US3776766A - Process for improving the processing properties of polyester filaments and fibres - Google Patents
Process for improving the processing properties of polyester filaments and fibres Download PDFInfo
- Publication number
- US3776766A US3776766A US00199796A US3776766DA US3776766A US 3776766 A US3776766 A US 3776766A US 00199796 A US00199796 A US 00199796A US 3776766D A US3776766D A US 3776766DA US 3776766 A US3776766 A US 3776766A
- Authority
- US
- United States
- Prior art keywords
- filaments
- fibres
- polyester
- mole
- improving
- 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
- 238000000034 method Methods 0.000 title claims abstract description 15
- 229920000728 polyester Polymers 0.000 title abstract description 25
- 239000007864 aqueous solution Substances 0.000 claims abstract description 10
- 239000000839 emulsion Substances 0.000 claims abstract description 6
- 150000001875 compounds Chemical class 0.000 claims description 15
- 239000007859 condensation product Substances 0.000 abstract description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 8
- 235000014113 dietary fatty acids Nutrition 0.000 abstract description 3
- 229930195729 fatty acid Natural products 0.000 abstract description 3
- 239000000194 fatty acid Substances 0.000 abstract description 3
- 150000004665 fatty acids Chemical class 0.000 abstract description 3
- 239000000314 lubricant Substances 0.000 description 11
- 239000000047 product Substances 0.000 description 10
- 239000000835 fiber Substances 0.000 description 8
- 238000009987 spinning Methods 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 235000021355 Stearic acid Nutrition 0.000 description 6
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 6
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 6
- 239000008117 stearic acid Substances 0.000 description 6
- 239000010408 film Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- -1 alkene monocarboxylic acids Chemical class 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 230000001627 detrimental effect Effects 0.000 description 2
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- 244000144992 flock Species 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- 230000001050 lubricating effect Effects 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 229960001124 trientine Drugs 0.000 description 2
- RNAMYOYQYRYFQY-UHFFFAOYSA-N 2-(4,4-difluoropiperidin-1-yl)-6-methoxy-n-(1-propan-2-ylpiperidin-4-yl)-7-(3-pyrrolidin-1-ylpropoxy)quinazolin-4-amine Chemical compound N1=C(N2CCC(F)(F)CC2)N=C2C=C(OCCCN3CCCC3)C(OC)=CC2=C1NC1CCN(C(C)C)CC1 RNAMYOYQYRYFQY-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000009499 grossing Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000009940 knitting Methods 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 238000002074 melt spinning Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000007669 thermal treatment Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000009941 weaving Methods 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
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/53—Polyethers
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
- D01F6/62—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyesters
-
- 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
- ABSTRACT A process for improving the processing properties of polyester filaments by treating the freshly-spun filaments before being drawn with an aqueous solution or emulsion of a condensation product ot"1 mo]e of a 1,4-butane-diolpolyglycol ether and 2 moles of a fatty acid.
- Such oligomer compounds which may be contained in amounts of up to about percent in the polyester fibre materials, cause a number of interruptions in the processing of the polyester filaments or staple fibres.
- the oligomers which appear in form of deposits on the filaments or fibres may lead to bad running properties, de-
- oligomer constituents in processing operations including -a thermal treatment, such as for example the texturing of polyester filaments.
- a thermal treatment such as for example the texturing of polyester filaments.
- the existance of oligomer compounds has also detrimental effects, since any roughness of the surface of the curled material causes interruptions of operation and, moreover, an unsatisfactory appearance of the ready textile material.
- oligomer constituents also cause difficulties in the usual dyeing processes of polyester fibre materials.
- Sin'cethe oligomers generally .cannot be dyedfor example with dispersion dyestuffs, they appear on the dyed material as awhite dust, which is to be seen above all in the spinning and subsequent weaving and knitting process.
- the compounds of formula (I) to be used according to the invention may be prepared for example by esterification of 1' mole of an addition compound of 8 to 24 moles, preferably 10 to moles, of ethylene oxide to l'mole of butane-diol-( 1,4) with 2 moles of a straight Not only the elimination of the'oligomer compounds in the form of very fine dispersions easily to be washed off is obtained to -a' large-extent, but the.
- present process also causes the lubricating agentsaccording to the invention-to' produce on the-filaments" freed from the oligomersa thin film which ensuresa high sliding cawpacity.-
- the dynamic friction coefficient between the polyester filaments and fibres is reduced to such adegree that the oligomer portions protruding from the fibre surface in the form of points and elevations do not cause any further interruptions during processing.
- literof-the aqueous treatingbath there are generally I used about 2- to 18 g, preferably 3 to 12 g of-theseproducts/Acco'rding to the conditions of practice, there may be applied higher or lower concentrations.
- the prod- 'u'cts it is importantthat after the treatment according to the invention, acertain amount of at. least 0.05 percent of the product according to the invention is to be found onthe polyester fibres or filaments.
- the concen- 't'ration used of the'products and the way of application are generally chosen in the way thatthe amount applied ranges betweenabout 0.1 and 0.3 percent, calculated on the weight of the polyester filaments.
