US20150059103A1 - Method for decolorization of a dyed polyester fiber - Google Patents
Method for decolorization of a dyed polyester fiber Download PDFInfo
- Publication number
- US20150059103A1 US20150059103A1 US14/225,889 US201414225889A US2015059103A1 US 20150059103 A1 US20150059103 A1 US 20150059103A1 US 201414225889 A US201414225889 A US 201414225889A US 2015059103 A1 US2015059103 A1 US 2015059103A1
- Authority
- US
- United States
- Prior art keywords
- polyester fiber
- solvent
- dye
- dyed
- condensed fluid
- 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.)
- Abandoned
Links
- 229920000728 polyester Polymers 0.000 title claims abstract description 146
- 239000000835 fiber Substances 0.000 title claims abstract description 138
- 238000000034 method Methods 0.000 title claims abstract description 41
- 238000004042 decolorization Methods 0.000 title claims abstract description 16
- 239000002904 solvent Substances 0.000 claims abstract description 89
- 239000012530 fluid Substances 0.000 claims abstract description 46
- 230000009477 glass transition Effects 0.000 claims abstract description 19
- 238000002844 melting Methods 0.000 claims abstract description 16
- 230000008018 melting Effects 0.000 claims abstract description 16
- 238000010438 heat treatment Methods 0.000 claims abstract description 15
- 239000000975 dye Substances 0.000 claims description 57
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 27
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 15
- 239000008096 xylene Substances 0.000 claims description 11
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 claims description 10
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 6
- 239000000986 disperse dye Substances 0.000 claims description 6
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 claims description 4
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 4
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 claims description 4
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 claims description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 4
- 230000005484 gravity Effects 0.000 claims description 4
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 claims description 4
- 229920000166 polytrimethylene carbonate Polymers 0.000 claims description 4
- ZZXUZKXVROWEIF-UHFFFAOYSA-N 1,2-butylene carbonate Chemical compound CCC1COC(=O)O1 ZZXUZKXVROWEIF-UHFFFAOYSA-N 0.000 claims description 2
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 2
- 229940078552 o-xylene Drugs 0.000 claims description 2
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 claims description 2
- 238000009835 boiling Methods 0.000 description 28
- 230000000052 comparative effect Effects 0.000 description 23
- 238000000605 extraction Methods 0.000 description 11
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- 229920006395 saturated elastomer Polymers 0.000 description 8
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 5
- 239000005977 Ethylene Substances 0.000 description 5
- 238000007654 immersion Methods 0.000 description 5
- -1 polyethylene terephthalate Polymers 0.000 description 5
- 229920000139 polyethylene terephthalate Polymers 0.000 description 5
- 239000005020 polyethylene terephthalate Substances 0.000 description 5
- 238000011084 recovery Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- 239000003086 colorant Substances 0.000 description 3
- 230000003247 decreasing effect Effects 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 238000010186 staining Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 229920003207 poly(ethylene-2,6-naphthalate) Polymers 0.000 description 2
- 229920001707 polybutylene terephthalate Polymers 0.000 description 2
- 239000011112 polyethylene naphthalate Substances 0.000 description 2
- 229920002215 polytrimethylene terephthalate Polymers 0.000 description 2
- CNGYZEMWVAWWOB-VAWYXSNFSA-N 5-[[4-anilino-6-[bis(2-hydroxyethyl)amino]-1,3,5-triazin-2-yl]amino]-2-[(e)-2-[4-[[4-anilino-6-[bis(2-hydroxyethyl)amino]-1,3,5-triazin-2-yl]amino]-2-sulfophenyl]ethenyl]benzenesulfonic acid Chemical compound N=1C(NC=2C=C(C(\C=C\C=3C(=CC(NC=4N=C(N=C(NC=5C=CC=CC=5)N=4)N(CCO)CCO)=CC=3)S(O)(=O)=O)=CC=2)S(O)(=O)=O)=NC(N(CCO)CCO)=NC=1NC1=CC=CC=C1 CNGYZEMWVAWWOB-VAWYXSNFSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- 102000004316 Oxidoreductases Human genes 0.000 description 1
- 108090000854 Oxidoreductases Proteins 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 102000003992 Peroxidases Human genes 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 108040007629 peroxidase activity proteins Proteins 0.000 description 1
- 229920001123 polycyclohexylenedimethylene terephthalate Polymers 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Images
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
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/13—Fugitive dyeing or stripping dyes
- D06P5/137—Fugitive dyeing or stripping dyes with other 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J11/00—Recovery or working-up of waste materials
- C08J11/02—Recovery or working-up of waste materials of solvents, plasticisers or unreacted monomers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J11/00—Recovery or working-up of waste materials
- C08J11/04—Recovery or working-up of waste materials of polymers
- C08J11/06—Recovery or working-up of waste materials of polymers without chemical reactions
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
- C08J2367/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
Definitions
- This invention relates to a method for decolorization, more particularly to a method for decolorization of a dyed polyester fiber.
- U.S. Pat. No. 5,356,437 discloses a process for removing excess dye from a newly manufactured printed or dyed fabric or yarn using an enzyme exhibiting peroxidase or oxidase activity.
- U.S. Pat. No. 5,613,983 discloses a method for decolorizing or fading fabrics with gaseous oxidizing agents, such as ozone.
- U.S. Pat. No. 7,192,988 discloses a process for removing colorants from colored polyester.
- the method includes adding glycol (e.g., ethylene glycol) to depolymerize the colored polyester to form a monomer under a temperature ranging from 180° C. to 280° C., followed by using activated carbon under a high temperature (at least 170° C.) to remove some solvent and then an extraction solvent such as water, alcohol, or glycol, to remove the remaining colorants.
- glycol e.g., ethylene glycol
- activated carbon under a high temperature (at least 170° C.) to remove some solvent and then an extraction solvent such as water, alcohol, or glycol, to remove the remaining colorants.
- U.S. Pat. No. 7,959,807 discloses a method for recovering useful components from dyed polyester fiber. This method includes a dye extraction step in which a solvent is used to immerse the dyed polyester fiber so that the dye can be extracted from the dyed polyester fiber.
- the object of the present invention is to provide a method for decolorization of a dyed polyester fiber that can overcome at least one of the aforesaid drawbacks of the prior art.
- a method for decolorization of a dyed polyester fiber comprises the following steps:
- FIG. 1 is a schematic view showing the preferred embodiment of a method for decolorization of a dyed polyester fiber according to this invention that is conducted in a decolorization apparatus.
- a method for decolorization of a dyed polyester fiber comprises the following steps:
- the polyester fiber is, for example but not limited to, polyethylene terephthalate (PET, glass transition temperature: 69° C. ⁇ 82° C., melting point: 250° C. ⁇ 265° C.), polybutylene terephthalate (PBT, glass transition temperature: 80° C., melting point: 225° C.), polytrimethylene terephthalate (PTT, glass transition temperature: 60° C., melting point: 223° C.)., polycyclohexylenedimethylene terephthalate (PCT, glass transition temperature: 90° C., melting point: 295° C.), or polyethylene naphthalate (PEN, glass transition temperature: 117° C., melting point: 337° C.).
