US2378724A - Textile finishing and composition therefor - Google Patents
Textile finishing and composition therefor Download PDFInfo
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- US2378724A US2378724A US441234A US44123442A US2378724A US 2378724 A US2378724 A US 2378724A US 441234 A US441234 A US 441234A US 44123442 A US44123442 A US 44123442A US 2378724 A US2378724 A US 2378724A
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- guanidine
- melamine
- finishing
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- curing
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
- D06M15/423—Amino-aldehyde resins
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/402—Amides imides, sulfamic acids
- D06M13/432—Urea, thiourea or derivatives thereof, e.g. biurets; Urea-inclusion compounds; Dicyanamides; Carbodiimides; Guanidines, e.g. dicyandiamides
Definitions
- This invention relates to the treating and finishing of textiles and textile-forming materials such as cotton, linen, wool, viscose, cellulose acetate, spun rayon, silk and the like.
- the invention includes processes for finishing textiles of the above and other types, textile finishing compositionsfor use in such processes, the preparation of such textile finishing compositions, and textiles of improved properties finished with the compositions and by the processes of the invention.
- monoacyl guanidines in which the acyl group contains at least 7 carbon atoms are excellent finishing agents for textiles, particularly when applied in conjunction with acid-curing thermosetting aminoplast resins of the type hereinafter described.
- Some of the monoacyl guanidines are known chemical compounds and have been prepared by heating guanidine hydrochloride with acyl chlorides under pressure, but I have found that the higher acyl guanidines, in which the acyl group contains at least 7 carbon atoms and preferably 10-18 carbon atoms, possesses the important characteristic of imparting hydrophobic properties to textiles when applied thereto in relatively small amounts on terial which will act as a binder.
- thermosetting nitrogen-containing resins of the type of urea-formaldehyde resins, thiourea-formaldehyde resins and melamine-formaldehyde resins will not only function as a physical binder but will actually combine with a higher acyl guanidine on the textile fibers during the curing thereof to form a chemically homogeneous finish of excellent water-proofing properties.
- thermosetting aminoplast resin will be used in the present specification and claims to define the members of that group of acid-curing thermosetting resins consisting of melamine-aldehyde resins and urea and thiourea-aldehyde resins.
- All of the resins of this group are capable of being prepared in a curable state in which they are soluble or dispersible in water or organic solvents such as ethyl or propyl alcohol, but upon evaporation of the solvents and exposure of the resulting films to high temperaturesthey can be rapidly cured to an infusible, water-insoluble stage. Although it is possible to cure these resins simply by long heating at relatively high temperatures they are cured much more rapidly and effectively by heating in the presence of acids or acid-forming materials, known as curing accelerators, and such accelerators are preferably employed in the commercial practice of my invention.
- the higher monoacyl guanidines in which the acyl group contains at least 7 carbon atoms are preferably prepared by the reactionof guanidine with an ester of a higher fatty acid containing 7 or more carbon atoms, and preferably containing 10-18 carbon atoms, such as the methyl or ethyl ester of caproic acid, caprylic acid, lauric acid, myristic acid, palmitic acid or stearic acid. It is preferable to employ saturated higher fatty acids in order to avoid the possibility of rancidity in the treated textiles upon storage, although in some cases higher monoacyl guanidines in which the acyl group is unsaturated may be employed.
- acyl guanidines used in practicing the present invention are preferably prepared by mixing a slight excess of the ester of the higher fatty acid with a solution of free guanidine in any suitable solvent such as methanol, ethanol and the like, and allowing the mixture to stand at room temperature until the corresponding acyl guanidine is formed.
- thermosetting aminoplast resin any acid-curing thermosetting aminoplast resin may be employed in conjunction with any higher monacyl guanidine in preparing textile finishing compositions in accordance with the present invention
- melamineformaldehyde resins and particularly the alkylated melamine-formaldehyde resins prepared by heating a monomeric melamine-formaldehyde condensation product with a primary alcohol in the presence of an acid condensing agent I greatly prefer the melamineformaldehyde resins and particularly the alkylated melamine-formaldehyde resins prepared by heating a monomeric melamine-formaldehyde condensation product with a primary alcohol in the presence of an acid condensing agent.
