oxide.

[0164] (B) Amphoteric surfactants: Amphoteric surfactants include surfactants having tertiary amine groups that can be protonated and zwitterionic surfactants containing quaternary amines. Potentially useful amphoteric surfactants include:

[0165] (1) Ammonium carboxylate amphoteric surfactants: Examples of this type of amphoteric surfactant include, but are not limited to, certain betaines such as coco betaine and cocamidopropyl betaine, monoacetates such as sodium lauroamphoacetate, diacetates such as disodium lauroamphoacetate, aminopropionates and alkylaminopropionates such as laurylaminopropionic acid.

[0166] (2) Ammonium sulfonate amphoteric surfactants: These types of amphoteric surfactants are usually called "sultaines" or "sulfobetaine", for example, cocamidopropyl hydroxysultaine.

[0167] (C) Nonionic surfactants: Nonionic surfactants that may be particularly useful include:

[0168] (1) Polyethylene oxide extended sorbitan monoalkylates (i.e., polysorbates); (2) polyalkoxylated alkanols; (3) polyalkoxylated alkylphenols including polyethoxylated octylphenols or polyethoxylated nonylphenols having an HLB value of at least about 14, which are commercially available under the trade names ICONOL and TRITON; (4) Poloxamer. Surfactants based on block copolymers of ethylene oxide (EO) and propylene oxide (PO) may also be effective. Both EO-PO-EO blocks and PO-EO-PO blocks are expected to perform well as long as the HLB is at least about 14, preferably at least about 16. Such surfactants are commercially available from BASF under the trade names PLURONIC and TETRONIC; (5) polyalkoxylated esters - polyalkoxylated glycols such as ethylene glycol, propylene glycol, glycerol, etc. can be used (C8 to C 22 ) alkyl carboxylic acid is partially or completely esterified, that is, one or more alcohols can be used with (C8 to C 22 ) alkyl carboxylic acids. Such polyalkoxylated esters having an HLB of at least about 14, preferably at least about 16, may be suitable for use in the compositions of the present invention; (6) alkyl polyglucosides - these include polyols having an alkyl chain length of (C8 to C 16 )'s glucopon 425.

[0169] (D) Cationic surfactants: Possibly useful cationic surfactants include, but are not limited to, primary amines, secondary amines, tertiary amines, quaternary amines, alkanolamines, monoalkylalkanolamines, dialkylalkanolamines, trialkylalkanolamines, alkylmonoalkylalkanolamines, alkyldialkylalkanolamines, alkylamines, monoalkylamines, dialkylamines, trialkylamines, alkoxylated amines, alkylamine alkoxides and arylamine alkoxides, methoxylated alkylamines, ethoxylated alkylamines, alkoxylated alkanolamines, alkylalkanolamines, alkoxylated ethylenediamine derivatives, alkyl / aryl / arylalkylamine oxides. Preferred cationic surfactants of the present invention include, but are not limited to: (a) alkylalkanolamines; and (b) alkyltertiary amines. Additional information on cationic surfactants useful for the purposes of the present invention is set forth in McCutcheon's Detergents and Emulsifiers, North American Ed., 1982 and Kirk-Othmer, Encyclopedia of Chemical Technology, 3rd Ed., Vol. 22, pp. 346-387, the contents of which are incorporated herein by reference.

[0170] Suitable emollients for use herein include, for example, optionally hydroxy-substituted C8 to C 50 Unsaturated fatty acids and their esters; C8 to C 30 Saturated fatty acids C1 to C 24 esters such as isopropyl myristate; cetyl palmitate and octyldodecyl myristate (Wickenol 142), beeswax; saturated and unsaturated fatty alcohols such as behenyl alcohol and cetyl alcohol; hydrocarbons such as mineral oil, petrolatum, squalane, fatty sorbitan esters, lanolin and lanolin derivatives such as lanolin alcohol, ethoxylated, hydroxylated and acetylated lanolin; cholesterol and its derivatives; animal and vegetable triglycerides such as almond oil, peanut oil, wheat germ oil, linseed oil, jojoba oil, apricot kernel oil, walnut oil, palm kernel oil, pistachio oil, sesame seed oil, rapeseed oil, juniper oil, corn oil, peach kernel oil, poppy seed oil, pine oil, castor oil, soybean oil, avocado oil, safflower oil, coconut oil, hazelnut oil, olive oil, grape seed oil, sunflower seed oil; and C1-C2 dimer and trimer acids. 24 Esters such as diisopropyl dimerate, diisostearyl malate, diisostearyl dimerate and triisostearyl trimerate.

[0171] Suitable emollients for use herein include isocetyl alcohol, octyl palmitate, isostearyl neopentanoate and isocetyl stearate, natural or synthetic oils selected from mineral, vegetable and animal oils, fats and waxes, fatty acid esters, fatty alcohols, alkylene and polyalkylene glycol ethers and esters, fatty acids, and mixtures thereof.

[0172] Preferred emollients are selected from hydrocarbons such as isohexadecane, mineral oil, petrolatum, squalane, lanolin alcohol and stearyl alcohol. These emollients can be used alone or in combination, and in the composition of the present invention, their amount can be from about 1% by weight to about 30% by weight of the total composition, preferably from about 5% by weight to about 15% by weight of the total composition.

[0173] Suitable emulsifiers include ethers and esters of the following classes: ethers of polyglycols and of fatty alcohols; esters of polyglycols and of fatty alcohols; ethers of polyglycols and of fatty alcohols which are glycosylated; esters of polyglycols and of fatty alcohols which are glycosylated; 12-30 Ethers of alcohols and glycerol or polyglycerol; C 12-30 Esters of fatty acids with glycerol or polyglycerol; alkylene oxide-modified C 12-30 Ethers of alcohols and glycerol or polyglycerol; C 12-30 Ethers of fatty alcohols with sucrose or glucose; ethers of sucrose with C 12-30 Fatty acid esters; pentaerythritol and C 12-30 Esters of fatty acids; sorbitol and / or sorbitan with C 12-30 Esters of fatty acids; ethers of sorbitol and / or sorbitan with alkoxylated sorbitan; ethers of polyethylene glycol with cholesterol; C 12-30 Esters of fatty acids with alkoxylated ethers of sorbitol and / or sorbitan 12-30 fatty acids and of alkoxylated ethers of sorbitol and / or sorbitan); and combinations thereof. Linear or branched silicone emulsifiers may also be used. Particularly useful polyether-modified silicones include KF-6011, KF-6012, KF-6013, KF-6015, KF-6015, KF-6017, KF-6043, KF-6028, and KF-6038 from Shin-Etsu. Also particularly useful are polyglycerolated linear or branched silicone emulsifiers, including KF-6100, KF-6104, and KF-6105 from Shin-Etsu. Emulsifiers also include glyceryl stearate and laureth 23, PEG 20 stearate, and mink-oleamidopropyl dimethyl 2-hydroxyethyl ammonium chloride and emulsifying silicone elastomers. Suitable emulsifying silicone elastomers may include at least one polyalkyl ether or polyglycerolated unit.

[0174] The moisturizers used in the present application will include ethylene glycol, glycerin, propylene glycol, diethylene glycol monoethyl ether, sorbitol, sodium salt of pyroglutamic acid, glycerol, glycerol derivatives, glycerin, trehalose, sorbitol, maltitol, dipropylene glycol, 1,3-butylene glycol, sodium hyaluronate, etc.

[0175] The example of the wetting agent that can be incorporated into the product of the present application is glycerine, propylene glycol, polypropylene glycol, polyethylene glycol, lactic acid, sodium lactate, pyrrolidone carboxylic acid, urea, phospholipids, collagen, elastin, ceramide, lecithin sorbitol, PEG-4 and mixtures thereof.Other suitable wetting agents are polymer wetting agents belonging to natural water solubility and / or water swellability.Polysaccharide such as hyaluronic acid, chitosan can also be used as adhesive together with the wetting agent of the present application, to strengthen its property.The scope of wetting agent is about 0.1 weight % to about 10 weight %.

[0176] The composition of the present invention may also contain a hydrophilic gelling agent at a level of about 0.01% to about 10%, preferably about 0.02% to about 2%, especially about 0.02% to about 0.5%. Preferably, the viscosity of the gelling agent (1% aqueous solution, 20°C, Brookfield RVT) is at least about 4000 mPa.s, more preferably at least about 10,000 mPa.s, especially at least 50,000 mPa.s.

[0177] Suitable hydrophilic gelling agents can be generally described as water-soluble polymers or colloid-like water-soluble polymers and include cellulose ethers (eg, hydroxyethylcellulose, methylcellulose, hydroxypropylmethylcellulose), polyvinyl alcohol, polyquaternium-10, guar gum, hydroxypropyl guar gum, and xanthan gum.

[0178] Suitable hydrophilic gelling agents are acrylic acid / ethyl acrylate copolymers and are sold by BF Goodrich Company under the trademark Carbopol 934 is a water-soluble polymer of acrylic acid crosslinked with about 1% of a polyallyl ether of sucrose, having an average of about 5.8 allyl groups per molecule of sucrose. Also suitable for use herein are hydrophobically modified crosslinked polymers of acrylic acid having amphiphilic properties, which are available under the trade names Carbopol 1382, Carbopol 1342, and Pemulen TR-1 (CTFA name: Acrylates / 10-30 Alkyl Acrylate Crosspolymer). Combinations of polyalkenyl polyether crosslinked acrylic acid polymers and hydrophobically modified crosslinked acrylic acid polymers are also suitable for use herein. Other suitable gelling agents for use herein are oleogels such as trihydroxystearate and aluminum magnesium hydroxystearate.