- PET polyethylene terephthalate
- PBT polybutylene terephthalate
- PBT glass transition temperature: 80° C., melting point: 225° C.
- PTT polytrimethylene terephthalate
- PCT polycyclohexylenedim
- the polyester fiber is polyethylene terephthalate (PET).
- PET polyethylene terephthalate
- the dye is one suitable for dyeing the polyester fiber, and is, for example but not limited to, a disperse dye, a cationic dye, or a fluorescent brightener.
- the dye is a disperse dye, such as Brown XF, Red XF, or Blue XF (commercially available from Chung Fu Dyestuffs Co., Ltd.).
- the dyed polyester fiber can further include an additive agent, such as but not limited to, a processing aid.
- an additive agent such as but not limited to, a processing aid.
- the solvent is disposed to be separated from the dyed polyester fiber, and preferably has a solubility parameter that ranges from 17 to 40 (J/cm 3 ) 0.5 .
- the solvent is selected from the group consisting of p-xylene (boiling point: 138.3° C., solubility parameter: 17.93 (J/cm 3 ) 0.5 ), m-xylene (boiling point: 139° C., solubility parameter: 17.93 (J/cm 3 ) 0.5 ), o-xylene (boiling point: 144° C., solubility parameter: 17.93 (J/cm 3 ) 0.5 ), 1-hexanol (boiling point: 158° C., solubility parameter: 21.68 (J/cm 3 ) 0.5 ), ethylene glycol (boiling point: 197° C., solubility parameter: 34.09 (J/cm 3 ) 0.5 ),
- step (b) the temperature of the fresh vapor is the same as the boiling point of the solvent. If the boiling point of the solvent under atmospheric pressure is lower than the glass transition temperature of the polyester fiber, the boiling point can be increased by increasing the operating pressure such that the boiling point of the solvent ranges between the glass transition temperature and the melting point of the polyester fiber. In contrast, if the boiling point of the solvent under atmospheric pressure is higher than the glass transition temperature of the polyester fiber, the boiling point can be decreased by decreasing the operating pressure such that the boiling point of the solvent ranges between the glass transition temperature and the melting point of the polyester fiber.
- the way to change the operating pressure is not specifically limited in this invention and a skilled artisan can readily change the operating pressure using a well known technique.
- the solvent is disposed in a solvent pool and is heated by a heating device to produce the fresh vapor of the solvent.
- the heating device is not specifically limited in this invention.
- the dyed polyester fiber and the solvent pool can be disposed in a tank or in different tanks.
- the tank(s) should be capable of preventing the fresh vapor of the solvent from escaping and should be capable of withstanding the boiling point of the solvent.
- the dyed polyester fiber and the solvent pool are disposed in the same tank, and the dyed polyester fiber is separately disposed above the solvent pool, e.g., the dyed polyester fiber can be disposed on a metal grid that is separately disposed above the solvent pool.
- the fresh vapor of the solvent produced by the heating device can be fed into the tank in which the dyed polyester fiber is disposed using pipes.
- the temperature of the condensed fluid of the solvent ranges between the glass transition temperature and the melting point of the polyester fiber. If the temperature of the condensed fluid is higher than the melting point of the polyester fiber, the polyester fiber will be undesirably melted in step (d). In contrast, if the temperature of the condensed fluid is lower than the glass transition temperature of the polyester fiber, the condensed fluid is unlikely to efficiently extract the dye from the dyed polyester fiber in step (d).
- the temperature of the condensed fluid ranges from 130° C. to 220° C., more preferably, the temperature of the condensed fluid ranges from 140° C. to 190° C.
- the temperature of the condensed fluid can be measured using an infrared detector.
- the distance between the dyed polyester fiber and the heating device can be adjusted to control the temperature of the condensed fluid and the temperature of the polyester fiber.
- the temperature of the condensed fluid can be increased by shortening the distance between the polyester fiber and the heating device. In contrast, the temperature of the condensed fluid can be decreased by increasing the distance between the polyester fiber and the heating device.
- step (d) when the fresh vapor is in contact with the polyester fiber, molecules of the polyester fiber will conduct a molecular motion due to the high temperature of the fresh vapor, and the polyester fiber starts to swell so as to improve the extraction efficiency in step (d).
- the fresh vapor can be directly condensed on the dyed polyester fiber.
- the fresh vapor can be condensed on an inner surface of the tank where the dyed polyester fiber is disposed and the condensed fluid of the solvent is then dropped onto the dyed polyester fiber to extract the dye from the dyed polyester fiber.
- the weight ratio of the dyed polyester fiber to the condensed fluid is from 1:1.5 to 1:4. More preferably, the weight ratio of the dyed polyester fiber to the condensed fluid is from 1:1.6 to 1:2.6.
- the weight of the condensed fluid adsorbed in the dyed polyester fiber is determined by subtracting the original weight of the dyed polyester fiber, i.e., the weight of the dyed polyester fiber before contacting the condensed fluid, from the weight of the dyed polyester fiber saturated with the condensed fluid.
- the dyed polyester fiber saturated with the condensed fluid indicates that the dyed polyester fiber fully adsorbs the condensed fluid and the dye-containing solution starts to drop from the dyed polyester fiber.
- step (e) the dye-containing solution is separated from the decolorized polyester fiber and is delivered to the solvent pool.
- the dye-containing solution can be separated from the decolorized polyester fiber through any solid-liquid separation process, for example but not limited to, gravity, filtration using a pressure filter or nitrogen gas, vacuum suction filtration, or centrifugation.
- the dye-containing solution can fall into the solvent pool from the decolorized polyester fiber by gravity.
- the solvent in the dye-containing solution can be reused to produce the fresh vapor of the solvent. It should be noted that when the solvent in the dye-containing solution is vaporized, the dye in the dye-containing solution remains in the solvent pool and will not be taken back to the decolorized polyester fiber, thereby preventing the back-staining problem.
- steps (a) to (e) can be repeated until the dyed polyester fiber reaches the desired decolorizing quality.
- FIG. 1 shows the method of the preferred embodiment conducted in a decolorization apparatus.
- the apparatus includes a tank 1 , a metal grid 4 that is disposed in the tank 1 , a heating device 5 that is disposed below the tank 1 , and a condensing device 6 that is disposed above the tank 1 .
- a solvent 2 is disposed in a solvent pool in the tank 1
- a dyed polyester fiber 3 is disposed on the metal grid 4 and is not in contact with the solvent 2 .
- a heating device was disposed below a 1 liter glass tank, and a condensing device was disposed above the tank.
- 150 grams of xylene solvent was disposed in the tank.
- a metal grid was disposed in the tank.
- the dyed polyester fiber was disposed on the metal grid such that the dyed polyester fiber was separated from the solvent by a distance.
- Xylene in the tank was heated using the heating device to its boiling point (140° C.) so that xylene fresh vapor was produced.
- the temperature of the xylene fresh vapor was also 140° C. (the boiling point of xylene).
