CN1464131A - Process for manufacturing coloration additive for producing positive ionic dye dyeable polypropylene - Google Patents
Process for manufacturing coloration additive for producing positive ionic dye dyeable polypropylene Download PDFInfo
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- CN1464131A CN1464131A CN 02112052 CN02112052A CN1464131A CN 1464131 A CN1464131 A CN 1464131A CN 02112052 CN02112052 CN 02112052 CN 02112052 A CN02112052 A CN 02112052A CN 1464131 A CN1464131 A CN 1464131A
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- tpa
- terephthalic acid
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- sodium sulfonate
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- 239000000654 additive Substances 0.000 title claims abstract description 28
- 230000000996 additive effect Effects 0.000 title claims abstract description 28
- -1 polypropylene Polymers 0.000 title claims abstract description 26
- 239000004743 Polypropylene Substances 0.000 title claims abstract description 17
- 229920001155 polypropylene Polymers 0.000 title claims abstract description 17
- 238000000034 method Methods 0.000 title claims description 9
- 238000004519 manufacturing process Methods 0.000 title description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims abstract description 86
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 49
- 239000011734 sodium Substances 0.000 claims abstract description 28
- 229910052708 sodium Inorganic materials 0.000 claims abstract description 28
- 239000000835 fiber Substances 0.000 claims abstract description 15
- 238000006243 chemical reaction Methods 0.000 claims abstract description 13
- 239000003054 catalyst Substances 0.000 claims abstract description 11
- 238000002360 preparation method Methods 0.000 claims abstract description 11
- 125000002091 cationic group Chemical group 0.000 claims abstract description 9
- 239000003381 stabilizer Substances 0.000 claims abstract description 6
- 238000005886 esterification reaction Methods 0.000 claims abstract description 5
- 238000006068 polycondensation reaction Methods 0.000 claims abstract description 5
- 150000002148 esters Chemical group 0.000 claims abstract description 4
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 24
- VNGOYPQMJFJDLV-UHFFFAOYSA-N dimethyl benzene-1,3-dicarboxylate Chemical compound COC(=O)C1=CC=CC(C(=O)OC)=C1 VNGOYPQMJFJDLV-UHFFFAOYSA-N 0.000 claims description 15
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 claims description 13
- 230000035484 reaction time Effects 0.000 claims description 11
- QPKOBORKPHRBPS-UHFFFAOYSA-N bis(2-hydroxyethyl) terephthalate Chemical compound OCCOC(=O)C1=CC=C(C(=O)OCCO)C=C1 QPKOBORKPHRBPS-UHFFFAOYSA-N 0.000 claims description 9
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 8
- WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 claims description 7
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims description 6
- 239000001632 sodium acetate Substances 0.000 claims description 6
- 235000017281 sodium acetate Nutrition 0.000 claims description 6
- 229940011182 cobalt acetate Drugs 0.000 claims description 5
- QAHREYKOYSIQPH-UHFFFAOYSA-L cobalt(II) acetate Chemical compound [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 0.000 claims description 5
- VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical group [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 claims description 4
- 239000001639 calcium acetate Substances 0.000 claims description 4
- 229960005147 calcium acetate Drugs 0.000 claims description 4
- 235000011092 calcium acetate Nutrition 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 230000032050 esterification Effects 0.000 claims description 4
- 238000005469 granulation Methods 0.000 claims description 3
- 230000003179 granulation Effects 0.000 claims description 3
- HFNUUHLSQPLBQI-UHFFFAOYSA-N acetic acid;calcium Chemical compound [Ca].CC(O)=O HFNUUHLSQPLBQI-UHFFFAOYSA-N 0.000 claims description 2
- SVMCDCBHSKARBQ-UHFFFAOYSA-N acetic acid;cobalt Chemical compound [Co].CC(O)=O SVMCDCBHSKARBQ-UHFFFAOYSA-N 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 claims description 2
- 238000010792 warming Methods 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 abstract description 13
- 238000002074 melt spinning Methods 0.000 abstract description 6
- 238000002156 mixing Methods 0.000 abstract description 2
- SSRICYDAHMUADN-UHFFFAOYSA-N 3-(2,2-dihydroxy-2-sulfoethoxy)carbonylbenzoic acid Chemical compound C1=CC(=CC(=C1)C(=O)OCC(O)(O)S(=O)(=O)O)C(=O)O SSRICYDAHMUADN-UHFFFAOYSA-N 0.000 abstract 2
