CN102464872B - A kind of cationic dye capable of dyeing polyester and uses thereof - Google Patents
A kind of cationic dye capable of dyeing polyester and uses thereof Download PDFInfo
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- CN102464872B CN102464872B CN201010567541.4A CN201010567541A CN102464872B CN 102464872 B CN102464872 B CN 102464872B CN 201010567541 A CN201010567541 A CN 201010567541A CN 102464872 B CN102464872 B CN 102464872B
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Abstract
The invention discloses a kind of cation dyeable polyester and uses thereof, this cationic dye capable of dyeing polyester is obtained by following step: (1) synthesizing cationic dyeable polyester master batch: by m-phthalic acid sulfonate salt units and aromatic dicarboxylic acid unit and glycol unit copolymerization, and add lower molecular weight cyclic polyester, obtain cation dyeable polyester master batch; (2) cationic dye capable of dyeing polyester is prepared: by cation dyeable polyester master batch and substrate polyester melting mixing in the equipment of mixing tank, obtain cationic dye capable of dyeing polyester.Can be applicable to prepare cationic dye capable of dyeing fiber.The polyester that the present invention obtains and the fiber made thereof, have the excellent properties of cationic dye capable of dyeing, physical properties excellent, and manufacture method is simple, and suitable device scope is wide, and production cost is low.
Description
Technical field
The present invention relates to a kind of cationic dye capable of dyeing polyester and prepare the purposes of fiber.
Background technology
Polyethylene terephthalate in polyester has outstanding performance, is widely used in the field such as fiber, film, particularly dress ornament, industry goods, materials and equipments field.
The common dyeing of general trevira adopts dispersed dye to dye according to molecular structure, and such dyeing course both required high to dyeing temperature, was difficult to again the textiles obtaining bright.Present technology, in order to improve the dyeing behavior of trevira, has had have studied of long time to the problem that special imparting trevira has cationic dye capable of dyeing performance.Wherein, improving polymer property by copolymerization technology is one of main means; Mainly by adding ethylene isophthalate-5-sodium sulfonate (SIPE) in the course of the polymerization process, thus prepare the polyester of cationic dye capable of dyeing.This method is produced between polyester every batch variant, affects the final performance of polyester, and production efficiency is lower simultaneously, the lot identification mark produced is single, carries out the switching trouble of kind lot number aborning, in addition, simultaneously higher to the requirement of production technique, improve production cost; Some producers adopt cation dyeable polyester master batch and substrate polyester to carry out blended at present, thus obtain the product of many lot numbers, but cannot solve cation dyeable polyester master batch all the time mixes the low problem of rear yarn properties with substrate polyester.
The problem that after mixing with substrate polyester cation dyeable polyester master batch, yarn properties is low, some documents were also mentioned and are adopted the material of dispersion agent and so on to improve the low problem of the rear yarn properties of mixing, but along with adding of new component, reduce the thermal characteristics of blended rear polyester, especially in industrialization continuous seepage, still cannot obtain good effect.
Especially report is rarely had for the existing continuous polymerization device of flexible Application and tank polymerization device fabrication polyester.
Summary of the invention
The object of the present invention is to provide and a kind ofly there is excellent cationic dye capable of dyeing and the low copolyesters of cost.
Technical solution of the present invention
This cationic dye capable of dyeing polyester is obtained by following step:
(1) synthesizing cationic dyeable polyester master batch: by m-phthalic acid sulfonate salt units and aromatic dicarboxylic acid unit and glycol unit copolymerization, and add lower molecular weight cyclic polyester, obtain cation dyeable polyester master batch; In cation dyeable polyester master batch, sulfur content is equivalent to 0.6 ~ 3wt% of cation dyeable polyester master batch weight.
(2) cationic dye capable of dyeing polyester is prepared: by cation dyeable polyester master batch and substrate polyester melting mixing in the equipment of mixing tank, obtain cationic dye capable of dyeing polyester; Sulfur content in cationic dye capable of dyeing polyester is 0.1 ~ 0.5% relative to this cationic dye capable of dyeing polyester total amount.
Low in order to solve cation dyeable polyester production efficiency, reduce production cost, utilize existing installation to greatest extent, give the physical property of trevira excellence simultaneously, the present invention is by further investigation, by by the cation dyeable polyester master batch of sulfur-bearing elemental composition and substrate polyester melting mixing and preparing in the equipment of mixing tank, wherein in the master batch of this cation dyeable polyester, also add lower molecular weight cyclic polyester, solve usual polyester master particle by this technology and polyester mixes the low problem of rear physical property.The add-on of lower molecular weight cyclic polyester is preferably 0.1 ~ 10wt% relative to cationic dye capable of dyeing polyester master particle.
