US3190718A - Process of heat treating a tow of polyester filaments while under tension to modify the properties thereof - Google Patents
Process of heat treating a tow of polyester filaments while under tension to modify the properties thereof Download PDFInfo
- Publication number
- US3190718A US3190718A US25249A US2524960A US3190718A US 3190718 A US3190718 A US 3190718A US 25249 A US25249 A US 25249A US 2524960 A US2524960 A US 2524960A US 3190718 A US3190718 A US 3190718A
- Authority
- US
- United States
- Prior art keywords
- tow
- polyester
- filaments
- treating agent
- polyethylene glycol
- 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
- 229920000728 polyester Polymers 0.000 title claims description 40
- 238000000034 method Methods 0.000 title claims description 16
- 230000008569 process Effects 0.000 title claims description 15
- 229920001515 polyalkylene glycol Polymers 0.000 claims description 15
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 claims description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 11
- 239000004348 Glyceryl diacetate Substances 0.000 claims description 6
- 235000019443 glyceryl diacetate Nutrition 0.000 claims description 6
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 6
- 229910019142 PO4 Inorganic materials 0.000 claims description 5
- 239000010452 phosphate Substances 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 description 33
- -1 polyethylene terephthalate Polymers 0.000 description 29
- 239000002202 Polyethylene glycol Substances 0.000 description 20
- 238000010438 heat treatment Methods 0.000 description 20
- 229920001223 polyethylene glycol Polymers 0.000 description 20
- 239000004744 fabric Substances 0.000 description 17
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 16
- 239000000835 fiber Substances 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 239000007864 aqueous solution Substances 0.000 description 13
- 239000000975 dye Substances 0.000 description 12
- 239000000463 material Substances 0.000 description 12
- 238000001035 drying Methods 0.000 description 11
- 238000004043 dyeing Methods 0.000 description 11
- 239000007788 liquid Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 230000006872 improvement Effects 0.000 description 8
- 150000002148 esters Chemical class 0.000 description 7
- 229920000139 polyethylene terephthalate Polymers 0.000 description 6
- 239000005020 polyethylene terephthalate Substances 0.000 description 6
- 238000011282 treatment Methods 0.000 description 6
- 238000009835 boiling Methods 0.000 description 4
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- 235000021317 phosphate Nutrition 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 210000002268 wool Anatomy 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 229940057847 polyethylene glycol 600 Drugs 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- DVCMHLZPRDGHKK-UHFFFAOYSA-N 1-amino-4-hydroxy-2-(2-methoxyethoxy)anthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=C(N)C(OCCOC)=CC(O)=C3C(=O)C2=C1 DVCMHLZPRDGHKK-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 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
- 230000009471 action Effects 0.000 description 2
- 238000004581 coalescence Methods 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 229920002113 octoxynol Polymers 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 238000009991 scouring Methods 0.000 description 2
- 238000010008 shearing Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 2
- LINPIYWFGCPVIE-UHFFFAOYSA-N 2,4,6-trichlorophenol Chemical compound OC1=C(Cl)C=C(Cl)C=C1Cl LINPIYWFGCPVIE-UHFFFAOYSA-N 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
- 239000005695 Ammonium acetate Substances 0.000 description 1
- 238000012935 Averaging Methods 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- UXDDRFCJKNROTO-UHFFFAOYSA-N Glycerol 1,2-diacetate Chemical compound CC(=O)OCC(CO)OC(C)=O UXDDRFCJKNROTO-UHFFFAOYSA-N 0.000 description 1
- 241000405147 Hermes Species 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229940043376 ammonium acetate Drugs 0.000 description 1
- 235000019257 ammonium acetate Nutrition 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 238000010000 carbonizing Methods 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 238000010001 crabbing Methods 0.000 description 1
- 238000010026 decatizing Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- SHFGJEQAOUMGJM-UHFFFAOYSA-N dialuminum dipotassium disodium dioxosilane iron(3+) oxocalcium oxomagnesium oxygen(2-) Chemical compound [O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[Na+].[Na+].[Al+3].[Al+3].[K+].[K+].[Fe+3].[Fe+3].O=[Mg].O=[Ca].O=[Si]=O SHFGJEQAOUMGJM-UHFFFAOYSA-N 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000005108 dry cleaning Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- ACGUYXCXAPNIKK-UHFFFAOYSA-N hexachlorophene Chemical compound OC1=C(Cl)C=C(Cl)C(Cl)=C1CC1=C(O)C(Cl)=CC(Cl)=C1Cl ACGUYXCXAPNIKK-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N hydrochloric acid Substances Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229940113115 polyethylene glycol 200 Drugs 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 230000003313 weakening effect Effects 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
-
- 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
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
- D06P1/613—Polyethers without nitrogen
- D06P1/6138—Polymerisation products of glycols, e.g. Carbowax, Pluronics
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/642—Compounds containing nitrogen
- D06P1/645—Aliphatic, araliphatic or cycloaliphatic compounds containing amino groups
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/651—Compounds without nitrogen
- D06P1/65106—Oxygen-containing compounds
- D06P1/65118—Compounds containing hydroxyl groups
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/651—Compounds without nitrogen
- D06P1/65106—Oxygen-containing compounds
- D06P1/65125—Compounds containing ester groups
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/667—Organo-phosphorus compounds
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/54—Polyesters using dispersed dyestuffs
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P7/00—Dyeing or printing processes combined with mechanical treatment
- D06P7/005—Dyeing combined with texturising or drawing treatments
-
- 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
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/922—Polyester fiber
-
- 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
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/93—Pretreatment before dyeing
Definitions
- the present invention relates to a novel process for improving the properties of polyester filamentary material.
