US2469407A - Treatment of textile materials - Google Patents
Treatment of textile materials Download PDFInfo
- Publication number
- US2469407A US2469407A US632284A US63228445A US2469407A US 2469407 A US2469407 A US 2469407A US 632284 A US632284 A US 632284A US 63228445 A US63228445 A US 63228445A US 2469407 A US2469407 A US 2469407A
- Authority
- US
- United States
- Prior art keywords
- fabric
- salt
- maleic anhydride
- polyamine
- fabrics
- 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
- 239000004753 textile Substances 0.000 title description 15
- 239000000463 material Substances 0.000 title description 10
- 239000004744 fabric Substances 0.000 description 56
- 150000003839 salts Chemical class 0.000 description 30
- 229920000768 polyamine Polymers 0.000 description 25
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 22
- PYSRRFNXTXNWCD-UHFFFAOYSA-N 3-(2-phenylethenyl)furan-2,5-dione Chemical compound O=C1OC(=O)C(C=CC=2C=CC=CC=2)=C1 PYSRRFNXTXNWCD-UHFFFAOYSA-N 0.000 description 20
- 229920000147 Styrene maleic anhydride Polymers 0.000 description 20
- 229920005989 resin Polymers 0.000 description 19
- 239000011347 resin Substances 0.000 description 19
- 238000000034 method Methods 0.000 description 17
- 150000003863 ammonium salts Chemical class 0.000 description 15
- 239000007864 aqueous solution Substances 0.000 description 15
- 239000003795 chemical substances by application Substances 0.000 description 13
- 239000000243 solution Substances 0.000 description 13
- -1 amine salt Chemical class 0.000 description 12
- 238000001035 drying Methods 0.000 description 11
- 125000002947 alkylene group Chemical group 0.000 description 10
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 10
- 239000000835 fiber Substances 0.000 description 7
- 238000005406 washing Methods 0.000 description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical class N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
- 229920001577 copolymer Polymers 0.000 description 6
- 238000009941 weaving Methods 0.000 description 6
- 229920000742 Cotton Polymers 0.000 description 5
- 229920000297 Rayon Polymers 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 4
- 229920002472 Starch Polymers 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 230000035515 penetration Effects 0.000 description 4
- 235000019698 starch Nutrition 0.000 description 4
- 239000008107 starch Substances 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 3
- 229910021529 ammonia Inorganic materials 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000000717 retained effect Effects 0.000 description 3
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- 238000010410 dusting Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- 239000002657 fibrous material Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000002964 rayon Substances 0.000 description 2
- 238000004513 sizing Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000009987 spinning Methods 0.000 description 2
- 150000003440 styrenes Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 2
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- NJMGRJLQRLFQQX-HYXAFXHYSA-N 2-isopropylmaleic acid Chemical compound CC(C)C(\C(O)=O)=C\C(O)=O NJMGRJLQRLFQQX-HYXAFXHYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 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
- 240000000491 Corchorus aestuans Species 0.000 description 1
- 235000011777 Corchorus aestuans Nutrition 0.000 description 1
- 235000010862 Corchorus capsularis Nutrition 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 229920001617 Vinyon Polymers 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 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
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000001246 colloidal dispersion Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- 230000003292 diminished effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- WOLATMHLPFJRGC-UHFFFAOYSA-N furan-2,5-dione;styrene Chemical compound O=C1OC(=O)C=C1.C=CC1=CC=CC=C1 WOLATMHLPFJRGC-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- PBZROIMXDZTJDF-UHFFFAOYSA-N hepta-1,6-dien-4-one Chemical compound C=CCC(=O)CC=C PBZROIMXDZTJDF-UHFFFAOYSA-N 0.000 description 1
- KETWBQOXTBGBBN-UHFFFAOYSA-N hex-1-enylbenzene Chemical compound CCCCC=CC1=CC=CC=C1 KETWBQOXTBGBBN-UHFFFAOYSA-N 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229940097413 isopropyl maleate Drugs 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical compound CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 description 1
- 239000002952 polymeric resin Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000004758 synthetic textile Substances 0.000 description 1
- 238000009988 textile finishing Methods 0.000 description 1
- HADKRTWCOYPCPH-UHFFFAOYSA-M trimethylphenylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C1=CC=CC=C1 HADKRTWCOYPCPH-UHFFFAOYSA-M 0.000 description 1
- FUSUHKVFWTUUBE-UHFFFAOYSA-N vinyl methyl ketone Natural products CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 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
- 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
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
-
- 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
- D06M13/325—Amines
- D06M13/332—Di- or polyamines
-
- 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
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/227—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of hydrocarbons, or reaction products thereof, e.g. afterhalogenated or sulfochlorinated
- D06M15/233—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of hydrocarbons, or reaction products thereof, e.g. afterhalogenated or sulfochlorinated aromatic, e.g. styrene
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2762—Coated or impregnated natural fiber fabric [e.g., cotton, wool, silk, linen, etc.]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2762—Coated or impregnated natural fiber fabric [e.g., cotton, wool, silk, linen, etc.]