- Alkylated melamine-formaldehyde resins prepared by the use of lower aliphatic alcohols such as methanol, ethanol and butanol, and especially the methylated methylol melamines are the preferred resin-forming compounds for use in practicing my invention, for these materials are easily dispersed in water or aqueous solvents such as alcohol-water mixtures and produce an extremely high degree of water-repellency when applied to the textile fibers.
- the textile finishing compositions of my invention are preferably prepared by dissolving the higher acyl guanidine and a solution of the resinforming material such as methylated methylol melamine in an organic solvent such as ethanol or preferably isopropanol, after which the solution is emulsified or otherwise dispersed in sufllcient water to form a dispersion of the desired concentration for use.
- an emulsifying or dispersing agent but it is sometimes desirable to dissolve butyl or isopropyl naphthalene sodium sulfonate or sodium dioctyl sulfosuccinate in the water to a concentration of about 0.5-3% by weight.
- a suitable curing accelerator for the resin such as a mixture of 4 parts hexamethylene tetramine and 40 parts diammonium phosphate may also be added to the water or aqueous solution in which the higher monoacyl guanidine and resin solution are dispersed.
- finishing compositions of my invention are preferably applied to textile fibers by immersing or otherwise impregnating the cloth with the aqueous dispersion prepared as described above, after which the cloth is preferably passed through squeeze rollers to adjust the quantity of finishing agent to be absorbed.
- the cloth is then preferably dried in a steam heated drier and the finishing composition is cured by heating for 5-15 minutes at temperatures of 160-200" F.
- the cloth is then preferably washed with an 0.5% aqueous soap solution to remove any uncured finishing composition, and again dried.
- the finishing composition .does not change the surface appearance of the cloth and does not affect the color or brightness of printed or dyed patterns, but.
- the cloth becomes hydrophobic in character and is resistant to absorption 100 parts by weight of methyl stearate, 20 parts of guanidine and 51 parts of ethanol were mixed and allowed to stand at room temperature and after a few hours standin 158 parts of acetone were added to maintain fluidity. Alter 24 hours standing the crystals were filtered of! and recrystallized from acetone. Analysis showed the product to be monostearoyl guanidine.
- Methylated methylol melamine was prepared by heating 126 parts by weight of melamine and 486 partsv of 37% aqueous formaldehyde solution at 60-70 C. to dissolve the melamine, adding NaOH solution to raise the pH to 7.5, concentrating under a partial vacuum to 75% solids, adding 864 parts of methanol containing sufllcient phosphoric acid to neutralize the NaOH, and distill-' ing of! methanol and water to obtain a resin solution containing 62% methylated methylol melamine and 38% methanol.
- a solution of a water-dispersible urea-formaldehyde resin was prepared by adding 60 parts by weight of urea. to 105.3 parts of neutral 37% aqueous formaldehyde solution and agitating at room temperature until the urea was dissolved.
- Textile finishing compositions were prepared by dissolving 5 parts by weight of stearyl guanidine and suificient resin solution to make parts by weight of resin solids in 10 parts of isopropyl alcohol followed by the addition of 175 parts of water and parts of a curing accelerator consisting of a 10% solution of a mixture of 4 parts hexamethylene tetramine and parts diammonium phosphate.
- Two compositions were prepared in this manner, one containing the methylated methylol melamine solution and the other the ureaformaldehyde resin solution, and each composition was applied to 80x80 cotton cloth which was then heated in an oven at 290 F. for 22 minutes. The cloth was then washed in an 0.5% soap solution at 140 F. for 30 minutes, dried and tested for water repellency. In both cases the cloth was found to possess excellent water resistance.
