CN107447553B - Ketone ester carrier dyeing method for polyimide fiber and fabric - Google Patents

Ketone ester carrier dyeing method for polyimide fiber and fabric Download PDF

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CN107447553B
CN107447553B CN201710696173.5A CN201710696173A CN107447553B CN 107447553 B CN107447553 B CN 107447553B CN 201710696173 A CN201710696173 A CN 201710696173A CN 107447553 B CN107447553 B CN 107447553B
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fabric
polyimide
dyeing
carrier
dye
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CN107447553A (en
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杜金梅
邵冬燕
许长海
高卫东
王鸿博
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Jiangnan University
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    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/653Nitrogen-free carboxylic acids or their salts
    • D06P1/6536Aromatic
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/53Polyethers
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/64General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/651Compounds without nitrogen
    • D06P1/65106Oxygen-containing compounds
    • D06P1/65112Compounds containing aldehyde or ketone groups
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/02Material containing basic nitrogen
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/02After-treatment
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16Synthetic fibres, other than mineral fibres
    • D06M2101/30Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds

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  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Coloring (AREA)

Abstract

The invention discloses a ketone-ester carrier dyeing method for polyimide fibers and fabrics, belonging to the fields of textile printing and dyeing auxiliaries and textile dyeing and finishing processing. The invention adopts the following process: (1) polyimide fiber fabric is pretreated to remove impurities attached to the fabric in the processes of silk making, weaving and storage; (2) carrier dyeing endows the fabric with a certain color yield; (3) washing the dyed fabric with water, soaping and washing to remove dyeing flooding. In the invention, the carrier and the cationic dye are adopted to dye the polyimide fabric under the high-temperature condition, the fabric has a certain color yield, and the dyed fabric has higher color fastness to washing.