[0179] Non-limiting examples of suitable thickeners and / or tackifiers include: acetamide MEA, acrylamide / ethalkonium chloride acrylate copolymer, acrylamide / ethyltrimonium chloride acrylate / benzyl hydroxyethyl dimethyl ammonium chloride acrylate copolymer, acrylamide copolymer, acrylamide / sodium acrylate copolymer, acrylamide / sodium acryloyldimethyl taurate copolymer, acrylates / ethylene glycol acetoacetate methacrylate copolymer, acrylates / beheneth-25 methacrylate copolymer, acrylates / C 10 -C 30Alkyl Acrylate Crosspolymer, Acrylates / Ceteth-20 Itaconate Copolymer, Acrylates / Ceteth-20 Methacrylate Copolymer, Acrylates / Laureth-25 Methacrylate Copolymer, Acrylates / Palmeth-25 Acrylate Copolymer, Acrylates / Palmeth-25 Itaconate Copolymer, Acrylates / Steareth-50 Acrylate Copolymer, Acrylates / Steareth-20 Itaconate Copolymer, Acrylates / Steareth-20 Methacrylate Copolymer, Acrylates / Stearyl Methacrylate Copolymer, Acrylates / Vinyl Isodecanoate Crosspolymer , acrylic acid / acryloyl nitrogen copolymer, adipic acid / methyl DEA crosspolymer, agar, agarose, alcaligenes polysaccharide, algin, alginic acid, almond oleamide DEA, almond oleamidopropyl betaine, aluminum hydroxide / magnesium stearate, ammonium acrylate / ammonium acryloyl nitrogen copolymer, ammonium acrylate copolymer, ammonium acryloyldimethyl taurate / ethylene formamide copolymer, ammonium acryloyldimethyl taurate / VP copolymer, ammonium alginate, ammonium chloride, ammonium polyacryloyldimethyl taurate, ammonium sulfate, pullulan, apricotamide DEA, apricot oleamidopropyl betaine, arachidyl alcohol, arachidyl glycol, peanut (arachis hypogaea)(peanut) flour, ascorbyl methylsilanol pectate, gum tragacanth, attapulgite, avena sativa)(oat) kernel flour, avocado oleamide DEA, avocado oleamidopropyl betaine, azelaic acid MEA, babassu oleamide DEA, babassu oleamide MEA, babassu oleamidopropyl betaine, behenamide DEA, behenamide MEA, behenamidopropyl betaine, behenyl betaine, bentonite, butoxy chitosan, tara gum, calcium alginate, calcium carboxymethyl cellulose, calcium carrageenan, calcium chloride, calcium carbomer potassium, calcium starch octenylsuccinate, C 20-40Alkyl stearate, canolamidopropyl betaine, decyl DEA, caprylyl / caprylylamidopropyl betaine, carbomer, carboxybutyl chitosan, carboxymethylcellulose acetate butyrate, carboxymethyl chitin, carboxymethyl chitosan, carboxymethyl dextran, carboxymethyl hydroxyethyl cellulose, carboxymethyl hydroxypropyl guar gum, carnitine, cellulose acetate propionate carboxylate, cellulose gum, carob bean gum, cetearyl alcohol, cetyl alcohol, cetyl babassu oleate, cetyl betaine, cetyl glycol, cetyl hydroxyethyl cellulose, squalane, cholesterol / HDI / pullulan copolymer, cholesterol hexyl dicarbamate pullulan, citrus aurantium dulcis (orange) peel extract, cocamide DEA, cocamide MEA, cocamide MIPA, cocamide ethyl betaine, cocamidopropyl betaine, cocamidopropyl hydroxysultaine, coco betaine, coco hydroxysultaine, coconut alcohol, coco / oleamidopropyl betaine, coco sultaine, cocoyl sarcosinate DEA, zea mays amide / cocamide DEA, zea mays amide DEA, cross-linked carboxymethylcellulose, cross-linked bacillus / glucose / sodium glutamate ferment, guar (cyamopsis Tetragonoloba (guar) gum, decyl alcohol, decyl betaine, dehydrogenated xanthan gum, dextrin, dibenzylidene sorbitol, dihydroxyethylamino oleamide DEA, diethylene glycol / CHDM / isophthalate / SIP copolymer, dihydroabietyl behenate, dihydrogenated tallow benzylmoniumhectorite, dihydroxyaluminum aminoacetate, dimethicone / PEG-10 crosspolymer, dimethicone / PEG-15 crosspolymer, dimethicone propyl PG-betaine, dimethylacrylamide / acrylic acid / polystyrylethyl methacrylate copolymer, dimethylacrylamide / sodium acryloyldimethyltaurate crosspolymer, disteareth-100 IPDI, DMAPA acrylates / acrylic acid / acryloyl nitrogen copolymer, erucamidopropyl hydroxysultaine, ethylene / sodium acrylate copolymer, gelatin, gellan gum, alginate glyceride, soy bean (glycinesoja) (soybean) powder, guar hydroxypropyltrimonium chloride, hectorite, hyaluronic acid, hydrated silica, hydrogenated potato starch, hydrogenated tallow, hydrogenated tallowamide DEA, hydrogenated tallow betaine, hydroxybutyl methylcellulose, hydroxyethyl acrylate / sodium acryloyldimethyl taurate copolymer, hydroxyethyl cellulose, hydroxyethyl chitosan, hydroxyethyl ethylcellulose, hydroxyethyl stearamide-MIPA, hydroxylauryl / hydroxymyristyl betaine, hydroxypropyl cellulose, hydroxypropyl chitosan, hydroxypropyl ethylenediamine carbomer, hydroxypropyl guar, hydroxypropyl methylcellulose, hydroxypropyl methylcellulose stearyl ether, hydroxypropyl starch, hydroxypropyl starch phosphate, hydroxypropyl xanthan gum, hydroxystearamide MEA, isobutylene / sodium maleate copolymer Isostearamide DEA, Isostearamide MEA, Isostearamide mIPA, Isostearamidopropyl betaine, Lactamide MEA, Lanolinamide DEA, Lauramide DEA, Lauramide MEA, Lauramide MIPA, Lauramide / Myristamide DEA, Lauramide propyl betaine, Lauramide propyl hydroxysulfobetaine, Lauryl iminodipropylene glycol, Lauryl alcohol, Lauryl betaine, Lauryl hydroxysulfobetaine, Lauryl / Myristyl glycol hydroxypropyl ether, Lauryl sulfobetaine, Lecithinamide DEA, Linoleamide DEA, Linoleamide MEA, Linoleamide MIPA, Lithium magnesium silicate, Lithium sodium magnesium silicate, Macrocystispyrifera)(Giant kelp), magnesium alginate, magnesium / aluminum / hydroxide / carbonate, magnesium aluminum silicate, magnesium silicate, magnesium trisilicate, methoxy PEG-22 / dodecyl glycol copolymer, methylcellulose, methylethylcellulose, methylhydroxyethylcellulose, microcrystalline cellulose, lactamidopropyl betaine, minkamide DEA, minkamidopropyl betaine, MIPA-myristate, montmorillonite, Moroccan lava clay, myristamide DEA, myristamide MEA, myristamide MIPA, myristamidopropyl betaine, myristamidopropyl hydroxysultaine, myristyl alcohol, Myristyl betaine, natto gum, nonoxynylhydroxyethylcellulose, oat oleamide MEA, oat oleamidopropyl betaine, octadecanediol isostearate, octadecene / MA copolymer, oleamide DEA, oleamide MEA, oleamide MIPA, oleamidopropyl betaine, oleamidopropyl hydroxysulfonate, oleyl betaine, olive oil amide DEA, olive oil amide propyl betaine, olive oil amide MEA, palmitoleic acid amide DEA, palmitoleic acid amide MEA, palmitoleic acid amide MIPA, palmitoleic acid amide propyl betaine, palmitamide DEA, palmitamide MEA, palmitamide propyl Betaine, Palm Kernel Alcohol, Palm Kernel Oleamide DEA, Palm Kernel Oleamide MEA, Palm Kernel Oleamide MIPA, Palm Kernel Oleamide Propyl Betaine, Peanutamide MEA, Peanutamide MIPA, Pectin, PEG-800, PEG Crosspolymer, PEG-150 / Decanol / SMDI Copolymer, PEG-175 Diisostearate, PEG-190 Distearate, PEG-15 Glyceryl Tristearate, PEG-140 Glyceryl Tristearate, PEG-240 / HDI Copolymer Bisdecyl Tetradecyl Alcohol Polyether-20 Ether, PEG-100 / IPDI Copolymer, PEG-180 / Laureth-50 / TMMG Copolymer, PEG-10 / Lauryl Dimethicone Methyl silicone crosspolymer, PEG-15 / lauryl dimethicone crosspolymer, PEG-2M, PEG-5M, PEG-7M, PEG-9M, PEG-14M, PEG-20M, PEG-23M, PEG-25M, PEG-45M, PEG-65M, PEG-90M, PEG-115M, PEG-160M, PEG-180M, PEG-120 methyl glucose trioleate, PEG-180 / octylphenol polyether-40 / TMMG copolymer, PEG-150 pentaerythrityl tetrastearate, PEG-4 rapeseed amide, PEG-150 / stearyl alcohol / SMDI copolymer, red bean (phaseolusangularis seed powder, tuberose (polianthes tuberosa) extract, polyacrylate-3, polyacrylic acid, polycyclopentadiene, polyether-1, polyethylene / isopropyl maleate / MA copolyol, polyglyceryl-3 disiloxane dimethicone, polyglyceryl-3 dimethylsilyl hydroxyethyl dimethicone, polymethacrylic acid, polyquaternium-52, polyvinyl alcohol, potassium alginate, potassium aluminum polyacrylate, potassium carbomer, potassium carrageenan, potassium chloride, potassium palmitoleate, potassium polyacrylate, potassium sulfate, modified potato starch, PPG-2 coconut Oleamide, PPG-1 Hydroxyethyl Caprylamide, PPG-2 Hydroxyethyl Cocamide, PPG-2 Hydroxyethyl Cocoamide / Isostearamide, PPG-3 Hydroxyethyl Soyamide, PPG-14 Laureth-60 Hexyl Dicarbamate, PPG-14 Laureth-60 Isophoryl Dicarbamate, PPG-14 Palmeth-60 Hexyl Dicarbamate, Propylene Glycol Alginate, PVP / Decene Copolymer, PVP Montmorillonite, Pyrus cydonia Seed, Pyrus malus)(apple) fiber, rhizobium gum, rice bran acid amide DEA, ricinoleic acid amide DEA, ricinoleic acid amide MEA, ricinoleic acid amide MIPA, ricinoleic acid amide propyl betaine, ricinoleic acid / adipic acid / AEEA copolymer, wild rose flower wax, sclerotium gum, sesame oil amide DEA, sesame oil amide propyl betaine, sodium acrylate / acryloyldimethyl taurate copolymer, sodium acrylate / acrolein copolymer, sodium acrylate / acryloyl nitrogen copolymer, sodium acrylate copolymer, sodium acrylate crosspolymer, sodium acrylate / acrylamide methyl propane sulfonic acid copolymer, sodium acrylate / vinyl isodecanol crosspolymer, sodium acrylate / vinyl alcohol copolymer, sodium carbomer, sodium carboxymethyl chitosan, carboxy Sodium methyl glucan, sodium carboxymethyl beta-glucan, sodium carboxymethyl starch, sodium carrageenan, sodium cellulose sulfate, sodium chloride, sodium cyclodextrin sulfate, sodium hydroxypropyl starch phosphate, sodium isooctene / sodium MA copolymer, sodium magnesium fluorosilicate, sodium oleate, sodium palmitate, sodium palm kernel oleate, sodium polyacrylate, sodium polyacrylate starch, sodium polyacryloyldimethyl taurate, sodium poly-gamma-glutamate, sodium polymethacrylate, sodium polystyrene sulfonate, sodium aluminosilicate, sodium octenyl succinate starch, sodium stearate, sodium stearyl PG-hydroxyethylcellulose sulfonate, sodium styrene / sodium acrylate copolymer, sodium sulfate, sodium tallowate, sodium ethyl acrylate / sodium acrylate / sodium acryloyl nitrogen copolymer, sodium tocopherol phosphate, potato (solanumtuberosum) starch, soyamide DEA, soyamidopropyl betaine, starch / acrylates / acrylamide copolymer, starch hydroxypropyltrimonium chloride, stearamide AMP, stearamide DEA, stearamide DEA-distearate, stearamide DIBA-stearate, stearamide MEA, stearamide MEA-stearate, stearamide MIPA, stearamidopropyl betaine, steareth-60 cetyl ether, steareth-100 / PEG-136 / HDI copolymer, stearyl alcohol, stearyl betaine, sterculia urens gum, synthetic fluorphlogopite, tallowamide DEA, tallow alcohol, tallowamide DEA, tallowamide MEA, tallowamidopropyl betaine, tallowamidopropyl hydroxysultaine, tallowamide oxide, tallow betaine, tallow dihydroxyethyl betaine, tamarindus indica seed gum, tapioca starch, TEA alginate, TEA carbomer, TEA hydrochloride, trideceth-2 carboxamide MEA, tridecanol, triethylene glycol dibenzoate, trimethylol hydroxyethyl ether, triticum vulgare (wheat) germ flour, triticum vulgare (wheat) kernel flour, triticum vulgare (wheat) starch, tromethamine acrylate / acryloyl nitrogen copolymer, tromethamine magnesium aluminum silicate, undecanol, undecylenamide DEA, undecylenamide MEA, undecylenamidopropyl betaine, welan gum, wheat germ amide DEA, wheat germ amide propyl betaine, xanthan gum, yeast beta-glucan, yeast polysaccharide, zea mays (corn) starch, and blends thereof.

[0180] Preferred thickeners for use herein include Crosslinked maleic anhydride-alkyl methyl vinyl ethers and copolymers sold by QM (International Specialty Products (ISP)). Also useful are Natural gums, highly cross-linked polymethacrylate copolymers e.g. 5647, which takes the form of generally spherical particles of a cross-linked hydrophobic polymer, having a pore size of about 0.01 μm to about 0.05 μm and a surface area of ​​200 m 2 / g to 300m 2 / g.

[0181] Neutralizing agents suitable for neutralizing the acidic group-containing hydrophilic gelling agents herein include sodium hydroxide, potassium hydroxide, ammonium hydroxide, monoethanolamine, diethanolamine, and triethanolamine, and aminomethyl propanol.

[0182] The skin care composition and sunscreen composition of the present application can be preserved by adding a small amount of preservative to the composition. Such preservatives can be selected from, but not limited to, triazoles, imidazoles, naphthalene derivatives, benzimidazoles, morpholine derivatives, dithiocarbamates, benzisothiazoles, benzamides, boron compounds, formaldehyde donors, isothiazolinones, thiocyanates, quaternary ammonium compounds, iodine derivatives, phenol derivatives, microbiocides, pyridines, dialkyl dithionaphthyl carboxylic acid esters (dialkylthiocarbamates), nitrile, parabens, alkyl parabens, and salts thereof. The scope of the preservative used is from about 0.01% by weight to about 10% by weight. Based on the gross weight of the composition, the preservative concentration range in the composition is from about 0.05% by weight to about 1.0% by weight, preferably from about 0.1% by weight to about 0.4% by weight. Suitable preservatives for use herein include sodium benzoate and propyl paraben and mixtures thereof.

[0183] For the present application, preferred additives / excipients based on fatty substances include fatty alcohols, natural and synthetic waxes, ceramides, mineral oils, vegetable oils, animal oils, synthetic oils. Other preferred fatty substances are isododecane, hydrogenated polyisobutene, squalane, isononyl isononanoate, cyclotetra-and-pentadimethicones, phenyl trimethicone, ethylene homopolymers, ethoxylated fats and oils, fluoroalkanes, seracite, shea butter, eicosyl propionate, alone or in combination. For the definition of waxes, reference may be made, for example, to PD Dorgan, Drug and Cosmetic Industry, December 1983, pp. 30-33.

[0184] Suitable solvents for the present application may be composed of water, cosmetically / dermatologically acceptable solvents, or blends of water and cosmetically / dermatologically acceptable solvents, the solvent being, for example, lower alcohols composed of C1 to C4, such as ethanol, isopropanol, tert-butanol, n-butanol, alkylene glycols such as propylene glycol and glycol ethers. However, the composition of the present invention may be anhydrous. The most preferred solvents for the present application will include water, ethanol and / or isopropanol. Other suitable solvents are contemplated for preparing the products of the present application, which will include, but are not limited to, linear C1-C6 alcohols and branched C1-C6 alcohols, such as ethanol, propanol, isopropanol, butanol, hexanol and mixtures thereof; aromatic alcohols such as benzyl alcohol, alicyclic alcohols such as cyclohexanol, etc.; saturated C 12 -C 30Fatty alcohols such as lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, and the like. Non-limiting examples of polyols include polyhydroxy alcohols such as glycerol, propylene glycol, butylene glycol, hexylene glycol, C2-C4 alkoxylated alcohols and C2-C4 alkoxylated polyols such as ethoxylated ethers, propoxylated ethers and butoxylated ethers of alcohols, diols and polyols having from about 2 to about 30 carbon atoms and from 1 to about 40 alkoxy units, polypropylene glycol, polybutylene glycol, and the like. Non-limiting examples of non-aqueous auxiliary solvents include silicones, and silicone derivatives such as cyclomethicone, and the like, aliphatic solvents such as cyclohexane and heptane, ketones such as acetone and methyl ethyl ketone, and mixtures thereof; ethers such as diethyl ether, dimethoxymethane, and mixtures thereof; natural oils, natural waxes, synthetic oils and synthetic waxes such as vegetable oils, plant oils, animal oils, essential oils, mineral oils, C7-C 40 Isoparaffin, alkyl carboxylic acid esters such as ethyl acetate, amyl acetate, ethyl lactate, etc., jojoba oil, shark liver oil, etc.

[0185] Alkaline pH adjusting agents such as alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, ammonium hydroxide, organic bases such as triethanolamine, diisopropylamine, dodecylamine, diisopropanolamine, aminomethyl propanol, coconut amine, oleylamine, morpholine, tripentylamine, triethylamine, tromethamine, (2-amino-2-hydroxymethyl)-1,3-propanediol and tetra(hydroxypropyl)ethylenediamine, and alkali metal salts of inorganic acids such as sodium borate (borax), sodium phosphate, sodium pyrophosphate, etc., and mixtures thereof. Acidic pH adjusting agents can be organic acids, including amino acids and inorganic mineral acids. Non-limiting examples of acidic pH adjusting agents include acetic acid, citric acid, fumaric acid, glutamic acid, glycolic acid, hydrochloric acid, lactic acid, nitric acid, phosphoric acid, sodium bisulfate, sulfuric acid, tartaric acid, etc., and mixtures thereof. The desired pH of the personal care composition ranges from about 2 to about 13, and in some embodiments, it is preferably from about 4 to about 8. The use level of the pH adjusting agent can be the effective amount required to achieve the desired pH level.

[0186] Coloring agents, coloring agents or dyes used herein include natural food colorings and dyes suitable for food, medicine and cosmetic applications. These coloring agents are also referred to as FD&C and D&C dyes and lakes, and are preferably natural water-soluble. The complete record of all FD&C and D&C dyes and their corresponding chemical structures can be found in Kirk-Othmer Encyclopedia of Chemical Technology, Volume 5, pages 857-884 (its text is accordingly incorporated herein by reference). The incorporation of these coloring agents can be up to about 3 % by weight of the personal care composition, more particularly up to about 2 % by weight, in some cases less than about 1 % by weight.

[0187] Perfume or essence obtained from natural or synthetic sources can be used in skin care / sunscreen compositions of the present invention. Essence can be used together with suitable solvent, diluent or carrier. Essence can be added with any conventional known method, for example, mixed in the composition or blended with other ingredients for forming the composition, and its amount is found to be useful for increasing or imparting the desired fragrance characteristics of disinfecting compositions or cleaning compositions. Essence for the present application can be selected from one or more of the following non-limiting compound groups: for example essential oils, absolute oils, resinous substances, resins, concretes, hydrocarbons, alcohols, aldehydes, ketones, ethers, acids, esters, acetals, ketals, nitrile, which include saturated compounds, unsaturated compounds, aliphatic compounds, carbocyclic compounds and heterocyclic compounds.

[0188] The term "sequestering agent" or "chelating agent" as used herein refers to a compound that is capable of bonding or complexing metal ions between two or more atoms of the compound, thereby neutralizing or controlling the harmful effects of such metal ions. Wherein the retention or bonding of the metal ions is through a combination of one or more different types of bonds (including coordination bonds and / or ionic bonds). In addition, information on sequestering agents and chelating agents considered in the present application is appropriately disclosed in TE Furia, CR CH and book of Food Additives, 2nd Edition, pp. 271-294 (1972) and MS Peterson and A. M. Johnson (Eds.), Encyclopedia of Food Science, pp. 694-699 (1978), the entire contents of which are incorporated herein by reference.

