US3679349A - Removal of polyester oligomers with chlorofluoroalkanes and methylene chloride treatment of polyester fibers - Google Patents
Removal of polyester oligomers with chlorofluoroalkanes and methylene chloride treatment of polyester fibers Download PDFInfo
- Publication number
- US3679349A US3679349A US107571A US3679349DA US3679349A US 3679349 A US3679349 A US 3679349A US 107571 A US107571 A US 107571A US 3679349D A US3679349D A US 3679349DA US 3679349 A US3679349 A US 3679349A
- Authority
- US
- United States
- Prior art keywords
- methylene chloride
- treatment
- oligomers
- polyester
- solvent
- 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
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 title abstract description 60
- 229920000728 polyester Polymers 0.000 title abstract description 19
- 239000000835 fiber Substances 0.000 title description 8
- 238000000034 method Methods 0.000 abstract description 35
- 239000000463 material Substances 0.000 abstract description 33
- 239000011877 solvent mixture Substances 0.000 abstract description 27
- 239000004753 textile Substances 0.000 abstract description 24
- 238000004043 dyeing Methods 0.000 abstract description 14
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical class CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 abstract description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical class C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 abstract description 4
- 239000004744 fabric Substances 0.000 description 22
- 239000000203 mixture Substances 0.000 description 13
- 239000002904 solvent Substances 0.000 description 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 239000000975 dye Substances 0.000 description 5
- 238000009835 boiling Methods 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 230000000740 bleeding effect Effects 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 230000008030 elimination Effects 0.000 description 3
- 238000003379 elimination reaction Methods 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- 229920003043 Cellulose fiber Polymers 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 206010037660 Pyrexia Diseases 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 229960001701 chloroform Drugs 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000005108 dry cleaning Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 244000144992 flock Species 0.000 description 1
- 238000009998 heat setting Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001522 polyglycol ester Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000002351 wastewater 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/08—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/88—Post-polymerisation treatment
- C08G63/90—Purification; Drying
-
- 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
- D06P1/6515—Hydrocarbons
- D06P1/65156—Halogen-containing hydrocarbons
-
- 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
- D06P1/90—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 dyes dissolved in organic solvents or aqueous emulsions thereof
- D06P1/92—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 dyes dissolved in organic solvents or aqueous emulsions thereof in organic solvents
- D06P1/922—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 dyes dissolved in organic solvents or aqueous emulsions thereof in organic solvents hydrocarbons
- D06P1/924—Halogenated hydrocarbons
-
- 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
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/02—After-treatment
- D06P5/04—After-treatment with organic compounds
-
- 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
Definitions
- the present invention provides a process for the improvement of the processing and dyeing properties of polyester textile materials.
- oligomers are formed which may result in certain troubles. These disturbances are caused by deposits on the fibre, which then impair the dyeability of the goods, as well as on machine parts. Besides cyclic oligomers, also linear oligomers have been detected (cf. Zeitschrift fiir diedorf Textil-Industrie, vol. 71/7 (1969), page 488).
- the portion of these oligomers in the polyester material amounts up to 5% by weight.
- these oligomers may emerge from the polymer fibre. Since oligomers cannot be dyed with the disperse dyestuffs generally used for the dyeing of polyester fibres, fair non-dyed spots may remain on the dyed goods.
- dyed polyester fibres containing oligomers provoke the formation of considerable amounts of dust during the spinning process, which cause production trouble. Very often, oligomer deposits are also found in the liquor pumps of the dyeing machines resulting in interruptions of the production and further waste of time by cleaning operations.
- oligomers may partly be eliminated by means of rinsing with hot water or by an alkaline reductive after-treatment in the prescence of a tenside, for example a fatty acid polyglycol ester, and at elevated temperatures.
- oligomers may be eliminated by a treatment of the textile material with organic solvents, but this process has been of no importance in practice since it deteriorates the textile processing properties of the fibres, and, in case the material is dyed, also the dyestuff is dissolved out of the fibres in considerable amounts.
- an azeotropic mixture of 50.5% by weight of 1,2,2-trifiuoro-trichloro-ethane and 49.5% by weight of methylene chloride is advantageously used as solvent mixture.
- the boiling point of this mixture is 37 C. at 760 mm. Hg.
- the use of this mixture in industrial practice is specially recommended, since this azeotropic mixture behaves as uniform substance both in the liquid and in the vapor phase. Hence, there is no decrease in the amount of one of the components during the treatment and the subsequent recovery of the solvent.
- the treatment with the solvent mixtures is advantageously carried out at temperatures of from about 10 to 60 0, preferably of from about 20 to 40 C.
- the treatment temperature is above the boiling point of the solvent, the treatment should be carried out in pressure-proof apparatuses under the pressure establishing itself in each special case.
- the treatment of the textile material may be also carried out with reflux of the solvent mixture.