- XRBXGZZMKCBTFP-UHFFFAOYSA-N 4-(2,2-dihydroxyethoxycarbonyl)benzoic acid Chemical compound OC(O)COC(=O)C1=CC=C(C(O)=O)C=C1 XRBXGZZMKCBTFP-UHFFFAOYSA-N 0.000 abstract 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-L isophthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC(C([O-])=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-L 0.000 abstract 2
- 238000005266 casting Methods 0.000 abstract 1
- 238000005453 pelletization Methods 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 239000000975 dye Substances 0.000 description 13
- 239000000203 mixture Substances 0.000 description 5
- 229920000728 polyester Polymers 0.000 description 5
- 238000005516 engineering process Methods 0.000 description 4
- 230000003287 optical effect Effects 0.000 description 4
- 238000009987 spinning Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000004925 Acrylic resin Substances 0.000 description 3
- 229920000178 Acrylic resin Polymers 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 241000692870 Inachis io Species 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 239000004594 Masterbatch (MB) Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000000986 disperse dye Substances 0.000 description 1
- 238000004044 disperse dyeing Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002715 modification method Methods 0.000 description 1
- 238000012643 polycondensation polymerization Methods 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Artificial Filaments (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The preparation process of the dyeing additive includes the ester exchange reaction of 5-sodium sulfodimethyl isophthalate and glycol in the presence of catalyst to obtain 5-sodium sulfodihydroxyethyl isophthalate; the esterification reaction of terephthalic acid and glycol in the presence of catalyst and stabilizer to obtain dihydroxyethyl terephthalate; the pre-polycondensation of 5-sodium sulfodihydroxyethyl isophthalate and dihydroxyethyl terephthalate at 210-240 deg.c; the polycondensation of the reactant system at 240-290 deg.c and vacuum degree lower than 100 Pa and final casting and pelletizing to obtain the additive product. The additive product has high 5-sodium sulfodimethyl isophthalate content and may be used in mixing melt spinning process to produce dyeable polypropylene fiber capable of being dyed with cationic dye in high dyeing degree.
Description
Technical field
The present invention relates to by terephthalic acid (TPA), 5-sodium sulfonate dimethyl isophthalate and the ethylene glycol method by the copolymerization modified poly ester, this modified poly ester is as the coloration additive of dyeable polypropylene.
Background technology
Polypropylene fibre have light specific gravity, intensity height, warmth retention property good, breathe freely, lead moist good, plurality of advantages such as chemical resistance is strong, and it is abundant, cheap to make raw material sources, development in recent years is rapid, its Application Areas also constantly enlarges.But because crystalling propylene degree height, structure is tight, and does not have the polar group that can combine with dye molecule on the strand, promptly lacks and dyes seat, so that can't dye with the method for routine.Usually people adopt original liquid coloring or Masterbatch method of colouring to make the colored fibre of heavy colour, but this can have high dyeing flexibility and color diversity not as fiber or fabric printing after all, is subjected to people's attention deeply so improve the dyeability of polypropylene fibre always.
In the prior art, be the method for improving the polypropylene fibre dyeability comparatively commonly used with blending modification method.It will have the dyeing group on the molecule, and can be well be incorporated in the polypropylene with the coloration additive of acrylic resin blended melting and goes, and carries out blend melt spinning then.This method is easy to implement technically, and less to the mechanical property influence of fiber.In the prior art, being considered to optimal coloration additive is modified poly ester, it is normally introduced in polyester and contains the group that can combine with dyestuff, and as United States Patent (USP) 5,576,366 are introduced.Adopt this coloration additive and acrylic resin to carry out blend melt spinning, the fiber that makes has good dyeability.Yet, this good dyeability can only realize with disperse dyeing usually in the prior art, with cationic dyeing and have the but rare report of higher dye-uptake, and we know no matter cation dyes all are better than DISPERSE DYES from the vividness of color, the diversity and the COLOR FASTNESS of color.
