US2267276A - Textile finishing - Google Patents

Textile finishing Download PDF

Info

Publication number
US2267276A
US2267276A US300894A US30089439A US2267276A US 2267276 A US2267276 A US 2267276A US 300894 A US300894 A US 300894A US 30089439 A US30089439 A US 30089439A US 2267276 A US2267276 A US 2267276A
Authority
US
United States
Prior art keywords
fabric
urea
odor
formaldehyde
solution
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
Application number
US300894A
Inventor
Onsiow B Hager
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rohm and Haas Co
Original Assignee
Rohm and Haas Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Rohm and Haas Co filed Critical Rohm and Haas Co
Priority to US300894A priority Critical patent/US2267276A/en
Application granted granted Critical
Publication of US2267276A publication Critical patent/US2267276A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423Amino-aldehyde resins

Definitions

  • This invention represents an improvement in the finishing of fabrics with carbamide-aldehyde condensates.
  • it relates to preventing or correcting odor in fabric which has been treated with resin or resin-forming compositions of the urea-formaldehyde type.
  • Typical useful oxidizing agents which are suitable for this application include hydrogen peroxide, organic peroxides, the perborate salts, the percarbonate salts, the persulfates, etc. All such materials may be classified as peroxide-type i oxidizing agents.
  • any freely soluble, fixed, alkaline material may be used which will impart to the treating bath a pH between 7 and about 11.
  • the treating bath may be used at any temperature from room temperature up to about 150 F.
  • centratlons oxidizing a t and alkaline ma- It has been found that odor can be corrected term] each fall between and 2%, but lower or prevented by treating fabric containing resin and higher concentrations y a so be used. of the carbamide aldehyd type with a mild 4 For the finishing of fabrics there may be used oxidizing agent under alkaline conditions.
  • any of the Water-Soluble Organic solvent the most direct procedure the fabric which has soluble forms of urea-formaldehyde reaction been resimtreated, is passed or padded through products, such as methylol urea, dimethylol urea, a mildly alkaline, oxidizing solution and alcohol-urea-formaldehyde condensation prodmediately dried by any suitable means, such as or the urea-formaldehyde eaction loop drier, heated cans or enclosed tenter products modified with thiourea, dicyandiamide, frame. since t oxidizing solution may be melamine or its derivatives, etc.
  • thi proce i ds-aldehyde reaction products may be applied more economical th th longer Washing with any of the usual catalysts such as acid salts, cedures which have heretofore been necessary.
  • ammonium Salts, Organic acids, e e ay It is also more satisfactory because of dependalso be used Softening and modifying a nts. ability and uniformity of results. But, if des h as the qu t rna y a m nium compounds sired, the oxidizing step can be combined with with long chains, sulfonated oils or tallows, etc.
