US3180896A - Process for treating cellulosic textiles with formaldehyde in vapor form - Google Patents
Process for treating cellulosic textiles with formaldehyde in vapor form Download PDFInfo
- Publication number
- US3180896A US3180896A US279030A US27903063A US3180896A US 3180896 A US3180896 A US 3180896A US 279030 A US279030 A US 279030A US 27903063 A US27903063 A US 27903063A US 3180896 A US3180896 A US 3180896A
- Authority
- US
- United States
- Prior art keywords
- formaldehyde
- treated
- samples
- treatment
- cotton
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 title description 66
- 238000000034 method Methods 0.000 title description 9
- 239000004753 textile Substances 0.000 title description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 18
- 239000004744 fabric Substances 0.000 description 18
- 238000011282 treatment Methods 0.000 description 16
- 229920000742 Cotton Polymers 0.000 description 13
- 239000000463 material Substances 0.000 description 13
- 238000011084 recovery Methods 0.000 description 9
- 239000000428 dust Substances 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000004900 laundering Methods 0.000 description 6
- 229920002866 paraformaldehyde Polymers 0.000 description 6
- 230000037303 wrinkles Effects 0.000 description 6
- 238000010409 ironing Methods 0.000 description 5
- 239000000523 sample Substances 0.000 description 5
- 229930040373 Paraformaldehyde Natural products 0.000 description 3
- 229920000297 Rayon Polymers 0.000 description 3
- 239000013068 control sample Substances 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000003490 calendering Methods 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- -1 polyethylene Polymers 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 229920005372 Plexiglas® Polymers 0.000 description 1
- 206010003549 asthenia Diseases 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000006196 deacetylation Effects 0.000 description 1
- 238000003381 deacetylation reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001493 electron microscopy Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000005213 imbibition Methods 0.000 description 1
- 230000000415 inactivating effect Effects 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- TWNIBLMWSKIRAT-VFUOTHLCSA-N levoglucosan Chemical group O[C@@H]1[C@@H](O)[C@H](O)[C@H]2CO[C@@H]1O2 TWNIBLMWSKIRAT-VFUOTHLCSA-N 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- CEQFOVLGLXCDCX-WUKNDPDISA-N methyl red Chemical compound C1=CC(N(C)C)=CC=C1\N=N\C1=CC=CC=C1C(O)=O CEQFOVLGLXCDCX-WUKNDPDISA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229910001120 nichrome Inorganic materials 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 238000009955 starching Methods 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
Classifications
-
- 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
- D06M13/10—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 oxygen
- D06M13/12—Aldehydes; Ketones
- D06M13/127—Mono-aldehydes, e.g. formaldehyde; Monoketones
Definitions
- This invention relates to a process for imparting durable'wrinkle resistance or so-called wash-wear properties to cellulosic textiles and to articles fabricated therefrom. More particularly, it provides a method especially suited to treating completed garments to give'them attests Patented Apr. 27, 1965
- Commercial paraformaldehyde powder 100 g., was placed in a 2 liter wide mouthed, screw-capped brown bottle.
- a 50 ml. beaker provided with a glass fabric wick and containing ml. of concentrated hydrochloric acid (36 to 38 percent'by weight HCl) was put in the bottle on top of the paraformaldehyde, the bottle was I closed tightly and allowed to stand at room temperature wash-wear? and other desirable properties.
- the cellulosic materials with which it is effective include cotton, non-delustered viscose rayon and Fortisan (a fiber made by deacetylation of acetate rayon).
- percent HCl by weight is then placed in a closed, nonreactive container along with the textile material.
- HCl-paraformaldehyde being placed as a layer in trays in the bottom of the container.
- the temperature preferred is room temperature, 20 to 38 C.
- the textile materials are left in the container until a swatch of test fabric, several of which are also hung in the container, shows the desired wash wear or crease recovery properties in hand crumpling tests, wet or dry. The textile material is then removed and washed, or it may be hung in air until the odor of formaldehyde has left it.
- a unique feature of the invention is that it provides a method for imparting the desired wrinkle recovery or wash-wear properties at very low content of formalfor two to four days, usually three days.
- the beaker was then removed, the bottle closed at once and shaken well.
- Analysis of this dust by addition of standard sodium hydroxide solution to a weighed amount in dilute alcohol and backtitration with standard hydrochloric acid after one hour, using methyl red, indicated an HCl content of about 0.9% Some of this was probably loosely combined HCl as indicated by a very sluggish end point when direct titration with standard sodium hydroxide was tried.
