CN106008941B - A kind of imidazole radicals anionic dye can contaminate type modified copolyester and its preparation and application - Google Patents
A kind of imidazole radicals anionic dye can contaminate type modified copolyester and its preparation and application Download PDFInfo
- Publication number
- CN106008941B CN106008941B CN201610334450.3A CN201610334450A CN106008941B CN 106008941 B CN106008941 B CN 106008941B CN 201610334450 A CN201610334450 A CN 201610334450A CN 106008941 B CN106008941 B CN 106008941B
- Authority
- CN
- China
- Prior art keywords
- anionic dye
- type modified
- imidazole radicals
- modified copolyester
- contaminate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
Classifications
-
- 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
- C08G63/685—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen
- C08G63/6854—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/6856—Dicarboxylic acids and dihydroxy compounds
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
- D01D5/00—Formation of filaments, threads, or the like
- D01D5/12—Stretch-spinning methods
-
- 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
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General 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
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
Abstract
The invention provides a kind of imidazole radicals anionic dye can contaminate type modified copolyester and its preparation and application.Described imidazole radicals anionic dye can contaminate type modified copolyester, it is characterised in that its comonomer includes：Terephthalic acid (TPA) that mol ratio is 1: 1.2~2.5: 0.01~0.08: 0.03~0.25, ethylene glycol, N 2 (3,5 dicarboxyphenyi) ethyl n ' methylimidazole villaumite and 2 methyl Isosorbide-5-Nitrae butanediols.The modified copolyester puts silk available for section or direct fabrics prepare long filament or chopped fiber.The fiber that imidazole radicals anionic dye prepared by the present invention can contaminate type modified copolyester has good anionic dye stainability, can be with normal temperature and pressure dyeing or boiling dyeing at normal pressure, dye-uptake is up to more than 90%, and it can be contaminated with wool, the mixed bath of silk with bath, dyestuff is not easy to reveal, and can be applied to the fields such as clothes, home textile and industry.
Description
Technical field
The present invention relates to a kind of copolyesters and its preparation method and application field, specifically, refers to a kind of imidazoles
Base anionic dye can contaminate type modified copolyester and its preparation method and application.
Background technology
Textile industry is the conventional column industry of Chinese national economy and important people's livelihood industry.Wherein polyester fiber is to spin
Textile fabric most widely used in weaver's industry, yield is maximum.Polyester fiber has a series of premium properties, such as modulus of elasticity and disconnected
Resistance to spalling is high, resilience is moderate, thermal finalization is excellent, heat-resisting light resistance is good etc., therefore it is widely used in clothes, home textile and industry etc.
Field.The excellent physical and mechanical properties of polyester fiber depends on regular molecular structure and higher crystallinity, but this is simultaneously
Make dyeing polyester fibers difficult.Due to lacking the active group that can be bonded with dyestuff in its molecular structure, can only use scattered
Dyestuff is dyed under conditions of carrier in HTHP or have.To study the modification of polyester fiber, there is copolymerization, blending and surface
The methods of chemical reaction, wherein copolymerization method are one of important chemical modification means.Dyeing, modifying copolyesters main at present has
Cation dyeable copolyester (including high-temp and-pressure cation dyeable copolyester (CDP) and boiling dyeing at normal pressure type sun from
Sub- dye capable of dyeing copolyesters (ECDP)) and anionic dye dyeable copolyester (ADP).At present, China has formed certain batch
CDP and ECDP production, and ADP industrialization is still restricted, it is being researched and developed in constantly progress.
Anionic dye dyeable copolyester (ADP) is a kind of dyeing, modifying to anionic dye with preferable dyeability
Copolyesters.Because anionic dye is cheap, chromatogram is complete, bright in colour, and ADP can be equal with wool, silk and bathe
Dyeing, dyeing is simplified, colouring is uniform, therefore ADP has broad prospect of application.But due to being dyed in acid dyes structure
Group is the relatively large sulfonate radical anion of volume, and the intermolecular space of polyester fiber is small, and is not contained to anionic dye
Group with compatibility, dyestuff are not easy to penetrate into, therefore anionic dye dyeing difficult to realize.