  • Example 1 An 80 x 80, 4.00 yard, 36" bleached white cotton, woven fabric was impregnated with an aqueous solution containing 15% dimethylol urea and 0.3%- diammonium hydrogen phosphate. The impregnated fabric was squeezed between rolls so that it retained solution to the extent of 60% of its original dry weight, dried in a covered tenter at 300 F. for about one-half minute, batched, and cured in an oven at 320 F. for about one and one-half minutes. Due to this short period of cure, the fabric possessed a modified formaldehyde-like odor. through a solution at 120 F. containing one-half per cent. of 30% hydrogen peroxide and 0.3% of soda ash. The fabric was run at the rate of 80 yards per minute and squeezed so as to take up solution to the extent of about 60% of the weight of the fabric. It was then dried in a closed tenter at 300 F.
  • the processed fabric was free from any objectionable'odor. On storage there was no development of odor. Cloth, cured by the same general procedure but with omission of the treatment with a mild oxidizing agent in an alkaline bath, possessed an odor at the start and developed stronger and more objectionable odors on storage.
  • Example 2 Rayon-pile, silk-backed, transparent velvet was impregnated on a quetch. with solution containing 25% of a water-soluble, urea-formaldehyde reaction product and 1% of diammonium phosphate ,as catalyst. The fabric was allowed to retaina weight of solution approximately equal to its dry weight. . The fabric was dried at a low temperature on a frame with brushing.
  • Curing was accomplished in a conveyor drier at about BOO-320 F. for four to eight minutes.
  • the fabric was then washed on a rope washer for 15 minutes at 140 F. ina solution containing 1 lb. of octylphenoxyethoxyethoxyethyl sodium sulfonate, 6 oz. of trisodium phosphate, and 10 lbs. of 30% hydrogen peroxide in 500 gallons of water.
  • the fabric was then opened up, passed over a vacuum bar extractor, passed. through a quetch supplying a solution containing 0.06% of cetyldimethylbenzyl ammonium chloride, over a vacuum bar extractor, and through a frame It was then run where the fabric was dried while being brushed.
  • the resulting fabric was crush-resistant without pile embrittlement and had a smooth, silky hand, good bloom, excellent cover, no slippage, and uniform, full appearance without lay. There was no odor in the fabric immediately after processing nor after four months storage in a closed carton.
  • Example 3 A spun rayon suiting was treated by immersion in a solution containing 5% of methylol urea and 0.2% of diammonium phosphate and squeezed so as to obtain an pick-up of solution in the cloth.
  • the cloth was dried on a set of steam-heated cans and the resin cured during passage through a closed tenter heated at 300-340 F., running at 60 yards per minute.
  • the dried cloth was then padded at 120 yards per minute through a solution containing 4 lbs. of sodium perborate and 1 lb. of sulfonated teaseed oil in gallons of water and dried on a bank of cans.
  • the cloth was finally passed through a Sanforizing machine to reduce shrinkage to less than 1%.
  • the resin treatment the actual shrinkage left for removal by the Sanforizing machine was reduced from 7% to 3%.
  • the suiting possessed a resilient, wool-like hand. It was free from all objectionable odors.