- Example 2 TREATMENT WITH VAPOR FROM HCl-PARAFORM- ALDEHYDE DUST The polyethylene container used for the vapor treatments was a cylindrical barrel 32 inches high and 21.5 inches in diameter. The vapor in it was stirred by a copper paddle wheel mounted on a shaft passing through the side and drivenby a variable speed motor. The barrel was provided with a Plexiglas cover held down by weights. Shirts or garments, carefully ironed, were suspended on plastic hangers. Fabrics or other materials were hung from nichrome wires across the top or fastened with tapeto the overhanging flange of the barrel.
- the HCl-paraformaldehyde dust was distributed from the bottles from which it was prepared into two 7 /2" x 11%" polyethylene trays placed in the bottom of the barrel. About g. of the dust was added to each tray. Temperature of the room was recorded from time to time, and in some cases humidity of the air'was estimated. The adequacy of treatment was determined by removing test pieces of bleached broadcloth and giving them hand crumpling tests, wet and dry. Time to obtain the desired degrees of treatment was 20 to 30 hours. After each run the dust was returned to the original bottle and regenerated by exposure to hydrochloric acid. The dust weighed about 15 g. less after each run. After two or three runs,
- Time for removal of the samples was usually determined by dry and wet hand crumpling tests of pieces of bleached broadcloth included in most runs.
- the samples remained in the barrel for 15 to 100 hours, usually 20 to 30 hours.
- Dyeings with Direct Blue 4 GL showed marked dyeresist, especially at 0.48% formaldehyde content. Good dye-resist was also shown by samples containing 0.2% formaldehyde.
- Conditioned regain values for the treated samples ranged from 6.2 to 6.5%, control samples from 6.0 to 6.2%.
- Water imbibition of printcloth treated to give a formaldehyde content of 0.44% was 19% in comparison with 34% for the untreated control fabric.
- Sliver.Raw cotton sliver was treated with the vapor.
- Formaldehyde contents ranged from 0.02 to 0.11%, but duplicate analyses were in poor agreement due to nonuniformity.
- Samples that were washed after treatment tended toward higher values than unwashed samples analyzed several months later.
- the nonuniformity was also evident in dyeing tests with Direct Blue 4 GL, in which considerable, but nonuniform, dye-resist was shown. about 16 g. per tex but agreement of duplicates was poor due to nonuniformity.
- the untreated control sliver value was 21 g. per tex. There was some decrease in elongation at break and in permanent set as a result of the treatment.
- Cotton rug material A sample of yellow colored, cut pile cotton rug material, 6" x 10", with rubber backing was treated. The rather thick, heavy pile was carefully brushed before treatment. To insure an adequate treatment, the rug material was left in the barrel for four days. It was not washed, but was put on the floor, along with a control sample, near a busy doorway where these samples were walked on for 10 months. During this period they were vacuum cleaned several times. The pile of the treated sample packed less than that of the control sample and showed more uniformity of surface. It appeared to dry faster in the tumble dryer than the control sample.
- Shirts, blouses, and halzdkerclziefs were treated individually in the barrel along with miscellaneous fabric samples. Most of these shirts were white, shrink-proofed broadcloth and had fused collars. Some colored shirts were included. These shirts have been worn and laundered by various people. Most of the shirts showed fair togood washwear properties, and all were much smoother than control shirts after laundering and tumble drying. One shirt, along with a control shirt, has been worn and home laundered 22 times. No bleach was used and it was tumble dried, but not ironed. It was much smoother than the control but now required touch-up ironing after laundering.
- composition of matter containing 0.5 to 1.2 percent 5 by weight HCl made by exposing paraformaldehyde powder to vapor from concentrated hydrochloric acid.
Description
United States PatentfO Y 3,180,896 PROCESS FOR TREATING CELLULOSIC TEX- WITH FORMALDEHYDE IN VAPOR John D. Guthrie, New Orleans, La., assignor to the United States of America as represented by the Secretary of Agriculture N Drawing. Original application Apr.,2, 1962, Ser. No. 184,609. Divided and this application Jan. 21, 1963, Ser. No. 279,030
- 1 Claim. (Cl. 260-615.5) (Granted under Title 35, US. Code (1952), sec. 266) A non-exclusive, irrevocable, royalty-free license in the invention herein described, throughout the world for all purposes of the United States Government, with the 'fpower to grant sublicenses for such purposes, is hereby granted to the Government of the United States of America.
This is a division of application SerialNo. 184,609,
filed April 2, 1962.