Found by the literature search to prior art, anionic dye dyeable copolyester is prepared currently with copolymerization method
Approach mainly uses nitrogenous comonomer in polymerization.Because nitrogen easily generates quaternary ammonium compound, receive in acid medium
Hydrogen ion and it is positively charged, this positive charge is concentrated on the basic group of main polymer chain, as absorb anionic dye
Seat.General modifying agent used is modified for amide containing class modifying agent, containing primary, secondary, tertiary amines modifying agent, nitrogen heterocyclic ring class
Agent, such as Isosorbide-5-Nitrae-bis- aminopropyls piperazine, 2,2,6,6- tetramethyl piperidines, triazole, butyl glycol amine etc..Canadian Patent
(Reid William M, Shaw Barry M.Acid dyeable polyester.CANP, 974340,1975-09-09.)
In, using Isosorbide-5-Nitrae-bis- aminopropyls piperazine as modifying agent, prior to terephthalic acid (TPA), fatty acid response generation salt, it is then added to reaction
Polycondensation is carried out in kettle, obtained modified dacron has good dye-uptake to acid dyes.United States Patent (USP) (Tanikella Murty
S, Von Susani Odorich.Acid dyeable fibers of polyester modified with
Tetramethyl piperidine polyether glycols.USP, 4001190,1977-01-04.) in, with tetramethyl
Piperidine alcohols are modifying agent, and when the mass fraction of nitrogen in terylene is 0.05%~0.25%, obtained modified dacron contaminates in acidity
Dyed in bath, obtain gratifying effect.Fourth gold tinkling of pieces of jade et al. exists in recent years《Synthetic fibers》Page 4 to of o. 11th in 2008
Page 8 have been delivered " preparation of acid-dyeable modified poly ester and its performance ", and this article author utilizes caprolactam monomer and nylon 6
The method of oligomer and polyethylene terephthalate copolymer prepares acid-dyeable PET.Although some existing researchs and report in this field
Road, but the rare report of the research for imidazole radicals comonomer.
The content of the invention
It is an object of the invention to provide a kind of imidazole radicals anionic dye can contaminate type modified copolyester and preparation method thereof
And application, the fiber of the copolyesters have good anionic dye stainability, can with normal temperature and pressure dye or boiling dyeing at normal pressure, on
Dye rate is up to more than 90%, and dyestuff is not easy to leak, and fiber fluffy, resilience are good.
In order to achieve the above object, the invention provides a kind of imidazole radicals anionic dye can contaminate type modified copolyester, its
It is characterised by, its comonomer includes：Terephthalic acid (TPA) that mol ratio is 1: 1.2~2.5: 0.01~0.08: 0.03~0.25,
Ethylene glycol, N-2- (3,5- dicarboxyphenyi) ethyl-N '-methylimidazole villaumites and 2- methyl isophthalic acids, 4- butanediols.
Further, the structural formula that described imidazole radicals anionic dye can contaminate type modified copolyester is：
Terephthalic acid units, ethylene glycol unit, N-2- (3,5- dicarboxyphenyi) ethyl-N '-methyl miaow in structural formula
Azoles villaumite unit and 2- methyl isophthalic acids, the mol ratio of 4- butanediol units is X: m: Y: n.
Further, described imidazole radicals anionic dye can contaminate the inherent viscosity of type modified copolyester for 0.3~
0.7, measured by capillary viscosity method, fusing point is 205 DEG C~245 DEG C.
Present invention also offers the preparation method that above-mentioned imidazole radicals anionic dye can contaminate type modified copolyester, its feature
It is, including：
Step a：Terephthalic acid (TPA) and ethylene glycol are added in the first esterifying kettle, add heat stabilizer and catalyst, is carried out
Esterification；
Step b：Then, the material obtained by esterification in step a is entered into second esterification kettle, adds N-2- (3,5- bis-
Carboxyl phenyl) ethyl-N '-methylimidazole villaumite and 2- methyl isophthalic acids, 4- butanediols, carry out further esterification；
Step c：Then, the material obtained by further esterification in step b is entered into polycondensation vessel, carries out polycondensation reaction；
Step d：Discharging, pelletizing, it is drying to obtain imidazole radicals anionic dye and can contaminates type modified copolyester；
Wherein, described terephthalic acid (TPA), ethylene glycol, N-2- (3,5- dicarboxyphenyi) ethyl-N '-methylimidazole villaumite
With 2- methyl isophthalic acids, the mol ratio of 4- butanediols is 1: 1.2~2.5: 0.01~0.08: 0.03~0.25.
Preferably, the esterification in described step a, its reaction temperature are 230 DEG C~260 DEG C, and its reaction time is 2
~4h.
Preferably, the catalyst in described step a be containing the one or more in Sb, Mn, Ca, Zn or Co compound,
The percentage that catalyst accounts for terephthalic acid monomers weight is 0.01%~0.08%.
Preferably, the heat stabilizer in described step c is triphenyl phosphate or trimethyl phosphate, and heat stabilizer is accounted for benzene
The percentage of diformate mono body weight is 0.03%~0.07%.
Preferably, the further esterification in described step b, its reaction temperature are 230 DEG C~260 DEG C, and it reacts
Time is 1~3h.
Preferably, the polycondensation reaction in described step c, its reaction temperature are 260 DEG C~290 DEG C, and vacuum is less than
30Pa, its reaction time are 2~4h.
Preferably, the first described esterifying kettle, second esterification kettle and polycondensation vessel form continuous polymerization device.
Present invention also offers the application process that above-mentioned imidazole radicals anionic dye can contaminate type modified copolyester, its feature
It is, including：Above-mentioned imidazole radicals anionic dye can be contaminated into type modified copolyester direct fabrics or short fibre is made in slice spinning
Dimension or long filament；Wherein, described direct fabrics or the technological parameter of slice spinning are：Spinning screw temperature is 260 DEG C~310
DEG C, spinning speed is 800m/min~4500m/min, and drawing-off roll temperature is 65 DEG C~190 DEG C, and drafting multiple is 1.1~5.5
Times.
The Nitrogen ion of positively charged in imidazole group is easily combined with the sulfonate ion in anionic dye molecule, even if
At normal temperatures, firm ionic bond can be also formed, and shows hydrophobicity.It is total in the modification prepared using imidazole radicals comonomer
In the fiber of polyester, anionic dye molecule can be secured firmly on polyester fiber molecule, and will not be revealed in water.Therefore
Imidazole radicals anionic dye, which can contaminate type modified copolyester, has good anion dyeability and the leak-proof energy of dyestuff.Therefore
How using raw material is commercialized, manufacturing imidazole radicals anionic dye using simple method and can contaminating type modified copolyester has
Important meaning.
The anionic dye stainability of the present invention can come from the 3rd comonomer (N-2- (3, the 5- dicarboxyl benzene of use
Base) ethyl-N '-methylimidazole villaumite) and the 4th comonomer (2- methyl isophthalic acids, 4- butanediols).Imidazoles in 3rd comonomer
The nitrogen-atoms of positively charged can combine closely rapidly with the sulfonate ion of anionic dye on group, and reduce anionic dye point
The hydrophily of son, so that anionic dye molecule is combined with polyester fiber molecule in close, and anionic dye molecule is not easy to let out
Dew.Meanwhile the 4th the addition of comonomer result in the irregularity of macromolecular chain, hinder copolyesters formed it is regular and close
Lattice, polymer crystallinity is low, and molecular structure is loose, and fibrous inside is diffused into beneficial to anionic dye molecule in dyeing course
Combined with dye radical.
Compared with prior art, the beneficial effects of the invention are as follows：
The present invention with N-2- (3,5- dicarboxyphenyi) ethyl-N '-methylimidazole villaumite for the 3rd comonomer, with 2- first
Base-BDO is the 4th comonomer, and a kind of novel imidazole base anionic dye, which has been prepared, can contaminate type modified copolymer
Ester.The fiber of the copolyesters has good anionic dye stainability, can be with normal temperature and pressure dyeing or boiling dyeing at normal pressure, dye-uptake
Up to more than 90%, dyestuff is not easy to reveal, bright in colour, and chromatogram is complete.Its fiber can change with wool, silk blend with dye is bathed
Become two bath process, the thing that reduces environmental pollution discharge.More than that, its fibers at low temperature can contaminate, and post-processing dye can be greatly reduced
Color cost.Above-mentioned copolyesters cost is cheap, convieniently synthesized, and reaction controllability is good, and its fiber can be applied to clothes, home textile and industry
Deng field.
Brief description of the drawings
Fig. 1 is the infrared spectrum that the imidazole radicals anionic dye that embodiment 1 is prepared can contaminate type modified copolyester.
Fig. 2 is the infrared spectrum that the imidazole radicals anionic dye that embodiment 2 is prepared can contaminate type modified copolyester.
Fig. 3 is the infrared spectrum that the imidazole radicals anionic dye that embodiment 2 is prepared can contaminate type modified copolyester.
Embodiment
With reference to specific embodiment, the present invention is expanded on further.It should be understood that these embodiments are merely to illustrate the present invention
Rather than limitation the scope of the present invention.In addition, it is to be understood that after the content of the invention lectured has been read, people in the art
Member can make various changes or modifications to the present invention, and these equivalent form of values equally fall within the application appended claims and limited
Scope.
Embodiment 1
A kind of imidazole radicals anionic dye can contaminate type modified copolyester, and its structure is formula (I), and its comonomer includes：Rub
You are than the terephthalic acid (TPA), ethylene glycol, N-2- (3,5- dicarboxyphenyi) ethyl-N '-methylimidazole for 1: 1.6: 0.05: 0.07
Villaumite and 2- methyl isophthalic acids, 4- butanediols.
Using continuous polymerization device (including：First esterifying kettle, second esterification kettle and polycondensation vessel) the described imidazole radicals of synthesis
Anionic dye can contaminate type modified copolyester, and its preparation method is：
Step a：500 grams of terephthalic acid (TPA)s and 300 grams of ethylene glycol are added in the first esterifying kettle, add 0.2 gram of tricresyl phosphate
Phenyl ester and 0.3 gram of antimony oxide, esterification is carried out, its reaction temperature is 250 DEG C, reaction time 3h；
Step b：Then, the material obtained by esterification in step a is entered into second esterification kettle, added equivalent to benzene two
The 7mol% of formic acid 2- methyl isophthalic acids, 4- butanediols and the 5mol% equivalent to terephthalic acid (TPA) N-2- (3,5- dicarboxyl benzene
Base) ethyl-N '-methylimidazole villaumite, further esterification, reaction temperature is 240 DEG C, reaction time 2h；
Step c：Then, the material obtained by further esterification in step b is entered into polycondensation vessel, carries out polycondensation reaction,
Reaction temperature is 270 DEG C, and gradually decompression is until vacuum is less than 125Pa, reaction 3h；
Step d：Discharging, pelletizing, drying, type modified copolyester can be contaminated by producing imidazole radicals anionic dye.
Imidazole radicals anionic dye can contaminate type modified copolyester pelletizing intrinsic viscosity and (be surveyed for 0.62 by capillary viscosity method
), fusing point is 225 DEG C.Fig. 1 is that the imidazole radicals anionic dye that embodiment 1 is prepared can contaminate the infrared of type modified copolyester
Spectrogram.
With dry sliced for raw material, high-speed spinning FDY, extruder temperature are melted：272℃；Spinning speed：4000m/min, spinning
Specification is 113dtex/72F, and the temperature of heat-stretching roller 1 is 85 DEG C, and the temperature of heat-stretching roller 2 is 135 DEG C, and drafting multiple is 2.4 times.
Fibrous fracture intensity is 2.72cN/dtex, elongation at break 26%.At normal pressure and 90 DEG C, anionic dye
The dye-uptake of methyl orange is 90%.
Embodiment 2
A kind of imidazole radicals anionic dye can contaminate type modified copolyester, and its structure is formula (I), and its comonomer includes：Rub
You are than the terephthalic acid (TPA), ethylene glycol, N-2- (3,5- dicarboxyphenyi) ethyl-N '-methylimidazole for 1: 1.6: 0.06: 0.06
Villaumite and 2- methyl isophthalic acids, 4- butanediols.
Using continuous polymerization device (including：First esterifying kettle, second esterification kettle and polycondensation vessel) the described imidazole radicals of synthesis
Anionic dye can contaminate type modified copolyester, and its preparation method is：
Step a：400 grams of terephthalic acid (TPA)s and 240 grams of ethylene glycol are added in the first esterifying kettle, add 0.15 gram of tricresyl phosphate
Phenyl ester and 0.2 gram of antimony oxide, esterification is carried out, its reaction temperature is 255 DEG C, reaction time 3h；
Step b：Then, the material obtained by esterification in step a is entered into second esterification kettle, added equivalent to benzene two
The 6mol% of formic acid 2- methyl isophthalic acids, 4- butanediols and the 6mol% equivalent to terephthalic acid (TPA) N-2- (3,5- dicarboxyl benzene
Base) ethyl-N '-methylimidazole villaumite, further esterification, reaction temperature is 250 DEG C, reaction time 2h；
Step c：Then, the material obtained by further esterification in step b is entered into polycondensation vessel, carries out polycondensation reaction,
Reaction temperature is 280 DEG C, and gradually decompression is until vacuum is less than 130Pa, reaction 3.5h；
Step d：Discharging, pelletizing, drying, type modified copolyester can be contaminated by producing imidazole radicals anionic dye.
Imidazole radicals anionic dye can contaminate type modified copolyester pelletizing intrinsic viscosity and (be surveyed for 0.56 by capillary viscosity method
), fusing point is 230 DEG C.Fig. 2 is that the imidazole radicals anionic dye that embodiment 2 is prepared can contaminate the infrared of type modified copolyester
Spectrogram.
With dry sliced for raw material, high-speed spinning FDY, extruder temperature are melted：281℃；Spinning speed：4000m/min, spinning
Specification is 125dtex/72F, and the temperature of heat-stretching roller 1 is 90 DEG C, and the temperature of heat-stretching roller 2 is 125 DEG C, and drafting multiple is 2.3 times.
Fibrous fracture intensity is 2.61cN/dtex, elongation at break 28%.At normal pressure and 25 DEG C, anionic dye
The dye-uptake of methyl orange is 91%.
Embodiment 3
A kind of imidazole radicals anionic dye can contaminate type modified copolyester, and its structure is formula (I), and its comonomer includes：Rub
You are than the terephthalic acid (TPA), ethylene glycol, N-2- (3,5- dicarboxyphenyi) ethyl-N '-methyl miaow for 1: 1.78: 0.045: 0.08
Azoles villaumite and 2- methyl isophthalic acids, 4- butanediols.
Using continuous polymerization device (including：First esterifying kettle, second esterification kettle and polycondensation vessel) the described imidazole radicals of synthesis
Anionic dye can contaminate type modified copolyester, and its preparation method is：
Step a：600 grams of terephthalic acid (TPA)s and 400 grams of ethylene glycol are added in the first esterifying kettle, add 0.3 gram of tricresyl phosphate
Phenyl ester and 0.3 gram of antimony oxide, esterification is carried out, its reaction temperature is 252 DEG C, reaction time 2.5h；
Step b：Then, the material obtained by esterification in step a is entered into second esterification kettle, added equivalent to benzene two
The 8mol% of formic acid 2- methyl isophthalic acids, 4- butanediols and the 4.5mol% equivalent to terephthalic acid (TPA) N-2- (3,5- dicarboxyls
Phenyl) ethyl-N '-methylimidazole villaumite, further esterification, reaction temperature is 250 DEG C, reaction time 2.5h；
Step c：Then, the material obtained by further esterification in step b is entered into polycondensation vessel, carries out polycondensation reaction,
Reaction temperature is 271 DEG C, and gradually decompression is until vacuum is less than 120Pa, reaction 3.5h；
Step d：Discharging, pelletizing, drying, type modified copolyester can be contaminated by producing imidazole radicals anionic dye.
Imidazole radicals anionic dye can contaminate type modified copolyester pelletizing intrinsic viscosity and (be surveyed for 0.64 by capillary viscosity method
), fusing point is 220 DEG C.Fig. 3 is that the imidazole radicals anionic dye that embodiment 3 is prepared can contaminate the infrared of type modified copolyester
Spectrogram.
With dry sliced for raw material, high-speed spinning FDY, extruder temperature are melted：280℃；Spinning speed：4000m/min, spinning
Specification is 110dtex/72F, and the temperature of heat-stretching roller 1 is 87 DEG C, and the temperature of heat-stretching roller 2 is 132 DEG C, and drafting multiple is 2.5 times.
Fibrous fracture intensity is 2.66cN/dtex, elongation at break 27%.At normal pressure and 95 DEG C, anionic dye
The dye-uptake of methyl orange is 91.5%.
Claims (10)
1. a kind of imidazole radicals anionic dye can contaminate type modified copolyester, it is characterised in that its comonomer includes：Mol ratio is
1:1.2~2.5:0.01~0.08:0.03 ~ 0.25 terephthalic acid (TPA), ethylene glycol, N-2- (3,5- dicarboxyphenyis) ethyl-N '-
Methylimidazole villaumite and 2- methyl isophthalic acids, 4- butanediols.
2. imidazole radicals anionic dye as claimed in claim 1 can contaminate type modified copolyester, it is characterised in that described imidazoles
The structural formula that base anionic dye can contaminate type modified copolyester is：
Terephthalic acid units, ethylene glycol unit, N-2- (3,5- dicarboxyphenyis) ethyl-N '-methylimidazole chlorine in structural formula
Salt unit and 2- methyl isophthalic acids, the mol ratio of 4- butanediol units is X：m：Y：n.
3. imidazole radicals anionic dye as claimed in claim 1 can contaminate type modified copolyester, it is characterised in that described imidazoles
The inherent viscosity that base anionic dye can contaminate type modified copolyester is 0.3 ~ 0.7 dl/g, is measured by capillary viscosity method, fusing point
For 205 DEG C ~ 245 DEG C.
4. the imidazole radicals anionic dye any one of claim 1-3 can contaminate the preparation method of type modified copolyester, its
It is characterised by, including：
Step a：Terephthalic acid (TPA) and ethylene glycol are added in the first esterifying kettle, heat stabilizer and catalyst is added, is esterified
Reaction；
Step b：Then, the material obtained by esterification in step a is entered into second esterification kettle, adds N-2- (3,5- dicarboxyls
Phenyl) ethyl-N '-methylimidazole villaumite and 2- methyl isophthalic acids, 4- butanediols, carry out further esterification；
Step c：Then, the material obtained by further esterification in step b is entered into polycondensation vessel, carries out polycondensation reaction；
Step d：Discharging, pelletizing, it is drying to obtain imidazole radicals anionic dye and can contaminates type modified copolyester；
Wherein, described terephthalic acid (TPA), ethylene glycol, N-2- (3,5- dicarboxyphenyi) ethyl-N '-methylimidazole villaumites and 2-
Methyl isophthalic acid, the mol ratio of 4- butanediols is 1:1.2~2.5:0.01~0.08:0.03~0.25.
5. imidazole radicals anionic dye as claimed in claim 4 can contaminate the preparation method of type modified copolyester, it is characterised in that
Esterification in described step a, its reaction temperature are 230 DEG C ~ 260 DEG C, and its reaction time is 2 ~ 4h.
6. imidazole radicals anionic dye as claimed in claim 4 can contaminate the preparation method of type modified copolyester, it is characterised in that
Catalyst in described step a is to account for terephthaldehyde containing the one or more in Sb, Mn, Ca, Zn or Co compound, catalyst
The percentage of acid monomers weight is 0.01% ~ 0.08%.
7. imidazole radicals anionic dye as claimed in claim 4 can contaminate the preparation method of type modified copolyester, it is characterised in that
Heat stabilizer in described step a is triphenyl phosphate or trimethyl phosphate, and heat stabilizer accounts for terephthalic acid monomers weight
Percentage be 0.03% ~ 0.07%.
8. imidazole radicals anionic dye as claimed in claim 4 can contaminate the preparation method of type modified copolyester, it is characterised in that
Further esterification in described step b, its reaction temperature are 230 DEG C ~ 260 DEG C, and its reaction time is 1 ~ 3h.
9. imidazole radicals anionic dye as claimed in claim 4 can contaminate the preparation method of type modified copolyester, it is characterised in that
Polycondensation reaction in described step c, its reaction temperature are 260 DEG C ~ 290 DEG C, and vacuum is less than 30Pa, its reaction time for 2 ~
4h。
10. the imidazole radicals anionic dye any one of claim 1-3 can contaminate the application process of type modified copolyester, its
It is characterised by, including：Above-mentioned imidazole radicals anionic dye can be contaminated into type modified copolyester direct fabrics or slice spinning is made
Chopped fiber or long filament；Wherein, described direct fabrics or the technological parameter of slice spinning are：Spinning screw temperature be 260 DEG C ~
310 DEG C, spinning speed is 800m/min ~ 4500m/min, and drawing-off roll temperature is 65 DEG C ~ 190 DEG C, and drafting multiple is 1.1 ~ 5.5
Times.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610334450.3A CN106008941B (en) | 2016-05-19 | 2016-05-19 | A kind of imidazole radicals anionic dye can contaminate type modified copolyester and its preparation and application |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610334450.3A CN106008941B (en) | 2016-05-19 | 2016-05-19 | A kind of imidazole radicals anionic dye can contaminate type modified copolyester and its preparation and application |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN106008941A CN106008941A (en) | 2016-10-12 |
| CN106008941B true CN106008941B (en) | 2017-12-12 |
Family
ID=57095290
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610334450.3A Active CN106008941B (en) | 2016-05-19 | 2016-05-19 | A kind of imidazole radicals anionic dye can contaminate type modified copolyester and its preparation and application |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN106008941B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108676173B (en) * | 2018-05-18 | 2020-12-18 | 东华大学 | Polyion liquid with ionic bond as framework and preparation method thereof |
| CN112176446A (en) * | 2020-10-16 | 2021-01-05 | 邓颖菁 | Antibacterial polyester fiber and preparation method thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS56140195A (en) * | 1980-03-27 | 1981-11-02 | Sanyo Chemical Ind Ltd | Assistant agent for coloring , resist style , printing and dyeing |
| CH669494GA3 (en) * | 1984-11-05 | 1989-03-31 | ||
| CN101450990B (en) * | 2007-12-06 | 2011-06-08 | 中国纺织科学研究院 | Acidic dyeable polyester and method for preparing acidic dyeable polyester and fiber thereof |
-
2016
- 2016-05-19 CN CN201610334450.3A patent/CN106008941B/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CN106008941A (en) | 2016-10-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US6303739B2 (en) | Method of preparing polyethylene glycol modified polyester filaments | |
| CN102094256B (en) | Method for producing modified cation polyester filament and product thereof | |
| CN101450990B (en) | Acidic dyeable polyester and method for preparing acidic dyeable polyester and fiber thereof | |
| CN103710782A (en) | High-moisture-absorption easy-dying cotton-imitating polyester short fiber and preparation method thereof | |
| TWI623659B (en) | Polyester fiber manufacturing method, polyester fiber, yarn, and fabric | |
| CN104562340B (en) | Differential-shrinkage cotton-like composite filament and preparation method thereof | |
| CN107574507B (en) | Three-dimensional crimped elastic fiber and preparation method thereof | |
| CN101550228B (en) | Preparation method of normal pressure cation dyeable copolyester | |
| CN102409427B (en) | Preparation method for polyester fiber with composite ultraviolet, static electricity and pilling resisting functions | |
| CN102443876B (en) | Preparation method for polyester fiber with compound ultraviolet ray resisting, aging resisting, moisture absorbing and quick drying functions | |
| CN104480564A (en) | Super-bright light trefoil irregular FDY fiber and preparation method thereof | |
| CN101570596B (en) | Method for preparing cationic-dyeable copolyester | |
| CN106008941B (en) | A kind of imidazole radicals anionic dye can contaminate type modified copolyester and its preparation and application | |
| CN102585187B (en) | Modified copolyester and preparation method as well as application thereof | |
| CN107557898A (en) | A kind of cationic dye capable of dyeing PBT fibre manufacturing techniques | |
| CN101768257A (en) | Method for preparing modified PTT fiber and fiber thereof | |
| CN105696105A (en) | Preparation technology of normal temperature and pressure dyeable PBT (polybutylece terephthalate) fiber | |
| CN106592001B (en) | A kind of aromatic polyester-aliphatic polyester block copolymerization ester fiber and purposes | |
| CN106008942B (en) | Imidazole radicals anionic dye can contaminate type modified copolyester master batch and its preparation and application | |
| CN111379048B (en) | Preparation method of bi-component composite wool-like elastic fiber | |
| CN104532391B (en) | A kind of high dye-uptake polyester fiber and preparation method thereof | |
| CN104480754B (en) | A kind of goth black fabric and preparation method thereof | |
| CN102011207A (en) | Cationic-dyeable polyester fiber | |
| CN111118650B (en) | Degradable polyester fiber and preparation method thereof | |
| CN103232594A (en) | Cationic dyeable propylene glycol polyterephthalate continuous polymerization preparation method |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |