CN114657657A - Cationic dyeable thermoplastic polyester elastic fiber and cationic dye-dyed thermoplastic polyester elastic fiber - Google Patents
Cationic dyeable thermoplastic polyester elastic fiber and cationic dye-dyed thermoplastic polyester elastic fiber Download PDFInfo
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- CN114657657A CN114657657A CN202011525816.8A CN202011525816A CN114657657A CN 114657657 A CN114657657 A CN 114657657A CN 202011525816 A CN202011525816 A CN 202011525816A CN 114657657 A CN114657657 A CN 114657657A
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- elastic fiber
- thermoplastic polyester
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- cationic dye
- polyester elastic
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- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/78—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products
- D01F6/84—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products from copolyesters
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- 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
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/688—Polyesters containing atoms other than carbon, hydrogen and oxygen containing sulfur
- C08G63/6884—Polyesters containing atoms other than carbon, hydrogen and oxygen containing sulfur derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/6886—Dicarboxylic acids and dihydroxy compounds
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- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/78—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products
- D01F6/86—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products from polyetheresters
Abstract
The invention relates to a cationic dyeable thermoplastic polyester elastic fiber which is suitable for being combined with a cationic dye at low temperature and normal pressure. The invention relates to a method for introducing m-benzene dibasic acid dibasic ester-5-sulfonic group part into crystalline polyester hard chain segment of thermoplastic polyester elastomer, so that the m-benzene dibasic acid dibasic ester-5-sulfonic group part is modified to be a sulfonic group with negative charge, and the m-benzene dibasic acid dibasic ester-5-sulfonic group part is suitable for forming chemical bonding with cationic dye, thereby having improved color fastness. The invention also relates to a thermoplastic polyester elastic fiber dyed with cationic dye.
Description
Technical Field
The present invention relates to a thermoplastic polyester elastic fiber having high dyeability with cationic dyes at low temperature and normal pressure, and a thermoplastic polyester elastic fiber dyed with cationic dyes.
Background
Polyester fibers have the advantages of high strength, high modulus, and good dimensional stability, and thus are widely used in various woven products. However, since polyester has a compact molecular chain, a high degree of crystal orientation, a low polarity and a poor hydrophilicity, the types of dyes that can be used for dyeing are limited, and the dyeability is poor, and therefore, disperse dyes are mainly used at present. In general, dyeing of polyester fibers with disperse dyes must be performed at high temperature and high pressure, thereby temporarily breaking polyester molecular chains firmly bonded by intramolecular forces such as hydrogen bonds and van der waals forces, so that the polyester fibers are bulked with increased voids to allow the disperse dyes to penetrate into the bulked and increased voids of the fibers. After cooling, the polyester molecular chain is recovered, and the disperse dye is embedded in the molecular structure of the polyester fiber.
However, the dyeing process at high temperature and high pressure not only consumes energy and increases the equipment and operation costs, but also easily embrittles natural or artificial fibers that are often co-woven or blended with polyester fibers. On the other hand, although the polyester fibers such as polyethylene terephthalate (PET) fibers and polybutylene terephthalate (PBT) fibers can be dyed with a disperse dye to obtain acceptable color fastness, thermoplastic polyester elastic fibers (TPEE fibers for short) belonging to the same polyester series are not easily uniformly dyed and have low color fastness when dyed with a disperse dye due to the distribution of crystalline regions and amorphous regions in the chemical structure, and are easily caused to cause color migration.
Cationic dyes suitable for low temperature, atmospheric processes have also been developed. By modifying the polyester fibers, cationic dyes can bind to the acid groups in the fabric and dye the fibers. Chinese patent publication CN1362548A describes that sodium hexamethylene isophthalate-5-sulfonate is used as a copolymerization monomer of PET, and PET fiber is modified into fiber which is easy to be dyed by cationic dye. Chinese patent publication CN1683617A describes the use of sodium dimethyl isophthalate-5-sulfonate as a modifier, and the cationic dyeable PTT polyester fiber is prepared by copolymerization during the polymerization of polytrimethylene terephthalate (PTT) or by mixing the modifier before the spinning of PTT chips. However, no publication has disclosed dyeing of TPEE fibers with cationic dyes.