- the products according to the invention may be applied one time only or repeatedly, if desiredin different stages of'treatment'of the polyester filaments. lf desired, the products of formula l may be applied once more even'after' drawing, but before drying and before optionally steaming the polyester filaments.
- auxiliaries for example compounds having an antistatic effect, may be used together with the products of formula I.
- antistatic agents areabove all cationic products containing nitrogen, such as quarternated fatty acid amides or derivatives thereof.
- the filament cable was drawn as usual at 170 C in the ratio of 113.7.
- the cable was curled and cut to give a flock.
- the staple fibre lubricated thus obtained had an excellent handle and was characterized especially by a very low dynamic friction coefficient, i.e., by a low friction between fibre and metal.
- EXAMPLE 2 Immediately after leaving the spinning nozzle, a bundle of filaments of polyethylene terephthalate consisting of 300 single capillaries having a single titer of4 deniers were lubricated with an aqueous solution with the aid of rollers at 25 C.
- the solution contained per liter 0.3 percent by weight of a condensation product of 2 moles of lauric acid and 1 mole of the addition compound of moles of ethylene oxide to 1 mole of 1,4- butane-diol as well as 0.15 percent by weight of a condensation product methylated with dimethyl sulfate consisting of 1 mole of stearic acid and 1 mole of triethylene-tetramine.
- the film calculated on the anhydrous products was 0.2 percent by weight.
- the strands of 40 of these cans were jointly passed to a strand line and processed.
- the strands were passed to a heating zone with a speed of 20 m/min and drawn off with a transport speed of m/min at C. After drawing, the strands were treated once more with the above-mentioned solution of the lubricating agent, the film, calculated on the anhydrous agent, being 0.1 percent by weight.
- the lubricated staple fibre thus obtained had an excellent handle and permitted excellent processing in cotton spinning.
- the polyester filaments were lubricated with an aqueous solution, which contained per liter 0.35 percent by weight of a condensation product of 2 moles of oleic acid and 1 mole of an addition compound of 20 moles of ethylene oxide to 1 mole of 1,4-butane-diol as well as 0.15 per cent by weight of a condensation product methylated with dimethyl sulfate consisting of 1 mole of stearic acid and 1 mole of triethylene-tetramine.
- the film calculated on the anhydrous products was 0.23 percent by weight.
- a process for improving the processing properties of filaments and fibres made of linear polyesters which comprises treating the freshly-spun polyester filaments before being drawn, with an aqueous solution or emulsion, which contains as essential component a compound of the general formula wherein R,CO and R CO represent radicals of straightchained or branched alkane-or alkenemonocarboxylic acids having 12 to 22 carbon atoms and the total of n and m represent a number of from 8 to 24.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Artificial Filaments (AREA)
- Chemical Treatment Of Fibers During Manufacturing Processes (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2056695A DE2056695C3 (de) | 1970-11-18 | 1970-11-18 | Verfahren zur Verbesserung der verarbeitungstechnischen Eigenschaften von Polyesterfäden und -fasern |
Publications (1)
Publication Number | Publication Date |
---|---|
US3776766A true US3776766A (en) | 1973-12-04 |
Family
ID=5788460
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US00199796A Expired - Lifetime US3776766A (en) | 1970-11-18 | 1971-11-17 | Process for improving the processing properties of polyester filaments and fibres |
Country Status (12)
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3929847A (en) * | 1974-09-25 | 1975-12-30 | Eastman Kodak Co | Ether diester derivatives of p-dioxanone |
US3942532A (en) * | 1972-11-03 | 1976-03-09 | Ethicon, Inc. | Braided suture |
US4390647A (en) * | 1981-02-27 | 1983-06-28 | Ppg Industries, Inc. | Non-starch containing aqueous sizing composition for glass fibers and sized glass fibers for use in reinforcing elastomers |
US4461804A (en) * | 1981-05-29 | 1984-07-24 | Ppg Industries, Inc. | Aqueous sizing composition for glass fibers for use in producing a mat |
US20110107526A1 (en) * | 2006-05-16 | 2011-05-12 | Nicca Chemical Co., Ltd. | Oligomer removing agent for polyester-based fiber material |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2710640C3 (de) * | 1977-03-11 | 1979-08-30 | Hoechst Ag, 6000 Frankfurt | Verfahren zur Verbesserung der spinnereitechnischen Laufeigenschaften von linearem Polyestermaterial |