Summary of the invention
Technical problem to be solved by this invention provides a kind of preparation method of dyeable polypropylene coloration additive, and its coloration additive that makes is used for blend melt spinning technology, and the dyeable polypropylene of producing can be used cationic dyeing, and has higher dye-uptake.
Below be the technical scheme that the present invention solves the problems of the technologies described above:
A kind of preparation method who is used to produce the coloration additive of cationic dye dyeable polypropylene fiber, this method may further comprise the steps:
1) 5-sodium sulfonate dimethyl isophthalate and ethylene glycol carry out ester exchange reaction and obtain the two hydroxyl ethyl esters of 5-sodium sulfonate M-phthalic acid in the presence of the anti-agent sodium acetate of catalyst acetic acid calcium and ether, reaction temperature is 80～175 ℃, the molar ratio of 5-sodium sulfonate dimethyl isophthalate and ethylene glycol is 1: 6.0～7.5, and the reaction time is 2～3 hours;
2) terephthalic acid (TPA) and ethylene glycol carry out esterification and obtain bishydroxyethyl terephthalate in the presence of catalyst acetic acid cobalt and antimonous oxide and stabilizing agent trimethyl phosphate, reaction temperature is 240～260 ℃, the molar ratio of terephthalic acid (TPA) and ethylene glycol is 1: 0.61～1.22, and the reaction time is 3～4 hours;
3) two hydroxyl ethyl esters of 5-sodium sulfonate M-phthalic acid and bishydroxyethyl terephthalate carry out prepolymerization reaction under 210～240 ℃ temperature, the molar ratio of two hydroxyl ethyl esters of 5-sodium sulfonate M-phthalic acid and bishydroxyethyl terephthalate is 1: 0.08～0.17, and the reaction time is 1～3 hour;
4) system was warming up to 240～290 ℃ after precondensation finished, and hierarchy of control vacuum≤100Pa carries out polycondensation reaction, and the reaction time is 2～4 hours, and polymer obtains the coloration additive product after the granulation of Cast Strip.
In the above-mentioned steps 1, catalyst amount is calcium acetate/5-sodium sulfonate dimethyl isophthalate=0.64/10 with the molar ratio computing
3～0.75/10
3The anti-agent consumption of ether is sodium acetate/5-sodium sulfonate dimethyl isophthalate=3.61/10 with the molar ratio computing
3～4.21/10
3
Catalyst and stabilizing agent dosage are cobalt acetate/terephthalic acid (TPA)=1.41/10 with the molar ratio computing in the step 2
5～2.82/10
5, be preferably 1.88/10
5～2.82/10
5Antimonous oxide/terephthalic acid (TPA)=0.91/10
4～1.82/10
4, be preferably 1.21/10
4～1.82/10
4Trimethyl phosphate/terephthalic acid (TPA)=0.67/10
4～1.34/10
4, be preferably 0.90/10
4～1.34/10
4And the molar ratio of terephthalic acid (TPA) and ethylene glycol is preferably 1: 0.81～1.22.
The prepared dyeable polypropylene coloration additive of the present invention in fact also is a kind of modified poly ester, wherein introduced the monomer 5-sodium sulfonate dimethyl isophthalate that has with the fine group that combines of dyestuff, and characteristics of the present invention are that 5-sodium sulfonate dimethyl isophthalate content is higher in the coloration additive for preparing, this coloration additive is used for blend melt spinning technology, the not only available cationic dyeing of the dyeable polypropylene of producing, and have higher dye-uptake.
The specific embodiment
To enumerate some embodiment below and come further details of the present invention to be described, in an embodiment, the method for testing of polypropylene fibre dye-uptake and the definition of dye-uptake are as follows.