This invention relates to a process for imparting durable'wrinkle resistance or so-called wash-wear properties to cellulosic textiles and to articles fabricated therefrom. More particularly, it provides a method especially suited to treating completed garments to give'them attests Patented Apr. 27, 1965 Commercial paraformaldehyde powder, 100 g., was placed in a 2 liter wide mouthed, screw-capped brown bottle. A 50 ml. beaker provided with a glass fabric wick and containing ml. of concentrated hydrochloric acid (36 to 38 percent'by weight HCl) was put in the bottle on top of the paraformaldehyde, the bottle was I closed tightly and allowed to stand at room temperature wash-wear? and other desirable properties. It provides a i unique method for fixing ironed in smoothness, ironed in creases, gloss, or luster produced by calenden'ng, and other mechanical effects, making these durable to laundering. The process is also applicable to handkerchiefs, silver, yarn, and tufted rug material. The cellulosic materials with which it is effective include cotton, non-delustered viscose rayon and Fortisan (a fiber made by deacetylation of acetate rayon).
, percent HCl by weight, is then placed in a closed, nonreactive container along with the textile material. In
the case of fabric, it may be dusted with the HClsparaformaldehyde powder and sealed between glass plates,
but better uniformity and convenience of treatment is obtained by hanging the material in a large, non-reactive container provided with a motor driven paddle wheel stirrer, the HCl-paraformaldehyde being placed as a layer in trays in the bottom of the container. The temperature preferred is room temperature, 20 to 38 C. The textile materials are left in the container until a swatch of test fabric, several of which are also hung in the container, shows the desired wash wear or crease recovery properties in hand crumpling tests, wet or dry. The textile material is then removed and washed, or it may be hung in air until the odor of formaldehyde has left it.
.A unique feature of the invention is that it provides a method for imparting the desired wrinkle recovery or wash-wear properties at very low content of formalfor two to four days, usually three days. The beaker was then removed, the bottle closed at once and shaken well. Analysis of this dust by addition of standard sodium hydroxide solution to a weighed amount in dilute alcohol and backtitration with standard hydrochloric acid after one hour, using methyl red, indicated an HCl content of about 0.9% Some of this was probably loosely combined HCl as indicated by a very sluggish end point when direct titration with standard sodium hydroxide was tried.
Example 2 TREATMENT WITH VAPOR FROM HCl-PARAFORM- ALDEHYDE DUST The polyethylene container used for the vapor treatments was a cylindrical barrel 32 inches high and 21.5 inches in diameter. The vapor in it was stirred by a copper paddle wheel mounted on a shaft passing through the side and drivenby a variable speed motor. The barrel was provided with a Plexiglas cover held down by weights. Shirts or garments, carefully ironed, were suspended on plastic hangers. Fabrics or other materials were hung from nichrome wires across the top or fastened with tapeto the overhanging flange of the barrel. The HCl-paraformaldehyde dust was distributed from the bottles from which it was prepared into two 7 /2" x 11%" polyethylene trays placed in the bottom of the barrel. About g. of the dust was added to each tray. Temperature of the room was recorded from time to time, and in some cases humidity of the air'was estimated. The adequacy of treatment was determined by removing test pieces of bleached broadcloth and giving them hand crumpling tests, wet and dry. Time to obtain the desired degrees of treatment was 20 to 30 hours. After each run the dust was returned to the original bottle and regenerated by exposure to hydrochloric acid. The dust weighed about 15 g. less after each run. After two or three runs,
. this weight loss was replaced by addition of fresh paraperature 20 to 30 C., and relative humidity 40 to 60%.
Time for removal of the samples was usually determined by dry and wet hand crumpling tests of pieces of bleached broadcloth included in most runs. The samples remained in the barrel for 15 to 100 hours, usually 20 to 30 hours.
7 Variations in the formaldehyde content and fabric properties were probably due to the above-mentioned variables and possibly to the trace constituents of the fabrics and garments having a neutralizing action toward hydrochloric acid and to the number of times the dust had been regenerated. Wrinkle recovery angles, wet or dry, of 280 to 300 W-l-F were obtained with bleached cotton fabrics at 0.48% formaldehyde, with a breaking strength loss of about 50%. Wrinkle recovery angles of about 270 W-I-F were obtained at about 0.2% formaldehyde with various bleached cotton fabrics, with a breaking strength loss. of about 40%. Comparable losses were observed in tear strength, as is typical of most formaldehyde treatments.