- Y10T442/277—Coated or impregnated cellulosic fiber fabric
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2861—Coated or impregnated synthetic organic fiber fabric
- Y10T442/2893—Coated or impregnated polyamide fiber fabric
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2926—Coated or impregnated inorganic fiber fabric
- Y10T442/2992—Coated or impregnated glass fiber fabric
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/30—Woven fabric [i.e., woven strand or strip material]
- Y10T442/3049—Including strand precoated with other than free metal or alloy
Definitions
- This invention relates to improved textile finishing materials, and methods of treating yarns and fabrics therewith.
- a further object of the invention is to provide a method of finishing fabrics which involves applying the finishing agent to the warp yarns prior to weaving, whereby the weaving operation is facilitated and a suitably finished fabric is obtained without further treatment.
- the yarn or fabric is treated with an aqueous solution or dispersion of an ammonium or amine salt of copolymerized styrene maleic anhydride and a polyamine, after which the yarn or fabric is heated.
- This causes the styrene maleic anhydride copolymer to react with the polyamine, thereby insolubilizing the resin so that most of it remains on the fabric after washing and provides a substantially permanent finish.
- the polyamines which may be used for the purposes of this invention include ethylene diamine, diethylene triamine, tetraethylene pentaamine, and the like.
- Suitable ammonium or amine salts of the copolymer include the salts of ammonia, 'guanidine, alkylamines, such as methyl, butyl and amyl amine, and quaternary ammonium hydroxides, such as phenyl trimethyl ammonium hydroxide.
- the solution or bath below 110 F. to avoid appreciable reaction taking place during the impregnation ofthe" fabric.
- the bath may be kept at somewhat higher temperatures for short periods without harmful effect.
- the fabric Upon removal from the bath, the fabric is heated at an elevated temperature until it is dry. Preferably, the fabric is heated at 250 to 300 F., but satisfactory results may be obtained at temperatures as low as 200 F.
- the concentration of the styrene maleic salt in the bath and the pick-up should be adjusted to 55 deposit on the fabric from 2 to 15% by weight of the styrene maleic salt, but preferably between about 4'and 7%.
- the polyamine is ordinarily added in amounts varying between and 30% on the weight of the styrene maleic salt,
- the copolymer of styrene and maleic anhydride used in accordance with this invention is a wellestablished product which may be prepared in several ways.
- One of the well-known methods is mass polymerization, which involves heating styrene and maleic anhydride at temperatures between about and 300 F. for several hours or more. Preferably, the materials are heated cautiously, as in a water bath.
- Another method which may be used is known as the solvent process which involves reacting the styrene and maleic anhydride at slightly elevated temperatures in the presence of a solvent which is capable of dissolving both the starting materials and the finished polymer, such as acetone.
- the copolymerization may be carried out in the presence of a catalyst, such as benzoyl peroxide.
- copolymer of styrene and maleic anhydride produced by either of the above or by any other well-known method of manufacture is soluble in acetone, but insoluble in alcohol or benzene, and forms water-soluble salts of ammonia or alkali metals.