- polyester filamentary material has many desirable properties, it sufiers from a proneness to pilling. it also suffers from poor dyeability sometimes so proncunced that even with carriers and/or accelerants dyeing is very slow. This slow dyeing limits the dyeing processes and types of blends which may be employed.
- a treating agent is applied to a tow of polyester filaments, advantageously as an aqueous solution although it may be undiluted or suspended or dissolved in other media.
- polyester-treating agent is defined as follows: The substance being tested is dissolved to a 25% concentration in a volatile solvent which is inert to it and the polyethylene terephthalate, e.g., water or alcohol The solution is padded to a pick-up of 40%, i.e., an add-on of 10%, on a tow of 3 denier polyethylene terephthalate filaments of inherent viscosity of 0.64 (as determined at 25 C. at 0.1% concentration in 10/7 phenol/2,4,6-trichlorophenol) which were previously drawn at a ratio of 4.421 in steam and stabilized at 275 F. in relaxed condition.
- a volatile solvent which is inert to it and the polyethylene terephthalate, e.g., water or alcohol
- the solution is padded to a pick-up of 40%, i.e., an add-on of 10%, on a tow of 3 denier polyethylene terephthalate filaments of inherent viscosity of 0.64 (as determined at
- the padded tow is dried in air until the solvent content is less than 10% of the dry tow weight.
- the tow is placed on a metal plate at 450 F. and a second plate at 450 F. is placed on the tow.
- the tow is removed from the plates and dyed for 1 hour at 200 F. in 100 times its weight of a 5% dispersion in water of Latyl Cerise B which is designated as Disperse Red 59 in Part I of the Second Edition of the Colour Index.
- the starting tow picks up about 0.3% of dye. If, after the treatment just described, the tow picks up at least 0.4% and preferably at least 0.6% by weight of dye, the test substance is a treating agent as employed herein.
- the treating agent is preferably applied at about room temperature although higher or lower temperatures may be employed, elevated temperatures facilitating penetration into the individual fibers. Wetting agents may also be presenuif desired.
- the application of treating agent and further processing thereof may be effected continuously directly following formation of the tow.
- the treating agent is advantageously a hydroxylated organic compound, e.g., diacetone alcohol, diacetin (glycerine diacetate), monoethanolamine, alkylene glycol ethers such as butyl carbitol, and the like, and preferably a polyhydric alcohol such as a polyhydroxyalkyl amine or a polyalkylene glycol, or an ether or ester thereof, e.g., the mono hydrochloric acid ester of 9" polyethylene glycol having the formula H(C H O) Cl.
- a hydroxylated organic compound e.g., diacetone alcohol, diacetin (glycerine diacetate), monoethanolamine, alkylene glycol ethers such as butyl carbitol, and the like
- a polyhydric alcohol such as a polyhydroxyalkyl amine or a polyalkylene glycol, or an ether or ester thereof, e.g., the mono hydrochloric acid ester of 9" polyethylene
- the treating agent is of low volatility
- polyethylene glycol 600 average molecular weight of 600
- polyethylene glycol 200 is much more volatile and when used in a process operating at atmospheric pressure tends to volatilize to such an extent during high temperature heat treatment that little if any improvement is obtained. It will be understood that while it is most advantageous to carry out the heat treatment at atmospheric pressure, one may also use superatmospheric pressures which will retain more volatile agents, although the use of such pressures will increase the cost and difiiculty of treatment.
