US2524113A - Process of stabilizing rayon-containing textile fabrics - Google Patents
Process of stabilizing rayon-containing textile fabrics Download PDFInfo
- Publication number
- US2524113A US2524113A US664689A US66468946A US2524113A US 2524113 A US2524113 A US 2524113A US 664689 A US664689 A US 664689A US 66468946 A US66468946 A US 66468946A US 2524113 A US2524113 A US 2524113A
- Authority
- US
- United States
- Prior art keywords
- fabric
- rayon
- alkali
- caustic
- temperature
- 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
- 239000004744 fabric Substances 0.000 title claims description 71
- 229920000297 Rayon Polymers 0.000 title claims description 40
- 238000000034 method Methods 0.000 title claims description 23
- 230000000087 stabilizing effect Effects 0.000 title claims description 11
- 239000002964 rayon Substances 0.000 title description 30
- 239000004753 textile Substances 0.000 title description 6
- 239000000243 solution Substances 0.000 claims description 21
- 239000000835 fiber Substances 0.000 claims description 17
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 16
- -1 ALPHA-SUBSTITUTED ETHANOL Chemical class 0.000 claims description 15
- 239000000020 Nitrocellulose Substances 0.000 claims description 8
- 239000007864 aqueous solution Substances 0.000 claims description 8
- 239000007795 chemical reaction product Substances 0.000 claims description 8
- 229920001220 nitrocellulos Polymers 0.000 claims description 8
- 239000004202 carbamide Substances 0.000 claims description 7
- 238000001035 drying Methods 0.000 claims description 7
- 229920002994 synthetic fiber Polymers 0.000 claims description 7
- 239000012209 synthetic fiber Substances 0.000 claims description 7
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 6
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 claims description 6
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 4
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims description 3
- 229920002678 cellulose Polymers 0.000 claims description 3
- 239000001913 cellulose Substances 0.000 claims description 3
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims description 3
- QQOWHRYOXYEMTL-UHFFFAOYSA-N triazin-4-amine Chemical compound N=C1C=CN=NN1 QQOWHRYOXYEMTL-UHFFFAOYSA-N 0.000 claims description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims 1
- 150000001299 aldehydes Chemical class 0.000 claims 1
- 239000003513 alkali Substances 0.000 description 27
- 239000003518 caustics Substances 0.000 description 22
- 229920005989 resin Polymers 0.000 description 18
- 239000011347 resin Substances 0.000 description 18
- 238000011282 treatment Methods 0.000 description 15
- 229920000742 Cotton Polymers 0.000 description 13
- 239000000463 material Substances 0.000 description 13
- 230000000694 effects Effects 0.000 description 12
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 10
- 230000001681 protective effect Effects 0.000 description 10
- 238000004043 dyeing Methods 0.000 description 8
- 229920002301 cellulose acetate Polymers 0.000 description 7
- 230000006641 stabilisation Effects 0.000 description 7
- 238000011105 stabilization Methods 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000004310 lactic acid Substances 0.000 description 5
- 235000014655 lactic acid Nutrition 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- 238000013019 agitation Methods 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 208000018999 crinkle Diseases 0.000 description 4
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 229920000877 Melamine resin Polymers 0.000 description 3
- 238000011049 filling Methods 0.000 description 3
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 3
- 238000004900 laundering Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000007639 printing Methods 0.000 description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 239000000084 colloidal system Substances 0.000 description 2
- 238000004855 creaseproofing Methods 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000005108 dry cleaning Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 240000008564 Boehmeria nivea Species 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- 238000003490 calendering Methods 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000010960 commercial process Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 239000010902 straw Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 210000002268 wool Anatomy 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
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/32—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
- D06M11/36—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
- D06M11/38—Oxides or hydroxides of elements of Groups 1 or 11 of the Periodic Table
-
- 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
Definitions
- the present invention relates to a process of stabilizing rayon and rayon-containing textile fabrics so as to render such fabrics resistant to shrinking, stretching or distortion when they are subjected to laundering or dry cleaning.
- the process of the invention can be employed to improve dyeing qualities, and in a preferred embodiment to render the fabric resistant to creasing.
- the process of the invention can also be used to produce artificial crinkle or seersucker effects as well as two-tone dyeing efi'ects on rayon or rayoncontaining textile fabrics.