- styrenes such as methyl or butyl styrene, chlorstyrene or the like, may be used to prepare copolymers which are soluble in dilute aqueous solutions of alkali or ammonia.
- maleic anhydride partially esterifled maleic anhydride, such as the half ester of isopropyl maleate may be used.
- copolymers of styrene. and maleic anhydride which have have been copolymerized with relatively small amounts of other unsaturated compounds, such as vinyl acetate, vinyl chloride, vinyl ethyl ether, indene, vinyl methyl ketone, acrylic esters and the like.
- Example I A solution of an ammonium salt of styrene maleic anhydride resin was prepared by mixing together 600 parts of styrene maleic anhydride, prepared by copolymerizing equimolecular quantitles of styrene and maleic anhydride at about 200 F. in a water bath, 400 parts of 26% NHiOH and 9000 parts of water. The resulting mixture was then heated to 200 to 212 F. with stirring, and maintained at this temperature until a uni- Instead of styrene, substituted form, somewhat viscous transparent solution resulted. This required about one hour. After cooling thesolution to about 100 F., ethylene diamine was added to the extent of about on the weight of the styrene maleic anhydride used.
- Heavy cotton sheeting was dipped in the bath prepared as described above, after which it was passed through a padder adjusted for 100% pickup.
- the bath was maintained at about 100 1''. during the treatment of the fabric to insure uniform penetration.
- the treated sheeting was then heated for about two and a half minutes on a tenter frame using hot air at 300 F.. at which time it was substantially dry.
- the dry sheeting was washed for one hour at the boil in a running suds, and was found to retain 82% of the deposited resin.
- Example II A solution of an ammonium salt of styrene maleic anhydride resin, containing 10% ethylene diamine was prepared as described in Example 1.
- the resulting solution was then poured into the size box of a slasher, after which. a warp of 18/single cotton yarn was passed through the solution and dried on dry cans in the usual manner, using 12 pounds of steam. The treated yarn was then rolled up on a beam and woven. Excellent weaving was obtained and the resulting fabric possessed a desirably stiffened finish which retained its stiffened character even after washing. Moreover, the fabric had an unusually smooth feel and did not dust out.
- Emmpie III Heavy cotton sheeting was dipped in the bath prepared as described above, after which it was passed through a padder adjusted for 100% pickup.
- the bath was maintained at about 100 F. during the treatment of the fabric to insure uniform penetration.
- the treated sheeting was then heated for about two and a half minutes on a tenter frame using hot air at 300 F., at the end of which time it was substantially dry.
- the dry sheeting was washed for one hour at the boil in a running suds, and was found to retain 85% of the deposited resin.
- Example IV A solution of an ammonium salt of styrene maleic anhydride resin was prepared as described in Example I, and diluted with an equal amount of water. To this was then added diethylene triamine in an amount sufficient to provide about 10% on the weight of the styrene maleic anhydride used. Spun viscose rayon was dipped in the resulting bath, after which it was passed through a padder adjusted for 100% pickup. The bath was maintained at about 100 F. during the treatment of the fabric to insure uniform penetration. The treated rayon was then heated for about two and a half minutes on dry cans maintained at about 240 1"., at the end of which time it was substantially dry. The resulting fabric was smooth and full and somewhat stiffened, and retained these characteristics after several washings.
- Example V I full and somewhat stiflened and retained these characteristics after washing.
- the reaction between the polymerized styrene maleic anhydride salt and the polyamine involves or consists of a cross linking between the polymer and the polyamine. It should be understood, however, that the invention is not predicated on this or any other similar theory, and regardless of the type of reaction which takes place the polymeric resin salt becomes insolubilized on the yarn or fabr'ic with the formation of a relatively'permanent size or finish. It should also be understood that the aqueous solutions referred to in the appended claims are intended to include aqueous dispersions, as it is possible that the ammonium or amine salts in the solution are actually present in the form of a colloidal dispersion.