Accordingly, there is still a need in the art for a method for dyeing TPEE fibers with cationic dyes and TPEE fibers with high color fastness produced by the method.
Disclosure of Invention
In order to satisfy the above-mentioned industrial demands, the present inventors have made intensive studies and developments to obtain the invention disclosed in the present application. The technical problem to be solved by the present invention is to provide a cationic dyeable thermoplastic polyester elastic fiber (CD-TPEE fiber) suitable for combining with a cationic dye at low temperature and normal pressure, thereby having improved cationic dye dyeability. The technical means adopted by the invention mainly relates to the introduction of an m-phthalic acid dibasic ester-5-sulfonic acid metal salt monomer into a crystalline polyester hard chain segment of the TPEE, so that the TPEE is modified into a sulfonic acid group with negative charge, and is suitable for forming a chemical bond with a cationic dye with positive charge.
The cationic dyeable thermoplastic polyester elastic fiber is prepared by spinning a block copolymer consisting of at least one crystalline polyester hard segment and at least one non-crystalline soft segment, wherein the at least one crystalline polyester hard segment comprises an aromatic polydibasic acid diol ester moiety such as polybutylene terephthalate (PBT) or polybutylene naphthalate (PBN), and the at least one amorphous soft segment comprises polyether glycol parts such as polytetramethylene ether glycol (PTMEG), polyethylene glycol (PEG) and polypropylene glycol (PPG) and/or aliphatic polyester parts such as Polycaprolactone (PCL), polybutylene adipate (PBA), Polylactide (PLLA) and Polyglycolide (PGA), and wherein the at least one crystalline polyester hard segment has a reactive meta-phenylene diacid diester-5-sulfonate moiety suitable for binding the cationic dye.
The invention also provides a thermoplastic polyester elastic fiber dyed with cationic dye, which comprises a fiber prepared by spinning a block copolymer composed of at least one crystalline polyester hard segment and at least one amorphous soft segment, wherein the at least one crystalline polyester hard segment comprises aromatic polydiacid dibasic ester parts such as polybutylene terephthalate (PBT) or polybutylene naphthalate (PBN), and the like, and the at least one amorphous soft segment comprises polyether glycol parts such as polytetramethylene ether glycol (PTMEG), polyethylene glycol (PEG), polypropylene glycol (PPG), and the like, and/or aliphatic polyester parts such as Polycaprolactone (PCL), polybutylene adipate (PBA), Polylactide (PLLA), Polyglycolide (PGA), and the like, and wherein the at least one crystalline polyester hard segment has a reactive isophthalic dibasic ester-5-sulfonic acid group part, adapted to bind the cationic dye; and a cationic dye layer covering the outer surface of the fiber.
In a preferred embodiment, the at least one crystalline polyester hard segment comprises a polybutylene terephthalate (PBT) moiety and the at least one amorphous soft segment comprises an aliphatic polyester moiety selected from the group consisting of Polycaprolactone (PCL), polybutylene adipate (PBA), Polylactide (PLLA), and Polyglycolide (PGA).
In a preferred embodiment, the isophthalic acid diester-5-sulfonate moiety is selected from isophthalic acid diester-5-sulfonate moieties.
In a preferred embodiment, the CD-TPEE fibers are spun into monofilament or multifilament form.
In a preferred embodiment, the CD-TPEE fiber has a denier in the range of 1 to 1000 denier. In a more preferred embodiment, the CD-TPEE fiber has a denier in the range of 10 to 300 denier.
The invention has the beneficial effects that: the CD-TPEE fiber disclosed by the scheme can stably adsorb cationic dye through the reactive m-phthalic acid dibasic ester-5-sulfonic acid group part in the crystalline polyester hard chain segment, so that the CD-TPEE fiber has improved color fastness and excellent dyeing performance, and the fabric made of the CD-TPEE fiber is not easy to discolor or fade after being used for a long time.
Drawings
FIG. 1 is a schematic cross-sectional view of the present CD-TPEE fiber dyed with cationic dye.