Most of the fabric samples were washed for about 40 minutes in hot alkaline tap water after treatment, and air dried. Washing was omitted for some of the samples. These samples were hungin the air until the odor of forhaldehyde was gone, and were analyzed and tested several months later. The formaldehyde contents were lower than in the washed samples, probably due to the reverse catalytic action of the hydrochloric acid before it diffused from the unwashed samples. There may have been a slight decrease in wrinkle recovery; angles, but strength retention was not significantly changed by omission of washing after treatment. I
It was interesting to note that recovery angles, wet or dry, of 250 to 270 W+F wereobtained at 0.08 to 0.14% formaldehyde. This is about one-seventh of the formaldehyde content required for comparable recovery angles in other processes for treating cotton fabrics with formaldehyde. A favorable range of formaldehyde content for wash-wear properties appears to be from 0.20 to 0.25%, although strength losses are about 40% in this range. It is also of interest to note that if 0.11% formaldehyde introduced by this vapor method is considered to bethe lowest required for significant washwear properties, it may be calculated that not more than one crosslink per 160 anhydroglucose units was required for significant increases in wrinkle recovery. Examination by electron microscopy of ultra-thin sections swollen in cuene showed evidence of crosslinking throughout the body of the fiber and not just at the surface.
Dyeings with Direct Blue 4 GL showed marked dyeresist, especially at 0.48% formaldehyde content. Good dye-resist was also shown by samples containing 0.2% formaldehyde.
Conditioned regain values for the treated samples ranged from 6.2 to 6.5%, control samples from 6.0 to 6.2%. Water imbibition of printcloth treated to give a formaldehyde content of 0.44% was 19% in comparison with 34% for the untreated control fabric.
In order to determine how well the vapor from the HCl-paraformaldehyde penetrated fabrics and other materials, five 6" x 9 pieces of broadcloth A were piled together and sealed at the edges with tape. This five layered assembly was treated for 27 hours along with other samples, disassembled and washed. Formaldehyde contents of the pieces were 0.17, 0.19, 016, 0.18, 0.18%, respectively, indicating excellent penetration to the center sample. A piece of the same fabric exposed on both sides contained 0.22% formaldehyde.
Example 3 TREATMENT OF VARIOUS TEXTILE MATERIALS Yarn.-Skeins of bleached cotton yarn, 12 S/3, were treated with the vapor to a formaldehyde content of 0.16% for the washed samples. The unwashed sample that'was analyzed about three months later had a formaldehyde content of 0.08%. Breaking strength values, control value given last, were 3.0, 2.7, and 5.2 pounds, respectively; elongations at break were 8.5, 7.9, and 11.0%; and regain values were 6.7, 6.4, and 6.6%.
Sliver.Raw cotton sliver was treated with the vapor. Formaldehyde contents ranged from 0.02 to 0.11%, but duplicate analyses were in poor agreement due to nonuniformity. Samples that were washed after treatment tended toward higher values than unwashed samples analyzed several months later. The nonuniformity was also evident in dyeing tests with Direct Blue 4 GL, in which considerable, but nonuniform, dye-resist was shown. about 16 g. per tex but agreement of duplicates was poor due to nonuniformity. The untreated control sliver value was 21 g. per tex. There was some decrease in elongation at break and in permanent set as a result of the treatment. Observations indicated that the treated samples recovered more than the untreated when compacted in a beaker. The nonuniformity of treatment and the rather low formaldehyde values observed with raw sliver are believed to be due to the inactivating effect on the HCl catalyst of poorly distributed noncellulosic constituents of the sliver.
Fixing of glaze on calendered fabric.The vapor treatment was effective in fixing the glaze on a cotton printcloth that had been given a high gloss by friction calendering. This fabric was treated to give a formaldehyde content of 0.25 It retained noticeable gloss after ten home-type launderings. The same fabric that was not treated with the vapor lost its gloss completely when laundered once. The wrinkle-recovery angles, wet and dry, were also much improved by the treatment and decreased only a small extent on laundering.
Cotton rug material.A sample of yellow colored, cut pile cotton rug material, 6" x 10", with rubber backing was treated. The rather thick, heavy pile was carefully brushed before treatment. To insure an adequate treatment, the rug material was left in the barrel for four days. It was not washed, but was put on the floor, along with a control sample, near a busy doorway where these samples were walked on for 10 months. During this period they were vacuum cleaned several times. The pile of the treated sample packed less than that of the control sample and showed more uniformity of surface. It appeared to dry faster in the tumble dryer than the control sample.
Shirts, blouses, and halzdkerclziefs. -Dui-ing the course of the investigations, 20 shirts were treated individually in the barrel along with miscellaneous fabric samples. Most of these shirts were white, shrink-proofed broadcloth and had fused collars. Some colored shirts were included. These shirts have been worn and laundered by various people. Most of the shirts showed fair togood washwear properties, and all were much smoother than control shirts after laundering and tumble drying. One shirt, along with a control shirt, has been worn and home laundered 22 times. No bleach was used and it was tumble dried, but not ironed. It was much smoother than the control but now required touch-up ironing after laundering. It shows some seam puckering and pebbling, but much less than the control shirts. The creases originally ironed into the sleeve were still present in the treated shirt. Another pair of shirts has been worn and sent 30 times to a commercial laundry. Due to the heavy ironing and starching, the treated shirt showed no advantage over the control when worn. However, when the shirts were home laundered and tumble dried after the tenth use, the treated shirt was much smoother than the control shirt. The creases originally ironed into the sleeves of the treated shirt were still present.