Description

Patented Dec. 23, 1941' PATENT TEXTILE FINISHING Onslow B. Hager, Glenside, Pa., assignor to Rohm & Haas Company, Philadelphia, Pa.
No Drawing. Application October 23, 1939, Serial No. 300,894
UNITED ST cries 4 Claims.
This invention represents an improvement in the finishing of fabrics with carbamide-aldehyde condensates. In particular it relates to preventing or correcting odor in fabric which has been treated with resin or resin-forming compositions of the urea-formaldehyde type.
Finishing fabrics with carbamide-aldehyde reaction products has recently become a relatively common practise, not only for producing anti-creasing effects or non-crushing effects, but for such diverse purposes as stabilizing cloth against shrinkage, preventing laddering and the pulling-out of seams, improving the handle and appearance, as shown by apparent bulk, smoothness, fullness, etc. When fabrics have been fully processed with proper care, no difiiculties have been encountered from the development of odors. From time to time, however, fabrics which have not been properly finished have been observed to possess or to develop odors. The faulty application of condensates of the urea-formaldehyde type may have been due Typical useful oxidizing agents which are suitable for this application include hydrogen peroxide, organic peroxides, the perborate salts, the percarbonate salts, the persulfates, etc. All such materials may be classified as peroxide-type i oxidizing agents. The perborates and the percarbonates, being salts of weak acids, give somewhat alkaline solutions by themselves. In case, however, that it is desired to render the solution definitely alkaline, particularly when hydrogen peroxide, an organic peroxide, or a persulfate is used, such mildly alkaline materials as sodium bicarbonate, soda ash, borax, or disodium phosphate, or mixtures of such materials, or mixtures of such materials with other alkaline reagents, such as metasilicate or trisodium phosphate, are preferred. In general any freely soluble, fixed, alkaline material may be used which will impart to the treating bath a pH between 7 and about 11. The treating bath may be used at any temperature from room temperature up to about 150 F.
to improper control of conditions, inadequate The proportions of oxidizing a n and alkaequipment or attempts t obtain economies by line reagent which are used are not critical but such means as insufiicient temperature or time should be adjusted in accord with the amount in curing or by omitting the tep of Washing of resin and catalyst used and with the rate at the treated fabric. It is frequently found im- Which the p e s s run. As more resin and practical to give the thorough wash whi h i catalyst are used, there is more material which necessary to ensure against odor when every must be acted upon With the d ng and alother condition has been correctly attained and kaline material. f the rate at which cloth is controlled. run through the solution is relatively low, the It is the main object of this invention to pro- Concentrations of r n s c n be lower than jde a, simple practical method for preventing when the rate of operation is faster. In genodor in fabrics processed with carbamide-aldeel'al, enough alkali should be used so that the hyde type condensates. It is also an object, to pH of cloth after treatment is on the alkaline overcome odor in fabric which has been treated Side, y about -5- In general the con- With urea-formaldehyde type reaction products. centratlons oxidizing a t and alkaline ma- It has been found that odor can be corrected term] each fall between and 2%, but lower or prevented by treating fabric containing resin and higher concentrations y a so be used. of the carbamide aldehyd type with a mild 4 For the finishing of fabrics there may be used oxidizing agent under alkaline conditions. In any of the Water-Soluble Organic solventthe most direct procedure the fabric which has soluble forms of urea-formaldehyde reaction been resimtreated, is passed or padded through products, such as methylol urea, dimethylol urea, a mildly alkaline, oxidizing solution and alcohol-urea-formaldehyde condensation prodmediately dried by any suitable means, such as or the urea-formaldehyde eaction loop drier, heated cans or enclosed tenter products modified with thiourea, dicyandiamide, frame. since t oxidizing solution may be melamine or its derivatives, etc. Such carbamplied at relatively high speeds, thi proce i ds-aldehyde reaction products may be applied more economical th th longer Washing with any of the usual catalysts such as acid salts, cedures which have heretofore been necessary. ammonium Salts, Organic acids, e e ay It is also more satisfactory because of dependalso be used Softening and modifying a nts. ability and uniformity of results. But, if des h as the qu t rna y a m nium compounds sired, the oxidizing step can be combined with with long chains, sulfonated oils or tallows, etc. v used in conjunction W the W hing pr The mechanism by which an alkaline oxidizleing solution overcomes odor may be postulated 2 in the following way, but the proposed explanation is not to be interpreted as limiting the invention. The type of odor which is due to loosely held formaldehyde is overcome by oxidation to formic acid which forms salts in the presence of alkaline agents. The types of odors, which are sometimes described as fish-like or mouse-like, and which apparently depend upon some obscure reaction of formaldehyde, ammonia, amines, or urea in the presence of an acid catalyst, are apparently prevented by oxidizing formaldehyde or similar sensitive compounds, removing ammonia and neutralizing the acidity.