[0189] Suitable sunscreens that can be formulated into the compositions of the present invention are selected from the group consisting of methoxydibenzoylmethane, octyl salicylate, dimethyl PABA amyl ester, dimethyl PABA octyl ester, benzophenone-1, benzophenone-6, 2-(2H-benzotriazol-2-yl)-4,6-di-tert-amylphenol, 2-cyano-3,3-diphenylacrylate ethyl, homomethyl salicylate (homosalate), bis-ethylhexyloxyphenol methoxyphenyl triazine, methyl-(1,2,2,6,6-pentamethyl-4-piperidinyl)-sebacate, 2-(2H-benzotriazol-2-yl)-4-methylphenol, diethylhexyl butyramido triazone, dimethyl PABA amyl ester, 4,6-bis(octylthiomethyl)-o-cresol, red petroleum (red petroleum), ethylhexyl triazone, octocrylene, isoamyl p-methoxycinnamate, drometrizole, titanium dioxide, 2,4-di-tert-butyl-6-(5-chloro-2H-benzotriazol-2-yl)phenol, 2-hydroxy-4-octyloxybenzophenone, benzophenone-2, methyl diisopropyl cinnamate, PEG-25PABA, 2-(1,1-dimethylethyl)-6-[[3-(1,1-dimethylethyl)-2-hydroxy-5 -methylphenyl] methyl-4-methylphenyl acrylate, drometrizole trisiloxane, menthyl anthranilate, butyl methoxydibenzoylmethane, 2-ethoxyethyl p-methoxycinnamate, benzalkonium camphorsulfonic acid, dimethoxyphenyl-[1-(3,4)]-4,4-dimethyl-1,3-pentanedione, zinc oxide, N,N'-hexane-1,6-diylbis[3-(3,5-di-tert-butyl-4-hydroxyphenylpropionamide)], pentaerythritol tetra[3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionate], 2,6 -Di-tert-butyl-4-[4,6-bis(octylthio)-1,3,5-triazine-2-ylamino]phenol, 2-(2H-benzotriazol-2-yl)-4,6-bis(1-methyl-1-phenylethyl)phenol, triethanolamine salicylate, diethanolamine p-methoxycinnamate, polysilicone-15, 4-methylbenzylidene camphor, bisoctrizole, N-phenyl-aniline, reaction products with 2,4,4-trimethylpentene, sulisobenzone, (2 -ethylhexyl)-2-cyano-3,3-diphenylacrylate, galloyl gallic acid trioleate, polyacrylamide methylbenzylidene camphor, glyceryl ethylhexanoate dimethoxycinnamate, 1,3-bis[(2'-cyano-3',3'-diphenylacryloyl)oxy]-2,2-bis[(2'-cyano-bis(2,2,6,6-tetramethyl-4-piperidinyl)-sebacate, dibenzophenone-5, 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, hexamethylenediamine, benzophenone-8, 4-bis(hydroxypropyl)aminobenzoic acid ethyl ester, 6-tert-butyl-2-(5-chloro-2H-benzotriazol-2-yl)-4-methylphenol, p-aminobenzoic acid, 3,3',3",5,5',5"-hexa-tert-butyl-a,a',a"-(mesitylene-2,4,6-triyl)tri-p-cresol, lawsone and dihydroxyacetone, benzophenone-9, benzophenone-4, ethylhexyl dimethoxybenzylidene dioxoimidazolinyl propionate, N,N'-bisformyl-N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-, 3-benzylidene camphor, p-phenylene Dimethylene dicamphor sulfonic acid, camphor benzalkonium methyl sulfate, bisdisulizoledisodium, etocrylene, ferulic acid, 2-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)-phenol, 4,6-bis(dodecylthiomethyl)-o-cresol, β-2-pyranose glucopyranose oxypropyl hydroxybenzophenone, phenylbenzimidazole sulfonic acid, benzophenone-3, diethylaminohydroxybenzoyl hexyl benzoate, 3',3'-diphenylacryloyl)oxy]methyl}-propane, ethylhexyl p-methoxycinnamate, and blends thereof.

[0190] Suitable sunscreens that can be formulated into the compositions of the present invention are selected from the group consisting of aminobenzoic acid, dimethyl PABA amyl ester, cinoxate, diethanolamine p-methoxycinnamate, galloyl gallic acid trioleate, dihydroxybenzoate, 2-ethoxyethyl p-methoxycinnamate, 4-bis(hydroxypropyl)aminobenzoic acid ethyl ester, 2-ethylhexyl 2-cyano-3,3-diphenylacrylate, ethylhexyl p-methoxycinnamate, 2-ethylhexyl salicylate, glyceryl aminobenzoate, Acid esters, homomenthyl salicylate, homosalate, 3-imidazol-4-yl acrylic acid and ethyl esters, methyl anthranilate, dimethyl PABA octyl ester, 2-phenylbenzimidazole-5-sulfonic acid and salts, red petrolatum, sulpizone, titanium dioxide, triethanolamine salicylate, N,N,N-trimethyl-4-(2-oxoborn-3-ylidene methyl)anillinium methyl sulfate, and mixtures thereof.

[0191] The composition may also contain additional materials such as fillers such as nylon, electrolytes such as sodium chloride, proteins, antioxidants, and chelating agents, as appropriate.

[0192] In some embodiments, a suitable range of the reaction product of the maleated natural oil and one or more functionalized or unfunctionalized moieties selected from a hydrophobic moiety, a hydrophilic moiety, or a combination can be from about 0.01 wt % to about 0.1 wt %, from about 0.1 wt % to about 1 wt %, or from about 1 wt % to about 5 wt %, or from about 5 wt % to about 10 wt %, based on the total weight of the aqueous personal care composition.

[0193] In some embodiments, based on the total weight of the oral care antimicrobial agent, a suitable range of the functional system active ingredient for use in the present application can be from about 0.1 wt % to about 1 wt %, or from about 1 wt % to about 2.5 wt %, or from about 2.5 wt % to about 5 wt %, or from about 5 wt % to about 10 wt %, or from 10 wt % to about 15 wt %, or from about 15 wt % to about 20 wt %, or from about 20 wt % to about 25 wt %, or from about 25 wt % to about 30 wt %, or about 30 wt %. To about 35 weight %, or about 35 weight % to about 40 weight %, or about 40 weight % to about 45 weight %, or about 45 weight % to about 50 weight %, or about 50 weight % to about 55 weight %, or about 55 weight % to about 60 weight %, or about 60 weight % to about 65 weight %, or about 65 weight % to about 70 weight %, or about 70 weight % to about 75 weight %, or about 75 weight % to about 80 weight %, or about 80 weight % to about 85 weight %, or about 85 weight % to about 90 weight %.

[0194] In some embodiments, based on the total weight of the oral care antimicrobial composition, suitable ranges for the personal care ingredients used in the present application can be from about 0.1 wt % to about 1 wt %, or from about 1 wt % to about 2.5 wt %, or from about 2.5 wt % to about 5 wt %, or from about 5 wt % to about 10 wt %, or from 10 wt % to about 15 wt %, or from about 15 wt % to about 20 wt %, or from about 20 wt % to about 25 wt %, or from about 25 wt % to about 30 wt %, or from about 30 wt % to about 40 wt %. About 35 weight %, or about 35 weight % to about 40 weight %, or about 40 weight % to about 45 weight %, or about 45 weight % to about 50 weight %, or about 50 weight % to about 55 weight %, or about 55 weight % to about 60 weight %, or about 60 weight % to about 65 weight %, or about 65 weight % to about 70 weight %, or about 70 weight % to about 75 weight %, or about 75 weight % to about 80 weight %, or about 80 weight % to about 85 weight %, or about 85 weight % to about 90 weight %.

[0195] In some embodiments, based on the total weight of the oral care antimicrobial composition, suitable ranges for the skin care ingredients used in the present application can be from about 0.1 wt % to about 1 wt %, or from about 1 wt % to about 2.5 wt %, or from about 2.5 wt % to about 5 wt %, or from about 5 wt % to about 10 wt %, or from 10 wt % to about 15 wt %, or from about 15 wt % to about 20 wt %, or from about 20 wt % to about 25 wt %, or from about 25 wt % to about 30 wt %, or from about 30 wt % to about 35 wt %, or about 35 wt % to about 40 wt %, or about 40 wt % to about 45 wt %, or about 45 wt % to about 50 wt %, or about 50 wt % to about 55 wt %, or about 55 wt % to about 60 wt %, or about 60 wt % to about 65 wt %, or about 65 wt % to about 70 wt %, or about 70 wt % to about 75 wt %, or about 75 wt % to about 80 wt %, or about 80 wt % to about 85 wt %, or about 85 wt % to about 90 wt %.

[0196] According to another embodiment of the present application, the aqueous personal care composition of the present application is formulated into a spray, a lotion, a mousse, a fluid, a serum, a solution, a perm, an emulsion, a gel, a vesicle, a dispersion, a paste, a cream, a solid stick, a shampoo, a balm, a wipe, an emulsion, a foam, a jelly and / or a liquid.

[0197] The reactions and compositions of the present application can be analyzed by known techniques. Particularly preferred techniques are 13C nuclear magnetic resonance (NMR) spectroscopy, gas chromatography (GC), infrared (IR), liquid chromatography (LC) and gel permeation chromatography (GPC) to resolve properties, residual monomer concentration, molecular weight and molecular weight distribution.

[0198] In addition, some aspects of the present application are described in detail by the following examples. The examples given herein are for illustrating the present application, but are not intended to limit the present application.

[0199] Example

[0200] Embodiment A: Grafting maleic anhydride onto natural oils

[0201] Embodiment A1: 1 mol of maleic anhydride was grafted onto soybean oil

[0202] In a 1 liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen sparge adapter and mechanical stirrer, 600 g of yellow soybean oil and 67 g (1 molar equivalent based on SBO) of maleic anhydride were added. The mixture was bubbled with nitrogen for 15 minutes at room temperature only. The mixture was slowly heated from room temperature to 210°C and kept isothermally at 210°C for about 6-8 hours. In the absence of catalysts and solvents, the one-pot reaction produced> 96% of an amber viscous product, characterized by NMR and LC, and the residual maleic anhydride was <1%.

[0203]

[0204] Embodiment A2: 2 moles of maleic anhydride were grafted onto soybean oil

[0205] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen bubbling adapter and mechanical stirrer, 600 g of yellow soybean oil and 137.7 g (2 molar equivalents based on SBO) of maleic anhydride were added. The mixture was bubbled with nitrogen for 15 minutes at room temperature only. The mixture was slowly heated from room temperature to 210°C and kept isothermally at 210°C for about 6-8 hours. Without using a catalyst and a solvent, the one-pot reaction produced an amber viscous product of >96%, characterized by NMR and LC, and the residual maleic anhydride was <1%.

[0206]

[0207] Embodiment A3: 3 moles of maleic anhydride were grafted onto soybean oil

[0208] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen bubbling adapter and mechanical stirrer, 600 g of yellow soybean oil and 204 g (3 molar equivalents based on SBO) of maleic anhydride were added. The mixture was bubbled with nitrogen for 15 minutes at room temperature only. The mixture was slowly heated from room temperature to 210°C and kept isothermally at 210°C for about 6-8 hours. Without using a catalyst and a solvent, the one-pot reaction produced an amber viscous product of >96%, characterized by NMR and LC, and the residual maleic anhydride was <1%.

[0209]

[0210] Embodiment A4: Grafting maleic anhydride onto palm oil

[0211] In a 1 liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen bubbling adapter and mechanical stirrer, 100 g of palm oil and 23 g (2 molar equivalents based on palm oil) of maleic anhydride were added. The mixture was bubbled with nitrogen for 15 minutes at room temperature only. The mixture was slowly heated from room temperature to 210°C and kept isothermally at 210°C for about 8-10 hours. In the absence of catalysts and solvents, the one-pot reaction produced an amber viscous product of >96%, characterized by NMR and LC, and the residual maleic anhydride was <1%.

[0212] Embodiment A5: Grafting maleic anhydride onto canola oil

[0213] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen bubbling adapter and mechanical stirrer, 100 g of canola oil and 22.2 g (2 molar equivalents based on canola oil) of maleic anhydride were added. The mixture was bubbled with nitrogen for 15 minutes at room temperature only. The mixture was slowly heated from room temperature to 210°C and kept isothermally at 210°C for about 8-10 hours. In the absence of catalysts and solvents, the one-pot reaction produced an amber viscous product of >96%, characterized by NMR and LC, and the residual maleic anhydride was <1%.

[0214] Embodiment A6: Grafting maleic anhydride onto sunflower oil

[0215] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen bubbling adapter and mechanical stirrer, 100 g of sunflower oil and 22.4 g (2 molar equivalents based on sunflower oil) of maleic anhydride were added. The mixture was bubbled with nitrogen for 15 minutes at room temperature only. The mixture was slowly heated from room temperature to 210°C and kept isothermally at 210°C for about 8-10 hours. In the absence of catalysts and solvents, the one-pot reaction produced an amber viscous product of >96%, characterized by NMR and LC, and the residual maleic anhydride was <1%.

[0216] Embodiment A7: Grafting maleic anhydride onto castor oil

[0217] In a 1 liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen bubbling adapter and mechanical stirrer, 100 g of yellow castor oil and 21 g (2 molar equivalents based on castor oil) of maleic anhydride were added. The mixture was bubbled with nitrogen for 15 minutes at room temperature only. The mixture was slowly heated from room temperature to 210°C and kept isothermally at 210°C for about 8-10 hours. Without using a catalyst and a solvent, the one-pot reaction produced an amber viscous product of >96%, characterized by NMR and LC, and the residual maleic anhydride was <1%.

[0218] Example B: Grafting of a hydrophobic alcohol (octyl dodecanol) onto maleic anhydride on a natural oil Embodiment B1:

[0219] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen bubbling adapter and mechanical stirrer, 100 g of the amber viscous product from maleation reaction example A1 and 30.5 g (1 molar equivalent) of 2-octyl-1-dodecanol were mixed, heated to 90° C., and maintained for 6 hours. Without using a catalyst and solvent, the one-pot reaction produced an amber viscous product of >96%, with residual octyl dodecanol <5% as characterized by NMR, IR, and GC, and residual maleic anhydride <1% as characterized by LC.

[0220]

[0221] Embodiment B2:

[0222] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen bubbling adapter and mechanical stirrer, 100 g of the amber viscous product from maleation reaction example A2 and 55.64 g (2 molar equivalents) of 2-octyl-1-dodecanol were mixed, heated to 90° C., and maintained for 6 hours. Without using a catalyst and solvent, the one-pot reaction produced an amber viscous product of >96%, with residual octyl dodecanol <5% as characterized by NMR, IR, and GC, and residual maleic anhydride <1% as characterized by LC.

[0223] Embodiment B3:

[0224] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen bubbling adapter and mechanical stirrer, 100 g of the amber viscous product from maleation reaction example A2 and 61.20 g (2.2 molar equivalents) of 2-octyl-1-dodecanol were mixed, heated to 90° C., and maintained for 6 hours. Without using a catalyst and solvent, the one-pot reaction produced an amber viscous product of >96%, with residual octyl dodecanol <5% as characterized by NMR and GC, and residual maleic anhydride <1% as characterized by LC.