- the tow advantageosuly comprises a bundle of more than about 100 continuous filaments and preferably more than about 50,000 filaments.
- the denier per filament may be 0.5 or less and may range upward to 50 or more.
- the polyester filamentary material comprises a linear polyester wherein the preponderance of polymer linkages are ester. While some or all of the monomeric units may be hydroxycarboxylic acids such as glycolic acid, preferably the monomeric units are dicarboxylic acids and dihydric alcohols.
- the dicarboxylic acids may be aliphatic and/or substituted but preferably they comprise aromatic dicarboxylic acids such as phthalic, isophthalic and especially terephthalic acid. A small proportion of sulfonic acid or other dyeattracting functional groups may be present, if desired.
- the dihydric alcohols of the polyesters are preferably lower alkylene glycols such as ethylene glycol although polyalkylene glycols or other dihydric alcohols such as dimethylal cyclohexane or the like may be employed.
- the dihydric alcohol may contain dye-receptive functional groups.
- the inherent viscosity in filaments of the polyester as determined at 78 F. at 0.1% concentration, in 10/7 phenol/2,4,6-trichlorophenol advantageously exceeds about 0.3 and preferably exceeds about 0.6.
- the invention greatest advantage with polyesters which are diflicult to dye and suffer from pilling, e.g., polyethylene terephthalate having an intrinsic viscosity in excess of 0.6, and the invention will be further described with reference thereto.
- the application to the tow of the treating agent is advantageously elfected by padding a continuously running tow although spraying, immersion, or-other techniques whidh ensure a substantially uniform deposit of the treating agent on the filament surfaces may also be employed.
- the treating agent is a poly-hydroxyalkyl amine such as triethanolamine it is advantageously employed at a concentration in water of about 1 to 30% and preferably about 5 to 10% since higher concentrations do not result in proportionately greater improvement. It is applied to an add-on of about 0.5 to 100% and pref rably about 1 to 10% of triethanolarnine on polyester Weight.
- the concentration and pick-up of solution by the tow will of course be adjusted to arrive at the desired ultimate add-on.
- polyalkylene glycol or an ether or ester thereof such as polyethylene glycol
- a concentration in water of about 5 to 80% and preferably about 10 to 30%.
- a concentration of about 20% of polyethylene glycol of molecular Weight 600 is especially useful since due to its low viscosity the pick- While bundles of feW' filaments and even monofilaments can be treated successshows its up of solution on weight of fiber is low while the improving action is high.
- the add-on of polyethylene glycol generally ranges from about 1 to 100% and preferably about 5 to of the polyester weight.
- the average molecular weight of the polyethylene glycol generally ranges from about 350 to 15,000 and preferably from about 500 to 1000 for maximum improvement and ease of processing.
- Other poly-lower alkylene glycols and their derivatives give comparable improvements.
- the pH of the solution of treating agent may range from about-2 0t 12 or even more widely but preferably is approximately neutral, e.g., about 6 to 8.
- any water, or other solvent for the treating agent, which may be on the tow is removed, as by drying, prior to the heat treatment; the drying can be carried out before, after or simultaneously with a drawing operation. Even if the tow hasbeen drawn prior to application of aqueous treating agent it is desirable, though not essential, that it be dried plror to heat treament. Conveniently the drying is carried out continuously following padding. Advantageously drying is effected without tension, i.e., permitting free shrinkage. If the tow is undrawn advantageously drying is effected below about 250 F. using hot air rather than ahot contact surface. If the tow has not previously been drawn it should now be drawn, preferably under conditions which induce crystallization. The presence of the treating agent facilitates drawing.
- the tow is then subjected to heat treatment while under tension, preferably with all filaments under substantially equal tension.
- the tension should extend to all portions of the tow being heat treated as contrasted, for ex ample, with ordinary woven fabric in which tension applied at the fabric edges will not be transmitted to the center because of the weave.
- the use of tension surprisingly avoids coalescence between adjacent filaments which sometimes occurs during identical heat treatments but in the absence of tension.
- Thetension also prevents excessive loss of tenacity, production of material having nonuniform physical properties and excessive uncontrolled shrinkage with attendant denier increase.
- the tension can be just sufficient to prevent significant shrinkage or it can be if such magnitude as to produce drawing, e.g., to stretch the tow by about 1 to 40% and preferably by about 15 to 25%.
- tow which was drawn prior to ap plication of treating agent may be permitted to shrink as much as about 5% during heat treatment; even when shrinking the tow is under considerable tension since it would shrink about if untensioned.
