KR950018165A - Reaction products of chain-extended polyamine compounds with fatty acid-containing substances - Google Patents

Abstract

The present invention provides chain-extended polyamines having one or more fatty acid residues. One or more polyorganoamine compounds having alkyl, aryl and / or alkylaryl groups are reacted with chain extenders that are difunctional in the reaction of polyamines with amine groups. The number of carbon atoms relative to the chain extender and the amount of amine functional groups on the polyamine are at least water-dispersible by reacting at least the water-dispersible chain-extender with at least one fatty acid which is predominantly monovalent in the reaction with the chain-extended polyamine simultaneously. A chain-extended polyamine having one or more fatty acid residues is produced.

The materials can be present on a variety of substrates, such as plates and beads, with or without water, including fiber, strand, yarn, and glass substrates.

Description

Reaction products of chain-extended polyamine compounds with fatty acid-containing substances

Since this is an open matter, no full text was included.

Claims (23)

(I) reacting with a repeating group (II) polyamine derived from at least trifunctional alkylene, arylene, or aralkylene polyamine having a molecular weight of up to about 50,000 to produce at least a water-dispersible chain-extended polyamine. And a polymer reaction product comprising at least one residue derived from a predominantly bifunctional chain extender, and (III) a fatty acid material derived from a fatty acid material, which is bifunctional in the reaction of a polyamine with an amine group. The polymeric reaction product of claim 1, wherein the polyamine has a molecular weight of about 800 or less and is derived from a polyamine that reacts with a bifunctional chain extender to produce a chain-extended polyamine that reacts with a fatty acid material. The method of claim 1, wherein the fatty acid material is selected from the group consisting of esters, halides and anhydrides; And a mixture of saturated fatty acids, esters, halides and anhydrides with or without unsaturated fatty acids, esters, halides and anhydrides. The polymeric reaction product of claim 1, wherein the polyamine has the general formula: Wherein n may range from about 2 to 6, preferably about 2 and / or 2, and x may range from 2 to 40. 5. The polymeric reaction product of claim 4, wherein x in the polyamine has from 2 to 6. 6. The polymeric reaction product of claim 1, wherein said polyamine also has a minor amount of less than 50% by weight of diamine, including ethylene diamine. The method according to claim 1, wherein the polyamine is (1) dimethylenetriamine (DETA), triethylenetetraamine (TETA), triethylenetetraamine (TEPA), pentaethylenehexaamine (PEHA), dipropylenetriamine ( DPTA), tripropylenetetraamine (TPTA), tetrapropylenepentaamine (TPPA), pentapropylenehexaamine (PPHA) and dihexamethylenetriamine (DHMTA), and ethylenediamine are condensed with one or more ratios of acrylonitrile In the group consisting of a mixture of polyalkylenepolyamine homologues including polyethylenepolyamine and polyalkylenepolyamine using ethylene and propylene groups, prepared by forming N-cyanoethylethylene diamine and then reducing it to produce mixed alkylene polyamines. Generating a polymeric reaction selected from the group consisting of selected polyalkyleneamines, and (2) polyalkyleneimines, including polyethylene imines . The polymeric reaction product according to claim 1, wherein said chain-extender which is predominantly bifunctional has the general formula: Wherein R ₁ is selected from alkylene, difunctional alkyl and / or aryl radicals, preferably having 2 to 15 carbon atoms, X ₁ , and Y ₁ are carboxylic acids; Carboxylic esters; carboxylic acid anhydrides; epoxides, also known as glycidyl or oxirane; acid halides such as acid chromides; isocyanates and mixtures thereof, wherein the compounds are diepoxides, dihalides, diacid chlorides and / or di Same or different functional moieties selected from the group consisting of isocyanates). 9. The polymeric reaction according to claim 8, wherein the predominantly difunctional chain extender has a hydrocarbon chain length sufficient to produce at least a water-dispersible chain-extended polyamine, preferably a water-soluble or emulsifiable chain-extended polyamine. product. The polymer of claim 1 wherein the bifunctional chain extender is selected from the group consisting of bisphenol A diglycidyl ether, butane diol diglycidyl ether, novolak epoxy, diglycidyl ether, dichloroethane or dichloropropane. Sex reaction product. The hydrocarbo of claim 1 wherein the bifunctional chain-extending agent is selected from the group consisting of oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid and pimelic acid, halogenated derivatives thereof, and anhydrides and esters of the acid. Polymeric reaction product, which is a dicarboxylic acid having a neyl short chain. The polymeric reaction product of claim 1, wherein the bifunctional chain extender contains a small amount of unsaturated dicarboxylic acid (eg maleic acid) together with saturated dicarboxylic acid, ester or anhydride. The polymeric reaction product of claim 1, wherein the bifunctional chain extension has a carbon atom chain length in the range of about 2 to about 6 between difunctional amine reactive moieties. The fatty acid material of claim 1 wherein said fatty acid material is selected from the group consisting of fatty acids, fatty acid esters, fatty acid halides or acid anhydrides, wherein the majority of the amount of fatty acid material is monovalent in reaction with a chain-extended polyamine to produce a condensation product. Polymeric reaction products. 