[0225] Embodiment B4:

[0226] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen bubbling adapter and mechanical stirrer, 100 g of the amber viscous product from maleation reaction example A3 and 25.44 g (1 molar equivalent) of 2-octyl-1-dodecanol were mixed and heated to 90° C. for 6 hours. Without using a catalyst and solvent, the one-pot reaction produced an amber viscous product of >96%, with residual octyl dodecanol <5% as characterized by NMR, IR, and GC, and residual maleic anhydride <1% as characterized by LC.

[0227] Embodiment B5:

[0228] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen bubbling adapter and mechanical stirrer, 100 g of the amber viscous product from maleation reaction example A3 and 31.81 g (1.25 molar equivalents) of 2-octyl-1-dodecanol were mixed, heated to 90° C., and maintained for 6 hours. Without using a catalyst and solvent, the one-pot reaction produced an amber viscous product of >96%, with residual octyl dodecanol <5% as characterized by NMR, IR, and GC, and residual maleic anhydride <1% as characterized by LC.

[0229] Embodiment B6:

[0230] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen bubbling adapter and mechanical stirrer, 100 g of the amber viscous product from maleation reaction example A3 and 38.17 g (1.5 molar equivalents) of 2-octyl-1-dodecanol were mixed, heated to 90° C., and maintained for 6 hours. Without using a catalyst and solvent, the one-pot reaction produced an amber viscous product of >96%, with residual octyl dodecanol <5% as characterized by NMR, IR, and GC, and residual maleic anhydride <1% as characterized by LC.

[0231] Example B7:

[0232] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen bubbling adapter and mechanical stirrer, 100 g of the amber viscous product from maleation reaction example A3 and 50.89 g (2 molar equivalents) of 2-octyl-1-dodecanol were mixed, heated to 90° C., and maintained for 6 hours. Without using a catalyst and solvent, the one-pot reaction produced an amber viscous product of >96%, with residual octyl dodecanol <5% as characterized by NMR, IR, and GC, and residual maleic anhydride <1% as characterized by LC.

[0233] Embodiment B8:

[0234] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen bubbling adapter and mechanical stirrer, 100 g of the amber viscous product from maleation reaction example A3 and 63.61 g (2.5 molar equivalents) of 2-octyl-1-dodecanol were mixed, heated to 90° C., and maintained for 6 hours. Without using a catalyst and solvent, the one-pot reaction produced an amber viscous product of >96%, with residual octyl dodecanol <5% as characterized by NMR, IR, and GC, and residual maleic anhydride <1% as characterized by LC.

[0235] Embodiment B9:

[0236] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen bubbling adapter and mechanical stirrer, 100 g of the amber viscous product from maleation reaction example A4 and 35 g (1 molar equivalent) of 2-octyl-1-dodecanol were mixed, heated to 90° C., and maintained for 6 hours. Without using a catalyst and solvent, the one-pot reaction produced an amber viscous product of >96%, with residual octyl dodecanol <5% as characterized by NMR, IR, and GC, and residual maleic anhydride <1% as characterized by LC.

[0237] Embodiment B10:

[0238] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen bubbling adapter and mechanical stirrer, 100 g of the amber viscous product from maleation reaction example A5 and 35 g (1 molar equivalent) of 2-octyl-1-dodecanol were mixed, heated to 90° C., and maintained for 6 hours. Without using a catalyst and solvent, the one-pot reaction produced an amber viscous product of >96%, with residual octyl dodecanol <5% as characterized by NMR, IR, and GC, and residual maleic anhydride <1% as characterized by LC.

[0239] Embodiment B11:

[0240] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen bubbling adapter and mechanical stirrer, 100 g of the amber viscous product from maleation reaction example A6 and 35 g (1 molar equivalent) of 2-octyl-1-dodecanol were mixed, heated to 90° C., and maintained for 6 hours. Without using a catalyst and solvent, the one-pot reaction produced an amber viscous product of >96%, with residual octyl dodecanol <5% as characterized by NMR, IR, and GC, and residual maleic anhydride <1% as characterized by LC.

[0241] Embodiment B12:

[0242] In a 1 liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen sparging adapter and mechanical stirrer, 100 g of the amber viscous product from maleation reaction example A7 and 35 g (1 molar equivalent) 2-octyl-1-dodecanol were mixed and heated to 90°C and maintained for 6 hours. In the absence of catalyst and solvent, the one-pot reaction produced >96% of the amber viscous product with residual octyldodecanol <5% by NMR, IR, GC and residual maleic anhydride <1% by LC. Example C: Grafting of hydrophobic and hydrophilic moieties (glycerol) onto hydrophobic maleic anhydride on a natural oil with octyldodecanol

[0243] Example C1:

[0244] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen sparging adapter and mechanical stirrer, 100 g of the amber viscous product from reaction B6 and 5.7 g (1 molar equivalent) of glycerol were mixed and heated to 90° C. and maintained for 4-6 hours. In the absence of catalyst and solvent, the one-pot reaction produced >96% of the amber viscous product, characterized by NMR and LC, and the residual maleic anhydride was <0.05%.

[0245]

[0246] Example C2:

[0247] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen sparging adapter and mechanical stirrer, 100 g of the amber viscous product from reaction B4 and 6.28 g (1 molar equivalent) of glycerol were mixed and heated to 90° C. and maintained for 4-6 hours. Without using catalysts and solvents, the one-pot reaction produced >96% of the amber viscous product, characterized by NMR and LC, and the residual maleic anhydride was <0.05%.

[0248] Example C3:

[0249] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen sparging adapter and mechanical stirrer, 100 g of the amber viscous product from reaction B4 and 9.42 g (1.5 molar equivalents) of glycerol were mixed and heated to 90° C. and maintained for 4 hours. Without using catalysts and solvents, the one-pot reaction produced >96% of the amber viscous product, characterized by NMR and LC, and the residual maleic anhydride was <0.05%.

[0250] Example C4:

[0251] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen sparging adapter and mechanical stirrer, 100 g of the amber viscous product from reaction B9 and 11 g (1 molar equivalent) of glycerol were mixed and heated to 90° C. and maintained for 4-6 hours. In the absence of catalyst and solvent, the one-pot reaction produced >96% of the amber viscous product, characterized by NMR and LC, and the residual maleic anhydride was <0.05%.

[0252] Example C5:

[0253] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen sparging adapter and mechanical stirrer, 100 g of the amber viscous product from reaction B10 and 11 g (1 molar equivalent) of glycerol were mixed and heated to 90° C. and maintained for 4-6 hours. Without using catalysts and solvents, the one-pot reaction produced >96% of the amber viscous product, characterized by NMR and LC, and the residual maleic anhydride was <0.05%.

[0254] Example C6:

[0255] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen sparging adapter, and mechanical stirrer, 100 g of the amber viscous product from reaction B11 and 11 g (1 molar equivalent) of glycerol were mixed and heated to 90° C. for 4-6 hours. Without using catalysts and solvents, the one-pot reaction produced >96% of the amber viscous product, characterized by NMR and LC, with residual maleic anhydride <0.05%.

[0256] Example C7:

[0257] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen sparging adapter and mechanical stirrer, 100 g of the amber viscous product from reaction B12 and 11 g (1 molar equivalent) of glycerol were mixed and heated to 90° C. and maintained for 4-6 hours. In the absence of catalyst and solvent, the one-pot reaction produced >96% of the amber viscous product, characterized by NMR and LC, and the residual maleic anhydride was <0.05%.

[0258] Example C8:

[0259] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen sparging adapter, and mechanical stirrer, 152 g of the amber viscous product from reaction B4 and 4.74 g (1 molar equivalent) of ethanol were mixed and heated to 90° C. and maintained for 8 hours. Without using catalysts and solvents, the one-pot reaction produced >96% of the amber product, characterized by NMR and LC, and the residual maleic anhydride was <0.05%.

[0260]

[0261] Example C9:

[0262] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen sparging adapter, and mechanical stirrer, 152 g of the amber viscous product from reaction B4 and 9.47 g (2 molar equivalents) of ethanol were mixed and heated to 90° C. and maintained for 8 hours. Without using catalysts and solvents, the one-pot reaction produced >96% of the amber product, characterized by NMR and LC, and the residual maleic anhydride was <0.05%.

[0263] Example D: Grafting of hydrophilic alcohols (β-cyclodextrin, glycerol) onto maleic anhydride on natural oils Embodiment D1:

[0264] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen sparging adapter, and mechanical stirrer, 68.43 g of the amber viscous product from reaction B6 and 23.73 g (0.50 molar equivalent) of β-cyclodextrin were mixed and heated to 90° C. for 6 hours. Without using catalysts and solvents, the one-pot reaction produced >96% of the yellow product, characterized by IR and LC, and the residual maleic anhydride was <0.05%.

[0265]

[0266] Embodiment D2:

[0267] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen sparging adapter, and mechanical stirrer, 68.43 g of the amber viscous product from reaction B6 and 23.73 g (0.50 molar equivalent) of β-cyclodextrin and 3.85 g (1 molar equivalent) of glycerol were mixed and heated to 90° C. and maintained for 4 hours. In the absence of catalysts and solvents, the one-pot reaction produced >96% of the yellow product, characterized by IR and LC, and the residual maleic anhydride was <0.05%.

[0268]

[0269] Embodiment D3:

[0270] In a 1 liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen sparging adapter and mechanical stirrer, 68.43 g of the amber viscous product from reaction B6 and 23.73 g (0.50 molar equivalent) of beta-cyclodextrin and 1.93 g (0.50 molar equivalent) of glycerol were mixed and heated to 90°C for 4 hours. Without the use of catalysts and solvents, the one-pot reaction produced >96% of the yellow product, which was characterized by IR and LC, and the residual maleic acid was <0.05%. Without the use of catalysts and solvents, the one-pot reaction produced >96% of the yellow product, which was characterized by IR and LC, and the residual maleic anhydride was <0.05%.

[0271] Embodiment E: Maleation reaction with water

[0272] Embodiment E1:

[0273] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen sparging adapter and mechanical stirrer, 100 g of the amber viscous product from maleation reaction A3 and 6.10 g (3 molar equivalents) of water were mixed and heated to 90° C. and maintained for 20 hours. In the absence of catalyst and solvent, the one-pot reaction produced >90% of the yellow product, characterized by NMR, IR and LC, and the residual maleic acid was <0.05%.

[0274]

[0275] Example F: Hydrophilic glycerol grafted onto maleic anhydride on soybean oil

[0276] Example F1

[0277] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen sparging adapter and mechanical stirrer, 176 g of the amber viscous product from maleation reaction A3 and 6.87 g (0.5 molar equivalent) of glycerol were mixed and heated to 90° C. and maintained for 2 hours. In the absence of catalyst and solvent, the one-pot reaction produced >96% of the yellow product, characterized by IR and LC, and the residual maleic anhydride was <0.05%.

[0278]

[0279] Example F2:

[0280] In a 1-liter 4-necked kettle equipped with a thermocouple, condenser, nitrogen sparging adapter and mechanical stirrer, 176 g of the amber viscous product from maleation reaction A3 and 13.74 g (1 molar equivalent) of glycerol were mixed and heated to 90° C. and maintained for 4 hours. In the absence of catalyst and solvent, the one-pot reaction produced >96% of the yellow product, characterized by IR and LC, and the residual maleic anhydride was <0.05%.

[0281] Non-ionic sunscreen emulsion steps

[0282] In Phase A, add water and ethylene glycol to a glass beaker. Sprinkle in Carbomer and mix until fully incorporated and uniform. Weigh Phase B ingredients, heat at 75°C to 80°C, slowly add to Phase A and continue homogenizing. Cool the homogenized mixture at 60°C to 65°C. Weigh Phase C ingredients, slowly add to the homogenized mixture of Phases A and B and continue homogenizing. Adjust pH as needed. Purge mixture to reaction vessel to cool.

[0283] Steps for water-in-silicon mineral (zinc and titanium) emulsion

[0284] Pre-weigh the ingredients of phase A, mix and heat them to 40°C to 45°C, homogenize until uniform, and then cool at 30°C to 35°C. In a separate beaker, add phase C and heat to 65°C, continuing to mix until clear. Cool phase C to 35°C to 40°C. Pulverize phase B and add to phase C while mixing at medium to high speed. Slowly add phase A to the mixture of phases B and C and continue mixing at medium to high speed for about 10 minutes. Cool to room temperature.

[0285] W / Si mineral (zinc) emulsion steps

[0286] In Phase A, add Dimethicone 1 and Dimethicone 2 to the main beaker and begin mixing at high speed with a high lift mixing blade. Add Cetyl PEG / PPG-10 / 1 Dimethicone and continue mixing at high speed, then add Polyglyceryl-4 Isostearate, Cetyl PEG / PPG-10 / 1 Dimethicone, and Hexyl Laurate and continue mixing. Then add Caprylic / Capric Triglyceride, Stearalkonium Hectorite, Propylene Carbonate. In a separate beaker, combine Phase B ingredients and mix. Once the Phase B mixture is uniform, add it to Phase A and continue mixing. In a separate beaker, add Phase C ingredients. Add water and continue mixing, then add Hydroxyethylcellulose and heat to 80°C to 85°C once dispersed, add Glycerin and Butylene Glycol and continue mixing, heat to 85°C until the Hydroxyethylcellulose is dissolved, then add Phenoxyethanol and Salt. After ensuring all the salt is dissolved, begin to slowly cool to room temperature. Once all ingredients in Phase C are uniform, increase mixing of Phase A and slowly pour Phase C into Phase A. Continue mixing until uniform. Add zinc oxide to the main batch and continue mixing for 5 minutes until the batch is homogenous. Switch to the homogenizer and continue homogenizing for 10 minutes.

[0287] Anionic emulsion steps

[0288] In phase A, add water, glycerin, glyceryl acrylate / acrylic acid copolymer and PVM / MA copolymer to a glass beaker and heat to 75°C to 80°C. Sprinkle in acrylic acid / VP crosspolymer and mix until all incorporated and uniform. Weigh out phase B ingredients, heat at 75°C to 80°C, slowly add to phase A and continue homogenizing. Cool the homogenized mixture at 60°C to 65°C. Weigh out phase C ingredients and slowly add to the homogenized mixture of phases A and B and continue homogenizing. Adjust pH as needed. Purge the mixture until the reaction vessel is cool.

[0289] Hydrosheer TM Steps of spraying

[0290] Mix Phase A ingredients in a container until completely dissolved. In a separate container, mix Phase B ingredients and heat on low heat until crystals dissolve. Add Phase B to Phase A and continue mixing until homogenous.

[0291] Steps to the lipstick recipe

[0292] Pre-weigh the ingredients of phase A, mix and heat to 90°C to 95°C, homogenize until everything is clear. Grind phase B and add to phase A, continue mixing and use a glass slide to ensure everything is incorporated. Add phase C ingredients and continue mixing for 5 minutes until clear. Add phase D ingredients and continue mixing for 15 minutes until clear. Use two glass slides to check the dispersion of the pigment. Add SB-700 and mix thoroughly. Pour into molds at 80°C and refrigerate for 10 minutes.