Method of testing:
Instrument: sample dyeing machine, 721 type spectrophotometers;
Reagent: peacock green, cation dyes (yellow 8GL, red 5GN, blue RL), acetic acid;
The dye liquor preparation: bath raio is 1: 100; The consumption of 1g fiber is 0.2% peacock green or cation dyes 5m1, is equipped with deionized water 95ml, and pH value is 4.5～5.5;
Dyeing condition: go into to dye for 70 ℃, be heated to 100 ℃ in 20 minutes, boil and dye 40 minutes, stop heating and kept 30 minutes, take out sample and be cooled to the room temperature after washing;
The mensuration of dyeing residual liquid optical density: get the 20ml dyeing residual liquid, merge the back with the stained specimens water lotion and move into volumetric flask, with its optical density of spectrophotometric instrumentation;
The mensuration of dyeing stoste optical density: get 20ml dyeing stoste, the deionized water dilution of immigration volumetric flask with stained specimens water lotion same amount is with its optical density of spectrophotometric instrumentation.
The preparation of [embodiment 1～8], coloration additive:
At first, with 5-sodium sulfonate dimethyl isophthalate, ethylene glycol, calcium acetate and sodium acetate with molar ratio Z: ethylene glycol/5-sodium sulfonate dimethyl isophthalate=1/6.0～7.5, calcium acetate/5-sodium sulfonate dimethyl isophthalate=0.64/10
3～0.75/10
3, sodium acetate/5-sodium sulfonate dimethyl isophthalate=3.61/10
3～4.21/10
3Join 2m
3Transesterification reactor, under normal pressure, 80～175 ℃ of temperature and impose to stir and carry out ester exchange reaction, the reaction time is 2.5 hours, generates the two hydroxyl ethyl esters of 5-sodium sulfonate M-phthalic acid.
With terephthalic acid (TPA), ethylene glycol, cobalt acetate, antimonous oxide and trimethyl phosphate with molar ratio: terephthalic acid (TPA)/ethylene glycol=1: 0.81～1.22, cobalt acetate/terephthalic acid (TPA)=1.88/10
5～2.82/10
5, antimonous oxide/terephthalic acid (TPA)=1.21/10
4～1.82/10
4, trimethyl phosphate/terephthalic acid (TPA)=0.90/10
4～1.34/10
4Join 6m
3Reaction kettle of the esterification, under normal pressure, 240～260 ℃ of temperature and impose to stir and carry out esterification, the reaction time is 4 hours, generates bishydroxyethyl terephthalate.
The above-mentioned bishydroxyethyl terephthalate for preparing is moved into 6m
3The prepolymerization reaction still, impose the two hydroxyl ethyl esters of the 5-sodium sulfonate M-phthalic acid that stirs and will be incubated about 100 ℃ then to add at a slow speed, the molar ratio of two hydroxyl ethyl esters of 5-sodium sulfonate M-phthalic acid and bishydroxyethyl terephthalate is 1: 0.08～0.17, when two kinds of monomers fully mix and system temperature when reaching 235 ℃, material is moved into 8m
3Batch condensation polymerization reactor.Control reaction temperature is that 260～290 ℃, system vacuum carry out polycondensation reaction less than 100Pa, and the reaction time is 2.5 hours.After Cast Strip and granulation promptly get the coloration additive product.
This coloration additive inherent viscosity [η] that obtains is 0.3～0.5dL/g, and fusing point is 200～250 ℃.Two, the manufacturing of dyeable polypropylene:
The above-mentioned coloration additive that makes is sneaked into common acrylic resin with metering units after in the metering of required ratio, lacking melt spinning on the thread spinning plant then, produce polypropylene short fiber, its specification is 2.78dtex * 67mm (55000 hole) and 5.56dtex * 102mm (30000 hole).Spinning temperature is 230～290 ℃, and spinning speed is 80～120m/min, and the cooling wind-warm syndrome is 18～23 ℃.