15. The fatty acid substance according to claim 14, wherein the fatty acid substance (a) is an aliphatic substance which is essentially saturated and preferably has a straight or branched chain, (b) having from 1 to about 22, preferably from 7 to 12 carbon atoms Fatty acids, (c) acetic acid, (d) pelagonic acid, (e) 2-ethylhexanoic acid, (f) isononanoic acid, (g) oleic acid, (h) undecenylene acid, (i) caproic acid, (j ) Caprylic acid, (k) octanoic acid, (l) capric acid, (m) lauric acid, (n) stearic acid, where fatty acids having a carbon number of 6 or less Use as a mixture with fatty acids having more than 6 carbon atoms and in small amounts not exceeding about 50% by weight of the fatty acid mixture), (o) most fatty acids and / or esters and / or anhydrides And mixtures containing small amounts of di- and trifunctional fatty acids and / or polymeric fatty acids and / or fatty acids, (p) a mixture of saturated and unsaturated fatty acid materials, where the amount of unsaturated fatty acid material is generally in a small amount of less than 50% by weight in the mixture, and (q) a fatty acid mixture resulting from hydrolysis of the natural product. Polymeric reaction product of choice. The polymeric reaction product of claim 1, wherein the chain-extended polyamine-fatty acid material reaction product is at least water-dispersible and is present with water on a glass substrate selected from the group consisting of plates, beads, fibers and strands. . The polymeric reaction product of claim 16, wherein the chain-extended polyamine-fatty acid material reaction product is present on a glass substrate without containing a large amount of water as a cationic lubricating polymer. (I) an aralkylene polyamine having a molecular weight of at least trifunctional alkylene, arylene, or about 800 binomies, wherein the polyamine has at least three amine groups, and is of the formula H ₂ N- (C _n H _2n NH) _x- H, where n may range from 2 to 6, preferably about 2 or 3, and x may range from 2 to 40, and ethylenediamine in small amounts of less than 50% by weight in the polyamine Repeating units derived from (II) a difunctional organic compound having a bifunctional organic compound capable of reacting with nitrogen by an active hydrogen of an amine residue in a polyamine to form a covalent bond. Chain extenders, generally derived from chain extenders, having the general formula: [Wherein R ₁ is selected from alkylene and difunctional alkyl radicals, preferably has 2 to 15 carbon atoms, and X ₁ and Y ₁ react with the component (I) to produce a chain-extended polyamine Halides such as epoxides, acid chlorides, also known as carboxylic acids, carboxylic esters, anhydrides, glycidyl or oxiranes, to produce chain-extended polyamines that are liquids or solids that melt at temperatures below 200 ° C, and Is the same or different residue selected from the group consisting of isocyanates], and (III) at least one fatty acid material resulting from reaction with a chain-extended polyamine, wherein the fatty acid material consists of fatty acids, fatty acid esters, fatty acid halides and fatty acid anhydrides. Selected from the group, all of which are mainly monovalent in reaction with chain-extended polyamines, saturated fatty acids A chain extender when used in a mixture with a small amount of fatty acids having from 6 to about 22 carbon atoms and having less than about 6 carbon atoms when using only saturated fatty acid materials); The number of carbon atoms for and the amount of amine functional groups in the polyamine are balanced to provide a polymeric reaction product of the chain-extended polyamine with the at least water-dispersible fatty acid material, at least about each for one component (II) A polymeric reaction product that can be formed into the reaction product at a reaction ratio in which one proportion of component (I) and at least about 0.1 proportion of component (III) are present. The polymeric reaction product of claim 18, wherein the molar ratio of the three types of reactants ranges from about 1 for organic chain extenders, about 1.005 to about 2 for polyamines and about 0.25 to about 2 for fatty acid materials. 19. The polymeric reaction product of Claim 18, wherein the chain-extended polyamine-fatty acid material reaction product is at least water-dispersible and is present with water on a glass substrate selected from the group consisting of plates, beads, fibers and strands. . The polymeric reaction product of claim 20, wherein the chain-extended polyamine-fatty acid material reaction product is present on a glass substrate without containing a large amount of water as a cationic lubricating polymer. Cationic lubricating polymers comprising reaction products according to the following schemes: Wherein (VI) is a compound of (IV) and / or (V) above having residues of repeating units comprising a branched chain of one or more of the following general formulas: 1) p, w, x, y and z are integers, where p is 1 or 0, x and y are values in the reactants, and w and z provide a molecular weight of about 50,000 binomial to maintain a suitable viscosity R is lower alkyl, R 'is selected from carbonyl, alkyl oxirane and diisocyanate groups, R "is alkylene, Q is selected from OR or halides, and R' ^* is cleaved oxy Is a urea group resulting from the reaction of a group or an isocyanate with an amine, provided that when R 'is a carbonyl group, Q is OR or halide, when R' is lower alkyl, Q is a halide and R 'is oxy P is 0, 2) Preferably, the general formula (I) is present in a slight excess to control the molecular weight, and the reaction is the general formula (V) because the compound of the general formula (V) is a preferred lubricant. V) allowing the production and yield of compounds to be advantageous, while compounds of formula (IV) As the non-lubricated structure, the compounds of general formula (IV) are formulated such that the reaction product has the unreacted amine value in order to provide the usefulness of unreacted secondary nitrogen groups therein to improve the water solubility of the reaction product. 3) all reactants can be liquid, so that the reaction can be carried out purely even if it is too high for the heating of any particular reactant or reaction product, or by using an organic solvent such as alcohol. Dilution and organic solvents other than alcohols may be used, depending on the particular type of chain extender. Cations comprising at least one fatty acid monovalent in reaction with a polymeric reaction product of tetraethylenepentaamine with diethylsuccinate and a chain-extended material to produce a water-soluble chain-extended polyamine having at least one fatty acid residue. Sex lubricant composition. ※ Note: The disclosure is based on the initial application.