[0293] Example G: Formulation containing B1

[0294] Embodiment G1:

[0295] Table 1: Nonionic sunscreen emulsions

[0296]

[0297] Embodiment G2:

[0298] Table 2: Silicon mineral (zinc and titanium) in water emulsion

[0299]

[0300] Embodiment G3:

[0301] Table 3: W / Si mineral (zinc) emulsion

[0302]

[0303] Embodiment G4:

[0304] Table 4: Anionic emulsions

[0305]

[0306] Embodiment G5:

[0307] Table 5: Hydrosheer TM Spray

[0308]

[0309] Example G6

[0310] Table 6: Lipstick formula

[0311]

[0312] Example H: Formulations containing C1

[0313] Embodiment H1:

[0314] Table 7: Nonionic sunscreen emulsion

[0315]

[0316] Example H2:

[0317] Table 8: Silicon mineral (zinc and titanium) in water emulsion

[0318]

[0319] Example H3:

[0320] Table 9: W / Si mineral (zinc) emulsion

[0321]

[0322] Embodiment H4:

[0323] Table 10: Anionic emulsions

[0324]

[0325]

[0326] Embodiment H5:

[0327] Table 11: Hydrosheer TM Spray

[0328]

[0329] Embodiment H6:

[0330] Table 12: Lipstick formula

[0331]

[0332] Example I: Preparations containing C4

[0333] Embodiment I1:

[0334] Table 13: Nonionic sunscreen emulsions

[0335]

[0336] Embodiment 12:

[0337] Table 14: Silicon mineral (zinc and titanium) in water emulsion

[0338]

[0339] Embodiment 13:

[0340] Table 15: W / Si mineral (zinc) emulsion

[0341]

[0342] Embodiment 14:

[0343] Table 16: Anionic emulsions

[0344]

[0345]

[0346] Embodiment 15:

[0347] Table 17: Hydrosheer TM Spray

[0348]

[0349] Embodiment 16:

[0350] Table 18: Lipstick formula

[0351]

[0352] Example J: Formulations containing D1 or D2

[0353] Embodiment J1:

[0354] Table 19: Nonionic sunscreen emulsion

[0355]

[0356] Embodiment J2:

[0357] Table 20: Silicone mineral (zinc and titanium) in water emulsion

[0358]

[0359] Embodiment J3:

[0360] Table 21: W / Si mineral (zinc) emulsion

[0361]

[0362] Embodiment J4:

[0363] Table 22: Anionic emulsions

[0364]

[0365] Embodiment J5:

[0366] Table 23: Hydrosheer TM Spray

[0367]

[0368] Embodiment J6:

[0369] Table 24: Lipstick formula

[0370]

[0371] Non-ionic sunscreen test emulsion

[0372] Experimental Procedure - Nonionic Sunscreen Test Emulsion 12898-61: Add water and glycol to main beaker. Begin homogenizing and heat to 75°C to 80°C. Sprinkle in carbomer and mix until all incorporated and uniform. Add paraben. In a separate beaker, weigh ingredients of Phase B. Heat to 75°C to 80°C with mixing until uniform. Add Phase A and continue homogenizing. Begin cooling to 60°C to 65°C. Add Phase C and continue homogenizing. Check pH and adjust to 5.5 to 6.0 if necessary. Switch to purge blade and continue mixing until cool.

[0373] Example K:

[0374]

[0375] Anionic sunscreen test emulsion

[0376] Experimental Procedure - Procedure for Anionic Sunscreen Test Emulsion 12898-32: Add ingredients of Phase A to main beaker. Begin homogenizing and heat to 70°C to 75°C. Sprinkle in Acrylic / VP Crosspolymer and mix until all incorporated and uniform. Separately weigh ingredients of Phase C and heat to 70°C to 75°C until clear. Add Phase A and continue homogenizing. Begin cooling to 60°C to 65°C. Add Phase D and continue homogenizing. Check pH and adjust to 5.5 to 6.5 if necessary. Switch to purge blade and continue mixing until cool.

[0377] Example L:

[0378]

[0379] Water / Silicone Test Emulsion with Zinc Oxide

[0380] Experimental Procedure - Procedure for Water-in-Silicone 12867-155: Add dimethicone to the main beaker and begin mixing at high speed with a high-lift mixing blade. Add the remaining ingredients of Phase A. In a separate beaker, add the ingredients of Phase B and heat to 80°C to 85°C. Once uniform, cool to 70°C, add Phase A and continue mixing. In a separate beaker, add the ingredients of Phase C. First add the water and begin mixing, then add the hydroxyethylcellulose and heat to 80°C to 85°C. Once dispersed, add the glycerin and butylene glycol. Continue mixing and heating to 85°C until the cellulose is dissolved. Add phenoxyethanol and salt. After ensuring all the salt is dissolved, begin to slowly cool to room temperature. Once all ingredients in Phase C are uniform, increase the mixing of Phase A and slowly pour Phase C into Phase A. Continue mixing until uniform. Add zinc oxide to the main batch and continue mixing for 5 minutes until the batch is homogenous.

[0381] Switch to homogenizer `1\ and continue homogenizing for 10 minutes

[0382] Example M: ​​Sunscreen Test Emulsion - Water / Silicone Zinc Oxide

[0383]

[0384] Nonionic test emulsion containing inorganic sunscreen

[0385] Experimental Procedure - Procedure for Nonionic Test Emulsion 12951-10 with Inorganic Sunscreen: Add water to main beaker and begin homogenizing mixing. Heat to 80°C to 85°C and add disodium EDTA. Then premix butylene glycol with cellulose gum and cetyl hydroxyethylcellulose. Add to batch. Hold at 80°C to 85°C and mix for 10 minutes. In a separate beaker, add Phase B ester and then heat to ~80°C. Continue heating to 80°C and add remaining ingredients. Then add zinc oxide and TiO2 and continue mixing. Once uniform, add Phase A at 80°C to 85°C and homogenize for 10 minutes. Begin cooling to 60°C to 65°C and continue homogenizing. Mix until uniform. Switch to purge mixing and continue until cooled. Add Phase C at 45°C and mix until room temperature.

[0386] Embodiment N:

[0387]

[0388] Anhydrous sunscreen

[0389] Experimental Procedure: In main beaker, combine ingredients of Phase A. Mix thoroughly. Separately combine all ingredients of Phase B. Heat to 45°C with mixing until clear. Cool and add Phase B to Phase A. Add Phase C ingredients.

[0390] Embodiment 0:

[0391]

[0392] Example O1: Alcohol-free and water-free sunscreen

[0393]

[0394] Makeup

[0395] Experimental Procedure: Procedure for Mascara 12919-127: In the main beaker, pre-weigh the water and disodium EDTA and mix with a homogenizer until clear. Add cellulose gum and mix until clear. Then add xanthan gum and mix until uniform. Separately weigh the ingredients of Phase B and add to Phase A. Begin heating the batch to 75°C to 80°C. Weigh the ingredients of Phase C and heat the batch to 75°C to 80°C. Then add Phase A and continue homogenizing. Cool to 60°C. Add Phase D to ABC while homogenizing. Homogenize and mix for about 10 minutes. Begin cooling the batch to 45°C. Switch to purge agitation and cool to 25°C to 30°C.

[0396] Example P: Mascara

[0397]

[0398] Experimental procedure: Lipstick: Pre-weigh the ingredients of phase A. Heat to 90°C / 95°C while mixing until everything is clear. Crush phase B thoroughly. Then add phase A while mixing with a glass slide to ensure that everything is mixed in. Add phase C and continue mixing for a further 5 minutes. Add the pigment of phase D and continue mixing for about 15 minutes. Check the dispersion of the pigment using two glass slides, pour into molds at 80°C and refrigerate for 10 minutes.

[0399] Procedure for color retention of Lipstick 12919-121: Testing the transfer resistance of 3 lipsticks on the lips of the subjects. (a) Panelists will read and sign the informed consent form; (b) Visia images are taken with clean lips. (c) Panelists apply lipstick X (randomly) to the entire lips by themselves and wait for 10 minutes. (d) Visia image of the initial lipstick color; (e) Panelists bite for 2 seconds on the edge of a paper coffee cup that was previously cut to make the paper flat. (f) Visia image of panelists' lips after embossing the paper cup; (g) Lipstick 2 and Lipstick 3 are tested on two additional days following the same steps as bf. All cross-polarized images from Visia are analyzed in Image ProPlus v7 to extract the a-channel color image in Lab color space.

[0400] Results: All scaled values ​​were averaged and analyzed for statistical significance by paired t-test compared with the control formulation.

[0401] Example Q: Lipstick

[0402]

[0403] Example Q1: Foundation:

[0404] Experimental Procedure: Procedure for Foundation 12919-139: In main beaker, pre-weigh water and add disodium EDTA. Begin homogenizing mixing. Pre-mix cellulose gum with xanthan gum and glycerin and add to main beaker. Homogenize for 45 minutes. Add Phase B and heat batch to 70°C to 75°C while homogenizing. In a separate beaker, add ingredients of Phase D and heat to 65°C to 70°C while mixing. Pulp Phase C and add to Phase D while homogenizing, then add to Phase AB. Homogenize for 15 minutes until uniform. Begin cooling the batch, switch to purge stirring and cool to room temperature.

[0405] Embodiment Q1:

[0406]

[0407] Example 31: SLES / CAPB anionic body wash formulation

[0408] Experimental Procedure: Procedure for SLES / CAPB Anionic Body Wash 12896-215-2: In the main beaker, combine the ingredients of Phase A. Mix with a homogenizer (tumble well to avoid air). Heat to 80°C to 85°C using a water bath. The mixing time is about 20 minutes. While heating Phase A, in a separate beaker, combine the ingredients of Phase B. Heat to 80°C to 85°C. Dissolve the materials completely. Once Phase B is dissolved, add Phase B to Phase A at 80°C to 85°C. Homogenize at this temperature for ~10 minutes. After Phase B and Phase A have been mixed for 10 minutes, stop heating and transfer the main beaker to a double-cut blade mixer. Keep the mixer at medium speed so that the formulation can be tumbled. Add betaine and mix for 8 minutes to 10 minutes. Add dimethyl lauramide and mix for another 8 minutes to 10 minutes. Keep the formulation covered to prevent moisture loss. While mixing to 35°C to 40°C, combine ABC to cool. Add one Phase D ingredient at a time, waiting for the material to dissolve before adding the next in order. Once all ingredients are added, measure the pH and record. Adjust to ~6.7 using 18% NaOH. Equilibrate and measure final pH and viscosity.

[0409] Skin conditioning preferred steps

[0410] Purpose:

[0411] The skin conditioning perception of 2 liquid soaps was measured.

[0412] Sample Name:

[0413] 2 preparations:

[0414] Product A 12896-215-1 (control)

[0415] Product P 12896-215-2 (1% Antaron Soja Glycerides)

[0416] in conclusion

[0417] 85% of the wet skin condition subjects and 93% of the dry skin condition subjects selected Product P (12896-215-2 with 1% Antaron Soja) as the skin conditioning product.

[0418] Number of subjects: 14

[0420] plan:

[0421] The amount of each soap was pre-measured and provided in the form of an easy-to-dispense syringe. Each panelist was provided with 1 syringe containing exactly 1.5 mL of each product. Ivory soap was used as a pre-wash skin cleanser before testing each liquid soap product.

[0422] All tests were performed as double-blind studies.

[0423] Panelists were given the following instructions for the study along with Ivory soap and a room temperature fan to air dry their hands.

[0424] 1. Wash your hands with Ivory soap for 30 seconds and then rinse thoroughly

[0425] 2. Keep your hands moist

[0426] 3. Place the first liquid soap in the palm of your hand

[0427] 4. Lather to create foam for 60 seconds

[0428] 5. Evaluation of wet skin conditioning

[0429] 6. Rinse your hands for 60 seconds

[0430] 7. Use a fan (not paper towels) to air dry your hands and wait for 10 minutes

[0431] 8. Repeat all steps 1-8 with the second liquid soap

[0432] 9. Answer skin conditioning questions

[0433] During the foaming process

[0434] Which product gave your skin an extra boost? Circle your top pick After air drying

[0435] Which product gave your skin an extra boost? Circle your top pick Example R:

[0436]

[0437] Embodiment 32: SAOS-CAPB Body Wash Formula

[0438] Experimental Procedure: Combine ingredients one at a time in the main beaker in order, wait until homogenized before adding the next ingredient. Once all ingredients are combined, adjust pH to ~5.0 using citric acid.

[0439] Example R1: SAOS-CAPB system

[0440]

[0441] Example R2: SAOS-CAPB system APG body wash formulation

[0442] Experimental Procedure: Combine water, glycerin, decyl glucoside, coco-glucoside in main beaker and heat to 45°C. Add Soja directly to batch and mix. Add preservatives and mix well. Add pH to 5-5.2 using citric acid.

[0443] Example R2: APG system

[0444]

[0445] Example R3: Amino Acid System

[0446] Experimental Procedure: Amino Acid Body Wash Recipe. Add ingredients one at a time in the main beaker in order, keep for homogeneity, then add the next ingredient. Mix for at least 30 minutes to ensure complete homogeneity and adjust pH to ~6.0 using citric acid.

[0447] Example R3

[0448]

[0449] Example R4: DSCADA Body Wash Formulation

[0450] Experimental Procedure: Add ingredients one at a time in the main beaker in order, wait for homogeneity before adding the next ingredient. Mix well for at least 30 minutes to ensure complete homogeneity and adjust pH to ~5.5-6.0 using citric acid.

[0451] Embodiment R4:

[0452]

[0453] Although the compositions and methods of the disclosed and / or claimed inventive concepts have been described in specific aspects, it is obvious to those skilled in the art that the compositions and / or methods described herein and the steps or the order of the steps of the methods may be varied without departing from the concept, spirit and scope of the disclosed and / or claimed inventive concepts. All such similar substitutions and modifications apparent to those skilled in the art are deemed to be within the spirit, scope and concept of the disclosed and / or claimed inventive concepts.

Claims

1. A composition comprising the reaction product of (a) and (b): (a) Maleated natural oils, including natural oils having maleated functional groups; and (b) a functionalized or unfunctionalized moiety selected from a hydrophobic moiety, a hydrophilic moiety, and combinations thereof; Provided that the hydrophilic moiety is not a glycerol moiety.

2. The composition according to claim 1, wherein the reaction product comprises unreacted maleated functional groups.

3. The composition of claim 1, wherein the reaction product comprises a maleated functional group functionalized with a hydrophobic moiety, a hydrophilic moiety, or a combination thereof.

4. The composition according to claim 1, wherein the hydrophobic moiety is a moiety selected from the group consisting of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl alcohols, wherein any of the foregoing groups may be a moiety containing from about C6 to about C1 with or without heteroatoms. 36 Atoms of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl amines, wherein any of the foregoing groups may be from about C6 to about C8 with or without heteroatoms. 36 Atomic silicon-based compounds, and combinations thereof.

5. A composition according to claim 1, wherein the hydrophilic moiety is a moiety selected from the group consisting of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl alcohols, wherein any of the foregoing groups may be unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl amines containing from about C1 to about C5 atoms with or without heteroatoms, wherein any of the foregoing groups may be unsubstituted or substituted polyols containing from about C1 to about C5 atoms with or without heteroatoms, wherein any of the foregoing groups may be unsubstituted or substituted polyols containing from about C2 to about C5 atoms with or without heteroatoms. 36 Atoms of silane, and combinations thereof.