The dyeability of coloration additive content, fiber sees Table 1 table 1. in each embodiment spinning material
| Dye-uptake (%) | Coloration additive content (wt%) | ||||
| Cationic yellow 8GL | Cationic red 5GN | Cationic blue RL | Peacock green | ||
| Embodiment 1 | ????70.6 | ????71.2 | ????72.6 | ????75.5 | ????8 |
| Embodiment 2 | ????72.5 | ????73.8 | ????75.0 | ????78.2 | ????10 |
| Embodiment 3 | ????74.7 | ????76.0 | ????77.3 | ????80.6 | ????10 |
| Embodiment 4 | ????75.2 | ????78.5 | ????80.0 | ????82.0 | ????11 |
| Embodiment 5 | ????78.9 | ????81.3 | ????82.5 | ????83.7 | ????11 |
| Embodiment 6 | ????80.1 | ????82.7 | ????83.6 | ????86.5 | ????12 |
| Embodiment 7 | ????86.8 | ????88.9 | ????90.0 | ????95.0 | ????12 |
| Embodiment 8 | ????86.7 | ????89.1 | ????90.2 | ????95.0 | ????12 |
Claims (5)
1, a kind of preparation method who is used to produce the coloration additive of cationic dye dyeable polypropylene fiber, this method may further comprise the steps:
1) 5-sodium sulfonate dimethyl isophthalate and ethylene glycol carry out ester exchange reaction and obtain the two hydroxyl ethyl esters of 5-sodium sulfonate M-phthalic acid in the presence of the anti-agent sodium acetate of catalyst acetic acid calcium and ether, reaction temperature is 80～175 ℃, the molar ratio of 5-sodium sulfonate dimethyl isophthalate and ethylene glycol is 1: 6.0～7.5, and the reaction time is 2～3 hours;
2) terephthalic acid (TPA) and ethylene glycol carry out esterification and obtain bishydroxyethyl terephthalate in the presence of catalyst acetic acid cobalt and antimonous oxide and stabilizing agent trimethyl phosphate, reaction temperature is 240～260 ℃, the molar ratio of terephthalic acid (TPA) and ethylene glycol is 1: 0.61～1.22, and the reaction time is 3～4 hours;
3) two hydroxyl ethyl esters of 5-sodium sulfonate M-phthalic acid and bishydroxyethyl terephthalate carry out prepolymerization reaction under 210～240 ℃ temperature, the molar ratio of two hydroxyl ethyl esters of 5-sodium sulfonate M-phthalic acid and bishydroxyethyl terephthalate is 1: 0.08～0.17, and the reaction time is 1～3 hour;
4) system was warming up to 240～290 ℃ after precondensation finished, and hierarchy of control vacuum≤100Pa carries out polycondensation reaction, and the reaction time is 2～4 hours, and polymer obtains the coloration additive product after the granulation of Cast Strip.
2, the preparation method of coloration additive according to claim 1 is characterized in that catalyst amount is calcium acetate/5-sodium sulfonate dimethyl isophthalate=0.64/10 with the molar ratio computing in the described step 1
3～0.75/10
3, the anti-agent consumption of ether is sodium acetate/5-sodium sulfonate dimethyl isophthalate=3.61/10 with the molar ratio computing
3～4.21/10
3
3, the preparation method of coloration additive according to claim 1 is characterized in that catalyst and stabilizing agent dosage are cobalt acetate/terephthalic acid (TPA)=1.41/10 with the molar ratio computing in the described step 2
5～2.82/10
5, antimonous oxide/terephthalic acid (TPA)=0.91/10
4～1.82/10
4, trimethyl phosphate/terephthalic acid (TPA)=0.67/10
4～1.34/10
4
4, the preparation method of coloration additive according to claim 3 is characterized in that catalyst and stabilizing agent dosage are cobalt acetate/terephthalic acid (TPA)=1.88/10 with the molar ratio computing in the described step 2
5～2.82/10
5, antimonous oxide/terephthalic acid (TPA)=1.21/10
4～1.82/10
4, trimethyl phosphate/terephthalic acid (TPA)=0.90/10
4～1.34/10
4
5, the preparation method of coloration additive according to claim 1 is characterized in that the molar ratio of terephthalic acid (TPA) and ethylene glycol is 1: 0.81～1.22 in the described step 2.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 02112052 CN1464131A (en) | 2002-06-13 | 2002-06-13 | Process for manufacturing coloration additive for producing positive ionic dye dyeable polypropylene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 02112052 CN1464131A (en) | 2002-06-13 | 2002-06-13 | Process for manufacturing coloration additive for producing positive ionic dye dyeable polypropylene |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN1304684C (en) * | 2005-03-07 | 2007-03-14 | 江苏群发化工有限公司 | Synthesis technology of polyester dying modifier SIPM |
| CN1329425C (en) * | 2004-06-16 | 2007-08-01 | 浙江工程学院 | Modified polyester and preparing method thereof |
| CN100345883C (en) * | 2004-05-10 | 2007-10-31 | （株）晓星 | Flame retardant polyesterpolymer able to dye by using cation pigment,its mfg.method and copolymer fiber using the same |
| CN100413907C (en) * | 2004-09-16 | 2008-08-27 | 洛阳高新技术开发区南峰聚酯有限公司 | Cation dye normal pressure deep dyeing estercopolymer and its preparing method |
| CN1825955B (en) * | 2005-02-11 | 2011-01-19 | 微软公司 | Detecting clock drift in networked devices through monitoring client buffer fullness |
| CN101765772B (en) * | 2007-05-31 | 2012-08-22 | 通用电气公司 | Method for Determining Polymer Concentration in Aqueous Systems |
| CN106555251A (en) * | 2016-12-02 | 2017-04-05 | 江苏新瑞贝科技股份有限公司 | A kind of printing masterbatch of the imitative cellulose base fiber fabric suitable for printing shaping technology |
| CN107557902A (en) * | 2017-09-07 | 2018-01-09 | 江苏恒科新材料有限公司 | A kind of preparation method of cation dyeable polyester POY silks |
| CN108017779A (en) * | 2016-10-28 | 2018-05-11 | 中国石油化工股份有限公司 | A kind of easy dyeing polyester and preparation method thereof |
| CN109535041A (en) * | 2018-11-22 | 2019-03-29 | 青岛中科荣达新材料有限公司 | A kind of method that composite catalyst produces polyester modified dose of SIPE |
| CN110387596A (en) * | 2019-07-18 | 2019-10-29 | 新凤鸣集团股份有限公司 | A kind of preparation method of the CDP fabrics long filament |
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2002
- 2002-06-13 CN CN 02112052 patent/CN1464131A/en active Pending
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100345883C (en) * | 2004-05-10 | 2007-10-31 | （株）晓星 | Flame retardant polyesterpolymer able to dye by using cation pigment,its mfg.method and copolymer fiber using the same |
| CN1329425C (en) * | 2004-06-16 | 2007-08-01 | 浙江工程学院 | Modified polyester and preparing method thereof |
| CN100413907C (en) * | 2004-09-16 | 2008-08-27 | 洛阳高新技术开发区南峰聚酯有限公司 | Cation dye normal pressure deep dyeing estercopolymer and its preparing method |
| CN1825955B (en) * | 2005-02-11 | 2011-01-19 | 微软公司 | Detecting clock drift in networked devices through monitoring client buffer fullness |
| CN1304684C (en) * | 2005-03-07 | 2007-03-14 | 江苏群发化工有限公司 | Synthesis technology of polyester dying modifier SIPM |
| CN101765772B (en) * | 2007-05-31 | 2012-08-22 | 通用电气公司 | Method for Determining Polymer Concentration in Aqueous Systems |
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| CN109535041A (en) * | 2018-11-22 | 2019-03-29 | 青岛中科荣达新材料有限公司 | A kind of method that composite catalyst produces polyester modified dose of SIPE |
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