US3518184A - Textile fiber finish composition - Google Patents
Textile fiber finish composition Download PDFInfo
- Publication number
- US3518184A US3518184A US636009A US3518184DA US3518184A US 3518184 A US3518184 A US 3518184A US 636009 A US636009 A US 636009A US 3518184D A US3518184D A US 3518184DA US 3518184 A US3518184 A US 3518184A
- Authority
- US
- United States
- Prior art keywords
- weight
- fibers
- parts
- salt
- viscosity
- 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
- 239000000203 mixture Substances 0.000 title description 46
- 239000000835 fiber Substances 0.000 title description 40
- 239000004753 textile Substances 0.000 title description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 18
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 18
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 12
- 239000004952 Polyamide Substances 0.000 description 11
- 229920002647 polyamide Polymers 0.000 description 11
- 229910019142 PO4 Inorganic materials 0.000 description 10
- 239000002480 mineral oil Substances 0.000 description 10
- 235000021317 phosphate Nutrition 0.000 description 10
- -1 polyoxyethylene Polymers 0.000 description 10
- 150000003839 salts Chemical class 0.000 description 10
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 9
- 235000010446 mineral oil Nutrition 0.000 description 9
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 9
- 239000010452 phosphate Substances 0.000 description 9
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 9
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 8
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 8
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 8
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 8
- 239000005642 Oleic acid Substances 0.000 description 8
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 8
- 235000019483 Peanut oil Nutrition 0.000 description 8
- 239000000839 emulsion Substances 0.000 description 8
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 8
- 239000000312 peanut oil Substances 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 229910052783 alkali metal Inorganic materials 0.000 description 7
- 159000000000 sodium salts Chemical class 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 150000001340 alkali metals Chemical class 0.000 description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 6
- 230000003068 static effect Effects 0.000 description 6
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 239000007795 chemical reaction product Substances 0.000 description 5
- 150000005690 diesters Chemical class 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 238000013019 agitation Methods 0.000 description 4
- 150000003973 alkyl amines Chemical class 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 150000002889 oleic acids Chemical class 0.000 description 4
- 229920002302 Nylon 6,6 Polymers 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 2
- 229960004418 trolamine Drugs 0.000 description 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- HXDOZKJGKXYMEW-UHFFFAOYSA-N 4-ethylphenol Chemical compound CCC1=CC=C(O)C=C1 HXDOZKJGKXYMEW-UHFFFAOYSA-N 0.000 description 1
- BSFODEXXVBBYOC-UHFFFAOYSA-N 8-[4-(dimethylamino)butan-2-ylamino]quinolin-6-ol Chemical compound C1=CN=C2C(NC(CCN(C)C)C)=CC(O)=CC2=C1 BSFODEXXVBBYOC-UHFFFAOYSA-N 0.000 description 1
- GVNWZKBFMFUVNX-UHFFFAOYSA-N Adipamide Chemical compound NC(=O)CCCCC(N)=O GVNWZKBFMFUVNX-UHFFFAOYSA-N 0.000 description 1
- 235000017060 Arachis glabrata Nutrition 0.000 description 1
- 235000010777 Arachis hypogaea Nutrition 0.000 description 1
- 244000105624 Arachis hypogaea Species 0.000 description 1
- 235000018262 Arachis monticola Nutrition 0.000 description 1
- 244000148064 Enicostema verticillatum Species 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- 206010027626 Milia Diseases 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 239000006172 buffering agent Substances 0.000 description 1
- 238000009960 carding Methods 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 229920006240 drawn fiber Polymers 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 235000010292 orthophenyl phenol Nutrition 0.000 description 1
- 235000020232 peanut Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 1
- 229940096992 potassium oleate Drugs 0.000 description 1
- MLICVSDCCDDWMD-KVVVOXFISA-M potassium;(z)-octadec-9-enoate Chemical compound [K+].CCCCCCCC\C=C/CCCCCCCC([O-])=O MLICVSDCCDDWMD-KVVVOXFISA-M 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000008149 soap solution Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 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
- D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
-
- 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
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions
-
- 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
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2904—Staple length fiber
- Y10T428/2907—Staple length fiber with coating or impregnation
-
- 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
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
- Y10T428/2933—Coated or with bond, impregnation or core
- Y10T428/2964—Artificial fiber or filament
- Y10T428/2967—Synthetic resin or polymer
- Y10T428/2969—Polyamide, polyimide or polyester
Definitions
- a finish for polyamide staple fibers which comprises (a) a n-butyl monoether of a polyoxyalkylene glycol where the monoether has a viscosity of about 90 to 160 centipoises at 25 C.,
- a finish composition comprising about 40 to 50 parts of the n-butyl monoether of a polyoxyalkylene glycol having a viscosity of 90 to 160 centipoises at 25 C., said ether bein the reaction product of n-butanol and a mixture of ethylene oxide and 1,2 propylene oxide in a weight ratio of about 1:1; about 20 to 40 parts of the potassium salt of a mixture of phosphate monoesters and diesters of an alcohol having the formula wherein n is 3 to about 12.0 to 15.0 parts of mineral oil; about 4.0 to 6.0 parts of a sodium salt of sulfated peanut oil; and about 4.0 to 5.0 parts of an alkali metal and/ or amine salt of oleic acid.