- the fresh vapor was then condensed on the dyed polyester fiber to decolorize the dyed polyester fiber for an hour under atmospheric pressure. After an hour, the decolorized polyester fiber was then disposed in deionized water at 25° C. to remove the solvent and the dye-containing solution on the decolorized polyester fiber, followed by drying under 100° C.
- Table 1 The detailed information for Example 1 is listed in Table 1.
- Example 2 The method for decolorizing the dyed polyester fiber in each of Examples 2 to 7 was similar to that of Example 1. The difference resides in the types of the solvent and/or the dye. The detailed information for Examples 2 to 7 is listed in Table 1.
- the polyester fiber used in Comparative Example 1 was a non-dyed white polyester fiber.
- Comparative Examples 2 and 3 The procedure in each of Comparative Examples 2 and 3 was similar to that of Example 1 except that the dyed polyester fiber was directly immersed into the solvent, rather than disposed on the metal grid to be separated from the solvent.
- the detailed information for Comparative Examples 2 and 3 is listed in Table 1.
- Comparative Examples 4 The procedure in each of Comparative Examples 4 and was similar to that of Example 1 except for the type of the solvent.
- deionized water was used as the solvent (boiling point: 100° C., solubility parameter to the dye: 47.84 (J/cm 3 ) 0.5 )
- acetone was used as the solvent (boiling point: 56.5° C., solubility parameter to the dye: 20.25 (J/cm 3 ) 0.5 ).
- Table 1 The detailed information for Comparative Examples 4 and 5 is listed in Table 1.
- Example 8 to 10 The procedure in each of Examples 8 to 10 was similar to that of Example 2, except that, in Examples 8 to 10, the temperature of the condensed fluid was controlled to be 190° C., 160° C., and 140° C., respectively, by adjusting the distance between the dyed polyester fiber and the heating device.
- the detailed information for Examples 8 to 10 is listed in Table 1.
- Comparative Example 6 The procedure in Comparative Example 6 is similar to that of Example 2, except for the temperature of the condensed fluid.
- the weight of the condensed fluid used to decolorizing the dyed polyester fiber was measured by the following steps:
- Table 1 shows that, compared to Examples 1 and 2, Comparative Examples 2 and 3 cannot efficiently decolorize the dyed polyester fiber by the immersion extraction method.
- Examples 2 to 4 show that the method of the present invention can efficiently remove the different types of the dye from the dyed polyester fiber.
- Example 5 The difference between Examples 5, 6, 7 and Comparative Examples 4, 5 is the type of the solvent.
- the solvent used in Comparative Example 4, i.e., water, has the solubility parameter to the dye greater than 40 (J/cm 3 ) 0.5 ), and thus could not well dissolve the dye in the dyed polyester fiber. From Comparative Example 5, it is indicated that the condensed fluid of acetone having a temperature lower than the glass transition temperature of the polyester fiber provides an inferior extracting effect. In each of Examples 5 to 7, the condensed fluid having a temperature ranging between the glass transition temperature and the melting point of the polyester fiber exhibits good decolorizing effect for the dyed polyester fiber.
- the difference between Examples 8 to 10 and Comparative Example 6 is the condensed fluid temperature.
- the condensed fluid temperature in Comparative Example 6 was only 50° C. so that the dyed polyester fiber could not be decolorized.
- the condensed fluid temperature was controlled to be between 140° C. to 190° C. in each of Examples 8 to 10 so that the dyed polyester fiber could be efficiently decolorized.
- Table 2 further shows that in Examples 8 to 10, the higher the condensed fluid temperature was, the higher the increase rate of the L value was at the beginning of the decolorizing method. However, after about an hour, the results for decolorization were similar.
- Comparative Examples 2 and 3 in Table 1 show that the weight ratio of the dyed polyester fiber to the solvent used in immersion extraction was 1:100.
- Table 3 shows that the weight ratio of the dyed polyester fiber to the condensed fluid used for extracting the dye in Examples 1 to 7 was from 1:1.5 to 1:4.
- the weight ratio of the solvent to the dyed polyester fiber is greater than 4. The results indicate that the method of the present invention may use less amount of the solvent to achieve decolorizing effect.
- the decolorizing method of the present invention could be suitable for extracting a variety of dyes from the dyed polyester fiber, and the solvent in the dye-containing solution may be recycled so that the amount of the solvent can be significantly reduced as compared to the conventional immersion extraction method.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Sustainable Development (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Abstract
A method for decolorization of a dyed polyester fiber includes: separately providing a dyed polyester fiber stained with a dye, and a solvent capable of dissolving the dye; heating the solvent to produce a fresh vapor of the solvent, the temperature of the fresh vapor ranging between the glass transition temperature and the melting point of the polyester fiber; condensing the fresh vapor to form a condensed fluid of the solvent; contacting the dyed polyester fiber with the condensed fluid of the solvent that has a temperature sufficient to dissolve the dye such that the dye is extracted from the dyed polyester fiber so as to form a dye-containing solution and a decolorized polyester fiber; and separating the dye-containing solution from the decolorized polyester fiber.
Description
- This application claims priority of Taiwanese Patent application no. 102131809, filed on Sep. 4, 2013.
- 1. Field of the Invention
- This invention relates to a method for decolorization, more particularly to a method for decolorization of a dyed polyester fiber.
- 2. Description of the Related Art
- Nowadays, waste recycling has become an important issue in daily life and a business opportunity in industry due to the impact of environmental awareness. Currently, the global annual yield of polyester products is about 60 million tons, in which about 30 percent of the total polyester products are polyester bottles. A recovery system has been implemented to recover the polyester bottles. However, for polyester fibers, which are utilized in many polyester products, a good recovery system has yet to be established.
- In the recovery system for the polyester fibers, removal of a dye in the polyester fibers is a very important issue. If the dye cannot be removed completely, the polyester fibers cannot be efficiently purified and recovered in the subsequent recovery processes. Therefore, how to establish an effective dye-removing process is material to the recovery of the polyester fibers.
- Methods for removing dyes from fabrics or textiles have been proposed. For example, U.S. Pat. No. 5,356,437 discloses a process for removing excess dye from a newly manufactured printed or dyed fabric or yarn using an enzyme exhibiting peroxidase or oxidase activity. U.S. Pat. No. 5,613,983 discloses a method for decolorizing or fading fabrics with gaseous oxidizing agents, such as ozone.
- U.S. Pat. No. 7,192,988 discloses a process for removing colorants from colored polyester. The method includes adding glycol (e.g., ethylene glycol) to depolymerize the colored polyester to form a monomer under a temperature ranging from 180° C. to 280° C., followed by using activated carbon under a high temperature (at least 170° C.) to remove some solvent and then an extraction solvent such as water, alcohol, or glycol, to remove the remaining colorants.
- U.S. Pat. No. 7,959,807 discloses a method for recovering useful components from dyed polyester fiber. This method includes a dye extraction step in which a solvent is used to immerse the dyed polyester fiber so that the dye can be extracted from the dyed polyester fiber.