EP0327091A3 (de) * | 1988-02-03 | 1991-05-08 | DR. TH. BÖHME KG CHEM. FABRIK GMBH & CO. | Verfahren zur Optimierung der Laufeigenschaften synthetischer Garne bei Lufttexturierprozessen |
Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1970578A (en) * | 1930-11-29 | 1934-08-21 | Ig Farbenindustrie Ag | Assistants for the textile and related industries |
US2820815A (en) * | 1954-04-08 | 1958-01-21 | Exxon Research Engineering Co | Synthetic lubricating compositions and process for their preparation |
US2920980A (en) * | 1956-03-28 | 1960-01-12 | Du Pont | Finishing fabrics |
US3113369A (en) * | 1960-05-02 | 1963-12-10 | Monsanto Chemicals | Yarn manufacture and products obtained thereby |
US3406208A (en) * | 1962-05-17 | 1968-10-15 | Henkel & Compagnie G M B H | Polyglycol ethers suitable for detergent preparations, and process for preparing the same |
US3423809A (en) * | 1967-11-15 | 1969-01-28 | Du Pont | Process for forming differential shrinkage bulked yarn |
US3433008A (en) * | 1965-11-19 | 1969-03-18 | Du Pont | Bulked yarn |
US3563892A (en) * | 1967-06-12 | 1971-02-16 | Du Pont | Textile-treating composition and process |
US3694257A (en) * | 1970-07-20 | 1972-09-26 | Emery Industries Inc | Polyester compositions and their use as textile assistants |
-
1970
- 1970-11-18 DE DE2056695A patent/DE2056695C3/de not_active Expired
-
1971
- 1971-11-12 NL NL7115575.A patent/NL166508C/xx not_active IP Right Cessation
- 1971-11-15 CH CH1662771A patent/CH527282A/de not_active IP Right Cessation
- 1971-11-16 IT IT31177/71A patent/IT940629B/it active
- 1971-11-16 AT AT988871A patent/AT331760B/de not_active IP Right Cessation
- 1971-11-17 FR FR7141153A patent/FR2114807A5/fr not_active Expired
- 1971-11-17 GB GB5339171A patent/GB1357036A/en not_active Expired
- 1971-11-17 CA CA127,865A patent/CA964425A/en not_active Expired
- 1971-11-17 BR BR7657/71A patent/BR7107657D0/pt unknown
- 1971-11-17 US US00199796A patent/US3776766A/en not_active Expired - Lifetime
- 1971-11-18 SU SU1715339A patent/SU436501A3/ru active
- 1971-11-18 BE BE775508A patent/BE775508A/xx unknown
Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1970578A (en) * | 1930-11-29 | 1934-08-21 | Ig Farbenindustrie Ag | Assistants for the textile and related industries |
US2820815A (en) * | 1954-04-08 | 1958-01-21 | Exxon Research Engineering Co | Synthetic lubricating compositions and process for their preparation |
US2920980A (en) * | 1956-03-28 | 1960-01-12 | Du Pont | Finishing fabrics |
US3113369A (en) * | 1960-05-02 | 1963-12-10 | Monsanto Chemicals | Yarn manufacture and products obtained thereby |
US3406208A (en) * | 1962-05-17 | 1968-10-15 | Henkel & Compagnie G M B H | Polyglycol ethers suitable for detergent preparations, and process for preparing the same |
US3433008A (en) * | 1965-11-19 | 1969-03-18 | Du Pont | Bulked yarn |
US3563892A (en) * | 1967-06-12 | 1971-02-16 | Du Pont | Textile-treating composition and process |
US3423809A (en) * | 1967-11-15 | 1969-01-28 | Du Pont | Process for forming differential shrinkage bulked yarn |
US3694257A (en) * | 1970-07-20 | 1972-09-26 | Emery Industries Inc | Polyester compositions and their use as textile assistants |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3942532A (en) * | 1972-11-03 | 1976-03-09 | Ethicon, Inc. | Braided suture |
US3929847A (en) * | 1974-09-25 | 1975-12-30 | Eastman Kodak Co | Ether diester derivatives of p-dioxanone |
US4390647A (en) * | 1981-02-27 | 1983-06-28 | Ppg Industries, Inc. | Non-starch containing aqueous sizing composition for glass fibers and sized glass fibers for use in reinforcing elastomers |
US4461804A (en) * | 1981-05-29 | 1984-07-24 | Ppg Industries, Inc. | Aqueous sizing composition for glass fibers for use in producing a mat |
US20110107526A1 (en) * | 2006-05-16 | 2011-05-12 | Nicca Chemical Co., Ltd. | Oligomer removing agent for polyester-based fiber material |
US8324338B2 (en) | 2006-05-16 | 2012-12-04 | Nicca Chemical Co., Ltd. | Oligomer removing agent for polyester-based fiber material |
Also Published As
Publication number | Publication date |
---|---|
AT331760B (de) | 1976-08-25 |
NL166508B (nl) | 1981-03-16 |
DE2056695C3 (de) | 1976-01-08 |
IT940629B (it) | 1973-02-20 |
CH527282A (de) | 1972-10-13 |
ATA988871A (de) | 1975-12-15 |
GB1357036A (en) | 1974-06-19 |
CH1662771A4 (enrdf_load_stackoverflow) | 1972-10-13 |
CA964425A (en) | 1975-03-18 |
SU436501A3 (ru) | 1974-07-15 |
BR7107657D0 (pt) | 1973-03-29 |
DE2056695A1 (de) | 1972-05-31 |
NL166508C (nl) | 1981-08-17 |
DE2056695B2 (de) | 1973-05-10 |
NL7115575A (enrdf_load_stackoverflow) | 1972-05-23 |
FR2114807A5 (enrdf_load_stackoverflow) | 1972-06-30 |
BE775508A (fr) | 1972-05-18 |
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