6. The composition according to claim 5, wherein the silane is functionalized with an alcohol, or an amine, or a combination thereof.

7. The composition according to claim 4, wherein the hydrophobic alcohol is selected from the group consisting of heptanol, nonanol, decanol, dodecanol, phenol, ethylbenzyl alcohol, 2-ethyl-1-hexanol, 1-octanol, 2-octanol, 2-octyl-1-dodecanol, 2-tetradecanol, 2-hexadecanol, 3,7-dimethyl-1-octanol, 2-propyl-1-pentanol, 4-methyl-1-pentanol, and mixtures thereof.

8. A composition according to claim 5, wherein the hydrophilic alcohol is selected from the group consisting of methanol, ethanol, propanol, isopropanol, butanol, ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, dibutylene glycol, polyethylene glycol, methoxypolyethylene glycol, polypropylene glycol, hexylene glycol, sorbitol, neopentyl glycol, erythritol, mannitol, xylitol, threitol, pentaerythritol, β-cyclodextrin, L-ribose, 2-deoxy-D-galactose, and mixtures thereof.

9. The composition according to claim 4, wherein the hydrophobic amine is selected from the group consisting of benzylamine, cyclohexylamine, hexylamine, methylhexylamine, phenylethylamine, octylamine, oleylamine, decylamine, dodecylamine, octadecylamine, undecylamine, pentadecylamine, 2-methylbutylamine, dimethylamine, and mixtures thereof.

10. The composition according to claim 5, wherein the hydrophilic amine is selected from the group consisting of 2-methylpentane-1,5-diamine, diethanolamine, diisopropanolamine, serinol hydrochloride, 2-amino-2-ethyl-1,3-propanediol, N-methyl-D-glucamine, D-galactosamine hydrochloride, D-glucosamine hydrochloride, D-mannosamine hydrochloride, and mixtures thereof.

11. The composition according to claim 4, wherein the silicon-based compound is a hydrophobic compound selected from the group consisting of aminopropylmethylsiloxane-dimethylsiloxane, N-ethylaminoisobutyl end-blocked polydimethylsiloxane, poly(1,1-dimethylsilazane) telomer, aminopropyl end-blocked polydimethylsiloxane, monoaminopropyl end-blocked polydimethylsiloxane, [tetramethylpiperidinyloxy)propylmethylsiloxane]-dimethylsiloxane copolymer, polydimethylsiloxane, hydroxyalkyl di-end-blocked polydimethylsiloxane, monohydroxyalkyl end-blocked polydimethylsiloxane, monohydroxyalkyl end-blocked functionalized polydimethylsiloxane, [bis(hydroxyethyl)amine] end-blocked polydimethylsiloxane, silanol end-blocked polydimethylsiloxane, silanol end-blocked polydiphenylsiloxane, dodecylmethylsiloxane-hydroxypolyalkyleneoxypropylmethylsiloxane, and mixtures thereof.

12. The composition according to claim 5, wherein the silane is a hydrophilic compound selected from the group consisting of 3-aminopropylsilanetriol, N-(2-aminoethyl)-3-aminopropylsilanetriol, and mixtures thereof.

13. The composition according to claim 1, wherein the maleated natural oil is selected from the group consisting of 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 raisin oil, maleated rapeseed oil, maleated safflower oil, maleated sesame oil, maleated soybean oil, maleated pumpkin oil, maleated sunflower oil, maleated almond oil, maleated canola oil, maleated sesame seed oil, maleated grapeseed oil, maleated palm oil, maleated palm kernel oil, maleated peanut oil, maleated walnut oil, maleated chickpea oil, and mixtures thereof.

14. The composition according to claim 13, wherein the maleated natural oil is maleated soybean oil.

15. The composition according to claim 1, wherein the composition is selected from the group consisting of skin care compositions, oral care compositions, hair care compositions, energy compositions, building compositions, biocidal compositions, preservative compositions, nutraceutical compositions, food compositions, agricultural compositions, coating compositions, cosmetic compositions, home care compositions, industrial and institutional compositions, textile compositions, laundry compositions, cleaning compositions and disinfecting compositions.

16. A composition comprising the reaction product of (a), (b) and (c): (a) Maleated natural oils, including natural oils having maleated functional groups; (b) a functionalized or unfunctionalized hydrophobic moiety; and (c) Glycerol fraction.

17. The composition of claim 16, wherein the reaction product comprises unreacted maleated functional groups.

18. The composition according to claim 16, wherein the hydrophobic moiety is a moiety selected from the group consisting of unsubstituted or substituted alkyl, cycloalkyl, alkenyl, and aryl alcohols, wherein any of the foregoing groups may be a moiety containing from about C6 to about C1 with or without heteroatoms. 36 Atoms of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl amines, wherein any of the foregoing groups may be from about C6 to about C8 with or without heteroatoms. 36 Atomic silicon-based compounds, and combinations thereof.

19. A composition according to claim 18, wherein the hydrophobic moiety is an alcohol selected from the group consisting of heptanol, nonanol, decanol, dodecanol, phenol, ethylbenzyl alcohol, 2-ethyl-1-hexanol, 1-octanol, 2-octanol, 2-octyl-1-dodecanol, 2-tetradecanol, 2-hexadecanol, 3,7-dimethyl-1-octanol, 2-propyl-1-pentanol, 4-methyl-1-pentanol, and mixtures thereof.

20. The composition according to claim 18, wherein the hydrophobic moiety is an amine selected from the group consisting of benzylamine, cyclohexylamine, hexylamine, methylhexylamine, phenylethylamine, octylamine, oleylamine, decylamine, dodecylamine, octadecylamine, undecylamine, pentadecylamine, 2-methylbutylamine, dimethylamine, and mixtures thereof.

21. The composition according to claim 18, wherein the silicon-based compound is a hydrophobic compound selected from the group consisting of aminopropylmethylsiloxane-dimethylsiloxane, N-ethylaminoisobutyl end-blocked polydimethylsiloxane, poly(1,1-dimethylsilazane) telomer, aminopropyl end-blocked polydimethylsiloxane, monoaminopropyl end-blocked polydimethylsiloxane, [tetramethylpiperidinyloxy)propylmethylsiloxane]-dimethylsiloxane copolymer, polydimethylsiloxane, hydroxyalkyl di-end-blocked polydimethylsiloxane, monohydroxyalkyl end-blocked polydimethylsiloxane, monohydroxyalkyl end-blocked functionalized polydimethylsiloxane, [bis(hydroxyethyl)amine] end-blocked polydimethylsiloxane, silanol end-blocked polydimethylsiloxane, silanol end-blocked polydiphenylsiloxane, dodecylmethylsiloxane-hydroxypolyalkyleneoxypropylmethylsiloxane, and mixtures thereof.

22. The composition according to claim 16, wherein the maleated natural oil is selected from the group consisting of 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 raisin oil, maleated rapeseed oil, maleated safflower oil, maleated sesame oil, maleated soybean oil, maleated pumpkin oil, maleated sunflower oil, maleated almond oil, maleated canola oil, maleated sesame seed oil, maleated grape seed oil, maleated palm oil, maleated palm kernel oil, maleated peanut oil, maleated walnut oil, maleated chickpea oil, and mixtures thereof.

23. A composition according to claim 22, wherein the maleated natural oil is maleated soybean oil.

24. The composition according to claim 16, wherein the composition is selected from the group consisting of skin care compositions, oral care compositions, hair care compositions, energy compositions, building compositions, biocidal compositions, preservative compositions, nutraceutical compositions, food compositions, agricultural compositions, coating compositions, cosmetic compositions, home care compositions, industrial and institutional compositions, textile compositions, laundry compositions, cleaning compositions, and disinfecting compositions.

25. A composition according to claim 16, wherein the compound is selected from the structure represented by the following structure:

26. A compound selected from the group consisting of the structures represented by the following structures:

27. A composition comprising a compound selected from the group consisting of:

28. A composition comprising: (A) The reaction product of (a) and (b) below: (a) maleated natural oils, including natural oils having maleated functional groups; and (b) a functionalized or unfunctionalized moiety selected from a hydrophobic moiety, a hydrophilic moiety, and combinations thereof; Provided that the hydrophilic moiety is not a glycerol moiety; (B) (a) Functional system active ingredients.

29. A composition according to claim 28, wherein the reaction product comprises unreacted maleated functional groups.

30. The composition according to claim 28, wherein the reaction product comprises maleated functional groups functionalized with hydrophobic moieties, hydrophilic moieties, and combinations thereof.

31. according to the composition of claim 28, wherein said hydrophobic moiety is selected from the group consisting of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl alcohol moieties, wherein any of the foregoing groups may be a moiety containing from about C6 to about C1 with or without heteroatoms. 36 Atoms of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl amines, wherein any of the foregoing groups may be from about C6 to about C8 with or without heteroatoms. 36 Atomic silicon-based compounds, and combinations thereof.

32. A composition according to claim 28, wherein the hydrophilic moiety is a moiety selected from the group consisting of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl alcohols, wherein any of the foregoing groups may be unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl amines containing from about C1 to about C5 atoms with or without heteroatoms, wherein any of the foregoing groups may be unsubstituted or substituted polyols containing from about C1 to about C5 atoms with or without heteroatoms, wherein any of the foregoing groups may be unsubstituted or substituted polyols containing from about C2 to about C5 atoms with or without heteroatoms. 36 Atoms of silane, and combinations thereof.

33. The composition of claim 32, wherein the silane is functionalized with an alcohol, or an amine, or a combination thereof.

34. A composition according to claim 31, wherein the hydrophobic alcohol is selected from the group consisting of heptanol, nonanol, decanol, dodecanol, phenol, ethylbenzyl alcohol, 2-ethyl-1-hexanol, 1-octanol, 2-octanol, 2-octyl-1-dodecanol, 2-tetradecanol, 2-hexadecanol, 3,7-dimethyl-1-octanol, 2-propyl-1-pentanol, 4-methyl-1-pentanol, and mixtures thereof.

35. A composition according to claim 32, wherein the hydrophilic alcohol is selected from the group consisting of methanol, ethanol, propanol, isopropanol, butanol, ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, dibutylene glycol, polyethylene glycol, methoxypolyethylene glycol, polypropylene glycol, hexylene glycol, sorbitol, neopentyl glycol, erythritol, mannitol, xylitol, threitol, pentaerythritol, β-cyclodextrin, L-ribose, 2-deoxy-D-galactose, and mixtures thereof.

36. according to the composition of claim 31, wherein the hydrophobic amine is selected from the group consisting of benzylamine, cyclohexylamine, hexylamine, methylhexylamine, phenylethylamine, octylamine, oleylamine, decylamine, dodecylamine, octadecylamine, undecylamine, pentadecylamine, 2-methylbutylamine, dimethylamine, and mixtures thereof.

37. A composition according to claim 32, wherein the hydrophilic amine is selected from the group consisting of 2-methylpentane-1,5-diamine, diethanolamine, diisopropanolamine, serinol hydrochloride, 2-amino-2-ethyl-1,3-propanediol, N-methyl-D-glucosamine, D-galactosamine hydrochloride, D-glucosamine hydrochloride, D-mannosamine hydrochloride, and mixtures thereof.

38. A composition according to claim 31, wherein the silicon-based compound is a hydrophobic compound selected from the group consisting of aminopropylmethylsiloxane-dimethylsiloxane, N-ethylaminoisobutyl end-blocked polydimethylsiloxane, poly(1,1-dimethylsilazane) telomer, aminopropyl end-blocked polydimethylsiloxane, monoaminopropyl end-blocked polydimethylsiloxane, [tetramethylpiperidinyloxy)propylmethylsiloxane]-dimethylsiloxane copolymer, polydimethylsiloxane, hydroxyalkyl di-end-blocked polydimethylsiloxane, monohydroxyalkyl end-blocked polydimethylsiloxane, monohydroxyalkyl end-blocked functionalized polydimethylsiloxane, [bis(hydroxyethyl)amine] end-blocked polydimethylsiloxane, silanol end-blocked polydimethylsiloxane, silanol end-blocked polydiphenylsiloxane, dodecylmethylsiloxane-hydroxypolyalkyleneoxypropylmethylsiloxane, and mixtures thereof.

39. The composition according to claim 32, wherein the silane is a hydrophilic compound selected from the group consisting of 3-aminopropylsilanetriol, N-(2-aminoethyl)-3-aminopropylsilanetriol, and mixtures thereof.

40. A composition according to claim 28, wherein the maleated natural oil is selected from the group consisting of 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 raisin oil, maleated rapeseed oil, maleated safflower oil, maleated sesame oil, maleated soybean oil, maleated pumpkin oil, maleated sunflower oil, maleated almond oil, maleated canola oil, maleated sesame seed oil, maleated grapeseed oil, maleated palm oil, maleated palm kernel oil, maleated peanut oil, maleated walnut oil, maleated chickpea oil, and mixtures thereof.

41. A composition according to claim 40, wherein the maleated natural oil is maleated soybean oil.

42. A composition according to claim 28, wherein the composition is selected from the group consisting of skin care compositions, oral care compositions, hair care compositions, energy compositions, building compositions, biocidal compositions, preservative compositions, nutraceutical compositions, food compositions, agricultural compositions, coating compositions, cosmetic compositions, home care compositions, industrial and institutional compositions, textile compositions, laundry compositions, cleaning compositions and disinfecting compositions.

43. A composition comprising: (A) The reaction product of (a), (b) and (c) below: (a) Maleated natural oils, including natural oils having maleated functional groups; (b) a functionalized or unfunctionalized hydrophobic moiety; (c) a glycerol portion; and (B) Functional system active ingredients.

44. A composition according to claim 43, wherein the reaction product comprises unreacted maleated functional groups.

45. according to the composition of claim 43, wherein said hydrophobic moiety is selected from the group consisting of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl alcohol moieties, wherein any of the foregoing groups may be a moiety containing from about C6 to about C8 with or without heteroatoms. 36 Atoms of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl amines, wherein any of the foregoing groups may be from about C6 to about C8 with or without heteroatoms. 36 Atomic silicon-based compounds, and combinations thereof.

46. ​​A composition according to claim 45, wherein the hydrophobic moiety is an alcohol selected from the group consisting of heptanol, nonanol, decanol, dodecanol, phenol, ethylbenzyl alcohol, 2-ethyl-1-hexanol, 1-octanol, 2-octanol, 2-octyl-1-dodecanol, 2-tetradecanol, 2-hexadecanol, 3,7-dimethyl-1-octanol, 2-propyl-1-pentanol, 4-methyl-1-pentanol, and mixtures thereof.

47. A composition according to claim 45, wherein the hydrophobic portion is an amine selected from the group consisting of benzylamine, cyclohexylamine, hexylamine, methylhexylamine, phenylethylamine, octylamine, oleylamine, decylamine, dodecylamine, octadecylamine, undecylamine, pentadecylamine, 2-methylbutylamine, dimethylamine, and mixtures thereof.