- In U.S. Pat. Nos. 7,192,988 and 7,959,807, since the polyester is immersed in the solvent, there is a back-staining problem when the solution containing the solvent and the dye reaches the saturated concentration. Therefore, multiple extractions are required and a significant amount of the solvent must be consumed, thereby resulting in negative influence on the environment.
- Accordingly, reducing the amount of the solvent used in the extraction method has become an important issue in order to satisfy environmental considerations.
- Hence, there is a need in the art to provide a method for decolorization of a dyed polyester fiber that is more eco-friendly.
- Therefore, the object of the present invention is to provide a method for decolorization of a dyed polyester fiber that can overcome at least one of the aforesaid drawbacks of the prior art.
- According to this invention, a method for decolorization of a dyed polyester fiber comprises the following steps:
- (a) separately providing a dyed polyester fiber stained with a dye, and a solvent that is capable of dissolving the dye;
- (b) heating the solvent to produce a fresh vapor of the solvent, the temperature of the fresh vapor ranging between the glass transition temperature and the melting point temperature of the polyester fiber;
- (c) condensing the fresh vapor to form a condensed fluid of the solvent;
- (d) contacting the dyed polyester fiber with the condensed fluid of the solvent that has a temperature sufficient to dissolve the dye such that the dye is extracted from the dyed polyester fiber so as to form a dye-containing solution and a decolorized polyester fiber; and
- (e) separating the dye-containing solution from the decolorized polyester fiber.
- Other features and advantages of the present invention will become apparent in the following detailed description of the preferred embodiments of this invention, with reference to the accompanying drawing, in which:
-
FIG. 1 is a schematic view showing the preferred embodiment of a method for decolorization of a dyed polyester fiber according to this invention that is conducted in a decolorization apparatus. - According to the preferred embodiment of this invention, a method for decolorization of a dyed polyester fiber comprises the following steps:
- (a) separately providing a dyed polyester fiber stained with a dye, and a solvent that is capable of dissolving the dye;
- (b) heating the solvent to produce a fresh vapor of the solvent, the temperature of the fresh vapor ranging between the glass transition temperature and the melting point temperature of the polyester fiber;
- (c) condensing the fresh vapor to form a condensed fluid of the solvent;
- (d) contacting the dyed polyester fiber with the condensed fluid of the solvent that has a temperature sufficient to dissolve the dye such that the dye is extracted from the dyed polyester fiber so as to form a dye-containing solution and a decolorized polyester fiber; and
- (e) separating the dye-containing solution from the decolorized polyester fiber.
- In step (a), the polyester fiber is, for example but not limited to, polyethylene terephthalate (PET, glass transition temperature: 69° C.˜82° C., melting point: 250° C.˜265° C.), polybutylene terephthalate (PBT, glass transition temperature: 80° C., melting point: 225° C.), polytrimethylene terephthalate (PTT, glass transition temperature: 60° C., melting point: 223° C.)., polycyclohexylenedimethylene terephthalate (PCT, glass transition temperature: 90° C., melting point: 295° C.), or polyethylene naphthalate (PEN, glass transition temperature: 117° C., melting point: 337° C.). Preferably, the polyester fiber is polyethylene terephthalate (PET). The dye is one suitable for dyeing the polyester fiber, and is, for example but not limited to, a disperse dye, a cationic dye, or a fluorescent brightener. Preferably, the dye is a disperse dye, such as Brown XF, Red XF, or Blue XF (commercially available from Chung Fu Dyestuffs Co., Ltd.).
- In this embodiment, the dyed polyester fiber can further include an additive agent, such as but not limited to, a processing aid.
- In step (a), the solvent is disposed to be separated from the dyed polyester fiber, and preferably has a solubility parameter that ranges from 17 to 40 (J/cm3)0.5. Preferably, the solvent is selected from the group consisting of p-xylene (boiling point: 138.3° C., solubility parameter: 17.93 (J/cm3)0.5), m-xylene (boiling point: 139° C., solubility parameter: 17.93 (J/cm3)0.5), o-xylene (boiling point: 144° C., solubility parameter: 17.93 (J/cm3)0.5), 1-hexanol (boiling point: 158° C., solubility parameter: 21.68 (J/cm3)0.5), ethylene glycol (boiling point: 197° C., solubility parameter: 34.09 (J/cm3)0.5), diethylene glycol (boiling point: 230° C., solubility parameter: 27.09 (J/cm3)0.5), 1,3-propanediol (boiling point: 217° C., solubility parameter: 27.40 (J/cm3)0.5), 1,4-butanediol (boiling point: 230° C., solubility parameter: 22.31 (J/cm3)0.5), dimethylformamide (boiling point: 153° C., solubility parameter: 24.74 (J/cm3)0.5), dimethylacetamide (boiling point: 166° C., solubility parameter: 22.0 (J/cm3)0.5), dimethyl sulfoxide (boiling point: 189° C., solubility parameter: 24.54 (J/cm3)0.5), ethylene carbonate (boiling point: 248° C., solubility parameter: 30.06 (J/cm3)0.5), propylene carbonate (boiling point: 242° C., solubility parameter: 27.19 (J/cm3)0.5), 1,2-butylene carbonate (boiling point: 251° C., solubility parameter: 24.74 (J/cm3)0.5), and combinations thereof. The boiling points listed above are measured under atmospheric pressure. More preferably, the solvent is selected from the group consisting of ethylene glycol, xylene, 1-hexanol, 1,3-propanediol, ethylene carbonate, and combinations thereof.
- In step (b), the temperature of the fresh vapor is the same as the boiling point of the solvent. If the boiling point of the solvent under atmospheric pressure is lower than the glass transition temperature of the polyester fiber, the boiling point can be increased by increasing the operating pressure such that the boiling point of the solvent ranges between the glass transition temperature and the melting point of the polyester fiber. In contrast, if the boiling point of the solvent under atmospheric pressure is higher than the glass transition temperature of the polyester fiber, the boiling point can be decreased by decreasing the operating pressure such that the boiling point of the solvent ranges between the glass transition temperature and the melting point of the polyester fiber. The way to change the operating pressure is not specifically limited in this invention and a skilled artisan can readily change the operating pressure using a well known technique.
- In the present invention, the solvent is disposed in a solvent pool and is heated by a heating device to produce the fresh vapor of the solvent. The heating device is not specifically limited in this invention. The dyed polyester fiber and the solvent pool can be disposed in a tank or in different tanks. The tank(s) should be capable of preventing the fresh vapor of the solvent from escaping and should be capable of withstanding the boiling point of the solvent. In this embodiment, the dyed polyester fiber and the solvent pool are disposed in the same tank, and the dyed polyester fiber is separately disposed above the solvent pool, e.g., the dyed polyester fiber can be disposed on a metal grid that is separately disposed above the solvent pool. Alternatively, if the dyed polyester fiber and the solvent pool are disposed in different tanks, the fresh vapor of the solvent produced by the heating device can be fed into the tank in which the dyed polyester fiber is disposed using pipes.