- the degree of polymerization of the undegraded cellulose molecule is of the order of 2,500 to 3,000 whereas that of viscose rayon staple fiber, for example, is of the order of 250 to 430.
- the macrodimensions of the cellulose molecule in cotton are so long, that although treatment with strong alkali will cause it to swell and shrink in length, very little if any of the molecule will go into solution. Due, at least in part, to its comparatively low degree of polymerization, viscose rayon, for example, dissolves extensively in a 10% alkali solution at low temperature.
- the primary object of this invention is to provide a method of pre-treating rayon fibers and fabrics in such a manner that they can be stabilized by the action of caustic alkali without being deleteriously affected, 1. e., rendered resistant to shrinking, stretching and distortion when they are subjected to laundering or dry cleaning.
- Another object is to improve the dyeing qualities of rayon and rayon-containing fabrics.
- Still another object of a preferred embodiment of the invention is to provide a method of making rayon and rayomcontaining fabrics resistant to creasing simultaneously with the stabilization.
- a further object of the invention is to provide a method for producing artificial seersucker or crinkling effects in rayon and rayon-containing fabrics.
- This process can be applied to any rayon material.
- the process is likewise applicable to other cellulosic fabrics-for example: cotton, linen, hemp, ramie, etc. containing a substantial proportion of such rayon material.
- the protective material used in this process may be any resin that becomes insolubilized during the treatment with, and by the action" of, the alkali and remains in the fabric after said treatment and after the usual finishing operations to 3 which the fabric is subjected.
- these resins are the lactic acid-urea-formaldehyde and lactic acid-urea-melamine resins of the type disclosed in co -pending applications Serial Nos. 619,-
- An aqueous solution of a resin typical of such resins may, for example, be prepared in the fol lowing manner: 46.! grams of 40% aqueous form'- aldehyde and 50.3 grams of 50% lactic acid are mixed and heated to 160 F. with agitation and refluxed for one hour. The reaction mass is then cooled to 140 F. and 14.0 grams of urea are added. Heating with agitation is continued until the reaction mass attains a temperature of 205 F., and it is maintained at this temperature, with agitation, for one hour and fifty minutes. The reaction mass is then cooled to 110 F., grams of ethylene glycol are added with agitation and then the reaction mass-is cooled to 70 F. The reaction product has a pH of 4. It is clear, straw colored, slightly viscous and soluble in water in all proportions.
- any of these or other resins, or combinations thereof with one another or with other materials may be applied in the form of solutions or dispersions of resin or resin-forming materials.
- resin or protective colloid may be modified with any plasticizer or softener that is removable subsequently or remains fixed with the resin.
- the protective material is applied to the fabric uniformly, preferably by padding.
- the caustic is likewise applied to the fabric uniformly, preferably also by padding. If on the other hand, the object of the treatment is to obtain a seersucker effect or a two-tone dyeing effect, then the protective material is applied to the fabric uniformly, preferably by padding, but the caustic treatment is applied non-uniformly, for example in stripes, designed patterns, by machine printing, stencil, block or screen printing.
- the resin When the resin is applied uniformly to the fabric, it will not only modify uniformly the action of the alkali on the fabric but its precipitation or condensation in the fibers will also effect creaseproofness in the finished product. If. on the other hand, the resin is applied uniformly to the fabric, but the action of the caustic is localized, the shrinking will take place only in the places where the caustic has-been applied, and a crinkle effect will result and the fabric will acquire non-uniform dyeing properties. Those p01- 4 tions of the fabric which have been shrunk by the action of the alkali are found to have a greater affinity for dye,- with the result that excellent two-tone efiects can be obtained in one simple dyeing operation.
- the gray goods from the loom are padded with a solution or dispersion containing theprotective material in an amount to prevent dissolution of the rayon by the alkali.
- the amount will vary depending on the particular protective material arid to some extent on the protection desired. Generally a concentration of from 3 to by weight is suitable.
- the preferred embodiment is to use resins that are condensed and insolubilized by the action of the alkali itself.
- the advantages of this preferred embodiment of the invention are that it eliminates the use of catalysts, which ordinarily have a tendency to tenderize the fabric, and eliminates the high temperatures of 290 F. to 350 F. necessary for curing.
- Such resins for example, are the lactic acid-urea formaldehyde and lactic acidmelamine formaldehyde resins mentioned hereinbefore.