- Example 2 Spun rayon challis and 80 x 80 cotton cloth 4 were impregnated with 10% of methylated methylol melamine, 1.5% of stearoyl guanidine and 1% of accelerator, based on the dry weight of the cloth, by passing the cloth through a dispersion prepared as in Example 1 and then through squeeze rolls. After drying and curing for 7 minutes at 290 F. the cloth was subjected to a standard spray test, which consisted in determining the percent of water absorbed after a one-minute spray under a six foot head. The results were as follows:
- Example 3 Example 3 .5% soap solution and again after washing for an additional one-hour period at the same temperature and soap concentration. Water retention values of 28.6 and 29.9, respectively, were obtained. v
- a method of finishing textiles which comprises the steps of applying thereto an aqueous finishing composition containing substantial amounts of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms and also contain n substantial amounts of a curable acid-curing thermosetting aminoplast resin selected from the group consisting of melamine-aldehyde resins and urea andthiourea-aldehyde resins and then curing the aminoplast resin on the textile fibers.
- a method of finishing textiles which comprises the steps of applying thereto an aqueous finishing composition containing 0.25-3 parts by weight of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms together with 5 to 20 parts by weight of a curable acid-curing thermosetting aminoplast resin selected from the group consisting of melamine-aldehyde resins and urea and thiourea-aldehyde resins and then curing the aminoplast resin on the textile fibers.
- a curable acid-curing thermosetting aminoplast resin selected from the group consisting of melamine-aldehyde resins and urea and thiourea-aldehyde resins
- A'method of finishing textiles which comprises the steps of applying thereto an aqueous finishing composition containing substantial amounts of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms and also containing substantial amounts of a curable acid-curing thermosetting aminoplast resin selected from the group consisting of melamine-aldehyde resins and urea and thiourea-aldehyde resins together with a curing accelerator therefor and then ouring the aminoplast resin on the textile fibers.
- a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms and also containing substantial amounts of a curable acid-curing thermosetting aminoplast resin selected from the group consisting of melamine-aldehyde resins and urea and thiourea-aldehyde resins together with a curing accelerator therefor and then ouring the aminoplast resin on the textile fibers.
- a method of finishing textiles which comprises the steps of applying thereto an aqueous finishing composition containing 0.25-3 parts by weight of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms and also containing 5 to 20 parts by weight of a curable acid-curing thermosetting aminoplast resin selected from the group consisting of melamine-aldehyde resins and urea and thiourea-aldehyde resins together with a curing accelerator therefor and then curing the aminoplast resin on the textile fibers.
- a curable acid-curing thermosetting aminoplast resin selected from the group consisting of melamine-aldehyde resins and urea and thiourea-aldehyde resins together with a curing accelerator therefor and then curing the aminoplast resin on the textile fibers.
- a method of finishing textiles which comprises the stepswf applying thereto an aqueous finishing composition containing substantial amounts of a monoacyl guanidine in which the a l group is a fatty acid radical containing at least seven carbon atoms and also containing substantial amounts of a curable melamine-formaldehyde resin and then curing the melamineformaldehyde resin on the textile fibers.
- a method of finishing textiles which comprises the steps of applyingthereto an aqueous finishing composition containing 0.25-3 parts by weight of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms and also containing 5 to 20 parts by weight of a curable melamineformaldehyde resin and then curing the melamine-formaldehyde resin on the textile fibers.
- a method of finishing textiles which comprises the steps of applying thereto an aqueous finishing composition containing 0.25-3 parts by weight of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms and also containing 5 to 20 parts by weight of a, curable methylated methvlol melamine and then curing the methylated methylol melamine on the textile fibers.
- a textile finishing composition comprising an aqueous dispersion containin substantial amounts of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms together with substantial amounts of a curable acid-curing thermosetting aminoplast resin selected from the group consisting of melamine-aldehyde resins and urea and thiourea-aldehyde resins.
- a textile finishing composition comprising an aqueou dispersion containing substantial amounts of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms together with substantial amounts of a curable acid-curing thermosetting aminoplast resin selected from the group consisting of melamine-aldehyde resins and urea and thiourea-aldehyde resins and a curing accelerator.
- a textile finishing composition comprising an aqueous dispersion containing substantial amounts of stearoyl guanidine together with substantial amounts of a curable acid-curing thermosetting aminoplast resin selected from the group consisting of melamine-aldehyde resins and urea and thiourea-aldehyde resins.
- a textile finishing composition comprising an aqueous dispersion containing substantial amounts of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms together with substantial amounts of a curable melamine-formaldehyde resin.