- In steps (c) and (d), preferably, the temperature of the condensed fluid of the solvent ranges between the glass transition temperature and the melting point of the polyester fiber. If the temperature of the condensed fluid is higher than the melting point of the polyester fiber, the polyester fiber will be undesirably melted in step (d). In contrast, if the temperature of the condensed fluid is lower than the glass transition temperature of the polyester fiber, the condensed fluid is unlikely to efficiently extract the dye from the dyed polyester fiber in step (d). Preferably, the temperature of the condensed fluid ranges from 130° C. to 220° C., more preferably, the temperature of the condensed fluid ranges from 140° C. to 190° C. The temperature of the condensed fluid can be measured using an infrared detector. The distance between the dyed polyester fiber and the heating device can be adjusted to control the temperature of the condensed fluid and the temperature of the polyester fiber. The temperature of the condensed fluid can be increased by shortening the distance between the polyester fiber and the heating device. In contrast, the temperature of the condensed fluid can be decreased by increasing the distance between the polyester fiber and the heating device.
- In step (d), when the fresh vapor is in contact with the polyester fiber, molecules of the polyester fiber will conduct a molecular motion due to the high temperature of the fresh vapor, and the polyester fiber starts to swell so as to improve the extraction efficiency in step (d). It should be noted that the fresh vapor can be directly condensed on the dyed polyester fiber. Alternatively, the fresh vapor can be condensed on an inner surface of the tank where the dyed polyester fiber is disposed and the condensed fluid of the solvent is then dropped onto the dyed polyester fiber to extract the dye from the dyed polyester fiber.
- In this embodiment, preferably, the weight ratio of the dyed polyester fiber to the condensed fluid is from 1:1.5 to 1:4. More preferably, the weight ratio of the dyed polyester fiber to the condensed fluid is from 1:1.6 to 1:2.6. The weight of the condensed fluid adsorbed in the dyed polyester fiber is determined by subtracting the original weight of the dyed polyester fiber, i.e., the weight of the dyed polyester fiber before contacting the condensed fluid, from the weight of the dyed polyester fiber saturated with the condensed fluid. The dyed polyester fiber saturated with the condensed fluid indicates that the dyed polyester fiber fully adsorbs the condensed fluid and the dye-containing solution starts to drop from the dyed polyester fiber.
- In step (e), the dye-containing solution is separated from the decolorized polyester fiber and is delivered to the solvent pool.
- The dye-containing solution can be separated from the decolorized polyester fiber through any solid-liquid separation process, for example but not limited to, gravity, filtration using a pressure filter or nitrogen gas, vacuum suction filtration, or centrifugation. When the dyed polyester fiber is disposed above the solvent, the dye-containing solution can fall into the solvent pool from the decolorized polyester fiber by gravity. The solvent in the dye-containing solution can be reused to produce the fresh vapor of the solvent. It should be noted that when the solvent in the dye-containing solution is vaporized, the dye in the dye-containing solution remains in the solvent pool and will not be taken back to the decolorized polyester fiber, thereby preventing the back-staining problem.
- It is noted that steps (a) to (e) can be repeated until the dyed polyester fiber reaches the desired decolorizing quality.
-
FIG. 1 shows the method of the preferred embodiment conducted in a decolorization apparatus. The apparatus includes a tank 1, ametal grid 4 that is disposed in the tank 1, aheating device 5 that is disposed below the tank 1, and acondensing device 6 that is disposed above the tank 1. A solvent 2 is disposed in a solvent pool in the tank 1, and a dyedpolyester fiber 3 is disposed on themetal grid 4 and is not in contact with the solvent 2. - When the solvent 2 is heated by the
heating device 5 to its boiling point, a fresh vapor of the solvent 2 is produced. Some of the fresh vapor would directly contact the dyedpolyester fiber 3 and be condensed on the dyedpolyester fiber 3. Some of the fresh vapor would be condensed on an inner surface of the tank 1. The condensed fluid of the solvent 2 condensed on the dyedpolyester fiber 3 or dripped onto the dyedpolyester fiber 3 from the inner surface of the tank 1 would cause the dyedpolyester fiber 3 to swell and start extraction of a dye from the dyedpolyester fiber 3 so as to form a dye-containing solution and a decolorized polyester fiber. When the decolorized polyester fiber is saturated with the dye-containing solution, the dye-containing solution starts to drop from the decolorized polyester fiber to the solvent pool by gravity. The solvent 2 in the dye-containing solution can be reused to produce the fresh vapor of the solvent 2. -
-
- 1. Brown XF: a disperse dye with brown color, purchased from Chung Fu Dyestuffs Co., Ltd.
- 2. Red XF: a disperse dye with dark red color, purchased from Chung Fu Dyestuffs Co., Ltd.
- 3. Blue XF: a disperse dye with dark blue color, purchased from Chung Fu Dyestuffs Co., Ltd.
- 4. Xylene: 99.9% purity, purchased from J. T. Barker.
- 5. Ethylene glycol: purchased from Oriental Union Chemical Corporation (OUCC).
- 6. 1-hexanol: 99% purity, purchased from Alfa Aesar.
- 7. 1,3-propanediol: 98% purity, purchased from Merck Schuchardt OHG.
- 8. Ethylene carbonate: purchased from Oriental Union Chemical Corporation (OUCC).
- 9. Acetone: purchased from Uni-onward Corp.
- 1.5 grams of a dyed polyester fiber (100% of PET polyester fiber stained with Brown XF, area of 10×10 cm2, glass transition temperature: 69° C., melting point: 250° C.) was provided.
- A heating device was disposed below a 1 liter glass tank, and a condensing device was disposed above the tank. 150 grams of xylene solvent was disposed in the tank. A metal grid was disposed in the tank. The dyed polyester fiber was disposed on the metal grid such that the dyed polyester fiber was separated from the solvent by a distance.
- Xylene in the tank was heated using the heating device to its boiling point (140° C.) so that xylene fresh vapor was produced. The temperature of the xylene fresh vapor was also 140° C. (the boiling point of xylene). The fresh vapor was then condensed on the dyed polyester fiber to decolorize the dyed polyester fiber for an hour under atmospheric pressure. After an hour, the decolorized polyester fiber was then disposed in deionized water at 25° C. to remove the solvent and the dye-containing solution on the decolorized polyester fiber, followed by drying under 100° C. The detailed information for Example 1 is listed in Table 1.
- The method for decolorizing the dyed polyester fiber in each of Examples 2 to 7 was similar to that of Example 1. The difference resides in the types of the solvent and/or the dye. The detailed information for Examples 2 to 7 is listed in Table 1.
- The polyester fiber used in Comparative Example 1 was a non-dyed white polyester fiber.
- The procedure in each of Comparative Examples 2 and 3 was similar to that of Example 1 except that the dyed polyester fiber was directly immersed into the solvent, rather than disposed on the metal grid to be separated from the solvent. The detailed information for Comparative Examples 2 and 3 is listed in Table 1.