Description

Ketone ester carrier dyeing method for polyimide fiber and fabric
Technical Field
The invention relates to a ketone-ester carrier dyeing method for polyimide fibers and fabrics, belonging to the fields of textile printing and dyeing auxiliaries and textile dyeing and finishing processing.
Background
Polyimide is a novel high-performance fiber, and has excellent performance of various high-performance fibers, and also has better thermal stability and flame retardance. However, the polyimide fiber has natural golden yellow color, is bright in color and cannot be removed, so that great difficulty is brought to dyeing, and the dyeing difficulty is increased due to the high glass transition temperature of the polyimide fiber. The main dyeing methods at present are modified dyeing and carrier dyeing, wherein the modified dyeing research is more extensive. The modified dyeing is to utilize the weak alkali resistance of the polyimide fiber, and increase polar groups on a molecular chain after the fiber is treated by alkali liquor, thereby achieving the purpose of dyeing, but the method destroys a cyclic structure on a fiber macromolecular chain and can affect other properties of the fiber. Carrier dyeing is widely researched on other synthetic fibers such as polyester, aramid and the like, but is less in the aspect of dyeing of polyimide fibers, proper carriers need to be screened continuously, carrier dyeing is that a carrier layer is formed inside fibers and on the surfaces of the fibers by utilizing the swelling effect of an organic solvent on the fibers, and the dyes continuously enter the fibers by utilizing the solubility of the dyes in the solvent so as to achieve the purpose of dyeing.
The current dyeing of polyimides is mainly focused on post-modification dyeing of fibers and carrier dyeing. Among them, patents CN201310493553.0, CN201610393927.5, and cn201510896425.x are all used to dye polyimide with the help of a certain assistant after surface treatment. Patent CN201510623413.X only uses carrier (dye-guiding agent) to dye polyimide, but not to modify fiber, the invention utilizes solubility parameter theory to calculate the combination of several different organic solvents to be the same as the solubility of polyimide, the method is feasible, but the calculation process is complicated, the types of solvents are various, and the deletion is not based on the available basis. Patent CN201710342615.6 uses amide-containing carrier to dye polyimide, but it is difficult to dye polyimide with dark color.
Disclosure of Invention
Based on the problems, the invention provides the ketone ester carrier dyeing method for the polyimide fiber and the polyimide fabric, the carrier dyeing effect is very obvious, the fiber can be dyed in deep color with the help of the carrier, and the color fastness to washing is good. Compared with other types of carriers, the ketone ester carrier used in the invention has very dark color after being dyed, and especially the dye with large strength can use the carrier to achieve better dyeing effect. The ketone ester carrier can be used as a single carrier, and can also be compounded with each other, or can be compounded with other carriers with better effect according to the needs.
The structural general formula of the polyimide dye provided by the invention is shown as formula (1) or formula (2):
Figure BDA0001379209620000021
wherein, in the formula (1), R1Is any one of hydrogen, alkyl, aryl and hydroxyl; r2,R3,R4,R5,R6Is any one of hydrogen, alkyl, aryl, alkoxy and hydroxyl.
Another class of suitable polyimide dyeings has the general structural formula:
Figure BDA0001379209620000022
wherein, in the formula (2), R1Is any one of hydrogen, alkyl and aryl; r2,R3,R4,R5,R6Is any one of hydrogen, alkyl, aryl, alkoxy and hydroxyl.
The invention also provides a method for dyeing polyimide fibers or fabrics by using any one or more combination of the ketone ester carriers.
In one embodiment of the present invention, the dye for dyeing is a cationic dye.
The method comprises the following steps:
removing oily impurities attached to the surface of the polyimide fabric;
adding the polyimide fabric with the impurities removed into a dye solution containing a cationic dye and the ketoester carrier for dyeing;
and step three, washing the polyimide fabric after dyeing is finished to remove dyeing flooding.
In one embodiment of the invention, in the step one, the polyimide fibers are added into a solution containing 2-3 g/L of a nonionic surfactant at a bath ratio of 20-30: 1, treated at 85-95 ℃ for 30-60 min, fully washed with water and then naturally dried.
In one embodiment of the invention, the nonionic surfactant is AEO-7.
In one embodiment of the invention, step two, adding the polyimide fiber into a dye liquor containing a carrier and a cationic dye, wherein the bath ratio of the dye liquor to the fiber fabric is 15: 1-30: 1; the weight (owf) of the cationic dye to the fiber fabric is 2.5 to 10 percent.
In one embodiment of the invention, the carrier is one or a combination of several of the carriers in the invention, and the concentration of the carrier is 10-100 g/L.
In one embodiment of the invention, step two, adding the polyimide fiber with impurities removed into a dye solution containing a carrier and a cationic dye, heating to 120-130 ℃ at a speed of 1.5-3 ℃/min, and preserving heat for 40-120 min; and after the dyeing is finished, cooling to 70-80 ℃ at the speed of 2-3 ℃/min to ensure that the dye is fully dyed.
