Abstract: A method of producing a lignin dispersant composition comprising the steps of methylolating a lignin compound by reaction of less than about 2 moles formuladehyde per 1,000 grams of the lignin, and sulfonating the methylolated lignin by reaction from about 2.5 to 3.5 moles of the sulfite or bisulfite compound per 1,000 grams of lignin at an initial reaction pH of below about 6.6 and at a temperature of at least about 170.degree. C., while allowing the pH of the reaction mixture to rise to a final pH of greater than 7.5 to sequentially sulfomethylate the aromatic nucleus and sulfonate the side chain of the lignin.The products of the method find particular use as dispersants in dye compositions and carbon black compositions with lower viscosity and extended shelf-life storage of the composition.

Abstract: A product comprising lignin material having a N-content of at least 1.86% and a sulfur content of at least 3.1%, an IR in the vicinity of 1550 to 1670 cm.sup.-1 having a peak width of at least 60 cm.sup.-1. The product is also directed to such products being cross-linked and which are most suitable as chelating agents in basic medium. The product may also be used as flame retardant, for agricultural and other end uses. The invention is also directed at a method of making the above product which comprises heating a lignin containing material with thiourea H.sub.2 N--C(S)--NH.sub.2 : for example by heating in a solvent or melting.

Abstract: Surface active agents are prepared from by-products of papermaking. Lignin, modified lignin, resin acid, and tall oil fatty acid are reacted with a polyamine to produce an amine condensate, and this amine condensate is reacted with a bisulfite and formaldehyde in aqueous solution to produce the novel surface active agents.

Abstract: Lignin amines are disclosed which are characterized by high nitrogen content and are water soluble at both alkaline and acidic pH values. The lignin amines have utility as flocculants, filtration aids, precipitants, scale inhibitors, asphalt emulsifiers, fluid loss additives, oil well cement additives, corrosion inhibitors, retention aids, cationic dispersants, and tall oil pitch emulsifiers.

Abstract: A polymer material of the product of reaction of a grass plant lignin derivative comprising lignin polymer fragments recovered from black liquor obtained in the pulping of grass plant material and containing an average of more than 0.4 sites per phenyl propane unit of the polymer fragments reactive to base catalyzed substitution and condensation reactions, with an electrophilic compound which is capable of reacting twice at one side or at least once at each of two different sites.

Abstract: An improved method of producing methylolated lignins from the black liquor residue of a kraft wood-pulping process, which methylolated lignins may be further employed in other chemical reactions, such as in the production of sulfomethylated lignin salts suited for use as dyestuff dispersants, comprising the steps of oxidizing the black liquor residue of a kraft wood-pulping process containing lignin, organic, and inorganic salts, treating the black liquor residue with an aldehyde to methylolate the lignin therein, lowering the pH of the black liquor residue to precipitate the lignin therefrom, and isolating and recovering the methylolated lignin for subsequent chemical reactions. The black liquor residue of the kraft pulping process is oxidized, before methylolation of the lignin therein, to reduce the presence of sodium sufide in the black liquor residue to about 1 percent or less.

Abstract: A method of producing an amine-containing salt of a sulfonated lignin compound which may be effectively spray-dried for use in dry form comprising the steps of methylolating a lignin at an alkaline pH, lowering the pH of the methylolated lignin to precipitate the lignin, washing the precipitated lignin at an acid pH to remove impurities, sulfonating the methylolated lignin in the presence of a sulfur-oxygen-containing compound, an amine compound, and ammonium hydroxide and/or ammonium sulfite or bisulfite to produce an amine/ammonium salt thereof, and heating and spray-drying the sulfonated lignin amine/ammonium salt to effectively evaporate ammonia therefrom to produce the sulfonated lignin amine-containing salt in dry form.

Abstract: Disclosed is a method for the production of a sulfomethylated lignin amine salt from the lignin by-product of the black liquor residue of a kraft pulping process and the use of lignin amine salts as additives in other chemical compositions. The lignin amine salt is produced by precipitating lignin from the black liquor and reacting the precipitated lignin slurry with formaldehyde. Thereafter, the lignin slurry is acidified to a pH of about 2 to 3 and water-washed to remove inorganic salts and other impurities therefrom. The washed methylolated lignin is reacted with an organic amine and a sulfur-oxygen-containing compound, such as sulfur dioxide to form the sulfomethylated lignin amine salt.The sulfomethylated lignin amine salt products are disclosed as an additive in dyestuff and printing ink compositions, as well as a sequestrant in pesticide compositions, with improved results over certain lignin salts heretofore employed as additives in such compositions.

Abstract: Disclosed herein are sulfonated ligno-aminodicarboxylic acid and the salts thereof of the formula ##STR1## wherein X is an alkali cation, such as sodium, potassium, lithium, and ammonium, and Lignin denotes the polymeric sulfonated lignin material derived from commercial pulping of wood, straw, corn stalks, bagasse and the like. The dicarboxylic acid is made by a three-step process: (1) amination with ammonia and formaldehyde; (2) cyanomethylation with formaldehyde and sodium cyanide; and (3) hydrolysis of nitrile to carboxylic acid. The sulfonated ligno-aminodicarboxylic acid and its salts are useful as metal complexing agents.

Abstract: A method of producing ammonium salts of sulfomethylated lignins suited for use as dyestuff and coal-water slurry additives comprisng of the steps of ionizing the phenol component of a lignin material by-product of the black liquor of a kraft paper-making process in an alkaline liquid medium, methylolating the lignin material, lowering the pH of the liquid medium to an acid pH to precipitate the methylolated lignin material, washing the precipitated lignin material with water to remove inorganic salts and residual reactants therefrom, and sulfonating the washed, purified methylolated lignin material with an ammonium of a sulphur-oxygen containing compound in a liquid medium.The washed, purified methylolated lignin material is preferably sulfonated at an acid pH level to minimize the production of electrolytes when the lignin is to be used for dyeing at low pH. Lignin products produced by the method, as well as dye and coal-water slurry compositions containing such products are also disclosed.

Abstract: A method of producing ammonium salts of sulfomethylated lignins suited for use as dyestuff and coal-water slurry additives comprising of the steps of ionizing the phenol component of a lignin material by-product of the black liquor of a kraft paper-making process in an alkaline liquid medium, methylolating the lignin material, lowering the pH of the liquid medium to an acid pH to precipitate the methylolated lignin material, washing the precipitated lignin material with water to remove inorganic salts and residual reactants therefrom, and sulfonating the washed, purified methylolated lignin material with an ammonium salt of a sulphur-oxygen containing compound in a liquid medium.The washed, purified methylolated lignin material is preferably sulfonated at an acid pH level to minimize the production of electrolytes when the lignin is to be used for dyeing at low pH. Lignin products produced by the method, as well as dye and coal-water slurry compositions containing such products are also disclosed.

Abstract: A method of producing ammonium salts of sulfomethylated lignins suited for use as dyestuff and coal-water slurry additives comprising of the steps of ionizing the phenol component of a lignin material by-product of the black liquor of a kraft paper-making process in an alkaline liquid medium, methylolating the lignin material, lowering the pH of the liquid medium to an acid pH to precipitate the methylolated lignin material, washing the precipitated lignin material with water to remove inorganic salts and residual reactants therefrom, and sulfonating the washed, purified methylolated lignin material with an ammonium salt of a sulphur-oxygen containing compound in a liquid medium.The washed, purified methylolated lignin material is preferably sulfonated at an acid pH level to minimize the production of electrolytes when the lignin is to be used for dyeing at low pH. Lignin products produced by the method, as well as dye and coal-water slurry compositions containing such products are also disclosed.

Abstract: A method of producing ammonium salts of sulfomethylated lignins suited for use as dyestuff and coal-water slurry additives comprising of the steps of ionizing the phenol component of a lignin material by-product of the black liquor of a kraft paper-making process in an alkaline liquid medium, methylolating the lignin material, lowering the pH of the liquid medium to an acid pH to precipitate the methylolated lignin material, washing the precipitated lignin material with water to remove inorganic salts and residual reactants therefrom, and sulfonating the washed, purified methylolated lignin material with an ammonium salt of a sulfur-oxygen containing compound in a liquid medium.The washed, purified methylolated lignin material is preferably sulfonated at an acid pH level to minimize the production of electrolytes when the lignin is to be used for dyeing at low pH. Lignin products produced by the method, as well as dye and coal-water slurry compositions containing such products are also disclosed.

Abstract: Method of producing a by-product of the black liquor residue of a kraft wood pulping process having excellent product stability and exhibiting humectant properties in dyestuff compositions, and the resultant humectant product and dyestuff compositions containing such humectant product. The black liquor, after removal of tall oil fractions, is oxidized and thereafter treated with an aldehyde to methylolate the lignin components therein, the methylolated lignin-containing black liquor is treated with a sulfur-oxygen-containing compound, such as SO.sub.2 gas, under sufficient conditions to sulfomethylate and solubilize the lignin components, and the resultant composition is concentrated to a solids content of from about 50% to up to about 70% at a pH of approximately 7.5 to produce the final humectant product.

Abstract: A method of producing sodium salts of low electrolyte-containing sulfonates suited for use as dye and print paste additives comprising of the steps of ionizing the phenol component of a lignin material in an alkaline liquid medium, methylolating the ionized phenol component of the lignin material, lowering the pH of the liquid medium to an acid pH to precipitate the methylolated lignin material, washing the precipitated lignin material with water to remove inorganic salts and residual reactants therefrom, and sulfonating the washed, purified methylolated lignin material with a sodium salt of a sulphur-oxygen containing compound in a liquid medium.The washed, purified methylolated lignin material is preferably sulfonated at an acid pH level to minimize the production of salts and electrolytes produced when acidifying the lignin for dye and print paste composition additives. Lignin products produced by the method, and dye and print paste compositions containing such products are also disclosed.

Abstract: A reaction product and process for making the same of a lignosulfonate with an unsaturated fatty amine of 18 to 20 carbon atoms and an aldehyde. The process includes forming an aqueous solution of lignosulfonate at a solids concentration of 20% to 40%, adjusting the pH of the solution to above 10 or below 5, mixing the solution with a specified quantity of fatty amine to form a homogeneous mixture, adding the aldehyde to the mixture, and finally heating the mixture at a temperature of 25.degree. C. to 100.degree. C. for a period of one to 24 hours.

Abstract: A process for preparing sulfonated lignins suitable for use as dispersants and additives in dye compositions wherein sulfonated lignins are post-sulfonation crosslinked with a crosslinking agent of the aldehyde, epoxide, or polyhalide type at a pH range of between about 6.1 to 9 to selectively crosslink the low molecular weight fraction of the sulfonated lignins to provide improved heat stability and dispersibility of the sulfonated lignins in dye compositions. The invention also concerns disperse and vat dye compositions, and printing gels, containing the sulfonated lignins as a dispersing agent or additive.

Abstract: A process for preparing sulfonated lignins suitable for use as dispersants and additives in dye compositions wherein sulfonated lignins are post-sulfonation crosslinked with a crosslinking agent of the aldehyde, epoxide, or polyhalide type at a pH range of between about 6.1 to 9 to selectively crosslink low molecular weight sizes of the sulfonated lignins to provide improved heat stability and dispersibility of the sulfonated lignins in dye compositions. The invention also concerns disperse and vat dye compositions, and printing gels, containing the sulfonated lignins as a dispersing agent or additive.

Abstract: Disclosed herein is a process for preparing sulfonated lignins by selectively isolating lignins having molecular weights greater than 5,000 and subsequently reacting the lignin with sodium sulfite and an aldehyde. The resulting sulfonated lignins are useful as dispersants for disperse dyes and vat dyes.

Abstract: Non-sulfonated lignin color reductions of over 90 percent, and in some cases as high as 95 percent, are achieved by a three-step process involving (1) methylolating or crosslinking the lignin, (2) the blocking of phenolic groups on the lignin molecule with blocking agents followed by (3) oxidation with chlorine dioxide. The light colored lignin dispersants produced by the invention process exhibit very low staining and low azo dye reduction, good heat stability, dye grinding efficiency, and dispersion stability.