A womans pleated blouse that was difficult to iron was treated. The user reported that only touch-up ironing was required after it had been treated. A number of I cotton handkerchiefs were treated after careful ironing.
They gave satisfactory service, remained smoother than the controls during use, and required little or no ironing after laundering.
Textile materials other than cotton-A number of fabrics composed of fibers other than cotton, as well as blends of some of these with cotton, were exposed in the barrel. These included acetate rayon, delustered Bundle tests on the treated samples averaged I claim:
0.46 and 0.77 percent in comparison with 0.37 percent for bleached cotton yarn treated at the same time.
A composition of matter containing 0.5 to 1.2 percent 5 by weight HCl, made by exposing paraformaldehyde powder to vapor from concentrated hydrochloric acid.
References Cited in the file of this patent UNITED STATES PATENTS MacLean Sept. 18, 1951
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US279030A US3180896A (en) | 1962-04-02 | 1963-01-21 | Process for treating cellulosic textiles with formaldehyde in vapor form |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US184609A US3154373A (en) | 1962-04-02 | 1962-04-02 | Process for treating cellulosic textiles with formaldehyde in vapor form |
US279030A US3180896A (en) | 1962-04-02 | 1963-01-21 | Process for treating cellulosic textiles with formaldehyde in vapor form |
Publications (1)
Publication Number | Publication Date |
---|---|
US3180896A true US3180896A (en) | 1965-04-27 |
Family
ID=26880312
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US279030A Expired - Lifetime US3180896A (en) | 1962-04-02 | 1963-01-21 | Process for treating cellulosic textiles with formaldehyde in vapor form |
Country Status (1)
Country | Link |
---|---|
US (1) | US3180896A (en) |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2568018A (en) * | 1949-10-28 | 1951-09-18 | Celanese Corp | Treatment of paraformaldehyde |
-
1963
- 1963-01-21 US US279030A patent/US3180896A/en not_active Expired - Lifetime
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2568018A (en) * | 1949-10-28 | 1951-09-18 | Celanese Corp | Treatment of paraformaldehyde |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US2950553A (en) | Method of producing wrinkle resistant garments and other manufactured articles of cotton-containing fabrics | |
US3442692A (en) | Method of conditioning fabrics | |
US2284895A (en) | Treatment of textiles to impart water-repellence | |
US2469409A (en) | Treatment of textile materials | |
EP0002950B1 (en) | Textile materials having durable soil release and moisture transport characteristics and process for producing same | |
US3096524A (en) | Process for improving crease-retention properties of cotton garments | |
US2917412A (en) | Process for the production of cellulosic textiles with permanent creases and improved soil and abrasion resistance | |
US6149549A (en) | Anionically derivatised cotton for improved comfort and care-free laundering | |
US3768969A (en) | Sensitized textiles with decreased formaldehyde odor | |
US3285690A (en) | Method of improving the dimensional stability and elastic recovery of allcotton stretchable fabrics and products thereof | |
US1925914A (en) | Process for ennobling cellulosic materials and product therefrom | |
US3154373A (en) | Process for treating cellulosic textiles with formaldehyde in vapor form | |
US2411818A (en) | Process for treating cellulose-containing textiles | |
US2718478A (en) | Antistatic treatment of fibrous materials | |
US3180896A (en) | Process for treating cellulosic textiles with formaldehyde in vapor form | |
US5320645A (en) | Process for imparting wrinkle resistance and durable press finish to a fibrous garment | |
US6336943B1 (en) | Anionically derivatised cotton for improved comfort and care-free laundering | |
US3106439A (en) | Process of dry creaseproofing cellulosic fabrics with divinyl shlphone | |
US2231458A (en) | Sized textile and method of sizing textiles | |
US3526474A (en) | Abrasion-resistant durably-pressed cellulosic textiles | |
US3059990A (en) | Method of setting wool textiles with ethanolamine | |
US6464730B1 (en) | Process for applying softeners to fabrics | |
US2294435A (en) | Process for rendering textiles water-repellent | |
US3356446A (en) | Heat setting fibrous cotton esters | |
US3483570A (en) | Abrasion resistant wash-wear cellulosic products |