In one embodiment of the present invention, the washing in step three is water washing, soap washing, and water washing.
In one embodiment of the invention, in the third step, after dyeing is completed, the polyimide fiber is added into a soaping solution containing an ionic surfactant, such as CT-3, the bath ratio is 20: 1-30: 1, and after treatment at 85-95 ℃ for 15-30 min, the polyimide fiber is fully washed with water.
Detailed Description
Example 1
Selecting a benzophenone carrier, R1is-CH3,R2、R3、R4、R5And R6is-H.
Taking 2g of the polyimide knitted fabric, putting the polyimide knitted fabric into a solution containing a nonionic surfactant AEO-7(2g/L) at a bath ratio of 30:1, treating the polyimide knitted fabric at 95 ℃ for 30min, fully washing the polyimide knitted fabric with water and drying the polyimide knitted fabric.
Putting the polyimide fabric with impurities removed into carrier dye liquor containing cationic red X-GRL accounting for 5 percent of the weight of the fabric and 10g/L, wherein the bath ratio of the dye liquor to the fabric is 15:1, and heating to 120 ℃ at the speed of 1.5 ℃/min and preserving the heat for 120 min. After the heat preservation is finished, the temperature is reduced to 80 ℃ at the cooling speed of 2 ℃/min.
After dyeing is finished, the fabric is put into a soap washing solution containing 2g/L of nonionic surfactant AEO-7, the bath ratio is 20:1, and the fabric is fully washed and dried after being treated for 15min at 85 ℃.
The color parameters and wash fastness of the dyed samples are shown in table 1.
Example 2
Selecting a phenyl ester support, wherein R1is-CH2CH3,R2、R3、R4、R5And R6is-H.
Taking 2g of the polyimide knitted fabric, putting the polyimide knitted fabric into a solution containing a nonionic surfactant AEO-7(3g/L) at a bath ratio of 20:1, treating the polyimide knitted fabric at 85 ℃ for 30min, fully washing the polyimide knitted fabric with water and drying the polyimide knitted fabric.
Putting the washed polyimide fabric with impurities removed into carrier dye liquor containing cationic red X-GRL accounting for 2.5 percent of the weight of the fabric and 15g/L, wherein the bath ratio of the dye liquor to the fabric is 30:1, and heating to 130 ℃ at the speed of 3 ℃/min and preserving the heat for 40 min. After the heat preservation is finished, the temperature is reduced to 80 ℃ at the cooling speed of 3 ℃/min.
After dyeing is finished, putting the fabric into a soap washing solution containing 2g/L of a nonionic surfactant CT-3 at a bath ratio of 30:1, treating the fabric at 95 ℃ for 30min, fully washing with water, and drying.
The color parameters and wash fastness of the dyed samples are shown in table 1.
Example 3
Selecting a phenyl ester support, wherein R1is-CH3,R2is-OH, R3、R4、R5And R6is-H.
Taking 2g of the polyimide knitted fabric, putting the polyimide knitted fabric into a solution containing a nonionic surfactant AEO-7(3g/L) at a bath ratio of 30:1, treating the polyimide knitted fabric at 85 ℃ for 60min, fully washing the polyimide knitted fabric with water and drying the polyimide knitted fabric.
Putting the polyimide fabric with impurities removed into a carrier containing 5% of cation blue X-GRRL and 100g/L of the fabric weight, wherein the bath ratio of the dye liquor to the fabric is 20:1, and heating to 125 ℃ at the speed of 2 ℃/min and preserving the heat for 60 min. After the heat preservation is finished, the temperature is reduced to 80 ℃ at the cooling speed of 2 ℃/min.
After dyeing is finished, the fabric is put into a non-ionic surfactant AEO-7 soap washing liquor containing 2g/L, the bath ratio is 20:1, and the fabric is fully washed and dried after being treated for 15min at 95 ℃.
The color parameters and wash fastness of the dyed samples are shown in table 1.
Example 4
Selecting a benzophenone carrier and a phenyl ester carrier for compound dyeing, wherein R of the benzophenone carrier1is-CH3,R2、R3、R4、R5And R6R being-H, a phenyl ester support1is-CH3,R2、R3、R4、R5And R6is-H.
Taking 2g of the polyimide knitted fabric, putting the polyimide knitted fabric into a solution containing a nonionic surfactant AEO-7(2g/L) at a bath ratio of 30:1, treating the polyimide knitted fabric at 95 ℃ for 60min, fully washing the polyimide knitted fabric with water and drying the polyimide knitted fabric.
Putting the polyimide fabric with impurities removed into a carrier (25 g/L of the two carriers respectively) containing 6 percent of cationic red X-GRL and 4 percent of cationic yellow X-GL and 50g/L of the fabric, wherein the bath ratio of the dye liquor to the fabric is 20:1, and heating to 125 ℃ at the speed of 2 ℃/min and preserving the temperature for 90 min. After the heat preservation is finished, the temperature is reduced to 80 ℃ at the cooling speed of 2 ℃/min.
After dyeing is finished, the fabric is put into a non-ionic surfactant AEO-7 soap washing liquor containing 3g/L, the bath ratio is 30:1, and the fabric is fully washed and dried after being treated for 15min at 85 ℃.
The color parameters and wash fastness of the dyed samples are shown in table 1.
Comparative example 1
