CN101550228B - Preparation method of normal pressure cation dyeable copolyester - Google Patents
Preparation method of normal pressure cation dyeable copolyester Download PDFInfo
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Abstract
The invention relates to a preparation method of normal pressure cation dyeable copolyester, comprising the following steps of: (1) carrying out esterification reaction to glycol, terephthalic acid and m-phthalic acid; (2) adding glycol, mixing uniformly, then adding SIPE solution and carrying out ester exchange reaction; and (3) adding aliphatic dibasic acid into mixture obtained after ester exchange reaction, uniformly mixing, then carrying out polycondensation reaction and preparing normal pressure cation dyeable copolyester, wherein the molar ratio of the terephthalic acid and m-phthalic acid is 50:1 to 90:1, the ratio of mole number of the aliphatic dibasic acid and the sum of the mole numbers of the terephthalic acid and m-phthalic acid is 0.05:1 to 0.15:1; the ratio of the mole number of the added glycol in the step (2) and the sum of the mole numbers of the terephthalic acid and m-phthalic acid is 0.1:1 to 0.5:1; the ratio of the sum of the mole numbers of the terephthalic acid, m-phthalic acid and the aliphatic dibasic acid and the mole number of the sulfonic acid group in SIPE solution is 9:1 to 28:1.
Description
Technical field
The present invention relates to a kind of preparation method of normal pressure cation dyeable copolyester.
Background technology
Trevira is a kind of common chemical fiber plus material fiber, and conventional polyester does not have painted group because the regularity of its molecular chain is good, therefore is difficult to dyeing, need add the 3rd monomer therein and carry out modification, preparation and cation dyeable copolyester.The 3rd monomer is m-phthalic acid dihydroxy ethyl ester-5-sodium sulfonate (hereinafter to be referred as SIPE), obtain by dimethyl isophthalate-5-sodium sulfonate (hereinafter to be referred as SIPM) and glycol ester exchange, because of transesterify is the balance reversible reaction, therefore the SIPE solution of gained is actual is the mixing solutions of SIPE, SIPM and m-phthalic acid methyl esters hydroxyl ethyl ester-5-sodium sulfonate, during metering in sulfonic acid group mole number total in the solution.Though but above-mentioned cation dyeable copolyester dyeing behavior improves greatly, dyeing temperature still will be more than 100 ℃, and can't carry out dyeing at normal pressure.CN200810093836.5 discloses a kind of copolyester polymer that can use cationic dyeing under barometric point, adopt SIPE and binary lipid acid modification by copolymerization, because preparation method's restriction, though the gained copolyester polymer spin fiber can under barometric point, dye, dyeing temperature is still up to 95 ℃.
Summary of the invention
The invention provides a kind of preparation method of normal pressure cation dyeable copolyester, after the products obtained therefrom spinning, can reduce the dyeing temperature under its normal pressure greatly.
The preparation method of described normal pressure cation dyeable copolyester may further comprise the steps:
(1) ethylene glycol (hereinafter to be referred as EG), terephthalic acid (hereinafter to be referred as PTA), m-phthalic acid (hereinafter to be referred as IPA) carry out esterification;
(2) add ethylene glycol in the esterification gained mixture, mix the back and add SIPE solution, carry out transesterification reaction;
(3) transesterification reaction gained mixture adds binary lipid acid, carries out polycondensation after mixing, and makes normal pressure cation dyeable copolyester,
Wherein, the mol ratio of terephthalic acid and m-phthalic acid is 50: 1～90: 1, the carbonatoms of described binary lipid acid is 4-6, the ratio of the mole number sum of the mole number of binary lipid acid and terephthalic acid, m-phthalic acid is 0.05: 1～0.15: 1, the mole number of the ethylene glycol that adds in the step (2) and the ratio of terephthalic acid and m-phthalic acid mole number sum are 0.1: 1～0.5: 1, and the ratio of the mole number of the sulfonic acid group in the mole number sum of terephthalic acid, m-phthalic acid and binary lipid acid and the SIPE solution is 9: 1～28: 1.
Described binary lipid acid is preferably hexanodioic acid or Succinic Acid, most preferably is hexanodioic acid.
Those skilled in the art can be according to prior art, determines processing condition and proportioning raw materials among the preparation method of described normal pressure cation dyeable copolyester.