48. A composition according to claim 45, wherein the silicon-based compound is a hydrophobic compound selected from the group consisting of aminopropylmethylsiloxane-dimethylsiloxane, N-ethylaminoisobutyl end-blocked polydimethylsiloxane, poly(1,1-dimethylsilazane) telomer, aminopropyl end-blocked polydimethylsiloxane, monoaminopropyl end-blocked polydimethylsiloxane, [tetramethylpiperidinyloxy)propylmethylsiloxane]-dimethylsiloxane copolymer, polydimethylsiloxane, hydroxyalkyl di-end-blocked polydimethylsiloxane, monohydroxyalkyl end-blocked polydimethylsiloxane, monohydroxyalkyl end-blocked functionalized polydimethylsiloxane, [bis(hydroxyethyl)amine] end-blocked polydimethylsiloxane, silanol end-blocked polydimethylsiloxane, silanol end-blocked polydiphenylsiloxane, dodecylmethylsiloxane-hydroxypolyalkyleneoxypropylmethylsiloxane, and mixtures thereof.

49. A composition according to claim 43, wherein the maleated natural oil is selected from the group consisting of 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 raisin oil, maleated rapeseed oil, maleated safflower oil, maleated sesame oil, maleated soybean oil, maleated pumpkin oil, maleated sunflower oil, maleated almond oil, maleated canola oil, maleated sesame seed oil, maleated grapeseed oil, maleated palm oil, maleated palm kernel oil, maleated peanut oil, maleated walnut oil, maleated chickpea oil, and mixtures thereof.

50. A composition according to claim 49, wherein the maleated natural oil is maleated soybean oil.

51. A composition according to claim 43, wherein the composition is selected from the group consisting of skin care compositions, oral care compositions, hair care compositions, energy compositions, building compositions, biocidal compositions, preservative compositions, nutraceutical compositions, food compositions, agricultural compositions, coating compositions, cosmetic compositions, home care compositions, industrial and institutional compositions, textile compositions, laundry compositions, cleaning compositions and disinfecting compositions.

52. according to the composition of claim 43, wherein said compound is selected from the structure represented by the following structure:

53. A personal care composition comprising: (A) The reaction product of (a) and (b) below: (a) maleated natural oils, including natural oils having maleated functional groups; and (b) a functionalized or unfunctionalized moiety selected from a hydrophobic moiety, a hydrophilic moiety, and combinations thereof; provided that the hydrophilic moiety is not a glycerol moiety; and (B) (a) Personal care functional system active ingredients.

54. A composition according to claim 53, wherein the amount of (A) is from about 0.01% to about 10% and the amount of (B) is from about 90% to about 99.99%.

55. A composition according to claim 53, wherein the reaction product comprises unreacted maleated functional groups.

56. The composition of claim 53, wherein the reaction product comprises maleated functional groups functionalized with hydrophobic moieties, hydrophilic moieties, and combinations thereof.

57. according to the composition of claim 53, wherein said hydrophobic moiety is selected from the group consisting of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl alcohol moieties, wherein any of the foregoing groups may be a moiety containing from about C6 to about C7 with or without heteroatoms. 36 Atoms of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl amines, wherein any of the foregoing groups may be from about C6 to about C8 with or without heteroatoms. 36 Atomic silicon-based compounds, and combinations thereof.

58. according to the composition of claim 53, wherein said hydrophilic moiety is a moiety selected from the group consisting of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl alcohols, wherein any of the foregoing groups may be unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl amines containing from about C1 to about C5 atoms with or without heteroatoms, wherein any of the foregoing groups may be unsubstituted or substituted polyols containing from about C1 to about C5 atoms with or without heteroatoms, wherein any of the foregoing groups may be unsubstituted or substituted polyols containing from about C2 to about C5 atoms with or without heteroatoms. 36 Atoms of silane, and combinations thereof.

59. The composition according to claim 58, wherein the silane is functionalized with an alcohol, or an amine, or a combination thereof.

60. A composition according to claim 57, wherein the hydrophobic alcohol is selected from the group consisting of heptanol, nonanol, decanol, dodecanol, phenol, ethylbenzyl alcohol, 2-ethyl-1-hexanol, 1-octanol, 2-octanol, 2-octyl-1-dodecanol, 2-tetradecanol, 2-hexadecanol, 3,7-dimethyl-1-octanol, 2-propyl-1-pentanol, 4-methyl-1-pentanol, and mixtures thereof.

61. according to the composition of claim 58, wherein the hydrophilic alcohol is selected from methanol, ethanol, propanol, isopropanol, butanol, ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, dibutylene glycol, polyethylene glycol, methoxypolyethylene glycol, polypropylene glycol, hexylene glycol, sorbitol, neopentyl glycol, erythritol, mannitol, xylitol, threitol, pentaerythritol, β-cyclodextrin, L-ribose, 2-deoxy-D-galactose, and mixtures thereof.

62. according to the composition of claim 57, wherein the hydrophobic amine is selected from benzylamine, cyclohexylamine, hexylamine, methylhexylamine, phenylethylamine, octylamine, oleylamine, decylamine, dodecylamine, octadecylamine, undecylamine, pentadecylamine, 2-methylbutylamine, dimethylamine, and mixtures thereof.

63. A composition according to claim 58, wherein the hydrophilic amine is selected from the group consisting of 2-methylpentane-1,5-diamine, diethanolamine, diisopropanolamine, serinol hydrochloride, 2-amino-2-ethyl-1,3-propanediol, N-methyl-D-glucosamine, D-galactosamine hydrochloride, D-glucosamine hydrochloride, D-mannosamine hydrochloride, and mixtures thereof.

64. A composition according to claim 57, wherein the silicon-based compound is a hydrophobic compound selected from the group consisting of aminopropylmethylsiloxane-dimethylsiloxane, N-ethylaminoisobutyl end-blocked polydimethylsiloxane, poly(1,1-dimethylsilazane) telomer, aminopropyl end-blocked polydimethylsiloxane, monoaminopropyl end-blocked polydimethylsiloxane, [tetramethylpiperidinyloxy)propylmethylsiloxane]-dimethylsiloxane copolymer, polydimethylsiloxane, hydroxyalkyl di-end-blocked polydimethylsiloxane, monohydroxyalkyl end-blocked polydimethylsiloxane, monohydroxyalkyl end-blocked functionalized polydimethylsiloxane, [bis(hydroxyethyl)amine] end-blocked polydimethylsiloxane, silanol end-blocked polydimethylsiloxane, silanol end-blocked polydiphenylsiloxane, dodecylmethylsiloxane-hydroxypolyalkyleneoxypropylmethylsiloxane, and mixtures thereof.

65. A composition according to claim 58, wherein the silane is a hydrophilic compound selected from the group consisting of 3-aminopropylsilanetriol, N-(2-aminoethyl)-3-aminopropylsilanetriol, and mixtures thereof.

66. A composition according to claim 53, wherein the maleated natural oil is selected from the group consisting of 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 raisin oil, maleated rapeseed oil, maleated safflower oil, maleated sesame oil, maleated soybean oil, maleated pumpkin oil, maleated sunflower oil, maleated almond oil, maleated canola oil, maleated sesame seed oil, maleated grapeseed oil, maleated palm oil, maleated palm kernel oil, maleated peanut oil, maleated walnut oil, maleated chickpea oil, and mixtures thereof.

67. A composition according to claim 66, wherein the maleated natural oil is maleated soybean oil.

68. A composition according to claim 53, wherein the personal care functional system active ingredient is selected from the group consisting of colorants, hair conditioners, skin care agents and sunscreens.

69. A composition according to claim 53, wherein the personal care composition comprises a body wash composition, a skin lotion composition, a sunscreen composition, an anti-wrinkle composition, a moisturizer composition, a hair conditioner composition, an antiperspirant composition, a deodorant composition, a hair bleaching composition, a hair shampoo composition, a hair styling composition, and a makeup remover composition.

70. A composition according to claim 53, wherein the personal care composition comprises a nonionic emulsion sunscreen composition, an anionic emulsion sunscreen composition, a water / silicone emulsion sunscreen composition containing an inorganic filter, an inorganic nonionic emulsion sunscreen composition, an anhydrous sunscreen composition and an alcohol-free anhydrous sunscreen composition.

71. A composition according to claim 53, wherein the personal care composition comprises lipstick, lip gloss, mascara and foundation makeup.

72. A composition according to claim 53, wherein the personal care composition comprises a rinse-off composition for use on wet skin and dry skin comprising an anionic body wash composition, an amino acid body wash composition, an alkyl polyglucoside (APG) body wash composition, a C 14-16 Sodium Olefin Sulfonate / Cocamidopropyl Betaine (SAOS-CAPB) Body Wash Composition, Disodium Cocoamphodiacetate (DSCADA) Body Wash Composition.

73. A personal care composition comprising: (A) The reaction product of (a), (b) and (c) below: (a) Maleated natural oils, including natural oils having maleated functional groups; (b) a functionalized or unfunctionalized hydrophobic moiety; and (c) a glycerol portion; and (B) Personal care functional system active ingredients.

74. A composition according to claim 73, wherein the amount of (A) is from about 0.01% to about 10% and the amount of (B) is from about 90% to about 99.99%.

75. according to the composition of claim 73, wherein said hydrophobic moiety is selected from the group consisting of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl alcohol moieties, wherein any of the foregoing groups may be a moiety containing from about C6 to about C7 with or without heteroatoms. 36 Atoms of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl amines, wherein any of the foregoing groups may be from about C6 to about C8 with or without heteroatoms. 36 Atomic silicon-based compounds, and combinations thereof.

76. A composition according to claim 73, wherein the hydrophobic portion is an alcohol selected from the group consisting of heptanol, nonanol, decanol, dodecanol, phenol, ethylbenzyl alcohol, 2-ethyl-1-hexanol, 1-octanol, 2-octanol, 2-octyl-1-dodecanol, 2-tetradecanol, 2-hexadecanol, 3,7-dimethyl-1-octanol, 2-propyl-1-pentanol, 4-methyl-1-pentanol, and mixtures thereof.

77. according to the composition of claim 73, wherein the hydrophobic part is an amine selected from the group consisting of benzylamine, cyclohexylamine, hexylamine, methylhexylamine, phenylethylamine, octylamine, oleylamine, decylamine, dodecylamine, octadecylamine, undecylamine, pentadecylamine, 2-methylbutylamine, dimethylamine, and mixtures thereof.

78. A composition according to claim 75, wherein the silicon-based compound is a hydrophobic compound selected from the group consisting of aminopropylmethylsiloxane-dimethylsiloxane, N-ethylaminoisobutyl end-capped polydimethylsiloxane, poly(1,1-dimethylsilazane) telomer, aminopropyl end-capped polydimethylsiloxane, monoaminopropyl end-capped polydimethylsiloxane, [tetramethylpiperidinyloxy)propylmethylsiloxane]-dimethylsiloxane copolymer, polydimethylsiloxane, hydroxyalkyl di-end-capped polydimethylsiloxane, monohydroxyalkyl end-capped polydimethylsiloxane, monohydroxyalkyl end-capped functionalized polydimethylsiloxane, [bis(hydroxyethyl)amine] end-capped polydimethylsiloxane, silanol end-capped polydimethylsiloxane, silanol end-capped polydiphenylsiloxane, dodecylmethylsiloxane-hydroxypolyalkyleneoxypropylmethylsiloxane, and mixtures thereof.

79. A composition according to claim 73, wherein the maleated natural oil is selected from the group consisting of 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 raisin oil, maleated rapeseed oil, maleated safflower oil, maleated sesame oil, maleated soybean oil, maleated pumpkin oil, maleated sunflower oil, maleated almond oil, maleated canola oil, maleated sesame seed oil, maleated grapeseed oil, maleated palm oil, maleated palm kernel oil, maleated peanut oil, maleated walnut oil, maleated chickpea oil, and mixtures thereof.

80. The composition according to claim 75, wherein the maleated natural oil is maleated soybean oil.

81. A composition according to claim 73, wherein the personal care functional system active ingredient is selected from the group consisting of colorants, hair conditioners, skin care agents and sunscreens.

82. A composition according to claim 73, wherein the personal care composition is a formulation selected from the group consisting of sprays, lotions, mousses, fluids, serums, solutions, suspensions, perms, emulsions, gels, mists, vesicles, dispersions, pastes, creams, solid sticks, shampoos, balms, wipes, lotions, foams, jelly and liquids.

83. A composition according to claim 73, wherein the personal care composition comprises a body wash composition, a skin lotion composition, a sunscreen composition, an anti-wrinkle composition, a moisturizer composition, a hair conditioner composition, an antiperspirant composition, a deodorant composition, a hair bleaching composition, a hair shampoo composition, a hair styling composition and a makeup remover composition.

84. A composition according to claim 73, wherein the personal care composition comprises a nonionic emulsion sunscreen composition, an anionic emulsion sunscreen composition, a water / silicone emulsion sunscreen composition containing an inorganic filter, an inorganic nonionic emulsion sunscreen composition, an anhydrous sunscreen composition and an alcohol-free anhydrous sunscreen composition.

85. A composition according to claim 73, wherein the personal care composition comprises lipstick, lip gloss, mascara and foundation makeup.

86. A composition according to claim 73, wherein the personal care composition comprises a rinse-off composition for use on wet and dry skin comprising an anionic body wash composition, an amino acid body wash composition, an alkyl polyglucoside (APG) body wash composition, a C 14-16 Sodium Olefin Sulfonate / Cocamidopropyl Betaine (SAOS-CAPB) Body Wash Composition, Disodium Cocoamphodiacetate (DSCADA) Body Wash Composition.

87. A skin care composition comprising: (A) The reaction product of (a) and (b) below: (a) maleated natural oils, including natural oils having maleated functional groups; and (b) a functionalized or unfunctionalized moiety selected from a hydrophobic moiety, a hydrophilic moiety, and combinations thereof; provided that the hydrophilic moiety is not a glycerol moiety; and (B) (a) Active ingredients of skin care functional system.

88. A composition according to claim 87, wherein the amount of (A) is from about 0.01% to about 10% and the amount of (B) is from about 90% to about 99.99%.

89. A composition according to claim 87, wherein the reaction product comprises unreacted maleated functional groups.

90. A composition according to claim 87, wherein the reaction product comprises maleated functional groups functionalized with hydrophobic moieties, hydrophilic moieties, and combinations thereof.

91. according to the composition of claim 87, wherein said hydrophobic moiety is selected from the group consisting of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl alcohol moieties, wherein any of the foregoing groups may be a moiety containing from about C6 to about C7 with or without heteroatoms. 36 Atoms of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl amines, wherein any of the foregoing groups may be from about C6 to about C8 with or without heteroatoms. 36 Atomic silicon-based compounds, and combinations thereof.

92. according to the composition of claim 87, wherein the hydrophilic moiety is a moiety selected from the group consisting of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl alcohols, wherein any of the foregoing groups may be unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl amines containing from about C1 to about C5 atoms with or without heteroatoms, wherein any of the foregoing groups may be unsubstituted or substituted polyols containing from about C1 to about C5 atoms with or without heteroatoms, wherein any of the foregoing groups may be unsubstituted or substituted polyols containing from about C2 to about C5 atoms with or without heteroatoms. 36 Atoms of silane, and combinations thereof.

93. A composition according to claim 92, wherein the silane is functionalized with an alcohol, or an amine, or a combination thereof.

94. A composition according to claim 91, wherein the hydrophobic alcohol is selected from the group consisting of heptanol, nonanol, decanol, dodecanol, phenol, ethylbenzyl alcohol, 2-ethyl-1-hexanol, 1-octanol, 2-octanol, 2-octyl-1-dodecanol, 2-tetradecanol, 2-hexadecanol, 3,7-dimethyl-1-octanol, 2-propyl-1-pentanol, 4-methyl-1-pentanol, and mixtures thereof.