Taking 2g of the polyimide knitted fabric, putting the polyimide knitted fabric into a solution containing a nonionic surfactant AEO-7(2g/L) at a bath ratio of 30:1, treating the polyimide knitted fabric at 95 ℃ for 30min, fully washing the polyimide knitted fabric with water and drying the polyimide knitted fabric.
Putting the polyimide fabric with impurities removed into a cationic red X-GRL containing 5% of the weight of the fabric, wherein the bath ratio of the dye solution to the fabric is 15:1, and heating to 120 ℃ at the speed of 1.5 ℃/min and preserving the temperature for 120 min. After the heat preservation is finished, the temperature is reduced to 80 ℃ at the cooling speed of 2 ℃/min.
After dyeing is finished, the fabric is put into a soap washing solution containing 2g/L of nonionic surfactant AEO-7, the bath ratio is 20:1, and the fabric is fully washed and dried after being treated for 15min at 85 ℃.
The color parameters and wash fastness of the dyed samples are shown in table 1.
Comparative example 2
N, N-dimethylformanilide (CindyeInk, a commercial carrier of N, N-dimethylformanilide aramid fiber) was selected as the carrier.
Taking 2g of the polyimide knitted fabric, putting the polyimide knitted fabric into a solution containing a nonionic surfactant AEO-7(2g/L) at a bath ratio of 30:1, treating the polyimide knitted fabric at 95 ℃ for 30min, fully washing the polyimide knitted fabric with water and drying the polyimide knitted fabric.
Putting the polyimide fabric with impurities removed into carrier dye liquor containing cationic red X-GRL accounting for 5 percent of the weight of the fabric and 10g/L, wherein the bath ratio of the dye liquor to the fabric is 15:1, and heating to 120 ℃ at the speed of 1.5 ℃/min and preserving the heat for 120 min. After the heat preservation is finished, the temperature is reduced to 80 ℃ at the cooling speed of 2 ℃/min.
After dyeing is finished, the fabric is put into a soap washing solution containing 2g/L of nonionic surfactant AEO-7, the bath ratio is 20:1, and the fabric is fully washed and dried after being treated for 15min at 85 ℃.
The color parameters and wash fastness of the dyed samples are shown in table 1.
Comparative example 3
Selecting 1-phenoxy-2-propanol as carrier
Taking 2g of the polyimide knitted fabric, putting the polyimide knitted fabric into a solution containing a nonionic surfactant AEO-7(2g/L) at a bath ratio of 30:1, treating the polyimide knitted fabric at 95 ℃ for 30min, fully washing the polyimide knitted fabric with water and drying the polyimide knitted fabric.
Putting the polyimide fabric with impurities removed into carrier dye liquor containing cationic red X-GRL accounting for 5 percent of the weight of the fabric and 10g/L, wherein the bath ratio of the dye liquor to the fabric is 15:1, and heating to 120 ℃ at the speed of 1.5 ℃/min and preserving the heat for 120 min. After the heat preservation is finished, the temperature is reduced to 80 ℃ at the cooling speed of 2 ℃/min.
After dyeing is finished, the fabric is put into a soap washing solution containing 2g/L of nonionic surfactant AEO-7, the bath ratio is 20:1, and the fabric is fully washed and dried after being treated for 15min at 85 ℃.
The color parameters and wash fastness of the dyed samples are shown in table 1.
TABLE 1 CIE Lab, K/S, wash fastness progression and Strength of the dyed polyimide Fabric support
Figure BDA0001379209620000051
Note: determining color change fastness and staining fastness according to the textile color fastness test standard GB/T3921-2008; the breaking strength is the yarn strength, and is determined according to the determination standard GB/T3916-2013 of the breaking strength and the breaking elongation of single yarn of the textile.
As shown in table 1, the CIE Lab values of the fabrics dyed with different concentrations of the carrier and different dyes in the fabrics varied, and as in examples 1 and 2, the cationic red X-GRL was used to dye the polyimide fabric, the a value of the dyed fabric increased significantly, the b value decreased, indicating that the fabric color shifted away from yellow and closer to red, and the decrease in the L value indicated that the dye dyed the fabric to darken. Comparison of the color parameters of the other examples, comparative examples and polyimide fabrics shows that the dye uptake is greatly improved with the aid of the carrier. The color fastness to washing of the dyed fabric is above grade 3, and the strength is well maintained. The example 1 and the comparative examples 1, 2 and 3 are respectively a ketone ester carrier, a carrier-free carrier, an amide carrier and an ether alcohol carrier, and it can be seen that after the fabric is dyed by the cationic red X-GRL, the a value of the fabric dyed by the ketone ester carrier is the largest, which indicates that the red color shown on the fabric is most obvious, the ether alcohol is the second, the amide effect is poor, which indicates that the ketone ester carrier is dyed, and the dye-uptake condition is better. However, because of the pungent taste, in actual production, the ketoester carrier can be compounded with other carriers with good effect to inhibit the pungent smell and improve the dyeing effect.
Although the present invention has been described with reference to the preferred embodiments, it should be understood that various changes and modifications can be made therein by those skilled in the art without departing from the spirit and scope of the invention as defined in the appended claims.

Claims (1)

1. A method for dyeing polyimide fabric is characterized in that the method adopts a carrier dyeing method to dye; the carrier is any one or more of ketone carriers;
the structural general formula of the ketone carrier is shown as formula (1):
Figure FDA0002255608840000011
in the formula (1), R1Is any one of hydrogen, alkyl, aryl and hydroxyl; r2,R3,R4,R5,R6Is any one of hydrogen, alkyl, aryl, alkoxy and hydroxyl;
the dye for dyeing is a cationic red X-GRL dye;
the method comprises the following steps:
removing oily impurities attached to the surface of the polyimide fabric: adding the polyimide fabric into a solution containing 2-3 g/L of a nonionic surfactant AEO-7 at a bath ratio of 20-30: 1, treating at 85-95 ℃ for 30-60 min, fully washing with water, and naturally drying;
adding the polyimide fabric with the impurities removed into a dye solution containing a cationic red X-GRL dye and the ketone carrier for dyeing; wherein the bath ratio of the dye liquor to the fiber fabric is 15: 1; the cationic dye has a fabric weight (owf) of 5%; the carrier concentration is 10 g/L; heating to 120 deg.C at a rate of 1.5 deg.C/min, and maintaining for 120 min; after the completion, the temperature is reduced to 80 ℃ at the speed of 2 ℃/min, and the dye is ensured to be fully dyed;
and step three, after dyeing is finished, putting the polyimide fabric into a soaping solution containing 2g/L of nonionic surfactant AEO-7, wherein the bath ratio is 20:1, washing to remove dyeing flooding, treating the fabric at 85 ℃ for 15min, and then fully washing and drying.
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CN1060126A (en) * 1990-09-28 1992-04-08 弹簧实业有限公司 The colouring method of fibrous material
CN101029457A (en) * 2007-03-05 2007-09-05 浙江理工大学 Method for improving Fanglun 1313 fibre dyeing fasteness
CN102587160A (en) * 2012-02-29 2012-07-18 绍兴文理学院 Dyeing method of aromatic polyamide fiber
CN106232898A (en) * 2014-04-14 2016-12-14 帝人株式会社 Organic fiber, cloth and silk and the dress material of coloring and the manufacture method of cloth and silk
CN104532622A (en) * 2014-12-19 2015-04-22 东华大学 Method for dyeing aromatic polyimide fiber with disperse dye

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