Esterification yield is 90～98%.
As preferably, the ratio of the mole number sum of ethylene glycol and terephthalic acid, m-phthalic acid is 1.1: 1～1.5: 1 in the step (1).The esterification yield of step (1) is 90～98%.
As preferably, SIPE solution is obtained by dimethyl isophthalate-5-benzene sulfonic acid sodium salt of 28%～36%, 60%～80% ethylene glycol, 0.8%～1.5% sodium-acetate and 0.01%～0.02% calcium acetate reaction in the step (2), and above-mentioned per-cent is mass percent.In the reaction of described generation SIPE solution, resultant of reaction comprises methyl alcohol, and the quality of methyl alcohol is the 15-25% of dimethyl isophthalate-5-benzene sulfonic acid sodium salt.After described reaction is finished, add EG and adjust solution proportion, obtain SIPE solution to 1.237-1.243.
As preferably, the temperature of transesterification reaction is 230～290 ℃ in the step (2), and the reaction times is 1～2h.
As preferably, step (3) is carried out 2～3h below 60Pa.
As improvement of the present invention, can also in step (1), add Cobaltous diacetate the form and aspect of product are adjusted, the quality of Cobaltous diacetate is 20～40ppm of normal pressure cation dyeable copolyester.
In the preparation process of normal pressure cation dyeable copolyester, the amount of the SIPE that adds is many more, the dyeability of fiber is good more, intensity is low more, can resist a hair anti pilling preferably, but simultaneously because of SIPE autohemagglutination very easily, when the SIPE add-on is big, broken end is serious in the time of can causing spinning, and in addition owing to SIPE segment good water solubility, fiber is easy decrement in down-stream.
The applicant finds, before adding SIPE solution, add an amount of ethylene glycol, can dilute esterification gained mixture, make it viscosity and reduce greatly, the SIPE solution of Tian Jiaing is dispersed in the mixture easily subsequently, thereby greatly reduce the autohemagglutination tendency of SIPE solution, so, can be under the add-on condition with higher of SIPE, when making the dyeability of fiber, anti-hair anti-pilling raising, guarantee spinning properties, seldom occurred broken end during spinning.In addition, after the normal pressure cation dyeable copolyester spinning that makes according to the present invention, fiber can be in down-stream decrement fast, help the stable and control of product performance.
The applicant also finds, the binary acid that adds small molecular weight according to the present invention, not only can increase dyeing behavior, after making the copolyesters spinning that obtains according to the present invention, can under normal pressure and temperature, dye, and the more space of more options dyestuff is arranged, and Color also there is stability preferably, can also improve flexibility and fluffiness simultaneously.But, because the diprotic acid polycondensation is active high, therefore can only add in polycondensation phase, otherwise, can cause the diprotic acid segment can't be dispersed in the polymer segment, make that the dyeability of fiber and spinnability are all had a strong impact on.
Normal pressure cation dyeable copolyester according to the present invention makes can obtain various products according to the prior art spinning, as wool top, staple fibre etc.The key that wherein prepares wool top, staple fibre is the spinning technique of work in-process endless tow, and the spinning technique of described work in-process endless tow is as follows:
(1) the normal pressure cation dyeable copolyester section is dry under 120～145 ℃, be 10～15h time of drying, and dry back section water ratio is controlled at below the 50ppm;
(2) dried copolyester section melt extrudes through screw rod, and extruder temperature is 270～310 ℃, spin manifold temperature: 278～295 ℃;
(3) melt that melt extrudes obtains the UDY undrafting wire through spinning jet spray silk, adopts the blowing of exhausting formula ring, and the temperature of wherein drying is 28～30 ℃, and spinning speed is 900～1000m/min;
(4) the UDY undrafting wire that obtains carries out the dual-step type drawing-off, promptly carry out under 60～70 ℃ carrying out the drawing-off second time under the water-bath drawing-off first time and 85～95 ℃, first ratio of drawing is 3.1～3.3, second ratio of drawing is 1～1.2, the medium of drawing-off for the second time can be oil bath or steam, after tow crimping oils after the drawing-off, under 130～138 ℃, carry out loose heat setting type, obtain the work in-process endless tow.Loose because of the fibrous texture that adopts normal pressure cation dyeable copolyester section of the present invention to spin, for guaranteeing spinning property, oil length is slightly higher than conventional polyester, and generally controlling oil length is 0.28%～0.45%.
Gained work in-process endless tow can be made staple fibre or wool top by prior art according to customer requirement, as the work in-process endless tow is made converted top on sett frame, through the gill box combing, makes wool top with nodulizer at last.
The gained wool top has the following advantages:
1. dyeing behavior is good, bright in colour under the normal temperature and pressure, dyefastness is high;
2. fiber has wet transmitting performance, and permeability is good, the yarn woolly aspect extra-heavy of blending;
3. every physical index of fiber stable, evenly, good spinnability;
4. fibre strength is low, and elongation is stable, and static is little, and anti-pilling property is good;
5. fast light photograph and resistance toheat are good;
Characteristic such as 6. textile product has that intensity is good, fluffy, the plentiful softness of the feel of wool, gloss are soft.
Cationic dyestuff is adopted in this dyeing keratin-fiber, and normal pressure is lowered to and dyes about 45 ℃ of temperature, and 80 ℃ of dyeing temperatures are suitable controls dyeing rate well, better effects if.The processing condition control of general dyeing at normal pressure is as follows:
1. starting temperature: 45 ℃;
2. be 1-2 ℃ of per minute rising from 45 ℃ of-70 ℃ of speed;
3. insulation is 15-25 minute after arriving 75 ℃-80 ℃;
4. dye on fully 70 ℃ the time.
The present invention carries out modification by adding a certain amount of the 3rd monomer solution and binary lipid acid, optimize the preparation method, modified monomer can fully be distributed in the reaction mixture, reduce the autohemagglutination of SIPE as far as possible, the gained normal pressure cation dyeable copolyester has good spinning properties, little breakage in the spinning process, the wool top that spinning simultaneously makes, the staple fibre dyeability is good, and has a well anti-hair anti pilling effect, acrylic be can substitute, Dan Maifang or acrylic fibers are widely used in, wool, cotton, the many wheats of raw materials such as fiber crops are spun into various yarns, knitting wool, fur imitation, tricot, woollen blanket, fiber products such as carpet.Raw materials used component is simple, and operation feasible has reduced cost when guaranteeing product performance.
Embodiment
SIPE solution described in following examples disposes as follows: the EG that adds 700kg in the preparation still earlier, stir the SIPM, 3kg sodium-acetate and the 45g calcium acetate that add 300kg down, heat up, the control tower top temperature receives methyl alcohol 65～70kg about 65 ℃.Add EG and adjust solution proportion to 1.240, obtain SIPE solution 900L.Being cooled to 50～70 ℃ of stirrings stores for future use.
Embodiment 1
EG, Cobaltous diacetate 0.09kg, antimonous oxide 0.6kg and the trimethyl phosphite 99 0.36kg of IPA, the 1369kg of PTA, the 50kg of 3000kg are dropped in first esterifying kettle, under 250 ℃, carry out esterification, behind the dehydration 650L, import second esterifying kettle and be cooled to 240 ℃, the EG that the back that stirs adds 253kg stirs 5min, after solution is mixed, add SIPE solution 750L, react 90min down, collect EG altogether about 500kg at 240 ℃.Reaction mixture is imported polycondensation vessel, and in polycondensation vessel, quantitatively add hexanodioic acid 150kg, heat up, when temperature reaches 250 ℃, begin to vacuumize, carry out polycondensation 150min below 60Pa, temperature is controlled at 250 ℃～285 ℃, discharging, pelletizing obtains copolyester section 1.
Embodiment 2
EG, Cobaltous diacetate 0.15kg, antimonous oxide 0.75kg and the trimethyl phosphite 99 0.36kg of IPA, the 1369kg of PTA, the 50kg of 3000kg are dropped in first esterifying kettle, under 250 ℃, carry out esterification, behind the dehydration 650L, import second esterifying kettle and be cooled to 240 ℃, add the EG of 167kg, stir 10min, after solution is mixed, add SIPE solution 560L, react 90min down, collect EG 400kg altogether at 240 ℃.Reaction mixture is imported polycondensation vessel, and in polycondensation vessel, quantitatively add hexanodioic acid 160kg, heat up, when temperature reaches 250 ℃, begin to vacuumize, carry out polycondensation 120min below 60Pa, temperature is controlled at 250 ℃～285 ℃, discharging, pelletizing obtains copolyester section 2.
Embodiment 3
EG, Cobaltous diacetate 0.1kg, antimonous oxide 0.5kg and the trimethyl phosphite 99 0.24kg of IPA, the 1002kg of PTA, the 25kg of 2000kg are dropped in first esterifying kettle, under 250 ℃, carry out esterification, behind the dehydration 432L, import second esterifying kettle and be cooled to 240 ℃, add the EG of 253kg, stir 10min, after solution is mixed, add SIPE solution 1000L, react 90min down, collect EG 600kg altogether at 240 ℃.Reaction mixture is imported polycondensation vessel, and in polycondensation vessel, quantitatively add Succinic Acid 170kg, heat up, when temperature reaches 250 ℃, begin to vacuumize, carry out polycondensation 180min below 60Pa, temperature is controlled at 250 ℃～285 ℃, discharging, pelletizing obtains copolyester section 3.
The physical index of copolyester section 1～3 sees Table 1.
The physical index of table 1 copolyester section
| Sequence number | Project | Unit | Copolyester section 1 | Copolyester section 2 | Copolyester section 3 |
| 1 | Fusing point | ℃ | 228～232 | 247-251 | 218～222 |
| 2 | Form and aspect | - | 0～3 | -1～3 | 1～4 |
| 3 | Viscosity | dl/g | 0.485～0.505 | 0.50-0.52 | 0.405～0.425 |
| 4 | Water content | ％ | ≤0.40 | ≤0.40 | ≤0.40 |
| 5 | Different shape particle | ％ | ≤0.50 | ≤0.50 | ≤0.50 |
Embodiment 4
Copolyester section 1 is dry under 135～145 ℃, and be 12h time of drying, and dry back section water ratio is controlled at below the 50ppm; Dried copolyester section melt extrudes through screw rod, and extruder temperature is 270～310 ℃, spin manifold temperature: 280～295 ℃; The melt that melt extrudes obtains the UDY undrafting wire through spinning jet spray silk, adopts the blowing of exhausting formula ring, and the temperature of wherein drying is 28～30 ℃, and spinning speed is 900～1000m/min; The UDY undrafting wire that obtains carries out the dual-step type drawing-off, promptly carry out under 60～70 ℃ carrying out the drawing-off second time under the water-bath drawing-off first time and 85～95 ℃, first ratio of drawing is 3.1～3.2, second ratio of drawing is 1～1.1, tow crimping oils after (oil length 0.38%) after the drawing-off, under 130～138 ℃, carry out loose heat setting type, obtain work in-process endless tow 1, filament number 1.5dtex.Broken end quantity is spun the 0/24Hr in position for each during spinning.The work in-process endless tow is made converted top on sett frame,, make wool top 1 with nodulizer at last through the gill box combing.Wherein, on sett frame, 1,500,000 dawn of feeding-wheel total denier, sliver exporting speed: 280～300m/min, shaping weight 16～18g/m.Shaping fixed length 2500m/ bucket, cutting length 88m traverses apart from 25mm.Front roller 3～the 4cm that spaces, input drafting multiple 0.92, pre-draft multiple 1.4～1.7, front draft multiple 5.5～6, total draft multiple 8～11, spiral roller pressure 0.3～0.4Mpa, cutters roller pressure 0.3～0.4Mpa, rear roller pressure 0.3～0.4Mpa, front roller pressure 0.3～0.4MPa; On gill box, 8 of radicals of feeding, sliver exporting speed 280～300m/min, shaping weight 16～20g/m, shaping fixed length: 2500m/ bucket, drafting multiple 6～10, the front roller 0.3～0.4cm that spaces, front roller pressure 0.3～0.4MPa; On nodulizer: 8 of radicals of feeding, sliver exporting speed 280～300m/min, shaping weight 19～21g/m, shaping fixed length: 600m/ bar, drafting multiple 5～8, the front roller 0.3～0.4cm that spaces, front roller pressure 0.3～0.4Mpa, the traverse of traversing 360min.
The gained wool top woven and with Suzhou City Dongwu Dyestuff Co.,Ltd SD-type cationic dyeing, dyeing is carried out under normal pressure, condition is: 1. starting temperature: 45 ℃; 2. be 1-2 ℃ of per minute rising from 45 ℃ of-70 ℃ of speed; 3. insulation is 20 minutes after arriving 75 ℃-80 ℃; 4. dye on fully 70 ℃ the time.Dyeing behavior is outstanding, shows: 1. the dye vat surplus solution is clear, transparent, illustrates that dye uptake is good; 2. bright-colored, the colour fastness height.
Embodiment 5
Copolyester section 2 is spun work in-process endless tow 2 according to embodiment 4 described methods, and filament number 1.5dtex makes wool top 2 then.Broken end quantity is spun the 1/24Hr in position for each during spinning.
The gained wool top woven and with Suzhou City Dongwu Dyestuff Co.,Ltd SD-type cationic dyeing, dyeing is carried out under normal pressure, condition is: 1. starting temperature: 45 ℃; 2. be 1-2 ℃ of per minute rising from 45 ℃ of-70 ℃ of speed; 3. insulation is 20 minutes after arriving 75 ℃-80 ℃; 4. dye on fully 70 ℃ the time.Dyeing behavior is outstanding, shows: 1. the dye vat surplus solution is clear, transparent, illustrates that dye uptake is good; 2. bright-colored, the colour fastness height.
Embodiment 6
Copolyester section 3 is spun work in-process endless tow 3 according to embodiment 4 described methods, and filament number 1.5dtex makes wool top 3 then.Broken end quantity is spun the 2/24Hr in position for each during spinning.
The gained wool top is woven and dye with Suzhou City Dongwu Dyestuff Co.,Ltd SD-type cationic dyestuff, dyeing is carried out under normal pressure, and condition is: 1. starting temperature: 45 ℃; 2. be 1-2 ℃ of per minute rising from 45 ℃ of-70 ℃ of speed; 3. insulation is 25 minutes after arriving 75 ℃-80 ℃; 4. dye on fully 70 ℃ the time.Dyeing behavior is outstanding, shows: 1. the dye vat surplus solution is clear, transparent, illustrates that dye uptake is good; 2. bright-colored, the colour fastness height.
The performance index of gained work in-process endless tow 1～3 and wool top 1～3 see Table 2 and table 3 respectively.
The performance index of table 2 work in-process endless tow
| Project | Unit | Work in-process endless tow 1 | Work in-process endless tow 2 | Work in-process endless tow 3 |
| Monofilament strength | CN/dtex | 2.8～3.2 | 2.6～3.4 | 2.4～3.0 |
| Elongation at break | ％ | 40 | 42 | 35 |
The performance index of table 3 wool top
| Sequence number | Project | Unit | Wool top 1 | Wool top 2 | Wool top 3 |
| 1 | The heavy central value of bar | g/m | 20 | 20 | 20 |
| 2 | The heavy deviation of bar | g/m | 1 | 1 | 1 |
| 3 | The heavy variation coefficient of bar | ％ | 3.2 | 3.5 | 3 |
| 4 | The length variation rate | ％ | 5 | 5 | 5 |
| 5 | Card nailing neps | Only/g | 4 | 4.5 | 4.8 |
| 6 | Workprint | Only/m | 1 | 1.2 | 1.1 |
| 7 | Fault | mg/100g | 5 | 6 | 8.5 |
| 8 | ＞200mm macrofiber | mg/100g | 10 | 10 | 12 |
| 9 | Crimp percentage | ％ | 17 | 18 | 10 |
| 10 | Number of crimp | Individual/cm | 4 | 3.5 | 5 |
| 11 | 140 ℃ xeothermic | ≤％ | 6.5 | 6.5 | 6.5 |
| 12 | Moisture regain | ≤％ | 1 | 1 | 1 |
Claims (7)
1. the preparation method of a normal pressure cation dyeable copolyester is characterized in that may further comprise the steps:
(1) ethylene glycol, terephthalic acid, m-phthalic acid carry out esterification, and esterification yield is 90～98%;
(2) add ethylene glycol in the esterification gained mixture, mix the back and add SIPE solution, carry out transesterification reaction, the temperature of transesterification reaction is 230～290 ℃, and the reaction times is 1～2h;
(3) transesterification reaction gained mixture adds binary lipid acid, mixes the back and carry out polycondensation 2～3h below 60Pa, makes normal pressure cation dyeable copolyester,
Wherein, the mol ratio of terephthalic acid and m-phthalic acid is 50: 1～90: 1, the carbonatoms of described binary lipid acid is 4-6, the mole number of binary lipid acid and terephthalic acid, the ratio of the mole number sum of m-phthalic acid is 0.05: 1～0.15: 1, the mole number of the ethylene glycol that adds in the step (2) and the ratio of terephthalic acid and m-phthalic acid mole number sum are 0.1: 1～0.5: 1, terephthalic acid, the ratio of the mole number of the sulfonic acid group in the mole number sum of m-phthalic acid and binary lipid acid and the SIPE solution is 9: 1～28: 1, SIPE solution is by dimethyl isophthalate-5-benzene sulfonic acid sodium salt of 28%～36%, 60%～80% ethylene glycol, 0.8%～1.5% sodium-acetate and 0.01%～0.02% calcium acetate reaction back spent glycol are adjusted solution proportion and are obtained, and above-mentioned per-cent is mass percent.
2. the preparation method of normal pressure cation dyeable copolyester as claimed in claim 1 is characterized in that described binary lipid acid is hexanodioic acid or Succinic Acid.
3. the preparation method of normal pressure cation dyeable copolyester as claimed in claim 2 is characterized in that described binary lipid acid is hexanodioic acid.
4. the preparation method of normal pressure cation dyeable copolyester as claimed in claim 1 is characterized in that also adding Cobaltous diacetate in the step (1), and the quality of Cobaltous diacetate is 20～40ppm of normal pressure cation dyeable copolyester.
5. as the preparation method of each described normal pressure cation dyeable copolyester among the claim 1-4, it is characterized in that the ratio of the mole number sum of middle ethylene glycol of step (1) and terephthalic acid, m-phthalic acid is 1.1: 1～1.5: 1.
6. as the preparation method of each described normal pressure cation dyeable copolyester among the claim 1-4, it is characterized in that in the reaction of described generation SIPE solution, resultant of reaction comprises methyl alcohol, and the quality of methyl alcohol is 3/20～7/30 of dimethyl isophthalate-5-benzene sulfonic acid sodium salt.
7. as the preparation method of each described normal pressure cation dyeable copolyester among the claim 1-4, the proportion that it is characterized in that SIPE solution is 1.237～1.243.
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| CN103087305B (en) * | 2011-11-07 | 2015-11-18 | 上海杰事杰新材料(集团)股份有限公司 | A kind of Biodegradable aromatic-aliphatic copolyester and preparation method thereof |
| CN103710782A (en) * | 2013-10-30 | 2014-04-09 | 上海德福伦化纤有限公司 | High-moisture-absorption easy-dying cotton-imitating polyester short fiber and preparation method thereof |
| CN107574502B (en) * | 2017-09-07 | 2020-10-02 | 江苏恒科新材料有限公司 | Preparation method of superfine denier polyester FDY (fully drawn yarn) for high-density fabric |
| CN107541803B (en) * | 2017-09-07 | 2020-10-02 | 江苏恒科新材料有限公司 | Preparation method of normal-pressure cation dyeable polyester fiber |
| CN107604464B (en) * | 2017-09-07 | 2020-10-02 | 江苏恒科新材料有限公司 | Preparation method of double-special-shaped-section moisture-absorbing and sweat-releasing fiber |
| CN107460560B (en) * | 2017-09-07 | 2020-10-02 | 江苏恒科新材料有限公司 | Preparation method of wool-like polyester fiber |
| CN107604463B (en) * | 2017-09-07 | 2020-10-02 | 江苏恒科新材料有限公司 | Preparation method of cationic dyeable polyester fiber |
| CN108003333B (en) * | 2017-12-12 | 2020-09-29 | 绍兴九洲化纤有限公司 | Preparation method of polyester filament yarn capable of being deeply dyed at normal temperature and normal pressure |
| CN114164513B (en) * | 2021-12-27 | 2023-12-22 | 江苏恒科新材料有限公司 | Superfine cationic polyester fiber and preparation method thereof |
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