- the range of concentration of the caustic may be from about 10 to 35%, depending upon the particular rayon, the temperature, and other conditions, although I prefer to use concentrations of from about 18 to 28%.
- the concentration of caustic should be at least sufiicient to obtain the desired stabilizing effect. Higher concentrations of caustic are unnecessary unless special effects, such as increased stiffness in the finished fabric, are desired, in which event concentrations of from 30 to usually suffice.
- the temperature of the caustic solution may vary depending upon the concentration of the solution and the time of treatment. In general it will fall within the range of to 100 F., but for a commercial process in present day operation, I prefer to use a temperature of from to F.
- the time of the caustic treatment should be sufficient to secure the desired effect, and may vary according to the type and weight of the goods, between thirty seconds and about ten min utes. It is to be understood, of course, that concentration of caustic, temperature and time of treatment are interrelated and may be varied to suit the purpose in view.
- the goods are rinsed and neutralized with any neutralizing agent, such as bicarbonate of soda or the like, rinsed and processed in any other manner conventionally used to treat goods subjected to treatment with caustic.
- any neutralizing agent such as bicarbonate of soda or the like
- the fabrics may be boiled off, bleached, dyed or otherwise processed in any conventional manner.
- they are slack dried, cold framed to finished width, decatized, and calendered if necessary. Goods so processed will not shrink or 5 stretch more than 1% in subsequent laundering operations.
- Example 1 A fabric woven with pigmented filament rayon both for filling or weft and warp, count 92/68, greige width 40 inches, to be finished and stabilized at 38 /2 inches, was treated in the greige with a lactic acid-urea formaldehyde type resin solution having a concentration of '7-8%. The pick-up was between 80 and 90%. The'fabric was then frame dried at 190 to 200 F.
- Example 2 Another fabric woven from spun rayon thread and cotton threads, count 70/42, greige width 42 inches, to be finished and stabilized at 38 inches, was treated in the same manner as the fabric in Example 1.
- the finished and stabilized fabric was given five washing tests using the cotton method of testing of 40 minutes boil, min- The tensile strength, the seam slippage resistance, the abrasion resistance and creaseproofing were excellent and superior to those of a piece of the same cloth finished in the ordinary way without stabilization.
- Example 3 Another fabric woven from 80% viscose staple fibers and 20% cellulose acetate staple fibers was treated in the same manner as the fabric of Example 1. The count of this fabric was 104/68, the greige width 40 /2 inches, to be finished and stabilized at 38 inches. The finished and stabilized fabric was given 5 washing tests using the same method as with fabric in Example 1. The following changes in dimensions were noted upon measurement after each successive washing test:
- a water-soluble reaction product of an aldehyde I an alpha-hydroxy monocarboxylic acid, an alpha-substituted ethanol and a member selected from the group consisting of urea, thicurea
- a process which comprises treating fabric containing synthetic fibers selected from the group consisting of viscose, cellulose acetate, cuprammonium and nitrocellulose fibers with an aqueous solution containing from 3 to. 25% by weight of a water-soluble reaction product of formaldehyde, lactic acid, an alpha-substituted ethanol and urea, drying the treated fabric at a temperature up to about 200 F., and stabilizing the treated fabric by treating it, for aperiod of from about thirty seconds to about ten minutes and at a temperature between about 50 and 100 F., with an alkali solution having a concentration of from about 10 to about 35%.
- a process which comprises treating fabric containing synthetic fibers selected from the group consisting of viscose, cellulose acetate, cuprammonium and nitrocellulose fibers with an aqueous solution containing from 3 to 25% by weight of a water-soluble reaction product of formaldehyde, lactic acid, an alpha-substituted ethanol and melamine, drying the treated fabric at a temperature up to about 200 F., and stabilizing the treated fabric by treating it, for a period of from about thirty seconds to about ten minutes and at a temperature between about 50 and 100 F., with an alkali solution having a concentration of from about 10 to about 35%.