Known to those of skill in the art, carry out, in blended process, having bad dispersibility at polyester master particle and polyester, the polyester obtained can not meet the situation of performance.By using specific lower molecular weight cyclic polyester as flowing agent in the present invention, reach technique effect of the present invention.
Lower molecular weight cyclic polyester be a kind of polymerization degree about 2 ~ 20 oligopolymer, and this oligopolymer has a large ring oligomerization ester structure, and be different low molecular weight cyclic oligomer, its molecular weight is below 5000.
What lower molecular weight cyclic polyester can be enumerated has the cyclic oligomer such as cyclic oligomer polybutylene terephthalate (ring-type PBT), cyclic oligomer polycarbonate (ring-type PC).
Described cyclic oligomer polybutylene terephthalate be one with mutual-phenenyl two acid bromide two alcohol ester's structure for repeating unit oligopolymer, and this oligopolymer polybutylene terephthalate structure is a ring-type.
The low-grade polymer that described cyclic oligomer polycarbonate is one is carbonate with dihydroxy compound repeated structural unit; The general formula of the polycarbonate of dihydroxy compound linear structure is generally [-O-R-O-C (O)-] n, and in formula, R represents the parent nucleus of dihydroxy compound HO-R-OH; Dividing of aliphatic polycarbonate, aliphatic-aromatic adoption carbonic ether and aromatic copolycarbonate is had with the difference of R group; And the structure of this oligopolymer copolymer polycarbonate is a ring-type; Mainly generate dihydroxyphenyl propane-bischloroformates by dihydroxyphenyl propane and phosgene reaction, then generate cyclic oligomer through hydrolytic condensation.
Contriver finds: the classification of cyclic oligomer can affect the dispersing property of master batch and substrate polyester.Lower molecular weight cyclic polyester in the present invention can be the oligopolymer (being called for short CBT) of ring-type polybutylene terephthalate, the oligopolymer (being called for short PC) etc. of cyclic polycarbonates, more preferably the polymerization degree is the ring-type polybutylene terephthalate of 2 ~ 10, and specifically can there are the trade mark is CBT-100, CBT-160 etc.
The lower molecular weight cyclic polyester used in the present invention, adds in the process preparing cation dyeable polyester master batch, in esterification or transesterify stage, at polymerization stage, also can can add in polymerization ending phase; The addition of lower molecular weight cyclic polyester is that relative to cation dyeable polyester master batch weight 0.1 ~ 10wt% as well if content is too low, do not have the effect of application, addition is excessive, can affect the performance of final polyester.
In cationic dyeable polyester master batch of the present invention, element sulphur component content is 0.6 ~ 3wt%, in master batch, to be below 0.6wt% be and need larger master batch section amount during polyester blend element sulphur component content, thus production efficiency is low, and S element component content is when being more than 3wt%, then can bring when the production of master batch as polymerization controls the problem of the degraded performance such as difficulty, master batch be brittle.
In the present invention, wherein the content of element sulphur composition is preferably 0.1% ~ 0.5% relative to polyester gross weight in cationic dye capable of dyeing polyester.If be less than 0.1%, the cation-dyeable performance of polyester can be brought to decline, the problems such as dye uptake is inadequate, other physical property of polyester then can be brought when being greater than 0.5% to decline too many, thus greatly limit the application of the finished product.
Cationic dyeable polyester master batch of the present invention forms by containing m-phthalic acid sulfonate salt units and aromatic dicarboxylic acid unit and glycol unit copolymerization.Described aromatic dicarboxylic acid unit is terephthalic acid, and glycol unit is ethylene glycol or butyleneglycol.
Monomer containing m-phthalic acid sulfonate salt units can represent with following formula (1):
formula (1)
Wherein R is hydrogen, or carbonatoms is the alkyl of 1 ~ 10; X can be basic metal, quaternary phosphonium hydrochlorate or quaternary ammonium salt, and the group that four substituting groups in quaternary alkylphosphonium salt wherein or quaternary ammonium salt can be identical also can be different group.
Can there are containing m-phthalic acid sulfonate monomer shown in formula (1): 5-sodium sulfo isophthalate, m-phthalic acid-5-Sulfonic Lithium, m-phthalic acid-5-potassium sulfonate, m-phthalic acid binaryglycol ester-5-sodium sulfonate, m-phthalic acid binaryglycol ester-5-Sulfonic Lithium, m-phthalic acid binaryglycol ester-5-potassium sulfonate, Sodium Dimethyl Isophthalate-5-sulfonate, dimethyl isophthalate-5-sodium sulfonate, it can also be m-phthalic acid-5-sulfonic acid butyl triphenyl microcosmic salt, m-phthalic acid-5-sulfonic acid tetrabutyl quaternary alkylphosphonium salt, m-phthalic acid-5-sulfoethyl tributyl microcosmic salt, m-phthalic acid-5-sulfonic acid Bian Ji tributyl microcosmic salt, m-phthalic acid-5-sulfonic acid tetraphenyl microcosmic salt, one or more in m-phthalic acid-5-sulfonic acid butyl triphenyl microcosmic salt or m-phthalic acid-5-sulfonic acid Bian Ji triphenyl microcosmic salt etc.
In the present invention, wherein cation dyeable polyester master batch is preferably the polyethylene terephthalate containing m-phthalic acid sulfonate salt units or the polybutylene terephthalate containing m-phthalic acid sulfonate salt units.The synthesis of cation dyeable polyester master batch, can use common polyester method, such as direct esterification or ester-interchange method, and the polymerization unit of use can be autoclave batchwise polymerization equipment or continuous polymerization device.Production technique can be that first various raw material carries out esterification or transesterification reaction, obtains the oligopolymer of polyester, reacts small-molecular-weight glycol afterwards further and obtain polyester master particle under high temperature high vacuum condition.Unit wherein containing m-phthalic acid sulfonate can be add when esterification or transesterify, also can be that the stage before polycondensation adds.Thus prepare the polyester master particle of the cationic dye capable of dyeing containing element sulphur.
In the present invention, substrate polyester is preferably polyethylene terephthalate, Poly(Trimethylene Terephthalate) or polybutylene terephthalate, more preferably polyethylene terephthalate, the said polyethylene terephthalate of the present invention refers to ethylene glycol terephthalate to be the polyester of predominant repeat unit, specifically refers to that ethylene glycol terephthalate repeating unit accounts for more than 80% of all unit number of polyester.Wherein can also containing other copolymerization units compositions of less than 20%, what two acid units of copolymerization can be enumerated has m-phthalic acid, 2,6-naphthalic acid, 2,7-naphthalic acid, 4,4 '-biphenyl dicarboxylic acid, succinic acid, hexanodioic acid, nonane diacid, SA etc., what the diol units of copolymerization can be enumerated has 1,2-PD, 1,3-PD, butyleneglycol, pentanediol, hexylene glycol, Diethylene Glycol, triglycol, cyclohexanediol etc.Above copolymerization units can select wherein one or more.
In the present invention polyester master particle and matrix synthesis in can use catalyzer, can be esterifying catalyst, transesterification catalyst, polymerizing catalyst.What these catalyzer can be enumerated has: the calcium cpd such as calcium acetate, calcium chloride, the magnesium compounds such as magnesium acetate, magnesium chloride, magnesiumcarbonate, the antimony compounds such as ANTIMONY TRIOXIDE SB 203 99.8 PCT, antimony acetate, the germanium compound such as germanium oxide, germanium chloride, the titanium metal alkoxide of tetrabutyl titanate, titanium isopropylate etc., ethylenediamine tetraacetic acid (EDTA), hydroxyethyliminodiacetic acid, diethylene-triamine pentaacetic acid, triethylenetetramine six acetic acid, or as the polyvalent carboxylic acid of sequestrant and/or the titanium complex body of hydroxycarboxylic acid and/or nitrogenous carboxyl.Described sequestrant is the hydroxy carboxylic acids of phthalic acid, three sour three monooctyl esters, trimesic acid, hemimellitic acid, pyromellitic acid anhydride etc.; Or contain ethylenediamine tetraacetic acid (EDTA), NTP, carboxyl imido oxalic acid, carboxymethyl imido grpup dipropionic acid, diethylene-triamine pentaacetic acid, triethylenetetramine six acetic acid, imines two acetic acid, imido grpup dipropionic acid, 2-hydroxyethyl-imido grpup acetic acid, 2-hydroxyethyl-imido grpup dipropionic acid, the 2-methoxy ethyl-imido grpup acetic acid of nitronic acid.Can also add the phosphorus compound of stability while adding catalyzer, the phosphorus compound that the present invention uses has no particular limits, and can be phosphoric acid, phosphorous acid, phosphonic acids or their lower alkyl esters and phenolic aldehyde ester.Specifically refer to, phosphoric acid, tricresyl phosphate methyl, tricresyl phosphate ethyl, tricresyl phosphate phenolic aldehyde, phosphorous acid, tricresyl phosphite methyl, methyl-phosphorous acid, phenolic aldehyde phosphonic acids, diphenyl phosphonic acid, methyl methylphosphonic acid, phenolic aldehyde phosphinic acid ethyl ester, diphenyl phosphonic acid phenolic aldehyde ester, phosphoryl ethyl acetate.
In the preparation process of cationic dye capable of dyeing polyester of the present invention, cation dyeable polyester master batch mixes in the equipment of mixing tank with substrate polyester, wherein mixing tank can static mixer, as line mixer, also can be forcing machine, such as single screw extrusion machine, twin screw extruder etc.
The additive such as antioxidant, photostabilizer can also be added in the present invention in the preparation process of polyester, not affect invention effect of the present invention.
Cationic dye capable of dyeing polyester of the present invention can be applied to prepares cationic dye capable of dyeing fiber.Utilize polyester master particle of the present invention and matrix polymer to prepare cationic dye capable of dyeing polyester, and use spinning equipment well known in the art and condition to carry out spinning to prepare fiber.
The method preparing cationic dye capable of dyeing fiber can for be transported in the substrate polyester pipeline of melting by the cation dyeable polyester master batch after melting, both are after mixing tank mixing, enter spinning-drawing machine and carry out spinning, obtained cation stain dyeability fiber of the present invention; Also after pelletizing of can carrying out spuing obtains cationic dye capable of dyeing polyester slice, then spinning after row drying, be worth fiber.In order to reduce production cost, the handiness of raising equipment and utilization ratio, after the present invention preferably uses tank polymerization device fabrication cation dyeable polyester master batch, the polyester master particle after melting directly accesses in the melts pipeline before the continuous polymerization device spinning of production substrate polyester.Wherein in the pipeline of polyester master particle and substrate polyester melting, increase mixing tank, mixing tank can be the various spinning mixing tanks of city dealer.
Also can be carry out spinning after being mixed through forcing machine with substrate polyester by cation dyeable polyester master batch.Forcing machine can be single screw extrusion machine, also can be twin screw extruder.The mixing tank of these forcing machines can be directly couple together with spinning-drawing machine to use, and also can not couple together, be used alone.
The present invention obtains cationic dye capable of dyeing polyester and fiber thereof, have excellent dyeing behavior and fibrous physical property, and production cost is low, production unit handiness is large.
Embodiment
Physics value below in embodiment is measured by following methods.
(1) the intrinsic viscosity IV of polyester
Measure at 25 DEG C using ortho chloro phenol as solvent.
(2) the terminal group carboxy CO OH (equivalent/ton) in polyester
Using Ortho Cresol as solvent, measure on automatic titration device (COM-550 that Ping Zhao industry companies manufactures) with the NaOH aqueous solution of concentration 0.02mol/L at 25 DEG C.
(3) content (wt%) of glycol ether DEG in polyester
Using monoethanolamine as solvent, dissolve with 1,6-ethylene glycol/methanol mixed post-heating, then add methyl alcohol ultrasonic cleaner and clean 10 minutes.Then add acid and carry out neutralizing treatment, after filtration, use gas chromatograph (Shimadzu Seisakusho Ltd. GC-14A) to measure filtrate.
(4) constituent content in polyester
Constituent content analysis FLX:X-RAY SPECTROMETER RIX2000, claims a certain amount of sample to put into put into RIX2000 fluorescent x-ray analysis apparatus after aluminum pot is pressed into cake with trigger squeeze after heating and melting on hot plate to test.
(5) polymkeric substance tone
Spectral photometric colour measuring meter TOUCH PANEL SPECTRO COLOUR METER, SC-T, uses C-2 light source to calibrate by machine, the polymer chips then getting about 40g carries out tone test, surveys and removes mean number three times.
(6) dyeing behavior evaluation:
Use Cationic blue dyes CB546 (1%owf), levelling auxiliary agent YK91 auxiliary agent 1g/L, YL15 auxiliary agent 1g/L of city dealer, be 1: 30 in bath raio, dye 60 minutes under 120 degree of conditions, under 80 degree of temperature, NaOH:2g/L condition, process cartridge compiles thing 20 minutes afterwards, after washing air-dry, measure the lightness l value of fabric, the lower expression Color of L value better (the present invention carries out difference performance with excellent, good, poor).
By the following examples content of the present invention is described, but the present invention is not limited to content listed by embodiment.
Embodiment 1
Take dimethyl terephthalate (DMT) 13.9 weight part, ethylene glycol 10.4 weight part and Sodium Dimethyl Isophthalate-5-sulfonate 1.2 weight part, add with in the reactor heated and stir, add the manganese acetate relative to polyester 0.3% weight part again, after 2.4% parts by weight acetic acid lithium, heat up gradually and carry out transesterification reaction, distillate methyl alcohol gradually, in time distillating quantity of methyl alcohol and arrive more than 95% of theoretical amount, complete transesterification reaction, resultant of reaction is travelled in polymeric kettle, the amount adding ring-type CBT-100 is the 1wt% of master batch total amount, add phosphorus compound trimethyl phosphite 99 simultaneously, antioxidant IR1010, defoamer silicone oil etc., then about 280 ~ 290 degree are warming up to gradually, and be decompressed to below 100Pa reaction 1 ~ 3 hour, after reaching required polymer viscosity, spue, after cooling and dicing, namely element sulphur component content 0.89wt% is obtained, CBT-100 content is the 1wt% of the polyester master particle of cationic dye capable of dyeing.
Use common poly terephthalic acid continuous polymerization unit, drop into terephthalic acid/ethylene glycol in reactor, after the 1st esterifying kettle, the 2nd esterifying kettle, enter prepolymerization reactor, eventually pass polycondensation vessel and complete polyreaction, obtain the polyethylene terephthalate substrate polyester of melting.
Be the cation dyeable polyester master batch of the 1wt% fluid after melting by element sulphur component content 0.89wt%, CBT-100 content prepared with substrate polyester according to 1: 2 ratio enter and mix in mixing tank after, enter spinning-drawing machine and carry out spinning according to the speed of 3000 ms/min, after extension process, obtain the FDY fiber of 65T/36F.
Embodiment 2
In cation dyeable polyester master batch preparation process, be the 10wt% of master batch total amount by change Sodium Dimethyl Isophthalate-5-sulfonate addition be the addition of 0.89wt%, CBT-100 by sulfur content in master batch, other steps are with embodiment 1.
Embodiment 3
In cation dyeable polyester master batch preparation process, be the 0.1wt% of master batch total amount by change Sodium Dimethyl Isophthalate-5-sulfonate addition be the addition of 0.89wt%, CBT-100 by sulfur content in master batch, other steps are with embodiment 1.
Embodiment 4
In cation dyeable polyester master batch preparation process, by changing Sodium Dimethyl Isophthalate-5-sulfonate addition, sulfur content in polyester master particle is brought up to 1.5wt%, the addition of CBT-100 is the 1wt% of master batch total amount, carry out in blended process at polyester master particle and substrate polyester, the ratio of polyester master particle and substrate polyester is to carry out at 1: 4, and other steps are with embodiment 1.
Embodiment 5
In cation dyeable polyester master batch preparation process, by changing Sodium Dimethyl Isophthalate-5-sulfonate addition, sulfur content in polyester master particle is brought up to 0.64wt%, the addition of CBT-100 is the 1wt% of master batch total amount, carry out in blended process at polyester master particle and substrate polyester, the ratio of polyester master particle and substrate polyester is to carry out at 1: 7, and other steps are with embodiment 1.
Embodiment 6
In cation dyeable polyester master batch preparation process, by changing Sodium Dimethyl Isophthalate-5-sulfonate addition, sulfur content in polyester master particle is brought up to 1.5wt%, the addition of CBT-100 is the 1wt% of master batch total amount, carry out in blended process at polyester master particle and substrate polyester, the ratio of polyester master particle and substrate polyester is to carry out at 1: 1, and other steps are with embodiment 1.
Embodiment 7
In cation dyeable polyester master batch preparation process, by changing Sodium Dimethyl Isophthalate-5-sulfonate addition, sulfur content in polyester master particle is brought up to 0.89wt%, the addition of CP is the 1wt% of master batch total amount, carry out in blended process at polyester master particle and substrate polyester, the ratio of polyester master particle and substrate polyester is to carry out at 1: 2, and other steps are with embodiment 1.
Comparative example 1
In cation dyeable polyester master batch preparation process, be 0.89wt% by changing Sodium Dimethyl Isophthalate-5-sulfonate addition by sulfur content in master batch, do not add CBT-100, other steps are with embodiment 1.
Comparative example 2
In cation dyeable polyester master batch preparation process, be 0.89wt% by changing Sodium Dimethyl Isophthalate-5-sulfonate addition by sulfur content in master batch, add account for master batch total amount 1wt%PEG (polyoxyethylene glycol) as dispersion agent, carry out in blended process at polyester master particle and substrate polyester, the ratio of polyester master particle and substrate polyester is to carry out at 1: 2, and other steps are with embodiment 1.
Obtain the evaluation that fiber carries out basic physical properties in embodiment, the fiber obtained in addition carries out cylinder volume and obtains cloth, carries out dyeing behavior evaluation and Investigation on Photodegradation (4 grades of method evaluations).
The result of each embodiment and comparative example is as shown in table 1.
Table 1
Claims (5)
1. a cationic dye capable of dyeing polyester, is characterized in that: this cationic dye capable of dyeing polyester is obtained by following step:
(1) synthesizing cationic dyeable polyester master batch: by m-phthalic acid sulfonate salt units and aromatic dicarboxylic acid unit and glycol unit copolymerization, and add lower molecular weight cyclic polyester, obtain cation dyeable polyester master batch; In cation dyeable polyester master batch, sulfur content is equivalent to 0.6 ~ 3wt% of cation dyeable polyester master batch weight, and the add-on of lower molecular weight cyclic polyester is 0.1 ~ 10wt% relative to cation dyeable polyester master batch;
(2) cationic dye capable of dyeing polyester is prepared: by cation dyeable polyester master batch and substrate polyester melting mixing in the equipment of mixing tank, obtain cationic dye capable of dyeing polyester; Sulfur content in cationic dye capable of dyeing polyester is 0.1 ~ 0.5% relative to this cationic dye capable of dyeing polyester total amount.
2. cation dyeable polyester according to claim 1, is characterized in that: described lower molecular weight cyclic polyester to be the polymerization degree be 2 ~ 10 ring-type polybutylene terephthalate.
3. cationic dye capable of dyeing polyester according to claim 1, is characterized in that: described aromatic dicarboxylic acid unit is terephthalic acid, and glycol unit is ethylene glycol or butyleneglycol.
4. cationic dye capable of dyeing polyester according to claim 1, is characterized in that: described substrate polyester is polyethylene terephthalate, Poly(Trimethylene Terephthalate) or polybutylene terephthalate.
5. the application in cationic dye capable of dyeing fiber prepared by cationic dye capable of dyeing polyester according to claim 1.
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| CN107022807A (en) * | 2017-04-15 | 2017-08-08 | 连云港杜钟新奥神氨纶有限公司 | A kind of cationic dye capable of dyeing polyurethane elastomeric fiber and preparation method thereof |
| CN107354531A (en) * | 2017-08-07 | 2017-11-17 | 太仓荣文合成纤维有限公司 | A kind of modified PBT fiber spinning process |
| TWI671328B (en) * | 2018-07-30 | 2019-09-11 | 遠東新世紀股份有限公司 | Cationic dyeable polyester and preparation method thereof |
| KR102396242B1 (en) * | 2020-07-03 | 2022-05-09 | 도레이첨단소재 주식회사 | Polyester resion for preparing cation dyeable PET and Cation dye-PET composite resin containing the same |
| CN111978526B (en) * | 2020-08-18 | 2022-08-12 | 浙江恒逸石化研究院有限公司 | Preparation method of cation dyeable polyester master batch with high sulfonate content and high fluidity |
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| JPH11302365A (en) * | 1998-04-23 | 1999-11-02 | Asahi Chem Ind Co Ltd | Production of polyester |
| CN100497772C (en) * | 2007-05-22 | 2009-06-10 | 浙江化纤联合集团有限公司 | Method for preparing polyester filament capable being dyed by continuously condensed direct-spinning cation dye |
| CN101492530B (en) * | 2009-03-05 | 2011-06-08 | 绍兴文理学院 | Ion type copolyester and method for preparing the same |
| CN101870804B (en) * | 2009-04-24 | 2013-04-24 | 上海金发科技发展有限公司 | High-lustre reinforced polyethylene terephthalate composite material and preparation method thereof |
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