A procedure by pared is shown in which odor-free fabric is prethe following examples:
Example 1 An 80 x 80, 4.00 yard, 36" bleached white cotton, woven fabric was impregnated with an aqueous solution containing 15% dimethylol urea and 0.3%- diammonium hydrogen phosphate. The impregnated fabric was squeezed between rolls so that it retained solution to the extent of 60% of its original dry weight, dried in a covered tenter at 300 F. for about one-half minute, batched, and cured in an oven at 320 F. for about one and one-half minutes. Due to this short period of cure, the fabric possessed a modified formaldehyde-like odor. through a solution at 120 F. containing one-half per cent. of 30% hydrogen peroxide and 0.3% of soda ash. The fabric was run at the rate of 80 yards per minute and squeezed so as to take up solution to the extent of about 60% of the weight of the fabric. It was then dried in a closed tenter at 300 F.
The processed fabric was free from any objectionable'odor. On storage there was no development of odor. Cloth, cured by the same general procedure but with omission of the treatment with a mild oxidizing agent in an alkaline bath, possessed an odor at the start and developed stronger and more objectionable odors on storage.
' Example 2 Rayon-pile, silk-backed, transparent velvet was impregnated on a quetch. with solution containing 25% of a water-soluble, urea-formaldehyde reaction product and 1% of diammonium phosphate ,as catalyst. The fabric was allowed to retaina weight of solution approximately equal to its dry weight. .The fabric was dried at a low temperature on a frame with brushing.
Curing was accomplished in a conveyor drier at about BOO-320 F. for four to eight minutes. The fabric was then washed on a rope washer for 15 minutes at 140 F. ina solution containing 1 lb. of octylphenoxyethoxyethoxyethyl sodium sulfonate, 6 oz. of trisodium phosphate, and 10 lbs. of 30% hydrogen peroxide in 500 gallons of water. The fabric was then opened up, passed over a vacuum bar extractor, passed. through a quetch supplying a solution containing 0.06% of cetyldimethylbenzyl ammonium chloride, over a vacuum bar extractor, and through a frame It was then run where the fabric was dried while being brushed. It was then given the usual finishing sheer. The resulting fabric was crush-resistant without pile embrittlement and had a smooth, silky hand, good bloom, excellent cover, no slippage, and uniform, full appearance without lay. There was no odor in the fabric immediately after processing nor after four months storage in a closed carton.
Example 3 A spun rayon suiting was treated by immersion in a solution containing 5% of methylol urea and 0.2% of diammonium phosphate and squeezed so as to obtain an pick-up of solution in the cloth. The cloth was dried on a set of steam-heated cans and the resin cured during passage through a closed tenter heated at 300-340 F., running at 60 yards per minute. The dried cloth was then padded at 120 yards per minute through a solution containing 4 lbs. of sodium perborate and 1 lb. of sulfonated teaseed oil in gallons of water and dried on a bank of cans. The cloth was finally passed through a Sanforizing machine to reduce shrinkage to less than 1%. By virtue ofv the resin treatment the actual shrinkage left for removal by the Sanforizing machine was reduced from 7% to 3%.
The suiting possessed a resilient, wool-like hand. It was free from all objectionable odors.
The process herein described may obviously be applied not only to fabrics which are being freshly processed but also to fabrics which have previously been finished and which have developed odor during storage.
I claim: a
l. The process of overcoming or preventing development of odor in textile fabrics carrying a finished resin of the urea-formaldehyde type which comprises treating the resin-carrying fabric with an aqueous solution having a pH between '7 and about 11 and containing a. small amount of. a water-soluble peroxide-type oxidizing. agent.
2. The. process of overcoming or preventing development of. odor in textile fabrics carrying. a resin of the urea-formaldehyde type which comprises treating the finished resin-carrying fabric with an aqueous solution having a pI-Lbetween 7 and about 11 and. containing hydrogen peroxide and drying the fabric.
3. The process of overcoming or. preventing development of odor in textile fabrics carrying a finished resin of the urea-formaldehyde type which. comprises treating the resin-carrying fabric. with a. dilute aqueous solution of sodium perborate and drying the fabric.
a. In the process ofv producing permanent finishes of textile fabrics with urea-formaldehyde type reaction products the improvement which comprises treating. fabric carrying insoluble. urea-formaldehyde reaction products with a solution having apl-l between 7 and about 11 and containing a water-soluble, peroxide-type oxidizing agent thereby to overcome or prevent sub- ONSLOW B. HAGER.
US300894A 1939-10-23 1939-10-23 Textile finishing Expired - Lifetime US2267276A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US300894A US2267276A (en) 1939-10-23 1939-10-23 Textile finishing

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US300894A US2267276A (en) 1939-10-23 1939-10-23 Textile finishing

Publications (1)

Publication Number Publication Date
US2267276A true US2267276A (en) 1941-12-23

Family

ID=23161043

Family Applications (1)

Application Number Title Priority Date Filing Date
US300894A Expired - Lifetime US2267276A (en) 1939-10-23 1939-10-23 Textile finishing

Country Status (1)

Country Link
US (1) US2267276A (en)

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2460777A (en) * 1946-02-18 1949-02-01 Peter J Gaylor Waterproofing cellulosic material with higher aliphatic acyl peroxides
US2518607A (en) * 1946-01-16 1950-08-15 Erickson Donald Robert Printing ink and method of printing
DE954502C (en) * 1953-02-19 1956-12-20 Basf Ag Process for finishing textiles
US2833670A (en) * 1956-06-13 1958-05-06 American Cyanamid Co After-treatment of textile fabric having cured formaldehyde liberating resins and article formed thereby
US3006879A (en) * 1956-04-30 1961-10-31 Tootal Broadhurst Lee Co Ltd Aqueous resin solution catalyzed with two salts and process of impregnating fibers therewith
US3006784A (en) * 1955-04-29 1961-10-31 Tootal Broadhurst Lee Co Ltd Formation of aldehyde condensation products
US3100159A (en) * 1961-01-16 1963-08-06 Ullman James Textile fabric processing
US3102042A (en) * 1958-09-02 1963-08-27 United Merchants & Mfg Textile finishing
US3104152A (en) * 1961-08-30 1963-09-17 Springs Cotton Mills Continuous peroxide bleaching of cross linked cellulose fabrics
US3138802A (en) * 1962-05-25 1964-06-30 Cotton Producers Inst Of The N Process for imparting durable creases, wrinkle resistance and shape retention to cellulosic textile articles
US3196036A (en) * 1960-08-08 1965-07-20 West Point Pepperell Inc Process for controlling undesirable aldehyde and amine odors in treated textile material
US3198652A (en) * 1958-03-17 1965-08-03 Calico Printers Ass Ltd Method of treating resin impregnated fibrous webs to prevent discoloration and resulting color stabilized webs
US3301696A (en) * 1961-12-07 1967-01-31 Bayer Ag Process for the improvement of the wash-fastness of prints on cellulose-containing materials with dyestuffs containing water-solubilizing groups
US3318722A (en) * 1963-08-06 1967-05-09 Burlington Industries Inc Process for deodorizing resin-containing textiles by treatment with ammonia and steam
US4145183A (en) * 1975-12-19 1979-03-20 E. I. Du Pont De Nemours And Company Method for the oxidative treatment of textiles with activated peroxygen compounds
US4501668A (en) * 1982-12-07 1985-02-26 Degussa Aktiengesellschaft Process for the elimination of hydrogen sulfide or iron sulfide from an aqueous system
FR2645554A1 (en) * 1989-04-11 1990-10-12 Air Liquide Process for reducing the content of free formaldehyde of fabrics finished with synthetic resins

Cited By (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2518607A (en) * 1946-01-16 1950-08-15 Erickson Donald Robert Printing ink and method of printing
US2460777A (en) * 1946-02-18 1949-02-01 Peter J Gaylor Waterproofing cellulosic material with higher aliphatic acyl peroxides
DE954502C (en) * 1953-02-19 1956-12-20 Basf Ag Process for finishing textiles
US3006784A (en) * 1955-04-29 1961-10-31 Tootal Broadhurst Lee Co Ltd Formation of aldehyde condensation products
US3006879A (en) * 1956-04-30 1961-10-31 Tootal Broadhurst Lee Co Ltd Aqueous resin solution catalyzed with two salts and process of impregnating fibers therewith
US3009832A (en) * 1956-04-30 1961-11-21 Tootal Broadhurst Lee Co Ltd Formation of aldehyde condensation products
US2833670A (en) * 1956-06-13 1958-05-06 American Cyanamid Co After-treatment of textile fabric having cured formaldehyde liberating resins and article formed thereby
US3198652A (en) * 1958-03-17 1965-08-03 Calico Printers Ass Ltd Method of treating resin impregnated fibrous webs to prevent discoloration and resulting color stabilized webs
US3102042A (en) * 1958-09-02 1963-08-27 United Merchants & Mfg Textile finishing
US3196036A (en) * 1960-08-08 1965-07-20 West Point Pepperell Inc Process for controlling undesirable aldehyde and amine odors in treated textile material
US3100159A (en) * 1961-01-16 1963-08-06 Ullman James Textile fabric processing
US3104152A (en) * 1961-08-30 1963-09-17 Springs Cotton Mills Continuous peroxide bleaching of cross linked cellulose fabrics
US3301696A (en) * 1961-12-07 1967-01-31 Bayer Ag Process for the improvement of the wash-fastness of prints on cellulose-containing materials with dyestuffs containing water-solubilizing groups
US3138802A (en) * 1962-05-25 1964-06-30 Cotton Producers Inst Of The N Process for imparting durable creases, wrinkle resistance and shape retention to cellulosic textile articles
US3318722A (en) * 1963-08-06 1967-05-09 Burlington Industries Inc Process for deodorizing resin-containing textiles by treatment with ammonia and steam
US4145183A (en) * 1975-12-19 1979-03-20 E. I. Du Pont De Nemours And Company Method for the oxidative treatment of textiles with activated peroxygen compounds
US4501668A (en) * 1982-12-07 1985-02-26 Degussa Aktiengesellschaft Process for the elimination of hydrogen sulfide or iron sulfide from an aqueous system
FR2645554A1 (en) * 1989-04-11 1990-10-12 Air Liquide Process for reducing the content of free formaldehyde of fabrics finished with synthetic resins

Similar Documents

Publication Publication Date Title
US2267276A (en) Textile finishing
EP0354648B1 (en) Process for the formaldehyde-free durable press finishing of cotton textiles with polycarboxylic acids
CA1331826C (en) Catalysts and processes for formaldehyde-free durable press finishing of cotton textiles with polycarboxylic acids
US3784356A (en) Cellulosic flame retardant system
JPS5860065A (en) Finishing of aqueous formaldehyde fiber product
US2441859A (en) Treatment of textile materials with aldehydes
US2901463A (en) Compositions, textiles treated therewith and processes for the treatment thereof
US3144299A (en) Wrinkle resistance finish for cellulosic textiles
US2173040A (en) Desizing textiles
US3458869A (en) Method of producing press-free garments and products thereof
JP3438504B2 (en) Resin processing method for woven or knitted fabric containing cellulosic fiber
US2988417A (en) Process for crease-proofing cellulosic fabrics
US3576591A (en) Methylolated cyclic urea compositions containing sodium formate or sodium tetraborate
US3617197A (en) Improving the wrinkle resistance of cellulosic textiles
US2771337A (en) Acrolein-formaldehyde condensation products and process of applying the same to cellulose fabric
JPS58186676A (en) Oxidizable post-washing treatment of wrinkle- proof fabric
US3039167A (en) Method for improving the properties of fabrics containing cross-linked regenerated cellulose material
US3068060A (en) Treatment of cellulose textiles with phosphoramides
US4123574A (en) Process for flame retarding cellulosics
US3175875A (en) Cellulosic fabrics and methods for making the same
US4198462A (en) Processes for preparing textile finishing composition and finishing textile materials therewith
US3148937A (en) Method of preventing yellowing by nitrogen containing resins cured on cellulose fibers by adding hydrogen peroxide or urea peroxide
US3041199A (en) Wrinkle resistant cellulose fabric and method of production
US2709638A (en) Process for imparting wool-like finish to cellulose-acid-nitrogen complex fabrics and product thereof
US3350161A (en) Bleaching cottons by aqueous solutions of urea peroxide