- the above materials constitute the active ingredients of the compositions of this invention.
- additives such as buffering agents, tints, emulsification assistants, biocides and the like.
- the total amount of the additives should not exceed about 2% of the weight of the composition and preferably no individual additive will exceed about 1% of the total weight.
- the emulsion will be deposited on the fibers by passing them across the face of a roll rotating in a trough containing the emulsion so that the fibers have about 0.5 to 0.7 percent of the solids.
- application may be made by spraying or dipping and the like as known to those skilled in the art to produce the desired result.
- the fibers In the production of yarns from polyamide staple fibers, it is necessary that the fibers be workable, i.e., capable of movement with respect to neighboring fibers so that they may be carded, blended, drafted and the like. However, such movement should not be so readily obtained that a serious strength loss occurs. Consequently, fiber finishing compositions must provide a cohesive mass rather than slickened individual fibers. Further, this result, i.e., mass cohesion, must be obtained without any concomitant production of a material having a tacky or gummy nature. Moreover, the desired level of mass cohesion must be obtained after a heat treatment when the fibers are subjected to heat during and following drawing.
- a finish composition suitable for producing yarns from heat-treated polyamide staple fibers must possess thermal stability, lubricity, cohesion and antistatic characteristics without any one of these characteristics suffering unduly to provide an acceptable level for one of the others and that this combined result he achieved without any unacceptable consequence.
- the fibers are first carded into a web so as to open up the baled material. Due to this high degree of fiber working, appreciable static can be generated leading to a severe deterioration of carding performance due to clinging of the fibers to metal parts of the card, poor web formation and the like. Consequently, an antistatic material is needed.
- This invention is largely based on the discovery that a certain type of alkylene oxide condensate having a critical level of viscosity can be successfully compounded with an antistat to produce a novel blend suitable for use in the production of non-tacky carded webs having high cohesive strength and low static levels.
- the polyalkylene oxide condensate constitutes a major weight portion of the compositions of this invention and the viscosity of the condensate should be within the range of about to 160. In general, if the viscosity is too low, the cohesive strength of the web will be low; and, if the viscosity is too high, the workability of the fibers will be poor.
- the alkylene oxide condensate used in this invention is obtained by mixing about equal parts, by weight, of of ethylene oxide and propylene oxide which is then recacted with n-butanol to produce a monobuytl ether of the alkylene oxide reaction product to give an ether having an average molecular weight from about 1,000 to 1,500, preferably about 1,100 to 1,300.
- molecular weight is related to viscosity and since viscosity can be more meaningful when related to finish performance, it is viscosity that is of primary importance herein.
- the potassium salt of a phosphate ester is obtained by neutralizing the partial esters obtained by reacting phosphorus pentoxide with the aliphatic alcohol compound.
- the salt will be a mixture of the monoester and diester of the partial phosphates formed from the product obtained by condensing 4 mols of ethylene oxide with 1 mol of l-phenyl-l(4-hydroxyphenyl) ethane.
- Suitable mineral oils are any highly refined paraffinic based mineral oil having a viscosity of about 5 to centipoises at 25 C.
- the mineral oil will have a viscosity of about 10 centipoises at 25 C. to lower the high frictional properties contributed by the sulfated peanut oil salt.