- a process which comprises treating fabric containing synthetic fibers selected from the group consisting of viscose, cellulose acetate, cuprammonium and nitrocellulose fibers with an aqueous solution containing from 3 to 25% by weight of a water-soluble reaction product of an aldehyde, an alpha-hydroxy monocarboxylic acid,
- cuprammonium and nitrocellulose fibers with an 1 aqueous solution containing from 3 to 25% by weight of a water-soluble reaction product of formaldehyde, lactic acid, an alpha-substituted ethanol and urea, drying the treated fabric at a temperature up to about 200 F,, and stabilizing the treated fabric by treating it, for a period of from about thirty seconds to about ten minutes and at a temperature between about 60 and 70 F., with a caustic alkali solution having a concentration of from about 13 to about 28%.
- a process which comprises treating fabric containing synthetic fibers selected from the group consisting of viscose, cellulose acetate, cuprammonium and nitrocellulose fibers with an aqueous solution containing from 3 to 25% by weight of a' water-soluble reaction product of formaldehyde, lactic acid, an alpha-substituted ethanol and melamine, drying the treated fabric.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BE471098D BE471098A (fr) | 1946-04-24 | ||
US664689A US2524113A (en) | 1946-04-24 | 1946-04-24 | Process of stabilizing rayon-containing textile fabrics |
FR944333D FR944333A (fr) | 1946-04-24 | 1947-02-10 | Perfectionnements apportés aux procédés pour stabiliser la rayonne et les tissus textiles contenant de la rayonne, ainsi qu'aux produits ainsi obtenus |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US664689A US2524113A (en) | 1946-04-24 | 1946-04-24 | Process of stabilizing rayon-containing textile fabrics |
Publications (1)
Publication Number | Publication Date |
---|---|
US2524113A true US2524113A (en) | 1950-10-03 |
Family
ID=24667031
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US664689A Expired - Lifetime US2524113A (en) | 1946-04-24 | 1946-04-24 | Process of stabilizing rayon-containing textile fabrics |
Country Status (3)
Country | Link |
---|---|
US (1) | US2524113A (fr) |
BE (1) | BE471098A (fr) |
FR (1) | FR944333A (fr) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1079586B (de) * | 1956-12-05 | 1960-04-14 | Phrix Werke Ag | Verfahren zum Veredeln von Textilgut aus natuerlicher oder regenerierter Cellulose |
DE1128395B (de) * | 1958-11-04 | 1962-04-26 | Leuna Werke Iawalter Ulbrichti | Verfahren zur Erzielung von Knitter- und Schrumpffestigkeit bei Textilien durch Behandlung mit Aminoharzen |
US4487608A (en) * | 1981-07-01 | 1984-12-11 | Lintrend Limited | Dyeing of fibrous materials |
US5476518A (en) * | 1995-03-14 | 1995-12-19 | A. Wimpfheimer & Bro., Inc. | Process for producing two-toned lustrous effects in dyed fabrics |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
HU184471B (en) * | 1980-07-03 | 1984-08-28 | Lintrend Licensing Co | Method for finishing viscose containing cloth |
Citations (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB230187A (en) * | 1923-12-07 | 1925-03-09 | Courtaulds Ltd | Improvements in and relating to the treatment of cellulose artificial silk |
GB320915A (en) * | 1928-04-27 | 1929-10-28 | Ig Farbenindustrie Ag | Improvements in the manufacture and production of artificial resins |
DE535745C (de) * | 1929-03-06 | 1931-10-19 | Anton Esser | Verfahren zur Herstellung von Kondensationsprodukten |
US1898709A (en) * | 1927-06-25 | 1933-02-21 | Scovill Manufacturing Co | Aldehyde amino resinous compounds and processes |
US1989098A (en) * | 1925-06-20 | 1935-01-29 | Lilienfeld Leon | Manufacture of artificial threads |
US1998579A (en) * | 1926-01-16 | 1935-04-23 | Heberlein Patent Corp | Novel artificial silk effects and process of producing same |
GB437642A (en) * | 1934-02-03 | 1935-11-04 | Calico Printers Ass Ltd | Improvements relating to the processing or treatment of fabrics or textile fibres |
GB462824A (en) * | 1935-09-16 | 1937-03-16 | Bleachers Ass Ltd | Improvements in and relating to the treatment of cellulosic materials |
US2108803A (en) * | 1936-01-16 | 1938-02-22 | Celanese Corp | Manufacture and/or treatment of artificial materials |
US2158494A (en) * | 1934-01-25 | 1939-05-16 | Tootal Broadburst Lee Company | Treatment of textile materials |
US2244767A (en) * | 1939-09-20 | 1941-06-10 | Pacific Mills | Treatment of rayon |
US2317181A (en) * | 1939-08-09 | 1943-04-20 | Gen Electric | Urea-formaldehyde-triethanolamine hydrochloride condensation product |
US2326265A (en) * | 1941-06-21 | 1943-08-10 | Sherwin Williams Co | Urea-formaldehyde resin |
US2341266A (en) * | 1939-08-09 | 1944-02-08 | Gen Electric | Condensation product of a urea, an aliphatic aldehyde, and an amino salt |
US2374812A (en) * | 1943-08-14 | 1945-05-01 | Falk & Company | Method of producing modified urea aldehyde resin |
-
0
- BE BE471098D patent/BE471098A/xx unknown
-
1946
- 1946-04-24 US US664689A patent/US2524113A/en not_active Expired - Lifetime
-
1947
- 1947-02-10 FR FR944333D patent/FR944333A/fr not_active Expired
Patent Citations (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB230187A (en) * | 1923-12-07 | 1925-03-09 | Courtaulds Ltd | Improvements in and relating to the treatment of cellulose artificial silk |
US1989098A (en) * | 1925-06-20 | 1935-01-29 | Lilienfeld Leon | Manufacture of artificial threads |
US1998579A (en) * | 1926-01-16 | 1935-04-23 | Heberlein Patent Corp | Novel artificial silk effects and process of producing same |
US1898709A (en) * | 1927-06-25 | 1933-02-21 | Scovill Manufacturing Co | Aldehyde amino resinous compounds and processes |
GB320915A (en) * | 1928-04-27 | 1929-10-28 | Ig Farbenindustrie Ag | Improvements in the manufacture and production of artificial resins |
DE535745C (de) * | 1929-03-06 | 1931-10-19 | Anton Esser | Verfahren zur Herstellung von Kondensationsprodukten |
US2158494A (en) * | 1934-01-25 | 1939-05-16 | Tootal Broadburst Lee Company | Treatment of textile materials |
GB437642A (en) * | 1934-02-03 | 1935-11-04 | Calico Printers Ass Ltd | Improvements relating to the processing or treatment of fabrics or textile fibres |
GB462824A (en) * | 1935-09-16 | 1937-03-16 | Bleachers Ass Ltd | Improvements in and relating to the treatment of cellulosic materials |
US2108803A (en) * | 1936-01-16 | 1938-02-22 | Celanese Corp | Manufacture and/or treatment of artificial materials |
US2317181A (en) * | 1939-08-09 | 1943-04-20 | Gen Electric | Urea-formaldehyde-triethanolamine hydrochloride condensation product |
US2341266A (en) * | 1939-08-09 | 1944-02-08 | Gen Electric | Condensation product of a urea, an aliphatic aldehyde, and an amino salt |
US2244767A (en) * | 1939-09-20 | 1941-06-10 | Pacific Mills | Treatment of rayon |
US2326265A (en) * | 1941-06-21 | 1943-08-10 | Sherwin Williams Co | Urea-formaldehyde resin |
US2374812A (en) * | 1943-08-14 | 1945-05-01 | Falk & Company | Method of producing modified urea aldehyde resin |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1079586B (de) * | 1956-12-05 | 1960-04-14 | Phrix Werke Ag | Verfahren zum Veredeln von Textilgut aus natuerlicher oder regenerierter Cellulose |
DE1083777B (de) * | 1956-12-05 | 1960-06-23 | Phrix Werke Ag | Verfahren zur Veredlung von Textilgut aus natuerlicher oder regenerierter Cellulose |
DE1128395B (de) * | 1958-11-04 | 1962-04-26 | Leuna Werke Iawalter Ulbrichti | Verfahren zur Erzielung von Knitter- und Schrumpffestigkeit bei Textilien durch Behandlung mit Aminoharzen |
US4487608A (en) * | 1981-07-01 | 1984-12-11 | Lintrend Limited | Dyeing of fibrous materials |
US5476518A (en) * | 1995-03-14 | 1995-12-19 | A. Wimpfheimer & Bro., Inc. | Process for producing two-toned lustrous effects in dyed fabrics |
Also Published As
Publication number | Publication date |
---|---|
BE471098A (fr) | |
FR944333A (fr) | 1949-04-01 |
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