- a textile finishing composition comprising an aqueous dispersion containing substantial amounts of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms together with substantial amounts of a curable methylated methylol melamine.
- a textile finishing composition comprising an aqueous dispersion containing substantial amounts of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms together with substantial amounts of a curable melamine-formaldehyde resin and a curing accelerator.
- a textile finishing composition comprisin an aqueous dispersion containing substantial amounts of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms together with substantial amounts of a curable methylated methylol melamine and a curing accelerator.
Description
Patented June 19, 1945 TEXTILE FINISHING AND COMPOSITION THEREFOR Wilbur N. Oldham, Old Greenwich, Conn., as-
signor to American Cyanamid Company, New York, N. Y., a corporation of Maine No Drawing. Application April 30, 1942, Serial No. 441,234
15 Claims.
This invention relates to the treating and finishing of textiles and textile-forming materials such as cotton, linen, wool, viscose, cellulose acetate, spun rayon, silk and the like. The invention includes processes for finishing textiles of the above and other types, textile finishing compositionsfor use in such processes, the preparation of such textile finishing compositions, and textiles of improved properties finished with the compositions and by the processes of the invention.
A wide range of softening agents, lubricants. creaseproofing agents and waterproofing agents have heretofore been applied to textile threads of methods and compositions constituting pre-- ferred embodiments of the invention, and will be pointed out in the appended claims.
I have discovered that monoacyl guanidines in which the acyl group contains at least 7 carbon atoms are excellent finishing agents for textiles, particularly when applied in conjunction with acid-curing thermosetting aminoplast resins of the type hereinafter described. Some of the monoacyl guanidines are known chemical compounds and have been prepared by heating guanidine hydrochloride with acyl chlorides under pressure, but I have found that the higher acyl guanidines, in which the acyl group contains at least 7 carbon atoms and preferably 10-18 carbon atoms, possesses the important characteristic of imparting hydrophobic properties to textiles when applied thereto in relatively small amounts on terial which will act as a binder. I have discovered, as one of the most important features of my invention, that thermosetting nitrogen-containing resins of the type of urea-formaldehyde resins, thiourea-formaldehyde resins and melamine-formaldehyde resins will not only function as a physical binder but will actually combine with a higher acyl guanidine on the textile fibers during the curing thereof to form a chemically homogeneous finish of excellent water-proofing properties. Since there is a definite cooperation between the higher acyl guanidines and the acidcuring thermosetting nitrogen-containing resins of the above-described class that is not found in any other type of curable resin so far investigated, I prefer to employ the resins of this class in practicing my invention and the term acidcuring thermosetting aminoplast resin will be used in the present specification and claims to define the members of that group of acid-curing thermosetting resins consisting of melamine-aldehyde resins and urea and thiourea-aldehyde resins. All of the resins of this group are capable of being prepared in a curable state in which they are soluble or dispersible in water or organic solvents such as ethyl or propyl alcohol, but upon evaporation of the solvents and exposure of the resulting films to high temperaturesthey can be rapidly cured to an infusible, water-insoluble stage. Although it is possible to cure these resins simply by long heating at relatively high temperatures they are cured much more rapidly and effectively by heating in the presence of acids or acid-forming materials, known as curing accelerators, and such accelerators are preferably employed in the commercial practice of my invention.
The higher monoacyl guanidines in which the acyl group contains at least 7 carbon atoms are preferably prepared by the reactionof guanidine with an ester of a higher fatty acid containing 7 or more carbon atoms, and preferably containing 10-18 carbon atoms, such as the methyl or ethyl ester of caproic acid, caprylic acid, lauric acid, myristic acid, palmitic acid or stearic acid. It is preferable to employ saturated higher fatty acids in order to avoid the possibility of rancidity in the treated textiles upon storage, although in some cases higher monoacyl guanidines in which the acyl group is unsaturated may be employed. The acyl guanidines used in practicing the present invention are preferably prepared by mixing a slight excess of the ester of the higher fatty acid with a solution of free guanidine in any suitable solvent such as methanol, ethanol and the like, and allowing the mixture to stand at room temperature until the corresponding acyl guanidine is formed.
Although any acid-curing thermosetting aminoplast resin may be employed in conjunction with any higher monacyl guanidine in preparing textile finishing compositions in accordance with the present invention, I greatly prefer the melamineformaldehyde resins and particularly the alkylated melamine-formaldehyde resins prepared by heating a monomeric melamine-formaldehyde condensation product with a primary alcohol in the presence of an acid condensing agent. Alkylated melamine-formaldehyde resins prepared by the use of lower aliphatic alcohols such as methanol, ethanol and butanol, and especially the methylated methylol melamines are the preferred resin-forming compounds for use in practicing my invention, for these materials are easily dispersed in water or aqueous solvents such as alcohol-water mixtures and produce an extremely high degree of water-repellency when applied to the textile fibers.
The textile finishing compositions of my invention are preferably prepared by dissolving the higher acyl guanidine and a solution of the resinforming material such as methylated methylol melamine in an organic solvent such as ethanol or preferably isopropanol, after which the solution is emulsified or otherwise dispersed in sufllcient water to form a dispersion of the desired concentration for use. In many cases it is unnecessary to employ an emulsifying or dispersing agent, but it is sometimes desirable to dissolve butyl or isopropyl naphthalene sodium sulfonate or sodium dioctyl sulfosuccinate in the water to a concentration of about 0.5-3% by weight. A suitable curing accelerator for the resin, such as a mixture of 4 parts hexamethylene tetramine and 40 parts diammonium phosphate may also be added to the water or aqueous solution in which the higher monoacyl guanidine and resin solution are dispersed.
The finishing compositions of my invention are preferably applied to textile fibers by immersing or otherwise impregnating the cloth with the aqueous dispersion prepared as described above, after which the cloth is preferably passed through squeeze rollers to adjust the quantity of finishing agent to be absorbed. The cloth is then preferably dried in a steam heated drier and the finishing composition is cured by heating for 5-15 minutes at temperatures of 160-200" F. The cloth is then preferably washed with an 0.5% aqueous soap solution to remove any uncured finishing composition, and again dried. When applied in this manner the finishing composition .does not change the surface appearance of the cloth and does not affect the color or brightness of printed or dyed patterns, but. the cloth becomes hydrophobic in character and is resistant to absorption 100 parts by weight of methyl stearate, 20 parts of guanidine and 51 parts of ethanol were mixed and allowed to stand at room temperature and after a few hours standin 158 parts of acetone were added to maintain fluidity. Alter 24 hours standing the crystals were filtered of! and recrystallized from acetone. Analysis showed the product to be monostearoyl guanidine.
Methylated methylol melamine was prepared by heating 126 parts by weight of melamine and 486 partsv of 37% aqueous formaldehyde solution at 60-70 C. to dissolve the melamine, adding NaOH solution to raise the pH to 7.5, concentrating under a partial vacuum to 75% solids, adding 864 parts of methanol containing sufllcient phosphoric acid to neutralize the NaOH, and distill-' ing of! methanol and water to obtain a resin solution containing 62% methylated methylol melamine and 38% methanol.
A solution of a water-dispersible urea-formaldehyde resin was prepared by adding 60 parts by weight of urea. to 105.3 parts of neutral 37% aqueous formaldehyde solution and agitating at room temperature until the urea was dissolved.
Textile finishing compositions were prepared by dissolving 5 parts by weight of stearyl guanidine and suificient resin solution to make parts by weight of resin solids in 10 parts of isopropyl alcohol followed by the addition of 175 parts of water and parts of a curing accelerator consisting of a 10% solution of a mixture of 4 parts hexamethylene tetramine and parts diammonium phosphate. Two compositions were prepared in this manner, one containing the methylated methylol melamine solution and the other the ureaformaldehyde resin solution, and each composition was applied to 80x80 cotton cloth which was then heated in an oven at 290 F. for 22 minutes. The cloth was then washed in an 0.5% soap solution at 140 F. for 30 minutes, dried and tested for water repellency. In both cases the cloth was found to possess excellent water resistance.
Example 2 Spun rayon challis and 80 x 80 cotton cloth 4 were impregnated with 10% of methylated methylol melamine, 1.5% of stearoyl guanidine and 1% of accelerator, based on the dry weight of the cloth, by passing the cloth through a dispersion prepared as in Example 1 and then through squeeze rolls. After drying and curing for 7 minutes at 290 F. the cloth was subjected to a standard spray test, which consisted in determining the percent of water absorbed after a one-minute spray under a six foot head. The results were as follows:
Soapcd at 160 F. Original Dry uncleaned soaped 15 30 60 2% 30 min. mm. min. min. hours Spun rayon. 50. 5 43. 5 42. 9 38. l 40. 4 45. 8 x80 cotton. 35. 2 31. 0 33.6 34. 7 32. 2 40. l
I Dry cleaned after soaping 30 minutes.
Example 3 .5% soap solution and again after washing for an additional one-hour period at the same temperature and soap concentration. Water retention values of 28.6 and 29.9, respectively, were obtained. v
What I claim is:
l. A method of finishing textiles which comprises the steps of applying thereto an aqueous finishing composition containing substantial amounts of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms and also contain n substantial amounts of a curable acid-curing thermosetting aminoplast resin selected from the group consisting of melamine-aldehyde resins and urea andthiourea-aldehyde resins and then curing the aminoplast resin on the textile fibers.
2. A method of finishing textiles which comprises the steps of applying thereto an aqueous finishing composition containing 0.25-3 parts by weight of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms together with 5 to 20 parts by weight of a curable acid-curing thermosetting aminoplast resin selected from the group consisting of melamine-aldehyde resins and urea and thiourea-aldehyde resins and then curing the aminoplast resin on the textile fibers.
3. A'method of finishing textiles which comprises the steps of applying thereto an aqueous finishing composition containing substantial amounts of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms and also containing substantial amounts of a curable acid-curing thermosetting aminoplast resin selected from the group consisting of melamine-aldehyde resins and urea and thiourea-aldehyde resins together with a curing accelerator therefor and then ouring the aminoplast resin on the textile fibers.
4. A method of finishing textiles which comprises the steps of applying thereto an aqueous finishing composition containing 0.25-3 parts by weight of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms and also containing 5 to 20 parts by weight of a curable acid-curing thermosetting aminoplast resin selected from the group consisting of melamine-aldehyde resins and urea and thiourea-aldehyde resins together with a curing accelerator therefor and then curing the aminoplast resin on the textile fibers.
5. A method of finishing textiles which comprises the stepswf applying thereto an aqueous finishing composition containing substantial amounts of a monoacyl guanidine in which the a l group is a fatty acid radical containing at least seven carbon atoms and also containing substantial amounts of a curable melamine-formaldehyde resin and then curing the melamineformaldehyde resin on the textile fibers.
8. A method of finishing textiles which comprises the steps of applyingthereto an aqueous finishing composition containing 0.25-3 parts by weight of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms and also containing 5 to 20 parts by weight of a curable melamineformaldehyde resin and then curing the melamine-formaldehyde resin on the textile fibers.
I. A method of finishing textiles which compriseethestepsofapplyingtheretoanamieous finishing composition containing substantial amounts of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at -least seven carbon atom and also containing substantial amounts of a curable methylated=methylol melamine and then curing the methylated methylol melamine on the textile fibers.
8. A method of finishing textiles which comprises the steps of applying thereto an aqueous finishing composition containing 0.25-3 parts by weight of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms and also containing 5 to 20 parts by weight of a, curable methylated methvlol melamine and then curing the methylated methylol melamine on the textile fibers.
9. A textile finishing composition comprising an aqueous dispersion containin substantial amounts of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms together with substantial amounts of a curable acid-curing thermosetting aminoplast resin selected from the group consisting of melamine-aldehyde resins and urea and thiourea-aldehyde resins.
10. A textile finishing composition comprising an aqueou dispersion containing substantial amounts of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms together with substantial amounts of a curable acid-curing thermosetting aminoplast resin selected from the group consisting of melamine-aldehyde resins and urea and thiourea-aldehyde resins and a curing accelerator.
11. A textile finishing composition comprising an aqueous dispersion containing substantial amounts of stearoyl guanidine together with substantial amounts of a curable acid-curing thermosetting aminoplast resin selected from the group consisting of melamine-aldehyde resins and urea and thiourea-aldehyde resins.
12. A textile finishing composition comprising an aqueous dispersion containing substantial amounts of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms together with substantial amounts of a curable melamine-formaldehyde resin.
13. A textile finishing composition comprising an aqueous dispersion containing substantial amounts of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms together with substantial amounts of a curable methylated methylol melamine.
14. A textile finishing composition comprising an aqueous dispersion containing substantial amounts of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms together with substantial amounts of a curable melamine-formaldehyde resin and a curing accelerator.
15. A textile finishing composition comprisin an aqueous dispersion containing substantial amounts of a monoacyl guanidine in which the acyl group is a fatty acid radical containing at least seven carbon atoms together with substantial amounts of a curable methylated methylol melamine and a curing accelerator.
WIL'BUR N. OLDEAM.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US441234A US2378724A (en) | 1942-04-30 | 1942-04-30 | Textile finishing and composition therefor |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US441234A US2378724A (en) | 1942-04-30 | 1942-04-30 | Textile finishing and composition therefor |
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| Publication Number | Publication Date |
|---|---|
| US2378724A true US2378724A (en) | 1945-06-19 |
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| US441234A Expired - Lifetime US2378724A (en) | 1942-04-30 | 1942-04-30 | Textile finishing and composition therefor |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2543539A (en) * | 1949-01-28 | 1951-02-27 | American Cyanamid Co | Antistatic treatment of shaped articles comprising a vinyl resin and treated articles |
| US2550746A (en) * | 1947-06-02 | 1951-05-01 | American Cyanamid Co | Thermosetting compositions comprising an aminoplast and alkyl amidines incorporated therein |
| US2581836A (en) * | 1948-12-30 | 1952-01-08 | American Cyanamid Co | Antistatic treatment of articles comprising vinyl resins and treated articles |
| US3939107A (en) * | 1974-09-06 | 1976-02-17 | Monsanto Company | Fire-retardant particle board and binder therefor from aminoplast with ammonium polyphosphate-formaldehyde product |
| US4251545A (en) * | 1979-09-19 | 1981-02-17 | Gaf Corporation | Fungicidal process using 1-(alkoxyaroyl)guanidines |
| US4251544A (en) * | 1979-09-19 | 1981-02-17 | Gaf Corporation | Fungicidal process using 1-(alkylacyl) guanidines |
| EP1671615A2 (en) * | 2004-12-20 | 2006-06-21 | Goldschmidt GmbH | Use of alkyl guanidines as cationic emulsifiers |
-
1942
- 1942-04-30 US US441234A patent/US2378724A/en not_active Expired - Lifetime
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2550746A (en) * | 1947-06-02 | 1951-05-01 | American Cyanamid Co | Thermosetting compositions comprising an aminoplast and alkyl amidines incorporated therein |
| US2581836A (en) * | 1948-12-30 | 1952-01-08 | American Cyanamid Co | Antistatic treatment of articles comprising vinyl resins and treated articles |
| US2543539A (en) * | 1949-01-28 | 1951-02-27 | American Cyanamid Co | Antistatic treatment of shaped articles comprising a vinyl resin and treated articles |
| US3939107A (en) * | 1974-09-06 | 1976-02-17 | Monsanto Company | Fire-retardant particle board and binder therefor from aminoplast with ammonium polyphosphate-formaldehyde product |
| US4251545A (en) * | 1979-09-19 | 1981-02-17 | Gaf Corporation | Fungicidal process using 1-(alkoxyaroyl)guanidines |
| US4251544A (en) * | 1979-09-19 | 1981-02-17 | Gaf Corporation | Fungicidal process using 1-(alkylacyl) guanidines |
| EP1671615A2 (en) * | 2004-12-20 | 2006-06-21 | Goldschmidt GmbH | Use of alkyl guanidines as cationic emulsifiers |
| EP1671615A3 (en) * | 2004-12-20 | 2006-08-09 | Goldschmidt GmbH | Use of alkyl guanidines as cationic emulsifiers |
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