- the salt of the sulfated peanut oil can be obtained by reacting sulfuric acid with the glycerides in peanut oil followed by neutralization with sodium hydroxide.
- the alkali metal salt of oleic acid employed in this invention is preferably the potassium salt.
- Lower alkyl amines and lower alkanol amines may be used as the salt former; however, a preferred amine salt is formed from triethanolamine and oleic acid. Mixtures of these two salts are a preferred embodiment.
- the fiber may be formed from any of the nylons but is preferably of polyhexamethylene adipamide.
- Freshly spun polyhexamethylene adipamide fibers are converged into a yarn bundle, the yarn bundle is passed over a roll coated with a finish composition, so as to deposit 0.6% of solids based on the Weight of the treated yarn, and the bundles combined into a tow havnig a denier of 580,000.
- the finish composition is prepared by mixing two separate components.
- the first component is made by mixing 598 grams of distilled water, 84.6 grams of a solution containing 45% potassium hydroxide and 193 grams of oleic acid at room temperature.
- To this soap solution is added, with agitation at room temperature, 191 pounds (86.7 kilograms) of a material obtained by condensing equal portions of ethylene oxide and oxy-1,2-propylene with n-butanol to form the monobutyl ether of polyoxyalkylene glycols having a viscosity of 155.8 centipoises at 250 C.
- the second component is prepared by mixing together 2416.5 pounds (1095 kilograms) of No. 50 mineral oil, 1132 pounds (514 kilograms) of the sodium salt of sulfated peanut oil (a commercial product containing about 23% of water), 97.2 pounds of diethylene gylcol (44 kilograms), 97.2 pounds (44 kilograms) of a solution containing 45%, by weight, of potassium hydroxide, 553 pounds (251 kilograms) of oleic acid, 209 pounds (95 kilograms) of triethanol amine, 209 pounds (95 kilograms) of a solution containing 40% of the sodium salt of o-phenylphenol, and 147 pounds (66.8 kilograms) of water.
- This mixture is heated to 60 C., stirred 30 minutes and then cooled to room temperature.
- This material is then used in the preparation of an aqueous emulsion by slowly adding it at a ratio of 111. 8 parts to 378.2 parts of water, with vigorous agitation, to give an emulsion having about solids.
- the fibers are partially drawn by the use of snubbing pins and drawing is completed, by passing the fibers over a hot plate heated to a temperature of 185 C., to a d.p.f. of 2.3.
- the drawn fibers pass directly into an oven having a roll at the far end for reversal of the tow.
- the tempera- 4 ture of the oven is 185 C. at the entry/ exit end and 195 C. at the roll end.
- the fibers are exposed to heat for a period of about 20 seconds.
- the fibers are cooled and cut into staple fibers 1.5 inches (3.8 centimeters) in length.
- the relatively smooth cylindrical staple fibers are then packaged by being compressed in a high-pressure baler so as to deform the filaments.
- the web When the staple fibers described above are carded into a web, the web has a static level of 0.5 millivolt of static electricity as measured by a Type 42W Electrostatic Locator manufactured by the Sunco Co. Inc. of Lansdale, Pa. In addition to a reduction in static level as compared to a similarly used commercial finish composition, an increase in web strength of over 20% is obtained.
- compositions failing to provide the advantages of this invention there may be mentioned (1) the composition obtained by removing the phosphate ester, and substituting a like amount of the alcohol from which it is prepared, from the finish composition described in the example, and (2) the composition obtained by substituting comparable amounts of a salt of an alkyl phosphate ester and the same alkylene oxide condensate having a viscosity of 64 centipoises at 25 C. for the phosphate and condensate of the example.
- a textile fiber finish composition which consists essentially of (a) about 40 to 50 parts by weight of the n-butyl monoether of a polyoxyalkylene glycol having a viscosity of to centipoises at 25 C., said ether being the reaction product of n-butanol and a mixture of ethylene oxide and 1,2-propylene oxide in a weight ratio of about 1:1;
- Polyamide fibers carrying about 0.2 to 1.0 percent based on the Weight of said polyamide of a composition having (a) about 40 to 50 parts by weight of the n-butyl monoether of a polyoxyalkylene ether having a viscosity of 90 to 160 centipoises at 25 C., said glycol being the reaction product of n-butanol and a mixture of ethylene oxide and 1,2-propylene oxide in a weight ratio of about 1:1,
- n is 3 to 5; (d) about 4.0 to 6.0 parts by Weight of a sodium salt (c) about 12.0 to 15.0 parts by weight of mineral oil; of Sulfated Peanut and (d) about 4.0 to 6.0 parts by weight of a sodium salt of about 51) Parts y Weight of an oleic acid sulfated peanut oil; and salt of an alkali metal, an amine selected from the (e) about 4 .0 to 5.0 parts by weight of an oleic acid group consisting of lower alkyl amines and lower salt of an alkali metal, n amine sele ted fr th alkanolamines or mixtures of oleic acid salts of said group consisting of lower alkyl amines and lower ali metal and Said aminealkanolamines or mixtures of oleic acid salts of said A p oce s fined in Claim 6 Where Said polyalkali metal and aid amin amide is polyhexamlethylene a
- glycol being 25 the reaction product of n-butanol and a mixture of HERBERTB GUYNN Primary Examiner ethylene oxide and 1,2-propylene oxide in a weight ratio of about 1:1; s CL (b) about 20 to 40 parts by weight of the potassium salt of a mixture of phosphate monoesters and di- 30 117 138-8 139-5; 252-8], 260.951
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US63600967A | 1967-05-04 | 1967-05-04 | |
NL6806168A NL6806168A (enrdf_load_stackoverflow) | 1967-05-04 | 1968-05-01 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3518184A true US3518184A (en) | 1970-06-30 |
Family
ID=26644324
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US636009D Pending USB636009I5 (enrdf_load_stackoverflow) | 1967-05-04 | ||
US636009A Expired - Lifetime US3518184A (en) | 1967-05-04 | 1967-05-04 | Textile fiber finish composition |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US636009D Pending USB636009I5 (enrdf_load_stackoverflow) | 1967-05-04 |
Country Status (2)
Country | Link |
---|---|
US (2) | US3518184A (enrdf_load_stackoverflow) |
NL (1) | NL6806168A (enrdf_load_stackoverflow) |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3658573A (en) * | 1969-04-08 | 1972-04-25 | Eastman Kodak Co | Support provided with antistatic layer |
US3855776A (en) * | 1971-06-22 | 1974-12-24 | Asahi Chemical Ind | Synthetic thermoplastic multifilament yarns |
US3925588A (en) * | 1974-04-01 | 1975-12-09 | Allied Chem | Production of polyester yarn |
US4069160A (en) * | 1975-01-20 | 1978-01-17 | Hoechst Fibers Industries, Division Of American Hoechst Corporation | Texturing finish for synthetic filaments |
US4144178A (en) * | 1977-08-12 | 1979-03-13 | Kao Soap Co., Ltd. | Composition for lubricating treatment of synthetic fibers |
US4169061A (en) * | 1976-04-22 | 1979-09-25 | Eastman Kodak Company | Fiber treating compositions |
US4442249A (en) * | 1982-10-07 | 1984-04-10 | Fiber Industries, Inc. | Partially oriented polyester yarn finish |
US4673439A (en) * | 1985-03-15 | 1987-06-16 | Mitsubishi Oil Co., Ltd. | Sizing agent for paper making |
US4816336A (en) * | 1986-04-04 | 1989-03-28 | Hoechst Celanese Corporation | Synthetic fiber having high neutralized alkyl phosphate ester finish level |
US5240743A (en) * | 1992-02-28 | 1993-08-31 | Henkel Corporation | Fiber finishing methods |
US5314718A (en) * | 1992-02-28 | 1994-05-24 | Henkel Corporation | Fiber finishing methods |
US5576470A (en) * | 1994-08-29 | 1996-11-19 | Henkel Corporation | Polyol esters of ether carboxylic acids and fiber finishing methods |
US5830240A (en) * | 1996-10-23 | 1998-11-03 | Solutia Inc. | Fibers and textile materials having enhanced dyeability and finish compositions used thereon |
US5944852A (en) * | 1996-10-23 | 1999-08-31 | Solutia Inc. | Dyeing process |
US6369159B1 (en) | 1987-05-13 | 2002-04-09 | Pdm Holdings Corp. | Antistatic plastic materials containing epihalohydrin polymers |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
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US2150568A (en) * | 1936-06-12 | 1939-03-14 | Celanese Corp | Textile material and method of making same |
US2407105A (en) * | 1944-01-05 | 1946-09-03 | Celanese Corp | High tenacity filamentary materials |
US2425755A (en) * | 1944-06-01 | 1947-08-19 | Carbide & Carbon Chem Corp | Mixtures of polyoxyalkylene monohydroxy compounds and methods of making such mixtures |
US2865855A (en) * | 1952-08-08 | 1958-12-23 | Du Pont | Textile treating composition |
US3170877A (en) * | 1961-12-21 | 1965-02-23 | Gen Aniline & Film Corp | Antistatic treating solution for polyacrylonitrile fibers and method |
-
0
- US US636009D patent/USB636009I5/en active Pending
-
1967
- 1967-05-04 US US636009A patent/US3518184A/en not_active Expired - Lifetime
-
1968
- 1968-05-01 NL NL6806168A patent/NL6806168A/xx unknown
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2150568A (en) * | 1936-06-12 | 1939-03-14 | Celanese Corp | Textile material and method of making same |
US2407105A (en) * | 1944-01-05 | 1946-09-03 | Celanese Corp | High tenacity filamentary materials |
US2425755A (en) * | 1944-06-01 | 1947-08-19 | Carbide & Carbon Chem Corp | Mixtures of polyoxyalkylene monohydroxy compounds and methods of making such mixtures |
US2865855A (en) * | 1952-08-08 | 1958-12-23 | Du Pont | Textile treating composition |
US3170877A (en) * | 1961-12-21 | 1965-02-23 | Gen Aniline & Film Corp | Antistatic treating solution for polyacrylonitrile fibers and method |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3658573A (en) * | 1969-04-08 | 1972-04-25 | Eastman Kodak Co | Support provided with antistatic layer |
US3855776A (en) * | 1971-06-22 | 1974-12-24 | Asahi Chemical Ind | Synthetic thermoplastic multifilament yarns |
US3925588A (en) * | 1974-04-01 | 1975-12-09 | Allied Chem | Production of polyester yarn |
US4069160A (en) * | 1975-01-20 | 1978-01-17 | Hoechst Fibers Industries, Division Of American Hoechst Corporation | Texturing finish for synthetic filaments |
US4169061A (en) * | 1976-04-22 | 1979-09-25 | Eastman Kodak Company | Fiber treating compositions |
US4144178A (en) * | 1977-08-12 | 1979-03-13 | Kao Soap Co., Ltd. | Composition for lubricating treatment of synthetic fibers |
US4442249A (en) * | 1982-10-07 | 1984-04-10 | Fiber Industries, Inc. | Partially oriented polyester yarn finish |
US4673439A (en) * | 1985-03-15 | 1987-06-16 | Mitsubishi Oil Co., Ltd. | Sizing agent for paper making |
US4816336A (en) * | 1986-04-04 | 1989-03-28 | Hoechst Celanese Corporation | Synthetic fiber having high neutralized alkyl phosphate ester finish level |
US6369159B1 (en) | 1987-05-13 | 2002-04-09 | Pdm Holdings Corp. | Antistatic plastic materials containing epihalohydrin polymers |
US5240743A (en) * | 1992-02-28 | 1993-08-31 | Henkel Corporation | Fiber finishing methods |
US5314718A (en) * | 1992-02-28 | 1994-05-24 | Henkel Corporation | Fiber finishing methods |
US5576470A (en) * | 1994-08-29 | 1996-11-19 | Henkel Corporation | Polyol esters of ether carboxylic acids and fiber finishing methods |
US5830240A (en) * | 1996-10-23 | 1998-11-03 | Solutia Inc. | Fibers and textile materials having enhanced dyeability and finish compositions used thereon |
US5944852A (en) * | 1996-10-23 | 1999-08-31 | Solutia Inc. | Dyeing process |
Also Published As
Publication number | Publication date |
---|---|
NL6806168A (enrdf_load_stackoverflow) | 1968-07-25 |
USB636009I5 (enrdf_load_stackoverflow) |
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