- the time of treatment necessary for the elimination of the oligomers depends above all on their amount and the temperature of the treatment medium applied. Generally, a treatment of from 1 to 15 minutes is sufiicient. However, it is also possible to continue the treatment with the solvent mixture for a longer period without damaging the textile material.
- the solvent mixture is used at least in an amount necessary for the complete elimination of the oligomers from the textile material.
- the optimum amount to be used in each case can easily be determined in preliminary tests.
- a goods-to-liquor ratio of from about 1:5 to 1:50 is recommended, and it is advantageous to ensure a good circulation of the liquor.
- the process of the invention may be carried out in an equipment as normally used. However, these apparatuses should be gas-proof in view of the considerable vapor pressure of the solvent mixtures already at room temperature.
- the process of the invention may be carried out in apparatuses as normally used for dry-cleaning.
- the polyester yarns are on cross-wound bobbins
- the process of the invention may be carried out batchwise or continuously, the latter being especially advantageous in case the textile material is present in the form of woven or knit fabrics.
- the solvent mixture has to be replaced by a fresh one. This too may be determined by simple preliminary tests in each case.
- the treatment may also be carried out in several serial-connected baths.
- Another advantageous method is to heat the solvent mixture to boiling temperature, to contact the textile material wih the solvent vapors, to condense these vapors on the material and to recirculate the condensate into the boiling solvent mixture. This method is especially advantageous because the textile material is always contacted with fresh solvent mixture.
- the solvent mixture used is recovered by distillation and cooling, and the solvent mixture thus recovered may be used again for further treatment. Hence it is possible to work with a limited amount of solvent; smaller losses being balanced if necessary.
- polyesters especially polyethyleneglycol-terephthalate and modified polyethylene-glycolterephthalates are used which may also be blended with other fibrous materials, especially with cellulose fibres or wool.
- the textile material may be available in a variety of forms, for example flocks, combed material, yarns, woven and knit fabrics or fleeces.
- the process of the invention is suitable for the treatment of both undyed and dyed or printed polyester materials.
- the solvent mixtures may also be used for the removal of oligomer deposits on textile machines.
- the oligomers contained in the material are completely dissolved out.
- This treatment neither results in a damage of the fibre nor in the elimination of the dyestuif of dyed or printed textile materials during the treatment.
- the solvent treatment of the invention ensures at the same time the fixation of the fibre as up to now has been possible only by means of a corresponding heat treatment.
- the process of the invention is advantageous in that the treatment may be carried out at substantially lower temperatures. For this reason and on account of the substantially lower specific heat of the solvent mixtures used according to the process of the invention, the energy requirements of the process of the invention are also substantially lower than in the case of the conventional process. Further energy is economized when the textile material is dried, since the solvent mixtures used require a substantially lower evaporation heat than water.
- a further advantage of the process of the invention over the conventional process resides in the fact that there is caused nearly no corrosion of the equipment parts. Moreover, the process of the invention brings about no waste water problems, since the solvent mixture may be recovered in a simple manner, and the oligomer residue may easily be removed, for example by burning. This is a further advantage of the process of the invention over the conventional method.
- the process of the invention provides the advantage of preventing fibre damages resulting for example in a shrinkage of the fabric. Furthermore, there is no dyestuff being dissolved out of the material by the treatment of dyed or printed textile materials.
- the solvent mixtures used are also considerably less toxic than the solvents used up to now.
- the treatment time is substantially shorter than in conventional processes, and a considerably greater amount of oligomers is eliminated than in case organic solvents are used for this purpose as this was normal up to now.
- a further great advantage resides in the fact that the textile materials treated according to the process of the invention need not be fixed, which means economizing considerable ener-gy amounts.
- EXAMPLE 1 1 kg. of a dyeing produced under HT conditions on a tafetta fabric made from polyethylene-glycol-terephthalate with 2% of a disperse dyestuff of the following formula f) NH;
- EXAMPLE 2 20 g. of a knit fabric made from texturized polyethyleneglycol-terephthalate fibres were dyed for minutes at 120 C. with 1.4% of a disperse dyestuff of the following 2% of a disperse dyestuff of the formula rnN 0 OH I II 1 H YP IH:
- the dyed fabric treated only with methylene chloride showed very deep creases, and in this case a very heavy bleeding of the dyestuffs off the dyeing into the treatment bath was observed.
- the fabric treated with the above mixture was completely smooth, and no bleeding into the bath could be observed; oligomers could neither be detected any more.
- a process for the improvement of the processing and dyeing of polyester textiles which comprises applying to these textiles a solvent mixture of halogenated methane or ethane derivatives of the general formula in which R represents a radical of the formula FCbC- CFCl-- or Cl C, and methylene chloride, containing both the components in a weight ratio of from 30:70 to :30.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Coloring (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19702002285 DE2002285B2 (de) | 1970-01-20 | 1970-01-20 | Verfahren zum verbessern der textilen und faerberischen eigenschaften von textilmaterialien, die aus polyestern bestehen oder diese enthalten |
Publications (1)
Publication Number | Publication Date |
---|---|
US3679349A true US3679349A (en) | 1972-07-25 |
Family
ID=5760011
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US107571A Expired - Lifetime US3679349A (en) | 1970-01-20 | 1971-01-18 | Removal of polyester oligomers with chlorofluoroalkanes and methylene chloride treatment of polyester fibers |
Country Status (7)
Country | Link |
---|---|
US (1) | US3679349A (enrdf_load_stackoverflow) |
BE (1) | BE761703A (enrdf_load_stackoverflow) |
CH (2) | CH72571A4 (enrdf_load_stackoverflow) |
DE (1) | DE2002285B2 (enrdf_load_stackoverflow) |
FR (1) | FR2077227B1 (enrdf_load_stackoverflow) |
GB (1) | GB1323994A (enrdf_load_stackoverflow) |
NL (1) | NL7100579A (enrdf_load_stackoverflow) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3958934A (en) * | 1973-06-05 | 1976-05-25 | E. I. Du Pont De Nemours And Company | Rapid fixation of disperse dyes on synthetic polymers |
US4155856A (en) * | 1977-08-25 | 1979-05-22 | Ciba-Geigy Corporation | Process for aftertreating dyed textile material containing polyester fibres |
US20040087458A1 (en) * | 2002-11-01 | 2004-05-06 | Nicca U.S.A., Inc. | Surfactant blends for removing oligomer deposits from polyester fibers and polyester processing equipment |
CN113648678A (zh) * | 2021-07-30 | 2021-11-16 | 珠海健科医用材料有限公司 | 一种聚砜类聚合物及其纯化方法 |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3109954A1 (de) * | 1981-03-14 | 1982-09-23 | Bayer Ag, 5090 Leverkusen | Verfahren zum faerben von hydrophobem fasermaterial |
JPH0625311B2 (ja) * | 1985-07-09 | 1994-04-06 | 住友化学工業株式会社 | 分散型水不溶性染料組成物 |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2999817A (en) * | 1960-08-15 | 1961-09-12 | Du Pont | Azeotropic composition |
-
1970
- 1970-01-20 DE DE19702002285 patent/DE2002285B2/de active Pending
-
1971
- 1971-01-15 NL NL7100579A patent/NL7100579A/xx unknown
- 1971-01-15 GB GB204071A patent/GB1323994A/en not_active Expired
- 1971-01-18 BE BE761703A patent/BE761703A/xx unknown
- 1971-01-18 US US107571A patent/US3679349A/en not_active Expired - Lifetime
- 1971-01-18 CH CH72571D patent/CH72571A4/xx unknown
- 1971-01-18 CH CH72571A patent/CH555924A/xx unknown
- 1971-01-19 FR FR7101632A patent/FR2077227B1/fr not_active Expired
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3958934A (en) * | 1973-06-05 | 1976-05-25 | E. I. Du Pont De Nemours And Company | Rapid fixation of disperse dyes on synthetic polymers |
US4155856A (en) * | 1977-08-25 | 1979-05-22 | Ciba-Geigy Corporation | Process for aftertreating dyed textile material containing polyester fibres |
US20040087458A1 (en) * | 2002-11-01 | 2004-05-06 | Nicca U.S.A., Inc. | Surfactant blends for removing oligomer deposits from polyester fibers and polyester processing equipment |
US6911421B2 (en) | 2002-11-01 | 2005-06-28 | Nicca Usa, Inc. | Surfactant blends for removing oligomer deposits from polyester fibers and polyester processing equipment |
US20050215444A1 (en) * | 2002-11-01 | 2005-09-29 | Nicca U.S.A., Inc. | Surfactant blends for removing oligomer deposits from polyester fibers and polyester processing equipment |
US7208456B2 (en) | 2002-11-01 | 2007-04-24 | Nicca Usa, Inc. | Surfactant blends for removing oligomer deposits from polyester fibers and polyester processing equipment |
CN113648678A (zh) * | 2021-07-30 | 2021-11-16 | 珠海健科医用材料有限公司 | 一种聚砜类聚合物及其纯化方法 |
Also Published As
Publication number | Publication date |
---|---|
NL7100579A (enrdf_load_stackoverflow) | 1971-07-22 |
FR2077227B1 (enrdf_load_stackoverflow) | 1976-03-19 |
FR2077227A1 (enrdf_load_stackoverflow) | 1971-10-22 |
CH555924A (enrdf_load_stackoverflow) | 1974-11-15 |
CH72571A4 (enrdf_load_stackoverflow) | 1974-06-14 |
BE761703A (fr) | 1971-07-19 |
DE2002285A1 (de) | 1971-07-29 |
DE2002285B2 (de) | 1973-08-16 |
GB1323994A (en) | 1973-07-18 |
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