- the tow is flattened out while being heat treated so that even though some filaments may overlap one another all are sufficiently close to the heating agent to be acted upon to the same degree, i.e., so that each filament is uniformly heat treated along its length and all are similarly treated.
- the flattening of the tow can be achieved by passing it between spaced pairs of rolls with little or no space between the rolls of each pair. It can also be effected by passage about a roll or curved plate.
- the heating agent may be hot air or a heated contact surface such as hot cans or a plate which also serves to'effect the tow flattening. Other ways in which heat treatment can be effected include passage through molten metal or. other inert fluid at suitable temperatures.
- the heating agent comprises one or a pair of opposedhot plates spaced only a short distance from the running tow, heat transfer being effected primarily by radiation and somewhat by convection; this type of heat treating apparatus permits the shortest treatment time and allows he greatest amount of stretch and improvement in pillresistance for a given degree of improvement in dyeability.
- the heat treatment is carried out for a time sufficient to bring the tow temperature to about 390 to 430 F.
- the temperature of the heat source will of course be somewhat higher, the exact temperature dilfcrential depending upon the time and type of heating.
- the time during which the tow temperature exceeds 390 F. should be as short as possible, e.g., less than a minute.
- a dwell time of 5 seconds or less has proven sufficient. Excessive time and/ or temperature of the heat treatment may result in degradation, embrittlement and weakening of the filaments, and in coalescence of the filaments where they contact one another.
- the tow may be scoured or solvent-extracted to recover the treating agent or the agent may be left on. In either event the improved dyeability is not impaired. Subsequent setting treatments such as pleat setting or heat treatment will not reduce the dyeability of the product.
- the individual fibers of the novel product are each made up of a network of crystalline regions in which network there are localized highly porous non-crystalline regions of lower density than the non-crystalline regions of a material treated identically except for the absence of treating agent. These non-crystalline regions of the novel product are more accessible to dyes.
- This structure is produced by having the treating agent present prior to and during crystallization. The treating agent is believed to solvate the polar sites for intermolecular attraction and thereby to permit greater mobility of the chain segments which may be responsible for easier and perhaps greater crystallization.
- the treating agent is squeezed out of the crystalline regions into the non-crystalline or amorphous regions which are less dense especially in view of the localized high concentration of treating agent.
- This lower density is responsible for greater mobility of the non-crystalline sections of the molecules in the amorphous regions as evidenced by a reducton in the glass transition temperature of the product as compared with a water-treated control.
- This reduced density, or greater porosity enhanced by the further increase in porosity when the treating agent is washed out as in scouring or dyeing, renders the filaments more accessible for inward diffusion of dye.
- the polyethylene glycol, tension-heat treated product is characterized by a higher moisture regain than a oncedrawn tow which has not been treated with polyethylene glycol.
- a caustic or soda ash boil of the novel product produces a somewhat greater weight loss than similar boiling of other, convent1onal polyesters.
- the novel product is degraded to a somewhat greater extent by ultraviolet light than a control treated identically except that the pad liquor applied to the tow was water rather than aqueous polyethylene glycol, forexample.
- the novel products are characterized by improved pilling resistance.
- the product when blended 55/45 with wool, woven into a tropical worsted construction and sheared once exhibits a pilling rating of 4 (slight) on the Random Tumble Filling Tester (ASTMD1375).
- This improved pilllng resistance is believed due to the low loop toughness e.g. below about 0.4 and preferably below about 0.25 gram per denier. Nonetheless the filaments often have .a high (straight) tenacity, at least about 4 and preferably at least about 5 grams per denier, and a high (Straight) elongation, at least about 12%, and preferably at least about 15%. While some commercial polyesters also exhibit low loop toughness, this is usually accomplished only at sacrifice of straight properties.
- Loop toughness is one half the product of loop tenacity and loop elongation, measured on 3 denier sample at a gauge length of 1 inch and a rate of cross-head travel of 0.6 inch shrinkage in per minute.
- convention-a1 polyester filaments which have been highly drawn to develop high ten-acities generally tend to be dyeable only with difficul-ty employing a carrier or accelerant
- the novel filaments in spite of their high tenacities are readily dyeable without accelerant or carrier which has little or no eifect on their dyeability.
- the expression readily dyeable has reference to the ability of the polyester to uniformly and deeply, rather than merely being ring dyed,- as can be determined by dyeing for 3 hours at 95 C.
- Polyester Blue B.L.F. which has the formula OH (H) OH at a liquorratio of :11.
- the abrasion resistance of the novelproducts compares favorably with conventional polyesters as contrasted with polyesters which have been modified otherwise than in accordance with the present invention to improve dyea'bility.
- Example I A tow made up of 75,000 continuous filaments of polyethylene terephthalate averaging about 3 denier per fil, 4.6 grams tow having previously been stretched at a draw ratio of 4.41:1 while moving past a jet of steam at 220 F. and stabilized at 275 F, is run continuously at the rate of 50 feet per minute through a trough containing a 20% by Weight aqueous solution of polyethylene glycol (average molecular weight of 600) at room temperature. The tow is squeezed to a liquid pick up of based on its dry weight. The tow is run in relaxed condition through an oven where in 5 minutes it is dried by hot air at 300 F. to 9% add-on on the tow dry weight.
- the tow will behave as though never treated. Even if the treating agent is not washed off, the tow at this stage will dye just as though the treating agent had been added to a conventional dyebath, i.e., there may be a slight accelerant action but it will nowwhere approach the improvements produced by further treatment as set forth hereinafter.
- col is pulled through a hot air zone maintained at about 445 F. (a peak tow temperature of about 425 F.) the dwell time being 35 seconds.
- the rolls which feed the tow to the hot air zone are braked sufiicien-tly to allow only 3% the tow length.
- the tow is scoured at 180 F. with 0.5% aqueous solution of a non-ionic surface active agent such as Triton X 100, (an alkylaryl polyether alcohol) and dried on an apron at 250
- Triton X 100 an alkylaryl polyether alcohol
- the loop physicals of the filaments are reduced from initial values of 4.1 grams per denier and 37% elongation to 2.9 grams per denier and 14% elongation; the modulus, however, is increased from 31 to grams per denier.
- the novel tow isstufiing box crimped and cut into a loose mass of staple fibers whch are blended with wool to produce a /45 by weight polyester/wool yarn. No static problem is encountered with the polyester staple the dry tow carrying the polyethylene glybe dyed rapidly,
- the yarn is woven into a tropical worsted construction which is prepared for dyeing in conventional manner, e.g., by crabbing, scouring, carbonizing, dyeing, drying, shearing, pressing and decatizing.
- the fabric need not be The fabric is dyed in a dye beck at 95 C. for 3 hours employing in a liquor ratio of 30:1 a bath containing 0.5 gram per liter of Tamol N (neutral sodium salt of a complex condensed aryl organic acid) as dispersing agent, 3% on fabric weight of Polyester Blue B.L.-F., 1% on fabric weight of C-ibalan Blue BL (1958 Colour Index No. 15075) and 3% on fabric weight of ammonium acetate.
- Tamol N neutral sodium salt of a complex condensed aryl organic acid
- the fabric is rinsed in warm water, washed for 20 minutes at 140 F. with water containing 0.5 gram per liter of soap and 0.5 grant per liter of Tamol N, rinsed in warm water, rinsed in cold water, and dried.
- the fabric shrinks about 3% in dyeing, which is much less than a similar control fabric wherein the polyester fibers did not receive the polyethylene glycol and heat treatments.
- the fabric is uniformly dyed a dark blue with good wet-and lightfastness, with good resistance to dry-cleaning solvents and with good penetration as evidenced by uniform distribution or" the dye throughout the cross-section of the polyester fibers.
- the control fabric is dyed only a light shade, with the dye concentrated near he surface rather than throughout the polyester fiber; it is of poor wetand lightfastness. If the control fabric is dyed using an accelerant and a 3-bath system in an effort to approximate the advantages achieved by l-bath dyeing of this novel material, the
- the pilli-ng resistance of the novel fabric after two shearings is 2-3 units higher than the control fabric.
- Example H Substantia'llyidentical results are achieved if 'Example I is repeated with the sole difference being that the heat treatment is effected by passing the tow over a series of hot cans heated internally to produce a surfa'cetemperature of about 450 F., the duration of treatment being 3, seconds.
- Example 111 Polyethylene terephthalate having an intrinsicviscosity of 0.67 is melt spun at 285 C. in conventional manner to produce an undrawn tow of 35,000 total denier.
- the filaments are padded with 20% aqueous solution of polyethylene glycol 600 at F, expressed to a liquid pick up of 30% by weight and dried relaxed in loop form in a hot air oven at 180 F. for 10 minutes, whereupon they shrink about 15%.
- the filaments are then stretched by draw rolls at a 4.9:1 draw ratio, stretching being eir'ected while the filaments pass between a pair of spaced plates maintained at 250 F.
- T he plates are spaced sutficiently so that the filaments do not directly contact the plates; the speed of the tow is such that the residence time between the plates is 1.3 seconds.
- the tow is then drawn at a ratio of 1.31:1 between another pair of plates maintained at 450 F., the residence time or" the tow in this drawing'being 1.5 seconds.
- the tow is passed successively through two baths of water at 175 F. containing 0.5 by weightof Triton X to wash out the polyethylene glycol, dried and processed into crimped staple on the Pacific converter.
- Example IV Somewhat similar improvements are achieved if in the process of Example 111 the polyethylene glycol solution is replaced by:
- Example V A 175 filament tow produced and padded as in Example III is drawn at a ratio of 5:1 at 250 F. using a pair of spaced hot plates, the drawing temperature drying the tow. The tow is then drawn at a ratio of 1.321 with a residence time of 1.52 seconds between spaced plates at 450 F. surface temperature. The tow is then broken into staple length fibers to produce a sliver which is stufi'ing box crimped.
- Example VI A commercial polyethylene terephthala-te tow which has been drawn in steam at a draw ratio of about 5:1 to a tenacity of about 5 grams per denier and then stabilized in relaxed condition at 275 F. is padded with a 20% aqueous solution of polyethylene glycol 600 to a pick-up of about dried for 3 minutes at 320 F. while relaxed, limited to about 3% shrinkage while held for 3 seconds between spaced plates maintained at 450 F., cooled and processed into sliver on the Pacific converter.
- the processe which comprises heat treating under tension a tow of polyester filaments carrying substantially uniformly on the surfaces thereof a member selected from the group consisting of a polyalkylene glycol, an ether of a polyalkylene glycol, an ester of a polyalkylene glycol, an ether of an alkylene glycol, diacetone alcohol, diacetin, an alkanol-amine and a lower alkyl phosphate.
- polyester tow with a 5 to solution of polyethylene glycol in water to an add-on of about 1 to 100% of the dry weight of the tow, the polyethylene glycol having an average molecular weight of about 350 to 15,000, drying the tow and heat treating the tow while under tension to a temperature of about 390 to 430 F. with the tow above 390 F. for less than about 1 minute.
- a polyester tow carrying substantially uniformly on the filament surfaces at least about 1% by weight of polyethylene glycol having an average molecular weight of about 350 to 15,000.
- a bundle of polyester filaments made up of a network of crystalline reg-ions in which network there are localized highly porous non-crystalline regions of lower density than said crystalline regions, said filaments being resistant to pilling and readily dyeable as indicated by the'ability to be dyed rapidly, uniformly and deeply rather then merely ring dyed after they are dyed for 3 hours at C. in a carrier-free bath containing 3% on fiber weight of a dye having the formula II I N05 0 NHCsI'Is at a liquor ratio of 30:1.
- a loose mass of readily dyeable, pilling-resistant polyester staple fibers each made up of a network of crystalline regions in which network there are localized highly porous non-crystalline regions of lower density than said crystalline regions, said filaments being readily dyeable and resistant to pilling.
- Polyester filamentary material having a loop toughness of less than about 0.4 gram per denier, a straight tenacity of at least about 4 grams per denier and a straight elongation of at least about 12%.
- Readily dyeable polyethylene terephthalate filamentary material having a loop toughness of less than about 0.25 gram per denier, a straight tenacity of at least about 4 grams per denier and a straight elongation of at least 12%.
- a process comprising forming the product of claim 2 into a fabric and dyeing said fabric.
- the process which comprises continuously flattening a tow of more than polyester filaments, placing said tow under tension sufiicient to prevent shrinkage of the filaments from going above 5%, and heat treating said tow at a temperature above 390 F. while it is under said tension in said flattened condition, said filaments carrying substantially uniformly on the surfaces thereof a treating agent having a boiling point at atmospheric pressure whichexceeds about 450 F. and selected from the group consisting of a polyalkylene glycol, an ether of a polyalkylene glycol, an ester of a polyalkylene glycol, an ether of an alkylene glycol, diacetone alcohol, diacetin, an alkanolamine and a lower alkyl phosphate.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Dispersion Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Chemical Treatment Of Fibers During Manufacturing Processes (AREA)
- Coloring (AREA)
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL263785D NL263785A (en)) | 1960-04-28 | ||
US25249A US3190718A (en) | 1960-04-28 | 1960-04-28 | Process of heat treating a tow of polyester filaments while under tension to modify the properties thereof |
ES0266676A ES266676A1 (es) | 1960-04-28 | 1961-04-18 | Procedimiento para el tratamiento de material filamentoso confeccionado con un poliester lineal |
DE19611419397 DE1419397A1 (de) | 1960-04-28 | 1961-04-21 | Verfahren zur Behandlung von Faeden aus linearen Polyestern |
GB14465/61A GB986926A (en) | 1960-04-28 | 1961-04-21 | Improvements relating to polyester filamentary material |
FR859973A FR1287886A (fr) | 1960-04-28 | 1961-04-26 | Procédé de traitement des matières en filaments |
JP36014923A JPS4813196B1 (en)) | 1960-04-28 | 1961-04-28 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US25249A US3190718A (en) | 1960-04-28 | 1960-04-28 | Process of heat treating a tow of polyester filaments while under tension to modify the properties thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
US3190718A true US3190718A (en) | 1965-06-22 |
Family
ID=21824930
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US25249A Expired - Lifetime US3190718A (en) | 1960-04-28 | 1960-04-28 | Process of heat treating a tow of polyester filaments while under tension to modify the properties thereof |
Country Status (6)
Country | Link |
---|---|
US (1) | US3190718A (en)) |
JP (1) | JPS4813196B1 (en)) |
DE (1) | DE1419397A1 (en)) |
ES (1) | ES266676A1 (en)) |
GB (1) | GB986926A (en)) |
NL (1) | NL263785A (en)) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3400187A (en) * | 1964-02-25 | 1968-09-03 | Fiber Industries Inc | Method of treating polyester structures with polyalkylene glycol and a metal hyderoxide |
US3416952A (en) * | 1963-06-05 | 1968-12-17 | Ici Ltd | Surface modifying treatment of shaped articles made from polyesters |
US3655327A (en) * | 1969-09-19 | 1972-04-11 | Deering Milliken Res Corp | Fabric process |
US3742104A (en) * | 1970-05-08 | 1973-06-26 | Celanese Corp | Production of shaped synthetic articles having improved dyeability |
US3920785A (en) * | 1969-11-13 | 1975-11-18 | Celanese Corp | Process for increasing the porosity of opencelled microporous film |
US3931082A (en) * | 1971-07-27 | 1976-01-06 | Fmc Corporation | Microcrystalline polyesters and dispersions thereof |
US4468505A (en) * | 1982-08-18 | 1984-08-28 | E. I. Du Pont De Nemours And Company | Coating composition |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102007055260A1 (de) * | 2007-11-20 | 2009-05-28 | Robert Bosch Gmbh | Verfahren zur Prüfung der Oberflächenbeständigkeit |
Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB684046A (en) * | 1950-06-12 | 1952-12-10 | Richard Hardwick | Improvements in or relating to the dyeing of aromatic polyester fibres, filaments, yarns, fabrics, films and like shaped articles |
US2647104A (en) * | 1951-07-30 | 1953-07-28 | Du Pont | Linear polyester composition |
GB702328A (en) * | 1950-09-07 | 1954-01-13 | Ici Ltd | Process for colouring polyethylene terephthalate textile materials |
US2734001A (en) * | 1956-02-07 | Setting and stiffening fabrics | ||
GB786176A (en) * | 1954-06-08 | 1957-11-13 | Du Pont | Polyester films and their production |
US2861865A (en) * | 1953-08-03 | 1958-11-25 | Glanzstoff Ag | Method of roughening and dulling polyethylene terephthalate fibers |
GB812111A (en) * | 1957-09-20 | 1959-04-15 | Chem Fab Gruenau Veb | Method of improving the dyeability of polyester fibres |
US2938823A (en) * | 1956-11-28 | 1960-05-31 | Gen Tire & Rubber Co | Treatment of polyethylene terephthalate fibers |
US2938811A (en) * | 1959-11-09 | 1960-05-31 | Martin Proc Company Inc | Method of conditioning polyester textile material and the resulting products |
-
0
- NL NL263785D patent/NL263785A/xx unknown
-
1960
- 1960-04-28 US US25249A patent/US3190718A/en not_active Expired - Lifetime
-
1961
- 1961-04-18 ES ES0266676A patent/ES266676A1/es not_active Expired
- 1961-04-21 GB GB14465/61A patent/GB986926A/en not_active Expired
- 1961-04-21 DE DE19611419397 patent/DE1419397A1/de active Pending
- 1961-04-28 JP JP36014923A patent/JPS4813196B1/ja active Pending
Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2734001A (en) * | 1956-02-07 | Setting and stiffening fabrics | ||
GB684046A (en) * | 1950-06-12 | 1952-12-10 | Richard Hardwick | Improvements in or relating to the dyeing of aromatic polyester fibres, filaments, yarns, fabrics, films and like shaped articles |
GB702328A (en) * | 1950-09-07 | 1954-01-13 | Ici Ltd | Process for colouring polyethylene terephthalate textile materials |
US2647104A (en) * | 1951-07-30 | 1953-07-28 | Du Pont | Linear polyester composition |
US2861865A (en) * | 1953-08-03 | 1958-11-25 | Glanzstoff Ag | Method of roughening and dulling polyethylene terephthalate fibers |
GB786176A (en) * | 1954-06-08 | 1957-11-13 | Du Pont | Polyester films and their production |
US2938823A (en) * | 1956-11-28 | 1960-05-31 | Gen Tire & Rubber Co | Treatment of polyethylene terephthalate fibers |
GB812111A (en) * | 1957-09-20 | 1959-04-15 | Chem Fab Gruenau Veb | Method of improving the dyeability of polyester fibres |
US2938811A (en) * | 1959-11-09 | 1960-05-31 | Martin Proc Company Inc | Method of conditioning polyester textile material and the resulting products |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3416952A (en) * | 1963-06-05 | 1968-12-17 | Ici Ltd | Surface modifying treatment of shaped articles made from polyesters |
US3619269A (en) * | 1963-06-05 | 1971-11-09 | Ici Ltd | Surface modifying treatment of shaped articles made from polyesters |
US3400187A (en) * | 1964-02-25 | 1968-09-03 | Fiber Industries Inc | Method of treating polyester structures with polyalkylene glycol and a metal hyderoxide |
US3655327A (en) * | 1969-09-19 | 1972-04-11 | Deering Milliken Res Corp | Fabric process |
US3920785A (en) * | 1969-11-13 | 1975-11-18 | Celanese Corp | Process for increasing the porosity of opencelled microporous film |
US3742104A (en) * | 1970-05-08 | 1973-06-26 | Celanese Corp | Production of shaped synthetic articles having improved dyeability |
US3931082A (en) * | 1971-07-27 | 1976-01-06 | Fmc Corporation | Microcrystalline polyesters and dispersions thereof |
US4468505A (en) * | 1982-08-18 | 1984-08-28 | E. I. Du Pont De Nemours And Company | Coating composition |
Also Published As
Publication number | Publication date |
---|---|
ES266676A1 (es) | 1961-08-16 |
NL263785A (en)) | |
JPS4813196B1 (en)) | 1973-04-25 |
DE1419397A1 (de) | 1969-02-20 |
GB986926A (en) | 1965-03-24 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US2938811A (en) | Method of conditioning polyester textile material and the resulting products | |
US3154374A (en) | Process for modifying the properties of shaped structures from highly polymeric polyesters | |
US3771949A (en) | Pretreatment and dyeing of shaped articles derived from wholly aromatic polyamides | |
US3190718A (en) | Process of heat treating a tow of polyester filaments while under tension to modify the properties thereof | |
US3140957A (en) | Heat treatment of fibers | |
US2201741A (en) | Polymeric materials | |
US2726133A (en) | Effect threads | |
DE2705274A1 (de) | Verfahren zum modifizieren proteinhaltiger fasern | |
US4121899A (en) | Condensation dyeing | |
US3749599A (en) | Process for treating synthetic fiber with a fire retardant and the treated fiber | |
US3241906A (en) | Dyeing process | |
US4050892A (en) | Coloring polyester materials with acid dyes | |
DE69423265T2 (de) | Färbeverfahren für synthetische Fasern | |
US3233961A (en) | Process for dyeing cellulose acetate having an acetyl value of at least 59% in the presence of hydroxyalkylamine-fatty acid condensation products | |
US2586105A (en) | Treatment of textile materials | |
US2974065A (en) | Process for reducing the luster of textile materials | |
US3069218A (en) | Dyed acrylonitrile containing textile having controlled shrinkage and processes for forming same | |
US2750250A (en) | Method for dyeing polyacrylonitrile fabrics | |
US3016280A (en) | Textile treatment | |
DE2002285B2 (de) | Verfahren zum verbessern der textilen und faerberischen eigenschaften von textilmaterialien, die aus polyestern bestehen oder diese enthalten | |
US3135576A (en) | Disperse dyeing of cellulose triacetate | |
US3616504A (en) | Linear polyester fiber shrinkage with hno3 or formic acid in a halogenated hydrocarbon and the products so shrunk | |
US3397032A (en) | Coloration of polyolefins | |
US3367003A (en) | Process for removing fuzz from polyester fabrics | |
US3416873A (en) | Polyester dyeing with 1-(2-methoxy-4-nitrobenzeneazo) - 2 - hydroxy-11h-benzo (a)carbazole-3-carbox-p-anisidide |