- the method of finishing textile fabrics which comprises treating the fabric with an aqueous solution of alkylene polyamlne and a salt of copolymerized styrene maleic anhydride selected from the group consisting of ammonium salts and amine salts, said polyamine being added in amounts varying between 5 and 30% on the weight of said salt, and then drying the fabric, whereby said treating agents react to form an insoluble resin on the fabric.
- the method of finishing textile fabrics which comprises treating the fabric with an aqueous solution of an amine salt of copolymerized styrene maleic anhydride and an alkylene polyamine, said polyamine being added in amounts varying between 5 and 30% on the weight of said salt, and then drying the fabric, whereby said treating agents react to form an insoluble resin thereon.
- the method of finishing textile fabrics which comprises treating the fabric with an aqueous solution of an ammonium salt of copolymerized styrene maleic anhydride and an alkylene polyamine, said polyamine being added in amounts varying between 5 and 30% on the weight of said salt, and then drying the fabric, whereby said treating agents react to form an insoluble resin thereon.
- the method of finishing textile fabrics which comprises treating the fabric with an aqueous solution of an ammonium salt of copolymerized styrene maleic anhydride and ethylene diamine, said diamine being added in amounts varying between 5 and 30% on the weight of said salt, and then drying the fabric, whereby said treating agents react to form an insoluble resin thereon.
- the method of finishing textile fabrics which comprises treating the fabric with an aqueous solution of an ammonium salt of copolymerized styrene maleic anhydride and diethylene triamine, said triamine being added in amounts varying between 5 and 30% on the weight of said salt, and then drying the fabric, whereby said treating agents react to form an insoluble resin thereon.
- the method of finishing textile fabrics which comprises treating the fabric with an aqueous solution of an ammonium salt of copolymerized styrene maleic anhydride and tetraethylene pentaamine, said pentaamine being added in amounts varying between 5 and 30% on the weight of said salt, and then drying the fabric, whereby said treating agents react to form an insoluble resin thereon.
- the method of finishing textile fabrics which comprises treating the fabric with an aqueous solution of an ammonium salt of copolymerized styrene maleic anhydride and an alkylene polyamine, said salt being deposited on the fabric in amounts varying from 2 to by weight, said polyamine being added in amounts varying between 5 and 30% on the weight of said salt, and then drying the fabric, whereby said treating agents react to form an insoluble resin thereon.
- the method of preparing and finishing textile fabrics which comprises treating warp yarn with an aqueous solution of an alkylene polyamine and a salt of polymerized styrene maleic anhydride selected from the group consisting of ammonium salts and amine salts, said polyamine being added in amounts varying between 5 and 30% on the weight of said salt, then drying the yarn, whereby said treating agents react to form an insoluble resin thereon, and weaving the resulting yarn into a fabric.
- the method of sizing textile warp yarns which comprises treating said yarns with an aqueous solution of an alkylene polyamine and a salt of polymerized styrene maleic anhydride selected from the group consisting of ammonium salts and amine salts, said polyamine being added in amounts varying between 5 and 30% on the weight of said salt, and then drying the yarn, whereby said treating agents react to form an insoluble resin thereon.
- the method of finishing textile materials which comprises treating said material with an aqueous solution of an alkylene polyamine and a salt of a copolymer prepared by copolymerizing a substance selected from the group consisting of styrene and substituted styrenes with a substance selected from the group consisting of maleic anhydride and partial esters of maleic anhydride, said polyamine being added inamounts varying between 5 and 30% on the weight of said salt, said salt being selected from the group consisting of ammonium salts and amine salts, and then drying the treated material, whereby said treating agents react to form an insoluble resin thereon.
- a finishing composition for textile fibers 14.
- I yarns or fabrics which comprises an aqueous solution consisting of an alkylene polyamine and a salt of polymerized styrene maleic anhydride in water, said salt being selected from the group consisting of ammonium salts and amine salts, said polyamine being present in amounts varying between 5 and 30% on the weight of said salt.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Reinforced Plastic Materials (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BE469563D BE469563A (d) | 1945-12-01 | ||
US632284A US2469407A (en) | 1945-12-01 | 1945-12-01 | Treatment of textile materials |
GB33120/46A GB629097A (en) | 1945-12-01 | 1946-11-07 | Improvements in or relating to method of sizing or finishing textile materials, yarns and fabrics, and the finishing composition therefor |
FR936219D FR936219A (fr) | 1945-12-01 | 1946-11-20 | Perfectionnements apportés aux procédés d'encollage ou d'apprêtage des matièresou des fils textiles; matières textiles, tissus ou fils améliorés obtenus par lesprocédés précédédents et composition d'apparêtage utilisée avec le procédé perfectionné |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US632284A US2469407A (en) | 1945-12-01 | 1945-12-01 | Treatment of textile materials |
Publications (1)
Publication Number | Publication Date |
---|---|
US2469407A true US2469407A (en) | 1949-05-10 |
Family
ID=24534883
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US632284A Expired - Lifetime US2469407A (en) | 1945-12-01 | 1945-12-01 | Treatment of textile materials |
Country Status (4)
Country | Link |
---|---|
US (1) | US2469407A (d) |
BE (1) | BE469563A (d) |
FR (1) | FR936219A (d) |
GB (1) | GB629097A (d) |
Cited By (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2576915A (en) * | 1948-04-29 | 1951-12-04 | Monsanto Chemicals | Method of sizing yarns and composition therefor |
US2616867A (en) * | 1950-08-30 | 1952-11-04 | Monsanto Chemicals | Composition for and method of sizing yarns |
US2650172A (en) * | 1949-01-21 | 1953-08-25 | American Viscose Corp | Moistureproofing of nonfibrous cellulosic material |
US2651587A (en) * | 1947-06-02 | 1953-09-08 | Monsanto Chemicals | Treatment of textile materials |
US2848357A (en) * | 1954-12-15 | 1958-08-19 | Monsanto Chemicals | Aqueous terpolymer sized nylon yarns |
US2953477A (en) * | 1956-08-07 | 1960-09-20 | Exeter Mfg Company | Bias-cut woven glass fabric sized with a resinous material |
US3062686A (en) * | 1955-04-30 | 1962-11-06 | Bayer Ag | Process of treating textile with a copolymer and a cross-linking agent |
US3111425A (en) * | 1963-11-19 | Coating regenerated cellulose | ||
US3404979A (en) * | 1963-11-13 | 1968-10-08 | Lumiere Soc | Electrophotographic layers with polyamide binders and a process for their manufacture |
US3410720A (en) * | 1965-07-12 | 1968-11-12 | Monsanto Co | Modified textile material resistant to penetration by aqueous media |
US3981836A (en) * | 1964-10-29 | 1976-09-21 | Dan River Inc. | Yarn sizes, sizing treatments and resulting sized yarns |
US4189416A (en) * | 1968-08-27 | 1980-02-19 | Monsanto Company | Composition containing an aqueous solution of a mixed salt of an interpolymer of styrene/maleic anhydride/vinyl acetate |
US4248755A (en) * | 1979-09-14 | 1981-02-03 | Monsanto Company | Composition and method for sizing textiles |
US4508787A (en) * | 1980-12-17 | 1985-04-02 | The Standard Oil Company | Imidized surface protection for maleic anhydride interpolymer articles |
US5290849A (en) * | 1992-11-06 | 1994-03-01 | Monsanto Company | Polymer solution for sizing paper |
CN103243430A (zh) * | 2013-05-21 | 2013-08-14 | 海安县鑫荣纺织有限责任公司 | 一种棉纤维、苎麻纤维和铜氨纤维的混纺纱 |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IT1155437B (it) * | 1982-12-22 | 1987-01-28 | Montedison Spa | Fibre tessili di polimeri olefinici funzionalizzati e procedimento per la loro preparazione |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1976679A (en) * | 1930-05-26 | 1934-10-09 | Ig Farbenindustrie Ag | Production of dispersions |
US2047398A (en) * | 1930-06-26 | 1936-07-14 | Ig Farbenindustrie Ag | Artificial resins and process of making them |
US2275951A (en) * | 1938-10-12 | 1942-03-10 | British Rubber Prod Res | Treatment of rubber |
US2294651A (en) * | 1936-10-26 | 1942-09-01 | Hercules Powder Co Ltd | High-gloss coated material |
US2370362A (en) * | 1943-01-01 | 1945-02-27 | American Cyanamid Co | Finishing of cloth |
-
0
- BE BE469563D patent/BE469563A/xx unknown
-
1945
- 1945-12-01 US US632284A patent/US2469407A/en not_active Expired - Lifetime
-
1946
- 1946-11-07 GB GB33120/46A patent/GB629097A/en not_active Expired
- 1946-11-20 FR FR936219D patent/FR936219A/fr not_active Expired
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1976679A (en) * | 1930-05-26 | 1934-10-09 | Ig Farbenindustrie Ag | Production of dispersions |
US2047398A (en) * | 1930-06-26 | 1936-07-14 | Ig Farbenindustrie Ag | Artificial resins and process of making them |
US2294651A (en) * | 1936-10-26 | 1942-09-01 | Hercules Powder Co Ltd | High-gloss coated material |
US2275951A (en) * | 1938-10-12 | 1942-03-10 | British Rubber Prod Res | Treatment of rubber |
US2370362A (en) * | 1943-01-01 | 1945-02-27 | American Cyanamid Co | Finishing of cloth |
Cited By (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3111425A (en) * | 1963-11-19 | Coating regenerated cellulose | ||
US2651587A (en) * | 1947-06-02 | 1953-09-08 | Monsanto Chemicals | Treatment of textile materials |
US2576915A (en) * | 1948-04-29 | 1951-12-04 | Monsanto Chemicals | Method of sizing yarns and composition therefor |
US2650172A (en) * | 1949-01-21 | 1953-08-25 | American Viscose Corp | Moistureproofing of nonfibrous cellulosic material |
US2616867A (en) * | 1950-08-30 | 1952-11-04 | Monsanto Chemicals | Composition for and method of sizing yarns |
US2848357A (en) * | 1954-12-15 | 1958-08-19 | Monsanto Chemicals | Aqueous terpolymer sized nylon yarns |
US3062686A (en) * | 1955-04-30 | 1962-11-06 | Bayer Ag | Process of treating textile with a copolymer and a cross-linking agent |
US2953477A (en) * | 1956-08-07 | 1960-09-20 | Exeter Mfg Company | Bias-cut woven glass fabric sized with a resinous material |
US3404979A (en) * | 1963-11-13 | 1968-10-08 | Lumiere Soc | Electrophotographic layers with polyamide binders and a process for their manufacture |
US3981836A (en) * | 1964-10-29 | 1976-09-21 | Dan River Inc. | Yarn sizes, sizing treatments and resulting sized yarns |
US3410720A (en) * | 1965-07-12 | 1968-11-12 | Monsanto Co | Modified textile material resistant to penetration by aqueous media |
US4189416A (en) * | 1968-08-27 | 1980-02-19 | Monsanto Company | Composition containing an aqueous solution of a mixed salt of an interpolymer of styrene/maleic anhydride/vinyl acetate |
US4248755A (en) * | 1979-09-14 | 1981-02-03 | Monsanto Company | Composition and method for sizing textiles |
US4508787A (en) * | 1980-12-17 | 1985-04-02 | The Standard Oil Company | Imidized surface protection for maleic anhydride interpolymer articles |
US5290849A (en) * | 1992-11-06 | 1994-03-01 | Monsanto Company | Polymer solution for sizing paper |
CN103243430A (zh) * | 2013-05-21 | 2013-08-14 | 海安县鑫荣纺织有限责任公司 | 一种棉纤维、苎麻纤维和铜氨纤维的混纺纱 |
Also Published As
Publication number | Publication date |
---|---|
BE469563A (d) | 1900-01-01 |
FR936219A (fr) | 1948-07-13 |
GB629097A (en) | 1949-09-12 |
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