95. A composition according to claim 92, wherein the hydrophilic alcohol is selected from the group consisting of methanol, ethanol, propanol, isopropanol, butanol, ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, dibutylene glycol, polyethylene glycol, methoxypolyethylene glycol, polypropylene glycol, hexylene glycol, sorbitol, neopentyl glycol, erythritol, mannitol, xylitol, threitol, pentaerythritol, β-cyclodextrin, L-ribose, 2-deoxy-D-galactose, and mixtures thereof.

96. according to the composition of claim 91, wherein the hydrophobic amine is selected from benzylamine, cyclohexylamine, hexylamine, methylhexylamine, phenylethylamine, octylamine, oleylamine, decylamine, dodecylamine, octadecylamine, undecylamine, pentadecylamine, 2-methylbutylamine, dimethylamine, and mixtures thereof.

97. A composition according to claim 92, wherein the hydrophilic amine is selected from 2-methylpentane-1,5-diamine, diethanolamine, diisopropanolamine, serinol hydrochloride, 2-amino-2-ethyl-1,3-propanediol, N-methyl-D-glucamine, D-galactosamine hydrochloride, D-glucosamine hydrochloride, D-mannosamine hydrochloride, and mixtures thereof.

98. A composition according to claim 91, wherein the silicon-based compound is a hydrophobic compound selected from the group consisting of aminopropylmethylsiloxane-dimethylsiloxane, N-ethylaminoisobutyl end-capped polydimethylsiloxane, poly(1,1-dimethylsilazane) telomer, aminopropyl end-capped polydimethylsiloxane, monoaminopropyl end-capped polydimethylsiloxane, [tetramethylpiperidinyloxy)propylmethylsiloxane]-dimethylsiloxane copolymer, polydimethylsiloxane, hydroxyalkyl di-end-capped polydimethylsiloxane, monohydroxyalkyl end-capped polydimethylsiloxane, monohydroxyalkyl end-capped functionalized polydimethylsiloxane, [bis(hydroxyethyl)amine] end-capped polydimethylsiloxane, silanol end-capped polydimethylsiloxane, silanol end-capped polydiphenylsiloxane, dodecylmethylsiloxane-hydroxypolyalkyleneoxypropylmethylsiloxane, and mixtures thereof.

99. A composition according to claim 92, wherein the silane is a hydrophilic compound selected from the group consisting of 3-aminopropylsilanetriol, N-(2-aminoethyl)-3-aminopropylsilanetriol, and mixtures thereof.

100. A composition according to claim 87, wherein the maleated natural oil is selected from the group consisting of 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 raisin oil, maleated rapeseed oil, maleated safflower oil, maleated sesame oil, maleated soybean oil, maleated pumpkin oil, maleated sunflower oil, maleated almond oil, maleated canola oil, maleated sesame seed oil, maleated grapeseed oil, maleated palm oil, maleated palm kernel oil, maleated peanut oil, maleated walnut oil, maleated chickpea oil, and mixtures thereof.

101. A composition according to claim 92, wherein the maleated natural oil is maleated soybean oil.

102. A composition according to claim 87, wherein the skin care functional system active ingredients are selected from colorants, hair care agents, skin care agents and sunscreen agents.

103. A composition according to claim 87, wherein the personal care composition comprises a body wash composition, a skin lotion composition, a sunscreen composition, an anti-wrinkle composition, a moisturizer composition, a hair conditioner composition, an antiperspirant composition, a deodorant composition, a hair bleaching composition, a shampoo composition, a hair styling composition and a makeup remover composition.

104. A composition according to claim 87, wherein the personal care composition comprises a nonionic emulsion sunscreen composition, an anionic emulsion sunscreen composition, a water / silicone emulsion sunscreen composition containing an inorganic filter, an inorganic nonionic emulsion sunscreen composition, an anhydrous sunscreen composition and an alcohol-free anhydrous sunscreen composition.

105. A composition according to claim 87, wherein the personal care composition comprises lipstick, lip gloss, mascara and foundation makeup.

106. A composition according to claim 87, wherein the personal care composition comprises a rinse-off composition for use on wet and dry skin comprising an anionic body wash composition, an amino acid body wash composition, an alkyl polyglucoside (APG) body wash composition, a C 14-16 Sodium Olefin Sulfonate / Cocamidopropyl Betaine (SAOS-CAPB) Body Wash Composition, Disodium Cocoamphodiacetate (DSCADA) Body Wash Composition.

107. A skin care composition comprising: (A) The reaction product of (a), (b) and (c) below: (a) Maleated natural oils, including natural oils having maleated functional groups; (b) a functionalized or unfunctionalized hydrophobic moiety; and (c) a glycerol portion; and (B) Active ingredients of skin care functional system.

108. A composition according to claim 107, wherein the amount of (A) is from about 0.01% to about 10% and the amount of (B) is from about 90% to about 99.99%.

109. According to the composition of claim 107, wherein the hydrophobic moiety is a moiety selected from unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl alcohols, wherein any of the foregoing groups may be a moiety containing from about C6 to about C7 with or without heteroatoms. 36 Atoms of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl amines, wherein any of the foregoing groups may be from about C6 to about C8 with or without heteroatoms. 36 Atomic silicon-based compounds, and combinations thereof.

110. A composition according to claim 109, wherein the hydrophobic portion is an alcohol selected from the group consisting of heptanol, nonanol, decanol, dodecanol, phenol, ethylbenzyl alcohol, 2-ethyl-1-hexanol, 1-octanol, 2-octanol, 2-octyl-1-dodecanol, 2-tetradecanol, 2-hexadecanol, 3,7-dimethyl-1-octanol, 2-propyl-1-pentanol, 4-methyl-1-pentanol, and mixtures thereof.

111. A composition according to claim 107, wherein the hydrophobic portion is an amine selected from the group consisting of benzylamine, cyclohexylamine, hexylamine, methylhexylamine, phenylethylamine, octylamine, oleylamine, decylamine, dodecylamine, octadecylamine, undecylamine, pentadecylamine, 2-methylbutylamine, dimethylamine, and mixtures thereof.

112. A composition according to claim 109, wherein the silicon-based compound is a hydrophobic compound selected from the group consisting of aminopropylmethylsiloxane-dimethylsiloxane, N-ethylaminoisobutyl end-capped polydimethylsiloxane, poly(1,1-dimethylsilazane) telomer, aminopropyl end-capped polydimethylsiloxane, monoaminopropyl end-capped polydimethylsiloxane, [tetramethylpiperidinyloxy)propylmethylsiloxane]-dimethylsiloxane copolymer, polydimethylsiloxane, hydroxyalkyl di-end-capped polydimethylsiloxane, monohydroxyalkyl end-capped polydimethylsiloxane, monohydroxyalkyl end-capped functionalized polydimethylsiloxane, [bis(hydroxyethyl)amine] end-capped polydimethylsiloxane, silanol end-capped polydimethylsiloxane, silanol end-capped polydiphenylsiloxane, dodecylmethylsiloxane-hydroxypolyalkyleneoxypropylmethylsiloxane, and mixtures thereof.

113. A composition according to claim 107, wherein the maleated natural oil is selected from the group consisting of 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 raisin oil, maleated rapeseed oil, maleated safflower oil, maleated sesame oil, maleated soybean oil, maleated pumpkin oil, maleated sunflower oil, maleated almond oil, maleated canola oil, maleated sesame seed oil, maleated grapeseed oil, maleated palm oil, maleated palm kernel oil, maleated peanut oil, maleated walnut oil, maleated chickpea oil, and mixtures thereof.

114. A composition according to claim 113, wherein the maleated natural oil is maleated soybean oil.

115. A composition according to claim 107, wherein the skin care functional system active ingredients are selected from the group consisting of colorants, hair conditioners, skin care agents and sunscreens.

116. A composition according to claim 107, wherein the active ingredient of the skin care functional system is a preparation selected from the following: sprays, lotions, mousses, fluids, essences, solutions, suspensions, perms, emulsions, gels, mists, vesicles, dispersions, pastes, creams, solid sticks, shampoos, ointments, wipes, lotions, foams, jelly and liquids.

117. A composition according to claim 107, wherein the personal care composition comprises a body wash composition, a skin lotion composition, a sunscreen composition, an anti-wrinkle composition, a moisturizer composition, a hair conditioner composition, an antiperspirant composition, a deodorant composition, a hair bleaching composition, a shampoo composition, a hair styling composition and a makeup remover composition.

118. A composition according to claim 107, wherein the personal care composition comprises a nonionic emulsion sunscreen composition, an anionic emulsion sunscreen composition, a water / silicone emulsion sunscreen composition containing an inorganic filter, an inorganic nonionic emulsion sunscreen composition, an anhydrous sunscreen composition and an alcohol-free anhydrous sunscreen composition.

119. A composition according to claim 107, wherein the personal care composition comprises lipstick, lip gloss, mascara and foundation makeup.

120. A composition according to claim 107, wherein the personal care composition comprises a rinse-off composition for use on wet skin and dry skin comprising an anionic body wash composition, an amino acid body wash composition, an alkyl polyglucoside (APG) body wash composition, a C 14-16 Sodium Olefin Sulfonate / Cocamidopropyl Betaine (SAOS-CAPB) Body Wash Composition, Disodium Cocoamphodiacetate (DSCADA) Body Wash Composition.

121. A composition comprising the reaction product of (a) and (b): (a) Maleated natural oils, including natural oils having maleated functional groups; (b) Two functionalized or unfunctionalized hydrophilic moieties.

122. A composition according to claim 105, wherein the reaction product comprises unreacted maleated functional groups.

123. A composition according to claim 121, wherein the hydrophilic moiety is a moiety selected from the group consisting of unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl alcohols, wherein any of the foregoing groups may be unsubstituted or substituted alkyl, cycloalkyl, alkenyl and aryl amines containing from about C1 to about C5 atoms with or without heteroatoms, wherein any of the foregoing groups may be unsubstituted or substituted polyols containing from about C1 to about C5 atoms with or without heteroatoms, wherein any of the foregoing groups may be unsubstituted or substituted polyols containing from about C2 to about C5 atoms with or without heteroatoms. 36 Atoms of silane, and combinations thereof.

124. A composition according to claim 121, wherein the silane is functionalized with an alcohol, or an amine, or a combination thereof.

125. A composition according to claim 121, wherein the hydrophilic alcohol is selected from methanol, ethanol, propanol, isopropanol, butanol, ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, dibutylene glycol, polyethylene glycol, methoxypolyethylene glycol, polypropylene glycol, hexylene glycol, sorbitol, neopentyl glycol, erythritol, mannitol, xylitol, threitol, pentaerythritol, β-cyclodextrin, L-ribose, 2-deoxy-D-galactose, and mixtures thereof.

126. A composition according to claim 123, wherein the hydrophilic amine is selected from 2-methylpentane-1,5-diamine, diethanolamine, diisopropanolamine, serinol hydrochloride, 2-amino-2-ethyl-1,3-propanediol, N-methyl-D-glucamine, D-galactosamine hydrochloride, D-glucosamine hydrochloride, D-mannosamine hydrochloride, and mixtures thereof.

127. A composition according to claim 123, wherein the silane is a hydrophilic compound selected from the group consisting of 3-aminopropylsilanetriol, N-(2-aminoethyl)-3-aminopropylsilanetriol, and mixtures thereof.

128. A composition according to claim 121, wherein the maleated natural oil is selected from the group consisting of 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 raisin oil, maleated rapeseed oil, maleated safflower oil, maleated sesame oil, maleated soybean oil, maleated pumpkin oil, maleated sunflower oil, maleated almond oil, maleated canola oil, maleated sesame seed oil, maleated grapeseed oil, maleated palm oil, maleated palm kernel oil, maleated peanut oil, maleated walnut oil, maleated chickpea oil, and mixtures thereof.

129. A composition according to claim 128, wherein the maleated natural oil is maleated soybean oil.

130. A composition according to claim 121, wherein the composition is selected from the group consisting of skin care compositions, oral care compositions, hair care compositions, energy compositions, building compositions, biocidal compositions, preservative compositions, nutraceutical compositions, food compositions, agricultural compositions, coating compositions, cosmetic compositions, home care compositions, industrial and institutional compositions, textile compositions, laundry compositions, cleaning compositions and disinfecting compositions.

131. A composition according to claim 121, wherein the personal care composition comprises a body wash composition, a skin lotion composition, a sunscreen composition, an anti-wrinkle composition, a moisturizer composition, a hair conditioner composition, an antiperspirant composition, a deodorant composition, a hair bleaching composition, a shampoo composition, a hair styling composition and a makeup remover composition.

132. A composition according to claim 121, wherein the personal care composition comprises a nonionic emulsion sunscreen composition, an anionic emulsion sunscreen composition, a water / silicone emulsion sunscreen composition containing an inorganic filter, an inorganic nonionic emulsion sunscreen composition, an anhydrous sunscreen composition and an alcohol-free anhydrous sunscreen composition.

133. A composition according to claim 121, wherein the personal care composition comprises lipstick, lip gloss, mascara and foundation makeup.

134. A composition according to claim 121, wherein the personal care composition comprises a rinse-off composition for use on wet skin and dry skin comprising an anionic body wash composition, an amino acid body wash composition, an alkyl polyglucoside (APG) body wash composition, a C 14-16 Sodium Olefin Sulfonate / Cocamidopropyl Betaine (SAOS-CAPB) Body Wash Composition, Disodium Cocoamphodiacetate (DSCADA) Body Wash Composition.

135. A composition comprising: (A) The reaction product of (a) and (b) below: (a) Maleated natural oils, including natural oils having maleated functional groups; (b) two functionalized or unfunctionalized hydrophobic moieties; and (B) Functional system active ingredients.

136. A composition according to claim 135, wherein the functional system active ingredient is a personal care functional system active ingredient.

137. A composition according to claim 135, wherein the functional system active ingredient is a skin care functional system active ingredient.

138. A composition according to claim 135, wherein the personal care composition comprises a body wash composition, a skin lotion composition, a sunscreen composition, an anti-wrinkle composition, a moisturizer composition, a hair conditioner composition, an antiperspirant composition, a deodorant composition, a hair bleaching composition, a shampoo composition, a hair styling composition and a makeup remover composition.

139. A composition according to claim 135, wherein the personal care composition comprises a nonionic emulsion sunscreen composition, an anionic emulsion sunscreen composition, a water / silicone emulsion sunscreen composition containing an inorganic filter, an inorganic nonionic emulsion sunscreen composition, an anhydrous sunscreen composition and an alcohol-free anhydrous sunscreen composition.

140. A composition according to claim 135, wherein the personal care composition comprises lipstick, lip gloss, mascara and foundation makeup.

141. A composition according to claim 135, wherein the personal care composition comprises a rinse-off composition for use on wet skin and dry skin comprising an anionic body wash composition, an amino acid body wash composition, an alkyl polyglucoside (APG) body wash composition, a C 14-16 Sodium Olefin Sulfonate / Cocamidopropyl Betaine (SAOS-CAPB) Body Wash Composition, Disodium Cocoamphodiacetate (DSCADA) Body Wash Composition.

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