CN111187412A - Amide hybrid polyester with high crystallization speed and high crystallinity and preparation method thereof - Google Patents
Amide hybrid polyester with high crystallization speed and high crystallinity and preparation method thereof Download PDFInfo
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- CN111187412A CN111187412A CN202010085269.XA CN202010085269A CN111187412A CN 111187412 A CN111187412 A CN 111187412A CN 202010085269 A CN202010085269 A CN 202010085269A CN 111187412 A CN111187412 A CN 111187412A
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- polyester
- hybrid polyester
- reaction kettle
- weight
- amide
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- 229920000728 polyester Polymers 0.000 title claims abstract description 74
- 150000001408 amides Chemical class 0.000 title claims abstract description 34
- 238000002425 crystallisation Methods 0.000 title claims abstract description 22
- 230000008025 crystallization Effects 0.000 title claims abstract description 21
- 238000002360 preparation method Methods 0.000 title claims abstract description 11
- 238000006243 chemical reaction Methods 0.000 claims abstract description 28
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 21
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 18
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims abstract description 18
- 238000005886 esterification reaction Methods 0.000 claims abstract description 16
- 238000006068 polycondensation reaction Methods 0.000 claims abstract description 9
- 150000001412 amines Chemical class 0.000 claims abstract description 7
- 239000003054 catalyst Substances 0.000 claims abstract description 5
- 239000002253 acid Substances 0.000 claims abstract description 4
- 239000012760 heat stabilizer Substances 0.000 claims abstract description 4
- 238000002156 mixing Methods 0.000 claims abstract description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 3
- 230000001376 precipitating effect Effects 0.000 claims abstract description 3
- 238000001291 vacuum drying Methods 0.000 claims abstract description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 20
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 12
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical group C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 claims description 12
- WSXIMVDZMNWNRF-UHFFFAOYSA-N antimony;ethane-1,2-diol Chemical group [Sb].OCCO WSXIMVDZMNWNRF-UHFFFAOYSA-N 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
- YQLZOAVZWJBZSY-UHFFFAOYSA-N decane-1,10-diamine Chemical compound NCCCCCCCCCCN YQLZOAVZWJBZSY-UHFFFAOYSA-N 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 5
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 4
- 150000002009 diols Chemical class 0.000 claims description 3
- QFTYSVGGYOXFRQ-UHFFFAOYSA-N dodecane-1,12-diamine Chemical compound NCCCCCCCCCCCCN QFTYSVGGYOXFRQ-UHFFFAOYSA-N 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 238000005266 casting Methods 0.000 abstract description 5
- 238000004140 cleaning Methods 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 22
- 229920000139 polyethylene terephthalate Polymers 0.000 description 9
- 239000005020 polyethylene terephthalate Substances 0.000 description 9
- 239000002244 precipitate Substances 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 239000000463 material Substances 0.000 description 5
- 239000002667 nucleating agent Substances 0.000 description 4
- 239000000203 mixture Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- -1 Polyethylene terephthalate Polymers 0.000 description 2
- 229920006351 engineering plastic Polymers 0.000 description 2
- 229920006267 polyester film Polymers 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 238000010128 melt processing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 230000006911 nucleation Effects 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
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
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/44—Polyester-amides
-
- 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
-
- 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
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
- C08G63/85—Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof
- C08G63/86—Germanium, antimony, or compounds thereof
- C08G63/866—Antimony or compounds thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/524—Esters of phosphorous acids, e.g. of H3PO3
- C08K5/526—Esters of phosphorous acids, e.g. of H3PO3 with hydroxyaryl compounds
Abstract
The invention discloses an amide hybrid polyester with high crystallization speed and high crystallinity and a preparation method thereof, wherein the preparation method comprises the following steps: mixing 129.1-133.2 parts by weight of dihydric alcohol and 3.7-14.9 parts by weight of amine uniformly, and adding into a reaction kettle; adding 300 parts by weight of dibasic acid, 0.1 part by weight of catalyst and 0.2 part by weight of heat stabilizer into a reaction kettle for esterification reaction; after the esterification reaction is finished, vacuumizing the reaction kettle, and adjusting the temperature in the reaction kettle to 260-275 ℃ for polycondensation reaction to obtain hybrid polyester; dissolving hybrid polyester in trifluoroacetic acid solution to obtain polyester solution; dropwise adding hydrochloric acid into the polyester solution for ionization to obtain an ionized polyester solution; and separating out the polyester by using methanol, precipitating, cleaning and then carrying out vacuum drying to obtain the amide hybrid polyester. The amide hybrid polyester prepared by the invention has the remarkable advantages of high crystallization speed and high crystallinity, and can be widely applied to the fields of casting products and the like.
Description
Technical Field
The invention relates to the field of polyester synthesis, in particular to amide hybrid polyester with high crystallization speed and high crystallinity and a preparation method thereof.
Background
Polyethylene terephthalate (PET) exhibits a slow homogeneous nucleation rate due to the presence of rigid phenylene groups separated by short ethylene flexible moieties in its own structural repeat units, resulting in lower crystallinity of the product during actual melt processing operations during injection molding, which results in relatively weak mechanical strength, low dimensional stability and poor heat resistance of PET castings, preventing their engineering applications in the fields of automobiles, electrical, construction, and the like. In addition, because the crystallization temperature of PET is higher, the crystallization rate is slower, and higher mold temperature is needed during molding, the crystallization rate of PET is improved, so that the PET can be molded at the mold temperature lower than 100 ℃, and the PET engineering plastic is a key technology for developing PET engineering plastic.
At present, the crystallization speed and the crystallinity of the material are improved by adding a nucleating agent into the polyester, but the method has the biggest problem that the nucleating agent is not compatible with the material, and even if the nucleating agent is added to improve, the problem of phase separation of the material is difficult to avoid. A small amount of nucleating units are introduced into the molecular chain of the polyethylene glycol terephthalate in a chemical synthesis mode, so that the nucleating agent can play a role, the phase splitting problem is solved, and the crystallization speed and the crystallinity of the material can be improved.
Disclosure of Invention
The invention aims to provide a chemical synthesis method of amide hybrid polyester, which is used for preparing the amide hybrid polyester with high crystallization speed and high crystallinity, so that the application requirement of casting products is met.
In order to achieve the purpose, the invention provides a preparation method of amide hybrid polyester with high crystallization speed and high crystallinity on one hand, and the specific technical scheme is as follows:
a preparation method of amide hybrid polyester with high crystallization speed and high crystallinity comprises the following steps:
mixing 129.1-133.2 parts by weight of dihydric alcohol and 3.7-14.9 parts by weight of amine, stirring uniformly, and adding into a reaction kettle;
adding 300 parts by weight of dibasic acid, 0.1 part by weight of catalyst and 0.2 part by weight of heat stabilizer into the reaction kettle, removing oxygen in the atmosphere in the nitrogen replacement kettle, and adjusting the temperature in the reaction kettle to 210-260 ℃ for esterification reaction;
after the esterification reaction is finished, vacuumizing the reaction kettle, and adjusting the temperature in the reaction kettle to 260-275 ℃ for polycondensation reaction to obtain hybrid polyester;
dissolving hybrid polyester in trifluoroacetic acid solution to obtain polyester solution;
dropwise adding hydrochloric acid into the polyester solution for ionization to obtain an ionized polyester solution;
and (3) separating out the polyester by using methanol, precipitating, washing, and then carrying out vacuum drying to obtain the amide hybrid polyester.
In some embodiments, the glycol is ethylene glycol.
In some embodiments, the amine is one or more of hexamethylene diamine, decamethylene diamine, and 1, 12-diaminododecane.
In some embodiments, the diacid is terephthalic acid.
In some embodiments, the catalyst is ethylene glycol antimony.
In some embodiments, the thermal stabilizer is triphenyl phosphite.
In some embodiments, the diol and the amine are mixed at a temperature of 70 ℃ and added to the reaction kettle after stirring for 30 minutes.
In some embodiments, the concentration of the trifluoroacetic acid solution is 5 wt%.
In some embodiments, the concentration of the hydrochloric acid added dropwise to the polyester solution is 0.1mol/L, and the ionization time is 2 hours.
In some embodiments, the esterification reaction is 2.5 hours long and the amide bond content of the hybrid polyester obtained by polycondensation is 1 to 4 mol%.
On the other hand, the invention provides the amide hybrid polyester with high crystallization speed and high crystallinity, which is prepared by any one of the preparation methods of the amide hybrid polyester with high crystallization speed and high crystallinity.
The preparation method of the amide hybrid polyester provided by the invention has simple process flow, and the prepared amide hybrid polyester has the remarkable advantages of high crystallization speed and high crystallinity, and can be widely applied to the fields of casting products and the like.
Detailed Description
The present invention is described in detail below with reference to examples, and the description in this section is only exemplary and explanatory and should not be construed as limiting the scope of the present invention in any way.
It should be noted that the experimental methods used in the examples are all conventional methods unless otherwise specified, and the materials, reagents, and the like used in the examples are commercially available unless otherwise specified.
Example 1
The preparation method of the amide hybrid polyester with high crystallization speed and high crystallinity comprises the following steps:
at 70 ℃, 133.2g of ethylene glycol and 3.7g of decamethylenediamine are mixed and stirred for 30 minutes, then the mixture is added into a 1L reaction kettle, 300g of terephthalic acid, 0.1g of ethylene glycol antimony and 0.2g of triphenyl phosphite are added into the reaction kettle, after the oxygen is removed in the nitrogen replacement kettle, the esterification reaction is carried out at the temperature of 210 ℃ and 260 ℃; after the esterification reaction is finished, the reaction kettle is vacuumized, and the polycondensation reaction is carried out for 2.5 hours at the temperature of 260-275 ℃ to obtain the hybrid polyester with the amido bond content of 1 mol%.
Dissolving the hybrid polyester obtained in the above step in a trifluoroacetic acid solution (the concentration is 5 wt%), then dropwise adding a hydrochloric acid solution with the concentration of 0.1mol/L into the polyester solution, and reacting for 3 hours to obtain an ionized polyester solution; then methanol is used for separating out precipitate, the precipitate is washed and dried in vacuum to obtain the target product of the amide hybrid polyester.
Example 2
At 70 ℃, 131.8g of ethylene glycol and 7.5g of decamethylenediamine are mixed and stirred for 30 minutes, then the mixture is added into a 1L reaction kettle, 300g of terephthalic acid, 0.1g of ethylene glycol antimony and 0.2g of triphenyl phosphite are added into the reaction kettle, after the oxygen is removed in the nitrogen replacement kettle, the esterification reaction is carried out at the temperature of 210 ℃ and 260 ℃; after the esterification reaction is finished, the reaction kettle is vacuumized, and the polycondensation reaction is carried out for 2.5 hours at the temperature of 260-275 ℃ to obtain the hybrid polyester with the amido bond content of 2 mol%.
Dissolving the hybrid polyester obtained in the above step in a trifluoroacetic acid solution (the concentration is 5 wt%), then dropwise adding a hydrochloric acid solution with the concentration of 0.1mol/L into the polyester solution, and reacting for 3 hours to obtain an ionized polyester solution; then methanol is used for separating out precipitate, the precipitate is washed and dried in vacuum to obtain the target product of the amide hybrid polyester.
Example 3
At 70 ℃, 130.5g of ethylene glycol and 11.2g of decamethylenediamine are mixed and stirred for 30 minutes, then the mixture is added into a 1L reaction kettle, 300g of terephthalic acid, 0.1g of ethylene glycol antimony and 0.2g of triphenyl phosphite are added into the reaction kettle, after the oxygen is removed in the nitrogen replacement kettle, the esterification reaction is carried out at 260 ℃ under 210-; after the esterification reaction is finished, the reaction kettle is vacuumized, and the polycondensation reaction is carried out for 2.5 hours at the temperature of 260-275 ℃ to obtain the hybrid polyester with the amido bond content of 3 mol%.
Dissolving the hybrid polyester obtained in the above step in a trifluoroacetic acid solution (the concentration is 5 wt%), then dropwise adding a hydrochloric acid solution with the concentration of 0.1mol/L into the polyester solution, and reacting for 3 hours to obtain an ionized polyester solution; then methanol is used for separating out precipitate, the precipitate is washed and dried in vacuum to obtain the target product of the amide hybrid polyester.
Example 4
Mixing 129.1g of ethylene glycol and 14.9g of decamethylenediamine at 70 ℃, stirring for 30 minutes, adding into a 1L reaction kettle, adding 300g of terephthalic acid, 0.1g of ethylene glycol antimony and 0.2g of triphenyl phosphite into the reaction kettle, removing oxygen in an atmosphere in a nitrogen replacement kettle, and carrying out esterification reaction at 260 ℃ under 210 ℃ and 260 ℃; after the esterification reaction is finished, the reaction kettle is vacuumized, and the polycondensation reaction is carried out for 2.5 hours at the temperature of 260-275 ℃ to obtain the hybrid polyester with the amido bond content of 4 mol%.
Dissolving the hybrid polyester obtained in the above step in a trifluoroacetic acid solution (the concentration is 5 wt%), then dropwise adding a hydrochloric acid solution with the concentration of 0.1mol/L into the polyester solution, and reacting for 3 hours to obtain an ionized polyester solution; then methanol is used for separating out precipitate, the precipitate is washed and dried in vacuum to obtain the target product of the amide hybrid polyester.
A polyester film obtained from unmodified polyethylene terephthalate was used as a reference example.
The amide hybrid polyesters obtained in examples 1 to 4 and the polyester films obtained in the reference examples were tested for crystallinity and half-crystallization time as shown in Table one:
watch 1
| Degree of crystallization/%) | t1/2(min) | |
| Example 1 | 23.2 | 3.9 |
| Example 2 | 29.8 | 3.1 |
| Example 3 | 35.3 | 2.7 |
| Example 4 | 39.6 | 1.8 |
| Comparative example 1 | 14.5 | 5.1 |
Therefore, the amide hybrid polyester provided by the invention has the remarkable advantages of high crystallization speed and high crystallinity, and can be widely applied to the fields of casting products and the like.
The above description is only an embodiment of the present invention, and not intended to limit the scope of the present invention, and all modifications of equivalent structures and equivalent processes, which are made by the present specification, or directly or indirectly applied to other related technical fields, are included in the scope of the present invention.
Claims (11)
1. The preparation method of the amide hybrid polyester with high crystallization speed and high crystallinity is characterized by comprising the following steps:
mixing 129.1-133.2 parts by weight of dihydric alcohol and 3.7-14.9 parts by weight of amine, stirring uniformly, and adding into a reaction kettle;
adding 300 parts by weight of dibasic acid, 0.1 part by weight of catalyst and 0.2 part by weight of heat stabilizer into the reaction kettle, replacing the atmosphere in the kettle with nitrogen to remove oxygen, and adjusting the temperature in the reaction kettle to 210-260 ℃ for esterification reaction;
after the esterification reaction is finished, vacuumizing the reaction kettle, and adjusting the temperature in the reaction kettle to 260-275 ℃ for polycondensation reaction to obtain hybrid polyester;
dissolving hybrid polyester in trifluoroacetic acid solution to obtain polyester solution;
dropwise adding hydrochloric acid into the polyester solution for ionization to obtain an ionized polyester solution;
and (3) separating out the polyester by using methanol, precipitating, washing, and then carrying out vacuum drying to obtain the amide hybrid polyester.
2. The method for preparing amide hybrid polyester according to claim 1, wherein the diol is ethylene glycol.
3. The method for preparing amide hybrid polyester according to claim 1, wherein the amine is one or more of hexamethylene diamine, decamethylene diamine, and 1, 12-diaminododecane.
4. The method for preparing amide hybrid polyester according to claim 1, wherein the dibasic acid is terephthalic acid.
5. The method for preparing amide hybrid polyester according to claim 1, wherein the catalyst is ethylene glycol antimony.
6. The method for preparing amide hybrid polyester according to claim 1, wherein the heat stabilizer is triphenyl phosphite.
7. The method for preparing amide hybrid polyester according to claim 1, wherein the diol and the amine are mixed at a temperature of 70 ℃ and added to the reaction kettle after stirring for 30 minutes.
8. The process for preparing amide hybrid polyester according to claim 1, wherein the concentration of the trifluoroacetic acid solution is 5 wt%.
9. The method for preparing amide hybrid polyester according to claim 1, wherein the concentration of the hydrochloric acid added dropwise to the polyester solution is 0.1mol/L and the ionization time is 2 hours.
10. The method for preparing amide hybrid polyester according to claim 1, wherein the esterification reaction is carried out for 2.5 hours, and the amide bond content of the hybrid polyester obtained by polycondensation is 1-4 mol%.
11. An amide hybrid polyester having a high crystallization rate and a high degree of crystallinity, which is obtained by the production method according to any one of claims 1 to 10.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010085269.XA CN111187412A (en) | 2020-02-10 | 2020-02-10 | Amide hybrid polyester with high crystallization speed and high crystallinity and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010085269.XA CN111187412A (en) | 2020-02-10 | 2020-02-10 | Amide hybrid polyester with high crystallization speed and high crystallinity and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN111187412A true CN111187412A (en) | 2020-05-22 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202010085269.XA Pending CN111187412A (en) | 2020-02-10 | 2020-02-10 | Amide hybrid polyester with high crystallization speed and high crystallinity and preparation method thereof |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20170306083A1 (en) * | 2014-10-23 | 2017-10-26 | Sk Chemicals Co., Ltd. | Polycyclohexylenedimethylene terephthalate resin having enhanced crystallization speed and method for preparing same |
| CN109880083A (en) * | 2019-03-05 | 2019-06-14 | 哈尔滨工业大学无锡新材料研究院 | A kind of impact resistance amide hydridization polyester and preparation method thereof |
| CN109880082A (en) * | 2019-03-05 | 2019-06-14 | 哈尔滨工业大学无锡新材料研究院 | A kind of high barrier polyester film and preparation method thereof |
| CN110591086A (en) * | 2019-09-12 | 2019-12-20 | 江苏景宏新材料科技有限公司 | Biodegradable polyesteramide and preparation method thereof |
-
2020
- 2020-02-10 CN CN202010085269.XA patent/CN111187412A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20170306083A1 (en) * | 2014-10-23 | 2017-10-26 | Sk Chemicals Co., Ltd. | Polycyclohexylenedimethylene terephthalate resin having enhanced crystallization speed and method for preparing same |
| CN109880083A (en) * | 2019-03-05 | 2019-06-14 | 哈尔滨工业大学无锡新材料研究院 | A kind of impact resistance amide hydridization polyester and preparation method thereof |
| CN109880082A (en) * | 2019-03-05 | 2019-06-14 | 哈尔滨工业大学无锡新材料研究院 | A kind of high barrier polyester film and preparation method thereof |
| CN110591086A (en) * | 2019-09-12 | 2019-12-20 | 江苏景宏新材料科技有限公司 | Biodegradable polyesteramide and preparation method thereof |
Non-Patent Citations (1)
| Title |
|---|
| JINGJIN LUO ET AL.,: "Effect of ionization of polyamide-66 on its heterogeneous nucleation of poly(ethylene terephthalate) crystallization: An efficient polyamide-66 ionene nucleator promoted by ion‒dipole interactions", 《POLYMER TESTING》 * |
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Effective date of registration: 20210913 Address after: 211400 -1, west of Min Tai Road, Yizheng Economic Development Zone, Yangzhou, Jiangsu Applicant after: Yangzhou Shuai Polymer Technology Co.,Ltd. Address before: 214000 63 East Ring Road, Yuqi street, Huishan District, Wuxi, Jiangsu Applicant before: HARBIN INSTITUTE OF TECHNOLOGY WUXI Research Institute OF NEW MATERIALS Applicant before: WUXI HAITE NEW MATERIAL INSTITUTE Co.,Ltd. |
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Application publication date: 20200522 |
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