- The procedure in each of Comparative Examples 4 and was similar to that of Example 1 except for the type of the solvent. In Comparative Example 4, deionized water was used as the solvent (boiling point: 100° C., solubility parameter to the dye: 47.84 (J/cm3)0.5), while in Comparative Example 5, acetone was used as the solvent (boiling point: 56.5° C., solubility parameter to the dye: 20.25 (J/cm3)0.5). The detailed information for Comparative Examples 4 and 5 is listed in Table 1.
- The procedure in each of Examples 8 to 10 was similar to that of Example 2, except that, in Examples 8 to 10, the temperature of the condensed fluid was controlled to be 190° C., 160° C., and 140° C., respectively, by adjusting the distance between the dyed polyester fiber and the heating device. The detailed information for Examples 8 to 10 is listed in Table 1.
- The procedure in Comparative Example 6 is similar to that of Example 2, except for the temperature of the condensed fluid.
-
TABLE 1 Fresh Condensed Vapor fluid Polyester fiber Solvent Temp. Temp. Color measurement result Dye Type color Weight Type Amount (° C.) (° C.) L a b E1 Brown XF Brown 1.5 gram Xylene 150 140 135 Before 34.6 19.1 11.2 gram After 83.5 −0.51 3.5 E2 Brown XF Brown 1.5 gram Ethylene 150 197 190 Before 34.6 19.1 11.2 glycol gram After 84.3 −0.12 3.5 E3 Blue XF Dark 1.5 gram Ethylene 150 197 190 Before 20.6 3.0 18.0 Blue glycol gram After 80.4 −1.8 2.14 E4 Red XF Dark 1.5 gram Ethylene 150 197 190 Before 23.6 23.6 6.1 Red glycol gram After 75.9 −0.16 2.8 E5 Brown XF Brown 1.5 gram 1-hexanol 150 158 145 Before 34.6 19.1 11.2 gram After 83.77 −0.15 2.9 E6 Brown XF Brown 1.5 gram 1,3-propane 150 217 215 Before 34.6 19.1 11.2 diol gram After 77.31 −0.14 3.7 E7 Brown XF Brown 1.5 gram Ethylene 150 248 220 Before 34.6 19.1 11.2 carbonate gram After 84.4 −0.37 4.4 CE1 — White 1.5 gram — — — — — 81.3 −0.43 0.12 CE2 Brown XF Brown 1.5 gram Xylene 150 140. 140 Before 34.6 19.1 11.2 gram After 71.8 8.3 17.0 CE3 Brown XF Brown 1.5 gram Ethylene 150 197 196 Before 34.6 19.1 11.2 glycol gram After 72.2 4.2 14.1 CE4 Brown XF Brown 1.5 gram Deionized 150 100 100 Before 34.6 19.1 11.2 water gram After 34.6 19.1 11.2 CE5 Brown XF Brown 1.5 gram Acetone 150 60 55 Before 34.6 19.1 11.2 gram After 34.6 19.1 11.2 Note: “—” represents “none”. - Colors of the polyester fiber before and after the decolorization treatment in each of Examples 1 to 7 and Comparative Examples 1 to 5 were determined by a color difference meter (NIPPON DENSHOKU, NE4000) using L a b color specification system (JIS Z 8729). When the color of the polyester fiber is close to white, the L value is greater than 75 and the b value is less than 10. More preferably, the b value is less than 8, and even more preferably, the b value is less than 4. The results in Examples 1 to 10 and Comparative Examples 1 to 6 are listed in Table 2.
- The weight of the condensed fluid used to decolorizing the dyed polyester fiber was measured by the following steps:
-
- measuring the weight of the dyed polyester fiber before decolorization treatment (hereinafter referred to as “original weight”);
- when the dyed polyester fiber was saturated with the condensed fluid and the dye-containing solution started to drop from the dyed polyester fiber, measuring the weight of the dyed polyester fiber (hereinafter referred to as “saturated weight”); and
- calculating the weight of the condensed fluid by subtracting “original weight” from “saturated weight”.
- The results are listed in Table 3.
-
TABLE 2 Temp. of the E8 E9 E10 CE6 condensed fluid (° C.) 190° C. 160° C. 140° C. 50° C. Color Before L 34.6 34.6 34.6 34.6 measurement a 19.1 19.1 19.1 19.1 result b 11.2 11.2 11.2 11.2 10 min L 35.6 36.2 34.6 a 16.8 20.5 19.1 b 10.9 12.1 11.2 20 min L 48.2 47.0 36.9 a 8.0 14.6 17.5 b 21.6 10.6 8.9 30 min L 71.7 56.7 49.5 a −5.1 1.4 15.4 b 11.8 22.9 18.6 40 min L 80.2 69.4 57.2 a −0.42 −9.0 2.1 b 5.4 10.3 17.1 50 min L 84.0 82.2 79.6 a 0.52 0.92 −5.7 b 6.1 5.5 10.1 60 min L 84.3 85.4 84.1 a −0.21 −0.33 0.80 b 3.5 5.3 7.9 -
TABLE 3 Original Saturated Condensed fluid Weight weight (g) weight (g) weight (g) ratio E1 1.50 4.05 2.55 1:1.70 E2 1.50 4.97 3.47 1:2.31 E3 1.51 4.79 3.28 1:2.17 E4 1.50 4.80 3.30 1:2.20 E5 1.50 4.02 2.52 1:1.68 E6 1.51 4.39 2.88 1:1.91 E7 1.50 5.36 3.86 1:2.57 - Table 1 shows that, compared to Examples 1 and 2, Comparative Examples 2 and 3 cannot efficiently decolorize the dyed polyester fiber by the immersion extraction method.
- To be specific, in Comparative Examples 2 and 3, after the immersion extraction for an hour, the L value did not reach the value of 75, and the a value and b value were not close to zero. It could be inferred that the immersion extraction has back-staining shortcoming. Examples 1 and 2 show a good efficiency for decolorization, and the L value for each of two examples (83.5 and 84.3) is even higher than the non-dyed white polyester fiber in Comparative Example 1 (81.3).
- Examples 2 to 4 show that the method of the present invention can efficiently remove the different types of the dye from the dyed polyester fiber.
- The difference between Examples 5, 6, 7 and Comparative Examples 4, 5 is the type of the solvent. The solvent used in Comparative Example 4, i.e., water, has the solubility parameter to the dye greater than 40 (J/cm3)0.5), and thus could not well dissolve the dye in the dyed polyester fiber. From Comparative Example 5, it is indicated that the condensed fluid of acetone having a temperature lower than the glass transition temperature of the polyester fiber provides an inferior extracting effect. In each of Examples 5 to 7, the condensed fluid having a temperature ranging between the glass transition temperature and the melting point of the polyester fiber exhibits good decolorizing effect for the dyed polyester fiber.
- The difference between Examples 8 to 10 and Comparative Example 6 is the condensed fluid temperature. The condensed fluid temperature in Comparative Example 6 was only 50° C. so that the dyed polyester fiber could not be decolorized. The condensed fluid temperature was controlled to be between 140° C. to 190° C. in each of Examples 8 to 10 so that the dyed polyester fiber could be efficiently decolorized.
- Moreover, Table 2 further shows that in Examples 8 to 10, the higher the condensed fluid temperature was, the higher the increase rate of the L value was at the beginning of the decolorizing method. However, after about an hour, the results for decolorization were similar.
- As shown in Tables 1 and 3, Comparative Examples 2 and 3 in Table 1 show that the weight ratio of the dyed polyester fiber to the solvent used in immersion extraction was 1:100. However, Table 3 shows that the weight ratio of the dyed polyester fiber to the condensed fluid used for extracting the dye in Examples 1 to 7 was from 1:1.5 to 1:4. Moreover, in U.S. Pat. No. 7,959,807, the weight ratio of the solvent to the dyed polyester fiber is greater than 4. The results indicate that the method of the present invention may use less amount of the solvent to achieve decolorizing effect.
- To sum up, the decolorizing method of the present invention could be suitable for extracting a variety of dyes from the dyed polyester fiber, and the solvent in the dye-containing solution may be recycled so that the amount of the solvent can be significantly reduced as compared to the conventional immersion extraction method.
- While the present invention has been described in connection with what are considered the most practical and preferred embodiments, it is understood that this invention is not limited to the disclosed embodiments but is intended to cover various arrangements included within the spirit and scope of the broadest interpretation and equivalent arrangements.
Claims (12)
1. A method for decolorization of a dyed polyester fiber, comprising the steps of:
(a) separately providing a dyed polyester fiber stained with a dye, and a solvent that is capable of dissolving the dye;
(b) heating the solvent to produce a fresh vapor of the solvent, the temperature of the fresh vapor ranging between the glass transition temperature and the melting point temperature of the polyester fiber;
(c) condensing the fresh vapor to form a condensed fluid of the solvent;
(d) contacting the dyed polyester fiber with the condensed fluid of the solvent that has a temperature sufficient to dissolve the dye such that the dye is extracted from the dyed polyester fiber so as to form a dye-containing solution and a decolorized polyester fiber; and
(e) separating the dye-containing solution from the decolorized polyester fiber.
2. The method as claimed in claim 1 , wherein the solubility parameter of the solvent is from 17 to 40 (J/cm3)0.5.
3. The method as claimed in claim 1 , wherein the solvent is selected from the group consisting of xylene, 1-hexanol, ethylene glycol, diethylene glycol, 1,3-propanediol, 1,4-butanediol, dimethylformamide, dimethylacetamide, dimethyl sulfoxide, ethylene carbonate, propylene carbonate, butylene carbonate, and combinations thereof.
4. The method as claimed in claim 3 , wherein xylene includes p-xylene, m-xylene, or o-xylene.
5. The method as claimed in claim 1 , wherein the temperature of the condensed fluid of the solvent in step (d) ranges between the glass transition temperature and the melting point temperature of the polyester fiber.
6. The method as claimed in claim 1 , wherein the weight ratio of the polyester fiber to the condensed fluid is from 1:1.5 to 1:4.
7. The method as claimed in claim 6 , wherein the weight ratio of the polyester fiber to the condensed fluid is from 1:1.6 to 1:2.6.
8. The method as claimed in claim 1 , wherein the dye is a disperse dye.
9. The method as claimed in claim 1 , wherein the dyed polyester fiber is separately disposed above the solvent, the fresh vapor of the solvent contacting and being condensed on the polyester fiber.
10. The method as claimed in claim 1 , wherein, in step (a), the solvent is disposed in a solvent pool, and in step (e), the dye-containing solution drops from the decolorized polyester fiber into the solvent pool by gravity.
11. The method as claimed in claim 1 , further comprising a step (f) of repeating the steps of step (a) to step (e).
12. The method as claimed in claim 11 , wherein the method is proceeded in a tank that includes a condensing device.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
TW102131809A TWI481762B (en) | 2013-09-04 | 2013-09-04 | Decolorization of Polyester Fibers Dyed by Dye |
TW102131809 | 2013-09-04 |
Publications (1)
Publication Number | Publication Date |
---|---|
US20150059103A1 true US20150059103A1 (en) | 2015-03-05 |
Family
ID=50479021
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US14/225,889 Abandoned US20150059103A1 (en) | 2013-09-04 | 2014-03-26 | Method for decolorization of a dyed polyester fiber |
Country Status (5)
Country | Link |
---|---|
US (1) | US20150059103A1 (en) |
EP (1) | EP2868800A1 (en) |
JP (1) | JP2015048570A (en) |
CN (1) | CN104420191A (en) |
TW (1) | TWI481762B (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US10640914B2 (en) | 2015-09-24 | 2020-05-05 | North Carolina State University | Method for decolorizing textile materials |
US11001961B2 (en) | 2015-08-21 | 2021-05-11 | North Carolina State University | Oxidative method for decolorizing textile materials |
US20220267950A1 (en) * | 2021-02-24 | 2022-08-25 | Nan Ya Plastics Corporation | Decolorization method for dyed fiber cloth |
WO2022235051A1 (en) | 2021-05-03 | 2022-11-10 | 한국화학연구원 | Extractant and extraction method for removing color-expressing foreign substances from colored polymer containing ester functional group, and method for chemically selecting polymer containing ester functional group from colored polymer mixture |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107587362A (en) * | 2016-07-15 | 2018-01-16 | 浙江绿宇环保股份有限公司 | It is a kind of to realize that containing for solvent circulation washs waste textile decoloration process |
TWI750456B (en) * | 2019-02-22 | 2021-12-21 | 南亞塑膠工業股份有限公司 | A kind of decolorization method for dyed polyester |
CN111607920B (en) | 2019-02-22 | 2023-04-18 | 香港纺织及成衣研发中心有限公司 | Method and device for decolouring textile materials |
NL2026273B1 (en) | 2020-08-14 | 2022-04-13 | Ioniqa Tech B V | Depolymerization method of a waste polymer material and system therefore |
WO2022178704A1 (en) * | 2021-02-24 | 2022-09-01 | The Hong Kong Research Institute Of Textiles And Apparel Limited | Method for decolorizing textiles |
US11802370B2 (en) | 2021-02-24 | 2023-10-31 | The Hong Kong Research Institute Of Textiles And Apparel Limited | Method for decolorizing textiles |
TWI819375B (en) * | 2021-09-13 | 2023-10-21 | 南亞塑膠工業股份有限公司 | Method of decolorizing polyester fabric |
TWI781761B (en) * | 2021-09-13 | 2022-10-21 | 南亞塑膠工業股份有限公司 | Method for decolorizing polyester fabric |
TWI800920B (en) * | 2021-09-13 | 2023-05-01 | 南亞塑膠工業股份有限公司 | Method for recycling polyester fabric |