Description of the figure numbers:
10 … fibre
20 … cationic dye layer
Detailed Description
The invention provides a cationic dyeable thermoplastic polyester elastic fiber. The term "thermoplastic polyester elastic fiber" as used herein, abbreviated as "TPEE fiber", means a monofilament or multifilament fiber produced by spinning a block copolymer composed of a crystalline polyester hard segment and an amorphous soft segment. In a preferred embodiment, the TPEE fiber may include a crystalline polyester hard segment mainly composed of an aromatic dibasic acid diol such as polybutylene terephthalate (PBT) or polybutylene naphthalate (PBN), and a polyether diol such as polytetramethylene ether glycol (PTMEG), polyethylene glycol (PEG), polypropylene glycol (PPG), and/or an aliphatic polyester such as Polycaprolactone (PCL), polybutylene adipate (PBA), Polylactide (PLLA), and Polyglycolide (PGA) as an amorphous soft segment. The block copolymer structure of TPEE exhibits a continuous two-phase association, i.e., the crystalline phase of the polyester hard segment produces thermally reversible physical crosslinks imparting tenacious properties to the polymer against deformation, while the amorphous phase of the soft segment imparts elasticity to the polymer. The hardness, modulus, melting point, chemical resistance, air tightness and other properties of the TPEE fiber can be changed by adjusting the proportion, the type and the length of the soft and hard chain segments of the TPEE block copolymer, so that the TPEE fiber is suitable for various purposes. Generally, the soft segment can have a molecular weight of about 500 daltons to about 25,000 daltons. In a more preferred embodiment, the TPEE fiber comprises a crystalline polyester hard segment based on polybutylene terephthalate (PBT), and an amorphous soft segment based on an aliphatic polyester moiety selected from the group consisting of Polycaprolactone (PCL), polybutylene adipate (PBA), Polylactide (PLLA), and Polyglycolide (PGA). In another more preferred embodiment, the TPEE fiber comprises a crystalline polyester hard segment based on polybutylene terephthalate (PBT), and an amorphous soft segment based on polytetramethylene ether glycol (PTMEG). According to the invention, the polyester hard chain segment also has a cationic dye dyeable unit which is provided with a reactive m-phthalic acid dibasic ester-5-sulfonic acid group part and is suitable for forming chemical bonding with cationic dye with positive charge so as to improve the cationic dye dyeability of the TPEE fiber. Preferably, the isophthalic acid diester-5-sulfonate moieties are selected from isophthalic acid diester-5-sulfonate moieties. Various monofilaments, multifilaments, processed yarns, composite yarns, commingled yarns, core spun yarns made using the present CD-TPEE fibers are also within the scope of the invention.
The manufacture of TPEE fibers is known in the art, and the present invention relates to the introduction of cationic dye dyeable units into crystalline polyester hard segments of TPEE as metal salt monomer of m-phthalic acid dibasic ester-5-sulfonic acid during the synthesis of TPEE, so that TPEE is modified to have negatively charged sulfonic acid groups suitable for forming chemical bonds with positively charged cationic dyes to improve the cationic dye dyeability of TPEE fibers. For example, in a specific example in which the TPEE fiber comprises a PBT hard segment and a PTMEG soft segment, CD-TPEE in the form of a long-chain random block copolymer can be prepared by subjecting monomers such as dimethyl terephthalate (DMT), 1, 4-Butanediol (BDO), and a metal salt of isophthalic dibasic ester-5-sulfonate to a transesterification reaction (trans-esterification) in the presence of a catalyst, and then subjecting the resulting prepolymer to a condensation polymerization reaction (condensation polymerization) with polytetramethylene ether glycol (PTMEG). Another common method is a high temperature melt polymerization process, which involves subjecting terephthalic acid (PTA), 1, 4-Butanediol (BDO), and metal salt of isophthalic dibasic ester-5-sulfonate to esterification to form a hard segment, subjecting terephthalic acid (PTA), terephthalic acid, and polytetramethylene ether glycol (PTMEG) to esterification to form a soft segment, mixing the hard segment and the soft segment in proportion, and then subjecting the mixture to condensation polymerization to obtain CD-TPEE. The metal salt of isophthalic acid dibasic ester-5-sulfonic acid may be selected from the group consisting of metal salt of dimethyl isophthalate-5-sulfonic acid, metal salt of ethylene isophthalate-5-sulfonic acid, metal salt of propylene isophthalate-5-sulfonic acid, metal salt of butylene isophthalate-5-sulfonic acid, metal salt of pentylene isophthalate-5-sulfonic acid, and combinations thereof. The metal salts include sodium, potassium and lithium salts. More preferably, the metal salt of isophthalic acid dibasic ester-5-sulfonic acid is selected from sodium ethylene glycol isophthalate-5-sulfonate. The amount of the metal salt of m-phthalic acid dibasic ester-5-sulfonate monomer is in the range of 0.1 to 20 mol% based on the DMT monomer or PTA monomer, for example, in the range of 1 to 10 mol% based on the DMT monomer or PTA monomer. The above process can produce CD-TPEE slices, which can be subsequently melt spun into CD-TPEE fibers by any conventional melt spinning method.
Accordingly, the present invention also includes a method for manufacturing a cationic dyeable thermoplastic polyester elastic fiber, which comprises polymerizing an m-phthalic acid dibasic ester-5-sulfonic acid metal salt monomer, an alkyl diol monomer, and a terephthalic acid (PTA) monomer or an alkyl ester thereof to obtain a prepolymer; subjecting the prepolymer to condensation polymerization with a polyether diol to obtain a block copolymer; and spinning the resulting block copolymer into a thermoplastic polyester elastic fiber. In a preferred embodiment, the spun TPEE fiber may be in the form of monofilament or multifilament having a fineness in the range of 1 to 1000 denier, preferably in the range of 10 to 300 denier.
Methods for dyeing fibers using cationic dyes are well known in the relevant art. Generally, the dyeing process is carried out by immersing the CD-TPEE fiber in a dye bath in a weakly acidic aqueous bath with acetic acid and acetate as buffer systems at about 80 to 100 ℃ in the presence of an electrolyte so that the dye cations in the dye bath are adsorbed to the surface of the fiber and diffuse inward, and finally bind to the reactive sulfonic acid groups in the cationic dye-dyeable units on the CD-TPEE fiber. The term "cationic dyes" as used herein means dyes that are soluble in water and can dissociate in aqueous solution to form a positively charged dye, sometimes also referred to as basic dyes. The cationic dyes include, but are not limited to, methine dyes, triphenylmethane dyes, dibenzopyran dyes, and cyanine dyes, such as basic blue 3, basic blue 26, basic blue 41, basic blue 54, basic blue 64, basic blue 100, basic blue 140, basic blue 159, basic blue 163, basic green 1, basic green 4, basic orange 1, basic orange 2, basic orange 21, basic orange 60, basic orange 64, basic orange 160, basic red 1, basic red 12, basic red 14, basic red 18, basic red 29, basic red 46, basic red 49, basic red 51, basic red 108, basic red 111, basic violet 1, basic violet 3, basic violet 4, basic violet 10, basic violet 14, basic violet 16, basic violet 49, basic yellow 1, basic yellow 11, basic yellow 13, basic yellow 15, basic yellow 21, basic yellow 28, basic yellow 29, basic yellow 40, basic yellow 51, basic yellow 70, Basic yellow 94, basic yellow 96, basic brown 1, basic brown 22, and basic brown 23.
Accordingly, the present invention further comprises a thermoplastic polyester elastic fiber dyed with a cationic dye. Fig. 1 is a schematic cross-sectional view of the present CD-TPEE fiber dyed with a cationic dye, which is exemplified by a monofilament fiber, showing that the dyed CD-TPEE fiber comprises a monofilament fiber 10. As described above, the monofilament fiber 10 is produced by spinning a block copolymer composed of at least one crystalline polyester hard segment and at least one amorphous soft segment, wherein the crystalline polyester hard segment has a reactive isophthalic diacid dibasic ester-5-sulfonic acid group moiety. The cross-section of the fiber 10 may be substantially circular or polygonal. Thus, the fibre 10 has an outer surface in a radial direction substantially perpendicular to its extension, which is covered with a cationic dye layer 20. Preferably, the cationic dye layer 20 covers substantially the entire outer surface of the fiber 10. The cationic dye layer 20 may be composed of a single dye to produce a single color dyeing effect. The cationic dye layer 20 may also be formed by combining dyes of multiple colors to produce a colored dye effect. In a preferred embodiment, the thickness of the cationic dye layer is in the range of about 1 micron to about 100 microns. As shown in example 3, the fabric woven by the CD-TPEE fiber dyed with the cationic dye has the water fastness, the washing fastness and the perspiration fastness of more than 3.5 grades, and the rubbing fastness of 4.5 grades, so that the CD-TPEE fiber disclosed by the invention can stably adsorb the cationic dye and has excellent dyeing performance.
The following examples are provided only for illustrating the present invention and are not intended to limit the scope of the present invention.
Example 1: preparation of cationic dyeable thermoplastic polyester elastomer (CD-TPEE).
This example was carried out by the transesterification method. Dimethyl terephthalate (DMT), 1, 4-Butanediol (BDO) and sodium ethylene isophthalate-5-Sulfonate (SIPM) were mixed in a 1: 2: 0.05 mol percent of the mixture is prepared into slurry, the slurry is fed into an esterification reaction kettle, and tetrabutyl titanate catalyst and magnesium acetate cocatalyst are added. In the nitrogen environment, the ester exchange reaction is carried out at the temperature range of 190-200 ℃ for 30-50 minutes, and the temperature of the top of the fractionating column is 65-70 ℃ to obtain a prepolymer. Feeding the prepolymer and polytetramethylene ether glycol (PTMEG) into a polycondensation kettle, raising the temperature to 240 ℃ and 250 ℃, and gradually reducing the pressure to below 130Pa to carry out the condensation polymerization reaction. Discharging under vacuum condition to obtain CD-TPEE ester particles.
Example 2: preparation of thermoplastic polyester elastic fiber
Drying the CD-TPEE ester particles in a dehumidifying dryer until the moisture content is below 100ppm, putting the CD-TPEE ester particles into a storage bin, feeding the CD-TPEE ester particles into a screw rod from the storage bin, melting at the temperature of 220-260 ℃, controlling the discharge amount of the CD-TPEE ester particles by a metering pump, spinning fibers by a spinning assembly at the temperature of 220-260 ℃, cooling, solidifying and forming in a cold water environment, feeding the fibers into a first roller (1GR) through a yarn guide, extending by hot water at the temperature of 80-100 ℃, forming by hot air at the temperature of 140-180 ℃, feeding the fibers into a coiling machine to prepare the CD-TPEE fibers, and controlling the coiling tension of the coiling machine to be 10-30 g.
Example 3: test of color fastness
In order to verify the technical effects of the present invention, the CD-TPEE fiber manufactured in example 2 was woven into sock bags, washed with refined water, and then dip-dyed with 2% Red cationic dye (kayacryl Red L-ED) and 2% Blue cationic dye (Blue BR-ED) at pH 4 for 60 minutes at 120 ℃, and then analyzed for color fastness according to the test standards defined by the association of textile chemists and dyeing assistants (AATCC for short). The results are shown in table 1 below:
TABLE 1
The table shows that the fabrics woven by the TPEE fibers dyed with the cationic dyes have the fastness to water, washing and perspiration of more than 3.5 levels and are not easy to have color migration, and the fastness to rubbing is also 4.5 levels, so that the TPEE fibers disclosed by the scheme can stably adsorb the cationic dyes and have excellent dyeing performance.
Claims (10)
1. A cationic dyeable thermoplastic polyester elastic fiber characterized by: the block copolymer is prepared by spinning at least one crystalline polyester hard segment and at least one non-crystalline soft segment, wherein the at least one crystalline polyester hard segment comprises aromatic dibasic acid glycol ester parts such as polybutylene terephthalate (PBT) or polybutylene naphthalate (PBN), the at least one non-crystalline soft segment comprises polyether glycol parts such as polytetramethylene ether glycol (PTMEG), polyethylene glycol (PEG) and polypropylene glycol (PPG) and/or aliphatic polyester parts such as Polycaprolactone (PCL), polybutylene adipate (PBA), Polylactide (PLLA) and Polyglycolide (PGA), and the at least one crystalline polyester hard segment is provided with reactive dibasic isophthalate-5-sulfonic acid groups and is suitable for being combined with the cationic dye.
2. The cationic dyeable thermoplastic polyester elastic fiber according to claim 1, wherein: the at least one crystalline polyester hard segment comprises a polybutylene terephthalate (PBT) moiety and the at least one non-crystalline soft segment comprises an aliphatic polyester moiety selected from the group consisting of Polycaprolactone (PCL), polybutylene adipate (PBA), Polylactide (PLLA), and Polyglycolide (PGA).
3. The cationic dyeable thermoplastic polyester elastic fiber according to claim 2, wherein: the isophthalic acid diester-5-sulfonate moiety is selected from isophthalic acid diester-5-sulfonate moieties.
4. The cationic dyeable thermoplastic polyester elastic fiber according to claim 1, wherein: spun into monofilament or multifilament form.
5. The cationic dyeable thermoplastic polyester elastic fiber according to claim 4, wherein: the titer lies in the range of 1 to 1000 denier.
6. The cationic dyeable thermoplastic polyester elastic fiber according to claim 5, wherein: the titer lies in the range of 10 to 300 denier.
7. A thermoplastic polyester elastic fiber dyed with a cationic dye, comprising:
a fiber spun from a block copolymer comprising at least one crystalline polyester hard segment and at least one amorphous soft segment, wherein the at least one crystalline polyester hard segment comprises an aromatic polydibasic acid diol ester moiety such as polybutylene terephthalate (PBT) or polybutylene naphthalate (PBN), and the at least one amorphous soft segment comprises a polyether diol moiety such as polytetramethylene ether glycol (PTMEG), polyethylene glycol (PEG), polypropylene glycol (PPG), and/or an aliphatic polyester moiety such as Polycaprolactone (PCL), polybutylene adipate (PBA), Polylactide (PLLA), Polyglycolide (PGA), and wherein the at least one crystalline polyester hard segment has a reactive isophthalic diacid diester-5-sulfonate moiety suitable for binding the cationic dye; and
a cationic dye layer covering the outer surface of the fiber.
8. A thermoplastic polyester elastic fiber dyed with a cationic dye according to claim 7, wherein: spun into monofilament or multifilament form.
9. A thermoplastic polyester elastic fiber dyed with a cationic dye according to claim 8, wherein: the titer lies in the range of 1 to 1000 denier.
10. A thermoplastic polyester elastic fiber dyed with a cationic dye according to claim 9, wherein: the titer lies in the range of 10 to 300 denier.
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN86104826A (en) * | 1986-07-19 | 1987-09-23 | 天津化学纤维研究所 | Modified polyester fiber and preparation method |
| JPH05209376A (en) * | 1992-01-29 | 1993-08-20 | Teijin Ltd | Treatment of polyester-based dyed stretch textile |
| CN101768257A (en) * | 2009-12-25 | 2010-07-07 | 徐强 | Method for preparing modified PTT fiber and fiber thereof |
| CN103012761A (en) * | 2012-12-05 | 2013-04-03 | 金发科技股份有限公司 | Method for preparing copolyether ester elastomer |
| CN109320706A (en) * | 2017-07-31 | 2019-02-12 | 东丽纤维研究所（中国）有限公司 | A kind of cation dyeable copolyester and its preparation method and application |
-
2020
- 2020-12-22 CN CN202011525816.8A patent/CN114657657A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN86104826A (en) * | 1986-07-19 | 1987-09-23 | 天津化学纤维研究所 | Modified polyester fiber and preparation method |
| JPH05209376A (en) * | 1992-01-29 | 1993-08-20 | Teijin Ltd | Treatment of polyester-based dyed stretch textile |
| CN101768257A (en) * | 2009-12-25 | 2010-07-07 | 徐强 | Method for preparing modified PTT fiber and fiber thereof |
| CN103012761A (en) * | 2012-12-05 | 2013-04-03 | 金发科技股份有限公司 | Method for preparing copolyether ester elastomer |
| CN109320706A (en) * | 2017-07-31 | 2019-02-12 | 东丽纤维研究所（中国）有限公司 | A kind of cation dyeable copolyester and its preparation method and application |
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