WO2023117882A1 (en) * | 2021-12-20 | 2023-06-29 | Basf Se | Process for discoloration of a colored polymeric material |
WO2024117056A1 (en) * | 2022-11-29 | 2024-06-06 | 帝人フロンティア株式会社 | Method for recovering polyester and method for manufacturing recycled polyester |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3806316A (en) * | 1972-05-04 | 1974-04-23 | Radiation Technology Inc | Process for extracting dye from textiles |
US4003881A (en) * | 1975-02-24 | 1977-01-18 | Monsanto Company | Polyester polymer recovery from dyed polyester fabrics |
US7959807B2 (en) * | 2005-08-05 | 2011-06-14 | Teijin Fibers Limited | Method for recovering useful components from dyed polyester fiber |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2223466A1 (en) * | 1972-05-13 | 1973-11-22 | Ulrich Dipl-Chem Dr Baumgarte | Extractor - for dissolving out substances eg dyestuffs from a substrate eg paper, film, fabric or yarn |
US4003880A (en) * | 1975-05-19 | 1977-01-18 | Monsanto Company | Fabric dye stripping, separation and recovery of polyester |
GB1552880A (en) * | 1976-12-09 | 1979-09-19 | Monsanto Co | Process for polyester recovery |
DE69220936T2 (en) | 1991-04-12 | 1998-01-15 | Novonordisk As | REMOVAL OF EXCESSIVE DYE FROM NEW TEXTILES |
US5613983A (en) | 1991-11-04 | 1997-03-25 | Terry; Raymond | Method for decolorization of fabrics |
EP1476600A4 (en) * | 2002-02-01 | 2007-03-28 | Interface Inc | Chemical compounds and methods for removing dye |
JP2005255963A (en) * | 2004-02-12 | 2005-09-22 | Is:Kk | Method for recovering ester monomer from fibrous polyester |
US7192988B2 (en) | 2004-09-30 | 2007-03-20 | Invista North America S.Ar.L. | Process for recycling polyester materials |
KR20100015486A (en) * | 2007-04-11 | 2010-02-12 | 바스프 에스이 | Method for removing color from polymeric material |
CN101644007A (en) * | 2009-06-30 | 2010-02-10 | 优顿(天津)精细化工有限公司 | Process and device for decoloring waste and old terylene fabric |
CN102465410A (en) * | 2010-11-16 | 2012-05-23 | 浙江誉华集团湖州印染有限公司 | Machine for steaming, washing and bleaching fabric before dyeing and finishing |
-
2013
- 2013-09-04 TW TW102131809A patent/TWI481762B/en not_active IP Right Cessation
- 2013-11-05 CN CN201310541621.6A patent/CN104420191A/en active Pending
-
2014
- 2014-03-26 US US14/225,889 patent/US20150059103A1/en not_active Abandoned
- 2014-03-31 EP EP20140162810 patent/EP2868800A1/en not_active Withdrawn
- 2014-06-25 JP JP2014130048A patent/JP2015048570A/en active Pending
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3806316A (en) * | 1972-05-04 | 1974-04-23 | Radiation Technology Inc | Process for extracting dye from textiles |
US4003881A (en) * | 1975-02-24 | 1977-01-18 | Monsanto Company | Polyester polymer recovery from dyed polyester fabrics |
US7959807B2 (en) * | 2005-08-05 | 2011-06-14 | Teijin Fibers Limited | Method for recovering useful components from dyed polyester fiber |
Non-Patent Citations (2)
Title |
---|
Derwent 2010-K77741, Gao J et al. 2010 * |
Sukri et al. "A Comparison of Boiling and Soxlet Extraction Method in Natural Dyeing" J Mech Manufac Vol 1, 2014, p53-60 * |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US11001961B2 (en) | 2015-08-21 | 2021-05-11 | North Carolina State University | Oxidative method for decolorizing textile materials |
US10640914B2 (en) | 2015-09-24 | 2020-05-05 | North Carolina State University | Method for decolorizing textile materials |
US20220267950A1 (en) * | 2021-02-24 | 2022-08-25 | Nan Ya Plastics Corporation | Decolorization method for dyed fiber cloth |
CN114960172A (en) * | 2021-02-24 | 2022-08-30 | 南亚塑胶工业股份有限公司 | Method for decoloring fiber cloth |
WO2022235051A1 (en) | 2021-05-03 | 2022-11-10 | 한국화학연구원 | Extractant and extraction method for removing color-expressing foreign substances from colored polymer containing ester functional group, and method for chemically selecting polymer containing ester functional group from colored polymer mixture |
Also Published As
Publication number | Publication date |
---|---|
CN104420191A (en) | 2015-03-18 |
EP2868800A1 (en) | 2015-05-06 |
TW201510319A (en) | 2015-03-16 |
JP2015048570A (en) | 2015-03-16 |
TWI481762B (en) | 2015-04-21 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US20150059103A1 (en) | Method for decolorization of a dyed polyester fiber | |
US10876240B2 (en) | Method for decolorization of dyed polyester fiber | |
JP6659919B1 (en) | Method for producing bleached polyester, bleached polyester and bleaching agent | |
TWI389941B (en) | Self-dyed polyester fiber for recycling useful ingredients | |
US4047889A (en) | Process for the rapid, continuous and waterless dyeing of textile and plastic materials | |
CN102061005B (en) | Polyester fiber or polyester fabric waste recycling method | |
KR101561528B1 (en) | Method for chemical recycling of pet wastes | |
CN103726367A (en) | Clean production process for dyeing residual liquid of disperse dye | |
JP2008179816A (en) | Recycling method for nylon 6 product | |
WO2019047176A1 (en) | Method for recycling waste polyester-cotton blend fabrics | |
CN111747856B (en) | Treatment method of waste solvent | |
US20230082495A1 (en) | Decolorization method of polyester fabric | |
JP7461404B2 (en) | How to collect polyester fabrics | |
JP7461408B2 (en) | How to bleach polyester fabrics | |
US1668380A (en) | Continuous process for the dehydration of volatile fatty acids | |
US2921038A (en) | Process for treating rubber-covered nylon fiber | |
CN111848353A (en) | Method for harmless recycling treatment of BDO organic waste liquid | |
WO2019047175A1 (en) | Waste polyester-cotton blend fabric compound decolorization method | |
CN108129271A (en) | A kind of method of the chloro- 3,5- dinitro-p-trifluorotoluenes waste water acidification recycling phenol of 4- | |
CN104926010A (en) | Acetic acid wastewater treatment technology | |
JP2011136854A (en) | Method for separately recovering hydrochloric acid and hydrofluoric acid from hydrochloric acid-hydrofluoric acid mixed acid waste | |
CN106186600B (en) | Method for treating sludge in sewage of water-jet loom in textile mill | |
CN115945222A (en) | Preparation method of ion catalyst material for PET chemical recovery and PET chemical recovery method | |
CN115806486A (en) | Method for improving hue of recycled ethylene terephthalate | |
CN115536197A (en) | Low-rank coal pyrolysis wastewater oil removal method |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: FAR EASTERN NEW CENTURY CORPORATION, TAIWAN Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:LIU, PANG-CHIN;CHENG, HSIN-LING;WANG, CHENG-TING;SIGNING DATES FROM 20140305 TO 20140306;REEL/FRAME:032533/0029 |
|
STCB | Information on status: application discontinuation |
Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION |